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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

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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.

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| S-EPMC7563291 | biostudies-literature

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| S-EPMC8200243 | biostudies-literature

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

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| S-EPMC8399615 | biostudies-literature

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| S-EPMC7330898 | biostudies-literature

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

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| S-EPMC6424506 | biostudies-literature

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

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| 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

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