EP1825766A1 - Tabakmaterial mit reduzierter stimulation/scharfem geschmack beim rauchen, rauchgeschmackverleihendes mittel, regeneriertes tabakmaterial, verfahren zur herstellung von tabakmaterial und verfahren zur herstellung eines rauchgeschmackverleihenden mittels - Google Patents

Tabakmaterial mit reduzierter stimulation/scharfem geschmack beim rauchen, rauchgeschmackverleihendes mittel, regeneriertes tabakmaterial, verfahren zur herstellung von tabakmaterial und verfahren zur herstellung eines rauchgeschmackverleihenden mittels Download PDF

Info

Publication number
EP1825766A1
EP1825766A1 EP05795089A EP05795089A EP1825766A1 EP 1825766 A1 EP1825766 A1 EP 1825766A1 EP 05795089 A EP05795089 A EP 05795089A EP 05795089 A EP05795089 A EP 05795089A EP 1825766 A1 EP1825766 A1 EP 1825766A1
Authority
EP
European Patent Office
Prior art keywords
tobacco
tobacco material
pungency
smoking
stimulus
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.)
Withdrawn
Application number
EP05795089A
Other languages
English (en)
French (fr)
Inventor
Masataka C/O Japan Tobacco Inc. Mori
Kenji c/o Japan Tobacco Inc. ITO
Yoshiyuki c/o Japan Tobacco Inc. YAMADA
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.)
Japan Tobacco Inc
Original Assignee
Japan Tobacco Inc
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 Japan Tobacco Inc filed Critical Japan Tobacco Inc
Publication of EP1825766A1 publication Critical patent/EP1825766A1/de
Withdrawn legal-status Critical Current

Links

Images

Classifications

    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18Treatment of tobacco products or tobacco substitutes
    • A24B15/24Treatment of tobacco products or tobacco substitutes by extraction; Tobacco extracts
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B3/00Preparing tobacco in the factory
    • A24B3/12Steaming, curing, or flavouring tobacco
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/10Chemical features of tobacco products or tobacco substitutes
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/10Chemical features of tobacco products or tobacco substitutes
    • A24B15/12Chemical features of tobacco products or tobacco substitutes of reconstituted tobacco
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18Treatment of tobacco products or tobacco substitutes
    • A24B15/28Treatment of tobacco products or tobacco substitutes by chemical substances
    • A24B15/30Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
    • A24B15/302Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances by natural substances obtained from animals or plants
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B3/00Preparing tobacco in the factory
    • A24B3/14Forming reconstituted tobacco products, e.g. wrapper materials, sheets, imitation leaves, rods, cakes; Forms of such products

Definitions

  • the present invention relates to the field of improving the flavor and taste of tobacco, and more particularly, relates to a tobacco material, a flavoring agent, and a regenerated tobacco, which are reduced in stimulus and pungency in the smoking stage, and also relates to a method of preparing the tobacco material and a method of preparing the tobacco flavoring agent.
  • Natural tobacco material exhibits undesired tastes such as stimulus and pungency.
  • Burley tobacco is strong in the undesired tastes such as stimulus and pungency and, thus, various improvements have been applied to the tobacco by means of, for example, addition of a perfume or by a heat treatment.
  • the causes of the undesired tastes have not yet been clarified.
  • the perfume technology and the treating method employed in the past for improving the tobacco taste are based on experiences and are unsatisfactory in terms of the efficiency and the cost ( Tobacco Reporter, July 2003, pp. 64-70 ).
  • the component causing the stimulus and the pungency in natural tobacco material can be chemically clarified, it is considered possible to efficiently improve the flavor and taste of natural tobacco material by applying an appropriate treatment for decreasing the components in question.
  • an object of the present invention is to provide, by chemically clarifying the component causing the stimulus and pungency in natural tobacco material, particularly Burley tobacco, measures to decrease the component causing the stimulus and pungency in view of the physical and chemical properties of the component, thereby improving the flavor and taste of the natural tobacco material.
  • the present inventors have fractionated an aqueous extract liquid of Burley tobacco by various chromatographic technologies, and made cigarettes by using each fraction. Then, the component causing the stimulus and pungency was purified, based on the expression of the stimulus and pungency by an organoleptic evaluation. As a result, it has been clarified that the component causing the stimulus and pungency (hereinafter referred to as "present causal component”) is a colored acidic water-soluble polymer substance that is contained in the aqueous extract liquid. In the process of the fractionation purification, the physical and chemical properties leading to the development of a method for decreasing the present causal component have been clarified.
  • the present causal component since the present causal component is non-volatile, it is thus considered that the present causal component does not directly produce the stimulus and pungency, and is a precursor component which produces the components generating the stimulus and pungency in the smoking stage.
  • the present invention is based on these findings.
  • a tobacco material characterized in that the stimulus and pungency in the smoking stage have been reduced by decreasing the content of a colored acidic water-soluble polymer substance.
  • a tobacco flavoring agent characterized by containing a tobacco extract liquid reduced in the component causing the stimulus and pungency by decreasing the content of a colored acidic water-soluble polymer substance.
  • a regenerated tobacco material characterized in that it comprises a regenerated tobacco web comprising fibers, which are an extraction residue of natural tobacco material, added with a flavoring agent comprising an aqueous extract liquid from natural tobacco material, and the flavoring agent is a flavoring agent according to the present invention.
  • a method of preparing a tobacco material characterized by decreasing a colored acidic water-soluble polymer substance.
  • a method of preparing a flavoring agent characterized by decreasing a colored acidic water-soluble polymer substance from an aqueous extract liquid of natural tobacco material.
  • Burley tobacco material was extracted with an aqueous solvent to obtain an extract liquid.
  • the extraction residue consists essentially of fibers.
  • the extraction residue was formed into a slurry by an ordinary method, and the slurry was made into a regenerated web sheet, which was shredded to obtain regenerated tobacco shreds.
  • the extract liquid noted above was treated with an ultrafiltration membrane having a molecular weight cutoff of 10,000 daltons to obtain a fraction having a molecular weight lower than 10,000 daltons and another fraction having a molecular weight not lower than 10,000 daltons.
  • the fraction having a molecular weight lower than 10,000 daltons was concentrated and, then, added to the regenerated tobacco shreds noted above, followed by preparing cigarettes by using the resultant tobacco shreds.
  • the cigarettes were subjected to an organoleptic examination, and there was obtained an evaluation that the smoking taste was markedly improved in that the stimulus and pungency were scarcely felt, compared with the cigarettes prepared by using the regenerated tobacco shreds to which was added the extract liquid itself as it was. From this result, it was estimated that the present causal component would be contained in the water-soluble polymer fraction having a molecular weight not lower than 10,000 daltons.
  • each fraction was subjected to an ultrafiltration treatment with a molecular weight cutoff of 10,000 daltons in each of the following purification stages so as to carry out the evaluation in respect of the components having a molecular weight not lower than 10,000 daltons.
  • evaluation cigarettes described below were prepared by using each fraction, and an organoleptic test was conducted on the evaluation cigarettes so as to permit the fractionation to proceed, with the expression of the stimulus and pungency used as an index.
  • the evaluation cigarettes added with each fraction were evaluated by the organoleptic evaluation performed by 10 expert panels as to whether the stimulus and pungency were expressed, compared with control cigarettes added with purified water alone.
  • Cigarettes the same as commercially available cigarettes very low in nicotine and tar contents (1 mg of tar, and 0.1 mg of nicotine) except that no perfume was added were used as the evaluation cigarettes. These cigarettes exhibited a tendency that the tasting effect was small relative to the amount of the perfume added thereto. However, these cigarettes were substantially free from the effect of the cigarettes themselves on the taste and, thus, a satisfactory result was obtained in terms of the judgment of the tasting effect of each fraction.
  • each fraction was added by dissolving the fraction derived from 20g of Burley tobacco material in 1 mL of purified water and by injecting 10 ⁇ L of the solution (corresponding to the fraction derived from 0.2g of the tobacco material) into the evaluation cigarette by using a syringe.
  • the amount of the tobacco shreds per cigarette was about 0.6g and each fraction was added in an amount corresponding to about 1/3 of the amount of the tobacco shreds.
  • Midribs petiole, thick vein portions of the leaf
  • Burley tobacco are thin in taste and prominent in the stimulus and pungency and, thus, used as the object of the study.
  • Midribs of Burley tobacco material were pulverized and the extraction was conducted by stirring at room temperature for 30 minutes in a 0.1M sodium acetate aqueous solution, which was 10 times as much in volume as the midribs.
  • the extract liquid was filtered and, then, subjected to centrifugal separation to remove the fine powdery material. This extract liquid was put into a column of a reverse phase adsorbing material, and the column was washed with water.
  • the eluate was subjected to an ultrafiltration (a molecular weight cutoff of 10,000 daltons) to remove the low molecular weight components, washed with water and lyophilized. Further, the lyophilized material was subjected to fractional precipitation with methanol/water (9/1) and, then, subjected to centrifugal separation to remove the polysaccharides and proteins that were precipitated. The supernatant was concentrated under a reduced pressure and lyophilized, giving a final purified product. The final purified product of the present causal component was obtained from the raw material at a yield of about 0.2%. It was confirmed by all of the 10 expert panels that the stimulus and pungency peculiar to Burley tobacco were expressed from the evaluation cigarette having no perfume added thereto, but added with the final purified product at a concentration of about 400 ppm.
  • FIG. 1 shows a gel filtration high performance liquid chromatogram of the present causal component (see Example 1 below).
  • the present causal component has a molecular weight of 10,000 to 60,000 daltons and its peak molecular weight was 16,000 daltons.
  • the present causal component is an acidic substance, and an aqueous solution thereof exhibits a color of brown to dark brown depending on the concentration thereof (see the ultraviolet-visible absorption spectrum shown in FIG. 2).
  • pectin, proteins, etc. i.e., the other water-soluble polymers contained in tobacco
  • the present causal component is soluble in a water-containing alcohol.
  • FIG. 3 shows the infrared absorption spectrum of the present causal component. As shown in FIG. 3, the present causal component exhibits absorption peaks at 3423, 2935, 1618, 1411, 1261, 1070, and 534 cm -1 .
  • the feature of the ultraviolet visible absorption spectrum of the present causal component resembles that of a brown polymer, which is called melanoidin, contained in general foods.
  • melanoidin contained in foods Various researches have been conducted on melanoidin contained in foods.
  • the Maillard (non-enzymatic browning) reaction of sugars and amino acids, and the oxidative polymerization reaction (enzymatic browning reaction) of polyphenols caused by the enzyme are said to be involved in the formation of melanoidin.
  • melanoidin has different chemical composition and properties and, thus, the general chemical structure of melanoidin has not yet been confirmed (see Science of Food as Viewed from Color, compiled by Kazuhiko Takamiya, pp. 183-191 (2004 ), and Science of Starch, vol. 38, No. 1, pp. 73-79 (1991) .
  • a colored component contained in Burley tobacco material is called a brown pigment and resembles the present causal component in the chemical properties.
  • Chemical studies have been conducted on the brown pigment. It is considered in Arch. Biochem. Biophys., 86, 94-101 (1960) and Arch. Biochem. Biophys., 93, 580-590 (1961) that the brown pigment is a polymer component formed of an oxidatively polymerized material (enzymatic browning reaction) of polyphenols (chlorogenic acid and rutin) conjugated with proteins, iron ions, etc. It has been clarified by the subsequent studies that the brown pigment contained in tobacco can be classified into several kinds differing from each other in the chemical composition (see J. Agric. Food Chem., 26 (1978), 380-385 ).
  • the colored acidic polymer component (present causal component) contained in natural tobacco material, particularly, in Burley tobacco material, expresses the stimulus and pungency inherent in Burley tobacco. It has also been clarified that the chemical properties of the present causal component resembles those of melanoidin and the component called brown pigment component of tobacco.
  • the stimulus and pungency can be decreased to effectively improve the flavor and taste of tobacco by reducing the present causal component from the natural tobacco material, particularly, Burley tobacco material.
  • the present invention can provide a tobacco material characterized in that the stimulus and pungency in the smoking stage are decreased by decreasing the content of the colored acidic water-soluble polymer substance.
  • An extract liquid obtained by reducing the present causal component from an extract obtained by extraction of natural tobacco material with an aqueous extracting solvent can be used as it is, or after concentrated or lyophilized, as a tobacco flavoring agent in which the stimulus and pungency are reduced. Further, a regenerated tobacco material can be obtained by adding the tobacco flavoring agent to a regenerated web sheet prepared by an ordinary method by using the fibrous material which is the extraction residue.
  • aqueous solvent can be used as the extracting solvent.
  • the aqueous solvent such as water may be alkaline or acidic.
  • a mixture of water and an organic solvent miscible with water can be used as the aqueous extracting solvent.
  • examples of such an organic solvent include alcohols such as ethanol. It is possible to dissolve an inorganic salt such as sodium chloride in these extracting solvents.
  • the extracting treatment can be performed usually at room temperature (about 25°C) to 100°C for about 5 minutes to 6 hours.
  • the extraction mixture is subjected to a separating operation by, for example, filtration under compression to separate the mixture into the extract liquid and the extraction residue (fibers).
  • a tobacco flavoring agent of the present invention can be obtained by decreasing the content of the present causal component from the extract liquid.
  • the tobacco flavoring agent can be used as it is or after concentrated or lyophilized.
  • a slurry is prepared by using the extraction residue, and is made into a regenerated tobacco web.
  • the regenerated tobacco web may be entirely or partially formed of the extraction residue.
  • the extraction residue used may be the one obtained as a result of the extraction treatment directly intended to prepare the tobacco flavoring agent of the present invention, or may be the one obtained by the extraction of natural tobacco material intended for the other purposes.
  • the decreasing methods directly utilize the physical and chemical properties of the present causal component. That is, the flavor and taste can be improved by effectively decreasing the present causal component utilizing the physical and chemical properties that the causal component is a polymer substance having a molecular weight of 10,000 to 60,000 daltons, that its polarity is low compared with that of tobacco components such as pectin, and that the present causal component is an acidic water-soluble polymer substance.
  • the methods of decreasing the present causal component will now be described in detail. Incidentally, the methods for obtaining the extract liquid from the natural tobacco material are as described above.
  • the extract liquid obtained from the natural tobacco material is subjected to ultrafiltration treatment using a semi-permeable membrane or a hollow fiber to remove the polymer components having a molecular weight not lower than 1,000 daltons, preferably not lower than 10,000 daltons.
  • the removing operation can also be performed by a dialysis method or a gel filtration method.
  • the fraction having a molecular weight lower than 1,000 daltons, preferably lower than 10,000 daltons, can be used as the tobacco flavoring agent.
  • the extract liquid obtained from the natura 1 tobacco raw material is subjected to an adsorbing treatment by using an anion exchange resin such as DEAE cellulose (DEAE Cellulofine (trade name)) and, then, the resin is removed by, for example, filtration.
  • the present causal component is decreased in the resultant filtrate.
  • This filtrate can be utilized as the tobacco flavoring agent.
  • an ion exchange membrane can also be used.
  • the extract liquid obtained from the natural tobacco raw material is subjected to an adsorbing treatment using an activated carbon, an adsorptive resin (such as a polystyrene/divinylbenzene copolymer, or a reverse phase adsorbent (representative example: octadecyl silica gel (ODS), etc.), followed by separating the adsorbent to obtain a processed liquid.
  • the adsorbent is washed with water, a water/alcohol mixed system, or the like, and the washings are added to the processed liquid.
  • This processed liquid can be utilized as the tobacco flavoring agent.
  • the present causal component is a polymer substance exhibiting acidic properties, it can be separated by lowering the pH value (hydrogen ion concentration) of the solution to make it insoluble (see the procedures described in J. Agric. Food Chem., 26 (1978), 380-385 referred to previously).
  • an inorganic acid such as sulfuric acid or a phosphoric acid
  • an organic acid such as oxalic acid
  • an alkaline material such as calcium hydroxide
  • a treatment with calcium hydroxide forms water insoluble calcium oxalate is formed, which can be removed by, for example, centrifugal separation.
  • the thus processed liquid can be used as the tobacco flavoring agent.
  • the present causal component is soluble in a water/methanol mixed solvent (volume ratio of 1/9), but insoluble in a solvent having a lower polarity.
  • a solvent having a lower polarity By utilizing the particular properties, the present causal component can be separated from the other components.
  • solvents having a lower polarity alcohols, specifically aliphatic alcohols such as methanol (100%), ethanol and isopropanol or aromatic alcohols such as benzyl alcohol, or other solvents soluble in water such as acetone, methyl ethyl ketone and acetonitrile can be used singly or as a mixed solvent..
  • a solvent not miscible with water such as hexane can also be used because it can be dissolved in a solvent containing an alcohol or the like.
  • the kind of the solvent can be changed stepwise so as to carry out fractional precipitation, and the fractions can be taken up or discarded, based on the analytical value of the present causal component.
  • the decreasing methods given above can be used singly or in combination. Also, the decreasing amount of the causal component can be controlled by selecting the conditions, and the separated components can be added in an appropriate amount to the regenerated tobacco web.
  • the colored acidic water-soluble polymer substance it is desirable for the colored acidic water-soluble polymer substance to be decreased in an amount not smaller than 10% (to 100%), more desirably not smaller than 50%, and most desirably not smaller than 80%, of the initial amount (the amount present in the natural tobacco material, or the amount in the extract liquid as extracted with an aqueous extracting solvent), in view of decrease of stimulus and pungency.
  • Example 1 Analytical method for the present causal component
  • a simple analytical method for the present causal component was established by using a high performance liquid chromatography.
  • 1.0g of Burley tobacco material in the case of the extract liquid, pulverized was the extracted liquid, lyophilized one in an amount corresponding to 1.0g of the tobacco material) was pulverized, to which 10 mL of 0.1M aqueous solution of sodium acetate was added. The mixture was stirred at room temperature for 30 minutes, filtered and subjected to centrifugal separation.
  • the supernatant was passed into a reverse phase solid phase extraction cartridge (Oasis HLB (6 cc, 500 mg, Waters Inc.), washed with water and eluted with 10 mL of acetonitrile/water (6/4).
  • the eluate was concentrated under a reduced pressure to remove the acetonitrile, passed into a mini column of a polyvinyl pyrrolidone resin (Polycler VT (Wako Junyaku K.K.)) and then into an anion exchange solid phase extraction cartridge (BondElute DEA (500 mg, Varian Inc.)), and was eluted with 4 mL of 0.4N sodium hydroxide after washing with water.
  • the eluate was subjected as it was to centrifugal ultrafiltration and to the exchange of a buffer solution (0.1M phosphate buffer (pH 6.8)), containing 0.1M of table salt) by using an ultrafiltration device (Amicon Ultra-4 (molecular weight cutoff of 10,000 daltons, Millipore Inc.). Finally, the amount of the sample was increased to 5 mL by adding the same buffer solution to the sample, and the sample was subjected to a high performance liquid chromatography analysis.
  • a buffer solution 0.1M phosphate buffer (pH 6.8)
  • table salt 0.1M of table salt
  • High performance liquid chromatograph apparatus used Type 1100, Agilent Inc.
  • Solvent 0.1M phosphate buffer solution (pH 6.8) containing 0.1M of table salt.
  • Detector A diode array, measuring wavelength of 410 nm.
  • FIG. 1 shows a typical chromatogram.
  • the integrated value of the peak at the wavelength of 410 nm in the chromatogram is used as an index for decreasing the present causal component.
  • the ultraviolet-visible absorption spectrum of the present causal component was as shown in FIG. 2, and the infrared absorption spectrum was as shown in FIG. 3.
  • the result of the elemental analysis was as described previously.
  • the fibers were formed into a slurry, which was made into a regenerated tobacco web sheet.
  • the weight of the regenerated tobacco web sheet after a conditioning treatment was 20.6g.
  • the regenerated web sheet was cut to obtain shredded tobacco.
  • the filtrate (about 0.5L) was concentrated to 50 mL or less under a reduced pressure, and sprayed onto the shredded tobacco, which was then dried.
  • the dried material was subjected to a conditioning treatment (stored under the constant temperature and the constant humidity until the moisture equilibrium was reached) to obtain regenerated tobacco shreds. Further, cigarettes (shred amount of about 0.6g per cigarette) were manually prepared.
  • the filtrate (0.5L, corresponding to 75g of the raw material) obtained in the Reference Example was subjected to centrifugal separation (3,000 rpm, 10 minutes) so as to remove the insoluble portion and, then, subjected to an ultrafiltration treatment by using an ultrafiltration disk using a semipermeable membrane made of a regenerated cellulose having a fractionating molecular weight cutoff of 10,000 daltons (Ultracell PLGC ultrafiltration disk, Millipore Inc., nominal molecular weight cutoff of 10,000 daltons).
  • the yields of the permeate and the concentrated liquid, after lyophilization were 12.8g and 2.1g, respectively.
  • the lyophilized material of the permeate was dissolved in 50 mL of water, and the total amount of the resultant solution was sprayed onto the shreds obtained in the Reference Example to obtain regenerated tobacco shreds.
  • Cigarettes were made as in the Reference Example by using the regenerated tobacco shreds.
  • the filtrate (0.5L, corresponding to 75g of the raw material) obtained in the Reference Example was subjected to centrifugal separation (3,000 rpm, 10 minutes) so as to remove the insoluble portion, and added with 50 mL (volume of wet resin) of an anion exchange resin (DEAE Cellulofine available from Seikagaku Kogyo K.K.) to carry out adsorption by stirring, followed by filtration.
  • the processed liquid was concentrated under a reduced pressure, and the total amount of the concentrate was sprayed onto the shredded tobacco obtained in the Reference Example to obtain regenerated tobacco shreds.
  • Cigarettes were made as in the Reference Example by using the regenerated tobacco shreds.
  • the filtrate (0.5L, corresponding to 75g of the raw material) obtained in the Reference Example was subjected to centrifugal separation (3,000 rpm, 10 minutes) so as to remove the insoluble portion, and was passed into a column of a reverse phase adsorbing resin (Oasis HLB; resin amount of 6g x 2, Waters Inc.) to adsorb the colored component.
  • the processed liquid was concentrated under a reduced pressure, and the total amount of the concentrate was sprayed onto the shredded material obtained in the Reference Example to obtain regenerated tobacco shreds.
  • Cigarettes were made as in the Reference Example by using the regenerated tobacco shreds.
  • Example 1 There was obtained the analytical value (the area of the peak at the wavelength of 410 nm in the liquid chromatogram as referred to in Example 1; relative value). Also, the evaluation of decrease of the stimulus and pungency was expressed by the number of expert panels who evaluated that the stimulus and pungency were clearly decreased relative to the cigarette of the Reference Example, out of 10 expert panels. Table 1 shows the result. Table 1 Analytical value of the present causal component in the extract liquid Evaluation of decrease of stimulus and pungency Comments on evaluation of tobacco taste Reference Example (no treatment; control) 454.8 Stimulus and pungency were strong and remained in the mouth afterward. Pungency like Burley tobacco, offensiveness and peculiarity were strong.
  • Example 2 (ultrafiltration treatment) 27.5 10/10 Substantially free from stimulus and pungency, and the feel in the mouth afterward was decreased. Offensiveness and the peculiarity were decreased so as to facilitate smoking.
  • Example 3 Example 3 (ion exchange treatment) 81.0 6/10 Stimulus and pungency were decreased. The feel in the mouth somewhat remained afterward. The pungency was decreased, but the acidic odor was somewhat intensified.
  • Example 4 reverse phase resin treatment 23.0 10/10 Substantially free from stimulus and pungency, and the feel in the mouth afterward was decreased. Somewhat malodorous.
  • the present invention has been described with reference to various embodiments and Examples, but the present invention is not limited to these embodiments and Examples.
  • the causal component of the stimulus and pungency which was found by the present inventor for the first time, is contained in Burley tobacco, and may be contained in the other species of tobacco (e.g., flue-cured tobacco, Orient tobacco and domestic tobacco). Needless to say, the present invention can be applied widely to the tobacco of these species and to the natural tobacco materials including these species of tobacco in general.
  • the stimulus and pungency of the tobacco material can be decreased by decreasing the colored acidic water-soluble polymer substance contained in the water-soluble portion of the tobacco materials according to the present invention, without adding various perfumes and without employing the process step employed in the past for improving the taste of the tobacco material.
EP05795089A 2004-10-27 2005-10-24 Tabakmaterial mit reduzierter stimulation/scharfem geschmack beim rauchen, rauchgeschmackverleihendes mittel, regeneriertes tabakmaterial, verfahren zur herstellung von tabakmaterial und verfahren zur herstellung eines rauchgeschmackverleihenden mittels Withdrawn EP1825766A1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2004312863 2004-10-27
PCT/JP2005/019510 WO2006046517A1 (ja) 2004-10-27 2005-10-24 喫煙時の刺激・辛みを低減させたタバコ材、香喫味剤、再生タバコ材、タバコ材の製造方法、および香喫味剤の製造方法

Publications (1)

Publication Number Publication Date
EP1825766A1 true EP1825766A1 (de) 2007-08-29

Family

ID=36227757

Family Applications (1)

Application Number Title Priority Date Filing Date
EP05795089A Withdrawn EP1825766A1 (de) 2004-10-27 2005-10-24 Tabakmaterial mit reduzierter stimulation/scharfem geschmack beim rauchen, rauchgeschmackverleihendes mittel, regeneriertes tabakmaterial, verfahren zur herstellung von tabakmaterial und verfahren zur herstellung eines rauchgeschmackverleihenden mittels

Country Status (10)

Country Link
US (1) US20070193596A1 (de)
EP (1) EP1825766A1 (de)
JP (1) JPWO2006046517A1 (de)
KR (1) KR100883711B1 (de)
CN (1) CN101072517A (de)
CA (1) CA2585146C (de)
RU (1) RU2350234C2 (de)
TW (1) TW200624045A (de)
UA (1) UA88651C2 (de)
WO (1) WO2006046517A1 (de)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2412255A1 (de) * 2009-03-23 2012-02-01 Japan Tobacco, Inc. Verfahren zur herstellung eines verbrennungsfreien tabakblattes
EP3711494A4 (de) * 2017-11-16 2021-07-07 Japan Tobacco Inc. Verfahren zur herstellung eines dufttragenden tabakfüllstoffs, dufttragender tabakfüllstoff und erwärmbarer aromainhalator

Families Citing this family (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100520078B1 (ko) 2003-08-04 2005-10-12 삼성전자주식회사 로봇시스템 및 비콘
WO2011013478A1 (ja) * 2009-07-27 2011-02-03 日本たばこ産業株式会社 シートたばこの製造方法及びこれを含むシガレットの製造方法並びにシガレット
GB201003887D0 (en) * 2010-03-09 2010-05-12 British American Tobacco Co Methods for extracting and isolating constituents of cellulosic material
US9107453B2 (en) 2011-01-28 2015-08-18 R.J. Reynolds Tobacco Company Tobacco-derived casing composition
US9458476B2 (en) 2011-04-18 2016-10-04 R.J. Reynolds Tobacco Company Method for producing glycerin from tobacco
CN102423110A (zh) * 2011-07-24 2012-04-25 红云红河烟草(集团)有限责任公司 一种改善高烟碱卷烟抽吸品质的方法
GB201213870D0 (en) * 2012-08-03 2012-09-19 British American Tobacco Co Tobacco extract, preparation thereof
US9289011B2 (en) 2013-03-07 2016-03-22 R.J. Reynolds Tobacco Company Method for producing lutein from tobacco
US9661876B2 (en) 2013-03-14 2017-05-30 R.J. Reynolds Tobacco Company Sugar-enriched extract derived from tobacco
US9301544B2 (en) 2013-03-14 2016-04-05 R.J. Reynolds Tobacco Company Protein-enriched tobacco-derived composition
US9629391B2 (en) 2013-08-08 2017-04-25 R.J. Reynolds Tobacco Company Tobacco-derived pyrolysis oil
UA108692C2 (uk) * 2013-10-14 2015-05-25 Спосіб приготування курильної композиції без тютюну для кальяну
US9265284B2 (en) 2014-01-17 2016-02-23 R.J. Reynolds Tobacco Company Process for producing flavorants and related materials
CA2940690C (en) * 2014-02-26 2019-01-22 Japan Tobacco Inc. Extraction method of flavor constituent and manufacturing method of composition element of favorite item
PL3111784T3 (pl) 2014-02-26 2019-04-30 Japan Tobacco Inc Sposób ekstrakcji składnika smakowo-zapachowego i sposób wytwarzania elementu kompozycji ulubionego artykułu
KR101851090B1 (ko) * 2014-02-26 2018-04-20 니뽄 다바코 산교 가부시키가이샤 담배 원료의 제조 방법
US11219244B2 (en) 2014-12-22 2022-01-11 R.J. Reynolds Tobacco Company Tobacco-derived carbon material
US9950858B2 (en) 2015-01-16 2018-04-24 R.J. Reynolds Tobacco Company Tobacco-derived cellulose material and products formed thereof
US10881133B2 (en) 2015-04-16 2021-01-05 R.J. Reynolds Tobacco Company Tobacco-derived cellulosic sugar
US11612183B2 (en) 2015-12-10 2023-03-28 R.J. Reynolds Tobacco Company Protein-enriched tobacco composition
US10499684B2 (en) 2016-01-28 2019-12-10 R.J. Reynolds Tobacco Company Tobacco-derived flavorants
EP3437493A4 (de) 2016-04-22 2019-12-11 Japan Tobacco, Inc. Verfahren zur herstellung von geschmacksquellen
US11091446B2 (en) 2017-03-24 2021-08-17 R.J. Reynolds Tobacco Company Methods of selectively forming substituted pyrazines
WO2023157247A1 (ja) * 2022-02-18 2023-08-24 日本たばこ産業株式会社 たばこ香味液の製造方法、たばこ香味液、再生たばこ材料、および香味吸引器

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6023830B2 (ja) * 1981-05-11 1985-06-10 日本たばこ産業株式会社 たばこの香喫味品質改良法
US5435325A (en) * 1988-04-21 1995-07-25 R. J. Reynolds Tobacco Company Process for providing tobacco extracts using a solvent in a supercritical state
US4941484A (en) * 1989-05-30 1990-07-17 R. J. Reynolds Tobacco Company Tobacco processing
US5025812A (en) * 1989-08-10 1991-06-25 R. J. Reynolds Tobacco Company Tobacco processing
JP2957019B2 (ja) * 1991-03-13 1999-10-04 長谷川香料株式会社 たばこ香喫味改善剤
WO1996003054A1 (en) * 1994-07-26 1996-02-08 Nurture, Inc. Removal of undesirables in liquid or gas
US5908034A (en) * 1997-12-08 1999-06-01 Brown & Williamson Tobacco Corporation Method for making a band cast reconstituted tobacco sheet using steam exploded tobacco
AU761885B2 (en) * 1998-07-08 2003-06-12 British American Tobacco (Investments) Limited Use of a phenol oxidising enzyme in the treatment of tobacco
US6298859B1 (en) * 1998-07-08 2001-10-09 Novozymes A/S Use of a phenol oxidizing enzyme in the treatment of tobacco

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO2006046517A1 *

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2412255A1 (de) * 2009-03-23 2012-02-01 Japan Tobacco, Inc. Verfahren zur herstellung eines verbrennungsfreien tabakblattes
EP2412255A4 (de) * 2009-03-23 2014-01-22 Japan Tobacco Inc Verfahren zur herstellung eines verbrennungsfreien tabakblattes
EP3711494A4 (de) * 2017-11-16 2021-07-07 Japan Tobacco Inc. Verfahren zur herstellung eines dufttragenden tabakfüllstoffs, dufttragender tabakfüllstoff und erwärmbarer aromainhalator

Also Published As

Publication number Publication date
WO2006046517A1 (ja) 2006-05-04
RU2350234C2 (ru) 2009-03-27
CN101072517A (zh) 2007-11-14
JPWO2006046517A1 (ja) 2008-05-22
KR100883711B1 (ko) 2009-02-13
CA2585146C (en) 2010-04-13
US20070193596A1 (en) 2007-08-23
TW200624045A (en) 2006-07-16
CA2585146A1 (en) 2006-05-04
RU2007115922A (ru) 2008-11-10
UA88651C2 (ru) 2009-11-10
KR20070064367A (ko) 2007-06-20

Similar Documents

Publication Publication Date Title
EP1825766A1 (de) Tabakmaterial mit reduzierter stimulation/scharfem geschmack beim rauchen, rauchgeschmackverleihendes mittel, regeneriertes tabakmaterial, verfahren zur herstellung von tabakmaterial und verfahren zur herstellung eines rauchgeschmackverleihenden mittels
JP6994069B2 (ja) タンパク質濃縮タバコ由来組成物
EP1623634B1 (de) Verfahren zur herstellung von regeneriertem tabakmaterial
US5301694A (en) Process for isolating plant extract fractions
RU2336789C1 (ru) Способ получения восстановленного табачного материала
CN1972884B (zh) 对亚硝胺类化合物有选择性的分子印迹聚合物及使用该聚合物的方法
CA2711641C (en) Removal of nitrogen containing compounds from tobacco
US9661876B2 (en) Sugar-enriched extract derived from tobacco
KR100217828B1 (ko) 담배 가향료용 저 니코틴 담배 추출물 및 담배 추출물을 포함하는 가향료 제조방법
WO2014080225A1 (en) Treatment of tobacco material
CN111165867B (zh) 一种利用烟叶多糖及其衍生多糖定香的烟丝
JPS6136837B2 (de)
JPS5971677A (ja) タバコ用フイルタ−材
JP2003231675A (ja) ニコチアナミン又はニコチアナミン含有物の製造法
JPS5811191B2 (ja) たばこ用香喫味改良剤
JPS61225193A (ja) 13−ハイドロキシソラナスコン−β−グルコシドならびに該化合物からなるたばこ用香喫味改良剤

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

17P Request for examination filed

Effective date: 20070426

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IS IT LI LT LU LV MC NL PL PT RO SE SI SK TR

DAX Request for extension of the european patent (deleted)
STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION HAS BEEN WITHDRAWN

18W Application withdrawn

Effective date: 20100125