CN1344301A - 高固含量透明涂料组合物 - Google Patents
高固含量透明涂料组合物 Download PDFInfo
- Publication number
- CN1344301A CN1344301A CN00805130A CN00805130A CN1344301A CN 1344301 A CN1344301 A CN 1344301A CN 00805130 A CN00805130 A CN 00805130A CN 00805130 A CN00805130 A CN 00805130A CN 1344301 A CN1344301 A CN 1344301A
- Authority
- CN
- China
- Prior art keywords
- composition
- acid
- coating
- melamine
- component
- 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.)
- Pending
Links
- 238000000576 coating method Methods 0.000 title claims abstract description 73
- 239000011248 coating agent Substances 0.000 title claims description 66
- 239000007787 solid Substances 0.000 title claims description 34
- 239000002253 acid Substances 0.000 title claims description 30
- 239000000203 mixture Substances 0.000 claims abstract description 84
- 239000008199 coating composition Substances 0.000 claims abstract description 60
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims abstract description 49
- 229920000877 Melamine resin Polymers 0.000 claims abstract description 40
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 19
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 19
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 12
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims abstract description 11
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims abstract description 10
- 239000012948 isocyanate Substances 0.000 claims abstract description 8
- 150000002513 isocyanates Chemical class 0.000 claims abstract description 8
- 239000000178 monomer Substances 0.000 claims description 31
- 150000005676 cyclic carbonates Chemical class 0.000 claims description 29
- 238000000034 method Methods 0.000 claims description 21
- 239000000126 substance Substances 0.000 claims description 20
- 150000002148 esters Chemical class 0.000 claims description 16
- 239000000463 material Substances 0.000 claims description 13
- 150000001412 amines Chemical class 0.000 claims description 12
- 238000006243 chemical reaction Methods 0.000 claims description 11
- 239000003960 organic solvent Substances 0.000 claims description 9
- 229920005989 resin Polymers 0.000 claims description 9
- 239000011347 resin Substances 0.000 claims description 9
- 238000007789 sealing Methods 0.000 claims description 9
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 8
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims description 8
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 8
- 239000004611 light stabiliser Substances 0.000 claims description 7
- 238000012856 packing Methods 0.000 claims description 7
- 239000005058 Isophorone diisocyanate Substances 0.000 claims 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 claims description 6
- 125000000524 functional group Chemical class 0.000 claims description 5
- CMPQUABWPXYYSH-UHFFFAOYSA-N phenyl phosphate Chemical compound OP(O)(=O)OC1=CC=CC=C1 CMPQUABWPXYYSH-UHFFFAOYSA-N 0.000 claims description 5
- 229920005862 polyol Polymers 0.000 claims description 5
- 239000006096 absorbing agent Substances 0.000 claims description 4
- 239000003054 catalyst Substances 0.000 claims description 4
- 150000003077 polyols Chemical class 0.000 claims description 4
- 239000003377 acid catalyst Substances 0.000 claims description 3
- CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical compound CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 claims description 3
- CJMZLCRLBNZJQR-UHFFFAOYSA-N ethyl 2-amino-4-(4-fluorophenyl)thiophene-3-carboxylate Chemical compound CCOC(=O)C1=C(N)SC=C1C1=CC=C(F)C=C1 CJMZLCRLBNZJQR-UHFFFAOYSA-N 0.000 claims description 3
- 239000003607 modifier Substances 0.000 claims description 3
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims description 3
- 229940058020 2-amino-2-methyl-1-propanol Drugs 0.000 claims description 2
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 claims description 2
- WYNCHZVNFNFDNH-UHFFFAOYSA-N Oxazolidine Chemical compound C1COCN1 WYNCHZVNFNFDNH-UHFFFAOYSA-N 0.000 claims description 2
- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 claims description 2
- 230000008859 change Effects 0.000 claims description 2
- 125000005442 diisocyanate group Chemical group 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 claims description 2
- 150000002191 fatty alcohols Chemical class 0.000 claims 1
- 230000003287 optical effect Effects 0.000 claims 1
- 230000000630 rising effect Effects 0.000 claims 1
- -1 acrylic polyol Chemical class 0.000 description 39
- 239000006185 dispersion Substances 0.000 description 18
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 14
- 229920003270 Cymel® Polymers 0.000 description 13
- 239000003381 stabilizer Substances 0.000 description 13
- 238000012360 testing method Methods 0.000 description 12
- 229920000642 polymer Polymers 0.000 description 11
- 239000002904 solvent Substances 0.000 description 10
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 9
- 229920002554 vinyl polymer Polymers 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- 238000007334 copolymerization reaction Methods 0.000 description 8
- 239000003973 paint Substances 0.000 description 8
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 239000000654 additive Substances 0.000 description 7
- 238000005260 corrosion Methods 0.000 description 7
- 230000007797 corrosion Effects 0.000 description 7
- 239000002245 particle Substances 0.000 description 7
- 229920000728 polyester Polymers 0.000 description 7
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 6
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 6
- 229920006243 acrylic copolymer Polymers 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 230000014759 maintenance of location Effects 0.000 description 6
- 239000002994 raw material Substances 0.000 description 6
- LDHQCZJRKDOVOX-UHFFFAOYSA-N 2-butenoic acid Chemical compound CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- YGCOKJWKWLYHTG-UHFFFAOYSA-N [[4,6-bis[bis(hydroxymethyl)amino]-1,3,5-triazin-2-yl]-(hydroxymethyl)amino]methanol Chemical compound OCN(CO)C1=NC(N(CO)CO)=NC(N(CO)CO)=N1 YGCOKJWKWLYHTG-UHFFFAOYSA-N 0.000 description 5
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
- 238000001723 curing Methods 0.000 description 5
- 238000005227 gel permeation chromatography Methods 0.000 description 5
- CATSNJVOTSVZJV-UHFFFAOYSA-N heptan-2-one Chemical class CCCCCC(C)=O CATSNJVOTSVZJV-UHFFFAOYSA-N 0.000 description 5
- 150000007974 melamines Chemical class 0.000 description 5
- 239000002002 slurry Substances 0.000 description 5
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical class CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 239000003082 abrasive agent Substances 0.000 description 4
- 125000003545 alkoxy group Chemical group 0.000 description 4
- 239000011324 bead Substances 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- 238000009833 condensation Methods 0.000 description 4
- 230000005494 condensation Effects 0.000 description 4
- 238000012674 dispersion polymerization Methods 0.000 description 4
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Natural products OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- 238000005507 spraying Methods 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- 239000000758 substrate Substances 0.000 description 4
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 3
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 3
- OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 229910000831 Steel Inorganic materials 0.000 description 3
- 238000003916 acid precipitation Methods 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 150000001450 anions Chemical class 0.000 description 3
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 125000002091 cationic group Chemical group 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000008367 deionised water Substances 0.000 description 3
- 229910021641 deionized water Inorganic materials 0.000 description 3
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 3
- 238000002296 dynamic light scattering Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 230000007613 environmental effect Effects 0.000 description 3
- 235000021050 feed intake Nutrition 0.000 description 3
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 235000019198 oils Nutrition 0.000 description 3
- 229920000058 polyacrylate Polymers 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000010959 steel Substances 0.000 description 3
- 229920001187 thermosetting polymer Polymers 0.000 description 3
- 150000003852 triazoles Chemical class 0.000 description 3
- PTBDIHRZYDMNKB-UHFFFAOYSA-N 2,2-Bis(hydroxymethyl)propionic acid Chemical compound OCC(C)(CO)C(O)=O PTBDIHRZYDMNKB-UHFFFAOYSA-N 0.000 description 2
- UXFQFBNBSPQBJW-UHFFFAOYSA-N 2-amino-2-methylpropane-1,3-diol Chemical group OCC(N)(C)CO UXFQFBNBSPQBJW-UHFFFAOYSA-N 0.000 description 2
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
- UBYWYEGPDNYPHZ-UHFFFAOYSA-N 2-hydroxyethyl but-2-enoate Chemical compound CC=CC(=O)OCCO UBYWYEGPDNYPHZ-UHFFFAOYSA-N 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- ZGHFDIIVVIFNPS-UHFFFAOYSA-N 3-Methyl-3-buten-2-one Chemical compound CC(=C)C(C)=O ZGHFDIIVVIFNPS-UHFFFAOYSA-N 0.000 description 2
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical class CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 2
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical class CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 241000779819 Syncarpia glomulifera Species 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- 125000005907 alkyl ester group Chemical group 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 239000012964 benzotriazole Substances 0.000 description 2
- 229920006217 cellulose acetate butyrate Polymers 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 2
- 239000012975 dibutyltin dilaurate Substances 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 230000003628 erosive effect Effects 0.000 description 2
- 125000004494 ethyl ester group Chemical group 0.000 description 2
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N itaconic acid Chemical compound OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 2
- 230000007774 longterm Effects 0.000 description 2
- 229920002521 macromolecule Polymers 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 229940043265 methyl isobutyl ketone Drugs 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 2
- BKIMMITUMNQMOS-UHFFFAOYSA-N nonane Chemical compound CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 description 2
- HMZGPNHSPWNGEP-UHFFFAOYSA-N octadecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C(C)=C HMZGPNHSPWNGEP-UHFFFAOYSA-N 0.000 description 2
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 229940059574 pentaerithrityl Drugs 0.000 description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 2
- 239000001739 pinus spp. Substances 0.000 description 2
- 229920005906 polyester polyol Polymers 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 2
- 238000010926 purge Methods 0.000 description 2
- 239000007870 radical polymerization initiator Substances 0.000 description 2
- 238000006748 scratching Methods 0.000 description 2
- 230000002393 scratching effect Effects 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- 238000009966 trimming Methods 0.000 description 2
- 229940036248 turpentine Drugs 0.000 description 2
- VTUFANACMDLWLU-UHFFFAOYSA-N (2-dodecyl-3-hydroxyphenyl)-phenylmethanone Chemical compound OC=1C(=C(C(=O)C2=CC=CC=C2)C=CC=1)CCCCCCCCCCCC VTUFANACMDLWLU-UHFFFAOYSA-N 0.000 description 1
- 125000006732 (C1-C15) alkyl group Chemical group 0.000 description 1
- ZTNJGMFHJYGMDR-UHFFFAOYSA-N 1,2-diisocyanatoethane Chemical class O=C=NCCN=C=O ZTNJGMFHJYGMDR-UHFFFAOYSA-N 0.000 description 1
- IKYNWXNXXHWHLL-UHFFFAOYSA-N 1,3-diisocyanatopropane Chemical compound O=C=NCCCN=C=O IKYNWXNXXHWHLL-UHFFFAOYSA-N 0.000 description 1
- OVBFMUAFNIIQAL-UHFFFAOYSA-N 1,4-diisocyanatobutane Chemical compound O=C=NCCCCN=C=O OVBFMUAFNIIQAL-UHFFFAOYSA-N 0.000 description 1
- ZMARGGQEAJXRFP-UHFFFAOYSA-N 1-hydroxypropan-2-yl 2-methylprop-2-enoate Chemical compound OCC(C)OC(=O)C(C)=C ZMARGGQEAJXRFP-UHFFFAOYSA-N 0.000 description 1
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 1
- ZXDDPOHVAMWLBH-UHFFFAOYSA-N 2,4-Dihydroxybenzophenone Chemical compound OC1=CC(O)=CC=C1C(=O)C1=CC=CC=C1 ZXDDPOHVAMWLBH-UHFFFAOYSA-N 0.000 description 1
- MLSZKXZUUBCAEC-UHFFFAOYSA-N 2-(2-methyl-1-phenylbutyl)phenol Chemical compound CC(C(C1=CC=CC=C1)C1=C(C=CC=C1)O)CC MLSZKXZUUBCAEC-UHFFFAOYSA-N 0.000 description 1
- CCJAYIGMMRQRAO-UHFFFAOYSA-N 2-[4-[(2-hydroxyphenyl)methylideneamino]butyliminomethyl]phenol Chemical compound OC1=CC=CC=C1C=NCCCCN=CC1=CC=CC=C1O CCJAYIGMMRQRAO-UHFFFAOYSA-N 0.000 description 1
- VCKYSUDRSZHWKR-UHFFFAOYSA-N 2-ethenylbenzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C=C VCKYSUDRSZHWKR-UHFFFAOYSA-N 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- GWZMWHWAWHPNHN-UHFFFAOYSA-N 2-hydroxypropyl prop-2-enoate Chemical compound CC(O)COC(=O)C=C GWZMWHWAWHPNHN-UHFFFAOYSA-N 0.000 description 1
- DLTLLZLEJKRETK-UHFFFAOYSA-N 2-n,2-n,4-n,4-n,6-n-pentamethoxy-6-n-methyl-1,3,5-triazine-2,4,6-triamine Chemical compound CON(C)C1=NC(N(OC)OC)=NC(N(OC)OC)=N1 DLTLLZLEJKRETK-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
- XMIIGOLPHOKFCH-UHFFFAOYSA-N 3-phenylpropionic acid Chemical compound OC(=O)CCC1=CC=CC=C1 XMIIGOLPHOKFCH-UHFFFAOYSA-N 0.000 description 1
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 1
- PNWSHHILERSSLF-UHFFFAOYSA-N 4-methylbenzene-1,3-dicarboxylic acid Chemical compound CC1=CC=C(C(O)=O)C=C1C(O)=O PNWSHHILERSSLF-UHFFFAOYSA-N 0.000 description 1
- ZBTJKUUDJZBYGA-UHFFFAOYSA-N 5-(benzotriazol-2-yl)-1,3-bis(2-methylbutan-2-yl)cyclohexa-2,4-dien-1-ol Chemical compound OC1(CC(=CC(=C1)C(C)(C)CC)N1N=C2C(=N1)C=CC=C2)C(C)(C)CC ZBTJKUUDJZBYGA-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 1
- 238000005848 Knoop reaction Methods 0.000 description 1
- 239000004640 Melamine resin Substances 0.000 description 1
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 1
- PKEKLMFPUCJDOF-UHFFFAOYSA-N N=C=O.COCNC1=NC(N)=NC(N)=N1 Chemical compound N=C=O.COCNC1=NC(N)=NC(N)=N1 PKEKLMFPUCJDOF-UHFFFAOYSA-N 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- 241001597008 Nomeidae Species 0.000 description 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- 229920003265 Resimene® Polymers 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- USDJGQLNFPZEON-UHFFFAOYSA-N [[4,6-bis(hydroxymethylamino)-1,3,5-triazin-2-yl]amino]methanol Chemical compound OCNC1=NC(NCO)=NC(NCO)=N1 USDJGQLNFPZEON-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 125000005452 alkenyloxyalkyl group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 230000002152 alkylating effect Effects 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- XZKRXPZXQLARHH-UHFFFAOYSA-N buta-1,3-dienylbenzene Chemical compound C=CC=CC1=CC=CC=C1 XZKRXPZXQLARHH-UHFFFAOYSA-N 0.000 description 1
- 229940043232 butyl acetate Drugs 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 230000006208 butylation Effects 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 125000005587 carbonate group Chemical group 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate group Chemical group [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- GCFAUZGWPDYAJN-UHFFFAOYSA-N cyclohexyl 3-phenylprop-2-enoate Chemical compound C=1C=CC=CC=1C=CC(=O)OC1CCCCC1 GCFAUZGWPDYAJN-UHFFFAOYSA-N 0.000 description 1
- JGFBRKRYDCGYKD-UHFFFAOYSA-N dibutyl(oxo)tin Chemical compound CCCC[Sn](=O)CCCC JGFBRKRYDCGYKD-UHFFFAOYSA-N 0.000 description 1
- KIQKWYUGPPFMBV-UHFFFAOYSA-N diisocyanatomethane Chemical class O=C=NCN=C=O KIQKWYUGPPFMBV-UHFFFAOYSA-N 0.000 description 1
- 238000003618 dip coating Methods 0.000 description 1
- 238000007590 electrostatic spraying Methods 0.000 description 1
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N ethyl acetate Substances CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 1
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000012628 flowing agent Substances 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- JBFHTYHTHYHCDJ-UHFFFAOYSA-N gamma-caprolactone Chemical compound CCC1CCC(=O)O1 JBFHTYHTHYHCDJ-UHFFFAOYSA-N 0.000 description 1
- 239000007863 gel particle Substances 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- LNCPIMCVTKXXOY-UHFFFAOYSA-N hexyl 2-methylprop-2-enoate Chemical compound CCCCCCOC(=O)C(C)=C LNCPIMCVTKXXOY-UHFFFAOYSA-N 0.000 description 1
- 229940051250 hexylene glycol Drugs 0.000 description 1
- YPGCWEMNNLXISK-UHFFFAOYSA-N hydratropic acid Chemical class OC(=O)C(C)C1=CC=CC=C1 YPGCWEMNNLXISK-UHFFFAOYSA-N 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient 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
- 125000002462 isocyano group Chemical group *[N+]#[C-] 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
- VLCAYQIMSMPEBW-UHFFFAOYSA-N methyl 3-hydroxy-2-methylidenebutanoate Chemical compound COC(=O)C(=C)C(C)O VLCAYQIMSMPEBW-UHFFFAOYSA-N 0.000 description 1
- MXLMTQWGSQIYOW-UHFFFAOYSA-N methyl isopropyl carbinol Natural products CC(C)C(C)O MXLMTQWGSQIYOW-UHFFFAOYSA-N 0.000 description 1
- JYVLIDXNZAXMDK-UHFFFAOYSA-N methyl propyl carbinol Natural products CCCC(C)O JYVLIDXNZAXMDK-UHFFFAOYSA-N 0.000 description 1
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 1
- ADGJZVKOKVENDN-UHFFFAOYSA-N n-(butoxymethyl)-2-methylprop-2-enamide Chemical compound CCCCOCNC(=O)C(C)=C ADGJZVKOKVENDN-UHFFFAOYSA-N 0.000 description 1
- UTSYWKJYFPPRAP-UHFFFAOYSA-N n-(butoxymethyl)prop-2-enamide Chemical compound CCCCOCNC(=O)C=C UTSYWKJYFPPRAP-UHFFFAOYSA-N 0.000 description 1
- DNTMQTKDNSEIFO-UHFFFAOYSA-N n-(hydroxymethyl)-2-methylprop-2-enamide Chemical compound CC(=C)C(=O)NCO DNTMQTKDNSEIFO-UHFFFAOYSA-N 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- NZIDBRBFGPQCRY-UHFFFAOYSA-N octyl 2-methylprop-2-enoate Chemical compound CCCCCCCCOC(=O)C(C)=C NZIDBRBFGPQCRY-UHFFFAOYSA-N 0.000 description 1
- 229940065472 octyl acrylate Drugs 0.000 description 1
- ANISOHQJBAQUQP-UHFFFAOYSA-N octyl prop-2-enoate Chemical compound CCCCCCCCOC(=O)C=C ANISOHQJBAQUQP-UHFFFAOYSA-N 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- CFHIDWOYWUOIHU-UHFFFAOYSA-N oxomethyl Chemical compound O=[CH] CFHIDWOYWUOIHU-UHFFFAOYSA-N 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 239000011527 polyurethane coating Substances 0.000 description 1
- 230000037452 priming Effects 0.000 description 1
- FBCQUCJYYPMKRO-UHFFFAOYSA-N prop-2-enyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC=C FBCQUCJYYPMKRO-UHFFFAOYSA-N 0.000 description 1
- QTECDUFMBMSHKR-UHFFFAOYSA-N prop-2-enyl prop-2-enoate Chemical compound C=CCOC(=O)C=C QTECDUFMBMSHKR-UHFFFAOYSA-N 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- BOQSSGDQNWEFSX-UHFFFAOYSA-N propan-2-yl 2-methylprop-2-enoate Chemical compound CC(C)OC(=O)C(C)=C BOQSSGDQNWEFSX-UHFFFAOYSA-N 0.000 description 1
- LYBIZMNPXTXVMV-UHFFFAOYSA-N propan-2-yl prop-2-enoate Chemical compound CC(C)OC(=O)C=C LYBIZMNPXTXVMV-UHFFFAOYSA-N 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000004513 sizing Methods 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 201000009032 substance abuse Diseases 0.000 description 1
- FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 238000010189 synthetic method 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
- 235000019587 texture Nutrition 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- 238000011179 visual inspection Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
- C08G18/3819—Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen
- C08G18/3842—Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen containing heterocyclic rings having at least one nitrogen atom in the ring
- C08G18/3851—Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen containing heterocyclic rings having at least one nitrogen atom in the ring containing three nitrogen atoms in the ring
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/4009—Two or more macromolecular compounds not provided for in one single group of groups C08G18/42 - C08G18/64
- C08G18/4045—Mixtures of compounds of group C08G18/58 with other macromolecular compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4244—Polycondensates having carboxylic or carbonic ester groups in the main chain containing oxygen in the form of ether groups
- C08G18/4261—Polycondensates having carboxylic or carbonic ester groups in the main chain containing oxygen in the form of ether groups prepared by oxyalkylation of polyesterpolyols
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4291—Polycondensates having carboxylic or carbonic ester groups in the main chain prepared from polyester forming components containing monoepoxy compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/44—Polycarbonates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/58—Epoxy resins
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/62—Polymers of compounds having carbon-to-carbon double bonds
- C08G18/6216—Polymers of alpha-beta ethylenically unsaturated carboxylic acids or of derivatives thereof
- C08G18/622—Polymers of esters of alpha-beta ethylenically unsaturated carboxylic acids
- C08G18/6225—Polymers of esters of acrylic or methacrylic acid
- C08G18/6229—Polymers of hydroxy groups containing esters of acrylic or methacrylic acid with aliphatic polyalcohols
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
- C08G18/78—Nitrogen
- C08G18/79—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates
- C08G18/791—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups
- C08G18/792—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups formed by oligomerisation of aliphatic and/or cycloaliphatic isocyanates or isothiocyanates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/80—Masked polyisocyanates
- C08G18/8061—Masked polyisocyanates masked with compounds having only one group containing active hydrogen
- C08G18/8064—Masked polyisocyanates masked with compounds having only one group containing active hydrogen with monohydroxy compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Paints Or Removers (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
本发明提供了耐腐蚀和耐划伤性的低VOC透明涂料组合物,最适合在多层OEM或汽车整修涂层中用作表层透明涂层。该涂料组合物包括异氰酸酯,碳酸酯和蜜胺组分。该异氰酸酯组分包括脂肪族多异氰酸酯。该组合物可配制成双包装或单包装涂料组合物,其中异氰酸酯官能团用封闭剂如一元醇封闭。
Description
发明背景
本发明一般涉及高固含量、低VOC(挥发性的有机组分)涂料组合物且更具体地涉及适合于在汽车OEM和整修应用中使用的多层涂层的低VOC透明涂料组合物。
底漆-透明涂料体系在汽车面漆市场中已广泛使用。持续努力的目的是为了改进总体外观、面漆的透明度、和在越来越高的施涂固含量下这些涂料体系在耐性能恶化上的能力。此外还努力开发具有低VOC的涂料组合物。仍然需求在施涂之后具有突出平衡性能特征(尤其在高固含量下光泽和影象清晰度(DOI))的透明涂料配制剂。蜜胺/丙烯酸多元醇交联的或蜜胺自缩合的涂料例如可提供具有可接受的耐划伤性的涂层,但该涂层具有差的耐酸蚀性和在高固含量下变劣的外观。另一方面,异氰酸酯/丙烯酸多元醇型2K聚氨酯涂层通常提供可接受的耐酸蚀性但该涂层具有差的耐划伤性。所以,仍然需要这样的涂料,它不仅提供可接受的耐划伤性和耐酸蚀性,而且在最低可能VOC下提供高光泽和DOI。
在题为“由异氰酸酯一甲氧基甲基蜜胺体系的共反应得到的交联涂层(Cross-Linked Coatings by Co-Reaction of Isocyanate-Methoxymethyl Melamine Systems)”(应用高分子科学杂志,55卷,153-161页,1995年)的文章中由Ntsihlele和Pizzi描述的一种方法是让芳族二异氰酸酯与甲氧基甲基蜜胺反应。然而,仍然需要高固含量的透明涂料组合物,它在长期暴露于太阳光下不变黄或变脆并且提供高光泽和DOI。
本发明的叙述
本发明涉及包含异氰酸酯、环状碳酸酯和蜜胺组分的透明涂料组合物,其中所述异氰酸酯组分包含具有平均2-6个异氰酸酯官能团的脂肪族多异氰酸酯。
本发明还涉及在基材上制备透明涂层的方法,它包括:
施涂一层包括异氰酸酯、环状碳酸酯和蜜胺组分的透明涂料组合物,其中所述异氰酸酯组分包含具有平均2-6个异氰酸酯官能团的脂肪族多异氰酸酯;和
将该层固化成透明涂层。
本发明的优点之一是它的低VOC,它明显低于美国环境保护署(EPA)目前的指导标准。
另一个优点是由本发明的涂料组合物得到的涂层的耐划伤性和耐腐蚀性及硬度。
再一个优点是由本发明的涂料组合物得到的涂层的透明度和高光泽度。
在本文中使用的:
“双包装涂料组合物”是指包括分别贮存在单独的两容器中的两组分的热固性涂料组合物。一般将这些容器密封以延长该涂料组合物的各组分的贮存时间。两组分在使用之前被混合成罐混物。该罐混物具有典型为几分钟(15分钟到45分钟)到几个小时(4小时到6小时)的有限贮放时间。该罐混物在基材表面如汽车车身上施涂成所需厚度的涂层。在施涂之后,该层在环境条件下固化或在升高的温度下固化-烘烤而在基材表面上形成了具有所需涂层性能的涂层,这些性能例如有高光泽,耐划伤性和耐环境腐蚀性。
“单包装涂料组合物”是指包括贮存在同一容器中的两组分的热固性涂料组合物。然而,一种组分被封闭以防止过早交联。在将单包装涂料组合物施涂于基材上之后,该层接触高温以使封闭的组分去除封闭。其后,该层在升高的温度下烘烤固化而在基材表面上形成了具有所需涂层性能的涂层,这些性能例如有高光泽,耐划伤性和耐环境腐蚀性。
“低VOC涂料组合物”是指这样一种涂料组合物,它包括0-0.472千克有机溶剂/升(4磅/加仑),优选0.118(1磅/加仑)-0.178千克有机溶剂/升(1.5磅/加仑)的组合物,根据在ASTM D3960中提供的程序测定。
“高固含量组合物”是指固体组分含量在65-100%范围内和优选大于70%的涂料组合物,所有这些值是基于组合物总重量的重量百分数。
“透明涂料组合物”是指在固化后得到了DOI(影象清晰度)等级高于80和20°光泽等级高于80的透明涂层的一种透明涂料组合物。
“GPC重均分子量”和“GPC数均分子量”是指使用凝胶渗透色谱法分别测量的重均分子量和数均分子量。使用由Hewlett-Packard;Palo Alto,加利福尼亚提供的高效液相色谱仪(HPLC)。除非另有说明,所用的液相是四氢呋喃并且标准物是聚甲基丙烯酸甲酯。
“聚合物粒度”是指使用由Brookhaven InstrumentsCorporation,Holtsville,N.Y提供的Brookhaven Model BI-90粒度仪测量的聚合物颗粒的直径。该粒度仪使用准弹性光散射技术来测量聚合物颗粒的尺寸。散射强度是粒度的函数。使用基于强度加权平均的直径。这一技术被描述在1987版本的美国化学学会专题研讨会论文集第3章,48-61页Weiner等人标题为光子关联能谱法在粒度分级中的使用和误用(Uses and Abuses of Photon CorrelationSpectroscopy in Particle Sizing)的论文中。
“聚合物固体”或“组合物固体”是指其干燥状态的聚合物或组合物。
这里使用的“脂族”包括脂肪族和环脂族物质。
“可交联的”是指含有官能团的加合物的独立组分,所述官能团在本发明的组合物内反应得到具有良好外观、耐久性、硬度和耐划伤性的涂层。
“耐酸蚀性”是指涂层表面所提供的抵抗环境(例如酸雨)的化学腐蚀作用的性能。
“耐划伤性”是指涂层提供的耐机械磨损的性能,例如涂层表面如汽车车身的磨损,这一般发生在涂层表面的洗涤和清洗过程中。
申请人已经出乎意料地发现,与在典型的热固性涂料组合物(即使用聚合物和交联组分的那些)中使用的常规方法相反,非常可行的路线在于将一种在传统上被认为是交联剂的混合物可用于产生独特的低VOC、高固含量的透明涂料组合物,该组合物产生具有优异涂层性能如透明度和耐划伤性及耐腐蚀性的涂层。申请人进一步出乎意料地发现,通过在透明涂料组合物中包含环状碳酸酯组分,固含量能够进一步提高,而不会牺牲耐腐蚀和耐划伤性、光泽、DOI和其它所需涂层性能。可以相信,该碳酸酯组分起着替代涂料组合物中一般使用的溶剂的作用并在固化时反应产生稳定和耐久的交联结构。因此,所获得的涂料组合物的粘度能够在不牺牲涂层性能的前提下显著降低。
该透明涂料组合物包括异氰酸酯,环状碳酸酯和蜜胺组分。异氰酸酯组分包括具有平均2到6个,优选2.5到6个且更优选3到4个并氰酸酯官能团的脂族多异氰酸酯。该涂料组合物包括30%-70%,优选35%-55%,且最优选40%-50%的脂肪族多异氰酸酯,该百分比是以组合物固体的总重量为基础计的重量百分数。
合适的脂肪族多异氰酸酯的例子包括脂肪族或环脂族二、三或四-异氰酸酯,它可以是或不是烯属不饱和的,如1,2-亚丙基二异氰酸酯,三亚甲基二异氰酸酯,四亚甲基二异氰酸酯,2,3-亚丁基二异氰酸酯,六亚甲基二异氰酸酯,八亚甲基二异氰酸酯,2,2,4-三甲基六亚甲基二异氰酸酯,2,4,4-三甲基六亚甲基二异氰酸酯,十二亚甲基二异氰酸酯,ω-二丙基醚二异氰酸酯,1,3-环戊烷二异氰酸酯,1,2-环己烷二异氰酸酯,1,4-环己烷二异氰酸酯,异佛尔酮二异氰酸酯,4-甲基-1,3-二异氰酸根环己烷,反式-亚乙烯基二异氰酸酯,二环己基甲烷-4,4’-二异氰酸酯,3,3’-二甲基二环己基甲烷-4,4-二异氰酸酯,间-四甲基亚二甲苯基二异氰酸酯,含有异氰脲酸酯结构单元的多异氰酸酯如六亚甲基二异氰酸酯的异氰脲酸酯和异佛尔酮二异氰酸酯的异氰脲酸酯,2分子的二异氰酸酯如六亚甲基二异氰酸酯、六亚甲基二异氰酸酯的脲啶二酮(uretidiones)、异佛尔酮二异氰酸酯的脲啶二酮或异佛尔酮二异氰酸酯与1分子的二醇如乙二醇的加合物,3分子的六亚甲基二异氰酸酯和1分子的水的加合物(以商标Desmodur N购自宾夕法尼亚州匹兹堡市的拜耳公司)。
芳族多异氰酸酯不适合用于本发明中,因为由其形成的透明涂层对光太敏感并且随着时间的推移会泛黄并在长期暴露于太阳光下会开裂。结果此类透明涂层是不耐久的。
如果需要,聚合物异氰酸酯的异氰酸酯官能团可以用单体醇封闭,以防止在单包装组合物中过早交联。一些合适的单体醇类包括甲醇,乙醇,丙醇,丁醇,异丙醇,异丁醇,己醇,2-乙基已醇和环己醇。
涂料组合物的蜜胺组分包括合适的单体或聚合物型蜜胺或它们的混合物。烷氧基单体蜜胺是优选的。涂料组合物包括10%-45%,优选20%-40%,且最优选25%-35%的蜜胺,该百分比是以组合物固体的总重量为基础计的重量百分数。
在本发明的上下文中,术语“烷氧基单体蜜胺”是指低分子量蜜胺,它含有平均三个或更多个用C1-C5一元醇如甲醇、正丁醇、异丁醇或类似物加以醚化的羟甲基/每个三嗪核,并具有至多约2且优选约1.1-约1.8的平均缩合度,具有比例不低于约50wt%的单核物质。聚合物蜜胺具有高于1.9的平均缩合度。
一些合适的此类单体蜜胺包括高度烷基化的蜜胺,如甲基化、丁基化、异丁基化的蜜胺和它们的混合物。更特别地,六羟甲基蜜胺、三羟甲基蜜胺、部分甲基化的六羟甲基蜜胺和五甲氧基甲基蜜胺是优选的。六羟甲基蜜胺和部分甲基化的六羟甲基蜜胺是更优选的并且六羟甲基蜜胺是最优选的。
许多这类合适的单体蜜胺是通过商业途径提供的。例如CytecIndustries Inc.,West Patterson,New Jersey提供Cymel301(聚合度为1.5,95%甲基和5%羟甲基),Cymel350(聚合度为1.6,84%甲基和16%羟甲基),303,325,327和370,它们全部是单体蜜胺。合适的聚合物蜜胺包括高氨基(部分烷基化,-N,-H)蜜胺,已知为ResimeneTMBMP5503(分子量690,多分散性为1.98,56%丁基,44%氨基),由密苏里州圣路易斯市的Solutia Inc.提供,或由新泽西州West Patterson市的Cytec Industries Inc.提供的Cymel1158。
Cytec Industries Inc.还提供Cymel1130@80%固体含量(聚合度为2.5),Cymel1133(48%甲基,4%羟甲基和48%丁基),两者都是聚合物蜜胺。
涂料组合物优选包括增强组分在固化时的交联的一种或多种催化剂。通常,涂料组合物包括0.1%-5%、优选0.1-2%、更优选0.5%-2%且最优选0.5-1.2%的催化剂,该百分比是以组合物固体的总重量为基础计的重量百分数。
一些合适催化剂包括常规酸催化剂,如芳族磺酸,例如十二烷基苯磺酸,对甲苯磺酸和二壬基萘磺酸,它们或是未封闭的或用胺如二甲基噁唑烷和2-氨基-2-甲基-1-丙醇,N,N-二甲基乙醇胺或它们的混合物来封闭。能够使用的其它酸催化剂是强酸,如磷酸,更特别地苯基酸式磷酸酯,它可以是未封闭的或用胺封闭的。
除了前面这些外,涂料组合物优选包括少量的一种或多种有机锡催化剂,如二月桂酸二丁锡,二乙酸二丁基锡,辛酸亚锡,和氧化二丁锡。二月桂酸二丁锡是优选的。有机锡催化剂的添加量通常是0.001%-0.5%,优选0.05%-0.2%且更优选0.1%-0.15%,该百分比是以组合物固体的总重量为基础计的重量百分数。
优选将这些催化剂加到蜜胺组分中。
涂料组合物的碳酸酯组分包括五元或六元环状碳酸酯或它们的混合物。六元环状碳酸酯是优选的。涂料组合物包括5%-40%,优选10%-35%,且最优选15%-30%的蜜胺,该百分数是以组合物固体的总重量为基础计的重量百分数。
一些合适的环状碳酸酯包括每分子具有一个或多个环结构的环状碳酸酯。该环状碳酸酯优选含有1-4个环,优选一个环。各环可含有3或4个碳原子,有或没有侧挂的侧基。碳酸酯组分可包含五元或六元环状碳酸酯,或它们的混合物。六元环状碳酸酯是优选的。
一些合适的五元环状碳酸酯包括具有下式的那些:其中R=H,C1-C15烷基,烷氧基如甲氧基、乙氧基、苯氧基,或连接的聚合物结构,如从聚氨酯、聚酯或丙烯酸类聚合物形成的结构,所有低数均分子量在200至10,000范围内,优选在300至5000范围内且更优选在400到1000范围内。
具有2或多个环结构的五元环状碳酸酯能够作为碳酸甘油酯(R=CH2-OH)与脂肪族二异氰酸酯或多异氰酸酯如六亚甲基二异氰酸酯(HMDI)、异佛尔酮二异氰酸酯、壬烷二异氰酸酯、或它们的缩二脲或异氰脲酸酯三聚体的反应产物而获得。或者,具有2个或多个环状碳酸酯环状结构的五元环状碳酸酯可通过工业中已知的常规合成路线制备,得到具有此类官能团位置的聚酯、聚醚或聚丙烯酸类化合物。一些合适的五元环状碳酸酯包括平均含有一个环结构的那些,如碳酸亚乙基酯、碳酸亚丙基酯、碳酸亚丁基酯、碳酸甘油酯、丁基大豆油碳酸酯(butyl soyate carbonate)、丁基亚麻子油碳酸酯(butylinseed carbonate)、或它们的混合物。碳酸亚乙酯、碳酸亚丙酯和碳酸亚丁酸酯是优选的。
一些合适的六元环状碳酸酯包括具有下式的那些:其中R=H,C1-C15烷基,或烷氧基如甲氧基、乙氧基、苯氧基,或连接的聚合物结构,如从聚氨酯、聚酯或丙烯酸类聚合物形成的结构,所有低数均分子量在200至10,000范围内,优选在300至5000范围内和更优选在400到1000范围内。
平均含有一个或多个环结构的六元环状碳酸酯包括碳酸二烷基酯或光气与任何1,3-二醇如新戊二醇、1,3-丙二醇,2-甲基-2-丙基-1,3-丙二醇或三羟甲基丙烷的反应产物。六元环的环状碳酸酯的实例和它们的合成方法描述在US专利4,440,937的实施例1、3和9中,它被引入本文供参考。
本发明包括平均含有一个或多个环状碳酸酯环结构的六元环状碳酸酯,它们一般可通过提供具有碳酸酯官能团的聚酯、聚醚或聚丙烯酸类化合物来制备。由脂肪族二异氰酸酯或多异氰酸酯与羟基官能化碳酸酯反应,或由多官能化胺与含多环的环状碳酸酯反应所制备的六元环状碳酸酯官能化的聚氨酯也适合用于本发明中。
本发明的涂料组合物被配制成高固含量涂料体系时,进一步含有至少一种有机溶剂,该溶剂一般选自芳族烃如石脑油或二甲苯;酮类,如2-庚酮,甲基异丁基酮,丁酮或丙酮;酯类如乙酸丁酯或乙酸已酯;和二醇醚酯类,如丙二醇单甲醚乙酸酯。有机溶剂的添加量取决于所需固体含量以及组合物的所需VOC量。如果需要,该有机溶剂可被加入到该粘结剂的两组分中。
本发明的涂料组合物还可含有常规添加剂,如稳定剂、和流变调节剂、流动剂、和增韧剂。此类添加剂当然取决于该涂料组合物的预定用途。对固化涂层透明度有不利影响的任何添加剂在组合物用作透明涂料时将不包含在内。前述添加剂可加入到其中一种组分或两者之中,这取决于涂料组合物的预定用途。
本发明的透明涂料组合物能够以双包装涂料组合物形式提供,其中第一包装组分包括多异氰酸酯组分而第二包装组分包括蜜胺组分。通常第一和第二包装组分被贮存在独立的容器中并在使用之前混合。该容器优选进行气密性密封以防止在贮存过程中降解。混合例如可在混合喷嘴中或在容器中进行。
或者,当多异氰酸酯的异氰酸酯官能团被封闭时,涂料组合物的两组分能够以单包装涂料组合物形式贮存在同一容器中。
为了改进涂料组合物的透明漆层的耐候性,可添加大约0.1-5wt%(基于组合物固体的重量)紫外光稳定剂或紫外光稳定剂和吸收剂的混合物。这些稳定剂包括紫外线吸收剂、屏蔽剂、猝灭剂和特定的受阻胺光稳定剂。同样,还能够添加大约0.1-5wt%(基于组合物固体的重量)的抗氧化剂。有用的典型紫外光稳定剂包括二苯甲酮,如羟基十二烷基二苯甲酮,2,4-二羟基二苯甲酮;***,如2-苯基-4-(2’,4’-二羟基苯甲酰基)***;和三嗪,如三嗪的3,5-二烷基-4-羟苯基衍生物,和***类如2-(苯并***-2-基)-4,6-双(甲基乙基-1-苯基乙基)苯酚,2-(3-羟基-3,5一二叔戊基苯基)苯并***,2-(3’,5’-双(1,1-二甲基丙基)-2’-羟苯基)-2H-苯并***,苯丙酸,3-(2H-苯并***-2-基)-5-(1,1-二甲基乙基)-4-羟基-C7-9-支链烷基酯类,和2-(3’,5’-双(1-甲基-1-苯基乙基)-2’-羟苯基)苯并***。
典型的受阻胺光稳定剂是双(2,2,6,6-四甲基哌啶基)癸二酸酯,双(N-甲基-2,2,6,6-四甲基哌啶基)癸二酸酯和双(N-辛氧基-2,2,6,6-四甲基哌啶基)癸二酸酯。紫外光吸收剂和受阻胺光稳定剂的有用共混物的一种是双(N-辛氧基-2,2,6,6-四甲基哌啶基)癸二酸酯和苯丙酸,3-(2H-苯并***-2-基)-5-(1,1-二甲基乙基)-4-羟基-C7-9-支链烷基酯类。紫外线吸收剂和受阻胺光稳定剂的另一有用共混物是2-(3’,5’-双(1-甲基-1-苯乙基)-2’-羟苯基)苯并***和癸烷二酸,双(2,2,6,6-四甲基-4-哌啶基)酯,两者都由Ciba SpecialtyChemicals,Tarrytown,New York分别以商标Tinuvin900和Tinuvin123提供。
本发明的涂料组合物任选含有0.1%-40%,优选5%-35%,更优选10%-30%的流动改性树脂,如非水性分散体(NAD),所有百分比是基于组合物固体的总重量。流动改性树脂的重均分子量一般在20,000到100,000范围内,优选在25,000到80,000范围内且更优选在约30,000到50,000范围内变化。
非水性分散体型树脂是通过在聚合物分散稳定剂和有机溶剂存在下分散聚合至少一种乙烯基单体来制备的。聚合物分散稳定剂可以是在无水分散体领域中常用的任何已知的稳定剂,并可包括下面的物质(1)至(9)作为实例:
(1)在分子内具有约1.0个可聚合双键的聚酯大分子单体,它可通过丙烯酸缩水甘油酯或甲基丙烯酸缩水甘油酯加成到含羟基的脂肪酸如12-羟基硬脂酸的自缩合聚酯上来获得。
(2)由在(1)中提及的聚酯大分子单体与甲基丙烯酸甲酯和/或其它(甲基)丙烯酸酯或乙烯基单体进行共聚合所制备的梳型聚合物。
(3)可由在(2)中描述的聚合物与少量(甲基)丙烯酸缩水甘油酯共聚合并然后将(甲基)丙烯酸加成到它的缩水甘油基上以引入双键的两步骤获得的聚合物。
(4)通过共聚合至少20wt%的含有4个或4个以上碳原子的一元醇的(甲基)丙烯酸酯所制备的含羟基丙烯酸共聚物。
(5)可通过向在(4)项提及的共聚物中引入至少0.3个双键/每分子(基于其数均分子量)获得的丙烯酸系共聚物。引入双键的方法例如可包括将丙烯酸类聚合物与少量(甲基)丙烯酸缩水甘油酯共聚合,然后将(甲基)丙烯酸加成到缩水甘油基上。
(6)对矿油精有高度耐受性的烷基蜜胺树脂。
(7)油度不低于15%的醇酸树脂和/或通过将可聚合的双键引入到该醇酸树脂中可获得的树脂。引入双键的方法例如可包括(甲基)丙烯酸缩水甘油酯加成到醇酸树脂中的羧基上的反应。
(8)对矿油精有高耐受性的无油型聚酯树脂,油度低于15%的醇酸树脂,和/或可通过引入双键到醇酸树脂中获得的树脂。
(9)引入了可聚合的双键的醋酸丁酸纤维素。引入双键的示例性方法包括甲基丙烯酸异氰酸根乙基酯加成到醋酸丁酸纤维素上的反应。
这些分散稳定剂能够单独使用或以混合物形式使用。
在以上提及的分散稳定剂中,基于本发明目的优选的是能够溶于极性较低溶剂如脂肪族烃中以在一定程度上确保膜性能要求的那些稳定剂。作为满足此类条件的分散稳定剂,在(4)和(5)下提及的丙烯酸系共聚物是理想的:它们自己不仅能很好地调节分子量、玻璃化转变温度、极性(聚合物SP值)、羟值、酸值和其它参数,而且在耐气候性上表现优异。更理想的是每分子平均含有约0.2-约1.2个可聚合双键的丙烯酸系共聚物,它们已与分散的粒子进行接枝共聚合。
根据本发明使用的非水性分散体型树脂能够容易地在前面所述的聚合物分散稳定剂和有机溶剂(主要含有脂族烃)存在下通过分散体聚合至少一种乙烯基单体来制备。分散稳定剂和乙烯基单体可溶于有机溶剂中。但由乙烯基单体形成的聚合物颗粒不溶于溶剂中。
形成适合作为聚合物分散稳定剂的丙烯酸系共聚物的单体组分和形成分散的粒子的乙烯基单体实际上可以是任何可自由基聚合的不饱和单体。许多种单体能够用于此目的。此类单体的典型实例包括下面这些:
(a)丙烯酸或甲基丙烯酸的酯类,例如丙烯酸或甲基丙烯酸的C1-18烷基酯,如丙烯酸甲酯、丙烯酸乙酯、丙烯酸丙酯、丙烯酸异丙酯、丙烯酸丁酯、丙烯酸己酯、丙烯酸辛酯、丙烯酸月桂酯、丙烯酸硬脂酯、甲基丙烯酸甲酯、甲基丙烯酸乙酯、甲基丙烯酸丙酯、甲基丙烯酸异丙酯、甲基丙烯酸丁酯、甲基丙烯酸己酯、甲基丙烯酸辛酯、甲基丙烯酸月桂酯和甲基丙烯酸硬脂酯;丙烯酸缩水甘油酯和甲基丙烯酸缩水甘油酯;丙烯酸的或甲基丙烯酸的C2-8链烯基酯,如丙烯酸烯丙酯和甲基丙烯酸烯丙酯;丙烯酸或甲基丙烯酸的C2-8羟烷基酯,如丙烯酸羟乙酯、甲基丙烯酸羟乙酯、丙烯酸羟丙酯和甲基丙烯酸羟丙酯;和丙烯酸或甲基丙烯酸的C3-18链烯基氧基烷基酯,如丙烯酸烯丙基氧基乙酯和甲基丙烯酸烯丙基氧基乙酯。
(b)乙烯基芳族化合物,例如苯乙烯、α-甲基苯乙烯、乙烯基甲苯、对-氯苯乙烯和乙烯基吡啶。
(c)α,β-烯属不饱和酸,例如丙烯酸、甲基丙烯酸、衣康酸和巴豆酸。
(d)丙烯酸或甲基丙烯酸的酰胺,例如丙烯酰胺、甲基丙烯酰胺、N-丁氧基甲基丙烯酰胺、N-羟甲基丙烯酰胺、N-丁氧基甲基甲基丙烯酰胺和N-羟甲基甲基丙烯酰胺。
(e)其它:例如丙烯腈、甲基丙烯腈、甲基异丙烯基酮、乙酸乙烯酯、VeoVa单体(Shell Chemicals,Co.,Ltd.的产品;具有含10个碳原子的高度支化结构的合成饱和一元羧酸的混合乙烯基酯)、丙酸乙烯酯、新戊酸乙烯酯、甲基丙烯酸异氰酸根乙基酯,(甲基)丙烯酸全氟环己基酯,对-苯乙烯磺酰胺、N-甲基-对-苯乙烯磺酰胺和γ-甲基丙烯酰氧基丙基三甲氧基硅烷。
在以上提及的单体中,下面物质能够以特别的优势用于制备用作分散稳定剂的丙烯酸系共聚物:
基于较长链、低极性单体的混合单体,如甲基丙烯酸正丁酯、甲基丙烯酸2-乙基己酯、甲基丙烯酸十二烷基酯,甲基丙烯酸月桂基酯和甲基丙烯酸硬脂酯,根据需要补充苯乙烯,(甲基)丙烯酸甲酯、(甲基)丙烯酸乙酯、(甲基)丙烯酸2-羟乙基酯、(甲基)丙烯酸丙酯和(甲基)丙烯酸。该分散稳定剂可通过将(甲基)丙烯酸缩水甘油酯或甲基丙烯酸异氰酸根乙基酯加成到单体的共聚物中引入可聚合双键来制备。
用作分散稳定剂的丙烯酸系共聚物能够容易地根据已知的溶液聚合方法通过使用自由基聚合引发剂来制备。
分散稳定剂的数均分子量优选是在约1,000到大约50,000范围内并且为获得更好的结果,在大约3,000到大约20,000范围内。
在以上提及的单体中,用于形成分散的聚合物颗粒的特别优选的乙烯基单体主要含有较高极性的单体,如(甲基)丙烯酸甲酯、(甲基)丙烯酸乙酯、(甲基)丙烯酸正丁酯和丙烯腈,根据需要可补充(甲基)丙烯酸和(甲基)丙烯酸2-羟乙基酯。通过共聚合少量的多官能单体,如二乙烯基苯和二甲基丙烯酸乙二醇酯,通过共聚合具有可相互反应的官能团的多种单体,如甲基丙烯酸缩水甘油酯和甲基丙烯酸,或通过共聚合自反应活性单体,如N-烷氧基甲基化丙烯酰胺和γ-甲基丙烯酰氧基丙基三甲氧基硅烷,也有可能提供在分子中已交联的凝胶颗粒。
在进行分散聚合时,分散稳定剂与形成分散粒子的乙烯基单体的比率可选择在大约5/95到大约80/20(按重量计),优选大约10/90到大约60/40(按重量计)范围内,该分散聚合反应能够通过已知方法在自由基聚合引发剂存在下进行。
尽管所获得的非水性分散体型丙烯酸类树脂的粒度通常是在大约0.05微米至大约2微米之间,但从贮存时间内的稳定性和膜的光泽度、光滑性和耐气候性考虑,在大约0.1微米到大约0.7微米范围内是优选的。
在使用中,双包装涂料组合物的含有多异氰酸酯的第一包装组分和含有蜜胺和环状碳酸酯的第二包装组分刚好在使用之前或在用于形成罐混物(它具有大约10分钟到大约6小时的有限贮存寿命)之前约5-30分钟进行混合。其后,它变得太粘稠而无法通过常规施涂***如喷涂来施涂。一般由传统方法如喷涂、静电喷涂、辊涂、浸涂或刷涂在基材上施涂一层罐混物。通常,在金属基材如汽车车身上施涂厚度在25微米至75微米范围内的透明涂层,所述基材常常预涂了其它涂层,如电泳涂层、底漆层和第一道涂层。该双包装涂料组合物可在施涂之后在约80℃-160℃下烘烤大约60到10分钟。
当使用含有封闭多异氰酸酯的单包装涂料组合物时,使用前述施涂技术在基材上施涂的它的涂层是在80℃至200℃范围内,优选在80℃至160℃范围内的烘烤温度下固化大约60到10分钟。可以理解的是,实际的烘烤温度将根据催化剂及其用量、被固化层的厚度和封闭异氰酸酯官能团和在涂料组合物中使用的蜜胺来变化。在OEM(原始设备制造,Original Equipment Manufacture)条件下前述烘烤步骤的使用是特别有用的。
本发明的透明涂料组合物适合于在各种基材如金属、木材和混凝土基材上提供透明涂层。本发明的组合物尤其适合于在汽车OEM或汽车整修应用中提供透明涂层。这些组合物也合适在工业和维护涂敷应用中用作透明涂层。
试验程序
下面试验方法用于获得在下面的实施例中报告的数据:
试验 | 试验方法 |
干漆膜厚度 | ASTM D1400 |
外观优异,良好(可接受的最低水平),差 | ASTM D523,肉眼观察 |
20°光泽等级至少为80(可接受的最低水平) | ASTM D523 |
DOI等级至少80(可接受的最低水平) | ASTM D5767 |
屠康(Tukon)硬度 | ASTM D1474 |
耐甲乙酮(MEK)擦洗性能 | ASTM D5402 |
耐合成酸雨腐蚀性能 | 参见以下 |
固含量% 65%(可接受的最低水平) | ASTM D2369 |
耐摩擦牢度测定器(Crockmeter)-干耐划伤性。
在平板(它已具有在黑色第一道涂层上的固化透明涂层)上涂敷一薄层Bon Ami磨料,该磨料由密苏里州肯萨斯市的FaultlessStarch/Bon Ami Corporation提供。该透明涂层具有50微米的干涂层厚度。然后用A.A.T.C.C.Crockmeter(耐摩擦牢度测定器)(CM-1型,伊利诺斯州芝加哥市的Atlas Electric Devices Corporation)的生料毡(green felt)包裹的指尖作10次往返摩擦来测试面板的划伤程度。通过测量有涂层平板的已划伤区域对未划伤区域的20°光泽度以光泽保留率的百分数来记录干燥耐划伤性。
摩擦测定器-湿耐划伤性
使用与在以上摩擦测定器-干燥耐划伤性中所用类似的方法测试湿耐划伤性,只是所使用的研磨介质是湿矾土淤浆代替Bon Ami磨料。湿矾土淤浆的组成如下:
1.缔合增稠剂,由宾夕法尼亚州费城的Rohm and Haas Company提供2.由威斯康辛州密尔沃基市的Aldrich Chemicals提供。3.由宾夕法尼亚州费城的MDC Industries提供的磨料
去离子水(DI水) | 294g |
ASE-60增稠剂1 | 21g |
AMP-95%(在DI水中10%溶液)2 | 25g |
氧化铝(120#,粗碾物)3 | 7g |
淤浆的PH值保持在7.6-8.0范围内,并且粘度保持在125±10泊(布洛克菲尔德#4芯轴,10rpm)。为了试验湿耐划伤性,在其上含有固化透明涂层的黑色第一道涂层平板上施加0.7ml淤浆。该透明涂层具有40微米的干涂层厚度。然后对涂有淤浆的面板部分用A.A.T.C.C.Crockmeter(摩擦测定器)(CM-1型,Atlas ElectricDevices Corporation)的生料毡(green felt)包裹的指尖作10次往返摩擦来测试划伤程度。通过测量有涂层平板的已划伤区域对未划伤区域的20°光泽度以光泽保留率的百分数来记录湿耐划伤性。
合成酸雨腐蚀性试验
制备了具有以下配方的合成雨配制剂:
阳离子溶液
向前面的溶液中添加去离子水,得到1000g的阳离子溶液。
28%氨水 | 35.7g |
95%氢氧化钙 | 10.5g |
95%氢氧化钠 | 12.6g |
85%氢氧化钾 | 1.2g |
阴离子溶液
98%硫酸 | 102.0g |
70%硝酸 | 42.9g |
35%盐酸 | 200g |
向前面的溶液中添加去离子水,得到1000g的阴离子溶液。
通过将阴离子溶液加入到阳离子溶液中直到达到PH值1为止,制得合成雨。在24小时混合时间之后,PH重新调节至1。
该试验包括将大约0.2m1的合成雨滴撒在预先涂有黑色头道涂层的有试验涂层的表面上[5.08厘米×5.08厘米(2英寸×2英寸)钢板]。然后将板在80℃的梯度烘箱中放置30分钟。利用便携式外形仪(由伊利诺斯州Ralling Meadows的Taylor Hobson Inc.提供的Surtronic 3P外形仪)测量试验涂层上的腐蚀深度(在12个数据点上的平均值)。
本发明在下面实施例中来进一步说明:
实施例
实施例1
将下表1中列出的组分加入到装有阱、混合器和冷凝器的5升烧瓶中。该烧瓶用氮气吹扫并在反应过程中保持在氮气层下。将投料加热至140℃后开始蒸馏出馏出液,它主要是在反应过程中产生的乙醇。投料在140℃下保持4小时,回收馏出液。投料的温度逐渐提高至160℃,到结束为止,回收到748.8g馏出液。在冷却阶段,将81g的2-庚酮(MAK)溶剂加入得到含有95%环状碳酸酯的清液。
表1
三羟甲基丙烷 | 363.43g |
新戊二醇 | 452.9g |
1,6-己二醇 | 512.14g |
碳酸二乙酯 | 960.0g |
二月桂酸二丁基锡 | 1.8g |
分出的馏出液(乙醇) | (748.8) |
实施例2
将下表2的步骤1中列出的组分加入到装有阱、混合器和冷凝器的12升烧瓶中。该烧瓶用氮气吹扫并在反应过程中保持在氮气层下。投料加热至80℃。在下表2的步骤2中列出的组分进行预混并在30分钟内逐渐加入到投料中。在放热条件下使投料的温度升高至100℃,然后投料在100℃下保持1小时。获取投料的红外线吸收光谱,以确保在步骤2中添加的全部异氰酸酯被消耗。其后,让投料冷却而得到含有90.17(体积)的GPC重均分子量为1884的环状碳酸酯的清液。
表2
1.由Hunstman公司,Austin,Texas提供2.由Air Products公司,Allentown,Pennsylvania提供3.由Bayer公司,Pittsburgh,Pennsylvania提供
步骤1 | 丙酸3-乙氧基乙酯 | 921g |
步骤1 | 碳酸甘油酯1 | 2478g |
步骤1 | 二月桂酸二丁基锡2 | 1g |
步骤2 | Desmodur3300二异氰酸酯3 | 3880g |
步骤2 | Armotic 100溶剂 | 200g |
实施例1和2的环状组分用于生产本发明的涂料组合物。将下面列于表3中的原料加入以生产实施例3、4、5和6的涂料组合物:
表3
Cymel1158,327,350蜜胺系列,由Cytec Industries,WestPatterson,New Jersey提供。Tinuvin292 & 384光稳定剂,由Ciba Specialty Chemicals,Tarrytown,New York提供。BYK301流动添加剂,由BYK Chemie,Wallingford,Connecticut提供。聚酯多元醇是1mol二羟甲基丙酸、2mol己内酯、0.41mol季戊四醇的反应产物,具有10,000 GPC重均分子量@,80%n.v.二月桂酸二丁基锡,由Air Products Corp.Allentown,Pennsylvania提供。DesmodurN3300多异氰酸酯,由Bayer Corporation Pittsburgh,Pennsylvania提供。酸式磷酸苯基酯,由King Industries,Norwalk,Connecticut提供。
原料 | 用途 | 实施例3 | 实施例4 | 实施例5 | 实施例6 |
碳酸亚丁基酯 | 活性稀释剂 | 38.6g | 19.6g | 19.6g | 12.6g |
实施例1 | 活性稀释剂 | 5.6g | 5.6g | 5.6g | |
实施例2 | 活性稀释剂 | 15.6g | 15.6g | 17.8g | |
Cymel350 | 单体蜜胺 | 19.3g | |||
Cymel327 | 聚合物蜜胺 | 21.4g | 21.4g | ||
Cymel1158 | 聚合物蜜胺 | 30.36g | |||
Tinuvin292 | 光稳定剂 | 1.5g | 1.5g | 1.5g | 1.5g |
Tinuvin384 | 光稳定剂 | 2.0g | 2.0g | 2.0g | 2.0g |
BYK301 | 流动添加剂 | 0.07g | 0.07g | 0.07g | 0.07g |
二月桂酸二丁基锡 | 催化剂 | 0.1g | |||
酸式磷酸苯基酯 | 催化剂 | 4g | 4g | 4g | |
Desmodur3300 | 多异氰酸酯 | 38.6g | 38.6g | 38.6g | 38.6g |
聚酯多元醇 | 成膜树脂 | 6.25g | |||
#1 | 溶剂 | 7.7g | 5.25g | 5.25g | 5.25g |
#2 | 溶剂 | 2.45g | |||
#3 | 溶剂 | 0.61g | 0.61g | 2.45g | 2.45g |
在涂有电泳涂层和底漆层的磷酸盐处理钢板(该钢板预先涂有强制干燥的水性第一道涂层)上施加实施例3、4、5和6的涂料组合物的涂层,并在140℃下烘烤固化30分钟而在其上形成了40微米干漆膜厚度的涂层。为了对比,也按照相同方式制备了由DuPont公司,Wilmington,Delaware提供的常规市售双包装涂料组合物(ImronES聚氨酯)的涂层。
对实施例3、4、5、6和对比实施例1(Comp.Ex.1)的涂层测试漆膜性能。所获得的结果描述在下表4中:
表4
涂层性能 | 实施例3 | 实施例4 | 实施例5 | 实施例6 | 对比实施例1 |
固体(%非挥发分) | 85.3 | 87.5 | 87.7 | 85.1 | 53.0 |
Tukon硬度(Knoops) | 10.1 | 14.3 | 4.1 | 20.9 | 14.3 |
20°光泽 | 94 | 94 | 92 | 94 | 89 |
DOI | 93 | 98 | 95 | 98 | 98 |
湿耐划伤性%光泽保留率 | 97 | 98 | 99 | 99 | 82 |
干耐划伤性%光泽保留率 | 95 | 93 | 92 | 97 | 60 |
耐酸腐蚀性深度(微米) | 0.87 | 0.5 | 0.2 | 0.25 | 1.57 |
从前面表4中能够看出,本发明的透明涂料组合物不仅在高固含量下获得透明涂料组合物,而且还提供优异的物理性能,如耐划伤性。
本申请人意外发现当环状碳酸酯加入到蜜胺/异氰酸酯组分组合物中时涂层性能得到惊人地大幅度改进,这可从通过添加下表5中列出的原料所制备的实施例7和对比实施例2的涂层性能看出:
表5
碳酸亚丁基酯,由Huntsman公司Austin,Texas提供。Cymel1158 & Cymel327,由Cytec公司,West Patterson,NewJersey提供。Tinuvin292/384溶液,由Ciba Chemicals,Tarrytown,New York提供(13.3%Tinuvin292 & 26.67%Tinuvin384在溶剂中的溶液)。聚酯树脂,是1mo1二羟甲基丙酸、2molε-己内酯和0.27mol季戊四醇的缩合产物。TolonateHDTLV,购自Rhodia Co.Freeport Texas酸溶液#1是25%酸式磷酸苯基酯。酸溶液#2是33%2-氨基-2-甲基-正丙醇胺封闭的十二烷基苯磺酸,由King Industry,Norwalk,Connecticut提供。
原料 | 用途 | 实施例7 | 对比实施例2 |
碳酸亚丁基酯 | 活性稀释剂 | 11g | |
实施例1 | 活性稀释剂 | 15g | |
Cymel1158 | 聚合物蜜胺 | 20.56g | 20.25g |
Cymel327 | 聚合物蜜胺 | 7.8g | 0.0 |
Tinuvin292/384共混物 | 光稳定剂 | 7.5g | 7.5g |
10%BYK301 | 流动添加剂 | 0.68g | 0.68g |
聚酯树脂 | 成膜树脂 | 9.38g | |
10%二月桂酸二丁基锡 | 催化剂 | 1g | |
酸溶液#1 | 催化剂 | 2g | |
酸溶液#2 | 催化剂 | 2.42g | |
TolonateHDTLV | 多异氰酸酯 | 40g | 80.8g |
测试实施例7涂层的漆膜性能。对比实施例2(Comp.Ex.2)没有进行测试,因为太粘稠而无法喷涂。所获得的结果描述在下表6中:
表6
涂层性能 | 实施例7 | 对比实施例2 |
固体(%非挥发分) | 87.8 | 87.8 |
粘度(#4福特杯) | 70秒 | 168秒 |
20°光泽 | 94 | (太稠无法喷涂) |
DOI | 96 | (″) |
Autospec外观 | 80 | (″) |
湿耐划伤性%光泽度保留率 | 95 | (″) |
干耐划伤性%光泽度保留率 | 93 | (″) |
从以上结果能够容易地看出,对于同样的固含量(87.8%),添加碳酸酯组分对成膜性、涂层外观和涂层性能有显著效果。
Claims (27)
1.包含异氰酸酯、环状碳酸酯和蜜胺组分的透明涂料组合物,其中所述异氰酸酯组分包含具有平均2-6个异氰酸酯官能团的脂肪族多异氰酸酯。
2.权利要求1的组合物,其中所述异氰酸酯官能团通过使该官能团与单体醇反应而被封闭。
3.权利要求2的组合物,其中所述单体醇是脂族醇。
4.权利要求1的组合物,其中所述环状碳酸酯组分包含至少一种含有一个或多个五元或六元环的环状碳酸酯。
5.权利要求1或2的组合物,其中所述组合物进一步包含一种或多种有机锡或酸催化剂。
6.权利要求5的组合物,其中所述有机锡催化剂选自二乙酸二丁基锡、二月桂酸二丁基锡、辛酸亚锡和它们的混合物。
7.权利要求5的组合物,其中所述酸催化剂选自十二烷基苯磺酸、用胺封闭的十二烷基苯磺酸、对甲苯磺酸、用胺封闭的对甲苯磺酸、酸式磷酸苯基酯、用胺封闭的酸式磷酸苯基酯、二壬基萘磺酸、用胺封闭的二壬基萘磺酸以及它们的混合物。
8.权利要求7的组合物,其中所述胺是二甲基噁唑烷、2-氨基-2-甲基-1-丙醇、N,N-二甲基乙醇胺或它们的混合物。
9.权利要求5、6或7的组合物,其中所述组合物包含0.001%至5.0%的催化剂,所有百分数是以组合物固体的总重量为基础计的重量百分数。
10.权利要求1的组合物,其中所述多异氰酸酯包含六亚甲基二异氰酸酯、异佛尔酮二异氰酸酯、间-四甲基亚二甲苯基二异氰酸酯或它们的混合物的一种或多种三聚体。
11.权利要求1、2或6的组合物,包含30%-70%的所述多异氰酸酯,其中所有百分数是以组合物固体的总重量为基础计的重量百分数。
12.权利要求1、2或10的组合物,其中所述多异氰酸酯含有平均2.5至6个异氰酸酯官能团。
13.权利要求1的组合物,其中蜜胺组分包含单体蜜胺、聚合物蜜胺或它们的混合物。
14.权利要求1或13的组合物,包含10%-45%的所述蜜胺组分,其中所有百分数是以组合物固体的总重量为基础计的重量百分数。
15.权利要求1的组合物,进一步包含流动改性树脂。
16.权利要求1的组合物,包含5%-40%所述碳酸酯组分,所有百分数是基于组合物固体的总重量的重量百分数。
17.权利要求1的组合物,其为双包装组合物形式,其中该双包装组合物的第一包装组分包含多异氰酸酯组分而双包装组合物的第二包装组分包含蜜胺和环状碳酸酯组分。
18.权利要求1的组合物,其中所述组合物的VOC是在每升组合物0.0-0.472千克有机溶剂的范围内变化。
19.权利要求1的透明涂料组合物,其中从所述组合物形成的在基材上的透明涂层的DOI等级至少为80。
20.权利要求1的组合物,进一步包含紫外线光稳定剂、吸光剂或它们的混合物。
21.制备在基材上的透明涂层的方法,它包括:
施涂一层包含异氰酸酯、环状碳酸酯和蜜胺组分的透明涂料组合物,其中所述异氰酸酯组分包含具有平均2-6个异氰酸酯官能团的脂肪族多异氰酸酯;和
将该层固化成透明涂层。
22.权利要求21的方法,其中所述涂层的DOI等级至少为80。
23.权利要求21的方法,其中所述涂层具有的20°光泽至少为80。
24.权利要求21的方法,其中所述多异氰酸酯的异氰酸酯官能团通过使该多异氰酸酯与单体醇反应而被封闭。
25.权利要求24的方法,其中所述涂层的固化是在80℃到160℃范围内的升高的烘烤温度下进行的。
26.权利要求21的方法,其中所述环状碳酸酯组分包含至少一种含有一个或多个五元或六元环的环状碳酸酯。
27.权利要求21的方法,其中所述组合物包含5%-40%所述碳酸酯组分,所有百分数是基于组合物固体的总重量的重量百分数。
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US12485099P | 1999-03-17 | 1999-03-17 | |
US60/124,850 | 1999-03-17 | ||
US17155699P | 1999-12-22 | 1999-12-22 | |
US60/171,556 | 1999-12-22 |
Publications (1)
Publication Number | Publication Date |
---|---|
CN1344301A true CN1344301A (zh) | 2002-04-10 |
Family
ID=26823024
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN00805130A Pending CN1344301A (zh) | 1999-03-17 | 2000-03-16 | 高固含量透明涂料组合物 |
Country Status (14)
Country | Link |
---|---|
US (1) | US6544593B1 (zh) |
EP (1) | EP1169396B1 (zh) |
JP (1) | JP2002539318A (zh) |
KR (1) | KR20020001773A (zh) |
CN (1) | CN1344301A (zh) |
AT (1) | ATE308591T1 (zh) |
AU (1) | AU761107B2 (zh) |
BR (1) | BR0010383A (zh) |
CA (1) | CA2361327A1 (zh) |
DE (1) | DE60023675T2 (zh) |
ES (1) | ES2251369T3 (zh) |
NZ (1) | NZ514218A (zh) |
TW (1) | TW593598B (zh) |
WO (1) | WO2000055263A1 (zh) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1980983B (zh) * | 2004-06-18 | 2010-05-05 | 科聚亚公司 | 聚合物和它们作为涂料的用途 |
CN101316908B (zh) * | 2005-11-25 | 2011-06-15 | 巴斯福涂料股份有限公司 | 油漆组合物,油漆涂饰的方法和油漆过的物体 |
CN115175961A (zh) * | 2020-03-06 | 2022-10-11 | 利安德巴塞尔先进聚合物公司 | 用于涂料替换和高光泽度应用的具有透明涂层的汽车彩色模制热塑性聚烯烃 |
Families Citing this family (34)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2784113B1 (fr) * | 1998-10-02 | 2002-06-07 | Rhodia Chimie Sa | Isocyanates modifies |
DE60001162T3 (de) * | 1999-03-17 | 2007-02-15 | E.I. Dupont De Nemours And Co., Wilmington | Kratzfeste und säurekorrosionsbeständige klarlackzusammensetzung mit hohem feststoffgehalt |
TW200303340A (en) | 2002-02-20 | 2003-09-01 | Du Pont | Two component coating compositions containing highly branched copolyester polyol |
US8039531B2 (en) * | 2003-03-14 | 2011-10-18 | Eastman Chemical Company | Low molecular weight cellulose mixed esters and their use as low viscosity binders and modifiers in coating compositions |
US7585905B2 (en) | 2003-03-14 | 2009-09-08 | Eastman Chemical Company | Low molecular weight cellulose mixed esters and their use as low viscosity binders and modifiers in coating compositions |
US8461234B2 (en) * | 2003-03-14 | 2013-06-11 | Eastman Chemical Company | Refinish coating compositions comprising low molecular weight cellulose mixed esters |
US8124676B2 (en) * | 2003-03-14 | 2012-02-28 | Eastman Chemical Company | Basecoat coating compositions comprising low molecular weight cellulose mixed esters |
CA2543661A1 (en) * | 2003-11-03 | 2005-05-19 | M I 6 Technologies, Inc. | Spray-on paint protection film and method of applying same |
BRPI0416947A (pt) * | 2003-11-26 | 2007-02-13 | 3M Innovative Properties Co | método para abradar uma superfìcie de uma peça de trabalho |
US20050123781A1 (en) * | 2003-12-04 | 2005-06-09 | Drescher James C. | One-component flexible etch resistant clearcoat |
US7201289B2 (en) | 2004-06-16 | 2007-04-10 | E. I. Du Pont De Nemours And Company | Method for introducing a catalyst solution into a coating formulation |
US20060014890A1 (en) * | 2004-07-14 | 2006-01-19 | Zielinski David P | Polyisocyanates with improved compatibility with high hydroxyl content polyols |
US7311265B2 (en) | 2004-07-27 | 2007-12-25 | E.I. Du Pont De Nemours And Company | Hand-held spraying apparatus having a multi-compartment liquid-holding reservoir |
US20070026154A1 (en) * | 2005-07-29 | 2007-02-01 | Ayumu Yokoyama | Method for producing damage resistant multi-layer coating on an automotive body or part thereof |
US20070243798A1 (en) * | 2006-04-18 | 2007-10-18 | 3M Innovative Properties Company | Embossed structured abrasive article and method of making and using the same |
US7410413B2 (en) * | 2006-04-27 | 2008-08-12 | 3M Innovative Properties Company | Structured abrasive article and method of making and using the same |
US20080085953A1 (en) * | 2006-06-05 | 2008-04-10 | Deepanjan Bhattacharya | Coating compositions comprising low molecular weight cellulose mixed esters and their use to improve anti-sag, leveling, and 20 degree gloss |
US20070282038A1 (en) * | 2006-06-05 | 2007-12-06 | Deepanjan Bhattacharya | Methods for improving the anti-sag, leveling, and gloss of coating compositions comprising low molecular weight cellulose mixed esters |
US8206827B2 (en) * | 2007-03-15 | 2012-06-26 | Nanovere Technologies, Llc | Dendritic polyurethane coating |
US8568888B2 (en) | 2007-03-15 | 2013-10-29 | Nanovere Technologies, Inc. | Dendritic polyurethane coating |
US8038750B2 (en) | 2007-07-13 | 2011-10-18 | 3M Innovative Properties Company | Structured abrasive with overlayer, and method of making and using the same |
WO2009088606A2 (en) * | 2007-12-31 | 2009-07-16 | 3M Innovative Properties Company | Plasma treated abrasive article and method of making same |
CN101579672A (zh) * | 2008-05-16 | 2009-11-18 | 3M创新有限公司 | 用于提高亲水性/透射率的二氧化硅涂层 |
US9206335B2 (en) | 2008-10-10 | 2015-12-08 | 3M Innovation Properties Company | Silica coating for enhanced hydrophilicity |
CN102378792A (zh) | 2009-03-31 | 2012-03-14 | 3M创新有限公司 | 涂料组合物及其制备和使用方法 |
CN101941001B (zh) | 2009-07-03 | 2014-04-02 | 3M创新有限公司 | 亲水涂层、制品、涂料组合物和方法 |
US8348723B2 (en) | 2009-09-16 | 2013-01-08 | 3M Innovative Properties Company | Structured abrasive article and method of using the same |
US20110135832A1 (en) * | 2009-12-04 | 2011-06-09 | Basf Coatings Ag | Method and composition for refinish coatings |
CN102241899B (zh) | 2010-05-11 | 2014-05-14 | 3M创新有限公司 | 涂料组合物,改性基体表面的方法和制品 |
EP2628755A1 (en) * | 2012-02-14 | 2013-08-21 | Cytec Technology Corp. | Aminoplast Crosslinker Resin Compositions, Process for their Preparation, and Method of Use |
CN104822493B (zh) | 2012-06-27 | 2018-07-03 | 3M创新有限公司 | 磨料制品 |
ES2585030T3 (es) * | 2012-08-28 | 2016-10-03 | Covestro Deutschland Ag | Aglutinante con estructuras de carbonato cíclico |
CN104250487A (zh) * | 2013-06-28 | 2014-12-31 | 方俐善 | 有机染料加强型透明隔热涂料及其制备方法、应用 |
CN105669906B (zh) * | 2016-03-09 | 2017-11-21 | 广州伊德尔化学科技有限公司 | 一种耐醇洗、耐高温镜面银树脂及其制备方法 |
Family Cites Families (57)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3928299A (en) | 1971-04-30 | 1975-12-23 | Bayer Ag | Polymers which contain urethane groups and which are cross-linkable by vinyl polymerisation |
DE2414427A1 (de) | 1974-03-26 | 1975-10-23 | Cassella Farbwerke Mainkur Ag | Hitzehaertendes ueberzugsmittel in form einer dispersion |
DE2510730A1 (de) | 1975-03-12 | 1976-09-30 | Bayer Ag | Verfahren zur herstellung von selbstvernetzbaren polymeren |
DE2723117C2 (de) | 1977-05-23 | 1985-08-14 | Bayer Ag, 5090 Leverkusen | Flüssige Einkomponenten-Einbrennlacke |
DE2914427A1 (de) | 1979-04-10 | 1980-10-23 | Bayer Ag | Beschichtung fuer thermoplasten |
DE3260794D1 (en) * | 1981-01-30 | 1984-10-31 | Bayer Ag | Cyclic carbonic acid derivatives, process for their preparation and their use as copolymerisation constituents for the preparation of polycarbonates |
US4403086A (en) | 1981-12-28 | 1983-09-06 | Ford Motor Company | Coating composition comprising chain-extendable crosslinkable polyol and diblocked diisocyanate |
US4499150A (en) | 1983-03-29 | 1985-02-12 | Ppg Industries, Inc. | Color plus clear coating method utilizing addition interpolymers containing alkoxy silane and/or acyloxy silane groups |
JPS6035060A (ja) | 1983-08-05 | 1985-02-22 | Dainippon Ink & Chem Inc | 塗料用樹脂組成物 |
US4623481A (en) | 1984-09-21 | 1986-11-18 | E. I. Du Pont De Nemours & Company | Conductive primers |
US4760108A (en) | 1984-12-25 | 1988-07-26 | Mitsui Toatsu Chemicals, Incorporated | Microcapsule-containing water-base coating formulation and copying and/or recording material making use of said coating formulation |
US4632964A (en) | 1985-03-28 | 1986-12-30 | E. I. Du Pont De Nemours And Company | Flexible finishes from branched aliphatic polyester urethanes and a melamine crosslinker |
US4849480A (en) | 1985-10-23 | 1989-07-18 | E. I. Du Pont De Nemours And Company | Crosslinked polymer microparticle |
EP0257848A3 (en) | 1986-08-14 | 1989-01-11 | King Industries, Inc. | Certain carbamates, processes for preparing same and use thereof |
DE3644372A1 (de) * | 1986-12-24 | 1988-07-07 | Hoechst Ag | Haertbare mischungen und deren verwendung |
US4820830A (en) | 1987-03-02 | 1989-04-11 | King Industries, Inc. | Certain hydroxyalkyl carbamates, polymers and uses thereof |
CA1336304C (en) | 1987-08-07 | 1995-07-11 | Kansai Paint Company, Limited | Top coating composition |
JP2668083B2 (ja) | 1988-09-05 | 1997-10-27 | 関西ペイント株式会社 | 自動車用塗料組成物 |
US5010140A (en) | 1989-05-31 | 1991-04-23 | E. I. Du Pont De Nemours And Company | Process for preparing stabilized polymer dispersion |
US5169719A (en) | 1989-10-06 | 1992-12-08 | Basf Corporation | Nonionically and partially anionically stabilized water-dispersible polyurethane/acrylic graft copolymers |
US5059670A (en) | 1990-04-27 | 1991-10-22 | Arco Chemical Technology, Inc. | Thermosettable compositions containing alkoxylated aromatic compounds |
US5182174A (en) | 1991-05-13 | 1993-01-26 | E. I. Du Pont De Nemours And Company | Flexible etch-resistant finishes with siloxane cross-linking |
DE4124688C2 (de) * | 1991-07-22 | 1994-04-28 | Dainippon Ink & Chemicals | Vernetzende Mischungen aus polyfunktionellen Formamiden und Melamin/Formaldehyd-Harzen und ihre Verwendung |
US5279862A (en) | 1991-10-21 | 1994-01-18 | E. I. Du Pont De Nemours And Company | Process for refinishing clear coat/color coat finish |
US5281443A (en) | 1991-12-20 | 1994-01-25 | Basf Corporation | Coating method for one-component blocked isocyanate-crosslinked clearcoat |
CA2092225A1 (en) | 1992-03-24 | 1993-09-25 | Yasuhiko Nakae | Polyfunctional polycarbonate polyol |
JPH05271608A (ja) | 1992-03-24 | 1993-10-19 | Kansai Paint Co Ltd | 塗料組成物 |
US5726246A (en) | 1992-10-23 | 1998-03-10 | Basf Corporation | Method for improving etch resistance in a coating utilizing carbamate-functional polymer composition |
US5356669A (en) | 1992-10-23 | 1994-10-18 | Basf Corporation | Composite color-plus-clear coating utilizing carbamate-functional polymer composition in the clearcoat |
JPH0710920A (ja) | 1992-12-01 | 1995-01-13 | Nippon Paint Co Ltd | 環状カーボネート化合物のアルコール性水酸基への開環付加方法 |
US5230962A (en) | 1992-12-11 | 1993-07-27 | E. I. Du Pont De Nemours And Company | Etch-resistant finishes with siloxane cross-linking |
JPH06256714A (ja) | 1993-03-04 | 1994-09-13 | Kansai Paint Co Ltd | 塗料組成物 |
US5510443A (en) * | 1993-03-15 | 1996-04-23 | Bayer Corporation | Process for preparing a coating with improved resistance to yellowing and the resulting coating |
US5336566A (en) | 1993-04-30 | 1994-08-09 | Basf Corporation | Tri-carbamate-functional crosslinking agents |
US6423788B1 (en) | 1995-10-06 | 2002-07-23 | Basf Corporation | Curable coating composition |
US5744550A (en) | 1994-11-03 | 1998-04-28 | Basf Corporation | Curable coating compositions containing carbamate additives |
US5373069A (en) | 1993-07-28 | 1994-12-13 | Basf Corporation | Curable carbamate-functional polymers |
US5512639A (en) | 1993-07-28 | 1996-04-30 | Basf Corporation | Curable compositions containing carbamate-modified polyisocyanates |
JP2691864B2 (ja) | 1994-02-24 | 1997-12-17 | 昭和アルミニウム株式会社 | エポキシ系樹脂組成物 |
MX9504227A (es) * | 1994-10-17 | 1997-03-29 | Basf Corp | Composiciones de capa transparente que contienen melaminas con funcionalidad de imino. |
EP0809678B1 (en) | 1995-02-17 | 1999-08-18 | E.I. Du Pont De Nemours And Company | Crack-resistant one-package coating composition |
EP0823922B1 (en) | 1995-05-01 | 2003-01-22 | PPG Industries Ohio, Inc. | Curable compositions composite coatings and process for having improved mar and abrasion resistance |
DE19529124C1 (de) | 1995-08-08 | 1996-11-21 | Herberts Gmbh | Überzugsmittel und deren Verwendung in Verfahren zur Herstellung von Mehrschichtüberzügen |
US5665433A (en) | 1995-12-20 | 1997-09-09 | Basf Corporation | Method for improving physical characteristics of cured container coatings subjected to steam processing |
US5684084A (en) | 1995-12-21 | 1997-11-04 | E. I. Du Pont De Nemours And Company | Coating containing acrylosilane polymer to improve mar and acid etch resistance |
US5646213A (en) | 1996-06-28 | 1997-07-08 | Arco Chemical Technology, L.P. | High-solids and powder coatings from hydroxy-functional acrylic resins |
CA2227961C (en) | 1996-07-01 | 2003-09-30 | Marvin L. Green | Curable coating compositions containing carbamate additives |
JPH1045867A (ja) | 1996-07-30 | 1998-02-17 | Nippon Paint Co Ltd | 熱硬化性樹脂組成物 |
DE19635771A1 (de) | 1996-09-04 | 1998-03-05 | Huels Chemische Werke Ag | Lösemittelfreie wärmehärtende 1K-Beschichtungsmaterialien |
US5853809A (en) | 1996-09-30 | 1998-12-29 | Basf Corporation | Scratch resistant clearcoats containing suface reactive microparticles and method therefore |
US5747590A (en) | 1996-12-04 | 1998-05-05 | E. I. Du Pont De Nemours And Company | Acrylic-melamine-functionalized oligomer coating composition |
US5763528A (en) | 1996-12-17 | 1998-06-09 | E. I. Du Pont De Nemours And Company | Coating compositions containing non-aqueous dispersed polymers having a high glass transition temperature |
JP4191802B2 (ja) | 1996-12-18 | 2008-12-03 | ビーエーエスエフ コーティングス アクチェンゲゼルシャフト | コーティング剤およびその製造方法 |
US5886125A (en) | 1997-02-25 | 1999-03-23 | E. I. Du Pont De Nemours And Company | Crosslinkable copolymers comprising vinyl silane and vinyl esters of branched fatty acid |
DE69810801T2 (de) | 1997-10-15 | 2003-11-13 | E.I. Du Pont De Nemours And Co., Wilmington | Beschichtungszusammensetzungen enthaltend ein nichtwässrig dispergiertes polymer, silanfunktionelles acrylharz und triazin |
US5965272A (en) | 1997-10-29 | 1999-10-12 | Ppg Industries Ohio, Inc. | Color-plus-clear composite coating compositions containing alkoxysilane functional polymers |
US6221494B1 (en) | 1998-11-03 | 2001-04-24 | E.I. Du Pont De Nemours And Company | Reactive oligomers for isocyanate coatings |
-
2000
- 2000-03-16 ES ES00918021T patent/ES2251369T3/es not_active Expired - Lifetime
- 2000-03-16 BR BR0010383-7A patent/BR0010383A/pt not_active IP Right Cessation
- 2000-03-16 CA CA002361327A patent/CA2361327A1/en not_active Abandoned
- 2000-03-16 DE DE60023675T patent/DE60023675T2/de not_active Expired - Fee Related
- 2000-03-16 WO PCT/US2000/006962 patent/WO2000055263A1/en not_active Application Discontinuation
- 2000-03-16 CN CN00805130A patent/CN1344301A/zh active Pending
- 2000-03-16 KR KR1020017011746A patent/KR20020001773A/ko not_active Application Discontinuation
- 2000-03-16 US US09/913,570 patent/US6544593B1/en not_active Expired - Fee Related
- 2000-03-16 JP JP2000605685A patent/JP2002539318A/ja active Pending
- 2000-03-16 NZ NZ514218A patent/NZ514218A/en unknown
- 2000-03-16 AU AU38901/00A patent/AU761107B2/en not_active Ceased
- 2000-03-16 AT AT00918021T patent/ATE308591T1/de not_active IP Right Cessation
- 2000-03-16 EP EP00918021A patent/EP1169396B1/en not_active Expired - Lifetime
- 2000-03-17 TW TW089104967A patent/TW593598B/zh not_active IP Right Cessation
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1980983B (zh) * | 2004-06-18 | 2010-05-05 | 科聚亚公司 | 聚合物和它们作为涂料的用途 |
CN101316908B (zh) * | 2005-11-25 | 2011-06-15 | 巴斯福涂料股份有限公司 | 油漆组合物,油漆涂饰的方法和油漆过的物体 |
CN115175961A (zh) * | 2020-03-06 | 2022-10-11 | 利安德巴塞尔先进聚合物公司 | 用于涂料替换和高光泽度应用的具有透明涂层的汽车彩色模制热塑性聚烯烃 |
US11904515B2 (en) | 2020-03-06 | 2024-02-20 | Lyondellbasell Advanced Polymers Inc. | Automotive molded-in-color thermoplastic polyolefin with clear coating for paint replacement and high gloss applications |
Also Published As
Publication number | Publication date |
---|---|
ES2251369T3 (es) | 2006-05-01 |
AU3890100A (en) | 2000-10-04 |
WO2000055263A1 (en) | 2000-09-21 |
NZ514218A (en) | 2003-05-30 |
BR0010383A (pt) | 2002-02-05 |
TW593598B (en) | 2004-06-21 |
DE60023675D1 (de) | 2005-12-08 |
KR20020001773A (ko) | 2002-01-09 |
EP1169396B1 (en) | 2005-11-02 |
US6544593B1 (en) | 2003-04-08 |
JP2002539318A (ja) | 2002-11-19 |
CA2361327A1 (en) | 2001-09-21 |
DE60023675T2 (de) | 2006-09-07 |
AU761107B2 (en) | 2003-05-29 |
EP1169396A1 (en) | 2002-01-09 |
ATE308591T1 (de) | 2005-11-15 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN1344301A (zh) | 高固含量透明涂料组合物 | |
CN1165561C (zh) | 高固含量耐酸蚀的透明涂料组合物 | |
CN1207360C (zh) | 高固体分耐酸蚀,耐划伤透明涂料组合物 | |
CN1213116C (zh) | 高固含量透明涂料组合物 | |
KR100394448B1 (ko) | 카르바메이트첨가제를함유하는경화성코팅조성물 | |
JP5534998B2 (ja) | 塗料組成物及び塗膜形成方法 | |
JP5142525B2 (ja) | 塗料用水酸基含有樹脂及び塗料組成物 | |
CN100475890C (zh) | 涂料组合物 | |
US8361555B2 (en) | Hydroxy alkyl isocyanurates | |
JP5404044B2 (ja) | 多重硬化機序を有する熱硬化性コーティング組成物 | |
KR20040096585A (ko) | 고분지형 코폴리에스테르 폴리올을 함유하는 이성분 도료조성물 | |
JP3329049B2 (ja) | 自動車用上塗塗料のクリヤーコート用熱硬化被覆組成物 | |
JP2005504137A (ja) | 塗料用の架橋剤としてのビウレット含有ポリイソシアネートの調製および用途 | |
EP3230334B1 (de) | Nichtwässrige beschichtungsmittelzusammensetzungen, daraus hergestellte beschichtungen mit verbesserter haftung und kratzfestigkeit sowie deren verwendung | |
MXPA03003546A (es) | Composiciones de recubrimiento que contienen compuestos monomericos difuncionales, que pueden ser reticulados y con cuando menos treinta atomos de carbono. | |
CN1066477C (zh) | 含氨基甲酸酯树脂及添加剂的可固化涂料组合物 | |
WO2007095076A2 (en) | Coating compositions having improved early hardness | |
MXPA02004102A (es) | Composiciones para recubrimiento curable que contienen aditivos reactivos carbamato funcionales. | |
US20210346912A1 (en) | Multi-layer paint structure with improved layer adhesion | |
DE60308861T2 (de) | Säurekorrosionsbeständige und kratzfeste wässrige beschichtungszusammensetzung | |
DE69715718T2 (de) | Beschichtungszusammensetzung | |
US20210163784A1 (en) | Silicone-Containing Polyesters, Coating Compositions Containing the Same, and Coatings Formed Therefrom | |
CN1152901C (zh) | 高固体含量的环氧化物、蜜胺和异氰酸酯组合物 | |
DE10305119B4 (de) | Beschichtungsstoffe, Verfahren zu ihrer Herstellung und ihre Verwendung | |
JP2002226768A (ja) | 高耐候性の塗料用樹脂組成物 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
AD01 | Patent right deemed abandoned | ||
C20 | Patent right or utility model deemed to be abandoned or is abandoned |