WO2020016660A2 - Cigarette de cannabis à marquages de dose - Google Patents

Cigarette de cannabis à marquages de dose Download PDF

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Publication number
WO2020016660A2
WO2020016660A2 PCT/IB2019/000864 IB2019000864W WO2020016660A2 WO 2020016660 A2 WO2020016660 A2 WO 2020016660A2 IB 2019000864 W IB2019000864 W IB 2019000864W WO 2020016660 A2 WO2020016660 A2 WO 2020016660A2
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WIPO (PCT)
Prior art keywords
dose
cigarette
sub
cannabis
indicators
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PCT/IB2019/000864
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English (en)
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WO2020016660A3 (fr
Inventor
Thomas DIGBY
Jose Antonio INSUA
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Emerald Health Therapeutics Canada Inc.
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Publication of WO2020016660A2 publication Critical patent/WO2020016660A2/fr
Publication of WO2020016660A3 publication Critical patent/WO2020016660A3/fr

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Classifications

    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24DCIGARS; CIGARETTES; TOBACCO SMOKE FILTERS; MOUTHPIECES FOR CIGARS OR CIGARETTES; MANUFACTURE OF TOBACCO SMOKE FILTERS OR MOUTHPIECES
    • A24D1/00Cigars; Cigarettes
    • A24D1/18Selection of materials, other than tobacco, suitable for smoking
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24DCIGARS; CIGARETTES; TOBACCO SMOKE FILTERS; MOUTHPIECES FOR CIGARS OR CIGARETTES; MANUFACTURE OF TOBACCO SMOKE FILTERS OR MOUTHPIECES
    • A24D1/00Cigars; Cigarettes
    • A24D1/02Cigars; Cigarettes with special covers

Definitions

  • Cannabis smokers face chronic uncertainty as to dose because cannabis varieties provide a wide and unpredictable range of cannabinoids, yet cannabis cigarettes fail to indicate to the user the amount of cannabinoids that will be inhaled upon use. This situation presents risks to users which they have been forced to accept due to the absence of a suitable solution.
  • This disclosure provides, for example, a defined dose cannabis cigarette, wherein the dose of tetrahydrocannabinolic acid (THCA); tetrahydrocannabinol (THC); cannabidiolic acid
  • THCA tetrahydrocannabinolic acid
  • THC tetrahydrocannabinol
  • CBD cannabidiol
  • CBDA cannabigerolic acid
  • CBDG cannabigerol
  • a defined dose cannabis cigarette comprising a total dose of one or more cannabinoids selected from the group consisting of: 0.1-225 mg tetrahydrocannabinolic acid (THCA); 0.1-225 mg tetrahydrocannabinol (THC); 0.1-125 mg cannabidiolic acid (CBDA); 0.1-125 mg cannabidiol (CBD); 0.1-50 mg cannabigerolic acid (CBGA); and 0.1-50 mg cannabigerol (CBG), wherein the cannabis is disposed within a wrapper, and wherein the wrapper comprises two or more sub-dose indicators that indicate to a user a sub dose of one or more cannabinoids comprised within a segment of the cigarette between sub-dose indicators.
  • THCA tetrahydrocannabinolic acid
  • THC 0.1-225 mg tetrahydrocannabinol
  • CBDA cannabidiolic acid
  • CBD cannabidiol
  • the wrapper comprises or consists of cigarette paper.
  • the sub-dose indicators are prepared from a natural ink or plant extract.
  • the cigarette comprises a total amount of cannabis material of from about 0.25g to about l.Og.
  • one or more pairs of adjacent sub-dose indicators indicate to the user a sub-dose of one or more cannabinoids aerosolized from the cigarette upon oxidative combustion under standard atmospheric conditions of the cannabis in the segment defined by said one or more pairs of adjacent sub-dose indicators.
  • the cigarette is cylindrical in form and has a length, and the sub-dose indicators are evenly spaced along the length of the cigarette.
  • the cigarette is in a cylindrical form, a conical form, or a partly conical form, and the sub-dose indicators are variably spaced along the cigarette thereby identifying equivalent or approximately equivalent amounts of cannabinoids contained within each sub-dose segment defined by adjacent sub-dose indicators.
  • the sub-dose indicators extend over an entire combustible portion of the cigarette.
  • the sub-dose indicators extend over less than an entire combustible portion of the cigarette. In some embodiments, at least some of the sub-dose indicators encircle the cigarette entirely. In some embodiments, none of the sub-dose indicators encircle the cigarette entirely. In some embodiments, the sub-dose indicators are applied to one face only of the cigarette. In some embodiments, the sub-dose indicators indicate a sub-dose selected from the range of about 0.5 mg to about 10 mg THC. In some embodiments, the sub-dose indicators indicate a sub-dose selected from about 1.0 mg to about 2.5 mg THC. In some embodiments, the sub-dose indicators indicate a sub-dose selected from about 0.5 mg to about 10 mg CBD.
  • the sub-dose indicators indicate a sub-dose selected from about 0.1 mg to about 5 mg CBG. In some embodiments, the sub-dose indicators indicate an expected aerosolized sub- dose selected from the range of about 0.5 mg to about 4 mg THC. In some embodiments, the sub- dose indicators indicate an expected aerosolized dose selected from about 1.0 mg to about 2.5 mg
  • the sub-dose indicators indicate an expected aerosolized dose selected from about 1.0 mg to about 2.5 mg CBD. In some embodiments, the sub-dose indicators indicate an expected aerosolized dose selected from about 0.5 mg to about 2.5 mg CBG.
  • the cigarette described herein is in a conical form, having a first end and an opposed second end, wherein the first end of the conical form has a radius or a diameter that is greater than about 10% larger than the second end. In some embodiments, the cigarette comprises no detectable diacetyl or free ammonia.
  • a package comprising the cigarette described herein and at least one other cigarette.
  • the package is resealable and, optionally, transparent.
  • the cigarette is adapted to insert into a detachable filter.
  • the package is provided with a detachable filter.
  • the cigarette comprises a fixed filter on one end.
  • the defined dose cannabis cigarette described herein comprising a combined dose of THC and THCA between 20mg and 80mg.
  • the defined dose cannabis cigarette comprises a combined dose of CBD and CBDA between lOmg and 50mg.
  • the defined dose cannabis cigarette comprises a combined dose of CBG and CBGA between lOmg and l5mg.
  • the defined dose cannabis cigarette comprises sub-dose indicators defining 3-8 equal sub-dose segments. In some embodiments, the segment of the cigarette is between two or more
  • a method of making the defined dose cannabis cigarette having sub-dose indicators as described herein comprising: preparing a process batch of cannabis; performing a batch assay on the process batch to ascertain a defined dose of one or more cannabinoids in an amount of cannabis selected from the range of 0.25g to l.Og; preparing a cigarette by sealing the selected amount of cannabis comprising the defined dose of one or more cannabinoids in a wrapper using an automated or semi -automated process; and applying sub-dose indicators to the wrapper before or after sealing the cannabis in the wrapper.
  • the process batch is adjusted to produce an adjusted process batch by the addition of plant material or cannabis extract oil to adjust the defined dose of the selected amount of cannabis to match a desired defined dose for use with a specific pre-printed sub-dose indicator wrapper, and the adjusted process batch used in the preparing a cigarette step.
  • Figure 1 illustrates an embodiment of the invention, being a defined dose cannabis cigarette comprising four sub-dose indicators.
  • the sub-dose indicators define five segments of the cigarette, each equal segment comprising cannabis having a sub-dose of lOmg of
  • THC tetrahydrocannabinol
  • Figure 2a provides the same information as Figure 1 but further indicates the total amount of cannabinoid consumed by combustion to the particular sub-dose indicator.
  • Figure 2b provides a commercial embodiment of sub-dose indicators as applied to one face of a prototype defined dose cannabis cigarette.
  • Figure 3 shows relevant terminology in the construction of a defined dose cannabis cigarette.
  • Figure 4 provides exemplary designs for sub-dose indicators which may be applied to a cylindrical form.
  • the segment between sub-dose indicators corresponds to the sub-dose of one or more cannabinoids.
  • Figure 5a illustrates cylindrical cigarettes (having segments of equal length) with sub- dose indicators in colour, in grey scale or in black and white. In Figure 5a the segments are also defined by the size of the dots applied.
  • Figure 5b represents sub-dose indicator having a figurative design with humorous or suggestive meaning which is encompassed by the invention.
  • Figure 6 provides elegant designs which provide visual and numerical sub-dose indicators. Additionally these designs incorporate markings indicating proximity to each sub- dose indicator.
  • Figure 7 provide elegant designs which provide visual and numerical sub-dose indicators.
  • Figure 8 provides visual sub-dose indicators, most of which would require reference to interpretive instructions (or packaging label) to ascertain what the particular sub-dose is in the segment.
  • Figure 9 provides visual sub-dose indicators, most of which would require reference to interpretive instructions (or packaging label) to ascertain what the particular sub-dose is in the segment. In one case a corporate logo is employed to enhance brand recognition.
  • FIG 10 provides terminology relevant to the concept of aerosolized sub-dose indicator. Aerosolized sub-dose refers to the observation that the dose of cannabinoid in the mainstream smoke is not the same as the dose that is present in the initial cannabis column before
  • Combustion of the cigarette invokes multiple processes including pyrolysis and pyrosynthesis of cannabinoids. It also leads to the loss of cannabinoid through sidestream smoke and ash.
  • FIG. 1 la The typical combustion of a cigarette is illustrated in Figure 1 la and Figure 1 lb. Flow of gases is illustrated from right to left (that is, the user inhales from the left end; the glowing coal is on the right end.)
  • the temperature of combustion of the dried plant material e.g. cannabis, including additives and fillers
  • Figure 1 la Temperature of gasses and aerosols as they flow through the glowing cigarette are illustrated in Figure 1 lb.
  • Figure 12 illustrates a non-limiting variety of optional filters that may be provided with the invention. Filters optimize the cigarette hold by the user’s lips while providing adequate intake of cannabis when the cigarette is lit.
  • Figure l2a illustrates a common cellulose acetate filter as typically employed as a fixed filter with a tobacco cigarette.
  • Figure l2b illustrates a detachable multi-use filter. In this case the outer shell may be made from metal, glass or a heat resistant plastic, while the inner filter is made of a high-quality filter material that can be re-used multiple times.
  • Figure l2c illustrates a similar multi-use filter made of wood or a woody natural material. DETAILED DESCRIPTION OF THE INVENTION
  • Gransaull provides a pre-formed cigarette filter tip comprising a visual indicator.
  • the filter tip can assist the user in distinguishing which cigarette contains a particular medicinal cannabis strain thereby avoiding confusion due to the inherent visual uniformity of such smoking articles.
  • US 2015/0098906 Al relates to rolling papers that are marked to indicate a specific formulation of the filler material used to prepare a pre-roll cigarette.
  • the disclosure described by Farrow provides rolling paper printed with indicia on the rolling paper indicative of a formulation of cigarette filler material.
  • Flavoured rolling paper of diverse colours and patterns is commercially available but not commonly employed (e.g. see http://cannabis-education.org/rolling-papers/ accessed 7-June-20l8 and 5-July-20l9).) None of these disclosures provide accurate information to the user on the dose or amount of cannabinoid(s) being inhaled from a cannabis cigarette.
  • This invention provides pre-rolled defined dose cannabis cigarettes comprising indicia, striations or markings, also herein called“sub-dose indicators”, on the outer wrapper of each cigarette which indicate to users what dose of cannabinoid is present in the segment between sub- dose indicators.
  • The“sub-dose” is so named in reference to the fact that it is a portion of the defined dose of total cannabinoid provided by the cannabis cigarette.
  • This invention recognizes that with the growth of legalized cannabis markets, users, particularly new users, would experience safety, confidence, and an enhanced user experience with such a product.
  • Cannabis cigarettes are now provided with explicit defined doses, and with sub-dose indicators on the wrapper that indicate to users what amount of one or more cannabinoid is being consumed. Studies thereby can report dose more accurately and would have more clinical relevance. ( See National Academys of Sciences, Engineering, and Medicine. 2017. The health effects of Cannabis and cannabinoids: The current state of evidence and recommendations for research. Washington, DC: The National Academys Press doi: 10.17226/24625 at page 385 et seq.)
  • the invention also permits users to switch between cannabis varieties and brands and yet retain confidence in the cannabinoid dose(s) being consumed. This advantage arises in part because cannabis varieties and cultivars are known to be variable in the amounts and ratios of cannabinoids they contain (as described below). Also, the density of the packing of a cannabis column may vary from brand to brand. Sub-dose indicators on defined dose cannabis cigarettes give users understanding and confidence with the products they consume.
  • FIG. 1 provides a non-limiting example of the invention disclosed herein.
  • the illustrated cannabis cigarette comprises four sub-dose indicators defining five segments of the cigarette, each segment comprising cannabis having a sub-dose of lOmg of tetrahydrocannabinol (THC).
  • THC tetrahydrocannabinol
  • the form illustrated is conical having a diameter of 9mm at one end and 5mm at the other. Each conical segment in between has a different average diameter hence the length of each segment is different to provide a constant mass of cannabis in each segment.
  • the total length of the combustible cigarette is 58mm.
  • the segments are between 7mm and l9mm in length, as indicated.
  • the cigarette comprises 500mg of cannabis at a potency of 10% THC. The total amount of THC is therefore 50mg which is divided into the five equal sub-doses (or segments) of lOmg THC.
  • Figure 2a provides the same information as Figure 1 but further indicates the total amount of cannabinoid consumed by combustion to the particular sub-dose indicator.
  • the sub-dose indicators in this format may be particularly useful for medical users who desire to track or report their consumption and typically consume only a portion of the entire cigarette at one sitting.
  • Figure 2b provides a commercial embodiment of sub-dose indicators as applied to one face of an actual defined dose cannabis cigarette.
  • FIG. 3 shows the construction of a defined dose cannabis cigarette that may be used with this invention.
  • the cannabis cigarette comprises a cylindrical column of cannabis filler material enclosed within an external wrapping paper or paper-like wrapper (herein sometimes simply called a“wrapper”).
  • Preferred wrappers are cigarette paper or hemp paper, including papers that are made from hemp and natural sugar gum.
  • the cannabis cigarette may be of any desired length and/or width and is provided with an end to be lit, and an opposite end, to be inserted into the mouth of a user during consumption by inhalation of the cannabis cigarette.
  • a“wrapper” external wrapping paper or paper-like wrapper
  • the mouth end of the cigarette may be provided with a tip or filter.
  • the external wrapper is integrally formed as a single unitary body.
  • the edges of the wrapper may be joined at a junction to seal the cannabis column therein.
  • the junction includes the use of an adhesive material.
  • the adhesive material creates an adhesive seam along the length of the cannabis cigarette.
  • the adhesive material is a non-chemical adhesive.
  • the method of joining or connecting the edges of the external wrapper does not include external adhesive and is achieved with heat-sealing paper.
  • Figure 3 also shows the cannabis cigarette may be provided with a fixed filter.
  • the cigarette may be provided with no filter.
  • a detachable filter may be applied, as described further below ( Figure l2b and l2c).
  • an external tipping paper or paper-like wrapper may be used to enclose the filter therein.
  • the tipping paper is joined at a junction to seal the filter therein.
  • the tipping paper junction includes the use of an adhesive material.
  • the adhesive material creates an adhesive seam along the length of the filter.
  • the adhesive material is a non-chemical adhesive, such as an organic naturally occurring polymer.
  • the method of joining or connecting the edges of the tipping paper does not include external adhesive and is achieved with heat-sealing paper.
  • the edges of the external wrapper and the tipping paper may be connected to encapsulate the cannabis column and filter therein.
  • the external wrapper may be joined at a junction that affixes the cannabis column to the filter therein.
  • a key step for the invention includes manufacturing a defined dose cannabis cigarette.
  • any suitable method may be employed to manufacture the defined dose cannabis cigarette.
  • Many methods are available to those skilled in the art, with commercial high-volume machines commonly available. Automated or semi-automated processes are preferred over manual filling methods.
  • a preferred method is described in U.S. patent application Serial No. 15/360,989 filed on November 23, 2016, and U.S. patent application Serial No. 15/082,278 filed on March 28, 2016, (published as US20170188623 and US20170273349, respectively) which are incorporated herein for all purposes by reference.
  • packing pressure of the cannabis cigarette will be very significant for correct positioning of the sub-dose indicators of the invention.
  • Packing pressure in the range of about 40 to about 120 p.s.i. is generally suitable. A most preferred packing pressure is about 80 p.s.i.
  • the invention foresees a range of cannabis mass from about 0.25g to 2.0 g or greater that may be selected for each cigarette.
  • a preferred range is from about 0.25g to about 1 0g.
  • a most preferred mass is about 0.32g, about 0.43g, about 0.50g and about 0.66g cannabis.
  • Cannabis varieties and cultivars are known to be variable in the amounts and ratios of cannabinoids they contain. Additionally, individual cultivars can have varying results due to even small variability in cultivation conditions, harvest conditions and processing conditions. As a result, a dried cannabis product presented to a consumer can comprise, by dry weight, anywhere from 0% up to greater than 30% of selected cannabinoid(s), and the ratios between individual cannabinoids can be highly diverse.
  • cannabinoids include tetrahydrocannabinol (THC), cannabidiol (CBD) and cannabigerol (CBG) and their naturally synthesized precursors tetrahydrocannabinolic acid (THCA), cannabidiolic acid CBDA and cannabigerolic acid
  • cannabis cigarette producers will first carefully dry and prepare the harvested cannabis and determine the amount of cannabinoid(s) (and any other components), using any means, but preferably along the lines described below.
  • Drying the cannabis preparation The degree of drying and/or curing the harvest will influence the amount of cannabinoids by weight.
  • the cannabis preparation may be exposed to accelerated dehydration or drying and may be cured or uncured.
  • “Uncured” means fresh harvest, unprocessed, or processed harvest which has not been exposed to temperatures above l05°C.
  • Product exposed to drying or accelerated dehydration which does not exceed l00°C is considered uncured.
  • “Cured” means harvested cannabis which has been heated or cooked above l05°C but below 1 l5°C for sufficient duration (30 minutes recommended) to convert essentially all THCA to THC by heat-induced decarboxylation.
  • the cannabis preparation may be uncured, having not been previously exposed to accelerated dehydration at greater than about l00°C.
  • a curing step may take place prior to rolling, wherein the cannabis preparation may have been heated at above about l05°C but below about l50°C for a duration of about 5 minutes to about 30 minutes.
  • curing may take place post-rolling. In such an embodiment, after rolling the defined dose cannabis cigarette, the cigarette is heated at above about l05°C but below about l50°C for a duration of about 5 minutes to about 30 minutes.
  • Critical temperatures for selecting process temperature control may be identified from the following list:
  • Cannabis Preparation The dried cannabis preparation typically comprises mainly cannabis flower.
  • the cannabis is crumbled, ground or cut into particles which are flowable in an automated process.
  • Cannabis may be ground to sieve through a mesh of not larger than about 0.1 mm to about 3 mm, or any 0.1 mm increment therebetween, more preferably not larger than about 1.5, mm in any surface dimension.
  • the mesh or sieve has a mesh size of 30, 60, or 120.
  • the mesh or sieve has an average opening size of about 0.595 mm, about 0.250 mm, or about
  • dried cannabis material is obtained for use in the grinding step.
  • Cannabis material may include, without limitation, the leaves, inflorescences, flowers, or buds of one or more cannabis plants.
  • the grinding step may use any grinding method or methods, such as hand grinding, machine grinding, or use of a chipper or mulcher, provided that a consistent milled size product as homogenous as possible is generated without degradation. Degradation can occur through generation of heat during the grinding process and should be carefully controlled.
  • the grinding step may grind the material to a particle size wherein 85-95% of the mass of particles have a maximum length less than about 0.1 mm to about 3 mm, or any 0.1 mm increment therebetween, preferably not larger than about 1 5mm, and 5- 15%, or any percentage increment therebetween, of the mass of the material are in particles have a length greater than about 0.1 mm to about 3 mm, or any 0.1 mm increment therebetween, preferably not larger than about l.5mm.
  • Initial grinding may be followed by one or more filtering or sieving stages, for example to filter out stems or sticks.
  • An illustrative mesh size for filtering or sieving the ground plant material may have an aperture size in the range of about 0.25mm to l.5mm in its longest surface dimension.
  • a coarse grinder having aperture larger than l.5mm is not preferred because it leads to air pocket trapping in the preparation which leads to undesirable and uneven temperature distribution during combustion.
  • a key analytical step for the invention is to determine amounts of cannabinoids, especially THCA, THC, CBDA, CBD, CBGA and CBG of per unit mass of the process batch (alternatively the“potency” of the process batch) prior to formation of the cannabis column so that a consistent defined dose can be loaded and packed into the cannabis cigarette.
  • Any chemical analytical method may be employed to determine the amount of the cannabinoid in a cannabis process batch. Many methods are available to those skilled in the art, such as those found in Thomas, BF and El Sohly, M 2015 The Analytical Chemistry of
  • Cannabis Quality Assessment, Assurance, and Regulation of Medicinal Marijuana and Cannabinoid Preparations (Elsevier). See also Wang et al. (2016)“Decarboxylation Study of
  • Acidic Cannabinoids A Novel Approach Using Ultra-High-Performance Supercritical Fluid
  • THC/A refers to the combined mass of THC and THCA estimated to be in the selected amount of cannabis.
  • THC/A is the total amount of THCA plus THC, sometimes signified in the literature as THC TOT ;
  • CBDA is the total amount of CBDA plus CBD, and“CBG/A” is the total amount of CBGA plus CBG. This usage may be applied when“defined dose” is stated.
  • the analytical step may be applied once, or more than once in the production process.
  • the cannabis column prior to rolling the defined dose cigarette, the cannabis column must contain the desired amounts of the selected cannabinoid(s) to result in a cigarette having the desired defined dose.
  • the representative sample and measurement technique must be sufficient to represent all samples of the process batch within the degree of variability tolerated by the overall process, which as described below is +1-5% of the defined dose of each cannabinoid.
  • the process batch may initially contain the desired amount of cannabinoid per unit mass without further adjustment.
  • the user may seek to adjust the process batch with filler to obtain the desired final potency of cannabinoids for the preparation.
  • the“filler” will be selected from among ground cannabis preparations having known cannabinoid amounts which are different from the process batch.
  • the operator will have available a series of“filler batches” with relatively higher or lower amounts and ratios of cannabinoids.
  • the operator may use as filler a purified or semi-purified cannabinoid formulation (typically in oil) to adjust the process batch to the desired potency.
  • the batch assay will allow the operator to identify by simple algorithm which amount of which filler batch(es) are required to obtain the final defined dose for the preparation before cannabis column formation.
  • the final column-ready preparation may also be batch assayed to ensure the defined dose cannabinoids are present in the proper amount by weight. Any final preparation which is not within tolerance levels is discarded or re- processed until desired cannabinoid levels are obtained.
  • the final tolerance level is within 5%, preferably within 2% and most preferably within 1% of the desired in-going amount of each cannabinoid in the preparation.
  • the tolerance optionally may be indicated to the user as part of the defined dose selected, e.g. 50mg THC +/- 5%.
  • the“defined dose” of the cannabis cigarette is an amount representing the total amount of a cannabinoid present in the whole cigarette, and may be presented with or without tolerances.
  • Preferred cannabis cigarettes of the invention have a defined dose of THC/ A of 5, 10, 15, 25, 30, 35, 40, 45, 50, 55, 60, 65, 70, 75, 80, 85, 90, 95 or lOOmg or any interval of 5 mg higher than lOOmg.
  • Preferred cannabis cigarettes of the invention have a defined dose of CBD/A of 5, 10, 15, 25, 30, 35, 40, 45, 50, 55, 60, 65, 70, 75, 80, 85, 90, 95 or lOOmg or any interval of 5 mg higher than lOOmg. Because CBG/A is typically present in amounts lower than THC/A or CBD/A, preferred cannabis cigarettes of the invention have a defined dose of CBG/A of 2.5, 5, 7.5, 10, 12.5, 15, 30, 35, 40, 45, or 50mg.
  • moisture content is relevant to the flowability and stickiness of the ground cannabis preparation prior to column formation and/or rolling, the process operator will sometimes seek to determine and possibly adjust its moisture content.
  • the moisture content of a cannabis preparation may be obtained by Karl Fischer titration, following extraction of the cannabis material in a suitable solvent such as methanol, or by heating the vaporisable material in a Stromboli sample oven. The Karl Fischer titration method is described in Fischer, K., Angew. Chem. (1935) 48 (26): 394-396.
  • Preferred cannabis sp. cultivars for use preparing the pre-rolled cigarettes of the invention include: Acapulco Gold;sammlungn red; Columbian; Hawaiian; Jamaican gold; Mexican red; Panama red; Thai stick; Amnesia; AK-47; Amnesia Haze; Blueberry; Blue Dream; Bubba Kush; Bubblegum; Critical Mass; Durban Poison; Gorilla Glue; Haze; Malawi Kush; Jack Herer; Maui Waui; Northern Lights; OG Kush; Purple Haze; and Skunk.
  • Preferred for cultivation in Canada are: Altair, Angie, CS, Carmagnola, Carmen, Deni, ESTA-l, FINOLA, Fasamo, Fedrina 74, Felina 34, Fibranova, Fibriko, Fibrimon 24, Fibrimon 56, Georgina,
  • Preferred cannabis sp. cultivars for use in preparing CBD extracts that contain little or no THC or THCA include: Charlotte’s Web and cultivars approved in Canada including CFX-l, CFX-2, CRS-l, Canda, Crag, Joey, USO 14, USO 31, X-59 (Hemp Nut), Delores, Silesia,
  • the ground cannabis preparation used to prepare the cannabis column will contain non-cannabis additives.
  • a wide range of additives may be employed. Some additives may be useful as stabilizers or binders for the cannabis column. Others may be humectants, vaporization aids, bum modifiers, and fillers known in the art.
  • a humectant is a hygroscopic substance that has an affinity to form hydrogen bonds with molecules of water and can be used to facilitate several processes in the production of cannabis products and to maintain the moisture content.
  • Suitable humectants for inclusion in a cannabis cigarette or filler material thereof according to the present invention include propylene glycol, also known as 1, 2-propanediol or propane-l,2-diol and having the formula C 3 H 8 0 2 or HO—
  • the humectant is propylene glycol.
  • the present invention provides a cannabis preparation having a moisture content of from about 3 to 5 wt %, and further comprising a humectant in an amount of at least 20 wt %.
  • flavouring agents deodorizers, scents, perfumes and colouring agents, in addition to terpene additives such as limonene and myrcene, may also be employed in certain embodiments.
  • the cannabis preparation is substantially free of toxins, contaminants, pesticides, or other factors that may lead to undesirable side effects (e.g. diacetyl, ammonia).
  • the cannabis preparation and method is designed to avoid any detectable level of diacetyl (also known as diketone) in the composition, or in smoke released under smoking conditions.
  • Diacetyl is a chemical compound with formula (CH 3 CO) 2. It is used as a flavouring agent, and classified safe to ingest, yet it may cause respiratory illnesses like symptoms associated with Popcorn Lung. It is therefore preferably avoided altogether.
  • the cannabis preparation and method is designed to avoid any detectable level of ammonia in the composition, or in smoke released under smoking conditions. High levels of ammonia may be produced from vaporizing cannabis that is grown incorrectly and it is preferably avoided. [0061] Applying the Sub-Dose Indicator
  • A“sub-dose indicator” as used herein means a signifier, an indicia, a marking, a striation, or the like, which can be visually identified by a user.
  • the segment between sub-dose indicators contains a specific sub-dose of the total defined dose of cannabinoid(s) indicated on the cigarette (or its packaging).
  • Sub-dose indicators may be evenly separated in distance along the cigarette or may be graded in an exponential or variable fashion to correspond to the shape of the cigarette (which may be cylindrical or conical) and/or the dynamics of bum rate and cannabinoid release.
  • sub-dose indicators will be applied to indicate segments having equal sub-dose amounts of cannabinoid (herein meaning“approximately equal given the acceptable tolerances of manufacture”), although being equal is not necessary so long as the relevant sub-dose can be identified.
  • the inks or dyes or naturally coloured materials used to create a dose indicator should be safe for ingestion by smoking.
  • the inks, dyes or naturally coloured materials may be approved for use on commercial cigarettes, and should preferably have no toxicity (or very limited toxicity) when burned.
  • the inks, dyes or naturally coloured materials may also be formulated to aid or at least to not interfere with the burning process of the cigarette.
  • suitable inks or dyes include, but are not limited to, arylide yellow (also known as Hansa yellow and monoazo yellow), diarylide pigments, bisaceto- acetarylide pigments, etc. Also preferred are soy-based inks.
  • the external wrapper may be in a pre-cut form of a proper size for a single cigarette, or the external wrapper can be provided in rolls of continuous length that may be used by an automated manufacturing operation that cuts the wrapper during manufacture to make several cigarettes very quickly.
  • the sub-dose indicators are preferably applied to the wrapper before the wrapping step.
  • the sub-dose indicators may be chosen to encircle the cannabis cigarette. Alternatively, they may be printed on one face only (e.g. visible from only one side). In a further alternative they may be positioned along the column such that rotation of the cigarette is needed to view all the sub-dose indicators. In some embodiments a combination of these aspects may be applied.
  • the cigarettes are manufactured by matching the proper dose of cannabinoids in the cannabis column with the wrapping papers that have the desired markings for indicating the defined dosages.
  • a low potency cannabis cigarette of 500 mg cannabis of 6% THC comprising a defined dose of 30mg THC may have only two sub-dose indicators defining three segments each comprising lOmg THC.
  • 50mg of 12% THC would contain a defined dose of
  • the wrapper selected would need to have five sub-dose indicators defining six segments in order for each segment to contain lOmg THC.
  • the operator must therefore select a pre-printed wrapper which corresponds to the potency of the cannabis product and the desired defined dose of each sub-dose indicator segment.
  • a pre-printed wrapper which corresponds to the potency of the cannabis product and the desired defined dose of each sub-dose indicator segment.
  • an operator will have a selection of pre-printed wrappers available to accommodate manufacturing of different process batches of different potency.
  • the cigarettes may be rolled with the desired cannabis column, and then appropriately marked after being manufactured.
  • a printing technique which does not
  • substantially deform the cannabis column would be preferred in such a case.
  • Laser etching post- production provides a convenient, rapid and non-damaging means to quickly generate sub-dose indicators on a cannabis cigarette.
  • Other standard printing techniques known to those skilled in the art, including spray printing, may be adapted to apply sub-dose indicators to the cigarette.
  • a printed information sheet or key may be provided with the cigarettes or at a referenced on-line site to map the sub-dose indicators if the meaning of the bands may not be immediately obvious to the user.
  • Figure 4, Figure 5a and Figure 5b provide a variety of exemplary designs for sub-dose indicators. What they share in common is that the sub-dose indicators are clearly visible, and the segment between sub-dose indicators corresponds to the sub-dose of one or more cannabinoids. Stated otherwise, each design comprises sequential sub-dose indicators (e.g. striations or markings) which define a segment of the cigarette comprising a specific sub-dose of cannabinoid. Designs may be selected to correspond to target markets representing varying levels of sophistication or field of engagement.
  • Figure 4 illustrates designs in colour or black and white, some of which are recognizable patterns.
  • Figure 5a illustrates cylindrical cigarettes (having segments of equal length) with sub-dose indicators in colour, in grey scale or in black and white. In Figure 5a the segments are also defined by the size of the dots applied.
  • Figure 5b represents a figurative design with humorous or suggestive meaning which is encompassed by the invention. It is here worth noting that certain figurative sub-dose indicators would likely be unacceptable (at least under current packaging rules in Canada ca. July 2018) as it may be considered appealing to young persons and/or because it includes the depiction of a person, character or animal, whether real or fictional. Nonetheless such a design, comprising evenly separated marks, is included in the invention, assuming the dose of cannabinoid(s) in each segment is indicated to the user via some means. Designs which evoke a positive or negative emotion about or image of, a way of life such as one that includes glamour, recreation, excitement, vitality, risk or daring may also be not permitted in certain jurisdictions. [0071] According to the invention, an enormous variety of useful and attractive sub-dose indicators may be employed, all of which are encompassed by the scope of the claims hereto.
  • Figure 6 and Figure 7 provide elegant designs which provide visual and numerical sub-dose indicators. In some embodiments these sub-dose indicators are applied to one face only of the cigarette, in other embodiments that can be applied to more than one face. In some
  • patterns, striations or other markings are incorporated into the design as a visual indicator of proximity to each sub-dose indicator.
  • Example of these are shown in Figure 6. This has the unique advantage of providing users an easy to refer to guide of progression through each segment and allows for greater control of dosage.
  • Figure 8 and Figure 9 provide visual sub-dose indicators, most of which would require reference to interpretive instructions (or packaging label) to ascertain what the particular sub-dose is in the segment because the indicators employed do not immediately convey such information compared to Figure 6 and Figure 7. In one case a corporate logo is employed to enhance brand recognition.
  • these sub-dose indicators are applied to one face only of the cigarette, whereas in other embodiments the designs can be applied to more than one face or can encircle the cigarette.
  • the wrapper of the defined dose cannabis cigarette is provided with sub-dose indicators which are disposed at spaced intervals along the length of the cigarette to indicate the dose of cannabinoids in each segment during consumption of a cigarette.
  • the bands may be spaced at uniform or graduated intervals along the cigarette using any suitable unit of measure. In preferred embodiments, the bands facilitate consistent and conscious control of the amounts of cannabinoids consumed by a user.
  • the specific amounts of cannabinoids in the cannabis column can be varied as desired, with higher amounts being provided to increase the effect, or lower doses provided to have less of an effect, with variations in-between supported as well.
  • Sub-dose indicators may indicate a sub-dose of the defined dose selected from the range of 0.5 mg to 15 mg of one or more cannabinoids.
  • the bands may indicate a sub-dose selected from the following ranges: about 0.5 mg, 1 mg, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14 or l5mg, or about any 0.5mg interval between Omg and l5mg THC, about 0.5 mg, 1 mg, 1.5, 2, 2.5, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14 or l5mg, or about any 0.5mg interval between Omg and l5mg THCA, about 0.5 mg, 1 mg, 1.5, 2, 2.5, 3, 4, 5, 6, 7, 8, 9, or lOmg, or about any 0.5mg interval between Omg and lOmg CBD, about 0.5 mg, 1 mg, 1.5, 2, 2.5, 3, 4, 5, 6, 7, 8, 9, or lOmg, about any 0.5mg interval between Omg and lOmg CBDA, about 0.5 mg, 1 mg
  • the cannabis cigarettes of the present invention have defined dosages for more than one of the foregoing compounds.
  • the cigarettes comprise from about 0 mg - 2.5 mg, or any O. lmg interval therebetween THC, about 0 mg - 2.5 mg, or any 0 lmg interval therebetween THCA, about 0 mg - 2.5 mg, or any O.lmg interval therebetween CBD, about 0 mg - 2.5 mg, or any
  • CBD A about 0 mg - 2.5 mg, or any 0 lmg interval therebetween
  • compositions are substantially free of THC-type cannabinoid compounds.
  • the cigarettes described herein comprise an“effective” amount of one or more of the cannabinoid ingredients described herein.
  • the term“effective amount” refers to an amount of the one or more cannabinoid ingredients sufficient to induce a change in an individual user.
  • An effective amount also means an amount of the one or more cannabinoid ingredients that is needed to provide a desired level of cannabinoid(s) in the bloodstream of an individual user to provide an anticipated physiological response.
  • An effective amount of a cannabinoid ingredient can be administered in one administration, or through multiple administrations of an amount that total an effective amount, preferably within a 24-hour period.
  • the effective amount can be the result of empirical and/or individualized
  • the defined dose and the sub-dose indicator may be communicated to the user on the outer packaging of the cannabis cigarettes or by automated device or on a packaging insert or key.
  • the sub-dose indicator may provide information not about the dose of cannabinoid in the cannabis column, but rather the dose of cannabinoid a user may expect to inhale upon combustion of the segment.
  • a critical part of this aspect of the invention is determination or calculation of the aerosolized dose and selecting the sub-dose indicator paper to correspond to the selected amount.
  • “aerosolized” in reference to a dose or sub-dose or one or more cannabinoids means the amount of one or more cannabinoids which is released to mainstream smoke during the combustion of a cannabis cigarette and is available for inhalation by the user.
  • the aerosolized sub- dose can be determined by the manufacturer.
  • the aerosolized sub-dose is expected to be in the range of 27.5-46.3% of the amount of the one or more cannabinoids present in the original (pre-combustion) cannabis, and will be determined specifically by the
  • Manufacturers can determine aerosolized dose that results from a selected cigarette design by trial and error, preferably using an automated smoking machine combined with measurement of the cannabinoid in the mainstream smoke. See Margham et al. (2016) Chem. Res. Toxicol. 2016, 29, 1662-1678 (DOI: l0.l02l/acs.chemrestox.6b00l88). Methods to determine the sub-dose indicator positioning are set out herein.
  • Smoking machine parameters for the measurement of cannabis cigarette smoke may be defined according to the Federal Trade Commission (FTC), International Organization for Standardization (ISO), the Health Canada Intense (HCI) smoking regime, or any other suitable parameters that can be used to generate cigarette smoke emissions for subsequent aerosolized cannabinoid measurement.
  • FTC Federal Trade Commission
  • ISO International Organization for Standardization
  • HCI Health Canada Intense
  • emissions data may be collected on a per-puff basis, or on a per-cigarette basis with the puff number recorded for each cigarette consumed during testing.
  • cannabinoids delivered during cigarette consumption may include the steps of: loading a defined- dose cannabis cigarette into a suitable smoking machine, exposing the cannabis cigarette to FTC, ISO, HCI or other suitable smoking parameters, capturing the emitted smoke using one or more collection receptacles (e.g. collection balloon, filter pad, impinger or the like), analyzing the emitted smoke to determine the amount and purity of aerosolized cannabinoid(s) from one or more puffs, and correlating the amount of aerosolized cannabinoids with sub-dose indicators or bands on the external wrapping paper of the cannabis cigarette.
  • a filter pad or similar device may be used to separate the particulate phase of the cigarette smoke during machine smoking.
  • a detachable balloon, vacuum or similar device may be used to capture the gas or vapor phase during machine smoking.
  • one or more collection receptacles may be used to collect the particulate phase and/or the gas phase from emitted smoke during machine smoking.
  • one or more collection receptacles may be used to collect the emitted smoke from a single cigarette. When more than one collection receptacle is used to capture smoke for a single cigarette, the amounts of cannabinoid(s) in each collection receptacle may be combined to yield the total amount of aerosolized cannabinoid(s) delivered by a single cigarette.
  • the captured compounds may optionally be transferred into a solvent (e.g. methanol, isopropyl alcohol) and dissolved prior to analysis.
  • a solvent e.g. methanol, isopropyl alcohol
  • Methods for analyzing the amount of aerosolized cannabinoid(s) include but are not limited to high performance liquid chromatography (HPLC), gas chromatography/mass spectrometry (GC/MS).
  • HPLC high performance liquid chromatography
  • GC/MS gas chromatography/mass spectrometry
  • GC/MS may be used to analyze the gas phase of aerosolized cannabinoids for a wide range of toxins.
  • the dose of cannabinoid in the mainstream smoke is not the same as the dose that is present in the initial cannabis column before combustion.
  • Combustion of the cigarette invokes multiple processes including pyrolysis and pyrosynthesis of cannabinoids. It also leads to the generation of sidestream smoke ( Figure 10). Combustion has the consequence that a significant portion of the cannabinoid in the original cannabis will be destroyed or lost as sidestream smoke i.e. smoke that passes from a cigarette into the surrounding air, rather than into the smoker's lungs.
  • FIG. 1 la The typical combustion of a cigarette is illustrated in Figure 1 la and Figure 1 lb. Flow of gases is illustrated from right to left (that is, the user inhales from the left end; the glowing coal is on the right end.)
  • the temperature of combustion of the dried plant material e.g. cannabis, including additives and fillers
  • Figure 1 la Temperature of gasses and aerosols as they flow through the glowing cigarette are illustrated in Figure 1 lb.
  • anerosolized includes all processes in the generation of smoke, including evaporation, combustion, aerosolization of particles, evaporation and release of cannabinoids and other volatile compounds from the dried plant material into the flowable gas stream that is inhaled by the user.
  • the sub-dose indicators may therefore be placed along the cigarette based on the expected inhaled dose, which as we have seen may be in the range of 27.5-46.3% of the actual dose in the source cannabis column.
  • manufacturers will develop products with product consistency, such as precisely calibrated cannabis source material and even density of packing.
  • products will be tested with commercially available smoking machines, using continuous combustion, or alternatively, a wide variety of puffing volumes and speeds.
  • the manufacturer can ascertain the actual aerosolized dose per length unit of the specific product.
  • Manufacturers who wish to encourage brand switching by users may optionally seek to employ the same sub-dose indicator (e.g. 0.5 mg or 1.0 mg) as a competitor (though presumably using a different marker pattern to avoid copyright and/or trademark infringement).
  • a sub-dose indicator of lOmg dose of cannabinoid in the cannabis column may be conveyed to the user as a sub-dose indicator of e.g. 4mg aerosolized cannabinoid (e.g. at the range determined between 2.75mg and 4.63 mg).
  • aerosolized dose marker One key benefit of the aerosolized dose marker would be that the consumer could compare defined doses of cannabis cigarettes to defined doses of cannabinoids across other aerosolized inhaled consumption formats such as by vaporizer oil or compressed cannabis pucks which provide defined doses by other means.
  • the invention thus allows cannabis consumption to be more predictable and safer for users across inhaled formats.
  • aerosolized sub- dose indicators also provide a basis for comparison to oral gastro/entero consumption, such as by capsules or edibles, although it is well known that consumption of cannabinoids by eating leads to significantly different metabolic effects than consumption by inhalation.
  • the user will easily identify the sub-dose indicator at or near the combustion cone at the initiation of a puff and observe the number of sub-dose indicators that are burned during the puff.
  • a simple calculation allows the user to calculate the total amount of cannabinoid inhaled from the mainstream smoke during the puff by multiplying the number of sub-dose indicators consumed by the amount of cannabinoid per dose.
  • the user can optionally ignore the combustion and side-stream smoke between puffs, as these are not normally significant contributors to the overall inhaled dose.
  • Sub-dose indicators will typically be spaced closely enough such that at the initiation of a puff there is always a sub-dose indicator conveniently nearby. Sub-dose indicators are however not so close that users need to count many multiples of sub-dose indicators each time they puff. Manufacturers can position sub-dose indicators in accordance with the needs of their target markets.
  • Filters may be absent, fixed or detachable (multi-use).
  • Figure 12 illustrates a non-limiting variety of filters that may be provided with the invention. Filters optimize the cigarette hold on the user’s lips while providing adequate intake of cannabis when the cigarette is lit. The material used for the filter cover is important, as is the filtration material employed in the interior.
  • Figure l2a illustrates a common cellulose acetate filter as typically employed as a fixed filter with a tobacco cigarette. The cellulose acetate is wrapped in tipping paper with ventilation holes applied.
  • Figure l2b illustrates a detachable multi-use filter.
  • the outer shell may be made from metal, glass or a heat resistant plastic
  • the inner filter is made of a high-quality filter material that can be re-used multiple times.
  • the filter is adapted to accommodate and hold a filterless cigarette.
  • Figure l2c illustrates a similar multi-use filter made of wood or a woody natural material.
  • a detachable filter is illustrated in patent publication EP2257949. Filters may be of any colour and may optionally be silver or gold.
  • Cigarette design 0.50 grams cannabis. 10% THC (w/w). 58 mm long burnable column (conical format; fixed filter). _ WO 2020/016660 _ _ PCT/IB2019/000864
  • Cigarette design 0.33 grams cannabis. 9% CBD (w/w). 58 mm long burnable column (conical format; fixed filter).
  • Cigarette design 0.40 grams cannabis, 10% THC (w/w). 70 mm long burnable column (cylindrical format; no filter).
  • Cigarette design 0.50 grams cannabis, 5% CBD (w/w). 72 mm long burnable column (cylindrical column; no filter).
  • the cigarette is formed using about 300 mg of dried flower of the cannabis variety Purple X Chemo.
  • the defined dose of principal cannabinoids and principal terpenes in this cigarette are:
  • the sub-dose indicators define segments of the cigarette. In one embodiment, 9 equal volume segments are defined, and each segment comprises 5 mg of THC/A and approximately
  • Cigarette design 0.33 grams cannabis (Purple X Chemo l5%THC/A; 4.5% CBG/A). 58 mm long burnable column (conical format; fixed filter).
  • Example 6 modifies Example 6 to provide the“aerosolized” sub-dose indicators for the same Cigarette design: 0.33 grams cannabis (Purple X Chemo l5%THC/A; 4.5% CBG/A). 58 mm long burnable column (conical format; fixed filter).

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  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyrane Compounds (AREA)
  • Cigarettes, Filters, And Manufacturing Of Filters (AREA)

Abstract

L'invention concerne des cigarettes de cannabis à dose définie qui comprennent une dose totale d'un ou de plusieurs cannabinoïdes, la dose définie étant de 0,1 à 225 mg d'acide tétrahydrocannabinolique (THCA); de 0,1 à 225 mg de tétrahydrocannabinol (THC); de 0,1 à 125 mg d'acide cannabidiolique (CBDA); de 0,1 à 125 mg de cannabidiol (CBD); de 0,1 à 50 mg d'acide cannabigérolique (CBGA); et de 0,1 à 50 mg de cannabigérol (CBG). Le cannabis est disposé à l'intérieur d'une enveloppe qui comprend au moins deux indicateurs de sous-dose qui indiquent à un utilisateur une sous-dose d'un ou de plusieurs cannabinoïdes contenus dans un segment de la cigarette entre des indicateurs de sous-dose.
PCT/IB2019/000864 2018-07-19 2019-07-18 Cigarette de cannabis à marquages de dose WO2020016660A2 (fr)

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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2021173574A1 (fr) * 2020-02-24 2021-09-02 Top Shelf Tobacco Services Limited Adhésif pour cigarette comprenant des substances médicinales ou récréatives
EP3912485A1 (fr) * 2020-05-18 2021-11-24 Del-Vis Sp. z o.o. Produit cigarette et procede de fabrication du produit
EP3903606A3 (fr) * 2020-04-30 2022-02-23 Swisher International, Inc. Machine pour emballer un matériau à fumer dans une enveloppe, dispositif d'alimentation pour la machine et produit à fumer à partir de ceux-ci
WO2023041586A1 (fr) * 2021-09-20 2023-03-23 Jt International Sa Enveloppe d'article de génération d'aérosol gravée au laser, articles de génération d'aérosol comprenant une telle enveloppe, et leur procédé de fabrication
WO2023115213A1 (fr) * 2021-12-21 2023-06-29 Hexo Operations Inc. Procédé de production de pré-roulés de cannabis

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US8069861B2 (en) * 2006-12-18 2011-12-06 Sinclair Jr Daniel S Method and apparatus for preparing a finished tobacco product including special form casings and sheet configurations
WO2011129701A1 (fr) * 2010-04-16 2011-10-20 Mark Rooijakkers Filtre pour cigarette ou joint
ES2536954T3 (es) * 2011-10-21 2015-06-01 Philip Morris Products S.A. Artículo para fumar que tiene una cavidad de extremo de boca con marcas
CA2867314A1 (fr) * 2013-10-08 2014-12-09 Darrin B. Farrow Papiers a rouler avec indications medicinales
US11076634B2 (en) * 2017-09-12 2021-08-03 Element Extreme Llc Metered smoking apparatus

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2021173574A1 (fr) * 2020-02-24 2021-09-02 Top Shelf Tobacco Services Limited Adhésif pour cigarette comprenant des substances médicinales ou récréatives
EP3903606A3 (fr) * 2020-04-30 2022-02-23 Swisher International, Inc. Machine pour emballer un matériau à fumer dans une enveloppe, dispositif d'alimentation pour la machine et produit à fumer à partir de ceux-ci
EP3912485A1 (fr) * 2020-05-18 2021-11-24 Del-Vis Sp. z o.o. Produit cigarette et procede de fabrication du produit
WO2021234496A1 (fr) * 2020-05-18 2021-11-25 Del-Vis Sp. Z O.O. Produit de cigarette et son procédé de fabrication
WO2023041586A1 (fr) * 2021-09-20 2023-03-23 Jt International Sa Enveloppe d'article de génération d'aérosol gravée au laser, articles de génération d'aérosol comprenant une telle enveloppe, et leur procédé de fabrication
WO2023115213A1 (fr) * 2021-12-21 2023-06-29 Hexo Operations Inc. Procédé de production de pré-roulés de cannabis

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