Solubility of non-psychoactive cannabinoids in supercritical carbon dioxide and comparison with psychoactive cannabinoids

Helene Perrotin-Brunel; Maaike C. Kroon; Maaike J.E. Van Roosmalen; Jaap Van Spronsen; Cor J. Peters; Geert Jan Witkamp

doi:10.1016/j.supflu.2010.09.011

Solubility of non-psychoactive cannabinoids in supercritical carbon dioxide and comparison with psychoactive cannabinoids

Helene Perrotin-Brunel^*, Maaike C. Kroon, Maaike J.E. Van Roosmalen, Jaap Van Spronsen, Cor J. Peters, Geert Jan Witkamp

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

63 Scopus citations

Abstract

The solubilities of two different non-psychoactive cannabinoids i.e., cannabigerol (CBG) and cannabidiol (CBD), in supercritical carbon dioxide (CO₂) have been determined at 315, 326 and 334 K and in the pressure range from 11.3 to 20.6 MPa. These solubility data have been compared to the previously determined solubilities of two psychoactive cannabinoids i.e., (-)-Δ⁹-tetrahydrocannabinol (Δ⁹-THC) and cannabinol (CBN), in supercritical CO₂. An analytical method with a quasi-flow apparatus was used for the experimental determination. Within the investigated temperature and pressure range, the molar solubility of CBG ranged from 1.17 to 1.91 × 10^-4 and the molar solubility of CBD ranged from 0.88 to 2.69 × 10^-4. The solubility of the different cannabinoids in supercritical CO₂ increases at 326 K in the following order: Δ⁹-THC < CBG < CBD < CBN. The solubility data were correlated using the Peng-Robinson equation of state in combination with Van der Waals mixing rules. Deviations between calculated results and the experimental data ranged from 0.81 to 6.35% absolute average relative deviation (AARD), except for CBD at 334 K, where the AARD was 18.4%.

Original language	English (US)
Pages (from-to)	603-608
Number of pages	6
Journal	Journal of Supercritical Fluids
Volume	55
Issue number	2
DOIs	https://doi.org/10.1016/j.supflu.2010.09.011
State	Published - Dec 2010
Externally published	Yes

Keywords

Cannabidiol
Cannabigerol
Cannabinoids
Peng-Robinson equation of state
Solubility
Supercritical carbon dioxide
Van der Waals mixing rules

ASJC Scopus subject areas

General Chemical Engineering
Condensed Matter Physics
Physical and Theoretical Chemistry

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10.1016/j.supflu.2010.09.011

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title = "Solubility of non-psychoactive cannabinoids in supercritical carbon dioxide and comparison with psychoactive cannabinoids",

abstract = "The solubilities of two different non-psychoactive cannabinoids i.e., cannabigerol (CBG) and cannabidiol (CBD), in supercritical carbon dioxide (CO2) have been determined at 315, 326 and 334 K and in the pressure range from 11.3 to 20.6 MPa. These solubility data have been compared to the previously determined solubilities of two psychoactive cannabinoids i.e., (-)-Δ9-tetrahydrocannabinol (Δ9-THC) and cannabinol (CBN), in supercritical CO2. An analytical method with a quasi-flow apparatus was used for the experimental determination. Within the investigated temperature and pressure range, the molar solubility of CBG ranged from 1.17 to 1.91 × 10-4 and the molar solubility of CBD ranged from 0.88 to 2.69 × 10-4. The solubility of the different cannabinoids in supercritical CO2 increases at 326 K in the following order: Δ9-THC < CBG < CBD < CBN. The solubility data were correlated using the Peng-Robinson equation of state in combination with Van der Waals mixing rules. Deviations between calculated results and the experimental data ranged from 0.81 to 6.35% absolute average relative deviation (AARD), except for CBD at 334 K, where the AARD was 18.4%.",

keywords = "Cannabidiol, Cannabigerol, Cannabinoids, Peng-Robinson equation of state, Solubility, Supercritical carbon dioxide, Van der Waals mixing rules",

author = "Helene Perrotin-Brunel and Kroon, {Maaike C.} and {Van Roosmalen}, {Maaike J.E.} and {Van Spronsen}, Jaap and Peters, {Cor J.} and Witkamp, {Geert Jan}",

year = "2010",

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doi = "10.1016/j.supflu.2010.09.011",

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AU - Perrotin-Brunel, Helene

AU - Kroon, Maaike C.

AU - Van Roosmalen, Maaike J.E.

AU - Van Spronsen, Jaap

AU - Peters, Cor J.

AU - Witkamp, Geert Jan

PY - 2010/12

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N2 - The solubilities of two different non-psychoactive cannabinoids i.e., cannabigerol (CBG) and cannabidiol (CBD), in supercritical carbon dioxide (CO2) have been determined at 315, 326 and 334 K and in the pressure range from 11.3 to 20.6 MPa. These solubility data have been compared to the previously determined solubilities of two psychoactive cannabinoids i.e., (-)-Δ9-tetrahydrocannabinol (Δ9-THC) and cannabinol (CBN), in supercritical CO2. An analytical method with a quasi-flow apparatus was used for the experimental determination. Within the investigated temperature and pressure range, the molar solubility of CBG ranged from 1.17 to 1.91 × 10-4 and the molar solubility of CBD ranged from 0.88 to 2.69 × 10-4. The solubility of the different cannabinoids in supercritical CO2 increases at 326 K in the following order: Δ9-THC < CBG < CBD < CBN. The solubility data were correlated using the Peng-Robinson equation of state in combination with Van der Waals mixing rules. Deviations between calculated results and the experimental data ranged from 0.81 to 6.35% absolute average relative deviation (AARD), except for CBD at 334 K, where the AARD was 18.4%.

AB - The solubilities of two different non-psychoactive cannabinoids i.e., cannabigerol (CBG) and cannabidiol (CBD), in supercritical carbon dioxide (CO2) have been determined at 315, 326 and 334 K and in the pressure range from 11.3 to 20.6 MPa. These solubility data have been compared to the previously determined solubilities of two psychoactive cannabinoids i.e., (-)-Δ9-tetrahydrocannabinol (Δ9-THC) and cannabinol (CBN), in supercritical CO2. An analytical method with a quasi-flow apparatus was used for the experimental determination. Within the investigated temperature and pressure range, the molar solubility of CBG ranged from 1.17 to 1.91 × 10-4 and the molar solubility of CBD ranged from 0.88 to 2.69 × 10-4. The solubility of the different cannabinoids in supercritical CO2 increases at 326 K in the following order: Δ9-THC < CBG < CBD < CBN. The solubility data were correlated using the Peng-Robinson equation of state in combination with Van der Waals mixing rules. Deviations between calculated results and the experimental data ranged from 0.81 to 6.35% absolute average relative deviation (AARD), except for CBD at 334 K, where the AARD was 18.4%.

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KW - Cannabigerol

KW - Cannabinoids

KW - Peng-Robinson equation of state

KW - Solubility

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KW - Van der Waals mixing rules

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ER -

Solubility of non-psychoactive cannabinoids in supercritical carbon dioxide and comparison with psychoactive cannabinoids

Abstract

Keywords

ASJC Scopus subject areas

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