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A kind of polymerizable type II photoinitiator and preparation method thereof

A technology for polymerizing photoinitiators and inhibitors, which is applied in the field of polymerizable type II photoinitiators and its preparation, can solve problems such as toxicity and deterioration of physical properties of packaging materials, and achieve low mobility, excellent photocuring performance, and relative good capacitive effect

Active Publication Date: 2021-01-15
TIANJIN JIURI NEW MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Migration is the process of direct transfer of compounds between the cured layer and the packaging substrate. This migration may cause deterioration of the physical properties of the packaging material, but more importantly, the compounds can also migrate further into the food. Many compounds themselves are not very toxic or not toxic, but becomes toxic when used in large quantities

Method used

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  • A kind of polymerizable type II photoinitiator and preparation method thereof
  • A kind of polymerizable type II photoinitiator and preparation method thereof
  • A kind of polymerizable type II photoinitiator and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031]Example 1:Preparation of compound A

[0032]Add 48.8g of pentaerythritol diacrylate (0.2mol), 23.3g of triethylamine (0.21mol) and 240ml of dichloromethane into the three-necked flask, electromagnetic stirring reaction, the three-necked flask is connected to the thermometer, drying tube and A constant pressure dropping funnel containing 46.3g of chloroacetyl chloride (0.41mol) and 120ml of dichloromethane was slowly added dropwise at low temperature, and the temperature was kept between 0 to -5°C. After the addition, it was moved to room temperature for reaction. TLC monitors the completion of the reaction. Filter triethylamine hydrochloride, wash with saturated sodium bicarbonate 2-3 times, then with saturated brine, dry with anhydrous magnesium sulfate, and spin dry. Separation and purification by a chromatographic column gives a transparent oily substance with a yield of about 85% and a purity of ≥95%.1H NMR(400MHz, CDCl3) δ 6.45 (dd, 1H), 6.05 (m, 2H), 5.58 (dd, 2H), 4.34 (s,...

Embodiment 2

[0034]Example 2:Preparation of compound B

[0035]Add 48.8g of pentaerythritol di(acrylic acid) ester (0.2mol), 23.3g of triethylamine (0.21mol) and 240ml of dichloromethane into the three-necked flask, electromagnetic stirring reaction, the three ports of the three-necked flask are respectively connected to a thermometer and a drying tube And a constant pressure dropping funnel containing 51.6g 2-chloropropionyl chloride (0.41mol) and 120ml dichloromethane, slowly drip at low temperature, keep the temperature between 0 and -5℃, after the addition, move to Reaction at room temperature. TLC monitors the completion of the reaction. Filter triethylamine hydrochloride, wash with saturated sodium bicarbonate 2-3 times, then with saturated brine, dry with anhydrous magnesium sulfate, and spin dry. Separation and purification by a chromatographic column gives a transparent oily substance with a yield of about 80% and a purity of ≥95%.1H NMR(400MHz, CDCl3)δ6.37(dd,1H),6.15(m,2H),5.54(dd,2H),4....

Embodiment 3

[0037]Example 3:Preparation

[0038]In a 500ml four-neck flask equipped with mechanical stirring, add 50.0g thioxanthone-4-carboxylic acid, 250ml tetrahydrofuran, 23.6g triethylamine, 25.6g methyl chloroacetate, and heat to 50~60℃ to react for 8 hours. After suction filtration, the filtrate was cooled to 0-5°C and stirred and crystallized for 2 hours to obtain a crude product. The crude product was recrystallized with toluene. After drying, 53.7g of yellow flake crystals were obtained. The yield was 84% ​​and the content was ≥98.0%.

[0039]In a 500ml four-necked flask equipped with mechanical stirring and water separator, add 32.8g thioxanthone-4-formyloxyacetic acid methyl ester, 0.3g sodium methoxide, 200ml methylcyclohexane, 13.5g pentaerythritol diacrylic acid Ester, 0.2g p-hydroxyanisole, heated to reflux and separated methanol for 14 hours. Slowly lower the temperature, precipitate solids, and filter to obtain 24.2 g of light yellow solids with liquid content ≥92%. MS: m / z[M+1]+= 8...

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Abstract

The invention discloses a polymerizable photoinitiator and a preparation method thereof. A formula of the photoinitiator is as shown in the specification. The photoinitiator has advantages that compatibility of the photoinitiator to photopolymerization systems is improved, photoinitiator residual in a photocuring process is sharply reduced, and the photoinitiator can further serve as a monomer forsynthesis of macromolecular photoinitiators. Therefore, the photoinitiator has a promising application prospect in the field of photocuring.

Description

Technical field:[0001]The present invention relates to a new polymerizable type II photoinitiator and its preparation method.Background technique:[0002]UV curing technology is an environmentally friendly green technology in the fields of coatings, inks, adhesives, etc. Compared with traditional solvent-containing systems, UV curing technology has outstanding features such as solvent-free emissions, high efficiency, and energy saving. The main body of the material is generally composed of oligomers, monomers and photoinitiators, which are all cured under sufficient ultraviolet light. As UV light curing materials are used more and more widely, some unexpected problems have appeared, and the initiator itself The free radicals have no initiation activity or low initiation activity, and remain in the cured film after quenching. The toxicity caused by the migration and precipitation of residual initiator to the surface becomes a potential major hidden danger during use.[0003]For food pack...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D335/16C08F2/48
Inventor 刘新月姚娜董月国武瑞张齐
Owner TIANJIN JIURI NEW MATERIALS CO LTD
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