JP2018178278A - Softening agent for fiber and nonwoven fabric containing the same - Google Patents
Softening agent for fiber and nonwoven fabric containing the same Download PDFInfo
- Publication number
- JP2018178278A JP2018178278A JP2017075606A JP2017075606A JP2018178278A JP 2018178278 A JP2018178278 A JP 2018178278A JP 2017075606 A JP2017075606 A JP 2017075606A JP 2017075606 A JP2017075606 A JP 2017075606A JP 2018178278 A JP2018178278 A JP 2018178278A
- Authority
- JP
- Japan
- Prior art keywords
- acid
- softening agent
- block copolymer
- carbon atoms
- polyolefin
- 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
Links
- 239000004745 nonwoven fabric Substances 0.000 title claims abstract description 84
- 239000000835 fiber Substances 0.000 title claims abstract description 49
- 239000004902 Softening Agent Substances 0.000 title claims abstract description 13
- 229920000098 polyolefin Polymers 0.000 claims abstract description 46
- 229920001400 block copolymer Polymers 0.000 claims abstract description 44
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 34
- 150000008064 anhydrides Chemical class 0.000 claims abstract description 13
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 9
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 8
- 150000007934 α,β-unsaturated carboxylic acids Chemical class 0.000 claims abstract description 7
- FGDWASZPMIGAFI-UHFFFAOYSA-N 2-but-1-enylbutanedioic acid Chemical compound CCC=CC(C(O)=O)CC(O)=O FGDWASZPMIGAFI-UHFFFAOYSA-N 0.000 claims abstract description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 33
- 150000001408 amides Chemical class 0.000 claims description 28
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 27
- 239000002253 acid Substances 0.000 claims description 11
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 10
- 239000000126 substance Substances 0.000 claims description 8
- 229910052783 alkali metal Inorganic materials 0.000 claims description 7
- 150000001340 alkali metals Chemical class 0.000 claims description 7
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 7
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 238000002074 melt spinning Methods 0.000 abstract description 7
- 210000004243 sweat Anatomy 0.000 abstract description 4
- 210000002700 urine Anatomy 0.000 abstract description 4
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 abstract 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 54
- -1 ethylene, propylene, 1-butene Chemical class 0.000 description 47
- 238000004519 manufacturing process Methods 0.000 description 26
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 26
- 239000004594 Masterbatch (MB) Substances 0.000 description 23
- 239000004743 Polypropylene Substances 0.000 description 21
- 229920001155 polypropylene Polymers 0.000 description 21
- 238000011156 evaluation Methods 0.000 description 19
- 229920005989 resin Polymers 0.000 description 19
- 239000011347 resin Substances 0.000 description 19
- 229910052757 nitrogen Inorganic materials 0.000 description 18
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 17
- 150000001875 compounds Chemical class 0.000 description 17
- 238000000034 method Methods 0.000 description 15
- 238000002360 preparation method Methods 0.000 description 15
- 239000002585 base Substances 0.000 description 14
- 239000003054 catalyst Substances 0.000 description 13
- 238000010521 absorption reaction Methods 0.000 description 12
- 229920000642 polymer Polymers 0.000 description 12
- 239000000463 material Substances 0.000 description 11
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 11
- 238000006467 substitution reaction Methods 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 9
- 229910001220 stainless steel Inorganic materials 0.000 description 9
- 239000010935 stainless steel Substances 0.000 description 9
- 230000015572 biosynthetic process Effects 0.000 description 8
- 238000012986 modification Methods 0.000 description 8
- 238000007127 saponification reaction Methods 0.000 description 8
- 238000003786 synthesis reaction Methods 0.000 description 8
- 238000002329 infrared spectrum Methods 0.000 description 7
- 230000004048 modification Effects 0.000 description 7
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 229920001577 copolymer Polymers 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 6
- 239000004744 fabric Substances 0.000 description 6
- 239000002979 fabric softener Substances 0.000 description 6
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 6
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 5
- 230000005587 bubbling Effects 0.000 description 5
- 239000002131 composite material Substances 0.000 description 5
- 238000010828 elution Methods 0.000 description 5
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 5
- 229940014800 succinic anhydride Drugs 0.000 description 5
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 4
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 4
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 4
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 4
- 239000012153 distilled water Substances 0.000 description 4
- FKRCODPIKNYEAC-UHFFFAOYSA-N ethyl propionate Chemical compound CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 description 4
- 150000004679 hydroxides Chemical class 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 4
- 238000009987 spinning Methods 0.000 description 4
- 229920001169 thermoplastic Polymers 0.000 description 4
- 239000004416 thermosoftening plastic Substances 0.000 description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 239000005977 Ethylene Substances 0.000 description 3
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 238000005452 bending Methods 0.000 description 3
- IAQRGUVFOMOMEM-UHFFFAOYSA-N but-2-ene Chemical compound CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 229940079593 drug Drugs 0.000 description 3
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 3
- 238000005304 joining Methods 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 3
- 239000011787 zinc oxide Substances 0.000 description 3
- 239000004711 α-olefin Substances 0.000 description 3
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 2
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1-dodecene Chemical compound CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- 0 C**N(C(*)=O)C(C(*)CC(O)=O)=O Chemical compound C**N(C(*)=O)C(C(*)CC(O)=O)=O 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- ORAWFNKFUWGRJG-UHFFFAOYSA-N Docosanamide Chemical compound CCCCCCCCCCCCCCCCCCCCCC(N)=O ORAWFNKFUWGRJG-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- FLIACVVOZYBSBS-UHFFFAOYSA-N Methyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC FLIACVVOZYBSBS-UHFFFAOYSA-N 0.000 description 2
- HPEUJPJOZXNMSJ-UHFFFAOYSA-N Methyl stearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC HPEUJPJOZXNMSJ-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 230000000740 bleeding effect Effects 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
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 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 2
- UAUDZVJPLUQNMU-KTKRTIGZSA-N erucamide Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(N)=O UAUDZVJPLUQNMU-KTKRTIGZSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000001530 fumaric acid Substances 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 238000004898 kneading Methods 0.000 description 2
- 229910052744 lithium Inorganic materials 0.000 description 2
- 239000000314 lubricant Substances 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- QSQLTHHMFHEFIY-UHFFFAOYSA-N methyl behenate Chemical compound CCCCCCCCCCCCCCCCCCCCCC(=O)OC QSQLTHHMFHEFIY-UHFFFAOYSA-N 0.000 description 2
- TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical compound COC=O TZIHFWKZFHZASV-UHFFFAOYSA-N 0.000 description 2
- UQDUPQYQJKYHQI-UHFFFAOYSA-N methyl laurate Chemical compound CCCCCCCCCCCC(=O)OC UQDUPQYQJKYHQI-UHFFFAOYSA-N 0.000 description 2
- ZAZKJZBWRNNLDS-UHFFFAOYSA-N methyl tetradecanoate Chemical compound CCCCCCCCCCCCCC(=O)OC ZAZKJZBWRNNLDS-UHFFFAOYSA-N 0.000 description 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 2
- 125000001421 myristyl 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])[H] 0.000 description 2
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 2
- 229920001778 nylon Polymers 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
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- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-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
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- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
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- 239000002994 raw material Substances 0.000 description 2
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- 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
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- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 1
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- PBWGCNFJKNQDGV-UHFFFAOYSA-N 6-phenylimidazo[2,1-b][1,3]thiazol-5-amine Chemical compound N1=C2SC=CN2C(N)=C1C1=CC=CC=C1 PBWGCNFJKNQDGV-UHFFFAOYSA-N 0.000 description 1
- GHVNFZFCNZKVNT-UHFFFAOYSA-N Decanoic acid Natural products CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 1
- 201000004624 Dermatitis Diseases 0.000 description 1
- 206010021639 Incontinence Diseases 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- RJUFJBKOKNCXHH-UHFFFAOYSA-N Methyl propionate Chemical compound CCC(=O)OC RJUFJBKOKNCXHH-UHFFFAOYSA-N 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 229920002292 Nylon 6 Polymers 0.000 description 1
- 229920002302 Nylon 6,6 Polymers 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
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- CAMHHLOGFDZBBG-UHFFFAOYSA-N epoxidized methyl oleate Natural products CCCCCCCCC1OC1CCCCCCCC(=O)OC CAMHHLOGFDZBBG-UHFFFAOYSA-N 0.000 description 1
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- 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 1
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- 125000005647 linker group Chemical group 0.000 description 1
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- 239000012299 nitrogen atmosphere Substances 0.000 description 1
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- 229910052763 palladium Inorganic materials 0.000 description 1
- YJVFFLUZDVXJQI-UHFFFAOYSA-L palladium(ii) acetate Chemical compound [Pd+2].CC([O-])=O.CC([O-])=O YJVFFLUZDVXJQI-UHFFFAOYSA-L 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
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- 239000004631 polybutylene succinate Substances 0.000 description 1
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- 235000011056 potassium acetate Nutrition 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
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Landscapes
- Other Resins Obtained By Reactions Not Involving Carbon-To-Carbon Unsaturated Bonds (AREA)
- Artificial Filaments (AREA)
- Nonwoven Fabrics (AREA)
Abstract
Description
本発明は、繊維用柔軟剤に関する。詳しくは、溶融紡糸時にブリードアウトしたり、汗や尿等で溶出してべたつきが生じたりすることなく、不織布に良好な触感を付与する、繊維用柔軟剤及びそれを含有する不織布に関する。 The present invention relates to fabric softeners. More specifically, the present invention relates to a fabric softener and a non-woven fabric containing the same, which imparts a good feel to a non-woven fabric without bleeding out during melt-spinning or elution due to sweat or urine to cause stickiness.
従来から、使い捨ておむつや生理用品のような吸収性物品を構成するシート部材として、不織布が用いられている。使い捨ておむつ等を構成する不織布は、例えば乳幼児の肌に直接触れるものであるため、特に柔軟性や肌触りが優れている必要がある。
そのため不織布の柔軟剤や滑剤として界面活性剤や脂肪酸アミド化合物、シリコーン系化合物等が広く用いられている（特許文献１〜４参照）。
また、特許文献５には、ポリオレフィンを含有する物品の柔軟仕上げのための内部添加剤として、脂肪酸とポリアルキレングリコールとを反応させて得られる化合物が提案されている。
しかし、界面活性剤などが溶融紡糸時にブリードアウトしたり、汗や尿等で溶出してぬめりやべたつきが生じ、また皮膚を刺激することにより皮膚炎の原因になり得るという問題がある。
DESCRIPTION OF RELATED ART Conventionally, the nonwoven fabric is used as a sheet member which comprises absorbent articles, such as a disposable diaper and a catamenial product. The non-woven fabric constituting the disposable diaper or the like is, for example, directly in contact with the skin of an infant, and therefore it is particularly necessary to be excellent in flexibility and touch.
Therefore, surfactants, fatty acid amide compounds, silicone compounds and the like are widely used as softeners and lubricants for non-woven fabrics (see Patent Documents 1 to 4).
Further, Patent Document 5 proposes a compound obtained by reacting a fatty acid and a polyalkylene glycol as an internal additive for soft finish of an article containing a polyolefin.
However, there is a problem that surfactant or the like bleeds out during melt spinning, elutes with sweat or urine to cause sliming or stickiness, and it can cause dermatitis by stimulating the skin.
本発明は、上記従来技術の問題点に鑑みなされたものであり、溶融紡糸時にブリードアウトしたり、汗や尿等で溶出してべたつきが生じたりすることなく、不織布に良好な触感を付与する、繊維用柔軟剤を提供することを課題とするものである。 The present invention has been made in view of the above-mentioned problems of the prior art, and imparts good feel to a non-woven fabric without bleeding out during melt spinning or elution with sweat or urine to cause stickiness. It is an object of the present invention to provide a fabric softener.
本発明は、（ａ）酸変性ポリオレフィンと、（ｂ）下記一般式（１）で表されるアミドアルコールのアルキレンオキサイド付加物とのブロック共重合体を含有する、繊維用柔軟剤に関するものである。
Ｒ１−ＣＯＮＨ−Ｒ２−Ｏ−（Ａ１Ｏ）ｎ−Ｈ （１）
（式中、Ｒ１は炭素原子数１乃至２１の直鎖状もしくは分岐鎖状のアルキル基又はアルケニル基を表し、Ｒ２は炭素原子数１乃至４の直鎖状もしくは分岐鎖状のアルキレン基を表す。Ａ１は炭素原子数２乃至４のアルキレン基を表し、ｎは４乃至１００の整数を表す。）
The present invention relates to a softener for fibers containing a block copolymer of (a) an acid-modified polyolefin and (b) an alkylene oxide adduct of an amide alcohol represented by the following general formula (1): .
R 1 -CONH-R 2 -O- (A 1 O) n -H (1)
(Wherein, R 1 represents a linear or branched alkyl or alkenyl group having 1 to 21 carbon atoms, and R 2 represents a linear or branched alkylene group having 1 to 4 carbon atoms A 1 represents an alkylene group having 2 to 4 carbon atoms, and n represents an integer of 4 to 100.)
前記（ａ）酸変性ポリオレフィンとしては、ポリオレフィンの片末端をα，β−不飽和カルボン酸又はその無水物により変性したものが好ましい。
中でも、前記（ａ）酸変性ポリオレフィンが、ポリ（イソ）ブテニルコハク酸又はその無水物であることが好ましい。
As the (a) acid-modified polyolefin, one in which one end of the polyolefin is modified with an α, β-unsaturated carboxylic acid or an anhydride thereof is preferable.
Among them, the (a) acid-modified polyolefin is preferably poly (iso) butenylsuccinic acid or an anhydride thereof.
さらに前記ブロック共重合体が、前記（ａ）酸変性ポリオレフィンに由来するブロック（Ａ）と、前記（ｂ）アミドアルコールのアルキレンオキサイド付加物に由来するブロック（Ｂ）とが、（Ａ）−（Ｂ）−（Ａ）型に結合した構造、（Ａ）−（Ｂ）型に結合した構造、又はこれら双方の構造を有する共重合体であることが好ましい。 Furthermore, the block (A) derived from the (a) acid-modified polyolefin and the block (B) derived from the alkylene oxide adduct of the (b) amide alcohol are the block copolymer (A)-(A) It is preferable that it is a copolymer which has the structure couple | bonded with B)-(A) type, the structure couple | bonded with (A)-(B) type, or both these structures.
ここで、前記ブロック共重合体中の酸基の一部もしくは全部が塩基性物質により中和されていてもよい。 Here, part or all of the acid groups in the block copolymer may be neutralized by a basic substance.
本発明はまた、下記一般式（２）で表されるブロック共重合体を含有する、繊維用柔軟剤に関するものである。
本発明はさらに、前記の繊維用柔軟剤を０．１〜２０質量％含有する不織布にも関する。 The present invention further relates to a non-woven fabric containing 0.1 to 20% by mass of the above-mentioned fabric softener.
以下、本発明について詳細に説明する。 Hereinafter, the present invention will be described in detail.
［（ａ）酸変性ポリオレフィン］
（ａ）酸変性ポリオレフィンは、ポリオレフィンを、α，β−不飽和カルボン酸又はその無水物によりグラフト共重合して変性することにより得ることができる。
[(A) acid-modified polyolefin]
(A) Acid-modified polyolefin can be obtained by graft copolymerization and modification of polyolefin with an α, β-unsaturated carboxylic acid or an anhydride thereof.
前記ポリオレフィンとしては、炭素原子数２乃至３０の、好ましくは炭素原子数２乃至１２の、さらに好ましくは炭素原子数２乃至１０の、オレフィンの１種もしくは２種以上の混合物を重合することによって得られるポリオレフィン（重合法）、高分子量ポリオレフィンの熱減成法によって得られる低分子量ポリオレフィン（熱減成法）が使用できる。かかるポリオレフィンは、片末端及び／又は両末端が変性可能なポリオレフィンを主成分（５０％以上、好ましくは７５％以上）とするものであるが、変性のしやすさの点で、一分子当たりの平均末端二重結合量が１乃至１．５個のものが好ましい。ポリオレフィンの数平均分子量Ｍｎは１００乃至１０，０００が好ましく、３００乃至７，０００がより好ましく、５００乃至５，０００が最も好ましい。 The polyolefin is obtained by polymerizing a mixture of one or more olefins having 2 to 30 carbon atoms, preferably 2 to 12 carbon atoms, and more preferably 2 to 10 carbon atoms. And low molecular weight polyolefins (thermal degradation methods) obtained by thermal degradation methods of high molecular weight polyolefins can be used. Such polyolefins are mainly composed of a polyolefin which can be modified at one end and / or both ends (50% or more, preferably 75% or more), but in terms of ease of modification Those having an average amount of terminal double bonds of 1 to 1.5 are preferable. The number average molecular weight Mn of the polyolefin is preferably 100 to 10,000, more preferably 300 to 7,000, and most preferably 500 to 5,000.
炭素原子数２乃至３０のオレフィンとしては、例えばエチレン、プロピレン、１−ブテン、２−ブテン、イソブテン、炭素原子数５乃至３０の、好ましくは炭素原子数５乃至１２の、炭素原子数さらに好ましくは５乃至１０のα−オレフィン、例えば、４−メチル−１−ペンテン、１−ペンテン、１−オクテン、１−デセン及び１−ドデセン、炭素原子数４乃至３０の、好ましくは炭素原子数４乃至１８の、さらに好ましくは炭素原子数４乃至８のジエン、例えば、ブタジエン、イソプレン、シクロペンタジエン、１１−ドデカジエン等が挙げられる。 The olefin having 2 to 30 carbon atoms is, for example, ethylene, propylene, 1-butene, 2-butene, isobutene, 5 to 30 carbon atoms, preferably 5 to 12 carbon atoms, and more preferably 5 to 10 α-olefins, for example, 4-methyl-1-pentene, 1-pentene, 1-octene, 1-decene and 1-dodecene, 4 to 30 carbon atoms, preferably 4 to 18 carbon atoms And, more preferably, dienes having 4 to 8 carbon atoms, such as butadiene, isoprene, cyclopentadiene, 11-dodecadiene and the like.
前記ポリオレフィンの酸変性に用いられるα，β−不飽和カルボン酸又はその無水物としては、モノカルボン酸、ジカルボン酸及びそれらの無水物、例えばマレイン酸、フマル酸、イタコン酸、無水マレイン酸、無水シトラコン酸、アクリル酸、メタクリル酸等が挙げられる。これらのうち好ましいものはフマル酸及び無水マレイン酸であり、特に無水マレイン酸である。 As the α, β-unsaturated carboxylic acid or anhydride thereof used for acid modification of the above-mentioned polyolefin, monocarboxylic acid, dicarboxylic acid and their anhydrides, such as maleic acid, fumaric acid, itaconic acid, maleic anhydride, anhydride Examples include citraconic acid, acrylic acid, methacrylic acid and the like. Of these, fumaric acid and maleic anhydride are preferred, and in particular maleic anhydride.
ポリオレフィンの片末端及び／又は両末端を酸変性する方法としては、例えばステンレス製オートクレーブに片末端及び／又は両末端が変性可能なポリオレフィンとα，β−不飽和カルボン酸又はその無水物と、必要に応じ有機過酸化物とを仕込んで窒素置換をし、反応温度１５０〜２５０℃にて反応させる方法が挙げられる。
変性に用いるα，β−不飽和カルボン酸又はその無水物の量は、ポリオレフィンの質量に基づき、通常２０〜０．１％、好ましくは１０〜０．５％である。この反応は、溶融法又は溶液法いずれの方法で行ってもよい。
As a method of acid-modifying one end and / or both ends of the polyolefin, for example, a stainless steel autoclave is required to have a polyolefin which can be modified at one and / or both ends and an α, β-unsaturated carboxylic acid or an anhydride thereof According to the method, an organic peroxide is charged, nitrogen substitution is carried out, and the reaction is carried out at a reaction temperature of 150 to 250 ° C.
The amount of α, β-unsaturated carboxylic acid or anhydride thereof used for modification is usually 20 to 0.1%, preferably 10 to 0.5%, based on the mass of the polyolefin. This reaction may be carried out by either a melting method or a solution method.
末端が酸変性されたポリオレフィン一分子当たりの酸変性度はＧＰＣによる数平均分子量Ｍｎと酸価もしくは鹸化価によって求めることができる。本発明では、樹脂との相溶性が良好であり、溶融紡糸時のブリードアウトが抑制されたブロック共重合体を得るために、酸変性度は０．５〜１．５個が好ましく、より好ましいのは０．７〜１．０個である。 The degree of acid modification per molecule of the terminal acid-modified polyolefin can be determined by GPC using the number average molecular weight Mn and the acid value or saponification value. In the present invention, in order to obtain a block copolymer having good compatibility with the resin and suppressing bleed out during melt spinning, the acid modification degree is preferably 0.5 to 1.5, and is more preferable. Is 0.7 to 1.0.
（ａ）酸変性ポリオレフィンとしては、特にポリ（イソ）ブテニルコハク酸又はその無水物が好ましく用いることができる。
ここで、ポリ（イソ）ブテニル無水コハク酸（ＰＩＢＳＡ）は、イソブテンの単独重合体、もしくはイソブテンとｎ−ブテンとの共重合体であるポリ（イソ）ブテンと無水マレイン酸を反応させることで得ることができ、以下の化学式（３）に表すように片末端のみがマレイン化されていることを特徴とする。
Here, poly (iso) butenyl succinic anhydride (PIBSA) is obtained by reacting poly (iso) butene, which is a homopolymer of isobutene, or a copolymer of isobutene and n-butene, with maleic anhydride It is characterized in that only one end is maleated as shown in the following chemical formula (3).
ところで、一般的な酸変性ポリオレフィンでは、上述の酸変性処理により、片末端が酸変性されたポリオレフィンと、両末端が酸変性されたポリオレフィンとを生成できるため、前記（ａ）酸変性ポリオレフィンに由来するブロック（Ａ）と、前記（ｂ）アミドアルコールのアルキレンオキサイド付加物に由来するブロック（Ｂ）とが、繰り返し交互に結合した構造を有する高分子量物が生成する。
これに対し、ＰＩＢＳＡ等の片末端のみが酸変性されたポリオレフィンは、樹脂との相溶性が良好な（Ａ）−（Ｂ）−（Ａ）型又は（Ａ）−（Ｂ）型のブロック共重合体を高純度で得ることができる。
By the way, in general acid-modified polyolefin, the above-mentioned acid-modification treatment can generate a polyolefin in which one end is acid-modified and a polyolefin in which both ends are acid-modified. A high molecular weight product having a structure in which the block (A) and the block (B) derived from the alkylene oxide adduct of the (b) amido alcohol are repeatedly and alternately bonded is formed.
On the other hand, polyolefins which are acid-modified only at one end, such as PIBSA, are block co-polymers of (A)-(B)-(A) type or (A)-(B) type having good compatibility with resin. The polymer can be obtained in high purity.
［（ｂ）アミドアルコールのアルキレンオキサイド付加物］
（ｂ）下記一般式（１）で表されるアミドアルコールのアルキレンオキサイド付加物は、アミドアルコールに公知の方法でアルキレンオキサイドを付加することにより得ることができる。
Ｒ１−ＣＯＮＨ−Ｒ２−Ｏ−（Ａ１Ｏ）ｎ−Ｈ （１）
上記式中、Ｒ１は炭素原子数１乃至２１の直鎖状もしくは分岐鎖状のアルキル基を表し、Ｒ２は炭素原子数１乃至４の直鎖状もしくは分岐鎖状のアルキレン基を表す。Ａ１は炭素原子数２乃至４のアルキレン基を表し、ｎは１乃至１００の整数を表す。
[(B) alkylene oxide adduct of amido alcohol]
(B) The alkylene oxide adduct of the amide alcohol represented by following General formula (1) can be obtained by adding an alkylene oxide to amide alcohol by a well-known method.
R 1 -CONH-R 2 -O- (A 1 O) n-H (1)
In the above formula, R 1 represents a linear or branched alkyl group having 1 to 21 carbon atoms, and R 2 represents a linear or branched alkylene group having 1 to 4 carbon atoms. A 1 represents an alkylene group having 2 to 4 carbon atoms, and n represents an integer of 1 to 100.
上記Ｒ１の具体例としては、メチル基、エチル基、プロピル基、イソプロピル基、ブチル基、イソブチル基、ｓｅｃ−ブチル基、ｔｅｒｔ−ブチル基、ペンチル基、ヘキシル基、ヘプチル基、オクチル基、デシル基、ラウリル基などのドデシル基、ミリスチル基などのテトラデシル基、パルミチル基などのヘキサデシル基、ステアリル基などのオクタデシル基、エイコシル基、ベヘニル基等が挙げられる。Ｒ２の具体例としては、メチレン基、エチレン基、プロピレン基、ブチレン基等が挙げられる。
（Ａ１Ｏ）の具体例としては、エチレンオキシ基、プロピレンオキシ基、ブチレンオキシ基が挙げられる。
Specific examples of R 1 include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, hexyl, heptyl, octyl and decyl Groups, dodecyl groups such as lauryl group, tetradecyl groups such as myristyl group, hexadecyl groups such as palmityl group, octadecyl groups such as stearyl group, eicosyl group, behenyl group and the like. Specific examples of R 2 include a methylene group, an ethylene group, a propylene group, butylene group.
Specific examples of (A 1 O) include an ethyleneoxy group, a propyleneoxy group, and a butyleneoxy group.
アミドアルコールは、例えばアルカノールアミンをカルボン酸又はその反応性誘導体（例えばそのエステル化合物）とアミド化反応させることにより製造することができる。
アルカノールアミンとしては、例えば、モノエタノールアミン、ｎ−プロパノールアミン、イソプロパノールアミン等が挙げられる。
また、カルボン酸又はその反応性誘導体としては、例えば、ギ酸、酢酸、プロピオン酸、ギ酸メチル、ギ酸エチル、酢酸メチル、酢酸エチル、プロピオン酸メチル、プロピオン酸エチル、ラウリン酸メチル、ミリスチン酸メチル、パルミチン酸メチル、ステアリン酸メチル、ベヘン酸メチル等のカルボン酸又はそのアルキルエステルが挙げられる。
The amide alcohol can be produced, for example, by subjecting an alkanolamine to an amidation reaction with a carboxylic acid or a reactive derivative thereof (eg, an ester compound thereof).
Examples of alkanolamines include monoethanolamine, n-propanolamine, and isopropanolamine.
Moreover, as a carboxylic acid or its reactive derivative, for example, formic acid, acetic acid, propionic acid, methyl formate, ethyl formate, methyl acetate, ethyl acetate, ethyl propionate, methyl propionate, ethyl propionate, methyl laurate, methyl myristate, palmitate Examples thereof include carboxylic acids such as methyl acid, methyl stearate and methyl behenate or alkyl esters thereof.
アミドアルコールに付加させるアルキレンオキサイドとしては、炭素原子数２乃至４のアルキレンオキサイド、例えば、エチレンオキサイド、プロピレンオキサイド、ブチレンオキサイドが挙げられ、これらの１種又は２種以上を使用することができる。アルキレンオキサイドの付加は、例えばアルカリ触媒の存在下、８０乃至２００℃の温度で行なうことができる。
前記一般式（１）において、ｎは、通常１乃至１００、好ましくは２乃至６０、特に好ましくは６乃至３０の整数である。ｎが２以上であって、（Ａ１Ｏ）ｎが２種以上のアルキレンオキシ基で構成される場合の結合形式はブロック若しくはランダム又はこれらの組合せのいずれでもよい。
Examples of the alkylene oxide to be added to the amide alcohol include alkylene oxides having 2 to 4 carbon atoms, such as ethylene oxide, propylene oxide and butylene oxide, and one or more of these can be used. The addition of the alkylene oxide can be carried out, for example, at a temperature of 80 to 200 ° C. in the presence of an alkaline catalyst.
In the general formula (1), n is usually an integer of 1 to 100, preferably 2 to 60, and particularly preferably 6 to 30. When n is 2 or more and (A 1 O) n is composed of two or more kinds of alkyleneoxy groups, the binding form may be either block or random or a combination thereof.
［ブロック共重合体］
本発明に係るブロック共重合体は、前記（ａ）酸変性ポリオレフィンと、前記（ｂ）アミドアルコールのアルキレンオキサイド付加物とを反応させることにより得られる。
[Block copolymer]
The block copolymer according to the present invention is obtained by reacting the (a) acid-modified polyolefin and the alkylene oxide adduct of the (b) amide alcohol.
（ａ）酸変性ポリオレフィンと（ｂ）アミドアルコールのアルキレンオキサイド付加物の反応は、触媒の存在下、１５０乃至２５０℃で行うことができる。触媒として具体的には、硫酸、パラトルエンスルホン酸、リン酸等の酸触媒、水酸化リチウム、水酸化ナトリウム、水酸化カリウム等のアルカリ金属の水酸化物、水酸化カルシウム、水酸化マグネシウム等のアルカリ土類金属の水酸化物、酸化カルシウム、酸化マグネシウム、酸化亜鉛、酸化鉛、酸化錫等の金属酸化物等が挙げられる。
また、上記触媒として、三酸化アンチモンなどのアンチモン系触媒；モノブチルスズオキシドなどのスズ系触媒；テトラブチルチタネートなどのチタン系触媒；テトラブチルジルコネートなどのジルコニウム系触媒；酢酸ジルコニル、酢酸亜鉛などの有機酸金属塩系触媒；酢酸パラジウム、テトラキス（トリフェニルホスフィン）パラジウムなどのパラジウム系触媒；及びこれらの２種以上の組み合わせを用いてもよい。これらのうち好ましいものは、ジルコニウム系触媒及び有機酸金属塩系触媒であり、特に好ましいものは酢酸ジルコニルである。
The reaction of (a) the acid-modified polyolefin and (b) the alkylene oxide adduct of an amide alcohol can be carried out at 150 to 250 ° C. in the presence of a catalyst. Specific examples of the catalyst include acid catalysts such as sulfuric acid, p-toluenesulfonic acid and phosphoric acid, hydroxides of alkali metals such as lithium hydroxide, sodium hydroxide and potassium hydroxide, calcium hydroxide and magnesium hydroxide Examples thereof include hydroxides of alkaline earth metals, calcium oxide, magnesium oxide, zinc oxide, lead oxide, metal oxides such as tin oxide, and the like.
Further, as the catalyst, an antimony-based catalyst such as antimony trioxide; a tin-based catalyst such as monobutyl tin oxide; a titanium-based catalyst such as tetrabutyl titanate; a zirconium-based catalyst such as tetrabutyl zirconate; zirconyl acetate, zinc acetate and the like Organic acid metal salt catalysts; palladium catalysts such as palladium acetate and tetrakis (triphenylphosphine) palladium; and combinations of two or more of these may be used. Among these, preferred are zirconium based catalysts and organic acid metal salt based catalysts, and particularly preferred is zirconyl acetate.
（ａ）酸変性ポリオレフィンと（ｂ）アミドアルコールのアルキレンオキサイド付加物のとのブロック共重合体中に酸基を有する場合は、塩基性物質で中和してもよい。
中和に使用する塩基性物質としては、リチウム、カリウム、ナトリウム等のアルカリ金属の水酸化物や炭酸塩、カルシウム、マグネシウム等のアルカリ土類金属の水酸化物や炭酸塩、アンモニア、有機アミン等及びこれらの２種以上の併用が挙げられる。
When an acid group is contained in the block copolymer of (a) acid-modified polyolefin and (b) an alkylene oxide adduct of an amide alcohol, it may be neutralized with a basic substance.
Examples of basic substances used for neutralization include hydroxides and carbonates of alkali metals such as lithium, potassium and sodium, hydroxides and carbonates of alkaline earth metals such as calcium and magnesium, ammonia, organic amines, etc. And combinations of two or more of these.
前記ブロック共重合体としては、前記（ａ）酸変性ポリオレフィンに由来するブロック（Ａ）と、前記（ｂ）アミドアルコールのアルキレンオキサイド付加物に由来するブロック（Ｂ）とが、（Ａ）−（Ｂ）−（Ａ）型又は（Ａ）−（Ｂ）型に結合した構造を有するブロック共重合体が、特に、（Ａ）−（Ｂ）−（Ａ）型構造のブロック共重合体が、樹脂との相溶性が良好であり、溶融紡糸時のブリードアウトが抑制される点で好ましい。
なお、通常“（Ａ）−（Ｂ）−（Ａ）型のブロック共重合体”は、（Ｂ）ブロックを中心として左右対称な構造を有している共重合体を指すことが多い。ただ本発明においては、（Ｂ）（ｂ）アミドアルコールのアルキレンオキサイド付加物に由来するブロックは、一方の末端がアミド結合に由来する基であり、他方の末端が付加物であるアルキレンオキサイドに由来する基である。このため、（Ａ）−（Ｂ）−（Ａ）型のブロック共重合体において、（Ａ）ブロックと（Ｂ）ブロックの２つの結合基は異なるもの（謂わば左右非対称な構造）となっている。
As the block copolymer, a block (A) derived from the (a) acid-modified polyolefin and a block (B) derived from the alkylene oxide adduct of the (b) amide alcohol are (A)-( B) A block copolymer having a structure bonded to (A) type or (A)-(B) type, in particular, a block copolymer of (A)-(B)-(A) type structure, It is preferable from the viewpoint of good compatibility with the resin and suppression of bleed out during melt spinning.
In addition, "(A)-(B)-(A) type block copolymer" usually points out the copolymer which has a symmetrical structure centering on (B) block in many cases. However, in the present invention, the block derived from the alkylene oxide adduct of (B) (b) amido alcohol is a group derived at one end from an amide bond and the other end derived from an alkylene oxide as an adduct. Group. For this reason, in the block copolymer of (A)-(B)-(A) type, two bonding groups of (A) block and (B) block are different (so-called asymmetrical structure). There is.
（Ａ）−（Ｂ）−（Ａ）型のブロック共重合体としては、下記一般式（２）で表されるブロック共重合体が挙げられる。
前記一般式（２）において、Ｒ１は炭素原子数１乃至２１の直鎖状もしくは分岐鎖状のアルキル基又はアルケニル基を表し、例えばメチル基、エチル基、プロピル基、ブチル基等が挙げられる。
Ｒ２の具体例としては前述の式（１）の定義と同様であり、メチレン基、エチレン基、プロピレン基、ブチレン基等が挙げられる。
Ａ１の具体例としてはエチレン基、プロピレン基、ブチレン基が挙げられ、従って（Ａ１Ｏ）の具体例としては、前述の式（１）の定義と同様、エチレンオキシ基、プロピレンオキシ基、ブチレンオキシ基が挙げられる。
ｎは前述の式（１）の定義と同様であり、通常１乃至１００、好ましくは２乃至６０、特に好ましくは６乃至３０の整数である。
Ｒ３、Ｒ４はポリオレフィン残基であり、具体的には先に例示したポリオレフィンに由来する残基が挙げられるが、好ましくはポリ（イソ）ブテニル基である。Ｍ１、Ｍ２は水素原子、リチウム、カリウム、ナトリウム等のアルカリ金属、カルシウム、マグネシウム等のアルカリ土類金属、アンモニウム、有機アンモニウムが挙げられる。
In the above general formula (2), R 1 represents a linear or branched alkyl or alkenyl group having 1 to 21 carbon atoms, and examples thereof include a methyl group, an ethyl group, a propyl group and a butyl group. .
Specific examples of R 2 are the same as the definition of the above-mentioned formula (1), and include a methylene group, an ethylene group, a propylene group, a butylene group and the like.
Specific examples of A 1 include ethylene group, propylene group and butylene group. Therefore, as specific examples of (A 1 O), ethyleneoxy group, propyleneoxy group, and the like as in the definition of the above-mentioned formula (1) A butylene oxy group is mentioned.
n is the same as the definition of the above-mentioned formula (1), and is usually an integer of 1 to 100, preferably 2 to 60, particularly preferably 6 to 30.
R 3 and R 4 are polyolefin residues, and specifically include residues derived from the polyolefins exemplified above, and preferably a poly (iso) butenyl group. M 1 and M 2 include a hydrogen atom, an alkali metal such as lithium, potassium and sodium, an alkaline earth metal such as calcium and magnesium, ammonium and an organic ammonium.
また本発明の繊維用柔軟剤には、（Ａ）−（Ｂ）−（Ａ）型のブロック共重合体とともに下記一般式（４）及び式（５）で表される構造を有する、（Ａ）−（Ｂ）型のブロック共重合体が含まれていてもよい。
前記一般式（４）及び式（５）における、Ｒ１、Ｒ１’、Ｒ２、Ａ１、ｎは前述の式（１）の定義と同様である。
また、Ｒ３、Ｒ４、Ｍ１、Ｍ２についても前述に定義した通りである。
Further, the softening agent for fibers of the present invention has a structure represented by the following general formula (4) and formula (5) together with the block copolymer of (A)-(B)-(A) type, (A) A block copolymer of type-(B) may be included.
R 1 , R 1 ′, R 2 , A 1 and n in the general formula (4) and the formula (5) are the same as the definition of the above-mentioned formula (1).
Also, R 3 , R 4 , M 1 and M 2 are as defined above.
（ａ）片末端が酸変性されたポリオレフィンと（ｂ）ポリエーテルの仕込み比は特に限定されないが、（Ａ）−（Ｂ）−（Ａ）型のブロック共重合体を高収率で得る点でモル比で（ａ）／（ｂ）＝０．８／１〜３／１が好ましい。 Although the preparation ratio of the (a) acid-modified polyolefin at one end and the (b) polyether is not particularly limited, it is possible to obtain a block copolymer of the (A)-(B)-(A) type in a high yield. And (a) / (b) = 0.8 / 1 to 3/1 in molar ratio.
本発明のブロック共重合体は樹脂との相溶性が良好であり、樹脂の非晶領域にある程度留まるため溶融紡糸時のブリードアウトが抑制され、繊維自体を柔軟化することができると考えられる。 It is considered that the block copolymer of the present invention has good compatibility with the resin, and since it stays in the amorphous region of the resin to a certain extent, bleed out during melt spinning can be suppressed and the fiber itself can be softened.
本発明において不織布を構成する熱可塑性繊維としては、例えば、ポリエチレン繊維、ポリプロピレン繊維、共重合ポリプロピレンなどのポリオレフィン系繊維、ポリエチレンテレフタレート繊維、ポリブチレンテレフタレート繊維、ポリエチレンナフタレート繊維、共重合ポリエステルなどのポリエステル系繊維、ナイロン−６繊維、ナイロン−６６繊維、共重合ナイロンなどのポリアミド系繊維、ポリ乳酸、ポリブチレンサクシネート、ポリエチレンサクシネートなどの生分解性繊維などが用いられる。 The thermoplastic fibers constituting the non-woven fabric in the present invention include, for example, polyester fibers such as polyethylene fibers, polypropylene fibers, polyolefin fibers such as copolymerized polypropylene, polyethylene terephthalate fibers, polybutylene terephthalate fibers, polyethylene naphthalate fibers, copolymer polyesters, etc. For example, polyamide fiber such as nylon fiber, nylon-6 fiber, nylon-66 fiber, copolymer nylon, and biodegradable fiber such as polylactic acid, polybutylene succinate and polyethylene succinate are used.
中でも風合いの観点から、ポリオレフィン系繊維であることが好ましい。例えば、ポリエチレン、ポリプロピレン、それらのモノマーと他のα−オレフィンとの共重合体などの樹脂から成る繊維が挙げられる。中でも、強度が強く使用時において破断し難く、且つ衛生材料の生産時における寸法安定性に優れることから、ポリプロピレン繊維を用いることが好ましい。ポリプロピレンは、一般的なチーグラーナッタ触媒により合成されるポリマーでもよいし、メタロセンに代表されるシングルサイト活性触媒により合成されたポリマーであってもよい。他のα−オレフィンとしては、炭素数３〜１０のものであり、具体的には、プロピレン、１−ブテン、１−ペンテン、１−ヘキサン、４−メチル−１−ペンテン、１−オクテンなどが挙げられる。また、エチレンランダム共重合ポリプロピレンでもよく、エチレン含有量は２％未満、好ましくは１％未満であることが好ましい。これらは１種類単独でも２種類以上を組み合わせてもよい。好ましくは１種類単独で用いることがよい。あるいはポリオレフィン系樹脂を表面層とする芯鞘繊維でもよい。また、その繊維形状も通常の円形繊維のみでなく、捲縮繊維および異形繊維などの特殊形態の繊維であってもよい。強度・寸法安定性の観点から、ホモポリプロピレンを主成分とするものであることが特に好ましい。 Among them, polyolefin fibers are preferable from the viewpoint of texture. For example, fibers made of resins such as polyethylene, polypropylene and copolymers of these monomers with other α-olefins can be mentioned. Among them, it is preferable to use polypropylene fiber because it is strong and hard to break at the time of use and is excellent in dimensional stability at the time of production of the sanitary material. The polypropylene may be a polymer synthesized by a general Ziegler-Natta catalyst, or a polymer synthesized by a single site activated catalyst represented by a metallocene. Other α-olefins are those having 3 to 10 carbon atoms, and specifically, propylene, 1-butene, 1-pentene, 1-hexane, 4-methyl-1-pentene, 1-octene and the like It can be mentioned. In addition, ethylene random copolymer polypropylene may be used, and the ethylene content is preferably less than 2%, preferably less than 1%. These may be used alone or in combination of two or more. It is preferable to use one type alone. Alternatively, core-sheath fibers having a polyolefin resin as a surface layer may be used. Moreover, the fiber shape may be not only ordinary circular fibers but also fibers of special forms such as crimped fibers and irregularly shaped fibers. From the viewpoint of strength and dimensional stability, it is particularly preferable to use homopolypropylene as a main component.
また、ポリプロピレンの場合、ＭＦＲとして下限が２０ｇ／１０分以上、好ましくは３０ｇ／１０分を超え、より好ましくは４０ｇ／１０分を超え、さらに好ましくは５３ｇ／１０分を超えるものである。上限は１００ｇ／１０分以下、好ましくは８５ｇ／１０分以下、より好ましくは７０ｇ／１０分以下、さらに好ましくは６５ｇ／１０分未満である。ＭＦＲがこの範囲にあると樹脂の流動性が良く、３％伸長時応力を低くすることができ不織布として柔軟性が良好であり、また不織布を安定に生産することができる。 In the case of polypropylene, the lower limit of MFR is 20 g / 10 min or more, preferably more than 30 g / 10 min, more preferably more than 40 g / 10 min, and still more preferably 53 g / 10 min. The upper limit is 100 g / 10 min or less, preferably 85 g / 10 min or less, more preferably 70 g / 10 min or less, and still more preferably less than 65 g / 10 min. When MFR is in this range, the flowability of the resin is good, the stress at 3% elongation can be lowered, the flexibility as a non-woven fabric is good, and the non-woven fabric can be stably produced.
本発明の繊維用柔軟剤は、溶融押出し前における原料樹脂に対し、たとえばペレット製造段階で均一に添加することが好ましい。添加方法は特に制限はなく、ドライブレンドによる添加方法でも、マスターバッチ化しその後ドライブレンドでも使用目的に応じて選択することができるが、例えば、１０〜７０質量％と高濃度に含むペレット状のマスターバッチとしておくと、繊維及び不織布の製造時に柔軟剤の添加及び原料樹脂との混合が容易となるので好ましい。 The softening agent for fibers of the present invention is preferably uniformly added to the raw material resin before melt extrusion, for example, at the stage of pellet production. The addition method is not particularly limited, and may be selected according to the purpose of use, either by dry blending or by masterbatching, and then it may be selected according to the purpose of use, for example, a pellet-like master containing a high concentration of 10 to 70% by mass It is preferable to use a batch, because addition of a softener and mixing with a raw material resin become easy at the time of production of fibers and non-woven fabrics.
本発明の繊維用柔軟剤の不織布中の含有量は、好ましくは０．０１〜５０質量％、より好ましくは０．１〜２０質量％である。 The content of the softening agent for fibers of the present invention in the non-woven fabric is preferably 0.01 to 50% by mass, more preferably 0.1 to 20% by mass.
本発明の不織布を構成する熱可塑性繊維には、目的に応じて、核剤、難燃剤、無機充填剤、顔料、着色剤、耐熱安定剤、帯電防止剤、親水化剤、柔軟剤、滑剤などを配合してもよい。
なお、不織布を衛生材料として使用する場合、酸化チタン、硫酸バリウム、炭酸カルシウム、酸化亜鉛、シリカ、マイカ、タルクなどの白色顔料を配合することが好ましい。
The thermoplastic fiber constituting the non-woven fabric of the present invention may be, depending on the purpose, a nucleating agent, a flame retardant, an inorganic filler, a pigment, a coloring agent, a heat resistant stabilizer, an antistatic agent, a hydrophilizing agent, a softener, a lubricant, etc. May be blended.
In addition, when using a nonwoven fabric as a sanitary material, it is preferable to mix | blend white pigments, such as a titanium oxide, barium sulfate, a calcium carbonate, a zinc oxide, a silica, mica, a talc.
熱可塑性繊維を接合して不織布を製造する際の接合手段としては、部分熱圧着法、熱風法、溶融成分での接合（ホットメルト剤）法、その他各種の方法が挙げられるが、強度の観点から、部分熱圧着法が好ましい。 As a joining means at the time of joining a thermoplastic fiber and manufacturing a nonwoven fabric, although a partial thermocompression bonding method, a hot-air method, joining (hot melt agent) method with a fusion component, and other various methods can be mentioned, From the above, partial thermocompression bonding is preferred.
本発明の不織布を構成する熱可塑性繊維の平均単糸繊度は、０．５ｄｔｅｘ以上３．５ｄｔｅｘ以下であることが好ましく、より好ましくは０．７ｄｔｅｘ以上３．２ｄｔｅｘ以下であり、さらに好ましくは０．９ｄｔｅｘ以上２．８ｄｔｅｘ以下であり、最も好ましくは、２．５ｄｔｅｘ以下である。紡糸安定性の観点から、０．５ｄｔｅｘ以上であることが好ましく、繊度が細い程、不織布として糸の接着点が多くなるため強度が高く、柔軟性が良好となる。主として衛生材料に使用されるため、不織布の強力の観点から、３．５ｄｔｅｘ以下であることが好ましい。 The average single fiber fineness of the thermoplastic fiber constituting the nonwoven fabric of the present invention is preferably 0.5 dtex or more and 3.5 dtex or less, more preferably 0.7 dtex or more and 3.2 dtex or less, and still more preferably 0. 9 dtex or more and 2.8 dtex or less, and most preferably 2.5 dtex or less. From the viewpoint of spinning stability, 0.5 dtex or more is preferable, and the thinner the fineness, the higher the bonding points of the yarn as a non-woven fabric, and the higher the strength and the better the flexibility. As it is mainly used for sanitary materials, it is preferably 3.5 dtex or less from the viewpoint of nonwoven fabric strength.
本発明の不織布の目付は、８ｇ／ｍ２以上４０ｇ／ｍ２以下であり、好ましくは１０ｇ／ｍ２以上３０ｇ／ｍ２以下、より好ましくは１０ｇ／ｍ２以上２５ｇ／ｍ２以下、さらに好ましくは１０ｇ／ｍ２以上２３ｇ／ｍ２未満であり、そして最も好ましくは２０ｇ／ｍ２未満である。不織布の目付は薄ければ薄いほど柔軟性が良く、衛生材料として好適に使用することができるが、８ｇ／ｍ２以上であれば衛生材料に使用される不織布に要求される強力要件を満足し、一方、４０ｇ／ｍ２以下であれば、衛生材料に使用される不織布の柔軟性を満足し、外観的に厚ぼったい印象を与えない。 The basis weight of the non-woven fabric of the present invention is 8 g / m 2 or more and 40 g / m 2 or less, preferably 10 g / m 2 or more and 30 g / m 2 or less, more preferably 10 g / m 2 or more and 25 g / m 2 or less, more preferably is less than 10 g / m 2 or more 23 g / m 2, and most preferably less than 20 g / m 2. The lower the weight of the non-woven fabric, the more flexible it can be and it can be suitably used as a hygienic material, but if it is 8 g / m 2 or more, the strength requirements for non-woven fabric used for hygienic materials are satisfied. On the other hand, if it is 40 g / m < 2 > or less, the softness | flexibility of the nonwoven fabric used for a sanitary material will be satisfied, and it will not give a thick impression in appearance.
不織布の製造方法は、特に限定されないが、主に衛生材料に使用されるため、強度の観点から、スパンボンド（Ｓ）法であることが好ましく、ＳＳ、ＳＳＳ、ＳＳＳＳと積層することで分散が向上するため、より好ましい。また、目的に応じて、スパンボンド（Ｓ）繊維をメルトブローン（Ｍ）繊維と積層してもよく、ＳＭ、ＳＭＳ、ＳＭＭＳ、ＳＭＳＭＳと積層した構造であってもよい。 The method for producing the non-woven fabric is not particularly limited, but is mainly used for sanitary materials, and therefore, from the viewpoint of strength, the spunbond (S) method is preferable, and dispersion is obtained by laminating SS, SSS, SSSS. In order to improve, it is more preferable. Further, depending on the purpose, spunbond (S) fibers may be laminated with meltblown (M) fibers, or may be laminated with SM, SMS, SMMS, SMSMS.
スパンボンド繊維は、芯鞘型複合繊維としてもよく、この場合には、芯を構成するたとえばエチレン系などの重合体と、鞘を構成するたとえば結晶性プロピレン系などの重合体とを、それぞれ別個に押出機等で溶融し、各溶融物を所望の芯鞘構造を形成して吐出するように構成された複合紡糸ノズルを有する紡糸回金から吐出させて、芯鞘型の複合長繊維を紡出させる。紡出させた後の処理は上記と同様でよい。芯鞘型複合繊維の繊度は、５．５ｄｔｅｘ以下であり、より柔軟性に優れた不織布が得られる点で、好ましくは３．５ｄｔｅｘ以下である。
ここで、芯鞘型の複合繊維とは、繊維断面において、円形状の芯部が，芯を同じくするドーナツ状の鞘部に包まれる同心型、芯部と鞘部の芯がずれてかつ芯部が鞘部に包まれる偏心型、または、偏心した芯部が鞘部に包まれていない並列型の形態などを有する。
The spunbond fiber may be a core-sheath type composite fiber, in which case, for example, an ethylene-based polymer constituting the core and a crystalline propylene-based polymer constituting the sheath are separately provided. The core-sheath type composite long fiber is spun by discharging it from a spinning die having a composite spinning nozzle configured to melt each melt in a desired core-sheath structure and discharge it with an extruder or the like. Let out. The processing after spinning may be the same as described above. The fineness of the core-in-sheath composite fiber is 5.5 dtex or less, preferably 3.5 dtex or less in that a non-woven fabric having more excellent flexibility can be obtained.
Here, the core-sheath type composite fiber is a concentric type in which a circular core is wrapped in a doughnut-shaped sheath which has the same core in the fiber cross section, and the core of the core and the sheath is not It has an eccentric type in which the part is encased in the sheath part or a parallel type in which the eccentric core part is not encased in the sheath part.
本発明の不織布は柔軟性が高く触感に優れるため衛生材料の製造に好適に使用することができ、衛生材料としては、使い捨てオムツ、生理用ナプキン又は失禁パットが挙げられ、それらの表面のトップシート、外側のバックシート、足回りのサイドギャザー等に好適に使用される。
また、本発明の不織布の用途は前記用途に限られず、例えば、マスク、カイロ、テープ基布、防水シート基布、貼布薬基布、救急絆基布、包装材、ワイプ製品、医療用ガウン、包帯、衣料、スキンケア用シートなどに使用することもできる。
The non-woven fabric of the present invention has high flexibility and excellent touch, and can be suitably used in the manufacture of sanitary materials. Hygienic materials include disposable diapers, sanitary napkins or incontinence pads, and the top sheet on their surface , An outer back sheet, a side gather around a foot, and the like.
Moreover, the application of the non-woven fabric of the present invention is not limited to the above applications, and, for example, masks, cairos, tape base fabrics, tarpaulin base fabrics, patched drug base fabrics, first aid fabric base fabrics, packaging materials, wipe products, medical gowns , Bandages, clothing, skin care sheets and the like.
次に実施例に基づいて本発明をより詳しく説明する。ただし、本発明はこの実施例に限定されるものではない。 The present invention will be described in more detail based on the following examples. However, the present invention is not limited to this embodiment.
以下の実施例において、ブロック共重合体、及び不織布の製造法に関して詳細を説明するが、本発明はこれに限定されるものではない。なお、実施例中の「部」及び「％」は特に断りのない限り、質量基準とする。 In the following examples, the method for producing the block copolymer and the non-woven fabric will be described in detail, but the present invention is not limited thereto. In the examples, "parts" and "%" are based on mass unless otherwise noted.
［製造例１：アミドアルコールの合成］
窒素導入管、攪拌機、温度計付きガラス製フラスコに８０℃で溶解したパルミチン酸メチル３２０５ｇを仕込んだ。あらかじめ調整したモノエタノールアミン７３１ｇ、２８％−ソディウムメチラート６４ｇ混合液を５時間かけて滴下し、８０℃、窒素雰囲気下で５時間維持した後、脱溶剤により未反応モノエタノールアミン、メタノールを除き、３５６０ｇの粘ちょう液体を得た。得られた粘ちょう液体のアミン価は、ソディウムメチラート分を差し引いた値で、０．０１ｍｇＫＯＨ／ｇであった。ＩＲスペクトルでは、Ｏ−Ｈ伸縮３３００ｃｍ−１、Ｎ−Ｈ伸縮３１００ｃｍ−１、Ｃ＝Ｏ伸縮１６５０ｃｍ−１、Ｎ−Ｈ変角１５６５ｃｍ−１に特徴的な吸収があった。
Preparation Example 1: Synthesis of Amide Alcohol
In a glass flask equipped with a nitrogen introducing tube, a stirrer and a thermometer, 3205 g of methyl palmitate dissolved at 80 ° C. was charged. A mixed solution of 731 g of monoethanolamine prepared in advance and 64 g of 28% sodium methylate was added dropwise over 5 hours, maintained at 80 ° C. under a nitrogen atmosphere for 5 hours, and then unreacted monoethanolamine and methanol were removed by solvent removal. , 3560 g of a viscous liquid were obtained. The amine value of the obtained viscous liquid was 0.01 mg KOH / g as a value obtained by subtracting the sodium methylate content. The IR spectrum, O-H stretching 3300 cm -1, N-H stretching 3100cm -1, C = O stretching 1650 cm -1, there was a characteristic absorption in the N-H bending 1565cm -1.
［製造例２：アミドアルコールエチレンオキサイド付加物（１）の合成］
窒素導入管、攪拌機、温度計付きステンレス製オートクレーブ（以下同様）に製造例１で得たアミドアルコール１５００ｇを８０℃溶融状態で仕込み、充分に窒素置換を行った。９０℃に昇温した後、エチレンオキサイド２７５０ｇを５時間かけて導入し、２時間同温度で熟成して反応を完結させた。さらにキョーワード（登録商標）７００ＳＬ（協和化学工業（株）製）適量を加えて吸着、ろ過し淡黄色液体を得た。水酸基価は６５．７ｍｇＫＯＨ／ｇ、水分は０．０２％であった。
Preparation Example 2: Synthesis of Amide Alcohol Ethylene Oxide Adduct (1)
1500 g of the amide alcohol obtained in Production Example 1 was charged at 80 ° C. in a molten state into a nitrogen introducing pipe, a stirrer, and a stainless steel autoclave with a thermometer (the same applies to the following). After raising the temperature to 90 ° C., 2750 g of ethylene oxide was introduced over 5 hours, and aging was carried out at the same temperature for 2 hours to complete the reaction. Furthermore, appropriate amount of Kyoward (registered trademark) 700SL (manufactured by Kyowa Chemical Industry Co., Ltd.) was added, and adsorption and filtration were performed to obtain a pale yellow liquid. The hydroxyl value was 65.7 mg KOH / g, and the water content was 0.02%.
［製造例３：アミドアルコールエチレンオキサイド付加物（２）の合成］
ステンレス製オートクレーブに製造例１で得たアミドアルコール３０００ｇを８０℃溶融状態で仕込み、充分に窒素置換を行った。９０℃に昇温した後、エチレンオキサイド１７００ｇを５時間かけて導入し、２時間同温度で熟成して反応を完結させた。さらにキョーワード（登録商標）７００ＳＬ（協和化学工業（株）製）適量を加えて吸着、ろ過し淡黄色液体を得た。水酸基価は１１９．８ｍｇＫＯＨ／ｇ、水分は０．０２％であった。
Preparation Example 3 Synthesis of Amide Alcohol Ethylene Oxide Adduct (2)
In a stainless steel autoclave, 3000 g of the amide alcohol obtained in Production Example 1 was charged at 80 ° C. in a molten state, and nitrogen substitution was carried out sufficiently. After raising the temperature to 90 ° C., 1700 g of ethylene oxide was introduced over 5 hours, and aging was carried out at the same temperature for 2 hours to complete the reaction. Furthermore, appropriate amount of Kyoward (registered trademark) 700SL (manufactured by Kyowa Chemical Industry Co., Ltd.) was added, and adsorption and filtration were performed to obtain a pale yellow liquid. The hydroxyl value was 119.8 mg KOH / g, and the water content was 0.02%.
［製造例４：ブロック共重合体１の合成］
ステンレス製オートクレーブにポリ（イソ）ブテニルコハク酸無水物（鹸化価１８ｍｇＫＯＨ／ｇ）を７１１５ｇ、製造例２で得たアミドアルコールエチレンオキサイド付加物（１）を８５３ｇ、製造例３で得たアミドアルコールエチレンオキサイド付加物（２）を５２ｇ仕込んだ。充分に窒素置換を行い、８０℃まで昇温させた後、４８％ＫＯＨ２６１ｇ、酢酸カリウム２１９ｇを添加し、更に充分な窒素置換を行い、２２０℃まで昇温させた後、２２０℃、０．２ｋＰａ以下、微量窒素バブリングの減圧下条件で５時間維持し、得られた生成物は粘ちょう体のポリマーであった。生成物のエステル価は６．１ｍｇＫＯＨ／ｇであった。また、ＩＲスペクトルでは、Ｃ＝Ｏ伸縮１７３５ｃｍ−１、Ｃ（＝Ｏ）Ｏ−逆対称伸縮１５６１ｃｍ−１、さらにＣ（＝Ｏ）−Ｎ−Ｃ（＝Ｏ）伸縮１７０９及び１７７２ｃｍ−１に特徴的な吸収があり、Ｎ−Ｈ伸縮３１００ｃｍ−１の吸収が消滅していることを確認した。得られた生成物をブロック共重合体１とする。
Preparation Example 4 Synthesis of Block Copolymer 1
7115 g of poly (iso) butenyl succinic anhydride (saponification value 18 mg KOH / g) in a stainless steel autoclave, 853 g of the amide alcohol ethylene oxide adduct (1) obtained in Production Example 2; the amide alcohol ethylene oxide obtained in Production Example 3 52 g of adduct (2) were charged. After sufficiently performing nitrogen substitution and raising the temperature to 80 ° C., after adding 261 g of 48% KOH and 219 g of potassium acetate, further performing sufficient nitrogen substitution and raising the temperature to 220 ° C., 220 ° C., 0.2 kPa Subsequently, the product was maintained for 5 hours under a reduced pressure of nitrogen bubbling for a slight amount, and the obtained product was a viscous polymer. The ester value of the product was 6.1 mg KOH / g. Also, in the IR spectrum, C = O stretching 1735cm -1, C (= O) O - antisymmetric stretching 1561 cm -1, further C (= O) -N-C (= O) , wherein the stretching 1709 and 1772 cm -1 Absorption, and it was confirmed that the absorption of the N—H stretch 3100 cm −1 disappeared. The resulting product is referred to as block copolymer 1.
［製造例５：ブロック共重合体２の合成］
ステンレス製オートクレーブにポリ（イソ）ブテニルコハク酸無水物（鹸化価１８ｍｇＫＯＨ／ｇ）を１０４５０ｇ、製造例２で得たアミドアルコールエチレンオキサイド付加物（１）を１３４２ｇ、製造例３で得たアミドアルコールエチレンオキサイド付加物（２）を８３ｇ仕込んだ。充分に窒素置換を行い、９０℃まで昇温させた後、４８％ＫＯＨ１２５ｇ、を添加し、更に充分な窒素置換を行い、２０５℃まで昇温させた後、２０５℃、０．２ｋＰａ以下、微量窒素バブリングの減圧下条件で５時間維持し、得られた生成物は粘ちょう体のポリマーであった。生成物のエステル価は６．１ｍｇＫＯＨ／ｇであった。また、ＩＲスペクトルでは、Ｃ＝Ｏ伸縮１７３５ｃｍ−１、Ｃ（＝Ｏ）Ｏ−逆対称伸縮１５６１ｃｍ−１、さらにＣ（＝Ｏ）−Ｎ−Ｃ（＝Ｏ）伸縮１７０９及び１７７２ｃｍ−１に特徴的な吸収があり、Ｎ−Ｈ伸縮３１００ｃｍ−１の吸収が消滅していることを確認した。得られた生成物をブロック共重合体２とする。
Preparation Example 5 Synthesis of Block Copolymer 2
10450 g of poly (iso) butenyl succinic anhydride (saponification value 18 mg KOH / g) in a stainless steel autoclave, 1342 g of the amide alcohol ethylene oxide adduct (1) obtained in Production Example 2 and the amide alcohol ethylene oxide obtained in Production Example 3 83 g of adduct (2) were charged. After sufficiently performing nitrogen substitution and raising the temperature to 90 ° C., add 125 g of 48% KOH, and after performing sufficient nitrogen substitution and raising the temperature to 205 ° C., 205 ° C., 0.2 kPa or less, trace amount The product was maintained for 5 hours under a reduced pressure of nitrogen bubbling, and the obtained product was a viscous polymer. The ester value of the product was 6.1 mg KOH / g. Also, in the IR spectrum, C = O stretching 1735cm -1, C (= O) O - antisymmetric stretching 1561 cm -1, further C (= O) -N-C (= O) , wherein the stretching 1709 and 1772 cm -1 Absorption, and it was confirmed that the absorption of the N—H stretch 3100 cm −1 disappeared. The resulting product is referred to as block copolymer 2.
［製造例６：ブロック共重合体３の合成］
ステンレス製オートクレーブにポリ（イソ）ブテニルコハク酸無水物（鹸化価１８ｍｇＫＯＨ／ｇ）を７３１０ｇ、製造例２で得たアミドアルコールエチレンオキサイド付加物（１）を９３５ｇ、製造例３で得たアミドアルコールエチレンオキサイド付加物（２）を８５ｇ仕込んだ。充分に窒素置換を行い、８０℃まで昇温させた後、ＺｎＯ１７０ｇを添加し、更に充分な窒素置換を行い、２２０℃まで昇温させた後、２２０℃、０．２ｋＰａ以下、微量窒素バブリングの減圧下条件で５時間維持し、得られた生成物は粘ちょう体のポリマーであった。生成物のエステル価は６．１ｍｇＫＯＨ／ｇであった。また、ＩＲスペクトルでは、Ｃ＝Ｏ伸縮１７３５ｃｍ−１、Ｃ（＝Ｏ）Ｏ−逆対称伸縮１５６１ｃｍ−１、さらにＣ（＝Ｏ）−Ｎ−Ｃ（＝Ｏ）伸縮１７０９及び１７７２ｃｍ−１に特徴的な吸収があり、Ｎ−Ｈ伸縮３１００ｃｍ−１の吸収が消滅していることを確認した。得られた生成物をブロック共重合体３とする。
Preparation Example 6: Synthesis of Block Copolymer 3
7310 g of poly (iso) butenyl succinic anhydride (saponification value 18 mg KOH / g) in a stainless steel autoclave, 935 g of the amide alcohol ethylene oxide adduct (1) obtained in Production Example 2 and the amide alcohol ethylene oxide obtained in Production Example 3 85 g of adduct (2) was charged. Perform sufficient nitrogen substitution, raise the temperature to 80 ° C, add 170 g of ZnO, perform sufficient nitrogen substitution, raise the temperature to 220 ° C, 220 ° C, 0.2 kPa or less, trace amount of nitrogen bubbling The product was maintained under reduced pressure for 5 hours, and the resulting product was a viscous polymer. The ester value of the product was 6.1 mg KOH / g. Also, in the IR spectrum, C = O stretching 1735cm -1, C (= O) O - antisymmetric stretching 1561 cm -1, further C (= O) -N-C (= O) , wherein the stretching 1709 and 1772 cm -1 Absorption, and it was confirmed that the absorption of the N—H stretch 3100 cm −1 disappeared. The resulting product is referred to as block copolymer 3.
［製造例７：ブロック共重合体４の合成］
ステンレス製オートクレーブにポリ（イソ）ブテニルコハク酸無水物（鹸化価１８ｍｇＫＯＨ／ｇ）を７２２５ｇ、製造例２で得たアミドアルコールエチレンオキサイド付加物（１）を８８４ｇ、製造例３で得たアミドアルコールエチレンオキサイド付加物（２）を５１ｇ仕込んだ。充分に窒素置換を行い、８０℃まで昇温させた後、ＴｉＯ３４０ｇを添加し、更に充分な窒素置換を行い、２２０℃まで昇温させた後、２２０℃、０．２ｋＰａ以下、微量窒素バブリングの減圧下条件で５時間維持し、得られた生成物は粘ちょう体のポリマーであった。生成物のエステル価は６．１ｍｇＫＯＨ／ｇであった。また、ＩＲスペクトルでは、Ｃ＝Ｏ伸縮１７３５ｃｍ−１、Ｃ（＝Ｏ）Ｏ−逆対称伸縮１５６１ｃｍ−１、さらにＣ（＝Ｏ）−Ｎ−Ｃ（＝Ｏ）伸縮１７０９及び１７７２ｃｍ−１に特徴的な吸収があり、Ｎ−Ｈ伸縮３１００ｃｍ−１の吸収が消滅していることを確認した。得られた生成物をブロック共重合体４とする。
Preparation Example 7: Synthesis of Block Copolymer 4
7225 g of poly (iso) butenyl succinic anhydride (saponification value 18 mg KOH / g) in a stainless steel autoclave, 884 g of the amide alcohol ethylene oxide adduct (1) obtained in Production Example 2 and the amide alcohol ethylene oxide obtained in Production Example 3 51 g of adduct (2) was charged. After sufficient nitrogen substitution, and raising the temperature to 80 ° C, add 340 g of TiO, and after performing sufficient nitrogen substitution and raising the temperature to 220 ° C, 220 ° C, 0.2 kPa or less, trace of nitrogen bubbling The product was maintained under reduced pressure for 5 hours, and the resulting product was a viscous polymer. The ester value of the product was 6.1 mg KOH / g. Also, in the IR spectrum, C = O stretching 1735cm -1, C (= O) O - antisymmetric stretching 1561 cm -1, further C (= O) -N-C (= O) , wherein the stretching 1709 and 1772 cm -1 Absorption, and it was confirmed that the absorption of the N—H stretch 3100 cm −1 disappeared. The resulting product is referred to as block copolymer 4.
［製造例８：酸変性ポリプロピレンの調製］
Ｍｎが３，３００で平均末端二重結合数が０．９の低分子量ポリプロピレン９，７００部と無水マレイン酸３００部とを、窒素ガス雰囲気下、２２０℃で溶融し１０時間反応を行った。その後、過剰のマレイン酸を２００℃で４時間減圧留去して、ポリプロピレンの無水マレイン酸変性物（片末端酸変性物）を得た。Ｍｎは３，４００、鹸化価は３０ｍｇＫＯＨ／ｇ、１分子あたりの酸変性度は０．９であった。
Preparation Example 8 Preparation of Acid-Modified Polypropylene
9,700 parts of low molecular weight polypropylene having an Mn of 3,300 and an average number of terminal double bonds of 0.9 and 300 parts of maleic anhydride were melted at 220 ° C. under a nitrogen gas atmosphere and reacted for 10 hours. Thereafter, excess maleic acid was distilled off under reduced pressure at 200 ° C. for 4 hours to obtain a maleic anhydride modified product of polypropylene (one-end acid modified product). The Mn was 3,400, the saponification value was 30 mg KOH / g, and the degree of acid modification per molecule was 0.9.
［製造例９：ブロック共重合体５の調製］
ステンレス製オートクレーブに製造例８で作製したポリプロピレンの無水マレイン酸変性物を４，０００ｇ、製造例２で得たアミドアルコールエチレンオキサイド付加物（１）を７５０ｇ、製造例３で得たアミドアルコールエチレンオキサイド付加物（２）を４６ｇ、酸化防止剤（イルガノックス１０１０）１３ｇ、４８％ＮａＯＨ ９０ｇ、イオン水１００ｇを仕込んだ。充分に窒素置換を行い、２２０℃まで昇温した後、攪拌を１時間行なった。更に２ｋＰａ以下、微量窒素バブリングの減圧下条件で６時間維持した。得られた生成物のハンドリングは良好であり、固体状のポリマーであった。生成物のエステル価は７．５ｍｇＫＯＨ／ｇであった。また、ＩＲスペクトルでは、Ｃ＝Ｏ伸縮１７３７ｃｍ−１、Ｃ（＝Ｏ）Ｏ−逆対称伸縮１５７９ｃｍ−１に特徴的な吸収があった。得られた生成物をブロック共重合体５とする。
Preparation Example 9 Preparation of Block Copolymer 5
In a stainless steel autoclave, 4,000 g of maleic anhydride-modified polypropylene produced in Production Example 8 and 750 g of amide alcohol ethylene oxide adduct (1) obtained in Production Example 2; amido alcohol ethylene oxide obtained in Production Example 3 46 g of the adduct (2), 13 g of an antioxidant (Irganox 1010), 90 g of 48% NaOH, and 100 g of ionic water were charged. After thoroughly performing nitrogen substitution and raising the temperature to 220 ° C., stirring was performed for 1 hour. Further, the pressure was maintained at 2 kPa or less under reduced pressure of trace nitrogen bubbling for 6 hours. The handling of the obtained product was good and it was a solid polymer. The ester value of the product was 7.5 mg KOH / g. Moreover, in IR spectrum, C = O expansion-contraction 1737 cm < -1 >, C (= O) O- anti-symmetrical expansion-contraction 1579 cm < -1 > had characteristic absorption. The resulting product is referred to as block copolymer 5.
［製造例１０：化合物１の合成］
ステンレス製オートクレーブにポリ（イソ）ブテニルコハク酸無水物（鹸化価９０ｍｇＫＯＨ／ｇ）を１３８９ｇ、イオン交換水、１７ｇを仕込み９０℃に昇温させ、２時間撹拌を行った後、６０℃に冷却しモノエタノールアミン、５３ｇを仕込んだ。６０℃に温調し、密閉条件下で５時間維持し、得られた生成物は粘ちょう体のポリマーであった。また、ＩＲスペクトルでは、アミドの吸収帯１５５６ｃｍ−１、アミン変角振動１６３０ｃｍ−１、Ｎ−Ｈ伸縮３１８０ｃｍ−１の吸収を確認した。得られた生成物を化合物１とする。
Preparation Example 10 Synthesis of Compound 1
Charge 1389 g of poly (iso) butenylsuccinic anhydride (saponification value 90 mg KOH / g) and 17 g of ion-exchanged water in a stainless steel autoclave, raise the temperature to 90 ° C, stir for 2 hours, and cool to 60 ° C. 53 g of ethanolamine was charged. The temperature was adjusted to 60 ° C. and maintained for 5 hours under closed conditions, and the obtained product was a viscous polymer. Also, in the IR spectrum, absorption bands of amide 1556 -1, amine bending vibration 1630 cm -1, confirming the absorption of N-H stretching 3180cm -1. The resulting product is designated Compound 1.
＜マスターバッチの作製＞
ベースとなるポリプロピレン樹脂（ＭＦＲ＝６０ｇ／１０分）に対して上記で合成を行った化合物を２０質量％となる様に添加し、二軸押し出し機にて１５０℃〜１８０℃で溶融混練を行い、出てきたストランドを冷却・カットし、マスターバッチのペレットを作製した。
<Preparation of master batch>
The compound synthesized above is added to a base polypropylene resin (MFR = 60 g / 10 min) so as to be 20% by mass, and melt kneading is performed at 150 ° C. to 180 ° C. in a twin-screw extruder. The strands that came out were cooled and cut to make a masterbatch pellet.
＜不織布の作製＞
以下実施例に示す化合物の添加量となる様、ベースとなるポリプロピレン樹脂に対して上記マスターバッチを添加し、押出機にて溶融混練を行いダイスより吐出させスパンボンド法により紡糸後、エンボス加工を行い目付２０ｇ／ｍ２（＝２０ｇｓｍ）のスパンボンド不織布を製造した。
<Fabrication of non-woven fabric>
The masterbatch is added to the base polypropylene resin so that the amount of the compound shown in the examples is added, melt kneading is performed by an extruder, and the mixture is discharged from a die and spun by a spun bond method and embossed. A spunbond nonwoven fabric having a basis weight of 20 g / m 2 (= 20 gsm) was produced.
＜触感の評価法＞
（１）不織布単体の触感評価 ：作製した不織布を１０枚重ねにし、手で触った際の触感の評価を行った。
４：柔らかい触感
３：やや柔らかい触感
２：やや硬い触感
１：硬い触感（ブランク不織布と同じ）
<Evaluation method of touch feeling>
(1) Evaluation of touch feeling of non-woven fabric alone: Ten pieces of the produced non-woven fabric were stacked, and the touch feeling was evaluated when touched with a hand.
4: soft touch 3: slightly soft touch 2: somewhat hard touch 1: hard touch (same as blank nonwoven fabric)
（２）トップシート材料としての評価 ：市販のおむつのトップシート部分の不織布を１枚剥し、代わりに作成した不織布を敷き、その上から手で触った際の触感の評価を行った。
４：柔らかい触感
３：やや柔らかい触感
２：やや硬い触感
１：硬い触感（ブランク不織布と同じ）
(2) Evaluation as a top sheet material: One non-woven fabric of the top sheet portion of a commercially available diaper was peeled off, a non-woven fabric made instead was laid, and the tactile sensation when touching with a hand from above was evaluated.
4: soft touch 3: slightly soft touch 2: somewhat hard touch 1: hard touch (same as blank nonwoven fabric)
（３）バックシート材料としての評価 ：市販のおむつのバックシートの上から作製した不織布を重ね、その上から手で触った際の触感の評価を行った。
４：柔らかい触感
３：やや柔らかい触感
２：やや硬い触感
１：硬い触感（ブランク不織布と同じ）
(3) Evaluation as back sheet material: The nonwoven fabric produced from on the back sheet of a commercial diaper was accumulated, and the touch feeling at the time of touching with the hand from above was evaluated.
4: soft touch 3: slightly soft touch 2: somewhat hard touch 1: hard touch (same as blank nonwoven fabric)
（４）不織布のべたつき感の有無
不織布表面にブリードアウトした柔軟剤成分によるべたつき感の有無を確認した。
○：べたつき感無し
△：ややべたつき感を感じる
×：べたつきを感じる
(4) Presence of non-stickiness of non-woven fabric The presence of non-stickiness due to the softener component bled out on the non-woven surface was confirmed.
○: no sticky feeling △: somewhat sticky feeling ×: sticky feeling
（５）溶出確認試験
（実施例ポリマーの溶出）
実施例１〜１０で作製した不織布１０ｇを蒸留水２００ｍｌに浸漬させ、４０℃の温浴中で６時間静置し、不織布表面にブリードアウトしている薬剤を溶出させた。不織布を取出し蒸留水をエバポレーターで蒸発させた結果、残留分は確認できなかった。
(5) Elution confirmation test (elution of example polymer)
10 g of the non-woven fabric prepared in Examples 1 to 10 was immersed in 200 ml of distilled water and allowed to stand in a 40 ° C. water bath for 6 hours to elute the drug bled out on the surface of the non-woven fabric. As a result of removing the non-woven fabric and evaporating distilled water with an evaporator, no residue could be confirmed.
（比較例活性剤の溶出）
比較例１〜６で作製した不織布１０ｇを蒸留水２００ｍｌに浸漬させ、４０℃の温浴中で６時間静置し、不織布表面にブリードアウトしている薬剤を溶出させた。不織布を取出し蒸留水をエバポレーターで蒸発させた。比較例３〜８においては残留分が確認され、ＩＲで残留分の測定を行った結果、それぞれベヘン酸アミド、エルカ酸アミド由来と考えられるアミドのＣ＝Ｏ伸縮のピーク（１６５０ｃｍ−１）、Ｎ−Ｈ変角のピーク（１６００ｃｍ−１）が、また（ポリエチレングリコール（Ｍｎ=４００）ラウリン酸エステルジエステル、又はポリエチレングリコール（Ｍｎ=４００）デカン酸ジエステル）、ポリオキシエチレンステアリン酸アミド由来と考えられるエステルのＣ＝Ｏ伸縮のピーク（１７３５ｃｍ−１）、ステアリルトリメチルアンモニウムクロリド由来と考えられるＣ−Ｎ伸縮振動のピーク（１４６０〜１４８０ｃｍ−１）が確認された。
(Elution of active agent of comparative example)
10 g of the non-woven fabric prepared in Comparative Examples 1 to 6 was immersed in 200 ml of distilled water and allowed to stand in a 40 ° C. water bath for 6 hours to elute the drug bled out on the surface of the non-woven fabric. The non-woven fabric was removed and the distilled water was evaporated by an evaporator. In Comparative Examples 3 to 8, the residue was confirmed, and the residue was measured by IR. As a result, peaks of C ピ ー ク O stretching (1650 cm −1 ) of an amide considered to be derived from behenic acid amide and erucic acid amide, The peak (1600 cm -1 ) of N-H bending is also considered to be derived from (polyethylene glycol (Mn = 400) lauric acid ester diester or polyethylene glycol (Mn = 400) decanoic acid diester), polyoxyethylene stearic acid amide The peak of C = O stretching (1735 cm −1 ) of the ester to be esterified and the peak of C—N stretching vibration (1460-1480 cm −1 ) considered to be derived from stearyltrimethylammonium chloride were confirmed.
（抽出前後の触感の変化）
前段落にて溶出試験を行った試験布の触感を確認し、溶出の前後で触感に変化があるかを確認した。
○：触感に変化は感じない
△：わずかに触感に変化を感じる
×：明らかに触感に変化を感じる（硬い手触りになる）
(Change in tactile sensation before and after extraction)
The feel of the test cloth subjected to the dissolution test in the previous paragraph was confirmed, and it was confirmed whether there was a change in the feel before and after the dissolution.
○: There is no change in touch. :: A slight change in touch. ×: A clear change in touch (a hard touch).
［実施例１］
ベースとなるポリプロピレン樹脂２５部とブロック共重合体１の２０％マスターバッチ７５部をドライブレンドし、前記不織布の作製法にて、化合物含有濃度１５％、目付２０ｇｓｍのスパンボンド不織布を得た。製造した不織布は、上記評価方法にて触感の評価を行った。
Example 1
25 parts of a polypropylene resin as a base and 75 parts of a 20% masterbatch of block copolymer 1 were dry-blended to obtain a spunbond non-woven fabric having a compound content of 15% and a basis weight of 20 gsm by the above-mentioned method of preparing non-woven fabric. The manufactured nonwoven fabric was evaluated for touch feeling by the above evaluation method.
［実施例２］
使用するマスターバッチをブロック共重合体２のマスターバッチに変更した以外は実施例１と同様にして、化合物含有濃度１５％、目付２０ｇｓｍのスパンボンド不織布を作成した。製造した不織布は、同様の評価方法にて触感の評価を行った。
Example 2
A spunbond nonwoven fabric having a compound content of 15% and a basis weight of 20 gsm was produced in the same manner as in Example 1 except that the masterbatch used was changed to a masterbatch of block copolymer 2. The manufactured non-woven fabric was evaluated for touch feeling by the same evaluation method.
［実施例３］
使用するマスターバッチをブロック共重合体３のマスターバッチに変更した以外は実施例１と同様にして、化合物含有濃度１５％、目付２０ｇｓｍのスパンボンド不織布を作成した。製造した不織布は、同様の評価方法にて触感の評価を行った。
[Example 3]
A spunbond nonwoven fabric having a compound content of 15% and a basis weight of 20 gsm was produced in the same manner as in Example 1 except that the masterbatch used was changed to a masterbatch of block copolymer 3. The manufactured non-woven fabric was evaluated for touch feeling by the same evaluation method.
［実施例４］
使用するマスターバッチをブロック共重合体４のマスターバッチに変更した以外は実施例１と同様にして、化合物含有濃度１５％、目付２０ｇｓｍのスパンボンド不織布を作成した。製造した不織布は、同様の評価方法にて触感の評価を行った。
Example 4
A spunbond non-woven fabric having a compound content of 15% and a basis weight of 20 gsm was produced in the same manner as in Example 1 except that the masterbatch to be used was changed to a masterbatch of block copolymer 4. The manufactured non-woven fabric was evaluated for touch feeling by the same evaluation method.
［実施例５］
ベースとなるポリプロピレン樹脂５０部とブロック共重合体１の２０％マスターバッチ５０部をドライブレンドし、前記不織布の作製法にて、化合物含有濃度１０％、目付２０ｇｓｍのスパンボンド不織布を得た。製造した不織布は、上記評価方法にて触感の評価を行った。
[Example 5]
50 parts of a polypropylene resin as a base and 50 parts of a 20% masterbatch of block copolymer 1 were dry-blended to obtain a spunbond non-woven fabric having a compound content concentration of 10% and a basis weight of 20 gsm according to the method for producing the non-woven fabric. The manufactured nonwoven fabric was evaluated for touch feeling by the above evaluation method.
［実施例６］
使用するマスターバッチをブロック共重合体２のマスターバッチに変更した以外は実施例５と同様にして、化合物含有濃度５％、目付２０ｇｓｍのスパンボンド不織布を作製した。製造した不織布は、同様の評価方法にて触感の評価を行った。
[Example 6]
A spunbond nonwoven fabric having a compound content of 5% and a basis weight of 20 gsm was produced in the same manner as in Example 5 except that the masterbatch used was changed to a masterbatch of block copolymer 2. The manufactured non-woven fabric was evaluated for touch feeling by the same evaluation method.
［実施例７］
使用するマスターバッチをブロック共重合体３のマスターバッチに変更した以外は実施例４と同様にして、目付２０ｇｓｍのスパンボンド不織布を作製した。製造した不織布は、同様の評価方法にて触感の評価を行った。
[Example 7]
A 20 gsm spunbond nonwoven fabric was produced in the same manner as in Example 4 except that the masterbatch to be used was changed to the masterbatch of block copolymer 3. The manufactured non-woven fabric was evaluated for touch feeling by the same evaluation method.
［実施例８］
使用するマスターバッチをブロック共重合体４のマスターバッチに変更した以外は実施例４と同様にして、目付２０ｇｓｍのスパンボンド不織布を作成した。製造した不織布は、同様の評価方法にて触感の評価を行った。
[Example 8]
A 20 gsm spunbond nonwoven fabric was produced in the same manner as in Example 4 except that the masterbatch used was changed to a masterbatch of block copolymer 4. The manufactured non-woven fabric was evaluated for touch feeling by the same evaluation method.
［比較例１］
ベースとなるポリプロピレン樹脂５０部とポリブテニルコハク酸（鹸化価９０ｍｇＫＯＨ／ｇ）の２０％マスターバッチ５０部をドライブレンドし、前記不織布の作製法にて、化合物含有濃度１０％、目付２０ｇｓｍのスパンボンド不織布を得た。製造した不織布は、上記評価方法にて触感の評価を行った。
Comparative Example 1
A blend of 50 parts of a polypropylene resin as a base and 50 parts of a 20% masterbatch of polybutenylsuccinic acid (saponification value 90 mg KOH / g) is dry blended, and a span of 10% compound content and a basis weight of 20 gsm Bonded non-woven fabric was obtained. The manufactured nonwoven fabric was evaluated for touch feeling by the above evaluation method.
［比較例２］
ベースとなるポリプロピレン樹脂５０部と化合物５の２０％マスターバッチ５０部をドライブレンドし、前記不織布の作製法にて、化合物含有濃度１０％、目付２０ｇｓｍのスパンボンド不織布を得た。製造した不織布は、上記評価方法にて触感の評価を行った。
Comparative Example 2
50 parts of a polypropylene resin as a base and 50 parts of a 20% masterbatch of compound 5 were dry-blended to obtain a spunbond non-woven fabric having a compound content concentration of 10% and a basis weight of 20 gsm according to the method for producing the non-woven fabric. The manufactured nonwoven fabric was evaluated for touch feeling by the above evaluation method.
［比較例３］
ベースとなるポリプロピレン樹脂５０部とカルシウムステアレート／グリセリンモノステアレート（＝５０／５０に配合）の２０％マスターバッチ５０部をドライブレンドし、前記不織布の作製法にて、化合物含有濃度１０％、目付２０ｇｓｍのスパンボンド不織布を得た。製造した不織布は、上記評価方法にて触感の評価を行った。
Comparative Example 3
Dry blending of 50 parts of a polypropylene resin as a base and 50 parts of a 20% master batch of calcium stearate / glycerin monostearate (compounded to 50/50) was carried out to obtain a compound containing concentration of 10% according to the method for producing the non-woven fabric A spunbond nonwoven fabric with a basis weight of 20 gsm was obtained. The manufactured nonwoven fabric was evaluated for touch feeling by the above evaluation method.
［比較例４］
ベースとなるポリプロピレン樹脂５０部とベヘニルベヘネートの２０％マスターバッチ５０部をドライブレンドし、前記不織布の作製法にて、化合物含有濃度１０％、目付２０ｇｓｍのスパンボンド不織布を得た。製造した不織布は、上記評価方法にて触感の評価を行った。
Comparative Example 4
50 parts of a polypropylene resin as a base and 50 parts of a 20% master batch of behenyl behenate were dry-blended to obtain a spunbond non-woven fabric having a compound content concentration of 10% and a basis weight of 20 gsm according to the method for producing the non-woven fabric. The manufactured nonwoven fabric was evaluated for touch feeling by the above evaluation method.
［比較例５］
ベースとなるポリプロピレン樹脂５０部とベヘニン酸アミドの２０％マスターバッチ５０部をドライブレンドし、前記不織布の作製法にて、化合物含有濃度１０％、目付２０ｇｓｍのスパンボンド不織布を得た。製造した不織布は、上記評価方法にて触感の評価を行った。
Comparative Example 5
50 parts of a polypropylene resin as a base and 50 parts of a 20% masterbatch of behenic acid amide were dry-blended, and a spunbond nonwoven fabric having a compound content concentration of 10% and a basis weight of 20 gsm was obtained by the method for producing the nonwoven fabric. The manufactured nonwoven fabric was evaluated for touch feeling by the above evaluation method.
［比較例６］
ベースとなるポリプロピレン樹脂５０部とエルカ酸アミドの２０％マスターバッチ５０部をドライブレンドし、前記不織布の作製法にて、化合物含有濃度１０％、目付２０ｇｓｍのスパンボンド不織布を得た。製造した不織布は、上記評価方法にて触感の評価を行った。
Comparative Example 6
50 parts of a polypropylene resin as a base and 50 parts of a 20% masterbatch of erucic acid amide were dry-blended, and a spunbond nonwoven fabric having a compound content concentration of 10% and a basis weight of 20 gsm was obtained by the above-mentioned nonwoven fabric preparation method. The manufactured nonwoven fabric was evaluated for touch feeling by the above evaluation method.
このようにして製造した不織布の評価結果を表１に示す。
以上の結果より、本発明に関わるブロック共重合体を含有する繊維用柔軟剤は、不織布自体の触感の改善及びトップシート・バックシートに加工した際の触感に良好な性能を付与することが判明した。
From the above results, it can be seen that the fabric softener containing the block copolymer according to the present invention imparts good performance to the improvement of the feel of the non-woven fabric itself and to the feel of the top sheet and back sheet. did.
Claims (7)
Ｒ１−ＣＯＮＨ−Ｒ２−Ｏ−（Ａ１Ｏ）ｎ−Ｈ （１）
（式中、Ｒ１は炭素原子数１乃至２１の直鎖状もしくは分岐鎖状のアルキル基又はアルケニル基を表し、Ｒ２は炭素原子数１乃至４の直鎖状もしくは分岐鎖状のアルキレン基を表す。Ａ１は炭素原子数２乃至４のアルキレン基を表し、ｎは１乃至１００の整数を表す。） The softening agent for fibers containing the block copolymer of (a) acid-modified polyolefin and (b) an alkylene oxide adduct of an amide alcohol represented by the following general formula (1).
R 1 -CONH-R 2 -O- (A 1 O) n -H (1)
(Wherein, R 1 represents a linear or branched alkyl or alkenyl group having 1 to 21 carbon atoms, and R 2 represents a linear or branched alkylene group having 1 to 4 carbon atoms A 1 represents an alkylene group having 2 to 4 carbon atoms, and n represents an integer of 1 to 100.)
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