CN109481739B - Bone joint lubricant and preparation method thereof - Google Patents

Bone joint lubricant and preparation method thereof Download PDF

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CN109481739B
CN109481739B CN201811520963.9A CN201811520963A CN109481739B CN 109481739 B CN109481739 B CN 109481739B CN 201811520963 A CN201811520963 A CN 201811520963A CN 109481739 B CN109481739 B CN 109481739B
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microgel
bone joint
hexane
deionized water
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CN109481739A (en
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李军
刘雷
黄泽宇
张正东
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West China Hospital of Sichuan University
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West China Hospital of Sichuan University
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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
    • A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
    • A61L31/04—Macromolecular materials
    • A61L31/06—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
    • A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
    • A61L31/04—Macromolecular materials
    • A61L31/048—Macromolecular materials obtained 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
    • A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
    • A61L31/14—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
    • A61L31/145—Hydrogels or hydrocolloids
    • 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
    • A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
    • A61L31/14—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
    • A61L31/16—Biologically active materials, e.g. therapeutic substances
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F230/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
    • C08F230/02—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing phosphorus
    • 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
    • A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
    • A61L2300/40—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a specific therapeutic activity or mode of action
    • A61L2300/452—Lubricants
    • 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
    • A61L2400/06—Flowable or injectable implant compositions

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Abstract

The invention provides a bone joint lubricant, which is microgel prepared from the following components in percentage by weight: 13-20 parts of 2-methacryloyloxyethyl phosphorylcholine; 6-10 parts of methylene bisacrylamide; 170-256 parts of Tween 80, 159-239 parts of Span 80, 2.4-3.7 parts of ammonium peroxodisulfate, 12-19 parts of tetramethylethylenediamine, 4000-6000 parts of deionized water and 5238-7858 parts of hexane. The bone joint lubricant prepared by the invention has good shear thinning property. The viscosity is higher without the action of force; under the action of force, the viscosity of the modified polyurethane can be reduced along with the increase of the shear rate. It is speculated that the microgel has good supporting effect when the patient is at rest, and has lower viscosity and lower friction when the patient walks, so that the microgel has more durable and stronger lubricating effect. The injectable microgel prepared by the method can be used as a new choice for interventional therapy of patients with early osteoarthritis.

Description

Bone joint lubricant and preparation method thereof
Technical Field
The invention relates to the field of biomedical materials, in particular to a bone joint lubricant and a preparation method thereof.
Background
Osteoarthritis is a common clinical disease in orthopedics, and knee joints are one of the most frequently involved parts. Knee osteoarthritis can lead to more serious dysfunction in patients, as the knee joint is the major weight bearing joint of the body. Sodium hyaluronate is a common choice for treating early osteoarthritis at present, but the sodium hyaluronate is degraded by hyaluronidase in vivo quickly, so that the sodium hyaluronate has limited lubricating effect on joints and has undesirable treatment effect.
Therefore, the research on a novel joint lubricant which has good lubricating effect, good biocompatibility and difficult degradation is of great significance for treating osteoarthritis.
Disclosure of Invention
The invention aims to provide a bone joint lubricant and a preparation method thereof.
The invention provides a bone joint lubricant, which is microgel prepared from the following components in percentage by weight:
13-20 parts of 2-methacryloyloxyethyl phosphorylcholine; 6-10 parts of methylene bisacrylamide; 170-256 parts of Tween 80, 159-239 parts of Span 80, 2.4-3.7 parts of ammonium peroxodisulfate, 12-19 parts of tetramethylethylenediamine, 4000-6000 parts of deionized water and 5238-7858 parts of hexane.
Further, the bone joint lubricant is microgel prepared from the following components in parts by weight:
16.4 parts of 2-methacryloyloxyethyl phosphorylcholine, 7.7 parts of methylene bisacrylamide, 221.8 parts of Tween 80, 198.8 parts of Span 80, 3.012 parts of ammonium peroxodisulfate, 15.5 parts of tetramethylethylenediamine, 5000 parts of deionized water and 6548 parts of hexane.
Furthermore, the particle size of particles in the microgel is 4-10 mu m.
The invention also provides a method for preparing the bone joint lubricant, which comprises the following steps:
(1) weighing the components in weight ratio;
(2) dissolving 2-methacryloyloxyethyl phosphorylcholine and methylene bisacrylamide in deionized water to form a water phase; dissolving Tween 80 and Span 80 in hexane to form an oil phase, mixing the water phase and the oil phase, violently stirring, and performing ultrasonic treatment to obtain a microemulsion;
(3) purifying the flask with argon at normal temperature, degassing the microemulsion, respectively adding ammonium peroxodisulfate and tetramethylethylenediamine, and stirring the obtained emulsion at room temperature overnight;
(4) and after the n-hexane is evaporated, washing the polymerized microgel by using deionized water and tetrahydrofuran to remove redundant monomers and surfactants, thus obtaining the polymer microgel.
Further, in the step (2), the vigorous stirring time is 5 min.
Further, in the step (2), the ultrasonic time is 30 min.
The invention also provides application of the bone joint lubricant in preparing a lubricant for treating osteoarthritis.
Further, the osteoarthritis is early osteoarthritis.
The bone joint lubricant prepared by the invention has good shear thinning property. The viscosity is higher without the action of force; under the action of force, the viscosity of the modified polyurethane can be reduced along with the increase of the shear rate. It is speculated that the microgel has good supporting effect when the patient is at rest, and has lower viscosity and lower friction when the patient walks, so that the microgel has more durable and stronger lubricating effect. The injectable microgel prepared by the method can be used as a new choice for interventional therapy of patients with early osteoarthritis.
Obviously, many modifications, substitutions, and variations may be made to the above-described embodiment without departing from the basic technical concept of the present invention in light of the above teachings and the common general technical knowledge in the field.
The present invention will be described in further detail with reference to the following examples. This should not be understood as limiting the scope of the above-described subject matter of the present invention to the following examples. All the technologies realized based on the above contents of the present invention belong to the scope of the present invention.
Drawings
FIG. 1 is a schematic view illustrating a polymerization process of a polymerized microgel in accordance with the present invention.
FIG. 2 is an optical microscope photograph of a polymerized microgel suspension of the present invention.
FIG. 3 is a graph showing a particle size distribution of the polymerized microgel of the present invention.
FIG. 4 is a graph showing shear dilutability of a polymeric microgel suspension, a sodium hyaluronate suspension and deionized water in accordance with the present invention.
Detailed Description
Experimental example 1 preparation method of bone joint lubricant according to the present invention
2-Methacryloyloxyethyl Phosphorylcholine (MPC) is used as an amphoteric monomer, Methylene Bisacrylamide (MBA) is used as a cross-linking agent, Ammonium Peroxodisulfate (APS) is used as a polymerization initiator, and Tetramethylethylenediamine (TMEDA) is used as a catalyst. The synthesis of the microgel proceeds in the aqueous phase of the water-in-oil emulsion, as shown in FIG. 1.
Dissolving 16.4mg of amphoteric monomer and 7.7mg of cross-linking agent in 5mL of deionized water to form an aqueous phase; 0.2mL of Tween 80 and 0.2mL of Span 80 were dissolved in 10mL of hexane to form an oil phase. The water phase and the oil phase were mixed in a 100mL flask, stirred vigorously for 5min and sonicated for 30min to form a microemulsion. The flask was purged with argon at ambient temperature to degas the solution, and then 0.06mL of 0.22mol/L APS and 0.02mL of TMEDA were added. The obtained emulsion was stirred at room temperature overnight. After n-hexane is evaporated, the Polymerized Microgel (PMPC) is washed respectively 3 times by water and tetrahydrofuran to remove monomers and surfactants, and the bone joint lubricant is obtained.
Comparative example 1 preparation of sodium hyaluronate suspension
Divinyl sulfone (DVS) was used as a cross-linking agent for sodium hyaluronate.
Taking 0.1mol/L NaOH solution as a raw material, adding 3% (w/v) NaCl, and preparing a solution under the condition of continuous stirring; adding sodium hyaluronate powder into the solution to prepare a suspension with the sodium hyaluronate concentration of 2% (w/v), and adding DVS to crosslink the sodium hyaluronate to obtain the sodium hyaluronate suspension. Wherein the mass ratio of sodium hyaluronate to DVS is 100: 1.
The beneficial effects of the invention are demonstrated by means of test examples as follows:
test example 1 morphology of bone Joint Lubricant according to the present invention
1. Test method
Centrifuging the prepared joint lubricant at the rotating speed of 3000rpm for 10min, collecting microgel particles, acquiring images by using an optical microscope, performing Image processing by using Image J, measuring the diameter of the microgel particles, and counting the diameter distribution.
2. Test results
The invention adopts a water-in-oil emulsion polymerization method to prepare transparent microgel, and optical images and particle size distribution of the microgel are shown in figures 2 and 3. As can be seen from FIGS. 2 and 3, the particle size distribution of the microgel particles is mainly 4 to 10 μm.
Test example 2 rheological analysis of the osteoarticular lubricant of the invention
1. Test method
The viscosity of the bone joint lubricant of the present invention was measured against shear rate using a DV-II rheometer (Brookfield, Middleboro, Mass.), using the sodium hyaluronate suspension prepared in comparative example 1 and deionized water as a control.
2. Test results
The rheological properties of the osteoarticular lubricant of the present invention, the sodium hyaluronate suspension of the control group and deionized water are shown in fig. 4. As can be seen from FIG. 4, both the osteoarticular lubricant according to the invention and the sodium hyaluronate suspension exhibit shear thinning, i.e. the viscosity decreases with increasing shear rate. At low shear rates, the viscosity of the PMPC microgel prepared in accordance with the invention is significantly higher than that of sodium hyaluronate suspensions; at high shear rates, the viscosity of the sodium hyaluronate suspension was concentrated at 142.7 ± 4.9cP, the PMPC microgel suspension became 125.7 ± 4.0cP, the viscosity of the sodium hyaluronate suspension was 13% higher than that of PMPC microgel (p ═ 0.003, ANOVA), and the concentration of the sodium hyaluronate suspension after crosslinking at 2% mass ratio (w/v) was 35 times lower than that of PMPC microgel suspension. Test results show that the bone joint lubricant prepared by the invention has good shear thinning property.
In conclusion, the bone joint lubricant prepared by the invention has good shear thinning property. The viscosity is higher without the action of force; under the action of force, the viscosity of the modified polyurethane can be reduced along with the increase of the shear rate. It is speculated that the microgel has good supporting effect when the patient is at rest, and has lower viscosity and lower friction when the patient walks, so that the microgel has more durable and stronger lubricating effect. The injectable microgel prepared by the method can be used as a new choice for interventional therapy of patients with early osteoarthritis.

Claims (8)

1. A bone joint lubricant characterized by: the microgel is prepared from the following components in percentage by weight:
13-20 parts of 2-methacryloyloxyethyl phosphorylcholine; 6-10 parts of methylene bisacrylamide; 170-256 parts of Tween 80, 159-239 parts of Span 80, 2.4-3.7 parts of ammonium peroxodisulfate, 12-19 parts of tetramethylethylenediamine, 4000-6000 parts of deionized water and 5238-7858 parts of n-hexane;
the preparation method of the microgel comprises the following steps:
(1) weighing the components in weight ratio;
(2) dissolving 2-methacryloyloxyethyl phosphorylcholine and methylene bisacrylamide in deionized water to form a water phase; dissolving Tween 80 and Span 80 in n-hexane to form an oil phase, mixing the water phase and the oil phase, violently stirring, and performing ultrasonic treatment to obtain a microemulsion;
(3) purifying the flask with argon at normal temperature, degassing the microemulsion, respectively adding ammonium peroxodisulfate and tetramethylethylenediamine, and stirring the obtained emulsion at room temperature overnight;
(4) and after the n-hexane is evaporated, washing the polymerized microgel by using deionized water and tetrahydrofuran to remove redundant monomers and surfactants, thus obtaining the polymer microgel.
2. The bone joint lubricant according to claim 1, characterized in that: the microgel is prepared from the following components in percentage by weight:
16.4 parts of 2-methacryloyloxyethyl phosphorylcholine, 7.7 parts of methylene bisacrylamide, 221.8 parts of Tween 80, 198.8 parts of Span 80, 3.012 parts of ammonium peroxodisulfate, 15.5 parts of tetramethylethylenediamine, 5000 parts of deionized water and 6548 parts of n-hexane.
3. The bone joint lubricant according to claim 1 or 2, characterized in that: the particle size of particles in the microgel is 4-10 mu m.
4. A method for preparing the bone joint lubricant according to any one of claims 1 to 3, characterized in that: it comprises the following steps:
(1) weighing the components in weight ratio;
(2) dissolving 2-methacryloyloxyethyl phosphorylcholine and methylene bisacrylamide in deionized water to form a water phase; dissolving Tween 80 and Span 80 in n-hexane to form an oil phase, mixing the water phase and the oil phase, violently stirring, and performing ultrasonic treatment to obtain a microemulsion;
(3) purifying the flask with argon at normal temperature, degassing the microemulsion, respectively adding ammonium peroxodisulfate and tetramethylethylenediamine, and stirring the obtained emulsion at room temperature overnight;
(4) and after the n-hexane is evaporated, washing the polymerized microgel by using deionized water and tetrahydrofuran to remove redundant monomers and surfactants, thus obtaining the polymer microgel.
5. The method of claim 4, wherein: in the step (2), the vigorous stirring time is 5 min.
6. The method of claim 4, wherein: in the step (2), the ultrasonic time is 30 min.
7. Use of a bone joint lubricant according to any one of claims 1 to 3 in the preparation of a lubricant for the treatment of osteoarthritis.
8. Use according to claim 7, characterized in that: the osteoarthritis is early osteoarthritis.
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