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Phosphorus-containing cardanol polyglycidyl ether and preparation method thereof

A technology of polyglycidyl ether and glycidyl ether, which is applied in the field of preparation of phosphorus-containing polyglycidyl ether, can solve the problems of less cardanol, migration of cardanol, complicated preparation process, etc., and achieve low cost, good toughness, and improved toughness Effect

Inactive Publication Date: 2018-08-07
李嘉顺
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

On the one hand, the reported methods of using cardanol to toughen or modify epoxy resins are based on physical addition, but it is easy to cause the migration of cardanol in the cured product. Another invention uses cardanol and phenol, bis Phenol A etc. react together to prepare epoxy resin, the preparation process is more complicated, and often leads to the introduction of less cardanol, the toughening effect can not reach the ideal effect
[0004] In terms of flame retardancy, it is generally believed that phosphorus-nitrogen synergistic flame retardancy has a better effect, but there are few reports on phosphorus-containing cardanol polyglycidyl ether

Method used

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  • Phosphorus-containing cardanol polyglycidyl ether and preparation method thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] (1) Substitution reaction

[0025] Add 305g of cardanol into the reaction kettle, then add 300g of dichloromethane solvent, add 5g of triethylamine catalyst, then lower the temperature of the system to about 0°C, add 450g of phosphorus oxychloride dropwise to keep the reaction temperature of the system low After reacting at 10° C. for 3 hours, wash with water, extract, and remove the solvent to prepare tri-cassus-based phosphate.

[0026] (2) Oxidation reaction

[0027] Add 500g of the substance prepared in (1) into the reaction kettle, then add 400g of chloroform, then add 10g of m-chloroperoxybenzoic acid oxidant, the reaction temperature is between 40°C and the reaction time is 5 hours. After the reaction is completed, remove After removing the solvent, washing with water and drying, the phosphorus-containing cardanol polyglycidyl ether is prepared.

[0028] The properties prepared are shown in Table 1

Embodiment 2

[0030] (1) Substitution reaction

[0031] Add 305g of cardanol to the reaction kettle, then add 300g of dichloromethane solvent, add 10g of triethylamine catalyst, then lower the temperature of the system to about 0°C, add 600g of phosphorus oxychloride dropwise to keep the reaction temperature of the system low After reacting at 10° C. for 4 hours, wash with water, extract, and remove the solvent to prepare tri-cassinolate-based phosphate.

[0032] (2) Oxidation reaction

[0033] Add 500g of the substance prepared in (1) into the reaction kettle, then add 400g of chloroform, then add 30g of m-chloroperoxybenzoic acid oxidant, the reaction temperature is between 40°C and the reaction time is 6 hours. After the reaction is completed, remove After removing the solvent, washing with water and drying, the phosphorus-containing cardanol polyglycidyl ether is prepared.

[0034] The properties prepared are shown in Table 1

Embodiment 3

[0036] (1) Substitution reaction

[0037] Add 305g cardanol into the reaction kettle, then add 300g dichloromethane solvent, add 15g triethylamine catalyst, then lower the temperature of the system to about 0°C, add 750g phosphorus oxychloride dropwise to keep the reaction temperature of the system low After reacting at 10° C. for 6 hours, wash with water, extract, and remove the solvent to prepare tricassinolate-based phosphate.

[0038] (2) Oxidation reaction

[0039] Add 500g of the substance prepared in (1) into the reaction kettle, then add 400g of chloroform, then add 45g of m-chloroperoxybenzoic acid oxidant, the reaction temperature is between 40°C and the reaction time is 8 hours. After the reaction is completed, remove After removing the solvent, washing with water and drying, the phosphorus-containing cardanol polyglycidyl ether is prepared.

[0040] The properties prepared are shown in Table 1

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Abstract

The invention relates to phosphorus-containing cardanol polyglycidyl ether with a flame-retarding effect and a toughening effect and a preparation method thereof. The preparation method comprises thefollowing steps: enabling cardanol and phosphoryl chloride to react through nucleophilic substitution reaction to prepare tricardanol phosphate; then carrying out peroxidation reaction on unsaturatedhydrocarbons on phosphate; oxidizing to generate an epoxy group to prepare the phosphorus-containing cardanol polyglycidyl ether. The glycidyl ether prepared by the preparation method has the advantages of low cost, environment protection, renewable performance and the like; meanwhile, the generated phosphorus-containing cardanol polyglycidyl ether has more epoxy groups and contains a flame-retarding element, i.e., phosphorus. The polyglycidyl ether synthesized by the method has a plurality of long alkyl chains so that the polyglycidyl ether has good toughness. On one hand, the phosphorus-containing cardanol polyglycidyl ether synthesized by the method can be used as an epoxy diluting agent; on the other hand, the phosphorus-containing cardanol polyglycidyl ether can be used for modifyingan epoxy resin amine type curing agent; the two methods can be used for improving the toughness of epoxy resin.

Description

technical field [0001] The invention designs a plant extract-cardanol glycidyl ether, and specifically relates to a preparation method of phosphorus-containing polyglycidyl ether. Background technique [0002] Cardanol is a natural phenolic compound obtained from natural cashew nut shell liquid, which is obtained by high-temperature decarboxylation treatment of cashew nut shell liquid. As a natural phenolic compound containing 0-3 unsaturated long-carbon hydrocarbon groups, cardanol not only has the chemical properties of aromatic compounds and unsaturated aliphatic hydrocarbons, but also has the characteristics of phenolic compounds. Its unique chemical structure It is endowed with special chemical properties, and has abundant sources, low price, non-toxic and tasteless, and has great application prospects and research and development value. [0003] The long-chain hydrocarbyl structure of the side chain of cardanol can provide good toughness for the system, especially for...

Claims

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Application Information

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IPC IPC(8): C07F9/655C08G59/40
CPCC07F9/65505C08G59/4071
Inventor 李嘉顺
Owner 李嘉顺
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