IP Library Granted Patent US 8,722,778
Granted Patent B2
US 8,722,778 · App. 12/254,387 · Granted May 13, 2014

UV protective compositions, processes for preparing such compositions, methods of coating substrates therewith and multi-layer articles formed thereby

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Quick Facts
Patent No.
US 8,722,778
App. No.
12/254,387
Granted
May 13, 2014
Kind
B2
Abstract

Compositions, suitable for coating surfaces, methods for their preparation and for coating surfaces therewith, where said compositions comprise: (a) 100,000 parts by weight of a primer composition comprising a binder material (a1), a primer solvent (a2) and a UV absorber (a3), wherein the primer composition is suitable as an adhesion-promoting agent between a thermoplastic substrate and a siloxane-based top coat; (b) 0 to 900,000 parts by weight of a solvent, and (c) 1 to 3000 parts by weight of a compound according to the general formula (I): wherein X represents a moiety selected from the group consisting —OR 6 , —OCH 2 CH 2 OR 6 , —OCH 2 CH(OH)CH 2 OR 6 and —OCH(R 7 )COOR 8 , wherein R 6 represents a branched or unbranched C 1 -C 13 alkyl, C 2 -C 20 alkenyl, C 6 -C 12 aryl or —CO—C 1 -C 18 alkyl, R 7 represents H or a branched or unbranched C 1 -C 8 alkyl, and R 8 represents a C 1 -C 12 alkyl, a C 2 -C 12 alkenyl or a C 5 -C 6 cycloalkyl, and wherein the composition has a viscosity of 40 s to 140 s measured in accordance with DIN EN ISO 2431 at 23° C. and with a 2 mm cup.

Claims (36)

1. A composition comprising:

(a) 100,000 parts by weight of a primer composition comprising a binder material (a1), a primer solvent (a2) and a UV absorber (a3), wherein the primer composition is suitable as an adhesion-promoting agent between a thermoplastic substrate and a siloxane-based top coat;

(b) 0 to 900,000 parts by weight of a solvent, and

(c) 1 to 3000 parts by weight of a compound according to the general formula (I):

wherein X represents a moiety selected from the group consisting —OR 6 , —OCH 2 CH 2 OR 6 , —OCH 2 CH(OH)CH 2 OR 6 and —OCH(R 7 )COOR 8 , wherein R 6 represents a branched or unbranched C 1 -C 13 alkyl, C 2 -C 20 alkenyl, C 6 -C 12 aryl or —CO—C 1 -C 18 alkyl, R 7 represents H or a branched or unbranched C 1 -C 8 alkyl, and R 8 represents a C 1 -C 12 alkyl, a C 2 -C 12 alkenyl or a C 5 -C 6 cycloalkyl, and wherein the composition has a viscosity of 40 s to 140 s measured in accordance with DIN EN ISO 2431 at 23° C. and with a 2 mm cup;

wherein the UV absorber (a3) comprises dibenzoyl resorcinol.

2. The composition according to claim 1 , wherein the composition has a viscosity of 50 s to 110 s measured in accordance with DIN EN ISO 2431 at 23° C. and with a 2 mm cup.

3. The composition according to claim 1 , wherein the composition has a viscosity of 75 s to 100 s measured in accordance with DIN EN ISO 2431 at 23° C. and with a 2 mm cup.

4. The composition according to claim 1 , wherein the solvent (b) is present in an amount of 11,111 to 400,000 parts by weight, and the compound according to the general formula (I) is present in an amount of 10 to 1500 parts by weight.

5. The composition according to claim 1 , wherein the binder material (a1) comprises a polyacrylate.

6. The composition according to claim 1 , wherein the compound according to the general formula (I) comprises 2-[2-hydroxy-4-[(octyloxycarbonyl)-ethylideneoxy]phenyl-4,6-di(4-phenyl)phenyl-1,3,5-triazine.

7. The composition according to claim 4 , wherein the compound according to the general formula (I) comprises 2-[2-hydroxy-4-[(octyloxycarbonyl)-ethylideneoxy]phenyl-4,6-di(4-phenyl)phenyl-1,3,5-triazine.

8. The composition according to claim 1 , wherein the binder material (a1) comprises polymethyl methacrylate, the primer solvent (a2) comprises 1-methoxy-2-propanol and diacetone alcohol and the UV absorber (a3) comprises dibenzoyl resorcinol; and wherein the primer composition has a viscosity of >90 s measured in accordance with DIN EN ISO 2431 at 23° C. and with a 2 mm cup.

9. The composition according to claim 4 , wherein the binder material (a1) comprises polymethyl methacrylate, the primer solvent (a2) comprises 1-methoxy-2-propanol and diacetone alcohol and the UV absorber (a3) comprises dibenzoyl resorcinol; and wherein the primer composition has a viscosity of >90 s measured in accordance with DIN EN ISO 2431 at 23° C. and with a 2 mm cup.

10. The composition according to claim 1 , wherein the solvent (b) comprises one or more compounds selected from the group consisting of diacetone alcohol (CH3)2C(OH)CH2C(═O)CH3, ethyl acetate, methoxypropanol, butanone and mixtures thereof.

11. A process comprising:

(i) mixing a primer composition (a) comprising polymethyl methacrylate (a1), 1-methoxy-2-propanol and diacetone alcohol (a2), and dibenzoyl resorcinol (a3), and having a viscosity of >90 s measured in accordance with DIN EN ISO 2431 at 23° C. and with a 2 mm cup, with a solvent (b) such that a first mixture having a solids content of about 2 to 9.5 wt. % is obtained;

(ii) mixing the first mixture with 0.01 to 15 wt. % of a compound (c) according to the general formula (I)

to form a second mixture; and

(iii) homogenizing the second mixture.

12. The process according to claim 11 , wherein the first mixture has a solids content of 2.5 to 9 wt. %, and wherein the first mixture is mixed with 0.1% to 10 wt. % of the compound (c) according to the general formula (I).

13. The process according to claim 11 , further comprising dissolving the compound (c) according to the general formula (I) in a component selected from the group consisting of diacetone alcohol, methoxypropanol and mixtures thereof, prior to mixing the compound (c) according to the general formula (I) with the first mixture.

14. A process comprising: (i) applying a second layer of a composition according to claim 1 to at least a portion of a first layer comprising a thermoplastic polymer; and (ii) curing the composition to form a multi-layer article.

15. The process according to claim 14 , further comprising

(iii) applying a top coat formulation to at least a portion of the second layer; and

(iv) curing the top coat formulation.

16. The process according to claim 14 , wherein applying the second layer comprises one or more selected from the group consisting of flow coating, dip coating, spraying, roll coating and spin coating.

17. The process according to claim 14 , wherein curing the composition is carried out at a temperature of 20 to 200° C.

18. A multi-layer article prepared by the process according to claim 14 .

19. A multi-layer article prepared by the process according to claim 15 .

20. A layer assembly comprising

i) a thermoplastic substrate on which

ii) a primer layer is superimposed,

characterized in that the primer layer is obtained by curing the composition according to claim 1 .

21. The composition according to claim 1 , wherein X is —OR 6 , —OCH 2 CH 2 OR 6 , or —OCH 2 CH(OH)CH 2 OR 6 and R 6 represents a branched or unbranched C 1 -C 13 alkyl, C 2 -C 20 alkenyl, or —CO—C 1 -C 18 alkyl.

22. The composition according to claim 21 , wherein X is —OR 6 .

Assignments (3)
CORRECTIVE ASSIGNMENT TO CORRECT THE ASSIGNOR NAME PREVIOUSLY RECORDED ON REEL 038301 FRAME 0001. ASSIGNOR(S) HEREBY CONFIRMS THE CHANGE OF NAME FROM BAYER MATERIALSCIENCE AG TO COVESTRO DEUTSCHLAND AG. Recorded Jun 13, 2016
From: BAYER MATERIALSCIENCE AG
To: COVESTRO DEUTSCHLAND AG
Reel/Frame 038966/0865 →
CHANGE OF NAME Recorded Mar 30, 2016
From: COVESTRO DEUTSCHLAND AG
To: COVESTRO DEUTSCHLAND AG
Reel/Frame 038301/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 3, 2009
From: STOLLWERCK, GUNTHER; MALEIKA, ROBERT; BUCKEL, FRANK; CAPELLEN, PETER
To: BAYER MATERIALSCIENCE AG
Reel/Frame 022195/0594 →