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Phosphonic acid ester photoinitiator containing fluorine-carbon chains and preparation method of phosphonic acid ester photoinitiator

A technology of photoinitiator and fluorocarbon chain, which is applied in the field of photosensitive materials and photocurable materials, can solve the problems of low absorption capacity, surface oxygen inhibition, and low free radical efficiency, and achieve low surface tension and overcome surface oxygen inhibition. Effect

Active Publication Date: 2016-11-16
SUN YAT SEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the performance of photoinitiators suitable for mainstream 385-395nm UV LEDs in the field of photocuring is generally poor. Severe surface oxygen inhibition limits the application of UV LEDs in photocuring

Method used

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  • Phosphonic acid ester photoinitiator containing fluorine-carbon chains and preparation method of phosphonic acid ester photoinitiator
  • Phosphonic acid ester photoinitiator containing fluorine-carbon chains and preparation method of phosphonic acid ester photoinitiator
  • Phosphonic acid ester photoinitiator containing fluorine-carbon chains and preparation method of phosphonic acid ester photoinitiator

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Add 0.095mol of sodium 2,4,6-trimethylbenzoylphenylphosphonate and 0.10mol of perfluorooctylethyl iodide in 200ml of toluene, stir rapidly, heat at 60°C for 20 hours, take a small amount of precipitated insoluble matter, and wash with acetone Decant, dry with hot air, carry out infrared spectrum test, confirm that 2900cm in the infrared absorption spectrum -1 Nearby and 1658cm -1 The characteristic absorption peak representing 2,4,6-trimethylbenzoylphenylphosphonate disappeared completely, indicating that the reaction was complete. Finish the reaction, filter, and distill the filtrate under reduced pressure to remove the solvent to obtain 72.5 g of liquid product. Mass spectrometry test proved to contain the molecular ion peak 734 corresponding to the target product.

Embodiment 2

[0027] 0.095mol of potassium 2,4,6-tritoluoylphenylphosphonate and 0.10mol of perfluorobutylethyl bromide in 200ml of butyl acetate, stirred rapidly, heated at 80°C for 10 hours, and took a small amount of precipitated insoluble matter, Wash with acetone, dry with hot air, carry out infrared spectrum test, confirm that the characteristic structure of benzoyl phosphonate disappears, and the reaction is complete. Finish the reaction, filter, and distill the filtrate under reduced pressure to remove the solvent to obtain 52.8 g of liquid product. Mass spectrometry test proved to contain the molecular ion peak 534 corresponding to the target product.

Embodiment 3

[0029] 0.095mol of sodium 2,4,6-trimethylbenzoylphenylphosphonate and 0.1mol of perfluorooctadecylethyl iodide in 200ml of cyclohexanone, stirred rapidly, heated at 80°C for 16 hours, a small amount of precipitate was insoluble The object was cleaned with acetone, dried with hot air, and tested by infrared spectroscopy, which confirmed that the characteristic structure of benzoyl phosphonate disappeared and the reaction was complete. Finish the reaction, filter, and distill the filtrate under reduced pressure to remove the solvent to obtain 122.9 g of liquid product. Mass spectrometry test proved to contain molecular ion peak 1234 corresponding to the target product.

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Abstract

The invention discloses a phosphonic acid ester photoinitiator containing fluorine-carbon chains. The chemical structure of the photoinitiator is as shown in a formula (I) (as shown in the description), wherein n is greater than or equal to 4 and less than or equal to 18, X is sub ethoxy-OCH2CH2-, or the X is an ester bond as shown in a structure II (as shown in the description). The obtained photoinitiator has lower surface energy, surface oxygen inhibition can be effectively overcome in a light curing system, and thorough light curing of the surface is facilitated.

Description

technical field [0001] The invention relates to the fields of photosensitive materials and photocurable materials, more specifically, the invention relates to a phosphonate photoinitiator and a preparation method thereof. Background technique [0002] Photocuring refers to the technology of instant polymerization, crosslinking and curing of organic formula material systems under ultraviolet light irradiation. Its components mainly include photocurable resins, photocurable reactive diluent monomers, and photoinitiators. They are mainly used in the fields of coatings, inks, and adhesives. . However, although the traditional free radical photocuring technology has a fast curing speed, due to the widespread oxygen inhibition effect of free radical polymerization, there is always oxygen inhibition on the surface of the photocured coating that cannot be ignored, resulting in insufficient polymerization and crosslinking of the coating surface. , the surface wear resistance is insu...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F2/48C07F9/32
CPCC07F9/3264C08F2/48
Inventor 杨建文曾兆华
Owner SUN YAT SEN UNIV
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