The present application is a National Phase entry of PCT Application No. PCT/EP2018/062116, filed May 9, 2018, which claims priority from GB Patent Application No. 1707758.7, filed May 15, 2017, which is hereby fully incorporated herein by reference.
The present invention relates to a ground tobacco composition which is particularly useful in the preparation of a tobacco extract, and methods of making the ground tobacco composition. The invention also provides a tobacco extract formed from the ground tobacco composition, cartridges containing the tobacco extract for use in a smoking article, and smoking articles comprising the tobacco extract.
Tobacco material is heated in smoking articles for the purpose of releasing substances contained in the material and delivering these as an aerosol.
Smoking articles such as cigarettes, cigars and the like burn tobacco during use to create tobacco smoke. Attempts have been made to provide alternatives to these articles that burn tobacco by creating products that release compounds without burning. Examples of such products are heating devices which release compounds by heating, but not burning, material. The material may be, for example, tobacco or other non-tobacco products, which may or may not contain nicotine.
Electronic cigarettes or “e-cigarettes” are another product that has been formulated as an alternative to combustible products. These devices contain a volatilizable solution which generates an inhalable aerosol on heating. These solutions may contain components of tobacco. It is therefore useful to be able to selectively extract tobacco components.
According to a first aspect of the present invention, there is provided a ground tobacco composition, wherein at least 90% by weight of the tobacco in the composition has a particle size in the range of about 200 μm to about 5 mm.
When extracting components from tobacco, the particle size of the tobacco determines the distance that the tobacco components must diffuse within the tobacco leaf matrix in order to be extracted. Reduction of diffusional resistance by breaking tobacco leaf into small particles increases the rate of leaching of tobacco constituents out of the tobacco. Furthermore, this increases the tobacco surface area thereby increasing contact between the tobacco and extraction solvent.
The inventors have also found that through using a finely ground tobacco, the distribution of tobacco components through the ground tobacco is more consistent and any resulting extract composition has improved consistency, as compared to tobacco extracts obtained from ground tobacco with a larger particle sizes.
On the other hand, extraction solvents flow through a bed of ground tobacco during the extraction process. The separation between particles is greater for larger particles, allowing improved solvent flow and consequently more efficient extraction. Moreover, a narrow particle size distribution improves solvent flow; a wider range of particle sizes can result in a tobacco bed in which small tobacco particles fill spaces between larger particles thereby blocking solvent flow.
Further, very fine particles are more likely to be carried in a solvent flow during extraction, contaminating the tobacco extract and/or soiling the extraction equipment.
Balancing these various considerations, the inventors have optimized the particle size and particle size distribution for ground tobacco which is to be subjected to one or more extraction processes.
In some cases, at least 90% by weight of the tobacco in the composition has a particle size in the range of about 355 μm to about 3.5 mm.
The inventors have found that the concentration of benzo[a]pyrene and the concentration of metals is higher in tobacco particles having a size of less than 355 μm than in particles having a size of 355 μm or more. As a result of removing tobacco particles having a size of less than 355 μm, the extract obtained by extraction from this ground tobacco composition, depending on the extraction solvent, typically contains less metal and/or benzo[a]pyrene than tobacco extracts obtained from previously known ground tobacco compositions.
In some cases, at least 95% by weight of the tobacco in the composition has a particle size in the specified range, suitably at least 97% by weight.
According to a second aspect of the invention, there is provided a method of preparing a ground tobacco composition as described herein, the method comprising;
(a) grinding tobacco; (b) removing tobacco particles that are larger than the particle size range using a first sieve; and (c) removing tobacco particles that are smaller than the particle size range using a second sieve.
According to a third aspect of the invention, there is provided a tobacco extract obtainable by extracting tobacco components from the ground tobacco composition described herein.
A fourth aspect of the invention provides a method of preparing a tobacco extract, the method comprising contacting a solvent with the ground tobacco composition described herein. In some cases, the method of preparing a tobacco extract comprises (a) grinding tobacco; (b) removing tobacco particles that are larger than the particle size range using a first sieve; (c) removing tobacco particles that are smaller than the particle size range using a second sieve; and (d) contacting the ground tobacco with an extraction solvent.
A fifth aspect of the invention provide a cartridge configured for use in a smoking article, the cartridge containing a tobacco extract according to the third aspect of the invention. A further aspect of the invention provides a smoking article containing a tobacco extract according to the third aspect of the invention or a cartridge according to the fifth aspect of the invention.
Further features and advantages of the invention will become apparent from the following description of preferred embodiments of the invention, given by way of example only.
The invention provides a ground tobacco composition, wherein at least 90% by weight of the tobacco in the composition has a particle size in the range of about 200 μm 5 to about 5 mm. In some cases, at least 90% by weight of the tobacco in the composition as a particle size that exceeds about 250 μm, 300 μm, 330 μm or 355 μm. In some cases, at least 90% by weight of the tobacco in the composition has a particle size that is less than about 4.5 mm, 4 mm or 3.5 mm. For instance, in some cases at least 90% by weight of the tobacco in the composition has a particle size in the range of about 300 μm to about 4 mm, suitably from about 355 μm to about 3.5 mm.
As used herein, reference to a lower particle size limit means that the tobacco particles will not pass through a sieve with a mesh size of that lower limit. For instance, restriction of the particle size to be greater than 200 μm means that the particles are retained on a sieve with a 200 μm mesh. Similarly, restriction of the particle size to be greater than 355 μm means that the particles are retained on a sieve with a 355 μm mesh.
As used herein, reference to an upper particle size limit means that the tobacco particles will pass through a sieve with a mesh size of that upper limit. For instance, restriction of the particle size to be less than 5 mm means that the particles are not retained on a sieve with a 5 mm mesh (i.e. they pass through a 5 mm mesh sieve). Similarly, restriction of the particle size to be less than 3.5 mm means that the particles are not retained on a sieve with a 3.5 mm mesh (i.e. they pass through a 3.5 mm mesh sieve).
In some cases at least 95% by weight of the tobacco in the composition has a particle size in the specified range, and suitably at least 97%, 98%, 99% or 99.5% by weight of the tobacco in the composition has a particle size in the specified range. In some cases, substantially all of the tobacco in the composition has a particle size in the specified range. In some cases, 100% by weight of the tobacco in the composition has a particle size in the specified range.
The ground tobacco composition is particularly suitable for use in the preparation of a tobacco extract. Any suitable extraction solvent may be used. In some cases, the extraction solvent may be an aerosol generating agent, so that the tobacco components are dissolved and retained in the aerosol generating agent. A tobacco extract formed using an aerosol generating agent as a solvent can be incorporated directly into an electronic cigarette or the like (or a cartridge configured for use with an electronic cigarette). In other cases, the extraction solvent may be, for example, a supercritical fluid, such as supercritical carbon dioxide. Where the extraction solvent is not an aerosol generating agent, the method of preparing a tobacco extract according to the invention may include a solvent switch in which the dissolved tobacco components are transferred from the extraction solvent to an aerosol generating agent. As used herein, an “aerosol generating agent” is an agent that promotes the generation of an aerosol on heating. An aerosol generating agent may promote the generation of an aerosol by promoting an initial vaporization and/or the condensation of a gas to an inhalable solid and/or liquid aerosol.
In general, suitable aerosol generating agents include, but are not limited to: a polyol such as sorbitol, glycerol, and glycols like propylene glycol or triethylene glycol; a non-polyol such as monohydric alcohols, high boiling point hydrocarbons, acids such as lactic acid, glycerol derivatives, esters such as diacetin, triacetin, triethylene glycol diacetate, triethyl citrate or myristates including ethyl myristate and isopropyl myristate and aliphatic carboxylic acid esters such as methyl stearate, dimethyl dodecanedioate and dimethyl tetradecanedioate. In some cases, the aerosol generating agent comprises one or more of glycerol, propylene glycol, triacetin and isopropyl myristate, suitably glycerol and/or propylene glycol.
The tobacco moisture content should be in the range of 0-30% by weight, ideally 12-16% by weight. Tobacco was fed into a ball mill type grinder, Urschel Comitrol 3600 with a 3 mm round cutting head.
The particles were then sieved to select particles of the desired size. The ground tobacco was then separated using two sieves; a first, upper sieve with a 3.5 mm mesh size and a second, lower sieve with a 0.355 mm mesh size.
Comparison of the starting tobacco material (pre-grinding) with the tobacco particles of sample for extraction shows there is no loss of nicotine or water during the processing steps. Further, the metal content of the starting tobacco material and the tobacco particles of Sample A is the comparable; there is not metal leaching from the processing apparatus into the tobacco.
Moreover, samples taken from different parts of a tobacco leaf were determined to have significant variations in the relative concentrations of various tobacco components. The ground tobacco of the sample for extraction was found to have reduced variation in the concentration of these components as compared to the tobacco leaf.
Chemical and Physical Analysis
Various tests were completed using Virginia tobacco and, separately, Burley Tobacco. The tests were completed following grinding and the various size bands were selected using appropriate sieves. The data are shown below.
a) Chemical Composition.
It can be seen from Tables 1 and 2 below that the concentration of benzo[a]pyrene and toxic heavy metals is highest in tobacco extracts obtained using tobacco particles that are smaller than 355 μm.
It can be seen from Table 3 below that the nicotine and moisture content was approximately equal for tobacco extracts obtained from all particle sizes.
Tobacco extracts were formed by contacting tobacco particles with a 50:50 (w/w) mixture of glycerol and propylene glycol at 100° C. for 15 minutes. (The weight ratio of tobacco to solvent was 1:9). The nicotine concentration in the extracts was approximately the same for all particle size ranges used. The tobacco particle size does not affect the extract nicotine concentration.
b) Size Distribution
The particle size distribution following grinding was measured. The various size bands were selected using appropriate sieves.
It can be seen that 2.7wt % of the Virginia tobacco and 3.2wt % of the Burley tobacco had a particle size of less than 355 μm.
The various embodiments described herein are presented only to assist in understanding and teaching the claimed features. These embodiments are provided as a representative sample of embodiments only, and are not exhaustive and/or exclusive. It is to be understood that advantages, embodiments, examples, functions, features, structures, and/or other aspects described herein are not to be considered limitations on the scope of the invention as defined by the claims or limitations on equivalents to the claims, and that other embodiments may be utilized and modifications may be made without departing from the scope of the claimed invention. Various embodiments of the invention may suitably comprise, consist of, or consist essentially of, appropriate combinations of the disclosed elements, components, features, parts, steps, means, etc., other than those specifically described herein. In addition, this disclosure may include other inventions not presently claimed, but which may be claimed in future.
Number | Date | Country | Kind |
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1707758 | May 2017 | GB | national |
Filing Document | Filing Date | Country | Kind |
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PCT/EP2018/062116 | 5/9/2018 | WO |
Publishing Document | Publishing Date | Country | Kind |
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WO2018/210675 | 11/22/2018 | WO | A |
Number | Name | Date | Kind |
---|---|---|---|
RE12994 | Gloystein | Jul 1909 | E |
3880172 | Anderson et al. | Apr 1975 | A |
4153063 | Roselius et al. | May 1979 | A |
4506682 | Mueller | Mar 1985 | A |
4561452 | Gaehrs | Dec 1985 | A |
4727889 | Niven et al. | Mar 1988 | A |
4756318 | Clearman et al. | Jul 1988 | A |
5018540 | Grubbs et al. | May 1991 | A |
5025812 | Fagg et al. | Jun 1991 | A |
5073267 | Adda et al. | Dec 1991 | A |
5119835 | Heemann et al. | Jun 1992 | A |
5318050 | Gonzalez-Parra et al. | Jun 1994 | A |
5435325 | Clapp et al. | Jul 1995 | A |
5497792 | Prasad et al. | Mar 1996 | A |
5617881 | Kossmehl et al. | Apr 1997 | A |
7726320 | Robinson et al. | Jun 2010 | B2 |
8479747 | OConnell | Jul 2013 | B2 |
8887737 | Howell et al. | Nov 2014 | B2 |
9554595 | Buchberger | Jan 2017 | B2 |
10123560 | Rasouli | Nov 2018 | B2 |
10375996 | Aoun et al. | Aug 2019 | B2 |
10426199 | Turner et al. | Oct 2019 | B2 |
11511056 | Hepworth et al. | Nov 2022 | B2 |
11612702 | Bowen et al. | Mar 2023 | B2 |
20040025891 | McAdam et al. | Feb 2004 | A1 |
20060196517 | Gedevanishvili | Sep 2006 | A1 |
20070023058 | Howell et al. | Feb 2007 | A1 |
20070137663 | Taylor et al. | Jun 2007 | A1 |
20070193595 | Haruki et al. | Aug 2007 | A1 |
20080257367 | Paterno et al. | Oct 2008 | A1 |
20090032036 | Uematsu et al. | Feb 2009 | A1 |
20110159160 | Jonsson et al. | Jun 2011 | A1 |
20110259353 | Coleman et al. | Oct 2011 | A1 |
20120006341 | Schmekel et al. | Jan 2012 | A1 |
20120125354 | Byrd et al. | May 2012 | A1 |
20120145170 | OConnell | Jun 2012 | A1 |
20120152265 | Dube et al. | Jun 2012 | A1 |
20120167901 | Onno | Jul 2012 | A1 |
20120199145 | Byrd et al. | Aug 2012 | A1 |
20120318287 | Andersen | Dec 2012 | A1 |
20130008457 | Zheng et al. | Jan 2013 | A1 |
20130160777 | Murphy | Jun 2013 | A1 |
20130239981 | Liu et al. | Sep 2013 | A1 |
20130255702 | Griffith et al. | Oct 2013 | A1 |
20140096780 | Gerardi | Apr 2014 | A1 |
20140190500 | Duan et al. | Jul 2014 | A1 |
20140238396 | Buchberger | Aug 2014 | A1 |
20140261483 | Hopps | Sep 2014 | A1 |
20150027453 | Tessmann | Jan 2015 | A1 |
20150150305 | Shenkal | Jun 2015 | A1 |
20150374035 | Sanchez et al. | Dec 2015 | A1 |
20160081395 | Thorens et al. | Mar 2016 | A1 |
20160100626 | Ishida | Apr 2016 | A1 |
20160106144 | Muehlbauer | Apr 2016 | A1 |
20160205992 | Bell et al. | Jul 2016 | A1 |
20190320718 | Yilmaz et al. | Oct 2019 | A1 |
20210106051 | Han et al. | Apr 2021 | A1 |
Number | Date | Country |
---|---|---|
1440699 | Sep 2003 | CN |
1440699 | Sep 2003 | CN |
1459256 | Dec 2003 | CN |
1459256 | Dec 2003 | CN |
1899142 | Jan 2007 | CN |
1899142 | Jan 2007 | CN |
101247739 | Aug 2008 | CN |
101247739 | Aug 2008 | CN |
101338248 | Jan 2009 | CN |
101338248 | Jan 2009 | CN |
101830941 | Sep 2010 | CN |
101830941 | Sep 2010 | CN |
102106602 | Jun 2011 | CN |
102106602 | Jun 2011 | CN |
102199490 | Sep 2011 | CN |
102199490 | Sep 2011 | CN |
102326859 | Jan 2012 | CN |
102326859 | Jan 2012 | CN |
102488318 | Jun 2012 | CN |
102488318 | Jun 2012 | CN |
102640985 | Aug 2012 | CN |
102640985 | Aug 2012 | CN |
102894469 | Jan 2013 | CN |
102894469 | Jan 2013 | CN |
102994228 | Mar 2013 | CN |
102994228 | Mar 2013 | CN |
103060094 | Apr 2013 | CN |
103060094 | Apr 2013 | CN |
103230094 | Aug 2013 | CN |
103230094 | Aug 2013 | CN |
103235066 | Aug 2013 | CN |
103242960 | Aug 2013 | CN |
103242960 | Aug 2013 | CN |
103462206 | Dec 2013 | CN |
103462206 | Dec 2013 | CN |
103468403 | Dec 2013 | CN |
103468403 | Dec 2013 | CN |
103484245 | Jan 2014 | CN |
103484245 | Jan 2014 | CN |
103720030 | Apr 2014 | CN |
103720030 | Apr 2014 | CN |
103783651 | May 2014 | CN |
103783651 | May 2014 | CN |
103783660 | May 2014 | CN |
103783660 | May 2014 | CN |
103235066 | Jun 2014 | CN |
103881817 | Jun 2014 | CN |
103881817 | Jun 2014 | CN |
104489912 | Apr 2015 | CN |
104489912 | Apr 2015 | CN |
105641970 | Jun 2016 | CN |
554139 | Jul 1932 | DE |
554139 | Jul 1932 | DE |
0280817 | Sep 1988 | EP |
0280817 | Sep 1988 | EP |
0323699 | Jul 1989 | EP |
0323699 | Jul 1989 | EP |
0338831 | Oct 1989 | EP |
0338831 | Oct 1989 | EP |
0434333 | Jun 1991 | EP |
0434333 | Jun 1991 | EP |
0443761 | Aug 1991 | EP |
0443761 | Aug 1991 | EP |
0822247 | Feb 1998 | EP |
0822247 | Feb 1998 | EP |
0845220 | Jun 1998 | EP |
0941140 | Nov 2002 | EP |
0941140 | Nov 2002 | EP |
0845220 | Sep 2003 | EP |
1355708 | Oct 2003 | EP |
1355708 | Oct 2003 | EP |
1267650 | Dec 2005 | EP |
1267650 | Dec 2005 | EP |
1815899 | Aug 2007 | EP |
1815899 | Aug 2007 | EP |
1915064 | Apr 2008 | EP |
1915064 | Apr 2008 | EP |
1980163 | Oct 2008 | EP |
1980163 | Oct 2008 | EP |
2303425 | Apr 2011 | EP |
2303425 | Apr 2011 | EP |
2544560 | Jan 2013 | EP |
2544560 | Jan 2013 | EP |
2560509 | Feb 2013 | EP |
2560509 | Feb 2013 | EP |
2008534 | Jul 2013 | EP |
2008534 | Jul 2013 | EP |
2640204 | Sep 2013 | EP |
2640204 | Sep 2013 | EP |
2523568 | Dec 2013 | EP |
2523568 | Dec 2013 | EP |
2727477 | May 2014 | EP |
2727477 | May 2014 | EP |
1951074 | Jul 2014 | EP |
1951074 | Jul 2014 | EP |
2769631 | Aug 2014 | EP |
2769631 | Aug 2014 | EP |
1915064 | Apr 2017 | EP |
1357645 | Jun 1974 | GB |
2173985 | Oct 1986 | GB |
2173985 | Oct 1986 | GB |
2515883 | Jan 2015 | GB |
2515883 | Jan 2015 | GB |
S519838 | Jan 1976 | JP |
S519838 | Jan 1976 | JP |
S62176504 | Aug 1987 | JP |
S62176504 | Aug 1987 | JP |
S63229102 | Sep 1988 | JP |
S63229102 | Sep 1988 | JP |
H0249572 | Feb 1990 | JP |
H0249572 | Feb 1990 | JP |
H03127975 | May 1991 | JP |
H03127975 | May 1991 | JP |
H069986 | Jan 1994 | JP |
H069986 | Jan 1994 | JP |
H0698746 | Apr 1994 | JP |
H0698746 | Apr 1994 | JP |
H07227502 | Aug 1995 | JP |
H07227502 | Aug 1995 | JP |
H0819389 | Jan 1996 | JP |
H0819389 | Jan 1996 | JP |
H0823952 | Jan 1996 | JP |
H0823952 | Jan 1996 | JP |
H0910502 | Jan 1997 | JP |
H0910502 | Jan 1997 | JP |
3014704 | Feb 2000 | JP |
3014704 | Feb 2000 | JP |
3223058 | Oct 2001 | JP |
3223058 | Oct 2001 | JP |
2001276603 | Oct 2001 | JP |
2001276603 | Oct 2001 | JP |
3325028 | Sep 2002 | JP |
3325028 | Sep 2002 | JP |
2005532821 | Nov 2005 | JP |
2005532821 | Nov 2005 | JP |
2007136404 | Jun 2007 | JP |
2007136404 | Jun 2007 | JP |
2008055255 | Mar 2008 | JP |
2008055255 | Mar 2008 | JP |
2009502160 | Jan 2009 | JP |
2009502160 | Jan 2009 | JP |
2014530633 | Nov 2014 | JP |
2014530633 | Nov 2014 | JP |
2017511703 | Apr 2017 | JP |
2017511703 | Apr 2017 | JP |
20170040787 | Apr 2017 | KR |
20170040787 | Apr 2017 | KR |
20170046938 | May 2017 | KR |
20170046938 | May 2017 | KR |
2250717 | Apr 2005 | RU |
2250717 | Apr 2005 | RU |
2250718 | Apr 2005 | RU |
2250718 | Apr 2005 | RU |
2250724 | Apr 2005 | RU |
2250724 | Apr 2005 | RU |
2250734 | Apr 2005 | RU |
2250734 | Apr 2005 | RU |
2250739 | Apr 2005 | RU |
2250739 | Apr 2005 | RU |
9808584 | Mar 1998 | WO |
WO-9808584 | Mar 1998 | WO |
0165954 | Sep 2001 | WO |
WO-0165954 | Sep 2001 | WO |
0226343 | Apr 2002 | WO |
WO-0226343 | Apr 2002 | WO |
2004008888 | Jan 2004 | WO |
WO-2004008888 | Jan 2004 | WO |
2007052159 | May 2007 | WO |
2007053096 | May 2007 | WO |
2007053097 | May 2007 | WO |
2007053098 | May 2007 | WO |
WO-2007052159 | May 2007 | WO |
WO-2007053096 | May 2007 | WO |
WO-2007053097 | May 2007 | WO |
WO-2007053098 | May 2007 | WO |
2008026446 | Mar 2008 | WO |
WO-2008026446 | Mar 2008 | WO |
2009019514 | Feb 2009 | WO |
WO-2009019514 | Feb 2009 | WO |
2009156763 | Dec 2009 | WO |
WO-2009156763 | Dec 2009 | WO |
2011088171 | Jul 2011 | WO |
WO-2011088171 | Jul 2011 | WO |
2011110843 | Sep 2011 | WO |
2011133633 | Oct 2011 | WO |
WO-2011133633 | Oct 2011 | WO |
2012068375 | May 2012 | WO |
2012174677 | Dec 2012 | WO |
WO-2012174677 | Dec 2012 | WO |
2013060827 | May 2013 | WO |
WO-2013060827 | May 2013 | WO |
2013142483 | Sep 2013 | WO |
WO-2013142483 | Sep 2013 | WO |
2013187402 | Dec 2013 | WO |
WO 2013187402 | Dec 2013 | WO |
2014058837 | Apr 2014 | WO |
WO-2014058837 | Apr 2014 | WO |
2014094337 | Jun 2014 | WO |
WO-2014094337 | Jun 2014 | WO |
2015107552 | Jul 2015 | WO |
WO-2015107552 | Jul 2015 | WO |
2015177177 | Nov 2015 | WO |
WO-2015177177 | Nov 2015 | WO |
2016005709 | Jan 2016 | WO |
WO-2016005709 | Jan 2016 | WO |
2016024083 | Feb 2016 | WO |
WO-2016024083 | Feb 2016 | WO |
2016062777 | Apr 2016 | WO |
WO-2016062777 | Apr 2016 | WO |
2016135331 | Sep 2016 | WO |
2016184977 | Nov 2016 | WO |
WO-2016184977 | Nov 2016 | WO |
2018210675 | Nov 2018 | WO |
2018210676 | Nov 2018 | WO |
2018210677 | Nov 2018 | WO |
2018210678 | Nov 2018 | WO |
2018210679 | Nov 2018 | WO |
2018210680 | Nov 2018 | WO |
2018210681 | Nov 2018 | WO |
Entry |
---|
Boiling Points and Structures of Hydrocarbons, Virtual Chembook , Elmhurst College, 2003, [online], retrieved from the Internet, [retrieved Apr. 27, 2022], <URL: chemistry.elmhurst.edu/vchembook/501hcboilingpts.html>. (Year: 2003). |
International Search Report and Written Opinion for Application No. PCT/EP2018/062121, dated Jul. 30, 2018, 14 pages. |
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/5/1545/2005/acp-5-1545-2005.pdf, [retrieved on Nov. 26, 2014], vol. 5 (6), Jun. 1, 2005, pp. 1545-1555. |
Office Action for Japanese Application No. 2019-562889, dated Dec. 8, 2020, 6 pages. |
Office Action dated Feb. 2, 2021 for Japanese Application No. 2019-562273, 12 pages. |
International Search Report and Written Opinion, Application No. PCT/EP2018/062116, dated Aug. 20, 2018, 22 pages. |
“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-burnhybrid/ [retrieved on Jul. 19, 2018]”, pp. 1-15. |
“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-electronic-cigarettes-come-from, [retrieved on Jul. 19, 2018], 2 pages. |
“Application and File History for U.S. Appl. No. 16/614,111, filed Nov. 15, 2019, Inventor Marina Sintyureva.” |
“Application and File History for U.S. Appl. No. 16/614,119, filed Nov. 15, 2019, Inventor Helena Digard.” |
“Application and File History for U.S. Appl. No. 16/614,267, filed Nov. 15, 2019, Inventor Helena Digard et al.” |
“Application and File History for U.S. Appl. No. 16/614,269, filed Nov. 15, 2019, Inventor Helena Digard et al.” |
“Application and File History for U.S. Appl. No. 16/614,270, filed Nov. 15, 2019, Inventor Geoff Foss-Smith et al.” |
“Application and File History for U.S. Appl. No. 16/614,274, filed Nov. 15, 2019, Inventor Marina Sintyureva.” |
“Application and File History for U.S. Appl. No. 16/614,276, filed Nov. 15, 2019, Inventor Marina Sintyureva et al.” |
“Boiling Points and Structures of Hydrocarbons”, 2003, [online], Virtual Chembook, Elmhurst College, Retrieved from, http://chemistry.elmhurst.edu/vchembook/501 hcboilingpts.html, on Apr. 27, 2022, 1 page. |
“Definition of Through”, Merriam-Webster Dictionary, https://www.merriam-webster.com/dictionary/through, 2022, 9 pages. |
“International Preliminary Report on Patentability for Application No. PCT/EP2018/062116, dated Nov. 28, 2019”, 8 pages. |
“International Preliminary Report on Patentability for Application No. PCT/EP2018/062117, dated Nov. 28, 2019”, 8 pages. |
“International Preliminary Report on Patentability for Application No. PCT/EP2018/062119, dated Nov. 28, 2019”, 8 pages. |
“International Preliminary Report on Patentability for Application No. PCT/EP2018/062120, dated Nov. 28, 2019”, 9 pages. |
“International Preliminary Report on Patentability for Application No. PCT/EP2018/062121, dated Nov. 28, 2019”, 8 pages. |
“International Preliminary Report on Patentability for Application No. PCT/EP2018/062122, dated Nov. 28, 2019”, 9 pages. |
“International Preliminary Report on Patentability for Application No. PCT/EP2018/062123, dated Nov. 28, 2019”, 10 pages. |
“International Search Report and Written Opinion for Application No. PCT/EP2018/062116, dated Aug. 20, 2018”, 22 pages. |
“International Search Report and Written Opinion for Application No. PCT/EP2018/062117, dated Jul. 31, 2018”, 14 pages. |
“International Search Report and Written Opinion for Application No. PCT/EP2018/062119, dated Jul. 30, 2018”, 10 pages. |
“International Search Report and Written Opinion for Application No. PCT/EP2018/062120, dated Jul. 30, 2018”, 15 pages. |
“International Search Report and Written Opinion for Application No. PCT/EP2018/062122, dated Jul. 31, 2018”, 15 pages. |
“International Search Report and Written Opinion for Application No. PCT/EP2018/062123, dated Nov. 28, 2018”, 19 pages. |
“International Search Report and Written Opinion received for PCT Patent Application No. PCT/EP2018/062121, dated Jul. 30, 2018”, 11 pages. |
“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.neU5/1545/2005/acp-5-1545-2005.pdf, [retrieved on Nov. 26, 2014], vol. 5 (6), Jun. 1, 2005, pp. 1545-1555. |
“Munters., “Sieve Trays,” 2022, Retrieved from the Internet: https://www.munters.com/en/munters/products/mass-transfer/sieve-trays/”, 4 pages. |
“Notice of Reasons for Refusal for Japanese Application No. 2019-562269, dated Mar. 2, 2021”, 12 pages. |
“Office Action for Canadian Application No. 3,062,987, dated Oct. 7, 2022”, 4 pages. |
“Office Action for Japanese Application No. 2019-562270, dated Dec. 8, 2020”, 6 pages. |
“Office Action for Japanese Application No. 2019-562289, dated Dec. 8, 2020”, 6 pages. |
“Office Action for Japanese Application No. 2019-562304, dated Dec. 1, 2020”, 6 pages. |
“Office Action for Japanese Application No. 2019-562384, dated Dec. 1, 2020”, 5 pages. |
“Office Action for Korean Application No. 10-2019-7033531, dated Aug. 24, 2021”, 12 pages. |
“Office Action for Korean Application No. 10-2019-7033532 dated Feb. 7, 2021”, 9 pages. |
“Office Action for Korean Application No. 10-2019-7033534, dated Aug. 24, 2021”, 13 pages. |
“Office Action for Korean Application No. 10-2019-7033535, dated Aug. 24, 2021”, 12 pages. |
“Office Action for Korean Application No. 10-2019-7033533, dated Aug. 24, 2021”, 12 pages. |
“Office Action dated Feb. 2, 2021 for Japanese Application No. 2019-562273”, 24 pages. |
“Office Action dated Apr. 24, 2020 for Russian Application No. 2019136484”, 18 pages. |
“Office Action dated Dec. 8, 2020 for Japanese Application No. 2019-562289”, 6 pages. |
“Search Report for Japanese Application No. 2019-562269, dated Feb. 17, 2021”, 20 pages. |
“Tray Column & Tray Types”, Plant operations: Trays Types, 2016, Retrieved from the Internet: http://www.separationprocesses.com/Operations/POT_Chp02a.htm, 2 pages. |
“Search Report received for Chinese Patent Application No. 201880032692.4, dated Jun. 25, 2021”, 1 page (English Translation Only). |
Number | Date | Country | |
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20200146334 A1 | May 2020 | US |