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Hydrogen-abstraction light initiating agent containing high-molecular chain segment, its production and use

A photoinitiator and hydrogen abstraction technology, which is applied in the field of hydrogen abstraction photoinitiator and its preparation, can solve the problems of product aging yellowing, poor compatibility with polymers, and restrictions on the application of photocuring systems, so as to achieve accelerated photocatalysis Aggregation, avoiding toxic effects

Inactive Publication Date: 2008-04-09
WUHAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the traditional small-molecule UV radical photopolymerization initiators have poor compatibility with polymers, and the photoinitiators and photolysis fragments remaining in the product are easy to migrate and volatilize, which will cause the product to age and yellow, and cause odor and toxicity. The application of photocuring system in food and drug packaging, etc.

Method used

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  • Hydrogen-abstraction light initiating agent containing high-molecular chain segment, its production and use
  • Hydrogen-abstraction light initiating agent containing high-molecular chain segment, its production and use
  • Hydrogen-abstraction light initiating agent containing high-molecular chain segment, its production and use

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Embodiment 1: Hydrogen abstraction type photoinitiator containing macromolecule segment [wherein R1 is the structure of the remaining part after p-hydroxymethylbenzophenone (BP1) removes hydroxyl functional group (OH); R2 is 2,4-toluene The structure of the remaining part of diisocyanate after removing two isocyanate (NCO) functional groups, R3 is the structure of the remaining part after removing the hydroxyl functional group (OH) from polyethylene glycol (PEG) 600; R4 is bisphenol A epoxy acrylate removing the hydroxyl functional group The structure of the remaining part after (OH)] [abbreviated as (BP1)-TDI-PEG600-TDI-(bisphenol A epoxy acrylate)] synthesis

[0026] Synthesis of BP1-TDI

[0027]TDI 5.2g (0.03mol), 0.6mL dibutyltin dilaurate, dissolved in ethyl acetate, heated to 50°C under the conditions of flowing N2 and stirring and cutting off water vapor, added dropwise (at a rate of 0.4mL per second) 6.4 g (0.03 mol) of p-hydroxymethylbenzophenone (BP1) was rea...

Embodiment 2

[0032] Embodiment 2: the hydrogen abstraction type photoinitiator that contains macromolecule segment [wherein R1 is the structure of remaining part after p-hydroxymethylbenzophenone removes hydroxyl functional group (OH); R2 is hexamethylene diisocyanate (HDI ) to remove the structure of the remaining part after two isocyanate (NCO) functional groups; R3 is the structure of the remaining part after polyethylene glycol (PEG) 600 removes the hydroxyl functional group (OH); R4 is bisphenol A epoxy acrylate to remove the hydroxyl functional group ( OH) after the remaining part of the structure] [abbreviated as (BP1)-HDI-PEG600-HDI-(bisphenol A epoxy acrylate)] synthesis

[0033] Synthesis of BP1-HDI

[0034] HDI 5.0g (0.03mol), 0.6mL dibutyltin dilaurate, dissolved in ethyl acetate, heated to 60°C under the conditions of passing N2 and stirring and cutting off water vapor, dropwise (at 0.7mL per second rate) p-hydroxymethylbenzophenone (BP1) 6.4g (0.03mol), reacted for 2 hours t...

Embodiment 3

[0039] The synthesis of embodiment 3 (BP2)-MDI-PEG5000-MDI-(bisphenol A epoxy acrylate)

[0040] Synthesis of BP2-MDI

[0041] MDI 0.03mol, 0.6mL dibutyltin dilaurate, dissolved in ethyl acetate, heated to 30°C under the conditions of flowing N2 and stirring and cutting off water vapor, added dropwise (at a rate of 0.2mL per second) p-hydroxydiphenyl Methanone (BP2) 0.03mol, reacted for 6 hours; BP2-MDI was obtained.

[0042] Synthesis of Bisphenol A Epoxy Acrylate-MDI

[0043] MDl 0.03mol, dibutyltin dilaurate 0.6mL, polymerization inhibitor p-hydroxyanisole 2mg dissolved in ethyl acetate, heated to 40°C under the conditions of feeding N2 and stirring and cutting off water vapor, and added dropwise (according to per second 0.4mL rate) bisphenol A epoxy acrylate 7.7g (0.01mol), reaction 4 hours; Obtain bisphenol A epoxy acrylate-MDI.

[0044] Synthesis of (BP2)-MDI-PEG5000-MDI-(bisphenol A epoxy acrylate)

[0045] Add 0.035 mol of PEG5000 into the container containing the ...

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Abstract

A hydrogen abstraction light initiating agent containing high-molecular chain segment, its production and use are disclosed. The procedure is carried out by reacting diphenylmethane-4,4,-vulcabond or hexamethylene-vulcabond or 2,4-toluene vulcabond with benzophenone light initiating agent containing hydroxyl group and acrylic resin containing hydroxyl group or metacrylic acid ester containing hydroxyl group separately, obtaining two reactants, agitating and reacting the two reactants with polyester polyhydric alcohol of molecular weight 500-5000 and polyether polyhydric alcohol at 50-80DEG C to obtain the final product. It is simple, has excellent dissolubility and photosensitive activity. It can be used for food packing, photo-etching material, light imaging material, photosensitive materials and three-dimensional modeling material.

Description

technical field [0001] The invention relates to a hydrogen abstraction type photoinitiator containing polymer chain segments, a preparation method and application thereof, and belongs to the field of photosensitive polymer materials. Background technique [0002] Photopolymerization (also known as photocuring) technology is a new green technology that came out in the 1960s. It refers to the formation of solid products through crosslinking and polymerization of liquid oligomers (including monomers) under the action of light (ultraviolet or visible light). the process of. At the North American Radiation Curing International Conference held in May 2004, light curing technology was summarized as having "5E" characteristics: efficient (Efficient), wide adaptability (Enabling), economical (Economical), energy saving (Energy Saving) and environmental Friendly (Environmental Friendly). Therefore, since the German Bayer company successfully developed light-curing wood coatings in 1...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F2/50C09D133/14
Inventor 聂俊肖浦
Owner WUHAN UNIV