CN105968825B - A method of porous material is prepared with Biological cross-linker crosslinking protein - Google Patents
A method of porous material is prepared with Biological cross-linker crosslinking protein Download PDFInfo
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- CN105968825B CN105968825B CN201610375163.7A CN201610375163A CN105968825B CN 105968825 B CN105968825 B CN 105968825B CN 201610375163 A CN201610375163 A CN 201610375163A CN 105968825 B CN105968825 B CN 105968825B
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L89/00—Compositions of proteins; Compositions of derivatives thereof
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/24—Crosslinking, e.g. vulcanising, of macromolecules
- C08J3/246—Intercrosslinking of at least two polymers
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/04—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
- C08J9/12—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent
- C08J9/14—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent organic
- C08J9/141—Hydrocarbons
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2203/00—Foams characterized by the expanding agent
- C08J2203/14—Saturated hydrocarbons, e.g. butane; Unspecified hydrocarbons
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2389/00—Characterised by the use of proteins; Derivatives thereof
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2405/00—Characterised by the use of polysaccharides or of their derivatives not provided for in groups C08J2401/00 or C08J2403/00
- C08J2405/08—Chitin; Chondroitin sulfate; Hyaluronic acid; Derivatives thereof
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/06—Biodegradable
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- Peptides Or Proteins (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
Abstract
The invention discloses a kind of methods preparing porous material with Biological cross-linker crosslinking protein.This approach includes the following steps：(1) chitosan is added in acetum, makes its abundant aquation.(2) wheat gliadin is added in ethanol solution makes it fully dissolve.(3) material that step (1) obtains mixed as the method for anti-solvent with the material obtained by step (2), shear homogeneous, centrifugation, rotary evaporation obtain wheat gliadin composite colloid particle.(4) Geniposide is added in the material obtained by step (3) and is fully dissolved.(5) n-hexane is added in step (4) resulting material and shears homogeneous, novel porous materials are prepared in rear freeze-drying.The porous material obtained using present method invention, raw material sources are abundant, at low cost, have very high porosity and specific surface area, have certain anti-pressure ability, there is certain foreground in fields such as living things catalysis, chemical industry, medicine, food.
Description
Technical field
The present invention relates to a kind of novel porous materials, are prepared with Biological cross-linker crosslinking protein more particularly to a kind of
The method of porous material.
Technical background
The research of porous material has become a big research hotspot of Material Field, and porous material has very due to itself
Mostly special property, such as high porosity, high-specific surface area, high adsorption, high screening property, what these other materials did not had
Property makes porous material have a wide range of applications in numerous areas such as chemical industry, functional material, medicine, environmental protection, food.
The raw material used in porous material developed at present be substantially metal, ceramics, organic-inorganic chemical reagent etc. this
A little substances, their common feature is all the inedible raw material used, or has the original of certain toxic action to human body
Material.In addition crosslinking agent used in the prior art is substantially glutaraldehyde or other chemical cross-linking agents, these crosslinking agents are often
Toxicity is very big, is not suitable for the application in many fields.
The method for not finding to prepare porous material using genipin cross-linked albumen and chitosan in the prior art.Has document
(Nadeem Siddiqui,Esmaiel Jabbari,et al.Osteogenic differentiation of human
mesenchymal stem cells in freeze-gelled chitosan/nanoβ-tricalcium phosphate
porous scaffolds crosslinked with genipin[J].Materials Science and
Engineering:C.2015,54:It is raw material 79-83) to utilize bata-tricalcium phosphate and chitosan, and Geniposide is prepared as crosslinking agent
Porous material is used for human body bone holder material, is only used for medicine bone holder material and can not be applied to the necks such as biological food
Domain is of limited application.
Invention content
The purpose of the present invention is overcoming the prior art, provide it is a kind of need not use toxic crosslinking agent, using pair
The raw material of human body nonhazardous effect, in the method that Biological cross-linker crosslinking protein prepares porous material, original used in the present invention
Material is edible, and there is good biocompatibility, the porosity of gained porous material to be more than 90%, with 20kPa or more
Compression strength.
Geniposide is product of the Gardenoside after beta-glucosidase enzyme hydrolysis, is a kind of excellent natural biological crosslinking agent,
Can be with the crosslinkings such as albumen, gelatin and chitosan, the raw material that the present invention uses is wheat gliadin and chitosan, positive good utilisation
The characteristics of Geniposide is splendid natural biological crosslinking agent crosslinking protein and chitosan make porous material have certain mechanical property
Energy.
The object of the invention is realized by technical solution below.
A method of porous material is prepared with Biological cross-linker crosslinking protein, is included the following steps：
(1) acetum for preparing a concentration of 0.1%-5% of acetic acid quality will be equivalent to acetum quality 0.01%-
3% chitosan is added in acetum, makes its abundant aquation.
(2) ethanol solution that configuration ethyl alcohol mass concentration is 30%-90%, will be equivalent to ethanol solution quality 0.5%-
5% wheat gliadin, which is added in ethanol solution, makes it fully dissolve.
(3) step is added in the material obtained by the step of taking the 20%-200% for being equivalent to the volume of material that step (1) obtains (2)
Suddenly in the material of (1), 3000r/min-30000r/min rotating speed down cut homogeneous.
(4) material obtained by step (3) is dense by the quality of water-bath rotary evaporation to wheat gliadin composite particles
Degree is 0.1%-5%.
(5) material obtained by step (4) is centrifuged under 2000g-10000g rotating speeds, abandons precipitation and takes supernatant.
(6) Geniposide that quality is albumen 1%-10% is added in step (5) resulting material, stirring keeps it fully molten
Solution.
(7) n-hexane for taking the volume of material accounting obtained with step (6) to be 30%-90% is added what step (6) obtained
In material, homogeneous 1-10min is fully sheared under 3000r/min-30000r/min rotating speeds.
(8) the material freeze-drying obtained by step (7) is prepared a kind of with the porous of Biological cross-linker crosslinking protein
Material.
Porous material prepared by the present invention is because having 90% or more porosity and the compression strength of 20kPa or more, while material
Material has the characteristics that edibility, is expected to be applied to food, biology and target as carrier high-efficiency adsorption activity substance or drug
To administration medical field, have a wide range of application.
A kind of method preparing porous material with Biological cross-linker crosslinking protein of the present invention has the following advantages and has
Beneficial effect：
(1) the raw material albumen source day employed in the preparation method of wheat gliadin porous material of the present invention
So, without any side effects to human body.It is also edibility to prepare the chitosan used in wheat gliadin composite nanometer particle
Raw material, acetum and ethanol solution for dissolving chitosan, wheat gliadin and the n-hexane that subsequently uses are all
Basic volatilization is complete, few to remain, to human body without any harm.
(2) using the porous material prepared by natural Biological cross-linker genipin cross-linked the porous material is had
Certain mechanical property, while compared to glutaraldehyde or other chemical cross-linking agents, Geniposide source is naturally without any side effects.
(3) commercially available porous material will produce a large amount of pollutants in process of manufacture, and be discarded after use more
Porous materials are difficult to degrade in nature, long-term pollution environment.Raising with people to environmental requirement with the development of science and technology,
Traditional porous material is increasingly difficult to adapt to the needs of current economic development and daily life, and one kind of the present invention is with biology
Cross-linking agents albumen prepare porous material prepared in the method for porous material due to raw material sources naturally to environment without
Any pollution, there is no led to the problem of in production process pollution and it is discarded after be difficult to degrade.
(4) present invention is a kind of novel porous materials developed from the visual angle bond material field of food, has both reached food
The standard of product has the performance of material again, and preparation process is simple, and raw material is cheap, will play a significant role in numerous areas.
Description of the drawings
Fig. 1 is the scanning for the porous material that in embodiment 1 prepared by 2% wheat gliadin colloidal solid and 70% n-hexane
Electron microscope picture；
Fig. 2 is Fig. 1 scanning electron microscope partial enlarged views.
Specific implementation mode
To more fully understand the present invention, the present invention will be further described with reference to the accompanying drawings and examples, but the present invention
Protection domain be not limited to embodiment statement range.
The porosity of porous material in the embodiment of the present invention is complete by Merck ＆ Co., Inc of U.S. Auto Pore IV 9500
Automatic high-performance mercury injection apparatus is measured, and the mechanical property of material is tested by AG-IC50kN electronic universal testers.Embodiment
The mass concentration of middle wheat gliadin composite colloid particle constantly passes through electronics during being the rotary evaporation when preparing particle
Balance weighs the variation of its quality to control the mass concentration of particle.
Embodiment 1
A method of porous material is prepared with Biological cross-linker crosslinking protein, is included the following steps：
(1) acetum for preparing acetic acid quality a concentration of 1%, will be equivalent to the chitosan of acetum quality 0.05%
It is added in acetum, makes its abundant aquation.
(2) ethanol solution that configuration ethyl alcohol mass concentration is 70%, will be equivalent to the wheat alcohol of ethanol solution quality 2.5%
Molten albumen, which is added in ethanol solution, makes it fully dissolve.
(3) step (1) is added in the material obtained by the step of taking be equivalent to the volume of material that step (1) obtains 40% (2)
Material in, 6000r/min rotating speed down cut homogeneous.
(4) material obtained by step (3) is dense by the quality of water-bath rotary evaporation to wheat gliadin composite particles
Degree is 2%.
(5) material obtained by step (4) is centrifuged under 8000g rotating speeds, abandons precipitation and takes supernatant.
(6) Geniposide that quality is albumen 5% is added in step (5) resulting material, stirring makes it fully dissolve.
(7) take the n-hexane that the volume of material accounting obtained with step (6) is 70% that the material that step (6) obtains is added
In, homogeneous 1min is fully sheared under 10000r/min rotating speeds.
(8) material obtained by step (7) is freeze-dried, that is, prepared a kind of with the porous of Biological cross-linker crosslinking protein
Material.
Gradient test, mass concentration difference have been carried out to the mass concentration of wheat gliadin composite particles in step (4)
For：0.1%, 0.5%, 1.0%, 2.0%, 3.0%, wherein 0.1% granule density fails to be formed High Internal Phase Emulsion to nothing
Method prepares porous material, and porous material manufactured in the present embodiment measures its porosity, test result such as table 1 by mercury injection apparatus.
Table 1
Since the difference of granule density directly affects the oil-water interfaces structure of particle and the formed lotion of n-hexane, to
The property of the porous material after freeze-drying is influenced, porous material manufactured in the present embodiment has very high as can be seen from Table 1
Porosity, wherein the porosity highest of 1.0% granule density, it may be possible to be since granule density height is formed by porous material
The more thick and solid fraction porosity of pore structure is relatively low, and when granule density is relatively low material the relatively lean aperture larger porosity of pore structure
It is lower.During the mass concentration of wheat gliadin composite colloid particle is the rotary evaporation when preparing particle in the present embodiment
Constantly controlled by the variation of electronic balance weighing its quality.
The present embodiment uses genipin cross-linked, prepared porous material to have 40kPa's through universal testing machine test
Compression strength, this compression strength enable material to keep the porous structure of itself and be unlikely to collapse, be preferably applied for food,
Biology and target administration medical field.
Fig. 1 is that the scanning electron for the porous material that 2% wheat gliadin colloidal solid and 70% n-hexane are prepared is aobvious
Micro mirror figure, as can be seen from the figure prepared material be dispersed with fine and close hole, have very high porosity.Fig. 2 is it
Partial enlarged view, it can be seen that the pore structure of the porous material shows round and smooth thick and solid, and the compressive property of this and porous material has
Certain relationship.
Raw material (wheat gliadin, chitosan, the capital Buddhist nun used in porous material that the present embodiment is prepared simultaneously
It is flat) it is edibility, it acetum and ethanol solution for dissolving chitosan, wheat gliadin and subsequently uses just
All volatilization is complete substantially for hexane, few to remain, and to human body without any harm, fullys meet edible state.
The prior art (C.L.Zhou, Ngai, et al.Fabrication and characterization of pure
porous Ti3SiC2 with controlledporosity and pore features[J].Materials
Letters,2014,131:280-283.) not only porosity is relatively low (75%) for the porous material prepared, but also is basically applied to
The Material Fields such as cermet and food, biology and medical system field can not be applied to.Porous material tool prepared by the present invention
There are very high porosity (more than 90%) and edibility, is expected to apply as carrier high-efficiency adsorption activity substance or drug
In food, biology and target administration medical field.
Embodiment 2
A method of porous material is prepared with Biological cross-linker crosslinking protein, is included the following steps：
(1) acetum for preparing acetic acid quality a concentration of 1%, will be equivalent to the chitosan of acetum quality 0.05%
It is added in acetum, makes its abundant aquation.
(2) ethanol solution that configuration ethyl alcohol mass concentration is 70%, will be equivalent to the wheat alcohol of ethanol solution quality 2.5%
Molten albumen, which is added in ethanol solution, makes it fully dissolve.
(3) step (1) is added in the material obtained by the step of taking be equivalent to the volume of material that step (1) obtains 40% (2)
Material in, 6000r/min rotating speed down cut homogeneous.
(4) material obtained by step (3) is dense by the quality of water-bath rotary evaporation to wheat gliadin composite particles
Degree is 2%.
(5) material obtained by step (4) is centrifuged under 8000g rotating speeds, abandons precipitation and takes supernatant.
(6) Geniposide that quality is albumen 2% is added in step (5) resulting material, stirring makes it fully dissolve.
(7) take the n-hexane that the volume of material accounting obtained with step (6) is 70% that the material that step (6) obtains is added
In, homogeneous 1min is fully sheared under 10000r/min rotating speeds.
(8) the material freeze-drying obtained by step (7) is prepared a kind of with the porous of Biological cross-linker crosslinking protein
Material.
Porosity of porous material manufactured in the present embodiment is up to 92.3216%, and the compression strength with 20kPa, together
When gradient test has been carried out to wheat gliadin quality shared by Geniposide in step (6), proportion is respectively：0,1%,
2%, 5%, 10%.Corresponding porosity test result such as table 2, it can be seen that the porosity of porous material of 2% genipin cross-linked
Highest, it may be possible to because having certain resistance to pore forming process when crosslinker concentration is high and to show porosity relatively low.
Table 2
Embodiment 3
A method of porous material is prepared with Biological cross-linker crosslinking protein, is included the following steps：
(1) acetum for preparing acetic acid quality a concentration of 1%, will be equivalent to the chitosan of acetum quality 0.05%
It is added in acetum, makes its abundant aquation.
(2) ethanol solution that configuration ethyl alcohol mass concentration is 70%, will be equivalent to the wheat alcohol of ethanol solution quality 2.5%
Molten albumen, which is added in ethanol solution, makes it fully dissolve.
(3) step (1) is added in the material obtained by the step of taking be equivalent to the volume of material that step (1) obtains 40% (2)
Material in, 6000r/min rotating speed down cut homogeneous.
(4) material obtained by step (3) is dense by the quality of water-bath rotary evaporation to wheat gliadin composite particles
Degree is 2%.
(5) material obtained by step (4) is centrifuged under 8000g rotating speeds, abandons precipitation and takes supernatant.
(6) Geniposide that quality is albumen 5% is added in step (5) resulting material, stirring makes it fully dissolve.
(7) take the n-hexane that the volume of material accounting obtained with step (6) is 90% that the material that step (6) obtains is added
In, homogeneous 1min is fully sheared under 10000r/min rotating speeds.
(8) the material freeze-drying obtained by step (7) is prepared a kind of with the porous of Biological cross-linker crosslinking protein
Material.
Porosity of porous material manufactured in the present embodiment is up to 97.4612%, and the compression strength with 25kPa, together
When gradient test has been carried out to volume ratio shared by step (7) n-hexane, proportion is respectively：50%, 60%, 70%, 80%,
90%.It is formed by lotion oil when corresponding porosity test result such as table 3 due to n-hexane volume accounting is 50% and 60%
Phase is too low and is layered, and can not prepare porous material；It can be seen that the porosity of porous material of the higher preparation of oil phase more simultaneously
Height prepares that the interior phase removed when porous material is more this is because oil phase accounting is bigger, and the material porosity of formation is higher.
Table 3
Example the above is only the implementation of the present invention is not intended to limit the scope of the invention, every to utilize this hair
The equivalent structure or equivalent process that bright description is done exchange, and are applied directly or indirectly in other related fields,
It is included within the scope of the present invention.
Claims (8)
1. a kind of method preparing porous material with Biological cross-linker crosslinking protein, which is characterized in that include the following steps：
（1）Acetum is configured, the chitosan that will be equivalent to acetum quality 0.01%-3% is added in acetum, abundant water
Change；
（2）Ethanol solution is configured, the wheat gliadin that will be equivalent to ethanol solution quality 0.5%-5% is added in ethanol solution,
Stirring is fully dissolved；
（3）It is taken by anti-solvent method and is equivalent to step（1）The step of 20%-200% of obtained volume of material（2）The object of gained
Step is added in material（1）Material in, shear homogeneous；
（4）By step（3）The material of gained is 0.5%- by being evaporated to the mass concentration of wheat gliadin composite colloid particle
5%；
（5）By step（4）The material of gained centrifuges, and abandons precipitation and takes supernatant；
（6）Step is added in Geniposide（5）In resulting material, fully dissolve；
（7）Step is added in n-hexane（6）In obtained material, homogeneous is fully sheared；Volume shared by the dosage of the n-hexane
Compare 70%-90%；
（8）By step（7）The material of gained is freeze-dried, and obtains the porous material of Biological cross-linker crosslinking protein.
2. the method that Biological cross-linker crosslinking protein according to claim 1 prepares porous material, which is characterized in that described
Step（1）Middle a concentration of 0.1%-5% of acetic acid quality.
3. the method that Biological cross-linker crosslinking protein according to claim 1 prepares porous material, which is characterized in that described
Step（2）Middle ethyl alcohol mass concentration is 30%-90%.
4. the method that Biological cross-linker crosslinking protein according to claim 1 prepares porous material, which is characterized in that step
（3）And step（7）The rotating speed of the shearing homogeneous is all 3000r/min -30000r/min.
5. the method that Biological cross-linker crosslinking protein according to claim 1 prepares porous material, which is characterized in that described
It is evaporated to water-bath rotary evaporation.
6. the method that Biological cross-linker crosslinking protein according to claim 5 prepares porous material, which is characterized in that described
The temperature of water-bath rotary evaporation is 25 DEG C -80 DEG C, and rotating speed is 50r/min -200r/min.
7. the method that Biological cross-linker crosslinking protein according to claim 1 prepares porous material, which is characterized in that described
The centrifugal force of centrifugation is 2000g-10000g.
8. the method that Biological cross-linker crosslinking protein according to claim 1 prepares porous material, which is characterized in that step
（6）Described in Geniposide dosage be step（2）The 1%-10% of middle wheat gliadin quality.
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| CN106750575B (en) * | 2016-11-29 | 2019-05-24 | 武汉大学 | Hydroxypropyl chitosan/soybean protein isolate composite membrane and the preparation method and application thereof |
| CN114250125B (en) * | 2020-09-24 | 2022-09-06 | 中国科学院大连化学物理研究所 | Plant source porous micron particle and preparation method and application thereof |
| CN115715588A (en) * | 2022-07-27 | 2023-02-28 | 中国农业大学 | Preparation method and application of hordein-chitosan high internal phase Pickering emulsion |
| CN117159729B (en) * | 2023-09-18 | 2024-04-02 | 大连医科大学附属第一医院 | Porous stem cell-loaded biological material and application thereof in pain treatment |
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| CN103724657A (en) * | 2013-12-25 | 2014-04-16 | 同济大学 | Preparation method of crosslinked chitosan/gelatin composite porous scaffold |
| CN104211975A (en) * | 2014-08-26 | 2014-12-17 | 华南理工大学 | Preparation method of water-blocking oxygen-blocking edible film |
| CN104722251A (en) * | 2015-04-23 | 2015-06-24 | 福建师范大学 | Preparation method of porous chitosan-based microspheres |
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