IP Library › Granted Patent US 11,351,476
Granted Patent B2
US 11,351,476 · App. 16/781,330 · Granted Jun 7, 2022

Method for chemical separation of cannabinoids

Inventor: Alex Goodnough (Ferndale, MI)
Assignee: AGRIFY CORPORATION
B01D11/0492C07C65/17C07D311/80C07C51/573
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Quick Facts
Patent No.
US 11,351,476
App. No.
16/781,330
Granted
Jun 7, 2022
Kind
B2
Abstract

A method for chemical separation of cannabinoids includes: (i) providing a starting organic solvent solution that contains a mixture of cannabinoid acids, (ii) using an aqueous basic solution to remove a portion of the cannabinoid acids from the mixture of cannabinoid acids in the starting organic solvent solution by converting the portion of the cannabinoid acids to cannabinoid carboxylate salts that solubilize in the an aqueous basic solution, (iii) separating the aqueous basic solution in (ii) from the starting organic solvent, (iv) combining the aqueous solution from (iii) with new organic solvent to produce a combined solution, (v) acidifying the combined solution to extract the cannabinoid acids from the aqueous solution to the organic solvent, (vi) separating the organic solvent of (v) from the aqueous solution, and (vii) evaporating the organic solvent of (vi) to leave product cannabinoid acids.

Claims (35)

1. A method for chemical separation of cannabinoids, the method comprising:

i) providing a starting organic solvent solution that contains a mixture of cannabinoid acids;

ii) using an aqueous basic solution to remove a portion of the cannabinoid acids from the mixture of cannabinoid acids in the starting organic solvent solution by converting the portion of the cannabinoid acids to cannabinoid carboxylate salts that solubilize in the aqueous basic solution;

iii) separating the aqueous basic solution in (ii) from the starting organic solvent;

iv) combining the aqueous solution from (iii) with new organic solvent to produce a combined solution;

v) acidifying the combined solution to extract the cannabinoid acids from the aqueous solution to the organic solvent;

vi) separating the organic solvent of (v) from the aqueous solution; and

vii) evaporating the organic solvent of (vi) to leave product cannabinoid acids.

2. The method as recited in claim 1 , wherein the starting organic solvent solution includes a non-polar solvent and a polar solvent.

3. The method as recited in claim 2 , wherein the non-polar solvent is hexane and the polar solvent is ethyl acetate.

4. The method as recited in claim 1 , wherein the aqueous basic solution of (ii) is aqueous sodium hydroxide.

5. The method as recited in claim 4 , wherein the aqueous sodium hydroxide is at least 1 M.

6. The method as recited in claim 1 , wherein the separating in (iii) and in (vi) are conducted using a separatory funnel.

7. The method as recited in claim 1 , wherein the organic solvent of (iv) includes a non-polar solvent and a polar solvent.

8. The method as recited in claim 1 , wherein the acidifying includes adding an acid to the combined solution until the combined solution has a pH of less than 5.

9. The method as recited in claim 8 , wherein the acid is hydrochloric acid.

10. The method as recited in claim 1 , further comprising desiccating the organic solvent of (vi) to remove acid.

11. The method as recited in claim 10 , further comprising, following the desiccating, filtering the organic solvent.

12. The method as recited in claim 11 , wherein the product has, by weight, a concentration of less than 0.3% of tetrahydrocannabinolic acid (THCA).

13. The method as recited in claim 12 , wherein the product has, by weight, a concentration of at least 80% of cannabidiolic acid (CBDA).

14. A method for chemical separation of cannabinoids, the method comprising:

providing a starting cannabis material that contains cannabinoids, including, by weight, a concentration of more than 0.3% of total tetrahydrocannabinol;

i) combining the starting cannabis material with an organic solvent to produce a starting organic solvent solution that contains cannabinoid acids;

ii) using an aqueous basic solution to remove a portion of the cannabinoid acids from the starting organic solvent solution by converting the cannabinoid acids to cannabinoid carboxylate salts that solubilize in the an aqueous basic solution;

iii) separating the aqueous basic solution in (ii) from the starting organic solvent solution, the separated aqueous basic solution including a lower concentration of total tetrahydrocannabinol than the starting cannabis material;

iv) combing the aqueous basic solution of (iii) with fresh organic solvent to remove a portion of the cannabinoid acids from the aqueous basic solution, separating the aqueous basic solution in from the organic solvent, the separated aqueous basic solution including a lower concentration of total tetrahydrocannabinol than the aqueous basic solution of (iii), and combining the separated aqueous solution from with fresh organic solvent to form a combined solution;

v) acidifying the combined solution to extract cannabinoid acids from the aqueous solution to the organic solvent;

vi) separating the organic solvent of (v) from the aqueous solution; and

vii) evaporating the organic solvent of (vi) to leave a purified form of the cannabinoid acids, the purified form having, by weight, a greater concentration of the total tetrahydrocannabinol than the starting cannabis material.

15. The method as recited in claim 14 , wherein the starting cannabis material includes cannabis plant matter.

16. The method as recited in claim 14 , wherein the organic solvent includes a non-polar solvent.

17. The method as recited in claim 16 , wherein the aqueous basic solution of is aqueous sodium hydroxide.

18. The method as recited in claim 17 , wherein the separating in (iv) and in (vi) are conducted using a separatory funnel.

19. The method as recited in claim 18 , wherein the acidifying includes adding hydrochloric acid to the combined solution until the combined solution has a pH of less than 5.

20. The method as recited in claim 14 , wherein the purified form has, by weight, a concentration of at least 80% of a combined amount of tetrahydrocannabinolic acid (THCA) and cannabidiolic acid (CBDA).

Assignments (7)
SECURITY INTEREST Recorded Apr 11, 2023
From: AGRIFY CORPORATION; HARBOR MOUNTAIN HOLDINGS, LLC; TRIGROW SYSTEMS LLC; AGM SERVICE COMPANY LLC; AGXION, LLC; ARIAFY FINANCE, LLC; CASCADE SCIENCES, LLC; PUREPRESSURE, LLC; PURE SERVICES LLC; PRECISION EXTRACTION NEWCO, LLC; LAB SOCIETY NEWCO, LLC; LAB SOCIETY LLC; ERS LTD; LS ANALYTICS LLC; ELECTRUM EXTRACTORS LLC; ELITELAB LLC; LS SOLUTIONS LLC; AGRIFY BRANDS, LLC
To: HIGH TRAIL SPECIAL SITUATIONS LLC, AS COLLATERAL AGENT
Reel/Frame 063291/0836 →
SECOND AMENDMENT TO INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Apr 11, 2023
From: AGRIFY CORPORATION; HARBOR MOUNTAIN HOLDINGS, LLC; TRIGROW SYSTEMS LLC; AGM SERVICE COMPANY LLC; AGXION, LLC; ARIAFY FINANCE, LLC; CASCADE SCIENCES, LLC; PUREPRESSURE, LLC; PURE SERVICES LLC; PRECISION EXTRACTION NEWCO, LLC; LAB SOCIETY NEWCO, LLC; LAB SOCIETY LLC; ERS LTD; LS ANALYTICS LLC; ELECTRUM EXTRACTORS LLC; ELITELAB LLC; LS SOLUTIONS LLC; AGRIFY BRANDS, LLC
To: HIGH TRAIL SPECIAL SITUATIONS LLC, AS COLLATERAL AGENT
Reel/Frame 063374/0196 →
AMENDMENT TO INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Apr 11, 2023
From: AGRIFY CORPORATION; HARBOR MOUNTAIN HOLDINGS, LLC; TRIGROW SYSTEMS LLC; AGM SERVICE COMPANY LLC; AGXION, LLC; ARIAFY FINANCE, LLC; CASCADE SCIENCES, LLC; PUREPRESSURE, LLC; PURE SERVICES LLC; PRECISION EXTRACTION NEWCO, LLC; LAB SOCIETY NEWCO, LLC; LAB SOCIETY LLC; ERS LTD; LS ANALYTICS LLC; ELECTRUM EXTRACTORS LLC; ELITELAB LLC; LS SOLUTIONS LLC; AGRIFY BRANDS, LLC
To: HIGH TRAIL SPECIAL SITUATIONS LLC, AS COLLATERAL AGENT
Reel/Frame 063297/0188 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 12, 2022
From: PRECISION EXTRACTION NEWCO, LLC
To: AGRIFY CORPORATION
Reel/Frame 058637/0291 →
MERGER AND CHANGE OF NAME Recorded Nov 16, 2021
From: MASS2MEDIA, LLC; PRECISION EXTRACTION NEWCO, LLC
To: PRECISION EXTRACTION NEWCO, LLC
Reel/Frame 058125/0584 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 30, 2021
From: PRECISION EXTRACTION CORPORATION
To: MASS2MEDIA, LLC
Reel/Frame 057663/0612 →
EMPLOYMENT AGREEMENT Recorded Sep 30, 2021
From: GOODNOUGH, ALEX
To: PX2 HOLDINGS, LLC
Reel/Frame 057679/0428 →
Continuity (2)
Provisional Application 62957902 · Jan 7, 2020
Related Publication 20210205732A1 · Jul 8, 2021