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Benzothiazole thiol silane prepared from 2-thiol benzothiazole and chloropropyl triethoxysilane

A technology of chloropropyltriethoxysilane and benzothiazolemercaptosilane, which is applied in the field of rubber additives, can solve the problems of polluting the processing workshop environment, physical damage to workers, and inability to remove methoxy and ethoxy groups. Achieve long scorch time, fast vulcanization speed, and improve dynamic mechanical properties

Active Publication Date: 2014-09-17
JIANGSU QIXIANG HIGH NEW MATERIAL
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] This multifunctional additive integrates multiple functions such as plasticizing, dispersing, promoting, and reinforcing, but because the silicon atom of the additive has three alkoxy substituents, it will release a large amount of alcohol during or after mixing with fillers, polluting The environment of the processing workshop has a certain degree of damage to the body of the workers; among them, the commonly used trimethoxysilane and triethoxysilane will release a considerable amount of corresponding alcohols—methanol and ethanol
[0008] In addition, methoxy-substituted silanes and ethoxy-substituted silanes are more reactive than the corresponding long-chain alkoxy-substituted silanes and react more quickly with fillers, therefore, should not be used due to their volatility while completely removing the methoxy and ethoxy groups

Method used

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  • Benzothiazole thiol silane prepared from 2-thiol benzothiazole and chloropropyl triethoxysilane
  • Benzothiazole thiol silane prepared from 2-thiol benzothiazole and chloropropyl triethoxysilane
  • Benzothiazole thiol silane prepared from 2-thiol benzothiazole and chloropropyl triethoxysilane

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Experimental program
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Effect test

Embodiment 1

[0021] A kind of low volatility benzothiazole mercaptosilane, wherein, the molecular structural formula of silane is:

[0022]

[0023] The preparation method of above-mentioned silane is:

[0024] Step a: Weigh 0.1mol (28.86g) γ-chloropropyltriethoxysilane and 0.2mol (54.8g) polyether HO-(C 2 h 4 -O) 2 -C 12 h 25 Place in a three-necked flask, add 0.5g of zinc naphthenate, react at 70°C for 2 hours, and remove ethanol in a vacuum for one hour to obtain polyether-modified chloropropylsilane (ie, semi-finished silane);

[0025] Step b: Weigh 0.1mol (16.7g) of 2-mercaptobenzothiazole and 250g of toluene into a three-neck round bottom flask, add 0.1mol (5.4g) of sodium methoxide, stir well, and heat the mixture to 120°C, and from one side of the three-necked flask at a distance of 0.1m 3 Nitrogen was introduced at a speed of 1 / h, and then 75.3g of polyether modified chloropropylsilane was added to the above solution, and then reacted at 120°C for 10 hours under the prote...

Embodiment 2

[0040] A kind of low volatility benzothiazole mercaptosilane, wherein, the molecular structural formula of silane is:

[0041]

[0042] The preparation method of above-mentioned silane is:

[0043] Step a: Weigh 0.1mol (17.1g) γ-chloromethyltrimethoxysilane and 0.2mol (81.2g) polyether HO-(C 2 h 4 -O) 5 -C 12 h 25 Place in a three-necked flask, add 0.5g of sodium ethoxide, react at 165°C for 7 hours, and remove methanol in a vacuum for one hour to obtain polyether-modified chloropropylsilane (ie semi-finished silane);

[0044]Step b: Weigh 0.1mol (16.7g) of 2-mercaptobenzothiazole and 250g of toluene into a three-neck round bottom flask, add 0.1mol (5.4g) of sodium methoxide, stir well, and heat the mixture to 120°C, then add 81.4g of the above-mentioned polyether-modified chloropropylsilane to the above-mentioned solution, and then react at 50°C for 24 hours under the protection of nitrogen, filter the obtained product, wash, and remove the low-boiling fraction by dis...

Embodiment 3

[0059] A kind of low volatility benzothiazole mercaptosilane, wherein, the molecular structural formula of silane is:

[0060]

[0061] The preparation method of above-mentioned silane is:

[0062] Step a: take by weighing 5mol (862.5) gamma-chloropropyltrimethoxysilane and 10mol (508g) polyether HO-(C 2 h 4 -O) 7 -C 13 h 27 Put it in a reaction kettle, add 50g of butyl aluminate, and react under 0.09Mpa vacuum at 180°C for 10 hours to obtain polyether-modified chloropropylsilane (ie, semi-finished silane);

[0063] Step b: Weigh 5mol (835g) of 2-mercaptobenzothiazole and 10kg of acetone, place in a stainless steel container, add 7.5mol (300g) of sodium hydroxide, heat to 80°C, stir evenly, and blow in nitrogen , and then added to the above solution, and then reacted at 80°C for 6 hours under the protection of nitrogen, the obtained product, the sediment was filtered, and the low boiling point fraction was removed by vacuum distillation to obtain a brownish red liquid ...

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Abstract

The invention discloses benzothiazole thiol silane prepared from 2-thiol benzothiazole and chloropropyl triethoxysilane, wherein the benzothiazole thiol silane has a molecular structure formula shown in the specification. A preparation method of the benzothiazole thiol silane comprises the following steps: step C: weighing the 2-thiol benzothiazole and isopropanol, putting in a reaction kettle, adding sodium hydroxide, stirring evenly, adding he chloropropyl triethoxysilane into the solution for reaction for 12 hours, filtering, washing and distilling under vacuum the reaction product to obtain semi-finished silane; and step D: adding the semi-finished silane and polyether into n / isopropyl titanate for reaction for 3 hours to obtain a red brown liquid. The beneficial effects are that: the content of alcohol released by the benzothiazole thiol silane is low, the benzothiazole thiol silane can improve the reinforcing effect and the mechanical properties and dynamic mechanical properties of vulcanized rubber, and can improve the rolling resistance and wet skid resistance of tread rubber, the scorch time is long, the vulcanization speed is fast, and the vulcanization performance of a rubber material can be greatly improved.

Description

[0001] This case is a divisional application. The invention name of the original application is: a low-volatility benzothiazole mercaptosilane and its preparation method. The filing date of the original application is: July 20, 2011, and the application number of the original application is: 201110203136.9 technical field [0002] The invention relates to the technical field of rubber additives, in particular to a benzothiazole-mercaptosilane prepared from 2-mercaptobenzothiazole and chloropropyltriethoxysilane and a preparation method thereof. Background technique [0003] Various fillers such as carbon black, white carbon black, clay, calcium carbonate, talcum powder, halloysite, magnesium hydroxide, aluminum hydroxide, etc. are widely used in rubber formulations, among which carbon black, white carbon black, etc. are reinforcing fillers , Clay, calcium carbonate, talc, halloysite, magnesium hydroxide, aluminum hydroxide, etc. are non-reinforcing fillers. Studies have show...

Claims

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Application Information

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IPC IPC(8): C07F7/18
Inventor 姚翔彭华龙
Owner JIANGSU QIXIANG HIGH NEW MATERIAL
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