EP1411784A1 - Cigarette filter - Google Patents

Cigarette filter

Info

Publication number
EP1411784A1
EP1411784A1 EP02756831A EP02756831A EP1411784A1 EP 1411784 A1 EP1411784 A1 EP 1411784A1 EP 02756831 A EP02756831 A EP 02756831A EP 02756831 A EP02756831 A EP 02756831A EP 1411784 A1 EP1411784 A1 EP 1411784A1
Authority
EP
European Patent Office
Prior art keywords
section
filter
cigarette filter
general
selective
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
Application number
EP02756831A
Other languages
German (de)
French (fr)
Other versions
EP1411784B8 (en
EP1411784B1 (en
Inventor
James N. Figlar
Brian E. Tucker
F. Kelley St. Charles
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.)
Brown and Williamson Holdings Inc
Original Assignee
Brown and Williamson Tobacco Corp
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 Brown and Williamson Tobacco Corp filed Critical Brown and Williamson Tobacco Corp
Publication of EP1411784A1 publication Critical patent/EP1411784A1/en
Application granted granted Critical
Publication of EP1411784B1 publication Critical patent/EP1411784B1/en
Publication of EP1411784B8 publication Critical patent/EP1411784B8/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24DCIGARS; CIGARETTES; TOBACCO SMOKE FILTERS; MOUTHPIECES FOR CIGARS OR CIGARETTES; MANUFACTURE OF TOBACCO SMOKE FILTERS OR MOUTHPIECES
    • A24D3/00Tobacco smoke filters, e.g. filter-tips, filtering inserts; Filters specially adapted for simulated smoking devices; Mouthpieces for cigars or cigarettes
    • A24D3/06Use of materials for tobacco smoke filters
    • A24D3/16Use of materials for tobacco smoke filters of inorganic materials
    • A24D3/163Carbon
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24DCIGARS; CIGARETTES; TOBACCO SMOKE FILTERS; MOUTHPIECES FOR CIGARS OR CIGARETTES; MANUFACTURE OF TOBACCO SMOKE FILTERS OR MOUTHPIECES
    • A24D3/00Tobacco smoke filters, e.g. filter-tips, filtering inserts; Filters specially adapted for simulated smoking devices; Mouthpieces for cigars or cigarettes
    • A24D3/06Use of materials for tobacco smoke filters
    • A24D3/12Use of materials for tobacco smoke filters of ion exchange materials
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24DCIGARS; CIGARETTES; TOBACCO SMOKE FILTERS; MOUTHPIECES FOR CIGARS OR CIGARETTES; MANUFACTURE OF TOBACCO SMOKE FILTERS OR MOUTHPIECES
    • A24D3/00Tobacco smoke filters, e.g. filter-tips, filtering inserts; Filters specially adapted for simulated smoking devices; Mouthpieces for cigars or cigarettes
    • A24D3/06Use of materials for tobacco smoke filters
    • A24D3/16Use of materials for tobacco smoke filters of inorganic materials

Definitions

  • the present invention relates to a cigarette filter that includes a smoke constituent adsorbent which, when combined with a carbon-based filtering material, demonstrates synergistic reductions in smoke vapor constituents.
  • Cigarettes include tobacco rods or columns which, when burned, produce a particulate and a vapor phase.
  • filters began to be attached to an end of the tobacco column.
  • the filter removed various smoke components.
  • the fibrous materials are not effective at removing volatile constituents, such as aldehydes, hydrogen cyanide and sulf ⁇ des, which are found in the vapor phase.
  • an adsorbent or absorbent is combined with the fibrous material to improve removal of the vapor phase components.
  • cigarette filters have included activated carbon, porous minerals such as meerschaum, silica gel, cation-exchange resins and anion-exchange resins.
  • Charcoal has a high specific surface area and is a relatively strong adsorbent for vapor-phase constituents of tobacco smoke. When coated with a mixture of metallic oxides, charcoal is particularly effective in removing acidic gases. Meerschaum has a large adsorption area with a strong adsorption affinity for charged species, but a considerably low adsorption affinity for non-polar species. Silica gels are generally regarded as weakly retentive adsorbents for vapor-phase constituents of tobacco smoke. Although silica gel readily adsorbs aldehydes and hydrogen cyanide, the constituents also readily desorb from the silica gel. Cation exchange resins have been proposed for nicotine removal.
  • Anion exchange resins have been proposed for the removal of smoke acids, but strongly basic anion exchangers have no effect on smoke vapor phase aldehydes.
  • Weakly basic anion-exchange resins of porous structure are suitable for the removal of smoke acids and aldehydes, but their efficiency diminishes during smoking, as does that of carbon and porous minerals.
  • Two or more adsorbents can be used in combination in cigarette filters.
  • U.S. Patent 2,815,760 describes the use of an ion exchange material with
  • the present invention relates to a cigarette filter that includes a multiple section filter which reduces the level of predetermined smoke constituents.
  • the filter consists of a fibrous filter plug located at the mouth-end of the cigarette, a section containing a selective adsorbent material, and a section containing a general adsorbent material.
  • the filter plug can be any filter plug known in the art, such as cellulose acetate tow.
  • the general adsorbent material is preferably selected from a group of relatively high surface area materials, such as activated charcoal, which are capable of adsorbing a range of chemical compounds without a high degree of specificity.
  • the selective adsorbent material is chosen based on the specific smoke constituents targeted for removal.
  • the selective adsorbent material is selected from a group of surface functionalized resins, wherein each resin consists of an essentially inert carrier with a surface area of greater than about 35 m 2 / g.
  • the selective adsorbent material has a phenol-formaldehyde resin matrix surface-functionalized with mainly primary and secondary amine functional groups.
  • the selective adsorbent material may be adjacent to a tobacco rod and the general adsorbent material positioned between the selective adsorbent section and the filter plug.
  • the general adsorbent material may be positioned adjacent to the tobacco rod and the selective adsorbent material between the general adsorbent section and the filter plug.
  • Preliminary data indicates that the former orientation produces a synergistic effect in smoke constituent reductions relative to the latter orientation.
  • selective adsorbent and general adsorbent may be interspersed in a traditional filter plug material, such as cellulose acetate, or the adsorbents may be packed as a bed or thin layer sections within filter plug material.
  • Figure 1 is a perspective view of a prior art filter-tipped cigarette
  • Figure 2 is a perspective view of a filter for a cigarette made in accordance with the present invention wherein the adsorbents are dispersed throughout a filter plug material, and the general adsorbent section is positioned between the filter plug and the selective adsorbent section;
  • Figure 3 is a perspective view of a filter for a cigarette made in accordance with the present invention wherein the adsorbents are dispersed throughout a filter plug material, and the selective adsorbent section is positioned between the filter plug and the general adsorbent section;
  • Figure 4 is a perspective view of a filter for a cigarette made in accordance with the present invention wherein the adsorbents are packed as beds within a segment of a filter plug material;
  • Figure 5 is a cross-sectional view of an embodiment of the present invention with the filter plug disposed between the general adsorbent section and the selective adsorbent section;
  • Figure 6 is a cross-sectional view of an embodiment of the present invention with the filter plug adjacent one end of a tobacco rod;
  • Figure 7 is a cross-sectional view of an embodiment of the present invention with the adsorbents being sectionalized in a single length of fibrous filter material; and, Figure 8 is a cross-sectional view of an embodiment of the present invention absent a filter plug section.
  • the cigarette filter of the present invention includes a multiple section filter which reduces the levels of predetermined smoke constituents.
  • the filter consists of a fibrous filter plug located at the mouth-end of the cigarette, a section containing a selective adsorbent material, and a section containing a general adsorbent material.
  • a typical filter-tipped cigarette 10 has a filter 30 attached to a tobacco rod 20.
  • the tobacco rod 20 consists of a loose tobacco-containing mixture 22 wrapped in a cigarette paper 24, and the filter 30 includes a filter plug 32 wrapped in a plug wrap 34.
  • a sheet of tipping paper 36 joins the filter 30 to the tobacco rod 20.
  • a cigarette 110 has a multiple
  • the filter 130 includes a filter plug
  • the filter plug 132 is adjacent a first or mouth end 131 of the filter
  • the bed of the selective adsorbent 136 is adjacent a second or tobacco-rod end
  • the bed of the general adsorbent 134 is positioned between the
  • the filter plug 132 is made from a filamentary or fibrous material and provides a clean, neat appearance at the mouth end 131 of the cigarette.
  • the filter plug 132 also retains a firmness at the mouth end 131 as the cigarette 110 is consumed.
  • the filter plug 132 can be made from a variety of materials, among the most common being cellulose, cellulose acetate tow, paper, cotton, polypropylene web, polypropylene tow, polyester web, polyester tow or combinations thereof.
  • a plasticizer may be included.
  • the general adsorbent section 134 includes a general adsorbent material 144
  • a filter plug material 142 such as in a "dual-dalmatian" filter
  • the general adsorbent material 144 is preferably selected from a
  • the general adsorbent for example, the general adsorbent
  • activated charcoal can be selected from activated charcoal, activated coconut carbon, activated coal-
  • Ambersorb 572 or Ambersorb 563 a carbonaceous resin derived from the pyrolysis of sulfonated styrene-divinylbenzene available from Rohm and
  • complexes may be included in the general adsorbent section.
  • the selective adsorbent section 136 includes a selective adsorbent material 146 dispersed throughout a filter plug material 142, such as in a "dual-dalmatian"
  • the selective adsorbent material 146 is preferably selected
  • the selective adsorbent material 146 may be an ion- exchange resin, such as Duolite A7 (available from Rohm and Haas, 5000 Richmond Street, Philadelphia, PA 19137), or a material having similar functional groups and binding affinities.
  • the Duolite A7 has a phenol-formaldehyde rsin matrix and is
  • adsorbent 146 are dependent on a number of variables, including how strongly the
  • the selective adsorbent 146 have a surface area of greater than about 35 m 2 / g so that there is minimal diffusional resistance and the surface area
  • adsorbent section 134 where other constituents may be retained by the adsorbent
  • the multiple section filter 110 is made having a filter plug 132 made of cellulose
  • acetate tow and being about 7 mm in length, and having a general adsorbent section
  • selective adsorbent section 136 consisting of 40 mg of Duolite A7 dispersed
  • pyridine hydrogen cyanide, hydrogen sulfide, styrene, 2-methylpropanal, benzene, propionaldehyde, furan, isoprene, 1,3-butadiene, crotonaldehyde, acetone, acrylonitrile, acetaldehyde, toluene, carbon disulfide, methyl ethyl ketone / butyraldehyde, propionaldehyde, acetonitrile, and methanol as compared to
  • the multiple section filter 130 has the filter plug 132
  • the general adsorbent section 134 is adjacent the tobacco-rod end
  • the smoke first passes through the general adsorbent section 134, then through
  • the multiple section filter 230 is essentially identical to the filter 130
  • FIG. 2 (Fig. 2) of the first example embodiment except that the general adsorbent section 134 is adjacent to the tobacco rod 20 and the selective adsorbent section 136 is
  • the absorbents 144, 146 are packed within the filter plug
  • the layer packed absorbents are exposed to less
  • plasticizer than the tow-dispersed absorbents and retain more surface area for
  • section filter 630 for a cigarette 610 includes the general adsorbent 344 and the
  • An advantage of the embodiment 110 of Figure 2 is that the smoke passes
  • the filter plug 132 is disposed between the
  • Fig. 5 the selective adsorbent section 136 is at the mouth end of the filter 430 and in Fig. 6 the general adsorbent
  • section 134 is at the mouth end of the filter 530. Moreover, as shown in Fig. 8, a
  • multiple section filter 730 of a cigarette 710 includes only a general absorbent
  • Example 1 A cigarette 110 with a multiple section filter 130 is prepared as shown in Figure 2 wherein a filter plug 132 is made of cellulose acetate tow and is
  • a general adsorbent section 134 consists of about 40 mg of
  • acetate tow 142 cut to deliver a section 134 about 10 mm in length, and a selective
  • adsorbent section 136 consists of about 40 mg of Duolite A7 dispersed throughout plasticizer-treated cellulose acetate tow 142 cut to deliver a section 136 about 10
  • the filter is attached to a tobacco rod having a length of about 56.5 mm and containing about 617 mg of a typical non-menthol cigarette blend wrapped
  • Example 2 A cigarette 210 with a multiple section filter 230 is prepared with the section orientations as shown in Figure 3 wherein the filter plug 132, the
  • Example 1 the selective adsorbent section 136 of Example 1.
  • the filter is attached to a
  • tobacco rod having a length of about 56.5 mm and containing about 617 mg of a
  • the cigarette delivers about 10.0 mg tar per cigarette.
  • Example 3 Cigarettes are prepared as in Example 1 except that about 20
  • Duolite A7 is used in the selective adsorbent section 136 instead of 40 mg.
  • cigarette delivers about 10.2 mg tar per cigarette.
  • Cigarettes are prepared as in Example 2 except that about 20 mg Duolite A7 is used in the selective adsorbent section 136 instead of 40 mg.
  • cigarette delivers about 10.9 mg tar per cigarette.
  • Example 5 Cigarettes are prepared as in Example 1 except that about 60
  • Duolite A7 is used in the selective adsorbent section 136 instead of 40 mg.
  • the cigarette delivers about 10.0 mg tar per cigarette.
  • Example 6 Cigarettes are prepared as in Example 2 except that about 60
  • Duolite A7 is used in the selective adsorbent section 136 instead of 40 mg.
  • the cigarette delivers about 10.3 mg tar per cigarette.
  • Cigarettes are prepared as in Example 1 except that about 69 mg of a mineral-based charcoal made from semi-anthracite coal is used in the general adsorbent section 136 instead of 40 mg of activated coconut charcoal.
  • cigarette delivers about 10.1 mg tar per cigarette.
  • Example 8 Cigarettes are prepared as in Example 2 except that about 69
  • cigarette delivers about 10.2 mg tar per cigarette.
  • Example 9 Representative cigarettes of Examples 1 - 6 are smoked to a
  • the vapor phase is collected in a bag and analyzed by GC/MS.
  • the data is
  • CA cellulose acetate filter plug
  • GA general adsorbent section
  • SA selective adsorbent section
  • Example 10 Representative cigarettes of Examples 7 and 8 are smoked to
  • the vapor phase is collected in a bag and analyzed by GC/MS.
  • the data is
  • the filter tow 142 when the adsorbents 144, 146 are dispersed within
  • the adsorbents 144, 146 may be packed within the filter plug material 142
  • plasticizer as the tow-dispersed adsorbents, the adsorbents would retain more
  • the filter plug, the general adsorbent section, and the selective adsorbent section may vary in length

Landscapes

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

Abstract

A cigarette filter that includes a multiple section filter which reduces the level of predetermined smoke constituents. The filter (130) consists of a fibrous filter plug (132) located at the mouth-end of the cigarette, a section (136) containing a selective adsorbent material, and a section (134) containing a general adsorbent material. The selective adsorbent material, such as a phenol-formaldehyde resin matrix surface-functionalized with mainly primary and secondary amine functional groups, removes specific smoke constituents from the tobacco smoke. The general adsorbent material, such as activated charcoal, is preferably capable of adsorbing a range of chemical compounds without a high degree of specificity. Structurally, the fibrous filter plug, the selective adsorbent section, and the general adsorbent section are co-axially aligned in tandem.

Description

CIGARETTE FILTER by
James N. Figlar, Brian E.Tucker, and Kelley St.Charles
CROSS-REFERENCE TO RELATED PATENT APPLICATIONS
This application claims priority from U.S. Provisional Application Ser. No.
60/309,388, filed August 1, 2001, which application is incorporated herein by
reference in its entirety, from U.S. Provisional Application Ser. No. 60/309,435, filed
August 1, 2001, which application is incorporated herein by reference in its entirety
and U.S. Patent Application Ser. No. 10/011,841, filed October 30, 2001.
BACKGROUND OF THE INVENTION
The present invention relates to a cigarette filter that includes a smoke constituent adsorbent which, when combined with a carbon-based filtering material, demonstrates synergistic reductions in smoke vapor constituents.
Cigarettes include tobacco rods or columns which, when burned, produce a particulate and a vapor phase. About 70 years ago, filters began to be attached to an end of the tobacco column. Among other things, the filter removed various smoke components. Filters made from filamentary or fibrous material, such as cellulose acetate tow or paper, remove the particulate phase of tobacco smoke by mechanical means. However, the fibrous materials are not effective at removing volatile constituents, such as aldehydes, hydrogen cyanide and sulfϊdes, which are found in the vapor phase. Typically, an adsorbent or absorbent is combined with the fibrous material to improve removal of the vapor phase components. For example, cigarette filters have included activated carbon, porous minerals such as meerschaum, silica gel, cation-exchange resins and anion-exchange resins.
Charcoal has a high specific surface area and is a relatively strong adsorbent for vapor-phase constituents of tobacco smoke. When coated with a mixture of metallic oxides, charcoal is particularly effective in removing acidic gases. Meerschaum has a large adsorption area with a strong adsorption affinity for charged species, but a considerably low adsorption affinity for non-polar species. Silica gels are generally regarded as weakly retentive adsorbents for vapor-phase constituents of tobacco smoke. Although silica gel readily adsorbs aldehydes and hydrogen cyanide, the constituents also readily desorb from the silica gel. Cation exchange resins have been proposed for nicotine removal. Anion exchange resins have been proposed for the removal of smoke acids, but strongly basic anion exchangers have no effect on smoke vapor phase aldehydes. Weakly basic anion-exchange resins of porous structure are suitable for the removal of smoke acids and aldehydes, but their efficiency diminishes during smoking, as does that of carbon and porous minerals. Two or more adsorbents can be used in combination in cigarette filters. For
example, U.S. Patent 2,815,760 describes the use of an ion exchange material with
materials which "chemically react with the harmful, nonalkaline and nonacid
components of the smoke to form non- volatile compounds, thus retaining the latter to the filter." However, the aforesaid additives have not yielded satisfactory selective
removal of such smoke phase components, as smoke aldehydes, particularly
acetaldehyde and acrolein. U.S. Patent 4,300,577 describes the use of a weakly retentive absorbent for vapor-phase constituents intermingled with a second
component having mainly primary amino functional groups for the removal of vapor- phase constituents, including aldehydes and hydrogen cyanide from tobacco smoke. However, the filter of the '577 patent has not been shown to demonstrate adequate
consumer acceptance or commercial viability. SUMMARY OF THE INVENTION
The present invention relates to a cigarette filter that includes a multiple section filter which reduces the level of predetermined smoke constituents. The filter consists of a fibrous filter plug located at the mouth-end of the cigarette, a section containing a selective adsorbent material, and a section containing a general adsorbent material.
The filter plug can be any filter plug known in the art, such as cellulose acetate tow. The general adsorbent material is preferably selected from a group of relatively high surface area materials, such as activated charcoal, which are capable of adsorbing a range of chemical compounds without a high degree of specificity. The selective adsorbent material is chosen based on the specific smoke constituents targeted for removal. Preferably, the selective adsorbent material is selected from a group of surface functionalized resins, wherein each resin consists of an essentially inert carrier with a surface area of greater than about 35 m2 / g. In an embodiment of the present invention, the selective adsorbent material has a phenol-formaldehyde resin matrix surface-functionalized with mainly primary and secondary amine functional groups. Structurally, the selective adsorbent material may be adjacent to a tobacco rod and the general adsorbent material positioned between the selective adsorbent section and the filter plug. Alternatively, the general adsorbent material may be positioned adjacent to the tobacco rod and the selective adsorbent material between the general adsorbent section and the filter plug. Preliminary data indicates that the former orientation produces a synergistic effect in smoke constituent reductions relative to the latter orientation. Further, the selective adsorbent and general adsorbent may be interspersed in a traditional filter plug material, such as cellulose acetate, or the adsorbents may be packed as a bed or thin layer sections within filter plug material. BRIEF DESCRIPTION OF THE DRAWINGS
Figure 1 is a perspective view of a prior art filter-tipped cigarette;
Figure 2 is a perspective view of a filter for a cigarette made in accordance with the present invention wherein the adsorbents are dispersed throughout a filter plug material, and the general adsorbent section is positioned between the filter plug and the selective adsorbent section; Figure 3 is a perspective view of a filter for a cigarette made in accordance with the present invention wherein the adsorbents are dispersed throughout a filter plug material, and the selective adsorbent section is positioned between the filter plug and the general adsorbent section;
Figure 4 is a perspective view of a filter for a cigarette made in accordance with the present invention wherein the adsorbents are packed as beds within a segment of a filter plug material;
Figure 5 is a cross-sectional view of an embodiment of the present invention with the filter plug disposed between the general adsorbent section and the selective adsorbent section; Figure 6 is a cross-sectional view of an embodiment of the present invention with the filter plug adjacent one end of a tobacco rod;
Figure 7 is a cross-sectional view of an embodiment of the present invention with the adsorbents being sectionalized in a single length of fibrous filter material; and, Figure 8 is a cross-sectional view of an embodiment of the present invention absent a filter plug section. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENT
The cigarette filter of the present invention includes a multiple section filter which reduces the levels of predetermined smoke constituents. The filter consists of a fibrous filter plug located at the mouth-end of the cigarette, a section containing a selective adsorbent material, and a section containing a general adsorbent material.
As shown in Figure 1 and as is known in the art, a typical filter-tipped cigarette 10 has a filter 30 attached to a tobacco rod 20. The tobacco rod 20 consists of a loose tobacco-containing mixture 22 wrapped in a cigarette paper 24, and the filter 30 includes a filter plug 32 wrapped in a plug wrap 34. A sheet of tipping paper 36 joins the filter 30 to the tobacco rod 20.
In the present invention, as shown in Figure 2, a cigarette 110 has a multiple
section filter 130 attached to the tobacco rod 20. The filter 130 includes a filter plug
132, a section containing a general adsorbent 134 and a section containing a selective
adsorbent 136. The filter plug 132 is adjacent a first or mouth end 131 of the filter
130. The bed of the selective adsorbent 136 is adjacent a second or tobacco-rod end
137 of the filter 130. The bed of the general adsorbent 134 is positioned between the
filter plug 132 and the selective adsorbent bed 136.
The filter plug 132 is made from a filamentary or fibrous material and provides a clean, neat appearance at the mouth end 131 of the cigarette. The filter plug 132 also retains a firmness at the mouth end 131 as the cigarette 110 is consumed. As is known in the art, the filter plug 132 can be made from a variety of materials, among the most common being cellulose, cellulose acetate tow, paper, cotton, polypropylene web, polypropylene tow, polyester web, polyester tow or combinations thereof. Optionally, a plasticizer may be included.
The general adsorbent section 134 includes a general adsorbent material 144
dispersed throughout a filter plug material 142, such as in a "dual-dalmatian" filter,
known in the art. The general adsorbent material 144 is preferably selected from a
group of relatively high surface area materials which are capable of adsorbing smoke
constituents without a high degree of specificity. For example, the general adsorbent
can be selected from activated charcoal, activated coconut carbon, activated coal-
based carbon, zeolite, silica gel, meerschaum, aluminum oxide, or combining thereof,
as well as a mineral-based charcoal made from semi-anthracite coal with a density
about 50% greater than coconut-based charcoal (available from Calgon Carbon,
Pittsburgh, PA), Ambersorb 572 or Ambersorb 563 (a carbonaceous resin derived from the pyrolysis of sulfonated styrene-divinylbenzene available from Rohm and
Haas, 5000 Richmond Street, Philadelphia, PA 19137), other materials having similar
particle sizes, surface area and binding affinities, or combinations thereof. To further
enhance the efficacy of the general adsorbent, metal oxides or other metal-based
complexes may be included in the general adsorbent section.
The selective adsorbent section 136 includes a selective adsorbent material 146 dispersed throughout a filter plug material 142, such as in a "dual-dalmatian"
filter, known in the art. The selective adsorbent material 146 is preferably selected
based on the material's 146 specificity for a predetermined class of chemical compounds. For example, the selective adsorbent material 146 may be an ion- exchange resin, such as Duolite A7 (available from Rohm and Haas, 5000 Richmond Street, Philadelphia, PA 19137), or a material having similar functional groups and binding affinities. The Duolite A7 has a phenol-formaldehyde rsin matrix and is
surface-functionalized with primary and secondary amino groups, thereby enhancing
the resin's specificity toward the aldehydes and hydrogen cyanide found in tobacco
smoke.
Further, the selective adsorbent material 146 must be selected taking into
consideration that the contact conditions between the tobacco smoke and the
adsorbent 146 are dependent on a number of variables, including how strongly the
smoker pulls the smoke through the filter as the cigarette is being smoked and how
much of the tobacco rod has been consumed prior to each puff. Thus, it is
advantageous that the selective adsorbent 146 have a surface area of greater than about 35 m2 / g so that there is minimal diffusional resistance and the surface area
functional sites are easily accessible. Materials with greater surface areas also
demonstrate less noticeable performance decline if part of the surface is covered
with a plasticizer, as might occur when the adsorbent 146 is dispersed in the filter
plug 142.
When the cigarette is consumed, the tobacco smoke is puffed by the smoker
through the filter 130. The smoke initially passes over the selective adsorbent section 136 where the targeted smoke constituents are adsorbed on the surface of
the selective adsorbent material 146 and particulate matter in the smoke is retained by the filter plug material 142. The remaining smoke then passes over the general
adsorbent section 134 where other constituents may be retained by the adsorbent
material 144 and additional particulate matter is retained by the filter plug material 142. Finally, the remaining smoke then passes through the filter plug 132 where
additional particulate matter can be removed. The filtered smoke is then delivered
to the smoker.
In a first example embodiment of the present invention, as shown in Fig. 2,
the multiple section filter 110 is made having a filter plug 132 made of cellulose
acetate tow and being about 7 mm in length, and having a general adsorbent section
134 consisting of 40 mg of activated coconut charcoal 144 dispersed throughout cellulose acetate tow 142 cut to deliver a section 134 about 10 mm in length
wherein the cellulose acetate tow is treated with a plasticizer, and having a
selective adsorbent section 136 consisting of 40 mg of Duolite A7 dispersed
throughout cellulose acetate tow 142 cut to deliver a section 136 about 10 mm in
length wherein the cellulose acetate tow is treated with a plasticizer. When the
tobacco rod is burned with a normal puff/ rest cycle, analysis of the smoke vapor exiting at the mouth end 131 of the cigarette 110 shows statistically significant
reductions in the levels of hydrogen cyanide, furan, propionaldehyde, acetone,
methyl ethyl ketone / butyraldehyde, hydrogen sulfide, 1,3-butadiene, 2-
methylpropanal, isoprene, styrene, pyridine, toluene and benzene as compared to cigarettes using similar resin-only filters. When the tobacco rod is burned with a
normal puff/ rest cycle, analysis of the smoke vapor exiting at the mouth end 131
of the cigarette 110 shows statistically significant reductions in the levels of
pyridine, hydrogen cyanide, hydrogen sulfide, styrene, 2-methylpropanal, benzene, propionaldehyde, furan, isoprene, 1,3-butadiene, crotonaldehyde, acetone, acrylonitrile, acetaldehyde, toluene, carbon disulfide, methyl ethyl ketone / butyraldehyde, propionaldehyde, acetonitrile, and methanol as compared to
cigarettes using charcoal-only filters.
As shown in Figure 2, the multiple section filter 130 has the filter plug 132
adjacent the mouth end 131, the selective adsorbent section 136 adjacent the tobacco-rod end 137, and the general adsorbent section 134 positioned between the
filter plug 132 and the selective adsorbent section 136.
In an alternative embodiment, such as shown in Figure 3, a cigarette 210
has a multiple section filter 230 wherein the filter plug 132 is positioned at the
mouth end 131, the general adsorbent section 134 is adjacent the tobacco-rod end
137, and the selective adsorbent section 136 is sandwiched between the filter plug 132 and the general adsorbent section 134. In this embodiment, during a normal
puff, the smoke first passes through the general adsorbent section 134, then through
the selective adsorbent section 136, and finally through the filter plug 132.
Moreover, the multiple section filter 230 is essentially identical to the filter 130
(Fig. 2) of the first example embodiment except that the general adsorbent section 134 is adjacent to the tobacco rod 20 and the selective adsorbent section 136 is
sandwiched between the filter plug 132 and the general adsorbent section 134.
When the tobacco rod is burned with a normal puff/ rest cycle, analysis of the
smoke vapor exiting at the mouth end 131 of the cigarette 210 (Fig. 3) shows statistically significant reductions in the levels of propionaldehyde, acetone, methyl
ethyl ketone / butyraldehyde, crotonaldehyde, hydrogen sulfide, 2-methylpropanal,
pyridine, acrolein, toluene, acetaldehyde, acrylonitrile, methanol and benzene as compared to cigarettes using similar resin-only filters. When the tobacco rod is burned with a normal puff/ rest cycle, analysis of the smoke vapor exiting at the
mouth end 131 of the cigarette 210 shows statistically significant reductions in the
levels of pyridine, hydrogen cyanide, benzene, propionitrile, crotonaldehyde,
acetone, acrylonitrile, acetaldehyde, toluene, carbon disulfide, methyl ethyl ketone
/ butyraldehyde, propionaldehyde, acetonitrile, and methanol as compared to
cigarettes using charcoal-only filters.
As shown in another embodiment in Figure 4, in a multiple section filter
330 of a cigarette 310, the absorbents 144, 146 are packed within the filter plug
material as thin layer sections of general absorbent 344 and selective absorbent
346. In this embodiment, the layer packed absorbents are exposed to less
plasticizer than the tow-dispersed absorbents and retain more surface area for
interacting with smoke constituents. Moreover, as shown in Figure 7, a multi-
section filter 630 for a cigarette 610 includes the general adsorbent 344 and the
selective adsorbent 346 dispersed in separate sections within a single length of
fibrous filter material 342.
An advantage of the embodiment 110 of Figure 2 is that the smoke passes
over the selective adsorbent material 146 before passing over the general adsorbent
144. This allows the selective adsorbent 146 to remove some specific smoke
constituents before the general adsorbent 144 is exposed to the smoke, thereby
allowing the general adsorbent 144 to be more effective in removing the remaining
smoke constituents. Thus, there is a synergistic effect observed for the adsorbents
in the cellulose acetate / general adsorbent / specific adsorbent orientation as
compared to the cellulose acetate / specific adsorbent / general adsorbent orientation.
As shown in Figs. 5 and 6, in a multiple section filter 430 and 530 of cigarettes 410 and 510, respectively, the filter plug 132 is disposed between the
general adsorbent section 134 and the selective adsorbent section 136 in Fig. 5 and
is adjacent one end of the tobacco rod 20 in Fig. 6. In Fig. 5 the selective adsorbent section 136 is at the mouth end of the filter 430 and in Fig. 6 the general adsorbent
section 134 is at the mouth end of the filter 530. Moreover, as shown in Fig. 8, a
multiple section filter 730 of a cigarette 710 includes only a general absorbent
section 134 and a selective absorbent section 136.
The following examples are representative of the embodiments which can
be prepared in accordance with the present invention and the smoke constituent removal performance of those embodiments. The embodiments presented are
intended for example purposes only and are not intended to be limiting in scope.
Example 1 : A cigarette 110 with a multiple section filter 130 is prepared as shown in Figure 2 wherein a filter plug 132 is made of cellulose acetate tow and is
about 7 mm in length, a general adsorbent section 134 consists of about 40 mg of
activated coconut charcoal 144 dispersed throughout plasticizer-treated cellulose
acetate tow 142 cut to deliver a section 134 about 10 mm in length, and a selective
adsorbent section 136 consists of about 40 mg of Duolite A7 dispersed throughout plasticizer-treated cellulose acetate tow 142 cut to deliver a section 136 about 10
mm in length. The filter is attached to a tobacco rod having a length of about 56.5 mm and containing about 617 mg of a typical non-menthol cigarette blend wrapped
in a 50 Coresta cigarette paper with about 1.8% citrate. The cigarette delivers about 10.3 mg tar per cigarette.
Example 2: A cigarette 210 with a multiple section filter 230 is prepared with the section orientations as shown in Figure 3 wherein the filter plug 132, the
general adsorbent section 134, and the selective adsorbent section 136 are
essentially identical to the filter plug 132, the general adsorbent section 134, and
the selective adsorbent section 136 of Example 1. The filter is attached to a
tobacco rod having a length of about 56.5 mm and containing about 617 mg of a
typical non-menthol cigarette blend wrapped in a 50 Coresta cigarette paper with
about 1.8% citrate. The cigarette delivers about 10.0 mg tar per cigarette.
Example 3: Cigarettes are prepared as in Example 1 except that about 20
mg Duolite A7 is used in the selective adsorbent section 136 instead of 40 mg. The
cigarette delivers about 10.2 mg tar per cigarette.
Example 4: Cigarettes are prepared as in Example 2 except that about 20 mg Duolite A7 is used in the selective adsorbent section 136 instead of 40 mg. The
cigarette delivers about 10.9 mg tar per cigarette.
Example 5: Cigarettes are prepared as in Example 1 except that about 60
mg Duolite A7 is used in the selective adsorbent section 136 instead of 40 mg. The cigarette delivers about 10.0 mg tar per cigarette.
Example 6: Cigarettes are prepared as in Example 2 except that about 60
mg Duolite A7 is used in the selective adsorbent section 136 instead of 40 mg. The cigarette delivers about 10.3 mg tar per cigarette.
Example 7: Cigarettes are prepared as in Example 1 except that about 69 mg of a mineral-based charcoal made from semi-anthracite coal is used in the general adsorbent section 136 instead of 40 mg of activated coconut charcoal. The
cigarette delivers about 10.1 mg tar per cigarette.
Example 8: Cigarettes are prepared as in Example 2 except that about 69
mg of a mineral-based charcoal made from semi-anthracite coal is used in the
general adsorbent section 136 instead of 40 mg of activated coconut charcoal. The
cigarette delivers about 10.2 mg tar per cigarette.
Example 9: Representative cigarettes of Examples 1 - 6 are smoked to a
butt length of about 4 mm from the tipping using a Borgwalt RM-20 smoking
machine. Following the procedures set forth by the FTC, smoke constituents
exiting the filter end of each cigarette are passed through a Cambridge filter pad,
the vapor phase is collected in a bag and analyzed by GC/MS. The data is
normalized to about 10 mg tar per cigarette.
Average Napor Phase Yields (μg/cig)
Cigarettes 1 2 3 4 5 6
Prepared by
Example: mg 40 20 60
Duolite/cigarett e
Filter Segment CA/GA CA/SA/ CA/GA/ CA SA/ CA/GA/ CA/SA/
Order /SA GA SA GA SA GA
Acetaldehyde 330.9 333.7 380.7 346.2 320.3 310.9
Isoprene 231.4 240.4 252.1 246.1 227.4 227.2
Acetone 144.1 163.5 156.0 160.5 148.0 151.4
Methanol 104.9 127.6 114.5 142.8 111.7 98.5
Acetonitrile 59.8 72.0 67.0 77.4 62.8 57.3
Acrolein 29.6 31.4 33.6 32.2 28.5 29.9
Methyl ethyl 29.3 35.9 30.9 38.5 30.1 31.6 ketone
Formaldehyde 23.5 25.8 25.5 25.0 22.1 24.5
Propionaldehyd 25.7 27.4 29.3 28.5 25.3 25.0 e 1,3-Butadiene 25.5 25.9 27.5 25.5 25.8 25.0
Toluene 22.5 25.3 22.0 27.5 23.9 22.5
Benzene 20.6 23.6 21.6 24.1 21.1 21.4 Acrylonitrile 16.8 17.7 18.0 18.0 17.0 16.5
Furan 16.2 17.0 17.3 16.4 16.4 16.2
Hydrogen 15.1 16.4 20.7 19.6 13.6 14.8 cyanide
Hydrogen 12.9 13.0 14.0 12.9 13.1 12.7 sulfide
Propionitrile 12.9 15.0 13.5 15.9 13.6 12.8
2- 6.4 6.7 7.0 7.0 6.6 6.4
Methylpropana
1
Crotonaldehyd 5.1 5.9 5.5 6.3 5.3 5.0 e
Carbon 2.5 2.6 2.7 2.6 2.6 2.5 disulfide
Styrene 2.0 1.8 2.2 1.9 2.1 1.7
Pyridine 1.9 1.9 1.9 1.8 1.9 1.8
CA = cellulose acetate filter plug; GA = general adsorbent section; SA = selective adsorbent section
Example 10: Representative cigarettes of Examples 7 and 8 are smoked to
a butt length of about 4 mm from the tipping using a Borgwalt RM-20 smoking
machine. Following the procedures set forth by the FTC, smoke constituents
exiting the filter end of each cigarette are passed through a Cambridge filter pad,
the vapor phase is collected in a bag and analyzed by GC/MS. The data is
normalized to about 10 mg tar per cigarette.
Average Napor Phase Yields (μg/cig) — Cigarettes Prepared by Example: 7 8 mg Duolite/cigarette 40
Filter Segment Order CA/GA/S CA/SA/
A GA
Acetaldehyde 343.4 364.2
Isoprene 225.0 268.9
Acetone 138.6 162.3
Methanol 95.1 134.7
Acetonitrile 61.4 84.6
Acrolein 9.8 35.3
Methyl ethyl ketone 28.3 39.8
Propionaldehyde 26.4 30.2
1,3-Butadiene 25.4 27.7
Toluene 18.7 24.2
Benzene 21.3 27.3
Acrylonitrile 7.5 9.0 Furan 17.0 18.4
Hydrogen cyanide 16.7 19.5 Hydrogen sulfide 14.7 14.1 Propionitrile 15.7 20.3 2-Methylpropanal 13.0 14.8 Crotonaldehyde 3.3 5.1 Carbon disulfide 2.8 2.8
Styrene 1.8 2.1 Pyridine 1.3 1.4 CA = cellulose acetate filter plug; GA = general adsorbent section; SA = selective adsorbent section From a production perspective, there are some advantages to dispersing the
selective adsorbent material 146 and the general adsorbent material 144 throughout
the filter tow 142. Specifically, when the adsorbents 144, 146 are dispersed within
the tow 142, the adsorbents are easier to handle than they are as loose particles.
However, when the adsorbents 144, 146 are dispersed within the tow 142, there is a
risk that any plasticizer which is used on the tow 142 will affect the surface of the
adsorbents 144, 146, thereby reducing the adsorption capacity. Thus, as shown in
Figure 4, the adsorbents 144, 146 may be packed within the filter plug material 142
as thin layer sections of general adsorbent 344 and selective adsorbent 346. Because the layer packed adsorbents would not be exposed to the same level of
plasticizer as the tow-dispersed adsorbents, the adsorbents would retain more
available surface area for interacting with smoke constituents.
From a reading of the above, one with ordinary skill in the art should be
able to devise variations to the inventive features. For example, the filter plug, the general adsorbent section, and the selective adsorbent section may vary in length
and diameter, relative to any dimensions specified herein and relative to each other. Further, the various section dimensions may be optimized for a particular tobacco blend or for particular tobacco rod dimensions. These and other variations are believed to fall within the spirit and scope of the attached claims.

Claims

1. A multiple section cigarette filter comprising:
(a) a selective adsorbent section comprising a selective adsorbent material having an affinity for a predetermined class of chemical
compounds dispersed throughout a fibrous material; and
(b) a general adsorbent section comprising a general adsorbent
material having a high surface area and being capable of adsorbing
smoke constituents without a high degree of specificity, said
selective adsorbent section, and said general adsorbent section being co-axially aligned in tandem.
2. The cigarette filter of claim 1 wherein said selective adsorbent material
is an ion-exchange resin.
3. The cigarette filter of Claim 2 wherein said selective adsorbent material has a surface area sufficient to ensure that the surface functional
sites are easily accessible to a smoke constituent.
4. The cigarette filter of claim 2 wherein said ion-exchange resin has a
phenol-formaldehyde resin matrix and is surface-functionalized with
primary and secondary amine groups.
5. The cigarette filter of Claim 2 wherein said selective adsorbent
section comprises said selective adsorbent material dispersed throughout a
fibrous material.
6. The cigarette filter of Claim 2 wherein said selective adsorbent
section comprises a close-packed bed of said selective adsorbent material.
7. The cigarette filter of claim 1 wherein said general adsorbent material
is selected from the group consisting of activated charcoal, activated
coconut carbon, activated coal-based carbon, zeolite, silica gel,
meerschaum, aluminum oxide, a coal-based charcoal made from semi-
anthracite coal, a carbonaceous resin derived from the pyrolysis of
sulfonated styrene-divinylbenzene, or combinations thereof.
8. The cigarette filter of claim 7 wherein said general adsorbent section
comprises said general adsorbent material dispersed throughout a fibrous
material.
9. The cigarette filter of claim 7 wherein said general adsorbent section
comprises a close-packed bed of said general adsorbent material.
10. The cigarette filter of claim 7 wherein said general adsorbent section
further includes a metal oxide or other metal-based complex.
11. The cigarette filter of claim 1 including a fibrous filter plug wherein
said filter plug is made from cellulose, cellulose acetate tow, paper, cotton,
polypropylene web, polypropylene tow, polyester web, polyester tow or a
combination thereof, said fibrous filter plug being co-axially aligned in
tandem with said selective adsorbent section and said general adsorbent
section.
12. The cigarette filter of claim 11 wherein said filter plug further
includes a plasticizer, a liquid additive, a flavoring agent or a combination thereof.
13. The cigarette filter of claim 11 wherein said general adsorbent section is positioned between said fibrous filter plug and said selective adsorbent
section.
14. The cigarette filter of claim 11 wherein said selective adsorbent
section is positioned between said fibrous filter plug and said general
adsorbent section.
15. The cigarette filter of Claim 11 , said fibrous filter plug being
positioned between said selective adsorbent section and said general
adsorbent section.
16. The cigarette filter of Claim 1, including a plug wrap circumscribing said general adsorbent section and said selective adsorbent section.
17. The cigarette filter of claim 1, said selective absorbent material having
a surface area greater than about 35 m2/g.
18. A multiple section cigarette filter comprising:
(a) a fibrous filter plug selected from the group consisting of
cellulose, cellulose acetate tow, paper, cotton, polypropylene web,
polypropylene tow, polyester web, polyester tow or a combination
thereof;
(b) a selective adsorbent section comprising an ion-exchange
resin having a surface area sufficient to ensure that the surface
functional sites are easily accessible to a smoke constituent; and
(c) a general adsorbent section comprising a general adsorbent
material selected from the group consisting of activated charcoal,
activated coconut carbon, activated coal-based carbon, zeolite, silica gel, meerschaum, aluminum oxide, a coal-based charcoal made from
semi-anthracite coal, a carbonaceous resin derived from the
pyrolysis of sulfonated styrene-divinylbenzene, or combinations
thereof, said fibrous filter plug, said selective adsorbent section, and
said general adsorbent section being co-axially aligned in tandem.
19. The cigarette filter of claim 18 wherein said ion-exchange resin has a
phenol-formaldehyde resin matrix and is surface-functionalized with primary
and secondary amine groups.
20. The cigarette filter of claim 18 wherein said selective adsorbent
section comprises said ion-exchange resin dispersed throughout a fibrous
material.
21. The cigarette filter of claim 18 wherein said selective adsorbent
section comprises a close-packed bed of said ion-exchange resin.
22. The cigarette filter of claim 18 wherein said general adsorbent
section comprises said general adsorbent material dispersed throughout a
fibrous material.
23. The cigarette filter of claim 22 wherein said general adsorbent
section further includes an additive selected from a metal oxide or other
metal-based complex.
24. The cigarette filter of claim 18 wherein said general adsorbent
section comprises a close-packed bed of said general adsorbent material.
25. The cigarette filter of claim 24 wherein said general adsorbent section further includes an additive selected from a metal oxide or a metal-
based complex.
26. The cigarette filter of claim 18 wherein said filter plug is made from
cellulose acetate tow.
27. The cigarette filter of claim 18 wherein said filter plug further
includes a plasticizer, a liquid additive, a flavoring agent or a combination
thereof.
28. The cigarette filter of claim 18 wherein said general adsorbent
section is positioned between said fibrous filter plug and said selective
adsorbent section.
29. The cigarette filter of claim 18 wherein said selective adsorbent
section is positioned between said fibrous filter plug and said general
adsorbent section.
30. The cigarette filter of claim 18, said fibrous filter plug being positioned
between said selection absorbent section and said general absorbent section.
31. The cigarette filter of claim 18, said selective absorbent material
having a surface area greater than 35 m2/g.
EP02756831A 2001-08-01 2002-07-30 Cigarette filter Expired - Lifetime EP1411784B8 (en)

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
US30943501P 2001-08-01 2001-08-01
US30938801P 2001-08-01 2001-08-01
US309388P 2001-08-01
US309435P 2001-08-01
US10/011,841 US20030066539A1 (en) 2001-08-01 2001-10-30 Cigarette Filter
US11841 2001-10-30
PCT/US2002/024240 WO2003015544A1 (en) 2001-08-01 2002-07-30 Cigarette filter

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EP1411784B1 EP1411784B1 (en) 2011-10-12
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CN1553777A (en) 2004-12-08
US20030066539A1 (en) 2003-04-10
BR0211853B1 (en) 2011-11-29
MY128508A (en) 2007-02-28
EP1411784B8 (en) 2012-03-07
NZ531256A (en) 2005-07-29
CN100496312C (en) 2009-06-10
JP4028483B2 (en) 2007-12-26
US20040237984A1 (en) 2004-12-02
CA2454820A1 (en) 2003-02-27
RS51032B (en) 2010-10-31
ZA200401077B (en) 2005-06-29
RS11204A (en) 2007-02-05
HRP20040166B1 (en) 2013-11-22
AU2002322811B2 (en) 2006-03-09
IL160150A0 (en) 2004-07-25
MXPA04001044A (en) 2004-06-22
ES2375106T3 (en) 2012-02-24
PL368136A1 (en) 2005-03-21
KR100838207B1 (en) 2008-06-13
EP1411784B1 (en) 2011-10-12
PL200589B1 (en) 2009-01-30
HUP0401565A3 (en) 2012-09-28
EA200400191A1 (en) 2004-06-24
WO2003015544A1 (en) 2003-02-27
EA005323B1 (en) 2005-02-24
HRP20040166A2 (en) 2004-08-31
ATE527901T1 (en) 2011-10-15
HUP0401565A2 (en) 2004-11-29
JP2004538016A (en) 2004-12-24
CA2454820C (en) 2007-06-05
NO20040452L (en) 2004-03-29
AP2134A (en) 2010-07-13
TWI239237B (en) 2005-09-11
AR034967A1 (en) 2004-03-24
EG23137A (en) 2004-04-28
KR20040026699A (en) 2004-03-31
BR0211853A (en) 2004-09-08
IL160150A (en) 2008-03-20
AP2004002985A0 (en) 2004-03-31
OA12647A (en) 2006-06-16

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