CA1192103A - Process for applying a silicone or siloxane-based abrasion resistant coating to a polycarbonate substrate, and coated articles - Google Patents
Process for applying a silicone or siloxane-based abrasion resistant coating to a polycarbonate substrate, and coated articlesInfo
- Publication number
- CA1192103A CA1192103A CA000308151A CA308151A CA1192103A CA 1192103 A CA1192103 A CA 1192103A CA 000308151 A CA000308151 A CA 000308151A CA 308151 A CA308151 A CA 308151A CA 1192103 A CA1192103 A CA 1192103A
- Authority
- CA
- Canada
- Prior art keywords
- applying
- silicone
- siloxane
- polycarbonate substrate
- resistant coating
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D7/00—Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials
- B05D7/02—Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials to macromolecular substances, e.g. rubber
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
- C08J7/0427—Coating with only one layer of a composition containing a polymer binder
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
- C08J7/043—Improving the adhesiveness of the coatings per se, e.g. forming primers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
- C08J7/046—Forming abrasion-resistant coatings; Forming surface-hardening coatings
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/04—Homopolymers or copolymers of esters
- C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09D133/10—Homopolymers or copolymers of methacrylic acid esters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2369/00—Characterised by the use of polycarbonates; Derivatives of polycarbonates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2483/00—Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen, or carbon only; Derivatives of such polymers
- C08J2483/04—Polysiloxanes
Abstract
PROCESS FOR APPLYING A SILICONE OR SILOXANE-BASED ABRASION RESISTANT COATING TO A POLYCARBONATE
SUBSTRATE, AND COATED ARTICLES
Abstract of the Disclosure A tie coating composition comprising a polymer or copolymer of an alkyl methacrylate and a flow improver dis-solved in an organic solvent system is applied to a polycarbonate substrate prior to applying a silicone or siloxane-based abra-sion resistant coating.
SUBSTRATE, AND COATED ARTICLES
Abstract of the Disclosure A tie coating composition comprising a polymer or copolymer of an alkyl methacrylate and a flow improver dis-solved in an organic solvent system is applied to a polycarbonate substrate prior to applying a silicone or siloxane-based abra-sion resistant coating.
Description
BACKGROUND O~ .r'[E I~ NTION
I~ Descr~tion of the Prior ~rt Thermoplastic and thermoset polymers can be improved as to abrasion resistance by siloxane- and silicone-~ased abrasion resistant coatings su^h as tho.æ disclosed in U.S. Patent 3,986,997 to Clark and u.S. Patent 3,894,881 to Suzuki et al.
However, such coating co~positions9 when applied .0 direct'y to polycarbonate substrates 9 do not adhere adequately.
Japanese Patent Application 81928/73 published . l~ovember 1, 1973 and assigned to Toray Industries, Inc. teaches the advantage of a primer coating whose binder is a polymer of methyl methacrylate prior to applying a siloxane abrasion re sistant coating, but in all cases when polymers of methyl nethacrylate are used in the tie coating 7 the tie coating was baked on prior to applying the abrasion resistant coating.
The object of my invention is to provide a primer coating system which improves the adhesion of silicone- and siloxane-type abrasion resistant coatings to thermoplastic and thermoset substrates.
, Another object is to provide a method of improving the adhesion.of such coatings to such substrates.
A further object is to provide substrates having a first primer coating an~ a second abrasion resistant coating~
II. Summar~ of the Inve_tion These objects and others which will become apparent from the following disclosure are achieved by the present in-vention which comprises in one as~ect a process for applying and adhering a silicone or siloxane based abrasion-resistant coating to a thermoplastic or a thermoset polycarbonate sub-strate cemprising applying a tie coatin~ composltion comprising a thermoplastic polymer of an alkyl me~hacrylate or a thermo-plastic copolymer polymerized from a monomer mixture comprised of at least 50 weight percent of at least one alkyl methacrylate and a flow improver dissolved in one or more organic solvents, and drying at a temperature of about 20-30C prior to applying said abrasion-resistant coating.
In another aspect the invention comprises articles produced by the above-described process.
This invention then, in another aspect, resides in coated polycarbonate articles having improved abrasion resistance comprising a polycarbonate substrate having deposited on the surface thereof (i) an adhesion-promoting primer layer comprising (a) a thermoplastlc polymer of an alkyl methacrylate ox a thermoplastic copolymer polymerized from a monomer mixture comprised of at least 50 weight percent of at least one alkyl methacrylate or a mixture of such polymers, and (b) a flow improver, said primer layer having been air dried at 20-30C; and (ii) an abrasion-resistant silicone- or siloxane-based top coat disposed on said primer layex, said top coat being firmly adhered to said polycarbona~e substrate by means of said primer layer.
DETAILED DESCRIPTION OF THE INVENTION
A~ THE_PRE~RRED EMBODIMENTS
The polycarbonate substrates used in this invention can be in sheet, rod, tube, shaped article~ or any other form~
After application of the coating~ the articles are useful for flat or curved enclosures such as windows~ skylights, wind shields, plastic lenses, furniture, and the like. Examples of suitable polycarbonates are poly(diphenylolpropane carbonate), poly(diethylene glycol bis(al~yl carbonate)) 9 and the like.
The tie coating composition comprises a polymer of alkyl methacrylate, a flow modifier~ and one or more organic solvents. The alkyl methacrylate polymer is polymerized from a monomer mixture comprised of at least 50 weight percent o~
at least one alkyl methacrylate. Methyl methacrylate is the preferred methacrylate~ but other Cl to C6 alkyl methacrylates are also quite useful. Comonomers can be any copolymerizable monoethylenically unsaturated type~ for example Cl to C6 alkyl acrylates such as ethyl acrylate~ acrylic acids such as acrylic or methacrylic acid~ other me-thacrylates such as glycidyl meth-acrylate, isobornyl methacrylate, etc., styrene~ acrylonitrile, -3a-and the like. The methyl methacrylate polymer used can be imidized via the imide reaction with a~onia or an amine as taught in Kopchik British Patent No. 1,559,132, granted March 3, 1980. A mixture of the above polymers may also be used in the present invention.
Preferred flow modifiers include fluoroaliphatic oligomers such as those described in U. S~ Patent 3,737,351, for example 2 (N-butylperfluoroockanesulfonamide) ethyl acrylate-polyethylene-polypropylene glycol acrylate copolymer. 0-ther 0 flow modifiers suitable are commercially available silicone a~
~low improvers used in paints such as Raybo-3 (Ra~ Chemical Co.), " "2 " "3 "
DC~7 and DC-3 (Dow Corning Co.)and SF-1023 (General Electric Co.).
The organic solvent system can be any capable of dissolving -the alkyl methacrylate polymer. Suitable systems ~ ,,~
include toluene~ isopropanol~ butanol~ ~ellosolve acetate, butyl acetate, and the like. A pre~erred system is a mix-ture of toluene and isopropanol in about a 1/l weight ratio.
The preferred weight ratio of alkyl methacrylate polymer -to solvent is about 6:9L~ to 10:90. S'ightly higher and lower ratios can also be used, depe~ding on fac-tors such as p~lymer molecular weight and composition, solvent system7 and speed of application desired The preferred weigh-t ratio of flow modifier to solvent is about 0O' 100 to l:100.
In addition7 005 to lO percent of a UV absorber, e.g benzotriazole-type can be added~ based on pol~mer weight.
The tie or primer coat is applied to tne substrate by anJ
suitable means, e.g., spraying, brushing, dipping~ spinning etc followed by air drying ak room temperature ~or 5-20 minutes de-pending o~ the solvent system~ Room temperature is about 20-30 C~
1. Trademark
I~ Descr~tion of the Prior ~rt Thermoplastic and thermoset polymers can be improved as to abrasion resistance by siloxane- and silicone-~ased abrasion resistant coatings su^h as tho.æ disclosed in U.S. Patent 3,986,997 to Clark and u.S. Patent 3,894,881 to Suzuki et al.
However, such coating co~positions9 when applied .0 direct'y to polycarbonate substrates 9 do not adhere adequately.
Japanese Patent Application 81928/73 published . l~ovember 1, 1973 and assigned to Toray Industries, Inc. teaches the advantage of a primer coating whose binder is a polymer of methyl methacrylate prior to applying a siloxane abrasion re sistant coating, but in all cases when polymers of methyl nethacrylate are used in the tie coating 7 the tie coating was baked on prior to applying the abrasion resistant coating.
The object of my invention is to provide a primer coating system which improves the adhesion of silicone- and siloxane-type abrasion resistant coatings to thermoplastic and thermoset substrates.
, Another object is to provide a method of improving the adhesion.of such coatings to such substrates.
A further object is to provide substrates having a first primer coating an~ a second abrasion resistant coating~
II. Summar~ of the Inve_tion These objects and others which will become apparent from the following disclosure are achieved by the present in-vention which comprises in one as~ect a process for applying and adhering a silicone or siloxane based abrasion-resistant coating to a thermoplastic or a thermoset polycarbonate sub-strate cemprising applying a tie coatin~ composltion comprising a thermoplastic polymer of an alkyl me~hacrylate or a thermo-plastic copolymer polymerized from a monomer mixture comprised of at least 50 weight percent of at least one alkyl methacrylate and a flow improver dissolved in one or more organic solvents, and drying at a temperature of about 20-30C prior to applying said abrasion-resistant coating.
In another aspect the invention comprises articles produced by the above-described process.
This invention then, in another aspect, resides in coated polycarbonate articles having improved abrasion resistance comprising a polycarbonate substrate having deposited on the surface thereof (i) an adhesion-promoting primer layer comprising (a) a thermoplastlc polymer of an alkyl methacrylate ox a thermoplastic copolymer polymerized from a monomer mixture comprised of at least 50 weight percent of at least one alkyl methacrylate or a mixture of such polymers, and (b) a flow improver, said primer layer having been air dried at 20-30C; and (ii) an abrasion-resistant silicone- or siloxane-based top coat disposed on said primer layex, said top coat being firmly adhered to said polycarbona~e substrate by means of said primer layer.
DETAILED DESCRIPTION OF THE INVENTION
A~ THE_PRE~RRED EMBODIMENTS
The polycarbonate substrates used in this invention can be in sheet, rod, tube, shaped article~ or any other form~
After application of the coating~ the articles are useful for flat or curved enclosures such as windows~ skylights, wind shields, plastic lenses, furniture, and the like. Examples of suitable polycarbonates are poly(diphenylolpropane carbonate), poly(diethylene glycol bis(al~yl carbonate)) 9 and the like.
The tie coating composition comprises a polymer of alkyl methacrylate, a flow modifier~ and one or more organic solvents. The alkyl methacrylate polymer is polymerized from a monomer mixture comprised of at least 50 weight percent o~
at least one alkyl methacrylate. Methyl methacrylate is the preferred methacrylate~ but other Cl to C6 alkyl methacrylates are also quite useful. Comonomers can be any copolymerizable monoethylenically unsaturated type~ for example Cl to C6 alkyl acrylates such as ethyl acrylate~ acrylic acids such as acrylic or methacrylic acid~ other me-thacrylates such as glycidyl meth-acrylate, isobornyl methacrylate, etc., styrene~ acrylonitrile, -3a-and the like. The methyl methacrylate polymer used can be imidized via the imide reaction with a~onia or an amine as taught in Kopchik British Patent No. 1,559,132, granted March 3, 1980. A mixture of the above polymers may also be used in the present invention.
Preferred flow modifiers include fluoroaliphatic oligomers such as those described in U. S~ Patent 3,737,351, for example 2 (N-butylperfluoroockanesulfonamide) ethyl acrylate-polyethylene-polypropylene glycol acrylate copolymer. 0-ther 0 flow modifiers suitable are commercially available silicone a~
~low improvers used in paints such as Raybo-3 (Ra~ Chemical Co.), " "2 " "3 "
DC~7 and DC-3 (Dow Corning Co.)and SF-1023 (General Electric Co.).
The organic solvent system can be any capable of dissolving -the alkyl methacrylate polymer. Suitable systems ~ ,,~
include toluene~ isopropanol~ butanol~ ~ellosolve acetate, butyl acetate, and the like. A pre~erred system is a mix-ture of toluene and isopropanol in about a 1/l weight ratio.
The preferred weight ratio of alkyl methacrylate polymer -to solvent is about 6:9L~ to 10:90. S'ightly higher and lower ratios can also be used, depe~ding on fac-tors such as p~lymer molecular weight and composition, solvent system7 and speed of application desired The preferred weigh-t ratio of flow modifier to solvent is about 0O' 100 to l:100.
In addition7 005 to lO percent of a UV absorber, e.g benzotriazole-type can be added~ based on pol~mer weight.
The tie or primer coat is applied to tne substrate by anJ
suitable means, e.g., spraying, brushing, dipping~ spinning etc followed by air drying ak room temperature ~or 5-20 minutes de-pending o~ the solvent system~ Room temperature is about 20-30 C~
1. Trademark
2. Trademark -4-
3. Trademark
4. Trademark , *Trademark~ "Cellosolve" aceta~e is ethylene glycol monoethyl ether acetateO
Next~ the abrasion resistant coating is applied bJ
any suitable means, e.g., those means mentioned for the tie coat, and cure~ at eleva-ted temperature, preferably about 50 t~ 150 C.
The resultant articles are unexpectedly improved as compared to articles prepared withou~ the tie coat.
The abrasion resistant coating has superior adhesion and abrasion resistance because of the tie coat. It is surprising that no dilute acid etching of the tie coat is necessary as it usually is when applying the same siloxane coatings directly to poly~ethyl methacrylate substrates.
The following non-limiting examples illustrate a few embodiments of the invention.
EXAMPLES
The following polymers o~ an alkyl methacr~rlate were prepared by conventional bulk molding procedures:
A. Polymethyl methacrylate, number average molecular weight of 50,000.
B. Poly(methyl methacrylate/methacrylic acid) (97O7/~3)~ viscosity average molecular weight of 50jO00.
C. Poly(methyl methacrylate/isobutyl methacrylate/
glycidyl methacrylate) (75/23/2) number average molecular weight of 50~000.
D. Poly(methyl methacrylate/ethyl acrylate) (99/l), post imidized with methyl amine to 23% CH3 ~ glutarimide functionality, according to the procedure of ~opchik, as described in sritish Patent No. 1,559,132, granted March 3, 1980.
~5~
. ,, .
E. Poly(methyl ~ethacrylate/butyl rmethacr-ylate/
isobutyl methacrylate) (60/15/25) number average molecular weight of 507000.
EXAM~PLE 2 The following solvent systems were prepared A. Toluene/isopropanol (1:1) A. A mixture of 33.3 parts water 0~62 parts NaOAc.3~I20 50.0 parts colloidal silica, 60 millimicron 2~5 parts glacial acetic acid 46.7 parts methyl ~rimethoxysilane 4.8 parts dimethyl dimethoxysilane was diluted to 20% solids with isopropanol and aged 6 days before application.
B. A coating solution was prepared in accordance ~ith U. S. Patent 3,986,997, Example VII.
, Primer coatings were prepared by A. Dissolving the polymer of lA in the solvent system of system of Example 2A at a ratio of 6:94 (polymer solvent) and adàing 0.01 part 2-(N~butylperfluoro-octanesulfon-amide) ethyl acrylate-polyethylene-polypropy]ene glycol acrylate copolymer as flow modifier. 7.5 percent~ based on polyme~9 of 2-(2-hydroxy-5-t-octylphenyl)-benzotriazole was added as U~J
abs~rber.
,, .. ,.. . . . .. ;~
~1~
B. Example ~ ~as repeated except using the polymer of Example lB instead of lA.
C~ Example ~ was repeated except using the polymer of Example lC.
D. Example ~A was repeated except using the polymer of Example lD.
E.~ Example ~ was repeated except using (l/l) combina-tion of polymers of Example lA and lCo The tie coating of Examples 4A, B, C, D, and E
were applied to poly(diphenylpropane carbonate) sheets and to poly(d ethylene glycol bis(allyl carbonate)) sheets by cascading -the solutions on the sheets, air dried for ten minutes, then coated with the silicone abrasion resistant coating mix~ures of Examples 3A and 3B. The silicone coating was cured for t~ hours at 100 C.
Clear~ level~ abrasion resistant coatings with eXcellent adhesion are obtained without the need for solvent washing of the polycarbonate substrates prior to coating.
~he cross-hatch tape-peel test wais used to test for adhesion.
The coating did not delaminate when immersed in 140 F. water for 30 days.
~ ~
The silicone abrasion resistant coating of Example 3A was applied to a sheet of poly(diphenyl propane carbonate) without first applying the primer-coating of the invention~
The abrasion-resistant coating had poor adhesion and scraped off with a finger nail.
'~, - compa~ a v_ This E~yample shows the importance of not baking the tie coating prior to appl:ication of the silicone abrasion coating The -tie coating of Example 4A was applied to poly(diphenyl propane carbona-te), but rather than simply air drying for ten minutes before appl~Ting the silicone abrasion resistan-t coating~ as in Example 5, the primer coating ~s ~akcd at lO0~ C. for 20 minutes, and then the silicone coating of Example 3A was applied and then cured for two hours at 100 C~ as in Example 5~
After two days immersion in 140 F. water, the coating delaminated.
Next~ the abrasion resistant coating is applied bJ
any suitable means, e.g., those means mentioned for the tie coat, and cure~ at eleva-ted temperature, preferably about 50 t~ 150 C.
The resultant articles are unexpectedly improved as compared to articles prepared withou~ the tie coat.
The abrasion resistant coating has superior adhesion and abrasion resistance because of the tie coat. It is surprising that no dilute acid etching of the tie coat is necessary as it usually is when applying the same siloxane coatings directly to poly~ethyl methacrylate substrates.
The following non-limiting examples illustrate a few embodiments of the invention.
EXAMPLES
The following polymers o~ an alkyl methacr~rlate were prepared by conventional bulk molding procedures:
A. Polymethyl methacrylate, number average molecular weight of 50,000.
B. Poly(methyl methacrylate/methacrylic acid) (97O7/~3)~ viscosity average molecular weight of 50jO00.
C. Poly(methyl methacrylate/isobutyl methacrylate/
glycidyl methacrylate) (75/23/2) number average molecular weight of 50~000.
D. Poly(methyl methacrylate/ethyl acrylate) (99/l), post imidized with methyl amine to 23% CH3 ~ glutarimide functionality, according to the procedure of ~opchik, as described in sritish Patent No. 1,559,132, granted March 3, 1980.
~5~
. ,, .
E. Poly(methyl ~ethacrylate/butyl rmethacr-ylate/
isobutyl methacrylate) (60/15/25) number average molecular weight of 507000.
EXAM~PLE 2 The following solvent systems were prepared A. Toluene/isopropanol (1:1) A. A mixture of 33.3 parts water 0~62 parts NaOAc.3~I20 50.0 parts colloidal silica, 60 millimicron 2~5 parts glacial acetic acid 46.7 parts methyl ~rimethoxysilane 4.8 parts dimethyl dimethoxysilane was diluted to 20% solids with isopropanol and aged 6 days before application.
B. A coating solution was prepared in accordance ~ith U. S. Patent 3,986,997, Example VII.
, Primer coatings were prepared by A. Dissolving the polymer of lA in the solvent system of system of Example 2A at a ratio of 6:94 (polymer solvent) and adàing 0.01 part 2-(N~butylperfluoro-octanesulfon-amide) ethyl acrylate-polyethylene-polypropy]ene glycol acrylate copolymer as flow modifier. 7.5 percent~ based on polyme~9 of 2-(2-hydroxy-5-t-octylphenyl)-benzotriazole was added as U~J
abs~rber.
,, .. ,.. . . . .. ;~
~1~
B. Example ~ ~as repeated except using the polymer of Example lB instead of lA.
C~ Example ~ was repeated except using the polymer of Example lC.
D. Example ~A was repeated except using the polymer of Example lD.
E.~ Example ~ was repeated except using (l/l) combina-tion of polymers of Example lA and lCo The tie coating of Examples 4A, B, C, D, and E
were applied to poly(diphenylpropane carbonate) sheets and to poly(d ethylene glycol bis(allyl carbonate)) sheets by cascading -the solutions on the sheets, air dried for ten minutes, then coated with the silicone abrasion resistant coating mix~ures of Examples 3A and 3B. The silicone coating was cured for t~ hours at 100 C.
Clear~ level~ abrasion resistant coatings with eXcellent adhesion are obtained without the need for solvent washing of the polycarbonate substrates prior to coating.
~he cross-hatch tape-peel test wais used to test for adhesion.
The coating did not delaminate when immersed in 140 F. water for 30 days.
~ ~
The silicone abrasion resistant coating of Example 3A was applied to a sheet of poly(diphenyl propane carbonate) without first applying the primer-coating of the invention~
The abrasion-resistant coating had poor adhesion and scraped off with a finger nail.
'~, - compa~ a v_ This E~yample shows the importance of not baking the tie coating prior to appl:ication of the silicone abrasion coating The -tie coating of Example 4A was applied to poly(diphenyl propane carbona-te), but rather than simply air drying for ten minutes before appl~Ting the silicone abrasion resistan-t coating~ as in Example 5, the primer coating ~s ~akcd at lO0~ C. for 20 minutes, and then the silicone coating of Example 3A was applied and then cured for two hours at 100 C~ as in Example 5~
After two days immersion in 140 F. water, the coating delaminated.
Claims (4)
1. A process for applying and adhering a silicone or siloxane-based abrasion-resistant coating to a polycarbonate substrate comprising applying a tie coating composition comprising (a) a thermoplastic polymer of an alkyl methacrylate or a thermoplastic copolymer polymerized from a monomer mixture comprised of at least 50 weight percent of at least one alkyl methacrylate or a mixture of such polymers, and (b) a flow improver dissolved in one or more organic solvents, and drying at a temperature of about 20 to 30°C prior to applying said abrasion-resistant coating.
2. Process in accordance with claim 1 wherein said tie coating composition further comprises a UV absorber.
3. Coated polycarbonate articles having improved abrasion resistance comprising a polycarbonate substrate having deposited on the surface thereof (i) an adhesion-promoting primer layer comprising (a) a thermoplastic polymer of an alkyl methacrylate or a thermoplastic copolymer polymerized from a monomer mixture comprised of at least 50 weight percent of at least one alkyl methacrylate or a mixture of such polymers, and (b) a flow improver, said primer layer having been air dried at 20°-30°C; and (ii) an abrasion-resistant silicone- or siloxane-based top coat disposed on said primer layer, said top coat being firmly adhered to said polycarbonate substrate by means of said primer layer.
4. Coated polycarbonate articles as defined in Claim 3 wherein the primer layer includes a UV absorber.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US82276377A | 1977-08-08 | 1977-08-08 | |
| US822,763 | 1977-08-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1192103A true CA1192103A (en) | 1985-08-20 |
Family
ID=25236900
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000308151A Expired CA1192103A (en) | 1977-08-08 | 1978-07-26 | Process for applying a silicone or siloxane-based abrasion resistant coating to a polycarbonate substrate, and coated articles |
Country Status (6)
| Country | Link |
|---|---|
| CA (1) | CA1192103A (en) |
| DE (1) | DE2834606A1 (en) |
| FR (1) | FR2400059A1 (en) |
| GB (1) | GB2001870B (en) |
| IT (1) | IT1107838B (en) |
| NL (1) | NL185674C (en) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4210699A (en) * | 1978-11-01 | 1980-07-01 | General Electric Company | Abrasion resistant silicone coated polycarbonate article |
| US4239798A (en) * | 1978-11-01 | 1980-12-16 | General Electric Company | Abrasion resistant silicone coated polycarbonate article |
| US4197335A (en) * | 1978-11-13 | 1980-04-08 | General Electric Company | Method of providing a polycarbonate article with a uniform and durable organopolysiloxane coating |
| US4275118A (en) | 1979-01-15 | 1981-06-23 | Dow Corning Corporation | Pigment-free coatings with improved resistance to weathering |
| US4395463A (en) * | 1980-06-03 | 1983-07-26 | General Electric Company | Article comprising silicone resin coated, methacrylate-primed substrate |
| EP0340565B1 (en) * | 1988-05-04 | 1994-01-12 | General Electric Company | UV stabilized acrylic primer composition |
| DE19724396A1 (en) | 1997-06-10 | 1998-12-24 | Bayer Ag | UV stabilizers for siloxane systems |
| DE19724397A1 (en) | 1997-06-10 | 1999-01-14 | Bayer Ag | UV stabilizers for siloxane systems |
| JP5194563B2 (en) | 2007-05-28 | 2013-05-08 | 信越化学工業株式会社 | Scratch resistant coating composition and coated article |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3707397A (en) * | 1971-02-26 | 1972-12-26 | Owens Illinois Inc | Process for providing uniform organopolysiloxane coatings on polycarbonate and acrylic surfaces |
| US3933407A (en) * | 1972-06-29 | 1976-01-20 | Tu Robert S | Articles coated with synergistic anti-fog coatings based on hydrophillic polymers and organosiloxane- oxyalkylene block copolymers |
-
1978
- 1978-07-26 CA CA000308151A patent/CA1192103A/en not_active Expired
- 1978-08-01 GB GB7831883A patent/GB2001870B/en not_active Expired
- 1978-08-07 IT IT68867/78A patent/IT1107838B/en active
- 1978-08-07 DE DE19782834606 patent/DE2834606A1/en active Granted
- 1978-08-07 FR FR7823244A patent/FR2400059A1/en active Granted
- 1978-08-08 NL NLAANVRAGE7808288,A patent/NL185674C/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| GB2001870B (en) | 1982-01-06 |
| FR2400059B1 (en) | 1982-07-23 |
| NL185674C (en) | 1990-06-18 |
| DE2834606A1 (en) | 1979-02-22 |
| FR2400059A1 (en) | 1979-03-09 |
| IT1107838B (en) | 1985-12-02 |
| NL185674B (en) | 1990-01-16 |
| IT7868867A0 (en) | 1978-08-07 |
| GB2001870A (en) | 1979-02-14 |
| NL7808288A (en) | 1979-02-12 |
| DE2834606C2 (en) | 1987-04-02 |
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| MKEX | Expiry |