UV Absorber 326

Chemical properties

Pale Yellow Solid

Originator

Bumetrizole,Onbio Inc.

The Uses of UV Absorber 326

Bumetrizole is an intermediate reactant in the synthesis of UV light absorbers for polyester fibers.

The Uses of UV Absorber 326

UV-326 can potentially be used as a UV light filter in cosmetics and sunscreens. It may also be used as a corrosion inhibitor for the protection of building materials and automobiles.

Manufacturing Process

To a 2000 ml 3-necked, round-bottomed flask equipped with an agitator, reflux condenser, nitrogen inlet and thermometer were charged 140.5 g of 2'- hydroxy-3'-t-butyl-5'-methyl-5-chloro-2-nitroazobenzene, 119 g of isopropanol and 80 g of Amsco mineral spirits. A stream of nitrogen was introduced over the surface of the contents of the flask and the nitrogen atmosphere was then maintained throughout the remainder of the reduction process. 13.7 g of 50% aqueous sodium hydroxide solution and 222 g of water were added and the temperature of the contents of the flask were adjusted to 55°C. The ratio of the moles of alkali to moles of o-nitroazobenzene intermediate used was is 0.848/1. 104 g of zinc dust was added in 5 portions over a 2 hours period with the temperature of the flask being held at 55-60°C with some slight external cooling. The total concentration of iron impurities from all reactants less than 150 ppm based on zinc used. After all the zinc was added, the temperature was raised to 60°C and held at this temperature until a spot test indicated no more o-nitroazobenzene intermediate was present. The temperature was then raised to 65°C and held there for 4 to 5 hours or until TLC analysis indicated that no more of the N-oxy-intermediate was present. 62.6 g of anhydrous sodium sulfate and 35.6 g of water were then added, the batch was heated to 70°C and stirred for 15 min. The material was then allowed to stand and separate into three liquid phases plus unreacted zinc dust. The top two layers containing the desired product were transferred to another flask. The remaining aqueous zinc slurry was washed at 65-70°C with three successive 16 g portions of Amsco mineral spirits: isopropanol 50:50. The combined product layers and wash liquids were then washed once at 70°C with an aqueous hydrochloric acid solution made from 130 g of water and 40 g of 32% hydrochloric acid to remove cleavage amine by-products. A second and third wash followed at 70°C with aqueous hydrochloric acid solutions made each from 65 g of water and 20 g of 32% hydrochloric acid. The last wash was essentially colorless. 14 g of 32% hydrochloric acid and 220 g of isopropanol were added to the solution of the product. The batch was allowed to crystallize slowly. The solid product form was filtered and washed with isopropanol at 0°C to give 110 g of 5-chloro-2-(2-hydroxy-3-t-butyl-5- methylphenyl)-2H-benzotriazole with a melting point of 140-141°C.

Therapeutic Function

Sunscreen agent

General Description

2-tert-Butyl-6-(5-chloro-2H-benzotriazol-2-yl)-4-methylphenol (UV-326) is a benzotriazole based UV absorber that can be used in the photostabilization of industrial materials. It can absorb the harmful UV radiation for the wavelength of about 290 nm.

Flammability and Explosibility

Not classified