CN115461507B - 凝固物的制造方法 - Google Patents
凝固物的制造方法 Download PDFInfo
- Publication number
- CN115461507B CN115461507B CN202180029557.6A CN202180029557A CN115461507B CN 115461507 B CN115461507 B CN 115461507B CN 202180029557 A CN202180029557 A CN 202180029557A CN 115461507 B CN115461507 B CN 115461507B
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- CN
- China
- Prior art keywords
- mass
- urethane resin
- polyol
- compound
- polyisocyanate
- Prior art date
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- 239000000463 material Substances 0.000 title claims abstract description 39
- 238000004519 manufacturing process Methods 0.000 title abstract description 22
- 229920002803 thermoplastic polyurethane Polymers 0.000 claims abstract description 76
- 239000006185 dispersion Substances 0.000 claims abstract description 42
- 239000000835 fiber Substances 0.000 claims abstract description 33
- 150000001875 compounds Chemical class 0.000 claims abstract description 32
- 239000000701 coagulant Substances 0.000 claims abstract description 15
- 238000000034 method Methods 0.000 claims abstract description 13
- 239000002994 raw material Substances 0.000 claims abstract description 9
- 239000000758 substrate Substances 0.000 claims abstract description 9
- 229920005862 polyol Polymers 0.000 claims description 25
- 150000003077 polyols Chemical class 0.000 claims description 24
- 239000003995 emulsifying agent Substances 0.000 claims description 22
- 239000004970 Chain extender Substances 0.000 claims description 21
- 239000005056 polyisocyanate Substances 0.000 claims description 17
- 229920001228 polyisocyanate Polymers 0.000 claims description 17
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 6
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 5
- 229920000570 polyether Polymers 0.000 claims description 5
- 239000011780 sodium chloride Substances 0.000 claims description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 4
- 150000007522 mineralic acids Chemical class 0.000 claims description 3
- 125000006353 oxyethylene group Chemical group 0.000 claims description 3
- 239000004417 polycarbonate Substances 0.000 claims description 3
- 229920000515 polycarbonate Polymers 0.000 claims description 3
- 239000005062 Polybutadiene Substances 0.000 claims description 2
- 125000002723 alicyclic group Chemical group 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 229920002857 polybutadiene Polymers 0.000 claims description 2
- 229920005906 polyester polyol Polymers 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- 239000003513 alkali Substances 0.000 abstract description 18
- 238000004043 dyeing Methods 0.000 abstract description 16
- 239000002253 acid Substances 0.000 abstract description 7
- 150000002736 metal compounds Chemical class 0.000 abstract description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 29
- -1 polyethylene Polymers 0.000 description 23
- 239000002585 base Substances 0.000 description 20
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 18
- 239000004793 Polystyrene Substances 0.000 description 16
- 229920002223 polystyrene Polymers 0.000 description 16
- 239000004744 fabric Substances 0.000 description 10
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 9
- 125000003277 amino group Chemical group 0.000 description 9
- 239000011259 mixed solution Substances 0.000 description 9
- 239000004745 nonwoven fabric Substances 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- 239000007864 aqueous solution Substances 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 8
- 239000000203 mixture Substances 0.000 description 8
- 229920001223 polyethylene glycol Polymers 0.000 description 8
- 239000007787 solid Substances 0.000 description 8
- 238000003786 synthesis reaction Methods 0.000 description 8
- 230000015271 coagulation Effects 0.000 description 7
- 238000005345 coagulation Methods 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- 239000003960 organic solvent Substances 0.000 description 7
- BJZYYSAMLOBSDY-QMMMGPOBSA-N (2s)-2-butoxybutan-1-ol Chemical compound CCCCO[C@@H](CC)CO BJZYYSAMLOBSDY-QMMMGPOBSA-N 0.000 description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- 229920001971 elastomer Polymers 0.000 description 6
- 239000000839 emulsion Substances 0.000 description 6
- 238000012545 processing Methods 0.000 description 6
- 229920005989 resin Polymers 0.000 description 6
- 239000011347 resin Substances 0.000 description 6
- 239000005060 rubber Substances 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 6
- 239000002202 Polyethylene glycol Substances 0.000 description 5
- 239000000654 additive Substances 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 5
- 238000004945 emulsification Methods 0.000 description 5
- 230000001804 emulsifying effect Effects 0.000 description 5
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 5
- 238000005470 impregnation Methods 0.000 description 5
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 5
- 239000002245 particle Substances 0.000 description 5
- 239000002562 thickening agent Substances 0.000 description 5
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 description 4
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
- 239000004698 Polyethylene Substances 0.000 description 4
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 4
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 4
- 235000011130 ammonium sulphate Nutrition 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 4
- 238000000605 extraction Methods 0.000 description 4
- 238000001125 extrusion Methods 0.000 description 4
- 238000011049 filling Methods 0.000 description 4
- 229920000728 polyester Polymers 0.000 description 4
- 229920000573 polyethylene Polymers 0.000 description 4
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- MSXVEPNJUHWQHW-UHFFFAOYSA-N 2-methylbutan-2-ol Chemical compound CCC(C)(C)O MSXVEPNJUHWQHW-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- RVGRUAULSDPKGF-UHFFFAOYSA-N Poloxamer Chemical compound C1CO1.CC1CO1 RVGRUAULSDPKGF-UHFFFAOYSA-N 0.000 description 3
- 239000004743 Polypropylene Substances 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-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
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 238000004440 column chromatography Methods 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 230000003472 neutralizing effect Effects 0.000 description 3
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 3
- 238000007711 solidification Methods 0.000 description 3
- 230000008023 solidification Effects 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 2
- WFRBDWRZVBPBDO-UHFFFAOYSA-N 2-methyl-2-pentanol Chemical compound CCCC(C)(C)O WFRBDWRZVBPBDO-UHFFFAOYSA-N 0.000 description 2
- FRDAATYAJDYRNW-UHFFFAOYSA-N 3-methyl-3-pentanol Chemical compound CCC(C)(O)CC FRDAATYAJDYRNW-UHFFFAOYSA-N 0.000 description 2
- 239000004254 Ammonium phosphate Substances 0.000 description 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 2
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 2
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 235000019270 ammonium chloride Nutrition 0.000 description 2
- 229910000148 ammonium phosphate Inorganic materials 0.000 description 2
- 235000019289 ammonium phosphates Nutrition 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 2
- ZCCIPPOKBCJFDN-UHFFFAOYSA-N calcium nitrate Chemical compound [Ca+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ZCCIPPOKBCJFDN-UHFFFAOYSA-N 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- VKIRRGRTJUUZHS-UHFFFAOYSA-N cyclohexane-1,4-diamine Chemical compound NC1CCC(N)CC1 VKIRRGRTJUUZHS-UHFFFAOYSA-N 0.000 description 2
- MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical compound [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
- QNVRIHYSUZMSGM-UHFFFAOYSA-N hexan-2-ol Chemical compound CCCCC(C)O QNVRIHYSUZMSGM-UHFFFAOYSA-N 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 239000002649 leather substitute Substances 0.000 description 2
- CKFGINPQOCXMAZ-UHFFFAOYSA-N methanediol Chemical compound OCO CKFGINPQOCXMAZ-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 2
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 238000007614 solvation Methods 0.000 description 2
- 239000000600 sorbitol Substances 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- NHGXDBSUJJNIRV-UHFFFAOYSA-M tetrabutylammonium chloride Chemical compound [Cl-].CCCC[N+](CCCC)(CCCC)CCCC NHGXDBSUJJNIRV-UHFFFAOYSA-M 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
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- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
- 239000001124 (E)-prop-1-ene-1,2,3-tricarboxylic acid Substances 0.000 description 1
- NNOZGCICXAYKLW-UHFFFAOYSA-N 1,2-bis(2-isocyanatopropan-2-yl)benzene Chemical compound O=C=NC(C)(C)C1=CC=CC=C1C(C)(C)N=C=O NNOZGCICXAYKLW-UHFFFAOYSA-N 0.000 description 1
- MTZUIIAIAKMWLI-UHFFFAOYSA-N 1,2-diisocyanatobenzene Chemical compound O=C=NC1=CC=CC=C1N=C=O MTZUIIAIAKMWLI-UHFFFAOYSA-N 0.000 description 1
- ZXHZWRZAWJVPIC-UHFFFAOYSA-N 1,2-diisocyanatonaphthalene Chemical compound C1=CC=CC2=C(N=C=O)C(N=C=O)=CC=C21 ZXHZWRZAWJVPIC-UHFFFAOYSA-N 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- 229940035437 1,3-propanediol Drugs 0.000 description 1
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- NSMWYRLQHIXVAP-UHFFFAOYSA-N 2,5-dimethylpiperazine Chemical compound CC1CNC(C)CN1 NSMWYRLQHIXVAP-UHFFFAOYSA-N 0.000 description 1
- PAWQVTBBRAZDMG-UHFFFAOYSA-N 2-(3-bromo-2-fluorophenyl)acetic acid Chemical compound OC(=O)CC1=CC=CC(Br)=C1F PAWQVTBBRAZDMG-UHFFFAOYSA-N 0.000 description 1
- QNVRIHYSUZMSGM-LURJTMIESA-N 2-Hexanol Natural products CCCC[C@H](C)O QNVRIHYSUZMSGM-LURJTMIESA-N 0.000 description 1
- ZOZUIYWHDFVMEM-UHFFFAOYSA-M 2-methylpropyl(triphenyl)azanium;bromide Chemical compound [Br-].C=1C=CC=CC=1[N+](C=1C=CC=CC=1)(CC(C)C)C1=CC=CC=C1 ZOZUIYWHDFVMEM-UHFFFAOYSA-M 0.000 description 1
- UDVRROYKHLBOPZ-UHFFFAOYSA-N 3,3-dihydroxy-2-methylpropanoic acid Chemical compound OC(O)C(C)C(O)=O UDVRROYKHLBOPZ-UHFFFAOYSA-N 0.000 description 1
- BYPFICORERPGJY-UHFFFAOYSA-N 3,4-diisocyanatobicyclo[2.2.1]hept-2-ene Chemical compound C1CC2(N=C=O)C(N=C=O)=CC1C2 BYPFICORERPGJY-UHFFFAOYSA-N 0.000 description 1
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
- 229920002972 Acrylic fiber Polymers 0.000 description 1
- USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 1
- 239000005695 Ammonium acetate Substances 0.000 description 1
- 239000001715 Ammonium malate Substances 0.000 description 1
- GEHMBYLTCISYNY-UHFFFAOYSA-N Ammonium sulfamate Chemical compound [NH4+].NS([O-])(=O)=O GEHMBYLTCISYNY-UHFFFAOYSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 description 1
- 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 description 1
- 229920000049 Carbon (fiber) Polymers 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- 239000005058 Isophorone diisocyanate Substances 0.000 description 1
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 description 1
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 1
- OKIZCWYLBDKLSU-UHFFFAOYSA-M N,N,N-Trimethylmethanaminium chloride Chemical compound [Cl-].C[N+](C)(C)C OKIZCWYLBDKLSU-UHFFFAOYSA-M 0.000 description 1
- OMRDSWJXRLDPBB-UHFFFAOYSA-N N=C=O.N=C=O.C1CCCCC1 Chemical compound N=C=O.N=C=O.C1CCCCC1 OMRDSWJXRLDPBB-UHFFFAOYSA-N 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- 229920002582 Polyethylene Glycol 600 Polymers 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- BCKXLBQYZLBQEK-KVVVOXFISA-M Sodium oleate Chemical compound [Na+].CCCCCCCC\C=C/CCCCCCCC([O-])=O BCKXLBQYZLBQEK-KVVVOXFISA-M 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
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- WYXIGTJNYDDFFH-UHFFFAOYSA-Q triazanium;borate Chemical compound [NH4+].[NH4+].[NH4+].[O-]B([O-])[O-] WYXIGTJNYDDFFH-UHFFFAOYSA-Q 0.000 description 1
- FRLRKOBIHDUBMS-UHFFFAOYSA-N tributylazanium;iodide Chemical compound [I-].CCCC[NH+](CCCC)CCCC FRLRKOBIHDUBMS-UHFFFAOYSA-N 0.000 description 1
- NAWZSHBMUXXTGV-UHFFFAOYSA-M triethyl(hexyl)azanium;bromide Chemical compound [Br-].CCCCCC[N+](CC)(CC)CC NAWZSHBMUXXTGV-UHFFFAOYSA-M 0.000 description 1
- YAXDBEZBVYFNDT-UHFFFAOYSA-M triethyl(hexyl)azanium;chloride Chemical compound [Cl-].CCCCCC[N+](CC)(CC)CC YAXDBEZBVYFNDT-UHFFFAOYSA-M 0.000 description 1
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- NIUZJTWSUGSWJI-UHFFFAOYSA-M triethyl(methyl)azanium;chloride Chemical compound [Cl-].CC[N+](C)(CC)CC NIUZJTWSUGSWJI-UHFFFAOYSA-M 0.000 description 1
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Classifications
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06N—WALL, FLOOR, OR LIKE COVERING MATERIALS, e.g. LINOLEUM, OILCLOTH, ARTIFICIAL LEATHER, ROOFING FELT, CONSISTING OF A FIBROUS WEB COATED WITH A LAYER OF MACROMOLECULAR MATERIAL; FLEXIBLE SHEET MATERIAL NOT OTHERWISE PROVIDED FOR
- D06N3/00—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof
- D06N3/12—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof with macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. gelatine proteins
- D06N3/14—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof with macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. gelatine proteins with polyurethanes
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/0804—Manufacture of polymers containing ionic or ionogenic groups
- C08G18/0819—Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups
- C08G18/0823—Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups containing carboxylate salt groups or groups forming them
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/0838—Manufacture of polymers in the presence of non-reactive compounds
- C08G18/0842—Manufacture of polymers in the presence of non-reactive compounds in the presence of liquid diluents
- C08G18/0861—Manufacture of polymers in the presence of non-reactive compounds in the presence of liquid diluents in the presence of a dispersing phase for the polymers or a phase dispersed in the polymers
- C08G18/0866—Manufacture of polymers in the presence of non-reactive compounds in the presence of liquid diluents in the presence of a dispersing phase for the polymers or a phase dispersed in the polymers the dispersing or dispersed phase being an aqueous medium
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/0895—Manufacture of polymers by continuous processes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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Abstract
本发明提供一种凝固物的制造方法,其特征在于,使以具有非离子性基团的化合物(a1)为原料的氨基甲酸酯树脂(X)的水分散体浸渗于纤维基材,接着浸渍于凝固剂(Y)。上述具有非离子性基团的化合物(a1)的使用率在构成氨基甲酸酯树脂(X)的原料的合计质量中优选为5质量%以下。上述凝固剂(Y)优选为选自金属化合物(Y1)、酸化合物(Y2)和上述酸化合物(Y2)以外的非金属合物(Y3)中的1种以上。根据本发明的制造方法,可以得到手感、耐碱性和耐染色性优异的凝固物。
Description
技术领域
本发明涉及凝固物的制造方法。
背景技术
氨基甲酸酯树脂从其机械强度、手感良好的方面出发,广泛用于合成皮革(包括人工皮革。)、涂布剂、粘接剂、手套、衣料等的制造。上述氨基甲酸酯树脂迄今为止以含有N,N-二甲基甲酰胺(DMF)的溶剂系的氨基甲酸酯树脂为主流。然而,以欧洲的DMF限制、中国的VOC排放限制的强化、大型服装制造商的DMF限制等为背景,要求基于弱溶剂化、水系化、无溶剂化等的环境协调对策。
在这样的环境下,使氨基甲酸酯树脂分散于水中而得到的氨基甲酸酯树脂水分散体(聚氨酯分散液)开始用于上述用途。然而,对于上述氨基甲酸酯树脂水分散体,与以往的溶剂系氨基甲酸酯树脂不同,在浸渗于纤维基材的情况下,存在如下缺点:向纤维基材内部的填充状态不是多孔的、在干燥工序中氨基甲酸酯树脂在纤维基材的表面偏析(迁移),因此不均匀且手感差。
另外,作为在上述用途中进行脱溶剂化的方法,为了使氨基甲酸酯树脂浸渗于微小的纤维间隔,开发了低粘度的氨基甲酸酯树脂水分散体,为了使氨基甲酸酯树脂均匀地凝固,开发了赋予了热敏凝固性的氨基甲酸酯树脂水分散体(例如,参照专利文献1。)。然而,该氨基甲酸酯树脂水分散体中,氨基甲酸酯树脂液的粘度在热敏凝固的过程中暂时降低,氨基甲酸酯树脂附着限制于纤维的交织点,因此被指出加工品的手感变得不良。因此,需要利用特殊的海岛结构纤维无纺布进行加工,在浸渗加工后需要纤维海部分的碱溶解提取工序,但碱提取工序的提取条件因加工量·使用纤维而各不相同,因此,存在提取容易变得不充分、在实际生产线中产生手感不良、由残留海部导致的染色不良的问题。
现有技术文献
专利文献
专利文献1:日本特开2016-84463号公报
发明内容
发明要解决的课题
本发明要解决的课题在于提供一种制造手感、耐碱性和耐染色性优异的凝固物的方法。
用于解决课题的手段
本发明提供一种凝固物的制造方法,其特征在于,使以具有非离子性基团的化合物(a1)为原料的氨基甲酸酯树脂(X)的水分散体浸渗于纤维基材,接着浸渍于凝固剂(Y)。
发明效果
根据本发明的制造方法,能够得到手感、耐碱性和耐染色性优异的凝固物。
具体实施方式
本发明的凝固物的制造方法中,使以具有非离子性基团的化合物(a1)为原料的氨基甲酸酯树脂(X)的水分散体浸渗于纤维基材,接下来,浸渍于凝固剂(Y)。
作为上述纤维基材,例如可以使用例如由聚酯纤维、聚乙烯纤维、尼龙纤维、丙烯酸系纤维、聚氨酯纤维、乙酸酯纤维、人造丝纤维、聚乳酸纤维、棉、麻、丝绸、羊毛、玻璃纤维、碳纤维、它们的混纺纤维等形成的无纺布、机织物、编织物等纤维基材;使聚氨酯树脂等树脂浸渗于上述无纺布而得到的纤维基材;在上述无纺布上进一步设置有多孔质层的纤维基材;热塑性氨基甲酸酯(TPU)等树脂基材等。
在本发明中,作为上述氨基甲酸酯树脂(X),必须使用以具有非离子性基团的化合物(a1)为原料的、所谓的非离子性氨基甲酸酯树脂。作为上述氨基甲酸酯树脂(X),优选不含阳离子性基团和阴离子性基团,由此能够得到具有更优异的耐碱性和耐染色性的凝固物。
作为上述具有非离子性基团的化合物(a1),例如可举出具有氧乙烯结构的化合物,例如可以使用聚乙二醇、聚氧乙烯聚氧丙烯二醇、聚氧乙烯聚氧四亚甲基二醇、聚乙二醇二甲醚等具有氧乙烯结构的聚醚多元醇。这些化合物可以单独使用,也可以并用2种以上。其中,从能够更简便地控制亲水性,并且得到更优异的耐碱性和耐染色性的观点考虑,优选使用选自聚乙二醇、聚氧乙烯聚氧丙烯二醇和聚乙二醇二甲醚中的1种以上的化合物,特别优选聚乙二醇。
作为上述具有非离子性基团的化合物(a1)的数均分子量,从得到更优异的耐碱性、耐染色性、乳化性和水分散稳定性的方面出发,优选为200~10,000的范围,更优选为300~3,000的范围,更优选为300~2,000的范围。需要说明的是,上述具有非离子性基团的化合物(a1)的数均分子量表示通过凝胶渗透柱色谱(GPC)法测定的值。
作为上述具有非离子性基团的化合物(a1)的使用比例,从得到更优异的耐碱性、耐染色性、乳化性和水分散稳定性的观点出发,在构成氨基甲酸酯树脂(X)的原料的合计质量中优选为5质量%以下,更优选为4质量%以下,进一步优选为0.25~3.5质量%的范围,特别优选为0.5~3质量%的范围。
作为上述氨基甲酸酯树脂(X),具体而言,例如可以使用具有非离子性基团的化合物(a1)、扩链剂(a2)、多元醇(a3)和多异氰酸酯(a4)的反应物。
作为上述扩链剂(a2),可以使用分子量小于500(优选为50~450的范围)的扩链剂,具体而言,可以使用乙二醇、二乙二醇、三乙二醇、丙二醇、二丙二醇、1,3-丙二醇、1,3-丁二醇、1,4-丁二醇、六亚甲基二醇、蔗糖、亚甲基二醇、甘油、山梨糖醇、双酚A、4,4’-二羟基联苯、4,4’-二羟基二苯醚、三羟甲基丙烷等具有羟基的扩链剂;乙二胺、1,2-丙二胺、1,6-六亚甲基二胺、哌嗪、2,5-二甲基哌嗪、异佛尔酮二胺、1,2-环己二胺、1,3-环己二胺、1,4-环己二胺、4,4’-二环己基甲烷二胺、3,3’-二甲基-4,4’-二环己基甲烷二胺、1,4-环己二胺、肼等具有氨基的扩链剂等。这些扩链剂可以单独使用,也可以并用2种以上。需要说明的是,上述扩链剂(a2)的分子量表示根据化学式算出的值。
作为上述扩链剂(a2),从即使在30℃以下的较低的温度下也能够容易地扩链、能够抑制反应时的能量消耗的方面、以及能够得到由脲基导入带来的更优异的机械强度、成膜性、手感和剥离强度的方面出发,优选使用具有氨基的扩链剂(以下,简记为“胺系扩链剂”。),从即便使氨基甲酸酯树脂(X)高固体成分化也可得到更优异的乳化性和水分散稳定性的方面出发,更优选使用分子量为30~250的范围的胺系扩链剂。需要说明的是,在并用2种以上作为上述扩链剂的情况下,上述分子量表示其平均值,只要平均值包含在上述优选的分子量的范围内即可。
作为上述扩链剂(a2)的使用比例,从得到更优异的机械强度、成膜性、手感、剥离强度、乳化性、水分散稳定性的方面、氨基甲酸酯树脂(X)的高固体成分化变得更容易的方面出发,在构成氨基甲酸酯树脂(X)的原料的合计质量中进一步优选为0.1~30质量%的范围,特别优选为0.5~10质量%的范围。
作为上述多元醇(a3),例如可以使用上述具有非离子性基团的化合物(a1)以外的聚醚多元醇、聚酯多元醇、聚丙烯酸多元醇、聚碳酸酯多元醇、聚丁二烯多元醇等。这些多元醇可以单独使用,也可以并用2种以上。
作为上述多元醇(a3)的数均分子量,从所得到的被膜的机械强度的方面出发,优选为500~100,000的范围,更优选为800~10,000的范围。需要说明的是,上述多元醇(a3)的数均分子量表示通过凝胶渗透柱色谱(GPC)法测定的值。
作为上述多元醇(a3)的使用比例,从得到更优异的机械强度的观点出发,在构成氨基甲酸酯树脂(X)的原料的合计质量中进一步优选为40~90质量%的范围,特别优选为50~80质量%的范围。
作为上述多异氰酸酯(a4),例如可以使用亚苯基二异氰酸酯、甲苯二异氰酸酯、二苯基甲烷二异氰酸酯、苯二亚甲基二异氰酸酯、萘二异氰酸酯、多亚甲基多苯基多异氰酸酯、碳二亚胺化二苯基甲烷多异氰酸酯等芳香族多异氰酸酯;六亚甲基二异氰酸酯、赖氨酸二异氰酸酯、环己烷二异氰酸酯、异佛尔酮二异氰酸酯、二环己基甲烷二异氰酸酯、苯二亚甲基二异氰酸酯、四甲基苯二亚甲基二异氰酸酯、二聚酸二异氰酸酯、降冰片烯二异氰酸酯等脂肪族多异氰酸酯或脂环式多异氰酸酯等。这些多异氰酸酯可以单独使用,也可以组合使用2种以上。
作为上述多异氰酸酯(a4)的使用比例,从得到更优异的机械强度的观点出发,在构成氨基甲酸酯树脂(X)的原料的合计质量中进一步优选为5~40质量%的范围,特别优选为10~35质量%的范围。
作为上述氨基甲酸酯树脂(X)的平均粒径,从得到更优异的手感、水分散稳定性和成膜性的方面出发,优选为0.01~1μm的范围,更优选为0.05~0.9μm的范围。需要说明的是,上述氨基甲酸酯树脂(X)的平均粒径的测定方法在后述的实施例中记载。
接下来,对本发明中使用的氨基甲酸酯树脂水分散体的制造方法进行说明。
作为本发明中使用的氨基甲酸酯树脂水分散体的制造方法,优选具有使上述具有非离子性基团的化合物(a1)、上述多元醇(a3)和上述多异氰酸酯(a4)在无溶剂下反应而得到具有异氰酸酯基的氨基甲酸酯预聚物(i)(以下,简记为“预聚物工序”。),接下来,使氨基甲酸酯预聚物(i)分散于上述水中(以下,简记为“乳化工序”。),然后,使上述扩链剂(a2)反应而得到氨基甲酸酯树脂(X)的工序(以下,简记为“扩链工序”。)。
上述预聚物工序在无溶剂下进行是重要的。在现有技术中,在预聚物工序时,通常在甲乙酮、丙酮等有机溶剂中进行,但在乳化工序后需要蒸馏除去上述有机溶剂的脱溶剂工序,在实际生产现场需要数天的生产天数。另外,在上述脱溶剂工序中也难以完全蒸馏除去有机溶剂,残留若干有机溶剂的情况较多,难以完全应对环境。另一方面,在本发明涉及的制造方法中,通过在无溶剂下进行上述预聚物工序,能够得到不含有机溶剂的氨基甲酸酯树脂水分散体,并且其生产工序也能够省力化。
作为上述预聚物工序中的上述具有非离子性基团的化合物(a1)和上述多元醇(a3)所具有的羟基的合计与上述多异氰酸酯(a4)所具有的异氰酸酯基的摩尔比[异氰酸酯基/(羟基)],从得到更优异的表面平滑性、成膜性、手感、剥离强度、耐碱性、耐染色性和机械强度的方面出发,优选为1.1~3的范围,更优选为1.2~2的范围。
上述预聚物工序的反应例如可举出在50~120℃下进行1~10小时。
上述预聚物工序可以通过使用具备搅拌叶片的反应釜;捏合机、连续捏合机、锥形辊、单螺杆挤出机、双螺杆挤出机、三螺杆挤出机、万能混合机、Plasto mill、主体型混炼机等混炼机;TK均质混合机、Fill mix、Ebara Milder、CLAIRE mix、ULTRA-TURRAX、Cavitron、生物混合器等旋转式分散混合机;超声波式分散装置;在线混合器等没有可动部、能够通过流体自身的流动进行混合的装置等来进行。
上述乳化工序优选在水不蒸发的温度下进行,例如可举出10~90℃的范围,上述乳化工序可以使用与上述预聚物工序同样的设备来进行。其中,从简便地得到氨基甲酸酯树脂的含有率高的氨基甲酸酯树脂水分散体的方面出发,优选使用混炼机,更优选双螺杆挤出机。
另外,作为上述乳化工序前的上述预聚物在100℃下的粘度,从得到更优异的手感、耐久性的观点出发,优选为100~10000000mPa·s的范围,优选为1000~1000000mPa·s的范围。需要说明的是,上述预聚物的粘度使用ANTON-PAAR公司制“MCR302”,表示在轴;平行板夹具(d=0.94mm),频率;1Hz的条件下测定的值。
上述扩链工序是通过上述氨基甲酸酯预聚物(i)所具有的异氰酸酯基与上述扩链剂(a1)的反应使氨基甲酸酯预聚物(i)高分子量化,得到氨基甲酸酯树脂(X)的工序。作为上述扩链工序时的温度,从生产率的方面出发,优选在50℃以下进行。
从得到更优异的耐碱性、耐染色性、成膜性和机械强度的方面出发,作为上述扩链工序中的、上述氨基甲酸酯预聚物(i)所具有的异氰酸酯基与上述扩链剂(a1)所具有的羟基和氨基的合计的摩尔比[(羟基和氨基)/异氰酸酯基]优选为0.8~1.1的范围,更优选为0.9~1的范围。
上述扩链工序可以使用与上述预聚物工序同样的设备来进行。
作为本发明中使用的氨基甲酸酯树脂水分散体中的上述氨基甲酸酯树脂(X)的含有率,在其制造时优选为50~80质量%的范围。这样,通过使水分散体中的所谓的氨基甲酸酯树脂(X)固体成分高,从而氨基甲酸酯树脂水分散体的干燥性提高,因此能够得到更优异的手感、耐树脂脱落、耐碱性和耐染色性。然而,制造后也可以进一步在水中稀释。
作为本发明中使用的水,可以使用离子交换水、蒸馏水等。这些水可以单独使用,也可以并用2种以上。
本发明中使用的氨基甲酸酯树脂水分散体含有上述氨基甲酸酯树脂(X)和上述水作为必须成分,但也可以根据需要含有其他添加剂。
作为上述其他添加剂,例如可以使用乳化剂、交联剂、中和剂、增稠剂、氨基甲酸酯化催化剂、填充剂、颜料、染料、阻燃剂、流平剂、防粘连剂、成膜助剂、发泡剂等。这些添加剂可以单独使用,也可以并用2种以上。这些添加剂根据使用发泡片的目的而适当决定。需要说明的是,本发明中使用的氨基甲酸酯树脂水分散体在其制造工序中不含有机溶剂,但作为上述添加剂,允许含有有机溶剂。其中,从得到更优异的乳化性和水分散稳定性的方面考虑,优选使用乳化剂。
作为上述乳化剂,例如可以使用聚氧乙烯壬基苯基醚、聚氧乙烯月桂基醚、聚氧乙烯苯乙烯基苯基醚、聚氧乙烯山梨糖醇四油酸酯、聚乙烯·聚丙烯共聚物等非离子性乳化剂;油酸钠等脂肪酸盐、烷基硫酸酯盐、烷基苯磺酸盐、烷基磺基琥珀酸盐、萘磺酸盐、聚氧乙烯烷基硫酸盐、烷烃磺酸钠盐、烷基二苯醚磺酸钠盐等阴离子性乳化剂;烷基胺盐、烷基三甲基铵盐、烷基二甲基苄基铵盐等阳离子性乳化剂等。这些乳化剂可以单独使用,也可以并用2种以上。其中,从能够使氨基甲酸酯树脂向纤维基材的树脂脱落进一步停止的方面出发,优选使用阴离子性乳化剂。
作为上述乳化剂的使用量,从得到更优异的树脂脱落的降低、耐碱性和耐染色性的观点出发,相对于氨基甲酸酯树脂(X)(=固体成分)100质量份,优选为7质量份以下,更优选为0~5质量%的范围。
上述凝固剂(Y)使氨基甲酸酯树脂(X)凝固,例如可以使用金属化合物(Y1)、酸化合物(Y2)、上述酸化合物(Y2)以外的非金属化合物(Y3)等。
作为上述金属化合物(Y1),例如可以使用氯化钙、乙酸镁、氯化钠等一价的金属化合物;硝酸钙、硝酸锌、氯化锌、硫酸铝等多价的金属化合物等。这些化合物可以单独使用,也可以并用2种以上。
作为上述酸化合物(Y2),例如可以使用琥珀酸、草酸、丙二酸、琥珀酸、戊二酸、己二酸、富马酸、马来酸、庚二酸、辛二酸、壬二酸、癸二酸、邻苯二甲酸、间苯二甲酸、对苯二甲酸、酒石酸、柠檬酸、乌头酸、谷氨酸、天门冬氨酸等。这些酸可以单独使用,也可以并用2种以上。
作为上述非金属化合物(Y3),例如可以使用氯化铵、四甲基氯化铵、四乙基氯化铵、四丙基氯化铵、四丁基氯化铵、四己基氯化铵、四辛基氯化铵、四苯基氯化铵、三乙基甲基氯化铵、三乙基己基氯化铵、三辛基甲基氯化铵、三辛基丁基氯化铵、三辛基苄基氯化铵、三甲基苄基氯化铵、三丁基苄基氯化铵、三苯基异丁基氯化铵、三苯基苄基氯化铵、溴化铵、四甲基溴化铵、四乙基溴化铵、四丙基溴化铵、四丁基溴化铵、四己基溴化铵、四辛基溴化铵、四苯基溴化铵、三乙基甲基溴化铵、三乙基己基溴化铵、三辛基甲基溴化铵、三辛基丁基溴化铵、三辛基苄基溴化铵、三甲基苄基溴化铵、三丁基苄基溴化铵、三苯基异丁基溴化铵、三苯基苄基溴化铵、碘化铵、四甲基碘化铵、四乙基碘化铵、四丙基碘化铵、四丁基碘化铵、四己基碘化铵、四辛基碘化铵、四苯基碘化铵、三乙基甲基碘化铵、三乙基己基碘化铵、三辛基甲基碘化铵、三辛基丁基碘化铵、三辛基苄基碘化铵、三甲基苄基碘化铵、三丁基苄基碘化铵、三苯基异丁基碘化铵、三苯基苄基碘化铵等卤化铵;盐酸铵、磷酸铵、硼酸铵、氢氟酸铵、硫酸铵、硝酸铵、硅酸铵、磷酸铵等无机酸铵:甲酸铵、乙酸铵、丙酸铵、苹果酸铵、氨基磺酸铵等有机酸铵;氯化四苯基鏻、碘化四苯基鏻、溴化四甲基鏻、氯化四丁基鏻、溴化四丁基鏻、碘化四丁基鏻等无机酸鏻;乙酸四丁基鏻等有机酸鏻;乙醇、1-丙醇、2-丙醇、1-丁醇、2-丁醇、2-甲基-2-丙醇、1-戊醇、2-戊醇、2-甲基-2-丁醇、1-己醇、2-己醇、环己醇、2-甲基-2-戊醇、3-甲基-3-戊醇等醇溶剂等。这些非金属凝固剂可以单独使用,也可以并用2种以上。
作为上述凝固剂(Y),上述中,从得到更优异的凝固性和耐染色性的方面出发,优选一价的金属化合物和/或无机酸铵,更优选氯化钠和/或硫酸铵。
上述凝固剂(Y)可以以凝固浴的形式使用,作为上述凝固浴中的上述凝固剂(Y)的含量,优选为1~30质量%的范围,更优选为5~20质量%的范围。
接下来,对本发明的凝固物的制造方法进行说明。
本发明的凝固物的制造方法中,使以具有非离子性基团的化合物(a1)为原料的氨基甲酸酯树脂(X)的水分散体浸渗于上述纤维基材,接下来,浸渍于上述凝固剂(Y)。
作为使上述水性氨基甲酸酯树脂水分散体浸渗于上述纤维基材的方法,例如可举出将上述纤维基材直接放入贮存有上述水性氨基甲酸酯树脂水分散体的槽中,然后用轧液机等挤压多余的物质的方法。作为上述浸渗时间,例如为1~30分钟的范围。
接下来,取出该浸渗基材,进一步浸渍于包含上述凝固剂(Y)的凝固浴中,从而氨基甲酸酯树脂(X)凝固,得到在纤维基材的表面、内部附着有凝固物的状态的纤维基材。作为此时的浸渗·凝固时间,例如为1~30分钟的范围。
具有氨基甲酸酯树脂的凝固物的纤维基材可以根据需要在上述凝固后浸渍于流水中例如10分钟~2小时,清洗除去不需要的凝固剂。
以上,根据本发明的制造方法,可以得到手感、耐碱性和耐染色性优异的凝固物。
实施例
以下,使用实施例更详细地说明本发明。
[合成例1]
在辛酸亚锡0.1质量份的存在下,使聚醚多元醇(三菱化学株式会社制“PTMG2000”,数均分子量;2,000,以下,简记为“PTMG2000”。)1,000质量份、聚乙二醇(日油株式会社制“PEG600”,数均分子量;600,以下,简记为“PEG”。)38质量份、二环己基甲烷二异氰酸酯(以下,简记为“HMDI”。)262质量份在100℃下反应,直至NCO%达到2.8质量%,得到氨基甲酸酯预聚物A1。所得到的氨基甲酸酯预聚物A1的粘度为7280mPa·s。
将加热至70℃的A1、作为乳化剂的十二烷基苯磺酸钠20质量%水溶液(第一工业制药株式会社制“Neogen S-20F”)和水同时供给至双螺杆挤出机(TEM-18SS:东芝机械制)并混合,由此得到乳化液。供给液各自的流量为A1:10kg/小时,乳化剂水溶液:2.0kg/小时,水:6.5kg/小时,双螺杆挤出机运转条件为50℃、260rpm。
然后,立即添加氨基含量相当于NCO基的95%的哌嗪(以下,简记为“PP”。)的水稀释液进行扩链,最终得到不挥发成分的含有率为50质量%的氨基甲酸酯树脂水分散体(1)。
[合成例2]
在辛酸亚锡0.1质量份的存在下,将1,000质量份的PTMG2000、19质量份的PEG600、262质量份的HMDI混合,在100℃下反应直至NCO%达到3.1质量%,得到氨基甲酸酯预聚物A2。所得到的氨基甲酸酯预聚物A2的粘度为7280mPa·s。
将加热至70℃的A2、作为乳化剂的十二烷基苯磺酸钠20质量%水溶液(第一工业制药株式会社制“Neogen S-20F”)和水同时供给至双螺杆挤出机(TEM-18SS:东芝机械制)并混合,由此得到乳化液。供给液各自的流量为A2:10kg/小时,乳化剂水溶液:2.0kg/小时,水:0.1kg/小时,双螺杆挤出机运转条件为50℃、260rpm。
然后,立即添加氨基含量相当于NCO基的95%的异佛尔酮二胺(以下,简记为“IPDA”。)的水稀释液进行扩链,最终得到不挥发成分的含有率为60质量%的氨基甲酸酯树脂水分散体(2)。
[合成例3]
在辛酸亚锡0.1质量份的存在下,将1,000质量份的PTMG2000、18质量份的PEG、262质量份的HMDI混合,在100℃下反应直至NCO%达到3.1质量%,得到氨基甲酸酯预聚物A3。所得到的氨基甲酸酯预聚物A3的粘度为7280mPa·s。
将加热至70℃的A3、作为乳化剂的聚丙烯聚乙烯共聚物(株式会社ADEKA制“Pluronic L-64”)和水同时供给至双螺杆挤出机(TEM-18SS:东芝机械制)并混合,由此得到乳化液。供给液各自的流量为A3:10kg/小时,乳化剂:0.5kg/小时,水:5.8kg/小时,双螺杆挤出机运转条件为50℃、260rpm。
然后,立即添加氨基含量相当于NCO基的95%的IPDA的水稀释液进行扩链,最终得到不挥发成分的含有率为50质量%的氨基甲酸酯树脂水分散体(3)。
[合成例4]
在辛酸亚锡0.1质量份的存在下,将1,000质量份的PTMG2000、18质量份的PEG、262质量份的HMDI混合,在100℃下反应直至NCO%达到3.1质量%,得到氨基甲酸酯预聚物A4。所得到的氨基甲酸酯预聚物A4的粘度为7280mPa·s。
将加热至70℃的A4、作为乳化剂的十二烷基苯磺酸钠20质量%水溶液(第一工业制药株式会社制“Neogen S-20F”)、聚丙烯聚乙烯共聚物(株式会社ADEKA制“Pluronic L-64”)和水同时供给至双螺杆挤出机(TEM-18SS:东芝机械制)并混合,由此得到乳化液。供给液各自的流量为A5:10kg/小时,乳化剂水溶液S-20F:1.3kg/小时,乳化剂L-64:0.3kg/小时,水:2.4kg/小时,双螺杆挤出机运转条件为50℃、260rpm。
然后,立即添加氨基含量相当于NCO基的95%的乙二胺(以下,简记为“EA”。)的水稀释液进行扩链,最终得到不挥发成分的含有率为60质量%的氨基甲酸酯树脂水分散体(4)。
[合成例5]
在辛酸亚锡0.1质量份的存在下,将聚碳酸酯二醇多元醇(宇部兴产株式会社制“ETERNACOLL UH-200”,数均分子量;2,000)1,000质量份、38质量份的PEG和262质量份的HMDI在100℃下反应,直至NCO%达到2.8质量%,得到氨基甲酸酯预聚物A5。所得到的氨基甲酸酯预聚物A5的粘度为29,000mPa·s。
将加热至70℃的A5、作为乳化剂的十二烷基苯磺酸钠20质量%水溶液(第一工业制药株式会社制“Neogen S-20F”)和水同时供给至双螺杆挤出机(TEM-18SS:东芝机械制)并混合,得到乳化液。供给液各自的流量为A1:10kg/小时,乳化剂水溶液:2.0kg/小时,水:6.5kg/小时,双螺杆挤出机运转条件为50℃、260rpm。
然后,立即添加氨基含量相当于NCO基的95%的PP的水稀释液进行扩链,最终得到不挥发成分的含有率为50质量%的氨基甲酸酯树脂水分散体(5)。
[比较合成例1]
在辛酸亚锡0.1质量份的存在下,将1,000质量份的PTMG2000、二羟基甲基丙酸(以下,简记为“DMPA”。)18质量份、262质量份的HMDI混合,在100℃下反应直至NCO%达到2.4质量%,得到氨基甲酸酯预聚物B1。所得到的氨基甲酸酯预聚物B1的粘度为949000mPa·s。
加热至70℃的B1、作为中和剂的三乙胺、作为乳化剂的聚丙烯聚乙烯共聚物(株式会社ADEKA制“Pluronic L-64”)、水同时供给至双螺杆挤出机(TEM-18SS:东芝机械制)并混合,由此得到乳化液。供给液各自的流量为A5:10kg/小时,中和剂:0.1kg/小时,乳化剂L-64:0.3kg/小时,水:8.5kg/小时,双螺杆挤出机运转条件为50℃、260rpm。
然后,立即添加氨基含量相当于NCO基的95%的哌嗪(以下,简记为“PP”。)的水稀释液进行扩链,最终得到不挥发成分的含有率为50质量%的氨基甲酸酯树脂水分散体(R1)。
[实施例1~3]
向所得到的氨基甲酸酯树脂水分散体(1)~(3)各自1,000质量份中加入离子交换水,将固体成分调整为30质量%,进一步加入增稠剂(Borchers公司制“Borchi Gel L75N”10质量份,用机械搅拌机以2,000rpm搅拌,制作配合液。
接下来,使聚酯纤维无纺布(单位面积重量250g/m2)浸渗于上述配合液后,使用橡胶辊轧液机以浸渗量成为200%的方式榨取不需要的配合液。接下来,将含有配合液的无纺布在25℃的5质量%氯化钠水溶液的凝固浴(以下,简记为“NaCl”。)中浸渍3分钟,使氨基甲酸酯树脂凝固。此外,一边对凝固后的加工布浇水,一边用橡胶辊轧液机进行10次挤压水洗。最后,在120℃的热风干燥机中干燥30分钟,得到具有凝固物的纤维基材。
[实施例4~5]
向所得到的氨基甲酸酯树脂水分散体(4)~(5)各自1,000质量份中加入离子交换水,将固体成分调整为30质量%,进一步加入增稠剂(Borchers公司制“Borchi Gel L75N”10质量份,用机械搅拌机以2,000rpm搅拌,制作配合液。
接下来,使聚酯纤维无纺布(单位面积重量250g/m2)浸渗于上述配合液后,使用橡胶辊轧液机以浸渗量成为200%的方式榨取不需要的配合液。接下来,将含有配合液的无纺布在25℃的5质量%的硫酸铵水溶液的凝固浴(以下,简记为“硫酸铵”。)中浸渍3分钟,使氨基甲酸酯树脂凝固。此外,一边对凝固后的加工布浇水,一边用橡胶辊轧液机进行10次挤压水洗。最后,在120℃的热风干燥机中干燥30分钟,得到具有凝固物的纤维基材。
[比较例1]
向所得到的氨基甲酸酯树脂水分散体(1)1,000质量份中加入离子交换水,将固体成分调整为30质量%,进一步加入增稠剂(Borchers公司制“Borchi Gel L75N”10质量份,用机械搅拌机以2,000rpm搅拌,制作配合液。
接下来,使聚酯纤维无纺布(单位面积重量250g/m2)浸渗于上述配合液后,在120℃的热风干燥机中干燥30分钟,由此得到热敏凝固的纤维基材。
[比较例2]
向所得到的氨基甲酸酯树脂水分散体(R1)1,000质量份中,与实施例1~4同样地加入离子交换水,将固体成分调整为30质量%,进一步加入交联剂(Nisshinbo Chemical公司制“Carbodilite V-02-L2”)50质量份、增稠剂(Borchers公司制“Borchi Gel L75N”)10质量份,用机械搅拌机以2,000rpm搅拌,制作配合液。
接下来,实施与实施例1~4同样的加工,得到具有凝固物的纤维基材。
[数均分子量等的测定方法]
合成例和比较合成例中使用的多元醇等的数均分子量表示通过凝胶渗透柱色谱(GPC)法在下述条件下测定而得到的值。
测定装置:高速GPC装置(东曹株式会社制“HLC-8220GPC”)
柱:将东曹株式会社制的下述柱串联连接而使用。
“TSKgel G5000”(7.8mmI.D.×30cm)×1根
“TSKgel G4000”(7.8mmI.D.×30cm)×1根
“TSKgel G3000”(7.8mmI.D.×30cm)×1根
“TSKgel G2000”(7.8mmI.D.×30cm)×1根
检测器:RI(差示折射计)
柱温:40℃
洗脱液:四氢呋喃(THF)
流速:1.0mL/分钟
注入量:100μL(试样浓度0.4质量%的四氢呋喃溶液)
标准试样:使用下述标准聚苯乙烯制作标准曲线。
(标准聚苯乙烯)
东曹株式会社制“TSKgel标准聚苯乙烯A-500”
东曹株式会社制“TSKgel标准聚苯乙烯A-1000”
东曹株式会社制“TSKgel标准聚苯乙烯A-2500”
东曹株式会社制“TSKgel标准聚苯乙烯A-5000”
东曹株式会社制“TSKgel标准聚苯乙烯F-1”
东曹株式会社制“TSKgel标准聚苯乙烯F-2”
东曹株式会社制“TSKgel标准聚苯乙烯F-4”
东曹株式会社制“TSKgel标准聚苯乙烯F-10”
东曹株式会社制“TSKgel标准聚苯乙烯F-20”
东曹株式会社制“TSKgel标准聚苯乙烯F-40”
东曹株式会社制“TSKgel标准聚苯乙烯F-80”
东曹株式会社制“TSKgel标准聚苯乙烯F-128”
东曹株式会社制“TSKgel标准聚苯乙烯F-288”
东曹株式会社制“TSKgel标准聚苯乙烯F-550”
[氨基甲酸酯树脂(X)的平均粒径的测定方法]
对于实施例和比较例中得到的氨基甲酸酯树脂水分散体,使用激光衍射/散射式粒度分布测定装置(株式会社堀场制作所制“LA-910”),使用水作为分散液,测定相对折射率=1.10、粒径基准为面积时的平均粒径。
[手感的评价方法]
通过触感如以下那样评价所得到的加工布。
“A”:硬实感、充实感都特别优异。
“B”:有硬实感,也感受到充实感。
“C”:硬实感、充实感稍差。
“D”:完全感觉不到硬实感、充实感。
[耐碱性的评价方法]
在具有搅拌叶片的SUS制可分离式烧瓶中加入1质量%氢氧化钠水溶液,加热至95℃。将加工布放入烧瓶内,以50rpm搅拌30分钟。然后,取出浸渗加工布,一边对加工布浇水,一边用橡胶辊轧液机进行10次挤压水洗。最后,通过触感对在120℃的热风干燥机中干燥了30分钟的纤维基材进行评价。
“A”:硬实感、充实感都特别优异。
“B”:有硬实感,也感受到充实感。
“C”:硬实感、充实感稍差。
“D”:完全感觉不到硬实感、充实感。
[耐染色性的评价方法]
在PTFE制耐压容器中放入5质量%且pH4.5的0.5M乙酸钠缓冲液和上述[耐碱性的评价方法]的试验后的加工布,在120℃下加热24小时。然后,一边对取出的加工布浇水,一边用橡胶辊轧布机进行10次挤压水洗。最后,通过触感对在120℃的热风干燥机中干燥了30分钟的纤维基材进行评价。
“A”:硬实感、充实感都特别优异。
“B”:有硬实感,也感受到充实感。
“C”:硬实感、充实感稍差。
“D”:完全感觉不到硬实感、充实感。
[表1]
可知具有通过本发明的制造方法得到的凝固物的加工布如实施例1~4那样,具有优异的手感、耐碱性和耐染色性。
另一方面,比较例1是不使用凝固剂(Y)而进行了热敏凝固的方式,手感、耐碱性和耐染色性不良。比较例2是使用不以具有非离子性基团的化合物(a1)为原料的氨基甲酸酯树脂来代替氨基甲酸酯树脂(X)、并利用凝固剂(Y)进行凝固的方式,耐染色性不良。
Claims (1)
1.一种凝固物的制造方法,其特征在于,使以具有非离子性基团的化合物(a1)、扩链剂(a2)、多元醇(a3)和多异氰酸酯(a4)为原料的氨基甲酸酯树脂(X)的水分散体浸渗于纤维基材,接着浸渍于凝固剂(Y),
所述具有非离子性基团的化合物(a1)为具有氧乙烯结构的聚醚多元醇,所述具有非离子性基团的化合物(a1)的数均分子量为200~600的范围,所述具有非离子性基团的化合物(a1)的使用率在构成氨基甲酸酯树脂(X)的原料的合计质量中为0.25质量%~5质量%的范围,
所述扩链剂(a2)为具有羟基或氨基的扩链剂,所述扩链剂(a2)的分子量小于500,
所述多元醇(a3)为所述具有非离子性基团的化合物(a1)以外的聚醚多元醇、聚酯多元醇、聚丙烯酸多元醇、聚碳酸酯多元醇或聚丁二烯多元醇,所述多元醇(a3)的数均分子量为800~10000,
所述多异氰酸酯(a4)为芳香族多异氰酸酯、脂肪族多异氰酸酯或脂环式多异氰酸酯,
在构成所述氨基甲酸酯树脂(X)的原料的合计质量中,所述扩链剂(a2)的使用比例为0.5质量%~10质量%,所述多元醇(a3)的使用比例为50质量%~80质量%,所述多异氰酸酯(a4)的使用比例为10质量%~35质量%,
所述氨基甲酸酯树脂(X)的水分散体含有乳化剂,
所述凝固剂(Y)为氯化钠和/或无机酸铵。
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