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Photoinitiator of diphenyl sulfide oxime esters as well as preparation method and application thereof

A technology of diphenyl sulfide oxime and photoinitiator, which is applied in the field of diphenyl sulfide oxime ester photoinitiator and its preparation, can solve the problem that the large-screen high-definition display cannot be satisfied, the color photoresist color is not pure enough, and cannot adapt High-end color filters and LED application needs and other issues, to achieve the effect of improving light curing performance, improving production efficiency, and high photosensitive performance

Active Publication Date: 2012-06-13
CHANGZHOU TRONLY ADVANCED ELECTRONICS MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

For example, in terms of displays, large screens and high-definition pictures are the direction of development, and the carbazole oxime ester photoinitiators disclosed in patent documents such as CN101508744A are not pure enough in color due to their yellowing properties. It cannot meet the requirements of large-screen high-definition displays, and gradually cannot meet the application needs of high-end color filters and LEDs

Method used

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  • Photoinitiator of diphenyl sulfide oxime esters as well as preparation method and application thereof
  • Photoinitiator of diphenyl sulfide oxime esters as well as preparation method and application thereof
  • Photoinitiator of diphenyl sulfide oxime esters as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Preparation of 1-{4-[4-(2-thienoyl)phenylthio]phenyl}-(3-cyclopentyl)-propane-1-ketoxime-O-acetate shown in the following formula

[0029]

[0030] Step (1): Preparation of 1-{4-[4-(2-thienoyl)phenylthio]phenyl}-(3-cyclopentyl)-propan-1-one

[0031]

[0032] Drop 30g of diphenyl sulfide, 21g of AlCl into a 500ml four-necked flask 3 (grind), 150ml dichloromethane, stir, pass into argon protection, ice bath cooling, when the temperature drops to 0 ℃, start to drop the mixed solution of 22.5g 2-thiophenoyl chloride and 21g dichloromethane, temperature Control below 10°C, add about 1.5h, continue to stir for 2h, then add 21g AlCl to the flask 3 (Grind finely), add dropwise a mixture of 27g cyclopentylpropionyl chloride and 20g dichloromethane, control the temperature below 10°C, drop it in about 1.5h, then raise the temperature to 15°C, continue stirring for 2h, and discharge.

[0033] Post-processing:

[0034] Under stirring, slowly pour the material into dilute h...

Embodiment 2-7

[0045] Referring to the method of Example 1, the compounds shown in Examples 2-7 were prepared from corresponding acylating reagents. target product and its 1 H-NMR data are listed in Table 1.

[0046] Table 1

[0047]

[0048]

[0049]

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PUM

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Abstract

The invention relates to a photoinitiator of diphenyl sulfide oxime esters. The photoinitiator has a chemical structure shown as a formula (1) in the specifications, is excellent in application performance, high in photosensibility, free of yellowing and good in dissolubility, and has the advantages of greatly increasing a photo-curing performance when applied to photosensitive compositions and obviously increasing the performance and production efficiency in the photosensitive composition application field, such as preparation of color filters. The invention further relates to a preparation method of the photoinitiator and application of the photoinitiator to the photosensitive compositions.

Description

technical field [0001] The invention relates to the technical field of photoinitiators, in particular to a diphenyl sulfide oxime ester photoinitiator and its preparation method and application. Background technique [0002] Photocuring refers to the curing process of monomer, oligomer or polymer matrix under light induction. This technology has a wide range of applications in modern microelectronics technology, such as photocurable ink, liquid crystal panel packaging, photosensitive printing plate, Filters and photoresists, etc. The photoinitiator is the most important factor affecting the photosensitivity of the photocurable composition, that is, the photosensitive composition. So far, the development and application of photoinitiators has covered a variety of compound categories, such as benzoin derivatives, biphenyl ketals, α, α-dialkoxyacetophenones, benzophenones / amines, Michler's ketones, thiazolones / amines, aromatic diazonium salts, triazoxides, oxime esters, etc.,...

Claims

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Application Information

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IPC IPC(8): C08F2/48C07D333/22C07D307/46C07D317/22C07C323/47C07C319/20G03F7/004G03F7/027
Inventor 钱晓春胡春青王兵
Owner CHANGZHOU TRONLY ADVANCED ELECTRONICS MATERIALS CO LTD
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