EP1149137A1 - Agent de revetement aqueux a deux composants et son utilisation pour mise en peinture multicouche - Google Patents
Agent de revetement aqueux a deux composants et son utilisation pour mise en peinture multicoucheInfo
- Publication number
- EP1149137A1 EP1149137A1 EP99948851A EP99948851A EP1149137A1 EP 1149137 A1 EP1149137 A1 EP 1149137A1 EP 99948851 A EP99948851 A EP 99948851A EP 99948851 A EP99948851 A EP 99948851A EP 1149137 A1 EP1149137 A1 EP 1149137A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- groups
- polyurethane
- polyols
- functional
- urea
- 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.)
- Withdrawn
Links
- 239000011248 coating agent Substances 0.000 title claims abstract description 19
- 210000003298 dental enamel Anatomy 0.000 title abstract 2
- 239000000470 constituent Substances 0.000 title 1
- 229920005862 polyol Polymers 0.000 claims abstract description 49
- 150000003077 polyols Chemical class 0.000 claims abstract description 49
- 229920005989 resin Polymers 0.000 claims abstract description 36
- 239000011347 resin Substances 0.000 claims abstract description 36
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 32
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 32
- 239000007787 solid Substances 0.000 claims abstract description 24
- 150000001875 compounds Chemical class 0.000 claims abstract description 22
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 22
- 239000000049 pigment Substances 0.000 claims abstract description 21
- 238000006243 chemical reaction Methods 0.000 claims abstract description 20
- 239000002253 acid Substances 0.000 claims abstract description 19
- 229920003226 polyurethane urea Polymers 0.000 claims abstract description 18
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims abstract description 14
- 229920001730 Moisture cure polyurethane Polymers 0.000 claims abstract description 13
- 125000003010 ionic group Chemical group 0.000 claims abstract description 13
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims abstract description 13
- 238000004519 manufacturing process Methods 0.000 claims abstract description 12
- 239000003960 organic solvent Substances 0.000 claims abstract description 9
- 239000008199 coating composition Substances 0.000 claims description 36
- 239000000945 filler Substances 0.000 claims description 36
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 19
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 18
- 229920000570 polyether Polymers 0.000 claims description 18
- 229920005749 polyurethane resin Polymers 0.000 claims description 18
- 238000000576 coating method Methods 0.000 claims description 15
- 229920005906 polyester polyol Polymers 0.000 claims description 13
- 229920002635 polyurethane Polymers 0.000 claims description 12
- 239000004814 polyurethane Substances 0.000 claims description 12
- 239000000758 substrate Substances 0.000 claims description 12
- 239000008346 aqueous phase Substances 0.000 claims description 10
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 9
- 239000003973 paint Substances 0.000 claims description 9
- 239000004417 polycarbonate Substances 0.000 claims description 8
- 229920000515 polycarbonate Polymers 0.000 claims description 8
- 229920000193 polymethacrylate Polymers 0.000 claims description 7
- 238000002360 preparation method Methods 0.000 claims description 7
- 230000015572 biosynthetic process Effects 0.000 claims description 6
- 238000010422 painting Methods 0.000 claims description 6
- 239000004202 carbamide Substances 0.000 claims description 5
- 239000007795 chemical reaction product Substances 0.000 claims description 5
- 150000002500 ions Chemical class 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 230000003472 neutralizing effect Effects 0.000 claims description 5
- 239000006259 organic additive Substances 0.000 claims description 3
- 239000004922 lacquer Substances 0.000 claims description 2
- 239000012948 isocyanate Substances 0.000 abstract description 8
- 150000002513 isocyanates Chemical class 0.000 abstract description 8
- 238000006386 neutralization reaction Methods 0.000 abstract description 7
- 239000000654 additive Substances 0.000 abstract description 5
- 239000000463 material Substances 0.000 abstract description 2
- 229940090357 urea paste Drugs 0.000 abstract 1
- -1 alkyl isophthalic acid Chemical compound 0.000 description 20
- 239000010410 layer Substances 0.000 description 17
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 15
- 150000002009 diols Chemical class 0.000 description 13
- 239000000203 mixture Substances 0.000 description 12
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 10
- 125000003277 amino group Chemical group 0.000 description 10
- 239000011230 binding agent Substances 0.000 description 9
- 125000004432 carbon atom Chemical group C* 0.000 description 8
- 150000002334 glycols Chemical class 0.000 description 8
- 239000002904 solvent Substances 0.000 description 8
- 150000007513 acids Chemical class 0.000 description 7
- 125000000129 anionic group Chemical group 0.000 description 7
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 7
- PTBDIHRZYDMNKB-UHFFFAOYSA-N 2,2-Bis(hydroxymethyl)propionic acid Chemical compound OCC(C)(CO)C(O)=O PTBDIHRZYDMNKB-UHFFFAOYSA-N 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
- 125000001931 aliphatic group Chemical group 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- 125000005442 diisocyanate group Chemical group 0.000 description 6
- 150000002596 lactones Chemical class 0.000 description 6
- 229910052751 metal Inorganic materials 0.000 description 6
- 239000002184 metal Substances 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 239000004971 Cross linker Substances 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 5
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 5
- 150000001298 alcohols Chemical class 0.000 description 5
- 150000001412 amines Chemical class 0.000 description 5
- 125000002091 cationic group Chemical group 0.000 description 5
- 239000006185 dispersion Substances 0.000 description 5
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 5
- 229920003009 polyurethane dispersion Polymers 0.000 description 5
- 239000004408 titanium dioxide Substances 0.000 description 5
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 239000005058 Isophorone diisocyanate Substances 0.000 description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 4
- 150000001735 carboxylic acids Chemical class 0.000 description 4
- 229960002887 deanol Drugs 0.000 description 4
- 150000001991 dicarboxylic acids Chemical class 0.000 description 4
- 239000012972 dimethylethanolamine Substances 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 4
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 4
- 229920000728 polyester Polymers 0.000 description 4
- 235000013772 propylene glycol Nutrition 0.000 description 4
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 4
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 3
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- ORLQHILJRHBSAY-UHFFFAOYSA-N [1-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1(CO)CCCCC1 ORLQHILJRHBSAY-UHFFFAOYSA-N 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 150000001414 amino alcohols Chemical class 0.000 description 3
- 150000008064 anhydrides Chemical class 0.000 description 3
- 150000001450 anions Chemical class 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical class C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 3
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
- KHXVVWQPIQVNRH-UHFFFAOYSA-N 1-isocyanato-3-(isocyanatomethyl)-1-methylcyclohexane Chemical compound O=C=NC1(C)CCCC(CN=C=O)C1 KHXVVWQPIQVNRH-UHFFFAOYSA-N 0.000 description 2
- GNDLGOZYDSQVAK-UHFFFAOYSA-N 2,7-diisocyanato-2,7-dimethyloctane Chemical compound O=C=NC(C)(C)CCCCC(C)(C)N=C=O GNDLGOZYDSQVAK-UHFFFAOYSA-N 0.000 description 2
- PUKYTZJZOCTJFQ-UHFFFAOYSA-N 5,9-diisocyanatotridecane Chemical compound CCCCC(N=C=O)CCCC(N=C=O)CCCC PUKYTZJZOCTJFQ-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 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
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical class ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 2
- 229920001400 block copolymer Polymers 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- PFURGBBHAOXLIO-UHFFFAOYSA-N cyclohexane-1,2-diol Chemical compound OC1CCCCC1O PFURGBBHAOXLIO-UHFFFAOYSA-N 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical group OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 239000001630 malic acid Substances 0.000 description 2
- 235000011090 malic acid Nutrition 0.000 description 2
- 239000010445 mica Substances 0.000 description 2
- 229910052618 mica group Inorganic materials 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 235000012239 silicon dioxide Nutrition 0.000 description 2
- 239000002356 single layer Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 150000005846 sugar alcohols Polymers 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
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 2
- FYJLPFHNDQTYAQ-UHFFFAOYSA-N (2,4-diaminophenyl)methanesulfonic acid Chemical compound NC1=CC=C(CS(O)(=O)=O)C(N)=C1 FYJLPFHNDQTYAQ-UHFFFAOYSA-N 0.000 description 1
- SZCWBURCISJFEZ-UHFFFAOYSA-N (3-hydroxy-2,2-dimethylpropyl) 3-hydroxy-2,2-dimethylpropanoate Chemical compound OCC(C)(C)COC(=O)C(C)(C)CO SZCWBURCISJFEZ-UHFFFAOYSA-N 0.000 description 1
- KPPVNWGJXFMGAM-UUILKARUSA-N (e)-2-methyl-1-(6-methyl-3,4-dihydro-2h-quinolin-1-yl)but-2-en-1-one Chemical compound CC1=CC=C2N(C(=O)C(/C)=C/C)CCCC2=C1 KPPVNWGJXFMGAM-UUILKARUSA-N 0.000 description 1
- ZTNJGMFHJYGMDR-UHFFFAOYSA-N 1,2-diisocyanatoethane Chemical compound O=C=NCCN=C=O ZTNJGMFHJYGMDR-UHFFFAOYSA-N 0.000 description 1
- ZGDSDWSIFQBAJS-UHFFFAOYSA-N 1,2-diisocyanatopropane Chemical compound O=C=NC(C)CN=C=O ZGDSDWSIFQBAJS-UHFFFAOYSA-N 0.000 description 1
- VGHSXKTVMPXHNG-UHFFFAOYSA-N 1,3-diisocyanatobenzene Chemical compound O=C=NC1=CC=CC(N=C=O)=C1 VGHSXKTVMPXHNG-UHFFFAOYSA-N 0.000 description 1
- UFXYYTWJETZVHG-UHFFFAOYSA-N 1,3-diisocyanatobutane Chemical compound O=C=NC(C)CCN=C=O UFXYYTWJETZVHG-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
- PXGZQGDTEZPERC-UHFFFAOYSA-N 1,4-cyclohexanedicarboxylic acid Chemical compound OC(=O)C1CCC(C(O)=O)CC1 PXGZQGDTEZPERC-UHFFFAOYSA-N 0.000 description 1
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-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
- CDMDQYCEEKCBGR-UHFFFAOYSA-N 1,4-diisocyanatocyclohexane Chemical compound O=C=NC1CCC(N=C=O)CC1 CDMDQYCEEKCBGR-UHFFFAOYSA-N 0.000 description 1
- DFPJRUKWEPYFJT-UHFFFAOYSA-N 1,5-diisocyanatopentane Chemical compound O=C=NCCCCCN=C=O DFPJRUKWEPYFJT-UHFFFAOYSA-N 0.000 description 1
- YXRKNIZYMIXSAD-UHFFFAOYSA-N 1,6-diisocyanatohexane Chemical compound O=C=NCCCCCCN=C=O.O=C=NCCCCCCN=C=O.O=C=NCCCCCCN=C=O YXRKNIZYMIXSAD-UHFFFAOYSA-N 0.000 description 1
- NCXUNZWLEYGQAH-UHFFFAOYSA-N 1-(dimethylamino)propan-2-ol Chemical compound CC(O)CN(C)C NCXUNZWLEYGQAH-UHFFFAOYSA-N 0.000 description 1
- JLBXCKSMESLGTJ-UHFFFAOYSA-N 1-ethoxypropan-1-ol Chemical compound CCOC(O)CC JLBXCKSMESLGTJ-UHFFFAOYSA-N 0.000 description 1
- HDZHSUXYXYMUSD-UHFFFAOYSA-N 1-hexyl-3,4-bis(8-isocyanatooctyl)-2-octylcyclohexane Chemical compound CCCCCCCCC1C(CCCCCC)CCC(CCCCCCCCN=C=O)C1CCCCCCCCN=C=O HDZHSUXYXYMUSD-UHFFFAOYSA-N 0.000 description 1
- PAUHLEIGHAUFAK-UHFFFAOYSA-N 1-isocyanato-1-[(1-isocyanatocyclohexyl)methyl]cyclohexane Chemical compound C1CCCCC1(N=C=O)CC1(N=C=O)CCCCC1 PAUHLEIGHAUFAK-UHFFFAOYSA-N 0.000 description 1
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- GBURUDXSBYGPBL-UHFFFAOYSA-N 2,2,3-trimethylhexanedioic acid Chemical compound OC(=O)C(C)(C)C(C)CCC(O)=O GBURUDXSBYGPBL-UHFFFAOYSA-N 0.000 description 1
- JVYDLYGCSIHCMR-UHFFFAOYSA-N 2,2-bis(hydroxymethyl)butanoic acid Chemical compound CCC(CO)(CO)C(O)=O JVYDLYGCSIHCMR-UHFFFAOYSA-N 0.000 description 1
- SXQWVGXLKTZECH-UHFFFAOYSA-N 2,2-diaminopentanoic acid Chemical compound CCCC(N)(N)C(O)=O SXQWVGXLKTZECH-UHFFFAOYSA-N 0.000 description 1
- HPQUMJNDQVOTAZ-UHFFFAOYSA-N 2,2-dihydroxypropanoic acid Chemical compound CC(O)(O)C(O)=O HPQUMJNDQVOTAZ-UHFFFAOYSA-N 0.000 description 1
- WXTMDXOMEHJXQO-UHFFFAOYSA-N 2,5-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC(O)=CC=C1O WXTMDXOMEHJXQO-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
- MGUMZJAQENFQKN-UHFFFAOYSA-N 2-(cyclohexylamino)ethanol Chemical compound OCCNC1CCCCC1 MGUMZJAQENFQKN-UHFFFAOYSA-N 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- WMYINDVYGQKYMI-UHFFFAOYSA-N 2-[2,2-bis(hydroxymethyl)butoxymethyl]-2-ethylpropane-1,3-diol Chemical compound CCC(CO)(CO)COCC(CC)(CO)CO WMYINDVYGQKYMI-UHFFFAOYSA-N 0.000 description 1
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 1
- QWGRWMMWNDWRQN-UHFFFAOYSA-N 2-methylpropane-1,3-diol Chemical compound OCC(C)CO QWGRWMMWNDWRQN-UHFFFAOYSA-N 0.000 description 1
- HEMGYNNCNNODNX-UHFFFAOYSA-N 3,4-diaminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1N HEMGYNNCNNODNX-UHFFFAOYSA-N 0.000 description 1
- BYPFICORERPGJY-UHFFFAOYSA-N 3,4-diisocyanatobicyclo[2.2.1]hept-2-ene Chemical compound C1CC2(N=C=O)C(N=C=O)=CC1C2 BYPFICORERPGJY-UHFFFAOYSA-N 0.000 description 1
- ULMZOZMSDIOZAF-UHFFFAOYSA-N 3-hydroxy-2-(hydroxymethyl)propanoic acid Chemical compound OCC(CO)C(O)=O ULMZOZMSDIOZAF-UHFFFAOYSA-N 0.000 description 1
- URTHTVUJNWVGAB-UHFFFAOYSA-N 3-isocyanato-1,1,5-trimethylcyclohexane Chemical compound CC1CC(N=C=O)CC(C)(C)C1 URTHTVUJNWVGAB-UHFFFAOYSA-N 0.000 description 1
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
- CYJRNFFLTBEQSQ-UHFFFAOYSA-N 8-(3-methyl-1-benzothiophen-5-yl)-N-(4-methylsulfonylpyridin-3-yl)quinoxalin-6-amine Chemical compound CS(=O)(=O)C1=C(C=NC=C1)NC=1C=C2N=CC=NC2=C(C=1)C=1C=CC2=C(C(=CS2)C)C=1 CYJRNFFLTBEQSQ-UHFFFAOYSA-N 0.000 description 1
- PLLBRTOLHQQAQQ-UHFFFAOYSA-N 8-methylnonan-1-ol Chemical compound CC(C)CCCCCCCO PLLBRTOLHQQAQQ-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 239000004970 Chain extender Substances 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-O Htris Chemical compound OCC([NH3+])(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-O 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical class CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- DJEQZVQFEPKLOY-UHFFFAOYSA-N N,N-dimethylbutylamine Chemical compound CCCCN(C)C DJEQZVQFEPKLOY-UHFFFAOYSA-N 0.000 description 1
- OPKOKAMJFNKNAS-UHFFFAOYSA-N N-methylethanolamine Chemical compound CNCCO OPKOKAMJFNKNAS-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-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
- WUGQZFFCHPXWKQ-UHFFFAOYSA-N Propanolamine Chemical compound NCCCO WUGQZFFCHPXWKQ-UHFFFAOYSA-N 0.000 description 1
- NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 description 1
- YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 238000007605 air drying Methods 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical compound CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 150000005840 aryl radicals Chemical class 0.000 description 1
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- BMRWNKZVCUKKSR-UHFFFAOYSA-N butane-1,2-diol Chemical compound CCC(O)CO BMRWNKZVCUKKSR-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000006229 carbon black Substances 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
- 239000003054 catalyst Substances 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 125000006165 cyclic alkyl group Chemical group 0.000 description 1
- QSAWQNUELGIYBC-UHFFFAOYSA-N cyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCCCC1C(O)=O QSAWQNUELGIYBC-UHFFFAOYSA-N 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical compound C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 0.000 description 1
- LVTYICIALWPMFW-UHFFFAOYSA-N diisopropanolamine Chemical compound CC(O)CNCC(C)O LVTYICIALWPMFW-UHFFFAOYSA-N 0.000 description 1
- 229940043276 diisopropanolamine Drugs 0.000 description 1
- ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 229910021485 fumed silica Inorganic materials 0.000 description 1
- 229920001002 functional polymer Polymers 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- TZMQHOJDDMFGQX-UHFFFAOYSA-N hexane-1,1,1-triol Chemical compound CCCCCC(O)(O)O TZMQHOJDDMFGQX-UHFFFAOYSA-N 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000001034 iron oxide pigment Substances 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical group OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium 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
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-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
- 239000000178 monomer Substances 0.000 description 1
- DAZXVJBJRMWXJP-UHFFFAOYSA-N n,n-dimethylethylamine Chemical compound CCN(C)C DAZXVJBJRMWXJP-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 239000004848 polyfunctional curative Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920000909 polytetrahydrofuran Polymers 0.000 description 1
- 239000011527 polyurethane coating Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- RQGPLDBZHMVWCH-UHFFFAOYSA-N pyrrolo[3,2-b]pyrrole Chemical compound C1=NC2=CC=NC2=C1 RQGPLDBZHMVWCH-UHFFFAOYSA-N 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium group Chemical group [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 125000001302 tertiary amino group Chemical group 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
- 238000005829 trimerization reaction Methods 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- LRXTYHSAJDENHV-UHFFFAOYSA-H zinc phosphate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O LRXTYHSAJDENHV-UHFFFAOYSA-H 0.000 description 1
- 229910000165 zinc phosphate Inorganic materials 0.000 description 1
Classifications
-
- 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
- C08G18/08—Processes
- C08G18/0804—Manufacture of polymers containing ionic or ionogenic groups
- C08G18/0819—Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups
- C08G18/0823—Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups containing carboxylate salt groups or groups forming them
Definitions
- the invention relates to aqueous two-component (2K) coating compositions based on water-dilutable polyurethane resins and polyisocyanates, which are particularly suitable for the production of filler and / or primer layers in a multi-layer structure.
- the coating compositions can be used in particular in vehicle and industrial painting, in particular in vehicle refinishing, for coating plastic and metal substrates.
- Multi-layer vehicle refinishing generally consists of a filler layer applied to optionally precoated substrates and one
- Top coat consisting of a color and / or effect basecoat and a transparent clearcoat.
- the top coat can also be created from a pigmented single-layer top coat.
- aqueous or so-called high-solid coating agents have already been developed for almost all paint layers.
- two-component aqueous systems based on hydroxy-functional binders and polyisocyanate hardeners and on the basis of epoxy / polyamine systems are known for use as fillers.
- WO-A-9403511 describes aqueous coating compositions based on hydroxy-functional polyurethane resins and polyisocyanates which can be used as fillers.
- the hydroxy-functional polyurethane resins are produced from a precursor product containing NCO groups, formed from compounds with a Acid group, and two groups reactive with isocyanate and diisocyanates, and an optionally fatty acid-modified polyester polyol in excess.
- Filler coating compositions produced on the basis of these binders still show considerable weaknesses in terms of sandability and, at higher layer thicknesses, for example 110 to 140 ⁇ m, bubble-free application is not guaranteed.
- EP-A-0 355 682 describes water-dilutable polyurethane resins which can be used in filler coating compositions and are produced from polyisocyanates, polyols with a molecular weight Mn of at least 400, compounds with two groups which are reactive toward isocyanate and one capable of forming anions
- meltblown resins or blocked polyisocyanates may be included.
- the curing temperatures of these filler coatings are between 150 and 170 ° C.
- aqueous two-component polyurethane coating compositions which contain water-thinnable hydroxy-functional polyurethane resins with a total urethane and urea content of 9 to 20% by weight, based on the weight of the polyurethane, and contain water-dispersible polyisocyanates.
- the coating compositions can additionally contain, as the third component, up to 20% by weight of a polyol with a molecular weight of 62 to 1000, preferably of 62 to 250, which may optionally have polyether groups.
- the coating compositions are preferably used as clear lacquers.
- aqueous coating compositions for the production of filler layers in a multi-layer structure, which have a sufficient pot life and also guarantee perfect bubble-free application in higher layer thicknesses.
- the coating compositions are said to produce coatings with a very good surface quality and very good sandability both in the dry and in the wet state. Good pigment and filler wetting should also be ensured. A good top coat level should be achieved when painting over.
- the object is achieved by two-component coating compositions containing
- Polyurethane urea resins with a urea group content (calculated as -NHCONH-) from 10 to 300 mmol in 100 g solid resin, preferably from 20 to
- a urethane group content (calculated as -NHCOO-) of 20 to 300 mmol in 100 g solid resin, preferably from 80 to 250 mmol in 100 g solid resin, an OH number of 20 to 250, preferably 40 to 200 , particularly preferably from 60 to 150, an acid number from 15 to 80, preferably from 18 to 65 and a number-average molar mass Mn from 1000 to 20,000 g / mol, preferably from 1,500 to 15,000 g / mol, which are obtainable from
- pigments optionally pigments, fillers, water, organic solvents and / or additives customary in paint.
- the water-thinnable hydroxy-functional polyurethane urea resins present as component A) in the coating compositions of the invention and their preparation are described below.
- an NCO-functional polyurethane prepolymer is first prepared in a first step (I).
- the polyurethane prepolymer is obtained by reacting components a1 to a3).
- Polyurethane prepolymers are hydroxy-functional linear or branched compounds which preferably have an OH functionality of 2 to 3, particularly preferably from 2, have an OH number from 50 to 250 and a number-average molar mass (Mn) from 360 to 8000 g / mol, preferably from 500 to 5000 g / mol.
- Polyester polyols polycarbonate polyols
- Polyether polyols, polylactone polyols and / or poly (meth) acrylate polyols or the corresponding diols can each be used individually or in combination with one another.
- Preferred component a1) are polyester polyols, e.g. Polyester diols used. These are particularly preferably linear polyester polyols, in particular linear polyester diols.
- the polyester polyols preferably have an acid number of ⁇ 3 mg KOH / g, particularly preferably ⁇ 1 mg KOH / g.
- the polyester polyols can be prepared in a conventional manner known to the person skilled in the art, for example by polycondensation from organic dicarboxylic acids or their anhydrides and organic polyols.
- the dicarboxylic acids and the polyols can be aliphatic, cycloaliphatic or aromatic in nature.
- the acid component for the production of the polyester polyols is preferably low molecular weight dicarboxylic acids or their anhydrides with 2 to 17, preferably less than 16, particularly preferably less than 14 carbon atoms in the molecule.
- Suitable dicarboxylic acids are, for example, phthalic acid, isophthalic acid, alkyl isophthalic acid, terephthalic acid, hexahydrophthalic acid, adipic acid, trimethyladipic acid, azelaic acid, sebacic acid, fumaric acid, maleic acid,
- Glutaric acid succinic acid, itaconic acid and 1,4-cyclohexanedicarboxylic acid.
- the corresponding anhydrides if they exist, can also be used instead of the acids.
- proportions of higher functional carboxylic acids can also be added, e.g. trifunctional carboxylic acids such as trimellitic acid, malic acid and dimethylolpropionic acid.
- Polyols which can be used to prepare the polyester polyols are preferably diols, for example glycols such as ethylene glycol, 1,2-propanediol, 1,2-butanediol, 1,3 and -1,4, 1,2-propanediol 2, 3, 1,6-hexanediol, 1,2-cyclohexanediol and -1, 4, hydrogenated bisphenol A and neopentyl glycol.
- glycols such as ethylene glycol, 1,2-propanediol, 1,2-butanediol, 1,3 and -1,4, 1,2-propanediol 2, 3, 1,6-hexanediol, 1,2-cyclohexanediol and -1, 4, hydrogenated bisphenol A and neopentyl glycol.
- the diols can optionally be modified by small amounts of higher alcohols.
- Examples of higher alcohols which can be used are trimefhylolpropane, pentaerythritol, glycerol and hexanetriol.
- Proportionate chain-terminating monohydric alcohols for example those having 1 to 18 carbon atoms in the molecule, such as
- Propanol, butanol, cyclohexanol, n-hexanol, benzyl alcohol, isodecanol and saturated and unsaturated fatty alcohols can be used.
- the components are reacted in such proportions that the desired OH numbers of the polyester polyols are obtained.
- the polyester polyols are preferably essentially free of carboxyl groups. For example, they can have acid numbers of ⁇ 3, preferably ⁇ 1. However, it is also possible for the polyester polyols to contain carboxyl groups, for example they can then have acid numbers of 5 to 50 mg KOH / g.
- the carboxyl groups can, for example, via di- or trifunctional carboxylic acids, e.g. Trimellitic acid, malic acid and dihydroxymonocarboxylic acids such as e.g. Dimethylolpropionic acid are introduced.
- the polyester polyols can be used individually or in combination with one another.
- component a1 are polycarbonate polyols and in particular polycarbonate diols.
- the polycarbonate polylenes are esters of carbonic acid which are formed by the reaction of carbonic acid derivatives, for example diphenyl carbonate or phosgene Polyols, preferably diols, can be obtained.
- suitable diols are ethylene glycol, 1,2-and 1,3-propanediol, 1,4 and 1,3-butanediol, 1,6-hexanediol, neopentyl glycol, 2-methyl-1,3-propanediol and 1,4 -Bishydroxymethylcyclohexane in question.
- the polycarbonate polyols can be used individually or in combination with one another.
- Polyether and / or polylactone polyols are also very suitable as component a1).
- polyether polyols examples include polyether polyols of the following general formula:
- the radicals R 4 can be the same or different.
- polyether polyols are poly (oxytetramethylene) glycols, poly (oxyethylene) glycols and
- the polyether polyols can be used individually or in combination with one another.
- the polylactone polyols are polyols, preferably diols, which are derived from lactones, preferably caprolactones. These products are obtained, for example, by reacting an epsilon caprolactone with a diol.
- the polylactone polyols are characterized by recurring polyester components, which are derived from the lactone. These recurring molecular parts can correspond, for example, to the following general formula: O
- n is preferably 4 to 6 and R 5 is hydrogen, an alkyl radical is a cycloalkyl radical or an alkoxy radical and the total number of carbon atoms in the substituents of the lactone ring 12 does not exceed.
- Lactones which are preferably used are the epsilon-caprolactones in which n has the value 4. Unsubstituted epsilon-caprolactone is particularly preferred.
- the lactones can be used individually or in combination.
- Diols suitable for the reaction with the lactones are e.g. Ethylene glycol, 1,3-propanediol, 1,4-butanediol and dimethylolcyclohexane.
- the polylactone polyols can be used individually or in combination with one another.
- Poly (meth) acrylate polyols can also be used as component a1).
- the poly (meth) acrylate polyols are free-radical polymerization polymers made from hydroxy-functional polymers
- (Meth) acrylic acid esters and other radically polymerizable unsaturated monomers Poly (meth) acrylate polyols which have a selective structure with terminal OH groups due to the special production process can preferably be used.
- the poly (meth) acrylate polyols can also be used individually or in combination with one another.
- one or more low molecular weight polyhydric alcohols preferably difunctional alcohols with a molar mass of 62 to 356 g / mol, can optionally also be used in component a1).
- examples include ethylene glycol, 1,2-propanediol and 1,3, butanediol 1,3 and 1,4, 1,6-hexanediol,
- Any organic polyisocyanates preferably diisocyanates, can be used individually or in combination as component a2) for the preparation of the NCO-functional prepolymers.
- the polyisocyanates can e.g. be aromatic, aliphatic and / or cycloaliphatic in nature. These can also be diisocyanates containing ether or ester groups. Examples of suitable diisocyanates are trimethylene diisocyanate, tetramethylene diisocyanate, pentamethylene diisocyanate, hexamethylene diisocyanate, propylene diisocyanate, ethylene diisocyanate, 2,3-dimethylethylene diisocyanate, 1-methyltrimethylene diisocyanate,
- non-yellowing and / or sterically hindered isocyanates having 4 to 25, preferably 6 to 16, carbon atoms which are in the alpha position
- NCO group contain one or two linear, branched or cyclic alkyl groups with 1 to 12, preferably 1 to 4 carbon atoms as substituents on the basic structure.
- the basic structure can consist of an aromatic or alicyclic ring or of an aliphatic linear or branched carbon chain with 1 to 12 carbon atoms. Examples include isophorone diisocyanate, bis (4-isocyanatocyclohexyl) methane,
- Component a3) for the preparation of the NCO-functional prepolymers are preferably low-molecular compounds which have at least one, preferably more than one, particularly preferably two, reactive with isocyanate groups
- Suitable groups for anion formation are, for example, carboxyl, phosphoric acid and sulfonic acid groups.
- Groups capable of forming cations are, for example, primary, secondary and tertiary amino groups or onium groups, such as quaternary ammonium, phosphonium and / or tertiary sulfonium groups.
- Anionic groups or those capable of forming anions are preferred.
- Preferred anionic groups are carboxyl groups.
- Suitable groups that are reactive with isocyanate are, in particular, hydroxyl groups and primary and / or secondary amino groups.
- Preferred compounds suitable as component a3) are those which contain carboxyl and hydroxyl groups. Examples of such connections are
- a preferred group of dihydroxyalkanoic acids are alpha, alpha
- Alpha, alpha-dimethylolpropionic acid and alpha, alpha-dimethylolbutyric acid are preferred.
- dihydroxyalkanoic acids are dihydroxypropionic acid, dimethylolacetic acid, dihydroxysuccinic acid or Dihydroxybenzoic acid.
- amino group-containing acids for example alpha, alpha-diamino-valeric acid, 3,4-diaminobenzoic acid, 2,4-diamino-toluenesulfonic acid and 4,4-diamino-di-phenyl ether sulfonic acid and
- Dihydroxy compounds which contain a tertiary and / or quaternary amino group, such as, for example, N-methyldiefhanolamine, N-methyldiisopropanol and 2-N, N-dimethylamino-2-ethyl-1,3-propanediol.
- reaction of components a1), a2) and a3) with one another is carried out in a conventional manner known to the person skilled in the art, for example at temperatures from 50 to 120 ° C., preferably 70 to 100 ° C., if appropriate using catalysts.
- Components a1), a2) and a3) are used in amounts such that a reaction product with free isocyanate groups is formed, i.e. it will be with one
- component a4) is one or more hydroxy-functional monoamines, each with a primary or secondary amino group.
- the hydroxy-functional monoamines can optionally be used together with one or more polyols. The reaction takes place with complete consumption of the amino groups.
- the monoamines which can be used can contain one or preferably more hydroxyl groups.
- it can be alkanolamines, dialkanolamines, alkylalkanolamines and / or arylalkanolamines with at least 2 and not more than 18 carbon atoms in the alkanol, alkyl and aryl radical.
- usable monoamines with a hydroxyl group are monoethanolamine, N-methylethanolamine, 3-amino-l-propanol, 2-amino-2- methylpropanol, 3-amino-2,2-dimethylpropanol-l, 2-amino-2-ethyl-l, 3-propanediol, N-phenylmethanolamine and N-cyclohexylethanolamine.
- monoamines with two or more hydroxyl groups are diethanolamine, diisopropanolamine, 2-amino-2-hydroxymethylpropane-1, 3-diol.
- the hydroxyamines and any polyols present are used in such an amount that OH numbers from 20 to 250, preferably from 40 to 200, particularly preferably from 60 to 150 and urea group contents from 10 to 300 are preferred in the reaction product obtained 20 to 250 mmol in 100 g of solid resin result.
- complete conversion is aimed for with a practically equivalent molar ratio between the reactive amino group and the isocyanate group. If necessary, a very small excess of NCO can be used.
- the equivalent ratio of NCO groups to amino groups should be less than 1.05: 1, but is preferably 1: 1.
- the reaction takes place, for example, at temperatures from 30 to 80 ° C., preferably 30 to 50 ° C.
- the polyols which can optionally be used in addition to the hydroxyamines can be used to introduce hydroxyl groups into the polyurethane. They are preferably low molecular weight alcohols with 2 or more hydroxyl groups. Examples include neopentyl glycol, trimethylol propane, pentaerythritol, dipentaerythritol, glycerin, hydroxypivalic acid neopentyl glycol ester, 2-ethyl-2-methyl-propanediol-1,3, hexanediol-1,6, cyclohexanedimethanol and ditrimethylol propane.
- Polyurethane urea resins have acid numbers from 15 to 80, preferably from 18 to 65, particularly preferably 19 to 45. However, it is also possible to introduce a proportion of cationic groups into the polyurethane urea resin in addition to the anionic groups. The cationic groups should only be present in a proportion, based on the anionic groups. The cationic ones are preferred
- Groups around tertiary and / or quaternary amino groups 0.05 to 25%, preferably 0.1 to 10%, of cationic groups, based on equivalents of anionic groups, can be present. Additional cationic groups can be introduced, for example, by reacting the NCO prepolymer with compounds having at least one hydroxyl group and one tertiary or quaternary amino group. For example, the procedure can be such that the compounds mentioned having tertiary and / or quaternary amino groups are reacted together with the amino alcohols with the NCO prepolymer. Examples of compounds having at least one hydroxyl group and one tertiary or quaternary amino group are N-methyldiethanolamine, N-
- Methyl diisopropanol and 2-N, N-dimethylamino-2-ethyl-1,3-propanediol 2-N, N-dimethylamino-2-ethyl-1,3-propanediol.
- the ionic or groups of the polyurethane urea resin which can be converted into ionic groups are at least partially neutralized in a further stage III.
- the neutralization can take place before or after the reaction with the hydroxy amines.
- the polyurethane resins preferably contain anionic groups.
- the anionic groups are neutralized with bases.
- Preferred examples of basic neutralizing agents are tertiary amines such as trimethylamine, triethylamine, dimethylethylamine, dimethylbutylamine, N-methylmorpholine, dimethylethanolamine and dimethylisopropanolamine.
- Isocyanate group-free polyurethane urea resins can also be neutralized with amines containing isocyanate group reactive groups, e.g. with primary or secondary amines or amino alcohols.
- the polyurethane resin is transferred to the aqueous phase.
- the polyurethane urea resin is in a colloidal state in the aqueous phase and exhibits a pseudoplastic behavior. The latter means that the viscosity decreases with increasing speed gradient.
- the viscosity of the polyurethane urea dispersion measured at a speed gradient of 231 s and a solids content of 35% by weight, is 0.5 to 10 Pas.
- the degree of neutralization is preferably 60 to 120%, particularly preferably 70 to 100%.
- the aqueous resin dispersion has a solids content of preferably 25 to 50% by weight, particularly preferably 28 to 42% by weight.
- the particle size of the polyurethane urea resin in the aqueous phase is preferably in the range from 25 to 200 nm, preferably from 30 to 100 nm.
- the aqueous polyurethane urea dispersion can preferably have the following composition, for example:
- neutralizing agent preferably ammonia and / or
- Amine 4 to 25 parts by weight of one or more at least partially water-miscible organic solvents and 15 to 75 parts by weight of water.
- water-thinnable hydroxy-functional polyurethane resins can also be used in combination with other water-thinnable hydrooxy functional resins.
- These can be, for example, customary water-dilutable hydroxy-functional poly (meth) acrylate, polyester and, optionally, modified polyurethane resins which are different from component A).
- Binder composition in combination with polyether polyols with a number average molecular weight (Mn) of 400 to 5000, preferably 500 to 3000 g / mol.
- Mn number average molecular weight
- this binder composition can then be 2.0 to 25% by weight, preferably 3.0 to 20% by weight, particularly preferably 4 to 15% by weight, of the polyether polyols, based on the solids content of the polyols used
- polyether polyols examples include poly (oxytetramethylene) glycols, poly (oxyethylene) glycols and poly (oxypropylene) glycols or mixed block copolymers which contain different oxytetramethylene, oxyethylene and / or
- polyether polyols which are used without the use of ethylene oxide, i.e. can be obtained in particular using only propylene oxide or tetrahydrofuran.
- polyoxypropylene glycols with molar masses of 500 to 3000 g / mol is particularly preferred.
- Different polyether polyols can be combined.
- This binder composition can be produced from polyurethane resin and polyether polyols by mixing the two components. This can be done in different ways. Thus it is possible to add the polyether polyols to the water-dilutable polyurethane resin before, during or after the emulsion formation, i.e. before, during or after the transfer of the water-dilutable polyurethane resin into the aqueous phase. The procedure can preferably be such that the polyether polyols are admixed with the water-dilutable polyurethane resin before being converted into the aqueous phase. If the addition of
- Polyether polyols before the conversion into the aqueous phase can also be carried out in such a way that the polyether polyols are already added to the NCO prepolymer together with the hydroxy-functional monoamines.
- the reaction conditions for reacting the NCO prepolymer with the hydroxy-functional monoamines are chosen in a manner familiar to the person skilled in the art so that the NCO groups react only with the amino groups.
- the coating compositions of the invention contain one or more polyisocyanates as component B).
- Conventional polyisocyanates are suitable as crosslinking agents, for example any organic polyisocyanates with aliphatic, cycloaliphatic, araliphatic and / or aromatically bound free isocyanate groups. They are liquid at room temperature or liquefied by the addition of organic solvents.
- polyisocyanates generally have a viscosity of 1 to 6000 mPas, preferably above 5 and below 3000 mPas.
- Such polyisocyanates are well known and e.g. described in DE-A 38 29 587 or DE-A 42 26 243.
- the polyisocyanates are preferably polyisocyanates or
- Particularly suitable are, for example, “paint polyisocyanates” based on hexamethylene diisocyanate (HDI), 1-isocyanato-3, 3, 5-trimethyl-5-isocyte anatomethylcyclohexane (IPDI) and / or bis (isocyanatocyclohexyl) - methane and the known biuret, AUophanat, urethane and / or isocyanurate groups derivatives of these diisocyanates.
- Triisocyanates such as nonanetriisocyanate can also be used.
- Sterically hindered are also very suitable
- Polyisocyanates examples include 1, 1,6,6-tetramethyl-hexamethylene diisocyanate, 1,5-dibutyl-penta-methyl diisocyanate, p- or m-tetramethylxylylene diisocyanate and the corresponding hydrogenated homologues. These diisocyanates can also be converted in a suitable manner to give more highly functional compounds, for example by trimerization or by reaction with water or
- the polyisocyanate crosslinkers can be used individually or in a mixture. These are the polyisocyanate crosslinkers customary in the coatings industry, which have been extensively described in the literature and are also available as commercial products.
- Components A) and B) are used in proportions such that the equivalent ratio of hydroxyl groups of component A) to isocyanate groups of component B) is preferably 4: 1 to 1: 4, particularly preferably 1.5: 1 to 1: 1, 5 is.
- the coating compositions according to the invention can contain pigments and / or fillers.
- the pigments can be color and / or effect pigments. All paint-typical pigments of organic or inorganic nature are suitable as color pigments. Examples of inorganic or organic color pigments are titanium dioxide, micronized titanium dioxide, iron oxide pigments, carbon black,
- Azo pigments phthalocyanine pigments, quinacridone or pyrrolopyrrole pigments.
- effect pigments are metal pigments, e.g. made of aluminum, copper or other metals;
- Interference pigments e.g. metal oxide coated metal pigments, e.g. Titanium dioxide coated or mixed oxide coated aluminum, coated
- Mica e.g. titanium dioxide coated mica and graphite effect pigments.
- Corrosion protection pigments e.g. Zinc phosphate.
- Fillers may also be present in the coating compositions. These are the usual fillers that can be used in the paint industry. examples for
- Fillers are silicon dioxide, aluminum silicate, barium sulfate, calcium carbonate and talc.
- the coating compositions according to the invention can furthermore contain water and small amounts of organic solvents and conventional paint additives.
- the organic solvents which may be present in the coating compositions are customary paint solvents. These can originate from the production of the binders or are added separately. They are preferably water-miscible solvents.
- suitable solvents are monohydric or polyhydric alcohols, for example propanol, butanol, hexanol; Glycol ether or ester, for example diethylene glycol dialkyl ether, dipropylene glycol dialkyl ether, each with Cl- bis C6 alkyl, ethoxy propanol, butyl glycol; Glycols, for example ethylene glycol, propylene glycol and their oligomers, N-methylpyrrolidone and ketones, for example methyl ethyl ketone, acetone, cyclohexanone; aromatic or aliphatic hydrocarbons, for example toluene, xylene or linear or branched aliphatic C6-C12 hydrocarbons.
- the organic solvents are, for
- % By weight, preferably up to 10% by weight, based on the total coating composition.
- the coating compositions according to the invention can furthermore contain customary paint additives.
- customary paint additives are leveling agents, rheology-influencing agents, such as highly disperse silica or polymeric urea compounds, thickeners, such as crosslinked polycarboxylic acid or polyurethanes, defoamers, wetting agents, anti-cratering agents and hardening accelerators.
- the additives are used in customary amounts known to the person skilled in the art.
- the coating compositions of the invention can be produced in a conventional manner.
- the pigments and / or fillers can be dispersed in the polyurethane component (component A).
- component A polyurethane component
- water or organic can be used before application
- Solvents are still adjusted to spray viscosity.
- the coating compositions according to the invention are particularly suitable for producing filler and / or primer layers of an air-drying or forced-drying, e.g. up to 80 ° C, preferably up to 60 ° C drying, multi-layer coating.
- the invention therefore also relates to the use of the coating compositions for the production of multilayer coatings, in particular the filler and / or primer layers of multilayer coatings being created by the coating compositions according to the invention.
- the preferred area of application of the coating compositions according to the invention is vehicle and vehicle parts painting.
- the coating agents are both for vehicle refinishing (curing temperatures of, for example, 20 to 80 ° C.) and for
- Vehicle series painting (curing temperatures of, for example, 100 to 140 ° C) applicable.
- other industrial applications are also possible.
- the coating compositions are applied by customary methods, preferably by spray application.
- Suitable substrates are metal and plastic substrates, in particular the substrates known in the automotive industry, such as Iron, zinc, aluminum, magnesium, stainless steel or their alloys, as well as polyurethanes, polycarbonates or polyolefins.
- the filler layers can optionally be pretreated
- Substrates are applied as such or on conventional primers. They adhere well to a wide variety of substrates such as bright steel sheet, sanded, polyvinyibutyral primer, 2K epoxy primers, sanded factory or old paintwork.
- the coating compositions according to the invention can be overcoated with conventional top coats without any problems. These can be single-layer topcoats, e.g. act on 2K acrylate / polyisocyanate basis or conventional basecoat / clearcoat structures. It can be painted over with solvent-based or water-based coating agents.
- the coating compositions according to the invention can, for example, be used over a long period, e.g. within 18 hours (overnight) at
- the coating compositions of the invention have sufficient processing times of at least 120 minutes.
- the coating compositions can in particular as
- Filler coating agents can be applied in layers up to 140 ⁇ m without bubbles. After the curing process, homogeneously coated substrates with smooth, trouble-free surfaces are obtained. The covers show no pinpricks. After a short drying time, the covers can be sanded wet and dry without any problems. In particular, the good dry sandability in comparison to known binder systems is to be emphasized. There is no rapid clogging of the sanding paper.
- Positions 1-3 are weighed into a 21-flask with stirrer and thermometer, heated to 80 ° C under protective gas and held until the dimethylolpropionic acid is completely dissolved. It is cooled to 50 ° C., position 4 is added and the mixture is heated again to 80 ° C. The batch is kept at 80 ° C. until the isocyanate number (based on solution) is 4.2 to 4.5%. Then it is cooled to approx. 40 ° C and positions 5 and 6 are added together (exothermic
- Demineralized water Deionized or deionized water produced by distillation or with the help of ion exchangers.
- Viscosity (measured at 25 ° C with a rotation measuring device at a speed gradient of 231 s "1 ): 1.090 Pas
- Filler was prepared in the usual way from the following ingredients by mixing and dispersing:
- the components correspond to those from filler 1 with the difference that 31% by weight of the polyurethane dispersion 2 were used as the binder component.
- the filler coating compositions thus obtained were applied to metal substrates precoated with customary primers in a resulting dry layer thickness of approximately 60 ⁇ m. Curing took place at 60 ° C for 30 minutes. The coatings could be sanded dry very well. It was then overpainted with a pigmented, solvent-based two-pack topcoat (based on polyhydroxyacrylate resin / polyisocyanate) and cured at 60 ° C. for 30 minutes.
- the multilayer structure showed a very good topcoat level.
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- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Paints Or Removers (AREA)
Abstract
Agent de revêtement aqueux à deux composants, renfermant une ou plusieurs résines en pâte d'urée-polyuréthanne à fonctions hydroxy diluables à l'eau, ayant une teneur en groupes urée (exprimée enHCONH-) de 10 à 10 mmol, une teneur en groupes uréthanne (exprimée enHCOO-) de 20 à 300 mmol, rapportée chacune à 100 g de résine solide, un indice d'hydroxyle de 20 à 250, un indice d'acide de 15 à 80 et une masse molaire Mn de 1000 à 20000 g/mol, obtenu I) en préparant un prépolymère de polyuréthanne renfermant des groupes NCO par réaction a1) de composés à fonctions hydroxy d'une masse molaire (Mn) de 360 à 8000 g/mol, avec a2) des polyisocyanates, et a3) des composés ayant au moins un groupe capable de réagir avec un isocyanate et au moins un groupe ionique, II) en faisant ensuite réagir le prépolymère de polyuréthanne avec a4) des monoamines à fonctions hydroxy et, éventuellement, des polyols, et III) en neutralisant des groupes transformables en groupes ioniques, ainsi qu'un ou plusieurs polyisocyanates et, le cas échéant, des pigments, des charges, des solvants organiques et/ou des additifs courants pour peinture.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19849208 | 1998-10-26 | ||
| DE1998149208 DE19849208C2 (de) | 1998-10-26 | 1998-10-26 | Wäßriges Zweikomponentenbeschichtungsmittel und dessen Verwendung bei der Mehrschichtlackierung |
| PCT/EP1999/007109 WO2000024835A1 (fr) | 1998-10-26 | 1999-09-24 | Agent de revetement aqueux a deux composants et son utilisation pour mise en peinture multicouche |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP1149137A1 true EP1149137A1 (fr) | 2001-10-31 |
Family
ID=7885607
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP99948851A Withdrawn EP1149137A1 (fr) | 1998-10-26 | 1999-09-24 | Agent de revetement aqueux a deux composants et son utilisation pour mise en peinture multicouche |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP1149137A1 (fr) |
| DE (1) | DE19849208C2 (fr) |
| WO (1) | WO2000024835A1 (fr) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10214028B4 (de) | 2002-03-27 | 2004-09-30 | Ppg Industries Lacke Gmbh | Funktionalisiertes Polyurethan |
| DE10214027B4 (de) * | 2002-03-27 | 2004-09-30 | Ppg Industries Lacke Gmbh | Wasserverdünnbarer Vernetzer |
| JP2005144403A (ja) * | 2003-11-19 | 2005-06-09 | Honda Motor Co Ltd | 自動二輪車用部品 |
| DE102004060139A1 (de) * | 2004-12-13 | 2006-06-29 | Bayer Materialscience Ag | Festkörperreiche Polyurethanpolyharnstoff-Dispersionen |
| US9499718B2 (en) * | 2013-03-21 | 2016-11-22 | Axalta Coating Systems Ip Co., Llc | Process for the production of an OEM base coat/clear top coat multi-layer coating |
| WO2017207521A1 (fr) * | 2016-05-31 | 2017-12-07 | Akzo Nobel Coatings International B.V. | Mastic à deux composants, procédé de revêtement d'un substrat avec un tel mastic, substrats revêtus d'un tel mastic et utilisation d'un tel mastic pour améliorer la résistance à l'érosion |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3545618A1 (de) * | 1985-12-21 | 1987-06-25 | Basf Lacke & Farben | Wasserverduennbares ueberzugsmittel zur herstellung der basisschicht eines mehrschichtueberzuges |
| DE3936794A1 (de) * | 1989-11-04 | 1991-05-08 | Bayer Ag | Waessriges ueberzugsmittel und die verwendung von in wasser dispergierbaren polyurethanpolyharnstoffen als bindemittel |
| US5589228A (en) * | 1990-02-26 | 1996-12-31 | Basf Lacke + Farben, Ag | Process for coating vehicle bodies and aqueous coating |
| ES2052303T3 (es) * | 1990-07-30 | 1994-07-01 | Miles Inc | Dispersiones acuosas de poliuretano de dos componentes. |
| DE4438504A1 (de) * | 1994-10-28 | 1996-05-02 | Basf Lacke & Farben | Lackschichtformulierung zur Verwendung in wässrigen Mehrschichtlacksystemen |
| DE19653585A1 (de) * | 1996-12-20 | 1998-06-25 | Bayer Ag | Colöserfreie, wäßrige, anionische Polyurethandispersionen, ein Verfahren zu ihrer Herstellung und Verwendung |
-
1998
- 1998-10-26 DE DE1998149208 patent/DE19849208C2/de not_active Expired - Lifetime
-
1999
- 1999-09-24 EP EP99948851A patent/EP1149137A1/fr not_active Withdrawn
- 1999-09-24 WO PCT/EP1999/007109 patent/WO2000024835A1/fr not_active Ceased
Non-Patent Citations (1)
| Title |
|---|
| See references of WO0024835A1 * |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2000024835A1 (fr) | 2000-05-04 |
| DE19849208C2 (de) | 2001-05-17 |
| DE19849208A1 (de) | 2000-04-27 |
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