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Preparation method and application of benzoxazine capable of being rapidly photo-cured, and photo-cured benzoxazine resin

A benzoxazine, light curing technology, applied in organic chemistry, coating, additive processing, etc., to achieve the effects of easy availability of raw materials, environmental protection, and compatibility of process equipment

Active Publication Date: 2022-04-29
LANZHOU INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, on the one hand, the existing application methods and molding processing technologies of benzoxazine can only form structural components in the shape of plates, wires, sheets, and blocks, and secondary finishing is required to obtain practical applications.

Method used

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  • Preparation method and application of benzoxazine capable of being rapidly photo-cured, and photo-cured benzoxazine resin
  • Preparation method and application of benzoxazine capable of being rapidly photo-cured, and photo-cured benzoxazine resin
  • Preparation method and application of benzoxazine capable of being rapidly photo-cured, and photo-cured benzoxazine resin

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preparation example Construction

[0046] The present invention also provides a method for preparing the fast photocurable benzoxazine described in the above technical solution, comprising the following steps:

[0047] Mix ethyl acrylic acid isocyanate compound, diamine and solvent to carry out a substitution reaction to obtain a substitution product; the ethyl acrylic acid isocyanate compound is ethyl methacrylate isocyanate or ethyl acrylic acid isocyanate ester;

[0048] Mixing the substitution product, paraformaldehyde and dihydric phenol, and performing a dehydration condensation reaction to obtain a dehydration condensation product;

[0049] The dehydration condensation product is mixed with a precipitating agent to obtain the fast photocurable benzoxazine.

[0050] In the present invention, unless otherwise specified, the raw materials used are all commercially available products in this field.

[0051] In the present invention, ethyl acrylic acid isocyanate compound, diamine and solvent are mixed to c...

Embodiment 1

[0083] At room temperature, add 33.426g of 2,2-bis(4-aminophenyl)hexafluoropropane and 17.067g of ethyl methacrylate isocyanate into 500mL of dimethylformamide, stir for 5 hours, then add 11.42g of bis Phenol A and 9.008g paraformaldehyde, stir well; heat up to 140°C and react for 12 hours; after cooling to room temperature, introduce the reaction liquid into warm water at 60°C, and ultrasonically clean and stir for 1 hour, repeat the lotion process 3 times, Then the light yellow viscous liquid was dried in a vacuum oven at 60° C. for 8 hours, and finally a fast photocurable benzoxazine (P-BOZ-1, structure shown in formula II) was obtained with a yield of 85%.

[0084] 70g P-BOZ-1, 10g vinylpyrrolidone, 18g ethoxylated pentaerythritol tetraacrylate and 2g photoinitiator 2,4,6-trimethylbenzoyl-diphenylphosphine oxide (819) were mixed and ball milled Mix and prepare a uniform photosensitive resin, coat the resin on a glass slide, and then perform UV exposure for 30 seconds and c...

Embodiment 2

[0087]At room temperature, add 22.426g 2-(4-aminophenyl)-5-aminobenzimidazole and 17.067g ethyl methacrylate isocyanate to 500mL dimethylpyrrolidone, stir for 6 hours, then add 15.421g alkene Propyl bisphenol A and 9.008g of paraformaldehyde, after being stirred evenly, heated up to 140°C for 12 hours; then, after cooling to room temperature, pour the reaction liquid into 5L of ethanol and water with a volume ratio of 1:20 of 60 Mix in the precipitant at ℃, and ultrasonically clean and stir for 1 hour, repeat the washing process 3 times, then obtain a light yellow viscous liquid and dry it in a vacuum oven at 60 ℃ for 8 hours, and finally obtain the photosensitive benzoxazine intermediate (P-BOZ -2, the structure shown in formula III), the yield is 90%.

[0088] Mix 68g of P-BOZ-2, 5g of vinyl formamide, 25g of trimethylolpropane triacrylate and 2g of photoinitiator dimethoxyacetophenone and mix them by ball milling to prepare a uniform photosensitive resin, and coat the resin...

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Abstract

The invention provides a preparation method and application of benzoxazine capable of being rapidly photo-cured and photo-cured benzoxazine resin, and belongs to the technical field of preparation, manufacturing and application of benzoxazine. Through design and preparation of a molecular structure, an active double bond is introduced into two ends of the benzoxazine molecular structure or into the benzoxazine molecular structure through grafting modification of diamine and methacrylic acid isocyanate or acrylic acid isocyanate, so that the photosensitivity and the rapid presetting function of the benzoxazine are realized; the inherent ring-opening curing capacity and excellent comprehensive performance of the benzoxazine are kept, the rapid preforming and intelligent manufacturing capacity of the benzoxazine is also endowed, and the technical problem that secondary processing of existing benzoxazine is difficult to directly realize in complex parts, miniature parts, precision manufacturing and the like is solved; and the application of the material in the technical fields of 5G communication, additive manufacturing, photocuring coatings and the like is expanded.

Description

technical field [0001] The present invention relates to the technical field of preparation of high-performance benzoxazine intermediates and rapid prototyping and manufacturing applications, in particular to a preparation method and application of a rapid photocurable benzoxazine, a photocurable benzoxazine resin, through molecular structure The innovative design expands the processing and molding methods of benzoxazine and its application and development in key technical fields such as light-cured coating, 3D printing, precision component manufacturing, and 5G copper-clad laminate resin. Background technique [0002] Benzoxazine is a kind of intermediate containing heterocyclic structure synthesized from phenols, aldehydes and primary amines. It is a kind of compound with excellent heat resistance, flame retardancy, insulation and physical and mechanical properties. Resin with great application prospect. Because benzoxazine does not release low-molecular substances during ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D413/14C07D265/16C08F222/22C08F226/10C08F226/02C08F222/20C08F222/14C08F2/48B33Y70/00C09D4/02
CPCC07D413/14C07D265/16C08F222/102C08F2/48B33Y70/00C09D4/00C08F226/10C08F222/104C08F226/02C08F222/103Y02P10/25
Inventor 王晓龙郭玉雄杨玉杰鲁耀钟
Owner LANZHOU INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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