JPS6132351B2 - - Google Patents
Info
- Publication number
- JPS6132351B2 JPS6132351B2 JP8221877A JP8221877A JPS6132351B2 JP S6132351 B2 JPS6132351 B2 JP S6132351B2 JP 8221877 A JP8221877 A JP 8221877A JP 8221877 A JP8221877 A JP 8221877A JP S6132351 B2 JPS6132351 B2 JP S6132351B2
- Authority
- JP
- Japan
- Prior art keywords
- acid
- parts
- coating composition
- present
- copolymerized polyester
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 229920000728 polyester Polymers 0.000 claims description 21
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 20
- 229910000831 Steel Inorganic materials 0.000 claims description 16
- 239000010959 steel Substances 0.000 claims description 16
- 229920005989 resin Polymers 0.000 claims description 15
- 239000011347 resin Substances 0.000 claims description 15
- 239000003973 paint Substances 0.000 claims description 14
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 12
- 239000002253 acid Substances 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 7
- -1 alkylene glycol Chemical compound 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 5
- ZHNUHDYFZUAESO-OUBTZVSYSA-N aminoformaldehyde Chemical compound N[13CH]=O ZHNUHDYFZUAESO-OUBTZVSYSA-N 0.000 claims description 5
- 238000002156 mixing Methods 0.000 claims description 5
- 125000001931 aliphatic group Chemical group 0.000 claims description 4
- 239000008199 coating composition Substances 0.000 description 23
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 15
- 239000011248 coating agent Substances 0.000 description 11
- 238000000576 coating method Methods 0.000 description 10
- 239000000243 solution Substances 0.000 description 10
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 10
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 9
- 229920001634 Copolyester Polymers 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- MBHRHUJRKGNOKX-UHFFFAOYSA-N [(4,6-diamino-1,3,5-triazin-2-yl)amino]methanol Chemical class NC1=NC(N)=NC(NCO)=N1 MBHRHUJRKGNOKX-UHFFFAOYSA-N 0.000 description 6
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 6
- 238000009835 boiling Methods 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 4
- 229920000180 alkyd Polymers 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- 229920002554 vinyl polymer Polymers 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- GZVHEAJQGPRDLQ-UHFFFAOYSA-N 6-phenyl-1,3,5-triazine-2,4-diamine Chemical compound NC1=NC(N)=NC(C=2C=CC=CC=2)=N1 GZVHEAJQGPRDLQ-UHFFFAOYSA-N 0.000 description 3
- 239000004925 Acrylic resin Substances 0.000 description 3
- 229920000178 Acrylic resin Polymers 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 235000019445 benzyl alcohol Nutrition 0.000 description 3
- 239000012046 mixed solvent Substances 0.000 description 3
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 3
- 238000010422 painting Methods 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 229920001944 Plastisol Polymers 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000004999 plastisol Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
- 238000005809 transesterification reaction Methods 0.000 description 2
- 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 2
- 229910000165 zinc phosphate Inorganic materials 0.000 description 2
- XFIZJENETBUYNB-UHFFFAOYSA-N 1-cyano-2-(hydroxymethyl)guanidine Chemical class N#CNC(N)=NCO XFIZJENETBUYNB-UHFFFAOYSA-N 0.000 description 1
- RRQYJINTUHWNHW-UHFFFAOYSA-N 1-ethoxy-2-(2-ethoxyethoxy)ethane Chemical compound CCOCCOCCOCC RRQYJINTUHWNHW-UHFFFAOYSA-N 0.000 description 1
- QFGCFKJIPBRJGM-UHFFFAOYSA-N 12-[(2-methylpropan-2-yl)oxy]-12-oxododecanoic acid Chemical class CC(C)(C)OC(=O)CCCCCCCCCCC(O)=O QFGCFKJIPBRJGM-UHFFFAOYSA-N 0.000 description 1
- JCTXKRPTIMZBJT-UHFFFAOYSA-N 2,2,4-trimethylpentane-1,3-diol Chemical compound CC(C)C(O)C(C)(C)CO JCTXKRPTIMZBJT-UHFFFAOYSA-N 0.000 description 1
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 1
- KUBDPQJOLOUJRM-UHFFFAOYSA-N 2-(chloromethyl)oxirane;4-[2-(4-hydroxyphenyl)propan-2-yl]phenol Chemical compound ClCC1CO1.C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 KUBDPQJOLOUJRM-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- SVONRAPFKPVNKG-UHFFFAOYSA-N 2-ethoxyethyl acetate Chemical compound CCOCCOC(C)=O SVONRAPFKPVNKG-UHFFFAOYSA-N 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 239000004640 Melamine resin Substances 0.000 description 1
- 229920000877 Melamine resin Polymers 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
- VGGLHLAESQEWCR-UHFFFAOYSA-N N-(hydroxymethyl)urea Chemical class NC(=O)NCO VGGLHLAESQEWCR-UHFFFAOYSA-N 0.000 description 1
- 229930040373 Paraformaldehyde Natural products 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 230000005856 abnormality Effects 0.000 description 1
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 125000005233 alkylalcohol group Chemical group 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- FFBZKUHRIXKOSY-UHFFFAOYSA-N aziridine-1-carboxamide Chemical compound NC(=O)N1CC1 FFBZKUHRIXKOSY-UHFFFAOYSA-N 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- QHIWVLPBUQWDMQ-UHFFFAOYSA-N butyl prop-2-enoate;methyl 2-methylprop-2-enoate;prop-2-enoic acid Chemical compound OC(=O)C=C.COC(=O)C(C)=C.CCCCOC(=O)C=C QHIWVLPBUQWDMQ-UHFFFAOYSA-N 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 150000007974 melamines Chemical class 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229920002866 paraformaldehyde Polymers 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000002987 primer (paints) Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 238000007592 spray painting technique Methods 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- QQOWHRYOXYEMTL-UHFFFAOYSA-N triazin-4-amine Chemical compound N=C1C=CN=NN1 QQOWHRYOXYEMTL-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000004246 zinc acetate Substances 0.000 description 1
Landscapes
- Paints Or Removers (AREA)
Description
本発明は優れた加工性を有し、光沢、耐候性、
耐汚染性に優れた塗装鋼板用塗料組成物に関する
ものである。
塗装鋼板としてはまず第１に要求される特性は
プレス加工等の加工性に優れることである。現在
用いられている塗料としてはアルキド樹脂、アク
リル樹脂、ビニル樹脂、シリコン樹脂塗料など数
多くあるが、加工性に重点をおくと、いずれも他
の性能に欠点を生ずることが避けられず、使用上
の制限を受けているのが現状である。
一般に高度の加工性を有する塗料に溶液型ビニ
ル樹脂、塩化ビニルオルガゾルあるいはプラスチ
ゾル、弗化ビニリデン塗料などがあるが、溶液型
ビニル樹脂塗料は耐汚染性、耐溶剤性、耐沸水性
に劣り、塩化ビニルオルガゾル塗料、プラスチゾ
ル塗料は光沢、耐汚染性、耐溶剤性が極端に劣つ
ており、弗化ビニリデン塗料は光沢が劣るだけで
なく、高価なため汎用性がない。一方、アルキド
樹脂またはアクリル樹脂塗料では良好な後加工性
を得ようとすると、その塗膜は相当軟くなり、硬
度が不足してくる。一般に使用されているアルキ
ド樹脂は酸成分としてイソフタル酸またはオルソ
フタル酸を主体にしたもので、硬度を満足させる
と、深絞り加工などの加工性能が不充分になる。
本発明者等はこれらの現状を考慮して加工性に
優れ、しかも耐汚染性、耐溶剤性、密着性に優れ
かつ高度の光沢を有する塗装鋼板を得るべく、
種々鋭意検討を重ねた結果、酸成分としてテレフ
タル酸を含む芳香族ジカルボン酸と脂肪族ジカル
ボン酸からなる共重合ポリエステルに、アルコー
ルでエーテル化されたアミノホルムアルデヒド樹
脂を配合すると、所期の目的を達成することを見
出し本発明に到達した。
すなわち本発明は酸成分としてテレフタル酸95
〜60モル％および脂肪族ジカルボン酸５〜40モル
％からなり、かつグリコール成分としてアルキレ
ングリコールを含む共重合ポリエステルに、アル
キルエーテル化アミノホルムアルデヒド樹脂を配
合してなる塗装鋼板用塗料組成物である。
本発明の塗料組成物は鋼板に塗装して焼付ける
とアルキルエーテル化アミノホルムアルデヒド樹
脂が共重合ポリエステルの硬化剤として作用し、
優れた加工性を有し、かつ光沢、耐候性、耐汚染
性に優れた塗膜を形成する。
本発明の共重合ポリエステルは酸成分がテレフ
タル酸95〜60モル％および脂肪族ジカルボン酸５
〜40モル％からなる。
脂肪族ジカルボン酸としてはコハク酸、アジピ
ン酸、アゼライン酸、セバシン酸、ドデカン二
酸、ダイマー酸等が挙げられ、塗膜物性および経
済性を考慮して選択すればよい。
本発明の共重合ポリエステルにおいてテレフタ
ル酸が全酸成分の95モル％を越えると、アルキル
エーテル化ホルムアルデヒド樹脂と配合しても塗
膜の可撓性が不足し、優れた加工性が得られな
い。また60モル％未満であると、塗膜の硬度が不
足し、また耐触性、耐沸水性が悪くなる。
本発明の共重合ポリエステルはグリコール成分
がアルキレングリコールを含む。アルキレングリ
コールとしてはエチレングリコール、プロピレン
グリコール、トリメチレングリコール、１・４−
ブタンジオール、１・３−ブタンジオール、１・
５−ペンタンジオール、１・６−ヘキサンジオー
ル、ネオペンチルグリコール、２・２・４−トリ
メチル−１・３−ペンタンジオールなどが挙げら
れる。
本発明の共重合ポリエステルはその還元粘度
（η SP／Ｃ）が0.15〜1.0であることが好まし
い。
本発明の共重合ポリエステルはエステル交換法
や直接エステル化法による通常の高分子量ポリエ
ステルの製造方法により製造される。
本発明の共重合ポリエステルは単独であるいは
他の共重合ポリエステルと併用してもよい。他の
共重合ポリエステルと併用すする場合、併合割合
は重量比１／１〜６／４が好ましい。
本発明に用いるアルキルエーテル化ホルムアル
デヒド樹脂とはたとえばメタノール、エタノー
ル、ｎ−プロパノール、イソプロパノール、ｎ−
ブタノールなどの炭素原子数１〜４のアルキルア
ルコールによつてアルキルエーテル化されたホル
ムアルデヒドあるいはパラホルムアルデヒドなど
と尿素、Ｎ・Ｎ−エチレン尿素、ジシアンジアミ
ド、アミノトリアジンなどの縮合生成物であり、
具体的にはメトキシ化メチロール尿素、メトキシ
化メチロール−Ｎ・N′−エチレン尿素、メトキ
シ化メチロールジシアンジアミド、メトキシ化メ
チロールメラミン、メトキシ化メチロールベンゾ
グアナミン、ブトキシ化メチロールメラミン、ブ
トキシ化メチロールベンゾグアナミン等が挙げら
れる。
本発明の塗料組成物は前記共重合ポリエステル
とアルキルエーテルホルムアルデヒド樹脂との割
合が95〜70：５〜30（重量比）であることが好ま
しい。前記共重合ポリエステルの割合が95重量％
を越えると目的とする耐汚染性、硬度が不足して
好ましくない。また70重量％未満であると後加工
性が劣り、好ましくない。
本発明の塗料組成物には硬化触媒としてｐ−ト
ルエンスルホン酸、リン酸モノアルキルエステ
ル、ｐ−トルエンスルホン酸のアミン塩を添加し
てもよい。触媒の使用量としては前記ホルムアル
デヒド樹脂に対して０〜５重量％である。
また本発明の塗料組成物は一般には有機溶媒に
溶解した形で使用されるものである。有機溶媒と
してはたとえばベンゼン、トルエン、キシレン、
ソルベツソ100、500、酢酸エチル、酢酸ブチル、
セロソルブ、ブチルセロソルブ、セロソルブアセ
テート、メチルエチルケトン、メチルイソブチル
ケトン、シクロヘキサノン、イソホロン、ブタノ
ール、オクタノール、ブチルカルビトール、ジエ
チルカルビトール、テトラヒドロフランなどから
その溶解性によつて任意に選択することができ
る。
多くの場合、本発明の目的である塗装鋼板にお
いては高速塗装かつ高温短時間焼付けが行なわれ
るので、塗膜にピンホール等の塗膜欠陥を生じな
いように沸点100℃以上の溶剤を２〜３種類以上
混合して使用することが望ましい。一般には脂肪
族炭化水素あるいは芳香族炭化水素90〜30重量
％、エステル類、ケトン類、エーテル類などの極
性溶媒10〜70重量％の割合で使用することが望ま
しい。
なお、本発明の塗料組成物はそれ自体を鋼板に
塗布、焼付けしただけでも充分な性能を示すが、
さらに耐触性などを向上させることが要求される
場合には、プライマーコート剤としてエポキシ樹
脂、たとえば市販のエピコート1001、1004、1009
（以上シエル化学社製）、アラルダイト6097（チ
バ・ガイギー社製）などが用いられる。また、本
発明の塗料組成物より一層の耐汚染性を向上させ
るためにはトツプコート剤としてアクリル樹脂、
たとえばラストラゾールA602−50S（大日本イン
キ化学工業製）を用いてもよい。この場合には２
コート・２ベーク方式を採用するのが好ましい。
本発明の塗料組成物の焼付け温度は鋼板の大き
さ、厚さ、また焼付け炉の能力、塗料の硬化性な
どにより任意に選択すればよい。
塗料組成物の製造にはロール練り機、ボールミ
ル、ブレンダー等の混合機が用いられる。塗装に
あたつてはローラー塗り、ロールコーター、スプ
レー塗装、静電塗装などが適時選択される。
本発明の塗料組成物は目的、用途に応じて酸化
チタンなどの顔料、ガラスフアイバー、シリカ、
ワツクス等の添加剤を添加することができる。
本発明の塗料組成物は鋼板に塗装してから加工
性に優れ、しかもその塗面が耐汚染性、耐溶剤
性、密着性に優れ、かつ高度の光沢を有する。
以下、本発明を実施例を用いて説明する。
実施例中、単に部とあるのは重量部を示し、％
とあるのは重量％を示す。各測定項目は以下の方
法に従つた。
(1) 還元粘度ηsp／ｃ（dl/ｇ）
共重合ポリエステル0.10ｇをフエノール／テ
トラクロルエタン（容量比６／４）混合溶媒25
c.c.に溶かし、30℃で測定した。
(2) 軟化点
JIS Ｋ−2351に従つて測定した。
(3) 硬さ（エンピツ硬度）
鋼板の塗面をJIS Ｓ−6006に現定された高級
鉛筆を用い、JIS Ｋ−5400に従つて測定した。
(4) 光 沢
60゜反射率を測定した。
(5) デユポン衝撃値
デユポン衝撃試験器を使用し、荷重1.0Kg、
（1/2）″で所定の高さから塗膜上に落下させ、
塗面に割れを出じない最大の高さを測定値とし
た。
(6) 屈曲性
塗装鋼板を180度折り曲げ屈曲部に発生する
割れを判定した。〇は異常なし。×は割れあ
り。2Tとは折り曲げ部に同じ板厚のものを２
枚挾んだ場合をさす。1Tとは折り曲げ部に同
じ板厚のものを１枚挾んだ場合をさす。
(7) クロスカツトエリクセンテスト
１mm間隙に直角に11本の直線を引き、その中
央部をエリクセン試験器で押し出し、剥離する
までの押出し長さ（mm）を測定した。
(8) 耐汚染性
油性インキを塗面0.5cm×２cmに塗り、20℃
で24時間放置後、トルエンを含浸したガーゼで
拭きとつたときの汚れの度合を測定した。〇は
良好、△はやや不良、×は不良。
(9) 耐キシロール性
脱脂綿にキシロールを滲ませ塗面を擦り、素
面の出すまでの回数で示した。
(10) 耐沸水性
沸騰水に２時間浸漬したときの状態を判定し
た。〇は良好、×は不良。
実施例 １
ジメチルテレフタレート155部（0.8モル）、エ
チレングリコール74部（1.2モル）、ネオペンチル
グリコール83部（0.8モル）、酢酸亜鉛0.066部お
よび三酸化アンチモン0.09部を反応容器に仕込
み、窒素気流下にて160℃から220℃まで３時間を
かけてエステル交換反応を行なつた。次いでセバ
シン酸40部（0.2モル）を加え、200℃から260℃
まで60分間をかけて昇温しエステル化反応を行な
つた。次いで30分間をかけて0.1mmHgに減圧し、
さらに１時間重縮合反応を行なつた。得られた共
重合ポリエステル(A)はポリマー中の酸構成単位が
テレフタル酸／セバシン酸＝８／２（モル比）、
グリコール構成単位がエチレングリコール／ネオ
ペンチルグリコール＝５／５（モル比）であり、
かつ淡黄色透明で還元粘度0.70（dl/ｇ）、軟化点
132℃であつた。
以下、同様にしてポリマー組成が第１表に示さ
れる共重合ポリエステル(B)〜(G)を合成した。
The present invention has excellent processability, gloss, weather resistance,
This invention relates to a coating composition for coated steel plates that has excellent stain resistance. The first characteristic required for a coated steel sheet is excellent workability such as press working. There are many paints currently in use, including alkyd resins, acrylic resins, vinyl resins, and silicone resin paints, but if the emphasis is placed on processability, all of them will inevitably have drawbacks in other properties, making them difficult to use. Currently, there are restrictions on Paints that generally have a high degree of processability include solution-type vinyl resins, vinyl chloride orgasol or plastisol, and vinylidene fluoride paints, but solution-type vinyl resin paints have poor stain resistance, solvent resistance, and boiling water resistance. Vinyl chloride orgasol paints and plastisol paints have extremely poor gloss, stain resistance, and solvent resistance, and vinylidene fluoride paints not only have poor gloss, but are also expensive and lack versatility. On the other hand, when trying to obtain good post-processability with alkyd resin or acrylic resin paints, the paint film becomes considerably soft and lacks hardness. Generally used alkyd resins mainly contain isophthalic acid or orthophthalic acid as an acid component, and if the hardness is satisfied, processing performance such as deep drawing becomes insufficient. Taking these current circumstances into account, the present inventors aimed to obtain a coated steel sheet that has excellent workability, stain resistance, solvent resistance, adhesion, and a high degree of gloss.
As a result of various intensive studies, we achieved the desired objective by blending aminoformaldehyde resin etherified with alcohol with a copolymerized polyester consisting of an aromatic dicarboxylic acid and an aliphatic dicarboxylic acid containing terephthalic acid as an acid component. The present invention was achieved by discovering the following. That is, the present invention uses terephthalic acid 95 as the acid component.
This is a coating composition for coated steel sheets, which is made by blending an alkyl etherified amino formaldehyde resin with a copolymerized polyester consisting of ~60 mol% and 5-40 mol% of an aliphatic dicarboxylic acid and containing alkylene glycol as a glycol component. When the coating composition of the present invention is applied to a steel plate and baked, the alkyl etherified aminoformaldehyde resin acts as a curing agent for the copolyester,
It has excellent processability and forms a coating film with excellent gloss, weather resistance, and stain resistance. The copolymerized polyester of the present invention has an acid component of 95 to 60 mol% of terephthalic acid and 5% of aliphatic dicarboxylic acid.
Consisting of ~40 mol%. Examples of aliphatic dicarboxylic acids include succinic acid, adipic acid, azelaic acid, sebacic acid, dodecanedioic acid, dimer acid, etc., and may be selected in consideration of coating film properties and economic efficiency. If terephthalic acid exceeds 95 mol% of the total acid components in the copolymerized polyester of the present invention, the flexibility of the coating film will be insufficient even if it is blended with the alkyl etherified formaldehyde resin, and excellent processability will not be obtained. Moreover, if it is less than 60 mol%, the hardness of the coating film will be insufficient, and the touch resistance and boiling water resistance will deteriorate. In the copolymerized polyester of the present invention, the glycol component contains alkylene glycol. Examples of alkylene glycols include ethylene glycol, propylene glycol, trimethylene glycol, 1,4-
Butanediol, 1,3-butanediol, 1.
Examples include 5-pentanediol, 1,6-hexanediol, neopentyl glycol, 2,2,4-trimethyl-1,3-pentanediol, and the like. The copolymerized polyester of the present invention preferably has a reduced viscosity (η SP /C) of 0.15 to 1.0. The copolyester of the present invention is produced by a conventional method for producing high molecular weight polyesters, such as a transesterification method or a direct esterification method. The copolyester of the present invention may be used alone or in combination with other copolyesters. When used in combination with other copolymerized polyesters, the combined ratio is preferably 1/1 to 6/4 by weight. Examples of the alkyl etherified formaldehyde resin used in the present invention include methanol, ethanol, n-propanol, isopropanol, n-
It is a condensation product of formaldehyde or paraformaldehyde that has been alkyl etherified with an alkyl alcohol having 1 to 4 carbon atoms such as butanol, and urea, N/N-ethylene urea, dicyandiamide, aminotriazine, etc.
Specific examples include methoxylated methylol urea, methoxylated methylol-N·N'-ethylene urea, methoxylated methylol dicyandiamide, methoxylated methylol melamine, methoxylated methylol benzoguanamine, butoxylated methylol melamine, butoxylated methylol benzoguanamine, and the like. In the coating composition of the present invention, the ratio of the copolymerized polyester to the alkyl ether formaldehyde resin is preferably 95-70:5-30 (weight ratio). The proportion of the copolymerized polyester is 95% by weight
If it exceeds this, the desired stain resistance and hardness will be insufficient, which is undesirable. Moreover, if it is less than 70% by weight, post-processability will be poor, which is not preferable. To the coating composition of the present invention, p-toluenesulfonic acid, monoalkyl phosphoric acid ester, or amine salt of p-toluenesulfonic acid may be added as a curing catalyst. The amount of catalyst used is 0 to 5% by weight based on the formaldehyde resin. Further, the coating composition of the present invention is generally used in a form dissolved in an organic solvent. Examples of organic solvents include benzene, toluene, xylene,
Sorbetso 100, 500, ethyl acetate, butyl acetate,
It can be arbitrarily selected from cellosolve, butyl cellosolve, cellosolve acetate, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, isophorone, butanol, octanol, butyl carbitol, diethyl carbitol, tetrahydrofuran, etc. depending on its solubility. In many cases, the coated steel sheets that are the object of the present invention are coated at high speed and baked at high temperatures for short periods of time, so in order to prevent coating defects such as pinholes from occurring in the coating film, a solvent with a boiling point of 100°C or higher is used for 2 to 30 minutes. It is desirable to use a mixture of three or more types. Generally, it is desirable to use 90 to 30% by weight of aliphatic hydrocarbons or aromatic hydrocarbons and 10 to 70% by weight of polar solvents such as esters, ketones, and ethers. Note that the coating composition of the present invention exhibits sufficient performance even if it is applied to a steel plate and baked.
If further improvement in contact resistance is required, use epoxy resin as a primer coating agent, such as commercially available Epicoat 1001, 1004, 1009.
(manufactured by Ciel Chemical Co., Ltd.), Araldite 6097 (manufactured by Ciba-Geigy), etc. are used. In addition, in order to further improve the stain resistance of the coating composition of the present invention, acrylic resin may be used as a top coating agent.
For example, Lastrazol A602-50S (manufactured by Dainippon Ink and Chemicals) may be used. In this case 2
It is preferable to adopt a coat/two-bake method. The baking temperature of the coating composition of the present invention may be arbitrarily selected depending on the size and thickness of the steel plate, the capacity of the baking furnace, the hardenability of the coating material, etc. Mixing machines such as roll kneaders, ball mills, blenders, etc. are used to manufacture coating compositions. For painting, roller painting, roll coater, spray painting, electrostatic painting, etc. are selected as appropriate. The coating composition of the present invention may contain pigments such as titanium oxide, glass fiber, silica, etc. depending on the purpose and use.
Additives such as wax can be added. The coating composition of the present invention has excellent processability after being applied to a steel plate, and the coated surface has excellent stain resistance, solvent resistance, and adhesion, and has a high degree of gloss. The present invention will be explained below using examples. In the examples, parts simply indicate parts by weight, and %
% indicates weight %. Each measurement item was measured according to the following method. (1) Reduced viscosity ηsp/c (dl/g) 0.10 g of copolymerized polyester was mixed with phenol/tetrachloroethane (volume ratio 6/4) mixed solvent25
cc and measured at 30°C. (2) Softening point Measured according to JIS K-2351. (3) Hardness (Pencil Hardness) The painted surface of the steel plate was measured according to JIS K-5400 using a high-grade pencil specified in JIS S-6006. (4) Gloss 60° reflectance was measured. (5) Dupont impact value Using Dupont impact tester, load 1.0Kg,
(1/2)" from a predetermined height onto the paint film,
The maximum height without cracking on the painted surface was taken as the measured value. (6) Flexibility A coated steel plate was bent 180 degrees and cracks occurring at the bent portion were determined. ○ indicates no abnormality. × indicates cracks. 2T means 2 pieces of the same thickness at the bending part.
Refers to the case where a piece is sandwiched between two pieces. 1T refers to the case where one sheet of the same thickness is sandwiched at the bend. (7) Cross-cut Erichsen test Eleven straight lines were drawn at right angles to a 1 mm gap, and the central part was extruded using an Erichsen tester, and the extrusion length (mm) until peeling was measured. (8) Stain resistance Apply oil-based ink to a surface of 0.5 cm x 2 cm at 20℃.
After leaving it for 24 hours, the degree of staining was measured by wiping it with gauze impregnated with toluene. 〇 is good, △ is slightly bad, and × is bad. (9) Xylol resistance It was expressed by the number of times the coated surface was rubbed with absorbent cotton smeared with xylol until the bare surface came out. (10) Boiling water resistance The condition was determined when immersed in boiling water for 2 hours. 〇 is good, × is bad. Example 1 155 parts (0.8 mol) of dimethyl terephthalate, 74 parts (1.2 mol) of ethylene glycol, 83 parts (0.8 mol) of neopentyl glycol, 0.066 parts of zinc acetate and 0.09 parts of antimony trioxide were charged into a reaction vessel and heated under a nitrogen stream. The transesterification reaction was carried out from 160°C to 220°C over a period of 3 hours. Next, add 40 parts (0.2 mol) of sebacic acid and heat at 200°C to 260°C.
The esterification reaction was carried out by raising the temperature over a period of 60 minutes. Then, the pressure was reduced to 0.1 mmHg over 30 minutes.
The polycondensation reaction was further carried out for 1 hour. The obtained copolymerized polyester (A) has an acid constituent unit in the polymer of terephthalic acid/sebacic acid = 8/2 (molar ratio),
The glycol structural unit is ethylene glycol/neopentyl glycol = 5/5 (mole ratio),
It is pale yellow and transparent with a reduced viscosity of 0.70 (dl/g) and a softening point.
It was 132℃. Thereafter, copolymerized polyesters (B) to (G) whose polymer compositions are shown in Table 1 were synthesized in the same manner.
【表】
共重合ポリエステル(A)〜(G)を各々シクロヘキサ
ン／ソルベツソ−150混合溶剤（重量比50／50）
に溶解し不揮発分30％に調節した。上記共重合ポ
リエステル(A)溶液100部に酸化チタン30部、メチ
ルエーテル化メチロールメラミン（商標名スミマ
ールM40S、不揮発分80％、住友化学工業製）7.5
部、ｐ−トルエンスルホン酸溶液（ベンジルアル
コールの20％溶液）0.75部およびポリフローＳ
（共栄社油脂化学工業）0.15部を加えて、ボール
ミル中で１昼夜混練し、塗料組成物を得た。
得られた塗料組成物を厚さ0.3mmの亜鉛鉄板
（JIS Ｇ−3302）をリン酸亜鉛溶液で処理した試
験片に膜厚15〜20μになるように塗装したのち、
230℃で２分間焼付けを行なつた。
共重合ポリエステル(A)を共重合ポリエステル(B)
〜(G)に代え、またアルキルエーテル化アミノホル
ムアルデヒド樹脂としてメチルエーテル化メチロ
ールメラミン樹脂、メチル化ベンゾグアナミン樹
脂、ブチル化メラミン樹脂に代え、第２表に示さ
れる塗料組成物を同様にして得た。これらの塗料
組成物を用いて鋼板に塗装し焼付けを行なつた。
得られた塗装鋼板の測定結果を第２表に示す。
なお比較のため市販の溶液形ビニル樹脂塗料お
よびアミノオイルフリーアルキド樹脂塗料を塗装
した鋼板の測定結果も併記した。[Table] Copolymerized polyesters (A) to (G) each in cyclohexane/Solbetsuso-150 mixed solvent (weight ratio 50/50)
The non-volatile content was adjusted to 30%. To 100 parts of the copolymerized polyester (A) solution, 30 parts of titanium oxide, methyl etherified methylolmelamine (trade name Sumimaru M40S, non-volatile content 80%, manufactured by Sumitomo Chemical) 7.5
0.75 parts of p-toluenesulfonic acid solution (20% solution of benzyl alcohol) and Polyflow S
(Kyoeisha Yushi Kagaku Kogyo) 0.15 part was added and kneaded in a ball mill for one day to obtain a coating composition. The obtained coating composition was applied to a test piece of a 0.3 mm thick galvanized iron plate (JIS G-3302) treated with a zinc phosphate solution to a film thickness of 15 to 20 μm.
Baking was carried out at 230°C for 2 minutes. Copolymerized polyester (A) and copolymerized polyester (B)
Coating compositions shown in Table 2 were similarly obtained in place of (G) and in place of methyl etherified methylolmelamine resin, methylated benzoguanamine resin, or butylated melamine resin as the alkyl etherified aminoformaldehyde resin. These coating compositions were used to coat and bake steel plates. Table 2 shows the measurement results of the obtained coated steel plate. For comparison, the measurement results of steel plates coated with commercially available solution-type vinyl resin paints and amino oil-free alkyd resin paints are also listed.
【表】【table】
【表】
第２表から明らかなように本発明の塗料組成物
は塗膜物性として屈曲性とともに他の物性も優れ
る。
実施例 ２
実施例１における共重合ポリエステルA60部と
共重合ポリエステルE40部を混合した共重合ポリ
エステル混合物100部をシクロヘキサン／ソルベ
ツツ−150混合溶剤（重量比50／50）に溶解し不
揮発分30％に調節した。
上記共重合ポリエステル混合溶液100部に酸化
チタン35部、メチルエーテル化メチロールメラミ
ン（商標名スミマールM40S、不揮発分80％、住
友化学工業製）8.0部、、ｐ−トルエンスルホン酸
溶液（ベンジルアルコールの20％溶液）0.75部お
よびポリフローＳ（共栄社油脂化学工業製）0.15
部を加え、ボールミル中で１昼夜混練し、塗料組
成物を得た。
得られた塗料組成物を厚さ0.3mmの亜鉛鉄板
（JIS Ｇ−3302）をリン酸亜鉛溶液で処理した試
験片に膜厚15〜20μになるように塗装したのち、
230℃で２分間焼付けを行なつた。
得られた塗装鋼板の測定結果を第３表に示す。[Table] As is clear from Table 2, the coating composition of the present invention has excellent coating film properties not only in flexibility but also in other physical properties. Example 2 100 parts of the copolyester mixture prepared by mixing 60 parts of copolyester A and 40 parts of copolyester E in Example 1 was dissolved in a mixed solvent of cyclohexane/Solbets-150 (50/50 weight ratio) to reduce the non-volatile content to 30%. Adjusted. To 100 parts of the above copolymerized polyester mixed solution, 35 parts of titanium oxide, 8.0 parts of methyl etherified methylolmelamine (trade name Sumimaru M40S, non-volatile content 80%, manufactured by Sumitomo Chemical), p-toluenesulfonic acid solution (20 parts of benzyl alcohol) % solution) 0.75 part and Polyflow S (manufactured by Kyoeisha Yushi Kagaku Kogyo) 0.15
The mixture was mixed in a ball mill for one day and night to obtain a coating composition. The obtained coating composition was applied to a test piece of a 0.3 mm thick galvanized iron plate (JIS G-3302) treated with a zinc phosphate solution to a film thickness of 15 to 20 μm.
Baking was carried out at 230°C for 2 minutes. Table 3 shows the measurement results of the obtained coated steel plate.
【表】
実施例 ３
共重合ポリエステル(A)、(B)を各々シクロヘキサ
ノン／ソルベツツ−150混合溶剤（重量比50／
50）に溶解し、不揮発分30％に調節した。この共
重合ポリエステル(A)又は(B)の溶液100部に酸化チ
タン27部、フタロシアニンブルー３部、メチルエ
ーテル化メチロールメラミン（スミマール
M40S、住友化学工業製）7.5部、ｐ−トルエンス
ルホン酸溶液（ベンジルアルコールの20％溶液）
0.75部及びポリフローＳ（共栄社油脂化学工業
製）0.15部を加え、ボールミル中で一昼夜混練
し、塗料組成物を得た。得られた塗料組成物の一
部を実施例１と同様の方法で塗膜試験した。残り
の塗料組成物を35℃で１カ月間静置した後、実施
例１と同様な塗膜試験を行つた。その結果を第４
表に示す。[Table] Example 3 Copolymerized polyesters (A) and (B) were each mixed with cyclohexanone/Solbetsu-150 mixed solvent (weight ratio 50/
50) and adjusted the nonvolatile content to 30%. To 100 parts of this copolymerized polyester (A) or (B) solution, 27 parts of titanium oxide, 3 parts of phthalocyanine blue, methyl etherified methylol melamine (Sumimar
M40S, manufactured by Sumitomo Chemical) 7.5 parts, p-toluenesulfonic acid solution (20% solution of benzyl alcohol)
0.75 parts and 0.15 parts of Polyflow S (manufactured by Kyoeisha Yushi Kagaku Kogyo) were added and kneaded in a ball mill overnight to obtain a coating composition. A part of the obtained coating composition was subjected to a coating film test in the same manner as in Example 1. After the remaining coating composition was allowed to stand at 35° C. for one month, the same coating test as in Example 1 was conducted. The result is the fourth
Shown in the table.
【表】
組成物は経時的変化が少ない。
第４表から明らかなように本願発明の塗料組成
物は経時的変化が少ない。[Table] The composition shows little change over time.
As is clear from Table 4, the coating composition of the present invention shows little change over time.
Claims (1)
び脂肪族ジカルボン酸５〜40％からなり、かつグ
リコール成分としてアルキレングリコールを含む
共重合ポリエステルに、アルキルエーテル化アミ
ノホルムアルデヒド樹脂を配合してなる塗装鋼板
用塗料組成物。1. For coated steel sheets made by blending an alkyl etherified amino formaldehyde resin with a copolymerized polyester consisting of 95 to 60 mol% of terephthalic acid and 5 to 40% of aliphatic dicarboxylic acid as acid components and alkylene glycol as a glycol component Paint composition.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8221877A JPS5416537A (en) | 1977-07-08 | 1977-07-08 | Coating composition for coated steel plate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8221877A JPS5416537A (en) | 1977-07-08 | 1977-07-08 | Coating composition for coated steel plate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5416537A JPS5416537A (en) | 1979-02-07 |
| JPS6132351B2 true JPS6132351B2 (en) | 1986-07-26 |
Family
ID=13768269
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP8221877A Granted JPS5416537A (en) | 1977-07-08 | 1977-07-08 | Coating composition for coated steel plate |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5416537A (en) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS56167767A (en) * | 1980-05-30 | 1981-12-23 | Toyobo Co Ltd | Paint composition for painted steel |
| JPS5757746A (en) * | 1980-09-25 | 1982-04-07 | Nippon Synthetic Chem Ind Co Ltd:The | Coating resin composition |
| JPS5763362A (en) * | 1980-10-06 | 1982-04-16 | Shokubai Kasei Kogyo Kk | Coating composition |
| JPS58111864A (en) * | 1981-12-25 | 1983-07-04 | Kansai Paint Co Ltd | Coating composition for flexible substrate |
| JPS58120674A (en) * | 1982-01-13 | 1983-07-18 | Toagosei Chem Ind Co Ltd | Precoating paint and precoated steel sheets |
| US4634738A (en) * | 1985-02-26 | 1987-01-06 | Monsanto Company | High solids curable resin coating composition |
| JPH068400B2 (en) * | 1988-12-26 | 1994-02-02 | 新日本製鐵株式会社 | Paint composition for painted metal plates |
-
1977
- 1977-07-08 JP JP8221877A patent/JPS5416537A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5416537A (en) | 1979-02-07 |
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