IP Library Granted Patent US 12,369,617
Granted Patent B2
US 12,369,617 · App. 17/845,350 · Granted Jul 29, 2025

Metal oxide-based gel nicotine compositions

Inventors: Kristopher P. Diokno (San Jose, CA); Namhey Lee (Hayward, CA); Christopher W. Lim (Fremont, CA)
Assignee: JUUL Labs, Inc.
A24B15/243A24B15/167A24B15/287A24F40/10B01J13/0052
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Quick Facts
Patent No.
US 12,369,617
App. No.
17/845,350
Granted
Jul 29, 2025
Kind
B2
Abstract

Provided herein, inter alia, are compositions including sol-gels and nicotine. The compositions are readily prepared and stored in cartridges or used directly in a device for delivering nicotine to a user.

Claims (30)

1. A composition comprising:

a sol-gel matrix comprising a metal oxide; and

nicotine or a salt thereof dispersed within the sol-gel matrix,

wherein the sol-gel matrix is derived from a titanium-containing precursor selected from the group consisting of titanium tetraethoxide and titanium tetrabutoxide.

2. The composition of claim 1 , wherein the sol-gel matrix further comprises an organic polymeric additive.

3. The composition of claim 2 , wherein the organic polymeric additive is selected from the group consisting of a chitosan, a polyacrylic acid, a polyvinylidene fluoride, a polyacrylic acid salt, a polyvinyl alcohol, a 2-(diethylamino)ethyl methacrylate, and a poly(methacrylic acid) salt.

4. The composition of claim 1 , wherein the sol-gel matrix further comprises an organic acid.

5. The composition of claim 4 , wherein the organic acid is selected from the group consisting of benzoic acid, pyruvic acid, salicylic acid, levulinic acid, succinic acid, citric acid, malic acid, formic acid, acetic acid, propionic acid, butyric acid, valeric acid, caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, linoleic acid, linolenic acid, phenylacetic acid, tartaric acid, lactic acid, malonic acid, fumaric acid, finnaric acid, gluconic acid, saccharic acid, sorbic acid, and malonic acid.

6. The composition of claim 1 , wherein the sol-gel matrix further comprises a humectant, a flavorant, or both.

7. The composition of claim 6 , wherein the humectant comprises propylene glycol, glycerin, or any combination thereof.

8. A composition made by a process comprising:

providing a sol-gel matrix precursor in a solvent, wherein the sol-gel matrix precursor comprises a metal oxide and is derived from a titanium-containing precursor selected from the group consisting of titanium tetraethoxide and titanium tetrabutoxide; and

adding a solution of nicotine to the sol-gel matrix precursor;

wherein the sol-gel matrix precursor, the solution of nicotine, or both comprise water.

9. The composition of claim 8 , further comprising heating the sol-gel matrix precursor in the presence of at least one acid or base prior to adding the solution of nicotine.

10. The composition of claim 9 , wherein the heated sol-gel matrix precursor is allowed to cool prior to adding the solution of nicotine.

11. The composition of claim 2 , wherein an amount of the organic polymeric additive is in a range from about 4% to about 6% by volume of the composition.

12. The composition of claim 7 , wherein the propylene glycol, glycerin, or combinations thereof comprises less than 50% w/w of the composition.

13. The composition of claim 7 , wherein the propylene glycol, glycerin, or combinations thereof comprises less than 10% w/w of the composition.

14. The composition of claim 7 , wherein the propylene glycol, glycerin, or combinations thereof comprises less than 1% w/w of the composition.

15. The composition of claim 1 , wherein the composition has a melting point below 250° C.

16. The composition of claim 1 , wherein the sol-gel matrix has a density of 0.5 g/cm 3 to 1.5 g/cm 3 .

17. The composition of claim 1 , wherein nicotine is present in an amount from 0.01% by weight of the composition to about 10% by weight of the composition.

18. The composition of claim 8 , wherein the sol-gel matrix precursor, the solution of nicotine, or both comprise an organic acid.

19. A process comprising:

providing a sol-gel matrix precursor in a solvent, wherein the sol-gel matrix precursor comprises a metal oxide and is derived from a titanium-containing precursor selected from the group consisting of titanium tetraethoxide and titanium tetrabutoxide;

adding at least one acid or base to the sol-gel matrix precursor to form a mixture;

wherein the mixture further comprises water;

heating the mixture; and

adding a nicotine solution to the heated mixture after a period of allowing the heated mixture to cool.

Assignments (8)
RELEASE OF SECURITY INTEREST Recorded Oct 17, 2024
From: ALTER DOMUS (US) LLC
To: JUUL LABS, INC.; VMR PRODUCTS LLC; ENVENIO INC.
Reel/Frame 069185/0228 →
SECURITY INTEREST Recorded Jul 11, 2023
From: JUUL LABS, INC.; VMR PRODUCTS LLC; ENVENIO INC.
To: ALTER DOMUS (US) LLC
Reel/Frame 064252/0225 →
CORRECTIVE ASSIGNMENT TO CORRECT THE THE ASSIGNEE ADDRESS PREVIOUSLY RECORDED AT REEL: 062114 FRAME: 0196. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Dec 23, 2022
From: JUUL LABS, INC.
To: JLI NATIONAL SETTLEMENT TRUST
Reel/Frame 062214/0142 →
SECURITY INTEREST Recorded Dec 10, 2022
From: JUUL LABS, INC.
To: JLI NATIONAL SETTLEMENT TRUST
Reel/Frame 062114/0195 →
SECURITY INTEREST Recorded Sep 30, 2022
From: JUUL LABS, INC.
To: ALTER DOMUS (US) LLC
Reel/Frame 061578/0865 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 27, 2022
From: DIOKNO, KRISTOPHER P.; LEE, NAMHEY; LIM, CHRISTOPHER W.
To: JUUL LABS, INC.
Reel/Frame 060319/0501 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 27, 2022
From: DIOKNO, KRISTOPHER P.; LEE, NAMHEY; LIM, CHRISTOPHER W.
To: JUUL LABS, INC.
Reel/Frame 060319/0542 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 27, 2022
From: DIOKNO, KRISTOPHER P.; LEE, NAMHEY; LIM, CHRISTOPHER W.
To: JUUL LABS, INC.
Reel/Frame 060319/0205 →