Untitled record

P. rczeniba invention itself. refers to a process for the preparation of dead peppermint derivatives with the usual structure according to the formula I generated:

R_{CX /}H&C X \ o^-iRi3 oh₃ / \ X

HiîO. N CH, Rh (I) hydrogen atom, methyl or phenyl group, symbol X₂ represents a halogen atom, a cyano group, or a group of the formula -CH-CH_2r - CORS, or-^{z /}

- CO-OR_S, —CO — S1R5 or —CO — N_:R₃R₆and the symbol Xț represents .0 hydroxyl group, an aitoim of. halogen, - a cyan group or one of the groups:

in which the symbol n does not represent the figure 1, 2, 3 or 4, the symbol R₄ represents an alkyl group with 1 to 2 carbon carbon, preferably egg 1 to 12 carbon atoms, ό alkenyl or allyl Gymyl group to 3 to 20 Qairbon atoms, preferably 3 to 12 caipbon atoms, ό aralebil group I 7 ... 12 hang die eiarbiom. or -a group, of the formula - (CH₂) M CH - X₄ or I formulate - OR₅, - OCR₅, ocr₅, II II oa

0CNC

LII ^Χ'Κό O

GC'N li s

Ris

X \

Rs

CR_5;II o

—CORs II

A

IRs - OSRj,

IJ II

O o

CN

Rs

Rs

R₄ -CH-X₂, in which the symbol m is equal to 1, 2 or 3, the symbol R₄ represents an in symbol R5 represents an alkyl group of 1, 20¹ carbon atoms, one group laiLehemill egg 2, 20 'carbon atoms, one group with 5 to 12 carbon atoms, one aryl group with 6 -... 11 car atoms62513

THE PRICE OF LEI 12.75 ox, or a laralohit group with 7,., 14 atornie die loairibon, sdimibiofal R5 being able to represent, ® die lasieimieiaea, a. hydrogen atoms, ** atomic herein is bonded to a nitrogen atom, siiniib'oiki.l R <j represents a hydrogen atom or an alkyl group with 1 ... 4 carbon atoms, or symbols R 5 and R 5 may together form the egg laitome of nitrogen to which a 5- or 6-membered ring is linked, which contains no other heteroatom or which contains one or more decayed hepatocyte atoms, or the symbiont R1 represents, or .acyl-CO group. In R7, in symbol R7 represents a hydrogen atom, an aliphatic residue unsubstituted or substituted with 1 ... 20 carbon atoms, an alohenyl group or alkenes with 2, 20 oairbon atoms, a group having 5 to 12 carbon atoms, an arailiphatic residue egg 7 ... 14 carbon atoms, a laromiaitic residue 6 ... 20 atoms of honor, preferably with 6,. 12 carbon atoms, or a heterocyclic irest, or the symbol 1R1 represents a oarbamyoyl or thiocambamyl group of the formula:

wherein the symbol X₃ represents an oxygen atom or a sulfur atom, the symbol Re (represents utn atom of hydrogen Siau is an alkyl group with 1 ... 4 carbon atoms, and the symbol R? represents a hydrogen atom, an alkyl group of cn 1. 20 carbon atoms, ο · alkyl group with

3 ... 20 carbon atoms, c cycloalobiyl group with 5 ... 12 carbon atoms or an unsubstituted aryl group and substituted with 6, 12 carbon atoms, simnibote R₂represents an alkyl group of 1 to 4 carbon atoms, an afflohemahyl group, or egg alchemy, 3 to 20 oem atoms, preferably 3 or 4 carbon atoms, a 5-alkylalkyl group. .12 carbon laitoms, ό aryl group ictu 6 ... 11 carbon atom, a group, amalichyl with 7 ... 9 carbon atoms or, preferably, a hydrogen atom and laitumci when the symbol n is equal 1, the symbol R₃ represents a monovalent moiety with meanings identical to that of the sitmiboM of R-ι, or represents a mionoviailiant residue obtained through the affiliation of a hydroxyl group from a sulfinic aide, a suilfornic acid, an aoiid, aforid or phosphorus from the acid. horite, or represents an aryl group, a cfolioailchil egg group · 5 ... 12 atoms of oambon .or an insite of formula:

CH₃ ch₃\ z _R Z \ _z^N-^°

CH₃ CH₃ In any case, the symbol R] q represents a hydrogen atom or has the same meaning as the egg synubium Ri,. Athena when symbol n equals egg 2, symbol R₃ represents a bivalent residue and namely an alkylene group with 1 ... 20 carbon atoms, an alkenylene group and 2 ... 20 carbon laitoms, preferably with

3 .. .20 carbon atoms, an alkenynylene group with 2 ... 20 carbon atoms, preferably 3 ... 20 carbon atoms, a chlorochitiden group with

5.. .12 carbon atoms, an egg arylene group 6-14 carbon atoms, an aralkylene group having 8-14 carbon atoms, a diacyladiphatic, aromatic or heteracyclic group, a -CO- group, .0 a -CO-CO- group, an aliphatic or aromatic diicarbamyoyl or idyhytooarbaimO'yl group, a sulfinyl group, a sulfonyl group, or a bivalent residue obtained by removing two hildnoxide groups (from a disulfonic acid, from a sour acid contains phosphorus, or of some tooroic acid, then here the symbol n equals 3, the symbol R₃ represents an Irvivalent residue, that is, an alanitriyl group, an arentriyl group or an arentriylthriyl group, a triacyl aliphatic or aromatic group, or a triacyl group derived from orthophosphoric acid, getophosphorus or orthoboric and when the symbol n is 4,₃ represents a tetravalent, namely a heteroetrail residue, a tetraacil residue derived from an aliphatic or aromatic tetracarboxylic acid or an orthosillylic acid, compounds used as stabilizers for polymers.

Soun ounosic taompuși possessing the general formula:

o-JV₃

II

HjC Z \ R'i z \ z \

II3C N R'i

I

- 7 * in which symbols R'i and R'2 are the same or different and each represents an alkyl group or together forms the carbon atom of the egg are linked to a saturated alicyclic group or an egg group formulated:

CHj CH₃\ z / \

CH, CH₃ the symbol n 'represents an integer between 1 and 3; tune. When the symbol n 'is equal to 1, the symbol R'₃represents an acyl group derived from an aliphatic, onip, allyl, click or hetero-cyclic inocarbonyl acid, an N-substituted .carbam-oil group from an N-substituted ciairbamte acid, ό N-substituted thioarbamoyl group from a N-substituted tertiary-biaimic acid, a non-aromatic group obtained by removing a hydroxyl radical from an oxoaoid, an alkyl group, an alkyl group, an aryl group, an alkyl, an aryl group or a group of the formula:

CH3 ch₃

Z \ jî^r, PA in the eimboiliurîlie R'i and R'2 have the meanings of ihai up _; When the symbol n 'is equal to 2, the symbol R' 3 represents a diaail group derived from an aliphatic, alicyclic, aromatic or heterocyclic dicarboxylic acid, a dicarbamoyl group, derived from a dicarbamfc acid, a bi.s- group. thioioarbiam.oi'1 from a bis-thiocyanic acid, a carbondyl group, ό bivalent group, obtained by removing two hydroxyl radicals from an oxcacid, an allyl ethylene group, an arifene group or an arylenidialloheadein group, 1. then, when the symbol n 'equals 3, the symbol R'3 represents a triacyl group arising from an aliphatic, aldicyclic, aromatic-omafie itriaanboxylic acid or heterocyclic, a triarobamoyl group derived from a tricarbamic acid, a tris-O-carbamail group derived from a tris-thiocarbamic acid, a bivalent group obtained by removing your three hydroxyl radicals from one oxo.aicid, <0 .alioanthyl group, an .atrenlriyl or an arenitriyltriaic group,. The process according to the invention extends the range of piperperidine derivatives by treating .treated, .substituted, a ρφ & πύϊη · ο1 of the general hormone II:

β r₂ Oh

X /

CH3 / \ CHj \ l 1 / / \ Z \_NTI (N)

CHj I ^Cli3

N

I

R, in .channels R1 and R2. Have the above meanings, with ό acid hailogioride of general formula III:

te --- (Hal) n Im) in R3 and n. have the above meanings, and Hal represents a .bathogen of atom, the reaction taking place at room temperature and atmospheric pressure, in anhydrous benzene medium as an inert solvent. , using the excess compound of general formula II to act as an acid acceptor.

The following are 7 examples of carrying out the process according to the invention, which means that "parts are understood as mass parts, and the percentages are given by weight.

Example 1. a solution consisting of 17.10 parts l, 2,2,6; 6-pientamethylpiperidine-4,01 and 50 parts dehydrated benzene is stirred at temiperaiSuna. of 15 ° C, 20 ° C, being treated simultaneously, drop by drop, within 15 minutes with 6.0 parts of sebacil chloride. The resulting mixture is stirred for a further 12 hours at room temperature, while the 1,2,2,6,6pentametiilipiper Î.1-4-Οι formed during the reaction is separated by filtration. Bemnemniil is removed by distillation under reduced pressure to obtain yellow oil, or under reduced pressure to give .sacatnl.¹ of bis- (1,2-, 2, -6,6-penf amefil-d-pâperto iniif) in colorless oil with a melting point of 218 ... 220ub and a vacuum of 0.4 mm Hg and. have the following elementary analysis {% table).

'Analysis: ipentțu GagHsfiNgCb.

- calculated: C = 70.82; Η = 11.10; N-5.51;

- Found: C-70.99 _f H, 101.97;

N, 5.26.

Table 1 presents a series of the esters prepared according to the procedure described in Example i.

Table 1

<td>Example¹. No</td><td>Ri</td><td>tea.</td><td>yourself</td><td>Melting point or boiling point, ° C to mm Hg</td><td>Formula brute</td>

<td>I</td><td> 2</td><td> 3</td><td> 4</td><td> 5</td><td> 6</td>

<td> 2</td><td>ch₃</td><td>H</td><td> 0 0 ^xs^z</td><td>Purified by chromatography</td><td>C₂₅H₄₂N-IO₄S</td>

<td> 0</td><td>ch₃</td><td>H</td><td>0 0 II 11 -c-c-</td><td>118 ° C</td><td>C22H4GN2O4</td>

<td> 4</td><td>ch₃</td><td>H</td><td>0 O;¹¹ father ¹¹ —0—</td><td>123 ° C</td><td>teaUbteOiţ</td>

<td> 5</td><td>CI-I₃</td><td>H</td><td>0 _Ta-ta ^ /your father</td><td>75 ... 76 ° C</td><td>Like jHgjNOî</td>

<td> 6</td><td>ch₃</td><td>H</td><td>0 II ch₃C-</td><td> 138^ofThe C 12 mm 'Hg</td><td>CiîHjjNOa</td>

<td> 7</td><td>ch₃</td><td>H</td><td>H₃GC% C n h₃c 11 HO — f 0— C— Cb-b&gt; -^z /^c\ HjC CHj</td><td>142 ° C</td><td>C 3 H_4!NO₃</td>

<td rowspan="2">Example no.</td><td colspan="6">Elementary analysis</td>

<td colspan="3">Calculated,%</td><td colspan="3">Found,%</td>

<td></td><td>. C</td><td>H</td><td>N.</td><td>C</td><td>H</td><td>N</td>

<td> 1</td><td> 2</td><td> ’3</td><td> 4</td><td> 5</td><td> 6</td><td> 7</td>

<td> 2</td><td></td><td></td><td> 5,86</td><td></td><td></td><td> 5,6,4</td>

<td> 3</td><td> 66,63</td><td> 10,17</td><td> 7,06</td><td> 604</td><td> 10,22</td><td> 6,95</td>

<td> ; 4</td><td> 7.0,15</td><td> 9,38</td><td> 5,93</td><td> 70,75</td><td> 9,68</td><td> 5,69</td>

<td> 5</td><td> 77,50</td><td> 8,30</td><td> 4,30</td><td> 77,78</td><td> 8,45</td><td> 4,06</td>

<td> 6</td><td> 67,57</td><td> 10,87</td><td> 6,57</td><td> 67,90</td><td> 10,72</td><td> 6,53</td>

<td> 7</td><td> 74,40</td><td> 10,24</td><td> 3,47</td><td> 74,80</td><td> 9,99</td><td> 3,43</td>

All compounds of general formula I may be prepared by glossing as described in Example 1,

When the symbol n is equal to .1, the redshift Ri and / or the symbol R3 may represent an alkyl group with 1, 20 .arbon atoms and preferably with l., .8._; Examples may include methyl, ethyl, n-proipyl, n-butyl, sec-butyl, tert-butyl, n-hexyl, n-octyl, 2-eethylhexyl, n-nonyl, j n-decyl, n-ondoyl, n-dodecyl, n-thirty !, n-tetradecyl, nh, exadecyl, n-octadecyl and eiicosil. However, with regard to the optimum compatibility with the polypeptide substrates, for the R1 and / R3 symbols, the .alkyl clusters with 5 ... 20 carbon atoms and, preferably,. With 5 ... 12 are preferred. .atoms of

Ο carbon. Ο subgroup of R 1 alkyl radicals is the repository of those radicals which contain 1 ... 4 carbon atoms and preferably the methyl radical.

In the cases in which the symbol R1 and / or the symbol R3 represents an alkenyl group with 3 to 20 carbon atoms, it may be mentioned, for example, the allyl, metalyl, 3-hexenyl, 4-ocienyl, 6-diecenyl groups, 10-undecenyl and 8-octadeoenyl, but the preferred substituents in this group are the allyl group and the metalyl group. In the cases in which the symbol R1 and / or the symbol R3 represents' alkynyl groups, we can mention as examples the groups priopargil, butin-1-yl, butin-2-yl, penitin-1-yl, bexin-1-yl, by yl ,. ten-il, twelve-il, tetradecin-1-yl and octadGin-1-yl, however, the preferred alohinyl groups are propargyl and methylpropairgil.

In the case where the symbol &amp; i and / or the symbol R3 represents an alkynyl group, it may be mentioned, for example, the groups of the benzyl, beiba-phenylethyl, alpha-methylbenzyl, α-alpha, alpha-dimethylbenzyl, alpha-naphthylmephil and. p-methyl-a'lfa-me.ti'îhenzil. Of these groups the band is preferred.

Another subgroup of substituents R1 and / or R3 consists of alkyl radicals substituted by the formula:

- (CH₂) m — CH — X, S'iu —CH — X₂.II.

Ra Rț in which R₄, X1 and X₂ 'have the meanings above, but R₄ preferably represents a hydrogen atom, and m is preferably equal to egg 1,

When X1 represents a hydroxyl group, it may be mentioned as examples for R-ι and / or R3 the 2-hydroxyethyl, 2-hydroxydpropyl, S-hdroxypropyl groups¹3-hydroxybutyl, 4-hydroxybutyl, 4-hydroxypentyl and 2-hydroxy-2-diethylethyl, 2-hydroxyethyl, 2-hydroxypropyl and 2-hydroxy-2-phenylethyl groups.

When X ·) and / or X₂ represents halogen atoms, as. examples of substituents R1 and / or R3 may be mentioned 2-cJ-oretiI, 2-bromethyl groups,

2- chloropyripropyl, 3-elorpropyl, 2-broTupropyl,

3-hroanpropyl, 3-chloro-butyl, 4-chloro-butyl, 2-chloro-2-phenylethyl, 2-chloroethyl, 2-chloropropyl and 2-chloro-2-phenylethyl groups are preferred.

if X1 and / or X₂ represents cyan groups as substitutes represented by R 1 and / or R 3 cyanide, 1-cyanbutyl, 2-cyano-butyl, 4-cyaniniputyl, 2-cyan-2-f-enilefil, de. preferably 2-cyanethyl group.

to in case X₂ represents a 1,2-epoxy group, R1 and / or R3 represents 2,3-p-oxy-n-propit or 2,3-epoxymethylpripyl.

if Xi represents a group -OR5, -OCOR5, - OCSR5, - -OCONRtRs, --CSNRfiRs when X? and / or X₂ represents a group - COR₅, —COORj, —COSR₅ or - —CONRdRs, and R5 represents an alkyl group, the preferred alkyl group having 1 ... 12 carbon atoms and more 1 or 2-alkali carbon atoms; when it represents a -hahahian group-1, the substituent R5 preferably contains 2 ... 4 carbon atoms; when representing an alkaloid group, R₅ preferably has 6 carbon atoms; If it represents an aryl group, R5 preferably contains 6 or 7 carbon atoms, and when it represents an aralkyl group, R5 preferably contains 7 or 8 carbon atoms. Symbols R5 and R_be, taken together with the nitrogen atom to which they are linked, can form a 5- or 6-membered ring, such as, for example, pyrrolidinyl, imidazoylidinyl, pyruzotidinyl, piperidinyl, pipeirazinyl or morpholind.

As examples of R-ι and / or R3 'substituents in this subgroup, mention may be made of the 2-methoxyethyl, 2-ethoxyX'-lithium, 2-propoxyethyl, 2-biuboxyethyl groups,

2-methoxypropyl, 2-ethoxypropyl, 3-ethoxyp.ro, 2-n-butoxypropyl, 3-n-huboxypropyl,

3-mieiboxib.util, 4-mietOxibutiil, 3-ethoxybufil, 4-eitoxybutyl, 3-buitoxybiuityl, 4-butoxybutyl, 4-methoxybutyl, 4-ovo-xipentyl, 4-nububoxypeaethyl, 2-methoxy-2-phenyl_r 2-ethoxy-2-, phenylethyl, 2-άοειΙοκΐιθίϋ, · 0-n-propdionoxyethyl, 2-benzoyloxyethyl, 2-acetoxypyropyl, 2 -n-propionoxypiproipyl, '4-alethoxybutyl,

4- n-, prOipiionoxibutyl, 4-acetoxypenti'l, 4-n-propdonoxdpenitiQ, 2-ienyl-2-aiC! © hoxi.e ± i], 2 -! (Mietithearbamoyloxy) -ethyl, 2-tetylcarbamyl) - useful, 2- (f-hemicobiooyl oxy) -ethyl, · (methylcaramoyl oxy) -propyl, 2- (ethylcarbamoyl-oxy) -propyl, 2-phenyl-2- (teairbaimoil'0xi) -ethyl, 2 "{a^|lilfiooarfoiamoii xxi) -ethyl, 2-phenyl-2 ^ (methyl, carboxyloxy) -ethyl, 2-phenyl-2- {phenylcarbamoyloxyl-ethyl, methylcarbonylmethyl, 2- (mierfd loarb onyl) -ethyl, 2- (ethylcarbonyl} - ethyl, 2- {m, ethyl-ethylbutyl) -propyl and 2- (methylcarbaryl) -2-phenyl. mycothiearbonylmethyl, 2-yl (eitoxycarbonyl) -ethyl, 2- (methoxyaryl-onyl) -propyl, - (niiebox ic arh o nil) -2-phenitethyl, 2- '(ethylthio-ethyl, rbiOinyl) -ethyl, 2-t 'methylcarbaryl) -propyl and 2- (methylphioicarbonyls.)) - 2-phenylethyl, carbamoylmethyl, 2-icaribamoylethyl, 2-methylethylirbamoyl, 2-ethyl, rbamoylethyl, dimethic-aramamoylmiefiyl, 2-diethyl, ca rbamoyl, carbamoyl , 2- (thiocarbamoyl) -ethyl, 2-methylthiocarbyl 3-yl-yl, il, dimethyl-yl-yl-yl-carbyl-2-ylmethyl, 2- (phenyl-3-yl-3-yl) ethyl.

When n is equal to 1, and R 1 and / or R 3 represents an acyl group - COR 7, wherein R 7 represents a non-substituted or substituted aiWatic residue with

1 to 20 carbon atoms, this R7 symbol may represent one of the metal, ethyl, propyl, butyl, hexyl, n-octyl, 2-ethithexyl, n-deci, n-unidecyl, n-itridecyl, n-tetnadecyl groups , n-hexadaci'l, n-heptaideeil, eicoisd'l, chlorohydride, clarhexyl, methylthioethyl, ethylthioethyl, octylphioethyl sassu dadad-iltioethyl; alkenyl groups represent the symbol R 7 and 2 ... 20 carbon atoms, preferably 2 ... 6 carbon atoms, such as, for example, vinyl, allyl, methyl, isobutenid and hexenyl groups_: the groups, alkynyl at least represent R 7 or 2 ... 20 carbon atoms, preferably 2, 6 carbon atoms, oum would be for example the propargyl group; the residues cdclpalifatiioe representing the symbol R7 have 5. "12 carbon atoms, and in addition 6 carbon atoms, the cure would be the cyclopentyl group or the cytohexyl group; the ar, aliphatic residues on which R7 represents the symbol have 7 ... 14 carbon atoms, preferably 7 ... 9 carbon atoms, oum, for example, the benzyl group, beta-phenphetyl, diphenylmethyl, or news_; . when representing unsubstituted aromatic residues, the symbol R7 has 6 ... 14. carbon atoms and preferably 6 ... 10 carbon atoms, such as phenyl san naphthyl group; When represented by a substituted aromatic residue, the symbol R7 is substituted by an alkyl group of 1 to 4 carbon atoms, such as for example the tolyl group or the p-tert-butylphenyl group; the R7 heterocyclic radicals may be represented by the residues of f-uranium without thiophene. as compounds in which R1 and / ®aiu R₃ does not show acyl unsaturated groups, those compounds are preferred only - one of these e-sifes&gt; 0 unsaturated acyl group.

As examples of acyl groups, if represented by R-ι and / or R3, the groups may be mentioned as formyl, acyl, propionyl, n-bufiryl, hexamoyl, heptunoyl, oethanoyl, 2-ethylhexauodl, 2,2,4- trim.ethylpentanodl, n-decanoil, n-dodeoanoyl, n-tebradeoanoyl, n-hexadeoanyl, n-octadeoangil, n-eioosodl, aioriloil, lalfa-methacryloyl, lorotonOii, undieaam-16-oil, outadeoan-O-ioil, beta- motiitwopropitoinyl, mithylthioacetyl, beta-o, otylthiopropionyl, beiba-dodecylthiopropionyl, cyclopentane, Riidiohexanoil, benzoyl, alpha-naphthoyl, beta-naphthyl, cyclopropylethylacetyl, cyclohexyl alethyl, phenylacetyl, blessed-femphipropionyl, ddpheniacetyl, befa-yenyl-acryloyl, o-tolyoyl, m-tolueneyl, p-toluoyl, p-toluoyl, p-toluoyl, p-toluoyl m-methoxybenzoyl, p-methoxybenzoyl, o-elorbenzoyl, m-chlorobenzoyl, p-chlorobenzoyl, 2-furoyl and 2-picolinoyl.

¹²

When the symbol n is equal to 1, R_ţ and / or R3 may represent an olamamoyl group or a thiocarbamoyl group or formula:

R

X3 does X3 represent an oxygen or suite atom, R_of represents a hydrogen atom or a group. Alkyl egg 1 ... 4 carbon tattoos, and R &lt;&gt; represents uh a hydrogen atom, .0 alkyl group egg

1 ... 20 carbon atoms, .alkohenyl eggs 3 ... 2 &lt;) carbon atoms, cycloalkyl eggs 5 ... 12 carbon atoms, aryl unsubstituted or substituted for example with alkyl radicals or egg atoms. haloigeai, this aryl group having 6, 12 carbon atoms, preferably 6, 10 carbon atoms. Examples of such substituents may be mentioned radicals: oarbamoyl, N-methylarbanuoyl, N-ethitoarbamoyl, N.-n-propyl oarbamoyl, N-iso-propyl as kidney 1, Nn-buithicarbamoyl, Nn-pentylcarbasn sheep, NHn-palfiIioaribafla, Nn-diecylarfoamoyl, Nn-dodecylcarbamoyl, Nn-oetadeeylcarbamoyl, Nn-eicosilcarbamoyl], N-alicarbamoyl, N-metalylcarbamoyl, N-unidecenylc, arbamoyl, N-cyclopentyl carbamoyl, N-cyclob. xylcarbamoyl, N-methylcyclohexylcarbamoyl, N-cycndioidecylarbam-oil, N- (1-p erhyde n&gt; naiftil) -carbamoyl, N- ^ i-periiiidnonai &amp; tyl) -arbamoyl, N-adamantylarbamoyl, N-cliopentamethylbenzylaramoyl, N-cyclopentamoyl, moil, N-staining-phenylethyl-carbamoyl, N- (1-naphthylethyl) -chanhamoyl, N- (2-naphthylmethyls^:l) oarbamoyl, N-fendlicarhamiOii, N- (o-tolyl) toarbaniioil, N - (m-tolii) -carbaim-oiil, N- {poohl) - oapbiamioii, N -. (2,4-xyl and 1) - eairbamoyl, Ni (2,6-xyllyl) -orobiamiodes, N-tialif-a-naphthyl) oarbaimoil, N -, {bPta-naphthyl) - cationbamoyl, N, N-dimefiloarb amoyl, Nm ethyl-N-ethyl carb a: moil, NN-dieti-loarhamoiii, Ν, Ν-diisopropyloairbamoyl, NN-di-n-propylcar'băm.oij, N, N-di-n-butilioaf^,bamOil_I ? N, N-dl-isobutylcarbamoyl, as well as the thiocarbarnoil radicals.

Then, Ra can represent an alkyl group, this ponto being methyl, ethyl, np.ropyl, isopropyl, n-butyl, isobutyl, tert-butyl, preferably methyl; As alkenyl group, R 2 represents for example allyl, metalyl, 3-hexenyl, 4-octenyl,

6-deene, 1-O-fundanes or 8-octadecanes and preferably allyl or metalyl; As the rifchinil radio, R 2 may represent, for example, 0 proparqyl group, buitin-1-ί, Ι, buitin-2-yl, penitin-1-yl, hexin-1-yl, ooti-n-1-yl, ten- il, dodeoin-l-dd, totradeicin-i] i and cictad'ecin-il and preferably propairgil; as cycloalkyl group, R? represents, for example, cyclopentyl, cyclohexyl-1, c-cyclooc C 2513, cyclohexycdecyl; as a radical aryl, R₂ represents, for example, phenyl, p-tolyl, tert-butylphenyl groups, mufti; in the qualities of aralkyl radical, R₂ represents, for example, the groups benzyl, alpha-methylbenzyl, alpha, α-α-dimethylbenzyl.

in case of. which the symbol is not equal to 11 R3 may have the same designations as R-ι. In the peanut when it represents an alkyl group, R 3 has 3 ... 18 carbon atoms, in the qualities of τ-adioal .ari, R 3 represents for example an aromatic residue with 6 ... 20 'carbon atoms and preferably a group. arias with 6 ... 12-carbon atoms. As a cycloalkyl radical, R 3 represents the oyclopentyl, cyclohexyl, cyclo-octyl or ca-c-lododecyl groups.

When the symbol n is -equal-with 2, R 3 represents for example an alkyl-en group with 1 ... 20 carbon atoms and preferably with 2 ... 6 carbon atoms, such as methylene groups, el- ilene, trimethylene, tetnamethylene or hexamethylene. As an allyl radical, R3 -includes' preferably -3., 20 -carbon atoms and especially 3 or 4 carbon atoms and may represent for example group 1, 3-propene-2rene, have M-butene ^ -ene. As the residues -alkynylene, R3 preferably contains 3 ... 20 carbon atoms and especially 4-carbon atoms and represents, for example, 1,4-bufdn-2-i-Iien, When. represents a cycloalkyl-den residue, R 3 preferably contains 7 or 8 carbon atoms, such as, for example, the cyclohexyldi-methylene group. In the case of bars representing an aryl group, R 3 preferably contains 6 ... 12 carbon atoms, for example 1,3-phenyl-en or 4,4'-diphenylene. As an aralkyl-en group, R3-may be represented, for example, by the alpha-alpha-p-Jdlyl-en group. As diacyl radicals, R 3 represents diacyl residues derived from αΐΐ-fati-c, -aromatic or h-ethylacyclic diarboxylic acid. As aromatic dicarboxylic acids - acids may be mentioned - with 2 ... 20 -carbon atoms, preferably - al-candiuia-rboxylic acids egg 6 ... 10 carbon atoms, such as, for example, malionic acid, succinate, glutary, a-dipic, pime-lic, suberi-c, -a-oelad-c, seb-aci-c, 1,12-doideicanidiiio-te. , l, 18-oetaideoandi-oic, 1,20-do-cosandioic and N-methyliminodiaceti-c. As examples of aromatic diacyl residues, the radicals provided with - c-phthalic acid, iso-ophthalic acid and terephthalic acid-c may be mentioned, selected residues - possibly substituted in the ring - with halogen atoms. , -with a -al-c-hil-or alkoxy group of 1 ... 20 carbon atoms, with a hydroxy group or with a tertiary amino group.

as hetic dicarboxylic acids_TRociclics may be mentioned-2,5-thio-14-fendi-oarboxylic acid or-2,5-fuirandioarb-oxdlic acid. As na-di-horse di-carbamodl -aliphatic &amp; have arom-ati-c, Rs may represent -the bivalent alchildicarfoamoyl res, -they would be for example the butane-1,4-di-rbamoyl group or hex. -an-l, 6-dicarbamoil; as r-es-t bivalent arildj-oarbam-oil, R₃ represents the bivalent group fieniyl-1,4-idyl-Oairb-aimoyl, as a dithio-carbam-oil-aliphatic or aromycin-c moiety, R3 represents a bivalent r-es-t -alchildithio-carfoamoyl such as for example, butane butane-dithiocarbamoyl or hexane, 6-dithioarbamoyl; In the bivalent arylthiite-ocarb-amoyl residue, R3 represents phenyl-1,4-diithiocarb-moyl.

A-tunic - when the -n symbol equals

3, R 3 represents a triaxial r-axis from an aliphatic tri-carboxylic acid, such as nitrilotriacic acid, tricarb-allylic acid, or a triacyl residue from an aromatic tri-carboxylic acid, such as benzentricorboxylic acid, or a triacyl residue from an inorganic acid, such as, for example, orthophosphorus-bone, -orthophosphorus-c or ont-abortion acid, or a tertiary-residue from oxyacids - about. benzene-1,3 acid,

S-tris-fondc.

When the symbol is not equal to

4, R 3 represents, for example, a tetra-acyl group pre-formed from an acid. tetracarboxyl-c-acyl, ethylenediaminofetracarboxylic acid, 1,2,4,5-benzentetracarboxylic acid or o-silicic acid.

Symbol R3 - preferably represents a group, acyl, soft blind !. N-substituted, alkylene, optionally substituted or an aralkyl group. The symbol R1 preferably represents an alkyl, -alkenyl, substituted alkyl group of -example hydroxyalkyl-1, allylcarbonyl-oxy or aryl-alkyl, as -compounds of general formula I wherein n is' 1, if - I can mention the substances:

- 4-me-toxi'l, 2,2,6,6-pen, tnmstilpiperidine, - - 4-n-butoxy-1, 2,2,6, S-pentamets-Ipiperidin-a;

- t-n-dodecyl-oxy-1,2,6,6,6-pentamethylpiperidine; , - 4-r-ooladpyl oxy-1,2,2,6, 6-pentanethylpiperidine;

- 4 - (2 '- cy-anethoxy) -1,2,2,6,6-pentamethylpiperidine;

— 4-(2^,-hydroxyethoxy) -! , 2,2,6, 6-pentamethylpip-eiridine;

- ffi-propyl-4-methoxy-2,2,6,6-tetra-methyl-lipid-redine;

-N-propyl-4-n-dod-eicyloxy-2,2,6,6-tetramethylpiperidine;

- 1-η-ΡΓΌ₁ρϋ-4-ιι-0ισΐ3) (1ΐθα1 · οχ1-2_Γ2,6,6-tetarametilpiperiiddiia;

--- 1 -3 © σ-Οη1ί1-4-αι-ίΐΌΐί1 '&amp; εί1οχΐ-2_ι2,6,6-ΐ6kemet-il'piperidina;

- 1 -η-ιοε1ί1-4-ιη © Φοχΐ-2_Γ2,6,6-1ιθΐΓαΰΐ © ΐϊ1piperidioia;

, - 1-di-Oidecyl-4-yl-dodiecylO'Xi-2,2, -6,6-tramethylpiperidine;

- 1-n-0'Gted &amp; cil-4-methoxy-2,2,6,6-tetramethylpiperidine;

- 1 -η- οαΙθιά (© ώ1-4-.η-οιεΛ.3ιεΙ &amp; εΐΐΌχϊ-2_ι2,6,

6-letramethylpiperidine ·, - 1-yl-eicosU-4-in-ethoxy-2,2,6,6-tetriamethylpiperidyl;

• - 1-ι3ΐ11-4-ηΐ '© ίιθχΐ-2,2,6,6-1θΐΓ3ΐηκ1ΐ · 1ρΐperidine;

- allyl-4-allyloxy-2,2,6,6-tetramethylpiperidime;

- Η1 '-where c-10' - enyl) -4-n-butoxy-2,2-6,6-tetramethylpiperldine;

- (r-und «ic-10'-eyl) -4- {r-undec-lO'-enyloxy) -2_I2,6,6-tetramethylpiperidine;

- 1-Oileyl-4-imyoboxyl-2,6,6, - 'tetra'in &amp; tilp'ipeididine;

- 1-ο1 &amp; ί1-4-οΐΘΪ1οχΐ-2,2,6,6-.1θ1η &amp; ϊηε1ΐ1ρΐperidine;

- proparqyl-4-ethoxy-2,2,6,6-tetramethylpiperidine;

- propar (pl-4-prop.argyloxy-2,2,6,6-tetrametUpiperidisna;

- 1-benzyl-4-n-O decyloxyl and - 2,2,6,6-tetraethylpiperidyl;

- 1-benzemyl-4-allyl oxy-2,2,6,6, -tetr ame.t rlpipieridine;

- _ l-bands: l-4-propyl TgilPXi-2,2,6₁6-fetraimietilpiiiperidinia;

- 1-ben2yl-4-bemi'loxy-2,2,6_r6-telThamethylpiperidine, · - 1 - (2'-bidnoxythiyl) -4-meethoxy-2, 2,6,6-tetrahydroxypipeTidiin.a;

- 1 - (2'-hydroxdpropit) -4-allyloxy-2,2,6,6-tetoamethylpiperidite;

- 1 - (2'-hjd'roxieitil) -4, -pr.opa.rgțloxi-2-2,6,6-tetpaMiertilpte &amp; îidin! &amp;;

- 1 - (2'-hydroxypropyl} -4-benzyloxy-2,2,6,64θΐΓ · 3πι &amp; ίΠ · ρίρβ ™ ΐϊηΒ _; - 1- (2 '. -Hydroxyethyl) -4- (2'-hydroxyethoxy) -2,2,6,6-tetrahydroxypyridine;

- 1 (2'-hydroxypropyl) -4- (2'-hydroxyOpipoP'OXi) -2i, 2.6_r6-itetram.eitilpdpieridine;

- 1 - (2 '-hydroxy -2' -f-emulsyl) -4-m -butoxy -2,2,6,6-tetmamet Hepipieriidima._; - 1 - {2 '-h id ro xi -2' -femileital) -4- (2 '-hydrόχι -2'- Enilieit'oxa) -2.2,6_it6-tet-raim'e4ilpipe! Riddouai; (- 1 - [2 '-cetoretyl) -4-n-dodecyl oxy -2,2,6,6-tetramethylpip &amp; ridine;

- 1 - (2 '-chlorpropyl) -4-.benzyloxy -2,2,6,6Lei, raniifrtiilpi.iperid.j, na;

- 1 - (2'-bnomethyl) -4- (2'-bromeitoxy) -2,2, -6,6- telriaimatilpdiperidine;

- 1 - (2 '- clo r - 2' -phenyl I) -4-n-oct yloxy -2,2,6,6-itietramethylpiipeyridine;

- 1 - {2'-ciainetid) -4-i&gt; em'0xi-2,2,6,6-tetramethylpipierddna;

- 1 - (2 '-. Oiianethyl) -4-benzoyloxy-2,2,6,6-tefcramietiipiperidine;

- 1 - (2'-anedzyl) -4- (2 '-cyyaniteOxy) -2,2,6, -6-tetrameifcilpiip © ridine!, - - 1 - (2'-ciainpropdl) -4-methoxy -2,2,6,6, -4etramietiîpiipeiridina;

- 1 - (2 ', 3' -epoxipnopyl) -4-in-butoxy-2,2, -6,6-fetriam.ethylpiiperidimal;

• - 1- (2 ', 3'-epoxypopyl) -4-beoi2iioxi-2,2, -6,6-tetranntâtdJpipeniidiria, ·.

- the (2^,3'-epoXipriopil) -4- (2 '_itEpoxipropoxij-2,2,6,6-3'-tert-ajneiilpiţperiidi.n'a;

- 1 - (2'-mje (thioxyethi'l) -4-efcoxy-2,2,6,6-te • Half my lip and peridiine lip;

- 1 - (2 '-anephojoethyl) -4- (2' -methoxyethoxy) -2,2,6_r6-'Letr, a &lt;ineiilpÎ, piperidine;

- 1 - (2'-ethoxap'rOpiJ) -4- &amp; 1ΐίρχί-2,2,6,6 · φβtyramotylpipc.ridine;

- 1- (2'-ethoxy-2'-phenylethyl) -4-benzyloxy '-2,2,6,6-yl-ethylpiperidine;

- 1 - £ 2 '-laceyl carbamide) -4-m-bmtoxy-2,2,6,6-tedramethylpiperidine;

- 1 - &lt;2 '-, νείηΖίθά1οχΐι &amp; Ιϊ1) -4- {2^,-1 [&gt; εηζοΐ1οχΐ-eitoxi) -2,2,6,6-tetramieitilpipieridina _{; ;} - 1 - &lt;2 '-propionoxispiTOpil) -4- allyloxy -2, -2,6,6-tetratmeitiilipiperâdinia _; - the [2^,- (meÎilGarbam'Oiloxy) -ethyl] -4-benzyloxife ^ jd ^ -iteÎtnam &amp; td'lpiperidine; _s - 1 - [2 '- (mielhI'oar^:bamoil'Qxi) -ethyl] -4- [2^r-Im &amp; tylarbamyloxy) - .ethoxy-] 2,2,6,6-tetnamethylpiperpiidine; ;

• - 1 - [2 '- (iiemJic, airibamoi] iOXi) -eityl] .- 4- (2'- ciamefcQxi) -2,2,6,6-tetramy4ylpipe; _; - 1 -if2 '- (' eitylthioylobamoyloxy) -.ethyl] -4- [2 '- (edltiooanbiaimioyloxy) -ethoxy] - 2,2,6,6-tetra.

miefâlpâiperidinjâ; . ....

- 1-methyl-4-methoxy-2,4-methoxy-2,2,6, G-'tetr.amatilpiper idima .; .

- r ['(inieitdlciairboiniÎ) -eiti | l] -4-np, otiIoxi-2,2,6., 6-tetnatmie.tilpipe'riditta;

- 1 -methylcarbonylimethylphenylcarbonate-. nilmefcoxi-2,2,6,6-4eirainieitiIpiperidIn j -¹ 1- (2'-methoxybondief) -4- (2'-meloxy aairbomitoxy) -2,2,6,6 -teitaaaneli'ppiper;

—R I - (2'-ηΐθ1οχΐο &amp; Γ6οιη) ί1οίιί · 1) -4-θΙ · οχά-2,2:, 6, e-tetraanetylpipeTiidinia _; - l-f2 '- (; ethoxycarbomad) -eitylJ-4- (2'-hida-ioxyheitoxd) -2,2,6,6- (tetriam.e-thiopyriidine;

- 1'-2 '- (thioethoxycarbonyl) -ethyl] -4-methoxy -2,2,6,6-iteliram'eitdpi: pBridi (ni;

• - 1 -, Qarbamcilmie, til-4-beiisyloxyl-2,2,6,6-ieramramethylpiperidine ^;

- 1 - (2Guarbiam jiletil) -4 ~ dodie'CÎIoxi-2, 2,6,6-tetu &amp; rnetiiipiper idima _; - the (2 '- (niet.ilcarb_!AIM oiil) -et'i'l] -4- (2-m₁ethylc arbamethoethoxy) - 2,2,6,6 -1 elam ethylpiperidine;

- I2 '-' (diethylc'arbamoyl) -eityl] -4-methoxy-2,2,6,6-fetiramethylpipeirddiinia;

- 1 -! Tioioairbiamoilim) e^|tdl-4-adyloxy-2,2,6, 6-tetraethylpipeyridine;

- 1 - {dflanefcilÎiO'carbiaaiioil) -m © til-4-ben-. ziloxi-2_I2_r6,6- (t) etra! M^,e^Qti'lpip^and6ridăJ [take;

· - 1-Acyl-4-benzyl oxy-2,2,6,6-tetnametUipiiperidim;

- the! Uiroil-4- (2 '-' hydroxyethoxy) -2_t2_r6_r6- 5 -jtețraaneitilpipeO'diîiia .;

- the staarOiil-4-miatioxi-2,2,6,6-^andtetraaiietiiipiperidiine;

- benzo^andyl-4-tN-bfU'tox (i-2_I2,6_it6dstramelilpiperdjdiaîia; ¹⁰ - 1 - :(. '. ΗΓ0! ΕιΐτΏίθί.1-4-Γΐ-ο.ο1ηάι6α1οχ^;ι-2_Ι2₁6, “('j-teitinamalilpd work ;.

r— · l-mietiiJicair'biaanioil-4&gt; vendidIoxi-2,2,6,6. -teitriaimiafâlpjperidÎ'na;

- the fieuiiliaaipbamjoil-4- (2'-liidrox'ie-toxi) - '15 -2,2,6,6 «te^|tramieitiilpâfp_!Ethics (rua;

—- IrtoiiiiMÎioicarbaimiOd.L-Adicyclohexyloxy) -2,2, b, 6-tetoamethylpiperi'diin.

- 1-dihydroethyl aryl nioyl-4rin-stoxi-2,2,6,6-tetoairaetylphpiiBeaâdiaia; ²⁰ - l-im (estii'tâ) ocaiiibaim.'Oiil-4-in ^ OiatilO'Xi-i2₁2,6,6-tetnamue (tîlpdpienidiaiia;

- Phenylthiocarbamoyl-4-methoxy-2,2,6,6-tetramylethylpiperiidiitia; .

- foinmiab of 1,2,2,6,6-penitaimeitiilipi- ²⁵ peri.dii.ni, the (4);

- aletaibul of 1,2,2,6,6-ipemtame'tllpiperidiîi- {4);

- .izoibuibiirati of 1,2,2,6,6-ipenitamethylpiperidityl (4); 30 - in-OiCtiaooat of 1,2,2,6, .6-pen.bamethyl-dini- peppers (4);

- 1,2,2,6,6-pentamethylpiperidinyl pivalatoyl44); 35; —feariatnrl of l, 2.2_it6,6-pentose^andeti'lpipe, ridiindil- (4);

—- 1,2,2,6,6-pentaimethylpiperidine-JI (4);

- 2'- © itilih! Exan! Oiabul of 1,2,2,6,6-pen- ⁴⁰

1βηΐ! 6ιΙα1 (ρ1ρΐθ (ηΐιΛΐίηί · ί- (4); · '- 1,2,2,6,6-pientametiylpiperidylinyl (4);

- 1,2,2,6,6-penile methylpiperiidinyl- (4) oil _:⁴⁵ Eic'loh'exiainjoar.boxâ'latujl of 1,2,2,6; 6-pen.taineililpiperidin 11- (4);

- Goodbye_:apiban-1-carbioxylate of 1,2,2,6_I6-pentame'tilpi^andperidinyl i (4) ₅₀ - 1,2,2,6,6-penitasmethylpiperidine) henzoaib (4);

- -p-rtnlni &amp; bul 1,2,2,6,6-pentiaimeitiâpiperiidiniâ- (4);

- p-iterț-b.utîlbenzoate of .1,2,2,6,6- -55

-pentomi0ti! lipi: perddin.i'l- (4);

, - 1,2,2,6,6-pentamethylpipe O 2 p -methoxytenzoate, (4);

- io- -sau ip-clonbienzoaitjul 1,2,2,6,6-penitiamietiil) pipeiri) di^andnÎl- [4); ⁶⁰ - 1,2,2,6,6-pentamethylipiperidinyl- (4) α-α-aafitoabul;

- 1,2,2,6,6-pennetamethyl phenylacetate. * piperidinyl- (4);⁰⁵ - The 1,2,2,6,6-penylenes Oip ÎperidiniJl- (4) Γ-aiaftilacetab;

- 1,2,2,6, e-pembametllpiperidinyl- (4) iciniaraate;

- 1,2,2,6,6-pentamethylpiipeiiidnyl- (4) diphenyl-oemoyl (4);

1,2,2,6,6-pentaimethyl 3-pisr'i'diml- (4) 1,2,2,6,6-pentamethothiperidinyl-1,2,2,6,6-pentaimethylacetate-n-dodecylthioacetate {4) _; - dimethylthiiniylsulfur of 1,2,2,6, G-pentanite and iylpiperiidiinyl- (4);

- thioelate of Ι-η-ρηορϋ-ί ^, β, β-ΐ &amp; ίΓηmethylipipeiridylinyl- (4);

- 1-n-propyl octaauate - ^, 6,6-betraimetimethylpiperiperinidyl (4);

- star rabbis from i-tn “pr.opil-2₁2,6,6-4e.tra&gt; · meitilpiiperidinyl 'H), · - bead-barley, 1,2,2,6,6-tebramethylipiperidinyl-U);

- n-dodeicitl-2,2,6,6-teitrametiipiperidine N- (4) n-oobanoiab (4);

- p-.clorbenzoabu.l of ln-&gt; of Oidecil-2,2,6.6- tietnairoetllpiiipe! Ni] diniil-i {4);

- 'benzpabid of no ctadecyl-2,2,6,6betr.aanietiipiiperidin.il-H);

- n-O-allyl-2,2,6,6-b &amp; bramethylipipeiridini'- (4);

- ie: exian; car; box.iliafcu, 1-allyl-2,2.6.6- teftraraethylpiperiiddinyl-4), - --1-allyl-2,2,6,6-, tetramethylpiperidinyl tetramethyl -i ^), · - alicetartium of alpha-myelia'lil ^^ ee-iteÎriattiatilpiipeiridinil- (4) ·;

, - 'Cd, c, liobexamqaT! Bpxi: latuil de l-oleyl-2,2.6.6- tpbraanetilpiperidiinil - (4); p-rnetoxibmzoalu.l del-proparg.il-2,2,6,6-4e trameitiilpipier idin {4)._; - n-oebanioatol from benzyl-2,2,6,6-tetrames: li&gt; ipicridinyl- (4);

- 2'-eilj, l.bex.iuioabul ide l-benzyl-2,2,6,6-fefojameUlpiperidinyl- {4);

- 1-benzyl-2,2,6,6-tetramethylipiperidSnyl- {4) histearatuil;

- Benzoylthio-2,2,6,6-tetrameliylpi (peridinyl-1,4) benzoyl;

- (2'-h^itidriOxietii) -2,2,6,6-b (. 'jLraniu.'. tiipiperi: diiniil - '(4) _; - 'the pupil of the' (2^,-îihydroxy'eLil) -2,2,6,6Hbetr.am! eRiIpipieTiriiiriil-t (4 ·);

sibear, 1 - (2'-hydroxyethyl) -2,2,6.6- (tetrahymeititlpitpeiridinyl - '(4) atole;

- 1- (2'-hydroxyethyl) -2,2,6,6-, tetramethyl ether | benzoate (hniid- {4) benzoates _; - I - (2'-hidTOXIprap.il) -2,2,6.6- ibetoanuetiipiiipeiridiniyl- (4), - - ifienyl acetate of (1)^,-hidnoxi-2^,-feΐηϊ'ΐιθίίΐ) -2,2,6,6-ibetramje! tiilipi.psrild5n.il - '(4);

- Lithium (2'-chlorertyl) -2,2,6,6,6-yl-ylotanoate (4 '};

.— 1 ~ (2'-br.anylpropyl) -2,2,6,6 -bipod moieties, cyclohexiancairboxiliabul 44;

- (2'-chloro-2'-femUietyl) -2,2,6,6- telriaimieti ^ ipieridiinil44 |) - bmz'Oaili] ip-methoxybenzoylate! die the {2 '-ci anprcxpil) -2,2, 6.6- Etnanaitiipipeiriidtea- (4);

- 1- (2 ', 3'-epoxypropyl) -2,2.6.6-tetamethylpiperidide [nil- {4) acetate;

- 2'-e4ylhexanium, (2'-ethoxypreρϊι1) -2_ι2ΐ6,6-4ίθΦΓ.3ΐιηιβιϋ1 · ράρ! Θτ1ίάΙΐιηχ1 "ΐ (4); .

- di (2'-ethoxy-2'-phenylethylethyl) -2,2, -6,6-itetranictylpipeni'id'inyl-4-diphenylacetate;

- (2'-iaoethoxyethyl) -2,2,6,6-tetramiefiApiperidip.il- (4) taurate;

- bepKoatul of i2^,- (imethylcarb.am'0yloxy) -eityl] -2,2,6,6d &amp; tramdtilpipeiriidiiiil - (4);

, - iaobuitir, [2'-ifeiniil'oairbani'Oilοχΐ) -θϋ1] -2,2,6,6-ΐΡΐΓ®3η € ϋ3ίΡΐρ &amp; Γίόϊηΐ1- {4) _; - .pivialatui de li [2 '- {ieitiltioaa^andrbiamoi; loxi) -etiill -2,2,6,6-tetraimieiU] ipÎip © riidBBiil- (4);

- phenylalethyl ether of lm-ethylcarbojiilmeϋ1-2,2,6_ι6-ΐ'θΐΐΓι3ΐιΐ'θϋί1ρ1ρθΓΪ6ΐΓώ1- (4);

- the incentive of. the [2 '- (methijcarb &amp; nil) -θΙΪ (Ι} -2,2,6,6- · Ι; αΐ! ηΗ · | · ι.!. 6ί, ϋρίιρθΓί &lt;ϋηϋ- (4);

- .p-mietoxlbenaoiaitnil of ethoxycarbcmilmet ii - 2,2,6,6-tabriami &amp; tilpipeir idinâl - (4)_: - p-toluene used of 1-f2 '- (meitoxycarbonyl) -ethyl] -2,2,6,6-tetr amethylpiperidiinyl - (4);

• - ip-onetoxibenajoaibuJ of the fold-methyl-2,2,6,6-tetr, ametiâpipeirMinifi'l-t4) _; - stearate. from the (2tacarbiam «ile.ti'l) -2,2.6.6- iteia-ia! mie'tilip.ipieTidi.n, the {4);

—The [2to (meylcarbamoyl) oatanoeite -. &amp; Ti.l] -2,2,6,6-tetrianijethylpipeiriidiiniQ- (4) _; - the isobutyrate of di-ethylthiocarbyl, ΐΙ) -methyl-2,2,6,6- tetramethylpiipieiridini'l- (4);

- 'ethyl acetate-2,2,6,6-tyridamidepiiperidinyl- (4);

- 2'-ethylbexanoatn-1-alethyl-2,2,6,6-tetr ametllpipepidiniyl - (4);

- the acetate-2,2,6,6-tetramethyl] piperidyl nile- (4) stearate;

- n-octanoiatnl of iso-buitir.il-2,2,6,6-tetr.amtailpi &lt;p © ridinil- (4), · - eicoisanoate of l-ktiuroiI-2,2,6,6-teframeitiJpipeiridÎnil -id);

- 1-stanoyl acetate-2,2,6,6-tetramethylpiperidyl (4);

• - Benzoylation of 1-benzoib2,2,6,6-tetrameitillrpiipcridiinyl- {4);

- 1 '-naphthylacetate of l-carbaimidyl-2,2.6.6-. TetraniertylpIpeiridineâr (4)_; - n-Ocitaimoatui of methylearbamoyl-2,2,6,6-1 © trametillpiper idinil - (4);

- 1-phenylcarbamoyl-2,2,6 phenylnceite_r6-tephramethylipipi.eridinyl- (4);

-— lauraiiui of l-dimeititorbam-o.il-2,2,6.6- teÎrametTlpi.peiriidinil- (4) _; - β-tert -butyl benzoate of phenylthiocarbamoyl-2,2,6,6-tetramethylpiperidium-4 (4), -4-oa-rbiaimo: i'loxy-1,2,2,6,6- ipuntametilpiperidliina;

- 4-methylcarbamoyloxy-1,2,6,6,6-pentamethylpiperidine;

- 4-dimethylacarbainoyloxy-1,2,2,6,6-pentamertylpipieir'iid, · - i-iEopnopi'lcarbiaimioitoxii-1,2,2,6,6-pen.tamethylipipeTj.dina _; - tert-butylarbamoyloxy-1,2,2,6,6-pentamethylpiperidine ·, - 4-o-hexylcarbamyloxy-1,2,2,6,6-pemt'ame'tilpiperidiine;

- 4- {2taeilădihexiiaarb.am-oiioxi) -l., 2,2,6, O-pentanieUlpiperidiiiiia;

- 4 "U-djQdieiGilioarbainioiiloxi-.l, 2,2,6,6-penitamjetdpipeiridin.a;

- 4-η-αο1 &amp; άθα4ϋ3Γ63Μθΐ1θ'ΧΪ-1 | 2,2,6,6-pentamieitiipipeiridiina;

- 4-ialillioaaibaiiaoilO.xi-1,2,2,6,6-penta'mat and ljpipe.rid.Îina;

- 4-ofeitoairtoamoitoxi-l, 2,2,6,6 ^ en.hamelilpiperidine;

- 4-oicloibexiicairibiaittiiail.oîd-1,2,2,6,6-pemifcaiinetiiipipeiri'din.a;

- 4- (3'-methylAcoliothexylcarbemoyloxy) -1,2,2,6,6-peniamethylpipie.redinja;

— 4-{4^,-iteT.t-'b (liitle] icicliobexilioairbamoiiloxi) -l, 2,2,6,6, pentamethylpiperidine _; - 4-here'ol'0ihjexiiliniieitiiciairb_ramx) il.oxb 1,2,2.6.6- pieaiitaiin, etiilipitperidijnia;

- 4-benzylcarbamoyl^andoxy-l, 2,6,6-penjbametilpiperâdinia;

- 4-phenylcarbylaOiOxH, 2,2-, 6,6-p.entamethylpiperixidn;

- 4-phenyl! Typical tyrosine-1,2,6,6-pentamethyl Hepipe Tidium;

, 4-m-italylearbam, ethoxy-1,2,2,6,6-penitamethylpiperiidiinia ';

-. 4-iP-iol'0 (rfeniloaiîib'aimioil; oxy-2_it2^and,6_it6-pen'Lanxstfl,.], Piperidine;

- 4-p-tert-bnfilphenylarb, ammonium oxy-1,2,2,6, 6-pentamethylpiperidifn.

- 4-ialif.amaftiioarb.amioyloxy-1, 2,2,6,6-.penitamieitilpipdrDirifa;

- 4-cialQhexiylicarbamyloxy - i-ethyl-2,2, 6,6-tetramine), lipi.p: eridine;

- 4-put^:lcar.b, am'tjyloxy-ln-pro.pil-2,2,6.6- tetr ameitiidipip.erjidiiiija;

- 4 -initiation of «bam &lt;Ml'Oxi -4 - sec-, butyl-2,2, 6,6- teteameii'lpiipeirîdinia;

- 4-n-OctadieciI, 0arbamoyl-oxy-1-n-biutyl-2,2,6,6-teftTiametiylpipeir.idi.na;

- 4- (mi &amp; tilc.arbaimoiloxi-l -n-&gt; octil-2,2,6₍6 tetpametiJpipeiridi &lt;na;

- 4-tier^|oattlbaimioi! lO'Xi-lno | otaidec3, l-2,2,6,6-tetr ametiJpip eridine;

- 4-femlearb.aanioia'QXÎ-1 -, allyl-2,2,6,6-te tranrelilpiperidine / - 4-p-toliicarb aanodloxy - 1-oleyl - 2,2,6,6-tetrahydroxypyridine;

- 4- ine tilcarb a nn) il οχ ί -1 -propargi 1 -2, 2.6.6- 't &amp; tr.aanebilpipie riidina;

- 4-f-hemilcarfoaimoi: Oxy-1-benzine-2,2,6,6-tetramethylpipeiri;

- 4-3η0ϋ1θΒΑη (ΐηιοΐ1οχί-1-ι (2'-Μάτοχΐβ111) -2,2,6,6-tetramethylpiperidine _; '- 4-Cycdiohexylicanbamoyloxy-1- (2'-chlorprepyl) -2,2,6,6-tetir amethylpiperidine _: - 4 -f enicarbiamyloxy -1 - (2 '-bidroxy -2' - phenitethyl) -2,2,6,6-tethamethylpiperidime;

- 4-methyl-C-amyloxy-1, (2 ', 3'-epoxy iprOpyl) -2,2,6,6-tetr.amethylpipeyridine;

4-carbamoyloxy-1- {2 '* methoxyethyl) -2,2,6.6- tetr'ampitylipipeyridine, - 4-'diiaaiieitilicairbiaiim^|OÎl'Oxi-l- {2-^,-.ao &amp; tO * xiietil) -2,2,6,6-itetraimethylpiperidinia;

- 4-n-benzylcarbainiooyloxy -1 2 '- (methyl 0air, baniioii'loxy) -ie4yl-2,2_I6p6- &lt;tetriaim'etîJipiiperidinta.

- 4-mstilea3ibiamOi] axi-l «methic.rboniiimietil ^^ Ge-lietrameitilpiperidin'a;

__- 4-fejiiÎoa'ebamdiloxy-1 ~ {2'-meiilica, rb '&amp; ni le tîâ) -2,2,6,6 - tetuame t iip ipe, ridina _; - 4-'benzUoarhampdoxy-1-orbambylmethyl - 2,2,6,6-t elrated ppi idina · - 4-n-dodecyl-carbaimtoiypi-Î - (2'-oarbamo ilti.l) -2,2 , 6,6- tetuameitlpiperidine;

- 4-mj &amp; tiioaTbamoi'loxi-l - (2'-thiocarbamioiiliyl) -2,2,6,6-tetiramietiliplperidine, · - 4-thousands^|licairbamioi4o xi-l-acetyl-2,2,6,6-itehr, asmietilpipe, ri'diinia;

- 4-f boTilcarhaim-oiyloxy -1-sifcaa'roil-2,2,6.6- te'toamethylpTiperiid'iinja;

- 4-me4iiMoouirbam'Oilioxj-l -launoil-2,2,6,6-tetramethylpipeirieiia _; - 4- (2'-ethylhexyl)^andloarbaim, piiioxi) -1 -beaizoii -2,2,6,6-tetnameiIpiiperidana;

- 4-oair, bajmjOi (OX'i-1 -earib amoiil -2,2,6,6-Lelii-Îiiimatiipiri'diiin-a _; - 4-methylicobaltimethyl OXI-l-methylarbam iii -2,2,6,6 -rtertname.tilpipieiriidine;

- 4-phenylcarbine) Oleoxy-1,1-yloyl-carboyl-2,2,6,6-teibnamiettilpiperiddna;

- 4-m&gt; acylthiocyanobamoyl! L.oxy-1-methylthioarbamoyl-2,2_it6,6-tetramethylpiperidine _; • - 4-Phenylhiocarbamoyloxy-1-phenylthiocarboyl 1 -2,2,6,6-tetnamethylpipine redin • - 4-dimeethylciarbam-Olyloxy-1-dimethylarbamoyl-2,2,6_it6-tebpametiJipiperidine ·

4-stearyloxy-1,2,2,4,6,6-be'Xamethylpip &amp; r;

- η-ησΐάηιο, βιίηΊ of 4-ienyl-l, 2,2,6,6-psentamettlpiiperidinyl-H).

In the case in which the symbol n is equal to egg 2, the following substances can be given: l-bis-bis ^ '^' ^ e'-pentumetjM'-pi. petririiloxil-eteinul;

—.1,4-bis-t (1¹ -n-propyl-2 ', 2', 6,6 '-t-etramiertyl-4'-piiperidyloxy) -butelia;

- 1,6-bis -ț 1 '-n- opti eci 1 - 2', 2 ', 6¹, 6 '-4 is triametyl-4'-pyridyl0xy) -hexane;

- 1,4-bis-(r-allyl-2 ', 2', 6 ', 6'-tyramethyl-tert-piperidyloxy) -cyclobexatn.

- 1,4-ibis- (l¹ -piropairqiil-2 '₁2 ', 6', 6 '' -, tietrameitil ^ '- pipeiridrlo'Xii) -but-2a;

- alpha, ialife-b: iis- (1-benzyl-2,2,6,6-tetra-4-4-pipe'-pidyloxy) -p-xylene _; - l ,, 3-ibis- [^andR - (2 '^,-hdidrc&gt; xietd; l) -2 ', 2', 6 '', 6'-tetraaneiti-1-4 '-piperidyloxy-benzene;

- 1,2-ibis -t [Γ - (2 '' - ciiameillil) -2 ', 2', 6 ', 6' -te tname tiil-4¹ -pipyridyloxy] -ethanol;

- 1,4-bis- (1 '- alethyl -2923696¹ -dietnaime tiil-4'-piperijd; i! i'Oxi) -ibu, t-2-ina;

- 4y-ibis- {4 ^it'-! Metitoatnbaimioii)' 2 '^,, 2 ", 6,6-'-tetramethyl-4-urine! RidÎloxi) - diphenylmethane;

- bis-1,3-pentamethite carbonate-piporidinyl carbonate);

- bis-oxalaph, 2,2,6,6-penitiame (tdl-4-pipeTidinill);

- bis- (1,2,2,6,6-pentamethyl-4-pipeir idynyl) myalanate;

- bis- (1,2,2,6, G-pentamethyl-4-pipetridinyl) adipatyl;

- bis (1,2,2,6,6-pentamethyl-4-piperidinyl) sebacate;

—- bis fumianate 1,2,2,6,6-pentame4âl-4-pipe, ridiiniiI);

- b is- (1,2,2,6,6-pentamethyl-4-piperidyl) isoitelartnyl¹) - cyclohexane-r, r-diarboxyliatnl of bi- (1,2_I2,6, Gp.enta! M'f: till-4-piperidii, nil); ' - die bis- (1,2,2,6,6-pentamefil-4-piperidinyl) thiodipropionate;

- methyltrimiesiartiUl d, ebis- (1,2,2,6,6-pentamethyl-4-piperidiinyl);

- adipate of bis- (ln-pnopiyl-2,2,6,6- tebr ametea-4-pipeTidinii);

- succinab ide bis- (1-isec-butyl-2,2,6.6- totnam.ethyl-4-piipeiridiinyl);

- sebaoatuil of bis-phenyl-2,3,6,6-tetnamietyl-4-pipieridinin);

- adipatuil of hi- (ln-dodecyl-2,2,6,6-tetr amethes) -4-piperidinyl);

- bis-fl-, n-oiabadeicyl-2,2,6.6-tetnamethyl-4-piperidinyl isebaoate;

- bis- (1-ylaryl-2,2,6,6-teitrame'tdl-4-piperidinyl) adipate;

-: tic-2 ', bis- (1-yl-2,2,6,6-t0trumethyl-4-pipe (r.dynyl) tert -butylcarboxylate;

.- bis- (Î-oteyl-2,2.6.6-tetr.amethyl-4-pipieridinyl) thiodipyropionate;

- sebaoait bi's- (l-propaTgiil-â, 2,6,6-, tetnaimeti.l-4-pipe! RiidiniJ)^v;

- the biis- (1-benzyl-2,2,6,6-itetram'ethyl-4-ipipeiridindl) sebiacab, -, - aided by bis-f- (2'-hydroxyethyl}} 2,2,6 , 6-t'etr.aim.eti.l-4-piperi) d'iuÎ! L];

- bis-fl 2 - (clopypTopyl) -2,2,6,6-tetranbetyl-4-pip eriidinyl] suokinate;

- bis- [1- (2'-cyanethyl) -2,2,6,6-tetyramethyl-4-yppiperidinyl] sebacate;

- biis- [1- {2 ', 3'-ep0'Xipropfl) -2,2,6,6-tetria acetate: methyl-4-pipeiridinyl];

- bis-pimelate (2'-me4'0Xiethyl) -2,2,6_r6-itietrame'til-4-pipeirîd.iini&gt; l};

- iq.Iuter.atu'l of bis- [1- (2'-aetoxyoxy) 2.2.6.6- tetrameliyl-4-p hyperidini'l];

- bis- [1'-[2'-methylcarbamoyloxy ethyl] -2,2,6,6-tetramethyl-4-piperidine nualonate;

λ?

- bis-fl-imethylcarbonylmethyl terephthalate) -2,2,6,6-tetanylethyl-4-piperidinyl];

- cidoihexaii-r ^ '- dipaxb-oxilaful of bis- (1-, carbamoyl &amp; ftl-2,2,6,6- ibetmaimețil-4-piper idimil);

- thi clip, bis-ί 1 - {methylbaobanOiethyl) reapionate -2,2,6,6- &lt;batraimietÎ! L-4- piperi di, nil I; .

- bisphosphorylate of bis - (l, acatyl-2,2,6,6-tete_itaanetil-4-piper.idiinil);

- ibis-tl-steamoil ^^^, 6-tetramethyl-4-piperidinyl auicciceaiti) _; • - bis- {1-benzoyl-2,2.6.6-tetramethyl-4 -piperidinyl dodecanidioate);

- adipate of tai6- (methylarbiamoyl: l -2.2.6.6- tetr'aimetiihpiperidiiniil);

- isofiaJiaite of bis-Il-phenylcarbanioil-2,2,6,6-'tetiraniietiI-4-, piperiidînÎi) _; —- Etam-ι, 2'-bis- (4-cajrb, a'moiioxi-1,2,2,6 | 6-peniametilpip, eridiinia);

- hiexan-r, 6'-ibiB- (4-cairbanmoilioxy-l, 2,2.6.6- pentaimetiipipeTidine). , · - 2 ', 4', 4 '-ibr imethylhexian-1', 6 '-bis - (4' -.aar b, aimioiioxi-l, 2,2,6,6-pen) baimethylpiperidine);

- cial'ohexain-1'-'-bis-1'-iarobamOlyloxy-1,2,2,6,6-pentainiieit Ilpiperidiina);

—^: benzene-1 ', 4'-bis-t4-icarbaimoiioxi-1,2., 2.6.6-, pe Mammetiilpipeiri (iiinia);

- loliuon-2 ', 4 AbiLS- {4-'oairbamioil, oxy-1,2,2.6.6- pe &lt;nibamethylpiperidine);

- totoen-2¹, 4 '-bis- {4-thio'carbiaimoyloxy-1,2,, 2,6,6-pent amertiylpip eridine) ·, - natf talin- Γ, 5' -bis - (4-c arbiaiimoyloxy-1,2,2 .6.6- pentamethylpiperidine.a) _; -^;] Rnietain-4'-fluoro-4-bj.'S- {4-blind_:sulfamoyl. oxy- 1-, 2,2,6,6-pentaimeti.lpDiperi dinina)_; - toluene-2 ​​', 4'ibis- (4-! Carbamoyloxyl-1-in-propyl ^^ &amp; d-tetr'a'methylpiperidine);

- hjexan-r, 6 \ bi, s- [4-ioarb, aimoiloxi-ln.-6η, 1ί1-2,2,6,6 ^ ΐΩϋΜ'.ιηΘ, ΐί1ρίρ &amp; ΓΪάΐ [η &amp;).

- is-r_and6^,-bis- {4-oarbainioyloxy-1-n-Cotyl-2,2,6,6-tetraimethylpiparidine);

- 2 ', 4', 4 '-trime tilhexand', 6 '-.bis- {4-vcarbamyloxyloxy -1-n-ocbadeejl -2,2,6,6-tetramethyl piperidine.);

- iciiol ohexiam-, 4 ', - bis - (d-cairbamyloxy-1-allyl-2,2,6,6-tyrameiyl, piperidine) _; - 2 ', 4', 4 ', -itrimeti'lheX'an.-r, 6' -bis- (4-carbamoyloxy -1-allyl-2,2,6,6-tetraimethylpiperides. Nia);

• - benzhe- r4'-bis-i (4-carbajm^:oil0xi-1 -prop, axixil-2,2,16,6-, tetraroethylpiperidine);

- toliuen-2 ', 4'-bis-f4-carba [m'oiioxy-lbenzyl-2,2,6,6-tet'rajnietilpiperidin®); .

- 'italnjeu-2,4'^,-bis- [4-iceirbiarnoilex.il - (2 · '-hydroxyethyl) -2,2,6,6-tebr amethylpipeir idin, ai | ;

- ryphenylnethanes-4 ', 4' '- bis- {4-earbamioyloxy-1 - (2' -, cyanides.1) -2,2,6,6 -the hyperamide and diffvaî] ·, · - toluene- 2, 4 '¹ -bis - [4-loinbiatmioiioxy -1 42 '' - aetoxyoxyethyl) -2,2,6,6-te, third tilpiperidinate _; - ethane-r, 2 '-] bis- (4-aaribaiinoyloxy-1-methyl-tb, onylm &amp; tii-2,2,6, -6 ^, toaimethylpiperidium);

- hexane- Γ ', 6' '-bis - | [4 -oairbiaimoi loxi-1 - (2' -methylcarbioBnioiethyl) -2,2,6,6-piperiidinal amide;

- naitalin- r, 5'-bis ^ (4-carbaiin'Oil'Oxi-1 -aeeth-2,2,6,6-tetr.ametiIpipeiridiinia), · - 2 ', 4', 4 '-trianetylbexan-1 ', 6' -bis- (4-oair_-bamoyloxy-1-est®rioil-2,2₁6,6-cbe! Methampiperidine);

- hexane- Γ, 6 '-bis - (4-.carhamioil.oxi-1 _αηθΰ1ιθ3ΐΑβαηιοί1-2,2,6,6-Λ! ΒΐΓάηιβ4ι1ρϊρθΓΐάΐna) and -bis - (l, 2,2,6,6-pentane .ttil-4-piperidinyl ether, in the oasis in which, the xianboli n equals egg 3 the following examples of substances are given:

- tris-nitrilotyriacetaib 1,2,2,6,6-penitaimetiI-4-pipeiridiail);

- tris- (1,2,6,6,6-pentamethyl-d-pipierldinyl) triaairbalillil;

- trimes, tris- (1,2,2,6,6-pentamethyl-4-ipipe (riiddinyl) moiety;

- tris- (1,2,2,6,6-pentamethyl-4-piperine brinelelitnyl), - - tris-f phosphifib 1,2,2,6,6, -pemtamethyl-4-piperidiml);

- itris- (1,2,2,6,6-penitamethyl-4-pip, eiriidiinyl) phosphate;

- the boron of itriis-1,22,6,6-pentamethyl-4-piperidinyl);

- send, tru! of ibris-yl-n-optadeeyl-2,2,6, - tetnaimethyl-4-piporidinyl);

- tris-f 1-allyl-2,2,6,6-tetramethyl-4-piperidiinyl) phosphite, - trie- (1-hypnoipargyl-2,2,6,6-tetratmefyl-4-ip) borate. iiperidinyl);

- tris -methyl-tris-f-1-band-2,2,6,6-tetramethyl-4-piperi'dinit), - - tris-f-1'-hydroxyethyl triimestate -2,2, 6,6-t &amp; t'rametil-4-piperidinyl! dinilt! ;

- tris-Jl- (2'-eiaineitiyl) -2.2 phosphite, «

6.6- tetiraninyl-4-piperidinyl ';

- tris-f l-acetyl-2,2,6,6-ite4ΓάίηοΙί banate^,Ι-44ρίρΘΓΪάίίηΐ1) and - tris-f 1-methioarbamoyl-2,2 trimer_r6,6detTnmeitil-4-piperidiniil), if the symbol n equals egg 4 the following examples are given below:

- tetra-cis-f 1,2,2,6,6-pent ethylenidiaminotelracarboxylate, 1-4-piperidines, 1);

- tetna-cis- (1,2,2,6,6-pyridamethyl-4-, piperidhnyl) pyromelitabu'l;

—- o-silicabyl ide tetra-cis-f 1,2,2,6,6- penitaimethyl-4-piper idyl);

- pinameliitatutl of tetma-, cis-f ln-ootil-2,2,6,6-tebr ametites - 4-piper idin il);

- Tetra-cis- (1-allyl-2,2,6.6-tet-tetimethyl-4-ylp) pyramelitabyl: redins^,l);

- tetra-cis-f-1-propargyl-o-silicabyl-22.6₁6-tetrameiyl-4-pipe, ridiinyl);

- tetra-eis-1,1-henzyl-2,2,6,6-tetranethyl-4-piperidinyl) ethyladiaminine-teitir.

- · o-siHcatul de tertria-iciis - ['1- (2'-hydroxyprppyl) -2,2,6,6-tebrameitiJ -4 -piper idini lj;

- pir.omeHtatud. of ietira-cis-il-steiaroi! l 2,2_r6,6-itetrameryl-4-piperidinyl) and - o-silica of tetra-ms-t-1-phenylarbamoyl-2,2,6,6-itetr (methyl-4-pipi);

From the compounds of general formula I salts can be prepared, for example salts with inorganic acids such as phosphates, orbonates, aulphates and chlorides, as well as salts with organic skin acids. and be achalphalic, styria, maleate, mitral, 'tartar, exhalation,' benzoate and cairbanic acid substitutions salts · as examples of salts we can mention:

- mono-t-phosphate (4-n-, butoxy-1,2,2,6.6- on Piparaieti'Ipipeiridine);

- 4-n-dodecyloxy-1,2,2-6,6-pentamethylpiperiidane hydrochloride;

• - .sacacobOBilyl bisphiathia (1,2,2,6,6-pentamethyl-4-piperylinyl), ·, -,_; bet'a-i (3 ';, di-ieTt-bptyl-4' -hydroxifeuil) -pro.pi &lt;jinaitobiicarb.onait'Uil of 1,2,2,6.6- penfamethyl-4-piperidinite;

- the 4-methyl dimethyl acetateLapapiamoyloxy-l, 2.2.6.6- penibamafiIpiperidiiine_{; ;}

-. spear a / 6-bis-i (4'-carb&gt; aittOyloxy-1 ', 2'; 2 ', 6', 6'-pentamerylpiperidine) hexane. ; - 4-phenylcarbamoyloxy-1,2,2-G, 6-pentoyl amyloxypiperidium benzoate;

n-octanoate of ί1^;2,2,6,6-ρθηΛαπιαΙΐ1-. -4-piperidinyl; - - 3 ', 5' - di-ter.t-b'liti (1,4,2'-hydroxybenzoic acid, 2,2,6,6-penamethyl-4-piperidyr &gt; yl;

- acid oxalate of .l_, 4i-bis- (l ', 2', 2 ', 6'_r6'-penlamethyl-4'-pi.perryloxy) -b'nbă'n;

4- (2'-cyanetoxy) -1,2,2,6,6-ipentaraethylpiperidine imaleatol acid;

- the encryption of d-stearylearbamoyloxy-2,2,6_r6-ppptaaii-e, tiilipiperi &lt;Îină;

- n-actanioatolartriabul (2^r-hidroxfetil) -2₁2,6,6-tefraimetil-4-ipiperîdi'nil ;.

dibutylcarbamate foenzobulin of 1,2.2.6.6- pemtameters-4-pipefidines, l.

The symbol R1 or 'R3 symbol may be' representations of a careful, bivalent or bivalent monov radical obtained by removing 1 to 3 hydroxyl groups of iutr of a sulfoaiic, sulfinic, disnlfciniic acid from an acid. contains phosphorus or isof a boric acid.

Examples of such compounds are n in 1 sense: betizensud {itn.®tral de

1.2.2.6.6- pentamethylpiperidiinyl - (4); 1,2,2,6,6-penfamethylpiperidite-14) benzenesulfoaaf; 1,2,2,6,6-pentaimethylpiperidyl nyl-ii) sulfates; dimerylboxatail of l_r2,2,6,6-penfaînetilipiperidinil- (4) _; 1,2,2,6,6-penfamerylpiperi 26 dinyl- (4) herniphosphonate; 1,2,2,6,6-pentamctilpiperidinyl- {4) dimethylphosphite^:; 1,2,2,6,6-tert-amethylpiperidene- (4) diphenyl phosphates (4).

Compounds in which n is 2 are: bis-fl sulphate, 2,2,6,6-.pent®methyl-4-piperidinyl); bis-fl phosphonate, 2,2,6,6-penlameryl-4-piperid.ini.l); bis-phenylphosphate, 2,2,6,6-penenta.meti] -4-piperjdinyl); bis- (1,2,2,6,6-pentamethyl-4-piperidine and benzene-1,3-disulfinabul).

Also, compounds of this kind where n 3 is: benzene-1, tris-fl-3,5 trisulfonate, 2,2,6,6-penitiamethyl-4piperidinyl) and benzzene-3_tTriis-f 5-trisulfinatol 1,2,2,6_I6-pen, tametil-4-pi.peridinil)

A preferred subgroup of compounds I of general formula I comprises aofe'i 'compounds of formula Ia:

CH₃ CHs' · \ ZH

Y_JȘf / \ Z

-Z ^ O-C-iR ^{fIa) z} II

Cit, CH, o _ ___ 11 | in which Y represents a group of alkyls with

1 .. .20 carbon atoms and preferably 1 ... 4 carbon atoms, an alkenhenyl group. With 3, 20. Carbon atoms or an aralkyl group, which preferably has 7, 9 atoms. .of carbon, and ni has the value 1 or 2, · when nj is equal to 1, R represents a hydrogen atom, a monovalent aliphatic residue with.

1 .. .20 carbon atoms, a monovalent alicyclic residue with 5 ... 12 carbon atoms or a monovalent aromatic residue egg

6 .. .20 'carbon atoms or a group of the formula:

CHs CLI, '' \ z

Z \.&gt;!

CTii, Cil,

ie when n equals 2, R represents a bivalent aliphatic residue with 1 · ·, 20 carbon atoms, a cyclic bivalent residue with 5–12 carbon atoms or a bivalent aromatic residue with 6 ... 14 carbon atoms. . ,, '.

When cinnamon is equal to egg 1, it may represent a hydrogen atom or one of the methyl, ethyl, n-propyl, isopi -Op i, n-butyl, sec-butyl, tert-butyl, n-pemyl, 2- groups. ethylpr-opyl, 2-methylbutyl, n-methoxy.1, 2-methylpentyl, n-heptyl, 2-ethylpentyl, n-ocyl, 2,2,4-irimerylpenyl], n-decyl, n-undecyl, n-tridecyl , n-pentadeeil, n-heptadeci.1, n-eicosil, vini ,. alf.a-methylvmyl, beta-methylvluyl, decene-9-yl, heptadiene62513

-8-yl, beta-methylthioethyl, beta-octylthioethyl, boot-dodecylthioethyl, cyclopentyl, cyclohexyl, cyclohexane-3-yl, methylcyclohexyl, tert-butylcyclohexyl, cycadodeeyl, β-perhydronaphthyl ,. 2-perhydranaphthyl, adiamamite, cyclopentylmethyl 1, cyclohexylmethyl, betaciidohexilefil, l-hyperhydroxylfile) -methyl, 2 (perhydrohydryl) -methyl, beta-1-perhydronaphthyl) -eti-l, beta-2-ipeirhydronyl) - ethyl, benzyl, beita-phenylfil, beta-phenylvinyl, 1-naphthylmethyl, 2-naphthylmethyl, beta- (1-naphthyl) -ethyl, beta-i2-naphthyl) -ethyl, tenyl, o-tol.yl, p- tolyl, o-ethylphenyl, m-ethylphenyl, p-ethylphenyl, o-Isopropylphenyl, m-isopropylphenyl, p-isoproprophenyl,^T p ^ tefft-bhtilfeha, m-tert-butylphenyl, p4ert-butylphenyl, phenylphenyl, 4-rnetyl-1-naphthyl, 4-ethyl-l-naphthyl, 4-isopropyl-1-naphthyl, 4-tert-ibiulyl-l -naphthyl or a group of the formula:

-ΟΧ / / - \ \ _Z

N-CH₃ z \

Particularly preferred to the symbol R are the groups above egg 6., 20 - carbon atoms, as well as the group:

itio itn

OH in * are · R10 and Rp are the same or different and each represents an alkyl group with 1 ... 6 carbon atoms, such as methyl, ethyl, n-propyl, isopropyl, sec-butyl, tert-butyl, tert-pentyl., (-1,1-dimethylpropyl), tert-bexyl, 0,1-dimethylbutyl), and preferably methyl, isopropyl or tert -futyl groups, the symbol A represents a group - CHs -, a group - - CH₂ CH₂-, and the symbol m is

I ch₃ ;

equal to 0 or i.

Then when we are. equals 2, R may represent one of the methylene, 1,2-ethylene, 1,4-butylene, 1,8-n-octi1-en, 2,2,4-trimethyl-1,4-bi-ethyl groups, 1 , 10-n-decylene, 1,2-eiicosylene, vinyl, .propenylene, 1,2-cyclohexylene, 1,3-cylohexyl, 1,4-aielohexylene, cyclohexyl-3-yen, 1,2-folylene, 1, 3-Phenyl, 1,4-phenylene, p-xylene, 1,4-naphthylene, 1,5-naphthylene, diphenylene or diphenylmethylene.

Another preferred subgroup of compounds of the general formula I comprising the compounds take the formula I b:

30.

is

CH, CH₃\ ZH _Nz ~ \ zz \ ​​-^zx OCNH —His ^zx II

CH., CH, (IbJ wherein Yt represents an alkyl group of 1, 12, 12 carbon atoms, an alkenyl group with 3-12 carbon atoms or a group and alkyl of 7, 9 carbon atoms. carbon, and Riz represents an atom of ^: hydrogen, an alkyl or alkylene group with a maximum of 20 carbon atoms, an alkyl group substituted by the formula:

- (CH₂) _m —CH — x, n—₄ or —CH — X₂

Κ ·₄ wherein m is equal to 1, 2 or 3, R '4 represents a hydrogen atom or a methyl group, Xi represents a hyalogen atom or a methoxy group, and X₂ a halogen atom, an alkenyl group thereof alkenylem having a maximum of 20 carbon atoms, a cycloalkyl or cycloalkylidene group having 5, 12 carbon ations or a group of aryl or aryl with 6-12 carbon atoms, and Q represents the number 1 or 2.

When q exits Ogal with 1. Ri₂may represent a hydrogen atom or one of the methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, tertbutyl, n-pentyl, 2-ethylpr.opiI, 2-methylbutyl, m-hexyl, 2 groups. -metilpe; ntil_n . n-heptyl, 2-ethyl • peniti.1, .n-octyl, 2-ethylhexyl, 2,2,4-trimethylpenti l, n-decyl, n-dade cil, n-tetradecyl, n-iO'Ctadecyl, eicosil , mesitil, allyl ,. oleyl, cyclopentyl, cyclohexyl, methylcyclohexyl, tert-butylcidlohexyl, tert-ccfilciolohexyl, cycadodeeyl, ip-erhydrohaifti, 2-perhydro. naphthyl, adamantyl, 'Cyclopentylmethyl, cyclohexylmethyl, beta-cyclohexylethyl. benzyl, beta-phenylethyl ,. naphthylmethyl, 2-naphthylmethyl, beta- (1-naphthyl) -ethyl, beta- (2-naphthyl) -ethyl, fe. nyl, c-tolyl, m-) tolyl, p-tolyl, 2,4-xylyl, 2,6-xylyl, p-chlorophenyl, 3-chloro-p-boIyl, o-elylphenyl, .p-tert-butylphenyl, 2,3-Deetonfenyl, 2,5-diclonphenyl, alpha-maffil, beta-naphthyl, phenphenyl. j

When .q is equal to 2, R₁₂ may represent one of the methylene groups,

1,2- ethylene, 1,4-n-butylene, 1,6-n-hexylene, 1,8-n-octylene, 2,4,4-trime &lt;til-1,6-, hexylene, 1, iO- n-decylene, 1,2-eicosenylene, 1,2-eicosenylem, 1,3-cytohylohexylem. 1,4-ciclohexi.len,

1,3- Phenylene, 1,4-Phenylene, 2,4-Toluene, 1,5naphthyl, 4,4'-diphenylene, 4,4'-diphenylmethyl_it

3,3 '-dimethyl-4,4¹ - diphenylene, 3,3 '- dimethyl - 4, 4' - methylene diphenyl, as examples of substituents

Yi of formula lb may be mentioned methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, n-hexyl, n-octyl, n-dodecyl, allyl, alpha-metalyl, 10-one-decenyl, benzyl, alpha-methylbenzyl, p-methylbenzyl, p-methyl-aifa-methylbenzyl, alpha-naphthylmethyl. Particular preference is given to linear or branched alkyl groups with 1 to 4 carbon atoms.

Another group of compounds included in the general formula I are those in which, when the symbol n is 1, R 3 represents an alkyl group with 1 ... 2Q 'carbon atoms, a cycloalkyl group with 5 ... 12 carbon atoms, an alkenyl or alkenynyl group egg 3 ... 20 carbon atoms, an aralkyl group with 7 ... 12 carbon atoms or a radical egg formula:

- (CHs) ra — CH — X, or. -CH-X_s

II.

R₄ Ra in. which m represents 1, 2 or 3, R 4 a hydrogen atom, a methyl group or the winter, Xs represents a halogen atom, a cyano group or a -CH-CH group₂, - COR_S, -OO-OR5, or -COCO SR5 or -CON.R₅R₆, and the symbol X1 represents a hydroxyl group, a halogen atom, a cyan group, or a -OR 5, -OCR5, -OCIR, -OCN &lt;

II II II ^xR₆ oso

Rs άτ / rva.

wherein R 5 represents an alkyl egg group

1 ... 20 carbon atoms, alkenyl with 2 ... 20 carbon atoms, cycloalkyl with 5 ... 12 carbon atoms, aryl with 6 ... 11 carbon atoms or .alkyl with 7 ... 14 carbon atoms, or a hydrogen atom when bound to a nitrogen atom. and Re represents a hydrogen atom or an alkyl group with 1 ... 4 carbon atoms, R5 'and R0 together with the nitrogen atom are bonded to form a 5 or 6 membered ring, possibly containing more still one or more heteroatoms, the symbol R3 may represent an aryl group or a residue of the formula:

CH, CH₃\ z _ / Ν-Π3 / \

CII-, CII, wherein R'1 represents hydrogen or has the meanings of sheet R1; then when 'n equals egg 2,' R3 represents a group. alkylene with 1 ... 20 carbon atoms, alloys or yolk 2 ... 20 carbon atoms, alkynylene. egg 2 ... 20 carbon atoms, cycloheChibden with 3 ... 12 carbon atoms, arylene with 6 ... 14 carbon atoms or aralkylene with 8 ... 14. carbon atoms, and when n is equal with 3, R3 represents an aloantriyl, arentriyl or .arentriyltrialalkylene group and when n is not equal to 4, R₃ represents a tetravalent moiety for example an alkantetrayl group.

Another group of compounds of the general formula I. are sheep when n is equal to 1, R₃ represents an acyl group egg formula - GO = R₇, that R₇ represented. hydrogen sulphide, an aliphatic residue unsubstituted or substituted with 1 ... 20 carbon atoms, 0 alkenyl or alehinyl group. with 2 ... 20 carbon atoms, a cycloaliphatic moiety, 5 ... 12 carbon atoms, an araliphatic residue with 7 ... 14 carbon atoms, an aromatic residue with 6 ... 20 carbon atoms, a heterocyclic residue or a monovalent residue obtained by removing a hydroxyl group from a sulfinic, sulfonic acid, a, ac .id.gl of phosphorus or. dinitrile a boric acid; ; hazelnut but when n is equal to 2, Bs represents a bivalent radical of the type of a diacyl-aliphatic, -aromatic or helerocyclic radical, a -CO ·· group, a -CO -CO- group. a sulfinyl group, sultonyl or a bivalent residue obtained by removing two hydroxyl groups from a disulfony acid, a phosphoric acid or an acid^: boric; when n is equal to 3, R 3 represents a trivalent moiety of the type of an aliphatic or aromatic triacyl radical or a sorting radical derived from orthophosphoric acid, ortho cros or orthoboric; then when n is equal to 4, R 3 represents a tetravalent residue of the type of a tetreacyl group, which comes from an aliphatic or aromatic tetracarboxylic arid or from o-silicic acid.

Another group of compounds of general formula • 1 are those where n is equal to 1 or 2 and when n is equal to 1, R₃ represents a carbamoyl group of the formula:

and then when n is equal to 2, R 3 represents a bivalent aliphatic or aromatic diarbamoyl group.

Another group of compounds are those where n is equal to 1 "have 2 and when n is equal to 1, R 3 represents a thiocarbamoyl group of the formula:

r₅ and when n equals 2, R 3 represents a bivalent aliphatic or aromatic dithiocarbamoyl group.

As shown in the examples, the process consists in treating a piperidinol of general formula II, with an acid halide of general formula III in the presence of an acid acceptor. As suitable acid acceptors the organic bases such as triethylamine may be mentioned, or an excess of the amine may be used in the general formula II.

The reaction is carried out properly by heating the reactants in a solution such as cyclohexane, benzene or toluene, which are inert under the reaction conditions. After completion of the reaction, the desired reaction product is separated by known methods.

The compounds of the general formula I give the polyolefins a very high stability against the damage normally caused by the effects of ultraviolet radiation or by exposure to heat, without worsening the color of the treated polyolefin. The stabilizers prepared according to the present invention provide effective stabilization against the action of light and / or heat, especially for low density polyethylene, high density polyethylene, polypropylene and polystyrene, as well as for 1-butene, 1-base polymers. -pene, 3-methyl-1-butene, 1-hexene, 4-methyl-1-pentene, 4-methyl-1-hexene and 4,4-dimethyl-1-pentene and ternary copolymers and polymers based on olefins, especially on the basis of ethylene or propylene,

Other organic products which may be degraded by the action of light and whose properties are improved by incorporating into these products a compound of general formula I are natural and synthetic polymers, such as, for example, natural rubber and synthetic rubber, the latter. including for example ternary homopolymers, copolymers and polymers based on acrylic nitrile, butadiene and athenium, As specific synthetic polymers may be mentioned vinyl polychloride, vinylidene polychloride, vinyl odor copolymers, vinyl polyacetate, polymers formed by condensation from ethers, from esters (provided with carboxylic, sulfonic or carbonic acids), from amides or urethane. These polymers may for example be the basic material for coating agents, such as paints and varnishes, which contain an oil or resin, such as alkyd or polyamide resins.

The amount of compound egg general formula I, which is incorporated into the organic product, in order to achieve maximum protection against degradation under the action of light, varies depending on the properties of the treated organic product, the intensity of the light radiation and the duration of exposure. However, for most purposes, it is sufficient to use between 0.01% mass and 5% mass, preferably between 0.1% mass and 2% mass, relative to the mass of the untreated organic product.

Compounds of general formula I may be incorporated into the polymer by any of the known processes for incorporating the additives into a polymer. Thus, for example, the compound may be mixed together with the polymer in a mixture, or the sprayed polymer may be treated with the compound prepared according to the invention, which is in solution or suspension form in a suitable solvent or in a solvent. a suitable dispersing agent, such as, for example, an inert organic solvent such as methanol, ethanol, or acetone, the resulting mixture homogenized by mixing perfectly and the solvent subsequently removed, or the compound prepared according to the invention can be incorporated into the polymer during the latter's production, for example when the polymer is at the stage of latex, in order to obtain a pre-stabilized polyurethane, if this is desired. , the stabilized composition may also contain one or more additives, especially those used in mixtures based on polymers, such as antioxidants such as phenols or ions, UV radiation absorbing agents, light protection agents, phosphite stabilizers, agents

63513 decomposition agents for peroxides, stabilizers for polyamides, basic stabilizers, stabilizers for vinyl polychloride, plasticizers, lubricants, milking agents, antistatic agents, flame retardants, pigments, carbon black, asbestos, glass fibers, cnolin and talc .

As examples of suitable antioxidants, mention may be made of masked phenolic antioxidants, such as compounds of the form:.

Q -— 4GH2) w —If Q represents an egg group the formula:

R '/

R '

Other phenolic compounds of formula R-O.-Q, eg, 2, b-di-tert -butylhydroquinone, 2 ^ 6-di-tbrt-butylhydrahydro. na and 2,5-di-'tert-butyl-4-bi^anddroxianisole or the like of formula Q — Ș — Q, for example 4,4'-thiorbis- (2-tert-butxl-5-methylphenol), 4,4 '-' thio-bi.s- (24e! rtHbutyls- ' 6-methylphenol), 2,2'Tti, o-bis- {6-tert-butyl-4-methylph enq. 1), .4,4'-thio-bis- {2-methyl-5-tert-butylphenol). .. . ·.

Phenolic compounds of the formula may also be used:

a

II

Q -. (- (/ 1/2) ,, —S— (CI l_?) w -O-OR as examples may be mentioned: (3, -5-dimethyl) -4-hi, droxibenzylthio} -acetate of octadedl and (3,5-df-tert-.butyl-4-lihydroxybenzylthiol-propionate) of diocedil,

Among the phenolic compounds - with the formula:

AT represents a group - CR (COOR^H)₂ or a group

COOR

I ~ c— (Clip KQ COOR · '

R represents a hydrogen atom or a group, lower alkyl, R 'represents a lower alkyl group, R represents an alkyl group of 6., 24 carbon atoms, w represents an integer between 0 and 4. as of exeiriple, we can mention: alpha - ('3,5-di-ierț-b.util-4-bidroxibenzil) -malonate de. di-n-octadecyl .. alpha- (3-tert -butyl-4-hydroxy-5-methylbenzyl) -mialoUt of di-n-octadecyl, alpha, alpha.a'-bis- (3-tertiary -butyl] -4-hydroxy-5-methylbenzyl) -methonate of di-n-octadecyl.

Other phenolic compounds have the formula Q — r —R. Examples include 2,6-di-tert-butyl-p-cresol, 2-methyl-4-6-di-tert-butylphenol, 2,6-di-oc. t-adecyl-p-cresol etc.

They are also compounds of the Q-CmHsw-Q form, for example 2,2'-methylene-bis-. (6-tert-butyl-4-methylphenol), 4,4'-butyl den-biis- {2,6-di-tert-butylph euol), 4,4'-i (S-buitylidphen^!) “Bis- {2-tejț-lbutiiî-5-metiifenoiul), 2,2'-meth_:ten-bis-Îb- (2-tert-methylcyclohexyl) -4-methylphenolyl], 2,2'-methylenbis-tS-tert-butyl-S-ethylphenol), 4,4'-methylene-bis- (3, 5-di-tert-butylphenol) 4,4'-unethylene-bie-'P-tert-butyl-5-m &amp; lt; phenylene), 2,2'-methylene-bis-.p-herl-hubyl -5-methylphenol) 2,2 '-! Methylene bis - {'. 6-tert-butyl-4-ethylphenol) etc.

the following were mentioned: i.bB-tris-tS.S-dimethyl-d-hydroxyphenyl-prppmul, - 1,1,3-tris- (5-tert-butyl-4-hihydr.o'xi-2-methylfePil) -butane 1,1,5, S-tetra-cyan- (3 '-1-tert-butyl-4' -hydroxy-6 '-mephylphenylj-n-pentane.' ^!

Among the phenolic compounds of the formula:

CIR CH ·,! ·; -.

\ i · Ι. ';', _Ί

QCH_of 7 '7 —CH₂B_z , '&lt;-7 Jd.

GR, CflșȘs in which the symbols Bi, Bș and Bș represent hydrogen atoms or methyl groups, or have the same meanings I O, or the condition as when Bt and, B₃ it has identical meanings - with Q, B2 to. represents a hydrogen atom or a methyl group and as when 1¾ has meanings identical to Q, the symbols Bt and B₃. to represent hydrogen atoms or methyl groups, mention may be made of: 1,4-di- (3,7.di-.tert-.butyl-4-bihydroxybenzenes)), -2,3,5, (i-toframatyl ' benzeryl, 1, 3,5, -tr 1- (3,5-di-tert-butyl-4-bidroxyibenzyl) -2,4,6- 'trlmethylphenol,

Other useful phenolic compounds of the formula:

/ V.

Q — NH ['Z

N, does Z-denote a group - NHQ, a group - S - D or a group - O - Q,

D represents an alkyl group egg 6 ... 12 carbon atoms healthy ό group - (C_w Η ^. ·, -) —S — iR ”. As examples we can mention: 2,4-brs- {n-octiltio) -6- (3,5-diΦβΓ44Μΐ4ϊ1- · 4 ^ 1 · άτοχΐ · 8η'ΐ1ιιΐϊο) - · 1, | 3,5-t 'riazine,' 6- (4-hydroxy-3-methyl-5-tert-butylanilino) -3,4-Μ'3- {η-ιθοϋΗΐ'0), - 1,3_Γ5-ΐΓίηζίηβ, 6- (4-hydroxy-3,5-dimethyl'anilino) -2,4-bie - (: n-octilites o) -1,3,5-triazine, 6 - '(4-hydroxy- 3,5-di-itert-ibuti-lanilin o) -2,4.- · Μ «- (ϊΐ- · οϋίί1ίίο) -1,3,5-triazine, 6- (4-hydroxy-3,5-di tert-butyl-anilino) -4- {4-hydroxd-3,5-di-tert-biutylphenoxy) -2-yin-octyl: IO) - 1,3₁5-Triazine and 2,4-bis-U-hydroxy-SS-di-tert-bItylanilino-J-G '- (n-octylthio) -1,3,5-triazine.

Also there are the ferriol compounds ou 'formula:

Z '

Q — O | Z '

N in Z 'represents a group - O. - Q, a group - S - D or ό group - S - (C_w hkw).

-S-D. Examples include:

- · 2,3-bis-1,3,5-di-tert-buti4-4-hydroxyphenoxy) -6- (n-.octylthio) -l, 3,5-triazine _; —_: 2A &amp; 4rH4-hîânoxi-3,5-dÎHtert it&gt; -utilfenoxiil-DS.'S-triazine;

- 6- {4-Hydroxy-3,5-di-t &amp; Tt-butylphenoxy) -2,4-bis- (n-octiltioeiti.lti.o) -l, 3,5-triazine _:

-. - 6- (4-hydroxy-3-methylphenoxy) -2,4-bis- (noctilthio) -l, 3,5-t (riazine;

- 6-tert-4-hydroxy-3-tert-butyl (2,4-blyl) -2,4 -byl) s- (n-oothylthioethylthio) -l, 3,5-triazine;

- (6-tts4-hi: dr'OXi-3-methyl-5-tert-butyl. Lf-noxy) -2,4-ibis- (r-ootylthio) -1,3,5-triazine;

- 2,44} iis, -! (- 4-dihydroxy-3-methyl-6 der t-bu thiophenoxy) -6 -; (n-octylthio) -l, 3,5-triazine;

- 2,4,6-tri- (4-ihydroxy-3-nethyl-5-tert-butylphenoxy]-3,5-iriazine;

- 6- &lt;4-hydroxy-3,5-di-tert-butylfeuoxy) -2,4-bis - (n-octylthiopropylthio) -l, 3,5-triazIn, ·, - 6- (4-hydroxyxyl) 3,5-di-t! Ert-.buti.lfe.noxi) -2,4-bis- {n- do^itdecllti'oetiltÎO.) - l, 3,, 5-triazine;

- 2,4ribis- &lt;4-hydroxy-3,5-di-t'efft-bu! Tylenoxy) -6-; butIltio-1, 3,5-triazine, - - 04-bifi-i4-hydroxy- .3_P5-di-t) r, tb (utilphenoxy) -6-tn-aatadecylthio) - 1,3,5-triazine;

- 2,4-'bi^;ss (4-hicîroxÎ-3_it5-di-tert -butylphenoxy) -b-tn-dadiecylitiO) -1/3, '5-triazine;

And 2,4-bis (4-hydroxy-3,5-'di-tert-buitilfenoxi) -6-in-ootiltiepr'Opiltio) -l, 3,5-triazine;

- 2,4 ^ ΐ · 3- (4-ΗϊάτΌχΐ-3,5-άί-.ί6Γΐ- ^ 1ίΐίοnoxy) -6- (n-dodecylthioethylthio) -l, 3,5-thiazine.

Other phenolic compounds have the formula, · (Q — Cz H? Z — CQO — Cz H? Zp) —R '· - (R)₄ —P in which p is 'between 2 and 4, and R' is a tetravalent radical selected from aliphatic hydrocarbons with 1 ... 30 carbon atoms, aliphatic monotioethers and aliphatic dithioethers with 1 ... 36 carbon atoms, monoethers and aliphatic diets with

1 ... 30 carbon atoms, and again. z represents an integer between 0, and 6. As examples, we can mention:

a) 3- {3,5-di-tert-butyl-4-hydroxy-phenyl) - n-iOctadecH-2- (3,5-di- (tert-butylT4-hydroxyphenyl) -acatate n-propionate -oetadecyl, - 3,5-dl-tert-butyl-4-hydroxy; n-octadecyl roxibenzoate, - 3,5-di-tert-hutyl-4-hydroxyphenyl-n-hexyl benzoate_; - N-Dodecyl 3,5-di-tert-butyl-4-hydroxyphenylbenzoate;

- 3- (3,5-di-tert-voids)^,neododecyl 1-4'-hydroxyphenyl) propionate;

- ibeta - (3,5-di-ter.t-butyl-4-hydroxyphenyl) -dodedl propionate;

- alpha44-hydroxy-3,5-di-tert -butylphenyl) ethyl isobutyrate;

- al'fa- (4-hydroxy-3,5-di-tert-butylphenyl). -is the octadecyl obutyrate;

- alpha-{4-hydroxy-3,5-di-tert-buithylphenyl) own octadecyl opiate;

b) 3,) 2 - '(n-cetylthio) -ethyl ·, - 3,5-di-tert-butyl-4-hydroxyphenylacetate 5-di-tert-butyl-4-hydroxybenzothiazole [ n-octadeciItio ') - ethyl;

- 3,5-di-tert-butyl-4-hydroxyphenylacetate • 2- (n-octadecyl thio) -ethyl;

~ 3,5- di-ter l-bu 1 - 4- hi dr oxib enzo atu 1 of 2- (n-octadecyl'tio) -ethyl;

- 3,5- di-tert-butyl -4-hydroxybenzOate of 2- (2-hydroxyethylthio) -ethyl ·);

—- • bis- (3,5-di-tert-bu; tiI-4-hydroxylphenyl) 2,2'-ίίο · άϊ '&amp; ΐ3ύο1 aletate;

&gt; - di (3,5-di-tert-butyl-4-hydroxyphenyl) -propionate diethylglycol;

—- 3-(3,^and2- (n-octadecylthio) -ethyl 5-di-tert-butyl-4-hydroxyphenyl) -propionate_; - two^ands-3 - '(3, 5'-tert-Îbufil-4- &lt;hid.roxiphenyl) -propionate 2,2'-thiodethanol;

- Stearamido-Ν, Ν-brs-Jetylene-3 - (3 h5-di-tert-butyl-4-hydroxyphenyl) -propionate];

- n-Jbutylimines O-N, N-bis- [ethylene-3 - '(3,5-di-tert-butyl-4-hydroxyphenyl) -propionate ·] ·;

- 3,5- di-ter tufl and 4-hydroxybenzoic acid; 2- (2-stearoyloxyethylthio) ethyl;

7-] 2-yl (2-hydroxyethylthio) -ethyl 3-methyl-5-ytent-, bPtil-4-hydroxyphenyl-heptanoate;

- 7- (3-methyl-5-tenth-butyl-4-hydroxy-6,6133:&gt; 7 nyl)) - 2- (2-stearoyloxyethylthio) ethyl heptanoate;

c) 1,2-propylene glycol bis- [3- {3,5-di-tert-butyl-4-hydroxyphenyl) -propionate;

- Ethylene glycol bis- [3- (3,5-dbtert-butyl-4-hydroxyphenyl) -propionate]_; - Neopentyl glycol bis- [3- (3,5-di-tert-butyl-4-hydroxyphenyl) -propionate, ethylemyclic bis- (3,5-di-tert-butyl-4-hydroxyphenylacetyl);

- the mixed ester of qlioerin with acid

-n-octedecanoe and with - 2,3-bis-f3,5-di-tert-butyl-4-hydroxyphenyl) -aoetic acid;

tetra- cis - [3- (3,5-di - tert-butyl - 4-li id ​​ro xiphenyl) -propiate the omate! pentaerythritis etc. Phenolic compounds of the formula may also be used:

a

I

Q (CII₂) Xp - OR

OR where x is heavy with 1 or 2, for example:

- 3,5-di-tert-butyl-4-hydroxybenzyl, namely di-n-octadecyl phonate;

- 3-tert-butyl-4-hydroxy-5-me, di-n-octadecyl enzyme phosphonate;

- Di-n-octadecyl 1- {3,5-dbtert-butyl-4-hydroxyphenyl) -phosphonate;

3,5-di-itert-butyl-4-hydroxybenzylphosphine addition of di-n-tetradecyl, di-n-hexadecyl, di-n-docosyl or di-n-octadecyl.

Other phenolic compounds have the formula:

(CH₂) WQ

I

N

O f O

QW (H₂CJ-N - N— (CH₂) WQ! L

O in which W and? Q have the above meanings, for example: tri- (3,5-idi-tert-butyl-4-hydroxybenzyl-isocyanurate) and tri- (3-tert-butyl-4-hydroxy-5-methylbenzyl) -isocyanunate;

Other examples of antioxidants are compounds of the series of aminoaryl derivatives, such as aniline and naphthylamine derivatives, as well as heterocyclic derivatives, such as: phenyl-1-naphthylamine; phenyl-2-.naftilamina_; N, N^r-phenyl-p-phenylenediamine Ν, Ν'-di-sec-butyl-p-phenylenediamine; 6-ethoxy-2,2,4-tri38 methyl-1,2-dihydro-quinoline. 6-dodecyl-2,24-trimethyl-1,2-dihydroquinoline; monooctiliminoelibenzilul_: polymerized dioctyliminodibenzyl and 2,2,4-trimethyl-1,2-dihydroquinone.

Ultraviolet absorbers and light protection agents include the following substances:

ia) 2- (2'-hydroxyphenyl) -benzotriazoles, such as, for example, 5'-methyl derivatives; 3 ', 5'-di-tert-butyl; d-tert-biitil; 5-chloro-3 ', 5'-di-tert-butyl, -5-olor-3'-tert-butyl-5'-methyl; 3'-sec-bntil-5'-tert -butyl; 3 '- (alla-methylbenzyl) -5' -methyl 3 '- &lt;al? A-methylbenzyl) -5'-methyl-5-holo; 4'-oetoxi-3 ', 5'-di-tart-amyl; 3'-methyl-5'-earbomethoxyethyl and 5-olyl-3 ', 5'-di-tert-amyl_;

b) 2,4 ^ Ϊ5- (2'-1ι1ά · Γ, οχ1ίθηΐ1) -6-ι3ΐ · ά1ιϊ1-5-triezinele. such as for example 6-ethyl-derivative or 6-undecyl-derivative;

c) 2-hydroxyburezolones, such as for example the 4-hydroxy derivative; 4-methoxy; 4-o.oioxi_; 4-decyloxy; 4-dodecyloxy4,2 ', 4'-frihydroxy or 2'-hldroxy-4,4'-dimethoxy;

d) 1,3-bis- (2'-hydroxybenzoyl) -benzenes, as, for example, 1,3-bis- (2'-hydroxy-4'-hexyl-X-benzoyl) -benzene: 1.3 -bis - (. 2'-hi dr oxi -4 '- octi I oxiben z oi lj - b enz enul_; 1,3-bis- (2 '-hydroxy-4'- dodecyloxybenzoyl) -benzene ·,'.

e) foreigners! aryls of the sub-subtype hpnzpic acids, such as phenyl salicylate-1, octylphenyl salicylate, dibenzoilreșorcine, bis- (4-tert -butyl lb enzo-il) -resor.cine, benzoyl-resin ,. 3,5-di-terl-tauityl-4'-Îihydroxybeiizpatni.l of .2,4-di-tert-bulylphenyl, 3_rOctadecyl 5-di-tert-butylr4-hydroxybenzoate and 3,5-di-tert-butyl-4-hihydrox.benzyl 2-methyl ~ 4,6-di-tert-butylphenyl)

f) acirilations, such as, for example, alpha-donut ,,. ethyl betia-diphenylacrylate, alpha-cyanobut, iso-octyl beta-diphenylacrylate, methyl α-carbomyctoxicinainate, butyl aifa-carbomethoxycinamate and N- (beta-.arbome.toxivinyl) -2-methylindoline_;

g). nickel-based compounds, such as "complexes of nickel with 2 ', 2'-thio-bis- (4-tert-octylphenol), such as 1: 1 and 1: 2 complexes, possibly containing other binders, such as n-butylamine, triethanolamine or N-cyclohexylethanolamine; nickel complexes with bis- {4-yttert-octylphenyl) -sulfony such as complex 2: 1, possibly possess other binders such as 2-ethylthyroxy acid; dib-utiiditi.carb'melts of nickel_; nickel salts of 4-hydroxy-3,5-di-tert -butylbenzylphosphonates of monoalkyl, such as for example methyl, ethyl or buityl; egg nickel complex 2-hydroxy oxy-4-methylphenylundeciloeton oxy ma and

Nickel 3,5-di-tert-folate-4-hydroxybenzoate as well

h) oxalic acid diiamides such as 4,4'-diO-otyloxy-oxanilide₍ 2,2'-Dio c-Tloxy -5,5'-di-tert-butyl-oxainilide, 2,2'-di-dodecyloxy-5,5'-di-tert-butyloxanilidia,. 2-ethoxy -5- ter t - b useful- 2 '-ethyloxanilide, 2 .ethoxy-2'-ethyloxanilide, the mixtures consisting of the oxanilides disubstituted in the ortho positions and by the methoxy and ethoxy groups, as well as the compound of the formula:

CH., CH, ^ N— (CH₂)₃-NHCOC50NH (Chan

CH, CH,

Phosphite-based stabilizers include triphenyl phosphite, diphenylalkyl, phenylphenyl-alkyl phosphite, tri nonylphenyl phosphite. of tril auree, of trioetadecyl, 3,9-di-isodecyloxy-2,4-8,10-.tetnaoxa -3,9- diphosphphipi.ro-i3,5) -u.ndeca'nul and phosphite of tri-i (4-hi'dr οχί-3,5-di -ter t-butilfen.il).

Agents for the decomposition of peroxisilbr to be non-oiporadic in polyoletines include beta-thiodipropionic acid esters, such as, for example, Jauriyie, stearyl, myristic or trideeilic esters, mercaptobenzimidazole salts such as zinc salt, and diphenyl zinc.

Suitable stabilizers for polyamides include copper salts in combination with some iodine and / or egg other phosphorus compounds and with bivalent manqia salts. as basic oostabilizers, for example, the poly-nilpir sheep sheep can be mentioned; melamine, benzocruunuinine, trialyl cyanide, dieiandiamide, urea derivatives, hydrazine derivatives, -amines, polyamides, polyurethanes, salts, alkali metals and alkaline-earth metals-acids, higher saturated or unsaturated fatty acids such as stearate. Stabilizers for policing - wine horror] include 'orq-anomef compounds on. b-tin of tin, of lead and of the barium and cadmium salts of the fatty acids, as agents of their nuclei may be mentioned - 4-tert-butylbenzoic acid, a-dipic acid and diphenylacetia acid.

As with - in the case of compounds of general formula 1, any other additive is used - in an advantageous manner in a ratio of 0.01 ... 5% mass in r-contribution with the mass of the polymer not treated in t binary combinations with one or more mu Ui of the antioxidants listed above or in ternary combinations or these antioxidants and with the agents for UV absorption listed above, Compounds of general formula I-provide highly effective stabilizers for polyolefin-based mixtures.

test -properties of compounds of general formula I in a polypropylene film: a mixture consisting of polypropylene parts and 0.076-beta- (4'-hydroxy-3 ', 5'-tert-butylphenyl-pro-pionate parts of n- The nctadecil is homogenized in a mixer at 200 ° C. For a period of 3 minutes, the mixture is treated with 0.19 parts of the compound wherein R1 is methyl, R₂ it is hydrogen and R3 is p-methoxybenzooyl and then it is homogenised -times.p for a further 7 minutes. The resulting composition is formed by compression, to produce films with a thickness of 0.1 mm, the forming operation being performed at a temperature of 26O ° C for a period of 6 minutes. The films thus obtained are cooled - back - in cold water.

From the polypropylene film with a thickness of 0.1 mm - so-heated - we cut a portion with the dimensions - -44 mm X 100 mm, which is exposed to the light radiation in a fadeometer consisting of a circular bench with 28 - lamps - with sunlight and black light arranged. The lamps that produce sunlight are represented by fluorescent lamps - of 20 W with - the length of 60 cm, characterized by a maximum emission of 3100 Â_; the lamps - for the black light were represented - by lamps with 20 W ultraviolet radiation with a length of 60 man with an emission of 3500 Â. The specimen is concentric - around the lamp bank, so that the radiation emitted by -this bench is distributed evenly throughout the test-subject - The test-such-exposed is periodically examined; from this test, smaller tests are subjected which are subjected to the mechanical test in order to determine the percentage elongation at break and the time interval after which the sample reaches 50% of the initial elongation 1 break,

A series of similar tests are performed in addition to some polypropylene samples without stabilizer, respectively containing stabilizers. Known. The results obtained in these experiments are presented in table 2 below.

4l

Table 2

<td>additive</td><td>The time factor until a proportion of 50¼ is reached from the initial elongation at break (additive samples) time until a proportion of 50% of the elongation is reached. initial rupture (blank test)</td>

<td> 1</td><td> 2</td>

<td>Absent ..</td><td> 1,0</td>

<td>2-hydroxy-3-f2'^,5 '- dl-tei4-butylphenyl) -5-clorbenzotr.iazolul</td><td> 3,2</td>

<td>4-fenil'ea'rbamorloxi-2,2,6,6-tet-rametilpiperiidina l, 6-bis - [(4'-carbamoyloxy-2 ', 2', 6 ', 6', te1jramet4lpiperidin)] - hexane</td><td> 1.8 2,4</td>

<td>2,2,6,6-itetramethylpiperidin-1-benzoate (4)</td><td> 2.«</td>

<td>sebacate of b1s- (2,2; 6,6-tetramethyl-4-piper) diyl-Îl)</td><td> 4,7</td>

<td>phenylacetate of 1,2,2.6, R-pentamethylpiperes (li-jiyl- (l)</td><td> 5,2</td>

<td>bis- (1,2,2,6,6-pentame.tdl-4-piperidtoil terephthalate)</td><td> 5,3</td>

<td>1,2,2,6,6-pentamethylpiperidinyl- p-methoxybenzoate (4)</td><td> 5,3</td>

<td>1,2,2,6,6-penitamethylpiperidinyl- 1,4-naphthoate (4)</td><td> 5.4</td>

<td>oot-anoate of 1,2,2,6,6-Hpentametnilpiperid.iidl- (4)</td><td> 6.2</td>

<td>1,2,6,6-isobutlate e-pentamers Ulpiperidiinyl- (4)</td><td> 6,2</td>

<td>bis- (1,2,2,6,6-penitamatyl-4-piperidinyl) sebacate</td><td> 8,0</td>

<td> 2₎4-bis-C4'-_oarb_ofnioÎloxi it^it,2',2',6^,, 6'-pentainetilpjperadin) - -n'iluen</td><td> 5,2</td>

<td>4-p-, carbamaryloxyl -1,2,2,6, 6-pon-tam eti ppi peridi na</td><td> 5,2</td>

<td>4-Abcatoamoylbxy-1,2,2,6,6-pentaneethylpiperidine</td><td> 5,5</td>

<td>4-fenilearbamoiloxi it₁2,2,6,6-pentametilpi: piperidine</td><td> ' 5.6 '</td>

<td>4 'ietilcarbanioitoxi-l, 2,2,6,6-penitametilpi₁peririină</td><td></td>

<td>'i, ş-tojB- (4^,- &lt; »pbeimi'oao3d it ',' 2 R, 2 R, 6^,, 6 ', - peotainellfilpilperiidin) -: -hexan -' -</td><td> 5,8 9,2</td>

<td>his- (1-benzylP2,2,6,6-tetpameiteL-4-piperidinyl sebacate)</td><td></td>

<td>I-ethoxycarbOnylmethyl-2,2,6,6-tetra'mdtilpiperid] ip-jm ^ (4)</td><td>5.n^: 5,1'</td>

<td> 2^,-ethyl hexanoate-1-Benzyl-2,2,6,6-tetramethylpiperidMiyl- (4)</td><td>5,2f</td>

<td>(ir-doclecyl) -2,2,6,6-tetramethylpiperrdinyl- (4)</td><td> 5,2,</td>

<td>(2'-HydroxyHl) -2,2,6,6-tethe'methylpiperidinyl- (4) ootanoative (1)</td><td> . 5.8</td>

<td>(n-own) ootanoate - 2,2,6,6-tetramethylthiol: perÎ'dinil- (4)</td><td> 6.0</td>

<td>4- {Ti-dodec, yloxy) -l, 2,2j6,6-pentametnlpiperidină</td><td> 5,5</td>

<td>r-tă'-eiantÎoxiî-lAS.G + pMitametilpiperidmă</td><td> &gt;6,0</td>

<td>l.'l-bis-irta'.G'Ji'-pen tnm &lt;; til-4'-pip [: i ', Îdi, nrÎloxibuta! i</td><td> &gt;6,0</td>

<td>tri- (1,2,2,6,6-pentemeethyl-4-piperidine) borate</td><td> 5,0</td>

Repeat the procedure described above except that - using a proportion of 0.25% mass of the stabilizer for the projection against 5 light action subject to examination, instead of polypropylene using as a substrate ό low density polyethylene. Pressing is done at a temperature₁₀180 ° C. and the pressed articles are formed by compression to obtain plates with a thickness of 1 mm, this formation process is carried out at a temperature of 150-C. The plates are stored at a temperature of 20 ° C and examined periodically visually for the first signs of exudation. The obtained results are presented in table 3, which also contains a series of data regarding some comparative tests performed with the help of known photostabilizers.

44

Table 3

<td>Photostabiesize the torus used</td><td>Time elapsed until exudation (days)</td>

<td>stearate of 2,_f2,9,6-tetrametilp^,i'per.idiinil- (4)</td><td> 15</td>

<td>sebeate of bis- {2,2,6d&gt; -tetraethyl-4-piperidinyl)</td><td> 20</td>

<td>4-atearllcerbamoi-2,2-loaEi, e ^ e, tetrainetîlp4'peri'dtnă</td><td> 13</td>

<td>1,2,2,6,6-pentaimethylpyridylpyridine (4)</td><td> &gt;50</td>

<td>. bis- (1,2,2,6,6-pentamethyl-4-pi.peri'di, nil) sebaceate</td><td> &gt;50</td>

<td>I steartloarb'anioiloxl it ^^. etetpenitiiainetÎlpîperîdină</td><td> &gt;60</td>

Repeat the procedure described in the second series of samples, except that the compression molding is carried out at a temperature of 200 ° C, and the substrate used is a high density polyethylene. The obtained results are presented in the table below, which also contains a series of data obtained in comparative tests, based on the use of a known photosensitizer.

<td>The photosensitizer used</td><td>Time elapsed until exudation (days)</td>

<td>stearate of 2,2,6₁6-tetra^andmetilpiperidlnil- (4)</td><td> 40</td>

<td>stearate · of the Asti-peiitamcUlpiperidinyl-Cl)</td><td> &gt;75</td>

<td>4-stearilcarbamoilpod-l, 2,2,6,6-tetrametilpÎperidiîiă</td><td> &gt;75</td>

<td>1 - (n-dodecyl) -2,2,6,6-tetrainethylipi'Peridine- (4) octanoate</td><td> &gt;75</td>

An amount equivalent to 100 parts crystalline polystyrene in the form of granules is mixed in a dry state 0.25 parts stearate of 1,2,2,6,6-pentamethylpiperidine-10-nyl (4), and the dry mixture is homogenized by pressing. The stabilized granules thus obtained are subjected to an injection molding operation towards_l5 produces plates with a thickness of 2 mm. These plates are exposed for a period of 3000 hours in an exposure device, subsequently measuring the event.₂₀at the yellowing and the plates by determining the yellowing factor using the equation below:

The yellowing factor

At &lt; »hAîfes)_xloo ffr.eo?

in which T represents the degree of reduction of the transmission of the specimen at the wavelength of 420 mm and respectively at the wavelength of 680 mm after exposure in the apparatus, and Tțss)) represents the transmission corresponding to an unexposed specimen, at a wavelength of 560 mm .

The results obtained in these experiments as well as the data referring to a larger test and to other compositions are presented in table 4.

Table 4

<td>The foostostabilizer used</td><td>The yellowing factor after 3000 hours</td>

<td>. Absent</td><td> 35,0</td>

<td>atearate / 1,2,2,6,6-pentamethyl Pipe'Îdinil- (4)</td><td>'10, O,^J</td>

<td>1'-Benzyl-2,2,6,6-tetramethylpiperidinyl- (4) 2'-ethylhexanoate</td><td> 9,8</td>

<td>.n-octanoate of 1,2,2₁6,6-ρ · · ίη11- 6.ηθ3ΐη &amp; ίί1ρίρθτί.ά (4)</td><td> 9,5 .</td>

<td>4- (2-ciianetoxi) -l, 2,2,6_it6-pentametilpiper, Idina</td><td> 8,0</td>

<td>4-ethearyl Carbamoyl XI-l, 2,2,6,6-pen.</td><td> 7,5</td>

<td>» the Sabbath of. bie- (l, 2,2,6,6-nentameitil-4-piperidinyl)</td><td> 6,6</td>

in 75 parts by mass of a mixture of dimethylformamide and acetone (with the mixing volume ratio of 1: 1). dissolve 25 parts by weight of a polyurethane film-based polyurethane and then add 4% by weight (2'-cyanothoxy) -1,2,2,6,6-penjtannetylpiperidine. The clear and homogeneous solution thus obtained is applied on a glass plate to produce a film of egg thickness

400 ... 500 microns, which is then dried for 4 minutes at 5 ° C and for 6 minutes at 14 ° C. The final thickness of the film is 80 ... 100 microns. films₁₅dried are detached from the glass plate, mounted on a white cardboard and exposed in an exhibition apparatus, a proportion of 50 ·% of the surface of the exposed specimen being covered in order to facilitate the subsequent visual estimation of the degree of yellowing caused by exposure. The test is visually examined at time intervals of 100 o, re, on each occasion the results obtained are evaluated. The resulting data are presented in Table 5, and also include the results regarding a blank test (with the photostabilizer-free sample) and other experiences in which. the prepared stabilizers were used, - in agreement with the present invention.

Table 5,

<td>FotostabUizatorThe used one</td><td>Time scums up to the start of the meadowTirti (hours)</td>

<td>Absent</td><td> &gt;100</td>

<td>4- (2-eianetox.i) -l, 2,2,6,6-panÎaime.ţilpiper! Dina</td><td> 200</td>

<td>1,2,2,6,6-pentamethyl octanoate, peridi-nil- (4)</td><td> 300</td>

<td>ibis- (1,2,2, e, 6-petantanethyl-4-piperidinyl) stove</td><td> 300</td>

<td>4-Phenylapbamoyloxy-ln-propyl-2,2,0, 6-tetramethylpiperidine.</td><td> .400</td>

Mix well. 1000 parts polyproipilene mass. unsustainable powdery egg one-part beba-td'-hydroxy-3'-5 '-tdi- tert -butylphenyl) -propionate. of n-octadecyl and 2 parts mass 3 ', 5'-di-tert-butyl-4'-hydroxybenzoate of 1,2,2,6,6-penlamethyl-t-piporidines! the mixing operation is carried out with the products in the dry state. The mixture. The dry thus obtained is extruded at cylinder temperatures between. 13 CFI and 22 ° C, and the extruded material is granulated. The stabilized preparation thus obtained is subjected to a melting spinning operation and an etching operation under the following conditions: extruder temperatures 230 ^ 0/265 ^ / 27.5 ^ 0_; the temperature of the mold at the die 27O ° C; spinning speed

400 m / min_; stretch ratio 1: 5; the title of the multifilament 130/137 dovier; tensile strength 6 g / denier.

The multilayer thus obtained is applied on a specimen holder, as a support using white cardboard. During the exposure period, at 200 hours intervals, 5 fiber samples are taken, the remaining tensile strength being measured. The obtained results are represented graphically according to the duration of exposure; From the diagram, the exposure time (T) required to reduce the initial tensile strength by 50% is calculated. This value - is considered as - the time required until the deterioration, according to table '6.

Table 6

<td rowspan="2">Fotostobilsaaterul.</td><td rowspan="2">, Time (T) up to 50¼ 'reduction in tensile strength</td><td>The factor determines the country</td>

<td>Tmartor</td>

<td>Absent</td><td> . 430</td><td> . . 1,0</td>

<td>^^ '- ojsS-a'.S'-hydrate-di-tert-ibutilie'nilJ-S-. -chlorbenzotria zoi</td><td> 530</td><td> 1.2</td>

<td>3 ', 5' - dii-tert-butyl-4'-hSdroxi.benzoate 1,2,2,6, e-penitametiI-4-piperidinjil</td><td> 1400</td><td> 3.3</td>

<td>beta- (3 ', 5' - &lt;M-tert -butyl-4 -'- hi &lt;iroxyphenyl) -protected 1,2,2,6, α-pentam.etiI-4-Diperi'tiini])</td><td> 1600</td><td> 3,7</td>

<td>seba-cat of bis- (1,2,2,6,6-pentamethyl-4-). -piiperidlml)</td><td> 2600</td><td> 6.0</td>

Repeat the procedure described in the first series of samples, except that the heat treated polyparopile samples are exposed to the action of light radiation in an exposure apparatus and not in a fadeometer. The obtained results are presented in the tables48

Jul 7, which also includes data on a blank test (with the test without a photostabilizer) and a comparative experience in which the epoxy contains a known photostabilizer.

Table 7

<td>Photostabilizer used</td><td>The time - until .to deteriorate, (hours)</td>

<td> 1</td><td> 2</td>

<td>Absent (witness test)</td><td> 800</td>

<td>2-yl (2'-hI'd'n&gt; xl-3 *₁e ^it-dJdieipţ^and4&gt; x "TUI € nfi'l)^,"5" cldi'benz "" tria2Ol</td><td> 1630</td>

<td>bÎs- (1,2,2,6,6-pentamethite-4-piperidinyl sebacate)</td><td> &gt;0000</td>

<td>beta- (3 ', 5'-di-butyl-4-.terţ^,-htdiioxyphenyl) -propQanaltul de 1,2,216i 6-per-ntametiipipei'i! Pyridinyl-Q4)</td><td> 10000</td>

<td>1,2,2,6,6-pentamethylpyridiniyl 1,2,2,6,6-pentamethyl acetate (4)</td><td> &gt;8600</td>

<td>1,2,2,6,6-pontamethyl'-piperiidinyl- (4) octane</td><td> 6500</td>

<td>4-r (inrlc.aiiba'moitoxi-l, 2.2, C 6 -.] Iontametilpiperidi, N,</td><td> &gt;7000</td>

<td>4-methylcarlbarnooyloxy-1,2,6,6, G-pentamethyl piperidine</td><td> 6000</td>

<td>cyclohexanoarboxylate of, 2,2,6,6-pentamethylpiperidinyl- (4)</td><td> &gt;6000</td>

<td>Stiaeaibul I, 2₁2_and6i6'penitaînetilpKpei'idinil- (4)</td><td> &gt;6000</td>

<td>benzoate of 1,2,2,6,6-pentom «tilpipendmii- (4}</td><td> &gt;5000</td>

An equivalent amount of egg 100 parts polyamide-6 mass (in the form of granules), which contains 1.8 parts mass titanium dioxide, is mixed in the dry state with 0.5 parts 4-benzyloxy-2,2,6, 6-pentamelilpiperidină. The resulting mixture is directly subjected to a spinning operation to produce 20 denier monofilaments. The monolayers are applied on a white cardboard without being tensioned and then exposed to the action of light radiation 'in an exposure device, After exposure intervals of 500 hours, 1000 hours, 1500 hours and 2 respectively (700 hours, take 5 fibers from each preparation and for each time interval, the samples taken assuming their correctness in order to determine their tensile strength, The arithmetic mean of the percentage proportions of tensile strength (in relation to the initial value of the tensile strength) is plotted according to the duration of exposure. From the obtained diagrams, the points corresponding to the deterioration are determined, that is the shortest period of time, when the value of the tensile strength represents 50% of the initial tensile strength, according to table 8.

Table 8

<td>F &amp; tostaibThe tfo-lostt starter</td><td>Time to 50% egg reduction, initial tensile strength (hours)</td>

<td>Absent (witness test)</td><td> 475</td>

<td>4-ban2îloxi-l, 2,2,6,6-pentamethylpiperidine</td><td> 1420</td>

<td>sebacate of ibis-l (l^it, '2', 4-2,6,6-pepper pentamidt'il^,idimil)</td><td> 1600</td>

<td>1,2,2, G, 6-poramethylmethylpeptide-1-octanoate (4)</td><td> 1450</td>

<td>1-phenylribamoyloxyl-1,2,2,6, e-pentamethylpiperidine</td><td> 1450</td>

<td>l, 6-btts- (4^,-earbaimioiiloxi-l ', 2^,(6 ', 6'-penîbamettlpi (brushes, coatings) - Normal hexane</td><td> 15()1)</td>

<td>l, 4-bis (l^it,2‘,2'_I6'.6 '- peinţainetil-4^,-pii'per, iidinilt&gt; xi) butane</td><td> 1600 .</td>

The process according to the invention has the advantage that it extends the range of piperidine derivatives with new compounds that are suitable for long-acting photostabilizers and antioxidants in polymeric materials.