Browse
Submit Data
Databases
API
Help

Dataset Information

19 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Biodegradable Polyurethanes Based on Castor Oil and Poly (3-hydroxybutyrate).

ABSTRACT: Biodegradable polyurethanes (PUs) were produced from castor oil (CO) and poly (3-hydroxybutyrate) diol (PHBD) using hexamethylene diisocyanate as a crosslinking agent. PHBDs of different molecular weights were synthesized through transesterification of bacterial PHB and ethylene glycol by changing the reaction time. The synthesized PHBDs were characterized in terms of Fourier transform infrared and proton nuclear magnetic resonance spectroscopy. A series of PUs at different NCO/OH and CO/PHBD ratios were prepared. The resulting CO/PHBD-based PUs were then characterized in terms of mechanical and thermal properties. Increasing PHBD content significantly increased the tensile strength of CO/PHBD-based PUs by 300% compared to neat CO-based PU. CO/PHBD-based PUs synthetized from short chain PHBD exhibited higher tensile strength compared to those produced from long chain PHBD. As revealed by scanning electron microscopy analysis, such improvement in stiffness of the resulting PUs is due to the good compatibility between CO and PHBD. Increasing PHBD content also increased the crystallinity of the resulting PUs. In addition, higher degradation rates were obtained for CO/PHBD-based PUs synthetized from long chain PHBD compared to neat CO PU and PUs produced from short chain PHBD.

SUBMITTER: Saha P

PROVIDER: S-EPMC8123115 | biostudies-literature |

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Similar Datasets

Shape memory polyurethanes crosslinked with castor oil-based multifunctional polyols.

Project description:As both the industry and academia become more focused on biomass-based smart materials, they are attracting a lot of attention. There has been a significant effort in the field of polyurethane (PU) synthesis to replace polyols used in synthesis with bio-derived polyols. Bio-derived polyols have limited application potential for bio-based PU due to their low functionality. Here, we reported castor oil (CO) based multifunctional polyols prepared by grafting thiols such as 1-mercaptoethanol or α-thioglycerol via a facile thiol-ene click reaction method (coded as COM and COT, respectively). Subsequently, bio-based shape memory polyurethanes (SMPU) crosslinked with prepared polyols were synthesized using a 2-step prepolymer method. By confirming the functionality of the synthesized polyols, it was determined that COT has an OH value of 380 mg KOH/g, which is approximately three times that of CO. The successful synthesis of SMPUs was confirmed through chemical structural analysis. It was also proved that the phase separation between the soft and hard segments was limited due to the increase in crosslinking density. As compared to SMPU crosslinked with CO, the mechanical strength of SMPU crosslinked with COT was improved by 80%, while the elongation was decreased by about 26%. As a result of shape memory behavior analysis, it was confirmed that the outstanding SMPU can be synthesized using CO-based multifunctional polyols.

| S-EPMC10495374 | biostudies-literature

Hybrid Films from Blends of Castor Oil and Polycaprolactone Waterborne Polyurethanes.

Project description:Waterborne polyurethanes (WBPUs) with relatively high biobased content (up to 43.7%) were synthesized, aiming at their use as coatings for metals and woods. The study was performed on self-standing films obtained from anionic polyurethane water dispersions (PUDs). The initially targeted PUD was prepared from castor oil (CO), while tartaric acid (TA), a byproduct of wine production, was utilized as the internal anionic emulsifier. Although the films were cohesive and transparent, they were fragile, and thus blending the CO-TA PUD with other WBPUs was the chosen strategy to obtain films with improved handling characteristics. Two different WBPUs based on polycaprolactone diol (PCL), a biodegradable macrodiol, were prepared with dimethylolpropionic acid (DMPA) and tartaric acid (TA) as synthetic and biobased internal emulsifiers, respectively. The use of blends with PCL-TA and PCL-DMPA allowed for tailoring the moduli of the samples and also varying their transparency and haze. The characterization of the neat and hybrid films was performed by colorimetry, FTIR-ATR, XRD, DMA, TGA, solubility and swelling in toluene, and water contact angle. In general, the addition of PCL-based films increases haze; reduces the storage modulus, G', which at room temperature can vary in the range of 100 to 350 MPa; and reduces thermal degradation at high temperatures. The results are related to the high gel content of the CO-TA film (93.5 wt.%), which contributes to the cohesion of the blend films and to the crystallization of the PCL segments in the samples. The highest crystallinity values corresponded to the neat PCL-based films (32.3% and 26.9%, for PCL-DMPA and PCL-TA, respectively). The strategy of mixing dispersions is simpler than preparing a new synthesis for each new requirement and opens possibilities for new alternatives in the future.

| S-EPMC9612392 | biostudies-literature

Biodegradable Polymeric Foams Based on Modified Castor Oil, Styrene, and Isobornyl Methacrylate.

Project description:The environmental issues of petroleum-derived polymeric foams have necessitated seeking renewable alternatives. This work aims to prepare renewable free-radically polymerized polymeric foams with the ability to biodegrade. Furthermore, this work attempted to incorporate a bio-based reactive diluent, which has not been reported in the literature. The synthesis of maleated castor oil glycerides was performed with products analyzed by Fourier transform infrared spectrometry using attenuated total reflection (ATR-FTIR) and 1H nuclear magnetic resonance (1H NMR) spectroscopy. Polymeric foams were prepared using maleated castor oil glycerides via free radical copolymerization with styrene and isobornyl methacrylate as reactive diluents. Scanning electron microscopy (SEM) was used to determine anisotropic macrocellular morphology, with log-normal cell diameter distributions. The compressive mechanical and energy absorption properties were investigated; the polymeric foams displayed Young's modulus up to 26.85 ± 1.07 MPa and strength up to 1.11 ± 0.021 MPa using styrene as the reactive diluent, and Young's modulus up to 1.38 ± 0.055 MPa and strength up to 0.088 MPa when incorporating isobornyl methacrylate. Furthermore, a thorough analysis of the cellular structure-property relationships was performed, indicating relationships to cell diameter, cell wall thickness and apparent density. The polymeric foams displayed rapid mass loss in an aerobic soil environment with multiple erosion sites revealed by SEM. In conclusion, renewable polymeric foams with excellent compressive properties were achieved using styrene as reactive diluent, but the incorporation of isobornyl methacrylate decreased strength-related properties.

| S-EPMC8200243 | biostudies-literature

Block Copolymers of Poly(ω-Pentadecalactone) in Segmented Polyurethanes: Novel Biodegradable Shape Memory Polyurethanes.

Project description:In this report, the synthesis of poly(ω-pentadecalactone) (PPDL) (co)polymers and their incorporation into polyurethanes (PUs) are reported. Optimal conditions for the ring-opening polymerization (ROP) of ω-pentadecalactone (PDL) using dibutyltin dilaurate catalyst were established. For the synthesis of linear and crosslinked PUs, 50 kDa poly(ε-caprolactone) (PCL) and 1,6-hexamethylenediisocyanate (HDI) were used. The obtained polyurethanes were characterized by Attenuated Total Reflectance Fourier-Transform Infrared spectroscopy (AT-FTIR), differential scanning calorimetry (DSC), and dynamical mechanical analysis (DMA). The DMA of the selected sample showed a rubbery plateau on the storage modulus versus temperature curve predicting shape memory behavior. Indeed, good shape memory performances were obtained with shape fixity (Rf) and shape recovery (Rr) ratios.

| S-EPMC7563291 | biostudies-literature

Properties and Degradation Performances of Biodegradable Poly(lactic acid)/Poly(3-hydroxybutyrate) Blends and Keratin Composites.

Project description:From environmental aspects, the recovery of keratin waste is one of the important needs and therefore also one of the current topics of many research groups. Here, the keratin hydrolysate after basic hydrolysis was used as a filler in plasticized polylactic acid/poly(3-hydroxybutyrate) blend under loading in the range of 1-20 wt%. The composites were characterized by infrared spectroscopy, and the effect of keratin on changes in molar masses of matrices during processing was investigated using gel permeation chromatography (GPC). Thermal properties of the composites were investigated using thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC). The effect of keratin loading on the mechanical properties of composite was investigated by tensile test and dynamic mechanical thermal analysis. Hydrolytic degradation of matrices and composites was investigated by the determination of extractable product amounts, GPC, DSC and NMR. Finally, microbial growth and degradation were investigated. It was found that incorporation of keratin in plasticized PLA/PHB blend provides material with good thermal and mechanical properties and improved degradation under common environmental conditions, indicating its possible application in agriculture and/or packaging.

| S-EPMC8399615 | biostudies-literature

Toughening of Biodegradable Poly(3-hydroxybutyrate-co-3-hydroxyvalerate)/Poly(ε-caprolactone) Blends by In Situ Reactive Compatibilization.

Project description:Reactive extrusion of poly(3-hydroxybutyrate-co-3-hydroxyvalerate)/poly(ε-caprolactone) (PHBV/PCL) blends was performed in the presence of cross-linker 1,3,5-tri-2-propenyl-1,3,5-triazine-2,4,6(1H,3H,5H)-trione (TAIC) and peroxide. The compatibility between the two biodegradable polymers was significantly improved only when TAIC and peroxide work together, as evidenced by the decreased PCL particle size and blurred interfacial gap between the PHBV and PCL. The mechanical, thermal, morphological, and rheological properties of the compatibilized blends were studied and compared to the blends without TAIC and peroxide. At the optimal TAIC content (1 phr), the elongation at break of the compatibilized blends was 380% that of the PHBV/PCL blend without any additives and 700% that of neat PHBV. The improved interfacial compatibility, decreased PCL particle size, and uniform PHBV crystals are all factors that contribute to improving the toughness of the blend. Through Fourier transform infrared (FTIR) and rheological studies, the reaction mechanism is discussed. The study shows that PHBV and PCL are cross-linked by TAIC, resulting in the formation of a PHBV-PCL co-polymer, which improves the compatibility of the blend. The biodegradable polymer blends with high crystallinity and improved toughness prepared in this study are proposed to be used in sustainable packaging or other applications.

| S-EPMC7330898 | biostudies-literature

Preparation and Characterization of Porous Scaffolds Based on Poly(3-hydroxybutyrate) and Poly(3-hydroxybutyrate-co-3-hydroxyvalerate).

Project description:Poly(hydroxyalkanoates) (PHAs) with different material properties, namely, the homopolymer poly(3-hydroxybutyrate), P(3HB), and the copolymer poly(3-hydroxybutyrate-co-3-hydroxyvalerate, P(3HB-co-3HV), with a 3HV of 25 wt.%, were used for the preparation of porous biopolymeric scaffolds. Solvent casting with particulate leaching (SCPL) and emulsion templating were evaluated to process these biopolymers in porous scaffolds. SCPL scaffolds were highly hydrophilic (>170% swelling in water) but fragile, probably due to the increase of the polymer's polydispersity index and its high porosity (>50%). In contrast, the emulsion templating technique resulted in scaffolds with a good compromise between porosity (27-49% porosity) and hydrophilicity (>30% water swelling) and without impairing their mechanical properties (3.18-3.35 MPa tensile strength and 0.07-0.11 MPa Young's Modulus). These specifications are in the same range compared to other polymer-based scaffolds developed for tissue engineering. P(3HB-co-3HV) displayed the best overall properties, namely, lower crystallinity (11.3%) and higher flexibility (14.8% elongation at break. Our findings highlight the potency of our natural biopolyesters for the future development of novel porous scaffolds in tissue engineering, thanks also to their safety and biodegradability.

| S-EPMC8466055 | biostudies-literature

Enhancing anti-thrombogenicity of biodegradable polyurethanes through drug molecule incorporation.

Project description:Sufficient and sustained anti-thrombogenicity is essential for blood-contacting materials, because blood coagulation and thrombosis caused by platelet adhesion and activation on material surfaces may lead to functional failure and even fatal outcomes. Covalently conjugating antithrombogenic moieties into polymer, instead of surface modifying or blending, can maintain the anti-thrombogenicity of polymer at a high level over a time range. In this study, series of randomly crosslinked, elastic, biodegradable polyurethanes (PU-DPA) were synthesized through a one-pot and one-step method from polycaprolactone (PCL) diol, hexamethylene diisocyanate (HDI) and anti-thrombogenic drug, dipyridamole (DPA). The mechanical properties, hydrophilicity, in vitro degradation, and anti-thrombogenicity of the resultant PU-DPA polymers can be tuned by altering the incorporated DPA amount. The surface and bulk hydrophilicity of the polyurethanes decreased with increasing hydrophobic DPA amount. All PU-DPA polymers exhibited strong mechanical properties and good elasticity. The degradation rates of the PU-DPAs decreased with increasing DPA content in both PBS and lipase/PBS solutions. Covalently incorporating DPA into the polyurethane significantly reduced the platelet adhesion and activation compared to the polyurethane without DPA, and also can achieve sustained anti-thrombogenicity. The PU-DPA films also supported the growth of human umbilical vein endothelial cells. The attractive mechanical properties, blood compatibility, and cell compatibility of this anti-thrombogenic biodegradable polyurethane indicate that it has a great potential to be utilized for blood-contacting devices, and cardiovascular tissue repair and regeneration.

| S-EPMC6424506 | biostudies-literature

Intumescent Phosphorus and Triazole-Based Flame-Retardant Polyurethane Foams from Castor Oil.

Project description:Synthesis of a novel phosphorus and triazole-functionalized flame-retardant (FR) monomer (PTFM) using azide-alkyne "click" reaction between triprop-2-ynyl phosphate and 2-azidoethanol that can impart intumescent FR property to polyurethane foams (PUFs) has been reported. Polyurethane triazole foams (PUTFs) were prepared using the as-synthesized PTFM and a hydroxylated castor polyol with a hydroxyl value of ∼310 mg KOH/g for application as reactive FR rigid foams. PTFM and the castor polyol were characterized for structural elucidation using Fourier transform infrared and 1H, 13C, and 31P NMR. PUTFs with a varying loading content of PTFM were subjected to the lab-scale flame test, cone calorimetry test, Underwriters Laboratory 94 Vertical burning test (UL 94V), and limiting oxygen index (LOI) test. A significant increase in the char yields, reduction in heat release rates, V-1 rating, and 27% of LOI were observed for PUTFs compared to PUFs and proportional to the percentage loading of PTFM. The cumulative effect of nitrogen and phosphorus in PUTFs on their intumescent behavior was evident from the thermogravimetric analysis and scanning electron microscopy micrographs, which were further supplemented by X-ray photoelectron spectroscopy studies, indicating expulsion of N2 and overall improvement in compression strength as well. Such environment-friendly reactive FRs can be good replacements to the halogenated ones.

| S-EPMC6647972 | biostudies-literature

Production of poly(3-hydroxybutyrate-co-3-hydroxyhexanoate) from plant oil by engineered Ralstonia eutropha strains.

Project description:The polyhydroxyalkanoate (PHA) copolymer poly(3-hydroxybutyrate-co-3-hydroxyhexanoate) [P(HB-co-HHx)] has been shown to have potential to serve as a commercial bioplastic. Synthesis of P(HB-co-HHx) from plant oil has been demonstrated with recombinant Ralstonia eutropha strains expressing heterologous PHA synthases capable of incorporating HB and HHx into the polymer. With these strains, however, short-chain-length fatty acids had to be included in the medium to generate PHA with high HHx content. Our group has engineered two R. eutropha strains that accumulate high levels of P(HB-co-HHx) with significant HHx content directly from palm oil, one of the world's most abundant plant oils. The strains express a newly characterized PHA synthase gene from the bacterium Rhodococcus aetherivorans I24. Expression of an enoyl coenzyme A (enoyl-CoA) hydratase gene (phaJ) from Pseudomonas aeruginosa was shown to increase PHA accumulation. Furthermore, varying the activity of acetoacetyl-CoA reductase (encoded by phaB) altered the level of HHx in the polymer. The strains with the highest PHA titers utilized plasmids for recombinant gene expression, so an R. eutropha plasmid stability system was developed. In this system, the essential pyrroline-5-carboxylate reductase gene proC was deleted from strain genomes and expressed from a plasmid, making the plasmid necessary for growth in minimal media. This study resulted in two engineered strains for production of P(HB-co-HHx) from palm oil. In palm oil fermentations, one strain accumulated 71% of its cell dry weight as PHA with 17 mol% HHx, while the other strain accumulated 66% of its cell dry weight as PHA with 30 mol% HHx.

| S-EPMC3126409 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data