WO2023273819A1 - Method for destroying tetrahydrocannabinol and oxidant composition - Google Patents

Method for destroying tetrahydrocannabinol and oxidant composition Download PDF

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WO2023273819A1
WO2023273819A1 PCT/CN2022/097527 CN2022097527W WO2023273819A1 WO 2023273819 A1 WO2023273819 A1 WO 2023273819A1 CN 2022097527 W CN2022097527 W CN 2022097527W WO 2023273819 A1 WO2023273819 A1 WO 2023273819A1
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thc
chlorine dioxide
tetrahydrocannabinol
aqueous solution
destroying
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PCT/CN2022/097527
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李赫然
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云南滇美生物技术有限公司
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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
    • 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
    • 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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  • the invention belongs to the field of natural medicine chemistry, and in particular relates to a method and an oxidizing agent composition which are safe, environment-friendly and capable of completely destroying tetrahydrocannabinol.
  • Cannabidiol or CBD for short, is a white crystalline powder extracted from industrial hemp with high medicinal value. Studies have shown that CBD has the ability to relieve chronic pain, anxiety, inflammation, depression and many other symptoms, and the potential of CBD to treat a variety of diseases is continuously confirmed through practical application. At the same time, derivative cosmetics and health care products have gradually appeared in the market and have been recognized by consumers.
  • THC tetrahydrocannabinol
  • THC was first isolated in 1964 by three researchers at the Weizmann Institute of Science in Rehovot, Israel. Pure THC is a glassy solid at low temperatures, and its viscosity gradually increases as the temperature rises. It is an aromatic terpenoid and therefore insoluble in water but readily soluble in most organic solvents.
  • THC The traditional destruction method of THC is incineration, but when incineration is used, it is easy to produce toxic gas and pollute the environment. , there is a risk that the drugs are not completely destroyed, and the sampling test of the solid ash after incineration has uneven distribution of samples, which leads to the fact that the test results cannot effectively represent the overall destruction effect; In the process, there is a risk of drug loss; finally, the operators of the incineration process are directly or indirectly exposed to drugs, and long-term contact is harmful to health and is not conducive to labor protection.
  • CN106563685B protects a method for destroying THC.
  • the method includes the following steps: 1) adding deionized water to the reactor and heating it to 60-100°C; 2. ) adding acid, the acid is one or more combination of inorganic acid and/or organic acid, the pH value range of the system is 0.1-3.0, the described inorganic acid is hydrochloric acid, nitric acid, phosphoric acid, sulfuric acid, so Described organic acid is citric acid, salicylic acid, tartaric acid, acetic acid; 3) the carrier that is loaded with catalyzer is placed in reactor, wherein the consumption of catalyzer is 1/200 to 1/200 of the THC-containing liquid quality that passes into 50, the catalyst in the step 3) contains reducing metal cations and/or halide anions; 4) adding an oxidizing agent to the reactor, the oxidizing agent includes hydrogen peroxide, peracetic acid, sodium dichromate, chromic
  • This method needs to be treated with an acid under heating conditions, and then an oxidizing agent is added to treat it.
  • an oxidizing agent is added to treat it.
  • the above method can effectively remove THC, it requires harsh conditions, such as heating, acid treatment and oxidizing agent treatment, and also requires carriers such as activated carbon. Filtration is not only complicated in process, but also high in cost, making it difficult to realize industrial production.
  • CN112023327A also claimed a method for destroying THC.
  • This method needs to use a specific reaction vessel when applied, and requires multi-step complex process conditions such as acid treatment, oxidant treatment, and neutralization reaction. Not only the process is complicated, but also the treatment cost is relatively high. High, it is difficult to realize industrial production.
  • the eluate containing tetrahydrocannabinol is produced during the process of extracting and preparing cannabidiol. Because the THC content exceeds the standard, it cannot be discharged directly, so it needs to be destroyed.
  • the present invention aims to provide a low-cost, simple and convenient process, and an industrially produced method and oxidant composition for thoroughly destroying THC, especially for completely destroying THC containing THC.
  • Method and oxidant composition for tetrahydrocannabinol in phenolic eluents are provided.
  • the present invention provides a method for destroying THC, which involves contacting THC with an aqueous solution of chlorine dioxide, wherein the chlorine dioxide content of the aqueous solution of chlorine dioxide is greater than or equal to 2% (mass volume percentage).
  • tetrahydrocannabinol exists in the form of being dissolved in an organic solvent, and the usage amount of the chlorine dioxide aqueous solution is 1%-10% (volume percentage) of the content of the tetrahydrocannabinol organic solvent.
  • the usage amount of the chlorine dioxide aqueous solution is preferably 5% (volume percentage) of the THC organic solvent content.
  • the present invention provides a method for destroying THC in a THC-containing eluate by contacting the THC-containing eluate with an aqueous solution of chlorine dioxide to destroy THC .
  • the dosage of the chlorine dioxide aqueous solution is 1%-10% (percentage by volume) of the eluent containing THC.
  • the effective chlorine dioxide content in the chlorine dioxide aqueous solution is greater than or equal to 2%.
  • the specific method of the present invention is: get the eluent containing tetrahydrocannabinol, add eluent 1%-10% (volume percentage) chlorine dioxide aqueous solution, stir, stand to react for half an hour Finally, sodium hydroxide is added to adjust the pH to about 6, and the content of THC is detected by high performance liquid chromatography (HPLC).
  • HPLC high performance liquid chromatography
  • the specific method of the present invention is: take the eluent containing tetrahydrocannabinol, add the eluent 5% (volume percentage) chlorine dioxide aqueous solution, stir, after standing for half an hour to react, add Sodium hydroxide is used to adjust the pH to about 6, and the content of THC is detected by high performance liquid chromatography (HPLC).
  • HPLC high performance liquid chromatography
  • the present invention provides an oxidant composition capable of effectively destroying tetrahydrocannabinol.
  • the oxidant composition is an aqueous solution of chlorine dioxide, the effective chlorine dioxide content in the aqueous solution of chlorine dioxide is greater than or equal to 2%, and the pH is 8.2- 9.2.
  • the aqueous chlorine dioxide solution in the present invention is obtained by reacting chlorite and protonic acid in an aqueous solution, specifically sodium chlorite, potassium chlorite and magnesium chlorite can be used as chlorite, preferably sodium chlorite
  • Protonic acid can be selected hydrochloric acid, acetic acid, sulfuric acid, methanesulfonic acid, carbonic acid etc., preferred citric acid.
  • the invention provides a method for destroying THC in an eluent containing THC.
  • the THC destruction method of the present invention is aimed at the concentrated THC destruction method after separation and collection.
  • the THC destruction method of the present invention does not need to collect and summarize the THC in the eluent, avoiding the circulation risk caused by the collection and summary of drugs, and saving
  • the production cost is reduced; the eluent is directly oxidized to remove THC, reducing the health impact of staff exposed to THC samples.
  • the invention has a wide range of applications, and different eluents do not affect the effect of the chlorine dioxide aqueous solution on destroying THC, and conventional eluents are applicable.
  • the applicant has also tried the chlorine dioxide destruction liquid with a content of less than 2%, but it has no advantage compared with the chlorine dioxide destruction liquid with a content greater than 2%. Due to the low concentration, the consumption needs to be increased, and water resources are wasted, which increases production. Cost is not conducive to industrialized production.
  • the THC destruction method of the present invention does not use acid solution treatment, does not require carrier filtration, and does not require a special reaction vessel, and is completely destroyed.
  • the content of THC after destruction is less than 0.1%, which meets the emission standard, and has low cost, is convenient for industrial production, and is simple. And the advantages of environmental protection and pollution-free.
  • Fig. 1 is the comparison diagram of the destruction effect of different oxidizing agents on the eluent containing THC
  • Fig. 2 is the HPLC schematic diagram of THC content determination in the original eluent
  • Fig. 3 is the HPLC schematic diagram of measuring THC content in the eluent after the chlorine dioxide destruction liquid is processed
  • Fig. 4 is the HPLC schematic diagram of measuring THC content in the eluent after hydrogen peroxide is treated as the destruction liquid;
  • Fig. 5 is the HPLC schematic diagram of measuring THC content in the eluent after ferric chloride is processed as the destruction solution;
  • Fig. 6 is the HPLC schematic diagram of measuring THC content in the eluent after potassium permanganate is processed as the destruction solution;
  • Fig. 7 is a schematic HPLC diagram of measuring THC content in the eluate after nitric acid is used as the destruction solution.
  • the experimental reagents of the present invention are all purchased commercially.
  • Preparation of chlorine dioxide destruction solution Take 500mL water in a beaker, add 10 grams of sodium chlorite, stir to dissolve completely; add 10 grams of citric acid, stir to dissolve completely, let stand for 30 minutes, and set aside; detect that the chlorine dioxide content is greater than or equal to 2% can be used.
  • HPLC detects that the original THC content is 0.364g/L, add 5mL of chlorine dioxide to destroy the liquid, stir, let it stand for half an hour, add sodium hydroxide to adjust the pH to about 6, and detect by HPLC THC content is 0.0085g/L.
  • THC-containing acetonitrile eluent Take 500 mL of THC-containing acetonitrile eluent, add 5 mL of chlorine dioxide to destroy the liquid, stir, let it stand for half an hour, add sodium hydroxide to adjust the pH to about 6, and the THC content detected by HPLC is 0.0081 g/L.
  • THC-containing methanol eluent Take 500mL of THC-containing methanol eluent, add 5mL of chlorine dioxide to destroy the liquid, stir, let it stand for half an hour to react, add sodium hydroxide to adjust the pH to about 6, and the THC content detected by HPLC is 0.0091g/L.
  • Examples 2-4 show that different eluents do not affect the destruction effect of chlorine dioxide aqueous solution on THC, and conventional eluents are applicable.
  • THC-containing ethanol eluent Take 500 mL of THC-containing ethanol eluent, add 10 mL of chlorine dioxide to destroy the liquid, stir, let it stand for half an hour to react, add sodium hydroxide to adjust the pH to about 6, and HPLC detects that the THC content is 0.0025 g/L.
  • THC-containing ethanol eluent Take 500 mL of THC-containing ethanol eluent, add 25 mL of chlorine dioxide to destroy the liquid, stir, let it stand for half an hour to react, add sodium hydroxide to adjust the pH to about 6, and HPLC detects that the THC content is 0.0009 g/L.
  • THC-containing ethanol eluent 200mL Take THC-containing ethanol eluent 200mL, add 20mL chlorine dioxide to destroy the liquid, stir, let it stand for half an hour to react, add sodium hydroxide to adjust the pH to about 6, and HPLC detects that the THC content is 0.0008g/L.
  • THC-containing ethanol eluent 10mL Take THC-containing ethanol eluent 10mL, add 1mL hydrogen peroxide (3%), stir, let it stand for half an hour to react, add sodium hydroxide to adjust the pH to about 6, and the THC content detected by HPLC is 0.0282g/L.
  • THC-containing ethanol eluent Take 10 mL of THC-containing ethanol eluent, add 100 mg of ferric chloride, stir, let it stand for half an hour to react, add sodium hydroxide to adjust the pH to about 6, and the THC content detected by HPLC is 0.0287 g/L.
  • THC-containing ethanol eluent Take 500 mL of THC-containing ethanol eluent, slowly add 200 mg of potassium permanganate tablets, stir, let it stand for half an hour to react, add sodium hydroxide to adjust the pH to about 6, and HPLC detects that the THC content is 0.0151 g/L.
  • THC-containing ethanol eluent Take 20 mL of THC-containing ethanol eluent, add 1 mL of concentrated nitric acid, stir, let stand for half an hour, add sodium hydroxide to adjust the pH to about 6, and the THC content detected by HPLC is 0.0275 g/L.

Abstract

The present invention aims to provide a method for thoroughly destroying tetrahydrocannabinol and an oxidant composition with low costs and simple and convenient processes and suitable for industrial production. The method of the present invention comprises bringing tetrahydrocannabinol into contact with a chlorine dioxide aqueous solution, the chlorine dioxide content of the chlorine dioxide aqueous solution being greater than or equal to 2%; the present invention can effectively remove THC in THC-containing eluent, reducing the content thereof to below the dischargeable standard of 0.01 g/L.

Description

销毁四氢大麻酚的方法及氧化剂组合物Method and oxidant composition for destroying tetrahydrocannabinol 技术领域technical field
本发明属于天然药物化学领域，具体涉及一种安全、环保、能彻底销毁四氢大麻酚的方法及氧化剂组合物。The invention belongs to the field of natural medicine chemistry, and in particular relates to a method and an oxidizing agent composition which are safe, environment-friendly and capable of completely destroying tetrahydrocannabinol.
背景技术Background technique
大麻二酚，简称CBD，是从工业大麻中提取出来的白色晶体粉末，药用价值较高。研究表明，CBD具有缓解慢性疼痛、焦虑、炎症、抑郁和许多其他症状，通过实际应用不断证实CBD具有治疗多种疾病的潜力。同时衍生的化妆品、保健品等也逐渐在市场上出现，得到消费者的认可。Cannabidiol, or CBD for short, is a white crystalline powder extracted from industrial hemp with high medicinal value. Studies have shown that CBD has the ability to relieve chronic pain, anxiety, inflammation, depression and many other symptoms, and the potential of CBD to treat a variety of diseases is continuously confirmed through practical application. At the same time, derivative cosmetics and health care products have gradually appeared in the market and have been recognized by consumers.
大麻二酚作为治疗药物在使用过程中，其含有的四氢大麻酚(又称THC)是一种具致幻作用的成分，是大麻中的主要精神活性物质，因其具有成瘾性和细胞毒性，并可导致惊厥、呕吐、多发性硬化复发等不良反应，在一定程度上限制了大麻二酚的开发和利用。在大麻活性成分开发过程中通常将四氢大麻酚与其他活性成分分离，同时为了防止其作为毒品流通，分离后应对其进行彻底销毁。During the use of cannabidiol as a therapeutic drug, the tetrahydrocannabinol (also known as THC) contained in it is a hallucinogenic ingredient and the main psychoactive substance in marijuana, because of its addictive and cellular properties. Toxicity, and can lead to adverse reactions such as convulsions, vomiting, recurrence of multiple sclerosis, which limits the development and utilization of cannabidiol to a certain extent. During the development of cannabis active ingredients, THC is usually separated from other active ingredients, and in order to prevent it from being circulated as a drug, it should be completely destroyed after separation.
THC最早由以色列雷霍沃特魏茨曼科学研究所的三名研究人员在1964年分离出来。纯品THC在低温下为玻璃状固体，温度升高时其粘度逐渐增加。它是一种芳香类萜，因此难溶于水，但易溶于多数有机溶剂中。THC was first isolated in 1964 by three researchers at the Weizmann Institute of Science in Rehovot, Israel. Pure THC is a glassy solid at low temperatures, and its viscosity gradually increases as the temperature rises. It is an aromatic terpenoid and therefore insoluble in water but readily soluble in most organic solvents.
THC的传统销毁方式为焚烧，但是采用焚烧时，容易产生有毒气体，对环境造成污染，同时，焚烧产生的有毒烟雾也会伤害人的神经系统，导致一系列不良反应；其次，焚烧不充分时，存在毒品未被完全破坏的风险，并且对焚烧后的固体灰烬抽样检测，存在样品分布不均匀的情况，从而导致检测结果不能有效代表整体销毁效果；另外，焚烧过程中存在操作人员接触毒品的工序，有 毒品流失的风险；最后，焚烧过程操作人员直接或间接接触毒品，长期接触有损身体健康，不利于劳动保护。The traditional destruction method of THC is incineration, but when incineration is used, it is easy to produce toxic gas and pollute the environment. , there is a risk that the drugs are not completely destroyed, and the sampling test of the solid ash after incineration has uneven distribution of samples, which leads to the fact that the test results cannot effectively represent the overall destruction effect; In the process, there is a risk of drug loss; finally, the operators of the incineration process are directly or indirectly exposed to drugs, and long-term contact is harmful to health and is not conducive to labor protection.
现有技术已有报道一些THC销毁的方法，CN106563685B保护了一种销毁四氢大麻酚的方法，该方法包括以下步骤：1)向反应器中加入去离子水，加热至60-100℃；2)加入酸，所述酸是无机酸和/或有机酸中的一种或两种以上组合，体系的pH值范围为0.1-3.0，所述的无机酸是盐酸、硝酸、磷酸、硫酸，所述的有机酸是枸橼酸、水杨酸、酒石酸、醋酸；3)将负载有催化剂的载体置于反应器中，其中催化剂的用量为通入的含THC液体质量的1/200至1/50，所述步骤3)中的催化剂含还原性金属阳离子和/或卤素阴离子；4)向反应器中加入氧化剂，所述氧化剂包括过氧化氢、过氧乙酸、重铬酸钠、铬酸、硝酸、高锰酸钾、过硫酸铵、次氯酸、高氯酸中的一种或两种以上，氧化剂在反应体系中的浓度为0.1-4mol/L；5)将含有THC的液体通入反应器中，所述含THC液体的流入速度为0.1-5倍反应器体积/h；6)销毁结果检测，确证。该方法需要在加热的条件下，先用酸处理，然后加入氧化剂处理，上述方法虽然能有效除去THC，但是需要较苛刻的条件，如加热、酸处理和氧化剂处理，并且还需要活性碳等载体过滤，不仅工艺复杂，且成本较高，难以实现工业化生产。Some methods for destroying THC have been reported in the prior art. CN106563685B protects a method for destroying THC. The method includes the following steps: 1) adding deionized water to the reactor and heating it to 60-100°C; 2. ) adding acid, the acid is one or more combination of inorganic acid and/or organic acid, the pH value range of the system is 0.1-3.0, the described inorganic acid is hydrochloric acid, nitric acid, phosphoric acid, sulfuric acid, so Described organic acid is citric acid, salicylic acid, tartaric acid, acetic acid; 3) the carrier that is loaded with catalyzer is placed in reactor, wherein the consumption of catalyzer is 1/200 to 1/200 of the THC-containing liquid quality that passes into 50, the catalyst in the step 3) contains reducing metal cations and/or halide anions; 4) adding an oxidizing agent to the reactor, the oxidizing agent includes hydrogen peroxide, peracetic acid, sodium dichromate, chromic acid, One or more of nitric acid, potassium permanganate, ammonium persulfate, hypochlorous acid, and perchloric acid, and the concentration of the oxidizing agent in the reaction system is 0.1-4mol/L; 5) Pass the liquid containing THC into In the reactor, the inflow rate of the THC-containing liquid is 0.1-5 times the reactor volume/h; 6) Destruction result detection and confirmation. This method needs to be treated with an acid under heating conditions, and then an oxidizing agent is added to treat it. Although the above method can effectively remove THC, it requires harsh conditions, such as heating, acid treatment and oxidizing agent treatment, and also requires carriers such as activated carbon. Filtration is not only complicated in process, but also high in cost, making it difficult to realize industrial production.
CN112023327A同样请求保护了一种THC的销毁方法，该方法在应用时需要使用特定的反应容器，并且需要酸处理、氧化剂处理、中和反应等多步骤复杂工艺条件，不仅工艺复杂，而且处理成本较高，难以实现工业化生产。CN112023327A also claimed a method for destroying THC. This method needs to use a specific reaction vessel when applied, and requires multi-step complex process conditions such as acid treatment, oxidant treatment, and neutralization reaction. Not only the process is complicated, but also the treatment cost is relatively high. High, it is difficult to realize industrial production.
含四氢大麻酚的洗脱液是在提取制备大麻二酚的过程中产生的，因THC含量超标，不能直接排放，因此需要对其销毁。The eluate containing tetrahydrocannabinol is produced during the process of extracting and preparing cannabidiol. Because the THC content exceeds the standard, it cannot be discharged directly, so it needs to be destroyed.
上述两篇专利CN112023327A、CN106563685B针对的都是对THC先分离收集，然后进行THC样品集中销毁，并不是直接针对分离CBD过程中产生的 含有THC的洗脱液中THC的销毁方法。The above two patents CN112023327A and CN106563685B are aimed at the separation and collection of THC first, and then the centralized destruction of THC samples. They are not directly aimed at the method of destroying THC in the THC-containing eluent generated during the separation of CBD.
经检索，现有技术还未见报道直接针对含有四氢大麻酚洗脱液中四氢大麻酚的销毁方法。After retrieval, there is no report in the prior art on a method for destroying THC in the eluent containing THC directly.
发明内容Contents of the invention
为解决上述背景技术中提到的技术问题，本发明旨在提供一种低成本、工艺简便、可工业化生产的彻底销毁四氢大麻酚的方法及氧化剂组合物，尤其是彻底销毁含有四氢大麻酚洗脱液中四氢大麻酚的方法及氧化剂组合物。In order to solve the technical problems mentioned in the above-mentioned background technology, the present invention aims to provide a low-cost, simple and convenient process, and an industrially produced method and oxidant composition for thoroughly destroying THC, especially for completely destroying THC containing THC. Method and oxidant composition for tetrahydrocannabinol in phenolic eluents.
一方面，本发明提供了一种销毁四氢大麻酚的方法，将四氢大麻酚与二氧化氯水溶液接触，二氧化氯水溶液的二氧化氯含量大于等于2％(质量体积百分比)。On the one hand, the present invention provides a method for destroying THC, which involves contacting THC with an aqueous solution of chlorine dioxide, wherein the chlorine dioxide content of the aqueous solution of chlorine dioxide is greater than or equal to 2% (mass volume percentage).
作为对本发明的进一步限定，四氢大麻酚是以溶解于有机溶剂形式存在，二氧化氯水溶液的使用量为四氢大麻酚有机溶剂含量的1％-10％(体积百分比)。As a further limitation of the present invention, tetrahydrocannabinol exists in the form of being dissolved in an organic solvent, and the usage amount of the chlorine dioxide aqueous solution is 1%-10% (volume percentage) of the content of the tetrahydrocannabinol organic solvent.
作为对本发明的进一步限定，二氧化氯水溶液的使用量优选为四氢大麻酚有机溶剂含量的5％(体积百分比)。As a further limitation to the present invention, the usage amount of the chlorine dioxide aqueous solution is preferably 5% (volume percentage) of the THC organic solvent content.
另一方面，本发明提供了一种销毁含有四氢大麻酚的洗脱液中四氢大麻酚的方法，将含有四氢大麻酚的洗脱液与二氧化氯水溶液接触以销毁四氢大麻酚。二氧化氯水溶液的用量为含有四氢大麻酚的洗脱液的1％-10％(体积百分比)。作为对本发明的进一步限定，二氧化氯水溶液中有效二氧化氯含量大于等于2％。In another aspect, the present invention provides a method for destroying THC in a THC-containing eluate by contacting the THC-containing eluate with an aqueous solution of chlorine dioxide to destroy THC . The dosage of the chlorine dioxide aqueous solution is 1%-10% (percentage by volume) of the eluent containing THC. As a further limitation to the present invention, the effective chlorine dioxide content in the chlorine dioxide aqueous solution is greater than or equal to 2%.
作为对本发明的进一步限定，本发明的具体方法为：取含有四氢大麻酚的洗脱液，加入洗脱液1％-10％(体积百分比)二氧化氯水溶液，搅拌，静置反应半小时后，加氢氧化钠调整pH约为6，高效液相色谱(HPLC)检测四氢大 麻酚含量。As a further limitation to the present invention, the specific method of the present invention is: get the eluent containing tetrahydrocannabinol, add eluent 1%-10% (volume percentage) chlorine dioxide aqueous solution, stir, stand to react for half an hour Finally, sodium hydroxide is added to adjust the pH to about 6, and the content of THC is detected by high performance liquid chromatography (HPLC).
作为对本发明的进一步限定，本发明的具体方法为：取含有四氢大麻酚的洗脱液，加入洗脱液5％(体积百分比)二氧化氯水溶液，搅拌，静置反应半小时后，加氢氧化钠调整pH约为6，高效液相色谱(HPLC)检测四氢大麻酚含量。As a further limitation to the present invention, the specific method of the present invention is: take the eluent containing tetrahydrocannabinol, add the eluent 5% (volume percentage) chlorine dioxide aqueous solution, stir, after standing for half an hour to react, add Sodium hydroxide is used to adjust the pH to about 6, and the content of THC is detected by high performance liquid chromatography (HPLC).
另一方面，本发明提供了一种能有效销毁四氢大麻酚的氧化剂组合物，氧化剂组合物为二氧化氯水溶液，二氧化氯水溶液中有效二氧化氯含量大于等于2％，PH为8.2-9.2。On the other hand, the present invention provides an oxidant composition capable of effectively destroying tetrahydrocannabinol. The oxidant composition is an aqueous solution of chlorine dioxide, the effective chlorine dioxide content in the aqueous solution of chlorine dioxide is greater than or equal to 2%, and the pH is 8.2- 9.2.
本发明中的二氧化氯水溶液是由亚氯酸盐和质子酸在水溶液中反应得到，具体可以采用厂家亚氯酸钠、亚氯酸钾及亚氯酸镁作为亚氯酸盐，优选亚氯酸钠；质子酸可以选择盐酸、醋酸、硫酸、甲磺酸、碳酸等，优选柠檬酸。The aqueous chlorine dioxide solution in the present invention is obtained by reacting chlorite and protonic acid in an aqueous solution, specifically sodium chlorite, potassium chlorite and magnesium chlorite can be used as chlorite, preferably sodium chlorite Protonic acid can be selected hydrochloric acid, acetic acid, sulfuric acid, methanesulfonic acid, carbonic acid etc., preferred citric acid.
本发明提供了一种针对含有四氢大麻酚洗脱液中四氢大麻酚的销毁方法。本发明的THC销毁方法针对的是分离收集汇总后的THC集中销毁方法，本发明的销毁THC的方法无需将洗脱液中的THC收集汇总，避免了毒品收集汇总后导致的流通风险，且节约了生产成本；直接将洗脱液进行氧化处理去除THC，减少工作人员对THC样品接触造成的健康影响。本发明的应用范围广，不同洗脱液并不影响二氧化氯水溶液对THC销毁的效果，常规的洗脱液均可适用。1％-10％用量的二氧化氯销毁液均可有效去除含THC洗脱液中的THC，使其含量下降到可排放的标准0.01g/L以下，但是考虑到成本和对环境的污染，优选5％用量。申请人也尝试过高于10％用量的二氧化氯销毁液，也可实现较好的销毁THC效果，但其成本会更高，高于10％用量的二氧化氯销毁液和10％用量的二氧化氯销毁液相比无技术优势，增加生产成本，且会对环境造成污染，因此选择1％-10％用量范围。The invention provides a method for destroying THC in an eluent containing THC. The THC destruction method of the present invention is aimed at the concentrated THC destruction method after separation and collection. The THC destruction method of the present invention does not need to collect and summarize the THC in the eluent, avoiding the circulation risk caused by the collection and summary of drugs, and saving The production cost is reduced; the eluent is directly oxidized to remove THC, reducing the health impact of staff exposed to THC samples. The invention has a wide range of applications, and different eluents do not affect the effect of the chlorine dioxide aqueous solution on destroying THC, and conventional eluents are applicable. Chlorine dioxide destruction liquid with an amount of 1%-10% can effectively remove THC in the THC-containing eluent, and reduce its content to below the dischargeable standard of 0.01g/L, but considering the cost and environmental pollution, 5% dosage is preferred. The applicant has also tried a chlorine dioxide destruction liquid with a dosage higher than 10%, which can also achieve a better effect of destroying THC, but its cost will be higher, higher than the chlorine dioxide destruction liquid with a dosage of 10% and the THC with a dosage of 10%. Compared with chlorine dioxide destruction liquid, it has no technical advantage, increases production cost, and will pollute the environment, so the dosage range of 1%-10% is selected.
申请人也尝试过含量低于2％的二氧化氯销毁液，但是与含量大于2％的二氧化氯销毁液相比无优势，由于浓度低，使用量需要增加，且浪费水资源，增加生产成本，不利于工业化生产。The applicant has also tried the chlorine dioxide destruction liquid with a content of less than 2%, but it has no advantage compared with the chlorine dioxide destruction liquid with a content greater than 2%. Due to the low concentration, the consumption needs to be increased, and water resources are wasted, which increases production. Cost is not conducive to industrialized production.
本发明的THC销毁方法未使用酸溶液处理、无需载体过滤、且无需特殊的反应容器，且销毁彻底，销毁后的THC含量小于0.1％，达到可排放标准，具有低成本、便于工业化生产、简便且环保无污染等优点。The THC destruction method of the present invention does not use acid solution treatment, does not require carrier filtration, and does not require a special reaction vessel, and is completely destroyed. The content of THC after destruction is less than 0.1%, which meets the emission standard, and has low cost, is convenient for industrial production, and is simple. And the advantages of environmental protection and pollution-free.
附图说明Description of drawings
图1为不同氧化剂对含有THC洗脱液的销毁效果比较图；Fig. 1 is the comparison diagram of the destruction effect of different oxidizing agents on the eluent containing THC;
图2为原始洗脱液中THC含量测定HPLC示意图；Fig. 2 is the HPLC schematic diagram of THC content determination in the original eluent;
图3为二氧化氯销毁液处理后洗脱液中THC含量测定HPLC示意图；Fig. 3 is the HPLC schematic diagram of measuring THC content in the eluent after the chlorine dioxide destruction liquid is processed;
图4为双氧水作为销毁液处理后洗脱液中THC含量测定HPLC示意图；Fig. 4 is the HPLC schematic diagram of measuring THC content in the eluent after hydrogen peroxide is treated as the destruction liquid;
图5为三氯化铁作为销毁液处理后洗脱液中THC含量测定HPLC示意图；Fig. 5 is the HPLC schematic diagram of measuring THC content in the eluent after ferric chloride is processed as the destruction solution;
图6为高锰酸钾作为销毁液处理后洗脱液中THC含量测定HPLC示意图；Fig. 6 is the HPLC schematic diagram of measuring THC content in the eluent after potassium permanganate is processed as the destruction solution;
图7为硝酸作为销毁液处理后洗脱液中THC含量测定HPLC示意图。Fig. 7 is a schematic HPLC diagram of measuring THC content in the eluate after nitric acid is used as the destruction solution.
具体实施方式detailed description
以下将结合具体实施例来阐述本发明的技术方案，下列实施例的提供旨在进一步说明本发明，而非用于限制本发明的范围。对本领域技术人员而言，在不脱离本发明的精神和范围的情况下，针对本发明的具体实施方式进行各种变化和改进将是显而易见的。The technical solutions of the present invention will be described below in conjunction with specific examples. The following examples are provided to further illustrate the present invention, but not to limit the scope of the present invention. It will be apparent to those skilled in the art that various changes and improvements can be made to the specific embodiments of the present invention without departing from the spirit and scope of the present invention.
本发明的实验用试剂均来源于商业化购买。The experimental reagents of the present invention are all purchased commercially.
实施例1Example 1
二氧化氯销毁液配制：取500mL水于烧杯中，加入亚氯酸钠10克，搅拌完全溶解；加入柠檬酸10克，搅拌完全溶解，静置30分钟，备用；检测二氧化 氯含量大于等于2％则可以使用。Preparation of chlorine dioxide destruction solution: Take 500mL water in a beaker, add 10 grams of sodium chlorite, stir to dissolve completely; add 10 grams of citric acid, stir to dissolve completely, let stand for 30 minutes, and set aside; detect that the chlorine dioxide content is greater than or equal to 2% can be used.
实施例2Example 2
取含THC的乙醇洗脱液500mL，HPLC检测其原始THC含量为0.364g/L，加入5mL二氧化氯销毁液体，搅拌，静置反应半小时，加氢氧化钠调整pH约为6，HPLC检测THC含量为0.0085g/L。Take 500mL of THC-containing ethanol eluent, HPLC detects that the original THC content is 0.364g/L, add 5mL of chlorine dioxide to destroy the liquid, stir, let it stand for half an hour, add sodium hydroxide to adjust the pH to about 6, and detect by HPLC THC content is 0.0085g/L.
实施例3Example 3
取含THC的乙腈洗脱液500mL，加入5mL二氧化氯销毁液体，搅拌，静置反应半小时，加氢氧化钠调整pH约为6，HPLC检测THC含量为0.0081g/L。Take 500 mL of THC-containing acetonitrile eluent, add 5 mL of chlorine dioxide to destroy the liquid, stir, let it stand for half an hour, add sodium hydroxide to adjust the pH to about 6, and the THC content detected by HPLC is 0.0081 g/L.
实施例4Example 4
取含THC的甲醇洗脱液500mL，加入5mL二氧化氯销毁液体，搅拌，静置反应半小时，加氢氧化钠调整pH约为6，HPLC检测THC含量为0.0091g/L。Take 500mL of THC-containing methanol eluent, add 5mL of chlorine dioxide to destroy the liquid, stir, let it stand for half an hour to react, add sodium hydroxide to adjust the pH to about 6, and the THC content detected by HPLC is 0.0091g/L.
实施例2-4表明不同洗脱液并不影响二氧化氯水溶液对THC销毁效果，常规的洗脱液均可适用。Examples 2-4 show that different eluents do not affect the destruction effect of chlorine dioxide aqueous solution on THC, and conventional eluents are applicable.
实施例5Example 5
取含THC的乙醇洗脱液500mL，加入10mL二氧化氯销毁液体，搅拌，静置反应半小时，加氢氧化钠调整pH约为6，HPLC检测THC含量为0.0025g/L。Take 500 mL of THC-containing ethanol eluent, add 10 mL of chlorine dioxide to destroy the liquid, stir, let it stand for half an hour to react, add sodium hydroxide to adjust the pH to about 6, and HPLC detects that the THC content is 0.0025 g/L.
实施例6Example 6
取含THC的乙醇洗脱液500mL，加入20mL二氧化氯销毁液体，搅拌，静置反应半小时，加氢氧化钠调整pH约为6，HPLC检测THC含量为0.0011g/L。Take 500mL of ethanol eluent containing THC, add 20mL of chlorine dioxide to destroy the liquid, stir, let it stand for half an hour to react, add sodium hydroxide to adjust the pH to about 6, and HPLC detects that the THC content is 0.0011g/L.
实施例7Example 7
取含THC的乙醇洗脱液500mL，加入25mL二氧化氯销毁液体，搅拌，静置反应半小时，加氢氧化钠调整pH约为6，HPLC检测THC含量为0.0009g/L。Take 500 mL of THC-containing ethanol eluent, add 25 mL of chlorine dioxide to destroy the liquid, stir, let it stand for half an hour to react, add sodium hydroxide to adjust the pH to about 6, and HPLC detects that the THC content is 0.0009 g/L.
实施例8Example 8
取含THC的乙醇洗脱液200mL，加入20mL二氧化氯销毁液体，搅拌，静置反应半小时，加氢氧化钠调整pH约为6，HPLC检测THC含量为0.0008g/L。Take THC-containing ethanol eluent 200mL, add 20mL chlorine dioxide to destroy the liquid, stir, let it stand for half an hour to react, add sodium hydroxide to adjust the pH to about 6, and HPLC detects that the THC content is 0.0008g/L.
以上实验表明，1％-10％用量的二氧化氯销毁液均可有效去除含THC洗脱液中的THC，使其含量下降到可排放的标准0.01g/L以下，但是考虑到成本和对环境的污染，优选5％用量。The above experiments show that 1%-10% chlorine dioxide destruction liquid can effectively remove THC in the THC-containing eluent, and make its content drop below the dischargeable standard 0.01g/L, but considering the cost and impact on Environmental pollution, preferably 5% dosage.
对比例1Comparative example 1
取含THC的乙醇洗脱液10mL，加入1mL双氧水(3％)，搅拌，静置反应半小时，加氢氧化钠调整pH约为6，HPLC检测THC含量为0.0282g/L。Take THC-containing ethanol eluent 10mL, add 1mL hydrogen peroxide (3%), stir, let it stand for half an hour to react, add sodium hydroxide to adjust the pH to about 6, and the THC content detected by HPLC is 0.0282g/L.
对比例2Comparative example 2
取含THC的乙醇洗脱液10mL，加入100mg三氯化铁，搅拌，静置反应半小时，加氢氧化钠调整pH约为6，HPLC检测THC含量为0.0287g/L。Take 10 mL of THC-containing ethanol eluent, add 100 mg of ferric chloride, stir, let it stand for half an hour to react, add sodium hydroxide to adjust the pH to about 6, and the THC content detected by HPLC is 0.0287 g/L.
对比例3Comparative example 3
取含THC的乙醇洗脱液500mL，缓慢加入200mg高锰酸钾片，搅拌，静置反应半小时，加氢氧化钠调整pH约为6，HPLC检测THC含量为0.0151g/L。Take 500 mL of THC-containing ethanol eluent, slowly add 200 mg of potassium permanganate tablets, stir, let it stand for half an hour to react, add sodium hydroxide to adjust the pH to about 6, and HPLC detects that the THC content is 0.0151 g/L.
对比例4Comparative example 4
取含THC的乙醇洗脱液20mL，加入1mL浓硝酸，搅拌，静置反应半小时，加氢氧化钠调整pH约为6，HPLC检测THC含量为0.0275g/L。Take 20 mL of THC-containing ethanol eluent, add 1 mL of concentrated nitric acid, stir, let stand for half an hour, add sodium hydroxide to adjust the pH to about 6, and the THC content detected by HPLC is 0.0275 g/L.
以上实验结果表明，向含有THC的乙醇溶液中加入二氧化氯溶液，能够有效破坏THC；申请人意外的发现，相比于其他氧化剂，二氧化氯销毁洗脱液中THC取得了令人预料不到的技术效果，在1％-10％用量下均能达到非常显著的销毁THC效果，对本领域的研究人员是非显而易见的。二氧化氯加入量为5％以上较为适宜。The above experimental results show that adding chlorine dioxide solution to the ethanol solution containing THC can effectively destroy THC; the applicant unexpectedly found that compared with other oxidants, chlorine dioxide destroyed THC in the eluent and obtained unexpected results. The technical effect obtained can achieve a very significant effect of destroying THC under the dosage of 1%-10%, which is not obvious to researchers in this field. Chlorine dioxide addition is more suitable for 5% or more.
尽管上面已经示出和描述了本发明的实施例，可以理解的是，上述实施例 是示例性的，不能理解为对本发明的限制。在不脱离本发明的原理和宗旨的情况下，本领域的普通技术人员在本发明的范围内可以对上述实施例进行变化、修改、替换和变型，这些变化、修改、替换和变型均涵盖在本发明的范围之中。Although the embodiments of the present invention have been shown and described above, it should be understood that the above embodiments are illustrative and should not be construed as limitations of the present invention. Without departing from the principles and purposes of the present invention, those skilled in the art can change, modify, replace and modify the above-mentioned embodiments within the scope of the present invention, and these changes, modifications, replace and modify are all covered in within the scope of the present invention.

Claims (10)

  1. 一种销毁四氢大麻酚的方法，其特征在于，将四氢大麻酚与二氧化氯水溶液接触。A method for destroying tetrahydrocannabinol, characterized in that tetrahydrocannabinol is contacted with an aqueous solution of chlorine dioxide.
  2. 如权利要求1所述的销毁四氢大麻酚的方法，其特征在于，所述二氧化氯水溶液的二氧化氯含量大于等于2％。The method for destroying tetrahydrocannabinol as claimed in claim 1, wherein the chlorine dioxide content of the chlorine dioxide aqueous solution is greater than or equal to 2%.
  3. 如权利要求1或2所述的销毁四氢大麻酚的方法，其特征在于，所述四氢大麻酚是以溶解于有机溶剂形式存在，二氧化氯水溶液的使用量为四氢大麻酚有机溶剂含量的1％-10％。The method for destroying tetrahydrocannabinol as claimed in claim 1 or 2, wherein the tetrahydrocannabinol exists in the form of being dissolved in an organic solvent, and the amount of chlorine dioxide aqueous solution is THC organic solvent 1%-10% of the content.
  4. 如权利要求3所述的销毁四氢大麻酚的方法，其特征在于，二氧化氯水溶液的使用量为四氢大麻酚有机溶剂含量的5％；所述二氧化氯水溶液是由亚氯酸盐和质子酸在水溶液中反应得到。The method for destroying tetrahydrocannabinol as claimed in claim 3, wherein the usage amount of the chlorine dioxide aqueous solution is 5% of the THC organic solvent content; the chlorine dioxide aqueous solution is made of chlorite It can be reacted with protonic acid in aqueous solution.
  5. 一种销毁含有四氢大麻酚的洗脱液中四氢大麻酚的方法，其特征在于，将含有四氢大麻酚的洗脱液与二氧化氯水溶液接触以去除四氢大麻酚。A method for destroying THC in an eluate containing THC, characterized in that the eluate containing THC is contacted with an aqueous solution of chlorine dioxide to remove THC.
  6. 如权利要求5所述的销毁含有四氢大麻酚的洗脱液中四氢大麻酚的方法，其特征在于，所述二氧化氯水溶液的用量为含有四氢大麻酚的洗脱液的1％-10％。The method for destroying THC in the eluent containing THC as claimed in claim 5, wherein the consumption of the chlorine dioxide aqueous solution is 1% of the eluate containing THC -10%.
  7. 如权利要求5所述的销毁含有四氢大麻酚的洗脱液中四氢大麻酚的方法，其特征在于，所述二氧化氯水溶液中有效二氧化氯含量大于等于2％。The method for destroying tetrahydrocannabinol in the eluent containing tetrahydrocannabinol as claimed in claim 5, wherein the effective chlorine dioxide content in the chlorine dioxide aqueous solution is greater than or equal to 2%.
  8. 一种销毁含有四氢大麻酚的洗脱液中四氢大麻酚的方法，其特征在于，取含有四氢大麻酚的洗脱液，加入洗脱液1％-10％的二氧化氯水溶液，搅拌，静置反应半小时后，加氢氧化钠调整pH为6，高效液相色谱检测四氢大麻酚含量。A method for destroying tetrahydrocannabinol in the eluent containing tetrahydrocannabinol is characterized in that, taking the eluent containing tetrahydrocannabinol, adding 1%-10% chlorine dioxide aqueous solution of the eluent, Stir and leave to react for half an hour, add sodium hydroxide to adjust the pH to 6, and detect the THC content by high performance liquid chromatography.
  9. 一种销毁含有四氢大麻酚的洗脱液中四氢大麻酚的方法，其特征在于，取含有四氢大麻酚的洗脱液，加入洗脱液5％的二氧化氯水溶液，搅拌，静置反 应半小时后，加氢氧化钠调整pH为6，高效液相色谱检测四氢大麻酚含量。A method for destroying tetrahydrocannabinol in an eluent containing tetrahydrocannabinol is characterized in that, taking the eluent containing tetrahydrocannabinol, adding 5% chlorine dioxide aqueous solution of the eluent, stirring, statically After reacting for half an hour, sodium hydroxide was added to adjust the pH to 6, and the content of tetrahydrocannabinol was detected by high-performance liquid chromatography.
  10. 一种销毁四氢大麻酚的氧化剂组合物，其特征在于，所述氧化剂组合物为二氧化氯水溶液，所述二氧化氯水溶液中有效二氧化氯含量大于等于2％，PH为8.2-9.2；所述二氧化氯水溶液是由亚氯酸盐和质子酸在水溶液中反应得到。An oxidizing agent composition for destroying tetrahydrocannabinol, characterized in that, the oxidizing agent composition is a chlorine dioxide aqueous solution, the effective chlorine dioxide content in the chlorine dioxide aqueous solution is greater than or equal to 2%, and the pH is 8.2-9.2; The chlorine dioxide aqueous solution is obtained by reacting chlorite and protonic acid in aqueous solution.
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