Siloxane-modified aspartic ester as well as preparation method and application thereof

An aspartate and siloxane modification technology, which is applied in chemical instruments and methods, compounds of Group 4/14 elements of the periodic table, organic chemistry, etc., can solve the problems of poor system compatibility and excessive increase in product viscosity. Fast, poor uniformity and other problems, to achieve the effect of high crosslinking density, improved mechanical and physical strength, and excellent substrate adhesion

Pending Publication Date: 2019-03-15
WANHUA CHEM GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] Chinese patent CN201510180977 reports the preparation of a monofunctional siloxane-modified aspartic acid ester through the Michael addition reaction of the primary amine in γ-aminopropyltrialkoxysilane and the maleate dou

Method used

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  • Siloxane-modified aspartic ester as well as preparation method and application thereof
  • Siloxane-modified aspartic ester as well as preparation method and application thereof
  • Siloxane-modified aspartic ester as well as preparation method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0059] Add 103.17g (1mol) of diethylenetriamine into a 1L four-neck round bottom flask equipped with a mechanical stirring paddle, a thermometer, a constant pressure dropping funnel, and a N 2 Air line pipe, bubbler, add 344.36g (2mol) diethyl maleate into the constant pressure dropping funnel, pass N into the system 2 10min, replace the air in the system; slowly drop diethyl maleate into the flask under the condition of stirring at 25°C, drop it at a constant speed for 1h, control the reaction temperature at 30°C, then raise the temperature to 60°C for 3h, pass thiol- The unsaturation value in the reaction system measured by iodine titration method was 0.33 mg maleic acid / g resin, indicating that the reaction conversion rate of maleic acid ester was 99.9%, and the reaction was stopped.

[0060] Add 246.38g (1mol) 2-(3,4-epoxycyclohexyl)ethyltrimethoxysilane dropwise into the constant pressure dropping funnel, slowly add dropwise to the above reaction system, after 1 hour, dr...

Embodiment 2

[0065] Add 103.17g (1mol) of diethylenetriamine into a 1L four-neck round bottom flask equipped with a mechanical stirring paddle, a thermometer, a constant pressure dropping funnel, and a N 2 Air line pipe, bubbler, add 344.36g (2mol) diethyl fumarate into the constant pressure dropping funnel, pass N into the system 2 30min, replace the air in the system; slowly drop diethyl maleate into the flask under the condition of stirring at 25°C, drop it at a constant speed for 1h, control the reaction temperature at 26°C, then raise the temperature to 50°C for 6h, pass thiol- The unsaturation value measured by the iodine titration method was 0.33 mg maleic acid / g resin, indicating that the conversion rate of the maleate ester reaction was 99.9%, and the reaction was stopped.

[0066] Add 246.38g (1mol) 2-(3,4-epoxycyclohexyl)ethyltrimethoxysilane into the constant pressure dropping funnel, and slowly add it dropwise to the above reaction system, after 1 hour, the reaction The temp...

Embodiment 3

[0071] Add 116.99g (0.8mol) of triethylenetetramine into a 1L four-neck round bottom flask equipped with a mechanical stirring paddle, a thermometer, a constant pressure dropping funnel, and a N 2 Air pipe, bubbler, 275.49g (1.6mol) diethyl maleate was added to the constant pressure dropping funnel, and N was introduced into the system. 2 20min, replace the air in the system; slowly drop diethyl maleate into the flask under the condition of stirring at 25°C, drop it at a constant speed for 0.5h, control the reaction temperature at 34°C, then raise the temperature to 40°C for 5h, pass thiol - The unsaturated value measured by the iodine titration method was 0.24 mg maleic acid / g resin, indicating that the conversion rate of the maleate ester reaction was 99.9%, and the reaction was stopped.

[0072] Add 378.14 (1.6mol) γ-glycidyl propyl trimethoxysilane into the constant pressure dropping funnel, slowly add it dropwise to the above reaction system, after 2 hours, the temperatu...

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Abstract

The invention provides siloxane-modified aspartic ester as well as a preparation method and application thereof. The aspartic ester has a siloxane structure and can enhance the adhesive force of a prepared coating layer onto inorganic and metal base materials. The preparation method comprises the following steps: during synthesis, firstly obtaining aspartate polyamines with un-reacted secondary amine groups through the reaction between diester butenediate and polyvinyl polyamine; then adding a silane coupling agent capable of reacting with an amine group to obtain the siloxane-modified aspartic ester. The siloxane-modified aspartic ester provided by the invention can be used as a two-component polyurea/polyurethane coating resin monomer to improve the adhesive force of the coating layer onto the base materials.

Description

technical field [0001] The invention belongs to the field of aspartic acid ester synthesis, and in particular relates to a silane-modified aspartic acid ester and its preparation method and application. Background technique [0002] Aspartic Ester (AE) is a special kind of sterically hindered secondary amine. Due to the steric hindrance and inductive effect of the ester group, the activity of the secondary amine when it reacts with NCO is reduced, thus overcoming the traditional polyurea Short construction time of materials, poor coating adhesion and many surface defects. Although the longer gel curing time allows the coating to wet the substrate better, the adhesion of aspartate polyurea to metal substrates is still not ideal. [0003] Silane coupling agents are commonly used as adhesion enhancers in coatings to improve the adhesion of organic resin coatings to inorganic or metal substrates. [0004] US patents US5364955 and US20050137322 disclose that siloxane-terminated...

Claims

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Application Information

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IPC IPC(8): C07F7/18C08G18/32C08G18/73C08G18/79
CPCC07F7/1892C08G18/325C08G18/73C08G18/792
Inventor 郑超王明永何光文崔乾王鹏从鑫黎源华卫琦
Owner WANHUA CHEM GRP CO LTD
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