Method of extracting sucrose esters from oriental tobacco

a technology of sucrose esters and oriental tobacco, which is applied in the field of extracting sucrose esters from oriental tobacco, can solve the problems of undesirable, overpowering the characteristics of the smoke of those tobaccos, and increasing the amount, and achieves the effects of enhancing the solvating power of the fluid, enhancing the selectivity of the extraction of sucrose esters, and high fluid pressur

Inactive Publication Date: 2007-06-21
R J REYNOLDS TOBACCO COMPANY +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0010] The present invention provides a method of extracting sucrose esters from Oriental tobacco using a fluid in a supercritical state as a solvent. The supercritical fluid extraction of the invention is more selective for desirable sucrose ester compounds in Oriental tobacco as compared to prior art methods. It has been discovered that raising the extraction temperature enhances the selectivity of the extraction for sucrose esters when coupled with relatively high fluid pressure, which enhances the solvating power of the fluid.

Problems solved by technology

Thus, there have been constraints upon the amount of certain Oriental tobaccos traditionally used in tobacco blends, because the desirable flavor and aroma characteristics of the smoke of those tobaccos become overpowering and undesirable when relatively high levels of those tobaccos are used in tobacco blends.

Method used

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  • Method of extracting sucrose esters from oriental tobacco
  • Method of extracting sucrose esters from oriental tobacco
  • Method of extracting sucrose esters from oriental tobacco

Examples

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example 1

Extraction Procedures

[0045] Three different extraction procedures are used to extract and isolate SE from tobacco, each of which is set forth in FIG. 1. Two of the extraction methods substantially replicate prior art methods of extracting SE from Oriental tobacco. In the first extraction method, listed as the Severson method in FIG. 1, 2 grams of tobacco are transferred into a 100-mL bottle fitted with a Teflon coated cap. Then, 20 mL of CH2Cl2 is added to the bottle and the sample was manually shaken for 3-5 minutes. The solution is filtered using a type 1 filter paper (Whatman Co., Maidstone, UK). Next, the residual tobacco and filter paper are transferred into the bottle where tobacco was re-extracted using an additional 20 mL of fresh CH2Cl2. Next, the combined CH2Cl2 extracts are evaporated to dryness using a nitrogen stream. The residue is then partitioned between 20 mL each of hexane and 80 / 20% MeOH—H2O. The MeOH—H2O solution is re-extracted a second time using an additiona...

example 2

[0054] In this example, SE from a Turkish tobacco is isolated via selective fractionation with no semi-preparative HPLC step. In order to show the feasibility of this process, 2 grams of tobacco is extracted at different pressures and temperatures. In this part of the study, extraction time for each fraction is 75 minutes using 2 mL / min of liquid CO2. First, the tobacco sample is extracted at four pressures (150, 200, 350 and 450 atm) and two temperatures. No modifier is used since all SE are extractable with pure C02. FIG. 5 shows the GC / MS traces of the various derivatized fractions at 60° C. As can be observed, at 150 atm (FIG. 5A), no SE is extracted. When the CO2 pressure is systematically increased, however, from 150 to 200 and 350 atm (FIG. 5B and 5C), a mixture of SE's begins to appear in the extract at retention time ˜35-40 minutes. At 450 atm, after continuous extraction of the same sample at the three lower pressures, a relatively small amount of SE is observed in this ex...

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Abstract

The invention provides a method of extracting sucrose esters from Oriental tobacco, the method comprising: providing a Oriental tobacco material; contacting the solid Oriental tobacco material with a supercritical fluid, such as supercritical carbon dioxide, for a time and under conditions sufficient to extract sucrose esters from the Oriental tobacco into the supercritical fluid; and separating the supercritical fluid comprising extracted sucrose esters from the Oriental tobacco. The resulting extract can comprise more than 90% by weight of tetra-acyl sucrose esters, and can be used as a flavor additive for tobacco materials used in smoking articles.

Description

FIELD OF THE INVENTION [0001] The invention relates to methods of processing Oriental tobacco, and in particular, to methods for extracting sucrose esters from Oriental tobacco. BACKGROUND OF THE INVENTION [0002] Popular smoking articles, such as cigarettes, have a substantially cylindrical rod shaped structure and include a charge, roll or column of smokable material such as shredded tobacco (e.g., in cut filler form) surrounded by a paper wrapper thereby forming a so-called “tobacco rod.” Normally, a cigarette has a cylindrical filter element aligned in an end-to-end relationship with the tobacco rod. Typically, a filter element comprises plasticized cellulose acetate tow circumscribed by a paper material known as “plug wrap.” Certain cigarettes incorporate a filter element having multiple segments, and one of those segments can comprise activated charcoal particles. Typically, the filter element is attached to one end of the tobacco rod using a circumscribing wrapping material kn...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): A24C1/00
CPCA24B15/24
Inventor TAYLOR, LARRY T.ASHRAF-KHORASSANI, MEHDICOLEMAN, WILLIAM M. III
Owner R J REYNOLDS TOBACCO COMPANY
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