EP0346648A2 - Procédé d'imprégnation des fibres d'un filtre pour fumée du tabac par des acides di- ou polycarboxyliques ou leurs anhydrides - Google Patents
Procédé d'imprégnation des fibres d'un filtre pour fumée du tabac par des acides di- ou polycarboxyliques ou leurs anhydrides Download PDFInfo
- Publication number
- EP0346648A2 EP0346648A2 EP89109168A EP89109168A EP0346648A2 EP 0346648 A2 EP0346648 A2 EP 0346648A2 EP 89109168 A EP89109168 A EP 89109168A EP 89109168 A EP89109168 A EP 89109168A EP 0346648 A2 EP0346648 A2 EP 0346648A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- anhydride
- anhydrides
- fibers
- polycarboxylic acids
- filter
- 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
Links
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
- A24D3/14—Use of materials for tobacco smoke filters of organic materials as additive
Definitions
- the invention relates to a method for impregnating fibers of a tobacco smoke filter with di- or polycarboxylic acids or anhydrides thereof.
- DE-C 1 300 854 describes equipping the filter fibers with acidic esters of organic polycarboxylic acids such as citric acid, tartaric acid, succinic acid, malic acid and sugar acids. These acidic esters can be finely dispersed on the fibers together with glycerol triacetate.
- DE-C 1 051 182 relates to the finishing of cellulose-based filter fibers with alginic acid and pectic acid.
- DE-A 1 956 949 describes the impregnation of filter fibers with tartaric acid.
- the known methods are generally disadvantageous in that the filter production in the Solvent or hardener customary in the cigarette industry, such as glycerol triacetate (triacetin), di- or polycarboxylic acids.
- the method of the invention is directed to eliminating this disadvantage.
- the process is characterized in that acid anhydrides of the di- or polycarboxylic acids are dissolved in volatile or physiologically harmless organic solvents and applied to the fibers and optionally hydrolyzed with water. Since the anhydrides of the di- or polycarboxylic acids are more soluble in the usual organic solvents than the corresponding acids, the corresponding carboxylic acids can be precipitated on the fibers to be finished by hydrolysis. At the same time, a very homogeneous finishing or coating of the fibers is achieved, the precipitated di- or polycarboxylic acids having a large adsorption surface.
- the water required for the hydrolysis can be added separately; however, the hydrolysis can also be carried out at least partially with water that adheres to the filter material. Furthermore, the hydrolysis is not absolutely necessary; one can also equip the fibers with the anhydrides alone, which then act as such as an adsorbent. This can also lead to chemical reactions between anhydrides and the fiber material, provided that it has reactive hydroxyl groups.
- fibers to be impregnated which are selected from the group formed by cellulose acetate, cellulose and polypropylene.
- anhydrides of those di- or polycarboxylic acids which form cyclic anhydrides also substituted derivatives of such anhydrides, e.g. O-acyl derivatives of hydroxy-substituted di- or polycarboxylic anhydrides.
- Preferred anhydrides for the process of the invention are those selected from the group consisting of maleic anhydride, succinic anhydride, glutaric anhydride, tartaric anhydride, malic anhydride, aconitic anhydride and citric anhydride and acetylcitric anhydride. Mixtures of these anhydrides can also be used.
- maleic anhydride or citric anhydride or the acetyl derivative thereof it is particularly preferred to use maleic anhydride or citric anhydride or the acetyl derivative thereof, the use of cellulose acetate fibers and the use of clycerol triacetate as a solvent.
- the fibers impregnated with the solvents containing the dissolved anhydrides can be exposed to an environment with high atmospheric humidity.
- the anhydrides are hydrolysed by absorption of water from the environment.
- the solvents containing the anhydrides can be mixed with the amount of water required for the hydrolysis of the anhydrides and the solution obtained applied to the fibers before the hydrolysis products of the anhydrides precipitate.
- the fiber should be impregnated immediately after the solution has been mixed with water in order to prevent the precipitation of the hydrolysis products from starting too early.
- the determination of the time available for this between the addition of water and the processing depends on the hydrolysis kinetics and the quantitative ratio of water and acid anhydride, the temperature of the solution of the acid anhydride, the presence of catalysts and the like, but can easily be determined by a person skilled in the art.
- Another advantage of the process of the invention is that the acid anhydrides can also react with free OH groups of the cellulose acetate and cellulose. This results in particularly good adhesion of the carboxylic acids to be deposited on the fibers.
- Cigarettes were made from the aforementioned filter rods and smoked according to the DIN standard. The results summarized in Table 2 were obtained: Table 2 Cigarette with filter acc. Tab. 1 Nicotine filter retention (%) Nicotine (mg) main smoke comment A 53 0.75 B 54 0.73 C. 54 0.73 D 39 0.94 Compared to A E 38 0.95 Compared to B F 35 0.97 Compared to C
- the cigarettes obtained above were subjected to a sensory test together with the comparison cigarettes. There was a reduced irritation, unchanged aroma character and a constant fullness. The lowering of nicotine in the main smoke resulted in a lower feeling of impact.
- Filter rod J is a comparative product without the addition of anhydride.
- Table 3 Filter rod * Triacetin (%) ** Anhydride of (%) ** comment G 8th Acetylcitric acid (1.3) H 8th Citric acid (1.0) I.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3820089 | 1988-06-13 | ||
DE3820089A DE3820089A1 (de) | 1988-06-13 | 1988-06-13 | Verfahren zur impraegnierung von fasern eines tabakrauchfilters mit di- oder polycarbonsaeuren bzw. anhydriden derselben |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0346648A2 true EP0346648A2 (fr) | 1989-12-20 |
EP0346648A3 EP0346648A3 (en) | 1990-11-07 |
EP0346648B1 EP0346648B1 (fr) | 1993-01-07 |
Family
ID=6356449
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP89109168A Expired - Lifetime EP0346648B1 (fr) | 1988-06-13 | 1989-05-22 | Procédé d'imprégnation des fibres d'un filtre pour fumée du tabac par des acides di- ou polycarboxyliques ou leurs anhydrides |
Country Status (5)
Country | Link |
---|---|
US (1) | US5052415A (fr) |
EP (1) | EP0346648B1 (fr) |
JP (1) | JPH0239873A (fr) |
BR (1) | BR8903002A (fr) |
DE (2) | DE3820089A1 (fr) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5076294A (en) * | 1990-03-29 | 1991-12-31 | R. J. Reynolds Tobacco Company | Filter cigarette |
US5085232A (en) * | 1990-07-12 | 1992-02-04 | R. J. Reynolds Tobacco Company | Cigarette |
US5105834A (en) * | 1989-12-18 | 1992-04-21 | R.J. Reynolds Tobacco Company | Cigarette and cigarette filter element therefor |
US5246017A (en) * | 1990-11-06 | 1993-09-21 | R. J. Reynolds Tobacco Company | Cigarette and cigarette filter element therefor |
WO1997016986A1 (fr) * | 1995-11-09 | 1997-05-15 | Rhodia Acetow Ag | Cigarette filtre |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0783841A4 (fr) * | 1995-08-04 | 1998-08-26 | Mitsubishi Rayon Co | Materiau filtrant et filtre de cigarette realise avec ce materiau |
DE19748072A1 (de) | 1997-10-30 | 1999-05-12 | Bat Cigarettenfab Gmbh | Verfahren und Vorrichtung zum Aufbringen von Substanzen auf ein Filtermaterial |
US6615842B1 (en) | 1998-02-13 | 2003-09-09 | Cerami Consulting Corp. | Methods for removing nucleophilic toxins from tobacco smoke |
DE10000519C5 (de) * | 2000-01-08 | 2004-12-02 | Reemtsma Cigarettenfabriken Gmbh | Verfahren zur Herstellung eines sauer gestellten Filters für Tabakprodukte, sowie deren Verwendung |
ATE362718T1 (de) * | 2000-06-26 | 2007-06-15 | Cerami Consulting Corp | Verfahren und vorrichtung zum entfernen von nukleophilen toxinen aus tabak und tabakrauch |
US20080295853A1 (en) * | 2007-05-31 | 2008-12-04 | R. J. Reynolds Tobacco Company | Filtered Smoking Article |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2872928A (en) * | 1957-11-08 | 1959-02-10 | Comb Res Inc | Means and methods for extracting from tobacco smoke deleterious ingredients |
FR1479836A (fr) * | 1965-05-14 | 1967-05-05 | Reemtsma H F & Ph | Filtre pour cigarettes |
CH451787A (fr) * | 1961-03-10 | 1968-05-15 | Rothstein Gabriel | Filtre pour fumées et autres gaz chauds nocifs, notamment la fumée de tabac, et un procédé de fabrication d'un tel filtre |
DE1956949A1 (de) * | 1968-11-13 | 1970-06-18 | Cigarette Components Ltd | Zigarettenfilter |
DE1692895A1 (de) * | 1966-08-31 | 1972-05-18 | Brinkmann Ag M | Saeure enthaltender Tabakrauchfilterkoerper aus Celluloseacetat und Verfahren zu seiner Herstellung |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2780228A (en) * | 1954-03-03 | 1957-02-05 | Eastman Kodak Co | Filters for tobacco smoke comprising cellulose esters and ethers |
DE1051182B (de) * | 1957-10-03 | 1959-02-19 | Zigarettenfabrik Kosmos G M B | Rauchfilterkoerper und Verfahren zu deren Herstellung |
DE1300854B (de) * | 1965-05-14 | 1969-08-07 | Reemtsma H F & Ph | Filter fuer Zigaretten |
US3618619A (en) * | 1970-03-03 | 1971-11-09 | Eastman Kodak Co | Tobacco smoke filters |
-
1988
- 1988-06-13 DE DE3820089A patent/DE3820089A1/de active Granted
-
1989
- 1989-05-22 EP EP89109168A patent/EP0346648B1/fr not_active Expired - Lifetime
- 1989-05-22 DE DE8989109168T patent/DE58903210D1/de not_active Expired - Lifetime
- 1989-05-24 US US07/356,340 patent/US5052415A/en not_active Expired - Fee Related
- 1989-06-08 BR BR898903002A patent/BR8903002A/pt not_active IP Right Cessation
- 1989-06-12 JP JP1149287A patent/JPH0239873A/ja active Pending
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2872928A (en) * | 1957-11-08 | 1959-02-10 | Comb Res Inc | Means and methods for extracting from tobacco smoke deleterious ingredients |
CH451787A (fr) * | 1961-03-10 | 1968-05-15 | Rothstein Gabriel | Filtre pour fumées et autres gaz chauds nocifs, notamment la fumée de tabac, et un procédé de fabrication d'un tel filtre |
FR1479836A (fr) * | 1965-05-14 | 1967-05-05 | Reemtsma H F & Ph | Filtre pour cigarettes |
DE1692895A1 (de) * | 1966-08-31 | 1972-05-18 | Brinkmann Ag M | Saeure enthaltender Tabakrauchfilterkoerper aus Celluloseacetat und Verfahren zu seiner Herstellung |
DE1956949A1 (de) * | 1968-11-13 | 1970-06-18 | Cigarette Components Ltd | Zigarettenfilter |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5105834A (en) * | 1989-12-18 | 1992-04-21 | R.J. Reynolds Tobacco Company | Cigarette and cigarette filter element therefor |
US5076294A (en) * | 1990-03-29 | 1991-12-31 | R. J. Reynolds Tobacco Company | Filter cigarette |
US5085232A (en) * | 1990-07-12 | 1992-02-04 | R. J. Reynolds Tobacco Company | Cigarette |
US5246017A (en) * | 1990-11-06 | 1993-09-21 | R. J. Reynolds Tobacco Company | Cigarette and cigarette filter element therefor |
WO1997016986A1 (fr) * | 1995-11-09 | 1997-05-15 | Rhodia Acetow Ag | Cigarette filtre |
AU701048B2 (en) * | 1995-11-09 | 1999-01-21 | Rhodia Acetow Aktiengesellschaft | Filter cigarette |
LT4447B (lt) | 1995-11-09 | 1999-01-25 | Rhodia Acetow Ag | Cigaretė su filtru |
Also Published As
Publication number | Publication date |
---|---|
US5052415A (en) | 1991-10-01 |
DE3820089C2 (fr) | 1992-01-23 |
DE58903210D1 (de) | 1993-02-18 |
BR8903002A (pt) | 1990-03-06 |
EP0346648B1 (fr) | 1993-01-07 |
DE3820089A1 (de) | 1989-12-14 |
EP0346648A3 (en) | 1990-11-07 |
JPH0239873A (ja) | 1990-02-08 |
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