US3424172A - Cigarette filters - Google Patents

Cigarette filters Download PDF

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Publication number
US3424172A
US3424172A US550124A US3424172DA US3424172A US 3424172 A US3424172 A US 3424172A US 550124 A US550124 A US 550124A US 3424172D A US3424172D A US 3424172DA US 3424172 A US3424172 A US 3424172A
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United States
Prior art keywords
acid
ester
cellulose
filters
cigarette
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Expired - Lifetime
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US550124A
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Georg Neurath
Reiner Kopsch
Joachim Raban
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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

Definitions

  • This invention relates to cigarette filters.
  • Cigarette filters are conventionally made of cellulose acetate or another fibrous cellulose ester and it has been proposed that the absorbency of such filters should be increased by impregnating the fibrous mate-rial with suitable absorbing agents. Many absorbing agents have the disadvantage, however, that they alter the flavour of the smoke.
  • cellulose esters having residues containing free acid groups, in place of the hydroxyl groups of the cellulose should be used.
  • acid phthalate cellulose acetate, acid succinate cellulose, acid citrate cellulose or acid phosphate cellulose have a good absorbency for alkaline substances in smoke but, at the same time, the fibres are more brittle than those of cellulose acetate and are therefore less suitable for use as cigarette filters. Also, the fibres tend to age more quickly with the result that during the use of such filters, pieces of fibre break off and ibecome entrained with the smoke.
  • a cigarette filter of improved efiiciency is obtained by treating the fibrous cellulosic material with an acidic carboxylic acid alkyl ester.
  • the cigarette filters according to the present invention comprise a fibrous cellulosic mass impregnated with an acidic carboxylic acid alkyl ester.
  • the fibrous cellulosic mass will be composed of a cellulose ester, more generally cellulose acetate.
  • the filter may also contain glyceryl triacetate (triacetin), preferably in a proportion of 3 parts by weight of the acid ester to parts by weight of glycerin triacetate.
  • triacetin glyceryl triacetate
  • All organic polycarboxylic acids which are physiologioally acceptable may be used for the preparation of the acid esters, for example, citric acid, tartaric acid, succinic acid, malic acid or saccharic acid.
  • the acid is partially esterified with a physiologically acceptable alcohol such as, in particular, ethanol, to leave at least one free carboxyl group.
  • Acids which contain free hydroxyl groups or hydroxyl groups esterified with monobasic organic acids, such as acetic or propionic acid, or polycarboxylic acids may be used.
  • the acid ester is preferably used in finely-divided form, mixed with glycerin triacetate if desired, and is applied to the outer surfaces of the fibres to form a film-like coating on the fibres.
  • the coating may be applied by spraying or by passing the fibres through a bath of the coating material.
  • the filters containing the acid esters have an improved absorption efiiciency, particularly with respect to the removal of alkaline components such as nicotine, from the smoke and this is effected without the free hydroxyl groupcontaining additive introduced by the treatment being entrained in the smoke and inhaled by the smoker. This is believed to be due to the fact that the additive is simultaneously a cross-linking and hardening agent for the cellulose acetate and that it enters into a close bond with the external surface of the cellulose fibres.
  • the additives were added to triacetin (30% of the additive by weight) and the mixture used to impregnate the filter in proportion of 9% with respect to the weight of the filter.
  • the degree of direct absorption for nicotine was determined in accordance with the standard procedure of the Cigarette Industry Association.
  • a cigarette filter comprising a mass of cellulose acetate fibres impregnated with 'an acidic carboxylic acid alkyl ester.

Description

United States Patent Ofi ice Patented Jan. 28, 1969 US. or. 131-267 3 Claims Int. c1. A24f 13/06 ABSTRACT OF THE DISCLOSURE A cigarette filter made of cellulose ester filaments, which in order to increase their absorbing capacity, are impregnated with an acidic carboxylic acid alkyl ester.
This invention relates to cigarette filters.
Cigarette filters are conventionally made of cellulose acetate or another fibrous cellulose ester and it has been proposed that the absorbency of such filters should be increased by impregnating the fibrous mate-rial with suitable absorbing agents. Many absorbing agents have the disadvantage, however, that they alter the flavour of the smoke.
It has also been proposed to modify the cellulose material itself for the same purpose. Thus, it has been proposed that cellulose esters having residues containing free acid groups, in place of the hydroxyl groups of the cellulose, should be used. For example, acid phthalate cellulose acetate, acid succinate cellulose, acid citrate cellulose or acid phosphate cellulose have a good absorbency for alkaline substances in smoke but, at the same time, the fibres are more brittle than those of cellulose acetate and are therefore less suitable for use as cigarette filters. Also, the fibres tend to age more quickly with the result that during the use of such filters, pieces of fibre break off and ibecome entrained with the smoke.
It is therefore an object of the present invention to provide a cigarette filter of improved efiiciency.
I have now discovered that a cigarette filter of improved efiiciency is obtained by treating the fibrous cellulosic material with an acidic carboxylic acid alkyl ester.
Thus, the cigarette filters according to the present invention comprise a fibrous cellulosic mass impregnated with an acidic carboxylic acid alkyl ester. Generally, the fibrous cellulosic mass will be composed of a cellulose ester, more generally cellulose acetate.
In addition to the acid ester the filter may also contain glyceryl triacetate (triacetin), preferably in a proportion of 3 parts by weight of the acid ester to parts by weight of glycerin triacetate.
All organic polycarboxylic acids which are physiologioally acceptable may be used for the preparation of the acid esters, for example, citric acid, tartaric acid, succinic acid, malic acid or saccharic acid. The acid is partially esterified with a physiologically acceptable alcohol such as, in particular, ethanol, to leave at least one free carboxyl group. Acids which contain free hydroxyl groups or hydroxyl groups esterified with monobasic organic acids, such as acetic or propionic acid, or polycarboxylic acids may be used.
The acid ester is preferably used in finely-divided form, mixed with glycerin triacetate if desired, and is applied to the outer surfaces of the fibres to form a film-like coating on the fibres. The coating may be applied by spraying or by passing the fibres through a bath of the coating material.
The filters containing the acid esters have an improved absorption efiiciency, particularly with respect to the removal of alkaline components such as nicotine, from the smoke and this is effected without the free hydroxyl groupcontaining additive introduced by the treatment being entrained in the smoke and inhaled by the smoker. This is believed to be due to the fact that the additive is simultaneously a cross-linking and hardening agent for the cellulose acetate and that it enters into a close bond with the external surface of the cellulose fibres.
In the following table, examples are given (by way of illustration only) to show the effect of the acid esters used in accordance with the invention. The absorbency of filters treated with various acid esters was compared with conventional filters. The tensile strength of the filters is also given.
TABLE Filter Specific Degree of Additive length Titer tensile nicotine (mm) (den) strength absorption (mm. WS) (percent) (1) Citric acid diethyl ester 14 5/78. 000 30 38 (2) Triacetin alone (comparison) 14 5/78. 000 29 29 (3) Diacetyl tartaric acid monoethyl ester 14 3/58. 000 33. 3 41. 2 (4) Malonic acid monoethyl ester 14 3/58. 000 33. 4 40. 2 (5) Tartaric acid monoethyl ester 14 3/58. 000 35. 1 41. 5 (6) Malic acid monoethyl ester 14 3/58. 000 32. 9 39. 6 (7) Aeetyl citric acid ethyl ester 14 3/58. 000 33. 4 41. 2 (8) Triacetin alone (comparison) 14 3/58. 000 34. 1 31. 5 (9) Maionic acid monoethyl ester 14 5/78. 000 30. 7 38. 2 (10) Triaeetin alone (comparison) 14 5/78. 000 26. 4 29. 8
The additives were added to triacetin (30% of the additive by weight) and the mixture used to impregnate the filter in proportion of 9% with respect to the weight of the filter.
The degree of direct absorption for nicotine was determined in accordance with the standard procedure of the Cigarette Industry Association.
The direct absorption of nicotine is shown in the above table to be rather more than 25% higher than that of conventional filters, without the mechanical properties of the filter being deleteriously affected.
We claim:
1. A cigarette filter comprising a mass of cellulose acetate fibres impregnated with 'an acidic carboxylic acid alkyl ester.
2. The structure as set forth in claim 1 in which the ester is diethyl citrate.
3. The structure as set forth in claim 1 in which the cellulose acetate fibres are impregnated both with the acid ester and with glyceryl triacetate.
References Cited UNITED STATES PATENTS 3,025,861 3/1962 Cobb 131267 3,144,024 8/1964 Eichwaldetal 131-267 3,285,255 11/1966 Touey a a1 131-267 FOREIGN PATENTS 570,399 2/1959 Canada.
SAMUEL KO'REN, Primary Examiner.
D. J. DONOHUE, Assistant Examiner.
US550124A 1965-05-14 1966-05-16 Cigarette filters Expired - Lifetime US3424172A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DER40626A DE1300854B (en) 1965-05-14 1965-05-14 Filters for cigarettes

Publications (1)

Publication Number Publication Date
US3424172A true US3424172A (en) 1969-01-28

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US550124A Expired - Lifetime US3424172A (en) 1965-05-14 1966-05-16 Cigarette filters

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US (1) US3424172A (en)
BE (1) BE680932A (en)
CH (1) CH480810A (en)
DE (1) DE1300854B (en)
DK (1) DK119757B (en)
FI (1) FI42685B (en)
GB (1) GB1079827A (en)
LU (1) LU51086A1 (en)
NL (1) NL154102B (en)

Cited By (60)

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US4153064A (en) * 1975-07-11 1979-05-08 Daicel Ltd. Cigarette filters
US4964426A (en) * 1988-09-28 1990-10-23 Eastman Kodak Company Tobacco smoke filters and process for production thereof
US5141006A (en) * 1990-02-28 1992-08-25 Eastman Kodak Company Tobacco smoke filter material and process for production thereof
US5150723A (en) * 1988-09-28 1992-09-29 Eastman Kodak Company Process for the production of tobacco smoke filters
US5817159A (en) * 1996-12-31 1998-10-06 Cahill; Scott A. Filter with interpenetrating polymer network that biodegrades
WO2007038053A1 (en) 2005-09-23 2007-04-05 R.J. Reynolds Tobacco Company Equipment for insertion of objects into smoking articles
US20080202540A1 (en) * 2007-02-26 2008-08-28 R. J. Reynolds Tobacco Company Cigarette Customization Apparatus and Associated Method
US20080245377A1 (en) * 2007-04-04 2008-10-09 R.J. Reynolds Tobacco Company Cigarette comprising dark-cured tobacco
US20080302373A1 (en) * 2007-06-11 2008-12-11 R.J. Reynolds Tobacco Company Apparatus for Inserting Objects into a Filter Component of a Smoking Article, and Associated Method
US20100059074A1 (en) * 2008-09-05 2010-03-11 R. J. Reynolds Tobacco Company Inspection System for a Smoking Article Having an Object Inserted Therein, and Associated Method
US20100101589A1 (en) * 2008-10-28 2010-04-29 John Larkin Nelson Apparatus for enhancing a filter component of a smoking article, and associated method
US20100108084A1 (en) * 2008-10-31 2010-05-06 Norman Alan B Filtered cigarette with diffuse tipping material
US20100108081A1 (en) * 2008-10-31 2010-05-06 Leigh Ann Blevins Joyce Filtered cigarette with flavored tipping material
US20100186351A1 (en) * 2009-01-26 2010-07-29 R.J. Reynolds Tobacco Company Method and apparatus for customizing cigarette packages
WO2010098933A1 (en) 2009-02-25 2010-09-02 R.J. Reynolds Tobacco Company Cigarette filter comprising a degradable fiber
WO2010107756A1 (en) 2009-03-19 2010-09-23 R. J. Reynolds Tobacco Company Apparatus for inserting objects into a filter component of a smoking article, and associated method
US20110011412A1 (en) * 2009-07-14 2011-01-20 Aiger Engineering, Ltd. Apparatus and method for assembly of multi-segment rod-like articles
US20110036366A1 (en) * 2009-08-11 2011-02-17 R.J. Reynolds Tobacco Company Degradable filter element
US20110108044A1 (en) * 2009-11-11 2011-05-12 R.J. Reynolds Tobacco Company Filter element comprising smoke-altering material
US20110162665A1 (en) * 2010-01-07 2011-07-07 Aiger Group Ag Method, system and apparatus for registration of different objects in rod shaped articles
US20110162662A1 (en) * 2010-01-05 2011-07-07 Aiger Group Ag Apparatus and method for insertion of capsules into filter tows
US20110169942A1 (en) * 2010-01-13 2011-07-14 R.J.Reynolds Tobacco Company Filtered smoking article inspection system, and associated method
WO2011140430A1 (en) 2010-05-07 2011-11-10 R. J. Reynolds Tobacco Company Filtered cigarette with modifiable sensory characteristics
US8079369B2 (en) 2008-05-21 2011-12-20 R.J. Reynolds Tobacco Company Method of forming a cigarette filter rod member
WO2012003092A1 (en) 2010-06-30 2012-01-05 R.J. Reynolds Tobacco Company Degradable filter element for smoking article
WO2012012053A1 (en) 2010-06-30 2012-01-26 R.J. Reynolds Tobacco Company Biodegradable cigarette filter
WO2012012152A1 (en) 2010-06-30 2012-01-26 R. J. Reynolds Tobacco Company Degradable adhesive compositions for smoking articles
WO2012016051A2 (en) 2010-07-30 2012-02-02 R. J. Reynolds Tobacco Company Filter element comprising multifunctional fibrous smoke-altering material
WO2012068108A1 (en) 2010-11-16 2012-05-24 R. J. Reynolds Tobacco Company Cigarette package inspection system, and associated method
US8186359B2 (en) 2008-02-01 2012-05-29 R. J. Reynolds Tobacco Company System for analyzing a filter element associated with a smoking article, and associated method
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WO2012166302A2 (en) 2011-05-31 2012-12-06 R.J. Reynolds Tobacco Company Coated paper filter
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WO2013009410A1 (en) 2011-07-14 2013-01-17 R. J. Reynolds Tobacco Company Segmented cigarette filter for selective smoke filtration
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WO2013019616A2 (en) 2011-07-29 2013-02-07 R. J. Reynolds Tobacco Company Plasticizer composition for degradable polyester filter tow
WO2013043806A2 (en) 2011-09-23 2013-03-28 R. J. Reynolds Tobacco Company Mixed fiber product for use in the manufacture of cigarette filter elements and related methods, systems, and apparatuses
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US8622882B2 (en) 2010-09-27 2014-01-07 Aiger Group Ag Apparatus and method for insertion of capsules into filter tows
WO2014018645A1 (en) 2012-07-25 2014-01-30 R. J. Reynolds Tobacco Company Mixed fiber sliver for use in the manufacture of cigarette filter elements
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US20140196728A1 (en) * 2011-07-07 2014-07-17 Ahmad Fashihul Lisan Tobacco smoke filter and method of production
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RU2797418C2 (en) * 2011-07-07 2023-06-05 Эссентра Филтер Продактс Девелопмент Ко. Пти. Лтд Tobacco smoke filter

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US4153064A (en) * 1975-07-11 1979-05-08 Daicel Ltd. Cigarette filters
US4964426A (en) * 1988-09-28 1990-10-23 Eastman Kodak Company Tobacco smoke filters and process for production thereof
US5150723A (en) * 1988-09-28 1992-09-29 Eastman Kodak Company Process for the production of tobacco smoke filters
US5141006A (en) * 1990-02-28 1992-08-25 Eastman Kodak Company Tobacco smoke filter material and process for production thereof
US5817159A (en) * 1996-12-31 1998-10-06 Cahill; Scott A. Filter with interpenetrating polymer network that biodegrades
US5998500A (en) * 1996-12-31 1999-12-07 Cahill; Scott A. Method of making a filter with interpenetrating polymer network that biodegrades
US11383477B2 (en) 2005-09-23 2022-07-12 R.J. Reynolds Tobacco Company Equipment for insertion of objects into smoking articles
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LU51086A1 (en) 1966-07-12
GB1079827A (en) 1967-08-16
DE1300854B (en) 1969-08-07
CH480810A (en) 1969-11-15
NL154102B (en) 1977-08-15
BE680932A (en) 1966-10-17
FI42685B (en) 1970-06-01
NL6606594A (en) 1966-11-15
DK119757B (en) 1971-02-15

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