2-[2-Hydroxy-3,5-di-(. alpha.,.alpha.-dimethylbenzyl)-phenyl]-2H-benzotriazole and stabilized compositions

• US 4,226,763 A
• Filed: 06/26/1978
• Issued: 10/07/1980
• Est. Priority Date: 06/26/1978
• Status: Expired due to Term

• Current Assignee: CIBA Specialty Chemicals
• Original Assignee: Ciba-Geigy Corporation (Novartis Ag)
• Inventors: Winter, Roland A. E., Dexter, Martin
• Primary Examiner(s): Daus, Donald G.
• Assistant Examiner(s): Jones, Lisa
• Application Number:
  US05/918,984
• Time in Patent Office: 834 Days
• Field of Search: 260/308 R, 260/45.8 N
• US Class Current: 524/91
• CPC Class Codes: C07C 37/14 by addition reactions, i.e. reactions involving at least one carbon-to-carbon unsaturated bond
• CPC Class Codes: C07C 39/15 with all hydroxy groups on non-condensed rings , e.g. phenylphenol
• CPC Class Codes: C07D 249/20 with aryl radicals directly attached in position 2
• CPC Class Codes: C08K 5/3475 condensed with carbocyclic rings
• CPC Class Codes: C09B 29/10 from coupling components containing hydroxy as the only directing group
• CPC Class Codes: C09D 7/48 Stabilisers against degradation by oxygen, light or heat

Abstract

2-[2-Hydroxy-3,5-di-(α,α-dimethylbenzyl)phenyl]-2H-benzotriazole exhibits outstanding efficacy in protecting organic substrates from light-induced deterioration as well as good resistance to loss by volatilization or exudation during the high temperature processing of stabilized compositions.

Claims

1. A compound of the formula ##STR4## wherein R₁ is hydrogen or chloro,

R₂ and R₃ are independently the group ##STR5## where R₄ is hydrogen or lower alkyl.

2. A compound according to claim 1 wherein R₁ is hydrogen or chloro, R₂ and R₃ are both the same and R₄ is hydrogen or p-methyl.

3. A compound according to claim 1 wherein R₄ is hydrogen.

4. A compound according to claim 1 which is 2-[2-hydroxy-3,5-di-(α

,α

-dimethylbenzyl)phenyl]-2H-benzotriazole.

5. A compound according to claim 1 which is 5-chloro-2-[2-hydroxy-3,5-di-(α

,α

-dimethylbenzyl)phenyl]-2H-benzotriazole.

6. A composition of matter comprising an organic material subject to light-induced deterioration stabilized with from 0.1 to 5% by weight of a compound according to claim 1.

7. A composition according to claim 6 wherein the organic material is a synthetic polymer.

8. A composition according to claim 7 wherein the polymer is selected from the group consisting of polyesters, polycarbonates, polysulfones, polyamides, thermoset acrylic resins, thermoplastic acrylic resins, polyolefins and polyurethanes.

9. A composition according to claim 8 stabilized with 2-[2-hydroxy-3,5-di(α

,α

-dimethylbenzyl)phenyl]-2H-benzotriazole.

10. A composition according to claim 7 wherein the polymer is a thermoset acrylic resin or thermoplastic acrylic resin.