Liquid ultraviolet stabilizer and method

• US 5,601,756 A
• Filed: 08/23/1995
• Issued: 02/11/1997
• Est. Priority Date: 08/23/1995
• Status: Expired due to Term

• Current Assignee: Lycus Ltd. (Syrgis Holdings, Inc.)
• Original Assignee: Garrison Industries, Inc.
• Inventors: Swearengin, John V.
• Primary Examiner(s): Reamer, James H.
• Application Number:
  US08/518,244
• Time in Patent Office: 538 Days
• Field of Search: 252/589, 252/404, 252/401, 568/333
• US Class Current: 252/589
• CPC Class Codes: C08K 5/132 Phenols containing keto groups , e.g. benzophenones

Abstract

Liquid UV stabilizers which are stable at room temperatures or below made from di-substituted and tri-substituted benzophenone compositions. A process to render di-substituted and tri-substituted benzophenone admixtures stable liquids at room temperatures or below involving heating the admixture to a temperature in the range of 80°-175° C. for a period of time sufficient that when the admixture is cooled to room temperature the admixture remains liquid.

Claims

1. A UV stabilizer comprising an admixture of two or more different benzophenones having the general formula of:

##STR7## wherein 2 is OH, 2'"'"' is H or OH, 4 is OC_n H_2n+1 and 4'"'"' is H or OC_n H_2n+1, said admixture being liquid at 22°

C.

2. The composition of claim 1 wherein said benzophenones are selected from the group consisting of 2 hydroxy-4methoxy benzophenone, 2 hydroxy 4-n-octoxy benzophenone, 2 hydroxy-4dodecyloxy benzophenone, or 2,2-dihydroxy-4-methoxy benzophenone.

12. The stabilizer of claim 1 wherein the liquid admixture has the characteristic that it would be stable for about 2 hours or more at 22°

C.

13. The stabilizer of claim 2 wherein the liquid admixture has the characteristics that it would be stable for about 2 hours or more at 22°

C.

3. A UV liquid stabilizer comprising an admixture of:

(a) 30-60 weight percent of a first di-substituted benzophenone having the general formula of;

##STR8## wherein 2 is OH, 2'"'"' is H or OH, 4 is OC_n H_2n+1 and 4'"'"' is H or OC_n H_2n+1 ; and

(b) 30-60 weight percent of a second di-substituted benzophenone having the general formula of;

##STR9## wherein 2 is OH, 2'"'"' is H or OH, 4 is OC_n H_2n+1 and 4'"'"'is H or OC_n H_2n+1 ; and

(c) 0-45 weight percent of a tri-substituted benzophenone having the general formula of;

##STR10## wherein 2 is OH, 2'"'"' is H or OH, 4 is OC_n H_2n+1 and 4'"'"' is H or OC_n H_2n+1 ; and

(d) 0-35 weight percent of a compatible component, said admixture being a liquid at 25°

C.

4. The composition of claim 3 wherein said first and second benzophenones are selected from the group consisting of 2hydroxy-4methoxy benzophenone, 2hydroxy-4-butoxy benzophenone 2hydroxy-4-n-octoxybenzophenone, 2hydroxy-4dodecyl benzophenone, 2hydroxy-4-iso-octoxy benzophenone, 2hydroxy-4decoxy benzophenone, and 2hydroxy-4-pentoxy benzophenone.

5. The composition of claim 4 wherein said compatible component is selected from the group consisting of hindered amines, salicylates, diphenyl acrylates, cinnamates or admixtures thereof.

6. The composition of claim 5 wherein said tri-substituted benzophenone is 2,2-dihydroxy-4-methoxy benzophenone.

7. The composition of claim 4 wherein said compatible component is selected from the group consisting of 2-ethylhexyl-2-cyano-3,3-diphenyl acrylate;

octyl methoxy cinnamate;

octyl salicylate;

tris (nonyl phenyl) phosphite;

bis (2,2,6,6 tetramethyl-4 piperidinyl decane dioate;

bis (1,2,2,6,6, pentamethyl-4-piperidinyl) sebacate;

poly (oxy- 1,2-ethanedryl), alpha [3-[3-(2H-benzo triazol-2-yl)-5(1,1-benzo triazone)] or mixtures thereof.

14. The stabilizer of claim 3 wherein the liquid admixture has the characteristics that it would be stable for about 2 hours or more at 25°

C.

15. The stabilizer of claim 5 wherein the liquid admixture has the characteristics that it would be stable for about 2 hours or more at 25°

C.

16. The stabilizer of claim 6 wherein the liquid admixture has the characteristics that it would be stable for about 2 hours or more at 25°

C.

17. The stabilizer of claim 7 wherein the liquid admixture has the characteristics that it would be stable for about 2 hours or more at 25°

C.

8. A UV stabilizer composition comprising:

(a) 10-60 weight percent of the first di-substituted benzophenone;

(b) 10-40 weight percent of a second di-substituted benzophenone;

(c) 5-15 percent of a third di-substituted benzophenone; and

(d) 5-15 percent of a fourth di-substituted benzophenone, said admixture being a liquid at 25°

C.

18. The stabilizer of claim 8 wherein the liquid admixture has the characteristics that it would be stable for about 2 hours or more at 25°

C.

9. A process for rendering an admixture of benzophenones liquid below 25°

C. comprising;

(a) admixing two or more benzophenones of the following general formula;

##STR11## wherein 2 is OH, 2'"'"' is H or OH, 4 OC_n H_2n+1 and 4'"'"' is H or OC_n H_2n+1 ; and

(b) heating the admixture in the range of 80°

C. to 175°

C. to liquify the admixture;

(c) maintaining the admixture at a temperature in the range of 80°

C. to 175°

C. for a predetermined time such that when the admixture is cooled it will remain liquid at 25°

C. for 2 hours.

10. The process of claim 9 further comprising the step of adding to the heated admixture a compatible component selected from the group consisting of acrylates, salicylates, cinnamates, phosphates or admixtures thereof.

11. A liquid UV stabilizer comprising:

(a) one or more di-substituted or tri-substituted benzophenone having the general formula;

##STR12## wherein 2 is OH, 2'"'"' is H or OH, 4 is OC_n H_2n+1 and 4'"'"' is H or OC_n H_2n+1.

(b) a compatible component selected from the group consisting of acrylates, phosphates, salicylates, hindered amines, cinnamates or mixtures thereof, said composition being liquid at 25°

C.