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Thioxanthone derivative photo-initiator for UV-LED curing, preparation method and application thereof

A UV-LED and thioxanthone technology are applied in organic chemistry, coatings, epoxy resin coatings, etc., which can solve the problems of easy yellowing of cured film and restrict applications, so as to reduce yellowing, toxicity, and low Effect of yellowing and low preparation cost

Active Publication Date: 2019-05-10
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, amine compounds are toxic and carcinogenic, and the cured film caused by them is prone to yellowing, which restricts their application in food and drug packaging.

Method used

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  • Thioxanthone derivative photo-initiator for UV-LED curing, preparation method and application thereof
  • Thioxanthone derivative photo-initiator for UV-LED curing, preparation method and application thereof
  • Thioxanthone derivative photo-initiator for UV-LED curing, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] The reaction formula of a kind of thioxanthone derivative of the present embodiment:

[0038]

[0039](1) Condensation ring reaction: In a water bath environment at 0°C, after adding 15mL of concentrated sulfuric acid with a volume concentration of 98%, add 1.54g of thiosalicylic acid in batches under the stirring of the rotor stirrer, and wait until the solution is stirred and mixed evenly rear. Weigh 5.64g of phenol, drop it into the reactor for 20min, keep stirring at 0°C for 1h after the addition is complete. It was observed that the color of the solution became darker, so it was transferred to an oil bath environment at 70°C, and continued to stir for 5 hours of reaction. Let stand overnight. The solution in the reactor was poured into 50 ml of twice-distilled water at 0°C while stirring until precipitation appeared, stirred for 5 minutes, then filtered with suction, and washed with water several times to obtain a crude orange-red solid product.

[0040] (2) ...

Embodiment 2

[0053] (1) Condensation ring reaction: In a water bath environment at 5°C, after adding 20mL of 98% concentrated sulfuric acid, add 1.6g of thiosalicylic acid in batches under the stirring of the rotor stirrer, and wait until the solution is stirred and mixed evenly. Measure 3.36 g of p-cresol with an electronic analytical balance as quickly as possible, and add them to the reactor in batches, and keep stirring at 0°C for 2 hours after the addition is complete. It was observed that the color of the solution became darker, so it was transferred to an oil bath environment at 70°C, and continued to stir for 4 hours of reaction. Let stand overnight. Pour the solution in the reactor into 50ml of cold water at 0°C while stirring until precipitation occurs. After stirring for 10 minutes, filter with suction and wash with water several times to obtain a crude orange-red solid.

[0054] (2) After vacuum drying the crude product, weigh 28 g of sodium hydroxide solid, stir and add to 36...

Embodiment 3

[0062] (1) Condensation ring reaction: In a water bath environment at 2°C, after adding 18mL of 98% concentrated sulfuric acid, add 1.8g of thiosalicylic acid in batches under the stirring of the rotor stirrer, and wait until the solution is stirred and mixed evenly. Use an electronic analytical balance to measure 7.57g of catechol as quickly as possible, and add it to the reactor in batches, and keep stirring at 2°C for 1 hour after the addition is complete. It was observed that the color of the solution became darker, so it was transferred to an oil bath environment at 70°C, and continued to stir for 5.5 hours of reaction. Let stand overnight. The solution in the reactor was poured into 50ml of cold water at 2°C while stirring until precipitation appeared, stirred for 15 minutes, filtered with suction, and washed with water several times to obtain an orange-yellow crude product.

[0063] (2) After vacuum drying the crude product, weigh 30 g of sodium hydroxide solid, stir a...

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Abstract

The invention discloses a thioxanthone derivative photo-initiator for UV-LED curing, a preparation method and an application thereof. The preparation method comprises the following steps: adding thiosalicylic acid into concentrated sulfuric acid, and then adding phenol derivative for cyclization preparation; pouring a first-step reaction solution into cold water, performing suction filtration after forming sediment, and repeatedly washing with water, thereby acquiring an orange crude product; dissolving the crude product, filtering, washing with water, purifying solution, regulating pH value,centrifugally separating, and drying in an oven, thereby acquiring an end product of thioxanthone derivative photo-initiator. Such a compound can be singly used as the photo-initiator for substitutinga thioxanthone initiating system, so that yellowing caused by amine-aided initiator can be reduced, excitation wavelength is longer, curing reaction under 395-405nm UV-LED irradiation can be realizedand the thioxanthone derivative photo-initiator has an extensive application prospect in the photo-curing industrial field.

Description

technical field [0001] The invention relates to a photoinitiator and a preparation method thereof, in particular to a thioxanthone derivative with better initiating activity for UV-LED curing, a preparation method and application thereof. Background technique [0002] Photocuring refers to the curing process of reactive diluents, oligomers and photoinitiators under light induction. It is generally used in the film forming process. , so as to initiate the cross-linking polymerization of active monomers and prepolymers. [0003] Light curing technology requires light sources, such as xenon lamps, mercury arc lamps, microwave lamps, pulsed light sources, and laser light sources. Their emission spectrum varies from 254nm to 800nm, and the light intensity also varies from the unit mW·cm -2 Level to W·cm -2 . The traditional light curing technology mainly uses ultraviolet light (UV) as the light source. The conventional UV light source comes from medium-pressure or high-pressu...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F2/48C09D163/10C07D335/16
Inventor 瞿金清杨金凤邓凯伦
Owner SOUTH CHINA UNIV OF TECH
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