EP0490559A1 - A flavour release material for smoking compositions - Google Patents

A flavour release material for smoking compositions Download PDF

Info

Publication number
EP0490559A1
EP0490559A1 EP91311255A EP91311255A EP0490559A1 EP 0490559 A1 EP0490559 A1 EP 0490559A1 EP 91311255 A EP91311255 A EP 91311255A EP 91311255 A EP91311255 A EP 91311255A EP 0490559 A1 EP0490559 A1 EP 0490559A1
Authority
EP
European Patent Office
Prior art keywords
flavorant
filament
release material
matrix
flavour release
Prior art date
Legal status (The legal status 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 status listed.)
Withdrawn
Application number
EP91311255A
Other languages
German (de)
English (en)
French (fr)
Inventor
James M. Washington
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Philip Morris Products Inc
Philip Morris USA Inc
Original Assignee
Philip Morris Products Inc
Philip Morris USA Inc
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 Inc, Philip Morris USA Inc filed Critical Philip Morris Products Inc
Publication of EP0490559A1 publication Critical patent/EP0490559A1/en
Withdrawn legal-status Critical Current

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
    • 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

Definitions

  • flavorants have been developed and proposed for incorporation into tobacco products. Illustrative of such tobacco flavorants are those described in United States Patents 3,580,259; 3,625,224; 3,722,516; 3,750,674; 3,879,425; 3,881,025; 3,884,247; 3,890,981; 3,903,900; 3,914,451; 3,915,175; 3,920,027; 3,924,644; 3,937,228; 3,943,943; 3,568,387; 3,379,754; and the like.
  • Recent developments have involved incorporating a low volatility organic additive to a smoking composition, which under smoking conditions is pyrolyzed into one or more fragments that function to improve the taste and character of mainstream tobacco smoke, and in some cases a consequential improvement of sidestream smoke aroma.
  • U.S. 3,312,226 describes smoking tobacco compositions which contain an ester additive such as l-menthyl linalool carbonate. Under smoking conditions pyrolysis of the carbonate ester releases menthol which flavors the mainstream smoke.
  • an ester additive such as l-menthyl linalool carbonate.
  • U.S. 3,332,428 and U.S. 3,419,543 describe smoking tobacco compositions which contain a menthyl carbonate ester of a glycol or saccharide, which under smoking conditions decomposes to release free menthol into the mainstream smoke.
  • U.S. 3,499,452 discloses similar smoking tobacco compositions in which a carbonate ester additive releases flavorant volatiles other than menthol.
  • Another method being practiced for preventing premature volatilization of a smoking composition flavorant additive is by the utilization of microcapsules which encapsulate a flavorant that is being incorporated in the combustible filler.
  • One disadvantage of this technique is the tendency for the microcapsules to separate from the filler and produce products with variable quantities of flavorant.
  • U.S. 4,889,144 describes a method wherein microcapsules containing encapsulated flavorant are introduced into the filter portion of a cigarette rather than the combustible filler. The release of the flavorant is achieved by applying pressure to the filter to rupture the microcapsules and release the encapsulated flavorant.
  • One or more objects of the present invention are accomplished by the provision of a process for producing a flavorant-release filament which comprises (1) extruding an aqueous mixture of flavorant compound and polysaccharide binder through an inner coaxial nozzle to form a gelled core fiber; (2) simultaneously coextruding an aqueous solution of water-soluble alginate salt through an outer coaxial nozzle to apply a coextensive sheath coating on the core fiber and form a continuous filament matrix; (3) contacting the filament with an aqueous calcium compound solution to convert sodium alginate to insoluble calcium alginate in the filament sheath,coating and encapsulate the flavorant; and (4) subjecting the filament to drying conditions to remove water from the filament matrix.
  • the flavorant content in the filament is between about 2-65 weight percent, based on filament dry weight.
  • the polysaccharide binder in step(1) typically is incorporated in a quantity between about 0.5-5 weight percent of the aqueous mixture, and is selected from water-soluble or water-dispersible polysaccharides such as guar, starch, gum arabic, tragacanth, locust bean gum, pectin, carboxymethylcellulose, xanthan gum, and the like.
  • the alginate salt in step(2) is a water-soluble salt such as sodium alginate, potassium alginate or ammonium alginate.
  • the aqueous bath in step(3) is preferably an aqueous solution of a calcium compound which can dissolve and form a solution concentration of about 5 weight percent or higher, such as calcium chloride, calcium hydroxide, calcium acetate, calcium gluconate, and the like.
  • the flavorant which is encapsulated in the filament by the invention process can be selected from the large variety of known materials such as menthol, licorice, clove, anise, cinnamon, sandalwood, geranium, rose oil, vanilla, lemon oil, cassia, spearmint, fennel, ginger, and the like.
  • the encapsulated material in the filament also can be in the form of a flavorant-release compound, such as the carbonate esters disclosed in United States patents 3,312,226 and 3,499,452.
  • this invention provides a novel monofilament product consisting of a core matrix and a coextensive sheath coating, wherein the core matrix comprises a mixture of flavorant compound, sodium alginate and calcium alginate, and the sheath coating comprises a non-porous calcium alginate film.
  • the filament has a diameter between about 60-600 microns, and the sheath thickness is between about 5-20 microns.
  • An invention monofilament can have a core matrix which consists of alternating sections of the core mixture containing flavorant and the core mixture not containing flavorant, in a "bead-string" structural conformation.
  • the bead-string conformation is provided by pulsing the flow of flavorant into admixture with the core sodium alginate solution during the coaxial stream formation phase.
  • this invention provides a cigarette product which has a combustible filler matrix selected from natural tobacco, reconstituted tobacco and tobacco substitutes, and the filler matrix contains a flavorant-release monofilament which is coextensive with the length of the filler matrix; wherein the monofilament consists of a core body and a coextensive sheath coating, and the core body comprises a mixture of flavorant compound, sodium alginate and calcium alginate, and the sheath coating comprises a non-porous calcium alginate film; and wherein the monofilament releases the flavorant compound as a volatile component of smoke under normal smoking conditions.
  • a cigarette product of the present invention can be produced with a conventional cigarette manufacturing assembly.
  • the flavorant-release monofilament on a reel module can be fed continuously to the moving cigarette wrapper strip in coordination with the combustible filler feed stream. More than one monofilament feed line can be employed to introduce multiple filaments in the final product. The filament length normally will coincide with the tobacco rod segment at the cigarette cutting stage.
  • a present invention cigarette product has several advantages in addition to ease of fabrication. There is no movement of the monofilament during handling and storage, and the problem of flavorant additive separation from the combustible filler is eliminated. There is essentially no migration of a volatile-type flavorant such as menthol during storage of the cigarette product. This permits the use of activated carbon filters on menthol cigarettes without any poisoning of the carbon adsorption activity.
  • This Example illustrates the preparation of a monofilament containing encapsulated menthol flavorant in accordance with the present invention.
  • a solution containing 2 percent by weight of "Kelgin LV" sodium alginate (Kelco, Chicago, Ill.) in water was prepared.
  • Synthetic menthol m.p. ⁇ 42°C
  • Sodium alginate solution was charged to a second supply tank similarly enclosed.
  • a third heated tank was charged with more of the sodium alginate solution.
  • the heated water bath was ultrasonically agitated to remove any small bubbles of air entrained in the sodium alginate solutions. All of the supply tanks were air pressurized to a gauge pressure of 5.5 x 105 Pa (80 psi), providing positive feed to the three "Zenith" metering pumps used to feed the nozzle system.
  • the nozzle system was comprised of an ultrasonic emulsifier (Cole-Parmer) fitted with an in-line mixing cell, and coaxial tubes.
  • the central tube was supplied with emulsified molten menthol and sodium alginate solution.
  • the outer tube was supplied only with alginate solution.
  • the system was operated with the following flow rates:
  • the resulting coaxial stream consisting of a central core of menthol/sodium alginate emulsion and a sheath coating of sodium alginate solution, was introduced continuously into a room temperature bath of a 5% aqueous calcium chloride solution, and a gelled filament matrix was withdrawn continuously from the solution.
  • the withdrawn filament was wound on a plastic rotating drum approximately 0.35m (13 ⁇ ) in diameter. The surface speed of the drum was about 100 meters/minute.
  • the filament then was removed from the drum in about 2m (6-foot) lengths, and dried at room temperature.
  • Electron micrographs of the filament cross-section indicated a central core having a closed cell structure, surrounded by a relatively uniform and non-porous sheath film of calcium alginate.
  • a "bead-string" structural conformation in the filament core matrix is provided by pulsing the flow of menthol/sodium alginate emulsion during the coaxial stream formation phase.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Toxicology (AREA)
  • Manufacture Of Tobacco Products (AREA)
  • Cigarettes, Filters, And Manufacturing Of Filters (AREA)
EP91311255A 1990-12-11 1991-12-03 A flavour release material for smoking compositions Withdrawn EP0490559A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US62592390A 1990-12-11 1990-12-11
US625923 1990-12-11

Publications (1)

Publication Number Publication Date
EP0490559A1 true EP0490559A1 (en) 1992-06-17

Family

ID=24508196

Family Applications (1)

Application Number Title Priority Date Filing Date
EP91311255A Withdrawn EP0490559A1 (en) 1990-12-11 1991-12-03 A flavour release material for smoking compositions

Country Status (6)

Country Link
EP (1) EP0490559A1 (zh)
JP (1) JPH06343445A (zh)
KR (1) KR920011399A (zh)
CN (1) CN1062276A (zh)
FI (1) FI915804A (zh)
NO (1) NO914769L (zh)

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0658319A1 (en) * 1993-12-16 1995-06-21 R.J. Reynolds Tobacco Company Smoking article filter
WO1998015191A1 (en) * 1996-10-09 1998-04-16 Givaudan-Roure (International) S.A. Process for preparing beads as food or tobacco additive
US6436461B1 (en) 1996-10-09 2002-08-20 Givauden Roure (International) Sa Process for preparing gel beads as food additives
WO2007123466A1 (en) 2006-04-24 2007-11-01 Lyckeby Culinar Ab Flavour release material and its use in different food products
GB2469838A (en) * 2009-04-29 2010-11-03 British American Tobacco Co Treated tobacco
GB2469832A (en) * 2009-04-29 2010-11-03 British American Tobacco Co Aerosol generating material for a smoking article
US8381736B2 (en) 2006-01-27 2013-02-26 British America Tobacco (Investments) Limited Method of preparing a rod for use in the preparation of a smoking article
US8758561B2 (en) 2010-07-19 2014-06-24 British American Tobacco (Investments) Limited Cellulosic material
EP2578095A3 (en) * 2005-02-04 2014-09-10 Philip Morris Products S.A. Flavour capsule for enhanced flavour delivery in cigarettes
AU2019380483B2 (en) * 2018-11-13 2022-08-18 Nicoventures Trading Limited Generation of an inhalable medium
RU2806657C2 (ru) * 2018-11-13 2023-11-02 Никовенчерс Трейдинг Лимитед Изделие для выработки аэрозоля, содержащее его устройство в сборе для выработки вдыхаемой среды (варианты) и набор для использования при выработке вдыхаемой среды

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20030009800A (ko) * 2001-07-24 2003-02-05 김진희 담배맛 변경이 가능한 담배
US7381277B2 (en) * 2004-07-29 2008-06-03 R.U. Reynolds Tobacco Company Flavoring a cigarette by using a flavored filter plug wrap
US20070074733A1 (en) * 2005-10-04 2007-04-05 Philip Morris Usa Inc. Cigarettes having hollow fibers
CN106174690A (zh) * 2016-08-31 2016-12-07 云南中烟工业有限责任公司 一种烟条中心加香的卷烟
CN106360803A (zh) * 2016-11-29 2017-02-01 将军烟草集团有限公司 一种烟用爆珠的脉冲切割生产方法及生产系统

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0040048A1 (en) * 1980-05-08 1981-11-18 Merck & Co. Inc. Calcium alginate fibers
EP0292949A2 (en) * 1987-05-29 1988-11-30 Japan Tobacco Inc. Filter for tobacco smoking
EP0422820A2 (en) * 1989-10-10 1991-04-17 Wm. Wrigley Jr. Company Gradual release structures made from fibre spinning techniques

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0040048A1 (en) * 1980-05-08 1981-11-18 Merck & Co. Inc. Calcium alginate fibers
EP0292949A2 (en) * 1987-05-29 1988-11-30 Japan Tobacco Inc. Filter for tobacco smoking
EP0422820A2 (en) * 1989-10-10 1991-04-17 Wm. Wrigley Jr. Company Gradual release structures made from fibre spinning techniques

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0658319A1 (en) * 1993-12-16 1995-06-21 R.J. Reynolds Tobacco Company Smoking article filter
WO1998015191A1 (en) * 1996-10-09 1998-04-16 Givaudan-Roure (International) S.A. Process for preparing beads as food or tobacco additive
US6325859B1 (en) 1996-10-09 2001-12-04 Givaudan Roure (International) Sa Process for preparing beads as food or tobacco additive
US6436461B1 (en) 1996-10-09 2002-08-20 Givauden Roure (International) Sa Process for preparing gel beads as food additives
US6929814B2 (en) 1996-10-09 2005-08-16 Givaudan Sa Process for preparing beads as food additive and product thereof
EP2578095A3 (en) * 2005-02-04 2014-09-10 Philip Morris Products S.A. Flavour capsule for enhanced flavour delivery in cigarettes
US8381736B2 (en) 2006-01-27 2013-02-26 British America Tobacco (Investments) Limited Method of preparing a rod for use in the preparation of a smoking article
WO2007123466A1 (en) 2006-04-24 2007-11-01 Lyckeby Culinar Ab Flavour release material and its use in different food products
GB2469838A (en) * 2009-04-29 2010-11-03 British American Tobacco Co Treated tobacco
GB2469832A (en) * 2009-04-29 2010-11-03 British American Tobacco Co Aerosol generating material for a smoking article
US8758561B2 (en) 2010-07-19 2014-06-24 British American Tobacco (Investments) Limited Cellulosic material
AU2019380483B2 (en) * 2018-11-13 2022-08-18 Nicoventures Trading Limited Generation of an inhalable medium
RU2806657C2 (ru) * 2018-11-13 2023-11-02 Никовенчерс Трейдинг Лимитед Изделие для выработки аэрозоля, содержащее его устройство в сборе для выработки вдыхаемой среды (варианты) и набор для использования при выработке вдыхаемой среды

Also Published As

Publication number Publication date
JPH06343445A (ja) 1994-12-20
FI915804A0 (fi) 1991-12-10
FI915804A (fi) 1992-06-12
CN1062276A (zh) 1992-07-01
NO914769D0 (no) 1991-12-04
KR920011399A (ko) 1992-07-24
NO914769L (no) 1992-06-12

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