JP2009261313A - Method for decreasing polyphenol in tobacco material using resin column - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a method for selectively reducing the amount of polyphenols from a tobacco material by a simple treatment process, namely, capable of treating a greater amount of tobacco extract through sustaining the adsorbing effect of a polyvinyl polypyrrolidone resin, and to provide a tobacco material decreased in polyphenols. <P>SOLUTION: The method for reducing the amount of polyphenols from a tobacco material includes (a) a step of extracting a tobacco material with an aqueous solvent to separate the tobacco material into a water-soluble tobacco extract and tobacco residues, (b) a step of removing the polyphenols from the water-soluble tobacco extract by conducting such a column method as to pass the water-soluble tobacco extract through a column packed with a polyvinyl polypyrrolidone resin, and (c) a step of adding the resultant water-soluble tobacco extract decreased in the polyphenols prepared by the step (b) to the tobacco residues of the step (a). <P>COPYRIGHT: (C)2010,JPO&INPIT

Description

  The present invention relates to a method for reducing polyphenols in tobacco materials and to tobacco materials with reduced polyphenols.

The polyphenols contained in the tobacco material are desirable components to be removed in order to thermally decompose to produce phenols in the mainstream smoke when a smoking article made using the tobacco material is burned. As a method for removing polyphenols in tobacco materials, Patent Document 1 discloses a method of treating tobacco extract with phenol oxidase. However, this enzyme treatment method has the disadvantage of requiring multi-step treatment steps. Patent Document 2 discloses a method for removing polyphenols by the adsorption action of activated carbon. However, this method also adsorbs components in tobacco extract other than polyphenols, and this tobacco material is used. It has the problem of impairing the savory taste and smoking feeling of the smoking article. Further, Patent Document 3 uses a polyvinyl polypyrrolidone resin as an adsorbent in a batch method, that is, adsorbent resin is added to a tobacco extract and equilibrated, and then the resin is removed to adsorb polyphenols in the tobacco extract. A method is disclosed.
Special table 2002-520005 gazette US Pat. No. 5,311,886 International Publication No. 2005/099493 Pamphlet

  However, in the method of Patent Document 3, it is necessary to separate the tobacco extract and the adsorbent from the slurry after adsorption using a method such as filtration or centrifugation. In addition, the present inventors have confirmed that the polyphenol adsorption effect of the polyvinylpolypyrrolidone resin in the batch method is deteriorated by a single use. That is, the adsorption capacity of the polyvinylpolypyrrolidone resin used is not sustained, which is economically disadvantageous.

  Accordingly, the present inventors are a method for selectively reducing the polyphenols of tobacco materials by a simple processing step, and to treat a larger amount of tobacco extract while maintaining the adsorption effect of the polyvinylpolypyrrolidone resin. It is an object of the present invention to provide a method for reducing polyphenols from a tobacco material characterized by being capable of being produced, and a tobacco material with reduced polyphenols.

In order to solve the above problems, according to one aspect of the present invention,
(A) extracting the tobacco material with an aqueous solvent and separating it into a water-soluble tobacco extract and a tobacco residue;
(B) removing polyphenols from the water-soluble tobacco extract by performing a column method in which the water-soluble tobacco extract is passed through a column filled with a polyvinylpolypyrrolidone resin;
(C) providing a method for reducing polyphenols from tobacco materials comprising the step of adding the water-soluble tobacco extract reduced in polyphenols obtained in step (b) to the tobacco residue in step (a). .

  According to another aspect of the present invention, there is provided a tobacco material with reduced polyphenols obtained by the first aspect.

  According to the present invention, a water-soluble tobacco extract obtained by extracting a tobacco material with an aqueous solvent is introduced into a column filled with a polyvinylpolypyrrolidone resin, and the column method is performed, thereby effectively and selectively water-soluble. Polyphenols in tobacco extracts can be removed. The method of the present invention can achieve the object of the present invention in a very simple manner that does not require a multi-step processing step and does not require a separation step of the adsorbent and the water-soluble tobacco extract. When used in the column method of the present invention, the adsorption effect of the polyvinylpolypyrrolidone resin lasts for a long time.

  Hereinafter, the present invention will be described in more detail.

  The method of reducing polyphenols from the tobacco material of the present invention comprises first extracting the tobacco material with an aqueous solvent and separating it into a water-soluble tobacco extract and tobacco residue as step (a).

  As the aqueous solvent in the step (a), water can be preferably used because chlorogenic acid, which is a main polyphenol to be removed, is water-soluble. Tobacco material can be used as the tobacco material, and it is preferably finely chopped in advance to increase extraction efficiency. The ratio of the tobacco material to the aqueous solvent is preferably 1: 3 to 1:20. If it is less than 1: 3, it is not preferable because water-soluble polyphenols cannot be sufficiently extracted from the tobacco material. If it exceeds 1:20, the volume of the water-soluble tobacco extract to be treated later is unnecessarily increased, which is economically undesirable. The extraction temperature is preferably 10 ° C to 100 ° C. When the temperature is 10 ° C. or lower, efficient extraction tends to be impossible. When the temperature is 100 ° C. or higher, evaporation of the components in the extract, alteration of the components in the extract, and cooking of the tobacco residue are not preferable.

  Next, in the step (b), a column method using a column filled with a polyvinylpolypyrrolidone resin is performed. That is, the water-soluble tobacco extract obtained from the step (a) is introduced into a column filled with polyvinylpolypyrrolidone, and the polyphenols are removed from the water-soluble tobacco extract by passing through this column. The present invention is characterized by using a polyvinyl polypyrrolidone resin as a column filler. Since the polyvinylpolypyrrolidone used in the method of the present invention is not used in a slurry state, an extra step of separating the treated water-soluble tobacco extract and the polyvinylpolypyrrolidone resin after adsorbing the polyphenols is performed. I don't need it. Further, as will be described later, it has been found that when the polyvinylpolypyrrolidone resin is used as a filler, the adsorption effect of the polyvinylpolypyrrolidone resin is remarkably sustained unlike the batch method. The term “sustained adsorption effect” as used herein means that the capacity of a water-soluble tobacco extract that can continuously treat a polyvinyl polypyrrolidone resin having a predetermined weight as an adsorbent is large. It was also found that the adsorption effect was further sustained by increasing the number of theoretical plates of this column.

Further, the reduction rate of polyphenols such as chlorogenic acid is very high, and this reduction rate is maintained for a long time during the treatment by the column method. Here, in this specification, the reduction rate means that the weight of the target component in the control sample not subjected to the treatment using the polyvinylpolypyrrolidone resin is x, and the weight of the target component after the treatment is y, the following calculation formula (1 )
Reduction rate (%) = {(xy) / x} × 100 (1)
Calculate with

  Furthermore, when the column method using polyvinyl polypyrrolidone resin as a column filler is performed on a water-soluble tobacco extract, while polyphenols are selectively removed, the reduction rate of nicotine is high only in the initial stage. Except for, the reduction rate of polyphenols remained high, but almost no nicotine was removed. Therefore, the tobacco material prepared by adding the treated water-soluble tobacco extract to the tobacco residue in step (a) has an advantage that the flavor and smoking feeling are hardly impaired.

The polyvinyl polypyrrolidone resin used in the step (b) is preferably granular in a state sufficiently swollen with an aqueous solvent, and the particle diameter thereof is preferably 16 to 300 μm. Moreover, it is preferable that the polyvinyl polypyrrolidone resin used in the step (b) is packed in the column at a packing density of 1.0 to 1.8 g / cm ³ . When the filling density is less than 1.0 g / cm ^3, undesirably to inferior separation capability. When the packing density exceeds 1.8 g / cm ³ , the pressure loss is excessively increased.

  Next, in step (c), the water-soluble tobacco extract reduced in polyphenols obtained in step (b) is added to the tobacco residue separated in step (a). Here, when concentrating the water-soluble tobacco extract that has been column-treated before being added to the tobacco residue, it is preferably concentrated by freeze drying or vacuum distillation. When the liquid water-soluble tobacco extract is added to the tobacco residue, any method can be used, for example by spraying.

  As described above, a tobacco material in which polyphenols are selectively and effectively reduced is obtained through the process steps (a) to (c) of the present invention. The obtained tobacco material is subjected to, for example, a drying process, and finally, the tobacco material is used to produce a smoking article. For example, a cigarette can be produced as the smoking article.

  EXAMPLES Hereinafter, although an Example demonstrates this invention, this invention is not limited to these.

  The method for preparing the water-soluble tobacco extract used in the following examples and the method for analyzing polyphenols and nicotine in the water-soluble tobacco extract are as follows.

A. Preparation Method of Water-soluble Tobacco Extract 3 L of water was added to 300 g of tobacco cut in advance and stirred at 60 ° C. for 1 hour in a warm bath. Thereafter, the insoluble matter was filtered by hand squeezing and separated into a water-soluble tobacco extract and a tobacco extract residue.

B. Analysis method of polyphenols and nicotine in water-soluble tobacco extract B-1: Analysis method of polyphenols The water-soluble tobacco extract was filtered through a 0.45 μm PTFE filter, followed by a 0.20 μm PTFE filter. High performance liquid chromatography was performed, and chlorogenic acid in the liquid was analyzed. The concentration of chlorogenic acid in the treatment solution was determined from the analytical value of the standard sample of chlorogenic acid by the absolute calibration method.

B-2: Analytical method of nicotine 3.75 ml of water-soluble tobacco extract was placed in a screw tube, and 3.75 ml of 22% NaOH aqueous solution was added thereto. To this solution, 10 mg of a nicotine extraction solvent prepared by previously mixing 500 mg of an internal standard reagent (n-heptadecane) and 1000 ml of hexane was added. The screw tube containing 17.5 ml of the extracted solution thus obtained was shielded from light with aluminum foil and then shaken for 60 minutes. After shaking, a hexane liquid layer as a supernatant was collected and analyzed by GC-FID. From the analysis value of the nicotine standard sample using n-heptadecane as the internal standard reagent, the nicotine concentration in the treatment liquid was determined by the internal standard calibration method.

Example 1
The water-soluble tobacco extract obtained by the above method A was processed by the column method. That is, 10 g of polyvinylpolypyrrolidone (PVPP) resin (manufactured by ISP Japan) previously mixed with 90 ml of water was packed in a glass open column (cross-sectional area of 10.2 cm ² ). After the resin precipitated, the water on the resin layer was removed by suction filtration. The packing density at this time was 1.5 g / cm ³ . Subsequently, the water-soluble tobacco extract obtained by the method A was gently poured into the upper part of the resin layer, and suction filtration was performed again to pass through the PVPP resin layer. The liquid that passed through the column was sampled every 10 ml. The concentration of polyphenols and nicotine in each sample was calculated by the analytical method of B above, and the amount of each component was calculated by multiplying the amount of each sample solution. The calculated component amount was applied to the above equation (1) to obtain the reduction rate.

When formula (1) is described again, when the weight of the target component in the control sample not subjected to the treatment using the polyvinylpolypyrrolidone resin is x, and the weight of the target component in the treated sample is y,
Reduction rate (%) = {(xy) / x} × 100 (1)
It is. In other words, the higher the reduction rate, the lower the component amount in the sample. On the other hand, a low reduction rate indicates that the amount of components in the sample has not decreased.

  The obtained reduction rate of polyphenols and the reduction rate of nicotine are shown in Table 1 and FIG.

Comparative Example 1
The water-soluble tobacco extract obtained by the above method A was processed by a batch method. That is, 50 ml of the water-soluble tobacco extract obtained by the above A was added to 10 g of a polyvinylpolypyrrolidone resin (manufactured by ISP Japan) previously suspended in 40 ml of water in a reaction vessel. After stirring at room temperature for 30 minutes, the slurry solution consisting of the polyvinylpolypyrrolidone resin and the water-soluble tobacco extract was suction filtered to collect the treated water-soluble tobacco extract. 50 ml of a fresh untreated water-soluble tobacco extract was further added to the polyvinylpolypyrrolidone resin that was collected and not washed. Suction filtration was performed as described above. The above operation was repeated and the same resin was treated four times. The water-soluble tobacco extract treated at each treatment count was dissolved in 50 ml with water using a measuring flask, and the concentrations of polyphenols and nicotine in the solubilized sample were determined by the analytical method of B above. The amount of each component was calculated by multiplying the obtained concentration by the amount of each sample solution. The calculated component amount was applied to the above equation (1) to obtain the reduction rate. The obtained reduction rate of polyphenols and the reduction rate of nicotine are shown together in Table 1 and FIG.

  As can be seen from Table 1 and FIG. 1, when the batch method of Comparative Example 1 was performed, the reduction rate of chlorogenic acid in the first treatment remained at less than 80%, and repeated use of PVPP resin repeated the number of times. It turned out that the reduction rate of chlorogenic acid becomes still lower every time. On the other hand, when the column method of Example 1 is performed, even when the same amount of PVPP resin as that of Comparative Example 1 is used, 120 ml of water solution that is more than twice the amount of water-soluble tobacco extract in one batch in the batch method of Comparative Example 1 Chlorogenic acid was not detected even when the tobacco extract was passed through the column (below the detection limit). Further, when compared with the reduction rate (79.4%) of the same level as the first treatment of Comparative Example 1 (water-soluble tobacco extract 50 ml), in Example 1, about 180 ml of water-soluble, which is three times or more that of Comparative Example 1. It was found that the amount of the tobacco extract can be column-treated (reduction rate 78.6%), and the adsorption effect is more sustained. Thus, it was found that by using the PVPP resin as a filler in the column method, the reduction rate of chlorogenic acid and the sustainability of the adsorption effect are improved as compared with the case of processing by a known batch method. In Example 1, nicotine in the solution remained 90% or more between 50 ml to 150 ml of the column processing solution in which chlorogenic acid was reduced by 90% or more.

Example 2
A water-soluble tobacco extract was obtained using the above extraction method A except that 10 g of tobacco cut and 100 ml of water were used. As in Example 1, using 5 g of PVPP resin, column A having a cross-sectional area of 10.2 cm ² filled with resin to remove water and 5 g of PVPP resin were also used, and the cross-sectional area was 4.9 cm. Except that the column No. ² was used, a column B in which water was removed by filling the resin in the same manner as in Example 1 was prepared. The column A and the column B were used, respectively, and the water-soluble tobacco extract was treated by the column method in the same manner as in Example 1. The liquid that passed through the column was sampled every 10 ml, subjected to the analysis method B above, and the amount of each component was multiplied by the amount of each sample solution to calculate the amount of the component in each sample to obtain the reduction rate. The results are shown in Table 2 below and FIG.

  As can be seen from Table 2 and FIG. 2, the effect of reducing chlorogenic acid lasts for a longer time when column B is used compared to column A. By reducing the cross-sectional area and increasing the number of theoretical plates of the column, the sustainability of the chlorogenic acid reduction effect was improved by about 1.4 times or more. Thus, even when using the same amount of PVPP resin, it was found that the sustainability of the chlorogenic acid removal effect can be further improved by elongating the column shape and increasing the number of theoretical plates.

  As described above in detail, according to the present invention, the water-soluble tobacco extract is treated by a column method using a polyvinylpolypyrrolidone resin as a filler, so that chlorogenic acid, which is the main polyphenol in the tobacco material, is selectively used. Can be removed at a high reduction rate. In addition, when polyvinyl polypyrrolidone resin is used as a column filler, it is possible to improve the persistence of the adsorption effect by about three times compared to the batch method. Further, the durability of the adsorption effect can be further increased by increasing the number of theoretical plates of the column.

The graph showing the relationship between the water-soluble tobacco extract liquid amount processed by the column method of Example 1, and the batch method of Comparative Example 1, and the reduction rate of chlorogenic acid and nicotine. The graph showing the relationship between the water-soluble tobacco extract liquid amount processed at the time of processing using the column of a different cross-sectional area, respectively, and the reduction rate of chlorogenic acid.

Claims (6)

(A) extracting the tobacco material with an aqueous solvent and separating it into a water-soluble tobacco extract and a tobacco residue;
(B) removing polyphenols from the water-soluble tobacco extract by performing a column method in which the water-soluble tobacco extract is passed through a column filled with a polyvinylpolypyrrolidone resin;
(C) A method for reducing polyphenols from tobacco materials, comprising: adding a water-soluble tobacco extract reduced in polyphenols obtained in the step (b) to the tobacco residue in the step (a). The method according to claim 1, wherein the packing density of the polyvinylpolypyrrolidone resin packed in the column is 1.0 to 1.8 g / cm ³ .   The method according to claim 1 or 2, wherein the aqueous solvent in the step (a) is water.   The method according to any one of claims 1 to 3, wherein the polyphenol is chlorogenic acid.   A tobacco material with reduced polyphenols obtained from the process according to any one of claims 1 to 4.   A smoking article comprising the tobacco material according to claim 5.

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