Claims
- 1. A process for providing a mar resistant tenaciously and durably adhered hard coating onto the surface of a solid substrate comprising:
- I. applying a thin layer of a coating composition onto the surface of said solid substrate, said coating composition being comprised of (A) at least one polyfunctional acrylate monomer represented by the general formula ##STR40## wherein n is an integer having a value of from 1 to 4, and R is selected from the group consisting of a n valent aliphatic hydrocarbon residue, a n valent substituted aliphatic hydrocarbon residue containing at least one ther linkage, and a n valent substituted aliphatic hydrocarbon residue containing at least one ether linkage, R' is selected from hydrogen or lower alkyl radicals; (B) colloidal silica; (C) at least one acryloxy functional silane of the formula ##STR41## wherein R.sup.4 is a monovalent hydrocarbon radical, R.sup.5 is a divalent hydrocarbon radical, R.sup.6 is selected from the group consisting of hydrogen atoms and monovalent hydrocarbon radicals, x is an integer of from 1 to 4 inclusive; (D) a photoinitiator comprised of a blend of (i) one or more ketones and (ii) one or more hindered amines; and
- II. exposing said coated substrate under a non-inert atmosphere to ultraviolet light for a period of time sufficient to polymerize and crosslink said polyfunctional acrylate monomers, thereby forming said hard coating.
- 2. A process as in claim 1 wherein said non-inert atmosphere is air.
- 3. A process as in claim 1 wherein said solid substrate is selected from the group consisting of polycarbonate, polyester, polymethyl methacrylate, polyacrylate, polyamide, nylon, metal or metalized plastic.
- 4. A process as in claim 1 wherein said coating is applied in a thickness of, approximately, 0.05 to 4.0 mils.
- 5. A process as in claim 1 wherein said ketone is selected from the group consisting of:
- benzophenone, acetophenone,
- benzil, benzaldehyde, o-chlorobenzaldehyde,
- xanthone,
- thioxanthone,
- 2-chlorothioxanthone,
- 9, 10-phenanthrenequinone,
- 9, 10-anthraquinone,
- ethylbenzoin ether,
- isopropyl benzoin ether,
- a,a-dimethoxy-a-phenylacetophenone,
- a, a-diethoxyacetophenone, and
- 1-phenyl-1, 2-propanediol-2-o-benzoyl oxime.
- 6. A process as in claim 1 wherein said hindered amine is selected from the group consisting of:
- methyldiethanol amine,
- ethyldiethanol amine,
- dimethylethanol amine,
- diethylethanol amine,
- triethanol amine,
- dimethylamino ethylbenzoate,
- ethyl-3-dimethyl amino benzoate,
- 4-dimethyl amino benzophenone,
- 4-diethyl aminobenzophenone,
- 4, 4'-bis(diethylamino) benzophenone,
- 4, 4'-bis(dimethylamino) benzophenone,
- N, N-diethyl aniline,
- phenyl methyl ethanol amine,
- phenyl ethyl ethanol amine,
- phenyl diethanol amine, and
- N,N,N.sup.1,N.sup.1 tetramethyl - 1,3 -butanediamine.
- 7. A process as in claim 1 wherein said photoinitiator blend is present in an amount of, approximately, 0.01 to 10 percent by weight of the ultraviolet light curable hardcoating composition.
- 8. A process as in claim 7 wherein said photoinitiator blend is comprised of benzophenone and methyldiethanol amine.
- 9. The process of claim 1 wherein said composition contains a mixture of hexanediol diacrylate and trimethylolpropane triacrylate monomers.
- 10. A process for providing an abrasion resistant, durably adhered, ultraviolet light curable hardcoating composition which is curable in a non-inert atmosphere comprising the steps of mixing:
- (A) at least one ultraviolet light crosslinkable polyfunctional acrylate monomer represented by the general formula ##STR42## wherein n is an integer having a value of from 1 to 4, and R is selected from the group consisting of substituted and unsubstituted n valent aliphatic hydrocarbon residue, n valent aliphatic hydrocarbon residue containing at least one ether linkage, and substituted n valent aliphatic hydrocarbon residue containing at least one ether linkage, R' is selected from hydrogen or lower alkyl radicals;
- (B) colloidal silica;
- (C) at least one acryloxy functional silane of the formula ##STR43## wherein R.sup.4 is a monovalent hydrocarbon radical, R.sup.5 is a divalent hydrocarbon radical, R.sup.6 is selected from the group consisting of hydrogen atoms and monovalent hydrocarbon radicals, x is an integer of from 1 to 4 inclusive;
- (D) a photoinitiator comprised of a blend of (i) one or more ketones and (ii) one or more hindered amines, wherein said photoinitiator blend is effective for cross-linking (A) upon exposure to ultraviolet radiation.
- 11. A process as in claim 10 further comprising the step of coating said hardcoating composition onto a solid substrate.
- 12. A process as in claim 11 further comprising the step of curing said hardcoating composition by exposure to an effective amount of ultraviolet radiation.
- 13. A process as in claim 10 wherein said ketone is selected from the group consisting of:
- benzophenone, acetophenone,
- benzil, benzaldehyde, o-chlorobenzoldehyde,
- xanthone,
- thioxanthone,
- 2-chlorothioxanthone,
- 9, 10-phenanthrenequinone,
- 9, 10-anthraquinone,
- ethylbenzoin ether,
- isopropyl benzoin ether,
- a,a,-dimethoxy-a-phenylacetophenone
- a, a-diethoxyacetophenone, and
- 1-phenyl-1, 2-propanediol-2-o-benzoyl oxime.
- 14. A process as in claim 10 wherein said hindered amine is selected from the group consisting of:
- methyldiethanol amine,
- ethyldiethanol amine,
- dimethylethanol amine,
- diethylethanol amine,
- triethanol amine,
- dimethylamino ethylbenzoate,
- ethyl-3-dimethyl amino benzoate,
- 4-dimethyl amino benzophenone,
- 4-diethyl aminobenzophenone,
- 4, 4'-bis(diethylamino) benzophenone,
- 4, 4'-bis(dimethylamino) benzophenone,
- N, N-diethyl aniline,
- phenyl methyl ethanol amine,
- phenyl ethyl ethanol amine,
- phenyl diethanol amine,
- N,N,N.sup.1,N.sup.1 tetramethyl - 1,3 -butanediamine.
- 15. A process as in claim 10 further comprising the step of mixing an ultra-violet light screening agent into said hardcoating composition.
- 16. A process as in claim 15 wherein said screening agent is selected from esorcinol monobenzoate, resorcinol dibenzoate, methyl resorcinol monobenzoate, methyl resorcinol dibenzoate.
- 17. A process as in claim 10 further comprising a surface active agent.
- 18. A process as in claim 10 wherein said photoinitiator blend is present in an amount of, approximately, 0.01% to 10% by weight of the ultraviolet light curable hardcoating composition.
- 19. A process as in claim 18 wherein said photoinitiator blend is comprised of benzophenone and methyldiethanol amine.
- 20. A process as in claim 10 wherein said composition contains a mixture of hexanediol diacrylate and trimethylolpropane triacrylate monomers.
- 21. A process as in claim 10 wherein said process is carried out under a non-inert atmosphere.
- 22. A process as in claim 21 wherein said non-inert atmosphere is air.
- 23. A process as in claim 1 or 20 wherein said composition contains a mixture of diethylenglycol diocrylate and trimethylolpropane triacrylate.
Parent Case Info
This application is a continuation of application Ser No. 217,719, filed 12/18/80, now abandoned.
US Referenced Citations (17)
Non-Patent Literature Citations (2)
Entry |
Encyclopedia of Polymer Science and Technology, vol. 13, Oct. 1971, pp. 477-486. |
Kirk-Othmer Encyclopedia of Chemical Technology 2nd Ed., vol. 19, pp.507-593. |
Continuations (1)
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Number |
Date |
Country |
Parent |
217719 |
Dec 1980 |
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