JP2019119966A - Treatment agent for synthetic fiber, and synthetic fiber - Google Patents
Treatment agent for synthetic fiber, and synthetic fiber Download PDFInfo
- Publication number
- JP2019119966A JP2019119966A JP2018001043A JP2018001043A JP2019119966A JP 2019119966 A JP2019119966 A JP 2019119966A JP 2018001043 A JP2018001043 A JP 2018001043A JP 2018001043 A JP2018001043 A JP 2018001043A JP 2019119966 A JP2019119966 A JP 2019119966A
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- Prior art keywords
- group
- synthetic fiber
- sulfonate
- agent
- chemical formula
- 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.)
- Granted
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- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 77
- 229920002994 synthetic fiber Polymers 0.000 title claims abstract description 60
- 239000012209 synthetic fiber Substances 0.000 title claims abstract description 60
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims abstract description 49
- 239000002563 ionic surfactant Substances 0.000 claims abstract description 26
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 25
- 239000002736 nonionic surfactant Substances 0.000 claims abstract description 23
- 125000003118 aryl group Chemical group 0.000 claims abstract description 18
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 16
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims abstract description 15
- 238000009499 grossing Methods 0.000 claims abstract description 14
- 125000001183 hydrocarbyl group Chemical group 0.000 claims abstract description 13
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 12
- 150000001340 alkali metals Chemical class 0.000 claims abstract description 11
- 125000003277 amino group Chemical group 0.000 claims abstract description 11
- -1 ether ester compound Chemical class 0.000 claims description 76
- 150000001875 compounds Chemical class 0.000 claims description 43
- 235000019438 castor oil Nutrition 0.000 claims description 39
- 239000004359 castor oil Substances 0.000 claims description 39
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 39
- 239000000126 substance Substances 0.000 claims description 33
- 125000002947 alkylene group Chemical group 0.000 claims description 21
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 20
- 238000012545 processing Methods 0.000 claims description 18
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 14
- 150000003014 phosphoric acid esters Chemical class 0.000 claims description 7
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 5
- 239000011593 sulfur Substances 0.000 claims description 5
- 229910052717 sulfur Inorganic materials 0.000 claims description 5
- IWSZDQRGNFLMJS-UHFFFAOYSA-N 2-(dibutylamino)ethanol Chemical compound CCCCN(CCO)CCCC IWSZDQRGNFLMJS-UHFFFAOYSA-N 0.000 claims description 4
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 4
- 150000001412 amines Chemical class 0.000 claims description 4
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 4
- 150000001991 dicarboxylic acids Chemical class 0.000 claims description 3
- 150000002763 monocarboxylic acids Chemical class 0.000 claims description 3
- 239000000843 powder Substances 0.000 abstract description 18
- 238000009987 spinning Methods 0.000 abstract description 14
- 238000000034 method Methods 0.000 description 16
- 229910052708 sodium Inorganic materials 0.000 description 16
- 239000011734 sodium Substances 0.000 description 16
- 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 14
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 12
- 230000000694 effects Effects 0.000 description 10
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 8
- ZQPPMHVWECSIRJ-MDZDMXLPSA-N elaidic acid Chemical compound CCCCCCCC\C=C\CCCCCCCC(O)=O ZQPPMHVWECSIRJ-MDZDMXLPSA-N 0.000 description 8
- 238000011156 evaluation Methods 0.000 description 8
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 8
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 8
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 8
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 7
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 7
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 7
- 239000005642 Oleic acid Substances 0.000 description 7
- 229910019142 PO4 Inorganic materials 0.000 description 7
- NWGNCXZRVUMBAL-UHFFFAOYSA-N o-octadecylhydroxylamine Chemical group CCCCCCCCCCCCCCCCCCON NWGNCXZRVUMBAL-UHFFFAOYSA-N 0.000 description 7
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 7
- 239000001361 adipic acid Substances 0.000 description 6
- 235000011037 adipic acid Nutrition 0.000 description 6
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 6
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 6
- 239000011976 maleic acid Substances 0.000 description 6
- 239000010452 phosphate Substances 0.000 description 6
- MEESPVWIOBCLJW-KTKRTIGZSA-N [(z)-octadec-9-enyl] dihydrogen phosphate Chemical compound CCCCCCCC\C=C/CCCCCCCCOP(O)(O)=O MEESPVWIOBCLJW-KTKRTIGZSA-N 0.000 description 5
- 238000009825 accumulation Methods 0.000 description 5
- 239000000835 fiber Substances 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 235000021317 phosphate Nutrition 0.000 description 5
- ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical compound FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 description 4
- ODJQKYXPKWQWNK-UHFFFAOYSA-L 3-(2-carboxylatoethylsulfanyl)propanoate Chemical compound [O-]C(=O)CCSCCC([O-])=O ODJQKYXPKWQWNK-UHFFFAOYSA-L 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
- 235000021355 Stearic acid Nutrition 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 4
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 4
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 4
- 239000008117 stearic acid Substances 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- BTGGRPUPMPLZNT-PGEUSFDPSA-N 2,2-bis[[(z)-octadec-9-enoyl]oxymethyl]butyl (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(CC)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC BTGGRPUPMPLZNT-PGEUSFDPSA-N 0.000 description 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 3
- 239000005639 Lauric acid Substances 0.000 description 3
- 235000019482 Palm oil Nutrition 0.000 description 3
- 239000002202 Polyethylene glycol Substances 0.000 description 3
- NTPFJSYVROWMFR-CLFAGFIQSA-N [(z)-octadec-9-enyl] 3-[3-[(z)-octadec-9-enoxy]-3-oxopropyl]sulfanylpropanoate Chemical compound CCCCCCCC\C=C/CCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCC\C=C/CCCCCCCC NTPFJSYVROWMFR-CLFAGFIQSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000004132 cross linking Methods 0.000 description 3
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- XGIDNLGWAKKYQJ-UHFFFAOYSA-N icosyl dihydrogen phosphate Chemical compound CCCCCCCCCCCCCCCCCCCCOP(O)(O)=O XGIDNLGWAKKYQJ-UHFFFAOYSA-N 0.000 description 3
- RXDBYIXFAFDTHT-UHFFFAOYSA-N o-dodecylhydroxylamine Chemical group CCCCCCCCCCCCON RXDBYIXFAFDTHT-UHFFFAOYSA-N 0.000 description 3
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- BARWIPMJPCRCTP-CLFAGFIQSA-N oleyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCCOC(=O)CCCCCCC\C=C/CCCCCCCC BARWIPMJPCRCTP-CLFAGFIQSA-N 0.000 description 3
- 239000002540 palm oil Substances 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- HSJXWMZKBLUOLQ-UHFFFAOYSA-M potassium;2-dodecylbenzenesulfonate Chemical compound [K+].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O HSJXWMZKBLUOLQ-UHFFFAOYSA-M 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- KVCGISUBCHHTDD-UHFFFAOYSA-M sodium;4-methylbenzenesulfonate Chemical compound [Na+].CC1=CC=C(S([O-])(=O)=O)C=C1 KVCGISUBCHHTDD-UHFFFAOYSA-M 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000001593 sorbitan monooleate Substances 0.000 description 3
- 235000011069 sorbitan monooleate Nutrition 0.000 description 3
- 229940035049 sorbitan monooleate Drugs 0.000 description 3
- 150000005846 sugar alcohols Polymers 0.000 description 3
- YWWVWXASSLXJHU-AATRIKPKSA-N (9E)-tetradecenoic acid Chemical compound CCCC\C=C\CCCCCCCC(O)=O YWWVWXASSLXJHU-AATRIKPKSA-N 0.000 description 2
- PZOIEPPCQPZUAP-UHFFFAOYSA-N 1-aminohexan-2-ol Chemical class CCCCC(O)CN PZOIEPPCQPZUAP-UHFFFAOYSA-N 0.000 description 2
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 2
- DCEYWCWYVHPOAA-UHFFFAOYSA-N 2-nonylbenzenesulfonate tris(2-hydroxyethyl)azanium Chemical compound OCC[NH+](CCO)CCO.CCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O DCEYWCWYVHPOAA-UHFFFAOYSA-N 0.000 description 2
- 239000004925 Acrylic resin Substances 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- 206010020112 Hirsutism Diseases 0.000 description 2
- 229920006197 POE laurate Polymers 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- PRXRUNOAOLTIEF-ADSICKODSA-N Sorbitan trioleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCC\C=C/CCCCCCCC)[C@H]1OC[C@H](O)[C@H]1OC(=O)CCCCCCC\C=C/CCCCCCCC PRXRUNOAOLTIEF-ADSICKODSA-N 0.000 description 2
- 239000004147 Sorbitan trioleate Substances 0.000 description 2
- YHJGQQOGQFXTJP-UHFFFAOYSA-L [K+].P(=O)(OCCCCCCCCCCCCCCCC(C)C)([O-])[O-].[K+] Chemical compound [K+].P(=O)(OCCCCCCCCCCCCCCCC(C)C)([O-])[O-].[K+] YHJGQQOGQFXTJP-UHFFFAOYSA-L 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 235000013351 cheese Nutrition 0.000 description 2
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 235000019329 dioctyl sodium sulphosuccinate Nutrition 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- VKOBVWXKNCXXDE-UHFFFAOYSA-N icosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCC(O)=O VKOBVWXKNCXXDE-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- KIHUPOKUSVEICJ-UHFFFAOYSA-N nonyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 KIHUPOKUSVEICJ-UHFFFAOYSA-N 0.000 description 2
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- LFEDBDWFFNNYNT-UHFFFAOYSA-N o-hexadecylhydroxylamine Chemical group CCCCCCCCCCCCCCCCON LFEDBDWFFNNYNT-UHFFFAOYSA-N 0.000 description 2
- BARWIPMJPCRCTP-UHFFFAOYSA-N oleic acid oleyl ester Natural products CCCCCCCCC=CCCCCCCCCOC(=O)CCCCCCCC=CCCCCCCCC BARWIPMJPCRCTP-UHFFFAOYSA-N 0.000 description 2
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- SECPZKHBENQXJG-FPLPWBNLSA-N palmitoleic acid Chemical compound CCCCCC\C=C/CCCCCCCC(O)=O SECPZKHBENQXJG-FPLPWBNLSA-N 0.000 description 2
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 235000019337 sorbitan trioleate Nutrition 0.000 description 2
- 229960000391 sorbitan trioleate Drugs 0.000 description 2
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000005209 triethanolammonium group Chemical group 0.000 description 2
- PHYFQTYBJUILEZ-IUPFWZBJSA-N triolein Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC PHYFQTYBJUILEZ-IUPFWZBJSA-N 0.000 description 2
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 1
- FFJCNSLCJOQHKM-CLFAGFIQSA-N (z)-1-[(z)-octadec-9-enoxy]octadec-9-ene Chemical compound CCCCCCCC\C=C/CCCCCCCCOCCCCCCCC\C=C/CCCCCCCC FFJCNSLCJOQHKM-CLFAGFIQSA-N 0.000 description 1
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- DCHSYRZSPIWIMS-UHFFFAOYSA-N 16-methylheptadecane-1-sulfonic acid Chemical compound CC(C)CCCCCCCCCCCCCCCS(O)(=O)=O DCHSYRZSPIWIMS-UHFFFAOYSA-N 0.000 description 1
- SUQPHYAFSSXBNB-UHFFFAOYSA-N 16-methylheptadecyl dihydrogen phosphate Chemical compound CC(C)CCCCCCCCCCCCCCCOP(O)(O)=O SUQPHYAFSSXBNB-UHFFFAOYSA-N 0.000 description 1
- GSAHAZJWNMHSNI-UHFFFAOYSA-N 2,2-bis(dodecanoyloxymethyl)butyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCC(CC)(COC(=O)CCCCCCCCCCC)COC(=O)CCCCCCCCCCC GSAHAZJWNMHSNI-UHFFFAOYSA-N 0.000 description 1
- CTTJWXVQRJUJQW-UHFFFAOYSA-N 2,2-dioctyl-3-sulfobutanedioic acid Chemical compound CCCCCCCCC(C(O)=O)(C(C(O)=O)S(O)(=O)=O)CCCCCCCC CTTJWXVQRJUJQW-UHFFFAOYSA-N 0.000 description 1
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 1
- SWKPGMVENNYLFK-UHFFFAOYSA-N 2-(dipropylamino)ethanol Chemical group CCCN(CCC)CCO SWKPGMVENNYLFK-UHFFFAOYSA-N 0.000 description 1
- XWRHPASZKGOYHI-UHFFFAOYSA-N 2-[bis(2-hydroxyethyl)amino]ethanol;tetradecyl dihydrogen phosphate Chemical compound OCCN(CCO)CCO.CCCCCCCCCCCCCCOP(O)(O)=O XWRHPASZKGOYHI-UHFFFAOYSA-N 0.000 description 1
- BFSVOASYOCHEOV-UHFFFAOYSA-N 2-diethylaminoethanol Chemical group CCN(CC)CCO BFSVOASYOCHEOV-UHFFFAOYSA-N 0.000 description 1
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- KZQSXALQTHVPDQ-UHFFFAOYSA-M sodium;butanedioate;hydron Chemical compound [Na+].OC(=O)CCC([O-])=O KZQSXALQTHVPDQ-UHFFFAOYSA-M 0.000 description 1
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- OSBSFAARYOCBHB-UHFFFAOYSA-N tetrapropylammonium Chemical group CCC[N+](CCC)(CCC)CCC OSBSFAARYOCBHB-UHFFFAOYSA-N 0.000 description 1
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- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical group CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- D—TEXTILES; PAPER
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Abstract
Description
本発明は、合成繊維の製糸工程において発生するタール汚れ、白粉汚れ、毛羽を効果的に低減することができる合成繊維用処理剤及びかかる処理剤が付着している合成繊維に関する。 The present invention relates to a synthetic fiber treating agent capable of effectively reducing tar stains, white powder stains and fluffs generated in a process of spinning synthetic fibers, and a synthetic fiber to which such a treating agent is attached.
一般に、合成繊維の製糸工程において、摩擦を低減し、糸切れ等の繊維の損傷を防止する観点から、合成繊維のフィラメント糸条の表面に合成繊維用処理剤を付着する処理が行われることがある。 Generally, in the process of spinning synthetic fibers, from the viewpoint of reducing friction and preventing damage to the fibers such as thread breakage, a process for applying a treating agent for synthetic fibers to the surface of filament yarns of synthetic fibers is performed. is there.
従来、特許文献1〜3に開示される合成繊維用処理剤が知られている。特許文献1は、平滑成分、硫酸イオンと塩素イオンを所定割合に低減させた有機スルホン酸化合物を含有する合成繊維用処理剤について開示する。特許文献2は、所定分子量のチオジプロピオン酸エステル、二級スルホネートのアルカリ金属塩、及びリン酸エステルのアミン塩を含む合成繊維用処理剤について開示する。特許文献3は、乳化剤と、特定の硬化ひまし油誘導体を所定割合含有する合成繊維用処理剤について開示する。 Conventionally, the processing agent for synthetic fibers indicated by patent documents 1-3 is known. Patent Document 1 discloses a treating agent for synthetic fibers containing a smooth component and an organic sulfonic acid compound in which sulfate ions and chloride ions are reduced to a predetermined ratio. Patent Document 2 discloses a treating agent for synthetic fiber containing thiodipropionic acid ester of predetermined molecular weight, alkali metal salt of secondary sulfonate, and amine salt of phosphoric acid ester. Patent Document 3 discloses a treating agent for synthetic fiber containing an emulsifier and a specific ratio of a specific hydrogenated castor oil derivative.
ところが、これら従来の合成繊維用処理剤では、製糸工程におけるタール汚れの低減、白粉汚れの低減、毛羽発生の抑制における各機能の両立が十分に対応できていなかった。
本発明が解決しようとする課題は、製糸工程において発生するタール汚れ、白粉汚れ、毛羽を低減することができる合成繊維用処理剤及び合成繊維を提供する処にある。
However, in these conventional processing agents for synthetic fibers, coexistence of each function in reduction of tar stain, reduction of white powder stain, and suppression of fuzz generation in the spinning process has not been sufficiently addressed.
The problem to be solved by the present invention is to provide a treating agent for synthetic fibers and a synthetic fiber capable of reducing tar stains, white powder stains and fluffs generated in a spinning process.
本発明者らは、前記の課題を解決するべく研究した結果、平滑剤及び非イオン界面活性剤を含有する合成繊維用処理剤において、イオン界面活性剤として特定の芳香族スルホン酸塩及び脂肪族スルホン酸塩を所定割合で併用することが正しく好適であることを見出した。 As a result of researches to solve the above problems, the present inventors have found that specific aromatic sulfonates and aliphatics as ionic surfactants in synthetic fiber treatment agents containing a smoothing agent and a nonionic surfactant. It has been found that it is appropriate to use the sulfonate in combination at a predetermined ratio.
すなわち本発明の一態様は、平滑剤、非イオン界面活性剤、及びイオン界面活性剤を含有する合成繊維用処理剤であって、前記イオン界面活性剤が、下記の化1で示される芳香族スルホン酸塩、及び脂肪族スルホン酸塩を含んでなり、該脂肪族スルホン酸塩の含有量に対する該芳香族スルホン酸塩の含有量の質量比が、芳香族スルホン酸塩/脂肪族スルホン酸塩=1/5〜1/10,000の割合で含有することを特徴とする。 That is, one aspect of the present invention is a treatment agent for synthetic fibers containing a smoothing agent, a nonionic surfactant, and an ionic surfactant, wherein the ionic surfactant is an aromatic compound represented by the following chemical formula 1 A sulfonate, and an aliphatic sulfonate, wherein the mass ratio of the content of the aromatic sulfonate to the content of the aliphatic sulfonate is aromatic sulfonate / aliphatic sulfonate It is characterized by containing in the ratio of = 1/5-1 / 10,000.
R1:炭素数1〜18の炭化水素基、
M1:アルカリ金属、アンモニウム基、又は有機アミン基。)
前記脂肪族スルホン酸塩が、下記の化2で示される化合物及び下記の化3で示される化合物から選ばれる少なくとも一種の化合物を含有するものであることが好ましい。
R 1 is a hydrocarbon group having 1 to 18 carbon atoms,
M 1 is an alkali metal, an ammonium group or an organic amine group. )
The aliphatic sulfonate preferably contains at least one compound selected from a compound represented by the following chemical formula 2 and a compound represented by the following chemical formula 3.
a,b:それぞれ0以上の整数であってa+b=5〜17を満たす整数、
M2:アルカリ金属、アンモニウム基、又は有機アミン基。)
a and b each is an integer of 0 or more and an integer satisfying a + b = 5 to 17;
M 2 is an alkali metal, an ammonium group or an organic amine group. )
R2,R3:それぞれ炭素数4〜12の炭化水素基、
M3:アルカリ金属、アンモニウム基、又は有機アミン基。)
前記非イオン界面活性剤が、ひまし油のアルキレンオキサイド付加物及び硬化ひまし油のアルキレンオキサイド付加物から選ばれる少なくとも1種の化合物と、モノカルボン酸及びジカルボン酸とを縮合させたエーテルエステル化合物であり、該エーテルエステル化合物が、質量平均分子量3,000〜30,000のものを含有するものであることが好ましい。
R 2 and R 3 each represent a hydrocarbon group having 4 to 12 carbon atoms,
M 3 : an alkali metal, an ammonium group or an organic amine group. )
The non-ionic surfactant is an ether ester compound obtained by condensing a monocarboxylic acid and a dicarboxylic acid with at least one compound selected from an alkylene oxide adduct of castor oil and an alkylene oxide adduct of hydrogenated castor oil. It is preferable that an ether ester compound contains the thing of the mass mean molecular weights 3,000-30,000.
前記エーテルエステル化合物が、ひまし油のアルキレンオキサイド付加物及び硬化ひまし油のアルキレンオキサイド付加物から選ばれる少なくとも1種の化合物を20〜40モル%、モノカルボン酸を35〜65モル%、並びにジカルボン酸を5〜35モル%(合計100モル%)から構成されるものであることが好ましい。 The ether ester compound is 20-40 mol% of at least one compound selected from an alkylene oxide adduct of castor oil and an alkylene oxide adduct of hydrogenated castor oil, 35-65 mol% of a monocarboxylic acid, and 5 dicarboxylic acids It is preferable that it is comprised from-35 mol% (a total of 100 mol%).
前記平滑剤が、下記の化4で示される含硫黄エステル化合物を含有するものであることが好ましい。 It is preferable that the said smoothing agent is what contains the sulfur-containing ester compound shown by following Chemical formula 4.
R4,R5:それぞれ炭素数12〜24の炭化水素基、
m,n:それぞれ1〜4の整数。)
前記イオン界面活性剤が、さらに有機リン酸エステルのアミン塩を含有するものであることが好ましい。
R 4 and R 5 each represent a hydrocarbon group having 12 to 24 carbon atoms,
m, n: each an integer of 1 to 4; )
The ionic surfactant preferably further contains an amine salt of an organic phosphoric acid ester.
前記有機リン酸エステルのアミン塩を構成するアミンが、ジエタノールアミン、トリエタノールアミン、ジブチルエタノールアミン、及び炭素数4〜30のモノアルキルアミン1モルに対しアルキレンオキシドを1〜50モルの割合で付加させた化合物から選ばれる少なくとも1種であることが好ましい。 The amine constituting the amine salt of the organic phosphoric acid ester is added in a ratio of 1 to 50 moles of alkylene oxide to 1 mole of diethanolamine, triethanolamine, dibutylethanolamine and monoalkylamine having 4 to 30 carbon atoms. It is preferable that it is at least one selected from the following compounds.
前記平滑剤、前記非イオン界面活性剤、及び前記イオン界面活性剤の含有割合の合計を100質量%とすると、前記平滑剤を30〜70質量%、前記非イオン界面活性剤を20〜60質量%、及び前記イオン界面活性剤を0.1〜20質量%の割合で含有することが好ましい。 Assuming that the total content of the leveling agent, the nonionic surfactant, and the ionic surfactant is 100% by mass, 30 to 70% by mass of the leveling agent and 20 to 60% by mass of the nonionic surfactant It is preferable to contain% and the said ionic surfactant in the ratio of 0.1-20 mass%.
また、本発明の別の態様は、前記合成繊維用処理剤が付着していることを特徴とする合成繊維が提供される。 In addition, another aspect of the present invention provides a synthetic fiber characterized in that the above-mentioned treatment agent for synthetic fiber is attached.
本発明によると、製糸工程において発生するタール汚れ、白粉汚れ、毛羽を低減することができる。 According to the present invention, it is possible to reduce tar stains, white powder stains and fluffs generated in the spinning process.
(第1実施形態)
先ず、本発明に係る合成繊維用処理剤(以下、処理剤という)を具体化した第1実施形態について説明する。本実施形態の処理剤は、平滑剤、非イオン界面活性剤、及び所定のイオン界面活性剤を含有する。イオン界面活性剤が下記の化5で示される芳香族スルホン酸塩、及び脂肪族スルホン酸塩を含んでなり、さらに脂肪族スルホン酸塩の含有量に対する芳香族スルホン酸塩の含有量の質量比が、芳香族スルホン酸塩/脂肪族スルホン酸塩=1/5〜1/10,000の割合で含有するものである。
First Embodiment
First, a first embodiment in which the treatment agent for synthetic fiber according to the present invention (hereinafter referred to as a treatment agent) is embodied will be described. The processing agent of the present embodiment contains a smoothing agent, a nonionic surfactant, and a predetermined ionic surfactant. The ionic surfactant comprises an aromatic sulfonate represented by the following chemical formula 5 and an aliphatic sulfonate, and further, the mass ratio of the content of the aromatic sulfonate to the content of the aliphatic sulfonate. Are contained in the ratio of aromatic sulfonate / aliphatic sulfonate = 1/5 to 1 / 10,000.
R1:炭素数1〜18の炭化水素基、
M1:アルカリ金属、アンモニウム基、又は有機アミン基。)
本実施形態の処理剤に供する平滑剤としては、特に制限はなく、例えば(1)1,4−ブタンジオールジオレアート、トリメチロールプロパントリラウラート、トリメチロールプロパントリオレアート、グリセリントリオレアート、ペンタエリスリトールテトラオクタノアート等の、多価アルコールと一価カルボン酸とのエステル化合物、(2)ジイソセチルチオジプロピオナート、ジイソステアリルチオジプロピオナート、ジオレイルチオジプロピオナート、ビスポリオキシエチレンラウリルアジパート等の、多価カルボン酸と一価アルコールとのエステル化合物、(3)オレイルラウラート、オレイルオレアート等の、一価アルコールと一価カルボン酸とのエステル化合物、(4)ひまし油、パーム油、ナタネ白絞油等の天然油脂等が挙げられる。これらの成分は、1種を単独で使用してもよく、2種以上を組み合わせて使用してもよい。これらの中でも下記の化6で示される分子中に硫黄元素を有する多価カルボン酸と一価アルコールとのエステル化合物(含硫黄エステル化合物)を含有するものが好ましい。かかる化合物を使用することにより、本発明の効果をより向上、特に製糸工程において発生するタール汚れ、毛羽をより低減することができる。
R 1 is a hydrocarbon group having 1 to 18 carbon atoms,
M 1 is an alkali metal, an ammonium group or an organic amine group. )
There is no restriction | limiting in particular as a smoothing agent used for the processing agent of this embodiment, For example, (1) 1, 4- butanediol dioleate, trimethylol propane trilaurate, trimethylol propane trioleate, glycerol trioleate, penta-triole Ester compounds of polyhydric alcohol and monovalent carboxylic acid such as erythritol tetraoctanoate, (2) diisocetyl thiodipropionate, diisostearyl thiodipropionate, dioleyl thiodipropionate, bis polyoxy acid Ester compounds of polyvalent carboxylic acid and monohydric alcohol such as ethylene lauryl adipate (3) Ester compounds of monohydric alcohol and monohydric carboxylic acid such as oleyl laurate and oleyl oleate (4) Castor oil Natural oils and fats such as palm oil and rapeseed oil It is. One of these components may be used alone, or two or more thereof may be used in combination. Among these, one containing an ester compound (sulfur-containing ester compound) of a polyvalent carboxylic acid having a sulfur element in a molecule shown by the following chemical formula 6 and a monohydric alcohol is preferable. By using such a compound, the effects of the present invention can be further improved, and in particular, tar stains and fluffs generated in the yarn production process can be further reduced.
R4,R5:それぞれ炭素数12〜24の炭化水素基、
m,n:それぞれ1〜4の整数。)
化6において、R4,R5は、それぞれラウリル基、トリデシル基、イソトリデシル基、ミリスチル基、イソミリスチル基、セチル基、イソセチル基、ステアリル基、イソステアリル基、アラキジル基、イソアラキジル基、ベヘニル基、イソベヘニル基、リグノセリル基、イソリグノセリル基、パルミトレイル基、オレイル基、エイコセニル基、ドコセニル基、テトラコセニル基等の炭素数12〜24の炭化水素基である。
R 4 and R 5 each represent a hydrocarbon group having 12 to 24 carbon atoms,
m, n: each an integer of 1 to 4; )
In Chemical Formula 6, R 4 and R 5 each independently represent a lauryl group, tridecyl group, isotridecyl group, myristyl group, isomyristyl group, cetyl group, isocetyl group, stearyl group, isostearyl group, arachidyl group, isoarachidyl group, behenyl group, It is a hydrocarbon group having 12 to 24 carbon atoms, such as isobehenyl group, lignoceryl group, isolignocellyl group, palmitylale group, oleyl group, eicosenyl group, docosenyl group, tetracosenyl group and the like.
本実施形態の処理剤に供する非イオン界面活性剤としては、特に制限はなく、例えば(1)有機酸、有機アルコール、有機アミン、及び有機アミドから選ばれる少なくとも一種に炭素数2〜4のアルキレンオキサイドを付加した化合物、例えばポリオキシエチレンラウリン酸エステル、ポリオキシエチレンオレイン酸エステル、ポリオキシエチレンラウリン酸エステルメチルエーテル、ポリオキシエチレンオクチルエーテル、ポリオキシプロピレンラウリルエーテルメチルエーテル、ポリオキシブチレンオレイルエーテル、ポリオキシエチレンポリオキシプロピレンラウリルエーテル、ポリオキシエチレンポリオキシプロピレンノニルフェニルエーテル、ポリオキシエチレンラウリルアミノエーテル、ポリオキシエチレンラウロアミドエーテル等のエーテル型ノニオン界面活性剤、(2)ソルビタンモノオレアート、ソルビタントリオレアート、グリセリンモノラウラート等の多価アルコール部分エステル型ノニオン界面活性剤、(3)ポリエチレングリコールジオレアート、ポリオキシエチレンソルビタンモノオレアート、ポリオキシブチレンソルビタントリオレアート、ポリオキシプロピレンひまし油、ポリオキシエチレン硬化ひまし油、ポリオキシエチレンプロピレン硬化ひまし油トリオレアート、ポリオキシエチレン硬化ひまし油トリラウラート、ひまし油のエチレンオキサイド(以下、EOという)付加物及び硬化ひまし油のEO付加物から選ばれる少なくとも1種の化合物と、モノカルボン酸及びジカルボン酸とを縮合させたエーテルエステル化合物等のポリオキシアルキレン多価アルコール脂肪酸エステル型ノニオン界面活性剤、(4)ジエタノールアミンモノラウロアミド等のアルキルアミド型ノニオン界面活性剤、(5)ポリオキシエチレンジエタノールアミンモノオレイルアミド等のポリオキシアルキレン脂肪酸アミド型ノニオン界面活性剤等が挙げられる。これらの成分は、1種を単独で使用してもよく、2種以上を組み合わせて使用してもよい。これらの中でもひまし油のアルキレンオキサイド付加物及び硬化ひまし油のアルキレンオキサイド付加物から選ばれる少なくとも1種の化合物と、モノカルボン酸及びジカルボン酸とを縮合させたエーテルエステル化合物が好ましく。さらに、該エーテルエステル化合物は、質量平均分子量(MW)3,000〜30,000のものを含有するものが好ましい。これらの化合物を使用することにより、本発明の効果をより向上、特に製糸工程において発生する毛羽をより低減することができる。該エーテルエステル化合物に使用されるアルキレンオキサイドとしては、例えばEO、プロピレンオキサイド(以下、POという)、ブチレンオキサイド(以下、BOという)等が挙げられる。モノカルボン酸としては、例えばラウリン酸、ミリスチン酸、ミリストレイン酸、パルミチン酸、パルミトレイン酸、ステアリン酸、イソステアリン酸、オレイン酸、エライジン酸、リノール酸、リノレン酸、アラキジン酸、エイコセン酸、ベヘン酸、エルカ酸等が挙げられる。また、ジカルボン酸としては、例えばコハク酸、グルタル酸、アジピン酸、ピメリン酸、スベリン酸、アゼライン酸、セバシン酸、フマル酸、マレイン酸等が挙げられる。より好ましい該エーテルエステル化合物としては、硬化ひまし油1モルに対しEO20モル付加したものをアジピン酸で架橋し、オレイン酸で末端エステル化した化合物(MW10,000)、ひまし油1モルに対しEO25モル付加したものをマレイン酸で架橋し、ステアリン酸で末端エステル化した化合物(MW5,000)、硬化ひまし油1モルに対しEO20モル、PO20モルをランダム付加したものをマレイン酸で架橋し、オレイン酸で末端エステル化した化合物(MW18,000)等が挙げられる。 There is no restriction | limiting in particular as a nonionic surfactant provided to the processing agent of this embodiment, For example, the C2-C4 alkylene selected from (1) organic acid, organic alcohol, organic amine, and organic amide is mentioned. Oxide-added compounds such as polyoxyethylene laurate, polyoxyethylene oleate, polyoxyethylene laurate methyl ether, polyoxyethylene octyl ether, polyoxypropylene lauryl ether methyl ether, polyoxybutylene oleyl ether, Polyoxyethylene polyoxypropylene lauryl ether, polyoxyethylene polyoxypropylene nonylphenyl ether, polyoxyethylene lauryl aminoether, polyoxyethylene lauroamide ether Etc., (2) Sorbitan monooleate, sorbitan trioleate, polyhydric alcohol partial ester type nonionic surfactant such as glycerin monolaurate, (3) polyethylene glycol dioleate, polyoxyethylene Sorbitan monooleate, polyoxybutylene sorbitan trioleate, polyoxypropylene castor oil, polyoxyethylene hydrogenated castor oil, polyoxyethylene propylene hydrogenated castor oil trioleate, polyoxyethylene hydrogenated castor oil trilaurate, ethylene oxide (hereinafter referred to as EO) addition of castor oil Products and etherified compounds such as ether ester compounds obtained by condensing monocarboxylic acid and dicarboxylic acid with at least one compound selected from EO adducts of hydrogenated castor oil and the like Kylene polyhydric alcohol fatty acid ester type nonionic surfactant, (4) alkylamide type nonionic surfactant such as diethanolamine monolauroamide, (5) polyoxyalkylene fatty acid amide type nonionic surfactant such as (5) polyoxyethylene diethanolamine monooleylamide Agents and the like. One of these components may be used alone, or two or more thereof may be used in combination. Among these, ether ester compounds obtained by condensing a monocarboxylic acid and a dicarboxylic acid with at least one compound selected from an alkylene oxide adduct of castor oil and an alkylene oxide adduct of hydrogenated castor oil are preferable. Further, the ether ester compound preferably contains one having a mass average molecular weight (MW) of 3,000 to 30,000. By using these compounds, the effects of the present invention can be further improved, and in particular, the fluff generated in the yarn production process can be further reduced. Examples of the alkylene oxide used for the ether ester compound include EO, propylene oxide (hereinafter referred to as PO), butylene oxide (hereinafter referred to as BO) and the like. Examples of monocarboxylic acids include lauric acid, myristic acid, myristoleic acid, palmitic acid, palmitoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, linoleic acid, linolenic acid, arachidic acid, eicosenic acid, behenic acid, Erucic acid etc. are mentioned. Examples of dicarboxylic acids include succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, fumaric acid, and maleic acid. A more preferable ether ester compound is one obtained by adding 20 moles of EO to 1 mole of hardened castor oil and crosslinking with adipic acid and adding a compound (MW 10,000) terminated with oleic acid and 25 moles of EO to 1 mole of castor oil The product is cross-linked with maleic acid, stearic acid end-esterified compound (MW 5,000), 20 moles of EO per mole of hardened castor oil, 20 moles of PO randomly added with 20 moles of PO cross-linked with maleic acid, and esterified with oleic acid Compounds (MW 18,000) and the like.
ここで質量平均分子量は、東ソー社製高速ゲルパーミエーションクロマトグラフィー装置HLC−8320GPCを用い、試料濃度5mg/ccで、東ソー社製分離カラムTSK gel Super H−2000、H−3000、H−4000に注入し、示差屈折率検出器で測定されたピークにより求めることができる。 Here, using a high-speed gel permeation chromatography apparatus HLC-8320GPC manufactured by Tosoh Corp., the mass average molecular weight can be adjusted to a separation column TSK gel Super H-2000, H-3000, H-4000 manufactured by Tosoh Corp. at a sample concentration of 5 mg / cc. It can be determined from the peak injected and measured with a differential refractive index detector.
ひまし油のアルキレンオキサイド付加物及び硬化ひまし油のアルキレンオキサイド付加物から選ばれる少なくとも1種の化合物と、モノカルボン酸及びジカルボン酸とを縮合させたエーテルエステル化合物の場合、各成分のモル比率に特に制限はない。ひまし油のアルキレンオキサイド付加物及び硬化ひまし油のアルキレンオキサイド付加物から選ばれる少なくとも1種の化合物を20〜40モル%、モノカルボン酸を35〜65モル%、並びにジカルボン酸を5〜35モル%(合計100モル%)から構成されるものが好ましい。かかる構成により、本発明の効果をより向上、特に製糸工程において発生する毛羽をより低減することができる。 In the case of an ether ester compound obtained by condensing a monocarboxylic acid and a dicarboxylic acid with at least one compound selected from an alkylene oxide adduct of castor oil and an alkylene oxide adduct of hydrogenated castor oil, the molar ratio of each component is particularly limited. Absent. 20-40 mol% of at least one compound selected from the alkylene oxide adduct of castor oil and the alkylene oxide adduct of hardened castor oil, 35-65 mol% of monocarboxylic acid, and 5-35 mol% of dicarboxylic acid (total Those composed of 100 mol%) are preferred. With this configuration, the effects of the present invention can be further improved, and in particular, the fluff generated in the yarn production process can be further reduced.
本実施形態の処理剤に供するイオン界面活性剤は、前記の化5で示される芳香族スルホン酸塩、及び脂肪族スルホン酸塩を含んでなり、さらに該脂肪族スルホン酸塩の含有量に対する該芳香族スルホン酸塩の含有量の質量比が、芳香族スルホン酸塩/脂肪族スルホン酸塩=1/5〜1/10,000の割合で含有するものである。化5において、R1はメチル基、エチル基、プロピル基、ブチル基、ヘキシル基、ヘプチル基、オクチル基、ノニル基、デシル基、ラウリル基、トリデシル基、ミリスチル基、セチル基、ステアリル基等の炭素数1〜18の炭化水素基である。M1は、リチウム、ナトリウム、カリウム等のアルカリ金属、アンモニウム基、メチルアンモニウム基、エチルアンモニウム基、プロピルアンモニウム基、ブチルアンモニウム基、ジメチルアンモニウム基、ジエチルアンモニウム基、ジプロピルアンモニウム基、ジブチルアンモニウム基、トリメチルアンモニウム基、トリエチルアンモニウム基、トリプロピルアンモニウム基、トリブチルアンモニウム基、テトラメチルアンモニウム基、テトラエチルアンモニウム基、テトラプロピルアンモニウム基、テトラブチルアンモニウム基、メタノールアンモニウム基、エタノールアンモニウム基、プロパノールアンモニウム基、ブタノールアンモニウム基、ジメタノールアンモニウム基、ジエタノールアンモニウム基、ジプロパノールアンモニウム基、ジブタノールアンモニウム基、トリメタノールアンモニウム基、トリエタノールアンモニウム基、トリプロパノールアンモニウム基、トリブタノールアンモニウム基等のアンモニウム基又は(EO18)ヘキシルアミノエーテル基、(PO16)オクチルアミノエーテル基、(EO6PO6)デシルアミノエーテル基、(EO12)ラウリルアミノエーテル基、(EO10)ミリスチリルアミノエーテル基、(EO8)セチルアミノエーテル基、(EO6)ステアリルアミノエーテル基、(EO4)オレイルアミノエーテル基、エタノールアミン、ジエタノールアミン、トリエタノールアミン、ジメチルエタノールアミン、ジエチルエタノールアミン、ジプロピルエタノールアミン、ジブチルエタノールアミン等の有機アミン基である。なお、括弧内に数値は各基の付加モル数を示す(以下同じ)。これらの成分は、1種を単独で使用してもよく、2種以上を組み合わせて使用してもよい。 The ionic surfactant to be provided for the treatment agent of the present embodiment comprises the aromatic sulfonate represented by the above-mentioned chemical formula 5 and an aliphatic sulfonate, and further, the content of the aliphatic sulfonate relative to the content of the aliphatic sulfonate. The mass ratio of the content of aromatic sulfonate is such that the ratio of aromatic sulfonate / aliphatic sulfonate = 1/5 to 1 / 10,000. In Formula 5, R 1 is a methyl group, an ethyl group, a propyl group, a butyl group, a hexyl group, a heptyl group, an octyl group, an octyl group, a nonyl group, a decyl group, a lauryl group, a tridecyl group, a mydecyl group, a cetyl group, a stearyl group, etc. It is a C1-C18 hydrocarbon group. M 1 represents an alkali metal such as lithium, sodium or potassium, an ammonium group, a methyl ammonium group, an ethyl ammonium group, a propyl ammonium group, a butyl ammonium group, a dimethyl ammonium group, a diethyl ammonium group, a dipropyl ammonium group, a dibutyl ammonium group, Trimethyl ammonium group, triethyl ammonium group, tripropyl ammonium group, tributyl ammonium group, tetramethyl ammonium group, tetraethyl ammonium group, tetrapropyl ammonium group, tetrabutyl ammonium group, methanol ammonium group, ethanol ammonium group, propanol ammonium group, butanol ammonium group Group, dimethanol ammonium group, diethanol ammonium group, dipropanol ammonium Ammonium or (EO18) hexyl aminoether group such as a dibasic group, dibutanol ammonium group, trimethanol ammonium group, triethanol ammonium group, triethanol ammonium group, tripropanol ammonium group, tributanol ammonium group, (PO16) octyl amino ether group, (EO 6 PO 6 ) Decyl amino ether group, (EO 12) lauryl amino ether group, (EO 10) myristyl amino ether group, (EO 8) cetyl amino ether group, (EO 6) stearyl amino ether group, (EO 4) oleyl amino ether group, ethanolamine, Organic amine groups such as diethanolamine, triethanolamine, dimethylethanolamine, diethylethanolamine, dipropylethanolamine and dibutylethanolamine The numerical values in parentheses indicate the number of added moles of each group (the same applies hereinafter). One of these components may be used alone, or two or more thereof may be used in combination.
より具体的な芳香族スルホン酸塩としては、トルエンスルホン酸ナトリウム、エチルベンゼンスルホン酸カリウム、プロピルベンゼンスルホン酸リチウム、ブチルベンゼンスルホン酸ナトリウム、ヘキシルベンゼンスルホン酸カリウム、オクチルベンゼンスルホン酸リチウム、ノニルベンゼンスルホン酸ナトリウム、ノニルベンゼンスルホン酸トリエタノールアミン、デシルベンゼンスルホン酸カリウム、ドデシルベンゼンスルホン酸ナトリウム、ドデシルベンゼンスルホン酸カリウム、テトラデシルベンゼンスルホン酸ナトリウム、オクタデシルベンゼンスルホン酸カリウム等が挙げられる。これらの中でもトルエンスルホン酸ナトリウム、ノニルベンゼンスルホン酸ナトリウム、ノニルベンゼンスルホン酸トリエタノールアミン、ドデシルベンゼンスルホン酸ナトリウム、ドデシルベンゼンスルホン酸カリウム等分子中に炭素数1〜12のアルキル基を有する芳香族スルホン酸塩が好ましい。 More specific aromatic sulfonates include sodium toluenesulfonate, potassium ethylbenzenesulfonate, lithium propylbenzenesulfonate, sodium butylbenzenesulfonate, potassium hexylbenzenesulfonate, lithium octylbenzenesulfonate, nonylbenzenesulfonic acid Sodium, nonylbenzenesulfonic acid triethanolamine, potassium decylbenzenesulfonate, sodium dodecylbenzenesulfonate, potassium dodecylbenzenesulfonate, sodium tetradecylbenzenesulfonate, potassium octadecylbenzenesulfonate and the like can be mentioned. Among these, sodium toluene sulfonate, sodium nonylbenzene sulfonate, triethanolamine nonylbenzene sulfonate, sodium dodecylbenzene sulfonate, potassium dodecylbenzene sulfonate, etc. aromatic sulfone having an alkyl group having 1 to 12 carbon atoms in the molecule Acid salts are preferred.
脂肪族スルホン酸塩としては、特に制限はなく、例えば1−オクチルスルホン酸ナトリウム、1−デカンスルホン酸カリウム、1−ラウリルスルホン酸ナトリウム、1−ミリスチルスルホン酸ナトリウム、1−セチルスルホン酸カリウム、1−ステアリルスルホン酸ナトリウム、イソオクチルスルホン酸ナトリウム、イソデカンスルホン酸ナトリウム、イソラウリルスルホン酸ナトリウム、イソミリスチリルスルホン酸ナトリウム、イソセチルスルホン酸ナトリウム、イソステアリルスルホン酸ナトリウム、ジイソブチルスルホコハク酸カリウム、ジオクチルスルホコハク酸ナトリウム、ジノニルスルホコハク酸ナトリウム等が挙げられる。これらの成分は、1種を単独で使用してもよく、2種以上を組み合わせて使用してもよい。これらの中でも下記の化7で示される化合物及び下記の化8で示される化合物から選ばれる少なくとも一種の化合物を含有するものが好ましい。これらの化合物を使用することにより、本発明の効果をより向上、特に製糸工程において発生するタール汚れ、白粉汚れをより低減することができる。 The aliphatic sulfonate is not particularly limited, and examples thereof include sodium 1-octyl sulfonate, potassium 1-decane sulfonate, sodium 1-lauryl sulfonate, sodium 1-myristyl sulfonate, potassium 1-cetyl sulfonate, Sodium stearyl sulfonate, sodium isooctyl sulfonate, sodium isodecane sulfonate, sodium isolauryl sulfonate, sodium isomyristyl sulfonate, sodium isocetyl sulfonate, sodium isostearyl sulfonate, potassium diisobutyl sulfosuccinate, dioctyl sulfosuccinic acid Examples include sodium acid and sodium dinonylsulfosuccinate. One of these components may be used alone, or two or more thereof may be used in combination. Among these, those containing at least one compound selected from a compound represented by the following chemical formula 7 and a compound represented by the following chemical formula 8 are preferable. By using these compounds, the effects of the present invention can be further improved, and in particular, tar stains and white powder stains generated in the spinning process can be further reduced.
a,b:それぞれ0以上の整数であってa+b=5〜17を満たす整数、
M2:アルカリ金属、アンモニウム基、又は有機アミン基。)
a and b each is an integer of 0 or more and an integer satisfying a + b = 5 to 17;
M 2 is an alkali metal, an ammonium group or an organic amine group. )
R2,R3:それぞれ炭素数4〜12の炭化水素基、
M3:アルカリ金属、アンモニウム基、又は有機アミン基。)
化7において、a,bは、それぞれ0以上の整数であってa+b=5〜17を満たす整数であり、M2についての詳細は、前記化5のところで説明したM1と同様である。
R 2 and R 3 each represent a hydrocarbon group having 4 to 12 carbon atoms,
M 3 : an alkali metal, an ammonium group or an organic amine group. )
In Formula 7, a and b are each an integer of 0 or more and an integer satisfying a + b = 5 to 17. Details of M 2 are the same as M 1 described for Formula 5 above.
化8において、R2,R3は、それぞれブチル基、ヘキシル基、ヘプチル基、オクチル基、ノニル基、デシル基、ドデシル基等の炭素数4〜12の炭化水素基であり、M3についての詳細は、化5のところで説明したM1と同様である。 In the chemical formula 8, R 2 and R 3 are each a hydrocarbon group having 4 to 12 carbon atoms such as butyl group, hexyl group, heptyl group, octyl group, nonyl group, decyl group, dodecyl group, etc., and for M 3 The details are the same as M 1 described for Chemical Formula 5.
具体的に化7としては、好ましくはa+bの値が10〜14、M2がナトリウムである化合物(混合物)等が挙げられる。化8としては、好ましくはジオクチルスルホコハク酸ナトリウム塩等が挙げられる。 The concrete of 7, preferably a value of a + b is 10 to 14, compound M 2 is sodium (mixture), and the like. Preferably, dioctyl sulfosuccinate sodium salt and the like can be mentioned as the chemical formula (8).
本実施形態の処理剤に供するイオン界面活性剤は、前記したように芳香族スルホン酸塩及び脂肪族スルホン酸塩を含んでなり、さらに該脂肪族スルホン酸塩の含有量に対する該芳香族スルホン酸塩の含有量の質量比が、芳香族スルホン酸塩/脂肪族スルホン酸塩=1/5〜1/10,000の割合で含有するものである。かかる比率の範囲内に規定することにより、製糸工程において発生するタール汚れ、白粉汚れ、毛羽を低減することができる。 The ionic surfactant used for the treatment agent of the present embodiment comprises an aromatic sulfonate and an aliphatic sulfonate as described above, and further, the aromatic sulfonic acid with respect to the content of the aliphatic sulfonate. The mass ratio of the salt content is such that the ratio of aromatic sulfonate / aliphatic sulfonate = 1/5 to 1 / 10,000. By defining the ratio within such a range, it is possible to reduce tar stains, white powder stains and fluffs generated in the spinning process.
イオン界面活性剤としてさらに有機リン酸エステルのアミン塩を含有するものが好ましい。かかる化合物を使用することにより、本発明の効果をより向上、特に製糸工程において発生するタール汚れ、毛羽をより低減することができる。該有機リン酸エステルのアミン塩を構成するアミンが、ジエタノールアミン、トリエタノールアミン、ジブチルエタノールアミン、及び炭素数4〜30のモノアルキルアミン1モルに対しアルキレンオキシドを1〜50モルの割合で付加させた化合物であることがより好ましい。具体的な有機リン酸エステルのアミン塩としては、ラウリルホスフェートジエタノールアミン塩、ミリスチルホスフェートトリエタノールアミン塩、セチルホスフェートジブチルエタノールアミン塩、イソセチルホスフェート(EO10)ラウリルアミノエーテル塩、ステアリルホスフェート(PO6)ラウリルアミノエーテル塩、イソステアリルホスフェート(EO8)ステアリルアミノエーテル塩、アラキジルホスフェート(BO4)セチルアミノエーテル塩、イソアラキジルホスフェート(EO6PO6)ベヘニルアミノエーテル塩、ベヘニルホスフェート(EO15)リグノセリルアミノエーテル塩、イソベヘニルホスフェートジエタノールアミン塩、リグノセリルホスフェートトリエタノールアミン塩、イソリグノセリルホスフェートジブチルエタノールアミン塩、オレイルホスフェート(EO15)ステアリルアミノエーテル塩、(EO4)オレイルホスフェートジブチルエタノールアミン塩等が挙げられる。これらの成分は、1種を単独で使用してもよく、2種以上を組み合わせて使用してもよい。その他、イソステアリルホスフェートカリウム塩等のアルキルリン酸エステルの金属塩をさらに配合してもよい。 Those further containing an amine salt of an organic phosphate as an ionic surfactant are preferred. By using such a compound, the effects of the present invention can be further improved, and in particular, tar stains and fluffs generated in the yarn production process can be further reduced. The amine constituting the amine salt of the organic phosphoric acid ester is added at a ratio of 1 to 50 moles of alkylene oxide to 1 mole of diethanolamine, triethanolamine, dibutylethanolamine and monoalkylamine having 4 to 30 carbon atoms. It is more preferable that the compound is Specific amine salts of organic phosphoric acid esters include lauryl phosphate diethanolamine salt, myristyl phosphate triethanolamine salt, cetyl phosphate dibutylethanolamine salt, isocetyl phosphate (EO10) lauryl amino ether salt, stearyl phosphate (PO6) lauryl amino acid Ether salt, isostearyl phosphate (EO8) stearyl amino ether salt, arachidyl phosphate (BO4) cetyl amino ether salt, iso arachidyl phosphate (EO6 PO6) behenyl amino ether salt, behenyl phosphate (EO15) lignoceryl amino ether salt, isobehenyl Phosphate diethanolamine salt, Lignoceryl phosphate triethanolamine salt, isolignoceryl phosphate Close butyl ethanolamine salt, oleyl phosphate (EO15) stearyl amino ether salts, (EO4) oleyl phosphate closed butyl ethanolamine salts. One of these components may be used alone, or two or more thereof may be used in combination. In addition, metal salts of alkyl phosphates such as isostearyl phosphate potassium salt may be further blended.
本実施形態の処理剤において、上述した平滑剤、非イオン界面活性剤、及びイオン界面活性剤の含有比率は特に制限ない。前記平滑剤、前記非イオン界面活性剤、及び前記イオン界面活性剤の含有割合の合計を100質量%とすると、平滑剤を30〜70質量%、非イオン界面活性剤を20〜60質量%、及びイオン界面活性剤を0.1〜20質量%の割合で含有するものが好ましい。かかる配合量範囲に規定することにより、本発明の効果をより向上、製糸工程において発生するタール汚れ、白粉汚れ、毛羽をより低減することができる。 In the processing agent of the present embodiment, the content ratio of the above-described smoothing agent, nonionic surfactant, and ionic surfactant is not particularly limited. Assuming that the total content of the smoothing agent, the nonionic surfactant, and the ionic surfactant is 100% by mass, the smoothing agent is 30 to 70% by mass, and the nonionic surfactant is 20 to 60% by mass. And what contains an ionic surfactant in the ratio of 0.1-20 mass% is preferable. By defining the blending amount range, the effects of the present invention can be further improved, and tar stains, white powder stains and fluffs generated in the yarn production process can be further reduced.
(第2実施形態)
次に、本発明の合成繊維を具体化した第2実施形態を説明する。本実施形態の合成繊維は、第1実施形態の処理剤が付着している合成繊維である。合成繊維としては、特に制限はなく、例えば(1)ポリエチレンテレフタレート、ポリプロピレンテレフタレート、ポリ乳酸エステル等のポリエステル系繊維、(2)ナイロン6、ナイロン66等のポリアミド系繊維、(3)ポリアクリル、モダアクリル等のポリアクリル系繊維、(4)ポリエチレン、ポリプロピレン等のポリオレフィン系繊維、(5)ポリウレタン系繊維等が挙げられる。
Second Embodiment
Next, a second embodiment in which the synthetic fiber of the present invention is embodied will be described. The synthetic fiber of the present embodiment is a synthetic fiber to which the treatment agent of the first embodiment is attached. The synthetic fiber is not particularly limited. For example, (1) polyester fiber such as polyethylene terephthalate, polypropylene terephthalate, polylactic acid ester, (2) polyamide fiber such as nylon 6, nylon 66, (3) polyacrylic resin, moda acrylic resin And polyacrylic fibers such as (4) polyolefin fibers such as polyethylene and polypropylene, and (5) polyurethane fibers.
第1実施形態の処理剤を合成繊維に付着させる割合に特に制限はないが、第1実施形態の処理剤(溶媒を含まない)を合成繊維に対し0.1〜3質量%の割合となるよう付着させることが好ましい。かかる構成により、本発明の効果をより向上させる。また、第1実施形態の処理剤を付着させる方法は、特に制限はなく、例えばローラー給油法、計量ポンプを用いたガイド給油法、浸漬給油法、スプレー給油法等の公知の方法を採用することができる。第1実施形態の処理剤を合成繊維に付着させる際の形態としては、例えば有機溶媒溶液、水性液等が挙げられる。 There is no particular limitation on the ratio of adhering the treating agent of the first embodiment to the synthetic fiber, but the treating agent of the first embodiment (without the solvent) is a ratio of 0.1 to 3% by mass to the synthetic fiber It is preferable to make it adhere. With this configuration, the effects of the present invention are further improved. Further, the method for adhering the treatment agent of the first embodiment is not particularly limited, and for example, a known method such as a roller oiling method, a guide oiling method using a measuring pump, an immersion oiling method, a spray oiling method Can. As a form at the time of making the processing agent of 1st Embodiment adhere to a synthetic fiber, the organic solvent solution, an aqueous liquid, etc. are mentioned, for example.
上記実施形態の処理剤及び合成繊維によれば、以下のような効果を得ることができる。
(1)上記実施形態の処理剤では、平滑剤及び非イオン界面活性剤と、特定のイオン界面活性剤を所定の比率で併用して構成した。したがって、合成繊維の製糸工程において特にゴデットローラー周りに発生するタール汚れや、機台周りに堆積する白粉汚れ、合成繊維糸条の毛羽を効果的に低減することができる。それにより、本実施形態の合成繊維は、優れた工程通過性を発揮することができる。
According to the treatment agent and the synthetic fiber of the above embodiment, the following effects can be obtained.
(1) In the processing agent of the above embodiment, the smoothing agent and the nonionic surfactant, and the specific ionic surfactant were used in combination at a predetermined ratio. Therefore, it is possible to effectively reduce tar stains particularly generated around the godet roller in the process of spinning synthetic fibers, white powder stains accumulated around the machine base, and fluffs of synthetic fiber yarns. Thereby, the synthetic fiber of the present embodiment can exhibit excellent process passability.
なお、上記実施形態は以下のように変更してもよい。
・本実施形態の処理剤には、本発明の効果を阻害しない範囲内において、処理剤の品質保持のための安定化剤や制電剤として、つなぎ剤、酸化防止剤、紫外線吸収剤等の通常合成繊維の処理剤に用いられる成分をさらに配合してもよい。
The above embodiment may be modified as follows.
The treatment agent of the present embodiment may be used as a stabilizer for maintaining the quality of the treatment agent or an antistatic agent, such as a binder, an antioxidant, an ultraviolet light absorber, etc., as long as the effects of the present invention are not impaired. The components that are usually used for synthetic fiber treatment may be further blended.
以下、本発明の構成及び効果をより具体的にするため、実施例等を挙げるが、本発明がこれらの実施例に限定されるというものではない。尚、以下の実施例及び比較例において、部は質量部を、また%は質量%を意味する。 Hereinafter, examples and the like will be described in order to make the configuration and effects of the present invention more specifically, but the present invention is not limited to these examples. In the following examples and comparative examples, "part" means "mass part" and "%" means mass%.
試験区分1(非イオン界面活性剤としてのエーテルエステル化合物の合成)
・エーテルエステル化合物(N−1)の合成
硬化ひまし油1モルに対しアルキレンオキサイドとしてEO20モル付加した化合物とジカルボン酸としてアジピン酸を通常の条件下でエステル化した。その後に、さらにモノカルボン酸としてオレイン酸を添加し引き続きエステル化を行うことでエーテルエステル化合物(N−1)を得た。
Test Category 1 (Synthesis of Ether Ester Compound as Nonionic Surfactant)
Synthesis of Ether Ester Compound (N-1) A compound obtained by adding 20 moles of EO as an alkylene oxide to 1 mole of hardened castor oil and adipic acid as a dicarboxylic acid were esterified under ordinary conditions. Thereafter, oleic acid was further added as a monocarboxylic acid, and the subsequent esterification was performed to obtain an ether ester compound (N-1).
・エーテルエステル化合物(N−2、N−3及びrN−1〜rN−3)の合成
エーテルエステル化合物(N−1)の合成と同様にエーテルエステル化合物(N−2及びrN−1〜rN−3)を合成した。各エーテルエステル化合物を構成するアルキレンオキサイド付加物、モノカルボン酸、及びジカルボン酸の内容を表1に示す。
Synthesis of ether ester compounds (N-2, N-3 and rN-1 to rN-3) Ether ester compounds (N-2 and rN-1 to rN-) in the same manner as the synthesis of ether ester compound (N-1) 3) was synthesized. Table 1 shows the contents of the alkylene oxide adduct, monocarboxylic acid and dicarboxylic acid constituting each ether ester compound.
X−1:硬化ひまし油1モルに対しEO20モル付加したもの
X−2:ひまし油1モルに対しEO25モル付加したもの
X−3:硬化ひまし油1モルに対しEO20モル、PO20モルランダム付加したもの
X−4:硬化ひまし油1モルにEO40モル付加したもの
X−5:硬化ひまし油1モルにEO12モル付加したもの
X−6:ポリエチレングリコール(分子量600):PEG600
Y−1:オレイン酸
Y−2:ステアリン酸
Y−3:ラウリン酸
Z−1:アジピン酸
Z−2:マレイン酸
試験区分2(合成繊維用処理剤の調製)
・合成繊維用処理剤(実施例1)の調製
平滑剤としてトリメチロールプロパントリオレアート(rL−1)を40部、パーム油(rL−3)を15部及びジオレイルチオジプロピオナート(L−1)を5部、非イオン界面活性剤として硬化ひまし油1モルに対しEO20モル付加したものをアジピン酸で架橋し、オレイン酸で末端エステル化した化合物(N−1)5部、硬化ひまし油1モルにEO40モル付加したものをラウリン酸3モルでエステル化した化合物(rN−1)15部、硬化ひまし油1モルにEO12モル付加した化合物(rN−2)13部、ソルビタンモノオレアート(rN−4)5部、イオン界面活性剤としてドデシルベンゼンスルホン酸ナトリウム(SA−1)を0.1部、前記化7に示されるアルキルスルホン酸ナトリウムにおいて、a+bの値が8〜12、M2がナトリウムである化合物(混合物)(SB−1)を1部、オレイルホスフェート(EO15)ステアリルアミノエーテル塩(SC−1)を0.9部の割合で均一混合して実施例1の合成繊維用処理剤を調製した。なお、表5においては、平滑剤、非イオン界面活性剤、及びイオン界面活性剤の各含有量の合計を100%とした場合の各成分の比率を示す(以下同様)。
X-1: Addition of 20 moles of EO to 1 mole of hardened castor oil X-2: Addition of 25 moles of EO to 1 mole of castor oil X-3: Addition of 20 moles of EO to 1 mole of EO per mol of hardened castor oil X- 4: 40 moles of EO added to 1 mole of hardened castor oil X-5: 12 moles of EO added to 1 mol of hardened castor oil X-6: Polyethylene glycol (molecular weight 600): PEG 600
Y-1: oleic acid Y-2: stearic acid Y-3: lauric acid Z-1: adipic acid Z-2: maleic acid Test Category 2 (preparation of a treatment for synthetic fibers)
Preparation of processing agent for synthetic fiber (Example 1) 40 parts of trimethylolpropane trioleate (rL-1), 15 parts of palm oil (rL-3) as a smoothing agent, and dioleyl thiodipropionate (L-) 1 part: 5 parts, 20 mol of EO added per 1 mol of hardened castor oil as a nonionic surfactant is crosslinked with adipic acid, 5 parts of compound (N-1) terminated with oleic acid, 1 mol of hardened castor oil 15 parts of a compound (rN-1) esterified with 3 mol of EO added with EO and 13 parts of a compound (rN-2) obtained by addition of 12 mol of EO to 1 mol of hardened castor oil, Sorbitan monooleate (rN-4) ) 5 parts, 0.1 parts of sodium dodecylbenzene sulfonate (SA-1) as an ionic surfactant, alkyl sulfonate Nato shown in the above formula 7 1 part of a compound (mixture) (SB-1) in which the value of a + b is 8 to 12 and M 2 is sodium, and 0.9 parts of oleyl phosphate (EO 15) stearyl amino ether salt (SC-1) The synthetic fiber treating agent of Example 1 was prepared by uniform mixing in proportions. In addition, in Table 5, the ratio of each component at the time of making the sum total of each content of a smoothing agent, a nonionic surfactant, and an ionic surfactant into 100% is shown (following the same).
・合成繊維用処理剤(実施例2)の調製
表5に示される各成分を使用し、実施例1の合成繊維処理剤と同様の方法にて調製した。但し、表5の原料以外に酸化防止剤として1,1,3−トリス(2−メチル−4−ハイドロキシ−5−t−ブチルフェニル)ブタンを処理剤100部に対し0.5部の割合で添加した。
Preparation of Treating Agent for Synthetic Fiber (Example 2) Each component shown in Table 5 was used to prepare in the same manner as the treating agent for synthetic fiber of Example 1. However, in addition to the raw materials shown in Table 5, 0.5 parts of 1,1,3-tris (2-methyl-4-hydroxy-5-t-butylphenyl) butane as an antioxidant is used per 100 parts of the treating agent. Added.
・合成繊維用処理剤(実施例3〜13及び比較例1〜6)の調製
表5に示される各成分を使用し、実施例1の合成繊維処理剤の調製の方法にて同様に、実施例3〜13及び比較例1〜6の合成繊維用処理剤を調製した。
Preparation of treating agent for synthetic fibers (Examples 3 to 13 and Comparative Examples 1 to 6) Using each component shown in Table 5, the same procedure as in the method for preparing the treating agent for synthetic fiber of Example 1 is carried out. The synthetic fiber treatment agents of Examples 3 to 13 and Comparative Examples 1 to 6 were prepared.
表2は、処理剤に配合した各イオン界面活性剤について、前記化5に示される芳香族スルホン酸塩のR1とM1の種類を示す。
表3は、処理剤に配合した各イオン界面活性剤について、前記化7に示される脂肪族スルホン酸塩のa+bの値、M2の種類を示す。また、前記化8に示される脂肪族スルホン酸塩のR2,R3の種類、M3の種類を示す。
Table 2 shows the types of R 1 and M 1 of the aromatic sulfonate shown in the above chemical formula 5 for each ionic surfactant blended in the treatment agent.
Table 3 shows the a + b value of the aliphatic sulfonate and the type of M 2 for each ionic surfactant blended in the treatment agent. In addition, the types of R 2 and R 3 and the type of M 3 of the aliphatic sulfonate represented by the chemical formula 8 are shown.
表4は、処理剤に配合した各平滑剤について、前記化6に示される含硫黄エステル化合物のR4,R5の種類、m,nの値を示す。 Table 4 shows the types of R 4 and R 5 and the values of m and n of the sulfur-containing ester compounds shown in Chemical Formula 6 for each leveling agent blended in the treating agent.
L−1:ジオレイルチオジプロピオナート
L−2:ジイソセチルチオジプロピオナート
L−3:ジイソステアリルチオジプロピオナート
rL−1:トリメチロールプロパントリオレアート
rL−2:オレイルオレアート
rL−3:パーム油
rL−4:なたね白絞油
rL−5:グリセリントリオレアート
N−1:硬化ひまし油1モルに対しEO20モル付加したものをアジピン酸で架橋し、オレイン酸で末端エステル化した化合物(MW10,000)
N−2:ひまし油1モルに対しEO25モル付加したものをマレイン酸で架橋し、ステアリン酸で末端エステル化した化合物(MW5,000)
N−3: 硬化ひまし油1モルに対しEO20モル、PO20モルをランダム付加したものをマレイン酸で架橋し、オレイン酸で末端エステル化した化合物(MW18,000)
rN−1:硬化ひまし油1モルにEO40モル付加したものをラウリン酸3モルでエステル化した化合物
rN−2:硬化ひまし油1モルにEO12モル付加した化合物
rN−3:ポリエチレングリコール(分子量600)ジオレアート
rN−4:ソルビタンモノオレアート
SA−1:ドデシルベンゼンスルホン酸ナトリウム
SA−2:ノニルベンゼンスルホン酸ナトリウム
SA−3:トルエンスルホン酸ナトリウム
SA−4:ドデシルベンゼンスルホン酸カリウム
SA−5:ノニルベンゼンスルホン酸トリエタノールアミン
SB−1:前記化7に示されるアルキルスルホン酸ナトリウムにおいて、a+bの値が8〜12、M2がナトリウムである化合物(混合物)
SB−2:前記化7に示されるアルキルスルホン酸ナトリウムにおいて、a+bの値が10〜14、M2がナトリウムである化合物(混合物)
SB−3:ジオクチルスルホコハク酸ナトリウム
SB−4:1−ラウリルスルホン酸ナトリウム
SC−1:オレイルホスフェート(EO15)ステアリルアミノエーテル塩
SC−2:イソセチルホスフェート(EO10)ラウリルアミノエーテル塩
SC−3:(EO4)オレイルホスフェートジブチルエタノールアミン塩
rSC−1:イソステアリルホスフェートカリウム塩
試験区分3(合成繊維処理剤の評価)
・耐熱性タールの評価
試験区分2で調製した各例の合成繊維処理剤を必要に応じてイオン交換水又は有機溶剤にて均一に希釈し、15%溶液とした。ポリエチレンテレフタレートのチップを常法により乾燥した後、エクストルーダーを用いて溶融紡糸し、口金から吐出して冷却固化した後の走行糸条に、前記の15%溶液を、計量ポンプを用いたガイド給油法にて付着させた。合成繊維処理剤の付着量が0.6質量%(溶媒を含まない)となるように給油した。その後、ガイドで集束させて、245℃の延伸ロール、弛緩ロールを介して全延伸倍率5.5倍となるように延伸し、1100デシテックス192フィラメントの延伸糸を10kg捲きチーズとして得た。耐熱性(タール)について、48時間紡糸した後のゴデットローラーの汚れ(タール)として下記のように評価した。結果を表5に示す。
L-1: dioleyl thiodipropionate L-2: diisocetyl thiodipropionate L-3: diisostearyl thiodipropionate rL-1: trimethylolpropane trioleate rL-2: oleyl oleate rL- 3: Palm oil rL-4: Rapeseed white rind oil rL-5: Glycerin trioleate N-1: Compound obtained by adding 20 moles of EO to 1 mole of hardened castor oil cross-linked with adipic acid and esterified with oleic acid (MW 10,000)
N-2: A compound obtained by cross-linking with 25 mol of EO added to 1 mol of castor oil with maleic acid and terminated with stearic acid (MW 5,000)
N-3: A compound obtained by crosslinking 20 mol of EO and 20 mol of PO randomly with 1 mol of hardened castor oil with maleic acid and esterified with oleic acid (MW 18,000)
rN-1: Compound obtained by esterifying 40 mol of EO with 1 mol of hydrogenated castor oil with 3 mol of lauric acid rN-2: Compound obtained by adding 12 mol of EO to 1 mol of hydrogenated castor oil rN-3: Polyethylene glycol (molecular weight 600) dioleate rN -4: sorbitan monooleate SA-1: sodium dodecyl benzene sulfonate SA-2: sodium nonyl benzene sulfonate SA-3: sodium toluene sulfonate SA-4: potassium dodecyl benzene sulfonate SA-5: nonyl benzene sulfonic acid Triethanolamine SB-1: Compound (mixture) in which the value of a + b is 8 to 12 and M 2 is sodium in the sodium alkyl sulfonate represented by the above-mentioned Chemical formula 7
SB-2: Compound (mixture) in which the value of a + b is 10 to 14 and M 2 is sodium in the sodium alkyl sulfonate represented by the above-mentioned Chemical Formula 7
SB-3: sodium dioctyl sulfosuccinate SB-4: sodium 1-lauryl sulfonate SC-1: oleyl phosphate (EO15) stearyl aminoether salt SC-2: isocetyl phosphate (EO10) lauryl amino ether salt SC-3: ( EO4) Oleyl phosphate dibutyl ethanolamine salt rSC-1: isostearyl phosphate potassium salt Test Category 3 (Evaluation of synthetic fiber treatment agent)
-Evaluation of heat-resistant tar The synthetic fiber treatment agent of each example prepared in Test Category 2 was uniformly diluted with ion-exchanged water or an organic solvent as necessary to make a 15% solution. After drying a chip of polyethylene terephthalate by a conventional method, melt spinning is carried out using an extruder, and the above-mentioned 15% solution is fed to a running yarn after discharging from a die and cooling and solidifying. It was attached by the method. It oiled so that the adhesion amount of a synthetic fiber processing agent might be 0.6 mass% (a solvent is not included). Then, it was converged with a guide and stretched through a stretching roll at 245 ° C. and a relaxation roll so as to have a total draw ratio of 5.5 times to obtain a stretched yarn of 1100 dtex 192 filaments as a 10 kg cut cheese. The heat resistance (tar) was evaluated as follows, as soiling (tar) of the godet roller after spinning for 48 hours. The results are shown in Table 5.
・耐熱性タールの評価基準
◎:汚れ(タール)がほとんど認められない。
○:汚れ(タール)がわずかに認められる。
×:汚れ(タール)が認められる。
××:激しい汚れ(タール)が認められる。
· Evaluation criteria for heat resistant tar ◎: Almost no dirt (tar) is recognized.
○: Slight (tar) is slightly recognized.
X: Dirt (tar) is recognized.
××: severe stain (tar) is observed.
・毛羽の評価
前記の紡糸工程において、糸をチーズとして巻き取る前に、毛羽計数装置(東レエンジニアリング社製)にて1時間当たりの毛羽数を測定し、次の基準で評価した。結果を表5に示す。
Evaluation of Fuzz Before winding the yarn as cheese in the above-mentioned spinning process, the number of fuzz per hour was measured with a fluff counting device (manufactured by Toray Engineering Co., Ltd.) and evaluated based on the following criteria. The results are shown in Table 5.
・毛羽の評価基準
◎:測定された毛羽数が0個。
○:測定された毛羽数が2個以下(但し、0を含まない)。
×:測定された毛羽数が3〜9個。
××:測定された毛羽数が10個以上。
-Evaluation criteria for hairiness ◎: The number of hairiness measured is zero.
○: The number of fluffs measured is 2 or less (but excluding 0).
X: 3 to 9 measured fuzz numbers.
××: 10 or more measured fuzz numbers.
・白粉発生の評価
前記の紡糸工程において、48時間紡糸した後のワインダー装置天板上の白粉の蓄積(汚れ)を以下のように評価した。結果を表5に示す。
Evaluation of White Powder Generation In the above-mentioned spinning process, the accumulation (dirt) of white powder on the winder top plate after spinning for 48 hours was evaluated as follows. The results are shown in Table 5.
・白粉発生の評価基準
◎:白粉蓄積がほとんど認められない。
○:白粉蓄積がわずかに認められる。
×:白粉蓄積が認められる。
××:多量の白粉蓄積が認められる。
• Evaluation criteria for white powder generation :: Almost no white powder accumulation is observed.
○: White powder accumulation is slightly observed.
X: White powder accumulation is observed.
××: A large amount of white powder accumulation is observed.
表5の結果からも明らかなように、各実施例の合成繊維処理剤は、耐熱性タール、白粉発生、毛羽の評価がいずれも良好であった。本発明によれば、合成繊維の製糸工程において、ゴデットローラー周りのタール汚れ、機台周りの白粉汚れ、また毛羽を低減し、合成繊維の良好な工程通過性を得ることができるという効果が生じる。 As is clear from the results in Table 5, the synthetic fiber treatment agent of each example was good in all of the evaluations of heat resistant tar, white powder generation, and fluff. According to the present invention, it is possible to reduce tar stain around the godet roller, white powder stain around the machine base and fuzz in the process of spinning synthetic fibers, and to obtain good process passability of the synthetic fibers. It occurs.
Claims (9)
前記イオン界面活性剤が、下記の化1で示される芳香族スルホン酸塩、及び脂肪族スルホン酸塩を含んでなり、該脂肪族スルホン酸塩の含有量に対する該芳香族スルホン酸塩の含有量の質量比が、芳香族スルホン酸塩/脂肪族スルホン酸塩=1/5〜1/10,000の割合で含有することを特徴とする合成繊維用処理剤。
R1:炭素数1〜18の炭化水素基、
M1:アルカリ金属、アンモニウム基、又は有機アミン基。) What is claimed is: 1. A processing agent for synthetic fibers, comprising a smoothing agent, a nonionic surfactant, and an ionic surfactant,
The ionic surfactant comprises an aromatic sulfonate represented by the following chemical formula 1 and an aliphatic sulfonate, and the content of the aromatic sulfonate relative to the content of the aliphatic sulfonate. The processing agent for synthetic fibers, characterized in that the mass ratio of (A) is (aromatic sulfonate / aliphatic sulfonate = 1/5 to 1 / 10,000).
R 1 is a hydrocarbon group having 1 to 18 carbon atoms,
M 1 is an alkali metal, an ammonium group or an organic amine group. )
a,b:それぞれ0以上の整数であってa+b=5〜17を満たす整数、
M2:アルカリ金属、アンモニウム基、又は有機アミン基。)
R2,R3:それぞれ炭素数4〜12の炭化水素基、
M3:アルカリ金属、アンモニウム基、又は有機アミン基。) The processing agent for synthetic fiber according to claim 1, wherein the aliphatic sulfonate contains at least one compound selected from a compound represented by the following chemical formula 2 and a compound represented by the following chemical formula 3.
a and b each is an integer of 0 or more and an integer satisfying a + b = 5 to 17;
M 2 is an alkali metal, an ammonium group or an organic amine group. )
R 2 and R 3 each represent a hydrocarbon group having 4 to 12 carbon atoms,
M 3 : an alkali metal, an ammonium group or an organic amine group. )
該エーテルエステル化合物が、質量平均分子量3,000〜30,000のものを含有するものである請求項1又は2に記載の合成繊維用処理剤。 The non-ionic surfactant is an ether ester compound obtained by condensing a monocarboxylic acid and a dicarboxylic acid with at least one compound selected from an alkylene oxide adduct of castor oil and an alkylene oxide adduct of hydrogenated castor oil,
The processing agent for synthetic fiber according to claim 1 or 2, wherein the ether ester compound contains one having a mass average molecular weight of 3,000 to 30,000.
R4,R5:それぞれ炭素数12〜24の炭化水素基、
m,n:それぞれ1〜4の整数。) The processing agent for synthetic fibers according to any one of claims 1 to 4, wherein the smoothing agent contains a sulfur-containing ester compound represented by the following chemical formula 4.
R 4 and R 5 each represent a hydrocarbon group having 12 to 24 carbon atoms,
m, n: each an integer of 1 to 4; )
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