Degradable material with adjustable degradation period as well as preparation method and application thereof

Abstract

The invention relates to the technical field of degradable high polymer materials, in particular to a degradable material with an adjustable degradation period as well as a preparation method and application of the degradable material. The degradable material is prepared by mixing and reacting polyester polyol, polyether polyol and diisocyanate, the molecular weight of the polyester polyol is 1000-6500 g / mol, the molecular weight of the polyether polyol is 200-800 g / mol, and the use amount of the diisocyanate is 4-35% of the total mass of the diisocyanate, the polyester polyol and the polyether polyol. The degradation time of the degradable material can be regulated and controlled, and the degradable material can be matched with different requirements of different implantable medical materials on degradation periods, so that various types of implantable medical materials can be prepared, and the application range of the implantable medical materials is effectively widened. Meanwhile, the degradable material is free of immunogenicity, suitable in mechanical property and suitable for being used as an implantable medical material.

Description

Technical Field

[0001] This invention relates to the field of biodegradable polymer materials technology, and more specifically, to biodegradable materials with adjustable degradation cycles, their preparation methods, and their applications. Background Technology

[0002] Biodegradable implantable medical materials can decompose on their own after completing the treatment task in the body and are eventually absorbed or metabolized by the human body. This can effectively avoid the risks of removal by a second surgery and is an important development direction in the biomedical field. However, there are many defects in the currently available biodegradable implantable medical materials that need to be addressed. For example, (1) For biodegradable implantable medical materials containing human or animal sources, there are generally risks such as immunogenicity and transmission of the same virus; the source is limited and the price is expensive; the degradation time cannot be adjusted, and there are often situations where the degradation is too fast or the mechanical properties are insufficient. (2) The degradation time of existing polymer biodegradable implantable materials is too long and the degradation time cannot be precisely adjusted, which cannot meet the differentiated requirements of degradation time for different types of implantation scenarios and greatly limits their application scope; in addition, this type of material also has disadvantages such as high material hardness, poor elasticity, and easy breakage during suturing. Therefore, there is a need for a biodegradable polymer material that is not immunogenic, inexpensive, has an adjustable degradation time, and whose mechanical properties meet the application requirements.

[0003] In view of this, the present invention is proposed. Summary of the Invention

[0004] The purpose of this invention is to provide a biodegradable material with an adjustable degradation period, its preparation method, and its applications. This invention provides a novel biodegradable material whose degradation time can be controlled, matching the differentiated degradation period requirements of various implantable medical materials. This allows for the preparation of various types of implantable medical materials, effectively broadening their application range. Furthermore, this biodegradable material is non-immunogenic, has suitable mechanical properties, and can be used as an implantable medical material.

[0005] This invention is implemented as follows: In a first aspect, the present invention provides a biodegradable material with an adjustable degradation cycle, which is prepared by reacting a mixture of polyester polyol, polyether polyol and diisocyanate, wherein the molecular weight of the polyester polyol is 1000-6500 g / mol, the molecular weight of the polyether polyol is 200-800 g / mol, and the amount of diisocyanate is 4-35% of the total mass of the diisocyanate, the polyester polyol and the polyether polyol.

[0006] In an optional embodiment, when the degradation cycle is 4-12 weeks, the diisocyanate includes at least one of lysine diisocyanate or 1,4-butane diisocyanate; the amount of the diisocyanate used is 4-14% of the total mass of the diisocyanate, the polyester polyol, and the polyether polyol. When the degradation cycle is 12-24 weeks, the diisocyanate includes at least one of hexamethylene diisocyanate or toluene diisocyanate; the amount of the diisocyanate used is 8-18% of the total mass of the diisocyanate, the polyester polyol, and the polyether polyol. When the degradation cycle is 24-48 weeks, the diisocyanate includes at least one of diphenylmethane diisocyanate, trimethyl-1,6-hexamethylene diisocyanate, and isoflurone diisocyanate; the amount of the diisocyanate used is 10-25% of the total mass of the diisocyanate, the polyester polyol, and the polyether polyol. When the degradation cycle is 48-96 weeks, the diisocyanate includes at least one of tetramethyl isophthalimide diisocyanate and dicyclohexylmethane diisocyanate; the amount of the diisocyanate is 12-35% of the total mass of the diisocyanate, the polyester polyol and the polyether polyol.

[0007] In a second aspect, the present invention provides a method for preparing a biodegradable material with an adjustable degradation cycle as described in any of the foregoing embodiments, comprising: mixing polyester polyol, polyether polyol and diisocyanate to carry out a synthesis reaction.

[0008] In an optional embodiment, the synthesis reaction conditions include: a temperature of 50-90°C and a time of 5-48 hours; Preferably, the molar ratio of the polyester polyol and the polyether polyol is 1:0.8 to 1:1.2.

[0009] In an optional embodiment, when the degradation cycle is 4-12 weeks, the synthesis reaction conditions include: a temperature of 50-60°C and a time of 25-48 hours. When the degradation cycle is 12-24 weeks, the synthesis reaction conditions include: a temperature of 60-70℃ and a time of 15-30 hours. When the degradation cycle is 24-48 weeks, the conditions for the synthesis reaction include: a temperature of 70-80℃ and a time of 10-24 hours. When the degradation cycle is 48-96 weeks, the synthesis reaction conditions include: a temperature of 80-90℃ and a time of 5-15 hours.

[0010] In an optional embodiment, the method further includes: mixing polyether polyol, diisocyanate and organometallic catalyst to carry out an end-capping reaction; The conditions for the end-capping reaction include: a temperature of 15-70℃ and a time of 5-48 hours. Preferably, the amount of the organometallic catalyst is 1-4% of the total mass ratio of the polyether polyol and the diisocyanate.

[0011] In an optional embodiment, when the degradation cycle is 4-12 weeks, the conditions for the capping reaction include: a temperature of 15-30°C and a time of 25-48 hours; When the degradation cycle is 12-24 weeks, the conditions for the end-capping reaction include: a temperature of 30-45℃ and a time of 15-30 hours. When the degradation cycle is 24-48 weeks, the conditions for the end-capping reaction include: a temperature of 45-60℃ and a time of 10-24 hours. When the degradation cycle is 48-96 weeks, the conditions for the end-capping reaction include: a temperature of 60-75℃ and a time of 5-15 hours.

[0012] In an optional embodiment, the method includes reacting a mixture of polyester, p-toluenesulfonic acid, and a polyol to obtain a polyester polyol.

[0013] Thirdly, the present invention provides an application of the biodegradable material with adjustable degradation cycle described in the foregoing embodiments. The application includes at least one of the following: preparation of postoperative tumor bed fillers, medical devices for soft tissue regeneration and repair, cartilage repair scaffolds, bone composite repair scaffolds, bone screws, nervous system repair, meningeal repair, skin repair, mucosal repair, fascia repair, implantable medical aesthetic products, drug-release microspheres, artificial blood vessels, cardiovascular stents, medical catheters, biodegradable coatings, wound repair films and dressings, or absorbable surgical sutures.

[0014] The present invention has the following beneficial effects: By mixing and reacting polyester polyol, polyether polyol, and diisocyanate, and controlling the molecular weight of the polyester polyol, the molecular weight of the polyether polyol, the amount and type of diisocyanate, and the reaction temperature and time in each step of the reaction, the degradation period of the resulting biodegradable material can be controlled. This allows for matching the differentiated degradation period requirements of different implantable medical materials, thereby enabling the preparation of various types of implantable medical materials and effectively broadening their application range. Furthermore, this biodegradable material is non-immunogenic and has suitable mechanical properties, further demonstrating its suitability for use in implantable medical materials. Attached Figure Description

[0015] To more clearly illustrate the technical solutions of the embodiments of the present invention, the accompanying drawings used in the embodiments will be briefly introduced below. It should be understood that the following drawings only show some embodiments of the present invention and should not be regarded as a limitation on the scope. For those skilled in the art, other related drawings can be obtained based on these drawings without creative effort.

[0016] Figure 1 Images of artificial dura mater repair experiment: dura mater defect modeling and artificial dura mater implantation. Figure 2 Images showing the repair progress at weeks 4, 8, and 12 after an experimental artificial dura mater repair procedure. Detailed Implementation

[0017] To make the objectives, technical solutions, and advantages of the embodiments of the present invention clearer, the technical solutions in the embodiments of the present invention will be clearly and completely described below. Where specific conditions are not specified in the embodiments, conventional conditions or conditions recommended by the manufacturer shall apply. Reagents or instruments whose manufacturers are not specified are all conventional products that can be purchased commercially.

[0018] This invention provides a method for preparing a biodegradable material with an adjustable degradation cycle, comprising: S1, forming polyester polyols; Polyester, p-toluenesulfonic acid, and a polyol are mixed and reacted. The specific process is as follows: Polyester (e.g., polycaprolactone (PCL)) is dissolved in organic solvent one (e.g., benzene-based solvents such as toluene) and added to a three-necked flask, controlling the mass ratio of polyester to organic solvent one at 1:8-1:12. P-Toluenesulfonic acid is dissolved in organic solvent two (e.g., 1,4-butanediol or other polyols), controlling the molar ratio of polyester to organic solvent two at 1:2-1:7. The mass of p-toluenesulfonic acid is 0.5-4% of the total mass of polyester and organic solvent two. This solution is added to the three-necked flask, and the reaction is carried out at 70-80℃ for 2-15 h. After the reaction product cools to room temperature, it is washed three times with ice water. The resulting lower layer liquid is distilled under reduced pressure for 30 min. The remaining liquid is poured into a mixture of methanol and ice-cold distilled water to wash away the precipitate, controlling the volume ratio of methanol to distilled water at 1:9. After washing twice, the mixture is filtered to obtain the polyester polyol (e.g., polycaprolactone diol, PCL-diol).

[0019] The polyester includes at least one selected from poly(ethylene glycol butylene adipate) (PBGA), poly(hexanediol adipate) (PHA), poly(methyl-1,3-propanediol 1,6-hexanediol adipate) (PMHA), poly(1,6-diol neopentyl glycol adipate) (PHS), and polycaprolactone (PCL). Polycaprolactone is preferred.

[0020] The number-average molecular weight of polycaprolactone is 50,000-200,000 g / mol, such as any value between 50,000 g / mol, 60,000 g / mol, 70,000 g / mol, 80,000 g / mol, 90,000 g / mol, 100,000 g / mol, 110,000 g / mol, 120,000 g / mol, 130,000 g / mol, 140,000 g / mol, 150,000 g / mol, 160,000 g / mol, 170,000 g / mol, 180,000 g / mol, 190,000 g / mol, and 200,000 g / mol. Preferably, it is 50,000-150,000 g / mol.

[0021] The polycaprolactone diol prepared has a number average molecular weight of 1000-6500 g / mol, such as any value between 1000-6500 g / mol, 1500 g / mol, 2000 g / mol, 2500 g / mol, 3000 g / mol, 3500 g / mol, 4000 g / mol, 4500 g / mol, 5000 g / mol, 5500 g / mol, 6000 g / mol, 6500 g / mol, etc.; preferably 2000-4000 g / mol.

[0022] S2, end-capping reaction; A polyether polyol, diisocyanate, and organometallic catalyst are mixed for a capping reaction. Specifically, the dehydrated polyether polyol (e.g., polyethylene glycol (PEG)) and the organometallic catalyst (e.g., non-tin organometallic catalyst: organobismuth) are dissolved in organic solvent III (e.g., polyhalogenated C1-C3 alkanes such as dichloroethane). The diisocyanate is dissolved in organic solvent III and added dropwise to the above solution. The reaction is carried out at 15-70°C for 5-48 h. After the reaction is completed, the mixture is distilled under reduced pressure to obtain a prepolymer intermediate: a polyether polyol intermediate capped with diisocyanate.

[0023] Specifically, the capping temperature, time, diisocyanate selection, and diisocyanate dosage corresponding to different degradation cycles are shown in Table 1 below.

[0024] The polyether polyol includes one of polyethylene glycol (PEG), polypropylene glycol (PPG), and polytetrahydrofuran glycol (PTMEG); preferably PEG.

[0025] The molecular weight of PEG is 200-800 g / mol, for example, any value between 200-800 such as 200 g / mol, 300 g / mol, 400 g / mol, 500 g / mol, 600 g / mol, 700 g / mol, 800 g / mol, etc., preferably 400-700 g / mol.

[0026] Furthermore, the amount of organometallic catalyst used is 1-4% of the total mass of the polyether polyol and the diisocyanate. For example, it is any value between 1% and 4%, such as 1%, 2%, 3%, 4%, etc. The molar ratio of polyester polyol to polyether polyol is 1:0.8-1:1.2.

[0027] S3, Synthesis reaction; Polyester polyol, polyether polyol, and diisocyanate are mixed for synthesis. Specifically, the above raw materials and intermediates are reacted in organic solvent III at 50-90°C for 5-48 h. After the reaction is completed, heating is stopped, and the mixture is cooled to 45-55°C and distilled under reduced pressure to obtain the crude product (e.g., crude polycaprolactone-polyethylene glycol copolymer (PCL-PEG)). The temperature and time of the synthesis reaction are shown in Table 1 below.

[0028] Table 1. Degradable time and corresponding reaction conditions

[0029] S4, Post-processing; After cooling the crude product material obtained by S3 synthesis to room temperature (20-35°C), it was washed in a petroleum ether / methanol mixed solution, and the volume ratio of petroleum ether to methanol was controlled at 2:1-10:1. After washing, it was filtered, and the solid was dried at 30-40°C under vacuum for 24-72 h until constant weight was obtained; the degradable material with adjustable degradation cycle (e.g., PCL-PEG) provided in the embodiments of the present invention was obtained.

[0030] Thirdly, the present invention provides an application of the biodegradable material with adjustable degradation cycle described in the foregoing embodiments. The application includes at least one of the following: preparation of postoperative tumor bed fillers, medical devices for soft tissue regeneration and repair, cartilage repair scaffolds, bone composite repair scaffolds, bone screws, nervous system repair, meningeal repair, skin repair, mucosal repair, fascia repair, implantable medical aesthetic products, drug-release microspheres, artificial blood vessels, cardiovascular stents, medical catheters, biodegradable coatings, wound repair films and dressings, or absorbable surgical sutures.

[0031] The biodegradable material with a degradation time of 12 months is used to transform artificial dura mater. Its degradation cycle matches the dura mater repair process, and its mechanical properties meet the needs of dura mater repair. It can not only promote dura mater repair, but also has the functions of preventing infection and preventing leakage.

[0032] The features and performance of the present invention will be further described in detail below with reference to embodiments.

[0033] Example 1 This embodiment provides a method for preparing a biodegradable material, including: S1. Preparation of polyester polyols; PCL ( M n = 80000 g / mol) was dissolved in toluene and added to a three-necked flask, controlling the mass ratio of PCL to toluene to be 1:10. p-Toluenesulfonic acid was dissolved in 1,4-butanediol, controlling the mass ratio of PCL to toluene to be 1:10. The molar ratio of butanediol is 1:5, and the mass ratio of p-toluenesulfonic acid is PCL and 1,4 2% of the total mass of butanediol was added to a three-necked flask and reacted at 75°C for 5 h. After the reaction product cooled to room temperature, it was washed three times with ice water. The resulting lower layer was distilled under reduced pressure for 30 min, and the remaining liquid was poured into a mixture of methanol and ice-cold distilled water to wash the precipitate, controlling the volume ratio of methanol to distilled water to be 1:9. After washing twice, the mixture was filtered to obtain PCL-diol 3000.

[0034] S2, end-capping reaction; Lysine diisocyanate (LDI) was dissolved in 1,2-dichloroethane and added to a three-necked flask, controlling the mass ratio of LDI to 1,2-dichloroethane to be 1:5. Then, the dehydrated PEG (…) was added… M n = 200 g / mol) and bismuth isooctanoate were added to a dropping funnel and dissolved in 1,2-dichloroethane. The mass ratio of PEG200 and bismuth isooctanoate to the volume of 1,2-dichloroethane was controlled at 1:10, and the molar ratio of LDI to PEG200 was controlled at 2:1. The amount of bismuth isooctanoate was 2% of the total mass of PEG200 and LDI. The mixture was slowly added dropwise to a three-necked flask at 20°C and reacted for 25 h. After the reaction was completed, the mixture was distilled under reduced pressure for 20 min to obtain the prepolymer intermediate. The amount of lysine diisocyanate (LDI) was 12.4% of the total mass of the polyether polyol, polyester polyol, and diisocyanate.

[0035] S3, Synthesis reaction; The dehydrated PCL-diol 3000 was added to a three-necked flask and dissolved in 1,2-dichloroethane. The mass ratio of PCL-diol 3000 to the volume ratio of 1,2-dichloroethane was controlled at 1:10. The prepolymer intermediate was slowly added dropwise to the three-necked flask, and the molar ratio of the prepolymer intermediate to PCL was controlled at 1:1. The reaction was carried out at 55°C for 29 h. After the reaction was completed, the product was cooled to 50°C and then distilled under reduced pressure for 30 min to obtain the crude product.

[0036] S4, Post-processing; After cooling the crude product to 20-35℃, the crude product was added to a petroleum ether / methanol mixed solution to wash the precipitate. The volume ratio of petroleum ether to methanol was controlled at 4:1. After washing the precipitate twice, the product was filtered, and the filter residue was vacuum dried at 35℃ for 72 h to obtain the biodegradable material.

[0037] Examples 2-6 Examples 2-6 each provide a method for preparing a biodegradable material. The preparation method is the same as the method for preparing a biodegradable material provided in Example 1, except that some operating conditions are different. The specific different conditions are shown in Table 2 below. Other operations and conditions are the same as in Example 1.

[0038] Table 2-1 Reaction and synthesis conditions for Examples 2-6

[0039] Table 2-2 Reaction and synthesis conditions of Examples 7-9

[0040] test The performance of the above-mentioned biodegradable materials was tested using the following methods: (1) Degradation cycle test (a) Material preparation The material was prepared into sheets using an automated coating machine. Specifically, 23 g of the material was placed in 100 mL of tetrahydrofuran (THF, chemically pure) solvent and stirred until fully dissolved and homogeneous. The height of the coating applicator of the automated coating machine was adjusted to 1.5 mm (the same height was set for the embodiments of this application), placed on a glass plate, and the prepared material solution was poured onto the glass plate. The coating speed was 25 mm / s, and the material was spread using the coating applicator. After air drying under a laminar flow hood, the sheet material was demolded and removed. The residual solvent was removed by soaking in water for injection, and after drying to constant weight, it was cut into several 30 mm × 10 mm samples for later use.

[0041] (b) Sample sterilization The above samples should be subjected to irradiation sterilization.

[0042] (c) Preparation of enzyme buffer Prepare PBS buffer using sterile double-distilled water, then add CaCl2, type I collagenase, lipase, and protease to prepare a buffer with a CaCl2 concentration of 10 mM, a type I collagenase concentration of 2 U / mL, a lipase concentration of 1 U / mL, and a protease concentration of 0.8 U / mL. Adjust the pH value to 7.4 ± 0.2.

[0043] (d) Degradation test The sample was vacuum dried at room temperature to constant weight. The weight of the sample was accurately measured and recorded as m1. Then the sample was placed in a sterilized 20 mL sample bottle (the ratio of buffer volume to sample mass should be greater than or equal to 30:1). Buffer was added, and the centrifuge tube was placed in a constant temperature shaking incubator with the temperature set at 37℃ and the shaking speed at 100 rpm.

[0044] (e) Determination of mass loss Remove the sample from the buffer solution, dry it in a vacuum desiccator until it reaches a constant weight, and then weigh it. Record the weight as m2.

[0045] Mass loss = (m1-m2) / m1×100% (f) Determination of degradation cycle The mass loss of the sample was measured. The time point at which the mass loss reached 100% is the degradation cycle of the sample.

[0046] The results are shown in Table 3 below.

[0047]

[0048] (2) Mechanical testing (a) Material preparation The material was prepared into sheets using an automated coating machine. Specifically, 23 g of the biodegradable material was placed in 100 mL of THF (chemically pure) solvent and stirred until fully dissolved and homogeneous. The coating nozzle of the automated coating machine was adjusted to a height of 1.2 mm and placed on a glass plate. The prepared material solution was poured onto the glass plate at a coating speed of 25 mm / s. The coating was spread using the nozzle, and after air drying under a laminar flow hood, the sheet material was demolded and removed. Several 100 mm × 10 mm samples with smooth edges, parallel sides, and no visible defects were cut for later use.

[0049] (b) Test (1) Maximum force and tensile strength test method: First, cut the above-mentioned dry samples into multiple specimens with appropriate width and length and no visible defects. Then, turn on the universal testing machine to perform tensile strength test, record the maximum force value at the time of fracture, and perform data processing.

[0050] (2) Method for testing elongation at break: First, cut the above-mentioned dry samples into multiple specimens with appropriate width, flat edges, parallel sides and no visible defects. Then, turn on the universal testing machine, set the parameters, conduct the elongation at break test, and process the data. The formula for calculating elongation at break is: (elongation at break of the diaphragm / original length of the diaphragm) × 100%.

[0051] The results are shown in Table 4 below.

[0052] Table 4 Mechanical Properties

[0053] Animal experiments Four male SPF-grade New Zealand rabbits aged 3-4 months were selected for dura mater repair experiments. Due to the relatively small size of the rabbits' heads, almost the entire dura mater under the skull was removed during the experiment, and then an artificial dura mater made of the biodegradable material provided in Example 11 of this application was used for repair.

[0054] from Figure 1-2 It is evident that there was no infection or leakage 4 weeks after the operation; the meninges began to repair, and by 8 weeks after the operation, the artificial dura mater was surrounded by capillaries; by 12 weeks after the operation, the meninges were basically completely repaired, and the artificial dura mater had degraded, with no residual material degradation observed.

[0055] The biodegradable material involved in this application uses an artificial dura mater whose degradation cycle matches the dura mater repair process. It can not only promote dura mater repair, but also has the functions of preventing infection and preventing leakage.

[0056] The above description is merely a preferred embodiment of the present invention and is not intended to limit the invention. Various modifications and variations can be made to the present invention by those skilled in the art. Any modifications, equivalent substitutions, improvements, etc., made within the spirit and principles of the present invention should be included within the scope of protection of the present invention.

Claims

1. A biodegradable material with an adjustable degradation cycle, characterized in that, It is prepared by reacting a mixture of polyester polyol, polyether polyol and diisocyanate, wherein the molecular weight of the polyester polyol is 1000-6500 g / mol, the molecular weight of the polyether polyol is 200-800 g / mol, and the amount of diisocyanate is 4-35% of the total mass of the diisocyanate, the polyester polyol and the polyether polyol.

2. The biodegradable material with adjustable degradation cycle according to claim 1, characterized in that, When the degradation cycle is 4-12 weeks, the diisocyanate includes at least one of lysine diisocyanate or 1,4-butane diisocyanate; the amount of the diisocyanate used is 4-14% of the total mass of the diisocyanate, the polyester polyol, and the polyether polyol. When the degradation cycle is 12-24 weeks, the diisocyanate includes at least one of hexamethylene diisocyanate or toluene diisocyanate; the amount of the diisocyanate used is 8-18% of the total mass of the diisocyanate, the polyester polyol, and the polyether polyol. When the degradation cycle is 24-48 weeks, the diisocyanate includes at least one of diphenylmethane diisocyanate, trimethyl-1,6-hexamethylene diisocyanate, and isoflurone diisocyanate; the amount of the diisocyanate used is 10-25% of the total mass of the diisocyanate, the polyester polyol, and the polyether polyol. When the degradation cycle is 48-96 weeks, the diisocyanate includes at least one of tetramethyl isophthalimide diisocyanate and dicyclohexylmethane diisocyanate; the amount of the diisocyanate is 12-35% of the total mass of the diisocyanate, the polyester polyol and the polyether polyol.

3. A method for preparing a biodegradable material with an adjustable degradation cycle as described in any one of claims 1-2, characterized in that, include: Polyester polyols, polyether polyols, and diisocyanates are mixed and synthesized.

4. The preparation method according to claim 3, characterized in that, The conditions for the synthesis reaction include: a temperature of 50-90℃ and a time of 5-48 hours; Preferably, the molar ratio of the polyester polyol to the polyether polyol is 1:0.8 to 1:1.

2.

5. The preparation method according to claim 4, characterized in that, When the degradation cycle is 4-12 weeks, the synthesis reaction conditions include: a temperature of 50-60℃ and a time of 25-48 hours. When the degradation cycle is 12-24 weeks, the synthesis reaction conditions include: a temperature of 60-70℃ and a time of 15-30 hours. When the degradation cycle is 24-48 weeks, the conditions for the synthesis reaction include: a temperature of 70-80℃ and a time of 10-24 hours. When the degradation cycle is 48-96 weeks, the synthesis reaction conditions include: a temperature of 80-90℃ and a time of 5-15 hours.

6. The preparation method according to claim 5, characterized in that, Also includes: The polyether polyol, diisocyanate and organometallic catalyst are mixed and subjected to end-capping reaction; The conditions for the end-capping reaction include: a temperature of 15-70℃ and a time of 5-48 hours. Preferably, the amount of the organometallic catalyst is 1-4% of the total mass ratio of the polyether polyol and the diisocyanate.

7. The preparation method according to claim 6, characterized in that, When the degradation cycle is 4-12 weeks, the conditions for the end-capping reaction include: temperature of 15-30℃; time of 25-48 hours. When the degradation cycle is 12-24 weeks, the conditions for the end-capping reaction include: a temperature of 30-45℃ and a time of 15-30 hours. When the degradation cycle is 24-48 weeks, the conditions for the end-capping reaction include: a temperature of 45-60℃ and a time of 10-24 hours. When the degradation cycle is 48-96 weeks, the conditions for the end-capping reaction include: a temperature of 60-75℃ and a time of 5-15 hours.

8. The preparation method according to claim 3, characterized in that, include: Polyester polyol is obtained by mixing polyester, p-toluenesulfonic acid and polyol and reacting them.

9. The application of a biodegradable material with an adjustable degradation cycle as described in any one of claims 1-2, characterized in that, The applications include at least one of the following: preparation of postoperative tumor bed fillers, medical devices for soft tissue regeneration and repair, cartilage repair scaffolds, bone composite repair scaffolds, bone screws, nervous system repair, meningeal repair, skin repair, mucosal repair, fascia repair, implantable medical aesthetic products, drug-release microspheres, artificial blood vessels, cardiovascular stents, medical catheters, biodegradable coatings, wound repair films and dressings, or absorbable surgical sutures.

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