CN104356319A - Porous biological material using modified gelatin as crosslinking agent and preparation method of porous biological material - Google Patents
Porous biological material using modified gelatin as crosslinking agent and preparation method of porous biological material Download PDFInfo
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- CN104356319A CN104356319A CN201410606294.2A CN201410606294A CN104356319A CN 104356319 A CN104356319 A CN 104356319A CN 201410606294 A CN201410606294 A CN 201410606294A CN 104356319 A CN104356319 A CN 104356319A
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Abstract
The invention provides a porous biological material using modified gelatin as a crosslinking agent and a preparation method of the porous biological material. The preparation method specially comprises the following steps: dissolving an acrylamide monomer, methacrylamide modified gelatin and inorganic nano-clay in deionized water, and stirring for 10 to 30 minutes in an inert atmosphere; adding a catalyst, stirring for 5 to 10 minutes in the inert atmosphere, and then adding an initiator; performing radical polymerization for 12 to 48 hours at the temperature of -30 DEG C to 30 DEG C; soaking the reaction product in the deionized water at 20 DEG C for 48 to 72 hours, and replacing the deionized water every 5 to 8 hours, and finally performing freeze-drying on the reaction product for 24 to 48 hours to obtain the porous biological material using modified gelatin as the crosslinking agent. The preparation method is simple in preparation process, the condition can be controlled, and the prepared porous biological material has the characteristics of good biocompatibility, mechanical property, macroporous property, quick swelling property and the like at the same time, and can be widely applied in the fields of biological scaffolds, cell culture, drug controlled release, tissue engineering, trauma and burn treatment and other biomedical materials.
Description
Technical field
The present invention relates to field of biomedical materials, being specifically related to a kind of take modified gelatin as porous biomaterial of linking agent and preparation method thereof.
Background technology
Porous polymer materials has attracted the interest of a large amount of investigator because of its high porosity and good swelling property.Porous material has different application at biomedicine, biotechnology and pharmacy field, especially especially noticeable as the application of cell scaffold material in organizational project.Good porosity and aperture can for the sticking of cell, Growth and reproduction provides more space and better mobility.Porous material can be prepared by such as lyophilize, pore-creating agent method, microemulsion method, gas stirring and the technology such as to be separated usually.Acrylamide monomers is used to prepare porous material because of its good wetting ability and reactive behavior.The people such as Fatima by acrylamide and propenyl glyceryl ether by free-radical polymerized chemical cross-linking agent N,N methylene bis acrylamide crosslinked under prepared the porous material of macroporosity.Although this porous material has good Equilibrium swelling ratio and Fast-swelling, but owing to employing traditional chemical cross-linking agent, the mechanical property of porous material and biocompatibility all need further to strengthen to meet its application in biomedical materials field.
Gelatin, with its excellent biocompatibility, is applied to biomedical materials field more.The sol-gel transition temperature of gelatin is only 36
oabout C, so gelatin needs stronger crosslinked or modification just can prevent it from dissolving under body temperature condition usually.Common chemical cross-linking agent comprises glutaraldehyde, carbonization diamines, genipin and vulcabond etc., and these linking agents are all water miscible, because gelatin itself only can in water-soluble solution or a small amount of ethanolic soln.And the derivative of collagen is all generally obtain by carrying out modification to the amino group on lysine side-chain in its structure and hydroxylysine side chain.Because the guanidine radicals in its structure in arginine side chain can be protonated thus nucleophilic reaction cannot occur under weak base condition, although and imidazole group in histidine side chains can react and can only form the product of instability.The gelatin of Methacrylamide modification is reacted at alkaline condition at methacrylic anhydride and gelatin, the amino group dissociated in gelatin is replaced to methacrylamide group, introduce propenyl double bond, make modified gelatin be provided with higher reactive behavior, raw Raolical polymerizable can be issued in the effect of initiator.
Methacrylamide modified gelatin has good biocompatibility and reactive behavior, and Chinese scholars has had more relevant Research Literature to report.The people such as Van Den Bulcke roll into a ball modification with methacrylamide group in grafting with methacrylic anhydride to the primary amino on gelatin.The modified gelatin of gained is under the effect of light trigger Irgacure 2959, and the hydrogel formed by uv irradiation initiated polymerization can be applicable to wound process.The gelatin of Methacrylamide modification is also a kind ofly had good mechanical property and the bio-medical material of biocompatibility with preparing with the polysaccharide copolymerization of propylene group by the people (US 6,458,361 B1) such as Van Den Bulcke.Material based on the gelatin of Methacrylamide modification is prepared porousness hydrogel for tissue repair by the people such as Van Vlierberghe.Then multiplex freezing gel legal system is standby for the cell carrier material of gelatin-based, and freezing gel can promote human body cell sticking and growing as inoblast, endotheliocyte, Stomatocyte etc. effectively.Also studies have reported that the gelatin of Methacrylamide modification to combine with the chitosan of Methacrylamide modification and prepare porousness timbering material.The people such as Nichol utilize light injection molding (photopatterning) to prepare modified gelatin basilar cell supported hydrogel, the light-catalyzed reaction activity of modified gelatin can form hydrogel or the microfluidic device of 3D microscale well under light injection molding, and cell effectively can adhere to wherein, breeds, breaks up and grow.Methacrylamide modified gelatin is taken turns alkyl cyclodextrins and has been prepared a kind of supramolecular hydrogel of biodegradable with poly-by copolymerization by the people such as Hou, the introducing of modified gelatin not only increases the mechanical property of hydrogel, also makes hydrogel more be conducive to sticking of cell and breed.Redox initiator such as ammonium persulphate etc. can cause the polymerization of methacrylamide group in gelatin, and high-energy radiation such as electron beam and gamma rays also can play similar effect.
The object of the invention is the deficiency for prior art existence and defect, with the gelatin of Methacrylamide modification for linking agent, by the free radicals copolymerization reaction with acrylamide monomers, the technology of combining nano properties of materials and freezing polymerization, has prepared the porous biomaterial with macroporosity (pore diameter range 20 ~ 200 μm), Fast-swelling, good biocompatibility and high-mechanical property simultaneously.Each molecular chain of the gelatin of the Methacrylamide modification in the present invention there is multiple propylene group to participate in Raolical polymerizable.Therefore, when it and porous biomaterial is prepared in acrylamide monomers copolymerization time, modified gelatin can play the effect of linking agent in reaction system.And compared with traditional chemical cross-linking agent N,N methylene bis acrylamide, modified gelatin has good biocompatibility on the one hand, the biocompatibility of porous biomaterial can be improved to be applicable to biomedical materials field; Modified gelatin is a kind of macromolecular linking agent on the other hand, not only defines covalent cross-linking, yet forms both high molecular IPN and entanglement, can improve the mechanical property of porous biomaterial largely in porous biomaterial.In addition, the present invention introduces inorganic nano clay to improve the mechanical property of porous biomaterial further, modified gelatin makes the consistency of itself and nanoclay improve because amino is substituted, also there is synergy, can improve mechanical property and the thermostability of material significantly simultaneously.The present invention in conjunction with the technology of freezing polymerization, makes prepared porous biomaterial be provided with the characteristic of Fast-swelling in preparation process.So far, there is not yet about taking modified gelatin as the patent report that porous biomaterial prepared by linking agent.
summary of the invention
The object of the invention is to prepare a kind of porous biomaterial with very good mechanical properties and good biocompatibility, also there is the performance such as macroporosity and Fast-swelling simultaneously, can biomedical materials field be widely used in.For reaching above object, present invention employs following technical scheme:
(1) acrylamide monomers, modified gelatin and inorganic nano clay are dissolved in deionized water respectively, wherein the mass percent of acrylamide monomers is (5 ~ 10) %, the mass percent of the gelatin of Methacrylamide modification is (0.5 ~ 5) %, the mass percent of inorganic nano clay is (0 ~ 5) %, then stirs 5 ~ 30 minutes in an inert atmosphere;
(2) catalyzer is added, after stirring 5 ~ 10 minutes in an inert atmosphere, add initiator again and obtain mixing solutions, wherein the add-on of catalyzer is (0.1 ~ 2) % of acrylamide monomers quality, and the add-on of initiator is (0.1 ~ 1) % of acrylamide monomers quality;
(3) be-30 ~ 30 by above-mentioned mixing solutions in temperature
oc, stirring velocity is carry out Raolical polymerizable 12 ~ 48 hours under the condition of 300 ~ 600 rpm;
(4) reaction product is at room temperature soaked in deionized water, changes a deionized water every 5 ~ 8 hours, continues 48 ~ 72 hours, and finally by its lyophilize 24 ~ 48 hours, obtained take modified gelatin as the porous biomaterial of linking agent.
In technique scheme, described acrylamide monomers is the water-soluble organic monomer containing propenyl such as acrylamide, N,N-DMAA or NIPA.
In technique scheme, described modified gelatin is the gelatin of Methacrylamide modification, and its amino group substitution degree is (20 ~ 90) %.
In technique scheme, described inorganic nano clay is synthetic lithium algae soil Laponite RDS.
In technique scheme, described catalyzer is N, N, N, N-Tetramethyl Ethylene Diamine or sodium bisulfite.
In technique scheme, described initiator is Potassium Persulphate or ammonium persulphate.
In technique scheme, described porous biomaterial can be used for the technical field of biological material such as biological support, cell cultures, medicine controlled releasing, organizational project, wound and burn treatment.
Compared with the prior art the present invention, has many-sided positively effect and advantage, specifically can inductive generalization as follows:
(1) the present invention is using a kind of natural polymer of modification as linking agent, instead of the chemical cross-linking agent used in conventional free radical polyreaction, effectively raises the biocompatibility of porous material;
(2) present invention incorporates the technology of freezing polymerization, impart the characteristic of porous material Fast-swelling;
(3) present invention incorporates the technology of nano composite material, the inorganic nano clay of introducing can be formed with modified gelatin and act synergistically, and improves the mechanical property of porous material greatly;
Preparation technology of the present invention is simple, is easy to control, without the need to specific installation, with low cost;
The present invention also has some otherwise advantages.
Embodiment
Provide three embodiments of the present invention below, by embodiment, the present invention is specifically described.What be necessary to herein means out is; embodiment is only for being further detailed the present invention; can not be interpreted as limiting the scope of the invention, the person skilled in the art in this field can make some nonessential improvement and adjustment according to the content of the invention described above.
embodiment 1
Be that the gelatin of the Methacrylamide modification of 35 % joins in the tool plug vial of 20 mL by 0.2 g amino group substitution degree, then add 1.0 g acrylamide monomers and 10 mL deionized waters, pass into nitrogen, stir 15 minutes until form the solution of homogeneous transparent.Add the N of 100 μ L mass percent concentration 10 % subsequently, N, N ', N '-Tetramethyl Ethylene Diamine solution, continues after mixing to pass into nitrogen 5 minutes, then adds the ammonium persulfate solution of 200 μ L mass percent concentration 4 %, then seals rapidly, is placed in 20
oreact in C water-bath after 12 hours, reactant is taken out, is soaked in 20
oin C deionized water 48 hours, changed a deionized water every 8 hours, then lyophilize 24 hours, namely obtained the porous biomaterial that biocompatibility is good.
embodiment 2
Be that gelatin and the 0.2 g inorganic nano clay Laponite of the Methacrylamide modification of 60 % joins in the tool plug vial of 20 mL by 0.2 g amino group substitution degree, add 1.0 g acrylamide monomers and 10 mL deionized waters again, pass into nitrogen, stir 30 minutes until form the solution of homogeneous transparent.Add the N of 100 μ L mass percent concentration 10 % subsequently, N, N ', N '-Tetramethyl Ethylene Diamine solution, continues after mixing to pass into nitrogen 5 minutes, then adds the ammonium persulfate solution of 200 μ L mass percent concentration 4 %, then seals rapidly, is placed in-20
oreact in C refrigerator after 24 hours, reactant is taken out, is soaked in 20
oin C deionized water 48 hours, changed a deionized water every 8 hours, then lyophilize 24 hours, namely obtained the porous biomaterial of good biocompatibility and Fast-swelling.
embodiment 3
Be that gelatin and the 0.1 g inorganic nano clay Laponite of the Methacrylamide modification of 90 % joins in the tool plug vial of 20 mL by 0.1 g amino group substitution degree, add 1.0 g NIPA monomers and 10 mL deionized waters again, pass into nitrogen, stir 20 minutes until form the solution of homogeneous transparent.Add the N of 100 μ L mass percent concentration 10 % subsequently, N, N, N-Tetramethyl Ethylene Diamine solution, continue after mixing to pass into nitrogen 5 minutes, then add the ammonium persulfate solution of 200 μ L mass percent concentration 4 %, then seal rapidly, be placed in-30
oreact in C refrigerator after 24 hours, reactant is taken out, is soaked in 20
oin C deionized water 48 hours, changed a deionized water every 8 hours, then lyophilize 24 hours, namely obtained the porous biomaterial of Thermo-sensitive and Fast-swelling.
embodiment 4
Be that the gelatin of the Methacrylamide modification of 75 % joins in the tool plug vial of 20 mL by 0.2 g amino group substitution degree, add 0.5 g NIPA monomer and 10 mL deionized waters again, pass into nitrogen, stir 15 minutes until form the solution of homogeneous transparent.Add the N of 50 μ L mass percent concentration 10 % subsequently, N, N, N-Tetramethyl Ethylene Diamine solution, continue after mixing to pass into nitrogen 5 minutes, then add the ammonium persulfate solution of 100 μ L mass percent concentration 4 %, then seal rapidly, be placed in-10
oreact in C refrigerator after 48 hours, reactant is taken out, is soaked in 20
oin C deionized water 72 hours, changed a deionized water every 5 hours, then lyophilize 24 hours, namely obtained the porous biomaterial of Thermo-sensitive and Fast-swelling.
Claims (7)
1. one kind take modified gelatin as porous biomaterial of linking agent and preparation method thereof, it is characterized in that preparation method includes following steps:
(1) acrylamide monomers, modified gelatin and inorganic nano clay are dissolved in deionized water respectively, wherein the mass percent concentration of acrylamide monomers is (5 ~ 10) %, the mass percent concentration of the gelatin of Methacrylamide modification is (0.5 ~ 5) %, the mass percent concentration of inorganic nano clay is (0 ~ 5) %, then stirs 5 ~ 30 minutes in an inert atmosphere;
(2) catalyzer is added, after stirring 5 ~ 10 minutes in an inert atmosphere, add initiator again and obtain mixing solutions, wherein the add-on of catalyzer is (0.1 ~ 2) % of acrylamide monomers quality, and the add-on of initiator is (0.1 ~ 1) % of acrylamide monomers quality;
(3) be-30 ~ 30 by above-mentioned mixing solutions in temperature
oc, stirring velocity is carry out Raolical polymerizable 12 ~ 48 hours under the condition of 300 ~ 600 rpm;
(4) reaction product is at room temperature soaked in deionized water, changes a deionized water every 5 ~ 8 hours, continues 48 ~ 72 hours, then by its lyophilize 24 ~ 48 hours, and obtained porous biomaterial.
2. porous biomaterial according to claim 1 and preparation method thereof, is characterized in that described acrylamide monomers is the water-soluble organic monomer containing propenyl such as acrylamide, N,N-DMAA or NIPA.
3. porous biomaterial according to claim 1 and preparation method thereof, is characterized in that described modified gelatin is the gelatin of Methacrylamide modification, and its amino group substitution degree is (20 ~ 90) %.
4. porous biomaterial according to claim 1 and preparation method thereof, is characterized in that described inorganic nano clay is synthetic lithium algae soil Laponite RDS.
5. porous biomaterial according to claim 1 and preparation method thereof, is characterized in that described catalyzer is N, N, N, N-Tetramethyl Ethylene Diamine or sodium bisulfite.
6. porous biomaterial according to claim 1 and preparation method thereof, is characterized in that described initiator is Potassium Persulphate or ammonium persulphate.
7. porous biomaterial according to claim 1 and preparation method thereof, is characterized in that described porous biomaterial can be used for the biomedical materials field such as biological support, cell cultures, medicine controlled releasing, organizational project, wound and burn treatment.
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| CN105727628A (en) * | 2016-04-28 | 2016-07-06 | 四川大学 | Aminated gelatin and nano-silicon dioxide composite air filtration material and preparation method thereof |
| CN106311171A (en) * | 2016-08-31 | 2017-01-11 | 武汉理工大学 | Gel converted from sol on basis of host-guest interaction and preparation method of gel |
| CN107057255A (en) * | 2016-12-02 | 2017-08-18 | 国家海洋局第三海洋研究所 | A kind of gelatin/clay composite material of high intensity and preparation method thereof |
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| CN107303286A (en) * | 2016-04-14 | 2017-10-31 | 华东理工大学 | A kind of gelatin hybridization compounding thing and its preparation method and application |
| CN105727628A (en) * | 2016-04-28 | 2016-07-06 | 四川大学 | Aminated gelatin and nano-silicon dioxide composite air filtration material and preparation method thereof |
| CN106311171A (en) * | 2016-08-31 | 2017-01-11 | 武汉理工大学 | Gel converted from sol on basis of host-guest interaction and preparation method of gel |
| CN106311171B (en) * | 2016-08-31 | 2019-02-05 | 武汉理工大学 | Based on host-guest interaction realize changed as colloidal sol made of gel and preparation method thereof |
| CN107057255A (en) * | 2016-12-02 | 2017-08-18 | 国家海洋局第三海洋研究所 | A kind of gelatin/clay composite material of high intensity and preparation method thereof |
| CN107057255B (en) * | 2016-12-02 | 2020-01-31 | 国家海洋局第三海洋研究所 | high-strength gelatin/clay composite material and its preparing process |
| CN109517118B (en) * | 2017-09-18 | 2021-04-30 | 天津大学 | High-strength degradable hydrogel and preparation method thereof |
| CN109517118A (en) * | 2017-09-18 | 2019-03-26 | 天津大学 | A kind of high-strength degradable hydrogel and preparation method thereof |
| CN109232958A (en) * | 2018-07-05 | 2019-01-18 | 常州市阿曼特医药科技有限公司 | A kind of preparation method of porous aquagel |
| CN110757851A (en) * | 2019-10-30 | 2020-02-07 | 常州乐棋舒康纺织有限公司 | Oil-proof and water-proof tablecloth production process |
| CN111793238A (en) * | 2020-06-01 | 2020-10-20 | 上海大学 | Collagen/dendronized polymer composite gel, preparation method and application thereof |
| CN113651975A (en) * | 2021-07-27 | 2021-11-16 | 浙江省医疗器械检验研究院 | Hydrogel composition, hydrogel, preparation method and application thereof |
| CN113831552A (en) * | 2021-09-14 | 2021-12-24 | 浙江省医疗器械检验研究院 | Hydrogel and preparation method and application thereof |
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| CN115948013A (en) * | 2022-09-01 | 2023-04-11 | 浙江省医疗器械检验研究院(国家食品药品监督管理局杭州医疗器械质量监督检验中心) | Quick-gelling hydrogel and preparation method and application thereof |
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