WO2010086010A1 - Smokeless dissolvable compressed tobacco product - Google Patents

Smokeless dissolvable compressed tobacco product Download PDF

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Publication number
WO2010086010A1
WO2010086010A1 PCT/EP2009/009323 EP2009009323W WO2010086010A1 WO 2010086010 A1 WO2010086010 A1 WO 2010086010A1 EP 2009009323 W EP2009009323 W EP 2009009323W WO 2010086010 A1 WO2010086010 A1 WO 2010086010A1
Authority
WO
WIPO (PCT)
Prior art keywords
tobacco
dissolvable compressed
smokeless dissolvable
component
tobacco product
Prior art date
Application number
PCT/EP2009/009323
Other languages
English (en)
French (fr)
Inventor
Håkan BIVEHED
Original Assignee
Philip Morris Products S.A.
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 Philip Morris Products S.A. filed Critical Philip Morris Products S.A.
Priority to KR1020117007485A priority Critical patent/KR101779615B1/ko
Priority to MX2011003882A priority patent/MX2011003882A/es
Priority to JP2011546617A priority patent/JP2012516137A/ja
Priority to BRPI0924206A priority patent/BRPI0924206A2/pt
Priority to PL09812420T priority patent/PL2381803T3/pl
Priority to DK09812420.9T priority patent/DK2381803T3/da
Priority to RU2011115844/12A priority patent/RU2011115844A/ru
Priority to CA2737323A priority patent/CA2737323C/en
Priority to EP09812420.9A priority patent/EP2381803B1/de
Publication of WO2010086010A1 publication Critical patent/WO2010086010A1/en

Links

Classifications

    • 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
    • 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
    • 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
    • A24B15/183Treatment of tobacco products or tobacco substitutes sterilization, preservation or biological decontamination
    • 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
    • A24B15/20Biochemical treatment

Definitions

  • the present invention relates to an oral smokeless dissolvable compressed tobacco product.
  • a number of oral smokeless non-dissolvable tobacco products that include an insoluble residual component that is disposed of by a consumer after use are known in the art.
  • Known smokeless non-dissolvable tobacco products include: plug, twist, and loose leaf chewing tobacco; dry snuff; moist snuff, which typically contains finely cut fermented moist tobacco; loose or portioned snus, which typically contains finely ground moist tobacco; and tobacco- containing chewing gum.
  • a number of oral smokeless dissolvable tobacco products that dissolve in the mouth of a consumer are also known.
  • smokeless dissolvable compressed tobacco products in the form of pills, tablets and lozenges which comprise powdered or ground tobacco together with other ingredients.
  • Raw, unprocessed tobacco may contain increased levels of viable bacteria.
  • smokeless dissolvable compressed tobacco products dissolve and the tobacco in such products is ingested by the consumer it would be desirable to provide an improved method for treating a smokeless dissolvable compressed tobacco product for oral use.
  • a smokeless dissolvable compressed tobacco product comprising: a pasteurised tobacco component, wherein the substantially aseptic smokeless dissolvable compressed tobacco product has a total aerobic microbial count of less than 2 log cfu/g.
  • a method of making a smokeless dissolvable compressed tobacco product having a total aerobic microbial count of less than 2 log cfu/g comprises: pasteurising a tobacco component to reduce the total aerobic microbial count to less than 2 log cfu/g and the total yeast and mould count to less than 2 log cfu/g; mixing the pasteurised tobacco component with one or more non-tobacco components; and compressing the pasteurised tobacco component and one or more non- tobacco components to form a smokeless dissolvable compressed tobacco product.
  • the total aerobic microbial count is measured in accordance with the Nordic Committee on Food Analysis (NMKL) method No 86, 4.
  • NMKL method No 98, 4. Ed., 2005 The NMKL method No 86, 4. Ed., 2006 is used to determine the aerobic plate count by preparing a dilution series of sample material according to general microbiological principles, followed by pour-plating into an agar medium in Petri dishes. In this method, the samples are incubated under aerobic conditions at either 30 0 C for 3 days, 20°C for 3 days, or 6.5°C for 10 days. In the NMKL method No 98, 4.
  • the yeast and mould count is determined by surface inoculation of appropriate dilution series on dichloran rose bengal agar (DRBC), dichloran glycerol agar (DG18) or oxytetracykline glucose yeast extract agar (OGYE) dependent on which matrix are analysed.
  • DRBC dichloran rose bengal agar
  • DG18 dichloran glycerol agar
  • OYE oxytetracykline glucose yeast extract agar
  • the tobacco component may be pasteurised using any suitable technique provided that the pasteuriation parameters such as temperature and time are sufficient to reduce the total aerobic microbial count of the tobacco component to less than 2 log cfu/g and the total yeast and mold count of the tobacco component to less than 2 log cfu/g to render the tobacco component substantially aseptic.
  • Suitable pasteurisation techniques include, but are not limited to, single hot steam injection, repeated hot steam injection and indirect heating.
  • the tobacco component is pasteurised by hot steam injection, more preferably by repeated hot steam injection.
  • the step of pasteurising the tobacco component comprises direct heating of the tobacco by hot steam injection to a temperature of between about 100 0 C and about 12O 0 C for a period of between about 1 minute and about 30 minutes. More preferably, the step of pasteurising the tobacco component comprises direct heating of the tobacco component by repeated hot steam injection to temperatures of at least about 100 0 C.
  • the heat treament of the tobacco component during pasteurisation advantageously results in the formation of tobacco-derived flavourings.
  • the tobacco component may be pasteurised together with water.
  • the tobacco component may be pasteurised with one or more other additives approved for use in the food industry, including, but not limited to, sodium chloride, sodium carbonate, potassium carbonate, propylene glycol, glycerol and combinations thereof.
  • the pH of the pasteurised tobacco component may be adjusted prior to compressing the pasteurised tobacco component and one or more non-tobacco components to form the smokeless dissolvable compressed tobacco product.
  • the pH of the pasteurised tobacco component is adjusted to between about 7.5 and about 8.9.
  • the pH of the pasteurised tobacco component may be adjusted through the addition of one or more acidity regulators.
  • Suitable acidity regulators approved for use in the food industry are known in the art and include, but are not limited to: alkali carbonates, such as sodium carbonate and potassium carbonate; calcium carbonate; alkali hydroxides, such as sodium hydroxide and potassium hydroxide; calcium hydroxide; magnesium hydroxide; and combinations thereof.
  • the pH of the pasteurised tobacco component is adjusted prior to mixing the pasteurised tobacco component with the one or more non-tobacco components.
  • the pH of the pasteurised tobacco component may be adjusted by mixing the pasteurised tobacco component with one or more non-tobacco components comprising at least one acidity regulator or buffering agent.
  • the tobacco component may comprise one or more of tobacco lamina, tobacco stem, expanded tobacco and reconstituted tobacco.
  • the tobacco component may comprise a blend of two or more different types of tobacco.
  • the tobacco component may comprise a blend of two or more of different types of tobacco selected from the group consisting of Virginia, Burley, Maryland, Nicotiana rustica and oriental tobacco.
  • the tobacco component may comprise a single type of tobacco.
  • the tobacco component may comprise tobacco that has been one or more of dried, aged, flue-cured, air-cured, fire-cured, sun-cured, shredded, powdered and ground.
  • the tobacco component comprises air-cured tobacco, sun-cured tobacco, dark air-cured tobacco or a combination thereof.
  • the tobacco component comprises particulate tobacco. More preferably, the tobacco component comprises powdered tobacco, ground tobacco or a combination thereof.
  • the particulate tobacco may have any suitable average particle size.
  • the particulate tobacco may have an average particle size of less than about 1 mm, less than about 0.5 mm or less than about 0.1 mm.
  • the particulate tobacco has an average particle size of between about 100 nm and about 1 mm, more preferably of between about 100 nm and about 0.5 mm.
  • the tobacco may be ground and sieved in a typical manner in order to obtain a desired particle size.
  • the smokeless dissolvable compressed tobacco product further comprises one or more non-tobacco components.
  • smokeless dissolvable compressed tobacco products according to the invention may further comprise one or more non-tobacco components approved for use in the food industry selected from the group consisting of: acidity regulators, buffering agents, fillers, binders, gelling agents, lubricants, anti-adherents, glidants, disintegration agents, sweeteners, flavourants, taste enhancers and colourants.
  • the tobacco component may be dry blended or otherwise mixed with the one or more non-tobacco components.
  • the tobacco component and one or more non-tobacco components may be ground together or mixed in a twisting powder mixer.
  • the tobacco component may be present in the smokeless dissolvable compressed tobacco product in an amount of between about 0.5% to about 60% of the dry weight of the compressed tobacco product.
  • the amount of the tobacco component may be selected as a function of, for example, the desired nicotine content or the desired flavour or other organoleptic properties of the smokeless dissolvable compressed tobacco product.
  • the smokeless dissolvable compressed tobacco product comprises: at least one binder or filler; at least one lubricant, anti- adherent or glidant; at least one acidity regulator; at least one flavourant; and at least one sweetener.
  • the smokeless dissolvable compressed tobacco product also comprises one or more of a gelling agent, a taste enhancer, a colourant and a disintegration agent.
  • the smokeless dissolvable compressed tobacco product comprises at least one binder or filler.
  • the smokeless dissolvable compressed tobacco product may optionally comprise one or more gelling agents.
  • gelling agent is used to refer to any component that affects the mouth feel of the smokeless dissolvable compressed tobacco product when dissolved in the mouth of a consumer.
  • Suitable binders, fillers and gelling agents include, but are not limited to: non-tobacco plant fibres; starches, including pre-gelatinized starch; gums, including natural gums, such as xanthan gum, gum, acacia, gum arabic, guar gum, locust bean gum and sodium alginate; pectins: gelatine: agar: carrageenan; pullulan; microcrystalline cellulose; methyl cellulose; carboxymethyl cellulose; dextrins, including maltodextrin; sugar alcohols, such as erythritol, xylitol mannitol, sorbitol, isomalt, maltitol and lactitol; glucose; lactose; sucrose; polyvidone; calcium sulfate dihydrate; and combinations thereof.
  • non-tobacco plant fibres starches, including pre-gelatinized starch
  • gums including natural gums, such as xanthan gum, gum,
  • the smokeless dissolvable compressed tobacco product comprises microcrystalline cellulose, which functions as a binder and a filler.
  • the smokeless dissolvable compressed tobacco product may optionally comprise one or more lubricants, anti-adherents, glidants or combinations thereof.
  • lubricant anti-adherent and glidant are used to refer to any component that facilitates manufacturing of the smokeless dissolvable compressed tobacco product by reducing friction, reducing adhesion, or otherwise improving flow properties. It will be appreciated that a single non-tobacco component may perform the functions of one or more of a lubricant, an anti- adherent and a glidant.
  • Suitable lubricants, anti-adherents and glidants include, but are not limited to: stearates, including magnesium stearate, calcium stearate, sodium stearate, zinc stearate, and derivatives thereof, including sodium stearyl fumarate; fatty acids, including stearic acid; silicates, including magnesium silicates and calcium silicates; starch; lauryl sulfates, including magnesium lauryl sulfate and sodium lauryl sulfate; polyethylene glycol; and silica aerogels, including colloidal fumed silica.
  • the one or more lubricants, anti-adherents, glidants or combinations thereof may be present in the smokeless dissolvable compressed tobacco product in an amount of, for example, between about 0.1% to about 5% of the dry weight of the compressed tobacco product.
  • the one or more lubricants, anti-adherents, glidants or combinations thereof are present in the smokeless dissolvable compressed tobacco product in an amount of less than about 1% of the dry weight of the compressed tobacco product, more preferably in an amount of about 0.2% of the dry weight of the compressed tobacco product.
  • the smokeless dissolvable compressed tobacco product may optionally comprise one or more disintegrants.
  • disintegrant is used to refer to any component that facilitates breakup or disintegration of the smokeless dissolvable compressed tobacco product when placed in a consumer's mouth.
  • Suitable disintegrants include, but are not limited to: starches, including pregelatinised starch; sodium starch glycolate; sodium alginate; croscarmellose sodium; crosslinked polyvinylpyrrolidone, including crospovidone; sodium carboxymethyl cellulose; calcium carboxymethyl cellulose; sodium bicarbonate; and calcium carbonate.
  • the one or more disintegrants maybe present in the smokeless dissolvable compressed tobacco product in an amount of, for example, between about 1% to about 15% of the dry weight of the compressed tobacco product.
  • the smokeless dissolvable compressed tobacco product may optionally comprise one or more sweeteners.
  • Smokeless dissolvable compressed tobacco products according to the invention may include natural sweeteners, artificial sweeteners or combinations thereof.
  • Suitable natural and artificial sweeteners are known in the art and include, but are not limited to: monosaccharides, such as glucose, fructose, ribose xylose and invert sugar; disaccharides, such as lactose, maltose and sucrose; sugar alcohols, such as erythritol, xylitol mannitol, sorbitol, isomalt, maltitol and lactitol; and artificial sweeteners, such as sucralose, aspartame, saccharin, acesulfame K, and cyclamate,
  • the smokeless dissolvable compressed tobacco product may optionally comprise one or more flavourants.
  • Smokeless dissolvable compressed tobacco products according to the invention may include natural flavourants, artificial flavourants or combinations thereof.
  • the one or more flavourants may be added in encapsulated or non-encapsulated form.
  • Suitable natural and artificial flavourants include, but are not limited to, peppermint, spearmint, wintergreen, menthol, eucalyptus oil, angelica, anise, anethole, carvone, vanillin, vanilla, basil oil, cardamom, cassia, cinnamon, clove, cocoa, coriander oil, fennel oil, fenugreek, ginger, lemon grass, liquorice, nutmeg, palmarosa oil, sage oil, acacia, amber, clary, geranium, jasmine, juniper berry, lavender oil, magnolia, oak moss, orris root, osmanthus, rose oil, sandalwood, bergamot oil, lemon oil, lime oil, orange oil, fruit extracts, fruit flavouring, almond, coconut, chocolate, coffee, tea, arrack, rum, cognac, whisky, and gin.
  • the one or more flavourants may be present in the smokeless dissolvable compressed tobacco product in an amount of, for example, between about 0.1% to about 4% of the dry weight of the compressed tobacco product.
  • the smokeless dissolvable compressed tobacco product may optionally comprise one or more taste enhancers such as, for example, sodium chloride or ammonium chloride.
  • the smokeless dissolvable compressed tobacco product may optionally comprise one or more colourants to, for example, indicate or reflect the flavour or brand of the compressed tobacco product or otherwise enhance its aesthetic appearance.
  • smokeless dissolvable compressed tobacco products may comprise multifunctional non-tobacco components that perform two or more of the functions previously described above.
  • the smokeless dissolvable compressed tobacco product may comprise a multifunctional non-tobacco component that functions as at least two of: (i) a binder or filler; (ii) a lubricant, anti-adherent or glidant; and (iii) a disintegrant.
  • the smokeless dissolvable compressed tobacco product may comprise pre-gelatinised starch that functions as a binder, lubricant and disintegrant.
  • Smokeless dissolvable compressed tobacco products according to the invention may also comprise mutlifunctional non-tobacco components that perform two or more other functions.
  • the smokeless dissolvable compressed tobacco product may comprise a sugar alcohol that acts as a binder and a sweetner, or colloidal fumed silica that acts as a glidant and a desiccant.
  • suitable known desiccants such as, for example, magnesium sulfate may also be included in smokeless dissolvable compressed tobacco products according to the invention to control the moisture content thereof.
  • the pasteurised tobacco component may be dry blended with one or more non-tobacco components and then directly compressed in a typical manner to form the smokeless dissolvable compressed tobacco product.
  • the pasteurised tobacco component and one or more non-tobacco components maybe be directly compressed using, for example, a tablet press having a single die and punch arrangement or a rotary tablet press having multiple dies.
  • the pasteurised tobacco component may optionally be wet granulated in a typical manner using, for example, a fluid bed granulator.
  • the compression forces used to form the smokeless dissolvable compressed tobacco product may be selected based on a number of factors. These factors include: the type of apparatus employed to compress the tobacco component and one or more non-tobacco components; the size of the smokeless dissolvable compressed tobacco product; the desired physical and mechanical properties of the smokeless dissolvable compressed tobacco product, including but not limited to the hardness, friability, disintegration or dissolution characteristics; and the desired appearance of the compressed smokeless dissolvable compressed tobacco product.
  • smokeless dissolvable compressed tobacco products according to the invention may be produced having a hardness of between about 2 N and about 300 N.
  • smokeless dissolvable compressed tobacco products according to the invention may be produced that dissolve in the mouth of an average consumer within about 5 minutes to about 45 minutes.
  • smokeless dissolvable compressed tobacco products according to the invention dissolve in the mouth of an average consumer within about 5 minutes to about 15 minutes.
  • smokeless dissolvable compressed tobacco products according to the invention which dissolve in the mouth of an average consumer within about 30 minutes to about 45 minutes and which can be sucked by a consumer and then "parked" between their cheek and gum may be advantageously produced.
  • one or more surfaces of the formed smokeless dissolvable compressed tobacco product may be embossed or debossed.
  • the formed smokeless dissolvable compressed tobacco product may be at least partially coated in a typical manner using, for example, a pan coater.
  • Smokeless dissolvable compressed tobacco products according to the invention may be produced in a variety of different shapes.
  • Figs. 1-12 show: (a) perspective views; (b) side views; and (c) top views of examples of different shaped smokeless dissolvable compressed tobacco products according to the invention.
  • Smokeless dissolvable compressed tobacco products according to the invention may also be produced in a variety of different sizes.
  • smokeless dissolvable compressed tobacco products according to the invention may have a diameter of from about 2 mm to about 30 mm and a weight of from about 0.1 g to about 3.0 g.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Biochemistry (AREA)
  • Manufacture Of Tobacco Products (AREA)
PCT/EP2009/009323 2009-01-28 2009-12-30 Smokeless dissolvable compressed tobacco product WO2010086010A1 (en)

Priority Applications (9)

Application Number Priority Date Filing Date Title
KR1020117007485A KR101779615B1 (ko) 2009-01-28 2009-12-30 무연 분해성 압착 담배제품의 제조방법
MX2011003882A MX2011003882A (es) 2009-01-28 2009-12-30 Producto de tobaco comprimido, disolvible, sin humo.
JP2011546617A JP2012516137A (ja) 2009-01-28 2009-12-30 無煙可溶性圧縮タバコ製品
BRPI0924206A BRPI0924206A2 (pt) 2009-01-28 2009-12-30 produtos prensados dissolúveis de tabaco sem fumaça
PL09812420T PL2381803T3 (pl) 2009-01-28 2009-12-30 Bezdymny rozpuszczalny prasowany wyrób tytoniowy
DK09812420.9T DK2381803T3 (da) 2009-01-28 2009-12-30 Røgfrit opløseligt komprimeret tobaksprodukt
RU2011115844/12A RU2011115844A (ru) 2009-01-28 2009-12-30 Бездымный растворимый спрессованный табачный продукт
CA2737323A CA2737323C (en) 2009-01-28 2009-12-30 Smokeless dissolvable compressed tobacco product
EP09812420.9A EP2381803B1 (de) 2009-01-28 2009-12-30 Rauchloses, auflösbares, verdichtetes tabakprodukt

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP09250218.6 2009-01-28
EP09250218A EP2213181A1 (de) 2009-01-28 2009-01-28 Rauchloses, auflösbares, verdichtetes Tabakprodukt

Publications (1)

Publication Number Publication Date
WO2010086010A1 true WO2010086010A1 (en) 2010-08-05

Family

ID=40983458

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2009/009323 WO2010086010A1 (en) 2009-01-28 2009-12-30 Smokeless dissolvable compressed tobacco product

Country Status (15)

Country Link
US (1) US20100275936A1 (de)
EP (2) EP2213181A1 (de)
JP (1) JP2012516137A (de)
KR (1) KR101779615B1 (de)
BR (1) BRPI0924206A2 (de)
CA (1) CA2737323C (de)
DK (1) DK2381803T3 (de)
EC (1) ECSP11011291A (de)
MX (1) MX2011003882A (de)
MY (1) MY159762A (de)
PL (1) PL2381803T3 (de)
RU (1) RU2011115844A (de)
TW (1) TWI513413B (de)
UA (1) UA100473C2 (de)
WO (1) WO2010086010A1 (de)

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WO2011130414A1 (en) * 2010-04-14 2011-10-20 Altria Client Services Inc. Preformed smokeless tobacco product
JP2013524788A (ja) * 2010-04-14 2013-06-20 アルトリア クライアント サービシーズ インコーポレイテッド 予成形無煙タバコ製品
US9237768B2 (en) 2010-04-14 2016-01-19 Altria Client Services Llc Preformed smokeless tobacco product
US10327467B2 (en) 2010-04-14 2019-06-25 Altria Client Services Llc Preformed smokeless tobacco product
US10645968B2 (en) 2010-04-14 2020-05-12 Altria Client Services Llc Preformed smokeless tobacco product
US11957152B2 (en) 2010-04-14 2024-04-16 Altria Client Services Llc Preformed smokeless tobacco product
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CN103369979A (zh) * 2010-12-10 2013-10-23 奥驰亚客户服务公司 无烟烟草包装系统及方法
US9468233B2 (en) 2010-12-10 2016-10-18 Altria Client Services Llc Smokeless tobacco packaging system and method
CN107373746A (zh) * 2010-12-10 2017-11-24 奥驰亚客户服务公司 无烟烟草包装系统及方法
US10285439B2 (en) 2010-12-10 2019-05-14 Altria Client Services Llc Smokeless tobacco packaging system and method
US11357256B2 (en) 2010-12-10 2022-06-14 Altria Client Services Llc Smokeless tobacco packaging system and method

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MY159762A (en) 2017-01-31
EP2381803A1 (de) 2011-11-02
US20100275936A1 (en) 2010-11-04
PL2381803T3 (pl) 2014-11-28
BRPI0924206A2 (pt) 2016-01-19
DK2381803T3 (da) 2014-07-14
EP2213181A1 (de) 2010-08-04
JP2012516137A (ja) 2012-07-19
KR101779615B1 (ko) 2017-10-10
TW201036559A (en) 2010-10-16
ECSP11011291A (es) 2011-09-30
TWI513413B (zh) 2015-12-21
RU2011115844A (ru) 2013-03-10
EP2381803B1 (de) 2014-06-04
KR20110110762A (ko) 2011-10-07
UA100473C2 (uk) 2012-12-25
CA2737323C (en) 2016-06-21
CA2737323A1 (en) 2010-08-05

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