US4478876A
Expired / Lapsed
US
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Process of coating a substrate with an abrasion resistant ultraviolet curable composition
Assignee: General Electric Co
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Filing: 1983-01-17
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Granted: 1984-10-23
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Expires: 2003-01-17
Abstract
Abstract A process of coating a solid substrate with an abrasion resistant silicone hard coating composition which is curable upon exposure to ultraviolet radiation under a non-inert atmosphere, such as air, is provided. The coating composition is comprised of a combination of UV light crosslinkable polyfunctional acrylate monomers, SiO 2 in the form of colloidal silica, and acryloxy functional silanes and a selected blend of ketone-type and hindered amine-type photoinitiators.
Inventors
- 👤 Rack H. Chung
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 11:18
CPC Classifications
C; C09; C09D; C09D4/00; C08; C08J; C08J7/00; C08J7/04; C08J7/0427; C08J7/043; C08J7/046; C08J2369/00; C08J2483/00; C08J2483/04; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31507; Y10T428/31511; Y10T428/31529; Y10T428/31652; Y10T428/31663
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
226 words
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 4 is a monovalent hydrocarbon radical, R 5 is a divalent hydrocarbon radical, R 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.
Claim 2
Dependent Claim
226 words
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 4 is a monovalent hydrocarbon radical, R 5 is a divalent hydrocarbon radical, R 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.
Claim 3
Dependent Claim
12 words
A process as in claim 1 wherein said non-inert atmosphere is air.
Claim 4
Dependent Claim
28 words
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.
Claim 5
Dependent Claim
20 words
A process as in claim 1 wherein said coating is applied in a thickness of, approximately, 0.05 to 4.0 mils.
Claim 6
Dependent Claim
40 words
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.
Claim 7
Dependent Claim
66 words
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 1 ,N 1 tetramethyl - 1,3 -butanediamine.
Claim 8
Dependent Claim
30 words
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.
Claim 9
Dependent Claim
17 words
A process as in claim 7 wherein said photoinitiator blend is comprised of benzophenone and methyldiethanol amine.
Claim 10
Dependent Claim
18 words
The process of claim 1 wherein said composition contains a mixture of hexanediol diacrylate and trimethylolpropane triacrylate monomers.
Claim 11
Dependent Claim
193 words
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 4 is a monovalent hydrocarbon radical, R 5 is a divalent hydrocarbon radical, R 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.
Claim 12
Dependent Claim
193 words
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 4 is a monovalent hydrocarbon radical, R 5 is a divalent hydrocarbon radical, R 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.
Claim 13
Dependent Claim
19 words
A process as in claim 10 further comprising the step of coating said hardcoating composition onto a solid substrate.
Claim 14
Dependent Claim
24 words
A process as in claim 11 further comprising the step of curing said hardcoating composition by exposure to an effective amount of ultraviolet radiation.
Claim 15
Dependent Claim
40 words
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.
Claim 16
Dependent Claim
65 words
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 1 ,N 1 tetramethyl - 1,3 -butanediamine.
Claim 17
Dependent Claim
21 words
A process as in claim 10 further comprising the step of mixing an ultra-violet light screening agent into said hardcoating composition.
Claim 18
Dependent Claim
23 words
A process as in claim 15 wherein said screening agent is selected from esorcinol monobenzoate, resorcinol dibenzoate, methyl resorcinol monobenzoate, methyl resorcinol dibenzoate.
Claim 19
Dependent Claim
12 words
A process as in claim 10 further comprising a surface active agent.
Claim 20
Dependent Claim
29 words
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.
Claim 21
Dependent Claim
17 words
A process as in claim 18 wherein said photoinitiator blend is comprised of benzophenone and methyldiethanol amine.
Claim 22
Dependent Claim
19 words
A process as in claim 10 wherein said composition contains a mixture of hexanediol diacrylate and trimethylolpropane triacrylate monomers.
Claim 23
Dependent Claim
16 words
A process as in claim 10 wherein said process is carried out under a non-inert atmosphere.
Claim 24
Dependent Claim
12 words
A process as in claim 21 wherein said non-inert atmosphere is air.
Claim 25
Dependent Claim
20 words
A process as in claim 1 or 20 wherein said composition contains a mixture of diethylenglycol diocrylate and trimethylolpropane triacrylate.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-10-23 | 1988-04-23 | 1988-10-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-10-23 | 1992-04-23 | 1992-10-23 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-10-23 | 1996-04-23 | 1996-10-23 | $7700.00 | Window Closed / Lapsed |