CN112839973A - 一种组合物、其制备方法和应用 - Google Patents
一种组合物、其制备方法和应用 Download PDFInfo
- Publication number
- CN112839973A CN112839973A CN201980055721.3A CN201980055721A CN112839973A CN 112839973 A CN112839973 A CN 112839973A CN 201980055721 A CN201980055721 A CN 201980055721A CN 112839973 A CN112839973 A CN 112839973A
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- CN
- China
- Prior art keywords
- composition
- chelating agent
- substrate
- bis
- isocyanate
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 165
- 238000002360 preparation method Methods 0.000 title claims abstract description 14
- 239000002738 chelating agent Substances 0.000 claims abstract description 71
- 229920000642 polymer Polymers 0.000 claims abstract description 69
- 229920002635 polyurethane Polymers 0.000 claims abstract description 62
- 239000004814 polyurethane Substances 0.000 claims abstract description 62
- 150000001875 compounds Chemical class 0.000 claims abstract description 56
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 35
- 239000003963 antioxidant agent Substances 0.000 claims abstract description 33
- 239000000047 product Substances 0.000 claims abstract description 28
- 230000003078 antioxidant effect Effects 0.000 claims abstract description 25
- 239000007787 solid Substances 0.000 claims abstract description 24
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 18
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 18
- 239000003995 emulsifying agent Substances 0.000 claims abstract description 13
- 229920005906 polyester polyol Polymers 0.000 claims abstract description 12
- 239000002904 solvent Substances 0.000 claims abstract description 10
- 239000003085 diluting agent Substances 0.000 claims abstract description 7
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 4
- 239000000758 substrate Substances 0.000 claims description 72
- 239000000853 adhesive Substances 0.000 claims description 42
- 230000001070 adhesive effect Effects 0.000 claims description 42
- 238000000576 coating method Methods 0.000 claims description 36
- 230000005855 radiation Effects 0.000 claims description 31
- 229920003009 polyurethane dispersion Polymers 0.000 claims description 24
- 239000011248 coating agent Substances 0.000 claims description 23
- 150000003839 salts Chemical class 0.000 claims description 23
- 238000000034 method Methods 0.000 claims description 22
- 239000003381 stabilizer Substances 0.000 claims description 16
- 239000000654 additive Substances 0.000 claims description 13
- 239000003431 cross linking reagent Substances 0.000 claims description 12
- 238000001035 drying Methods 0.000 claims description 11
- 238000010438 heat treatment Methods 0.000 claims description 11
- 230000000996 additive effect Effects 0.000 claims description 10
- 239000005038 ethylene vinyl acetate Substances 0.000 claims description 10
- 229910052751 metal Inorganic materials 0.000 claims description 10
- 239000002184 metal Substances 0.000 claims description 10
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 claims description 10
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 claims description 9
- 239000007864 aqueous solution Substances 0.000 claims description 9
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 9
- 238000002844 melting Methods 0.000 claims description 9
- 230000008018 melting Effects 0.000 claims description 9
- 230000008569 process Effects 0.000 claims description 9
- 239000003365 glass fiber Substances 0.000 claims description 7
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- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 6
- 229920005830 Polyurethane Foam Polymers 0.000 claims description 5
- 239000004433 Thermoplastic polyurethane Substances 0.000 claims description 5
- XLYOFNOQVPJJNP-DYCDLGHISA-N deuterium hydrogen oxide Chemical compound [2H]O XLYOFNOQVPJJNP-DYCDLGHISA-N 0.000 claims description 5
- 235000011180 diphosphates Nutrition 0.000 claims description 5
- 229920001971 elastomer Polymers 0.000 claims description 5
- 239000010985 leather Substances 0.000 claims description 5
- 239000002649 leather substitute Substances 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 238000002156 mixing Methods 0.000 claims description 5
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- 229940048084 pyrophosphate Drugs 0.000 claims description 5
- 239000005060 rubber Substances 0.000 claims description 5
- FQENQNTWSFEDLI-UHFFFAOYSA-J sodium diphosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])([O-])=O FQENQNTWSFEDLI-UHFFFAOYSA-J 0.000 claims description 5
- 235000019818 tetrasodium diphosphate Nutrition 0.000 claims description 5
- UEUXEKPTXMALOB-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UEUXEKPTXMALOB-UHFFFAOYSA-J 0.000 claims description 5
- 229920002803 thermoplastic polyurethane Polymers 0.000 claims description 5
- 239000004593 Epoxy Chemical class 0.000 claims description 4
- 239000000835 fiber Substances 0.000 claims description 4
- 239000011521 glass Substances 0.000 claims description 4
- 229920003023 plastic Polymers 0.000 claims description 4
- 239000004033 plastic Substances 0.000 claims description 4
- JZBRFIUYUGTUGG-UHFFFAOYSA-J tetrapotassium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [K+].[K+].[K+].[K+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O JZBRFIUYUGTUGG-UHFFFAOYSA-J 0.000 claims description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
- 239000000956 alloy Substances 0.000 claims description 3
- 229910045601 alloy Inorganic materials 0.000 claims description 3
- 239000011111 cardboard Substances 0.000 claims description 3
- 239000004744 fabric Substances 0.000 claims description 3
- 239000010439 graphite Substances 0.000 claims description 3
- 229910002804 graphite Inorganic materials 0.000 claims description 3
- 230000001678 irradiating effect Effects 0.000 claims description 3
- 239000000123 paper Substances 0.000 claims description 3
- 229920005594 polymer fiber Polymers 0.000 claims description 3
- 239000004753 textile Substances 0.000 claims description 3
- 239000002023 wood Substances 0.000 claims description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 claims description 2
- RGHNJXZEOKUKBD-SQOUGZDYSA-M D-gluconate Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O RGHNJXZEOKUKBD-SQOUGZDYSA-M 0.000 claims description 2
- 229940001468 citrate Drugs 0.000 claims description 2
- 229940071106 ethylenediaminetetraacetate Drugs 0.000 claims description 2
- 229940050410 gluconate Drugs 0.000 claims description 2
- 229940005740 hexametaphosphate Drugs 0.000 claims description 2
- 235000019832 sodium triphosphate Nutrition 0.000 claims description 2
- 229940095064 tartrate Drugs 0.000 claims description 2
- UNXRWKVEANCORM-UHFFFAOYSA-I triphosphate(5-) Chemical compound [O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O UNXRWKVEANCORM-UHFFFAOYSA-I 0.000 claims description 2
- IMSODMZESSGVBE-UHFFFAOYSA-N 2-Oxazoline Chemical compound C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 claims 1
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 claims 1
- 150000001718 carbodiimides Chemical class 0.000 claims 1
- XPPKVPWEQAFLFU-UHFFFAOYSA-J diphosphate(4-) Chemical compound [O-]P([O-])(=O)OP([O-])([O-])=O XPPKVPWEQAFLFU-UHFFFAOYSA-J 0.000 claims 1
- 238000004383 yellowing Methods 0.000 abstract description 16
- -1 aliphatic isocyanate Chemical group 0.000 description 58
- 230000000052 comparative effect Effects 0.000 description 46
- 229920005862 polyol Polymers 0.000 description 24
- 150000003077 polyols Chemical class 0.000 description 24
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 20
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 16
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 16
- 229920000728 polyester Polymers 0.000 description 15
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 12
- 239000004417 polycarbonate Substances 0.000 description 12
- 229920000515 polycarbonate Polymers 0.000 description 12
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 11
- 239000002253 acid Substances 0.000 description 10
- 229920000570 polyether Polymers 0.000 description 10
- 150000002009 diols Chemical class 0.000 description 9
- 239000006185 dispersion Substances 0.000 description 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- 125000001931 aliphatic group Chemical group 0.000 description 8
- XPPKVPWEQAFLFU-UHFFFAOYSA-N diphosphoric acid Chemical compound OP(O)(=O)OP(O)(O)=O XPPKVPWEQAFLFU-UHFFFAOYSA-N 0.000 description 8
- 239000004721 Polyphenylene oxide Substances 0.000 description 7
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 7
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 7
- RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- 125000002843 carboxylic acid group Chemical group 0.000 description 6
- 150000001768 cations Chemical class 0.000 description 6
- 230000001804 emulsifying effect Effects 0.000 description 6
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 6
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 6
- 125000003396 thiol group Chemical group [H]S* 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 5
- 125000000542 sulfonic acid group Chemical group 0.000 description 5
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 5
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 4
- 229920002396 Polyurea Polymers 0.000 description 4
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 4
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- 230000001680 brushing effect Effects 0.000 description 4
- 235000015165 citric acid Nutrition 0.000 description 4
- 238000007598 dipping method Methods 0.000 description 4
- 238000004821 distillation Methods 0.000 description 4
- 239000012948 isocyanate Substances 0.000 description 4
- 150000002596 lactones Chemical class 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 4
- 238000006386 neutralization reaction Methods 0.000 description 4
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 4
- 150000002989 phenols Chemical class 0.000 description 4
- QKFJKGMPGYROCL-UHFFFAOYSA-N phenyl isothiocyanate Chemical compound S=C=NC1=CC=CC=C1 QKFJKGMPGYROCL-UHFFFAOYSA-N 0.000 description 4
- 229920000058 polyacrylate Polymers 0.000 description 4
- 229940005657 pyrophosphoric acid Drugs 0.000 description 4
- 238000005507 spraying Methods 0.000 description 4
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- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 4
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 3
- 229940008841 1,6-hexamethylene diisocyanate Drugs 0.000 description 3
- GIAFURWZWWWBQT-UHFFFAOYSA-N 2-(2-aminoethoxy)ethanol Chemical compound NCCOCCO GIAFURWZWWWBQT-UHFFFAOYSA-N 0.000 description 3
- MLFIYYDKLNZLAO-UHFFFAOYSA-N 2-aminoethane-1,1-diol Chemical compound NCC(O)O MLFIYYDKLNZLAO-UHFFFAOYSA-N 0.000 description 3
- 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 3
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- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 3
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- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
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- 125000005442 diisocyanate group Chemical group 0.000 description 3
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 description 3
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- 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 3
- 239000007788 liquid Substances 0.000 description 3
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- 238000007254 oxidation reaction Methods 0.000 description 3
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 3
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- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 3
- 238000004513 sizing Methods 0.000 description 3
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- UNXRWKVEANCORM-UHFFFAOYSA-N triphosphoric acid Chemical compound OP(O)(=O)OP(O)(=O)OP(O)(O)=O UNXRWKVEANCORM-UHFFFAOYSA-N 0.000 description 3
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- 239000004970 Chain extender Substances 0.000 description 2
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- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
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- DRAJWRKLRBNJRQ-UHFFFAOYSA-N Hydroxycarbamic acid Chemical class ONC(O)=O DRAJWRKLRBNJRQ-UHFFFAOYSA-N 0.000 description 2
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- JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 description 2
- SVYKKECYCPFKGB-UHFFFAOYSA-N N,N-dimethylcyclohexylamine Chemical compound CN(C)C1CCCCC1 SVYKKECYCPFKGB-UHFFFAOYSA-N 0.000 description 2
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- NNMVCFPMIBOZCL-UHFFFAOYSA-N toluene 2,4-diisothiocyanate Chemical compound CC1=CC=C(N=C=S)C=C1N=C=S NNMVCFPMIBOZCL-UHFFFAOYSA-N 0.000 description 1
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- YWYZEGXAUVWDED-UHFFFAOYSA-N triammonium citrate Chemical compound [NH4+].[NH4+].[NH4+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O YWYZEGXAUVWDED-UHFFFAOYSA-N 0.000 description 1
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- 235000011046 triammonium citrate Nutrition 0.000 description 1
- FRGPKMWIYVTFIQ-UHFFFAOYSA-N triethoxy(3-isocyanatopropyl)silane Chemical group CCO[Si](OCC)(OCC)CCCN=C=O FRGPKMWIYVTFIQ-UHFFFAOYSA-N 0.000 description 1
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- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
- XYWDHYCFBKMVEG-UHFFFAOYSA-N tris(sulfanylmethylsulfanyl)methylsulfanylmethanethiol Chemical compound SCSC(SCS)(SCS)SCS XYWDHYCFBKMVEG-UHFFFAOYSA-N 0.000 description 1
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- 239000008096 xylene Substances 0.000 description 1
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Abstract
本发明涉及一种组合物、组合物的制备和应用,以及使用该组合物涂覆得到的产品。该组合物包含(a)聚氨酯聚合物,所述聚氨酯聚合物是包含下列组分的反应产物:(a1)多异氰酸酯,(a2)具有异氰酸酯反应性基团的化合物,所述具有异氰酸酯反应性基团的化合物包含聚酯多元醇,所述聚酯多元醇的量大于10重量%,基于所述具有异氰酸酯反应性基团的化合物的总重量计,(a3)任选的乳化剂,(a4)任选的溶剂,和(a5)任选的反应性稀释剂;(b)有机抗氧化剂,所述抗氧化剂的量为0.001重量%‑1重量%,基于所述组合物的固体组分的总重量计;(c)螯合剂;和(d)水。根据本发明的组合物具有良好的耐黄变性。
Description
技术领域
本发明涉及一种组合物、其制备和应用,特别是在涂料和粘着剂领域中,以及用该组合物涂覆得到的产品。
背景技术
聚氨酯聚合物和水可以混合形成水性聚氨酯分散体。水性聚氨酯分散体可以应用于涂料和粘着剂领域。在粘着剂领域中,通常将水性聚氨酯分散体施加到基材表面,然后加热以通过蒸发除去分散体中的水,随后热活化(例如红外线加热)涂层,最后将施加有分散体的基材表面与其他基材表面接触以得到粘接产品。在实践中,如果热活化所需温度高,那么不仅需要更多能源,而且增加了人工施涂和粘接的难度,因此,行业内希望寻找一种适用于在低温下热活化的粘着剂。
US 4870129A公开了一种粘着剂,包含含异氰酸酯官能团的交联剂和含羟基的水性聚氨酯分散体,其中通过该组合物形成的涂层需要的热活化温度是40℃-80℃。但是,该粘着剂的缺点是易黄变,不美观。
粘着剂的黄变常是因为其聚合物的氧化引起的。当粘着剂遇热或遇UV光时,氧化过程会加速,导致黄变加剧。粘着剂的黄变不仅会导致其粘接的产品外表不美观,还意味着粘着剂发生老化,通过使用该粘着剂得到的粘接产品的机械性能下降。在实践中,涂料和粘着剂常被应用于高温环境下。例如:将粘着剂应用在玻璃纤维上浆成型过程中,先将粘着剂施涂在玻璃纤维上,随后在高温下干燥以形成塑料板材。
EP0356655B1披露了一种应用于加强材料的组合物,包含至少一种可交联的聚氨酯、有机硅偶联剂、丙烯酸单体和可聚合单体的共聚物、交联剂、金属螯合剂和水,其中金属螯合剂是多齿化合物或具有式(RH2nCn)2N(CH2)xN(CnH2nR)2的化合物。用上述组合物处理玻纤增强的聚合物,使其甚至在长期暴露于溶剂、高温或UV后仍具有良好的机械性能。
EP0381125B1披露了一种不易氧化的组合物,该组合物可以应用于纤维上浆成型。该组合物包含:组分A包含热塑性聚酯、聚氧化烯、乙二醇、聚乙烯醇、聚烯烃胶乳、聚醋酸乙烯酯、环氧树脂、淀粉、环氧聚合物和聚乙烯醇的组合物、环氧聚合物和聚氨酯的组合物;组分B是金属螯合剂,选自多齿化合物或具有式(RH2nCn)2N(CH2)xN(CnH2nR)2的化合物;组分C和D都是抗氧化剂。用上述组合物处理纤维得到的产品在长期暴露于高温下后仍具有良好的机械性能。
AU A 60777/94披露了一种用作粘着剂的水性聚合物分散体,包含聚氨酯和螯合剂,螯合剂包含多价金属和多齿化合物。该粘着剂甚至在高温下仍具有高强度。
上述技术方案虽解决了涂料和粘着剂在高温下的老化和机械性能下降问题,但它们都没有解决涂料和粘着剂的遇热黄变的问题。
CN104387548公开了一种不易黄变的聚氨酯树脂,其由脂肪族聚醚多元醇、脂肪族聚酯多元醇、脂肪族异氰酸酯、脂肪族扩链剂和抗氧化剂来制备。
JP2009143765公开了一种玻璃纤维上浆成型用的粘着剂,该粘着剂在高温条件下不易黄变。该粘着剂包含焦磷酸盐和聚氨酯,其中焦磷酸盐的量为基于聚氨酯固体的重量计10重量% -75重量%。
CN106928422公开了一种制备耐黄变的聚氨酯的方法,包含步骤:(1)二异氰酸酯和二醇在催化剂存在下反应得到反应物;(2)将反应物与扩链剂反应得到扩链后的产品;(3)将扩链后的产品与环氧树脂反应得到耐黄变的聚氨酯产品。
US7091280公开了一种粘着剂,包含水性聚氨酯分散体和稳定剂。该粘着剂是耐黄变的。
因此,希望开发一种组合物,其形成的涂层具有良好的耐黄变性。
发明内容
本发明的目的是提供一种组合物,特别是一种耐黄变的涂料和粘着剂,其制备和应用,以及用该组合物涂覆得到的产品。
根据本发明的组合物包含:
(a)聚氨酯聚合物,所述聚氨酯聚合物是包含下列组分的反应产物:
(a1)多异氰酸酯,
(a2)具有异氰酸酯反应性基团的化合物,所述具有异氰酸酯反应性基团的化合物包含聚酯多元醇,所述聚酯多元醇的量大于10重量%,基于所述具有异氰酸酯反应性基团的化合物的总重量计,
(a3)任选的乳化剂,
(a4)任选的溶剂,和
(a5)任选的反应性稀释剂;
(b)有机抗氧化剂,所述抗氧化剂的量为0.001重量%-1重量%,基于所述组合物的固体组分的总重量计;
(c)螯合剂;和
(d)水;
(e)任选的稳定剂;
(f)任选的交联剂;和
(g)任选的添加剂。
在本发明的一个方面中,提供了根据本发明所提供的组合物的制备方法,包含以下步骤:以任意方式混合所述聚氨酯聚合物(a)或制备所述聚氨酯聚合物的组分、有机抗氧化剂(b)、螯合剂(c)、水(d)、任选的稳定剂(e)、任选的交联剂(f)和任选的添加剂(g)。
在本发明的又一个方面中,将根据本发明所提供的组合物用于制备涂覆产品的用途。
在本发明的再一个方面中,提供了一种涂覆方法,包含以下步骤:将根据本发明所提供的组合物施加到基材表面,随后将其固化。
在本发明的还一个方面中,提供了一种涂覆产品,包含基材以及通过将根据本发明所提供的组合物施加到所述基材上形成的涂层。
在本发明的还一个方面中,提供了制造粘接产品的方法,包含以下步骤:
i. 将根据本发明的组合物施加到基材的至少一个表面;
ii. 加热并干燥施加有组合物的基材表面;和
iii. 使在步骤ii中处理过的基材表面与所述基材自身或一另外的基材的表面接触,得到所述粘接产品。
在本发明的还一个方面中,提供了一种通过根据本发明所提供的方法制造的粘接产品。
根据本发明的组合物具有良好的耐黄变性。
发明详述
本发明提供一种组合物,包含:
(a)聚氨酯聚合物,所述聚氨酯聚合物是包含下列组分的反应产物:
(a1)多异氰酸酯,
(a2)具有异氰酸酯反应性基团的化合物,所述具有异氰酸酯反应性基团的化合物包含聚酯多元醇,所述聚酯多元醇的量大于10重量%,基于所述具有异氰酸酯反应性基团的化合物的总重量计,
(a3)任选的乳化剂,
(a4)任选的溶剂,和
(a5)任选的反应性稀释剂;
(b)有机抗氧化剂,所述抗氧化剂的量为0.001重量%-1重量%,基于所述组合物的固体组分的总重量计;
(c)螯合剂;
(d)水;
(e)任选的稳定剂;
(f)任选的交联剂;和
(g)任选的添加剂。本发明还提供了该组合物的制备方法和应用,特别是在涂料和粘着剂领域中,以及使用该组合物涂覆的产品。
本文所用的术语“固化”是指液体组合物从液态到固化态的过程。
本文所用的术语“组合物”是指将在施加时固化并形成涂层的化学组分的混合物。根据本发明的组合物可以是涂料或粘着剂。
本文所用的术语“涂料”是指能够用不同的涂覆工艺施加在物体表面,形成具有一定强度的牢固且连续的固态涂层的组合物。
本文所用的术语“粘着剂”是指能够用不同的涂覆工艺施加在物体表面,在物体自身的表面上或在一物体与另一物体的表面上形成涂层,并将物体自身的表面或一物体与另一物体的表面粘合的组合物。也用作胶黏剂和/或密封剂和/或粘合剂的同义词。
聚氨酯聚合物(a)
本文所用的术语“聚氨酯聚合物”是指聚氨酯脲聚合物和/或聚氨酯聚脲聚合物和/或聚脲聚合物和/或聚硫氨酯聚合物。
所述聚氨酯聚合物(a)根据DIN65467基于通过DSC测量的第一次升温曲线在20℃-100℃的熔融焓优选大于15J/g,或通过干燥所述组合物形成的膜,根据DIN65467基于通过DSC测量的第一次升温曲线在20℃-100℃的熔融焓优选大于15J/g。
所述聚氨酯聚合物(a)根据DIN65467基于通过DSC测量的第一次升温曲线在20℃-100℃的熔融焓最优选25J/g-100J/g,或通过干燥所述组合物形成的膜,根据DIN65467基于通过DSC测量的第一次升温曲线在20℃-100℃的熔融焓最优选25J/g-100J/g。
所述聚氨酯聚合物的量优选10重量% -99.98重量%,基于所述组合物的固体组分的总重量计。
所述聚氨酯聚合物的量最优选95重量% -99.98重量%,基于所述组合物的固体组分的总重量计。
所述聚氨酯聚合物可以以固体形式加入,也可以先和组合物中的水混合形成水性聚氨酯分散体后以分散体形式加入,最优选直接以分散体形式加入。
多异氰酸酯(a1)
所述多异氰酸酯的官能度优选不小于2,进一步优选2-4。
所述多异氰酸酯的量优选5重量%-70重量%,进一步优选5重量%-40重量%,更优选5重量%-35重量%,最优选10重量%-30重量%,基于制备所述聚氨酯聚合物的组分的总重量计。
所述多异氰酸酯优选下列的一种或多种:脂肪族多异氰酸酯、脂环族多异氰酸酯、芳香族多异氰酸酯,以及它们的具有亚氨基噁二嗪二酮、异氰脲酸酯、脲二酮、氨基甲酸酯、脲基甲酸酯、缩二脲、脲、噁二嗪三酮、噁唑烷酮、酰基脲和/或碳二亚胺基团的衍生物。
所述脂肪族多异氰酸酯优选下列的一种或多种: 1,6-己二异氰酸酯、2,2-二甲基戊二异氰酸酯、2,2,4-三甲基己二异氰酸酯、丁烯二异氰酸酯、1,3-丁二烯-1,4-二异氰酸酯、2,4,4-三甲基-1,6-己二异氰酸酯、1,6,11-十一烷三异氰酸酯、1,3,6-六亚甲基三异氰酸酯、1,8-二异氰酸根合-4-异氰酸根合甲基辛烷、双(异氰酸根合乙基)碳酸酯、双(异氰酸根合乙基)醚、赖氨酸甲酯二异氰酸酯、赖氨酸三异氰酸酯、双(异氰酸根合甲基)硫醚、双(异氰酸根合乙基)硫醚、双(异氰酸根合丙基)硫醚、双(异氰酸根合己基)硫醚、双(异氰酸根合甲基)砜、双(异氰酸根合甲基)二硫醚、双(异氰酸根合乙基)二硫醚、双(异氰酸根合丙基)二硫醚、双(异氰酸根合甲硫基)甲烷、双(异氰酸根合乙硫基)甲烷、双(异氰酸根合甲硫基)乙烷、双(异氰酸根合乙硫基)乙烷、1,5-二异氰酸根合-2-异氰酸根合甲基-3-硫杂戊烷、1,2,3-三(异氰酸根合甲硫基)丙烷、1,2,3-三(异氰酸根合乙硫基)丙烷、3,5-二硫杂-1,2,6,7-庚烷四异氰酸酯、2,6-二异氰酸根合甲基-3,5-二硫杂-1,7-庚烷二异氰酸酯、2,5-二异氰酸根合甲基噻吩、异氰酸根合乙硫基-2,6-二硫杂-1,8-辛烷二异氰酸酯、硫代双(3-异硫氰酸根合丙烷)、硫代双(2-异硫氰酸根合乙烷)、二硫代双(2-异硫氰酸根合乙烷)、六亚甲基二异氰酸酯和异佛尔酮二异氰酸酯,最优选下列的一种或多种:1,6-己二异氰酸酯和六亚甲基二异氰酸酯。
所述脂环族多异氰酸酯优选下列的一种或多种:2,5-双(异氰酸根合甲基)-二环[2.2.1]庚烷、2,6-双(异氰酸根合甲基)-二环[2.2.1]庚烷、双(异氰酸根合甲基)环己烷、异佛尔酮二异氰酸酯、2,5-二异氰酸根合四氢噻吩、2,5-二异氰酸根合甲基四氢噻吩、3,4-二异氰酸根合甲基四氢噻吩、2,5-二异氰酸根合-1,4-二噻烷、2,5-二异氰酸根合甲基-1,4-二噻烷、4,5-二异氰酸根合-1,3-二硫杂环戊烷、4,5-双(异氰酸根合甲基)-1,3-二硫杂环戊烷、4,5-二异氰酸根合甲基-2-甲基-1,3-二硫杂环戊烷、降冰片烷二异氰酸酯(NBDI)、苯二亚甲基二异氰酸酯(XDI)、氢化苯二亚甲基二异氰酸酯(H6XDI)、1,4-环己基二异氰酸酯 (H6PPDI)、1,5-戊二异氰酸酯(PDI)、间-四甲基苯二甲基二异氰酸酯(m-TMXDI),亚甲基双(4-环己基异氰酸酯)和环己烷二异硫氰酸酯,最优选下列的一种或多种:异佛尔酮二异氰酸酯和亚甲基双(4-环己基异氰酸酯)。
所述芳香族多异氰酸酯优选下列的一种或多种:1,2-二异氰酸根合苯、1,3-二异氰酸根合苯、1,4-二异氰酸根合苯、2,4-二异氰酸根合甲苯、乙基苯二异氰酸酯、异丙基苯二异氰酸酯、甲苯二异氰酸酯、二乙基苯二异氰酸酯、二异丙基苯二异氰酸酯、三甲基苯三异氰酸酯、苯三异氰酸酯、联苯二异氰酸酯、甲苯胺二异氰酸酯、4,4’-亚甲基双(异氰酸苯酯)、4,4’-亚甲基双(2-甲基苯基异氰酸酯)、联苄-4,4’-二异氰酸酯、双(异氰酸根合苯基)乙烯、双(异氰酸根合甲基)苯、双(异氰酸根合乙基)苯、双(异氰酸根合丙基)苯、α,α,α’,α’-四甲基苯二甲撑二异氰酸酯、双(异氰酸根合丁基)苯、双(异氰酸根合甲基)萘、双(异氰酸根合甲基苯基)醚、双(异氰酸根合乙基)邻苯二甲酸酯、2,6-二(异氰酸根合甲基)呋喃、2-异氰酸根合苯基-4-异氰酸根合苯基硫醚、双(4-异氰酸根合苯基)硫醚、双(4-异氰酸根合甲基苯基)硫醚、双(4-异氰酸根合苯基)二硫醚、双(2-甲基-5-异氰酸根合苯基)二硫醚、双(3-甲基-5-异氰酸根合苯基)二硫醚、双(3-甲基-6-异氰酸根合苯基)二硫醚、双(4-甲基-5-异氰酸根合苯基)二硫醚、双(4-甲氧基-3-异氰酸根合苯基)二硫醚、1,2-二异硫氰酸根合苯、1,3-二异硫氰酸根合苯、1,4-二异硫氰酸根合苯、2,4-二异硫氰酸根合甲苯、2,5-二异硫氰酸根合-间二甲苯、4,4’-亚甲基双(异硫氰酸苯酯)、4,4’-亚甲基双(2-甲基苯基异硫氰酸酯)、4,4’-亚甲基双(3-甲基苯基异硫氰酸酯)、4,4’-二异硫氰酸根合二苯甲酮、4,4’-二异硫氰酸根合-3,3’-二甲基二苯甲酮、双(4-异硫氰酸根合苯基)醚、1-异硫氰酸根合-4-[(2-异硫氰酸根合)磺酰基]苯、硫代双(4-异硫氰酸根合苯)、磺酰基(4-异硫氰酸根合苯)、氢化甲苯二异氰酸酯(H6TDI)、二苯甲烷二异氰酸酯和二硫代双(4-异硫氰酸根合苯),最优选下列的一种或多种:1,2-二异氰酸根合苯、1,3-二异氰酸根合苯、1,4-二异氰酸根合苯、二苯甲烷二异氰酸酯和2,4-二异氰酸根合甲苯 。
所述多异氰酸酯也可以具有异氰酸酯基团和异硫氰酸酯基团,例如1-异氰酸根合-6-异硫氰酸根合己烷、1-异氰酸根合-4-异硫氰酸根合环己烷、1-异氰酸根合-4-异硫氰酸根合苯、4-甲基-3-异氰酸根合-1-异硫氰酸根合苯、2-异氰酸根合-4,6-二异硫氰酸根合-1,3,5-三嗪、4-异氰酸根合苯基-4-异硫氰酸根合苯基硫醚和2-异氰酸根合乙基-2-异硫氰酸根合乙基二硫醚 。
所述多异氰酸酯还可以是上述多异氰酸酯的卤素取代物,例如氯取代物、溴取代物、烷基取代物、烷氧基取代物、硝基取代物或硅烷取代物如异氰酸根合丙基三乙氧基硅烷或异氰酸根合丙基三甲氧基硅烷 。
具有异氰酸酯反应性基团的化合物(a2)
本文所用的术语“异氰酸酯反应性基团”是指含Zerevitinov-活性氢的基团。Zerevitinov-活性氢定义在Rompp’s Chemical Dictionary (Rommp Chemie Lexikon),10th ed.,Georg Thieme Verlag Stuttgart,1996中。通常,含Zerevitinov-活性氢的基团在本领域中被理解为是指羟基(OH)、氨基(NHx)和硫醇基(SH)。
所述具有异氰酸酯反应性基团的化合物(a2)根据DIN65467基于通过DSC测量的第一次升温曲线在20℃-100℃的熔融焓优选大于15J/g。
所述具有异氰酸酯反应性基团的化合物(a2)根据DIN65467基于通过DSC测量的第一次升温曲线在20℃-100℃的熔融焓最优选25J/g-100J/g。
所述具有异氰酸酯反应性基团的化合物的量优选5重量% -95重量%,优选10重量% -90重量%,基于制备所述聚氨酯聚合物的组分的总重量计。
所述聚酯多元醇的量优选15重量% -100重量%,进一步优选50重量% -100重量%,最优选99重量% -100重量%,基于所述具有异氰酸酯反应性基团的化合物的总重量计。
所述聚酯多元醇的羟值优选20-80。
所述聚酯多元醇优选下列的一种或多种:线性聚酯多元醇、轻度支化的聚酯多元醇和内酯类的均聚物或混合聚合物。
所述线性聚酯多元醇或轻度支化的聚酯多元醇通过包含以下组分制备:脂肪族、脂环族或芳族二-或多羧酸类,例如琥珀酸,甲基琥珀酸,戊二酸,己二酸,庚二酸,辛二酸,壬二酸,癸二酸,壬二羧酸,癸烷二羧酸,对苯二甲酸,间苯二甲酸,邻苯二甲酸,四氢邻苯二甲酸,六氢邻苯二甲酸,环己烷二羧酸,马来酸,富马酸,丙二酸或偏苯三酸;酸酐,例如邻苯二甲酸酐,偏苯三酸酐或琥珀酸酐或它们的混合物;和低分子量多元醇,以及任选更高官能的多元醇,例如三羟甲基丙烷、甘油或季戊四醇、脂环族和/或芳族二-和多-羟基化合物。
所述内酯类的均聚物或混合聚合物优选通过将内酯或内酯混合物如丁内酯、ε-己内酯和/或甲基-ε-己内酯加成到合适的二 -和/或更高官能的起始剂分子上而获得。所述ε-己内酯优选ε-己内酯的聚合物。
所述具有异氰酸酯反应性基团的化合物优选进一步包含一选自下列的一种或多种的化合物:含羟基的化合物、含硫醇基的化合物和含氨基的化合物,其量优选10重量% -90重量%,基于所述具有异氰酸酯反应性基团的化合物的总重量计。
所述含羟基的化合物优选下列的一种或多种:聚丙烯酸酯多元醇、聚氨酯多元醇、聚碳酸酯多元醇、聚醚多元醇、聚酯聚丙烯酸酯多元醇、聚氨酯聚丙烯酸酯多元醇、聚氨酯聚酯多元醇、聚氨酯聚醚多元醇、聚碳酸酯聚醚多元醇、聚氨酯聚碳酸酯多元醇、聚酯聚碳酸酯多元醇和具有32-400 g/mol分子量的羟基官能化合物,最优选聚碳酸酯多元醇。
所述聚碳酸酯多元醇的数均分子量可以是400g/mol-8000g/mol,优选600g/mol-3000g/mol。
所述聚碳酸酯多元醇可以选自含羟基的聚碳酸酯,优选聚碳酸酯二醇。
所述聚碳酸酯二醇可以通过碳酸衍生物例如碳酸二苯酯或碳酸二甲酯与多元醇优选二醇的反应获得。
所述二醇可以是乙二醇、1, 2-和1,3-丙二醇、1,3-和1,4- 丁二醇、1,6-己二醇、1,8-辛二醇、新戊二醇、1,4-双羟甲基环己烷、2-甲基-1,3-丙二醇、2,2,4-三甲基-1,3-戊二醇、二丙二醇、聚丙二醇类、二丁二醇、聚丁二醇类、双酚A或内酯改性的上述类型的二醇。
所述二醇优选包含40重量% -100重量%的己二醇。所述己二醇优选1,6-己二醇和/或己二醇衍生物。所述1,6-己二醇衍生物除OH端基外还包含酯或醚基团,可以通过己二醇与等量或过量己内酯获得或通过己二醇自醚化产生二-或三-己二醇而获得。
所述聚碳酸酯聚醚多元醇可以是基于碳酸二甲酯和己二醇和/或丁二醇和/或ε-己内酯的多元醇,优选基于碳酸二甲酯和己二醇和/或ε-己内酯的多元醇。
所述具有32-400 g/mol分子量的羟基官能化合物优选下列的一种或多种:具有最多20个碳原子的多元醇、酯二醇和单官能的或异氰酸酯反应性的羟基官能的化合物。
所述具有最多20个碳原子的多元醇优选下列的一种或多种:乙二醇、二乙二醇、三乙二醇、1,2-丙二醇、1,3-丙二醇、1,4- 丁二醇、1,3- 丁二醇、环己二醇、 1,4-环己烷二甲醇、1,6-己二醇、新戊二醇、氢醌二羟乙基醚、双酚A (2,2-双(4-羟苯基) 丙烷)、氢化双酚A(2,2-双(4-羟基环己基)丙烷)、三羟甲基丙烷、甘油和季戊四醇。
所述酯二醇优选下列的一种或多种: a-羟基丁基-ε-羟基己酸酯、ω-羟基己基-γ -羟基丁酸酯、己二酸- β-羟乙基酯和对苯二甲酸- β -羟乙基酯。
所述单官能的或异氰酸酯反应性的羟基官能的化合物优选下列的一种或多种:乙醇、正丁醇、乙二醇单丁基醚、二乙二醇单甲基醚、乙二醇单丁基醚、二乙二醇单丁基醚、丙二醇单甲基醚、二丙二醇单甲基醚、三丙二醇单甲基醚、二丙二醇单丙基醚、丙二醇单丁基醚、二丙二醇单丁基醚、三丙二醇单丁基醚、2-乙基己醇、 1-辛醇、1-十二烷醇、1-十六烷醇、1,6-己二醇、1,4-丁二醇、新戊二醇和三羟甲基丙烷,最优选下列的一种或多种:1,6-己二醇、1,4-丁二醇、新戊二醇和三羟甲基丙烷。
所述含硫醇基的化合物优选下列的一种或多种:包含至少一个硫醇基团的化合物、包含硫醚基团的多硫醇、聚酯硫醇和芳族硫代化合物。
所述包含至少一个硫醇基团的化合物优选下列的一种或多种:甲二硫醇、1,2-乙二硫醇、1,1-丙二硫醇、1,2-丙二硫醇、1,3-丙二硫醇、2,2-丙二硫醇、1,4-丁二硫醇、2,3-丁二硫醇、1,5-戊二硫醇、1,6-己二硫醇、1,2,3-丙三硫醇、1,1-环己二硫醇、1,2-环己二硫醇、2,2-二甲基丙-1,3-二硫醇、3,4-二甲氧基丁-1,2-二硫醇和2-甲基环己-2,3-二硫醇。
所述包含硫醚基团的多硫醇优选下列的一种或多种:2,4-二巯基甲基-1,5-二巯基-3-硫杂戊烷、4-巯基甲基-1,8-二巯基-3,6-二硫杂辛烷、4,8-二巯基甲基-1,11-二巯基-3,6,9-三硫杂十一烷、4,7-二巯基甲基-1,11-二巯基-3,6,9-三硫杂十一烷、5,7-二巯基甲基-1,11-二巯基-3,6,9-三硫杂十一烷、5,6-双-(巯基乙硫基)-1,10-二巯基-3,8-二硫杂癸烷、4,5-双-(巯基乙硫基)-1,10-二巯基-3,8-二硫杂癸烷、四(巯基甲基)甲烷、1,1,3,3-四(巯基甲硫基)丙烷、1,1,5,5-四(巯基甲硫基)-3-硫杂戊烷、1,1,6,6-四(巯基甲硫基)-3,4-二硫杂己烷、2-巯基乙硫基-1,3-二巯基丙烷、2,3-双(硫代(2-巯乙基))-1-正丙硫醇、2,2-双(巯基甲基)-1,3-二巯基丙烷、双-(巯基甲基)硫醚、双(巯基甲基)二硫醚、双(巯基乙基)硫醚、双(巯基-乙基)二硫醚、双(巯基丙基)硫醚、双(巯基丙基)二硫醚、双(巯基甲硫基)甲烷、三(巯基甲硫基)甲烷、双(巯基乙硫基)甲烷、三(巯基-乙硫基)甲烷、双(巯基丙硫基)甲烷、1,2-双(巯基甲硫基)乙烷、1,2-双-(巯基乙硫基)乙烷、2-巯基乙硫基)乙烷、1,3-双(巯基甲硫基)丙烷、1,3-双(巯基丙硫基)丙烷、1,2,3-三(巯基甲硫基)丙烷、1,2,3-三(巯基-乙硫基)丙烷、1,2,3-三(巯基丙硫基)丙烷、四(巯基甲硫基)甲烷、四(巯基乙硫基甲基)甲烷、四(巯基丙硫基甲基)甲烷、2,5-二巯基-1,4-二噻烷、2,5-双(巯基甲基)-1,4-二噻烷及根据JP-A 07118263可得的其低聚物、1,5-双(巯基丙基)-1,4-二噻烷、1,5-双(2-巯基乙硫基甲基)-1,4-二噻烷、2-巯基甲基-6-巯基-1,4-二硫杂环庚烷、2,4,6-三巯基-1,3,5-三噻烷、2,4,6-三巯基甲基-1,3,5-三噻烷和2-(3-双(巯基甲基)-2-硫杂丙基)-1,3-二硫杂环戊烷。
所述聚酯硫醇优选下列的一种或多种:双(2-巯基乙酸)乙二醇酯、双(3-巯基丙酸)乙二醇酯、(2-巯基乙酸)二乙二醇酯、(3-巯基丙酸)二乙二醇酯、(3-巯基丙酸)2,3-二巯基-1-丙醇酯、双(2-巯基-乙酸)3-巯基-1,2-丙二醇酯、双(3-巯基丙酸)3-巯基-1,2-丙二醇酯、三羟甲基丙烷-三(2-巯基-乙酸酯)、三羟甲基丙烷-三(3-巯基丙酸酯)、三羟甲基乙烷-三(2-巯基乙酸酯)、 三羟甲基乙烷-三(3-巯基丙酸酯)、四(2-巯基乙酸)季戊四醇酯、四(3-巯基丙酸)季戊四醇酯、三(2-巯基乙酸)甘油酯、三(3-巯基丙酸)甘油酯、双(2-巯基乙酸)1,4-环己二醇酯、双(3-巯基丙酸)1,4-环己二醇酯、羟甲基硫化物-双(2-巯基乙酸)、羟甲基硫化物-双(3-巯基丙酸酯)、羟乙基硫化物(2-巯基乙酸酯)、羟乙基硫化物(3-巯基丙酸酯)、羟甲基二硫化物(2-巯基乙酸酯)、羟甲基二硫化物(3-巯基丙酸酯)、(2-巯基乙基)硫代羟基乙酸酯和双(2-巯基乙基)硫代二丙酸酯。
所述芳族硫代化合物优选下列的一种或多种:1,2-二巯基苯、1,3-二巯基苯、1,4-二巯基苯、1,2-双(巯基甲基)苯、1,4-双(巯基甲基)苯、1,2-双(巯基乙基)苯、1,4-双(巯基乙基)苯、1,2,3-三巯基苯、1,2,4-三巯基苯、1,3,5-三巯基苯、1,2,3-三-(巯基甲基)苯、1,2,4-三(巯基甲基)苯、1,3,5-三(巯基甲基)苯、1,2,3-三(巯基乙基)苯、1,3,5-三(巯基乙基)苯、1,2,4-三(巯基乙基)苯、2,5-甲苯二硫醇、3,4-甲苯二硫醇、1,4-萘二硫醇、1,5-萘二硫醇、2,6-萘二硫醇、2,7-萘二硫醇、1,2,3,4-四巯基苯、1,2,3,5-四巯基苯、1,2,4,5-四巯基苯、1,2,3,4-四(巯基甲基)苯、1,2,3,5-四-(巯基甲基)苯、1,2,4,5-四(巯基甲基)苯、1,2,3,4-四(巯基乙基)苯、1,2,3,5-四(巯基乙基)苯、1,2,4,5-四(巯基乙基)苯、2,2'-二巯基联苯和4,4'-二巯基联苯。
所述含氨基的化合物优选单-、二-、三官能胺和/或单-、二-、三官能羟胺,更优选下列的一种或多种:脂肪族和/或脂环族伯和/或仲单胺、二胺和三胺,最优选下列的一种或多种:1,2-乙二胺、1-氨基-3,3,5-三甲基-5-氨基甲基环己烷(异佛尔酮二胺)、二亚乙基三胺、二乙醇胺、乙醇胺和N-(2-羟乙基)-乙二胺。
所述具有异氰酸酯反应性基团的化合物优选不包含下列的一种或多种:聚醚多元醇和聚烯烃多元醇。
乳化剂(a3)
本文中的术语“乳化剂”是包含乳化基团或潜在乳化基团的化合物。
所述乳化剂的量为0.1重量% -20重量%,基于制备所述聚氨酯聚合物的组分的总重量计。
所述乳化剂优选包含至少一个异氰酸酯反应性基团和至少一个乳化基团或潜在乳化基团。
所述异氰酸酯反应性基团优选下列的一种或多种:羟基、硫醇基和氨基。
所述乳化基团或潜在乳化基团优选下列的一种或多种:磺酸基、羧酸基、叔氨基和亲水性聚醚。
所述包含磺酸基和/或羧酸基的乳化剂优选下列的一种或多种:包含磺酸基和/或羧酸基的二氨基化合物和包含磺酸基和/或羧酸基的二羟基化合物,进一步优选下列的一种或多种:N-(2-氨基乙基)-2-氨基乙磺酸的、N-(3-氨基丙基)-2-氨基乙磺酸的、N-(3-氨基丙基)-3-氨基丙磺酸基的、N-(2-氨基乙基)-3-氨基丙磺酸的、类似羧酸的、二羟甲基丙酸的或二羟甲基丁酸的钠、钾、锂和叔胺盐,最优选下列的一种或多种:N-(2-氨基乙基)-2-氨基乙磺酸盐和二羟甲基丙酸。
所述磺酸基或羧酸基可以直接以它们的盐形式使用,如磺酸盐或羧酸盐。
所述磺酸基或羧酸基也可以在聚氨酯聚合物制备过程之中或之后通过部分或完全添加中和剂成盐获得。
所述用于成盐的中和剂优选下列的一种或多种:三乙胺、二甲基环己胺、乙基二异丙基胺、氨、二乙醇胺、三乙醇胺、二甲基乙醇胺、氢氧化钠、氢氧化钾、氢氧化锂、氢氧化钙、甲基二乙醇胺和氨基甲基丙醇,最优选下列的一种或多种:三乙胺、二甲基环己胺和乙基二异丙基胺。
溶剂(a4)
所述溶剂的量为0.001重量% -20重量%,基于制备所述聚氨酯聚合物的组分的总重量计。
所述溶剂优选下列的一种或多种:丙酮、2-丁酮、四氢呋喃、二甲苯、甲苯、环己烷、乙酸丁酯、乙酸二噁烷,乙酸甲氧基丙酯、N-甲基吡咯烷酮、N-乙基吡咯烷酮、乙腈、二丙二醇二甲醚和含有醚或酯单元的溶剂,最优选下列的一种或多种:丙酮和2-丁酮。
所述溶剂可以只在制备开始时添加,或可以根据需要在制备过程中再加入一部分。
反应性稀释剂(a5)
所述反应性稀释剂的量为0.001重量% -90重量%,基于制备所述聚氨酯聚合物的组分的总重量计。
所述反应性稀释剂优选下列的一种或多种:丙烯酸和丙烯酸酯。
所述丙烯酸酯优选甲基丙烯酸酯。
外乳化剂(a6)
所述制备所述聚氨酯聚合物的组分还可以进一步包含一外乳化剂(a6)。
所述外乳化剂组分的量为0.001重量% -10重量%,基于制备所述聚氨酯聚合物的组分的总重量计。
所述外乳化剂优选脂肪醇聚醚,最优选下列的一种或多种:脂肪族乙二醇聚醚和脂肪族丙二醇聚醚。
有机抗氧化剂(b)
所述有机抗氧化剂(b)的量优选50ppm-5000ppm,基于所述组合物的固体组分的总重量计。
所述有机抗氧化剂(b)的量进一步优选0.01重量%-0.5重量%,再优选0.01重量%-0.1重量%,最优选0.06重量%-0.1重量%,基于所述组合物的固体组分的总重量计。
所述有机抗氧化剂优选下列的一种或多种:金属的氨基甲酸类化合物、 酚型抗氧剂、胺型抗氧剂和杂环类抗氧剂,最优选酚型抗氧剂。
所述金属的氨基甲酸类化合物中的金属优选下列的一种或多种:铜、锌、钼和锑。
所述酚型抗氧剂优选下列的一种或多种:烷基的受阻酚、含硫醚结构的受阻酚酯、多环受阻酚和烷基硫代受阻酚,最优选2,6-二叔丁基-4-甲基苯酚。
所述胺型抗氧剂优选下列的一种或多种:苯二胺类抗氧剂、二苯胺类抗氧剂、苯基-α-萘胺类抗氧剂和吩噻嗪类抗氧剂。
所述杂环类抗氧剂优选下列的一种或多种:含硫化合物和含氮杂环化合物。
螯合剂(c)
本文中的术语“螯合剂”是指能够与金属离子,特别是重金属离子或过渡金属离子形成稳定复合物的化合物。
所述螯合剂的量优选0.01重量%-1.95重量%,进一步优选0.01重量%-1重量%,最优选0.05重量-1重量%,基于所述组合物的固体组分的总重量计。
所述螯合剂优选以螯合剂盐、螯合剂酸或螯合剂酯形式存在,最优选以螯合剂盐形式存在。
所述螯合剂盐优选螯合剂水溶性盐。
所述螯合剂水溶性盐在水中的溶解度优选不小于0.15g/100g水,更优选不小于1g/100g水,最优选1g/100g水-100g/100g水,在室温20℃下测得。
所述螯合剂水溶性盐优选满足以下条件:螯合剂水溶性盐的含量为4.3*10-7mol/g的水溶液的pH值大于5,优选大于6,更优选大于9,最优选9.5-11。
所述螯合剂水溶性盐优选下列的一种或多种:乙二胺四乙酸盐、酒石酸盐、柠檬酸盐、焦磷酸盐、三聚磷酸盐、六偏磷酸盐和葡萄糖酸盐。
所述螯合剂水溶性盐优选下列的一种或多种:单价阳离子盐和多价阳离子盐。所述螯合剂的水溶性单价阳离子盐的含量优选不小于45重量%,基于所述螯合剂水溶性盐的总重量计。
所述螯合剂的水溶性单价阳离子盐优选下列的一种或多种:乙二胺四乙酸单价阳离子盐、酒石酸单价阳离子盐、柠檬酸单价阳离子盐、焦磷酸单价阳离子盐、三聚磷酸单价阳离子盐、六偏磷酸单价阳离子盐、氨基三亚甲基膦酸单价阳离子盐, 乙二胺四亚甲基膦酸单价阳离子盐, 二乙三胺五亚甲基膦酸单价阳离子盐和葡萄糖酸单价阳离子盐,更优选下列的一种或多种:乙二胺四乙酸单价阳离子盐、酒石酸单价阳离子盐、柠檬酸单价阳离子盐、焦磷酸单价阳离子盐、三聚磷酸单价阳离子盐、六偏磷酸单价阳离子盐和葡萄糖酸单价阳离子盐,最优选下列的一种或多种:乙二胺四乙酸单价阳离子盐和焦磷酸单价阳离子盐。
所述乙二胺四乙酸单价阳离子盐优选下列的一种或多种:乙二胺四乙酸二钠、乙二胺四乙酸三钠、乙二胺四乙酸四钠、乙二胺四乙酸二铵、乙二胺四乙酸二钾和乙二胺四乙酸四钾中,最优选下列的一种或多种:乙二胺四乙酸四钠和乙二胺四乙酸四钾。
所述酒石酸单价阳离子盐优选酒石酸钠钾。
所述柠檬酸单价阳离子盐优选柠檬酸三铵。
所述焦磷酸单价阳离子盐优选焦磷酸四钠。
所述螯合剂的水溶性多价阳离子盐优选下列的一种或多种:焦磷酸镁、柠檬酸镁、葡萄糖酸钙、葡萄糖酸镁和酒石酸镁。
所述螯合剂的水溶性多价阳离子盐的含量优选小于70重量%,基于所述螯合剂水溶性盐的总重量计。
所述螯合剂的水溶性单价阳离子盐和所述螯合剂的水溶性多价阳离子盐可以以独立化合物形式加入,也可以以包含螯合剂的水溶性单价阳离子盐和螯合剂的水溶性多价阳离子盐的化合物盐形式加入,例如乙二胺四乙酸二钠镁和乙二胺四乙酸二钠钙。当以化合物盐形式加入时,所述螯合剂的水溶性单价阳离子盐的含量的计算方法如下:∑单价阳离子摩尔质量*单价阳离子数/(∑多价阳离子摩尔质量*多价阳离子数+∑单价阳离子摩尔质量*单价阳离子数),例如乙二胺四乙酸二钠镁盐中水溶性单价盐的含量可如下计算:23*2/(23*2+24) = 65.7%。
所述螯合剂水溶性盐最优选下列的一种或多种:乙二胺四乙酸四钠、乙二胺四乙酸四钾和焦磷酸四钠。
稳定剂(e)
所述组合物可以进一步包含稳定剂。所述稳定剂有利地减少组合物的水解,从而延长组合物的适用期。
本文所用的术语“适用期”是指组合物的两种或更多种相互反应性组分的最初混合到所得组合物在使用合适的具有C50-1心轴的Brookfield R/S流变仪根据ASTM标准D7395-07测量时具有2500cps的在25℃下的粘度时的时间段。
所述稳定剂优选下列的一种或多种:碳二亚胺类化合物、环氧化合物、噁唑啉类化合物和氮丙啶类化合物。
所述稳定剂的含量优选0.5重量% -10重量%,最优选0.5重量%-2重量%,基于所述组合物的固体组分的总重量计。
交联剂(f)
所述组合物可以进一步包含交联剂。
所述交联剂优选下列的一种或多种:含异氰酸酯基团的化合物和含聚碳化二亚胺基团的化合物。
所述交联剂的含量优选0.1重量%-10重量%,基于所述组合物的固体组分的总重量计。
添加剂(g)
所述组合物可以进一步包含添加剂。所述添加剂优选下列的一种或多种:助粘合剂、增稠剂、粘合促进剂、润滑剂、润湿添加剂、染料、光稳定剂、老化抑制剂、颜料、流动控制剂、抗静电剂、UV吸收剂、成膜助剂、消泡剂和塑化剂。
所述添加剂的量可以是本领域的技术人员熟知的量。
不同于所述聚氨酯聚合物的聚合物(h)。
所述组合物可以进一步包含不同于所述聚氨酯聚合物的聚合物。
所述不同于所述聚氨酯聚合物的聚合物优选下列的一种或多种:聚酯聚合物、聚氨酯-聚丙烯酸酯聚合物、聚丙烯酸酯聚合物、聚酯-聚丙烯酸酯聚合物、醇酸树脂、聚酰胺/酰亚胺聚合物和聚环氧化物聚合物。
所述不同于所述聚氨酯聚合物的聚合物优选包含下列的一种或多种基团:羟基、氨基和硫醇基。
所述不同于所述聚氨酯聚合物的聚合物优选包含可水解基团。
本文所用的术语“可水解基团”是指聚酯基团、聚碳酸酯基团和聚酸酐基团。
所述不同于所述聚氨酯聚合物的聚合物与聚氨酯聚合物的重量比优选为1:10~10:1。
所述组合物优选涂料或粘着剂,进一步优选粘着剂,最优选耐黄变的粘着剂。
组合物的制备方法
优选所述聚氨酯聚合物(a)和水(d)形成水性聚氨酯分散体,然后引入所述有机抗氧化剂(b)、螯合剂(c)、任选的稳定剂(e)、任选的交联剂(f)和任选的添加剂(g)得到所述组合物。
优选所述聚氨酯聚合物(a)和水(d)形成水性聚氨酯分散体,然后引入所述有机抗氧化剂(b)、螯合剂(c)、任选的稳定剂(e)、任选的交联剂(f)、任选的添加剂(g)和任选的不同于所述聚氨酯聚合物的聚合物(h)得到所述组合物。
所述组合物中的水可以在聚氨酯聚合物形成前引入,也可以在聚氨酯聚合物形成过程中引入,或者可以在聚氨酯聚合物形成后引入。所述水优选在聚氨酯聚合物形成后引入。
所述水和聚氨酯聚合物混合形成水性聚氨酯分散体。
术语“水性聚氨酯分散体”也用作水性聚氨酯脲分散体和/或水性聚氨酯聚脲分散体和/或水性聚脲分散体的同义词。
制备所述聚氨酯聚合物时可以添加催化剂,例如二月桂酸二丁基锡。
所述聚氨酯聚合物优选通过预聚物混合法、丙酮法或熔体分散法制备,最优选使用丙酮法制备。
所述聚氨酯聚合物的各组分的混合顺序可以按照常规的方式进行。
所述多异氰酸酯和具有异氰酸酯反应性基团的化合物可以一次性加入或分多次加入,可以与之前加入的是相同成分或不同成分。
存在于聚氨酯聚合物中的有机溶剂可以通过蒸馏除去。所述有机溶剂可以在聚氨酯聚合物形成过程中移除,或者可以在聚氨酯聚合物形成后移除。
所述聚氨酯聚合物中残留的有机溶剂的量优选低于1.0重量%,基于聚氨酯聚合物的总重量计。
所述螯合剂可以以固体或水溶液形式加入。优选以螯合剂的水溶液形式加入,这样将更有利于螯合剂的分散。
所述螯合剂水溶性盐可以直接加入,或者可以通过酸碱中和的形式在组合物中形成。所述酸碱中和可以是完全或部分中和,优选完全中和。
所述酸可以是自由酸,能与碱发生中和反应形成螯合剂水溶性盐。所述自由酸优选下列的一种或多种:氨基羧酸、羟基羧酸、无机聚磷酸、羟氨基羧酸、有机多元膦酸和聚羧酸。
所述氨基羧酸优选乙二胺四乙酸和/或氨基三乙酸。
所述羟基羧酸优选下列的一种或多种:酒石酸、柠檬酸和葡萄糖酸。
所述无机聚磷酸优选下列的一种或多种:三聚磷酸、六偏磷酸和焦磷酸。
所述羟氨基羧酸优选羟乙基乙二胺三乙酸和/或二羟乙基甘氨酸。
所述水性聚氨酯分散体的固体含量优选 30重量% -70重量%,以所述水性聚氨酯分散体的量为100重量%计。
涂覆方法
所述基材优选下列的一种或多种:木材、塑料、金属、玻璃、纺织品、合金、织物、人造革、纸张、卡纸、EVA、橡胶、真皮、玻璃纤维、乙烯乙酸乙烯酯共聚物、聚烯烃、 热塑性聚氨酯、聚氨酯泡棉、聚合物纤维和石墨纤维,最优选下列的一种或多种:EVA、橡胶、真皮、人造革、乙烯乙酸乙烯酯共聚物、聚烯烃、 热塑性聚氨酯和聚氨酯泡棉。
所述“施加”可以是将所述粘着剂施加到所述基材的整个表面上或仅施加到所述基材的表面的一个或多个部分上。
所述“施加”可以是刷涂、浸渍、喷雾、辊涂、刮刀涂布、流涂、浇注、印刷或转印,优选刷涂、浸渍或喷雾。
制造粘接产品的方法
所述方法在步骤ii和步骤iii之间优选进一步包含步骤iv:
iv. 用光化辐射照射在步骤ii中处理过的基材表面。
所述制造粘接产品的方法,优选包含以下步骤:
i. 将根据本发明提供的粘着剂施加到基材的至少一个表面;
ii. 加热并干燥施加有粘着剂的基材表面;
iv. 用光化辐射照射在步骤ii中处理过的基材表面;和
iii. 使在步骤iv中处理过的基材表面与所述基材自身或一另外的基材的表面接触,得到所述粘接产品。
所述基材优选下列的一种或多种:木材、塑料、金属、玻璃、纺织品、合金、织物、人造革、纸张、卡纸、EVA、橡胶、真皮、玻璃纤维、乙烯乙酸乙烯酯共聚物、聚烯烃、 热塑性聚氨酯、聚氨酯泡棉、聚合物纤维和石墨纤维,最优选下列的一种或多种:EVA、橡胶、真皮、人造革、乙烯乙酸乙烯酯共聚物、聚烯烃、 热塑性聚氨酯和聚氨酯泡棉。
所述“施加”可以是将所述粘着剂施加到所述基材的整个表面上或仅施加到所述基材的表面的一个或多个部分上。
所述“施加”可以是刷涂、浸渍、喷雾、辊涂、刮刀涂布、流涂、浇注、印刷或转印,优选刷涂、浸渍或喷雾。
所述“加热并干燥施加有粘着剂的基材表面”可以是指仅加热并干燥基材表面,或者可以指加热并干燥包括施加有粘着剂的基材表面在内的部分基材或全部基材。
所述“加热并干燥”可以除去易挥发组分。所述易挥发组分可以是水。
所述“加热并干燥”优选下列的一种或多种:红外热辐射、近红外热辐射、微波和在温度升高的条件下用对流炉或喷雾干燥器。
所述加热的温度尽可能高,但不应当高于基材以不可控方式变形或遭遇其它破坏的温度界限。
所述光化辐射照射优选在所述在步骤ii中处理过的基材表面温度不低于35℃时进行,最优选在步骤ii中的处理后立即进行。
所述“光化辐射照射在步骤ii中处理过的基材表面”可以是指仅照射基材表面,或者可以指照射包括基材表面在内的部分基材或全部基材。
所述光化辐射使粘着剂结晶并固化。
所述光化辐射优选UV辐射、日光辐射、在不存在氧的情况下用惰性气体或贫氧气体进行辐射或用对辐射透明的介质覆盖需照射的部位进行辐射,最优选UV辐射或日光辐射。
所述惰性气体优选氮气或二氧化碳。所述对辐射透明的介质优选合成膜、玻璃或液体例如水。
在所述UV辐射或日光辐射中可以用中压或高压汞蒸气灯,并任选地掺杂其它元素,如镓或铁来改性汞蒸气,或者可以用激光、脉冲灯、卤素灯或准分子辐射器。
所述光化辐射最优选UV辐射。所述UV辐射中最优选使用固定安装的汞辐射。
当基材具有复杂形状的三维表面时,优选使用多个辐射装置进行辐射,合理布置辐射装置以使得表面均匀接受辐射。
所述光化辐射的波长优选200nm-750nm。
所述光化辐射的剂量优选不小于80 mJ/cm2,进一步优选是80 mJ/cm2-5000 mJ/cm2,再优选是200 mJ/cm2-2000 mJ/cm2,最优选是1250mJ/cm2-1950mJ/cm2。
在上述范围内,光化辐射的辐射剂量尽可能高,但不应当高于基材以不可控方式变形或遭遇其它破坏的辐射剂量界限。
所述接触优选是在基材表面的温度降低到粘着剂可粘合温度以下前进行,进一步优选是在基材表面温度不低于60℃前进行的。
所述在步骤iv中处理过的基材表面优选在一小时内,进一步优选30分钟内,再优选在10分钟内,最优选在5分钟内与所述基材自身或一另外的基材接触得到所述粘接产品。
所述另外的基材可以是需要粘合的任何基材。
所述另外的基材与所述基材可以相同,或者可以不相同。
所述另外的基材优选和所述基材一样经过涂布、加热和光化辐射处理。
所述另外的基材与所述基材表面接触之前优选没有用底漆、高能辐射或臭氧处理过。
所述高能辐射可以是电离辐射,特别是等离子体。
使所述在步骤ii中处理过的或在步骤iv中处理过的基材表面与所述基材自身或所述另外的基材接触后,还可以进一步进行热处理。
使所述在步骤ii中处理过的或在步骤iv中处理过的基材表面与所述基材自身或所述另外的基材接触后,还可以进一步进行冷却处理,使所述粘接产品的温度降至室温。
所述引入热的方法优选下列的一种或多种:在温度升高的条件下用对流炉或喷雾干燥器、红外热辐射、近红外热辐射、微波和与涂有本发明的粘着剂的基材接触的物体来传递热。
在步骤ii中处理过的或在步骤iv中处理过的基材表面与所述基材自身或另外的基材接触之前,优选不需要引入热至基材表面。
粘接产品
所述粘接产品优选鞋。
实施例
除非另外限定,本文所使用的所有技术和科学术语具有本发明所属领域技术人员通常理解的相同意义。当本说明书中术语的定义与本发明所属领域技术人员通常理解的意义有矛盾时,以本文中所述的定义为准。
除非另有说明,否则在说明书和权利要求书中使用的表达成分的量、反应条件等的所有数值被理解为在被术语“约”修饰。因此,除非有相反指示,否则在这里阐述的数值和参数是能够根据需要获得的所需性能来变化的近似值。
本文中所用的“和/或”是指所提及的要素之一或全部。
本文中所用“包含”、“包括”和“含有”涵盖只有所提及要素的情形以及除了所提及要素还存在其它未提及要素的情形。
本发明中所有百分比均为重量百分比,另有说明的除外。
本发明的分析和测量都在23℃的温度下进行,另有说明的除外。
除非另有说明,否则在本说明书中所用的“一”、“一种”、“一个”和“该”意在包括“至少一种”或“一种或多种”。例如,“一组分”是指一种或多种组分,因此在所述实施方案的实施中可能考虑并可能采用或使用多于一种组分。
水性聚氨酯分散体的固体含量使用Mettler Toledo的HS153水分分析仪根据DIN-EN ISO 3251进行。
异氰酸酯基团(NCO)含量根据DIN-EN ISO 11909按体积测定,测定的数据包括游离的和潜在游离的NCO含量。
pH值使用德国Sartorius的PB-10pH计在23℃下测量。
熔融焓及熔融温度使用Perkin-Elmer的DSC-7根据DIN 65467在20℃-100℃测得,结果取自第一次升温曲线,另有说明的除外。
羟值根据ASTM D4274测定。
原料和试剂
聚酯I:1,4-丁二醇聚己二酸酯二醇,OH值50,熔融焓为91.0 J/g,可购自德国科思创股份有限公司。
聚酯II :由1,6-己二醇、新戊二醇和己二酸构成的聚酯二醇,OH值66,熔融焓为55J/g,可购自购自德国科思创股份有限公司。
Desmodur® H :1,6-六亚甲基二异氰酸酯,可购自德国购自科思创股份有限公司。
Desmodur® VP.PU 1806:4,4’-二苯甲烷二异氰酸酯,可购自德国购自科思创股份有限公司。
乙二胺四乙酸四钠盐(EDTA4Na):在其乙二胺四乙酸四钠盐的含量为4.3*10-7mol/g的水溶液的pH值为10.35,可购自国药集团化学试剂有限公司,在室温20℃下测得的其溶解度为 100g/100g。
焦磷酸钠:在其焦磷酸钠的含量为4.3*10-7 mol/g的水溶液的pH值为9.89,可购自国药集团化学试剂有限公司,在室温20℃下测得的溶解度为 6.2g/100g。
2,6-二叔丁基-4-甲基苯酚:有机抗氧化剂,可购自默克化学。
AAS:二氨基磺酸钠NH2-CH2CH2-NH-CH2CH2-SO3Na,在水中45%的浓度,购自科思创股份有限公司。
发明实施例和对比实施例中组合物的制备方法
对比实施例1
将607.5g聚酯I和57.4g聚酯II在110℃和15 mbar下脱水1小时,然后添加3.0g 1,4-丁二醇并在搅拌的同时冷却。在60℃下添加71.0g Desmodur® H,然后添加8.4gDesmodur® VP.PU 1806,在80-90℃下搅拌直到达到1.3%的异氰酸酯含量。然后将混合物溶解在1121g丙酮中并冷却到50℃得到反应溶液。将7.0g AAS、0.9g二羟乙基胺和1.9g 2-(2-氨基乙氧基)乙醇在80 g水中的溶液添加到该反应混合物溶液中并剧烈搅拌30分钟之后,添加669g水将该混合物分散,随后蒸馏分离出丙酮,获得对比实施例1的组合物,其中包含的水性聚氨酯分散体1(PUD1)的固体含量为50.1重量%。
实施例1
按照表1中所示的量,将有机抗氧化剂、螯合剂与对比实施例1的水性聚氨酯分散体1混合,将该混合物搅拌或震荡得到均匀的组合物。
对比实施例2
按照表1 中所示的量,将有机抗氧化剂与对比实施例1的水性聚氨酯分散体1混合,将该混合物搅拌或震荡得到均匀的组合物,组合物有轻微絮凝现象。
对比实施例3
按照表1 中所示的量,将有机抗氧化剂与对比实施例1的水性聚氨酯分散体混合,将该混合物搅拌或震荡得到均匀的组合物。
对比实施例4
按照表1 中所示的量,将有机抗氧化剂与对比实施例1的水性聚氨酯分散体1混合,将该混合物搅拌或震荡得到均匀的组合物。
对比实施例5
按照表1 中所示的量,将有机抗氧化剂与对比实施例1的水性聚氨酯分散体1混合,将该混合物搅拌或震荡得到均匀的组合物。
对比实施例6
按照表1 中所示的量,将有机抗氧化剂与对比实施例1的水性聚氨酯分散体1混合,将该混合物搅拌或震荡得到均匀的组合物。
对比实施例7
按照表1 中所示的量,将螯合剂与对比实施例1的水性聚氨酯分散体1混合,将该混合物搅拌或震荡得到均匀的组合物。
对比实施例8
将450g聚酯I和42.5g聚酯II在110℃和15 mbar下脱水1小时,然后添加2.3g 1,4-丁二醇并在搅拌的同时冷却。在80℃下添加0.6g BHT,在60℃下添加52.6g Desmodur®H,然后添加6.3g Desmodur® VP.PU 1806,在80-90℃下搅拌直到达到1.3%的异氰酸酯含量。然后将混合物溶解在831g丙酮中并冷却到50℃得到反应溶液。将5.2g AAS、0.6g二羟乙基胺和1.4g 2-(2-氨基乙氧基)乙醇在59.4g水中的溶液添加到该反应混合物溶液中并剧烈搅拌30分钟之后,添加496g水将该混合物分散,随后蒸馏分离出丙酮,获得对比实施例8的组合物,其中包含的水性聚氨酯分散体2(PUD2)的固体含量为50.1重量%。
实施例2
按照表1 中所示的量,将螯合剂与对比实施例8的组合物混合,将该混合物搅拌或震荡得到均匀的组合物。
实施例3
按照表1 中所示的量,将螯合剂与对比实施例8的组合物混合,将该混合物搅拌或震荡得到均匀的组合物。
实施例4
按照表1 中所示的量,将螯合剂与对比实施例8的组合物混合,将该混合物搅拌或震荡得到均匀的组合物。
实施例5
按照表1 中所示的量,将螯合剂与对比实施例8的组合物混合,将该混合物搅拌或震荡得到均匀的组合物。
对比实施例9
按照表1 中所示的量,将螯合剂与对比实施例8的组合物混合,将该混合物搅拌或震荡得到均匀的组合物。
对比实施例10
按照表1 中所示的量,将螯合剂与对比实施例8的组合物混合,将该混合物搅拌或震荡得到均匀的组合物,组合物发生絮凝。
对比实施例11
将450g聚酯I和42.5g聚酯II在110℃和15 mbar下脱水1小时,然后添加2.3g 1,4-丁二醇并在搅拌的同时冷却。在80℃下添加0.06g BHT,在60℃下添加52.6g Desmodur®H,然后添加6.3g Desmodur® VP.PU 1806,在80-90℃下搅拌直到达到1.3%的异氰酸酯含量。然后将混合物溶解在831g丙酮中并冷却到50℃得到反应溶液。将5.2g AAS、0.6g二羟乙基胺和1.4g 2-(2-氨基乙氧基)乙醇在59.4g水中的溶液添加到该反应混合物溶液中并剧烈搅拌30分钟之后,添加496g水将该混合物分散,随后蒸馏分离出丙酮,获得对比实施例11的组合物,其中包含的水性聚氨酯分散体3(PUD3)的固体含量为49.3重量%。
实施例6
按照表1 中所示的量,将螯合剂与对比实施例11的组合物混合,将该混合物搅拌或震荡得到均匀的组合物。
实施例7
按照表1 中所示的量,将螯合剂与对比实施例11的组合物混合,将该混合物搅拌或震荡得到均匀的组合物。
实施例8
按照表1 中所示的量,将螯合剂与对比实施例11的组合物混合,将该混合物搅拌或震荡得到均匀的组合物。
实施例9
按照表1 中所示的量,将螯合剂与对比实施例11的组合物混合,将该混合物搅拌或震荡得到均匀的组合物。
对比实施例12
按照表1 中所示的量,将螯合剂与对比实施例11的组合物混合,将该混合物搅拌或震荡得到均匀的组合物。
对比实施例13
按照表1 中所示的量,将螯合剂与对比实施例11的组合物混合,将该混合物搅拌或震荡得到均匀的组合物,组合物发生絮凝。
性能测定
耐黄变性测试方法
分别称取20g发明实施例与对比实施例的组合物,倒入平底的特氟龙盘中,存放在室温下得到干涂层。涂层厚度为0.78 mm ±0.08mm。将涂层均匀切成几份,其中一份放入120℃的烤箱内烘烤16小时。剩余的涂层存放于常温下,作为颜色变化对比的参照物。
颜色的对比基于CIELAB方法。将样品置于同一白色背景上用BYK色差仪测试L,a,b值。∆b值等于经过高温处理的涂层样品的b值和在室温存放未经过高温处理的同一样品的b值的差值。∆b值越大,涂层的黄变程度越大。
∆b性能测试结果示于表1中。
如可由表1看到的,在比较实施例1和对比实施例1-7时,通过不含螯合剂或有机抗氧化剂的对比组合物形成的涂层的∆b值比本发明的组合物的情况中的大得多,说明通过本发明的组合物形成的涂层的耐黄变性比对比组合物的好得多。
在比较实施例2-5和对比实施例8-10时,可以看到,由螯合剂的量为2重量%或更多的对比组合物形成的涂层的表面出现粉末,或甚至组合物絮凝并无法形成涂层。
在比较实施例6-9和对比实施例11-13时,由不含螯合剂的对比组合物形成的涂层的∆b值比本发明的组合物的情况中大得多,说明由本发明的组合物形成的涂层的耐黄变性比对比组合物的情况中的好得多。由螯合剂的量大于1.95重量%的组合物形成的涂层的表面出现粉末,或甚至组合物絮凝并无法形成涂层。
对于本领域技术人员显而易见的是,本发明不限于前述的具体细节,且在不脱离本发明的精神或主要特性的前提下,本发明可实施为其他特定形式。因此从所有方面来说都应将所述实施例认为是例示性而非限制性的,从而由权利要求书而非前述说明来指出本发明的范围。因此,任何改变,只要其属于权利要求等效物的含义和范围中,都应视作属于本发明。
Claims (20)
1.一种组合物,包含:
(a)聚氨酯聚合物,所述聚氨酯聚合物是包含下列组分的反应产物:
(a1)多异氰酸酯,
(a2)具有异氰酸酯反应性基团的化合物,所述具有异氰酸酯反应性基团的化合物包含聚酯多元醇,所述聚酯多元醇的量大于10重量%,基于所述具有异氰酸酯反应性基团的化合物的总重量计,
(a3)任选的乳化剂,
(a4)任选的溶剂,和
(a5)任选的反应性稀释剂;
(b)有机抗氧化剂,所述抗氧化剂的量为0.001重量%-1重量%,基于所述组合物的固体组分的总重量计;
(c)螯合剂;
(d)水;
(e)任选的稳定剂;
(f)任选的交联剂;和
(g)任选的添加剂。
2.如权利要求1所述的组合物,其特征在于,所述聚氨酯聚合物(a)基于根据DIN65467基于通过DSC测量的第一次升温曲线在20℃-100℃的熔融焓大于15J/g,或通过干燥所述组合物形成的膜,根据DIN65467基于通过DSC测量的第一次升温曲线在20℃-100℃的熔融焓大于15J/g。
3.如权利要求1所述的组合物,其特征在于,所述具有异氰酸酯反应性基团的化合物(a2)根据DIN65467基于通过DSC测量的第一次升温曲线在20℃-100℃的熔融焓大于15J/g。
4.如权利要求1所述的组合物,其特征在于,所述有机抗氧化剂(b)的量为50ppm-5000ppm,基于所述组合物的固体组分的总重量计。
5.如权利要求1所述的组合物,其特征在于,所述有机抗氧化剂(b)的量为0.01重量%-0.5重量%,基于所述组合物的固体组分的总重量计。
6.如权利要求1所述的组合物,其特征在于,所述螯合剂(c)的量为0.01重量%-1.95重量%,基于所述组合物的固体组分的总重量计。
7.如权利要求1所述的组合物,其特征在于,所述螯合剂(c)以螯合剂水溶性盐形式存在,其中螯合剂水溶性盐满足以下条件:螯合剂水溶性盐的含量为4.3*10-7mol/g的水溶液的pH值大于5,优选大于6,最优选大于9。
8.如权利要求7所述的组合物,其特征在于,所述螯合剂水溶性盐是下列的一种或多种:乙二胺四乙酸盐、酒石酸盐、柠檬酸盐、焦磷酸盐、三聚磷酸盐、六偏磷酸盐和葡萄糖酸盐,最优选下列的一种或多种:乙二胺四乙酸四钠、乙二胺四乙酸四钾和焦磷酸四钠。
9.如权利要求1所述的组合物,其特征在于,所述稳定剂(e)是下列的一种或多种:碳二亚胺类化合物、环氧化合物、噁唑啉类化合物和氮丙啶类化合物,所述稳定剂的量是0.5重量%-10重量%,基于所述组合物的固体组分的总重量计。
10.如权利要求1-9任一项所述的组合物,其特征在于,所述组合物是涂料或粘着剂。
11.如权利要求1-10任一项所述的组合物的制备方法,包含以下步骤:以任意方式混合所述聚氨酯聚合物(a)或制备所述聚氨酯聚合物的组分、有机抗氧化剂(b)、螯合剂(c)、水(d)、任选的稳定剂(e)、任选的交联剂(f)和任选的添加剂(g)。
12.如权利要求11所述的方法,其特征在于,所述聚氨酯聚合物(a)和水(d)形成水性聚氨酯分散体,然后引入所述有机抗氧化剂(b)、螯合剂(c)、任选的稳定剂(e)、任选的交联剂(f)和任选的添加剂(g)得到所述组合物。
13.如权利要求11-12任一项所述的方法,其特征在于,所述螯合剂(c)以水溶液形式加入。
14.根据权利要求1-10任一项所述的组合物用于制备涂覆产品的用途。
15.一种涂覆方法,包含以下步骤:将如权利要求1-10任一项所述的组合物施加到基材表面,随后使其固化。
16.一种涂覆产品,包含基材以及通过将根据权利要求1-10任一项所述的组合物施加到所述基材上形成的涂层。
17.制造粘接产品的方法,包含以下步骤:
i. 将根据权利要求1-10任一项所述的组合物施加到基材的至少一个表面;
ii. 加热并干燥施加有组合物的基材表面;和
iii. 使在步骤ii中处理过的基材表面与所述基材自身或一另外的基材的表面接触,得到所述粘接产品。
18.如权利要求17所述的方法,其特征在于,在步骤ii和步骤iii之间进一步包含步骤iv:
iv. 用光化辐射照射在步骤ii中处理过的基材表面。
19.如权利要求17所述的方法,其特征在于,所述基材优选下列的一种或多种:木材、塑料、金属、玻璃、纺织品、合金、织物、人造革、纸张、卡纸、EVA、橡胶、真皮、玻璃纤维、乙烯乙酸乙烯酯共聚物、聚烯烃、热塑性聚氨酯、聚氨酯泡棉、聚合物纤维和石墨纤维。
20.一种通过根据权利要求17-19任一项所述的方法制造得到的粘接产品。
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US20210269670A1 (en) | 2021-09-02 |
EP3841141A1 (en) | 2021-06-30 |
US11965108B2 (en) | 2024-04-23 |
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