CN101671601A - Terpene essence for cigarettes, preparation method and use thereof - Google Patents
Terpene essence for cigarettes, preparation method and use thereof Download PDFInfo
- Publication number
- CN101671601A CN101671601A CN200910196163A CN200910196163A CN101671601A CN 101671601 A CN101671601 A CN 101671601A CN 200910196163 A CN200910196163 A CN 200910196163A CN 200910196163 A CN200910196163 A CN 200910196163A CN 101671601 A CN101671601 A CN 101671601A
- Authority
- CN
- China
- Prior art keywords
- terpene
- cigarettes
- essence
- tensio
- preparation
- 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
- 150000003505 terpenes Chemical class 0.000 title claims abstract description 78
- 235000019504 cigarettes Nutrition 0.000 title claims abstract description 66
- 235000007586 terpenes Nutrition 0.000 title claims abstract description 66
- 238000002360 preparation method Methods 0.000 title claims abstract description 43
- 238000000034 method Methods 0.000 claims abstract description 59
- 238000006243 chemical reaction Methods 0.000 claims abstract description 23
- 102000004882 Lipase Human genes 0.000 claims abstract description 22
- 108090001060 Lipase Proteins 0.000 claims abstract description 22
- 239000004367 Lipase Substances 0.000 claims abstract description 21
- 235000019421 lipase Nutrition 0.000 claims abstract description 21
- -1 terpene compounds Chemical class 0.000 claims abstract description 10
- 241000208125 Nicotiana Species 0.000 claims description 46
- 235000002637 Nicotiana tabacum Nutrition 0.000 claims description 46
- 239000013543 active substance Substances 0.000 claims description 42
- 239000000243 solution Substances 0.000 claims description 34
- 102000004190 Enzymes Human genes 0.000 claims description 31
- 108090000790 Enzymes Proteins 0.000 claims description 31
- 230000008569 process Effects 0.000 claims description 30
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 16
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 15
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 12
- 235000019505 tobacco product Nutrition 0.000 claims description 12
- URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 claims description 12
- 230000007062 hydrolysis Effects 0.000 claims description 11
- 238000006460 hydrolysis reaction Methods 0.000 claims description 11
- 239000007788 liquid Substances 0.000 claims description 11
- 239000003960 organic solvent Substances 0.000 claims description 10
- 239000000872 buffer Substances 0.000 claims description 9
- LOKCTEFSRHRXRJ-UHFFFAOYSA-I dipotassium trisodium dihydrogen phosphate hydrogen phosphate dichloride Chemical compound P(=O)(O)(O)[O-].[K+].P(=O)(O)([O-])[O-].[Na+].[Na+].[Cl-].[K+].[Cl-].[Na+] LOKCTEFSRHRXRJ-UHFFFAOYSA-I 0.000 claims description 9
- 239000002953 phosphate buffered saline Substances 0.000 claims description 9
- NIDGCIPAMWNKOA-WOJBJXKFSA-N Neophytadiene Natural products [C@H](CCC[C@@H](CCCC(C)C)C)(CCCC(C=C)=C)C NIDGCIPAMWNKOA-WOJBJXKFSA-N 0.000 claims description 7
- SZCBXWMUOPQSOX-WVJDLNGLSA-N all-trans-violaxanthin Chemical compound C(\[C@]12[C@@](O1)(C)C[C@@H](O)CC2(C)C)=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/[C@]1(C(C[C@H](O)C2)(C)C)[C@]2(C)O1 SZCBXWMUOPQSOX-WVJDLNGLSA-N 0.000 claims description 7
- NIDGCIPAMWNKOA-UHFFFAOYSA-N neophytadiene Chemical compound CC(C)CCCC(C)CCCC(C)CCCC(=C)C=C NIDGCIPAMWNKOA-UHFFFAOYSA-N 0.000 claims description 7
- 239000000376 reactant Substances 0.000 claims description 7
- 235000019245 violaxanthin Nutrition 0.000 claims description 7
- PVNVIBOWBAPFOE-UHFFFAOYSA-N Dinoxanthin Natural products CC1(O)CC(OC(=O)C)CC(C)(C)C1=C=CC(C)=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC1(C(CC(O)C2)(C)C)C2(C)O1 PVNVIBOWBAPFOE-UHFFFAOYSA-N 0.000 claims description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 6
- PGYAYSRVSAJXTE-CLONMANBSA-N all-trans-neoxanthin Chemical compound C(\[C@]12[C@@](O1)(C)C[C@@H](O)CC2(C)C)=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)C=C=C1C(C)(C)C[C@H](O)C[C@@]1(C)O PGYAYSRVSAJXTE-CLONMANBSA-N 0.000 claims description 6
- OWAAYLVMANNJOG-OAKWGMHJSA-N neoxanthin Natural products CC(=C/C=C(C)/C=C/C=C(C)/C=C=C1C(C)(C)CC(O)CC1(C)O)C=CC=C(/C)C=CC23OC2(C)CC(O)CC3(C)C OWAAYLVMANNJOG-OAKWGMHJSA-N 0.000 claims description 6
- 239000011942 biocatalyst Substances 0.000 claims description 5
- 238000001035 drying Methods 0.000 claims description 5
- 235000011187 glycerol Nutrition 0.000 claims description 5
- 238000012423 maintenance Methods 0.000 claims description 5
- 239000011259 mixed solution Substances 0.000 claims description 5
- 229920000136 polysorbate Polymers 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 4
- 229930195729 fatty acid Natural products 0.000 claims description 4
- 239000000194 fatty acid Substances 0.000 claims description 4
- 235000019506 cigar Nutrition 0.000 claims description 3
- 230000035484 reaction time Effects 0.000 abstract description 10
- 239000000779 smoke Substances 0.000 abstract description 7
- 150000001875 compounds Chemical class 0.000 abstract description 6
- 230000000694 effects Effects 0.000 abstract description 6
- 238000004227 thermal cracking Methods 0.000 abstract description 4
- 239000002304 perfume Substances 0.000 abstract description 3
- 230000000391 smoking effect Effects 0.000 abstract description 3
- 239000000463 material Substances 0.000 abstract description 2
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 239000002440 industrial waste Substances 0.000 abstract 1
- 239000004094 surface-active agent Substances 0.000 abstract 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 18
- 239000003546 flue gas Substances 0.000 description 18
- 238000005516 engineering process Methods 0.000 description 10
- 238000012360 testing method Methods 0.000 description 8
- 238000004519 manufacturing process Methods 0.000 description 7
- 230000001737 promoting effect Effects 0.000 description 6
- 238000006555 catalytic reaction Methods 0.000 description 4
- 235000013305 food Nutrition 0.000 description 4
- 239000003205 fragrance Substances 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- GYUZHTWCNKINPY-UHFFFAOYSA-N theaspirane Chemical compound O1C(C)CCC21C(C)(C)CCC=C2C GYUZHTWCNKINPY-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 3
- 238000005265 energy consumption Methods 0.000 description 3
- 239000000796 flavoring agent Substances 0.000 description 3
- 150000002500 ions Chemical class 0.000 description 3
- 238000000197 pyrolysis Methods 0.000 description 3
- 235000013599 spices Nutrition 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 235000019634 flavors Nutrition 0.000 description 2
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 235000019633 pungent taste Nutrition 0.000 description 2
- SGAWOGXMMPSZPB-UHFFFAOYSA-N safranal Chemical compound CC1=C(C=O)C(C)(C)CC=C1 SGAWOGXMMPSZPB-UHFFFAOYSA-N 0.000 description 2
- 230000001953 sensory effect Effects 0.000 description 2
- PQDRXUSSKFWCFA-CFNZNRNTSA-N solanone Chemical compound CC(=O)CC[C@@H](C(C)C)\C=C\C(C)=C PQDRXUSSKFWCFA-CFNZNRNTSA-N 0.000 description 2
- PQDRXUSSKFWCFA-UHFFFAOYSA-N solanone Natural products CC(=O)CCC(C(C)C)C=CC(C)=C PQDRXUSSKFWCFA-UHFFFAOYSA-N 0.000 description 2
- LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- IMKHDCBNRDRUEB-UHFFFAOYSA-N Dihydroactinidiolide Natural products C1CCC(C)(C)C2=CC(=O)OC21C IMKHDCBNRDRUEB-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- 241000282326 Felis catus Species 0.000 description 1
- YKVWPZJHENXDAJ-VOTSOKGWSA-N Megastigmatrienone Chemical compound CC1=CC(=O)CC(C)(C)C1\C=C\C=C YKVWPZJHENXDAJ-VOTSOKGWSA-N 0.000 description 1
- 244000061458 Solanum melongena Species 0.000 description 1
- 235000002597 Solanum melongena Nutrition 0.000 description 1
- 230000001133 acceleration Effects 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000001574 biopsy Methods 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- IMKHDCBNRDRUEB-LLVKDONJSA-N dihydroactinidiolide Chemical compound C1CCC(C)(C)C2=CC(=O)O[C@@]21C IMKHDCBNRDRUEB-LLVKDONJSA-N 0.000 description 1
- 125000005594 diketone group Chemical group 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 235000013355 food flavoring agent Nutrition 0.000 description 1
- 238000004108 freeze drying Methods 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 239000003262 industrial enzyme Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 230000002366 lipolytic effect Effects 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 210000000214 mouth Anatomy 0.000 description 1
- 239000006225 natural substrate Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 238000010525 oxidative degradation reaction Methods 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000000644 propagated effect Effects 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 235000017509 safranal Nutrition 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 230000000638 stimulation Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 229940089401 xylon Drugs 0.000 description 1
Landscapes
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
Description
Claims (10)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN 200910196163 CN101671601B (en) | 2009-09-23 | 2009-09-23 | Terpene essence for cigarettes, preparation method and use thereof |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN 200910196163 CN101671601B (en) | 2009-09-23 | 2009-09-23 | Terpene essence for cigarettes, preparation method and use thereof |
Publications (2)
Publication Number | Publication Date |
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CN101671601A true CN101671601A (en) | 2010-03-17 |
CN101671601B CN101671601B (en) | 2013-01-09 |
Family
ID=42019024
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN 200910196163 Active CN101671601B (en) | 2009-09-23 | 2009-09-23 | Terpene essence for cigarettes, preparation method and use thereof |
Country Status (1)
Country | Link |
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CN (1) | CN101671601B (en) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102127489A (en) * | 2011-02-14 | 2011-07-20 | 云南省玉溪市云溪香精香料有限责任公司 | Preparation method of tobacco spice neophytadiene carvone methyl palmitate megastigmatrienone essential oil |
CN102559831A (en) * | 2011-12-23 | 2012-07-11 | 华宝食用香精香料(上海)有限公司 | Preparation method and application of 3, 6, 6-trimethylcycloheptyl-2-alkene-1-ketone fragrance |
CN103391949A (en) * | 2011-01-28 | 2013-11-13 | R·J·雷诺兹烟草公司 | Polymeric materials derived from tobacco |
CN103451019A (en) * | 2013-09-04 | 2013-12-18 | 湖北中烟工业有限责任公司 | Microcapsule essence perfume for cigarettes as well as preparation method of microcapsule essence perfume |
CN105746981A (en) * | 2014-12-17 | 2016-07-13 | 味特生物科技股份有限公司 | Method for manufacturing natural milk-flavor essence |
CN110140993A (en) * | 2011-04-27 | 2019-08-20 | R·J·雷诺兹烟草公司 | Component and material from tobacco |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1205161C (en) * | 2003-01-24 | 2005-06-08 | 华宝香化科技发展(上海)有限公司 | Process for synthesizing megastigmatrienone perfume |
CN1205160C (en) * | 2003-01-24 | 2005-06-08 | 华宝香化科技发展(上海)有限公司 | Method for producing perfume using ionol ester as raw material by thermo-wacking rectifying |
-
2009
- 2009-09-23 CN CN 200910196163 patent/CN101671601B/en active Active
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN103391949A (en) * | 2011-01-28 | 2013-11-13 | R·J·雷诺兹烟草公司 | Polymeric materials derived from tobacco |
CN103391949B (en) * | 2011-01-28 | 2015-10-07 | R·J·雷诺兹烟草公司 | The polymer materials that tobacco is derivative |
CN102127489A (en) * | 2011-02-14 | 2011-07-20 | 云南省玉溪市云溪香精香料有限责任公司 | Preparation method of tobacco spice neophytadiene carvone methyl palmitate megastigmatrienone essential oil |
CN110140993A (en) * | 2011-04-27 | 2019-08-20 | R·J·雷诺兹烟草公司 | Component and material from tobacco |
CN102559831A (en) * | 2011-12-23 | 2012-07-11 | 华宝食用香精香料(上海)有限公司 | Preparation method and application of 3, 6, 6-trimethylcycloheptyl-2-alkene-1-ketone fragrance |
CN103451019A (en) * | 2013-09-04 | 2013-12-18 | 湖北中烟工业有限责任公司 | Microcapsule essence perfume for cigarettes as well as preparation method of microcapsule essence perfume |
CN105746981A (en) * | 2014-12-17 | 2016-07-13 | 味特生物科技股份有限公司 | Method for manufacturing natural milk-flavor essence |
Also Published As
Publication number | Publication date |
---|---|
CN101671601B (en) | 2013-01-09 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C14 | Grant of patent or utility model | ||
GR01 | Patent grant | ||
C56 | Change in the name or address of the patentee | ||
CP01 | Change in the name or title of a patent holder |
Address after: 850000 Lhasa economic and Technological Development Zone, Tibet autonomous region, road, investment building, Patentee after: HUABAO FLAVOURS & FRAGRANCES CO.,LTD. Patentee after: Wuxi Huaxin Flavor & Fragrance Co.,Ltd. Address before: 850000 Lhasa economic and Technological Development Zone, Tibet autonomous region, road, investment building, Patentee before: Huabao flavor Ltd. Patentee before: Wuxi Huaxin Flavor & Fragrance Co.,Ltd. |
|
CP03 | Change of name, title or address |
Address after: 850000 Lhasa economic and Technological Development Zone, Tibet autonomous region, road, investment building, Patentee after: Huabao flavor Ltd. Patentee after: Wuxi Huaxin Flavor & Fragrance Co.,Ltd. Address before: 201821 Yecheng Road, Shanghai, No. 1299, No. Patentee before: Huabao Flavours & Fragrances Co.,Ltd Patentee before: Wuxi Huaxin Flavor & Fragrance Co.,Ltd. |
|
CP03 | Change of name, title or address |
Address after: 850000, Tibet, Lhasa Economic Development Zone, Lhasa sang road investment building, 6 floor Co-patentee after: Wuxi Huaxin essence Co.,Ltd. Patentee after: HUABAO FLAVOURS & FRAGRANCES CO.,LTD. Address before: 850000 Lhasa economic and Technological Development Zone, Tibet autonomous region, road, investment building, Co-patentee before: Wuxi Huaxin Flavor & Fragrance Co.,Ltd. Patentee before: HUABAO FLAVOURS & FRAGRANCES CO.,LTD. |
|
CP03 | Change of name, title or address | ||
TR01 | Transfer of patent right | ||
TR01 | Transfer of patent right |
Effective date of registration: 20180718 Address after: 850000 the 6 floor of investment building, Ge sang Road, Lhasa Economic Development Zone, Lhasa, Tibet. Patentee after: HUABAO FLAVOURS & FRAGRANCES CO.,LTD. Address before: 850000 the 6 floor of investment building, Ge sang Road, Lhasa Economic Development Zone, Lhasa, Tibet. Co-patentee before: Wuxi Huaxin essence Co.,Ltd. Patentee before: HUABAO FLAVOURS & FRAGRANCES CO.,LTD. |