Compositions comprising non-crystalline forms of cannabidiol

Patent metadata

Field	Value
Publication number	US-12201605-B2
Application number	US-202117306713-A
Country	US
Kind code	B2
Filing date	May 3, 2021
Priority date	Apr 26, 2019
Publication date	Jan 21, 2025
Grant date	Jan 21, 2025

Abstract

Various aspects of this patent document relate to liquid compositions comprising cannabidiol, which have either freezing points or glass-liquid transition temperatures less than the melting point of pure cannabidiol.

First claim

What is claimed is:

1. A composition, comprising cannabidiol at a concentration of at least 50 and no greater than 99.5 percent by mass and one or more solutes selected from terpenes, terpene alcohols, and terpenoids at a combined concentration of at least 0.5 and no greater than 40 percent by mass, wherein:
the one or more solutes are dissolved in the cannabidiol;
the composition has a freezing point; and
the freezing point is less than 21 degrees Celsius.

2. The composition of claim 1 , wherein the composition comprises the cannabidiol at a concentration of at least 75 and no greater than 99 percent by mass.

3. The composition of claim 1 , wherein the composition lacks tetrahydrocannabinol at a concentration greater than 0.3 percent by mass.

4. The composition of claim 1 , wherein:
the composition comprises tetrahydrocannabinol at a concentration greater than 0.3 percent by mass;
the tetrahydrocannabinol is dissolved in the cannabidiol; and
the composition comprises the cannabidiol and the tetrahydrocannabinol at a ratio of at least 3:1 and no greater than 200:1 by mass.

5. The composition of claim 1 , comprising (6aS,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol at a concentration of at least 0.05 and no greater than 5 percent by mass, wherein the (6aS,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol is dissolved in the cannabidiol.

6. The composition of claim 1 , wherein the composition comprises molecules that each have a boiling point of less than 182 degrees Celsius at a combined concentration of at least 95 percent by mass.

7. The composition of claim 1 , wherein the composition lacks propylene glycol, glycerol, triglycerides, phospholipids, fatty acids, and waxes at a combined concentration greater than 5 percent by mass.

8. The composition of claim 1 , wherein the composition is a liquid; the composition has a viscosity; and the viscosity is less than 100 pascal-seconds at a temperature of 21 degrees Celsius.

9. The composition of claim 1 , wherein the one or more solutes comprise one or more of alpha-bisabolol, alpha-phellandrene, alpha-pinene, alpha-terpinene, alpha-terpineol, beta-caryophyllene, beta-pinene, borneol, cadinene, camphene, camphor, caryophyllene oxide, citral, citronellol, delta-3-carene, eucalyptol, eugenol, gamma-terpinene, geraniol, guaiol, humulene, isopulegol, limonene, linalool, myrcene, nerol, nerolidol, ocimene, para-cymene, phytol, pulegone, terpineol, terpinolene, and valencene at a combined concentration of at least 0.5 and no greater than 40 percent by mass.

10. The composition of claim 1 , wherein:
the composition comprises the cannabidiol at a concentration of at least 65 and no greater than 99 percent by mass;
the composition lacks crystals of cannabidiol;
the composition comprises tetrahydrocannabinol at a concentration greater than 0.3 percent by mass;
the tetrahydrocannabinol is dissolved in the cannabidiol;
the composition comprises the cannabidiol and the tetrahydrocannabinol at a ratio of at least 3:1 and no greater than 200:1 by mass;
the one or more solutes comprise one or more of alpha-bisabolol, beta-caryophyllene, guaiol, humulene, limonene, myrcene, and terpinolene at a combined concentration of at least 0.5 and no greater than 35 percent by mass;
the composition comprises molecules that each have a boiling point of less than 182 degrees Celsius at a combined concentration of at least 95 percent by mass;
the composition lacks propylene glycol, glycerol, triglycerides, phospholipids, fatty acids, and waxes at a combined concentration greater than 5 percent by mass; and
the composition is a liquid, the composition has a viscosity, and the viscosity is at least 50 millipascal-seconds and no greater than 50 pascal-seconds at a temperature of 21 degrees Celsius.

11. A composition, comprising cannabidiol at a concentration of at least 50 and no greater than 99.5 percent by mass and one or more solutes selected from terpenes, terpene alcohols, and terpenoids at a combined concentration of at least 0.5 and no greater than 40 percent by mass, wherein:
the one or more solutes are dissolved in the cannabidiol;
the composition lacks a freezing point;
the composition has a glass-liquid transition temperature; and
the glass-liquid transition temperature is less than 21 degrees Celsius.

12. The composition of claim 11 , wherein the composition comprises cannabidiol at a concentration of at least 75 and no greater than 99 percent by mass.

13. The composition of claim 11 , wherein the composition lacks tetrahydrocannabinol at a concentration greater than 0.3 percent by mass.

14. The composition of claim 11 , wherein:
the composition comprises tetrahydrocannabinol at a concentration greater than 0.3 percent by mass;
the tetrahydrocannabinol is dissolved in the cannabidiol; and
the composition comprises the cannabidiol and the tetrahydrocannabinol at a ratio of at least 3:1 and no greater than 200:1 by mass.

15. The composition of claim 11 , comprising (6aS,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol at a concentration of at least 0.05 and no greater than 5 percent by mass, wherein the (6aS,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol is dissolved in the cannabidiol.

16. The composition of claim 11 , wherein the composition comprises molecules that each have a boiling point of less than 182 degrees Celsius at a combined concentration of at least 95 percent by mass.

17. The composition of claim 11 , wherein the composition lacks propylene glycol, glycerol, triglycerides, phospholipids, fatty acids, and waxes at a combined concentration greater than 5 percent by mass.

18. The composition of claim 11 , wherein the composition is a liquid; the composition has a viscosity; and the viscosity is less than 100 pascal-seconds at a temperature of 21 degrees Celsius.

19. The composition of claim 11 , wherein the one or more solutes comprise one or more of alpha-bisabolol, alpha-phellandrene, alpha-pinene, alpha-terpinene, alpha-terpineol, beta-caryophyllene, beta-pinene, borneol, cadinene, camphene, camphor, caryophyllene oxide, citral, citronellol, delta-3-carene, eucalyptol, eugenol, gamma-terpinene, geraniol, guaiol, humulene, isopulegol, limonene, linalool, myrcene, nerol, nerolidol, ocimene, para-cymene, phytol, pulegone, terpineol, terpinolene, and valencene at a combined concentration of at least 0.5 and no greater than 40 percent by mass.

20. The composition of claim 11 , wherein:
the composition comprises cannabidiol at a concentration of at least 65 and no greater than 99 percent by mass;
the composition lacks crystals of cannabidiol;
the composition comprises tetrahydrocannabinol at a concentration greater than 0.3 percent by mass;
the tetrahydrocannabinol is dissolved in the cannabidiol;
the composition comprises the cannabidiol and the tetrahydrocannabinol at a ratio of at least 3:1 and no greater than 200:1 by mass;
the one or more solutes comprise one or more of alpha-bisabolol, beta-caryophyllene, guaiol, humulene, limonene, myrcene, and terpinolene at a combined concentration of at least 0.5 and no greater than 35 percent by mass;
the composition comprises molecules that each have a boiling point of less than 182 degrees Celsius at a combined concentration of at least 95 percent by mass;
the composition lacks propylene glycol, glycerol, triglycerides, phospholipids, fatty acids, and waxes at a combined concentration gre

Assignees

• Natural Extraction Sys Llc

Inventors

• Malcolm Nixon

Classifications

• A61K36/3482

  Cannabis · CPC title

• A61K31/658 Primary

  o-phenolic cannabinoids, e.g. cannabidiol, cannabigerolic acid, cannabichromene or tetrahydrocannabinol · CPC title

• A61K36/348

  Cannabaceae · CPC title

• A61K36/5777

  Theobroma, e.g. cocao or cocoa · CPC title

• A61K36/3486

  Humulus · CPC title