IP Library Granted Patent US 7,960,031
Granted Patent B2
US 7,960,031 · App. 10/882,530 · Granted Jun 14, 2011

Coated sheet, method of formation thereof, and articles derived therefrom

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Quick Facts
Patent No.
US 7,960,031
App. No.
10/882,530
Granted
Jun 14, 2011
Kind
B2
Abstract

A sheet material includes a polycarbonate substrate and a protective coating containing the reaction products of an aminoplast resin, a polyol compound, and a UV-absorbing amount of a triazine compound. The sheet material exhibits an improved balance of abrasion resistance, solvent resistance, weatherability, and formability.

Claims (66)

1. A sheet, comprising:

a first layer comprising a polycarbonate resin; and

a second layer disposed on a surface of the first layer, the second layer comprising a cured product obtained on curing a curable composition consisting of

an aminoplast resin,

a polyol compound comprising an oligomeric aliphatic polyestercarbonate diol,

a UV-absorbing amount of a triazine compound, and

optionally, one or more of

a solvent selected from C 1 -C 12 alcohols, C 3 -C 12 ketones, C 3 -C 12 esters, C 4 -C 12 ethers, C 3 -C 12 alkoxy alkanols, C 1 -C 12 halogenated hydrocarbons, C 2 -C 12 carboxylic acids, C 6 -C 18 aromatic compounds, and mixtures thereof,

a hindered amine light stabilizer,

a curing catalyst selected from alkyl acid phosphates, dialkyl acid phosphates, phosphoric acid, maleic acid, maleic anhydride, fumaric acid, chloromaleic acid, chloromaleic anhydride, alkyl acid phthalates, monoalkyl succinates, monoalkyl maleates, alkyl sulfonic acids, aryl sulfonic acids, sulfamic acid, and mixtures thereof,

a catalyst stabilizer, and

an additive selected from flow control agents, surfactants, viscosity modifiers, antifoaming agents, and mixtures thereof;

wherein the triazine compound has the structure

wherein each occurrence of Ar is independently phenyl or substituted phenyl; wherein the substituents on the phenyl group may be hydroxy, amino, C 1 -C 12 hydrocarbyl, C 1 -C 12 hydrocarbyloxy, or C 1 -C 12 hydrocarbylamino; and R 7 is hydrogen, C 1 -C 16 hydrocarbyl wherein the hydrocarbyl group may contain nitrogen or oxygen heteroatoms, or

wherein R 8 is hydrogen or C 1 -C 16 hydrocarbyl wherein the hydrocarbyl group may contain nitrogen or oxygen heteroatoms.

2. The sheet of claim 1 , wherein the first layer further comprises a thermoplastic resin selected from poly(butylene terephthalate), poly(ethylene terephthalate), aliphatic polyesters, poly(styrene-co-acrylonitrile), and rubber-containing impact modifiers.

3. The sheet of claim 1 , wherein the first layer is substantially free of colorant.

4. The sheet of claim 1 , wherein the first layer has a thickness of about 0.05 to about 25 millimeters.

5. The sheet of claim 1 , wherein the aminoplast resin is a melamine-formaldehyde resin having the structure

wherein each occurrence of R 1 is independently hydrogen, a methylene bridge to another melamine nucleus, or CH 2 OR 2 , wherein R 2 is hydrogen or C 1 -C 12 alkyl.

6. The sheet of claim 1 , wherein the curable composition comprises about 20 to about 80 weight percent of the aminoplast resin, based on the total weight of curable solids.

7. The sheet of claim 1 , wherein the polyol compound has a number average molecular weight greater than 200 atomic mass units.

8. The sheet of claim 1 , wherein the curable composition comprises about 20 to about 80 weight percent of the polyol, based on the total weight of curable solids.

9. The sheet of claim 1 , wherein the curable composition comprises about 0.1 to about 10 of the triazine, based on the total weight of curable solids.

10. The sheet of claim 1 , wherein the curable composition includes the hindered amine light stabilizer.

11. The sheet of claim 1 , wherein the curable composition includes the solvent.

12. The sheet of claim 11 , wherein the solvent is 1-methoxy-2-propanol, 1-butoxy-2-propanol, or a mixture thereof.

13. The sheet of claim 1 , wherein the curable composition includes the curing catalyst.

14. The sheet of claim 13 , wherein the curable composition includes the catalyst stabilizer.

15. The sheet of claim 14 , wherein the catalyst stabilizer is selected from triethylamine, pyridine, 2-methylaminoethanol, and mixtures thereof

16. The sheet of claim 1 , wherein the curable composition comprises the additive.

17. The sheet of claim 1 , wherein the second layer has a thickness of about 1 to about 50 micrometers.

18. An article formed from the sheet of claim 1 .

19. The article of claim 18 , wherein forming the article comprises drape-forming, thermoforming, vacuum forming, pressure forming, compression molding, cold curving, hot line bending, lamination, in-mold decoration, printing, or a combination thereof.

20. A sheet, comprising:

a first layer comprising a polycarbonate resin; and

a second layer disposed on a surface of the first layer, the second layer comprising a cured product obtained on curing a curable composition consisting of

a melamine-formaldehyde resin,

an oligomeric aliphatic polyestercarbonate diol,

a UV-absorbing amount of a triazine compound having the structure

wherein each occurrence of Ar is independently phenyl or substituted phenyl; wherein the substituents on the phenyl group may be hydroxy, amino, C 1 -C 12 hydrocarbyl, C 1 -C 12 hydrocarbyloxy, or C 1 -C 12 hydrocarbylamino; and R 7 is hydrogen, C 1 -C 16 hydrocarbyl wherein the hydrocarbyl group may contain nitrogen or oxygen heteroatoms, or

wherein R 8 is hydrogen or C 1 -C 16 hydrocarbyl wherein the hydrocarbyl group may contain nitrogen or oxygen heteroatoms, and

optionally, one or more of

a solvent selected from C 1 -C 12 alcohols, C 3 -C 12 ketones, C 3 -C 12 esters, C 4 -C 12 ethers, C 3 -C 12 alkoxy alkanols, C 1 -C 12 halogenated hydrocarbons, C 2 -C 12 carboxylic acids, C 6 -C 18 aromatic compounds, and mixtures thereof,

a hindered amine light stabilizer,

a curing catalyst selected from alkyl acid phosphates, dialkyl acid phosphates, phosphoric acid, maleic acid, maleic anhydride, fumaric acid, chloromaleic acid, chloromaleic anhydride, alkyl acid phthalates, monoalkyl succinates, monoalkyl maleates, alkyl sulfonic acids, aryl sulfonic acids, sulfamic acid, and mixtures thereof,

a catalyst stabilizer, and

an additive selected from flow control agents, surfactants, viscosity modifiers, antifoaming agents, and mixtures thereof.

21. A sheet, comprising:

a first layer comprising a polycarbonate resin and having a thickness of about 0.1 to about 20 millimeters; and

a second layer disposed on a surface of the first layer, the second layer having a thickness of about 2 to about 40 micrometers and comprising a cured product obtained on curing a curable composition consisting of, based on the total weight of the curable solids,

about 40 to about 60 weight percent melamine-formaldehyde resin,

about 40 to about 60 weight percent of an oligomeric aliphatic polyestercarbonate diol,

about 0.1 to about 5 weight percent of p-toluenesulfonic acid,

about 0.1 to about 5 weight percent of a UV-absorbing amount of a triazine compound having the structure

wherein each occurrence of Ar is independently phenyl or substituted phenyl; wherein the substituents on the phenyl group may be hydroxy, amino, C 1 -C 12 hydrocarbyl, C 1 -C 12 hydrocarbyloxy, or C 1 -C 12 hydrocarbylamino; and R 7 is hydrogen, C 1 -C 16 hydrocarbyl wherein the hydrocarbyl group may contain nitrogen or oxygen heteroatoms, or

wherein R 8 is hydrogen or C 1 -C 16 hydrocarbyl wherein the hydrocarbyl group may contain nitrogen or oxygen heteroatoms, and

optionally, one or more of

a solvent selected from C 1 -C 12 alcohols, C 3 -C 12 ketones, C 3 -C 12 esters, C 4 -C 12 ethers, C 3 -C 12 alkoxy alkanols, C 1 -C 12 halogenated hydrocarbons, C 2 -C 12 carboxylic acids, C 6 -C 18 aromatic compounds, and mixtures thereof,

a hindered amine light stabilizer,

a catalyst stabilizer, and

an additive selected from flow control agents, surfactants, viscosity modifiers, antifoaming agents, and mixtures thereof.

22. The sheet of claim 21 , wherein the curable composition includes the solvent, and wherein the solvent is 1-methoxy-2-propanol, 1-butoxy-2-propanol, or a mixture thereof.

23. The sheet of claim 21 , wherein the curable composition includes the hindered amine light stabilizer in an amount of about 0.01 to about 1 weight percent.

24. An article formed from the sheet of claim 20 .

25. An article formed from the sheet of claim 21 .

Assignments (6)
NUNC PRO TUNC ASSIGNMENT Recorded Apr 13, 2025
From: SABIC GLOBAL TECHNOLOGIES B.V
To: F&S B.V
Reel/Frame 070825/0675 →
CHANGE OF NAME Recorded Jun 6, 2016
From: SABIC INNOVATIVE PLASTICS IP B.V.
To: SABIC GLOBAL TECHNOLOGIES B.V.
Reel/Frame 038883/0816 →
RELEASE OF SECURITY INTEREST Recorded Mar 17, 2014
From: CITIBANK, N.A.
To: SABIC INNOVATIVE PLASTICS IP B.V.
Reel/Frame 032459/0798 →
SECURITY AGREEMENT Recorded Aug 18, 2008
From: SABIC INNOVATIVE PLASTICS IP B.V.
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 021423/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 1, 2008
From: GENERAL ELECTRIC COMPANY
To: SABIC INNOVATIVE PLASTICS IP B.V.
Reel/Frame 020985/0551 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 1, 2004
From: PICKETT, JAMES EDWARD; CAWSE, JAMES NORMAN; BOVEN, GERT; GILLETTE, GREGORY RONALD; SIGSTON, PAUL; CHEN, MAO; PATEL, GAUTAM AMBALAL
To: GENERAL ELECTRIC COMPANY
Reel/Frame 015939/0562 →