CN114667326B - 双组分聚氨酯组合物 - Google Patents
双组分聚氨酯组合物 Download PDFInfo
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- CN114667326B CN114667326B CN201980102130.7A CN201980102130A CN114667326B CN 114667326 B CN114667326 B CN 114667326B CN 201980102130 A CN201980102130 A CN 201980102130A CN 114667326 B CN114667326 B CN 114667326B
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- emulsion polymer
- acid
- alkyl
- polyurethane composition
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- 239000000203 mixture Substances 0.000 title claims abstract description 97
- 239000004814 polyurethane Substances 0.000 title claims abstract description 45
- 229920002635 polyurethane Polymers 0.000 title claims abstract description 45
- 239000000178 monomer Substances 0.000 claims abstract description 120
- 239000004908 Emulsion polymer Substances 0.000 claims abstract description 75
- 239000004094 surface-active agent Substances 0.000 claims abstract description 64
- 239000002253 acid Substances 0.000 claims abstract description 40
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 37
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 30
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 30
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 25
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 20
- 150000003839 salts Chemical class 0.000 claims abstract description 19
- -1 alkali metal cation Chemical class 0.000 claims description 34
- 125000004432 carbon atom Chemical group C* 0.000 claims description 19
- 239000001257 hydrogen Substances 0.000 claims description 16
- 229910052739 hydrogen Inorganic materials 0.000 claims description 16
- 229910052783 alkali metal Inorganic materials 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 6
- 125000002947 alkylene group Chemical group 0.000 claims description 5
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 5
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 238000002156 mixing Methods 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
- 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
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-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
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 3
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000000129 anionic group Chemical group 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims description 2
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 2
- 125000005156 substituted alkylene group Chemical group 0.000 claims description 2
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 claims description 2
- RAXXELZNTBOGNW-UHFFFAOYSA-O Imidazolium Chemical compound C1=C[NH+]=CN1 RAXXELZNTBOGNW-UHFFFAOYSA-O 0.000 claims 1
- RWRDLPDLKQPQOW-UHFFFAOYSA-O Pyrrolidinium ion Chemical compound C1CC[NH2+]C1 RWRDLPDLKQPQOW-UHFFFAOYSA-O 0.000 claims 1
- 229910001413 alkali metal ion Inorganic materials 0.000 claims 1
- 229910001420 alkaline earth metal ion Inorganic materials 0.000 claims 1
- JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical class C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 18
- 239000003513 alkali Substances 0.000 abstract description 13
- 239000000839 emulsion Substances 0.000 description 52
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 45
- 229920005862 polyol Polymers 0.000 description 43
- 150000003077 polyols Chemical class 0.000 description 43
- 238000000576 coating method Methods 0.000 description 29
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 29
- 238000012360 testing method Methods 0.000 description 27
- 239000008199 coating composition Substances 0.000 description 25
- 229920000642 polymer Polymers 0.000 description 25
- 239000011248 coating agent Substances 0.000 description 23
- 239000000243 solution Substances 0.000 description 20
- 235000002639 sodium chloride Nutrition 0.000 description 18
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 16
- 238000006116 polymerization reaction Methods 0.000 description 15
- 239000003054 catalyst Substances 0.000 description 14
- 239000002245 particle Substances 0.000 description 12
- 239000000126 substance Substances 0.000 description 12
- 230000000052 comparative effect Effects 0.000 description 11
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 11
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 10
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 10
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 10
- 230000015572 biosynthetic process Effects 0.000 description 10
- 150000002009 diols Chemical class 0.000 description 10
- 239000006224 matting agent Substances 0.000 description 10
- 238000003756 stirring Methods 0.000 description 10
- 238000003786 synthesis reaction Methods 0.000 description 10
- 125000001931 aliphatic group Chemical group 0.000 description 9
- 230000008859 change Effects 0.000 description 9
- 239000007787 solid Substances 0.000 description 9
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 8
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 8
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 8
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 8
- 238000005227 gel permeation chromatography Methods 0.000 description 8
- 239000003999 initiator Substances 0.000 description 8
- 229920005906 polyester polyol Polymers 0.000 description 8
- 229920000570 polyether Polymers 0.000 description 8
- 230000002194 synthesizing effect Effects 0.000 description 8
- 229910019142 PO4 Inorganic materials 0.000 description 7
- 239000004721 Polyphenylene oxide Substances 0.000 description 7
- 239000003795 chemical substances by application Substances 0.000 description 7
- 235000021317 phosphate Nutrition 0.000 description 7
- 239000000049 pigment Substances 0.000 description 7
- 239000000758 substrate Substances 0.000 description 7
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 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
- 239000006185 dispersion Substances 0.000 description 6
- 239000011521 glass Substances 0.000 description 6
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 6
- 239000010452 phosphate Substances 0.000 description 6
- 230000008961 swelling Effects 0.000 description 6
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 6
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 5
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical group COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 5
- 238000004458 analytical method Methods 0.000 description 5
- 239000011230 binding agent Substances 0.000 description 5
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 5
- 238000005336 cracking 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
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 5
- 229920006395 saturated elastomer Polymers 0.000 description 5
- 238000010998 test method Methods 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 239000004606 Fillers/Extenders Substances 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical class [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 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
- 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
- 150000008064 anhydrides Chemical class 0.000 description 4
- 238000000113 differential scanning calorimetry Methods 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- 125000000524 functional group Chemical group 0.000 description 4
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 4
- 239000012948 isocyanate Substances 0.000 description 4
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-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
- 238000000034 method Methods 0.000 description 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 4
- 229920000515 polycarbonate Polymers 0.000 description 4
- 239000004417 polycarbonate Substances 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
- 239000013638 trimer Substances 0.000 description 4
- 238000005829 trimerization reaction Methods 0.000 description 4
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 3
- UAJRSHJHFRVGMG-UHFFFAOYSA-N 1-ethenyl-4-methoxybenzene Chemical compound COC1=CC=C(C=C)C=C1 UAJRSHJHFRVGMG-UHFFFAOYSA-N 0.000 description 3
- 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 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- 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
- OAOABCKPVCUNKO-UHFFFAOYSA-N 8-methyl Nonanoic acid Chemical compound CC(C)CCCCCCC(O)=O OAOABCKPVCUNKO-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
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 150000001340 alkali metals Chemical class 0.000 description 3
- 239000012736 aqueous medium Substances 0.000 description 3
- 125000003118 aryl group Chemical class 0.000 description 3
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 239000000539 dimer Substances 0.000 description 3
- 238000002845 discoloration Methods 0.000 description 3
- 238000007720 emulsion polymerization reaction Methods 0.000 description 3
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- 238000001704 evaporation Methods 0.000 description 3
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- 230000001815 facial effect Effects 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
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- 235000019253 formic acid Nutrition 0.000 description 3
- 239000001530 fumaric acid Substances 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- 150000002513 isocyanates Chemical class 0.000 description 3
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 3
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- 239000011527 polyurethane coating Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
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- 150000003254 radicals Chemical class 0.000 description 3
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- 239000000377 silicon dioxide Substances 0.000 description 3
- 150000003512 tertiary amines Chemical class 0.000 description 3
- RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical compound SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 description 3
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- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 3
- AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical compound NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- 239000012855 volatile organic compound Substances 0.000 description 3
- 239000002023 wood Substances 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
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- PRIUALOJYOZZOJ-UHFFFAOYSA-L 2-ethylhexyl 2-[dibutyl-[2-(2-ethylhexoxy)-2-oxoethyl]sulfanylstannyl]sulfanylacetate Chemical compound CCCCC(CC)COC(=O)CS[Sn](CCCC)(CCCC)SCC(=O)OCC(CC)CCCC PRIUALOJYOZZOJ-UHFFFAOYSA-L 0.000 description 2
- DETXZQGDWUJKMO-UHFFFAOYSA-N 2-hydroxymethanesulfonic acid Chemical compound OCS(O)(=O)=O DETXZQGDWUJKMO-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
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
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- 239000013523 DOWSIL™ Substances 0.000 description 2
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- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- 229920013731 Dowsil Polymers 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-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
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- 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
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- 229920002396 Polyurea Polymers 0.000 description 2
- 229920002125 Sokalan® Polymers 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-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
- 150000001298 alcohols Chemical class 0.000 description 2
- 229920000180 alkyd Polymers 0.000 description 2
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Abstract
一种双组分聚氨酯组合物包含多异氰酸酯和乳液聚合物,所述乳液聚合物中具有大于2.2%的羟基,并且包含可聚合表面活性剂、第一羟基官能单体、酸单体和/或其盐的结构单元、附加单烯键式不饱和非离子单体和任选地第二羟基官能(甲基)丙烯酸烷基酯;所述双组分聚氨酯组合物提供改进的耐醇性而不损害耐酸和耐碱性。
Description
技术领域
本发明涉及双组分聚氨酯组合物及其制备方法。
背景技术
常规的溶剂基双组分聚氨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。包含常规乳液聚合物和多异氰酸酯的双组分聚氨酯涂料组合物显著降低VOC含量,并且具有合理的固化速度。为了满足不同应用的工业要求,涂料的耐化学性仍有进一步提高的空间。然而,由于化学品的不同特性,涂料提供令人满意的耐醇性同时维持耐酸和耐碱是具有挑战性的。此外,还需要涂料提供足够的耐甲基乙基酮(MEK)性。因此,提供一种在固化时提供改进的耐醇性而不影响耐酸、耐碱和其它特性,如耐MEK性、光泽度和硬度的双组分聚氨酯组合物将是有利的。
发明内容
本发明提供一种特别适用于涂料的双组分聚氨酯组合物,其包含多异氰酸酯和乳液聚合物。适用于本发明的含有大于2重量%羟基的乳液聚合物可包含可聚合表面活性剂、第一羟基官能单体、酸单体和/或其盐和任选地第二羟基官能(甲基)丙烯酸烷基酯的结构单元的新颖组合。本发明的双组分聚氨酯组合物可提供具有改进的耐醇性的涂料,等级为4或更高,而不损害耐酸性和耐碱性。双组分聚氨酯组合物还可提供具有良好耐甲基乙基酮(MEK)性以承受至少30次双擦的涂料。这些特性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,本发明为一种双组分聚氨酯组合物,其包含乳液聚合物和多异氰酸酯,其中重均分子量为180,000g/mol或更低的乳液聚合物以乳液聚合物的重量计包含:
(a)0.3重量%或更多的可聚合表面活性剂的结构单元,
(b)大于25重量%的下式的第一羟基官能单体的结构单元,
其中R11为氢或-CH3;R12、R13和R14各自独立地为烷基;条件是R12、R13和R14一起含有3至20个碳原子;并且B为
(c)零至40重量%的第二羟基官能(甲基)丙烯酸烷基酯的结构单元;
(d)酸单体、其盐或其混合物的结构单元;和
(e)附加单烯键式不饱和非离子单体的结构单元;
其中以乳液聚合物的重量计,乳液聚合物包含大于2.2重量%的羟基。
在第二方面,本发明为一种制备第一方面的双组分聚氨酯组合物的方法。方法包含:将乳液聚合物与多异氰酸酯掺合,其中重均分子量为180,000g/mol或更低的乳液聚合物以乳液聚合物的重量计包含:
(a)0.3重量%或更多的可聚合表面活性剂的结构单元,
(b)大于25重量%的下式的第一羟基官能单体的结构单元,
其中R11为氢或-CH3;R12、R13和R14各自独立地为烷基;条件是R12、R13和R14一起含有3至20个碳原子;并且B为
(c)零至40重量%的第二羟基官能(甲基)丙烯酸烷基酯的结构单元;
(d)酸单体、其盐或其混合物的结构单元;和
(e)附加单烯键式不饱和非离子单体的结构单元;
其中以乳液聚合物的重量计,乳液聚合物包含大于2.2重量%的羟基。
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。例如,甲基丙烯酸甲酯的结构单元如下所示:其中虚线表示结构单元与聚合物主链的附接点。
本发明的双组分聚氨酯组合物通常包含组分A和组分B,其中组分A可包含乳液聚合物,并且组分B可以包含一种或多种多异氰酸酯。
适用于本发明的乳液聚合物可包含一种或多种可聚合表面活性剂的结构单元。可聚合表面活性剂是指包含至少一个碳-碳双键的表面活性剂。所述表面活性剂的“结构单元”或“聚合单元”是指表面活性剂聚合后的残余物。
在一些实施例中,可聚合表面活性剂具有式(I):
其中R1为苯基或苯基取代的烷基;m1为1至4,优选地1至3;R2为烷基或被取代的烷基;m2为0或1;R3为氢;烷基,优选地具有1至20个碳原子;或-C(R4)=CR5R6,其中R4、R5和R6各自独立地为氢或烷基,优选地具有1至22个碳原子的烷基;A代表亚烷基或被取代的亚烷基,优选地具有2至4个碳原子;n为1至100、2至20或5至20的整数;并且X代表氢或选自以下的阴离子亲水基团:-(CH2)a-SO3M、-(CH2)b-COOM、-PO3M2、-P(Z)O2M或-CO-CH2-CH(SO3M)-COOM,其中a和b各自独立地为0到4的整数,Z代表通过从通式(I)中去除X获得的残基,并且每个M代表氢、碱金属阳离子、碱土金属阳离子、NH4 +、具有烯键式不饱和键的铵离子、具有烯键式不饱和键的咪唑鎓离子、具有烯键式不饱和键的吡啶鎓离子、具有烯键式不饱和键的吡咯烷鎓离子或具有烯键式不饱和键的哌啶鎓离子;其条件是R3和X中的仅一个含有烯键式不饱和键。
在式(I)中,每个R1可相同或不同,并且独立地为被苯基取代的烷基,如其中R为具有1到4个碳原子,从2至3个碳原子的亚烷基,例如-CH2-、-CH(CH3)-或-C(CH3)2-。更优选地,R1为/>在式(I)中,R3优选地为-CH=CH(CH3),并且X优选地为-SO3M,其中M为碱金属阳离子、碱土金属阳离子或NH4 +。式(I)的可聚合表面活性剂的具体实例可包括结构:/>其中m1和n如上文所定义,并且M为Li+、Na+、K+或NH4 +。
在一些其它实施例中,适用于本发明的可聚合表面活性剂包含式(II)化合物、其盐或其混合物:
其中R7为烷基,优选地具有1至20个碳原子、2至18个碳原子或5至15个碳原子;R8为氢、甲基或丙基;x为1至100、2至60、2至40或4至20;并且i为1或2。
在一些其它实施例中,适用于本发明的可聚合表面活性剂包含式(III)化合物、其盐或其混合物:
其中R9为含有至少一个烯键式不饱和键的烯基,优选地具有3至24个碳原子、3至20个碳原子或3至18个碳原子;R10为氢、甲基或丙基;y为1至100、2至60、2至40或4至20;并且j为1或2。
优选地,可聚合表面活性剂选自由以下组成的组:可聚合磷酸表面活性剂、可聚合磷酸盐表面活性剂、可聚合膦酸表面活性剂、可聚合膦酸盐表面活性剂,或其混合物。可商购的可聚合表面活性剂的合适实例可包括例如购自Croda的Maxemul 6112表面活性剂、购自南京启诚(Nanjing Qicheng)的LRP10和PP-7025表面活性剂、购自Dai-ichi KogyoSeiyaku有限公司的Hitenol AR-1025表面活性剂,或其混合物。以乳液聚合物的重量计,乳液聚合物可包含0.3重量%或更多的可聚合表面活性剂的结构单元,例如0.4重量%或更多、0.5重量%或更多、0.55重量%或更多、0.6重量%或更多、0.65重量%或更多、0.7重量%或更多、0.75重量%或更多、0.8重量%或更多、0.85重量%或更多、0.9重量%或更多、0.95重量%或更多、1.0重量%或更多,并且同时3重量%或更少、2.8重量%或更少、2.7重量%或更少、2.6重量%或更少、2.5重量%或更少、2.4重量%或更少、2.3重量%或更少、2.2重量%或更少、2.1%或更少或甚至2%或更少。“乳液聚合物的重量”是指乳液聚合物的干重。
适用于本发明的乳液聚合物为含羟基聚合物。乳液聚合物可包含如下式(IV)的第一羟基官能单体的结构单元,
其中,R11为氢或-CH3;R12、R13和R14各自独立地为烷基;其条件是R12、R13和R14一起含有3至20个碳原子;优选地3至18个碳原子、3至11个碳原子或7至9个碳原子;并且B为优选地,R12为甲基、乙基、丙基或丁基。
适用于本发明的第一羟基官能单体可为单环氧酯和一种或多种酸单体的反应产物。这些单环氧酯优选地为衍生自在α位具有叔或季碳原子的脂肪族饱和一元羧酸的缩水甘油酯。优选使用在酸分子中具有5至13个碳原子,优选地,在酸分子中具有9至11个碳原子的饱和α,α-二烷基烷烃-一元羧酸的缩水甘油酯。缩水甘油酯的实例为衍生自叔碳酸(也称为“新癸酸”)的缩水甘油酯和衍生自新戊酸的缩水甘油酯。合适的酸单体可包括例如(甲基)丙烯酸、巴豆酸、异巴豆酸、马来酸、富马酸或其混合物。优选的酸单体为(甲基)丙烯酸。优选的第一羟基官能单体包括衍生自叔碳酸和(甲基)丙烯酸的缩水甘油酯的反应产物。
以乳液聚合物的重量计,乳液聚合物可包含大于25重量%的第一羟基官能单体的结构单元,例如28重量%或更多、30重量%或更多、31重量%或更多、32重量%或更多、33重量%或更多、34重量%或更多、35重量%或更多、37重量%或更多、38重量%或更多、39重量%或更多、40重量%或更多、41重量%或更多、42重量%或更多、43重量%或更多、44重量%或更多,或甚至45重量%或更多,同时75重量%或更少、72重量%或更少、70重量%或更少、68重量%或更少、65重量%或更少、62重量%或更少、60重量%或更少、58重量%或更少、55重量%或更少、52重量%或更少,或甚至50重量%或更少。
乳液聚合物还可包含第二羟基官能(甲基)丙烯酸烷基酯的结构单元。第二羟基官能(甲基)丙烯酸烷基酯中的烷基可含有在2至12、2至10、2至8或2至6的范围内的碳原子。合适的第二羟基官能(甲基)丙烯酸烷基酯可包括:(甲基)丙烯酸羟乙酯,如丙烯酸2-羟乙酯和甲基丙烯酸2-羟基乙酯;(甲基)丙烯酸羟丙酯,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,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;或其混合物。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。以乳液聚合物的重量计,乳液聚合物可包含量为零至40重量%,例如0.5重量%或更多、1重量%或更多、1.5重量%或更多、2重量%或更多、2.5重量%或更多、3重量%或更多、3.5重量%或更多或甚至4重量%或更多,并且同时35重量%或更少、30重量%或更少、25重量%或更少、20重量%或更少、15重量%或更少、10重量%或更少、9重量%或更少、8重量%或更少或甚至5重量%或更少的羟基官能(甲基)丙烯酸烷基酯的结构单元。
包括第一羟基官能单体和第二羟基官能(甲基)丙烯酸烷基酯的所有羟基官能单体的结构单元可以组合量存在于乳液聚合物中以提供乳液聚合物的羟基含量(OH%)大于2.2%,例如2.25%或更多、2.3%或更多、2.35%或更多、2.4%或更多或甚至2.5%或更多,并且同时5.5%或更少、5%或更少、4.5%或更少、4%或更少或甚至3.5%或更少。乳液聚合物的OH%值可通过下式计算:
OH%=(W(OH1)/M(OH1)+W(OH2)/M(OH2))*17
其中W(OH1)为以乳液聚合物的重量计的第一羟基官能单体的结构单元的重量百分比,M(OH1)为第一羟基官能单体的分子量,W(OH2)为以乳液聚合物的重量计的第二羟基官能单体的结构单元的重量百分比,并且M(OH2)为第二羟基官能单体的分子量。
适用于本发明的乳液聚合物还可包含一种或多种酸单体、其盐或其混合物,例如羧酸单体、磺酸单体、含磷的酸单体、其盐或其混合物的结构单元。合适的含磷的酸单体和其盐的实例包括(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、其盐和其混合物;CH2=C(R15)-C(O)-O-(R16O)q-P(O)(OH)2,其中R15=H或CH3,R16=亚烷基,如亚乙基、亚丙基、亚丁基或其组合;并且q=1-20,如SIPOMER PAM-100、SIPOMER PAM-200、SIPOMER PAM-300、SIPOMER PAM-600和SIPOMER PAM-4000,均购自苏威(Solvay);(甲基)丙烯酸磷酸烷氧基酯,如(甲基)丙烯酸磷酸乙二醇酯、(甲基)丙烯酸磷酸二乙二醇酯、(甲基)丙烯酸磷酸三乙二醇酯、(甲基)丙烯酸磷酸丙二醇酯、(甲基)丙烯酸磷酸二丙二醇酯、(甲基)丙烯酸磷酸三丙二醇酯、其盐和其混合物。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)。羧酸单体可以是α,β-烯键式不饱和羧酸、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-羧乙酯或其混合物。磺酸单体和其盐可包括乙烯基磺酸钠(SVS)、苯乙烯磺酸钠(SSS)和丙烯酰胺基-甲基-丙烷磺酸钠(AMPS);或其混合物。以乳液聚合物的重量计,乳液聚合物可包含量为0.1重量%或更多、0.5重量%或更多、0.8重量%或更多、1.0重量%或更多、1.2重量%或更多、1.4重量%或更多、1.5重量%或更多、1.6重量%或更多或甚至1.8重量%或更多,并且同时10重量%或更少、8重量%或更少、6重量%或更少、5重量%或更少、4.5重量%或更少、4重量%或更少、3.5重量%或更少、3重量%或更少或甚至2.5重量%或更少的酸单体和其盐的结构单元。
适用于本发明的乳液聚合物还可以包含一种或多种带有至少一个选自以下的官能团的烯键式不饱和单体的结构单元:酰胺、乙酰乙酸酯、羰基、脲基、硅烷或氨基或其组合(下文称为含“官能团”的单体),其与上文描述的单体不同。合适的含官能团的单体可包括例如氨基官能单体,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;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氧基丁酯、甲基丙烯酸乙酰乙酰氧基乙酯、丙烯酸乙酰乙酰氨基乙酯;带有含羰基的单体,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;和其混合物。以乳液聚合物的重量计,乳液聚合物可包含零至10%的含官能团的单体的结构单元,例如0.1重量%或更多、0.3重量%或更多、0.5重量%或更多、0.8重量%或更多或甚至1重量%或更多,并且同时8重量%或更少、5重量%或更少、3重量%或更少、2重量%或更少、1.9重量%或更少、1.8重量%或更少、1.6重量%或更少或甚至1.5重量%或更少。
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键式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。其他单烯键式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、丙烯酸异丁酯、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。其他单烯键式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。优选的其他单烯键式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%或更多、30重量%或更多、35重量%或更多、37重量%或更多、40重量%或更多、45重量%或更多或甚至48重量%或更多,并且同时,74.9重量%或更少、74.5重量%或更少、72重量%或更少、70重量%或更少、69.5重量%或更少、68重量%或更少或甚至65重量%或更少的其他单烯键式不饱和非离子单体。
可用于本发明的乳液聚合物可另外包含一种或多种多烯键式不饱和单体的结构单元,所述多烯键式不饱和单体包括二官能、三官能、四官能,或更高多官能烯键式不饱和单体。合适的多烯键式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零至5重量%的多烯键式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%或更少或甚至零。
适用于本发明的乳液聚合物的重均分子量可为180,000g/mol或更低,例如8,000g/mol至180,000g/mol、10,000g/mol至160,000g/mol、12,000g/mol至140,000g/mol、15,000g/mol至120,000g/mol、18,000g/mol至100,000g/mol、20,000g/mol至90,000g/mol、25,000g/mol至80,000g/mol、30,000g/mol至70,000g/mol或30,000g/mol至60,000g/mol。如以下实施例部分所述,可通过凝胶渗透色谱法(GPC)确定乳液聚合物的重均分子量。
以水性分散体的总重量计,适用于本发明的乳液聚合物可以水性分散体的形式以按干重或固体重量计20%至70%、30%至55%、35%至50%或40%至45%的量存在。乳液聚合物颗粒的粒度可为30至500纳米(nm),例如50nm至400nm、60nm至300nm、70nm至200nm或80nm至150nm。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)。乳液聚合物的测量的Tg可在15℃至85℃、20℃至80℃、25℃至75℃或30℃至70℃的范围内。如本文所用,“测量的Tg”是指根据以下实施例章节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。
适用于本发明的乳液聚合物可通过在水性介质中单体和上文所描述的可聚合表面活性剂的乳液聚合来制备。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%。乳液聚合物中的单体和可聚合磷酸盐表面活性剂的结构单元的总重量浓度可等于100%。除了可聚合表面活性剂之外,一种或多种与可聚合表面活性剂不同的附加表面活性剂可在单体聚合之前或期间添加,或其组合。适合的附加表面活性剂的实例包括烷基、芳基或烷芳基硫酸酯、磺酸酯或磷酸酯的碱金属盐或铵盐;烷基磺酸;磺基丁二酸盐;脂肪酸;乙氧基化醇或苯酚;和其混合物。附加表面活性剂中的一部分也可在聚合之后添加。以单体的总重量计,这些附加表面活性剂的用量可为零至5重量%、0.1重量%至2.7重量%、0.3重量%至2.5重量%、0.4重量%至2重量%、0.5重量%至1.8重量%或0.6重量%至1.6重量%。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。可使用单阶段或多阶段乳液聚合。
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。基于单体的总重量按重量计,自由基引发剂通常可以0.01%至3.0%的含量使用。在聚合方法中,可使用包含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。以单体的总重量计,链转移剂的用量可为0.05重量%至10重量%、0.1重量%至8重量%、0.2重量%至5重量%、0.3重量%至4重量%、0.4重量%至3.5重量%、0.5重量%至3.0重量%、0.6重量%至2.6重量%、0.8重量%至2.5重量%、1.0重量%至2.4重量%、1.2重量%至2.2重量%或1.4重量%至2.0重量%。
在完成聚合方法之后,所获得的水性分散体可由一种或多种碱中和到以下pH值,例如5至10、6至9、6.4至8.5或6.6至8.0。合适的碱的实例包括氨;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。
本发明的聚氨酯组合物还可包含一种或多种每个分子具有两个或更多个羟基的多元醇,通常在组分A中。适用于本申请的多元醇可包括聚醚二醇、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-C-O-C-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到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。适用于制备聚氨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。用于制备聚氨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元脂肪族环的任何环脂族多元醇,或由分子量为100至500的环脂族多元醇制得且包含至少30重量%的环脂族二醇和/或多元醇且重均分子量为200至3,000、200至2,000或200至1,000g/mol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。
适用于本发明的低聚多元醇可包括任何低聚物,以用于制备低聚物的反应物的总重量计,其包含至少30重量%,优选地,至少40重量%的分子量为100至500g/mol且含有一个或多个4至7元脂肪族环的任何环脂族多元醇的缩合反应产物。这些低聚多元醇可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3,000g/mol、200至2,000g/mol或200至1,000g/mol。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元脂肪族环的环脂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元脂肪族环的任何环脂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)存在下使所述任何环脂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-Flex 188和K-Flex A308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,当提及环脂族多元醇时,术语“分子量”是指一摩尔所述环脂族多元醇的质量,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(AgilentTechnologies,Inc,Santa Clara,Calif))相对于聚苯乙烯标准。
包括在聚氨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,这些多元醇可以零至20重量%、0.1重量%至15重量%或0.2重量%至10重量%的量存在。
本发明的聚氨酯组合物还包含用作交联剂的一种或多种多异氰酸酯,优选地水可分散性的多异氰酸酯。适用于本发明的多异氰酸酯可包括具有2个或更多个异氰酸酯基团的任何异氰酸酯分子,其优选地可在室温(23±2℃)下分散或溶解于水中。此类多异氰酸酯可以是脂肪族、脂环族、芳香族或其混合物。多异氰酸酯的平均官能度可以大于2或为2.5至10。合适的多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,例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,例如甲苯二异氰酸酯(TDI)和二苯基甲烷二异氰酸酯(MDI)。优选地,多异氰酸酯包含脂肪族多异氰酸酯。更优选地,多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。多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。其它合适的多异氰酸酯可包括例如聚醚改性的多异氰酸酯,如具有两个异氰酸酯基团的聚烷氧基化的异氰脲酸酯。
可用于本发明的多异氰酸酯可以包括一种或多种多异氰酸酯预聚物,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多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,合适的多异氰酸酯可以由氨基磺酸改性。
本发明的聚氨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的多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,多异氰酸酯可以含有多种不同的多异氰酸酯。
本发明的聚氨酯组合物可任选地包含一种或多种如上所述的附加表面活性剂,其可在乳液聚合物的聚合期间引入,或在聚氨酯组合物的制备中后添加。以乳液聚合物的重量计,附加表面活性剂的存在量可为零至5重量%、0.1重量%至2.7重量%、0.3重量%至2.5重量%、0.4重量%至2重量%、0.5重量%至1.8重量%或0.6重量%至1.6重量%。
本发明的聚氨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氨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。催化剂可以基于总多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。
本发明的聚氨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括二氧化钛(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。聚氨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括碳酸钙、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。聚氨酯组合物可以具有零至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:
本发明的聚氨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,均购自赢创(Evonik)的Acematt TS-100、3300和OK 520二氧化硅消光剂,购自杜特兰(Deuteron)的Deuteron MK聚脲消光剂,购自Grace Davison的Syloid二氧化硅7000消光剂,购自陶氏化学公司(TheDow Chemical Company)的DOWSILTM IE3301消光剂(DOWSIL为陶氏化学公司的商标),或其混合物。
本发明的聚氨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。按聚氨酯组合物的重量计,这些添加剂可以零至20重量%、1至10重量%的量存在。
本发明的聚氨酯组合物可以用本领域中已知的技术来制备。用于制备聚氨酯组合物的方法通常包含在施加之前通常在水分散体中立即混合包含乳液聚合物,和任选地多元醇、颜料和其它添加剂的组分A,与包含多异氰酸酯的组分B。聚氨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。
本发明的聚氨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。聚氨酯组合物可提供由其制成的具有F或更硬硬度的涂层。聚氨酯组合物还可提供具有令人满意的耐化学性的涂料,以提供耐醇性、耐酸性和耐碱性,所有这些都具有至少4的等级。涂层还可以具有良好的抗MEK性以承受至少30次双擦,优选地大于50次双擦。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氨酯组合物制成的聚氨酯涂料。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。
实例
现将在以下实例中描述本发明的一些实施例,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)、甲基丙烯酸(MAA)、丙烯酸丁酯(BA)、甲基丙烯酸甲酯(MMA)、甲基丙烯酸羟乙酯(HEMA)、正十二烷基硫醇(n-DDM)和过硫酸氨(APS)均可购自Sinoreagent集团。
ADDAPT PolySurF ACE,购自ADDAPT化学品公司,为叔碳酸的环氧酯的丙烯酸加合物。
甲基丙烯酸磷酸乙酯(PEM)可得自苏威。
Maxemul 6112表面活性剂(ME 6112),购自禾大,为具有改性醇醚磷酸铵盐的反应性表面活性剂。
LRP-10表面活性剂,购自南京启诚新材料有限公司,是一种反应性磷酸盐表面活性剂。
REASOAP PP-7025表面活性剂,购自南京启诚新材料有限公司,是一种反应性磷酸盐表面活性剂,具有以下结构:
Hitenol AR-1025表面活性剂,购自Dai-ichi Kogyo Seiyaku有限公司,是一种具有以下结构的反应性表面活性剂:
可从巴斯夫(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。
Aquolin 268水分散性HDI异氰酸酯(NCO含量:20.5%)购自(中国万华化学公司(Wanhua Chemical Company(China)))用作固化剂。
BYK-346润湿剂和BYK-028消泡剂均购自毕克(BYK)。
Acematt 3300消光剂购自赢创。
DOWANOLTM DPnB二丙二醇单丁基醚聚结剂和ACRYSOLTM RM-845疏水改性环氧乙烷氨基甲酸酯(HEUR)流变改性剂均购自陶氏化学公司(DOWANOL和ACRYSOL是陶氏化学公司的商标)。
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
乳液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(毫米)×300mm);柱温:35℃;流动相:THF/FA(5%);流速:1.0毫升/分钟;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(PS)窄标准品(部件号编号:2010-0101),PS当量分子量在2329000至162g/mol范围内。
透明度
将测试涂料组合物施涂到具有150μm湿膜的黑白卡片上,并在25℃下干燥4小时。目视检查黑色区域中所得干燥涂膜的透明度。没有混浊或变白指示良好的透明度。否则,如果观察到混浊或变白,那么膜的透明度不可接受并标记为“不合格”。
光泽度测试
光泽度测试根据GB/T 23999-2009标准(中国室内装饰装修用水性木器涂料国家标准)进行。将测试涂料组合物施涂到具有120μm湿膜的黑白卡片上,并在50℃下干燥48小时。使用BYK Micro-TRI-gloss(目录号4563)测试获得的涂布面板的60°光泽度值。
Konig硬度测试
将测试涂料组合物施涂到具有120μm湿膜的玻璃上,并在50℃下干燥48小时。使用BYK Pendulum硬度测试仪测量获得的涂膜的konig硬度。
铅笔硬度测试
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膜进行测试。首先将涂料组合物以120μm的湿厚度下拉在玻璃基板上,在室温(23±2℃)下干燥20分钟(min),并且然后在50℃下进一步干燥2天。所得涂膜用于铅笔硬度测试。将未在涂料上留下标记的最硬铅笔芯的硬度记录为铅笔硬度。铅笔硬度为F或更硬为可接受的。
耐醇性、耐酸性和耐碱性
根据BS EN 12720:2009分别确定涂膜的耐醇性、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。将测试涂料组合物以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料的面板在室温下干燥30分钟,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:将用乙醇水溶液(48%)饱和的圆盘型滤纸放在上面获得的涂布面板上,并且然后盖上盖子以减少蒸发。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:将用冰醋酸水溶液(10%)饱和的圆盘型滤纸放在上面获得的涂布面板上,并且然后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:将用碳酸钠水溶液(10%)饱和的圆盘型滤纸放在上面获得的涂布面板上,并且然后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。
耐醇性、耐酸性、耐碱性的等级如下所示,
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;
耐MEK性双擦测试
根据ASTM D5402(1999)进行耐MEK性双擦测试。测试涂料组合物以120μm湿厚度下拉在玻璃面板上。在室温下表面干燥20分钟后,将面板在50℃下进一步干燥2天。将所得的涂布面板用于耐MEK双擦性测试。使用Atlas耐摩擦测量仪进行双擦,并且使用粗棉布吸收足够的MEK溶液(100%)。记录涂膜第一次穿透所需的双擦次数。双擦次数为30次或更多是可以接受的。双擦次数越多,耐MEK性越好。
抗冲击性
涂膜的抗冲击性根据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30分钟,并且然后将其放入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))。对获得的涂膜的至少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。
柔韧性测试
柔性测试使用上海现代环境工程有限公司(Shanghai Modern EnvironmentalEngineering Co.,Ltd)的QTX膜柔性测试仪进行。将测试涂料组合物施涂在铁板上(50mm*15mm*1mm),并且使其在50℃下干燥48小时。将所得涂布板以不同的比例尺弯曲。将涂布板弯曲后不出现开裂的比例尺的最小直径记录为柔性值。
合成比较聚合物乳液1(CPE1):
制备单体乳液:将Fes 993表面活性剂(48.57g,30%活性)在搅拌下溶解在DI水(233.75g)中。然后将表1中列出的单体和n-DDM(17.26g)缓慢添加到所得搅拌溶液中以获得单体乳液。
将含有Fes 993表面活性剂(8.57g,30%活性)和DI水(671.64g)的溶液置于3L烧瓶中并在氮气(N2)下加热至86℃。将APS的水性引发剂溶液(1.29gAPS,在11.8g DI水中)和4.00%的单体乳液添加到烧瓶中。在约5分钟中,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(1.29g,在17.4g DI水中)装入烧瓶中。然后在120分钟内在搅拌下将剩余的单体乳液逐渐加到烧瓶中。同时,在120分钟内将APS的水性引发剂溶液(1.29g,在63.75g DI水中)逐渐添加到烧瓶中。聚合反应温度保持在84℃-86℃下。在加入完成后,将DI水(54g)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60分钟。然后将反应冷却至50℃,并且通过氨水(25%)中和至pH 7.0-8.5。将烧瓶中的混合物保持在45℃-50℃下10分钟,用DI水(80g)稀释,并且然后冷却到室温以得到聚合物乳液。
合成CPE 2:
如合成CPE 1制备CPE 2的聚合物乳液,不同在于用于制备单体乳液的单体在表1中列出。
合成聚合物乳液1(PE 1):
如合成CPE 1制备PE 1的聚合物乳液,不同在于如下制备单体乳液:将Fes993表面活性剂(14.37g,30%活性)和ME 6112表面活性剂(44.21g,20%活性)在搅拌下溶解在DI水(233.75g)中。然后将表1中列出的单体和n-DDM(17.26g)缓慢添加到所得搅拌溶液中以获得单体乳液。
合成PE 2:
如合成CPE 1制备PE 2的聚合物乳液,不同在于如下制备单体乳液:将Fes993表面活性剂(20.13g,30%活性)和LRP 10表面活性剂(43.15g,20%活性)在搅拌下溶解在DI水(233.75g)中。然后将表1中列出的单体和n-DDM(17.26g)缓慢添加到所得搅拌溶液中以获得单体乳液。
合成PE 3:
如合成CPE 1制备PE 3的聚合物乳液,不同在于如下制备单体乳液:将Fes993表面活性剂(20.13g,30%活性)和PP-7025表面活性剂(34.52g,25%活性)在搅拌下溶解在DI水(233.75g)中。然后将表1中列出的单体和n-DDM(17.26g)缓慢添加到所得搅拌溶液中以获得单体乳液。
获得的聚合物的Mw为35,290g/mol,Mn(数均分子量)为7,700g/mol,如通过上文所描述的GPC分析测定。
合成PE 4:
制备单体乳液:将Fes 993表面活性剂(8.05g,30%活性)和LRP 10表面活性剂(17.26g,20%活性)在搅拌下溶解在DI水(93.50g)中。然后将表1中列出的单体和n-DDM(6.90g)缓慢添加到所得搅拌溶液中以获得单体乳液。
将含有Fes 993表面活性剂(3.43g,30%活性)和DI水(273g)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(0.52g APS,在4.7g DI水中)和4.00%的单体乳液添加到烧瓶中。在约5分钟中,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(0.52g,在6.98g DI水中)装入烧瓶中。然后在120分钟内在搅拌下将剩余的单体乳液逐渐加到烧瓶中。同时,在120分钟内将APS的水性引发剂溶液(0.52g,在25.5g DI水中)逐渐添加到烧瓶中。聚合反应温度保持在84℃-86℃下。在加入完成后,将DI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60分钟。然后将反应冷却至50℃,并且然后通过氨水(25%)中和至pH 7.0-8.5。将烧瓶中的混合物保持在45℃-50℃下10分钟,用DI水(33g)稀释,并且然后冷却到室温以得到聚合物乳液。
合成PE 5:
如合成PE 4制备PE 5的聚合物乳液,不同在于如下制备单体乳液:将Fes993表面活性剂(8.05g,30%活性)和AR-1025表面活性剂(13.8g,25%活性)在搅拌下溶解在DI水(93.50g)中。然后将表1中列出的单体和n-DDM(6.98g)缓慢添加到所得搅拌溶液中以获得单体乳液。
合成PE 6:
如合成PE 4制备PE 6的聚合物乳液,不同在于如下制备单体乳液:将Fes993表面活性剂(13.83g,30%活性)和LRP 10表面活性剂(8.63g,20%活性)在搅拌下溶解在DI水(93.50g)中。然后将表1中列出的单体和n-DDM(6.98g)缓慢添加到所得搅拌溶液中以获得单体乳液。
合成PE 7:
如合成PE 4制备PE 7的聚合物乳液,不同在于如下制备单体乳液:将Fes993表面活性剂(8.05g,30%活性)和ME 6112表面活性剂(17.25g,20%活性)在搅拌下溶解在DI水(93.50g)中。然后将表1中列出的单体和n-DDM(6.98g)缓慢添加到所得搅拌溶液中以获得单体乳液。
合成CPE 3:
如合成PE 4制备CPE 3的聚合物乳液,不同在于用于制备单体乳液的单体在表1中列出。
合成CPE 4:
如合成PE 1制备CPE 4的聚合物乳液,不同在于用于制备单体乳液的单体在表1中列出。
合成PE 8:
如合成PE 7制备PE 8的聚合物乳液,不同在于用于制备单体乳液的单体在表1中列出。
合成CPE 5:
如合成PE 7制备CPE 5的聚合物乳液,不同在于用于制备单体乳液的单体在表1中列出。
合成PE 9:
如合成PE 7制备PE 9的聚合物乳液,不同在于用于制备单体乳液的单体在表1中列出。
上文获得的聚合物乳液的特性在表2中给出。
表1.用于制备聚合物乳液的单体
聚合物 | ST(g) | ACE(g) | MAA(g) | MMA(g) | PEM(g) | HEMA(g) | BA(g) |
CPE 1 | 438.50 | 400.57 | 26.29 | 0 | 0 | 0 | 0 |
CPE 2 | 438.50 | 400.57 | 17.53 | 4.38 | 4.38 | 0 | 0 |
PE 1 | 438.50 | 400.57 | 17.53 | 4.38 | 4.38 | 0 | 0 |
PE 2 | 438.50 | 400.57 | 17.53 | 4.38 | 4.38 | 0 | 0 |
PE 3 | 438.50 | 400.57 | 17.53 | 4.38 | 4.38 | 0 | 0 |
PE 4 | 178.86 | 160.23 | 7.01 | 0 | 0 | 0 | 0 |
PE 5 | 175.40 | 160.23 | 7.01 | 1.73 | 1.73 | 0 | 0 |
PE 6 | 175.40 | 160.23 | 7.01 | 1.73 | 1.73 | 0 | 0 |
PE 7 | 110.47 | 225.53 | 7.01 | 1.73 | 1.73 | 0 | 0 |
CPE 3 | 171.49 | 86.73 | 7.01 | 1.73 | 1.73 | 32.10 | 45.66 |
CPE 4 | 436.44 | 0 | 17.44 | 4.36 | 4.36 | 174.41 | 226.18 |
PE 8 | 162.91 | 121.43 | 7.01 | 1.73 | 1.73 | 16.68 | 34.69 |
CPE 5 | 170.88 | 138.78 | 7.01 | 1.73 | 1.73 | 0 | 26.02 |
PE 9 | 172.27 | 104.09 | 7.01 | 1.73 | 1.73 | 24.46 | 34.69 |
表2.聚合物乳液的特性
聚合物乳液 | pH | 固体含量1(%) | 粘度2(厘泊) | 粒度(nm) | MFFT3(℃) | OH含量4(%) |
CPE 1 | 8.73 | 42.07 | 65 | 97.4 | 33 | 2.50 |
CPE 2 | 7.69 | 42.5 | NA | 104 | 33 | 2.50 |
PE 1 | 7.52 | 42.5 | NA | 127 | 33 | 2.50 |
PE 2 | 7.43 | 40.33 | 24 | 114 | 30 | 2.50 |
PE 3 | 7.74 | 40.48 | 23 | 110 | 33 | 2.50 |
PE 4 | 8.25 | 39.11 | 17 | 135 | 30.4 | 2.50 |
PE 5 | 7.91 | 41.02 | 32 | 106 | 30.4 | 2.50 |
PE 6 | 7.7 | 40.97 | 31 | 113 | 30.4 | 2.50 |
PE 7 | 7.78 | 40.9 | 54 | 119 | <5 | 3.50 |
CPE 3 | 7.48 | 41.53 | 94 | 97 | 35.9 | 2.50 |
CPE 4 | 7.25 | 42.42 | 252 | 96 | 39.7 | 2.50 |
PE 8 | 7.76 | 40.45 | 125 | 100 | 22.8 | 2.50 |
CPE 5 | 7.34 | 40.82 | 26 | 122 | 22.8 | 2.17 |
PE 9 | 7.42 | 41.05 | 104 | 111 | 35 | 2.50 |
1固含量通过以下方式测量:称取0.7±0.1g的乳液或涂料样品(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;其中W3-W2是指样品的固体或干燥重量。固含量通过(W3-W2)/W1*100%计算;2粘度通过布氏粘度计(Brookfield viscometer)DV-IPrimer(60rpm,2号转子)测量;3MFFT通过将乳液的75μm湿膜浇铸在具有梯度温度的加热板上使用Coesfeld MFFT仪器测量。将膜干燥并将形成相干膜的最低温度记录为MFFT。4OH含量,基于乳液聚合物的固体重量或干重以重量计。
涂料组合物实例(Ex)1-9和比较实例1-5
基于表3中给出的配方I、II和III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乳液作为粘结剂。实例1-6以及8-9的涂料组合物和比较实例1-4的比较涂料组合物基于配方I分别使用上文获得的PE 1-PE 6、PE 8-PE 9和CPE 1-4的粘结剂制备。实例7的涂料组合物通过基于配方II使用PE 7的粘结剂制备。比较实例5的比较涂料组合物通过基于配方III使用CPE 5的粘结剂制备。每种涂料组合物的NCO基团与OH基团的摩尔比为1.5:1。组分A中的成分使用常规实验室混合器混合。将所得各涂料组合物的组分A放置过夜,并且然后将组分B添加到组分A中并使用高速考尔斯分散器以600rpm搅拌10分钟以形成涂料组合物。根据上文所描述的测试方法评估所得涂料组合物的特性,并且结果在表4中给出。
表3.涂料组合物
如表4所示,实例1-9的涂料组合物均提供由其制备的涂料具有良好的耐碱性、耐醇性和耐酸性特性,均评级为4,并且具有良好的耐MEK性,至少可承受30次双擦,而不损害其它特性,包括透明度、硬度、抗冲击性和柔性。特别地,实例1-4的涂料组合物提供具有甚至更好的耐MEK性以承受大于50次双擦的涂膜。相比之下,分别包含CPE 1-5粘结剂的比较实例1-5的比较涂料组合物未能提供具有本发明涂料组合物所提供的一种或多种特性的涂料,例如耐醇性差(比较实例1-4)、耐酸性差和不令人满意的耐MEK性(比较实例5)。
表4.涂料组合物的特性
*MEK双擦次数
Claims (10)
1.一种包含乳液聚合物和多异氰酸酯的双组分聚氨酯组合物,其中重均分子量为180,000g/mol或更低的乳液聚合物以所述乳液聚合物的重量计包含:
(a)0.3重量%或更多的可聚合表面活性剂的结构单元,
其中所述可聚合表面活性剂具有式(I):
其中R1为苯基或苯基取代的烷基;m1为1至4;R2为烷基或被取代的烷基;
m2为0或1;R3为氢;烷基;或-C(R4)=CR5R6,其中R4、R5和R6各自独立地为氢或烷基;A代表亚烷基或被取代的亚烷基;n为1至100的整数;并且X代表氢或选自以下的阴离子亲水基团:-(CH2)a-SO3M、-(CH2)b-COOM、-PO3M2、-P(Z)O2M或-CO-CH2-CH(SO3M)-COOM,其中a和b各自独立地为0到4的整数,Z代表通过从通式(I)中去除X获得的残基,并且每个M代表氢、碱金属阳离子、碱土金属阳离子、NH4 +、具有烯键式不饱和键的铵离子、具有烯键式不饱和键的咪唑鎓离子、具有烯键式不饱和键的吡啶鎓离子、具有烯键式不饱和键的吡咯烷鎓离子或具有烯键式不饱和键的哌啶鎓离子;其条件是R3和X中的仅一个含有烯键式不饱和键;
或所述可聚合表面活性剂包含式(II)化合物、其盐或其混合物:
其中R7为烷基;R8为氢、甲基或丙基;x为1至100;并且i为1或2;
或所述可聚合表面活性剂包含式(III)化合物、其盐或其混合物:
其中R9为含有至少一个烯键式不饱和键的烯基;R10为氢、甲基或丙基;y为1至100;并且j为1或2;
(b)大于25重量%的下式的第一羟基官能单体的结构单元,
其中R11为氢或-CH3;R12、R13和R14各自独立地为烷基;条件是R12、R13和R14一起含有3至20个碳原子;并且B为
(c)零至40重量%的第二羟基官能(甲基)丙烯酸烷基酯的结构单元;
(d)酸单体、其盐或其混合物的结构单元;和
(e)附加单烯键式不饱和非离子单体的结构单元;
其中以所述乳液聚合物的重量计,所述乳液聚合物包含大于2.2重量%的羟基。
2.根据权利要求1所述的聚氨酯组合物,其中所述乳液聚合物包含0.5%至1.5%的所述可聚合表面活性剂的结构单元。
3.根据权利要求1所述的聚氨酯组合物,其中所述酸单体和所述其盐选自由以下组成的组:羧酸单体、亚磷酸单体、其盐或其混合物。
4.根据权利要求1所述的聚氨酯组合物,其中以所述乳液聚合物的重量计,所述乳液聚合物包含28重量%至75重量%的所述第一羟基官能单体的结构单元。
5.根据权利要求1所述的聚氨酯组合物,其中所述第二羟基官能(甲基)丙烯酸烷基酯选自由以下组成的组: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。
6.根据权利要求1所述的聚氨酯组合物,其中所述乳液聚合物的重均分子量为8,000至100,000g/mol。
7.根据权利要求1所述的聚氨酯组合物,其中所述多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0.7:1至4:1的范围内。
8.根据权利要求1所述的聚氨酯组合物,其中在式(I)中,R1是m1是1-3。
9.根据权利要求8所述的聚氨酯组合物,其中在式(I)中,R3是-CH=CH(CH3),X是-SO3M,其中M是碱金属离子、碱土金属离子或NH4 +。
10.一种制备根据权利要求1至9中任一项所述的双组分聚氨酯组合物的方法,其包含:将所述乳液聚合物与所述多异氰酸酯掺合。
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