Preparation method of myrcene
By preparing a columnar tube of calcium oxide-copper/alumina catalyst, the β-pinene was catalyzed to generate myrcene, which solved the problem of low efficiency in the preparation of myrcene in the existing technology, realized the preparation of high-purity myrcene, and enhanced its application potential in the fields of fragrance, medicine and food.
Patent Information
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- FUJIAN NANPING GREEN PINE CHEM CO LTD
- Filing Date
- 2026-01-15
- Publication Date
- 2026-05-12
AI Technical Summary
The lack of effective methods for preparing myrcene in current technologies limits its application in the fragrance, pharmaceutical, and food industries.
A catalyst was prepared by using a calcium oxide-copper/alumina catalyst column through immersion, dehydration, calcination, and heat treatment, and then catalyzed the formation of myrcene from β-pinene under specific conditions.
It improves the preparation efficiency and purity of myrcene, with myrcene content reaching 82-90% and β-pinene content ≤0.8%, thus enhancing the application value of myrcene.
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Abstract
Description
Technical Field
[0001] This invention relates to the field of pharmaceutical chemicals, and specifically to a method for preparing myrcene. Background Technology
[0002] Myrcene, also known as geraniol, is a volatile aromatic compound found in bay leaf oil, cinnamon oil, turmeric oil, cypress oil, spruce oil, turpentine oil, lemongrass oil, lemon oil, and more. It is widely used in the perfume industry or as a food additive in food and beverages. In addition, myrcene also has analgesic, antioxidant, anti-inflammatory, and antibacterial effects. Therefore, myrcene is widely used in the fields of fragrance, medicine, and food.
[0003] Although myrcene has wide applications in fragrances, pharmaceuticals, and food, the lack of an effective method for its preparation limits its use. Developing an effective method for myrcene preparation has become a research hotspot.
[0004] Therefore, there is a need in this field to develop a method for the efficient preparation of myrcene. Summary of the Invention
[0005] The purpose of this invention is to provide a calcium oxide-copper / alumina catalyst column and a method for the efficient preparation of myrcene.
[0006] The first aspect of this invention provides a calcium oxide-copper / alumina catalyst column, which is prepared by the following method: A columnar hollow alumina tube was immersed in a mixed aqueous solution of copper nitrate and calcium nitrate, then removed, dehydrated, calcined, and then hydrogen gas was introduced into the tube and heated to obtain a calcium oxide-copper / alumina catalyst columnar tube.
[0007] Preferably, the immersion time is 16-20 hours, more preferably 17-19 hours, and even more preferably 18 hours.
[0008] Preferably, the concentration of copper nitrate is 1.5-2.3 mol / L, more preferably 1.6-2.0 mol / L, even more preferably 1.7-1.9 mol / L, and most preferably 1.8 mol / L.
[0009] Preferably, the concentration of calcium nitrate is 0.5-1.2 mol / L, more preferably 0.6-1.0 mol / L, even more preferably 0.7-0.9 mol / L, and most preferably 0.8 mol / L.
[0010] Preferably, the dehydration temperature is 100-120°C, more preferably 105-115°C, and even more preferably 110°C.
[0011] Preferably, the dehydration time is 8-12 hours, more preferably 9-11 hours, even more preferably 9.5-10.5 hours, and most preferably 10 hours.
[0012] Preferably, the calcination temperature is 420-460℃, more preferably 430-450℃, and even more preferably 440℃.
[0013] Preferably, the roasting time is 6-8 hours, more preferably 6.5-7.5 hours, and even more preferably 7 hours.
[0014] Preferably, the heating temperature is 280-360℃, more preferably 300-340℃, even more preferably 310-330℃, and most preferably 320℃.
[0015] Preferably, the heating time is 7-9 hours, more preferably 7.5-8.5 hours, and even more preferably 8 hours.
[0016] Preferably, the calcium oxide-copper / alumina catalyst column is prepared by the following method: A columnar hollow alumina tube is immersed in a mixed aqueous solution of 1.6-2.0 mol / L copper nitrate and 0.6-1.0 mol / L calcium nitrate for 17-19 hours. After removal, it is dehydrated at 100-120℃ for 9-11 hours, then calcined at 430-450℃ for 6-8 hours. Hydrogen gas is then introduced into the tube, and it is heated at 310-330℃ for 7-9 hours to obtain a columnar tube of calcium oxide-copper / alumina catalyst.
[0017] Preferably, the calcium oxide-copper / alumina catalyst column is prepared by the following method: A columnar hollow alumina tube was immersed in a mixed aqueous solution of 1.8 mol / L copper nitrate and 0.8 mol / L calcium nitrate for 18 hours. After being removed, it was dehydrated at 110℃ for 10 hours, then calcined at 440℃ for 7 hours. Hydrogen gas was then introduced into the tube, and it was heated at 320℃ for 8 hours to obtain a calcium oxide-copper / alumina catalyst columnar tube.
[0018] A second aspect of the present invention provides a method for preparing myrcene, the method comprising: β-pinene was catalytically reacted in a columnar tube containing a calcium oxide-copper / alumina catalyst as described in the first aspect of the present invention to obtain myrcene.
[0019] Preferably, the reaction temperature is 340-420°C, more preferably 350-410°C, even more preferably 360-400°C, even more preferably 370-390°C, and most preferably 380°C.
[0020] Preferably, the reaction pressure is 10-30 kPa, more preferably 15-25 kPa, even more preferably 18-22 kPa, even more preferably 19-21 kPa, and most preferably 20 kPa.
[0021] Preferably, the method for preparing myrcene includes: β-pinene was catalyzed in a columnar tube containing calcium oxide-copper / alumina catalyst at a temperature of 370-390℃ and a reaction pressure of 19-21 kPa, and myrcene was obtained after condensation.
[0022] Preferably, the method for preparing myrcene includes: β-pinene was catalyzed in a column of calcium oxide-copper / alumina catalyst at a temperature of 380℃ and a reaction pressure of 20 kPa, and myrcene was obtained after condensation.
[0023] Preferably, the myrcene content obtained by the method is greater than 82% and 82-90%.
[0024] Preferably, the β-pinene content in the myrcene prepared by the method is ≤0.8%, for example, 0.6-1.0%.
[0025] It should be understood that, within the scope of this invention, the above-described technical features of this invention and the technical features specifically described below (such as in the embodiments) can be combined with each other to form new or preferred technical solutions. Detailed Implementation
[0026] This invention develops a calcium oxide-copper / alumina catalyst column and a method for effectively preparing myrcene. The calcium oxide-copper / alumina catalyst can effectively catalyze the cracking of β-pinene to generate myrcene, thereby improving the application value of myrcene. the term
[0027] Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention pertains.
[0028] As used herein, the terms “comprising,” “including,” and “containing” are used interchangeably and include not only open-ended definitions but also semi-closed and closed definitions. The terms include “consisting of” and “substantially consisting of”.
[0029] As used in this article, the CAS registry number for the term "myrcene" is 123-35-3, and its structure is as follows:
[0030] Myrcene The myrcene on the market is a mixture, and it meets the requirements if the content of β-pinene after cracking is above 78%.
[0031] As used in this article, the CAS registry number for the term "β-pinene" is 127-91-3, and its structure is as follows:
[0032] β-pinene Calcium oxide-copper / aluminum oxide catalyst
[0033] This invention provides a calcium oxide-copper / alumina catalyst column, which is prepared by the following method: A columnar hollow alumina tube was immersed in a mixed aqueous solution of copper nitrate and calcium nitrate, then removed, dehydrated, calcined, and then hydrogen gas was introduced into the tube and heated to obtain a calcium oxide-copper / alumina catalyst columnar tube.
[0034] Specifically, the calcium oxide-copper / alumina catalyst column tube of the present invention is as described in the first aspect of the present invention above. Preparation of Myrcene
[0035] This invention provides a method for preparing myrcene, the method comprising: β-pinene was catalytically reacted in a columnar tube containing the calcium oxide-copper / alumina catalyst described in this invention to obtain myrcene.
[0036] Specifically, the method for preparing myrcene according to the present invention is as described in the second aspect of the present invention above. The main technical effects of this invention include:
[0037] This invention develops a calcium oxide-copper / aluminum oxide catalyst, which can effectively catalyze the cracking of β-pinene to generate myrcene, thereby improving the application value of myrcene.
[0038] The present invention will be further illustrated below with reference to specific embodiments. It should be understood that these embodiments are for illustrative purposes only and are not intended to limit the scope of the invention. Example
[0039] Myrcene has a CAS registry number of 123-35-3, and its structure is as follows:
[0040] Myrcene The myrcene on the market is a mixture, and it meets the requirements if its content after β-pinene cleavage is above 78%. β-pinene has the CAS registry number 127-91-3, and its structure is as follows:
[0041] β-pinene Example
[0042] This embodiment 1 provides a method for preparing myrcene, wherein the myrcene is prepared by the following method: (1) The columnar hollow aluminum oxide tube was immersed in a mixed aqueous solution of 1.8 mol / L copper nitrate and 0.8 mol / L calcium nitrate for 18 h. After being taken out, it was dehydrated at 110 °C for 10 h, then calcined at 440 °C for 7 h. Hydrogen gas was then introduced into the tube and heated at 320 °C for 8 h to obtain a calcium oxide-copper / aluminum oxide catalyst columnar tube.
[0043] (2) β-pinene was catalyzed in a column of calcium oxide-copper / alumina catalyst at a temperature of 380℃ and a reaction pressure of 20KPa. After condensation, myrcene was obtained. The myrcene content was 82.4% and the β-pinene content was 0.8%. Example
[0044] This embodiment 2 provides a method for preparing myrcene, which is prepared by the following method: (1) The columnar hollow aluminum oxide tube was immersed in a mixed aqueous solution of 1.8 mol / L copper nitrate and 0.8 mol / L calcium nitrate for 18 h. After being taken out, it was dehydrated at 110 °C for 10 h, then calcined at 440 °C for 7 h. Hydrogen gas was then introduced into the tube and heated at 320 °C for 8 h to obtain a calcium oxide-copper / aluminum oxide catalyst columnar tube.
[0045] (2) β-pinene was catalyzed in a column of calcium oxide-copper / alumina catalyst at a temperature of 380℃ and a reaction pressure of 40KPa. After condensation, myrcene was obtained. The sample was analyzed and the myrcene content was determined to be 77.1% and the β-pinene content was 4.3%.
[0046] The above description is merely a preferred embodiment of this application and is not intended to limit this application. Various modifications and variations can be made to this application by those skilled in the art. Any modifications, equivalent substitutions, improvements, etc., made within the spirit and principles of this application should be included within the protection scope of this application.
Claims
1. A columnar tube containing calcium oxide-copper / alumina catalyst, characterized in that, The aforementioned calcium oxide-copper / alumina catalyst columnar tubes are prepared by the following method: A columnar hollow alumina tube was immersed in a mixed aqueous solution of copper nitrate and calcium nitrate, then removed, dehydrated, calcined, and then hydrogen gas was introduced into the tube and heated to obtain a calcium oxide-copper / alumina catalyst columnar tube.
2. The calcium oxide-copper / alumina catalyst column tube as described in claim 1, characterized in that, The concentration of copper nitrate is 1.5-2.3 mol / L, preferably 1.6-2.0 mol / L, more preferably 1.7-1.9 mol / L, and most preferably 1.8 mol / L; The concentration of calcium nitrate is 0.5-1.2 mol / L, preferably 0.6-1.0 mol / L, more preferably 0.7-0.9 mol / L, and most preferably 0.8 mol / L.
3. The calcium oxide-copper / alumina catalyst column tube as described in claim 1, characterized in that, The dehydration temperature is 100-120℃, preferably 105-115℃, and more preferably 110℃; The dehydration time is 8-12 hours, preferably 9-11 hours, more preferably 9.5-10.5 hours, and optimally 10 hours.
4. The calcium oxide-copper / alumina catalyst column tube as described in claim 1, characterized in that, The calcination temperature is 420-460℃, preferably 430-450℃, and more preferably 440℃; The roasting time is 6-8 hours, preferably 6.5-7.5 hours, and more preferably 7 hours.
5. The calcium oxide-copper / alumina catalyst column tube as described in claim 1, characterized in that, The heating temperature is 280-360℃, preferably 300-340℃, more preferably 310-330℃, and most preferably 320℃; The heating time is 7-9 hours, preferably 7.5-8.5 hours, and more preferably 8 hours.
6. The calcium oxide-copper / alumina catalyst column tube as described in claim 1, characterized in that, The aforementioned calcium oxide-copper / alumina catalyst columnar tubes are prepared by the following method: A columnar hollow alumina tube was immersed in a mixed aqueous solution of 1.8 mol / L copper nitrate and 0.8 mol / L calcium nitrate for 18 hours. After being removed, it was dehydrated at 110℃ for 10 hours, then calcined at 440℃ for 7 hours. Hydrogen gas was then introduced into the tube, and it was heated at 320℃ for 8 hours to obtain a calcium oxide-copper / alumina catalyst columnar tube.
7. A method for preparing myrcene, characterized in that, The method includes: β-pinene was catalytically reacted in a columnar tube containing a calcium oxide-copper / alumina catalyst as described in claim 1 to obtain myrcene.
8. The method as described in claim 7, characterized in that, The reaction temperature is 340-420℃, preferably 350-410℃, more preferably 360-400℃, even more preferably 370-390℃, and most preferably 380℃; The reaction pressure is 10-30 kPa, preferably 15-25 kPa, more preferably 18-22 kPa, even more preferably 19-21 kPa, and most preferably 20 kPa.
9. The method as described in claim 7, characterized in that, The method for preparing myrcene includes: β-pinene was catalyzed in a columnar tube containing calcium oxide-copper / alumina catalyst at a temperature of 370-390℃ and a reaction pressure of 19-21 kPa, and myrcene was obtained after condensation.
10. The method as described in claim 7, characterized in that, The method for preparing myrcene includes: β-pinene was catalyzed in a column of calcium oxide-copper / alumina catalyst at a temperature of 380℃ and a reaction pressure of 20 kPa, and myrcene was obtained after condensation.