CA2488053C - Poly(trimethylene dicarboxylate) fibers, their manufacture and use - Google Patents
Poly(trimethylene dicarboxylate) fibers, their manufacture and use Download PDFInfo
- Publication number
- CA2488053C CA2488053C CA2488053A CA2488053A CA2488053C CA 2488053 C CA2488053 C CA 2488053C CA 2488053 A CA2488053 A CA 2488053A CA 2488053 A CA2488053 A CA 2488053A CA 2488053 C CA2488053 C CA 2488053C
- Authority
- CA
- Canada
- Prior art keywords
- polymer
- poly
- trimethylene
- styrene polymer
- styrene
- 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
- -1 Poly(trimethylene dicarboxylate) Polymers 0.000 title claims abstract description 401
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 32
- 239000000835 fiber Substances 0.000 title claims description 29
- 239000004793 Polystyrene Substances 0.000 claims abstract description 69
- 229920002223 polystyrene Polymers 0.000 claims abstract description 68
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 313
- 229920000642 polymer Polymers 0.000 claims description 229
- 229920002215 polytrimethylene terephthalate Polymers 0.000 claims description 143
- 239000000203 mixture Substances 0.000 claims description 109
- 238000000034 method Methods 0.000 claims description 80
- 229920002959 polymer blend Polymers 0.000 claims description 77
- 238000009987 spinning Methods 0.000 claims description 52
- 229920000728 polyester Polymers 0.000 claims description 28
- 238000012545 processing Methods 0.000 claims description 25
- 238000004804 winding Methods 0.000 claims description 19
- 229920001577 copolymer Polymers 0.000 claims description 10
- 229920001897 terpolymer Polymers 0.000 claims description 10
- 229920003048 styrene butadiene rubber Polymers 0.000 claims description 9
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 claims description 8
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 238000000137 annealing Methods 0.000 claims description 7
- 125000003118 aryl group Chemical group 0.000 claims description 7
- UAJRSHJHFRVGMG-UHFFFAOYSA-N 1-ethenyl-4-methoxybenzene Chemical compound COC1=CC=C(C=C)C=C1 UAJRSHJHFRVGMG-UHFFFAOYSA-N 0.000 claims description 6
- 239000002667 nucleating agent Substances 0.000 claims description 6
- 239000004952 Polyamide Substances 0.000 claims description 5
- 239000000049 pigment Substances 0.000 claims description 5
- 229920002647 polyamide Polymers 0.000 claims description 5
- 239000003963 antioxidant agent Substances 0.000 claims description 4
- 238000005520 cutting process Methods 0.000 claims description 4
- 239000012760 heat stabilizer Substances 0.000 claims description 4
- 230000003287 optical effect Effects 0.000 claims description 4
- 230000002040 relaxant effect Effects 0.000 claims description 4
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims description 3
- MAYCNCJAIFGQIH-UHFFFAOYSA-N buta-1,3-diene 5-phenylpenta-2,4-dienenitrile Chemical compound C=CC=C.N#CC=CC=CC1=CC=CC=C1 MAYCNCJAIFGQIH-UHFFFAOYSA-N 0.000 claims description 3
- FACXGONDLDSNOE-UHFFFAOYSA-N buta-1,3-diene;styrene Chemical compound C=CC=C.C=CC1=CC=CC=C1.C=CC1=CC=CC=C1 FACXGONDLDSNOE-UHFFFAOYSA-N 0.000 claims description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- 229920002285 poly(styrene-co-acrylonitrile) Polymers 0.000 claims description 3
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 claims description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 229920000468 styrene butadiene styrene block copolymer Polymers 0.000 claims description 3
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 2
- 239000004744 fabric Substances 0.000 abstract description 13
- 239000008188 pellet Substances 0.000 description 16
- 229920000139 polyethylene terephthalate Polymers 0.000 description 16
- 239000005020 polyethylene terephthalate Substances 0.000 description 16
- 230000008901 benefit Effects 0.000 description 11
- 239000000654 additive Substances 0.000 description 9
- 238000002360 preparation method Methods 0.000 description 7
- 229920000874 polytetramethylene terephthalate Polymers 0.000 description 6
- 239000004753 textile Substances 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 238000000635 electron micrograph Methods 0.000 description 5
- 238000002844 melting Methods 0.000 description 5
- 230000008018 melting Effects 0.000 description 5
- 230000000704 physical effect Effects 0.000 description 5
- NMYFVWYGKGVPIW-UHFFFAOYSA-N 3,7-dioxabicyclo[7.2.2]trideca-1(11),9,12-triene-2,8-dione Chemical compound O=C1OCCCOC(=O)C2=CC=C1C=C2 NMYFVWYGKGVPIW-UHFFFAOYSA-N 0.000 description 4
- 229920001634 Copolyester Polymers 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 238000002788 crimping Methods 0.000 description 4
- 238000001125 extrusion Methods 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 239000011159 matrix material Substances 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 150000003335 secondary amines Chemical class 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 235000002566 Capsicum Nutrition 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 239000006002 Pepper Substances 0.000 description 3
- 241000722363 Piper Species 0.000 description 3
- 235000016761 Piper aduncum Nutrition 0.000 description 3
- 235000017804 Piper guineense Nutrition 0.000 description 3
- 235000008184 Piper nigrum Nutrition 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 230000008602 contraction Effects 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 238000009408 flooring Methods 0.000 description 3
- 229920001519 homopolymer Polymers 0.000 description 3
- 238000002074 melt spinning Methods 0.000 description 3
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
- CISIJYCKDJSTMX-UHFFFAOYSA-N 2,2-dichloroethenylbenzene Chemical compound ClC(Cl)=CC1=CC=CC=C1 CISIJYCKDJSTMX-UHFFFAOYSA-N 0.000 description 2
- SBYMUDUGTIKLCR-UHFFFAOYSA-N 2-chloroethenylbenzene Chemical compound ClC=CC1=CC=CC=C1 SBYMUDUGTIKLCR-UHFFFAOYSA-N 0.000 description 2
- MMINFSMURORWKH-UHFFFAOYSA-N 3,6-dioxabicyclo[6.2.2]dodeca-1(10),8,11-triene-2,7-dione Chemical group O=C1OCCOC(=O)C2=CC=C1C=C2 MMINFSMURORWKH-UHFFFAOYSA-N 0.000 description 2
- LLLVZDVNHNWSDS-UHFFFAOYSA-N 4-methylidene-3,5-dioxabicyclo[5.2.2]undeca-1(9),7,10-triene-2,6-dione Chemical compound C1(C2=CC=C(C(=O)OC(=C)O1)C=C2)=O LLLVZDVNHNWSDS-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- 229920013627 Sorona 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
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-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
- 230000032683 aging Effects 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- 229910003460 diamond Inorganic materials 0.000 description 2
- 239000010432 diamond Substances 0.000 description 2
- JFCQEDHGNNZCLN-UHFFFAOYSA-N glutaric acid Chemical compound OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 2
- 238000009998 heat setting Methods 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 238000003780 insertion Methods 0.000 description 2
- 230000037431 insertion Effects 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
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 238000010791 quenching Methods 0.000 description 2
- 230000000171 quenching effect Effects 0.000 description 2
- 238000010186 staining Methods 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 2
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- BYEAHWXPCBROCE-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound FC(F)(F)C(O)C(F)(F)F BYEAHWXPCBROCE-UHFFFAOYSA-N 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- PXGZQGDTEZPERC-UHFFFAOYSA-N 1,4-cyclohexanedicarboxylic acid Chemical compound OC(=O)C1CCC(C(O)=O)CC1 PXGZQGDTEZPERC-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
- WTPYFJNYAMXZJG-UHFFFAOYSA-N 2-[4-(2-hydroxyethoxy)phenoxy]ethanol Chemical compound OCCOC1=CC=C(OCCO)C=C1 WTPYFJNYAMXZJG-UHFFFAOYSA-N 0.000 description 1
- QWGRWMMWNDWRQN-UHFFFAOYSA-N 2-methylpropane-1,3-diol Chemical compound OCC(C)CO QWGRWMMWNDWRQN-UHFFFAOYSA-N 0.000 description 1
- WSQZNZLOZXSBHA-UHFFFAOYSA-N 3,8-dioxabicyclo[8.2.2]tetradeca-1(12),10,13-triene-2,9-dione Chemical compound O=C1OCCCCOC(=O)C2=CC=C1C=C2 WSQZNZLOZXSBHA-UHFFFAOYSA-N 0.000 description 1
- SXFJDZNJHVPHPH-UHFFFAOYSA-N 3-methylpentane-1,5-diol Chemical compound OCCC(C)CCO SXFJDZNJHVPHPH-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 241000284156 Clerodendrum quadriloculare Species 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 241000721047 Danaus plexippus Species 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 229920002292 Nylon 6 Polymers 0.000 description 1
- 229920002302 Nylon 6,6 Polymers 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 241001354471 Pseudobahia Species 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical class [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- 239000005708 Sodium hypochlorite Substances 0.000 description 1
- 229920002334 Spandex Polymers 0.000 description 1
- 239000004784 Superba Substances 0.000 description 1
- 241000324401 Superba Species 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 229960000250 adipic acid Drugs 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229920005601 base polymer Polymers 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- PMMYEEVYMWASQN-IMJSIDKUSA-N cis-4-Hydroxy-L-proline Chemical compound O[C@@H]1CN[C@H](C(O)=O)C1 PMMYEEVYMWASQN-IMJSIDKUSA-N 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000013256 coordination polymer Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 230000002596 correlated effect Effects 0.000 description 1
- 230000000875 corresponding effect Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 238000001493 electron microscopy Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 229920005669 high impact polystyrene Polymers 0.000 description 1
- 239000004797 high-impact polystyrene Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000009940 knitting Methods 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 1
- 238000009740 moulding (composite fabrication) Methods 0.000 description 1
- RXOHFPCZGPKIRD-UHFFFAOYSA-N naphthalene-2,6-dicarboxylic acid Chemical compound C1=C(C(O)=O)C=CC2=CC(C(=O)O)=CC=C21 RXOHFPCZGPKIRD-UHFFFAOYSA-N 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920000120 polyethyl acrylate Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- YBCAZPLXEGKKFM-UHFFFAOYSA-K ruthenium(iii) chloride Chemical compound [Cl-].[Cl-].[Cl-].[Ru+3] YBCAZPLXEGKKFM-UHFFFAOYSA-K 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- WQOMVNPUJAWPFR-UHFFFAOYSA-M sodium;2-carboxynaphthalene-1-carboxylate Chemical compound [Na+].C1=CC=CC2=C(C([O-])=O)C(C(=O)O)=CC=C21 WQOMVNPUJAWPFR-UHFFFAOYSA-M 0.000 description 1
- GJTNGKDEAATFNA-UHFFFAOYSA-M sodium;benzene-1,3-dicarboxylate;hydron Chemical compound [Na+].OC(=O)C1=CC=CC(C([O-])=O)=C1 GJTNGKDEAATFNA-UHFFFAOYSA-M 0.000 description 1
- DJYPJBAHKUBLSS-UHFFFAOYSA-M sodium;hydron;terephthalate Chemical compound [Na+].OC(=O)C1=CC=C(C([O-])=O)C=C1 DJYPJBAHKUBLSS-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000004759 spandex Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 229960005137 succinic acid Drugs 0.000 description 1
- 239000002344 surface layer Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 229920006029 tetra-polymer Polymers 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- 230000037303 wrinkles Effects 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
- D01F6/88—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polycondensation products as major constituent with other polymers or low-molecular-weight compounds
- D01F6/92—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polycondensation products as major constituent with other polymers or low-molecular-weight compounds of polyesters
-
- D—TEXTILES; PAPER
- D02—YARNS; MECHANICAL FINISHING OF YARNS OR ROPES; WARPING OR BEAMING
- D02G—CRIMPING OR CURLING FIBRES, FILAMENTS, THREADS, OR YARNS; YARNS OR THREADS
- D02G3/00—Yarns or threads, e.g. fancy yarns; Processes or apparatus for the production thereof, not otherwise provided for
- D02G3/02—Yarns or threads characterised by the material or by the materials from which they are made
- D02G3/04—Blended or other yarns or threads containing components made from different materials
- D02G3/045—Blended or other yarns or threads containing components made from different materials all components being made from artificial or synthetic material
-
- A—HUMAN NECESSITIES
- A47—FURNITURE; DOMESTIC ARTICLES OR APPLIANCES; COFFEE MILLS; SPICE MILLS; SUCTION CLEANERS IN GENERAL
- A47G—HOUSEHOLD OR TABLE EQUIPMENT
- A47G27/00—Floor fabrics; Fastenings therefor
- A47G27/02—Carpets; Stair runners; Bedside rugs; Foot mats
-
- 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
- D01F8/00—Conjugated, i.e. bi- or multicomponent, artificial filaments or the like; Manufacture thereof
- D01F8/04—Conjugated, i.e. bi- or multicomponent, artificial filaments or the like; Manufacture thereof from synthetic polymers
- D01F8/14—Conjugated, i.e. bi- or multicomponent, artificial filaments or the like; Manufacture thereof from synthetic polymers with at least one polyester as constituent
-
- D—TEXTILES; PAPER
- D03—WEAVING
- D03D—WOVEN FABRICS; METHODS OF WEAVING; LOOMS
- D03D15/00—Woven fabrics characterised by the material, structure or properties of the fibres, filaments, yarns, threads or other warp or weft elements used
- D03D15/20—Woven fabrics characterised by the material, structure or properties of the fibres, filaments, yarns, threads or other warp or weft elements used characterised by the material of the fibres or filaments constituting the yarns or threads
- D03D15/283—Woven fabrics characterised by the material, structure or properties of the fibres, filaments, yarns, threads or other warp or weft elements used characterised by the material of the fibres or filaments constituting the yarns or threads synthetic polymer-based, e.g. polyamide or polyester fibres
-
- D—TEXTILES; PAPER
- D10—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
- D10B—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
- D10B2321/00—Fibres made from polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D10B2321/12—Fibres made from polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds polymers of cyclic compounds with one carbon-to-carbon double bond in the side chain
- D10B2321/121—Fibres made from polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds polymers of cyclic compounds with one carbon-to-carbon double bond in the side chain polystyrene
-
- D—TEXTILES; PAPER
- D10—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
- D10B—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
- D10B2331/00—Fibres made from polymers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polycondensation products
- D10B2331/04—Fibres made from polymers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polycondensation products polyesters, e.g. polyethylene terephthalate [PET]
-
- D—TEXTILES; PAPER
- D10—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
- D10B—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
- D10B2503/00—Domestic or personal
- D10B2503/04—Floor or wall coverings; Carpets
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2913—Rod, strand, filament or fiber
- Y10T428/2929—Bicomponent, conjugate, composite or collateral fibers or filaments [i.e., coextruded sheath-core or side-by-side type]
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2913—Rod, strand, filament or fiber
- Y10T428/2933—Coated or with bond, impregnation or core
- Y10T428/2964—Artificial fiber or filament
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Mechanical Engineering (AREA)
- Artificial Filaments (AREA)
- Yarns And Mechanical Finishing Of Yarns Or Ropes (AREA)
- Multicomponent Fibers (AREA)
- Woven Fabrics (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/183,710 US6923925B2 (en) | 2002-06-27 | 2002-06-27 | Process of making poly (trimethylene dicarboxylate) fibers |
| US10/183,710 | 2002-06-27 | ||
| PCT/US2003/019910 WO2004003270A2 (en) | 2002-06-27 | 2003-06-23 | Poly(trimethylene dicarboxylate) fibers, their manufacture and use |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2488053A1 CA2488053A1 (en) | 2004-01-08 |
| CA2488053C true CA2488053C (en) | 2011-07-05 |
Family
ID=29779184
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2488053A Expired - Fee Related CA2488053C (en) | 2002-06-27 | 2003-06-23 | Poly(trimethylene dicarboxylate) fibers, their manufacture and use |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US6923925B2 (enExample) |
| EP (1) | EP1552044B1 (enExample) |
| JP (1) | JP2005530939A (enExample) |
| KR (2) | KR20100125473A (enExample) |
| CN (1) | CN1662686B (enExample) |
| AR (1) | AR040308A1 (enExample) |
| AT (1) | ATE432380T1 (enExample) |
| AU (1) | AU2003251609A1 (enExample) |
| CA (1) | CA2488053C (enExample) |
| DE (1) | DE60327788D1 (enExample) |
| ES (1) | ES2324778T3 (enExample) |
| MX (1) | MXPA04012282A (enExample) |
| TW (1) | TWI340185B (enExample) |
| WO (1) | WO2004003270A2 (enExample) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6967057B2 (en) * | 2002-12-19 | 2005-11-22 | E.I. Du Pont De Nemours And Company | Poly(trimethylene dicarboxylate) fibers, their manufacture and use |
| AU2003243763A1 (en) * | 2002-12-23 | 2004-07-29 | E. I. Du Pont De Nemours And Company | Poly(trimethylene terephthalate) bicomponent fiber process |
| US7578957B2 (en) * | 2002-12-30 | 2009-08-25 | E. I. Du Pont De Nemours And Company | Process of making staple fibers |
| US20070035057A1 (en) * | 2003-06-26 | 2007-02-15 | Chang Jing C | Poly(trimethylene terephthalate) bicomponent fiber process |
| US20060041039A1 (en) * | 2004-08-20 | 2006-02-23 | Gyorgyi Fenyvesi | Fluorescent poly(alkylene terephthalate) compositions |
| US20070129503A1 (en) * | 2005-12-07 | 2007-06-07 | Kurian Joseph V | Poly(trimethylene terephthalate)/poly(alpha-hydroxy acid) molded, shaped articles |
| US20070128459A1 (en) * | 2005-12-07 | 2007-06-07 | Kurian Joseph V | Poly(trimethylene terephthalate)/poly(alpha-hydroxy acid) films |
| US7666501B2 (en) * | 2005-12-07 | 2010-02-23 | E. I. Du Pont De Nemours And Company | Poly(trimethylene terephthalate)/poly(alpha-hydroxy acid) bi-constituent filaments |
| US20080135662A1 (en) * | 2006-12-06 | 2008-06-12 | Chang Jing C | Melt-spun elastoester multifilament yarns |
| BR112012003641A2 (pt) | 2009-08-20 | 2016-03-22 | Du Pont | composição e processo |
| US20120292808A1 (en) * | 2009-08-20 | 2012-11-22 | E. I. Du Pont De Nemours And Company | Process for producing shaped articles of poly(trimethylene arylate)/polystyrene |
| CN102482470A (zh) | 2009-08-20 | 2012-05-30 | 纳幕尔杜邦公司 | 聚(芳基酸三亚甲基酯)/聚苯乙烯共混物薄膜及其制备方法 |
| US20110260356A1 (en) | 2010-04-27 | 2011-10-27 | E. I. Du Pont De Nemours And Company | Poly(trimethylene arylate) fibers, process for preparing, and fabric prepared therefrom |
| US8753741B2 (en) | 2010-04-27 | 2014-06-17 | E I Du Pont De Nemours And Company | Poly(trimethylene arylate) fibers, process for preparing, and fabric prepared therefrom |
| JP2014526621A (ja) * | 2011-09-22 | 2014-10-06 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | ポリ（トリメチレンアリーレート）繊維、その作製方法、およびそれから作製された布地 |
| CN104105823B (zh) * | 2011-10-07 | 2016-06-15 | 纳幕尔杜邦公司 | 包含聚(芳族二羧酸1,3-丙二醇酯)长丝的织物 |
| WO2013055344A1 (en) * | 2011-10-13 | 2013-04-18 | E. I. Du Pont De Nemours And Company | Process for preparing poly (trimethylene arylate) fibers |
| CN104371280A (zh) * | 2013-08-12 | 2015-02-25 | 杜邦公司 | 熔体流动性改进的热塑性组合物 |
| WO2015189918A1 (ja) * | 2014-06-10 | 2015-12-17 | Ykk株式会社 | ファスナーストリンガー及びスライドファスナー |
| JP7139336B2 (ja) * | 2017-08-21 | 2022-09-20 | 日本エイアンドエル株式会社 | 樹脂繊維およびその製造方法 |
| BE1028851B1 (fr) * | 2020-12-03 | 2022-07-05 | De Poortere Deco Sa | Tapis recyclable et methode de fabrication du tapis recyclable |
| CN116121930B (zh) * | 2023-02-27 | 2023-11-03 | 亿吉万(深圳)新材料科技有限公司 | 一种吸湿抗菌纺织物 |
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| CA944520A (en) | 1969-03-26 | 1974-04-02 | Toray Industries, Inc. | Spontaneously crimping synthetic composite filament and process of manufacturing the same |
| CA1107162A (en) | 1978-01-27 | 1981-08-18 | Masayuki Tani | Spun yarn-like textured composite yarn and a process for manufacturing the same |
| JPS5691013A (en) | 1979-12-20 | 1981-07-23 | Teijin Ltd | Undrawn polyester yarn and its production |
| EP0041327B1 (en) | 1980-05-30 | 1983-09-07 | Imperial Chemical Industries Plc | Improved melt spinning process |
| JPS5747912A (en) | 1980-09-03 | 1982-03-19 | Teijin Ltd | Undrawn polyester yarn and its production |
| JPS5761716A (en) | 1980-09-25 | 1982-04-14 | Teijin Ltd | Polyester multifilaments and their production |
| JPS57193536A (en) | 1981-05-15 | 1982-11-27 | Teijin Ltd | Low temperature setting polyester filament yarn |
| EP0080274B1 (en) | 1981-11-23 | 1986-05-14 | Imperial Chemical Industries Plc | Process of melt spinning of a blend of a fibre-forming polymer and an immiscible polymer and melt spun fibres produced by such process |
| US4475330A (en) | 1982-06-03 | 1984-10-09 | Teijin Limited | High twist polyester multifilament yarn and fabric made therefrom |
| GB8405694D0 (en) | 1984-03-05 | 1984-04-11 | Ici Plc | Melt spinning of blend of fibre forming polymer |
| JPS6221817A (ja) | 1985-05-30 | 1987-01-30 | Teijin Ltd | ポリエステル繊維の超高速紡糸方法 |
| US5340909A (en) | 1991-12-18 | 1994-08-23 | Hoechst Celanese Corporation | Poly(1,3-propylene terephthalate) |
| JP3264462B2 (ja) | 1993-06-04 | 2002-03-11 | 出光興産株式会社 | ポリスチレン系樹脂組成物 |
| JP4213202B2 (ja) | 1994-02-21 | 2009-01-21 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | ポリトリメチレンテレフタレートの繊維の染色方法ならびにこの方法により得られた染色された繊維の使用 |
| TW288052B (enExample) | 1994-06-30 | 1996-10-11 | Du Pont | |
| FR2750706B1 (fr) * | 1996-07-04 | 1998-11-20 | Rhone Poulenc Fibres & Polymer | Filaments en matiere synthetique et procede de fabrication d'un tel filament |
| US5993712A (en) | 1997-02-25 | 1999-11-30 | Lurgi Zimmer Aktiengesellschaft | Process for the processing of polymer mixtures into filaments |
| JP2001512793A (ja) | 1997-08-05 | 2001-08-28 | ルルギ ツィマー アクチエンゲゼルシャフト | ポリマー混合物をフィラメントに加工する方法 |
| JPH11189925A (ja) | 1997-12-22 | 1999-07-13 | Toray Ind Inc | 芯鞘複合繊維の製造方法 |
| JP3769379B2 (ja) | 1998-03-19 | 2006-04-26 | 帝人ファイバー株式会社 | 捲取性の改善された高伸度ポリエステルフィラメント糸およびその製造方法 |
| US6329712B1 (en) | 1998-03-25 | 2001-12-11 | Micron Technology, Inc. | High density flip chip memory arrays |
| JPH11286596A (ja) | 1998-04-01 | 1999-10-19 | Teijin Ltd | コネクター材料 |
| ES2210929T3 (es) | 1998-09-16 | 2004-07-01 | ROHM GMBH & CO. KG | Fibras y filamentos de poliester asi como procedimiento para su fabricacion. |
| US6245844B1 (en) | 1998-09-18 | 2001-06-12 | E. I. Du Pont De Nemours And Company | Nucleating agent for polyesters |
| EP1167594A1 (en) | 1998-12-28 | 2002-01-02 | Asahi Kasei Kabushiki Kaisha | Yarn comprising polytrimethylene terephtharate |
| JP3918366B2 (ja) | 1999-06-07 | 2007-05-23 | 東レ株式会社 | 溶融紡糸用ポリエステル組成物、ポリエステル部分配向未延伸糸およびその製造方法 |
| DE19937727A1 (de) * | 1999-08-10 | 2001-02-15 | Lurgi Zimmer Ag | Polyester-Stapelfasern und Verfahren zu deren Herstellung |
| US6576340B1 (en) | 1999-11-12 | 2003-06-10 | E. I. Du Pont De Nemours And Company | Acid dyeable polyester compositions |
| US6312805B1 (en) | 2000-02-11 | 2001-11-06 | E.I. Du Pont De Nemours And Company | Cationic dyeability modifier for use with polyester and polyamide |
| US6287688B1 (en) | 2000-03-03 | 2001-09-11 | E. I. Du Pont De Nemours And Company | Partially oriented poly(trimethylene terephthalate) yarn |
| US6663806B2 (en) | 2000-03-03 | 2003-12-16 | E. I. Du Pont De Nemours And Company | Processes for making poly (trimethylene terephthalate) yarns |
| US6685859B2 (en) | 2000-03-03 | 2004-02-03 | E. I. Du Pont De Nemours And Company | Processes for making poly(trimethylene terephthalate) yarn |
| US6667003B2 (en) | 2000-05-25 | 2003-12-23 | Zimmer A.G. | Method for the manufacture of synthetic fibers from a melt mixture based on fiber forming polymers |
| DE10022889B4 (de) | 2000-05-25 | 2007-12-20 | Lurgi Zimmer Gmbh | Verfahren zum Herstellen von synthetischen Fäden aus einer Polymermischung auf Polyesterbasis |
| KR100616190B1 (ko) | 2000-07-18 | 2006-08-25 | 주식회사 휴비스 | 폴리에스테르 부분연신사 및 그 제조방법 |
| US6752945B2 (en) | 2000-09-12 | 2004-06-22 | E. I. Du Pont De Nemours And Company | Process for making poly(trimethylene terephthalate) staple fibers |
-
2002
- 2002-06-27 US US10/183,710 patent/US6923925B2/en not_active Expired - Lifetime
-
2003
- 2003-06-23 AT AT03762006T patent/ATE432380T1/de not_active IP Right Cessation
- 2003-06-23 CN CN03814834XA patent/CN1662686B/zh not_active Expired - Fee Related
- 2003-06-23 KR KR1020107024392A patent/KR20100125473A/ko not_active Ceased
- 2003-06-23 MX MXPA04012282A patent/MXPA04012282A/es active IP Right Grant
- 2003-06-23 DE DE60327788T patent/DE60327788D1/de not_active Expired - Lifetime
- 2003-06-23 WO PCT/US2003/019910 patent/WO2004003270A2/en not_active Ceased
- 2003-06-23 KR KR1020047021031A patent/KR101059594B1/ko not_active Expired - Fee Related
- 2003-06-23 CA CA2488053A patent/CA2488053C/en not_active Expired - Fee Related
- 2003-06-23 JP JP2004517775A patent/JP2005530939A/ja active Pending
- 2003-06-23 AU AU2003251609A patent/AU2003251609A1/en not_active Abandoned
- 2003-06-23 ES ES03762006T patent/ES2324778T3/es not_active Expired - Lifetime
- 2003-06-23 EP EP03762006A patent/EP1552044B1/en not_active Expired - Lifetime
- 2003-06-27 AR ARP030102348A patent/AR040308A1/es unknown
- 2003-06-27 TW TW092117689A patent/TWI340185B/zh not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| EP1552044B1 (en) | 2009-05-27 |
| KR20050013155A (ko) | 2005-02-02 |
| WO2004003270A8 (en) | 2005-03-10 |
| JP2005530939A (ja) | 2005-10-13 |
| AR040308A1 (es) | 2005-03-23 |
| AU2003251609A8 (en) | 2004-01-19 |
| ATE432380T1 (de) | 2009-06-15 |
| US6923925B2 (en) | 2005-08-02 |
| WO2004003270A3 (en) | 2004-03-18 |
| MXPA04012282A (es) | 2005-02-25 |
| CN1662686A (zh) | 2005-08-31 |
| DE60327788D1 (de) | 2009-07-09 |
| ES2324778T3 (es) | 2009-08-14 |
| US20040001950A1 (en) | 2004-01-01 |
| KR101059594B1 (ko) | 2011-08-25 |
| EP1552044A4 (en) | 2006-12-13 |
| CN1662686B (zh) | 2010-05-26 |
| AU2003251609A1 (en) | 2004-01-19 |
| CA2488053A1 (en) | 2004-01-08 |
| KR20100125473A (ko) | 2010-11-30 |
| TW200401854A (en) | 2004-02-01 |
| WO2004003270A2 (en) | 2004-01-08 |
| EP1552044A2 (en) | 2005-07-13 |
| TWI340185B (en) | 2011-04-11 |
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Legal Events
| Date | Code | Title | Description |
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| EEER | Examination request | ||
| MKLA | Lapsed |
Effective date: 20220301 |
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| MKLA | Lapsed |
Effective date: 20200831 |