Carbon anionic photo base generator and preparation method thereof

A technology of photobase generator and carbanion, which is applied in the field of photocuring, can solve the problems of low quantum yield and weak catalytic activity, and achieve high quantum yield, simple synthesis method and wide application range

Inactive Publication Date: 2017-06-23
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The photobase generator of the present invention is a compound that can generate highly active carbanions, overcomes the problems of weak catalytic activity and low quantum yield of existing photobase generators, and has the advantag...

Method used

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  • Carbon anionic photo base generator and preparation method thereof
  • Carbon anionic photo base generator and preparation method thereof
  • Carbon anionic photo base generator and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] refer to figure 1 For the synthetic route shown, add 0.27 g (1 mmol) of 2-thioxanthone acetic acid to a single-necked flask at 25° C., add dropwise 25% tetraethylammonium hydroxide aqueous solution, stir in the dark, and monitor the pH of the reaction solution The dropwise addition was stopped when the value was 7.2, and a brown solid was obtained after vacuum drying, which was the photobase generator of the present invention (yield 98%).

[0037] The nuclear magnetic resonance spectrum figure of gained photobase generator is shown in figure 2 ;in, 1 H NMR (400 MHz, DMSO) δ 8.63–7.54 (m, 7H), 3.50 (s, 2H), 3.25 (m, 8H), 1.25 (t, 12H).

[0038] After the gained photobase generator illuminates 30 seconds (not photolysis is complete), the carbanion that produces is under the effect of a small amount of water in the deuterated reagent, and the carbanion part is protonated as image 3 shown; among them 1 H NMR (400 MHz, DMSO) δ8.63–7.54 (m, 7H), 3.50 (s, 0.67H), 3.25 (m...

Embodiment 2

[0043] refer to figure 1 For the synthetic route shown, add 0.283 g (1 mmol) of 2-thioxanthone isopropionic acid to a single-necked flask at 25 ° C, add dropwise 10% aqueous tetrabutylammonium hydroxide solution, stir in the dark, and monitor the pH of the reaction solution When the value was 7.3, the dropwise addition was stopped, and a brown solid was obtained after vacuum drying, which was the photobase generator of the present invention (yield 97%).

Embodiment 3

[0045] refer to figure 1 For the synthetic route shown, add 0.252 g (1 mmol) of 2-azanthone acetic acid into a single-necked flask, add dropwise 10% tetrabutylammonium hydroxide aqueous solution, and stir in the dark, and stop the dropwise addition when the pH value of the reaction solution is monitored to be 7.1 , to obtain a brown solid after vacuum drying, which is the photobase generator of the present invention (yield 97%).

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Abstract

The invention discloses a carbon anionic photo base generator. A structural general formula of the carbon anionic photo base generator is as shown in a general formula (I), and the carbon anionic photo base generator is prepared through an acid-base neutralization reaction between an anthrone compound and quaternary ammonium base. The photo base generator disclosed by the invention is a compound which is capable of generating high-activity carbon anions, the problems of weak catalytic activity, low quantum yield and the like of an existing photo base generator are solved, the carbon anionic photo base generator has the advantages of simpleness in synthesis, high quantum yield, high basicity, high polymerization speed and the like, photo-sensitive resin can be rapidly cured under an illumination condition, and huge potential for applying the carbon anionic photo base generator in the field of micro-electronics is obtained.

Description

technical field [0001] The invention relates to the technical field of photocuring, in particular to a carbanion-based photobase generator and a preparation method thereof. Background technique [0002] Photocuring technology has the advantages of high efficiency, energy saving, and environmental protection, and has been widely used in the fields of microelectronics, inks, and advanced coatings. A photoinitiator is a substance that can absorb light energy and produce an active intermediate with the ability to initiate polymerization through a photochemical reaction process. As an important part of the photocuring system, the photoinitiator is related to the speed and degree of curing of the photocuring system when it is irradiated with light, and directly affects the properties of the cured material. [0003] Radical photocuring is widely used, but there are problems such as large shrinkage rate and easy to be affected by oxygen inhibition, and the application range is limi...

Claims

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Application Information

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IPC IPC(8): C07D335/16C07D311/86C07D219/06G03F7/004
CPCC07D335/16C07D219/06C07D311/86G03F7/004
Inventor 刘晓亚董晓庆李治全刘敬成刘仁
Owner JIANGNAN UNIV
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