CN115427501B - Fluororesin composition, cured coating film, laminated film, and structure - Google Patents
Fluororesin composition, cured coating film, laminated film, and structure Download PDFInfo
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- CN115427501B CN115427501B CN202180029894.5A CN202180029894A CN115427501B CN 115427501 B CN115427501 B CN 115427501B CN 202180029894 A CN202180029894 A CN 202180029894A CN 115427501 B CN115427501 B CN 115427501B
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- fluororesin composition
- resin
- laminated film
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- 229910052710 silicon Inorganic materials 0.000 claims abstract description 30
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- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims abstract description 29
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 claims abstract description 26
- 150000002894 organic compounds Chemical class 0.000 claims abstract description 25
- MIZLGWKEZAPEFJ-UHFFFAOYSA-N 1,1,2-trifluoroethene Chemical group FC=C(F)F MIZLGWKEZAPEFJ-UHFFFAOYSA-N 0.000 claims abstract description 22
- 230000001681 protective effect Effects 0.000 claims description 30
- 239000000463 material Substances 0.000 claims description 23
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- 239000003795 chemical substances by application Substances 0.000 claims description 17
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- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
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- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 2
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
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- 150000002170 ethers Chemical class 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
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- RZTOWFMDBDPERY-UHFFFAOYSA-N Delta-Hexanolactone Chemical compound CC1CCCC(=O)O1 RZTOWFMDBDPERY-UHFFFAOYSA-N 0.000 description 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
- MUXOBHXGJLMRAB-UHFFFAOYSA-N Dimethyl succinate Chemical compound COC(=O)CCC(=O)OC MUXOBHXGJLMRAB-UHFFFAOYSA-N 0.000 description 1
- 244000043261 Hevea brasiliensis Species 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000004695 Polyether sulfone Substances 0.000 description 1
- 239000004433 Thermoplastic polyurethane Substances 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
- BRTMLDAYGUXKNK-UHFFFAOYSA-N [3-(benzotriazol-2-yl)-4-hydroxyphenyl]methyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 BRTMLDAYGUXKNK-UHFFFAOYSA-N 0.000 description 1
- IPTNXMGXEGQYSY-UHFFFAOYSA-N acetic acid;1-methoxybutan-1-ol Chemical compound CC(O)=O.CCCC(O)OC IPTNXMGXEGQYSY-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000004018 acid anhydride group Chemical group 0.000 description 1
- 238000003916 acid precipitation Methods 0.000 description 1
- 229920001893 acrylonitrile styrene Polymers 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 239000003443 antiviral agent Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 235000019445 benzyl alcohol Nutrition 0.000 description 1
- VEZXCJBBBCKRPI-UHFFFAOYSA-N beta-propiolactone Chemical compound O=C1CCO1 VEZXCJBBBCKRPI-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000012461 cellulose resin Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 229920006026 co-polymeric resin Polymers 0.000 description 1
- 229940125782 compound 2 Drugs 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 230000001186 cumulative effect Effects 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 238000012812 general test Methods 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 238000007602 hot air drying Methods 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000010030 laminating Methods 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 239000003550 marker Substances 0.000 description 1
- 239000006224 matting agent Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000004570 mortar (masonry) Substances 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229920003052 natural elastomer Polymers 0.000 description 1
- 229920001194 natural rubber Polymers 0.000 description 1
- WSGCRAOTEDLMFQ-UHFFFAOYSA-N nonan-5-one Chemical compound CCCCC(=O)CCCC WSGCRAOTEDLMFQ-UHFFFAOYSA-N 0.000 description 1
- TWCBCCIODCKPGX-UHFFFAOYSA-N octyl 2-[4-[4,6-bis(4-phenylphenyl)-1,3,5-triazin-2-yl]-3-hydroxyphenoxy]propanoate Chemical compound OC1=CC(OC(C)C(=O)OCCCCCCCC)=CC=C1C1=NC(C=2C=CC(=CC=2)C=2C=CC=CC=2)=NC(C=2C=CC(=CC=2)C=2C=CC=CC=2)=N1 TWCBCCIODCKPGX-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- DXGLGDHPHMLXJC-UHFFFAOYSA-N oxybenzone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 DXGLGDHPHMLXJC-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000003504 photosensitizing agent Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920006122 polyamide resin Polymers 0.000 description 1
- 229920001230 polyarylate Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920006393 polyether sulfone Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920005672 polyolefin resin Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920005990 polystyrene resin Polymers 0.000 description 1
- 229920005749 polyurethane resin Polymers 0.000 description 1
- 229920001289 polyvinyl ether Polymers 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- SCUZVMOVTVSBLE-UHFFFAOYSA-N prop-2-enenitrile;styrene Chemical compound C=CC#N.C=CC1=CC=CC=C1 SCUZVMOVTVSBLE-UHFFFAOYSA-N 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 229960000380 propiolactone Drugs 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 231100000241 scar Toxicity 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000003440 styrenes Chemical class 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 239000012974 tin catalyst Substances 0.000 description 1
- 229940124543 ultraviolet light absorber Drugs 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/30—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/62—Polymers of compounds having carbon-to-carbon double bonds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L27/00—Compositions of 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 a halogen; Compositions of derivatives of such polymers
- C08L27/02—Compositions of 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 a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L27/12—Compositions of 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 a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
- C08L27/18—Homopolymers or copolymers or tetrafluoroethene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions 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; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
-
- 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
- C09D127/00—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 a halogen; Coating compositions based on derivatives of such polymers
- C09D127/02—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 a halogen; Coating compositions based on derivatives of such polymers not modified by chemical after-treatment
- C09D127/12—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 a halogen; Coating compositions based on derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
- C09D127/18—Homopolymers or copolymers of tetrafluoroethene
-
- 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
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
-
- 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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
- C09D7/63—Additives non-macromolecular organic
Abstract
The present invention provides a fluororesin composition which can form a cured coating film excellent in transparency, adhesion, workability, weather resistance, self-repairing property and antifouling property. The fluororesin composition of the present invention is a composition comprising (a) a tetrafluoroethylene resin, (B) a trifluoroethylene resin and (C) a silicon-containing organic compound.
Description
Technical Field
The present invention relates to a fluororesin composition. The present invention also relates to a cured film formed from the fluororesin composition and a laminate film having the cured film. The present invention also relates to a structure provided with the laminated film.
Background
In recent years, a paint protective film (paint protection film) has been used as an exterior of automobiles. Paint protective films are functional films that are also useful in the surface protection of industrial products used outdoors. In the exterior coating film of an automobile, durability of the coating film, particularly, rain stains caused by acid rain, and damage caused by a car washing brush, sand particles, dust, and the like raised during running are problematic. Therefore, examples of the functions required for the paint protective film for automobiles include transparency, adhesion, weather resistance, stain resistance, and scratch resistance. In particular, for the scratch resistance, self-repairing properties are also required in view of long-term use.
However, when the coating composition is formed only from a conventional acrylic resin or urethane resin-based coating composition, it is difficult to achieve both improvement in weather resistance and maintenance of other properties, and there is room for improvement in these functions. In general, weather resistance of a coating film can be significantly improved by blending a fluororesin in a coating composition. For example, patent document 1 proposes to use a coating composition containing a fluororesin (see patent document 1). Patent document 2 also proposes the use of a coating composition containing a fluororesin and a vinyl resin.
Prior art literature
Patent literature
Patent document 1: japanese patent laid-open No. 05-105840
Patent document 2: japanese patent laid-open No. 08-295843
Disclosure of Invention
Problems to be solved by the invention
Here, in the production of a paint protective film, a protective film (release film) is usually attached to the cured film surface, and in the construction, the protective film needs to be peeled from the cured film surface. However, the inventors of the present application found the following technical problems: when the coating compositions described in patent documents 1 and 2 are used, the adhesion of the protective film to the cured film surface and the peelability of the protective film during the application are poor.
Accordingly, the inventors of the present application have found that the adhesion of the protective film to the cured film surface and the peelability of the protective film during the application can be improved by blending a silicon-containing organic compound into the coating composition. However, the silicon-containing organic compound has poor compatibility with the fluororesin and tends to whiten easily, and therefore transparency may not be maintained.
The present invention has been made in view of the above problems, and an object of the present invention is to provide a fluororesin composition which can form a cured film excellent in transparency, adhesion, workability, weather resistance, self-repairing properties and stain resistance.
Means for solving the problems
The inventors of the present application have made intensive studies to solve the above problems, and as a result, have found that the above problems can be solved by blending (a) a tetrafluoroethylene resin and (B) a trifluoroethylene resin as a fluororesin and (C) a silicon-containing organic compound in a fluororesin composition. The present invention has been completed based on the above findings.
Namely, the present invention provides the following inventions.
[1] A fluororesin composition comprising (A) a tetrafluoroethylene resin, (B) a trifluoroethylene resin and (C) a silicon-containing organic compound.
[2] The fluororesin composition according to item [1], which further comprises (D) an isocyanate-based curing agent.
[3] The fluororesin composition according to [1] or [2], wherein the content of the tetrafluoroethylene resin (A) is 40 mass% or more and 70 mass% or less, based on 100 mass% of the solid content of the fluororesin composition.
[4] The fluororesin composition according to any one of [1] to [3], wherein the content of the (B) trifluoroethylene resin is 5 mass% or more and 35 mass% or less, based on 100 mass% of the solid content of the fluororesin composition.
[5] The fluororesin composition according to any one of [1] to [4], wherein the ratio of the content of the tetrafluoroethylene resin (A) to the content of the trifluoroethylene resin (B) is 55:45 to 95:5.
[6] The fluororesin composition according to any one of [1] to [5], wherein the content of the silicon-containing organic compound (C) is 0.01 mass% or more and 5 mass% or less, based on 100 mass% of the solid content of the fluororesin composition.
[7] The fluororesin composition according to any one of [1] to [6], which is a coating composition.
[8] A cured film formed from the fluororesin composition according to any one of [1] to [7 ].
[9] A laminated film comprising a base material and a cured film formed of the fluororesin composition according to any one of [1] to [7] on the base material.
[10] The laminate film according to [9], wherein the cured film further comprises a protective film.
[11] The laminated film according to [9] or [10], wherein the base material is a resin film.
[12] The laminated film according to any one of [9] to [11], further comprising an adhesive layer on a surface of the base material opposite to the cured film.
[13] The laminated film according to any one of [9] to [12], which is used for a paint protective film.
[14] The laminated film of any one of [9] to [13], which is used for a lamp lens of a vehicle.
[15] A structure comprising a support and the laminated film according to any one of claims [9] to [14] laminated on the support.
ADVANTAGEOUS EFFECTS OF INVENTION
The present invention provides a fluororesin composition which can form a cured film excellent in transparency, adhesion, workability, weather resistance, self-repairing properties and antifouling properties. Further, according to the present invention, a cured film and a laminated film formed from such a fluororesin composition can be provided. Further, according to the present invention, a structure having such a laminated film can be provided.
Drawings
Fig. 1 is a schematic cross-sectional view showing one embodiment of a laminated film according to the present invention.
Fig. 2 is a schematic cross-sectional view showing one embodiment of a laminated film according to the present invention.
Fig. 3 is a schematic cross-sectional view showing one embodiment of a laminated film according to the present invention.
Fig. 4 is a schematic cross-sectional view showing an embodiment of a structure according to the present invention.
Detailed Description
The present invention will be described in more detail below. In the present specification, the term "solid component" means a component obtained by removing volatile components such as an organic solvent from a fluororesin composition, and means a component constituting a cured film at the time of curing. In the present specification, "(meth) acrylate" means acrylate and methacrylate, and "(meth) acrylic acid" means acrylic acid and methacrylic acid.
< fluororesin composition >)
The fluororesin composition of the present invention comprises (a) a tetrafluoroethylene resin, (B) a trifluoroethylene resin, and (C) a silicon-containing organic compound. In the present invention, the fluororesin composition contains the components (a) to (C), and thus a cured film excellent in transparency, adhesion, workability, weather resistance, self-repairing properties, and stain resistance can be formed. Such a fluororesin composition can be used as a coating composition, and in particular, can be suitably used as a coating composition for vehicle parts such as front vehicle bodies, upper vehicle bodies, windshields, and lamp lenses (lamp lenses). As an example, the cured film formed from the fluororesin composition of the present invention is suitable as a paint protective film, particularly suitable as a paint protective film for automobiles.
The fluororesin composition of the present invention may contain, in addition to the above-mentioned components (a) to (C), other components such as (D) an isocyanate-based curing agent, (E) a light stabilizer, (F) an ultraviolet absorber, and a solvent. Hereinafter, each component constituting the fluororesin composition will be described in detail.
((A. B) fluororesin)
The fluororesin is a resin having fluorine in a molecular structure, and examples thereof include tetrafluoroethylene resin, trifluoroethylene resin, vinylidene fluoride resin (vinylidene fluoride resin), and the like. In the present invention, by using a combination of a hydroxyl group-containing tetrafluoroethylene resin and a hydroxyl group-containing trifluoroethylene resin, the self-repairing property and the antifouling property of the cured coating can be improved in a balanced manner while maintaining the compatibility with a silicon-containing organic compound described below, as compared with the use of a difluoroethylene resin.
(A) The tetrafluoroethylene resin is a resin obtained by copolymerizing at least tetrafluoroethylene and a hydroxyl group-containing vinyl monomer, and may be obtained by copolymerizing other vinyl monomers. These monomers may have other functional groups such as an epoxy group and a carboxyl group in addition to the hydroxyl group. The content of tetrafluoroethylene in the tetrafluoroethylene resin is not particularly limited, and can be appropriately adjusted, and is usually preferably 20 to 60 mass%.
Examples of the hydroxyl group-containing vinyl monomer include hydroxyl group-containing vinyl ethers such as hydroxypropyl vinyl ether, hydroxybutyl vinyl ether and hydroxyhexyl vinyl ether; hydroxyl-containing allyl ethers such as 2-allyloxy-1-ethanol, 3-allyloxy-1-propanol, 4-allyloxy-1-butanol, 5-allyloxy-1-pentanol, 6-allyloxy-1-hexanol, 7-allyloxy-1-heptanol, 8-allyloxy-1-octanol, monoallyl ether of polyethylene glycol, monoallyl ether of polypropylene glycol, and the like; polyether polyols such as polyethylene glycol, polypropylene glycol and polytetramethylene glycol, and monoethers of hydroxyl-containing vinyl monomers such as 2-hydroxyethyl (meth) acrylate and 2-hydroxypropyl (meth) acrylate; mono-or di-esters of vinyl monomers containing an acid anhydride group such as maleic anhydride and itaconic anhydride with glycols such as polyethylene glycol, polypropylene glycol and 1, 6-hexanediol; and lactone-modified vinyl monomers such as 0 to 10 mol of lactone-type epsilon-caprolactone, beta-methyl-delta-valerolactone, gamma-valerolactone, delta-caprolactone, gamma-caprolactone, beta-propiolactone, and gamma-butyrolactone are added to a hydroxyl-containing vinyl monomer such as 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, and hydroxybutyl (meth) acrylate. These hydroxyl group-containing vinyl monomers may be used alone or in combination of 1 or more than 2.
Examples of the other vinyl monomer include C1 to C18 alkyl or cycloalkyl esters of (meth) acrylic acid such as methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, n-butyl (meth) acrylate, isobutyl (meth) acrylate, t-butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, n-octyl (meth) acrylate, lauryl (meth) acrylate, tridecyl (meth) acrylate, octadecyl (meth) acrylate, and cyclohexyl (meth) acrylate; further, 2-hydroxyethyl (meth) acrylate, styrene derivatives, acrylonitrile, acrylamide, vinyltoluene, vinyl acetate, vinyl propionate, glycidyl (meth) acrylate, acrylic acid, ethyl vinyl ether, isobutyl vinyl ether, n-butyl vinyl ether, cyclohexyl vinyl ether, and the like can be mentioned. These other vinyl monomers may be used alone or in combination of 1 or more than 2.
Specific examples of the tetrafluoroethylene resin include ZEFFLE series (GK-500, GK-510, GK-550, GK-570, etc.) manufactured by DAIKIN Industrial Co., ltd.
The content of the tetrafluoroethylene resin (a) is preferably 40 mass% or more and 70 mass% or less, more preferably 45 mass% or more and 65 mass% or less, and still more preferably 50 mass% or more and 60 mass% or less, based on 100 mass% of the solid content of the fluororesin composition. When the content of the tetrafluoroethylene resin is within the above numerical range, a cured film having more excellent transparency, adhesion, workability, weather resistance, self-repairing property and stain resistance can be obtained.
(B) The trifluoroethylene resin is a resin obtained by copolymerizing at least chlorotrifluoroethylene and a hydroxyl group-containing vinyl monomer, and may be a resin obtained by copolymerizing other vinyl monomers. The content of chlorotrifluoroethylene in the chlorotrifluoroethylene resin is not particularly limited, and can be appropriately adjusted, and is usually preferably 20 to 60 mass%. The hydroxyl group-containing vinyl monomer and other vinyl monomers can be the same as those used for the tetrafluoroethylene resin.
Specific examples of the trifluoroethylene resin include the LUMIFLON series (LF 200, LF400, LF600X, LF800, LF906N, LF910LM, LF916N, LF936, LF9010, etc.) manufactured by AGC corporation.
The content of the (B) trifluoroethylene resin is preferably 5% by mass or more and 35% by mass or less, more preferably 10% by mass or more and 30% by mass or less, and still more preferably 15% by mass or more and 25% by mass or less, based on 100% by mass of the solid content of the fluororesin composition. When the content of the trifluoroethylene resin is within the above numerical range, a cured film excellent in transparency, adhesion, weather resistance, self-repairing property and stain resistance can be obtained.
The ratio of the content of (A) tetrafluoroethylene resin to the content of (B) trifluoroethylene resin in the fluororesin composition is preferably 55:45 to 95:5, preferably 60:40 to 90:10, and even more preferably 70:30 to 80:20. When the ratio of the content of the tetrafluoroethylene resin (a) to the content of the trifluoroethylene resin (B) is within the above numerical range, a cured film excellent in transparency, adhesion, workability, weather resistance, self-repairing property and stain resistance can be obtained.
The hydroxyl value (OHV) of the entire fluororesin is preferably 40 to 55mgKOH/g, more preferably 44 to 51mgKOH/g. When the hydroxyl equivalent is within the above numerical range, a desired crosslinking density is easily obtained, and weather resistance, self-repairing property and antifouling property are easily improved.
((C) silicon-containing organic Compound)
The silicon-containing organic compound is not particularly limited, and conventionally known silicon-containing organic compounds can be used, and for example, organically modified silicones can be used. The modified silicone is obtained by introducing substituents of various organic groups into a part of the silicone. Examples of the modified site include at least 1 selected from the group consisting of a polyester site, a polyether site, an acrylic resin site and a methanol site. In the present specification, the acrylic resin includes a polymer of acrylate and/or methacrylate. The modification site may be 1 of a single-terminal type, a double-terminal type, a side chain type and a side chain double-terminal type of the silicone chain. Examples of the organic modified silicone include polyester modified silicone, polyether-polyester modified silicone, silicone modified acrylic resin, and methanol modified silicone. These organic modified silicones may be used alone or in combination of 1 or more than 2.
Examples of the commercial products of the polyester-modified silicone include BYK-310, 313 and 315 (BYK JAPAN Co., ltd.). Examples of the commercial products of polyether-modified silicones include BYK-300, 302, 306, 307, 330, 331, 333, 342, 378 (BYK JAPAN Co., ltd.).
The silicon-containing organic compound preferably contains a hydroxyl group. The hydroxyl group is preferably located at a polyester site, a polyether site, an acrylic resin site, a methanol site, or the like as a modified site. Examples of the hydroxyl group-containing organic modified silicone include hydroxyl group-containing polyester modified silicone, hydroxyl group-containing polyether-polyester modified silicone, hydroxyl group-containing silicone modified acrylic resin, and methanol modified silicone. These hydroxyl group-containing organomodified silicones may be used alone or in combination of 1 or more than 2. By using a hydroxyl group-containing organomodified silicone as the silicon-containing organic compound, the silicon-containing organic compound reacts with the isocyanate-based curing agent, so that the crosslinking density increases in the cured film, and the weather resistance, self-repairing property and antifouling property are easily improved.
Examples of the commercially available hydroxyl group-containing silicone-modified acrylic resin include BYK-SILKLEEN3700 (manufactured by BYK JAPAN Co., ltd.), CYMAC US-270 (manufactured by east Asia Synthesis Co., ltd.), ZX-028-G (manufactured by T & K TOKA Co., ltd.). Examples of the commercial products of hydroxyl group-containing polyester-modified silicones include BYK-370 (BYK JAPAN Co., ltd.). As a commercially available product of the hydroxyl group-containing polyether-modified silicone, BYK-377 (BYK JAPAN Co., ltd.) and the like are mentioned.
From the viewpoint of compatibility with the fluororesin, the content of the silicon-containing organic compound is preferably 0.01 mass% or more and 5 mass% or less, more preferably 0.02 mass% or more and 2 mass% or less, and still more preferably 0.05 mass% or more and 1 mass% or less, based on 100 mass% of the solid content of the fluororesin composition. When the content of the silicon-containing organic compound is within the above-mentioned numerical range, the compatibility with the fluororesin is not deteriorated, and the weather resistance and the stain resistance are easily improved.
((D) isocyanate-based curing agent)
The isocyanate-based curing agent is not particularly limited as long as it is a curing agent that cures by reacting with hydroxyl groups contained in the fluororesin. In the case where the silicon-containing organic compound has a hydroxyl group, the isocyanate-based curing agent can react with the silicon-containing organic compound to increase the crosslinking density.
Examples of the isocyanate-based curing agent include Hexamethylene Diisocyanate (HDI), toluene Diisocyanate (TDI), diphenylmethane diisocyanate (MDI), xylylene Diisocyanate (XDI), isophorone diisocyanate (IPDI), naphthalene Diisocyanate (NDI), polyisocyanate, and blocked isocyanates including these isocyanates. These isocyanate curing agents may be used alone or in combination of at least 2. Among them, hexamethylene diisocyanate is preferable from the viewpoints of adhesion and workability.
The isocyanate-based curing agent preferably contains 0.05 to 2.5, more preferably 0.1 to 2.0, and even more preferably 0.15 to 1.5 isocyanate groups per 1 hydroxyl group of the fluororesin. The isocyanate group of the isocyanate curing agent is preferably not less than 0.05 hydroxyl groups, since the reactivity is good, and not more than 2.5 hydroxyl groups do not excessively react with the hydroxyl groups, relative to 1 hydroxyl group of the fluororesin.
((E) light stabilizer)
The light stabilizer is not particularly limited, and conventionally known light stabilizers can be used. As a light stabilizer, a light stabilizer such as a fluorescent light stabilizer, examples thereof include bis (2, 6-tetramethyl-4-piperidinyl) sebacate, bis (1, 2, 6-pentamethyl-4-piperidinyl) sebacate, 1- [2- [3- (3, 5-tert-butyl-4-hydroxyphenyl) propionyloxy ] ethyl ] -4- [3- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionyloxy ] -2, 6-tetramethylpiperidine, 4-benzoyloxy-2, 6-tetramethylpiperidine, 8-acetyl-3-dodecyl-7, 9-tetramethyl-1, 3, 8-triazaspiro [4,5] decanyl-2, 4-dione bis- (1, 2, 6-pentamethyl-4-piperidinyl) -2- (3, 5-di-tert-butyl-4-hydroxybenzyl) -2-n-butylmalonate, tetrakis (1, 2, 6-pentamethyl-4-piperidinyl) -1,2,3, 4-butanetetracarboxylate, tetrakis (2, 6-tetramethyl-4-piperidinyl) -1,2,3, 4-butanetetracarboxylate, (mixed 1,2, 6-pentamethyl-4-piperidinyl/tridecyl) -1,2,3, 4-butanetetracarboxylate, mixed {1,2, 6-pentamethyl-4-piperidinyl/beta, beta, beta' -tetramethyl-3, 9- [2,4,8, 10-tetraoxaspiro (5, 5) undecyl ] diethyl } -1,2,3, 4-butanetetracarboxylate, (Mixed 2, 6-tetramethyl-4-piperidinyl/tridecyl) -1,2,3, 4-butanetetracarboxylate, mixed {2, 6-tetramethyl-4-piperidinyl/beta, beta ', beta ' -tetramethyl-3, 9- [2,4,8, 10-tetraoxaspiro (5, 5) undecyl ] diethyl } -1,2,3, 4-butanetetracarboxylate, 2, 6-tetramethyl-4-piperidinyl methacrylate, 1,2, 6-pentamethyl-4-piperidinyl methacrylate, and a polymer of poly [ (6- (1, 3-tetramethylbutyl) imino-1, 3, 5-triazine-2, 4-diyl) ] [ (2, 6-tetramethyl-4-piperidinyl) imino ] hexamethyleneoxy [ (2, 6-tetramethyl-4-piperidinyl) imino ] succinic acid dimethyl ester with 4-hydroxy-2, 6-tetramethyl-1-piperidylethanol, N, N ', N ", N '" -tetrakis- (4, 6-bis- (butyl- (N-methyl-2, 6-tetramethylpiperidin-4-yl) amino) -triazin-2-yl) -4, 7-diazadecyl-1, 10-diamine, dibutylamine-1, 3, 5-triazine-N, polycondensates of N ' -bis (2, 6-tetramethyl-4-piperidinyl-1, 6-hexamethylenediamine and N- (2, 6-tetramethylpiperidinyl) butylamine, bis (2, 6-tetramethyl-1- (octyloxy) -4-piperidinyl) sebacate, and the like.
From the viewpoint of weather resistance, the content of the light stabilizer is preferably 0.01 mass% to 5 mass%, more preferably 0.02 mass% to 2 mass%, and even more preferably 0.05 mass% to 1 mass%, based on 100 mass% of the solid content of the fluororesin composition.
((F) ultraviolet absorber)
The ultraviolet absorber is not particularly limited, and conventionally known ultraviolet absorbers can be used. Examples of the ultraviolet absorber include benzotriazole-based ultraviolet absorbers, hydroxyphenyl triazine-based ultraviolet absorbers, and benzophenone-based ultraviolet absorbers. These ultraviolet absorbers may be used alone or in combination of 2 or more.
Examples of the benzotriazole-based ultraviolet absorber include 2- [2 '-hydroxy-5' - (methacryloyloxymethyl) phenyl ] -2H-benzotriazole, 2- [2 '-hydroxy-5' - (methacryloyloxyethyl) phenyl ] -2H-benzotriazole, 2- [2 '-hydroxy-5' - (methacryloyloxypropyl) phenyl ] -2H-benzotriazole, 2- [2 '-hydroxy-5' - (methacryloyloxyhexyl) phenyl ] -2H-benzotriazole, 2- [2 '-hydroxy-3' -tert-butyl-5 '- (methacryloyloxyethyl) phenyl ] -2H-benzotriazole, 2- [2' -hydroxy-5 '-tert-butyl-3' - (methacryloyloxyethyl) phenyl ] -2H-benzotriazole, 2- [2 '-hydroxy-5' - (methacryloyloxyethyl) phenyl ] -5-chloro-2H-benzotriazole, 2- [2 '-hydroxy-5' - (methacryloyloxyethyl) phenyl ] -5-methoxy-2H-benzotriazole, 2- [2 '-hydroxy-5' - (methacryloyloxyethyl) phenyl ] -2H-benzotriazole, 2- [2 '-hydroxy-5' - (methacryloyloxyethyl) phenyl ] -5-tert-butyl-2H-benzotriazole, 2- [2 '-hydroxy-5' - (methacryloyloxyethyl) phenyl ] -5-nitro-2H-benzotriazole, 2- (2-hydroxy-5-tert-butylphenyl) -2H-benzotriazole, phenylpropionic acid-3- (2H-benzotriazol-2-yl) -5- (1, 1-dimethylethyl) -4-hydroxy-C7-9-branched linear alkyl ester, 2- (2H-benzotriazol-2-yl) -4, 6-bis (1-methyl-1-phenethyl) phenol, 2- (2H-benzotriazol-2-yl) -6- (1-methyl-1-phenethyl) -4- (1, 3-tetramethylbutyl) phenol, and the like.
Examples of the hydroxyphenyl triazine ultraviolet light absorber include 2- [4- [ (2-hydroxy-3-dodecyloxypropyl) oxy ] -2-hydroxyphenyl ]4, 6-bis (2, 4-dimethylphenyl) -1,3, 5-triazine, 2- [4- (2-hydroxy-3-tridecyloxypropyl) oxy ] -2-hydroxyphenyl ] -4, 6-bis (2, 4 dimethylphenyl) -1,3, 5-triazine, 2- [4- [ (2-hydroxy-3- (2-ethyl) hexyl) oxy ] -2-hydroxyphenyl ] -4, 6-bis (2, 4-dimethylphenyl) -1,3, 5-triazine, 2, 4-bis (2-hydroxy-4-butyloxyphenyl) -6- (2, 4-bis-butyloxyphenyl) -1,3, 5-triazine, 2- (2-hydroxy-4- [ 1-octyloxycarbonylethoxy ] phenyl) -4, 6-bis (4-phenylphenyl) -1,3, 5-triazine, and the like.
As the benzophenone-based ultraviolet absorber, 2',4,4' -tetrahydroxybenzophenone, 2 '-dihydroxy-4, 4' -dimethoxybenzophenone, 2 '-dihydroxy-4-methoxybenzophenone, 2, 4-dihydroxybenzophenone, 2-hydroxy-4-acetoxyethoxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2' -dihydroxy-4, 4 '-dimethoxybenzophenone, 2-hydroxy-4-n-octoxybenzophenone, 2' -dihydroxy-4, 4 '-dimethoxy-5, 5' -disulfobenzophenone 2 sodium salt, and the like.
From the viewpoint of weather resistance, the content of the ultraviolet absorber is preferably 0.01 mass% to 5 mass%, more preferably 0.02 mass% to 2 mass%, and even more preferably 0.05 mass% to 1 mass%, based on 100 mass% of the solid content of the fluororesin composition.
(other Components)
The fluororesin composition according to the present invention may contain components other than the above-mentioned components (a) to (E) within a range not to impair the object of the present invention. As other components, antistatic agents, polymerization inhibitors, nonreactive diluents, matting agents, dispersing agents, anti-settling agents, leveling agents, dispersing agents, heat stabilizers, adhesion improvers, photosensitizers, antibacterial agents, mildewcides, antiviral agents, plasticizers, light accumulating materials, and the like can be blended as necessary.
Process for producing fluororesin composition
The fluororesin composition of the present invention is obtained by mixing and stirring the above components using a conventionally known mixer, disperser, stirrer or the like. Examples of such a device include a mixer-disperser, a homogenizer-disperser, a mortar mixer, a roller mill, a paint mixer, and a homogenizer.
In the present invention, the fluororesin composition may be diluted with a solvent as needed, and adjusted to a viscosity suitable for coating, or the like. The solvent is not particularly limited as long as it dissolves the resin component in the fluororesin composition. Specifically, aromatic hydrocarbons (e.g., toluene, xylene, and ethylbenzene), esters or ether esters (e.g., ethyl acetate, butyl acetate, and methoxybutyl acetate), ethers (e.g., diethyl ether, tetrahydrofuran, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, monomethyl ether of propylene glycol, and monoethyl ether of diethylene glycol), ketones (e.g., acetone, methyl ethyl ketone, methyl isobutyl ketone, di-N-butyl ketone, and cyclohexanone), alcohols (e.g., methanol, ethanol, N-propanol, or isopropanol, N-butanol, isobutanol, sec-butanol, or tert-butanol, 2-ethylhexanol, and benzyl alcohol), amides (e.g., dimethylformamide, dimethylacetamide, N-methylpyrrolidone, and the like), sulfoxides (e.g., dimethylsulfoxide), water, and a mixed solvent of 2 or more thereof, and the like can be cited.
< curing coating >)
For the cured film formed from the fluororesin composition according to the present invention, the haze measured according to JIS K7136 is preferably less than 1%, more preferably 0.7% or less, in the case of a thickness of 10 μm. The total light transmittance of the cured coating film having a thickness of 10 μm measured in accordance with JIS K7361-1 is preferably 90% or more, more preferably 91% or more. When the haze and total light transmittance are within the above ranges, the transparency is excellent.
< laminated film >)
The laminate film of the present invention comprises a base material and a cured film formed from the fluororesin composition on the base material. The laminate film of the present invention may further comprise a protective film on the cured film. The laminated film of the present invention may further include an adhesive layer on the surface opposite to the cured film of the base material.
Fig. 1 to 3 show schematic cross-sectional views of embodiments of a laminated film according to the present invention. The laminated film 11 shown in fig. 1 includes a base material 12 and a cured film 13 on the base material 12. The laminated film 21 shown in fig. 2 includes a base 22, a cured film 23 on the base 22, and a protective film 24 on the cured film 23. The laminated film 31 shown in fig. 3 includes a base material 32, a cured film 33 on the base material 32, and a protective film 34 on the cured film 33. The laminated film 31 further includes an adhesive layer 35 on the surface of the base material 32 opposite to the cured film 33.
The substrate is not particularly limited, and various resin films can be used. Examples of the resin film include films such as polyurethane resin, polyester resin, polycarbonate resin, polystyrene resin, polyolefin resin, polyether sulfone resin, acrylonitrile-styrene copolymer resin, polyamide resin, cellulose resin, polyarylate resin, polymethyl methacrylate resin, and polymethacrylimide resin. The fluororesin composition of the present invention can form a cured film that is transparent and has high total light transmittance and low haze, and therefore, a transparent resin film is preferably used.
The thickness of the base material is not particularly limited, but is usually 25 μm to 300 μm, preferably 50 μm to 200 μm.
The protective film is a film (release film) that is peeled from the cured film at the time of use. The protective film is not particularly limited, and various resin films can be used. As the resin film, the same resin film as the base material can be used, but from the viewpoints of peelability and handleability, a polyester resin film, particularly a PET film, is preferably used.
The thickness of the protective film is not particularly limited, and is usually 25 μm to 250 μm, preferably 25 μm to 75 μm.
The adhesive layer is not particularly limited, and conventionally known adhesive layers can be used as long as the laminated film can be attached to the support. The adhesive layer is preferably formed using an adhesive, for example. Examples of the adhesive include adhesives such as acrylic resins, polyvinyl ether resins, urethane resins, epoxy resins, ester resins, silicone resins, natural rubber, and synthetic rubber. These adhesives may be used singly or in combination of 2 or more. Among them, an acrylic adhesive is preferable.
The thickness of the adhesive layer is not particularly limited, but is usually 10 μm to 200 μm, preferably 20 μm to 100 μm.
The cured film of the laminated film according to the present invention is excellent in transparency, adhesion, workability, weather resistance, self-repairing properties and antifouling properties. Therefore, the laminated film of the present invention is suitable as a paint protective film, particularly suitable as a paint protective film for automobiles. In addition to automobiles, the laminated film of the present invention can be used for vehicles typified by two-wheeled vehicles, railway vehicles, and the like, exterior materials for the outside, interior materials for the inside of buildings, and the like.
Method for producing laminated film
The laminate film of the present invention comprises a coating step of coating at least one side of a substrate with the fluororesin composition, and
and a curing step of heating the fluororesin composition after the coating step to cure the composition and thereby form a cured film. Each step is described in detail below.
(coating step)
The coating step is a step of coating the fluororesin composition on at least one surface of the substrate by a conventionally known method. For coating, for example, a bar coater, a gravure coater, a roll coater (a natural roll coater, a reverse roll coater, or the like), an air knife coater, a spin coater, a blade coater, or the like can be used. Among them, a coating method using a gravure coater is preferable from the viewpoint of operability and productivity.
The thickness of the cured coating after curing and drying is preferably 1 to 20. Mu.m, more preferably 5 to 15. Mu.m. When the film thickness of the cured film is within the above range, a cured film excellent in workability, self-repairing property and weather resistance can be easily obtained.
(curing step)
The curing step is a step of heating the fluororesin composition applied to the substrate to cure the composition. Examples of the heating method include hot air drying (spray dryer, etc.). The heating temperature is not particularly limited as long as it is a temperature sufficient to cure the fluororesin composition, and is preferably 40 to 150 ℃, more preferably 60 to 120 ℃. The heating time is not particularly limited as long as it is sufficient to cure the fluororesin composition, and is preferably 1 minute or more.
Structure body
The structure of the present invention comprises a support and the laminated film laminated on the support. By attaching the adhesive layer of the laminated film to the support, a structure can be formed. When the structure is used, the protective film on the laminated film can be peeled from the cured film.
Fig. 4 shows a schematic cross-sectional view of an embodiment of the structure of the present invention. The structure 47 shown in fig. 4 is formed by laminating a laminate film 41 including an adhesive layer 45, a base material 42, a cured film 43, and a protective film 44 in this order on a support 46. The structure 47 can be formed by attaching the adhesive layer 45 of the laminated film 41 to the support 46. The protective film 44 is shown in fig. 4, but the protective film 44 may be peeled off.
The support is not particularly limited as long as it can support the laminate film, such as a member, a frame, and a housing. Examples of the support include vehicle components such as a front body, an upper body, a windshield, a coated plastic material, and a lamp lens.
Examples
Hereinafter, the present invention will be described more specifically with reference to examples, but the present invention is not limited to the following examples.
The following materials were prepared for the preparation of the fluororesin composition.
(A) tetrafluoroethylene resin 1: hydroxyl Value (OHV) 60.0mgKOH/g, standard, available from DAIKIN Industrial Co., ltd., trade name ZEFFLE GK570
Tetrafluoroethylene resin 2: hydroxyl Value (OHV) 60.0mgKOH/g, high acid value, available from DAIKIN Industrial Co., ltd., trade name ZEFFLE GK510
(B) trifluoroethylene resin 1: hydroxyl Value (OHV) 31.0mgKOH/g, standard, from AGC Co., ltd., trade name LUMIFLON LF-200
(B) trifluoroethylene resin 2: hydroxyl Value (OHV) 30.0mgKOH/g, low molecular weight product, product of AGC Co., ltd., trade name LUMIFLON LF-936
Acrylic polyol: hydroxyl Value (OHV) 90.0mgKOH/g, product of Hitachi chemical Co., ltd., trade name HITAROID3616
(C) silicon-containing organic Compound 1: hydroxyl-containing silicone-modified acrylic resin, BYK JAPAN Co., ltd., trade name BYK-SILKLEEN3700
(C) silicon-containing organic Compound 2: polyether modified organosilicon, BYK JAPAN Co., ltd., trade name BYK-342
Fluorine-containing oligomer: DIC Co., ltd., trade name MEGAFAC F-576
Acrylic resin: BYK JAPAN Co., ltd., trade name BYK-394
(D) isocyanate curing agent: hexamethylene diisocyanate, isocyanate amount (NCO) 14.0%, curing agent 74-H, trade name, manufactured by Chinese paint Co., ltd
Light stabilizer (E): manufactured by BASF corporation under the trade name TINUVIN123
Ultraviolet absorber: manufactured by BASF corporation under the trade name TINUVIN479
Tin-based catalyst: DIC Co., ltd., trade name GREG TL
Solvent: butyl acetate
< preparation of fluororesin composition >
Example 1
Fluororesin compositions were prepared according to the formulations described in table 1. Specifically, according to the formulation shown in table 1, 7.4 parts by mass of butyl acetate, 83.1 parts by mass of tetrafluoroethylene resin 1 (zefle GK 570), 10.0 parts by mass of trifluoroethylene resin 1 (lumif n LF-200), 1.06 parts by mass of silicon-containing organic compound 1 (BYK-3700), 0.14 parts by mass of light stabilizer (TINUVIN 123), 0.28 parts by mass of ultraviolet absorber (TINUVIN 479), and 0.033 parts by mass of tin catalyst (gregtl) were mixed and dissolved, and 27.7 parts by mass of isocyanate curing agent (74-H) was added so that the solid content concentration of the solution became 20% by butyl acetate, and the mixture and the solution were diluted to obtain a fluororesin composition.
Examples 2 to 6 and comparative examples 1 to 9
A fluororesin composition was obtained in the same manner as in example 1 except that the blending amounts of the components were changed according to the blending amounts shown in tables 1 and 2. However, in comparative example 7, white turbidity occurred at the stage of mixing the trifluoroethylene resin and the acrylic polyol. In comparative example 8, white turbidity occurred at the stage of mixing the tetrafluoroethylene resin and the acrylic polyol. The content (%) of the components (a) to (C) shown in tables 1 and 2 is the mass of the solid content based on 100 mass% of the solid content of the fluororesin composition.
< manufacturing of laminated film >
The fluororesin composition prepared as described above was applied 1 time to a thermoplastic polyurethane film (thickness: 150 μm, trade name: argogotec, manufactured by Argogotec Co., ltd.) so that the dry film thickness became 10 μm, and the film was cured by heating with a drier at 80℃for 4 minutes, thereby forming a cured film, and a laminate film was obtained.
< evaluation of laminated film >
(optical Properties)
The laminate film produced above was measured for Haze (HZ) according to JIS K7136 and total light transmittance (TT) according to JIS K7361-1 using a haze meter (model: NDH4000, manufactured by Nippon electric color industry Co., ltd.). The measurement results are shown in tables 3 and 4. In addition, the optical characteristics were determined based on the following criteria.
[ transparency (haze) (%) (HZ determination basis) ]
And (2) the following steps: less than 1%.
X: more than 1 percent.
[ transparency (total light transmittance) (%) (TT determination basis) ]
And (2) the following steps: 90% or more.
X: less than 90%.
(workability)
In the production of the laminate film produced as described above, after the fluororesin composition was applied, it was confirmed whether or not a PET protective film (release film) could be attached to the surface of the cured film immediately after 4 minutes of curing and drying at 80 ℃. After the release film was attached, it was confirmed whether or not the cured film surface and the release film could be peeled off without being adhered after curing at 40℃for 24 hours, and the peelability of the release film was evaluated. The adhesion and release properties were determined based on the following criteria and are shown in tables 3 and 4.
[ evaluation criterion of adhesion ]
O: the release film can be adhered to the cured film surface.
X: the release film cannot be adhered to the cured film surface.
[ evaluation criterion for peelability ]
O: the release film can be peeled from the cured film surface.
X: the release film cannot be peeled from the cured film surface.
(adhesion)
For the laminate film produced as described above, a test piece with a checkerboard was produced by cutting 10 cells×10 cells of the cut lines on the coating film at 1mm intervals using a cutter according to the method of the checkerboard test described in JIS K5600-5-6. Then, celostape (registered trademark) (manufactured by nichiba corporation) was attached to the checkerboard portion of the test piece, and the celostape (registered trademark) was rapidly pulled and peeled in a direction inclined at 45 degrees upward with respect to the checkerboard, and the number of coating films of the remaining checkerboard was measured. The adhesion was determined based on the following criteria, and is shown in tables 3 and 4.
[ evaluation criterion ]
And (2) the following steps: no peeling at all (100 cells remained).
Delta: only some peeling (remaining 90 to 100).
X: the peeling was more (residue was less than 90 cells).
(weather resistance (appearance evaluation))
The laminate film produced as described above was subjected to illuminance test with reference to JIS K5600-7-8 (general test method for paints) using a QUV accelerated weathering tester (manufactured by Q-Lab Co.). 0.71W/m 2 (wavelength 313 nm), black panel (black panel) temperature: the irradiation time was 60℃and the condensation time was 50℃and each 2 hours of irradiation and condensation was 1 cycle, 375 cycles were performed, and the accelerated weather resistance test was performed for 1500 hours in a cumulative manner. The appearance after the accelerated weathering test was determined visually. Weather resistance was determined based on the following criteria, and is shown in tables 3 and 4.
[ evaluation criterion ]
O: the cured film had no problem in appearance and no trace of water droplets (rain marks) due to dew condensation was generated.
X: the cured film produced water drop marks (rain marks) due to dew condensation.
(self-healing)
The surface of the cured film of the laminate film produced above was visually confirmed to be free of flaws at 60℃for 3 minutes or less when the laminate film was subjected to 10 cycles of cleaning with a copper brush under a load of 1.5 kg. The evaluation was performed based on the following criteria, and the evaluation results are shown in tables 3 and 4.
[ evaluation criterion ]
O: the scar disappeared.
X: the flaw did not disappear.
(antifouling property)
The cured film surface of the laminate film thus produced was marked with 5 parallel lines with an oil marker (black No.500, manufactured by Temple chemical Co., ltd.), and left standing at 60℃for 3 minutes. Then, the film was washed with ethanol, and the state of the film was visually confirmed as being equivalent to any of the 5-level evaluations. The evaluation was performed based on the following criteria, and the evaluation results are shown in tables 3 and 4.
[ evaluation criterion ]
O: 4-class or more stain resistance.
X: a level 3 or less antifouling property.
TABLE 1
TABLE 2
TABLE 3
TABLE 4
< manufacturing example of Structure >)
Example 7
An acrylic adhesive was used on the surface of the laminate film produced in example 1 opposite to the cured film to form an adhesive layer (thickness 40 to 50 μm). Then, an adhesive layer of the laminated film was attached to a support made of polycarbonate resin (PANLITE L1225Z, thickness 2.3mm, manufactured by imperial corporation) to manufacture a structure.
Example 8
An energy ray-curable composition was applied to a support (PANLITE L1225Z, thickness 2.3mm, manufactured by Di people Co., ltd.) made of polycarbonate resin, and an effect coating film (thickness 10 μm) was formed at 110℃for 4 minutes. Then, the adhesive layer of the laminated film produced in example 1 was attached to the coating film of the support in the same manner as in example 7, thereby producing a structure.
Comparative example 10
A structure was produced in the same manner as in example 8, except that the laminated film was not attached.
< evaluation of Structure >)
For the structure produced above, an accelerated weather resistance test was performed under the following conditions for 4000 hours. In examples 7 and 8, the laminated film surface was irradiated, and in comparative example 10, the coated film surface was irradiated.
(accelerated weathering test conditions)
Super Xenon test/illuminance 180W/m 2
Black panel temperature: 63 ℃ during irradiation
Circulation: irradiation for 102 min- & gt irradiation and spraying for 18 min
The state of each structure was evaluated before (initial stage) the accelerated weather resistance test, after irradiation, 1000 hours, 2000 hours, 3000 hours and 4000 hours according to the following criteria, and is shown in table 5.
(HZ)
Haze (HZ) (%) was measured according to JIS K7136 using a haze meter (model: NDH4000, manufactured by Nippon Denshoku industries Co., ltd.) on the cured coating surfaces of the structures of examples 7 and 8 and the coating surface of the structure of comparative example 10.
(YI)
The Yellowness Index (YI) (%) was measured on the cured coating film surfaces of the structures of examples 7 and 8 and the coating film surface of the structure of comparative example 10 using a spectrocolorimeter (model: CM-5, manufactured by KONICA MINOLTA Co.). The following formula is used for calculation based on the tristimulus value (X, Y, Z).
YI(％)＝100×(1.28×X-1.06×Z)/Y
(adhesion)
For the cured films of the structures of examples 7 and 8 and the coating film of the structure of comparative example 10, a 10-cell×10-cell cut was cut on the coating film at 1mm intervals using a cutter according to the method of the checkered test described in JIS K5600-5-6, and a test piece with a checkered pattern was produced. Then, celostape (registered trademark) (manufactured by nichiba corporation) was attached to the checkerboard portion of the test piece, and the celostape (registered trademark) was rapidly pulled and peeled in a direction inclined at 45 degrees upward with respect to the checkerboard, and the number of coating films of the remaining checkerboard was measured.
(appearance)
The cured films of the structures of examples 7 and 8 and the coating film of the structure of comparative example 10 were visually checked for the presence or absence of cracks, and evaluated based on the following criteria.
[ evaluation criterion ]
O: no cracks.
X: there are cracks.
TABLE 5
Description of the reference numerals
11. 21, 31, 41: laminated film
12. 22, 32, 42: substrate material
13. 23, 33, 43: cured coating
24. 34, 44: protective film
35. 45: adhesive layer
46: support body
47: structure body
Claims (15)
1. A fluororesin composition comprising (A) a tetrafluoroethylene resin, (B) a trifluoroethylene resin and (C) a silicon-containing organic compound,
wherein the content ratio of the tetrafluoroethylene resin (A) to the trifluoroethylene resin (B) is 55:45-95:5,
the silicon-containing organic compound (C) is at least 1 organic modified organic silicon selected from the group consisting of polyester modified organic silicon, polyether-polyester modified organic silicon, organic silicon modified acrylic resin and methanol modified organic silicon,
the content of the silicon-containing organic compound (C) is 0.01 to 5 mass% based on 100 mass% of the solid content of the fluororesin composition.
2. The fluororesin composition according to claim 1, further comprising (D) an isocyanate-based curing agent.
3. The fluororesin composition according to claim 1 or 2, wherein the content of the tetrafluoroethylene resin (a) is 40 mass% or more and 70 mass% or less, based on 100 mass% of the solid content of the fluororesin composition.
4. The fluororesin composition according to claim 1 or 2, wherein the content of the (B) trifluoroethylene resin is 5 mass% or more and 35 mass% or less, based on 100 mass% of the solid content of the fluororesin composition.
5. The fluororesin composition according to claim 1 or 2, wherein the ratio of the content of the (a) tetrafluoroethylene resin to the content of the (B) trifluoroethylene resin is 60:40 to 90:10.
6. The fluororesin composition according to claim 1 or 2, wherein the content of the silicon-containing organic compound (C) is 0.02 mass% or more and 2 mass% or less, based on 100 mass% of the solid content of the fluororesin composition.
7. The fluororesin composition according to claim 1 or 2, which is a coating composition.
8. A cured coating formed from the fluororesin composition according to any one of claims 1 to 7.
9. A laminated film comprising a substrate and a cured film formed of the fluororesin composition according to any one of claims 1 to 7 on the substrate.
10. The laminated film according to claim 9, further comprising a protective film on the cured film.
11. The laminated film according to claim 9 or 10, wherein the base material is a resin film.
12. The laminated film according to claim 9 or 10, further comprising an adhesive layer on a surface of the base material opposite to the cured film.
13. The laminated film according to claim 9 or 10, which is used for a paint protective film.
14. The laminated film according to claim 9 or 10, which is used for a lamp lens of a vehicle.
15. A structure comprising a support and the laminated film according to any one of claims 9 to 14 laminated on the support.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2020102294 | 2020-06-12 | ||
| JP2020-102294 | 2020-06-12 | ||
| PCT/JP2021/019899 WO2021251135A1 (en) | 2020-06-12 | 2021-05-26 | Fluororesin composition, cured coating film, layered film, and structural body |
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| Publication Number | Publication Date |
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| CN115427501A CN115427501A (en) | 2022-12-02 |
| CN115427501B true CN115427501B (en) | 2024-03-26 |
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| CN202180029894.5A Active CN115427501B (en) | 2020-06-12 | 2021-05-26 | Fluororesin composition, cured coating film, laminated film, and structure |
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| JP (1) | JP7403649B2 (en) |
| CN (1) | CN115427501B (en) |
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| WO (1) | WO2021251135A1 (en) |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63117073A (en) * | 1986-11-05 | 1988-05-21 | Dainippon Ink & Chem Inc | Curable resin composition |
| JPH07228819A (en) * | 1994-02-18 | 1995-08-29 | Asahi Glass Co Ltd | Fluorine-containing curable coating composition |
| CN105264010A (en) * | 2013-06-13 | 2016-01-20 | 大金工业株式会社 | Fluorine resin composition, coating film, and article |
| JP2018167574A (en) * | 2017-03-30 | 2018-11-01 | 東レフィルム加工株式会社 | Self-repairing laminate and protective film |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2787326B2 (en) * | 1989-03-03 | 1998-08-13 | 関西ペイント株式会社 | Curable composition |
| JPH08174775A (en) * | 1994-12-22 | 1996-07-09 | Toyo Ink Mfg Co Ltd | Polymer film and base film for liquid crystal display |
| TWI478365B (en) * | 2008-06-23 | 2015-03-21 | Asahi Glass Co Ltd | Solar battery module with backplane and solar module |
| JP5744410B2 (en) * | 2010-03-25 | 2015-07-08 | 日本フッソ工業株式会社 | COATING COMPOSITION, COATING MANUFACTURING METHOD USING SAME, AND COATING BODY |
| JP2014030998A (en) * | 2012-07-11 | 2014-02-20 | Daikin Ind Ltd | Laminate |
| WO2018143029A1 (en) * | 2017-02-03 | 2018-08-09 | ダイキン工業株式会社 | Composition and coating film |
-
2021
- 2021-05-26 TW TW110119097A patent/TW202204536A/en unknown
- 2021-05-26 WO PCT/JP2021/019899 patent/WO2021251135A1/en active Application Filing
- 2021-05-26 CN CN202180029894.5A patent/CN115427501B/en active Active
- 2021-05-26 JP JP2022530115A patent/JP7403649B2/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63117073A (en) * | 1986-11-05 | 1988-05-21 | Dainippon Ink & Chem Inc | Curable resin composition |
| JPH07228819A (en) * | 1994-02-18 | 1995-08-29 | Asahi Glass Co Ltd | Fluorine-containing curable coating composition |
| CN105264010A (en) * | 2013-06-13 | 2016-01-20 | 大金工业株式会社 | Fluorine resin composition, coating film, and article |
| JP2018167574A (en) * | 2017-03-30 | 2018-11-01 | 東レフィルム加工株式会社 | Self-repairing laminate and protective film |
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| Publication number | Publication date |
|---|---|
| JPWO2021251135A1 (en) | 2021-12-16 |
| WO2021251135A1 (en) | 2021-12-16 |
| JP7403649B2 (en) | 2023-12-22 |
| CN115427501A (en) | 2022-12-02 |
| TW202204536A (en) | 2022-02-01 |
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