US20120037174A1 - Tobacco product filters - Google Patents

Tobacco product filters Download PDF

Info

Publication number
US20120037174A1
US20120037174A1 US13/144,281 US201013144281A US2012037174A1 US 20120037174 A1 US20120037174 A1 US 20120037174A1 US 201013144281 A US201013144281 A US 201013144281A US 2012037174 A1 US2012037174 A1 US 2012037174A1
Authority
US
United States
Prior art keywords
tobacco product
product filter
filter according
methyl
structures
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.)
Abandoned
Application number
US13/144,281
Other languages
English (en)
Inventor
Sepp Steinlechner
Roland Kalb
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.)
VTU Holding GmbH
Original Assignee
VTU Holding 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 VTU Holding GmbH filed Critical VTU Holding GmbH
Priority to US13/144,281 priority Critical patent/US20120037174A1/en
Assigned to VTU HOLDING GMBH reassignment VTU HOLDING GMBH ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: KALB, ROLAND, STEINLECHNER, SEPP
Publication of US20120037174A1 publication Critical patent/US20120037174A1/en
Abandoned legal-status Critical Current

Links

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
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/70Fixation, conservation, or encapsulation of flavouring agents
    • A23L27/77Use of inorganic solid carriers, e.g. silica
    • 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
    • A24D3/12Use of materials for tobacco smoke filters of ion exchange materials
    • 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
    • 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
    • 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
    • A24D3/166Silicic acid or silicates

Definitions

  • the invention relates to a tobacco product filter, in particular to a tobacco product filter comprising ionic liquids. Further, the invention relates to a method of reducing harmful substances in the tobacco smoke.
  • a cigarette filter shall reduce the fraction of harmful substances, e.g. condensate, the so called tar, and gases in the smoke of the cigarette. Furthermore, the smoke is getting somewhat milder thus some smokers remove or shorten it for a more intense taste.
  • the filter is wrapped with a cork coloured mouthpiece in order to hide the brown colouring of the filter.
  • most of the cigarettes manufactured in an industrial way are provided with a filter. People rolling cigarettes on their own could buy the same in a tobacco store.
  • the base material for manufacturing of the cigarette filter is mostly cellulose which is obtained from wood. The cellulose is converted into cellulose acetate in a complex chemical process.
  • the acetate flocs are solved in acetone and are spun into long fibres from the dope.
  • the diameter of the fibres is about 30 to 50 micrometers.
  • a great deal of fibres is merged to an endless band.
  • the fibres are punctually glued, e.g. by triacetin, in order to maintain gas permeability.
  • Such a filter can hold back particles as far as about 0.2 micrometers. Thereby, approximately 40% to 70% of the particles and up to 80% of the phenols of the tobacco smoke are hold back. Additional activated charcoal filters hold back up to 85% of the gas phase components.
  • a tobacco product filter comprising a carrier material which comprises an immobilized ionic liquid.
  • tobacco product filter may particularly be meant all sorts of filters which are suitable to remove harmful substances, particles, gases or the like from tobacco smoke partially or in total.
  • the tobacco product filter may be suitable to form cigarette, small cigars and smoking pipes.
  • tobacco has to be interpreted in a broad way and shall encompass all smokable materials.
  • a method of removing harmful substances from tobacco smoke comprises providing a tobacco product filter according to an exemplary aspect and conducting tobacco product smoke through the tobacco product filter.
  • the harmful substances may be removed or extracted from the tobacco smoke in a physical manner.
  • a physical extraction may particularly to be distinguished from a chemical extraction, wherein the harmful substances are chemically bonded, e.g. onto the cation of an ionic liquid or of a crystalline structure, e.g. of a zeolite.
  • a filter which comprises a carrier material having an immobilized ionic liquid, for removing of harmful substances out of tobacco product smoke.
  • immobilize may here particularly denote an accretion on a carrier substrate or a carrier material. Such an accretion may particularly to be distinguished from an incorporation during the forming of a crystalline structure. Such an incorporation, e.g. as the cation of a zeolite, is typically caused by ionic bonds, while an accretion is possible due to other forces, e.g. van de Waals bonds. Summarizing, the term immobilizing, in the sense of the application, may particularly not denote a firm incorporation in a crystalline structure.
  • Ionic liquids are—in the sense of the accepted literature (e.g. Wasserscheid, Peter; Welton, Tom (Eds.), “Ionic Liquids in Synthesis”, Verlag Wiley-VCH 2003, ISBN 3527305157; Rogers, Robin D., Seddon, Kenneth R. (Eds.); “Ionic Liquids—Industrial Applications to Green Chemistry”, ACS Symposium Series 818, 2002; ISBN 0841237891) liquid organic salts or salt mixtures consisting of organic cations and organic or anorganic anions having a melting point of less than 100° C. In these salts additionally organic salts and furthermore molecular auxiliary substances may be solved. In the sense of this application we see the arbitrarily defined limit of 100° C. of the melting points of ionic liquids in a broader sense and include as well such liquefied salts having a melting point of above 100° C. but below 200° C. Because they do not differ in their characteristics aside from that.
  • Ionic liquids exhibit some very interesting characteristics, e.g. having a very low, virtually non measurable, vapor pressure, a high liquidus range, good electrical conductivity, and interesting solvation characteristics. These characteristics predestine ionic liquids for different fields of technical applications.
  • solvents for example, during organic or inorganic synthesis in general, transition metal catalysis, in biocatalysis, phase transfer catalysis, multiphase reactions, photochemistry, polymer synthesis, and nanotechnology
  • extracting agent for example, during organic or inorganic synthesis in general, transition metal catalysis, in biocatalysis, phase transfer catalysis, multiphase reactions, photochemistry, polymer synthesis, and nanotechnology
  • extracting agent for example, during organic or inorganic synthesis in general, transition metal catalysis, in biocatalysis, phase transfer catalysis, multiphase reactions, photochemistry, polymer synthesis, and nanotechnology
  • electrolytes in batteries, fuel cells, capacitors, solar cells, sensors, in electrochemistry, electroplating, electrochemical metal processing, electrochemical synthesis in general, electro-organic synthesis, nanotechnology
  • lubricants as thermofluids, as gels, as reagents for organic synthesis, in the “green chemistry” (e.g.
  • ionic liquids may have very good characteristic as solvents or extracting agents for polymers, bio-polymers (e.g. cellulose. chitin), biomass (e.g. wood, thus cellulose+lignin, i.e. a polyphenols; proteins), metals, e.g. in aqueous solution, gases, e.g. CO 2 , NO x , polar organic compounds as alcohols, carboxylic acids, ethers, esters, ketones and amines, aromatic carbon hydrides, etc.
  • bio-polymers e.g. cellulose. chitin
  • biomass e.g. wood, thus cellulose+lignin, i.e. a polyphenols; proteins
  • metals e.g. in aqueous solution
  • gases e.g. CO 2 , NO x
  • gases e.g. CO 2 , NO x
  • polar organic compounds as alcohols, carboxylic acids, ethers, esters, ketones and
  • ionic liquids for the respective application may be performed, within wide limitations, by varying the structure of anion and cation or the variation of their combination, which, by the way, gained ionic liquids the name “designer solvents” in general (cf. for example Freemantle, M.; Chem. Eng. News, 78, 2000, 37).
  • a filter for tobacco products which is suitable for effectively removing or at least reducing of unhealthy and often carcinogen ingredients out of tobacco smoke.
  • a filter may be suitable to remove or at least reduce one or a plurality of the ingredients, listed in the following. Including in particular:
  • the carrier material of the tobacco product filter has a large internal surface.
  • a large internal surface may particularly denote that the internal surface is very large compared to the external surface.
  • the internal surface may be larger than the external surface by a factor of more than 1,000.
  • Such a large internal surface may in particular support or improve the filtering effect of the tobacco product filter.
  • a large internal surface may particularly be denoted the collectivity of all surfaces included, for example, in porous or grained solids, that is, also the one which result between the discrete grains or by the pore edges.
  • the specific surface may be seen as a suitable indicator of the internal surface.
  • a suitable internal surface or a suitable specific surface may be defined by that a suitable filter effect, which may be defined by a predetermined criterion, is achievable.
  • a predeterminable criterion may be for example that at least 30%, 40%, 50%, 60%, 70%, 80%, 90% or more of the harmful substances to be filtered out are filtered out.
  • the specific surface of the carrier material may be in the range from approximately 1 m 2 /g to approximately 2,000 m 2 /g.
  • the carrier material has a structure selected out of the group consisting of porous structures, sponge like structures, fibrous structures, powdery structures, grained structures, membrane like structures, and foil like structures.
  • the fibrous structures may be available in form of a fabric, which may be woven, spun, felted or knitted, for example.
  • the powdery structures may be sintered or being sintered, for example.
  • the membrane like structures and/or the foil like structures may be folded.
  • the carrier material may have a structure, which corresponds to a mixture of several of the mentioned structures.
  • a grained structure may be inserted into a fibrous structure or membrane like structure.
  • all structures may be suitable exhibiting a sufficient permeability for tobacco smoke while having a large internal surface.
  • a foil like structure and/or a membrane like structure may form a support structure or external structure into which then a grained structure and/or fibrous structure is inserted.
  • the carrier material comprises at least one material selected out of the group consisting of activated charcoal, charcoal, stone, in particular limestone, coralline rubble or pumice stone, zeolite, silica gel, ceramic, silica gel, aluminum oxide, plastics, in particular polyethylene, glass fibers, mineral wool, paper, cellulose, cellulose acetate, and meerschaum.
  • the carrier material may comprise a mixture of several of the mentioned materials. All these materials may be materials which are suitable for a carrier material and which can immobilize an ionic liquid. In particular, these materials may also be suitable to form a carrier structure providing a large internal surface.
  • the ionic liquid has a melting point of less than 200° C.
  • the ionic liquid may have a melting point of less than 100° C.
  • the ionic liquid corresponds to the generic formula ([A] + ) a [B] a ⁇ .
  • the salts tetramethyl ammonium bromide, tetraethyl ammonium bromide, tetrapropyl ammonium bromide, tetrabutyl ammonium bromide may be excluded as ionic liquids.
  • anionic sulfite may be excluded.
  • the tobacco product filter [A] + stands for a toxicologically harmless cation which is in particular selected from the group which consists of the following cations: cations having short alkyl side chains, cations having polar functional groups in the side chains, and natural cations.
  • examples for cations having short alkyl side chains may be such cations having one to eight carbon atoms (C 1 to C 8 ) and preferably one to four carbon atoms (C 1 to C 4 ).
  • Examples for polar functional groups in the side chains may be alcohol-, ether-, ester-, ceton-, or nitrile-groups.
  • Examples for cations existing in nature may be e.g.
  • choline HOCH 2 CH 2 N + (CH 3 ) 3 acetylcholine H 3 C—CO—CH 2 CH 2 N + (CH 3 ) 3
  • all non toxic, protonated or alkylated natural nitrogen bases e.g. alkoloides.
  • a ⁇ stands for a toxicologically harmless anion, in particular a natural anion.
  • a toxicologically harmless anion may be selected from the group consisting of anions which are derived from fruit acid, sugar acid, amino acid, fatty acid, volatile acid and resin acid or are conjugated to these acids.
  • fruit acids may be in particular, oxalic acids, benzoic acids, salicylic acids, citric acids, tartaric acids, ascorbic acids, lactic acids, and malic acids or the protonated anions of oxalate, benzoate, salicylate, citrate, tartrate, ascorbate, lactate, malate and the like.
  • sugar acids may be in particular uronic acids and onic acids, like for example linear or cyclic tetronic acids, tetruronic acids, pentonic acids, penturonic acids, hexonic acids, hexuronic acids, in particular, gluconic acids, glucuronic acids or protonated anions of gluconate, glucuronate, mannonate, mannuronate, galactonate, galacturonate, fructonate fructuronate, xylonate or the like.
  • uronic acids and onic acids like for example linear or cyclic tetronic acids, tetruronic acids, pentonic acids, penturonic acids, hexonic acids, hexuronic acids, in particular, gluconic acids, glucuronic acids or protonated anions of gluconate, glucuronate, mannonate, mannuronate, galactonate, galacturonate, fructonate fructuronate, xylonate or the like
  • amino acids or natural amino acids may be in particular alanine, arginine, asparagine, asparaginic acid, cysteine, glutamine, glutamic acid, glycine, histidine, isoleucine, leucine, lysine, methionine, phenylalanine, proline, serine, threonine, tryptophane, tyrosine, and valine.
  • the fatty acids may be monocarbonic acids having four to 26 carbon atoms (C4 to C26), wherein the fatty acids may be saturated, unsaturated or mixtures of saturated and unsaturated fatty acids.
  • fatty acids may be alkyl acids, alkenoic acids, alkanoic acids, alkenylic acids, alcadienylic acids, in particular the protonated anions of caprinate, laurinate, myristate, palmitate, margarinate, arachinate, behenate, myristoleinate, palmitoleinate, petroselinate, oleate, elaidinate, vaccenate, icosenate, cetoleinate, linolenate, linolate and the like.
  • volatile acids may be in particular the protonated anions of acetate, formates, butyrate or the like.
  • the term “toxicologically harmless” may particularly denote that the toxicity of the respective substance lies below a predetermined, e.g. statutory, value or that no toxicologically effect of the substance is existing or at least not known. In particular, such substances may have no harmful effects.
  • the term “natural cations” and “natural anions” may in particular denote, which are present already in nature and are thus in contrast to cations respectively anions which are manufactured or produced by man, which can also be denoted as man-made and synthetic cations and anions, respectively.
  • the tobacco product filter [A] + stands for a quaternary ammonium cation [R 1′ R 1 R 2 R 3 N] + , a phosphonium cation [R 1′ R 1 R 2 R 3 P] + , sulfonium cation [R 1′ R 1 R 2 S] + or a hetero aromatic cation.
  • R 1′ , R 1 , R 2 , R 3 may stand for moieties, for example, independently from each other, for hydrogen, and where appropriate substituted alkyl-, alkenyl-, alkinyl-, cycloalkyl-, cycloalkenyl-, aryl- or heteroaryl-moiety; or
  • two of the moieties R 1 , R 1′ , R 2 , R 3 may form a ring together with the hetero-atom to which they are bound, wherein the ring may be saturated, unsaturated, unsubstitued or substituted and wherein this chain may be interrupted by one or more hetero-atoms selected out of the group consisting of O, S, NH or N—C 1 -C 4 -alkyl.
  • the case may be excluded where all moieties are formed by hydrogen or a proton.
  • Organic sulfite as cation may also be excluded.
  • [B] a ⁇ may be an arbitrary anion having the negative charge a.
  • the heteroaromate of the formula is typically a 5 or 6 membered heteroaromate comprising at least one nitrogen atom and if necessary one oxygen or sulphur atom and which is unsubstituted or substituted and/or annelated.
  • the heteroaromate of the formula IIb is selected from the group consisting of:
  • R hydrogen, C 1 -C 30 -alkyl, C 3 -C 12 -cycloalkyl, C 2 -C 30 -alkenyl, C 3 -C 12 -cycloalkenyl, C 2 -C 30 -alkinyl, aryl or heteroaryl, wherein the latter 7 moieties may have one or more halogenic moiety and/or 1 to 3 moieties selected from the group consisting of C 1 -C 6 -alkyl, aryl, heteroaryl, C 3 -C 7 -cycloalkyl, halogen, OR c , SR c , NR c R d , COR c , COOR c , CO—NR c R d , wherein R c and R d stand for hydrogen, C 1 -C 6 -alkyl, C 1 -C 6 -halogenalkyl, cyclopentyl, cyclohexyl, phenyl, tolyl
  • R 1 , R 1′ , R 2 , R 3 stand, independently from each other, for hydrogen, where appropriate, substituted alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkenyl, aryl or heteroaryl; or
  • R 1 , R 1′ , R 2 , R 3 form a ring together with the hetero-atom to which they are bound, wherein the same is saturated or unsaturated, substituted or unsubstitued and wherein the chain may be interrupted by one or more hetero-atoms out of the group of O, S, NH or N—C 1 -C 4 -alkyl;
  • R 4 , R 5 , R 6 , R 7 , R 8 stand, independently of each other, for hydrogen, halogen, nitro, cyano, OR c , SR c , NR c R d , COR c , COOR c , CO—NR c R d , C 1 -C 30 -alkyl, C 3 -C 12 -cycloalkyl, C 2 -C 30 -alkenyl, C 3 -C 12 -cycloalkenyl, aryl or heteroaryl, wherein the latter 6 moieties may comprise one or more halogenic moiety and/or 1 to 3 moieties selected out of the group of C 1 -C 6 -alkyl, aryl, heteroaryl, C 3 -C 7 -cycloalkyl, halogen, OR c , SR c , NR c R d , COR c , COOR c , CO—NR c R d
  • R e , R f , R g , R h substituted, independently of each other, for hydrogen, C 1 -C 6 -alkyl, aryl-, heteroaryl-, C 3 -C 7 -cycloalkyl, halogen, OR c , SR c , NR c R d , COOR c , CO—NR c R d or COR c , wherein R c , R d stand, independently of each other, for hydrogen, C 1 -C 6 -alkyl, C 1 -C 6 -halogenalkyl, cyclopentyl, cyclohexyl, phenyl, tolyl or benzyl, however preferably for hydrogen, halogen, C 1 -C 6 -alkyl, in particular, hydrogen or C 1 -C 6 -alkyl.
  • organic sulfonate of the generic formula (Vb)[R m —SO 3 ] ⁇ , wherein R m stands for an organic, saturated or unsaturated, acyclic or cyclic, aliphatic, aromatic or araliphatic moiety having 1 to 30 carbon atoms and which can comprise one or more hetero atoms and/or can be substituted by one or several functional groups or halogen, wherein the moiety comprises a carbon;
  • organic sulfate of the generic formula (Vc)[R m —SO 3 ] ⁇ wherein R m stands for an organic, saturated or unsaturated, acyclic or cyclic, aliphatic, aromatic or araliphatic moiety having 1 to 30 carbon atoms, and which can comprise one or more hetero atoms and/or can be substituted by one or several functional groups or halogen, wherein the moiety comprises a carbon;
  • R n stands for an organic, saturated or unsaturated, acyclic or cyclic, aliphatic, aromatic or araliphatic moiety having 1 to 30 carbon atoms and which can comprise one or more hetero atoms and/or can be substituted by one or several functional groups or halogen, wherein the moiety comprises hydrogen or a carbon;
  • Organic phosphate of the generic formula (Vi)[R m —OPO 4 ] 2 ⁇ , or (Vj)[R m —OPO 2 —OR n ] ⁇ wherein R m stands for an organic, saturated or unsaturated, acyclic or cyclic, aliphatic, aromatic or araliphatic moiety having 1 to 30 carbon atoms and which can comprise one or more hetero atoms and/or can be substituted by one or several functional groups or halogen, wherein the moiety comprises a carbon, and wherein R n stands for an organic, saturated or unsaturated, acyclic or cyclic, aliphatic, aromatic or araliphatic moiety having 1 to 30 carbon atoms and which can comprise one or more hetero atoms and/or can be substituted by one or several functional groups or halogen, wherein the moiety comprises hydrogen or a carbon.
  • the charge “a ⁇ ” of the anion [B] a ⁇ is “1-”, “2-”, or “3”.
  • moieties comprising carbon and being organic, saturated or unsaturated, acyclic or cyclic, aliphatic, aromatic or araliphatic moiety having 1 to 30 carbon atoms
  • the moieties comprising carbon and being organic, saturated or unsaturated, acyclic or cyclic, aliphatic, aromatic or araliphatic moiety having 1 to 30 carbon atoms i.e. the moieties R i to R l at the tetrasubstituted borate (Va), the moiety R m at the organic sulfonate (Vb) and sulphate (Vc), the moiety R n at the carboxylate (Vd) and the moieties R o to R u at the imides (Vf), (Vg) and (Vh), are formed preferably by:
  • aryl or heteroaryl having 2 to 30 carbon atoms and their alkyl-, aryl-, heteroaryl-, cycloalkyl-, halogen-, hydroxy-, amino-, carboxy-, formyl-, —O—, —CO— or —CO—O-substituted components, e.g.
  • phenyl 2-methyl-phenyl (2-tolyl), 3-methyl-phenyl (3-tolyl), 4-methyl-phenyl, 2-ethyl-phenyl, 3-ethyl-phenyl, 4-ethyl-phenyl, 2,3-dimethyl-phenyl, 2,4-dimethyl-phenyl, 2,5-dimethyl-phenyl, 2,6-dimethyl-phenyl, 3,4-dimethyl-phenyl, 3,5-dimethyl-phenyl, 4-phenyl-phenyl, 1-naphthyl, 2-naphthyl, 1-pyrrolyl, 2-pyrrolyl, 3-pyrrolyl, 2-pyridinyl, 3-pyridinyl, 4-pyridinyl or C 6 F (5-a) H a wherein 0 ⁇ a ⁇ 5.
  • anion [B] a ⁇ is a tetrasubstituted borate (Va)[BR i R j R k R l ] ⁇ preferably all four moieties R i to R l are identical, wherein they stand preferably for fluoride, trifluoromethyl, pentafluoroethyl, phenyl, 3,5-bis(trifluoromethyl)phenyl.
  • Tetrasubstituted borate (Va) which are particularly preferred are tetrafluoroborate, tetraphenylborate and tetra[3,5-bis(trifluoromethyl)phenyl]borate.
  • anion [B] a ⁇ is an organic sulfonate (Vb)[R m —SO 3 ] ⁇ or sulfate (Vc)[R m —OSO 3 ] ⁇
  • R m preferably denotes methyl, trifluoromethyl, pentafluoroethyl, p-tolyl or C 9 F 19 .
  • Organic sulfonates which are particularly preferred are trifluoromethansulfonate (triflate), methansulfonate, nonadecafluorononansulfonate (nonaflate) and p-toluolsulfonate; organic sulfates (Vc) which are particularly preferred are methylsulfate, ethylsulfate, n-propylsulfate, i-propylsulfate, butylsulfate, pentylsulfate, hexylsulfate, heptylsulfate, octylsulfate, nonylsulfate, decylsulfate as well as long chained n-alkylsulfates; benzylsulfate, alkylarylsulfate.
  • triflate trifluoromethansulfonate
  • methansulfonate methansulfon
  • R n preferably stands for hydrogen, trifluoromethyl, pentafluoroethyl, phenyl, hydroxyl-phenyl-methyl, trichloromethyl, dichloromethyl, chloromethyl, trifluoromethyl, difluoromethyl, fluoromethyl or unbranched or branched C 1 -C 12 -alkyl, like methyl, ethyl, 1-propyl, 2-propyl, 1-butyl, 2-butyl, 2-methyl-1-propyl (isobutyl), 2-methyl-2-propyl (tert.-butyl), 1-pentyl, 2-pentyl, 3-pentyl, 2-methyl-1-butyl, 3-methyl-1-butyl, 2-methyl-2-butyl, 3-methyl-2-butyl, 2,2-dimethyl-1-propyl, 1-hexyl,
  • Carboxylates (Vc) which are particularly preferred are formate, acetate, propionate, butyrate, valeriate, benzoate, mandelate, trichloroacetate, dichloroacetate, chloroacetate, trifluoroacetate, difluoroacetate, fluoroacetate.
  • anion [B] a ⁇ is a (fluoroalkyl)fluorophosphate (Ve)[PF x (C y F 2y+1-z H z ) 6-x ] ⁇ z is preferably 0.
  • Imides (Vf), (Vg) and (Vh) which are particularly preferred are [F 3 C—SO 2 —N—SO 2 —CF 3 ] ⁇ , [F 3 C—SO 2 —N—CO—CF 3 ] ⁇ , F 3 C—CO—N—CO—CF 3 ] ⁇ and those wherein the moieties R o to R u , independently from each other, stand for, hydrogen, methyl, ethyl, propyl, butyl, trochloromethyl, dichloromethyl, chloromethyl, trifluoremethyl, difluororomethyl or fluoromethyl.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Inorganic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Nutrition Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Food Science & Technology (AREA)
  • Polymers & Plastics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Cigarettes, Filters, And Manufacturing Of Filters (AREA)
  • Filtering Materials (AREA)
US13/144,281 2009-01-12 2010-01-08 Tobacco product filters Abandoned US20120037174A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US13/144,281 US20120037174A1 (en) 2009-01-12 2010-01-08 Tobacco product filters

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US14395009P 2009-01-12 2009-01-12
PCT/EP2010/000063 WO2010079141A1 (de) 2009-01-12 2010-01-08 Tabakwarenfilter
US13/144,281 US20120037174A1 (en) 2009-01-12 2010-01-08 Tobacco product filters

Publications (1)

Publication Number Publication Date
US20120037174A1 true US20120037174A1 (en) 2012-02-16

Family

ID=42200940

Family Applications (1)

Application Number Title Priority Date Filing Date
US13/144,281 Abandoned US20120037174A1 (en) 2009-01-12 2010-01-08 Tobacco product filters

Country Status (8)

Country Link
US (1) US20120037174A1 (ja)
EP (1) EP2381804A1 (ja)
JP (1) JP2012514974A (ja)
KR (1) KR20110105386A (ja)
CN (1) CN102333462A (ja)
BR (1) BRPI1006118A2 (ja)
RU (1) RU2011133754A (ja)
WO (1) WO2010079141A1 (ja)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111317172A (zh) * 2018-12-14 2020-06-23 湖南中烟工业有限责任公司 一种具有降低卷烟主流烟气中氨释放量的卷烟滤棒添加剂及其制备方法和应用

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103182285A (zh) * 2011-12-30 2013-07-03 北京有色金属研究总院 一种抑制电积过程中酸雾扩散的产品及方法
CN102838795B (zh) * 2012-07-26 2014-05-21 湖北中烟工业有限责任公司 一种卷烟滤嘴用添加剂树脂载体及其制备方法
US10433580B2 (en) * 2016-03-03 2019-10-08 Altria Client Services Llc Methods to add menthol, botanic materials, and/or non-botanic materials to a cartridge, and/or an electronic vaping device including the cartridge

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20030159703A1 (en) * 2002-02-22 2003-08-28 Zuyin Yang Flavored carbon useful as filtering material of smoking article
US6969693B2 (en) * 1999-11-05 2005-11-29 Johnson Matthey Plc Immobilised ionic liquids
CN101297715A (zh) * 2008-06-26 2008-11-05 湖南中烟工业有限责任公司 一种降低卷烟烟气中酚类物质含量的添加物、制备方法及其应用
US20110217553A1 (en) * 2007-12-20 2011-09-08 Warner Isiah M Frozen Ionic Liquid Microparticles and Nanoparticles, and Methods for their Synthesis and Use

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2535285T3 (es) * 2000-10-05 2015-05-07 Schweitzer-Mauduit International, Inc. Reducción de nitrosaminas en el tabaco y en los productos de tabaco
US6824599B2 (en) 2001-10-03 2004-11-30 The University Of Alabama Dissolution and processing of cellulose using ionic liquids
DE10219227A1 (de) * 2002-04-30 2003-11-13 Bayer Ag Ionische Flüssigkeiten
JP4366267B2 (ja) * 2004-07-23 2009-11-18 ダイセル化学工業株式会社 ホルムアルデヒド類の選択除去性に優れたタバコフィルタ
JP2006116459A (ja) * 2004-10-22 2006-05-11 Daikin Ind Ltd ガス吸収液、フィルタ、ガスセンサ、ガス濃度測定装置、空調機器及びガス除去方法
CN2740266Y (zh) * 2004-11-24 2005-11-16 中国石油集团工程设计有限责任公司西南分公司 高效聚酯纤维过滤分离元件
DE102005055815A1 (de) * 2005-11-21 2007-05-24 Basf Ag Verfahren zur Herstellung von ionischen Flüssigkeiten
CN1978433A (zh) * 2005-12-09 2007-06-13 中国科学院兰州化学物理研究所 咪唑基双功能化的室温离子液体及其制备方法
CN101260051A (zh) * 2008-04-24 2008-09-10 中国科学院过程工程研究所 一种可生物降解的胆碱类离子液体

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6969693B2 (en) * 1999-11-05 2005-11-29 Johnson Matthey Plc Immobilised ionic liquids
US20030159703A1 (en) * 2002-02-22 2003-08-28 Zuyin Yang Flavored carbon useful as filtering material of smoking article
US20110217553A1 (en) * 2007-12-20 2011-09-08 Warner Isiah M Frozen Ionic Liquid Microparticles and Nanoparticles, and Methods for their Synthesis and Use
CN101297715A (zh) * 2008-06-26 2008-11-05 湖南中烟工业有限责任公司 一种降低卷烟烟气中酚类物质含量的添加物、制备方法及其应用

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111317172A (zh) * 2018-12-14 2020-06-23 湖南中烟工业有限责任公司 一种具有降低卷烟主流烟气中氨释放量的卷烟滤棒添加剂及其制备方法和应用

Also Published As

Publication number Publication date
JP2012514974A (ja) 2012-07-05
BRPI1006118A2 (pt) 2016-02-16
KR20110105386A (ko) 2011-09-26
CN102333462A (zh) 2012-01-25
EP2381804A1 (de) 2011-11-02
RU2011133754A (ru) 2013-02-20
WO2010079141A1 (de) 2010-07-15

Similar Documents

Publication Publication Date Title
US20120037174A1 (en) Tobacco product filters
Absalan et al. Extraction and high performance liquid chromatographic determination of 3-indole butyric acid in pea plants by using imidazolium-based ionic liquids as extractant
JP2020090500A (ja) プロスタグランジンの精製方法
Li et al. Removal of methyl orange from aqueous solution by calcium alginate/multi-walled carbon nanotubes composite fibers
CN102481513A (zh) 用于气体吸着的离子液体和装置的使用方法
Burawoy et al. 296. The effect of solvents on the tautomeric equilibria of 4-arylazo-1-naphthols and the ortho-effect
CN113416179A (zh) 四环化合物的新结晶
Chen et al. Graphene oxide-reinforced hollow fiber solid-phase microextraction coupled with high-performance liquid chromatography for the determination of cephalosporins in milk samples
Escuder et al. Enantioselective binding of amino acids and amino alcohols by self-assembled chiral basket-shaped receptors
Liu et al. MPTTF-containing tripeptide-based organogels: receptor for 2, 4, 6-trinitrophenol and multiple stimuli-responsive properties
Liu et al. Enantioselective recognition of calix [4] arene derivatives bearing chiral bicyclic guanidinium for d/l-phenylalanine zwitterions at the air–water interface
US10343144B2 (en) Molecular gelators for containing oil spillage
Basak et al. Selective binding of hydrogen chloride and its trapping through supramolecular gelation
Nimse et al. Water-soluble aminocalix [4] arene receptors with hydrophobic and hydrophilic mouths
CN102002888B (zh) 一种降低卷烟烟气中苯并[a]芘含量的纤维素纸、制备方法及其应用
KR100641726B1 (ko) 궐련용 필터
CN104133033B (zh) 水中悬浮颗粒物上痕量吡哌酸萃取富集和定量的方法
Chen et al. Enantioseparation properties of the biselector chiral stationary phase derived from amylose tris (phenylcarbamate) and amylose tris (benzoate)
CN105498734A (zh) 一种多巴胺改性滤纸微萃取薄膜的合成方法及其应用
CN106928378A (zh) 一种十二酰基‑β‑环糊精的制备方法和用于色氨酸手性拆分的聚砜膜的制备方法
CN103575778A (zh) 一种检测叔丁基氢醌的核-壳分子印迹电化学传感器的制备方法及其应用
Koubaissy et al. Industrial water treatment, by adsorption, using organized mesoporous materials
Mokhtari et al. Preparation and characterization of bonded-phases of calixarene-sulfonyl-carboxamides in partial-cone conformation for determination of salbutamol in livestock by nano-mediated bonded-phases: Nano-baskets of calixarene in partial-cone conformation
Patil et al. Coupling Reactions Involving Reactions of Aryldiazonium Salt: Part-IV. Chemoselective Synthesis and Antibacterial Activity of 3-(Substituted-phenylazo)-pentane-2, 4-diones
CN104163773B (zh) 一种四环素的精制方法

Legal Events

Date Code Title Description
AS Assignment

Owner name: VTU HOLDING GMBH, AUSTRIA

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:STEINLECHNER, SEPP;KALB, ROLAND;REEL/FRAME:027151/0680

Effective date: 20111018

STCB Information on status: application discontinuation

Free format text: ABANDONED -- FAILURE TO RESPOND TO AN OFFICE ACTION