CN113801002A - Method for destroying tetrahydrocannabinol - Google Patents
Method for destroying tetrahydrocannabinol Download PDFInfo
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- CN113801002A CN113801002A CN202010545990.2A CN202010545990A CN113801002A CN 113801002 A CN113801002 A CN 113801002A CN 202010545990 A CN202010545990 A CN 202010545990A CN 113801002 A CN113801002 A CN 113801002A
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- tetrahydrocannabinol
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- thc
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- CYQFCXCEBYINGO-UHFFFAOYSA-N THC Natural products C1=C(C)CCC2C(C)(C)OC3=CC(CCCCC)=CC(O)=C3C21 CYQFCXCEBYINGO-UHFFFAOYSA-N 0.000 title claims abstract description 104
- CYQFCXCEBYINGO-IAGOWNOFSA-N delta1-THC Chemical compound 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 104
- 229960004242 dronabinol Drugs 0.000 title claims abstract description 104
- 238000000034 method Methods 0.000 title claims abstract description 44
- 239000003513 alkali Substances 0.000 claims abstract description 18
- 239000007800 oxidant agent Substances 0.000 claims abstract description 15
- 239000002904 solvent Substances 0.000 claims abstract description 15
- 239000000243 solution Substances 0.000 claims description 54
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 26
- 239000005708 Sodium hypochlorite Substances 0.000 claims description 13
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 claims description 13
- 230000001590 oxidative effect Effects 0.000 claims description 9
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 7
- 239000007864 aqueous solution Substances 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 3
- 238000005070 sampling Methods 0.000 claims description 3
- 239000002699 waste material Substances 0.000 abstract description 34
- 239000002674 ointment Substances 0.000 abstract description 22
- 230000006378 damage Effects 0.000 abstract description 19
- 244000025254 Cannabis sativa Species 0.000 abstract description 15
- 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 abstract description 14
- 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 abstract description 14
- 235000009120 camo Nutrition 0.000 abstract description 14
- 235000005607 chanvre indien Nutrition 0.000 abstract description 14
- 239000011487 hemp Substances 0.000 abstract description 14
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract description 12
- 238000000605 extraction Methods 0.000 abstract description 9
- 238000012545 processing Methods 0.000 abstract description 6
- 235000015112 vegetable and seed oil Nutrition 0.000 abstract description 6
- 239000008158 vegetable oil Substances 0.000 abstract description 6
- 230000000694 effects Effects 0.000 abstract description 5
- 239000003795 chemical substances by application Substances 0.000 abstract description 4
- 238000009776 industrial production Methods 0.000 abstract description 2
- 239000002351 wastewater Substances 0.000 abstract description 2
- 239000002585 base Substances 0.000 abstract 1
- 239000007788 liquid Substances 0.000 description 31
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
- 230000000052 comparative effect Effects 0.000 description 13
- QHMBSVQNZZTUGM-UHFFFAOYSA-N Trans-Cannabidiol Natural products OC1=CC(CCCCC)=CC(O)=C1C1C(C(C)=C)CCC(C)=C1 QHMBSVQNZZTUGM-UHFFFAOYSA-N 0.000 description 12
- 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 description 12
- 229950011318 cannabidiol Drugs 0.000 description 12
- ZTGXAWYVTLUPDT-UHFFFAOYSA-N cannabidiol Natural products OC1=CC(CCCCC)=CC(O)=C1C1C(C(C)=C)CC=C(C)C1 ZTGXAWYVTLUPDT-UHFFFAOYSA-N 0.000 description 12
- 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 description 12
- 238000003756 stirring Methods 0.000 description 8
- KMUONIBRACKNSN-UHFFFAOYSA-N potassium dichromate Chemical compound [K+].[K+].[O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O KMUONIBRACKNSN-UHFFFAOYSA-N 0.000 description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 5
- 239000003814 drug Substances 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 5
- 241000218236 Cannabis Species 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 229940079593 drug Drugs 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- 239000004480 active ingredient Substances 0.000 description 3
- 238000004090 dissolution Methods 0.000 description 3
- 239000012456 homogeneous solution Substances 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000013375 chromatographic separation Methods 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- 230000032798 delamination Effects 0.000 description 2
- 230000001877 deodorizing effect Effects 0.000 description 2
- 238000007865 diluting Methods 0.000 description 2
- QWPPOHNGKGFGJK-UHFFFAOYSA-N hypochlorous acid Chemical compound ClO QWPPOHNGKGFGJK-UHFFFAOYSA-N 0.000 description 2
- 238000000622 liquid--liquid extraction Methods 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000000638 solvent extraction Methods 0.000 description 2
- 231100000331 toxic Toxicity 0.000 description 2
- 230000002588 toxic effect Effects 0.000 description 2
- 239000002023 wood Substances 0.000 description 2
- 208000019901 Anxiety disease Diseases 0.000 description 1
- 241000218235 Cannabaceae Species 0.000 description 1
- 235000008697 Cannabis sativa Nutrition 0.000 description 1
- 206010012335 Dependence Diseases 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 229910021577 Iron(II) chloride Inorganic materials 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 208000005392 Spasm Diseases 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 230000036506 anxiety Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000009395 breeding Methods 0.000 description 1
- 230000001488 breeding effect Effects 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 238000010812 external standard method Methods 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 210000000653 nervous system Anatomy 0.000 description 1
- 231100001096 no neurotoxicity Toxicity 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 239000012286 potassium permanganate Substances 0.000 description 1
- 201000003068 rheumatic fever Diseases 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000010865 sewage Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000001117 sulphuric acid Substances 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
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
- C07C37/004—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by obtaining phenols from plant material or from animal material
-
- A—HUMAN NECESSITIES
- A62—LIFE-SAVING; FIRE-FIGHTING
- A62D—CHEMICAL MEANS FOR EXTINGUISHING FIRES OR FOR COMBATING OR PROTECTING AGAINST HARMFUL CHEMICAL AGENTS; CHEMICAL MATERIALS FOR USE IN BREATHING APPARATUS
- A62D3/00—Processes for making harmful chemical substances harmless or less harmful, by effecting a chemical change in the substances
- A62D3/30—Processes for making harmful chemical substances harmless or less harmful, by effecting a chemical change in the substances by reacting with chemical agents
- A62D3/36—Detoxification by using acid or alkaline reagents
-
- A—HUMAN NECESSITIES
- A62—LIFE-SAVING; FIRE-FIGHTING
- A62D—CHEMICAL MEANS FOR EXTINGUISHING FIRES OR FOR COMBATING OR PROTECTING AGAINST HARMFUL CHEMICAL AGENTS; CHEMICAL MATERIALS FOR USE IN BREATHING APPARATUS
- A62D3/00—Processes for making harmful chemical substances harmless or less harmful, by effecting a chemical change in the substances
- A62D3/30—Processes for making harmful chemical substances harmless or less harmful, by effecting a chemical change in the substances by reacting with chemical agents
- A62D3/38—Processes for making harmful chemical substances harmless or less harmful, by effecting a chemical change in the substances by reacting with chemical agents by oxidation; by combustion
-
- 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
- C07C37/685—Processes comprising at least two steps in series
-
- 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
-
- 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
- C07C37/72—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment by liquid-liquid treatment
-
- 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
- C07C39/23—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic, containing six-membered aromatic rings and other rings, with unsaturation outside the aromatic rings
-
- A—HUMAN NECESSITIES
- A62—LIFE-SAVING; FIRE-FIGHTING
- A62D—CHEMICAL MEANS FOR EXTINGUISHING FIRES OR FOR COMBATING OR PROTECTING AGAINST HARMFUL CHEMICAL AGENTS; CHEMICAL MATERIALS FOR USE IN BREATHING APPARATUS
- A62D2101/00—Harmful chemical substances made harmless, or less harmful, by effecting chemical change
- A62D2101/20—Organic substances
- A62D2101/28—Organic substances containing oxygen, sulfur, selenium or tellurium, i.e. chalcogen
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- A—HUMAN NECESSITIES
- A62—LIFE-SAVING; FIRE-FIGHTING
- A62D—CHEMICAL MEANS FOR EXTINGUISHING FIRES OR FOR COMBATING OR PROTECTING AGAINST HARMFUL CHEMICAL AGENTS; CHEMICAL MATERIALS FOR USE IN BREATHING APPARATUS
- A62D2203/00—Aspects of processes for making harmful chemical substances harmless, or less harmful, by effecting chemical change in the substances
- A62D2203/02—Combined processes involving two or more distinct steps covered by groups A62D3/10 - A62D3/40
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- 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
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- General Chemical & Material Sciences (AREA)
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Abstract
The invention relates to a method for destroying tetrahydrocannabinol, comprising the following steps: adding alkali liquor into a solution containing tetrahydrocannabinol for treatment; and (2) adding an oxidizing agent into the solution treated in the step (1). The method of the present invention can be applied to the destruction of tetrahydrocannabinol salve produced with n-hexane and/or vegetable oil extraction solvent as the extractant. The ointment containing the tetrahydrocannabinol fully reacts by utilizing strong base to form a uniform water-soluble solution, so that the destruction effect is prevented from being deteriorated due to the fact that the ointment and the destroying agent are not uniformly dissolved, and the phenomenon that the waste extract is not easy to dissolve in the industrial hemp processing process is solved; the content of the tetrahydrocannabinol in the finally discharged wastewater can be controlled within 0.02 percent. The THC content is less than or equal to 0.02 percent, which is qualified and meets the industrial production requirement.
Description
Technical Field
The invention relates to a method for destroying tetrahydrocannabinol, in particular to a method for destroying tetrahydrocannabinol by alkali.
Background
Cannabis is an annual herb plant of the cannabis genus of the cannabinaceae family, and has important agricultural and medicinal values. In recent years, research on active ingredients of cannabis shows that Cannabidiol (CBD) has no neurotoxicity and obvious medicinal value. Relevant researches show that the tetrahydrocannabinol can block the influence of the tetrahydrocannabinol on the human nervous system, has pharmacological activities of resisting spasm, rheumatic arthritis, anxiety and the like, and has great industrial development value. Meanwhile, the cannabis sativa contains a toxic component Tetrahydrocannabinol (THC), which can cause people to be fantastic to addiction, can be used as a drug and is prohibited from breeding for a long time.
At present, the hemp raw material specially used for industrial application is planted in a large scale, the Tetrahydrocannabinol (THC) content in flowers and leaves in a growing period is less than three thousandth, the hemp raw material does not have the value of extracting toxic component tetrahydrocannabinol or can be directly taken as drugs, and the hemp raw material can be legally planted in a large scale and can be industrially developed and utilized.
In the extraction process of the active ingredient of cannabis, it is generally necessary to separate tetrahydrocannabinol from the active ingredient such as cannabidiol, and in order to prevent the tetrahydrocannabinol from circulating as a drug, it is generally necessary to destroy the tetrahydrocannabinol after the separation.
The THC-rich waste liquid is generated in the production and processing process of industrial hemp, and must be thoroughly destroyed, the most traditional and simple destruction mode is incineration, but the environmental pollution is caused, meanwhile, the THC procedure is contacted by workers in the incineration process, the potential risk of health damage caused by the contact of the workers with the THC is generated, and the risk of THC loss is also generated. Based on the above-mentioned drawbacks of the prior art, some reports related to the chemical destruction of tetrahydrocannabinol have appeared in the prior art.
Prior art document 1CN106563685A discloses a method for destroying tetrahydrocannabinol, which is to destroy tetrahydrocannabinol by adding acid and oxidant, specifically, adding deionized water into a reactor, and heating to 60-100 ℃; adding acid until the pH value of the system is less than or equal to 3, and placing the carrier loaded with the catalyst into a reactor; adding an oxidant to the reactor; the THC containing liquid was passed into the reactor. By the method, the content of the tetrahydrocannabinol can be reduced to be below 0.01%, and the treated solution enters a next sewage treatment system.
Prior art document 2CN110746275A discloses a method for separating cannabidiol by using a continuous chromatography system, which destroys tetrahydrocannabinol by using a strong oxidant, and particularly destroys the obtained tetrahydrocannabinol solution by using a strong oxidant after concentrating, and preferably selects sulfuric acid, potassium dichromate and potassium permanganate.
Both of the above patents can treat the water-soluble tetrahydrocannabinol solution, but the treatment effect of the tetrahydrocannabinol ointment produced by using n-hexane or a vegetable oil extraction solvent as an extractant is not good because the added strong acid or strong oxidizer cannot be sufficiently dissolved in the tetrahydrocannabinol ointment.
It is therefore an object of the present invention to provide a new reliable, simple and safe destruction method of tetrahydrocannabinol which can be applied to the destruction of tetrahydrocannabinol salves produced with n-hexane and/or vegetable oil extraction solvents as extractants.
Disclosure of Invention
The technical problem to be solved by the invention is to provide a safe and efficient tetrahydrocannabinol destruction method, which can be suitable for the destruction of tetrahydrocannabinol ointment generated by taking n-hexane and/or vegetable oil extraction solvent as an extractant. The method of the invention utilizes strong alkali to fully react the ointment containing the tetrahydrocannabinol, generates saponification reaction, and reacts the ointment which is not dissolved in water into water-soluble solution, so that the water-soluble solution becomes uniform water-soluble solution, thereby solving the problem that the waste extract is not easy to dissolve in the industrial hemp processing process, avoiding the destruction effect deterioration caused by the uneven dissolution of the ointment and the destroying agent, having simple operation and low cost, being capable of avoiding the drug loss to the maximum extent, and being suitable for the destruction treatment of the tetrahydrocannabinol during the cannabidiol processing.
The invention provides a method for destroying tetrahydrocannabinol, comprising the following steps:
adding alkali liquor into a solution containing tetrahydrocannabinol for treatment;
and (2) adding an oxidizing agent into the solution treated in the step (1).
Preferably, the temperature of the alkali liquor treatment in the step (1) is 50-90 ℃, preferably 60-80 ℃. The temperature of alkali liquor treatment is controlled at 50-90 ℃, so that THC waste liquor and alkali liquor can fully react, and ointment in the THC waste liquor is ensured to be changed into uniform flowing liquid.
Preferably, the time for the alkali treatment in the step (1) is 0.5 to 2 hours, preferably 1 to 1.5 hours, and more preferably 1 hour.
Preferably, in the step (1), the alkali solution is used in an amount of 5-30 vol%, preferably 10-20 vol%, based on the solution containing tetrahydrocannabinol.
Preferably, the alkali liquor in step (1) is one or a mixture of two of sodium hydroxide aqueous solution and potassium hydroxide aqueous solution.
Preferably, the concentration of the lye in said step (1) is between 4% and 32% by weight, preferably between 10% and 20% by weight, more preferably 10% by weight.
Preferably, the oxidant added in step (2) is sodium hypochlorite.
Preferably, the concentration of sodium hypochlorite added in the step (2) is more than or equal to 5%, preferably more than or equal to 10%.
Preferably, the amount of sodium hypochlorite added in the step (2) is 5 to 30% by volume, preferably 10 to 20% by volume of the solution containing tetrahydrocannabinol. In some embodiments, after the THC waste solution is reacted with an alkali solution to form a homogeneous liquid, a sodium hypochlorite solution is added, wherein the effective concentration of the sodium hypochlorite is greater than or equal to 10% (by weight).
Preferably, the treatment time after adding the oxidant in the step (2) is 0.5 to 3 hours, and preferably 1 to 2 hours.
Preferably, the method further comprises a step (3) of sampling the solution treated in the step (2) and detecting the content of the tetrahydrocannabinol.
Preferably, the solvent is removed from the solution comprising tetrahydrocannabinol prior to the addition of the lye treatment to the solution comprising tetrahydrocannabinol.
Preferably, the method for removing the solvent from the solution containing tetrahydrocannabinol is to place the solution containing tetrahydrocannabinol in a vacuum environment to remove the solvent.
The invention has the beneficial effects that:
(1) by adopting the method, the ointment containing the tetrahydrocannabinol is fully reacted by utilizing strong alkali to form a uniform water-soluble solution, so that the destruction effect is prevented from being deteriorated due to the uneven dissolution of the ointment and the destroying agent, and the phenomenon that the waste extract is not easy to dissolve in the industrial hemp processing process is solved;
(2) the method can efficiently destroy the tetrahydrocannabinol during cannabidiol processing, and the content of the tetrahydrocannabinol in the finally discharged wastewater can be controlled within 0.02%. The THC content is less than or equal to 0.02 percent, which is qualified and meets the industrial production requirement.
Detailed Description
The following detailed description of specific embodiments of the present technology will be given to aid in understanding the present invention, but the present technology is not limited thereto.
Example 1 extraction of cannabidiol with n-hexane and obtaining a tetrahydrocannabinol containing waste stream
Step one, 230g of the dried hemp flowers and leaves are crushed to 20 meshes, and the crushed hemp flowers and leaves are heated and dried for 1 hour in an oven at the temperature of 130 ℃.
And step two, extracting 200g of the hemp flower leaves obtained in the step one by using 1000ml of solvent with 5 times of volume of n-hexane according to a proportion, filtering the extracting solution and concentrating until 100ml of the residue is obtained.
Step three, adding 300ml of 70% methanol solvent into the concentrated solution obtained by the treatment in the step two for liquid-liquid extraction;
separating the methanol layer obtained after the treatment in the third step, adding 3g of wood activated carbon, stirring for 10min, and filtering to obtain clear and transparent feed liquid;
and step five, concentrating and deodorizing the methanol decolored solution obtained by the treatment of the step four to obtain 16g of ointment rich in cannabidiol.
And step six, dissolving and diluting the cannabidiol ointment until the solid content is 10%, and performing medium-pressure preparative chromatographic separation to obtain the THC-containing waste liquid.
Example 2 extraction of cannabidiol with a vegetable oil extraction solvent and obtaining a tetrahydrocannabinol containing waste stream
Step one, 520g of the dried hemp flowers and leaves are crushed to 20 meshes and heated and dried for 1h in an oven at the temperature of 130 ℃.
And step two, extracting 400g of the hemp flowers and leaves obtained in the step one by using 2000ml of vegetable oil extraction solvent with the volume 5 times that of the hemp flowers and leaves according to a proportion, filtering the extracting solution and concentrating the extracting solution until 200ml of the residual hemp flowers and leaves are obtained.
Step three, adding 600ml of 70% methanol solvent into the concentrated solution obtained by the treatment in the step two for liquid-liquid extraction;
separating the methanol layer obtained after the treatment in the third step, adding 5g of wood activated carbon, stirring for 10min, and filtering to obtain clear and transparent feed liquid;
and step five, concentrating and deodorizing the methanol decolored solution obtained by the treatment of the step four to obtain 16g of ointment rich in cannabidiol.
And step six, dissolving and diluting the cannabidiol ointment until the solid content is 10%, and performing medium-pressure preparative chromatographic separation to obtain the THC-containing waste liquid.
Example 3 destruction of tetrahydrocannabinol from example 1 using the method of the invention
1) The THC waste liquid obtained in example 1 was piped to a reactor where the waste liquid was desolventized;
2) adding a sodium hydroxide solution with the volume of 10% of the waste liquid into the reactor, heating to 60 ℃, and stirring for reacting for 1 h;
3) sodium hypochlorite solution 10% of the volume of the waste solution was added to the reactor and stirring was continued at 60 ℃ for 1 h.
Example 4 destruction of tetrahydrocannabinol from example 1 using the method of the invention
1) The THC waste liquid obtained in example 1 was piped to a reactor where the waste liquid was desolventized;
2) adding a sodium hydroxide solution with the volume of 20% of the waste liquid into the reactor, heating to 80 ℃, and stirring for reacting for 2 hours;
3) sodium hypochlorite solution at a waste volume of 20% was added to the reactor and stirring was continued at 70 ℃ for 2 h.
Example 5 destruction of tetrahydrocannabinol from example 2 using the method of the invention
1) The THC waste liquid obtained in example 2 was piped to a reactor where the waste liquid was desolventized;
2) adding a potassium hydroxide solution with the volume of 5% of the waste liquid into the reactor, heating to 90 ℃, and stirring for reacting for 0.5 h;
3) sodium hypochlorite solution at a waste volume of 20% was added to the reactor and stirring was continued at 60 ℃ for 3 h.
Comparative example 1 utilizing prior art 1
Method in CN106563685A for destroying tetrahydrocannabinol in example 1
The subject of the destroyed treatment was the THC waste liquid obtained in example 1.
1) Adding deionized water into a closed circulating reactor, and heating to 60 ℃;
2) adding hydrochloric acid into a feed inlet of the closed circulating reactor, and adjusting the pH value of the system to 0.1;
3) loading catalyst FeCl2The diatomaceous earth is placed in a reactor, in which FeCl is present2The dosage of the THC-containing liquid is 1/200 of the mass of the introduced THC-containing liquid;
4) introducing hypochlorous acid from the bottom of the reactor, wherein the concentration of the hypochlorous acid in the reaction system is 0.1 mol/L;
5) introducing the THC-containing solution into a reactor from the bottom of the reactor at a flow rate of 1L/h, wherein the circulation speed of a matrix in the reactor is 10L/h, and the liquid discharged from the top of the reactor is the THC-degraded solution.
Comparative example 2 utilizing prior art 1
Method in CN106563685A for destroying tetrahydrocannabinol in example 2
The subject of the destroyed treatment was the THC waste liquid obtained in example 2. Other experimental conditions were the same as in comparative example 1.
Comparative example 3 destruction of tetrahydrocannabinol from example 1 with sulphuric acid without alkaline pretreatment
The destroyed treatment object is the THC waste liquid obtained in the example 1, alkali liquor is not added for treatment before the destruction, the sodium hypochlorite solution is replaced by sulfuric acid, and other experimental conditions are the same as the comparative example 1.
Comparative example 4 destruction of tetrahydrocannabinol from example 2 with potassium dichromate without pretreatment with alkaline agent
The destroyed object was the THC waste liquid obtained in example 2, and no alkali solution was added for treatment before destruction, and the sodium hypochlorite solution was replaced with potassium dichromate, and other experimental conditions were the same as in comparative example 1.
The following table shows the results of the measurement of the content of tetrahydrocannabinol in the treated solutions in examples 3-5 and comparative examples 1-4.
The method for detecting the tetrahydrocannabinol in the waste liquid comprises the steps of uniformly mixing the treated waste liquid, sampling, detecting by using high performance liquid chromatography, carrying out gradient elution on a mixture of a mobile phase phosphoric acid aqueous solution and acetonitrile at the flow rate of 1.2 mu L/min and the column temperature of 40 ℃, detecting the wavelength of 220nm, and detecting the content of the tetrahydrocannabinol in the waste liquid by using an external standard method.
TABLE 1 relevant test data for examples 3-5 and comparative examples 1-4
| Group of | Content of tetrahydrocannabinol after treatment% | Dissolution of tetrahydrocannabinol-containing ointment in oxidizing agent |
| Example 3 | 0.010 | Homogeneous solution |
| Example 4 | 0.015 | Homogeneous solution |
| Example 5 | Not detected out | Homogeneous solution |
| Comparative example 1 | 0.25 | Demixing, partial THC salve insolubilization |
| Comparative example 2 | 0.18 | Demixing, partial THC salve insolubilization |
| Comparative example 3 | 0.26 | Demixing, partial THC salve insolubilization |
| Comparative example 4 | 0.20 | Demixing, partial THC salve insolubilization |
As can be seen from the above table, according to the method of the present application, the waste liquid containing tetrahydrocannabinol is treated with alkali, and the treated waste liquid containing tetrahydrocannabinol can form a water-soluble solution, and is dissolved in the oxidant, so that no delamination occurs, and if the waste liquid containing tetrahydrocannabinol is not pretreated with alkali or with acid, the waste liquid containing tetrahydrocannabinol cannot be sufficiently dissolved in the subsequent oxidant solution, so that delamination occurs to different degrees.
The method can ensure that the extract containing THC is reacted into a uniform solution so as to ensure the uniform reaction in the THC destroying process and the destroying effect, and the THC content after destroying is below 0.02 percent. If other invention methods are adopted, the destroying medicament and the THC extract are not dissolved uniformly, so that the THC is not destroyed completely.
Finally, the above embodiments are only for illustrating the technical solutions of the present invention and not for limiting, although the present invention has been described in detail with reference to the preferred embodiments, it should be understood by those skilled in the art that modifications or equivalent substitutions may be made to the technical solutions of the present invention without departing from the spirit and scope of the technical solutions of the present invention, and all of them should be covered in the claims of the present invention.
Claims (9)
1. A method of destroying tetrahydrocannabinol, the method comprising the steps of:
adding alkali liquor into a solution containing tetrahydrocannabinol for treatment;
and (2) adding an oxidizing agent into the solution treated in the step (1).
2. The method according to claim 1, wherein the temperature of the lye treatment of step (1) is from 50 ℃ to 90 ℃, preferably from 60 ℃ to 80 ℃.
3. The process according to claim 1 or 2, wherein the time of the lye treatment of step (1) is from 0.5 to 2 hours, preferably from 1 to 1.5 hours, more preferably 1 hour.
4. The method according to any one of claims 1 to 3, wherein the lye treatment of step (1) is carried out in an amount of 5 to 30% by volume, preferably 10 to 20% by volume, based on the solution containing tetrahydrocannabinol. Preferably, the concentration of the lye in said step (1) is between 4% and 32% by weight, preferably between 10% and 20% by weight, more preferably 10% by weight.
5. The method according to any one of claims 1 to 4, wherein the alkali liquor of step (1) is one or a mixture of two of sodium hydroxide aqueous solution and potassium hydroxide aqueous solution. Preferably, the oxidant added in step (2) is sodium hypochlorite.
6. The process according to any one of claims 1 to 5, wherein the sodium hypochlorite is added in the step (2) at a concentration of 5% or more, preferably 10% or more. Preferably, the amount of sodium hypochlorite added in the step (2) is 5 to 30% by volume, preferably 10 to 20% by volume of the solution containing tetrahydrocannabinol.
7. The process according to any one of claims 1 to 6, wherein the treatment time after addition of the oxidizing agent in step (2) is from 0.5 to 3 hours, preferably from 1 to 2 hours.
8. The method according to any one of claims 1 to 7, further comprising a step (3) of sampling the solution treated in the step (2) to detect the content of tetrahydrocannabinol.
9. The method according to any one of claims 1-8, wherein the solvent is removed from the solution comprising tetrahydrocannabinol prior to the addition of the lye treatment to the solution comprising tetrahydrocannabinol. Preferably, the method for removing the solvent from the solution containing tetrahydrocannabinol is to place the solution containing tetrahydrocannabinol in a vacuum environment to remove the solvent.
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN106563685A (en) * | 2016-10-14 | 2017-04-19 | 汉义生物科技（北京）有限公司 | Method for destroying tetrahydrocannabinol |
| CN108314608A (en) * | 2018-02-05 | 2018-07-24 | 昆明医科大学第附属医院 | A kind of extraction separation method of cannabidiol |
| CN111039762A (en) * | 2019-08-26 | 2020-04-21 | 西安蓝晓科技新材料股份有限公司 | Method for purifying cannabidiol |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106563685A (en) * | 2016-10-14 | 2017-04-19 | 汉义生物科技（北京）有限公司 | Method for destroying tetrahydrocannabinol |
| CN108314608A (en) * | 2018-02-05 | 2018-07-24 | 昆明医科大学第附属医院 | A kind of extraction separation method of cannabidiol |
| CN111039762A (en) * | 2019-08-26 | 2020-04-21 | 西安蓝晓科技新材料股份有限公司 | Method for purifying cannabidiol |
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