JP6300780B2 - アルコール飲料用乳化香料組成物 - Google Patents
アルコール飲料用乳化香料組成物 Download PDFInfo
- Publication number
- JP6300780B2 JP6300780B2 JP2015252241A JP2015252241A JP6300780B2 JP 6300780 B2 JP6300780 B2 JP 6300780B2 JP 2015252241 A JP2015252241 A JP 2015252241A JP 2015252241 A JP2015252241 A JP 2015252241A JP 6300780 B2 JP6300780 B2 JP 6300780B2
- Authority
- JP
- Japan
- Prior art keywords
- emulsified
- acid ester
- fatty acid
- alcoholic beverages
- lecithin
- 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.)
- Active
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- 235000013334 alcoholic beverage Nutrition 0.000 title claims description 109
- 239000000203 mixture Substances 0.000 title claims description 98
- 239000000796 flavoring agent Substances 0.000 title claims description 50
- 235000019634 flavors Nutrition 0.000 title claims description 50
- -1 fatty acid ester Chemical class 0.000 claims description 137
- 239000003205 fragrance Substances 0.000 claims description 116
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 69
- 229930195729 fatty acid Natural products 0.000 claims description 69
- 239000000194 fatty acid Substances 0.000 claims description 69
- 239000006188 syrup Substances 0.000 claims description 50
- 235000020357 syrup Nutrition 0.000 claims description 50
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 39
- 238000002834 transmittance Methods 0.000 claims description 33
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 claims description 32
- 239000000787 lecithin Substances 0.000 claims description 32
- 235000010445 lecithin Nutrition 0.000 claims description 32
- 229940067606 lecithin Drugs 0.000 claims description 32
- 229920000223 polyglycerol Polymers 0.000 claims description 27
- 239000007864 aqueous solution Substances 0.000 claims description 22
- 150000002148 esters Chemical group 0.000 claims description 11
- 150000004665 fatty acids Chemical class 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 7
- JLPULHDHAOZNQI-ZTIMHPMXSA-N 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC JLPULHDHAOZNQI-ZTIMHPMXSA-N 0.000 claims description 6
- 229940083466 soybean lecithin Drugs 0.000 claims description 6
- 229940005741 sunflower lecithin Drugs 0.000 claims description 6
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 5
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 5
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 5
- 239000005642 Oleic acid Substances 0.000 claims description 5
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 5
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 5
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 5
- 235000021355 Stearic acid Nutrition 0.000 claims description 4
- 238000007865 diluting Methods 0.000 claims description 4
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 4
- 239000008117 stearic acid Substances 0.000 claims description 4
- 240000002791 Brassica napus Species 0.000 claims description 3
- 235000004977 Brassica sinapistrum Nutrition 0.000 claims description 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 3
- 102000004190 Enzymes Human genes 0.000 claims 1
- 108090000790 Enzymes Proteins 0.000 claims 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 42
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 38
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 34
- 235000019441 ethanol Nutrition 0.000 description 33
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 32
- 235000011187 glycerol Nutrition 0.000 description 20
- 229960005150 glycerol Drugs 0.000 description 20
- 230000000052 comparative effect Effects 0.000 description 15
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 15
- 238000012360 testing method Methods 0.000 description 15
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 14
- 239000000243 solution Substances 0.000 description 14
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 13
- 239000000047 product Substances 0.000 description 12
- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 11
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 11
- 238000003756 stirring Methods 0.000 description 11
- 238000011156 evaluation Methods 0.000 description 10
- 238000010438 heat treatment Methods 0.000 description 10
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 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
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 9
- 125000002350 geranyl group Chemical group [H]C([*])([H])/C([H])=C(C([H])([H])[H])/C([H])([H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H] 0.000 description 9
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 9
- 238000002156 mixing Methods 0.000 description 9
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 9
- 239000002253 acid Substances 0.000 description 8
- 125000000490 cinnamyl group Chemical group C(C=CC1=CC=CC=C1)* 0.000 description 8
- 239000000839 emulsion Substances 0.000 description 8
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 8
- 235000013361 beverage Nutrition 0.000 description 7
- 238000004945 emulsification Methods 0.000 description 7
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 7
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 7
- DHKHKXVYLBGOIT-UHFFFAOYSA-N 1,1-Diethoxyethane Chemical compound CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 6
- INAXVXBDKKUCGI-UHFFFAOYSA-N 4-hydroxy-2,5-dimethylfuran-3-one Chemical compound CC1OC(C)=C(O)C1=O INAXVXBDKKUCGI-UHFFFAOYSA-N 0.000 description 6
- 235000013305 food Nutrition 0.000 description 6
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 6
- 235000019165 vitamin E Nutrition 0.000 description 6
- 239000011709 vitamin E Substances 0.000 description 6
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical group C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 5
- 235000005979 Citrus limon Nutrition 0.000 description 5
- 244000131522 Citrus pyriformis Species 0.000 description 5
- 229930003427 Vitamin E Natural products 0.000 description 5
- 230000035622 drinking Effects 0.000 description 5
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 description 5
- WTEVQBCEXWBHNA-JXMROGBWSA-N geranial Chemical compound CC(C)=CCC\C(C)=C\C=O WTEVQBCEXWBHNA-JXMROGBWSA-N 0.000 description 5
- 238000005259 measurement Methods 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 5
- 239000000049 pigment Substances 0.000 description 5
- 238000001556 precipitation Methods 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 229940046009 vitamin E Drugs 0.000 description 5
- 239000003021 water soluble solvent Substances 0.000 description 5
- WOKDXPHSIQRTJF-UHFFFAOYSA-N 3-[3-[3-[3-[3-[3-[3-[3-[3-(2,3-dihydroxypropoxy)-2-hydroxypropoxy]-2-hydroxypropoxy]-2-hydroxypropoxy]-2-hydroxypropoxy]-2-hydroxypropoxy]-2-hydroxypropoxy]-2-hydroxypropoxy]-2-hydroxypropoxy]propane-1,2-diol Chemical compound OCC(O)COCC(O)COCC(O)COCC(O)COCC(O)COCC(O)COCC(O)COCC(O)COCC(O)COCC(O)CO WOKDXPHSIQRTJF-UHFFFAOYSA-N 0.000 description 4
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 4
- 230000001804 emulsifying effect Effects 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 235000019198 oils Nutrition 0.000 description 4
- 239000012085 test solution Substances 0.000 description 4
- 230000000007 visual effect Effects 0.000 description 4
- PJVXUVWGSCCGHT-ZPYZYFCMSA-N (2r,3s,4r,5r)-2,3,4,5,6-pentahydroxyhexanal;(3s,4r,5r)-1,3,4,5,6-pentahydroxyhexan-2-one Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O.OC[C@@H](O)[C@@H](O)[C@H](O)C(=O)CO PJVXUVWGSCCGHT-ZPYZYFCMSA-N 0.000 description 3
- WTEVQBCEXWBHNA-UHFFFAOYSA-N Citral Natural products CC(C)=CCCC(C)=CC=O WTEVQBCEXWBHNA-UHFFFAOYSA-N 0.000 description 3
- WEEGYLXZBRQIMU-UHFFFAOYSA-N Eucalyptol Chemical compound C1CC2CCC1(C)OC2(C)C WEEGYLXZBRQIMU-UHFFFAOYSA-N 0.000 description 3
- 229930006000 Sucrose Natural products 0.000 description 3
- 150000001241 acetals Chemical class 0.000 description 3
- 150000001299 aldehydes Chemical class 0.000 description 3
- 235000019658 bitter taste Nutrition 0.000 description 3
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 3
- XPFVYQJUAUNWIW-UHFFFAOYSA-N furfuryl alcohol Chemical compound OCC1=CC=CO1 XPFVYQJUAUNWIW-UHFFFAOYSA-N 0.000 description 3
- 150000002576 ketones Chemical class 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 235000019629 palatability Nutrition 0.000 description 3
- 125000004344 phenylpropyl group Chemical group 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 239000001509 sodium citrate Substances 0.000 description 3
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 3
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- KYWIYKKSMDLRDC-UHFFFAOYSA-N undecan-2-one Chemical compound CCCCCCCCCC(C)=O KYWIYKKSMDLRDC-UHFFFAOYSA-N 0.000 description 3
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- VPSRGTGHZKLTBU-UHFFFAOYSA-N piperitol Natural products COc1ccc(cc1OCC=C(C)C)C2OCC3C2COC3c4ccc5OCOc5c4 VPSRGTGHZKLTBU-UHFFFAOYSA-N 0.000 description 1
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- 229920005989 resin Polymers 0.000 description 1
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- 238000000926 separation method Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- BATOPAZDIZEVQF-UHFFFAOYSA-N sorbic aldehyde Natural products CC=CC=CC=O BATOPAZDIZEVQF-UHFFFAOYSA-N 0.000 description 1
- 229960002920 sorbitol Drugs 0.000 description 1
- 235000011496 sports drink Nutrition 0.000 description 1
- 125000005504 styryl group Chemical group 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 235000019408 sucralose Nutrition 0.000 description 1
- BAQAVOSOZGMPRM-QBMZZYIRSA-N sucralose Chemical compound O[C@@H]1[C@@H](O)[C@@H](Cl)[C@@H](CO)O[C@@H]1O[C@@]1(CCl)[C@@H](O)[C@H](O)[C@@H](CCl)O1 BAQAVOSOZGMPRM-QBMZZYIRSA-N 0.000 description 1
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- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
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- 239000001585 thymus vulgaris Substances 0.000 description 1
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- MBDOYVRWFFCFHM-UHFFFAOYSA-N trans-2-hexenal Natural products CCCC=CC=O MBDOYVRWFFCFHM-UHFFFAOYSA-N 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
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-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
- HPOHAUWWDDPHRS-UHFFFAOYSA-N trans-piperitol Natural products CC(C)C1CCC(C)=CC1O HPOHAUWWDDPHRS-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 238000000870 ultraviolet spectroscopy Methods 0.000 description 1
- 229960002703 undecylenic acid Drugs 0.000 description 1
- WCTNXGFHEZQHDR-UHFFFAOYSA-N valencene Natural products C1CC(C)(C)C2(C)CC(C(=C)C)CCC2=C1 WCTNXGFHEZQHDR-UHFFFAOYSA-N 0.000 description 1
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 1
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 description 1
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- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 235000019155 vitamin A Nutrition 0.000 description 1
- 239000011719 vitamin A Substances 0.000 description 1
- 235000019154 vitamin C Nutrition 0.000 description 1
- 239000011718 vitamin C Substances 0.000 description 1
- 235000019166 vitamin D Nutrition 0.000 description 1
- 239000011710 vitamin D Substances 0.000 description 1
- 150000003710 vitamin D derivatives Chemical class 0.000 description 1
- 229940045997 vitamin a Drugs 0.000 description 1
- 229940046008 vitamin d Drugs 0.000 description 1
- 235000013522 vodka Nutrition 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- BURBOJZOZGMMQF-UHFFFAOYSA-N xanthoxylol Natural products C1=C(O)C(OC)=CC=C1C1C(COC2C=3C=C4OCOC4=CC=3)C2CO1 BURBOJZOZGMMQF-UHFFFAOYSA-N 0.000 description 1
- ZFNVDHOSLNRHNN-UHFFFAOYSA-N xi-3-(4-Isopropylphenyl)-2-methylpropanal Chemical compound O=CC(C)CC1=CC=C(C(C)C)C=C1 ZFNVDHOSLNRHNN-UHFFFAOYSA-N 0.000 description 1
- PHXATPHONSXBIL-UHFFFAOYSA-N xi-gamma-Undecalactone Chemical compound CCCCCCCC1CCC(=O)O1 PHXATPHONSXBIL-UHFFFAOYSA-N 0.000 description 1
- PFSTYGCNVAVZBK-KVDYQJCMSA-N α-sinensal Chemical compound O=CC(\C)=C/CCC(/C)=C/C\C=C(\C)C=C PFSTYGCNVAVZBK-KVDYQJCMSA-N 0.000 description 1
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 1
- OENHQHLEOONYIE-JLTXGRSLSA-N β-Carotene Chemical compound CC=1CCCC(C)(C)C=1\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C OENHQHLEOONYIE-JLTXGRSLSA-N 0.000 description 1
- NOPLRNXKHZRXHT-PVMFERMNSA-N β-sinensal Chemical compound O=CC(\C)=C/CCC(/C)=C/CCC(=C)C=C NOPLRNXKHZRXHT-PVMFERMNSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12G—WINE; PREPARATION THEREOF; ALCOHOLIC BEVERAGES; PREPARATION OF ALCOHOLIC BEVERAGES NOT PROVIDED FOR IN SUBCLASSES C12C OR C12H
- C12G3/00—Preparation of other alcoholic beverages
- C12G3/04—Preparation of other alcoholic beverages by mixing, e.g. for preparation of liqueurs
- C12G3/06—Preparation of other alcoholic beverages by mixing, e.g. for preparation of liqueurs with flavouring ingredients
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/80—Emulsions
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Nutrition Science (AREA)
- Alcoholic Beverages (AREA)
- Seasonings (AREA)
- Jellies, Jams, And Syrups (AREA)
- Fats And Perfumes (AREA)
- Non-Alcoholic Beverages (AREA)
Description
また、アルコール飲料に使用される乳化香料は、アルコール飲料の製造工程においてアルコール飲料の数倍の濃度の濃縮シロップ中に乳化香料を添加する必要があるため、高濃度のアルコール溶液中での乳化安定性が求められる。通常、その濃縮倍率は4倍から6倍程度であり、アルコール飲料のアルコール濃度が7%の場合、5倍濃縮シロップのアルコール濃度は35%となる。
一般にアルコール飲料中に含まれるエタノールは乳化安定性に悪影響を与えることが知られている。これは、エタノールが油相にも水相にも相互に溶解するため、(i)界面が明確でなくなる、(ii)乳化剤の配向が阻止され液滴を維持できなくなる、(iii)相互溶解による物質移動が油水2層分離を促進する、ためであると考えられている。このため、乳化香料をソフトドリンクに使用した場合に乳化安定性に問題がなかったとしても、高濃度のアルコール溶液中で乳化安定性が十分に得られないことがあり、同じ乳化香料でもアルコール飲料への使用に適さない場合がある。したがって、アルコール飲料用の乳化香料を得るためには、アルコール飲料の製造工程をも考慮した検討が必要である。すなわち、高濃度のアルコール溶液中での乳化安定性が必要である。
アルコール飲料製品または炭酸飲料製品の香味を保持できる、乳化安定性および透明性を有する乳化香料として、酵素分解レシチンを0.1〜2質量%、ポリグリセリン脂肪酸エステルを3〜10質量%、ショ糖脂肪酸エステルを1〜5質量%、多価アルコールを50〜85質量%、水を1〜10質量%、および香料を1〜10質量%含む乳化組成物が提案されている(特許第4563438号公報、特許文献1)。また、透明性が高く、酸、熱およびアルコールに対する耐性を有する乳化香料として、HLBが10以上である親水性ポリグリセリン脂肪酸エステル、HLBが8以下である親油性ポリグリセリン脂肪酸エステル、およびリゾレシチンを含む乳化香料組成物が提案されている(特許第5588048号公報、特許文献2)。
しかし、これらの乳化組成物または乳化香料組成物は、高濃度のアルコール溶液中で必要とされる乳化安定性を有しておらず、アルコール飲料に透明な外観を与え、かつアルコール飲料の風味・香味を損なわないことが求められる乳化香料としては、十分なものではなかった。
[1](a)香料を含む油溶性成分、
(b)1質量%水溶液の600nmにおける透過率が65%以上であるポリグリセリン脂肪酸エステル、および
(c)レシチン
を含むアルコール飲料用乳化香料組成物。
[2](c)レシチンが酵素分解されたものでない、[1]に記載のアルコール飲料用乳化香料組成物。
[3](b)ポリグリセリン脂肪酸エステルが、デカグリセリンと、ステアリン酸、オレイン酸又はそれらの組み合わせから選ばれる脂肪酸とのエステルである、[1]又は[2]に記載のアルコール飲料用乳化香料組成物。
[4](b)ポリグリセリン脂肪酸エステル100質量部に対して、(c)レシチンを20〜135質量部含む、[1]から[3]の何れか一項に記載のアルコール飲料用乳化香料組成物。
[5][1]から[4]の何れか一項に記載の乳化香料組成物を含むアルコール飲料。
[6][1]から[4]の何れか一項に記載の乳化香料組成物を含む、アルコール飲料用濃縮シロップ。
[7]アルコール飲料用濃縮シロップのアルコール濃度が20容量%以上である、[6]に記載のアルコール飲料用濃縮シロップ。
[8][6]または[7]に記載の濃縮シロップを希釈してアルコール飲料を製造する方法。
本発明のアルコール飲料用乳化香料組成物は、(a)香料を含む油溶性成分を含む。
(a)香料を含む油溶性成分に用いられる香料としては、一般に食品または飲料に使用されるものであれば特に限定されるものではなく、例えば、エステル類、アルコール類、アルデヒド類、ケトン類、アセタール類、フェノール類、エーテル類、ラクトン類、フラン類、炭化水素類、酸類などの合成香料、および、天然香料などが挙げられる。
乳化香料組成物中の香料の配合量は、その香料の香りの強さによって適宜調整することが出来るが、通常、0.1〜10質量%であり、好ましくは0.1〜5質量%である。
本発明のアルコール飲料用乳化香料組成物は、(b)1質量%水溶液の600nmにおける透過率が65%以上であるポリグリセリン脂肪酸エステルを含む。ポリグリセリン脂肪酸エステルは、グリセリンを重合して得られたポリグリセリンが有するヒドロキシ基の1つ以上に脂肪酸をエステル化して得られるものであり、グリセリンの重合度、脂肪酸の数(エステル化度)および脂肪酸の種類により多様な種類のものがある。本発明においては、それらのうち、1質量%水溶液の600nmにおける透過率が65%以上であるポリグリセリン脂肪酸エステルを使用する。上記透過率を有するポリグリセリン脂肪酸エステルを使用することによって、本発明のアルコール飲料用乳化香料組成物を高濃度のアルコールを含む濃縮シロップと混合した場合でも安定な乳化状態を保持することができる。ポリグリセリン脂肪酸エステルの該透過率は65%以上であり、70%〜100%が好ましい。
本発明のアルコール飲料用乳化香料組成物はさらに(c)レシチンを含む。本発明に用いられる(c)レシチンとしては、一般に食品または飲料に使用されるものであれば特に限定されるものではなく、例えば、大豆レシチン、菜種レシチン、ひまわりレシチン、卵黄レシチンおよび酵素分解レシチンなどを用いることが出来る。中でも、酵素分解レシチンは添加量を増すと製品の風味を悪くし、苦味が増してしまう場合があることから、酵素分解されていないレシチンを用いることが好ましい。特に、酵素分解されていない大豆レシチン、菜種レシチンおよびひまわりレシチンが好ましい。このようなレシチンとしては、例えば、日清レシチンDX(商品名、日清オイリオ株式会社製)(大豆レシチン)、GIRALEC Premium(商品名、Lasenor社製)(ひまわりレシチン)などが好ましく挙げられる。
本発明のアルコール飲料用乳化香料組成物は、(a)油溶性成分、(b)ポリグリセリン脂肪酸エステルおよび(c)レシチンに加えて、(d)水溶性溶媒を含む。本発明に用いられる(d)水溶性溶媒としては、水および多価アルコール等が挙げられる。
多価アルコールとしては、一般に食品または飲料に使用されるものであれば特に限定されるものではなく、例えば、グリセリン、プロピレングリコール、1,3−ブチレングリコール、D−ソルビトール等が挙げられる。中でもグリセリンが好ましい。
水溶性溶媒の乳化香料組成物中の配合量は、油溶性成分などの濃度を調整するために適宜決定すればよく、特に制限されない。
本発明のアルコール飲料としては、アルコール濃度が1〜80容量%であることが好ましく、1〜60容量%であることがより好ましく、1〜50容量%であることがさらに好ましい。特にアルコール濃度が10容量%未満、すなわち、1〜10容量%のものが好ましい。
アルコール飲料用濃縮シロップのアルコール濃度は、使用目的などを考慮して適宜決定すればよく特に制限されないが、一般的には、20容量%以上であることが好ましく、20〜60容量%であることがより好ましく、20〜50容量%であることがさらに好ましい。
本発明のアルコール飲料用乳化組成物をアルコール濃縮シロップ中に添加した場合は、得られたシロップ溶液を水および炭酸水等の水溶性溶媒で薄めることにより、所望のアルコール飲料を調製することができる。
<ポリグリセリン脂肪酸エステルの透過率の測定>
まず、ポリグリセリン脂肪酸エステルを1質量%となるようにイオン交換水に分散し、80℃の湯浴で加熱しながら30分間攪拌し、均一な水溶液とした。その後、得られたポリグリセリン脂肪酸エステル水溶液を、25℃まで冷却して試験液とした。この試験液を、水を対照液として、光路長1cmのセルを用いて600nmにおける透過率を測定した。透過率の測定は、株式会社島津製作所製紫外可視分光光度計UV−1700を使用した。ポリグリセリン脂肪酸エステルを2種類以上使用する際は、その質量比率によって混合し、ポリグリセリン脂肪酸エステルとして1質量%となるように調製して測定を行った。
1質量%水溶液の600nmにおける透過率が85.5%である、ポリグリセリン脂肪酸エステル(商品名:Decaglyn 1−SVEX/日光ケミカルズ株式会社製、デカグリセリンモノステアリン酸エステル、HLB:12.5)7.5gをグリセリン(商品名:精製グリセリン/花王株式会社)219.6gおよび水62.4gに加温溶解させた。得られた溶液を、高速攪拌機(ホモミクサーMARK II、プライミクス株式会社製)で攪拌しながら、レモンライム香料(高砂香料工業製)7.5gと大豆レシチン(商品名:日清レシチンDX/日清オイリオ株式会社製)3gを予め混合均一化したものをさらに加え、9000rpmで10分間乳化処理を行い、乳化香料組成物を調製した。
ポリグリセリン脂肪酸エステルを、1質量%水溶液の600nmにおける透過率が73.5%である商品名:Decaglyn 1−OVEX(日光ケミカルズ株式会社製、デカグリセリンモノオレイン酸エステル、HLB:12.0)に変えたほかは実施例1と同様に乳化香料組成物を調製した。
水および大豆レシチンの配合量を表1に記載のとおりに変えたほかは実施例1と同様に乳化香料組成物を調製した。
水および大豆レシチンの配合量を表1に記載のとおりに変えたほかは実施例1と同様に乳化香料組成物を調製した。
ポリグリセリン脂肪酸エステルおよび水の配合量を表1に記載のとおりに変えたほかは実施例1と同様に乳化香料組成物を調製した。
1質量%水溶液の600nmにおける透過率が85.5%である、ポリグリセリン脂肪酸エステル(商品名:Decaglyn 1−SVEX/日光ケミカルズ株式会社製、デカグリセリンモノステアリン酸エステル、HLB:12.5)7.5gをグリセリン(商品名:精製グリセリン/花王株式会社)219.6gおよび水65.4gに加温溶解させた。得られた溶液を、高速攪拌機(ホモミクサーMARK II、プライミクス株式会社製)で攪拌しながら、レモンライム香料(高砂香料工業製)7.5gを加え、9000rpmで10分間乳化処理を行い、乳化香料組成物を調製した。
ポリグリセリン脂肪酸エステルを、1質量%水溶液の600nmにおける透過率が60.2%である商品名:Decaglyn 1−SVF(日光ケミカルズ株式会社製、デカグリセリンモノステアリン酸エステル、HLB:12.0)に変えたほかは実施例1と同様に乳化香料組成物を調製した。
ポリグリセリン脂肪酸エステルを、1質量%水溶液の600nmにおける透過率が39.2%である商品名:ポエム J−0381V(理研ビタミン株式会社製、デカグリセリンモノオレイン酸エステル、HLB:14.0)に変えたほかは実施例1と同様に乳化香料組成物を調製した。
〔1〕5倍濃縮シロップの調製
95%エタノール368ml、果糖ぶどう糖液糖230g、クエン酸18gおよびクエン酸ナトリウム4gに水を加えて1000mlとし、アルコール飲料の5倍濃縮シロップ(アルコール濃度35容量%)を調製した。この5倍濃縮シロップに、実施例1、比較例1および2で調製した乳化香料組成物をそれぞれ0.5質量%加えた。
実施例1〜5および比較例1〜3の乳化組成物をそれぞれ添加した5倍濃縮シロップを、室温にて1週間保管後、シロップの状態を観察した。評価結果を表2に示す。
試験例1において、1週間後の評価を行った5倍濃縮シロップ(実施例1、2、3、4および5)を、水で5倍希釈してアルコール飲料を調製した。そして、透明性を目視観察と透過率の測定により評価を行った。結果を表3に示す。
1質量%水溶液の600nmにおける透過率が85.5%である、ポリグリセリン脂肪酸エステル(商品名:Decaglyn 1−SVEX/日光ケミカルズ株式会社製、デカグリセリンモノステアリン酸エステル、HLB:12.5)13.5gを、グリセリン(商品名:精製グリセリン/花王株式会社)212.1gおよび水53.1gに加温溶解させた。得られた溶液を、高速攪拌機(ホモミクサーMARK II、プライミクス株式会社製)で攪拌しながら、レモン香料(高砂香料工業製)15g、大豆レシチン(商品名:日清レシチンDX/日清オイリオ株式会社製)6gおよびビタミンE(エーザイ株式会社製)0.3gを予め混合均一化したものを加え、9000rpmで20分間乳化処理を行い、乳化香料組成物を調製した。
1質量%水溶液の600nmにおける透過率が99.2%である、ポリグリセリン脂肪酸エステル(商品名:リョートー ポリグリエステル M−7D/三菱化学フーズ株式会社製、デカグリセリンモノミリスチン酸エステル、HLB:16)15gおよびショ糖脂肪酸エステル(商品名:DKエステル SS/第一工業製薬株式会社製)6gを、グリセリン(商品名:精製グリセリン/花王株式会社)231gおよび水29.7gに加温溶解させた。得られた溶液を、高速攪拌機ホモミクサーMARK II、プライミクス株式会社製)で攪拌しながら、レモン香料(高砂香料工業製)15g、酵素分解レシチン(商品名:Emultop/カーギルジャパン株式会社製)3gおよびビタミンE(エーザイ株式会社製)0.3gを予め混合均一化したものを加え、9000rpmで20分間乳化処理を行い、乳化香料組成物を調製した。
ポリグリセリン脂肪酸エステルとして、商品名:Decaglyn 1−M(日光ケミカルズ株式会社製、デカグリセリンモノミリスチン酸エステル、HLB:14)15g、商品名:Decaglyn 1−OV(日光ケミカルズ株式会社製、デカグリセリンモノオレイン酸エステル、HLB:12.0)3g、および商品名:リョートー ポリグリエステル O−50D(三菱化学フーズ株式会社製、デカグリセリンオレイン酸エステル、HLB:7)0.3gの3種類を使用し、グリセリン(商品名:精製グリセリン/花王株式会社)210gおよび水55.2gに加温溶解させた。得られた溶液を、高速攪拌機で攪拌しながら、レモン香料(高砂香料工業製)15g、酵素分解レシチン(商品名:Emultop/カーギルジャパン株式会社製)0.6g、ビタミンE(エーザイ株式会社製)0.3gおよび中鎖脂肪酸トリグリセライド(商品名:スコレー/日清オイリオ株式会社製)0.6gを予め混合均一化したものを加え、高速攪拌機(ホモミクサーMARK II、プライミクス株式会社製)を用いて9000rpmで20分間乳化処理を行い、乳化香料組成物を調製した。
尚、ポリグリセリン脂肪酸エステル3種類を上記配合比で1質量%水溶液とした時、600nmにおける透過率は55.8%であった。
1質量%水溶液の600nmにおける透過率が60.2%である、ポリグリセリン脂肪酸エステル(商品名:Decaglyn 1−SVF/日光ケミカルズ株式会社製、デカグリセリンモノステアリン酸エステル、HLB:12.0)13.5gおよびショ糖脂肪酸エステル(商品名:DKエステル SS/第一工業製薬株式会社製)3gを、グリセリン(商品名:精製グリセリン/花王株式会社)237.3gおよび水29.7gに加温溶解させた。得られた溶液を、高速攪拌機(ホモミクサーMARK II、プライミクス株式会社製)で攪拌しながら、レモン香料(高砂香料工業製)15g、酵素分解レシチン(商品名:Emultop/カーギルジャパン株式会社製)1.2gおよびビタミンE(エーザイ株式会社製)0.3gを予め混合均一化したものを加え、9000rpmで20分間乳化処理を行い、乳化香料組成物を調製した。
実施例6、7、比較例4および5の乳化香料組成物を用いて、試験例1と同様に乳化状態の安定性を評価した。評価結果を表5に示す。
試験例3において、1週間後の評価を行った5倍濃縮シロップ(実施例6および7)を、さらに水で5倍希釈してアルコール飲料を調製した。そして、その透明性を目視観察と透過率の測定により評価した。結果を表6に示す。
アルコール度数50%のウォッカ140ml、クエン酸3.6gおよびクエン酸ナトリウム0.8g、ビタミンC0.1g、アセスルファムカリウム0.13g、スクラロース0.016gに水を加えて1000mlとし、アルコール度数7%のアルコール飲料を調製した。実施例6、7および比較例4で調製した乳化香料組成物をそれぞれ0.1質量%加えて乳化香料組成物を含むアルコール飲料を調製した。
これらのアルコール飲料を用いて官能評価を行った。
社内の専門パネラー8名によって、1を最も苦味が弱い、5を最も苦味が強いとして、5段階で評価を行った。8名の評価結果を平均値としてまとめたものを表7に示す。
1質量%水溶液の600nmにおける透過率が85.5%である、ポリグリセリン脂肪酸エステル(商品名:Decaglyn 1−SVEX/日光ケミカルズ株式会社製、デカグリセリンモノステアリン酸エステル、HLB:12.5)0.9gをグリセリン(商品名:精製グリセリン/花王株式会社)244.2gおよび水42.9gに加温溶解させた。得られた溶液を、高速攪拌機(ホモミクサーMARK II、プライミクス株式会社製)で攪拌しながら、中鎖脂肪酸トリグリセライド0.9gを含むウメ香料(高砂香料工業製)10.8g、ひまわりレシチン(商品名:GIRALEC Premium/Lasenor社製)0.9gおよび抽出トコフェロール(商品名:理研Eオイルスーパー80N/理研ビタミン株式会社製)0.3gを予め混合均一化したものを加え、9000rpmで10分間乳化処理を行い、乳化香料組成物を調製した。表8に実施例8の乳化香料組成物の組成(質量%)を示す。
実施例8の乳化香料組成物を用いて、試験例1と同様に乳化状態の安定性を評価したところ、5倍濃縮シロップに添加して1週間経過後も均一で良好な乳化安定性を示した。
試験例6において、1週間後の評価を行った5倍濃縮シロップ(実施例8)を、さらに水で5倍希釈してアルコール飲料を調製した。そして、その透明性を目視観察と透過率の測定により評価したところ、外観は透明で、透過率は95.5%であった。実施例8で調製した乳化香料組成物を、5倍濃縮シロップに添加して常温で1週間保管した後に水で5倍希釈しても、均一で透明な外観のアルコール飲料が得られた。
1質量%水溶液の600nmにおける透過率が85.5%である、ポリグリセリン脂肪酸エステル(商品名:Decaglyn 1−SVEX/日光ケミカルズ株式会社製、デカグリセリンモノステアリン酸エステル、HLB:12.5)1.8gをグリセリン(商品名:精製グリセリン/花王株式会社)231.6gおよび水57.9gに加温溶解させた。得られた溶液を、高速攪拌機(ホモミクサーMARK II、プライミクス株式会社製)で攪拌しながら、オレンジ香料(高砂香料工業製)6.0g、ひまわりレシチン(商品名:GIRALEC Premium/Lasenor社製)2.4gおよびビタミンE(エーザイ株式会社製)0.3gを予め混合均一化したものを加え、9000rpmで10分間乳化処理を行い、乳化香料組成物を調製した。表9に実施例9の乳化香料組成物の組成(質量%)を示す。
95%エタノール526ml、果糖ぶどう糖液糖280g、クエン酸16gおよびクエン酸ナトリウム4.5gに水を加えて1000mlとし、アルコール飲料の5倍濃縮シロップ(アルコール濃度50容量%)を調製した。この5倍濃縮シロップに、実施例9で調製した乳化香料組成物を0.15質量%加えて1週間経過後も均一で良好な乳化安定性を示した。
試験例8において、1週間後の評価を行った5倍濃縮シロップ(実施例9)を、さらに水で5倍希釈してアルコール飲料を調製した。そして、その透明性を目視観察と透過率の測定により評価したところ、外観は透明で、透過率は98.9%であった。実施例9で調製した乳化香料組成物を、5倍濃縮シロップに添加して常温で1週間保管した後に水で5倍希釈しても、均一で透明な外観のアルコール飲料が得られた。
Claims (8)
- (a)香料を含む油溶性成分、
(b)1質量%水溶液の600nmにおける透過率が65%以上であるポリグリセリン脂肪酸エステル、および
(c)酵素分解されていないレシチン
を含むアルコール飲料用乳化香料組成物(ただし、前記組成物が酵素分解レシチンを含む場合を除く)。 - (c)レシチンが、大豆レシチン、菜種レシチンおよびひまわりレシチンからなる群から選ばれるものである、請求項1に記載のアルコール飲料用乳化香料組成物。
- (b)ポリグリセリン脂肪酸エステルが、デカグリセリンと、ステアリン酸、オレイン酸又はそれらの組み合わせから選ばれる脂肪酸とのエステルである、請求項1又は2に記載のアルコール飲料用乳化香料組成物。
- (b)ポリグリセリン脂肪酸エステル100質量部に対して、(c)レシチンを20〜135質量部含む、請求項1から3の何れか一項に記載のアルコール飲料用乳化香料組成物。
- 請求項1から4の何れか一項に記載の乳化香料組成物を含むアルコール飲料。
- 請求項1から4の何れか一項に記載の乳化香料組成物を含む、アルコール飲料用濃縮シロップ。
- アルコール飲料用濃縮シロップのアルコール濃度が20容量%以上である、請求項6に記載のアルコール飲料用濃縮シロップ。
- 請求項6または7に記載の濃縮シロップを希釈してアルコール飲料を製造する方法。
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SG10201609455PA SG10201609455PA (en) | 2015-12-24 | 2016-11-11 | Emulsified flavor composition for alcoholic beverages |
US15/378,377 US20170183613A1 (en) | 2015-12-24 | 2016-12-14 | Emulsified flavor composition for alcoholic beverages |
CN201611175404.XA CN106929370B (zh) | 2015-12-24 | 2016-12-19 | 酒精饮料用乳化香料组合物 |
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BR112020017084A2 (pt) * | 2018-02-23 | 2020-12-22 | Ava Food Labs, Inc. | Bebidas alcoólicas produzidas a partir de componentes individuais |
JP7093218B2 (ja) * | 2018-04-17 | 2022-06-29 | 小川香料株式会社 | アルコール安定性に優れる乳化組成物 |
US20220010248A1 (en) * | 2018-10-01 | 2022-01-13 | Ava Food Labs, Inc. | Scotch replicas produced from individual components |
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