Novel self-hydrogen-supplying diphenyl ketone macromolecular photoinitiator and preparation method thereof

A technology of benzophenone and photoinitiator, which is applied in the field of preparation of new self-supplying hydrogen benzophenone macromolecular photoinitiator, can solve the problems of low ultraviolet absorption and poor initiation activity, so as to improve compatibility and reduce Volatility and Migration, Effect of Reducing Toxicity and Surface Migration

Inactive Publication Date: 2013-05-29
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

Traditional benzophenone photoinitiators have low UV absorption and poor initiation ac

Method used

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  • Novel self-hydrogen-supplying diphenyl ketone macromolecular photoinitiator and preparation method thereof
  • Novel self-hydrogen-supplying diphenyl ketone macromolecular photoinitiator and preparation method thereof
  • Novel self-hydrogen-supplying diphenyl ketone macromolecular photoinitiator and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Weigh 10g of 4-(2,3-epoxypropoxy)benzophenone (EBP) and dissolve it in 20ml of ethanol solvent, dissolve 1g of potassium tert-butoxide in 10ml of ethanol, and dissolve 4-(2 Add the ethanol solvent of 3-glycidoxy) benzophenone (EBP) into the four-necked flask, heat and stir, raise the temperature to 80°C, and start adding the ethanol solution with the catalyst dropwise, and control the dropping rate for about 1 hour. , the temperature was controlled at 85°C, cooled to room temperature after 7 hours of reaction, dissolved in dichloromethane, washed twice with 10 mL of 2% NaOH solution and deionized water, dried overnight with anhydrous sodium sulfate, filtered, and removed by rotary evaporation Dichloromethane was vacuum-dried to obtain a novel self-supplying hydrogen benzophenone macromolecular photoinitiator. The structure is shown in structural formula 1: 1 H NMR (500MHz) in CDCl 3 : δ1.21ppm (9H, CH 3 ), 3.64-4.22ppm (nH, n>2; CH 2 ), 4.05ppm (1H, CH), 4.81ppm (1H...

Embodiment 2

[0021] Weigh 10g of 4-(2,3-epoxypropoxy)benzophenone (EBP) and dissolve it in 20ml of ethanol solvent, dissolve 2g of potassium tert-butoxide in 10ml of ethanol, dissolve 4-( Add the ethanol solvent of 2,3-glycidyloxypropoxy)benzophenone (EBP) into the four-necked flask, heat and stir, and start adding the ethanol solution with the catalyst dropwise when the temperature rises to 80°C, and add dropwise at a controlled rate for about 1 hour Completed, the temperature was controlled at 85°C, cooled to room temperature after 7 hours of reaction, dissolved in dichloromethane, washed twice with 10mL of 2% NaOH solution and deionized water, dried overnight with anhydrous sodium sulfate, filtered, and rotary evaporated The methylene chloride was removed, and vacuum drying was carried out to obtain a novel self-supplying hydrogen benzophenone macromolecular photoinitiator. The structure is shown in structural formula 1: 1 H NMR (500MHz) in CDCl 3 : δ1.21ppm (9H, CH 3 ), 3.64-4.22ppm...

Embodiment 3

[0023] Weigh 10g of 4-(2,3-epoxypropoxy)benzophenone (EBP) and dissolve it in 20ml of ethanol solvent, dissolve 1g of sodium tert-butoxide in 10ml of ethanol, and dissolve 4-(2 Add the ethanol solvent of 3-glycidoxy) benzophenone (EBP) into the four-necked flask, heat and stir, raise the temperature to 80°C, and start adding the ethanol solution with the catalyst dropwise, and control the dropping rate for about 1 hour. , the temperature was controlled at 85°C, cooled to room temperature after 7 hours of reaction, dissolved in dichloromethane, washed twice with 10 mL of 2% NaOH solution and deionized water, dried overnight with anhydrous sodium sulfate, filtered, and removed by rotary evaporation Dichloromethane was vacuum-dried to obtain a novel self-supplying hydrogen benzophenone macromolecular photoinitiator. The structure is shown in Structural Formula 1: H NMR (500MHz) in CDCl 3 : δ1.26ppm (9H, CH 3 ), 3.64-4.22ppm (nH, n>2; CH 2 ), 4.15ppm (1H, CH), 4.78ppm (1H, OH),...

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Abstract

The invention discloses a novel self-hydrogen-supplying diphenyl ketone macromolecular photoinitiator shown in the specification and a preparation method thereof. Diphenyl ketone containing an epoxy group is used as a raw material and is subjected to ring-opening reaction under the action of a specific initiator, thus generating the novel self-hydrogen-supplying diphenyl ketone macromolecular photoinitiator. The macromolecular photoinitiator does not migrate after curing, is less prone to volatilize, reduces the odor, reduces the environmental pollution and has the characteristics of favorable resin compatibility and the like; and meanwhile, the macromolecular photoinitiator has the maximum advantage that the macromolecular photoinitiator is a self-hydrogen-supplying one, so that micromolecular auxiliary initiators do not need to be added, thereby avoiding the problems of migration, precipitation and the like during curing of the micromolecular auxiliary initiators in the photocuring process. Thus, the invention has wide application prospects in the field of photocuring. R is tert-butyl ethyl butyl.

Description

technical field [0001] The invention relates to the preparation and method of a novel self-supplying hydrogen benzophenone macromolecular photoinitiator Background technique [0002] Since Inmont Corporation of the United States first published the unsaturated polyester / styrene ultraviolet (UV) photocuring ink technology patent in 1946, photocuring technology has maintained a relatively high speed of development in western industrialized countries. Especially after the 1990s, this technology has been widely used in industrial fields such as photocurable coatings, photoresists, photocurable inks, electronic packaging materials, adhesives, CD duplication, and paper glazing, showing good development prospects. Compared with other curing technologies, light curing has many advantages: energy saving, economy, environmental friendliness, high efficiency and low energy consumption, and strong operability. There is no organic solvent release during curing, and it can be quickly and...

Claims

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Application Information

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IPC IPC(8): C08F2/48C08G65/22C07C49/84C07C45/64
Inventor 聂俊陈鹏辉马贵平包容路健
Owner HANGZHOU INST OF ADVANCED MATERIAL BEIJING UNIV OF CHEM TECH
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