Electronic cigarette compositions, devices, and related methods
11684080 · 2023-06-27
Assignee
Inventors
- Ashok S. Narasimhan (London, GB)
- Raymond McCague (London, GB)
- Nicholas Hyde (London, GB)
- William Jackson (London, GB)
Cpc classification
A24B15/167
HUMAN NECESSITIES
A24F40/42
HUMAN NECESSITIES
A24B15/281
HUMAN NECESSITIES
International classification
A24B15/167
HUMAN NECESSITIES
Abstract
Disclosed herein is an inhalable composition, suitable for use in an electronic cigarette device, comprising at least 1 g/L of nicotine and carbon dioxide dissolved or dispersed in a solvent.
Claims
1. An inhalable composition, suitable for use in an electronic cigarette device, comprising at least 1 g of nicotine per liter of composition and at least 1 g of carbon dioxide per liter of composition, wherein the nicotine and the carbon dioxide are dissolved or dispersed in a solvent, wherein the molar ratio of carbon dioxide to nicotine is at least 0.025:1, wherein the solvent comprises at most 5% by volume water in relation to the total volume of solvent, and wherein the solvent comprises glycerol.
2. The composition of claim 1, comprising 1-60 g/L of nicotine.
3. The composition of claim 1, comprising at least 3 g/L of nicotine.
4. The composition of claim 1, wherein the solvent further comprises propylene glycol, and the proportion of glycerol to propylene glycol present in the solvent is in the range of 95:5 to 5:95 by volume.
5. The composition of claim 1, wherein the solvent further comprises propylene glycol, and the proportion of glycerol to propylene glycol present in the solvent is in the range of 80:20 to 20:80 by volume.
6. The composition of claim 1, wherein the solvent further comprises propylene glycol, and the proportion of glycerol to propylene glycol present in the solvent is in the range of 70:30 to 30:70 by volume.
7. The composition of claim 1 further comprising one or more flavouring compounds.
8. A cartridge suitable for use with an electronic cigarette device, said cartridge containing the inhalable composition according to claim 1.
9. An electronic cigarette device comprising the cartridge of claim 8.
Description
DETAILED DESCRIPTION
(1) As used herein, the term “inhalable composition” refers to a composition that is suitable for inhalation by a user. The inhalable compositions disclosed herein are suitable for use in an electronic cigarette device, meaning that they can be vaporised by the heating element of such devices thereby allowing inhalation by a user. Unless otherwise specified, the phrase “the inhalable composition” or “the inhalable compositions” refers to the inhalable composition of both the first and second aspects of the invention.
(2) As used herein, the term “nicotine” refers to nicotine obtained from the tobacco plant or from chemical synthesis, and can refer to (R)-nicotine, (S)-nicotine or combinations thereof. Whilst the improvement in user experience applies to all forms of nicotine, the nicotine is preferably predominantly (S)-nicotine i.e. (S)-nicotine with an enantiomeric excess of over 50%. More preferably the nicotine is (S)-nicotine with an enantiomeric excess of at least 60%, at least 70%, at least 80%, at least 90%, or at least 95%. It is acknowledged that (S)-nicotine (i.e. [(S)-3-(1-methylpyrrolidin-2-yl)pyridine]) is significantly more active than (R)-nicotine.
(3) It was found that the improvement in user experience was more pronounced when nicotine extracted from tobacco was used rather than nicotine made by chemical synthesis. It is thought that this is due to the carbon dioxide being particularly effective in neutralising not only the nicotine itself, but also the nicotine impurities present in the tobacco, thereby avoiding the otherwise unpleasant sensations that these impurities can cause. The amount of such impurities in tobacco is inconsistent in that their amount can vary according to geographic source, time of harvest of the tobacco etc. Therefore the inclusion of carbon dioxide to neutralise the effect of such impurities provides a more consistent product in terms of the user experience. Nevertheless, improvement in the consistency of user experience is also provided for nicotine made by chemical synthesis. Synthetic nicotine may also be contaminated with small amounts of process related impurities which could vary in content and thereby alter the user experience, and so inclusion of carbon dioxide provides additional benefit of assuring against the possibility of an altered user experience arising from the presence of such impurities.
(4) The inhalable compositions disclosed herein can, by way of their improved user experience, more effectively assist a user's transition away from traditional cigarette smoking. In transitioning from tobacco smoking to electronic cigarettes, users find pleasant any sensations with the vaping that they associate with their accustomed experience from their tobacco smoking. Tobacco smoke contains large quantities of carbon dioxide resulting from the combustion of the cigarette material that will play a significant part in the sensations the user gets from tobacco smoking. Without wishing to be bound by theory, it is thought that by introducing carbon dioxide into the formulation of the liquid for the electronic device, that carbon dioxide will in part give a familiar sensation that is perceived as contributing to the pleasant experience. Therefore by better mimicking the composition of tobacco smoke, this invention can more effectively assist their transition away from cigarette smoking.
(5) The inhalable composition comprises at least 1 g/L of nicotine, preferably at least 3 g/L of nicotine, more preferably at least 5 g/L of nicotine. The inhalable composition may comprise at most 60 g/L of nicotine, preferably at most 50 g/L or at most 40 g/L of nicotine. Such amounts of nicotine refer to the amount of nicotine added to the inhalable composition.
(6) According to the first aspect of the invention, the inhalable composition comprises at least 2 g/L of carbon dioxide. According to the second aspect of the invention, the inhalable composition comprises at least 0.027 g/L of carbon dioxide, preferably at least 1 g/L more preferably at least 2 g/L.
(7) More preferably, according to either aspect of the invention, the inhalable composition comprises at least 3 g/L, more preferably at least 5 g/L of carbon dioxide. The inhalable composition may comprise at most 40 g/L of carbon dioxide, preferably at most 34 g/L of carbon dioxide, more preferably at most 20 g/L or at most 10 g/L of carbon dioxide. Such amounts of carbon dioxide refer to the amount of carbon dioxide initially incorporated into the inhalable composition.
(8) At such amounts disclosed herein, the carbon dioxide does not itself lead to any toxic or irritant effects in the airways. After the carbon dioxide is initially incorporated into the inhalable composition, a proportion of it may form carbonic acid derivatives and salts therefrom in the composition prior to inhalation, depending on the solvent conditions. In this scenario the skilled person would readily be able to calculate the amount of carbon dioxide that was initially incorporated into the inhalable composition.
(9) In the inhalable composition according to the first aspect, the molar ratio of carbon dioxide to nicotine is at least 0.1:1. In the inhalable composition according to the second aspect, the molar ratio of carbon dioxide to nicotine is at least 0.025:1, preferably at least 0.1:1. This ratio is calculated on the basis of the nicotine and carbon dioxide added to the composition. By taking account of the mass in g of carbon dioxide and nicotine that have been added to the composition, and the relative molecular masses of carbon dioxide and nicotine, the skilled person is able to deduce the molar ratio between these two components.
(10) More preferably, according to either aspect of the invention, the molar ratio of carbon dioxide to nicotine in the inhalable composition is at least 0.25:1, more preferably at least 0.4:1, more preferably at least 0.5:1. The molar ratio of carbon dioxide to nicotine can be at least 0.75:1, at least 1:1 or at least 7.5:1. The molar ratio of carbon dioxide to nicotine can be at most 10:1, at most 7.5:1, at most 5:1, or at most 2.5:1.
(11) Within the ranges of nicotine disclosed herein, there are particularly preferred corresponding amounts of carbon dioxide, depending on whether the composition contains comparatively higher or lower amounts of nicotine. These ratios can therefore be tailored accordingly, depending on whether the composition is subject to a higher or a lower content of nicotine For example, when the inhalable composition comprises 1-30 g/L, or 1-25 g/L of nicotine, the molar ratio of carbon dioxide to nicotine is preferably in the range of 0.75:1 to 10:1, more preferably 2:1 to 9:1. Meanwhile, when the inhalable composition comprises 30-60 g/L, or 30-50 g/L of nicotine, the molar ratio of carbon dioxide to nicotine is preferably in the range of 0.1:1 to 2:1, more preferably 1.5:1 to 2:1.
(12) The inhalable composition comprises a solvent preferably an organic solvent. Preferably, the solvent comprises, or is selected from the group consisting of, glycerol (propane-1,2,3-triol), propylene glycol (propane-1,2-diol), water, or mixtures thereof. As can be seen from the examples, a variety of different solvent systems may be used in the inhalable composition whilst still achieving the desired dissolution of carbon dioxide. The exact nature of the solvent system can therefore be tailored accordingly depending on formulation preferences.
(13) The solvent may comprise propylene glycol. For example, propylene glycol can be present in the inhalable composition in an amount of 0-25% by weight, based on the total weight of the inhalable composition. The presence of propylene glycol provides some formulation benefits, mainly by encouraging the formation of a plume of vapour from the device when used by the user. However for the inhalable compositions disclosed herein there is a preference for little to no propylene glycol on account of the potential impact on user health. For example, some users report that the presence of propylene glycol in inhalable compositions results in headaches. It is also thought that the presence of propylene glycol in inhalable compositions can result in various irritant effects. Further, the risks of long-term inhalation of formulations containing propylene glycol are unknown. Accordingly, propylene glycol is preferably present in an amount of no more than 15%, preferably no more than 10%, more preferably no more than 5% by weight based on the total weight of the inhalable composition. In some embodiments, the inhalable compositions are free from propylene glycol.
(14) Preferably, the solvent comprises glycerol. Glycerol is considered to bring with it fewer long-term health risks compared with propylene glycol, thereby resulting in a composition thought to be safer due to a lower risk of negative impact in user health. It was previously thought that carbon dioxide would have a lower solubility in glycerol compared to propylene glycol. However surprisingly, the inhalable compositions disclosed herein achieved surprisingly high solubility of carbon dioxide irrespective of the solvent system, enabled by the finding that the solubility of carbon dioxide is improved when the carbon dioxide is added to a composition already containing both nicotine and solvent. Generally, glycerol can be present in the inhalable composition in an amount of 40-95% by weight, based on the total weight of the inhalable composition. Glycerol can be present in an amount of at least 50%, preferably at least 60%, more preferably at least 70% by weight based on the total weight of the inhalable composition.
(15) When the solvent comprises glycerol and propylene glycol, the proportion of glycerol to propylene glycol present in the solvent can be in the range of 95:5 to 5:95 by volume, preferably 80:20 to 20:80 by volume or 70:30 to 30:70 by volume. On account of the preference for an increased proportion of glycerol vs propylene glycol, as described above, the proportion of glycerol to propylene glycol present in the solvent is preferably at least 70:30, more preferably least 80:20, even more preferably at least 90:10 by volume.
(16) The solvent may comprise water. The inhalable compositions are compatible with a variety of concentrations of water. This has the added benefit that the water content can be tailored for a given composition to adjust the viscosity to a desirable level. Although the inhalable compositions are compatible with a variety of concentrations of water, they do not require the presence of water in order to achieve sufficient dissolution of carbon dioxide. Indeed, the second aspect of the invention specifically excludes scenarios where water is present above a certain amount, which is in surprising contrast to the prior art. Specifically, according to the second aspect of the invention, the water, when present, is present in an amount of up to 5% by volume in relation to the total volume of solvent. However, more generally according to the first aspect of the invention, the water can be present in an amount of no more than 20%, preferably no more than 15%, more preferably no more than 10% by weight based on the total weight of the inhalable composition. The first aspect of the invention is also compatible with no more than 5% water by weight based on the total weight of the inhalable composition; sufficient dissolution of carbon dioxide is still achieved at such reduced water levels, which then provide the additional advantage of minimising leakage when the inhalable composition is included in pods for delivery to the user.
(17) Although the presence of water is not required for adequate carbon dioxide dissolution, a small amount of water may be beneficial, as it is thought that, after inhalation, the vaporised water provides additional wetting to the surface of the tissues in the user's airways, resulting in a greater medium within which the carbon dioxide can dissolve, thereby increasing the amount of carbonic acid available to counteract the alkalinity of the nicotine and so counteract the unpleasant astringent sensation. Furthermore, the presence of a small amount of water generally brings the average volatility of the solvent system closer to that of nicotine, which allows a more constant level of nicotine to be delivered over the course of a single inhalation. Therefore, water is preferably present in either the first aspect or the second aspect of the invention in an amount of at least 1% by weight, based on the total weight of the inhalable composition. As will be appreciated, when the solvent comprises water in the amounts disclosed herein, the solvent may further comprise one or more of glycerol and propylene glycol, preferably in the proportions disclosed herein.
(18) Preferably, the inhalable composition comprises less than 10 g/L of flammable solvent such as ethanol. More preferably, the inhalable composition is free from flammable solvent such as ethanol. The presence of a volatile flammable solvent, in particular ethanol, is undesirable as it has the potential to reach a high concentration in the initial vapour in the device, and cause a potential explosion hazard.
(19) The composition may include one or more optional ingredients such as one or more flavouring compounds or one or more additives.
(20) The improved user experience associated with the compositions disclosed herein is such that excessive flavours need not be included in order to mask the unpleasant astringent effects. Nevertheless, the compositions disclosed herein are compatible with the addition of one or more flavouring compounds, which may be included in up to 15% by volume, or up to 10% by volume, based on the total volume of the composition.
(21) The inhalable composition may be included in a cartridge that is suitable for insertion into an electronic cigarette device. Generally, the cartridge is provided as a sealed cartridge containing the inhalable composition prior to insertion into the electronic cigarette device.
(22) As the skilled person will appreciate, the volume of the inhalable solution will vary depending on the specific electronic cigarette device in question and the size of the associated cartridge. Typically, the volume of inhalable solution can vary between 0.2 ml to 10 ml, or between 0.25 ml to 7 ml.
(23) The method of making the inhalable composition disclosed herein comprises the steps of
(24) forming a dispersion or solution of nicotine in a solvent inside a sealable vessel; and
(25) introducing carbon dioxide to the vessel such that the pressure inside the vessel is in the range of 1 to 15 atmospheres, preferably 2 to 10 atmospheres, more preferably 2-5 atmospheres, most preferably 4-5 atmospheres as measured at 20° C., such that the carbon dioxide dissolves or disperses into the dispersion or solution of nicotine.
(26) Also disclosed herein is a concentrate suitable for forming an inhalable composition for use in an electronic cigarette device comprising carbon dioxide and at least 60 g/L of nicotine dissolved or dispersed in a solvent, wherein the molar ratio of carbon dioxide to nicotine is at least 0.1:1. The concentrate may comprise at least 80 g/L or at least 100 g/L. Preferably, the concentrate comprises at most 500 g/L of nicotine, more preferably at most 300 g/L of nicotine. The dissolution of carbon dioxide in such concentrates may be achieved by charging a vessel to an increased pressure of carbon dioxide in order to compensate for the compositions particularly concentrated nature. As mentioned previously, the most preferable molar ratio of carbon dioxide to nicotine can be tailored depending on the nicotine content. For the particularly high nicotine contents of the concentrate, the molar ratio of carbon dioxide to nicotine is preferably in the range of 0.1:1 to 2:1, more preferably 0.1:1 to 1:1.
(27) The following non-limiting examples illustrate the invention.
Example 1 (with Synthetic Nicotine)
(28) A solution of synthetic nicotine was made at a concentration of 2.5% w/w (i.e. 2.5 g per 100 g) in an 80:20 mixture of glycerol and propylene glycol. The solution was divided in half, and to one half was added 1.0% water (w/w). Portions of each of these solutions (20 ml) were introduced to screw-capped plastic bottles having a capacity of 520 ml and to each was added 4-5 g solid carbon dioxide (dry ice) sufficient to achieve a pressure of 4-5 bar. The capped bottles were allowed to equilibrate so pressure built up in them. Control mixtures likewise were created as above except that no carbon dioxide was added. This resulted in the formation of four samples:
(29) Sample 1: 2.5% (w/w) synthetic nicotine
(30) Sample 2: 2.5% (w/w) synthetic nicotine with carbon dioxide
(31) Sample 3: 2.5% (w/w) synthetic nicotine with 1% (w/w) water
(32) Sample 4: 2.5% (w/w) synthetic nicotine with carbon dioxide and 1% (w/w) water
(33) As stated the amount of nicotine in each Sample was 2.5% (w/w), which given the density of the solvent system of each sample is approximately 3.0 g per 100 ml or 3.0% w/v.
(34) The pH of each sample was measured by taking a portion of each sample, diluting the portion with an equal volume of water and measuring the pH. A control solution (no CO2) showed a pH of 9.3. A solution from a mixture with carbon dioxide introduced showed a pH of 6.9-7.0.
(35) Samples 1-4 were tested for inhalation experience in a vaporisation device. The vaporisation devices used in the tests had rebuildable dripping atomisers (RDA), specifically a “geek vape” model Tsumani 24 RDA, and consisted of two dripping atomisers filled with a 8-turn coil of 0.4 mm Kanthal wire having a resistance of approximately 1.1 ohm. Vaporisation was achieved using a power of 24 Watts. The same Nakamichi (Japanese) Cotton was used to provide the wicks for each RDA. The wick was changed and the atomizer cleaned between each eLiquid tested. The mods (which provide the electrical power to the atomizer) were one or the other of Vaporshark rDNA units or Aspire NX75 units. These two mods are sufficiently close in design and performance to make comparison meaningful. These mods have both temperature and power control. The mods were used in power mode, each mod set to deliver 24 watts to the atomizer. At this power level and with this coil, the temperature of the coil in use is likely to around 200° C., well below the boiling point of Glycerine, the major component of the e-liquid. For the initial tests, only the two Vaporshark mods were available and so initial tests were run using paired comparison. For the later tests, five liquids could be compared in one test run. The more extended tests allowed the use of a constant “standard” as noted below against which other results could be benchmarked as needed. The use of the standard allowed the standard and two pairs of e-liquids to be tested in each batch of 5 tests. The results of the initial tests using 2 mods were confirmed in using the extended 5 mod set up.
(36) The user experienced that mixtures without CO2 present gave a harsh feel astringent sensation in the mouth and throat when inhaled. The mixtures with the CO2 gave a smoother sensation in the mouth and throat. The user tabulated the results in Table 1:
(37) TABLE-US-00001 TABLE 1 Sample Sample description Summary of vaping experience 1 2.5% (w/w) synthetic This sample was as good as the best nicotine of the tobacco-extracted 2.5% nicotine samples i.e. Example 2; sample 13 (the smoothness and throat hit were similar). This is a very strong e-liquid to vape, only possible to vape small amounts with the atomizer. 2 2.5% (w/w) synthetic Smoother than sample 1. nicotine with carbon dioxide 3 2.5% (w/w) synthetic As good as sample 2, better than 1 by nicotine with 1% (w/w) a similar margin. water 4 2.5% (w/w) synthetic As smooth as 2 and 3 but with a nicotine with carbon stronger throat hit. dioxide and 1% (w/w) water
Example 2 (with Tobacco Nicotine)
(38) Solutions were prepared as for Example 1 except using nicotine that had been extracted from tobacco and with solutions at both 1.0% w/w (i.e. 1 g per 100 g) and 2.5% nicotine w/w (i.e. 2.5 g per 100 g). The details of the vaporisation units are as described in Example 1. The results are shown in Table 2.
(39) As stated the amount of nicotine in each Sample was either 2.5% (w/w), which given the density of the solvent system of each sample is approximately 3.0 g per 100 ml or 3.0% w/v; or, it was 1% (w/w), which given the density of the solvent system of each sample is approximately 1.2% w/v.
(40) TABLE-US-00002 TABLE 2 Sample Sample description Summary of vaping experience 5 1% (w/w) nicotine Vapour tasted quite harsh in the mouth and there was limited throat hit. 6 1% (w/w) Improvement from sample 5; it is nicotine with smoother than 5, has a stronger carbon dioxide ‘nicotine’ effect with better throat hit. 7 1% (w/w) A better experience than both samples nicotine with 5 and 6, although the improvement carbon dioxide over sample 6 is small. The nicotine and 1% effect was noticeably stronger than water (w/w) sample 5. The vape was less harsh than 6 and with more of a throat hit. A vaper could probably get used to either sample 6 or 7, with a small preference for 7. 8 1% (w/w) Adding water alone has made this nicotine with smoother than the control sample 5 so 1% water (w/w) that the effect is similar to adding carbon dioxide from a smoothness perspective making this sample similar to sample 6 but not as good as sample 7 (carbon dioxide and water); sample 7 has a better throat hit. 9 2.5% (w/w) nicotine Very harsh taste in mouth, mouth hit from harshness overpowers any throat hit. 10 2.5% (w/w) Very harsh, pretty close to 9, strong nicotine with hit in mouth 1% water (w/w) 11 2.5% (w/w) Still harsh, marginally smoother than nicotine with sample 10 containing only 1% water, 2% water (w/w) difference small. 12 2.5% (w/w) Very strong flavor, strong hit nicotine with in mouth and throat carbon dioxide and 1% water (w/w) 13 2.5% (w/w) Best of the 2.5% nicotine nicotine with samples, still very strong carbon dioxide and hit in mouth and throat but 2% water (w/w) smoother than sample 12 containing 1% water. Significantly smoother with better throat hit than sample 11. Compared to the 1% nicotine control (sample 5), the higher nicotine content is quickly apparent. But this sample is barely harsher than sample 5, is equally smooth and has a better throat hit. Compared to the best of the 1% nicotine samples (sample 7), both 13 and 7 are reasonably smooth and “vapable”, but it quickly becomes apparent that sample 13 is much stronger in terms of nicotine. Much bigger hit. 14 2.5% (w/w) Still very strong, but smoother than nicotine with 2.5% nicotine (sample 9). Strong carbon dioxide throat hit from small quantities of vapour. Sample 14 is not as smooth as samples 12 and 13 which have water added to 2.5% nicotine and carbon dioxide. Compared to samples 10 and 11 (nicotine plus water), sample 14 tasted notably better than 10 and a little better than 11. Sample 14 is smoother whereas samples 10 and 11 retain more harshness in the mouth.
Example 3: Solubility of Carbon Dioxide in Nicotine Solutions
(41) Into weighed plastic 500 ml bottles containing approximately 50 g of a solution of nicotine in glycerol/propylene glycol according to Table 3 were added 4-5 g solid carbon dioxide (dry-ice), sufficient to raise the pressure to 4-5 bar. The mixtures were held under pressure for 3 days before the pressure was released, and the mixtures were then stood at ambient temperature for 48 hours and then the new weight of the solution measured. The change in weight before and after addition of the CO2 enable the amount of CO2 incorporated into the solution to be derived, as well as the molar ratio of CO2 to nicotine. The results are shown in Table 3.
(42) In a comparative experiment, a bottle containing 20 g pure nicotine was charged similarly with carbon dioxide; this did not result in any weight increase at all, suggesting no CO2 was incorporated into solution.
(43) TABLE-US-00003 TABLE 3 Molar Solution Solution ratio before after Added Solubility Estimated Solubility CO2/ Nicotine Nicotine CO2 CO2 CO2 CO2 density CO2 nicotine Solvent g/kg wt % g g g g/kg kg/L g/L mol/mol Notes 70:30 glycerol:propylene 0 0.0% 50.00 50.19 0.19 3.8 1.19 4.5 n/a glycol 70:30 glycerol:propylene 4 0.4% 49.96 50.44 0.48 9.5 1.19 11.3 8.77 [1] glycol 70:30 glycerol:propylene 15 1.5% 49.99 50.73 0.74 14.6 1.19 17.4 3.58 [1] glycol 70:30 glycerol:propylene 45 4.5% 50.00 51.03 1.03 20.2 1.19 24.0 1.65 [1] glycol 70:30 glycerol:propylene 200 20.0% 50.45 52.05 1.60 30.7 1.16 35.7 0.57 glycol Propylene glycol 200 20.0% 49.97 51.23 1.26 24.6 1.03 25.3 0.45 Glycerol 200 20.0% 50.03 51.80 1.77 34.2 1.21 41.3 0.63 70:30 glycerol:propylene 400 40.0% 49.96 51.22 1.26 24.6 1.12 27.6 0.23 glycol Notes [1] average of two results
Example 4: Comparative Examples
(44) An experiment was conducted in line with the procedure of forming inhalable compositions enabled in KR 10-1208473. The following experiment was carried out on double scale compared to that indicated in KR 10-1208473 to facilitate more accurate weighing. The room temperature adopted in the following experiment was approx 16° C., which is thought to be lower than the laboratory temperature in KR 10-1208473. The CO2 levels achieved in the following experiment are therefore thought to be higher than those actually achieved in KR 10-1208473.
(45) A liquid composition was manufactured using 65 vol % propylene glycol, 23 vol % vegetable glycerine, 2 vol % ethyl alcohol, 7 vol % water and menthol. The menthol (a solid material) was added at 3 g to 97 ml of the propylene glycol/vegetable glycerine/ethyl alcohol/water mix to make up 100 ml total volume, such that the menthol is present at 3 g per 100 ml. The liquid composition was saturated with carbon dioxide at room temperature and atmospheric pressure by adding in a 500 ml bottle 100 ml of the liquid composition and 2 g of dry ice. The bottle was then sealed and then shaken for several minutes to dissolve the carbon dioxide in the liquid composition. After approximately 1 hour, the bottle was depressurised. The bottle was then unsealed and shaken again for approximately 1 minute. It was left at room temperature and atmospheric pressure for approximately 30 minutes to saturate the liquid composition with carbon dioxide.
(46) By measuring the weight of the composition before and after saturation of CO2 the following results were obtained.
(47) Sample 1: 106.772 g of mixture had 1.5 mg/g (40 mg/25 ml) of CO2.
(48) Sample 2: 106.465 g of mixture had 1.62 mg/g (43 mg/25 ml) of CO2.
(49) Following this, 80 mg of nicotine was added. After 48 hours, the amounts of CO2 were:
(50) Sample 1: 0.9 mg/g i.e. 0.96 mg/ml of CO2 Sample 2: 1.06 mg/g i.e. 1.13 mg/ml of CO2
(51) Accordingly, the methodology of KR 10-1208473 results in significantly lower amounts of CO2 incorporated compared with the methodology used in example 3.
Example 5: Solubility of Carbon Dioxide in Nicotine Solutions with Low Propylene Glycol
(52) Using the same methodology as that of Example 3, solutions of nicotine in glycerol, nicotine, water, and propylene glycol (if present) were made as detailed in the Table 4. In Table 4, propylene glycol is referred to as “PG”. The propylene glycol, when present, originated from the addition of a tobacco flavouring composition. The tobacco flavouring composition, referred to in Table 4 as “TF”, (made up of tobacco flavouring dissolved/dispersed in propylene glycol) included propylene glycol at 65% by weight. Therefore the addition of 8% of the flavouring composition resulted in the addition of 5.2 wt % of propylene glycol to the inhalable composition overall, as detailed in the table below. For each experiment, the solution used was within 0.2 g of 50.0 g. As with Example 3, the solutions were weighed before and after the addition of the CO2, and the change in weight before and after addition of the CO2 enabled the amount of CO2 incorporated into the solution to be derived. The amount of carbon dioxide reported as being incorporated into solution is the average result achieved across two experiments.
(53) TABLE-US-00004 TABLE 4 Added Solubility Estd Solubility Glycerol Nicotine Water TF PG CO2 of CO2 density of CO2 wt % wt % wt % wt % wt % (g) (g/kg) (kg/l) (g/L) 93.1 2 4.9 0 0 0.51 10 1.25 13 90.25 5 4.75 0 0 0.91 18 1.24 23 88.2 2 9.8 0 0 0.56 11 1.23 14 85.5 5 9.5 0 0 0.82 16 1.22 20 85.5 2 4.5 8 5.2 0.54 11 1.23 13 82.65 5 4.35 8 5.2 0.79 16 1.22 19 81 2 9 8 5.2 0.58 12 1.21 14 78.3 5 8.7 8 5.2 0.66 13 1.21 16