Elastomeric copolyesters of ω-pentadecalactone and cyclohexylenedimethylene succinate obtained by enzymatic polymerization

Urpí, Lourdes; Alla, Abdelilah; Ilarduya, Antxon Martı́nez de

doi:10.1016/j.polymer.2022.125624

Cited by 8 publications

(3 citation statements)

References 58 publications

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“…In addition, an increasing number of aliphatic units ( r 1 ) is represented by an increasing blue gradient, while in contrast, the number of heteroaromatic units ( r 2 ) decreases (see Figure b). This random polymer arrangement generally occurs when the three monomers are polymerized together through transesterification. , …”

Section: Resultsmentioning

confidence: 99%

“…This random polymer arrangement generally occurs when the three monomers are polymerized together through transesterification. 38,39 Influence of Isomeric Substitution and Aliphatic Diol Chain Length on the Enzymatic Synthesis of Co-FPEs. The effect of the isomeric substitution of 2,5-and 2,4-DMFDCA isomers on the enzymatic synthesis of co-FPEs with aliphatic diol as the flexible spacer unit and 3,4-BHMF as a heteroaromatic comonomer was examined.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

“…This random polymer arrangement generally occurs when the three monomers are polymerized together through transesterification. 38 , 39 …”

Section: Resultsmentioning

confidence: 99%

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Enzymatic Synthesis of Copolyesters with the Heteroaromatic Diol 3,4-Bis(hydroxymethyl)furan and Isomeric Dimethyl Furandicarboxylate Substitutions

Silvianti,

Maniar,

Agostinho

et al. 2024

Biomacromolecules

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Polyesters from furandicarboxylic acid derivatives, i.e., dimethyl 2,5-furandicarboxylate (2,5-DMFDCA) and 2,4-DMFDCA, show interesting properties among bio-based polymers. Another potential heteroaromatic monomer, 3,4-bis-(hydroxymethyl)furan (3,4-BHMF), is often overlooked but holds promise for biopolymer synthesis. Cleaning and greening synthetic procedures, i.e., enzymatic polymerization, offer sustainable pathways. This study explores the Candida antarctica lipase B (CALB)-catalyzed copolymerization of 3,4-BHMF with furan dicarboxylate isomers and aliphatic diols. The furanic copolyesters (co-FPEs) with higher polymerization degrees are obtained using 2,4-isomer, indicating CALB's preference. Material analysis revealed semicrystalline properties in all synthesized 2,5-FDCA-based co-FPEs, with multiple melting temperatures (T m ) from 53 to 124 °C and a glass-transition temperature (T g ) of 9−10 °C. 2,4-FDCA-based co-FPEs showed multiple T m from 43 to 61 °C and T g of −14 to 12 °C; one of them was amorphous. In addition, all co-FPEs showed a two-step decomposition profile, indicating aliphatic and semiaromatic segments in the polymer chains.

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Section: Resultsmentioning

confidence: 99%

Section: ■ Results and Discussionmentioning

confidence: 99%

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Enzymatic Synthesis of Copolyesters with the Heteroaromatic Diol 3,4-Bis(hydroxymethyl)furan and Isomeric Dimethyl Furandicarboxylate Substitutions

Silvianti,

Maniar,

Agostinho

et al. 2024

Biomacromolecules

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Synthesis of ω‐Hydroxy Fatty Acid Alkyl Esters by Macrocyclic Lactones Alcoholysis Catalyzed by Homoleptic and Heteroleptic Zinc Aryloxides

Petrus,

Matuszak,

Kinzhybalo

2024

Chemistry An Asian Journal

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A series of zinc aryloxides, [Zn4(sal‐Me)8]‧2.5(C7H8) (1), [Zn4(sal‐Me)8]‧CH2Cl2 (2), [Zn4(μ3‐OR)2(sal‐R)6] (3) (for R = Me (0.51), Et (0.49)), [Zn4(μ3‐OMe)4(sal‐Me)4(HOMe)4] (4), [Zn(sal‐Me)2(py)2]∙THF (5), {[Zn(sal‐Me)2(tmbpy)]∙2(C6H5CH3)}n (6), [Zn2(sal‐Me)2(THF)2Cl2]∙0.5(C6H5CH3) (7), and [Zn4(μ3‐OMe)2(sal‐Me)4Cl2] (8) (Hsal‐Me = methyl salicylate, py = pyridine, tmbpy = 4,4ʹ‐trimethylenedipyridine) were obtained that have different nuclearities and central core topologies and contain ligands of different basicity and coordination abilities. Compounds 1–8 were synthesized in the reaction of Hsal‐Me with ZnEt2 in the presence or absence of additional MeOH or N‐donor ligands (py, tmbpy), as well as in the reaction of ZnCl2 and Hsal‐Me with different amounts of NaOMe in a mixture of THF/MeOH. The catalytic activity of 1–8 was tested in the syntheses of ω‐hydroxy fatty acid methyl esters by alcoholysis of pentadecanolide (PDL) and hexadecanolide (HDL). Compound 7 exhibited the highest catalytic activity in both reactions. Based on the crystal structure of 7, adding ZnCl2 to zinc aryloxides 1–6 and 8 was used as a novel approach to form enhanced‐activity molecular adducts for macrolactones alcoholysis.

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Bijel-based mesophotoreactor with integrated carbon nitride for continuous-flow photocatalysis

Allasia,

Nevskyi,

Marelli

et al. 2024

Chemical Engineering Journal

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Elastomeric copolyesters of ω-pentadecalactone and cyclohexylenedimethylene succinate obtained by enzymatic polymerization

Cited by 8 publications

References 58 publications

Enzymatic Synthesis of Copolyesters with the Heteroaromatic Diol 3,4-Bis(hydroxymethyl)furan and Isomeric Dimethyl Furandicarboxylate Substitutions

Enzymatic Synthesis of Copolyesters with the Heteroaromatic Diol 3,4-Bis(hydroxymethyl)furan and Isomeric Dimethyl Furandicarboxylate Substitutions

Synthesis of ω‐Hydroxy Fatty Acid Alkyl Esters by Macrocyclic Lactones Alcoholysis Catalyzed by Homoleptic and Heteroleptic Zinc Aryloxides

Bijel-based mesophotoreactor with integrated carbon nitride for continuous-flow photocatalysis

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