CN108864126B - Method for continuously and hierarchically rectifying eucalyptus oil - Google Patents
Method for continuously and hierarchically rectifying eucalyptus oil Download PDFInfo
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- 239000010642 eucalyptus oil Substances 0.000 title claims abstract description 70
- 229940044949 eucalyptus oil Drugs 0.000 title claims abstract description 70
- 238000000034 method Methods 0.000 title claims abstract description 21
- 239000000706 filtrate Substances 0.000 claims abstract description 14
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 9
- 238000001914 filtration Methods 0.000 claims abstract description 9
- 239000007788 liquid Substances 0.000 claims abstract description 9
- 238000001816 cooling Methods 0.000 claims abstract description 7
- 238000002156 mixing Methods 0.000 claims abstract description 7
- WEEGYLXZBRQIMU-UHFFFAOYSA-N Eucalyptol Chemical compound C1CC2CCC1(C)OC2(C)C WEEGYLXZBRQIMU-UHFFFAOYSA-N 0.000 claims description 26
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical group CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 10
- 238000004508 fractional distillation Methods 0.000 claims description 7
- 238000004821 distillation Methods 0.000 claims description 2
- 239000012535 impurity Substances 0.000 abstract description 4
- 238000011084 recovery Methods 0.000 abstract description 4
- 239000000126 substance Substances 0.000 abstract description 2
- 239000000047 product Substances 0.000 description 4
- 239000000341 volatile oil Substances 0.000 description 3
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 description 2
- 241000723346 Cinnamomum camphora Species 0.000 description 2
- UAHWPYUMFXYFJY-UHFFFAOYSA-N beta-myrcene Chemical compound CC(C)=CCCC(=C)C=C UAHWPYUMFXYFJY-UHFFFAOYSA-N 0.000 description 2
- 229960005233 cineole Drugs 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 2
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 description 2
- HFPZCAJZSCWRBC-UHFFFAOYSA-N p-cymene Chemical compound CC(C)C1=CC=C(C)C=C1 HFPZCAJZSCWRBC-UHFFFAOYSA-N 0.000 description 2
- OGLDWXZKYODSOB-UHFFFAOYSA-N α-phellandrene Chemical compound CC(C)C1CC=C(C)C=C1 OGLDWXZKYODSOB-UHFFFAOYSA-N 0.000 description 2
- GRWFGVWFFZKLTI-UHFFFAOYSA-N α-pinene Chemical compound CC1=CCC2C(C)(C)C1C2 GRWFGVWFFZKLTI-UHFFFAOYSA-N 0.000 description 2
- YKFLAYDHMOASIY-UHFFFAOYSA-N γ-terpinene Chemical compound CC(C)C1=CCC(C)=CC1 YKFLAYDHMOASIY-UHFFFAOYSA-N 0.000 description 2
- WTARULDDTDQWMU-RKDXNWHRSA-N (+)-β-pinene Chemical compound C1[C@H]2C(C)(C)[C@@H]1CCC2=C WTARULDDTDQWMU-RKDXNWHRSA-N 0.000 description 1
- WTARULDDTDQWMU-IUCAKERBSA-N (-)-Nopinene Natural products C1[C@@H]2C(C)(C)[C@H]1CCC2=C WTARULDDTDQWMU-IUCAKERBSA-N 0.000 description 1
- 239000001490 (3R)-3,7-dimethylocta-1,6-dien-3-ol Substances 0.000 description 1
- CDOSHBSSFJOMGT-JTQLQIEISA-N (R)-linalool Natural products CC(C)=CCC[C@@](C)(O)C=C CDOSHBSSFJOMGT-JTQLQIEISA-N 0.000 description 1
- GRWFGVWFFZKLTI-IUCAKERBSA-N 1S,5S-(-)-alpha-Pinene Natural products CC1=CC[C@@H]2C(C)(C)[C@H]1C2 GRWFGVWFFZKLTI-IUCAKERBSA-N 0.000 description 1
- WEEGYLXZBRQIMU-WAAGHKOSSA-N Eucalyptol Chemical compound C1C[C@H]2CC[C@]1(C)OC2(C)C WEEGYLXZBRQIMU-WAAGHKOSSA-N 0.000 description 1
- 244000166124 Eucalyptus globulus Species 0.000 description 1
- 235000004692 Eucalyptus globulus Nutrition 0.000 description 1
- WTARULDDTDQWMU-UHFFFAOYSA-N Pseudopinene Natural products C1C2C(C)(C)C1CCC2=C WTARULDDTDQWMU-UHFFFAOYSA-N 0.000 description 1
- XCPQUQHBVVXMRQ-UHFFFAOYSA-N alpha-Fenchene Natural products C1CC2C(=C)CC1C2(C)C XCPQUQHBVVXMRQ-UHFFFAOYSA-N 0.000 description 1
- VYBREYKSZAROCT-UHFFFAOYSA-N alpha-myrcene Natural products CC(=C)CCCC(=C)C=C VYBREYKSZAROCT-UHFFFAOYSA-N 0.000 description 1
- OGLDWXZKYODSOB-SNVBAGLBSA-N alpha-phellandrene Natural products CC(C)[C@H]1CC=C(C)C=C1 OGLDWXZKYODSOB-SNVBAGLBSA-N 0.000 description 1
- MVNCAPSFBDBCGF-UHFFFAOYSA-N alpha-pinene Natural products CC1=CCC23C1CC2C3(C)C MVNCAPSFBDBCGF-UHFFFAOYSA-N 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 229930006722 beta-pinene Natural products 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- RFFOTVCVTJUTAD-UHFFFAOYSA-N cineole Natural products C1CC2(C)CCC1(C(C)C)O2 RFFOTVCVTJUTAD-UHFFFAOYSA-N 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000011552 falling film Substances 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- LCWMKIHBLJLORW-UHFFFAOYSA-N gamma-carene Natural products C1CC(=C)CC2C(C)(C)C21 LCWMKIHBLJLORW-UHFFFAOYSA-N 0.000 description 1
- 229940087305 limonene Drugs 0.000 description 1
- 235000001510 limonene Nutrition 0.000 description 1
- 229930007744 linalool Natural products 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 238000001256 steam distillation Methods 0.000 description 1
- 238000000194 supercritical-fluid extraction Methods 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/08—Bridged systems
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicines Containing Plant Substances (AREA)
Abstract
The invention discloses a method for continuously fractionating and rectifying eucalyptus oil, which comprises the following steps: (1) adding a treating agent into the crude eucalyptus oil, uniformly mixing, preheating the crude eucalyptus oil to 100-250 ℃, keeping the temperature for 2-3 hours, and cooling; (2) filtering the cooled crude eucalyptus oil, and retaining the filtrate; (3) introducing the filtrate into a first rectifying tower for rectification; (4) and after the rectification by the first rectifying tower, introducing the tower bottom residual liquid of the first rectifying tower into the second rectifying tower for rectification to obtain the eucalyptus oil. According to the method, a treating agent is added into the crude eucalyptus oil for pretreatment, impurities or precipitated substances in the crude eucalyptus oil are removed through filtration, then the crude eucalyptus oil is introduced into a first rectifying tower for primary rectification, after the primary rectification, tower bottom residual liquid in the first rectifying tower is introduced into a second rectifying tower for secondary rectification, and finally the eucalyptus oil is obtained. The invention improves the purity of the eucalyptus oil through secondary rectification and greatly improves the recovery rate.
Description
Technical Field
The invention belongs to the technical field of essential oil, and particularly relates to a method for continuously and hierarchically rectifying eucalyptus oil.
Background
The eucalyptus oil is prepared by extracting essential oil from leaves and branches of Eucalyptus globulus Labill, Cinnamomum camphora, and Cinnamomum camphora by steam distillation, and refining. Mainly produced in Spain, Portugal, Congo, south America and other places, and also produced in large quantities in Yunnan, Guangdong and Guangxi of China.
Eucalyptus oil is an aromatic essential oil, which is a mixture of various organic components. Eucalyptus oil can be classified into three categories according to main components and purposes: pharmaceuticals, fragrances, and industrial oils. The most important of them is the medicinal eucalyptus oil, the main component of which is 1, 8-cineole.
The crude eucalyptus oil of the natural product has more impurities, wherein the crude eucalyptus oil mainly contains alpha-pinene, and also contains a small amount of beta-pinene, myrcene, alpha-phellandrene, limonene, p-cymene, gamma-terpinene, linalool and the like. Various impurities and the 1, 8-cineole are isomers or have very similar molecular structures and molecular weights, have similar physicochemical properties and bring great difficulty to the purification of the cineole.
There are many methods for separating eucalyptol, such as supercritical extraction, silica gel column chromatography, chemical reaction, catalytic distillation, low temperature crystallization, and falling film crystallization, but the recovery rate of eucalyptus oil still needs to be improved.
Disclosure of Invention
In order to solve the problems, the invention provides a method for continuously and hierarchically rectifying eucalyptus oil, which improves the recovery rate of the eucalyptus oil.
The technical scheme of the invention is as follows: a method for the continuous fractional distillation of eucalyptus oil comprises the following steps:
(1) adding a treating agent into the crude eucalyptus oil, uniformly mixing, preheating the crude eucalyptus oil to 100-250 ℃, keeping the temperature for 2-3 hours, and cooling;
(2) filtering the cooled crude eucalyptus oil, and retaining the filtrate;
(3) introducing the filtrate into a first rectifying tower for rectification;
(4) and after the rectification by the first rectifying tower, introducing the tower bottom residual liquid of the first rectifying tower into the second rectifying tower for rectification to obtain the eucalyptus oil.
Preferably, the operation temperature of the top of the first rectifying tower is 70-80 ℃, and the vacuum degree of the top of the first rectifying tower is 1.0-2.0 KPa.
Preferably, the operation temperature of the top of the second rectifying tower is 100-110 ℃, and the vacuum degree of the top of the second rectifying tower is 1.0-3.0 KPa.
Preferably, the treating agent is propanol.
Preferably, the mass ratio of the treating agent to the crude eucalyptus oil is 1-5.5: 100.
Preferably, the crude eucalyptus oil is preheated to 180 ℃ for 2 hours.
Preferably, the content of the 1, 8-cineole in the crude eucalyptus oil is 45-50%.
Compared with the prior art, the invention has the beneficial effects that:
according to the method, a treating agent is added into the crude eucalyptus oil for pretreatment, impurities or precipitated substances in the crude eucalyptus oil are removed through filtration, then the crude eucalyptus oil is introduced into a first rectifying tower for primary rectification, after the primary rectification, tower bottom residual liquid in the first rectifying tower is introduced into a second rectifying tower for secondary rectification, and finally the eucalyptus oil is obtained. The invention improves the purity of the eucalyptus oil through secondary rectification and greatly improves the recovery rate.
Detailed Description
Example 1
A method for the continuous fractional distillation of eucalyptus oil comprises the following steps:
(1) adding propanol into crude eucalyptus oil (45% of 1, 8-cineole), mixing, preheating crude eucalyptus oil to 250 deg.C, maintaining for 3 hr, and cooling, wherein the mass ratio of propanol to crude eucalyptus oil is 2: 100;
(2) filtering the cooled crude eucalyptus oil, and retaining the filtrate;
(3) introducing the filtrate into a first rectifying tower for rectification, wherein the operating temperature of the top of the first rectifying tower is 70-80 ℃, and the vacuum degree of the top of the first rectifying tower is 1.0-2.0 KPa;
(4) and after the rectification by the first rectifying tower, introducing the tower bottom residual liquid of the first rectifying tower into a second rectifying tower for rectification, wherein the tower top operating temperature of the second rectifying tower is 100-110 ℃, and the tower top vacuum degree is 1.0-3.0 KPa, so as to obtain the eucalyptus oil.
The product containing 94.22% of 1, 8-cineole is obtained by the method, and the total yield is 79.15%.
Example 2
A method for the continuous fractional distillation of eucalyptus oil comprises the following steps:
(1) adding propanol into crude eucalyptus oil (containing 50% of 1, 8-cineole), mixing, preheating the crude eucalyptus oil to 120 deg.C, maintaining for 2 hr, and cooling, wherein the mass ratio of propanol to crude eucalyptus oil is 1: 100;
(2) filtering the cooled crude eucalyptus oil, and retaining the filtrate;
(3) introducing the filtrate into a first rectifying tower for rectification, wherein the operating temperature of the top of the first rectifying tower is 70-80 ℃, and the vacuum degree of the top of the first rectifying tower is 1.0-2.0 KPa;
(4) and after the rectification by the first rectifying tower, introducing the tower bottom residual liquid of the first rectifying tower into a second rectifying tower for rectification, wherein the tower top operating temperature of the second rectifying tower is 100-110 ℃, and the tower top vacuum degree is 1.0-3.0 KPa, so as to obtain the eucalyptus oil.
The product containing 93.99% of 1, 8-cineole is obtained by the method, and the total yield is 80.12%.
Example 3
A method for the continuous fractional distillation of eucalyptus oil comprises the following steps:
(1) adding propanol into crude eucalyptus oil (containing 48% of 1, 8-cineole), mixing, preheating the crude eucalyptus oil to 180 deg.C, maintaining for 2.5 hr, and cooling, wherein the mass ratio of propanol to crude eucalyptus oil is 4.5: 100;
(2) filtering the cooled crude eucalyptus oil, and retaining the filtrate;
(3) introducing the filtrate into a first rectifying tower for rectification, wherein the operating temperature of the top of the first rectifying tower is 70-80 ℃, and the vacuum degree of the top of the first rectifying tower is 1.0-2.0 KPa;
(4) and after the rectification by the first rectifying tower, introducing the tower bottom residual liquid of the first rectifying tower into a second rectifying tower for rectification, wherein the tower top operating temperature of the second rectifying tower is 100-110 ℃, and the tower top vacuum degree is 1.0-3.0 KPa, so as to obtain the eucalyptus oil.
The product containing 95.11% of 1, 8-cineole is obtained by the method, and the total yield is 80.15%.
Example 4
A method for the continuous fractional distillation of eucalyptus oil comprises the following steps:
(1) adding propanol into crude eucalyptus oil (45% of 1, 8-cineole), mixing, preheating crude eucalyptus oil to 100 deg.C, maintaining for 2 hr, and cooling, wherein the mass ratio of propanol to crude eucalyptus oil is 5.5: 100;
(2) filtering the cooled crude eucalyptus oil, and retaining the filtrate;
(3) introducing the filtrate into a first rectifying tower for rectification, wherein the operating temperature of the top of the first rectifying tower is 70-80 ℃, and the vacuum degree of the top of the first rectifying tower is 1.0-2.0 KPa;
(4) and after the rectification by the first rectifying tower, introducing the tower bottom residual liquid of the first rectifying tower into a second rectifying tower for rectification, wherein the tower top operating temperature of the second rectifying tower is 100-110 ℃, and the tower top vacuum degree is 1.0-3.0 KPa, so as to obtain the eucalyptus oil.
The product containing 93.55% of 1, 8-cineole is obtained by the method, and the total yield is 79.75%.
Claims (4)
1. A method for continuously fractionating and rectifying eucalyptus oil is characterized by comprising the following steps:
(1) adding a treating agent into the crude eucalyptus oil, uniformly mixing, preheating the crude eucalyptus oil to 100-250 ℃, keeping the temperature for 2-3 hours, and cooling;
(2) filtering the cooled crude eucalyptus oil, and retaining the filtrate;
(3) introducing the filtrate into a first rectifying tower for rectification;
(4) after the rectification by the first rectifying tower, introducing the tower bottom residual liquid of the first rectifying tower into a second rectifying tower for rectification to obtain the eucalyptus oil;
the tower top operating temperature of the first rectifying tower is 70-80 ℃, and the tower top vacuum degree is 1.0-2.0 KPa;
the tower top operating temperature of the second rectifying tower is 100-110 ℃, and the tower top vacuum degree is 1.0-3.0 KPa;
the treating agent is propanol.
2. The method for continuously fractional distillation of eucalyptus oil according to claim 1, wherein the mass ratio of the treating agent to the crude eucalyptus oil is 1-5.5: 100.
3. The method for the continuous fractionated distillation of eucalyptus oil as claimed in claim 1 wherein said crude eucalyptus oil is preheated to 180 ℃ for 2 hours.
4. The method for the continuous fractional distillation of eucalyptus oil as claimed in claim 1, wherein the content of 1, 8-cineole in the crude eucalyptus oil is 45-50%.
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| CN201810566562.0A CN108864126B (en) | 2018-06-05 | 2018-06-05 | Method for continuously and hierarchically rectifying eucalyptus oil |
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| CN201810566562.0A CN108864126B (en) | 2018-06-05 | 2018-06-05 | Method for continuously and hierarchically rectifying eucalyptus oil |
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| CN115449434B (en) * | 2022-10-13 | 2023-11-17 | 江西安邦药业有限公司 | Method for continuous fractional distillation of eucalyptus oil |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0125539B1 (en) * | 1983-05-12 | 1989-08-23 | Union Camp Corporation | Separation of 1,8-cineole |
| CN1181415A (en) * | 1996-11-04 | 1998-05-13 | 中国林业科学研究院林产化学工业研究所 | Euclyptus oil continuous rectificating technique |
| CN101899361A (en) * | 2010-08-04 | 2010-12-01 | 厦门百度科技开发有限公司 | A kind of eucalyptus oil single column continuous rectification method |
| CN102504955A (en) * | 2011-11-01 | 2012-06-20 | 昆明理工大学 | Processing for extracting and purifying eucalyptus oil |
| CN106674244A (en) * | 2016-12-14 | 2017-05-17 | 盐城市春竹香料有限公司 | Preparation method of cineole |
-
2018
- 2018-06-05 CN CN201810566562.0A patent/CN108864126B/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0125539B1 (en) * | 1983-05-12 | 1989-08-23 | Union Camp Corporation | Separation of 1,8-cineole |
| CN1181415A (en) * | 1996-11-04 | 1998-05-13 | 中国林业科学研究院林产化学工业研究所 | Euclyptus oil continuous rectificating technique |
| CN101899361A (en) * | 2010-08-04 | 2010-12-01 | 厦门百度科技开发有限公司 | A kind of eucalyptus oil single column continuous rectification method |
| CN102504955A (en) * | 2011-11-01 | 2012-06-20 | 昆明理工大学 | Processing for extracting and purifying eucalyptus oil |
| CN106674244A (en) * | 2016-12-14 | 2017-05-17 | 盐城市春竹香料有限公司 | Preparation method of cineole |
Non-Patent Citations (3)
| Title |
|---|
| 1,8-桉叶油素的结晶及精馏提纯工艺研究;刘文婷;《中国优秀硕士学位论文全文数据库 工程科技I辑》;20160815(第8期);全文 * |
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Denomination of invention: A method for continuous graded distillation of eucalyptus oil Granted publication date: 20210604 Pledgee: Agricultural Bank of China Yiliang County Branch Pledgor: YUNNAN GUORUN SPICE MANUFACTURING CO.,LTD. Registration number: Y2024980025419 |