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Novel compound, process for preparation thereof, radiation -sensitive compositions containing the novel compound, and cured films

A compound and composition technology, applied in the field of radiation-sensitive compositions and cured films, can solve the problems of high exposure, high sublimation, and pollution of photomasks, and achieve high radiation sensitivity, high surface hardness, and low sublimation sexual effect

Active Publication Date: 2012-05-30
JSR CORPORATIOON
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the radiation sensitivity of this acetophenone-based initiator is low, and in order to form a cured film with sufficient surface hardness, a high exposure dose is required
In addition, this acetophenone-based initiator has high sublimability (for example, see Japanese Patent Laid-Open No. 2007-86565), which has the disadvantages of contaminating the baking oven due to sublimation and contaminating the photomask during exposure.

Method used

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  • Novel compound, process for preparation thereof, radiation -sensitive compositions containing the novel compound, and cured films
  • Novel compound, process for preparation thereof, radiation -sensitive compositions containing the novel compound, and cured films
  • Novel compound, process for preparation thereof, radiation -sensitive compositions containing the novel compound, and cured films

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0161] A thermometer and a dropping funnel were installed in a 1L three-necked flask, and under a nitrogen atmosphere, 110 g of 1-[4-(2-hydroxyethylthio)-phenyl]-2-methyl-2-morpholinyl- Propan-1-one (see Patent Document 4 (US Publication No. 2003-225179)) and 60 g of pyridine were dissolved in 360 g of methylene chloride, and frozen to 5° C. or less in an ice-water bath. Next, a solution obtained by dissolving 33.2 g of adipoyl chloride in 100 g of methylene chloride was dropped over 2 hours through the dropping funnel. After completion of the dropwise addition, the mixture was stirred for 2 hours. After the reaction was finished, 500 mL of water was added to dissolve the generated salt in the water layer, and then the organic layer was extracted using a separatory funnel. The organic layer was washed twice with 200 mL of 10% by mass HCl water, and then twice with 200 mL of distilled water. Anhydrous sodium sulfate was added to the liquid-separated organic layer, water was r...

Embodiment 2

[0167]A thermometer and a dropping funnel were installed in a 1L three-necked flask, and under a nitrogen atmosphere, 110 g of 1-[4-(2-hydroxyethylthio)-phenyl]-2-methyl-2-morpholinyl- Propan-1-one (see Patent Document 4 (US Publication No. 2003-225179)) and 60 g of pyridine were dissolved in 360 g of methylene chloride, and frozen in an ice-water bath to below 5°C. Next, a solution obtained by dissolving 53.8 g of triphosgene in 100 g of methylene chloride was dropped over 2 hours through the dropping funnel. After completion of the dropwise addition, the mixture was stirred for 2 hours. After the reaction was finished, 500 mL of water was added to dissolve the generated salt in the water layer, and then the organic layer was extracted using a separatory funnel. The organic layer was washed twice with 200 mL of 10% by mass HCl water, and then twice with 200 mL of distilled water. Anhydrous sodium sulfate was added to the liquid-separated organic layer, water was removed, an...

Embodiment 3

[0173] A thermometer and a dropping funnel were installed in a 1L three-necked flask, and under a nitrogen atmosphere, 110 g of 1-[4-(2-hydroxyethylthio)-phenyl]-2-methyl-2-morpholinyl- Propan-1-one (see Patent Document 4 (US Publication No. 2003-225179)) and 60 g of pyridine were dissolved in 360 g of methylene chloride, and frozen in an ice-water bath to below 5°C. Next, 42.3 g of 4-methoxyphthaloyl chloride was dissolved in 100 g of methylene chloride through a dropping funnel, and the resulting solution was dropped over 2 hours. After completion of the dropwise addition, the mixture was stirred for 2 hours. After the reaction was finished, 500 mL of water was added to dissolve the generated salt in the water layer, and then the organic layer was extracted using a separatory funnel. The organic layer was washed twice with 200 mL of 10% by mass HCl water, and then twice with 200 mL of distilled water. Anhydrous sodium sulfate was added to the liquid-separated organic layer...

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PUM

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Abstract

A compound having multiple groups represented by general formula (1') which are the same or different. In general formula (1'), R1 and R2 are each independently a C1-6 alkyl group, and n is an integer of 1 to 6.

Description

technical field [0001] The present invention relates to a novel compound useful as a photopolymerization initiator, a method for producing the same, a radiation-sensitive composition containing the novel compound, and a cured film. Background technique [0002] Cured films formed from radiation-sensitive compositions are widely used in liquid crystal devices, semiconductor devices, photocurable inks, photosensitive printing plates, and the like. This radiation-sensitive composition contains, for example, a polymerizable compound having an ethylenically unsaturated bond, a photopolymerization initiator, and the like. The above-mentioned cured film can be formed by applying the radiation-sensitive composition on a glass substrate or the like to form a coating film, followed by exposing using an exposure device having a mercury lamp. [0003] The above-mentioned mercury lamp has a glow line spectrum unique to mercury in the ultraviolet to visible light wavelength range, and ha...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D295/10G03F7/031H01L21/027
CPCC07D295/10G03F7/031
Inventor 岩泽晴生一户大吾
Owner JSR CORPORATIOON
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