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Visible light free radical and cation double-effect photosensitive initiator prepared from iron arene complexes

A photocuring initiator and light source technology, which is applied in the field of new ferrocene salts, can solve the problems that visible light sources cannot be used, and achieve the effects of convenient raw material sources, easy-to-obtain raw material sources, and simple synthesis methods and raw materials

Inactive Publication Date: 2011-05-11
BEIJING UNIV OF CHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, benzophenone compounds have almost no absorption above 350nm, so they can only be used for ultraviolet light sources, not visible light sources

Method used

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  • Visible light free radical and cation double-effect photosensitive initiator prepared from iron arene complexes
  • Visible light free radical and cation double-effect photosensitive initiator prepared from iron arene complexes
  • Visible light free radical and cation double-effect photosensitive initiator prepared from iron arene complexes

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] [Cyclopentadiene-iron-(4-benzoylphenoxy)benzene]hexafluorophosphate ([CpFe(OBP)]PF 6 )Synthesis

[0032] The reaction equation is as follows:

[0033]

[0034] Add 10mmol (3.79g) ferrocene salt, 10mmol (1.98g) 4-hydroxybenzophenone, 50mlDMF and excess potassium carbonate 2g to a 100ml three-necked round bottom flask, start stirring, stir under nitrogen protection, and react For 4 hours, the temperature was kept at 60-80 degrees, and the reaction process was monitored by TCL. After the reaction, filter the reaction mixture, add 10% hydrochloric acid, adjust to neutral, pour into 300ml of ice water, add concentrated ammonium hexafluorophosphate solution, and obtain a yellow granular solid complex. Extract with dichloromethane, then wash with water for 5 times, add magnesium sulfate to dry, filter, remove the solvent by rotary evaporation, then dissolve with dichloromethane, and finally add dropwise into diethyl ether to obtain a yellow solid, filter, and then go thro...

Embodiment 2

[0036] Synthesis of [Cyclopentadiene-Iron-(4-(4'-chlorobenzoyl)phenoxy)benzene]hexafluorophosphate [CpFe(OBPCl)]PF6

[0037] The response formula is as follows:

[0038]

[0039]Add 1mmol (3.79g) ferrocene salt, 1mmol (2.32g) 4-hydroxyl-4'-chlorobenzophenone, 10mlDMF and excess potassium carbonate 2g to a 100ml three-neck round bottom flask, start stirring, and Stir under protection, react for 4 hours, control the temperature at 60-80 degrees, and monitor the reaction process with TCL. After the reaction, filter the reaction mixture, add 10% hydrochloric acid, adjust to neutral, pour into 300ml of ice water, add concentrated ammonium hexafluorophosphate solution, and obtain a yellow granular solid complex. Extract with dichloromethane, then wash with water 5 times, add magnesium sulfate to dry, filter, remove the solvent by rotary evaporation, then dissolve with dichloromethane, and finally add it dropwise to diethyl ether to obtain the final product [cyclopentadiene-iron-...

Embodiment 3

[0041] [Cyclopentadiene-Iron-N-(2-chloro-4-benzoyl)anilide]hexafluorophosphate [CpFe(NBPCl)]PF 6 Synthesis

[0042] The reaction equation is as follows:

[0043]

[0044] Add 1mmol (3.79g) ferrocene salt, 1mmol (2.31g) 2-amino-5-chlorobenzophenone, 10mlDMF and 1g excess sodium hydride to a 100ml three-necked round-bottomed flask, start stirring, and place under nitrogen protection Stirring was carried out, and the reaction process was monitored by TCL. After the reaction, filter the reaction mixture, add 10% hydrochloric acid, adjust to neutral, pour into 300ml of ice water, add concentrated ammonium hexafluorophosphate solution, and obtain a yellow granular solid complex. Extract with dichloromethane, then wash with water 5 times, add magnesium sulfate to dry, filter, rotary evaporate to remove the solvent, then dissolve with dichloromethane, and finally add it dropwise to ether to obtain the final product [cyclopentadiene-iron-N- (2-Chloro-4-benzoyl) aniline] hexafluor...

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Abstract

The invention relates to a visible light free radical and cation double-effect photosensitive initiator prepared from iron arene complexes and discloses application of benzene ligand iron arene complexes, taking diaryl ketone and derivatives thereof as substituent groups, as free radical and cation photoinitiators. The compounds have dual structures of a free radical type photoinitiator and a cation type photoinitiator, not only can be used for a visible light curing polymerization system of cation type and free radical type single curing mechanisms, but also can be used for a cation-free radical stray light curing polymerization system.

Description

technical field [0001] The invention relates to the use of a novel ferrocene salt, which can be used not only as a free radical photoinitiator, but also as a cationic photoinitiator, and belongs to the technical field of photocuring and photopolymerization. Background technique [0002] Photocuring is a curing technology that solidifies monomers or resins through the action of light. Light curing has many advantages: such as low energy consumption, no solvent volatilization during curing, low pollution, fast and complete curing at room temperature, and excellent physical and chemical properties of the cured coating. Photocuring technology has been widely used in industrial fields such as photoresists, photocurable coatings, electronic packaging materials, photocurable inks, adhesives, and printing materials. [0003] According to the different initiation mechanisms of photoinitiators, photocuring systems are mainly divided into two types: free radical type and cationic type...

Claims

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Application Information

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IPC IPC(8): C08F2/48C07F17/02C08F20/10
Inventor 王涛李蒙李治全陈瑜
Owner BEIJING UNIV OF CHEM TECH
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