EP0346648B1 - Verfahren zur Imprägnierung von Fasern eines Tabakrauchfilters mit Di- oder Polycarbonsäuren bzw. Anhydriden derselben - Google Patents

Verfahren zur Imprägnierung von Fasern eines Tabakrauchfilters mit Di- oder Polycarbonsäuren bzw. Anhydriden derselben Download PDF

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Publication number
EP0346648B1
EP0346648B1 EP89109168A EP89109168A EP0346648B1 EP 0346648 B1 EP0346648 B1 EP 0346648B1 EP 89109168 A EP89109168 A EP 89109168A EP 89109168 A EP89109168 A EP 89109168A EP 0346648 B1 EP0346648 B1 EP 0346648B1
Authority
EP
European Patent Office
Prior art keywords
anhydrides
acid anhydride
fibres
polycarboxylic acids
glycerine
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 - Lifetime
Application number
EP89109168A
Other languages
German (de)
English (en)
French (fr)
Other versions
EP0346648A2 (de
EP0346648A3 (en
Inventor
Paul-Georg Dr. Henning
Gerald Schmekel
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.)
British American Tobacco Germany GmbH
Original Assignee
British American Tobacco Germany GmbH
BAT Cigarettenfabriken GmbH
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 British American Tobacco Germany GmbH, BAT Cigarettenfabriken GmbH filed Critical British American Tobacco Germany GmbH
Publication of EP0346648A2 publication Critical patent/EP0346648A2/de
Publication of EP0346648A3 publication Critical patent/EP0346648A3/de
Application granted granted Critical
Publication of EP0346648B1 publication Critical patent/EP0346648B1/de
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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 Solvents or hardeners customary in the cigarette industry, such as glycerol triacetate (triacetin), badly dissolve 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; the fibers can also be equipped 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 if 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 admixed with the amount of water required for the hydrolysis of the anhydrides and the solution obtained can be applied to the fibers prior to the precipitation of the hydrolysis products of the anhydrides.
  • 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 the person skilled in the art.
  • Another advantage of the method 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.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Cigarettes, Filters, And Manufacturing Of Filters (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
EP89109168A 1988-06-13 1989-05-22 Verfahren zur Imprägnierung von Fasern eines Tabakrauchfilters mit Di- oder Polycarbonsäuren bzw. Anhydriden derselben Expired - Lifetime EP0346648B1 (de)

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 EP0346648A2 (de) 1989-12-20
EP0346648A3 EP0346648A3 (en) 1990-11-07
EP0346648B1 true EP0346648B1 (de) 1993-01-07

Family

ID=6356449

Family Applications (1)

Application Number Title Priority Date Filing Date
EP89109168A Expired - Lifetime EP0346648B1 (de) 1988-06-13 1989-05-22 Verfahren zur Imprägnierung von Fasern eines Tabakrauchfilters mit Di- oder Polycarbonsäuren bzw. Anhydriden derselben

Country Status (5)

Country Link
US (1) US5052415A (enrdf_load_stackoverflow)
EP (1) EP0346648B1 (enrdf_load_stackoverflow)
JP (1) JPH0239873A (enrdf_load_stackoverflow)
BR (1) BR8903002A (enrdf_load_stackoverflow)
DE (2) DE3820089A1 (enrdf_load_stackoverflow)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
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
WO1997005790A1 (fr) * 1995-08-04 1997-02-20 Mitsubishi Rayon Co., Ltd. Materiau filtrant et filtre de cigarette realise avec ce materiau
DE19541873A1 (de) * 1995-11-09 1997-05-15 Rhodia Ag Rhone Poulenc Filterzigarette
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
ES2286026T3 (es) * 2000-06-26 2007-12-01 Glycanex B.V. Metodos y dispositivos para eliminar las toxinas nucleofilas del tabaco y del humo del tabaco.
US20080295853A1 (en) * 2007-05-31 2008-12-04 R. J. Reynolds Tobacco Company Filtered Smoking Article

Family Cites Families (8)

* Cited by examiner, † Cited by third party
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
US2872928A (en) * 1957-11-08 1959-02-10 Comb Res Inc Means and methods for extracting from tobacco smoke deleterious ingredients
FR1291061A (fr) * 1961-03-10 1962-04-20 Produits filtrants pour la fumée de tabac et autres gaz et cartouches perfectionnées pouvant recevoir ces produits et permettant d'en accentuer l'effet filtrant
DE1300854B (de) * 1965-05-14 1969-08-07 Reemtsma H F & Ph Filter fuer Zigaretten
DE1692895A1 (de) * 1966-08-31 1972-05-18 Brinkmann Ag M Saeure enthaltender Tabakrauchfilterkoerper aus Celluloseacetat und Verfahren zu seiner Herstellung
GB1285886A (en) * 1968-11-13 1972-08-16 Cigarette Components Ltd Cigarette filter
US3618619A (en) * 1970-03-03 1971-11-09 Eastman Kodak Co Tobacco smoke filters

Also Published As

Publication number Publication date
EP0346648A2 (de) 1989-12-20
US5052415A (en) 1991-10-01
DE3820089C2 (enrdf_load_stackoverflow) 1992-01-23
BR8903002A (pt) 1990-03-06
DE58903210D1 (de) 1993-02-18
JPH0239873A (ja) 1990-02-08
DE3820089A1 (de) 1989-12-14
EP0346648A3 (en) 1990-11-07

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