Recent advances in the development of green furan ring-containing polymeric materials based on renewable plant biomass

Karlinskii, Bogdan Ya.; Ananikov, Valentine P.

doi:10.1039/d2cs00773h

Cited by 61 publications

(25 citation statements)

References 387 publications

(304 reference statements)

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“…In addition, the heterogeneous substitution effect has significant leading importance for the pattern and synthesis of innovative maximum glass-transition temperature (T g ) or novel superior gas barrier substances. 96 Similar thermal oxidative stability and thermal stability were found. Further, poly(diethylene glycol 2,5-furandicarboxylate) (PDeF) and poly(pentylene 2,5furandicarboxylate) (PPeF) are two model polyesters with very similar backbone structures; that is why their T g exhibits a significantly increased order.…”

Section: Role Of Poly(propylene 25-furandicarboxylate) (Ppf)supporting

confidence: 59%

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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Section: Role Of Poly(propylene 25-furandicarboxylate) (Ppf)supporting

confidence: 59%

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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“…[1][2][3][4] Furfurals, which are versatile platform molecules derived from renewable lignocellulose present in agricultural wastes, [5][6][7][8] have proven to be of great importance for the preparation of value-added chemicals, biofuels, as well as monomers for materials science. [9][10][11][12][13][14][15] In this context, their functionalization is fundamental to further improve their inclusion in fine organic synthesis and industrial processes. For this reason, in recent years, innovative protocols for the formation of new bonds on furfural derivatives have been developed.…”

Section: Introductionmentioning

confidence: 99%

C3-Alkylation of Furfural Derivatives by Continuous Flow Homogeneous Catalysis

Kinkutu

Louis

Roy

et al. 2023

Preprint

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The C3-functionalization of furfural using homogeneous ruthenium catalysts requires the pre-installation of an ortho-directing imine group, as well as high temperatures, which did not allow scaling up, at least under batch conditions. In order to design a safer process, we set out to develop a continuous flow process specifically for the C3-alkylation of furfural (Murai reaction). The transposition of a batch process to a continuous flow process is often costly in terms of time and reagents. Therefore, we chose to proceed in two steps: the reaction conditions were first optimized using a laboratory-built pulsed-flow system to save reagents. The optimized conditions in this pulsed-flow mode were then successfully transferred to a continuous flow reactor. In addition, the versatility of this continuous flow device allowed both steps of the reaction to be carried out, namely the formation of the imine directing group and the C3-functionalization with some vinylsilanes and norbonene.

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“…The conversion of biomass derivatives into value-added products is one of the key branches of green chemistry and of the development of a sustainable chemical industry [ 1 – 4 ]. Furfurals, which are versatile platform molecules derived from renewable lignocellulose present in agricultural wastes [ 5 – 8 ], have proven to be of great importance for the preparation of value-added chemicals, biofuels, as well as monomers for materials science [ 9 – 15 ]. In this context, their functionalization is fundamental to further improve their inclusion in fine organic synthesis and industrial processes.…”

Section: Introductionmentioning

confidence: 99%

C3-Alkylation of furfural derivatives by continuous flow homogeneous catalysis

Kinkutu¹,

Louis²,

Roy³

et al. 2023

Beilstein J. Org. Chem.

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The C3-functionalization of furfural using homogeneous ruthenium catalysts requires the preinstallation of an ortho-directing imine group, as well as high temperatures, which did not allow scaling up, at least under batch conditions. In order to design a safer process, we set out to develop a continuous flow process specifically for the C3-alkylation of furfural (Murai reaction). The transposition of a batch process to a continuous flow process is often costly in terms of time and reagents. Therefore, we chose to proceed in two steps: the reaction conditions were first optimized using a laboratory-built pulsed-flow system to save reagents. The optimized conditions in this pulsed-flow mode were then successfully transferred to a continuous flow reactor. In addition, the versatility of this continuous flow device allowed both steps of the reaction to be carried out, namely the formation of the imine directing group and the C3-functionalization with some vinylsilanes and norbonene.

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Recent advances in the development of green furan ring-containing polymeric materials based on renewable plant biomass

Abstract: Recent advances in sustainable bio-based furanic materials are highlighted with a focus on structural and functional diversity, connected to practical applications of both linear and branched polymer types.

Cited by 61 publications

References 387 publications

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

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

C3-Alkylation of Furfural Derivatives by Continuous Flow Homogeneous Catalysis

C3-Alkylation of furfural derivatives by continuous flow homogeneous catalysis

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