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CA2573030C - Cigarette filter and cigarette provided with the same - Google Patents

Cigarette filter and cigarette provided with the same Download PDF

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Publication number
CA2573030C
CA2573030C CA002573030A CA2573030A CA2573030C CA 2573030 C CA2573030 C CA 2573030C CA 002573030 A CA002573030 A CA 002573030A CA 2573030 A CA2573030 A CA 2573030A CA 2573030 C CA2573030 C CA 2573030C
Authority
CA
Canada
Prior art keywords
ptio
cigarette
activated carbon
filter
impregnated
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.)
Expired - Fee Related
Application number
CA002573030A
Other languages
French (fr)
Other versions
CA2573030A1 (en
Inventor
Takashi Hasegawa
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.)
Japan Tobacco Inc
Original Assignee
Japan Tobacco 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 Japan Tobacco Inc filed Critical Japan Tobacco Inc
Publication of CA2573030A1 publication Critical patent/CA2573030A1/en
Application granted granted Critical
Publication of CA2573030C publication Critical patent/CA2573030C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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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
    • A24D3/14Use of materials for tobacco smoke filters of organic materials as additive
    • 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

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Inorganic Chemistry (AREA)
  • Cigarettes, Filters, And Manufacturing Of Filters (AREA)

Abstract

Disclosed is a filter for cigarettes containing a filter material for cigarettes which is impregnated with 2-phenyl-4,4,5,5-tetramethylimidazoline-3-oxide-1-oxyl.

Description

CIGARETTE FILTER AND CIGARETTE PROVIDED WITH THE SAME
Technical Field The present invention relates to a cigarette filter and a cigarette provided with the same, and more specifically, to a cigarette filter excellent in efficiency of removing nitrogen oxides (NOx) in the mainstream smoke and a cigarette provided with the same.

Background Art Nowadays, various requirements are imposed on cigarettes, one of which is to decrease the amount of NOx in the mainstream smoke of cigarettes (Jpn. Pat.

Appln. KOKAI Publication No. 2002-119270). Jpn. Pat.
Appln. KOKAI Publication No. 2002-119270 discloses a tobacco filter in which a procyanidin is incorporated in filaments that form the filter.

However, it has been found that the conventional tobacco filters are not capable of removing NOx from the mainstream smoke to a satisfactory degree.

Disclosure of Invention Thus, it is an object of the present invention to provide a cigarette filter that can efficiently remove nitrogen oxides from the tobacco mainstream smoke, and a cigarette provided with such filter.
According to the present invention, there is provided a cigarette filter comprising a cigarette filter material to which 2-phenyl-4,4,5,5-tetramethylimidazoline-3-oxide-l-oxyl is added.

Further, according to the present invention, there is provided a cigarette provided with a cigarette filter according to the present invention.

Brief Description of Drawings FIG. 1 is a graph showing the reduction rate of NO
in the mainstream smoke of cigarettes manufactured in Example 1, which will be described later in detail, together with that of a comparative example;

FIG. 2 is a graph showing the reduction rate of NO
in the mainstream smoke of cigarettes manufactured in Example 2, which will be described later in detail, together with that of a comparative example;

FIG. 3 is a graph showing the reduction rate of NO
in the mainstream smoke of cigarettes manufactured in Example 3, which will be described later in detail, together with that of a comparative example; and FIG. 4 is a graph showing the reduction rate of NO
in the mainstream smoke of cigarettes manufactured in Example 4, which will be described later in detail, together with that of a comparative example.
Best Mode for Carrying Out the Invention The present invention will be described in more detail below.

A cigarette filter according to the present invention comprises a cigarette filter material to which 2-phenyl-4,4,5,5-tetramethylimidazoline-3-oxide-1-oxyl (PTIO) is added.

In the cigarette filter of the present invention, PTIO, an effective ingredient for removing nitrogen oxides, is a compound known per se (see, for example, Jpn. Pat. Appln. KOKAI Publication No. 9-43153).

In the cigarette filter of the present invention, use may be made, as the filter material, of cellulose acetate fiber tow, filter paper and porous particulate carrier such as activated carbon. In the case where cellulose acetate fiber tow is used as the filter material, PTIO can be added by spraying PTIO onto the fiber tow. When filter paper is used, PTIO can be impregnated into the filter paper. The filter material thus obtained can be wrapped with a wrapper by an ordinary method, and connected to an end of a cigarette.

In the case where a porous particulate carrier such as activated carbon is used as the filter material, PTIO is impregnated in the porous particulate carrier, and then the thus obtained PTIO-carrying particles are filled in a cavity as is known in the art or added to a tow. More specifically as to the cavity filling, a plain filter is provided to either end of a filter wrapper paper pipe. The PTIO-carrying particles are filled in the cavity between these plain filters.
On the other hand, the addition to the tow is carried out by a method similar to that used for charcoal filters of commercially available cigarettes, that is, the PTIO-carrying particles are dispersed between the fibers of the acetate filter.

PTIO is added preferably in an amount of 3 to 10 parts by weight, particularly preferably, 5 to 7 parts by weight based on 100 parts by weight of the filter material. PTIO significantly reduces the amount of NO
and NOx contained in the cigarette mainstream smoke even under wet conditions, which are equivalent to the actual smoking conditions.

The present invention will be described by way of Examples, but the present invention should not be limited to the Examples.

Example 1 <Preparation of PTIO-impregnated activated carbon>
10 mg, 30 mg, 50 mg and 100 mg of PTIO (available from Wako Pure Chemical Industries, Ltd.; CAS:
18390-00-6) were completely dissolved in 2490 mg, 2470 mg, 2450 mg and 2400 mg of ethanol, respectively, thus preparing PTIO ethanol solutions having a concentration of 0.4% by weight, 1.2% by weight, 2% by weight and 4% by weight, respectively. To each of the ethanol solutions, lg of coconut shell activated carbon (available from Japan Envirochemicals Ltd; a specific surface area: about 1200 m2/g), which was dried in advance by heating at 200 C in vacuo, was added, and stirred for 60 minutes using a test tube mixer.
5 Thereafter, the solvent ethanol was removed in a water bath of 50 C while blowing nitrogen gas into the solution, and then the resultant material was dried by heating at 120 C in vacuo. Thus, PTIO-impregnated activated carbon was obtained. It was measured that the PTIO-impregnated activated carbon obtained using the ethanol solution having a PTIO concentration of 0.4% by weight was impregnated with PTIO in an amount corresponding to 1% of the weight of activated carbon (PTIO-impregnated activated carbon I), the PTIO-impregnated activated carbon obtained using the ethanol solution having a PTIO concentration of 1.2% by weight was impregnated with PTIO in an amount corresponding to 3% of the weight of activated carbon (PTIO-impregnated activated carbon II), the PTIO-impregnated activated carbon obtained using the ethanol solution having a PTIO concentration of 2% by weight was impregnated with PTIO in an amount corresponding to 5% of the weight of activated carbon (PTIO-impregnated activated carbon III), and the PTIO-impregnated activated carbon obtained using the ethanol solution having a PTIO
concentration of 4% by weight was impregnated with PTIO
in an amount corresponding to 10% of the weight of activated carbon (PTIO-impregnated activated carbon IV).

<Manufacture of Cigarette Samples>

Commercially available American blend tobacco rods were used as tobacco rods. Filter plugs in which PTIO-impregnated activated carbons obtained above were cavity-filled were attached to one-end sides of the tobacco rods respectively. The filter plugs had a plain filter (made of cellulose acetate fiber tow) having a length of 5 mm provided on both ends of each plug and 0 mg, 50 mg, 100 mg and 200 mg of PTIO-impregnated activated carbon particles were filled at closest packing. The plugs had no ventilation holes.

<Measurements of Amount of NO and NOx>

The cigarette samples obtained above were set on a smoking machine (RM 26 available from Borgwaldt GmbH), and were burnt under the following conditions.

Smoke suction volume: 17.5 mL/puff Puffing time: 2 seconds/puff Puff interval: 58 seconds Number of times of puffing: 7 times For each of 7 times of puffing (smoke suction) and an idle running puff (one time after completion of burning), smoke having passed though the Cambridge filter was diluted 20-fold (by collecting it with an aluminum bag in which 17.5 mL x 19 = 332.5 mL of nitrogen gas was injected in advance). Then, the concentrations of NO and NOx were measured by the chemiluminescent method. The weights of NO and NOx were calculated from the concentrations obtained above, and the calculated weight values of all the puffs and idle-running puff were summed up to obtain a delivery amount per cigarette. For comparison purpose, a similar cigarette sample was manufactured with activated carbon not impregnated with PTIO, and the delivery amount per cigarette was obtained in a similar manner. The NO and NOx reduction rates were calculated based on the NO and NOx delivery amounts per cigarette obtained similarly for a plain cigarette without the filter connected thereto. The NO reduction rate (o) of each sample was illustrated in FIG. 1. In FIG. 1, a line indicates the results obtained in the case where the PTIO-impregnated activated carbon I was used, a line b indicates the results obtained in the case where the PTIO-impregnated activated carbon II was used, a line c indicates the results obtained in the case where the PTIO-impregnated activated carbon III was used, a line d indicates the results obtained in the case where the PTIO-impregnated activated carbon IV was used, and a line e indicates the results obtained in the case where the activated carbon with no PTIO impregnated was used.

From the results shown in FIG. 1, it can be seen that the filters that contain PTIO-impregnated activated carbon particles significantly reduce the amount of NO as compared to the activated carbon particles that do not contain PTIO. In particular, the activated carbons carrying 3 to 10% by weight of PTIO

have a remarkably high NO reduction effect. It should be noted that the NOx reduction rate exhibited a tendency similar to those of the above-described NO
reduction rates.

Example 2 PTIO-impregnated activated carbon II prepared in Example 1 was subjected to moisture absorption until it reaches the equilibrium at a temperature of 22 C and a relative humidity of 60%, and thus moisture-absorbed PTIO-impregnated activated carbon III was obtained.

Cigarettes were manufactured as in Example 1 except that the moisture-absorbed PTIO-impregnated activated carbon III was used, and the NO reduction rate in the mainstream smoke was obtained. The results were illustrated in FIG. 2. In FIG. 2, a line a indicates the results obtained in the case where the moisture-absorbed PTIO-impregnated activated carbon III was used, and a line b indicates the results obtained in the case where activated carbon obtained by similar moisture absorption except that PTIO was not impregnated. From the results shown in FIG. 2, it can be seen that when the moisture absorption is carried out, the NO reduction rate is slightly lowered as compared to the case of the dry PTIO-impregnated activated carbon III (Example 1); however the NO amount is significantly reduced as compared to the case where simple activated carbon is used, indicating that PTIO

will sufficiently have an effect of reducing the NO
amount, even under actual smoking (corresponding to filter ventilation of 500). It should be noted also here that the NOx reduction rate exhibited a tendency similar to that of the NO reduction rate described above.
Example 3 The cigarette samples manufactured in Example 1 were burnt under the same conditions as in Example 1 except that the smoke suction volume was changed to 35 mL/puff. Cigarette samples using activated carbon not impregnated with PTIO were burnt also at a smoke suction volume of 35 mL/puff. The NO reduction rate in the mainstream smoke was calculated. The results are illustrated in FIG. 3. In FIG. 3, a line a indicates the results obtained in the case where the PTIO-impregnated activated carbon III was used, and a line b indicates the results obtained in the case where the activated carbon without PTIO was used. From the results shown in FIG. 3, it can be seen that when the smoke suction volume is increased, the NO reduction rate is lowered as compared to the case of Example 1;
however the samples using the PTIO-impregnated activated carbon III exhibits a significantly higher NO
reduction rate than that of the cigarette samples using the activated carbon without PTIO. It should be noted also here that the NOx reduction rate exhibited a 5 tendency similar to that of the NO reduction rate described above.

Example 4 Cigarette samples similar to those of Example 2 (which used moisture-absorbed PTIO) were burnt under 10 the same conditions as those in Example 3, and the NO

reduction rate in the mainstream smoke was calculated.
With regard to cigarette samples using activated carbon not impregnated with PTIO, the NO reduction rate in the mainstream smoke was calculated. The results were illustrated in FIG. 4. In FIG. 4, a line a indicates the results obtained in the case where the PTIO-impregnated activated carbon was used, and a line b indicates the results obtained in the case where the activated carbon without PTIO was used. From the results shown in FIG. 4, it can be seen that when the smoke suction volume is increased, the NO reduction rate is lowered as compared to the case of Example 2;
however the samples using the PTIO-impregnated activated carbon exhibits a significantly higher NO

reduction rate than that of the cigarette samples using the activated carbon without PTIO. It should be noted also here that the NOx reduction rate exhibited a tendency similar to that of the NO reduction rate described above.

As described above, the cigarette filter of the present invention can efficiently remove nitrogen oxides from the tobacco mainstream smoke.

Claims (4)

1. A cigarette filter comprising a cigarette filter material to which 2-phenyl-4,4,5,5-tetramethylimidazoline-3-oxide-1-oxyl is added.
2. The cigarette filter according to claim 1, characterized in that the filter material comprises activated carbon particles.
3. The cigarette filter according to claim 1, wherein 3 to 10 parts by weight of 2-phenyl-4,4,5,5-tetramethylimidazoline-3-oxide-1-oxyl is added based on 100 parts by weight of the filter material.
4. A cigarette provided with a cigarette filter according to claim 1.
CA002573030A 2004-07-27 2005-07-26 Cigarette filter and cigarette provided with the same Expired - Fee Related CA2573030C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP2004219103 2004-07-27
JP2004-219103 2004-07-27
PCT/JP2005/013659 WO2006011486A1 (en) 2004-07-27 2005-07-26 Filter for cigarette and cigarette having same

Publications (2)

Publication Number Publication Date
CA2573030A1 CA2573030A1 (en) 2006-02-02
CA2573030C true CA2573030C (en) 2009-05-12

Family

ID=35786237

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002573030A Expired - Fee Related CA2573030C (en) 2004-07-27 2005-07-26 Cigarette filter and cigarette provided with the same

Country Status (9)

Country Link
US (1) US20070113863A1 (en)
EP (1) EP1782704A4 (en)
JP (1) JP4262279B2 (en)
CN (1) CN1988816A (en)
CA (1) CA2573030C (en)
RU (1) RU2336791C1 (en)
TW (1) TWI296506B (en)
UA (1) UA87149C2 (en)
WO (1) WO2006011486A1 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1905300A1 (en) * 2006-09-30 2008-04-02 Bayer CropScience AG Water dispersible agrochemical formulations comprising polyalkoxytriglycerides as penetration promoters
CN105167186B (en) * 2015-07-10 2019-02-19 湖北中烟工业有限责任公司 A cigarette filter tip additive for reducing aromatic phenol content in smoke

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1235880A (en) * 1968-12-11 1971-06-16 British American Tobacco Co Improvements relating to tobacco-smoke filters
US4163452A (en) * 1977-12-01 1979-08-07 British-American Tobacco Company Limited Tobacco-smoke filters
US4637408A (en) * 1983-08-25 1987-01-20 Philip Morris Incorporated Filter material for the removal of nitric oxide
BR8903470A (en) * 1988-07-15 1990-03-06 Mo Tabachnaya Fabrika Yava COMPOSITION AND PROCESS FOR ABSORPTION OF NITROGEN OXIDE FROM TOBACCO SMOKE, FILTER TO PURIFY TOBACCO SMOKE FROM NITROGEN OXIDE AND IMPREGNATION PROCESS FROM A BASE OF A FILTER
JPH06105675A (en) * 1992-09-29 1994-04-19 Matsushita Electric Ind Co Ltd Cigarette filter
SE500634C2 (en) * 1992-12-22 1994-08-01 House Of Blend Ab fILTER TIP
AU693099B2 (en) * 1994-06-27 1998-06-25 Golden Filter S.A. Filter Research and Development Corporation Removal of noxious oxidants and carcinogenic volatile nitrosocompounds from cigarette smoke using biological substances
US5671758A (en) * 1994-12-13 1997-09-30 Rongved; Paul I. Catalytic cigarette smoke cleaning devise and process
ITPI20010014A1 (en) * 2001-03-05 2002-09-05 Ivo Pera COMPOUND FOR FILTERS FOR CIGARETTES, OR OTHER SMOKING ITEMS, BASED ON ANTIOXIDANT SUBSTANCES AND THE FILTER SO OBTAINED
JP4373634B2 (en) * 2001-11-02 2009-11-25 焼津水産化学工業株式会社 Nitric oxide scavenger

Also Published As

Publication number Publication date
CA2573030A1 (en) 2006-02-02
RU2007103157A (en) 2008-08-10
JP4262279B2 (en) 2009-05-13
RU2336791C1 (en) 2008-10-27
UA87149C2 (en) 2009-06-25
JPWO2006011486A1 (en) 2008-05-01
EP1782704A1 (en) 2007-05-09
EP1782704A4 (en) 2009-07-29
WO2006011486A1 (en) 2006-02-02
CN1988816A (en) 2007-06-27
US20070113863A1 (en) 2007-05-24
TW200614927A (en) 2006-05-16
TWI296506B (en) 2008-05-11

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