CN113009049A - Process for removing THC in full-spectrum hemp extract oil - Google Patents
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- CN113009049A CN113009049A CN201911325282.1A CN201911325282A CN113009049A CN 113009049 A CN113009049 A CN 113009049A CN 201911325282 A CN201911325282 A CN 201911325282A CN 113009049 A CN113009049 A CN 113009049A
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- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
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- G—PHYSICS
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- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
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Abstract
The invention aims to provide a method for separating and removing THC components in full-spectrum hemp extract oil, which is characterized by comprising the following steps: the method comprises the steps of using a chromatographic separation and purification means from a full-spectrum hemp extract oil raw material with high THC content, adopting silica gel or silica gel bonding materials, adopting organic solvents and water phases with different proportions as eluent, realizing the removal of THC components in the raw material, and obtaining the full-spectrum hemp extract oil with the THC content below 0.3%. The method has the characteristics of good stability, large sample loading amount, high recovery rate, simple process flow, simplicity and controllability in operation and the like, and is suitable for separation and purification in production.
Description
Technical Field
The invention belongs to the technical field of separation, purification and refining of full-spectrum hemp extract oil.
Background
The medical value of cannabis is gradually gaining importance from the medical community and government of various countries, where there is a concern about cannabis, two important chemical components, THC (tetrahydrocannabinol) and CBD (cannabidiol). Both are similar in molecular structure but have completely different pharmacological properties.
THC is the major psychoactive chemical component of cannabis, can produce excitement and addiction, and is the main cause of cannabis being identified as a drug. THC was first isolated from cannabis in 1964 by israel scientists, and its therapeutic value was confirmed in 1988 by the discovery of cannabinoid receptors in humans. Many countries now recognize the medical value of THC, allowing cannabis to be used in medicine.
CBD is not psychoactive, does not produce excitement and addiction, but has many similar medical values to THC. In 2017, the world health organization stated that Cannabidiol (CBD) does not adversely affect human health, whereas cannabidiol may be used in the medical field. In the same year, the world wide anti-excitant agency (WADA) formally removed CBD cannabis extracts from the "list of contraband substances", a decision that became effective from 1 month 1 of 2018. At present, the hemp extract product (hemp extract oil) is very popular in European and American countries and is a popular health care nutriment.
The potential role of cannabis extract oil in the treatment of many common health problems, including anxiety, depression, acne and heart disease, has now been investigated. For those suffering from cancer, it may even provide a natural alternative to pain and symptom relief.
Disclosure of Invention
The invention provides a process for removing THC from full-spectrum hemp extract oil, which is based on the principle that components in a mixture flow out from a fixed phase in a certain order by means of different migration speeds of the components in the fixed phase and the components in the mixture along with the movement of a mobile phase under the surface adsorption effect of the fixed phase, and target components can be obtained by collecting target fractions according to a chromatogram map.
The technical scheme of the invention is as follows:
a process for removing THC from full-spectrum hemp extract oil is characterized in that: separating with chromatographic column filled with silica gel and/or silica gel bonding material by using chromatographic separation and purification means, mixing organic solvent and water phase as eluent, and removing THC from the full-spectrum hemp extract oil raw material to obtain full-spectrum hemp extract oil with THC content below 0.3%.
The separation material adopted by the invention is silica gel or silica gel filler modified by polar and nonpolar groups, wherein the polar groups are as follows: connecting one or more of chlorine atom, bromine atom, cyano group, sulfonic group, hydroxyl group, carboxyl group, amino group and acylamino group by n-alkyl with the carbon atom number of 1-30; the nonpolar groups are: one or more of normal paraffin and aromatic hydrocarbon of C1-C30.
The silica gel or the silica gel bonding material has the particle size of 3-100 mu m and the pore diameter of 10-300 nm.
The organic solvent is one or more of methanol, ethanol, acetonitrile, acetone, isopropanol, n-heptane, n-ethane, ethyl acetate, dichloromethane and petroleum ether; the volume ratio of the organic solvent to the water is 10: 90-100: 0.
the preferable technical scheme is as follows: the flow rate of the eluent is 0.1 time of column volume/min-0.6 time of column volume/min; dissolving a full-spectrum hemp extract oil raw material by using an initial mobile phase, wherein the concentration of a sample is 10-1000 mg/mL; the sample loading amount is 0.1-20%; when the chromatographic column is used for separation, the column temperature is controlled to be 15-60 ℃; and detecting the peak condition of the substance by using Ultraviolet (UV) detection, wherein the UV wavelength range is 200-400 nm.
The invention relates to a process for removing THC in full-spectrum hemp extract oil, which is characterized by comprising the following specific steps of:
1) weighing a proper amount of full-spectrum hemp extract oil raw material, wherein the raw material is obtained by extracting hemp or hemp, the THC content is 0.3-30%, and eluent is used for preparing a solution with the concentration of 10-1000 mg/mL to be used as a sample solution;
2) separating by adopting a column system, wherein the inner diameter of a chromatographic column is 2-1100 mm; the separation and purification system adopts silica gel or silica gel bonded filler, the bonded and modified polar group comprises one or more of C1-30 n-alkyl connected chlorine atom, bromine atom, cyano group, sulfonic group, hydroxyl, carboxyl, amino and amido, and the bonded and modified nonpolar group comprises one or more of C1-C30 n-alkyl and aromatic hydrocarbon; the particle size of the silica gel or bonded silica gel filler is 3-100 mu m, and the pore diameter is 10-300 nm; mixing an organic solvent and a water phase to obtain an eluent; the organic solvent is one or more of methanol, ethanol, acetonitrile, acetone, isopropanol, n-heptane, n-ethane, ethyl acetate, dichloromethane and petroleum ether; the volume ratio of the organic solvent to the water is 10: 90-100: 0; the flow rate of the eluent is 0.1 time of column volume/min-0.6 time of column volume/min; the sample loading amount is 0.1-20%. The method can remove THC in the full spectrum hemp extract oil with THC content of 0.3-30%, and finally separate and purify to obtain the full spectrum hemp extract oil with THC content below 0.3%.
The invention has the following advantages:
1. high selectivity: aiming at the problem of overhigh THC content in the full-spectrum hemp extract oil raw materials extracted from the current hemp or hemp, the invention provides a method for separating and purifying the full-spectrum hemp extract oil raw materials by using chromatography, and the method has good separation selectivity and high separation efficiency, and is suitable for removing the THC in the full-spectrum hemp extract oil raw materials.
2. Large sample loading capacity, high recovery rate and easy realization of industrial production.
3. The method has the advantages of simple process flow, good repeatability, simple and controllable operation, easy realization of automation and stable process.
Drawings
FIG. 1 spectrum of the preparation of the whole spectrum of cannabis sativa extract by oil purification and reversed phase.
FIG. 2 shows the pure phase preparation spectrum of the full spectrum hemp extract oil.
FIG. 3 analysis of the full spectrum hemp extract oil preparation (THC content 0.06%).
Detailed Description
The present invention will now be further described with reference to examples. The examples are given solely for the purpose of illustration and are not intended to be limiting.
Example 1
Taking 2.5g of full-spectrum hemp extract oil raw material with THC content of 6%, dissolving in 40mL of n-heptane, and completely sampling with sample loading amount of 5%; silica gel packing (column specification 20 × 250mm, particle size 10 μm, pore diameter 10nm, packing mass 50g), column temperature 20 deg.C, flow rate 20 mL/min; eluting with n-heptane/dichloromethane at volume ratio of 85:15, detecting wavelength of 210nm and 275nm with ultraviolet detector, collecting all fractions, and deducting THC fraction to obtain full spectrum hemp extract oil with THC content of 0.1%.
Example 2
Taking the THC section which is deducted from the example 1, recovering, evaporating and drying by rotary evaporation to 500mg to serve as a purification raw material, dissolving the raw material with the THC content of 26% in 10mL of n-heptane, and completely injecting samples with the sample loading amount of 1%; bonding a filler modified by hydroxyl on the surface of silica gel (the specification of a column is 20 multiplied by 250mm, the particle size is 15 mu m, the aperture is 10nm, and the mass of the filler is 50g), wherein the column temperature is 25 ℃, and the flow rate is 15 mL/min; eluting with n-heptane/ethyl acetate at volume ratio of 95:5, detecting wavelength of 210nm and 275nm with ultraviolet detector, collecting all fractions, and deducting THC fraction to obtain full spectrum hemp extract oil with THC content of 0.1%.
Example 3
Dissolving 1.5g of full-spectrum hemp extract oil raw material with THC content of 9% in 17.5mL of initial mobile phase, and completely injecting sample with sample loading amount of 3%; the filler (the column specification is 20 multiplied by 250mm, the particle size is 10 mu m, the pore diameter is 10nm, the filler mass is 50g) modified by C18 normal alkyl is bonded on the surface of silica gel, the column temperature is 30 ℃, and the flow rate is 10 mL/min; eluting with methanol and water phase at methanol/water phase volume ratio of 85/15, detecting wavelength of 210nm and 275nm with ultraviolet detector, collecting all segments, and deducting THC segment to obtain full spectrum hemp extract oil with THC content of 0.06%.
Example 4
Taking 45mg of full-spectrum hemp extract oil raw material with THC content of 9%, dissolving in 1mL of initial mobile phase, and completely injecting sample with sample loading amount of 0.15%; the filler modified by C18 connecting hydroxyl is bonded on the surface of silica gel (the column specification is 4.6 multiplied by 250mm, the particle size is 30 mu m, the aperture is 20nm, the mass of the filler is 3g), the column temperature is 30 ℃, and the flow rate is 0.3 mL/min; the elution solvent is ethanol and water phase, and the volume ratio of the ethanol to the water phase is 80/20. Purifying to obtain full spectrum hemp extract oil with THC content of 0.01%.
Example 5
The other conditions were the same as in example 3, except that a filler modified with propylamine and C8 (column size 20X 250mm, particle diameter 10mm, pore diameter 10nm, filler mass 50g) was bonded to the silica gel surface at the same time, the loading was 2%, the eluting solvent was acetonitrile and an aqueous phase, and the acetonitrile/aqueous phase volume ratio was 70/30. Purifying to obtain full spectrum hemp extract oil with THC content of 0.10%.
Example 6
The other conditions were the same as in example 3, except that the sample material had a THC content of 16%, 24g of the full spectrum hemp extract oil material was taken, the sample loading was 2%, the column (column size 100 × 250mm, filler mass 1200g) was purified at a flow rate of 320mL/min to obtain a full spectrum hemp extract oil having a THC content of 0.05%.
The above embodiments are merely illustrative of the technical ideas and features of the present invention, and the purpose thereof is to enable those skilled in the art to understand the contents of the present invention and implement the present invention, and not to limit the protection scope of the present invention. All equivalent changes and modifications made according to the spirit of the present invention should be covered within the protection scope of the present invention.
Claims (10)
1. A process for removing THC from full-spectrum hemp extract oil is characterized in that: separating with chromatographic column filled with silica gel and/or silica gel bonding material by using chromatographic separation and purification means, mixing organic solvent and water phase as eluent, and removing THC from the full-spectrum hemp extract oil raw material to obtain full-spectrum hemp extract oil with THC content below 0.3%.
2. The process for the removal of THC from full spectrum cannabis sativa extract oil according to claim 1, wherein: the separation material is silica gel filler, polar group modified silica gel filler, nonpolar group modified silica gel filler or any combination of the three types of fillers, wherein the polar group is as follows: connecting one or more of chlorine atom, bromine atom, cyano group, sulfonic group, hydroxyl group, carboxyl group, amino group and acylamino group by n-alkyl with the carbon atom number of 1-30; the nonpolar groups are: one or more of normal paraffin and aromatic hydrocarbon of C1-C30.
3. The process for the removal of THC from full spectrum cannabis sativa extract oil according to claim 1, wherein: the particle size of the silica gel or the silica gel bonding material is 3-100 mu m, and the aperture is 10-300 nm; the inner diameter of the used chromatographic column is 2-1100 mm.
4. The process for the removal of THC from full spectrum cannabis sativa extract oil according to claim 1, wherein: when the chromatographic column is used for separation, the column temperature is controlled to be 15-60 ℃.
5. The process for the removal of THC from full spectrum cannabis sativa extract oil according to claim 1, wherein: the organic solvent is one or more of methanol, ethanol, acetonitrile, acetone, isopropanol, n-heptane, n-ethane, ethyl acetate, dichloromethane and petroleum ether.
6. The process for the removal of THC from full spectrum cannabis sativa extract oil according to claim 1 or 5, characterized in that: the volume ratio of the organic solvent to the water is 10: 90-100: 0.
7. the process for the removal of THC from full spectrum cannabis sativa extract oil according to claim 1, wherein: the flow rate of the eluent is 0.1 time of column volume/min to 0.6 time of column volume/min.
8. The process for the purification of cannabidiol from a cannabis extract of high purity as claimed in claim 1, wherein: and detecting the peak condition of the substance by using ultraviolet detection, wherein the wavelength range of the UV is 200-400 nm.
9. The process for the removal of THC from full spectrum cannabis sativa extract oil according to claim 1, wherein: the full spectrum hemp extract oil raw material is extracted from hemp or hemp, and the THC content is 0.3-30%.
10. The process for the removal of THC from full spectrum cannabis sativa extract oil according to claim 1, wherein: dissolving a full-spectrum hemp extract oil raw material by using an initial mobile phase, wherein the concentration of a sample is 10-1000 mg/mL; the sample loading amount of the sample is 0.1-20%.
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Application publication date: 20210622 |