JP2019501121A - 異性体のアルカジエナール又は異性体のアルカジエンニトリルを含む芳香組成物及び風味組成物 - Google Patents
異性体のアルカジエナール又は異性体のアルカジエンニトリルを含む芳香組成物及び風味組成物 Download PDFInfo
- Publication number
- JP2019501121A JP2019501121A JP2018525358A JP2018525358A JP2019501121A JP 2019501121 A JP2019501121 A JP 2019501121A JP 2018525358 A JP2018525358 A JP 2018525358A JP 2018525358 A JP2018525358 A JP 2018525358A JP 2019501121 A JP2019501121 A JP 2019501121A
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- JP
- Japan
- Prior art keywords
- nitrile
- isomeric
- alkadiene
- composition
- alkadienal
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 420
- 239000000796 flavoring agent Substances 0.000 title claims abstract description 260
- 235000019634 flavors Nutrition 0.000 title claims abstract description 256
- -1 alkadiene nitriles Chemical class 0.000 title claims abstract description 249
- 239000003205 fragrance Substances 0.000 title claims abstract description 189
- 239000000047 product Substances 0.000 claims description 215
- 238000000034 method Methods 0.000 claims description 62
- 239000002304 perfume Substances 0.000 claims description 53
- 239000000344 soap Substances 0.000 claims description 44
- 239000006210 lotion Substances 0.000 claims description 43
- ZCTQGTTXIYCGGC-UHFFFAOYSA-N Benzyl salicylate Chemical compound OC1=CC=CC=C1C(=O)OCC1=CC=CC=C1 ZCTQGTTXIYCGGC-UHFFFAOYSA-N 0.000 claims description 38
- 210000004209 hair Anatomy 0.000 claims description 35
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 claims description 34
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 claims description 34
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 claims description 32
- 239000003599 detergent Substances 0.000 claims description 30
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 claims description 28
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- 239000002537 cosmetic Substances 0.000 claims description 27
- QMVPMAAFGQKVCJ-UHFFFAOYSA-N citronellol Chemical compound OCCC(C)CCC=C(C)C QMVPMAAFGQKVCJ-UHFFFAOYSA-N 0.000 claims description 26
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- QMMFVYPAHWMCMS-UHFFFAOYSA-N Dimethyl sulfide Chemical compound CSC QMMFVYPAHWMCMS-UHFFFAOYSA-N 0.000 claims description 21
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- KSMVZQYAVGTKIV-UHFFFAOYSA-N decanal Chemical compound CCCCCCCCCC=O KSMVZQYAVGTKIV-UHFFFAOYSA-N 0.000 claims description 20
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- 125000003118 aryl group Chemical group 0.000 claims description 17
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- GLZPCOQZEFWAFX-YFHOEESVSA-N Geraniol Natural products CC(C)=CCC\C(C)=C/CO GLZPCOQZEFWAFX-YFHOEESVSA-N 0.000 claims description 16
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- 229930007744 linalool Natural products 0.000 claims description 16
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 claims description 16
- QOHUWESUVWXOHP-RBISPXTMSA-N (2Z)-deca-2,7-dienal Chemical compound C(\C=C/CCCC=CCC)=O QOHUWESUVWXOHP-RBISPXTMSA-N 0.000 claims description 15
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- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 claims description 15
- KJPRLNWUNMBNBZ-QPJJXVBHSA-N (E)-cinnamaldehyde Chemical compound O=C\C=C\C1=CC=CC=C1 KJPRLNWUNMBNBZ-QPJJXVBHSA-N 0.000 claims description 14
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- GOLORTLGFDVFDW-UHFFFAOYSA-N 3-(1h-benzimidazol-2-yl)-7-(diethylamino)chromen-2-one Chemical compound C1=CC=C2NC(C3=CC4=CC=C(C=C4OC3=O)N(CC)CC)=NC2=C1 GOLORTLGFDVFDW-UHFFFAOYSA-N 0.000 claims description 14
- XPCTZQVDEJYUGT-UHFFFAOYSA-N 3-hydroxy-2-methyl-4-pyrone Chemical compound CC=1OC=CC(=O)C=1O XPCTZQVDEJYUGT-UHFFFAOYSA-N 0.000 claims description 14
- INAXVXBDKKUCGI-UHFFFAOYSA-N 4-hydroxy-2,5-dimethylfuran-3-one Chemical compound CC1OC(C)=C(O)C1=O INAXVXBDKKUCGI-UHFFFAOYSA-N 0.000 claims description 14
- GHBSPIPJMLAMEP-UHFFFAOYSA-N 6-pentyloxan-2-one Chemical compound CCCCCC1CCCC(=O)O1 GHBSPIPJMLAMEP-UHFFFAOYSA-N 0.000 claims description 14
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims description 14
- NPBVQXIMTZKSBA-UHFFFAOYSA-N Chavibetol Natural products COC1=CC=C(CC=C)C=C1O NPBVQXIMTZKSBA-UHFFFAOYSA-N 0.000 claims description 14
- 239000005770 Eugenol Substances 0.000 claims description 14
- UVMRYBDEERADNV-UHFFFAOYSA-N Pseudoeugenol Natural products COC1=CC(C(C)=C)=CC=C1O UVMRYBDEERADNV-UHFFFAOYSA-N 0.000 claims description 14
- AXMVYSVVTMKQSL-UHFFFAOYSA-N UNPD142122 Natural products OC1=CC=C(C=CC=O)C=C1O AXMVYSVVTMKQSL-UHFFFAOYSA-N 0.000 claims description 14
- WUOACPNHFRMFPN-UHFFFAOYSA-N alpha-terpineol Chemical compound CC1=CCC(C(C)(C)O)CC1 WUOACPNHFRMFPN-UHFFFAOYSA-N 0.000 claims description 14
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 claims description 14
- KJPRLNWUNMBNBZ-UHFFFAOYSA-N cinnamic aldehyde Natural products O=CC=CC1=CC=CC=C1 KJPRLNWUNMBNBZ-UHFFFAOYSA-N 0.000 claims description 14
- 229940117916 cinnamic aldehyde Drugs 0.000 claims description 14
- WTWBUQJHJGUZCY-UHFFFAOYSA-N cuminaldehyde Chemical compound CC(C)C1=CC=C(C=O)C=C1 WTWBUQJHJGUZCY-UHFFFAOYSA-N 0.000 claims description 14
- SQIFACVGCPWBQZ-UHFFFAOYSA-N delta-terpineol Natural products CC(C)(O)C1CCC(=C)CC1 SQIFACVGCPWBQZ-UHFFFAOYSA-N 0.000 claims description 14
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- IFYYFLINQYPWGJ-UHFFFAOYSA-N gamma-decalactone Chemical compound CCCCCCC1CCC(=O)O1 IFYYFLINQYPWGJ-UHFFFAOYSA-N 0.000 claims description 14
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- HIGQPQRQIQDZMP-DHZHZOJOSA-N geranyl acetate Chemical compound CC(C)=CCC\C(C)=C\COC(C)=O HIGQPQRQIQDZMP-DHZHZOJOSA-N 0.000 claims description 14
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- 150000002576 ketones Chemical class 0.000 claims description 13
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Classifications
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- C11B9/00—Essential oils; Perfumes
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- C11B9/0023—Aliphatic compounds containing nitrogen as the only heteroatom
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- A—HUMAN NECESSITIES
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- A23C—DAIRY PRODUCTS, e.g. MILK, BUTTER OR CHEESE; MILK OR CHEESE SUBSTITUTES; MAKING THEREOF
- A23C9/00—Milk preparations; Milk powder or milk powder preparations
- A23C9/152—Milk preparations; Milk powder or milk powder preparations containing additives
- A23C9/156—Flavoured milk preparations ; Addition of fruits, vegetables, sugars, sugar alcohols or sweeteners
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- A—HUMAN NECESSITIES
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- A23L2/00—Non-alcoholic beverages; Dry compositions or concentrates therefor; Their preparation
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- A23L2/56—Flavouring or bittering agents
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
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- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
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- A23L27/202—Aliphatic compounds
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- 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
- A23L27/20—Synthetic spices, flavouring agents or condiments
- A23L27/24—Synthetic spices, flavouring agents or condiments prepared by fermentation
- A23L27/25—Dairy flavours
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- 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
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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Abstract
Description
E,Z−2,7−デカジエナールの調製
cis−5−オクテナール 15.1g(120mmol)が、温度を20℃未満に保ちながら、無水エタノール(1.5g)及び17.8g オルトギ酸トリエチル(120mmol)に溶解された触媒量のPTSAに供給される。ジエチルアセタールの生成が完了したら、反応混合物が、メタノール中のナトリウムメトキシドの25%溶液で中和され、次いで、軽質分が大気中で100℃までストリッピングされる。
E,Z−2,11−テトラデカジエナールの調製
cis−9−ドデセナール 22.1g(120mmol)が、温度を20℃未満に保ちながら、無水エタノール(1.5g)及び17.8g オルトギ酸トリエチル(120mmol)に溶解された触媒量のPTSAに供給される。ジエチルアセタールの生成が完了したら、反応混合物が、メタノール中のナトリウムメトキシドの25%溶液で中和され、次いで、軽質分が大気中で100℃までストリッピングされる。
E,Z−2,6−オクタジエナールの調製
cis−4−ヘキセナール 11.8g(120mmol)が、温度を20℃未満に保ちながら、無水エタノール(1g)及び17.8g オルトギ酸トリエチル(120mmol)に溶解された触媒量のPTSAに供給される。ジエチルアセタールの生成が完了したら、反応混合物が、メタノール中のナトリウムメトキシドの25%溶液で中和され、次いで、軽質分が大気中で100℃までストリッピングされる。
E,Z−2,7−デカジエナールを含む芳香配合物
アイリスノートを強調するフレッシュ、グリーン、オゾンの、フローラルの香りを与えるために、適切な量のE,Z−2,7−デカジエナールを使用して、嗅覚ファミリーグリーンフローラルに属する香料組成物が配合された。
E,Z−デカジエンニトリル及びその異性体の調製
35.1gのcis−5−オクテナール(198mmol)が、25gのシアノメチルホスホン酸ジエチル(198mmol)と混合され、20〜25℃の温度を保ちながら、24.5gの水中の水酸化カリウムの45%溶液が供給される。反応が完了したら、10gのシクロヘキサンが加えられ、溶液が水で洗われ、クエン酸の5%水溶液で酸性化され、次いで、蒸留前に、炭酸ナトリウムの5%水溶液で中和される。未精製の異性体比は、31% E,Eに対して約69% E,Zである。異性体の含有量は蒸留を経て向上され得る。
E,Z−2,7−デカジエナールの調製
cis−5−オクテナール 15.1g(120mmol)が、温度を20℃未満に保ちながら、無水エタノール(1.5g)及び17.8g オルトギ酸トリエチル(120mmol)に溶解された触媒量のPTSAに供給される。ジエチルアセタールの生成が完了したら、反応混合物が、メタノール中のナトリウムメトキシドの25%溶液で中和され、次いで、軽質分が大気中で100℃までストリッピングされる。
E,Z−2,11−テトラデカジエナールの調製
cis−9−ドデセナール 22.1g(120mmol)が、温度を20℃未満に保ちながら、無水エタノール(1.5g)及び17.8g オルトギ酸トリエチル(120mmol)に溶解された触媒量のPTSAに供給される。ジエチルアセタールの生成が完了したら、反応混合物が、メタノール中のナトリウムメトキシドの25%溶液で中和され、次いで、軽質分が大気中で100℃までストリッピングされる。
E,Z−2,6−オクタジエナールの調製
cis−4−ヘキセナール 11.8g(120mmol)が、温度を20℃未満に保ちながら、無水エタノール(1g)及び17.8g オルトギ酸トリエチル(120mmol)に溶解された触媒量のPTSAに供給される。ジエチルアセタールの生成が完了したら、反応混合物が、メタノール中のナトリウムメトキシドの25%溶液で中和され、次いで、軽質分が大気中で100℃までストリッピングされる。
E,Z−2,7−デカジエナールを含む芳香配合物
アイリスノートを強調するフレッシュ、グリーン、オゾンの、フローラルの香りを与えるために、適切な量のE,Z−2,7−デカジエナールを使用して、嗅覚ファミリーグリーンフローラルに属する香料組成物が配合された。
E,Z−デカジエンニトリル及びその異性体の調製
35.1gのcis−5−オクテナール(198mmol)が、25gのシアノメチルホスホン酸ジエチル(198mmol)と混合され、20〜25℃の温度を保ちながら、24.5gの水中の水酸化カリウムの45%溶液が供給される。反応が完了したら、10gのシクロヘキサンが加えられ、溶液が水で洗われ、クエン酸の5%水溶液で酸性化され、次いで、蒸留前に、炭酸ナトリウムの5%水溶液で中和される。未精製の異性体比は、31% E,Eに対して約69% E,Zである。異性体の含有量は蒸留を経て向上され得る。
Claims (20)
- 組成物であって、芳香又は風味を前記組成物に与えるために有効な量の少なくとも1つの異性体のアルカジエナール又は少なくとも1つの異性体のアルカジエンニトリルを含む、組成物。
- 前記少なくとも1つの異性体のアルカジエナール又は前記少なくとも1つの異性体のアルカジエンニトリルが、前記組成物中の全Z及びE異性体に基づいて、約0.1パーセント〜約99.5パーセントのE,Z異性体、約0.1パーセント〜約99.5パーセントのZ,E異性体、約0.1パーセント〜約99.5パーセントのE,E異性体、及び約0.1パーセント〜約99.5のZ,Z異性体を有する、請求項1に記載の組成物。
- 前記少なくとも1つの異性体のアルカジエナール又は前記少なくとも1つの異性体のアルカジエンニトリルが、前記組成物中の全Z及びE異性体に基づいて、約10パーセント〜約98パーセントのE,Z異性体、約0.5パーセント〜約40パーセントのZ,E異性体、約0.1パーセント〜約40パーセントのE,E異性体、及び約2パーセント〜約40パーセントのZ,Z異性体を有する、請求項1に記載の組成物。
- 前記少なくとも1つの異性体のアルカジエナールが、2,6−アルカジエナール、2,7−アルカジエナール、2,8−アルカジエナール、2,9−アルカジエナール、2,10−アルカジエナール、2,11−アルカジエナール、2,12−アルカジエナール、2,13−アルカジエナール、及び2,14−アルカジエナールの異性体からなる群から選択される、請求項1に記載の組成物。
- 前記少なくとも1つの異性体のアルカジエンニトリルが、2,6−アルカジエンニトリル、2,7−アルカジエンニトリル、2,8−アルカジエンニトリル、2,9−アルカジエンニトリル、2,10−アルカジエンニトリル、2,11−アルカジエンニトリル、2,12−アルカジエンニトリル、2,13−アルカジエンニトリル、及び2,14−アルカジエンニトリルの異性体からなる群から選択される、請求項1に記載の組成物。
- 2,6−アルカジエナールの前記異性体が、2,6−ヘプタジエナール、2,6−オクタジエナール、2,6−ノナジエナール、2,6−デカジエナール、2,6−ウンデカジエナール、2,6−ドデカジエナール、2,6−トリデカジエナール、2,6−テトラデカジエナール、及び2,6−ペンタデカジエナールの異性体からなる群から選択され;2,7−アルカジエナールの前記異性体が、2,7−オクタジエナール、2,7−ノナジエナール、2,7−デカジエナール、2,7−ウンデカジエナール、2,7−ドデカジエナール、2,7−トリデカジエナール、2,7−テトラデカジエナール、及び2,7−ペンタデカジエナールの異性体からなる群から選択され;2,8−アルカジエナールの前記異性体が、2,8−ノナジエナール、2,8−デカジエナール、2,8−ウンデカジエナール、2,8−ドデカジエナール、2,8−トリデカジエナール、2,8−テトラデカジエナール、及び2,8−ペンタデカジエナールの異性体からなる群から選択され;2,9−アルカジエナールの前記異性体が、2,9−デカジエナール、2,9−ウンデカジエナール、2,9−ドデカジエナール、2,9−トリデカジエナール、2,9−テトラデカジエナール、及び2,9−ペンタデカジエナールの異性体からなる群から選択され;2,10−アルカジエナールの前記異性体が、2,10−ウンデカジエナール、2,10−ドデカジエナール、2,10−トリデカジエナール、2,10−テトラデカジエナール、及び2,10−ペンタデカジエナールの異性体からなる群から選択され;2,11−アルカジエナールの前記異性体が、2,11−ドデカジエナール、2,11−トリデカジエナール、2,11−テトラデカジエナール、及び2,11−ペンタデカジエナールの異性体からなる群から選択され;2,12−アルカジエナールの前記異性体が、2,12−トリデカジエナール、2,12−テトラデカジエナール、及び2,12−ペンタデカジエナールの異性体からなる群から選択され;2,13−アルカジエナールの前記異性体が、2,13−テトラデカジエナール及び2,13−ペンタデカジエナールの異性体からなる群から選択され;且つ2,14−アルカジエナールの前記異性体が、2,14−ペンタデカジエナールの異性体から選択される、請求項4に記載の組成物。
- 2,6−アルカジエンニトリルの前記異性体が、2,6−ヘプタジエンニトリル、2,6−オクタジエンニトリル、2,6−ノナジエンニトリル、2,6−デカジエンニトリル、2,6−ウンデカジエンニトリル、2,6−ドデカジエンニトリル、2,6−トリデカジエンニトリル、2,6−テトラデカジエンニトリル、及び2,6−ペンタデカジエンニトリルの異性体からなる群から選択され;2,7−アルカジエンニトリルの前記異性体が、2,7−オクタジエンニトリル、2,7−ノナジエンニトリル、2,7−デカジエンニトリル、2,7−ウンデカジエンニトリル、2,7−ドデカジエンニトリル、2,7−トリデカジエンニトリル、2,7−テトラデカジエンニトリル、及び2,7−ペンタデカジエンニトリルの異性体からなる群から選択され;2,8−アルカジエンニトリルの前記異性体が、2,8−ノナジエンニトリル、2,8−デカジエンニトリル、2,8−ウンデカジエンニトリル、2,8−ドデカジエンニトリル、2,8−トリデカジエンニトリル、2,8−テトラデカジエンニトリル、及び2,8−ペンタデカジエンニトリルの異性体からなる群から選択され;2,9−アルカジエンニトリルの前記異性体が、2,9−デカジエンニトリル、2,9−ウンデカジエンニトリル、2,9−ドデカジエンニトリル、2,9−トリデカジエンニトリル、2,9−テトラデカジエンニトリル、2,9−ペンタデカジエンニトリル、及び2,9−ペンタデカジエンニトリルの異性体からなる群から選択され;2,10−アルカジエンニトリルの前記異性体が、2,10−ウンデカジエンニトリル、2,10−ドデカジエンニトリル、2,10−トリデカジエンニトリル、2,10−テトラデカジエンニトリル、及び2,10−ペンタデカジエンニトリルの異性体からなる群から選択され;2,11−アルカジエンニトリルの前記異性体が、2,11−ドデカジエンニトリル、2,11−トリデカジエンニトリル、2,11−テトラデカジエンニトリル、及び2,11−ペンタデカジエンニトリルの異性体からなる群から選択され;2,12−アルカジエンニトリルの前記異性体が、2,12−トリデカジエンニトリル、2,12−テトラデカジエンニトリル、及び2,12−ペンタデカジエンニトリルの異性体からなる群から選択され;2,13−アルカジエンニトリルの前記異性体が、2,13−テトラデカジエンニトリル及び2,13−ペンタデカジエンニトリルの異性体からなる群から選択され;且つ2,14−アルカジエンニトリルの前記異性体が、2,14−ペンタデカジエンニトリルの異性体から選択される、請求項5に記載の組成物。
- 前記少なくとも1つの異性体のアルカジエナールが、E,Z−2,6−オクタジエナール、E,Z−2,7−ノナジエナール、E,Z−2,6−デカジエナール、E,Z−2,7−デカジエナール、E,Z−2,7−ウンデカジエナール、E,Z−2,8−ウンデカジエナール、E,Z−2,10−トリデカジエナール、E,Z−2,7−テトラデカジエナール、E,Z−2,11−テトラデカジエナール、5−メチル−E,Z−2,7−ノナジエナール、及び5−メチル−E,Z−2,7−デカジエナールからなる群から選択される、請求項1に記載の組成物。
- 前記少なくとも1つの異性体のアルカジエンニトリルが、E,Z−2,6−オクタジエンニトリル、E,Z−2,7−ノナジエンニトリル、E,Z−2,7−デカジエンニトリル、E,Z−2,8−デカジエンニトリル、E,Z−2,8−ウンデカジエンニトリル、E,Z−2,9−ドデカジエンニトリル、E,Z−2,10−トリデカジエンニトリル、及びE,Z−2,11−テトラデカジエンニトリルからなる群から選択される、請求項1に記載の組成物。
- 前記少なくとも1つの異性体のアルカジエナール又は前記少なくとも1つの異性体のアルカジエンニトリルが、芳香を前記組成物に与えるために、前記組成物の全重量に基づいて、少なくとも約1重量ppmの量で存在する、請求項1に記載の組成物。
- 前記少なくとも1つの異性体のアルカジエナール又は前記少なくとも1つの異性体のアルカジエンニトリルが、風味を前記組成物に与えるために、前記組成物の全重量に基づいて、少なくとも約0.1重量ppmの量で存在する、請求項1に記載の組成物。
- 前記少なくとも1つの異性体のアルカジエナール又は前記少なくとも1つの異性体のアルカジエンニトリルが、芳香を前記組成物に与えるために、ゲラニオール、酢酸ゲラニル、リナロール、酢酸リナリル、テトラヒドロリナロール、シトロネロール、酢酸シトロネリル、ジヒドロミルセノール、ジヒドロミルセニルアセタート、テトラヒドロミルセノール、テルピネオール、酢酸テルピニル、ノポール、ノピルアセタート、2−フェニルエタノール、2−フェニルエチルアセタート、ベンジルアルコール、酢酸ベンジル、サリチル酸ベンジル、スチラリルアセタート、安息香酸ベンジル、サリチル酸アミル、ジメチル−ベンジルカルビノール、トリクロロメチルフェニルカルビニルアセタート、p−tert−ブチルシクロヘキシルアセタート、酢酸イソノニル、ベチベリルアセタート、ベチベロール、アルファ−ヘキシルシンナム−アルデヒド、2−メチル−3−(p−tert−ブチルフェニル)−プロパナール、2−メチル−3−(p−イソプロピルフェニル)−プロパナール、3−(p−tert−ブチルフェニル)−プロパナール、トリシクロデセニルアセタート、トリシクロデセニルプロピオナート、4−(4−ヒドロキシ−4−メチルペンチル)−3−シクロヘキセンカルボアルデヒド、4−(4−メチル−3−ペンテニル)−3−シクロヘキセンカルボアルデヒド、4−アセトキシ−3−ペンチル−テトラヒドロピラン、3−カルボキシメチル−2−ペンチルシクロペンタン、2−n−ヘプチルシクロペンタノン、3−メチル−2−ペンチル−2−シクロペンテノン、n−デカナール、n−ドデカナール、9−デセン−1−0l、フェノキシエチルイソブチラート、フェニルアセトアルデヒドジメチルアセタール、フェニルアセトアルデヒド−ジエチルアセタール、ゲラニルニトリル、シトロネリルニトリル、セドリルアセタート、3−イソカンフィルシクロヘキサノール、セドリルメチルエーテル、イソロンギホラノン、オーベピニトリル、オーベピン、ヘリオトロピン、クマリン、オイゲノール、バニリン、ジフェニルオキシド、ヒドロキシシトロネラール、イオノン類、メチルイオノン類、イソメチルイオノン類、イロン類、cis−3−ヘキセノール及び後者のエステル類、インダン−ムスク類、テトラリン−ムスク類、イソクロマン−ムスク類、大環状ケトン類、マクロラクトン−ムスク類、ブラシル酸エチレン、又は芳香族ニトロムスク類と組み合わせられる、請求項1に記載の組成物。
- 前記少なくとも1つの異性体のアルカジエナール又は前記少なくとも1つの異性体のアルカジエンニトリルが、風味を前記組成物に与えるために、ゲラニオール、酢酸ゲラニル、リナロール、酢酸リナリル、シトロネロール、酢酸シトロネリル、テルピネオール、酢酸テルピニル、2−フェニルエタノール、2−フェニルエチルアセタート、ベンジルアルコール、酢酸ベンジル、サリチル酸ベンジル、ヘリオトロピン、ベンズアルデヒド、アニスアルデヒド、サリチル酸ベンジル、e、n−デカナール、n−ドデカナール、9−デセン−1−0l、クマリン、オイゲノール、バニリン、ヘキサナール、ユーカリプトール、イオノン類、メチルイオノン類、イソメチルイオノン類、イロン類、cis−3−ヘキセノール及び後者のエステル類、アセトアルデヒド、酢酸エチル、エチルブチラートシンナミックアルデヒド、クミンアルデヒド、フルフラール、シンナミックアルデヒド、マルトール、エチルマルトール、ジメチルスルフィド、ガンマデカラクトン、ガンマウンデカラクトン、ジアセチル、吉草酸エチル、ダマスコン、ダマセノン、カプロン酸メチル、シクロテン、酪酸、アセトイン、デルタデカラクトン、フラネオール、アセトイン、ベンゾジヒドロピロン、2,6−ノナジエナール、メロナール又はメチルヘプタンカルボナートと組み合わせられる、請求項1に記載の組成物。
- 芳香又は風味組成物であって、芳香又は風味を前記組成物に与えるために有効な量の少なくとも1つの異性体のアルカジエナール又は少なくとも1つの異性体のアルカジエンニトリルを含む、芳香又は風味組成物。
- 請求項16に記載の芳香又は風味組成物を含む消費者製品。
- ろうそく、エアケア製品、香水、コロン、石けん、パーソナルケア製品、洗剤、ファブリックケア製品、及び家庭用洗浄製品からなる群から選択される、請求項17に記載の消費者製品。
- 石けん、洗剤、エアフレッシュナー、ルームスプレー、匂い玉、ろうそく、並びにクリーム、軟膏、化粧水、プレシェーブローション、アフターシェーブローション、タルカムパウダー、ヘアケア剤、ボディデオドラント、及び制汗剤を含む化粧品からなる群から選択される、請求項17に記載の消費者製品。
- 芳香又は風味を消費者製品に与える方法であって、芳香又は風味を前記消費者製品に与えるために有効な量の少なくとも1つの異性体のアルカジエナール又は少なくとも1つの異性体のアルカジエンニトリルを含む芳香又は風味組成物を前記消費者製品に加えることを含む、方法。
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PCT/US2016/065573 WO2017100426A1 (en) | 2015-12-11 | 2016-12-08 | Fragrance and flavor compositions containing isomeric alkadienals or isomeric alkadienenitriles |
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US10863758B2 (en) | 2016-07-29 | 2020-12-15 | Bedoukian Research, Inc. | Fragrance and flavor compositions containing isomeric alkadienyl esters |
KR20230114334A (ko) * | 2016-09-09 | 2023-08-01 | 다카사고 고료 고교 가부시키가이샤 | 맛 조절 알데하이드 |
BR112020009827A2 (pt) * | 2017-12-21 | 2020-10-13 | Firmenich S.A. | uso de compostos voláteis para modular a percepção de almíscar |
WO2019122236A1 (en) * | 2017-12-21 | 2019-06-27 | Firmenich Sa | Method for identifying positive allosteric modulators for odorant receptors |
WO2020075820A1 (ja) * | 2018-10-10 | 2020-04-16 | 高砂香料工業株式会社 | 香料組成物 |
US20220042051A1 (en) * | 2018-10-19 | 2022-02-10 | Firmenich Sa | Lipoxygenase-catalyzed production of unsaturated c10-aldehydes from polyunsatrurated fatty acids |
RU2769674C1 (ru) * | 2021-09-20 | 2022-04-04 | Елена Викторовна Борисенко | Пищевой ароматизатор, придающий вкус и аромат концентрированного молока |
CN115353932B (zh) * | 2022-09-07 | 2023-10-20 | 江门市和馨香精技术有限公司 | 用于控制皂化速度的香精组合物及其应用、冷制皂 |
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FR2119580A5 (ja) | 1970-12-22 | 1972-08-04 | Firmenich & Cie | |
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FR2318130A1 (fr) * | 1975-07-18 | 1977-02-11 | Rhone Poulenc Ind | Procede de preparation d'aldehydes a, b-ethyleniques |
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US9814661B2 (en) * | 2013-12-13 | 2017-11-14 | The Procter & Gamble Company | Fragrance compositions |
GB201409348D0 (en) * | 2014-05-27 | 2014-07-09 | Givaudan Sa | Perfume compositions |
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