22607-31-4

Usage

Uses

Used in Plastics Industry:
2-(2,4-dihydroxyphenyl)-2H-benzotriazole is used as a UV stabilizer for plastics to protect them from the harmful effects of UV radiation. This helps in maintaining the integrity, color, and mechanical properties of the plastic materials over time, ensuring their durability and longevity.
Used in Coatings Industry:
In the coatings industry, 2-(2,4-dihydroxyphenyl)-2H-benzotriazole is utilized as a UV stabilizer to enhance the resistance of coatings against UV-induced degradation. This results in coatings with improved weatherability, color retention, and overall performance, which is particularly important for exterior applications.
Used in Automotive Industry:
2-(2,4-dihydroxyphenyl)-2H-benzotriazole is used as a UV stabilizer in the automotive industry to safeguard various plastic components and coatings from the degrading effects of sunlight. This contributes to the preservation of the appearance and functionality of automotive parts, thereby extending their service life.
Used in Construction Industry:
Within the construction sector, 2-(2,4-dihydroxyphenyl)-2H-benzotriazole is employed as a UV stabilizer in building materials and coatings. Its inclusion ensures that these materials maintain their structural integrity and aesthetic appeal despite prolonged exposure to sunlight, which is crucial for the longevity of construction projects.
Used in Packaging Industry:
2-(2,4-dihydroxyphenyl)-2H-benzotriazole is used as a UV stabilizer in the packaging industry to protect packaged goods from the damaging effects of UV light. This is particularly important for products sensitive to light, such as pharmaceuticals, cosmetics, and certain food items, where protection from UV-induced degradation is essential to maintain product quality and safety.

InChI:InChI=1/C12H9N3O2/c16-8-5-6-11(12(17)7-8)15-13-9-3-1-2-4-10(9)14-15/h1-7,16-17H

Upstream product

• 114462-09-8 4-(2'H-benzotriazol-2'-yl)-3-methoxyphenol 
• 14527-90-3 2-nitroaniline hydrochloride 
• 108-46-3 recorcinol 
• 100868-06-2 2,4-dimethoxy-2'-nitroazobenzene 
• 114462-08-7 5-methoxy-2-(2'-nitrophenylazo)phenol 
• 2735-04-8 2,4-Dimethoxyaniline 
• 119-66-4 2-nitrobenzenediazonium chloride 
• 100728-48-1 3-methoxy-4-(2'-nitrophenylazo)phenol 
• 150-19-6 O-methylresorcine 
• 88-74-4 2-nitro-aniline 
• 114462-01-0 2-(2',4'-dimethoxyphenyl)-2H-benzotriazole 
• 15618-85-6 2-(2'-hydroxy-4'-methoxyphenyl)-benzotriazole 
• 5407-41-0 4-((2-nitrophenyl)diazenyl)benzene-1,3-diol 
• 612-29-3 o-nitronitrosobenzene 

Downstream Products

• 3234-16-0 2(2-hydroxy-4-acryloxyphenyl)2H-benzotriazole 
• 3234-22-8 2(2-hydroxy-4-methacryloxyphenyl)2H-benzotriazole 
• 122719-46-4 ethyl [4-(2H-benzotriazol-2-yl)-3-hydroxyphenoxy]acetate 
• 22607-32-5 2-benzotriazol-2-yl-5-(2-ethyl-hexyloxy)-phenol 

Relevant academic research and scientific papers

Method of preparing 2-phenyl benzotriazoles

A method of preparing 2-phenylbenzotriazoles expressed by Formula I: STR1 (wherein R1 denotes a hydrogen or chlorine atom, a lower alkyl group having 1 to 4 carbon atoms, a lower alkoxyl group having 1 to 4 carbon atoms, a carboxyl group or a sulfonic acid group; R2 denotes a hydrogen or chlorine atom, a lower alkyl group having 1 to 4 carbon atoms or a lower alkoxyl group having 1 to 4 carbon atoms; R3 denotes a hydrogen or chlorine atom, an alkyl group having 1 to 12 carbon atoms, a lower alkoxyl group having 1 to 4 carbon atoms, a phenyl group, a phenyl group substituted by an alkyl group having 1 to 8 carbon atoms, a phenoxy group or a phenylalkyl group with an alkyl part having 1 to 4 carbon atoms; R4 denotes a hydrogen or chlorine atom, a hydroxyl group or an alkoxyl group having 1 to 4 carbon atoms; and R5 denotes a hydrogen atom, an alkyl group having 1 to 12 carbon atoms or a phenylalkyl group with an alkyl part having 1 to 4 carbon atoms) comprises reduction with hydrogen of o-nitroazobenzene derivatives expressed by Formula II: STR2 (wherein R1, R2, R3, R4 and R5 each denote the same as in Formula I), the reduction being effected in a solvent containing water.

Method of preparing 2-phenyl benezothriazoles

A method of preparing 2-phenylbenzotriazoles expressed by Formula I: STR1 (wherein R1 denotes a hydrogen or chlorine atom, a lower alkyl group having 1 to 4 carbon atoms, a lower alkoxyl group having 1 to 4 carbon atoms, a carboxyl group or a sulfonic acid group; R2 denotes a hydrogen or chlorine atom, a lower alkyl group having 1 to 4 carbon atoms or a lower alkoxyl group having 1 to 4 carbon atoms; R3 denotes a hydrogen or chlorine atom, an alkyl group having 1 to 12 carbon atoms, a lower alkoxy group having 1 to 4 carbon atoms, a phenyl group, a phenyl group substituted by an alkyl group having 1 to 8 carbon atoms, a phenoxy group or a phenylalkyl group with an alkyl part having 1 to 4 carbon atoms; R4 denotes a hydrogen or chlorine atom, a hydroxyl group or an alkoxyl group having 1 to 4 carbon atoms; and R5 denotes a hydrogen atom, an alkyl group having 1 to 12 carbon atoms or a phenylalkyl group with an alkyl part having 1 to 4 carbon atoms) comprises reducing with hydrogen 2-phenylbenzotriazole-N-oxides expressed by Formula II: STR2 (wherein R1, R2, R3, R4 and R5 each denotes the same as in Formula I).

Method for preparing 2-phenylbenzotriazoles and 2-phenylbenzotriazole-N-oxides

This invention relates to a method for preparing a 2-phenylbenzotriazole of formula I, STR1 (wherein R1 represents hydrogen or chlorine atom, a lower alkyl group having a carbon number of 1 to 4, a lower alkoxyl group having a carbon number of 1 to 4, carboxyl group, or sulfonic acid group; R2 represents hydrogen or chlorine atom, a lower alkyl group having a carbon number of 1 to 4, or a lower alkoxyl group having a carbon number of 1 to 4; R3 represents hydrogen or chlorine atom, an alkyl group having a carbon number of 1 to 12, a lower alkoxyl group having a carbon number of 1 to 4, phenyl group, a phenyl group substituted with an alkyl group having a carbon number of 1 to 8, phenoxy group, or a phenylalkyl group, the alkyl part of which has a carbon number of 1 to 4; R4 represents hydrogen or chlorine atom, hydroxyl group, or a lower alkoxyl group having a carbon number of 1 to 4; and R5 represents hydrogen atom, an alkyl group having a carbon number of 1 to 12, or a phenylalkyl group, the alkyl part of which has a carbon number of 1 to 4), which comprises reducing an o-nitroazobenzene of formula III, STR2 (wherein R1, R2, R3, R4 and R5 are as defined above) with an aldehyde reducing agent in the presence of an aromatic ketone catalyst and base. This invention further relates to a method for preparing a 2-phenylbenzotriazole of formula I as derfined above, which comprises reducing 1 mole 2-phenylbenzotriazole-N-oxide of formula II, STR3 (wherein R1, R2, R3, R4 and R5 are as defined above) with 1 to 4 mole aldehyde in the presence of an aromatic ketone catalyst and base. This invention still further relates to a method for preparing a 2-phenylbenzotriazole-N-oxide of formula II as defined above, which comprises reducing 1 mole o-nitroazobenzene of formula III as defined above with 1 to 2 mole aldehyde in the presence of an aromatic ketone catalyst and base.

Preparation of Some 2-(Methoxyphenyl)-2H-benzotriazoles and the Corresponding Hydroxyphenyl Compounds

The reaction of several substituted o-nitronitrosobenzenes with o- and p-anisidine, and 2,4-dimethoxyaniline in acetic acid gives in good yield the corresponding o-nitroazobenzenes which are readily reduced with thiourea dioxide (formamidinesulfinic acid) to the corresponding 2-(methoxyphenyl)-2H-benzotriazoles, demethylation of which furnished the corresponding 2-(hydroxyphenyl)-2H-benzotriazoles.Demethylation of the dimethoxy derivatives was best accomplished with boron tribromide in methylene chloride, the methoxy group located ortho to the benzotriazole ring beingdemethylated more readily than is the para-methoxy group.The reaction of 0-nitroazobenzenes containing a methoxy group with hydrobromic acid in acetic acid results in cleavage of the azo bond and also partial bromination to give o-nitroaniline and some of its brominated derivatives.