NO156204B - POLYCARBONATE FORMS AND PROCEDURE FOR ITS PREPARATION. - Google Patents
POLYCARBONATE FORMS AND PROCEDURE FOR ITS PREPARATION. Download PDFInfo
- Publication number
- NO156204B NO156204B NO812854A NO812854A NO156204B NO 156204 B NO156204 B NO 156204B NO 812854 A NO812854 A NO 812854A NO 812854 A NO812854 A NO 812854A NO 156204 B NO156204 B NO 156204B
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- Norway
- Prior art keywords
- mol
- mixture
- acrylate
- molecular weight
- hexamethylene diisocyanate
- Prior art date
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- 229920000515 polycarbonate Polymers 0.000 title claims description 20
- 239000004417 polycarbonate Substances 0.000 title claims description 20
- 238000000034 method Methods 0.000 title description 11
- 239000000203 mixture Substances 0.000 claims description 32
- 150000001875 compounds Chemical class 0.000 claims description 14
- 238000000576 coating method Methods 0.000 claims description 13
- 239000011248 coating agent Substances 0.000 claims description 10
- 239000000047 product Substances 0.000 claims description 10
- 229920005989 resin Polymers 0.000 claims description 10
- 239000011347 resin Substances 0.000 claims description 10
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 9
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 9
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 6
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 6
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical group OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 5
- TUOBEAZXHLTYLF-UHFFFAOYSA-N [2-(hydroxymethyl)-2-(prop-2-enoyloxymethyl)butyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(CC)COC(=O)C=C TUOBEAZXHLTYLF-UHFFFAOYSA-N 0.000 claims description 5
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 5
- 239000007859 condensation product Substances 0.000 claims description 4
- -1 cyclic secondary amide Chemical class 0.000 claims description 4
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 4
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 claims description 4
- 229920002803 thermoplastic polyurethane Polymers 0.000 claims description 3
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 238000005299 abrasion Methods 0.000 description 7
- 238000006748 scratching Methods 0.000 description 7
- 230000002393 scratching effect Effects 0.000 description 7
- 238000004132 cross linking Methods 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 238000011282 treatment Methods 0.000 description 4
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000002966 varnish Substances 0.000 description 3
- JWYVGKFDLWWQJX-UHFFFAOYSA-N 1-ethenylazepan-2-one Chemical compound C=CN1CCCCCC1=O JWYVGKFDLWWQJX-UHFFFAOYSA-N 0.000 description 2
- KUDUQBURMYMBIJ-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC(=O)C=C KUDUQBURMYMBIJ-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- MSAHTMIQULFMRG-UHFFFAOYSA-N 1,2-diphenyl-2-propan-2-yloxyethanone Chemical compound C=1C=CC=CC=1C(OC(C)C)C(=O)C1=CC=CC=C1 MSAHTMIQULFMRG-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- ZCDADJXRUCOCJE-UHFFFAOYSA-N 2-chlorothioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(Cl)=CC=C3SC2=C1 ZCDADJXRUCOCJE-UHFFFAOYSA-N 0.000 description 1
- KMNCBSZOIQAUFX-UHFFFAOYSA-N 2-ethoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OCC)C(=O)C1=CC=CC=C1 KMNCBSZOIQAUFX-UHFFFAOYSA-N 0.000 description 1
- SUAYFRHPQLERMW-UHFFFAOYSA-N 2-methyl-1,2-diphenylpropan-1-one Chemical compound C=1C=CC=CC=1C(C)(C)C(=O)C1=CC=CC=C1 SUAYFRHPQLERMW-UHFFFAOYSA-N 0.000 description 1
- JHWGFJBTMHEZME-UHFFFAOYSA-N 4-prop-2-enoyloxybutyl prop-2-enoate Chemical compound C=CC(=O)OCCCCOC(=O)C=C JHWGFJBTMHEZME-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 239000002390 adhesive tape Substances 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 229910003460 diamond Inorganic materials 0.000 description 1
- 239000010432 diamond Substances 0.000 description 1
- IEPRKVQEAMIZSS-AATRIKPKSA-N diethyl fumarate Chemical compound CCOC(=O)\C=C\C(=O)OCC IEPRKVQEAMIZSS-AATRIKPKSA-N 0.000 description 1
- LDCRTTXIJACKKU-ARJAWSKDSA-N dimethyl maleate Chemical compound COC(=O)\C=C/C(=O)OC LDCRTTXIJACKKU-ARJAWSKDSA-N 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- IRLKOTSDYPNEHI-UHFFFAOYSA-N n-ethenyl-n-ethylpropanamide Chemical compound CCN(C=C)C(=O)CC IRLKOTSDYPNEHI-UHFFFAOYSA-N 0.000 description 1
- PNLUGRYDUHRLOF-UHFFFAOYSA-N n-ethenyl-n-methylacetamide Chemical compound C=CN(C)C(C)=O PNLUGRYDUHRLOF-UHFFFAOYSA-N 0.000 description 1
- WTQKCSHGGMGBDC-UHFFFAOYSA-N n-ethenyl-n-methylbutanamide Chemical compound CCCC(=O)N(C)C=C WTQKCSHGGMGBDC-UHFFFAOYSA-N 0.000 description 1
- DSENQNLOVPYEKP-UHFFFAOYSA-N n-ethenyl-n-methylpropanamide Chemical compound CCC(=O)N(C)C=C DSENQNLOVPYEKP-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 229920000307 polymer substrate Polymers 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 238000007790 scraping Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 230000035882 stress Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F299/00—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers
- C08F299/02—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates
- C08F299/022—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates from polycondensates with side or terminal unsaturations
- C08F299/024—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates from polycondensates with side or terminal unsaturations the unsaturation being in acrylic or methacrylic groups
-
- 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
- C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
-
- 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
- C08J2451/00—Characterised by the use of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Derivatives of such polymers
Description
Foreliggende oppfinnelse vedrører et polykarbonatformlegeme med et overtrekk av et produkt oppnådd ved fotopolymerisering i nærvær av en fotoinitiator av en blanding av a) en akrylatmodifisert forbindelse, b) en ytterligere umettet forbindelse, så vel som eventuelt ytterligere c) en reaktiv forbindelse med molekylvekt under 400 og med i det minste en (met)akrylat-, maleat- og/eller fumaratgruppe, og det karakteristiske er at a) det som akrylatmodifisert forbindelse ble anvendt en uretanharpiks med molekylvekt 400 - 4000 i form av et The present invention relates to a polycarbonate molded body with a coating of a product obtained by photopolymerization in the presence of a photoinitiator of a mixture of a) an acrylate-modified compound, b) a further unsaturated compound, as well as optionally further c) a reactive compound with a molecular weight below 400 and with at least one (meth)acrylate, maleate and/or fumarate group, and the characteristic is that a) a urethane resin with a molecular weight of 400 - 4000 in the form of a
kondensasjonsprodukt av condensation product of
(a.l) 1 mol heksametylendiisocyanat og 2 mol trimetylol-propandiakrylat, (a.l) 1 mol of hexamethylene diisocyanate and 2 mol of trimethylol-propane diacrylate,
(a.2) 1 mol heksametylendiisocyanat og 2 mol hydroksyetylakrylat, eller (a.2) 1 mol of hexamethylene diisocyanate and 2 mol of hydroxyethyl acrylate, or
(a.3) 1 mol toluendiisocyanat og 2 mol hydroksyetylakrylat, og (a.3) 1 mol toluene diisocyanate and 2 mol hydroxyethyl acrylate, and
b) det som ytterligere umettet forbindelse ble anvendt et N-vinylderivat av et rettkjedet eller cyklisk sekundært b) an N-vinyl derivative of a straight-chain or cyclic secondary was used as further unsaturated compound
amid i en mengde på 5 - 60 vekt% regnet på blandingen. amide in an amount of 5 - 60% by weight calculated on the mixture.
Oppfinnelsen vedrører også en fremgangsmåte for fremstilling av det polykarbonatformlegemet som er angitt i krav 1, og det karakteristiske ved fremgangsmåten i henhold til oppfinnelsen er at The invention also relates to a method for the production of the polycarbonate molded body specified in claim 1, and the characteristic feature of the method according to the invention is that
1) polykarbonatformlegemet overtrekkes med en blanding av 1) the polycarbonate mold body is coated with a mixture of
(a) en uretanharpiks med molekylvekt 400 - 4000 i form av (a) a urethane resin of molecular weight 400 - 4000 in the form of
et kondensasjonsprodukt av a condensation product of
(a.l) 1 mol heksametylendiisocyanat og 2 mol trimetylol-propandiakrylat, (a.l) 1 mol of hexamethylene diisocyanate and 2 mol of trimethylol-propane diacrylate,
(a.2) 1 mol heksametylendiisocyanat og 2 mol hydroksyetylakrylat, eller (a.2) 1 mol of hexamethylene diisocyanate and 2 mol of hydroxyethyl acrylate, or
(a.3) 1 mol toluendiisocyanat og 2 mol hydroksyetylakrylat, (b) et N-vinylderivat av et rettkjedet eller cyklisk sekundært amid i en mengde på 5 - 60 vekt%, regnet på blandingen, såvel som eventuelt ytterligere (c) en reaktiv forbindelse med molekylvekt under 400 og med i det minste en (met)akrylat-, maleat- og/eller fumaratgruppe, (a.3) 1 mol of toluene diisocyanate and 2 mol of hydroxyethyl acrylate, (b) an N-vinyl derivative of a straight-chain or cyclic secondary amide in an amount of 5 - 60% by weight, calculated on the mixture, as well as possibly further (c) a reactive compound with a molecular weight below 400 and with at least one (meth)acrylate, maleate and/or fumarate group,
som er tilsatt en fotoinitiator, og to which is added a photoinitiator, and
2) blandingen fotopolymeriseres ved UV-bestråling. 2) the mixture is photopolymerized by UV irradiation.
Disse trekkene ved oppfinnelsen fremgår av patentkravene. These features of the invention appear from the patent claims.
Polykarbonater, ved siden av at de har utmerkede egenskaper som transparens, slagfasthet og strekkstyrke, har de vel kjente vanskeligheter som er forbundet med egenskapene hos materialets overflate, som dets dårlige motstand overfor abrasjon og oppskraping og dårlig motstand overfor oppløs-ningsmidler. Mer spesielt blir materialoverflaten, på grunn av virkningen av klimaet eller endog ved en svak kontakt med andre materialer, oppskrapet og har en tendens til å bli opakt. Noen metoder har vært foreslått for å overvinne disse ulemper, og slike metoder var basert på bruken av spesielle belegg basert på siloksan- eller melaminharpikser. Disse belegg innbefatter omkostningsproblemer, vanskeligheter med hensyn til bruken og utilfredsstillende egenskaper, da de nevnte belegg er fernisser i løsningsmidler som generelt krever en varmebehandling for å gjennomføre fornetting ved mer eller mindre høye temperaturer, idet behandlingen er av en slik karakter at egenskapene av polymersubstratet settes på spill, og mere spesielt slagfastheten derav. Polycarbonates, in addition to having excellent properties such as transparency, impact resistance and tensile strength, have the well-known difficulties associated with the properties of the material's surface, such as its poor resistance to abrasion and scratching and poor resistance to solvents. More particularly, due to the effect of the climate or even a slight contact with other materials, the material surface is scratched and tends to become opaque. Some methods have been proposed to overcome these disadvantages, and such methods were based on the use of special coatings based on siloxane or melamine resins. These coatings include cost problems, difficulties with regard to use and unsatisfactory properties, as the aforementioned coatings are varnishes in solvents which generally require a heat treatment to effect cross-linking at more or less high temperatures, the treatment being of such a nature that the properties of the polymer substrate are set at stake, and more particularly the impact resistance thereof.
Den erkjennelse som ligger til grunn for den foreliggende oppfinnelse er at man ved å anvende de lett fremstillbare og på-førbare blandinger i henhold til oppfinnelsen, kan oppnå et belegg på polykarbonatformlegemet med ytterst gode egenskaper med hensyn til adhesjon, hardhet og abrasjonsmotstand, mens de ovennevnte ulemper avhjelpes. The realization that forms the basis of the present invention is that by using the easily prepared and applied mixtures according to the invention, a coating on the polycarbonate molded body with extremely good properties with regard to adhesion, hardness and abrasion resistance can be achieved, while the the above disadvantages are remedied.
Polymerisasjonsreaksjonen gjennomføres i nærvær av en fotoinitiator ved vanlig temperatur. The polymerization reaction is carried out in the presence of a photoinitiator at ordinary temperature.
Polymerisasjonsblandingen inneholder videre en reaktiv forbindelse med lav molekylvekt (mindre enn 400) og i det minste en funksjonell gruppe av akrylattypen som (met)akryl at, maleat og/eller fumarat. Eksempler på slike forbindelser er butandioldiakrylat, etylheksylakrylat, dimetylmaleat, dietyl-fumarat og etylenglykoldiakrylat. The polymerization mixture further contains a reactive compound with a low molecular weight (less than 400) and at least one functional group of the acrylate type such as (meth)acrylate, maleate and/or fumarate. Examples of such compounds are butanediol diacrylate, ethylhexyl acrylate, dimethyl maleate, diethyl fumarate and ethylene glycol diacrylate.
Den metode som tillater at et produkt i henhold til oppfinnelsen kan oppnås, omfatter en forutgående overtrekking av polykarbonatformlegemet med en blanding som angitt ovenfor, og etterfølgende behandling av blandingen ved hjelp av UV-bestråling. The method which allows a product according to the invention to be obtained comprises a prior coating of the polycarbonate mold body with a mixture as indicated above, and subsequent treatment of the mixture by means of UV irradiation.
Denne metode, sammenlignet med de konvensjonelle metoder, muliggjør at blandingen kan fullstendig herdes ved romtemper-atur uten modifisering av de grunnleggende trekk ved materi-alet, som dets motstand overfor støt og dets transparens. This method, compared to the conventional methods, enables the mixture to be completely cured at room temperature without modifying the basic features of the material, such as its resistance to impact and its transparency.
Eksempler på N-vinylderivater av rettkjedede eller cykliske sekundære amider er N-vinylpyrrolidon, N-vinylkaprolaktam, N-vinyl-N-metylacetamid, N-vinyl-N-etylpropionamid og N-vinyl-N-metylpropionamid. Examples of N-vinyl derivatives of straight-chain or cyclic secondary amides are N-vinylpyrrolidone, N-vinylcaprolactam, N-vinyl-N-methylacetamide, N-vinyl-N-ethylpropionamide and N-vinyl-N-methylpropionamide.
De fotoinitiatorer som anvendes omfatter forbindelser som er i stand til å frembringe fri radikaler under innvirkning av UV-bestråling. The photoinitiators used comprise compounds capable of producing free radicals under the influence of UV radiation.
Eksempler på disse er benzoinisopropyleter, benzoinetyleter, Examples of these are benzoin isopropyl ether, benzoin ethyl ether,
benzyldimetylketal, benzofenon, 2,2-dimetyl-2-fenylacetofenon, 2-Cl-tioxanton og antrakinon. Blandingen kan bres ut på poly-karbonatunderlaget ved utspredning, sprøyting eller dypping og tykkelsen av belegget kan varieres mellom 5 og 200 mikrometer. benzyldimethylketal, benzophenone, 2,2-dimethyl-2-phenylacetophenone, 2-Cl-thioxanthone and anthraquinone. The mixture can be spread on the polycarbonate substrate by spreading, spraying or dipping and the thickness of the coating can be varied between 5 and 200 micrometres.
Den UV-bestråling som er nødvendig for fornetningsreaksjonen The UV irradiation necessary for the cross-linking reaction
av blandingen kan lett frembringes ved å anvende kvikksølv-damplamper som arbeider under middels og høyt trykk. of the mixture can be easily produced by using mercury vapor lamps operating under medium and high pressure.
De mulige anvendelser for de ovennevnte produkter er mang-foldige, nemlig for transparente blokker, maskindeler og forskjellige gjenstander. Produktet som oppnås tillater faktisk kombinering av de prinsippielle og iboende egenskaper av polykarbonatene (slagfasthet, transparens og motstand mot høye temperaturer) med meget gode overflateegenskaper, som motstand mot oppskraping, abrasjon, løsningsmidler, bestråling og hydrolyse slik at utendørsanvendelser av produktet blir mulig da det kan motstå klimapåkjenninger og kontakt med andre kjemikalier. The possible applications for the above products are manifold, namely for transparent blocks, machine parts and various objects. The product obtained actually allows the combination of the principal and inherent properties of the polycarbonates (impact resistance, transparency and resistance to high temperatures) with very good surface properties, such as resistance to scratching, abrasion, solvents, irradiation and hydrolysis so that outdoor applications of the product become possible as the can withstand climatic stresses and contact with other chemicals.
Oppfinnelsen skal illustreres mer detaljert ved hjelp av de følgende eksempler på foretrukne utførelsesformer. The invention shall be illustrated in more detail by means of the following examples of preferred embodiments.
Eksempel 1. Example 1.
En uretanakrylharpiks anvendes som er oppnådd ved kondensering av 1 mol heksametylendiisocyanat med 2 mol trimetylolpropan-diakrylat. Produktet har en 1^ 25°C = 13.500 eps (centipoise) og en akrylfunksjonalitet på 4. Denne harpiks ble også anvendt i de etterfølgende eksempler. A urethane acrylic resin is used which is obtained by condensing 1 mol of hexamethylene diisocyanate with 2 mol of trimethylolpropane diacrylate. The product has a 1^ 25°C = 13,500 eps (centipoise) and an acrylic functionality of 4. This resin was also used in the following examples.
Harpiksen blandes med N-vinylpyrrolidon (VP) i henhold til følgende sammensetning: The resin is mixed with N-vinylpyrrolidone (VP) according to the following composition:
Den således oppnådde blanding har en 25°C = 830 eps (centipoise) og spres utover en prøve skåret ut fra en plan ekstrudert blokk av et typisk kommersielt polykarbonatprodukt, slik at det oppnås en beleggtykkelse på 30 mikrometer. The mixture thus obtained has a 25°C = 830 eps (centipoise) and is spread over a sample cut from a planar extruded block of a typical commercial polycarbonate product, so that a coating thickness of 30 micrometers is obtained.
For denne operasjon anvendes en filmspreder med spiralstenger av typen "K Control Coater". Prøvene fornettes ved at de i luft bringes til å passere en UV-tunnel utstyrt med en kvikk-sølvdamplampe med styrke 80 W/cm anbragt i en avstand 11 cm fra overflaten som skal fornettes, idet hastigheten av trans-portøren er 24 m pr. minutt. På prøvene bestemmes overflate-hardheten (Konig Hardness, FN Unichem No. 91), og oppskrap-ningsmotstanden bestemmes som en funksjon av passeringer gjennom tunnelen. Motstanden overfor oppskrapning måles ved å avlese den minimale belastning (i gram) som er nødvendig for å skrape opp overflaten som testes med en diamantspiss med en vinkel på 120° under betingelser med en sakte rettlinjet bevegelse. For this operation, a film spreader with spiral rods of the "K Control Coater" type is used. The samples are cross-linked by passing them in air through a UV tunnel equipped with a mercury vapor lamp with a power of 80 W/cm placed at a distance of 11 cm from the surface to be cross-linked, the speed of the transporter being 24 m per second. minute. On the samples, the surface hardness is determined (Konig Hardness, FN Unichem No. 91), and the scratch resistance is determined as a function of passes through the tunnel. The resistance to scratching is measured by reading the minimum load (in grams) necessary to scratch the surface under test with a diamond point at an angle of 120° under conditions of slow rectilinear movement.
De følgende resultater er oppnådd: The following results have been achieved:
Det kan ses at overflaten har en høy hardhet og en høy motstand mot oppskrapning etter bare to passeringer. Motstanden mot oppskrapning av den ubelagte prøve er 6,2 g slik at det skjønnes at belegget betraktelig forbedrer motstanden i prøvene mot oppskrapning. Adhesjonen av beleggfilmen til platen, målt etter 20 tunnelpasseringer er 100 % også med klebetape (målt ved FN Unichim Nr. 37 netting). Motstanden overfor støt av prøvene oppnådd på den ovenfor angitte type er lik de ubelagte prøver (75 kg cm/cm2 ) og det samme gjelder deres transparens. It can be seen that the surface has a high hardness and a high resistance to scratching after only two passes. The resistance to scratching of the uncoated sample is 6.2 g so that it can be seen that the coating considerably improves the resistance of the samples to scratching. The adhesion of the coating film to the plate, measured after 20 tunnel passes, is 100% also with adhesive tape (measured with FN Unichim No. 37 mesh). The impact resistance of the samples obtained on the above type is equal to the uncoated samples (75 kg cm/cm2 ) and the same applies to their transparency.
For bestemmelse av slagmotstanden ble anvendt Izodmetoden ASTM-D-256. The Izod method ASTM-D-256 was used to determine the impact resistance.
Aksellererte aldringsprøver ble foretatt i et Weatherometer (WOM) og ved neddykking av prøvene i vann, og følgende resul- Accelerated aging tests were carried out in a Weatherometer (WOM) and by immersing the samples in water, and the following results
Det kan således konkluderes at der ikke er noen synlige endringer i prøvene med hensyn til aldringssyklus og vann-neddykking som gjennomført. Hvis samme test gjentas under anvendelse av en beleggblanding bestående av harpiksen alene, oppnås en film som har samme egenskaper som gjengitt ovenfor, med adhesjon lik null. Testen viser at nærværet av både harpiksen og vinylamidet er nødvendig for at de forventede egenskaper skal kunne oppnås. It can thus be concluded that there are no visible changes in the samples with regard to the aging cycle and water immersion that has been carried out. If the same test is repeated using a coating composition consisting of the resin alone, a film is obtained having the same properties as reproduced above, with adhesion equal to zero. The test shows that the presence of both the resin and the vinylamide is necessary for the expected properties to be achieved.
Motstanden av blandingen som er beskrevet mot abrasjon er blitt målt ved hjelp av et Taber abrasjonsmeter med CS 10F slipeskiver, i henhld til ASTM-D10 44 standard. Bestemmelsen av abrasjonen ble foretatt med en optisk metode i henhold til ASTM 1003 uklarhetstest. The resistance of the mixture described against abrasion has been measured using a Taber abrasion meter with CS 10F grinding wheels, according to the ASTM-D10 44 standard. The determination of the abrasion was made by an optical method according to the ASTM 1003 haze test.
De resultater som ble oppnådd for forskjellige sykluser ved behandling og anvendelse av det ovenfor beskrevne produkt belagt med harpiksen og N-vinyl-pyrrolidon sammenlignet med et kommersielt polykarbonat belagt med et siloksanfernissbelegg, er som følger: The results obtained for different cycles of treatment and use of the above-described product coated with the resin and N-vinyl-pyrrolidone compared to a commercial polycarbonate coated with a siloxane varnish coating are as follows:
Polykarbonat viser som sådant under disse betingelser etter bare ti sykluser en verdi ved uklarhetstesten høyere enn 20 %. Disse resultater viser at produktet ovenfor har en høy verdi for abrasjonsmotstand, høyere enn for de kommersielle fernissbelagte gjenstander. Polycarbonate as such shows under these conditions after only ten cycles a value in the haze test higher than 20%. These results show that the above product has a high value for abrasion resistance, higher than that of the commercial varnish-coated objects.
Eksempel 2. Example 2.
Ved å arbeide ved samme metode som i det foregående eksempel, fremstilles en blanding med følgende sammensetning: By working with the same method as in the previous example, a mixture with the following composition is produced:
Blandingen har en viskositet ved 25°C tilsvarende The mixture has a viscosity at 25°C corresponding to this
75 eps (centipoise) og spres ut på de samme prøver slik at det oppnås en tykkelse på 30 mikrometer. Etter 20 passeringer av UV-tunnelen oppnås en film med følgende egenskaper: 75 eps (centipoise) and spread on the same samples so that a thickness of 30 micrometres is achieved. After 20 passes through the UV tunnel, a film with the following properties is obtained:
Motstandene overfor støt og transparens av prøvene var de samme som i de ubelagte plater. Testen angitt ovenfor ble gjentatt under anvendelse av forskjellige mengder av fotoinitiator eller i nitrogenatmosfære og etter 20 passeringer ble følgende resultater oppnådd: The resistances to impact and transparency of the samples were the same as in the uncoated plates. The test stated above was repeated using different amounts of photoinitiator or in a nitrogen atmosphere and after 20 passes the following results were obtained:
Det kan konkluderes med at innenfor de grenser som er angitt ovenfor medfører ikke konsentrasjonen av initiator og nærvær av nitrogen noen merkbare variasjoner i prøveegenskapene. It can be concluded that within the limits stated above, the concentration of initiator and the presence of nitrogen do not cause any noticeable variations in the sample properties.
Eksempel 3. Example 3.
Metoden er den samme som i eksempel 1 idet harpiksen, N-vinylkaprolaktam og benzyldimetylketal blandes i henhold til følgende sammensetning: The method is the same as in example 1 in that the resin, N-vinylcaprolactam and benzyldimethyl ketal are mixed according to the following composition:
Det oppnås en blanding som har en f\ på 230 eps ved 25°C og som spres ut på polykarbonatplater for å oppnå en tykkelse på 30 mikrometer. A mixture is obtained which has a f\ of 230 eps at 25°C and which is spread on polycarbonate sheets to obtain a thickness of 30 micrometers.
Etter 20 passeringer av UV-tunnelen er resultatet en film med følgende egenskaper: After 20 passes through the UV tunnel, the result is a film with the following properties:
Slagstyrke og transparens av prøvene er uendret i forhold til det rene polykarbonat. Impact strength and transparency of the samples are unchanged compared to pure polycarbonate.
Eksempel 4. Example 4.
En blanding fremstilles inneholdende harpiksen pluss følgende bestanddeler i de etterfølgende mengder: A mixture is prepared containing the resin plus the following ingredients in the following amounts:
Blandingen spres ut på polykarbonatet til en tykkelse på 30 mikrometer og etter fornetting med 20 passeringer gjennom UV-tunnelen oppnås en film med følgende egenskaper: The mixture is spread on the polycarbonate to a thickness of 30 micrometres and after cross-linking with 20 passes through the UV tunnel, a film with the following properties is obtained:
Slagstyrke og transparens av prøvene ble funnet uendret i forhold til egenskapene i de ubehandlede polykarbonatprøvene. Impact strength and transparency of the samples were found to be unchanged compared to the properties in the untreated polycarbonate samples.
Eksempel 5. Example 5.
Harpiksen beskrevet i eksempel 1 anvendes i blanding med N-vinyl-N-metylbutyramid i følgende vektforhold: The resin described in example 1 is used in a mixture with N-vinyl-N-methylbutyramide in the following weight ratio:
En film fremstilles med en tykkelse på 5 mikrometer med den ovennevnte blanding og etter ti passeringer i UV-tunnelen ble følgende egenskaper funnet: A film is produced with a thickness of 5 micrometers with the above mixture and after ten passes in the UV tunnel the following properties were found:
De andre egenskaper for prøvene er lik egenskapene angitt i eksempel 1. The other properties of the samples are similar to the properties indicated in example 1.
Eksempel 6. Example 6.
Den samme harpiksblanding som angitt i eksempel 1 anvendes. Blandingen spres ut i forskjellige tykkelser på tre prøver av kommersielt polykarbonat av forskjellige fabrikater og disse The same resin mixture as stated in example 1 is used. The mixture is spread in different thicknesses on three samples of commercial polycarbonate of different makes and these
prøver fremviser følgende verdier for motstanden mot opp- samples exhibit the following values for the resistance to up-
skraping: scraping:
Etter belegging med angjeldende blanding i forskjellige tyk- After coating with the mixture in question in different thick-
kelser og med UV-fornetting i 20 passeringer fremviser de for- treatments and with UV cross-linking in 20 passes, they present the
skjellige prøver de følgende egenskaper som en funksjon av deres tykkelse: different, they exhibit the following properties as a function of their thickness:
Disse tester viser at adhesjonen ikke påvirkes av tykkelsen, These tests show that the adhesion is not affected by the thickness,
mens motstanden mot oppskraping økes etter som filmtykkelsen øker. while the resistance to scratching increases as the film thickness increases.
Claims (2)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT24354/80A IT1141029B (en) | 1980-08-29 | 1980-08-29 | POLYCARBONATE BASED COMPOSITION HAVING IMPROVED PROPERTIES AND METHOD FOR ITS OBTAINING |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO812854L NO812854L (en) | 1982-03-01 |
| NO156204B true NO156204B (en) | 1987-05-04 |
| NO156204C NO156204C (en) | 1987-08-12 |
Family
ID=11213226
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO812854A NO156204C (en) | 1980-08-29 | 1981-08-24 | POLYCARBONATE FORMS AND PROCEDURE FOR ITS PREPARATION. |
Country Status (15)
| Country | Link |
|---|---|
| JP (1) | JPS5775857A (en) |
| AT (1) | AT381322B (en) |
| BE (1) | BE890097A (en) |
| BR (1) | BR8105413A (en) |
| CH (1) | CH655733A5 (en) |
| DE (1) | DE3134157A1 (en) |
| DK (1) | DK163821C (en) |
| ES (1) | ES505479A0 (en) |
| FR (1) | FR2489345A1 (en) |
| GB (1) | GB2082606B (en) |
| IT (1) | IT1141029B (en) |
| NL (1) | NL8104013A (en) |
| NO (1) | NO156204C (en) |
| SE (1) | SE450002B (en) |
| ZA (1) | ZA815428B (en) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5958035A (en) * | 1982-09-29 | 1984-04-03 | Mitsui Petrochem Ind Ltd | Curable coating resin composition |
| JPS59202229A (en) * | 1983-05-02 | 1984-11-16 | Sumitomo Bakelite Co Ltd | Production of transparent coating film |
| DE3415104A1 (en) * | 1984-04-21 | 1985-10-31 | Bayer Ag, 5090 Leverkusen | COATED PLASTIC FILM |
| US4954591A (en) * | 1987-11-06 | 1990-09-04 | Pilkington Visioncare Holdings, Inc. | Abrasion resistant radiation curable coating for polycarbonate article |
| US4929506A (en) * | 1987-12-31 | 1990-05-29 | General Electric Company | Coated polycarbonate articles |
| DE3819627A1 (en) * | 1988-06-09 | 1989-12-14 | Bayer Ag | UV-CARDABLE COATINGS FOR POLYCARBONATE FORMKOERPER |
| US5175030A (en) * | 1989-02-10 | 1992-12-29 | Minnesota Mining And Manufacturing Company | Microstructure-bearing composite plastic articles and method of making |
| US5104692A (en) * | 1990-04-20 | 1992-04-14 | Pilkington Visioncare Holdings, Inc. | Two-layer antireflective coating applied in solution |
| DE4025811C1 (en) * | 1990-08-16 | 1992-01-02 | Uvex Winter Optik Gmbh, 8510 Fuerth, De | |
| US5468820A (en) * | 1994-01-14 | 1995-11-21 | Isp Investments Inc. | Reactive diluent for radiation curing of film-forming polymers |
| US6306504B1 (en) | 1994-02-14 | 2001-10-23 | Bayer Aktiengesellschaft | Polycarbonate molded articles coated with UV-curable compositions |
| DE4404616A1 (en) | 1994-02-14 | 1995-08-17 | Bayer Ag | Use of UV-curable coating agents for coating molded polycarbonate bodies |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3874906A (en) * | 1972-09-22 | 1975-04-01 | Ppg Industries Inc | Process for applying polyester-acrylate containing ionizing irradiation curable coatings |
| US4129709A (en) * | 1977-03-14 | 1978-12-12 | Gaf Corporation | Coating composition comprising N-vinyl-2-pyrrolidone and an oligomer |
| IT1162770B (en) * | 1979-08-10 | 1987-04-01 | Anic Spa | METHOD FOR COATING VARIOUS SURFACES AND MEANS SUITABLE FOR THE PURPOSE |
| US4319811A (en) * | 1979-10-01 | 1982-03-16 | Gaf Corporation | Abrasion resistance radiation curable coating |
-
1980
- 1980-08-29 IT IT24354/80A patent/IT1141029B/en active
-
1981
- 1981-08-06 ZA ZA815428A patent/ZA815428B/en unknown
- 1981-08-11 DK DK356881A patent/DK163821C/en not_active IP Right Cessation
- 1981-08-19 BR BR8105413A patent/BR8105413A/en unknown
- 1981-08-20 FR FR8116018A patent/FR2489345A1/en active Granted
- 1981-08-21 CH CH5412/81A patent/CH655733A5/en not_active IP Right Cessation
- 1981-08-24 NO NO812854A patent/NO156204C/en unknown
- 1981-08-25 GB GB8125945A patent/GB2082606B/en not_active Expired
- 1981-08-26 BE BE0/205775A patent/BE890097A/en not_active IP Right Cessation
- 1981-08-28 NL NL8104013A patent/NL8104013A/en not_active Application Discontinuation
- 1981-08-28 SE SE8105109A patent/SE450002B/en not_active IP Right Cessation
- 1981-08-28 AT AT0374681A patent/AT381322B/en not_active IP Right Cessation
- 1981-08-28 ES ES505479A patent/ES505479A0/en active Granted
- 1981-08-28 JP JP56134358A patent/JPS5775857A/en active Granted
- 1981-08-28 DE DE19813134157 patent/DE3134157A1/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| SE8105109L (en) | 1982-03-01 |
| ZA815428B (en) | 1982-08-25 |
| DE3134157A1 (en) | 1982-04-01 |
| BR8105413A (en) | 1982-05-11 |
| IT8024354A0 (en) | 1980-08-29 |
| ATA374681A (en) | 1986-02-15 |
| GB2082606A (en) | 1982-03-10 |
| DK356881A (en) | 1982-03-01 |
| GB2082606B (en) | 1984-02-01 |
| NL8104013A (en) | 1982-03-16 |
| DK163821B (en) | 1992-04-06 |
| BE890097A (en) | 1982-02-26 |
| CH655733A5 (en) | 1986-05-15 |
| JPH0148935B2 (en) | 1989-10-23 |
| ES8400474A1 (en) | 1983-10-16 |
| DE3134157C2 (en) | 1987-01-22 |
| DK163821C (en) | 1992-08-24 |
| NO156204C (en) | 1987-08-12 |
| AT381322B (en) | 1986-09-25 |
| JPS5775857A (en) | 1982-05-12 |
| SE450002B (en) | 1987-06-01 |
| NO812854L (en) | 1982-03-01 |
| IT1141029B (en) | 1986-10-01 |
| FR2489345A1 (en) | 1982-03-05 |
| ES505479A0 (en) | 1983-10-16 |
| FR2489345B1 (en) | 1984-12-28 |
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