Process for the preparation of benozotriazoles and their polymers, and 2(2-hydroxy-5-isopropenylphenyl)2H-benzotriazole produced thereby

Patent · Tue Mar 14 04:00:00 EST 1989

OSTI ID:5950754

Vogl, O; Nir, Z

The compound 2(2-hydroxy-5-isopropenylphenyl)2H-benzotriazole (2H5P) is produced by azo coupling of o-nitrophenyl diazonium chloride with p-hydroxyacetophenone, subjecting the resulting isolated azo compound to reductive cyclization with zinc in the presence of sodium hydroxide at a temperature of about 50/sup 0/-70/sup 0/C., acidifying the resulting mixture so as to produce 2(2-hydroxy-5-acetylphenyl)2H-benzotriazole (2H5A), acetylating the isolated 2(2-hydroxy-5-acetylphenyl)2H-benzotriazole (2H5A), so as to produce 2(2-acetoxy-5-acetylphenyl)2H-benzotriazole (2A5A), methylating the isolated 2(2-acetoxy-5-acetylpheny)2H-benzotriazole (2A5A) with a methyl Grignard reagent and dehydrating the isolated reaction product with potassium hydrogen sulfate so as to produce 2(2-hydroxy-5-isopropenylphenyl)2H-benzotriale (2H5P). The compound is used as a polymerizable ultraviolet light stabilizer.

• Assignee: Dept. of Energy, Washington, DC
• Patent Number(s): US 4812575
• OSTI ID: 5950754
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
ACETOPHENONE
ALKALI METAL COMPOUNDS
AZOLES
BENZOXAZOLES
CHEMICAL PREPARATION
CHEMICAL REACTIONS
DIAZO COMPOUNDS
HETEROCYCLIC COMPOUNDS
HYDROXYLATION
KETONES
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
OXAZOLES
POLYMERS
POTASSIUM COMPOUNDS
SYNTHESIS
TRIAZOLES