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Benzophenone derivative photoinitiator and preparation method thereof

A technology of benzophenones and photoinitiators, which is applied in the preparation of sulfides, carboxylic acid halides, organic chemistry, etc., can solve the problems of easy migration of photoinitiators, and achieve the reduction of migration, increase of molecular weight and reaction conditions mild effect

Inactive Publication Date: 2019-10-29
HANGZHOU INST OF ADVANCED MATERIAL BEIJING UNIV OF CHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The technical problem to be solved in the present invention is: in order to solve the problem that general small molecular weight photoinitiators easily migrate in the system, the present invention provides benzophenone derivatives photoinitiators and preparation methods, which reduce the amount of photoinitiators in the system Migration in

Method used

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  • Benzophenone derivative photoinitiator and preparation method thereof
  • Benzophenone derivative photoinitiator and preparation method thereof
  • Benzophenone derivative photoinitiator and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0024] The structural formula of compound 1:

[0025]

[0026] 4-Hydroxybenzophenone (19.8g, 0.1mol), triethylamine (12.12g, 0.12mol) and 100ml of methylene chloride were added to a 250ml three-neck flask equipped with mechanical stirring and a constant pressure dropping funnel, Stir for 5 min in an ice-water bath. Acryloyl chloride (10.86 g, 0.12 mol) was added to a constant pressure dropping funnel filled with 50 ml of dichloromethane solvent, and the addition rate was controlled. The addition was completed within 2 H, and finally stirred at room temperature for 6 H. After the reaction was completed, remove solid impurities by filtration, and deionized water, HCl (1mol / L) and NaHCO 3 (1mol / L) aqueous solution was washed twice, the organic layer was dried and filtered, and the solvent was removed by rotary evaporation to obtain a crude product, which was recrystallized with ethanol to obtain an intermediate product A. Subsequently, the intermediate product A and methyl 3...

Embodiment 2

[0029] The structural formula of compound 2 is:

[0030]

[0031] 4-Hydroxybenzophenone (19.8g, 0.1mol), triethylamine (12.12g, 0.12mol) and 100ml of methylene chloride were added to a 250ml three-neck flask equipped with mechanical stirring and a constant pressure dropping funnel, Stir for 5 min in an ice-water bath. Acryloyl chloride (10.86 g, 0.12 mol) was added to a constant pressure dropping funnel filled with 50 ml of dichloromethane solvent, and the addition rate was controlled. The addition was completed within 2 H, and finally stirred at room temperature for 6 H. After the reaction was completed, remove solid impurities by filtration, and deionized water, HCl (1mol / L) and NaHCO 3 (1mol / L) aqueous solution was washed twice, the organic layer was dried and filtered, and the solvent was removed by rotary evaporation to obtain a crude product, which was recrystallized with ethanol to obtain an intermediate product A. Subsequently, intermediate product A and 2,3-dimer...

Embodiment 3

[0034] The structural formula of compound 3 is:

[0035]

[0036] 4-Hydroxybenzophenone (19.8g, 0.1mol), triethylamine (12.12g, 0.12mol) and 100ml of methylene chloride were added to a 250ml three-neck flask equipped with mechanical stirring and a constant pressure dropping funnel, Stir for 5 min in an ice-water bath. Acryloyl chloride (10.86 g, 0.12 mol) was added to a constant pressure dropping funnel filled with 50 ml of dichloromethane solvent, and the addition rate was controlled. The addition was completed within 2 H, and finally stirred at room temperature for 6 H. After the reaction was completed, remove solid impurities by filtration, and deionized water, HCl (1mol / L) and NaHCO 3 (1mol / L) aqueous solution was washed twice, the organic layer was dried and filtered, and the solvent was removed by rotary evaporation to obtain a crude product, which was recrystallized with ethanol to obtain an intermediate product A. Subsequently, intermediate product A and trimethyl...

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Abstract

The invention belongs to the field of photosensitive polymer materials. The benzophenone derivative photoinitiator is prepared on the basis of a reaction of 4-hydroxybenzophenone, acryloyl chloride and sulfhydryl compounds with different degrees of functionality. According to the invention, through introduction of an unsaturated double bond into a molecular structure, a photoinitiator is subjectedto generate a click chemical reaction with a thiol group, so photoinitiating activity of the photoinitiator is guaranteed, and the molecular weight of the photoinitiator is improved; thus, the mobility of the photoinitiator after curing in a system is reduced. The preparation method provided by the invention has simple synthesis steps and low preparation cost; and a product prepared by using thepreparation method provided by the invention has low mobility and extensive application prospect in the field of ultraviolet light curing.

Description

technical field [0001] The invention belongs to the field of photosensitive polymer materials, and relates to a photoinitiator of benzophenone derivatives and a preparation method thereof. Background technique [0002] Photocuring technology, as a green and friendly technology with mild reaction conditions, fast reaction speed, little damage to the substrate, no discharge of three wastes, and no environmental pollution, has achieved rapid development since its inception. And it has a wide range of applications in inks, coatings, photoresists, microelectronics, biomaterials and dental restoration materials. Generally speaking, the photocuring system contains oligomers, monomers, photoinitiators and auxiliary agents, and although the photoinitiator accounts for a small amount, it plays a vital role in the whole system, because the initiator can Under the irradiation of ultraviolet light with a wavelength, the absorbed light can generate active species, free radicals or ions, ...

Claims

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Application Information

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IPC IPC(8): C08F2/48C08F120/20C07C319/18C07C323/52
CPCC07C67/14C07C319/18C07C323/52C08F2/48C08F120/20C07C69/54
Inventor 杨金梁郝亚娟聂俊
Owner HANGZHOU INST OF ADVANCED MATERIAL BEIJING UNIV OF CHEM TECH
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