EP1111002A2

Organosilane- and/or organosiloxane-containing agent used in filled polyamide

Abstract

Organosilicon-based materials for the surface modification of fillers comprise: (A) amino-functional silanes, (B) mixtures of aminofunctional silanes and alkyl-, alkenyl- or polyether-functional silanes or (C) mixtures of alkyl- and alkenyl-functional silicon compounds (or their hydrolysis/condensation products in each case). Organosilane- and/or organosiloxane-containing materials (A, B and C) for the surface modification of fillers used in the production of filled polyamides comprise: (A) an amino-functional compound of formula (I) or bis-aminosilane(s) or tert. aminosilane(s) or a mixture of prim. and sec. and/or tert. aminosilanes (and/or tert. aminosiloxanes with an average degree of oligomerization (DO) of 2-20) obtained by hydrolysis and (co)condensation of corresponding aminosilanes, or (B) (i) amino-functional compound(s) of formula (II), and/or sec. aminosilane(s) and/or tert. aminosilane(s) and (ii) alkyl-, alkenyl- or polyether functional silicon compound(s) of formula (III), (IV) or (V) respectively, and/or (iii) optional siloxanes with a DO of 2-20 obtained by hydrolysis and (co)condensation of compounds (II), sec. or tert. aminosilanes, bis-aminosilanes, or compounds (III), (IV) or (V), or (C) (i) compound(s) (III) and (ii) compound(s) (IV) and/or optional siloxanes with a DO of 2-20 obtained by hydrolysis and (co)condensation of (III) and (IV). R-NH-(CH2)3-Si(CH3)x(Z)3-x (I) Z = 1-3C alkoxy, hydroxy or chlorine; x = 0 or 1; and R = 1-20C alkyl, 5-12C cycloalkyl or 6-12C aryl. R-Si(CH3)x(Z)3-x (II) R'-Si(CH3)x(Z)3-x (III) CH2=CH-(CH2)n-Si(CH3)x(Z)3-x (IV) R-(O-CH2CHR')n-O-(CH2)m-Si(CH3)x(Z)3-x (V) R = a group of formula H2N-((CH2)2NH)y-(CH2)3- (in II), or 1-4C alkyl (in V); y = 0, 1 or 2; R' = optionally fluoro-substituted 1-16C linear, branched or cyclic alkyl (in III), or H or methyl (in V); n = 0-20 (in IV) or 5-20 (in V); and m = 2 or 3 Independent claims are also included for: (a) surface-modified fillers obtained by treatment with these materials; (b) articles containing these fillers; (c) filled polyamide containing these fillers; (d) articles based on these filled polyamides.

EP1111002A2, drawing sheet 1
Sheet 1 of 20

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Projected expiry passed 26 October 2020, 5.9 years ago.

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17 claims: 1 independent, 16 dependent

  1. 1
    Organosilane- and / or organosiloxane-containing agents A, B or C for modifying the surface of fillers used in the production of filled polyamide, in which the agent A an amino-functional silicon compound of general formula I. R-NH- (CH 2 ) 3 -Yourself 3 ) x (Z) 3-x    wherein the Z groups are the same or different and Z is an alkoxy group having 1 to 3 C atoms or a hydroxy group or a chlorine atom, x is 0 or 1 and R is a linear or branched alkyl group having 1 to 20 C atoms, represents a cycloalkyl group having 5 to 12 C atoms or an aryl group having 6 to 12 C atoms, or at least one bis-aminosilane or at least one tertiary aminosilane or a mixture of primary and secondary and / or tertiary aminosilanes and / or aminosiloxanes, which by hydrolysis, Condensation or cocondensation of primary, secondary and / or tertiary aminosilanes are available, wherein the average degree of oligomerization of the aminosiloxanes is between 2 and 20, contains or the agent B i) at least one amino-functional silicon compound the general formula II R-Si (CH 3 ) x (Z) 3-x    wherein the groups Z are the same or different and Z is an alkoxy group having 1 to 3 C atoms or a hydroxy group or a chlorine atom, x is 0 or 1, and R is an amino group of the formula H. 2 N - [(CH 2 ) 2 NH] y - (CH 2 ) 3 - where y is 0 or 1 or 2, and or at least one secondary aminosilane and or at least one tertiary aminosilane and ii) at least one alkyl-functional silicon compound the general formula III R'-Si (CH 3 ) x (Z) 3-x    wherein the groups Z are the same or different and Z is an alkoxy group having 1 to 3 C atoms or a hydroxy group or a chlorine atom, x is 0 or 1 and R 'is a linear or branched or cyclic, optionally fluorine-substituted alkyl group having 1 to 16 Represents C atoms, or at least one alkenyl-functional silicon compound the general formula IV CH 2 = CH- (CH 2 ) n -Yourself 3 ) x (Z) 3-x    wherein the groups Z are the same or different and Z is an alkoxy group having 1 to 3 C atoms or a hydroxy group or a chlorine atom, x is 0 or 1 and n is an integer from 0 to 20, or at least one polyether-functional silicon compound the general formula V R- (O-CH 2 -CHR ') n -O- (CH 2 ) m -Yourself 3 ) x (Z) 3-x    wherein the Z groups are the same or different, Z is an alkoxy group having 1 to 3 C atoms or a hydroxy group or a chlorine atom, R is a linear or branched alkyl group having 1 to 4 C atoms, R 'is an H atom or CH 3 Group is n is an integer from 5 to 20, m is 2 or 3 and x is 0 or 1, and or iii) optionally, a content of siloxanes obtainable by hydrolysis, condensation or cocondensation of compounds of the general formula II, the secondary aminosilanes, the tertiary aminosilanes, bis-aminosilanes, compounds of the general formulas III, IV or V, the average degree of oligomerization the siloxane is between 2 and 20, contains or the means C i) at least one alkyl-functional silicon compound the general formula III R'-Si (CH 3 ) x (Z) 3-x    wherein the groups Z are the same or different and Z is an alkoxy group having 1 to 3 C atoms or a hydroxy group or a chlorine atom, x is 0 or 1 and R 'is a linear or branched or cyclic, optionally fluorine-substituted alkyl group having 1 to 16 Represents C atoms, and ii) at least one alkenyl-functional silicon compound the general formula IV CH 2 = CH- (CH 2 ) n -Yourself 3 ) x (Z) 3-x    wherein the groups Z are the same or different and Z is an alkoxy group having 1 to 3 C atoms or a hydroxy group or a chlorine atom, x is 0 or 1 and n is an integer from 0 to 20, and or iii) optionally, a content of siloxanes obtainable by hydrolysis, condensation or cocondensation of compounds of general formulas III and IV, the average degree of oligomerization of the siloxanes being between 2 and 20, contains.