Application of high-strength biodegradable polyurethanes containing different ratios of biobased isomannide and poly (ϵ-caprolactone) diol

Lim, Dong-In; Park, Hyung-Seok; Park, Jeong-Hui; Knowles, Jonathan C.; Gong, Myoung‐Seon

doi:10.1177/0883911513484572

Cited by 40 publications

(30 citation statements)

References 25 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Polymerizations of HDI and diols with varying ratio of PCD to isosorbide were carried out by one-pot polymerization via addition-condensation reaction without catalyst as shown in Figure 1. The optimal ratios of PCD to isosorbide were determined by consideration for elastic behaviors of PUs [7][8][9]. The ratios of PCD to isosorbide were PCD/isosorbide= 5/5, 4/6, 3/7 and 2/8.…”

Section: Preparation Of High Elastic Polyurethanementioning

confidence: 99%

Synthesis of bio-based thermoplastic polyurethane elastomers containing isosorbide and polycarbonate diol and their biocompatible properties

Kang

Knowles³

et al. 2015

J Biomater Appl

Self Cite

View full text Add to dashboard Cite

A new family of highly elastic polyurethanes (PUs) partially based on renewable isosorbide were prepared by reacting hexamethylene diisocyanate with a various ratios of Is and polycarbonate diol 2000 (PCD), via a one-step bulk condensation polymerization without catalyst. The influence of the isorsorbide/PCD ratio on the properties of the polyurethane was evaluated. The successful synthesis of the polyurethanes was confirmed by Fourier transform-infrared spectroscopy and 1 H nuclear magnetic resonance. The resulting PUs showed high number-average molecular weights ranging from 56,320 to 126,000 g mol -1 and tunable Tg values from -34 to -38°C. The thermal properties were determined by differential scanning calorimetry and thermogravimetric analysis. The PU films were flexible with breaking strains from 955% to 1795% at from 13.5 to 54.2 MPa tensile stress. All the polyurethanes had 0.9-2.8% weight lost over 4 weeks and continual slow weight loss of 1.1-3.6% was observed within 8 weeks. Although the cells showed a slight lower rate of proliferation than that of the tissue culture polystyrene as a control, the polyurethane films were considered to be cytocompatible and nontoxic. These thermoplastic polyurethanes were soft, flexible and biocompatible polymers, which open up a range of opportunities for soft tissue augmentation and regeneration.

show abstract

Section: Preparation Of High Elastic Polyurethanementioning

confidence: 99%

Synthesis of bio-based thermoplastic polyurethane elastomers containing isosorbide and polycarbonate diol and their biocompatible properties

Kang

Knowles³

et al. 2015

J Biomater Appl

Self Cite

View full text Add to dashboard Cite

show abstract

“…Several investigations have been carried out to clarify the effects of using different soft segments on the final PU properties. 21 – 26 In contrast, hard segment is not limited to the structure of diisocyanate and the attraction through hydrogen bonding or molecular interactions. Bio-based bicyclic diol, isosorbide acts as a hard segment due to its structurally rigid properties.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of highly elastic biocompatible polyurethanes based on bio-based isosorbide and poly(tetramethylene glycol) and their properties

Kim

Kang

Knowles³

et al. 2014

J Biomater Appl

Self Cite

View full text Add to dashboard Cite

Bio-based high elastic polyurethanes were prepared from hexamethylene diisocyanate and various ratios of isosorbide to poly(tetramethylene glycol) as a diol by a simple one-shot bulk polymerization without a catalyst. Successful synthesis of the polyurethanes was confirmed by Fourier transform-infrared spectroscopy and 1H nuclear magnetic resonance. Thermal properties were determined by differential scanning calorimetry and thermogravimetric analysis. The glass transition temperature was −47.8℃. The test results showed that the poly(tetramethylene glycol)/isosorbide-based elastomer exhibited not only excellent stress–strain properties but also superior resilience to the existing polyether-based polyurethane elastomers. The static and dynamic properties of the polyether/isosorbide-based thermoplastic elastomer were more suitable for dynamic applications. Moreover, such rigid diols impart biocompatible and bioactive properties to thermoplastic polyurethane elastomers. Degradation tests performed at 37℃ in phosphate buffer solution showed a mass loss of 4–9% after 8 weeks, except for the polyurethane with the lowest isosorbide content, which showed an initial rapid weight loss. These polyurethanes offer significant promise due to soft, flexible and biocompatible properties for soft tissue augmentation and regeneration.

show abstract

“…Soft:hard segment ratios of 1:5, 1:7, and 1:9 resulted in polymers containing roughly 6.8, 9.2, and 11.3 w/w% of hard segments and were thus abbreviated PCL-6.8, PCL-9.2 and PCL-11.3. Urethane peaks were detected from 1 H-NMR spectrum at 3.2 ppm and FT-IR spectrum as C-N stretching and N-H bending at 1540 cm −1 , bending vibrations of the N-H bond at 1580 cm −1 , and free amide group (-NH-) peak at 3340 cm −1 (Figure S1 and S2) [47]. As molecular weight is a critical factor for electrospinning and intermolecular chain entanglement is necessary, number-average molecular weight (Mn) was closely monitored.…”

Section: Fabrication Of Poly(ε-caprolactone) Pcl-based Polyurethane Nmentioning

confidence: 99%

Shape-Memory Nanofiber Meshes with Programmable Cell Orientation

Niiyama

Tanabe

Uto

et al. 2019

Fibers

View full text Add to dashboard Cite

In this work we report the rational design of temperature-responsive nanofiber meshes with shape-memory properties. Meshes were fabricated by electrospinning poly(ε-caprolactone) (PCL)-based polyurethane with varying ratios of soft (PCL diol) and hard [hexamethylene diisocyanate (HDI)/1,4-butanediol (BD)] segments. By altering the PCL diol:HDI:BD molar ratio both shape-memory properties and mechanical properties could be readily turned and modulated. Though mechanical properties improved by increasing the hard to soft segment ratio, optimal shape-memory properties were obtained using a PCL/HDI/BD molar ratio of 1:4:3. Microscopically, the original nanofibrous structure could be deformed into and maintained in a temporary shape and later recover its original structure upon reheating. Even when deformed by 400%, a recovery rate of >89% was observed. Implementation of these shape memory nanofiber meshes as cell culture platforms revealed the unique ability to alter human mesenchymal stem cell alignment and orientation. Due to their biocompatible nature, temperature-responsivity, and ability to control cell alignment, we believe that these meshes may demonstrate great promise as biomedical applications.

show abstract

Application of high-strength biodegradable polyurethanes containing different ratios of biobased isomannide and poly (ϵ-caprolactone) diol

Cited by 40 publications

References 25 publications

Synthesis of bio-based thermoplastic polyurethane elastomers containing isosorbide and polycarbonate diol and their biocompatible properties

Synthesis of bio-based thermoplastic polyurethane elastomers containing isosorbide and polycarbonate diol and their biocompatible properties

Synthesis of highly elastic biocompatible polyurethanes based on bio-based isosorbide and poly(tetramethylene glycol) and their properties

Shape-Memory Nanofiber Meshes with Programmable Cell Orientation

Contact Info

Product

Resources

About