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Phthalimide glycidyl ester epoxy resin and preparation method thereof

A technology of glyceride epoxy resin and phthalimide, which is applied in the direction of epoxy resin glue, epoxy resin coating, adhesive type, etc., can solve the problem of unsatisfactory heat resistance and achieve good application prospects and sources Convenience, environment-friendly effect

Pending Publication Date: 2020-01-17
DONGHUA UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But its heat resistance is not ideal enough

Method used

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  • Phthalimide glycidyl ester epoxy resin and preparation method thereof
  • Phthalimide glycidyl ester epoxy resin and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0025] Add 192.0 grams (1.0 mol) of trimellitic anhydride and 576.0 grams of N,N-dimethylacetamide into the reaction kettle. After stirring and dissolving at room temperature, add 100.0 grams (0.5 mol) of 4,4'-diaminodiphenyl ether at room temperature. Under stirring for 0.5-2.0 hours, 1150g of toluene was added, heated to azeotropic dehydration reaction for 5-15 hours, cooled to below 80℃, then added 925.0g (10.0mol) of epichlorohydrin, at 80℃-100℃ Stir and react for 1 hour to 8 hours, distill under reduced pressure, recover the solvent and epichlorohydrin, add 40.0 g (1.0 mol) of sodium hydroxide, add 40.0 g of water, and stir and react at 80°C-100°C for 1 hour to 8 hours. Desalting, washing with water, and vacuum devolatilization to obtain 320.2 g of phthalimide glycidyl ester epoxy resin (theoretical yield is 330.0 g), which is recorded as TE1, the yield is 97.0%, and the measured epoxy value is 0.26.

Embodiment 2

[0027] Add 192.0 grams (1.0 mol) of trimellitic anhydride and 1455 grams of N,N-dimethylformamide into the reaction kettle. After stirring and dissolving at room temperature, add 99.0 grams (0.5 mol) of 4,4'-diaminodiphenylmethane at room temperature. Under stirring for 0.5-2.0 hours, 150g of toluene was added, heated to azeotropic dehydration reaction for 5-15 hours, cooled to below 80℃, and 111.0g (1.2 moles) epichlorohydrin was added at 80℃-100℃ Stir and react for 1 hour to 8 hours, distill under reduced pressure, recover the solvent and epichlorohydrin, add 80.0 g (2.0 moles) of sodium hydroxide, add 400.0 g of water, and stir and react at 80°C-100°C for 1 hour to 8 hours. Desalting, washing with water, and vacuum devolatilization, to obtain 296.7 g of phthalimide glycidyl ester epoxy resin (theoretical yield is 329.0 g), denoted as TE2, the yield is 90.1%, and the measured epoxy value is 0.21.

Embodiment 3

[0029] Add 192.0 g (1.0 mol) of trimellitic anhydride, 352 g of N-ethyl-2-pyrrolidone and 1000 g of N,N-dimethylformamide into the reaction kettle. After stirring and dissolving at room temperature, add 146.0 g (0.5 mol) 1 ,3-Bis(4-aminophenoxy)benzene, stir and react at room temperature for 0.5-2.0 hours, then add 1000 g of toluene and 352 g of xylene, heat and increase azeotropic dehydration reaction for 5-15 hours, cool to 80°C Then add 462.5 grams (5.0 moles) of epichlorohydrin, stir and react at 80℃-100℃ for 1 hour to 8 hours, distill under reduced pressure, recover the solvent and epichlorohydrin, and add 60.0 grams (1.5 moles) of sodium hydroxide , Add 180.0 grams of water, stir and react at 80℃-100℃ for 1 hour-8 hours, remove the salt, wash with water, and vacuum devolatilize to obtain 365.2 grams of phthalimide glycidyl epoxy resin (theoretical yield is 376.0 grams) , Recorded as TE3, the yield was 97.1%, and the measured epoxy value was 0.25.

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Abstract

The invention relates to a phthalimide glycidyl ester epoxy resin and a preparation method thereof. The resin is prepared by enabling trimellitic anhydride, aromatic binary primary amine and epichlorohydrin in a molar ratio of 2:1:(2-20) to react to obtain an intermediate phthalimide chloropropanol, and performing a closed loop reaction under a strong base condition. The resin has excellent comprehensive performance, can be applied to matrix resins of high-temperature-resistant structural adhesives, high-temperature-resistant coatings and fiber (comprising carbon fiber, glass fiber, organic fiber, inorganic fiber) reinforced advanced composite materials, is also applicable to forming processes such as RTM (resin transfer molding), VARTM (vacuum assistant resin transfer molding) and pultruding, is environmentally friendly and has a good application prospect.

Description

Technical field [0001] The invention belongs to the field of epoxy resins, and particularly relates to a phthalimide glycidyl ester epoxy resin and a preparation method thereof. Background technique [0002] Epoxy resin generally refers to a polymer prepolymer containing two or more epoxy groups and mainly aliphatic, alicyclic or aromatic segments. It reacts with the curing agent to form a three-dimensional network thermosetting material, which has good performance and is used in various fields. There are many types of epoxy resins. According to their chemical structure and the combination of epoxy groups, they can be divided into five categories, namely: glycidyl ethers, glycidyl esters, glycidyl amines, aliphatic epoxy compounds, and alicyclics In addition, there are heterocyclic epoxy resins and hybrid epoxy resins, that is, high-performance epoxy resins containing heterocycles in the molecular structure and epoxy resins with two different types of epoxy groups in the molecul...

Claims

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Application Information

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IPC IPC(8): C08G59/12C08G59/10C09J163/00C09D163/00C08L63/00
CPCC08G59/10C08G59/12C08L63/00C09D163/00C09J163/00
Inventor 虞鑫海李汉文李智杰周志伟
Owner DONGHUA UNIV
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