CN109180516A - The method that separating high-purity capsaicinoid is extracted from capsicum using aqueous two-phase dipping system - Google Patents
The method that separating high-purity capsaicinoid is extracted from capsicum using aqueous two-phase dipping system Download PDFInfo
- Publication number
- CN109180516A CN109180516A CN201810938091.1A CN201810938091A CN109180516A CN 109180516 A CN109180516 A CN 109180516A CN 201810938091 A CN201810938091 A CN 201810938091A CN 109180516 A CN109180516 A CN 109180516A
- Authority
- CN
- China
- Prior art keywords
- aqueous
- phase
- capsicum
- purity
- capsaicinoid
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/22—Separation; Purification; Stabilisation; Use of additives
- C07C231/24—Separation; Purification
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The present invention relates to a kind of methods that separating high-purity capsaicinoid is extracted from capsicum using aqueous two-phase dipping system, present invention process operation is simple, equipment is cheap, big pore resin is cheap, extraction phase consumption is less and environmentally protective, D101 macroreticular resin, ionic liquid and UCON-50-HB-5100 can be recycled, production cost is very low, treating capacity is big, high-purity capsaicin substance can be obtained without column chromatography for separation, the purification efficiency of capsaicinoid is effectively increased, large-scale industrial production is suitble to.
Description
Technical field
The invention belongs to the separating and purifying technology field fields of natural function ingredient, are related to a kind of utilization aqueous two-phase dipping
The method that system extracts separating high-purity capsaicinoid from capsicum.
Background technique
Natural capsicum alkaloids are widely used in the fields such as military affairs, light industry, food and medicine, and China is to capsicum benefit
With the food service industry for still concentrating on preliminary working.No matter from scale or technology and external phase of the same trade in terms of capsicum deep processing
Than still there is certain gap, demand of the domestic market to capsaicinoid meets mainly by import.Currently, high-purity capsaicin class
Isolating and purifying for substance is still a relatively cumbersome, time-consuming job.
Traditional separation means are generally there are low separation efficiency, the problems such as solvent-oil ratio is big, high production cost.And it is emerging
Simulated Moving Bed Chromatography method or counter current chromatography, it is also necessary to semifinished product is prepared based on traditional separation means further
Purifying, and the disadvantages of that there are treating capacities is small, and the production cycle is long, and equipment is expensive, it is unfavorable for the industrial production of scale.
Aqueous two phase extraction technique is a kind of very promising technology, have extraction time is short, energy consumption is low, bio-compatibility is good,
It is easy to the advantages that amplifying.Currently, the technology has been widely used in the preliminary recycling and purification process of various biological products.
Aqueous two-phase impregnating resin is a kind of separation haveing excellent performance for combining ion exchange resin and aqueous two phase extraction technique
Resin.It is similar to traditional solvent impregnated extraction, the extractant in aqueous two-phase impregnating resin be with uniform liquid layer, or even with
Monolayer is distributed in the surface of entire resin voids.Target extract can be adsorbed almost uniformly entire in extraction process
The advantages that in resin particle, it is few that there is impregnating resin extractant to be lost, and load capacity is big, and split-phase is quick, easy to use.Structure of the present invention
The aqueous two-phase dipping abstraction technique built few and easy recycling with consumption extractant, extraction yield is high, and split-phase is fast and is not necessarily to centrifugation apparatus,
Easy to operate, the advantages that processing capacity is easily enlarged greatly, can be effectively reduced high-purity capsaicin substance and extract isolated energy
Consumption problem.
Summary of the invention
The problems such as present invention is directed to low separation efficiency existing for traditional separation means, and solvent-oil ratio is big, high production cost
It is proposed a kind of novel method that separating high-purity capsaicinoid is extracted from capsicum using aqueous two-phase dipping system.
In order to achieve the above object, the present invention is realized using following technical solutions:
Raw material is dried to be placed in pulverizer and crushed by the present invention with baking oven using commercially available capsicum annum fasciculatum as raw material under the conditions of 45 DEG C,
And chilli powder is placed in spare in reagent bottle.
A method of separating high-purity capsaicinoid being extracted from capsicum using aqueous two-phase dipping system, including such as
Lower step:
(1) preparation contains ionic liquid (1- ethyl -3- first class imidazole bisulfate, 1- ethyl -3- first class imidazoles acetate, 1-
Ethyl-3-methylimidazole bromide) ethylene oxide and propylene oxide random copolymer (UCON-50-HB-5100)/ammonium sulfate
Double-aqueous phase system takes out upper and lower mutually spare respectively；
(2) by D101 macroreticular resin and mutually 1:(5-20 in mass ratio on double-aqueous phase system in step (1)) (w/w) be placed in conical flask
Middle mixing, it is ultrasonic after mixed system is stood at room temperature, it is then filtered with funnel and is placed in D101 macroreticular resin impregnating resin
The liquid that its surface is removed between two dry filter paper obtains D101 aqueous two-phase dipping extraction system, is placed in hermetic bag
It is spare；
(3) it takes and is added to chilli powder in step (1) under double-aqueous phase system, and impregnate and extract with the D101 aqueous two-phase in step (2)
System mixing, constant temperature oscillation；
(4) extraction is completed, and filtering, which is taken out the D101 aqueous two-phase dipping extraction system in (3) step and is placed in dilute alkaline soln, to be vibrated；
D101 macroreticular resin (reusable) is taken out in filtering, and solution is heated to UCON-50-HB-5100, (repeatable benefit is precipitated
With)；
(5) the capsaicine dilute alkaline soln that step (4) obtain is concentrated into 35% or more capsaicin compound content, uses dilute hydrochloric acid
Aqueous solution pH to 7.0 is adjusted, capsaicinoid crystal is stood still for crystals to obtain under the conditions of 4-6 DEG C.
As a further preferred embodiment of the present invention, the aqueous solution after step (5) crystallization, which is placed in Rotary Evaporators, to be carried out
Rotary evaporation obtains ionic liquid to reuse.
As a further preferred embodiment of the present invention, step (1) intermediate ion liquid is 1- ethyl -3- first class imidazoles hydrogen sulfate
Salt, 1- ethyl -3- first class imidazoles acetate, any one in 1- ethyl-3-methylimidazole bromide.
As a further preferred embodiment of the present invention, double-aqueous phase system system is formed in step (1) are as follows: ethylene oxide and ring
The mass fraction of the random copolymer of Ethylene Oxide is 16-20%；The mass fraction of ammonium sulfate is 12-15%；The quality of ionic liquid
For score between 8-15%, remaining is the smooth Robison buffer solution of the Bloomsbury that pH value is 4-9, and operation temperature is 25 DEG C.
As a further preferred embodiment of the present invention, in step (2) D101 macroreticular resin with matter is mutually pressed on double-aqueous phase system
Amount is than 1:15, ultrasound 2 hours after mixed system stands 24 hours at room temperature.
As a further preferred embodiment of the present invention, the isothermal vibration time is 0.5-3 hours in step (3).
It is 10 that as a further preferred embodiment of the present invention, in step (4), D101 aqueous two-phase dipping extraction system, which is placed in pH,
Dilute alkaline soln in vibrate 1h；D101 macroreticular resin is taken out in filtering, and solution is heated to 60 DEG C, UCON-50-HB-5100 analysis
Out.
Compared with prior art, the advantages and positive effects of the present invention are:
Present invention process operation is simple, and equipment is cheap, and big pore resin is cheap, and extraction phase consumes less and environmentally protective, D101
Macroreticular resin, UCON-50-HB-5100 and ionic liquid can be recycled, and production cost is very low, and treating capacity is big, be not necessarily to column layer
Analysis separation can obtain high-purity capsaicin substance, effectively increase the purification efficiency of capsaicinoid, be suitble to extensive
Industrialized production.
Specific embodiment
To better understand the objects, features and advantages of the present invention, right combined with specific embodiments below
The present invention is described further.It should be noted that in the absence of conflict, the spy in embodiments herein and embodiment
Sign can be combined with each other.
In the following description, numerous specific details are set forth in order to facilitate a full understanding of the present invention, still, the present invention may be used also
To be implemented using other modes described herein are different from, therefore, the present invention is not limited to the specific of specification is described below
The limitation of embodiment.
Embodiment 1 extracts separating high-purity capsaicinoid using following steps.
(1) 1- ethyl -3- first class imidazole bisulfate 5.0g, UCON-50-HB-5100 are weighed respectively with assay balance
9.0g, ammonium sulfate 7.0g are placed in test tube, and be added pH value be 4(room temperature) the smooth Robison buffer solution ad pond om of Bloomsbury
For 50g, configuration scheme group becomes 1- ethyl -3- first class imidazole bisulfate 10%(w/w), 18% (w/ of UCON-50-HB-5100
W), system is placed in oscillator and vibrates 10min under the conditions of 25 DEG C by the double-aqueous phase system of ammonium sulfate 14% (w/w), after with from
Scheming is centrifuged 5min with 2000 revs/min of revolving speed, takes out the upper and lower mutually spare of system after the completion of centrifugation respectively.
(2) by D101 macroreticular resin and phase 1:15(w/w in mass ratio on double-aqueous phase system in (1) step) it is placed in conical flask
Middle mixing, ultrasound 2 hours after mixed system to be stood to 24 hours at room temperature, is then filtered with funnel and sets D101 impregnating resin
The D101 aqueous two-phase prepared dipping extraction system is placed in close by the liquid that its surface is removed between two dry filter paper
It is spare in envelope.
(3) it takes and is added to chilli powder in (1) step under double-aqueous phase system, and impregnated with the D101 aqueous two-phase in (2) step
Extraction system mixing, constant temperature oscillation 1 hour.
(4) extraction is completed, and filtering takes out the D101 aqueous two-phase dipping extraction system in (3) step and is placed in the diluted alkaline that pH is 10
1h is vibrated in solution.D101 macroreticular resin (reusable) is taken out in filtering, and solution is heated to 60 DEG C of then UCON-50-HB-
5100 are precipitated (reusable).Reach 95.0% through the capsaicinoid rate of recovery in high performance liquid chromatography measurement dilute alkaline soln.
(5) the capsaicine dilute alkaline soln that (4) step obtains is concentrated into 35% or more capsaicin compound content, use is dilute
Hydrochloric acid regulating solution pH to 7.0 stands still for crystals to obtain capsaicinoid crystal, purity 97.5%, recycling under the conditions of 4-6 DEG C
Rate 89.0%.
(6) aqueous solution after (5) step crystallization is placed in progress rotary evaporation in Rotary Evaporators and obtains ionic liquid with weight
It is multiple to utilize.
Embodiment 2 extracts separating high-purity capsaicinoid using following steps.
(1) 1- ethyl -3- first class imidazoles acetate 4.0g, UCON-50-HB-5100 are weighed respectively with assay balance
16.0g, ammonium sulfate 7.5g are placed in test tube, and it is 9(room temperature that pH value, which is added) the smooth Robison buffer solution of Bloomsbury to 50g,
Configuration scheme group becomes 1- ethyl -3- first class imidazole bisulfate 8%(w/w), UCON-50-HB-5100 16% (w/w), sulfuric acid
System is placed in oscillator and vibrates 10min under the conditions of 25 DEG C by the double-aqueous phase system of ammonium 15% (w/w), afterwards with centrifuge with
2000 revs/min of revolving speed is centrifuged 5min, takes out the upper and lower mutually spare of system after the completion of centrifugation respectively.
(2) by D101 macroreticular resin and phase 1:15(w/w in mass ratio on double-aqueous phase system in (1) step) it is placed in conical flask
Middle mixing, ultrasound 2 hours after mixed system to be stood to 24 hours at room temperature, is then filtered with funnel and sets D101 impregnating resin
The D101 aqueous two-phase prepared dipping extraction system is placed in close by the liquid that its surface is removed between two dry filter paper
It is spare in envelope.
(3) it takes and is added to chilli powder in (1) step under double-aqueous phase system, and impregnated with the D101 aqueous two-phase in (2) step
Extraction system mixing, constant temperature oscillation 1 hour.
(4) extraction is completed, and filtering takes out the D101 aqueous two-phase dipping extraction system in (3) step and is placed in the diluted alkaline that pH is 10
1h is vibrated in solution.D101 macroreticular resin (reusable) is taken out in filtering, and solution is heated to 60 DEG C of then UCON-50-HB-
5100 are precipitated (reusable).Reach 93.0% through the capsaicinoid rate of recovery in high performance liquid chromatography measurement dilute alkaline soln.
(5) the capsaicine dilute alkaline soln that (4) step obtains is concentrated into 35% or more capsaicin compound content, use is dilute
Hydrochloric acid regulating solution pH to 7.0 stands still for crystals to obtain capsaicinoid crystal, purity 99.5%, recycling under the conditions of 4-6 DEG C
Rate 87.4%.
(6) aqueous solution after (5) step crystallization is placed in progress rotary evaporation in Rotary Evaporators and obtains ionic liquid with weight
It is multiple to utilize.
Embodiment 3 extracts separating high-purity capsaicinoid using following steps.
(1) 1- ethyl -3- first class imidazoles bromide 15.0g, UCON-50-HB-5100 are weighed respectively with assay balance
10.0g, ammonium sulfate 7.0g are placed in test tube, and the smooth Robison buffer solution of Bloomsbury that pH value is 4 is added to 50g, configure body
System's group becomes 1- ethyl -3- first class imidazole bisulfate 15%(w/w), UCON-50-HB-5100 20% (w/w), ammonium sulfate 12%
(w/w) system is placed in oscillator and vibrates 10min under the conditions of 25 DEG C by double-aqueous phase system, afterwards with centrifuge with 2000 turns/
The revolving speed of minute is centrifuged 5min, takes out the mutually spare above and below of system after the completion of centrifugation respectively.
(2) by D101 macroreticular resin and phase 1:15(w/w in mass ratio on double-aqueous phase system in (1) step) it is placed in conical flask
Middle mixing, ultrasound 2 hours after mixed system to be stood to 24 hours at room temperature, is then filtered with funnel and sets D101 impregnating resin
The D101 aqueous two-phase prepared dipping extraction system is placed in close by the liquid that its surface is removed between two dry filter paper
It is spare in envelope.
(3) it takes and is added to chilli powder in (1) step under double-aqueous phase system, and impregnated with the D101 aqueous two-phase in (2) step
Extraction system mixing, constant temperature oscillation 1 hour.
(4) extraction is completed, and filtering takes out the D101 aqueous two-phase dipping extraction system in (3) step and is placed in the diluted alkaline that pH is 10
1h is vibrated in solution.D101 macroreticular resin (reusable) is taken out in filtering, and solution is heated to 60 DEG C of then UCON-50-HB-
5100 are precipitated (reusable).Reach 92.6% through the capsaicinoid rate of recovery in high performance liquid chromatography measurement dilute alkaline soln.
(5) the capsaicine dilute alkaline soln that (4) step obtains is concentrated into 35% or more capsaicin compound content, use is dilute
Hydrochloric acid regulating solution pH to 7.0 stands still for crystals to obtain capsaicinoid crystal, purity 92.5%, recycling under the conditions of 4-6 DEG C
Rate 87.1%.
(6) aqueous solution after (5) step crystallization is placed in progress rotary evaporation in Rotary Evaporators and obtains ionic liquid with weight
It is multiple to utilize.
Embodiment 4 extracts separating high-purity capsaicinoid using following steps.
(1) 1- ethyl -3- first class imidazoles bromide 15.0g, UCON-50-HB-5100 are weighed respectively with assay balance
10.0g, ammonium sulfate 7.0g are placed in test tube, and the smooth Robison buffer solution of Bloomsbury that pH value is 4 is added to 50g, configure body
System's group becomes 1- ethyl -3- first class imidazole bisulfate 15%(w/w), UCON-50-HB-5100 20% (w/w), ammonium sulfate 12%
(w/w) system is placed in oscillator and vibrates 10min under the conditions of 25 DEG C by double-aqueous phase system, afterwards with centrifuge with 2000 turns/
The revolving speed of minute is centrifuged 5min, takes out the mutually spare above and below of system after the completion of centrifugation respectively.
(2) by D101 macroreticular resin and phase 1:20(w/w in mass ratio on double-aqueous phase system in (1) step) it is placed in conical flask
Middle mixing, ultrasound 2 hours after mixed system to be stood to 24 hours at room temperature, is then filtered with funnel and sets D101 impregnating resin
The D101 aqueous two-phase prepared dipping extraction system is placed in close by the liquid that its surface is removed between two dry filter paper
It is spare in envelope.
(3) it takes and is added to chilli powder in (1) step under double-aqueous phase system, and impregnated with the D101 aqueous two-phase in (2) step
Extraction system mixing, constant temperature oscillation 1.5 hours.
(4) extraction is completed, and filtering takes out the D101 aqueous two-phase dipping extraction system in (3) step and is placed in the diluted alkaline that pH is 10
1h is vibrated in solution.D101 macroreticular resin (reusable) is taken out in filtering, and solution is heated to 65 DEG C of then UCON-50-HB-
5100 are precipitated (reusable).Reach 92.6% through the capsaicinoid rate of recovery in high performance liquid chromatography measurement dilute alkaline soln.
(5) the capsaicine dilute alkaline soln that (4) step obtains is concentrated into 35% or more capsaicin compound content, use is dilute
Hydrochloric acid regulating solution pH to 7.0 stands still for crystals to obtain capsaicinoid crystal, purity 92.8%, recycling under the conditions of 4-6 DEG C
Rate 87.4%.
(6) aqueous solution after (5) step crystallization is placed in progress rotary evaporation in Rotary Evaporators and obtains ionic liquid with weight
It is multiple to utilize.
Embodiment 5, the present embodiment utilize the UCON-50-HB-5100 and ionic liquid recycled, other parameters and object
Matter additional amount with it is identical in embodiment 1, the capsaicine dilute alkaline soln of acquisition is finally concentrated into capsaicin compound
35% or more content adjusts aqueous solution pH to 7.0 with dilute hydrochloric acid, and capsaicinoid crystalline substance is stood still for crystals to obtain under the conditions of 4-6 DEG C
Body, purity 97.4%, the rate of recovery 89.1%.
Embodiment 6, the present embodiment recycle UCON-50-HB-5100, D101 macroreticular resin and ionic liquid in embodiment 5
Body, other parameters and substance additional amount with it is identical in embodiment 5, it is finally that the capsaicine dilute alkaline soln of acquisition is dense
It is reduced to 35% or more capsaicin compound content, aqueous solution pH to 7.0 is adjusted with dilute hydrochloric acid, is stood still for crystals under the conditions of 4-6 DEG C
Obtain capsaicinoid crystal, purity 97.5%, the rate of recovery 89.0%.
The above described is only a preferred embodiment of the present invention, being not that the invention has other forms of limitations, appoint
What those skilled in the art changed or be modified as possibly also with the technology contents of the disclosure above equivalent variations etc.
It imitates embodiment and is applied to other fields, but without departing from the technical solutions of the present invention, according to the technical essence of the invention
Any simple modification, equivalent variations and remodeling to the above embodiments, still fall within the protection scope of technical solution of the present invention.
Claims (7)
1. a kind of method for extracting separating high-purity capsaicinoid from capsicum using aqueous two-phase dipping system, feature exist
In including the following steps:
(1) random copolymer/ammonium sulfate double-aqueous phase system of the ethylene oxide containing ionic liquid and propylene oxide is prepared, respectively
It takes out upper and lower mutually spare；
(2) by D101 macroreticular resin and phase 1:(5-20 in mass ratio on double-aqueous phase system in step (1)) it is placed in conical flask and mixes
It closes, it is ultrasonic after mixed system is stood at room temperature, it is then filtered with funnel and D101 macroreticular resin impregnating resin is placed in two
The liquid that its surface is removed between dry filter paper obtains D101 aqueous two-phase dipping extraction system, is placed in spare in hermetic bag；
(3) it takes and is added to chilli powder in step (1) under double-aqueous phase system, and impregnate and extract with the D101 aqueous two-phase in step (2)
System mixing, constant temperature oscillation；
(4) extraction is completed, and filtering, which is taken out the D101 aqueous two-phase dipping extraction system in (3) step and is placed in dilute alkaline soln, to be vibrated；
D101 macroreticular resin is taken out in filtering, and the random copolymer that solution is heated to ethylene oxide and propylene oxide is precipitated；
(5) the capsaicine dilute alkaline soln that step (4) obtain is concentrated into 35% or more capsaicin compound content, uses dilute hydrochloric acid
Aqueous solution pH to 7.0 is adjusted, capsaicinoid crystal is stood still for crystals to obtain under the conditions of 4-6 DEG C.
2. according to claim 1 extract separating high-purity capsaicinoid using aqueous two-phase dipping system from capsicum
Method, it is characterised in that, step (5) crystallization after aqueous solution be placed in Rotary Evaporators carry out rotary evaporation obtain ionic liquid
With recycling.
3. according to claim 1 or 2 extract separating high-purity capsicum bases using aqueous two-phase dipping system from capsicum
The method of substance, it is characterised in that, step (1) intermediate ion liquid is 1- ethyl -3- first class imidazole bisulfate, 1- ethyl -3-
Any one in first class imidazoles acetate, 1- ethyl-3-methylimidazole bromide.
4. according to claim 1 or 2 extract separating high-purity capsicum bases using aqueous two-phase dipping system from capsicum
The method of substance, it is characterised in that, double-aqueous phase system system forms in step (1) are as follows: ethylene oxide and propylene oxide it is random
The mass fraction of copolymer is 16-20%；The mass fraction of ammonium sulfate is 12-15%；The mass fraction of ionic liquid be 8-15% it
Between, remaining is the smooth Robison buffer solution of the Bloomsbury that pH value is 4-9, and operation temperature is 25 DEG C.
5. according to claim 1 or 2 extract separating high-purity capsicum bases using aqueous two-phase dipping system from capsicum
The method of substance, which is characterized in that D101 macroreticular resin and phase 1:15 in mass ratio on double-aqueous phase system, mixing in step (2)
Ultrasound 2 hours after system stands 24 hours at room temperature.
6. according to claim 1 or 2 extract separating high-purity capsicum bases using aqueous two-phase dipping system from capsicum
The method of substance, it is characterised in that, the isothermal vibration time is 0.5-3 hours in step (3).
7. according to claim 1 or 2 extract separating high-purity capsicum bases using aqueous two-phase dipping system from capsicum
The method of substance, it is characterised in that, D101 aqueous two-phase dipping extraction system is placed in the dilute alkaline soln that pH is 10 in step (4)
Vibrate 1h；D101 macroreticular resin is taken out in filtering, and solution is heated to 60 DEG C, the random copolymer of ethylene oxide and propylene oxide
It is precipitated.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810938091.1A CN109180516B (en) | 2018-08-17 | 2018-08-17 | Method for extracting and separating high-purity capsaicin substances from capsicum by using double-aqueous-phase immersion system |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810938091.1A CN109180516B (en) | 2018-08-17 | 2018-08-17 | Method for extracting and separating high-purity capsaicin substances from capsicum by using double-aqueous-phase immersion system |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN109180516A true CN109180516A (en) | 2019-01-11 |
| CN109180516B CN109180516B (en) | 2021-03-02 |
Family
ID=64918582
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201810938091.1A Active CN109180516B (en) | 2018-08-17 | 2018-08-17 | Method for extracting and separating high-purity capsaicin substances from capsicum by using double-aqueous-phase immersion system |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN109180516B (en) |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1241447A (en) * | 1999-03-17 | 2000-01-19 | 浙江大学 | Double-water phase distribution and temperature-change solvent counter-extraction process to extract scutellaria flavonoid |
| CN104030935A (en) * | 2014-06-25 | 2014-09-10 | 齐鲁工业大学 | Method for purifying capsaicin monomer by utilizing reverse-phase resin |
| WO2017020125A1 (en) * | 2015-07-31 | 2017-02-09 | Delivra Inc. | Transdermal formulations for delivery of capsaicinoids |
| CN107036863A (en) * | 2017-04-28 | 2017-08-11 | 华南理工大学 | A kind of method of glyoxaline ion liquid double-aqueous phase system separation and concentration tetracycline |
-
2018
- 2018-08-17 CN CN201810938091.1A patent/CN109180516B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1241447A (en) * | 1999-03-17 | 2000-01-19 | 浙江大学 | Double-water phase distribution and temperature-change solvent counter-extraction process to extract scutellaria flavonoid |
| CN104030935A (en) * | 2014-06-25 | 2014-09-10 | 齐鲁工业大学 | Method for purifying capsaicin monomer by utilizing reverse-phase resin |
| WO2017020125A1 (en) * | 2015-07-31 | 2017-02-09 | Delivra Inc. | Transdermal formulations for delivery of capsaicinoids |
| CN107036863A (en) * | 2017-04-28 | 2017-08-11 | 华南理工大学 | A kind of method of glyoxaline ion liquid double-aqueous phase system separation and concentration tetracycline |
Non-Patent Citations (1)
| Title |
|---|
| 范勇 等: "双水相法提取天然辣椒碱", 《中国调味品》 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN109180516B (en) | 2021-03-02 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN104194389B (en) | A kind of method extracting capsanthin and capsaicine with fresh capsicum processing | |
| WO2011003266A1 (en) | A preparation method for battery level lithium carbonate using lithium chloride solution | |
| CN107746142A (en) | Washery slag acid waste water Zero emission method in a kind of Titanium White Production By Sulfuric Acid Process | |
| CN102807627B (en) | Corn starch preparation method | |
| CN103130298A (en) | Adsorption treatment method for waste water containing octenyl succinate | |
| CN101624418B (en) | Method for preparing nosiheptide powder | |
| CN103242282B (en) | Phenotype non-ester catechin mixture of a kind of low-caffeine and preparation method thereof | |
| CN102070479A (en) | Method for breaking cell wall of chilli by using cellulase | |
| CN109180516A (en) | The method that separating high-purity capsaicinoid is extracted from capsicum using aqueous two-phase dipping system | |
| CN104098707A (en) | Manufacturing technology for corn starch | |
| CN104450822A (en) | Method for producing theaflavin from tea polyphenol production wastewater | |
| CN107253916B (en) | A kind of environmentally protective new method for preparing amion acetic acid | |
| CN104892437A (en) | Production technology for L-lysine hydrochloride | |
| CN108913726A (en) | A kind of technique that biochemical method prepares acrylamide | |
| CN102311379A (en) | Method for preparing 1-deoxynojirimycin by membrane separation technology | |
| CN103432205A (en) | Novel method for extracting high-purity lotus leaf flavone | |
| CN100494394C (en) | Method for preparing raw material containing pleuromutilin for tiamulin production process | |
| CN102675913A (en) | Preparation method of deodorized radish red pigment | |
| CN202849127U (en) | Tubular membrane separation device with centrifugal function | |
| CN105130920A (en) | Method for recycling formic acid in 3-methyl-4-nitroimino-tetrahydro-1, 3, 5-oxadiazine | |
| CN105061258A (en) | Method and system for recycling borofluoride and solvent from 7-ACT crystallization mother liquor | |
| CN108992542A (en) | A kind of plant extraction process | |
| CN106396235B (en) | Mother liquor waste water processing unit and its technique in riboflavin subtractive process | |
| CN108815877A (en) | A method of caffeic acid is extracted using ionic liquid double-aqueous phase system and recycles ionic liquid | |
| CN103772285B (en) | A kind of recovery method of Analgin finished mother liquid |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |