High mooney ndbr with mooney jump
Abstract
The invention relates to methods for achieving a step increase in the Mooney viscosity in production of high-molecular-weight polybutadiene having >95% by weight content of cis-1,4 units and <1% by weight 1,2-vinyl content, characterized in that 1) at least one monomer selected from butadiene and/or isoprene is polymerized at temperatures of from −20° C. to 150° C. in the presence of at least one inert, organic solvent and in the presence of at least one catalyst based on neodymium carboxylate, 2) the polymerization is then terminated by addition of protic compounds and 3) then sulphur chlorides are added to the polymer, and prior to addition these sulphur chlorides are treated with a carboxylic acid, fatty acid and/or fatty acid ester.
Term
6.7 yearsto projected expiry
Projected expiry 18 June 2033, counted from filing; an application has no term until it is granted.
- Priority and filed
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- Today
- Projected expiry
20 claims: 3 independent, 17 dependent
- 1Zastrzeżenia patentowe 1. Sposób skokowego zwiększania lepkości Mooneya przy wytwarzaniu wysokocząsteczkowego polibutadienu z udziałem jednostek cis-1,4 wynoszącym > 95 % wagowych i zawartością 1,2-winylu wynoszącą < 1 % wagowych, znamienny tym, że 1) polimeryzuje się co najmniej jeden monomer wybrany z butadienu i/lub izopropenu, w obecności co najmniej jednego obojętnego, organicznego rozpuszczalnika i w obecności co najmniej jednego katalizatora na bazie karboksylanu neodymu w temperaturach od -20°C do 150°C,
- 22) następnie zatrzymuje się polimeryzację przez dodanie związków protycznych oraz
- 33) następnie dodaje się do polimeryzatu chlorki siarki, przy czym chlorki siarki przed dodaniem poddaje się obróbce kwasem karboksylowym, kwasem tłuszczowym i/lub estrem kwasu tłuszczowego. 2. Sposób według zastrz. 1 obejmujący następujące etapy sposobu:a) wytwarzania katalizatorów z lub bez wstępnego formowania z zastosowaniem systemów katalizatora opartych na neodymie składających się z - komponenty A: alkoholanu lub karboksylanu neodymu, korzystnie werstynianu neodymu, - komponenty B: glinowodorku dialkilu, korzystnie glinowodorku diizobutylu (DIBAH), - komponenty C: dienu, korzystnie butadienu lub izoprenu i - komponenty D: i co najmniej jednego halogenku organometalu, korzystnie seskwichlorku etyloglinu (EASC), b) polimeryzacji monomerów w temperaturze pomiędzy -20°C a 150°C, c) zatrzymania polimeryzacji związkami protycznymi oraz d) dodania chlorków siarki, przy czym chlorki siarki przed dodaniem poddaje się obróbce kwasem karboksylowym, kwasem tłuszczowym i/lub estrem kwasu tłuszczowego. 3. Sposób według zastrz. 1, znamienny tym, że związki protyczne obejmują kwasy karboksylowe i/lub kwasy tłuszczowe.
- 4Sposób według zastrz. 1, znamienny tym, że związki protyczne obejmują kwas stearynowy lub kwas laurynowy.
- 5Sposób według zastrz. 1, znamienny tym, że dodanie poddanych obróbce wstępnej chlorków siarki przeprowadza się w temperaturze od 20°C do 150°C, korzystnie w 50°C do 120°C. -266. Sposób według zastrz. 1, znamienny tym, że dodaje się stabilizator, korzystnie dodaje się stabilizator po dodaniu chlorków siarki.
- 67. Sposób według zastrz. 1, znamienny tym, że dodaje się 0,05 do 0,7 części wagowych, korzystnie 0,1 do 0,4 części wagowych chlorków siarki na 100 części wagowych kauczuku dienowego.
- 78. Sposób według zastrz. 1, znamienny tym, że chlorki siarki obejmują dichlorek disiarki, dichlorek siarki i/lub chlorek tionylu.
- 89. Sposób według zastrz. 1 albo 7, znamienny tym, że stosunek ilości chlorków siarki względnie dichlorku disiarki, dichlorku siarki i/lub chlorku tionylu do kwasu karboksylowego, kwasu tłuszczowego i/lub estru kwasu tłuszczowego wynosi 1:0,01 do 1:10.
- 910. Sposób według zastrz. 1, znamienny tym, że kwasy karboksylowe obejmują związki z grupy kwasów karboksylowych o 8 do 20 atomach węgla, korzystnie kwas wersenowy, kwas oktanowy lub kwas izooktanowy.
- 1011. Sposób według zastrz. 1, znamienny tym, że kwas tłuszczowy obejmuje nasycone, jednokrotnie lub wielokrotnie nienasycone roślinne lub zwierzęce kwasy tłuszczowe, korzystnie kwas laurynowy, kwas mirystynowy, kwas palmitynowy lub kwas oleinowy.
- 1112. Sposób według zastrz. 1, znamienny tym, że ester kwasu tłuszczowego obejmuje naturalne lub zmodyfikowane, nasycone, jednokrotnie lub wielokrotnie nienasycone roślinne lub zwierzęce estry kwasu tłuszczowego, korzystnie epoksydowany olej sojowy.
- 1213. Sposób według zastrz. 1, znamienny tym, że polibutadien otrzymany po etapie 3) wykazuje skokowe podwyższenie lepkości Mooneya (ML 1+4 w 100 °C) o co najmniej 50%, w odniesieniu do lepkości Mooneya (ML 1+4 w 100°C) polibutadienu po etapie 2).
- 1314. Sposób według zastrz. 1, znamienny tym, że polibutadien po etapie 2) ma lepkość Mooneya (ML 1+4 w 100 °C) (wyjściowa lepkość Mooneya) wynoszącą co najmniej 20 MU, korzystnie 20 - 25 MU, szczególnie korzystnie co najmniej 40 MU i po dodaniu chlorków siarki, korzystnie dichlorku disiarki, dichlorku siarki i/lub chlorku tionylu w etapie 3) ma lepkość Mooneya (ML 1+4 w 100 °C) (końcową lepkość Mooneya) wynoszącą co najmniej 30 MU, korzystnie 40 - 50 MU, szczególnie korzystnie 60 -80 MU, przy czym zawartość żelu wynosi mniej niż 1 % wagowy.
- 1415. Wysokocząsteczkowy katalizowany neodymem polibutadien otrzymywany według dowolnego z wcześniej podanych zastrz..
- 1516. Wysokocząsteczkowy katalizowany neodymem polibutadien według zastrz. 15, znamienny tym, że polibutadien ma współczynnik modyfikacji od 1,3 do 2,5, korzystnie od 1,4 do 2,1, przy czym następnie jest mierzona relaksacja naprężeń Mooneya po etapie 2 (MSR (2)) i po etapie 3 (MSR (3)) według ASTM D 1466-00, i utworzony z tego iloraz z MSR (2) /MSR (3) daje współczynniki modyfikacji. -2717. Wysokocząsteczkowy katalizowany neodymem polibutadien według zastrz. 16, znamienny tym, że polibutadien zawiera kwas karboksylowy, kwas tłuszczowy i/lub ester kwasu tłuszczowego.
- 1618. Wysokocząsteczkowy katalizowany neodymem polibutadien według zastrz. 17, znamienny tym, że polibutadien zawiera naturalne lub zmodyfikowane, nasycone, jednokrotnie lub wielokrotnie nienasycone roślinne lub zwierzęce estry kwasu tłuszczowego, zwłaszcza epoksydowany olej sojowy.
- 1719. Wysokocząsteczkowy katalizowany neodymem polibutadien według zastrz. 15, znamienny tym, że polibutadien zawiera kwas wersenowy, kwas oktanowy, kwas izooktanowy, kwas laurynowy, kwas mirystynowy, kwas palmitynowy lub kwas oleinowy.
- 1820. Mieszaniny kauczuku zawierające polibutadien według zastrz. 15.
- 1921. Zastosowanie mieszanin kauczuku według zastrz. 20 do wytwarzania kształtek wszystkich rodzajów, korzystnie elementów opon lub piłeczek golfowych.
- 2022. Zastosowanie mieszanin kauczuku według zastrz. 20 do modyfikacji udarowej materiałów termoplastycznych. Dorota Rzążewska Rzecznik patentowy -28Fig. I
Independent claims20
280 paragraphs in 1 section, as filed
The invention relates to a method for the stepwise increase of Mooney viscosity in the production of high molecular weight polybutadiene with a high proportion of cis-1.4 units of> 95% by weight and low 1,2-vinyl content of <1% by weight.
[0002] Polybutadienes are used as important constituents of rubber mixtures in the tire industry, it being desirable to improve properties such as reducing rolling resistance and clash. Another area of application are the cores of golf balls or soles of shoes, with high resilience in the foreground here (German:
Ruckprailelastizitat).
[0003] Polybutadienes with a high proportion of cis-1,4 units have been manufactured for a long time on a large industrial scale and are used for the production of tires and other rubber articles as well as for the modification of impact polystyrene.
[0004] In order to achieve high proportions of cis-1,4 units, so far almost exclusively rare earth catalysts have been used, as for example described in EP-A 1 0 011 184 and EP-B-A1 0 007 027. Examples of EP 1 123 940 A1 and EP 1 650 227 describe the preparation of a (co) diene polymer with an increase in Mooney viscosity.
[0005] It is known in the prior art that special neodymium-based polybutadienes have particularly favorable properties in terms of rolling resistance, clash and resilience in the high cis polybutadiene group. In the production of polybutadienes, the catalytic systems used play an important role.
[0006] A technically useful neodymium catalyst is, for example, a Ziegler / Natta system that is formed from a plurality of catalyst components. The catalyst formation is most often made up of various catalyst centers that can be recognized in the polymer based on at least the bimodal molar mass distribution. In the Ziegler / Natta catalyst systems, the known 3 catalyst components, usually consisting of a neodymium source, a chloride source and an organoaluminum compound, are mixed in a variety of ways under specific temperature conditions, the catalyst system being pre-treated with or without aging for polymerization.
[0007] Many methods for the production of Ziegler / Natta catalyst systems that are used in the preparation of polybutadiene are known in the art.
Prior art EP 0 127 236 is known in the same way in which the catalyst is prepared by mixing neodymium oxides, neodymium alkoxides and organoxide halides and organic compounds at 20 ° C to 25 ° C. It is possible
- also mixing these 4 components at 50 ° C to 80 ° C. In this variant, the mixture is cooled to 20 to 25 ° C, and then DIBAH is added.
Aging is not disclosed.
[0009] A process for producing a polybutadiene having a reduced solution viscosity / Mooney viscosity ratio in which the formation of a preformed catalyst is carried out is known from EP 1 176 157 B1. The neodymium edetate is then mixed with DIBAH and isopropene at 50 ° C, then the mixture is cooled to 5 ° C and then ethyl aluminum sesquichloride (EASC) is added. Aging can last from a few minutes to many days at temperatures between 10 ° C and -80 ° C. During the polymerization, comonomers, such as, for example, bisdienes, are added to increase the degree of branching of the polymer and thus also obtain a very narrow viscosity / Mooney viscosity ratio. The resulting branched polymer has per molecule by coupling through bisdienes with 4 free chain ends,
[0010] The number of chain ends in the polymer is responsible for energy dissipation. The higher the number of free ends of the chain, the greater is the dissipation of energy by the polymer. However, the lower the energy dissipation of the polymer, the lower the rolling resistance is, for example, the better the resilience of the reflection of the polymer. Accordingly, the final properties of a linear polymer with only two chain ends per molecule are always better than those of a branched polymer with the same molar mass.
[0011] It is known that commercially produced polymers have a static molar mass distribution, wherein the distribution of the molar mass is influenced by the preparation of the catalyst.
[0012] The term "abrupt increase in Mooney viscosity" and variants thereof, such as "Mooney spike" or "Mooney-Jump" refer to techniques in which the Mooney viscosity is significantly increased.
[0013] If the molecular weight of the elastomerically unsaturated diene polymers increases, this is important for various reasons. This then allows the production of low molecular weight primary polymers, which greatly benefits conventional polymerization techniques in the solution of lower viscosities in "cement" (polymer solution in the organic solvent medium that is used in polymerization) and allows handling with higher substance contents solid in "cement", because better heat transfer is achieved. It is also possible to reduce the cold flow of diene polymers of this type such that they can be more dilute with oil.
[0014] It is generally known in the art that the production of high molecular weight polymers, especially neodymium-catalyzed high molecular weight polybutadiene, directly using a solvent polymerization process is particularly difficult and uneconomical due to the high viscosities of the solution. There are difficulties when mixing. In addition, there is heterogeneity in the polymerization system and drastic
Reducing heat transfer. Direct polymerization up to high molecular weights would therefore make it necessary to produce low speed polymer by settling solid contents in the reaction space. Thus, the way the process is carried out significantly raises the cost of producing the polymer.
[0015] It is known that by pre-forming the Nd catalysts, the operation of the catalyst can be varied. Such preformed Nd catalysts provide polymerizates with a relatively low cold flow, however, by preforming the catalyst activity usually decreases, so that neodymium consumption is partially increased.
[0016] Furthermore, it is known that low-flow low polydiencies can be prepared when the diene polymers are polymerized with disulphide dichloride, sulfur dichloride, thionyl chloride, disulfide dibromide or thionyl bromide (DE-AS 12 60 794). The disadvantage of the process for the production of die-castelastic diene polymers described in DE-AS 12 60 794, however, is that this method is not suitable for high molecular weight neodymium polybutadiene if the Mooney span is to be 50% higher than the Mooney viscosity of the polymer after polymerization. Since "stepper polymer" includes the formation of a gel, reactor durability is reduced due to wall deposition in the reactor. Maintenance and cleaning of reactors means a high amount of time and costs. In addition, there is a risk that the polymer itself has gel shares,
[0017] DE 44 36 059 A1 describes in the same way a stepwise increase in the molecular weight of diene catalysts catalyzed by Nd, wherein the own polymer fragrance is carried out by an expansion step after polymerization to remove all components of the low boiling reaction mixture. The Mooney spike here is about 27% more than the Mooney viscosity of diene rubber after polymerization.
The object of the invention is therefore to provide a simple, effective and economical method for stepwise increase of the Mooney viscosity, wherein the stepwise increase in Mooney viscosity is at least 50% higher than the Mooney viscosity of the polymer after polymerization and at the same time there is no gel formation or is significantly reduced. gel formation.
[0019] To solve this task, a method was proposed of the type previously given, in which
1) at least one monomer selected from butadiene or isopropene is polymerized in the presence of at least one inert organic solvent and in the presence of at least one neodyme carboxylate catalyst at temperatures from -20 ° C to 150 ° C,
-42) then the polymerization is stopped by the addition of protic compounds and
3) sulfur chlorides are then added to the polymerizate, wherein the sulfur chlorides are treated with a carboxylic acid, a fatty acid and / or a fatty acid ester before addition.
[0020] The addition of sulfur chlorides to the polymerizate is also understood as "modifying" the polymer.
[0021] By treating the sulfur chlorides before the addition of the carboxylic acid, fatty acid and / or fatty acid ester it has surprisingly been found that a larger "step reaction" or modification can be achieved without undesired gel formation.
[0022] It is obtained - but without referring to the theory - that by treatment with a carboxylic acid, a fatty acid and / or a fatty acid ester, the solubility of sulfur chloride in the polymerization solvent is improved, especially in hexane, which ensures an even distribution of sulfur chloride in the polymerase such that local crosslinking can be avoided, or at least reduced. This means to avoid relatively reducing the gel formation. In this way, the reactivity of the sulfur chloride can be controlled or controlled.
[0023] It has surprisingly been found that the gel content of the polybutadiene produced according to the process of the invention is preferably less than 1% by weight, preferably less than 0.3% by weight, particularly preferably less than 0.2% by weight. The method for determining the gel content is described below.
[0024] In order to explain the terminology, it should be understood:
Initial Mooney viscosity: Mooney viscosity (ML 1 + 4 100 ° C): after polymerization, i.e. after step 2).
[0025] Final Mooney viscosity: Mooney viscosity (ML 1 + 4 100 ° C): after modification or Mooney or step stroke of the polymer (stepper polymer), i.e. after step 3).
[0026] Stepper polymer: high molecular weight polybutadiene after modification after Mooney's jump or after step-wise reaction.
[0027] Preference is given to using Ziegler-Natta catalysts based on rare earth compounds, such as cerium compounds, lanthanum, praseodymium, gadolinium and neodymium, which are soluble in hydrocarbons. Suitable salts of rare earth metals are particularly
Preferred for use as Ziegler-Natta catalysts, such as neodymium carboxylates, especially neodymium neodecanoate, neodymium octoate, neodymium naphthenate, neodymium 2,2-diethyl hexanoate or neodymium 2,2-diethylheptate, as well as the corresponding lanthanum or praseodymium salts.
In addition, suitable Ziegler-Nattaa catalysts also include metallocene-based catalyst systems, such as e.g. those described in EP-A 1025136 and EP-A 1078939.
[0028] Preferably, the method according to the invention is carried out on the basis of the following method steps:
(a) the manufacture of catalysts with or without preformation using neodymium based catalyst systems consisting of
- components A: neodymium alcoholate or carboxylate, preferably neodymium stannate,
- components B: dialkyl aluminum hydride, preferably diisobutyl aluminum hydride (DIBAH),
- C: dienes, preferably butadiene or isoprene components, and
- components D: at least one organometallic halide, preferably ethylaluminum sesquichloride (EASC),
b) polymerization of monomers at a temperature between -20 ° C and 150 ° C,
c) stopping the polymerization with the protic compounds and
d) adding sulfur chlorides, wherein the sulfur chlorides are treated with a carboxylic acid, a fatty acid and / or a fatty acid ester before addition.
[0029] As diesters, butadiene, isoprene, pentadiene and 2,3-dimethyl butadiene, in particular butadiene and isopropene, can be used. The stated dienes can be used either alone or in a mixture with each other, so that either homopolymerizates or copolymers of the stated dienes are formed.
[0030] After the catalyst system has been prepared, the polymerization is carried out in organic solvents. These solvents must be inert to the catalyst system used. Suitable are, for example, aromatic, aliphatic and cycloaliphatic hydrocarbons, such as benzene, toluene, pentane, n-hexane, isohexane, heptane, isomeric pentanes and cyclohexane. These solvents can be used alone or in combination. Cyclohexane and n-hexane are preferred. Mixing with polar solvents is also possible.
[0031] The inert organic solvents are used in amounts of from 200 to 900 parts by weight based on 100 parts by weight of the monomers. The amounts from 300 to 300 are preferred
500 parts by weight.
[0032] The polymerization can be carried out either continuously or non-continuously.
[0033] The polymerization is carried out at a temperature between -20 and 150 ° C, preferably between 0 and 130 ° C.
[0034] The polymerization can be carried out according to the conventional methods in one or more stages, in discontinuous or continuous handling. The continuous method of reactor cascade, consisting of many, preferably at least 2, especially 2 to 6 reactors, is preferred.
[0035] Once the desired conversion has been achieved, the catalyst is usually inactivated by the addition of protic compounds, i.e. polymerization is stopped. The amount of protic compounds is preferably 0 to 1 phr with respect to the monomer used.
[0036] Preferably, the protic compounds include carboxylic acids and / or fatty acids.
[0037] Preferably, stearic acid or lauric acid is used to deactivate the polymerization.
[0038] Furthermore, after the desired conversion has been achieved, reacting the catalyst with one or more reactive polar organic compounds that can be attached after reaction with the catalyst as a functional end group to the polymer chain.
[0039] It is also possible, but not necessary, to carry out a post-polymerization expansion step to remove all low-boiling polymerizate components.
The polymerizate thus obtained is mixed with sulfur chlorides, wherein the sulfur chlorides are pre-treated with a carboxylic acid, a fatty acid and / or a fatty acid ester. For pre-treatment, it mixes sulfur chlorides with a carboxylic acid, a fatty acid and / or a fatty acid ester.
[0041] Preferably, the ratio of sulfur chloride to carboxylic acid, fatty acid and / or fatty acid ester from 1: 0.01 to 1:10 is used.
[0042] Preferably, the carboxylic acids include compounds of the carboxylic acid group with 8 to 20 carbon atoms, preferably versenic acid, octanoic acid or iso-octanoic acid.
[0043] Preferably, the fatty acid comprises saturated, once or more polyunsaturated plant or animal fatty acids, such as lauric acid, myristic acid, palmitic acid or oleic acid.
[0044] Preferably, the fatty acid ester comprises natural or modified, saturated, single or multiply unsaturated plant or animal fatty acid esters, especially epoxidized soybean oil (ESBO).
Preferably, the sulfur chlorides comprise disulfide dichloride, sulfur dichloride and / or thionyl chloride. The modification with disulphide dichloride is particularly preferably carried out.
0.05 to 0.7 parts by weight, preferably 0.1 to 0.4 parts by weight, of sulfur chlorides, preferably disulphide dichloride per 100 parts by weight of diene rubber are usually added.
[0047] The modification is preferably carried out at temperatures from 20 ° C to 150 ° C, preferably from 50 to 120 ° C.
In the process according to the invention pretreated with a carboxylic acid, a fatty acid and / or a fatty acid ester, the sulfur chlorides are mixed for about 5 to 60 minutes with the polymerase.
[0049] Conventional stabilizers in conventional amounts may be added to the polymer solution before processing. For example, sterically hindered phenols such as e.g. 2,6-di-tert.butyl-4,5-methyl-phenol, 4,6-bis (octylthiomethyl) -o-cresol or octadecyl-3- are used as stabilizers. (3,5-di-tert-butyl-4-hydroxyphenyl) propionate or aromatic amines, such as N- (1,3-dimethylbutyl) -N'-phenyl-para-phenylenediamine or phosphides, such as, e.g., tris (nonylphenyl) )phosphide. Other stabilizers available for sale may also be used.
The isolation of the polymer is carried out by evaporation of the polymer solution, by precipitation with a non-solvent such as, for example, methanol, ethanol, acetone, or preferably by distillation of the solvent with water vapor.
[0051] After stripping with water vapor, the water is removed by means of suitable sieve or screw aggregates, such as a press or expander screw or a fluid bed dryer.
[0052] Drying is carried out according to a conventional method, e.g. in a drying oven or a screw dryer.
[0053] The high molecular weight polybutadiene produced according to the process of the invention has a Mooney viscosity (ML 1 + 4 at 100 ° C) after step 3) by at least 50% higher than the Mooney viscosity of the polybutadiene after step 2).
[0054] Preferably, the high molecular weight polybutadiene (NdBR) of the invention has a Mooney starting viscosity of at least 20 MU (ML 1 + 4 at 100 ° C), preferably 20 - 25 (ML 1 + 4 at 100 ° C) MU, particularly preferably every at least 40 MU (ML 1 + 4 at 100 ° C) and addition of sulfur chlorides such as disulphide dichloride, sulfur dichloride and / or thionyl chloride, has a final Mooney viscosity of at least 30 MU (ML 1 + 4 at 100 ° C ), preferably 40-850 MU (ML 1 + 4 at 100 ° C), particularly preferably 60 -80 MU (ML 1 + 4 at 100 ° C), with no gel formation or significantly reduced gel formation.
Preferably, the gel content is less than 1% by weight.
[0055] The starting viscosity refers to the Mooney viscosity of the polybutadiene after polymerization.
[0056] It is likewise possible to determine the relaxation of Mooney stresses according to ASTM D 164600 (MSR) of the Mooney pitch. In this case, the MSR values were measured after step 2) and step 3). The quotient from IAS (2) and IAS (3) gives modification coefficients. The MSR value is measured at 100 ° C according to the standard ASTM D 1646-00 method.
[0057] Preferably, the polybutadiene of the invention has a modification factor of from 1.3 to 2.5, preferably from 1.4 to 2.1.
[0058] Another invention is the high molecular weight neodymium-catalyzed polybutadiene obtained according to the method of the invention.
[0059] Preferably, the high molecular weight polybutadiene catalyzed by the neodymium of the invention has a carboxylic acid, a fatty acid and / or a fatty acid ester. In particular, natural or modified, saturated, single or multiply unsaturated plant or animal fatty acid esters, especially epoxidized soybean oil or versenic acid, octanoic acid, iso-octanoic acid, lauric acid, myristic acid, palmitic acid or oleic acid in polybutadiene, can be detected. neodymium according to the invention. Conventional methods of detection are known to those skilled in the art, for example by thin layer chromatography, gas chromatography, HPLC or mass spectroscopy, optionally the carboxylic acid, a fatty acid and / or a fatty acid ester is extracted / isolated beforehand.
[0060] The neodymium-catalyzed high molecular weight polybutadiene of the invention does not require the addition of filler oils, such as aromatic filler oils, to adjust the Mooney viscosity of the rubber.
The polybutadienes of the invention can be used alone, in a mixture with aromatic or aliphatic oils or in blending with other rubbers. For the production of rubber mixtures, synthetic rubbers are also suitable as additional rubbers in addition to natural rubber. Preferred synthetic rubbers are exemplified in W. Hofmann, Kautschuktechnologie, Genter Verlag, Stuttgart 1980 and I. Frant, Elastomers and Rubber Compounding Materials, Elsevier, Amsterdam 1989. These include, but are not limited to,
BR - conventional polybutadiene
ABR - butadiene copolymers / C1-C4 alkyl ester of acrylic polychloroprene
CR
-9IR - polyisoprene
SBR - styrene-butadiene copolymerizates with styrene contents of 1 to 60, preferably 20 to 50% by weight
IIR - isobutylene-isoprene copolymerizates
NBR - butadiene-acrylonitrile copolymers with an acrylonitrile content of 5 to 60, preferably 10 to 40% by weight
HNBR - partially hydrogenated or fully hydrogenated NBR EPDM rubber - ethylene / propylene / diene copolymers and mixtures of these rubbers. For the production of car tires with modified surface fillers, particular interest is made of natural rubber, emulsion SBR as well as solution SBR rubbers with a glass transition temperature above -50 ° C, which may optionally be modified with silyl ethers or other functional groups as described in EP A-0 447 066, polybutadiene rubber with a high content of 1.4-cis (> 90%), which was made with catalysts based on Ni, Co, Ti or
Nd, as well as polybutadiene rubber with a vinyl content of 0 to 75% by weight, as well as mixtures thereof are of interest.
[0062] The rubber mixtures are a further object of the invention and typically contain 5 to 300 parts by weight of active or inactive filler, e.g.
highly disperse silicic acids, produced for example by precipitation from silicate solutions or flame hydrolysis of silicon halides with specific surface areas of 5 to 1000, preferably 20 to 400 m<sup>2</sup>/ g (BET surface area) and primary particle size of 10 to 400 nm. Silicas may also optionally occur as oxides mixed with other metal oxides, such as Al, Mg, Ca, Ba, Zn, Zr and Ti oxides,
- synthetic silicates, such as aluminum silicate, alkaline earth silicates, such as magnesium silicate or calcium silicate, with BET surfaces between 20 and 400 m<sup>2</sup>/ g diameters of the main particle ranging from 10 to 400 nm,
- natural silicates, such as kaolin and other naturally occurring silicic acids,
- glass fibers and glass fiber products (mats, cords) or glass microspheres,
- metal oxides, such as zinc oxide, calcium oxide, magnesium oxide, aluminum oxide,
- metal carbonates, such as magnesium carbonate, calcium carbonate, zinc carbonate,
- metal hydroxides, such as, for example, aluminum hydroxide, magnesium hydroxide,
Metal salts, such as e.g. zinc or magnesium salts [alpha], [beta] -naturated fatty acids, such as e.g. acryl- or methacrylic acid with 3 to 8 carbon atoms, such as zinc acrylate, zinc diacrylate, methacrylate zinc, zinc dimethacrylate and mixtures thereof;
- I think. The carbon blacks used here are produced according to the flame, furnace and gas black process and have a BET surface area of 20 to 200 m2 / g, such as SAFA blacks, ISAF, HAF, FEF or GPF.
- rubber gels, especially those based on polybutadiene, butadiene / styrene copolymers, butadiene / acrylonitrile and polychloroprene copolymers.
[0063] Zinc diacrylates, highly disperse silicas and carbon blacks are particularly preferred.
[0064] Said fillers can be used alone or in a mixture. In particularly preferred embodiments, the rubber mixtures comprise as fillers a mixture of light fillers, such as highly disperse silicas, and carbon blacks, wherein the ratio of light filler to carbon black is from 0.05 to 20, preferably 0.1 to 10.
[0065] Fillers are preferably added to the polybutadiene solution of the invention as solid or as a mash in water or in a solvent. The rubber solution may be pre-prepared, however, a solution derived directly from the polymerization is used. The solvent is then removed thermally or preferably by means of steam. The conditions of this striping method can be easily determined by preliminary experiments.
Furthermore, the fillers are preferably added to the solid polybutadienes of the invention or a mixture of rubbers and are mixed in a known manner, e.g. by means of a kneader.
[0067] The rubber mixtures according to the invention furthermore optionally comprise crosslinking agents. Crosslinking agents may be sulfur or peroxides, with sulfur being particularly preferred. The rubber mixtures according to the invention may contain further rubber auxiliary products, such as reaction accelerators, anti-aging agents, heat stabilizers, light protective agents, ozone protecting agents, processing aids, softeners, adhesives, propellants, dyes, pigments, waxes, fillers. , organic acids, retarders, metal oxides as well as activators such as triethanolamine, polyethylene glycol, hexanetriol etc. known in the rubber industry.
[0068] In preferred rubber mixtures with highly active precipitated silicas, the use of additional builder activators is particularly preferred. Preferred activators of the fillers are sulfur-containing silyl ethers, in particular bis (trialkoxysyl-alkyl) -polysulphides, such as those described in DE-A-2 141 159 and DE-A-2 255 577,
Sulfur-containing silylmeromeric and / or polymeric silyl ethers from DE-A-4 435 311 and EP-A-0
670, 347, mercaptoalkyltrialkoxysilanes, in particular mercaptopropyltriethoxysilanes and thiocyanatoalkylsilylethers, such as e.g. described in DE-A-195 44 469.
[0069] Rubber auxiliaries are used in conventional amounts, which are inter alia adapted for the purpose of use. Conventional amounts are e.g. amounts from 0.1 to 50% by weight. with respect to rubber.
[0070] Subsequent mixing of the rubbers with other given rubber auxiliaries, cross-linking materials can be carried out in a conventional manner using suitable mixing aggregates, such as a roller mixer, closed mixers and mixer extruders.
[0071] Mixing and vulcanization are, for example, described in more detail in the Encyclopedia of Polymer Science and Engineering, volume 4, page 66 ff (mixing) and volume 17, page 666 ff (vulcanization).
[0072] The vulcanisation of the rubber mixtures according to the invention can take place at conventional temperatures of 100 to 200 ° C, preferably 130 to 180 ° C, (optionally under a pressure of 10 to 200 bar).
[0073] Rubber mixtures are ideally suited for the production of all kinds of molded parts.
[0074] Non-limiting examples of these fittings are O-shaped rings, profiles, gaskets, membranes, tires, tire tread surfaces, damping elements and hoses.
[0075] Particularly preferably, there are different tire components and tire tread surfaces.
Furthermore, the rubber mixtures according to the invention are suitable for the impact modification of thermoplastic materials, in particular polystyrene and styrene / acrylonitrile copolymers.
[0077] It is particularly suitable to use mixtures of golf-rubber rubber, in particular golf ball cores.
The scope of the invention includes all of the above-mentioned and below general or preferred ranges residual definitions, coefficients, parameters and explanations among themselves as well as between respective ranges and preferred ranges in any combination. [0079] In the following, the invention is explained in more detail on the basis of exemplary embodiments.
I. Production of high molecular weight neodymium-catalysed polybutadiene (NdBR)
[0080] Various NdBRs were produced with a stepwise increase in molecular weight.
Comparative Example 1: NdBR with a small Mooney pitch <50%, no gelling
Polymerization:
[0081] 8,500 g of hexane (dried through a molar sieve), 1300 g of 1,3-butadiene, 21.4 mmol of a 20% solution of diisobutyl aluminum hydride in hexane, 1.44 mmol was charged to a dry nitrogen-neutralized 20l steel autoclave. 10% solution of ethylaluminium sesquichloride in hexane and 1.44 mmol of a 40% solution of neodymium edetate in hexane. While stirring, it was heated to 73 ° C and polymerized with stirring for 60 min. A conversion sample was taken. The reaction of butadiene was 99.7% after polymerisation.
[0082] The polymerization was stopped by adding 3.75 g of stearic acid (0.25 phr) and stabilized with 1.3 g of Irganox 1520 (0.1 phr). The solution was held for a further 15 min at 65 ° C.
[0083] Starting Mooney viscosity (ML 1 + 4 at 100 ° C): 39 MU relaxation of Mooney stresses (MSR at 100 ° C according to ASTM D 1646-00): MSR (2) = 0.64.
Modification:
[0084] 720 g of polymer solution was transferred to a 2L glass reactor. For the purpose of modification, 1.71 g of a 11% (0.2 phr) hexane disulfide dichloride solution in hexane was added. The solution was stirred for 15 min at 65 ° C. The polymer was precipitated by introducing 5 kg of ethanol, stabilized with Irganox 1520 (0.2 phr) and dried in vacuo at 70 ° C. Final weight after drying: 95 g.
Final Mooney viscosity (ML 1 + 4 at 100 ° C): 44 MU; Relaxation of Mooney stresses MSR (3) = 0.52;
Gel content <0.3% by weight
13 Molecular structure: 97.5% by weight 1.4-cis; 1.7 wt.% 1,4-trans; 0.8% by weight 1,2winyl [0085] With a small Mooney lead of 12.8% above the original Mooney viscosity, the high molecular weight neodymium-catalysed polybutadiene does not involve gel formation.
[0086] The modification factor (MK) is 1.2.
Comparative Example 2: NdBR with a high Mooney pitch> 50%, with gelling
Polymerization:
The dry nitrogen-neutralized 20 L steel autoclave was loaded with 8,500 g of hexane (dried through a molar sieve), 1300 g of 1,3-butadiene, 21.3 mmol of a 20% solution of diisobutyl aluminum hydride in hexane, 1.44. mmol of a 10% solution of ethyl aluminum sesquichloride in hexane as well as 1.44 mmol of a 40% solution of neodymium edetate in hexane. While stirring, it was heated to 73 ° C and polymerized with stirring for 60 min. A conversion sample was taken. The reaction of butadiene was 99.7% after polymerisation.
[0088] The polymerization was stopped by adding 6.5 g of stearic acid. The solution was held for a further 15 min at 65 ° C.
[0089] Starting Mooney viscosity (ML 1 + 4 at 100 ° C): 36 MU MSR (2) = 0.77.
Modification:
[0090] 720 g of the polymer solution was transferred to a 2L glass reactor. For modification, 3.42 g of a 11% solution of disulphide dichloride in hexane (0.4 phr) was added. The solution was stirred for 15 min at 65 ° C. The polymer was precipitated by introducing 5 kg of ethanol, stabilized with Irganox 1520 (0.2 phr) and dried in vacuo at 70 ° C. Final weight after drying: 95 g.
Final Mooney viscosity (ML 1 + 4 at 100 ° C): 82 MU;
-14MSR (3) = 0.35;
Gel content = 8.5% by weight
Microstructure: 97.6 wt% 1.4-cis; 1.7 wt.% 1,4-trans; 0.7% by weight 1,2winyl [0091] With a high Mooney travel of 127.8% above the original Mooney viscosity, the high molecular weight neodymium-catalysed polybutadiene comprises a gel formation of 8.5% by weight.
[0092] The modification factor is thus 2.2.
Example according to the invention 1: NdBR with a high Mooney spill of 83% without gelation
Polymerization:
The dry nitrogen-neutralized 20l steel autoclave was loaded with 8,500 g of hexane (dried through a molar sieve), 1300 g of 1,3-butadiene, 29.2 mmol of a 20% solution of diisobutyl aluminum hydride in hexane, 1.44 mmol 10% solution of ethylaluminium sesquichloride in hexane and 1.44 mmol of a 40% solution of neodymium edetate in hexane. While stirring, it was heated to 73 ° C and polymerized with stirring for 60 min. A conversion sample was taken. The reaction of butadiene was 99.5% after polymerisation.
[0094] The polymerization was stopped by the addition of 6.5 g stearic acid (0.5 phr). The solution was held for a further 15 min at 65 ° C.
[0095] Starting Mooney viscosity (ML 1 + 4 at 100 ° C): 24 MU MSR (2) = 0.78.
Modification:
[0096] 720 g of the polymer solution was transferred to a 2L glass reactor. For the purpose of modification, 1.24 g of the disulphide dichloride solution in ESBO at 54% (0.7 phr) was added. The solution was stirred for 15 min at 65 ° C. The polymer was precipitated by
Introduction of 5 kg of ethanol, stabilized with Irganox 1520 (0.2 phr) and dried in vacuo at 70 ° C. Final weight after drying: 95.2 g.
Final Mooney viscosity (ML 1 + 4 at 100 ° C): 44 MU;
IAS (3) = 0.46;
Gel content <0.3% by weight
Microstructure: 97.4% by weight 1.4-cis; 1.9% by weight 1,4-trans; 0.6 wt% 1,2 wt.
[0097] The modification factor is thus 1.7.
Example according to the invention 2: NdBR with a high Mooney lead of 55% without gelation
Polymerization:
To a dry nitrogen-neutralized 20L steel autoclave, 8500 g of hexane (dried through a molar sieve), 1300 g of 1,3-butadiene, 21 mmol of a 20% solution of diisobutyl aluminum hydride in hexane, 1.44 mmol of 10% were charged. a solution of ethylaluminium sesquichloride in hexane and 1.44 mmol of a 40% solution of neodymium edetate in hexane. While stirring, it was heated to 73 ° C and polymerized with stirring for 60 min. A conversion sample was taken. The reaction of butadiene was 98.7% after polymerisation.
[0099] The polymerization was stopped by the addition of 6.5 g stearic acid (0.5 phr). The solution was held for a further 15 min at 65 ° C.
[0100] Starting Mooney viscosity (ML 1 + 4 at 100 ° C): 40 MU MSR (2) = 0.65.
Modification:
[0101] 720 g of polymer solution was transferred to a 2L glass reactor. For modification, 0.40 g disulphide dichloride solution in ESBO at a concentration of 64% was added
-16 (0.3 phr). The solution was stirred for 15 min at 65 ° C. The polymer was precipitated by introducing 5 kg of ethanol, stabilized with Irganox 1520 (0.2 phr) and dried in vacuo at 70 ° C. Final weight after drying: 95.1 g.
Final Mooney viscosity (ML 1 + 4 at 100 ° C): 62 MU,
IAS (3) = 0.36;
Gel content <0.3% by weight
Microstructure: 97.4% by weight 1.4-cis; 2.0 wt.% 1,4-trans; 0.6 wt% 1,2 wt
Molar mass: Mn = 202 kg / mol, Mw = 418 kg / mol, Mz = 1050 kg / mol; Polydispersity (Mw / Mn) = 2.07
Solution viscosity: 218 mPas [0102] The modification factor is thus 1.8.
Example not according to the invention 3: NdBR with a high Mooney lead of 97% without gelation
Polymerization:
[0103] 8500 g of hexane (dried through a molar sieve), 1300 g of 1,3-butadiene, 21 mmol of a 20% solution of diisobutyl aluminum hydride in hexane, 1.44 mmol of 10% was charged into a dry nitrogen-neutralized 20l steel autoclave. a solution of ethylaluminium sesquichloride in hexane and 1.44 mmol of a 40% solution of neodymium edetate in hexane. While stirring, it was heated to 73 ° C and polymerized with stirring for 60 min. A conversion sample was taken. The reaction of butadiene was 99.5% after polymerisation. The polymer solution was not stopped and was subjected to further processing directly. It was subjected to a polymer test and the Mooney values of the polymer were obtained.
[0104] Starting Mooney viscosity (ML 1 + 4 at 100 ° C): 37 MU
IAS (2) = 0.65.
-17Modyfikacja:
[0105] 720 g of polymer solution was transferred to a 2L glass reactor. For the modification, 0.76 g of disulphide dichloride solution in ESBO at 37.5% (0.3 phr) was added. The solution was stirred for 15 min at 65 ° C. The polymer was precipitated by introducing 5 kg of ethanol, stabilized with Irganox 1520 (0.2 phr) and dried in vacuo at 70 ° C. Final weight after drying: 95.1 g
Final Mooney viscosity (ML 1 + 4 at 100 ° C): 73 MU:
IAS (3) = 0.33;
Gel content <0.3% by weight
Microstructure: 97.7% by weight 1.4-cis; 1.7 wt.% 1,4-trans; 0.6 wt% 1,2 wt.
The modification factor is therefore 1.97.
[0106] All NdBR produced according to the method of the invention have a high pitch
Mooney. The final Mooney viscosities are more than 50% above the original Mooney NdBR viscosity and have a gel content of <0.3% by weight.
research:
[0107] A: Determination of the polybutadiene gel content in styrene as a gravimetric method analogous to the BAYELAS MO AQ 259 - A LAB method:
25.0 g of polymer was weighed on a laboratory scale to the nearest 0.1 g. The edges were first cut off and discarded. The polymer is cut into small pieces. In a 1-neck wide bottle, 850 ml of filtered styrene was placed and the polymer was dissolved on a shaking machine for about 4 hours.
[0108] A previously aged wire mesh consisting of a wire cloth with a mesh density of 0.036 mm, 50 mm was inserted to cool on a dry desiccant slides. After cooling, the wire mesh is removed from the dry slide and weighed on the analytical balance to the nearest 0.1 mg. This gives the mass A. Each time 100 ml filtered
-18styrene is made in three beakers. A 50 mm diameter wire mesh is placed in the "Gelman" metal filtration system (gasket-filter-gasket) and the funnel cap is screwed on.
[0109] Now the polymer solution is poured through the filter. The first of the three styrene-coated beakers is used to rinse the wide-necked bottle, and this solution is applied the same way through the filter. The filter is rinsed with two more portions of styrene.
[0110] The filter is now carefully removed with tweezers and placed on clean cellulose. The edge of the filter is carefully pressed with tweezers. Stirring styrene was observed with the aid of a magnifying glass. The wet yet styrene-crosslinked wire filter becomes visibly brighter with the decreasing amount of styrene. If all the filter eyes are free from styrene, they are weighed immediately on the scale. Mass B is obtained.
[0111] After the filter has been re-weighed, it is dried in a drying oven for 15 minutes at 100 ° C (± 5 ° C) to determine the dry gel content. The filter is located on an open, dry slide. After drying, the slide with the filter is placed in the desiccator for about 10 minutes to cool and then re-weighed. The mass C is obtained.
Calculations:
[0112]
<img file="PL2861629T3_D0001.tif" />
B: Mooney viscosity and relaxation of Mooney stresses according to ASTM D 1646-00 C: Solution viscosity according to ISO 3105:
[0113] A solution of 5, 43% polymer solution in toluene was measured at room temperature with a Brookfield DVI rotary viscometer.
D: GPC was carried out by Currenta.
E: Determination of the microstructure [0114] Currenta, ELA 101: the polymer solution in toluene is applied to the KBr window, the solvent is evaporated, and the polymer film is measured between 2 KBr windows by FTIR spectroscopy.
[0115] ESBO: Epoxidized Cognis soybean oil [0116] Irganox 1520: BASF 4,6-bis (octylthiomethyl) -O-cresol from BASF
II. Preparation of rubber mixtures and vulcanizates [0117] Comparative Example 2 is not suitable as a test compound due to its high gel content.
[0118] Rubber mixtures were prepared that contain BUNA ™ CB 22 as Nd-catalysed polybutadiene without a Mooney jump, as well as the polymer of Comparative Example 1 and the polymer of Example 2 of the invention. The mixture ingredients are listed in Table 2. The mixtures were then produced without sulfur and catalyst in a 1.5 liter kneader. The components of the sulfur mixture and catalyst were then mixed on the roll at 40 ° C.
[0119] The NdBR of Comparative Example 1 has an initial Mooney viscosity of 39 MU; The NdBR of the invention of Example 2 has an initial Mooney viscosity of 39 MU. Buna CB22, with no Mooney travel, has a Mooney viscosity of 63 MU.
[0120] The following substances were used for the studies on mixtures:
Table 1:
<td>trade name</td><td>Manufacturer</td>
<td>BUNA ™ CB 22 as polybutadiene Nd</td><td>Lanxess Germany GmbH</td>
<td>CORAX N 326 as soot</td><td>Evonik Degussa GmbH</td>
<td>VIVATEC 500 as oil</td><td>Hansen und Rosenthal KG</td>
<td>ZINCWEIB ROTSIEGEL as zinc oxide</td><td>Grillo zinc oxide GmbH</td>
<td>EDENOR C 18 98-100 as stearic acid</td><td>Caldic Germany GmbH</td>
<td>VULKANOX 4020 / LG as a stabilizer</td><td>Lanxess Germany GmbH</td>
<td>VULKANOX HS / LG as a stabilizer</td><td>Lanxess Germany GmbH</td>
<td>VULKACIT® CZ / EGC as an accelerator</td><td>Lanxess Germany GmbH</td>
<td>RHENOGRAN IS 60-75 as sulfur</td><td>RheinChemie Rheinau GmbH</td>
<td>TSR / RSS 3 DEFO 700</td><td>Natural rubber Defo 700</td>
Table 2: Composition of mixtures
<td>NdBR</td><td>V1</td><td>E2</td><td>V2</td><td>V1 *</td><td>E2 *</td><td>V2 *</td>
<td>Comparative example 1</td><td>100</td><td></td><td></td><td>70</td><td></td><td></td>
<td>Example 2 according to the invention</td><td></td><td>100</td><td></td><td></td><td>70</td><td></td>
<td>Buna CB 22</td><td></td><td></td><td>100</td><td></td><td></td><td>70</td>
<td>TSR / RSS 3 DEFO 700</td><td></td><td></td><td></td><td>thirty</td><td>thirty</td><td>thirty</td>
<td>CORAX N 326</td><td>50</td><td>50</td><td>50</td><td>50</td><td>50</td><td>50</td>
<td>VIVATEC 500</td><td>four</td><td>four</td><td>four</td><td>four</td><td>four</td><td>four</td>
<td>ZINCWEISS ROCK STYLE</td><td>2</td><td>2</td><td>2</td><td>2</td><td>2</td><td>2</td>
<td>EDENOR C 18 98-100</td><td>3</td><td>3</td><td>3</td><td>3</td><td>3</td><td>3</td>
<td>VULKANOX 4020 / LG</td><td>2</td><td>2</td><td>2</td><td>2</td><td>2</td><td>2</td>
<td>VULKANOX HS / LG</td><td>3</td><td>3</td><td>3</td><td>3</td><td>3</td><td>3</td>
<td>VULKACIT CZ / EGC</td><td>1.4</td><td>1.4</td><td>1.4</td><td>1.4</td><td>1.4</td><td>1.4</td>
<td>RHENOGRAN IS 60-75</td><td>2.36</td><td>2.36</td><td>2.36</td><td>2.36</td><td>2.36</td><td>2.36</td>
[0121] To evaluate the clutches, sheets of sheepskin before and after in the mixing of rubber chemicals were evaluated. Mixtures V1 and V1 * as well as E2 and E2 * according to the invention had smooth sheets of sheepskin, whereas mixtures V2 and V2 * with unmodified Buna.
CB22 had heterogeneous sheets of sheepskin that were very wrinkled and had only insufficient contact with the roll.
[0122] The following properties were determined on the vulcanizates according to the given standards:
DIN 53505: Shore A hardness at 23 ° C and 70 ° C
DIN 53512: resilience at 23 ° C and 70 ° C ("R23")
DIN 53504: stress values at 10%, 25%, 50%, 100%, 200% and 300% tension (σ10, σ25, σ50, σ100, σ200 and σ300), tensile strength and elongation at break DIN 53516: Abrasion [0123] To determine the dynamic properties (temperature dependence of the memory module E 'in the temperature range -60 ° C to 0 ° C and tan δ at 60 ° C), an Eplexor (Eplexor 500 N) device from Gabo-Testanlagen GmbH, Ahlden was used. , Germany. The measurements were obtained according to DIN53513 at a frequency of 10 Hz on cylindrical samples in the temperature range from 100 ° C to + 100 ° C at a heating rate of 1 K / min. The measurements took place in the compression mode with static compression of 1% and dynamic deformation of 0.1%.
[0124] By means of this method, the following measurement values were obtained, which were determined according to ASTM 5992-96.
E '(-60 ° C): memory module at -60 ° CE' (-50 ° C): memory module at -50 ° CE '(-40 ° C): memory module at -40 ° CE' (-30 ° C) ° C): memory module at -30 ° CE '(-20 ° C): memory module at -20 ° CE' (-10 ° C): memory module at -10 ° CE '(-0 ° C): module memory at 0 ° C as well
-The acetate δ (60 ° C): loss factor (E "/ E ') at 60 ° C.
[0125] E 'provides an adhesion index of the tread surface of winter tires on ice and snow. The lower E ', the better the grip.
[0126] Tan δ (60 ° C) is a measure of the hysteresis loss during rolling of the tire. The lower the tan δ (60 ° C), the lower the rolling resistance of the tire.
[0127] Table 3 shows the properties of the vulcanizate of mixtures.
Table 3: vulcanizate properties
<td></td><td></td><td>V1</td><td>E2</td><td>V2</td><td>V1 *</td><td>E2 *</td><td>V2 *</td>
<td>Study</td><td>Unit</td><td></td><td></td><td></td><td></td><td></td><td></td>
<td>ML 1 + 4/100</td><td>HIM</td><td>49.7</td><td>59.0</td><td>75.1</td><td>50.5</td><td>56.9</td><td>68.7</td>
<td>Hardness ShA @ 23 ° C</td><td></td><td>59.5</td><td>60.4</td><td>61.6</td><td>58.0</td><td>59.1</td><td>60.3</td>
<td colspan="2">Tension extension</td><td></td><td></td><td></td><td></td><td></td><td></td>
<td>S10 @ 23 ° C</td><td>MPa</td><td>0.5</td><td>0.5</td><td>0.6</td><td>0.5</td><td>0.5</td><td>0.5</td>
<td>S300 @ 23 ° C</td><td>MPa</td><td>7.3</td><td>8.5</td><td>8.3</td><td>8.3</td><td>8.9</td><td>8.6</td>
<td>S300 / S10</td><td></td><td>14.6</td><td>17</td><td>13.8</td><td>16.6</td><td>17.8</td><td>17.2</td>
<td colspan="2">Sweep of MTS @ 60 ° C amplitudes</td><td></td><td></td><td></td><td></td><td></td><td></td>
<td>G * (0.5%) 1. measurement</td><td></td><td>1.91</td><td>1.89</td><td>1.91</td><td>1.94</td><td>1.88</td><td>1.98</td>
<td>G * (15%) 1st measurement</td><td></td><td>1.16</td><td>1.19</td><td>1.22</td><td>1.12</td><td>1.12</td><td>1.19</td>
<td>Maximum Tan d</td><td></td><td>0.13</td><td>0.121</td><td>0.116</td><td>0.137</td><td>0.122</td><td>0.119</td>
<td>Resilience of reflection</td><td></td><td></td><td></td><td></td><td></td><td></td><td></td>
<td>@ 60 ° C,</td><td>%</td><td>63.3</td><td>64.6</td><td>65.7</td><td>61.8</td><td>63.3</td><td>62.0</td>
<td colspan="2">Dynamic damping DIN 53513</td><td></td><td></td><td></td><td></td><td></td><td></td>
<td>E '(0 ° C)</td><td>MPa</td><td>10.3</td><td>9.43</td><td>9.34</td><td>12.42</td><td>10.67</td><td>12.54</td>
<td colspan="2"></td><td>7</td><td></td><td></td><td colspan="2"></td><td></td>
<td>E '(23 ° C)</td><td>MPa</td><td>9.2</td><td>8.47</td><td>8.43</td><td>10.7</td><td>9.3</td><td>10.92</td>
<td>E '(60 ° C)</td><td>MPa</td><td>8.34</td><td>7.83</td><td>7.85</td><td>9.19</td><td>8.19</td><td>9.56</td>
<td>E "(0 ° C)</td><td>MPa</td><td>0.87</td><td>0.74</td><td>0.63</td><td>1.17</td><td>0.94</td><td>1.09</td>
<td>E "(23 ° C)</td><td>MPa</td><td>0.67</td><td>0.57</td><td>0.49</td><td>0.83</td><td>0.67</td><td>0.78</td>
<td>E "(60 ° C)</td><td>MPa</td><td>0.55</td><td>0.44</td><td>0.34</td><td>0.59</td><td>0.47</td><td>0.54</td>
<td>E * (0 ° C)</td><td>MPa</td><td>10.4 one</td><td>9.46</td><td>9.36</td><td>12.47</td><td>10.71</td><td>12.59</td>
<td>E * (23 ° C)</td><td>MPa</td><td>9.22</td><td>8.49</td><td>8.44</td><td>10.73</td><td>9.33</td><td>10.95</td>
<td>E * (60 ° C)</td><td>MPa</td><td>8.36</td><td>7.84</td><td>7.86</td><td>9.21</td><td>8.21</td><td>9.58</td>
<td>tan d (0 ° C)</td><td></td><td>0.08 five</td><td>0.08</td><td>0.068</td><td>0.095</td><td>0.089</td><td>0.088</td>
<td>tan d (23 ° C)</td><td></td><td>0.07 3</td><td>0.068</td><td>0.059</td><td>0.078</td><td>0.073</td><td>0.072</td>
<td>tan d (60 ° C)</td><td></td><td>0.06 7</td><td>0.058</td><td>0.045</td><td>0.065</td><td>0.058</td><td>0.058</td>
<td colspan="2">Abrasion DIN 53516</td><td></td><td></td><td></td><td></td><td></td><td></td>
<td>encounter</td><td>3<sub>mm</sub><sup>3</sup></td><td>13</td><td>12</td><td>15</td><td>29</td><td>29</td><td>33</td>
[0128] E2 and E2 * according to the invention had, for comparative examples V1 and V1 *, a clear improvement in the low rolling resistance indexes, such as high reflection resilience at 60 ° C, low delta tan delta at 60 ° C MTS and low tan delta at 60 ° C in the Eplexor test, better results in the extension elongation test, resulting from the higher S300 / S10 quotient as well as very low values in the abrasion test.
[0129] In view of the unmodified Buna CB22 in comparative examples V2 and V2 *, examples E2 and E2 * according to the invention had, with comparatively good mixture properties, a marked improvement in the treatment quality, visible on a clearly smooth and homogeneous sheet of the sheepskin and excellent Garvey's extrudate.
[0130] Fig. 1 shows the Garvey moldings of Comparative Example V1, Example E2 and Comparative Example V2 (top-down) at 90 ° C and a rotational speed of 50 rpm.
[0131] V1 and E2 gave smooth stampings, while V2 has a profile with strong saw teeth.
[0132] In summary, it could be shown that by the polymers according to the invention with a high Mooney pitch> 50%, mixtures can be made which are easy to process, give smooth extrudates, however, they correspond to the physical properties of the mixture difficult to work with unmodified neodymium polybutadiene rubber.
Dorota Rzążewska
Patent Attorney
30 members in 19 offices
Members30
| Document | Office | Kind | |
|---|---|---|---|
| EP2676968A1 | European Patent Office (EPO) | A1 | |
| WO2013189947A1 | World Intellectual Property Organization (WIPO) | A1 | |
| TW201418298A | Taiwan Province of China | A | |
| SG11201408255YA | Singapore | A | |
| CN104395351A | China | A | |
| KR20150022836A | Republic of Korea | A | |
| MX2014015760A | Mexico | A | |
| EP2861629A1 | European Patent Office (EPO) | A1 | |
| SA113340657B1 | Saudi Arabia | B1 | |
| JP2015524018A | Japan | A | |
| IN10479DEN2014A | India | A | |
| US2015252126A1 | United States of America | A1 | |
| ZA201409048B | South Africa | B | |
| HK1208480A1 | Hong Kong, China | A1 | |
| EP2861629B1 | European Patent Office (EPO) | B1 | |
| CN104395351B | China | B | |
| RU2015101154A | Russian Federation | A | |
| ES2581545T3 | Spain | T3 | |
| HUE027784T2 | Hungary | T2 | |
| PL2861629T3This record | Poland | T3 | |
| BR112014031695A2 | Brazil | A2 | |
| TWI589608B | Taiwan Province of China | B | |
| RU2638960C2 | Russian Federation | C2 | |
| US9845366B2 | United States of America | B2 | |
| JP6333812B2 | Japan | B2 | |
| MY167860A | Malaysia | A | |
| BR112014031695A8 | Brazil | A8 | |
| MX363333B | Mexico | B | |
| KR102009776B1 | Republic of Korea | B1 | |
| BR112014031695B1 | Brazil | B1 |
Numbers
- Publication
- 2861629
- Application
- 13731093
Titles2
- English
- HIGH MOONEY NDBR WITH MOONEY JUMP
- Polish
- NDBR o wysokich wartościach Mooneya ze skokiem Mooneya
Classification
- CPC, 8
- C08C19/00
- C08C19/20
- C08L15/00
- C08F8/34
- C08F136/06
- C08L9/00
- C08F236/06
- C08F36/06
- IPC, 3
- C08C19 00
- C08C19 20
- C08L15 00