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Diphenyl ketone photo initiator containing sulfur and its preparing method

A technology of photoinitiator and benzophenone, applied in the field of organic compounds and their preparation, can solve problems such as the decrease of photosensitivity, and achieve the effects of improving photosensitivity, enhancing initiating performance and improving initiating performance

Inactive Publication Date: 2008-01-30
SHANGHAI JIAO TONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, due to the middle of two acid anhydrides of the photosensitive group, the imide ring formed by the reaction has a strong electron-withdrawing effect, which reduces the photosensitivity of the final material (G.. 4972 pages)

Method used

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  • Diphenyl ketone photo initiator containing sulfur and its preparing method
  • Diphenyl ketone photo initiator containing sulfur and its preparing method
  • Diphenyl ketone photo initiator containing sulfur and its preparing method

Examples

Experimental program
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Effect test

Embodiment 1

[0021] In a three-necked flask equipped with a water separator, a condenser, and a nitrogen protection device, 11.00 grams of thiophenol, 23.16 grams of 4-amino-4'-chlorobenzophenone, and 40 mL of 1-methyl -2-Pyrrolidone, 6.72 grams of potassium hydroxide and 30 mL of toluene, heated up to 130-135 ° C, reacted for 3 hours, during this period, water azeotroped out with toluene; After 5 hours, cool down to room temperature naturally, slowly pour the filtrate into a mixture of 100mL concentrated hydrochloric acid and 300mL ice-water, after stirring and suction filtration, add the filter cake to concentrated ammonia water, stir for half an hour, and then suction filtration, After washing with water, drying and recrystallization, 20.9 grams of 4-amino-4'-phenylthiobenzophenone was obtained, with a yield of 68.4%; mass spectrum (70eV) m / e: 305; 1 H NMR ([-d6]CDCl 3 , 400MHz): δ=7.69-7.67 (2H, Ar), 7.64-7.62 (2H, Ar), 7.50-7.48 (2H, Ar), 7.41-7.36 (3H, Ar), 7.27-7.24 (2H, Ar) , 6.6...

Embodiment 2

[0023] In a three-necked flask equipped with a water separator, a condenser, and a nitrogen protection device, 12.52 grams of p-aminothiophenol, 23.16 grams of 4-amino-4'-chlorobenzophenone, and 40 mL of N were added sequentially under nitrogen protection. N-Dimethyl-formamide, 6.72 grams of potassium hydroxide and 20 mL of toluene, heated up to 125-130 ° C, reacted for 3 hours, during this period, water azeotroped out with toluene, and then heated up to 160 ° C, all the toluene Separated, reacted for 5 hours, cooled down to room temperature naturally, slowly poured the filtrate into a mixture of 100mL concentrated hydrochloric acid and 500mL ice-water, stirred and filtered with suction, added the filter cake to concentrated ammonia water, stirred for half an hour, and then After suction filtration, water washing, drying and recrystallization, 21.5 grams of 4-amino-4'[4-aminophenylthio]benzophenone were obtained, with a yield of 67.2%; mass spectrum (70eV) m / e: 320; Figure 1 I...

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PUM

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Abstract

This invention discloses sulfur benzophenone photoinitiator and its preparation method. 4-amino group-4'-chlorine benzophenone and substituted phenol are materials, the sulfhydrylgroup of the substituted phenol is nucleophilic substitution reacted with 4-amino group-4'-chlorine benzophenone to synthesize benzophenone photoinitiator that contains sulfur. The ultraviolet ray absorbing can be moved to about 320nm. The compound also contains two amino groups, so it has wide application prospect in synthesizing sensitization polyimide, polyamide and polyurethane fields. Initiation capability of the photoinitiator is improved because sulfide linkage will cracked out free radical when exposured in ultraviolet ray. The compound contains one or two amino groups, so it has wide application prospect in synthesizing conglomerated photoinitiator and line type macro molecular photoinitiator.

Description

Technical field: [0001] The invention belongs to an organic compound and a preparation method thereof, in particular to a sulfur-containing benzophenone photoinitiator and a preparation method thereof, which can be used as a photoinitiator and a synthetic photosensitive polymer. Background technique: [0002] In the technological progress of photocuring systems, the research and development of new photoinitiator systems has always occupied a very important position. In radical photopolymerization, benzophenone derivatives are the most widely used photoinitiators, but the traditional benzophenone photoinitiators have low UV absorption and poor initiation activity (R.Liska, 2002 Journal of Polymer Science. Part A: Polymer Chemistry, Vol. 40, p. 1504). Hu Xianming etc. disclose a kind of new method (CN1690042) of preparation 2,3,4-trihydroxybenzophenone, take pyrogallic acid as starting raw material, under inert gas protection, in catalyst (ZnCl 2 , AlCl 3 or SOCl 2 ) in th...

Claims

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Application Information

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IPC IPC(8): C07C323/37C07C319/14G03F7/004
Inventor 韦军王洪宇印杰
Owner SHANGHAI JIAO TONG UNIV
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