IP Library › Granted Patent US 12,342,847
Granted Patent B2
US 12,342,847 · App. 16/568,003 · Granted Jul 1, 2025

Oral product with cellulosic flavor stabilizer

Inventors: Christopher Keller (Advance, NC); Thomas H. Poole (Winston-Salem, NC); Ronald K. Hutchens (East Bend, NC); Anthony R. Gerardi (Winston-Salem, NC)
Assignee: NICOVENTURES TRADING LIMITED
A24B15/403A24B9/00A24B13/00A24B15/183
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Quick Facts
Patent No.
US 12,342,847
App. No.
16/568,003
Granted
Jul 1, 2025
Kind
B2
Abstract

The disclosure provides products configured for oral use, the products including a mixture of a particulate filler component, a cellulose derivative, water, and one or more flavoring agents. The products exhibit greater stability over time with respect to flavor component concentration than comparative products which do not contain a cellulose derivative.

Claims (47)

1. A product configured for oral use, the product comprising a mixture comprising:

from about 10 to about 60% by weight of microcrystalline cellulose;

from about 1 to about 5% by weight of a cellulose derivative selected from the group consisting of methylcellulose, hydroxyethyl cellulose, hydroxypropylcellulose (HPC), hydroxypropylmethylcellulose (HPMC), carboxymethylcellulose (CMC), and combinations thereof;

water in an amount from about 10 to about 50% by weight, based on the total weight of the mixture; and

one or more flavoring agents.

2. The product of claim 1 , wherein the cellulose derivative is hydroxypropylcellulose (HPC).

3. The product of claim 1 , wherein the one or more flavoring agents comprises a compound having a carbon-carbon double bond, a carbon-oxygen double bond, a carbon-oxygen single bond, or a combination thereof.

4. The product of claim 1 , wherein the one or more flavoring agents comprises one or more aldehydes, ketones, esters, terpenes, terpenoids, or a combination thereof.

5. The product of claim 1 , wherein the one or more flavoring agents comprises one or more esters.

6. The product of claim 5 , wherein the one or more esters are alkyl esters comprising a C 1 -C 8 alkanol and a C 2 -C 8 alkane carboxylic acid.

7. The product of claim 5 , wherein the one or more esters comprise isoamyl acetate, ethyl hexanoate, ethyl heptanoate, allyl hexanoate, or a combination thereof.

8. The product of claim 2 , wherein the cellulose derivative is HPC, present in an amount by weight from about 1 to about 3%.

9. The product of claim 1 , wherein the mixture further comprises one or more salts, one or more organic acids, one or more sweeteners, one or more binding agents, one or more humectants, one or more gums, one or more active ingredients, a tobacco material, or combinations thereof.

10. The product of claim 1 , wherein the mixture further comprises one or more active ingredients selected from the group consisting of a nicotine component, botanicals, stimulants, amino acids, vitamins, and cannabinoids.

11. The product of claim 1 , wherein the mixture further comprises from about 0.001 to about 10% by weight of a nicotine component, calculated as the free base and based on the total weight of the mixture.

12. The product of claim 1 , wherein the mixture further comprises from about 0.1 to about 0.5% by weight of one or more organic acids, based on the total weight of the mixture.

13. The product of claim 12 , wherein the one or more organic acids is an alkyl carboxylic acid, an aryl carboxylic acid, or a combination of any thereof.

14. The product of claim 12 , wherein the one or more organic acids is citric acid, malic acid, tartaric acid, octanoic acid, benzoic acid, a toluic acid, salicylic acid, or a combination thereof.

15. The product of claim 12 , wherein the one or more organic acids is citric acid.

16. The product of claim 1 , wherein the mixture further comprises a tobacco material.

17. The product of claim 16 , wherein the mixture comprises no more than about 10% by weight of the tobacco material, excluding any nicotine component present, based on the total weight of the mixture.

18. The product of claim 16 , wherein the tobacco material is a bleached tobacco.

19. The product of claim 1 wherein the mixture comprises no more than about 7.5 percent of alkali metal salt, based on the total weight of the mixture.

20. The product of claim 1 , wherein the mixture is enclosed in a pouch to form a pouched product, the mixture optionally being in a free-flowing particulate form.

21. The product of claim 1 , wherein, when measured at a time period of 1 day after preparation, the product has a concentration of one or more flavoring agents present which is greater than a concentration of the same one or more flavoring agents present in a control product which does not include the cellulose derivative, as determined by semi-quantitative Gas Chromatography-Mass Spectrometry.

22. The product of claim 1 , wherein when measured at a time period of one or more of 2 days, 1 week, 2 weeks, 3 weeks, or 1 month after preparation, the product has a concentration of one or more flavoring agents present which is greater than a concentration of the same one or more flavoring agents present in a control product which does not include the cellulose derivative, as determined by semi-quantitative Gas Chromatography-Mass Spectrometry.

23. A method of stabilizing a product configured for oral use, the method comprising:

i) mixing one or more flavoring agents with a cellulose derivative selected from the group consisting of methylcellulose, hydroxyethyl cellulose,

hydroxypropylcellulose (HPC), hydroxypropylmethylcellulose (HPMC),

carboxymethylcellulose (CMC), and combinations thereof to form a first mixture; and

ii) mixing the first mixture with microcrystalline cellulose and water to form the product, wherein the product comprises the water in an amount from about 10 to about 50% by weight, from about 1 to about 5% by weight of the cellulose derivative, and about 10 to about 60% by weight of the microcrystalline cellulose, based on the total weight of the product.

24. The method of claim 23 , wherein the cellulose derivative is hydroxypropylcellulose (HPC).

25. The method of claim 23 , wherein the one or more flavoring agents comprise one or more aldehydes, ketones, esters, terpenes, terpenoids, or a combination thereof.

26. The method of claim 23 , wherein the one or more flavoring agents comprise one or more esters.

27. The method of claim 26 , wherein the one or more esters are alkyl esters comprising a C 1 -C 8 alkanol and a C 2 -C 8 alkyl carboxylic acid.

28. The method of claim 26 , wherein the one or more esters comprise isoamyl acetate, ethyl hexanoate, ethyl heptanoate, allyl hexanoate, or a combination thereof.

29. The method of claim 23 , wherein mixing the first mixture with the microcrystalline cellulose further comprises adding one or more salts, one or more sweeteners, one or more binding agents, one or more humectants, one or more gums, one or more active ingredients, a tobacco material, or combinations thereof.

30. The method of claim 23 , wherein mixing the first mixture with the microcrystalline cellulose further comprises adding one or more active ingredients selected from the group consisting of a nicotine component, botanicals, stimulants, amino acids, vitamins, and cannabinoids.

31. The method of claim 23 , further comprising adding from about 0.001 to about 10% by weight of a nicotine component, calculated as the free base and based on the total weight of the product.

32. The method of claim 23 , further comprising adding from about 0.1 to about 0.5% by weight of one or more organic acids, based on the total weight of the product.

33. The method of claim 32 , wherein the one or more organic acids is an alkyl carboxylic acid, an aryl carboxylic acid, or a combination of any thereof.

34. The method of claim 32 , wherein the one or more organic acids is citric acid, malic acid, tartaric acid, octanoic acid, benzoic acid, a toluic acid, salicylic acid, or a combination thereof.

35. The method of claim 32 , wherein the one or more organic acids is citric acid.

36. The method of claim 23 , further comprising enclosing the product in a pouch to form a pouched product, the product optionally being in a free-flowing particulate form.

37. The method of claim 23 , wherein, when measured at a time period of 1 day after preparation, the product has a concentration of one or more flavoring agents present which is greater than a concentration of the same one or more flavoring agents present in a control product which does not include the cellulose derivative, as determined by semi-quantitative Gas Chromatography-Mass Spectrometry.

38. The method of claim 37 , wherein when measured at a time period of one or more of 2 days, 1 week, 2 weeks, 3 weeks, or 1 month after preparation, the product has a concentration of one or more flavoring agents present which is greater than a concentration of the same one or more flavoring agents present in a control product which does not include the cellulose derivative, as determined by semi-quantitative Gas Chromatography-Mass Spectrometry.

39. A product configured for oral use, the product prepared by the method of claim 23 .

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 4, 2021
From: R.J. REYNOLDS TOBACCO COMPANY
To: NICOVENTURES TRADING LIMITED
Reel/Frame 056749/0466 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 2, 2019
From: KELLER, CHRISTOPHER; POOLE, THOMAS H.; HUTCHENS, RONALD K.; GERARDI, ANTHONY R.
To: R.J. REYNOLDS TOBACCO COMPANY
Reel/Frame 050601/0549 →
Continuity (1)
Related Publication 20210068446A1 · Mar 11, 2021
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