Silane coupling agent containing vinyl ether chain segment, and preparation method and application thereof

A technology of silane coupling agent and polyoxyethylene ether, which can be used in the treatment of dyed organosilicon compounds, fibrous fillers, etc., can solve the problems of restricting coupling agents and limited processing conditions, so as to improve comprehensive performance and improve dispersibility. , good dispersion effect

Inactive Publication Date: 2017-05-17
BEIJING UNIV OF CHEM TECH +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, most traditional silane coupling agents are not suitable for wet modification of silica because they are insoluble in water, and the processing conditions are limited, which also restricts the good performance of coupling agents to a large extent.

Method used

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  • Silane coupling agent containing vinyl ether chain segment, and preparation method and application thereof
  • Silane coupling agent containing vinyl ether chain segment, and preparation method and application thereof
  • Silane coupling agent containing vinyl ether chain segment, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0048] 26.95g bis-(γ-triethoxysilylpropyl) tetrasulfide, i.e. Si69 and 49.5g fatty alcohol polyoxyethylene ether primary alcohol AEO-7, the structural formula is Commercial product produced by BASF Corporation. Among them, R 4It is a straight chain aliphatic hydrocarbon chain, C=12-16, EO number k=7, put it into a 200ml three-necked flask equipped with a stirring device and a distillation device, the molar ratio of the feeding material is 1:2, and add 0.230g tetrabutyl titanate Catalyst, stirred and reacted at a temperature of 100°C for 3 hours, the reaction was carried out under the protection of nitrogen, and the ethanol generated during the reaction was continuously distilled out of the system. The mixture was rotary evaporated at 80°C and 50mpa in the later stage to obtain a yellow liquid satisfying the formula (I), wherein R 1 is ethyl, R 2 for R 3 for -CH 2 CH 2 CH 2 -.

Embodiment 2

[0050] 26.95g bis-(γ-triethoxysilylpropyl) tetrasulfide, i.e. Si69 and 49.5g fatty alcohol polyoxyethylene ether primary alcohol AEO-7, the structural formula is Among them, R 4 It is a straight-chain aliphatic hydrocarbon chain, C=12-16, EO number k=7, put it into a 200ml three-necked flask equipped with a stirring device and a distillation device, the molar ratio of the feed is 1:2, and add 0.230g of p-benzenemethanesulfonic acid Catalyst, stirred and reacted at a temperature of 120°C for 2.5 hours, and the reaction was carried out under the protection of nitrogen, and the ethanol generated during the reaction was continuously distilled out of the system. The mixture was rotary evaporated at 80°C and 50mpa in the later stage to obtain a yellow liquid satisfying the formula (I), wherein R 1 is ethyl, R 2 for R 3 for -CH 2 CH 2 CH 2 -.

Embodiment 3

[0052] 40.43g bis-(γ-triethoxysilylpropyl) tetrasulfide, i.e. Si69 and 148.5g fatty alcohol polyoxyethylene ether primary alcohol AEO-7, the structural formula is Among them, R 4 It is a straight-chain aliphatic hydrocarbon chain, C=12-16, EO number k=7, put it into a 500ml three-necked flask equipped with a stirring device and a distillation device, the molar ratio of the feed is 1:4, and add 0.510g of p-benzenemethanesulfonic acid Catalyst, stirred and reacted at a temperature of 120°C for 3 hours, and the reaction was carried out under the protection of nitrogen, and the ethanol generated during the reaction was continuously distilled out of the system. The mixture is rotary evaporated at 80°C and 50mpa in the later stage to obtain a yellow liquid satisfying the formula (II), wherein R 1 is ethyl, R 2 for R 3 for -CH 2 CH 2 CH 2 -.

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Abstract

The invention discloses a silane coupling agent containing a vinyl ether chain segment, and a preparation method and an application thereof. The silane coupling agent is a novel silane coupling agent. The silane coupling agent is acquired through the catalytic reaction of the traditional coupling agent with a formula (IV) structure and fatty alcohol-polyoxyethylene ether or alicyclic alcohol polyoxyethylene ether. The application of the silane coupling agent disclosed by the invention in preparing a high-performance tread rubber by in situ modifying white carbon black can effectively reduce the VOC discharge in the size mixing process and in the use process of rubber products. The silane coupling agent disclosed by the invention also can be used for modifying the liquid phase of the white carbon black; the wet-process mixing can be realized; the problems of single method for modifying the white carbon black with the traditional silane coupling agent, large energy consumption in the processing process and serious pollution can be effectively solved; and the traditional coupling agent with the formula (IV) structure and the fatty alcohol-polyoxyethylene ether in low cost are taken as the synthesis raw materials, so that the use cost of the coupling agent is lowered.

Description

technical field [0001] The invention relates to the field of organic chemistry, in particular to a silane coupling agent and its preparation method and application. Background technique [0002] The use of silane coupling agent to modify silica to prepare tread rubber can improve the dispersion of silica in the rubber matrix, and the prepared rubber has obvious advantages such as low rolling resistance and high wet skid resistance. Common silane coupling agents for rubber include mercapto silanes and polysulfide silanes. The mercapto-based silane coupling agent has a fast cross-linking speed and is prone to scorch during the mixing process with rubber. Especially when the rubber with side chain has double bond structure is mixed, the phenomenon of scorching and slag falling is particularly obvious, which also limits its application to a certain extent. Relatively speaking, the polysulfide-containing silane coupling agent has a moderate crosslinking speed and can be mixed a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08K5/548C08K9/06C08K3/36C08L7/00C09C1/30C09C3/12
CPCC08K5/548C08K3/36C08K9/06C09C1/3081C09C3/12C08L7/00
Inventor 张立群陈莺郑骏驰韩冬礼张奇峰董栋张宁
Owner BEIJING UNIV OF CHEM TECH
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