Hydroxyalkyl aryl ketone photoinitiator capable of reducing volatile organic compound (VOC) discharge until elimination of VOC discharge

A technology of hydroxyalkyl aryl ketone and photoinitiator, applied in the field of ultraviolet light curing, can solve the problems of not meeting European VOC emission requirements, not meeting the requirements, etc.

Active Publication Date: 2012-04-18
CHANGSHANG NEWSUN CHEM IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Therefore, although the above five photoinitiators themselves do not belong to the VOC category, none of them can meet the European VOC emission requirements after light irradiation
It should be pointed out that none of them can meet the relevant requirements of the industry standard YC / T 207-2006 of the China Tobacco Monopoly Administration

Method used

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  • Hydroxyalkyl aryl ketone photoinitiator capable of reducing volatile organic compound (VOC) discharge until elimination of VOC discharge
  • Hydroxyalkyl aryl ketone photoinitiator capable of reducing volatile organic compound (VOC) discharge until elimination of VOC discharge
  • Hydroxyalkyl aryl ketone photoinitiator capable of reducing volatile organic compound (VOC) discharge until elimination of VOC discharge

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0109] Embodiment 1: Preparation of 2-hydroxyl-2-hexyl-1-biphenyl-1-octanone

[0110]Embodiment 1 is completed by the following five-step reactions of 1A, 1B, 1C, 1D, and 1E;

[0111]

[0112] 1A. Take 32.2g of diethyl malonate and 85.2g of bromohexane in a 500ml three-necked flask equipped with a condenser, add dropwise 100ml of ethanol solution containing 33.2g of sodium ethoxide under stirring at room temperature, after the dropwise addition is complete, slowly raise the temperature To 55°C-65°C, react for 2 hours, continue to heat up and reflux for 2 hours, after the reaction is completed, desolventize at normal pressure and then reduce pressure until the temperature of the kettle reaches 130°C, after cooling down, mix the organic phase with 200ml of 10% sodium hydroxide aqueous solution, and reflux The hydrolysis was carried out for 14 hours. After the hydrolysis was completed, the reaction solution was poured into 200ml of 10% dilute hydrochloric acid, and a yellow oi...

Embodiment 2-6

[0118] The preparation methods of the compounds in Examples 2-6 are similar to those in Example 1, except that the aromatic hydrocarbons shown in Table 3 are used as starting materials in the synthesis step 1C.

[0119] Table three compounds of the present invention

[0120]

[0121]

Embodiment 7-12

[0123] The preparation methods of the compounds in Examples 7-12 are similar to those in Example 1, except that the halogenated compounds shown in Table 4 were used as starting materials in the synthesis process of 1A.

[0124] Table 4 Compounds of the present invention

[0125]

[0126]

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Abstract

The invention discloses a hydroxyalkyl aryl ketone photoinitiator capable of reducing volatile organic compound (VOC) discharge until elimination of VOC discharge and a preparation method thereof. The hydroxyalkyl aryl ketone photoinitiator capable of reducing VOC discharge until elimination of VOC is shown in the formula I. In the formula I, Ar of the hydroxyalkyl aryl ketone photoinitiator capable of reducing VOC discharge until elimination of VOC represents a substituted or a non-substituted aryl group; Z1, Z2, Z3, Z4, Z5 and Z6 do not simultaneously represent hydrogen atoms; six groups represented by the Z1, the Z2, the Z3, the Z4, the Z5 and the Z6 are organic groups, wherein the sum of the number of carbon atoms of each one of the six groups and the sum of the number of heteroatoms of each one of the six groups are great than or equal to 5; and C1 and C2 represent carbon atoms. The hydroxyalkyl aryl ketone photoinitiator capable of reducing VOC discharge until elimination of VOCis characterized in that through simultaneous change of an aryl structure and a hydroxyalkyl structure, a structure and characteristics of a by-product produced by compound photolysis are changed finally, wherein the improved by-product has low VOC discharge performances and even VOC discharge complete elimination performances. The hydroxyalkyl aryl ketone photoinitiator capable of reducing VOC discharge until elimination of VOC has high initiation efficiency, overcomes the defects of strong smell, toxicity and a migration capability belonging to a traditional photoinitiator of which the typeis the same as the type of the hydroxyalkyl aryl ketone photoinitiator provided by the invention, and has good application prospects in the fields of light-cured paint and printing ink.

Description

technical field [0001] The present invention relates to the structure and preparation method of a novel photoinitiator in the field of ultraviolet light curing (UV curing), in particular to the structure and preparation method of a hydroxyalkyl aryl ketone photoinitiator capable of reducing or eliminating emissions of volatile organic compounds (VOC) . Background technique [0002] Regarding hydroxyalkyl aryl ketone photoinitiators, hydroxyalkyl aryl ketone photoinitiators refer to the general term for photoinitiators containing the following structures: [0003] [0004] This type of photoinitiator contains one or more ketone functional groups. Among the two-side structures of these ketone functional groups, one side is an aryl group, and the other side is an alkyl group containing an alpha hydroxyl group. [0005] Hydroxyalkyl aryl ketone photoinitiators have excellent characteristics such as fast initiation speed, high initiation efficiency, and little impact on the p...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F2/48C07C45/64C07C49/83C07C49/82C07C49/84C07F7/08
Inventor 叶正培王辉明林海兰胡亚林
Owner CHANGSHANG NEWSUN CHEM IND
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