EP0383018B1 - Process for impregnating tobacco smoke filter fibres with polycarboxylic acid or salts thereof - Google Patents
Process for impregnating tobacco smoke filter fibres with polycarboxylic acid or salts thereof Download PDFInfo
- Publication number
- EP0383018B1 EP0383018B1 EP90100642A EP90100642A EP0383018B1 EP 0383018 B1 EP0383018 B1 EP 0383018B1 EP 90100642 A EP90100642 A EP 90100642A EP 90100642 A EP90100642 A EP 90100642A EP 0383018 B1 EP0383018 B1 EP 0383018B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- polycarboxylic acids
- acid
- salts
- acid salts
- weight
- 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
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
- This object is achieved by a method of the type mentioned, in which the environmental and Processing temperatures of crystalline polycarboxylic acids or acidic salts thereof in the form of fine solid particles with a number average particle sizes of less than 50 ⁇ m are suspended in an organic, liquid medium and the suspension obtained is applied to the fibers.
- Processing temperatures are to be understood here as those temperatures at which the hardeners are usually applied to the fiber material in the cigarette industry, in particular in the temperature range from about 20 to 60 ° C. Higher processing temperatures up to around 100 ° C can improve the stability of the suspension against segregation. How the polycarboxylic acids or acid salts thereof are brought to the specified particle size is not critical; the simplest measure for maintaining the particle size is a grinding process, followed by a sieving process.
- polycarboxylic acids or acid salts thereof are used with pK a values in the range of 1 to 5, wherein it is preferred polycarboxylic acids or acid salts thereof are used with from 2 to 6 carbon atoms, and (in addition) from 2 to 3 carboxyl groups.
- polycarboxylic acids are to be used in the form of their acidic salts, preference is given to using acidic alkali, in particular acidic potassium and ammonium salts; however, it is also possible to use sodium, rubidium and cesium salts.
- polycarboxylic acids or acidic salts thereof are selected from a group formed by maleic acid, succinic acid, glutaric acid, tartaric acid, malic acid, citric acid and acetylcitric acid; polycarboxylic acids, which are natural tobacco ingredients, including acid salts thereof, are particularly preferred.
- Polycarboxylic acids of the aforementioned specification which additionally have an OH substituent, which does not belong to a carboxyl group or has more than one, in particular citric, tartaric and malic acid.
- the polycarboxylic acids or the acid salts thereof are used in an amount of 0.1 to 10, in particular 0.5 to 5% by weight, based on the weight of the filter fiber, suspended in the medium.
- the organic liquid medium used is carboxylic acid ester from the group consisting of polyethylene glycol acetate, polyethylene glycol propionate, in particular triethylene glycol diacetate, glycerol diacetate, glycerol triacetate, glycerol tripropionate, di- (methoxyethyl) phthalate, ethylphthaloyl methyl glycolate and triethyl group; Glycerol triacetate (triacetin) is particularly preferred.
- the dispersing agents are preferably used in an amount of 0.1 to 5, in particular 0.5 to 2,% by weight, based on the polycarboxylic acids or acid salts thereof.
- the method of the invention is particularly suitable for impregnating filter material based on cellulose acetate.
- citric acid, maleic acid, malic acid and tartaric acid were first ground.
- a sieve fraction with an average particle size of less than 10 ⁇ m was collected from citric acid, maleic acid and tartaric acid; the average particle size of the ground malic acid was less than 5 ⁇ m.
- About 1% by weight of pyrogenic silicon dioxide with an average particle size of 7 ⁇ m was added to part of the samples before grinding.
- the dispersions obtained with the addition of pyrogenic silicon dioxide showed no tendency to sedimentation and were stable for weeks.
- the dispersions without the addition of silicon dioxide had to be homogenized by stirring every hour to avoid concentration gradients.
- the smoking results show that the filter materials equipped according to the invention have a nicotine retention increased by 0.1 mg.
- the selective filtration effect was not influenced by the optionally added pyrogenic silicon dioxide.
- Dispersions of the composition according to Table 4 were sprayed onto a filter material with the specifications given in Table 1.
- Table 4 Filter rod Dispersion in triacetin Composition 1 ) Order quantity 2 ) 5 9.1% by weight of malic acid + SiO2 11% by weight 6 9.1% by weight tartaric acid + SiO2 11% by weight 7 100% triacetin (comparison) 10% by weight 1) Dispersed material, based on the total weight of the dispersion 2) Dispersion, based on the weight of the fiber material
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Cigarettes, Filters, And Manufacturing Of Filters (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Filtering Materials (AREA)
Abstract
Description
Die Erfindung betrifft ein Verfahren zum Imprägnieren von Fasern eines Tabakrauchfilters mit physiologisch und sensorisch unbedenklichen Polycarbonsäuren bzw. sauren Salzen derselben.The invention relates to a method for impregnating fibers of a tobacco smoke filter with physiologically and sensorially harmless polycarboxylic acids or acid salts thereof.
Die Einstellung des Nicotin/Kondensatverhältnisses sowie die Einhaltung der Qualitätsvorgaben in Bezug auf Nicotin- bzw. Kondensatwerte besitzen in der Cigarettenindustrie eine sehr große Bedeutung. Es sind eine Reihe von Maßnahmen bekannt, die mehr oder weniger die Nicotinabrauchwerte beeinflussen können. Hierzu gehören Designmaßnahmen zur Beeinflussung der Ventilation, z.B. durch geeignete Auswahl von Papier- und Filtermaterialien, weiterhin Blendmaßnahmen, mit denen die Tabakmischungen modifiziert werden, sowie Verarbeitungsmaßnahmen, z.B. durch geeignete Einstellung der Verfahrensparameter bei der Tabakverarbeitung.The setting of the nicotine / condensate ratio and compliance with the quality specifications with regard to nicotine and condensate values are very important in the cigarette industry. A number of measures are known which can more or less influence the nicotine consumption values. This includes design measures to influence ventilation, e.g. through suitable selection of paper and filter materials, further blinding measures with which the tobacco mixtures are modified, as well as processing measures, e.g. by appropriately setting the process parameters in tobacco processing.
Die vorgenannten Maßnahmen sind im allgemeinen mit einem hohen Aufwand verbunden und bleiben nicht ohne Einfluß auf den Rauchgeschmack.The above-mentioned measures are generally associated with great effort and do not remain without an influence on the taste of smoke.
Zur Erhöhung der Retention von Nicotin im Filter sind in der Vergangenheit vielfach Versuche unternommen worden, um die Oberfläche des Filtermaterials mit sauren Komponenten auszustatten. So beschreibt die DE-A 1 692 895 das Aufbringen von organischen Säuren wie Citronensäure auf das Filtermaterial durch Lösen der Säuren in der Hitze in Lösemitteln, z.B. Triacetin und Behandlung des Filtermaterials mit der heißen Lösung. Das Arbeiten mit heißen Triacetinlösungen ist jedoch insbesondere in Cigarettenmaschinen nicht unproblematisch. Weiterhin beschreibt die DE-C 1 300 854 für diesen Zweck die Ausrüstung des Filtermaterials mit Estern organischer Polycarbonsäuren, z.B. mit Citronensäureestern. Diese Säureester sind in den in der Cigarettenindustrie üblichen Filterhärtern, insbesondere Triacetin, löslich und können demzufolge ohne großen technischen Aufwand dem Härter zugesetzt werden. Weiterhin ist aus der US-C 3 026 626 der Einsatz von Partialestern von höheren Fettsäuren mit Polyolen zur Erhöhung der Nicotin- und Kondensatretention im Filtermaterial bekannt. Diese Partialester sind bei Umgebungstemperatur in den eingesetzten Härtern, wie Triacetin, in denen sie verteilt werden soll, bei Umgebungstemperatur unlöslich, lassen sich jedoch bei höheren Temperaturen im geschmolzenen Zustand in dem Härter homogen lösen und fallen nach dem Besprühen des Filtermaterials in feinverteilter Form aus. Die so erhaltenen Filtermaterialien zeigen eine erhöhte Nicotin/Kondensatretention, ohne daß dabei eine Selektivität zu erkennen ist. Ob diese erhöhte Retention durch den vergrößerten Zugwiderstand oder durch chemische Wechselwirkung erzeugt wird, läßt sich nicht beurteilen.In the past, attempts have often been made to increase the retention of nicotine in the filter in order to provide the surface of the filter material with acidic components. DE-A 1 692 895 describes the application of organic acids such as citric acid to the filter material by dissolving the acids in heat in solvents, e.g. Triacetin and treatment of the filter material with the hot solution. However, working with hot triacetin solutions is not without problems, particularly in cigarette machines. Furthermore, DE-C 1 300 854 describes for this purpose the finishing of the filter material with esters of organic polycarboxylic acids, e.g. with citric acid esters. These acid esters are soluble in the filter hardeners customary in the cigarette industry, in particular triacetin, and can therefore be added to the hardener without great technical effort. Furthermore, US Pat. No. 3,026,626 discloses the use of partial esters of higher fatty acids with polyols to increase nicotine and condensate retention in the filter material. These partial esters are insoluble at ambient temperature in the hardeners used, such as triacetin in which they are to be distributed, at ambient temperature, but can be dissolved in the hardener homogeneously at higher temperatures in the molten state and precipitate in finely divided form after spraying the filter material. The filter materials obtained in this way show increased nicotine / condensate retention without any selectivity being recognizable. It cannot be assessed whether this increased retention is caused by the increased tensile resistance or by chemical interaction.
Das Verfahren der Erfindung ist auf die Ausrüstung von Fasern eines Tabakrauchfilters mit physiologisch und sensorisch unbedenklichen Polycarbonsäuren bzw. sauren Salzen derselben gerichtet, die eine erhöhte Nicotinretention bei gleichbleibendem Zugwiderstand und gleichbleibender Kondensatretention gestattet. Bisher ist kein Verfahren bekannt geworden, bei dem in einem Standardverfahren zur Filterherstellung feste organische Säuren in das Filtermaterial eingebracht werden können, da diese in den üblicherweise in der Cigarettenindustrie eingesetzten Härtermaterialien völlig unlöslich sind.The method of the invention is directed to the finishing of fibers of a tobacco smoke filter with physiologically and sensorially harmless polycarboxylic acids or acid salts thereof, which increase nicotine retention with constant tensile resistance and constant condensate retention allowed. So far, no method has become known in which solid organic acids can be introduced into the filter material in a standard method for filter production, since these are completely insoluble in the hardening materials usually used in the cigarette industry.
Diese Aufgabe wird erfindungsgemäß durch ein Verfahren der eingangs genannten Art gelöst, bei dem man die bei Umgebungs- und Verarbeitungstemperaturen kristallinen Polycarbonsäuren bzw. sauren Salze derselben in Form von feinen festen Teilchen mit einem Zahlenmittel dar Teilchengrößen von weniger als 50 µm in einem organischen, flüssigen Medium suspendiert und die erhaltene Suspension auf die Fasern aufbringt.This object is achieved by a method of the type mentioned, in which the environmental and Processing temperatures of crystalline polycarboxylic acids or acidic salts thereof in the form of fine solid particles with a number average particle sizes of less than 50 μm are suspended in an organic, liquid medium and the suspension obtained is applied to the fibers.
Unter Verarbeitungstemperaturen sind hier diejenigen Temperaturen zu verstehen, bei denen üblicherweise in der Cigarettenindustrie die Härter auf das Fasermaterial aufgebracht werden, insbesondere im Temperaturbereich von etwa 20 bis 60°C. Höhere Verarbeitungstemperaturen bis etwa 100°C können die Stabilität der Suspension gegen Entmischungen verbessern. Wie die Polycarbonsäuren bzw. sauren Salze derselben auf die angegebene Teilchengröße gebracht werden, ist nicht kritisch; die einfachste Maßnahme zum Erhalt der Teilchengröße besteht in einem Mahlprozeß, gefolgt von einem Siebprozeß.Processing temperatures are to be understood here as those temperatures at which the hardeners are usually applied to the fiber material in the cigarette industry, in particular in the temperature range from about 20 to 60 ° C. Higher processing temperatures up to around 100 ° C can improve the stability of the suspension against segregation. How the polycarboxylic acids or acid salts thereof are brought to the specified particle size is not critical; the simplest measure for maintaining the particle size is a grinding process, followed by a sieving process.
Gemäß einer vorteilhaften Ausführungsform der Erfindung verwendet man Polycarbonsäuren bzw. saure Salze derselben mit pKs-Werten im Bereich von 1 bis 5, wobei man bevorzugt Polycarbonsäuren bzw. saure Salze derselben mit 2 bis 6 Kohlenstoffatomen und (zusätzlich) 2 bis 3 Carboxylgruppen einsetzt.According to an advantageous embodiment of the invention, polycarboxylic acids or acid salts thereof are used with pK a values in the range of 1 to 5, wherein it is preferred polycarboxylic acids or acid salts thereof are used with from 2 to 6 carbon atoms, and (in addition) from 2 to 3 carboxyl groups.
Falls die Polycarbonsäuren in Form ihrer sauren Salze eingesetzt werden sollen, verwendet man bevorzugt saure Alkali-, insbesondere saure Kalium- sowie Ammoniumsalze; es ist jedoch auch möglich, Natrium-, Rubidium- und Cäsiumsalze einzusetzen.If the polycarboxylic acids are to be used in the form of their acidic salts, preference is given to using acidic alkali, in particular acidic potassium and ammonium salts; however, it is also possible to use sodium, rubidium and cesium salts.
Besonders vorteilhafte Polycarbonsäuren bzw. saure Salze derselben sind aus einer Gruppe ausgewählt, die von Maleinsäure, Bernsteinsäure, Glutarsäure, Weinsäure, Äpfelsäure, Citronensäure und Acetylcitronensäure gebildet ist; besonders bevorzugt sind Polycarbonsäuren, die natürliche Tabakinhaltsstoffe sind, einschließlich saure Salze derselben. Als besonders vorteilhaft haben sich Polycarbonsäuren der vorgenannten Spezifikation erwiesen, die zusätzlich einen OH-Substituenten, der nicht zu einer Carboxylgruppe gehört, oder mehrere aufweisen, insbesondere Citronen-, Wein- und Äpfelsäure.Particularly advantageous polycarboxylic acids or acidic salts thereof are selected from a group formed by maleic acid, succinic acid, glutaric acid, tartaric acid, malic acid, citric acid and acetylcitric acid; polycarboxylic acids, which are natural tobacco ingredients, including acid salts thereof, are particularly preferred. Polycarboxylic acids of the aforementioned specification which additionally have an OH substituent, which does not belong to a carboxyl group or has more than one, in particular citric, tartaric and malic acid.
Für die Verarbeitung der Suspensionen von Polycarbonsäuren bzw. sauren Salzen derselben in flüssigen, organischen Medien ist es vorteilhaft, wenn diese Suspensionen eine möglichst große Stabilität gegenüber Entmischungen aufweisen. Dabei hat es sich als besonders vorteilhaft erwiesen, wenn die Zahlenmittel der Teilchengrößen dieser Komponenten weniger als 20 µm betragen.For processing the suspensions of polycarboxylic acids or acid salts thereof in liquid, organic media, it is advantageous if these suspensions have the greatest possible stability against segregation. It has proven to be particularly advantageous if the number average particle sizes of these components are less than 20 μm.
Gemäß einer weiteren vorteilhaften Ausführungsform der Erfindung setzt man die Polycarbonsäuren bzw. die sauren Salze derselben in einer Menge von 0,1 bis 10, insbesondere von 0,5 bis 5 Gew.-%, bezogen auf das Filterfasergewicht, in dem Medium suspendiert ein.According to a further advantageous embodiment of the invention, the polycarboxylic acids or the acid salts thereof are used in an amount of 0.1 to 10, in particular 0.5 to 5% by weight, based on the weight of the filter fiber, suspended in the medium.
Gemäß einer weiteren vorteilhaften Ausführungsform der Erfindung verwendet man als organisches, flüssiges Medium Carbonsäureester aus der von Polyethylenglykolacetat, Polyethylenglykolpropionat, insbesondere Triethylenglykoldiacetat, Glycerindiacetat, Glycerintriacetat, Glycerintripropionat, Di-(methoxyethyl)-phthalat, Ethylphthaloyl-methylglykolat und Triethylcitrat gebildeten Gruppe; Glycerintriacetat (Triacetin) ist dabei besonders bevorzugt.According to a further advantageous embodiment of the invention, the organic liquid medium used is carboxylic acid ester from the group consisting of polyethylene glycol acetate, polyethylene glycol propionate, in particular triethylene glycol diacetate, glycerol diacetate, glycerol triacetate, glycerol tripropionate, di- (methoxyethyl) phthalate, ethylphthaloyl methyl glycolate and triethyl group; Glycerol triacetate (triacetin) is particularly preferred.
Gemäß einer weiteren vorteilhaften Ausführungsform der Erfindung setzt man den Polycarbonsäuren bzw. saure Salze derselben enthaltenden Suspensionen Dispergierhilfsmittel hinzu. Typische Beispiele für derartige Dispergierhilfsmittel sind pyrogenes Siliciumdioxid, chemisch modifizierte Cellulose, z.B. Methylcellulose, Carboxymethylcellulose, Hydroxyethylcellulose, Methylhydroxyethylcellulose und dergleichen, weiterhin chemisch analog modifizierte Stärke wie Stärkeester und/oder Ether sowie pflanzliche Gummen einschließlich chemisch analog modifizierter Derivate derselben. Die vorgenannten Dispergierhilfsmittel sind als solche im Handel erhältlich. Besonders bevorzugt im Rahmen der Erfindung ist die Verwendung von pyrogenem Siliciumdioxid.According to a further advantageous embodiment of the invention, dispersing aids are added to the suspensions containing polycarboxylic acids or acid salts thereof. Typical examples of such dispersing aids are pyrogenic silicon dioxide, chemically modified cellulose, for example methyl cellulose, carboxymethyl cellulose, hydroxyethyl cellulose, methyl hydroxyethyl cellulose and the like, furthermore chemically analog modified starch such as starch esters and / or ethers and vegetable gums including chemically analog modified derivatives thereof. The aforementioned dispersing aids are commercially available as such available. The use of pyrogenic silicon dioxide is particularly preferred in the context of the invention.
Die Dispergierhilfsmittel werden bevorzugt in einer Menge von 0,1 bis 5, insbesondere von 0,5 bis 2 Gew.-%, bezogen auf eingesetzte Polycarbonsäuren bzw. saure Salze derselben, verwendet.The dispersing agents are preferably used in an amount of 0.1 to 5, in particular 0.5 to 2,% by weight, based on the polycarboxylic acids or acid salts thereof.
Das Verfahren der Erfindung eignet sich insbesondere zur Imprägnierung von Filtermaterial auf Basis von Celluloseacetat.The method of the invention is particularly suitable for impregnating filter material based on cellulose acetate.
Die Erfindung wird im folgenden anhand von bevorzugten Ausführungsbeispielen näher erläutert.The invention is explained in more detail below on the basis of preferred exemplary embodiments.
Zur Durchführung der Ausführungsbeispiele wurde zunächst Citronensäure, Maleinsäure, Äpfelsäure und Weinsäure vermahlen. Von Citronensäure, Maleinsäure und Weinsäure wurde eine Siebfraktion mit einer mittleren Teilchengröße von weniger als 10 µm gesammelt; die mittlere Teilchengröße der vermahlenen Äpfelsäure betrug weniger als 5 µm. Einem Teil der Proben wurde vor der Vermahlung ca. 1 Gew.-% pyrogenes Silciumdioxid mit einer durchschnittlichen Teilchengröße von 7 µm zugesetzt.To carry out the exemplary embodiments, citric acid, maleic acid, malic acid and tartaric acid were first ground. A sieve fraction with an average particle size of less than 10 μm was collected from citric acid, maleic acid and tartaric acid; the average particle size of the ground malic acid was less than 5 µm. About 1% by weight of pyrogenic silicon dioxide with an average particle size of 7 μm was added to part of the samples before grinding.
Die vorstehend genannten Siebfraktionen wurden unter heftigem Rühren in Glycerintriacetat(Triacetin) suspendiert; die erhaltene Suspension wurde auf ein ausgebreitetes Filtermaterial zur Herstellung eines endlosen Filterstranges gesprüht.The above sieve fractions were suspended in glycerol triacetate (triacetin) with vigorous stirring; the suspension obtained was sprayed onto a spread filter material to produce an endless filter strand.
Die unter Zusatz von pyrogenem Siliciumdioxid erhaltenen Dispersionen zeigten keine Sedimentationsneigung und waren wochenlag stabil. Die Dispersionen ohne Siliciumdioxidzusatz mußten zur Vermeidung von Konzentrationsgradienten stündlich durch Rühren homogenisiert werden.The dispersions obtained with the addition of pyrogenic silicon dioxide showed no tendency to sedimentation and were stable for weeks. The dispersions without the addition of silicon dioxide had to be homogenized by stirring every hour to avoid concentration gradients.
Ein ausgebreitetes Fasermaterial (Tow) für einen endlosen Filterstrang aus Celluloseacetat wurde mit verschiedenen, in der vorstehend beschriebenen Weise erhaltenen Dispersionen gemäß Tabelle 1 bis Raumtemperatur imprägniert.
Das oben angegebene Filtermaterial wurde zu einem endlosen Filterstrang geformt; aus den erhaltenen Filterstäben wurden filterventilierte Cigaretten gefertigt und in einer Rauchmaschine nach DIN-Norm abgeraucht. Es wurden die in Tabelle 2 zusammengefaßten Ergebnisse erhalten.
Die Abrauchergebnisse zeigen, daß die erfindungsgemäß ausgerüsteten Filtermaterialien eine um 0,1 mg erhöhte Nicotinretention aufweisen. Die selektive Filtrationswirkung wurde durch das gegebenenfalls zugesetzte pyrogene Siliciumdioxid nicht beeinflußt.The smoking results show that the filter materials equipped according to the invention have a nicotine retention increased by 0.1 mg. The selective filtration effect was not influenced by the optionally added pyrogenic silicon dioxide.
Um den Einfluß verschiedener Cigaretten mit unterschiedlichen Nicotin- und Kondensatgehalten zu testen, wurden die gleichen Filterstäbe wie im Beispiel 1, jedoch unventiliert, mit anderen Cigarettenkörpern gefahren. Es wurden die in Tabelle 3 zusammengefaßten Ergebnisse erhalten.
Auch bei diesen Versuchen war eine um 0,1 mg erhöhte Nicotinabreicherung festzustellen. Ein Einfluß des Dispergierungsmittels auf die Retention war nicht festzustellen.These experiments also showed a 0.1 mg increase in nicotine depletion. An influence of the dispersing agent on the retention was not found.
Auf ein Filtermaterial mit den in Tabelle 1 angegebenen Spezifikationen wurden Dispersionen der Zusammensetzung gemäß Tabelle 4 aufgesprüht.
Beim Abrauchen nach DIN-Norm der mit den vorgenannten Filterstäben ausgerüsteten, ventilierten und unventilierten Cigaretten wurden die in Tabelle 5 zusammengefaßten Ergebnisse erhalten.The results summarized in Table 5 were obtained on smoking according to the DIN standard of the ventilated and unventilated cigarettes equipped with the aforementioned filter rods.
Auch hier ergab sich eine deutliche Zunahme der Nicotinretention im Hauptrauch.
Für alle der hier erörterten Versuche gilt, daß die Kondensatausbeute und der Zugwiderstand gleich war, d.h. durch die Ausrüstung von Filtermaterialien gemäß dem Verfahren der Erfindung nicht beeinflußt wurden.For all of the tests discussed here, the condensate yield and the draw resistance were the same, i.e. were not affected by the equipment of filter materials according to the method of the invention.
Claims (14)
- A method of impregnating fibres of a tobacco smoke filter with physiologically and sensorially harmless polycarboxylic acids and/or acid salts thereof, characterised in that the polycarboxylic acids and/or the acid salts thereof, which are crystalline at ambient and processing temperatures, are suspended in the form of extremely fine particles with a numerical average of the particle size of less than 50 µm in an organic fluid medium and the resultant suspension is applied to the fibres.
- A method according to Claim 1, characterised in that polycarboxylic acids and/or acid salts thereof with pKs values of 1 to 5 are used.
- A method according to Claim 1 or 2, characterised in that polycarboxylic acids and/or acid salts thereof are used which have 2 to 6 carbon atoms and 2 to 3 carboxyl groups.
- A method according to at least one of Claims 1 to 3, characterised in that polycarboxylic acids and/or acid salts thereof are used from the group comprising maleic acid, succinic acid, glutaric acid, tartaric acid, malic acid, citric acid and acetyl citric acid.
- A method according to at least one of Claims 1 to 4, characterised in that acid alkali salts, in particular potassium salts or ammonium salts, of the polycarboxylic acids are used.
- A method according to at least one of Claims 1 to 5, characterised in that polycarboxylic acids and/or acid salts thereof are used which have one OH substituent, which does not belong to a carboxyl group, or have several OH constituents.
- A method according to at least one of Claims 1 to 6, characterised in that polycarboxylic acids and/or acid salts thereof are used with a numerical average of the particle size of less than 20 µm.
- A method according to at least one of Claims 1 to 7, characterised in that polycarboxylic acids and/or the acid salts thereof are applied in a quantity of from 0.1 to 10 % by weight, in particular of from 0.5 to 5 % by weight, in relation to filter fibre weight.
- A method according to at least one of Claims 1 to 8, characterised in that carboxylic acid esters from the group comprising polyethylene glycol acetate, polyethylene glycol proprionate, in particular triethylene glycol diacetate, glycerine diacetate, glycerine triacetate, glycerine tripropionate, di-(methoxyethyl)-phthalate, ethylphthaloylmethyl glycolate and triethyl citrate are used as the organic fluid medium.
- A method according to at least one of Claims 1 to 9, characterised in that dispersion adjuvants are added to the suspensions containing polycarboxylic acids and/or acid salts thereof.
- A method according to at least one of Claims 1 to 10, characterised in that dispersion adjuvants are added from the group comprising pyrogenic silicon dioxide and chemically modified starch and cellulose.
- A method according to at least one of Claims 1 to 11, characterised in that the dispersion adjuvants are used in a quantity of from 0.1 to 5 % by weight, in particular of from 0.5 to 2 % by weight, in relation to the polycarboxylic acids and/or acid salts thereof used.
- A method according to at least one of Claims 1 to 12, characterised in that cellulose acetate fibres are impregnated.
- A method according to at least one of Claims 1 to 13, characterised in that the polycarboxylic acids and/or acid salts thereof are suspended in triacetin.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT90100642T ATE99505T1 (en) | 1989-02-13 | 1990-01-12 | PROCESS FOR IMPREGNATION OF FIBERS OF A TOBACCO SMOKE FILTER WITH POLYCARBONIC ACIDS OR. ACIDIC SALTS OF THE SAME. |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3904239A DE3904239C1 (en) | 1989-02-13 | 1989-02-13 | |
| DE3904239 | 1989-02-13 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| EP0383018A2 EP0383018A2 (en) | 1990-08-22 |
| EP0383018A3 EP0383018A3 (en) | 1990-11-07 |
| EP0383018B1 true EP0383018B1 (en) | 1994-01-05 |
Family
ID=6373960
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP90100642A Expired - Lifetime EP0383018B1 (en) | 1989-02-13 | 1990-01-12 | Process for impregnating tobacco smoke filter fibres with polycarboxylic acid or salts thereof |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP0383018B1 (en) |
| AT (1) | ATE99505T1 (en) |
| DE (2) | DE3904239C1 (en) |
Families Citing this family (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 |
| US5246017A (en) * | 1990-11-06 | 1993-09-21 | R. J. Reynolds Tobacco Company | Cigarette and cigarette filter element therefor |
| DE19748072A1 (en) | 1997-10-30 | 1999-05-12 | Bat Cigarettenfab Gmbh | Method and device for applying substances to a filter material |
| RU2161427C1 (en) * | 1999-09-17 | 2001-01-10 | Петрик Виктор Иванович | Cigarette filter material |
| DE10000519C5 (en) * | 2000-01-08 | 2004-12-02 | Reemtsma Cigarettenfabriken Gmbh | Process for the production of an acidified filter for tobacco products and their use |
| KR102188528B1 (en) * | 2013-08-12 | 2020-12-08 | 솔베이 아세토우 게엠베하 | Process for manufacturing a product containing a catalytically active titanium compound |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1291061A (en) * | 1961-03-10 | 1962-04-20 | Filtering products for tobacco smoke and other gases and advanced cartridges that can accommodate these products and allow to accentuate the filtering effect | |
| DE1692895A1 (en) * | 1966-08-31 | 1972-05-18 | Brinkmann Ag M | Acid-containing tobacco smoke filter body made of cellulose acetate and process for its manufacture |
| US3410282A (en) * | 1967-03-13 | 1968-11-12 | Eastman Kodak Co | Filter medium for removing hydrogen cyanide from tobacco smoke |
| GB1208491A (en) * | 1968-01-02 | 1970-10-14 | Gallaher Ltd | Improvements in tobacco filters |
-
1989
- 1989-02-13 DE DE3904239A patent/DE3904239C1/de not_active Expired - Lifetime
-
1990
- 1990-01-12 DE DE90100642T patent/DE59004063D1/en not_active Expired - Lifetime
- 1990-01-12 EP EP90100642A patent/EP0383018B1/en not_active Expired - Lifetime
- 1990-01-12 AT AT90100642T patent/ATE99505T1/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| DE3904239C1 (en) | 1990-05-17 |
| EP0383018A3 (en) | 1990-11-07 |
| DE59004063D1 (en) | 1994-02-17 |
| EP0383018A2 (en) | 1990-08-22 |
| ATE99505T1 (en) | 1994-01-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE1300854B (en) | Filters for cigarettes | |
| DE19541873A1 (en) | Filter cigarette | |
| EP0632968B1 (en) | Filtertow and process for its manufacture and tobacco smoke filter and process for its manufacture | |
| EP0609284B1 (en) | Cigarette filter | |
| EP0383018B1 (en) | Process for impregnating tobacco smoke filter fibres with polycarboxylic acid or salts thereof | |
| EP0649436B1 (en) | Stable moulding or spinning compound containing cellulose | |
| EP0346648B1 (en) | Process for impregnating the fibres of a tobacco smoke filter with di- or polycarboxylic acids or their anhydrides | |
| DE2525893A1 (en) | PROCESS FOR MANUFACTURING CELLULOSE ACETATE FIBER RODS AND THEIR USE AS FILTERS FOR TOBACCO PRODUCTS | |
| DE1242135B (en) | Tobacco smoke filters | |
| DE2341685C3 (en) | Cellulose acetate fiber cigarette filters and process for their manufacture | |
| DE2341686A1 (en) | METHOD OF MANUFACTURING A CIGARETTE FILTER FROM CELLULOSE ACETATE FIBERS | |
| DE2559542C3 (en) | Cigar filters | |
| DE2251339A1 (en) | NEW TOBACCO COMPOSITION AND PROCESS FOR ITS MANUFACTURING | |
| DE19822775B4 (en) | Process for the production of hardened filter rods in the cigarette industry | |
| EP1244365B1 (en) | Method for producing an acidified filter for tobacco products and the use thereof | |
| DE1517271A1 (en) | Process for the manufacture of tobacco smoke filters | |
| DE2362701C3 (en) | Cigarette filters and process for their manufacture | |
| DE20000296U1 (en) | Filters for tobacco or smoke products | |
| DE818577C (en) | Process for processing cellulose derivatives from the melt flow | |
| DE2520496C2 (en) | Tobacco smoke filters | |
| AT258773B (en) | Process for the manufacture of filters for cigarettes | |
| DE1082542B (en) | Process for the manufacture of tobacco smoke filter elements | |
| DE2263178C3 (en) | Tobacco smoke filters | |
| CH438129A (en) | Process for the production of tobacco foils |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
| AK | Designated contracting states |
Kind code of ref document: A2 Designated state(s): AT BE CH DE DK ES FR GB GR IT LI LU NL SE |
|
| PUAL | Search report despatched |
Free format text: ORIGINAL CODE: 0009013 |
|
| AK | Designated contracting states |
Kind code of ref document: A3 Designated state(s): AT BE CH DE DK ES FR GB GR IT LI LU NL |
|
| 17P | Request for examination filed |
Effective date: 19901205 |
|
| 17Q | First examination report despatched |
Effective date: 19920205 |
|
| GRAA | (expected) grant |
Free format text: ORIGINAL CODE: 0009210 |
|
| AK | Designated contracting states |
Kind code of ref document: B1 Designated state(s): AT BE CH DE DK ES FR GB GR IT LI LU NL SE |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: GR Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 19940105 Ref country code: SE Effective date: 19940105 Ref country code: DK Effective date: 19940105 Ref country code: GB Effective date: 19940105 Ref country code: ES Free format text: THE PATENT HAS BEEN ANNULLED BY A DECISION OF A NATIONAL AUTHORITY Effective date: 19940105 |
|
| REF | Corresponds to: |
Ref document number: 99505 Country of ref document: AT Date of ref document: 19940115 Kind code of ref document: T |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: LU Payment date: 19940131 Year of fee payment: 5 |
|
| REF | Corresponds to: |
Ref document number: 59004063 Country of ref document: DE Date of ref document: 19940217 |
|
| EPTA | Lu: last paid annual fee | ||
| ITF | It: translation for a ep patent filed | ||
| ET | Fr: translation filed | ||
| GBV | Gb: ep patent (uk) treated as always having been void in accordance with gb section 77(7)/1977 [no translation filed] |
Effective date: 19940105 |
|
| PLBE | No opposition filed within time limit |
Free format text: ORIGINAL CODE: 0009261 |
|
| STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT |
|
| 26N | No opposition filed | ||
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: LU Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 19950112 |
|
| REG | Reference to a national code |
Ref country code: CH Ref legal event code: PFA Free format text: B.A.T. CIGARETTEN-FABRIKEN GMBH TRANSFER- BRITISH-AMERICAN TOBACCO (GERMANY) GMBH |
|
| REG | Reference to a national code |
Ref country code: FR Ref legal event code: CD |
|
| NLT1 | Nl: modifications of names registered in virtue of documents presented to the patent office pursuant to art. 16 a, paragraph 1 |
Owner name: BRITISH-AMERICAN TOBACCO (GERMANY) GMBH |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: FR Payment date: 19991116 Year of fee payment: 11 |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: CH Payment date: 20000119 Year of fee payment: 11 |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: AT Payment date: 20000120 Year of fee payment: 11 |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: BE Payment date: 20000121 Year of fee payment: 11 |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: NL Payment date: 20000125 Year of fee payment: 11 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: AT Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20010112 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: CH Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20010131 Ref country code: LI Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20010131 Ref country code: BE Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20010131 |
|
| BERE | Be: lapsed |
Owner name: BRITISH-AMERICAN TOBACCO (GERMANY) G.M.B.H. Effective date: 20010131 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: NL Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20010801 |
|
| REG | Reference to a national code |
Ref country code: CH Ref legal event code: PL |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: FR Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20010928 |
|
| NLV4 | Nl: lapsed or anulled due to non-payment of the annual fee |
Effective date: 20010801 |
|
| REG | Reference to a national code |
Ref country code: FR Ref legal event code: ST |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: IT Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES;WARNING: LAPSES OF ITALIAN PATENTS WITH EFFECTIVE DATE BEFORE 2007 MAY HAVE OCCURRED AT ANY TIME BEFORE 2007. THE CORRECT EFFECTIVE DATE MAY BE DIFFERENT FROM THE ONE RECORDED. Effective date: 20050112 |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: DE Payment date: 20090122 Year of fee payment: 20 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: DE Free format text: LAPSE BECAUSE OF EXPIRATION OF PROTECTION Effective date: 20100112 |