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A new thioxanthone photoinitiator and its application in uv-led light curing

A UV-LED, photoinitiator technology, applied in the field of new thioxanthone photoinitiators, can solve problems such as poor compatibility, difficult purification, and difficult preservation, and achieve good compatibility, low extraction, and convenience. Effects of storage and transportation

Active Publication Date: 2016-11-23
TIANJIN JIURI NEW MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0018] The purpose of the present invention is to provide a class of photoinitiators that overcome the shortcomings of existing photoinitiators such as poor compatibility, difficulty in purification, low melting point, and difficulty in preservation.

Method used

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  • A new thioxanthone photoinitiator and its application in uv-led light curing
  • A new thioxanthone photoinitiator and its application in uv-led light curing
  • A new thioxanthone photoinitiator and its application in uv-led light curing

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0060] Example 1: Preparation of 2-(2'-carboxy-phenylthio)-benzoic acid

[0061] In a 250mL four-neck flask equipped with mechanical stirring, add 47.0g 2-chlorobenzoic acid, 46.2g 2-mercaptobenzoic acid, 100ml DMF, 13.2gNaOH, heat to reflux, reflux for 5 hours, cool down, distill out DMF, add 100mL of water, add 50mL of concentrated hydrochloric acid dropwise under stirring, adjust the pH value to 1, a large amount of solids precipitate out, filter, and add 150mL of methanol to recrystallize the obtained solids to obtain 74.0g of light yellow needle-shaped crystals, the yield is 90%, and the content is ≥98%. .

[0062] 1 H NMR (DMSO) δ: 7.10 (m, 2H), 7.38 (m, 2H), 7.46 (m, 2H), 7.84 (m, 2H), 13.12 (s, 2H).

Embodiment 2

[0063] Embodiment 2: the preparation of thioxanthone-4-carboxylic acid:

[0064] Add 40.0g of 2-(2’-carboxy-phenylthio)-benzoic acid, 3.0g of concentrated sulfuric acid (98%), and 30mL of xylene into a 250mL four-neck flask equipped with mechanical stirring, and heat to reflux for dehydration for 5 hours. Cool down, add 50mL of water, solid precipitates, and filter. The obtained solid was recrystallized by adding 30 mL of methanol to obtain 33.6 g of yellow powder with a yield of 90% and a content of ≥99%.

[0065] 1 H NMR (DMSO) δ: 7.10-7.80 (m, 6H), 8.40 (m, 1H), 12.81 (s, 1H).

Embodiment 3

[0066] Embodiment 3: Preparation of thioxanthone-4-carboxylic acid polyethylene glycol-600-diester

[0067] Into a 250 mL four-necked flask, thioxanthone-4-carboxylic acid (51.20 g, 0.2 mol) and chlorobenzene (150 mL) were added in sequence. With mechanical stirring, thionyl chloride (50 mL) was slowly added dropwise at room temperature, and the temperature was raised to reflux. TLC monitored until the reaction of thioxanthone-4-carboxylic acid was complete. The unreacted thionyl chloride and chlorobenzene were distilled off under reduced pressure to obtain a crude yellow solid, which was washed with chlorobenzene to obtain a yellow solid for future use.

[0068] Into a 250 mL four-necked flask, the above solid crude product (27.40 g, 0.1 mol), chlorobenzene (100 mL), and triethylamine (10 mL) were sequentially added. With mechanical stirring, polyethylene glycol 600 (0.12 mol) was slowly added dropwise at room temperature, the reaction temperature was controlled at 40°C, an...

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Abstract

The invention provides a novel thioxanthone photoinitiator applicable to UV-LED (ultraviolet-light-emitting diode) light source curing. The novel thioxanthone photoinitiator has high absorptivity in a long-wavelength region (365-395nm), is applicable to UV-LED light source curing and overcomes the defects of high energy consumption and heavy pollution of conventional curing. Meanwhile, the photoinitiator has low smell, has the advantages of low extractability, low mobility and low volatility after photopolymerization and has great advantages as compared with the similar photoinitiator in the prior art.

Description

technical field [0001] The invention relates to a novel thioxanthone photoinitiator, which can be used for LED ultraviolet light curing. Background technique [0002] At present, the photocuring technology is mainly ultraviolet curing, and the light source is mainly a high-pressure mercury lamp. The radiation spectrum produced by the high-pressure mercury lamp is wide, and the radiation in the ultraviolet region is very significant, especially in the UVC, UVB, UVA and UVV regions (UVC: Below 280nm; UVB : 280 - 320 nm; UVA : 320 - 390 nm; UVV : above 390 nm). This spectral width allows for optimal curing of acrylate-based inks, coatings, adhesives, sealants and composites by selecting the appropriate photoinitiator based on the type and intensity of the light source and the species in the formulation, thereby blocking Or absorb UV light (such as pigments and fillers). [0003] Non-curing rays radiated by traditional mercury lamps account for 70% to 75%, most of which are hi...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F2/48C08G65/00C08G65/48
Inventor 王晓蒙罗想毛桂红杨天艳董月国武瑞张齐赵国锋
Owner TIANJIN JIURI NEW MATERIALS CO LTD
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