WO2022122649A1 - Improved method of producing a liquid tobacco extract - Google Patents
Improved method of producing a liquid tobacco extract Download PDFInfo
- Publication number
- WO2022122649A1 WO2022122649A1 PCT/EP2021/084388 EP2021084388W WO2022122649A1 WO 2022122649 A1 WO2022122649 A1 WO 2022122649A1 EP 2021084388 W EP2021084388 W EP 2021084388W WO 2022122649 A1 WO2022122649 A1 WO 2022122649A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- percent
- tobacco
- weight
- extraction
- liquid
- Prior art date
Links
- 235000002637 Nicotiana tabacum Nutrition 0.000 title claims abstract description 470
- 241000208125 Nicotiana Species 0.000 title claims abstract description 468
- 239000000284 extract Substances 0.000 title claims abstract description 217
- 239000007788 liquid Substances 0.000 title claims abstract description 199
- 238000000034 method Methods 0.000 title claims abstract description 93
- 238000000605 extraction Methods 0.000 claims abstract description 229
- 239000000463 material Substances 0.000 claims abstract description 166
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 111
- 150000001875 compounds Chemical class 0.000 claims abstract description 106
- 238000010438 heat treatment Methods 0.000 claims abstract description 81
- 238000005507 spraying Methods 0.000 claims abstract description 25
- SNICXCGAKADSCV-JTQLQIEISA-N (-)-Nicotine Chemical compound CN1CCC[C@H]1C1=CC=CN=C1 SNICXCGAKADSCV-JTQLQIEISA-N 0.000 claims description 198
- SNICXCGAKADSCV-UHFFFAOYSA-N nicotine Natural products CN1CCCC1C1=CC=CN=C1 SNICXCGAKADSCV-UHFFFAOYSA-N 0.000 claims description 194
- 229960002715 nicotine Drugs 0.000 claims description 194
- 239000011261 inert gas Substances 0.000 claims description 18
- 238000001035 drying Methods 0.000 claims description 8
- 239000007789 gas Substances 0.000 claims description 7
- 239000003513 alkali Substances 0.000 claims description 6
- 239000000203 mixture Substances 0.000 description 157
- 239000002904 solvent Substances 0.000 description 74
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 51
- 239000000796 flavoring agent Substances 0.000 description 40
- 239000000443 aerosol Substances 0.000 description 35
- 235000019634 flavors Nutrition 0.000 description 35
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 25
- 239000003125 aqueous solvent Substances 0.000 description 25
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 24
- 235000013772 propylene glycol Nutrition 0.000 description 17
- URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 description 16
- 150000007524 organic acids Chemical class 0.000 description 14
- 239000007858 starting material Substances 0.000 description 14
- 239000007921 spray Substances 0.000 description 13
- 235000011187 glycerol Nutrition 0.000 description 12
- INAXVXBDKKUCGI-UHFFFAOYSA-N 4-hydroxy-2,5-dimethylfuran-3-one Chemical compound CC1OC(C)=C(O)C1=O INAXVXBDKKUCGI-UHFFFAOYSA-N 0.000 description 10
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 9
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 9
- 229940035437 1,3-propanediol Drugs 0.000 description 9
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 9
- 239000000047 product Substances 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- 239000001087 glyceryl triacetate Substances 0.000 description 8
- 235000013773 glyceryl triacetate Nutrition 0.000 description 8
- 241000894007 species Species 0.000 description 8
- 229960002622 triacetin Drugs 0.000 description 8
- 238000002485 combustion reaction Methods 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 239000012670 alkaline solution Substances 0.000 description 6
- 229960005150 glycerol Drugs 0.000 description 6
- 239000012669 liquid formulation Substances 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 239000012071 phase Substances 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 5
- 238000009833 condensation Methods 0.000 description 5
- 230000005494 condensation Effects 0.000 description 5
- 239000008263 liquid aerosol Substances 0.000 description 5
- 238000002803 maceration Methods 0.000 description 5
- 238000012545 processing Methods 0.000 description 5
- 229960004063 propylene glycol Drugs 0.000 description 5
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 239000002002 slurry Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 244000061176 Nicotiana tabacum Species 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- 230000008020 evaporation Effects 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 239000012530 fluid Substances 0.000 description 3
- 238000005470 impregnation Methods 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 239000007791 liquid phase Substances 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 230000000717 retained effect Effects 0.000 description 3
- 238000012546 transfer Methods 0.000 description 3
- 239000000341 volatile oil Substances 0.000 description 3
- 229930007850 β-damascenone Natural products 0.000 description 3
- PSINWXIDJYEXLO-UHFFFAOYSA-N 2,3-Diethyl-5-methylpyrazine Chemical compound CCC1=NC=C(C)N=C1CC PSINWXIDJYEXLO-UHFFFAOYSA-N 0.000 description 2
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- ZDJFDFNNEAPGOP-UHFFFAOYSA-N dimethyl tetradecanedioate Chemical compound COC(=O)CCCCCCCCCCCCC(=O)OC ZDJFDFNNEAPGOP-UHFFFAOYSA-N 0.000 description 2
- 239000003571 electronic cigarette Substances 0.000 description 2
- 150000002240 furans Chemical class 0.000 description 2
- GWYFCOCPABKNJV-UHFFFAOYSA-N isovaleric acid Chemical compound CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 description 2
- 239000003595 mist Substances 0.000 description 2
- 235000005985 organic acids Nutrition 0.000 description 2
- 230000036961 partial effect Effects 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 230000002829 reductive effect Effects 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000001179 sorption measurement Methods 0.000 description 2
- UNYNVICDCJHOPO-UHFFFAOYSA-N sotolone Chemical compound CC1OC(=O)C(O)=C1C UNYNVICDCJHOPO-UHFFFAOYSA-N 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- 239000003039 volatile agent Substances 0.000 description 2
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 description 1
- WLAMNBDJUVNPJU-BYPYZUCNSA-N 2-Methylbutanoic acid Natural products CC[C@H](C)C(O)=O WLAMNBDJUVNPJU-BYPYZUCNSA-N 0.000 description 1
- WLAMNBDJUVNPJU-UHFFFAOYSA-N 2-methylbutyric acid Chemical compound CCC(C)C(O)=O WLAMNBDJUVNPJU-UHFFFAOYSA-N 0.000 description 1
- GWYFCOCPABKNJV-UHFFFAOYSA-M 3-Methylbutanoic acid Natural products CC(C)CC([O-])=O GWYFCOCPABKNJV-UHFFFAOYSA-M 0.000 description 1
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 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 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000002015 acyclic group Chemical group 0.000 description 1
- 239000003463 adsorbent Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229930013930 alkaloid Natural products 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000000845 anti-microbial effect Effects 0.000 description 1
- 239000012223 aqueous fraction Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 238000000889 atomisation Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 235000019504 cigarettes Nutrition 0.000 description 1
- 238000007803 cold maceration Methods 0.000 description 1
- 238000012733 comparative method Methods 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 239000006184 cosolvent Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- IZMOTZDBVPMOFE-UHFFFAOYSA-N dimethyl dodecanedioate Chemical compound COC(=O)CCCCCCCCCCC(=O)OC IZMOTZDBVPMOFE-UHFFFAOYSA-N 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 238000007701 flash-distillation Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000004108 freeze drying Methods 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 238000000265 homogenisation Methods 0.000 description 1
- 230000003116 impacting effect Effects 0.000 description 1
- 238000004811 liquid chromatography Methods 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 229940041616 menthol Drugs 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 230000003278 mimic effect Effects 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- NIDGCIPAMWNKOA-UHFFFAOYSA-N neophytadiene Chemical compound CC(C)CCCC(C)CCCC(C)CCCC(=C)C=C NIDGCIPAMWNKOA-UHFFFAOYSA-N 0.000 description 1
- OCDRLZFZBHZTKQ-NMUBGGKPSA-N onetine Chemical compound C[C@@H](O)[C@@]1(O)C[C@@H](C)[C@@](C)(O)C(=O)OC\C2=C\CN(C)CC[C@@H](OC1=O)C2=O OCDRLZFZBHZTKQ-NMUBGGKPSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000005192 partition Methods 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- 230000002685 pulmonary effect Effects 0.000 description 1
- 150000003216 pyrazines Chemical class 0.000 description 1
- 238000000197 pyrolysis Methods 0.000 description 1
- 239000013557 residual solvent Substances 0.000 description 1
- 238000001223 reverse osmosis Methods 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 230000001953 sensory effect Effects 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000002195 soluble material Substances 0.000 description 1
- -1 sotolone by 68% Chemical class 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 238000000194 supercritical-fluid extraction Methods 0.000 description 1
- 230000000153 supplemental effect Effects 0.000 description 1
- 230000002459 sustained effect Effects 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- ILJSQTXMGCGYMG-UHFFFAOYSA-N triacetic acid Chemical compound CC(=O)CC(=O)CC(O)=O ILJSQTXMGCGYMG-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 238000005199 ultracentrifugation Methods 0.000 description 1
- 238000005292 vacuum distillation 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
- A24B15/10—Chemical features of tobacco products or tobacco substitutes
- A24B15/16—Chemical features of tobacco products or tobacco substitutes of tobacco substitutes
- A24B15/167—Chemical features of tobacco products or tobacco substitutes of tobacco substitutes in liquid or vaporisable form, e.g. liquid compositions for electronic cigarettes
-
- 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
- A24B15/22—Treatment of tobacco products or tobacco substitutes by application of electric or wave energy or particle radiation
-
- 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
- A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
-
- 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
- A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
- A24B15/287—Treatment of tobacco products or tobacco substitutes by chemical substances by inorganic substances only
Definitions
- a volatile apolar solvent examples include cyclic or acyclic short alkanes, as well as chlorinated solvents like dichloromethane.
- the excess solvent may be evaporated by controlled heating under vacuum. Typically, this is done in the presence of ethanol, which has a higher boiling point than the extraction solvent, such that even traces of the extraction solvent can be detected.
- the term “atomised water” refers to water that has been reduced into a plurality of small liquid droplets.
- the atomised water is therefore in an aerosolised form, with the plurality of water droplets suspended in air or another gas.
- spraying refers to the step of discharging a flow or stream of the atomised water into the extraction chamber, at or above atmospheric pressure.
- the heating step may be carried out under vacuum. This removes any oxygen present within the extraction chamber, which may advantageously prevent reaction of the tobacco material or volatile compounds generated upon heating of the tobacco material with oxygen. The removal of oxygen will also prevent any combustion of the tobacco material, as described above.
- natural tobacco is used herein with reference to the present invention to describe any part of any plant member of the genus Nicotiana, including, but not limited to, leaves, midribs, stems and stalks.
- the natural tobacco may comprise flue-cured tobacco material, Burley tobacco material, Oriental tobacco material, Maryland tobacco material, dark tobacco material, dark-fired tobacco material, Rustica tobacco material, as well as material from other rare or specialty tobaccos, or blends thereof.
- the tobacco material may be whole (for example, whole tobacco leaves), shredded, cut or ground.
- impregnation of the tobacco material with a non-aqueous extraction solvent that is also an aerosol former, such as propylene glycol, vegetal glycerin, 1 ,3-propanediol, triacetin, or mixtures thereof has been found to advantageously increase the amount of flavour compounds that are extracted from the tobacco material.
- the non-aqueous solvent content may be at least about 5 percent by weight or at least about 10 percent by weight or at least about 15 percent by weight or at least about 20 percent by weight or at least about 25 percent by weight or at least about 30 percent by weight or at least about 35 percent by weight or at least about 40 percent by weight.
- the step of collecting the volatile compounds uses an absorption technique in which the volatile compounds are trapped in a non-aqueous extraction liquid solvent.
- a non-aqueous extraction liquid solvent is preferably an aerosol former such as triacetin, glycerin, 1 ,3-propanediol, propylene glycol or combinations thereof.
- aerosol former such as triacetin, glycerin, 1 ,3-propanediol, propylene glycol or combinations thereof.
- the use of an aerosol former as the liquid solvent is potentially beneficial because the aerosol former can be retained as a diluting agent in the final liquid tobacco extract. This means that an additional step of removing the non-aqueous extraction solvent is not necessarily required.
- the liquid tobacco extract may comprise from about 30 percent by weight of the non-aqueous extraction solvent based on the weight of the liquid tobacco extract to about 65 percent by weight of the non-aqueous extraction solvent based on the weight of the liquid tobacco extract.
- the liquid tobacco extract may comprise from about 30 percent by weight of the non-aqueous extraction solvent based on the weight of the liquid tobacco extract to about 60 percent by weight of the non-aqueous extraction solvent based on the weight of the liquid tobacco extract.
- the liquid tobacco extract may comprise from about 30 percent by weight of the non-aqueous extraction solvent based on the weight of the liquid tobacco extract to about 55 percent by weight of the non-aqueous extraction solvent based on the weight of the liquid tobacco extract.
- the liquid tobacco extract may comprise from about 35 percent by weight of the non-aqueous extraction solvent based on the weight of the liquid tobacco extract to about 65 percent by weight of the non-aqueous extraction solvent based on the weight of the liquid tobacco extract.
- the liquid tobacco extract may comprise from about 35 percent by weight of the non-aqueous extraction solvent based on the weight of the liquid tobacco extract to about 60 percent by weight of the non-aqueous extraction solvent based on the weight of the liquid tobacco extract.
- the liquid tobacco extract may comprise from about 35 percent by weight of the non-aqueous extraction solvent based on the weight of the liquid tobacco extract to about 55 percent by weight of the non-aqueous extraction solvent based on the weight of the liquid tobacco extract.
- the non-aqueous extraction solvent is preferably triacetin, glycerin, propylene glycol, 1 ,3-propanediol or a mixture thereof.
- the nicotine composition may comprise a total content of 1 ,3-propanediol of from about 10 percent to about 95 percent by weight.
- the nicotine composition may comprise a total content of 1 ,3-propanediol of from about 20 percent to about 95 percent by weight, such as from about 50 percent to about 95 percent by weight, or from about 65 percent to about 95 percent by weight, or from about 80 percent to about 90 percent by weight.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Toxicology (AREA)
- Inorganic Chemistry (AREA)
- Manufacture Of Tobacco Products (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP21820270.3A EP4258906A1 (en) | 2020-12-09 | 2021-12-06 | Improved method of producing a liquid tobacco extract |
| CN202180080936.8A CN116546891A (zh) | 2020-12-09 | 2021-12-06 | 产生液体烟草提取物的改进方法 |
| KR1020237022727A KR20230118139A (ko) | 2020-12-09 | 2021-12-06 | 액체 담배 추출물을 제조하는 개선 방법 |
| US18/255,380 US20240008523A1 (en) | 2020-12-09 | 2021-12-06 | Improved method of producing a liquid tobacco extract |
| JP2023533892A JP2023553597A (ja) | 2020-12-09 | 2021-12-06 | 改善された液体タバコ抽出物の生産方法 |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP20212847.6 | 2020-12-09 | ||
| EP20212847 | 2020-12-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2022122649A1 true WO2022122649A1 (en) | 2022-06-16 |
Family
ID=73789990
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/EP2021/084388 WO2022122649A1 (en) | 2020-12-09 | 2021-12-06 | Improved method of producing a liquid tobacco extract |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US20240008523A1 (zh) |
| EP (1) | EP4258906A1 (zh) |
| JP (1) | JP2023553597A (zh) |
| KR (1) | KR20230118139A (zh) |
| CN (1) | CN116546891A (zh) |
| WO (1) | WO2022122649A1 (zh) |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB413942A (en) * | 1932-12-03 | 1934-07-26 | Dietrich Brumund | Process for producing tobacco free from nicotine |
| US20120192880A1 (en) | 2011-01-28 | 2012-08-02 | R. J. Reynolds Tobacco Company | Tobacco-derived casing composition |
| US20130160777A1 (en) | 2010-03-09 | 2013-06-27 | British American Tobacco (Investments) Limited | Methods for Extracting and Isolating Constituents of Cellulosic Material |
| EP3111784A1 (en) * | 2014-02-26 | 2017-01-04 | Japan Tobacco, Inc. | Smoking flavor component extraction method and luxury food item constituent- component manufacturing method |
| US20180360101A1 (en) * | 2015-11-27 | 2018-12-20 | Philip Morris Products S.A. | Process and apparatus to obtain tobacco flavor extracts |
-
2021
- 2021-12-06 JP JP2023533892A patent/JP2023553597A/ja active Pending
- 2021-12-06 WO PCT/EP2021/084388 patent/WO2022122649A1/en active Application Filing
- 2021-12-06 KR KR1020237022727A patent/KR20230118139A/ko unknown
- 2021-12-06 US US18/255,380 patent/US20240008523A1/en active Pending
- 2021-12-06 CN CN202180080936.8A patent/CN116546891A/zh active Pending
- 2021-12-06 EP EP21820270.3A patent/EP4258906A1/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB413942A (en) * | 1932-12-03 | 1934-07-26 | Dietrich Brumund | Process for producing tobacco free from nicotine |
| US20130160777A1 (en) | 2010-03-09 | 2013-06-27 | British American Tobacco (Investments) Limited | Methods for Extracting and Isolating Constituents of Cellulosic Material |
| US20120192880A1 (en) | 2011-01-28 | 2012-08-02 | R. J. Reynolds Tobacco Company | Tobacco-derived casing composition |
| EP3111784A1 (en) * | 2014-02-26 | 2017-01-04 | Japan Tobacco, Inc. | Smoking flavor component extraction method and luxury food item constituent- component manufacturing method |
| US20180360101A1 (en) * | 2015-11-27 | 2018-12-20 | Philip Morris Products S.A. | Process and apparatus to obtain tobacco flavor extracts |
Also Published As
| Publication number | Publication date |
|---|---|
| EP4258906A1 (en) | 2023-10-18 |
| KR20230118139A (ko) | 2023-08-10 |
| CN116546891A (zh) | 2023-08-04 |
| JP2023553597A (ja) | 2023-12-25 |
| US20240008523A1 (en) | 2024-01-11 |
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