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Diphenyl sulfide ketone oxime ester photoinitiator as well as preparation method and application thereof

A diphenyl sulfide ketoxime and photoinitiator technology, which is applied in the direction of sulfide preparation, optomechanical equipment, and photosensitive materials used in optomechanical equipment, etc., can solve the problems that the system cannot be polymerized and cured smoothly, and achieve light source stability and operational safety advantages, high photosensitivity, and excellent application performance

Active Publication Date: 2013-04-17
CHANGZHOU TRONLY ADVANCED ELECTRONICS MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the emission wavelength of LED lamps is mainly 365-395nm, and the output energy at 395nm is relatively high. The initiator is difficult to be activated under the LED light source, resulting in the system not being able to polymerize and cure smoothly

Method used

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  • Diphenyl sulfide ketone oxime ester photoinitiator as well as preparation method and application thereof
  • Diphenyl sulfide ketone oxime ester photoinitiator as well as preparation method and application thereof
  • Diphenyl sulfide ketone oxime ester photoinitiator as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] 1-[4-(4-Benzoylphenylthio)-phenyl]-(3-cyclopentyl)-propane-1,2-dione-2-oxime-O-acetic acid as shown in the following formula Preparation of ester

[0029]

[0030] Step (1): Preparation of 1-[4-(4-benzoylphenylthio)-phenyl]-(3-cyclopentyl)-propan-1-one

[0031]

[0032] Put 30g diphenyl sulfide and 21g finely ground AlCl into a 500ml four-necked flask 3 , 150ml of dichloromethane, stir, pass in argon protection, and cool in an ice bath. When the temperature drops to 0°C, start to add dropwise a mixture of 21.5g of benzoyl chloride and 21g of dichloromethane. The temperature is controlled below 10°C. After adding about 1.5h, continue to stir for 2h, and then add 21g of finely ground AlCl to the flask 3 , Add dropwise a mixture of 27g cyclopentyl propionyl chloride and 20g dichloromethane, control the temperature below 10°C, and finish the drop in about 1.5h, then raise the temperature to 15°C, continue stirring for 2h, and discharge.

[0033] Post-processing:

[0034] Under sti...

Embodiment 2-5

[0045] Referring to the method shown in Example 1, the compounds shown in Examples 2-5 were prepared using corresponding acylating reagents. Target product and its 1 H-NMR data are listed in Table 1.

[0046] Table 1

[0047]

[0048]

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PUM

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Abstract

The invention relates to a diphenyl sulfide ketone oxime ester photoinitiator which has a chemical structure as shown in a formula (I). The photoinitiator has excellent application performance, also has ultra-high photosensitive property when being applied to a photosensitive composition, particularly shows high photosensitive activity under the excitation of an LED (Light-emitting Diode) light source, is remarkably superior to the existing photoinitiator and embodies huge advantages in energy consumption, light source stability and operation safety. The invention also relates to a preparation method of the photoinitiator and an application of the photoinitiator to the photosensitive combination.

Description

Technical field [0001] The invention relates to the field of photoinitiators, in particular to a diphenyl sulfide ketoxime ester photoinitiator and a preparation method and application thereof. Background technique [0002] Light curing refers to the curing process of monomer, oligomer or polymer matrix under light induction. This technology has a wide range of applications in modern microelectronics technology, such as light curing inks, liquid crystal panel packaging, photosensitive printing plates, Filters and photoresist, etc. The photoinitiator is the most important factor affecting the photosensitivity of the photocurable composition, that is, the photosensitive composition. So far, the development and application of photoinitiators have covered a variety of compound categories, such as benzoin derivatives, biphenyl ketals, α,α-dialkoxy acetophenones, benzophenone / amines, Michler’s ketones, thiazolones / amines, aromatic diazonium salts, triazoxides, oxime esters, etc., amo...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F2/48C07C323/47C07C319/20C07D333/22C07D307/46G03F7/004G03F7/027
Inventor 钱晓春胡春青王兵
Owner CHANGZHOU TRONLY ADVANCED ELECTRONICS MATERIALS CO LTD
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