Epoxy cardanol-based glycidyl ether as well as preparation method and application thereof

A technology based on glycidyl ether and cardanol, which is applied in the field of epoxy plasticizer preparation, can solve the problems of poor compatibility, limited range of use of plasticizers, single variety, etc., and achieve good resin compatibility and excellent Plasticizing effect and environmental protection performance, the effect of simplifying the production process

Inactive Publication Date: 2015-06-17
INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] Aiming at the increasingly limited scope of use of phthalate plasticizers, the single variety of traditional epoxy plasticizers and poor compatibility, the present invention provides an epoxy cardanol-based glycidyl ether and its The preparation method and application have the advantages of less by-products, stable product quality, simple process, low-carbon emission reduction, etc.; the prepared plasticizer product has good compatibility, high plasticizing efficiency, and can endow resin products with excellent mechanical properties and thermal stability

Method used

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  • Epoxy cardanol-based glycidyl ether as well as preparation method and application thereof
  • Epoxy cardanol-based glycidyl ether as well as preparation method and application thereof
  • Epoxy cardanol-based glycidyl ether as well as preparation method and application thereof

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preparation example Construction

[0028] A kind of preparation method of epoxy cardanol base glycidyl ether, the steps are:

[0029] (1) 50-100g of cardanol, 100-200g of epichlorohydrin and an appropriate amount of ring-opening addition catalyst (accounting for 1-2% of the mass of cardanol) are carried out at 90-120°C for ring-opening addition reaction 2 ~4h; continue to add 5-15g of strong base and conduct ring closure reaction at 50~70°C for 3~5h; then filter and vacuum distillation to recover excess epichlorohydrin to obtain the intermediate product cardanol glycidyl ether. (2) Weigh 10-20g of cardanol-based glycidyl ether, 0.5-1.5g of organic acid and an appropriate amount of catalyst (accounting for 2-3% of the mass of cardanol), add 3-10g of hydrogen peroxide dropwise at 50°C, and add 3-10g of hydrogen peroxide at 60-70°C After reacting for 3 to 5 hours, the crude product of epoxy cardanol glycidyl ether is obtained, and after static stratification, neutralization and dehydration treatment, an environmen...

Embodiment 1

[0040] (1) Weigh 50g of cardanol, 122g of epichlorohydrin and 0.9g of benzyltriethylammonium chloride, add them into a three-necked flask equipped with a condenser tube, a stirring rod and a thermometer, and react at 98°C for 3h; After the end, cool to room temperature, add 6.6g of solid sodium hydroxide, and react at 60°C for 3 hours; after filtration and vacuum distillation, excess epichlorohydrin is recovered to obtain the intermediate product cardanyl glycidyl ether.

[0041] (2) Weigh 20g of cardanol glycidyl ether, 1.2g of formic acid and 0.4g of p-toluenesulfonic acid, add them into a three-necked flask equipped with a condenser, a stirring rod and a thermometer, stir and heat up to 50°C, and add 7.6g of hydrogen peroxide dropwise (50%), dripped in about 0.5h, raised the temperature to 65°C for 4h; after the reaction, the crude product was left to separate to obtain the organic phase, and the mass fraction of 50°C was 5% sodium bicarbonate solution and 50°C Wash with de...

Embodiment 2

[0043] (1) Weigh 50g of cardanol, 122g of epichlorohydrin and 1.0g of tetramethylammonium chloride, add them into a three-necked flask equipped with a condenser tube, a stirring rod and a thermometer, and react at 110°C for 2h; , cooled to room temperature, added 6.6g of solid potassium hydroxide, and reacted at 60°C for 3h; after filtration and vacuum distillation, excess epichlorohydrin was recovered to obtain the intermediate product cardanyl glycidyl ether.

[0044] (2) Weigh 20g of cardanol glycidyl ether, 1.2g of acetic acid and 0.5g of p-toluenesulfonic acid, add them into a three-necked flask equipped with a condenser, a stirring rod and a thermometer, stir and heat up to 50°C, and add 8.5g of hydrogen peroxide dropwise (50%), dripped in about 0.5h, raised the temperature to 65°C for 3h; after the reaction, the crude product was left to separate to obtain the organic phase, and the mass fraction of 50°C was 5% sodium bicarbonate solution and 50°C Wash with deionized wa...

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Abstract

The invention discloses an epoxy cardanol-based glycidyl ether plasticizer as well as a preparation method and application thereof. The preparation method comprises the following steps: taking cardanol and epoxy chloropropane as main raw materials and carrying out ring-opening addition reaction and ring-closure reaction to synthesize an intermediate product cardanol-based glycidyl ether; and further uniformly mixing the intermediate product with organic acid and a catalyst, heating to a certain temperature, dripping a peroxide source to carry out epoxidation reaction to obtain a crude product, leaving the crude product to stand, layering, performing neutralization and dehydration on the crude product after the reaction so as to obtain an epoxy cardanol-based glycidyl ether plasticizer. The plasticizer is non-toxic, has relatively high plasticizing efficiency and can endowing resin products with favorable thermal stability and mechanical property; and moreover, by taking the cardanol which is low in cost and easy to get as raw material, the epoxy cardanol-based glycidyl ether plasticizer integrates the advantages of being environment-friendly and being reproducible, complies with the developing trend of the plastic additive industry and has wide application and favorable application prospect.

Description

technical field [0001] The invention belongs to the technical field of preparation of epoxy plasticizers, and in particular relates to a method for preparing epoxy cardanol-based glycidyl ether plasticizers using cardanol as a raw material. Background technique [0002] Plasticizer is the most important additive in the processing of polymer materials, especially PVC plastics, and its output accounts for more than 60% of the total output of plastic additives. my country is a big consumer of plasticizers, and the current annual output has exceeded 3 million tons, of which phthalate plasticizers account for more than 80% of the total consumption. However, existing studies have shown that such plasticizers have potential reproductive toxicity and environmental threats, and the United States, Japan, and many European Union countries have strictly prohibited their use in industries such as electronics, food, daily necessities, and toys. At present, foreign countries have accelera...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D301/28C07D303/23C07D303/28C08K5/1515C08L27/06
CPCC07D301/26C07D303/23C07D303/28C08K5/1515C08L27/06
Inventor 陈洁蒋剑春聂小安王义刚李科黄金瑞
Owner INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY
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