JP5976001B2 - 塗膜形成方法及び塗装物品 - Google Patents
塗膜形成方法及び塗装物品 Download PDFInfo
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- JP5976001B2 JP5976001B2 JP2013536156A JP2013536156A JP5976001B2 JP 5976001 B2 JP5976001 B2 JP 5976001B2 JP 2013536156 A JP2013536156 A JP 2013536156A JP 2013536156 A JP2013536156 A JP 2013536156A JP 5976001 B2 JP5976001 B2 JP 5976001B2
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- coating film
- hydroxyl group
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- resin
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- 238000000576 coating method Methods 0.000 title claims description 146
- 239000011248 coating agent Substances 0.000 title claims description 142
- 238000000034 method Methods 0.000 title claims description 67
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 107
- 239000003973 paint Substances 0.000 claims description 101
- 239000000178 monomer Substances 0.000 claims description 96
- -1 amidine compound Chemical class 0.000 claims description 76
- 239000005056 polyisocyanate Substances 0.000 claims description 64
- 229920001228 polyisocyanate Polymers 0.000 claims description 64
- 150000001875 compounds Chemical class 0.000 claims description 63
- 229920000178 Acrylic resin Polymers 0.000 claims description 57
- 239000004925 Acrylic resin Substances 0.000 claims description 57
- 238000004519 manufacturing process Methods 0.000 claims description 41
- 239000003054 catalyst Substances 0.000 claims description 35
- 229910052751 metal Inorganic materials 0.000 claims description 34
- 239000002184 metal Substances 0.000 claims description 33
- 150000002736 metal compounds Chemical class 0.000 claims description 28
- 125000002524 organometallic group Chemical group 0.000 claims description 23
- 229910052725 zinc Inorganic materials 0.000 claims description 15
- 239000011701 zinc Substances 0.000 claims description 15
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 13
- 229910017052 cobalt Inorganic materials 0.000 claims description 9
- 239000010941 cobalt Substances 0.000 claims description 9
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 9
- 239000011133 lead Substances 0.000 claims description 9
- 229910052718 tin Inorganic materials 0.000 claims description 9
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 8
- 229910052797 bismuth Inorganic materials 0.000 claims description 8
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 8
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 7
- 229910052782 aluminium Inorganic materials 0.000 claims description 7
- 230000015572 biosynthetic process Effects 0.000 claims description 6
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 claims description 6
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 6
- 229910052719 titanium Inorganic materials 0.000 claims description 6
- 239000010936 titanium Substances 0.000 claims description 6
- 229910052750 molybdenum Inorganic materials 0.000 claims description 5
- 229910052726 zirconium Inorganic materials 0.000 claims description 5
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 4
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 3
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 3
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 claims description 3
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- 239000000049 pigment Substances 0.000 description 48
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 39
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- 239000000203 mixture Substances 0.000 description 33
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- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 19
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 17
- 150000003839 salts Chemical class 0.000 description 17
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- 125000004432 carbon atom Chemical group C* 0.000 description 15
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 15
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- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 14
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- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 12
- 229910052757 nitrogen Inorganic materials 0.000 description 12
- 239000000243 solution Substances 0.000 description 12
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 11
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 11
- 125000005442 diisocyanate group Chemical group 0.000 description 11
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 11
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 11
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- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 10
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 10
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- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 9
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- 125000003118 aryl group Chemical group 0.000 description 8
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- 229910021641 deionized water Inorganic materials 0.000 description 8
- 230000009477 glass transition Effects 0.000 description 8
- PCHXZXKMYCGVFA-UHFFFAOYSA-N 1,3-diazetidine-2,4-dione Chemical compound O=C1NC(=O)N1 PCHXZXKMYCGVFA-UHFFFAOYSA-N 0.000 description 7
- 239000004721 Polyphenylene oxide Substances 0.000 description 7
- 125000002723 alicyclic group Chemical group 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 7
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 7
- 238000006386 neutralization reaction Methods 0.000 description 7
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 7
- 229920000570 polyether Polymers 0.000 description 7
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 6
- 229910052799 carbon Inorganic materials 0.000 description 6
- 238000007334 copolymerization reaction Methods 0.000 description 6
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 6
- 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 6
- 239000003960 organic solvent Substances 0.000 description 6
- 229920000647 polyepoxide Polymers 0.000 description 6
- 239000003981 vehicle Substances 0.000 description 6
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 5
- 239000005058 Isophorone diisocyanate Substances 0.000 description 5
- 229920000877 Melamine resin Polymers 0.000 description 5
- 239000004640 Melamine resin Substances 0.000 description 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 5
- 229910000831 Steel Inorganic materials 0.000 description 5
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 5
- 125000005370 alkoxysilyl group Chemical group 0.000 description 5
- 125000000217 alkyl group Chemical group 0.000 description 5
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- GQHTUMJGOHRCHB-UHFFFAOYSA-N 2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepine Chemical compound C1CCCCN2CCCN=C21 GQHTUMJGOHRCHB-UHFFFAOYSA-N 0.000 description 4
- 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 4
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
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- 229910019142 PO4 Inorganic materials 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
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- 150000001298 alcohols Chemical class 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 125000002877 alkyl aryl group Chemical group 0.000 description 4
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 4
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- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 4
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- CHJMFFKHPHCQIJ-UHFFFAOYSA-L zinc;octanoate Chemical compound [Zn+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O CHJMFFKHPHCQIJ-UHFFFAOYSA-L 0.000 description 3
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Classifications
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Description
本出願は、2011年9月30日に出願された、日本国特許出願第2011−216585号明細書(その開示全体が参照により本明細書中に援用される)に基づく優先権を主張する。
項1.被塗物上に、少なくとも1層のベースコート塗料(Y)を塗装して少なくとも1層のベースコート塗膜を形成し、
該未硬化の、少なくとも1層のベースコート塗膜上に、クリヤコート塗料(Z)を塗装してクリヤコート塗膜を形成し、
該未硬化の、少なくとも1層のベースコート塗膜及び該未硬化のクリヤコート塗膜を同時に硬化させる複層塗膜形成方法であって、
上記クリヤコート塗料(Z)が、
(A)水酸基価85〜215mgKOH/gである水酸基含有アクリル樹脂、
(B)25℃における粘度が、200〜4000mPa・sの範囲内であるポリイソシアネート化合物、ならびに、
(C)(C1)金属が、亜鉛、錫、ジルコニウム、ビスマス、鉛、コバルト、マンガン、チタン、アルミニウム及びモリブデンからなる群から選ばれる1種である金属化合物及び(C2)アミジン化合物からなる有機金属触媒を含有するものであり、
ポリイソシアネート化合物(B)中のイソシアネート基と、水酸基含有アクリル樹脂(A)中の水酸基との当量比(NCO/OH)が0.8〜1.8の範囲内であることを特徴とする複層塗膜形成方法。
本方法が適用される被塗物としては、特に限定されるものではないが、例えば、冷延鋼板、亜鉛メッキ鋼板、亜鉛合金メッキ鋼板、ステンレス鋼板、錫メッキ鋼板等の鋼板、アルミニウム板、アルミニウム合金板等の金属基材;各種プラスチック素材等を挙げることができる。またこれらにより形成された自動車、二輪車、コンテナ等の各種車両の車体や部品であってもよい。
本発明の複層塗膜形成方法に使用されるベースコート塗料(Y)は、一般に、基体樹脂、架橋剤および顔料等を溶媒中に混合分散することにより調製することができる。ベースコート塗料(Y)としては、近年の環境対応の溶剤量削減の観点から、水性ベースコート塗料(Y1)を好適に使用することができる。
本発明の複層塗膜形成方法において中塗塗膜は必須ではないが、形成させる場合には従来既知の中塗塗料を使用することができ、水性塗料及び有機溶剤型塗料のいずれの形態であってもよい。なお、本明細書において、水性塗料とは、有機溶剤型塗料と対比される用語であって、一般に、水又は水を主成分とする媒体(水性媒体)に、バインダー成分、顔料等を分散及び/又は溶解させた塗料を意味する。
本発明の複層塗膜形成方法に使用されるクリヤコート塗料(Z)は、水酸基含有アクリル樹脂(A)、 ポリイソシアネート化合物(B)ならびに、金属化合物(C1)及びアミジン化合物(C2)からなる有機金属触媒(C)を含有するクリヤコート塗料である。
水酸基含有アクリル樹脂(A)は、(a)水酸基含有重合性不飽和モノマー及び(b)その他の重合性不飽和モノマーからなるモノマー成分を常法により共重合せしめることによって製造することができる。
酸基含有重合性不飽和モノマーは、1分子中に酸基と重合性不飽和結合とをそれぞれ1個有する化合物である。該モノマーとしては、例えば、(メタ)アクリル酸、クロトン酸、イタコン酸、マレイン酸及び無水マレイン酸などのカルボキシル基含有モノマー;ビニルスルホン酸、スルホエチル(メタ)アクリレートなどのスルホン酸基含有モノマー;2−(メタ)アクリロイルオキシエチルアシッドホスフェート、2−(メタ)アクリロイルオキシプロピルアシッドホスフェート、2−(メタ)アクリロイルオキシ−3−クロロプロピルアシッドホスフェート、2−メタクロイルオキシエチルフェニルリン酸などの酸性リン酸エステル系モノマーなどを挙げることができる。これらは1種で又は2種以上を使用することができる。酸基含有重合性不飽和モノマーを使用する場合、アクリル樹脂(A)の酸価が、0.5〜30mgKOH/g程度、特に1〜20mgKOH/g程度となる量とすることが好ましい。
具体的には、メチル(メタ)アクリレート、エチル(メタ)アクリレート、プロピル(メタ)アクリレート、ブチルアクリレート、n−ブチル(メタ)アクリレート、iso−ブチル(メタ)アクリレート,tert−ブチル(メタ)アクリレート,2−エチルヘキシル(メタ)アクリレート、イソオクチル(メタ)アクリレート、イソミリスチル(メタ)アクリレート、ステアリル(メタ)アクリレート、イソステアリルアクリレート(大阪有機化学工業社製、商品名)、ラウリル(メタ)アクリレート、トリデシル(メタ)アクリレート、ステアリル(メタ)アクリレート、テトラヒドロフルフリル(メタ)アクリレート、シクロヘキシル(メタ)アクリレート、イソボルニル(メタ)アクリレート等を挙げることができる。
具体的には、ビニルトリメトキシシラン、ビニルトリエトキシシラン、アクリロキシエチルトリメトキシシラン、メタクリロキシエチルトリメトキシシラン、アクリロキシプロピルトリメトキシシラン、メタクリロキシプロピルトリメトキシシラン、アクリロキシプロピルトリエトキシシラン、メタクリロキシプロピルトリエトキシシラン、ビニルトリス(β−メトキシエトキシ)シラン等をあげることができる。これらのうち好ましいアルコキシシリル基含有重合性不飽和モノマーとして、ビニルトリメトキシシラン、γ−アクリロキシプロピルトリメトキシシラン、γ−メタクリロキシプロピルトリメトキシシラン等を挙げることができる。
具体的には、スチレン、α−メチルスチレン、ビニルトルエン等を挙げることができる。
グリシジル基含有重合性不飽和モノマーは、1分子中にグリシジル基と重合性不飽和結合とをそれぞれ1個有する化合物であり、具体的には、グリシジルアクリレート、グリシジルメタクリレート等を挙げることができる。
例えば、アクリルアミド、メタクリルアミド、ジメチルアクリルアミド、N,N−ジメチルプロピルアクリルアミド、N−ブトキシメチルアクリルアミド、N−メチロールアクリルアミド、N−メチロールメタクリルアミド、ジアセトンアクリルアミド、N,N−ジメチルアミノエチル(メタ)アクリレート、ビニルピリジン、ビニルイミダゾール、アクリロニトリル、メタクリロニトリル等を挙げることができる。
例えば、酢酸ビニル、プロピオン酸ビニル、塩化ビニル、バーサティック酸ビニルエステル等を挙げることができる。バーサティック酸ビニルエステルとしては、市販品である「ベオバ9」、「ベオバ10」(以上、商品名、ジャパンエポキシレジン(株)製)等を挙げることができる。
1/Tg(K)=(W1/T1)+(W2/T2)+・・・・・(i)
Tg(℃)=Tg(K)−273 (ii)
各式中、W1、W2、・・は共重合に使用されたモノマーのそれぞれの質量分率、T1、T2、・・はそれぞれの単量体のホモポリマ−のTg(K)を表わす。
全モノマー量に対して、水酸基含有重合性不飽和モノマー(a)が好ましくは20〜50質量%程度、さらに好ましくは30〜45質量%程度であり、その他の不飽和モノマー(b)が、好ましくは50〜80質量%程度、さらに好ましくは55〜70質量%程度である。
ポリイソシアネート化合物(B)は、クリヤコート塗料(Z)の硬化剤であり、1分子中にイソシアネート基を2個以上有する化合物である。ポリイソシアネート化合物(B)としては、ポリウレタン製造用として公知のもの、例えば、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。
有機金属触媒(C)は、金属化合物(C1)及びアミジン化合物(C2)からなる触媒である。
(RCO2)nM (1)
(式中、Mは、Zn、Sn、Zr、Bi、Pb、Co、Mn、Ti、Al、Moからなる群から選ばれる金属であり、Rは炭素数1〜30のアルキル基、炭素数5〜10のアリール基、炭素数1〜30のアラルキル基又はアルキルアリール基を表し、nは1以上4以下の値を有する整数である)。本発明において、炭素数1〜30のアラルキル基又はアルキルアリール基とは、アルキル基部分の炭素数が1〜30であるアラルキル基又はアルキルアリール基を示す。ここで、アリール基としては、例えば、炭素数5〜10のもの等が挙げられる。
(R’CO2)nM (1’)
(式中、Mは、Zn、Sn、Zr、Bi、Pb、Co、Mn、Ti、Al、Moからなる群から選ばれる金属であり、R’は炭素数1〜30のアルキル基、炭素数1〜30のアラルキル基又はアルキルアリール基を表し、nは1以上4以下の値を有する整数である)。
R1は水素原子、置換されていても良い、炭素原子に結合した有機基、アミン基であり、具体的には、置換されていてもよいヒドロカルビル基又はエーテル化されていてもよいヒドロキシル基を挙げることができる。
N’−シクロヘキシル−N,N−ジメチルホルムアミジン、N’−メチル−N,N−ジ−n−ブチルアセトアミジン、N’−オクタデシル−N,N−ジメチルホルムアミジン、N’−シクロヘキシル−N,N−ジメチルバレロアミジン、1−メチル−2−シクロヘキシルイミノピロリジン、3−ブチル−3,4,5,6−テトラヒドロピリミジン、N−(ヘキシルイミノメチル)モルホリン、N−(α−(デシルイミノエチル)エチル)ピロリジン、N’−デシル−N,N−ジメチルホルムアミジン、N’−ドデシル−N,N−ジメチルホルムアミジン、N’−シクロヘキシル−N,N−アセトアミジン等を挙げることができる。
クリヤコート塗料(Z)は、水酸基含有アクリル樹脂(A)、ポリイソシアネート化合物(B)及び有機金属触媒(C)を必須成分とする塗料組成物であって、通常、有機溶剤を含有し、さらに必要に応じて、顔料、顔料分散剤、レベリング剤、レオロジーコントロール剤、紫外線吸収剤、光安定剤、可塑剤等通常、塗料の分野で用いられる塗料用添加剤を含有することができる。従って、クリヤコート塗料(Z)は、上記塗料用添加剤を含んでいてもよい。
クリヤコート塗料(Z)の塗装方法としては、特に限定されないが、例えば、エアスプレー塗装、エアレススプレー塗装、回転霧化塗装、カーテンコート塗装等の塗装方法でウエット塗膜を形成することができる。これらの塗装方法において、必要に応じて、静電印加を行なってもよい。このうちエアスプレー塗装が特に好ましい。クリヤコート塗料(Z)の塗布量は、通常、硬化膜厚として、10〜50μm程度、好ましくは20〜40μm程度となる量とすることが好ましい。
製造例1〜12
撹拌装置、温度計、冷却管、窒素ガス導入口を備えた四ツ口フラスコにエトキシエチルプロピオネート31部を仕込み、窒素ガス通気下で155℃に昇温した。155℃に達した後、窒素ガスの通気を止め、下記表1に示すモノマーと重合開始剤からなる組成配合のモノマー混合物を4時間かけて滴下した。ついで、155℃で窒素ガスを通気しながら2時間熟成させた後、100℃まで冷却し、酢酸ブチル32.5部(製造例10のみ7.5部)で希釈することにより、固形分60%の水酸基含有アクリル樹脂(A−1)〜(A−12)を得た。得られた水酸基含有アクリル樹脂の質量固形分濃度(%)及び樹脂性状値を下記表1に示す。
1/Tg(K)=(W1/T1)+(W2/T2)+・・・・・
Tg(℃)=Tg(K)−273
各式中、W1、W2、・・は共重合に使用されたモノマーのそれぞれの質量分率、T1、T2、・・はそれぞれの単量体のホモポリマ−のTg(K)を表わす。なお、上記計算に使用した各モノマーの単量体のホモポリマ−のTg(℃)は表1のモノマー名の右隣の欄に示した値である。
製造例13
攪拌器、冷却器、温度制御器、窒素導入管及び滴下ロートを備えた反応装置にエチル−3−エトキシプロピオネート47 部、ニッカオクチックス亜鉛(*1)(オクチル酸亜鉛、日本化学産業社製、亜鉛含有量8質量%)81.6部を仕込み、反応容器内を窒素で置換し、50℃に加熱した。次に、攪拌下、1−メチルイミダゾール16.4 部を滴下し、滴下終了後50℃の温度を2時間保持し、反応を終了させた。得られた有機金属触媒(C−1)は、亜鉛含有量4.5質量%の透明液体であった。
下記表2に示す組成で、製造例13と同様にして、各有機金属触媒(C−2)〜(C−17)を得た。
表2中の(*1)〜(*12)はそれぞれ下記のとおりである:
ニッカオクチックス亜鉛(*1):商品名、オクチル酸亜鉛、亜鉛含有量8%、日本化学産業社製
ニッカオクチックス錫(*2):商品名、オクチル酸錫、錫含有量28%、日本化学産業社製
ニッカオクチックス鉛(*3):商品名、オクチル酸鉛、鉛含有量24%、日本化学産業社製
K−KAT 348(*4):商品名、オクチル酸ビスマス、ビスマス含有量25%、キングインダストリーズ社製
ニッカオクチックスコバルト(*5):商品名、オクチル酸コバルト、コバルト含有量8%、日本化学産業社製
ニッカオクチックスマンガン(*6):商品名、オクチル酸マンガン、マンガン含有量8%、日本化学産業社製
ナフテン酸亜鉛(*7):亜鉛含有量10.1%、東京化成工業社製
アセチルアセトン亜鉛(*8):亜鉛含有量25%、昭和化学社製
二安息香酸亜鉛(*9):亜鉛含有量21.3%、和光純薬工業製
ラウリン酸亜鉛(*10):亜鉛含有量14.1%、和光純薬工業製
DBN(*11):1,5−ジアザビシクロ[4.3.0]ノナ−5−エン
DBU(*12):1,8−ジアザビシクロ[5.4.0]ウンデカ−7−エン
製造例30
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脱イオン水130部、「アクアロンKH−10」(商品名、第一工業製薬株式会社製、ポリオキシエチレンアルキルエーテル硫酸塩エステルアンモニウム塩、有効成分97%)0.52部を仕込み、窒素気流中で撹拌混合し、80℃に昇温した。次いで下記のモノマー乳化物(1)のうちの全量の1%量及び6%過硫酸アンモニウム水溶液5.3部を反応容器内に導入し80℃で15分間保持した。次いで、残りのモノマー乳化物(1)を3時間かけて、同温度に保持した反応容器内に滴下した。滴下終了後、1時間熟成した。次いで、下記のモノマー乳化物(2)を1時間かけて滴下した。1時間熟成した後、5% 2−(ジメチルアミノ)エタノール水溶液40部を反応容器に徐々に加えながら30℃まで冷却し、100メッシュのナイロンクロスで濾過することにより、濾液として、平均粒子径100nm(サブミクロン粒度分布測定装置「COULTER N4型」(ベックマン・コールター社製)を用いて、脱イオン水で希釈して20℃で測定した。)、固形分濃度30%の水酸基含有アクリル樹脂分散液を得た。得られた水酸基含有アクリル樹脂の酸価は33mgKOH/g、水酸基価は25mgKOH/gであった。
製造例31
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109部、1,6−ヘキサンジオール141部、ヘキサヒドロ無水フタル酸126部及びアジピン酸120部を仕込み、160℃〜230℃の間を3時間かけて昇温させた後、230℃で4時間縮合反応させた。次いで、得られた縮合反応生成物にカルボキシル基を付加するために、さらに無水トリメリット酸38.3部を加え、170℃で30分間反応させた後、2−エチル−1−ヘキサノールで希釈し、固形分濃度70%であるポリエステル樹脂溶液を得た。得られたポリエステル樹脂は、酸価が46mgKOH/g、水酸基価が150mgKOH/g、重量平均分子量が6400であった。
製造例32
攪拌混合容器内において、アルミニウム顔料ペースト(商品名「GX−180A」旭化成メタルズ株式会社製、金属含有量74%)19部、2−エチル−1−ヘキサノール35部、リン酸基含有樹脂溶液(注1)8部及び2−(ジメチルアミノ)エタノール0.2部を均一に混合して、光輝性顔料分散液1を得た。
(注1)リン酸基含有樹脂溶液:温度計、サーモスタット、撹拌器、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メトキシプロパノール27.5部、イソブタノール27.5部の混合溶剤を入れ、110℃に加熱した。次いで、スチレン25部、n−ブチルメタクリレート27.5部、分岐高級アルキルアクリレート(商品名「イソステアリルアクリレート」大阪有機化学工業株式会社製)20部、4−ヒドロキシブチルアクリレート7.5部、リン酸基含有重合性モノマー(注2)15部、2−メタクリロイルオキシエチルアシッドホスフェート12.5部、イソブタノール10部、t−ブチルパーオキシオクタノエート4部からなる混合物121.5部を4時間かけて上記混合溶剤に加え、さらにt−ブチルパーオキシオクタノエート0.5部とイソプロパノール20部からなる混合物を1時間かけて滴下した。その後、1時間攪拌しながら熟成して固形分濃度50%のリン酸基含有樹脂溶液を得た。リン酸基含有樹脂のリン酸基による酸価は83mgKOH/g、水酸基価は29mgKOH/g、重量平均分子量は10,000であった。
(注2)リン酸基含有重合性モノマー:温度計、サーモスタット、撹拌器、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モノブチルリン酸57.5部及びイソブタノール41部を入れ、90℃に昇温した後、グリシジルメタクリレート42.5部を2時間かけて滴下した。その後、さらに1時間攪拌しながら熟成した後、イソプロパノール59部を加えて、固形分濃度50%のリン酸基含有重合性モノマー溶液を得た。得られたモノマーのリン酸基による酸価は285mgKOH/gであった。
アルミニウム顔料ペーストの量を、19部から5部とする以外は、製造例32と同様にして、光輝性顔料分散液2を得た。
製造例34
製造例30で得た水酸基含有アクリル樹脂分散液100部(固形分30部)、製造例31で得たポリエステル樹脂溶液57部(固形分40部)、製造例32で得た光輝性顔料分散液1 62部(樹脂固形分4部)及びメラミン樹脂(商品名「サイメル325」日本サイテックインダストリーズ株式会社製、固形分80%)37.5部(固形分30部)を均一に混合し、更に、ポリアクリル酸系増粘剤(商品名「プライマルASE−60」ロームアンドハース社製)、2−(ジメチルアミノ)エタノール及び脱イオン水を加えてpH8.0、塗料固形分25%、20℃におけるフォードカップNo.4による粘度40秒のベースコート塗料(Y−1)を得た。
製造例32で得た光輝性顔料分散液1 62部(樹脂固形分4部)を、製造例33で得た光輝性顔料分散液1 48部(樹脂固形分4部)とする以外は、製造例34と同様にして、pH8.0、塗料固形分25%、20℃におけるフォードカップNo.4による粘度40秒のベースコート塗料(Y−2)を得た。
製造例36
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10部、メチルメタクリレート30部、2−エチルヘキシルアクリレート15部、n−ブチルアクリレート11.5部、ヒドロキシエチルアクリレート30部、アクリル酸3.5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3.03部を加え、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溶液(顔料分散樹脂溶液)を得た。得られた水酸基含有アクリル樹脂の酸価は27mgKOH/g、水酸基価は145mgKOH/gであった。
製造例37
製造例36で得た顔料分散樹脂溶液25.5部(樹脂固形分10.2部)、ルチル型二酸化チタン87部、カーボンブラック0.8部及び脱イオン水43部を混合し、2−(ジメチルアミノ)エタノールでpH8.0に調整した後、ペイントシェーカーで30分間分散させて顔料分散ペーストを得た。
実施例1〜3、7〜37及び比較例1〜6
前記製造例1〜12で得られた水酸基含有アクリル樹脂、上記製造例13〜29で得られた有機金属触媒及び後記表3に記載の原材料を用いて、後記表3に示す配合にて羽根型撹拌機を用いて攪拌して混合し、塗料化を行い各塗料組成物No.1〜40を得た。なお、表3に示す塗料組成物の配合は各成分の固形分質量比である。
NCO残存率(%)=(加熱硬化後のイソシアネートピーク強度/イソシヌレートピーク強度)/(塗料配合直後のイソシアネートピーク強度/イソシヌレートピーク強度)×100
可使時間(ポットライフ):前記のごとく、製造、粘度調整した各塗料組成物の、初期、4時間後、及び6時間後の20℃における粘度をフォードカップ#No.4を用いて測定した。なお、ゲル化したものは下記表3中に、ゲルと記載している。
リン酸亜鉛化成処理を施した厚さ0.8mmのダル鋼板上に、エレクロンGT−10(関西ペイント社製、商品名、熱硬化性エポキシ樹脂系カチオン電着塗料)を膜厚が20μmになるように電着塗装し、170℃で30分間加熱し硬化させ、
その上に前記製造例34で得たベースコート塗料(Y−1)を回転霧化型の静電塗装機を用いて、硬化膜厚20μmとなるように静電塗装し、3分間放置後、80℃で3分間プレヒートを行なった。
リン酸亜鉛化成処理を施した厚さ0.8mmのダル鋼板上に、エレクロンGT−10(関西ペイント社製、商品名、熱硬化性エポキシ樹脂系カチオン電着塗料)を膜厚が20μmになるように電着塗装し、170℃で30分間加熱し硬化させ、
その上に前記製造例34で得たベースコート塗料(Y−1)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、3分間放置後、80℃で3分間プレヒートを行なった。
リン酸亜鉛化成処理を施した厚さ0.8mmのダル鋼板上に、エレクロンGT−10(関西ペイント社製、商品名、熱硬化性エポキシ樹脂系カチオン電着塗料)を膜厚が20μmになるように電着塗装し、170℃で30分間加熱し硬化させ、
その上に前記製造例37で得た中塗塗料(X−1)を回転霧化型の静電塗装機を用いて、硬化膜厚20μmとなるように静電塗装し、3分間放置後、80℃で3分間プレヒートを行なった。
Claims (7)
- 被塗物上に、少なくとも1層のベースコート塗料(Y)を塗装して少なくとも1層のベースコート塗膜を形成し、
該未硬化の、少なくとも1層のベースコート塗膜上に、クリヤコート塗料(Z)を塗装してクリヤコート塗膜を形成し、
該未硬化の、少なくとも1層のベースコート塗膜及び該未硬化のクリヤコート塗膜を同時に硬化させる複層塗膜形成方法であって、
上記クリヤコート塗料(Z)が、
(A)水酸基価85〜215mgKOH/gである水酸基含有アクリル樹脂、
(B)25℃における粘度が、200〜4000mPa・sの範囲内であるポリイソシアネート化合物、ならびに、
(C)(C1)金属が、亜鉛、錫、ジルコニウム、ビスマス、鉛、コバルト、マンガン、チタン、アルミニウム及びモリブデンからなる群から選ばれる1種である金属化合物及び(C2)アミジン化合物からなる有機金属触媒を含有するものであり、
ポリイソシアネート化合物(B)中のイソシアネート基と、水酸基含有アクリル樹脂(A)中の水酸基との当量比(NCO/OH)が0.8〜1.8の範囲内であることを特徴とする複層塗膜形成方法。 - 水酸基含有アクリル樹脂(A)中の水酸基含有重合性不飽和モノマー(a)全量のうち、2級水酸基含有重合性不飽和モノマー(a1)の含有率が、50〜100質量%である請求項1に記載の複層塗膜形成方法。
- 水酸基含有アクリル樹脂(A)が、その他の重合性不飽和モノマー(b)として、炭素数6〜20の脂環式炭化水素基含有重合性不飽和モノマー(b1)を含有する請求項1に記載の複層塗膜形成方法。
- 水酸基含有アクリル樹脂(A)の重量平均分子量が2000〜50000の範囲内である請求項1に記載の複層塗膜形成方法。
- 金属化合物(C1)が、カルボン酸金属塩化合物である請求項1に記載の複層塗膜形成方法。
- 水酸基含有アクリル樹脂(A)及びポリイソシアネート化合物(B)の総量に対して、有機金属触媒(C)が0.05〜5質量%の範囲内である請求項1に記載の複層塗膜形成方法。
- 請求項1〜6のいずれか1項に記載の複層塗膜形成方法により複層塗膜を形成する工程を含む、塗装物品の製造方法。
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