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Long-branched-carbon-chain triazine ultraviolet absorbent compound and preparation method thereof

A technology of ultraviolet absorber and branched carbon chain, which is applied in the field of long branched carbon triazine ultraviolet absorber compound and its preparation, can solve the problems of immature production technology and process, poor performance, etc., and achieve high commercial application value, preparation The effect of simple operation and novel structure

Inactive Publication Date: 2016-08-24
郑绍军 +1
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] Triazine UV absorbers are a type of high-efficiency broad-spectrum UV absorbers newly developed in recent years. There are few domestic researches in this field, and the production technology and process are immature. At present, the main varieties in the domestic market are UV-1164, UV-1577 and triazine-5, etc., but the performance of these products is poor

Method used

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  • Long-branched-carbon-chain triazine ultraviolet absorbent compound and preparation method thereof

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Embodiment Construction

[0015] The content of the present invention will be further described in detail below in conjunction with specific embodiments.

[0016] Implementation one

[0017] Nitrogen protection, add 550g xylene, 100g triazine fragment (2-[2,4-dihydroxyphenyl]-4,6-bis(2,4-dimethylphenyl)-1 , 3,5-triazine), 1g potassium iodide, 1g tetrabutylammonium bromide, 98g isomeric tridecyl glycidyl ether, heat up to 135 degrees, micro-reflux reaction for 12 to 15 hours, the detection of triazine fragment conversion rate is greater than 95%. After cooling to room temperature, the filtrate was washed once with water. The filtrate was concentrated, and the crude product was crystallized to obtain 145 g of the product, with a yield of 89%.

[0018] Implementation two.

[0019] Nitrogen protection, add 500g toluene, 83g triazine fragment (2-[2,4-dihydroxyphenyl]-4,6-bisphenyl-1,3,5-triazine) to 1 liter reaction flask, 0.6 g potassium iodide, 0.5 g tetrabutylammonium bromide, 100 g isomeric tridecy...

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Abstract

The invention provides a long-branched-carbon-chain triazine ultraviolet absorbent compound and a preparation method thereof. The reaction of the preparation method is as shown in the specification, wherein n is 10-15, R1 is H or CH3, R2 is H or CH3, R3 is H or CH3 and R4 is H or CH3. A synthesizing method of the long-branched-carbon-chain triazine ultraviolet absorbent compound includes: dissolving triazine fragments into an organic solvent such as benzene, toluene, xylene, tetrahydrofuran and 1, 2-dichlorobenzene; adding C13-C18 long-branched-carbon-chain glycidyl ether, adding a catalyst such as iodine and potassium iodide, and adding a cocatalyst such as 18-crown-6, PEG400, tetrabutyl ammonium bromide, tetrabutyl ammonium chloride and benzyl triethyl ammonium chloride; slowly heating to 60-140 DEG C, keeping the reaction for 12-24 hours; cooling after the reaction, washing with water, concentrating and crystalizing to obtain the long-branched-carbon-chain triazine ultraviolet absorbent compound. The long-branched-carbon-chain triazine ultraviolet absorbent compound is novel in structure, simple in preparation operation and extremely high in commercial application value.

Description

technical field [0001] The invention belongs to the field of fine chemicals or new materials, in particular to a class of long-branched carbon-chain triazine ultraviolet absorber compounds and a preparation method thereof. Background technique [0002] Ultraviolet absorber is the most commonly used light stabilizer at present, it can absorb ultraviolet energy in the wavelength range of 290-400nm. The mechanism of action of triazine UV absorbers is that the intramolecular hydrogen bond formed between the hydroxyl hydrogen on the benzene ring and the adjacent nitrogen atom forms a chelate ring. When ultraviolet light is absorbed, the molecule undergoes thermal vibration, The hydrogen bond destroys the chelating ring and opens to form an ionic compound. This compound is in an unstable high-energy state. To return to the original low-energy stable state, the excess energy is released with other energy, and the chelating ring is closed again. Absorbs UV light for protection. ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D251/24
CPCC07D251/24
Inventor 郑绍军陆圣瑜
Owner 郑绍军
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