Oxime ester compound and photopolymerization initiator comprising the compound

A technology of photopolymerization initiators and compounds, applied in the fields of optics, organic chemistry, optomechanical equipment, etc.

Active Publication Date: 2011-09-14
ADEKA CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0012] As described above, the problem to be solved by the present invention is that there is no photopolymerization method that does not color the obtained polymer, does not contaminate the polymer or equipment, and has excellent developability, adhesion, alkali resistance, and sensitivity. Initiator

Method used

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  • Oxime ester compound and photopolymerization initiator comprising the compound
  • Oxime ester compound and photopolymerization initiator comprising the compound
  • Oxime ester compound and photopolymerization initiator comprising the compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0051] [Example 1] Preparation of Compound No.1

[0052] Production of 4-fluoro-2-methylbenzoic acid chloride

[0053] 4-Fluoro-2-methylbenzoic acid chloride having the structure represented by the following chemical formula was prepared as follows.

[0054] [chemical formula 6]

[0055]

[0056] Add 20.0g (0.13 mole) 4-fluoro-2-methylbenzoic acid, 0.10g (1.3 mmol) N, N-dimethylformamide and 134g toluene under nitrogen atmosphere, add dropwise 23.2g ( 0.20 mol) of thionyl chloride, heated to 60-65°C and stirred for 1 hour. The solvent was distilled off and dried at 50° C. under reduced pressure to obtain 19.7 g (yield 88%, GC purity 99%) of a brown liquid.

[0057] The IR measurement results of the obtained brown liquid are shown below, and it was confirmed that the brown liquid was the target object.

[0058] IR measurement: (cm -1 )

[0059] 2985, 2931, 1766, 1606, 1579, 1486, 1450, 1384, 1240, 1189, 1105, 964, 869, 823

[0060] Production of acyl body

[0061] ...

Embodiment 2

[0083] [Example 2] Production of Photosensitive Composition No.1

[0084] With respect to 14g of acrylic copolymer, add 5.9g of trimethylolpropane triacrylate, 2.7g of compound No.1 and 79g of ethyl cellosolve obtained in Example 1, and stir well to obtain a photosensitive composition No.1.

[0085] In addition, the above-mentioned acrylic copolymer is obtained through the following steps: 20 parts by mass of methacrylic acid, 15 parts by mass of hydroxyethyl methacrylate, 10 parts by mass of methyl methacrylate and 55 parts by mass of methyl Butyl acrylate was dissolved in 300 parts by mass of ethyl cellosolve, and 0.75 parts by mass of azobisisobutyronitrile was added under a nitrogen atmosphere, and reacted at 70°C for 5 hours to obtain the above-mentioned acrylic copolymer .

Embodiment 3

[0086] [Example 3] Production of photosensitive composition No.2

[0087] With respect to 7.2g of acrylic copolymer, add 4.3g of trimethylolpropane triacrylate, 2.0g of compound No.1 obtained in Example 1 and 87g of ethyl cellosolve, and fully stir to obtain a photosensitive combination Object No.2.

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Abstract

An oxime ester compound is characterized by being represented by the following general formula (I). It is useful as a photopolymerization initiator. The oxime ester compound has high sensitivity and a high heat decomposition temperature. It does not impair the adhesion and alkali resistance of a photosensitive composition. The decomposition products generated from the compound by light irradiation do not adhere to a mask. In the formula, X represents alkyl, etc., provided that when m is 2 or larger, then the X's may be different; R1, R2, and R3 each represents, e.g., an alkyl or another group, which may be substituted by a halogen atom, etc. and in which the alkylene moiety may be separated by an unsaturated bond, ether bond, etc.; A represents cycloalkylalkyl; and m is 1-4.

Description

technical field [0001] The present invention relates to a novel oxime ester compound suitable as a photopolymerization initiator used in a photosensitive composition, a photopolymerization initiator containing the compound as an active ingredient, and a polymerizable compound containing an ethylenically unsaturated bond containing The photosensitive composition formed by the photopolymerization initiator. Background technique [0002] The photosensitive composition is obtained by adding a photopolymerization initiator to a polymerizable compound having an ethylenically unsaturated bond. By irradiating the photosensitive composition with light of 405nm or 365nm, it can be polymerized and cured, so it can be used for photocuring Used in permanent inks, photosensitive printing plates, various photoresists, etc. Since the photosensitive composition having sensitivity to a short-wavelength light source can realize fine printing, a photopolymerization initiator having excellent s...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F4/00C07D209/86G03F7/031C08F2/50
CPCC08F2/50C07D209/86G03F7/031C07D209/88G03F7/027G03F7/028
Inventor 阿久津光男泽本大介
Owner ADEKA CORP
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