JP2018059242A - Liquid softening agent composition - Google Patents
Liquid softening agent composition Download PDFInfo
- Publication number
- JP2018059242A JP2018059242A JP2016197956A JP2016197956A JP2018059242A JP 2018059242 A JP2018059242 A JP 2018059242A JP 2016197956 A JP2016197956 A JP 2016197956A JP 2016197956 A JP2016197956 A JP 2016197956A JP 2018059242 A JP2018059242 A JP 2018059242A
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- JP
- Japan
- Prior art keywords
- mass
- component
- ammonium salt
- iii
- composition
- 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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- 239000000203 mixture Substances 0.000 title claims abstract description 102
- 239000007788 liquid Substances 0.000 title claims abstract description 44
- 239000004902 Softening Agent Substances 0.000 title abstract description 25
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims abstract description 32
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 30
- 125000004185 ester group Chemical group 0.000 claims abstract description 28
- 229910017053 inorganic salt Inorganic materials 0.000 claims abstract description 7
- 125000001183 hydrocarbyl group Chemical group 0.000 claims abstract 6
- 150000002148 esters Chemical class 0.000 claims description 21
- 125000003118 aryl group Chemical group 0.000 claims description 19
- 150000001298 alcohols Chemical class 0.000 claims description 11
- 229920006395 saturated elastomer Polymers 0.000 claims description 11
- 150000001875 compounds Chemical class 0.000 claims description 8
- 239000000463 material Substances 0.000 abstract description 12
- 238000000354 decomposition reaction Methods 0.000 abstract description 7
- -1 amine compounds Chemical class 0.000 description 45
- 235000014113 dietary fatty acids Nutrition 0.000 description 33
- 239000000194 fatty acid Substances 0.000 description 33
- 229930195729 fatty acid Natural products 0.000 description 33
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 28
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 27
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 17
- 238000002156 mixing Methods 0.000 description 16
- 229910052757 nitrogen Inorganic materials 0.000 description 16
- 238000003860 storage Methods 0.000 description 16
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
- 150000004665 fatty acids Chemical class 0.000 description 15
- 239000003205 fragrance Substances 0.000 description 15
- HPEUJPJOZXNMSJ-UHFFFAOYSA-N Methyl stearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC HPEUJPJOZXNMSJ-UHFFFAOYSA-N 0.000 description 14
- 230000007062 hydrolysis Effects 0.000 description 13
- 238000006460 hydrolysis reaction Methods 0.000 description 13
- 238000000034 method Methods 0.000 description 13
- 239000000523 sample Substances 0.000 description 13
- 239000000047 product Substances 0.000 description 12
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 10
- 239000000126 substance Substances 0.000 description 10
- 125000000217 alkyl group Chemical group 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 9
- 239000002585 base Substances 0.000 description 8
- 239000003054 catalyst Substances 0.000 description 8
- 150000002430 hydrocarbons Chemical group 0.000 description 8
- UODXCYZDMHPIJE-UHFFFAOYSA-N menthanol Chemical compound CC1CCC(C(C)(C)O)CC1 UODXCYZDMHPIJE-UHFFFAOYSA-N 0.000 description 8
- 239000002736 nonionic surfactant Substances 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- DYLIWHYUXAJDOJ-OWOJBTEDSA-N (e)-4-(6-aminopurin-9-yl)but-2-en-1-ol Chemical compound NC1=NC=NC2=C1N=CN2C\C=C\CO DYLIWHYUXAJDOJ-OWOJBTEDSA-N 0.000 description 7
- 150000001768 cations Chemical class 0.000 description 7
- 238000013329 compounding Methods 0.000 description 7
- CAMHHLOGFDZBBG-UHFFFAOYSA-N epoxidized methyl oleate Natural products CCCCCCCCC1OC1CCCCCCCC(=O)OC CAMHHLOGFDZBBG-UHFFFAOYSA-N 0.000 description 7
- 238000011156 evaluation Methods 0.000 description 7
- 235000019387 fatty acid methyl ester Nutrition 0.000 description 7
- 150000004702 methyl esters Chemical class 0.000 description 7
- XHXUANMFYXWVNG-ADEWGFFLSA-N (-)-Menthyl acetate Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@H]1OC(C)=O XHXUANMFYXWVNG-ADEWGFFLSA-N 0.000 description 6
- QJQZRLXDLORINA-UHFFFAOYSA-N 2-cyclohexylethanol Chemical compound OCCC1CCCCC1 QJQZRLXDLORINA-UHFFFAOYSA-N 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 6
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 125000003342 alkenyl group Chemical group 0.000 description 6
- 239000003093 cationic surfactant Substances 0.000 description 6
- 230000006866 deterioration Effects 0.000 description 6
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 6
- IIEWJVIFRVWJOD-UHFFFAOYSA-N ethyl cyclohexane Natural products CCC1CCCCC1 IIEWJVIFRVWJOD-UHFFFAOYSA-N 0.000 description 6
- 239000011521 glass Substances 0.000 description 6
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 6
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 6
- JMSUNAQVHOHLMX-UHFFFAOYSA-N 1-cyclohexylethanol Chemical compound CC(O)C1CCCCC1 JMSUNAQVHOHLMX-UHFFFAOYSA-N 0.000 description 5
- NOTFZGFABLVTIG-UHFFFAOYSA-N Cyclohexylethyl acetate Chemical compound CC(=O)OCCC1CCCCC1 NOTFZGFABLVTIG-UHFFFAOYSA-N 0.000 description 5
- 150000003863 ammonium salts Chemical class 0.000 description 5
- QYDYPVFESGNLHU-UHFFFAOYSA-N elaidic acid methyl ester Natural products CCCCCCCCC=CCCCCCCCC(=O)OC QYDYPVFESGNLHU-UHFFFAOYSA-N 0.000 description 5
- 239000000839 emulsion Substances 0.000 description 5
- 238000004817 gas chromatography Methods 0.000 description 5
- 239000003921 oil Substances 0.000 description 5
- 235000019198 oils Nutrition 0.000 description 5
- 239000012071 phase Substances 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- KHWTYGFHPHRQMP-UHFFFAOYSA-N (4-propan-2-ylcyclohexyl)methanol Chemical compound CC(C)C1CCC(CO)CC1 KHWTYGFHPHRQMP-UHFFFAOYSA-N 0.000 description 4
- 239000001149 (9Z,12Z)-octadeca-9,12-dienoate Substances 0.000 description 4
- WTTJVINHCBCLGX-UHFFFAOYSA-N (9trans,12cis)-methyl linoleate Natural products CCCCCC=CCC=CCCCCCCCC(=O)OC WTTJVINHCBCLGX-UHFFFAOYSA-N 0.000 description 4
- BVDMQAQCEBGIJR-UHFFFAOYSA-N 1-(2,2,6-trimethylcyclohexyl)hexan-3-ol Chemical compound CCCC(O)CCC1C(C)CCCC1(C)C BVDMQAQCEBGIJR-UHFFFAOYSA-N 0.000 description 4
- JAVZALBKNIHSLL-UHFFFAOYSA-N 1-cyclohexylethyl acetate Chemical compound CC(=O)OC(C)C1CCCCC1 JAVZALBKNIHSLL-UHFFFAOYSA-N 0.000 description 4
- FTMSYMOBBRINAR-UHFFFAOYSA-N 1-cyclohexylethyl butanoate Chemical compound CCCC(=O)OC(C)C1CCCCC1 FTMSYMOBBRINAR-UHFFFAOYSA-N 0.000 description 4
- GNBJUWAKDIYBIH-UHFFFAOYSA-N 2-cyclohexylethyl butanoate Chemical compound CCCC(=O)OCCC1CCCCC1 GNBJUWAKDIYBIH-UHFFFAOYSA-N 0.000 description 4
- LNJCGNRKWOHFFV-UHFFFAOYSA-N 3-(2-hydroxyethylsulfanyl)propanenitrile Chemical compound OCCSCCC#N LNJCGNRKWOHFFV-UHFFFAOYSA-N 0.000 description 4
- DKKRDMLKVSKFMJ-UHFFFAOYSA-N 4-propan-2-ylcyclohexan-1-ol Chemical compound CC(C)C1CCC(O)CC1 DKKRDMLKVSKFMJ-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- PKIXXJPMNDDDOS-UHFFFAOYSA-N Methyl linoleate Natural products CCCCC=CCCC=CCCCCCCCC(=O)OC PKIXXJPMNDDDOS-UHFFFAOYSA-N 0.000 description 4
- FLIACVVOZYBSBS-UHFFFAOYSA-N Methyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC FLIACVVOZYBSBS-UHFFFAOYSA-N 0.000 description 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 4
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 239000008346 aqueous phase Substances 0.000 description 4
- 239000012298 atmosphere Substances 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- ZQPPMHVWECSIRJ-MDZDMXLPSA-N elaidic acid Chemical compound CCCCCCCC\C=C\CCCCCCCC(O)=O ZQPPMHVWECSIRJ-MDZDMXLPSA-N 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- 239000000796 flavoring agent Substances 0.000 description 4
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 4
- 239000000395 magnesium oxide Substances 0.000 description 4
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 4
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- GGHMUJBZYLPWFD-UHFFFAOYSA-N patchoulialcohol Chemical compound C1CC2(C)C3(O)CCC(C)C2CC1C3(C)C GGHMUJBZYLPWFD-UHFFFAOYSA-N 0.000 description 4
- 238000006467 substitution reaction Methods 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 description 3
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical compound C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 3
- LUKLZSMNWYKSJB-UHFFFAOYSA-N (4-propan-2-ylcyclohexyl) acetate Chemical compound CC(C)C1CCC(OC(C)=O)CC1 LUKLZSMNWYKSJB-UHFFFAOYSA-N 0.000 description 3
- 239000001605 (5-methyl-2-propan-2-ylcyclohexyl) acetate Substances 0.000 description 3
- GPVOTKFXWGURGP-UHFFFAOYSA-N 2,5,5-trimethyl-1,3,4,4a,6,7-hexahydronaphthalen-2-ol Chemical compound C1C(C)(O)CCC2C1=CCCC2(C)C GPVOTKFXWGURGP-UHFFFAOYSA-N 0.000 description 3
- HBNHCGDYYBMKJN-UHFFFAOYSA-N 2-(4-methylcyclohexyl)propan-2-yl acetate Chemical compound CC1CCC(C(C)(C)OC(C)=O)CC1 HBNHCGDYYBMKJN-UHFFFAOYSA-N 0.000 description 3
- DLTWBMHADAJAAZ-UHFFFAOYSA-N 2-tert-butylcyclohexan-1-ol Chemical compound CC(C)(C)C1CCCCC1O DLTWBMHADAJAAZ-UHFFFAOYSA-N 0.000 description 3
- CCOQPGVQAWPUPE-UHFFFAOYSA-N 4-tert-butylcyclohexan-1-ol Chemical compound CC(C)(C)C1CCC(O)CC1 CCOQPGVQAWPUPE-UHFFFAOYSA-N 0.000 description 3
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 3
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 3
- YYLLIJHXUHJATK-UHFFFAOYSA-N Cyclohexyl acetate Chemical compound CC(=O)OC1CCCCC1 YYLLIJHXUHJATK-UHFFFAOYSA-N 0.000 description 3
- XHXUANMFYXWVNG-UHFFFAOYSA-N D-menthyl acetate Natural products CC(C)C1CCC(C)CC1OC(C)=O XHXUANMFYXWVNG-UHFFFAOYSA-N 0.000 description 3
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 239000001110 calcium chloride Substances 0.000 description 3
- 229910001628 calcium chloride Inorganic materials 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 239000003153 chemical reaction reagent Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 150000005690 diesters Chemical class 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- 235000019634 flavors Nutrition 0.000 description 3
- 229910052740 iodine Inorganic materials 0.000 description 3
- 239000011630 iodine Substances 0.000 description 3
- 229910001629 magnesium chloride Inorganic materials 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 229940041616 menthol Drugs 0.000 description 3
- QYDYPVFESGNLHU-KHPPLWFESA-N methyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC QYDYPVFESGNLHU-KHPPLWFESA-N 0.000 description 3
- 229940073769 methyl oleate Drugs 0.000 description 3
- JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 description 3
- 239000002304 perfume Substances 0.000 description 3
- 239000003755 preservative agent Substances 0.000 description 3
- 150000005691 triesters Chemical class 0.000 description 3
- 239000003021 water soluble solvent Substances 0.000 description 3
- REPVLJRCJUVQFA-UHFFFAOYSA-N (-)-isopinocampheol Natural products C1C(O)C(C)C2C(C)(C)C1C2 REPVLJRCJUVQFA-UHFFFAOYSA-N 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
- RPBPHGSYVPJXKT-UHFFFAOYSA-N 3-bromo-2-phenylmethoxypyridine Chemical compound BrC1=CC=CN=C1OCC1=CC=CC=C1 RPBPHGSYVPJXKT-UHFFFAOYSA-N 0.000 description 2
- PCFHYANYPQEMPU-UHFFFAOYSA-N 4-(2,2,3-trimethyl-5-bicyclo[2.2.1]heptanyl)cyclohexan-1-ol Chemical compound CC1(C)C(C)C2CC1CC2C1CCC(O)CC1 PCFHYANYPQEMPU-UHFFFAOYSA-N 0.000 description 2
- MBZRJSQZCBXRGK-UHFFFAOYSA-N 4-tert-Butylcyclohexyl acetate Chemical compound CC(=O)OC1CCC(C(C)(C)C)CC1 MBZRJSQZCBXRGK-UHFFFAOYSA-N 0.000 description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical group N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- SQPOKBBCNZIWFI-UHFFFAOYSA-N Cyclohexyl 3-methylbutanoate Chemical compound CC(C)CC(=O)OC1CCCCC1 SQPOKBBCNZIWFI-UHFFFAOYSA-N 0.000 description 2
- VZHUBBUZNIULNM-UHFFFAOYSA-N Cyclohexyl butanoate Chemical compound CCCC(=O)OC1CCCCC1 VZHUBBUZNIULNM-UHFFFAOYSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- KIWBPDUYBMNFTB-UHFFFAOYSA-N Ethyl hydrogen sulfate Chemical compound CCOS(O)(=O)=O KIWBPDUYBMNFTB-UHFFFAOYSA-N 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- FAFMZORPAAGQFV-UHFFFAOYSA-N Isobornyl propionate Chemical compound C1CC2(C)C(OC(=O)CC)CC1C2(C)C FAFMZORPAAGQFV-UHFFFAOYSA-N 0.000 description 2
- VYQSSWZYPCCBRN-UHFFFAOYSA-N Isovaleriansaeure-menthylester Natural products CC(C)CC(=O)OC1CC(C)CCC1C(C)C VYQSSWZYPCCBRN-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- QYDYPVFESGNLHU-ZHACJKMWSA-N Methyl (9E)-9-octadecenoate Chemical compound CCCCCCCC\C=C\CCCCCCCC(=O)OC QYDYPVFESGNLHU-ZHACJKMWSA-N 0.000 description 2
- 239000005642 Oleic acid Substances 0.000 description 2
- 235000021314 Palmitic acid Nutrition 0.000 description 2
- 241000282320 Panthera leo Species 0.000 description 2
- GGHMUJBZYLPWFD-MYYUVRNCSA-N Patchouli alcohol Natural products O[C@@]12C(C)(C)[C@H]3C[C@H]([C@H](C)CC1)[C@]2(C)CC3 GGHMUJBZYLPWFD-MYYUVRNCSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- KGEKLUUHTZCSIP-HOSYDEDBSA-N [(1s,4s,6r)-1,7,7-trimethyl-6-bicyclo[2.2.1]heptanyl] acetate Chemical compound C1C[C@]2(C)[C@H](OC(=O)C)C[C@H]1C2(C)C KGEKLUUHTZCSIP-HOSYDEDBSA-N 0.000 description 2
- ZTYLLVXULJERSW-UHFFFAOYSA-N [1-(2-methylbutan-2-yl)cyclohexyl] acetate Chemical compound CCC(C)(C)C1(OC(C)=O)CCCCC1 ZTYLLVXULJERSW-UHFFFAOYSA-N 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- 150000005215 alkyl ethers Chemical class 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 150000001450 anions Chemical class 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 229940116229 borneol Drugs 0.000 description 2
- CKDOCTFBFTVPSN-UHFFFAOYSA-N borneol Natural products C1CC2(C)C(C)CC1C2(C)C CKDOCTFBFTVPSN-UHFFFAOYSA-N 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 229940075894 denatured ethanol Drugs 0.000 description 2
- 229910001873 dinitrogen Inorganic materials 0.000 description 2
- DTGKSKDOIYIVQL-UHFFFAOYSA-N dl-isoborneol Natural products C1CC2(C)C(O)CC1C2(C)C DTGKSKDOIYIVQL-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- XJWSAJYUBXQQDR-UHFFFAOYSA-M dodecyltrimethylammonium bromide Chemical compound [Br-].CCCCCCCCCCCC[N+](C)(C)C XJWSAJYUBXQQDR-UHFFFAOYSA-M 0.000 description 2
- PZUDDXJZNSJESK-UHFFFAOYSA-N ethyl 2-cyclohexylpropanoate Chemical compound CCOC(=O)C(C)C1CCCCC1 PZUDDXJZNSJESK-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- 238000005342 ion exchange Methods 0.000 description 2
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- YIXJRHPUWRPCBB-UHFFFAOYSA-N magnesium nitrate Chemical compound [Mg+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O YIXJRHPUWRPCBB-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- CXHHBNMLPJOKQD-UHFFFAOYSA-M methyl carbonate Chemical compound COC([O-])=O CXHHBNMLPJOKQD-UHFFFAOYSA-M 0.000 description 2
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 2
- 229910052759 nickel Inorganic materials 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
- 230000002335 preservative effect Effects 0.000 description 2
- 238000005956 quaternization reaction Methods 0.000 description 2
- 230000000630 rising effect Effects 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 238000007127 saponification reaction Methods 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- VWDWKYIASSYTQR-UHFFFAOYSA-N sodium nitrate Chemical compound [Na+].[O-][N+]([O-])=O VWDWKYIASSYTQR-UHFFFAOYSA-N 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- 125000004417 unsaturated alkyl group Chemical group 0.000 description 2
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- PELLUIPPBKHUAB-UHFFFAOYSA-N (5-methyl-2-propan-2-ylcyclohexyl) propanoate Chemical compound CCC(=O)OC1CC(C)CCC1C(C)C PELLUIPPBKHUAB-UHFFFAOYSA-N 0.000 description 1
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 1
- XKCLIPLFEJSOAT-UHFFFAOYSA-N 1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalen-2-yl acetate Chemical compound C1CCCC2CC(OC(=O)C)CCC21 XKCLIPLFEJSOAT-UHFFFAOYSA-N 0.000 description 1
- NMFWOBQDDWFAAB-UHFFFAOYSA-N 1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalen-2-yl formate Chemical compound C1CCCC2CC(OC=O)CCC21 NMFWOBQDDWFAAB-UHFFFAOYSA-N 0.000 description 1
- OCBMEHIWWYEZHZ-UHFFFAOYSA-N 3,3,4-trimethylbicyclo[2.2.1]heptane Chemical compound C1CC2(C)C(C)(C)CC1C2 OCBMEHIWWYEZHZ-UHFFFAOYSA-N 0.000 description 1
- GWYFCOCPABKNJV-UHFFFAOYSA-M 3-Methylbutanoic acid Natural products CC(C)CC([O-])=O GWYFCOCPABKNJV-UHFFFAOYSA-M 0.000 description 1
- WWJLCYHYLZZXBE-UHFFFAOYSA-N 5-chloro-1,3-dihydroindol-2-one Chemical compound ClC1=CC=C2NC(=O)CC2=C1 WWJLCYHYLZZXBE-UHFFFAOYSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 1
- HTFAWVCRJFMLMM-UHFFFAOYSA-N CC1C(C2(CCC1C2)CO)(C)C Chemical compound CC1C(C2(CCC1C2)CO)(C)C HTFAWVCRJFMLMM-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- MAMMVUWCKMOLSG-UHFFFAOYSA-N Cyclohexyl propionate Chemical compound CCC(=O)OC1CCCCC1 MAMMVUWCKMOLSG-UHFFFAOYSA-N 0.000 description 1
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- DBVJJBKOTRCVKF-UHFFFAOYSA-N Etidronic acid Chemical compound OP(=O)(O)C(O)(C)P(O)(O)=O DBVJJBKOTRCVKF-UHFFFAOYSA-N 0.000 description 1
- IMQLKJBTEOYOSI-GPIVLXJGSA-N Inositol-hexakisphosphate Chemical compound OP(O)(=O)O[C@H]1[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@@H]1OP(O)(O)=O IMQLKJBTEOYOSI-GPIVLXJGSA-N 0.000 description 1
- KGEKLUUHTZCSIP-UHFFFAOYSA-N Isobornyl acetate Natural products C1CC2(C)C(OC(=O)C)CC1C2(C)C KGEKLUUHTZCSIP-UHFFFAOYSA-N 0.000 description 1
- 125000000174 L-prolyl group Chemical group [H]N1C([H])([H])C([H])([H])C([H])([H])[C@@]1([H])C(*)=O 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- 206010025421 Macule Diseases 0.000 description 1
- OPKOKAMJFNKNAS-UHFFFAOYSA-N N-methylethanolamine Chemical compound CNCCO OPKOKAMJFNKNAS-UHFFFAOYSA-N 0.000 description 1
- 235000019482 Palm oil Nutrition 0.000 description 1
- IMQLKJBTEOYOSI-UHFFFAOYSA-N Phytic acid Natural products OP(O)(=O)OC1C(OP(O)(O)=O)C(OP(O)(O)=O)C(OP(O)(O)=O)C(OP(O)(O)=O)C1OP(O)(O)=O IMQLKJBTEOYOSI-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- 239000001940 [(1R,4S,6R)-1,7,7-trimethyl-6-bicyclo[2.2.1]heptanyl] acetate Substances 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 1
- 150000008041 alkali metal carbonates Chemical class 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 229910052910 alkali metal silicate Inorganic materials 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 235000015278 beef Nutrition 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- GWYFCOCPABKNJV-UHFFFAOYSA-N beta-methyl-butyric acid Natural products CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 description 1
- 229940115397 bornyl acetate Drugs 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 235000015165 citric acid Nutrition 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 238000000280 densification Methods 0.000 description 1
- 239000002781 deodorant agent Substances 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 229960004585 etidronic acid Drugs 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 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 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 1
- 229940049964 oleate Drugs 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 235000021313 oleic acid Nutrition 0.000 description 1
- 238000010979 pH adjustment Methods 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- 239000000467 phytic acid Substances 0.000 description 1
- 235000002949 phytic acid Nutrition 0.000 description 1
- 229940068041 phytic acid Drugs 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- OTYBMLCTZGSZBG-UHFFFAOYSA-L potassium sulfate Chemical compound [K+].[K+].[O-]S([O-])(=O)=O OTYBMLCTZGSZBG-UHFFFAOYSA-L 0.000 description 1
- 229910052939 potassium sulfate Inorganic materials 0.000 description 1
- 235000011151 potassium sulphates Nutrition 0.000 description 1
- 239000008213 purified water Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000013074 reference sample Substances 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000004317 sodium nitrate Substances 0.000 description 1
- 235000010344 sodium nitrate Nutrition 0.000 description 1
- KKCBUQHMOMHUOY-UHFFFAOYSA-N sodium oxide Chemical compound [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 description 1
- 229910001948 sodium oxide Inorganic materials 0.000 description 1
- BAZAXWOYCMUHIX-UHFFFAOYSA-M sodium perchlorate Chemical compound [Na+].[O-]Cl(=O)(=O)=O BAZAXWOYCMUHIX-UHFFFAOYSA-M 0.000 description 1
- 229910001488 sodium perchlorate Inorganic materials 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- YUVKTUCPWGPBLJ-UHFFFAOYSA-N tert-butyl 2-cyclohexylacetate Chemical compound CC(C)(C)OC(=O)CC1CCCCC1 YUVKTUCPWGPBLJ-UHFFFAOYSA-N 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Landscapes
- Chemical Or Physical Treatment Of Fibers (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
Description
本発明は、液体柔軟剤組成物に関する。詳細には、本発明は、柔軟基材の分解が抑制された液体柔軟剤組成物に関する。より詳細には、本発明は、柔軟基材の分解が抑制され、かつ香気劣化が抑制された液体柔軟剤組成物に関する。 The present invention relates to a liquid softener composition. Specifically, the present invention relates to a liquid softener composition in which the decomposition of the soft base material is suppressed. More specifically, the present invention relates to a liquid softener composition in which decomposition of a flexible base material is suppressed and aroma deterioration is suppressed.
近年、柔軟剤に使用されている柔軟基材として、エステル基を1〜３個含有するアミン化合物が多く用いられている。例えば、特許文献１〜６には、エステル基を1〜３個含有するアミン化合物を含む柔軟剤組成物が記載されている。
しかしながら、アミン化合物のエステル基は水中で加水分解し易いことから、保存後の柔軟性付与の低下や香気劣化といった懸念点がある。エステル基の加水分解を抑制する点については、特許文献１、３及び７に記載されているが、特定のエステル化合物等を配合する必要があり、柔軟剤組成物の配合設計の自由度が奪われ、妥当でない場合がある。
In recent years, many amine compounds containing 1 to 3 ester groups have been used as flexible substrates used in softeners. For example, Patent Documents 1 to 6 describe softener compositions containing an amine compound containing 1 to 3 ester groups.
However, since the ester group of an amine compound is easily hydrolyzed in water, there are concerns such as a decrease in flexibility after storage and deterioration of aroma. Although the point which suppresses hydrolysis of an ester group is described in Patent Documents 1, 3 and 7, it is necessary to add a specific ester compound and the like, and the flexibility in designing the softener composition is lost. And may not be valid.
従って、本発明の目的は、柔軟基材の分解が抑制された、新規な液体柔軟剤組成物を提供することである。 Accordingly, an object of the present invention is to provide a novel liquid softener composition in which the decomposition of the soft base material is suppressed.
本発明者らは、上記課題を解決するために鋭意検討した結果、液体柔軟剤組成物中、柔軟基材であるアミン化合物のモノエステル体比を高め、かつ塩濃度を少量に抑えることで、アミン化合物のエステル基の加水分解を抑制させることを見出した。また、本発明者らは、特定の香料を更に配合することで、分解で生じる臭気変化の感知を抑制することが可能であることを見出した。
本発明は、このような新規な知見に基づいて完成されたものである。
As a result of intensive studies to solve the above problems, the present inventors have increased the monoester ratio of the amine compound that is the flexible base material in the liquid softening agent composition, and suppress the salt concentration to a small amount. It has been found that hydrolysis of the ester group of the amine compound is suppressed. Further, the present inventors have found that it is possible to suppress the detection of odor change caused by decomposition by further blending a specific fragrance.
The present invention has been completed based on such novel findings.
本発明の一実施態様において、
以下の（Ａ）及び（Ｂ）成分を含有する液体柔軟剤組成物：
（Ａ）下記（A-I）、（A-II）及び（A-III）の混合物 15質量％未満；及び
（Ｂ）無機塩 0.2質量％未満
であって、
（A-I）が、エステル基で分断されている炭素数10〜26の炭化水素基を分子内に１つ有する第４級アンモニウム塩であり、
（A-II）が、エステル基で分断されている炭素数10〜26の炭化水素基を分子内に２つ有する第４級アンモニウム塩であり、
（A-III）が、エステル基で分断されている炭素数10〜26の炭化水素基を分子内に３つ有する第４級アンモニウム塩であり、
（A-I）／［（A-I）＋（A-II）＋（A-III）］で表される（A-I）成分の質量比が、０．３０より大きく０．８０以下である、前記液体柔軟剤組成物が提供される。
本発明の一実施態様によれば、液体柔軟剤組成物は、（Ｃ）６員環構造（芳香環は除く）を有する飽和アルコール及び６員環構造（芳香環は除く）を有する飽和エステルから選ばれる少なくとも１種の化合物を更に含有する。
本発明の一実施態様においては、液体柔軟剤組成物は、エチレングリコールと炭素数１０以上２２以下の脂肪酸とのジエステル化合物を含有しない。
In one embodiment of the invention,
Liquid softener composition containing the following components (A) and (B):
(A) a mixture of (AI), (A-II) and (A-III) below less than 15% by weight; and (B) an inorganic salt less than 0.2% by weight,
(AI) is a quaternary ammonium salt having one hydrocarbon group having 10 to 26 carbon atoms separated by an ester group in the molecule,
(A-II) is a quaternary ammonium salt having two hydrocarbon groups having 10 to 26 carbon atoms separated by an ester group in the molecule,
(A-III) is a quaternary ammonium salt having three hydrocarbon groups having 10 to 26 carbon atoms separated by an ester group in the molecule;
The liquid softener, wherein the mass ratio of (AI) component represented by (AI) / [(AI) + (A-II) + (A-III)] is greater than 0.30 and less than or equal to 0.80 A composition is provided.
According to one embodiment of the present invention, the liquid softener composition comprises (C) a saturated alcohol having a 6-membered ring structure (excluding an aromatic ring) and a saturated ester having a 6-membered ring structure (excluding an aromatic ring). It further contains at least one compound selected.
In one embodiment of the present invention, the liquid softener composition does not contain a diester compound of ethylene glycol and a fatty acid having 10 to 22 carbon atoms.
本発明の一実施態様によれば、柔軟基材の分解が抑制された液体柔軟剤組成物を提供することができる。
本発明の一実施態様によれば、柔軟基材の分解が抑制され、かつ香気劣化が抑制された液体柔軟剤組成物を提供することができる。
According to one embodiment of the present invention, it is possible to provide a liquid softener composition in which decomposition of a flexible base material is suppressed.
According to one embodiment of the present invention, it is possible to provide a liquid softener composition in which decomposition of a flexible base material is suppressed and aroma deterioration is suppressed.
［（Ａ）成分］
本発明の液体柔軟剤組成物に含まれる（Ａ）成分は、繊維製品等に柔軟性を付与する柔軟基材（カチオン界面活性剤）であり、下記（A-I）、（A-II）及び（A-III）の混合物である。
＜（A-I）成分＞
（A-I）成分は、エステル基で分断されている炭素数10〜26の炭化水素基を分子内に１つ有する第４級アンモニウム塩である。具体的には、下記一般式（１）で示されるものが挙げられる。
The component (A) contained in the liquid softener composition of the present invention is a soft base material (cationic surfactant) that imparts flexibility to a fiber product or the like, and includes the following (AI), (A-II) and ( A-III).
<(AI) component>
The component (AI) is a quaternary ammonium salt having one hydrocarbon group having 10 to 26 carbon atoms separated by an ester group in the molecule. Specifically, what is shown by following General formula (1) is mentioned.
式（Ｉ）中、Ｒ1は、エステル基を１つ含む、総炭素数１０〜２６、好ましくは１２〜２４の、直鎖もしくは分岐鎖アルキル基又はアルケニル基である。
式（Ｉ）中、Ｒ2は、各々独立して、メチル基、エチル基又は炭素数１〜４、好ましくは２〜３のヒドロキシアルキル基である。Ｒ2の例としては、具体的にはメチル基、ヒドロキシエチル基、ヒドロキシプロピル基、ヒドロキシブチル基が挙げられるが、特にメチル基、ヒドロキシエチル基が好ましい。
式（Ｉ）中、Ｘ-は柔軟剤適合アニオンであり、具体的には塩素、臭素、ヨウ素などのハロゲン原子や、メチル硫酸、エチル硫酸、メチル炭酸などが挙げられる。Ｘ-は、好ましくはメチル硫酸、エチル硫酸、メチル炭酸であり、特にメチル硫酸が好ましい。
上記一般式（１）で示される分子内にエステル基を１つ含む第４級アンモニウム塩としては、下記一般式（２）で示される第４級アンモニウム塩が好ましい。
In the formula (I), each R 2 is independently a methyl group, an ethyl group, or a hydroxyalkyl group having 1 to 4 carbon atoms, preferably 2 to 3 carbon atoms. Specific examples of R 2 include a methyl group, a hydroxyethyl group, a hydroxypropyl group, and a hydroxybutyl group, and a methyl group and a hydroxyethyl group are particularly preferable.
In formula (I), X − is a softener-compatible anion, and specific examples include halogen atoms such as chlorine, bromine and iodine, and methyl sulfate, ethyl sulfate, and methyl carbonate. X − is preferably methyl sulfate, ethyl sulfate, or methyl carbonate, and methyl sulfate is particularly preferable.
As the quaternary ammonium salt containing one ester group in the molecule represented by the general formula (1), a quaternary ammonium salt represented by the following general formula (2) is preferable.
式（２）中、Ｒ3は、炭素数７〜２３、好ましくは９〜２１の直鎖又は分岐鎖アルキル基又はアルケニル基である。
Ｒ3は炭素数８〜２４の脂肪酸からカルボキシル基を除いた残基であり、飽和脂肪酸、不飽和脂肪酸、直鎖脂肪酸、分岐脂肪酸のいずれからも誘導される基である。不飽和脂肪酸の場合、シス体とトランス体が存在するが、その質量比率は液体柔軟剤の粘度を適度なものに仕上げるため、シス体／トランス体＝２５／７５〜８０／２０が好ましく、４０／６０〜８０／２０が特に好ましい。Ｒ3のもととなる脂肪酸としては、ステアリン酸、パルミチン酸、ミリスチン酸、ラウリン酸、オレイン酸、エライジン酸、部分水添パーム油脂肪酸（ヨウ素価１０〜６０）、部分水添牛脂脂肪酸（ヨウ素価１０〜６０）などが挙げられる。中でも好ましいのは、植物由来のステアリン酸、パルミチン酸、ミリスチン酸、オレイン酸、エライジン酸を所定量組み合わせ、飽和／不飽和比率が９５／５〜５０／５０、特に８５／１５〜５０／５０（質量比）でそのヨウ素価が１０〜５０のものである。特にシス体／トランス体の質量比が４０／６０〜８０／２０、炭素数１８の脂肪酸の比率が８０質量％以上であり、炭素数２０の脂肪酸が２質量％以下、炭素数２２の脂肪酸が１質量％以下となるように調整した脂肪酸組成を用いることが好ましい。
In formula (2), R 3 is a linear or branched alkyl group or alkenyl group having 7 to 23 carbon atoms, preferably 9 to 21 carbon atoms.
R 3 is a residue obtained by removing a carboxyl group from a fatty acid having 8 to 24 carbon atoms, and is a group derived from any of a saturated fatty acid, an unsaturated fatty acid, a linear fatty acid, and a branched fatty acid. In the case of an unsaturated fatty acid, a cis isomer and a trans isomer are present, and the mass ratio thereof is preferably a cis isomer / trans isomer = 25/75 to 80/20 in order to finish the viscosity of the liquid softening agent at an appropriate level. / 60-80 / 20 is particularly preferable. Examples of fatty acids used as R 3 include stearic acid, palmitic acid, myristic acid, lauric acid, oleic acid, elaidic acid, partially hydrogenated palm oil fatty acid (iodine value 10 to 60), partially hydrogenated beef tallow fatty acid (iodine). Valency 10-60) etc. are mentioned. Among them, a plant-derived stearic acid, palmitic acid, myristic acid, oleic acid, and elaidic acid are combined in a predetermined amount, and the saturation / unsaturation ratio is 95/5 to 50/50, particularly 85/15 to 50/50 ( (Mass ratio) having an iodine value of 10-50. In particular, the mass ratio of the cis isomer / trans isomer is 40/60 to 80/20, the ratio of the fatty acid having 18 carbon atoms is 80 mass% or more, the fatty acid having 20 carbon atoms is 2 mass% or less, and the fatty acid having 22 carbon atoms. It is preferable to use a fatty acid composition adjusted to 1% by mass or less.
＜（A-II）成分＞
（A-II）成分は、エステル基で分断されている炭素数10〜26の炭化水素基を分子内に２つ有する第４級アンモニウム塩である。具体的には、１つのエステル基で分断されている炭素数10〜26の炭化水素基を分子内に２つ有する第４級アンモニウム塩であり、下記一般式（３）で示されるものが挙げられる。
The component (A-II) is a quaternary ammonium salt having two hydrocarbon groups having 10 to 26 carbon atoms separated by an ester group in the molecule. Specifically, it is a quaternary ammonium salt having two hydrocarbon groups having 10 to 26 carbon atoms separated by one ester group in the molecule, and is represented by the following general formula (3). It is done.
式（３）中、Ｒ1、Ｒ2及びＸ-の好ましい範囲等は、上記式（１）において定義したものと同様である。
上記一般式（３）で示される分子内にエステル基を２つ含む第４級アンモニウム塩としては、下記一般式（４）で示される第４級アンモニウム塩が好ましい。
式（４）中、Ｒ3の好ましい範囲等は、上記式（２）において定義したものと同様である。
In the formula (3), preferred ranges of R 1 , R 2 and X − are the same as those defined in the above formula (1).
As the quaternary ammonium salt containing two ester groups in the molecule represented by the general formula (3), a quaternary ammonium salt represented by the following general formula (4) is preferable.
In formula (4), the preferred range of R 3 is the same as that defined in formula (2) above.
＜（A-III）成分＞
（A-III）成分は、エステル基で分断されている炭素数10〜26の炭化水素基を分子内に３つ有する第４級アンモニウム塩である。具体的には、１つのエステル基で分断されている炭素数10〜26の炭化水素基を分子内に３つ有する第４級アンモニウム塩であり、下記一般式（５）で示されるものが挙げられる。
The component (A-III) is a quaternary ammonium salt having three hydrocarbon groups having 10 to 26 carbon atoms separated by an ester group in the molecule. Specifically, it is a quaternary ammonium salt having three hydrocarbon groups having 10 to 26 carbon atoms separated by one ester group in the molecule, and is represented by the following general formula (5). It is done.
式（５）中、Ｒ1、Ｒ2及びＸ-の好ましい範囲等は、上記式（１）において定義したものと同様である。
上記一般式（５）で示される分子内にエステル基を３つ含む第４級アンモニウム塩としては、下記一般式（６）で示される第４級アンモニウム塩が好ましい。
式（６）中、Ｒ3の好ましい範囲等は、上記式（２）において定義したものと同様である。
In formula (5), preferred ranges of R 1 , R 2 and X − are the same as those defined in formula (1) above.
As the quaternary ammonium salt containing three ester groups in the molecule represented by the general formula (5), a quaternary ammonium salt represented by the following general formula (6) is preferable.
In the formula (6), a preferable range of R 3 and the like are the same as those defined in the above formula (2).
（A-I）／［（A-I）＋（A-II）＋（A-III）］で表される（A-I）成分の質量比は、０．３０より大きく０．８０以下であり、好ましくは０．３３〜０．８０、より好ましくは０．３５〜０．８０、さらに好ましくは０．４５〜０．８０である。（A-I）成分の質量比が上記の範囲内であると、エステル基の加水分解の抑制と、香気劣化抑制と、柔軟性付与に優れた柔軟剤組成物を提供し得る。
エステル基の加水分解の抑制機構としては、（A-I）／［（A-I）＋（A-II）＋（A-III）］が大きくなると、４級アンモニア化合物の集合体であるベシクルの分子間が密になることで正電荷が増加し、加水分解機構であるプロトンの接近が困難となり加水分解が抑制されるため、また、（A-III）、（A-II）、（A-I）の順に加水分解が早く、（A-III）及び（A-II）が多いほど加水分解へ悪影響を及ぼす脂肪酸の生成量が経時で多くなるためと推察される。
（Ａ）成分の配合量、即ち、（A-I）、（A-II）及び（A-III）成分の合計の配合量は、柔軟剤組成物の総質量に対して、１５質量％未満であり、好ましくは８質量％以下であり、より好ましくは８質量％未満である。（A-I）、（A-II）及び（A-III）成分の合計の配合量が多すぎると、液体柔軟剤組成物の粘度が高くなる場合がある。また、（Ａ）成分の配合量、即ち、（A-I）、（A-II）及び（A-III）成分の合計の配合量は、柔軟剤組成物の総質量に対して、好ましくは１質量％以上、より好ましくは３質量％以上である。
なお、（Ａ）成分中、各々、複数種の（A-I）、（A-II）及び（A-III）成分を含んでもよいことは、Ｒ3の定義からも理解されることである。
The mass ratio of the (AI) component represented by (AI) / [(AI) + (A-II) + (A-III)] is greater than 0.30 and less than or equal to 0.80. It is 33-0.80, More preferably, it is 0.35-0.80, More preferably, it is 0.45-0.80. When the mass ratio of the (AI) component is within the above range, it is possible to provide a softener composition excellent in suppressing hydrolysis of an ester group, suppressing deterioration of aroma, and imparting flexibility.
As the mechanism for inhibiting hydrolysis of the ester group, when (AI) / [(AI) + (A-II) + (A-III)] increases, the intermolecular relationship between vesicles, which are aggregates of quaternary ammonia compounds, is increased. Densification increases the positive charge and makes it difficult for protons to approach the hydrolysis mechanism and suppresses hydrolysis. In addition, (A-III), (A-II), and (AI) are added in this order. It is presumed that the faster the degradation and the more (A-III) and (A-II), the greater the amount of fatty acid produced that adversely affects hydrolysis over time.
The blending amount of the component (A), that is, the total blending amount of the components (AI), (A-II) and (A-III) is less than 15% by mass with respect to the total mass of the softener composition. , Preferably it is 8 mass% or less, More preferably, it is less than 8 mass%. If the total amount of the components (AI), (A-II) and (A-III) is too large, the viscosity of the liquid softening agent composition may increase. The blending amount of the component (A), that is, the total blending amount of the components (AI), (A-II) and (A-III) is preferably 1 mass with respect to the total mass of the softener composition. % Or more, more preferably 3% by mass or more.
It should be understood from the definition of R 3 that the component (A) may contain a plurality of (AI), (A-II) and (A-III) components.
上記一般式（２）、（４）、及び（６）で示される化合物は、上述の脂肪酸組成物又は脂肪酸メチルエステル組成物とトリエタノールアミンとの縮合反応、続いてジメチル硫酸などの４級化試薬による４級化反応により合成することができる。本発明において、（A-I）成分の質量比は上記比率であることが必須であるが、（A-I）〜（A-III）成分を別々に合成し、それを所定量組み合わせたものを使用してもよいし、トリエタノールアミンと脂肪酸又は脂肪酸メチルエステルとを特定モル比率で反応させ、ついで合成した反応生成物を一般的に使用される４級化剤で４級化し、（A-I）〜（A-III）成分が所定量含まれるように合成した反応生成物を使用してもよい。また、（A-I）〜（A-III）成分を含有する４級アンモニウム塩組成物を室温又は高温保存下で加水分解させ、本発明で規定する比率に調整したものを用いてもよい。
上記の中でも、好ましくは反応生成物を用いる場合であり、とりわけトリエタノールアミンと脂肪酸メチルエステルをモル比１：０．５〜１：１．７で反応させることが好ましく、当該モル比は１：０．７〜１：１．５がより好ましく、１．０：０．９〜１．０：１．３がさらに好ましい。また得られたエステルアミン（トリエタノールアミンと脂肪酸メチルエステルの反応縮合物）に対して、０．９〜０．９９倍モルのジメチル硫酸で４級化することが好ましい。なお、この際、４級化されていないエステルアミンが、反応性生成物中に５〜２０質量％程度含まれていてもよい。
The compounds represented by the general formulas (2), (4), and (6) are obtained by condensation reaction of the above fatty acid composition or fatty acid methyl ester composition with triethanolamine, followed by quaternization such as dimethyl sulfate. It can be synthesized by a quaternization reaction with a reagent. In the present invention, it is essential that the mass ratio of the (AI) component is the above ratio, but the (AI) to (A-III) components are synthesized separately and used in combination with a predetermined amount. Alternatively, triethanolamine and fatty acid or fatty acid methyl ester are reacted at a specific molar ratio, and then the synthesized reaction product is quaternized with a quaternizing agent generally used, and (AI) to (A -III) A reaction product synthesized so as to contain a predetermined amount of the component may be used. Further, a quaternary ammonium salt composition containing the components (AI) to (A-III) may be hydrolyzed under room temperature or high temperature storage and adjusted to the ratio specified in the present invention.
Among the above, the reaction product is preferably used, and triethanolamine and fatty acid methyl ester are preferably reacted at a molar ratio of 1: 0.5 to 1: 1.7, and the molar ratio is 1: 0.7-1: 1.5 are more preferable, and 1.0: 0.9-1.0: 1.3 are further more preferable. The resulting ester amine (reaction condensate of triethanolamine and fatty acid methyl ester) is preferably quaternized with 0.9 to 0.99 moles of dimethyl sulfate. At this time, esteramine that is not quaternized may be contained in the reactive product in an amount of about 5 to 20% by mass.
［（Ｂ）成分］
本発明の液体柔軟剤組成物に含まれる（Ｂ）成分は、無機塩であり、主に液体柔軟剤組成物の粘度をコントロールする目的で配合される。また、（Ｂ）成分は、２０℃、１００ｇの脱イオン水に１０ｇ以上溶解する水溶性無機塩であることが好ましい。
（Ｂ）成分の具体例としては、塩化ナトリウム、塩化カリウム、塩化カルシウム、塩化マグネシウム、塩化アルミニウム、硫酸ナトリウム、硫酸マグネシウム、硫酸カリウム、硝酸ナトリウム、硝酸マグネシウムなどが挙げられる。好ましくは、塩化カルシウム、塩化マグネシウム、塩化ナトリウムである。
（Ｂ）成分は、市場において容易に入手可能であるか、又は、公知の方法によって合成可能である。
（Ｂ）成分は、１種類を単独で用いてもよく、２種以上を適宜組み合わせてもよい。
（Ｂ）成分の配合量は、柔軟剤組成物の総質量に対して、０．２質量％未満であり、より好ましくは０．1質量％以下であり、さらに好ましくは０．０５質量％以下である。また、（Ｂ）成分の配合量は、柔軟剤組成物の総質量に対して、好ましくは０．００５質量％以上である。これは、（Ｂ）成分のような水溶性無機塩を配合しないと粘度が高く使用性が低下し、かつ長期保存による柔軟剤の分離の懸念があるためである。また、（Ｂ）成分の配合量が０．００５〜０．２質量％の範囲内であると、エステル基の加水分解抑制効果が良好である。
無機塩の配合量の増加に伴い４級アンモニア化合物の集合体であるベシクルの正電荷が減少する。それによって加水分解機構であるプロトンの接近が可能となり加水分解が促進されると推察される。
[Component (B)]
(B) component contained in the liquid softening agent composition of this invention is an inorganic salt, and is mix | blended mainly in order to control the viscosity of a liquid softening agent composition. Moreover, it is preferable that (B) component is a water-soluble inorganic salt which melt | dissolves 10g or more in 20 degreeC and 100g deionized water.
Specific examples of the component (B) include sodium chloride, potassium chloride, calcium chloride, magnesium chloride, aluminum chloride, sodium sulfate, magnesium sulfate, potassium sulfate, sodium nitrate, and magnesium nitrate. Preferably, they are calcium chloride, magnesium chloride, and sodium chloride.
The component (B) can be easily obtained on the market or can be synthesized by a known method.
As the component (B), one type may be used alone, or two or more types may be appropriately combined.
(B) The compounding quantity of a component is less than 0.2 mass% with respect to the total mass of a softening agent composition, More preferably, it is 0.1 mass% or less, More preferably, it is 0.05 mass% or less. It is. Moreover, the compounding quantity of (B) component becomes like this. Preferably it is 0.005 mass% or more with respect to the total mass of a softening agent composition. This is because if the water-soluble inorganic salt such as the component (B) is not blended, the viscosity is high and the usability is lowered, and there is a concern about separation of the softener due to long-term storage. Moreover, the hydrolysis inhibitory effect of an ester group is favorable in the compounding quantity of (B) component being in the range of 0.005-0.2 mass%.
As the compounding amount of the inorganic salt increases, the positive charge of the vesicle, which is an aggregate of quaternary ammonia compounds, decreases. It is presumed that the proton, which is a hydrolysis mechanism, can thereby be approached and hydrolysis is promoted.
［（Ｃ）成分］
本発明の液体柔軟剤組成物は、（Ｃ）成分として、６員環構造（芳香環は除く）を有する飽和アルコール及び６員環構造（芳香環は除く）を有する飽和エステルから選ばれる少なくとも１種の化合物を更に含有してもよい。（Ｃ）成分は、香料成分として知られる化合物であり得る。
「６員環構造（芳香環は除く）を有する飽和アルコール」とは、
（i）分子内に６員環構造を１つ以上有するが、
（ii）当該分子内に芳香環、二重結合及び三重結合は含まず、かつ、
（iii）当該分子内にヒドロキシル基を一つ有するアルコール化合物をいう。
「６員環構造（芳香環は除く）を有する飽和アルコール」の具体例としては、１−シクロヘキシルエタノール、２−シクロヘキシルエタノール、ｐ−イソプロピルシクロヘキサノール、ｐ−tert−ブチルシクロヘキサノール、o−tert−ブチルシクロヘキサノール、ｐ−イソプロピルシクロヘキシルメタノール、２，２，６−トリメチルシクロヘキシル−３−ヘキサノール、メントール、ジヒドロテルピネオール、４−ツヤノール、３−ツヤノール、α−フェンキルアルコール、メチルフェンコール、ボルネオール、トリメチルノルボルナンメタノール、イソカンフィルシクロヘキサノールや、パチュリアルコール等が挙げられる。
[Component (C)]
The liquid softening agent composition of the present invention is at least one selected from a saturated alcohol having a 6-membered ring structure (excluding an aromatic ring) and a saturated ester having a 6-membered ring structure (excluding an aromatic ring) as the component (C). A seed compound may be further contained. The component (C) can be a compound known as a fragrance component.
“Saturated alcohol having a 6-membered ring structure (excluding aromatic rings)”
(I) having one or more six-membered ring structures in the molecule,
(Ii) the molecule does not contain aromatic rings, double bonds and triple bonds, and
(Iii) An alcohol compound having one hydroxyl group in the molecule.
Specific examples of “saturated alcohol having 6-membered ring structure (excluding aromatic ring)” include 1-cyclohexylethanol, 2-cyclohexylethanol, p-isopropylcyclohexanol, p-tert-butylcyclohexanol, o-tert- Butylcyclohexanol, p-isopropylcyclohexylmethanol, 2,2,6-trimethylcyclohexyl-3-hexanol, menthol, dihydroterpineol, 4-tanol, 3-tanol, α-fenkyl alcohol, methylfenchol, borneol, trimethylnorbornane Examples include methanol, isocamphylcyclohexanol, and patchouli alcohol.
「６員環構造（芳香環は除く）を有する飽和エステル」とは、
（ｉ）分子内に６員環構造を１つ以上有するが、
（ii）当該分子内に芳香環、二重結合及び三重結合は含まず、
（iii）当該分子内にエステル結合を一つ有する、エステル化合物をいう。
「６員環構造（芳香環は除く）を有する飽和エステル」の具体例としては、１−シクロヘキシルエチルアセテート、１−シクロヘキシルエチルブチレート、２−シクロヘキシルエチルアセテート、２−シクロヘキシルエチルブチレート、アフェルマート、ギ酸デカヒドロ−β−ナフチル、酢酸メンチル、酢酸フェンキル、酢酸ボルニル、酢酸イソボルニル、酢酸シクロヘキシル、酢酸ｐ−イソプロピルシクロヘキサニル、酢酸tert−アミルシクロヘキシル、酢酸ジヒドロテルピニル、ジヒドロフロラレート、酢酸α,３，３−トリメチルシクロヘキサンメチル、酢酸ｐ−tertブチルシクロヘキシル、酢酸o−tert−ブチルシクロヘキシル、酢酸トリシクロデシル、酢酸デカヒドロ−β−ナフチル、プロピオン酸メンチル、プロピオン酸ボルニル、プロピオン酸イソボルニル、２−シクロヘキシルプロピオン酸エチル、酪酸シクロヘキシル、イソ酪酸デカヒドロ−β−ナフチル、イソ吉草酸メンチル、イソ吉草酸シクロヘキシルや、フルーテート等が挙げられる。
上記の具体的な化合物について、
好ましくは、１−シクロヘキシルエチルアセテート、１−シクロヘキシルエチルブチレート、２−シクロヘキシルエチルアセテート、２−シクロヘキシルエチルブチレート、アフェルマート、酢酸メンチル、酢酸シクロヘキシル、酢酸ｐ−イソプロピルシクロヘキサニル、酢酸tert−アミルシクロヘキシル、酢酸ジヒドロテルピニル、ジヒドロフロラレート、酢酸α,３，３−トリメチルシクロヘキサンメチル、酢酸ｐ−tertブチルシクロヘキシル、酢酸o−tert−ブチルシクロヘキシルシル、２−シクロヘキシルプロピオン酸エチル、酪酸シクロヘキシル、イソ吉草酸メンチル及びイソ吉草酸シクロヘキシルであり、
より好ましくは、１−シクロヘキシルエチルアセテート、１−シクロヘキシルエチルブチレート、２−シクロヘキシルエチルアセテート、２−シクロヘキシルエチルブチレート、アフェルマート、酢酸メンチル、酢酸シクロヘキシル、酢酸ｐ−イソプロピルシクロヘキサニル、酢酸tert−アミルシクロヘキシル、酢酸ジヒドロテルピニル、ジヒドロフロラレート、酢酸α,３，３−トリメチルシクロヘキサンメチル、２−シクロヘキシルプロピオン酸エチル、酪酸シクロヘキシル、イソ吉草酸メンチル及びイソ吉草酸シクロヘキシルであり、
更に好ましくは、１−シクロヘキシルエチルアセテート、１−シクロヘキシルエチルブチレート、２−シクロヘキシルエチルアセテート及び２−シクロヘキシルエチルブチレートである。
“Saturated ester having a 6-membered ring structure (excluding aromatic rings)”
(I) having one or more six-membered ring structures in the molecule,
(Ii) The molecule does not contain aromatic rings, double bonds and triple bonds,
(Iii) An ester compound having one ester bond in the molecule.
Specific examples of “saturated ester having 6-membered ring structure (excluding aromatic ring)” include 1-cyclohexylethyl acetate, 1-cyclohexylethyl butyrate, 2-cyclohexylethyl acetate, 2-cyclohexylethylbutyrate, afermat, Decahydro-β-naphthyl formate, menthyl acetate, fenkyl acetate, bornyl acetate, isobornyl acetate, cyclohexyl acetate, p-isopropylcyclohexanyl acetate, tert-amylcyclohexyl acetate, dihydroterpinyl acetate, dihydroflorarate, α, 3 acetate , 3-trimethylcyclohexanemethyl, p-tertbutylcyclohexyl acetate, o-tert-butylcyclohexyl acetate, tricyclodecyl acetate, decahydro-β-naphthyl acetate, menthyl propionate, bornyl propionate, pro On isobornyl, 2-cyclohexyl propionate, butyrate cyclohexyl, isobutyric acid decahydro -β- naphthyl, menthyl isovalerate, and isovaleric acid cyclohexyl, Furuteto and the like.
For the above specific compounds,
Preferably, 1-cyclohexyl ethyl acetate, 1-cyclohexyl ethyl butyrate, 2-cyclohexyl ethyl acetate, 2-cyclohexyl ethyl butyrate, afermat, menthyl acetate, cyclohexyl acetate, p-isopropylcyclohexanyl acetate, tert-amylcyclohexyl acetate , Dihydroterpinyl acetate, dihydroflorarate, α, 3,3-trimethylcyclohexanemethyl acetate, p-tertbutylcyclohexyl acetate, o-tert-butylcyclohexylsyl acetate, ethyl 2-cyclohexylpropionate, cyclohexyl butyrate, isoyoshi Menthyl valate and cyclohexyl isovalerate,
More preferably, 1-cyclohexyl ethyl acetate, 1-cyclohexyl ethyl butyrate, 2-cyclohexyl ethyl acetate, 2-cyclohexyl ethyl butyrate, afermat, menthyl acetate, cyclohexyl acetate, p-isopropylcyclohexanyl acetate, tert-amyl acetate Cyclohexyl, dihydroterpinyl acetate, dihydroflorarate, α, 3,3-trimethylcyclohexanemethyl acetate, ethyl 2-cyclohexylpropionate, cyclohexyl butyrate, menthyl isovalerate and cyclohexyl isovalerate,
More preferred are 1-cyclohexyl ethyl acetate, 1-cyclohexyl ethyl butyrate, 2-cyclohexyl ethyl acetate and 2-cyclohexyl ethyl butyrate.
「６員環構造（芳香環は除く）を有する飽和アルコール」は、６員環構造（芳香環は除く）を有する飽和エステルよりも、繊維製品用処理剤組成物の保存安定性に与える影響がより小さく、配合適性に優れている。
「６員環構造（芳香環は除く）を有する飽和アルコール」の具体例としては、１−シクロヘキシルエタノール、２−シクロヘキシルエタノール、ｐ−イソプロピルシクロヘキサノール、ｐ−tert−ブチルシクロヘキサノール、o−tert−ブチルシクロヘキサノール、ｐ−イソプロピルシクロヘキシルメタノール、アンブリノール、２，２，６−トリメチルシクロヘキシル−３−ヘキサノール、メントール、ジヒドロテルピネオール、４−ツヤノール、３−ツヤノール、α−フェンキルアルコール、メチルフェンコール、ボルネオール、トリメチルノルボルナンメタノール、イソカンフィルシクロヘキサノールや、パチュリアルコール等が挙げられる。
上記の具体的な化合物について、
好ましくは、１−シクロヘキシルエタノール、２−シクロヘキシルエタノール、ｐ−イソプロピルシクロヘキサノール、ｐ−tert−ブチルシクロヘキサノール、o−tert−ブチルシクロヘキサノール、ｐ−イソプロピルシクロヘキシルメタノール、アンブリノール、２，２，６−トリメチルシクロヘキシル−３−ヘキサノール、メントール及びジヒドロテルピネオールであり、
より好ましくは、１−シクロヘキシルエタノール、２−シクロヘキシルエタノール、ｐ−イソプロピルシクロヘキサノール、ｐ−イソプロピルシクロヘキシルメタノール、アンブリノール、２，２，６−トリメチルシクロヘキシル−３−ヘキサノール、ジヒドロテルピネオールであり、
更に好ましくは、１−シクロヘキシルエタノール及び２−シクロヘキシルエタノールである。
“Saturated alcohol having a 6-membered ring structure (excluding aromatic rings)” has an effect on the storage stability of a treating composition for textile products, compared to a saturated ester having a 6-membered ring structure (excluding aromatic rings). Smaller and better blending suitability.
Specific examples of “saturated alcohol having 6-membered ring structure (excluding aromatic ring)” include 1-cyclohexylethanol, 2-cyclohexylethanol, p-isopropylcyclohexanol, p-tert-butylcyclohexanol, o-tert- Butylcyclohexanol, p-isopropylcyclohexylmethanol, ambrinol, 2,2,6-trimethylcyclohexyl-3-hexanol, menthol, dihydroterpineol, 4-tanol, 3-tanol, α-fenkyl alcohol, methylphenchol, borneol , Trimethylnorbornanemethanol, isocamphylcyclohexanol, patchouli alcohol and the like.
For the above specific compounds,
Preferably, 1-cyclohexyl ethanol, 2-cyclohexyl ethanol, p-isopropylcyclohexanol, p-tert-butylcyclohexanol, o-tert-butylcyclohexanol, p-isopropylcyclohexylmethanol, ambrinol, 2,2,6- Trimethylcyclohexyl-3-hexanol, menthol and dihydroterpineol;
More preferably, 1-cyclohexylethanol, 2-cyclohexylethanol, p-isopropylcyclohexanol, p-isopropylcyclohexylmethanol, ambrinol, 2,2,6-trimethylcyclohexyl-3-hexanol, dihydroterpineol,
More preferred are 1-cyclohexyl ethanol and 2-cyclohexyl ethanol.
（Ｃ）成分は、市場において容易に入手可能であるか、又は、公知の方法によって合成可能である。
（Ｃ）成分は、１種類を単独で用いてもよく、２種類以上からなる混合物として用いてもよい。混合物は、複数種類の「６員環構造（芳香環は除く）を有する飽和アルコール」を組み合わせたものであってもよく、複数種類の「６員環構造（芳香環は除く）を有する飽和エステル」を組み合わせたものであってもよく、１種類以上の「６員環構造（芳香環は除く）を有する飽和アルコール」と１種類以上の「６員環構造（芳香環は除く）を有する飽和エステル」とを組み合わせたものであってもよい。
（Ｃ）成分の配合量は特に限定されないが、柔軟剤組成物の総質量に対して、（Ｃ）成分を０．０１質量％以上配合することで、（Ａ）成分の加水分解により生じる劣化臭をより良好に抑制することが可能である。（Ｃ）成分の配合量は、柔軟剤組成物の総質量に対して、好ましくは０．０１質量％以上、より好ましくは０．０５質量％、さらに好ましくは０．１質量％以上であり、また、好ましくは１質量％以下、より好ましくは０．５質量％以下である。（Ｃ）成分の配合量が０．０１〜０．５質量％の範囲内であると、より優れた配合効果を得ることができる。
本発明の柔軟剤組成物中における（A-II）及び（A-III）成分と（Ｃ）成分の質量比は、
［（A-II）＋（A-III）］／（Ｃ）＝２〜１０００が好ましく、より好ましくは５〜９００、さらに好ましくは１０〜６００である。［（A-II）＋（A-III）］／（Ｃ）＝２〜１０００の場合、液体柔軟剤組成物においてより良好な香気劣化抑制を付与することができる。
The component (C) can be easily obtained on the market or can be synthesized by a known method.
(C) A component may be used individually by 1 type and may be used as a mixture which consists of 2 or more types. The mixture may be a combination of a plurality of types of “saturated alcohols having a 6-membered ring structure (excluding aromatic rings)”, and a plurality of types of “saturated esters having a 6-membered ring structure (excluding aromatic rings)”. May be a combination of one or more “saturated alcohols having 6-membered ring structures (excluding aromatic rings)” and one or more “saturated alcohols having 6-membered ring structures (excluding aromatic rings)” It may be a combination of “ester”.
Although the compounding quantity of (C) component is not specifically limited, Deterioration which arises by hydrolysis of (A) component by mix | blending 0.01 mass% or more of (C) component with respect to the total mass of a softening agent composition. It is possible to suppress the odor better. The amount of component (C) is preferably 0.01% by mass or more, more preferably 0.05% by mass, and still more preferably 0.1% by mass or more, based on the total mass of the softener composition. Moreover, Preferably it is 1 mass% or less, More preferably, it is 0.5 mass% or less. (C) The compounding effect which was more excellent in the compounding quantity of a component being in the range of 0.01-0.5 mass% can be acquired.
The mass ratio of the components (A-II) and (A-III) and (C) in the softener composition of the present invention is as follows:
[(A-II) + (A-III)] / (C) = 2 to 1000 is preferable, more preferably 5 to 900, and still more preferably 10 to 600. In the case of [(A-II) + (A-III)] / (C) = 2 to 1000, better fragrance deterioration suppression can be imparted in the liquid softening agent composition.
［他の任意成分］
本発明の液体柔軟剤組成物には、本発明の効果を損なわない範囲で、必要に応じて、上記（Ａ）〜（Ｃ）成分に加えて、他の任意成分を配合してもよい。
任意成分としては、液体柔軟剤組成物に一般的に配合される成分を例示することができる。具体例としては、水、ノニオン界面活性剤、香料、水溶性塩類、染料、水溶性溶剤、防腐剤、紫外線吸収剤、抗菌剤、消臭剤や、スキンケア成分などが挙げられる。
以下、いくつかの任意成分について詳細に説明する。
[Other optional ingredients]
In the liquid softening agent composition of the present invention, other optional components may be blended in addition to the components (A) to (C) as necessary within a range not impairing the effects of the present invention.
As an arbitrary component, the component generally mix | blended with a liquid softening agent composition can be illustrated. Specific examples include water, nonionic surfactants, fragrances, water-soluble salts, dyes, water-soluble solvents, preservatives, ultraviolet absorbers, antibacterial agents, deodorants, and skin care ingredients.
Hereinafter, some optional components will be described in detail.
＜水＞
本発明の液体柔軟剤組成物は、好ましくは水を含む水性組成物である。
水としては、水道水、精製水、純水、蒸留水、イオン交換水など、いずれも用いることができる。なかでもイオン交換水が好適である。
水の配合量は特に限定されず、所望の成分組成を達成するために適宜配合することができる。
<Water>
The liquid softener composition of the present invention is preferably an aqueous composition containing water.
As the water, any of tap water, purified water, pure water, distilled water, ion exchange water and the like can be used. Of these, ion-exchanged water is preferred.
The blending amount of water is not particularly limited, and can be appropriately blended in order to achieve a desired component composition.
＜香料＞
本発明の液体柔軟剤組成物には、（Ｃ）成分以外の香料を任意成分として配合することができる。
香料としては当該技術分野で汎用の香料を使用可能であり特に限定されないが、使用できる香料原料のリストは、様々な文献、例えば「Ｐｅｒｆｕｍｅ ａｎｄ Ｆｌａｖｏｒ Ｃｈｅｍｉｃａｌｓ」，Ｖｏｌ．Ｉ ａｎｄ II，Ｓｔｅｆｆｅｎ Ａｒｃｔａｎｄｅｒ，Ａｌｌｕｒｅｄ Ｐｕｂ．Ｃｏ．（１９９４）および「合成香料 化学と商品知識」、印藤元一著、化学工業日報社（１９９６）および「Ｐｅｒｆｕｍｅ ａｎｄ Ｆｌａｖｏｒ Ｍａｔｅｒｉａｌｓ ｏｆ Ｎａｔｕｒａｌ Ｏｒｉｇｉｎ」，Ｓｔｅｆｆｅｎ Ａｒｃｔａｎｄｅｒ，Ａｌｌｕｒｅｄ Ｐｕｂ．Ｃｏ．（１９９４）および「香りの百科」、日本香料協会編、朝倉書店（１９８９）および「Ｐｅｒｆｕｍｅｒｙ Ｍａｔｅｒｉａｌ Ｐｅｒｆｏｒｍａｎｃｅ Ｖ．３．３」，Ｂｏｅｌｅｎｓ Ａｒｏｍａ Ｃｈｅｍｉｃａｌ Ｉｎｆｏｒｍａｔｉｏｎ Ｓｅｒｖｉｃｅ（１９９６）および「Ｆｌｏｗｅｒ ｏｉｌｓ ａｎｄ Ｆｌｏｒａｌ Ｃｏｍｐｏｕｎｄｓ Ｉｎ Ｐｅｒｆｕｍｅｒｙ」，Ｄａｎｕｔｅ Ｌａｊａｕｊｉｓ Ａｎｏｎｉｓ，Ａｌｌｕｒｅｄ Ｐｕｂ．Ｃｏ．（１９９３）等に記載されている。
香料は、１種類の香料を単独で用いてもよく、２種類以上からなる混合物として用いてもよい。
香料の配合量は、配合目的を達成できる量である限り特に限定されないが、液体柔軟剤組成物の総質量に対して、好ましくは０．１〜３％質量％であり、より好ましくは０．５〜２質量％、更に好ましくは０．５〜１.５質量％である。
<Fragrance>
In the liquid softener composition of the present invention, a fragrance other than the component (C) can be blended as an optional component.
As the fragrance, a general-purpose fragrance can be used in the technical field and is not particularly limited. However, a list of fragrance raw materials that can be used is various documents such as “Perfume and Flavor Chemicals”, Vol. I and II, Steffen Arctander, Allured Pub. Co. (1994) and "Synthetic fragrance chemistry and commercial knowledge", Motoichi Into, Kagaku Kogyo Nipposha (1996) and "Perfume and Flavor Materials of Natural Origin", Stephen Arctander, Allred Pub. Co. (1994) and "Encyclopedia of Scents", edited by Japan Fragrance Association, Asakura Shoten (1989) and "Performer Material Performance V.3.3", Boelens Aroma Chemical Information Service (1996) and "Flower oil". , Danute Lajaujis Anonis, Allured Pub. Co. (1993).
As the fragrance, one type of fragrance may be used alone, or a mixture of two or more types may be used.
The blending amount of the fragrance is not particularly limited as long as it is an amount that can achieve the blending purpose, but is preferably 0.1 to 3% by mass, more preferably 0.8%, based on the total mass of the liquid softening agent composition. It is 5-2 mass%, More preferably, it is 0.5-1.5 mass%.
＜ノニオン界面活性剤＞
ノニオン界面活性剤は、本発明の液体柔軟剤組成物が乳化物である場合に、主に、乳化物中での油溶性成分の乳化分散安定性を向上する目的で配合することができる。ノニオン界面活性剤を配合すると、商品価値上充分なレベルの凍結復元安定性が確保されやすい。
ノニオン界面活性剤としては、例えば、多価アルコール、高級アルコール、高級アミン又は高級脂肪酸から誘導されるものを用いることができる。より具体的には、グリセリンまたはペンタエリスリトールに炭素数１０〜２２脂肪酸がエステル結合したグリセリン脂肪酸エステルまたはペンタエリスリトール；炭素数１０〜２２のアルキル基又はアルケニル基を有し、エチレンオキシドの平均付加モル数が１０〜１００モルであるポリオキシエチレンアルキルエーテル；ポリオキシエチレン脂肪酸アルキル（該アルキルの炭素数１〜３）エステル；エチレンオキシドの平均付加モル数が１０〜１００モルであるポリオキシエチレンアルキルアミン；炭素数８〜１８のアルキル基又はアルケニル基を有するアルキルポリグルコシド；エチレンオキシドの平均付加モル数が１０〜１００モルである硬化ヒマシ油などが挙げられる。中でも、炭素数１０〜１８のアルキル基を有し、エチレンオキシドの平均付加モル数が２０〜８０モルのポリオキシエチレンアルキルエーテルが好ましい。
ノニオン界面活性剤は、１種類を単独で用いてもよく、２種類以上からなる混合物として用いてもよい。
ノニオン界面活性剤の配合量は、配合目的を達成できる量である限り特に限定されないが、液体柔軟剤組成物の総質量に対し、好ましくは０．０１〜１０質量％、より好ましくは０．１〜８質量％、さらに好ましくは０．５〜５質量％である。
<Nonionic surfactant>
When the liquid softening agent composition of this invention is an emulsion, a nonionic surfactant can be mix | blended mainly in order to improve the emulsion dispersion stability of the oil-soluble component in an emulsion. When a nonionic surfactant is blended, freeze recovery stability at a level sufficient for commercial value can be easily secured.
As the nonionic surfactant, for example, those derived from polyhydric alcohols, higher alcohols, higher amines or higher fatty acids can be used. More specifically, glycerin fatty acid ester or pentaerythritol in which glycerin or pentaerythritol is ester-bonded with 10 to 22 carbon atoms; an alkyl group or alkenyl group having 10 to 22 carbon atoms; Polyoxyethylene alkyl ether having 10 to 100 moles; polyoxyethylene fatty acid alkyl (1 to 3 carbon atoms of the alkyl) ester; polyoxyethylene alkylamine having an average addition mole number of ethylene oxide of 10 to 100 moles; Examples include alkyl polyglucosides having 8 to 18 alkyl groups or alkenyl groups; hydrogenated castor oil having an average addition mole number of ethylene oxide of 10 to 100 moles. Among these, a polyoxyethylene alkyl ether having an alkyl group having 10 to 18 carbon atoms and an average added mole number of ethylene oxide of 20 to 80 mol is preferable.
A nonionic surfactant may be used individually by 1 type, and may be used as a mixture which consists of 2 or more types.
The blending amount of the nonionic surfactant is not particularly limited as long as it can achieve the blending purpose, but is preferably 0.01 to 10% by mass, more preferably 0.1%, based on the total mass of the liquid softening agent composition. It is -8 mass%, More preferably, it is 0.5-5 mass%.
［ｐＨ］
本発明の液体柔軟剤組成物のｐＨは特に限定されないが、保存経日に伴う（Ａ）成分の分子中に含まれるエステル基の加水分解を抑制する観点から、２５℃におけるｐＨを１〜６の範囲に調整することが好ましく、２〜４の範囲に調整することがより好ましい。
ｐＨ調整には、柔軟剤組成物分野において公知の酸やアルカリを特に制限なく用いることができる。例えば、塩酸、硫酸、リン酸、アルキル硫酸、安息香酸、パラトルエンスルホン酸、クエン酸、リンゴ酸、コハク酸、乳酸、グリコール酸、ヒドロキシエタンジホスホン酸、フィチン酸、エチレンジアミン四酢酸、トリエタノールアミン、ジエタノールアミン、ジメチルアミン、Ｎ−メチルエタノールアミン、Ｎ−メチルジエタノールアミン等の短鎖アミン化合物、水酸化ナトリウム等のアルカリ金属水酸化物、アルカリ金属炭酸塩や、アルカリ金属珪酸塩などのｐＨ調整剤を用いることができる。
[PH]
Although the pH of the liquid softening agent composition of the present invention is not particularly limited, the pH at 25 ° C. is 1 to 6 from the viewpoint of suppressing hydrolysis of the ester group contained in the molecule of the component (A) accompanying storage aging. It is preferable to adjust to the range, and it is more preferable to adjust to the range of 2-4.
For pH adjustment, acids and alkalis known in the softener composition field can be used without particular limitation. For example, hydrochloric acid, sulfuric acid, phosphoric acid, alkyl sulfuric acid, benzoic acid, paratoluenesulfonic acid, citric acid, malic acid, succinic acid, lactic acid, glycolic acid, hydroxyethanediphosphonic acid, phytic acid, ethylenediaminetetraacetic acid, triethanolamine PH adjusters such as short chain amine compounds such as diethanolamine, dimethylamine, N-methylethanolamine and N-methyldiethanolamine, alkali metal hydroxides such as sodium hydroxide, alkali metal carbonates and alkali metal silicates Can be used.
［粘度］
本発明の液体柔軟剤組成物の粘度は、その使用性を損なわない限り特に限定されないが、２５℃における粘度が８００ｍＰａ・ｓ未満であることが好ましい。保存経日による粘度上昇を考慮すると、製造直後の液体柔軟剤組成物の２５℃における粘度が５００ｍＰａ・ｓ未満であるのがより好ましく、３００ｍＰａ・ｓ未満であるのがさらに好ましい。このような範囲にあると、洗濯機への投入の際のハンドリング性等の使用性が良好である。
なお、液体柔軟剤組成物の粘度は、Ｂ型粘度計（ＴＯＫＩＭＥＣ社製）を用いて測定することができる。
[viscosity]
Although the viscosity of the liquid softening agent composition of this invention is not specifically limited unless the usability is impaired, It is preferable that the viscosity in 25 degreeC is less than 800 mPa * s. Considering the increase in viscosity due to storage aging, the viscosity of the liquid softener composition immediately after production at 25 ° C. is more preferably less than 500 mPa · s, and even more preferably less than 300 mPa · s. When it is in such a range, the usability such as handling property at the time of loading into the washing machine is good.
The viscosity of the liquid softening agent composition can be measured using a B-type viscometer (manufactured by TOKIMEC).
［組成物の製造方法］
本発明の液体柔軟剤組成物は、公知の方法、例えば柔軟基材としてカチオン界面活性剤を用いる従来の液体柔軟剤組成物の製造方法と同様の方法により製造できる。
例えば、（Ａ）成分及び（Ｃ）成分を含む油相混合物と、水溶性物質である任意成分を含む水性混合物とを、（Ａ）成分の融点以上の温度条件下で混合して乳化物を調製し、その後、得られた乳化物に、（Ｂ）成分を添加して混合することにより製造することができる。
[Method for producing composition]
The liquid softener composition of the present invention can be produced by a known method, for example, a method similar to the conventional method for producing a liquid softener composition using a cationic surfactant as a soft base material.
For example, an oil phase mixture containing the components (A) and (C) and an aqueous mixture containing an optional component that is a water-soluble substance are mixed under a temperature condition equal to or higher than the melting point of the component (A) to obtain an emulsion. It can be manufactured by preparing and then adding and mixing the component (B) to the obtained emulsion.
［組成物の使用方法］
本発明の液体柔軟剤組成物の使用方法に特に制限はなく、一般の柔軟剤組成物と同様の方法で使用することができる。例えば、洗濯のすすぎの段階ですすぎ水へ本発明の液体柔軟剤組成物を溶解させて被洗物を柔軟処理する方法や、本発明の液体柔軟剤組成物をたらいのような容器中の水に溶解させ、更に被洗物を入れて浸漬処理する方法がある。
本発明の柔軟剤組成物により処理され得る繊維製品は、特に制限されるものではなく、例えば、衣類、カーテン、ソファー、カーペット、タオル、ハンカチ、シーツ、マクラカバー等が挙げられる。その素材も、綿や絹、ウール等の天然繊維でもよいし、ポリエステル等の化学繊維でもよい。
[How to use the composition]
There is no restriction | limiting in particular in the usage method of the liquid softening agent composition of this invention, It can use by the method similar to a general softening agent composition. For example, a method of softening a washing object by dissolving the liquid softener composition of the present invention in rinse water at the stage of rinsing or water in a container such as a tub with the liquid softener composition of the present invention. There is a method in which the product is dissolved, and further, an article to be cleaned is put in and immersed.
The textile product that can be treated with the softener composition of the present invention is not particularly limited, and examples thereof include clothing, curtains, sofas, carpets, towels, handkerchiefs, sheets, and macula covers. The material may also be natural fibers such as cotton, silk, and wool, or chemical fibers such as polyester.
以下、実施例により本発明を更に詳細に説明するが、本発明はこれに限定されるものではない。尚、実施例において成分配合量はすべて質量％（指定のある場合を除き、純分換算）を示す。 EXAMPLES Hereinafter, although an Example demonstrates this invention further in detail, this invention is not limited to this. In the examples, the component blending amounts are all expressed by mass% (in terms of pure content, unless otherwise specified).
［（Ａ）成分］
下記のＡ−１〜Ａ−４を使用した。
・Ａ−１：カチオン界面活性剤 モノ／ジ／トリ比 ３３：５４：１３
・Ａ−２：カチオン界面活性剤 モノ／ジ／トリ比 ５３：４１：６
・Ａ−３（比較例）：カチオン界面活性剤 モノ／ジ／トリ比 ２７：５２：２１
・Ａ−４（比較例）：カチオン界面活性剤 モノ／ジ／トリ比 １２：５４：３４
上記「モノ／ジ／トリの比」は、モノエステルアンモニウム塩／ジエステルアンモ
ニウム塩／トリエステルアンモニウム塩の質量比を表す。
[(A) component]
The following A-1 to A-4 were used.
A-1: cationic surfactant, mono / di / tri ratio 33:54:13
A-2: cationic surfactant mono / di / tri ratio 53: 41: 6
A-3 (comparative example): cationic surfactant mono / di / tri ratio 27:52:21
A-4 (comparative example): cationic surfactant mono / di / tri ratio 12:54:34
The “mono / di / tri ratio” represents a mass ratio of monoester ammonium salt / diester ammonium salt / triester ammonium salt.
＜第４級アンモニウム塩組成物（Ａ−１〜Ａ−４）の調製＞
１．第４級アンモニウム塩組成物（Ａ−１）の調製
１−１．メチルエステルの合成
オレイン酸メチル７５質量％ 、リノール酸メチル１６質量％及びステアリン酸メチル９質量％よりなるパーム脂肪酸メチル（ライオン（株）、パステルＭ１８２、分子量２９６）２．５ｋｇと市販の安定化ニッケル触媒２．５ｇ（０．１質量％／脂肪酸メチル）を４Ｌのオートクレーブに仕込み、窒素ガス置換を３回行った。ついで、回転数を８００ｒｐｍに合わせ、温度１８５℃で約７７Ｌの水素ガスを導入した。導入した水素が完全に消費されたら、冷却し、濾過助剤を使用して触媒を除き、水素添加したパーム脂肪酸メチルを得た。けん化価より求めた分子量は２９７であった。ＧＣ（ガスクロマトグラフィー）から求めた脂肪酸メチル組成は、ステアリン酸メチル３６質量％、エライジン酸メチル（トランス体）３６質量％、オレイン酸メチル（シス体）２８質量％、リノール酸メチル０質量％であり、不飽和脂肪酸メチルエステルのトランス体／シス体質量比率は５６／４４であった。なお、不飽和アルキル基は、ＧＣにより次の方法で測定した。
<Preparation of quaternary ammonium salt composition (A-1 to A-4)>
1. 1. Preparation of quaternary ammonium salt composition (A-1) 1-1. Synthesis of methyl ester 2.5 kg of palm fatty acid methyl (Lion Corporation, Pastel M182, molecular weight 296) consisting of 75% by weight of methyl oleate, 16% by weight of methyl linoleate and 9% by weight of methyl stearate and commercially available stabilized nickel 2.5 g of catalyst (0.1% by mass / methyl fatty acid) was charged into a 4 L autoclave, and nitrogen gas substitution was performed three times. Subsequently, the rotational speed was adjusted to 800 rpm, and about 77 L of hydrogen gas was introduced at a temperature of 185 ° C. When the introduced hydrogen was completely consumed, it was cooled, the catalyst was removed using a filter aid, and hydrogenated palm fatty acid methyl was obtained. The molecular weight determined from the saponification value was 297. The fatty acid methyl composition determined from GC (gas chromatography) is 36 mass% methyl stearate, 36 mass% methyl elaidate (trans isomer), 28 mass% methyl oleate (cis isomer), and 0 mass% methyl linoleate. Yes, the trans isomer / cis isomer mass ratio of the unsaturated fatty acid methyl ester was 56/44. The unsaturated alkyl group was measured by GC according to the following method.
機種：Ｈｉｔａｃｈｉ ＦＩＤ ガスクロＧ−３０００、
カラム：ＧＬサイエンスＴＣ−７０（０．２５ｍｍ Ｉ．Ｄｘ３０）、
温度：カラム１５０℃→２３０℃、昇温速度１０℃／ｍｉｎ、インジェクター＆ディテクター２４０℃、
カラム圧力：１．０ｋｇｆ／ｃｍ2
Model: Hitachi FID Gaskuro G-3000,
Column: GL Science TC-70 (0.25 mm I.Dx30),
Temperature: Column 150 ° C. → 230 ° C., temperature rising rate 10 ° C./min, injector & detector 240 ° C.,
Column pressure: 1.0 kgf / cm 2
１−２．アルカノールアミンエステルとそのカチオンの合成
上記１−１で調製した水素添加したパーム脂肪酸メチル３９４ｇ（１.３３モル）にステアリン酸メチル１１１ｇ（０．３７モル）とパルミチン酸メチル１２６ｇ（０.４７モル）を混合した脂肪酸メチルエステル（不飽和脂肪酸メチル／飽和脂肪酸メチルの質量比４０／６０）と、トリエタノールアミン２５０ｇ（１．６７モル）、酸化マグネシウム０．５１ｇ、１４％水酸化ナトリウム水溶液３．６９ｇを攪拌器、冷却器、温度計及び窒素導入管を備えた２Ｌの４つ口フラスコに入れ、窒素置換を行った後、窒素を０．５２Ｌ／ｍｉｎの流量で流しておいた。１．５℃／ｍｉｎの速度で１９０℃まで昇温して、６時間反応させた。未反応メチルエステルが１質量％以下であることを確認し反応を停止した。得られた生成物から触媒由来である脂肪酸塩をろ過除去し、中間体のアルカノールアミンエステルを得た。アミン価を測定し、分子量を求めると５８２であった。
1-2. Synthesis of alkanolamine ester and cation thereof 394 g (1.33 mol) of hydrogenated palm fatty acid methyl prepared in the above 1-1, 111 g (0.37 mol) of methyl stearate and 126 g (0.47 mol) of methyl palmitate Fatty acid methyl ester (unsaturated fatty acid methyl / saturated fatty acid methyl mass ratio 40/60), triethanolamine 250 g (1.67 mol), magnesium oxide 0.51 g, 14% sodium hydroxide aqueous solution 3.69 g Was placed in a 2 L four-necked flask equipped with a stirrer, a cooler, a thermometer, and a nitrogen introduction tube, and after nitrogen replacement, nitrogen was allowed to flow at a flow rate of 0.52 L / min. The temperature was raised to 190 ° C. at a rate of 1.5 ° C./min and reacted for 6 hours. The reaction was stopped after confirming that the amount of unreacted methyl ester was 1% by mass or less. The fatty acid salt derived from the catalyst was removed by filtration from the obtained product to obtain an intermediate alkanolamine ester. The amine value was measured and the molecular weight was determined to be 582.
得られたアルカノールアミンエステル２７０ｇ（０．４６モル）を温度計、滴下ロート、冷却機を備えた４つ口フラスコに入れ窒素置換した。次いで８５℃に加熱し、ジメチル硫酸５７．４ｇ（０．４５モル）を１時間にわたり滴下した。滴下終了後、温度を９０℃に保ち、１時間攪拌した。反応終了後、約６２ｇの未変性エタノール（日本エタノール（株））を滴下しながら冷却し、エタノール溶液を調製し、最後にフェリオックスＣＹ−１１５（ライオン（株））と、ジブチルヒドロキシトルエン（住友化学工業（株））をそれぞれ１００ｐｐｍの濃度になるように添加した。得られた第４級アンモニウム塩組成物（Ａ−１）には、（A-I）〜（A-III）成分が７０質量％含まれており、（A-I）成分：モノエステルアンモニウム塩／（A-II）成分：ジエステルアンモニウム塩／（A-III）成分：トリエステルアンモニウム塩が３３／５４／１３（質量比）で含まれていた。これは（A-I）／ [（A-I）＋（A-II）＋（A-III）]＝０．３３で表される。このエタノール溶液中には、４級化されていないモノエステルアミンとジエステルアミンとトリエステルアミンが９．０質量％含まれており、その比率は１／９／９０（質量比）で存在していた。更に副生成物として、両性化合物が２．０質量％含まれていた。 270 g (0.46 mol) of the obtained alkanolamine ester was placed in a four-necked flask equipped with a thermometer, a dropping funnel and a cooler, and the atmosphere was replaced with nitrogen. Subsequently, it heated at 85 degreeC and 57.4 g (0.45 mol) of dimethyl sulfuric acid was dripped over 1 hour. After completion of dropping, the temperature was kept at 90 ° C. and stirred for 1 hour. After completion of the reaction, about 62 g of non-denatured ethanol (Japan Ethanol Co., Ltd.) was added dropwise and cooled to prepare an ethanol solution. Chemical Industry Co., Ltd.) was added to a concentration of 100 ppm. The obtained quaternary ammonium salt composition (A-1) contains 70% by mass of components (AI) to (A-III), and (AI) component: monoester ammonium salt / (A- II) Component: Diester ammonium salt / (A-III) Component: Triester ammonium salt was contained at 33/54/13 (mass ratio). This is represented by (A-I) / [(A-I) + (A-II) + (A-III)] = 0.33. This ethanol solution contained 9.0% by mass of non-quaternized monoesteramine, diesteramine and triesteramine, and the ratio was 1/9/90 (mass ratio). . Further, 2.0% by mass of the amphoteric compound was contained as a by-product.
２．第４級アンモニウム塩組成物（Ａ−２）の調製
２−１．メチルエステルの合成
オレイン酸メチル７５質量％、リノール酸メチル１６質量％及びステアリン酸メチル９質量％よりなるパーム脂肪酸メチル（ライオン（株）、パステルＭ１８２、分子量２９６）２．５ｋｇと市販の安定化ニッケル触媒１．９ｇ（０．０７５質量％／脂肪酸メチル）を４Ｌのオートクレーブに仕込み、窒素ガス置換を３回行った。ついで、回転数を８００ｒｐｍにあわせ、温度１８５℃で約４０Ｌの水素ガスを導入した。導入した水素が完全に消費されたら、冷却し、濾過助剤を使用して触媒を除き、水素添加したパーム脂肪酸メチルを得た。けん化価より求めた分子量は２９６であった。ＧＣから求めた脂肪酸メチル組成は、ステアリン酸メチル１４質量％、エライジン酸メチル（トランス体）２６質量％、オレイン酸メチル（シス体）６０質量％、リノール酸メチル０質量％であり、不飽和脂肪酸メチルエステルのトランス体／シス体質量比率は３０／７０であった。なお、不飽和アルキル基は、ＧＣにより次の方法で測定した。
2. 2. Preparation of quaternary ammonium salt composition (A-2) 2-1. Synthesis of methyl ester 2.5 kg of palm fatty acid methyl (Lion Corporation, Pastel M182, molecular weight 296) consisting of 75% by weight of oleate, 16% by weight of methyl linoleate and 9% by weight of methyl stearate and commercially available stabilized nickel 1.9 g (0.075 mass% / fatty acid methyl) of the catalyst was charged into a 4 L autoclave, and nitrogen gas substitution was performed three times. Next, the rotation speed was adjusted to 800 rpm, and about 40 L of hydrogen gas was introduced at a temperature of 185 ° C. When the introduced hydrogen was completely consumed, it was cooled, the catalyst was removed using a filter aid, and hydrogenated palm fatty acid methyl was obtained. The molecular weight determined from the saponification value was 296. The fatty acid methyl composition determined from GC is 14% by mass of methyl stearate, 26% by mass of methyl elaidate (trans isomer), 60% by mass of methyl oleate (cis isomer), and 0% by mass of methyl linoleate. The methyl ester trans isomer / cis isomer mass ratio was 30/70. The unsaturated alkyl group was measured by GC according to the following method.
機種：Ｈｉｔａｃｈｉ ＦＩＤ ガスクロＧ−３０００、
カラム：ＧＬサイエンスＴＣ−７０（０．２５ｍｍ Ｉ．Ｄｘ３０）、
温度：カラム１５０℃→２３０℃、昇温速度１０℃／ｍｉｎ、インジェクター＆ディテクター２４０℃、
カラム圧力：１．０ｋｇｆ／ｃｍ2
Model: Hitachi FID Gaskuro G-3000,
Column: GL Science TC-70 (0.25 mm I.Dx30),
Temperature: Column 150 ° C. → 230 ° C., temperature rising rate 10 ° C./min, injector & detector 240 ° C.,
Column pressure: 1.0 kgf / cm 2
２−２．アルカノールアミンエステルとそのカチオンの合成
上記２−１で調製した水素添加したパーム脂肪酸メチル４８９ｇ（１．６５モル）にステアリン酸メチル３５２ｇ（１．１８モル）を混合した脂肪酸メチルエステル（不飽和脂肪酸メチル／飽和脂肪酸メチルの質量比５０／５０）と、トリエタノールアミン４６８ｇ（３．１４モル）、酸化マグネシウム０．６５ｇ、１４％水酸化ナトリウム水溶液４．６８ｇを攪拌器、冷却器、温度計及び窒素導入管を備えた２Ｌの４つ口フラスコに入れ、窒素置換を行った後、窒素を０．５２Ｌ／ｍｉｎの流量で流しておいた。１．５℃／ｍｉｎの速度で１９０℃まで昇温して、６時間反応させた。未反応メチルエステルが１質量％以下であることを確認し、反応を停止した。得られた生成物から触媒由来である脂肪酸塩をろ過除去し、中間体のアルカノールアミンエステルを得た。
2-2. Synthesis of alkanolamine ester and its cation Fatty acid methyl ester (unsaturated fatty acid methyl) prepared by mixing 489 g (1.65 mol) of hydrogenated palm fatty acid methyl prepared in 2-1 above with 352 g (1.18 mol) of methyl stearate / Mass ratio of saturated fatty acid methyl 50/50), triethanolamine 468g (3.14mol), magnesium oxide 0.65g, 14% sodium hydroxide aqueous solution 4.68g, stirrer, cooler, thermometer and nitrogen After putting into a 2 L four-necked flask equipped with an introduction tube and performing nitrogen substitution, nitrogen was allowed to flow at a flow rate of 0.52 L / min. The temperature was raised to 190 ° C. at a rate of 1.5 ° C./min and reacted for 6 hours. After confirming that the amount of unreacted methyl ester was 1% by mass or less, the reaction was stopped. The fatty acid salt derived from the catalyst was removed by filtration from the obtained product to obtain an intermediate alkanolamine ester.
得られたアルカノールアミンエステル３００ｇを温度計、滴下ロート、冷却機を備えた４つ口フラスコに入れ窒素置換した。次いで８５℃に加熱し、アルカノールアミンエステルに対して０．９８倍モルのジメチル硫酸を１時間にわたり滴下した。滴下終了後、温度を９０℃に保ち、１時間攪拌した。反応終了後、エタノールを滴下しながら冷却し、固形分８５質量％のエタノール溶液を調製し、最後にフェリオックスＣＹ−１１５（ライオン（株））と、ジブチルヒドロキシトルエン（住友化学工業（株））をそれぞれ１００ｐｐｍの濃度になるように添加した。得られた第４級アンモニウム塩組成物（Ａ−２）には、（A-I）〜（A-III）成分が７２％含まれており、（A-I）成分：モノエステルアンモニウム塩／（A-II）成分：ジエステルアンモニウム塩／（A-III）成分：トリエステルアンモニウム塩が５３／４１／６（質量比）で含まれていた。これは（A-I）／ [（A-I）＋（A-II）＋（A-III）]＝０．５３で表される。 300 g of the obtained alkanolamine ester was placed in a four-necked flask equipped with a thermometer, a dropping funnel and a cooler, and the atmosphere was replaced with nitrogen. Subsequently, it heated at 85 degreeC and 0.98 times mole dimethyl sulfuric acid was dripped over 1 hour with respect to alkanolamine ester. After completion of dropping, the temperature was kept at 90 ° C. and stirred for 1 hour. After completion of the reaction, the solution was cooled while adding ethanol dropwise to prepare an ethanol solution having a solid content of 85% by mass. Were each added to a concentration of 100 ppm. The resulting quaternary ammonium salt composition (A-2) contains 72% of components (AI) to (A-III), (AI) component: monoester ammonium salt / (A-II) ) Component: Diester ammonium salt / (A-III) Component: Triester ammonium salt was contained at 53/41/6 (mass ratio). This is represented by (A-I) / [(A-I) + (A-II) + (A-III)] = 0.53.
３．第４級アンモニウム塩組成物（Ａ−３）の調製
上記１−１で調製した水素添加したパーム脂肪酸メチル４８９ｇ（１.６５モル）にステアリン酸メチル１３７ｇ（０．４６モル）とパルミチン酸メチル１５６ｇ（０. ５８モル）を混合した脂肪酸メチルエステル（不飽和脂肪酸メチル／飽和脂肪酸メチルの質量比４０／６０）と、トリエタノールアミン２５０ｇ（１．６７モル）、酸化マグネシウム０．５１ｇ、１４％水酸化ナトリウム水溶液３．６９ｇを攪拌器、冷却器、温度計及び窒素導入管を備えた２Ｌの４つ口フラスコに入れ、窒素置換を行った後、窒素を０．５２Ｌ／ｍｉｎの流量で流しておいた。１．５℃／ｍｉｎの速度で１９０℃まで昇温して、６時間反応させた。未反応メチルエステルが１％以下であることを確認し、反応を停止した。得られた生成物から触媒由来である脂肪酸塩をろ過除去し、中間体のアルカノールアミンエステルを得た。
3. Preparation of quaternary ammonium salt composition (A-3) 489 g (1.65 mol) of hydrogenated palm fatty acid methyl prepared in the above 1-1, 137 g (0.46 mol) of methyl stearate and 156 g of methyl palmitate (0.58 mol) fatty acid methyl ester (unsaturated fatty acid methyl / saturated fatty acid methyl mass ratio 40/60), triethanolamine 250 g (1.67 mol), magnesium oxide 0.51 g, 14% water 3.69 g of an aqueous sodium oxide solution was placed in a 2 L four-necked flask equipped with a stirrer, a cooler, a thermometer, and a nitrogen introduction tube, and after nitrogen replacement, nitrogen was flowed at a flow rate of 0.52 L / min. Oita. The temperature was raised to 190 ° C. at a rate of 1.5 ° C./min and reacted for 6 hours. After confirming that the unreacted methyl ester was 1% or less, the reaction was stopped. The fatty acid salt derived from the catalyst was removed by filtration from the obtained product to obtain an intermediate alkanolamine ester.
得られたアルカノールアミンエステル２７０ｇ（０．４６モル）を温度計、滴下ロート、冷却機を備えた４ つ口フラスコに入れ窒素置換した。次いで８５℃に加熱し、ジメチル硫酸５７．４ｇ（０．４５モル）を１時間にわたり滴下した。滴下終了後、温度を９０℃に保ち、１時間攪拌した。反応終了後、約６２ｇの未変性エタノール（日本エタノール（株））を滴下しながら冷却し、エタノール溶液を調製し、最後にフェリオックスＣＹ−１１５（ライオン（株））と、ジブチルヒドロキシトルエン（住友化学工業（株））をそれぞれ１００ｐｐｍの濃度になるように添加した。得られた第４級アンモニウム塩組成物（Ａ−３）には、（A-I）〜（A-III）成分が７０質量％含まれており、（A-I）成分：モノエステルアンモニウム塩／（A-II）成分：ジエステルアンモニウム塩／（A-III）成分：トリエステルアンモニウム塩が２７／５２／２１（質量比）で含まれていた。これは（A-I）／ [（A-I）＋（A-II）＋（A-III）]＝０．２７で表される。 270 g (0.46 mol) of the obtained alkanolamine ester was placed in a four-necked flask equipped with a thermometer, a dropping funnel and a cooler, and the atmosphere was replaced with nitrogen. Subsequently, it heated at 85 degreeC and 57.4 g (0.45 mol) of dimethyl sulfuric acid was dripped over 1 hour. After completion of dropping, the temperature was kept at 90 ° C. and stirred for 1 hour. After completion of the reaction, about 62 g of non-denatured ethanol (Japan Ethanol Co., Ltd.) was added dropwise and cooled to prepare an ethanol solution. Chemical Industry Co., Ltd.) was added to a concentration of 100 ppm. The obtained quaternary ammonium salt composition (A-3) contains 70% by mass of components (AI) to (A-III). (AI) component: monoester ammonium salt / (A- II) Component: Diester ammonium salt / (A-III) Component: Triester ammonium salt was contained at 27/52/21 (mass ratio). This is represented by (A-I) / [(A-I) + (A-II) + (A-III)] = 0.27.
４．第４級アンモニウム塩組成物（Ａ−４）の調製
上記１−１で調製した水素添加したパーム脂肪酸メチル４８９ｇ（１．６５モル）と、トリエタノールアミン９８ｇ（０．６６モル）、酸化マグネシウム０．２９ｇ、１４％水酸化ナトリウム水溶液２．１ｇを攪拌器、冷却器、温度計及び窒素導入管を備えた２Ｌの４つ口フラスコに入れ、窒素置換を行った後、窒素を０．５２Ｌ／ｍｉｎの流量で流しておいた。１．５℃／ｍｉｎの速度で１９０℃まで昇温して、６時間反応させた。未反応メチルエステルが１％以下であることを確認し、反応を停止した。得られた生成物から触媒由来である脂肪酸塩をろ過除去し、中間体のアルカノールアミンエステルを得た。
4). Preparation of quaternary ammonium salt composition (A-4) 489 g (1.65 mol) of hydrogenated palm fatty acid methyl prepared in 1-1, 98 g (0.66 mol) of triethanolamine, magnesium oxide 0 .29 g, 2.1 g of 14% sodium hydroxide aqueous solution 2.1 g were put into a 2 L four-necked flask equipped with a stirrer, a cooler, a thermometer, and a nitrogen introduction tube, and after nitrogen substitution, 0.52 L / nitrogen was added. It was made to flow at a flow rate of min. The temperature was raised to 190 ° C. at a rate of 1.5 ° C./min and reacted for 6 hours. After confirming that the unreacted methyl ester was 1% or less, the reaction was stopped. The fatty acid salt derived from the catalyst was removed by filtration from the obtained product to obtain an intermediate alkanolamine ester.
得られたアルカノールアミンエステル３００ｇを温度計、滴下ロート、冷却機を備えた４つ口フラスコに入れ窒素置換した。次いで８５℃に加熱し、アルカノールアミンエステルに対して０．９８倍モルのジメチル硫酸を１時間にわたり滴下した。滴下終了後、温度を９０℃に保ち、１時間攪拌した。反応終了後、エタノールを滴下しながら冷却し、固形分８５％のエタノール溶液を調製し、最後にフェリオックスＣＹ−１１５（ライオン（株））と、ジブチルヒドロキシトルエン（住友化学工業（株））をそれぞれ１００ｐｐｍの濃度になるように添加した。得られた第４級アンモニウム塩組成物（Ａ−４）には、（A-I）〜（A-III）成分が７０質量％含まれており、（A-I）成分：モノエステルアンモニウム塩／（A-II）成分：ジエステルアンモニウム塩／（A-III）成分：トリエステルアンモニウム塩が１２／５４／３４（質量比）で含まれていた。これは（A-I）／ [（A-I）＋（A-II）＋（A-III）]＝０．１２で表される。 300 g of the obtained alkanolamine ester was placed in a four-necked flask equipped with a thermometer, a dropping funnel and a cooler, and the atmosphere was replaced with nitrogen. Subsequently, it heated at 85 degreeC and 0.98 times mole dimethyl sulfuric acid was dripped over 1 hour with respect to alkanolamine ester. After completion of dropping, the temperature was kept at 90 ° C. and stirred for 1 hour. After completion of the reaction, the solution was cooled while adding ethanol dropwise to prepare an ethanol solution with a solid content of 85%. Each was added to a concentration of 100 ppm. The obtained quaternary ammonium salt composition (A-4) contains 70% by mass of components (AI) to (A-III). (AI) component: monoester ammonium salt / (A- II) Component: Diester ammonium salt / (A-III) Component: Triester ammonium salt was contained at 12/54/34 (mass ratio). This is represented by (A-I) / [(A-I) + (A-II) + (A-III)] = 0.12.
［（Ｂ）成分］
下記のＢ−１及びＢ−２を使用した。
・Ｂ−１：塩化カルシウム（和光純薬株式会社製）
・Ｂ−２：塩化マグネシウム（和光純薬株式会社製）
[Component (B)]
The following B-1 and B-2 were used.
・ B-1: Calcium chloride (Wako Pure Chemical Industries, Ltd.)
・ B-2: Magnesium chloride (Wako Pure Chemical Industries, Ltd.)
［（Ｃ）成分］
下記のＣ−１及びＣ−２を使用した。
Ｃ−１：２−シクロヘキシルエチルアセテート（豊玉香料株式会社）
Ｃ−２：２−シクロへキシルエタノール（シグマアルドリッチ）
[Component (C)]
The following C-1 and C-2 were used.
C-1: 2-cyclohexyl ethyl acetate (Toyotama Fragrance Co., Ltd.)
C-2: 2-cyclohexylethanol (Sigma Aldrich)
［共通成分］
本発明の共通成分として、下表で示す成分を使用した。
The components shown in the following table were used as common components of the present invention.
香料成分を下表に示す。
［柔軟剤組成物の調製方法］
内径１００ｍｍ、高さ１５０ｍｍのガラス容器と、攪拌機（アジターＳＪ型、島津製作所製）を用い、各成分の配合量を、下記表１に記載の通り調整して、次の手順により液体柔軟剤組成物を調製した。
まず、（Ａ）成分及び（Ｃ）成分、ノニオン界面活性剤、香料成分を混合攪拌して、油相混合物を得た。一方、バランス用イオン交換水の質量は、９８０ｇから油相混合物、防腐剤、水溶性溶剤の合計量を差し引いた残部に相当する。次に、（Ａ）成分の融点以上に加温した油相混合物をガラス容器に収納して攪拌しながら、（Ａ）成分の融点以上に加温したイオン交換水に防腐剤、水溶性溶剤を添加した水相混合物を２度に分割して添加し、攪拌した。ここで、水相混合物の分割比率は３０：７０（質量比）とし、攪拌は回転速度１，０００ｒｐｍで、１回目の水相混合物添加後に３分間、２回目の水相混合物加後に２分間行った。しかる後、（Ｂ）成分を添加した。また必要に応じて、塩酸（試薬１ｍｏｌ／Ｌ、関東化学）、または水酸化ナトリウム（試薬１ｍｏｌ／Ｌ、関東化学）を適量添加してｐＨを２．５に調整し、更に全体質量が１，０００ｇになるようにイオン交換水を添加して、目的の柔軟剤組成物（実施例１〜１１、比較例１〜８）を得た。
[Method for preparing softener composition]
Using a glass container having an inner diameter of 100 mm and a height of 150 mm and a stirrer (Agitator SJ type, manufactured by Shimadzu Corporation), the blending amount of each component is adjusted as shown in Table 1 below, and the liquid softener composition is prepared by the following procedure. A product was prepared.
First, (A) component and (C) component, nonionic surfactant, and the fragrance | flavor component were mixed and stirred, and the oil phase mixture was obtained. On the other hand, the mass of ion-exchanged water for balance corresponds to the balance obtained by subtracting the total amount of oil phase mixture, preservative, and water-soluble solvent from 980 g. Next, while storing the oil phase mixture heated above the melting point of the component (A) in a glass container and stirring, the preservative and the water-soluble solvent are added to the ion-exchanged water heated above the melting point of the component (A). The added aqueous phase mixture was added in two portions and stirred. Here, the split ratio of the aqueous phase mixture was 30:70 (mass ratio), and the stirring was performed at a rotational speed of 1,000 rpm for 3 minutes after the first aqueous phase mixture addition and for 2 minutes after the second aqueous phase mixture addition. It was. Thereafter, the component (B) was added. If necessary, hydrochloric acid (reagent 1 mol / L, Kanto Chemical) or sodium hydroxide (reagent 1 mol / L, Kanto Chemical) is added in an appropriate amount to adjust the pH to 2.5. Ion exchange water was added so that it might become 000 g, and the target softener composition (Examples 1-11, Comparative Examples 1-8) was obtained.
［カチオン残存率の測定方法］
（Ａ）成分の経時的な加水分解の程度を評価するために、液体柔軟剤組成物中のカチオン残存率を下記の方法で測定を行った。
液体柔軟剤組成物を内容積１００ｍＬのガラス容器に収納して密閉し、５０℃で２ヶ月保存した後、２５℃に冷却したものを評価用サンプルとした。また、同様にガラス容器に収納して密閉し、５℃で２ヶ月保存したものをそれぞれの参照用サンプルとした。
これらのサンプル中のメチルサルフェートカチオン（トリエステル体＋ジエステル体）の残存率を測定した。測定は、ＨＩＴＡＣＨＩ社製ｃｏｌｕｍｎ ｏｖｅｎ Ｌ−７３００Ｃを用いてＨＰＬＣ−ＲＩ測定にて行った。カチオンには、トリエステル体、ジエステル体、モノエステル体、トリエタノールアミンの４級化物が含まれているが、柔軟性付与効果への寄与が大きいトリエステル体とジエステル体のみの残存率を調べた。
参照用サンプル中のカチオン残存量を１００％とし、評価用サンプル中のカチオン残存量の割合を残存率とする。商品価値上、残存率６０％以上であるものを合格とする。
測定条件を以下に示す。
移動相：０．２８質量％過塩素酸ナトリウム／メタノール
カラム：ＧＬ-ＰＡＣＫ ＮＵＣＬＥＯＳＩＬ 100-5ＳＡ ４．６×２．５０ｍｍ
カラム温度：５０℃
流速：１．０ｍＬ/ｍｉｎ
検出器：ＲＩ
注入量：７５μＬ
内標：０．９０% ＤＴＡＢ(ｎ-ドデシルトリメチルアンモニウムブロミド)
[Measurement method of residual ratio of cation]
In order to evaluate the degree of hydrolysis of the component (A) over time, the cation residual ratio in the liquid softener composition was measured by the following method.
The liquid softening agent composition was housed in a glass container with an internal volume of 100 mL, sealed, stored at 50 ° C. for 2 months, and then cooled to 25 ° C. as a sample for evaluation. Similarly, each sample for reference was stored in a glass container, sealed and stored at 5 ° C. for 2 months.
The residual rate of methyl sulfate cation (triester body + diester body) in these samples was measured. The measurement was performed by HPLC-RI measurement using column ven L-7300C manufactured by HITACHI. The cations include triesters, diesters, monoesters, and quaternized triethanolamines, but the remaining ratio of only the triesters and diesters that greatly contribute to the flexibility-imparting effect was investigated. It was.
The remaining amount of cation in the reference sample is 100%, and the ratio of the remaining amount of cation in the sample for evaluation is defined as the remaining rate. In terms of merchandise value, a product with a remaining rate of 60% or more is considered acceptable.
The measurement conditions are shown below.
Mobile phase: 0.28 mass% sodium perchlorate / methanol column: GL-PACK NUCLEOSIL 100-5SA 4.6 × 2.50 mm
Column temperature: 50 ° C
Flow rate: 1.0 mL / min
Detector: RI
Injection volume: 75 μL
Internal standard: 0.90% DTAB (n-dodecyltrimethylammonium bromide)
［保存後臭気の評価方法］
液体柔軟剤組成物を、内容積１００ｍＬのガラス容器に収納して密閉し、保存前サンプルとした。
同様に内容積１００ｍＬのガラス容器に収納して密閉し、５０℃条件下で２ヶ月保管したものを保存後サンプルとした。
専門パネル１０名により、保存前サンプルの臭気を基準とし、これと保存後サンプルの臭気を比べたときの評価を、下記の基準に基づく５段階評価法で行った。１０名の評価結果の平均値に基づき、下記の判定基準により判定した。商品価値上◎、○を合格とする。
＜評価基準＞
５：保存前サンプルと同等と認められる。
４：保存前サンプルと比べてごくわずかに違いが認められるが、異臭は感じられない。
３：保存前サンプルに比べてわずかに異臭が感じられる。
２：保存前サンプルに比べてかなり違いがあり、異臭が感じられる。
１：保存前サンプルに比べて非常に違いがある。
＜判定基準＞
◎：平均値が４点以上。
○：平均値が３点以上４点未満。
△：平均値が２点以上３点未満。
×：平均値が２点未満。
[Evaluation method of odor after storage]
The liquid softening agent composition was housed in a glass container having an internal volume of 100 mL and sealed to obtain a sample before storage.
Similarly, the sample was stored in a glass container with an internal volume of 100 mL, sealed, and stored for 2 months under 50 ° C. conditions as a sample after storage.
Evaluation was performed by 10 specialist panels using the odor of the sample before storage as a reference and comparing the odor of the sample after storage with a five-step evaluation method based on the following criteria. Based on the average value of the evaluation results of 10 people, the determination was made according to the following criteria. ◎ and ○ are acceptable in terms of product value.
<Evaluation criteria>
5: Equal to the sample before storage.
4: Although a slight difference is recognized compared with the sample before storage, no off-flavor is felt.
3: Slight odor is felt compared to the sample before storage.
2: There is a considerable difference compared to the sample before storage, and a strange odor is felt.
1: Very different from the sample before storage.
<Criteria>
A: The average value is 4 points or more.
A: The average value is 3 points or more and less than 4 points.
Δ: The average value is 2 points or more and less than 3 points.
X: The average value is less than 2 points.
Claims (2)
（Ａ）下記（A-I）、（A-II）及び（A-III）の混合物 15質量％未満；及び
（Ｂ）無機塩 0.2質量％未満
であって、
（A-I）が、エステル基で分断されている炭素数10〜26の炭化水素基を分子内に１つ有する第４級アンモニウム塩であり、
（A-II）が、エステル基で分断されている炭素数10〜26の炭化水素基を分子内に２つ有する第４級アンモニウム塩であり、
（A-III）が、エステル基で分断されている炭素数10〜26の炭化水素基を分子内に３つ有する第４級アンモニウム塩であり、
（A-I）／［（A-I）＋（A-II）＋（A-III）］で表される（A-I）成分の質量比が、０．３０より大きく０．８０以下である、前記液体柔軟剤組成物。 Liquid softener composition containing the following components (A) and (B):
(A) a mixture of (AI), (A-II) and (A-III) below less than 15% by weight; and (B) an inorganic salt less than 0.2% by weight,
(AI) is a quaternary ammonium salt having one hydrocarbon group having 10 to 26 carbon atoms separated by an ester group in the molecule,
(A-II) is a quaternary ammonium salt having two hydrocarbon groups having 10 to 26 carbon atoms separated by an ester group in the molecule,
(A-III) is a quaternary ammonium salt having three hydrocarbon groups having 10 to 26 carbon atoms separated by an ester group in the molecule;
The liquid softener, wherein the mass ratio of (AI) component represented by (AI) / [(AI) + (A-II) + (A-III)] is greater than 0.30 and less than or equal to 0.80 Composition.
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|---|---|---|---|---|
| JP2020084389A (en) * | 2018-11-30 | 2020-06-04 | 花王株式会社 | Treatment method of fiber product |
| JP2020133074A (en) * | 2019-02-25 | 2020-08-31 | 花王株式会社 | Method of processing textile product |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004211215A (en) * | 2002-12-27 | 2004-07-29 | Lion Corp | Liquid softening agent composition |
| JP2016113705A (en) * | 2014-12-11 | 2016-06-23 | ライオン株式会社 | Liquid softener composition |
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004211215A (en) * | 2002-12-27 | 2004-07-29 | Lion Corp | Liquid softening agent composition |
| JP2016113705A (en) * | 2014-12-11 | 2016-06-23 | ライオン株式会社 | Liquid softener composition |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2020084389A (en) * | 2018-11-30 | 2020-06-04 | 花王株式会社 | Treatment method of fiber product |
| JP7145741B2 (en) | 2018-11-30 | 2022-10-03 | 花王株式会社 | Textile treatment method |
| JP2020133074A (en) * | 2019-02-25 | 2020-08-31 | 花王株式会社 | Method of processing textile product |
| JP7145787B2 (en) | 2019-02-25 | 2022-10-03 | 花王株式会社 | Textile treatment method |
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