JPS597432B2 - Tobacco products and methods for improving the flavor of tobacco products - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to tobacco products, and an object of the present invention is to provide tobacco products. It is an object of the present invention to provide compositions and methods for improving the flavor and/or aroma of tobacco.

It is well known in the flavor industry that the flavor and aroma of tobacco products are very important considerations that consumers are interested in.

Manufacturers have gone to great lengths to create products that consumers will like, especially with regard to flavor and aroma properties.

It is therefore another object of the present invention to improve and enhance the flavor and aroma of these consumer products by adding them to the products, thereby increasing the enjoyment and other values consumers derive from using these products. The purpose of the present invention is to provide a group of additives such as:

Another object of the present invention is a method for enhancing or improving the flavor, aroma and other qualities of certain domestic or oriental reconstituted or synthetic tobaccos which are deficient in flavor, aroma or other qualities. The goal is to provide the following.

Still another object of the invention is to provide smoking products such as cigarettes, cigars or pipe tobacco, and methods of manufacturing these products to improve flavor and aroma before or during smoking. to improve or improve.

Further objects of the invention will become apparent from the following description and claims.

In the present invention, tobacco is provided with a small amount of the general formula (where R is hydrogen, alkyl having up to 6 carbon atoms, alkenyl having up to 6 carbon atoms or acyl having up to 6 carbon atoms). .

) The flavor and/or aroma of these tobaccos can be improved by adding a compound selected from the group of compounds represented by:

Compounds represented by general formula I are imidasols,
The compounds represented by the general formula (2) are henzimidasols.

Representative of these additives of the present invention are imitazole, 2,4-dimethylimidazole, 4,5-dimethylimidazole, 2,5-dimethyl-4-improbylimidazole, 4-ethylimidazole, 4-ethyl- 2
-isoprobylimidazole, A4-ethyl-2-methylimitasole, 4-ethyl-2-probylimidazole, 4-isobutylimidazole, 2-isoprobylimidazole, 4-isoprobylimidazole, 2-isoprobyl-4- Methylimitasol, 4-methylimidazole, 2-pentylimidazole, 2,4.5-1-
IJ methylimidazole, 4-vinylimitasol, 4
-impropenyl-2-methylimidazole, 4-aryl-2-methylimidazole, 2-acetyl-4-methylimidazole, 4-acetyl-5-methylimidazole, 2-invalerylimidazole, penzimidazole, 2-methylbenzimidazole, 2 -butylbenzimidazole, 2-hexylbenzimidazole and 2-penzimidazole and lupoxaldehyde.

These imidazole compounds represented by general formula I are:
It can be manufactured by methods known in the art.

For example, these compounds can be prepared by reacting aliphatic aldehydes and 1,2-diketones under pressure in liquid ammonia.

Various substituted imidazoles represented by the general formula I can be obtained by appropriately selecting 1,2-diketones and aldehydes having a desired alkyl group.

Regarding the production of imidazoles, the literature analogy is 197
Academic Press, New York (Acade)
"VANCES INHETEROCYCLIC C" published by mic Press)
M. HEMISTRY) published on pages 103-183. R. Grimme t t
described in the paper.

K. Wegner and W. S. chunack in rArch. Pha
rm. J 3 0 7 (6) 492-5 (1974
A more recent paper published in ) is also interesting.

The production of penzimidanols is also known in the art.

For example, it is produced by catalytic condensation of 0-dinitrobenzene and alcohol.

Regarding such synthesis methods, see, for example, rChem. A
bstructsJ 7 0 , 1 1 5 0 6
3k (1963).

According to one aspect of the invention, a compound selected from the above group of compounds or a mixture thereof is added to the tobacco in an amount ranging from about 0.0005% to about 1.0% by weight of the tobacco or tobacco product, or Apply to tobacco products or their ingredients.

Preferably, the amount of this additive is about 0.001 to 0.1% by weight.

Although these additives are effective at low concentrations, the amount used depends on the flavor and/or aroma intensity desired and the compound or mixture thereof used.

These additives may be added at any stage in tobacco processing, but are preferably added after ripening, curating and shredding, and before forming the tobacco into cigarettes or other products.

It will also be appreciated that only a small portion of the tobacco may be treated and the treated tobacco blended with other tobacco before forming cigarettes or other tobacco products.

In such cases, the treated tobacco may contain an excess of the additive above the amount stated above, which amount, when blended with other tobacco, will result in an additive percentage in the final product within the range above. The amount should be as follows.

When added to a tobacco product, the tobacco additive of the present invention enhances the flavor and/or aroma of that product.

However, it is important to recognize that the definition or characterization of flavor or aroma in the tobacco industry is highly subjective, and different smokers may evaluate the same flavor or additive effect in completely different ways. Should.

These additives are generally characterized by a relatively sweet, nutty flavor, similar to that of hot air dried products.

The effects of typical tobacco additives of the present invention were characterized as follows.

To give a specific example of the present invention, tobacco that has been aged, hot-air dried, and shredded has a drying standard of 0. A 1% solution of imidasol in ethyl alcohol is sprayed in such an amount that it contains 0.05% by weight of additive.

The alcohol is then removed by evaporation and the tobacco is made into cigarettes in the usual manner.

Cigarettes produced in this manner have improved smoking characteristics.

Additives within the scope of this invention may be added to tobacco by spray infusion or other methods using appropriate suspensions or solutions of these additives.

Therefore water or volatile organic solvents such as alcohol,
Ethers, acetone, volatile hydrocarbons, etc. can be used in tobacco as media for carrying additives.

Further, for example, U.S. Pat.
No. 65 and No. 3,041,211, it can be converted into tobacco with additives to impart other flavors and aromas.

Although the embodiments described above are generally useful in the manufacture of cigarettes, they may also be suitably used in the manufacture of pipe tobacco, cigars, and other tobacco products.

Additionally, these additives may be added to certain tobacco substitutes, natural or synthetic, and the term "tobacco" as used herein refers to tobacco substitutes even if they consist of the tobacco part of the plant. This term refers to all compositions intended for use in smoking, etc., whether they consist of a single substance or a combination of the above.

Although specific examples have been described in detail with examples of additives being added directly to the tobacco, it will be clear that these additives may also be added to the paper of the cigarette or the outer leaf of the cigar.

These additives can also be used in filter tips, packaging materials or seams used in cigarette paper gluing.
May be added to paste.

As mentioned above, it is not necessarily necessary in all cases to mix the said compounds with tobacco, but
As described above, a tobacco product containing special additives and tobacco is obtained.

In addition to the above-mentioned specific examples, examples are described below to further explain the present invention in detail.

These Examples are shown solely for the purpose of illustrating the present invention, and are not intended to limit the present invention in any way.As mentioned above, evaluations of the flavor and aroma of tobacco products may be expressed numerically. is extremely difficult and uncommon.

Therefore, in each of the following Examples, a comparative sensory test was conducted using a panel of 6 to 8 smokers who were skilled in judging the flavor and aroma of tobacco products.

These panels grouped the treated 1% cigarettes in each example, compared them to untreated control cigarettes, and ranked each test sample based on the majority opinion.

The control cigarette is graded C (standard grade), those more preferable than the standard are graded B, and those much more preferable than the standard are graded A, and in each grade C0 is C.
B+ means slightly more preferred than B, A- means slightly less preferred than A but more preferred than B+.

Example 1 A commercial formulation of shredded tobacco was sprayed with a 1% by weight solution of 4-acetyl-5-methylimidazole in ethyl alcohol in sufficient quantity that the tobacco had a loading of 0.005% by weight on a dry basis. Include the final concentration of the agent.

The alcohol was then removed and cigarettes were manufactured from the treated tobacco in a conventional manner.

The cigarettes produced in this way were smoked by a panel of smokers who were skilled in judging flavor and aroma.
A comparison was made with cigarettes made from the same shredded tobacco formulation as above but not treated with a flavoring solution.

The panel favors cigarettes made from treated tobacco compared to untreated controls, and favors cigarettes made from treated tobacco compared to untreated controls. The treated cigarettes were judged to be aromatic and sweet, with an improved flue-like flavor, toasty character (the grade of the treated cigarettes was B10).

Example 2 The method of Example 1 was repeated.

However, using a 1% by weight alcoholic solution of 2-invalerylimidasol, the final concentration of the additive is 0005% by weight.
I made it so that

When the obtained cigarette was smoked on the panel,
Cigarettes containing treated tobacco were chosen as highly preferred over controls, with treated tobacco being more aromatic, sweeter, more palatable, and more palatable than untreated control cigarettes. It was determined to exhibit a dry-like and nut-like flavor (the treated cigarette grade was B10).

Example 3 The method of Example 1 was repeated.

However, an alcoholic solution of 2-acetyl-4-methylimidazole was used so that the final concentration of this additive was 0.005% by weight.

When the obtained cigarette was smoked on the panel,
Cigarettes containing treated tobacco were determined to have more Bari uniform character, aroma, sweetness, and a fuller flavor than untreated control cigarettes (treated cigarettes). The grade was B).

Example 4 The method of Example 1 was repeated.

However, an alcoholic solution of 2,4-dimethylimidazole was used so that the final concentration of this additive was 0005% by weight.

When the obtained cigarette was smoked on the panel,
Compared to untreated cigarettes, cigarettes containing treated tobacco are highly preferred, with the treated cigarettes having a greatly increased tobacco-like flavor and a slightly woody or woody flavor. The overall flavor balance was judged to be excellent (the grade of the treated cigarette was A-) with a bitter character as well.

Example 5 Example 1 was repeated.

However, using an alcoholic solution of 2-butyl-IH-penzimidasole, the final concentration of this additive is 0.001.
% by weight.

When the obtained cigarette was smoked on the panel,
They preferred cigarettes containing treated tobacco compared to untreated control cigarettes, and determined that treated cigarettes had a slightly barley-like character with an aromatic and sweet flavor. (The grade of treated cigarettes was C+).

As can be seen from the above examples, all of the treated cigarettes had a more favorable flavor and aroma than the untreated control cigarettes.

All such modifications and equivalents which come within the spirit of the invention are to be considered as part of the invention.

Claims (1)

Claims: 1 General formula in which R is hydrogen, alkyl with up to 6 carbon atoms, alkenyl with up to 6 carbon atoms or acyl with up to 6 carbon atoms. A tobacco product containing a compound selected from the group of compounds represented by the following formula, added in a small amount but sufficient to change the flavor or aroma of the tobacco product. 2. A tobacco product according to claim 1, wherein the amount of the compound added to the product is about 0.0% of the product.
005 to about 1.0% by weight. 3 General formula D in which R is hydrogen, alkyl with up to 6 carbon atoms, alkenyl with up to 6 carbon atoms or acyl with up to 6 carbon atoms. A method for improving the flavor or aroma of a tobacco product, comprising adding to the tobacco product a small amount, but sufficient to alter the flavor or aroma of the tobacco product, of a compound selected from the group of compounds represented by: 4. A method according to claim 3, comprising adding a compound of the general formula to a tobacco product in an amount from about 0.0005 to about 1.0% by weight.