CA2606283C - Spandex compositons for high speed spinning - Google Patents
Spandex compositons for high speed spinning Download PDFInfo
- Publication number
- CA2606283C CA2606283C CA2606283A CA2606283A CA2606283C CA 2606283 C CA2606283 C CA 2606283C CA 2606283 A CA2606283 A CA 2606283A CA 2606283 A CA2606283 A CA 2606283A CA 2606283 C CA2606283 C CA 2606283C
- Authority
- CA
- Canada
- Prior art keywords
- glycol
- poly
- spandex
- tetramethylene
- ethyleneether
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 229920002334 Spandex Polymers 0.000 title claims abstract description 166
- 239000004759 spandex Substances 0.000 title claims abstract description 154
- 238000009987 spinning Methods 0.000 title claims description 39
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 274
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims abstract description 128
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims abstract description 54
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims abstract description 41
- -1 diisocyanate compound Chemical class 0.000 claims abstract description 35
- 239000004970 Chain extender Substances 0.000 claims abstract description 25
- 229920002635 polyurethane Polymers 0.000 claims abstract description 25
- 239000004814 polyurethane Substances 0.000 claims abstract description 25
- 150000004985 diamines Chemical class 0.000 claims abstract description 19
- 150000002009 diols Chemical class 0.000 claims abstract description 14
- 239000000470 constituent Substances 0.000 claims abstract description 12
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 10
- 125000005442 diisocyanate group Chemical group 0.000 claims description 34
- 239000000203 mixture Substances 0.000 claims description 30
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 26
- 238000000034 method Methods 0.000 claims description 17
- JZUHIOJYCPIVLQ-UHFFFAOYSA-N 2-methylpentane-1,5-diamine Chemical compound NCC(C)CCCN JZUHIOJYCPIVLQ-UHFFFAOYSA-N 0.000 claims description 14
- 239000002904 solvent Substances 0.000 claims description 14
- 239000005977 Ethylene Substances 0.000 claims description 12
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 11
- 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 claims description 9
- 238000004519 manufacturing process Methods 0.000 claims description 9
- 229920000728 polyester Polymers 0.000 claims description 9
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 7
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 claims description 6
- OAKJQQAXSVQMHS-UHFFFAOYSA-N hydrazine group Chemical group NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 6
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 claims description 6
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 5
- 238000000578 dry spinning Methods 0.000 claims description 5
- 230000008569 process Effects 0.000 claims description 5
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 claims description 4
- QTKDDPSHNLZGRO-UHFFFAOYSA-N 4-methylcyclohexane-1,3-diamine Chemical compound CC1CCC(N)CC1N QTKDDPSHNLZGRO-UHFFFAOYSA-N 0.000 claims description 4
- 229920000166 polytrimethylene carbonate Polymers 0.000 claims description 4
- LHOBKFFUEUQRQX-UHFFFAOYSA-N 2,2,4-trimethylpentane-1,5-diol Chemical compound OCC(C)CC(C)(C)CO LHOBKFFUEUQRQX-UHFFFAOYSA-N 0.000 claims description 3
- KMKROLUYWRLWCT-UHFFFAOYSA-N 2,2-dimethylbutane-1,3-diamine Chemical compound CC(N)C(C)(C)CN KMKROLUYWRLWCT-UHFFFAOYSA-N 0.000 claims description 3
- DDHUNHGZUHZNKB-UHFFFAOYSA-N 2,2-dimethylpropane-1,3-diamine Chemical compound NCC(C)(C)CN DDHUNHGZUHZNKB-UHFFFAOYSA-N 0.000 claims description 3
- WTPYFJNYAMXZJG-UHFFFAOYSA-N 2-[4-(2-hydroxyethoxy)phenoxy]ethanol Chemical compound OCCOC1=CC=C(OCCO)C=C1 WTPYFJNYAMXZJG-UHFFFAOYSA-N 0.000 claims description 3
- VNAWKNVDKFZFSU-UHFFFAOYSA-N 2-ethyl-2-methylpropane-1,3-diol Chemical compound CCC(C)(CO)CO VNAWKNVDKFZFSU-UHFFFAOYSA-N 0.000 claims description 3
- SXFJDZNJHVPHPH-UHFFFAOYSA-N 3-methylpentane-1,5-diol Chemical compound OCCC(C)CCO SXFJDZNJHVPHPH-UHFFFAOYSA-N 0.000 claims description 3
- GEQHKFFSPGPGLN-UHFFFAOYSA-N cyclohexane-1,3-diamine Chemical compound NC1CCCC(N)C1 GEQHKFFSPGPGLN-UHFFFAOYSA-N 0.000 claims description 3
- 229920000515 polycarbonate Polymers 0.000 claims description 3
- 239000004417 polycarbonate Substances 0.000 claims description 3
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 claims description 3
- 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 claims description 2
- DZIHTWJGPDVSGE-UHFFFAOYSA-N 4-[(4-aminocyclohexyl)methyl]cyclohexan-1-amine Chemical compound C1CC(N)CCC1CC1CCC(N)CC1 DZIHTWJGPDVSGE-UHFFFAOYSA-N 0.000 claims description 2
- 125000004427 diamine group Chemical group 0.000 claims 4
- LFSYUSUFCBOHGU-UHFFFAOYSA-N 1-isocyanato-2-[(4-isocyanatophenyl)methyl]benzene Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=CC=C1N=C=O LFSYUSUFCBOHGU-UHFFFAOYSA-N 0.000 claims 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 2
- ULEAQRIQMIQDPJ-UHFFFAOYSA-N butane-1,2-diamine Chemical compound CCC(N)CN ULEAQRIQMIQDPJ-UHFFFAOYSA-N 0.000 claims 2
- RGTXVXDNHPWPHH-UHFFFAOYSA-N butane-1,3-diamine Chemical compound CC(N)CCN RGTXVXDNHPWPHH-UHFFFAOYSA-N 0.000 claims 2
- WTSXICLFTPPDTL-UHFFFAOYSA-N pentane-1,3-diamine Chemical compound CCC(N)CCN WTSXICLFTPPDTL-UHFFFAOYSA-N 0.000 claims 2
- 229920003226 polyurethane urea Polymers 0.000 abstract description 36
- 239000000835 fiber Substances 0.000 description 52
- 150000002334 glycols Chemical class 0.000 description 47
- 239000004744 fabric Substances 0.000 description 20
- 238000009940 knitting Methods 0.000 description 16
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 14
- 229920000642 polymer Polymers 0.000 description 14
- 239000000975 dye Substances 0.000 description 11
- 230000002829 reductive effect Effects 0.000 description 11
- 150000004292 cyclic ethers Chemical class 0.000 description 7
- 239000000463 material Substances 0.000 description 7
- 238000006116 polymerization reaction Methods 0.000 description 7
- 239000002253 acid Substances 0.000 description 6
- 239000000654 additive Substances 0.000 description 6
- 238000004043 dyeing Methods 0.000 description 6
- 230000000704 physical effect Effects 0.000 description 6
- 230000035882 stress Effects 0.000 description 6
- 239000003054 catalyst Substances 0.000 description 5
- 229920000909 polytetrahydrofuran Polymers 0.000 description 5
- 239000013557 residual solvent Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 239000004606 Fillers/Extenders Substances 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- 125000000129 anionic group Chemical group 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 230000000670 limiting effect Effects 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 238000012545 processing Methods 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- 229920000742 Cotton Polymers 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 230000009286 beneficial effect Effects 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000010276 construction Methods 0.000 description 3
- 238000007796 conventional method Methods 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 3
- 229920001971 elastomer Polymers 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 108090000623 proteins and genes Proteins 0.000 description 3
- 102000004169 proteins and genes Human genes 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 229920001059 synthetic polymer Polymers 0.000 description 3
- 239000004753 textile Substances 0.000 description 3
- RXYPXQSKLGGKOL-UHFFFAOYSA-N 1,4-dimethylpiperazine Chemical compound CN1CCN(C)CC1 RXYPXQSKLGGKOL-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 239000004677 Nylon Substances 0.000 description 2
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical compound ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 2
- 229920000297 Rayon Polymers 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
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- HGFORHZGWTZQPS-UHFFFAOYSA-N [4-[(2-isocyanatophenyl)methyl]phenyl] cyanate Chemical compound O=C=NC1=CC=CC=C1CC1=CC=C(OC#N)C=C1 HGFORHZGWTZQPS-UHFFFAOYSA-N 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 238000013459 approach Methods 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- VHRGRCVQAFMJIZ-UHFFFAOYSA-N cadaverine Chemical compound NCCCCCN VHRGRCVQAFMJIZ-UHFFFAOYSA-N 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 2
- 230000007547 defect Effects 0.000 description 2
- 235000004879 dioscorea Nutrition 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000806 elastomer Substances 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 238000007730 finishing process Methods 0.000 description 2
- UQSQSQZYBQSBJZ-UHFFFAOYSA-N fluorosulfonic acid Chemical class OS(F)(=O)=O UQSQSQZYBQSBJZ-UHFFFAOYSA-N 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 239000012948 isocyanate Substances 0.000 description 2
- 150000002513 isocyanates Chemical class 0.000 description 2
- 238000004900 laundering Methods 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 239000011707 mineral Chemical class 0.000 description 2
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- 229920001778 nylon Polymers 0.000 description 2
- 230000008092 positive effect Effects 0.000 description 2
- 239000002964 rayon Substances 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 229920002994 synthetic fiber Polymers 0.000 description 2
- 210000002268 wool Anatomy 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- PZVANPGBOPAOIK-UHFFFAOYSA-N (1,3,3-trimethylcyclohexyl)methanamine Chemical compound CC1(C)CCCC(C)(CN)C1 PZVANPGBOPAOIK-UHFFFAOYSA-N 0.000 description 1
- BMVXCPBXGZKUPN-UHFFFAOYSA-N 1-hexanamine Chemical compound CCCCCCN BMVXCPBXGZKUPN-UHFFFAOYSA-N 0.000 description 1
- QFGCFKJIPBRJGM-UHFFFAOYSA-N 12-[(2-methylpropan-2-yl)oxy]-12-oxododecanoic acid Chemical compound CC(C)(C)OC(=O)CCCCCCCCCCC(O)=O QFGCFKJIPBRJGM-UHFFFAOYSA-N 0.000 description 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- LJPCNSSTRWGCMZ-UHFFFAOYSA-N 3-methyloxolane Chemical compound CC1CCOC1 LJPCNSSTRWGCMZ-UHFFFAOYSA-N 0.000 description 1
- LPDSNGAFAJYVKH-UHFFFAOYSA-N 4-(4-aminophenyl)-2,3-dichloroaniline Chemical compound C1=CC(N)=CC=C1C1=CC=C(N)C(Cl)=C1Cl LPDSNGAFAJYVKH-UHFFFAOYSA-N 0.000 description 1
- 240000008564 Boehmeria nivea Species 0.000 description 1
- 101150041968 CDC13 gene Proteins 0.000 description 1
- 241000282836 Camelus dromedarius Species 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 229920001634 Copolyester Polymers 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 229920006309 Invista Polymers 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- 229920000433 Lyocell Polymers 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- MWEAJAMQMBUUGU-UHFFFAOYSA-N NCC(CC)N.C(C(CC)N)N Chemical compound NCC(CC)N.C(C(CC)N)N MWEAJAMQMBUUGU-UHFFFAOYSA-N 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- 229920000557 Nafion® Polymers 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 1
- 241001416177 Vicugna pacos Species 0.000 description 1
- 241000282840 Vicugna vicugna Species 0.000 description 1
- FDLQZKYLHJJBHD-UHFFFAOYSA-N [3-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC(CN)=C1 FDLQZKYLHJJBHD-UHFFFAOYSA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical class CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000000980 acid dye Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 210000000077 angora Anatomy 0.000 description 1
- 239000004599 antimicrobial Substances 0.000 description 1
- 239000004760 aramid Substances 0.000 description 1
- 229920003235 aromatic polyamide Polymers 0.000 description 1
- 239000002981 blocking agent Substances 0.000 description 1
- DLDJFQGPPSQZKI-UHFFFAOYSA-N but-2-yne-1,4-diol Chemical compound OCC#CCO DLDJFQGPPSQZKI-UHFFFAOYSA-N 0.000 description 1
- NPMREKCWTXPZMX-UHFFFAOYSA-N butane-1,3-diamine Chemical compound CC(N)CCN.CC(N)CCN NPMREKCWTXPZMX-UHFFFAOYSA-N 0.000 description 1
- GSHYGIZIWMJKRV-UHFFFAOYSA-N butane-1,4-diamine Chemical compound NCCCCN.NCCCCN GSHYGIZIWMJKRV-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- CXUJOBCFZQGUGO-UHFFFAOYSA-F calcium trimagnesium tetracarbonate Chemical compound [Mg++].[Mg++].[Mg++].[Ca++].[O-]C([O-])=O.[O-]C([O-])=O.[O-]C([O-])=O.[O-]C([O-])=O CXUJOBCFZQGUGO-UHFFFAOYSA-F 0.000 description 1
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 description 1
- 210000000085 cashmere Anatomy 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 229910052729 chemical element Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- VKIRRGRTJUUZHS-UHFFFAOYSA-N cyclohexane-1,4-diamine Chemical compound NC1CCC(N)CC1 VKIRRGRTJUUZHS-UHFFFAOYSA-N 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- GDVKFRBCXAPAQJ-UHFFFAOYSA-A dialuminum;hexamagnesium;carbonate;hexadecahydroxide Chemical compound [OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Al+3].[Al+3].[O-]C([O-])=O GDVKFRBCXAPAQJ-UHFFFAOYSA-A 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical compound C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- 239000000986 disperse dye Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 238000010016 exhaust dyeing Methods 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 210000004209 hair Anatomy 0.000 description 1
- 239000011964 heteropoly acid Substances 0.000 description 1
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 1
- 229910000515 huntite Inorganic materials 0.000 description 1
- 229910001701 hydrotalcite Inorganic materials 0.000 description 1
- 229960001545 hydrotalcite Drugs 0.000 description 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 238000002074 melt spinning Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 210000000050 mohair Anatomy 0.000 description 1
- QBYNWJVTTUAPCT-UHFFFAOYSA-N n,n'-bis(2-chlorophenyl)methanediamine Chemical compound ClC1=CC=CC=C1NCNC1=CC=CC=C1Cl QBYNWJVTTUAPCT-UHFFFAOYSA-N 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000005192 partition Methods 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- AOQZPPDHVHZKSV-UHFFFAOYSA-N pentane-1,3-diamine Chemical compound CCC(N)CCN.CCC(N)CCN AOQZPPDHVHZKSV-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 238000003918 potentiometric titration Methods 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000003340 retarding agent Substances 0.000 description 1
- 230000000979 retarding effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000009991 scouring Methods 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical class [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 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 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 238000004260 weight control Methods 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/58—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products
- D01F6/70—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyurethanes
-
- 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
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/2805—Compounds having only one group containing active hydrogen
- C08G18/285—Nitrogen containing compounds
- C08G18/2865—Compounds having only one primary or secondary amino group; Ammonia
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3225—Polyamines
- C08G18/3228—Polyamines acyclic
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4854—Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Artificial Filaments (AREA)
- Polyurethanes Or Polyureas (AREA)
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US59481105P | 2005-05-09 | 2005-05-09 | |
| US60/594,811 | 2005-05-09 | ||
| US73873405P | 2005-11-22 | 2005-11-22 | |
| US73873305P | 2005-11-22 | 2005-11-22 | |
| US60/738,734 | 2005-11-22 | ||
| US60/738,733 | 2005-11-22 | ||
| PCT/US2006/017723 WO2006122027A2 (en) | 2005-05-09 | 2006-05-08 | Spandex compositons for high speed spinning |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2606283A1 CA2606283A1 (en) | 2006-11-16 |
| CA2606283C true CA2606283C (en) | 2013-07-16 |
Family
ID=36940635
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2606283A Expired - Fee Related CA2606283C (en) | 2005-05-09 | 2006-05-08 | Spandex compositons for high speed spinning |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US8765901B2 (enExample) |
| EP (1) | EP1880045B1 (enExample) |
| JP (1) | JP5203936B2 (enExample) |
| KR (1) | KR101322054B1 (enExample) |
| CN (1) | CN103806122A (enExample) |
| AT (1) | ATE429531T1 (enExample) |
| BR (1) | BRPI0612949B1 (enExample) |
| CA (1) | CA2606283C (enExample) |
| DE (1) | DE602006006435D1 (enExample) |
| ES (1) | ES2323547T3 (enExample) |
| HK (1) | HK1198184A1 (enExample) |
| WO (1) | WO2006122027A2 (enExample) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9441314B2 (en) * | 2005-11-22 | 2016-09-13 | Invista North America S.A.R.L. | Spandex from high molecular weight poly (tetramethylene-co-ethyleneether) glycols |
| ES2403419T3 (es) * | 2005-11-22 | 2013-05-17 | Invista Technologies S.À.R.L. | Elastano obtenido a partir de poli(tetrametilén-co-etilén éter)glicoles mezclados con glicoles poliméricos |
| US9499929B2 (en) * | 2007-11-29 | 2016-11-22 | Invista North America S.A.R.L. | High-loft nonwoven including stabilizer or binder |
| BRPI0912075A2 (pt) * | 2008-08-06 | 2017-05-23 | Invista Technologies Sarl | "artigo que compreende ao menos um substrato relativamente não elástico, um material de poliuretano selecionado a partir do grupo que consiste em um filme e um ou mais filamentos, processo para fabricar uma estrutura compósita elástica e processo para fabricar uma estrutura laminada compósita multicamada elástica" |
| KR101148302B1 (ko) * | 2009-12-31 | 2012-05-25 | 주식회사 효성 | 고속방사용 폴리우레탄우레아 탄성사의 제조방법 |
| WO2012124691A1 (ja) | 2011-03-14 | 2012-09-20 | 旭化成せんい株式会社 | ポリウレタン弾性繊維 |
| WO2013103159A1 (ko) * | 2012-01-03 | 2013-07-11 | 주식회사 효성 | 우수한 파워를 가진 탄성사의 제조 방법 및 이를 이용하여 제조된 고파워 탄성사 |
| TWI751100B (zh) * | 2014-05-05 | 2022-01-01 | 盧森堡商英威達技術有限公司 | 生物衍生之聚胺基甲酸酯纖維 |
| KR101941317B1 (ko) * | 2014-11-28 | 2019-01-23 | 효성티앤씨 주식회사 | 저온 가공성 폴리우레탄우레아 탄성사 |
| CN111575817A (zh) * | 2019-02-19 | 2020-08-25 | 海宁新高纤维有限公司 | 一种热塑性聚氨酯纤维的制造方法 |
| CN111718461B (zh) * | 2019-03-22 | 2022-06-21 | 浙江华峰热塑性聚氨酯有限公司 | 热塑性聚氨酯弹性纤维及其制备方法 |
| JP2023517945A (ja) * | 2020-03-11 | 2023-04-27 | ザ ライクラ カンパニー ユーケー リミテッド | 目寄れ防止性能を有する弾性繊維、複合ヤーンおよび布地 |
| CN115867241A (zh) | 2020-03-25 | 2023-03-28 | 莱卡英国有限公司 | 弹性化非织造层合物 |
| KR102836618B1 (ko) * | 2025-02-21 | 2025-07-22 | 효성티앤씨 주식회사 | 에스터계 공중합 폴리올을 적용한 생분해성 폴리우레탄우레아 탄성사 및 이의 제조방법 |
Family Cites Families (38)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3425999A (en) | 1966-07-11 | 1969-02-04 | Wyandotte Chemicals Corp | Tetrahydrofuran-ethylene oxide polyether urethane-urea polymers |
| US4163115A (en) | 1976-03-31 | 1979-07-31 | E. I. Du Pont De Nemours And Company | Preparation of esters of poly-(tetramethylene ether) glycol |
| US4139567A (en) | 1977-03-30 | 1979-02-13 | E. I. Du Pont De Nemours And Company | Method for preparing copolyether glycols |
| US4153786A (en) | 1977-03-30 | 1979-05-08 | E. I. Du Pont De Nemours And Company | Method for preparing ester end-capped copolyether glycols |
| US4120850A (en) * | 1977-09-06 | 1978-10-17 | E. I. Du Pont De Nemours And Company | Polyether urethane polymers prepared from a copolymer of tetrahydrofuran and ethylene oxide |
| DE2964245D1 (en) * | 1978-03-16 | 1983-01-20 | Du Pont | Polyurethanes prepared with tetrahydrofuran-alkylene oxide polymerizates having low oligomeric cyclic ether content, processes for preparing the same, and articles and fibers of the polyurethanes |
| US4224432A (en) | 1978-12-11 | 1980-09-23 | E. I. Du Pont De Nemours And Company | Polyurethanes prepared with tetrahydrofuran-alkylene oxide polymerizates having low oligomeric cyclic ether content |
| US4383100A (en) * | 1980-09-19 | 1983-05-10 | E. I. Du Pont De Nemours And Company | Polyurethanes from oligomeric formal diols of THF copolymer glycols |
| CA1216597A (en) | 1983-05-23 | 1987-01-13 | Atsushi Aoshima | Process for producing polyetherglycol |
| EP0158229B1 (en) | 1984-03-28 | 1988-06-22 | Asahi Kasei Kogyo Kabushiki Kaisha | Process for producing polyether polyol, the produced polyether polyol and polyurethane |
| JPH06104116B2 (ja) * | 1988-11-29 | 1994-12-21 | 三菱化成株式会社 | 創傷被覆材 |
| DE4104199A1 (de) | 1991-02-12 | 1992-08-13 | Basf Ag | Verfahren zur herstellung von polyurethan-elastomeren und hierfuer geeignete mischungen aus polyoxybutylen-polyoxyalkylen-glykolen und glycidylverbindungen |
| US5340902A (en) | 1993-06-04 | 1994-08-23 | Olin Corporation | Spandex fibers made using low unsaturation polyols |
| KR100239204B1 (ko) | 1995-06-23 | 2000-01-15 | 야마모토 카즈모토 | 폴리우레탄 탄성 섬유 및 그의 제조 방법 |
| DE19625987A1 (de) | 1996-06-28 | 1998-01-02 | Bayer Ag | Verfahren zur kontinuierlichen Herstellung von thermoplastisch verarbeitbaren Polyurethanen mit verbessertem Verarbeitungsverhalten |
| US5998574A (en) | 1996-07-10 | 1999-12-07 | Basf Corporation | Compositions of polytetramethylene ether glycols and polyoxy alkylene polyether polyols having a low degree of unsaturation |
| JPH1077323A (ja) | 1996-08-30 | 1998-03-24 | Asahi Chem Ind Co Ltd | ポリウレタンウレア重合体溶液及び該溶液から弾性成形体の製造方法。 |
| TW507028B (en) | 1999-02-12 | 2002-10-21 | Asahi Chemical Ind | A moisture-absorbable synthetic fiber with an improved moisture-release property |
| JP2001098423A (ja) | 1999-09-29 | 2001-04-10 | Asahi Kasei Corp | 高速吸湿性ポリウレタン系弾性繊維 |
| KR100709049B1 (ko) | 1999-09-30 | 2007-04-18 | 세키스이가가쿠 고교가부시키가이샤 | 열가소성 엘라스토머, 그 용도 및 제조 방법 |
| US6639041B2 (en) * | 1999-12-03 | 2003-10-28 | Dupont-Toray Co. Ltd. | Spandex having low set at low temperatures |
| JP4362803B2 (ja) * | 1999-12-03 | 2009-11-11 | オペロンテックス株式会社 | ポリウレタン弾性繊維およびその製造方法 |
| JP2002155421A (ja) | 2000-11-16 | 2002-05-31 | Toyobo Co Ltd | 乾式紡糸方法 |
| JP2002348730A (ja) * | 2001-05-28 | 2002-12-04 | Du Pont Toray Co Ltd | サニタリー用ポリウレタン弾性繊維 |
| JP2002363823A (ja) * | 2001-06-05 | 2002-12-18 | Du Pont Toray Co Ltd | 吸湿性ポリウレタン弾性繊維およびその製造方法 |
| US6989432B2 (en) | 2002-01-10 | 2006-01-24 | Invista North America S.A.R.L. | Copolymers of tetrahydrofuran, ethylene oxide and an additional cyclic ether |
| JP4449011B2 (ja) | 2002-06-04 | 2010-04-14 | 東レ・オペロンテックス株式会社 | サニタリー用品 |
| US6984708B2 (en) * | 2002-10-04 | 2006-01-10 | Invista North America S.A.R.L. | Spandex of a particular composition and process for making same |
| CN100344663C (zh) | 2002-11-04 | 2007-10-24 | 因维斯塔技术有限公司 | 使用聚酯二醇的聚(脲－氨酯)水分散体 |
| EP1567572A1 (en) | 2002-11-04 | 2005-08-31 | INVISTA Technologies S.à.r.l. | Aqueous dispersions of poly(urea/urethanes) |
| AU2003301886A1 (en) | 2002-11-04 | 2004-06-07 | Invista Technologies S.A.R.L. | Articles treated with aqueous dispersions of poly(urea/urethanes) |
| WO2004041892A1 (en) | 2002-11-04 | 2004-05-21 | Invista Technologies S.À.R.L. | Articles comprising aqueous dispersions using poly(urea/urethanes) |
| JP2004218096A (ja) | 2003-01-09 | 2004-08-05 | Du Pont Toray Co Ltd | 伸縮性薄膜用品 |
| JP2004215686A (ja) | 2003-01-09 | 2004-08-05 | Du Pont Toray Co Ltd | 伸縮性薄膜用品 |
| EP1592727B1 (en) | 2003-02-14 | 2011-11-16 | Dow Global Technologies LLC | Hydrophilic polyurethane polymers derived from a mdi-based isocyanate-terminated prepolymer |
| KR101137663B1 (ko) | 2003-02-20 | 2012-04-20 | 인비스타 테크놀러지스 에스.에이.알.엘 | 폴리(우레아/우레탄)의 수성 분산액을 포함하는 물품 |
| US6916896B2 (en) * | 2003-05-05 | 2005-07-12 | Invista North America S.A.R.L. | High productivity spandex fiber process and product |
| ES2403419T3 (es) * | 2005-11-22 | 2013-05-17 | Invista Technologies S.À.R.L. | Elastano obtenido a partir de poli(tetrametilén-co-etilén éter)glicoles mezclados con glicoles poliméricos |
-
2006
- 2006-05-08 KR KR1020077025948A patent/KR101322054B1/ko not_active Expired - Fee Related
- 2006-05-08 US US11/429,897 patent/US8765901B2/en not_active Expired - Fee Related
- 2006-05-08 CA CA2606283A patent/CA2606283C/en not_active Expired - Fee Related
- 2006-05-08 DE DE602006006435T patent/DE602006006435D1/de active Active
- 2006-05-08 JP JP2008511239A patent/JP5203936B2/ja not_active Expired - Fee Related
- 2006-05-08 ES ES06752394T patent/ES2323547T3/es active Active
- 2006-05-08 AT AT06752394T patent/ATE429531T1/de not_active IP Right Cessation
- 2006-05-08 CN CN201410054162.3A patent/CN103806122A/zh active Pending
- 2006-05-08 EP EP06752394A patent/EP1880045B1/en not_active Not-in-force
- 2006-05-08 BR BRPI0612949A patent/BRPI0612949B1/pt not_active IP Right Cessation
- 2006-05-08 WO PCT/US2006/017723 patent/WO2006122027A2/en not_active Ceased
-
2014
- 2014-11-19 HK HK14111656.6A patent/HK1198184A1/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP1880045B1 (en) | 2009-04-22 |
| EP1880045A2 (en) | 2008-01-23 |
| WO2006122027A3 (en) | 2007-01-25 |
| DE602006006435D1 (de) | 2009-06-04 |
| HK1198184A1 (en) | 2015-03-13 |
| JP5203936B2 (ja) | 2013-06-05 |
| BRPI0612949B1 (pt) | 2017-03-21 |
| CN103806122A (zh) | 2014-05-21 |
| US8765901B2 (en) | 2014-07-01 |
| US20060270821A1 (en) | 2006-11-30 |
| BRPI0612949A2 (pt) | 2010-12-07 |
| KR101322054B1 (ko) | 2013-10-25 |
| ES2323547T3 (es) | 2009-07-20 |
| JP2008540863A (ja) | 2008-11-20 |
| WO2006122027A2 (en) | 2006-11-16 |
| KR20080005538A (ko) | 2008-01-14 |
| ATE429531T1 (de) | 2009-05-15 |
| CA2606283A1 (en) | 2006-11-16 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US11421070B2 (en) | Spandex from poly(tetramethylene-co- ethyleneether)glycols blended with polymeric glycols | |
| HK1198184A1 (en) | Spandex compositions for high speed spinning | |
| HK1207873A1 (en) | Spandex from high molecular weight poly(tetramethylene-co-ethyleneether) glycols | |
| US20060276610A1 (en) | Spandex from poly(tetramethylene-co-ethyleneether)glycols having high ethyleneether content | |
| US20070117949A1 (en) | Spandex from poly(tetramethylene-co-ethyleneether) glycols having low ethyleneether content | |
| HK1121203A (en) | Spandex compositions for high speed spinning | |
| HK1126232B (en) | Spandex from poly (tetramethylene-co-ethyleneether) glycols blended with polymeric glycols | |
| HK1126231A (en) | Spandex from poly (tetramethylene-co-ethyleneether) glycols having low ethyleneether content | |
| HK1126233A (en) | Spandex from high molecular weight poly(tetramethylene-co-ethyleneether) glycols | |
| CN101313003A (zh) | 获自高分子量聚(四亚甲基-共聚-亚乙基醚)二醇的弹力纤维 | |
| HK1120816A (en) | Spandex from poly (tetramethylene-co-ethyleneether) glycols having high ethyleneether content |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |
Effective date: 20220301 |
|
| MKLA | Lapsed |
Effective date: 20200831 |