JP2012001827A - Polyester fiber - Google Patents
Polyester fiber Download PDFInfo
- Publication number
- JP2012001827A JP2012001827A JP2010135094A JP2010135094A JP2012001827A JP 2012001827 A JP2012001827 A JP 2012001827A JP 2010135094 A JP2010135094 A JP 2010135094A JP 2010135094 A JP2010135094 A JP 2010135094A JP 2012001827 A JP2012001827 A JP 2012001827A
- Authority
- JP
- Japan
- Prior art keywords
- polyester
- fiber
- group
- ester
- acid
- 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.)
- Pending
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- 229920000728 polyester Polymers 0.000 title claims abstract description 92
- 239000000835 fiber Substances 0.000 title claims abstract description 80
- 239000004744 fabric Substances 0.000 claims abstract description 26
- 230000002378 acidificating effect Effects 0.000 claims abstract description 14
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 10
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000011593 sulfur Substances 0.000 claims abstract description 9
- -1 salt compound Chemical class 0.000 claims description 38
- 125000000524 functional group Chemical group 0.000 claims description 14
- 125000003118 aryl group Chemical group 0.000 claims description 10
- 125000001931 aliphatic group Chemical group 0.000 claims description 9
- 229910052751 metal Inorganic materials 0.000 claims description 9
- 239000002184 metal Substances 0.000 claims description 9
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- 239000004753 textile Substances 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 230000000844 anti-bacterial effect Effects 0.000 abstract description 24
- 230000001877 deodorizing effect Effects 0.000 abstract description 8
- 238000009940 knitting Methods 0.000 description 22
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 21
- 239000002781 deodorant agent Substances 0.000 description 17
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 14
- 238000000034 method Methods 0.000 description 14
- 150000001875 compounds Chemical class 0.000 description 9
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 9
- 239000003242 anti bacterial agent Substances 0.000 description 8
- 238000010306 acid treatment Methods 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 7
- 239000010410 layer Substances 0.000 description 7
- 125000000542 sulfonic acid group Chemical group 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 4
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Substances OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 4
- 229920000139 polyethylene terephthalate Polymers 0.000 description 4
- 239000005020 polyethylene terephthalate Substances 0.000 description 4
- 238000012805 post-processing Methods 0.000 description 4
- 239000002759 woven fabric Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 229940077388 benzenesulfonate Drugs 0.000 description 3
- SRSXLGNVWSONIS-UHFFFAOYSA-M benzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-M 0.000 description 3
- 230000001588 bifunctional effect Effects 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 3
- 229910052744 lithium Inorganic materials 0.000 description 3
- 229920001707 polybutylene terephthalate Polymers 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 125000002723 alicyclic group Chemical group 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 2
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 description 2
- 230000003385 bacteriostatic effect Effects 0.000 description 2
- BUDPGRUUAXTNRB-UHFFFAOYSA-K benzyl(triphenyl)phosphanium 5-sulfonatobenzene-1,3-dicarboxylate Chemical compound [O-]C(=O)c1cc(cc(c1)S([O-])(=O)=O)C([O-])=O.C(c1ccccc1)[P+](c1ccccc1)(c1ccccc1)c1ccccc1.C(c1ccccc1)[P+](c1ccccc1)(c1ccccc1)c1ccccc1.C(c1ccccc1)[P+](c1ccccc1)(c1ccccc1)c1ccccc1 BUDPGRUUAXTNRB-UHFFFAOYSA-K 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- JHPRWPIHJBDGSI-UHFFFAOYSA-K butyl(triphenyl)phosphanium 5-sulfonatobenzene-1,3-dicarboxylate Chemical compound [O-]C(=O)c1cc(cc(c1)S([O-])(=O)=O)C([O-])=O.CCCC[P+](c1ccccc1)(c1ccccc1)c1ccccc1.CCCC[P+](c1ccccc1)(c1ccccc1)c1ccccc1.CCCC[P+](c1ccccc1)(c1ccccc1)c1ccccc1 JHPRWPIHJBDGSI-UHFFFAOYSA-K 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 239000002131 composite material Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 229920000747 poly(lactic acid) Polymers 0.000 description 2
- 238000006068 polycondensation reaction Methods 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- 239000004626 polylactic acid Substances 0.000 description 2
- 229920002620 polyvinyl fluoride Polymers 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
- CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellitic acid Chemical compound OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 229910052709 silver Inorganic materials 0.000 description 2
- 239000004332 silver Substances 0.000 description 2
- 239000002356 single layer Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000001179 sorption measurement Methods 0.000 description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 2
- 238000005809 transesterification reaction Methods 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
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-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
- ZRPKEUVFESZUKX-UHFFFAOYSA-N 2-(2-hydroxyethoxy)benzoic acid Chemical compound OCCOC1=CC=CC=C1C(O)=O ZRPKEUVFESZUKX-UHFFFAOYSA-N 0.000 description 1
- BDKLKNJTMLIAFE-UHFFFAOYSA-N 2-(3-fluorophenyl)-1,3-oxazole-4-carbaldehyde Chemical compound FC1=CC=CC(C=2OC=C(C=O)N=2)=C1 BDKLKNJTMLIAFE-UHFFFAOYSA-N 0.000 description 1
- WUYJSLUOFRDUFQ-UHFFFAOYSA-L 2-sulfobutanedioate;tetrabutylphosphanium Chemical compound OS(=O)(=O)C(C([O-])=O)CC([O-])=O.CCCC[P+](CCCC)(CCCC)CCCC.CCCC[P+](CCCC)(CCCC)CCCC WUYJSLUOFRDUFQ-UHFFFAOYSA-L 0.000 description 1
- WLPLZSMVVXVBNF-UHFFFAOYSA-M 3,5-bis(2-hydroxyethoxycarbonyl)benzenesulfonate;tetrabutylphosphanium Chemical compound CCCC[P+](CCCC)(CCCC)CCCC.OCCOC(=O)C1=CC(C(=O)OCCO)=CC(S([O-])(=O)=O)=C1 WLPLZSMVVXVBNF-UHFFFAOYSA-M 0.000 description 1
- YRUPCSWZCGCUJC-UHFFFAOYSA-M 3,5-bis(2-hydroxyethoxycarbonyl)benzenesulfonate;tetraphenylphosphanium Chemical compound OCCOC(=O)C1=CC(C(=O)OCCO)=CC(S([O-])(=O)=O)=C1.C1=CC=CC=C1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 YRUPCSWZCGCUJC-UHFFFAOYSA-M 0.000 description 1
- UJTVVWPLCZHEJR-UHFFFAOYSA-N 3,7-bis(methoxycarbonyl)naphthalene-1-sulfonic acid Chemical compound C1=C(C(=O)OC)C=C(S(O)(=O)=O)C2=CC(C(=O)OC)=CC=C21 UJTVVWPLCZHEJR-UHFFFAOYSA-N 0.000 description 1
- PXQRVOCHISUSCC-UHFFFAOYSA-M 3-(2-hydroxyethoxycarbonyl)benzenesulfonate;tetrabutylphosphanium Chemical compound OCCOC(=O)C1=CC=CC(S([O-])(=O)=O)=C1.CCCC[P+](CCCC)(CCCC)CCCC PXQRVOCHISUSCC-UHFFFAOYSA-M 0.000 description 1
- KIINLFFTVAGQMM-UHFFFAOYSA-M 3-(2-hydroxyethoxycarbonyl)benzenesulfonate;tetraphenylphosphanium Chemical compound OCCOC(=O)C1=CC=CC(S([O-])(=O)=O)=C1.C1=CC=CC=C1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 KIINLFFTVAGQMM-UHFFFAOYSA-M 0.000 description 1
- KCTFVMYOPINVSK-UHFFFAOYSA-M 3-methoxycarbonylbenzenesulfonate;tetrabutylphosphanium Chemical compound COC(=O)C1=CC=CC(S([O-])(=O)=O)=C1.CCCC[P+](CCCC)(CCCC)CCCC KCTFVMYOPINVSK-UHFFFAOYSA-M 0.000 description 1
- MAZBWEMFCXPKGH-UHFFFAOYSA-M 3-methoxycarbonylbenzenesulfonate;tetraphenylphosphanium Chemical compound COC(=O)C1=CC=CC(S([O-])(=O)=O)=C1.C1=CC=CC=C1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 MAZBWEMFCXPKGH-UHFFFAOYSA-M 0.000 description 1
- QMWGSOMVXSRXQX-UHFFFAOYSA-N 3-sulfobenzoic acid Chemical compound OC(=O)C1=CC=CC(S(O)(=O)=O)=C1 QMWGSOMVXSRXQX-UHFFFAOYSA-N 0.000 description 1
- BSELDXNAHWCMLH-UHFFFAOYSA-L 3-sulfonatobenzoate tetrabutylphosphanium Chemical compound [O-]C(=O)c1cccc(c1)S([O-])(=O)=O.CCCC[P+](CCCC)(CCCC)CCCC.CCCC[P+](CCCC)(CCCC)CCCC BSELDXNAHWCMLH-UHFFFAOYSA-L 0.000 description 1
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical compound C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
- JYQJLVPMTBJMTI-UHFFFAOYSA-M 4-(2-hydroxyethoxy)benzenesulfonate;tetrabutylphosphanium Chemical compound OCCOC1=CC=C(S([O-])(=O)=O)C=C1.CCCC[P+](CCCC)(CCCC)CCCC JYQJLVPMTBJMTI-UHFFFAOYSA-M 0.000 description 1
- WGLLPLKFAISNLZ-UHFFFAOYSA-K 4-sulfonatonaphthalene-2,6-dicarboxylate tetrabutylphosphanium Chemical compound CCCC[P+](CCCC)(CCCC)CCCC.CCCC[P+](CCCC)(CCCC)CCCC.CCCC[P+](CCCC)(CCCC)CCCC.[O-]C(=O)c1ccc2cc(cc(c2c1)S([O-])(=O)=O)C([O-])=O WGLLPLKFAISNLZ-UHFFFAOYSA-K 0.000 description 1
- CARJPEPCULYFFP-UHFFFAOYSA-N 5-Sulfo-1,3-benzenedicarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC(S(O)(=O)=O)=C1 CARJPEPCULYFFP-UHFFFAOYSA-N 0.000 description 1
- QCSIRLGSMWDFMF-UHFFFAOYSA-K 5-sulfonatobenzene-1,3-dicarboxylate tetrabutylphosphanium Chemical compound [O-]C(=O)c1cc(cc(c1)S([O-])(=O)=O)C([O-])=O.CCCC[P+](CCCC)(CCCC)CCCC.CCCC[P+](CCCC)(CCCC)CCCC.CCCC[P+](CCCC)(CCCC)CCCC QCSIRLGSMWDFMF-UHFFFAOYSA-K 0.000 description 1
- BWLOPTUNEMCWSZ-UHFFFAOYSA-K 5-sulfonatobenzene-1,3-dicarboxylate tetraphenylphosphanium Chemical compound [O-]C(=O)c1cc(cc(c1)S([O-])(=O)=O)C([O-])=O.c1ccc(cc1)[P+](c1ccccc1)(c1ccccc1)c1ccccc1.c1ccc(cc1)[P+](c1ccccc1)(c1ccccc1)c1ccccc1.c1ccc(cc1)[P+](c1ccccc1)(c1ccccc1)c1ccccc1 BWLOPTUNEMCWSZ-UHFFFAOYSA-K 0.000 description 1
- FQVMIQKRLZHUDJ-UHFFFAOYSA-K 5-sulfonatobenzene-1,3-dicarboxylate tributyl(ethyl)phosphanium Chemical compound CCCC[P+](CC)(CCCC)CCCC.CCCC[P+](CC)(CCCC)CCCC.CCCC[P+](CC)(CCCC)CCCC.[O-]C(=O)c1cc(cc(c1)S([O-])(=O)=O)C([O-])=O FQVMIQKRLZHUDJ-UHFFFAOYSA-K 0.000 description 1
- DALNSBKXJGCIGM-UHFFFAOYSA-K 5-sulfonatobenzene-1,3-dicarboxylate tributyl(phenyl)phosphanium Chemical compound [O-]C(=O)c1cc(cc(c1)S([O-])(=O)=O)C([O-])=O.CCCC[P+](CCCC)(CCCC)c1ccccc1.CCCC[P+](CCCC)(CCCC)c1ccccc1.CCCC[P+](CCCC)(CCCC)c1ccccc1 DALNSBKXJGCIGM-UHFFFAOYSA-K 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920001661 Chitosan Polymers 0.000 description 1
- 229920001634 Copolyester Polymers 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- BELBBZDIHDAJOR-UHFFFAOYSA-N Phenolsulfonephthalein Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)C2=CC=CC=C2S(=O)(=O)O1 BELBBZDIHDAJOR-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 229920001283 Polyalkylene terephthalate Polymers 0.000 description 1
- 241000191967 Staphylococcus aureus Species 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000003463 adsorbent Substances 0.000 description 1
- 229920003232 aliphatic polyester Polymers 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 230000003373 anti-fouling effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 235000019445 benzyl alcohol Nutrition 0.000 description 1
- MAAPEMRACZBJAD-UHFFFAOYSA-K benzyl(tributyl)phosphanium 5-sulfonatobenzene-1,3-dicarboxylate Chemical compound [O-]C(=O)c1cc(cc(c1)S([O-])(=O)=O)C([O-])=O.CCCC[P+](CCCC)(CCCC)Cc1ccccc1.CCCC[P+](CCCC)(CCCC)Cc1ccccc1.CCCC[P+](CCCC)(CCCC)Cc1ccccc1 MAAPEMRACZBJAD-UHFFFAOYSA-K 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 238000002788 crimping Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- QICYQWTZZBCCIA-UHFFFAOYSA-L disodium;3,7-bis(methoxycarbonyl)naphthalene-1,5-disulfonate Chemical compound [Na+].[Na+].C1=C(C(=O)OC)C=C(S([O-])(=O)=O)C2=CC(C(=O)OC)=CC(S([O-])(=O)=O)=C21 QICYQWTZZBCCIA-UHFFFAOYSA-L 0.000 description 1
- YGSZNSDQUQYJCY-UHFFFAOYSA-L disodium;naphthalene-1,5-disulfonate Chemical compound [Na+].[Na+].C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1S([O-])(=O)=O YGSZNSDQUQYJCY-UHFFFAOYSA-L 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- GVBWZHALHMDKQL-UHFFFAOYSA-K ethyl(triphenyl)phosphanium 5-sulfonatobenzene-1,3-dicarboxylate Chemical compound [O-]C(=O)c1cc(cc(c1)S([O-])(=O)=O)C([O-])=O.CC[P+](c1ccccc1)(c1ccccc1)c1ccccc1.CC[P+](c1ccccc1)(c1ccccc1)c1ccccc1.CC[P+](c1ccccc1)(c1ccccc1)c1ccccc1 GVBWZHALHMDKQL-UHFFFAOYSA-K 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 239000006081 fluorescent whitening agent Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 238000009998 heat setting Methods 0.000 description 1
- 239000003230 hygroscopic agent Substances 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 239000002649 leather substitute Substances 0.000 description 1
- ZERIVMMUDSPYOZ-UHFFFAOYSA-M lithium;3,7-bis(methoxycarbonyl)naphthalene-1-sulfonate Chemical compound [Li+].C1=C(C(=O)OC)C=C(S([O-])(=O)=O)C2=CC(C(=O)OC)=CC=C21 ZERIVMMUDSPYOZ-UHFFFAOYSA-M 0.000 description 1
- GGKPBCOOXDBLLG-UHFFFAOYSA-M lithium;3-carboxy-5-sulfobenzoate Chemical compound [Li+].OC(=O)C1=CC(C(O)=O)=CC(S([O-])(=O)=O)=C1 GGKPBCOOXDBLLG-UHFFFAOYSA-M 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 229940071125 manganese acetate Drugs 0.000 description 1
- UOGMEBQRZBEZQT-UHFFFAOYSA-L manganese(2+);diacetate Chemical compound [Mn+2].CC([O-])=O.CC([O-])=O UOGMEBQRZBEZQT-UHFFFAOYSA-L 0.000 description 1
- 239000006224 matting agent Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- KYTZHLUVELPASH-UHFFFAOYSA-N naphthalene-1,2-dicarboxylic acid Chemical compound C1=CC=CC2=C(C(O)=O)C(C(=O)O)=CC=C21 KYTZHLUVELPASH-UHFFFAOYSA-N 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 229960003531 phenolsulfonphthalein Drugs 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 150000004714 phosphonium salts Chemical class 0.000 description 1
- 150000003018 phosphorus compounds Chemical class 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920002215 polytrimethylene terephthalate Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- FJIZBDJKYXYPAE-UHFFFAOYSA-M potassium;3,5-bis(methoxycarbonyl)benzenesulfonate Chemical compound [K+].COC(=O)C1=CC(C(=O)OC)=CC(S([O-])(=O)=O)=C1 FJIZBDJKYXYPAE-UHFFFAOYSA-M 0.000 description 1
- DVBBBJFTGOHNHC-UHFFFAOYSA-M potassium;3,5-dicarboxybenzenesulfonate Chemical compound [K+].OC(=O)C1=CC(C(O)=O)=CC(S([O-])(=O)=O)=C1 DVBBBJFTGOHNHC-UHFFFAOYSA-M 0.000 description 1
- KJNLNBUCZYHGPG-UHFFFAOYSA-M potassium;3,7-bis(methoxycarbonyl)naphthalene-1-sulfonate Chemical compound [K+].C1=C(C(=O)OC)C=C(S([O-])(=O)=O)C2=CC(C(=O)OC)=CC=C21 KJNLNBUCZYHGPG-UHFFFAOYSA-M 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 229940087562 sodium acetate trihydrate Drugs 0.000 description 1
- 229940077386 sodium benzenesulfonate Drugs 0.000 description 1
- LLHSEQCZSNZLRI-UHFFFAOYSA-M sodium;3,5-bis(methoxycarbonyl)benzenesulfonate Chemical compound [Na+].COC(=O)C1=CC(C(=O)OC)=CC(S([O-])(=O)=O)=C1 LLHSEQCZSNZLRI-UHFFFAOYSA-M 0.000 description 1
- YXTFRJVQOWZDPP-UHFFFAOYSA-M sodium;3,5-dicarboxybenzenesulfonate Chemical compound [Na+].OC(=O)C1=CC(C(O)=O)=CC(S([O-])(=O)=O)=C1 YXTFRJVQOWZDPP-UHFFFAOYSA-M 0.000 description 1
- YGCFNVDNEPLPGM-UHFFFAOYSA-M sodium;3,7-bis(methoxycarbonyl)naphthalene-2-sulfonate Chemical compound [Na+].C1=C(C(=O)OC)C(S([O-])(=O)=O)=CC2=CC(C(=O)OC)=CC=C21 YGCFNVDNEPLPGM-UHFFFAOYSA-M 0.000 description 1
- PXMZGQMCKRIHHE-UHFFFAOYSA-M sodium;3,7-dicarboxynaphthalene-1-sulfonate Chemical compound [Na+].C1=C(C(O)=O)C=C(S([O-])(=O)=O)C2=CC(C(=O)O)=CC=C21 PXMZGQMCKRIHHE-UHFFFAOYSA-M 0.000 description 1
- MZSDGDXXBZSFTG-UHFFFAOYSA-M sodium;benzenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C1=CC=CC=C1 MZSDGDXXBZSFTG-UHFFFAOYSA-M 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000010183 spectrum analysis Methods 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- BJQWBACJIAKDTJ-UHFFFAOYSA-N tetrabutylphosphanium Chemical class CCCC[P+](CCCC)(CCCC)CCCC BJQWBACJIAKDTJ-UHFFFAOYSA-N 0.000 description 1
- 229940073455 tetraethylammonium hydroxide Drugs 0.000 description 1
- LRGJRHZIDJQFCL-UHFFFAOYSA-M tetraethylazanium;hydroxide Chemical compound [OH-].CC[N+](CC)(CC)CC LRGJRHZIDJQFCL-UHFFFAOYSA-M 0.000 description 1
- 239000003017 thermal stabilizer Substances 0.000 description 1
- 150000003609 titanium compounds Chemical class 0.000 description 1
- JWZDVHOYCNIXDA-UHFFFAOYSA-N tributyl(phenyl)phosphanium Chemical class CCCC[P+](CCCC)(CCCC)C1=CC=CC=C1 JWZDVHOYCNIXDA-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 238000009941 weaving Methods 0.000 description 1
Landscapes
- Knitting Of Fabric (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
- Artificial Filaments (AREA)
- Woven Fabrics (AREA)
Abstract
Description
本発明は、抗菌性および消臭性を発現するポリエステル繊維に関するものである。 The present invention relates to a polyester fiber that exhibits antibacterial and deodorant properties.
近年健康志向が高まり、抗菌性及び消臭性を有するポリエステル繊維が要求されるようになってきた。達成する手段として、無機系抗菌剤や吸着剤、消臭剤を繊維中に練り込んだポリエステル繊維、および後加工により上記の剤を布帛に付与したもの、後加工により天然系抗菌剤や消臭剤を布帛に付与したものなどが提案されている(例えば、特許文献1、特許文献2、特許文献3参照)。 In recent years, the trend toward health has increased, and polyester fibers having antibacterial and deodorizing properties have been demanded. As means to achieve, inorganic antibacterial agent and adsorbent, polyester fiber kneaded with deodorant in the fiber, and those obtained by applying the above agent to the fabric by post processing, natural antibacterial agent and deodorant by post processing The thing etc. which provided the agent for the fabric etc. are proposed (for example, refer patent document 1, patent document 2, patent document 3).
しかしながら、無機系抗菌剤を繊維中に練り込んだものでは、剤により繊維を構成するポリマーが劣化し、繊維の色調が悪くなるという問題があった。また、銀イオンや亜鉛イオンなどを含む無機系抗菌剤やキトサンなどを含む天然系抗菌剤を後加工により布帛に付与したものでは耐久性の問題や、後加工時の付着剤により風合いが悪化する問題があった。 However, when the inorganic antibacterial agent is kneaded into the fiber, there is a problem that the polymer constituting the fiber is deteriorated by the agent and the color tone of the fiber is deteriorated. In addition, when an inorganic antibacterial agent containing silver ions or zinc ions or a natural antibacterial agent containing chitosan or the like is applied to the fabric by post-processing, the texture deteriorates due to durability problems or adhesives at the time of post-processing. There was a problem.
近年では、環境への配慮の点から、銀イオンや亜鉛イオンなどの金属イオン抗菌剤を使用しなくても抗菌性や消臭性効果を有すると共に、風合いや取り扱い性の良好なものが望まれている。 In recent years, in consideration of the environment, it is desired to have antibacterial and deodorizing effects without using metal ion antibacterial agents such as silver ions and zinc ions, and also have good texture and handleability. ing.
本発明は上記の背景に鑑みなされたものであり、その目的は、優れた抗菌性および消臭性と色調変化が少なく又風合いの良好な布帛とすることができるポリエステル繊維を提供することにある。 The present invention has been made in view of the above background, and an object of the present invention is to provide a polyester fiber that has excellent antibacterial and deodorant properties, little change in color tone, and can have a good texture. .
本発明者は上記の課題を達成するため鋭意検討した結果、抗菌剤や消臭剤を用いなくても特定の性質を繊維に付与することにより、優れた抗菌性および消臭性を有し、色調や風合いにも優れた布帛として有用なポリエステル繊維が得られることを見出し、さらに鋭意検討を重ねることにより本発明を完成するに至った。 As a result of earnest study to achieve the above-mentioned problems, the present inventor has excellent antibacterial and deodorant properties by imparting specific properties to the fiber without using an antibacterial agent or a deodorant, The inventors have found that polyester fibers useful as a fabric excellent in color tone and texture can be obtained, and have made further studies, and have completed the present invention.
すなわち、本発明によれば、
繊維中に含まれる硫黄(S)量が繊維を構成する全ポリエステル重量に対して0.03〜1.0wt%で、酸性末端量が全ポリエステル重量に対して50〜500eq/T、繊維強度が1.0cN/dtex以上であるポリエステル繊維が提供される。
That is, according to the present invention,
The amount of sulfur (S) contained in the fiber is 0.03 to 1.0 wt% with respect to the total weight of the polyester constituting the fiber, the acid end amount is 50 to 500 eq / T with respect to the total weight of the polyester, and the fiber strength is Polyester fibers that are 1.0 cN / dtex or higher are provided.
好ましくは、硫黄及び酸性末端が下記一般式(1)で表わされるエステル形成性スルホン酸金属塩化合物及び/又は下記一般式(2)で表わされるエステル形成性スルホン酸ホスホニウム塩化合物由来のものであり、式(1)及び/又は式(2)の共重合量がポリエステル全酸成分に対して、0.1〜10モル%であるポリエステルからなる繊維である。 Preferably, the sulfur and acidic terminals are derived from an ester-forming sulfonic acid metal salt compound represented by the following general formula (1) and / or an ester-forming sulfonic acid phosphonium salt compound represented by the following general formula (2). The fiber which consists of polyester whose copolymerization amount of Formula (1) and / or Formula (2) is 0.1-10 mol% with respect to the polyester total acid component.
また別の発明の形態として上記ポリエステル繊維を含む布帛及び繊維製品を提供する。 As another embodiment of the present invention, there are provided a fabric and a textile product containing the polyester fiber.
本発明によれば、抗菌性や消臭性を有する剤を繊維中に練り込んだり、繊維表面に後加工で付与することなく優れた抗菌性および消臭性と共に色調や風合いの良好なポリエステル布帛及び繊維製品とすることができるポリエステル繊維が得られる。 According to the present invention, an antibacterial and deodorant agent is kneaded into a fiber, and it is excellent in antibacterial and deodorizing properties and has a good color tone and texture without being post-processed on the fiber surface. And polyester fibers which can be made into textile products.
以下、本発明の実施の形態について詳細に説明する。
本発明のポリエステル繊維は、繊維中に含まれる硫黄(S)量が繊維中の全ポリエステル重量に対して0.03〜1.0wt%で、酸性末端量が全ポリエステル重量に対して50〜500eq/T、繊維強度が1.0cN/dt以上であることが必要である。
Hereinafter, embodiments of the present invention will be described in detail.
In the polyester fiber of the present invention, the amount of sulfur (S) contained in the fiber is 0.03 to 1.0 wt% with respect to the total polyester weight in the fiber, and the acidic terminal amount is 50 to 500 eq with respect to the total polyester weight. / T, fiber strength is required to be 1.0 cN / dt or more.
本発明のポリエステル繊維を構成するポリエステルとしては、ポリエチレンテレフタレート、ポリブチレンテレフタレート、ポリトリメチレンテレフタレートなどの繊維形成性ポリエステルが好ましい。すなわち、テレフタル酸を主たる二官能性カルボン酸成分とし、エチレングリコール、トリメチレングリコール、テトラメチレングリコールなどを主たるグリコール成分とするポリアルキレンテレフタレート系ポリエステルが好ましい。また特許第4202361号公報に記載されたポリブチレンテレフタレートをハードセグメントとしポリオキシエチレングリコールをソフトセグメントとするポリエーテルエステルや、ポリブチレンテレフタレートをハードセグメントとし、ポリ(オキシテトラメチレン)グリコールをソフトセグメントとするポリエーテルエステルでもよい。さらには、かかるポリエステルとしては、マテリアルリサイクルまたはケミカルリサイクルされたポリエステルや、特開2004−270097号公報や特開2004−211268号公報に記載されているような、特定のリン化合物およびチタン化合物を含む触媒を用いて得られたポリエステル、ポリ乳酸やステレオコンプレックスポリ乳酸などの脂肪族ポリエステルでもよい。 The polyester constituting the polyester fiber of the present invention is preferably a fiber-forming polyester such as polyethylene terephthalate, polybutylene terephthalate, polytrimethylene terephthalate. That is, a polyalkylene terephthalate polyester having terephthalic acid as the main difunctional carboxylic acid component and ethylene glycol, trimethylene glycol, tetramethylene glycol or the like as the main glycol component is preferred. Further, a polyether ester having polybutylene terephthalate as a hard segment and polyoxyethylene glycol as a soft segment and polybutylene terephthalate as a hard segment and poly (oxytetramethylene) glycol described in Japanese Patent No. 4202361 as a soft segment. It may be a polyether ester. Furthermore, the polyester includes material-recycled or chemical-recycled polyester, and specific phosphorus compounds and titanium compounds as described in JP-A-2004-270097 and JP-A-2004-212268. Polyester obtained using a catalyst, aliphatic polyester such as polylactic acid and stereocomplex polylactic acid may be used.
また、テレフタル酸成分の一部を他の二官能性カルボン酸成分で置換えたポリエステルであってもよく、及び/又はグリコール成分の一部を他のジオール化合物で置換えたポリエステルであってもよい。
ここで、使用されるテレフタル酸以外の二官能性カルボン酸としては、例えばイソフタル酸、ナフタレンジカルボン酸、ジフェニルジカルボン酸、ジフェノキシエタンジカルボン酸、β−ヒドロキシエトキシ安息香酸、p−オキシ安息香酸、アジピン酸、セバシン酸、1,4−シクロヘキサンジカルボン酸の如き芳香族、脂肪族、脂環族の二官能性カルボン酸をあげることができる。
Moreover, the polyester which substituted a part of terephthalic acid component with the other bifunctional carboxylic acid component may be sufficient, and / or the polyester which substituted a part of glycol component with the other diol compound may be sufficient.
Here, examples of the bifunctional carboxylic acid other than terephthalic acid used include isophthalic acid, naphthalenedicarboxylic acid, diphenyldicarboxylic acid, diphenoxyethanedicarboxylic acid, β-hydroxyethoxybenzoic acid, p-oxybenzoic acid, and adipine. Aromatic, aliphatic and alicyclic bifunctional carboxylic acids such as acid, sebacic acid and 1,4-cyclohexanedicarboxylic acid can be mentioned.
また、上記グリコール以外のジオール化合物としては例えばシクロヘキサン−1,4−メタノール、ネオペンチルグリコール、ビスフェノールA、ビスフェノールSの如き脂肪族、脂環族、芳香族のジオール化合物及びポリオキシアルキレングリコール等をあげることができる。
さらに、ポリエステルが実質的に線状である範囲でトリメリット酸、ピロメリット酸のごときポリカルボン酸、グリセリン、トリメチp−ルプロパン、ペンタエリスリトールのごときポリオールなどを使用することができる。
Examples of diol compounds other than the glycol include aliphatic, alicyclic and aromatic diol compounds such as cyclohexane-1,4-methanol, neopentyl glycol, bisphenol A and bisphenol S, and polyoxyalkylene glycol. be able to.
Further, polycarboxylic acids such as trimellitic acid and pyromellitic acid, polyols such as glycerin, trimethyl p-propane, and pentaerythritol can be used within the range in which the polyester is substantially linear.
本発明のポリエステル繊維の繊維中に含まれる硫黄(S)量は繊維中の全ポリエステル重量に対して0.03〜1.0wt%であることが必要である。S量は、蛍光X線など従来公知の方法で測定される量である。S量が0.03wt%未満であると、本発明のポリエステル繊維は十分な消臭性や抗菌性を発現せず、一方1.0wt%を超えると着色や劣化が激しく起こり品位が低下する為好ましくない。好ましいS量の範囲は0.05〜0.7wt%である。 The amount of sulfur (S) contained in the fiber of the polyester fiber of the present invention needs to be 0.03 to 1.0 wt% with respect to the total weight of the polyester in the fiber. The amount of S is an amount measured by a conventionally known method such as fluorescent X-ray. If the amount of S is less than 0.03 wt%, the polyester fiber of the present invention does not exhibit sufficient deodorant and antibacterial properties, whereas if it exceeds 1.0 wt%, coloring and deterioration are severe and the quality is lowered. It is not preferable. A preferable range of the amount of S is 0.05 to 0.7 wt%.
硫黄は、ポリエステルにエステル形成性スルホン酸基含有化合物由来のものであって、ポリエステルに共重合された形態が特に好ましい。かかるエステル形成性スルホン酸基含有化合物としては、エステル形成性官能基を有するスルホン酸基含有化合物であれば特に限定する必要はなく、下記一般式(1)で表わされるエステル形成性スルホン酸金属塩化合物及び/又は下記一般式(2)で表わされるエステル形成性スルホン酸ホスホニウム塩化合物を好ましいものとしてあげることができる。 Sulfur is derived from an ester-forming sulfonic acid group-containing compound in the polyester, and a form copolymerized with the polyester is particularly preferable. The ester-forming sulfonic acid group-containing compound is not particularly limited as long as it is a sulfonic acid group-containing compound having an ester-forming functional group. The ester-forming sulfonic acid metal salt represented by the following general formula (1) A compound and / or an ester-forming sulfonic acid phosphonium salt compound represented by the following general formula (2) can be mentioned as preferred examples.
上記一般式(1)において、A1は芳香族基又は脂肪族基を示し、好ましくは炭素数6〜15の芳香族炭化水素基または炭素数10以下の脂肪族炭化水素基である。特に好ましいA1は、炭素数6〜12の芳香族炭化水素基、とりわけベンゼン環である。X1はエステル形成性官能基を示し、具体例として下記式(3)の化合物を挙げることができる。 In the general formula (1), A 1 represents an aromatic group or an aliphatic group, and preferably an aromatic hydrocarbon group having 6 to 15 carbon atoms or an aliphatic hydrocarbon group having 10 or less carbon atoms. Particularly preferred A1 is an aromatic hydrocarbon group having 6 to 12 carbon atoms, particularly a benzene ring. X 1 represents an ester-forming functional group, and specific examples thereof include a compound of the following formula (3).
上記一般式(1)で表わされるエステル形成性スルホン酸金属塩化合物の好ましい具体例としては、3,5−ジカルボメトキシベンゼンスルホン酸ナトリウム、3,5−ジカルボメトキシベンゼンスルホン酸カリウム、3,5−ジカルボメトキシベンゼンスルホン酸リチウム、3,5−ジカルボキシベンゼンスルホン酸ナトリウム、3,5−ジカルボキシベンゼンスルホン酸カリウム、3,5−ジカルボキシベンゼンスルホン酸リチウム、3,5−ジ(β−ヒドロキシエトキシカルボニル)ベンゼンスルホン酸ナトリウム、3,5−ジ(β−ヒドロキシエトキシカルボニル)ベンゼンスルホン酸カリウム、3,5−ジ(β−ヒドロキシエトキシカルボニル)ベンゼンスルホン酸リチウム、2,6−ジカルボメトキシナフタレン−4−スルホン酸ナトウリム、2,6−ジカルボメトキシナフタレン−4−スルホン酸カリウム、2,6−ジカルボメトキシナフタレン−4−スルホン酸リチウム、2,6−ジカルボキシナフタレン−4−スルホン酸ナトリウム、2,6−ジカルボメトキシスフタレン−1−スルホン酸ナトリウム、2,6−ジカルボメトキシナフタレン−3−スルホン酸ナトリウム、2,6−ジカルボメトキシナフタレン−4,8−ジスルホン酸ナトリウム、2,6−ジカルボキシナフタレン−4,8−ジスルホン酸ナトリウム、2,5−ビス(ヒドロエトキシ)ベンゼンスルホン酸ナトリウム、α−ナトリウムスルホコハク酸などをあげることができる。上記エステル形成性スルホン酸金属塩化合物は1種のみを単独で用いても、2種以上併用してもよい。 Preferable specific examples of the ester-forming sulfonic acid metal salt compound represented by the general formula (1) include sodium 3,5-dicarbomethoxybenzenesulfonate, potassium 3,5-dicarbomethoxybenzenesulfonate, 3, Lithium 5-dicarbomethoxybenzenesulfonate, sodium 3,5-dicarboxybenzenesulfonate, potassium 3,5-dicarboxybenzenesulfonate, lithium 3,5-dicarboxybenzenesulfonate, 3,5-di (β -Hydroxyethoxycarbonyl) sodium benzenesulfonate, potassium 3,5-di (β-hydroxyethoxycarbonyl) benzenesulfonate, lithium 3,5-di (β-hydroxyethoxycarbonyl) benzenesulfonate, 2,6-dicarbo Methoxynaphthalene-4-sulfonic acid Toluim, potassium 2,6-dicarbomethoxynaphthalene-4-sulfonate, lithium 2,6-dicarbomethoxynaphthalene-4-sulfonate, sodium 2,6-dicarboxynaphthalene-4-sulfonate, 2,6- Sodium dicarbomethoxysphthalene-1-sulfonate, sodium 2,6-dicarbomethoxynaphthalene-3-sulfonate, sodium 2,6-dicarbomethoxynaphthalene-4,8-disulfonate, 2,6-dicarboxy Examples thereof include sodium naphthalene-4,8-disulfonate, sodium 2,5-bis (hydroethoxy) benzenesulfonate, α-sodium sulfosuccinic acid and the like. The above ester-forming sulfonic acid metal salt compounds may be used alone or in combination of two or more.
上記一般式(2)において、A2は芳香族基又は脂肪族基を示し、上記一般式(1)におけるA1の定義と同じである。X3はエステル形成性官能基を示し、上記一般式(1)におけるX1の定義と同じであり、X4はと同一若しくは異なってエステル形成性官能基又は水素原子を示し、上記一般式(1)におけるX2の定義と同じである。R1、R2、R3およびR4はアルキル基およびアリール基よりなる群から選ばれた同一又は異なる基を示す。nは正の整数であり、なかでも1であるものが好ましい。 In the general formula (2), A 2 represents an aromatic group or an aliphatic group, the same definition of A 1 in the general formula (1). X 3 represents an ester-forming functional group, and is the same as the definition of X 1 in the general formula (1). X 4 is the same as or different from and represents an ester-forming functional group or a hydrogen atom, and the general formula ( This is the same as the definition of X2 in 1). R 1 , R 2 , R 3 and R 4 represent the same or different groups selected from the group consisting of an alkyl group and an aryl group. n is a positive integer, of which 1 is preferable.
上記一般式(2)で表されるエステル形成性スルホン酸ホスホニウム塩化合物の好ましい具体例としては、3,5―ジカルボキシベンゼンスルホン酸テトラブチルホスホニウム塩、3,5―ジカルボキシベンゼンスルホン酸エチルトリブチルホスホニウム塩、3,5―ジカルボキシベンゼン整理番号:P42460 特願2009−241464 提出日:平成21年10月20日 7スルホン酸ベンジルトリブチルホスホニウム塩、3,5―ジカルボキシベンゼンスルホン酸フェニルトリブチルホスホニウム塩、3,5―ジカルボキシベンゼンスルホン酸テトラフェニルホスホニウム塩、3,5―ジカルボキシベンゼンスルホン酸ブチルトリフェニルホスホニウム塩、3,5―ジカルボキシベンゼンスルホン酸ベンジルトリフェニルホスホニウム塩、3,5―ジカルボキシベンゼンスルホン酸テトラブチルホスホニウム塩、3,5―ジカルボキシベンゼンスルホン酸エチルトリブチルホスホニウム塩、3,5―ジカルボキシベンゼンスルホン酸ベンジルトリブチルホスホニウム塩、3,5―ジカルボキシベンゼンスルホン酸フェニルトリブチルホスホニウム塩、3,5―ジカルボキシベンゼンスルホン酸テトラフェニルホスホニウム塩、3,5―ジカルボキシベンゼンスルホン酸エチルトリフェニルホスホニウム塩、3,5―ジカルボキシベンゼンスルホン酸ブチルトリフェニルホスホニウム塩、3,5―ジカルボキシベンゼンスルホン酸ベンジルトリフェニルホスホニウム塩、3―カルボキシベンゼンスルホン酸テトラブチルホスホニウム塩、3―カルボキシベンゼンスルホン酸テトラフェニルホスホニウム塩、3―カルボメトキシベンゼンスルホン酸テトラブチルホスホニウム塩、3―カルボメトキシベンゼンスルホン酸テトラフェニルホスホニウム塩、3,5―ジ(β―ヒドロキシエトキシカルボニル)ベンゼンスルホン酸テトラブチルホスホニウム塩、3,5―ジ(β―ヒドロキシエトキシカルボニル)ベンゼンスルホン酸テトラフェニルホスホニウム塩、3―(β―ヒドロキシエトキシカルボニル)ベンゼンスルホン酸テトラブチルホスホニウム塩、3―(β―ヒドロキシエトキシカルボニル)ベンゼンスルホン酸テトラフェニルホスホニウム塩、4―ヒドロキシエトキシベンゼンスルホン酸テトラブチルホスホニウム塩、2,6―ジカルボキシナフタレン―4―スルホン酸テトラブチルホスホニウム塩、α―テトラブチルホスホニウムスルホコハク酸等をあげることができる。上記エステル形成性スルホン酸ホスホニウム塩は1種のみを単独で用いても、2種以上併用してもよい。 Preferable specific examples of the ester-forming sulfonic acid phosphonium salt compound represented by the general formula (2) include tetrabutylphosphonium salt of 3,5-dicarboxybenzenesulfonic acid, ethyl tributyl 3,5-dicarboxybenzenesulfonic acid. Phosphonium salt, 3,5-dicarboxybenzene Reference number: P42460 Japanese Patent Application No. 2009-241464 Submitted date: October 20, 2009 7-Benzyltributylphosphonium salt of sulfonate, phenyltributylphosphonium salt of 3,5-dicarboxybenzenesulfonate 3,5-dicarboxybenzenesulfonic acid tetraphenylphosphonium salt, 3,5-dicarboxybenzenesulfonic acid butyltriphenylphosphonium salt, 3,5-dicarboxybenzenesulfonic acid benzyltriphenylphosphonium salt Salt, 3,5-dicarboxybenzenesulfonic acid tetrabutylphosphonium salt, 3,5-dicarboxybenzenesulfonic acid ethyltributylphosphonium salt, 3,5-dicarboxybenzenesulfonic acid benzyltributylphosphonium salt, 3,5-di Carboxybenzenesulfonic acid phenyltributylphosphonium salt, 3,5-dicarboxybenzenesulfonic acid tetraphenylphosphonium salt, 3,5-dicarboxybenzenesulfonic acid ethyltriphenylphosphonium salt, 3,5-dicarboxybenzenesulfonic acid butyltriphenyl Phosphonium salt, 3,5-dicarboxybenzenesulfonic acid benzyltriphenylphosphonium salt, 3-carboxybenzenesulfonic acid tetrabutylphosphonium salt, 3-carboxybenzenesulfonic acid Traphenylphosphonium salt, 3-carbomethoxybenzenesulfonic acid tetrabutylphosphonium salt, 3-carbomethoxybenzenesulfonic acid tetraphenylphosphonium salt, 3,5-di (β-hydroxyethoxycarbonyl) benzenesulfonic acid tetrabutylphosphonium salt, 3 , 5-Di (β-hydroxyethoxycarbonyl) benzenesulfonic acid tetraphenylphosphonium salt, 3- (β-hydroxyethoxycarbonyl) benzenesulfonic acid tetrabutylphosphonium salt, 3- (β-hydroxyethoxycarbonyl) benzenesulfonic acid tetraphenyl Phosphonium salt, 4-hydroxyethoxybenzenesulfonic acid tetrabutylphosphonium salt, 2,6-dicarboxynaphthalene-4-sulfonic acid tetrabutylphosphonium salt, α-teto Etc. can be mentioned tetrabutylphosphonium sulfosuccinate. The ester-forming sulfonic acid phosphonium salts may be used alone or in combination of two or more.
該ポリエステル中には、本発明の目的を損なわない範囲内で必要に応じて、微細孔形成剤、カチオン染料可染剤、着色防止剤、熱安定剤、蛍光増白剤、艶消し剤、着色剤、吸湿剤、無機微粒子が1種または2種以上含まれていてもよい。 In the polyester, a fine pore forming agent, a cationic dye dyeing agent, an anti-coloring agent, a thermal stabilizer, a fluorescent whitening agent, a matting agent, a coloring agent may be added as necessary within the range not impairing the object of the present invention. 1 type (s) or 2 or more types of an agent, a hygroscopic agent, and inorganic fine particles may be contained.
上記エステル形成性スルホン酸基含有化合物をポリエステルに含有させる方法としては、共重合させる方法が好ましい。通常、ポリエステルはテレフタル酸とアルキレングリコールとを直接エステル化反応させるか、テレフタル酸ジメチルの如きテレフタル酸の低級アルキルエステルとアルキレングリコールとをエステル交換反応させるか又はテレフタル酸とエチレンオキサイドとを反応させるかしてテレフタル酸のグリコールエステルおよび/又はその低重合体を生成させる第一段階の反応と、第一段階の反応生成物を減圧下加熱して所望の重合度になるまで重縮合反応させる第二段階の反応によってポリエステルは合成されるが、合成が完了する以前の任意の段階で、好ましくは第2段階の反応の初期以前の任意の段階で上記エステル形成性スルホン酸基含有化合物添加すればよい。 As a method of incorporating the ester-forming sulfonic acid group-containing compound into the polyester, a method of copolymerizing is preferable. Usually, polyesters are esterified directly with terephthalic acid and alkylene glycol, transesterified with a lower alkyl ester of terephthalic acid such as dimethyl terephthalate and alkylene glycol, or reacted with terephthalic acid and ethylene oxide. The first stage reaction to produce a glycol ester of terephthalic acid and / or its low polymer, and the second stage reaction product is heated under reduced pressure to undergo a polycondensation reaction until the desired degree of polymerization is reached. The polyester is synthesized by the reaction of the stage, but the ester-forming sulfonic acid group-containing compound may be added at any stage before the completion of the synthesis, preferably at any stage before the initial stage of the second stage reaction. .
2種以上併用する場合、それぞれの添加時期は任意でよく、両者を別々に添加しても、予め混合して同時に添加してもよい。また、前記ポリエステルは特開2009−161693号公報に記載されているような、常圧カチオン可染性ポリエステルであってもよい。また、上記エステル形成性スルホン酸基含有化合物をポリエステルに共重合させたポリエステルを、エステル形成性スルホン酸基含有化合物をポリエステルが共重合されていないポリエステルに混合させる方法で含有させても良い。 When using 2 or more types together, each addition time may be arbitrary and both may be added separately or may be mixed previously and added simultaneously. Further, the polyester may be a normal pressure cationic dyeable polyester as described in JP-A-2009-161693. Further, a polyester obtained by copolymerizing the ester-forming sulfonic acid group-containing compound with a polyester may be contained by a method in which the ester-forming sulfonic acid group-containing compound is mixed with a polyester in which the polyester is not copolymerized.
本発明のポリエステル繊維は、酸性末端量が繊維中の全ポリエステル重量に対して50〜500eq/Tであることが必要である。酸性末端量は、ベンジルアルコールを用いてポリエステルを分解し、その分解生成物を水酸化ナトリウム水溶液でマイクロビュレットを用いて滴定し測定される量である。酸性末端量が50eq/T未満であると、本発明のポリエステル繊維は十分な消臭性や抗菌性を発現することはできず、一方500eq/Tを超えると十分な強度を保持することは不可能となる為好ましくない。好ましい酸性末端量の範囲は70〜300eq/Tである。 The polyester fiber of the present invention needs to have an acidic terminal amount of 50 to 500 eq / T with respect to the total weight of the polyester in the fiber. The acidic terminal amount is an amount measured by decomposing a polyester using benzyl alcohol and titrating the decomposition product with a sodium hydroxide aqueous solution using a microburette. When the acidic terminal amount is less than 50 eq / T, the polyester fiber of the present invention cannot exhibit sufficient deodorizing properties and antibacterial properties, whereas when it exceeds 500 eq / T, it does not retain sufficient strength. Since it becomes possible, it is not preferable. The range of preferable acidic terminal amount is 70 to 300 eq / T.
本発明のポリエステル繊維の酸性末端量を50〜500eq/Tとする方法としては、例えば、エステル形成性スルホン酸金属塩化合物および/またはエステル形成性スルホン酸ホスホニウム塩化合物を共重合したポリエステルからなるポリエステル繊維に酸性処理を施すことで達成することができる。すなわち、エステル形成性スルホン酸金属塩化合物及び/又はエステル形成性スルホン酸ホスホニウム塩化合物近傍、およびポリエステル主鎖のエステル結合が切断され、カルボン酸末端が生成すること、あるいはスルホン酸塩からのスルホン酸末端の生成により酸性末端量が増加する。 Examples of the method for adjusting the acidic terminal amount of the polyester fiber of the present invention to 50 to 500 eq / T include, for example, a polyester comprising a polyester obtained by copolymerizing an ester-forming sulfonic acid metal salt compound and / or an ester-forming sulfonic acid phosphonium salt compound. This can be achieved by subjecting the fiber to an acid treatment. That is, the ester-forming sulfonic acid metal salt compound and / or the ester-forming sulfonic acid phosphonium salt compound vicinity, the ester bond of the polyester main chain is cleaved to generate a carboxylic acid terminal, or the sulfonic acid from the sulfonate The amount of acidic ends increases due to the end generation.
酸性処理を施す方法としては、例えば、酢酸などによりpHが5.0以下(好ましくは2.0〜4.0)に調製された浴中に60℃以上(好ましくは70〜130℃、特に好ましくは80〜120℃)で浸漬するとよい。 As a method for performing the acid treatment, for example, 60 ° C. or more (preferably 70 to 130 ° C., particularly preferably) in a bath prepared with acetic acid or the like to have a pH of 5.0 or less (preferably 2.0 to 4.0). May be immersed at 80 to 120 ° C.).
本発明のポリエステル繊維は、強度が1.0cN/dtex以上であることが必要である。強度が1.0cN/dtex未満となると、繊維が弱く、取り扱い性や耐久性が不十分となる。好ましい強度は1.5cN/dtex以上、より好ましくは、2.0cN/dtex以上である。一方強度の上限は、強い程好ましいが加工性の点から、6cN/dtex未満であることが好ましい。 The polyester fiber of the present invention needs to have a strength of 1.0 cN / dtex or more. If the strength is less than 1.0 cN / dtex, the fibers are weak and the handling properties and durability are insufficient. The preferred strength is 1.5 cN / dtex or more, more preferably 2.0 cN / dtex or more. On the other hand, the upper limit of strength is preferably as high as possible, but is preferably less than 6 cN / dtex from the viewpoint of workability.
本発明のポリエステル繊維の繊維形態は特に限定されないが、繊維の表面積を大きくして優れた抗菌性や消臭性を得る上で短繊維(紡績糸)よりも長繊維(マルチフィラメント糸)であることが好ましい。特に、前記ポリエステル繊維を芯鞘型複合繊維とし、前記共重合ポリエステルを鞘部に配し、第3成分を共重合しないポリエチレンテレフタレートなどを芯部に配したり、または、前記ポリエステル繊維をサイドバイサイド型複合繊維とし、前記共重合ポリエステルを1成分に配し、第3成分を共重合しないポリエチレンテレフタレートなどを他方に配することは好ましい形態として挙げることができる。 Although the fiber form of the polyester fiber of the present invention is not particularly limited, it is a long fiber (multifilament yarn) rather than a short fiber (spun yarn) in order to increase the surface area of the fiber to obtain excellent antibacterial and deodorant properties. It is preferable. In particular, the polyester fiber is a core-sheath type composite fiber, the copolymer polyester is arranged in the sheath, and polyethylene terephthalate or the like that does not copolymerize the third component is arranged in the core, or the polyester fiber is a side-by-side type It can be mentioned as a preferred embodiment that a composite fiber is used, in which the copolyester is disposed in one component and polyethylene terephthalate or the like that does not copolymerize the third component is disposed in the other.
本発明のポリエステル繊維において、単繊維の断面形状は特に限定されないが、一般的な丸断面の他、三角、扁平、くびれ付扁平、中空など異型断面も用いることができる。異型断面として繊維の表面積を向上させると抗菌、消臭効果も向上するため、好ましい。また、かかるポリエステル繊維には、通常の空気加工、仮撚捲縮加工、撚糸が施されていてもさしつかえない。特に、ポリエステル繊維の嵩を高めて繊維の表面積を大きくして優れた抗菌性や消臭性を得る上で、仮撚捲縮加工を施すことは好ましいことである。その際、仮撚捲縮加工糸の捲縮率としては1%以上であることが好ましい。 In the polyester fiber of the present invention, the cross-sectional shape of the single fiber is not particularly limited, but in addition to a general round cross section, an irregular cross section such as a triangular shape, a flat shape, a flat shape with a constriction, and a hollow shape can also be used. It is preferable to improve the surface area of the fiber as an atypical cross section because the antibacterial and deodorizing effects are also improved. Further, such a polyester fiber may be subjected to normal air processing, false twist crimp processing, and twisted yarn. In particular, it is preferable to perform false twist crimping to increase the bulk of the polyester fiber and increase the surface area of the fiber to obtain excellent antibacterial and deodorant properties. At that time, the crimp rate of the false twist crimped yarn is preferably 1% or more.
本発明のポリエステル繊維の総繊度、単繊維繊度、フィラメント数としては、繊維の表面積を大きくして優れた抗菌性や消臭性を得る上で、総繊度10〜200dtex、単繊維繊度5.0dtex以下(より好ましくは0.0001〜1.5dtex)、フィラメント数30〜50000本(より好ましくは30〜200本)であることが好ましい。 Regarding the total fineness, single fiber fineness, and number of filaments of the polyester fiber of the present invention, in order to obtain excellent antibacterial and deodorant properties by increasing the surface area of the fiber, the total fineness is 10 to 200 dtex, and the single fiber fineness is 5.0 dtex. The following (more preferably 0.0001 to 1.5 dtex) and the number of filaments 30 to 50000 (more preferably 30 to 200) are preferable.
本発明のポリエステル繊維を布帛とする場合は、布帛全てに用いてもよく、部分的に用いても良い。部分的に用いる場合、その混率は、抗菌性、消臭性の発現を損なわない範囲で決定すればよい。好ましい混率は10%以上である。その組織は特に限定されず、織物でもよいし編物でもよいし不織布でもよい。例えば、織物の織組織では、平織、斜文織、朱子織等の三原組織、変化組織、変化斜文織等の変化組織、たて二重織、よこ二重織等の片二重組織、たてビロード、タオル、ベロア等のたてパイル織、別珍、よこビロード、ベルベット、コール天等のよこパイル織などが例示される。なお、これらの織組織を有する織物は、レピア織機やエアージェット織機など通常の織機を用いて通常の方法により製織することができる。層数も特に限定されず単層でもよいし2層以上の多層構造を有する織物でもよい。 When the polyester fiber of the present invention is used as a fabric, it may be used for all or part of the fabric. When partially used, the mixing ratio may be determined within a range that does not impair the development of antibacterial and deodorant properties. A preferable mixing ratio is 10% or more. The structure is not particularly limited, and may be a woven fabric, a knitted fabric, or a non-woven fabric. For example, in the woven structure of the woven fabric, a three-fold structure such as plain weave, oblique weave, and satin weave, altered structure, altered structure such as altered oblique weaving, single double structure such as vertical double weave, weft double weave, Examples are vertical pile weaves such as warp velvet, towels and velours, and weave pile weaves such as benjin, weft velvet, velvet and cole. In addition, the textile fabric which has these woven structures can be woven by a normal method using normal looms, such as a rapier loom and an air jet loom. The number of layers is not particularly limited and may be a single layer or a woven fabric having a multilayer structure of two or more layers.
また、編物の種類では、よこ編物であってもよいしたて編物であってもよい。よこ編組織としては、平編、ゴム編、両面編、パール編、タック編、浮き編、片畔編、レース編、添え毛編等が好ましく例示され、たて編組織としては、シングルデンビー編、シングルアトラス編、ダブルコード編、ハーフトリコット編、裏毛編、ジャガード編等が好ましく例示される。なお、製編は、丸編機、横編機、トリコット編機、ラッシェル編機等など通常の編機を用いて通常の方法により製編することができる。層数も特に限定されず単層でもよいし2層以上の多層構造を有する編物でもよい。 In addition, the type of knitted fabric may be a weft knitted fabric or a newly knitted fabric. Preferred examples of the weft knitting structure include flat knitting, rubber knitting, double-sided knitting, pearl knitting, tuck knitting, float knitting, one-sided knitting, lace knitting, bristle knitting, and the like. Preferred examples include single atlas knitting, double cord knitting, half tricot knitting, back hair knitting, jacquard knitting and the like. The knitting can be knitted by a normal method using a normal knitting machine such as a circular knitting machine, a flat knitting machine, a tricot knitting machine, and a Raschel knitting machine. The number of layers is not particularly limited and may be a single layer or a knitted fabric having a multilayer structure of two or more layers.
前記の布帛において、布帛を2層以上の多層構造織編物として、各層を構成する繊維の単繊維繊度を異ならせたり、密度を異ならせることにより、毛細管現象による吸水性を高めることも好ましいことである。また、布帛を多層構造とし、使用の際に肌側(裏側)に位置する層に前記ポリエステル繊維を配することは好ましいことである。ポリエステル布帛の目付としては、優れた抗菌性や消臭性を得る上で大きいほうがよく、50g/m2以上(より好ましくは100〜250g/m2)であることが好ましい。 In the above-mentioned fabric, it is also preferable to increase the water absorption due to capillary action by making the fabric a multi-layered woven or knitted fabric of two or more layers, changing the single fiber fineness of the fibers constituting each layer, or changing the density. is there. In addition, it is preferable that the fabric has a multilayer structure and the polyester fiber is disposed in a layer located on the skin side (back side) during use. The basis weight of the polyester fabric is preferably large in order to obtain excellent antibacterial properties and deodorant properties, and is preferably 50 g / m 2 or more (more preferably 100 to 250 g / m 2 ).
また、上記ポリエステル布帛が織物である場合には、優れた抗菌性や消臭性を得る上で、経糸のカバーファクターおよび緯糸のカバーファクターがいずれも500〜5000(さらに好ましくは、500〜2500)であることが好ましい。なお、本発明でいうカバーファクターCFは下記の式により表されるものである。経糸カバーファクターCFp=(DWp/1.1)1/2×MWp緯糸カバーファクターCFf=(DWf/1.1)1/2 ×MWf[DWpは経糸総繊度(dtex)、MWp は経糸織密度(本/2.54cm)、DWfは緯糸総繊度(dtex)、MWfは緯糸織密度(本/2.54cm)である。] When the polyester fabric is a woven fabric, the warp cover factor and the weft cover factor are both 500 to 5000 (more preferably 500 to 2500) in order to obtain excellent antibacterial and deodorant properties. It is preferable that The cover factor CF in the present invention is represented by the following formula. Warp cover factor CFp = (DWp / 1.1) 1/2 × MWp Weft cover factor CFf = (DWf / 1.1) 1/2 × MWf [DWp is the total warp fineness (dtex), MWp is the warp weave density ( Book / 2.54 cm), DWf is the total weft fineness (dtex), and MWf is the weft weave density (book / 2.54 cm). ]
かくして得られたポリエステル布帛は、耐久性よく優れた抗菌性および消臭性および防汚性を有する。そのメカニズムはまだ十分には解明されていないが、ポリエステル布帛が酸性化されることにより、菌の生育が抑制されたり臭い成分が低減される効果が発現するのではないかと推定している。 The polyester fabric thus obtained has excellent antibacterial and deodorizing properties and antifouling properties with excellent durability. Although the mechanism is not yet fully elucidated, it is presumed that the effect of suppressing the growth of bacteria or reducing the odorous component is manifested by acidifying the polyester fabric.
本発明のポリエステル繊維は、通常のポリエステル繊維と外観上、および触感上はなんら変わるところはない為、繊維製品として、上記ポリエステル布帛を用いてなる、スポーツウエア、アウトドアウエア、レインコート、傘地、紳士衣服、婦人衣服、作業衣、防護服、人工皮革、履物、鞄、カーテン、防水シート、テント、カーシートなど多くの用途に有用に用いることができるものである。 Since the polyester fiber of the present invention has no change in appearance and touch with normal polyester fiber, the above-mentioned polyester fabric is used as a textile product, sportswear, outdoor wear, raincoat, umbrella, It can be usefully used in many applications such as men's clothing, women's clothing, work clothing, protective clothing, artificial leather, footwear, bags, curtains, tarpaulins, tents and car seats.
以下、実施例および比較例をあげて本発明を具体的に説明する。ただし、本発明はこれらによって何ら限定されるものではない。各測定値は以下の方法で測定される値である。
(1)硫黄(S)量(wt%)
繊維約5グラムを加熱したホットプレート上で溶融させ、平板プレートを成形した。次いでリガク社製蛍光X線分光分析装置ZSX100e型を用いて、蛍光X線法により成形したプレート中のイオウ原子を定量した。
(2)全酸性末端量(eq/T)
ベンジルアルコールを用いてポリエステル布帛を分解し、この分解物を0.02Nの水酸化ナトリウム水溶液でフェノールレッドを指示薬として滴定し、1ton当たりの等量を求めた。
(3)繊維の引張強度、伸度、繊度
JIS L1013記載の方法に準拠して測定を行った。
(4)抗菌性
ポリエステル布帛について、JIS L0217法に規定された洗濯を10回行った後(L10)において、JIS L1902 菌液吸収法(供試菌:黄色ブドウ球菌)で静菌活性値および殺菌活性値を測定した。静菌活性値は2.2以上が合格(○)、2.2未満が不合格(×)、殺菌活性値で0以上が合格(○)、0未満が不合格(×)とした。
(5)消臭性
初期濃度100ppmのアンモニアを含む空気3Lが入ったテドラーバッグに、10cm×10cmの正方形の試料を入れ、2時間後のテドラーバッグ内の臭気成分濃度をガステックス社製検知管にて測定し、下記式のように減少量から臭気吸着率を求めた。
臭気吸着率(%)=(当初の臭気成分濃度−2時間後の臭気成分濃度)/(当初の臭気成分濃度)×100
Hereinafter, the present invention will be specifically described with reference to Examples and Comparative Examples. However, the present invention is not limited by these. Each measured value is a value measured by the following method.
(1) Sulfur (S) amount (wt%)
About 5 grams of fiber was melted on a heated hot plate to form a flat plate. Subsequently, the sulfur atom in the plate shape | molded by the fluorescent X ray method was quantified using the fluorescent X-ray-spectral-analysis apparatus ZSX100e type | mold by Rigaku Corporation.
(2) Total acidic terminal amount (eq / T)
Polyester fabric was decomposed using benzyl alcohol, and this decomposition product was titrated with 0.02N aqueous sodium hydroxide solution using phenol red as an indicator to obtain an equivalent amount per ton.
(3) Tensile strength, elongation, and fineness of fiber Measurement was performed according to the method described in JIS L1013.
(4) Antibacterial activity After the polyester cloth was washed 10 times according to the JIS L0217 method (L10), the bacteriostatic activity value and bactericidal activity were measured by the JIS L1902 bacterial liquid absorption method (test bacteria: Staphylococcus aureus). Activity values were measured. The bacteriostatic activity value of 2.2 or more was accepted (◯), less than 2.2 was rejected (x), the bactericidal activity value was 0 or more was accepted (◯), and less than 0 was rejected (x).
(5) Deodorant A 10 cm × 10 cm square sample is placed in a Tedlar bag containing 3 L of air containing ammonia with an initial concentration of 100 ppm, and the concentration of odorous components in the Tedlar bag after 2 hours is detected with a detector tube manufactured by GASTEX Measured and the odor adsorption rate was determined from the amount of decrease as in the following formula.
Odor adsorption rate (%) = (initial odor component concentration−odor component concentration after 2 hours) / (initial odor component concentration) × 100
[実施例1]
テレフタル酸ジメチル100重量部、5−ナトリウムスルホイソフタル酸ジメチル1.7重量部とエチレングリコール60量部の混合物に、酢酸マンガン0.03重量部、酢酸ナトリウム三水和物0.12重量部を添加し、140℃〜240℃まで徐々に昇温しつつ、反応の結果生成するメタノールを系外に留出させながらエステル交換反応を行った。その後、正リン酸0.03重量部を添加し、エステル交換反応を終了させた。その後、反応生成物に三酸化アンチモン0.05重量部と水酸化テトラエチルアンモニウム0.3重量部とトリエチルアミン0.003重量部を添加して重合容器に移し、285℃まで昇温し、30Pa以下の高真空にて重縮合反応を行い、重合槽の攪拌機電力が所定電力に到達、もしくは所定時間を経過した段階で反応を終了させ、常法に従い、5−ナトリウムスルホイソフタル酸が1モル%共重合されたポリエステルとしてチップ化した。
[Example 1]
Add 0.03 parts by weight of manganese acetate and 0.12 parts by weight of sodium acetate trihydrate to a mixture of 100 parts by weight of dimethyl terephthalate, 1.7 parts by weight of dimethyl 5-sodium sulfoisophthalate and 60 parts by weight of ethylene glycol. Then, the temperature was gradually raised from 140 ° C. to 240 ° C., and transesterification was performed while distilling out the methanol produced as a result of the reaction out of the system. Thereafter, 0.03 part by weight of normal phosphoric acid was added to complete the transesterification reaction. Thereafter, 0.05 parts by weight of antimony trioxide, 0.3 parts by weight of tetraethylammonium hydroxide and 0.003 parts by weight of triethylamine were added to the reaction product, transferred to a polymerization vessel, heated to 285 ° C., and 30 Pa or less. The polycondensation reaction is performed in a high vacuum, and the reaction is terminated when the agitator power in the polymerization tank reaches a predetermined power or when a predetermined time has elapsed, and 1 mol% of 5-sodium sulfoisophthalic acid is copolymerized according to a conventional method. The resulting polyester was chipped.
得られた共重合ポリエチレンテレフタレートチップを丸型の72個の吐出孔を有する紡糸口金から、ポリマー吐出温度290℃、吐出量41.6g/分で吐出し、20℃、平均風速0.4m/sec.の冷却風により溶融マルチフィラメントを冷却した後、オイリングノズルによるオイリングを行うと同時にマルチフィラメントの糸条を集束させて3000m/分の速度で紡糸捲き取り、中実のポリエステルマルチフィラメントを得た。
得られた中実ポリエステルマルチフィラメントを熱セット温度180℃で1.55倍の仮撚加工処理を行い、繊度86.2dtex、伸度25%のポリエステルマルチフィラメントを得た。
得られたポリエステルマルチフィラメントを目付120g/m2の筒編みに加工し、りんご酸によりpHが5.0以下に調製された浴中に温度100℃、30分間浸漬し、酸性処理を施すことにより、ポリエステルマルチフィラメントを酸性化させた。酸性処理には、公知の液流染色機を用いた。酸性処理を施したポリエステル繊維について、上記の各方法で評価を行った結果を表1に示す。
The copolymerized polyethylene terephthalate chip thus obtained was discharged from a spinneret having 72 round discharge holes at a polymer discharge temperature of 290 ° C. and a discharge rate of 41.6 g / min, 20 ° C., and an average wind speed of 0.4 m / sec. . After cooling the molten multifilament with the cooling air, oiling with an oiling nozzle was performed, and simultaneously, the filaments of the multifilament were converged and spun at a speed of 3000 m / min to obtain a solid polyester multifilament.
The obtained solid polyester multifilament was subjected to a false twisting treatment of 1.55 times at a heat setting temperature of 180 ° C. to obtain a polyester multifilament having a fineness of 86.2 dtex and an elongation of 25%.
By processing the obtained polyester multifilament into a cylindrical knitting having a basis weight of 120 g / m 2 and immersing it in a bath adjusted to pH 5.0 or less with malic acid at a temperature of 100 ° C. for 30 minutes and subjecting it to an acid treatment. The polyester multifilament was acidified. A known liquid dyeing machine was used for the acid treatment. Table 1 shows the results of evaluating the polyester fibers subjected to the acid treatment by the above methods.
[実施例2、比較例1〜2]
ポリエステル繊維を構成する5−ナトリウムスルホイソフタル酸ジメチルの添加量を表1の通り変更した以外は実施例1と同様の方法でポリエステル繊維を得た。評価の結果を表1に示す。
[Example 2, Comparative Examples 1-2]
A polyester fiber was obtained in the same manner as in Example 1 except that the amount of dimethyl 5-sodium sulfoisophthalate constituting the polyester fiber was changed as shown in Table 1. The evaluation results are shown in Table 1.
[比較例3〜4]
実施例1のポリエステルマルチフィラメントの酸性処理を行なわなかったもの、および酸性処理時の条件を130℃、60分とした以外は実施例1と同様の方法でポリエステル繊維を得た。評価の結果を表1に示す。
表1に示す通り、本発明の範囲内のものは良好な抗菌性、消臭性を示し、取り扱い性も良好であった。それに対して、S量が少なく全酸性末端量の少ない比較例1、全酸性末端量が規定値に満たない比較例3は抗菌性、消臭性が得られず、S量が発明の範囲を超える比較例2や全酸性末端基量が規定値を超える比較例4は性能はあるものの強度が不十分で取り扱い性に劣り、実用に供し難いものであった。
[Comparative Examples 3 to 4]
A polyester fiber was obtained in the same manner as in Example 1 except that the polyester multifilament of Example 1 was not subjected to the acid treatment and the conditions during the acid treatment were 130 ° C. and 60 minutes. The evaluation results are shown in Table 1.
As shown in Table 1, those within the scope of the present invention exhibited good antibacterial and deodorant properties and good handleability. On the other hand, Comparative Example 1 with a small amount of S and a small amount of total acidic terminal, and Comparative Example 3 with a total acidic terminal amount of less than the specified value cannot obtain antibacterial and deodorizing properties, and the S amount falls within the scope of the invention. The comparative example 2 exceeding and the comparative example 4 whose total acidic terminal group amount exceeds a prescribed value, although having performance, were insufficient in strength, inferior in handleability, and difficult to put to practical use.
本発明のポリエステル繊維は抗菌性消臭性に優れかつ風合い、取り扱い性が良好で、衣料、衛生用品用途をはじめとする多くの用途に利用可能であり、その工業的価値は極めて大である。 The polyester fiber of the present invention is excellent in antibacterial and deodorant properties, has a good texture and good handleability, and can be used in many applications including apparel and hygiene products, and its industrial value is extremely large.
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JP2012112050A (en) * | 2010-11-19 | 2012-06-14 | Teijin Fibers Ltd | Polyester fiber |
JP2012112055A (en) * | 2010-11-22 | 2012-06-14 | Teijin Fibers Ltd | Core-sheath type polyester conjugate fiber |
CN111101279A (en) * | 2019-12-31 | 2020-05-05 | 海安启弘纺织科技有限公司 | Preparation method of multi-component comfortable elastic antibacterial warp-knitted fabric and product thereof |
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