Synthesis, characterization, and enzymatic degradation of network aliphatic copolyesters

Nagata, Minoru; Machida, Tetsuya; Sakai, Wataru; Tsutsumi, Naoto

doi:10.1002/(sici)1099-0518(19990701)37:13<2005::aid-pola14>3.0.co;2-h

Cited by 48 publications

(15 citation statements)

References 18 publications

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“…This ratio favors polymer chain extension over chain branching as reaction duration increases, due to the increased reactivity of the two primary hydroxyl groups of the glycerol monomer compared to its secondary hydroxyl group [27]. Chain branching was undesirable in the present study, as this has been shown to reduce the solubility of the prepolymer, limiting further functionalisation and processing [28].…”

Section: Resultsmentioning

confidence: 90%

Synthesis, Characterization and 3D Micro-Structuring via 2-Photon Polymerization of Poly(glycerol sebacate)-Methacrylate–An Elastomeric Degradable Polymer

et al. 2018

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Poly(glycerol sebacate) (PGS) has been utilized in numerous biomaterial applications over recent years. This elastomeric and rapidly degradable polymer is cytocompatible and suited to various applications in soft tissue engineering and drug delivery. Although PGS is simple to synthesize as an insoluble prepolymer, it requires the application of high temperatures for extended periods of time to produce an insoluble matrix. This places limitations on the processing capabilities of PGS and its possible applications. Here, we present a photocurable form of PGS with improved processing capabilities: PGS-methacrylate (PGS-M). By methacrylating the secondary hydroxyl groups of the glycerol units in the PGS prepolymer chains, the material was rendered photocurable and, in combination with a photoinitiator, crosslinked rapidly on exposure to UV light at ambient temperatures. The polymer's molecular weight and the degree of methacrylation could be controlled independently and the mechanical properties of the crosslinked material tailored. The polymer also displayed rapid degradation under physiological conditions and cytocompatibility with various primary cell types. As a demonstration of the processing capabilities of PGS-M, µm scale 3D scaffold structures were fabricated using 2-photon polymerization and used for 3D cell culture. The tunable properties of PGS-M coupled with its enhanced processing capabilities make the polymer an attractive potential biomaterial for various future applications.

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Section: Resultsmentioning

confidence: 90%

Synthesis, Characterization and 3D Micro-Structuring via 2-Photon Polymerization of Poly(glycerol sebacate)-Methacrylate–An Elastomeric Degradable Polymer

et al. 2018

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“…Some authors described the synthesis of PGSu using glycerol and succinic acid. 4 , 5 , 16 , 18 − 23 For example, Nagata et al 4 , 5 produced PGSu, named “Yg4”, as well as other poly(glycerol- co -diacids) by polycondensation at very high temperatures (≥200 °C) to evaluate the properties of those materials. 4 , 5 PGSu was obtained by polycondensation at 150 °C to produce internal fixation bone screws.…”

Section: Introductionmentioning

confidence: 99%

“… 4 , 5 , 16 , 18 − 23 For example, Nagata et al 4 , 5 produced PGSu, named “Yg4”, as well as other poly(glycerol- co -diacids) by polycondensation at very high temperatures (≥200 °C) to evaluate the properties of those materials. 4 , 5 PGSu was obtained by polycondensation at 150 °C to produce internal fixation bone screws. 18 Using Lewis acid (dibutyltin(IV)oxide) as a catalyst, the degree of branching of polyesters was investigated.…”

Section: Introductionmentioning

confidence: 99%

“…It is the case of poly(glycerol succinate) (PGSu), which has the potential to gain importance in the near future but, so far, only a few scientific publications have focused on reporting its synthesis. Some authors described the synthesis of PGSu using glycerol and succinic acid. ,,,− For example, Nagata et al , produced PGSu, named “Yg4”, as well as other poly(glycerol- co -diacids) by polycondensation at very high temperatures (≥200 °C) to evaluate the properties of those materials. , PGSu was obtained by polycondensation at 150 °C to produce internal fixation bone screws . Using Lewis acid (dibutyltin(IV)oxide) as a catalyst, the degree of branching of polyesters was investigated .…”

Section: Introductionmentioning

confidence: 99%

“…PGS has received notable attention from the scientific community, and many studies as well as some reviews have been published on the matter. 6−15 There are other poly(glycerol-co-diacids) described in the literature, 1,2,4,5,16,17 but they received much less interest than PGS. It is the case of poly(glycerol succinate) (PGSu), which has the potential to gain importance in the near future but, so far, only a few scientific publications have focused on reporting its synthesis.…”

Section: ■ Introductionmentioning

confidence: 99%

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Synthesis of Prepolymers of Poly(glycerol-co-diacids) Based on Sebacic and Succinic Acid Mixtures

et al. 2023

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In this study, poly(glycerol- co -diacids) prepolymers were produced using different ratios of glycerol (G), sebacic acid (S), and succinic acid (Su) (molar ratios: GS 1:1, GSSu 1:0.9:0.1, GSSu 1:0.8:0.2, GSSu 1:0.5:0.5, GSSu 1:0.2:0.8, GSSu 1:0.1:0.9, GSu 1:1). All polycondensation reactions were performed at 150 °C until reaching a degree of polymerization of ≈55%, inferred by the water volume collected from a reactor. We concluded that the reaction time is correlated with the ratio of diacids used, that is, the increase in succinic acid is proportional to a decrease in the duration of the reaction. In fact, the reaction of poly(glycerol sebacate) (PGS 1:1) is twice as slow as the reaction of poly(glycerol succinate) (PGSu 1:1). The obtained prepolymers were analyzed by electrospray ionization mass spectrometry (ESI-MS) and 1 H and 13 C nuclear magnetic resonance (NMR). Besides its catalytic influence in poly(glycerol)/ether bond formation, the presence of succinic acid also contributes to a mass growth of ester oligomers, the formation of cyclic structures, a greater number of oligomers detected, and a difference in mass distribution. When compared with PGS (1:1), and even at lower ratios, the prepolymers produced with succinic acid presented mass peak characteristics of oligomer species with a glycerol unit as its end group in higher abundance. Generally, the most abundant oligomers have molecular weights between 400 and 800 g/mol.

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Fast Photoactuation and Environmental Response of Humidity‐Sensitive pDAP‐Silicon Nanocantilevers

Krysztofik,

Pula,

Pochylski

et al. 2024

Advanced Materials

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Multi‐responsive nanomembranes are a new class of advanced materials that can be harnessed in complex architectures for micro and nano‐manipulators, artificial muscles, energy harvesting, soft robotics, and sensors. The design and fabrication of responsive membranes must meet such challenges as trade‐offs between responsiveness and mechanical durability, volumetric low‐cost production ensuring low environmental impact, and compatibility with standard technologies or biological systems.This work demonstrates the fabrication of multi‐responsive, mechanically robust poly(1,3‐diaminopropane) (pDAP) nanomembranes and their application in fast photoactuators. The pDAP films are developed using a plasma‐assisted polymerization, technique that offers large‐scale production and versatility of potential industrial relevance. The pDAP layers exhibit high elasticity with the Young modulus of about 7 GPa, and remarkable mechanical durability across 20 to 80 °C temperatures. Notably, pDAP membranes reveal immediate and reversible contraction triggered by light, rising temperature, or reducing relative humidity underpinned by a reversible water sorption mechanism. These features enable the fabrication of photoactuators composed of pDAP‐coated Si nanocantilevers, demonstrating milliseconds timescale response to light, tens of micrometers deflections, and robust performance up to kHz frequencies. Our results advance fundamental research on multi‐responsive nanomembranes and hold the potential to boost versatile applications in light‐to‐motion conversion and sensing toward the industrial level.This article is protected by copyright. All rights reserved

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Synthesis, characterization, and enzymatic degradation of network aliphatic copolyesters

Cited by 48 publications

References 18 publications

Synthesis, Characterization and 3D Micro-Structuring via 2-Photon Polymerization of Poly(glycerol sebacate)-Methacrylate–An Elastomeric Degradable Polymer

Synthesis, Characterization and 3D Micro-Structuring via 2-Photon Polymerization of Poly(glycerol sebacate)-Methacrylate–An Elastomeric Degradable Polymer

Synthesis of Prepolymers of Poly(glycerol-co-diacids) Based on Sebacic and Succinic Acid Mixtures

Fast Photoactuation and Environmental Response of Humidity‐Sensitive pDAP‐Silicon Nanocantilevers

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