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A kind of cardanol-based acrylate reactive diluent and its preparation method and application

A technology of cardanol-based acrylate and reactive diluent, which is applied in the fields of adhesives, radiation-cured coatings, and inks. It can solve the problems of reactive diluents such as easy volatilization and large volume shrinkage, and achieve excellent dilution function and simple synthesis process. , cheap effect

Active Publication Date: 2020-06-30
INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Technical problem to be solved: the present invention provides a cardanol-based reactive diluent and its preparation method and application, which overcomes the problems of the existing reactive diluents such as easy volatilization and large volume shrinkage

Method used

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  • A kind of cardanol-based acrylate reactive diluent and its preparation method and application
  • A kind of cardanol-based acrylate reactive diluent and its preparation method and application
  • A kind of cardanol-based acrylate reactive diluent and its preparation method and application

Examples

Experimental program
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Effect test

Embodiment 1

[0020] (1) Esterification reaction: Add 0.1mol cardanol and 2wt.% catalyst sodium hydroxide to the reactant into a four-necked flask equipped with a condenser, stirring rod and thermometer, then add 0.1mol acid-binding agent bicarbonate Sodium, 1wt.% of the reactant, polymerization inhibitor hydroquinone, and 20mL solvent tetrahydrofuran, add 0.09mol acryloyl chloride dropwise in an ice-water bath, and the dropwise addition is completed within 30 minutes, and the temperature is raised to 30°C for 10 hours, and the precipitate is filtered The solvent was removed from the filtrate by a vacuum rotary evaporator to obtain a crude product. (2) Post-treatment: the crude product is first extracted with diethyl ether, washed 3 times with saturated aqueous sodium bicarbonate solution, washed 3 times with ultrapure water, kept the organic layer after standing for stratification, and dried with anhydrous sodium sulfate after standing overnight , and the solvent was distilled off to obtai...

Embodiment 2

[0022] (1) Esterification reaction: Add 0.1mol cardanol and 2wt.% catalyst sodium bicarbonate to the reactant into a four-necked flask equipped with a condenser, stirring rod and thermometer, then add 0.11mol acid-binding agent triethyl ether Amine, 1wt.% of the reactant, polymerization inhibitor p-hydroxyanisole, and 20mL solvent n-hexane, add 0.11mol acryloyl chloride dropwise under the condition of ice-water bath, the dropwise addition is completed within 30min, and the temperature is raised to 50°C for 7 hours , filter the precipitate, and remove the solvent from the filtrate by a vacuum rotary evaporator to obtain a crude product. (2) Post-treatment: the crude product is first extracted with diethyl ether, washed 3 times with saturated aqueous sodium bicarbonate solution, washed 3 times with ultrapure water, kept the organic layer after standing for stratification, and dried with anhydrous sodium sulfate after standing overnight , and the solvent was distilled off to obta...

Embodiment 3

[0024] (1) Esterification reaction: Add 0.1mol cardanol and 4-dimethylaminopyridine, a catalyst accounting for 2wt.% of the reactant, into a four-necked flask equipped with a condenser, stirring rod and thermometer, then add 0.1mol acid-binding Triethylamine, 1wt.% of the reactant, polymerization inhibitor hydroquinone, and 20mL solvent toluene, add 0.1mol acryloyl chloride dropwise under the condition of ice-water bath, dropwise complete within 30min, raise the temperature to 60°C and react for 8 hours , filter the precipitate, and remove the solvent from the filtrate by a vacuum rotary evaporator to obtain a crude product. (2) Post-treatment: the crude product is first extracted with dichloromethane, washed 3 times with saturated aqueous sodium bicarbonate solution, washed 3 times with ultrapure water, kept the organic layer after standing and layering, and dried with anhydrous sodium sulfate After one night, the solvent was evaporated to obtain the final product. (3) Curin...

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Abstract

The invention provides a cardanol-based acrylate reactive diluent and a preparation method and application thereof. The preparation method comprises the following steps: esterification reaction: taking cardanol and acryloyl chloride as raw materials, mixing the cardanol and the acryloyl chloride in molar ratio of 1:(0.6-1.3), adding effective amounts of catalyst, acid binding agent, polymerization inhibitor and organic solvent, dropwise adding acryloyl chloride in an ice water bath, increasing the temperature to 20-110DEG C for reaction for 4-15 hours after dropwise addition, and after precipitate is filtered, removing the solvent from the filtrate by a vacuum rotary evaporator to obtain a crude product; and post treatment: extracting the crude product with an organic solvent, cleaning the crude product with a saturated sodium bicarbonate water solution and ultrapure water sequentially, reserving the organic layer after conducting standing and layering, drying the organic layer with anhydrous sodium sulfate, and removing the solvent by evaporating to obtain the final product. The diluent provided by the invention has high biomass content, low volatility, lower toxicity, small film coating shrinkage and partial biodegradability.

Description

technical field [0001] The invention belongs to the fields of radiation curing coatings, printing inks, adhesives and the like, and in particular relates to a bio-based acrylate reactive diluent and its preparation method and application. Background technique [0002] Photocuring is a material surface treatment technology that uses ultraviolet light to trigger rapid polymerization and crosslinking of chemically active liquid materials, and instant curing. It has the characteristics of energy saving and environmental friendliness. In recent years, with the enhancement of people's awareness of energy conservation and environmental protection, the application fields of light-curing products have been continuously expanded, and the momentum has developed rapidly. Reactive diluent is a small organic molecule containing polymerizable functional groups, which is an important component of photocurable materials. [0003] Cardanol is the main component of cashew nut shell liquid, ma...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C67/14C07C67/58C07C69/54C09D11/101C08L75/14
CPCC07C67/14C07C67/58C08L75/14C09D11/101C07C69/54
Inventor 周永红胡云刘承果胡立红尚倩倩周威
Owner INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY
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