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Cardanol-based acrylate reactive diluent and preparation method and application thereof

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

Active Publication Date: 2017-08-25
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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  • Cardanol-based acrylate reactive diluent and preparation method and application thereof
  • Cardanol-based acrylate reactive diluent and preparation method and application thereof
  • Cardanol-based acrylate reactive diluent and preparation method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0020] (1) Esterification reaction: add 0.1 mol of cardanol and 2wt.% of reactant sodium hydroxide as a catalyst to a four-necked flask equipped with a condenser, a stir bar and a thermometer, and then add 0.1 mol of acid binding agent hydrogen carbonate Sodium, 1wt.% of reactants, polymerization inhibitor hydroquinone, and 20mL solvent tetrahydrofuran, add 0.09mol acryloyl chloride dropwise under ice-water bath conditions, the dropwise addition is completed within 30min, the temperature is raised to 30℃ and react for 10 hours, and the precipitate is filtered The filtrate is subjected to a vacuum rotary evaporator to remove the solvent to obtain a crude product. (2) Post-treatment: The crude product is first extracted with ether, washed 3 times with saturated sodium bicarbonate aqueous solution, 3 times with ultrapure water, left to stand for layering, and then retain the organic layer, and then dried with anhydrous sodium sulfate and allowed to stand overnight. , Evaporate the...

Embodiment 2

[0022] (1) Esterification reaction: add 0.1 mol of cardanol and 2wt.% of the reactant, catalyst sodium bicarbonate, into a four-necked flask equipped with a condenser, stir bar and thermometer, and then add 0.11 mol of acid binding agent triethyl Amine, polymerization inhibitor p-hydroxyanisole, which accounts for 1wt.% of reactants, and 20mL solvent n-hexane, add 0.11 mol of acryloyl chloride dropwise under ice-water bath conditions, add dropwise within 30 minutes, raise the temperature to 50°C for 7 hours , The precipitate is filtered, and the filtrate is subjected to a vacuum rotary evaporator to remove the solvent to obtain a crude product. (2) Post-treatment: The crude product is first extracted with ether, washed 3 times with saturated sodium bicarbonate aqueous solution, 3 times with ultrapure water, left to stand for layering, and then retain the organic layer, and then dried with anhydrous sodium sulfate and allowed to stand overnight. , Evaporate the solvent to obtain...

Embodiment 3

[0024] (1) Esterification reaction: add 0.1 mol of cardanol and 2wt.% of reactant 4-dimethylaminopyridine as a catalyst, into a four-necked flask equipped with a condenser, a stirring rod and a thermometer, and then add 0.1 mol of bound acid Reagent triethylamine, polymerization inhibitor hydroquinone accounting for 1wt.% of the reactants, and 20mL solvent toluene, add 0.1 mol of acryloyl chloride dropwise under ice-water bath conditions, the dropwise addition is completed within 30 minutes, and the temperature is raised to 60°C for 8 hours , The precipitate is filtered, and the filtrate is subjected to a vacuum rotary evaporator to remove the solvent to obtain a crude product. (2) Post-treatment: The crude product is first extracted with dichloromethane, washed 3 times with saturated sodium bicarbonate aqueous solution, 3 times with ultrapure water, left to stand for layering, and then retain the organic layer, then dry with anhydrous sodium sulfate and stand still After one n...

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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, inks, adhesives and the like, and specifically relates to a bio-based acrylate active diluent and a preparation method and application thereof. Background technique [0002] Light curing is a material surface treatment technology that uses ultraviolet light to initiate 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 continued to expand and the momentum has developed rapidly. Reactive diluent is a small organic molecule containing polymerizable functional groups, and is an important component of photocurable materials. [0003] Cardanol is the main component of cashew nut shell liquid, mainly from the by-prod...

Claims

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Application Information

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Patent Type & Authority Applications(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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