Pyrazole oxime ester photoinitiator with high photosensibility, preparation method and application thereof

A technology of photoinitiator and carbazole oxime, applied in the field of photoinitiator, can solve the problem of not being able to meet the needs of high-end color filters and LED applications, and achieve the effect of improving photocuring performance, excellent application performance and high product purity

Active Publication Date: 2013-01-23
CHANGZHOU TRONLY ADVANCED ELECTRONICS MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, with the rapid development of electronic technology, higher requirements are bound to be put forward for photoinitiators, so that the existing photoinitiators cannot meet the application needs of high-end color filters and LEDs.

Method used

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  • Pyrazole oxime ester photoinitiator with high photosensibility, preparation method and application thereof
  • Pyrazole oxime ester photoinitiator with high photosensibility, preparation method and application thereof
  • Pyrazole oxime ester photoinitiator with high photosensibility, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] Preparation of 1-[6-(2-thiophenoyl)-9-ethylcarbazol-3-yl]-(3-cyclopentylacetone)-1-oxime acetate as shown in the following formula

[0034]

[0035] Step 1: Preparation of 9-ethylcarbazole

[0036]

[0037] Put 20g of carbazole, 0.8g of tetraethylammonium bromide, and 100mL of toluene into a 250mL four-necked flask. Under stirring, add 70g of the 50% NaOH aqueous solution that is now prepared, dropwise add 15.6g of bromoethane, drop it for about 30min, and then Heating to reflux for 6h. Cool to room temperature, separate to remove the water layer, wash the material liquid layer 3 times, anhydrous MgSO 4 Dry, filter with suction, concentrate under reduced pressure to remove the solvent, and recrystallize the residue with absolute ethanol to obtain 33.5 g of white needle-like crystals with a yield of 72.0% and a relative purity of 99.0%.

[0038] Step 2: Preparation of 3-(3-cyclopentylpropionyl)-6-(2-thienoyl)-9-ethylcarbazole

[0039]

[0040] Drop into 30g 9...

Embodiment 2--12

[0053] Referring to the method shown in Example 1, the compounds of Examples 2--12 were prepared from corresponding acylating reagents, corresponding aldehydes or ketones. target compounds and their 1 H-NMR data are listed in Table 1.

[0054] Table 1

[0055]

[0056]

[0057]

[0058]

[0059]

[0060]

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PUM

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Abstract

A carbazole oxime ester-type photoinitiator represented by the following structural formula (I) is disclosed. The photoinitiator has excellent properties in application, especially high photosensibility. The photoinitiator can greatly improve the photocuring properties of photopolymers when applying on them, thus can significantly increase the productivity of photosensitive compositions in application fields such as preparing color filter. The preparation method of the carbazole oxime ester-type photoinitiator and its use in photosensitive composition are also disclosed.

Description

technical field [0001] The invention relates to the technical field of photoinitiators, in particular to a carbazole 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 core of photocuring technology lies in photocurable polymerized monomers and suitable photoinitiators. Under the irradiation of ultraviolet / visible light, X-ray or laser at a certain wavelength, the photoinitiator generates active groups, which excites the unsaturated groups in the polymerizable monomer to undergo polymerization reaction, thereby causing the curing of the material. [0003] The photoinitiator is the most important factor affecting th...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D409/06
CPCC07D405/06G03F7/0007C07D209/86C08F2/50C07D409/06G03F7/031
Inventor 钱晓春胡春青王兵
Owner CHANGZHOU TRONLY ADVANCED ELECTRONICS MATERIALS CO LTD
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