JP2012041443A - Flavoring agent composition - Google Patents
Flavoring agent composition Download PDFInfo
- Publication number
- JP2012041443A JP2012041443A JP2010183820A JP2010183820A JP2012041443A JP 2012041443 A JP2012041443 A JP 2012041443A JP 2010183820 A JP2010183820 A JP 2010183820A JP 2010183820 A JP2010183820 A JP 2010183820A JP 2012041443 A JP2012041443 A JP 2012041443A
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- JP
- Japan
- Prior art keywords
- component
- group
- mass
- carbon atoms
- fragrance
- 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 51
- 239000000796 flavoring agent Substances 0.000 title claims abstract description 23
- 235000013355 food flavoring agent Nutrition 0.000 title claims abstract description 6
- -1 ester compound Chemical class 0.000 claims abstract description 61
- 150000001875 compounds Chemical class 0.000 claims abstract description 51
- 229920001296 polysiloxane Polymers 0.000 claims abstract description 47
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 45
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 26
- 125000002091 cationic group Chemical group 0.000 claims abstract description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 26
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 23
- 150000002430 hydrocarbons Chemical group 0.000 claims abstract description 20
- 235000019634 flavors Nutrition 0.000 claims abstract description 17
- 229920000642 polymer Polymers 0.000 claims abstract description 14
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 3
- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 49
- 239000003205 fragrance Substances 0.000 claims description 49
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 17
- 229910052799 carbon Inorganic materials 0.000 claims description 11
- 125000003545 alkoxy group Chemical group 0.000 claims description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 125000001424 substituent group Chemical group 0.000 claims description 4
- 239000000126 substance Substances 0.000 abstract description 15
- 239000004753 textile Substances 0.000 abstract description 9
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 abstract description 3
- 239000000463 material Substances 0.000 abstract description 2
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 abstract 1
- 235000012239 silicon dioxide Nutrition 0.000 abstract 1
- 239000000835 fiber Substances 0.000 description 30
- 125000000217 alkyl group Chemical group 0.000 description 23
- 238000000034 method Methods 0.000 description 19
- 229920001282 polysaccharide Polymers 0.000 description 19
- 239000005017 polysaccharide Substances 0.000 description 19
- 239000000178 monomer Substances 0.000 description 18
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 18
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 description 16
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
- 238000011156 evaluation Methods 0.000 description 14
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 13
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 12
- 230000015572 biosynthetic process Effects 0.000 description 12
- 238000003786 synthesis reaction Methods 0.000 description 12
- 238000003756 stirring Methods 0.000 description 11
- 229910052757 nitrogen Inorganic materials 0.000 description 10
- 150000003839 salts Chemical class 0.000 description 10
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 9
- 239000002253 acid Substances 0.000 description 9
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 9
- 150000004676 glycans Chemical class 0.000 description 9
- 229920000728 polyester Polymers 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- 239000003795 chemical substances by application Substances 0.000 description 8
- 125000000524 functional group Chemical group 0.000 description 8
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 8
- 229920002554 vinyl polymer Polymers 0.000 description 8
- 238000005406 washing Methods 0.000 description 8
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- 239000000839 emulsion Substances 0.000 description 7
- 125000004433 nitrogen atom Chemical group N* 0.000 description 7
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 6
- 125000003277 amino group Chemical group 0.000 description 6
- QMVPMAAFGQKVCJ-UHFFFAOYSA-N citronellol Chemical compound OCCC(C)CCC=C(C)C QMVPMAAFGQKVCJ-UHFFFAOYSA-N 0.000 description 6
- 239000002304 perfume Substances 0.000 description 6
- 230000002688 persistence Effects 0.000 description 6
- 239000005792 Geraniol Substances 0.000 description 5
- GLZPCOQZEFWAFX-YFHOEESVSA-N Geraniol Natural products CC(C)=CCC\C(C)=C/CO GLZPCOQZEFWAFX-YFHOEESVSA-N 0.000 description 5
- 125000000129 anionic group Chemical group 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000003153 chemical reaction reagent Substances 0.000 description 5
- 238000001816 cooling Methods 0.000 description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
- 238000001914 filtration Methods 0.000 description 5
- 238000005227 gel permeation chromatography Methods 0.000 description 5
- 229940113087 geraniol Drugs 0.000 description 5
- 239000004094 surface-active agent Substances 0.000 description 5
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 4
- WRYLYDPHFGVWKC-UHFFFAOYSA-N 4-terpineol Chemical compound CC(C)C1(O)CCC(C)=CC1 WRYLYDPHFGVWKC-UHFFFAOYSA-N 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
- 239000004373 Pullulan Substances 0.000 description 4
- 229920001218 Pullulan Polymers 0.000 description 4
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 239000003995 emulsifying agent Substances 0.000 description 4
- 125000004185 ester group Chemical group 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- ZYTMANIQRDEHIO-KXUCPTDWSA-N isopulegol Chemical compound C[C@@H]1CC[C@@H](C(C)=C)[C@H](O)C1 ZYTMANIQRDEHIO-KXUCPTDWSA-N 0.000 description 4
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- 235000019423 pullulan Nutrition 0.000 description 4
- 229930004725 sesquiterpene Natural products 0.000 description 4
- 150000003505 terpenes Chemical class 0.000 description 4
- 235000007586 terpenes Nutrition 0.000 description 4
- QMVPMAAFGQKVCJ-SNVBAGLBSA-N (R)-(+)-citronellol Natural products OCC[C@H](C)CCC=C(C)C QMVPMAAFGQKVCJ-SNVBAGLBSA-N 0.000 description 3
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 3
- GLZPCOQZEFWAFX-JXMROGBWSA-N Nerol Natural products CC(C)=CCC\C(C)=C\CO GLZPCOQZEFWAFX-JXMROGBWSA-N 0.000 description 3
- 230000002152 alkylating effect Effects 0.000 description 3
- 150000001408 amides Chemical class 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- JGQFVRIQXUFPAH-UHFFFAOYSA-N beta-citronellol Natural products OCCC(C)CCCC(C)=C JGQFVRIQXUFPAH-UHFFFAOYSA-N 0.000 description 3
- 239000001913 cellulose Substances 0.000 description 3
- 229920002678 cellulose Polymers 0.000 description 3
- 235000015165 citric acid Nutrition 0.000 description 3
- 235000000484 citronellol Nutrition 0.000 description 3
- 239000004205 dimethyl polysiloxane Substances 0.000 description 3
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 3
- 230000002708 enhancing effect Effects 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000000691 measurement method Methods 0.000 description 3
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 3
- WZAPMUSQALINQD-UHFFFAOYSA-M potassium;ethenyl sulfate Chemical compound [K+].[O-]S(=O)(=O)OC=C WZAPMUSQALINQD-UHFFFAOYSA-M 0.000 description 3
- 125000001453 quaternary ammonium group Chemical group 0.000 description 3
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 3
- SUBJHSREKVAVAR-UHFFFAOYSA-N sodium;methanol;methanolate Chemical compound [Na+].OC.[O-]C SUBJHSREKVAVAR-UHFFFAOYSA-N 0.000 description 3
- 125000001302 tertiary amino group Chemical group 0.000 description 3
- 238000004448 titration Methods 0.000 description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 3
- 239000001871 (1R,2R,5S)-5-methyl-2-prop-1-en-2-ylcyclohexan-1-ol Substances 0.000 description 2
- 239000001490 (3R)-3,7-dimethylocta-1,6-dien-3-ol Substances 0.000 description 2
- WRYLYDPHFGVWKC-JTQLQIEISA-N (R)-(-)-p-Menth-1-en-4-ol Natural products CC(C)[C@@]1(O)CCC(C)=CC1 WRYLYDPHFGVWKC-JTQLQIEISA-N 0.000 description 2
- CDOSHBSSFJOMGT-JTQLQIEISA-N (R)-linalool Natural products CC(C)=CCC[C@@](C)(O)C=C CDOSHBSSFJOMGT-JTQLQIEISA-N 0.000 description 2
- WUOACPNHFRMFPN-SECBINFHSA-N (S)-(-)-alpha-terpineol Chemical compound CC1=CC[C@@H](C(C)(C)O)CC1 WUOACPNHFRMFPN-SECBINFHSA-N 0.000 description 2
- PRNCMAKCNVRZFX-UHFFFAOYSA-N 3,7-dimethyloctan-1-ol Chemical compound CC(C)CCCC(C)CCO PRNCMAKCNVRZFX-UHFFFAOYSA-N 0.000 description 2
- MSHFRERJPWKJFX-UHFFFAOYSA-N 4-Methoxybenzyl alcohol Chemical compound COC1=CC=C(CO)C=C1 MSHFRERJPWKJFX-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- FPCCDPXRNNVUOM-UHFFFAOYSA-N Hydroxycitronellol Chemical compound OCCC(C)CCCC(C)(C)O FPCCDPXRNNVUOM-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 2
- 239000004677 Nylon Substances 0.000 description 2
- 229920002873 Polyethylenimine Polymers 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- OVKDFILSBMEKLT-UHFFFAOYSA-N alpha-Terpineol Natural products CC(=C)C1(O)CCC(C)=CC1 OVKDFILSBMEKLT-UHFFFAOYSA-N 0.000 description 2
- 229940088601 alpha-terpineol Drugs 0.000 description 2
- 125000003368 amide group Chemical group 0.000 description 2
- 230000000844 anti-bacterial effect Effects 0.000 description 2
- GZUXJHMPEANEGY-UHFFFAOYSA-N bromomethane Chemical compound BrC GZUXJHMPEANEGY-UHFFFAOYSA-N 0.000 description 2
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 238000006297 dehydration reaction Methods 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 2
- GQOKIYDTHHZSCJ-UHFFFAOYSA-M dimethyl-bis(prop-2-enyl)azanium;chloride Chemical compound [Cl-].C=CC[N+](C)(C)CC=C GQOKIYDTHHZSCJ-UHFFFAOYSA-M 0.000 description 2
- 239000003480 eluent Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 238000001641 gel filtration chromatography Methods 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 229940095045 isopulegol Drugs 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- CZVXBFUKBZRMKR-UHFFFAOYSA-N lavandulol Chemical compound CC(C)=CCC(CO)C(C)=C CZVXBFUKBZRMKR-UHFFFAOYSA-N 0.000 description 2
- 229930007744 linalool Natural products 0.000 description 2
- AMXOYNBUYSYVKV-UHFFFAOYSA-M lithium bromide Chemical compound [Li+].[Br-] AMXOYNBUYSYVKV-UHFFFAOYSA-M 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
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- 238000005259 measurement Methods 0.000 description 2
- 150000007522 mineralic acids Chemical class 0.000 description 2
- ZYTMANIQRDEHIO-UHFFFAOYSA-N neo-Isopulegol Natural products CC1CCC(C(C)=C)C(O)C1 ZYTMANIQRDEHIO-UHFFFAOYSA-N 0.000 description 2
- 229920001778 nylon Polymers 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 235000005985 organic acids Nutrition 0.000 description 2
- 125000004430 oxygen atom Chemical group O* 0.000 description 2
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 150000004354 sesquiterpene derivatives Chemical class 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000008107 starch Substances 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- 239000011975 tartaric acid Substances 0.000 description 2
- 235000002906 tartaric acid Nutrition 0.000 description 2
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- 229920003169 water-soluble polymer Polymers 0.000 description 2
- FQTLCLSUCSAZDY-UHFFFAOYSA-N (+) E(S) nerolidol Natural products CC(C)=CCCC(C)=CCCC(C)(O)C=C FQTLCLSUCSAZDY-UHFFFAOYSA-N 0.000 description 1
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- CRDAMVZIKSXKFV-FBXUGWQNSA-N (2-cis,6-cis)-farnesol Chemical compound CC(C)=CCC\C(C)=C/CC\C(C)=C/CO CRDAMVZIKSXKFV-FBXUGWQNSA-N 0.000 description 1
- 239000000260 (2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-ol Substances 0.000 description 1
- XIUCEANTZSXBQQ-UHFFFAOYSA-N (3-chloro-2-hydroxypropyl)-trimethylazanium Chemical compound C[N+](C)(C)CC(O)CCl XIUCEANTZSXBQQ-UHFFFAOYSA-N 0.000 description 1
- 239000001306 (7E,9E,11E,13E)-pentadeca-7,9,11,13-tetraen-1-ol Substances 0.000 description 1
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- RUJPNZNXGCHGID-UHFFFAOYSA-N (Z)-beta-Terpineol Natural products CC(=C)C1CCC(C)(O)CC1 RUJPNZNXGCHGID-UHFFFAOYSA-N 0.000 description 1
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- PSBDWGZCVUAZQS-UHFFFAOYSA-N (dimethylsulfonio)acetate Chemical compound C[S+](C)CC([O-])=O PSBDWGZCVUAZQS-UHFFFAOYSA-N 0.000 description 1
- RNLHVODSMDJCBR-VURMDHGXSA-N (z)-3-methyl-5-(2,2,3-trimethylcyclopent-3-en-1-yl)pent-4-en-2-ol Chemical compound CC(O)C(C)\C=C/C1CC=C(C)C1(C)C RNLHVODSMDJCBR-VURMDHGXSA-N 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- WAPNOHKVXSQRPX-UHFFFAOYSA-N 1-phenylethanol Chemical compound CC(O)C1=CC=CC=C1 WAPNOHKVXSQRPX-UHFFFAOYSA-N 0.000 description 1
- SJIXRGNQPBQWMK-UHFFFAOYSA-N 2-(diethylamino)ethyl 2-methylprop-2-enoate Chemical compound CCN(CC)CCOC(=O)C(C)=C SJIXRGNQPBQWMK-UHFFFAOYSA-N 0.000 description 1
- QHVBLSNVXDSMEB-UHFFFAOYSA-N 2-(diethylamino)ethyl prop-2-enoate Chemical compound CCN(CC)CCOC(=O)C=C QHVBLSNVXDSMEB-UHFFFAOYSA-N 0.000 description 1
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 1
- DPBJAVGHACCNRL-UHFFFAOYSA-N 2-(dimethylamino)ethyl prop-2-enoate Chemical compound CN(C)CCOC(=O)C=C DPBJAVGHACCNRL-UHFFFAOYSA-N 0.000 description 1
- 229920000536 2-Acrylamido-2-methylpropane sulfonic acid Polymers 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 description 1
- LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 1
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- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
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- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
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- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 238000011088 calibration curve Methods 0.000 description 1
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- 125000004181 carboxyalkyl group Chemical group 0.000 description 1
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 1
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- 239000000665 guar gum Substances 0.000 description 1
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- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
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- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- WYXXLXHHWYNKJF-UHFFFAOYSA-N isocarvacrol Natural products CC(C)C1=CC=C(O)C(C)=C1 WYXXLXHHWYNKJF-UHFFFAOYSA-N 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
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- 230000005923 long-lasting effect Effects 0.000 description 1
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- 239000011859 microparticle Substances 0.000 description 1
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- WASNIKZYIWZQIP-AWEZNQCLSA-N nerolidol Natural products CC(=CCCC(=CCC[C@@H](O)C=C)C)C WASNIKZYIWZQIP-AWEZNQCLSA-N 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
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- 235000019645 odor Nutrition 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 239000003002 pH adjusting agent Substances 0.000 description 1
- 239000013500 performance material Substances 0.000 description 1
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- 229920002223 polystyrene Polymers 0.000 description 1
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- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
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- 229910001950 potassium oxide Inorganic materials 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
- 238000002360 preparation method Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
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- HNONEKILPDHFOL-UHFFFAOYSA-M tolonium chloride Chemical compound [Cl-].C1=C(C)C(N)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 HNONEKILPDHFOL-UHFFFAOYSA-M 0.000 description 1
- CRDAMVZIKSXKFV-UHFFFAOYSA-N trans-Farnesol Natural products CC(C)=CCCC(C)=CCCC(C)=CCO CRDAMVZIKSXKFV-UHFFFAOYSA-N 0.000 description 1
- BJIOGJUNALELMI-UHFFFAOYSA-N trans-isoeugenol Natural products COC1=CC(C=CC)=CC=C1O BJIOGJUNALELMI-UHFFFAOYSA-N 0.000 description 1
- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 description 1
- PUVAFTRIIUSGLK-UHFFFAOYSA-M trimethyl(oxiran-2-ylmethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC1CO1 PUVAFTRIIUSGLK-UHFFFAOYSA-M 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 1
Landscapes
- Detergent Compositions (AREA)
- Fats And Perfumes (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
Description
本発明は、着香剤組成物に関する。より詳細には、家庭における衣類等の繊維製品の洗濯用として好適な着香剤組成物に関する。 The present invention relates to a fragrance composition. More specifically, the present invention relates to a fragrance composition suitable for washing textiles such as clothes at home.
近年、においに対する意識の高まりから、衣類によい香りを長く残すことが求められてきており、衣料用洗浄剤や仕上げ剤などの繊維製品処理剤を用いて残香性を付与する技術の開発が行われている。しかし、衣類に長く残る香りは、揮散性が乏しく重厚な香りの香料成分が主であり、さわやかな香りや華やかな香りを持続させることはできなかった。さらに、重厚な香りの香料成分も乾燥機やアイロンといった熱が加わる工程を経ると揮発してしまい、香りを残すことができなかった。 In recent years, there has been a demand for long-lasting fragrances in clothing due to heightened awareness of odors, and the development of technologies to impart residual fragrance properties using textile treatment agents such as garment cleaning agents and finishes has been underway. It has been broken. However, the fragrance that remains in clothing for a long time is mainly composed of a fragrance component with poor volatility and a heavy fragrance, and it has not been possible to maintain a refreshing fragrance or a gorgeous fragrance. Furthermore, the fragrant component with a heavy fragrance volatilizes through a process of applying heat such as a dryer or an iron, and the fragrance cannot be left.
香り立ちに優れ、さわやかな香りや華やかな香りを繊維製品に付与できる技術として、特許文献１及び２にはケイ酸エステル化合物を含有する繊維処理剤が開示されている。これらの技術においては、ケイ酸エステル化合物の加水分解物（アルコール性香気成分）が香料成分として用いられており、繊維製品に付着したケイ酸エステル化合物が加水分解する際に香りが発せられる。 Patent Documents 1 and 2 disclose a fiber treatment agent containing a silicate compound as a technique that is excellent in fragrance and can impart a refreshing fragrance or a gorgeous fragrance to a fiber product. In these technologies, a hydrolyzate (alcoholic fragrance component) of a silicate compound is used as a fragrance component, and a scent is emitted when the silicate compound adhering to the fiber product is hydrolyzed.
特許文献３にはシリコーン化合物とカチオン性の水溶性高分子化合物を特定比率にて含有する液体柔軟剤組成物が開示されている。 Patent Document 3 discloses a liquid softener composition containing a silicone compound and a cationic water-soluble polymer compound in a specific ratio.
特許文献１及び２記載の繊維製品処理剤組成物は、木綿を素材とする繊維製品に対して使用した場合には、香りが長期にわたって持続するが、ポリエステル、ナイロン、アクリルアミド等の化学繊維に対して使用した場合には、香りが充分に持続しない課題があった。 The fiber product treating agent composition described in Patent Documents 1 and 2 has a fragrance that lasts for a long time when used for a textile product made of cotton. However, it is used for chemical fibers such as polyester, nylon, and acrylamide. When used, there was a problem that the fragrance did not last sufficiently.
本発明の課題は、化学繊維を素材とする繊維製品に使用しても、香りが長期にわたって持続する着香剤組成物を提供することにある。 The subject of this invention is providing the fragrance composition which a fragrance continues over a long period of time, even if it uses for the textiles which use a chemical fiber as a raw material.
本発明は、下記（Ａ）成分、（Ｂ）成分、（C）成分、（Ｄ）成分及び水を含有し、
（Ａ）成分と（Ｂ）成分の質量比〔（Ａ）成分／（Ｂ）成分〕が１／１００〜９／１００、
（Ｃ）成分と（Ｂ）成分の質量比〔（Ｃ）成分／（Ｂ）成分〕が２０／１００〜１２０／１００、
（Ｄ）成分と（Ｂ）成分の質量比〔（Ｄ）成分／（Ｂ）成分〕が１／１００〜２５／１００、
である着香剤組成物を提供する。
（Ａ）成分：一般式（１）で表されるケイ酸エステル化合物
The present invention comprises the following component (A), component (B), component (C), component (D) and water,
The mass ratio of the component (A) to the component (B) [(A) component / (B) component] is 1/100 to 9/100,
The mass ratio of the component (C) and the component (B) [(C) component / (B) component] is 20/100 to 120/100,
The mass ratio of the component (D) to the component (B) [(D) component / (B) component] is 1/100 to 25/100,
A flavoring composition is provided.
(A) component: Silicate ester compound represented by general formula (1)
〔式中、Ｘは−ＯＨ、−Ｒ１、−ＯＲ２又は−ＯＲ３であり、ＹはＸ又は−ＯＳｉ（Ｘ）３であり、Ｒ１は置換基としてフェニル基、水酸基又はアルコキシ基を有していても良い総炭素数１〜２２の炭化水素基、Ｒ２は香料アルコールから水酸基１個を除いた残基、Ｒ３は炭素数１〜６の炭化水素基、ｎは平均値を示す０〜１５の数である。複数個のＸ及びＹはそれぞれ同一でも異なっていても良いが、一分子中に−ＯＲ２を少なくとも１つ有する。〕
（Ｂ）成分：一般式（２）で表されるアルキレンオキサイド付加化合物
Ｒ４−Ｚ−〔（EO）ｐ／（PO）ｑ〕−Ｒ５ （２）
〔式中、Ｒ４は炭化水素基であり、Ｚは、−Ｏ−又は−ＣＯＯ−であり、R４−Ｚ−の総炭素数は２〜２２である。ＥＯはエチレンオキシ基、ＰＯはプロピレンオキシ基を表し、ｐ及びｑは平均付加モル数を表し、ｐは２〜１０の数であり、ｑは０〜５の数である。Ｒ５は水素原子又は炭素数１〜３の炭化水素基である。〕
（Ｃ）成分：シリコーン化合物
（Ｄ）成分：カチオン性基含有高分子重合体
[Wherein, X is —OH, —R 1 , —OR 2, or —OR 3 , Y is X or —OSi (X) 3 , and R 1 represents a phenyl group, a hydroxyl group, or an alkoxy group as a substituent. has optionally also 1-22 good total carbon hydrocarbon radical, R 2 is the residue obtained by removing one hydroxyl group from fragrance alcohol, R 3 is a hydrocarbon group having 1 to 6 carbon atoms, n and the average value It is a number from 0 to 15 shown. The plurality of X and Y may be the same or different, but have at least one —OR 2 in one molecule. ]
Component (B): alkylene oxide addition compound represented by general formula (2)
R 4 -Z - [(EO) p / (PO) q ] -R 5 (2)
[Wherein, R 4 represents a hydrocarbon group, Z represents —O— or —COO—, and R 4 —Z— has 2 to 22 total carbon atoms. EO represents an ethyleneoxy group, PO represents a propyleneoxy group, p and q represent the average number of moles added, p is a number of 2 to 10, and q is a number of 0 to 5. R 5 is a hydrogen atom or a hydrocarbon group having 1 to 3 carbon atoms. ]
(C) Component: Silicone compound (D) Component: Cationic group-containing polymer
本発明の着香剤組成物によれば、化学繊維を素材とする繊維製品に使用しても、長期にわたって香りを持続させることができる。 According to the fragrance composition of the present invention, a fragrance can be maintained for a long period of time even when used in a textile product made of a chemical fiber.
＜（Ａ）成分＞
本発明の（Ａ）成分は、上記一般式（１）で表されるケイ酸エステル化合物である。かかるケイ酸エステル化合物は、加水分解することで香料アルコール（即ち、Ｒ２ＯＨ）を放出することができる。
<(A) component>
The component (A) of the present invention is a silicate compound represented by the general formula (1). Such a silicate compound can release a perfume alcohol (ie, R 2 OH) by hydrolysis.
一般式（１）において、Ｘは−ＯＨ、−Ｒ１、−ＯＲ２又は−ＯＲ３であり、ＹはＸ又は−ＯＳｉ（Ｘ）３である。複数個のＸ及びＹはそれぞれ同一でも異なっていても良いが、一分子中に−ＯＲ２を少なくとも１つ有する。 In the general formula (1), X is —OH, —R 1 , —OR 2 or —OR 3 , and Y is X or —OSi (X) 3 . The plurality of X and Y may be the same or different, but have at least one —OR 2 in one molecule.
Ｒ１は置換基としてフェニル基、水酸基又はアルコキシ基を有していても良い総炭素数１〜２２の炭化水素基を示すが、置換基としてフェニル基、水酸基又はアルコキシ基を有していても良い総炭素数１〜１２の炭化水素基が好ましく、メチル基、エチル基、及びベンジル基から選ばれる基がより好ましく、メチル基が更に好ましい。 R 1 represents a hydrocarbon group having 1 to 22 carbon atoms in total which may have a phenyl group, a hydroxyl group or an alkoxy group as a substituent, but may have a phenyl group, a hydroxyl group or an alkoxy group as a substituent. A good hydrocarbon group having 1 to 12 carbon atoms is preferred, a group selected from a methyl group, an ethyl group, and a benzyl group is more preferred, and a methyl group is still more preferred.
Ｒ２は、香料アルコールから水酸基１個を除いた残基である。香料アルコールは、「香料と調香の基礎知識、中島基貴編著、産業図書株式会社発行、2005年第４刷」に記載されるように、脂肪族アルコール、テルペン／セスキテルペン系アルコール、脂環式アルコール、芳香族アルコール、及び合成サンダルに分類される。本発明においては、香料アルコールは、特に制限されるものではないが、芳香族アルコール、合成サンダル、及びテルペン／セスキテルペン系アルコールから選ばれる１種以上が好ましく、抗菌防カビ性能を併せ持つ点でテルペン／セスキテルペン系アルコールがより好ましい。 R 2 is a residue obtained by removing one hydroxyl group from the perfume alcohol. Perfume alcohols are aliphatic alcohols, terpene / sesquiterpene alcohols, alicyclic, as described in "Basic knowledge of perfume and fragrance, edited by Motoki Nakajima, published by Sangyo Tosho Co., Ltd., 2005 4th edition". Classified into alcohol, aromatic alcohol, and synthetic sandals. In the present invention, the perfume alcohol is not particularly limited, but is preferably at least one selected from aromatic alcohols, synthetic sandals, and terpene / sesquiterpene alcohols, and is a terpene in that it has antibacterial and antifungal properties. / Sesquiterpene alcohol is more preferable.
芳香族アルコールとしては、特に制限されるものではないが、ベンジルアルコール、１−フェニルエチルアルコール、２−フェニルエチルアルコール、２−フェノキシエチルアルコール、４−メトキシベンジルアルコール、シンナミックアルコール、３−フェニルプロピルアルコール、１−フェニル−２−メチル−２−プロパノール、４−フェニル−２−メチル−２−ブタノール、１−フェニル−３−メチル−３−ペンタノール、３−メチル−５−フェニルペンタノール、チモール、カルバクロール、オイゲノール、又はイソオイゲノール等の炭素数７〜１５の芳香族アルコールが挙げられ、中でも、炭素数８〜１０の芳香族アルコールが好ましい。 The aromatic alcohol is not particularly limited, but benzyl alcohol, 1-phenylethyl alcohol, 2-phenylethyl alcohol, 2-phenoxyethyl alcohol, 4-methoxybenzyl alcohol, cinnamic alcohol, 3-phenylpropyl. Alcohol, 1-phenyl-2-methyl-2-propanol, 4-phenyl-2-methyl-2-butanol, 1-phenyl-3-methyl-3-pentanol, 3-methyl-5-phenylpentanol, thymol , Carvacrol, eugenol, or isoeugenol, and other aromatic alcohols having 7 to 15 carbon atoms are preferable, and among them, aromatic alcohols having 8 to 10 carbon atoms are preferable.
合成サンダルとしては、特に制限されるものではないが、サンダルマイソールコア、サンタロール、バクダノール、又はエバノールが挙げられる。 Although it does not restrict | limit especially as a synthetic sandal, A sandal mysore core, a santalol, a vacdanol, or an ebanol is mentioned.
テルペン／セスキテルペン系アルコールとしては、特に制限されるものではないが、リナロール、ゲラニオール、ネロール、シトロネロール、ミルセノール、ラバンジュロール、テトラヒドロゲラニオール、テトラヒドロリナロール、ヒドロキシシトロネロール、ジヒドロミルセノール、アオロシメノール、α−ターピネオール、β−ターピネオール、ターピネン−４−オール、ｌ−メントール、イソプレゴール、ファルネソール、又はネロリドール等が挙げられ、リナロール、ゲラニオール、ネロール、シトロネロール、α−ターピネオール、ターピネン−４−オール、又はイソプレゴールが好ましく、ゲラニオール、ネロール、シトロネロール、α−ターピネオール、又はターピネン−４−オールがより好ましい。 The terpene / sesquiterpene alcohol is not particularly limited, but linalool, geraniol, nerol, citronellol, mircenol, lavandulol, tetrahydrogeraniol, tetrahydrolinalol, hydroxycitronellol, dihydromyrsenol, aurosimenol, α- Examples include terpineol, β-terpineol, terpinene-4-ol, l-menthol, isopulegol, farnesol, or nerolidol, and linalool, geraniol, nerol, citronellol, α-terpineol, terpinene-4-ol, or isopulegol are preferred. , Geraniol, nerol, citronellol, α-terpineol, or terpinen-4-ol is more preferred.
Ｒ３は、炭素数１〜６の炭化水素基を示すが、炭素数１〜３の炭化水素基が好ましく、メチル基又はエチル基がより好ましく、エチル基が更に好ましい。 R 3 represents a hydrocarbon group having 1 to 6 carbon atoms, preferably a hydrocarbon group having 1 to 3 carbon atoms, more preferably a methyl group or an ethyl group, and still more preferably an ethyl group.
上記一般式（１）においてｎは平均値を示す０〜１５の数であり、ｎ＝０の化合物が好適である。この場合、４個のＸのうち２〜４個が−ＯＲ２であり、残りが−Ｒ１又は−ＯＲ３である化合物が好適である。さらに、４個のＸのうち３又は４個が−ＯＲ２であり、残りが−Ｒ１又は−ＯＲ３である化合物がより好適である。 In the said General formula (1), n is the number of 0-15 which shows an average value, and the compound of n = 0 is suitable. In this case, a compound in which 2 to 4 of the four Xs are —OR 2 and the remaining is —R 1 or —OR 3 is preferable. Further, a compound in which 3 or 4 of 4 Xs are —OR 2 and the rest is —R 1 or —OR 3 is more preferable.
ｎ＝０の場合の好ましい化合物としては、下記式（１−１）又は（１−２）で表される化合物が挙げられる。 A preferable compound in the case of n = 0 includes a compound represented by the following formula (1-1) or (1-2).
〔式中、Ｒ１及びＲ２は前記と同じ意味を示す。〕
[Wherein, R 1 and R 2 have the same meaning as described above. ]
一般式（１）において、ｎが１〜１５の場合、好ましいケイ酸エステルとしては、下記式（１−３）又は（１−４）で表される化合物が挙げられる。本願の効果をより享受できる観点から、下記式（１−３）で表される化合物が特に好ましい。 In the general formula (1), when n is 1 to 15, preferred silicate esters include compounds represented by the following formula (1-3) or (1-4). The compound represented by the following formula (1-3) is particularly preferable from the viewpoint that the effects of the present application can be further enjoyed.
ｎ＝１〜１５の場合の好ましい化合物としては、下記式（１−３）又は（１−４）で表される化合物が挙げられる。 As a preferable compound in the case of n = 1-15, the compound represented by following formula (1-3) or (1-4) is mentioned.
〔式中、Ｒ１及びＲ２は前記と同じ意味を示す。ｍは１〜１５の数であり、Ｔは−ＯＲ２、−ＯＲ３、又は−Ｒ１を示す。ここで、Ｒ３は前記と同じ意味を示す。〕
[Wherein, R 1 and R 2 have the same meaning as described above. m is a number from 1 to 15, and T represents —OR 2 , —OR 3 , or —R 1 . Here, R 3 has the same meaning as described above. ]
（Ｂ）成分との併用で本発明の効果を最も享受できる好ましい（Ａ）成分は上記一般式（１）においてｎ＝０の化合物であり、より好ましくは、上記式（１−１）又は（１−２）で表される化合物が挙げられ、特に（１−１）で表される化合物が好ましい。 The preferred component (A) that can most enjoy the effects of the present invention in combination with the component (B) is a compound of n = 0 in the general formula (1), and more preferably the formula (1-1) or ( The compound represented by 1-2) is mentioned, and the compound represented by (1-1) is particularly preferable.
＜（Ｂ）成分＞
本発明の（Ｂ）成分は、下記一般式（２）で表されるアルキレンオキサイド付加化合物である。
<(B) component>
The component (B) of the present invention is an alkylene oxide addition compound represented by the following general formula (2).
Ｒ４−Ｚ−〔（EO）ｐ／（PO）ｑ〕−Ｒ５ （２） R 4 -Z - [(EO) p / (PO) q ] -R 5 (2)
式中、Ｒ４は炭化水素基であり、好ましくは直鎖若しくは分岐鎖のアルキル基又はアルケニル基、より好ましくは直鎖のアルキル基であり、Ｚは−Ｏ−又は−ＣＯＯ−であり、好ましくは−Ｏ−である。R４−Ｚ−の総炭素数は２〜２２であり、好ましくは３〜１８、より好ましくは４〜１４である。総炭素数が２以上であると（Ａ）成分や（Ｃ）成分と共に化学繊維に吸着し易くなり、総炭素数が２２以下であると（Ａ）成分及び（Ｃ）成分と均一に混合し易くなり、香りの持続性を向上させる効果に優れる。ＥＯはエチレンオキシ基、ＰＯはプロピレンオキシ基を表し、ｐ及びｑは平均付加モル数を表し、ｐは２〜１０の数であり、ｑは０〜５の数である。ＥＯ及びＰＯの付加形態はランダム付加又はブロック付加のいずれでもよい。Ｒ５は水素原子又は炭素数１〜３の炭化水素基である。 In the formula, R 4 is a hydrocarbon group, preferably a linear or branched alkyl group or alkenyl group, more preferably a linear alkyl group, Z is —O— or —COO—, preferably Is —O—. R 4 —Z— has a total carbon number of 2 to 22, preferably 3 to 18, and more preferably 4 to 14. When the total carbon number is 2 or more, it becomes easy to adsorb to the chemical fiber together with the (A) component and the (C) component, and when the total carbon number is 22 or less, the (A) component and the (C) component are uniformly mixed. It becomes easy and is excellent in the effect of improving the sustainability of the scent. EO represents an ethyleneoxy group, PO represents a propyleneoxy group, p and q represent the average number of moles added, p is a number of 2 to 10, and q is a number of 0 to 5. The addition form of EO and PO may be either random addition or block addition. R 5 is a hydrogen atom or a hydrocarbon group having 1 to 3 carbon atoms.
着香剤組成物中での（Ａ）成分の安定性の観点から、（Ｂ）成分はグリフィン法によって計算されるＨＬＢ１０．０〜１６．０が好ましく、１０．５〜１５．０がより好ましい。 From the viewpoint of the stability of the component (A) in the flavor composition, the component (B) is preferably HLB 10.0 to 16.0 calculated by the Griffin method, more preferably 10.5 to 15.0. .
上記一般式（２）において、ｐの数が１５〜１００程度と大きいアルキレンオキサイド付加化合物は、当分野において親水性の乳化剤として一般的に使用されている。本発明では、ｐの数が少ない方が化学繊維における（Ａ）成分由来の残香性に優れていることを予想外にも見出した。特に本発明の効果を享受できる観点から、ｐの数は、好ましくは４〜１０、より好ましくは６〜１０である。ｑは（Ｂ）成分の親水性と疎水性のバランス適度に調節する為に、付加されていても良いが、ｑは０であっても良い。 In the general formula (2), an alkylene oxide addition compound having a large p number of about 15 to 100 is generally used as a hydrophilic emulsifier in the art. In the present invention, it was unexpectedly found that the smaller the number of p, the better the remaining fragrance derived from the component (A) in the chemical fiber. In particular, from the viewpoint of enjoying the effects of the present invention, the number of p is preferably 4 to 10, more preferably 6 to 10. q may be added in order to appropriately adjust the balance between the hydrophilicity and hydrophobicity of the component (B), but q may be 0.
本発明ではまた、Ｒ４の炭素数が異なるアルキレンオキサイド付加化合物を２種以上用いた方が化学繊維における（Ａ）成分由来の残香性に優れることも見出した。炭素数の長いアルキレンオキシド付加物が（Ａ）成分を（Ｃ）成分中に均一に分散又は可溶化させる働きをし、炭素数の短いアルキレンオキシド付加物を併用することで、（Ａ）成分と炭素数の長いアルキレンオキシド付加物および（Ｃ）成分の混合体の親水性が高まり、水に分散させやすくしていると推定している。とりわけ、Ｒ４の炭素数の差が好ましくは４以上１２以下、特に好ましくは５以上１３以下であるアルキレンオキサイド付加化合物を２種以上組み合わせて用いることが好適である。なお、アルキレンオキサイド付加化合物を３種以上用いる場合、そのうち少なくとも２種の化合物について上記のＲ４炭素数差条件が満たされていれば良い。 In the present invention, it has also been found that the use of two or more alkylene oxide addition compounds having different carbon numbers for R 4 is superior in the residual fragrance derived from the component (A) in the chemical fiber. The alkylene oxide adduct having a long carbon number serves to uniformly disperse or solubilize the component (A) in the component (C). By using the alkylene oxide adduct having a short carbon number in combination, the component (A) It is presumed that the mixture of the alkylene oxide adduct having a long carbon number and the component (C) has increased hydrophilicity and is easily dispersed in water. In particular, it is preferable to use a combination of two or more alkylene oxide addition compounds in which the difference in carbon number of R 4 is preferably 4 or more and 12 or less, particularly preferably 5 or more and 13 or less. In the case of using the alkylene oxide addition compounds 3 or more, of which the at least two compounds need only above R 4 carbon atoms difference condition is satisfied.
＜（Ｃ）成分＞
本発明の（Ｃ）成分は、シリコーン化合物である。（Ｃ）成分としては、ジメチルシリコーン、ポリエーテル変性シリコーン、メチルフェニルシリコーン、アルキル変性シリコーン、高級脂肪酸変性シリコーン、メチルハイドロジェンシリコーン、フッ素変性シリコーン、エポキシ変性シリコーン、カルボキシ変性シリコーン、カルビノール変性シリコーン、及びアミノ変性シリコーンなどが挙げられる。（Ａ）成分の安定性、柔軟効果の観点から、中でもジメチルシリコーン、アミノ変性シリコーン、ポリエーテル変性シリコーンが好ましく、アミノ変性シリコーン、ポリエーテル変性シリコーンがより好ましい。これらは１種を単独で又は２種以上の混合物として使用することができる。特に、香りの持続性の観点からアミノ変性シリコーンとポリエーテル変性シリコーンを併用することが好適である。
<(C) component>
The component (C) of the present invention is a silicone compound. As the component (C), dimethyl silicone, polyether modified silicone, methylphenyl silicone, alkyl modified silicone, higher fatty acid modified silicone, methyl hydrogen silicone, fluorine modified silicone, epoxy modified silicone, carboxy modified silicone, carbinol modified silicone, And amino-modified silicone. In view of the stability of the component (A) and the softening effect, dimethyl silicone, amino-modified silicone, and polyether-modified silicone are preferable, and amino-modified silicone and polyether-modified silicone are more preferable. These can be used alone or as a mixture of two or more. In particular, it is preferable to use an amino-modified silicone and a polyether-modified silicone in combination from the viewpoint of fragrance sustainability.
ポリエーテル変性シリコーンとしては、ＨＬＢが０を超え７以下であるポリエーテル変性シリコーンが好ましい。 As the polyether-modified silicone, a polyether-modified silicone having an HLB of more than 0 and 7 or less is preferable.
（Ｃ）成分のＨＬＢは、０を超え５以下が好ましく、０を超え３以下が更に好ましい。（Ｃ）成分としては、下記一般式（３）で表されるポリエーテル変性シリコーン〔以下(ｃ１)成分という〕及び下記一般式（４）で表されるポリエーテル変性シリコーン〔以下(ｃ２)成分という〕が挙げられる。 The HLB of the component (C) is preferably more than 0 and less than 5, more preferably more than 0 and less than 3. As the component (C), a polyether-modified silicone represented by the following general formula (3) [hereinafter referred to as (c1) component] and a polyether-modified silicone represented by the following general formula (4) [hereinafter referred to as (c2) component Said].
〔式中、Ｒ7aは水素原子又は１価の炭化水素基を示し、水素原子又はメチル基が好ましい。Ｒ7bは炭素数１〜２０の２価炭化水素基を示し、炭素数３〜６の２価炭化水素基が好ましく、特にアルキレン基が好ましい。Ｒ7cは炭素数１〜３のアルキル基、水素原子又はヒドロキシ基を示し、メチル基が好ましい。ＥＯはエチレンオキシ基、ＰＯはプロピレンオキシ基である。ｆはエチレンオキシ基の平均付加モル数、ｇはプロピレンオキシ基の平均付加モル数、ｈは平均で０以上の数、ｉは平均で０以上の数を示し、これらの値は、２５℃におけるポリエーテル変性シリコーンの粘度が、好ましくは２〜１００万ｍｍ2／ｓ、更に好ましくは５０〜５０万ｍｍ2／ｓ、特に好ましくは１５０〜１０万ｍｍ2／ｓとなるように選ばれるが、ｆ、ｇは、それぞれ０〜６０の数が好ましく、０〜３５の数が更に好ましい。ｈは、平均で１〜５００の数が好ましい。ｉは、平均で１〜１００の数が好ましい。尚、複数個のＲ7a、Ｒ7b、Ｒ7c、ｆ、ｇ及びｈは同一でも異なっていてもよい〕。
[Wherein, R 7a represents a hydrogen atom or a monovalent hydrocarbon group, preferably a hydrogen atom or a methyl group. R 7b represents a C 1-20 divalent hydrocarbon group, preferably a C 3-6 divalent hydrocarbon group, particularly preferably an alkylene group. R 7c represents an alkyl group having 1 to 3 carbon atoms, a hydrogen atom or a hydroxy group, preferably a methyl group. EO is an ethyleneoxy group and PO is a propyleneoxy group. f is an average addition mole number of ethyleneoxy groups, g is an average addition mole number of propyleneoxy groups, h is an average number of 0 or more, i is an average number of 0 or more, and these values are at 25 ° C. The viscosity of the polyether-modified silicone is preferably 2 to 1,000,000 mm 2 / s, more preferably 500 to 500,000 mm 2 / s, particularly preferably 150 to 100,000 mm 2 / s, As for f and g, the number of 0-60 is preferable respectively, and the number of 0-35 is still more preferable. h is preferably a number of 1 to 500 on average. i is preferably a number of 1 to 100 on average. The plurality of R 7a , R 7b , R 7c , f, g and h may be the same or different.
〔式中、Ｒ8aは炭素数１〜３のアルキル基、アルコキシ基、水素原子、ヒドロキシ基から選ばれ、特にメチル基が好ましい。Ｒ8b、Ｒ8cはそれぞれ独立に、炭素数１〜３のアルキル基、水素原子、ヒドロキシ基から選ばれ、特にメチル基が好ましい。ｐ、ｑは平均重合度であり、これらの値は２５℃におけるポリエーテル変性シリコーンの粘度が、好ましくは２〜１００万ｍｍ2／ｓ、更に好ましくは５０〜５０万ｍｍ2／ｓ、特に好ましくは１５０〜１０万ｍｍ2／ｓとなるように選ばれ、ｐは１０〜１００００、好ましくは１０〜１０００であり、ｑは１〜１０００、好ましくは３〜１００である。Ｒ8dは、炭素数１〜３のアルキレン基であり、Ｒ8eは、−（ＥＯ）j−（ＰＯ）k−Ｌ（Ｌは炭素数１〜３のアルキル基あるいは水素原子、ＥＯはエチレンオキシ基、ＰＯはプロピレンオキシ基、ｊ及びｋはそれぞれ平均付加モル数を示し、その合計は１〜１００、好ましくは２〜１００、特に好ましくは2〜５０である。）で表される基を示す。〕
[Wherein, R 8a is selected from an alkyl group having 1 to 3 carbon atoms, an alkoxy group, a hydrogen atom, and a hydroxy group, and particularly preferably a methyl group. R 8b and R 8c are each independently selected from an alkyl group having 1 to 3 carbon atoms, a hydrogen atom, and a hydroxy group, with a methyl group being particularly preferred. p and q are average degrees of polymerization, and these values indicate that the viscosity of the polyether-modified silicone at 25 ° C. is preferably 2 to 1 million mm 2 / s, more preferably 500 to 500,000 mm 2 / s, particularly preferably. Is selected to be 150 to 100,000 mm 2 / s, p is 10 to 10000, preferably 10 to 1000, and q is 1 to 1000, preferably 3 to 100. R 8d is an alkylene group having 1 to 3 carbon atoms, R 8e is- (EO) j- (PO) k -L (L is an alkyl group having 1 to 3 carbon atoms or a hydrogen atom, EO is ethyleneoxy Group, PO is a propyleneoxy group, j and k each represent an average number of added moles, and the sum thereof is 1 to 100, preferably 2 to 100, particularly preferably 2 to 50). . ]
上記(ｃ１)成分のＨＬＢの値は、次のようにして測定された曇数Ａから、下記式で求められる値である。 The HLB value of the component (c1) is a value obtained by the following formula from the clouding number A measured as follows.
ＨＬＢ＝曇数Ａ×０．８９+１．１１ HLB = clouding number A × 0.89 + 1.11
＜曇数の測定法＞
曇数Ａは公知の方法〔界面活性剤便覧、３２４頁〜３２５頁（産業図書（株） 昭和３５年７月５日発行）〕に準じて、以下のようにして測定される。
<Measurement method of cloud number>
The cloud number A is measured as follows according to a known method [surfactant handbook, pages 324 to 325 (published on July 5, 1960, Sangyo Tosho Co., Ltd.)].
無水のポリエール変性シリコーン２．５ｇを秤量し、９８％エタノールを加え２５ｍｌに定容（２５ｍｌメスフラスコ使用）する。次に、これを５ｍｌホールピペットで分取し、５０ｍｌビーカーに入れ２５℃の低温に保ち攪拌（マグネティックスターラー使用）しながら、２％フェノール水溶液で２５ｍｌビューレットを使用して測定する。液が混濁したところを終点とし、この滴定に要した２％フェノール水溶液のｍｌ数を曇数Ａとする。 Weigh 2.5 g of anhydrous polyale-modified silicone, add 98% ethanol to a constant volume of 25 ml (use a 25 ml volumetric flask). Next, this is dispensed with a 5 ml whole pipette, put into a 50 ml beaker, and kept at a low temperature of 25 ° C. while stirring (using a magnetic stirrer), and measured with a 2% phenol aqueous solution using a 25 ml burette. The point at which the liquid becomes turbid is regarded as the end point, and the number of ml of 2% aqueous phenol solution required for the titration is defined as the cloud number A.
上記(ｃ２)成分のＨＬＢの値は、下記式で求められる値である。 The HLB value of the component (c2) is a value obtained by the following formula.
ＨＬＢ＝［（ＥＯ）の質量％+（ＰＯ）の質量％］÷５ HLB = [mass% of (EO) + mass% of (PO)] ÷ 5
本発明で用いられる具体的な(ｃ１)成分としては、日本ユニカー（株）製のＦＺ−２２０３、ＦＺ−２２０６、ＦＺ−２２０７、ＦＺ−２２２２、Ｆ１−００９−０１、Ｆ１−００９−０５、Ｆ１−００９−０９、Ｆ１−００９−１１、Ｆ１−００９−１３を挙げることができる。 Specific examples of the component (c1) used in the present invention include FZ-2203, FZ-2206, FZ-2207, FZ-2222, F1-009-01, F1-009-05, manufactured by Nippon Unicar Co., Ltd. And F1-009-09, F1-009-11, and F1-009-13.
本発明で用いられる具体的な(ｃ２)成分としては、東レ・ダウコーニング・シリコーン（株）製のＳＨ３７７２M、ＳＨ３７７５Ｍ、信越化学工業（株）製のＫＦ６０１２、ＫＦ６０１６、ＫＦ６０１７、東芝シリコーン（株）製のＴＳＦ４４４５、ＴＳＦ４４４６を挙げることができる。 Specific examples of the component (c2) used in the present invention include SH3772M and SH3775M manufactured by Toray Dow Corning Silicone Co., Ltd., KF6012, KF6016, KF6017 manufactured by Shin-Etsu Chemical Co., Ltd., and Toshiba Silicone Co., Ltd. TSF4445 and TSF4446.
アミノ変成シリコーンとしては、２５℃での動粘度が１００〜２０，０００ｍｍ２／ｓ、アミノ当量４００〜８，０００ｇ／ｍｏｌのアミノ変性シリコーン化合物が好ましい。 As the amino-modified silicone, an amino-modified silicone compound having a kinematic viscosity at 25 ° C. of 100 to 20,000 mm 2 / s and an amino equivalent of 400 to 8,000 g / mol is preferable.
２５℃での動粘度はオストワルト型粘度計で求めることができ、より好ましくは２００〜１０，０００ｍｍ２／ｓ、特に好ましくは５００〜５，０００ｍｍ２／ｓである。 The kinematic viscosity at 25 ° C. can be determined with an Ostwald viscometer, more preferably 200 to 10,000 mm 2 / s, and particularly preferably 500 to 5,000 mm 2 / s.
また、アミノ当量は、より好ましくは６００〜５，０００ｇ／ｍｏｌ、特に好ましくは８００〜３，０００ｇ／ｍｏｌである。なお、アミノ当量は、窒素原子１個当りの分子量であり、アミノ当量（ｇ／ｍｏｌ）＝重量平均分子量／１分子当りの窒素原子数で求められる。ここで重量平均分子量はゲルパーミエーションクロマトグラフィーでポリスチレンを標準物質として求めた値であり、窒素原子数は元素分析法により求めることができる。 The amino equivalent is more preferably 600 to 5,000 g / mol, and particularly preferably 800 to 3,000 g / mol. The amino equivalent is a molecular weight per nitrogen atom, and is determined by amino equivalent (g / mol) = weight average molecular weight / number of nitrogen atoms per molecule. Here, the weight average molecular weight is a value obtained by gel permeation chromatography using polystyrene as a standard substance, and the number of nitrogen atoms can be obtained by elemental analysis.
アミノ変性シリコーンの具体例として、下記一般式（５）で表される化合物〔以下（ｃ３）成分という〕が挙げられる。 Specific examples of the amino-modified silicone include compounds represented by the following general formula (5) [hereinafter referred to as component (c3)].
〔式中、Ｒ９ａは炭素数１〜３のアルキル基、ヒドロキシ基、炭素数１〜３のアルコキシ基又は水素原子から選ばれる基を示し、好ましくはメチル基又はヒドロキシ基である。Ｒ９ｂは炭素数１〜３のアルキル基、ヒドロキシ基又は水素原子から選ばれる基であり、好ましくはメチル基又はヒドロキシ基である。Ｂは少なくとも一つのアミノ基を有する側鎖を示し、Ｒ９ｃは炭素数１〜３のアルキル基又は水素原子を示す。ｘ及びｙはそれぞれ平均重合度を示し、該化合物の２５℃の動粘度及びアミノ当量が上記範囲になるように選ばれる。尚、Ｒ９ａ、Ｒ９ｂ、Ｒ９ｃはそれぞれ同一でも異なっていても良く、また複数個のＲ９ｂは同一でも異なっていても良い。〕 [Wherein, R 9a represents a group selected from an alkyl group having 1 to 3 carbon atoms, a hydroxy group, an alkoxy group having 1 to 3 carbon atoms, or a hydrogen atom, preferably a methyl group or a hydroxy group. R 9b is a group selected from an alkyl group having 1 to 3 carbon atoms, a hydroxy group or a hydrogen atom, preferably a methyl group or a hydroxy group. B represents a side chain having at least one amino group, and R 9c represents an alkyl group having 1 to 3 carbon atoms or a hydrogen atom. x and y each represent an average degree of polymerization, and are selected so that the kinematic viscosity at 25 ° C. and the amino equivalent of the compound are in the above ranges. R 9a , R 9b , and R 9c may be the same or different, and a plurality of R 9b may be the same or different. ]
一般式（５）の化合物において、ｘは１０〜１０，０００の数が好ましく、２０〜５，０００の数がより好ましく、３０〜３，０００の数の数が更に好ましい。ｙは１〜１，０００の数が好ましく、１〜５００の数がより好ましく、１〜２００の数が更に好ましい。一般式（５）の化合物の重量平均分子量は、好ましくは２，０００〜１，０００，０００、より好ましくは５，０００〜１００，０００、特に好ましくは８，０００〜５０，０００である。 In the compound of the general formula (5), x is preferably a number of 10 to 10,000, more preferably a number of 20 to 5,000, and even more preferably a number of 30 to 3,000. y is preferably a number of 1 to 1,000, more preferably a number of 1 to 500, and still more preferably a number of 1 to 200. The weight average molecular weight of the compound of the general formula (5) is preferably 2,000 to 1,000,000, more preferably 5,000 to 100,000, and particularly preferably 8,000 to 50,000.
一般式（５）において、アミノ基を有する側鎖Ｂとしては、下記のものを挙げることができる。
−Ｃ３Ｈ６−ＮＨ２
−Ｃ３Ｈ６−ＮＨ−Ｃ２Ｈ４−ＮＨ２
−Ｃ３Ｈ６−ＮＨ−［Ｃ２Ｈ４−ＮＨ］ｅ−Ｃ２Ｈ４−ＮＨ２
−Ｃ３Ｈ６−ＮＨ（ＣＨ３）
−Ｃ３Ｈ６−ＮＨ−Ｃ２Ｈ４−ＮＨ（ＣＨ３）
−Ｃ３Ｈ６−ＮＨ−［Ｃ２Ｈ４−ＮＨ］ｆ−Ｃ２Ｈ４−ＮＨ（ＣＨ３）
−Ｃ３Ｈ６−Ｎ（ＣＨ３）２
−Ｃ３Ｈ６−Ｎ（ＣＨ３）−Ｃ２Ｈ４−Ｎ（ＣＨ３）２
−Ｃ３Ｈ６−Ｎ（ＣＨ３）−［Ｃ２Ｈ４−Ｎ（ＣＨ３）］ｇ−Ｃ２Ｈ４−Ｎ（ＣＨ３）２
−Ｃ３Ｈ６−ＮＨ−cyclo-Ｃ５Ｈ１１
（ここで、ｅ、ｆ、ｇは、それぞれ１〜３０の数である。）
In the general formula (5), examples of the side chain B having an amino group include the following.
-C 3 H 6 -NH 2
-C 3 H 6 -NH-C 2 H 4 -NH 2
-C 3 H 6 -NH- [C 2 H 4 -NH] e -C 2 H 4 -NH 2
-C 3 H 6 -NH (CH 3 )
-C 3 H 6 -NH-C 2 H 4 -NH (CH 3)
-C 3 H 6 -NH- [C 2 H 4 -NH] f -C 2 H 4 -NH (CH 3)
-C 3 H 6 -N (CH 3 ) 2
-C 3 H 6 -N (CH 3 ) -C 2 H 4 -N (CH 3) 2
-C 3 H 6 -N (CH 3 ) - [C 2 H 4 -N (CH 3)] g -C 2 H 4 -N (CH 3) 2
-C 3 H 6 -NH-cyclo- C 5 H 11
(Here, e, f, and g are numbers from 1 to 30, respectively.)
本発明のアミノ変成シリコーンとしては、モメンティブ・パフォーマンス・マテリアルズ社製のＴＳＦ４７０３（動粘度：１０００、アミノ当量：１６００）、ＴＳＦ４７０８（動粘度：１０００、アミノ当量：２８００）、東レ・ダウコーニング・シリコーン（株）製のＳＳ−３５５１（動粘度：１０００、アミノ当量：１６００）、ＳＦ８４５７Ｃ（動粘度：１２００、アミノ当量：１８００）、ＳＦ８４１７（動粘度：１２００、アミノ当量：１８００）、ＢＹ１６−８９２（動粘度：１５００、アミノ当量：２０００）、ＢＹ１６−８９８（動粘度：２０００、アミノ当量：２９００）、信越化学工業（株）製のＫＦ８００２（動粘度：１１００、アミノ当量：１７００）、ＫＦ８６７（動粘度：１３００、アミノ当量：１７００）、ＫＦ−８６４（動粘度：１７００、アミノ当量：３８００）が好ましい。（ ）内において、動粘度は２５℃での測定値（単位：ｍｍ２／ｓ）を示し、アミノ当量の単位はｇ／ｍｏｌである。 As the amino-modified silicone of the present invention, TSF4703 (kinematic viscosity: 1000, amino equivalent: 1600), TSF4708 (dynamic viscosity: 1000, amino equivalent: 2800) manufactured by Momentive Performance Materials, Toray Dow Corning Silicone SS-3551 (Kinematic viscosity: 1000, Amino equivalent: 1600), SF8457C (Kinematic viscosity: 1200, Amino equivalent: 1800), SF8417 (Kinematic viscosity: 1200, Amino equivalent: 1800), BY16-892 (by Co., Ltd.) Kinematic viscosity: 1500, amino equivalent: 2000), BY16-898 (dynamic viscosity: 2000, amino equivalent: 2900), KF8002 (dynamic viscosity: 1100, amino equivalent: 1700) manufactured by Shin-Etsu Chemical Co., Ltd., KF867 (dynamic) (Viscosity: 1300, amino equivalent: 1700) KF-864 (kinematic viscosity: 1700, amino equivalent: 3800) is preferred. In (), kinematic viscosity shows the measured value (unit: mm < 2 > / s) in 25 degreeC, and the unit of an amino equivalent is g / mol.
（ｃ３）成分としては、信越化学工業（株）製のＫＦ−８６４（動粘度：１７００、アミノ当量：３８００）、東レ・ダウコーニング・シリコーン（株）製のＢＹ１６−８９８（動粘度：２０００、アミノ当量：２９００）がより好ましい。 As the component (c3), KF-864 (kinematic viscosity: 1700, amino equivalent: 3800) manufactured by Shin-Etsu Chemical Co., Ltd., BY16-898 (kinematic viscosity: 2000, manufactured by Toray Dow Corning Silicone Co., Ltd.) Amino equivalent: 2900) is more preferable.
本発明の着香剤組成物において、アミノ基やポリオキシアルキレン基等の親水性の官能基を有するシリコーン化合物は、（Ａ）成分の周りに水を誘引するよう作用し、化学繊維上における（Ａ）成分由来の残香性の改善に寄与するものと推察される。なお、アミノ基を有するシリコーン化合物に関しては、アミノ基が（Ａ）成分の加水分解を促進する触媒的な作用効果を呈し、（Ａ）成分からの香料アルコールの放出に寄与するが、長期にわたって香りを持続性させる観点からは、アミノ基を有するシリコーン化合物を単独で用いるよりも、ポリオキシアルキレン基を有するシリコーン化合物と組み合わせて用いた方が、本願の効果をより享受することができる。 In the flavor composition of the present invention, the silicone compound having a hydrophilic functional group such as an amino group or a polyoxyalkylene group acts to attract water around the component (A), A) It is guessed that it contributes to the improvement of the residual fragrance derived from a component. In addition, regarding the silicone compound having an amino group, the amino group exhibits a catalytic action effect that promotes hydrolysis of the component (A) and contributes to the release of the perfume alcohol from the component (A). From the viewpoint of maintaining the durability, the effect of the present application can be more enjoyed when used in combination with a silicone compound having a polyoxyalkylene group than when a silicone compound having an amino group is used alone.
本発明の（Ｃ）成分は、オイル状のものをそのまま配合しても差し支えないが、（Ｃ）成分の粒子が水中に分散した水性エマルジョンとして配合することができる。（Ｃ）成分の水性エマルジョンには、乳化剤として界面活性剤を用いることが好ましく、界面活性剤として、アルキルベンゼンスルホン酸又はその塩、アルキル硫酸エステル塩、ポリオキシアルキレンアルキルエーテル硫酸塩、オレフィンスルホン酸塩、アルカンスルホン酸塩、脂肪酸塩等の陰イオン性界面活性剤、ポリオキシアルキレンアルキル又はアルケニルエーテル、ポリオキシアルキレンアルキルフェニルエーテル、脂肪酸アルカノールアミド又はそのアルキレンオキシド付加物、蔗糖脂肪酸エステル、アルキルグルコシド等の非イオン性界面活性剤、アミンオキシド、スルホベタイン、カルボベタイン等の両性界面活性剤、トリ長鎖アルキル４級アンモニウム塩等の陽イオン性界面活性剤を用いることができる。 The component (C) of the present invention may be formulated as an oil as it is, but it can be formulated as an aqueous emulsion in which the particles of the component (C) are dispersed in water. In the aqueous emulsion of component (C), it is preferable to use a surfactant as an emulsifier, and as the surfactant, alkylbenzene sulfonic acid or a salt thereof, alkyl sulfate ester salt, polyoxyalkylene alkyl ether sulfate, olefin sulfonate salt. Anionic surfactants such as alkane sulfonates and fatty acid salts, polyoxyalkylene alkyl or alkenyl ethers, polyoxyalkylene alkyl phenyl ethers, fatty acid alkanolamides or their alkylene oxide adducts, sucrose fatty acid esters, alkyl glucosides, etc. Nonionic surfactants, amphoteric surfactants such as amine oxide, sulfobetaine and carbobetaine, and cationic surfactants such as tri-long chain alkyl quaternary ammonium salts can be used.
（Ｃ）成分の水性エマルジョンにおける乳化粒子の体積平均粒径は、滑らかな風合いを得る観点から、好ましくは０．０１〜１０μｍ、更に好ましくは０．０１〜５μｍ、特に好ましくは０．０１〜1μｍである。体積平均粒径は動的光散乱法によって測定することができる。 The volume average particle size of the emulsified particles in the aqueous emulsion of component (C) is preferably 0.01 to 10 μm, more preferably 0.01 to 5 μm, and particularly preferably 0.01 to 1 μm from the viewpoint of obtaining a smooth texture. It is. The volume average particle diameter can be measured by a dynamic light scattering method.
また本発明で用いることができる（Ｃ）成分の水性エマルジョンとしては、上記のオイル状のものを界面活性剤等の乳化剤を用いて、各種の乳化機（ホモミキサー、高圧ホモジナイザー、コロイドミル等）により水中に分散させたものを用いても良いが、オルガノアルコキシシランとジメチルシクロポリシロキサン等を用い、水中で重合反応を行うことにより、所望の（Ｃ）成分を含むエマルジョンを調製し、これを（Ｃ）成分の水性エマルジョンとしてそのまま用いても良い。 In addition, as the aqueous emulsion of the component (C) that can be used in the present invention, various emulsifiers (homomixers, high-pressure homogenizers, colloid mills, etc.) using the above oily-type emulsifiers such as surfactants. The emulsion dispersed in water may be used, but an emulsion containing a desired component (C) is prepared by conducting a polymerization reaction in water using organoalkoxysilane and dimethylcyclopolysiloxane. You may use as it is as an aqueous emulsion of (C) component.
＜（Ｄ）成分＞
（Ｄ）成分はカチオン性基含有高分子重合体である。ここで、カチオン性基とは、水中において、水のｐＨによっては陽イオン性を呈し得る性質を有する官能基をいう。カチオン性基の具体例としては、１級〜３級アミノ基、その酸塩又はその４級化物が挙げられる。本発明の好ましい（Ｄ）成分の具体例は、以下の（ｄ１）〜（ｄ３）から選ばれる１種以上のカチオン性基含有高分子重合体である。
<(D) component>
The component (D) is a cationic group-containing polymer. Here, the cationic group refers to a functional group having a property capable of exhibiting a cationic property in water depending on the pH of the water. Specific examples of the cationic group include a primary to tertiary amino group, an acid salt thereof, or a quaternized product thereof. Specific examples of the preferred component (D) of the present invention are one or more cationic group-containing high molecular polymers selected from the following (d1) to (d3).
以下、（ｄ１）〜（ｄ３）のカチオン性基含有高分子重合体について説明する。 Hereinafter, the cationic group-containing polymer of (d1) to (d3) will be described.
＜カチオン性基含有高分子重合体（ｄ１）＞
（ｄ１）は、下記一般式（６）若しくは（７）で表されるビニル単量体、その酸塩、及びその４級化物から選ばれる少なくとも１種〔以下、モノマー（ｄ１−１）という〕を必須の構成単位とする高分子重合体である。
<Cationic group-containing polymer (d1)>
(D1) is at least one selected from the vinyl monomer represented by the following general formula (6) or (7), its acid salt, and its quaternized product (hereinafter referred to as monomer (d1-1)). Is a high molecular polymer having an essential structural unit.
〔式中、Ｒｂ１は水素原子又は炭素数１〜５の炭化水素基（好ましくはメチル基、又はエチル基）を示し、Ｒｂ２及びＲｂ３は同一又は異なって、水素原子又は水酸基で置換されていても良い炭素数１〜４の炭化水素基を示し、好ましくはメチル基、エチル基、又はヒドロキシエチル基を示す。Ｙｂはエステル基（好ましくは−ＣＯＯ−又は−ＯＣＯ−）若しくはアミド基（好ましくは−ＣＯＮＨ−又は−ＮＨＣＯ−）を示し、Ｚは水酸基を含んでいても良い炭素数１〜８のアルキレン基を示し、好ましくはエチレン基、プロピレン基、又は−ＣＨ２ＣＨ（ＯＨ）−を示す。〕 [Wherein, R b1 represents a hydrogen atom or a hydrocarbon group having 1 to 5 carbon atoms (preferably a methyl group or an ethyl group), and R b2 and R b3 are the same or different and are substituted with a hydrogen atom or a hydroxyl group. An optionally substituted hydrocarbon group having 1 to 4 carbon atoms, preferably a methyl group, an ethyl group, or a hydroxyethyl group. Y b represents an ester group (preferably —COO— or —OCO—) or an amide group (preferably —CONH— or —NHCO—), and Z represents an alkylene group having 1 to 8 carbon atoms which may contain a hydroxyl group. And preferably represents an ethylene group, a propylene group, or —CH 2 CH (OH) —. ]
〔式中、Ｒｂ４及びＲｂ５は同一又は異なって、水素原子又はメチル基を示し、Ｒｂ６は水素原子又は炭素数１〜４の炭化水素基を示す。〕 [Wherein, R b4 and R b5 are the same or different and represent a hydrogen atom or a methyl group, and R b6 represents a hydrogen atom or a hydrocarbon group having 1 to 4 carbon atoms. ]
モノマー（ｄ１−１）としては、特に制限されるものではないが、ジメチルアミノエチルアクリレート、ジメチルアミノエチルメタクリレート、ジエチルアミノエチルアクリレート、ジエチルアミノエチルメタクリレート、ジメチルアミノプロピルアクリルアミド、ジメチルアミノプロピルメタクリルアミド、ジエチルアミノプロピルアクリルアミド、又はジエチルアミノプロピルメタクリルアミド、若しくはそれらを酸により中和した酸中和物、若しくは４級化剤により４級化した４級アンモニウム塩、又はジメチルジアリルアンモニウムクロライドが挙げられる。 The monomer (d1-1) is not particularly limited, but dimethylaminoethyl acrylate, dimethylaminoethyl methacrylate, diethylaminoethyl acrylate, diethylaminoethyl methacrylate, dimethylaminopropyl acrylamide, dimethylaminopropyl methacrylamide, diethylaminopropyl acrylamide Or diethylaminopropylmethacrylamide, an acid neutralized product obtained by neutralizing them with an acid, a quaternary ammonium salt obtained by quaternizing with a quaternizing agent, or dimethyldiallylammonium chloride.
中和に用いる酸としては、特に制限されるものではないが、塩酸、硫酸等の無機酸、クエン酸、酒石酸、トルエンスルホン酸、乳酸、コハク酸、グリコール酸などの有機酸が挙げられる。 The acid used for neutralization is not particularly limited, and examples thereof include inorganic acids such as hydrochloric acid and sulfuric acid, and organic acids such as citric acid, tartaric acid, toluenesulfonic acid, lactic acid, succinic acid, and glycolic acid.
４級化剤としては、特に制限されるものではないが、塩化メチル、塩化エチル、臭化メチル、ヨウ化メチル等のハロゲン化アルキル、硫酸ジメチル、硫酸ジエチル、硫酸ジ−ｎ−プロピル等の一般的なアルキル化剤が挙げられる。 The quaternizing agent is not particularly limited, but is general such as alkyl halides such as methyl chloride, ethyl chloride, methyl bromide and methyl iodide, dimethyl sulfate, diethyl sulfate, di-n-propyl sulfate and the like. A typical alkylating agent.
（ｄ１）のカチオン性基含有高分子重合体は、上記モノマー（ｄ１−１）を単独重合させるか、又は他の共重合可能なモノマー〔以下、モノマー（ｄ１−２）という〕と共重合させて調製することができる。 The cationic group-containing polymer (d1) is obtained by homopolymerizing the monomer (d1-1) or copolymerizing with another copolymerizable monomer (hereinafter referred to as monomer (d1-2)). Can be prepared.
モノマー（ｄ１−２）としては、以下の（ｉ）〜（iv）から選ばれるものが好ましい。
（ｉ）アクリル酸又はその塩、メタクリル酸又はその塩、マレイン酸又はその塩、スチレンスルホン酸又はその塩、スルホプロピルメタクリレート、２−アクリルアミド−２−メチルプロパンスルホン酸又はその塩等のアニオン性基含有ビニル単量体
（ii）アクリルアミド、Ｎ，Ｎ−ジメチルアクリル（又はメタクリル）アミド、アクリル酸（又はメタクリル酸）アルキル（炭素数１〜１８）アミド等のアミド基含有非イオン性ビニル単量体
（iii）アクリル酸（又はメタクリル酸）アルキル（炭素数１〜１４）、アクリル酸（又はメタクリル酸）２−ヒドロキシエチル等のエステル基含有非イオン性ビニル単量体
（iv）スチレン、ビニルトルエン、α−メチルスチレンから選ばれる、酸素原子又は窒素原子を含有しないビニル単量体
The monomer (d1-2) is preferably selected from the following (i) to (iv).
(I) Anionic groups such as acrylic acid or a salt thereof, methacrylic acid or a salt thereof, maleic acid or a salt thereof, styrenesulfonic acid or a salt thereof, sulfopropyl methacrylate, 2-acrylamido-2-methylpropanesulfonic acid or a salt thereof Containing vinyl monomer (ii) Amide group-containing nonionic vinyl monomer such as acrylamide, N, N-dimethylacrylic (or methacrylic) amide, acrylic acid (or methacrylic acid) alkyl (carbon number 1 to 18) amide (Iii) Acrylic acid (or methacrylic acid) alkyl (1 to 14 carbon atoms) ester group-containing nonionic vinyl monomer such as acrylic acid (or methacrylic acid) 2-hydroxyethyl (iv) styrene, vinyl toluene, Vinyl monomer containing no oxygen atom or nitrogen atom selected from α-methylstyrene
中でも、（iii）エステル基含有非イオン性ビニル単量体及び（iv）酸素原子又は窒素原子を含有しないビニル単量体が好ましく、（iii）エステル基含有非イオン性ビニル単量体が特に好ましい。 Among them, (iii) an ester group-containing nonionic vinyl monomer and (iv) a vinyl monomer not containing an oxygen atom or a nitrogen atom are preferable, and (iii) an ester group-containing nonionic vinyl monomer is particularly preferable. .
（ｄ１）のカチオン性基含有高分子重合体がモノマー（ｄ１−１）とモノマー（ｄ１−２）の共重合体である場合、モノマー（ｄ１−１）の共重合量は、繊維製品への（Ａ）成分の吸着性を高める観点から、モノマー全量に対して５０モル％以上、好ましくは７０モル％以上、更に好ましくは８０モル％以上、特に好ましくは８５モル％以上である。 When the cationic group-containing polymer of (d1) is a copolymer of the monomer (d1-1) and the monomer (d1-2), the copolymerization amount of the monomer (d1-1) From the viewpoint of enhancing the adsorptivity of the component (A), it is at least 50 mol%, preferably at least 70 mol%, more preferably at least 80 mol%, particularly preferably at least 85 mol%, based on the total amount of monomers.
また、カチオン性基含有高分子重合体（ｄ１）の重量平均分子量（Ｍｗ）は、好ましくは２，０００〜１００，０００、より好ましくは３，０００〜９０，０００である。Ｍｗと数平均分子量（Ｍｎ）の比Ｍｗ／Ｍｎは、好ましくは１．０〜４０、より好ましくは１．５〜３５である。ここで、カチオン性基含有高分子重合体（ｄ１）のＭｗ、Ｍｎは、ゲル濾過クロマトグラフィー（ＧＰＣ）測定による値を使用する。溶離液としては、（１％酢酸／エタノール）：水＝３：７（質量比）の混合溶媒で調製したＬｉＢｒの５０ｍｍｏｌ／Ｌ溶液を溶媒として、極性溶媒用ＧＰＣカラム「α−Ｍ（東ソー（株）製）」を２本直列して用い、ポリエチレングリコール換算の分子量により算出する。 The weight average molecular weight (Mw) of the cationic group-containing polymer (d1) is preferably 2,000 to 100,000, more preferably 3,000 to 90,000. The ratio Mw / Mn of Mw and number average molecular weight (Mn) is preferably 1.0 to 40, more preferably 1.5 to 35. Here, Mw and Mn of the cationic group-containing polymer (d1) use values obtained by gel filtration chromatography (GPC) measurement. As an eluent, a 50 mmol / L solution of LiBr prepared with a mixed solvent of (1% acetic acid / ethanol): water = 3: 7 (mass ratio) was used as a solvent, and a GPC column for polar solvent “α-M (Tosoh ( 2) ”in series, and the molecular weight in terms of polyethylene glycol is calculated.
＜カチオン性基含有高分子重合体（ｄ２）＞
（ｄ２）は、カチオン性多糖である。カチオン性多糖の主骨格を形成する多糖としては、特に制限されるものではないが、セルロース、デンプン、デキストラン、ローカストビーンガム、グアーガム、プルラン、キチン、キトサン、アガロース、カラギーナン、又はカードラン等が挙げられ、セルロース、デンプンが好ましい。
<Cationic group-containing polymer (d2)>
(D2) is a cationic polysaccharide. The polysaccharide that forms the main skeleton of the cationic polysaccharide is not particularly limited, and examples thereof include cellulose, starch, dextran, locust bean gum, guar gum, pullulan, chitin, chitosan, agarose, carrageenan, and curdlan. Cellulose and starch are preferred.
本発明において、多糖にカチオン性基を導入する方法は特に限定されず、公知の方法を用いることができる。例えば、多糖と、第三アミノ又は第四アンモニウムアルキル化試薬を、２０〜８０℃、１〜２４時間反応させて、多糖にカチオン性基を導入することができる。第三級アミノ又は第四級アンモニウムアルキル化試薬の例としては、２−ジアルキル（炭素数１〜３）アミノエチルクロライド等の第三級アミノアルキル化試薬、３−クロロ−２−ヒドロキシプロピルトリメチルアンモニウムクロライド、２，３−エポキシ−プロピルトリメチルアンモニウムクロライド等の第四級アンモニウムアルキル化試薬が挙げられる。 In the present invention, a method for introducing a cationic group into a polysaccharide is not particularly limited, and a known method can be used. For example, a cationic group can be introduced into a polysaccharide by reacting the polysaccharide with a tertiary amino or quaternary ammonium alkylating reagent at 20 to 80 ° C. for 1 to 24 hours. Examples of tertiary amino or quaternary ammonium alkylating reagents include tertiary aminoalkylating reagents such as 2-dialkyl (1 to 3 carbon atoms) aminoethyl chloride, 3-chloro-2-hydroxypropyltrimethylammonium And quaternary ammonium alkylating reagents such as chloride and 2,3-epoxy-propyltrimethylammonium chloride.
本発明に用いられるカチオン性多糖は、非イオン性基やアニオン性基を有していても良い。非イオン性基としては、例えば、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等の炭素数１〜３０のヒドロキシアルキル基が挙げられる。また、アニオン性基としては、例えば、カルボキシメチル基等のカルボキシアルキル（炭素数１〜５）基が挙げられる。 The cationic polysaccharide used in the present invention may have a nonionic group or an anionic group. As a nonionic group, C1-C30 hydroxyalkyl groups, such as a hydroxyethyl group, a hydroxypropyl group, a hydroxybutyl group, are mentioned, for example. Moreover, as an anionic group, carboxyalkyl (C1-C5) groups, such as a carboxymethyl group, are mentioned, for example.
多糖に非イオン性基を導入する方法としては、例えば、エチレンオキサイド、プロピレンオキサイド、ブチレンオキサイド等の炭素数２〜４のアルキレンオキサイドを多糖と反応させることによって、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を導入することができる。また、多糖にアニオン性基を導入する方法としては、例えば、クロロメチル酢酸等のアニオン化試薬を多糖と反応させることによって、カルボキメチル基を導入することができる。 As a method for introducing a nonionic group into a polysaccharide, for example, by reacting an alkylene oxide having 2 to 4 carbon atoms such as ethylene oxide, propylene oxide, or butylene oxide with a polysaccharide, a hydroxyethyl group, a hydroxypropyl group, a hydroxy group, Butyl groups can be introduced. In addition, as a method for introducing an anionic group into a polysaccharide, for example, a carboxyl group can be introduced by reacting an anionizing reagent such as chloromethylacetic acid with the polysaccharide.
カチオン性多糖のカチオン性官能基の導入量は、カチオン性多糖の全質量に対するカチオン性官能基のアミン、その酸塩あるいは４級アンモニウム塩の窒素原子の質量割合を指標として表す。即ち、カチオン性多糖の全質量に対するカチオン性官能基のアミン、その酸塩あるいは４級アンモニウム塩の窒素原子の質量割合［Ｎ質量（％）］で表す。ここでＮ質量（％）は、下記のカチオン性官能基の導入量指標測定法に示す方法を用いることにより測定、算出することができる。Ｎ質量（％）は、繊維製品への（Ａ）成分の吸着性を高める観点から、０．０１〜３．０が好ましく、０．１〜２．０がより好ましい。尚、（ｄ２）成分のカチオン性官能基の導入量指標［Ｎ質量（％）］は下記の方法により測定した。 The introduction amount of the cationic functional group of the cationic polysaccharide is represented by the mass ratio of the nitrogen atom of the amine of the cationic functional group, its acid salt or quaternary ammonium salt to the total mass of the cationic polysaccharide. That is, it is represented by the mass ratio [N mass (%)] of the nitrogen atom of the amine, its acid salt or quaternary ammonium salt of the cationic functional group to the total mass of the cationic polysaccharide. Here, the N mass (%) can be measured and calculated by using the method shown in the following cationic functional group introduction amount index measurement method. N mass (%) is preferably from 0.01 to 3.0, more preferably from 0.1 to 2.0, from the viewpoint of enhancing the adsorptivity of the component (A) to the fiber product. The introduction amount index [N mass (%)] of the cationic functional group of the component (d2) was measured by the following method.
＜カチオン性官能基の導入量指標測定法＞
カチオン性多糖０．１ｇを精秤し、０．１質量％水溶液になる様にイオン交換水に溶解させた。このカチオン性多糖水溶液１０．０ｇを精秤し（ａｇ）、５倍に希釈した後にトルイジンブルーを３滴加えて、１／４００Ｎポリビニル硫酸カリウム（ＰＶＳＫ）水溶液で滴定した。滴定の終点は青→紫〜赤である。滴定に要したＰＶＳＫ量から、次式によりＮ質量（％）を求める。
<Method of measuring the amount of cationic functional group introduced>
0.1 g of the cationic polysaccharide was precisely weighed and dissolved in ion-exchanged water so that a 0.1% by mass aqueous solution was obtained. 10.0 g of this cationic polysaccharide aqueous solution was precisely weighed (ag), diluted 5 times, 3 drops of toluidine blue were added, and titrated with a 1/400 N aqueous potassium potassium sulfate (PVSK) solution. The end point of the titration is blue → purple to red. From the amount of PVSK required for titration, N mass (%) is obtained by the following formula.
〔式中、ｆは１／４００Ｎ ＰＶＳＫの力価を示す。〕
[Wherein f represents a titer of 1 / 400N PVSK. ]
測定により得られたＮ質量（％）を多糖に導入されたカチオン基量の指標とした。 The N mass (%) obtained by the measurement was used as an indicator of the amount of cationic groups introduced into the polysaccharide.
また、本発明に用いられるカチオン性多糖の重量平均分子量（プルラン換算）は、１０,０００〜１５,０００,０００が好ましく、３０,０００〜１２,０００,０００がより好ましい。ここでカチオン性多糖の重量平均分子量は下記方法で測定した。 In addition, the weight average molecular weight (in pullulan conversion) of the cationic polysaccharide used in the present invention is preferably 10,000 to 15,000,000, and more preferably 30,000 to 12,000,000. Here, the weight average molecular weight of the cationic polysaccharide was measured by the following method.
＜重量平均分子量測定法＞
ゲル濾過クロマトグラフィー（ＧＰＣ）を用いて、下記の測定条件で測定した。
装置；東ソー（株）製ＨＬＣ−８１２０
ＧＰＣカラム；東ソー（株）製ＴＳＫｇｅｌα−Ｍ（１本）
溶離液；ジメチルスルホキシド（５０ｍＭ臭化カリウム）
流速；０．５ｍＬ／ｍｉｎ
カラム温度；５０℃
検出器；ＲＩ
試料濃度；５ｍｇ／ｍＬ
注入量；１００μＬ
分子量換算用検量線；昭和電工製単分散プルランを使用。
試料の分子量：標準プルラン基準の相対値
<Weight average molecular weight measurement method>
It measured on the following measuring conditions using the gel filtration chromatography (GPC).
Device: HLC-8120 manufactured by Tosoh Corporation
GPC column: Tosoh Co., Ltd. TSKgelα-M (1)
Eluent: Dimethyl sulfoxide (50 mM potassium bromide)
Flow rate: 0.5 mL / min
Column temperature: 50 ° C
Detector; RI
Sample concentration: 5 mg / mL
Injection volume: 100 μL
Calibration curve for molecular weight conversion: Monodispersed pullulan manufactured by Showa Denko is used.
Sample molecular weight: Relative value of standard pullulan standard
＜カチオン性基含有高分子重合体（ｄ３）＞
（ｄ３）は、ポリ［アルキレン（炭素数２〜３）イミン］であり、−（ＣｎＨ２ｎＮＨ）−［左記式中、ｎは２又は３］で表される炭素数２〜３のアルキレンイミン単位が直鎖状、分岐状又は網目状に重合した水溶性高分子化合物である。
<Cationic group-containing polymer (d3)>
(D3) is poly [alkylene (2 to 3 carbon atoms) imine], and — (C n H 2n NH) — [wherein n is 2 or 3] and has 2 to 3 carbon atoms. It is a water-soluble polymer compound in which an alkyleneimine unit is polymerized in a linear, branched or network form.
本発明において、ポリアルキレンイミンの重量平均分子量は、６００〜１００，０００が好ましく、３，０００〜９０，０００がより好ましく、４，０００〜８０，０００が更に好ましい。 In the present invention, the polyalkylenimine has a weight average molecular weight of preferably 600 to 100,000, more preferably 3,000 to 90,000, and still more preferably 4,000 to 80,000.
本発明において、ポリアルキレンイミンとしては、繊維製品への（Ａ）成分の吸着性を高める観点から、ポリエチレンイミンが好ましい。 In the present invention, the polyalkyleneimine is preferably polyethyleneimine from the viewpoint of enhancing the adsorptivity of the component (A) to the textile product.
ポリアルキレンイミンの製法は特に制限されず、公知の重合法により製造することができる。例えば、ポリエチレンイミンは、〔１〕エチレンイミンを二酸化炭素、塩酸、臭化水素酸等を触媒として開環重合させる方法、〔２〕塩化エチレンとエチレンジアミンを重縮合させる方法、〔３〕オキサゾリドン−２を加熱する方法等が挙げられる。 The production method of the polyalkyleneimine is not particularly limited, and can be produced by a known polymerization method. For example, polyethyleneimine is [1] ring-opening polymerization of ethyleneimine using carbon dioxide, hydrochloric acid, hydrobromic acid or the like as a catalyst, [2] method of polycondensation of ethylene chloride and ethylenediamine, [3] oxazolidone-2 The method etc. of heating are mentioned.
（Ｄ）成分は処理浴中の洗濯すすぎ水中からキャリーオーバーされる、アニオン活性剤と相互作用し、疎水性の会合体を形成すると考えており、それが本来化学繊維に付着しやすい（Ａ）成分を効果的に吸着させていると考えている。 Component (D) is considered to interact with an anionic activator carried over from the wash rinse water in the treatment bath to form a hydrophobic aggregate, which is inherently likely to adhere to chemical fibers (A) It is thought that the component is effectively adsorbed.
［着香剤組成物］
本発明の着香剤組成物は、上記（Ａ）成分、（Ｂ）成分、（Ｃ）成分、（Ｄ）成分及び水を含有する。
[Fragrance composition]
The flavor composition of the present invention contains the above component (A), component (B), component (C), component (D) and water.
本発明の着香剤組成物中の（Ａ）成分の含有量は、香り持続性の観点から０．０１〜１０質量％が好ましく、０．０５〜５質量％がより好ましく、０．１〜３質量％が更に好ましく、０．２〜２質量％が特に好ましい。 The content of the component (A) in the fragrance composition of the present invention is preferably 0.01 to 10% by mass, more preferably 0.05 to 5% by mass, from the viewpoint of fragrance persistence, 3 mass% is still more preferable, and 0.2-2 mass% is especially preferable.
本発明の着香剤組成物中の（Ｂ）成分の含有量は、化学繊維における香り持続性の観点から、５〜２０質量％が好ましく、８〜１８質量％が好ましく、１０〜１６質量％が更に好ましく、１１〜１５質量％が特に好ましい。 The content of the component (B) in the fragrance composition of the present invention is preferably 5 to 20% by mass, preferably 8 to 18% by mass, and 10 to 16% by mass from the viewpoint of fragrance sustainability in chemical fibers. Is more preferable, and 11 to 15% by mass is particularly preferable.
化学繊維における香り持続性の観点から、（Ａ）成分と（Ｂ）成分の質量比〔（Ａ）成分／（Ｂ）成分〕は１／１００〜９／１００であり、１．５／１００〜８／１００が好ましく、１．５／１００〜６／１００がより好ましく、２／１００〜６／１００が特に好ましい。 From the viewpoint of fragrance sustainability in the chemical fiber, the mass ratio of the component (A) to the component (B) [(A) component / (B) component] is 1/100 to 9/100, and 1.5 / 100 to 8/100 is preferable, 1.5 / 100 to 6/100 is more preferable, and 2/100 to 6/100 is particularly preferable.
本発明の着香剤組成物は、主柔軟基剤として（Ｃ）成分を含有する。（Ａ）成分の安定性、香りの持続性の観点から、本発明の着香剤組成物中の（Ｃ）成分の含有量は、１〜２０質量％が好ましく、３〜１８質量％がより好ましく、４〜１６質量％が更に好ましい。 The flavor composition of the present invention contains the component (C) as a main soft base. (A) From the viewpoint of component stability and fragrance persistence, the content of the component (C) in the fragrance composition of the present invention is preferably 1 to 20% by mass, more preferably 3 to 18% by mass. 4 to 16% by mass is preferable.
香りの持続性の観点から、（Ｃ）成分と（Ｂ）成分の質量比〔（Ｃ）成分／（Ｂ）成分〕は２０／１００〜１２０／１００であり、２０／１００〜１００／１００が好ましく、３０／１００〜９０／１００がより好ましい。 From the viewpoint of fragrance persistence, the mass ratio of the (C) component and the (B) component [(C) component / (B) component] is 20/100 to 120/100, and 20/100 to 100/100 is 30/100 to 90/100 are more preferable.
本発明の着香剤組成物は、香りの持続性の観点から（Ｄ）成分を含有する。香りの持続性及び（Ａ）成分の安定性の観点から、本発明の着香剤組成物中の（Ｄ）成分の含有量は、０.３〜２質量％が好ましく、０.４〜１.８質量％がより好ましく、０.５〜１.６質量％が更に好ましい。 The fragrance composition of the present invention contains the component (D) from the viewpoint of scent sustainability. From the viewpoint of the scent durability and the stability of the component (A), the content of the component (D) in the flavor composition of the present invention is preferably 0.3 to 2% by mass, and 0.4 to 1%. 0.8% by mass is more preferable, and 0.5 to 1.6% by mass is even more preferable.
（Ａ）成分の安定性並びに（Ａ）成分由来の香りの持続性の観点から、（Ｄ）成分と（Ｂ）成分の質量比〔（Ｄ）成分／（Ｂ）成分〕は１／１００〜２５／１００であり、２／１００〜２０／１００が好ましく、３／１００〜１５／１００がより好ましく、４／１００〜１１／１００が特に好ましい。 From the viewpoint of the stability of the component (A) and the persistence of the scent derived from the component (A), the mass ratio of the component (D) to the component (B) [(D) component / (B) component] is 1/100 to 25/100, preferably 2/100 to 20/100, more preferably 3/100 to 15/100, and particularly preferably 4/100 to 11/100.
香りの持続性の観点から、（Ｄ）成分と（Ｃ）成分の質量比〔（Ｄ）成分／（Ｃ）成分〕は５／１００〜５０／１００であり、７／１００〜４０／１００が好ましく、１０／１００〜３０／１００がより好ましく、１０／１００〜１９／１００が特に好ましい。 From the viewpoint of fragrance persistence, the mass ratio of the (D) component and the (C) component [(D) component / (C) component] is 5/100 to 50/100, and 7/100 to 40/100 is Preferably, 10/100 to 30/100 is more preferable, and 10/100 to 19/100 is particularly preferable.
本発明の着香剤組成物において、上記（Ａ）〜（Ｄ）成分並びに以下に記載する＜その他成分＞以外の成分は水とし得る。安定性、柔軟性、取り扱い性の観点から、本発明の着香剤組成物中の水の含有量は、４０〜９０質量％が好ましく、５０〜８５質量％がより好ましく、６０〜８０質量％が更に好ましい。 In the flavor composition of the present invention, components other than the above components (A) to (D) and <other components> described below may be water. From the viewpoint of stability, flexibility, and handleability, the content of water in the flavor composition of the present invention is preferably 40 to 90% by mass, more preferably 50 to 85% by mass, and 60 to 80% by mass. Is more preferable.
＜その他成分＞
本発明の着香剤組成物は、安定性、柔軟性、取り扱い性の観点から、炭素数１〜４のアルコール〔以下（Ｅ）成分という〕を含有することが好適である。（Ｅ）成分としては、好ましくは炭素数１〜３のアルコール、より好ましくはエタノールが好適である。本発明の着香剤組成物中の（Ｅ）成分の含有量は好ましくは０.５〜２０質量％、より好ましくは１〜１５質量％、更に好ましくは１.５〜１０質量％である。
<Other ingredients>
The flavorant composition of the present invention preferably contains an alcohol having 1 to 4 carbon atoms (hereinafter referred to as “component (E)”) from the viewpoints of stability, flexibility, and handleability. (E) As a component, Preferably it is C1-C3 alcohol, More preferably, ethanol is suitable. The content of the component (E) in the flavoring agent composition of the present invention is preferably 0.5 to 20% by mass, more preferably 1 to 15% by mass, and further preferably 1.5 to 10% by mass.
本発明の着香剤組成物は、その他界面活性剤、その他溶剤、その他香料、防腐剤、殺菌剤、抗菌剤、染料、顔料、粘度調整剤、ｐＨ調整剤等を必要に応じて用いることができる。 In the flavor composition of the present invention, other surfactants, other solvents, other fragrances, preservatives, bactericides, antibacterial agents, dyes, pigments, viscosity modifiers, pH adjusters, and the like may be used as necessary. it can.
本発明の着香剤組成物は、安定性の観点から、２０℃におけるｐＨを５〜８に調整することが好ましく、５.５〜７．５に調整することがより好ましい。ｐＨ調整剤としては塩酸や硫酸等の無機酸や、クエン酸、コハク酸、リンゴ酸、フマル酸、酒石酸、マロン酸、マレイン酸等の有機酸などの酸剤；及び／又は水酸化ナトリウムや水酸化カリウム、アンモニアやその誘導体、モノエタノールアミンやジエタノールアミン、トリエタノールアミン等のアミン塩や、炭酸ナトリウム、炭酸カリウム等のアルカリ剤を、単独もしくは複合して用いることが好ましい。特に塩酸、硫酸、クエン酸から選ばれる酸と、水酸化ナトリウムや水酸化カリウムから選ばれるアルカリ剤を用いることが好適である。 From the viewpoint of stability, the flavor composition of the present invention preferably adjusts the pH at 20 ° C to 5 to 8, more preferably 5.5 to 7.5. pH adjusting agents include acid agents such as inorganic acids such as hydrochloric acid and sulfuric acid, and organic acids such as citric acid, succinic acid, malic acid, fumaric acid, tartaric acid, malonic acid and maleic acid; and / or sodium hydroxide and water It is preferable to use potassium oxide, ammonia or a derivative thereof, an amine salt such as monoethanolamine, diethanolamine or triethanolamine, or an alkali agent such as sodium carbonate or potassium carbonate alone or in combination. In particular, it is preferable to use an acid selected from hydrochloric acid, sulfuric acid and citric acid, and an alkali agent selected from sodium hydroxide and potassium hydroxide.
本発明の着香剤組成物は、化学繊維を素材とする繊維製品に使用する場合であっても、長期にわたって香りを持続させることができる。ここで、化学繊維とは、ポリエステル、ナイロン、アクリルアミド、ポリウレタン、ビニロン等を素材に含む繊維をいう。 Even if it is a case where it uses for the textiles which use a chemical fiber as a raw material, the fragrance composition of this invention can maintain a fragrance over a long period of time. Here, the chemical fiber refers to a fiber containing polyester, nylon, acrylamide, polyurethane, vinylon or the like as a material.
実施例及び比較例で用いた各配合成分をまとめて以下に示す。なお、（Ｂ）成分及び（Ｂ’）成分に関しては、Ｒ４−Ｚ−の総炭素数、Ｚの種類、ｐ及びｑの数、Ｒ５の種類をまとめて表１に示す。
＜（Ａ）成分＞
・Ａ−１：合成例１で得られたケイ酸エステル化合物
・Ａ−２：合成例２で得られたケイ酸エステル化合物
・Ａ−３：合成例３で得られたケイ酸エステル化合物
・Ａ−４：合成例４で得られたケイ酸エステル化合物
＜（Ｂ）成分＞
・Ｂ−１：一般式（２）中、Ｒ４が炭素数１２の直鎖１級アルキル基、Ｚが−Ｏ−、ｐが６、ｑが０、Ｒ５が水素原子のアルキレンオキサイド付加化合物
・Ｂ−２：一般式（２）中、Ｒ４が炭素数１２の直鎖１級アルキル基、Ｚが−Ｏ−、ｐが６、ｑが０、Ｒ５がメチル基のアルキレンオキサイド付加化合物
・Ｂ−３：一般式（２）中、Ｒ４が炭素数１２の直鎖１級アルキル基、Ｚが−Ｏ−、ｐが６、ｑが1、Ｒ５が水素原子のアルキレンオキサイド付加化合物
・Ｂ−４：一般式（２）中、Ｒ４が炭素数１２の直鎖１級アルキル基、Ｚが−Ｏ−、ｐが１０、ｑが０、Ｒ５が水素原子のアルキレンオキサイド付加化合物
・Ｂ−５：一般式（２）中、Ｒ４が炭素数１１の直鎖１級アルキル基、Ｚが−ＣＯＯ−、ｐが１０、ｑが０、Ｒ５がメチル基のアルキレンオキサイド付加化合物
・Ｂ−６：一般式（２）中、Ｒ４が炭素数４の直鎖１級アルキル基、Ｚが−Ｏ−、ｐが２、ｑが０、Ｒ５が水素原子のアルキレンオキサイド付加化合物
・Ｂ−７：一般式（２）中、Ｒ４が炭素数４の直鎖１級アルキル基、Ｚが−Ｏ−、ｐが６、ｑが０、Ｒ５が水素原子のアルキレンオキサイド付加化合物
＜（Ｂ’）成分：（Ｂ）成分の比較成分＞
・Ｂ’−１：一般式（２）中、Ｒ４が炭素数１１の直鎖１級アルキル基、Ｚが−ＣＯＯ−、ｐが１５、ｑが０、Ｒ５がメチル基のアルキレンオキサイド付加化合物
・Ｂ’−２：一般式（２）中、Ｒ４が炭素数１２の直鎖１級アルキル基、Ｚが−Ｏ−、ｐが１５、ｑが０、Ｒ５が水素原子のアルキレンオキサイド付加化合物
・Ｂ’−３：一般式（２）中、Ｒ４が炭素数４の直鎖１級アルキル基、Ｚが−Ｏ−、ｐが１、ｑが０、Ｒ５が水素原子のアルキレンオキサイド付加化合物
＜（Ｃ）成分＞
・Ｃ−１：ＦＺ−２１０９（東レ・ダウコーニング（株）製：ポリエーテル変性シリコーン）
・Ｃ−２：下記式（４−１）で表されるポリエーテル変性シリコーン（ＨＬＢ値１）
Each compounding component used in Examples and Comparative Examples is shown below. In addition, regarding the component (B) and the component (B ′), the total number of carbon atoms of R 4 —Z—, the type of Z, the number of p and q, and the type of R 5 are collectively shown in Table 1.
<(A) component>
A-1: Silicate ester compound obtained in Synthesis Example 1 A-2: Silicate ester compound obtained in Synthesis Example 2 A-3: Silicate ester compound obtained in Synthesis Example 3 A -4: Silicate ester compound obtained in Synthesis Example 4 <Component (B)>
B-1: an alkylene oxide addition compound in which R 4 is a linear primary alkyl group having 12 carbon atoms, Z is —O—, p is 6, q is 0, and R 5 is a hydrogen atom in the general formula (2) B-2: an alkylene oxide addition compound in which R 4 is a linear primary alkyl group having 12 carbon atoms, Z is —O—, p is 6, q is 0, and R 5 is a methyl group in the general formula (2) B-3: an alkylene oxide addition compound in which R 4 is a linear primary alkyl group having 12 carbon atoms, Z is —O—, p is 6, q is 1, and R 5 is a hydrogen atom in the general formula (2) B-4: an alkylene oxide addition compound in which R 4 is a linear primary alkyl group having 12 carbon atoms, Z is —O—, p is 10, q is 0, and R 5 is a hydrogen atom in the general formula (2) · B-5: in the general formula (2), R 4 is a linear primary alkyl group of 11 carbon atoms, Z is -COO-, p is 10, q is 0, R 5 turtles Alkylene oxide adducts of Le group · B-6: In the general formula (2), a linear primary alkyl group R 4 is 4 carbon atoms, Z is -O-, p is is 2, q is 0, R 5 Alkylene oxide addition compound of hydrogen atom. B-7: In general formula (2), R 4 is a linear primary alkyl group having 4 carbon atoms, Z is —O—, p is 6, q is 0, and R 5 is Alkylene oxide addition compound of hydrogen atom <(B ′) component: comparative component of component (B)>
B′-1: Addition of alkylene oxide in general formula (2), wherein R 4 is a linear primary alkyl group having 11 carbon atoms, Z is —COO—, p is 15, q is 0, and R 5 is a methyl group compound · B'-2: in the general formula (2), R 4 is a linear primary alkyl group of 12 carbon atoms, Z is -O-, p is 15, q is 0, R 5 is an alkylene oxide of the hydrogen atom Addition compound B′-3: in general formula (2), R 4 is a linear primary alkyl group having 4 carbon atoms, Z is —O—, p is 1, q is 0, and R 5 is a hydrogen atom alkylene. Oxide addition compound <component (C)>
C-1: FZ-2109 (Toray Dow Corning Co., Ltd .: polyether-modified silicone)
C-2: polyether-modified silicone (HLB value 1) represented by the following formula (4-1)
［式中、ｐ1は４５０〜５５０、ｑ1は５〜１５、ｊ1は２〜５の数である。］
[Wherein, p1 is 450 to 550, q1 is 5 to 15, and j1 is 2 to 5. ]
・Ｃ−３：下記式（４−２）で表されるポリエーテル変性シリコーン（ＨＬＢ値１） C-3: polyether-modified silicone represented by the following formula (4-2) (HLB value 1)
［式中、ｐ2は３８０〜４８０、ｑ2は５〜１５、ｊ2は２〜５の数である。］
[Wherein, p2 is a number from 380 to 480, q2 is a number from 5 to 15, and j2 is a number from 2 to 5. ]
・Ｃ−４：ＫＦ−８６４（信越化学工業（株）製：アミノ変性ジメチルポリシロキサン）
・Ｃ−５：ＳＦ８４５７Ｃ（東レ・ダウコーニング（株）製：アミノ変性ジメチルポリシロキサン）
・Ｃ−６：ＳＨ２００−３０００ｃｓ（東レ・ダウコーニング（株）製：ジメチルポリシロキサン）
＜（Ｄ）成分＞
・Ｄ−１：ＭＥＲＱＵＡＴ ２８０（ＮＡＬＣＯ ＣＯＭＰＡＮＹ製：塩化ジメチルジアリルアンモニウム／アクリル酸（モル比）＝６５／３５）
・Ｄ−２：ダイドールＥＣ−００４（大同化成工業（株）製：ポリ塩化ジメチルジアリルアンモニウム）
・Ｄ−３：ジェルナーＱＬ１００（ダイセル化学工業（株）製：カチオン化セルロース）
・Ｄ−４：クラレＣＭ−３１８（（株）クラレ製：カチオン変性ポリビニルアルコール）
＜その他成分＞
・Ｅ-１：エタノール
C-4: KF-864 (manufactured by Shin-Etsu Chemical Co., Ltd .: amino-modified dimethylpolysiloxane)
-C-5: SF8457C (Toray Dow Corning Co., Ltd .: amino-modified dimethylpolysiloxane)
C-6: SH200-3000cs (Toray Dow Corning Co., Ltd .: dimethylpolysiloxane)
<(D) component>
D-1: MERQUAT 280 (manufactured by NALCO COMPANY: dimethyldiallylammonium chloride / acrylic acid (molar ratio) = 65/35)
D-2: Daidol EC-004 (manufactured by Daido Kasei Kogyo Co., Ltd .: polydimethyldiallylammonium chloride)
D-3: Gerner QL100 (Daicel Chemical Industries, Ltd .: cationized cellulose)
D-4: Kuraray CM-318 (manufactured by Kuraray Co., Ltd .: cation-modified polyvinyl alcohol)
<Other ingredients>
・ E-1: Ethanol
合成例１：ケイ酸エステル化合物Ａ−１の合成
２００ｍＬの四つ口フラスコにテトラエトキシシラン２７．０８ｇ（０．１３ｍｏｌ）、ゲラニオール７２．３０ｇ（０．４７ｍｏｌ）、２．８％ナトリウムメトキシドメタノール溶液０．４８５ｍＬを入れ、窒素気流下エタノールを留出させながら１１０〜１２０℃で２時間攪拌した。２時間後、槽内の圧力を徐々に８ｋＰａまで下げ、エタノールを留出させながら１１７〜１２０℃でさらに４時間攪拌した。４時間後、冷却、減圧を解除した後、濾過を行い、ケイ酸テトラゲラニルエステルを含む７６．９２ｇの黄色油状物のケイ酸エステル化合物Ａ−１を得た。
Synthesis Example 1: Synthesis of Silicate Compound A-1 In a 200 mL four-necked flask, 27.08 g (0.13 mol) of tetraethoxysilane, 72.30 g (0.47 mol) of geraniol, 2.8% sodium methoxide methanol 0.485 mL of the solution was added, and the mixture was stirred at 110 to 120 ° C. for 2 hours while distilling ethanol under a nitrogen stream. After 2 hours, the pressure in the tank was gradually lowered to 8 kPa, and the mixture was further stirred at 117 to 120 ° C. for 4 hours while distilling ethanol. Four hours later, after cooling and releasing the reduced pressure, filtration was performed to obtain 76.92 g of a yellow oily silicate compound A-1 containing tetrageranyl silicate.
合成例２：ケイ酸エステル化合物Ａ−２の合成
２００ｍＬの四つ口フラスコにテトラエトキシシラン３５．４５ｇ（０．１３ｍｏｌ）、シス−３−ヘキセノール６４．７４ｇ（０．６５ｍｏｌ）、２．８％ナトリウムメトキシドメタノール溶液１．３４ｍＬを入れ、窒素気流下エタノールを留出させながら１１８℃〜１２０℃で約２時間攪拌した。２時間後、槽内の圧力を徐々に８ｋＰａまで下げ、エタノールを留出させながらさらに３時間攪拌した。３時間後、冷却、減圧を解除した後、濾過を行い、ケイ酸テトラ（シス−３−ヘキセン−１−イル）エステルを含む８９．１ｇの淡黄色油状物のケイ酸エステル化合物Ａ−２を得た。
Synthesis Example 2: Synthesis of Silicate Compound A-2 In a 200 mL four-necked flask, 35.45 g (0.13 mol) of tetraethoxysilane, 64.74 g (0.65 mol) of cis-3-hexenol, 2.8% 1.34 mL of a sodium methoxide methanol solution was added, and the mixture was stirred at 118 ° C. to 120 ° C. for about 2 hours while distilling ethanol under a nitrogen stream. After 2 hours, the pressure in the tank was gradually lowered to 8 kPa, and the mixture was further stirred for 3 hours while distilling ethanol. Three hours later, after cooling and releasing the reduced pressure, filtration was carried out to obtain 89.1 g of a light yellow oily silicate compound A-2 containing tetra (cis-3-hexen-1-yl) silicate. Obtained.
合成例３：ケイ酸エステル化合物Ａ−３の合成
２００ｍＬの四つ口フラスコにメチルトリエトキシシラン２７．２４ｇ（０．２０ｍｏｌ）、２−フェニルエタノール８７．９ｇ（０．５７ｍｏｌ）、２．８％ナトリウムメトキシドメタノール溶液０．９５８ｍＬを入れ、窒素気流下エタノールを留出させながら１１５℃で２時間攪拌した。２時間後、槽内の圧力を徐々に８ｋＰａまで下げ、エタノールを留出させながら１１８〜１２１℃でさらに３時間攪拌した。３時間後、冷却、減圧を解除した後、濾過を行い、ケイ酸テトラ（２−フェニルエチル）エステルを含む１１４．８ｇの淡黄色油状物のケイ酸エステル化合物Ａ−３を得た。
Synthesis Example 3 Synthesis of Silicate Ester Compound A-3 In a 200 mL four-necked flask, 27.24 g (0.20 mol) of methyltriethoxysilane, 87.9 g (0.57 mol) of 2-phenylethanol, 2.8% Sodium methoxide methanol solution 0.958mL was put, and it stirred at 115 degreeC for 2 hours, distilling ethanol under nitrogen stream. After 2 hours, the pressure in the tank was gradually lowered to 8 kPa, and the mixture was further stirred at 118 to 121 ° C. for 3 hours while distilling ethanol. Three hours later, after cooling and releasing the reduced pressure, filtration was performed to obtain 114.8 g of a pale yellow oily silicate compound A-3 containing tetra (2-phenylethyl) silicate.
合成例４：ケイ酸エステル化合物Ａ−４の合成
１００ｍＬの四つ口フラスコにテトラエトキシシラン７２．９６ｇと水酸化カリウム０．２４ｇ、イオン交換水０．４ｍＬを入れ、窒素気流下１２０〜１２５℃、３３ｋＰａ〜１０１ｋＰａ（常圧）で約３７時間反応を行った。この間イオン交換水を０．４ｍＬ追加した。反応後、３３ｋＰａで更に２時間反応させた後、冷却、濾過を行い、６７．２９ｇのエトキシシランの縮合物を淡黄色液体として得た。
次いで、１００ｍＬの四つ口フラスコに先のテトラエトキシシラン縮合物２５．００ｇとゲラニオール６２．９５ｇ、４．８％水酸化ナトリウム水溶液０．１７ｇを入れ、エタノールを留出させながら９７〜１２１℃で２時間攪拌した。２時間後、槽内の圧力を徐々に８ｋＰａまで下げ、エタノールを留出させながら１１８〜１２１℃でさらに３時間攪拌した。３時間後、冷却、減圧を解除した後、濾過を行い、６５．３６ｇのポリ（ゲラニルオキシ）シロキサン〔一般式（１−３）において、ｍ＝５（平均）の化合物〕を含む淡黄色油状物のケイ酸エステル化合物Ａ−４を得た。
Synthesis Example 4: Synthesis of Silicate Ester Compound A-4 A 100 mL four-necked flask was charged with 72.96 g of tetraethoxysilane, 0.24 g of potassium hydroxide, and 0.4 mL of ion-exchanged water, and 120 to 125 ° C. under a nitrogen stream. The reaction was carried out at 33 kPa to 101 kPa (normal pressure) for about 37 hours. During this time, 0.4 mL of ion-exchanged water was added. After the reaction, the reaction was further continued at 33 kPa for 2 hours, followed by cooling and filtration to obtain 67.29 g of an ethoxysilane condensate as a pale yellow liquid.
Next, 25.00 g of the above tetraethoxysilane condensate and 62.95 g of geraniol and 0.17 g of 4.8% aqueous sodium hydroxide solution were placed in a 100 mL four-necked flask at 97 to 121 ° C. while distilling ethanol. Stir for 2 hours. After 2 hours, the pressure in the tank was gradually lowered to 8 kPa, and the mixture was further stirred at 118 to 121 ° C. for 3 hours while distilling ethanol. Three hours later, after cooling and releasing the reduced pressure, filtration was performed, and a pale yellow oil containing 65.36 g of poly (geranyloxy) siloxane [compound of general formula (1-3), m = 5 (average)] Silicate ester compound A-4 was obtained.
実施例１〜２６及び比較例１〜９
表２、３に示す成分を用い、以下に示す方法で表２、３に示す組成の着香剤組成物を調製した。得られた着香剤組成物を化学繊維（ポリエステル）に処理した際の香りの持続性を下記要領で評価した。
Examples 1-26 and Comparative Examples 1-9
Using the components shown in Tables 2 and 3, flavoring compositions having the compositions shown in Tables 2 and 3 were prepared by the following method. The sustainability of the fragrance when the obtained flavoring agent composition was treated with a chemical fiber (polyester) was evaluated in the following manner.
＜着香剤組成物の調製＞
５００ｍＬのガラスビーカーに、一枚の長さが２．５ｃｍのタービン型羽根が３枚ついた攪拌羽根を設置（攪拌羽根底部がビーカー底面より１ｃｍ上部になるように設置）し、繊維製品処理剤組成物の出来上がり質量が３００ｇになるのに必要な量の９５％相当量のイオン交換水、（Ｄ）成分及び（Ｅ）成分を投入した。ウォーターバスで５０℃まで昇温した。５０±３℃の温度範囲で、５００ｒｐｍで攪拌しながら、（Ａ）成分、（Ｂ）成分及び（Ｃ）成分を予め混合したプレミックス品を１分間かけて添加した。１０分攪拌後、１０質量％の塩化カルシウム水溶液を添加した。１０分攪拌後、所定のｐＨにするのに必要な量の１０％塩酸水溶液及び／又は１０％水酸化ナトリウム水溶液を添加した。５分間攪拌した後に５℃のウォーターバスで３０℃まで冷却した。最後に再度ｐＨを確認し、必要に応じて１０％塩酸水溶液及び／又は４８％水酸化ナトリウム水溶液を用いてｐＨを調整した。最後に出来上がり質量が３００ｇになるように、イオン交換水を添加した。
<Preparation of flavor composition>
Install a stirring blade with three turbine blades 2.5 cm long in a 500 mL glass beaker (installed so that the bottom of the stirring blade is 1 cm above the bottom of the beaker). Ion exchange water, (D) component, and (E) component in an amount equivalent to 95% of the amount necessary for the finished mass of the composition to be 300 g were added. The temperature was raised to 50 ° C. with a water bath. While stirring at 500 rpm in a temperature range of 50 ± 3 ° C., a premix product in which the components (A), (B) and (C) were mixed in advance was added over 1 minute. After stirring for 10 minutes, a 10 mass% calcium chloride aqueous solution was added. After stirring for 10 minutes, an amount of 10% aqueous hydrochloric acid and / or 10% aqueous sodium hydroxide necessary to obtain a predetermined pH was added. After stirring for 5 minutes, the mixture was cooled to 30 ° C. with a 5 ° C. water bath. Finally, the pH was checked again, and the pH was adjusted using a 10% aqueous hydrochloric acid solution and / or a 48% aqueous sodium hydroxide solution as necessary. Finally, ion-exchanged water was added so that the finished mass was 300 g.
＜香りの持続性の評価方法＞
（１）評価用ポリエステル繊維製品の前処理
ポリエステルジャージ（ポリエステル１００％）２ｋｇを市販洗剤（花王（株）アタックマイクロ粒子）を用いて全自動洗濯機（ＨＩＴＡＣＨＩ ＮＷ−７ＦＹ）で５回繰り返し洗濯した（洗剤濃度０．０８３３％、水量５９Ｌ、洗い９分−濯ぎ２回−脱水６分）。洗濯後、肌着を１１枚づつ二槽式洗濯機（ＨＩＴＡＣＨＩ ＰＳ−Ｈ３５Ｌ）で流水濯ぎを行い、１時間経過した時点で流水を止め、排水後５分間脱水した。脱水後、恒温室（２３℃、４０％）にて１２時間吊り干し乾燥させた。
<Evaluation method of fragrance persistence>
(1) Pretreatment of polyester fiber product for evaluation 2 kg of polyester jersey (100% polyester) was repeatedly washed with a fully automatic washing machine (HITACHI NW-7FY) using a commercially available detergent (Kao Attack Microparticles). (Detergent concentration: 0.0833%, amount of water: 59 L, washing 9 minutes-twice rinsing-dehydration 6 minutes). After washing, the underwear was rinsed with 11 tanks in a two-tank washing machine (HITACHI PS-H35L). After 1 hour, the running water was stopped and dehydrated for 5 minutes after draining. After dehydration, it was hung and dried for 12 hours in a thermostatic chamber (23 ° C., 40%).
（２）評価用ポリエステル繊維製品への着香剤組成物の処理
２０℃水道水５Ｌをバケツ型洗濯機（Ｎａｔｉｏｎａｌ Ｎ−ＢＫ２）に注水し、着香剤組成物を２．５ｇ投入し、１５秒撹拌した。撹拌後、上記（１）記載の手順で前処理したポリエステルジャージ３００ｇを投入し、５分間撹拌処理した。撹拌後、二槽式洗濯機（ＨＩＴＡＣＨＩ ＰＳ−Ｈ３５Ｌ）で３分脱水し、恒温室（２３℃４０％）にて７日間吊り干し乾燥させた（「評価繊維」）。
比較対照として、上記と同様の手順で着香剤組成物を処理し、二槽式洗濯機で脱水した後、恒温室（２３℃４０％）にて２４時間吊り干し乾燥させたポリエステルジャージ（「対照繊維１」）を用意した。また、着香剤組成物による処理を行わなかったポリエステルジャージ（「対照繊維２」）も用意した。
(2) Treatment of flavor composition to polyester fiber product for evaluation 5 L of 20 ° C. tap water was poured into a bucket-type washing machine (National N-BK2), and 2.5 g of the flavor composition was charged. Stir for 2 seconds. After stirring, 300 g of a polyester jersey pretreated by the procedure described in (1) above was added and stirred for 5 minutes. After stirring, the mixture was dehydrated with a two-tank washing machine (HITACHI PS-H35L) for 3 minutes, and suspended and dried in a thermostatic chamber (23 ° C., 40%) for 7 days (“evaluation fiber”).
As a comparative control, the fragrance composition was treated in the same procedure as described above, dehydrated in a two-tub washing machine, and then suspended and dried in a thermostatic chamber (23 ° C., 40%) for 24 hours (“ A control fiber 1 ") was prepared. Also prepared was a polyester jersey ("control fiber 2") that was not treated with the flavorant composition.
（３）香りの持続性の評価
評価繊維、対照繊維１、並びに対照繊維２から香る香りの強さを検討し、下記評価基準にて、評価点０、１、２、３、４及び５の６段階評価で、評価した。
評価点０：評価繊維の香りの強さは対照繊維２と同等
評価点５：評価繊維の香りの強さは対照繊維１と同等
(3) Evaluation of scent sustainability The strength of the fragrance scented from the evaluation fiber, the control fiber 1 and the control fiber 2 was examined, and the evaluation score of 0, 1, 2, 3, 4 and 5 The evaluation was based on a six-level evaluation.
Evaluation point 0: The strength of the scent of the evaluation fiber is the same as that of the control fiber 2. Evaluation point 5: The strength of the scent of the evaluation fiber is the same as that of the control fiber 1.
評価は１０人のパネラーの平均点を求めた。結果を表２、３に示す。 Evaluation obtained the average score of 10 panelists. The results are shown in Tables 2 and 3.
Claims (5)
（Ａ）成分と（Ｂ）成分の質量比〔（Ａ）成分／（Ｂ）成分〕が１／１００〜９／１００、
（Ｃ）成分と（Ｂ）成分の質量比〔（Ｃ）成分／（Ｂ）成分〕が２０／１００〜１２０／１００、
（Ｄ）成分と（Ｂ）成分の質量比〔（Ｄ）成分／（Ｂ）成分〕が１／１００〜２５／１００、
である着香剤組成物。
（Ａ）成分：一般式（１）で表されるケイ酸エステル化合物
〔式中、Ｘは−ＯＨ、−Ｒ１、−ＯＲ２又は−ＯＲ３であり、ＹはＸ又は−ＯＳｉ（Ｘ）３であり、Ｒ１は置換基としてフェニル基、水酸基又はアルコキシ基を有していても良い総炭素数１〜２２の炭化水素基、Ｒ２は香料アルコールから水酸基１個を除いた残基、Ｒ３は炭素数１〜６の炭化水素基、ｎは平均値を示す０〜１５の数である。複数個のＸ及びＹはそれぞれ同一でも異なっていても良いが、一分子中に−ＯＲ２を少なくとも１つ有する。〕
（Ｂ）成分：下記一般式（２）で表されるアルキレンオキサイド付加化合物
Ｒ４−Ｚ−〔（EO）ｐ／（PO）ｑ〕−Ｒ５ （２）
〔式中、Ｒ４は炭化水素基であり、Ｚは、−Ｏ−又は−ＣＯＯ−であり、Ｒ４−Ｚ−の総炭素数は２〜２２である。ＥＯはエチレンオキシ基、ＰＯはプロピレンオキシ基を表し、ｐ及びｑは平均付加モル数を表し、ｐは２〜１０の数であり、ｑは０〜５の数である。Ｒ５は水素原子又は炭素数１〜３の炭化水素基である。〕
（Ｃ）成分：シリコーン化合物
（Ｄ）成分：カチオン性基含有高分子重合体 Contains the following (A) component, (B) component, (C) component, (D) component and water,
The mass ratio of the component (A) to the component (B) [(A) component / (B) component] is 1/100 to 9/100,
The mass ratio of the component (C) and the component (B) [(C) component / (B) component] is 20/100 to 120/100,
The mass ratio of the component (D) to the component (B) [(D) component / (B) component] is 1/100 to 25/100,
A flavorant composition.
(A) component: Silicate ester compound represented by general formula (1)
[Wherein, X is —OH, —R 1 , —OR 2, or —OR 3 , Y is X or —OSi (X) 3 , and R 1 represents a phenyl group, a hydroxyl group, or an alkoxy group as a substituent. has optionally also 1-22 good total carbon hydrocarbon radical, R 2 is the residue obtained by removing one hydroxyl group from fragrance alcohol, R 3 is a hydrocarbon group having 1 to 6 carbon atoms, n and the average value It is a number from 0 to 15 shown. The plurality of X and Y may be the same or different, but have at least one —OR 2 in one molecule. ]
Component (B): alkylene oxide addition compound represented by the following general formula (2)
R 4 -Z - [(EO) p / (PO) q ] -R 5 (2)
[Wherein, R 4 represents a hydrocarbon group, Z represents —O— or —COO—, and R 4 —Z— has 2 to 22 total carbon atoms. EO represents an ethyleneoxy group, PO represents a propyleneoxy group, p and q represent the average number of moles added, p is a number of 2 to 10, and q is a number of 0 to 5. R 5 is a hydrogen atom or a hydrocarbon group having 1 to 3 carbon atoms. ]
(C) Component: Silicone compound (D) Component: Cationic group-containing polymer
（Ｅ）成分：炭素数１〜４のアルコール Furthermore, the flavoring agent composition in any one of Claims 1-3 which contains 0.5-20 mass% of following (E) components.
(E) component: C1-C4 alcohol
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2013133383A (en) * | 2011-12-26 | 2013-07-08 | Lion Corp | Liquid detergent composition for clothing |
| JP2015101807A (en) * | 2013-11-25 | 2015-06-04 | ライオン株式会社 | Solid fiber product treatment agent composition |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH09296045A (en) * | 1996-05-02 | 1997-11-18 | Nippon Unicar Co Ltd | Resin composition containing silicone block copolymer |
| JP2000136485A (en) * | 1998-08-28 | 2000-05-16 | Toray Ind Inc | Silicone straight oil finishing agent, precursor fiber for carbon fiber, carbon fiber and their production |
| JP2005060865A (en) * | 2003-08-08 | 2005-03-10 | Kao Corp | Treating agent composition for textile product |
| JPWO2004025017A1 (en) * | 2002-09-13 | 2006-01-12 | ライオン株式会社 | Liquid softener composition |
| JP2007015972A (en) * | 2005-07-07 | 2007-01-25 | Shiseido Co Ltd | Single phase microemulsion composition and method for producing o/w ultrafine emulsion for external application |
| JP2007297751A (en) * | 2006-05-08 | 2007-11-15 | Kao Corp | Fiber product wrinkle-removing agent composition |
| WO2008029516A1 (en) * | 2006-09-08 | 2008-03-13 | Kao Corporation | Skin or hair cleanser composition |
| JP2010534269A (en) * | 2007-07-24 | 2010-11-04 | モメンティブ パフォーマンス マテリアルズ インコーポレイテッド | Emulsion-based organofunctional silicone and its preparation method |
-
2010
- 2010-08-19 JP JP2010183820A patent/JP5693892B2/en active Active
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH09296045A (en) * | 1996-05-02 | 1997-11-18 | Nippon Unicar Co Ltd | Resin composition containing silicone block copolymer |
| JP2000136485A (en) * | 1998-08-28 | 2000-05-16 | Toray Ind Inc | Silicone straight oil finishing agent, precursor fiber for carbon fiber, carbon fiber and their production |
| JPWO2004025017A1 (en) * | 2002-09-13 | 2006-01-12 | ライオン株式会社 | Liquid softener composition |
| JP2005060865A (en) * | 2003-08-08 | 2005-03-10 | Kao Corp | Treating agent composition for textile product |
| JP2007015972A (en) * | 2005-07-07 | 2007-01-25 | Shiseido Co Ltd | Single phase microemulsion composition and method for producing o/w ultrafine emulsion for external application |
| JP2007297751A (en) * | 2006-05-08 | 2007-11-15 | Kao Corp | Fiber product wrinkle-removing agent composition |
| WO2008029516A1 (en) * | 2006-09-08 | 2008-03-13 | Kao Corporation | Skin or hair cleanser composition |
| JP2010534269A (en) * | 2007-07-24 | 2010-11-04 | モメンティブ パフォーマンス マテリアルズ インコーポレイテッド | Emulsion-based organofunctional silicone and its preparation method |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2013133383A (en) * | 2011-12-26 | 2013-07-08 | Lion Corp | Liquid detergent composition for clothing |
| JP2015101807A (en) * | 2013-11-25 | 2015-06-04 | ライオン株式会社 | Solid fiber product treatment agent composition |
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