Enzymatically catalyzed furan-based copolyesters containing dilinoleic diol as a building block

Sokołowska, Martyna; Nowak-Grzebyta, Jagoda; Stachowska, E.; Miądlicki, Piotr; Zdanowicz, Magdalena; Michalkiewicz, Beata; Fray, Mirosława El

doi:10.1039/d3ra03885h

Cited by 7 publications

(9 citation statements)

References 45 publications

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“…Fully biobased PDF-DLF copolymer containing 70 wt% poly(decamethylene furanoate) (PDF) as the hard segments and 30 wt% poly(dilinoleic furanoate) (DLF) as the soft segments was successfully synthesized via temperature-varied two-step method in diphenyl ether using CAL-B as biocatalyst according to the protocol described in our previous paper [32]. In the aforementioned study, we also conducted a comprehensive assessment of the chemical structure, molecular weight, as well as thermal, and crystalline properties.…”

Section: Resultsmentioning

confidence: 99%

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Enzymatic Synthesis of Furan-Based Copolymers: Material Characterization and Potential for Biomedical Applications

Sokołowska,

Zarei,

El Fray

2023

Preprint

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Background: Today's growing demand for advanced and sustainable polyester materials is driven by an increasing awareness of the environmental impact of traditional materials, emphasizing the need for eco-friendly alternatives. Sustainability has become central in materials development, including biomedical field, where biobased and environmentally friendly solutions are rapidly growing field. Objectives: This research aims to comprehensively evaluate new enzymatically catalyzed furan-based copolymer, poly(decamethylene furanoate)-co-(dilinoleic furanoate) (PDF-DLF), with a 70-30 wt% hard-to-soft segment ratio. The study explores its performance across medical applications, with a particular focus on its potential as nanofibrous scaffolding materials. Materials and Methods: PDF-DLF was synthesized from biobased monomers using Candida antarctica lipase B (CAL-B) as the biocatalyst. Material characterization included dynamic mechanical thermal analysis (DMTA) to assess their mechanical behavior and thermal properties. Enzymatic degradation studies determined biodegradability while cytotoxicity tests established in vitro biocompatibility. The copolymer was electrospun into nanofibers, with SEM analyzing their morphology. Results: PDF-DLF displays mechanical and thermal properties indicating high storage modulus and two main temperature transitions. Enzymatic degradation studies and cytotoxicity assessments confirm biodegradability and in vitro biocompatibility. Successful electrospinning transforms the copolymer into nanofibers with diameters ranging from 500 to 700 nm. Conclusions: This study significantly advances sustainable polyesters with versatile processing capabilities. The successful electrospinning highlights its potential as a biodegradable scaffold for medical engineering, supported by biocompatibility and sufficient mechanical properties. It opens new opportunities for sustainable materials in critical biomedical industries, including tissue engineering.

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Section: Resultsmentioning

confidence: 99%

“…To produce poly(decamethylene furanoate)-co-(dilinoleic furanoate) (PDF-DLF) copolyester with a 70-30 wt.% hard to soft segment ratio, a two-step polycondensation reaction was carried out in diphenyl ether at different temperatures, following the protocol outlined in our prior study [32].…”

Section: Cal-b Catalyzed Polycondensationmentioning

confidence: 99%

Enzymatic Synthesis of Furan-Based Copolymers: Material Characterization and Potential for Biomedical Applications

Sokołowska,

Zarei,

El Fray

2023

Preprint

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“…Biodegradation behavior studies that mimic the environment are relevant not only to soils but also to assess the degradation of novel biobased polyesters in aquatic environments, recognizing the synthetic strength of 2,5-FDCA-based plastics within water masses. 280 Besides, 2,5-FDCA-based polyesters offer an effective solution to the sustainable economic and environmental problems caused by over-reliance on fossilbased goods. 160 As mentioned above, 2,5-FDCA-based polyesters like PEF, PBF, PPF, etc., are closer than ever to replacing traditional or petroleum/fossil-based polyesters like PET, PBT, PPT, etc., because of the large amount of biomass feedstock needed to produce cost-effective, high-tech 2,5-FDCA-based polyesters.…”

Section: Challenges and Future Prospectsmentioning

confidence: 99%

Section: Challenges and Future Prospectsmentioning

confidence: 99%

“…As mentioned above, 2,5-FDCA-based polyesters like PEF, PBF, PPF, etc., are closer than ever to replacing traditional or petroleum/fossil-based polyesters like PET, PBT, PPT, etc., because of the large amount of biomass feedstock needed to produce cost-effective, high-tech 2,5-FDCA-based polyesters. ,,,, Currently, biobased 2,5-FDCA polyesters and their copolymers have found their way into industrial applications, from common products to high-performance applications, owing to the advancement of biotechnology and increased public awareness. , But, despite these advances, several drawbacks have hindered the widespread industrialization and commercialization of biobased polyesters for large-scale applications . This is mostly due to cost and performance compared to their traditional counterparts, which remain identical but are still challenging for biobased 2,5-FDCA polyesters …”

Section: Challenges and Future Prospectsmentioning

confidence: 99%

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Recent Progress on Sustainable 2,5-Furandicarboxylate-Based Polyesters: Properties and Applications

Miah,

Dong,

Wang

et al. 2024

ACS Sustainable Chem. Eng.

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Polyesters based on 2,5-furandicarboxylic acid (2,5-FDCA) have attracted attention from both academia and industry as a new class of biobased polymers for the growing era of plastics. 2,5-FDCA-based polyesters are 100% renewable, and they are an alternative to petroleum-based or terephthalic acid (TPA)-based polyesters. Moreover, scientists and plastics experts have recognized bioplastics as an eco-friendly solution to developing cost-effective renewable plastics. The growth of the bioplastics market depends on a sustainable economy, population growth, and rapid changes in different polymers. Although a variety of auxiliaries have been practically used in recent years, the production of bioplastics from 2,5-FDCA monomers by oxidation of 5-hydroxymethylfurfural (HMF) is a relatively innovative field of research. This review focuses on the properties and applications of 2,5-FDCA-based polyesters in the packaging and coating industries for producing biobased postconsumer products. The manufacturability, excellent (thermal, mechanical, and barrier) features, and applications in various fields of available 2,5-FDCAbased homo-and copolyesters are discussed. Biobased 2,5-FDCA pure homo-and copolyesters have recently progressed with exceptional properties for their counterparts petroleum-based polyesters. In particular, the mechanical performance of 2,5-FDCAbased pure homopolyesters such as poly(ethylene 2,5-furandicarboxylate) (PEF) and poly(propylene 2,5-furandicarboxylate) (PPF) has the highest tensile strength (σ b ) values of 84.07 ± 4.43 and 90 ± 6 MPa, respectively, compared with other homopolyesters. On the other hand, 2,5-FDCA-based neat copolyesters like poly(ethylene 2,5-thiophenedicarboxylate) (PETF) and poly(ethylene-co-1,4-cyclohexanedimethylene 2,5-furandicarboxylate) (PECF) had maximum tensile strength (σ b ) values of 97−98 and 59−75 MPa, respectively, compared to other copolyesters. In addition, we also compared and observed the highest Young's modulus (E) values of pure PEF (5248 ± 328 MPa) and pure PPF (2460 ± 280 MPa) homopolyesters and of neat PETF (3100−3300 MPa) and neat PECF (1740−2300 MPa) copolyesters. Furthermore, the elongation at break (ε b ) values of pure poly(decylene furandicarboxylate) (PDF) (986 ± 82%) and pure poly(butylene 2,5-furandicarboxylate) (PBF) (368 ± 43%) homopolyesters and neat poly(pentylene furandicarboxylate) (PPeF) (1050 ± 200%) and neat poly(1,4-butanediol 2,5-thiophenedicarboxylate) (PBTF) (900 ± 84%) copolyesters had the highest values compared to other pure homo-and copolyesters. Finally, the results of the barrier improvement factor (BIFp) study showed that neat PPeF copolyesters had the highest values of O 2 (227 BIFp) and CO 2 (979 BIFp) compared to other pure homo-and copolyesters.

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Enzymatic synthesis of furan-based copolymers: Material characterization and potential for biomedical applications

Sokołowska,

Zarei,

El Fray

2024

Polim. Med.

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Background. Today's growing demand for advanced and sustainable polyester materials is driven by an increasing awareness of the environmental impact of traditional materials, emphasizing the need for eco-friendly alternatives. Sustainability has become central in materials development, including the biomedical area, where biobased and environmentally friendly solutions are a rapidly growing field.Objectives. This research aims to comprehensively evaluate a new enzymatically catalyzed furan-based copolymer, poly(decamethylene furanoate)-co-(dilinoleic furanoate) (PDF-DLF), with a 70-30 wt% hardto-soft segment ratio. Then, its performance across medical applications is explored, with a particular focus on its potential as a nanofibrous scaffolding material.Materials and methods. PDF-DLF was synthesized from biobased monomers using Candida antarctica lipase B (CAL-B) as the biocatalyst. Material characterization included dynamic mechan-ical thermal analysis (DMTA) to assess the mechanical behavior and thermal properties. Enzymatic degradation studies determined biodegradability, while cytotoxicity tests established in vitro biocompatibility. The copolymer was electrospun into nanofibers, with scanning electron microscopy (SEM) employed to analyze their morphology.Results. PDF-DLF displays mechanical and thermal properties indicating high storage modulus and 2 main temperature transitions. Enzymatic degradation studies and cytotoxicity assessments confirm biodegradability and in vitro biocompatibility. Electrospinning successfully transformed the copolymer into nanofibers with diameters ranging from 500 nm to 700 nm.Conclusions. This study significantly advances our understanding of sustainable polyesters with versatile processing capabilities. The successful electrospinning highlights its potential as a biodegradable scaffold for medical engineering, supported by biocompatibility and sufficient mechanical properties. It opens new opportunities for sustainable materials in critical biomedical industries, including tissue engineering.

show abstract

Enzymatically catalyzed furan-based copolyesters containing dilinoleic diol as a building block

Abstract: Enzymatically-catalyzed polycondensation as more environmentally friendly method for creating sustainable alternatives to traditional aromatic–aliphatic polyesters is a valuable step towards resource-efficiency optimization.

Cited by 7 publications

References 45 publications

Enzymatic Synthesis of Furan-Based Copolymers: Material Characterization and Potential for Biomedical Applications

Enzymatic Synthesis of Furan-Based Copolymers: Material Characterization and Potential for Biomedical Applications

Recent Progress on Sustainable 2,5-Furandicarboxylate-Based Polyesters: Properties and Applications

Enzymatic synthesis of furan-based copolymers: Material characterization and potential for biomedical applications

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