Preparation method of s-triazine ultraviolet absorbent UV-1577
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A UV-1577, ultraviolet technology, applied in organic chemistry and other directions, can solve problems such as being unsuitable for industrial production, easy to cause fire, and many by-products, and achieve high product yield, environmental friendliness, and good reaction selectivity.
Inactive Publication Date: 2016-11-09
CHINA THREE GORGES UNIV
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In this method, bromobenzene, magnesium powder and cyanuric chloride are used as raw materials to synthesize 2-chloro-4,6-bis(2′,4′-diphenyl)-1,3,5-ss Oxyzine, many by-products, low yield
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Embodiment 1
[0024] A preparation method of s-triazine ultraviolet absorber UV-1577, the method consists of the following steps:
[0025] Preparation of Intermediate I
[0026] In 700mL of DMSO, add 60.1g (1.0mol) of urea and 78.02g (2.0mol) of sodium amide, stir to dissolve, add dropwise 412.2g (4.0mol) of benzonitrile, after the dropwise addition, continue at 30-50°C React 4-5h, pour into the aqueous solution (V 醋酸 :V 冰水 =1:1), filtered, dried, and recrystallized with DMF to obtain Intermediate I with a yield of 78.6%.
[0027] Preparation of Intermediate II
[0028] 249.1 g (1.0 mol) of intermediate I was dissolved in tetrahydrofuran, 475.9 g (4.0 mol) of thionyl chloride was added, refluxed for 3-4 hours, and excess thionyl chloride was evaporated under reduced pressure to obtain intermediate Ⅱ with a yield of 91.2% .
[0029] Preparation of Intermediate III
[0030] Dissolve 143.2g (1.3mol) of resorcinol and 267.1g (1.0mol) of intermediate II in 1000mL of chlorobenzene, add 160....
Embodiment 2
[0034] The ratio of the amount of urea, sodium amide, and benzonitrile is 1:2.5:4.5, and the others are the same as Example 1. The yield of intermediate I is 80.2%.
Embodiment 3
[0036] The ratio of the amount of urea, sodium amide, and benzonitrile is 1:3.0:5.0, and the others are the same as Example 1. The yield of intermediate I is 83.6%.
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Abstract
The invention relates to a preparation method of an s-triazine ultraviolet absorbent UV-1577. The method consists of: subjecting urea, sodium amide and benzonitrile to reaction in a solvent of DMSO to generate an intermediate I; reacting the intermediate 1 with thionyl chloride to obtain an intermediate II; under the catalysis of anhydrous aluminium trichloride, reacting the intermediate II with resorcinol to obtain an intermediate III; under the action of K2CO3-DMF, reacting the intermediate III with bromohexane to obtain the s-triazine ultraviolet absorbent UV-1577. The preparation method has the characteristics of simple operation, advanced process, recyclable solvent, and easy industrial production, and the liquid phase purity reaches 99.15%.
Description
technical field [0001] The invention belongs to the field of ultraviolet absorbers, and in particular relates to a preparation method of a s-triazine ultraviolet absorber UV-1577. technical background [0002] Triazine UV absorbers are a new type of UV absorbers developed in recent years. They are favored due to their advantages of high efficiency, broad spectrum, light color, good compatibility, and high stability to light and heat. Triazine UV absorbers are not only used in food, daily necessities, textiles, resins, rubber, fibers, coatings, lacquers, etc., but also widely used in surface coatings of automobiles, powders, and wood. [0003] UV-1577 (chemical name: 2-(2'-hydroxy-4'-hexyloxy)-benzene-4,6-diphenyl-1,3,5-s-triazine) is a highly efficient UV absorber Agent, in polyalkyl terephthalate, polyalkyl naphthalate, linear or branched polycarbonate, modified polyphenylene and various high-performance plastics, blends and filled or retarded It has a wide range of appli...
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