US3342186A - Aromatized tobaccos - Google Patents
Aromatized tobaccos Download PDFInfo
- Publication number
- US3342186A US3342186A US388273A US38827364A US3342186A US 3342186 A US3342186 A US 3342186A US 388273 A US388273 A US 388273A US 38827364 A US38827364 A US 38827364A US 3342186 A US3342186 A US 3342186A
- Authority
- US
- United States
- Prior art keywords
- tobacco
- cyclohexylcyclohexanone
- flavor
- aroma
- aromatized
- 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
- 241000208125 Nicotiana Species 0.000 title claims description 57
- 235000002637 Nicotiana tabacum Nutrition 0.000 title claims description 57
- 239000000203 mixture Substances 0.000 claims description 30
- 239000000796 flavoring agent Substances 0.000 claims description 23
- 235000019634 flavors Nutrition 0.000 claims description 23
- JLYNSPSTPQAEAX-UHFFFAOYSA-N 4-cyclohexylcyclohexan-1-one Chemical compound C1CC(=O)CCC1C1CCCCC1 JLYNSPSTPQAEAX-UHFFFAOYSA-N 0.000 claims description 7
- UOBQDYFTAJKQAL-UHFFFAOYSA-N 2-cyclohexylcyclohexan-1-one Chemical compound O=C1CCCCC1C1CCCCC1 UOBQDYFTAJKQAL-UHFFFAOYSA-N 0.000 description 16
- 239000000654 additive Substances 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- 230000003190 augmentative effect Effects 0.000 description 4
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 description 3
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 239000003205 fragrance Substances 0.000 description 3
- 229940041616 menthol Drugs 0.000 description 3
- 244000246386 Mentha pulegium Species 0.000 description 2
- 235000016257 Mentha pulegium Nutrition 0.000 description 2
- 235000004357 Mentha x piperita Nutrition 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- 230000001476 alcoholic effect Effects 0.000 description 2
- 235000019568 aromas Nutrition 0.000 description 2
- 238000002485 combustion reaction Methods 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 230000002708 enhancing effect Effects 0.000 description 2
- 235000001050 hortel pimenta Nutrition 0.000 description 2
- 239000003906 humectant Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 235000015067 sauces Nutrition 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- RUVINXPYWBROJD-ONEGZZNKSA-N trans-anethole Chemical compound COC1=CC=C(\C=C\C)C=C1 RUVINXPYWBROJD-ONEGZZNKSA-N 0.000 description 2
- 239000000341 volatile oil Substances 0.000 description 2
- NFLGAXVYCFJBMK-RKDXNWHRSA-N (+)-isomenthone Natural products CC(C)[C@H]1CC[C@@H](C)CC1=O NFLGAXVYCFJBMK-RKDXNWHRSA-N 0.000 description 1
- PVSNMDAHWMHSBD-UHFFFAOYSA-N 1-cyclohexylcyclohexan-1-ol Chemical compound C1CCCCC1C1(O)CCCCC1 PVSNMDAHWMHSBD-UHFFFAOYSA-N 0.000 description 1
- 241000522215 Dipteryx odorata Species 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 241000402754 Erythranthe moschata Species 0.000 description 1
- 240000004670 Glycyrrhiza echinata Species 0.000 description 1
- 235000001453 Glycyrrhiza echinata Nutrition 0.000 description 1
- 235000006200 Glycyrrhiza glabra Nutrition 0.000 description 1
- 235000017382 Glycyrrhiza lepidota Nutrition 0.000 description 1
- 244000184861 Juglans nigra Species 0.000 description 1
- 235000013740 Juglans nigra Nutrition 0.000 description 1
- NFLGAXVYCFJBMK-UHFFFAOYSA-N Menthone Chemical compound CC(C)C1CCC(C)CC1=O NFLGAXVYCFJBMK-UHFFFAOYSA-N 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 229940011037 anethole Drugs 0.000 description 1
- 239000010617 anise oil Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 229940069765 bean extract Drugs 0.000 description 1
- 235000019636 bitter flavor Nutrition 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 235000019219 chocolate Nutrition 0.000 description 1
- 235000019504 cigarettes Nutrition 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- -1 invert sugar Substances 0.000 description 1
- 229960004903 invert sugar Drugs 0.000 description 1
- 229940010454 licorice Drugs 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229930007503 menthone Natural products 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- RUVINXPYWBROJD-UHFFFAOYSA-N para-methoxyphenyl Natural products COC1=CC=C(C=CC)C=C1 RUVINXPYWBROJD-UHFFFAOYSA-N 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000011369 resultant mixture Substances 0.000 description 1
- 239000000779 smoke Substances 0.000 description 1
- 230000000391 smoking effect Effects 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 235000019505 tobacco product Nutrition 0.000 description 1
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 1
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 description 1
- 235000012141 vanillin Nutrition 0.000 description 1
- 229940117960 vanillin Drugs 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- A24B15/34—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a carbocyclic ring other than a six-membered aromatic ring
Definitions
- the present invention relates to novel tobacco compositions. More particularly it relates to aromatized tobacco compositions in which the natural tobacco aroma and flavor are augmented.
- Raw or unaged tobacco possesses either a flat straw-like aroma or a sharp odor reminiscent of freshly dried plant material. n burning, it produces a plungent irritating smoke with a harsh bitter flavor.
- most tobaccos are subjected to an aging process during which changes due tochemical reactions, microorganisms or enzymes may occur.
- the tobacco may be subjected to a casing operation by which is meant an immersion or a dousing of the tobacco in an aqueous suspension of various additives such as invert sugar, humectants, flavoring constituents such as licorice, chocolate and the like.
- additives are incorporated to improve the flavor, aroma, and storage characteristics of the resultant tobacco compositions.
- the additive impart a flavor or aroma to the tobacco composition which is distinctive. Such distinctive characteristics are often quite different from the natural tobacco flavor and aroma, and hence to some individuals, objectionable.
- An object of the present invention is to devise novel tobacco compositions.
- a further object is to devise novel tobacco compositions in which the natural tobacco flavor and aroma are augmented.
- a still further object is to devise cased tobacco mixtures in which the natural to bacco and subsidiary flavors are rounded out and which possess no adverse flavor eflects on combustion.
- the amount of 2-cyclohexylcyclohexanone used is not critical and only minor amounts, amounts of the order of 0.05% by weight are suflicient to enhance the tobacco note of the composition. Usually about 0.1 to 0.2% is used since these amounts are convenient and effective. Larger amounts, of course, may be used but such larger amounts, i.e., 1% or more, are not proportionately more effective and the characteristic odor of 2-cyclohexylcyclohexanone may be noted in compositions containing such relatively large amounts. This odor or aroma may, according to personal preference, be desirable or not.
- 2-cyclohexylcyclohexanone is preferably made to cased tobacco, that is the tobacco after application of the casing sauce which contains various additives such as humectants, sugars, etc.
- the tobacco either prior to or after cutting or shredding may be treated with a dressing which is generally an alcoholic solution of the various flavoring substances which impart to the tobacco composition note or character distinguishing the particular brand.
- This dressing may contain essential oils such as anise oil, botanical extracts such as tonka bean extract, animal substances, such as musk, and aromatics, such as anethole, vanillin, menthol and the like. These substances may be readily incorporated with the cased tobacco by spraying an alcoholic solution onto the tobacco.
- the desired amount of 2-cyclohexylcyclohexanone may be added to the dressingfsauce and to thereby incorporate the aromatizing additives at this time.
- the 2-cyclohexylcyclohexanone may be added as a solution in an organic solvent or as a suspension in water or aqueous alcohol, to the cased tobacco either before or after the addition of the dressing sauce.
- Other suitable methods of incorporating 2-cyclohexylcyclohexanone in the tobacco composition will be apparent to those skilled in this art.
- Example 1 A 10 part portion of cased (but otherwise unflavored) pipe tobacco was impregnated, by spraying, with 0.4 part of a 10% ethanol solution of 2-cyclohexylcyclohexanone. The tobacco mixture was mixed well and then 20 parts of the cased tobacco was blended with the mixture. The resultant mixture, containing 0.13% of cyclohexylcyclohexanone, was stored at ambient temperature for twentyfour hours.
- the tobacco composition had a high natural tobacco fragrance which was almost wine-like. On being smoked in a clean pipe, it possessed a vague mint-like and pleasant flavor and had a clean and fresh aroma.
- Example 2 In a similar manner to that described in Example 1 above, a 10 part portion of cased pipe tobacco (from the same lot) was dressed with 0.4 part of a 10% aqueous black walnut tobacco flavor. The dressed tobacco was blended with 20 parts of cased tobacco and after twentyfour hours the mixture was evaluated. This product had a bland aroma with a vague nut-like character. On being smoked, it possessed a bland flavor and aroma.
- Example 3 well rounded flavor and a rich aroma, free from perfume character.
- Example 4 To serve as a control, a 30 part portion of the same cased tobacco used in the above examples was stored under identical conditions for 24 hours. This control had a bland, pleasant tobacco aroma and on smoking gave a somewhat fiat flavor and aroma.
- 2-cyclohexylcyclohexanone can be used conveniently and effectively to augment the natural tobacco flavor and aroma in aromatized and cased tobaccos. Its effectiveness in this application is the more impressive since on combustion of the treated tobacco composition no adverse flavor effects can be detected.
- 2-cyclohexylcyclohexanone is a colorless to pale yellow liquid having a pleasing odor similar in character to pure racemic menthone with a suggestion of menthol or peppermint.
- 2-cyclohexylcyclohexanone provides a more permanent fragrance when tested on a smelling blotter used in the perfumery art.
- Z-cyclohexylcyclohexanone admixed with essential oils and aromatic chemicals such as menthol and oil of peppermint, has been found not only to augment the fragrance of these substances but also to increase the permanence of these substances.
- 2-cyclohexylcyclohexanone may contain the isomeric 4-cyclohexylcyclohexanone in various amounts.
- the commercially available product may also contain relatively small amounts (i.e. less than 5% by weight) of cyclohexanone, cyclohexanol, and/or cyclohexylcyclohexanol. Such small amounts do not affect the ability of 2-cyclohexylcyclohexanone to augment the flavor and aroma of tobacco compositions and said substances act as non-reactive diluents at worst.
- 4-cyclohexylcyclohexanone can be used in place of, or in admixture with, the more common 2-cyclohexylcyclohexanone with similar results.
- An aromatized tobacco composition comprising cased tobacco containing an added flavorant and a minor amount of cyclohexylcyclohexanone.
- An aromatized tobacco composition comprising cased tobacco containing an added flavorant and from 0.05% to 1% by weight of 2-cyc1ohexylcyclohexanone.
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 O 3,342,186 AROMATIZED TOBACCOS Marvin K. Cook, Brooklyn, N.Y., assignor to Allied Chemical Corporation, New York, N. a corporation of New York No Drawing. Filed Aug. 7, 1964, Ser. No. 388,273 3 Claims. (Cl. ISL-17) ABSTRACT OF THE DISCLOSURE Novel aromatized tobacco compositions containing cyclohexylcyclohexanone which is employed, preferably after the casing step, to augment the flavor and aroma of the tobacco composition.
The present invention relates to novel tobacco compositions. More particularly it relates to aromatized tobacco compositions in which the natural tobacco aroma and flavor are augmented.
Raw or unaged tobacco possesses either a flat straw-like aroma or a sharp odor reminiscent of freshly dried plant material. n burning, it produces a plungent irritating smoke with a harsh bitter flavor. To overcome these defects, most tobaccos are subjected to an aging process during which changes due tochemical reactions, microorganisms or enzymes may occur. As a step in the aging process or subsequent thereto the tobacco may be subjected to a casing operation by which is meant an immersion or a dousing of the tobacco in an aqueous suspension of various additives such as invert sugar, humectants, flavoring constituents such as licorice, chocolate and the like. Such additives are incorporated to improve the flavor, aroma, and storage characteristics of the resultant tobacco compositions. In many instances, the additive impart a flavor or aroma to the tobacco composition which is distinctive. Such distinctive characteristics are often quite different from the natural tobacco flavor and aroma, and hence to some individuals, objectionable.
An object of the present invention is to devise novel tobacco compositions. A further object is to devise novel tobacco compositions in which the natural tobacco flavor and aroma are augmented. A still further object is to devise cased tobacco mixtures in which the natural to bacco and subsidiary flavors are rounded out and which possess no adverse flavor eflects on combustion.
These and other objects of my invention are attained by the incorporation of cyclohexylcyclohexanone in an aged tobacco composition preferably after the casing stage. I have found the 2-cyclohexylcyclohexanone when incorporated in a tobacco composition, either alone or in conjunction with other flavoring and aromatizing additives augments the natural tobacco flavor without imparting a specific note of its own. This is surprising since 2-cyclohcxyclcyclohexanone has a broad basic odor of its own but is Without a well defined character when admixed with tobacco. Moreover, I have found that when used in tobacco compositions containing additives to impart characteristic flavors and aromas, 2-cyclohexylcyclohexanone has the valuable property of enhancing or augmenting these flavors and aromas. This valuable and desirable property of enhancing or augmenting flavored tobacco compositions permits the utilization of less of the usually relatively expensive additives.
The amount of 2-cyclohexylcyclohexanone used is not critical and only minor amounts, amounts of the order of 0.05% by weight are suflicient to enhance the tobacco note of the composition. Usually about 0.1 to 0.2% is used since these amounts are convenient and effective. Larger amounts, of course, may be used but such larger amounts, i.e., 1% or more, are not proportionately more effective and the characteristic odor of 2-cyclohexylcyclohexanone may be noted in compositions containing such relatively large amounts. This odor or aroma may, according to personal preference, be desirable or not.
The addition of 2-cyclohexylcyclohexanone is preferably made to cased tobacco, that is the tobacco after application of the casing sauce which contains various additives such as humectants, sugars, etc. After this casing step, the tobacco either prior to or after cutting or shredding may be treated with a dressing which is generally an alcoholic solution of the various flavoring substances which impart to the tobacco composition note or character distinguishing the particular brand. This dressing may contain essential oils such as anise oil, botanical extracts such as tonka bean extract, animal substances, such as musk, and aromatics, such as anethole, vanillin, menthol and the like. These substances may be readily incorporated with the cased tobacco by spraying an alcoholic solution onto the tobacco. It is convenient and hence preferable to add the desired amount of 2-cyclohexylcyclohexanone to the dressingfsauce and to thereby incorporate the aromatizing additives at this time. Alternative, the 2-cyclohexylcyclohexanone may be added as a solution in an organic solvent or as a suspension in water or aqueous alcohol, to the cased tobacco either before or after the addition of the dressing sauce. Other suitable methods of incorporating 2-cyclohexylcyclohexanone in the tobacco composition will be apparent to those skilled in this art.
The preparation of the novel aromatized tobacco compositions of the present invention will be illustrated by the following examples. It is to be understood however, that these examples are merely illustrative and variations of the details set out therein will be obvious to those skilled in this art. Such variations are considered to be within the scope and spirit of my invention which is to be limited only by the claims appended hereto. The parts and percentages are by weight unless otherwise noted.
Example 1 A 10 part portion of cased (but otherwise unflavored) pipe tobacco was impregnated, by spraying, with 0.4 part of a 10% ethanol solution of 2-cyclohexylcyclohexanone. The tobacco mixture was mixed well and then 20 parts of the cased tobacco was blended with the mixture. The resultant mixture, containing 0.13% of cyclohexylcyclohexanone, was stored at ambient temperature for twentyfour hours. The tobacco composition had a high natural tobacco fragrance which was almost wine-like. On being smoked in a clean pipe, it possessed a vague mint-like and pleasant flavor and had a clean and fresh aroma.
Example 2 In a similar manner to that described in Example 1 above, a 10 part portion of cased pipe tobacco (from the same lot) was dressed with 0.4 part of a 10% aqueous black walnut tobacco flavor. The dressed tobacco was blended with 20 parts of cased tobacco and after twentyfour hours the mixture was evaluated. This product had a bland aroma with a vague nut-like character. On being smoked, it possessed a bland flavor and aroma.
Example 3 well rounded flavor and a rich aroma, free from perfume character.
Example 4 To serve as a control, a 30 part portion of the same cased tobacco used in the above examples was stored under identical conditions for 24 hours. This control had a bland, pleasant tobacco aroma and on smoking gave a somewhat fiat flavor and aroma.
It can thus be seen that 2-cyclohexylcyclohexanone can be used conveniently and effectively to augment the natural tobacco flavor and aroma in aromatized and cased tobaccos. Its effectiveness in this application is the more impressive since on combustion of the treated tobacco composition no adverse flavor effects can be detected.
2-cyclohexylcyclohexanone is a colorless to pale yellow liquid having a pleasing odor similar in character to pure racemic menthone with a suggestion of menthol or peppermint. 2-cyclohexylcyclohexanone provides a more permanent fragrance when tested on a smelling blotter used in the perfumery art. When applied to cellulosic materials, of the type used in cigarette filters, Z-cyclohexylcyclohexanone admixed with essential oils and aromatic chemicals such as menthol and oil of peppermint, has been found not only to augment the fragrance of these substances but also to increase the permanence of these substances.
As obtained commercially, 2-cyclohexylcyclohexanone may contain the isomeric 4-cyclohexylcyclohexanone in various amounts. The commercially available product may also contain relatively small amounts (i.e. less than 5% by weight) of cyclohexanone, cyclohexanol, and/or cyclohexylcyclohexanol. Such small amounts do not affect the ability of 2-cyclohexylcyclohexanone to augment the flavor and aroma of tobacco compositions and said substances act as non-reactive diluents at worst. For the purposes of this invention, 4-cyclohexylcyclohexanone can be used in place of, or in admixture with, the more common 2-cyclohexylcyclohexanone with similar results.
I claim:
1. An aromatized tobacco composition comprising cased tobacco containing an added flavorant and a minor amount of cyclohexylcyclohexanone.
2. An aromatized tobacco composition comprising cased tobacco containing an added flavorant and from 0.05% to 1% by weight of 2-cyc1ohexylcyclohexanone.
3. The process of preparing aromatized tobacco compositions which comprises dressing a cased tobacco composition containing an added flavorant with 2-cyclohexylcyclohexanone, and blending the said mixture.
References Cited UNITED STATES PATENTS 3,111,127 11/1963 Jarboe 131-17 3,144,024 8/1964 Eichwald et al. 131-208 The Flavoring of Tobacco Products from Tobacco (publication), May 8, 1964, pp. 1215 inclusive.
SAMUEL KOREN, Primary Examiner.
MELVIN D. REIN, Examiner.
Claims (1)
1. AN AROMATIZED TOBACCO COMPOSITION COMPRISING CASED TOBACCO CONTAINING AN ADDED FLAVORANT AND A MINOR AMOUNT OF CYCLOHEXYLCYCLOHEXANONE.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US388273A US3342186A (en) | 1964-08-07 | 1964-08-07 | Aromatized tobaccos |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US388273A US3342186A (en) | 1964-08-07 | 1964-08-07 | Aromatized tobaccos |
Publications (1)
Publication Number | Publication Date |
---|---|
US3342186A true US3342186A (en) | 1967-09-19 |
Family
ID=23533417
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US388273A Expired - Lifetime US3342186A (en) | 1964-08-07 | 1964-08-07 | Aromatized tobaccos |
Country Status (1)
Country | Link |
---|---|
US (1) | US3342186A (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3563248A (en) * | 1969-05-16 | 1971-02-16 | Brown & Williamson Tobacco | Tobacco product |
US4827012A (en) * | 1988-02-23 | 1989-05-02 | Basf Corporation | Oxo-ionol carbonates |
US4992106A (en) * | 1988-02-23 | 1991-02-12 | Basf Corporation | Novel oxo-ionol carbonates useful as tobacco flavorants |
US6548474B1 (en) | 1998-06-26 | 2003-04-15 | Takasago International Corporation | Disubstituted cycloalkanones as fragrance materials |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3111127A (en) * | 1961-06-27 | 1963-11-19 | Brown & Williamson Tobacco | Smoking tobacco product and method of making the same |
US3144024A (en) * | 1960-04-11 | 1964-08-11 | Darby Food Corp | Impregnated filter means for tobacco articles |
US3246036A (en) * | 1963-02-28 | 1966-04-12 | Allied Chem | Production of 2-cyclohexylcyclo-hexanone |
-
1964
- 1964-08-07 US US388273A patent/US3342186A/en not_active Expired - Lifetime
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3144024A (en) * | 1960-04-11 | 1964-08-11 | Darby Food Corp | Impregnated filter means for tobacco articles |
US3111127A (en) * | 1961-06-27 | 1963-11-19 | Brown & Williamson Tobacco | Smoking tobacco product and method of making the same |
US3246036A (en) * | 1963-02-28 | 1966-04-12 | Allied Chem | Production of 2-cyclohexylcyclo-hexanone |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3563248A (en) * | 1969-05-16 | 1971-02-16 | Brown & Williamson Tobacco | Tobacco product |
US4827012A (en) * | 1988-02-23 | 1989-05-02 | Basf Corporation | Oxo-ionol carbonates |
US4992106A (en) * | 1988-02-23 | 1991-02-12 | Basf Corporation | Novel oxo-ionol carbonates useful as tobacco flavorants |
US6548474B1 (en) | 1998-06-26 | 2003-04-15 | Takasago International Corporation | Disubstituted cycloalkanones as fragrance materials |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JPS6024172A (en) | Production of tobacco flavor | |
SU988175A3 (en) | Method for changing, modifying and boosting scent and/or taste of food products | |
CN108618192A (en) | A kind of 15 are formulated electronic cigarette tobacco tar and preparation method thereof | |
US3342186A (en) | Aromatized tobaccos | |
CN111329103B (en) | Electronic cigarette spice composition with Tie Guanyin tea aroma characteristics, electronic cigarette liquid and application of electronic cigarette spice composition and electronic cigarette liquid | |
US3890981A (en) | Novel process for altering the organoleptic properties of tobacco using one or more alpha-pyrones and process | |
US3903900A (en) | Tobacco articles and compositions containing 1,2-cyclohexanedione and methods for producing same | |
CN111358035A (en) | Cigarette cream fragrance base and application thereof | |
US3917870A (en) | Enhancing grape flavor with 2-phenyl-3-carboethoxyfuran and bis (cyclohexyl) disulfide | |
US4071034A (en) | 2-Alkyl-4-phenyl-dihydropyrans and processes for augmenting the organoleptic properties of tobacco using one or more of said pyrans | |
JP2548061B2 (en) | Diterpenoid alcohol for flavoring | |
US3861403A (en) | Novel tobacco product comprising one or more alpha-pyrones | |
DE2019252B2 (en) | TOBACCO PRODUCT FLAVORED WITH ALKYL PYRIDE DERIVATIVES | |
US3875307A (en) | Flavoring foodstuffs with a mixture containing 1,2 cyclohexanedione | |
US4115406A (en) | 2-Alkyl-4-phenyl-dihydropyrans and processes for augmenting the organoleptic properties of foodstuffs and tobacco using one or more of said pyrans | |
US3782391A (en) | {62 -methylvaleric acid alkyl esters as tobacco flavorants | |
US3991214A (en) | Flavoring composition for foodstuff or chewing gum containing 2-phenyl-3-carboethoxyfuran and process for flavoring | |
US3559656A (en) | Tobacco product | |
JPS59183680A (en) | Improvement of tobacco smoking taste | |
US3372701A (en) | Tobacco | |
US2969795A (en) | Casing compositions | |
US3545452A (en) | Tobacco product including releasable flavorant | |
US2872360A (en) | Tobacco | |
RU2031608C1 (en) | Smoking tobacco aromatizing composition | |
CN111518619B (en) | Functional group for highlighting fragrance characteristics of cigarettes and application thereof |