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Synthetic method for ultraviolet absorbent--octyl triazone

A technology of octyl triazone and synthesis method, which is applied in the field of synthesis of triazine ultraviolet absorber octyl triazone, and achieves the effects of advanced technology, high liquid phase purity and stable structure

Active Publication Date: 2015-08-26
湖北君邦新材料科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] Octyl triazone (ultraviolet absorber UVT-150) is the oil-soluble absorber with the strongest UV-B absorption capacity, strong light stability, strong water resistance, and good affinity for skin keratin, but octyl The total synthesis of triazinone has not been reported yet

Method used

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  • Synthetic method for ultraviolet absorbent--octyl triazone
  • Synthetic method for ultraviolet absorbent--octyl triazone
  • Synthetic method for ultraviolet absorbent--octyl triazone

Examples

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Effect test

Embodiment 1

[0024] A kind of synthetic method of ultraviolet absorber octyl triazone, this method is made up of the following steps:

[0025] Synthesis of Intermediate I

[0026] Add 334.26g (1.0mol) of p-nitrobenzoic acid, 195.34g (1.5mol) of isooctyl alcohol, 16.70g (0.14mol) of sodium bisulfate, and 600mL of toluene into a reaction flask equipped with a water separator, at 135-145°C React for 6-7 hours until no water comes out. After cooling to room temperature, add 200mL distilled water and stir for 15min, then let stand to separate the organic phase. The toluene was distilled off under reduced pressure to obtain intermediate I with a yield of 89.2%.

[0027] Synthesis of Intermediate II

[0028] In the three-necked flask, add 920mL methanol-water solution (V 甲醇 :V 水 =5:1), 48.15g (1.8mol) of ammonium chloride, 33.60g (1.2mol) of reduced iron powder and 55.87g (0.20mol) of intermediate I, stirred and heated to reflux for 16-17h. TLC followed the reaction process. After the reacti...

Embodiment 2

[0035] Synthesis of Intermediate I

[0036] The amount of iso-octanol is increased to 71.4g (0.27mol), the others are the same as Example 1, and the yield of intermediate I is 92.5%.

[0037] Synthesis of Intermediate II

[0038] The amount of reduced iron powder is increased to 89.60g (1.6mol), the amount of ammonium chloride is increased to 107.0g (2.0mol), others are the same as Example 1, and the yield of intermediate II is 93.2%.

[0039] Synthesis of Intermediate III

[0040] Increase the amount of intermediate II to 115.84 g (0.44 mol), and the others are the same as Example 1, and the yield of intermediate III is 93.2%.

[0041] Synthesis of Octyl Triazone

[0042] Increase the amount of intermediate II to 121.11 g (0.46 mol), and the others are the same as Example 1, and the yield of octyl triazone is 91.6%.

Embodiment 3

[0044] Synthesis of Octyl Triazone

[0045] Increase the amount of intermediate II to 126.37g (0.48mol), and the others are the same as Example 1, and the yield of octyl triazone is 93.1%.

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Abstract

The invention relates to a synthetic method for an ultraviolet absorbent--octyl triazone. The method comprises the following steps: with sodium bisulfate as a catalyst, reacting p-nitrobenzoic acid with isooctanol under the action of toluene so as to prepare an intermediate I; allowing the intermediate I to be reduced by iron powder and ammonium chloride in a methanol-water solution so as to obtain an intermediate II; subjecting the intermediate II to reaction with melamine in an acetone solution so as to prepare an intermediate III; and subjecting the intermediate II and the intermediate III to reaction in a toluene solution so as to obtain octyl triazone, wherein the purity of liquid phase reaches 99.45%. The synthetic method provided by the invention has the characteristics of usage of easily-available raw materials, mild reaction conditions, short reaction time, low pollution, high yield, etc., and is suitable for industrial production.

Description

technical field [0001] The invention belongs to the field of ultraviolet absorbers, and in particular relates to a synthesis method of triazine ultraviolet absorber octyl triazone. technical background [0002] Octyl triazone (ultraviolet absorber UVT-150) is the oil-soluble absorber with the strongest UV-B absorption capacity, strong light stability, strong water resistance, and good affinity for skin keratin, but octyl The total synthesis of triazinones has not been reported yet. Contents of the invention [0003] The task of the present invention is to provide a synthetic method of octyltriazone with simple process, high yield, low cost, little pollution, good product quality and suitable for industrial production. In order to solve the problems of the technologies described above, the present invention adopts the following technical solutions: [0004] A: Dissolve p-nitrobenzoic acid and isooctyl alcohol in an organic solvent, heat up to 135-140°C, add a catalyst, un...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D251/70
CPCC07D251/70
Inventor 李德江刘义稳谢益碧
Owner 湖北君邦新材料科技有限公司
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