CN107982578B - Preparation method of nano hydroxyapatite/cyclodextrin-based polyurethane composite porous bone tissue engineering scaffold material - Google Patents

Preparation method of nano hydroxyapatite/cyclodextrin-based polyurethane composite porous bone tissue engineering scaffold material Download PDF

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CN107982578B
CN107982578B CN201711347727.7A CN201711347727A CN107982578B CN 107982578 B CN107982578 B CN 107982578B CN 201711347727 A CN201711347727 A CN 201711347727A CN 107982578 B CN107982578 B CN 107982578B
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cyclodextrin
bone tissue
tissue engineering
nano hydroxyapatite
scaffold material
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CN107982578A (en
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杜晶晶
黄棣
魏延
王楷群
连小洁
胡银春
韩志军
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Taiyuan University of Technology
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
    • A61L27/14—Macromolecular materials
    • A61L27/20—Polysaccharides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
    • A61L27/02—Inorganic materials
    • A61L27/12—Phosphorus-containing materials, e.g. apatite
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
    • A61L27/14—Macromolecular materials
    • A61L27/18—Macromolecular materials obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
    • A61L27/50—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
    • A61L27/50—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
    • A61L27/56—Porous materials, e.g. foams or sponges
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L2400/00—Materials characterised by their function or physical properties
    • A61L2400/12—Nanosized materials, e.g. nanofibres, nanoparticles, nanowires, nanotubes; Nanostructured surfaces
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L2430/00—Materials or treatment for tissue regeneration
    • A61L2430/02—Materials or treatment for tissue regeneration for reconstruction of bones; weight-bearing implants

Abstract

A preparation method of a nano hydroxyapatite/cyclodextrin based polyurethane composite porous bone tissue engineering scaffold belongs to the field of bone tissue engineering and can be used for bone tissue regeneration and repair. The composite porous scaffold of the nano hydroxyapatite/cyclodextrin polyurethane is prepared by taking beta-cyclodextrin as a soft segment component for polyurethane synthesis, carrying out addition reaction on the soft segment and hard segment component aliphatic isocyanate (hexamethylene diisocyanate), and further compounding the nano hydroxyapatite in situ to obtain the porous scaffold material. The synthetic raw materials are natural and nontoxic, the preparation process is simple, and the cost is low.

Description

Preparation method of nano hydroxyapatite/cyclodextrin-based polyurethane composite porous bone tissue engineering scaffold material
Technical Field
The invention relates to a preparation method of a nano hydroxyapatite/cyclodextrin based polyurethane composite porous bone tissue engineering scaffold, belongs to the field of bone tissue engineering, and can be used for bone tissue regeneration and repair.
Background
Bone defects caused by gangrene or trauma are common diseases in clinic, and are usually repaired and treated by adopting autologous bone transplantation or allogeneic bone transplantation. However, the above two methods have problems of limited bone source, high infection risk, increased pain of patients, and immunological rejection, and thus are not the optimal treatment methods. Bone tissue engineering provides a brand new idea for clinical bone defect repair, and the core of the bone tissue engineering is to establish a three-dimensional complex formed by seed cells and a porous scaffold material so as to realize good bone defect repair. The scaffold material is an important component of bone tissue engineering, provides three-dimensional space structures of adhesion, proliferation and differentiation and growth templates for seed cells, and provides a nutrition channel for cell survival, thereby guiding the regeneration of damaged bone tissues. The artificial synthetic scaffold material needs to simulate natural bone tissue from two aspects of components and structure. Natural bone is a composite of inorganic components (mainly hydroxyapatite) combined with organic components (mainly collagen fibers and mucopolysaccharidic proteins). Therefore, the preparation of the composite porous scaffold material of hydroxyapatite and organic polymer becomes a research hotspot. In recent years, polyurethane is widely used in the biomedical field due to its advantages of good biocompatibility, blood compatibility, good mechanical properties, non-toxicity, easy processing, etc. Polyurethanes are block polymers consisting of soft and hard segments. The soft segment containing hydroxyl group reacts with the hard segment containing cyano group to generate polyurethane, and materials with different physical and chemical properties can be obtained by selecting different soft segments or adjusting the proportion of the soft segments to the hard segments, so that the selection of raw materials is very important when preparing the polyurethane material. Cyclodextrins (CDs) are cyclic oligosaccharides formed by the degradation of starch by glucosyltransferases. The natural cyclodextrin has rich sources, low price, no toxicity and no carcinogenesis and teratogenicity, and is widely applied to the industries of medicines, foods, textiles, packaging, cosmetics and the like. The three-dimensional conformation of the cyclodextrin is similar to a truncated cone, the cyclodextrin has a hydrophobic cavity and two hydrophilic edges, and a large number of hydroxyl active groups exist in the molecular structure, so that the cyclodextrin can be used as a raw material for synthesizing polyurethane. Based on the method, natural cyclodextrin is used as a soft segment for synthesizing polyurethane, aliphatic hexamethylene diisocyanate is used as a hard segment for synthesizing the polyurethane, stannous octoate is used as a catalyst, and water is used as a foaming agent, so that the polyurethane synthesized by the method can ensure no toxicity. The porous bone tissue engineering scaffold obtained by compounding the nano hydroxyapatite and the cyclodextrin-based polyurethane has good biocompatibility and mechanical properties.
Disclosure of Invention
The technical problem to be solved by the invention is as follows: the preparation method and the application of the nano hydroxyapatite/cyclodextrin-based polyurethane composite porous bone tissue engineering scaffold material with simple preparation process and low cost are provided.
The preparation method of the nano hydroxyapatite/cyclodextrin-based polyurethane composite porous bone tissue engineering scaffold material is characterized by comprising the following steps of: beta-cyclodextrin is used as a soft segment component for polyurethane synthesis, Hexamethylene Diisocyanate (HDI) is used as a hard segment component, and nano hydroxyapatite is compounded in situ to obtain the porous scaffold material.
The preparation method comprises the following steps: reacting beta-cyclodextrin and hexamethylene diisocyanate at 70-80 ℃ under the protection of nitrogen, wherein the molar ratio of the beta-cyclodextrin to the hexamethylene diisocyanate is 1: 1-1: 5, the using amount of a catalyst stannous octoate is 0.1-0.2%, the beta-cyclodextrin and the hexamethylene diisocyanate are compounded with nano hydroxyapatite accounting for 10-40% of the mass fraction in situ, the reaction is continuously carried out for 4-6 hours, and the nano hydroxyapatite/cyclodextrin-based polyurethane porous support material is obtained after foaming is carried out for 1-2 hours at 90-110 ℃ by taking water as a foaming agent.
The nano hydroxyapatite used in the invention is prepared by a wet method by using calcium nitrate and trisodium phosphate as raw materials.
The preparation method of the nano hydroxyapatite comprises the steps of respectively preparing calcium nitrate and trisodium phosphate with the calcium-phosphorus molar ratio of 1.67 into 0.5 mol/L aqueous solution and 37 mol/L aqueous solutionoAnd C, dripping the trisodium phosphate solution into a calcium nitrate solution, precipitating for 3 hours after the titration is finished, and washing with deionized water.
The nano hydroxyapatite/cyclodextrin-based polyurethane composite porous bone tissue engineering scaffold material has a three-dimensional porous structure, the pore diameter is 100-700 mu m, the porosity is 40-90%, and the compressive strength is 800-5000 kPa.
Compared with the prior art, the invention has the following main advantages:
firstly, the raw materials used for preparing the porous scaffold for bone tissue engineering by adopting the method are all nontoxic and harmless to human bodies.
Secondly, the preparation method is simple and easy to implement, has no pollution, and has low price and easy obtainment of raw materials.
And thirdly, the cyclodextrin-based polyurethane and the nano-hydroxyapatite are compounded to be used as the porous scaffold material for the bone tissue engineering, so that the porous scaffold material has good biocompatibility and good mechanical property.
In a word, the raw materials of the invention are natural and nontoxic, the preparation process is simple, the cost is low, the invention is applied to the field of bone tissue engineering, and the application prospect is wide.
Drawings
FIG. 1: scanning electron microscope pictures of the nano hydroxyapatite/cyclodextrin-based polyurethane composite porous bone tissue engineering scaffold material;
FIG. 2: and (3) scanning electron microscope pictures of MC3T3-E1 cells and the nano hydroxyapatite/cyclodextrin base polyurethane composite porous bone tissue engineering scaffold material after 5 days of co-culture.
Detailed Description
The foregoing and other objects, features, and advantages of the invention will be apparent from the following more particular description of the embodiments of the invention, as illustrated in the accompanying drawings. This should not be understood as limiting the scope of the above-described subject matter of the present invention to the following examples. Various substitutions and alterations according to the general knowledge and conventional practice in the art are intended to be included within the scope of the present invention without departing from the technical spirit of the present invention as described above.
Example 1
Reacting beta-cyclodextrin and hexamethylene diisocyanate at 70-80 ℃ under the protection of nitrogen, dissolving the beta-cyclodextrin in 30mL of dimethylformamide, stirring uniformly, dropwise adding the hexamethylene diisocyanate, wherein the molar ratio of the beta-cyclodextrin to the hexamethylene diisocyanate is 1: 1-1: 5, the using amount of stannous octoate serving as a catalyst is 0.1-0.2%, adding 10wt% of nano hydroxyapatite (the mass of the nano hydroxyapatite accounts for 10% of the total mass of reactants) while adding the catalyst, continuously reacting for 4-6 hours, foaming for 1-2 hours at 90-110 ℃ by using water as a foaming agent, cleaning with acetone to remove unreacted raw materials and low molecular weight substances, cleaning with deionized water, and drying at 37 ℃ to obtain 10wt% of nano hydroxyapatite/cyclodextrin-based polyurethane composite porous scaffold material.
Example 2
Reacting beta-cyclodextrin and hexamethylene diisocyanate at 70-80 ℃ under the protection of nitrogen, dissolving the beta-cyclodextrin in 30mL of dimethylformamide, stirring uniformly, dropwise adding the hexamethylene diisocyanate, wherein the molar ratio of the beta-cyclodextrin to the hexamethylene diisocyanate is 1: 1-1: 5, the using amount of stannous octoate serving as a catalyst is 0.1-0.2%, adding 15wt% of nano hydroxyapatite (the mass of the nano hydroxyapatite accounts for 15% of the total mass of reactants) while adding the catalyst, continuously reacting for 4-6 hours, foaming for 1-2 hours at 90-110 ℃ by using water as a foaming agent, cleaning with acetone to remove unreacted raw materials and low molecular weight substances, cleaning with deionized water, and drying at 37 ℃ to obtain the 15wt% nano hydroxyapatite/cyclodextrin-based polyurethane composite porous scaffold material.
Example 3
Reacting beta-cyclodextrin and hexamethylene diisocyanate at 70-80 ℃ under the protection of nitrogen, dissolving the beta-cyclodextrin in 30mL of dimethylformamide, stirring uniformly, dropwise adding the hexamethylene diisocyanate, wherein the molar ratio of the beta-cyclodextrin to the hexamethylene diisocyanate is 1: 1-1: 5, the using amount of stannous octoate serving as a catalyst is 0.1-0.2%, adding 30wt% of nano hydroxyapatite (the mass of the nano hydroxyapatite accounts for 30% of the total mass of reactants) while adding the catalyst, continuously reacting for 4-6 hours, foaming for 1-2 hours at 90-110 ℃ by using water as a foaming agent, cleaning with acetone to remove unreacted raw materials and low molecular weight substances, cleaning with deionized water, and drying at 37 ℃ to obtain 30wt% of nano hydroxyapatite/cyclodextrin-based polyurethane composite porous scaffold material.

Claims (2)

1. The preparation method of the nano hydroxyapatite/cyclodextrin-based polyurethane composite porous bone tissue engineering scaffold material is characterized by comprising the following steps of: adopting beta-cyclodextrin as a soft segment component for polyurethane synthesis, adopting hexamethylene diisocyanate as a hard segment component, and compounding nano hydroxyapatite in situ to obtain a nano hydroxyapatite/cyclodextrin-based polyurethane composite porous bone tissue engineering scaffold material; the preparation method of the nano hydroxyapatite/cyclodextrin-based polyurethane composite porous bone tissue engineering scaffold material comprises the following steps: reacting beta-cyclodextrin and hexamethylene diisocyanate at 70-80 ℃ under the protection of nitrogen, wherein the molar ratio of the beta-cyclodextrin to the hexamethylene diisocyanate is 1: 1-1: 5, the using amount of a catalyst stannous octoate is 0.1% -0.2%, the beta-cyclodextrin and the hexamethylene diisocyanate are compounded in situ with nano-hydroxyapatite, the reaction is continuously carried out for 4-6 hours, and water at 90-110 ℃ is used as a foaming agent to foam for 1-2 hours to obtain the nano-hydroxyapatite/cyclodextrin-based polyurethane composite porous bone tissue engineering scaffold material with a three-dimensional porous structure, a pore diameter of 100-700 micrometers, a porosity of 40% -90% and a compressive strength of 800-5000 kPa.
2. The preparation method of the nano hydroxyapatite/cyclodextrin based polyurethane composite porous bone tissue engineering scaffold material according to claim 1, is characterized in that: the nano hydroxyapatite is prepared by a wet method by using calcium nitrate and trisodium phosphate as raw materials.
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CN109251352A (en) * 2018-08-30 2019-01-22 太原理工大学 A kind of polyvinyl alcohol/sodium alginate of structure-controllable/hydroxyapatite porous support preparation method
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CN113509592A (en) * 2021-04-07 2021-10-19 成都理工大学 Hydroxyapatite/polyurethane porous bone scaffold material and preparation method thereof

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