Catalysts for thermal cure silicone release coatings
View Patent ↗An environmentally acceptable catalyst, coating system, and methods for thermal cure silicone release coatings that utilize bismuth (“Bi”) catalyst to retain properties of tin (“Sn”)-catalyzed systems but do not have the toxicity and environmental hazards associated therewith. The coating systems and methods also provide a laminate that shows reduced orange peel distortion over time compared with tin (“Sn”)-catalyzed systems and methods.
1. A method of forming a silicone release coating, which comprises reacting a hydroxyl-terminated polysiloxane, silanol prepolymer, or mixture thereof with silane crosslinking agent having a Si—H functionality of at least 2 in the presence of a bismuth catalyst to form a crosslinked polysiloxane and dihydrogen; wherein the silane crosslinking agent has a lower molecular weight than the polysiloxane, silanol prepolymer, or mixture thereof; and wherein the bismuth catalyst is used in an amount of about 2 to 14 wt % based on the weight of the hydroxyl-terminated polysiloxane, silanol prepolymer, or mixture thereof in the coating formulation, wherein the bismuth catalyst comprises bismuth-zinc neodecanoate.
2. The method of claim 1 wherein the hydroxyl-terminated polysiloxane comprises a hydroxyl-terminated polydimethylsiloxane and the silanol prepolymer comprises an α,ω-dihydroxysilanol of polydimethylsiloxane, a diphenylsiloxane backbone, or a methylphenylsiloxane backbone.
3. The method of claim 1 further comprising adding an amino silicone to the reaction.
4. The method of claim 1 further comprising adding a control release additive to the reaction.
5. The method of claim 4 wherein said control release additive comprises a silicone resin of the general formula R n SiO (4-n)/2 where n is 0 to 4 and where R is a hydrocarbon.
6. The method of claim 1 wherein the bismuth catalyst comprises at least 8 weight percent bismuth based on the total weight of the catalyst.
7. The method of claim 1 , wherein the bismuth catalyst comprises between 8 and 31 weight percent bismuth, based on the total weight of the catalyst.
8. The method of claim 1 , wherein the bismuth catalyst comprises not more than 20 weight percent bismuth, based on the total weight of the catalyst.
9. The method of claim 1 , wherein the bismuth catalyst does not include tin.
10. A method of forming a silicone release coating, the method comprising: reacting a hydroxyl-terminated polysiloxane, silanol prepolymer, or mixture thereof with a silane crosslinking agent having a Si—H functionality of at least 2 in the presence of a bismuth catalyst to form a crosslinked polysiloxane and dihydrogen, wherein the silane crosslinking agent has a lower molecular weight than the polysiloxane, silanol prepolymer, or mixture thereof, and wherein the bismuth catalyst comprises bismuth zinc neodecanoate and does not include tin.
11. The method of claim 10 , wherein the bismuth catalyst further comprises at least one metal selected from the group consisting of zinc, zirconium, palladium, aluminum, and combinations thereof.
12. The method of claim 1 , wherein the bismuth catalyst further comprises a bismuth catalyst selected from the group consisting of a bismuth 2-ethylhexanoate, a metal carboxylate of bismuth and zinc, and combinations thereof.
13. The method of claim 10 wherein the bismuth catalyst comprises at least 8 weight percent bismuth based on the total weight of the catalyst.
14. The method of claim 10 , wherein the bismuth catalyst comprises between 8 and 31 weight percent bismuth, based on the total weight of the catalyst.
15. The method of claim 10 , wherein the bismuth catalyst comprises not more than 20 weight percent bismuth, based on the total weight of the catalyst.
16. The method of claim 10 , wherein the hydroxyl-terminated polysiloxane comprises a hydroxyl-terminated polydimethylsiloxane and the silanol prepolymer comprises an α,ω-dihydroxysilanol of polydimethylsiloxane, a diphenylsiloxane backbone, or a methylphenylsiloxane backbone and; further comprising, adding an amino silicone and a control release additive to the reaction.
17. The method of claim 10 , wherein said bismuth catalyst consists essentially of a bismuth-zinc neodecanoate.
18. The method of claim 10 , further comprising adding an amino silicone to the reaction.