Method for forming an abrasion resistant coating from cellulose ester and pentaerythritol acrylates

• US 4,407,855 A
• Filed: 10/23/1981
• Issued: 10/04/1983
• Est. Priority Date: 01/07/1980
• Status: Expired due to Term

• Current Assignee: Panelographic Corporation
• Original Assignee: Panelographic Corporation
• Inventors: Russell, Raymond J.
• Primary Examiner(s): Bleutge, John C.
• Assistant Examiner(s): KOECKERT JR, ARTHUR
• Application Number:
  US06/314,129
• Time in Patent Office: 711 Days
• Field of Search: 204/159.12, 428/412, 428/481, 428/510, 427/54.1
• US Class Current: 427/512
• CPC Class Codes: C08F 220/20 of polyhydric alcohols or phenols , e.g. 2-hydroxyethyl (meth)acrylate or glycerol mono-(meth)acrylate
• CPC Class Codes: C08F 251/02 on to cellulose or derivatives thereof

Abstract

Actinic radiation curable coating compositions are provided applicable to many substrates comprising a pentaerythritol-based polyacrylate or polymethacrylate such as pentaerythritol tetraacrylate, a cellulose ester such as cellulose acetate butyrate and a photoinitiator. The compounds are preferably applied to the substrate by spraying a solution of the composition in one or more solvents selected from the group consisting of lower alcohols and ester, ketones having from 3 to 7 carbon atoms and lower alkyl Cellosolves, and removing the solvents.

Upon curing in air the compositions form extremely abrasion resistant coatings on the substrate and are also characterized by being scratch resistant and resistant to attack by chemical and organic solvents.

Claims

1. A method for providing an abrasion resistant coating on a substrate comprising:

(a) forming a composition curable by actinic radiation consisting essentially of a pentaerythritol-based polyacrylate selected from the group consisting of a pentaerythritol polyacrylate, a pentaerythritol polymethacrylate, a dipentaerythritol polyacrylate, a dipentaerythritol polymethacrylate, a tripentaerythritol polyacrylate and a tripentaerythritol polymethacrylate, a cellulose ester comprising the reaction product of cellulose with at least one organic carboxylic acid having from 2 to 4 carbon atoms or nitric acid and a photoinitiator, wherein the weight ratio of said polyacrylate to said ester is from about 6 to 1 to about 100 to 1.

2. The method of claim 1 wherein said pentaerythritol-based polyacrylate is selected from the group consisting of pentaerythritol triacrylate, pentaerythritol tetraacrylate, dipentaerthritol pentaacrylate, dipentaerythritol hexaacrylate tripentaerythritol octaacrylate and mixtures thereof.

3. The method of claim 1 wherein said pentaerythritol-based polyacrylate is pentaerythritol tetraacrylate.

4. The method of claim 1 wherein said cellulose ester is cellulose acetate butyrate containing on the average from about 15% to 50% butyryl groups, from about 1% to 30% acetyl groups and from about 1% to 5% hydroxyl groups.

5. The method of claim 4 wherein said cellulose acetate butyrate has a viscosity in Poises of from about 50 to 200 at 25°

C. in a solution comprising 20 wt. % cellulose ester, 72 wt. % acetone and 8 wt. % ethyl alcohol.

6. The method of claim 4 wherein said cellulose acetate butyrate contains on the average 37% butyryl groups 13% acetyl groups and about 2% hydroxyl groups.

7. The method of claim 1 wherein said photoinitiator is alpha chloroacetyldiphenyloxide.

8. The method of claim 1 wherein said photoinitiator is benzoyl peroxide.

9. The method of claim 1 wherein said composition is applied by spraying.

10. The method of claim 1 wherein said substrate is a polymeric material selected from the group consisting of polyacrylics, polyvinyls, polycarbonates and polyesters.

11. A method of providing an abrasion resistant coating on a substrate comprising:

(a) forming a composition curable by actinic radiation comprising a pentaerythritol-based polyacrylate selected from the group consisting of a pentaerythritol polyacrylate, a pentaerythritol polymethacrylate, a dipentaerythritol polyacrylate, a dipentaerythritol polymethacrylate, a tripentaerythritol polyacrylate and a tripentaerythritol polymethacrylate, a cellulose acetate butyrate containing on the average from about 15% to 50% butyryl groups, from about 1% to 30% acetyl groups and from about 1% to 5% hydroxyl groups and a photoinitiator, wherein the weight ratio of said acrylate to said butyrate is from about 6 to 1 to about 100 to 1;

(b) applying said composition to said substrate; and

(c) irradiating said composition with actinic radiation to effect curing thereof.

12. The method of claim 11 wherein said cellulose acetate butyrate has a viscosity in Poises of from about 50 to 200 at 25°

C. in a solution comprising 20 wt. % cellulose ester, 72 wt. % acetone and 8 wt. % ethyl alcohol.

13. The method of claim 11 wherein said cellulose acetate butyrate contains on the average 37% butyryl groups, 13% acetyl groups, and 2% hydroxyl groups.

14. The method of claim 12 wherein said cellulose acetate butyrate has a viscosity in Poises of from 64 to 124 at 25°

C.

15. The method of claim 11 wherein said photoinitiator is alpha chloroacetyldiphenyloxide.

16. The method of claim 11 wherein said photoinitiator is benzoyl peroxide.

17. The method of claim 11 wherein said composition is applied by spraying.

18. The method of claim 11 wherein said substrate is a polymeric material selected from the group consisting of polyacrylics, polyvinyls, polycarbonates and polyesters.

19. The method of claim 11 wherein the weight ratio of said pentaerythritol-based polyacrylate to said cellulose acetate butyrate is from about 8 to 1 to 20 to 1.

20. The method of claim 11 wherein the weight ratio of said pentaerythritol-based polyacrylate to said cellulose acetate butyrate is about 10 to 1.

21. The method of claim 11 which further comprises postcuring said cured coating at elevated temperatures.

22. The method of claim 11 wherein said pentaerythritol based polyacrylate is selected from the group consisting of pentaerythritol triacrylate, pentaerythritol tetraacrylate, dipentaerythritol pentaacrylate, dipentaerythritol hexaacrylate, tripentaerythritol octaacrylate and mixtures thereof.

23. A method of providing an abrasion resistant coating on a polymeric substrate comprising;

(a) forming a solution of pentaerythritol tetraacrylate, a cellulose acetate butyrate containing on the average 37% butyryl groups, 13% acetyl groups and 2% hydroxyl groups and having a viscosity in Poises of from about 50 to 200 at 25°

C. in a solution comprising 20 wt. % cellulose ester, 72 wt. % acetone and 8 wt. % ethyl alcohol and photoinitiator in at least one solvent selected from the group consisting of lower alcohols, lower alkyl acetates, alkyl ketones having from 3 to 7 carbon atoms and ethylene glycol lower alkyl ethers;

wherein the weight ratio of said tetraacrylate to said butyrate is from about 6 to 1 to about 100 to 1;

(b) spraying said solution on said substrate;

(c) removing said at least one solvent; and

(d) irradiating said coating with ultraviolet radiation to effect curing thereof.

24. The method of claim 23 wherein said polymeric substrate is selected from the group consisting of polyvinyl, polyacrylics, polycarbonates and polyesters.

25. The method of claim 23 wherein said weight ratio is from about 8 to 1 to about 20 to 1.

26. The method of claim 23 wherein said weight ratio is about 10 to 1.

27. The method of claim 23 which further comprises postcuring said coating at temperatures of from between 100°

F. and 150°

F. for from 2 to 5 hours.

28. The method of claim 23 wherein said photoinitiator is alpha chloroacetyldiphenyloxide.

29. The method of claim 23 wherein said photoinitiator is benzoyl peroxide.