US2872360A - Tobacco - Google Patents
Tobacco Download PDFInfo
- Publication number
- US2872360A US2872360A US645683A US64568357A US2872360A US 2872360 A US2872360 A US 2872360A US 645683 A US645683 A US 645683A US 64568357 A US64568357 A US 64568357A US 2872360 A US2872360 A US 2872360A
- Authority
- US
- United States
- Prior art keywords
- tobacco
- additive
- tobaccos
- smoking
- aroma
- 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.)
- Expired - Lifetime
Links
- 235000002637 Nicotiana tabacum Nutrition 0.000 title description 39
- 244000061176 Nicotiana tabacum Species 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 241000208125 Nicotiana Species 0.000 description 38
- 239000000654 additive Substances 0.000 description 16
- 230000000996 additive effect Effects 0.000 description 13
- 239000000796 flavoring agent Substances 0.000 description 13
- 235000019634 flavors Nutrition 0.000 description 13
- 239000000203 mixture Substances 0.000 description 8
- 230000000391 smoking effect Effects 0.000 description 8
- 235000019504 cigarettes Nutrition 0.000 description 7
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- 150000002596 lactones Chemical class 0.000 description 5
- 238000004821 distillation Methods 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical group CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 2
- 238000010348 incorporation Methods 0.000 description 2
- 230000001965 increasing effect Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
- 229910052753 mercury Inorganic materials 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 235000019505 tobacco product Nutrition 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- HORQAOAYAYGIBM-UHFFFAOYSA-N 2,4-dinitrophenylhydrazine Chemical compound NNC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O HORQAOAYAYGIBM-UHFFFAOYSA-N 0.000 description 1
- 102100026450 POU domain, class 3, transcription factor 4 Human genes 0.000 description 1
- 101710133389 POU domain, class 3, transcription factor 4 Proteins 0.000 description 1
- SMZOGRDCAXLAAR-UHFFFAOYSA-N aluminium isopropoxide Chemical compound [Al+3].CC(C)[O-].CC(C)[O-].CC(C)[O-] SMZOGRDCAXLAAR-UHFFFAOYSA-N 0.000 description 1
- 235000019568 aromas Nutrition 0.000 description 1
- 229930188620 butyrolactone Natural products 0.000 description 1
- 235000019506 cigar Nutrition 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000000779 smoke Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000012085 test solution Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
- A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
- A24B15/30—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
- A24B15/36—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring
Definitions
- This invention relates to tobacco and, more particularly, pertains to a tobacco product having improved aroma and flavor characteristics.
- Cigarette tobaccos as now prepared are usually blends of (1) heat-cured tobaccos, which are sometimes known as flue-cured, bright leaf or Virginia tobaccos, (2) air-cured tobaccos, which are sometimes known as burley or Kentucky and Maryland tobaccos, and (3) sun-cured tobaccos, which are known as Turkish or Oriental tobaccos. These tobaccos maybe varied in proportion to produce a variety of desired flavors or aromas. Flavoring materials and humectants are also commonly added in order to provide other desired properties in the tobacco.
- a smoking tobacco which contains as an additive a small amount of -isobutyl-y-butyrolactone.
- the tobacco may contain between about .1 and .0005 percent of the lactone flavorant and preferably contains between about .01 and .001 percent based on the weight of the total blend.
- the flavorant addition imparts characteristic and desirable flavor and aroma to the tobacco smoke, thereby increasing the enjoyment of the smoker.
- the additive contemplated by this invention may be incorporated into the tobacco in any desired manner.
- solutions of the additive in a suitable solvent such as alcohol, ethyl ether, acetone or the like, may be applied to the tobacco as by spraying or otherwise, whereafter the solvent is driven OK as a vapor leaving the additive thoroughly incorporated with the tobacco.
- the additive may also be uniformly dispersed in water and applied in a like manner if desired.
- incorporation of the additive may take place at any time prior to the final packaging of the tobacco product.
- cigarette tobacco it may be incorporated before or after blending of the various tobaccos if, in fact, a blended tobacco i employed, and the additive may be applied to one or all of the blend constituents.
- the additive may be incorporated into the tobacco before aging and curing because the lactone has high chemical stability; however, this would not ordinarily be done since the additive may be lost from the tobacco during the aging and curing process inasmuch as the additive is fairly volatile.
- the additives in some instances might be applied to the paper or to filter tips instead of to the tobacco. ing additives into tobacco are found in United States Patent No. 2,766,145 which issued on October 9, 1956, to Samuel OBrien Jones and such methods may be used for incorporating the additive contemplated by this invention.
- the additive may be incorporated into tobacco as follows: One hundred grams of burley tobacco strips are spread. out on a table and are sprayed with 100 milliliters of 95 percent alcohol having dis solved therein .05 gram of 'y-isobutyl-y-butyrolactone. The treated strips are mixed with 300 grams of burley strips and 600 grams of flue-cured strips and the entire blend is shredded on a tobacco-cutting machine. The resulting tobacco is manufactured into cigarettes which when smoked have an aroma and flavor which are highly desirable.
- a tobacco composition has been provided in accordance with this invention which has a unique aroma and flavor to give increased pleasure during smoking.
- the flavorant is elfective in enhancing the aroma of the tobacco in the package prior to smoking. This is a desirable quality in many instances. While the invention has been specifically described with reference to cigarettes, it will be apparent that it has application in the manufacture of other smoking tobaccos such as used for hand-rolled cigarettes, pipes and cigars.
- lactone additive may be used alone as indicated above, it is, of course, desirable to use it in conjunction with other known flavorants and additives.
- An article of manufacture comprising tobacco and .01 and .001 percent by weight of 'y-isobutyl-v-butyroa small amount of 'y-isobutyl- -butyrolactone. lactone.
Landscapes
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Toxicology (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Manufacture Of Tobacco Products (AREA)
Description
United States Patent 2,872,360 i TOBACCO Claude E. Teague, Jr., Winston-Salem, N. C., assignor to No Drawing. Application March 13, 1957 Serial No. 645,683
4 Claims. (Cl. 131-17) This invention relates to tobacco and, more particularly, pertains to a tobacco product having improved aroma and flavor characteristics.
Present day cigarette tobaccos comprise essentially blended mixtures of various types of tobaccos which are intended to produce a characteristic flavor and aroma when smoked. Cigarette tobaccos as now prepared are usually blends of (1) heat-cured tobaccos, which are sometimes known as flue-cured, bright leaf or Virginia tobaccos, (2) air-cured tobaccos, which are sometimes known as burley or Kentucky and Maryland tobaccos, and (3) sun-cured tobaccos, which are known as Turkish or Oriental tobaccos. These tobaccos maybe varied in proportion to produce a variety of desired flavors or aromas. Flavoring materials and humectants are also commonly added in order to provide other desired properties in the tobacco.
It is an object of this invention to provide a smoking tobacco having enhanced flavor and odor characteristics,
resulting from the incorporation therein of a novel flav-,
orant.
It is a further object of this invention to provide a tobacco having enhanced aroma and flavor which may be prepared in a ready and facile manner.
The above and other objects of this invention will become more apparent from the following description and the appended claims.
In accordance with this invention a smoking tobacco is provided which contains as an additive a small amount of -isobutyl-y-butyrolactone. The tobacco may contain between about .1 and .0005 percent of the lactone flavorant and preferably contains between about .01 and .001 percent based on the weight of the total blend. The flavorant addition imparts characteristic and desirable flavor and aroma to the tobacco smoke, thereby increasing the enjoyment of the smoker.
One method for the preparation of 'y-isobutyl-y-bw tyrolactone is as follows:
A mixture of 25 grams (0.145 mole) of methyl 4 keto-G-methylheptanoate, 40 grams (0.2 mole) of aluminum isopropoxide, and 300 milliliters of anhydrous isopropyl alcohol was heated to boiling in a 500 milliliter flask. The fiask was fitted with a 6 inch helix packed column attached at the top to a condenser set for distillation. The mixture was distilled at av rate to give 10 drops of distillate per minute. Isopropyl alcohol was added as required to keep the volume in the distillation flask approximately constant. The initial distillate gave a positive carbonyl test with 2,4-dinitrophenylhydrazine test solution. After ten hours of distillation the distillate gave repeated negative carbonyl tests, indicating complete reduction. The reaction mixture was cooled to 30 C., and at that temperature about two-thirds of the excess solvent was distilled ofl at a pressure of 30 millimeters of mercury. The residual material was acidified with cold, percent aqueous sulfuric acid and extracted with three ZOO-milliliter portions of ethyl ether.
2,872,360 Patented Feb. 3,1959
The combined extract was dried over anhydrous potassium carbonate, filtered, andfreed of ether at the water pump, leaving 23 grams of crude lactone. Distillation of the crude product using a Todd column gave 19 grams (92 percent of theory) of -isobutyl-y-butyrolactone, having a boiling point of 138139 C. at a pressure of 30 millimeters of mercury.
It should be noted that the above method of preparation is given solely for purposes of illustration, since other methods of preparation may be employed for obtaining the desired flavorant product.
The additive contemplated by this invention may be incorporated into the tobacco in any desired manner. For example, solutions of the additive in a suitable solvent, such as alcohol, ethyl ether, acetone or the like, may be applied to the tobacco as by spraying or otherwise, whereafter the solvent is driven OK as a vapor leaving the additive thoroughly incorporated with the tobacco. The additive may also be uniformly dispersed in water and applied in a like manner if desired. The
, incorporation of the additive may take place at any time prior to the final packaging of the tobacco product. In the case of cigarette tobacco, it may be incorporated before or after blending of the various tobaccos if, in fact, a blended tobacco i employed, and the additive may be applied to one or all of the blend constituents. Under certain circumstances the additive may be incorporated into the tobacco before aging and curing because the lactone has high chemical stability; however, this would not ordinarily be done since the additive may be lost from the tobacco during the aging and curing process inasmuch as the additive is fairly volatile. In the case of cigarettes the additives in some instances might be applied to the paper or to filter tips instead of to the tobacco. ing additives into tobacco are found in United States Patent No. 2,766,145 which issued on October 9, 1956, to Samuel OBrien Jones and such methods may be used for incorporating the additive contemplated by this invention.
For example, the additive may be incorporated into tobacco as follows: One hundred grams of burley tobacco strips are spread. out on a table and are sprayed with 100 milliliters of 95 percent alcohol having dis solved therein .05 gram of 'y-isobutyl-y-butyrolactone. The treated strips are mixed with 300 grams of burley strips and 600 grams of flue-cured strips and the entire blend is shredded on a tobacco-cutting machine. The resulting tobacco is manufactured into cigarettes which when smoked have an aroma and flavor which are highly desirable.
It will be understood that a tobacco composition has been provided in accordance with this invention which has a unique aroma and flavor to give increased pleasure during smoking. Also the flavorant is elfective in enhancing the aroma of the tobacco in the package prior to smoking. This is a desirable quality in many instances. While the invention has been specifically described with reference to cigarettes, it will be apparent that it has application in the manufacture of other smoking tobaccos such as used for hand-rolled cigarettes, pipes and cigars.
While the lactone additive may be used alone as indicated above, it is, of course, desirable to use it in conjunction with other known flavorants and additives.
While one particular embodiment of this invention is shown above, it will be understood, of course, that the invention is not to be limited thereto, since many modifications may be made, and it is contemplated, therefore, by the appended claims, to cover any such modifications as fall within the true spirit and scope of this invention.
Specific examples of methods of incorporat- Iclaim: 4. A smoking tobacco having added thereto between 1. An article of manufacture comprising tobacco and .01 and .001 percent by weight of 'y-isobutyl-v-butyroa small amount of 'y-isobutyl- -butyrolactone. lactone.
2. A smoking tobacco having added thereto a small amount of isobutyla ibutyrolactone 5 References in the file Of patent 3. A smoking tobacco having added thereto between UNITED STATES PATENTS about .1 and .0005 percent by weight of v-1sobuty1-'y- 2,766,147 Rowland Oct 9, 1956 butyrolactone.
Claims (1)
1. AN ARTICLE OF MANUFACTURE COMPRISING TOBACCO AND A SMALL AMOUNT OF Y-ISOBUTYL-Y-BUTYROLACTONE.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US645683A US2872360A (en) | 1957-03-13 | 1957-03-13 | Tobacco |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US645683A US2872360A (en) | 1957-03-13 | 1957-03-13 | Tobacco |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2872360A true US2872360A (en) | 1959-02-03 |
Family
ID=24590038
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US645683A Expired - Lifetime US2872360A (en) | 1957-03-13 | 1957-03-13 | Tobacco |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US2872360A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3251366A (en) * | 1965-05-04 | 1966-05-17 | Reynolds Tobacco Co R | Tobacco |
| US3372700A (en) * | 1965-08-02 | 1968-03-12 | Reynolds Tobacco Co R | Tobacco |
| WO2009045860A3 (en) * | 2007-09-28 | 2009-05-22 | Vector Tobacco Inc | Reduced risk tobacco products and use thereof |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2766147A (en) * | 1954-07-26 | 1956-10-09 | Reynolds Tobacco Co R | Tobacco |
-
1957
- 1957-03-13 US US645683A patent/US2872360A/en not_active Expired - Lifetime
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2766147A (en) * | 1954-07-26 | 1956-10-09 | Reynolds Tobacco Co R | Tobacco |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3251366A (en) * | 1965-05-04 | 1966-05-17 | Reynolds Tobacco Co R | Tobacco |
| US3372700A (en) * | 1965-08-02 | 1968-03-12 | Reynolds Tobacco Co R | Tobacco |
| US3372701A (en) * | 1965-08-02 | 1968-03-12 | Reynolds Tobacco Co R | Tobacco |
| US3372699A (en) * | 1965-08-02 | 1968-03-12 | Reynolds Tobacco Co R | Tobacco |
| WO2009045860A3 (en) * | 2007-09-28 | 2009-05-22 | Vector Tobacco Inc | Reduced risk tobacco products and use thereof |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US4516590A (en) | Air-cured bright tobacco filler, blends and smoking articles | |
| RU2719525C1 (en) | Smoking product | |
| US3144024A (en) | Impregnated filter means for tobacco articles | |
| US2766148A (en) | Tobacco | |
| JPS55102385A (en) | Tobacco product with filter impregnated by solid flavor | |
| US2766146A (en) | Tobacco | |
| US4832059A (en) | Citrus-flavored tobacco articles | |
| US2872360A (en) | Tobacco | |
| US2766150A (en) | Tobacco | |
| US3890981A (en) | Novel process for altering the organoleptic properties of tobacco using one or more alpha-pyrones and process | |
| US3381691A (en) | Tobacco product | |
| US2766149A (en) | Tobacco | |
| US3903900A (en) | Tobacco articles and compositions containing 1,2-cyclohexanedione and methods for producing same | |
| US3136319A (en) | Smoking tobacco product having menthyl keto ester additive | |
| US3861403A (en) | Novel tobacco product comprising one or more alpha-pyrones | |
| US3559656A (en) | Tobacco product | |
| US3782391A (en) | {62 -methylvaleric acid alkyl esters as tobacco flavorants | |
| US3545452A (en) | Tobacco product including releasable flavorant | |
| US3372699A (en) | Tobacco | |
| US3334637A (en) | Smoking product having flavorant additive | |
| US3545450A (en) | Tobacco product including releasable flavorant | |
| US3280824A (en) | Tobacco | |
| US2978365A (en) | Tobacco | |
| US3342186A (en) | Aromatized tobaccos | |
| US3180340A (en) | Turkish tobacco substitute for smoking tobacco |