IP Library Granted Patent US 11,202,470
Granted Patent B2
US 11,202,470 · App. 14/284,194 · Granted Dec 21, 2021

Compositions, devices, and methods for nicotine aerosol delivery

Inventors: Joshua Rabinowitz (Princeton, NJ); Mark Scatterday (Scottsdale, AZ)
Assignee: NJOY, Inc.
A24F40/50A24B15/16A24B15/167A24F40/10
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Quick Facts
Patent No.
US 11,202,470
App. No.
14/284,194
Granted
Dec 21, 2021
Kind
B2
Abstract

The present disclosure generally relates to compositions, and related devices and methods, useful in vaporizing devices such as electronic cigarettes. The composition may comprise nicotine, at least one solvent, and at least one ion pairing agent, and may be vaporized to form a condensation aerosol, wherein inhalation of the aerosol allows for deposition of nicotine with the respiratory system, including deep lung deposition. The vaporizing device may comprise a vaporization unit, a battery, and an integrated circuit coupled to the battery, wherein the integrated circuit is configured to control the battery for rapid initial vaporization without overheating, producing thermal degradation products, or draining battery energy. The battery may operate with pulse width modulation for at least a portion of the time the vaporizing device is being used.

Claims (43)

1. A liquid composition comprising nicotine, at least one solvent, and at least one ion pairing agent comprising lactic acid;

wherein the lactic acid has a molar ratio with respect to nicotine ranging from about 2:3 to about 1:1; and

wherein vaporization and condensation of the composition with an electronic cigarette comprising a battery and a heating element, produces an aerosol having a gas phase and a particulate phase;

wherein at least 85% of the nicotine by weight in the aerosol is partitioned into the particulate phase;

wherein a pH of the composition is within a range of about pH 7 to about pH 8; and

wherein the at least one solvent comprises from about 44% to about 48% glycerol and from about 44% to about 48% propylene glycol by weight with respect to the total weight of the composition.

2. The composition of claim 1 , wherein the nicotine is not in free base form.

3. The composition of claim 1 , wherein a pH of the aerosol is ±0.3 pH of the pH of the composition.

4. The composition of claim 1 , further comprising at least one agent chosen from menthol, a tobacco alkaloid compound, a preservative, or a combination thereof, wherein the at least one agent has a molar ratio with respect to nicotine ranging from about 1:200 to about 1:2.

5. The composition of claim 1 , comprising from about 1.5% to about 6.0% nicotine.

6. The composition of claim 5 , further comprising from about 0.1% to about 3.0% of at least one agent chosen from menthol, a tobacco alkaloid compound, a non-tobacco flavor, or a combination thereof, by weight with respect to the total weight of the composition.

7. A liquid composition comprising nicotine, at least one solvent, and at least one ion pairing agent comprising lactic acid,

wherein the lactic acid has a molar ratio with respect to nicotine of about 5:6,

wherein vaporization and condensation of the composition with an electronic cigarette comprising a battery and a heating element produces an aerosol having a gas phase and a particulate phase,

wherein at least 85% of the nicotine by weight in the aerosol is partitioned into the particulate phase,

wherein a pH of the composition is within a range of about pH 7 to about pH 8; and

wherein the at least one solvent comprises from about 44% to about 48% glycerol and from about 44% to about 48% propylene glycol by weight with respect to the total weight of the composition.

8. A liquid composition comprising nicotine, at least one solvent, at least one ion pairing agent comprising lactic acid, and at least one agent chosen from chosen from menthol, a tobacco alkaloid compound, a non-tobacco flavor, or a combination thereof;

wherein the lactic acid has a molar ratio with respect to nicotine ranging from about 2:3 to about 1:1, and the at least one agent has a molar ratio with respect to nicotine ranging from about 1:200 to about 1:2;

wherein vaporization and condensation of the composition with an electronic cigarette comprising a battery and a heating element produces an aerosol having a gas phase and a particulate phase;

wherein at least 85% of the nicotine by weight in the aerosol to be partitioned into the particulate phase;

wherein a pH of the composition is within a range of about pH 7 to about pH 8; and

wherein the at least one solvent comprises from about 44% to about 48% glycerol and from about 44% to about 48% propylene glycol by weight with respect to the total weight of the composition.

9. The composition of claim 1 , wherein the composition comprises about 6.0% nicotine by weight with respect to the total weight of the composition.

10. The composition of claim 4 , wherein the composition comprises less than about 2% by weight of the at least one agent.

11. The composition of claim 7 , further comprising about 0.1% to about 3.0% of at least one agent chosen from menthol, a tobacco alkaloid compound, a non-tobacco flavor, or a combination thereof, by weight with respect to the total weight of the composition.

12. The composition of claim 7 , wherein the composition comprises about 4.5% or about 6.0% nicotine by weight with respect to the total weight of the composition.

13. The composition of claim 7 , wherein the composition comprises about 1.0% or about 1.5% nicotine by weight with respect to the total weight of the composition.

14. The composition of claim 8 , wherein the at least one agent comprises menthol, at least one tobacco alkaloid chosen from nornicotine, myosmine, anabasine, nicotyrine, metanicotine, anatabine, nornicotyrine, or continine, or a combination thereof.

15. The composition of claim 8 , wherein the at least one agent comprises menthol, and the molar ratio of menthol to nicotine is about 1:100 to about 1:50.

16. The composition of claim 8 , wherein the molar ratio of lactic acid to nicotine ranges from about 3:4 to about 5:6.

17. A composition comprising:

from about 1.5% to about 6.0% nicotine by weight with respect to the total weight of the composition;

lactic acid, wherein a molar ratio of the lactic acid with respect to nicotine ranges from about 2:3 to about 1:1;

at least one agent chosen from menthol, a tobacco alkaloid compound, a non-tobacco flavor, or a combination thereof, the at least one agent having a molar ratio relative to nicotine of about 1:50 to about 1:400; and

at least one solvent comprising from about 44% to about 48% glycerol and from about 44% to about 48% propylene glycol by weight with respect to the total weight of the composition;

wherein vaporization and condensation of the composition with an electronic cigarette comprising a battery and a heating element produces an aerosol having a gas phase and a particulate phase;

wherein at least 85% of the nicotine by weight in the aerosol is partitioned into the particulate phase; and

wherein a pH of the composition is within a range of about pH 7 to about pH 8.

18. The method of claim 1 , wherein the at least one solvent comprises about 45% glycerol and about 45% polyethylene glycol by weight with respect to the total weight of the composition.

19. The method of claim 7 , wherein the at least one solvent comprises about 45% glycerol and about 45% polyethylene glycol by weight with respect to the total weight of the composition.

20. The method of claim 8 , wherein the at least one solvent comprises about 45% glycerol and about 45% polyethylene glycol by weight with respect to the total weight of the composition.

21. The method of claim 17 , wherein the at least one solvent comprises about 45% glycerol and about 45% polyethylene glycol by weight with respect to the total weight of the composition.

Assignments (14)
TERMINATION AND RELEASE OF SECURITY INTEREST IN INTELLECTUAL PROPERTY Recorded Jun 1, 2023
From: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
To: NJOY, LLC
Reel/Frame 063822/0114 →
COURT ORDER - RELEASE OF REEL/FRAME 036889/0542 Recorded Mar 1, 2023
From: HOMEWOOD NJOY SERVICES LLC
To: NJOY, LLC; NJOY, INC.
Reel/Frame 062913/0123 →
COURT ORDER - RELEASE OF REEL/FRAME 036584/0941 Recorded Mar 1, 2023
From: FLFC LENDING CO.
To: NJOY, LLC; NJOY, INC.
Reel/Frame 062913/0158 →
CORRECTIVE ASSIGNMENT TO CORRECT THE THE ASSIGNEEN NAME PREVIOUSLY RECORDED AT REEL: 058021 FRAME: 0206. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Mar 22, 2022
From: SCATTERDAY, MARK
To: NJOY, LLC
Reel/Frame 059468/0823 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 4, 2021
From: SCATTERDAY, MARK
To: NJOY, INC.
Reel/Frame 058021/0206 →
CORRECTIVE ASSIGNMENT TO CORRECT THE INCORRECTLY ENTERED THE CONVEYING PARTY DATA AND RECEIVING PARTY DATA PREVIOUSLY RECORDED ON REEL 051208 FRAME 0430. ASSIGNOR(S) HEREBY CONFIRMS THE SECURITY INTEREST. Recorded Dec 10, 2019
From: NJOY, LLC
To: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 051243/0836 →
SECURITY INTEREST Recorded Dec 6, 2019
From: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
To: NJOY, LLC
Reel/Frame 051208/0430 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 25, 2017
From: NJOY, INC.
To: HOMEWOOD NJOY ACQUISITION, LLC
Reel/Frame 042573/0574 →
CHANGE OF NAME Recorded May 25, 2017
From: HOMEWOOD NJOY ACQUISITION, LLC
To: NJOY, LLC
Reel/Frame 042577/0199 →
RELEASE OF SECURITY INTEREST RECORDED AT REEL/FRAME 036724/0053 Recorded Oct 27, 2015
From: CGP MANAGERS, L.L.C., AS AGENT
To: NJOY, INC.
Reel/Frame 036967/0126 →
SECURITY INTEREST Recorded Oct 27, 2015
From: NJOY, INC.
To: HOMEWOOD NJOY SERVICES LLC
Reel/Frame 036889/0542 →
SECURITY INTEREST Recorded Oct 5, 2015
From: NJOY, INC.
To: CGP MANAGERS, L.L.C., AS AGENT
Reel/Frame 036724/0053 →
ASSIGNMENT OF PATENT SECURITY INTEREST Recorded Sep 10, 2015
From: VICTORY PARK MANAGEMENT, LLC; NJOY, INC., A DELAWARE CORPORATION
To: FLFC LENDING CO.
Reel/Frame 036584/0941 →
SECURITY INTEREST Recorded Mar 5, 2015
From: NJOY, INC.
To: VICTORY PARK MANAGEMENT, LLC, AS AGENT
Reel/Frame 035098/0050 →
Continuity (5)
Provisional Application 61971340 · Mar 27, 2014
Provisional Application 61969650 · Mar 24, 2014
Provisional Application 61856374 · Jul 19, 2013
Provisional Application 61826318 · May 22, 2013
Related Publication 20140345635A1 · Nov 27, 2014
Cited By (2)
US 50,713 US 12,279,649