CN100389864C - Supercritical fluid for preparing natural plant volatile oil- high molecular polymer microcapsule - Google Patents
Supercritical fluid for preparing natural plant volatile oil- high molecular polymer microcapsule Download PDFInfo
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- CN100389864C CN100389864C CNB2004100930153A CN200410093015A CN100389864C CN 100389864 C CN100389864 C CN 100389864C CN B2004100930153 A CNB2004100930153 A CN B2004100930153A CN 200410093015 A CN200410093015 A CN 200410093015A CN 100389864 C CN100389864 C CN 100389864C
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- volatile oil
- natural plant
- plant volatile
- high molecular
- soluble polymer
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- 239000003094 microcapsule Substances 0.000 title claims abstract description 21
- 229920000642 polymer Polymers 0.000 title claims abstract description 18
- 239000012530 fluid Substances 0.000 title claims abstract description 9
- 239000000341 volatile oil Substances 0.000 claims abstract description 29
- 239000000243 solution Substances 0.000 claims abstract description 22
- 238000000034 method Methods 0.000 claims abstract description 21
- 229920003169 water-soluble polymer Polymers 0.000 claims abstract description 16
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000002245 particle Substances 0.000 claims abstract description 9
- 239000011259 mixed solution Substances 0.000 claims abstract description 6
- 239000003921 oil Substances 0.000 claims description 14
- 229920002125 Sokalan® Polymers 0.000 claims description 6
- 239000004584 polyacrylic acid Substances 0.000 claims description 6
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims description 5
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 5
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 4
- 239000012047 saturated solution Substances 0.000 claims description 4
- 239000007921 spray Substances 0.000 claims description 4
- 229930006000 Sucrose Natural products 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 239000005720 sucrose Substances 0.000 claims description 2
- -1 sucrose ester Chemical class 0.000 claims description 2
- 239000000463 material Substances 0.000 abstract description 2
- 238000001035 drying Methods 0.000 abstract 1
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 6
- 238000005516 engineering process Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 3
- 229960004488 linolenic acid Drugs 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000002253 acid Substances 0.000 description 2
- 235000020673 eicosapentaenoic acid Nutrition 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 238000001046 rapid expansion of supercritical solution Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 1
- JAZBEHYOTPTENJ-JLNKQSITSA-N all-cis-5,8,11,14,17-icosapentaenoic acid Chemical compound CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O JAZBEHYOTPTENJ-JLNKQSITSA-N 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000000954 anitussive effect Effects 0.000 description 1
- 230000001088 anti-asthma Effects 0.000 description 1
- 239000000924 antiasthmatic agent Substances 0.000 description 1
- 229940124584 antitussives Drugs 0.000 description 1
- 230000000975 bioactive effect Effects 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- ZZVUWRFHKOJYTH-UHFFFAOYSA-N diphenhydramine Chemical compound C=1C=CC=CC=1C(OCCN(C)C)C1=CC=CC=C1 ZZVUWRFHKOJYTH-UHFFFAOYSA-N 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229960005135 eicosapentaenoic acid Drugs 0.000 description 1
- JAZBEHYOTPTENJ-UHFFFAOYSA-N eicosapentaenoic acid Natural products CCC=CCC=CCC=CCC=CCC=CCCCC(O)=O JAZBEHYOTPTENJ-UHFFFAOYSA-N 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 235000019441 ethanol Nutrition 0.000 description 1
- 239000003688 hormone derivative Substances 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 230000035764 nutrition Effects 0.000 description 1
- 235000020777 polyunsaturated fatty acids Nutrition 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000010008 shearing Methods 0.000 description 1
- 238000000194 supercritical-fluid extraction Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Abstract
The present invention discloses a supercritical fluid process of preparing natural plant volatile oil-high molecular polymer microcapsules, which comprises the following steps: mixed solution of alcohol solution of water soluble polymer and natural plant volatile oil is sprayed into supercritical CO2 fluid through a nozzle; the supercritical CO2 fluid sprayed with the mixed solution comprising alcohol solution of water soluble polymer and natural plant volatile oil is maintained for 10 to 30 minutes after added with material and is emptied to normal pressure, and natural plant volatile oil-high molecular polymer microcapsule particles are collected. The natural plant volatile oil-high molecular polymer microcapsule particles obtained by the method of the present invention has the advantage that the natural plant volatile oil is not easy to oxygenize, has no special strange smell, and is suitable for being eaten and stored directly. The inclusion rate of the method of the present invention can reach more than 20%. The present invention can rapidly prepare products without needing traditional drying process, volatile oil which is not coated can be recycled, and the loss of the natural plant volatile oil is reduced.
Description
Technical field
The present invention relates to a kind of preparation method of high molecular polymer microcapsule, relate in particular to a kind of method for preparing natural plant volatile oil and high molecular polymer microcapsule with supercritical fluid technique.
Background technology
Natural plant volatile oil is as containing abundant unrighted acids such as alpha-linolenic acid in the Fructus Zanthoxyli oil.EPA (n-3 system, eicosapentaenoic acid) and DHA (n-3 system, DHA) and other (precursor of synthetic hormones) n-3 are that polyunsaturated fatty acid is all synthetic by the alpha-linolenic acid conversion, are the important substance that earns a bare living.Therefore Fructus Zanthoxyli oil has good nutrition and health care function.And Fructus Zanthoxyli oil still is the good medicine of antitussive and antiasthmatic.But, natural plant volatile oil, water insoluble as Fructus Zanthoxyli oil, and in the natural plant volatile oil owing to be rich in unrighted acid, easily oxidation, the natural plant volatile oil of traditional method for extracting also has specific peculiar smell, should not directly eat and store.With the natural plant volatile oil microencapsulation is the good method that addresses these problems.
But, present traditional Microencapsulation Method will lean on intergranular mechanical force system thin, technology as open report in " microcapsules technology and application ", can cause the rising of particle temperature because of shearing force strong between particle and pressure, concerning bioactive particle is arranged, its biologically active can reduce greatly, and the advantage of microcapsules is had a greatly reduced quality.And there is not such mechanical force in microencapsulation under the supercriticality.And being of existing document introduction prepares the simple substance particle under the supercriticality, as Micronizationof pharmaceutical substances by the rapid expansion of supercritical solution (RESS): a promising method to improve bioavailability of poorly solublepharmaceutical agents, perhaps supercritical process prepares the microcapsules of water-soluble core, as disclosed technology among the Microencapsulation of protein particles within lipids using a novel supercriticalfluid process, can not be used to prepare natural plant volatile oil-high molecular polymer microcapsule.
Summary of the invention
The technical issues that need to address of the present invention are the preparation methods that disclose a kind of natural plant volatile oil-high molecular polymer microcapsule, overcoming the above-mentioned defective that prior art exists,
Natural plant volatile oil-high molecular polymer microcapsule of the present invention be by plant volatile oil as core, constitute for the capsule material with the high molecular polymer, its preparation method comprises the steps:
The mixed solution of the ethanolic solution of water-soluble polymer and natural plant volatile oil is sprayed into the CO of supercriticality by nozzle
2In the fluid, keep 10～30min after feeding in raw material, emptying is collected natural plant volatile oil-high molecular polymer microcapsule particle at container bottom to normal pressure then.
The CO of said supercriticality
2Refer to CO
2Temperature more than 31.04 ℃, pressure is more than 7.38MPa.Preferred temperature is 40～60 ℃, preferred pressure 130～170bar;
Said water-soluble polymer be selected from polyvinylpyrrolidone (PVP) or/and polyacrylic acid or/and sucrose ester;
Said natural plant volatile oil is selected from a kind of in Fructus Zanthoxyli oil, Groomwell root oil, rhizome of chuanxiong oil or the chimonanthea volatile oil, can the natural plants seed be raw material, adopt patent: the disclosed supercritical extraction method of process for the separation ofmixtures of substances obtains;
The concentration of the ethanolic solution of water-soluble polymer is decided because of the solubility of polymer in ethanol.The present invention requires the saturated ethanolic solution of prepared polymer.
The weight ratio of water-soluble polymer and natural plant volatile oil is: 1: 3～1: 5.
The ethanolic solution of water-soluble polymer: natural plant volatile oil=1: 1～4: 1.
According to optimized technical scheme of the present invention, water-soluble polymer is dissolved in the absolute ethyl alcohol at 50～65 ℃, the preparation saturated solution, saturated solution filters back adding natural plant volatile oil then, obtains the ethanolic solution of water-soluble polymer and the mixed solution of natural plant volatile oil.
Embedding rate is an important indicator of weighing the microcapsules quality.Measuring method is as follows: the sample dissolution of products obtained therefrom is in deionized water, with the laggard promoting the circulation of qi analysis of hplc of Fructus Zanthoxyli oil esterification that discharges.The alpha-linolenic acid content that obtains discharging.
Natural plant volatile oil-the high molecular polymer microcapsule that adopts method of the present invention to obtain, natural plant volatile oil is difficult for oxidation, no specific peculiar smell, suitable directly edible and storage.Method of the present invention, embedding rate can reach more than 20%.The present invention can make product fast, need not traditional dry run, and the volatile oil that does not obtain coating can be recycled, and has reduced the loss of natural plant volatile oil.
Description of drawings
Fig. 1 is a device schematic diagram of the present invention.
The specific embodiment
Referring to Fig. 1, the inventive system comprises an autoclave 8 and a separator 16;
A CO is arranged at said autoclave 8 tops
2Air inlet 7, a gas outlet 11 and a solution feed mouth that is provided with nozzle 10;
The gas outlet 11 of autoclave 8 is connected with separator 16, is used for absolute ethyl alcohol and natural plant volatile oil that removal process is dissolved, and an exhaust outlet is arranged at separator 16 tops, by emptying CO behind the flowmeter
2Gas.
Embodiment 1
Adopt device as shown in Figure 1.
Get among the absolute ethyl alcohol 40ml that the 1g polyacrylic acid is dissolved in 60 ℃, filter the dissolving back fully.Add the 3ml Fructus Zanthoxyli oil, fully stir.With syringe pump solution is sprayed into CO by the solution feed mouth by nozzle 10
2Temperature, pressure is respectively 60 ℃, the autoclave 8 of 150bar.Regulate CO
2Flow rate is 3L/min.Solution all sprays the back and keeps 15min, lets out to normal pressure, collects Fructus Zanthoxyli oil-polyacrylic acid microcapsules in autoclave 8 bottoms.Embedding rate is about 25%.
Embodiment 2
Adopt device as shown in Figure 1.
Get among the absolute ethyl alcohol 40ml that the 10g polyvinylpyrrolidone is dissolved in 50 ℃, filter the dissolving back fully.Add the 4ml Fructus Zanthoxyli oil, fully stir.With syringe pump solution is sprayed into CO by the solution feed mouth by nozzle 10
2Temperature, pressure is respectively 50 ℃, the autoclave 8 of 100bar.Regulate CO
2Flow rate is 1.5L/min.Solution all sprays the back and keeps 10min, lets out to normal pressure, collects Fructus Zanthoxyli oil-polyvinylpyrrolidone microcapsules in autoclave 8 bottoms.Embedding rate is about 20%.
Embodiment 3
Adopt device as shown in Figure 1.
Get among the absolute ethyl alcohol 40ml that the 1g polyacrylic acid is dissolved in 60 ℃, filter the dissolving back fully.Add the 3ml Groomwell root oil, fully stir.With syringe pump solution is sprayed into CO by the solution feed mouth by nozzle 10
2Temperature, pressure is respectively 60 ℃, the autoclave 8 of 150bar.Regulate CO
2Flow rate is 3L/min.Solution all sprays the back and keeps 15min, lets out to normal pressure, collects Groomwell root oil-polyacrylic acid microcapsules in autoclave 8 bottoms.Embedding rate is about 15%.
Claims (4)
1. the method for a supercritical fluid for preparing natural plant volatile oil-high molecular polymer microcapsule, it is characterized in that, comprise the steps: that the mixed solution with the ethanolic solution of water-soluble polymer and natural plant volatile oil sprays into the CO of supercriticality by nozzle
2In the fluid, keep 10～30min after reinforced, emptying is collected natural plant volatile oil-high molecular polymer microcapsule particle to normal pressure then, and said natural plant volatile oil is selected from a kind of in Fructus Zanthoxyli oil, Groomwell root oil or the rhizome of chuanxiong oil;
Said water-soluble polymer be selected from polyvinylpyrrolidone or/and polyacrylic acid or/and sucrose ester;
The w/v of water-soluble polymer and natural plant volatile oil is: 1g: 3ml, 10g: 4ml or 1g: 4ml;
The ethanolic solution of water-soluble polymer: natural plant volatile oil=40ml: 3ml or 40ml: 4ml.
2. method according to claim 1 is characterized in that, temperature is 40～60 ℃, pressure 130～170bar.
3. method according to claim 1 and 2 is characterized in that, the concentration of the ethanolic solution of water-soluble polymer is the saturated ethanolic solution of polymer.
4. method according to claim 1 and 2, it is characterized in that, water-soluble polymer is dissolved in the absolute ethyl alcohol at 50～65 ℃, the preparation saturated solution, saturated solution filters back adding natural plant volatile oil then, obtains the ethanolic solution of water-soluble polymer and the mixed solution of natural plant volatile oil.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2004100930153A CN100389864C (en) | 2004-12-15 | 2004-12-15 | Supercritical fluid for preparing natural plant volatile oil- high molecular polymer microcapsule |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2004100930153A CN100389864C (en) | 2004-12-15 | 2004-12-15 | Supercritical fluid for preparing natural plant volatile oil- high molecular polymer microcapsule |
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| Publication Number | Publication Date |
|---|---|
| CN1788837A CN1788837A (en) | 2006-06-21 |
| CN100389864C true CN100389864C (en) | 2008-05-28 |
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| CNB2004100930153A Active CN100389864C (en) | 2004-12-15 | 2004-12-15 | Supercritical fluid for preparing natural plant volatile oil- high molecular polymer microcapsule |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN103933895B (en) * | 2014-04-04 | 2015-11-04 | 王宏雁 | Subcritical fluids is utilized to prepare the method for solid particle enteric coating |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5043280A (en) * | 1987-12-28 | 1991-08-27 | Schwarz Pharma Ag | Method and apparatus for the manufacture of a product having a substance embedded in a carrier |
| JPH11197494A (en) * | 1998-01-13 | 1999-07-27 | Kenji Mishima | Microparticle coating using supercritical fluid |
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2004
- 2004-12-15 CN CNB2004100930153A patent/CN100389864C/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5043280A (en) * | 1987-12-28 | 1991-08-27 | Schwarz Pharma Ag | Method and apparatus for the manufacture of a product having a substance embedded in a carrier |
| JPH11197494A (en) * | 1998-01-13 | 1999-07-27 | Kenji Mishima | Microparticle coating using supercritical fluid |
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| CN1788837A (en) | 2006-06-21 |
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Owner name: SHANGHAI MODERN TCM CO., LTD. Free format text: FORMER NAME: SHANGHAI MODERN CHINESE TRADITIONAL MEDICINE TECHNOLOGY DEVELOPMENT CO., LTD. |
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| CP01 | Change in the name or title of a patent holder |
Address after: 200051 days in Shanghai City Road 600 Lane 4, building 7F-C. Co-patentee after: EAST CHINA University OF SCIENCE AND TECHNOLOGY Patentee after: Shanghai Sundise Chinese Medicine Technology Development Co.,Ltd. Address before: 200051 days in Shanghai City Road 600 Lane 4, building 7F-C. Co-patentee before: East China University of Science and Technology Patentee before: Shanghai Sundise |
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Address after: 7F-C, Sichuang Building, No. 4, Lane 600, Tianshan Road, Shanghai, 200051 Patentee after: Shanghai Baiyang Pharmaceutical Co.,Ltd. Patentee after: EAST CHINA University OF SCIENCE AND TECHNOLOGY Address before: 7F-C, Sichuang Building, No. 4, Lane 600, Tianshan Road, Shanghai, 200051 Patentee before: Shanghai Sundise Chinese Medicine Technology Development Co.,Ltd. Patentee before: EAST CHINA University OF SCIENCE AND TECHNOLOGY |
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| CP01 | Change in the name or title of a patent holder |