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Mixtures of silicon-containing coupling reagents

A technology of silicon coupling agent and mixture, applied in the field of mixture containing silicon coupling agent, can solve problems such as poor processing performance and kinetic performance

Active Publication Date: 2009-08-26
EVONIK OPERATIONS GMBH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0011] The known alkoxy-substituted and / or alkylpolyether-substituted mercaptosilanes with long-chain alkoxy groups have the disadvantage of poor processing properties with reduced alcohol emissions when used in rubber compounds. properties) and / or dynamic properties (dynamoic properties), or, good processability and / or dynamic properties with increased alcohol emissions

Method used

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  • Mixtures of silicon-containing coupling reagents
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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[2371] In a 500ml flask equipped with a stirrer, thermometer and distillation bridge, N 2 As an inert gas, 59.5 g of 3-mercaptopropyl(triethoxysilane) (0.25 mol) was used as a starting material. 210 g of Lutensol TO 5 (0.5 mol) to which 3% by weight of water (based on silane) had been previously added were added to the mixture. The reaction mixture was vigorously stirred for several minutes, then 0.05% by weight of titanium tetrabutoxide (based on the silane used) was added with stirring. The mixture was heated to 80°C for 1 hour and then to 140°C for 1 hour. Thereafter, the pressure was slowly reduced to 50 mbar and the ethanol produced was removed by distillation. After 7 hours of reaction, the mixture was cooled and depressurized, and then a further 0.05% by weight of titanium tetrabutoxide (based on the silane used) was added. The mixture was heated again to 140° C. and the pressure was slowly reduced to 50 mbar. This yielded 245 g of a colorless slightly cloudy liquid...

Embodiment 2

[2373] In a 500ml flask with stirrer, thermometer and distillation bridge, N 2 As an inert gas, 59.5 g of 3-mercaptopropyl(triethoxysilane) (0.25 mol) was used as a starting material. 210 g of Lutensol TO 5 (0.5 mol) to which 6% by weight of water (based on silane) had been previously added were added to the mixture.

[2374] The reaction mixture was vigorously stirred for several minutes, then 0.05% by weight of titanium tetrabutoxide (based on the silane used) was added with stirring. The mixture was heated to 80°C for 1 hour, then to 140°C for 1 hour. Thereafter, the pressure was slowly reduced to 50 mbar and the ethanol produced was removed by distillation. After 7 hours of reaction, the mixture was cooled and depressurized before an additional 0.05% (w / w) titanium tetrabutoxide (based on the silane used) was added. The mixture was heated again to 140° C. and the pressure was slowly reduced to 50 mbar. This yielded 235 g of a colorless slightly cloudy liquid.

[2375]...

Embodiment 3

[2379] Vulcanization test

[2380] A description of the mixing technique used for the rubber mixture is given in Table 2 below. The unit phr here refers to the weight ratio based on 100 parts of natural rubber used. The organosilicon compounds are used in equimolar amounts, ie the same molar amounts are used.

[2381] The general production process of rubber mixtures and their vulcanized products is described in "Rubber Technology Handbook", W. Hofmann, Hanser Verlag 1994".

[2382] Table 2:

[2383] Mixture 1 Mixture 2 Mixture 3

[2384] The polymer VSL 5025-1 is a solution-polymerized SBR copolymer from Bayer AG with a styrene content of 25% by weight and a butadiene content of 75% by weight. The copolymer contained 37.5 phr of oil and had a Mooney viscosity (ML 1+4 / 100°C) of 50.

[2385] Polymer Buna CB 24 is cis-1,4-polybutadiene (Nd type) from Bayer AG with a cis-1,4 content of at least 96% and a Mooney viscosity of 44±5 .

[2386] Ultrasil 7000 GR is a re...

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Abstract

The present invention relates to mixtures of silicon-containing coupling reagents comprising (mercaptoorganyl)alkylpolyethersilanes containing silanol groups and (mercaptoorganyl)alkylpolyethersilanes free of silanol groups in a weight ratio of from 5:95 to 95:5. The mixtures can be prepared by transesterification and hydrolysis. The mixtures can be used in rubber mixtures.

Description

technical field [0001] The invention relates to mixtures of silicon-containing coupling agents, their production and their use. Background technique [0002] Silanes are known to be useful as coupling agents. For example, aminoalkyltrialkoxysilanes, methacryloxyalkyltrialkoxysilanes, polysulfanyltrialkoxysilanes, and mercaptoalkyltrialkoxysilanes (E.P. Plueddemann, "Silane Coupling Agents", 2nd edn. Plenum Press 1982) can be used as a coupling agent between inorganic materials and organic polymers, as a crosslinking agent and as a surface modifier. [0003] These coupling agents or binders form bonds not only with the filler but also with the elastomer, thereby creating a good interaction between the filler surface and the elastomer. [0004] Furthermore, it is known that the use of a commercially available silane coupling agent (DE 2255577) bearing three alkoxy substituents on the silicon atom leads to the release of large amounts of alcohol during and after bonding to th...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F7/08
CPCC08K5/548B60C1/0016C08L21/00C07F7/18
Inventor P·阿尔贝特M·弗里德尔K·科尔特A·哈塞O·克洛克曼
Owner EVONIK OPERATIONS GMBH