Effect of chain extenders on the hydrolytic degradation of soybean polyurethane

Favero, Diana; Marcon, Victória; Agnol, Lucas Dall; Gómez, Clara M.; Cros, A.; Garro, N.; Sanchı́s, M. J.; Carsí, Manuel; Figueroa, Carlos A.; Bianchi, Otávio

doi:10.1002/app.52623

Cited by 6 publications

(6 citation statements)

References 40 publications

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“…These results may indicate chemical changes in PCL both when it is solubilized in acetic acid and after its hydrolysis. Supported by the decrease in these bands observed in the spectrum obtained for PCL in pellets and their absence after contact with the acidic solvent used in this study [53][54][55].…”

Section: Hydrolysis Evolution Of Pcl Vs Store Timesupporting

confidence: 55%

Evaluation of the polycaprolactone (PCL) hydrolytic degradation in acid solvent and its influence on the electrospinning process

Anaya-Mancipe,

Figueirdo,

Rabello

et al. 2024

Preprint

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Poly(ε-caprolactone) (PCL) is one of the most widely used biopolymers in biomedicine for the production of scaffolds and biomaterials in tissue engineering. This is due to its characteristics as a drug carrier, as well as excellent controlled release properties compared to other biopolymers. Electrospinning is a technique often employed for manufacturing mats with this application, although chlorinated or fluorinated solvents are predominantly used, presenting high cellular toxicity. A viable alternative as a green solvent is glacial acetic acid in the preparation of electrospinning solutions. In this study, we investigated the molecular degradation via acid hydrolysis of PCL in acidic solvents (acetic acid/formic acid) and how the contact time (storage) influences the morphology of the produced structures. Solutions containing 30% by weight of PCL in acetic acid/formic acid (9:1) were prepared and stored at 35°C for up to 14 days. Subsequently, samples were tested by electrospinning to assess the resulting morphology. To analyze the acid degradation of PCL, samples were evaluated by GPC, XRD, and FTIR, revealing an approximately 50% reduction in molar mass during the solubilization process. This allowed for better chain packing, generating higher crystallinity indices, increasing from approximately 37–49%, due to the storage time of the solutions. On the other hand, it was observed that this reduction in molar mass resulted in lower molecular interactions and entanglement of the chains, reflecting in the formation of unstable Taylor cones that produced mats with various morphologies, including fibers, beaded fibers, and isolated beads. However, this degradation demonstrated an increase in water adsorption capacity, indicating exposure of hydrogen bonds from the acid hydrolysis of the ester linkage in PCL, an important feature for applications in regenerative medicine. This highlights the high potential of these hydrolyzed materials for cell anchoring applications in tissue engineering.

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Section: Hydrolysis Evolution Of Pcl Vs Store Timesupporting

confidence: 55%

Evaluation of the polycaprolactone (PCL) hydrolytic degradation in acid solvent and its influence on the electrospinning process

Anaya-Mancipe,

Figueirdo,

Rabello

et al. 2024

Preprint

View full text Add to dashboard Cite

show abstract

Section: Hydrolysis Evolution Of Pcl Vs Store Timementioning

confidence: 84%

Evaluation of the polycaprolactone (PCL) hydrolytic degradation in acid solvent and its influence on the electrospinning process

Anaya-Mancipe,

Figueirdo,

Rabello

et al. 2024

Preprint

View full text Add to dashboard Cite

Poly(ε-caprolactone) (PCL) is one of the most widely used biopolymers in biomedicine for the production of scaffolds and biomaterials in tissue engineering. This is due to its characteristics as a drug carrier, as well as excellent controlled release properties compared to other biopolymers. Electrospinning is a technique often employed for manufacturing mats with this application, although chlorinated or fluorinated solvents are predominantly used, presenting high cellular toxicity. A viable alternative as a green solvent is glacial acetic acid in the preparation of electrospinning solutions. In this study, we investigated the molecular degradation via acid hydrolysis of PCL in acidic solvents (acetic acid/formic acid) and how the contact time (storage) influences the morphology of the produced structures. Solutions containing 30% by weight of PCL in acetic acid/formic acid (9:1) were prepared and stored at 35 °C for up to 14 days. Subsequently, samples were tested by electrospinning to assess the resulting morphology. To analyze the acid degradation of PCL, samples were evaluated by GPC, XRD, and FTIR, revealing an approximately 50% reduction in molar mass during the solubilization process. This allowed for better chain packing, generating higher crystallinity indices, increasing from approximately 37% to 49 %, due to the storage time of the solutions. On the other hand, it was observed that this reduction in molar mass resulted in lower molecular interactions and entanglement of the chains, reflecting in the formation of unstable Taylor cones that produced mats with various morphologies, including fibers, beaded fibers, and isolated beads. However, this degradation demonstrated an increase in water adsorption capacity, indicating exposure of hydrogen bonds from the acid hydrolysis of the ester linkage in PCL, an important feature for applications in regenerative medicine. This highlights the high potential of these hydrolyzed materials for cell anchoring applications in tissue engineering.

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“…Put this, highly transparent TPUs can be created, generating polymers with different functionalities. [7][8][9] One of the most promising properties is the biological activity of polyurethane products. Lam et al 10 synthetized a polyurethane with silver nanoparticles (AgNPs) and the biological properties of the films showed a reduction of viable virus (SARS-CoV-2) by 67% compared to the neat PU without further interventions such as manual cleaning.…”

Section: Introductionmentioning

confidence: 99%

“…For example, by changing the short polyol chain extender (chain extender is used to create ahrd block segments), by a long polyol chain extender the length of the hard segment can consideraly increase. Put this, highly transparent TPUs can be created, generating polymers with different functionalities 7–9 . One of the most promising properties is the biological activity of polyurethane products.…”

Section: Introductionmentioning

confidence: 99%

Production of a thermoplastic polyurethane/silver nanoparticles 3D filament with antiviral properties to combat SARS‐CoV‐2

Agnol,

Ornaghi,

Ernzen

et al. 2023

Polymer Engineering & Sci

Self Cite

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Antiviral agents present a propitious alternative to prevent pathogen transmission on various surfaces. In the present study, we successfully synthesized nanocomposites of thermoplastic polyurethanes with silver nanoparticles (TPU/AgNPs) via extrusion. To comprehensively evaluate their potential in antiviral applications, we conducted a thorough analysis of the nanocomposites, encompassing investigations into their chemical structure, physicochemical and mechanical properties, cytotoxicity, antibacterial activity, and antiviral efficacy. Remarkably, the incorporation of AgNPs had no discernible impact on the chemical structure of the materials, ensuring the preservation of essential properties. Moreover, the nanoparticles exhibited remarkable stability within the TPU matrix, with no detectable leaching of AgNPs observed in any of the studied nanocomposites. The nanocomposites demonstrated exceptional antibacterial efficiency, effectively inhibiting bacterial growth while concurrently revealing no cytotoxic effects in vitro for BALB/3 T3 cells. The antiviral performance against SARS‐CoV‐2 proved highly potent, achieving inactivation yields surpassing 99.0%. Leveraging these advantageous attributes, we harnessed the potential of TPU/AgNPs nanocomposites to produce various versatile products, such as cell phone cases and 3D‐printing filaments. In conclusion, this study underscores the immense promise of antiviral TPU/AgNPs nanocomposites, offering new insights into the domains of materials science and infection control, contributing to a healthier and safer future.

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Effect of chain extenders on the hydrolytic degradation of soybean polyurethane

Cited by 6 publications

References 40 publications

Evaluation of the polycaprolactone (PCL) hydrolytic degradation in acid solvent and its influence on the electrospinning process

Evaluation of the polycaprolactone (PCL) hydrolytic degradation in acid solvent and its influence on the electrospinning process

Evaluation of the polycaprolactone (PCL) hydrolytic degradation in acid solvent and its influence on the electrospinning process

Production of a thermoplastic polyurethane/silver nanoparticles 3D filament with antiviral properties to combat SARS‐CoV‐2

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