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Macromolecular photoinitiator, preparation method and applications thereof

A photoinitiator and macromolecular technology, applied in the field of photocuring, can solve the problems of easy yellowing, difficult to dissolve, low solubility, etc., and achieve the effects of good solubility and stability, reduced thermal shrinkage, and high polymerization efficiency

Active Publication Date: 2020-03-27
BEIJING ETERNAL MATERIAL TECH +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Existing photoinitiators for color glue mostly use solid small molecule photoinitiators, which often have poor compatibility with colorants, resins, monomers, etc., color, easy yellowing, easy aggregation, easy precipitation, low solubility, and poor thermal stability. , Easy to migrate or precipitate from the color glue after light curing, which affects the quality of the color glue and the health of workers on the production line
On the other hand, ordinary macromolecular photoinitiators have the problem of being difficult to dissolve in the color gel system

Method used

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  • Macromolecular photoinitiator, preparation method and applications thereof
  • Macromolecular photoinitiator, preparation method and applications thereof
  • Macromolecular photoinitiator, preparation method and applications thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] Example 1. Poly 4-(2-methylacrylate)benzophenone Synthesis

[0050]

[0051] Add 48g of methanol (1.5mol) into a 250mL three-necked flask and stir, raise the temperature to reflux, slowly add 42g of diketene (0.5mol), continue to react at reflux temperature for 5h, and distill under reduced pressure to obtain 89.4g (0.77mol) of methyl acetoacetate .

[0052] Add 200mL THF and 15.6g stirred and dispersed NaH (60% dispersed in mineral oil, 0.39mol) to a 500mL three-necked flask protected by argon, and 34.8g methyl acetoacetate (0.3mol) is added dropwise to the flask at room temperature in and stir well. When the liquid in the flask became clear, 46.8 g of iodomethane (0.33 mmol) was added dropwise, the mixture was stirred at 40° C. for 10 h, the reaction solution was quenched with saturated aqueous ammonium chloride and extracted 3 times with ethyl acetate. The combined organic layers were dried with anhydrous sodium sulfate and spin-dried to dry the solvent, and s...

Embodiment 2

[0069] Example 2. Poly 4-(2-ethyl acrylate) benzophenone F-2 Synthesis

[0070]

[0071] The synthesis process of F-2 refers to the synthesis of F-1, the difference is that the methanol used in A-1 is replaced with ethanol.

[0072] NMR data of E-2: 1 HNMR (300Hz) in DMSO: δ 1.07ppm (t, 3H), 4.00ppm (q, 2H), 6.19, 6.37ppm (d, J=58.3, 2H), 7.41-7.84ppm (m, 9H).

[0073] F-2 Molecular weight data: M w = 8500, PDI = 1.49.

Embodiment 3

[0074] Example 3. Poly 4'-methoxy, 4-(2-acrylate ethyl) benzophenone F-3 Synthesis

[0075] The synthesis process of F-3 refers to the synthesis of F-1, the difference is that the raw material E-3 for the synthesis of F-3 is the 4-bromobenzophenone used in E-1 with 4-bromo, 4'-methoxy Base benzophenone C-1 instead, the synthetic method of C-1 is as follows:

[0076]

[0077] Add 21.95g of 4-bromobenzoyl chloride (0.1mol) and 17.3g of anhydrous aluminum trichloride (0.13mol) to a 500mL three-necked flask, and add 100mL of CH 2 Cl 2 The solid was dissolved, placed in a low-temperature reaction bath at 10°C, and stirred. 140.6g anisole (0.13mol) and 50ml CH 2 Cl 2 Mix well, add to constant pressure dropping funnel and start dropping. After the dropwise addition, add 20mL CH2 Cl 2 Rinse the constant-pressure dropping funnel, slowly raise the temperature of the cooling bath to 20°C, and continue stirring. At the end of the reaction, the reactants were slowly poured into...

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Abstract

The invention relates to a macromolecular photoinitiator, wherein a hydrogen abstraction type photoinitiator benzophenone is used as a core, and a (methyl) acrylate group is introduced into one benzene ring of the core. According to the invention, by polymerizing a (methyl) acrylate group into a macromolecular photoinitiator with a specific molecular weight range, the macromolecular photoinitiatorhas high solubility and high compatibility in an ester solvent, and the benzophenone photosensitive group on the side chain can initiate polymerization of the active monomer in a colored glue under ultraviolet light; and if the other benzene ring of benzophenone as a side chain contains a hydrogen-donor group, the hydrogen-donor group can significantly improve the initiation efficiency of the photoinitiator and the polymerization speed of the system.

Description

technical field [0001] The invention relates to the technical field of photocuring, and specifically provides a benzophenone macromolecular photoinitiator and its application and preparation method. Background technique [0002] Photoresist, also known as photoresist, is a photosensitive mixture composed of photosensitive resin, photoinitiator and solvent. Under the irradiation of ultraviolet light beams, it can undergo cross-linking curing or degradation reaction (called photolithography). Coloring agents (red, green and blue) are added to the photoresist to make a color photoresist (or color photosensitive / photosensitive resin composition). The color photoresist is coated on the glass substrate to form a film, and after ultraviolet lithography, a color pattern is formed to form a color filter. [0003] The photoinitiator is the core component in the color photosensitive resin composition, and is a necessary material for the composition to be curable under ultraviolet lig...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F120/26C08F120/34C08F2/48
CPCC08F120/26C08F120/34C08F2/48
Inventor 桑伟刘永祥侯少堃王晓青孙涛
Owner BEIJING ETERNAL MATERIAL TECH
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