IP Library Granted Patent US 12,329,189
Granted Patent B2
US 12,329,189 · App. 16/614,269 · Granted Jun 17, 2025

Method of making a tobacco extract

Inventors: Helena Digard (London, GB); Geoff Foss-Smith (London, GB); Francis Cheung (London, GB)
Assignee: NICOVENTURES TRADING LIMITED
A24B15/167A24B15/24A24F40/10A24F40/42B01D11/0203B01D11/0288B01D11/0292
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 12,329,189
App. No.
16/614,269
Granted
Jun 17, 2025
Kind
B2
Abstract

Embodiments described herein include a method of making a tobacco extract involving two sets of supercritical conditions for extraction and subcritical conditions for separation. Also described herein are a tobacco extract obtainable by such methods, a smoking article containing such a tobacco extract, a cartridge for a smoking article containing such an extract and use of such a tobacco extract to generate an inhalable aerosol.

Claims (19)

1. A method of making a tobacco extract, the method comprising:

(a) contacting tobacco with an extraction solvent at a first temperature and first pressure which are selected such that the extraction solvent is supercritical, such that tobacco flavor and/or aroma components are extracted from the tobacco into the solvent;

(b) separating the residual tobacco solids from the supercritical extraction solvent containing tobacco components;

(c) exposing the extraction solvent containing the tobacco flavor and/or aroma components to conditions in a vessel at which the extraction solvent is subcritical, thereby releasing the tobacco components from the extraction solvent,

(d) contacting the residual tobacco solids with the extraction solvent at a second temperature and second pressure which are selected such that the extraction solvent is supercritical, such that nicotine is extracted from the tobacco into the extraction solvent; and wherein the second temperature and/or second pressure is higher than the respective first temperature or first pressure;

(e) separating the residual tobacco solids from the supercritical extraction solvent containing the nicotine;

(f) exposing the extraction solvent containing the nicotine to conditions in the vessel at which the extraction solvent is subcritical, thereby releasing the nicotine from the extraction solvent, wherein at (f), the vessel contains a first entrapment solvent which dissolves the nicotine released from the extraction solvent, and wherein the entrapment solvent comprises an aerosol generating agent, the aerosol generating agent promoting the generation of an inhalable aerosol on heating.

2. The method according to claim 1 , wherein a second entrapment solvent is present in the vessel at (c).

3. The method according to claim 2 , wherein the second entrapment solvent used at (c) is retained and used at (f) as the first entrapment solvent.

4. The method according to claim 1 , wherein the extraction solvent comprises carbon dioxide.

5. The method according to claim 4 wherein at (a), the temperature is in the range of about 308-473K and the pressure is in the range of about 8-85 MPa.

6. The method according to claim 1 , wherein the entrapment solvent comprises a polyol.

7. The method according to claim 1 , further comprising:

(g) mixing the liquid fraction resulting from (c) with the liquid fraction resulting from (f).

8. The method according to claim 1 , further comprising providing the entrapment solvent containing dissolved tobacco components in a cartridge, wherein the cartridge is configured for use in a smoking article.

9. The method according to claim 1 , wherein the method comprises an initial step of adding water to the tobacco.

10. The method according to claim 9 , wherein the amount of water added to the tobacco is from about 2% to 20% based on the dry weight of the tobacco.

11. The method according to claim 9 , wherein the tobacco has a particle size range of from 355 μm to 3.5 mm.

12. The method according to claim 11 , wherein the tobacco is ground Virginia tobacco leaf.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 24, 2021
From: BRITISH AMERICAN TOBACCO (INVESTMENTS) LIMITED
To: NICOVENTURES TRADING LIMITED
Reel/Frame 055405/0253 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 3, 2020
From: DIGARD, HELENA; FOSS-SMITH, GEOFF; CHEUNG, FRANCIS
To: BRITISH AMERICAN TOBACCO (INVESTMENTS) LIMITED
Reel/Frame 051998/0657 →
Priority Claims (1)
GB 1707767 · May 15, 2017 · national
Continuity (1)
Related Publication 20210153543A1 · May 27, 2021
References Cited (221)
US RE12994E · Gloystein · 1909 [cited by examiner]
US 3880172A · Anderson · 1975 [cited by examiner]
US 4144895A · Fiore · 1979 [cited by examiner]
US 4153063A · Roselius · 1979 [cited by applicant]
US 4506682A · Muller · 1985 [cited by applicant]
US 4561452A · Gahrs · 1985 [cited by applicant]
US 4727889A · Niven · 1988 [cited by applicant]
US 4756318A · Clearman et al. · 1988 [cited by applicant]
US 5018540A · Grubbs et al. · 1991 [cited by applicant]
US 5025812A · Fagg et al. · 1991 [cited by applicant]
US 5073267A · Adda · 1991 [cited by applicant]
US 5119835A · Heemann et al. · 1992 [cited by applicant]
US 5301694A · Raymond · 1994 [cited by examiner]
US 5318050A · Gonzalez-Parra et al. · 1994 [cited by applicant]
US 5435325A · Clapp et al. · 1995 [cited by applicant]
US 5497792A · Prasad et al. · 1996 [cited by applicant]
US 5617881A · Kossmehl et al. · 1997 [cited by applicant]
US 7726320B2 · Robinson · 2010 [cited by examiner]
US 8479747B2 · O'Connell · 2013 [cited by applicant]
US 8887737B2 · Howell et al. · 2014 [cited by applicant]
US 8955523B2 · Coleman, III · 2015 [cited by examiner]
US 9022040B2 · Murphy · 2015 [cited by applicant]
US 9402415B2 · Coleman, III et al. · 2016 [cited by applicant]
US 9527011B2 · Jonsson et al. · 2016 [cited by applicant]
US 9554595B2 · Buchberger · 2017 [cited by applicant]
US 10123560B2 · Rasouli et al. · 2018 [cited by applicant]
US 10375996B2 · Aoun et al. · 2019 [cited by applicant]
US 10426199B2 · Turner et al. · 2019 [cited by applicant]
US 11511056B2 · Hepworth et al. · 2022 [cited by applicant]
US 11612702B2 · Bowen et al. · 2023 [cited by applicant]
US 20020114853A1 · Krasutsky · 2002 [cited by applicant]
US 20040025891A1 · McAdam et al. · 2004 [cited by applicant]
US 20060196517A1 · Gedevanishvili et al. · 2006 [cited by applicant]
US 20070023058A1 · Howell et al. · 2007 [cited by applicant]
US 20070137663A1 · Taylor et al. · 2007 [cited by applicant]
US 20070193595A1 · Haruki et al. · 2007 [cited by applicant]
US 20080257367A1 · Paterno et al. · 2008 [cited by applicant]
US 20090032036A1 · Uematsu et al. · 2009 [cited by applicant]
US 20110159160A1 · Jonsson et al. · 2011 [cited by applicant]
US 20110259353A1 · Coleman, III et al. · 2011 [cited by applicant]
US 20120006341A1 · Schmekel et al. · 2012 [cited by applicant]
US 20120125354A1 · Byrd et al. · 2012 [cited by applicant]
US 20120145170A1 · O'Connell · 2012 [cited by applicant]
US 20120152265A1 · Dube et al. · 2012 [cited by applicant]
US 20120167901A1 · Onno · 2012 [cited by applicant]
US 20120199145A1 · Byrd et al. · 2012 [cited by applicant]
US 20120318287A1 · Andersen · 2012 [cited by applicant]
US 20130008457A1 · Zheng et al. · 2013 [cited by applicant]
US 20130160777A1 · Murphy · 2013 [cited by applicant]
US 20130239981A1 · Sun et al. · 2013 [cited by applicant]
US 20130255702A1 · Griffith, Jr. et al. · 2013 [cited by applicant]
US 20140096780A1 · Gerardi · 2014 [cited by applicant]
US 20140190500A1 · Duan et al. · 2014 [cited by applicant]
US 20140238396A1 · Buchberger · 2014 [cited by applicant]
US 20140261483A1 · Hopps · 2014 [cited by applicant]
US 20150027453A1 · Tessmann · 2015 [cited by applicant]
US 20150150305A1 · Shenkal · 2015 [cited by applicant]
US 20150374035A1 · Sanchez et al. · 2015 [cited by applicant]
US 20160081395A1 · Thorens et al. · 2016 [cited by applicant]
US 20160100626A1 · Ishida · 2016 [cited by applicant]
US 20160106144A1 · Muehlbauer et al. · 2016 [cited by applicant]
US 20160205992A1 · Bell et al. · 2016 [cited by applicant]
US 20190320718A1 · Yilmaz et al. · 2019 [cited by applicant]
US 20200068946A1 · Foss-Smith et al. · 2020 [cited by applicant]
US 20200146334A1 · Digard et al. · 2020 [cited by applicant]
US 20210106051A1 · Han et al. · 2021 [cited by applicant]
US 20210153542A1 · Sintyureva · 2021 [cited by applicant]
US 20210153544A1 · Sintyureva · 2021 [cited by applicant]
US 20210153546A1 · Digard · 2021 [cited by applicant]
US 20210169128A1 · Sintyureva et al. · 2021 [cited by applicant]
CN 1440699A · 2003 [cited by applicant]
CN 1459256A · 2003 [cited by applicant]
CN 1899142A · 2007 [cited by applicant]
CN 101247739A · 2008 [cited by applicant]
CN 101338248A · 2009 [cited by applicant]
CN 101830941A · 2010 [cited by applicant]
CN 102106602A · 2011 [cited by applicant]
CN 102199490A · 2011 [cited by applicant]
CN 102326859A · 2012 [cited by applicant]
CN 102488318A · 2012 [cited by applicant]
CN 102640985A · 2012 [cited by applicant]
CN 102894469A · 2013 [cited by applicant]
CN 102994228A · 2013 [cited by applicant]
CN 103060094A · 2013 [cited by applicant]
CN 103230094A · 2013 [cited by applicant]
CN 103235066A · 2013 [cited by applicant]
CN 103242960A · 2013 [cited by applicant]
CN 103462206A · 2013 [cited by applicant]
CN 103468403A · 2013 [cited by applicant]
CN 103484245A · 2014 [cited by applicant]
CN 103720030A · 2014 [cited by applicant]
CN 103783651A · 2014 [cited by applicant]
CN 103783660A · 2014 [cited by applicant]
CN 103881817A · 2014 [cited by applicant]
CN 104489912A · 2015 [cited by applicant]
DE 554139C · 1932 [cited by applicant]
EP 0280817A2 · 1988 [cited by applicant]
EP 0323699 · 1989 [cited by applicant]
EP 0338831A2 · 1989 [cited by applicant]
EP 0434333A2 · 1991 [cited by applicant]
EP 0443761A1 · 1991 [cited by applicant]
EP 0822247A2 · 1998 [cited by applicant]
EP 0941140B1 · 2002 [cited by applicant]
EP 0845220B1 · 2003 [cited by applicant]
EP 1355708A2 · 2003 [cited by applicant]
EP 1267650B1 · 2005 [cited by applicant]
EP 1815899A1 · 2007 [cited by applicant]
EP 1915064A1 · 2008 [cited by applicant]
EP 1980163A1 · 2008 [cited by applicant]
EP 2303425A1 · 2011 [cited by applicant]
EP 2544560A1 · 2013 [cited by applicant]
EP 2560509A1 · 2013 [cited by applicant]
EP 2008534B1 · 2013 [cited by applicant]
EP 2640204A1 · 2013 [cited by applicant]
EP 2523568B1 · 2013 [cited by applicant]
EP 2727477A2 · 2014 [cited by applicant]
EP 1951074B1 · 2014 [cited by applicant]
EP 2769631A1 · 2014 [cited by applicant]
EP 1915064B1 · 2017 [cited by applicant]
GB 1357645A · 1974 [cited by applicant]
GB 2173985A · 1986 [cited by applicant]
GB 2515883A · 2015 [cited by applicant]
JP S519838A · 1976 [cited by applicant]
JP S62176504A · 1987 [cited by applicant]
JP S63229102A · 1988 [cited by applicant]
JP H0249572A · 1990 [cited by applicant]
JP H03127975A · 1991 [cited by applicant]
JP H069986A · 1994 [cited by applicant]
JP H0698746A · 1994 [cited by applicant]
JP H07227502A · 1995 [cited by applicant]
JP H0819389A · 1996 [cited by applicant]
JP H0823952A · 1996 [cited by applicant]
JP H0910502A · 1997 [cited by applicant]
JP 3014704B2 · 2000 [cited by applicant]
JP 3223058B2 · 2001 [cited by applicant]
JP 2001276603A · 2001 [cited by applicant]
JP 3325028B2 · 2002 [cited by applicant]
JP 2005532821A · 2005 [cited by applicant]
JP 2007136404A · 2007 [cited by applicant]
JP 2008055255A · 2008 [cited by applicant]
JP 2009502160A · 2009 [cited by applicant]
JP 2014530633A · 2014 [cited by applicant]
JP 2017511703A · 2017 [cited by applicant]
KR 20170040787A · 2017 [cited by applicant]
KR 20170046938A · 2017 [cited by applicant]
RU 2250717C2 · 2005 [cited by applicant]
RU 2250718C2 · 2005 [cited by applicant]
RU 2250724C2 · 2005 [cited by applicant]
RU 2250734C2 · 2005 [cited by applicant]
RU 2250739C2 · 2005 [cited by applicant]
WO WO9808584A1 · 1998 [cited by applicant]
WO WO0165954A1 · 2001 [cited by applicant]
WO WO0226343A2 · 2002 [cited by applicant]
WO WO2004008888A1 · 2004 [cited by applicant]
WO WO2007052159A2 · 2007 [cited by applicant]
WO WO2007053096A1 · 2007 [cited by applicant]
WO WO2007053097A1 · 2007 [cited by applicant]
WO WO2007053098A1 · 2007 [cited by applicant]
WO WO2008026446A1 · 2008 [cited by applicant]
WO WO2009019514A2 · 2009 [cited by applicant]
WO WO2009156763A1 · 2009 [cited by applicant]
WO WO2011088171A2 · 2011 [cited by applicant]
WO WO2011110843A1 · 2011 [cited by applicant]
WO WO2011133633A1 · 2011 [cited by applicant]
WO WO2012068375A1 · 2012 [cited by applicant]
WO WO2012174677A1 · 2012 [cited by applicant]
WO WO2013060827A1 · 2013 [cited by applicant]
WO WO2013142483A1 · 2013 [cited by applicant]
WO WO2013187402A1 · 2013 [cited by applicant]
WO WO2014058837A1 · 2014 [cited by applicant]
WO WO2014094337A1 · 2014 [cited by applicant]
WO WO2015107552 · 2015 [cited by applicant]
WO WO2015177177A1 · 2015 [cited by applicant]
WO WO2016005709A1 · 2016 [cited by applicant]
WO WO2016024083A1 · 2016 [cited by applicant]
WO WO2016062777A1 · 2016 [cited by applicant]
WO WO2016135331A1 · 2016 [cited by applicant]
WO WO2016184977A1 · 2016 [cited by applicant]
WO 2018210675A1 · 2018 [cited by applicant]
WO 2018210676A1 · 2018 [cited by applicant]
WO 2018210677A1 · 2018 [cited by applicant]
WO 2018210678A1 · 2018 [cited by applicant]
WO 2018210679A1 · 2018 [cited by applicant]
WO 2018210680A1 · 2018 [cited by applicant]
WO 2018210681A2 · 2018 [cited by applicant]
International Search Report and Written Opinion, Application No. PCT/EP2018/062122, mailed Jul. 31, 2018, 15 pages. [cited by applicant]
Anonymous: “iFUSE—The Heat not Burn Hybrid—Heat Not Burn,” Jan. 4, 2017 (Jan. 4, 2017), XP055493889. Retrieved from the Internet: URL: https://heatnotburn.co.uk/ifuse-heat-not-burn-hybrid/ [retrieved on Jul. 19, 2018], … [cited by applicant]
Anonymous: “Where Does the Nicotine Used in Electronic Cigarettes Come From?,” Quora—Aug. 23, 2015 (Aug. 23, 2015), XP055494026, Retrieved from the Internet: URL: https://www.quora.com/Where-does-the-nicotine-used-in-el… [cited by applicant]
International Preliminary Report on Patentability for Application No. PCT/EP2018/062119, mailed on Nov. 28, 2019, 8 pages. [cited by applicant]
International Preliminary Report on Patentability for Application No. PCT/EP2018/062120, mailed on Nov. 28, 2019, 9 pages. [cited by applicant]
International Preliminary Report on Patentability for Application No. PCT/EP2018/062122, mailed on Nov. 28, 2019, 9 pages. [cited by applicant]
International Preliminary Report on Patentability for Application No. PCT/EP2018/062116, mailed on Nov. 28, 2019, 8 pages. [cited by applicant]
International Preliminary Report on Patentability for Application No. PCT/EP2018/062121, mailed on Nov. 28, 2019, 8 pages. [cited by applicant]
International Preliminary Report on Patentability for Application No. PCT/EP2018/062123, mailed on Nov. 28, 2019, 10 pages. [cited by applicant]
International Preliminary Report on Patentability for Application No. PCT/EP2018/062117, mailed on Nov. 28, 2019, 8 pages. [cited by applicant]
International Search Report and Written Opinion for Application No. PCT/EP2018/062116, mailed on Aug. 20, 2018, 22 pages. [cited by applicant]
International Search Report and Written Opinion for Application No. PCT/EP2018/062117, mailed on Jul. 31, 2018, 14 pages. [cited by applicant]
International Search Report and Written Opinion for Application No. PCT/EP2018/062119, mailed on Jul. 30, 2018, 10 pages. [cited by applicant]
International Search Report and Written Opinion for Application No. PCT/EP2018/062120, mailed on Jul. 30, 2018, 15 pages. [cited by applicant]
International Search Report and Written Opinion for Application No. PCT/EP2018/062121, mailed on Jul. 30, 2018, 14 pages. [cited by applicant]
International Search Report and Written Opinion for Application No. PCT/EP2018/062123, mailed on Nov. 28, 2018, 19 pages. [cited by applicant]
Marcolli C., et al., “Water Activity in Polyol/Water Systems: New UNIFAC Parameterization,” Atmospheric Chemistry and Physics, Copernicus GMBH, Germany, Retrieved from the Internet: URL: http://www.atmos-chemphys.net/5/… [cited by applicant]
Notice of Reasons for Refusal for Japanese Application No. 2019-562269, mailed on Mar. 2, 2021, 12 pages. [cited by applicant]
Office Action for Japanese Application No. 2019-562270, mailed on Dec. 8, 2020, 6 pages. [cited by applicant]
Office Action For Japanese Application No. 2019-562304, mailed on Dec. 1, 2020, 6 pages. [cited by applicant]
Office Action for Japanese Application No. 2019-562384, mailed on Dec. 1, 2020, 5 pages. [cited by applicant]
Office Action For Korean Application No. 10-2019-7033531, mailed on Aug. 24, 2021, 12 pages. [cited by applicant]
Office Action for Korean Application No. 10-2019-7033532 mailed on Feb. 7, 2021, 9 pages. [cited by applicant]
Office Action For Korean Application No. 10-2019-7033534, mailed on Aug. 24, 2021, 13 pages. [cited by applicant]
Office Action For Korean Application No. 10-2019-7033535, mailed on Aug. 24, 2021, 12 pages. [cited by applicant]
Office Action For Korean Application No. 10-2019-7033533, mailed on Aug. 24, 2021, 12 pages. [cited by applicant]
Office Action mailed Apr. 24, 2020 for Russian Application No. 2019136484, 18 pages. [cited by applicant]
Search Report for Japanese Application No. 2019-562269, mailed Feb. 17, 2021, 20 pages. [cited by applicant]
“Boiling Points and Structures of Hydrocarbons”, 2003, [online], Virtual Chembook, Elmhurst College, Retrieved from, http://chemistry.elmhurst.edu/vchembook/501hcboilingpts.html, on Apr. 27, 2022, 1 page. [cited by applicant]
Merriam-Webster, “Definition of Through,” Retrieved from https://www.merriam-webster.com/dictionary/through, 2022, 9 pages. [cited by applicant]
Munters., “Sieve Trays,” 2022, Retrieved from the Internet: https://www.munters.com/en/munters/products/mass-transfer/sieve-trays/, 4 pages. [cited by applicant]
Office Action for Canadian Application No. 3,062,987, mailed on Oct. 7, 2022, 4 pages. [cited by applicant]
Office Action for Japanese Application No. 2019-562289, mailed on Dec. 8, 2020, 6 pages. [cited by applicant]
Office Action mailed Feb. 2, 2021 for Japanese Application No. 2019-562273, 24 pages. [cited by applicant]
“Tray Column &Tray Types,” Plant operations: Trays Types, 2016, Retrieved from the Internet: http://www.separationprocesses.com/Operations/POT_Chp02a.htm, 2 pages. [cited by applicant]
Office Action received for Japanese Patent Application No. 2019-562289, mailed on Dec. 8, 2020, 6 pages (3 pages of English Translation and 3 pages of Official Copy). [cited by applicant]