CN113350565A - Medical adhesive material for vessel occlusion and preparation method thereof - Google Patents

Medical adhesive material for vessel occlusion and preparation method thereof Download PDF

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Publication number
CN113350565A
CN113350565A CN202110652613.3A CN202110652613A CN113350565A CN 113350565 A CN113350565 A CN 113350565A CN 202110652613 A CN202110652613 A CN 202110652613A CN 113350565 A CN113350565 A CN 113350565A
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Prior art keywords
medical adhesive
adhesive material
medical
cyanoacrylate
vessel occlusion
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CN202110652613.3A
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CN113350565B (en
Inventor
王威
田霞
张俊杰
张怡婷
王凤丽
彭肖池
彭婷婷
李晓芳
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Weinasede Beijing Medical Technology Co ltd
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Weinasede Beijing Medical Technology Co ltd
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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
    • A61L24/00—Surgical adhesives or cements; Adhesives for colostomy devices
    • A61L24/04—Surgical adhesives or cements; Adhesives for colostomy devices containing macromolecular materials
    • A61L24/10—Polypeptides; Proteins
    • A61L24/102—Collagen
    • 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
    • A61L24/00—Surgical adhesives or cements; Adhesives for colostomy devices
    • A61L24/001—Use of materials characterised by their function or physical properties
    • 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
    • A61L24/00—Surgical adhesives or cements; Adhesives for colostomy devices
    • A61L24/04—Surgical adhesives or cements; Adhesives for colostomy devices containing macromolecular materials
    • A61L24/08—Polysaccharides
    • D—TEXTILES; PAPER
    • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F8/00—Conjugated, i.e. bi- or multicomponent, artificial filaments or the like; Manufacture thereof
    • D01F8/02—Conjugated, i.e. bi- or multicomponent, artificial filaments or the like; Manufacture thereof from cellulose, cellulose derivatives, or proteins
    • 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
    • A61L2400/04—Materials for stopping bleeding

Abstract

The invention belongs to the technical field of biomedical materials, and particularly relates to a medical adhesive material for vessel occlusion, and further discloses a preparation method of the medical adhesive material. The medical adhesive material for vessel occlusion is formed by taking succinylated modified collagen and oxidized cellulose as matrix fibers and loading cyanoacrylate medical adhesive material, the succinylated modified collagen maintains good healing performance, simultaneously increases adsorption performance and film forming performance, is more suitable for rapid hemostasis, and is prepared by oxidizing the cellulose and Fe in blood2+The ions are combined to form a brown block to achieve the effect of blocking the blood vessel, thereby further enhancing the hemostatic effect; supported cyanoacrylate medical adhesive materials are preferred because of their good propertiesThe medical adhesive property of the adhesive can quickly form wound adhesion, and is helpful for hemostasis and adhesion healing of affected parts.

Description

Medical adhesive material for vessel occlusion and preparation method thereof
Technical Field
The invention belongs to the technical field of biomedical materials, and particularly relates to a medical adhesive material for vessel occlusion, and further discloses a preparation method of the medical adhesive material.
Background
The medical adhesive is a preparation, a material or a substance which can be adhered to the surface or can cause the surface to be adhered in the aspect of medical treatment, belongs to biomedical special functional adhesive, is mainly used for local adhesion and repair of organs or tissues, replaces the technical fields of traditional suturing, or combination and positioning of tissues and blood vessels for plugging and the like, and has the biomedical function besides the common adhesive bonding function and the mechanical function. Compared with the traditional methods such as suturing and nailing, the use of the medical adhesive can effectively shorten the operation time and obviously reduce the pain of patients, and is the preferred material for the current medical operation.
Currently, cyanoacrylate medical adhesives have been rapidly developed and widely used clinically in recent decades. Structure CNCH of cyanoacrylate medical glue2In CCOOR, alpha-carbon atom is combined with-CN, -COOR group, so that the carbon atom at beta position generates stronger electroabsorbability, and only a very trace amount of anions (-OH, -NH) are met2) I.e., instantaneously polymerize. Because the basic substance of the organism tissue is protein, the protein is a linear macromolecular compound consisting of amino acid, and the two ends of the macromolecule contain-NH2and-COOH group, the cyanoacrylate medical adhesive has the fastest polymerization speed on organism tissues and obvious performance advantage.
In addition, when the cyanoacrylate medical adhesive is used on biological tissues, due to the existence of trace alkalescent substances such as tissue fluid, water or blood on the biological tissues, the cyanoacrylate monomer can be rapidly initiated to generate anionic polymerization at room temperature, and then the alpha-cyanoacrylate monomer is solidified into an adhesive film, the adhesive film is scanned under an electron microscope to form a polymer with a 2-3 micron fiber mesh structure, and the adhesive film is tightly embedded with the skin surface, the surgical wound surface, the medical material surface and the like, so that the adhesive can be used for bonding and closing the wound, sealing the small blood vessel mesh of the wound surface fracture to effectively seal and stop bleeding, bonding and fixing autologous tissues and medical materials, and plugging/sealing blood vessels.
However, even though the prior art has developed a cyanoacrylate medical adhesive formed by compounding different cyanoacrylate materials, the adhesive property of the cyanoacrylate medical adhesive is further improved. However, with the increasingly wide application range of medical adhesive, clinical medical adhesive materials with both rapid hemostasis and adhesion properties are urgently needed to meet the needs of different medical conditions, but the simple cyanoacrylate medical adhesive materials have very limited hemostasis properties and cannot meet the clinical needs.
Disclosure of Invention
Therefore, the technical problem to be solved by the invention is to provide a medical adhesive material for vessel occlusion, so as to solve the problem that the pure cyanoacrylate medical adhesive material in the prior art has poor hemostatic performance, and effectively promote the occlusion of a vessel;
the second technical problem to be solved by the present invention is to provide a method for preparing the above medical adhesive material.
In order to solve the technical problems, the preparation method of the medical adhesive material for vessel occlusion, provided by the invention, comprises the following steps:
(1) adding water into collagen to prepare a suspension, adjusting the pH value to be alkaline, and then adding succinic anhydride into the suspension to perform succinylation modification reaction to obtain succinylation modified collagen for later use;
(2) respectively taking the succinylated modified collagen and the oxidized cellulose, uniformly dispersing the succinylated modified collagen and the oxidized cellulose in water to obtain spinning solutions, and performing electrostatic spinning treatment on the spinning solutions to obtain modified matrix fibers;
(3) and laying the obtained modified matrix fiber in a container, slowly adding a medical adhesive material, uniformly mixing until the system is in a gel state, sealing, and performing low-temperature quick-freezing treatment to obtain the modified matrix fiber.
Specifically, in the step (1), the adding amount of the succinic anhydride accounts for 12-18 wt% of the mass of the collagen.
Specifically, in the step (1), the temperature of the succinylation modification reaction is controlled to be 35-40 ℃, and the reaction time is 2-4 h.
Specifically, in the step (2), the mass ratio of the succinylated modified collagen to the oxidized cellulose is 1: 1-3.
Specifically, in the step (3), the medical adhesive includes n-butyl alpha-cyanoacrylate and/or n-octyl alpha-cyanoacrylate.
Specifically, in the step (3), the mass ratio of the n-butyl alpha-cyanoacrylate to the n-octyl alpha-cyanoacrylate is 1: 1.
specifically, in the step (3), the mass ratio of the medical adhesive to the modified matrix fiber is 50-200: 100.
specifically, in the step (3), the low-temperature quick-freezing treatment is quick-freezing at a temperature of between 15 ℃ below zero and 30 ℃ below zero for 0.5 to 2 hours.
Specifically, the step (3) further comprises a step of adding a thickening agent while adding the medical adhesive, preferably, the thickening agent comprises triethyl citrate, and preferably, the addition amount of the thickening agent accounts for 5-20 wt% of the medical adhesive.
The invention also discloses the medical adhesive material for vessel occlusion prepared by the method.
The medical adhesive material for vessel occlusion is formed by taking succinylated modified collagen and oxidized cellulose as matrix fibers and loading cyanoacrylate medical adhesive material, the succinylated modified collagen maintains good healing performance, simultaneously increases adsorption performance and film forming performance, is more suitable for rapid hemostasis, and is prepared by oxidizing the cellulose and Fe in blood2+The ions are combined to form a brown block to achieve the effect of blocking the blood vessel, thereby further enhancing the hemostatic effect; the loaded cyanoacrylate medical adhesive material can quickly form wound bonding due to better medical bonding performance, and is beneficial to hemostasis and bonding healing of affected parts. Book (I)The medical adhesive material for vessel occlusion has good biocompatibility, no toxicity or irritation, and is suitable for clinical hemostasis and healing of injured and wounded parts.
Detailed Description
Example 1
The preparation method of the medical adhesive material for vessel occlusion in the embodiment comprises the following steps:
(1) weighing a certain amount of collagen, dissolving the collagen in water, uniformly mixing to prepare a suspension with the mass concentration of 5 wt%, and adjusting the pH value of the suspension to 9 by using 1mol/L NaOH solution for later use; adding succinic anhydride (accounting for 15 wt% of the collagen mass) into the suspension to perform succinylation modification reaction, continuously adjusting the pH value of the reaction system to 9 by using 1mol/L NaOH solution in the reaction process, controlling the reaction temperature to be 38 ℃, and performing heat preservation reaction for 3 hours; after the reaction is finished, putting the succinylated starch into a dialysis bag for dialysis for 48 hours to remove small molecules and other impurities, and obtaining the succinylated starch for later use;
(2) according to the following steps of 1: 2, uniformly dispersing the succinylated modified collagen and the oxidized cellulose in water to obtain spinning solutions, introducing the spinning solutions into an electrostatic spinning device, and performing electrostatic spinning treatment, wherein the spinning voltage is controlled to be 20kv, the distance from a spinning needle to a receiving plate is 15cm, the humidity is controlled to be 35%, the ambient temperature is 23 ℃, and the pillow spinning speed is 2.5ml/h to obtain modified matrix fibers;
(3) uniformly paving the obtained modified matrix fibers in a container, wherein the mass ratio of the modified matrix fibers to the medical adhesive is 100: 100, slowly adding medical glue material (alpha-n-butyl cyanoacrylate: alpha-n-octyl cyanoacrylate: 1), uniformly mixing while adding until the system is in a gel state, sealing the container, and quickly freezing at a low temperature of-25 ℃ for 1h to obtain the product.
Example 2
The preparation method of the medical adhesive material for vessel occlusion in the embodiment comprises the following steps:
(1) weighing a certain amount of collagen, dissolving the collagen in water, uniformly mixing to prepare a suspension with the mass concentration of 5 wt%, and adjusting the pH value of the suspension to 9 by using 1mol/L NaOH solution for later use; adding succinic anhydride (accounting for 15 wt% of the collagen mass) into the suspension to perform succinylation modification reaction, continuously adjusting the pH value of the reaction system to 9 by using 1mol/L NaOH solution in the reaction process, controlling the reaction temperature to be 38 ℃, and performing heat preservation reaction for 3 hours; after the reaction is finished, putting the succinylated starch into a dialysis bag for dialysis for 48 hours to remove small molecules and other impurities, and obtaining the succinylated starch for later use;
(2) according to the following steps of 1: 1, respectively taking the succinylated modified collagen and the oxidized cellulose, uniformly dispersing the succinylated modified collagen and the oxidized cellulose in water to obtain spinning solutions, introducing the spinning solutions into an electrostatic spinning device, and performing electrostatic spinning treatment, wherein the spinning voltage is controlled to be 20kv, the distance from a spinning needle to a receiving plate is 15cm, the humidity is controlled to be 35%, the ambient temperature is 23 ℃, and the pillow spinning speed is 2.5ml/h, so as to obtain modified matrix fibers;
(3) uniformly paving the obtained modified matrix fibers in a container, wherein the mass ratio of the modified matrix fibers to the medical adhesive is 50: 100, slowly adding medical glue material (alpha-n-butyl cyanoacrylate: alpha-n-octyl cyanoacrylate: 1), uniformly mixing while adding until the system is in a gel state, sealing the container, and quickly freezing at a low temperature of-25 ℃ for 1h to obtain the product.
Example 3
The preparation method of the medical adhesive material for vessel occlusion in the embodiment comprises the following steps:
(1) weighing a certain amount of collagen, dissolving the collagen in water, uniformly mixing to prepare a suspension with the mass concentration of 5 wt%, and adjusting the pH value of the suspension to 9 by using 1mol/L NaOH solution for later use; adding succinic anhydride (accounting for 15 wt% of the collagen mass) into the suspension to perform succinylation modification reaction, continuously adjusting the pH value of the reaction system to 9 by using 1mol/L NaOH solution in the reaction process, controlling the reaction temperature to be 38 ℃, and performing heat preservation reaction for 3 hours; after the reaction is finished, putting the succinylated starch into a dialysis bag for dialysis for 48 hours to remove small molecules and other impurities, and obtaining the succinylated starch for later use;
(2) according to the following steps of 1: 3, uniformly dispersing the succinylated modified collagen and the oxidized cellulose in water to obtain spinning solutions, introducing the spinning solutions into an electrostatic spinning device, and performing electrostatic spinning treatment, wherein the spinning voltage is controlled to be 20kv, the distance from a spinning needle to a receiving plate is 15cm, the humidity is controlled to be 35%, the ambient temperature is 23 ℃, and the pillow spinning speed is 2.5ml/h to obtain modified matrix fibers;
(3) uniformly paving the obtained modified matrix fibers in a container, wherein the mass ratio of the modified matrix fibers to the medical adhesive is 200: 100, slowly adding medical glue material (alpha-n-butyl cyanoacrylate: alpha-n-octyl cyanoacrylate: 1), uniformly mixing while adding until the system is in a gel state, sealing the container, and quickly freezing at a low temperature of-25 ℃ for 1h to obtain the product.
Example 4
The preparation method of the medical adhesive material for vessel occlusion in the embodiment comprises the following steps:
(1) weighing a certain amount of collagen, dissolving the collagen in water, uniformly mixing to prepare a suspension with the mass concentration of 5 wt%, and adjusting the pH value of the suspension to 9 by using 1mol/L NaOH solution for later use; adding succinic anhydride (accounting for 15 wt% of the collagen mass) into the suspension to perform succinylation modification reaction, continuously adjusting the pH value of the reaction system to 9 by using 1mol/L NaOH solution in the reaction process, controlling the reaction temperature to be 38 ℃, and performing heat preservation reaction for 3 hours; after the reaction is finished, putting the succinylated starch into a dialysis bag for dialysis for 48 hours to remove small molecules and other impurities, and obtaining the succinylated starch for later use;
(2) according to the following steps of 1: 2, uniformly dispersing the succinylated modified collagen and the oxidized cellulose in water to obtain spinning solutions, introducing the spinning solutions into an electrostatic spinning device, and performing electrostatic spinning treatment, wherein the spinning voltage is controlled to be 20kv, the distance from a spinning needle to a receiving plate is 15cm, the humidity is controlled to be 35%, the ambient temperature is 23 ℃, and the pillow spinning speed is 2.5ml/h to obtain modified matrix fibers;
(3) uniformly paving the obtained modified matrix fibers in a container, wherein the mass ratio of the modified matrix fibers to the medical adhesive is 100: 100, slowly adding a medical adhesive material (alpha-n-butyl cyanoacrylate: alpha-n-octyl cyanoacrylate: 1), uniformly mixing, adding triethyl citrate accounting for 10 wt% of the medical adhesive, stirring while adding until the system is in a gel state, sealing the container, and performing low-temperature quick-freezing treatment for 1 hour in an environment of-25 ℃ to obtain the product.
Comparative example 1
Comparative example the process for preparing a medical gel material according to the present comparative example is the same as that of example 1 except that the collagen was not subjected to succinylation modification treatment.
Comparative example 2
Comparative example the medical gel material was prepared as in example 1, except that the succinylated modified collagen was replaced with an equal amount of chitosan.
Comparative example 3
The medical adhesive material of the comparative example is only alpha-n-butyl cyanoacrylate and alpha-n-octyl cyanoacrylate, and the compounding ratio of the alpha-n-butyl cyanoacrylate to the alpha-n-octyl cyanoacrylate is 1: 1.
examples of the experiments
1. Polymerization Properties
The polymerization performance of the medical adhesive materials prepared in the above examples 1 and 4 and comparative examples 1 to 3 was tested, the polymerization time of the medical adhesive material was tested, and whether the viscosity performance of the material meets the medical standard was tested, and the test results are shown in table 1 below.
TABLE 1 polymerization Properties of the medical adhesive Material
Numbering Polymerization time/s Viscosity of polymerization
Example 1 1-2 Qualified
Example 4 1-2 Qualified
Comparative example 1 2-3 Qualified
Comparative example 2 2-3 Qualified
Comparative example 3 1-2 Qualified
2. Animal hemostasis test
12 rabbits having similar body weight were selected and randomly divided into 4 groups of 3 rabbits, each rabbit was cut off the left ear marginal vein, the right ear marginal artery and two thirds of the left hind limb femoral artery, and hemostasis was performed with the medical adhesive materials prepared in experimental example 1 and comparative examples 1-2 after 10s of free bleeding, and the hemostasis time (excluding the time for film formation adhesion) in each experimental group was observed and recorded in the following table 2.
TABLE 2 quick hemostasis time results for each experimental group
Figure BDA0003112281020000071
Therefore, the medical adhesive material can realize quick adhesion, can quickly adsorb blood and realize quick hemostasis, and is particularly beneficial to blood due to the addition of the oxidized celluloseFe in (1)2+The polymerization plays a role in vessel sealing and improves the hemostatic performance.
The above embodiments of the present invention are described in detail, and the principle and the implementation of the present invention are explained by applying specific embodiments, and the above description of the embodiments is only used to help understanding the method of the present invention and the core idea thereof; meanwhile, for a person skilled in the art, according to the idea of the present invention, there may be variations in the specific embodiments and the application scope, and in summary, the content of the present specification should not be construed as a limitation to the present invention.

Claims (10)

1. A preparation method of a medical adhesive material for vessel occlusion is characterized by comprising the following steps:
(1) adding water into collagen to prepare a suspension, adjusting the pH value to be alkaline, and then adding succinic anhydride into the suspension to perform succinylation modification reaction to obtain succinylation modified collagen for later use;
(2) respectively taking the succinylated modified collagen and the oxidized cellulose, uniformly dispersing the succinylated modified collagen and the oxidized cellulose in water to obtain spinning solutions, and performing electrostatic spinning treatment on the spinning solutions to obtain modified matrix fibers;
(3) and laying the obtained modified matrix fiber in a container, slowly adding a medical adhesive material, uniformly mixing until the system is in a gel state, sealing, and performing low-temperature quick-freezing treatment to obtain the modified matrix fiber.
2. The method for preparing a medical adhesive material for vascular occlusion according to claim 1, wherein the succinic anhydride is added in an amount of 12-18 wt% based on the mass of the collagen in the step (1).
3. The method for preparing a medical gel material for vessel occlusion according to claim 1 or 2, wherein in the step (1), the temperature of the succinylation modification reaction is controlled to be 35-40 ℃ and the reaction time is 2-4 h.
4. The method for preparing a medical gel material for vascular occlusion according to any one of claims 1 to 3, wherein in the step (2), the mass ratio of the succinylated modified collagen to the oxidized cellulose is 1: 1-3.
5. The method for preparing a medical adhesive material for vessel occlusion according to any one of claims 1 to 4, wherein in the step (3), the medical adhesive comprises n-butyl α -cyanoacrylate and/or n-octyl α -cyanoacrylate.
6. The method for preparing a medical adhesive material for vessel occlusion according to claim 5, wherein in the step (3), the mass ratio of the n-butyl α -cyanoacrylate to the n-octyl α -cyanoacrylate is 1: 1.
7. the method for preparing a medical adhesive material for vessel occlusion according to any one of claims 1 to 6, wherein in the step (3), the mass ratio of the medical adhesive to the modified matrix fiber is 50 to 200: 100.
8. the method for preparing a medical adhesive material for vessel occlusion according to any one of claims 1 to 7, wherein in the step (3), the low-temperature quick-freezing treatment is quick-freezing at-15 to-30 ℃ for 0.5 to 2 hours.
9. The method for preparing a medical glue material for vessel occlusion according to any one of claims 1-8, wherein the step (3) further comprises the step of adding a thickening agent simultaneously with the medical glue.
10. A medical adhesive material for vascular occlusion prepared by the method of any one of claims 1 to 9.
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EP2223706A2 (en) * 2009-02-26 2010-09-01 Aesculap AG Medical adhesive compound
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