WO2010132444A2 - Method and device for flavoring smokeless tobacco - Google Patents

Method and device for flavoring smokeless tobacco Download PDF

Info

Publication number
WO2010132444A2
WO2010132444A2 PCT/US2010/034381 US2010034381W WO2010132444A2 WO 2010132444 A2 WO2010132444 A2 WO 2010132444A2 US 2010034381 W US2010034381 W US 2010034381W WO 2010132444 A2 WO2010132444 A2 WO 2010132444A2
Authority
WO
WIPO (PCT)
Prior art keywords
flavor
composite
tobacco
coating
flavorant
Prior art date
Application number
PCT/US2010/034381
Other languages
French (fr)
Other versions
WO2010132444A3 (en
Inventor
Frank Atchley
Original Assignee
U.S. Smokeless Tobacco Company Llc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by U.S. Smokeless Tobacco Company Llc filed Critical U.S. Smokeless Tobacco Company Llc
Priority to RU2011150186/12A priority Critical patent/RU2536214C2/en
Priority to BRPI1010548A priority patent/BRPI1010548A2/en
Priority to EP10775400A priority patent/EP2429321A4/en
Priority to JP2012510934A priority patent/JP2012526553A/en
Priority to CA2761737A priority patent/CA2761737A1/en
Publication of WO2010132444A2 publication Critical patent/WO2010132444A2/en
Publication of WO2010132444A3 publication Critical patent/WO2010132444A3/en

Links

Classifications

    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18Treatment of tobacco products or tobacco substitutes
    • A24B15/28Treatment of tobacco products or tobacco substitutes by chemical substances
    • A24B15/281Treatment of tobacco products or tobacco substitutes by chemical substances the action of the chemical substances being delayed
    • A24B15/283Treatment of tobacco products or tobacco substitutes by chemical substances the action of the chemical substances being delayed by encapsulation of the chemical substances
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/70Fixation, conservation, or encapsulation of flavouring agents
    • A23L27/72Encapsulation
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B13/00Tobacco for pipes, for cigars, e.g. cigar inserts, or for cigarettes; Chewing tobacco; Snuff
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18Treatment of tobacco products or tobacco substitutes
    • A24B15/186Treatment of tobacco products or tobacco substitutes by coating with a coating composition, encapsulation of tobacco particles
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18Treatment of tobacco products or tobacco substitutes
    • A24B15/28Treatment of tobacco products or tobacco substitutes by chemical substances
    • A24B15/30Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
    • A24B15/302Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances by natural substances obtained from animals or plants
    • A24B15/303Plant extracts other than tobacco

Definitions

  • the present invention relates to a method and device for flavoring tobacco products.
  • the present invention relates to a method and device for extended release of flavor in smokeless tobacco products using encapsulation technology.
  • Smokeless tobaccos products are orally consumed without subjecting the product to combustion. These products are manufactured in a variety of forms including chewing tobacco, dry snuff and moist snuff. Generally, these types of products are made as follows with the steps being in no particular order: cutting or grinding the tobacco into a suitable size; dipping or spraying the tobacco with a casing solution; partially drying the cased tobacco; holding the tobacco in containers for a period of time; and packaging the tobacco. See, for example, U.S. Pat. Nos. 4,528,993; 4,660,577; and 4,987,907; the specifications, drawings and complete disclosures of which are incorporated herein by specific reference for all purposes.
  • smokeless tobacco is a smokeless tobacco product comprising chopped and/or shredded tobacco. MST is placed into the mouth by an adult consumer and typically removed from the mouth at some point following placement. Some smokeless tobacco products may have organoleptic properties that do not appeal to some consumers. To provide a variety of products with different taste characteristics, chewing tobacco and snuffs are often treated with a variety of flavorants and other flavor enhancing materials. In some cases, smokeless tobacco products are flavored with liquid flavorants to provide, for example, peppermint, spearmint, cinnamon, apple, peach, whiskey, or wintergreen flavor, among others.
  • liquid flavorants for example, peppermint, spearmint, cinnamon, apple, peach, whiskey, or wintergreen flavor, among others.
  • a common problem encountered with the application of flavorants to smokeless tobacco products is the loss of flavor over time with exposure to moisture, oxidation, basic pH, evaporation, and the like.
  • Most commercial encapsulated coatings are not sufficiently stable in moist smokeless tobacco products because the protective shell coating degrades relatively rapidly with time and releases flavor before the adult consumer has an opportunity to consume the product to a desired end point. The flavor is then subject to oxidative and chemical degradation, and the result is a minimally sustainable release of flavor and/or a reduced effective shelf life.
  • the issue in using encapsulation technologies to flavor smokeless tobacco is twofold: flavor stability and flavor release.
  • the typical spray-dried, compacted, maltodextrin-based encapsulated flavors work in a dry environment where a flavored product usually has a 5% to 7% moisture content. They are stable but readily release flavor in the mouth.
  • Smokeless tobacco products typically have a moisture content of 30% or more. Immediate flavor release is important in all products. Dry products do not usually need "front-end” release, but need release in the approximately 5 to 10 minute range. Moist products do need immediate "front-end” release, yet also need gradual release throughout usage. It is a challenge to balance flavor stability during storage and appropriate flavor release during use by an adult consumer.
  • Figure 1 shows a cutaway view of an encapsulated flavorant in accordance with an exemplary embodiment of the present invention.
  • Figure 2 shows the average relative estimated cumulative concentration of cinnamaldehyde in samples measured from aqueous artificial saliva fractions collected from flow-through dissolution.
  • Figure 3 shows the estimated release rates based on best-fit exponential trend-lines applied to cumulative release profiles of cinnamaldehyde.
  • Figure 4 shows the average relative estimated cumulative concentration of methyl salicylate in samples measured from aqueous artificial saliva fractions collected from flow- through dissolution.
  • Figure 5 shows the relative cumulative concentration of saccharin in samples measured in aqueous artificial saliva fractions from flow-through dissolution.
  • the device comprises an encapsulated flavorant for use with smokeless tobacco and other products with high moisture content (e.g., 30% or more).
  • the encapsulated flavorant comprises a core 2 encapsulated with a coating 8.
  • the core 2 comprises a carrier coated or loaded with a flavorant.
  • Flavorants include, but are not limited to, methyl salicylate (oil of wintergreen), cinnamon (e.g., cinnamon oil), peppermint (e.g., peppermint oil), and spearmint (oil of spearmint). Flavorants may include a single flavorant, or a combination of flavorants. Flavorants also may include one or more sweeteners, including artificial sweeteners such as, but not limited to, saccharin or aspartame.
  • the carrier may be of any suitable size or shape, and formed of any suitable material.
  • the carrier is of a size and shape corresponding to the cut of the tobacco product with which the encapsulated flavorant will be mixed or blended. The size and shape depends on the tobacco product size to prevent segregation.
  • the carrier is formed from silica, and is roughly spherical in shape, with a particle size of 125 to 1000 ⁇ m.
  • the carrier is formed from beet fiber, citrus fiber, coffee beans, silica, artificial sweetener (including, but not limited to, saccharin or aspartame), ground cinnamon, other spices or tobacco, or some combination thereof.
  • the carrier is loaded with a flavorant, which is plated onto, agglomerated with, or absorbed into the carrier.
  • the amount of flavor loading i.e., the amount of flavor as compared to the total weight of the carrier and flavorant
  • flavor loading on the carrier is in the range of approximately 10% to approximately 60% by weight. In another embodiment, flavor loading is approximately 20% to approximately 30% by weight.
  • the coating 8 may be any suitable coating that is relatively stable in contact with smokeless tobacco or other product with moisture content.
  • the coating is a lipid that continuously coats the core 2.
  • the lipid coating may be a monoglyceride or triglyceride, or some combination thereof.
  • the coating is hydrogenated soybean oil.
  • the coating may further include coloring agents, so that the color of the encapsulated flavorant matches or blends with the tobacco product with which it will be mixed.
  • the coating may comprise a gelatin or carbohydrate-based coating.
  • the encapsulation process may be any encapsulation process known in the art, including spray chilling, spray drying, spinning disk, coacervation, or some form of fluid bed process.
  • the resulting encapsulated flavorant is mixed with various blends of tobacco product. Liquid flavorants or sweeteners also may be used in the blend.
  • the encapsulated flavorant has a higher stability in the pH, high moisture, and high salt environment formed while in contact with the tobacco product (or other product with moisture content) during storage, yet releases the flavor over time when the product is used.
  • the melting point of the encapsulated flavorant is 135° F, or above.
  • a coating as described above may be used in conjunction with a core comprising an artificial sweetener in whole or in part.
  • the artificial sweetener may comprise a single type of artificial sweetener or a combination of two or more artificial sweeteners. Artificial sweetener also may be applied to a core in the same manner as a flavorant, as described above.
  • the weight ratio of sweetener to coating may vary, with the sweetener comprising from approximately 10% to approximately 90% by weight. In one embodiment, the ratio may be approximately 50% sweetener, 50% coating. In another embodiment, the ratio may be approximately 70% sweetener, 30% coating. A flavorant may or may not be used. Liquid flavorants or sweeteners may be mixed with the encapsulated sweetener in various blends of tobacco products.
  • tobacco refers to any part, e.g., leaves or lamina and stems, of burley, dark air-cured, dark-fired, flue cured, oriental, cigar filler or wrapper, and rare and/or specialty tobaccos.
  • Tobacco suitable for use in the invention can be whole leaves or stems, or the tobacco may be shredded, cut, or otherwise processed.
  • the cut of the tobacco also may vary; in one embodiment, a long cut tobacco is used. Long cut tobacco typically has an average length of approximately 5/16 of an inch. Shorter cut lengths are used to make snuff products and longer cut lengths are used to make extra long cut products.
  • Tobacco may be in the form of a finished smokeless tobacco product, including but not limited to, moist snuff, dry snuff, or chewing tobacco.
  • tobacco can be fermented or unfermented tobaccos, cured (e.g., air cured), burley, dark, dark- fired, flue cured, oriental, and cigar filler or wrapper.
  • the tobacco can be mixed with other additives or flavors as known in the smokeless tobacco art.
  • the percentages used herein with respect to tobacco may be with respect to tobacco alone or to tobacco in combination with various known additives.
  • Chewing tobacco and snuffs are often treated with any of a number of flavors to diminish some of the less desirable taste characteristics sometimes associated with the tobacco.
  • the addition of flavors requires solvent systems for spraying, which are generally added during the preparation process of tobacco products.
  • the method of spraying can be costly and the flavor can sometimes deteriorate during product preparation and upon storage.
  • the tobacco can be chopped or ground to an appropriate size depending on the type of smokeless tobacco product being made.
  • the material can be further separated based on size by passing the cut tobacco over a screen for sizing.
  • the methods of chopping or grinding of the tobacco may be accomplished using the methods known in the art for that purpose.
  • the moisture content, the pH, and the salt concentration of tobacco is critical in preparing palatable flavored smokeless tobacco. Moisture content, pH, and salt concentration of tobacco can be measured using methods known to those of skill in the art.
  • Tobacco suitable for use in the invention typically has a moisture content of between 25% and 60%, e.g., at least 25%, 30%, 35%, 40%, 45%, 50%, 55%, or 60%; a pH of between 7.0 and 8.5, e.g., at least 7, or 8; and a salt concentration of between 1% and 10%, e.g., at least 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, or 10%.
  • Example 1 An encapsulated flavorant was formed by plating a cinnamon flavorant on a silicon dioxide carrier and encapsulating using the fluid bed process. Three variations of an encapsulating coating were used: 100% monoglyceride; 50% monoglyceride:50% triglyceride; and 100% triglyceride. The melting point for all three variations was 135° F.
  • Example 2 An encapsulated flavorant was formed by plating a cinnamon flavorant on a silicon dioxide carrier and encapsulating using the fluid bed process. The coating was 100% triglyceride with a melting point of 135° F. Two variations of colorant were added: red and brown.
  • Example 3 An encapsulated flavorant was formed by plating a cinnamon flavorant on a silicon dioxide carrier and encapsulating using the fluid bed process. The coating was 100% triglyceride with a melting point of 160° F. Two variations of colorant were added: red and brown.
  • Example 4 An encapsulated flavorant was formed by plating a cinnamon flavorant on a silicon dioxide carrier and encapsulating using the fluid bed process. The coating was 100% triglyceride with a melting point of 160° F. Two variations of colorant were added: red and brown.
  • An encapsulated flavorant was formed by plating a wintergreen flavorant on a silicon dioxide carrier and encapsulating using the fluid bed process.
  • the coating was 100% triglyceride with a melting point of 160° F.
  • Variants of brown colorant were added.
  • Sweeteners such as, but not limited to, Sucralose, saccharin, Aspartame and Ace K, also were added.
  • An encapsulated flavorant was formed by agglomerating a cinnamon flavorant with a tobacco particle carrier and encapsulating using the fluid bed process. Three variations of an encapsulating coating were used: 100% monoglyceride; 50% monoglyceride:50% Triglyceride; and 100% triglyceride. The melting point for all three variations was 135° F.
  • An encapsulated flavorant was formed by agglomerating a cinnamon flavorant with a tobacco particle carrier and encapsulating using the fluid bed process.
  • the coating was 100% monoglyceride with a melting point of 135° F.
  • Variations of an artificial sweetener were added, including, but not limited to, sucralose.
  • An encapsulated flavorant was formed by agglomerating a wintergreen flavorant with a tobacco particle carrier and an artificial sweetener to form a particle size of approximately 1 mm to 3 mm and encapsulating the particles using the fluid bed process.
  • the coating was 50% monoglyceride:50% triglyceride with a melting point of 135° F.
  • the final product comprises
  • tobacco particle carrier 15 ⁇ m to 30 ⁇ m in size
  • 10% wintergreen flavorant 4.8% silicon dioxide (used as a seed in the agglomeration process)
  • 0.2% sweetener 0.2%
  • An encapsulated flavorant was formed by agglomerating a wintergreen flavorant with a tobacco particle carrier and an artificial sweetener to form a particle size of approximately 1 mm to 3 mm and encapsulating the particles using the fluid bed process.
  • the coating was 50% monoglyceride:50% triglyceride with a melting point of 135° F.
  • the final product comprises
  • tobacco particle carrier approximately 200 ⁇ m in size
  • 10% wintergreen flavorant 4.8% silicon dioxide (used as a seed in the agglomeration process)
  • 0.2% sweetener 0.2%
  • An encapsulated flavorant was formed by agglomerating a wintergreen flavorant with a tobacco particle carrier and an artificial sweetener to form a particle size of approximately 1 mm to 3 mm and encapsulating the particles using the fluid bed process.
  • the coating was 50% monoglyceride:50% triglyceride with a melting point of 135° F.
  • the final product comprises 45% (by weight) of tobacco particle carrier (approximately 200 ⁇ m in size), 10% wintergreen flavorant, 4.8% silicon dioxide (used as a seed in the agglomeration process), 0.2% sweetener, and 40% coating.
  • Example 10 An encapsulated flavorant was formed by agglomerating a wintergreen flavorant with a tobacco particle carrier and an artificial sweetener to form a particle size of approximately 1 mm to 3 mm and encapsulating the particles using the fluid bed process.
  • the coating was 50% monoglyceride:50% triglyceride with a melting point of 135° F.
  • the final product comprises 55% (by weight) of tobacco particle carrier (approximately 200 ⁇ m in size), 10% wintergreen flavorant, 4.8% silicon dioxide (used as a seed in the agglomeration process), 0.2% sweetener, and 30% coating.
  • tobacco particle carrier approximately 200 ⁇ m in size
  • 10% wintergreen flavorant 4.8% silicon dioxide (used as a seed in the agglomeration process)
  • 0.2% sweetener 0.2%
  • 250 ⁇ m may be used for "long cuts.”
  • Other mesh sizes should match or be
  • compositions by approximate weight percent:
  • lipid coating 35:65 triglyceride:monoglyceride
  • methyl salicylate wintergreen flavorant
  • silica carrier
  • the ratio of triglyceride to monoglyceride in the lipid coatings in these exemplary samples can vary from 100% triglyceride to 100% monoglyceride. Possible ratios include, but are not limited to, 100:0, 90:10, 80:20, 75:25, 50:50 and 0:100 triglyceride:monoglyceride.
  • Lipid-based coatings are the most successful in moist products, such as smokeless tobacco. These comprise combinations of coating shells around flavor- absorbed silica or other carriers. Thickness of the coating provides more stability.
  • the system may use liquid flavor in combination with multiple time -released encapsulated flavorants. The liquid flavor provides immediate flavor release, and the encapsulated flavorants provide longer sustained flavor release during the chewing experience.
  • Flavor extraction tests demonstrates the utility of the encapsulated flavorant or artificial sweetener. Flavor extraction tests were conducted on a variety of flavorants, as discussed below and as depicted in Figures 2, 3, 4 and 5.
  • cinnamon flavor extraction by flow-through dissolution testing was performed on three samples having the same flavor load:
  • the resulting release profiles for cinnamaldehyde from the samples are plotted as relative average concentration versus time and are shown in Figures 2 and 3. Rate of release and total amount of cinnamaldehyde released was found to be higher for sample 9A relative to samples 9B and 9C.
  • wintergreen flavor extraction by flow-through dissolution testing was performed on nine samples:
  • Sample 1OG comprises liquid flavor (3%) added to the product, and serves as a control.
  • Samples 1OA, 1OB, and 1OC comprise liquid flavor (2.6%) added to the product.
  • Sample 1OD comprises liquid flavor (2.6%) added to the product with a triglyceride:monoglyceride blend of encapsulated flavor (0.4% equivalent flavor).
  • Sample 1OE comprises liquid flavor (2.6%) added to the product with a different triglyceride:monoglyceride blend of encapsulated flavor (0.4% equivalent flavor).
  • Sample 1OF comprises liquid flavor (2.6%) added to the product with a 90:10 triglyceride:monoglyceride blend of encapsulated flavor (0.4% equivalent flavor).
  • Results are depicted in Figure 4 and demonstrate the improved flavor release of the encapsulated flavorants.
  • Sample HG comprises liquid flavor (2.6%) added to the product, and serves as a control.
  • Samples HA, HB, and HC comprise encapsulated saccharin added to the product, with 50% of the total saccharin encapsulated.
  • the encapsulated saccharin coating in samples HA and HB comprises a triglyceride:monoglyceride blend, while the coating in sample HC comprises a 90:10 triglyceride:monoglyceride blend.
  • the percentage of saccharin in the encapsulate for samples HA, HB and HC is 55.5%, 68.0%, and 76.1%, respectively.
  • Sample HD comprises liquid flavor (2.6%) added to the product with a triglyceride:monoglyceride blend of encapsulated flavor (1.56% equivalent flavor).
  • Sample HE comprises liquid flavor (2.6%) added to the product with a different triglycerideimonoglyceride blend of encapsulated flavor (1.17% equivalent flavor).
  • Sample HF comprises liquid flavor (2.6%) added to the product with a 90:10 triglycerideimonoglyceride blend of encapsulated flavor (1.17% equivalent flavor).

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Toxicology (AREA)
  • Botany (AREA)
  • Agronomy & Crop Science (AREA)
  • Nutrition Science (AREA)
  • Engineering & Computer Science (AREA)
  • Food Science & Technology (AREA)
  • Polymers & Plastics (AREA)
  • Manufacture Of Tobacco Products (AREA)

Abstract

An encapsulated flavorant or artificial sweetener for use with smokeless tobacco and related products. The encapsulated flavorant or artificial sweetener comprises a core encapsulated with a lipid-based coating that provides stability when in contact with tobacco, yet releases flavor over time when the product is used. The core comprises a carrier, such as silica, tobacco, beet fiber, citrus fiber, artificial sweetener, or the like, coated or loaded with a flavorant. Flavor loading may be in the range of approximately 10% to 60%, by weight. Flavorants include, but are not limited to, methyl salicylate (oil of wintergreen), cinnamon (e.g., cinnamon oil), peppermint (e.g., peppermint oil), and spearmint (oil of spearmint).

Description

METHOD AND DEVICE FOR FLAVORING SMOKELESS TOBACCO
This application claims benefit of and priority to U.S. Provisional Application No. 61/177,238, filed May 11, 2009, by Frank S. Atchley, U.S. Provisional Application No. 61/181,266, filed May 26, 2009, by Frank S. Atchley, and U.S. Utility Application No. 12/777,838, filed May 11, 2010, and is entitled to those filing dates for priority. The specifications, figures and complete disclosures of U.S. Provisional Application Nos. 61/177,238; 61/181,266; and 12/777,838 are incorporated herein by specific reference for all purposes.
FIELD The present invention relates to a method and device for flavoring tobacco products.
More particularly, the present invention relates to a method and device for extended release of flavor in smokeless tobacco products using encapsulation technology.
BACKGROUND
Smokeless tobaccos products are orally consumed without subjecting the product to combustion. These products are manufactured in a variety of forms including chewing tobacco, dry snuff and moist snuff. Generally, these types of products are made as follows with the steps being in no particular order: cutting or grinding the tobacco into a suitable size; dipping or spraying the tobacco with a casing solution; partially drying the cased tobacco; holding the tobacco in containers for a period of time; and packaging the tobacco. See, for example, U.S. Pat. Nos. 4,528,993; 4,660,577; and 4,987,907; the specifications, drawings and complete disclosures of which are incorporated herein by specific reference for all purposes.
Many orally-delivered forms of smokeless tobacco exist, including, but not limited to, moist smokeless tobacco, chewing tobacco, plug tobacco, snuff, snus, films, capsules, and tablets. Moist smokeless tobacco ("MST") is a smokeless tobacco product comprising chopped and/or shredded tobacco. MST is placed into the mouth by an adult consumer and typically removed from the mouth at some point following placement. Some smokeless tobacco products may have organoleptic properties that do not appeal to some consumers. To provide a variety of products with different taste characteristics, chewing tobacco and snuffs are often treated with a variety of flavorants and other flavor enhancing materials. In some cases, smokeless tobacco products are flavored with liquid flavorants to provide, for example, peppermint, spearmint, cinnamon, apple, peach, whiskey, or wintergreen flavor, among others.
A common problem encountered with the application of flavorants to smokeless tobacco products is the loss of flavor over time with exposure to moisture, oxidation, basic pH, evaporation, and the like. Most commercial encapsulated coatings are not sufficiently stable in moist smokeless tobacco products because the protective shell coating degrades relatively rapidly with time and releases flavor before the adult consumer has an opportunity to consume the product to a desired end point. The flavor is then subject to oxidative and chemical degradation, and the result is a minimally sustainable release of flavor and/or a reduced effective shelf life.
The issue in using encapsulation technologies to flavor smokeless tobacco is twofold: flavor stability and flavor release. The typical spray-dried, compacted, maltodextrin-based encapsulated flavors work in a dry environment where a flavored product usually has a 5% to 7% moisture content. They are stable but readily release flavor in the mouth. Smokeless tobacco products, on the other hand, typically have a moisture content of 30% or more. Immediate flavor release is important in all products. Dry products do not usually need "front-end" release, but need release in the approximately 5 to 10 minute range. Moist products do need immediate "front-end" release, yet also need gradual release throughout usage. It is a challenge to balance flavor stability during storage and appropriate flavor release during use by an adult consumer.
BRIEF DESCRIPTION OF THE DRAWINGS
Figure 1 shows a cutaway view of an encapsulated flavorant in accordance with an exemplary embodiment of the present invention.
Figure 2 shows the average relative estimated cumulative concentration of cinnamaldehyde in samples measured from aqueous artificial saliva fractions collected from flow-through dissolution.
Figure 3 shows the estimated release rates based on best-fit exponential trend-lines applied to cumulative release profiles of cinnamaldehyde.
Figure 4 shows the average relative estimated cumulative concentration of methyl salicylate in samples measured from aqueous artificial saliva fractions collected from flow- through dissolution.
Figure 5 shows the relative cumulative concentration of saccharin in samples measured in aqueous artificial saliva fractions from flow-through dissolution.
DETAILED DESCRIPTION OF EXEMPLARY EMBODIMENTS In one exemplary embodiment, the device comprises an encapsulated flavorant for use with smokeless tobacco and other products with high moisture content (e.g., 30% or more).
The encapsulated flavorant comprises a core 2 encapsulated with a coating 8. The core 2 comprises a carrier coated or loaded with a flavorant. Flavorants include, but are not limited to, methyl salicylate (oil of wintergreen), cinnamon (e.g., cinnamon oil), peppermint (e.g., peppermint oil), and spearmint (oil of spearmint). Flavorants may include a single flavorant, or a combination of flavorants. Flavorants also may include one or more sweeteners, including artificial sweeteners such as, but not limited to, saccharin or aspartame.
The carrier may be of any suitable size or shape, and formed of any suitable material. In one exemplary embodiment, the carrier is of a size and shape corresponding to the cut of the tobacco product with which the encapsulated flavorant will be mixed or blended. The size and shape depends on the tobacco product size to prevent segregation. In one particular embodiment, the carrier is formed from silica, and is roughly spherical in shape, with a particle size of 125 to 1000 μm. In other embodiments, the carrier is formed from beet fiber, citrus fiber, coffee beans, silica, artificial sweetener (including, but not limited to, saccharin or aspartame), ground cinnamon, other spices or tobacco, or some combination thereof.
The carrier is loaded with a flavorant, which is plated onto, agglomerated with, or absorbed into the carrier. The amount of flavor loading (i.e., the amount of flavor as compared to the total weight of the carrier and flavorant) can vary. In one exemplary embodiment, flavor loading on the carrier is in the range of approximately 10% to approximately 60% by weight. In another embodiment, flavor loading is approximately 20% to approximately 30% by weight.
The coating 8 may be any suitable coating that is relatively stable in contact with smokeless tobacco or other product with moisture content. In one exemplary embodiment, the coating is a lipid that continuously coats the core 2. The lipid coating may be a monoglyceride or triglyceride, or some combination thereof. In one exemplary embodiment, the coating is hydrogenated soybean oil. The coating may further include coloring agents, so that the color of the encapsulated flavorant matches or blends with the tobacco product with which it will be mixed. In other embodiments, the coating may comprise a gelatin or carbohydrate-based coating. The encapsulation process may be any encapsulation process known in the art, including spray chilling, spray drying, spinning disk, coacervation, or some form of fluid bed process. Examples of encapsulation processes are described in U.S. Pat. Nos. 3,913,847; 6,153,236; 6,251,478; 6,312,741; 6,616,954; 6,673,383; 6,797,291; and 6,835,397; the specifications, drawings and complete disclosures of which are incorporated herein by specific reference for all purposes.
The resulting encapsulated flavorant is mixed with various blends of tobacco product. Liquid flavorants or sweeteners also may be used in the blend. The encapsulated flavorant has a higher stability in the pH, high moisture, and high salt environment formed while in contact with the tobacco product (or other product with moisture content) during storage, yet releases the flavor over time when the product is used. In one exemplary embodiment, the melting point of the encapsulated flavorant is 135° F, or above.
In another exemplary embodiment, a coating as described above may be used in conjunction with a core comprising an artificial sweetener in whole or in part. The artificial sweetener may comprise a single type of artificial sweetener or a combination of two or more artificial sweeteners. Artificial sweetener also may be applied to a core in the same manner as a flavorant, as described above. The weight ratio of sweetener to coating may vary, with the sweetener comprising from approximately 10% to approximately 90% by weight. In one embodiment, the ratio may be approximately 50% sweetener, 50% coating. In another embodiment, the ratio may be approximately 70% sweetener, 30% coating. A flavorant may or may not be used. Liquid flavorants or sweeteners may be mixed with the encapsulated sweetener in various blends of tobacco products. As used herein, "tobacco" refers to any part, e.g., leaves or lamina and stems, of burley, dark air-cured, dark-fired, flue cured, oriental, cigar filler or wrapper, and rare and/or specialty tobaccos. Tobacco suitable for use in the invention can be whole leaves or stems, or the tobacco may be shredded, cut, or otherwise processed. The cut of the tobacco also may vary; in one embodiment, a long cut tobacco is used. Long cut tobacco typically has an average length of approximately 5/16 of an inch. Shorter cut lengths are used to make snuff products and longer cut lengths are used to make extra long cut products. Tobacco may be in the form of a finished smokeless tobacco product, including but not limited to, moist snuff, dry snuff, or chewing tobacco. For example, tobacco can be fermented or unfermented tobaccos, cured (e.g., air cured), burley, dark, dark- fired, flue cured, oriental, and cigar filler or wrapper. The tobacco can be mixed with other additives or flavors as known in the smokeless tobacco art. Hence, the percentages used herein with respect to tobacco may be with respect to tobacco alone or to tobacco in combination with various known additives.
Chewing tobacco and snuffs are often treated with any of a number of flavors to diminish some of the less desirable taste characteristics sometimes associated with the tobacco. The addition of flavors requires solvent systems for spraying, which are generally added during the preparation process of tobacco products. The method of spraying can be costly and the flavor can sometimes deteriorate during product preparation and upon storage.
After choosing an appropriate tobacco type, the tobacco can be chopped or ground to an appropriate size depending on the type of smokeless tobacco product being made. The material can be further separated based on size by passing the cut tobacco over a screen for sizing. The methods of chopping or grinding of the tobacco may be accomplished using the methods known in the art for that purpose. As described herein, the moisture content, the pH, and the salt concentration of tobacco is critical in preparing palatable flavored smokeless tobacco. Moisture content, pH, and salt concentration of tobacco can be measured using methods known to those of skill in the art. Tobacco suitable for use in the invention typically has a moisture content of between 25% and 60%, e.g., at least 25%, 30%, 35%, 40%, 45%, 50%, 55%, or 60%; a pH of between 7.0 and 8.5, e.g., at least 7, or 8; and a salt concentration of between 1% and 10%, e.g., at least 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, or 10%.
EXAMPLES
Example 1 An encapsulated flavorant was formed by plating a cinnamon flavorant on a silicon dioxide carrier and encapsulating using the fluid bed process. Three variations of an encapsulating coating were used: 100% monoglyceride; 50% monoglyceride:50% triglyceride; and 100% triglyceride. The melting point for all three variations was 135° F.
Example 2 An encapsulated flavorant was formed by plating a cinnamon flavorant on a silicon dioxide carrier and encapsulating using the fluid bed process. The coating was 100% triglyceride with a melting point of 135° F. Two variations of colorant were added: red and brown.
Example 3 An encapsulated flavorant was formed by plating a cinnamon flavorant on a silicon dioxide carrier and encapsulating using the fluid bed process. The coating was 100% triglyceride with a melting point of 160° F. Two variations of colorant were added: red and brown. Example 4
An encapsulated flavorant was formed by plating a wintergreen flavorant on a silicon dioxide carrier and encapsulating using the fluid bed process. The coating was 100% triglyceride with a melting point of 160° F. Variants of brown colorant were added. Sweeteners, such as, but not limited to, Sucralose, saccharin, Aspartame and Ace K, also were added.
Example 5
An encapsulated flavorant was formed by agglomerating a cinnamon flavorant with a tobacco particle carrier and encapsulating using the fluid bed process. Three variations of an encapsulating coating were used: 100% monoglyceride; 50% monoglyceride:50% Triglyceride; and 100% triglyceride. The melting point for all three variations was 135° F.
Example 6
An encapsulated flavorant was formed by agglomerating a cinnamon flavorant with a tobacco particle carrier and encapsulating using the fluid bed process. The coating was 100% monoglyceride with a melting point of 135° F. Variations of an artificial sweetener were added, including, but not limited to, sucralose.
Example 7
An encapsulated flavorant was formed by agglomerating a wintergreen flavorant with a tobacco particle carrier and an artificial sweetener to form a particle size of approximately 1 mm to 3 mm and encapsulating the particles using the fluid bed process. The coating was 50% monoglyceride:50% triglyceride with a melting point of 135° F. The final product comprises
35% (by weight) of tobacco particle carrier (15 μm to 30 μm in size), 10% wintergreen flavorant, 4.8% silicon dioxide (used as a seed in the agglomeration process), 0.2% sweetener, and 50% coating.
Example 8
An encapsulated flavorant was formed by agglomerating a wintergreen flavorant with a tobacco particle carrier and an artificial sweetener to form a particle size of approximately 1 mm to 3 mm and encapsulating the particles using the fluid bed process. The coating was 50% monoglyceride:50% triglyceride with a melting point of 135° F. The final product comprises
35% (by weight) of tobacco particle carrier (approximately 200 μm in size), 10% wintergreen flavorant, 4.8% silicon dioxide (used as a seed in the agglomeration process), 0.2% sweetener, and 50% coating.
Example 9
An encapsulated flavorant was formed by agglomerating a wintergreen flavorant with a tobacco particle carrier and an artificial sweetener to form a particle size of approximately 1 mm to 3 mm and encapsulating the particles using the fluid bed process. The coating was 50% monoglyceride:50% triglyceride with a melting point of 135° F. The final product comprises 45% (by weight) of tobacco particle carrier (approximately 200 μm in size), 10% wintergreen flavorant, 4.8% silicon dioxide (used as a seed in the agglomeration process), 0.2% sweetener, and 40% coating.
Example 10 An encapsulated flavorant was formed by agglomerating a wintergreen flavorant with a tobacco particle carrier and an artificial sweetener to form a particle size of approximately 1 mm to 3 mm and encapsulating the particles using the fluid bed process. The coating was 50% monoglyceride:50% triglyceride with a melting point of 135° F. The final product comprises 55% (by weight) of tobacco particle carrier (approximately 200 μm in size), 10% wintergreen flavorant, 4.8% silicon dioxide (used as a seed in the agglomeration process), 0.2% sweetener, and 30% coating. Tobacco or any other substrate used as a carrier can be sized for
application. 250 μm may be used for "long cuts." Other mesh sizes should match or be
approximately equal to the tobacco particle size to prevent segregation.
Examples of specific flavor or artificial sweetener encapsulate compositions (by approximate weight percent) include the following:
1. 34.5% lipid coating (35:65 triglyceride:monoglyceride) 32% methyl salicylate (wintergreen flavorant) 32% silica (carrier)
0.5% Black Lake Suspension OB #58027 (colorant) 1.0% Brown Lake Suspension #56119 (colorant)
2. 48.5% lipid coating (50:50 triglyceride:monoglyceride) 25% methyl salicylate (wintergreen flavorant)
24.5% silica (carrier)
1.5% Black Lake Suspension OB #58027 (colorant)
0.5% Brown Lake Suspension #56119 (colorant) 3. 48.5% lipid coating (50:50 triglyceride:monoglyceride)
25% methyl salicylate (wintergreen flavorant)
24.5% silica (carrier)
0.5% Black Lake Suspension OB #58027 (colorant)
1.5% Brown Lake Suspension #56119 (colorant)
4. 34% lipid coating (75:25 triglyceride:monoglyceride)
32% methyl salicylate (wintergreen flavorant)
32% silica (carrier)
1.0% Black Lake Suspension OB #58027 (colorant) 1.0% Brown Lake Suspension #56119 (colorant)
5. 48.5% lipid coating (75:25 triglyceride:monoglyceride) 25% methyl salicylate (wintergreen flavorant) 24.5% silica (carrier)
1.0% Black Lake Suspension OB #58027 (colorant) 1.0% Brown Lake Suspension #56119 (colorant)
6. 34.5% lipid coating 25% methyl salicylate (wintergreen flavorant) 28.5% beet fiber (carrier) 11% silica (carrier)
0.5% Black Lake Suspension OB #58027 (colorant) 0.5% Brown Lake Suspension #56119 (colorant)
7. 34% lipid coating
25% methyl salicylate (wintergreen flavorant) 23.5% citrus fiber (carrier) 16% silica (carrier)
0.5% Black Lake Suspension OB #58027 (colorant) 1.0% Brown Lake Suspension #56119 (colorant)
8. 35% lipid coating 14% methyl salicylate (wintergreen flavorant)
50% tobacco (carrier) 1% silica (carrier)
9. 35% lipid coating 14% methyl salicylate (wintergreen flavorant)
50% tobacco (carrier) 1% silica (carrier)
10. 47% lipid coating 26% methyl salicylate (wintergreen flavorant)
25% silica (carrier) 2% colorant
11. 30% lipid coating 34% methyl salicylate (wintergreen flavorant)
34% silica (carrier) 2% colorant
12. 50% lipid coating 50% artificial sweetener (saccharin)
13. 30% lipid coating
70% artificial sweetener (saccharin) The ratio of triglyceride to monoglyceride in the lipid coatings in these exemplary samples can vary from 100% triglyceride to 100% monoglyceride. Possible ratios include, but are not limited to, 100:0, 90:10, 80:20, 75:25, 50:50 and 0:100 triglyceride:monoglyceride. Lipid-based coatings are the most successful in moist products, such as smokeless tobacco. These comprise combinations of coating shells around flavor- absorbed silica or other carriers. Thickness of the coating provides more stability. In one embodiment, the system may use liquid flavor in combination with multiple time -released encapsulated flavorants. The liquid flavor provides immediate flavor release, and the encapsulated flavorants provide longer sustained flavor release during the chewing experience.
Testing demonstrates the utility of the encapsulated flavorant or artificial sweetener. Flavor extraction tests were conducted on a variety of flavorants, as discussed below and as depicted in Figures 2, 3, 4 and 5.
In one set of tests, cinnamon flavor extraction by flow-through dissolution testing was performed on three samples having the same flavor load:
Figure imgf000013_0001
A 2 gram portion of each sample was analyzed in duplicate using an Erweka USP-4 dissolution apparatus. Dissolution parameters used to collect time fractions are as follows:
Figure imgf000013_0002
Dissolution occurred over one hour to collect aqueous, timed fractions, and an aliquot of each fraction was back extracted with hexane containing quinoline (40.2 μg/ml) internal standard. A portion of this organic extract was analyzed by GCMS profiling methodology modified for detection of cinnamaldehyde. The estimated concentration for each of the two replicates at each time point were averaged, and values reported as relative concentration of cinnamaldehyde in each sample.
Relative average cumulative cinnamaldehyde concentration (n=2) measured in each fraction collected are shown in the table below. The resulting release profiles for cinnamaldehyde from the samples are plotted as relative average concentration versus time and are shown in Figures 2 and 3. Rate of release and total amount of cinnamaldehyde released was found to be higher for sample 9A relative to samples 9B and 9C.
Figure imgf000014_0001
In another set of tests, wintergreen flavor extraction by flow-through dissolution testing was performed on nine samples:
Sample Sample Information
1OA 2.6% liquid flavor 1OB 2.6% liquid flavor 1OC 2.6% liquid flavor
1OD 2. 6% liquid flavor + 0.4% encap (tri: mono)
1OE 2. 6% liquid flavor + 0.4% encap (tri: mono)
1OF 2.6% liquid flavor + 0.4% encap (90 tri: 10 mono)
1OG 3.0% liquid flavor
Sample 1OG comprises liquid flavor (3%) added to the product, and serves as a control. Samples 1OA, 1OB, and 1OC comprise liquid flavor (2.6%) added to the product. Sample 1OD comprises liquid flavor (2.6%) added to the product with a triglyceride:monoglyceride blend of encapsulated flavor (0.4% equivalent flavor). Sample 1OE comprises liquid flavor (2.6%) added to the product with a different triglyceride:monoglyceride blend of encapsulated flavor (0.4% equivalent flavor). Sample 1OF comprises liquid flavor (2.6%) added to the product with a 90:10 triglyceride:monoglyceride blend of encapsulated flavor (0.4% equivalent flavor).
A 2 gram portion of each sample was analyzed in duplicate using an Erweka USP-4 dissolution apparatus. Dissolution occurred over one hour to collect aqueous, timed fractions, and an aliquot of each fraction was taken for HPLC analysis for determination of methyl salicylate. Dissolution method parameters are the same as given above.
After collection, a portion of each fraction was transferred to an auto- sampler vial and subjected to HPLC analysis by UV detection. Samples were injected directly onto HPLC without further sample preparation. The duplicates for each time point were averaged, and values reported as relative concentration of methyl salicylate in each sample. Analytical conditions for HPLC methodology are as follows:
Figure imgf000015_0001
Figure imgf000016_0001
Results are depicted in Figure 4 and demonstrate the improved flavor release of the encapsulated flavorants.
In another set of tests, saccharin extraction by flow-through dissolution testing was performed on seven samples:
Sample Sample Information
HA 0.161% saccharin, 2.6% liquid flavor
HB 0.171% saccharin, 2.6% liquid flavor
HC 0.177% saccharin, 2.6% liquid flavor
0.1% saccharin, 2.6% liquid flavor + 1.56% encap
HD (trkmono)
0.1% saccharin, 2.6% liquid flavor + 1.17% encap
HE (trkmono)
0.1% saccharin, 2.6% liquid flavor + 1.17% encap
HF (90 tri: 10 mono)
HG 2.6% liquid flavor
Sample HG comprises liquid flavor (2.6%) added to the product, and serves as a control. Samples HA, HB, and HC comprise encapsulated saccharin added to the product, with 50% of the total saccharin encapsulated. The encapsulated saccharin coating in samples HA and HB comprises a triglyceride:monoglyceride blend, while the coating in sample HC comprises a 90:10 triglyceride:monoglyceride blend. The percentage of saccharin in the encapsulate for samples HA, HB and HC is 55.5%, 68.0%, and 76.1%, respectively. Sample HD comprises liquid flavor (2.6%) added to the product with a triglyceride:monoglyceride blend of encapsulated flavor (1.56% equivalent flavor). Sample HE comprises liquid flavor (2.6%) added to the product with a different triglycerideimonoglyceride blend of encapsulated flavor (1.17% equivalent flavor). Sample HF comprises liquid flavor (2.6%) added to the product with a 90:10 triglycerideimonoglyceride blend of encapsulated flavor (1.17% equivalent flavor).
Flow-through dissolution testing was performed as described above. Results are depicted in Figure 5 and demonstrate the improved release of the encapsulated artificial sweetener.
Thus, it should be understood that the embodiments and examples have been chosen and described in order to best illustrate the principles of the invention and its practical applications to thereby enable one of ordinary skill in the art to best utilize the invention in various embodiments and with various modifications as are suited for particular uses contemplated. Even though specific embodiments of this invention have been described, they are not to be taken as exhaustive. There are several variations that will be apparent to those skilled in the art.

Claims

CLAIMSWhat is claimed is:
1. An encapsulated flamethovor composite, comprising: a core comprising a carrier and a flavor component; and a lipid coating continuously coating the core; wherein the flavor composite is combined with a tobacco product.
2. The flavor composite of claim 1, wherein said coating comprises a monoglyceride, triglyceride, or combination thereof.
3. The flavor composite of claim 1, wherein said flavor component comprises methyl salicylate.
4. The flavor composite of claim 1, wherein said flavor component comprises cinnamon.
5. The flavor composite of claim 1, wherein said flavor component comprises an artificial sweetener.
6. The flavor composite of claim 1, wherein said carrier comprises silica, tobacco, citrus fiber, beet fiber, or a combination thereof.
7. The flavor composite of claim 1, wherein the coating is applied to the core by means of a fluid bed process.
8. The flavor composite of claim 1, wherein the coating is stable in a high-moisture environment.
9. The flavor composite of claim 1, wherein the flavor component comprises approximately 20% to 50% of the core by weight.
10. The flavor composite of claim 1, wherein the flavor component is not a liquid.
11. The flavor composite of claim 1, wherein the coating is thick.
12. The flavor composite of claim 1, wherein the flavorant is time-released.
13. The flavor composite of claim 1, wherein multiple flavor composites with different time- release periods are used with the same tobacco product.
14. The flavor composite of claim 13, further comprising a liquid flavorant combined with the multiple flavor composites and the tobacco product.
15. The flavor composite of claim 1, further comprising a liquid flavorant combined with the flavor composite and the tobacco product.
16. An encapsulated artificial sweetener composite, comprising: a core comprising an artificial sweetener; and a lipid coating continuously coating the core; wherein the composite is combined with a tobacco product.
17. The composite of claim 16, wherein said coating comprises a monoglyceride, triglyceride, or combination thereof.
18. The composite of claim 16, wherein said artificial sweetener comprises saccharin.
19. A product, comprising: tobacco; and an encapsulated flavor composite combined with said tobacco, said encapsulated flavor composite comprising a core and a lipid coating continuously coating the core, wherein said core comprises a carrier and a flavor component.
20. The product of claim 19, wherein said coating comprises a monoglyceride, triglyceride, or combination thereof.
PCT/US2010/034381 2009-05-11 2010-05-11 Method and device for flavoring smokeless tobacco WO2010132444A2 (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
RU2011150186/12A RU2536214C2 (en) 2009-05-11 2010-05-11 Method and device for smokeless tobacco aromatisation
BRPI1010548A BRPI1010548A2 (en) 2009-05-11 2010-05-11 encapsulated flavoring composite, encapsulated artificial sweetener composite and product.
EP10775400A EP2429321A4 (en) 2009-05-11 2010-05-11 Method and device for flavoring smokeless tobacco
JP2012510934A JP2012526553A (en) 2009-05-11 2010-05-11 Method and device for flavoring smokeless tobacco
CA2761737A CA2761737A1 (en) 2009-05-11 2010-05-11 Method and device for flavoring smokeless tobacco

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
US17723809P 2009-05-11 2009-05-11
US61/177,238 2009-05-11
US18126609P 2009-05-26 2009-05-26
US61/181,266 2009-05-26
US12/777,838 US11246334B2 (en) 2009-05-11 2010-05-11 Method and device for flavoring smokeless tobacco
US12/777,838 2010-05-11

Publications (2)

Publication Number Publication Date
WO2010132444A2 true WO2010132444A2 (en) 2010-11-18
WO2010132444A3 WO2010132444A3 (en) 2011-02-24

Family

ID=43061631

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2010/034381 WO2010132444A2 (en) 2009-05-11 2010-05-11 Method and device for flavoring smokeless tobacco

Country Status (7)

Country Link
US (2) US11246334B2 (en)
EP (1) EP2429321A4 (en)
JP (1) JP2012526553A (en)
BR (1) BRPI1010548A2 (en)
CA (1) CA2761737A1 (en)
RU (1) RU2536214C2 (en)
WO (1) WO2010132444A2 (en)

Cited By (146)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012074865A1 (en) 2010-12-01 2012-06-07 R. J. Reynolds Tobacco Company Smokeless tobacco pastille and injection molding process for forming smokeless tobacco products
WO2012074985A1 (en) 2010-12-01 2012-06-07 R. J. Reynolds Tobacco Company Tobacco separation process for extracting tobacco-derived materials, and associated extraction systems
WO2012075035A2 (en) 2010-12-01 2012-06-07 R. J. Reynolds Tobacco Company Smokeless tobacco pastille and moulding process for forming smokeless tobacco products
WO2012083127A1 (en) 2010-12-17 2012-06-21 R. J. Reynolds Tobacco Company Tobacco-derived syrup composition
WO2012103435A1 (en) 2011-01-28 2012-08-02 R. J. Reynolds Tobacco Company Tobacco-derived casing composition
WO2012106237A1 (en) 2011-01-31 2012-08-09 American Snuff Company, Llc Container for smokeless tobacco products
WO2012158915A2 (en) 2011-05-19 2012-11-22 R. J. Reynolds Tobacco Company Molecularly imprinted polymers for treating tobacco material and filtering smoke from smoking articles
WO2013043835A2 (en) 2011-09-22 2013-03-28 R. J. Reynolds Tobacco Company Translucent smokeless tobacco product
WO2013074742A2 (en) 2011-11-16 2013-05-23 R. J. Reynolds Tobacco Company Smokeless tobacco products with starch component
WO2013074903A1 (en) 2011-11-18 2013-05-23 R. J. Reynolds Tobacco Company Smokeless tobacco product comprising tobacco - derived pectin component
WO2013090366A2 (en) 2011-12-14 2013-06-20 R. J. Reynolds Tobacco Company Smokeless tobacco product comprising effervescent composition
WO2013119760A1 (en) 2012-02-10 2013-08-15 Niconovum Usa, Inc. Multi-layer nicotine-containing pharmaceutical composition
WO2013119799A1 (en) 2012-02-10 2013-08-15 R. J. Reynolds Tobacco Company Multi-layer smokeless tobacco composition
WO2013122948A1 (en) 2012-02-13 2013-08-22 R. J. Reynolds Tobacco Company Whitened tobacco composition
WO2013155177A1 (en) 2012-04-11 2013-10-17 R. J. Reynolds Tobacco Company Method for treating plants with probiotics
WO2013158957A1 (en) 2012-04-19 2013-10-24 R. J. Reynolds Tobacco Company Method for producing microcrystalline cellulose from tobacco and related tobacco product
WO2013158643A2 (en) 2012-04-17 2013-10-24 R. J. Reynolds Tobacco Company Remelted ingestible products
WO2013166285A1 (en) 2012-05-04 2013-11-07 R. J. Reynolds Tobacco Company Transparent moisture barrier coatings for containers
WO2013192519A1 (en) 2012-06-22 2013-12-27 R. J. Reynolds Tobacco Company Composite tobacco-containing materials
WO2014015228A1 (en) 2012-07-19 2014-01-23 R. J. Reynolds Tobacco Company Method for treating tobacco plants with enzymes
WO2014058837A1 (en) 2012-10-09 2014-04-17 R. J. Reynolds Tobacco Company Tobacco-derived o-methylated flavonoid composition
CN103815541A (en) * 2014-02-21 2014-05-28 湖北中烟工业有限责任公司 Water capsule for three-layer cigarette and preparation method of water capsule
WO2014150926A1 (en) 2013-03-14 2014-09-25 R. J. Reynolds Tobacco Company Sugar-enriched extract derived from tobacco
WO2014159617A1 (en) 2013-03-14 2014-10-02 R. J. Reynolds Tobacco Company Protein-enriched tobacco-derived composition
WO2014165760A1 (en) 2013-04-05 2014-10-09 R. J. Reynolds Tobacco Company Modification of bacterial profile of tobacco
WO2014186671A2 (en) 2013-05-17 2014-11-20 R. J. Reynolds Tobacco Company Tobacco-derived protein compositions
WO2015021137A1 (en) 2013-08-08 2015-02-12 R. J. Reynolds Tobacco Company Tobacco-derived pyrolysis oil
WO2015057603A1 (en) 2013-10-16 2015-04-23 R. J. Reynolds Tobacco Company Smokeless tobacco pastille
WO2015077219A2 (en) 2013-11-20 2015-05-28 R. J. Reynolds Tobacco Company Container for smokeless tobacco product
WO2015123422A1 (en) 2014-02-14 2015-08-20 R. J. Reynolds Tobacco Company Tobacco-containing gel composition
CN104928627A (en) * 2015-04-29 2015-09-23 湖北中烟工业有限责任公司 Solid tobacco flavor ball coated with film and vacuum deposition film coating method thereof
WO2015183801A1 (en) 2014-05-27 2015-12-03 R. J. Reynolds Tobacco Company Nicotine salts, co-crystals, and salt co-crystal complexes
US9386800B2 (en) 2012-09-21 2016-07-12 R.J. Reynolds Tobacco Company Fibrous composite tobacco-containing materials
WO2016200804A1 (en) 2015-06-10 2016-12-15 R. J. Reynolds Tobacco Company Container for smokeless tobacco products comprising a pulp material and related packaged product assembly and method
US9591875B2 (en) 2012-09-21 2017-03-14 R. J. Reynolds Tobacco Company Fibrous composite tobacco-containing materials
WO2017044466A1 (en) 2015-09-08 2017-03-16 R. J. Reynolds Tobacco Company High-pressure cold pasteurization of tobacco material
WO2017044558A1 (en) 2015-09-09 2017-03-16 R. J. Reynolds Tobacco Company Flavor delivery article
WO2017098439A1 (en) 2015-12-10 2017-06-15 R. J. Reynolds Tobacco Company Protein-enriched tobacco composition
WO2017103795A1 (en) 2015-12-16 2017-06-22 R. J. Reynolds Tobacco Company Flavor additive accessory
WO2017115234A1 (en) 2015-12-28 2017-07-06 R. J. Reynolds Tobacco Company Package for a tobacco-containing material and related packaging method
WO2017120073A1 (en) 2016-01-05 2017-07-13 R.J. Reynolds Tobacco Company Smokeless tobacco product
WO2017130161A1 (en) 2016-01-28 2017-08-03 R. J. Reynolds Tobacco Company Tobacco-derived flavorants
WO2018015872A1 (en) 2016-07-18 2018-01-25 R. J. Reynolds Tobacco Company Nonwoven composite smokeless tobacco product
WO2018109660A2 (en) 2016-12-12 2018-06-21 R. J. Reynolds Tobacco Company Dehydration of tobacco and tobacco-derived materials
WO2018185708A1 (en) 2017-04-06 2018-10-11 R. J. Reynolds Tobacco Company Smoke treatment
WO2019016762A1 (en) 2017-07-20 2019-01-24 R. J. Reynolds Tobacco Company Purification of tobacco-derived protein compositions
WO2019049049A1 (en) 2017-09-05 2019-03-14 R. J. Reynolds Tobacco Company Nicotine salts, co-crystals, and salt co-crystal complexes
US10329068B2 (en) 2016-05-23 2019-06-25 R.J. Reynolds Tobacco Company Flavoring mechanism for a tobacco related material
WO2019162903A1 (en) 2018-02-23 2019-08-29 American Snuff Company, Llc Container for smokeless tobacco products
WO2019193580A1 (en) 2018-04-05 2019-10-10 R. J. Reynolds Tobacco Company Oriental tobacco production methods
WO2019198055A2 (en) 2018-04-13 2019-10-17 R. J. Reynolds Tobacco Company Lid for a container for smokeless tobacco products
WO2020058881A1 (en) 2018-09-20 2020-03-26 Rai Strategic Holdings, Inc. Flavorants for smoking articles
WO2020128971A1 (en) 2018-12-20 2020-06-25 R. J. Reynolds Tobacco Company Method for whitening tobacco
WO2020225768A1 (en) 2019-05-09 2020-11-12 American Snuff Company, Llc Stabilizer for moist snuff
US10881133B2 (en) 2015-04-16 2021-01-05 R.J. Reynolds Tobacco Company Tobacco-derived cellulosic sugar
WO2021050741A1 (en) 2019-09-11 2021-03-18 R. J. Reynolds Tobacco Company Oral product with a basic amine and an ion pairing agent
WO2021048792A1 (en) 2019-09-11 2021-03-18 R. J. Reynolds Tobacco Company Oral product with cellulosic flavor stabilizer
EP3794963A1 (en) 2019-09-18 2021-03-24 American Snuff Company, LLC Method for fermenting tobacco
US10986859B2 (en) * 2014-08-13 2021-04-27 R.J. Reynolds Tobacco Company Smokeless tobacco products
WO2021086367A1 (en) 2019-10-31 2021-05-06 Nicoventures Trading Limited Oral product and method of manufacture
WO2021116919A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Fleece for oral product with releasable component
WO2021116837A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Pouched products
WO2021116865A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Agents for oral composition
WO2021116895A2 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Stimulus-responsive pouch
WO2021116822A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral products with reduced irritation
WO2021116876A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral composition with salt inclusion
WO2021116881A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral product in a pourous pouch comprising a fleece material
WO2021116841A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Moist oral compositions
WO2021116854A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral products with active ingredient combinations
WO2021116826A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral product comprising a cannabinoid
WO2021116918A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral compositions including gels
WO2021116887A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Lipid-containing oral composition
WO2021116866A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Pouched products with enhanced flavor stability
WO2021116914A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral composition with polymeric component
WO2021116879A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral composition with beet material
WO2021116827A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Process
WO2021116891A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral foam composition
WO2021116890A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Liquid composition for oral use or for use in an aerosol delivery device
WO2021116867A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Buffered oral compositions
WO2021116868A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral products with controlled release
WO2021116852A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral product with dissolvable component
WO2021116853A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Fibrous fleece material
WO2021116823A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral product
WO2021116878A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral products with improved binding of active ingredients
WO2021116916A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral product with multiple flavors having different release profiles
WO2021116842A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral products with controlled release
WO2021116917A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral composition with nanocrystalline cellulose
WO2021116884A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Layered fleece for pouched product
WO2021116893A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral product and method of manufacture
WO2021116856A2 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral products
WO2021116894A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Pouched products with heat sealable binder
WO2021116834A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Nanoemulsion for oral use
WO2021116855A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral compositions and methods of manufacture
WO2021116892A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral compositions with reduced water activity
WO2021116825A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral product
WO2021116824A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral product comprising a cannabinoid
WO2021116862A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral compositions with reduced water content
US11091446B2 (en) 2017-03-24 2021-08-17 R.J. Reynolds Tobacco Company Methods of selectively forming substituted pyrazines
WO2021171185A1 (en) 2020-02-24 2021-09-02 Nicoventures Trading Limited Beaded tobacco material and related method of manufacture
WO2021250516A1 (en) 2020-06-08 2021-12-16 Nicoventures Trading Limited Effervescent oral composition comprising an active ingredient
US11246334B2 (en) 2009-05-11 2022-02-15 Altria Client Services Llc Method and device for flavoring smokeless tobacco
US11278050B2 (en) 2017-10-20 2022-03-22 R.J. Reynolds Tobacco Company Methods for treating tobacco and tobacco-derived materials to reduce nitrosamines
WO2022107031A1 (en) 2020-11-19 2022-05-27 Nicoventures Trading Limited Oral products
WO2022112949A1 (en) 2020-11-25 2022-06-02 Nicoventures Trading Limited Oral cannabinoid product with lipid component
WO2022162558A1 (en) 2021-01-28 2022-08-04 Nicoventures Trading Limited Method for sealing pouches
WO2022189977A1 (en) 2021-03-09 2022-09-15 Nicoventures Trading Limited Oral products and methods of manufacture
WO2022190042A1 (en) 2021-03-12 2022-09-15 Nicoventures Trading Limited Oral products with self-emulsifying system
WO2022224200A1 (en) 2021-04-22 2022-10-27 Nicoventures Trading Limited Oral compositions and methods of manufacture
WO2022224197A1 (en) 2021-04-22 2022-10-27 Nicoventures Trading Limited Effervescent oral composition
WO2022224198A1 (en) 2021-04-22 2022-10-27 Nicoventures Trading Limited Oral lozenge products
WO2022229926A1 (en) 2021-04-30 2022-11-03 Nicoventures Trading Limited Multi-compartment oral pouched product
WO2022229929A1 (en) 2021-04-30 2022-11-03 Nicoventures Trading Limited Oral products with high-density load
WO2022234522A1 (en) 2021-05-06 2022-11-10 Nicoventures Trading Limited Oral compositions and related methods for reducing throat irritation
US11503853B2 (en) 2013-09-09 2022-11-22 R.J. Reynolds Tobacco Company Smokeless tobacco composition incorporating a botanical material
WO2022264066A1 (en) 2021-06-16 2022-12-22 Nicoventures Trading Limited Pouched product comprising dissolvable composition
WO2022269475A1 (en) 2021-06-21 2022-12-29 Nicoventures Trading Limited Oral product tablet and method of manufacture
WO2022269556A1 (en) 2021-06-25 2022-12-29 Nicoventures Trading Limited Oral products and method of manufacture
WO2023002198A1 (en) 2021-07-22 2023-01-26 Nicoventures Trading Limited Compositions comprising a constituent, derivative or extract of cannabis
WO2023002197A1 (en) 2021-07-22 2023-01-26 Nicoventures Trading Limited Compositions comprising a constituent, derivative or extract of cannabis
WO2023053062A1 (en) 2021-09-30 2023-04-06 Nicoventures Trading Limited Oral product with a basic amine and an ion pairing agent
WO2023053060A1 (en) 2021-09-30 2023-04-06 Nicoventures Trading Limited Oral gum composition
WO2023084498A1 (en) 2021-11-15 2023-05-19 Nicoventures Trading Limited Oral products with nicotine-polymer complex
WO2023084499A1 (en) 2021-11-15 2023-05-19 Nicoventures Trading Limited Products with enhanced sensory characteristics
WO2023187675A1 (en) 2022-03-31 2023-10-05 R. J. Reynolds Tobacco Company Agglomerated botanical material for oral products
WO2023194959A1 (en) 2022-04-06 2023-10-12 Nicoventures Trading Limited Pouched products with heat sealable binder
WO2023248187A1 (en) 2022-06-24 2023-12-28 Nicoventures Trading Limited Oral composition comprising a receptor modulator
EP4338735A2 (en) 2015-11-25 2024-03-20 R. J. Reynolds Tobacco Company Nicotine salts, co-crystals, and salt co-crystal complexes
WO2024074834A1 (en) 2022-10-07 2024-04-11 Nicoventures Trading Limited Oral product
WO2024074835A1 (en) 2022-10-07 2024-04-11 Nicoventures Trading Limited Oral product
WO2024074843A1 (en) 2022-10-07 2024-04-11 Nicoventures Trading Limited Oral product
WO2024074842A1 (en) 2022-10-07 2024-04-11 Nicoventures Trading Limited Oral product
WO2024074839A1 (en) 2022-10-07 2024-04-11 Nicoventures Trading Limited Oral product
WO2024074836A1 (en) 2022-10-07 2024-04-11 Nicoventures Trading Limited Oral product
WO2024079722A1 (en) 2022-10-14 2024-04-18 Nicoventures Trading Limited Capsule-containing pouched products
WO2024089588A1 (en) 2022-10-24 2024-05-02 Nicoventures Trading Limited Shaped pouched products
WO2024095013A1 (en) 2022-11-04 2024-05-10 Nicoventures Trading Limited Oral product
WO2024095162A1 (en) 2022-11-01 2024-05-10 Nicoventures Trading Limited Method of preparing a pouched product comprising a nicotine salt
WO2024095164A1 (en) 2022-11-01 2024-05-10 Nicoventures Trading Limited Products with spherical filler
WO2024095163A1 (en) 2022-11-01 2024-05-10 Nicoventures Trading Limited Oral composition comprising encapsulated ph adjusting agent
WO2024095011A1 (en) 2022-11-04 2024-05-10 Nicoventures Trading Limited Oral product
WO2024171117A1 (en) 2023-02-15 2024-08-22 Nicoventures Trading Limited Oral products with high-density load
WO2024180481A1 (en) 2023-02-28 2024-09-06 Nicoventures Trading Limited Caffeine-containing oral product
WO2024201343A1 (en) 2023-03-30 2024-10-03 Nicoventures Trading Limited Oral compositions and methods of manufacture
WO2024201301A1 (en) 2023-03-31 2024-10-03 Nicoventures Trading Limited Starchless molding process for oral products
WO2024201280A1 (en) 2023-03-31 2024-10-03 Nicoventures Trading Limited Emulsions for nicotine encapsulation
WO2024201031A1 (en) 2023-03-27 2024-10-03 Nicoventures Trading Limited Oral product for the delivery of actives

Families Citing this family (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2462822A1 (en) * 2010-12-13 2012-06-13 Philip Morris Products S.A. Smoking article including flavour granules
EP2968196A2 (en) * 2013-03-14 2016-01-20 Altria Client Services LLC Soft oral product
GB2513323A (en) * 2013-04-22 2014-10-29 Anastassios Hadjicocolis Method and apparatus for manufacturing dry powders
US10532046B2 (en) * 2015-12-03 2020-01-14 Niconovum Usa, Inc. Multi-phase delivery compositions and products incorporating such compositions
CN106539125B (en) * 2016-10-20 2018-05-18 云南中烟工业有限责任公司 A kind of sweetened humectant additive of cigarette shreds and preparation method thereof
EP3614869A1 (en) 2017-04-24 2020-03-04 Swedish Match North Europe AB A flavoured moist oral pouched nicotine product comprising triglyceride
CA3085204C (en) 2017-12-15 2023-01-17 Swedish Match North Europe Ab A flavoured moist oral pouched nicotine product comprising monoglyceride
DK3773495T3 (en) * 2019-06-07 2023-01-16 Philip Morris Products Sa COMPOSITION OF NICOTINE POUCH
CA3150662A1 (en) 2019-09-11 2021-03-18 Michael Andrew Zawadzki Alternative methods for whitening tobacco
US12063953B2 (en) 2019-09-11 2024-08-20 Nicoventures Trading Limited Method for whitening tobacco
US11369131B2 (en) 2019-09-13 2022-06-28 Nicoventures Trading Limited Method for whitening tobacco
GB202013491D0 (en) 2020-08-27 2020-10-14 Nicoventures Holdings Ltd Oral Product
US11937626B2 (en) 2020-09-04 2024-03-26 Nicoventures Trading Limited Method for whitening tobacco
CA3216265A1 (en) 2021-04-22 2022-10-27 Michael Andrew Zawadzki Orally dissolving films
EP4373311A1 (en) 2021-07-22 2024-05-29 Nicoventures Trading Limited Nanoemulsion comprising cannabinoid and/or cannabimimetic
JPWO2023068028A1 (en) * 2021-10-20 2023-04-27
WO2023232332A2 (en) 2022-04-14 2023-12-07 Nicoventures Trading Limited Container for oral products
US20240109697A1 (en) 2022-10-03 2024-04-04 Nicoventures Trading Limited Sealing member for packaging
WO2024074988A1 (en) 2022-10-04 2024-04-11 R. J. Reynolds Tobacco Company Stackable arrangement of product containers and related method of stacking
WO2024079696A1 (en) 2022-10-14 2024-04-18 Nicoventures Trading Limited Apparatus and method for manufacturing and inspecting a pouched product or at least one object associated therewith
WO2024079697A1 (en) 2022-10-14 2024-04-18 Nicoventures Trading Limited Apparatus and method for manufacturing a pouched product
WO2024201372A1 (en) 2023-03-31 2024-10-03 Nicoventures Trading Limited Multi-compartment storage container for oral products
WO2024201346A1 (en) 2023-03-31 2024-10-03 Nicoventures Trading Limited Functionalized fleece material production

Family Cites Families (33)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2317129C3 (en) 1973-04-05 1981-11-05 Glatt, Werner, 7859 Haltingen Fluidized bed spray granulator
US4660577A (en) 1982-08-20 1987-04-28 R.J. Reynolds Tobacco Company Dry pre-mix for moist snuff
US4528993A (en) 1982-08-20 1985-07-16 R. J. Reynolds Tobacco Company Process for producing moist snuff
US4655231A (en) * 1984-01-09 1987-04-07 Advanced Tobacco Products, Inc. Snuff and preparation thereof
US4803082A (en) * 1987-10-28 1989-02-07 Warner-Lambert Company Flavor and sweetness enhancement delivery systems and method of preparation
US4987907A (en) 1988-06-29 1991-01-29 Helme Tobacco Company Chewing tobacco composition and process for producing same
US5082008A (en) 1988-12-09 1992-01-21 Johnson Robert R Smoking article
US5824334A (en) 1989-09-05 1998-10-20 University Of Utah Research Foundation Tobacco substitute
US5469871A (en) * 1992-09-17 1995-11-28 R. J. Reynolds Tobacco Company Cigarette and method of making same
CA2178021C (en) 1996-04-19 1999-09-28 Theodore H. Stanley Tobacco substitute
CA2266518A1 (en) * 1996-10-09 1998-04-16 Givaudan-Roure (International) S.A. Process for preparing beads as food or tobacco additive
US6153236A (en) 1999-06-03 2000-11-28 Balchem Corporation Low melt encapsulation with high laurate canola oil
US6251478B1 (en) 1999-12-22 2001-06-26 Balchem Corporation Sensitive substance encapsulation
US6312741B1 (en) 2000-02-22 2001-11-06 Balchem Corporation Encapsulated food acids for preservation of baked goods
US6673383B2 (en) 2001-03-26 2004-01-06 Unilever Patent Holdings Bv Method for improving the performance of a food product
US20040020503A1 (en) * 2001-05-01 2004-02-05 Williams Jonnie R. Smokeless tobacco product
US7032601B2 (en) * 2001-09-28 2006-04-25 U.S. Smokeless Tobacco Company Encapsulated materials
AU2002340407A1 (en) * 2001-11-09 2003-05-26 Vector Tobacco Inc. Method and composition for mentholation of charcoal filtered cigarettes
US6797291B2 (en) * 2002-01-09 2004-09-28 Balchem Corporation Stable hygroscopic compositions and methods for stabilizing hygroscopic ingredients
US6616954B1 (en) 2002-03-14 2003-09-09 Balchem Corporation Solvent released encapsulated yeast
EP1413202A1 (en) * 2002-10-22 2004-04-28 CSM Nederland B.V. Lipid-encapsulated functional bakery ingredients
US6835397B2 (en) 2002-12-23 2004-12-28 Balchem Corporation Controlled release encapsulated bioactive substances
ITMI20041820A1 (en) * 2004-09-24 2004-12-24 Ascor Chimici Srl COMPOSITION IN MICRO-PELLETS WITH CONTROLLED RELEASE OF PHYSIOLOGICALLY ACTIVE SUBSTANCES, PREPARATION PROCEDURE AND RELATED USE IN THE ZOOTECHNICAL SECTOR.
US7861728B2 (en) * 2006-02-10 2011-01-04 R.J. Reynolds Tobacco Company Smokeless tobacco composition having an outer and inner pouch
WO2007037962A1 (en) 2005-09-22 2007-04-05 R.J. Reynolds Tobacco Company Smokeless tobacco composition
US7810507B2 (en) * 2006-02-10 2010-10-12 R. J. Reynolds Tobacco Company Smokeless tobacco composition
US8356606B2 (en) 2007-06-01 2013-01-22 Philip Morris Usa Inc. Production of micronized encapsulated tobacco particles for tobacco flavor delivery from an oral pouch
US20080302376A1 (en) 2007-06-08 2008-12-11 Philip Morris Usa Inc. Smoking article with controlled flavor release
WO2009010884A2 (en) 2007-07-16 2009-01-22 Philip Morris Products S.A. Tobacco-free oral flavor delivery pouch product
EP2179666B1 (en) * 2007-07-23 2012-08-29 R.J.Reynolds Tobacco Company Smokeless Tobacco Compositions And Methods For Treating Tobacco For Use Therein
US7946295B2 (en) * 2007-07-23 2011-05-24 R. J. Reynolds Tobacco Company Smokeless tobacco composition
US20090301504A1 (en) * 2007-10-31 2009-12-10 Worthen David R Method for producing flavored particulate solid dispersions
EP2429321A4 (en) 2009-05-11 2013-03-06 Us Smokeless Tobacco Co Method and device for flavoring smokeless tobacco

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
None

Cited By (172)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US12063952B2 (en) 2009-05-11 2024-08-20 U.S. Smokeless Tobacco Company Llc Method and device for flavoring smokeless tobacco
US11246334B2 (en) 2009-05-11 2022-02-15 Altria Client Services Llc Method and device for flavoring smokeless tobacco
US9220295B2 (en) 2010-12-01 2015-12-29 R.J. Reynolds Tobacco Company Tobacco separation process for extracting tobacco-derived materials, and associated extraction systems
WO2012074985A1 (en) 2010-12-01 2012-06-07 R. J. Reynolds Tobacco Company Tobacco separation process for extracting tobacco-derived materials, and associated extraction systems
WO2012075035A2 (en) 2010-12-01 2012-06-07 R. J. Reynolds Tobacco Company Smokeless tobacco pastille and moulding process for forming smokeless tobacco products
US9775376B2 (en) 2010-12-01 2017-10-03 R.J. Reynolds Tobacco Company Smokeless tobacco pastille and moulding process for forming smokeless tobacco products
WO2012074865A1 (en) 2010-12-01 2012-06-07 R. J. Reynolds Tobacco Company Smokeless tobacco pastille and injection molding process for forming smokeless tobacco products
US9204667B2 (en) 2010-12-01 2015-12-08 R.J. Reynolds Tobacco Company Smokeless tobacco pastille and injection molding process for forming smokeless tobacco products
WO2012083127A1 (en) 2010-12-17 2012-06-21 R. J. Reynolds Tobacco Company Tobacco-derived syrup composition
US9107453B2 (en) 2011-01-28 2015-08-18 R.J. Reynolds Tobacco Company Tobacco-derived casing composition
WO2012103435A1 (en) 2011-01-28 2012-08-02 R. J. Reynolds Tobacco Company Tobacco-derived casing composition
US10159273B2 (en) 2011-01-28 2018-12-25 R.J. Reynolds Tobacco Company Tobacco-derived casing composition
WO2012106237A1 (en) 2011-01-31 2012-08-09 American Snuff Company, Llc Container for smokeless tobacco products
WO2012158915A2 (en) 2011-05-19 2012-11-22 R. J. Reynolds Tobacco Company Molecularly imprinted polymers for treating tobacco material and filtering smoke from smoking articles
WO2013043835A2 (en) 2011-09-22 2013-03-28 R. J. Reynolds Tobacco Company Translucent smokeless tobacco product
EP3954229A1 (en) 2011-11-16 2022-02-16 R. J. Reynolds Tobacco Company Smokeless tobacco products with starch component
WO2013074742A2 (en) 2011-11-16 2013-05-23 R. J. Reynolds Tobacco Company Smokeless tobacco products with starch component
WO2013074903A1 (en) 2011-11-18 2013-05-23 R. J. Reynolds Tobacco Company Smokeless tobacco product comprising tobacco - derived pectin component
WO2013090366A2 (en) 2011-12-14 2013-06-20 R. J. Reynolds Tobacco Company Smokeless tobacco product comprising effervescent composition
EP3735972A1 (en) 2012-02-10 2020-11-11 Modoral Brands Inc. Multi-layer nicotine-containing pharmaceutical composition
WO2013119799A1 (en) 2012-02-10 2013-08-15 R. J. Reynolds Tobacco Company Multi-layer smokeless tobacco composition
WO2013119760A1 (en) 2012-02-10 2013-08-15 Niconovum Usa, Inc. Multi-layer nicotine-containing pharmaceutical composition
EP3461351A1 (en) 2012-02-13 2019-04-03 R. J. Reynolds Tobacco Company Whitend tobacco composition
EP4445751A2 (en) 2012-02-13 2024-10-16 R. J. Reynolds Tobacco Company Whitened tobacco composition
WO2013122948A1 (en) 2012-02-13 2013-08-22 R. J. Reynolds Tobacco Company Whitened tobacco composition
WO2013155177A1 (en) 2012-04-11 2013-10-17 R. J. Reynolds Tobacco Company Method for treating plants with probiotics
EP3398457A1 (en) 2012-04-11 2018-11-07 R. J. Reynolds Tobacco Company Method for treating plants with probiotics
WO2013158643A2 (en) 2012-04-17 2013-10-24 R. J. Reynolds Tobacco Company Remelted ingestible products
WO2013158957A1 (en) 2012-04-19 2013-10-24 R. J. Reynolds Tobacco Company Method for producing microcrystalline cellulose from tobacco and related tobacco product
WO2013166285A1 (en) 2012-05-04 2013-11-07 R. J. Reynolds Tobacco Company Transparent moisture barrier coatings for containers
WO2013192519A1 (en) 2012-06-22 2013-12-27 R. J. Reynolds Tobacco Company Composite tobacco-containing materials
US11490650B2 (en) 2012-06-22 2022-11-08 R.J. Reynolds Tobacco Company Composite tobacco-containing materials
WO2014015228A1 (en) 2012-07-19 2014-01-23 R. J. Reynolds Tobacco Company Method for treating tobacco plants with enzymes
US9386800B2 (en) 2012-09-21 2016-07-12 R.J. Reynolds Tobacco Company Fibrous composite tobacco-containing materials
US9591875B2 (en) 2012-09-21 2017-03-14 R. J. Reynolds Tobacco Company Fibrous composite tobacco-containing materials
WO2014058837A1 (en) 2012-10-09 2014-04-17 R. J. Reynolds Tobacco Company Tobacco-derived o-methylated flavonoid composition
WO2014150926A1 (en) 2013-03-14 2014-09-25 R. J. Reynolds Tobacco Company Sugar-enriched extract derived from tobacco
WO2014159617A1 (en) 2013-03-14 2014-10-02 R. J. Reynolds Tobacco Company Protein-enriched tobacco-derived composition
WO2014165760A1 (en) 2013-04-05 2014-10-09 R. J. Reynolds Tobacco Company Modification of bacterial profile of tobacco
WO2014186671A2 (en) 2013-05-17 2014-11-20 R. J. Reynolds Tobacco Company Tobacco-derived protein compositions
EP3878288A1 (en) 2013-05-17 2021-09-15 R. J. Reynolds Tobacco Company Tobacco-derived protein compositions
WO2015021137A1 (en) 2013-08-08 2015-02-12 R. J. Reynolds Tobacco Company Tobacco-derived pyrolysis oil
EP4410290A2 (en) 2013-09-09 2024-08-07 R.J. Reynolds Tobacco Company Smokeless tobacco composition incorporating a botanical material
US11503853B2 (en) 2013-09-09 2022-11-22 R.J. Reynolds Tobacco Company Smokeless tobacco composition incorporating a botanical material
WO2015057603A1 (en) 2013-10-16 2015-04-23 R. J. Reynolds Tobacco Company Smokeless tobacco pastille
EP4252753A2 (en) 2013-10-16 2023-10-04 R.J. Reynolds Tobacco Company Smokeless tobacco pastille
WO2015077219A2 (en) 2013-11-20 2015-05-28 R. J. Reynolds Tobacco Company Container for smokeless tobacco product
WO2015123422A1 (en) 2014-02-14 2015-08-20 R. J. Reynolds Tobacco Company Tobacco-containing gel composition
EP3603423A1 (en) 2014-02-14 2020-02-05 R. J. Reynolds Tobacco Company Tobacco-containing gel composition
CN103815541A (en) * 2014-02-21 2014-05-28 湖北中烟工业有限责任公司 Water capsule for three-layer cigarette and preparation method of water capsule
EP3871515A1 (en) 2014-05-27 2021-09-01 R. J. Reynolds Tobacco Company Nicotine salts, co-crystals, and salt co-crystal complexes
WO2015183801A1 (en) 2014-05-27 2015-12-03 R. J. Reynolds Tobacco Company Nicotine salts, co-crystals, and salt co-crystal complexes
US10986859B2 (en) * 2014-08-13 2021-04-27 R.J. Reynolds Tobacco Company Smokeless tobacco products
US10881133B2 (en) 2015-04-16 2021-01-05 R.J. Reynolds Tobacco Company Tobacco-derived cellulosic sugar
CN104928627A (en) * 2015-04-29 2015-09-23 湖北中烟工业有限责任公司 Solid tobacco flavor ball coated with film and vacuum deposition film coating method thereof
WO2016200804A1 (en) 2015-06-10 2016-12-15 R. J. Reynolds Tobacco Company Container for smokeless tobacco products comprising a pulp material and related packaged product assembly and method
US10869497B2 (en) 2015-09-08 2020-12-22 R.J. Reynolds Tobacco Company High-pressure cold pasteurization of tobacco material
WO2017044466A1 (en) 2015-09-08 2017-03-16 R. J. Reynolds Tobacco Company High-pressure cold pasteurization of tobacco material
WO2017044558A1 (en) 2015-09-09 2017-03-16 R. J. Reynolds Tobacco Company Flavor delivery article
EP4338735A2 (en) 2015-11-25 2024-03-20 R. J. Reynolds Tobacco Company Nicotine salts, co-crystals, and salt co-crystal complexes
US11612183B2 (en) 2015-12-10 2023-03-28 R.J. Reynolds Tobacco Company Protein-enriched tobacco composition
WO2017098439A1 (en) 2015-12-10 2017-06-15 R. J. Reynolds Tobacco Company Protein-enriched tobacco composition
WO2017103795A1 (en) 2015-12-16 2017-06-22 R. J. Reynolds Tobacco Company Flavor additive accessory
WO2017115234A1 (en) 2015-12-28 2017-07-06 R. J. Reynolds Tobacco Company Package for a tobacco-containing material and related packaging method
WO2017120073A1 (en) 2016-01-05 2017-07-13 R.J. Reynolds Tobacco Company Smokeless tobacco product
US10499684B2 (en) 2016-01-28 2019-12-10 R.J. Reynolds Tobacco Company Tobacco-derived flavorants
WO2017130161A1 (en) 2016-01-28 2017-08-03 R. J. Reynolds Tobacco Company Tobacco-derived flavorants
US10329068B2 (en) 2016-05-23 2019-06-25 R.J. Reynolds Tobacco Company Flavoring mechanism for a tobacco related material
US10588338B2 (en) 2016-07-18 2020-03-17 R.J. Reynolds Tobacco Company Nonwoven composite smokeless tobacco product
WO2018015872A1 (en) 2016-07-18 2018-01-25 R. J. Reynolds Tobacco Company Nonwoven composite smokeless tobacco product
US10375984B2 (en) 2016-07-18 2019-08-13 R.J. Reynolds Tobacco Company Nonwoven composite smokeless tobacco product
WO2018109660A2 (en) 2016-12-12 2018-06-21 R. J. Reynolds Tobacco Company Dehydration of tobacco and tobacco-derived materials
US11891364B2 (en) 2017-03-24 2024-02-06 R.J. Reynolds Tobacco Company Methods of selectively forming substituted pyrazines
US11091446B2 (en) 2017-03-24 2021-08-17 R.J. Reynolds Tobacco Company Methods of selectively forming substituted pyrazines
WO2018185708A1 (en) 2017-04-06 2018-10-11 R. J. Reynolds Tobacco Company Smoke treatment
WO2019016762A1 (en) 2017-07-20 2019-01-24 R. J. Reynolds Tobacco Company Purification of tobacco-derived protein compositions
WO2019049049A1 (en) 2017-09-05 2019-03-14 R. J. Reynolds Tobacco Company Nicotine salts, co-crystals, and salt co-crystal complexes
US11278050B2 (en) 2017-10-20 2022-03-22 R.J. Reynolds Tobacco Company Methods for treating tobacco and tobacco-derived materials to reduce nitrosamines
WO2019162903A1 (en) 2018-02-23 2019-08-29 American Snuff Company, Llc Container for smokeless tobacco products
WO2019193580A1 (en) 2018-04-05 2019-10-10 R. J. Reynolds Tobacco Company Oriental tobacco production methods
WO2019198055A2 (en) 2018-04-13 2019-10-17 R. J. Reynolds Tobacco Company Lid for a container for smokeless tobacco products
WO2020058881A1 (en) 2018-09-20 2020-03-26 Rai Strategic Holdings, Inc. Flavorants for smoking articles
WO2020128971A1 (en) 2018-12-20 2020-06-25 R. J. Reynolds Tobacco Company Method for whitening tobacco
WO2020225768A1 (en) 2019-05-09 2020-11-12 American Snuff Company, Llc Stabilizer for moist snuff
US11213062B2 (en) 2019-05-09 2022-01-04 American Snuff Company Stabilizer for moist snuff
EP4285743A2 (en) 2019-09-11 2023-12-06 Nicoventures Trading Limited Oral product with a basic amine and an ion pairing agent
WO2021048792A1 (en) 2019-09-11 2021-03-18 R. J. Reynolds Tobacco Company Oral product with cellulosic flavor stabilizer
WO2021048791A1 (en) 2019-09-11 2021-03-18 R. J. Reynolds Tobacco Company Pouched products with enhanced flavor stability
WO2021050741A1 (en) 2019-09-11 2021-03-18 R. J. Reynolds Tobacco Company Oral product with a basic amine and an ion pairing agent
EP3794963A1 (en) 2019-09-18 2021-03-24 American Snuff Company, LLC Method for fermenting tobacco
WO2021086367A1 (en) 2019-10-31 2021-05-06 Nicoventures Trading Limited Oral product and method of manufacture
WO2021116866A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Pouched products with enhanced flavor stability
WO2021116879A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral composition with beet material
WO2021116868A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral products with controlled release
WO2021116852A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral product with dissolvable component
WO2021116853A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Fibrous fleece material
WO2021116823A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral product
WO2021116878A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral products with improved binding of active ingredients
WO2021116916A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral product with multiple flavors having different release profiles
WO2021116842A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral products with controlled release
WO2021116917A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral composition with nanocrystalline cellulose
WO2021116884A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Layered fleece for pouched product
WO2021116893A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral product and method of manufacture
WO2021116856A2 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral products
WO2021116894A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Pouched products with heat sealable binder
WO2021116834A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Nanoemulsion for oral use
WO2021116855A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral compositions and methods of manufacture
WO2021116892A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral compositions with reduced water activity
WO2021116825A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral product
WO2021116824A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral product comprising a cannabinoid
WO2021116862A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral compositions with reduced water content
WO2021116890A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Liquid composition for oral use or for use in an aerosol delivery device
WO2021116891A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral foam composition
WO2021116876A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral composition with salt inclusion
WO2021116827A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Process
WO2021116841A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Moist oral compositions
WO2021116881A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral product in a pourous pouch comprising a fleece material
WO2021116914A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral composition with polymeric component
WO2021116887A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Lipid-containing oral composition
WO2021116918A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral compositions including gels
WO2021116822A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral products with reduced irritation
WO2021116895A2 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Stimulus-responsive pouch
WO2021116865A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Agents for oral composition
WO2021116837A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Pouched products
WO2021116919A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Fleece for oral product with releasable component
WO2021116854A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral products with active ingredient combinations
WO2021116867A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Buffered oral compositions
WO2021116826A1 (en) 2019-12-09 2021-06-17 Nicoventures Trading Limited Oral product comprising a cannabinoid
WO2021171185A1 (en) 2020-02-24 2021-09-02 Nicoventures Trading Limited Beaded tobacco material and related method of manufacture
WO2021250516A1 (en) 2020-06-08 2021-12-16 Nicoventures Trading Limited Effervescent oral composition comprising an active ingredient
WO2022107031A1 (en) 2020-11-19 2022-05-27 Nicoventures Trading Limited Oral products
WO2022112949A1 (en) 2020-11-25 2022-06-02 Nicoventures Trading Limited Oral cannabinoid product with lipid component
WO2022162558A1 (en) 2021-01-28 2022-08-04 Nicoventures Trading Limited Method for sealing pouches
WO2022189977A1 (en) 2021-03-09 2022-09-15 Nicoventures Trading Limited Oral products and methods of manufacture
WO2022190042A1 (en) 2021-03-12 2022-09-15 Nicoventures Trading Limited Oral products with self-emulsifying system
WO2022224198A1 (en) 2021-04-22 2022-10-27 Nicoventures Trading Limited Oral lozenge products
WO2022224197A1 (en) 2021-04-22 2022-10-27 Nicoventures Trading Limited Effervescent oral composition
WO2022224200A1 (en) 2021-04-22 2022-10-27 Nicoventures Trading Limited Oral compositions and methods of manufacture
WO2022229926A1 (en) 2021-04-30 2022-11-03 Nicoventures Trading Limited Multi-compartment oral pouched product
WO2022229929A1 (en) 2021-04-30 2022-11-03 Nicoventures Trading Limited Oral products with high-density load
WO2022234522A1 (en) 2021-05-06 2022-11-10 Nicoventures Trading Limited Oral compositions and related methods for reducing throat irritation
WO2022264066A1 (en) 2021-06-16 2022-12-22 Nicoventures Trading Limited Pouched product comprising dissolvable composition
WO2022269475A1 (en) 2021-06-21 2022-12-29 Nicoventures Trading Limited Oral product tablet and method of manufacture
WO2022269556A1 (en) 2021-06-25 2022-12-29 Nicoventures Trading Limited Oral products and method of manufacture
WO2023002197A1 (en) 2021-07-22 2023-01-26 Nicoventures Trading Limited Compositions comprising a constituent, derivative or extract of cannabis
WO2023002198A1 (en) 2021-07-22 2023-01-26 Nicoventures Trading Limited Compositions comprising a constituent, derivative or extract of cannabis
WO2023053060A1 (en) 2021-09-30 2023-04-06 Nicoventures Trading Limited Oral gum composition
WO2023053062A1 (en) 2021-09-30 2023-04-06 Nicoventures Trading Limited Oral product with a basic amine and an ion pairing agent
WO2023084498A1 (en) 2021-11-15 2023-05-19 Nicoventures Trading Limited Oral products with nicotine-polymer complex
WO2023084499A1 (en) 2021-11-15 2023-05-19 Nicoventures Trading Limited Products with enhanced sensory characteristics
WO2023187675A1 (en) 2022-03-31 2023-10-05 R. J. Reynolds Tobacco Company Agglomerated botanical material for oral products
WO2023194959A1 (en) 2022-04-06 2023-10-12 Nicoventures Trading Limited Pouched products with heat sealable binder
WO2023248187A1 (en) 2022-06-24 2023-12-28 Nicoventures Trading Limited Oral composition comprising a receptor modulator
WO2024074836A1 (en) 2022-10-07 2024-04-11 Nicoventures Trading Limited Oral product
WO2024074835A1 (en) 2022-10-07 2024-04-11 Nicoventures Trading Limited Oral product
WO2024074842A1 (en) 2022-10-07 2024-04-11 Nicoventures Trading Limited Oral product
WO2024074834A1 (en) 2022-10-07 2024-04-11 Nicoventures Trading Limited Oral product
WO2024074839A1 (en) 2022-10-07 2024-04-11 Nicoventures Trading Limited Oral product
WO2024074843A1 (en) 2022-10-07 2024-04-11 Nicoventures Trading Limited Oral product
WO2024079722A1 (en) 2022-10-14 2024-04-18 Nicoventures Trading Limited Capsule-containing pouched products
WO2024089588A1 (en) 2022-10-24 2024-05-02 Nicoventures Trading Limited Shaped pouched products
WO2024095162A1 (en) 2022-11-01 2024-05-10 Nicoventures Trading Limited Method of preparing a pouched product comprising a nicotine salt
WO2024095164A1 (en) 2022-11-01 2024-05-10 Nicoventures Trading Limited Products with spherical filler
WO2024095163A1 (en) 2022-11-01 2024-05-10 Nicoventures Trading Limited Oral composition comprising encapsulated ph adjusting agent
WO2024095011A1 (en) 2022-11-04 2024-05-10 Nicoventures Trading Limited Oral product
WO2024095013A1 (en) 2022-11-04 2024-05-10 Nicoventures Trading Limited Oral product
WO2024171117A1 (en) 2023-02-15 2024-08-22 Nicoventures Trading Limited Oral products with high-density load
WO2024180481A1 (en) 2023-02-28 2024-09-06 Nicoventures Trading Limited Caffeine-containing oral product
WO2024201031A1 (en) 2023-03-27 2024-10-03 Nicoventures Trading Limited Oral product for the delivery of actives
WO2024201343A1 (en) 2023-03-30 2024-10-03 Nicoventures Trading Limited Oral compositions and methods of manufacture
WO2024201301A1 (en) 2023-03-31 2024-10-03 Nicoventures Trading Limited Starchless molding process for oral products
WO2024201280A1 (en) 2023-03-31 2024-10-03 Nicoventures Trading Limited Emulsions for nicotine encapsulation

Also Published As

Publication number Publication date
WO2010132444A3 (en) 2011-02-24
US20220142229A1 (en) 2022-05-12
US20100282267A1 (en) 2010-11-11
US11246334B2 (en) 2022-02-15
JP2012526553A (en) 2012-11-01
CA2761737A1 (en) 2010-11-18
EP2429321A4 (en) 2013-03-06
RU2011150186A (en) 2013-06-20
US12063952B2 (en) 2024-08-20
BRPI1010548A2 (en) 2016-03-15
EP2429321A2 (en) 2012-03-21
RU2536214C2 (en) 2014-12-20

Similar Documents

Publication Publication Date Title
US12063952B2 (en) Method and device for flavoring smokeless tobacco
US7901512B2 (en) Flavored smokeless tobacco and methods of making
DK3232825T3 (en) AN ORAL, SMOKE-FREE, MOISTURE SNOSE PRODUCT
JP6568525B2 (en) Smokeless tobacco composition incorporating plant material
WO2002080707A1 (en) Chewable flavor delivery system
US11944114B2 (en) Smokeless tobacco lipid granules
JP2012512664A (en) Tobacco granules and method for producing tobacco granules
EP2685843A1 (en) Cured tobacco and method therefor
EP3544450B1 (en) Smokeless products containing non-tobacco plant materials
WO2021165418A1 (en) Smokeless article
EP3868222A1 (en) Smokeless article
EP4070671B1 (en) A flavoured oral pouched nicotine product comprising an acid
EP3868221A1 (en) Smokeless article
EP3868223A1 (en) Smokeless article
EP3868224A1 (en) Smokeless article
EP3861873A1 (en) Container for smokeless article
EP3837995A1 (en) A smokeless article
EP3242568B1 (en) Material for inclusion in a smoking article
Stanfill 6. Toxic contents and emissions of smokeless tobacco products

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 10775400

Country of ref document: EP

Kind code of ref document: A2

WWE Wipo information: entry into national phase

Ref document number: 2012510934

Country of ref document: JP

Ref document number: 2761737

Country of ref document: CA

NENP Non-entry into the national phase

Ref country code: DE

WWE Wipo information: entry into national phase

Ref document number: 2010775400

Country of ref document: EP

ENP Entry into the national phase

Ref document number: 2011150186

Country of ref document: RU

Kind code of ref document: A

REG Reference to national code

Ref country code: BR

Ref legal event code: B01A

Ref document number: PI1010548

Country of ref document: BR

ENP Entry into the national phase

Ref document number: PI1010548

Country of ref document: BR

Kind code of ref document: A2

Effective date: 20111111