JPH02115238A - Resin composition for plastic coating material - Google Patents
Resin composition for plastic coating materialInfo
- Publication number
- JPH02115238A JPH02115238A JP63268130A JP26813088A JPH02115238A JP H02115238 A JPH02115238 A JP H02115238A JP 63268130 A JP63268130 A JP 63268130A JP 26813088 A JP26813088 A JP 26813088A JP H02115238 A JPH02115238 A JP H02115238A
- Authority
- JP
- Japan
- Prior art keywords
- polymerizable unsaturated
- monomer
- resin composition
- weight
- methacrylate
- 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.)
- Granted
Links
- 239000011342 resin composition Substances 0.000 title claims description 18
- 239000006223 plastic coating Substances 0.000 title claims description 16
- 239000000463 material Substances 0.000 title description 2
- 239000000178 monomer Substances 0.000 claims abstract description 48
- 229920000642 polymer Polymers 0.000 claims abstract description 34
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 7
- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 claims abstract description 6
- 125000002015 acyclic group Chemical group 0.000 claims abstract description 4
- 125000000962 organic group Chemical group 0.000 claims abstract description 4
- 230000000379 polymerizing effect Effects 0.000 claims abstract description 4
- IMSODMZESSGVBE-UHFFFAOYSA-N 2-Oxazoline Chemical compound C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 claims abstract description 3
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 6
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 claims description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
- SJMYWORNLPSJQO-UHFFFAOYSA-N tert-butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C)(C)C SJMYWORNLPSJQO-UHFFFAOYSA-N 0.000 claims description 4
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims description 2
- 239000002904 solvent Substances 0.000 abstract description 11
- -1 (substituted) phenyl Chemical group 0.000 abstract description 8
- 125000003504 2-oxazolinyl group Chemical group O1C(=NCC1)* 0.000 abstract description 5
- 239000000203 mixture Substances 0.000 abstract description 4
- 238000013035 low temperature curing Methods 0.000 abstract description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 abstract description 2
- 229920001577 copolymer Polymers 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 18
- 238000000576 coating method Methods 0.000 description 14
- 239000011248 coating agent Substances 0.000 description 11
- 238000001723 curing Methods 0.000 description 10
- 238000000034 method Methods 0.000 description 8
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 6
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
- 239000003973 paint Substances 0.000 description 6
- 239000004033 plastic Substances 0.000 description 6
- 229920003023 plastic Polymers 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000007921 spray Substances 0.000 description 4
- 239000000758 substrate Substances 0.000 description 4
- 239000004923 Acrylic lacquer Substances 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000008199 coating composition Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- BQBSIHIZDSHADD-UHFFFAOYSA-N 2-ethenyl-4,5-dihydro-1,3-oxazole Chemical compound C=CC1=NCCO1 BQBSIHIZDSHADD-UHFFFAOYSA-N 0.000 description 2
- LPIQIQPLUVLISR-UHFFFAOYSA-N 2-prop-1-en-2-yl-4,5-dihydro-1,3-oxazole Chemical compound CC(=C)C1=NCCO1 LPIQIQPLUVLISR-UHFFFAOYSA-N 0.000 description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- 229910001873 dinitrogen Inorganic materials 0.000 description 2
- 230000001771 impaired effect Effects 0.000 description 2
- 239000012948 isocyanate Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229960001019 oxacillin Drugs 0.000 description 2
- 238000010422 painting Methods 0.000 description 2
- 238000011056 performance test Methods 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical compound C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 description 1
- NHZLLKNRTDIFAD-UHFFFAOYSA-N 2,5-dihydro-1,3-oxazole Chemical group C1OCN=C1 NHZLLKNRTDIFAD-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- PBYIFPWEHGSUEY-UHFFFAOYSA-N 2-ethenyl-4-methyl-4,5-dihydro-1,3-oxazole Chemical compound CC1COC(C=C)=N1 PBYIFPWEHGSUEY-UHFFFAOYSA-N 0.000 description 1
- HMEVYZZCEGUONQ-UHFFFAOYSA-N 2-ethenyl-5-methyl-4,5-dihydro-1,3-oxazole Chemical compound CC1CN=C(C=C)O1 HMEVYZZCEGUONQ-UHFFFAOYSA-N 0.000 description 1
- SVONRAPFKPVNKG-UHFFFAOYSA-N 2-ethoxyethyl acetate Chemical compound CCOCCOC(C)=O SVONRAPFKPVNKG-UHFFFAOYSA-N 0.000 description 1
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 1
- MBLQIMSKMPEILU-UHFFFAOYSA-N 4-methyl-2-prop-1-en-2-yl-4,5-dihydro-1,3-oxazole Chemical compound CC1COC(C(C)=C)=N1 MBLQIMSKMPEILU-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 241000220485 Fabaceae Species 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 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
- 239000000020 Nitrocellulose Substances 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 241000209140 Triticum Species 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 239000005456 alcohol based solvent Substances 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 239000003849 aromatic solvent Substances 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 239000013040 bath agent Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 229920006217 cellulose acetate butyrate Polymers 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229930016911 cinnamic acid Natural products 0.000 description 1
- 235000013985 cinnamic acid Nutrition 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 238000012937 correction Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 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
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 239000012969 di-tertiary-butyl peroxide Substances 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 239000006185 dispersion 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
- 238000004043 dyeing Methods 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 239000002320 enamel (paints) Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000003759 ester based solvent Substances 0.000 description 1
- 235000019441 ethanol Nutrition 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 239000001023 inorganic pigment 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
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000005453 ketone based solvent Substances 0.000 description 1
- 235000021374 legumes Nutrition 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- 229920001220 nitrocellulos Polymers 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000002347 octyl 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])[H] 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-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
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000007870 radical polymerization initiator Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000007592 spray painting technique Methods 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
- 238000010557 suspension polymerization reaction Methods 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
- 238000012360 testing method Methods 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Landscapes
- Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)
- Paints Or Removers (AREA)
Abstract
Description
【発明の詳細な説明】
（産業上の利用分野）
本発明はプラスチック塗料用樹脂組成物に関し、より詳
しくは低温硬化条件丁で憬れた硬化特性を示すと共に、
硬化した後は各種プラスチック基材に対する密着性、光
沢、肉持ち感、鮮映性、耐候性、耐溶剤性に憬れた塗膜
を形成でき、しかも溶剤希釈性、スプレー作業性にも帰
れたプラスチック塗料用樹脂組成物に関するものである
。DETAILED DESCRIPTION OF THE INVENTION (Field of Industrial Application) The present invention relates to a resin composition for plastic coatings, and more specifically, it exhibits excellent curing characteristics under low-temperature curing conditions, and
After curing, this plastic can form coatings with excellent adhesion, gloss, texture, sharpness, weather resistance, and solvent resistance on various plastic substrates, and also has excellent solvent dilutability and spray workability. The present invention relates to a resin composition for paint.
（従来の技術および本発明が解決しようとする課Ｕ）
プラスチック用塗料分野は、従来、ニトロセルロース、
セルロースアセテートブチレートなどを加えた常温乾燥
型アクリルラッカーやイソシアネート化合物などとの三
次元化架橋硬化型アクリル８！詣などが広く用いられて
いる。(Prior art and problems to be solved by the present invention) In the field of plastic coatings, nitrocellulose,
Room-temperature drying acrylic lacquer containing cellulose acetate butyrate, etc., and three-dimensional cross-linked curing acrylic with isocyanate compounds, etc. 8! It is widely used as a pilgrimage.
前者のアクリルラッカーは低価格でかつ使用上簡便であ
る点に、また後者の三次元化架橋硬化型樹脂塗料は優れ
た塗膜性能に特徴を有する反面、以下の如き欠点を有す
る。即ち、アクリルラッカーは目的とする性能を得る為
にポリマーの分子量を大きくしたり、ガラス転移温度を
高くする必要があり、作業性を確保するためには多量の
有機浴剤で希釈する必要がある。これは近年、省資源。Although the former acrylic lacquer is inexpensive and easy to use, and the latter three-dimensional crosslinked curable resin coating has excellent coating performance, it has the following drawbacks. In other words, in order to obtain the desired performance of acrylic lacquer, it is necessary to increase the molecular weight of the polymer or raise the glass transition temperature, and in order to ensure workability, it is necessary to dilute it with a large amount of organic bath agent. . This has become a resource saving technique in recent years.
環境ｔη染等の観点から要求の強い塗料のハイソリッド
化にそぐわないものである。また、後者の三次元化架橋
硬化型Ｐ４脂塗料では、たとえばイソシアネート化合物
等の硬化剤に基づく毒性に問題を有している。This is not suitable for high solids paints, which are in strong demand from the viewpoint of environmental tη dyeing. Furthermore, the latter three-dimensional cross-linked curing type P4 resin paint has a problem with toxicity due to the curing agent such as an isocyanate compound.
この様な問題を解決すべく新しい硬化システムの開発研
究が種々なされているが、従来の技術にかわり得る性能
を有するプラスチック用塗料が得られていないのが現状
である。Although various research and development efforts have been made to develop new curing systems to solve these problems, the current situation is that no coating material for plastics with performance that can replace conventional techniques has been obtained.
（間Ｕ点を解決するための手段および作用）本発明者ら
は、このような現状に謹み、低温でも優れた硬化特性を
示し、しかもその硬化塗膜が各種グラスチック基材に対
する密着性、光沢、肉持ち感、鮮映性、耐候性、耐溶剤
性に優れ、且つ溶剤希釈性、スプレー作業性にも優れた
プラスチック塗料用Ｐ４脂組成物を開発すべく鋭意研究
を重ねた結果、カルボキシル基を有する重合体（Ａ）と
オキサゾリン基を有する重合体（Ｂ）を必須成分とする
プラスチック塗料用樹脂組成物が上記目的を達成できる
ことを見出し、本発明を完成させたものである。(Means and effects for solving the gap U point) The present inventors, respectfully considering the current situation, have demonstrated excellent curing properties even at low temperatures, and the cured coating film has excellent adhesion to various glass substrates. As a result of intensive research to develop a P4 resin composition for plastic paints that has excellent gloss, texture, sharpness, weather resistance, and solvent resistance, as well as excellent solvent dilutability and spray workability, we have found that carboxyl The present invention was completed based on the discovery that a resin composition for plastic coatings, which contains a polymer (A) having an oxazoline group and a polymer (B) having an oxazoline group as essential components, can achieve the above object.
すなわち、本発明は
（イ）カルボキシル基を含有する重合性不飽和単量体（
ａ）（以下、単量体（ａ）という、）１〜２０重置％及
びその他の重合性不飽和単量体（ｂ）（以下、単量体（
ｂ）という。）８０〜９９重量％（但し、 （ａ）＋（
ｂ）は１００重量％である）からなる単量体成分（１）
を共重合して得られる重合体（Ａ）及び
（ロ） −形成 （１）
％式％
（式中、Ｒ＋ 、Ｒ２，Ｒ１、Ｒａはそれぞれ独立に水
衆、ハロゲン、アルキル、アラルキル、フェニルまたは
置換フェニル基であり、Ｒｓは付加重合性不飽和結合を
持つ、非環状有機基である。）で表される付加重合性オ
キサゾリン（Ｃ）（以下、単量体（Ｃ）という、）及び
、必要に応じてその他の重合性不飽和単量体（ｄ）（以
下、単量体（ｄ）という、）からなる単量体成分（２）
を（共）重合してなる重合体（Ｂ）
を含有することを特徴とするプラスチック’７Ｕ用樹脂
組成物に関するものである。That is, the present invention provides (a) a polymerizable unsaturated monomer containing a carboxyl group (
a) (hereinafter referred to as monomer (a)) 1 to 20% by weight and other polymerizable unsaturated monomers (b) (hereinafter referred to as monomer (
b). ) 80 to 99% by weight (however, (a) + (
b) is 100% by weight)
Formation of polymers (A) and (b) obtained by copolymerizing addition-polymerizable oxazoline (C) (hereinafter referred to as monomer (C)) represented by a substituted phenyl group, and Rs is an acyclic organic group having an addition-polymerizable unsaturated bond; Monomer component (2) consisting of other polymerizable unsaturated monomers (d) (hereinafter referred to as monomer (d)) as necessary
The present invention relates to a resin composition for plastic '7U, characterized in that it contains a polymer (B) obtained by (co)polymerizing.
重合体（Ａ）の製造に用いられる単量体（ａ）としては
、たとえば（メタ）アクリル酸、ケイ皮酸およびクロト
ン酸などの不飽和モノカルボン酸；マレイン酸、無水マ
レイン酸、イタコン酸、フマル酸などの不飽和ジカルボ
ン酸もしくはそのモノエステル類などを挙げることがで
き、これらの群から選ばれるｌＦ！または２種以上を使
用することができる。該単量体（ａ）は重合体（Ａ）に
重合体（Ｂ）に対する反応性を付与するための成分で、
単量体成分（１）中１〜２０重量％の範囲で使用する。Examples of the monomer (a) used in the production of the polymer (A) include unsaturated monocarboxylic acids such as (meth)acrylic acid, cinnamic acid, and crotonic acid; maleic acid, maleic anhydride, itaconic acid, Examples include unsaturated dicarboxylic acids such as fumaric acid or their monoesters, and IF! selected from these groups. Or two or more types can be used. The monomer (a) is a component for imparting reactivity to the polymer (B) to the polymer (A),
It is used in an amount of 1 to 20% by weight in monomer component (1).
その使用量が１重量％未満では重合体（Ｂ）との反応に
際して実質有効量となり得す、逆に２０重址％を越える
と硬化塗膜の耐水性が低下するので好ましくない。If the amount used is less than 1% by weight, it may be a substantially effective amount in the reaction with the polymer (B), whereas if it exceeds 20% by weight, the water resistance of the cured coating film will decrease, which is not preferred.
重合体（Ａ）の製造に用いられる単量体（ｂ）としては
、単量体（ａ）と共重合可能でかつオキサゾリン基を含
有しないものであれば、特に制限されず、たとえばメチ
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、イソプロピル（メタ
）アクリレート、ブチル（メタ）アクリレート、イソブ
チル（メタ）アクリレート、ターシャリ−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、イソノニル（メタ）アクリレート、オクチル（メ
タ）アクリレート、イソオクチル（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）
アクリレート等の（メタ）アクリル酸アルキルエステル
；シクロヘキシル（メタ）アクリレート、ターシャリ−
ブチルシクロヘキシル（メタ）アクリレート等の（メタ
）アクリル酸シクロアルキルエステル；その他（メタ）
アクリルアミド、Ｎ−メチロール（メタ）アクリルアミ
ド、（メタ）アクリロニトリル、Ｎ、Ｎ′−ジメチルア
ミノエチル（メタ）アクリレート２−ヒドロキシエチル
（メタ）アクリレート、２−ヒドロキシプロピル（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、酢酸ビニル、ビニルピリジン、ビニルイミ
ダゾール等を挙げることができ、これらの１種または２
種以上を用いることが出来る。The monomer (b) used in the production of the polymer (A) is not particularly limited as long as it is copolymerizable with the monomer (a) and does not contain an oxazoline group. For example, methyl (meth) ) acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, isopropyl (meth)acrylate, butyl (meth)acrylate, isobutyl (meth)acrylate, tert-butyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, isononyl (meth)acrylate, octyl (meth)acrylate, isooctyl (meth)acrylate, lauryl (meth)acrylate, stearyl (meth)acrylate
(meth)acrylic acid alkyl ester such as acrylate; cyclohexyl (meth)acrylate, tertiary
(meth)acrylic acid cycloalkyl esters such as butylcyclohexyl (meth)acrylate; other (meth)
Acrylamide, N-methylol (meth)acrylamide, (meth)acrylonitrile, N,N'-dimethylaminoethyl (meth)acrylate 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, styrene, α-methyl Examples include styrene, vinyltoluene, vinyl acetate, vinylpyridine, vinylimidazole, etc. One or two of these
More than one species can be used.
単量体（ｂ）は、単量体成分（１）中８０〜９９１１量
％の範囲で使用する。該単量体（ｂ）の使用量が８０重
量％以下では、前記単量体（ａ）の量が多くなり耐水性
の低下をもたらす。また９９重量％を越えると前記成分
（ａ）の使用量が本発明で規定された量に満たなくなり
、本発明の特徴が発揮されなくなる。上記単量体（ｂ）
のうちシクロヘキシルメタアクリレート、メチルメタア
クリレート、ターシャリ−グチルメタアクリレート、ラ
ウリルメタアクリレートはそれぞれ本発明において好ま
しく使用出来る単量体であり、これらを併用して用いる
と、肉持ち感、鮮映性に優れたプラスチック塗料用樹脂
組成物を得る上でｕＭな相剰効果を発現する。更に、シ
クロヘキシルメタアクリレート、メチルメタアクリレー
ト、ターシャリ−ブチルメタアクリレート、ラウリルメ
タアクリレートを１ＩＬｆｉ体（ａ）および単量体（ｂ
）の合計量に対し２〜５０重量％重量％７註〜５０
５〜３０重量％（但し、これら単量体の合計量は単量体
（ａ）および単量体（ｂ）の合計量に対し、１７〜９９
重量％である．）の割合で用いると上記性能が一段と向
上するものである。Monomer (b) is used in a range of 80 to 9911% by weight in monomer component (1). If the amount of monomer (b) used is 80% by weight or less, the amount of monomer (a) increases, resulting in a decrease in water resistance. Moreover, if it exceeds 99% by weight, the amount of component (a) used will be less than the amount specified in the present invention, and the characteristics of the present invention will not be exhibited. The above monomer (b)
Among these, cyclohexyl methacrylate, methyl methacrylate, tert-glutyl methacrylate, and lauryl methacrylate are monomers that can be preferably used in the present invention, and when used in combination, they provide excellent texture and sharpness. In obtaining a resin composition for plastic coatings, a mutually beneficial uM effect is exhibited. Furthermore, 1ILfi form (a) and monomer (b
) 2 to 50% by weight based on the total amount of On the other hand, 17-99
Weight%. ), the above performance is further improved.
本発明に用いられる重合体（Ｂ）の製造に用いられる単
量体（Ｃ）とは、
一般式（１）
％式％
（式中、Ｒ＋ 、Ｒ２ 、Ｒｉ Ｒａはそれぞれ独立
に、水素．ハロゲン、アルキル、アラルキル、フェニル
または置換フェニルであり、Ｒ５は付加重合性不飽和結
合をもつ非環状有機基である。）によって表わされるも
のである。具体例としては、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−オキサシリン、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−オキサシリン等を挙げることができ、これ
らの群から選ばれる１８ｉまたは２種以上の混合物を使
用することができる。中でも、２−イソプロペニル−２
−オキサゾリンが工業的にも入手しやすく好適である。The monomer (C) used in the production of the polymer (B) used in the present invention has the general formula (1)% formula% (wherein R+, R2, Ri Ra each independently represent hydrogen, halogen, , alkyl, aralkyl, phenyl or substituted phenyl, and R5 is an acyclic organic group having an addition polymerizable unsaturated bond. Specific examples include 2-vinyl-2-oxazoline, 2-vinyl-4methyl-2-oxazoline, and 2-vinyl-2-oxazoline.
Vinyl-5-methyl-2-oxazoline, 2-isopropenyl-2-oxacillin, 2-isopropenyl-4-
Methyl-2-oxazoline, 2-isopropenyl-5-
Examples include ethyl-2-oxacillin, and 18i selected from these groups or a mixture of two or more thereof can be used. Among them, 2-isopropenyl-2
-Oxazoline is preferred because it is industrially available.
重合体（Ｂ）を製造するに際し、必要であれば単量体（
ｄ）を単量体（Ｃ）の共重合成分として用いてもよい。When producing the polymer (B), if necessary, the monomer (
d) may be used as a copolymerization component of monomer (C).
単量体（ｄ）は単量体（Ｃ）と共重合しうるものでかつ
その分子内にカルボキシル基を有しないものであれば特
に制限なく使用することができ、例えば前記重合体（Ａ
）の製造に用いた重量体（ｂ）として例示したものが挙
げられ、それらの１種又は２種以上用いることができる
。The monomer (d) can be used without any particular restriction as long as it can be copolymerized with the monomer (C) and does not have a carboxyl group in its molecule. For example, the monomer (A)
Examples of the weight body (b) used in the production of ) are listed, and one or more of them can be used.
！Ｂ重量体Ｃ）の使用器は特に限定されるものではない
が、単量体成分（２〕中５〜１ｏｏｆｆｉ１％である事
が好ましい。５市川％未満の■では重合体（Ａ）との反
応に際して実質有効量となり得す硬化塗膜の耐久性がそ
こなわれる場合がある。特に重合体（Ａ）が前記の如く
シクロヘキシルメタアクリレート、メチルメタアクリレ
ート、ターシャリ−ブチルメタアクリレート及びラウリ
ルメタアクリレートを用いて得られる場合は、その特徴
をより大きく発現させる上で重合体（Ｂ）の使用量は少
量である程好ましく、その際単量体（Ｃ）は上記範囲内
でより多量とするのがより好ましい。! There are no particular restrictions on the use of B weight C), but it is preferably 5 to 1% of the monomer component (2). The durability of the cured coating film, which can be a substantially effective amount during the reaction, may be impaired.Especially, if the polymer (A) contains cyclohexyl methacrylate, methyl methacrylate, tert-butyl methacrylate, and lauryl methacrylate as described above, the durability of the cured coating film may be impaired. In the case where the polymer (B) is used in a smaller amount, it is preferable to use the monomer (C) in a larger amount within the above range in order to express its characteristics to a greater extent. More preferred.
本発明のプラスチック塗料用樹脂組成物の必須成分たる
重合体（Ａ）は単量体（ａ）および単量体（ｂ）を、ま
た重合体（Ｂ）は単量体（Ｃ）および必要により単量体
（ｄ）をそれぞれ（共）重合して得られる。重合は周知
の方法に依ることができ、例えば溶液重合法、懸濁重合
法、塊状重合法、乳化重合法等が挙げられるが本発明の
特徴を最大限発揮させるためには溶液重合法によるのが
好ましい。溶液重合法を採用する場合、重合開始剤とし
てはアゾビスイソブチロニトリル、ベンゾイルパーオキ
サイド、ジ−ターシャリ−ブチルパーオキサイド等のラ
ジカル重合開始剤を用いることができ、 また、重合溶
媒としては、 トルエン、キシレンやその他の高沸点の
芳香族系溶剤；酢酸エチル、酢酸ブチルやセロソルブア
セテート等のエステル系溶剤；メチルエチルケトン、メ
チルイソブチルケトン等のケトン系溶剤、メチルアルコ
ール、エチルアルコール、イソプロピルアルコール、ブ
チルアルコール等のアルコール系溶剤を曝独もしくは混
合で用いることができる。Polymer (A), which is an essential component of the resin composition for plastic coatings of the present invention, contains monomer (a) and monomer (b), and polymer (B) contains monomer (C) and optionally It is obtained by (co)polymerizing each monomer (d). Polymerization can be carried out by well-known methods, such as solution polymerization, suspension polymerization, bulk polymerization, emulsion polymerization, etc. However, in order to maximize the features of the present invention, solution polymerization is preferred. is preferred. When a solution polymerization method is adopted, a radical polymerization initiator such as azobisisobutyronitrile, benzoyl peroxide, di-tertiary-butyl peroxide can be used as a polymerization initiator, and as a polymerization solvent, Toluene, xylene and other high boiling point aromatic solvents; ester solvents such as ethyl acetate, butyl acetate and cellosolve acetate; ketone solvents such as methyl ethyl ketone, methyl isobutyl ketone, methyl alcohol, ethyl alcohol, isopropyl alcohol, butyl alcohol It is possible to use alcohol-based solvents such as these by exposing or mixing them.
本発明のプラスチック塗料用樹脂組成物は、前記手順で
得られる重合体（Ａ）および重合体（Ｂ）を含有してな
るものである。ｇＬ重合体Ａ）および重合体（Ｂ）の割
合は特に制限されず広い範囲とすることができるが乾燥
性、硬度、耐候性、耐水性、耐溶剤性等の性能を必要か
つ充分に発揮させるには、重合体（Ａ）に含まれるカル
ボキシル基１当量に対し、オキサゾリン基が０．１〜３
．０当量の範囲である事が好ましく、より好ましくは０
．３〜２０当量の範囲である。The resin composition for plastic coatings of the present invention contains the polymer (A) and polymer (B) obtained by the above procedure. The ratio of the gL polymer A) and the polymer (B) is not particularly limited and can be set within a wide range, but it is necessary to achieve the necessary and sufficient performance such as dryness, hardness, weather resistance, water resistance, and solvent resistance. contains 0.1 to 3 oxazoline groups per equivalent of carboxyl group contained in the polymer (A).
．． It is preferably in the range of 0 equivalent, more preferably 0 equivalent.
．． It is in the range of 3 to 20 equivalents.
本発明のグラスチックナ科用樹脂（■酸物は、使用に際
して重合体（Ａ）及び重合体（Ｂ）を混合して１液化す
るが、混合方法には特に制限がなく、当業界で通常用い
られている方法によることができ る。When using the resin for glassy fabaceae of the present invention (acid), the polymer (A) and the polymer (B) are mixed into one liquid, but there are no particular restrictions on the mixing method, and it is commonly used in the industry. It can depend on the method used.
本発明のプラスチック塗料用樹脂組成物を使用するに当
って、架橋反応を促進させるための触媒や、湿潤剤、帯
電防止剤、紫外線吸収剤、粘度調整剤等公知の添加剤を
配合することは自由である。When using the resin composition for plastic coatings of the present invention, it is not necessary to incorporate known additives such as catalysts for promoting crosslinking reactions, wetting agents, antistatic agents, ultraviolet absorbers, and viscosity modifiers. Be free.
〈発明の効果〉
本発明のプラスチック塗料用樹脂組成物は低温硬化条件
下で優れた硬化特性を示すと共に、硬化した後は、各種
プラスチック基材に対する密着性。<Effects of the Invention> The resin composition for plastic coatings of the present invention exhibits excellent curing properties under low-temperature curing conditions, and exhibits excellent adhesion to various plastic substrates after curing.
光沢、肉持ち感、鮮映性、耐候性、耐溶剤性に優れた塗
膜を形成でき、しかも溶剤希釈性、スプレー作業性にも
優れており、クリヤー塗料として使用できるほか、公知
の顔料分散法により種々の無機顔料や有機顔料を分散さ
せ、着色エナメル塗料として使用できる。また、必要に
応じて公知の各８塗粁用添加剤を添加することができる
。このようにして調整された塗料は、スプレー塗装、ロ
ール塗装、へケ塗りなどの一般的な塗装法番こより塗装
することができる。It can form a coating film with excellent gloss, texture, sharpness, weather resistance, and solvent resistance.It also has excellent solvent dilutability and spray workability, and can be used as a clear coating as well as with known pigment dispersions. Various inorganic and organic pigments can be dispersed by this method and used as colored enamel paints. Further, if necessary, known additives for each of the 8 coatings can be added. The paint prepared in this way can be applied using general coating methods such as spray painting, roll painting, and brush painting.
〈実施例〉
以下、実施例により本発明を具体的に説明するが、本発
明はこれらに限定されるものではない。<Examples> The present invention will be specifically described below with reference to Examples, but the present invention is not limited thereto.
なお、例中に特にことわりのない限り％は重量％、部は
重量部を示す。In the examples, unless otherwise specified, % means % by weight, and parts means parts by weight.
参考例１
撹拌機、温度計、冷却器１滴下ロート及び窒素ガス導入
管のついた４つロフラスコにイソプロピ参考例１におい
て重合性単量体の組成を第１表に示した通りとする他は
参考例１と同様の操作をくり返して重合体（Ａ−２）〜
（Ａ−５）及び比較用重合体（Ａ’−１）〜（Ａ’−４
）の溶液を得た。Reference Example 1 Isopropylene in a four-bottle flask equipped with a stirrer, a thermometer, a condenser, a dropping funnel, and a nitrogen gas introduction tube. Repeating the same operation as in Reference Example 1 produced polymers (A-2) ~
(A-5) and comparative polymers (A'-1) to (A'-4
) was obtained.
部、メチルメタアクリレート４０部、ブチルメタアクリ
レート４０部、ブチルアクリレート８部およびアゾビス
イソブチロニトリル１．０部からなる混合物を２１１℃
間にわたって滴下ロートより滴下し、更に８０℃で６時
間保持した債、室温まで冷却して、カルボキシル基を有
する重合体（Ａ−１）の溶液を得た。40 parts of methyl methacrylate, 40 parts of butyl methacrylate, 8 parts of butyl acrylate, and 1.0 part of azobisisobutyronitrile at 211°C.
The solution was added dropwise from the dropping funnel over a period of time, maintained at 80° C. for 6 hours, and then cooled to room temperature to obtain a solution of the polymer (A-1) having a carboxyl group.
参考例２〜５．比較参考例１〜４
第１表
参考例６
参考例１と同様の４つロフラスコに酢酸エチル１００部
を仕込み８０°Ｃまで昇温した。そこへ窒素ガスを吹き
込みながら、スチレン２５部、ブチルアクリレート５０
部、２−イソプロペニル−２−オキサゾリン２５部およ
びアゾビスイソブチロニトリル１．５部からなる混合物
を２時間にわたって滴下ロートより滴下し、更に８０°
Ｃで６時間保持した後、室温まで冷却してオキサゾリン
基を有する重合体（Ｂ−１）の溶液をＩりた。Reference examples 2 to 5. Comparative Reference Examples 1 to 4 Table 1 Reference Example 6 100 parts of ethyl acetate was placed in a four-bottle flask similar to Reference Example 1, and the temperature was raised to 80°C. While blowing nitrogen gas into it, 25 parts of styrene and 50 parts of butyl acrylate were added.
A mixture of 25 parts of 2-isopropenyl-2-oxazoline and 1.5 parts of azobisisobutyronitrile was added dropwise from the dropping funnel over 2 hours, and then heated at 80°
After holding at C for 6 hours, the solution was cooled to room temperature and the solution of the oxazoline group-containing polymer (B-1) was removed.
参考例７〜ＩＯ
参考例６において重合性単量体の組成を第２表に示した
通りとする他は参考例６と同様の操作をくり返して重合
体（Ｂ−２）〜（Ｂ−５）の溶液を 得た。Reference Examples 7 to IO Polymers (B-2) to (B-5 ) solution was obtained.
第２表
実施例１〜１３．比較例１〜５
第３表に示した配合組成で重合体（Ａ）、Ｉｉ重合体Ｂ
）を混合して塗料組成物とした。Table 2 Examples 1 to 13. Comparative Examples 1 to 5 Polymer (A) and Ii Polymer B with the formulation shown in Table 3
) were mixed to prepare a coating composition.
これらの塗料組成物をポリカーボネート基材上に乾燥皮
膜がｌＯμとなるよう塗布した後、６０°Ｃで４０分間
強制乾燥した。これらの塗料組成物の乾燥性および硬化
（麦の塗膜性能試験結果は第３表に示したとおりであっ
た。塗膜の性能は次に示す性能試験方法により■〜○〜
Ｘの３段階で評価した。These coating compositions were applied onto polycarbonate substrates so that the dry film thickness was 10 μ, and then force-dried at 60° C. for 40 minutes. The drying properties and curing of these coating compositions (wheat coating performance test results are as shown in Table 3.The performance of the coating film was determined by the performance test method shown below.
Evaluation was made on a three-level scale of X.
乾燥性５強制乾燥直後の指圧判定。Dryness 5 Shiatsu judgment immediately after forced drying.
密着性；ゴバン目テスト後のハクリ状態。Adhesion: Peeling condition after burlap test.
光 沢；６０度鏡面反射率測定値の比較。Brightness: Comparison of 60 degree specular reflectance measurements.
肉持ち感；塗装皮膜の目視判定。Feeling of texture: Visual judgment of paint film.
鮭映性；鮮明度光沢度計での測定値の比較。Reflection: Comparison of measured values with a sharpness gloss meter.
耐 候性：ウェザーオーメーターで２０００時間バクロ
後の表面状態。Weather resistance: Surface condition after 2000 hours of weather resistance.
耐溶剤性：メチルエチルケトンをしみこませた脱脂綿で
５０回ラビングした壕の
表面状態。Solvent resistance: Surface condition of trenches rubbed 50 times with absorbent cotton impregnated with methyl ethyl ketone.
耐 温 性、５０℃、９８％ＲＨ雰囲気下、４日間数１
徨の表面状態。Temperature resistance, 50℃, 98% RH atmosphere for 4 days
The surface condition of the tail.
溶剤希釈性、シンナーでの希釈のしやすさの度合いで判
定。Judging by solvent dilutability and ease of diluting with thinner.
スプレー作業性、スプレー時の作業性の良悪で判定。Judged based on spray workability and workability during spraying.
手 続 補 正 書 平成元年８月１ｏ日 ４、補正の対象 明細書の発明の詳細な説明の欄Manual continuation supplementary book August 1st, 1989 4. Subject of correction Detailed description of the invention in the specification
Claims (1)
（ａ）１〜２０重量％及びその他の重合性不飽和単量体
（ｂ）８０〜９９重量％（但し、（ａ）＋（ｂ）は１０
０重量％である）からなる単量体成分（１）を共重合し
て得られる重合体（Ａ）及び（ロ）一般式（ I ） ▲数式、化学式、表等があります▼（ I ） （式中、Ｒ＿１、Ｒ＿２、Ｒ＿３、Ｒ＿４はそれぞれ独
立に水素、ハロゲン、アルキル、アラルキル、フェニル
または置換フェニル基であり、Ｒ＿５は付加重合性不飽
和結合を持つ、非環状有機基である。）で表される付加
重合性オキサゾリン（ｃ）及び、必要に応じて１種以上
のその他の重合性不飽和単量体（ｄ）からなる単量体成
分（２）を（共）重合してなる重合体（Ｂ） を含有することを特徴とするプラスチック塗料用樹脂組
成物。 ２、その他の重合性不飽和単量体（ｂ）としてシクロヘ
キシルメタアクリレートを用いる請求項１記載のプラス
チック塗料用樹脂組成物。 ３、その他の重合性不飽和単量体（ｂ）としてメチルメ
タアクリレートを用いる請求項１記載のプラスチック塗
料用樹脂組成物。 ４、その他の重合性不飽和単量体（ｂ）としてターシャ
リーブチルメタアクリレートを用いる請求項１記載のプ
ラスチック塗料用樹脂組成物。 ５、その他の重合性不飽和単量体（ｂ）としてラウリル
メタアクリレートを用いる請求項１記載のプラスチック
塗料用樹脂組成物。 ６、その他の重合性不飽和単量体（ｂ）としてシクロヘ
キシルメタアクリレート、メチルメタアクリレート、タ
ーシャリーブチルメタアクリレート及びラウリルメタア
クリレートを併用して用いる請求項１記載のプラスチッ
ク塗料用樹脂組成物。 ７、単量体成分（１）に対し、シクロヘキシルメタアク
リレートを２〜５０重量％、メチルメタアクリレートを
５〜５０重量％、ターシャリーブチルメタアクリレート
を５〜３０重量％、ラウリルメタアクリレートを５〜３
０重量％（但し、これら単量体の合計量は単量体成分（
１）に対し、１７〜９９重量％である。）の量で用いる
ものである請求項６記載のプラスチック塗料用樹脂組成
物。[Claims] 1. (a) 1 to 20% by weight of a polymerizable unsaturated monomer having a carboxyl group (a) and 80 to 99% by weight of other polymerizable unsaturated monomers (b) (provided that , (a) + (b) is 10
Polymers (A) and (B) obtained by copolymerizing the monomer component (1) consisting of In the formula, R_1, R_2, R_3, and R_4 are each independently hydrogen, halogen, alkyl, aralkyl, phenyl, or substituted phenyl group, and R_5 is an acyclic organic group having an addition polymerizable unsaturated bond.) A polymer obtained by (co)polymerizing the monomer component (2) consisting of the addition-polymerizable oxazoline (c) represented by the expression and, if necessary, one or more other polymerizable unsaturated monomers (d). A resin composition for a plastic coating, characterized by containing a combination (B). 2. The resin composition for plastic coatings according to claim 1, wherein cyclohexyl methacrylate is used as the other polymerizable unsaturated monomer (b). 3. The resin composition for plastic coatings according to claim 1, wherein methyl methacrylate is used as the other polymerizable unsaturated monomer (b). 4. The resin composition for plastic coatings according to claim 1, wherein tert-butyl methacrylate is used as the other polymerizable unsaturated monomer (b). 5. The resin composition for plastic coatings according to claim 1, wherein lauryl methacrylate is used as the other polymerizable unsaturated monomer (b). 6. The resin composition for plastic coatings according to claim 1, wherein cyclohexyl methacrylate, methyl methacrylate, tert-butyl methacrylate and lauryl methacrylate are used in combination as the other polymerizable unsaturated monomer (b). 7. Based on the monomer component (1), 2 to 50% by weight of cyclohexyl methacrylate, 5 to 50% by weight of methyl methacrylate, 5 to 30% by weight of tertiary butyl methacrylate, and 5 to 5% of lauryl methacrylate. 3
0% by weight (however, the total amount of these monomers is the monomer component (
1), it is 17 to 99% by weight. 7. The resin composition for plastic coatings according to claim 6, which is used in an amount of:
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP63268130A JP2683063B2 (en) | 1988-10-26 | 1988-10-26 | Resin composition for plastic coating |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP63268130A JP2683063B2 (en) | 1988-10-26 | 1988-10-26 | Resin composition for plastic coating |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH02115238A true JPH02115238A (en) | 1990-04-27 |
| JP2683063B2 JP2683063B2 (en) | 1997-11-26 |
Family
ID=17454302
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP63268130A Expired - Lifetime JP2683063B2 (en) | 1988-10-26 | 1988-10-26 | Resin composition for plastic coating |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2683063B2 (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH08318211A (en) * | 1995-05-25 | 1996-12-03 | Dainippon Ink & Chem Inc | Coating method for top coat |
| US8105760B2 (en) | 2007-08-22 | 2012-01-31 | Shin-Etsu Chemical Co., Ltd. | Patterning process and pattern surface coating composition |
| EP3951499A1 (en) | 2020-08-04 | 2022-02-09 | Shin-Etsu Chemical Co., Ltd. | Negative photosensitive resin composition, patterning process, method for forming cured film, interlayer insulation film, surface protective film, and electronic component |
| EP4067999A1 (en) | 2021-03-23 | 2022-10-05 | Shin-Etsu Chemical Co., Ltd. | Negative photosensitive resin composition, patterning process, method for forming cured film, interlayer insulation film, surface protective film, and electronic component |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7282531B2 (en) | 2004-03-30 | 2007-10-16 | Nippon Shokubai Co., Ltd. | Acrylic resin composition dispersed in water |
-
1988
- 1988-10-26 JP JP63268130A patent/JP2683063B2/en not_active Expired - Lifetime
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH08318211A (en) * | 1995-05-25 | 1996-12-03 | Dainippon Ink & Chem Inc | Coating method for top coat |
| US8105760B2 (en) | 2007-08-22 | 2012-01-31 | Shin-Etsu Chemical Co., Ltd. | Patterning process and pattern surface coating composition |
| EP3951499A1 (en) | 2020-08-04 | 2022-02-09 | Shin-Etsu Chemical Co., Ltd. | Negative photosensitive resin composition, patterning process, method for forming cured film, interlayer insulation film, surface protective film, and electronic component |
| EP4067999A1 (en) | 2021-03-23 | 2022-10-05 | Shin-Etsu Chemical Co., Ltd. | Negative photosensitive resin composition, patterning process, method for forming cured film, interlayer insulation film, surface protective film, and electronic component |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2683063B2 (en) | 1997-11-26 |
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