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Photoinitiator in benzophenone type of cinnamene oligomer substitution, and preparation method

A technology of photoinitiator and styrene, applied in the field of photoinitiator, can solve the problems of limited promotion and application, cannot be completely replaced, etc., and achieve the effect of wide application prospect, good compatibility and absorption spectrum bandwidth.

Inactive Publication Date: 2009-08-05
常州德恩节能科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the photoinitiator mentioned above solves the shortcomings of the existing small molecule photoinitiators to a certain extent, it has a high selectivity to monomers and can only be used in a relatively limited range, so it still cannot completely replace Existing products limit its promotion and application

Method used

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  • Photoinitiator in benzophenone type of cinnamene oligomer substitution, and preparation method
  • Photoinitiator in benzophenone type of cinnamene oligomer substitution, and preparation method
  • Photoinitiator in benzophenone type of cinnamene oligomer substitution, and preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] Example 1. Preparation of p-2-hydroxy-2-methyl-1-propionyl polymethylstyrene linear oligomer. Take a dried polymer tube, and equip it with a single-hole rubber stopper and dry short glass The tube and a section of dry rubber tube are connected to an anhydrous and oxygen-free operating system, vacuumed, filled with argon, and repeated three times to remove the air in the test tube. Then turn on the argon system, cool the polymerization tube to 0℃ with an ice bath, and inject 9ml of anhydrous cyclohexane and 4.0ml of dry methylstyrene and 5.4ml of n-butyllithium (2.8M ) Solution, shake well, the solution turns orange-red, after stirring for 30 minutes, add a small amount of methanol to terminate the reaction. The color disappeared immediately. The reaction liquid was added dropwise to 30 ml of methanol, and a white precipitate was immediately formed, which was filtered, washed with methanol and dried to obtain 3.4 g of a white solid with a yield of 92%. .

[0031] Into a 50ml...

Embodiment 2

[0033] Example 2. Preparation of p-2-hydroxy-2-chloromethyl-1-propionyl polyhydroxymethylstyrene linear oligomer

[0034] Into a 2L three-necked flask equipped with a stirrer, a separatory funnel with a calcium chloride drying tube and a reflux condenser with a gas absorption device, add 650ml of dichloroethane, and then add 36g of benzoyl peroxide under stirring With 200 g of hydroxymethyl styrene, the temperature is raised to 60° C. to react for about 5 hours to obtain a polyhydroxymethyl styrene oligomer solution. The temperature was lowered to room temperature, 170 g of anhydrous aluminum trichloride was added in batches under stirring and the temperature was raised to 35°C. Under vigorous stirring, 228 g of 2-chloromethyl propionyl chloride was added dropwise. After the reaction started to emit hydrogen chloride, the heating was stopped, and 2-chloromethyl propionyl chloride was continuously added, which took 4 hours. Then reflux for one hour, cool to room temperature, slowly...

example 3

[0036] Example 3. Preparation of p-1-hydroxy-1-cyclopentylformyl poly(methylstyrene-ethyl methacrylate) linear oligomer

[0037] Into a 1L three-necked flask equipped with a stirrer, a separatory funnel with a calcium chloride drying tube, and a reflux condenser with an absorption gas device, add 350ml carbon disulfide, and add 25g benzoyl peroxide and 150ml formaldehyde under stirring. Methyl styrene and 50 ml ethyl methacrylate, heated to 70° C. and reacted for about 5 hours to obtain a poly(methyl styrene-ethyl methacrylate) solution. The temperature was lowered to room temperature, 140 g of anhydrous aluminum trichloride was added in batches with stirring and the temperature was raised to 35°C. Under vigorous stirring, 115 g of cyclopentylformyl chloride was added dropwise. After the reaction began to emit hydrogen chloride, the heating was stopped, and cyclopentylformyl chloride was continuously added, which took 3h. Then reflux for 2 hours, cool to room temperature, slowly p...

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Abstract

The present invention relates to the substituted styrene oligomer benzophenone photoinitiator shown below, and described oligomer is that substituted styrene is homopolymerized or copolymerized with comonomer to form linear oligomer, and then in solvent such as React with aluminum trichloride and the corresponding acylating agent in carbon disulfide, nitrobenzene, etc., and attach a carbonyl-containing functional group to the benzene ring of the oligomer, thereby forming a large molecular weight from 400 to 5000 with photoinitiating activity. molecular. The macromolecule has the advantages of high initiation efficiency, odorless, non-yellowing, and good color stability, especially containing substituted styrene oligomers. The presence of substituents can greatly improve its solubility in different monomers. Increased compatibility with resins can be widely used in various light curing fields.

Description

Technical field [0001] The present invention relates to the field of photoinitiators, in particular to substituted styrene oligomer benzophenone type photoinitiators and [0002] The preparation method. Background technique [0003] The photoinitiator, a key component of light-curing materials, plays a decisive role in the light-curing speed of the material, so it has attracted extensive attention in this field. After the small molecule photoinitiator is cured on the photocurable material coating, the remaining photoinitiator or photolysis product will migrate to the surface of the coating, affecting the appearance and performance of the coating and causing the coating to yellow. Some photoinitiators are volatile, and the photolysis products of most photoinitiators have different degrees of peculiar smell, which affects their use in food and sanitary packaging materials. In order to overcome the above shortcomings of small molecule photoinitiators, people have designed macromolec...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F2/50C08F257/02C08F8/10
Inventor 车波薛奇徐俊伟
Owner 常州德恩节能科技有限公司