JP2012001828A - Polyester fiber - Google Patents
Polyester fiber Download PDFInfo
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- JP2012001828A JP2012001828A JP2010135095A JP2010135095A JP2012001828A JP 2012001828 A JP2012001828 A JP 2012001828A JP 2010135095 A JP2010135095 A JP 2010135095A JP 2010135095 A JP2010135095 A JP 2010135095A JP 2012001828 A JP2012001828 A JP 2012001828A
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- ester
- polyester fiber
- forming
- polyester
- fiber
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- 239000000835 fiber Substances 0.000 title claims abstract description 55
- 229920000728 polyester Polymers 0.000 title claims abstract description 51
- -1 sulfonate compound Chemical class 0.000 claims abstract description 18
- 229910052751 metal Inorganic materials 0.000 claims abstract description 13
- 239000002184 metal Substances 0.000 claims abstract description 13
- 239000002253 acid Substances 0.000 claims abstract description 7
- 125000000524 functional group Chemical group 0.000 claims description 12
- 125000003118 aryl group Chemical group 0.000 claims description 9
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 8
- 125000001931 aliphatic group Chemical group 0.000 claims description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- 239000004744 fabric Substances 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 239000004753 textile Substances 0.000 claims description 2
- 230000000844 anti-bacterial effect Effects 0.000 abstract description 26
- 230000002378 acidificating effect Effects 0.000 abstract description 11
- 230000001877 deodorizing effect Effects 0.000 abstract description 11
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 17
- 239000002781 deodorant agent Substances 0.000 description 16
- 238000000034 method Methods 0.000 description 16
- 238000006243 chemical reaction Methods 0.000 description 11
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 8
- 238000006116 polymerization reaction Methods 0.000 description 7
- 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 6
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 6
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 238000006068 polycondensation reaction Methods 0.000 description 6
- 238000010306 acid treatment Methods 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 238000005809 transesterification reaction Methods 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 150000004714 phosphonium salts Chemical group 0.000 description 4
- 229920002620 polyvinyl fluoride Polymers 0.000 description 4
- 238000012545 processing Methods 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 238000001179 sorption measurement Methods 0.000 description 4
- 238000009987 spinning Methods 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- 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 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 241000894006 Bacteria Species 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 241000191967 Staphylococcus aureus Species 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 3
- 230000001580 bacterial effect Effects 0.000 description 3
- 230000003385 bacteriostatic effect Effects 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000007796 conventional method Methods 0.000 description 3
- 238000007334 copolymerization reaction Methods 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 238000004043 dyeing Methods 0.000 description 3
- 229940071125 manganese acetate Drugs 0.000 description 3
- UOGMEBQRZBEZQT-UHFFFAOYSA-L manganese(2+);diacetate Chemical compound [Mn+2].CC([O-])=O.CC([O-])=O UOGMEBQRZBEZQT-UHFFFAOYSA-L 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 235000017281 sodium acetate Nutrition 0.000 description 3
- 229940087562 sodium acetate trihydrate Drugs 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 229940073455 tetraethylammonium hydroxide Drugs 0.000 description 3
- LRGJRHZIDJQFCL-UHFFFAOYSA-M tetraethylazanium;hydroxide Chemical compound [OH-].CC[N+](CC)(CC)CC LRGJRHZIDJQFCL-UHFFFAOYSA-M 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 239000003795 chemical substances by application Substances 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
- 150000002148 esters Chemical group 0.000 description 2
- 238000002074 melt spinning Methods 0.000 description 2
- OJURWUUOVGOHJZ-UHFFFAOYSA-N methyl 2-[(2-acetyloxyphenyl)methyl-[2-[(2-acetyloxyphenyl)methyl-(2-methoxy-2-oxoethyl)amino]ethyl]amino]acetate Chemical compound C=1C=CC=C(OC(C)=O)C=1CN(CC(=O)OC)CCN(CC(=O)OC)CC1=CC=CC=C1OC(C)=O OJURWUUOVGOHJZ-UHFFFAOYSA-N 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000012805 post-processing Methods 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 150000003457 sulfones Chemical class 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
- ISPYQTSUDJAMAB-UHFFFAOYSA-N 2-chlorophenol Chemical compound OC1=CC=CC=C1Cl ISPYQTSUDJAMAB-UHFFFAOYSA-N 0.000 description 1
- YZTJKOLMWJNVFH-UHFFFAOYSA-N 2-sulfobenzene-1,3-dicarboxylic acid Chemical class OC(=O)C1=CC=CC(C(O)=O)=C1S(O)(=O)=O YZTJKOLMWJNVFH-UHFFFAOYSA-N 0.000 description 1
- HTXMGVTWXZBZNC-UHFFFAOYSA-N 3,5-bis(methoxycarbonyl)benzenesulfonic acid Chemical compound COC(=O)C1=CC(C(=O)OC)=CC(S(O)(=O)=O)=C1 HTXMGVTWXZBZNC-UHFFFAOYSA-N 0.000 description 1
- 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 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
- LYZNNJIFSJSGKA-UHFFFAOYSA-L C1(=CC=CC=C1)[P+](CCCC)(CCCC)CCCC.C(C1=CC(C(=O)[O-])=CC=C1)(=O)[O-].C1(=CC=CC=C1)[P+](CCCC)(CCCC)CCCC Chemical compound C1(=CC=CC=C1)[P+](CCCC)(CCCC)CCCC.C(C1=CC(C(=O)[O-])=CC=C1)(=O)[O-].C1(=CC=CC=C1)[P+](CCCC)(CCCC)CCCC LYZNNJIFSJSGKA-UHFFFAOYSA-L 0.000 description 1
- 229920001634 Copolyester Polymers 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-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
- FOIXSVOLVBLSDH-UHFFFAOYSA-N Silver ion Chemical compound [Ag+] FOIXSVOLVBLSDH-UHFFFAOYSA-N 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
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 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
- 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 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 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 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000004332 deodorization Methods 0.000 description 1
- BTVWZWFKMIUSGS-UHFFFAOYSA-N dimethylethyleneglycol Natural products CC(C)(O)CO BTVWZWFKMIUSGS-UHFFFAOYSA-N 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000009998 heat setting Methods 0.000 description 1
- 239000000077 insect repellent Substances 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 150000002531 isophthalic acids Chemical class 0.000 description 1
- 229910003002 lithium salt Inorganic materials 0.000 description 1
- 159000000002 lithium salts Chemical class 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 229960003531 phenolsulfonphthalein Drugs 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 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
- 239000005080 phosphorescent agent Substances 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 230000002040 relaxant effect Effects 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 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
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 150000003503 terephthalic acid derivatives Chemical class 0.000 description 1
- NUBZKXFFIDEZKG-UHFFFAOYSA-K trisodium;5-sulfonatobenzene-1,3-dicarboxylate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=CC(C([O-])=O)=CC(S([O-])(=O)=O)=C1 NUBZKXFFIDEZKG-UHFFFAOYSA-K 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 238000009333 weeding Methods 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
Landscapes
- Disinfection, Sterilisation Or Deodorisation Of Air (AREA)
- Polyesters Or Polycarbonates (AREA)
- Artificial Filaments (AREA)
Abstract
Description
本発明は、優れた抗菌消臭性を有するポリエステル繊維に関する。 The present invention relates to a polyester fiber having excellent antibacterial and deodorant properties.
近年、快適生活を指向する生活環境の多様化に伴い、家庭だけでなく、オフィスや病院などにおいても種々の抗菌性や消臭性に対する関心が高くなってきている。このような状況において、消臭性能を有する繊維構造物を試用して悪臭を取り除く試みが種々に提案されており、吸着機能や分解機能を持つものが提案されている。 In recent years, with the diversification of living environments that are oriented toward comfortable living, interest in various antibacterial and deodorizing properties is increasing not only at home but also in offices and hospitals. Under such circumstances, various attempts have been proposed to remove bad odor by using a fiber structure having deodorizing performance, and those having an adsorption function and a decomposition function have been proposed.
従来、繊維構造物への抗菌消臭性能の付与としては、無機系抗菌消臭剤を繊維中に練りこんだり、また後加工により、無機系抗菌消臭剤を繊維構造物に付与したものなど種々なものが提案されている（例えば、特許文献１、特許文献２、特許文献３）。 Conventionally, as for imparting antibacterial deodorant performance to fiber structures, an inorganic antibacterial deodorant is kneaded into the fiber, or an inorganic antibacterial deodorant is added to the fiber structure by post-processing, etc. Various things have been proposed (for example, Patent Document 1, Patent Document 2, and Patent Document 3).
しかしながら、無機系抗菌消臭剤を繊維中に練りこんだものでは、抗菌消臭剤が繊維内部に埋没してしまい、性能が発揮され難いという問題があった。また、また、製糸性が非常に悪くなるという問題もあった。さらには、銀イオンや亜鉛イオンなどを含む無機系消臭剤を後加工により繊維構造物に付与してものでは、洗濯耐久性や風合いが硬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剤を使用する場合には、環境上の問題もあった。 However, when the inorganic antibacterial deodorant is kneaded into the fiber, the antibacterial deodorant is buried in the fiber, and there is a problem that the performance is hardly exhibited. In addition, there is also a problem that the yarn forming property is extremely deteriorated. Furthermore, when an inorganic deodorant containing silver ions, zinc ions, and the like is applied to the fiber structure by post-processing, there is a problem that washing durability and texture become hard. Moreover, when using the inorganic type agent containing silver ion, zinc ion, etc., there also existed an environmental problem.
本発明は、上記従来技術を背景になされたもので、本発明は耐久性に優れた抗菌消臭性を有す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 against the background of the above-described prior art, and the present invention provides a polyester fiber having antibacterial and deodorant properties excellent in durability.
本発明者は、上記課題を解決するため、鋭意検討した結果、驚くべきことに抗菌消臭剤を用いなくとも、耐久性に優れた抗菌消臭性を有するポリエステル繊維が得られることを見出した。 As a result of intensive studies to solve the above problems, the present inventors have surprisingly found that a polyester fiber having antibacterial and deodorant properties with excellent durability can be obtained without using an antibacterial deodorant. .
即ち本発明によれば、
ポリエステル繊維が、繊維を構成するポリエステルの全酸性末端量が４０〜５００ｅｑ／Ｔ、固有粘度が０．１５〜１．５であり、ポリエステルを構成する全酸性分に対して、下記一般式（１）で表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が共重合されていることを特徴とするポリエステル繊維により、上記の課題が解決できる。
That is, according to the present invention,
The polyester fiber has a total acid terminal amount of 40 to 500 eq / T and an intrinsic viscosity of 0.15 to 1.5 of the polyester constituting the fiber, and the following general formula (1) The polyester fiber characterized in that the ester-forming sulfonic acid metal salt compound represented by) and / or the ester-forming sulfonic acid phosphonium salt compound represented by the following general formula (2) is copolymerized, Can solve the problem.
好ましくは、エステル形成性スルホン酸金属塩及び／又はエステル形成性スルホン酸ホスホニウム塩が０．１〜１０モル％共重合されたポリエステル繊維であり、総繊度が１０〜２００ｄｔｅｘ、単糸繊度が５．０ｄｔｅｘ以下のマルチフィラメントであるポリエステル繊維である。
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が提供される。
Preferably, it is a polyester fiber copolymerized with 0.1 to 10 mol% of ester-forming sulfonic acid metal salt and / or ester-forming sulfonic acid phosphonium salt, the total fineness is 10 to 200 dtex, and the single yarn fineness is 5. It is a polyester fiber that is a multifilament of 0 dtex or less.
As another aspect of the present invention, there are provided a fabric and a textile product containing the polyester fiber.
無機系抗菌消臭剤を用いなくとも耐久性に優れた抗菌消臭性ポリエステル繊維を提供することができる。 An antibacterial deodorant polyester fiber excellent in durability can be provided without using an inorganic antibacterial deodorant.
以下、本発明について詳細に説明する。
本発明でいうポリエステルは、テレフタル酸またはそのエステル形成性誘導体と、エチレングリコール成分とを重宿合反応せしめて得られるエチレンテレフタレートを主たる繰り返し単位とするポリエステルであり、ポリエステル繊維を構成するポリエステルの全酸性末端量が４０〜５００ｅｑ／Ｔであり、固有粘度が０．１５〜１．５である。ポリエステル繊維の全酸性末端量が４０ｅｑ／Ｔ未満では、目的とする抗菌消臭性能を得ることが不可能であり、５００ｅｑ／Ｔを超える場合は、糸としての強度が劣化し、衣料用途の繊維として使用不可である。また、固有粘度が０．１５未満では、得られるポリエステル繊維の強度不足により繊維として使用できず、一方、１．５を超える場合、生産性が低下し好ましくない。
Hereinafter, the present invention will be described in detail.
The polyester referred to in the present invention is a polyester having ethylene terephthalate as a main repeating unit obtained by subjecting terephthalic acid or an ester-forming derivative thereof to an ethylene glycol component as a main repeating unit. The acidic terminal amount is 40 to 500 eq / T, and the intrinsic viscosity is 0.15 to 1.5. If the total acidic terminal amount of the polyester fiber is less than 40 eq / T, it is impossible to obtain the desired antibacterial deodorizing performance. If the polyester fiber exceeds 500 eq / T, the strength of the yarn deteriorates and the fiber for clothing is used. Cannot be used. On the other hand, if the intrinsic viscosity is less than 0.15, the resulting polyester fiber cannot be used as a fiber due to insufficient strength. On the other hand, if it exceeds 1.5, the productivity is unfavorably lowered.
共重合成分としてポリエステルを構成する全酸性分に対して、下記一般式（１）で表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が共重合されており、好ましくは０．１〜１０ｍｏｌ％の割合で共重合されていることを特徴とするポリエステルである。共重合成分が０．１ｍｏｌ％未満では、全酸性末端量を４０ｅｑ／Ｔ以上にすることが困難である。一方、１０ｍｏｌ％を超える場合は強度が低下するため、繊維として使用できない。目的とする抗菌消臭性能と強度の点から好ましくは０．５〜５ｍｏｌ％である。 An ester-forming sulfone represented by the following general formula (1) and / or an ester-forming sulfone represented by the following general formula (2) with respect to the total acidic components constituting the polyester as a copolymerization component: The polyester is characterized in that an acid phosphonium salt compound is copolymerized, and is preferably copolymerized at a ratio of 0.1 to 10 mol%. If the copolymerization component is less than 0.1 mol%, it is difficult to make the total acidic terminal amount 40 eq / T or more. On the other hand, when it exceeds 10 mol%, the strength decreases, so it cannot be used as a fiber. From the point of the objective antibacterial deodorizing performance and intensity | strength, Preferably it is 0.5-5 mol%.
本発明で使用されるエステル形成性スルホン酸の金属塩化合物としては、５−スルホイソフタル酸の金属塩（ナトリウム塩、リチウム塩、カリウム塩）、５−スルホイソフタル酸の４級ホスホニウム塩、または５−スルホイソフタル酸の４級アンモニウム塩が例示される。また、これらのエステル形成誘導体も好ましく例示される。これらの群の中では、熱安定性、コストなどの面から、５−スルホイソフタル酸の金属塩が好ましく例示され、特に５−スルホイソフタル酸ナトリウム塩およびそのジメチルエステルである５−スルホイソフタル酸ジメチルのナトリウム塩が特に好ましく例示される。 Examples of the metal salt compound of ester-forming sulfonic acid used in the present invention include 5-sulfoisophthalic acid metal salt (sodium salt, lithium salt, potassium salt), 5-sulfoisophthalic acid quaternary phosphonium salt, or 5 -Quaternary ammonium salts of sulfoisophthalic acid are exemplified. These ester-forming derivatives are also preferably exemplified. Among these groups, metal salts of 5-sulfoisophthalic acid are preferably exemplified from the viewpoint of thermal stability, cost, etc., and in particular, 5-sulfoisophthalic acid sodium salt and dimethyl ester thereof, dimethyl 5-sulfoisophthalate. The sodium salt is particularly preferably exemplified.
本発明で使用される、エステル形成性スルホン酸ホスホニウム塩化合物としては、５スルホイソフタル酸あるいはその低級アルキルエステルの４級ホスホニウム塩である。４級ホスホニウム塩としては、アルキル基、ベンジル基、フェニル基が設置された４級ホスホニウム塩が好ましい。また、４つある置換基は同一であっても異なっていても良い。上記一般式（２）で表される化合物の具体例としては、５−スルホイソフタル酸テトラブチルホスホニウム塩、５−スルホイソフタル酸エチルトリブチルホスホニウム塩、５−スルホイソフタル酸ベンジルトリブチルホスホニウム塩、５−スルホイソフタル酸フェニルトリブチルホスホニウム塩、５−スルホイソフタル酸テトラフェニルホスホニウム塩、５−スルホイソフタル酸ブチルトリフェニルホスホニウム塩、５−スルホイソフタル酸ベンジルトリフェニルホスホニウム塩、あるいはこれらイソフタル酸誘導体のジメチルエステル、ジエチルエステルが好ましく例示される。 The ester-forming sulfonic acid phosphonium salt compound used in the present invention is 5-sulfoisophthalic acid or a quaternary phosphonium salt of a lower alkyl ester thereof. The quaternary phosphonium salt is preferably a quaternary phosphonium salt in which an alkyl group, a benzyl group, or a phenyl group is installed. The four substituents may be the same or different. Specific examples of the compound represented by the general formula (2) include 5-sulfoisophthalic acid tetrabutylphosphonium salt, 5-sulfoisophthalic acid ethyltributylphosphonium salt, 5-sulfoisophthalic acid benzyltributylphosphonium salt, 5-sulfoisophthalate. Isophthalic acid phenyltributylphosphonium salt, 5-sulfoisophthalic acid tetraphenylphosphonium salt, 5-sulfoisophthalic acid butyltriphenylphosphonium salt, 5-sulfoisophthalic acid benzyltriphenylphosphonium salt, or dimethyl ester or diethyl ester of these isophthalic acid derivatives Is preferably exemplified.
上記一般式（１）で表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、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をポリエステルの主鎖中に共重合するには、下記に示すようなポリエステルの合成が完了する以前の任意の段階で、好ましくは第１段の反応が終了する以前の任意の段階で上記化合物を添加すればよい。 The ester-forming sulfonic acid metal salt compound represented by the general formula (1) and / or the ester-forming sulfonic acid phosphonium salt compound represented by the general formula (2) is copolymerized in the main chain of the polyester. The above compound may be added at any stage before completion of the synthesis of the polyester as shown below, preferably at any stage before the completion of the first stage reaction.
即ち、テレフタル酸とエチレングリコールの直接重縮合反応をさせる、あるいはテレフタル酸ジメチルに代表されるテレフタル酸のエステル形成性誘導体とエチレングリコールとをエステル交換反応させて低重合体を製造し（第一段反応）、次いで、この反応性生物を重縮合触媒の存在下で減圧過熱して所定の重合度になるまで重縮合反応させることにより製造される(第二段反応)が、第１段の反応が終了する以前の任意の段階で式（１）、式（２）の化合物を添加すればよい。 That is, a low polymer is produced by a direct polycondensation reaction between terephthalic acid and ethylene glycol, or by ester exchange reaction between an ester-forming derivative of terephthalic acid represented by dimethyl terephthalate and ethylene glycol (first stage). Reaction), and then the reaction product is produced by subjecting the reactive organism to a polycondensation reaction under reduced pressure in the presence of a polycondensation catalyst until a predetermined polymerization degree is reached (second stage reaction). What is necessary is just to add the compound of Formula (1) and Formula (2) in the arbitrary steps before ending.
本発明のポリエステル繊維の製糸方法は、特に制限はなく、従来公知の方法が採用される。すなわち、乾燥した共重合ポリエステルを２７０℃〜３００℃の範囲で溶融紡糸して製造することが好ましく、溶融紡糸の引取り速度は４００〜５０００ｍ／分で紡糸することが好ましい。紡糸速度がこの範囲にあると、得られる繊維の強度も充分なものであると共に、安定して捲取りを行うこともできる。さらに、上述の方法で得られた未延伸糸もしくは部分延伸糸を、延伸工程もしくは仮撚加工工程にて１．２倍〜６．０倍程度の範囲で延伸することが好ましい。また、紡糸時に使用する口金の形状についても特に制限は無い。 There is no restriction | limiting in particular in the yarn manufacturing method of the polyester fiber of this invention, A conventionally well-known method is employ | adopted. That is, it is preferable to produce the dried copolyester by melt spinning at a temperature in the range of 270 ° C. to 300 ° C., and the spinning speed of the melt spinning is preferably 400 to 5000 m / min. When the spinning speed is within this range, the strength of the obtained fiber is sufficient, and it is possible to stably perform the weeding. Furthermore, it is preferable that the undrawn yarn or the partially drawn yarn obtained by the above-described method is drawn in a range of about 1.2 times to 6.0 times in the drawing step or false twisting step. Moreover, there is no restriction | limiting in particular also about the shape of the nozzle | cap | die used at the time of spinning.
仮撚加工方法としては、公知の方法で行うことが出来るが、接触式のヒーターを備えた仮撚加工機を用い、第１仮撚ヒーターの温度が２００〜５００℃で延伸仮撚加工することが好ましい。 As the false twisting method, a known method can be used, but using a false twisting machine equipped with a contact type heater, the first false twisting heater is stretched false twisting at a temperature of 200 to 500 ° C. Is preferred.
本発明のポリエステル繊維について、上記で得られたポリエステル繊維を酸性処理することが好ましい。繊維構造体例えば織物や編物また不織布等の布帛状にしたものに酸性処理を施すことにより、繊維中の全酸性末端量が増加し、ポリエステル繊維が酸性化する。
ここで、ポリエステル繊維に酸性処理を施す方法としては、酸であれば使用することができるが、好ましくは例えば、酢酸などの有機酸によりｐＨが５．０以下（好ましくは２．０〜５．０）に調整された浴中に温度７０℃以上（好ましくは８０〜１３０℃、特に好ましくは９０〜１３０℃）、時間２０〜３０分間で浸漬することにより行われる。その際に使用する設備としては、公知の液流染色機を用いるとよい。無機酸の場合は繊維の強度が低下しやすい。
About the polyester fiber of this invention, it is preferable to acid-treat the polyester fiber obtained above. By subjecting a fibrous structure such as a woven fabric, a knitted fabric, or a nonwoven fabric to an acidic treatment, the total acidic terminal amount in the fiber increases and the polyester fiber is acidified.
Here, as a method of subjecting the polyester fiber to an acid treatment, any acid can be used, but preferably, the pH is 5.0 or less (preferably 2.0 to 5.5) with an organic acid such as acetic acid. It is performed by dipping in a bath adjusted to 0) at a temperature of 70 ° C. or higher (preferably 80 to 130 ° C., particularly preferably 90 to 130 ° C.) for 20 to 30 minutes. As the equipment used at that time, a known liquid dyeing machine may be used. In the case of an inorganic acid, the strength of the fiber tends to decrease.
また、かかるポリエステル繊維の繊維構造体には、前記酸性処理の前及び／又は後の工程において、常法の染色加工、精錬、リラックス、プレセット、ファイナルセットなどの各種加工を施してもよい。さらには、起毛加工、撥水加工、カレンダー加工、紫外線遮蔽あるいは制電剤、抗菌剤、消臭剤、防虫剤、蓄光剤、再帰反射材、マイナスイオン発生剤等の機能を付与する各種加工を不可適用してもよい。かくして得られたポリエステル繊維は、耐久性よく優れた抗菌消臭性を有する。 In addition, the polyester fiber fiber structure may be subjected to various processes such as dyeing, refining, relaxing, pre-setting, and final setting in the usual manner before and / or after the acid treatment. In addition, various processing that provides functions such as brushed processing, water repellent processing, calendar processing, ultraviolet shielding or antistatic agent, antibacterial agent, deodorant agent, insect repellent agent, phosphorescent agent, retroreflective material, negative ion generator, etc. It may not be applied. The polyester fiber thus obtained has excellent antibacterial and deodorant properties with excellent durability.
本発明のポリエステル繊維は、繊維中の全酸性末端量が４０ｅｑ／Ｔ以上であれば耐久性よく優れた抗菌性、消臭性を有する。その際、ポリエステル繊維の抗菌性としては、ＪＩＳ Ｌ０２１７法に規定された洗濯を１０回行った後において、ＪＩＳ Ｌ１９０２ 菌液吸収法（供試菌：黄色ブドウ球菌）で測定した静菌活性値で２．２以上であることが好ましい。また、ＪＩＳ Ｌ０２１７法に規定された洗濯を１０回行った後において、ＪＩＳ Ｌ１９０２菌液吸収法（供試菌：黄色ブドウ球菌）で測定した殺菌活性値で０以上であることが好ましい。また、ポリエステル繊維の消臭性としては６５％以上であることが好ましい。 The polyester fiber of the present invention has excellent antibacterial and deodorant properties with good durability if the total acidic terminal amount in the fiber is 40 eq / T or more. At that time, the antibacterial property of the polyester fiber is the bacteriostatic activity value measured by the JIS L1902 bacterial liquid absorption method (test bacteria: Staphylococcus aureus) after 10 times of washing specified in JIS L0217 method. It is preferable that it is 2.2 or more. Moreover, it is preferable that it is 0 or more in the bactericidal activity value measured by the JIS L1902 bacterial solution absorption method (test bacteria: Staphylococcus aureus) after 10 times of washing specified by JIS L0217 method. Further, the deodorizing property of the polyester fiber is preferably 65% or more.
ただし、消臭性は、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クに１ｇの試料をいれ、２時間後のテドラーバック内の悪臭成分濃度をガステックス社製検知管にて測定し、減少量から臭気吸着率を求める。
本発明のポリエステル繊維を含む布帛及び繊維製品は風合いが柔らかく衣料用とともに病院、医療施設等の衛生用品としても有用である。
However, deodorization is reduced by placing a 1g sample in a Tedlar bag containing 3L of air containing ammonia with an initial concentration of 100ppm, and measuring the concentration of malodorous components in the Tedlar bag after 2 hours with a detector tube manufactured by Gastex. The odor adsorption rate is obtained from the amount.
The fabrics and fiber products containing the polyester fibers of the present invention have a soft texture and are useful for clothing as well as sanitary products for hospitals, medical facilities and the like.
以下、実施例により、本発明を更に具体的に説明する。なお、本発明はこれらの実施例に限られるものではない。実施例における各項目を次の方法で測定した。
（１）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。
（２）固有粘度
ポリエステル組成物を１００℃、６０分間、オルトクロロフェノールに溶解した希薄溶液を３５℃でウデローデ粘度計を用いて測定した値から求めた。
（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
ポリエステル組成物について、ＪＩＳ Ｌ０２１７法に記載された洗濯を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クに、１．０ｇの試料をいれ、２０分後のテドラーバック内の悪臭成分をガステックス社製検知管にて測定し、減少量から悪臭吸着率を求めた。
臭気吸着率（％）＝（当初の悪臭成分濃度−２０分後の悪臭成分濃度）／（当初の悪臭成分濃度）×１００
Hereinafter, the present invention will be described more specifically with reference to examples. The present invention is not limited to these examples. Each item in the examples was measured by the following method.
(1) Acid end 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.
(2) Intrinsic Viscosity A dilute solution obtained by dissolving the polyester composition in orthochlorophenol at 100 ° C. for 60 minutes was determined from a value measured at 35 ° C. using a Uderohde viscometer.
(3) Tensile strength, elongation, and fineness of fiber Measurement was performed according to the method described in JIS L1013.
(4) Antibacterial activity About the polyester composition, after washing 10 times described in JIS L0217 method (L10), the bacteriostatic activity value and the JIS L1902 bacterial liquid absorption method (test bacteria: Staphylococcus aureus) The bactericidal activity value was 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) Deodorizing property A 1.0 g sample is placed in a Tedlar bag containing 3 L of air containing ammonia with an initial concentration of 100 ppm, and the malodorous component in the Tedlar bag after 20 minutes is measured with a detector tube manufactured by GASTEX. The malodor adsorption rate was determined from the decrease.
Odor adsorption rate (%) = (initial malodor component concentration−malodor component concentration after 20 minutes) / (original malodor 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重量部の混合物に、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℃まで徐所に昇温しつつ、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した段階で反応を終了させ、常法に従いチップ化した。
ここで得られた共重合ポリエチレンテレフタレートチップを吐出孔７２ホールを有する紡糸口金から、ポリマー吐出温度２９０℃、吐出量４０ｇ／分で吐出し、紡糸口金直下に設けた２８０℃雰囲気温度に保持した長さ４ｃｍの保温領域を通過させて、２０℃、平均風速０．４ｍ／秒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繊維を熱セット温度１８０℃で１．５５倍の仮撚加工処理を行い、繊度８５ｄｔｅｘ、伸度２５％の中実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１００ｇ／ｍ２の筒編み加工し、りんご酸によりｐＨが５．０に調製された浴中に温度１２０℃、時間３０分間で浸漬し、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マルチフィラメントについて、上記の各方法で評価を行った。結果を表１に示す。
[Example 1]
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, 0.03 parts by weight of manganese acetate and 0.12 parts by weight of sodium acetate trihydrate were added. 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 was performed in a high vacuum, and the reaction was terminated when the agitator power of the polymerization tank reached a predetermined power, and chips were formed according to a conventional method.
The copolymer polyethylene terephthalate chip obtained here was discharged from a spinneret having 72 discharge holes at a polymer discharge temperature of 290 ° C. and a discharge rate of 40 g / min, and was maintained at the 280 ° C. ambient temperature provided directly below the spinneret. The molten multifilament is cooled by cooling air with a temperature of 20 cm and an average wind speed of 0.4 m / sec after passing through a 4 cm heat insulation region, and then oiling is performed by an oiling nozzle and simultaneously the filaments of the multifilament are converged to 3000 m. Spinning off at a speed of / min to obtain a solid polyester multifilament.
The obtained solid polyester fiber was subjected to a false twisting treatment of 1.55 times at a heat setting temperature of 180 ° C. to obtain a solid polyester multifilament having a fineness of 85 dtex and an elongation of 25%. The obtained polyester multifilament is knitted into a tube having a basis weight of 100 g / m 2 , immersed in a bath adjusted to pH 5.0 with malic acid at a temperature of 120 ° C. for 30 minutes, and subjected to an acid treatment. The polyester multifilament was acidified. A known liquid dyeing machine was used for the acid treatment. The polyester multifilament subjected to the acid treatment was evaluated by the above methods. The results are shown in Table 1.
［実施例２、実施例４、比較例１、比較例２］
実施例１において、５−スルホイソフタル酸ナトリウムの添加量を表１になるように変更した事以外は実施例１と同様に実施した。結果を表１に示す。
[Example 2, Example 4, Comparative Example 1, Comparative Example 2]
The same procedure as in Example 1 was performed except that the amount of sodium 5-sulfoisophthalate added in Example 1 was changed as shown in Table 1. The results are shown in Table 1.
［実施例３］
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４．５重量部とエチレングリコール６０重量部の混合物に、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℃まで徐所に昇温しつつ、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５−スルホイソフタル酸テトラブチルホスホネート３．４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した段階で反応を終了させ、常法に従いチップ化した。それ以外は実施例１と同様に実施した。結果を表１に示す。
[Example 3]
To a mixture of 100 parts by weight of dimethyl terephthalate, 4.5 parts by weight of dimethyl 5-sodium sulfoisophthalate and 60 parts by weight of ethylene glycol, 0.03 parts by weight of manganese acetate and 0.12 parts by weight of sodium acetate trihydrate were added. 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, 3.4 parts by weight of tetrabutylphosphonate 5-sulfoisophthalate, 0.3 parts by weight of tetraethylammonium hydroxide, and 0.003 parts by weight of triethylamine were added to the reaction product for polymerization. The mixture was transferred to a container, heated to 285 ° C., and subjected to a polycondensation reaction at a high vacuum of 30 Pa or less. The reaction was terminated when the agitator power of the polymerization tank reached a predetermined power, and chips were formed according to a conventional method. Other than that was carried out in the same manner as in Example 1. The results are shown in Table 1.
［比較例３］
テレフタル酸ジメチル１００重量部とエチレングリコール６０重量部の混合物に、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℃まで徐所に昇温しつつ、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した段階で反応を終了させ、常法に従いチップ化した。それ以外は実施例１と同様に実施した。結果を表１に示す。
[Comparative Example 3]
To a mixture of 100 parts by weight of dimethyl terephthalate and 60 parts by weight of ethylene glycol, 0.03 part by weight of manganese acetate and 0.12 part by weight of sodium acetate trihydrate are added, and the temperature is gradually raised to 140 ° C to 240 ° C. However, the ester exchange reaction was carried out 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 was performed in a high vacuum, and the reaction was terminated when the agitator power of the polymerization tank reached a predetermined power, and chips were formed according to a conventional method. Other than that was carried out in the same manner as in Example 1. The results are shown in Table 1.
実施例１〜実施例４では、繊維中の全酸性末端量、固有粘度ＩＶ、エステル形成性スルホン酸の金属塩化合物及び／又はエステル形成性スルホン酸ホスホニウム塩化合物の共重合量が請求項の範囲内であり、目的とする抗菌消臭性能が得られた。
比較例１は、繊維中の全酸性末端量および固有粘度ＩＶが発明外であり、強度が低下したため、抗菌消臭性能について測定不可能であった。
比較例２、３は、繊維中の全酸性末端量が発明外であり、そのため目的とする抗菌消臭性能が得られなかった。
In Examples 1 to 4, the total amount of acidic terminals in the fiber, the intrinsic viscosity IV, the amount of copolymerization of the ester-forming sulfonic acid metal salt compound and / or the ester-forming sulfonic acid phosphonium salt compound are within the scope of the claims. The intended antibacterial deodorizing performance was obtained.
In Comparative Example 1, the total acidic terminal amount in the fiber and the intrinsic viscosity IV were out of the invention, and the strength was lowered, so that the antibacterial deodorizing performance could not be measured.
In Comparative Examples 2 and 3, the total acidic terminal amount in the fiber was outside the invention, and thus the intended antibacterial deodorizing performance was not obtained.
無機系抗菌消臭剤を用いなくとも、耐久性に優れた消臭性を有するポリエステル繊維が得られるので病院等の衛生衣料分野に有用である。 Even if an inorganic antibacterial deodorant is not used, polyester fibers having deodorizing properties with excellent durability can be obtained, which is useful in the field of sanitary clothing such as hospitals.
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| JP2012012749A (en) * | 2010-07-05 | 2012-01-19 | Teijin Fibers Ltd | Core-sheath type polyester conjugate fiber |
| JP2012112055A (en) * | 2010-11-22 | 2012-06-14 | Teijin Fibers Ltd | Core-sheath type polyester conjugate fiber |
| JP2018071007A (en) * | 2016-10-24 | 2018-05-10 | 東洋紡Ｓｔｃ株式会社 | Antibacterial and antivirus processed fiber product |
| CN115806569A (en) * | 2022-10-18 | 2023-03-17 | 浙江恒逸石化研究院有限公司 | High-temperature-resistant quaternary phosphonium sulfonate organic antibacterial flame-retardant monomer for polyester polymerization, and preparation method and application thereof |
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| JP2012012749A (en) * | 2010-07-05 | 2012-01-19 | Teijin Fibers Ltd | Core-sheath type polyester conjugate fiber |
| JP2012112055A (en) * | 2010-11-22 | 2012-06-14 | Teijin Fibers Ltd | Core-sheath type polyester conjugate fiber |
| JP2018071007A (en) * | 2016-10-24 | 2018-05-10 | 東洋紡Ｓｔｃ株式会社 | Antibacterial and antivirus processed fiber product |
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