CN114207059A - 双组分聚氨酯组合物 - Google Patents
双组分聚氨酯组合物 Download PDFInfo
- Publication number
- CN114207059A CN114207059A CN201980099110.9A CN201980099110A CN114207059A CN 114207059 A CN114207059 A CN 114207059A CN 201980099110 A CN201980099110 A CN 201980099110A CN 114207059 A CN114207059 A CN 114207059A
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- China
- Prior art keywords
- structural units
- acrylate
- emulsion polymer
- acid
- weight
- Prior art date
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- Granted
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- 239000000203 mixture Substances 0.000 title claims abstract description 101
- 239000004814 polyurethane Substances 0.000 title description 3
- 229920002635 polyurethane Polymers 0.000 title description 3
- 239000000178 monomer Substances 0.000 claims abstract description 96
- 239000004908 Emulsion polymer Substances 0.000 claims abstract description 72
- 229920000915 polyvinyl chloride Polymers 0.000 claims abstract description 45
- 239000004800 polyvinyl chloride Substances 0.000 claims abstract description 45
- 239000002253 acid Substances 0.000 claims abstract description 43
- 150000003839 salts Chemical class 0.000 claims abstract description 35
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 30
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 28
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 28
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 20
- SJMYWORNLPSJQO-UHFFFAOYSA-N tert-butyl 2-methylprop-2-enoate Chemical group CC(=C)C(=O)OC(C)(C)C SJMYWORNLPSJQO-UHFFFAOYSA-N 0.000 claims abstract description 12
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims abstract description 9
- 229910052698 phosphorus Inorganic materials 0.000 claims abstract description 9
- 239000011574 phosphorus Substances 0.000 claims abstract description 9
- 238000004519 manufacturing process Methods 0.000 claims abstract description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 39
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 16
- 239000002245 particle Substances 0.000 claims description 13
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 10
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 8
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 8
- 239000000049 pigment Substances 0.000 claims description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 7
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 claims description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 5
- 239000004606 Fillers/Extenders Substances 0.000 claims description 5
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 5
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 3
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims description 3
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 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 3
- GWZMWHWAWHPNHN-UHFFFAOYSA-N 2-hydroxypropyl prop-2-enoate Chemical compound CC(O)COC(=O)C=C GWZMWHWAWHPNHN-UHFFFAOYSA-N 0.000 claims description 3
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 claims description 3
- 229910019142 PO4 Inorganic materials 0.000 claims description 3
- 230000009477 glass transition Effects 0.000 claims description 3
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- MNCGMVDMOKPCSQ-UHFFFAOYSA-M sodium;2-phenylethenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C=CC1=CC=CC=C1 MNCGMVDMOKPCSQ-UHFFFAOYSA-M 0.000 claims description 3
- BWYYYTVSBPRQCN-UHFFFAOYSA-M sodium;ethenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C=C BWYYYTVSBPRQCN-UHFFFAOYSA-M 0.000 claims description 3
- ATVJXMYDOSMEPO-UHFFFAOYSA-N 3-prop-2-enoxyprop-1-ene Chemical compound C=CCOCC=C ATVJXMYDOSMEPO-UHFFFAOYSA-N 0.000 claims description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 2
- 239000010452 phosphate Substances 0.000 claims description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 229920000536 2-Acrylamido-2-methylpropane sulfonic acid Polymers 0.000 claims 1
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 claims 1
- 229920005862 polyol Polymers 0.000 description 45
- 150000003077 polyols Chemical class 0.000 description 44
- 230000000052 comparative effect Effects 0.000 description 41
- 238000000576 coating method Methods 0.000 description 36
- 239000008367 deionised water Substances 0.000 description 27
- 229910021641 deionized water Inorganic materials 0.000 description 27
- 235000002639 sodium chloride Nutrition 0.000 description 26
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 24
- 239000011248 coating agent Substances 0.000 description 22
- -1 poly (ester chloride Chemical class 0.000 description 22
- 239000000839 emulsion Substances 0.000 description 21
- 239000004094 surface-active agent Substances 0.000 description 21
- 239000008199 coating composition Substances 0.000 description 19
- 238000006116 polymerization reaction Methods 0.000 description 19
- 229920000642 polymer Polymers 0.000 description 18
- 239000003054 catalyst Substances 0.000 description 16
- 238000012360 testing method Methods 0.000 description 16
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 13
- 239000000126 substance Substances 0.000 description 13
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 12
- 239000006185 dispersion Substances 0.000 description 12
- 239000003999 initiator Substances 0.000 description 12
- 230000008859 change Effects 0.000 description 11
- 150000002009 diols Chemical class 0.000 description 11
- 239000004615 ingredient Substances 0.000 description 11
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 10
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 10
- 125000001931 aliphatic group Chemical group 0.000 description 9
- 239000003513 alkali Substances 0.000 description 9
- 238000005227 gel permeation chromatography Methods 0.000 description 9
- 239000006224 matting agent Substances 0.000 description 9
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 8
- 239000004721 Polyphenylene oxide Substances 0.000 description 8
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 8
- 239000011230 binding agent Substances 0.000 description 8
- 238000000113 differential scanning calorimetry Methods 0.000 description 8
- 229920005906 polyester polyol Polymers 0.000 description 8
- 229920000570 polyether Polymers 0.000 description 8
- 239000011541 reaction mixture Substances 0.000 description 8
- 239000007787 solid Substances 0.000 description 8
- 238000003756 stirring Methods 0.000 description 7
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 6
- 229910052783 alkali metal Inorganic materials 0.000 description 6
- 229910052782 aluminium Inorganic materials 0.000 description 6
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 6
- 239000012972 dimethylethanolamine Substances 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 239000000758 substrate Substances 0.000 description 6
- 238000010998 test method Methods 0.000 description 6
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 5
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 5
- UEEJHVSXFDXPFK-UHFFFAOYSA-O N-dimethylethanolamine Chemical compound C[NH+](C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-O 0.000 description 5
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000009472 formulation Methods 0.000 description 5
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- XNGIFLGASWRNHJ-UHFFFAOYSA-N o-dicarboxybenzene Natural products OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 5
- 150000003254 radicals Chemical class 0.000 description 5
- 239000011734 sodium Substances 0.000 description 5
- 238000005829 trimerization reaction Methods 0.000 description 5
- RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 description 4
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 4
- 239000004793 Polystyrene Substances 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 150000001340 alkali metals Chemical class 0.000 description 4
- 238000004458 analytical method Methods 0.000 description 4
- 150000008064 anhydrides Chemical class 0.000 description 4
- 125000003118 aryl group Chemical class 0.000 description 4
- 238000005336 cracking Methods 0.000 description 4
- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 description 4
- 238000002845 discoloration Methods 0.000 description 4
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 4
- 238000007720 emulsion polymerization reaction Methods 0.000 description 4
- 125000000524 functional group Chemical group 0.000 description 4
- 230000020169 heat generation Effects 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
- 229920000515 polycarbonate Polymers 0.000 description 4
- 239000004417 polycarbonate Substances 0.000 description 4
- 150000003512 tertiary amines Chemical class 0.000 description 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
- 239000013638 trimer Substances 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
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 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
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- IAXXETNIOYFMLW-COPLHBTASA-N [(1s,3s,4s)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] 2-methylprop-2-enoate Chemical compound C1C[C@]2(C)[C@@H](OC(=O)C(=C)C)C[C@H]1C2(C)C IAXXETNIOYFMLW-COPLHBTASA-N 0.000 description 3
- 150000003863 ammonium salts Chemical class 0.000 description 3
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- 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
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- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
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- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
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- UDGSVBYJWHOHNN-UHFFFAOYSA-N n',n'-diethylethane-1,2-diamine Chemical compound CCN(CC)CCN UDGSVBYJWHOHNN-UHFFFAOYSA-N 0.000 description 1
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- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
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- 150000002989 phenols Chemical class 0.000 description 1
- 150000003003 phosphines Chemical class 0.000 description 1
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- CEYGNZMCCVVXQW-UHFFFAOYSA-N phosphoric acid;propane-1,2-diol Chemical compound CC(O)CO.OP(O)(O)=O CEYGNZMCCVVXQW-UHFFFAOYSA-N 0.000 description 1
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- ARJOQCYCJMAIFR-UHFFFAOYSA-N prop-2-enoyl prop-2-enoate Chemical compound C=CC(=O)OC(=O)C=C ARJOQCYCJMAIFR-UHFFFAOYSA-N 0.000 description 1
- AXLMPTNTPOWPLT-UHFFFAOYSA-N prop-2-enyl 3-oxobutanoate Chemical compound CC(=O)CC(=O)OCC=C AXLMPTNTPOWPLT-UHFFFAOYSA-N 0.000 description 1
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- 238000006479 redox reaction Methods 0.000 description 1
- 239000006254 rheological additive Substances 0.000 description 1
- XWGJFPHUCFXLBL-UHFFFAOYSA-M rongalite Chemical compound [Na+].OCS([O-])=O XWGJFPHUCFXLBL-UHFFFAOYSA-M 0.000 description 1
- 230000003678 scratch resistant effect Effects 0.000 description 1
- 239000000565 sealant Substances 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- IYMSIPPWHNIMGE-UHFFFAOYSA-N silylurea Chemical compound NC(=O)N[SiH3] IYMSIPPWHNIMGE-UHFFFAOYSA-N 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229960001922 sodium perborate Drugs 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 description 1
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- 238000001308 synthesis method Methods 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
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- DHCDFWKWKRSZHF-UHFFFAOYSA-L thiosulfate(2-) Chemical compound [O-]S([S-])(=O)=O DHCDFWKWKRSZHF-UHFFFAOYSA-L 0.000 description 1
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- 239000005028 tinplate Substances 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 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
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- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical group CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 description 1
- YFHICDDUDORKJB-UHFFFAOYSA-N trimethylene carbonate Chemical compound O=C1OCCCO1 YFHICDDUDORKJB-UHFFFAOYSA-N 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 229910052984 zinc sulfide Inorganic materials 0.000 description 1
- DRDVZXDWVBGGMH-UHFFFAOYSA-N zinc;sulfide Chemical compound [S-2].[Zn+2] DRDVZXDWVBGGMH-UHFFFAOYSA-N 0.000 description 1
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-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
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Abstract
一种双组分聚氯酯组合物,所述组合物包含:特定乳液聚合物,和水分散性聚异氰酸酯;乳液聚合物,所述乳液聚合物包含,基于乳液聚合物的重量,(a)大于15重量%至小于30重量%的甲基丙烯酸叔丁酯结构单元,(b)大于10重量%的羟基官能的(甲基)丙烯酸烷基酯的结构单元,(c)含磷酸单体和/或其盐的结构单元,(d)其他酸单体和/或其盐的结构单元,和(e)其他单烯属不饱和非离子单体的结构单元;其中(d)/(c)的重量比在7.1∶1至9.9∶1的范围内;以及制备双组分聚氯酯组合物的方法。
Description
技术领域
本发明涉及双组分聚氯酯组合物及其制备方法。
背景技术
常规的溶剂基双组分聚氯酯涂料组合物提供极佳的外观,但通常含有高挥发性有机化合物(VOC)含量。包含水可分散性异氰酸酯和常规乳液聚合物的水性双组分聚氯酯涂料组合物显著降低VOC含量并具有合理的固化速度,但仍无法提供具有足够光泽和硬度的涂料。为了解决这些问题,美国专利号9,365,739公开水性双组分聚氯酯涂料组合物,该组合物包含聚异氰酸酯组合物和包含脂环族二醇或多元醇或低聚二醇或多元醇的多元醇组合物,以及通过丙烯酸丁酯、甲基丙烯酸甲酯、苯乙烯、甲基丙烯酸羟乙酯和甲基丙烯酸的乳液聚合制备的丙烯酸乳液聚合物。对于进一步改进硬度还存在空间。此外,还希望聚氯酯组合物提供令人满意的柔性和耐化学性以满足不同应用的工业要求。因此,提供一种双组分聚氯酯组合物将是有利的,该组合物在固化时在不损害上述性能的情况下提供改进的硬度。
发明内容
本发明提供一种双组分聚氯酯组合物,其特别适用于涂料。聚氯酯组合物在不影响其他性能,例如包括柔性和耐化学性的情况下提供由其制成的具有2H或更硬的高硬度的涂料。所有这些性质可以根据以下实施例部分中所述的测试方法测量。
在第一方面,本发明是一种双组分聚氯酯组合物,该组合物包含
(A)乳液聚合物,基于所述乳液聚合物的重量,所述乳液聚合物包含:
(a)大于15重量%至小于30重量%的甲基丙烯酸叔丁酯的结构单元,
(b)大于10重量%的羟基官能的(甲基)丙烯酸烷基酯的结构单元,
(c)含磷酸单体和/或其盐的结构单元,
(d)其他酸单体和/或其盐的结构单元,和
(e)其他单烯属不饱和非离子单体的结构单元。
其中(d)/(c)的重量比在7.1∶1至9.9∶1的范围内;和
(B)水可分散性聚异氰酸酯。
在第二方面,本发明是一种制备第一方面的双组分聚氯酯组合物的方法,所述方法包括:
(i)提供乳液聚合物,基于所述乳液聚合物的重量,所述乳液聚合物包含:
(a)大于15重量%至小于30重量%的甲基丙烯酸叔丁酯的结构单元,
(b)大于10重量%的羟基官能的(甲基)丙烯酸烷基酯的结构单元,
(c)含磷酸单体和/或其盐的结构单元,
(d)其他酸单体和/或其盐的结构单元,和
(e)其他单烯属不饱和非离子单体的结构单元。
其中(d)/(c)的重量比在7.1∶1至9.9∶1的范围内;和
(ii)将来自步骤(i)的所述乳液聚合物与水可分散性聚异氰酸酯混合。
具体实施方式
本文中的“水性”分散体是指分散在水性介质中的颗粒。本文中的“水性介质”意指水和按介质重量计0重量%至30重量%的一种或多种水混溶性化合物,如例如,醇、二醇、二醇醚、二醇酯等。
命名单体的“结构单元”(也被称为“聚合单元”)是指聚合后单体的残余物,即,聚合单体或呈聚合形式的单体。举例来说,甲基丙烯酸甲酯的结构单元如下说明:
如本文所用,除非另有说明,否则术语“聚异氰酸酯”是指具有两个或更多个异氰酸酯基团的任何异氰酸酯官能分子。
可用于本发明的乳液聚合物可以包含(a)甲基丙烯酸叔丁酯的结构单元。基于乳液聚合物的重量,乳液聚合物可以包含大于15重量%至小于30重量%的甲基丙烯酸叔丁酯的结构单元,例如,15.5重量%以上,16.0重量%以上,16.5重量%以上,17.0重量%以上,17.5重量%以上,或甚至18.0重量%以上,并且同时,29.5重量%以下,29.0重量%以下,28.5重量%以下,28.0重量%以下,27.5重量%以下,27.0重量%以下,26.5重量%以下,26.0重量%以下,25.5重量%以下,25.0重量%以下,24.5重量%以下,24.0重量%以下,23.5重量%以下,23.0重量%以下,22.5重量%以下,22.0重量%以下,21.5重量%以下,21.0重量%以下,20.5重量%以下,或甚至20.0重量%以下。
可用于本发明的乳液聚合物是含羟基聚合物。乳液聚合物还可以包含(b)一种或多种羟基官能的(甲基)丙烯酸烷基酯的结构单元。合适的羟基官能的(甲基)丙烯酸烷基酯的实例包括(甲基)丙烯酸羟乙酯,包括例如丙烯酸2-羟乙酯和甲基丙烯酸2-羟乙酯;(甲基)丙烯酸羟丙酯,包括例如丙烯酸2-羟丙酯、甲基丙烯酸2-羟丙酯、丙烯酸3-羟丙酯和甲基丙烯酸3-羟丙酯;(甲基)丙烯酸羟丁酯,包括例如丙烯酸3-羟丁酯、甲基丙烯酸3-羟丁酯、丙烯酸4-羟丁酯和甲基丙烯酸4-羟丁酯;丙烯酸6-羟己酯;甲基丙烯酸6-羟己酯;丙烯酸3-羟基-2-乙基己酯;甲基丙烯酸3-羟基-2-乙基己酯;及其混合物。优选的羟基官能的(甲基)丙烯酸烷基酯包括丙烯酸2-羟乙酯、甲基丙烯酸2-羟乙酯、丙烯酸2-羟丙酯、甲基丙烯酸2-羟丙酯、丙烯酸3-羟丙酯、甲基丙烯酸3-羟丙酯或其混合物。基于乳液聚合物的重量,乳液聚合物可以包含大于10重量%的羟基官能的(甲基)丙烯酸烷基酯的结构单元,例如11重量%以上,12重量%以上,13重量%以上,14重量%以上,15重量%以上,16重量%以上,17重量%以上,18重量%以上,19重量%以上,或甚至20重量%以上,并且同时,50重量%以下,45重量%以下,40重量%以下,38重量%以下,36重量%以下,34重量%以下,32重量%以下,或甚至30重量%以下。“乳液聚合物的重量”是指乳液聚合物的干重或固体重量。
可用于本发明的乳液聚合物可以包含一种或多种含磷酸单体和/或其盐的结构单元。合适的含磷酸单体及其盐的实例包括(甲基)丙烯酸磷酸烷基酯,如(甲基)丙烯酸磷酸乙酯、(甲基)丙烯酸磷酸丙酯、(甲基)丙烯酸磷酸丁酯、其盐及其混合物;CH2=C(R1)-C(O)-O-(R2O)q-P(O)(OH)2,其中R1=H或CH3,R2=亚烷基,如亚乙基、亚丙基或其组合;并且q=1-20,如SIPOMER PAM-100、SIPOMER PAM-200、SIPOMER PAM-300、SIPOMER PAM-600和SIPOMERPAM-4000,均购自苏威(Solvay);磷酸烷氧基(甲基)丙烯酸酯,如磷酸乙二醇(甲基)丙烯酸酯、磷酸二乙二醇(甲基)丙烯酸酯、磷酸三乙二醇(甲基)丙烯酸酯、磷酸丙二醇(甲基)丙烯酸酯、磷酸二丙二醇(甲基)丙烯酸酯、磷酸三丙二醇(甲基)丙烯酸酯、其盐及其混合物。优选的含磷酸单体选自由以下组成的组:(甲基)丙烯酸磷酸乙酯、(甲基)丙烯酸磷酸丙酯、(甲基)丙烯酸磷酸丁酯、烯丙基醚磷酸酯、其盐或其混合物;更优选地,甲基丙烯酸磷酸乙酯(PEM)。基于乳液聚合物的重量,乳液聚合物可以包含0.05重量%以上,例如,0.06重量%以上,0.07重量%以上,0.08重量%以上,0.10重量%以上,0.12重量%以上,0.15重量%以上,0.18重量%以上,0.20重量%以上,并且同时,0.4重量%以下,0.38重量%以下,0.35重量%以上,0.32重量%以上,0.30重量%以上,0.28重量%以下,0.25重量%以下,或甚至0.22重量%以下的量的含磷酸单体及其盐。
可用于本发明的乳液聚合物还可以包含(d)一种或多种不同于含磷酸单体的其他酸单体和/或其盐的结构单元。其他酸单体可以是羧酸单体、磺酸单体以及其混合物。羧酸单体可以是α,β-烯属不饱和羧酸、带有酸形成基团的单体,所述酸形成基团可生成或随后转化为这类酸基团(如酸酐、(甲基)丙烯酸酐或马来酸酐);以及其混合物。羧酸单体的特定实例包括丙烯酸、甲基丙烯酸、马来酸、衣康酸、巴豆酸、富马酸、丙烯酸2-羧乙酯以及其混合物。磺酸单体可以包括乙烯基磺酸钠(SVS)、苯乙烯磺酸钠(SSS)、丙烯酰胺基-甲基-丙烷磺酸盐(AMPS);其盐;或其混合物。优选地,其他酸单体是α,β-烯属不饱和羧酸,例如丙烯酸、甲基丙烯酸、衣康酸及其混合物。基于乳液聚合物的重量,乳液聚合物可以包含0.3重量%以上,0.35重量%以上,或甚至0.40重量%以上,并且同时4.0重量%以下,3.8重量%以下,3.5重量%以下,3.3重量%以下,3.2重量%以下,3.1重量%以下,3.0重量%以下,2.9重量%以下,2.8重量%以下,2.7重量%以下,2.6重量%以下,2.5重量%以下,2.4重量%以下,2.3重量%以下,2.2重量%以下,2.1重量%以下,2.0重量%以下,1.9重量%以下,1.8重量%以下,1.7重量%以下,或甚至1.6重量%以下的其他酸单体及其盐的结构单元。其他酸单体及其盐的结构单元与含磷酸单体及其盐的结构单元的重量比,即(d)/(c)的重量比,可以在7.1∶1至9.9∶1,例如,7.1∶1或更高、7.2∶1或更高、7.3∶1或更高、7.4∶1或更高、7.5∶1或更高、7.6∶1或更高、7.7∶1或更高、7.8∶1或更高、7.9∶1或更高,或甚至8.0:1或更高,并且同时,9.9∶1或更低、9.8∶1或更低、9.7∶1或更低、9.6∶1或更低、9.5∶1或更低、9.4∶1或更低、9.3∶1或更低、9.2∶1或更低、9.1∶1或更低,或甚至9.0∶1或更低的范围内。
可用于本发明的乳液聚合物还可以包含一种或多种具有一个或多个选自以下的官能团的烯属不饱和单体的结构单元:酰胺、乙酰乙酸酯、羰基、脲基、硅烷、氨基或其组合(下文称为含官能团的单体)。合适的含官能团的单体可以包括例如氨基官能的单体,如甲基丙烯酸二甲基氨基乙酯、丙烯酸二甲基氨基乙酯、甲基丙烯酸二甲基氨基丙酯、丙烯酸二甲基氨基丙酯;脲基官能的单体,如甲基丙烯酸羟乙基亚乙基脲、丙烯酸羟乙基亚乙基脲,如SIPOMER WAMII;带有乙酰乙酸酯官能团的单体,如甲基丙烯酸乙酰乙酰氧基乙酯(AAEM)、丙烯酸乙酰乙酰氧基乙酯、甲基丙烯酸乙酰乙酰氧基丙酯、丙烯酸乙酰乙酰氧基丙酯、乙酰乙酸烯丙酯、甲基丙烯酸乙酰乙酰氧基丁酯、甲基丙烯酸乙酰乙酰氨基丁酯、甲基丙烯酸乙酰乙酰氨基乙酯、丙烯酸乙酰乙酰氨基乙酯;带有含羰基的基团的单体,如二丙酮丙烯酰胺(DAAM)、二丙酮甲基丙烯酰胺;带有酰胺官能团的单体,如丙烯酰胺和甲基丙烯酰胺;乙烯基三烷氧基硅烷,如乙烯基三甲氧基硅烷、乙烯基三乙氧基硅烷、乙烯基三(2-甲氧基乙氧基)硅烷、乙烯基二甲基乙氧基硅烷、乙烯基甲基二乙氧基硅烷或(甲基)丙烯酰氧基烷基三烷氧基硅烷,如(甲基)丙烯酰氧基乙基三甲氧基硅烷和(甲基)丙烯酰氧基丙基三甲氧基硅烷;及其混合物。基于乳液聚合物的重量,乳液聚合物可以包含0至10重量%的含官能团的烯属不饱和单体的结构单元,例如0.1重量%至8重量%、0.5重量%至6重量%、1重量%至5重量%或2重量%至3重量%。
可用于本发明的乳液聚合物还可以包含一种或多种与上文所描述的单体不同的其他单烯属不饱和非离子单体的结构单元。本文中“非离子单体”是指在pH=1-14之间不带有离子电荷的单体。其他单烯属不饱和非离子单体可以包括乙烯基芳香族单体、(甲基)丙烯酸烷基酯、丙烯腈及其混合物。合适的乙烯基芳香族单体可以包括例如苯乙烯、经取代的苯乙烯,如甲基苯乙烯、α-甲基苯乙烯、反-β-甲基苯乙烯、2,4-二甲基苯乙烯、乙基苯乙烯、丁基苯乙烯和对甲氧基苯乙烯;邻甲氧基苯乙烯、间甲氧基苯乙烯和对甲氧基苯乙烯,和对三氟甲基苯乙烯,或其混合物。(甲基)丙烯酸烷基酯可以是(甲基)丙烯酸C1-C20烷基、C1-C18烷基、C1-C12烷基或C1-C4烷基酯。(甲基)丙烯酸烷基酯的特定实例包括丙烯酸甲酯、甲基丙烯酸甲酯、丙烯酸乙酯、甲基丙烯酸乙酯、丙烯酸丁酯、甲基丙烯酸丁酯、丙烯酸叔丁酯、丙烯酸叔丁酯、甲基丙烯酸异丁酯、丙烯酸2-乙基己酯、丙烯酸壬酯,丙烯酸癸酯、丙烯酸月桂酯、甲基丙烯酸环己酯、丙烯酸环己酯、甲基丙烯酸叔丁基环己酯、甲基丙烯酸三甲基环己酯、甲基丙烯酸异冰片酯、丙烯酸异冰片酯、甲基丙烯酸四氢呋喃酯、丙烯酸二环戊二烯酯、甲基丙烯酸二环戊二烯酯及其组合。其他单烯属不饱和非离子单体优选包括苯乙烯与一种或多种(甲基)丙烯酸烷基酯的组合。优选的其他单烯属不饱和非离子单体是苯乙烯、甲基丙烯酸甲酯、丙烯酸2-乙基己酯、丙烯酸丁酯或其混合物。基于乳液聚合物的重量,乳液聚合物可以包含25重量%以上,30重量%以上,35重量%以上,37重量%以上,40重量%以上,45重量%以上,或甚至48重量%以上,并且同时,74.9重量%以下,74.5重量%以下,72重量%以下,70重量%以下,69.5重量%以下,68重量%以下,或甚至65重量%以下的其他单烯属不饱和非离子单体。
可用于本发明的乳液聚合物可另外包含一种或多种多烯属不饱和单体的结构单元,所述多烯属不饱和单体包括二官能、三官能、四官能,或更高多官能烯属不饱和单体。合适的多烯属不饱和单体的实例包括丁二烯、(甲基)丙烯酸烯丙酯、二乙烯基苯、乙二醇二甲基丙烯酸酯、丁二醇二甲基丙烯酸酯及其混合物。基于乳液聚合物的重量,乳液聚合物可以包含0至5重量%的多烯属不饱和单体的结构单元,例如3重量%或更少、2重量%或更少、1重量%或更少、0.5重量%或更少或甚至0。
在一些实施方案中,基于乳液聚合物的重量,乳液聚合物包含
(a)18重量%至25重量%的甲基丙烯酸叔丁酯的结构单元,
(b)12重量%至35重量%的羟基官能的(甲基)丙烯酸烷基酯的结构单元,
(c)含磷酸单体和/或其盐的结构单元,
(d)其他酸单体和/或其盐的结构单元,和
(e)37%至69.5%的其他单烯属不饱和非离子结构单元;其中(d)/(c)的重量比在7.5∶1至9.5∶1的范围内,更优选在7.5∶1至8.5∶1的范围内。
可用于本发明的乳液聚合物可以具有4,000g/mol至2,000,000g/mol、6,000g/mol至1,000,000g/mol、7,000g/mol至500,000g/mol、8,000g/mol至400,000g/mol,或9,000g/mol至100,000g/mol的重均分子量。如以下实施例部分所述,可以通过凝胶渗透色谱法(GPC)确定本文的乳液聚合物的重均分子量。
基于水性分散体的总重量,可用于本发明的乳液聚合物以干重或固体重量计可以20%至70%、30%至55%、35%至50%或40%至45%的量的水性分散体的形式存在。乳液聚合物颗粒可以具有30至500纳米(nm),例如50nm或更大、60nm或更大、70nm或更大或甚至80nm或更大,并且同时400nm或更小、300nm或更小、200nm或更小,或甚至150nm或更小的粒度。粒度可以通过如下面实施例部分所述的Brookhaven BI-90Plus粒度分析仪测量。
可选择上述单体的类型和含量,以使所获得的乳液聚合物具有适合于不同应用的玻璃化转变温度(Tg)。乳液聚合物可以具有15至85℃、20至80℃、25至70℃、25至60℃或30至55℃范围内的测量的Tg。如本文所用,“测量的Tg”是指根据以下实例部分中描述的测试方法通过差示扫描量热法(DSC)测定的玻璃化转变温度。
可用于本发明的乳液聚合物可通过在水性介质中,优选在一种或多种表面活性剂的存在下,使上述单体乳液聚合来制备。单体可以无溶剂或于水中的乳液形式添加;或在制备乳液聚合物的反应期内一次或多次添加或连续、线性或非线性地添加。上述用于制备乳液聚合物的单体的总重量浓度可以等于100%。基于单体的总重量,这类单体的剂量与基于乳液聚合物的重量作为乳液聚合物中的结构单元的这些单体的每种的量相同。乳液聚合物中的单体的结构单元的总重量浓度可等于100%。例如,基于单体的总重量,用于制备乳液聚合物的单体可以包含大于15重量%至小于30重量%的甲基丙烯酸叔丁酯、大于10重量%的羟基官能(甲基)丙烯酸烷基酯、含磷酸单体和/或其盐、其他酸单体和/或其盐,以及其他单烯属不饱和非离子单体。可用于聚合过程的表面活性剂可以是离子表面活性剂、非离子表面活性剂、可聚合表面活性剂或它们的组合。合适的表面活性剂的实例包括烷基、芳基或烷基芳基硫酸盐、磺酸盐或磷酸盐的碱金属盐或铵盐;磺基琥珀酸盐;脂肪酸;烯属不饱和表面活性剂单体;乙氧基化的醇或酚;及其混合物。在一些优选实施方案中,使用烷基、芳基或烷基芳基硫酸盐表面活性剂的碱金属盐或铵盐。可以在单体聚合之前或单体聚合期间或其组合中添加表面活性剂。聚合之后也可以添加一部分表面活性剂。基于用于制备乳液聚合物的单体的总重量,这些表面活性剂可以以0至10重量%、0.1重量%至5重量%、0.2重量%至3重量%,或0.8重量%至2.0重量%或1.0重量%至1.5重量%的组合量使用。
适合于单体聚合的温度可低于100℃,在10℃至95℃范围内或在50℃至92℃范围内。可以利用使用上述单体的多级乳液聚合,其中至少两级按顺序形成,并且通常形成包含至少两种聚合物组合物的乳液聚合物。
自由基引发剂可以用于聚合方法中。聚合方法可以是热引发或氧化还原引发的乳液聚合。适合的自由基引发剂的实例包括过氧化氢、叔丁基过氧化氢、过氧化氢异丙苯、过硫酸铵和/或碱金属过硫酸盐、过硼酸钠、过磷酸及其盐;高锰酸钾及过氧二硫酸的铵盐或碱金属盐。按单体的总重量计,自由基引发剂通常可以0.01重量%至3.0重量%的含量使用。在聚合方法中,可使用包括上述引发剂和合适的还原剂的氧化还原体系。合适还原剂的实例包括次硫酸氢钠甲醛、抗坏血酸、异抗坏血酸、含硫的酸的碱金属和铵盐(诸如亚硫酸钠、亚硫酸氢盐、硫代硫酸盐、次硫酸盐、硫化物、氢硫化物或二硫酸盐、丙酮亚硫酸氢盐)、乙醇酸、羟甲基磺酸、水合乙醛酸、乳酸、甘油酸、苹果酸、酒石酸和前述酸的盐。铁、铜、锰、银、铂、钒、镍、铬、钯或钴的金属盐可用于催化氧化还原反应。可以任选地使用用于所述金属的螯合剂。
可在聚合方法中使用一种或多种链转移剂以控制乳液聚合物的分子量。合适的链转移剂的实例包括3-巯基丙酸、3-巯基丙酸甲酯、3-巯基丙酸丁酯、正十二烷基硫醇、正十六烷硫醇、叔十二烷基硫醇、正十八烷硫醇、苯硫醇、壬二烷基硫醇、含羟基的硫醇(如羟乙基硫醇)、巯基丙酸以及其混合物。基于单体的总重量,链转移剂可以以0至10重量%、0.2重量%至8重量%、0.4重量%至5重量%、0.5重量%至4重量%,1重量%至3.5重量%、1.3重量%至3.0重量%、1.7重量%至2.5重量%,或1.8重量%至2.3重量%的量使用。
在完成聚合方法后,所获得的水性分散体可由一种或多种碱中和至pH值,例如至少5、6至10、6.2至9、6.4至8、6.6至7.5。合适的碱的实例包含氨;碱金属或碱土金属化合物,如氢氧化钠、氢氧化钾、氢氧化钙、氧化锌、氧化镁、碳酸钠;伯胺、仲胺和叔胺,如三乙胺、乙胺、丙胺、单异丙胺、单丁胺、己胺、乙醇胺、2-氨基-2-甲基-1-丙醇、二乙胺、二甲胺、二正丙胺、三丁胺、三乙醇胺、二甲氧基乙胺、2-乙氧基乙胺、3-乙氧基丙胺、二甲基乙醇胺、二异丙醇胺、吗啉、乙二胺、2-二乙基氨基乙胺、2,3-二氨基丙烷、1,2-丙二胺、新戊二胺、二甲基氨基丙胺、六亚甲基二胺、4,9-二氧十二烷-1,12-二胺、氢氧化铝;或其混合物。
本发明的聚氯酯组合物还可以包含一种或多种每分子具有两个或更多个羟基的多元醇。可用于本申请的多元醇可以包括聚醚二醇、聚酯二醇、聚碳酸酯多元醇、多官能多元醇或其混合物。多元醇可以选自聚醚多元醇、聚酯多元醇、聚碳酸酯多元醇或其混合物。可用于本申请的聚醚多元醇可以含有-COC-基团。它们可通过使含有反应性氢原子的起始化合物(如水或二醇)与环氧烷(如环氧乙烷、环氧丙烷、环氧丁烷、环氧苯乙烷、四氢呋喃、表氯醇或其混合物)反应获得。优选的聚醚多元醇包括分子量为400至3,000的聚(丙二醇)、聚四氢呋喃和聚(乙二醇)与聚(丙二醇)的共聚物。用于本申请的二醇可以包括亚烷基二醇,优选地乙二醇、二乙二醇和丁二醇。适用于制备聚氯基甲酸酯的聚酯多元醇通常为通过使有机聚羧酸或其酸酐与化学计算量过量的(一种或多种)二醇反应来制备的酯化产物。用于制备聚氯基甲酸酯的合适的聚酯多元醇的实例包括聚(乙二醇己二酸酯)、聚(对苯二甲酸乙二醇酯)多元醇、聚己内酯多元醇、醇酸多元醇、邻苯二甲酸多元醇、磺化和膦酸化多元醇及其混合物。用于制备聚酯多元醇的二醇包括上文用于制备聚醚多元醇描述的那些。用于制备聚酯多元醇的合适的羧酸包括二羧酸、三羧酸和酸酐,例如马来酸、马来酸酐、琥珀酸、戊二酸、戊二酸酐、己二酸、辛二酸、庚二酸、壬二酸、癸二酸、氯桥酸、1,2,4-丁烷-三羧酸、邻苯二甲酸、邻苯二甲酸的异构体、邻苯二甲酸酐、富马酸、二聚脂肪酸如油酸等,或其混合物。适用于制备聚酯多元醇的优选的多元羧酸包括脂肪族和芳香族二元酸。
合适的多元醇可以包含分子量为100至500且含有一个或多个4至7元脂肪族环的任何脂环族多元醇,或由分子量为100至500的脂环族多元醇制得且包含至少30重量%的脂环族二醇和/或多元醇且重均分子量为200至3000、200至2000或200至1000的任何低聚二醇或多元醇。此类多元醇的实例包括环己烷二甲醇(CHDM),尤其是1,3CHDM、1,4CHDM、其混合物;二脱水-d-葡萄糖醇,其具有两个5元环,每个环含有氧原子;4,8-双(羟甲基)三环[5.2.1.02,6]癸烷和2,2,4,4-四甲基环丁二醇,其含有4元环。
用于本发明的低聚多元醇可以包括任何低聚物,所述低聚物包含基于用于制备低聚物的反应物的总重量至少30重量%、至少40重量%的分子量为100至500且含有一个或多个4至7元脂肪族环的任何脂环族多元醇的缩合反应产物。这些低聚多元醇可以包括例如低聚或聚酯、短链醇酸、低聚或聚碳酸酯、低聚或聚醚和低聚或聚内酯,其具有所需的低重均分子量,例如200至3000、200至2000或200至1000。此类低聚物可以通过常规方式(如通过本体聚合)来制备。举例来说,聚酯可例如由二酸或双官能酸酐或其盐、具有一种或多种4至7元脂肪族环的脂环族二醇或三醇来制备。同样,可以通过在内酯反应物(例如己内酯)存在下使分子量为100至500且含有一个或多个4至7元脂肪族环的任何脂环族多元醇反应以制备聚内酯多元醇,或在碳酸酯反应物(例如碳酸三亚甲基酯)存在下使所述任何脂环族多元醇反应以制备聚碳酸酯多元醇来形成其他低聚物。合适的聚酯多元醇的实例通过使2个CHDM分子和1个草酸分子缩合来制备,其中多元醇含量计算为76.2重量%。可商购的多元醇可以包括例如来自King Industries,Inc.(Norwalk,Conn.)的K-F1实施例188和K-FlexA308聚酯多元醇;UNOXOLTM二醇,即1,3CHDM和1,4CHDM的混合物(陶氏化学公司,UNOXOL是陶氏化学公司的商标);和Polysorb P二脱水-d-葡萄糖醇(Roquette,Lestrem,FR)。如本文所用,当提及脂环族多元醇时,术语“分子量”是指一摩尔所述脂环族多元醇的质量,以克为单位。如本文所用,其他多元醇的术语“分子量”是该多元醇的样品的重均分子量,如通过相对于聚苯乙烯分子量标准作为校正标准,对四氢呋喃溶剂中的样品的GPC测定。EasiCal PS-2标准(加利福尼亚州圣克拉拉的安捷伦科技公司(Agilent Technologies,Inc,SantaClara,Calif))相对于聚苯乙烯标准。
包括在聚氯酯聚合物中的多元醇呈纯净形式(对于水溶性多元醇),或对于水溶性较差的多元醇,优选用稳定量的表面活性剂,优选基于二醇或多元醇的总重量以约0.5重量%至5重量%范围内的浓度微粉化和稳定化。非离子表面活性剂是优选的并且可以包括上面在上述乳液聚合物部分的制备中描述的那些。基于多元醇和乳液聚合物的总固体重量,这些多元醇可以0至20重量%、0.1重量%至15重量%或0.2重量%至10重量%的量存在。
本发明的聚氯酯组合物进一步包含用作交联剂的一种或多种水可分散性聚异氰酸酯。可用于本发明的聚异氰酸酯可以包括具有2个或更多个异氰酸酯基团且可在室温下分散或溶解于水中的任何分子,以及其混合物。此类聚异氰酸酯可以是脂肪族、脂环族、芳香族或其混合物。聚异氰酸酯的平均官能度可以大于2或为2.5至10。合适的水可分散性聚异氰酸酯的实例包括脂肪族二异氰酸酯以及其二聚体和三聚体,如C2-C8亚烷基二异氰酸酯,如四亚甲基二异氰酸酯和六亚甲基二异氰酸酯(HDI)、1,12-十二烷二异氰酸酯、2,2,4-三甲基-六亚甲基二异氰酸酯、2,4,4-三甲基-六亚甲基二异氰酸酯、2-甲基-1,5-五亚甲基二异氰酸酯;脂环族二异氰酸酯以及其二聚体和三聚体,如异佛尔酮二异氰酸酯(IPDI)和二环己基甲烷二异氰酸酯(HMDI)、1,4-环己烷二异氰酸酯和1,3-双-(异氰酸基甲基)环己烷;芳香族二异氰酸酯以及其二聚物和三聚物,如甲苯二异氰酸酯(TDI)和二苯基甲烷二异氰酸酯(MDI)。优选地,聚异氰酸酯包含脂肪族聚异氰酸酯。更优选地,聚异氰酸酯为六亚甲基二异氰酸酯均聚物、六亚甲基二异氰酸酯加合物、异佛尔酮二异氰酸酯均聚物、异佛尔酮二异氰酸酯加合物或其混合物。聚异氰酸酯中的三聚体(或异氰脲酸酯)可以通过例如,如在Daussin等人的美国专利公开号2006/0155095A1中公开的本领域中已知的方法,通过以下方式来制备:在一种或多种三聚催化剂(如叔胺或膦或非均相催化剂)存在下且如果需要在溶剂和/或助剂(如助催化剂)的存在下,适当地在高温下,将脂环族二异氰酸酯(例如异佛尔酮二异氰酸酯)三聚,直至已达到所需的异氰酸酯(NCO)含量,并且然后使用无机和有机酸、相应的酰卤和烷化剂使催化剂失活,并且优选加热。含有来自脂肪族二异氰酸酯的异氰脲酸酯的异氰脲酸酯组合物同样可以通过在一种或多种三聚催化剂的存在下使脂肪族二异氰酸酯环化并且接着使催化剂失活来形成。可以通过常规方法将任何异氰脲酸酯进一步改性以含有氨基甲酸酯、脲、亚氨基-s-三嗪、脲酮亚胺或碳二亚胺部分。其他合适的聚异氰酸酯可以包括例如聚醚改性的聚异氰酸酯,例如具有两个异氰酸酯基团的聚烷氧基化的异氰脲酸酯。
可用于本发明的聚异氰酸酯可以包括一种或多种聚异氰酸酯预聚物,其可通过使双(异氰基甲基)环己烷和/或另一种脂肪族二异氰酸酯与一元醇、二醇、二胺或一元胺反应来形成,接着通过使异氰酸酯反应以形成脲基甲酸酯或缩二脲改性的预聚物来改性。此类预聚物可以进一步包含聚烷氧基或聚醚链。或者,可将此类预聚物与三聚催化剂混合,得到脲基甲酸酯或缩二脲改性的聚异氰酸酯异氰脲酸酯组合物。此类脲基甲酸酯或缩二脲预聚物的制备、随后三聚在本领域中是已知的,参见例如美国专利第5,663,272号和第6,028,158号。再者,合适的聚异氰酸酯可以由氨基磺酸改性。
本发明的聚氯酯组合物可以包含范围为例如0.7∶1至4∶1、0.8∶1至3.5∶1、0.8∶1至3∶1、0.9∶1至2.5∶1、0.9∶1至2∶1、1∶1至1.7∶1,或1.3∶1至1.5∶1的聚异氰酸酯中的异氰酸酯基当量总数与乳液聚合物和任选的多元醇中的羟基当量总数的当量比,聚异氰酸酯可以含有多种不同的聚异氰酸酯。
本发明的聚氯酯组合物可以任选地包含一种或多种如上所述的表面活性剂,其可以在乳液聚合物的聚合期间引入,或在聚氯酯组合物的制备中后添加。基于乳液聚合物的重量,表面活性剂可以以0至10重量%、0.1重量%至5重量%、0.2重量%至3重量%,或0.8重量%至1.5重量%的量存在。
本发明的聚氯酯组合物可进一步包含一种或多种催化剂以增强固化。催化剂可以是用于双组分水基聚氯酯组合物的任何合适的催化剂。实例包括基于金属的催化剂,如含锡、铋、锌、铝、锆的催化剂或叔胺催化剂及其混合物,所述叔胺催化剂包括为单胺、二胺或三胺的脂肪族和脂环族叔胺催化剂。合适的基于金属的催化剂的实例可以包括例如二月桂酸二丁基锡、硫醇二丁基锡、硫化二丁基锡、硫醇二甲基锡、巯基二丁基锡酯、二酮酸锆、二酮酸铝、新癸酸铋和锌胺化合物。叔胺催化剂可以包括例如三亚乙基二胺、三亚乙基胺、1,4-二氮杂双环[2.2.2]辛烷,6-(二丁基氨基)-1,8-二氮杂双环[5.4.0]十一碳-7-烯、二甲基环己基胺等。催化剂可以基于总聚异氰酸酯和含羟基基团组分(例如乳液聚合物和任选的多元醇)固体以0.01重量%至2.5重量%或0.1重量%至1.0重量%的量存在。
本发明的聚氯酯组合物可进一步包含一种或多种颜料。如本文所使用的,术语“颜料”是指能够在物质上有助于涂料的不透明性或遮盖性能的微粒无机材料。此类材料的折射率通常大于1.8。合适的颜料的实例包含二氧化钛(TiO2)、氧化锌、硫化锌、氧化铁、硫酸钡、碳酸钡或其混合物。优选的颜料是TiO2。聚氯酯组合物还可以包含一种或多种增量剂。术语“增量剂”是指折射率小于或等于1.8且大于1.3的微粒无机材料。合适的增量剂的实例包含碳酸钙、氧化铝(Al2O3)、粘土、硫酸钙、硅铝酸盐、硅酸盐、沸石、云母、硅藻土、固体或中空玻璃、陶瓷珠和不透明聚合物(如可从陶氏化学公司(The Dow Chemical Company)获得的ROPAQUETM Ultra E(ROPAQUE是陶氏化学公司的商标)),或其混合物。聚氯酯组合物可以具有0至75%、5%至50%或10%至30%的颜料体积浓度(PVC)。PVC可根据以下公式来确定:
本发明的聚氯酯组合物还可以包含一种或多种消光剂,例如二氧化硅消光剂、聚脲消光剂、硅氧烷消光剂或其混合物。合适的市售消光剂包括,例如,均购自Evonik的ACEMATT TS-100、3300和OK520二氧化硅消光剂,购自Deuteron的DEUTERONTM MK聚脲消光剂,购自Grace Davison的SYLOID Silica 7000消光剂,购自陶氏化学公司的DOWSILTMIE3301消光剂(DOWSIL是陶氏化学公司的商标),或其混合物。
本发明的聚氯酯组合物可进一步包含常规添加剂,例如着色剂、光稳定剂、紫外线(UV)吸收化合物、流平剂、润湿剂、分散剂、耐刮擦添加剂、聚结剂、中和剂、消泡剂或流变改性剂。按聚氯酯组合物的重量计,这些添加剂可以0至20重量%、1至10重量%的量存在。
本发明的聚氯酯组合物可以用本领域中已知的技术来制备。制备聚氯酯组合物的方法通常包括在施加之前通常在水分散体中立即混合乳液聚合物(也称为“组分A”),和任选的多元醇、颜料和其他添加剂,以及水分散性聚异氰酸酯(也被称为“组分B”)。聚氯酯组合物的固化温度可以根据基材变化,例如在4至150℃的温度范围内,优选在室温至80℃的温度范围内。合适基材的实例包括混凝土、水泥基材、木材、金属、石头、沥青、塑料、弹性基材、玻璃或纺织品。
本发明的聚氯酯组合物可用于产生具有或不具有颜料或增量剂、粘合剂、密封剂、底漆或填缝剂组合物的涂料。聚氯酯组合物可以提供由其制成的具有2H或更硬硬度的涂层。该聚氯酯组合物还可以提供具有令人满意的耐化学性质的涂料,包括至少4的耐酸等级、至少4的耐醇等级和至少4的耐碱等级;和至少20厘米(em)的抗冲击性。所有这些性质可以根据以下实施例部分中所述的测试方法测量。
本发明进一步提供了由以上所提及的基材中的任一种上的双组分聚氯酯组合物制成的聚氯酯涂料。此类涂料可以是底漆层和任选的底涂层或彩色涂层上的多层涂料。涂料可以是建筑涂料、通用工业罩光涂料、船舶和防护性涂料、汽车涂料、汽车修补涂料、塑料涂料、木器涂料、卷材涂料和土木工程涂料。
实施例
现将在以下实例中描述本发明的一些实施方案,其中除非另外说明,否则所有份数和百分比均以重量计。
苯乙烯(ST)、丙烯酸2-乙基己酯(EHA)、甲基丙烯酸(MAA)、甲基丙烯酸甲酯(MMA)、甲基丙烯酸羟乙酯(HEMA)、甲基丙烯酸羟丙酯(HPMA)、甲基丙烯酸异丁酯(IBMA)、甲基丙烯酸丁酯(BMA)、正十二烷基硫醇(n-DDM)和过硫酸氨(APS)均可从Sinoreagent Group获得。
甲基丙烯酸磷酸乙酯(PEM)、甲基丙烯酸异冰片酯(IBOMA)和N,N-二甲基乙醇胺(DMEA)可从Solvay获得。
甲基丙烯酸叔丁酯(tBMA)和甲基丙烯酸环己酯(CHMA)可从BASF获得。
可从BASF获得的Disponil FES 993表面活性剂是脂肪醇聚乙二醇醚硫酸钠盐。
在实施例中使用以下标准分析设备、测试方法和合成方法。
粒度测量
水性分散体中聚合物颗粒的粒度通过使用Brookhaven BI-90Plus粒度分析仪来测量,所述粒度分析仪采用光子相关光谱技术(样品颗粒的光散射)。此方法涉及将2滴待测试的水性分散体稀释于20mL的0.01M氯化钠(NaCl)溶液中,并且将所得混合物在样品比色杯中进一步稀释,以达到所需的计数率(K)(例如,对于10-300nm范围内的直径,K在250至500计数/秒范围内)。然后,测量水性聚合物分散体的粒度,并报告为以强度计的Z平均直径。
Tg测量
Tg通过DSC测量。在氮气(N2)气氛下,在装配有自动取样器的TA仪器DSC Q2000上的密封铝盘中分析5-10毫克(mg)样品。通过DSC进行的Tg测量具有三个周期,包括-40℃至180℃,10℃/分钟(第1周期,然后保持5分钟以消除样品的热历史);180℃至-40℃,10℃/分钟(第2周期)和-40℃至180℃,10℃/分钟(第3周期)。通过将热流相对于温度转变的中点作为Tg值,从第3周期获得测量的Tg。
GPC分析
通常通过安捷伦1200进行乳液聚合物的GPC分析。将样品溶解在浓度为2mg/mL的四氢呋喃(THF)/甲酸(FA)(5%)中,并且然后通过0.45μm聚四氟乙烯(PTFE)过滤器进行过滤,然后进行GPC分析。GPC分析使用以下条件进行:
柱:串联的两个混合的B柱(7.8mm x 300mm);柱温:35℃;流动相:THF/FA(5%);流速:1.0mL/min;进样量:100μL;检测器:Agilent折射率检测器,35℃;和校准曲线:PL聚苯乙烯窄标样(部分编号:2010-0101),PS当量分子量在2329000至162g/mol范围内。
铅笔硬度
铅笔硬度根据GB/T 23999-2009标准在玻璃基材上按如下所公开而制备的涂层进行测试。本文中GB/T 23999-2009标准是中华人民共和国国家质量监督检验检疫总局和中华人民共和国国家标准化管理委员会于2009年6月2日发布并于2010年2月1日起实施的室内装饰装修用水性木器涂料国家标准(中国)。
首先将双组分聚氯酯组合物以120μm的湿厚度绘制在玻璃基板上,在室温下干燥20分钟(min),然后在50℃下进一步干燥2天。所得涂膜用于铅笔硬度测试。将未在涂膜上留下痕迹的最硬铅笔芯的硬度记录为铅笔硬度。2H或更硬的硬度是可接受的。
耐化学性
根据BS EN 12720:2009确定涂料的耐化学性,包括耐醇性、耐酸性和耐碱性。通过首先以80-90g/m2在木材上涂刷ROSHIELDTM 3311丙烯酸乳液(陶氏化学公司,ROSHIELD是陶氏化学公司的商标)制备面板,并且然后在室温(RT)下放置4小时以形成第一层,然后用砂纸打磨。将待测试的涂料组合物以80-90g/m2进一步施涂在第一层涂层上,并且然后将获得的带有涂层的面板在室温(23±2℃)下干燥30min,然后在50℃的烘箱中干燥48小时,之后分别评估耐醇性、耐酸性和耐碱性。
·耐醇性
圆盘型滤纸用乙醇水溶液(48%)饱和,放在测试涂层上方,并盖上盖以减少蒸发。在1小时后,取下盖子和滤纸。用面巾纸擦拭测试区域并在室温下再干燥1小时。然后观察测试区域并且以0-5的量表评定损伤程度,其中0为最差,而5为最好。可接受的耐醇等级为4或更高。等级越高,耐醇性越好。
·耐酸性
圆盘型滤纸用冰醋酸水溶液(10%)饱和,放在测试涂层上面,并且盖上盖子以减少蒸发。在16小时后,取下盖子和滤纸。用面巾纸擦拭测试区域并在室温下再干燥1小时。然后观察测试区域并且以0-5的量表评定损伤程度,其中0为最差,而5为最好。可接受的耐酸性等级为4或更高。等级越高,耐酸性越好。
·耐碱性
圆盘型滤纸用碳酸钠水溶液(10%)饱和,放在测试涂层上面,并且盖上盖子以减少蒸发。在16小时后,取下盖子和滤纸。用面巾纸擦拭测试区域并在室温下再干燥1小时。然后观察测试区域并且以0-5的量表评定损伤程度,其中0为最差,而5为最好。可接受的耐碱性等级为4或更高。等级越高,耐碱性越好。
耐酒精、耐酸、耐碱的等级如下所示,
5:无变化:无法区分测试区域与邻近周围区域。
4:轻微变化:只有当光源在测试表面上成镜像并朝观察者的眼睛反射时,才可区分测试区域与邻近周围区域,例如变色、光泽和颜色变化,并且表面结构无变化,例如膨胀、纤维隆起、开裂和起泡;
3:中度变化:可区分测试区域与邻近周围区域,在所有观察方向上可见,例如变色、光泽和颜色变化,并且表面结构无变化,例如膨胀、纤维隆起、开裂和起泡;
2:显著变化:可明显区分测试区域与邻近周围区域,在所有观察方向上可见,例如变色、光泽和颜色变化,和/或表面结构轻微变化,例如膨胀、纤维隆起、开裂和起泡:
1:强烈变化:表面结构明显改变,和/或变色、光泽和颜色改变,和/或表面全部或部分去除,和/或滤纸与表面粘附;
抗冲击性
涂膜抗冲击性根据GB/T 23999-2009标准(6.4.12)测定。将涂料组合物以120μm的湿厚度施涂在锡板上,在室温下干燥30min,然后将其放入50℃的烘箱中48小时,然后进行抗冲击性测试。使用具有直径为12.7mm的球形头的冲击锤(重量:0.907kg(2lb))。对板上得到的涂膜的至少3个点进行测试。用肉眼观察测试后涂膜的变形面积。记录在至少三个涂膜点上没有引起剥落或破裂的锤的最高下落高度。可接受的抗冲击性为20cm或更高。
实施例(Ex)1
Fes 993表面活性剂(42.04g,30%活性物)在搅拌下溶解在去离子水(202.31g)中。然后将表1-1中列出的成分缓慢加到所得搅拌溶液中以获得单体乳液(ME)。将含有Fes993表面活性剂(7.41g,30%活性物质)和去离子水(594g)的溶液置于3L烧瓶中并在N2下加热至86℃。将APS的水性引发剂溶液(1.12g APS,在10.2g去离子水中)和4.00%的ME加到烧瓶中。使用去离子水(10.32g)以冲洗上述容器。在约5min中,通过使温度升高3℃和反应混合物外观的改变来确认聚合的开始。在发热结束后,将Na2CO3溶液(1.12g,在15.00g去离子水中)装入烧瓶中。然后在120min内在搅拌下将剩余的ME逐渐加到烧瓶中。同时,在120min内将APS引发剂水溶液(1.12g,在55.18g去离子水中)逐渐加到烧瓶中。聚合反应温度保持在84-86℃。在加入完成后,将去离子水(48g)的冲洗液加回到烧瓶中。在加入完成后,将反应混合物在70℃保持60min。然后将反应冷却至50℃并且然后通过DMEA(50%)中和至pH7.0-8.5。将烧瓶中的混合物保持在45-50℃下10min,并且然后冷却到室温以得到聚合物乳液。
实施例2
Fes 993表面活性剂(48.88g,30%活性物)在搅拌下溶解在去离子水(235.25g)中。然后将表1-1中列出的成分缓慢加到所得搅拌溶液中以获得单体乳液(ME)。将含有Fes993表面活性剂(8.62g,30%活性物)和去离子水(741.42g)的溶液置于3L烧瓶中,并在N2下加热至86℃。将APS的水性引发剂溶液(1.30g,在9.55g去离子水中)和4.00%的ME加到烧瓶中。使用去离子水(12g)以冲洗上述容器。在约5min中,通过使温度升高3℃和反应混合物外观的改变来确认聚合的开始。在发热结束后,将Na2CO3溶液(1.30g,在15.28g去离子水中)装入烧瓶中。然后在120min内在搅拌下将剩余的ME逐渐加到烧瓶中。同时,在120min内将APS的引发剂水溶液(1.30g,在64.16g去离子水中)逐渐加到烧瓶中。聚合反应温度保持在84-86℃下。在加入完成后,将去离子水(55g)的冲洗液加回到烧瓶中。在加入完成后,将反应混合物在70℃下保持60min。然后将反应冷却至50℃,并且然后通过DMEA(50%)中和至pH7.0-8.5。将烧瓶中的混合物保持在45-50℃下10min,并且然后冷却到室温以得到具有通过DSC测量的48.43℃的Tg的聚合物乳液。
实施例3和6-8
除了用于制备单体乳液的单体制剂列于表1-1中外,实施例3和6-8的水性分散体根据实施例2制备。实施例3所得的聚合物乳液通过DSC测得的Tg为47.10℃。所得实施例7的聚合物通过GPC测得的数均分子量(Mn)为6237并且重均分子量(Mw)为15578。通过GPC测量,获得的实施例8的聚合物具有10029的Mn和84458的Mw。
实施例4
Fes 993表面活性剂(19.06g,30%活性物)在搅拌下溶解在去离子水(91.75g)中。然后将表1-1中列出的成分缓慢加到所得搅拌溶液中以获得单体乳液(ME)。将含有Fes 993表面活性剂(3.36g,30%活性物)和去离子水(290g)的溶液置于1L烧瓶中并在N2下加热至86℃。将APS的水性引发剂溶液(0.51g,在4.60g去离子水中)和4.00%的ME加到烧瓶中。使用去离子水(4.68g)以冲洗上述容器。在约5min中,通过使温度升高3℃和反应混合物外观的改变来确认聚合的开始。在发热结束后,将Na2CO3溶液(0.51g,在6.8g去离子水中)装入烧瓶中。然后在120min内在搅拌下将剩余的ME逐渐加到烧瓶中。同时,在120min内将APS引发剂水溶液(0.51g,在25.02g去离子水中)逐渐加到烧瓶中。聚合反应温度保持在84-86℃下。在加入完成后,将去离子水(22g)的冲洗液加回到烧瓶中。在加入完成后,将反应混合物在70℃下保持60min。然后将反应冷却至50℃,并且然后通过DMEA(50%)中和至pH 7.0-8.5。将烧瓶中的混合物在45-50℃下保持10min,并且然后冷却至室温以得到具有通过DSC测得的49.15℃的Tg的聚合物乳液。
实施例5
实施例5的水分散体根据实施例4制备,不同之处在于制备单体乳液的成分列于表1-1中。所得聚合物乳液通过DSC测得的Tg为47.75℃。
比较(Comp)实施例1-7和11
比较例1-7和11的水性分散体根据实施例2制备,不同之处在于用于制备各单体乳液的成分列于表1-2中。
比较实施例8和9
比较例8和9的水性分散体根据实施例4制备,不同之处在于制备各单体乳液的成分列于表1-2中。
比较实施例10
Fes 993表面活性剂(21.02g,30%活性物)在搅拌下溶解在去离子水(101.16g)中。然后将表1-2中列出的成分缓慢加到所得搅拌溶液中以获得单体乳液(ME)。将含有Fes993表面活性剂(3.71g,30%活性物)和去离子水(295.6g)的溶液置于1L烧瓶中并在N2下加热至86℃。将APS的水性引发剂溶液(0.56g,在5g去离子水中)和2.00%的ME加到烧瓶中。使用去离子水(5.16g)以冲洗上述容器。在约5min中,通过使温度升高3℃和反应混合物外观的改变来确认聚合的开始。在发热结束后,将Na2CO3溶液(0.56g,在7.6g去离子水中)装入烧瓶中。然后在120min内在搅拌下将剩余的ME逐渐加到烧瓶中。同时,在120min内将APS的引发剂水溶液(0.56g APS,在27.56g去离子水中)逐渐加到烧瓶中。聚合反应温度保持在84-86℃下。在加入完成后,将去离子水(24g)的冲洗液加回到烧瓶中。在加入完成后,将反应混合物在70℃下保持60min。然后将反应冷却至50℃,并且然后通过DMEA(50%)中和至pH7.0-8.5。将烧瓶中的混合物保持在45-50℃下10min,并且然后冷却到室温以得到聚合物乳液。
表1-1.ME中用于制备聚合物乳液的成分
克 | t-BMA | ST | EHA | HPMA | HEMA | MAA | PEM | MMA | n-DDM |
实施例1 | 149.43 | 254.03 | 164.26 | 164.26 | 0 | 11.95 | 1.50 | 1.50 | 15.05 |
实施例2 | 173.75 | 330.14 | 173.75 | 0 | 173.75 | 13.90 | 1.75 | 1.75 | 17.50 |
实施例3 | 156.38 | 356.20 | 165.07 | 0 | 173.75 | 13.90 | 1.75 | 1.75 | 17.50 |
实施例4 | 67.76 | 101.64 | 60.99 | 0 | 101.64 | 5.42 | 0.68 | 0.68 | 6.83 |
实施例5 | 67.76 | 133.83 | 67.76 | 0 | 67.76 | 1.36 | 0.17 | 0.17 | 6.83 |
实施例6 | 173.75 | 328.40 | 173.75 | 0 | 173.75 | 15.64 | 1.75 | 1.75 | 17.50 |
实施例7 | 217.20 | 278.01 | 182.45 | 0 | 173.75 | 13.90 | 1.75 | 1.75 | 17.50 |
实施例8 | 173.50 | 330.14 | 173.75 | 0 | 173.75 | 13.90 | 1.75 | 1.75 | 0 |
表1-2.ME中用于制备聚合物乳液的成分
表2.聚合物乳液的性质
pH | 固体含量<sup>1</sup>(%) | 粘度<sup>2</sup>(厘泊) | 粒度(nm) | MFFT<sup>3</sup>(℃) | |
比较实施例1 | 7.00 | 42.78 | 245.00 | 90 | 58 |
实施例1 | 7.00 | 42.65 | 307.00 | 90 | 46 |
实施例2 | 7.02 | 41.91 | 984.00 | 99 | 46 |
比较实施例2 | 6.94 | 41.08 | 1012.00 | 90 | |
比较实施例3 | 6.90 | 40.91 | 804.00 | 89 | |
比较实施例4 | 7.48 | 41.97 | 1014 | 94 | |
实施例3 | 7.45 | 42.00 | 1066 | 96 | |
比较实施例5 | 8.49 | 42.85 | 1420 | 99 | |
比较实施例6 | 6.60 | 41.48 | 540 | 95 | |
比较实施例7 | 6.68 | 41.54 | 692 | 94 | |
比较实施例8 | 7.26 | 38.78 | 189 | 98 | 46 |
实施例4 | 7.16 | 40.66 | 1110 | 88 | 46 |
比较实施例9 | 7.13 | 38.95 | 370 | 98 | 44 |
实施例5 | 7.29 | 41.98 | 680 | 92 | 46 |
实施例6 | 7.42 | 41.57 | 1046 | 93 | 50 |
实施例7 | 7.59 | 41.8 | 1124 | 97 | 50 |
实施例8 | 7.55 | 41.25 | 992 | 95 | 63 |
比较实施例10 | 7.00 | 42.84 | 340.00 | 87 | |
比较实施例11 | 7.00 | 43.02 | 330.00 | 87 |
1固含量通过以下方式测量:称取0.7±0.1g聚合物乳液样品(样品的湿重记为“W1”),将样品放入150℃的烘箱中的铝盘(铝盘的重量记为“W2”)中25分钟,并且然后冷却并称重总重量记为“W3”的具有干燥样品的铝盘。固含量通过(W3-W2)/W1*l00%计算;2粘度通过Brookfield粘度计DV-IPrimer(60rpm,2号转子)测量;3MFFT由CoesfeM MFFT仪器测量。通过在具有梯度温度的加热板上浇铸75μm乳液湿膜来测量MFFT。将膜干燥并将形成相干膜的最低温度记录为MFFT。
涂料组合物和比较涂料组合物
基于表3中给出的制剂制备涂料组合物和比较涂料组合物,其中使用上面制备的聚合物分散体作为粘合剂。涂料P4的涂料组合物通过使用基于制剂I的实施例4的粘合剂制备。CP8的比较涂料组合物通过使用基于制剂II的比较实施例8的粘合剂制备。基于制剂III分别制备P1-P3和P5-P8的涂料组合物以及CP1-CP7和CP9-CP11的比较涂料组合物。每种涂料组合物的NCO基团与OH基团的摩尔比为1.5∶1。使用高速考尔斯分散器以1,500转/分钟(rpm)将研磨阶段的成分混合30min。然后,使用常规实验室混合器加入调漆阶段的成分以获得组分A。将每种涂料制剂的组分A放置过夜,并且然后使用高速考尔斯分散器将组分B加到组分A中以形成涂料制剂600rpm 10分钟。根据上述测试方法测量所得涂料组合物的性质,并且结果在表4中给出。
表3.涂料组合物
*DOWANOL和ACRYDOL是陶氏化学公司的商标。
根据上述测试方法评估以上获得的涂料组合物的性质,并且结果在表4中给出。如表4所示,实施例1-8的粘合剂包含特定量的t-BMA结构单元、PEM结构单元和其他酸单体结构单元的组合,均提供硬度至少为2H的涂料(涂料P1-P8)。此外,所有这些粘合剂还为涂料提供理想的抗冲击性、耐酸性、耐碱性、耐水性和耐醇性。
相反,包含零个t-BMA结构单元(比较实施例1)、15%(比较实施例2)或30%(比较实施例5)的t-BMA结构单元的粘合剂提供硬度为H的涂料。t-BA(比较实施例3)、BMA(比较实施例6)或IBMA(比较实施例7)、IBOMA(比较实施例10)和CHMA(比较实施例11)的结构单元都提供硬度为H的涂料。仅包含一种酸单体(Comp Exs 4和9)的结构单元的粘合剂都提供硬度为H的涂料。比较实施例8的粘合剂包含10%的HEMA结构单元,提供硬度为F和耐碱性差的涂料。
表4.涂料的性质
铅笔硬度 | 冲击(cm) | 耐酸性 | 耐碱性 | 耐醇性 | |
比较实施例1 | H | >80 | 5 | 5 | 5 |
实施例1 | 2H | >80 | 5 | 5 | 5 |
实施例2 | 2H | >80 | 5 | 5 | 5 |
比较实施例2 | H | >80 | 5 | 5 | 5 |
比较实施例3 | H | >80 | 5 | 5 | 5 |
比较实施例4 | H | 55 | 5 | 5 | 5 |
实施例3 | 2H | 50 | 5 | 5 | 5 |
比较实施例5 | H | 45 | 5 | 5 | 5 |
比较实施例6 | H | 40 | 5 | 5 | 5 |
比较实施例7 | H | 40 | 5 | 5 | 5 |
比较实施例8 | F | 5 | 4 | 3 | 4 |
实施例4 | 2H | 20 | 4 | 4 | 4 |
比较实施例9 | H | 55 | 4 | 4 | 4 |
实施例5 | 2H | 40 | 4 | 4 | 4 |
实施例6 | 2H | 50 | 4 | 4 | 4 |
实施例7 | 2H | 45 | 4 | 4 | 4 |
实施例8 | 2H | 50 | 4 | 4 | 4 |
比较实施例10 | H | >80 | 5 | 5 | 5 |
比较实施例11 | H | >80 | 5 | 5 | 5 |
Claims (12)
1.一种双组分聚氯酯组合物,所述组合物包含:
(A)乳液聚合物,基于所述乳液聚合物的重量,所述乳液聚合物包含:
(a)大于15重量%至小于30重量%的甲基丙烯酸叔丁酯的结构单元,
(b)大于10重量%的羟基官能的(甲基)丙烯酸烷基酯的结构单元,
(c)含磷酸单体和/或其盐的结构单元,
(d)其他酸单体和/或其盐的结构单元,和
(e)其他单烯属不饱和非离子单体的结构单元。
其中(d)/(c)的重量比在7.1∶1至9.9∶1的范围内;和
(B)水可分散性聚异氰酸酯。
2.根据权利要求1所述的聚氯酯组合物,其中所述含磷酸单体及其盐选自由以下组成的组:(甲基)丙烯酸磷酸乙酯、(甲基)丙烯酸磷酸丙酯、(甲基)丙烯酸磷酸丁酯、烯丙基醚磷酸酯、其盐;及其混合物。
3.根据权利要求1所述的聚氯酯组合物,其中所述羟基官能的(甲基)丙烯酸烷基酯选自丙烯酸2-羟乙酯、甲基丙烯酸2-羟乙酯、丙烯酸2-羟丙酯、甲基丙烯酸2-羟丙酯、丙烯酸3-羟丙酯、甲基丙烯酸3-羟丙酯,及其混合物。
4.根据权利要求1所述的聚氯酯组合物,其中所述其他酸单体及其盐选自甲基丙烯酸、丙烯酸、衣康酸、乙烯基磺酸钠、苯乙烯磺酸钠、2-丙烯酰胺基-2-甲基丙磺酸及其盐,及其混合物。
5.根据权利要求1所述的聚氯酯组合物,其中所述乳液聚合物具有15至85℃的测量的玻璃化转变温度。
6.根据权利要求1所述的聚氯酯组合物,其中基于所述乳液聚合物的重量,所述乳液聚合物包含18重量%至25重量%的(甲基)丙烯酸烷基酯的结构单元。
7.根据权利要求1所述的聚氯酯组合物,其中(d)/(c)的重量比在7.5∶1至8.5∶1的范围内。
8.根据权利要求1所述的聚氯酯组合物,其中所述乳液聚合物的粒度为50至300nm。
9.根据权利要求1所述的聚氯酯组合物,其中所述聚异氰酸酯中的异氰酸酯基当量的总数与所述乳液聚合物中羟基当量的总数的当量比在0.8∶1至3∶1范围内。
10.根据权利要求1所述的聚氯酯组合物,其中基于所述乳液聚合物的重量,所述乳液聚合物包含
(a)18重量%至25重量%的甲基丙烯酸叔丁酯的结构单元,
(b)12重量%至35重量%的羟基官能的(甲基)丙烯酸烷基酯的结构单元,
(c)含磷酸单体和/或其盐的结构单元,
(d)其他酸单体和/或其盐的结构单元,和
(e)37%至69.5%的其他单烯属不饱和非离子结构单元;其中(d)/(c)的重量比在7.5∶1至9.5∶1的范围内。
11.根据权利要求1所述的聚氯酯组合物,所述组合物还包含颜料、增量剂或其混合物。
12.一种制备双组分聚氯酯组合物的方法,所述组合物包含:
(i)提供乳液聚合物,基于所述乳液聚合物的重量,所述乳液聚合物包含:
(a)大于15重量%至小于30重量%的甲基丙烯酸叔丁酯的结构单元,
(b)大于10重量%的羟基官能的(甲基)丙烯酸烷基酯的结构单元,
(c)含磷酸单体和/或其盐的结构单元,
(d)其他酸单体和/或其盐的结构单元,和
(e)其他单烯属不饱和非离子单体的结构单元。
其中(d)/(c)的重量比在7.1∶1至9.9∶1的范围内;和
(ii)将来自步骤(i)的所述乳液聚合物与水可分散性聚异氰酸酯混合。
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