JP2023507244A - 2成分ポリウレタン組成物 - Google Patents
2成分ポリウレタン組成物 Download PDFInfo
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- JP2023507244A JP2023507244A JP2022520924A JP2022520924A JP2023507244A JP 2023507244 A JP2023507244 A JP 2023507244A JP 2022520924 A JP2022520924 A JP 2022520924A JP 2022520924 A JP2022520924 A JP 2022520924A JP 2023507244 A JP2023507244 A JP 2023507244A
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- Prior art keywords
- weight
- polyurethane composition
- emulsion polymer
- alcohol alkoxylate
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- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 119
- 239000004814 polyurethane Substances 0.000 title claims abstract description 57
- 229920002635 polyurethane Polymers 0.000 title claims abstract description 57
- 239000004908 Emulsion polymer Substances 0.000 claims abstract description 73
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 59
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 43
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 43
- 239000006185 dispersion Substances 0.000 claims abstract description 32
- 239000000178 monomer Substances 0.000 claims description 60
- -1 2-ethylhexyl Chemical group 0.000 claims description 25
- 229910052739 hydrogen Inorganic materials 0.000 claims description 22
- 239000001257 hydrogen Substances 0.000 claims description 22
- 125000001931 aliphatic group Chemical group 0.000 claims description 21
- 125000004432 carbon atom Chemical group C* 0.000 claims description 21
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 18
- 150000003839 salts Chemical class 0.000 claims description 17
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 15
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 14
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 14
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- 239000002253 acid Substances 0.000 claims description 13
- 238000002156 mixing Methods 0.000 claims description 10
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 9
- 150000002431 hydrogen Chemical class 0.000 claims description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 7
- 239000013638 trimer Substances 0.000 claims description 7
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 5
- 239000000539 dimer Substances 0.000 claims description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- VHSHLMUCYSAUQU-UHFFFAOYSA-N 2-hydroxypropyl methacrylate Chemical compound CC(O)COC(=O)C(C)=C VHSHLMUCYSAUQU-UHFFFAOYSA-N 0.000 claims description 2
- GWZMWHWAWHPNHN-UHFFFAOYSA-N 2-hydroxypropyl prop-2-enoate Chemical compound CC(O)COC(=O)C=C GWZMWHWAWHPNHN-UHFFFAOYSA-N 0.000 claims description 2
- 230000009477 glass transition Effects 0.000 claims description 2
- 238000000576 coating method Methods 0.000 abstract description 27
- 239000011248 coating agent Substances 0.000 abstract description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 37
- 229920005862 polyol Polymers 0.000 description 28
- 150000003077 polyols Chemical class 0.000 description 28
- 150000002009 diols Chemical class 0.000 description 26
- 239000003973 paint Substances 0.000 description 20
- 235000002639 sodium chloride Nutrition 0.000 description 19
- 230000000052 comparative effect Effects 0.000 description 17
- 238000009472 formulation Methods 0.000 description 17
- 239000003054 catalyst Substances 0.000 description 16
- 239000004094 surface-active agent Substances 0.000 description 15
- 238000006116 polymerization reaction Methods 0.000 description 14
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 12
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 12
- 239000002245 particle Substances 0.000 description 12
- 239000000126 substance Substances 0.000 description 11
- 239000000243 solution Substances 0.000 description 10
- 239000002904 solvent Substances 0.000 description 10
- IBDVWXAVKPRHCU-UHFFFAOYSA-N 2-(2-methylprop-2-enoyloxy)ethyl 3-oxobutanoate Chemical compound CC(=O)CC(=O)OCCOC(=O)C(C)=C IBDVWXAVKPRHCU-UHFFFAOYSA-N 0.000 description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 9
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 9
- 239000000839 emulsion Substances 0.000 description 9
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 8
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 8
- 229910052782 aluminium Inorganic materials 0.000 description 8
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 8
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
- CIWBSHSKHKDKBQ-DUZGATOHSA-N D-isoascorbic acid Chemical compound OC[C@@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-DUZGATOHSA-N 0.000 description 7
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 7
- 239000003795 chemical substances by application Substances 0.000 description 7
- 235000010350 erythorbic acid Nutrition 0.000 description 7
- 238000005227 gel permeation chromatography Methods 0.000 description 7
- 229940026239 isoascorbic acid Drugs 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- 239000000049 pigment Substances 0.000 description 7
- 239000007787 solid Substances 0.000 description 7
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 7
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 6
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 6
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- 238000010790 dilution Methods 0.000 description 6
- 239000012895 dilution Substances 0.000 description 6
- 239000004815 dispersion polymer Substances 0.000 description 6
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 6
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 239000000758 substrate Substances 0.000 description 6
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 5
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 5
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 5
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 5
- 238000007720 emulsion polymerization reaction Methods 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 238000003786 synthesis reaction Methods 0.000 description 5
- 238000010998 test method Methods 0.000 description 5
- UAJRSHJHFRVGMG-UHFFFAOYSA-N 1-ethenyl-4-methoxybenzene Chemical compound COC1=CC=C(C=C)C=C1 UAJRSHJHFRVGMG-UHFFFAOYSA-N 0.000 description 4
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 229910052783 alkali metal Inorganic materials 0.000 description 4
- 238000004458 analytical method Methods 0.000 description 4
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 4
- 239000008367 deionised water Substances 0.000 description 4
- 229910021641 deionized water Inorganic materials 0.000 description 4
- 238000000113 differential scanning calorimetry Methods 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- 239000003999 initiator Substances 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
- 238000005259 measurement Methods 0.000 description 4
- 229920001515 polyalkylene glycol Polymers 0.000 description 4
- 150000003512 tertiary amines Chemical class 0.000 description 4
- 238000005829 trimerization reaction Methods 0.000 description 4
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 3
- 239000004606 Fillers/Extenders Substances 0.000 description 3
- 239000005058 Isophorone diisocyanate Substances 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 3
- 239000004793 Polystyrene Substances 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
- 150000001298 alcohols Chemical class 0.000 description 3
- 229910021529 ammonia Inorganic materials 0.000 description 3
- 239000012736 aqueous medium Substances 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- 239000003085 diluting agent Substances 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 235000019253 formic acid Nutrition 0.000 description 3
- 238000007542 hardness measurement Methods 0.000 description 3
- 239000012948 isocyanate Substances 0.000 description 3
- 150000002513 isocyanates Chemical class 0.000 description 3
- 239000011572 manganese Substances 0.000 description 3
- 239000012299 nitrogen atmosphere Substances 0.000 description 3
- 229910052698 phosphorus Inorganic materials 0.000 description 3
- 239000011574 phosphorus Substances 0.000 description 3
- 229920002223 polystyrene Polymers 0.000 description 3
- 239000011527 polyurethane coating Substances 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 239000000376 reactant Substances 0.000 description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 3
- 239000012855 volatile organic compound Substances 0.000 description 3
- XYOMMVNZIAGSMW-UHFFFAOYSA-N (prop-2-enoylamino)methyl propane-1-sulfonate Chemical compound CCCS(=O)(=O)OCNC(=O)C=C XYOMMVNZIAGSMW-UHFFFAOYSA-N 0.000 description 2
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- WMDZKDKPYCNCDZ-UHFFFAOYSA-N 2-(2-butoxypropoxy)propan-1-ol Chemical compound CCCCOC(C)COC(C)CO WMDZKDKPYCNCDZ-UHFFFAOYSA-N 0.000 description 2
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 2
- DETXZQGDWUJKMO-UHFFFAOYSA-N 2-hydroxymethanesulfonic acid Chemical compound OCS(O)(=O)=O DETXZQGDWUJKMO-UHFFFAOYSA-N 0.000 description 2
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 description 2
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 description 2
- DKIDEFUBRARXTE-UHFFFAOYSA-N 3-mercaptopropanoic acid Chemical compound OC(=O)CCS DKIDEFUBRARXTE-UHFFFAOYSA-N 0.000 description 2
- 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 2
- GZFANJYDVVSIMZ-UHFFFAOYSA-N 4-(2-methylprop-2-enoyloxy)butyl 3-oxobutanoate Chemical compound CC(=O)CC(=O)OCCCCOC(=O)C(C)=C GZFANJYDVVSIMZ-UHFFFAOYSA-N 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- WIVTXBIFTLNVCZ-UHFFFAOYSA-N CC(=C)C(=O)OCCP(=O)=O Chemical compound CC(=C)C(=O)OCCP(=O)=O WIVTXBIFTLNVCZ-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
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical class [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- KLDXJTOLSGUMSJ-JGWLITMVSA-N Isosorbide Chemical compound O[C@@H]1CO[C@@H]2[C@@H](O)CO[C@@H]21 KLDXJTOLSGUMSJ-JGWLITMVSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 150000008064 anhydrides Chemical class 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
- 239000011230 binding agent Substances 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000003638 chemical reducing agent Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 description 2
- 150000004985 diamines Chemical class 0.000 description 2
- UYAAVKFHBMJOJZ-UHFFFAOYSA-N diimidazo[1,3-b:1',3'-e]pyrazine-5,10-dione Chemical compound O=C1C2=CN=CN2C(=O)C2=CN=CN12 UYAAVKFHBMJOJZ-UHFFFAOYSA-N 0.000 description 2
- 125000005442 diisocyanate group Chemical group 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- GRWZHXKQBITJKP-UHFFFAOYSA-N dithionous acid Chemical class OS(=O)S(O)=O GRWZHXKQBITJKP-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 150000008040 ionic compounds Chemical group 0.000 description 2
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 238000010907 mechanical stirring Methods 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 2
- OMNKZBIFPJNNIO-UHFFFAOYSA-N n-(2-methyl-4-oxopentan-2-yl)prop-2-enamide Chemical group CC(=O)CC(C)(C)NC(=O)C=C OMNKZBIFPJNNIO-UHFFFAOYSA-N 0.000 description 2
- RZJRJXONCZWCBN-UHFFFAOYSA-N octadecane Chemical compound CCCCCCCCCCCCCCCCCC RZJRJXONCZWCBN-UHFFFAOYSA-N 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 229920005906 polyester polyol Polymers 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 2
- 239000004810 polytetrafluoroethylene Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000002987 primer (paints) Substances 0.000 description 2
- 229940116423 propylene glycol diacetate Drugs 0.000 description 2
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- 239000006254 rheological additive Substances 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- MNCGMVDMOKPCSQ-UHFFFAOYSA-M sodium;2-phenylethenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C=CC1=CC=CC=C1 MNCGMVDMOKPCSQ-UHFFFAOYSA-M 0.000 description 2
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- 239000010452 phosphate Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
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- 229960001922 sodium perborate Drugs 0.000 description 1
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- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
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- 239000004408 titanium dioxide Substances 0.000 description 1
- QROGIFZRVHSFLM-UHFFFAOYSA-N trans-beta-methyl styrene Natural products CC=CC1=CC=CC=C1 QROGIFZRVHSFLM-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- YFHICDDUDORKJB-UHFFFAOYSA-N trimethylene carbonate Chemical compound O=C1OCCCO1 YFHICDDUDORKJB-UHFFFAOYSA-N 0.000 description 1
- 150000004072 triols Chemical class 0.000 description 1
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 1
- AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical compound NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 description 1
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- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 1
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- DRDVZXDWVBGGMH-UHFFFAOYSA-N zinc;sulfide Chemical compound [S-2].[Zn+2] DRDVZXDWVBGGMH-UHFFFAOYSA-N 0.000 description 1
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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
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/2805—Compounds having only one group containing active hydrogen
- C08G18/2815—Monohydroxy compounds
- C08G18/283—Compounds containing ether groups, e.g. oxyalkylated monohydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F212/02—Monomers containing only one unsaturated aliphatic radical
- C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
- C08F212/06—Hydrocarbons
- C08F212/08—Styrene
-
- 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
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Abstract
Description
従来の溶剤型2成分ポリウレタンコーティング組成物は、優れた外観を有するコーティングを提供するが、通常は、高揮発性有機化合物(VOC)含有量を含有する。水分散性イソシアネートおよび従来のエマルジョンポリマーを含む水性2成分ポリウレタン組成物は、VOC含有量を有意に低減し、適度な硬化速度を有するが、それでも溶剤型2成分ポリウレタンコーティング組成物として同様の外観(光沢および膨潤など)を有するコーティングを提供することができない。画像の明瞭さ(DOI)は、表面(例えば、コーティング表面)上での反射画像の鮮明さを測定し、反射の完全性、および表面のヘイズまたは「オレンジピール」がないことの指標である。コーティング表面は、高いDOI(例えば、74以上)を示すことが望ましい。また、ポリウレタン組成物は、高光沢、例えば、60度で85以上、および20度で75以上を有するコーティングを提供することが望ましい。加えて、例えば、紫外線(UV)光に対して耐ブリスター性を示す、露光後の良好な外観を維持するためのコーティングも必要とされる。
(A)エマルジョンポリマー、およびエマルジョンポリマーの重量に基づく重量基準で、2%~20%のアルコールアルコキシレートを含む水性分散液であって、
エマルジョンポリマーが、エマルジョンポリマーの重量に基づく重量基準で、ヒドロキシ官能性アルキル(メタ)アクリレートの構造単位を15%超含み、
1,000g/モル以下の分子量を有するアルコールアルコキシレートが、式(I)を有し、
R1-O-(CHR3-CHR4-O)x-(CH2CH2-O)y-(CHR5-CHR6-O)z-R2
式中、R1は、C6-C18分岐鎖脂肪族基であり、R2は、水素、C1-C4の直鎖または分岐鎖脂肪族基、またはベンジルであり、R3およびR4は、各々独立して、水素またはC1-C6脂肪族基であるが、ただしR3およびR4が一緒に1~6個の炭素原子を含有することを条件とし、R5およびR6は、各々独立して、水素またはC1-C6脂肪族基であるが、ただしR5およびR6が一緒に1~6個の炭素原子を含有することを条件とし、xは、0~10の範囲の平均値であり、yは、5~15の範囲の平均値であり、zは、0~5の範囲の平均値であるが、ただしx+z>0を条件とし、
アルコールアルコキシレートが、アルコールアルコキシレートの重量に基づく重量基準で、25%~75%のエチレンオキシド単位を含む、水性分散液と、
(B)ポリイソシアネートと、を含む、2成分ポリウレタン組成物である。
(i)エマルジョンポリマー、およびエマルジョンポリマーの重量に基づく重量基準で、2%~20%のアルコールアルコキシレートを含む水性分散液を提供することであって、
エマルジョンポリマーが、エマルジョンポリマーの重量に基づく重量基準で、ヒドロキシ官能性アルキル(メタ)アクリレートの構造単位を15%超含み、
1,000g/モル以下の分子量を有するアルコールアルコキシレートが、式(I)を有し、
R1-O-(CHR3-CHR4-O)x-(CH2CH2-O)y-(CHR5-CHR6-O)z-R2
式中、R1は、C6-C18分岐鎖脂肪族基であり、R2は、水素、C1-C4の直鎖または分岐鎖脂肪族基、またはベンジルであり、R3およびR4は、各々独立して、水素またはC1-C6脂肪族基であるが、ただしR3およびR4が一緒に1~6個の炭素原子を含有することを条件とし、R5およびR6は、各々独立して、水素またはC1-C6脂肪族基であるが、ただしR5およびR6が一緒に1~6個の炭素原子を含有することを条件とし、xは、0~10の範囲の平均値であり、yは、5~15の範囲の平均値であり、zは、0~5の範囲の平均値であるが、ただしx+z>0を条件とし、
アルコールアルコキシレートが、アルコールアルコキシレートの重量に基づく重量基準で、25%~75%のエチレンオキシド単位を含む、提供することと、
(ii)ステップ(i)からの水性分散液をポリイソシアネートと混合することと、を含む。
R1-O-(CHR3-CHR4-O)x-(CH2CH2-O)y-(CHR5-CHR6-O)z-R2(I)
式中、R1は、C6-C18分岐鎖脂肪族基であり、好ましくは、R1は、8~18個の炭素原子、8~16個の炭素原子、8~14個の炭素原子、10~14個の炭素原子、または12~14個の炭素原子を含有し、より好ましくは、R1は、2-エチルヘキシルまたは
R2は、水素、C1-C4の直鎖または分岐鎖脂肪族基、またはベンジル、好ましくは、水素であり、
R3およびR4は、各々独立して、水素またはC1-C6脂肪族基であるが、ただしR3およびR4が一緒に1~6個の炭素原子を含有することを条件とし、好ましくは、R3およびR4は、各々独立して、水素、メチル、またはエチルであり、
R5およびR6は、各々独立して、水素またはC1-C6脂肪族基であるが、ただしR5およびR6が一緒に1~6個の炭素原子を含有することを条件とし、好ましくは、R5およびR6は、各々独立して、水素、メチル、またはエチルであり、
xは、0~10、0~8、2~7、または3~6の範囲の平均値であり、
yは、5~15、5~14、6~13、または7~12の範囲の平均値であり、
zは、0~5、0~4、0.5~3.5、または1~3の範囲の平均値であるが、
x+z>0であることを条件とする。
水性分散液中のポリマー粒子の粒径は、光子相関分光法(試料粒子の光散乱)の技術を用いるBrookhaven BI-90 Plus Particle Size Analyzerを使用して測定した。この方法では、試験される2滴の水性分散液を、20mLの0.01M塩化ナトリウム(NaCl)溶液中で希釈し、さらに、得られた混合物を試料キュベット内で希釈して、所望の計数率(K)(例えば、Kは、10~300nmの範囲の直径に関して250~500カウント/秒の範囲である)を達成することを伴った。次いで、水性ポリマー分散液の粒径を測定し、強度に基づくZ平均直径として報告した。
TgはDSCで測定した。5~10ミリグラム(mg)の試料を、窒素雰囲気下でオートサンプラーを取り付けたTA Instrument DSC Q2000上の密閉アルミニウムパンにおいて分析した。DSCによるTg測定は、-40~180℃、10℃/分(第1のサイクル、次いで5分間(分)保持して試料の熱履歴を消去する)、180~-40℃、10℃/分(第2のサイクル)、および-40~180℃、10℃/分(第3のサイクル)を含む3つのサイクルを用いた。Tgは、熱流対温度遷移における中点をTg値とすることによって、第3のサイクルから取得した。
エマルジョンポリマーのGPC分析は、一般的に、Agilent1200により実行した。試料を2mg/mLの濃度のテトラヒドロフラン(THF)/ギ酸(FA)(5%)に溶解し、次いでGPC分析の前に0.45μmのポリテトラフルオロエチレン(PTFE)フィルターで濾過した。GPC分析は、次の条件を使用して実行された。
光沢測定は、ASTM D523(1999)に従って、BYK GardenerマイクロTRI光沢計(BYK-Gardner USA,Columbia,Md.)を使用して所定の角度で実行した。試験用2成分ポリウレタン組成物は、その中のすべての配合成分を混合した直後に、150μmの湿潤厚さでアルミニウムパネル(Q-パネル A-46)上に引き降ろした。室温で20分間乾燥させた後、パネルをさらに60℃で40分間乾燥させ、次いで光沢を測定した。3つの別々の読み取り値の平均を報告した。許容可能な光沢は、60°で85以上および20°で75以上である。
鉛筆硬度試験は、鋼基材(Q-パネルR-46)上でASTM D3363(2011)に従って行った。試験用2成分ポリウレタン組成物は、アルミニウムパネル(Qパネル A-46)上に150μmの湿潤厚さで引き降ろし、室温で20分間、さらに60℃で40分間、および最後に室温で7日間乾燥させた。得られたコーティングされたパネルを鉛筆硬度試験に使用した。鉛筆がフィルムに切り込みを入れ、または削り取らなかったときの鉛筆の芯の硬度を記録した。H以上の硬度が許容可能である。
DOI測定は、BYK Gardenerマイクロ波スキャンメーター(BYK-Gardner USA,Columbia,Md.)を使用して、ASTM D5767-95(2004)(コーティング表面の画像の明瞭さ光沢の機器測定のための標準試験法(Standard Test Methods for Instrumental Measurement of Distinctness-of-Image Gloss of Coating Surfaces))に従って実行した。2成分ポリウレタン組成物は、その中のすべての配合成分を混合した直後に、200μmの湿潤厚さでアルミニウムパネル(Q-パネル A-36)上に引き降ろした。室温で20分間乾燥させた後、パネルをさらに60℃で40分間乾燥させた。各パネルについては、3つの別々の読み取り値の平均をDOI値について記録した。DOIが高いほど、より良好である。コーティングのDOIが低すぎて測定することができない場合、BYK Gardenerマイクロ波スキャンメーターの読み取り値は、「測定不可、くすみ>55」と示され、以下の表4に「測定不可」として記録する。そのようなコーティング中で反射した物体を見ると、画像がぼやけ、歪む。
試験用塗料配合物を塗布器を使用してアルミニウムパネル上に塗布して、200μmの湿潤フィルムを形成した。次いで、試験パネルを恒温室(CTR、23±2℃;(45~65%)±10%の相対湿度)内で1週間乾燥させ、QUVラックに適合する76mm*229mm(3インチ*9インチのサイズに切断した。開始時間を記録した。試験パネルをQUV装置(Q-Lab Corporation製のQUV/Se QUV促進耐候性試験機、313nmの光源UVB、および0.77w/m2放射強度)に入れ、試験領域を内側に向けた。1サイクルのQUVは、60℃で4時間のUV照射に続いて、50℃で4時間の水噴霧で構成されていた。QUV装置内での合計250時間の複数のサイクルの後、すべてのパネルをQUV装置から取り外した。これらのパネルを室温で乾燥させ、塗料パネルのブリスター度を肉眼で観察し、ブリスターのサイズによって以下のように格付けした、
5:ブリスターなし;4:0.2mmよりも小さい直径(D)を有するブリスター;3:0.2≦D<0.3mmを有するブリスター;2:0.3≦D<0.5mmを有するブリスター;および1:0.5≦D<0.7mmを有するブリスター。
固形分は、0.7±0.1gの試料(試料の湿重量を「W1」と表記する)を量り、150℃のオーブン内のアルミニウム鍋(アルミニウム鍋の重さを「W2」と表記する)に25分間入れ、次いで、乾燥した試料を有するアルミニウム鍋を冷却し、「W3」と表記する総重量を量ることによって測定した。試料の固形分は、(W3-W2)/W1*100%で計算する。
モノマーエマルジョンは、318グラム(g)の脱イオン(DI)水、(23g)のFes993界面活性剤(30%)、MMA(149g)、ST(306g)、EHA(176g)、HEMA(304g)、AAEM(51g)、MAA(16g)、PEM(16g)、およびn-DDM(21g)を混合することによって調製した。
モノマーエマルジョンは、DI水(271g)、Fes993界面活性剤(30%)(40.4g)、MMA(144g)、ST(281g)、EHA(161g)、HEMA(278g)、AAEM(46g)、AA(12g)、PEM(7g)、およびn-DDM(37g)を混合することによって調製した。
PD3は、モノマーエマルジョンがDI水(271g)、Fes993界面活性剤(30%)(40.4g)、MMA(144g)、ST(281g)、EHA(161g)、HEMA(278g)、AAEM(46g)、AA(12g)、PEM(7g)、およびn-DDM(9g)を混合することによって調製したことを除いて、PD2と同様に調製した。
PD4は、モノマーエマルジョンがDI水(271g)、Fes993界面活性剤(30%)(40.4g)、MMA(146g)、ST(363g)、EHA(78g)、HEMA(278g)、AAEM(46g)、AA(12g)、PEM(7g)、およびn-DDM(19g)を混合することによって調製したことを除いて、PD2と同様に調製した。
PD5は、モノマーエマルジョンがDI水(271g)、Fes993界面活性剤(30%)(40.4g)、MMA(31g)、ST(282g)、EHA(275g)、HEMA(278g)、AAEM(46g)、AA(12g)、PEM(7g)、およびn-DDM(19g)を混合することによって調製したことを除いて、PD2と同様に調製した。
実施例1~5、ならびに比較例A~DおよびF~Kは、表3に示す配合に基づいて調製した。各塗料配合物中のNCO基のヒドロキシ(OH)基に対するモル比は、1.2:1であった。高速Cowles分散機を使用して、粉砕物を調製するための配合成分を毎分1,500回転(rpm)で30分間混合して、粉砕物を形成した。次いで、希釈物(letdown)中の配合成分を、従来の実験室ミキサーを使用して粉砕物に添加して、パートAを得た。各塗料配合物のパートAを一晩放置し、次いで600rpmで10分間高速分散機を使用してパートBをパートAに添加して、塗料配合物を形成した。
実施例6は、希釈段階で使用したアルコールアルコキシレートおよび脱イオン水の量がそれぞれ1.6gおよび3.81gであったことを除いて、実施例1と同様に調製した。
実施例7は、希釈段階で使用したアルコールアルコキシレートおよび脱イオン水の量がそれぞれ1.2gおよび4.21gであったことを除いて、実施例1と同様に調製した。
実施例8は、希釈段階で使用したアルコールアルコキシレートおよび脱イオン水の量がそれぞれ1gおよび4.41gであったことを除いて、実施例1と同様に調製した。
実施例9は、希釈段階で使用したアルコールアルコキシレートおよび脱イオン水の量がそれぞれ0.5gおよび4.91gであったことを除いて、実施例1と同様に調製した。
比較例Eは、希釈段階で使用したDI水の量が5.41グラムであり、アルコールアルコキシレートを使用しなかったことを除いて、実施例1と同様に調製した。
比較例Lは、アルコールアルコキシレートとしてPAO16を使用し、希釈段階で使用したPAO16およびDI水の量がそれぞれ1gおよび4.41gであったことを除いて、実施例1と同様に調製した。
Claims (15)
- 2成分ポリウレタン組成物であって、
(A)エマルジョンポリマー、および前記エマルジョンポリマーの重量に基づく重量基準で、2%~20%のアルコールアルコキシレートを含む水性分散液であって、
前記エマルジョンポリマーが、前記エマルジョンポリマーの重量に基づく重量基準で、ヒドロキシ官能性アルキル(メタ)アクリレートの構造単位を15%超含み、
1,000g/モル以下の分子量を有する前記アルコールアルコキシレートが、式(I)を有し、
R1-O-(CHR3-CHR4-O)x-(CH2CH2-O)y-(CHR5-CHR6-O)z-R2
式中、R1は、C6-C18分岐鎖脂肪族基であり、R2は、水素、C1-C4の直鎖または分岐鎖脂肪族基、またはベンジルであり、R3およびR4は、各々独立して、水素またはC1-C6脂肪族基であるが、ただしR3およびR4が一緒に1~6個の炭素原子を含有することを条件とし、R5およびR6は、各々独立して、水素またはC1-C6脂肪族基であるが、ただしR5およびR6が一緒に1~6個の炭素原子を含有することを条件とし、xは、0~10の範囲の平均値であり、yは、5~15の範囲の平均値であり、zは、0~5の範囲の平均値であるが、ただしx+z>0を条件とし、
前記アルコールアルコキシレートが、前記アルコールアルコキシレートの重量に基づく重量基準で、25%~75%のエチレンオキシド単位を含む、水性分散液と、
(B)ポリイソシアネートと、を含む、2成分ポリウレタン組成物。 - 式(I)において、R3およびR4が、異なり、各々独立して、水素またはメチルであり、zが、0であり、xおよびyの合計値が、7~14である、請求項1に記載のポリウレタン組成物。
- 前記アルコールアルコキシレートが、前記アルコールアルコキシレートの重量に基づく重量基準で、35%~60%の前記エチレンオキシド単位を含む、請求項2に記載のポリウレタン組成物。
- 式(I)において、R5およびR6が、異なり、各々独立して、水素またはエチルであり、xが、0であり、yが、7~14であり、zが、1~2である、請求項1に記載のポリウレタン組成物。
- 前記アルコールアルコキシレートが、前記アルコールアルコキシレートの重量に基づく重量基準で、45%~68%の前記エチレンオキシド単位を含む、請求項4に記載のポリウレタン組成物。
- 前記ポリイソシアネートが、脂肪族ジイソシアネート、そのダイマーおよびトリマー、またはそれらの混合物からなる群から選択される、請求項1に記載のポリウレタン組成物。
- 前記水性分散液が、前記エマルジョンポリマーの重量に基づく重量基準で、2%~15%のアルコールアルコキシレートを含む、請求項1に記載のポリウレタン組成物。
- 前記アルコールアルコキシレートが、400~900g/モルの分子量を有する、請求項1に記載のポリウレタン組成物。
- 前記ヒドロキシ官能性アルキル(メタ)アクリレートが、2-ヒドロキシエチルアクリレート、2-ヒドロキシエチルメタクリレート、2-ヒドロキシプロピルアクリレート、2-ヒドロキシプロピルメタクリレート、またはそれらの混合物からなる群から選択される、請求項1に記載のポリウレタン組成物。
- 前記エマルジョンポリマーが、前記エマルジョンポリマーの重量に基づく重量基準で、1つ以上の酸モノマー、それらの塩、またはそれらの混合物の構造単位を0.1%~10%さらに含む、請求項1に記載のポリウレタン組成物。
- 前記エマルジョンポリマーが、50,000g/モル以下の重量平均分子量を有する、請求項1に記載のポリウレタン組成物。
- 前記エマルジョンポリマーが、10~80℃のガラス転移温度を有する、請求項1に記載のポリウレタン組成物。
- 前記ポリイソシアネート中のイソシアネート基当量の総数の、前記水性分散液中のヒドロキシル基当量の総数に対する当量比が、3:1~0.8:1の範囲にある、請求項1に記載のポリウレタン組成物。
- 2成分ポリウレタン組成物を調製するプロセスであって、
(i)エマルジョンポリマー、および前記エマルジョンポリマーの重量に基づく重量基準で、2%~20%のアルコールアルコキシレートを含む水性分散液を提供することであって、
前記エマルジョンポリマーが、前記エマルジョンポリマーの重量に基づく重量基準で、ヒドロキシ官能性アルキル(メタ)アクリレートの構造単位を15%超含み、
1,000g/モル以下の分子量を有する前記アルコールアルコキシレートが、式(I)を有し、
R1-O-(CHR3-CHR4-O)x-(CH2CH2-O)y-(CHR5-CHR6-O)z-R2
式中、R1は、C6-C18分岐鎖脂肪族基であり、R2は、水素、C1-C4の直鎖または分岐鎖脂肪族基、またはベンジルであり、R3およびR4は、各々独立して、水素またはC1-C6脂肪族基であるが、ただしR3およびR4が一緒に1~6個の炭素原子を含有することを条件とし、R5およびR6は、各々独立して、水素またはC1-C6脂肪族基であるが、ただしR5およびR6が一緒に1~6個の炭素原子を含有することを条件とし、xは、0~10の範囲の平均値であり、yは、5~15の範囲の平均値であり、zは、0~5の範囲の平均値であるが、ただしx+z>0を条件とし、
前記アルコールアルコキシレートが、前記アルコールアルコキシレートの重量に基づく重量基準で、25%~75%のエチレンオキシド単位を含む、提供することと、
(ii)ステップ(i)からの前記水性分散液をポリイソシアネートと混合することと、を含む、プロセス。
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