Photoinitiator as well as preparation method and application thereof

A photoinitiator and integer technology, which is applied in the field of photoinitiator and its preparation, can solve the problems of UVLED output wavelength mismatch, increase the content of surface photoinitiator, and low refractive index of the cured film surface, so as to promote surface coating curing, The effect of good photosensitivity and excellent photopolymerization efficiency

Active Publication Date: 2020-12-11
新丰博兴聚合材料有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The present invention overcomes the defects of the mismatch between the absorption wavelength and the output wavelength of the UV LED described in the above-mentioned prior art, which is not conducive to the preparation of anti-reflection and anti-reflection films, and photocuring In order to solve the problem of surface oxygen inhibition in the field, a photoinitiator is provided. The photoinitiator provided is a Type I cracking type photoinitiator, which is environmentally friendly, has excellent photoinitiation polymer efficiency, and has good UVA segment ultraviolet light. Photosensitivity, the cured film made of the photocurable composition has a low refractive index on the surface and a high refractive index on the inner layer, that is, it has the function of anti-reflection and anti-reflection. Moreover, the photoinitiator has a low surface tension perfluoropolyether The groups can be enriched on the surface of the coating, thereby increasing the content of photoinitiators on the surface, so it can effectively inhibit the polymerization inhibition of surface oxygen and promote the curing of the surface coating

Method used

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  • Photoinitiator as well as preparation method and application thereof
  • Photoinitiator as well as preparation method and application thereof
  • Photoinitiator as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0064] The present embodiment provides a kind of photoinitiator, has such as formula (M 1 ) shows the structure:

[0065]

[0066] Nitrogen atmosphere, room temperature, dark conditions, (Me 3 Si) 2 Ge(CH 3 ) 2 (A 1 , 2.50g, 0.01mol) was dissolved in 50ml of toluene solution, KOtBu (1.2g, 0.011mol) toluene solution was added dropwise, and stirred at room temperature for 2h. Then dropwise add p-methoxybenzoyl fluoride (B 1 , 1.70g, 0.011mol) toluene solution, placed at room temperature and stirred for 4h; then added dropwise perfluoropolyether acid fluoride compound (C 1 , j=6, 12.16g, 0.01mol) toluene solution, and continue to react at room temperature for 8h. Extract and wash with 3% sulfuric acid aqueous solution for 3 times, then dry with anhydrous sodium sulfate to remove water, and distill off the solvent under reduced pressure to obtain compound M 1 crude product. The crude product was recrystallized with acetone solution to obtain light yellow powder compoun...

Embodiment 2

[0071] The present embodiment provides a kind of photoinitiator, has such as formula (M 2 ) shows the structure:

[0072]

[0073] Nitrogen atmosphere, room temperature, dark conditions, (Me 3 Si) 3 GCH 3 (A 2 , 3.08g, 0.01mol) was dissolved in 50ml ethylene glycol dimethyl ether solution, KOtBu (1.2g, 0.011mol) ethylene glycol dimethyl ether solution was added dropwise, and stirred at room temperature for 2h. Then p-toluyl chloride (B 2 , 3.24g, 0.021mol) ethylene glycol dimethyl ether solution, placed at room temperature and stirred for 4h; then added dropwise perfluoropolyether acyl fluoride (C 2 , j=8, 15.48g, 0.01mol) ethylene glycol dimethyl ether solution, and continue to react at room temperature for 8h. Extract and wash with 3% sulfuric acid aqueous solution for 3 times, then dry with anhydrous sodium sulfate to remove water, and distill off the solvent under reduced pressure to obtain compound M 2 crude product. The crude product was recrystallized with ac...

Embodiment 3

[0078] The present embodiment provides a kind of photoinitiator, has such as formula (M 3 ) shows the structure:

[0079]

[0080] Nitrogen atmosphere, room temperature, dark conditions, (Me 3 Si) 4 Ge(A 3 , 3.66g, 0.01mol) was dissolved in 50ml ethylene glycol dimethyl ether solution, KOtBu (1.2g, 0.011mol) ethylene glycol dimethyl ether solution was added dropwise, and stirred at room temperature for 2h. Then add benzoyl bromide (B 3 , 5.70g, 0.031mol) ethylene glycol dimethyl ether solution, placed at room temperature and stirred for 5h; then added dropwise perfluoropolyether acyl fluoride (C 3 , j=12, 23.24g, 0.01mol) ethylene glycol dimethyl ether solution, and continue to react at room temperature for 8h. Extract and wash with 3% sulfuric acid aqueous solution for 3 times, then dry with anhydrous sodium sulfate to remove water, and distill off the solvent under reduced pressure to obtain compound M 3 crude product. The crude product was recrystallized with acet...

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Abstract

The invention discloses a photoinitiator as well as a preparation method and application thereof. The photoinitiator has a structure as shown in a formula (M) which is described in the specification.The photoinitiator provided by the invention takes a Type I cracking type photoinitiator acyl germanium group as a parent nucleus which is bonded with an environment-friendly perfluoropolyether alkylchain group with low surface tension. The photoinitiator has excellent photo-initiation polymerization efficiency, and is sensitive to ultraviolet light of a UVA section. The photoinitiator can be applied to commercial LED curing, and can be enriched on the surface of a formula coating to increase the content of the surface photoinitiator, thereby promoting the curing of the surface coating and inhibiting the oxygen inhibition of the surface. A cured film prepared from the photo-cured composition is low in surface layer refractive index and high in inner layer refractive index, and has anti-reflection and anti-reflection functions.

Description

technical field [0001] The invention relates to the technical field of photocuring of polymer materials, more specifically, to a photoinitiator and its preparation method and application. Background technique [0002] In recent years, radiation curing technology has attracted widespread attention due to its fast curing speed, energy saving and environmental protection, and good economic benefits. This technology can be applied to coatings, 3D printing, vacuum plating, adhesives, nail polish, paper varnish, dental materials etc. [0003] Compared with traditional mercury lamps, UV LED has the advantages of energy saving and environmental protection, high energy output efficiency, small device, and good economic benefits, and has become one of the future development trends in the field of light curing. However, due to the current commercial UV LED output wavelength It is 365-405nm, which does not match the absorption wavelength of many traditional photoinitiators, so photoini...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F2/50C08F283/00C08F222/14C08F222/20C09D175/14C08J5/18C08L75/14
CPCC08F283/008C09D175/14C08J5/18C08J2375/14C08F222/103C08F222/102
Inventor 庞来兴黄李江谭照华苏航黄仲康
Owner 新丰博兴聚合材料有限公司
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