CN105061154A - Method for continuously preparing thymol - Google Patents
Method for continuously preparing thymol Download PDFInfo
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- CN105061154A CN105061154A CN201510550148.7A CN201510550148A CN105061154A CN 105061154 A CN105061154 A CN 105061154A CN 201510550148 A CN201510550148 A CN 201510550148A CN 105061154 A CN105061154 A CN 105061154A
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- thymol
- reaction
- reaction vessel
- continuous production
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- 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
- C07C37/11—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms
- C07C37/16—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms by condensation involving hydroxy groups of phenols or alcohols or the ether or mineral ester group derived therefrom
Abstract
The invention relates to a method for continuously preparing thymol. According to the novel method, a tubular reactor serves as a reaction vessel, m-cresol and isopropylation reagent isopropyl alcohol are mixed to serve as raw materials and are fed to the tubular reactor through a constant current peristaltic pump, and then a continuous catalytic reaction can be performed at a certain temperature to generate end product thymol. The method has the advantages of continuous stable production, good catalyst efficiency and high product selectivity yield and the like. The method has very high application value in industrial production of thymol.
Description
Invention field
The present invention relates to a kind of is reaction vessel with tubular reactor, and with molecular sieve-4 A l-MCM-41 for catalyzer, catalysis Virahol and meta-cresol react, and can prepare the novel method of thymol by free of discontinuities continuous seepage.
Background technology
Thymol is the extremely flaxen translucent crystallization of a kind of white, is at first to be separated in grass to obtain from hundred, also therefore gains the name.Thymol is otherwise known as thymol, and chemical name is 2-sec.-propyl-5-methylphenol, and English 2-isopropyl-5-methylphenol by name, chemical formula is C
10h
14o, molecular weight is 150.22.Thymol is crystalline powder at normal temperatures, and boiling point is 233 DEG C, and fusing point is 48-51 DEG C.Thymol has hundred li of grass or thymy special aroma, is a kind of important source material of preparation mentha camphor.It has preservative property, and toxicity is lower than phenol, has pharmaceutical use, can be used in dental health article; It also has antimycotic and parasite function, can be used to process wound, stores dissec etc.; Because it has phenols smell, be also often applied to the preparation field of wormer.In addition, except the pharmaceutical field the most often used, thymol can also as the additive preparing antioxidant, also can as the qualification special reagent of titanium oxide and the contrast benchmark etc. of thymol blue.
It is from meta-cresol that synthesis thymol studies more route, and with meta-cresol and various isopropylating agent, as propylene, Virahol or isopropyl halide compound etc. are obtained by reacting by F-C, the by product of this reaction is relatively many.MashiroN. wait business γ-Al
2o
3in gas with various under differing temps again roasting obtain various single metal oxide catalyst come catalysis isopropylization reaction reaction process by product is reduced to some extent.Also scientist H.Grabowska etc. is had to optimize reaction (ResearchonChemistryIntermediates using the iron containing Cr, Si, K oxide compound as catalyzer, 2001,27 (3): 281-285), but the yield of end product is not high, and purity also awaits promoting.As for how utilizing tubular reactor, adopting the method then rarely seen report of molecular sieve catalyst, unremitting catalysis meta-cresol and Virahol continuous production thymol.
Summary of the invention
The object of the invention is will solve above-mentioned deficiency and provide one to utilize tubular reactor as reaction vessel, meta-cresol and Virahol are passed through the charging of constant flow peristaltic pump free of discontinuities, react in the tubular reactor of filling molecular sieve catalyst Al-MCM-41, thus continuous production thymol also obtains the method for better selectivity yield simultaneously.
In order to achieve the above object, the invention provides a kind of can the method for continuous production thymol, comprise operation as follows:
1) a certain amount of molecular sieve catalyst is evenly filled in reaction vessel, adopts ribbon heater method to make reaction vessel be warmed up to 240 degree to 320 degree;
2) after homo(io)thermism, using isopropylating agent: meta-cresol mixes as raw material according to the ratio of mol ratio 0.7:1 ~ 1.5:1, adopt constant flow peristaltic pump according to 0.5-1.5h
-1the slow sample introduction of air speed in reaction vessel, start reaction;
3) after 10-60min is carried out in reaction, start collecting reaction product, sample the requirement of a product according to every 30min, amount to sampling 10 times;
4) after adding a certain amount of organic solvent extraction, drying in the reaction product of every sub-sampling gained, concentrating, obtain end product thymol, the thymol selectivity yield of final whole process all reaches more than 99%.
Wherein, described catalyzer is molecular sieve-4 A l-MCM-41, and described reaction vessel is tubular reactor, and described isopropylating agent is Virahol, and described extraction organic solvent is ethyl acetate.
In whole preparation process, react continuous, controlled, catalyst excellent in efficiency, the selectivity yield of product thymol is high.Possess above advantage, the present invention, in the suitability for industrialized production and preparation process of thymol, possesses and instructs greatly and using value.
Embodiment
Embodiment 1:
1) a certain amount of molecular sieve catalyst is evenly filled in tubular reactor, adopts ribbon heater method to make reaction vessel be warmed up to 300 DEG C;
2) after homo(io)thermism, using Virahol: meta-cresol mixes as raw material according to the ratio of mol ratio 1.2:1, adopt constant flow peristaltic pump according to 0.8h
-1the slow sample introduction of air speed in tubular reactor, start reaction;
3) after 20min is carried out in reaction, start collecting reaction product, sample the requirement of a product according to every 30min, amount to sampling 10 times;
4) by after adding a certain amount of extraction into ethyl acetate in the reaction product of every sub-sampling gained, more concentratedly after adding anhydrous sodium sulfate drying obtain end product thymol, the thymol selectivity yield of whole process is as shown in the table after testing:
| Order sample time (min) | 30 | 60 | 90 | 120 | 150 | 180 | 210 | 240 | 270 | 300 |
| Selectivity yield (%) | 99.2 | 99.2 | 99.3 | 99.2 | 99.1 | 99.3 | 99.2 | 99.2 | 99.2 | 99.3 |
Claims (4)
1. can the method for continuous production thymol, it is characterized in that comprising following operation:
1) a certain amount of molecular sieve catalyst is evenly filled in reaction vessel, adopts ribbon heater method to make reaction vessel be warmed up to 240 degree to 320 degree;
2) after homo(io)thermism, using isopropylating agent: meta-cresol mixes as raw material according to the ratio of mol ratio 0.7:1 ~ 1.5:1, adopt constant flow peristaltic pump according to 0.5-1.5h
-1the slow sample introduction of air speed in reaction vessel, start reaction;
3) after 10-60min is carried out in reaction, start collecting reaction product, sample the requirement of a product according to every 30min, amount to sampling 10 times;
4) after adding a certain amount of organic solvent extraction, drying in the reaction product of every sub-sampling gained, concentrating, obtain end product thymol, the thymol selectivity yield of final whole process all reaches more than 99%.
2. according to claim 1 can the method for continuous production thymol, it is characterized in that the catalyzer in step 1) is molecular sieve-4 A l-MCM-41, reaction vessel is tubular reactor.
3. according to claim 1 can the method for continuous production thymol, it is characterized in that step 2) in isopropylating agent be Virahol.
4. according to claim 1 can the method for continuous production thymol, it is characterized in that the organic solvent of the extraction in step 4) is ethyl acetate.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510550148.7A CN105061154A (en) | 2015-09-01 | 2015-09-01 | Method for continuously preparing thymol |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510550148.7A CN105061154A (en) | 2015-09-01 | 2015-09-01 | Method for continuously preparing thymol |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN105061154A true CN105061154A (en) | 2015-11-18 |
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ID=54490729
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201510550148.7A Pending CN105061154A (en) | 2015-09-01 | 2015-09-01 | Method for continuously preparing thymol |
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| CN (1) | CN105061154A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112939739A (en) * | 2021-01-11 | 2021-06-11 | 吴樟强 | Acid catalysis preparation method of thymol |
| CN114849769A (en) * | 2022-04-25 | 2022-08-05 | 安徽海华科技集团有限公司 | Catalyst for synthesizing thymol and preparation method and application thereof |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103012067A (en) * | 2011-09-27 | 2013-04-03 | 中国科学院大连化学物理研究所 | Catalytic synthesis method of isopropyl-phenol |
-
2015
- 2015-09-01 CN CN201510550148.7A patent/CN105061154A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103012067A (en) * | 2011-09-27 | 2013-04-03 | 中国科学院大连化学物理研究所 | Catalytic synthesis method of isopropyl-phenol |
Non-Patent Citations (2)
| Title |
|---|
| M. SELVARAJ ET AL.: "Comparison of mesoporous and microporous solid acid catalysts for highly selective synthesis of thymol by vapor phase isopropylation of m-cresol", 《MICROPOROUS AND MESOPOROUS MATERIALS》 * |
| V. UMAMAHESWARI ET AL.: "Isopropylation of m-Cresol over Mesoporous Al-MCM-41 Molecular Sieves", 《JOURNAL OF CATALYSIS》 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112939739A (en) * | 2021-01-11 | 2021-06-11 | 吴樟强 | Acid catalysis preparation method of thymol |
| CN114849769A (en) * | 2022-04-25 | 2022-08-05 | 安徽海华科技集团有限公司 | Catalyst for synthesizing thymol and preparation method and application thereof |
| CN114849769B (en) * | 2022-04-25 | 2023-06-13 | 安徽海华科技集团有限公司 | Catalyst for synthesizing thymol and preparation method and application thereof |
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| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20151118 |
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| WD01 | Invention patent application deemed withdrawn after publication |