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Fluorene photoinitiator and photocured composition comprising same

A photoinitiator and compound technology, applied in the field of photocuring, can solve the problem of easy migration of fluorene photoinitiators

Inactive Publication Date: 2019-03-22
CHANGZHOU TRONLY ADVANCED ELECTRONICS MATERIALS CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The main purpose of the present invention is to provide a fluorene photoinitiator and a photocurable composition containing it to solve the problem that the fluorene photoinitiator in the prior art is prone to migration

Method used

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  • Fluorene photoinitiator and photocured composition comprising same
  • Fluorene photoinitiator and photocured composition comprising same
  • Fluorene photoinitiator and photocured composition comprising same

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preparation example Construction

[0040] ① In compound a, R 2 and R 4 is hydrogen, compound b is a halogenated olefin or an acrylate containing a halogenated hydrocarbon; the preparation method also includes: under the action of a first catalyst, reacting compound a and compound b to obtain a fluorene photoinitiator; wherein, the first A catalyst is selected from one or more of the group consisting of sodium methoxide, sodium tert-butoxide, potassium tert-butoxide and potassium methoxide;

[0041] ② In compound a, R 2 and R 4 are independently selected from C 1 ~C 5 The carboxyl group substituted by the alkylene group, compound b is the alkene containing three-membered epoxy group and / or the (meth)acrylic acid ester containing three-membered epoxy group; The preparation method also includes: under the effect of the second catalyst, the Compound a and compound b undergo a chain extension reaction to obtain a fluorene photoinitiator, wherein the second catalyst is a basic catalyst of tertiary amines or quat...

Embodiment 1

[0070] 12.6 g of raw material 1a, 8.1 g of sodium methoxide, and 100 mL of thionyl chloride (DMSO) were added to a 250 mL four-necked flask to obtain a mixed solution. Nitrogen gas was introduced into the above-mentioned four-neck flask, and the above-mentioned mixture was stirred at room temperature for 0.5 h. Then, 11.4 g of the allyl chloride solution of the raw material 1b was slowly added dropwise to the above mixed solution, and the addition was completed within 3 hours, and the liquid phase followed the reaction until the raw material no longer changed. Then the reaction solution was poured into deionized water, stirred, the product was extracted with n-hexane, the n-hexane product solution was dried using anhydrous magnesium sulfate, then the n-hexane was removed by rotary evaporation, and finally recrystallized with methanol to obtain 13 g of a white solid product, namely Compound 1 has a purity of 98wt% and a yield of 78.2wt%. The synthetic route is as follows:

[...

Embodiment 2

[0076] 19.3 g of raw material 2a, 0.5 g of tetrabutylammonium bromide, and 50 mL of thionyl chloride (DMSO) were added to a 250 mL four-neck flask to obtain a mixed solution. Nitrogen gas was introduced into the above-mentioned four-neck flask, and the above-mentioned mixture was stirred at room temperature for 0.5 h. Then, a mixed solution of 12.8 g of raw material 2b and 50 mL of DMSO was slowly added dropwise to the above mixed solution, and the dropwise addition was completed within 3 hours, and the liquid phase followed the reaction until the raw material no longer changed. Then the reaction solution was poured into deionized water, stirred, the product was extracted with n-hexane, the n-hexane product solution was dried using anhydrous magnesium sulfate, then the n-hexane was removed by rotary evaporation, and finally recrystallized with methanol to obtain 26.3 g of a white solid product. Namely compound 2, the purity is 98wt%, and the yield is 82.8wt%. The synthetic ro...

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Abstract

The invention provides a fluorene photoinitiator and a photocured composition comprising same. A compound a reacts with a compound b, so that the fluorene photoinitiator is prepared, i.e., the fluorene photoinitiator is obtained by the chain extension reaction between R2 and / or R4 in the compound a shown as formula (I) and the olefinic double-bond compound b containing a substituent group. The fluorene photoinitiator disclosed by the invention not only has excellent photoinitiating activity, but also has the advantages of almost no small-molecule residue, excellent solubility and the like. Theformula (I) is shown in the description.

Description

technical field [0001] The invention relates to the field of photocuring, in particular to a fluorene photoinitiator and a photocuring composition containing the same. Background technique [0002] UV curing materials are widely used in all aspects of the field of light curing due to their advantages of fast curing, low solvent evaporation, and energy saving, especially in inks, coatings, adhesives, and printed circuit boards. However, in practical applications, the mobility of photoinitiators has always been a problem that needs to be solved, and low molecular weight compounds usually cannot be fully built into the polymer network, and are easily extracted or diffused out of the cured composition. This limits the application fields of photoinitiators, especially in food, toys, and hygienic packaging materials. One way to minimize photoinitiator mobility is to use photoinitiators with higher molecular weights, however, polymeric initiators are prone to loss or reduced react...

Claims

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Application Information

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IPC IPC(8): C08F2/48C08F265/06C08F222/14C07C49/835C07C45/68C07C67/26C07C69/738C07C67/10C07C67/14C07C69/54C07D295/108C07D307/46C07D333/22C07C221/00C07C225/18
CPCC07C45/68C07C49/835C07C67/10C07C67/14C07C67/26C07C69/54C07C69/738C07C221/00C07C225/18C07D295/108C07D307/46C07D333/22C08F2/48C08F265/06C08F222/1006
Inventor 钱晓春胡春青于培培
Owner CHANGZHOU TRONLY ADVANCED ELECTRONICS MATERIALS CO LTD
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