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Method for preparing flame-retardant orange essential oil-based vinyl ester resin monomer

A technology of oil-based vinyl ester and resin monomers, which is applied in the field of preparation of flame-retardant bio-based vinyl ester resin monomers, can solve the problems of poor weather resistance, poor flame retardancy, and high content of toxic components, and achieve improved comprehensive performance , Improve the effect of poor flame retardancy and weather resistance, and good product stability

Inactive Publication Date: 2015-03-04
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

[0010] Technical problem to be solved: In order to improve the shortcomings of traditional vinyl ester resins such as poor flame retardancy, poor weather resistance and high content of toxic components, the present invention provides a flame retardant The preparation method of type orange essential oil-based vinyl ester resin monomer adopts orange essential oil as a raw material, first undergoes D-A addition reaction with unsaturated acid anhydride and then converts it into a flame-retardant epoxy resin, and finally undergoes epoxy ring-opening vinylation Preparation of orange essential oil-based flame-retardant vinyl ester resin

Method used

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  • Method for preparing flame-retardant orange essential oil-based vinyl ester resin monomer

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Embodiment 1

[0026] Add maleic anhydride into the reactor, raise the temperature to 70°C, make it melt completely, add orange essential oil dropwise according to the molar ratio of orange essential oil and butenedioic anhydride as 1.3:1, raise the temperature to 180°C, and react After 5 h, the impurities were removed by distillation under reduced pressure to obtain the intermediate product orange essential oil-based anhydride; then distilled water was added dropwise at a molar ratio of 1:1 to the orange essential oil-based anhydride, and condensed and refluxed at 100 °C for 2.0 h to obtain orange essential oil base dicarboxylic acids. Add DOPO with a molar ratio of DOPO to orange essential oil-based dicarboxylic acid of 0.6:1 to the prepared orange essential oil-based dicarboxylic acid, heat to 160 °C, and react for 3 h to obtain flame-retardant orange essential oil-based dicarboxylic acid acid. Add the flame-retardant orange essential oil-based dicarboxylic acid and epichlorohydrin into ...

Embodiment 2

[0029] Add fumaric anhydride to the reactor, heat up to 65°C, make it melt completely, add orange essential oil dropwise at a ratio of 1.25:1 molar ratio of orange essential oil to fumaric anhydride, heat up to 170°C, After reacting for 4.5 h, remove impurities by distillation under reduced pressure to obtain the intermediate product orange essential oil anhydride; then add distilled water dropwise at a molar ratio of 1:1 to orange essential oil anhydride, condense and reflux at 100 °C for 2.0 h to obtain orange Essential oil based dicarboxylic acid. Add DOPO with a molar ratio of DOPO to orange essential oil-based dicarboxylic acid of 0.4:1 to the prepared orange essential oil-based dicarboxylic acid, heat to 155 °C, and react for 3.5 h to obtain flame-retardant orange essential oil-based dicarboxylic acid acid. Add the flame-retardant orange essential oil-based dicarboxylic acid and epichlorohydrin into the reactor according to the molar ratio of 1:8, and add 0.75% of the q...

Embodiment 3

[0032]Add itaconic anhydride into the reactor, raise the temperature to 75 °C, make it melt completely, add orange essential oil dropwise according to the ratio of orange essential oil to itaconic anhydride molar ratio of 1.2:1, raise the temperature to 200 °C, react for 4 h, reduce Press distillation to remove impurities to obtain the intermediate product orange essential oil-based anhydride; then add distilled water dropwise at a molar ratio of 1:1 to orange essential oil-based anhydride, and condense and reflux for 1.5 h at 105 °C to obtain orange essential oil-based dicarboxylic acid acid. Add DOPO with a molar ratio of DOPO to orange essential oil-based dicarboxylic acid of 0.75:1 to the prepared orange essential oil-based dicarboxylic acid, heat to 180 °C, and react for 2 h to obtain flame-retardant orange essential oil-based dicarboxylic acid acid. Add the flame-retardant orange essential oil-based dicarboxylic acid and epichlorohydrin into the reactor according to the...

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Abstract

The invention discloses a method for preparing a flame-retardant orange essential oil-based vinyl ester resin monomer. The method comprises the following steps: adding an unsaturated anhydride into a reactor so as to be completely fused, and dripping orange essential oil; performing reduced pressure distillation to remove impurities, thereby obtaining an intermediate product orange essential oil-based anhydride; dripping distilled water, carrying out a condensate reflux reaction, thereby preparing an orange essential oil-based dicarboxylic acid; adding DOPO into the orange essential oil-based dicarboxylic acid prepared in the first step, and heating and reacting so as to obtain a flame-retardant orange essential oil-based dicarboxylic acid; adding the flame-retardant orange essential oil-based dicarboxylic acid and epoxy chloropropane into a reactor, adding a catalyst A, adding sodium hydroxide and calcium oxide with the same mole number as carboxyl, stirring, performing suction filtration so as to obtain the filtrate, and performing rotary evaporation to remove excessive epoxy chloropropane, thereby obtaining flame-retardant orange essential oil-based epoxy resin; and adding the flame-retardant orange essential oil-based epoxy resin, a catalyst B and a polymerization inhibitor into a reactor, heating, and dripping acrylic acid into the reactor, thereby preparing the flame-retardant orange essential oil-based vinyl ester resin monomer.

Description

[0001] technical field [0002] The invention relates to a method for preparing a flame-retardant bio-based vinyl ester resin monomer, and mainly relates to a method for preparing a flame-retardant orange essential oil-based vinyl ester resin monomer through an epoxy resin route. [0003] Background technique [0004] Vinyl ester resin is a kind of common resin in unsaturated resin. The cured product of vinyl ester resin has good corrosion resistance, excellent electrical insulation, excellent processing technology, etc., and has been widely used in construction, chemical industry and metallurgy , medicine, food packaging and other industries. [0005] Conventional vinyl ester resin monomers usually contain a large number of rigid benzene ring structures, and the cured product after curing the resin is very brittle, and is easily broken by external force or uneven heat and cold. In addition, the curing system is limited by the self-curing characteristics of monomer active ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G59/17C08G59/02C08K5/19C08K3/22
Inventor 夏建陵杨雪娟李守海宋建黄坤李梅杨小华张燕
Owner INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY
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