JP6656427B2 - 水性塗料組成物及び複層塗膜形成方法 - Google Patents
水性塗料組成物及び複層塗膜形成方法 Download PDFInfo
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- JP6656427B2 JP6656427B2 JP2018563225A JP2018563225A JP6656427B2 JP 6656427 B2 JP6656427 B2 JP 6656427B2 JP 2018563225 A JP2018563225 A JP 2018563225A JP 2018563225 A JP2018563225 A JP 2018563225A JP 6656427 B2 JP6656427 B2 JP 6656427B2
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- HXSACZWWBYWLIS-UHFFFAOYSA-N oxadiazine-4,5,6-trione Chemical class O=C1ON=NC(=O)C1=O HXSACZWWBYWLIS-UHFFFAOYSA-N 0.000 description 1
- FCBQCNJKXDUDPV-UHFFFAOYSA-N oxaldehyde;phenol Chemical compound O=CC=O.OC1=CC=CC=C1 FCBQCNJKXDUDPV-UHFFFAOYSA-N 0.000 description 1
- OVCLQKCMBAVJEG-UHFFFAOYSA-N oxepine-2,7-dione Chemical compound O=C1C=CC=CC(=O)O1 OVCLQKCMBAVJEG-UHFFFAOYSA-N 0.000 description 1
- 150000002923 oximes Chemical class 0.000 description 1
- FIWHJQPAGLNURC-UHFFFAOYSA-N oxiran-2-ylmethyl 7,7-dimethyloctanoate Chemical compound CC(C)(C)CCCCCC(=O)OCC1CO1 FIWHJQPAGLNURC-UHFFFAOYSA-N 0.000 description 1
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 description 1
- 150000002924 oxiranes Chemical class 0.000 description 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- 229920002866 paraformaldehyde Polymers 0.000 description 1
- SAVYECUTZSIDDX-UHFFFAOYSA-N penta-1,4-dien-3-yloxysilane Chemical compound C(=C)C(O[SiH3])C=C SAVYECUTZSIDDX-UHFFFAOYSA-N 0.000 description 1
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 1
- 125000005010 perfluoroalkyl group Chemical group 0.000 description 1
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 description 1
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229960005323 phenoxyethanol Drugs 0.000 description 1
- XVNKRRXASPPECQ-UHFFFAOYSA-N phenyl n-phenylcarbamate Chemical compound C=1C=CC=CC=1OC(=O)NC1=CC=CC=C1 XVNKRRXASPPECQ-UHFFFAOYSA-N 0.000 description 1
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 1
- 150000004714 phosphonium salts Chemical class 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920006122 polyamide resin Polymers 0.000 description 1
- 229920005668 polycarbonate resin Polymers 0.000 description 1
- 239000004431 polycarbonate resin Substances 0.000 description 1
- 229920005906 polyester polyol Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920006389 polyphenyl polymer Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- DJEHXEMURTVAOE-UHFFFAOYSA-M potassium bisulfite Chemical compound [K+].OS([O-])=O DJEHXEMURTVAOE-UHFFFAOYSA-M 0.000 description 1
- 229940099427 potassium bisulfite Drugs 0.000 description 1
- 235000010259 potassium hydrogen sulphite Nutrition 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- 239000002987 primer (paints) Substances 0.000 description 1
- FZYCEURIEDTWNS-UHFFFAOYSA-N prop-1-en-2-ylbenzene Chemical compound CC(=C)C1=CC=CC=C1.CC(=C)C1=CC=CC=C1 FZYCEURIEDTWNS-UHFFFAOYSA-N 0.000 description 1
- RLJWTAURUFQFJP-UHFFFAOYSA-N propan-2-ol;titanium Chemical compound [Ti].CC(C)O.CC(C)O.CC(C)O.CC(C)O RLJWTAURUFQFJP-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- ULWHHBHJGPPBCO-UHFFFAOYSA-N propane-1,1-diol Chemical compound CCC(O)O ULWHHBHJGPPBCO-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229960003351 prussian blue Drugs 0.000 description 1
- 239000013225 prussian blue Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 229940005657 pyrophosphoric acid Drugs 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000007761 roller coating Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229940116353 sebacic acid Drugs 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 239000011669 selenium Substances 0.000 description 1
- 150000003349 semicarbazides Chemical class 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- 125000005372 silanol group Chemical group 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000010454 slate Substances 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- MNCGMVDMOKPCSQ-UHFFFAOYSA-M sodium;2-phenylethenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C=CC1=CC=CC=C1 MNCGMVDMOKPCSQ-UHFFFAOYSA-M 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000008117 stearic acid Substances 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
- 239000001384 succinic acid Substances 0.000 description 1
- 229960002317 succinimide Drugs 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- WMXCDAVJEZZYLT-UHFFFAOYSA-N tert-butylthiol Chemical compound CC(C)(C)S WMXCDAVJEZZYLT-UHFFFAOYSA-N 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- UFDHBDMSHIXOKF-UHFFFAOYSA-N tetrahydrophthalic acid Natural products OC(=O)C1=C(C(O)=O)CCCC1 UFDHBDMSHIXOKF-UHFFFAOYSA-N 0.000 description 1
- VXUYXOFXAQZZMF-UHFFFAOYSA-N tetraisopropyl titanate Substances CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 description 1
- 210000003813 thumb Anatomy 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- SGCFZHOZKKQIBU-UHFFFAOYSA-N tributoxy(ethenyl)silane Chemical compound CCCCO[Si](OCCCC)(OCCCC)C=C SGCFZHOZKKQIBU-UHFFFAOYSA-N 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- 125000002889 tridecyl 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])[H] 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- YUYCVXFAYWRXLS-UHFFFAOYSA-N trimethoxysilane Chemical compound CO[SiH](OC)OC YUYCVXFAYWRXLS-UHFFFAOYSA-N 0.000 description 1
- JPPHEZSCZWYTOP-UHFFFAOYSA-N trimethoxysilylmethyl prop-2-enoate Chemical compound CO[Si](OC)(OC)COC(=O)C=C JPPHEZSCZWYTOP-UHFFFAOYSA-N 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 150000003739 xylenols Chemical class 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 239000004246 zinc acetate Substances 0.000 description 1
- 229960000314 zinc acetate Drugs 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 235000014692 zinc oxide Nutrition 0.000 description 1
- LRXTYHSAJDENHV-UHFFFAOYSA-H zinc phosphate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O LRXTYHSAJDENHV-UHFFFAOYSA-H 0.000 description 1
- 229910000165 zinc phosphate Inorganic materials 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- 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
- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
- C09D167/06—Unsaturated polyesters having carbon-to-carbon unsaturation
- C09D167/07—Unsaturated polyesters having carbon-to-carbon unsaturation having terminal carbon-to-carbon unsaturated bonds
-
- 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
- C09D151/00—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers
- C09D151/08—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D1/00—Processes for applying liquids or other fluent materials
- B05D1/36—Successively applying liquids or other fluent materials, e.g. without intermediate treatment
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D3/00—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials
- B05D3/02—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by baking
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D7/00—Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials
- B05D7/24—Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials for applying particular liquids or other fluent materials
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D7/00—Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials
- B05D7/50—Multilayers
- B05D7/56—Three layers or more
- B05D7/57—Three layers or more the last layer being a clear coat
- B05D7/572—Three layers or more the last layer being a clear coat all layers being cured or baked together
-
- 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
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/01—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to unsaturated polyesters
-
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/91—Polymers modified by chemical after-treatment
- C08G63/914—Polymers modified by chemical after-treatment derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/916—Dicarboxylic acids and dihydroxy compounds
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- Paints Or Removers (AREA)
- Laminated Bodies (AREA)
Description
アクリル変性ポリエステル樹脂(A)は、アクリル部を構成するモノマー成分として、重量平均分子量400以上のポリオキシアルキレン基含有不飽和モノマーを含有し、ポリエステル部を構成する成分のうち、炭素原子数6以上の化合物の割合が、ポリエステル部を構成する成分の総量に対して50質量%以上である。
上記芳香族多塩基酸としては、フタル酸、イソフタル酸、トリメリット酸を使用することが好ましい。
CH2=CR1COO(AO)PR2 (I)
で表される不飽和モノマーを好適に使用することができる。オキシアルキレン単位としては、オキシエチレン単位、オキシプロピレン単位、オキシテトラメチレン単位を構成単位として有するモノマーが好ましい。〔式中、AOは、炭素数2〜4のオキシアルキレン単位を示す。但し、p個のオキシアルキレン単位は、同一でも異なってもよい。オキシアルキレン単位が異なる場合は、ブロック付加、ランダム付加、及び交互付加のいずれでもよい。R1は水素原子又はメチル基、pは1〜50の整数、R2は水素原子、炭素数1〜20のアルキル基、又は炭素数1〜9のアルキル基で置換されていてもよいフェニル基を示す。〕
また、アクリル変性ポリエステル樹脂(A)のアクリル部におけるポリオキシアルキレン基含有モノマーの含有量は、アクリル変性ポリエステル樹脂(A)に対しては、1〜5質量%、特に、1.5〜5質量%、さらに特に、2〜5質量%の範囲内であることが好ましい。
(i)アルキル又はシクロアルキル(メタ)アクリレート:例えば、メチル(メタ)アクリレート、エチル(メタ)アクリレート、n−プロピル(メタ)アクリレート、イソプロピル(メタ)アクリレート、n−ブチル(メタ)アクリレート、イソブチル(メタ)アクリレート、tert−ブチル(メタ)アクリレート、n−ヘキシル(メタ)アクリレート、n−オクチル(メタ)アクリレート、2−エチルヘキシル(メタ)アクリレート、ノニル(メタ)アクリレート、トリデシル(メタ)アクリレート、ラウリル(メタ)アクリレート、ステアリル(メタ)アクリレート、イソステアリル(メタ)アクリレート、シクロヘキシル(メタ)アクリレート、メチルシクロヘキシル(メタ)アクリレート、t−ブチルシクロヘキシル(メタ)アクリレート、シクロドデシル(メタ)アクリレート、トリシクロデカニル(メタ)アクリレート等。
(iii)アダマンチル基を有する不飽和モノマー:アダマンチル(メタ)アクリレート等。
(iv)トリシクロデセニル基を有する不飽和モノマー:トリシクロデセニル(メタ)アクリレート等。
(v)芳香環含有不飽和モノマー:ベンジル(メタ)アクリレート、スチレン、α−メチルスチレン、ビニルトルエン等。
(vii)フッ素化アルキル基を有する不飽和モノマー:パーフルオロブチルエチル(メタ)アクリレート、パーフルオロオクチルエチル(メタ)アクリレート等のパーフルオロアルキル(メタ)アクリレート;フルオロオレフィン等。
(viii)マレイミド基等の光重合性官能基を有する不飽和モノマー。
(ix)ビニル化合物:N−ビニルピロリドン、エチレン、ブタジエン、クロロプレン、プロピオン酸ビニル、酢酸ビニル等。
(x)カルボキシル基含有不飽和モノマー:(メタ)アクリル酸、マレイン酸、クロトン酸、β−カルボキシエチルアクリレート等。
(xii)含窒素不飽和モノマー:(メタ)アクリロニトリル、(メタ)アクリルアミド、N,N−ジメチルアミノエチル(メタ)アクリレート、N,N−ジエチルアミノエチル(メタ)アクリレート、N,N−ジメチルアミノプロピル(メタ)アクリルアミド、メチレンビス(メタ)アクリルアミド、エチレンビス(メタ)アクリルアミド、グリシジル(メタ)アクリレートとアミン化合物との付加物等。
(xviii)不飽和基を1分子中に2個以上有する不飽和モノマー:アリル(メタ)アクリレート、1,6−ヘキサンジオールジ(メタ)アクリレート等。
(xiv)エポキシ基含有不飽和モノマー:グリシジル(メタ)アクリレート、β−メチルグリシジル(メタ)アクリレート、3,4−エポキシシクロヘキシルメチル(メタ)アクリレート、3,4−エポキシシクロヘキシルエチル(メタ)アクリレート、3,4−エポキシシクロヘキシルプロピル(メタ)アクリレート、アリルグリシジルエーテル等。
(xv)スルホン酸基を有する不飽和モノマー:2−アクリルアミド−2−メチルプロパンスルホン酸、2−スルホエチル(メタ)アクリレート、アリルスルホン酸、4−スチレンスルホン酸等;これらスルホン酸のナトリウム塩及びアンモニウム塩等。
(xvii)紫外線吸収性官能基を有する不飽和モノマー:2−ヒドロキシ−4−(3−メタクリロイルオキシ−2−ヒドロキシプロポキシ)ベンゾフェノン、2−ヒドロキシ−4−(3−アクリロイルオキシ−2−ヒドロキシプロポキシ)ベンゾフェノン、2,2' −ジヒドロキシ−4−(3−メタクリロイルオキシ−2−ヒドロキシプロポキシ)ベンゾフェノン、2,2' −ジヒドロキシ−4−(3−アクリロイルオキシ−2−ヒドロキシプロポキシ)ベンゾフェノン、2−(2' −ヒドロキシ−5' −メタクリロイルオキシエチルフェニル)−2H−ベンゾトリアゾール等。
(xix)カルボニル基を有する不飽和モノマー:アクロレイン、ダイアセトンアクリルアミド、ダイアセトンメタクリルアミド、アセトアセトキシエチルメタクリレート、ホルミルスチロール、4〜7個の炭素原子を有するビニルアルキルケトン(例えば、ビニルメチルケトン、ビニルエチルケトン、ビニルブチルケトン)等。
また、本明細書において、「(メタ)アクリレート」は、アクリレート又はメタクリレートを意味する。「(メタ)アクリル酸」は、アクリル酸又はメタクリル酸を意味する。
また、「(メタ)アクリロイル」は、アクリロイル又はメタクリロイルを意味する。また、「(メタ)アクリルアミド」は、アクリルアミド又はメタクリルアミドを意味する。
(x)カルボキシル基含有不飽和モノマー、及び(v)芳香環含有不飽和モノマーを使用する場合、その使用割合は不飽和モノマーの総量(アクリル構成成分総量)に対して、
(x)カルボキシル基含有不飽和モノマーが1〜40質量%、特に、5〜40質量%、さらに特に、10〜40質量%の範囲内、
(v)芳香環含有不飽和モノマーが1〜30質量%、特に、5〜30質量%、さらに特に、10〜30質量%の範囲内であることが好ましい。
具体的には、例えば、反応容器中に不飽和基含有ポリエステル樹脂、不飽和モノマー、ラジカル開始剤及び必要に応じて連鎖移動剤を添加し、90〜160℃で1〜5時間加熱することにより合成することができる。また、反応温度の制御の点から、反応容器中に不飽和基含有ポリエステル樹脂を先に仕込み、他の原材料を時間をかけながら添加することもできる。
アクリル部の水酸基価は、0〜70mgKOH/g、特に、0〜50mgKOH/g、さらに特に、0〜30mgKOH/gの範囲内であることが好ましい。
ポリエステル部の水酸基価は、20〜200mgKOH/g、特に、30〜150mgKOH/g、さらに特に、30〜120mgKOH/gの範囲内であることが好ましい。
アクリル部の酸価は、50〜500mgKOH/g、特に、80〜400mgKOH/g、さらに特に、100〜300mgKOH/gの範囲内であることが好ましい。
ポリエステル部の酸価は、0〜20mgKOH/g、特に、0〜15mgKOH/g、さらに特に、0〜10mgKOH/gの範囲内であることが好ましい。
なお、本明細書において、平均分子量は、ゲルパーミエーションクロマトグラフ(GPC)を用いて測定した保持時間(保持容量)を、同一条件で測定した分子量既知の標準ポリスチレンの保持時間(保持容量)によりポリスチレンの分子量に換算して求めた値である。具体的には、ゲルパーミエーションクロマトグラフ装置として、「HLC−8120GPC」(商品名、東ソー社製)を使用し、カラムとして、「TSKgel G4000HXL」、「TSKgel G3000HXL」、「TSKgel G2500HXL」及び「TSKgel G2000HXL」(商品名、いずれも東ソー社製)の計4本を使用し、検出器として、示差屈折率計を使用し、移動相:テトラヒドロフラン、測定温度:40℃、流速:1mL/minの条件下で測定することができる。
上記有機溶剤としては、アルコール系溶剤、エーテル系溶剤等が好ましい。具体的には、例えば、n−ブタノール等のアルコール系溶剤;エチレングリコールモノブチルエーテル、エチレングリコールモノイソプロピルエーテル、エチレングリコールモノメチルエーテル、プロピレングリコールモノメチルエーテル、ジエチレングリコールモノエチルエーテル等のエーテル系溶剤等を挙げることができる。また、酢酸エチル、酢酸ブチル等のエステル系溶剤、メチルエチルケトン、シクロヘキサノン等のケトン系溶剤、トルエン、キシレン等の芳香族炭化水素系溶剤等も使用することができる。
これらのうち、第1級モノアミン化合物、第2級モノアミン化合物、第3級モノアミン化合物、ポリアミン化合物を使用するのが好ましい。
ポリエステル樹脂(D−2)が酸基を有する場合、その酸価は、塗膜の耐水性及び付着性の観点から、5〜100mgKOH/g、特に10〜60mgKOH/gであるのが好ましい。
ポリエステル樹脂(D−2)の数平均分子量は、塗膜の耐水性及び硬化性の観点から、1000〜100000、特に1000〜50000であるのが好ましい。
中和剤としては、前記アクリル樹脂(D−1)で例示したものを同様に使用することができる。
架橋剤(B)は、必要に応じて含有させることができ、特に制限されるものではないが、アクリル変性ポリエステル樹脂(A)が架橋反応性基を有する場合の架橋反応性基、反応性基含有樹脂(D)が有する反応性基に応じて、該反応性基と反応性を有する架橋剤を使用することができる。
ポリイソシアネート化合物としては、例えば、具体的には、脂肪族ポリイソシアネート、脂環族ポリイソシアネート、芳香脂肪族ポリイソシアネート、芳香族ポリイソシアネート及びこれらポリイソシアネートの誘導体等を挙げることができる。
ポリイソシアネート化合物は、例えば、水酸基或いはアミノ基を含有する樹脂の架橋剤として使用することができる。
ポリヒドラジド化合物は、例えば、カルボニル基を含有する樹脂の架橋剤として使用することができる。
ポリセミカルバジド化合物は、例えば、カルボニル基を含有する樹脂の架橋剤として使用することができる。
カルボジイミド基化合物は、例えば、カルボキシル基を含有する樹脂の架橋剤として使用することができる。
オキサゾリン基を有する重合性不飽和モノマーとしては、例えば、2−ビニル−2−オキサゾリン、2−ビニル−4−メチル−2−オキサゾリン、2−ビニル−5−メチル−2−オキサゾリン、2−イソプロペニル−2−オキサゾリン、2−イソプロペニル−4−メチル−2−オキサゾリン、2−イソプロペニル−5−エチル−2−オキサゾリン等を挙げることができる。
エポキシ化合物は、例えば、酸基又はアミノ基を含有する樹脂の架橋剤として使用することができる。
ポリカルボン酸は、例えば、エポキシ基又はカルボジイミド基含有樹脂の架橋剤として使用することができる。
エポキシリン酸エステル化合物(C)は、通常、エポキシ樹脂にリン酸化合物を付加することにより得られるものであり、分子中に水酸基とリン酸残基を有するものである。
本発明の水性塗料組成物中のアクリル変性ポリエステル樹脂(A)、反応性基含有樹脂(D)、及び架橋剤(B)の量は、(A)成分、(D)成分、及び(B)成分の樹脂固形分総量を基準として、アクリル変性ポリエステル樹脂(A)が10〜65質量%、好ましくは10〜60質量%、さらに好ましくは15〜55質量%の範囲内であり、反応性基含有樹脂(D)が0〜85質量%、好ましくは0〜80質量%、さらに好ましくは10〜65質量%の範囲内であり、架橋剤(B)が、5〜60質量%、好ましくは10〜50質量%、さらに好ましくは20〜45質量%の範囲内であるのが適している。
また、これらにより形成される自動車、二輪車、コンテナ等の各種車両の車体、建材等であってもよい。
また、これらの被塗物はあらかじめ、下塗塗装(例えばカチオン電着塗装、プライマー塗装等)を行なったものであってもよい。
適正粘度は、塗料組成により異なるが、例えば、B型粘度計6回転の測定条件で、20℃において、通常1000〜7000mPa・s程度、好ましくは2000〜5000mPa・s程度の粘度である。
工程(1):水性第1着色塗料(X)を塗装して第1着色塗膜を形成する工程、
工程(2):前記工程(1)で形成された第1着色塗膜上に、水性第2着色塗料(Y)を塗装して第2着色塗膜を形成する工程、
工程(3):前記工程(2)で形成された第2着色塗膜上に、クリヤ塗料(Z)を塗装してクリヤ塗膜を形成する工程、及び
工程(4):前記工程(1)〜(3)で形成された第1着色塗膜、第2着色塗膜及びクリヤ塗膜を一度に加熱硬化する工程、
を順次行なう複層塗膜形成方法であって、該水性第1着色塗料(X)が、本発明の水性塗料組成物である複層塗膜形成方法である。
本発明の複層塗膜形成方法によれば、まず、被塗物上に、水性第1着色塗料(X)として、本発明の水性塗料組成物が塗装される。被塗物は前述のとおりである。水性第1着色塗料(X)の塗布量は、硬化膜厚として、通常、5〜40μm、好ましくは7〜30μm、さらに好ましくは10〜25μmとなる量であるのが好ましい。
上記工程(1)で形成される水性第1着色塗料(X)による未硬化塗膜(第1着色塗膜)上には、次いで、水性第2着色塗料(Y)が塗装される。
本発明の複層塗膜形成方法においては、上記工程(2)で形成される水性第2着色塗料(Y)による未硬化塗膜(第2着色塗膜)上に、クリヤ塗料(Z)が塗装される。
本発明の複層塗膜形成方法においては、上記工程(1)〜(3)で形成される未硬化の第1着色塗膜、未硬化の第2着色塗膜及び未硬化のクリヤ塗膜を、同時に加熱硬化する。
製造例1
温度計、サーモスタット、攪拌機、加熱装置及び精留塔を具備した反応装置に、イソフタル酸19.0部、アジピン酸32.4部、無水マレイン酸0.7部、及び1,6−ヘキサンジオール45.1部を仕込み、攪拌しながら160℃まで昇温した。次いで、内容物を160℃から230℃まで3.5時間かけて徐々に昇温し、精留塔を通して生成した縮合水を留去した。230℃で90分間反応を続けた後、精留塔を水分離器と置換し、内容物にトルエン約4部を加え、水とトルエンを共沸させて縮合水を除去した。トルエン添加の1時間後から酸価の測定を開始し、酸価が6未満になったことを確認して加熱を停止し、トルエンを減圧除去した後、ジプロピレングリコールモノメチルエーテル20部を加え希釈し、メトキシポリエチレングリコールメタクリレート(Mw1000)2.1部を加えた。
組成を下記表1に示すように変更する以外は、製造例1と同様にして各アクリル変性ポリエステル樹脂(A2)〜(A17)及び(A19)の水分散体を得た。
温度計、サーモスタット、攪拌装置、還流冷却器及び水分離器を備えた反応容器に、トリメチロールプロパン22.3部、ネオペンチルグリコール12.9部、2−ブチル−2−エチル−1,3−プロパンジオール19.6部、アジピン酸19.1部及びイソフタル酸33.9部を仕込み、攪拌しながら160℃まで昇温した。次いで、内容物を160℃から230℃まで3.5時間かけて徐々に昇温し、精留塔を通して生成した縮合水を留去した。230℃で90分間反応を続けた後、精留塔を水分離器と置換し、内容物にトルエン約4部を加え、水とトルエンを共沸させて縮合水を除去した。トルエン添加の1時間後から酸価の測定を開始し、酸価が6未満になったことを確認して加熱を停止し、トルエンを減圧除去した後、170℃まで冷却した。その後、無水トリメリット酸4.3部を添加し、170℃で30分間付加反応を行った後、ジプロピレングリコールモノメチルエーテル20部を添加して希釈した。
なお、アクリル変性ポリエステル樹脂(A16)、(A17)及び(A19)の各水分散体は比較例用である。
また、ポリエステル樹脂(A18)の水分散体は比較例用である。ポリエステル樹脂(A18)は、便宜上、以下の表1中では、アクリル変性ポリエステル樹脂(A)欄にA18として記載している。
製造例20
温度計、サーモスタット、撹拌装置、還流冷却器、窒素導入管及び滴下装置を備えた反応容器に、プロピレングリコールモノプロピルエーテル30部を仕込み85℃に昇温後、スチレン6部、メチルメタクリレート30部、n−ブチルアクリレート25部、2−エチルヘキシルアクリレート20部、4−ヒドロキシブチルアクリレート13部、アクリル酸6部、プロピレングリコールモノプロピルエーテル10部及び2,2’−アゾビス(2,4−ジメチルバレロニトリル)2部の混合物を4時間かけてフラスコに滴下し、滴下終了後1時間熟成した。その後さらにプロピレングリコールモノプロピルエーテル5部及び2,2’−アゾビス(2,4−ジメチルバレロニトリル)1部の混合物を1時間かけてフラスコに滴下し、滴下終了後1時間熟成した。さらに2−(ジメチルアミノ)エタノール7.4部を添加して中和し、脱イオン水を徐々に添加することにより、固形分濃度40%の水酸基含有アクリル樹脂(D1)溶液を得た。得られた水酸基含有アクリル樹脂の酸価は47mgKOH/g、水酸基価は51mgKOH/g、重量平均分子量は50000であった。
実施例1
製造例1で得たアクリル変性ポリエステル樹脂(A1)溶液50部(樹脂固形分20部)、「JR−806」(商品名、テイカ社製、ルチル型二酸化チタン)80部、「カーボンMA−100」(商品名、三菱化学社製、カーボンブラック)1部、「バリエースB−35」(商品名、堺化学工業社製、硫酸バリウム粉末、平均一次粒子径0.5μm)15部、「MICRO ACE S−3」(商品名、日本タルク社製、タルク粉末、平均一次粒子径4.8μm)5部及び脱イオン水20部を混合し、2−(ジメチルアミノ)エタノールでpH8.5に調整した後、ペイントシェーカーで30分間分散して顔料分散ペーストを得た。
エポキシリン酸エステル化合物(C1):DER621−PP50:ダウケミカル社製、商品名、エポキシリン酸エステル化合物、酸価45mgKOH/g、固形分50.0%
エポキシリン酸エステル化合物(C2):DER621−EB50:ダウケミカル社製、商品名、エポキシリン酸エステル化合物、酸価35mgKOH/g、固形分50.0%
エポキシリン酸エステル化合物(C3):XU−7189.00:ダウケミカル社製、商品名、エポキシリン酸エステル化合物、酸価9.8mgKOH/g、固形分50.0%。
実施例1において、アクリル変性ポリエステル樹脂及び配合組成を下記表2に示すとおりとする以外は、実施例1と同様にして、pH8.5、固形分濃度50質量%、20℃におけるB型粘度計6回転測定条件での粘度が3000mPa・sである各水性第1着色塗料No.2〜26を得た。
尚、水性第1着色塗料No.21〜26は比較例であり、表2は固形分表示である。
実施例1〜20及び比較例1〜6で得られた各水性第1着色塗料No.1〜26について、以下の評価試験を行った。評価結果を下記表3に示す。
貯蔵安定性:30℃で30日間貯蔵後の、B型粘度計による6回転粘度の初期粘度からの変化率を評価した。増減粘50%以内であれば実用レベルである。
ΔB6(%)=100×(貯蔵後粘度−初期粘度)/初期粘度
また、試験板の作成は以下の様に実施し、仕上り外観(鮮映性)、耐チッピング性及び耐水付着性の評価を行った。
リン酸亜鉛化成処理を施した冷延鋼板に、「エレクロンGT−10」(商品名、関西ペイント社製、カチオン電着塗料)を乾燥膜厚20μmとなるように電着塗装し、170℃で30分間加熱して硬化させて試験用被塗物とした。
上記試験用被塗物に、各水性第1着色塗料を、回転霧化型の静電塗装機を用いて、硬化膜厚40μmとなるように静電塗装し、5分間放置後、80℃で3分間プレヒートを行なった後、さらに該第1着色塗膜上に水性第2着色塗料として「WBC−713T No.1F7」(商品名、関西ペイント社製、アクリルメラミン樹脂系水性ベースコート塗料、シルバー塗色)を、回転霧化型の静電塗装機を用いて、硬化膜厚15μmとなるように静電塗装し、第2着色塗膜を形成した。3分間放置後、80℃で3分間プレヒートを行なった後、該未硬化の第2着色塗膜上に、「マジクロンKINO−1210」(商品名、関西ペイント社製、アクリル樹脂系溶剤型上塗りクリヤ塗料)を硬化膜厚が35μmとなるように静電塗装し、クリヤ塗膜を形成した。7分間放置した後、140℃で30分間加熱して、上記第1着色塗膜、第2着色塗膜及びクリヤ塗膜を硬化させることにより各試験塗板を作製した。
◎:キズの大きさが極めて小さく、電着面や素地の鋼板が露出していない
○:キズの大きさが小さく、電着面や素地の鋼板が露出していない
△:キズの大きさは小さいが、電着面や素地の鋼板が露出している
×:キズの大きさはかなり大きく、素地の鋼板も大きく露出している。
Claims (7)
- アクリル部とポリエステル部とを有するアクリル変性ポリエステル樹脂(A)、
架橋剤(B)、及び
エポキシリン酸エステル化合物(C)、
を含有する水性塗料組成物であって、
前記アクリル変性ポリエステル樹脂(A)は、前記アクリル部を構成するモノマー成分として、重量平均分子量400以上のポリオキシアルキレン基含有不飽和モノマーを含有し、
前記ポリエステル部を構成する成分のうち、炭素原子数6以上の化合物の割合が、前記ポリエステル部を構成する成分の総量に対して、50質量%以上であり、
前記エポキシリン酸エステル化合物(C)の含有量が、(A)及び(B)の固形分合計100質量部に対して0.1〜10質量部である、水性塗料組成物。 - 前記ポリエステル部を構成する成分のうちの前記炭素原子数6以上の化合物が、炭素原子数4以上のアルキレン基を有する化合物である、請求項1に記載の水性塗料組成物。
- 前記アクリル変性ポリエステル樹脂(A)の前記アクリル部と前記ポリエステル部の比率が、前記アクリル変性ポリエステル樹脂(A)(アクリル部とポリエステル部の総量)に対して、アクリル部が5〜40質量%、ポリエステル部が60〜95質量%である、請求項1又は2に記載の水性塗料組成物。
- 前記エポキシリン酸エステル化合物(C)が、分子中に水酸基とリン酸残基を有するものである、請求項1ないし3のいずれか1項に記載の水性塗料組成物。
- 請求項1ないし4のいずれか1項に記載の水性塗料組成物の塗膜を有する物品。
- 被塗物に、下記の工程(1)〜(4)、
工程(1):水性第1着色塗料(X)を塗装して第1着色塗膜を形成する工程、
工程(2):前記工程(1)で形成された第1着色塗膜上に、水性第2着色塗料(Y)を塗装して第2着色塗膜を形成する工程、
工程(3):前記工程(2)で形成された第2着色塗膜上に、クリヤ塗料(Z)を塗装してクリヤ塗膜を形成する工程、及び
工程(4):前記工程(1)〜(3)で形成された第1着色塗膜、第2着色塗膜及びクリヤ塗膜を一度に加熱硬化する工程、
を順次行なう複層塗膜形成方法であって、
前記水性第1着色塗料(X)が、請求項1ないし4のいずれか1項に記載の水性塗料組成物である、複層塗膜形成方法。 - 前記クリヤ塗料(Z)が、カルボキシル基含有樹脂及びポリエポキシドを含有するか、又は、水酸基含有樹脂及びポリイソシアネート化合物を含有するものである、請求項6記載の複層塗膜形成方法。
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