CN113200823A - Preparation method of benzyl alcohol with low peroxide value - Google Patents
Preparation method of benzyl alcohol with low peroxide value Download PDFInfo
- Publication number
- CN113200823A CN113200823A CN202110473598.6A CN202110473598A CN113200823A CN 113200823 A CN113200823 A CN 113200823A CN 202110473598 A CN202110473598 A CN 202110473598A CN 113200823 A CN113200823 A CN 113200823A
- Authority
- CN
- China
- Prior art keywords
- benzyl alcohol
- molecular distillation
- distillation device
- peroxide value
- vacuum degree
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 title claims abstract description 147
- 235000019445 benzyl alcohol Nutrition 0.000 title claims abstract description 50
- 150000002978 peroxides Chemical class 0.000 title claims abstract description 22
- 238000002360 preparation method Methods 0.000 title claims abstract description 12
- 238000000199 molecular distillation Methods 0.000 claims abstract description 45
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 claims abstract description 32
- 238000000034 method Methods 0.000 claims abstract description 18
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 claims abstract description 16
- 238000010438 heat treatment Methods 0.000 claims abstract description 11
- 239000000463 material Substances 0.000 claims abstract description 5
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 claims description 5
- 230000008569 process Effects 0.000 claims description 4
- 239000000047 product Substances 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- 238000009833 condensation Methods 0.000 description 4
- 230000005494 condensation Effects 0.000 description 4
- 238000001514 detection method Methods 0.000 description 4
- 239000012535 impurity Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 230000007547 defect Effects 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000002671 adjuvant Substances 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 230000000202 analgesic effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 150000003938 benzyl alcohols Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000006184 cosolvent Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000003889 eye drop Substances 0.000 description 1
- 229940012356 eye drops Drugs 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C33/18—Monohydroxylic alcohols containing only six-membered aromatic rings as cyclic part
- C07C33/20—Monohydroxylic alcohols containing only six-membered aromatic rings as cyclic part monocyclic
- C07C33/22—Benzylalcohol; phenethyl alcohol
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
- C07C29/76—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
- C07C29/80—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by distillation
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/10—Process efficiency
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a preparation method of benzyl alcohol with a low peroxide value, which is characterized by comprising the following steps: (1) setting the heating temperature and the condensing temperature of the molecular distillation device, starting a vacuum system, and adjusting the vacuum degree of the molecular distillation device and the parameters of a balance system; (2) after each parameter of the molecular distillation device is stable, the industrial-grade benzyl alcohol is conveyed to the molecular distillation device at a certain speed through a material conveying pump, molecular distillation is carried out at a set temperature and vacuum degree, and an intermediate component obtained by molecular distillation is collected, namely a benzyl alcohol product. The benzyl alcohol product prepared by the method has obviously reduced peroxide value and benzaldehyde content, the peroxide value is not detected, and the benzaldehyde content can reach below 0.01 percent.
Description
Technical Field
The invention belongs to the technical field of chemical medicine preparation, and particularly relates to a preparation method of benzyl alcohol with a low peroxide value.
Background
Benzyl alcohol is a colorless, transparent and viscous liquid with weak aromatic odor, is slightly soluble in water (4 g/100 mL), and is miscible with organic solvents such as ethanol, diethyl ether, benzene, chloroform, etc. Benzyl alcohol is used as a preservative and local analgesic in pharmaceutical formulations. In aqueous solution or oily preparation, the dosage can reach 20 percent, 0.5 to 1.0 percent of eye drops can be used, and 5 to 20 percent of cosolvent can be used. The quality requirement of the medicament on the benzyl alcohol is high, the structure and the property of the impurity benzaldehyde in the benzyl alcohol are similar to those of the benzyl alcohol, and the benzaldehyde removed by a common purification method can hardly meet the requirement of medicinal grade.
At present, benzyl alcohol produced by the traditional process mainly has the following defects: firstly, the peroxide value of benzyl alcohol produced by the traditional process is generally higher; the molecular structure of benzaldehyde is similar to that of benzyl alcohol, the difference of boiling points is not large, and the common rectification is difficult to realize high-efficiency and complete separation; and thirdly, a catalyst is generally added in the traditional method for removing the benzaldehyde in the benzyl alcohol, and the benzaldehyde is reduced into the benzyl alcohol by high-temperature reaction, so that other impurities are easily introduced, and the benzyl alcohol is easily oxidized and discolored if the heating time is long, and more impurities are generated.
The prior art also discloses a device and a method for purifying benzyl alcohol. For example, patent CN202526927U reports an apparatus for producing high-purity benzyl alcohol; patent CN207904157U discloses a benzyl alcohol continuous rectification system; patent CN108821948U discloses a method for recovering and reusing benzyl alcohol rectification by-products. However, the above prior arts do not show the effect of removing benzaldehyde as an impurity. At present, the report of reducing the peroxide value of benzyl alcohol is not seen.
Disclosure of Invention
The invention mainly aims to overcome the defects in the prior art and provide a preparation method of benzyl alcohol with low peroxide number. The method mainly adopts a molecular distillation purification method, and mainly solves the problems of high peroxide value in benzyl alcohol and difficult removal of benzaldehyde.
The purpose of the invention and the technical problem to be solved are realized by adopting the following technical scheme.
The invention provides a preparation method of benzyl alcohol with a low peroxide value, which is characterized by comprising the following steps:
(1) setting the heating temperature and the condensing temperature of the molecular distillation device, starting a vacuum system, and adjusting the vacuum degree of the molecular distillation device and the parameters of a balance system;
(2) after each parameter of the molecular distillation device is stable, the industrial-grade benzyl alcohol is conveyed to the molecular distillation device at a certain speed through a material conveying pump, molecular distillation is carried out at a set temperature and vacuum degree, and an intermediate component obtained by molecular distillation is collected, namely a benzyl alcohol product.
Preferably, the heating temperature of the molecular distillation device is 60-66 ℃, and the condensation temperature is 0-5 ℃.
Preferably, the vacuum degree of the molecular distillation device is 1-50 Pa.
More preferably, the vacuum degree of the molecular distillation device is 1-10 Pa.
More preferably, the vacuum degree of the molecular distillation device is 1-5 Pa.
The purpose of the invention and the technical problem to be solved are also realized by adopting the following technical scheme.
The invention also provides benzyl alcohol with low peroxide value, which is characterized by being prepared according to the method.
Preferably, the benzyl alcohol has no peroxide value detected and the content of benzaldehyde is less than or equal to 0.01 percent.
By the technical scheme, the invention at least has the following advantages: the invention reduces the peroxide value of the benzyl alcohol by applying the molecular distillation technology, and simultaneously reduces the content of benzaldehyde in the benzyl alcohol, thereby obtaining the benzyl alcohol product with low peroxide value and low benzaldehyde. The molecular distillation has the advantages of high vacuum degree, low distillation temperature, short heating time and the like, can keep the naturalness of the materials, avoid the thermal oxidation of the materials, does not need to use chemical solvents, catalysts and the like, and is a low-carbon and green process. The benzyl alcohol product prepared by the method has obviously reduced peroxide value and benzaldehyde content, the peroxide value is not detected, and the benzaldehyde content can reach below 0.01 percent.
In summary, the preparation method of the present invention has the advantages and practical values described above, and similar designs are not published or used in similar products, but rather are innovative, and it has great improvements in product components or functions, great progress in technology, good and practical effects, and multiple enhanced effects compared with the existing preparation methods, thereby being more practical, having industrial wide utilization value, and being a novel, advanced and practical new design.
The foregoing is a summary of the present invention, and in order to provide a clear understanding of the technical means of the present invention and to be implemented in accordance with the present specification, the following is a detailed description of the preferred embodiments of the present invention.
Specific embodiments of the present invention are given in detail by the following examples.
Detailed Description
To further illustrate the technical means and effects of the present invention for achieving the predetermined objects, the following detailed description of the embodiments, methods and effects of the adjuvant and the herbal water-aqua according to the present invention will be given with reference to the preferred embodiments.
Example 1
Setting the heating temperature of the molecular distillation device to be 60 ℃ and the condensation temperature to be 5 ℃, starting a vacuum system, adjusting the vacuum degree of the molecular distillation device to be 1Pa, and balancing system parameters. Adding benzyl alcohol into a molecular distillation device at a certain speed, wherein the feeding speed is based on ensuring that molecular distillation is stable to form a film, and collecting a light-component benzyl alcohol sample. The results of the detection of the obtained benzyl alcohol are shown in Table 1.
Example 2
Setting the heating temperature of the molecular distillation device to be 62 ℃ and the condensation temperature to be 0 ℃, starting a vacuum system, adjusting the vacuum degree of the molecular distillation device to be 5Pa, and balancing system parameters. Adding benzyl alcohol into a molecular distillation device at a certain speed, wherein the feeding speed is based on ensuring that molecular distillation is stable to form a film, and collecting a light-component benzyl alcohol sample. The results of the detection of the obtained benzyl alcohol are shown in Table 1.
Example 3
Setting the heating temperature of the molecular distillation device to be 65 ℃ and the condensing temperature to be 3 ℃, starting a vacuum system, adjusting the vacuum degree of the molecular distillation device to be 10Pa, and balancing system parameters. Adding benzyl alcohol into a molecular distillation device at a certain speed, wherein the feeding speed is based on ensuring that molecular distillation is stable to form a film, and collecting a light-component benzyl alcohol sample. The results of the detection of the obtained benzyl alcohol are shown in Table 1.
Example 4
Setting the heating temperature of the molecular distillation device to be 68 ℃ and the condensation temperature to be 5 ℃, starting a vacuum system, adjusting the vacuum degree of the molecular distillation device to be 50Pa, and balancing system parameters. Adding benzyl alcohol into a molecular distillation device at a certain speed, wherein the feeding speed is based on ensuring that molecular distillation is stable to form a film, and collecting a light-component benzyl alcohol sample. The results of the detection of the obtained benzyl alcohol are shown in Table 1.
The results of the benzyl alcohol assay prepared in examples 1-4 above are shown in Table 1:
TABLE 1 test results for benzyl alcohol finished products
As seen from the results in Table 1, the benzyl alcohols obtained by the preparation method according to the present invention were all detected in peroxide value, and the content of benzaldehyde was far below the standard. The yield is also higher.
Although the present invention has been described with reference to a preferred embodiment, it should be understood that various changes, substitutions and alterations can be made herein without departing from the spirit and scope of the invention as defined by the appended claims.
Claims (7)
1. A preparation method of benzyl alcohol with low peroxide number is characterized by comprising the following steps:
(1) setting the heating temperature and the condensing temperature of the molecular distillation device, starting a vacuum system, and adjusting the vacuum degree of the molecular distillation device and the parameters of a balance system;
(2) after each parameter of the molecular distillation device is stable, the industrial-grade benzyl alcohol is conveyed to the molecular distillation device at a certain speed through a material conveying pump, molecular distillation is carried out at a set temperature and vacuum degree, and an intermediate component obtained by molecular distillation is collected, namely a benzyl alcohol product.
2. The method according to claim 1, wherein the molecular distillation apparatus has a heating temperature of 60 to 66 ℃ and a condensing temperature of 0 to 5 ℃.
3. The method according to claim 1, wherein the molecular distillation apparatus has a vacuum degree of 1 to 50 Pa.
4. The method according to claim 1, wherein the molecular distillation apparatus has a vacuum degree of 1 to 10 Pa.
5. The method according to claim 1, wherein the molecular distillation apparatus has a vacuum degree of 1 to 5 Pa.
6. Benzyl alcohol with a low peroxide number, characterized in that it is prepared according to the process of any one of claims 1 to 5.
7. The benzyl alcohol with low peroxide value as claimed in claim 6, wherein no peroxide value is detected in the benzyl alcohol, and the content of benzaldehyde is less than or equal to 0.01%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110473598.6A CN113200823B (en) | 2021-04-29 | 2021-04-29 | Preparation method of benzyl alcohol with low peroxide value |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110473598.6A CN113200823B (en) | 2021-04-29 | 2021-04-29 | Preparation method of benzyl alcohol with low peroxide value |
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| Publication Number | Publication Date |
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| CN113200823A true CN113200823A (en) | 2021-08-03 |
| CN113200823B CN113200823B (en) | 2024-02-06 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN202110473598.6A Active CN113200823B (en) | 2021-04-29 | 2021-04-29 | Preparation method of benzyl alcohol with low peroxide value |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114292159A (en) * | 2021-12-31 | 2022-04-08 | 江苏保易制药有限公司 | Medicinal benzyl alcohol with long storage period and high safety |
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