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Method for synthesizing isocynate silane coupling agent

A technology of ester silane coupling agent and synthesis method, which is applied in the field of synthesis of isocyanate silane coupling agent, can solve environmental threats and other problems, and achieve the effects of no three wastes, low production cost and reasonable process conditions

Active Publication Date: 2008-04-16
HANGZHOU NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the generation of phosgene cannot be avoided during the reaction process, which poses a great threat to the environment.
There are still major security risks in the process of using

Method used

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  • Method for synthesizing isocynate silane coupling agent
  • Method for synthesizing isocynate silane coupling agent

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] In a 1000ml four-necked flask equipped with mechanical stirring, a dry constant pressure dropping funnel, a reflux condenser and a thermometer, add 0.1mol of triethoxyaminopropylsilane and 1% of dicyclohexylcarboimide under nitrogen protection (Dcc) and 350ml tetrahydrofuran, start stirring, and slowly add 0.12mol solution of carbonyldiimidazole dissolved in 100ml tetrahydrofuran dropwise at 0-10°C, react at 0-10°C for 2 hours, heat up to 40°C for 15 hours, The tetrahydrofuran was evaporated, and the obtained crude product triethoxyaminopropyl silane was distilled under reduced pressure, and bp145-152°C / 25mmHg was collected to obtain the crude product isocyanate propyl triethoxy silane, with a yield of 76% and a content of 97.8 %(GC).

Embodiment 2

[0025] In a 1000ml four-necked flask equipped with mechanical stirring, a dry constant pressure dropping funnel, a reflux condenser and a thermometer, add 0.1mol of triethoxyaminopropylsilane and 1% of dicyclohexylcarboimide under nitrogen protection (Dcc) and 350ml tetrahydrofuran, start stirring, slowly add 0.15 mol solution of carbonyldiimidazole dissolved in 100ml tetrahydrofuran dropwise at 0-10°C, react at 0-10°C for 1 hour, then raise the temperature to 30°C for 6 hours, The tetrahydrofuran was distilled off, and the obtained crude product isocyanate propyltriethoxysilane was distilled under reduced pressure, and the bp145-152°C / 25mmHg was collected, with a yield of 78% and a content of 97.1% (GC).

Embodiment 3

[0027] In a 1000ml four-necked flask equipped with mechanical stirring, a dry constant pressure dropping funnel, a reflux condenser and a thermometer, add 0.1mol of triethoxyaminopropylsilane and 1% of dicyclohexylcarboimide under nitrogen protection (Dcc) and 350ml tetrahydrofuran, start stirring, slowly add 0.20mol solution of carbonyldiimidazole dissolved in 100ml tetrahydrofuran dropwise at 0-5°C, react at 0-10°C for 2 hours, heat up to 20°C for 15 hours, Tetrahydrofuran was distilled off, and the obtained crude product, isocyanate propyltriethoxysilane, was distilled under reduced pressure to collect bp145-152°C / 25mmHg, with a yield of 85% and a content of 97.9% (GC).

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Abstract

The present invention relates to a synthetic method for a coupling agent of silane isocyanate, and aims to provide a chemical synthetic method which is environmental friendly with reasonable technics, reliability and safety in production, high reaction yield, without the three wastes to thoroughly solve the issue of phosgene. The invention is characterized in that amino silane and carbonyldiimidazole are adopted as the raw materials, which undergo adequate reaction under -10 DEG C to 100 DEG C in an organic solvent under the action of a catalyzer, and then the product is treated to obtain the coupling agent of silane isocyanate with the general formula as RX (R<1>O) 3-XSi(CH2)nNCO.

Description

technical field [0001] The invention relates to the field of organic chemistry, in particular to a method for synthesizing an isocyanate silane coupling agent. Background technique [0002] The isocyanate-containing silane coupling agent is a special coupling agent, which has a very good effect on the surface treatment of organic materials and inorganic metals, especially in glass fiber reinforced composite materials, inorganic powder fillers and coating inks. There are significant effects in adhesives. [0003] Before the present invention, the chemical method of existing synthetic isocyanate-containing silane coupling agent mainly contains following several kinds: [0004] Isocyanate silane coupling agent is prepared by thermal cracking method. In related European and American patents US 5,393,910, DE10064086, and US 7060849, silane carbamate compounds are used to crack at high temperature to generate isocyanate silane coupling agent. This process requires a high tempera...

Claims

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Application Information

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IPC IPC(8): C07F7/18
Inventor 边高峰蒋剑雄邬继荣张国栋蒋可志
Owner HANGZHOU NORMAL UNIVERSITY
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