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Biodegradable cross-linked polymer, and preparation method thereof

A technology for degrading polymers and polymers, applied in the field of medical devices, can solve the problems of complex synthesis conditions, etc., and achieve the effects of excellent mechanical properties, controllable degradation rate, good tissue and blood compatibility

Active Publication Date: 2014-04-09
SHANGHAI MICROPORT MEDICAL (GROUP) CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0009] It can be seen that the cross-linked polymers of the prior art cannot meet the requirements of the development of medical devices on the mechanical properties of materials, biocompatibility, and controllable degradation. The complex synthesis conditions and the use of a large amount of solvents also affect the scale Therefore, there is a demand for a new biodegradable cross-linked polymer and its preparation method. The new cross-linked polymer has a high elastic modulus, and the synthesis reaction is simple and easy. preparation, and is suitable for the medical field

Method used

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  • Biodegradable cross-linked polymer, and preparation method thereof
  • Biodegradable cross-linked polymer, and preparation method thereof
  • Biodegradable cross-linked polymer, and preparation method thereof

Examples

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Embodiment 1

[0030] Example 1: Synthesis of degradable polymer materials with two or more hydroxyl groups

[0031] (1a) The degradable polymers mentioned in the present invention refer to polymer materials synthesized by melt ring-opening polymerization, including but not limited to the following. These polymers have 2 or more arms / terminal groups, the number of arms n≥2, preferably 2, 3 or 4 arms, the number of arms is determined by the number of arms used in the polymerization The number determines:

[0032] n-arm-poly(L-lactide)], n=2, 3, or 4

[0033] n-arm copolymer of L-lactide and glycolide [poly(L-lactide-co-glycolide)], n=2, 3, or 4

[0034] Copolymer of n-arm L-lactide and D-lactide [poly(L-lactide-co-D-lactide)], n=2, 3, or 4

[0035] Copolymer of n-arm L-lactide and rac-lactide [poly(L-lactide-co-DL-lactide)], n=2, 3, or 4

[0036] Copolymer of n-arm L-lactide and ε-caprolactone [poly(L-lactide-co-ε-caprolactone)], n=2, 3, or 4

[0037] Copolymer of n-arm L-lactide and trime...

Embodiment 2

[0057] Example 2: Functionalization of linear or star polymers containing hydroxyl groups, i.e. introduction of crosslinkable groups

[0058] After the molecular weight of the degradable polymer prepolymer containing two or more hydroxyl groups meets the design requirements, a free radical inhibitor, such as but not limited to p-hydroxyanisole (4-Methoxyphenol, content 0.01 wt%-1.0wt%), and metered methacrylic anhydride or isocyanoethyl methacrylate. In this way, an unsaturated group-containing methyl methacrylate group is introduced into the terminal group of the polymer to form a crosslinkable polymer prepolymer.

Embodiment 3

[0059] Embodiment 3: Synthesis of 3-arm star polylactic acid copolymer prepolymer and functionalization of prepolymer

[0060] Before polymerization, the 3-liter glass reactor was vacuum-dried at 80°C for 1 hour, and 2000g L-lactide (L-lactide), 100g glycolide (glycolide) and 14g 1,2,6- Hexatriol was added into the reactor, and dried under vacuum at 60° C. for 1 hour. Then add 2g of stannous octoate, increase the temperature to 140°C, and keep it at 140°C for 3 hours to obtain a star-shaped polylactic acid prepolymer with a number average molecular weight of 20,000 (see Reaction Formula 1).

[0061] The molecular weight of the star polylactic acid copolymer prepolymer is controlled by the relative content of the initiator and the monomer, and the number average molecular weight is controlled between 5,000 and 50,000. When the molecular weight of the star-shaped polylactic acid copolymer prepolymer reached the experimental design requirements, directly drop the free radical in...

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Abstract

The invention belongs to the field of medical instrument, and specifically provides a biodegradable cross-linked polymer. Crosslinked polymer network structures of the biodegradable cross-linked polymer are obtained via introducing active groups, which are capable of realizing corsslinking, onto terminals of a degradable polymer prepolymer with two or more arms, and thermopolymerization and / or light treatment. The invention also discloses a preparation method of the biodegradable cross-linked polymer. The preparation method comprises following steps: the biodegradable polymer prepolymer with two or more arms is synthesized using a cyclic monomer and an initiator via ring opening polymerization; the active groups, which are capable of realizing corsslinking, are introduced so as to obtain the polymer prepolymer capable of realizing crosslinking; and the crosslinked polymer network structures are obtained via cross-linked polymerization via thermopolymerization and / or light treatment. Elastic modulus of the biodegradable cross-linked polymer range from 10 to 4500MPa, degradation time ranges from 3 to 36 months, reaction is simple, preparation is convenient, and the biodegradable cross-linked polymer is suitable for medical field.

Description

technical field [0001] The invention relates to the field of medical instruments. More specifically, the present invention relates to biodegradable cross-linked polymers and methods for their preparation. Background technique [0002] Since the 1970s, biodegradable polymer materials have been widely used in the medical field, especially in degradable surgical sutures, medical adhesives, Degradable scaffold research and other fields. [0003] Biodegradable polymer materials are divided into thermoplastic and cross-linked types. Thermoplastic degradable polymer materials have a long-chain linear molecular structure. This type of material is soluble in a suitable solvent, and can be processed by conventional processing methods such as injection extrusion, and is easy to process. However, an obvious disadvantage of thermoplastic polymer materials is the mechanical relaxation behavior. [0004] Cross-linked polymers add cross-linking agents or introduce cross-linkable active ...

Claims

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Application Information

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IPC IPC(8): C08L67/04C08J3/28C08J3/24C08G63/91C08G63/64C08G63/08C08G63/85
Inventor 姜洪焱侯娟康亚红汪璟王威
Owner SHANGHAI MICROPORT MEDICAL (GROUP) CO LTD
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