DE1298078B - Verfahren zur selektiven Extraktion basischer bzw. saurer Pflanzen-inhaltsstoffe, insbesondere zum Entnikotinisieren von Tabak - Google Patents
Verfahren zur selektiven Extraktion basischer bzw. saurer Pflanzen-inhaltsstoffe, insbesondere zum Entnikotinisieren von TabakInfo
- Publication number
- DE1298078B DE1298078B DEE28880A DEE0028880A DE1298078B DE 1298078 B DE1298078 B DE 1298078B DE E28880 A DEE28880 A DE E28880A DE E0028880 A DEE0028880 A DE E0028880A DE 1298078 B DE1298078 B DE 1298078B
- Authority
- DE
- Germany
- Prior art keywords
- tobacco
- plant
- extraction
- organic
- aqueous phase
- 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.)
- Pending
Links
- 241000208125 Nicotiana Species 0.000 title claims description 55
- 235000002637 Nicotiana tabacum Nutrition 0.000 title claims description 55
- 238000000034 method Methods 0.000 title claims description 39
- 241000196324 Embryophyta Species 0.000 title claims description 23
- 238000000605 extraction Methods 0.000 title claims description 19
- 239000004615 ingredient Substances 0.000 title claims description 19
- 230000002378 acidificating effect Effects 0.000 title description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 25
- 239000002904 solvent Substances 0.000 claims description 23
- 239000008346 aqueous phase Substances 0.000 claims description 19
- 239000003960 organic solvent Substances 0.000 claims description 17
- 239000000463 material Substances 0.000 claims description 13
- 239000000243 solution Substances 0.000 claims description 11
- 238000005342 ion exchange Methods 0.000 claims description 9
- 239000007864 aqueous solution Substances 0.000 claims description 5
- 239000000470 constituent Substances 0.000 claims description 4
- 238000000622 liquid--liquid extraction Methods 0.000 claims description 4
- 238000000638 solvent extraction Methods 0.000 claims description 4
- 239000013505 freshwater Substances 0.000 claims description 3
- 235000017807 phytochemicals Nutrition 0.000 claims 1
- 229930000223 plant secondary metabolite Natural products 0.000 claims 1
- SNICXCGAKADSCV-JTQLQIEISA-N (-)-Nicotine Chemical compound CN1CCC[C@H]1C1=CC=CN=C1 SNICXCGAKADSCV-JTQLQIEISA-N 0.000 description 26
- 229960002715 nicotine Drugs 0.000 description 23
- SNICXCGAKADSCV-UHFFFAOYSA-N nicotine Natural products CN1CCCC1C1=CC=CN=C1 SNICXCGAKADSCV-UHFFFAOYSA-N 0.000 description 23
- 239000002253 acid Substances 0.000 description 16
- 150000002500 ions Chemical class 0.000 description 15
- 150000007513 acids Chemical class 0.000 description 14
- 150000003839 salts Chemical class 0.000 description 10
- 238000001035 drying Methods 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 229910052500 inorganic mineral Inorganic materials 0.000 description 4
- 239000012074 organic phase Substances 0.000 description 4
- 239000012071 phase Substances 0.000 description 4
- 238000000956 solid--liquid extraction Methods 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000011707 mineral Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 2
- SZNYYWIUQFZLLT-UHFFFAOYSA-N 2-methyl-1-(2-methylpropoxy)propane Chemical compound CC(C)COCC(C)C SZNYYWIUQFZLLT-UHFFFAOYSA-N 0.000 description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Natural products OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 241000220317 Rosa Species 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 229960005070 ascorbic acid Drugs 0.000 description 2
- 235000010323 ascorbic acid Nutrition 0.000 description 2
- 239000011668 ascorbic acid Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- TYQCGQRIZGCHNB-JLAZNSOCSA-N l-ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(O)=C(O)C1=O TYQCGQRIZGCHNB-JLAZNSOCSA-N 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 230000001172 regenerating effect Effects 0.000 description 2
- 235000015067 sauces Nutrition 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 230000007704 transition Effects 0.000 description 2
- UPVJEODAZWTJKZ-UHFFFAOYSA-N 1,2-dichloro-1,2-difluoroethene Chemical group FC(Cl)=C(F)Cl UPVJEODAZWTJKZ-UHFFFAOYSA-N 0.000 description 1
- LWDGFGTYBDRKHU-UHFFFAOYSA-N 1,2-dichloro-1-fluoroethene Chemical group FC(Cl)=CCl LWDGFGTYBDRKHU-UHFFFAOYSA-N 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- 230000006978 adaptation Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 238000011001 backwashing Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 150000001767 cationic compounds Chemical class 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 229940093915 gynecological organic acid Drugs 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229910001411 inorganic cation Inorganic materials 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000002386 leaching Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000003415 peat Substances 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000000750 progressive effect Effects 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
- A24B15/24—Treatment of tobacco products or tobacco substitutes by extraction; Tobacco extracts
- A24B15/241—Extraction of specific substances
- A24B15/243—Nicotine
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
- A24B15/24—Treatment of tobacco products or tobacco substitutes by extraction; Tobacco extracts
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
- A24B15/24—Treatment of tobacco products or tobacco substitutes by extraction; Tobacco extracts
- A24B15/26—Use of organic solvents for extraction
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Extraction Or Liquid Replacement (AREA)
- Manufacture Of Tobacco Products (AREA)
- Compounds Of Unknown Constitution (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEE28880A DE1298078B (de) | 1965-03-11 | 1965-03-11 | Verfahren zur selektiven Extraktion basischer bzw. saurer Pflanzen-inhaltsstoffe, insbesondere zum Entnikotinisieren von Tabak |
| US533023A US3390685A (en) | 1965-03-11 | 1966-03-09 | Process for extracting substances from plant particles |
| CH334266A CH464763A (de) | 1965-03-11 | 1966-03-09 | Verfahren und Vorrichtung zur selektiven Abtrennung von basischen und bzw. oder sauren Stoffen aus Pflanzenfeststoffen |
| GB10486/66A GB1080639A (en) | 1965-03-11 | 1966-03-10 | Improvements in or relating to the selective extraction of basic and/or acidic substances from plant solids |
| AT226566A AT273386B (de) | 1965-03-11 | 1966-03-10 | Verfahren zur selektiven Extraktion basischer bzw. saurer Pflanzeninhaltsstoffe |
| JP41014746A JPS5025040B1 (enExample) | 1965-03-11 | 1966-03-11 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEE28880A DE1298078B (de) | 1965-03-11 | 1965-03-11 | Verfahren zur selektiven Extraktion basischer bzw. saurer Pflanzen-inhaltsstoffe, insbesondere zum Entnikotinisieren von Tabak |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1298078B true DE1298078B (de) | 1969-06-26 |
Family
ID=7073597
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEE28880A Pending DE1298078B (de) | 1965-03-11 | 1965-03-11 | Verfahren zur selektiven Extraktion basischer bzw. saurer Pflanzen-inhaltsstoffe, insbesondere zum Entnikotinisieren von Tabak |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US3390685A (enExample) |
| JP (1) | JPS5025040B1 (enExample) |
| AT (1) | AT273386B (enExample) |
| CH (1) | CH464763A (enExample) |
| DE (1) | DE1298078B (enExample) |
| GB (1) | GB1080639A (enExample) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3561451A (en) * | 1967-05-17 | 1971-02-09 | American Mach & Foundry | Process of manufacturing reconstituted tobacco of light color |
| US3612066A (en) * | 1970-02-05 | 1971-10-12 | Reynolds Tobacco Co R | Denicotinizing process |
| US3717155A (en) * | 1970-05-18 | 1973-02-20 | Amf Corp | Reconstituted tobacco product |
| GB1362613A (en) * | 1972-03-16 | 1974-08-07 | Ici Ltd | Smoking mixtures |
| GB1489761A (en) * | 1974-03-08 | 1977-10-26 | Amf Inc | Process of treating tobacco |
| US4131118A (en) * | 1976-11-12 | 1978-12-26 | Philip Morris Incorporated | Method for removal of potassium nitrate from tobacco extracts |
| US4267847A (en) * | 1978-05-12 | 1981-05-19 | British-American Tobacco Company Limited | Tobacco additives |
| US4215706A (en) * | 1978-10-13 | 1980-08-05 | Loew's Theatres, Inc. | Nicotine transfer process |
| IN158943B (enExample) * | 1981-12-07 | 1987-02-21 | Mueller Adam | |
| US5018540A (en) * | 1986-12-29 | 1991-05-28 | Philip Morris Incorporated | Process for removal of basic materials |
| US5497792A (en) * | 1987-11-19 | 1996-03-12 | Philip Morris Incorporated | Process and apparatus for the semicontinuous extraction of nicotine from tobacco |
| US5005593A (en) * | 1988-01-27 | 1991-04-09 | R. J. Reynolds Tobacco Company | Process for providing tobacco extracts |
| US4967771A (en) * | 1988-12-07 | 1990-11-06 | R. J. Reynolds Tobacco Company | Process for extracting tobacco |
| US5025812A (en) * | 1989-08-10 | 1991-06-25 | R. J. Reynolds Tobacco Company | Tobacco processing |
| US5131414A (en) * | 1990-02-23 | 1992-07-21 | R. J. Reynolds Tobacco Company | Tobacco processing |
| US5065775A (en) * | 1990-02-23 | 1991-11-19 | R. J. Reynolds Tobacco Company | Tobacco processing |
| US5234008A (en) * | 1990-02-23 | 1993-08-10 | R. J. Reynolds Tobacco Company | Tobacco processing |
| US5148819A (en) * | 1991-08-15 | 1992-09-22 | R. J. Reynolds Tobacco Company | Process for extracting tobacco |
| US20020016469A1 (en) * | 2000-07-27 | 2002-02-07 | Lyn Hughes | Anhydrous purification of nicotine using an ion exchange resin |
| JP2005515060A (ja) * | 2002-01-18 | 2005-05-26 | アドバンスト フィトニクス リミテッド | 非水溶媒を用いた不純物を含む材料の精製 |
| GB2385289A (en) * | 2002-01-18 | 2003-08-20 | Advanced Phytonics Ltd | Purifying a material using a non-aqueous solvent and an ion exchange resin or adsorbent. |
| ATE533365T1 (de) | 2002-07-18 | 2011-12-15 | Phasex Corp | Herabsetzung von tabakbestandteilen |
| US20180103680A1 (en) * | 2016-10-18 | 2018-04-19 | Altria Client Services Llc | Methods and systems for improving stability of the pre-vapor formulation of an e-vaping device |
| CN111671137A (zh) * | 2020-05-14 | 2020-09-18 | 湖北中烟工业有限责任公司 | 玫瑰花提取物香料、制备方法及加热不燃烧卷烟 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2293954A (en) * | 1938-06-21 | 1942-08-25 | Permutit Co | Recovery of nicotine |
| US2805667A (en) * | 1953-09-17 | 1957-09-10 | Martin Brinkmann K G | Process for treating tobacco |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US802487A (en) * | 1903-12-28 | 1905-10-24 | Karl Wimmer | Treatment of tobacco for the removal of nicotin. |
| US1949012A (en) * | 1931-03-27 | 1934-02-27 | Generaldirektion Der Osterreic | Method of preparing tobacco free from nicotine |
| US3046997A (en) * | 1960-09-27 | 1962-07-31 | Philip Morris Inc | Selective alkaloid extraction |
-
1965
- 1965-03-11 DE DEE28880A patent/DE1298078B/de active Pending
-
1966
- 1966-03-09 CH CH334266A patent/CH464763A/de unknown
- 1966-03-09 US US533023A patent/US3390685A/en not_active Expired - Lifetime
- 1966-03-10 AT AT226566A patent/AT273386B/de active
- 1966-03-10 GB GB10486/66A patent/GB1080639A/en not_active Expired
- 1966-03-11 JP JP41014746A patent/JPS5025040B1/ja active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2293954A (en) * | 1938-06-21 | 1942-08-25 | Permutit Co | Recovery of nicotine |
| US2805667A (en) * | 1953-09-17 | 1957-09-10 | Martin Brinkmann K G | Process for treating tobacco |
Also Published As
| Publication number | Publication date |
|---|---|
| CH464763A (de) | 1968-10-31 |
| JPS5025040B1 (enExample) | 1975-08-20 |
| AT273386B (de) | 1969-08-11 |
| GB1080639A (en) | 1967-08-23 |
| US3390685A (en) | 1968-07-02 |
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