CN117069566A - Method for effectively separating cannabidiol, secondary cannabidiol and tetrahydrocannabinol - Google Patents
Method for effectively separating cannabidiol, secondary cannabidiol and tetrahydrocannabinol Download PDFInfo
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- 229950011318 cannabidiol Drugs 0.000 title claims abstract description 118
- QHMBSVQNZZTUGM-ZWKOTPCHSA-N cannabidiol Chemical compound OC1=CC(CCCCC)=CC(O)=C1[C@H]1[C@H](C(C)=C)CCC(C)=C1 QHMBSVQNZZTUGM-ZWKOTPCHSA-N 0.000 title claims abstract description 109
- QHMBSVQNZZTUGM-UHFFFAOYSA-N Trans-Cannabidiol Natural products OC1=CC(CCCCC)=CC(O)=C1C1C(C(C)=C)CCC(C)=C1 QHMBSVQNZZTUGM-UHFFFAOYSA-N 0.000 title claims abstract description 104
- ZTGXAWYVTLUPDT-UHFFFAOYSA-N cannabidiol Natural products OC1=CC(CCCCC)=CC(O)=C1C1C(C(C)=C)CC=C(C)C1 ZTGXAWYVTLUPDT-UHFFFAOYSA-N 0.000 title claims abstract description 104
- PCXRACLQFPRCBB-ZWKOTPCHSA-N dihydrocannabidiol Natural products OC1=CC(CCCCC)=CC(O)=C1[C@H]1[C@H](C(C)C)CCC(C)=C1 PCXRACLQFPRCBB-ZWKOTPCHSA-N 0.000 title claims abstract description 101
- 238000000034 method Methods 0.000 title claims abstract description 47
- CYQFCXCEBYINGO-UHFFFAOYSA-N THC Chemical group C1=C(C)CCC2C(C)(C)OC3=CC(CCCCC)=CC(O)=C3C21 CYQFCXCEBYINGO-UHFFFAOYSA-N 0.000 title claims abstract description 44
- CYQFCXCEBYINGO-IAGOWNOFSA-N delta1-THC Chemical group C1=C(C)CC[C@H]2C(C)(C)OC3=CC(CCCCC)=CC(O)=C3[C@@H]21 CYQFCXCEBYINGO-IAGOWNOFSA-N 0.000 title claims abstract description 44
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- 238000013375 chromatographic separation Methods 0.000 claims abstract description 8
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- 239000002798 polar solvent Substances 0.000 claims abstract description 8
- 239000011259 mixed solution Substances 0.000 claims abstract description 6
- 238000011097 chromatography purification Methods 0.000 claims abstract description 5
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- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 24
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 16
- 238000011068 loading method Methods 0.000 claims description 16
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 15
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 14
- 239000000243 solution Substances 0.000 claims description 14
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- 238000004587 chromatography analysis Methods 0.000 claims description 10
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 6
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 4
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- 238000010829 isocratic elution Methods 0.000 claims description 4
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 claims description 4
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 claims description 3
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- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 claims description 2
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- 238000000746 purification Methods 0.000 abstract description 21
- REOZWEGFPHTFEI-JKSUJKDBSA-N Cannabidivarin Chemical compound OC1=CC(CCC)=CC(O)=C1[C@H]1[C@H](C(C)=C)CCC(C)=C1 REOZWEGFPHTFEI-JKSUJKDBSA-N 0.000 abstract description 17
- 241001471082 Colocasia bobone disease-associated cytorhabdovirus Species 0.000 abstract description 17
- REOZWEGFPHTFEI-UHFFFAOYSA-N cannabidivarine Natural products OC1=CC(CCC)=CC(O)=C1C1C(C(C)=C)CCC(C)=C1 REOZWEGFPHTFEI-UHFFFAOYSA-N 0.000 abstract description 17
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- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
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- 239000000741 silica gel Substances 0.000 description 4
- 229910002027 silica gel Inorganic materials 0.000 description 4
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- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/68—Purification; separation; Use of additives, e.g. for stabilisation
- C07C37/70—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment
- C07C37/82—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment by solid-liquid treatment; by chemisorption
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/78—Ring systems having three or more relevant rings
- C07D311/80—Dibenzopyrans; Hydrogenated dibenzopyrans
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a method for effectively separating cannabidiol, cannabidiol and tetrahydrocannabinol. The invention uses chromatographic separation and purification method, takes coordination resin as filler, adopts mixed solution of polar and nonpolar solvents as eluent, and separates cannabidiol pure product with purity more than or equal to 99% from cannabidiol crude product. The invention completely separates cannabidiol from analogue tetrahydrocannabinol and sub-cannabidiol by one-step purification. The ligand in the coordination resin and the CBD form a coordination complex, so that the retention time difference among the CBD, the THC and the CBDV is increased, and a good separation effect is achieved; according to the invention, CBD, CBDV, THC can be completely separated by selecting specific coordination resin and specific elution conditions, the separation selectivity is good, the purity of cannabidiol obtained by the separation method can reach more than 99%, the yield can reach more than 80%, and the method is suitable for the separation and purification of high-purity CBD.
Description
Technical Field
The invention relates to a method for effectively separating cannabidiol, sub-cannabidiol and tetrahydrocannabinol, in particular to a method for separating cannabidiol, sub-cannabidiol and tetrahydrocannabinol by utilizing coordination chromatography, belonging to the technical field of biological medicine.
Background
Cannabidiol (CBD) is a natural product extracted from cannabis plant, has good medicinal value, and has anti-tumor, neuroprotective, metabolism and immune regulating, antiinflammatory, antioxidant, cardiovascular protecting, and antibacterial effects. The chemical components mainly contained in cannabis include, in addition to CBD, tetrahydrocannabinol (THC) and hypocreosol (CBDV). THC is a magic component in cannabis, has nerve activity and is widely regarded as the most important active substance in cannabis, but because THC has magic effect and addiction, THC can be used for extracting drugs and seriously endangers social health. CBDV is a phytocannabinoid naturally found in cannabis plants, similar in structure to CBD. Both analogs are difficult to remove by conventional chromatography and crystallization, resulting in great difficulty in separation and purification of CBD and low yield.
Cannabidiol is not only a natural active ingredient with great development prospect in the fields of medicines, foods, health products, daily chemicals and the like, but also can antagonize the illusion effect of THC in human bodies, so that the cannabidiol is very popular.
Cannabidiol has formula C 21 H 30 O 2 Generally white to pale yellow crystals, have a melting point of 66-67 ℃, are almost insoluble in water, and are soluble in organic solvents such as ethanol, methanol, benzene, chloroform and the like. The CBD structure is as follows:
at present, the purification process of CBD has the defects of small batch yield, low product purity and the like, and most of the current technical means have complex processes and complicated extraction and purification procedures, thus being not suitable for industrial production. The purification process of CBD mainly comprises two processes of resin adsorption and chromatographic separation. Wherein the chromatographic separation comprises silica gel chromatography, alumina chromatography and polyamide column chromatography.
CN111747826A, CN110386861A, CN110156568A and the like adopts macroporous resin adsorption and silica gel column chromatography to purify cannabidiol, but the process has small carrying capacity, low yield and insufficient industrialized yield.
CN111960930a adopts three-stage purification process, macroporous resin of AB-8 filler is used for gradient elution, then silica gel column is used for elution, and finally C18 filler is used for preparation type liquid chromatography to obtain high purity cannabidiol solution. The process has high product purity, complicated process and high production cost, and is not suitable for industrial production.
CN110655453a discloses a method for extracting and separating cannabidiol, which adopts an organic solvent to extract and enrich cannabidiol, and obtains high-purity cannabidiol through purification and enrichment of a polyamide resin column, neutral alumina and a bonded silica gel column and crystallization. The process needs multiple purification processes, is complex and complicated to operate, has high equipment requirement and high production cost, and is not suitable for industrial production.
For the above separation processes commonly used at present, there is also a certain limitation: the macroporous adsorption resin adopted in most of the current separation processes is difficult to completely separate CBD from analogues CBDV and THC, and often needs to be purified for many times, so that the final yield is low, the process is complicated and complicated, and the purity of the obtained cannabidiol cannot meet the requirement; the polyamide resin can absorb and analyze the CBD and THC substances simultaneously, so that the CBD and THC substances are difficult to separate, and other processes are required to be combined to obtain the high-purity CBD solution. The silica gel is disposable, so that the production cost is high. Meanwhile, the silica gel column chromatography capacity is small, and finally the extraction efficiency is low. The C18, alumina and silica gel fillers used in the separation technology have high production cost, and the column bed pressures of the materials are high, so that the requirements on equipment are high, and the industrial production is difficult. For separation processes requiring multiple purifications, the required eluent consumption is greater and more complex, causing greater environmental pollution.
Disclosure of Invention
The technical problems to be solved by the invention are as follows: the main components in the crude cannabis product obtained from cannabis plants comprise cannabidiol, sub-cannabidiol and tetrahydrocannabinol, and the structures of the three components are very similar, so that the existing cannabidiol separation and purification technology is difficult to completely separate the three components effectively, multiple purification processes are needed, the operation is complicated, elution is needed under medium and high pressure, the equipment requirement is high, the production cost is high, and the method is not suitable for the problems of industrial production and the like.
In order to solve the technical problems, the invention provides a method for effectively separating cannabidiol, hypocreosote and tetrahydrocannabinol, which takes coordination resin as a filler, adopts a chromatographic separation and purification method to separate cannabidiol crude products to obtain pure cannabidiol products, wherein the coordination resin is one of HZ-6560, HZ-6563, HZ-6566 and HZ-6567.
Preferably, in the chromatographic separation and purification method, a mixed solution of a polar organic solvent A and a nonpolar organic solvent B is used as an eluent.
Preferably, the polar organic solvent A is one or a mixture of several of methanol, ethanol, acetonitrile, acetone, n-butanol, ethyl acetate, dichloromethane and chloroform; the nonpolar organic solvent B is one or a mixture of more of petroleum ether, methylcyclohexane, toluene, xylene, pentane, n-hexane and 1, 2-dichloroethane.
Preferably, the volume ratio of the polar organic solvent A to the nonpolar organic solvent B in the eluent is 20: 80-80: 20.
more preferably, the polar solvent is ethyl acetate and/or chloroform; the nonpolar solvent is n-hexane; the volume ratio of the polar solvent to the nonpolar solvent is 20-40: 60 to 80 percent.
Preferably, the separation and purification method comprises the following steps: the chromatography column packed with the coordination resin is subjected to pretreatment, loading and elution steps.
Preferably, the step of pre-treating the chromatography column comprises: sequentially adopting absolute ethanol solution for activation and eluent for balancing.
Preferably, the loading amount in the loading step is 5-15mg/mL column volume.
Preferably, the elution is isocratic elution, the flow of isocratic elution is to wash the chromatographic column with eluent, the flow rate of the elution is 0.2-5 column volumes/hour, the volume of the eluent is 9-12 column volumes, then the elution is ended, the component rich in cannabidiol is collected, and the pure cannabidiol is obtained after concentration.
Compared with the prior art, the invention has the beneficial effects that:
(1) According to the invention, the CBD, CBDV, THC can be completely separated by adopting a coordination chromatography separation method, and the ligand in the coordination resin and the CBD form a coordination complex, so that the retention time difference among the CBD, the THC and the CBDV is increased, and a good separation effect is achieved; according to the invention, the method for efficiently separating and purifying cannabidiol is obtained by selecting the specific coordination resin under the specific elution condition, the separation selectivity is good, the purity of the cannabidiol pure product obtained by purification by the method reaches more than 99%, the yield reaches more than 80%, and the method is suitable for separating and purifying high-purity CBD;
(2) Aiming at the defects of the prior art, the invention provides a novel process for effectively separating cannabidiol, sub-cannabidiol and tetrahydrocannabinol, and the purification method of the cannabidiol has high purity, can completely separate the cannabidiol, sub-cannabidiol and tetrahydrocannabinol by only one-step purification process, has simple and convenient operation, low requirement on equipment, small solution consumption, is environment-friendly, reduces the production cost and is suitable for large-scale production;
(3) According to the invention, CBD and analogues CBDV and THC can be completely separated through one-step purification, and purity of the separated cannabidiol can reach more than 99%; the separation method has the advantages of simple process flow, realization of separation effect at normal temperature and normal pressure, low equipment requirement, simple and controllable operation and stable implementation process; the method only needs one-step process purification, and does not need multi-step purification, so that the yield is higher and the production cost is reduced; meanwhile, the obtained product has high purity and high yield, and is suitable for industrial production.
Drawings
FIG. 1 is an HPLC chart of crude cannabidiol in example 1;
FIG. 2 is a plot of HPLC peak area for the elution of cannabidiol, tetrahydrocannabinol by coordination chromatography in example 1;
FIG. 3 is an HPLC chart of pure cannabidiol obtained after chromatography in example 1.
Detailed Description
In order to make the invention more comprehensible, preferred embodiments accompanied with figures are described in detail below.
In the following examples, reagents, fillers and experimental equipment are all conventional commercial products unless otherwise specified; the specification of the chromatographic column is 21.6X1126 mm, the coordination chromatographic packing is adopted as the chromatographic column packing, and the packed column volume is 36mL.
Example 1
The embodiment provides a method for purifying cannabidiol, which comprises the following steps:
the crude cannabidiol product with the purity of 56.74% is taken, the High Performance Liquid Chromatography (HPLC) result is shown in figure 1, and the crude cannabidiol product is loaded after being dissolved by normal hexane solution, and the loading amount/column volume is 6.5mg/mL. The chromatographic column filler adopts HZ-6560 coordination resin, pre-column treatment is carried out on the chromatographic column, the chromatographic column filler is activated by absolute ethyl alcohol solution, and then ethyl acetate and n-hexane are used for preparing the chromatographic column filler according to the volume ratio of 30: 70. Then loading the sample, and then mixing ethyl acetate and n-hexane according to the volume ratio of 30:70, and the flow rate is controlled at 1.0BV/h under 25 ℃ and normal pressure. Collecting the components in sections (peak area results of cannabidiol, sub-cannabidiol and tetrahydrocannabinol are shown in figure 2), combining the components rich in CBD, and concentrating to obtain cannabidiol product. The purity of cannabidiol product was 99.2% by HPLC analysis, CBDV and THC were not detected. The HPLC results are shown in FIG. 3. The yield of CBD was calculated to be 83.3%.
Example 2
The embodiment provides a method for purifying cannabidiol, which comprises the following steps:
the crude cannabidiol product with the purity of 56.74% is taken, the High Performance Liquid Chromatography (HPLC) result is shown in figure 1, and the crude cannabidiol product is loaded after being dissolved by normal hexane solution, and the loading amount/column volume is 6.5mg/mL. The chromatographic column filler adopts HZ-6563 type coordination resin, pre-column treatment is carried out on the chromatographic column, the chromatographic column filler is activated by absolute ethyl alcohol solution, and chloroform and normal hexane are used for preparing the chromatographic column filler according to the volume ratio of 30: 70. Then loading the sample, and then adopting chloroform and normal hexane according to the volume ratio of 30:70, and the flow rate is controlled at 1.0BV/h under 25 ℃ and normal pressure. And (5) collecting the components in sections, combining the components rich in CBD, and concentrating to obtain the cannabidiol product. The purity of cannabidiol product was 98.6% by HPLC analysis. CBDV and THC content was not detected.
Example 3
The crude cannabidiol product with the purity of 56.74% is taken, the High Performance Liquid Chromatography (HPLC) result is shown in figure 1, and the crude cannabidiol product is loaded after being dissolved by normal hexane solution, and the loading amount/column volume is 6.5mg/mL. The chromatographic column filler adopts HZ-6560 type coordination resin, pre-column pretreatment is carried out on the chromatographic column, the chromatographic column filler is activated by absolute ethyl alcohol solution, and then the chromatographic column filler is balanced by adopting a mixed solution of ethyl acetate and n-hexane in a volume ratio of 50:50. Then loading the sample, then adopting a mobile phase of ethyl acetate and n-hexane in a volume ratio of 50:50, and carrying out isocratic flushing at 25 ℃ and normal pressure, wherein the flow rate is controlled to be 1.0BV/h. And (5) collecting the components in sections, combining the components rich in CBD, and concentrating to obtain the cannabidiol product. The purity of the cannabidiol product was 98.1% and the CBDV content was 0.23% by HPLC analysis.
Example 4
The crude cannabidiol product with the purity of 56.74% is taken, the High Performance Liquid Chromatography (HPLC) result is shown in figure 1, and the crude cannabidiol product is loaded after being dissolved by normal hexane solution, and the loading amount/column volume is 6.5mg/mL. The chromatographic column filler adopts HZ-6567 coordination resin, pre-column pretreatment is carried out on the chromatographic column, the chromatographic column filler is activated by absolute ethyl alcohol solution, and then the chromatographic column filler is balanced by adopting mixed solution of methanol and toluene in a volume ratio of 30:70. Then loading, and then adopting ethyl acetate and toluene to carry out isocratic flushing at 25 ℃ and normal pressure with a flow rate controlled at 1.0BV/h in a mobile phase with a volume ratio of 30:70. And (5) collecting the components in sections, combining the components rich in CBD, and concentrating to obtain the pure cannabidiol product. HPLC analysis shows that the purity of the cannabidiol pure product is 98.3%, the THC content is undetectable, and the CBDV content accounts for 0.1%.
Example 5
The crude cannabidiol product with the purity of 56.74% is taken, the High Performance Liquid Chromatography (HPLC) result is shown in figure 1, and the crude cannabidiol product is loaded after being dissolved by normal hexane solution, and the loading amount/column volume is 6.5mg/mL. The chromatographic column filler adopts HZ-6560 type coordination resin, pre-column pretreatment is carried out on the chromatographic column, the chromatographic column filler is activated by absolute ethyl alcohol solution, and then the chromatographic column filler is balanced by adopting mixed solution of methanol and 1, 2-dichloroethane according to the volume ratio of 40:60. Then loading the sample, then adopting a mobile phase of ethyl acetate and normal hexane in a volume ratio of 40:60, and carrying out isocratic flushing at 25 ℃ and normal pressure, wherein the flow rate is controlled to be 1.0BV/h. And (5) collecting the components in sections, combining the components rich in CBD, and concentrating to obtain the pure cannabidiol product. HPLC analysis shows that the purity of the cannabidiol pure product is 99.0%, the THC content is undetectable, and the CBDV content accounts for 0.1%.
From the above examples 1 to 5, it can be seen that the purification method of cannabidiol provided by the present invention can effectively separate cannabidiol, hypocannabidiol and tetrahydrocannabinol, wherein the purity of cannabidiol obtained by purification under the elution condition of example 1 can reach more than 99%, CBDV and THC are not detected, and the elution condition of example 1 is optimal; under the elution conditions of example 2, CBDV and THC were also not detected, with a purity of 98.6%; under the elution conditions of examples 3 to 5, only a trace amount of CBDV (CBDV content <)
0.25 percent) and no THC is detected, and the purity is more than 98 percent. Therefore, the volume ratio of the mixture of the polar organic solvent A and the nonpolar organic solvent B in the eluent of the present invention is 20: 80-80: eluting at 20 flow rate of 0.2-5 column volumes/hr, and ending eluting after 9-12 column volumes, and intercepting the component rich in CBD to obtain high purity cannabidiol solution. The coordination chromatographic separation method can completely and effectively separate cannabidiol from analogue cannabidiol and tetrahydrocannabinol, thereby obtaining high-purity cannabidiol.
The above-described embodiments are only preferred embodiments of the present invention, and are not intended to be limiting in any way and in nature, and it should be noted that several modifications and additions may be made to those skilled in the art without departing from the invention, which modifications and additions are also intended to be construed as within the scope of the invention.
Claims (9)
1. A method for effectively separating cannabidiol, hypocannabidiol and tetrahydrocannabinol is characterized in that a coordination resin is used as a filler, and a chromatographic separation and purification method is adopted to separate cannabidiol pure products from cannabidiol crude products, wherein the coordination resin is one of HZ-6560, HZ-6563, HZ-6566 and HZ-6567.
2. The method for effectively separating cannabidiol, cannabidiol and tetrahydrocannabinol as claimed in claim 1, wherein the method for chromatographic separation and purification uses a mixed solution of a polar solvent and a nonpolar solvent as eluent.
3. The method for efficiently separating cannabidiol, sub-cannabidiol and tetrahydrocannabinol as claimed in claim 2, wherein the polar solvent is at least one of methanol, ethanol, acetonitrile, acetone, n-butanol, ethyl acetate, methylene chloride and chloroform; the nonpolar solvent is at least one of petroleum ether, methylcyclohexane, toluene, xylene, pentane, n-hexane and 1, 2-dichloroethane.
4. A method for efficiently separating cannabidiol, sub-cannabidiol and tetrahydrocannabinol as claimed in claim 2 or 3, wherein the volume ratio of the polar solvent to the non-polar solvent in the eluent is 20: 80-80: 20.
5. the method for effectively separating cannabidiol, sub-cannabidiol and tetrahydrocannabinol according to claim 4, wherein the polar solvent is ethyl acetate and/or chloroform; the nonpolar solvent is n-hexane; the volume ratio of the polar solvent to the nonpolar solvent is 20-40: 60 to 80 percent.
6. The method for efficiently separating cannabidiol, sub-cannabidiol and tetrahydrocannabinol as claimed in claim 4, wherein the method for separating and purifying comprises: the chromatography column packed with the coordination resin is subjected to pretreatment, loading and elution steps.
7. The method for efficiently separating cannabidiol, sub-cannabidiol and tetrahydrocannabinol as claimed in claim 6, wherein the step of pre-treating a chromatography column comprises: sequentially adopting absolute ethanol solution for activation and eluent for balancing.
8. The method for efficiently separating cannabidiol, sub-cannabidiol and tetrahydrocannabinol as claimed in claim 6, wherein the loading amount in the loading step is 5-15mg/mL column volume.
9. The method for effectively separating cannabidiol, sub-cannabidiol and tetrahydrocannabinol according to claim 6, wherein the elution is isocratic elution, the isocratic elution process is that a chromatographic column is washed by an eluent, the flow rate of the elution is 0.2-5 column volumes/hour, the volume of the eluent is 9-12 column volumes, the elution is finished, and the components rich in cannabidiol are collected and concentrated to obtain the pure cannabidiol product.
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