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Biodegradable triblock copolymers and implantable medical devices made therefrom

A biodegradable and medical device technology, applied in medical science, conjugated synthetic polymer artificial filament, prosthesis, etc., can solve the problem of low efficiency of pure PLA filament

Pending Publication Date: 2020-04-03
TYCO HEALTHCARE GRP LP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

For example, pure PLA filament may take 12 months or more to fully degrade at 37°C (body temperature), but may fail between 6 and 12 months at 37°C, making the broken Pure PLA filaments are significantly less efficient in the long term

Method used

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  • Biodegradable triblock copolymers and implantable medical devices made therefrom
  • Biodegradable triblock copolymers and implantable medical devices made therefrom
  • Biodegradable triblock copolymers and implantable medical devices made therefrom

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0159] Synthesis of ABA' triblock copolymers of poly(lactic acid)-[poly(lactic acid)-poly(trimethylene carbonate)]-poly(lactic acid)(PLA-[PLA-pTMC]-PLA) generally comprising 80 mol% PLA and 20 mol% pTMC and the B block [PLA-pTMC] is 0 mol% PLA and 100 mol% pTMC.

[0160] In the first polymerization stage, 5,000 g of trimethylene carbonate, 24.65 g of diethylene glycol and 0.02% stannous octoate were added to a clean and dry stainless steel conical vessel reactor equipped with two helical mixing blades, And dry mix under nitrogen atmosphere and initially at room temperature. The reactor temperature was raised to 180°C and the first stage reaction was monitored until complete formation of the B block, in this example 100% poly(TMC).

[0161] In the second polymerization stage, 28,261 g of dry lactide monomer and 0.02% stannous octoate were added to a stainless steel cone containing the B block from the first polymerization stage using a helical mixing blade and under a nitrogen...

Embodiment 2

[0163] Synthesis of ABA' triblock copolymers of poly(lactic acid)-[poly(lactic acid)-poly(trimethylene carbonate)]-poly(lactic acid)(PLA-[PLA-pTMC]-PLA), 80 moles overall % PLA and 20 mol% pTMC, where the B block [PLA-pTMC] is 15 mol% PLA and 85 mol% pTMC.

[0164] In the first polymerization stage, 5,000 g of trimethylene carbonate, 1247 g of dry L-lactide monomer, 2.75 g of diethylene glycol and 2.90 g of stannous octoate were added to a clean and dry Stainless steel conical vessel reactor with mixing blades, and dry mix under nitrogen atmosphere and initially at room temperature. The reactor temperature was raised to 180°C and the first stage reaction was monitored until complete formation of the B block, in this example a random copolymer comprising 15 mole % PLA and 85 mole % pTMC.

[0165] In the second polymerization stage, 27,014 g of dry lactide monomer was added to a stainless steel conical vessel reactor comprising the B block from the first polymerization stage us...

Embodiment 3

[0167] Each of the ABA' triblock copolymers formed in Examples 1 and 2 above, as well as pure PLA alone and several additional PLA / TMC triblocks with various total mole percent and / or midblock mole percent Segment copolymers are extruded to form filaments of various diameters. The tensile strength and molar mass of the polymeric filaments were tested in vitro to provide the degradation profile of each filament. Specifically, the tensile strength retention pattern at 50°C and the molar mass retention pattern at 50°C were investigated. Degradation was performed at 50°C in 1 / 1 molar phosphate buffer, pH=7.4. Degradation and measurement of tensile strength and molar mass are according to ISO 13781:1997 "Poly(L-lactide) resins and fabricated forms for surgical implants - In vitro degradation test (Poly(L-lactide) resins and fabricated forms for surgical implants-in vitrodegradation testing)". The terms "retention of tensile strength at 50°C" and "retention of molar mass at 50°C"...

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Abstract

A biodegradable triblock copolymer comprising: an A-B-A' structure wherein the A and A'blocks each include polylactide, the B block includes from about 55 to about 100 mole percent of polytrimethylenecarbonate and 0 to about 45 mole percent polylactide, and the biodegradable triblock copolymer overall includes from about 15 to about 25 mole percent of the polytrimethylene carbonate and from about75 to about 85 mole percent of the polylactide. Also provided are compositions and implantable medical devices made therefrom.

Description

technical field [0001] The present disclosure relates to biodegradable triblock copolymers and implantable medical devices made therefrom, and in particular to ABA' triblock copolymers comprising polylactic acid and polytrimethylene carbonate. Background technique [0002] Implantable medical devices comprising filaments made of pure polylactic acid (PLA) are known. Pure PLA is considered a beneficial long-term biodegradable material suitable for implants with enhanced strength. However, pure PLA can also be very brittle and / or hard to handle, making it difficult to extrude and / or spin into filaments. Additionally, when successfully formed into filaments, pure PLA filaments may be prone to premature failure when stressed due to their brittle and / or rigid nature. Premature failure is due to the fact that failure or fracture may occur long before the pure PLA material is fully degraded. For example, pure PLA filament may take 12 months or more to fully degrade at 37°C (body...

Claims

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Application Information

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IPC IPC(8): C08G63/64D01F8/14A61L17/10A61L17/12A61L31/06A61L31/14
CPCC08G63/64D01F8/14A61L31/06A61L31/148A61L17/12A61L17/10C08L67/04C08L69/00A61L31/14A61L31/16C08G63/08C08G63/18C08G64/0208C08L71/10A61L27/18A61L27/58C08G63/85C08G2230/00
Inventor 沃尔特·斯卡拉约拿单·托马斯蒂埃里·布吕内达莱内·内宾杰赛思·格莱曼罗贝尔·韦斯特贝里
Owner TYCO HEALTHCARE GRP LP
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