CA2565112A1 - Selective filtration of cigarette smoke using chitosan derivatives - Google Patents

Selective filtration of cigarette smoke using chitosan derivatives Download PDF

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Publication number
CA2565112A1
CA2565112A1 CA002565112A CA2565112A CA2565112A1 CA 2565112 A1 CA2565112 A1 CA 2565112A1 CA 002565112 A CA002565112 A CA 002565112A CA 2565112 A CA2565112 A CA 2565112A CA 2565112 A1 CA2565112 A1 CA 2565112A1
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CA
Canada
Prior art keywords
cross
filter
resin
chitosan
linked
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.)
Granted
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CA002565112A
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French (fr)
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CA2565112C (en
Inventor
John W. Caraway, Jr.
Thaddeus J. Jackson
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Brown and Williamson Holdings Inc
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Individual
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Publication of CA2565112A1 publication Critical patent/CA2565112A1/en
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Publication of CA2565112C publication Critical patent/CA2565112C/en
Expired - Fee Related legal-status Critical Current
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Classifications

    • A—HUMAN NECESSITIES
    • A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24D—CIGARS; CIGARETTES; TOBACCO SMOKE FILTERS; MOUTHPIECES FOR CIGARS OR CIGARETTES; MANUFACTURE OF TOBACCO SMOKE FILTERS OR MOUTHPIECES
    • A24D3/00—Tobacco smoke filters, e.g. filter-tips, filtering inserts; Filters specially adapted for simulated smoking devices; Mouthpieces for cigars or cigarettes
    • A24D3/06—Use of materials for tobacco smoke filters
    • A24D3/08—Use of materials for tobacco smoke filters of organic materials as carrier or major constituent

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Solid-Sorbent Or Filter-Aiding Compositions (AREA)
  • Cigarettes, Filters, And Manufacturing Of Filters (AREA)
  • Filtering Materials (AREA)

Abstract

A smoking article filter having a porous resin with a high surface area to mass ratio comprised of a chitosan derivative. PreferedPreferred embodiments include chitosan cross-linked with glutaraldehyde and chitosan cross-linked with glyoxal. The chitosan derivative provides for the selective filtration of cigarette smoke, particularly for the removal of aldehydes, hydrogen cyanide, heavy metals and carbonyls.

Claims (34)

  1. Claim 1. A tobacco-smoke filter comprising a chitosan resin having chitosan cross-linked with a constituent selected from the group consisting of glutaraldehyde and glyoxal.
  2. Claim 2. A filter according to Claim 1, wherein said resin is cross-linked with glutaraldehyde.
  3. Claim 3. A filter according to Claim 1, wherein said resin is cross-linked with glyoxal.
  4. Claim 4. A filter according to Claim 1, wherein said resin is in particulate form within a size range of approximately 17 mesh to approximately 70 mesh.
  5. Claim 5. A cigarette filter according to Claim 1, wherein said resin comprises milled particles.
  6. Claim 6. A filter according to Claim 1, wherein said tobacco smoke filter has said resin present in a range from about 10 mg to about 200 mg.
  7. Claim 7. A filter according to Claim 1, wherein said resin is in particulate form and is disposed between filter sections, said filter sections having materials selected from the group consisting of fibrous, filamentary, paper, and combinations thereof.
  8. Claim 8. A filter according to Claim 1, wherein said resin is in particulate form and is dispersed in a filter tow.
  9. Claim 9. A method of smoke filtration comprising providing a smoking article filter having chitosan resin cross-linked with a constituent selected from the group consisting of glutaraldehyde and glyoxal, and passing smoke through said filter.
  10. Claim 10. A method of fluid-flow filtration that comprises providing a filtration bed having cross-linked chitosan resin in said bed and passing fluid containing constituents reactive with said resin through said filtration bed.
  11. Claim 11. A method as claimed in Claim 10 and in which the providing step comprises packing said chitosan resin within said bed.
  12. Claim 12. A method as claimed in Claim 10 in which said resin is in a particulate form having a size of about 16 mesh.
  13. Claim 13. A method as claimed in Claim 10 and in which said providing step further comprises packing said cross-linked chitosan resin along said bed.
  14. Claim 14. A method as claimed in Claim 10 wherein said fluid is cigarette smoke and said constituents comprises pyrolysis products of cigarette materials.
  15. Claim 15. A method of removing from cigarette smoke pyrolysis products of cigarette materials comprising providing a filtration region having cross-linked chitosan resin disposed throughout the region and passing said pyrolysis products through said filtration region.
  16. Claim 16. A tobacco smoke filtration media obtained by the steps of:
    dissolving chitosan in a first solution having acetic acid in a range of about 0.1% to about 10% forming a second solution having chitosan in a range of about 0.1% to about 20%;
    filtering said second solution;
    adding said second solution drop-wise to a precipitation bath, wherein said precipitation bath has sodium hydroxide in a range of about 1 molar to about 5 molar, forming gel beads;
    rinsing said gel beads;
    suspending said gel beads in a cross-linking solution for about 1 hour to about 24 hours forming cross-linked beads, wherein said cross-linking solution has approximately 0.1% to approximately 50% of a cross-linking compound selected from the group consisting of glutaraldehyde and glyoxal;
    rinsing said cross-linked beads; and drying said cross-linked beads forming a porous chitosan crossed-linked resin bead.
  17. Claim 17. The smoke filtration media of Claim 16 wherein said cross-linking compound is glutaraldehyde.
  18. Claim 18. The smoke filtration media of Claim 16 wherein said cross-linking compound is glyoxal.
  19. Claim 19. A tobacco smoke filtration media obtained by the steps of:
    dissolving chitosan in an acetic acid solution having acetic acid in a range of about 0.1% to about 10% forming a chitosan solution having approximately 0.1% to approximately 20%
    chitosan;
    cooling a precipitation bath below ambient room temperature, wherein said precipitation bath has sodium hydroxide, water, and methanol;
    adding said chitosan solution drop-wise to said precipitation bath forming gel beads;
    warming said precipitation bath having said gel beads to about ambient room temperature;
    rinsing said gel beads;
    suspending said gel beads for about 1 hour to about 24 hours in a cross-linking solution having approximately 0.1% to approximately 50% of a cross-linking compound selected from the group consisting of glutaraldehyde and glyoxal forming cross-linked beads;
    rinsing said cross-linked beads; and drying said cross-linked beads forming a porous chitosan crossed-linked resin bead.
  20. Claim 20. The smoke filtration media of Claim 19 wherein said cross-linking compound is glutaraldehyde.
  21. Claim 21. The smoke filtration media of Claim 19 wherein said cross-linking compound is glyoxal.
  22. Claim 22. A tobacco-smoke filter comprising in the range of about 10 mg to about 200 mg of a cross-linked chitosan resin, said resin having a size within the range of about 16 mesh to about 70 mesh.
  23. Claim 23. The cigarette filter according to Claim 22, wherein said filter is attached to a tobacco rod by tipping paper.
  24. Claim 24. The cigarette filter according to Claim 22, wherein said resin is incorporated in one or more cigarette filter parts selected from the group consisting of tipping paper, shaped paper insert, a plug, a space, and a free-flow sleeve.
  25. Claim 25. The cigarette filter according to Claim 22, wherein said resin is incorporated in cigarette filter paper.
  26. Claim 26. A method of manufacturing a filter which is useful for removing a gaseous component of a gas mixture, comprising steps of:
    preparing a filter media having a cross-linking compound selected from the group consisting of glutaraldehyde and glyoxal, wherein said cross-linking compound is cross-linked to chitosan; and incorporating said filter media in a filter wherein said filter media removes said gaseous component of said gas mixture.
  27. Claim 27. The method according to Claim 26, further comprising attaching said filter to a tobacco rod with tipping paper.
  28. Claim 28. The method according to Claim 26, wherein said filter media is incorporated in one or more cigarette filter parts selected from the group consisting of tipping paper, shaped paper insert, a plug, a space, and a free-flow sleeve.
  29. Claim 29. The method according to Claim 26, wherein said cross-linking compound is glutaraldehyde.
  30. Claim 30. The method according to Claim 26, wherein said cross-linking compound is glyoxal.
  31. Claim 31. The method according to Claim 26, wherein said cross-linking compound is incorporated in a cavity of said filter.
  32. Claim 32. A method of removing a gaseous component of a gas mixture comprising passing said gas mixture in contact with a filter, wherein said filter has a reagent consisting essentially of at least one reactive functional group cross-linked to chitosan such that said reagent chemically reacts with said gaseous component of said gas mixture and removes said gaseous component from said gas mixture, wherein said functional group is selected from the group consisting of glutaraldehyde and glyoxal.
  33. Claim 33. The method according to claim 32, further comprising steps of generating said gas mixture and directing a gas stream containing said gas mixture through said filter such that said component of said gas mixture to be removed is chemically reacted with said reagent and prevented from reentering said gas stream.
  34. Claim 34. A tobacco-smoke filter comprising a chitosan resin having a reduced number of reactive amino groups.
CA2565112A 2004-05-10 2005-04-27 Selective filtration of cigarette smoke using chitosan derivatives Expired - Fee Related CA2565112C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US10/842,165 2004-05-10
US10/842,165 US20050247323A1 (en) 2004-05-10 2004-05-10 Selective filtration of cigarette smoke using chitosan derivatives
PCT/US2005/014476 WO2005112671A1 (en) 2004-05-10 2005-04-27 Selective filtration of cigarette smoke using chitosan derivatives

Publications (2)

Publication Number Publication Date
CA2565112A1 true CA2565112A1 (en) 2005-12-01
CA2565112C CA2565112C (en) 2011-11-01

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
CA2565112A Expired - Fee Related CA2565112C (en) 2004-05-10 2005-04-27 Selective filtration of cigarette smoke using chitosan derivatives

Country Status (12)

Country Link
US (2) US20050247323A1 (en)
EP (2) EP1746906A1 (en)
JP (1) JP4547422B2 (en)
CN (1) CN101043826A (en)
AR (1) AR049048A1 (en)
AU (1) AU2005244774B2 (en)
BR (1) BRPI0510809A (en)
CA (1) CA2565112C (en)
MY (1) MY139894A (en)
RU (1) RU2336790C2 (en)
WO (1) WO2005112671A1 (en)
ZA (1) ZA200609182B (en)

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US9226524B2 (en) 2010-03-26 2016-01-05 Philip Morris Usa Inc. Biopolymer foams as filters for smoking articles
US9192193B2 (en) 2011-05-19 2015-11-24 R.J. Reynolds Tobacco Company Molecularly imprinted polymers for treating tobacco material and filtering smoke from smoking articles
CN102336921B (en) * 2011-06-30 2012-09-05 哈尔滨工业大学 Preparation method of vapor-phase crosslinked chitosan/polyoxyethylene composite film
GB201112539D0 (en) 2011-07-21 2011-08-31 British American Tobacco Co Porous carbon and methods of production thereof
WO2013036164A2 (en) * 2011-09-05 2013-03-14 Общество С Ограниченной Ответственностью "Эфтэк" Cigarette filter segment
KR102092622B1 (en) 2012-04-30 2020-03-25 필립모리스 프로덕츠 에스.에이. Smoking article mouthpiece including aerogel
CN102793271B (en) * 2012-08-31 2015-04-22 福建中烟工业有限责任公司 Application of cross-linked chitosan porous microspheres in cigarette filter tips
CN103190704B (en) * 2013-04-17 2014-06-25 江苏中烟工业有限责任公司 Method for selectively reducing specific nitrosamines in cigarette smoke
CN103300477B (en) * 2013-06-18 2015-12-09 云南烟草科学研究院 A kind of novel filter tip material and preparation method thereof and application
GB201412752D0 (en) 2014-07-17 2014-09-03 Nicoventures Holdings Ltd Electronic vapour provision system
CN108433176B (en) * 2018-03-08 2020-12-08 武汉力诚生物科技有限公司 Production device and production method of plant polysaccharide cigarette filter tip or filter tip rod
CN108576924B (en) * 2018-05-17 2020-08-11 江苏工程职业技术学院 Cigarette filter tip loaded with molecular sieve and preparation method thereof
CN110179155A (en) * 2019-05-30 2019-08-30 华侨大学 A kind of application of polyamino chitosan material in cigarette filter
CN113786815A (en) * 2021-09-26 2021-12-14 桂林清研皓隆复合材料研究院有限公司 Adsorbing material for water pollution treatment and preparation method thereof
CN117510855B (en) * 2023-11-09 2024-04-23 广州雷斯曼新材料科技有限公司 High-purity dimethyl silicone oil and preparation method and application thereof

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Also Published As

Publication number Publication date
MY139894A (en) 2009-11-30
EP1746906A1 (en) 2007-01-31
EP2510815A2 (en) 2012-10-17
AU2005244774B2 (en) 2009-01-29
JP4547422B2 (en) 2010-09-22
RU2336790C2 (en) 2008-10-27
EP2510815A3 (en) 2013-10-30
AU2005244774A1 (en) 2005-12-01
JP2007535929A (en) 2007-12-13
BRPI0510809A (en) 2007-11-06
CA2565112C (en) 2011-11-01
AR049048A1 (en) 2006-06-21
RU2006143635A (en) 2008-06-20
US20050247323A1 (en) 2005-11-10
US20070295345A1 (en) 2007-12-27
ZA200609182B (en) 2008-06-25
CN101043826A (en) 2007-09-26
WO2005112671A1 (en) 2005-12-01

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