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Polymeric photoinitiator and preparation method thereof

A technology for polymerizing photoinitiators and hydroxyl groups, which is applied in the field of photosensitive polymer materials, and can solve problems such as affecting material properties, polluting food, and reducing reaction efficiency

Inactive Publication Date: 2013-05-22
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

[0008] During curing, small molecule photoinitiators are easy to volatilize and migrate during the application process, resulting in reduced reaction efficiency and affecting material properties. Especially for photocurable inks printed on food packaging, it is strictly forbidden to use small molecule photoinitiators to avoid penetration through food bag of contaminated food

Method used

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  • Polymeric photoinitiator and preparation method thereof
  • Polymeric photoinitiator and preparation method thereof
  • Polymeric photoinitiator and preparation method thereof

Examples

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Embodiment 1

[0023] (a) Dissolve 1.2 parts of p-hydroxybenzophenone, 2 parts of paraformaldehyde, and 1 part of diglycolamine in 30 parts of 1,4-dioxane, and stir until completely dissolved. Slowly heat to reflux at a heating rate of 5°C / min, keep the reflux reaction for 5 hours, stop heating and cool to room temperature, distill off the solvent under reduced pressure, add chloroform to dissolve, wash 5 times with 0.1N sodium hydroxide aqueous solution, deionize Wash with water 5 times. Then the organic layer was dried with anhydrous sodium sulfate, filtered, the filtrate was evaporated to remove the solvent, and dried in vacuo to obtain an orange-red oily liquid (BZOH).

[0024] (b) Dissolve 1 part of BZOH and 1.2 parts of triethylamine (TEA) in 30 parts of dichloromethane, add 1.2 parts of acryloyl chloride into the constant pressure dropping funnel, and control the dropping speed to 4-5s / drop, Ice bath, avoid light, after magnetic stirring for 24h, filter, add saturated sodium bicarbon...

Embodiment 2

[0026] (a) Dissolve 1.4 parts of p-hydroxybenzophenone, 2 parts of paraformaldehyde, and 1 part of diglycolamine in 30 parts of butanone, and mechanically stir until completely dissolved. Slowly heat to reflux at a heating rate of 5°C / min, keep the reflux reaction for 10 hours, stop heating and cool to room temperature, distill off the solvent under reduced pressure, add chloroform to dissolve, wash 5 times with 0.1N sodium hydroxide aqueous solution, deionize Wash with water 5 times. Then the organic layer was dried with anhydrous sodium sulfate, filtered, the filtrate was evaporated to remove the solvent, and dried in vacuo to obtain an orange-red oily liquid (BZOH).

[0027] (b) Dissolve 1 part of BZOH and 1.5 parts of triethylamine (TEA) in 30 parts of dichloromethane, add 1.5 parts of acryloyl chloride into the constant pressure dropping funnel, and control the dropping speed to 4-5s / drop, Ice bath, protected from light, after magnetic stirring for 18h, filter, add satur...

Embodiment 3

[0029](a) Dissolve 1.2 parts of 4,4'-dihydroxybenzophenone, 2 parts of paraformaldehyde, and 1 part of diglycolamine in 30 parts of 1,4-dioxane, and stir until complete dissolve. Slowly heat to reflux at a heating rate of 5°C / min, keep the reflux reaction for 5 hours, stop heating and cool to room temperature, distill off the solvent under reduced pressure, add chloroform to dissolve, wash 5 times with 0.1N sodium hydroxide aqueous solution, deionize Wash with water 5 times. Then the organic layer was dried with anhydrous sodium sulfate, filtered, the filtrate was evaporated to remove the solvent, and dried in vacuo to obtain an orange-red oily liquid (BZOH).

[0030] (b) Dissolve 1 part of BZOH and 1.5 parts of triethylamine (TEA) in 30 parts of dichloromethane, add 1.5 parts of acryloyl chloride into the constant pressure dropping funnel, and control the dropping speed to 4-5s / drop, Ice bath, protected from light, after magnetic stirring for 12h, filter, add saturated sodi...

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Abstract

The invention relates to a polymeric photoinitiator and a preparation method thereof. The structural formula of the polymeric photoinitiator is shown in the specification. The method comprises the following steps: reacting a hydroxyl-containing benzophenone derivative, paraformaldehyde and diglycolamine which serve as raw materials to synthesize red liquid (BZOH) through a Mannich reaction; and reacting BZOH with acryloyl chloride to generate the polymeric photoinitiator (BZOA). The macromolecule initiator simultaneously contains benzophenone and tertiary amine, and the efficiency of generating reactive species through photosensitive decomposition is improved. Because the initiator contains the benzoxazine structure and unsaturated double bonds, the compatibility with an initiating system is improved, the surface migration of the photoinitiator is reduced, and the photoinitiator can serve as a monomer for synthesizing macromolecules and is widely applied to the fields of ultraviolet light polymerization and the like. R1 and R2 are mutually independent -H, -CH3, -OH or -CH2Cl, wherein at least one substituent group exists at the ortho-position in the hydroxyl-containing benzophenone derivative.

Description

technical field [0001] The invention relates to the technical field of photosensitive polymer materials, in particular to a macromolecule containing benzophenone as a photoinitiator. Background technique [0002] Photocuring technology is a new green technology that came out in the 1960s. It uses light (ultraviolet or visible light) or electron beams as energy sources to trigger the rapid transformation of chemically reactive liquid substances into solids. With the continuous development of science and technology and the increasing emphasis on environmental protection, light curing technology has developed rapidly. At present, this technology has been widely used in printing plate making, stereolithography, inks, coatings, adhesives, as well as dental, orthopedic repair materials, and contact lenses. and other biomedical materials. [0003] The difference between photocuring technology and traditional thermal curing technology is that the photocuring reaction is essentially...

Claims

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Application Information

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IPC IPC(8): C08F2/48C07D265/16
Inventor 聂俊时劲松包容马贵平路健
Owner HANGZHOU INST OF ADVANCED MATERIAL BEIJING UNIV OF CHEM TECH
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