Synthesis of a Polyconjugated Polymer by Aldol Condensation of 2,5-Diformylfuran and Acetone

Chernyak, Mikhail Yu.; Kaygorodov, Konstantin L.; Tarabanko, Nikolay; Tarabanko, Valery E.; Черняк, М.Ю.; Кайгородов, К.Л.; Kondrasenko, Alexandеr A.; Maksimov, N. G.; Lutoshkin, Maxim A.; Павленко, Н. И.

doi:10.17516/1998-2836-0040

Cited by 3 publications

(2 citation statements)

References 15 publications

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“…This was especially apparent in the heat-cured formulations. Brown color development has previously been reported for oxidation reactions to produce difuranic compounds as well as polyconjugated condensation polymers made from DFF. , In the figure, CMSSP–DFF, CMSSP–CHDA, and TCAP–CHDA showed mild fish-eye defects while TCAP–DFF showed no defects. The substrates were cleaned with IPA before drawdown; however, the solvent may not have removed all surface contaminants for some panels.…”

Section: Resultsmentioning

confidence: 60%

Biobased, Nonisocyanate, 2K Polyurethane Coatings Produced from Polycarbamate and Dialdehyde Cross-linking

Silbert

Serum

LaScala

et al. 2019

ACS Sustainable Chem. Eng.

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Bioderived polycarbamates were cross-linked with petrochemically derived and biomass-derived dialdehydes to form nonisocyanate polyurethanes (NIPUs). The bioderived polycarbamates were synthesized from a soybean oilderived alkyd polyol and epoxidized sucrose soyate polyol via transcarbamoylation. The polycarbamates were cross-linked with 1,4-cyclohexanedicarboxaldehyde and 2,5diformylfuran (DFF) to form coatings under either laboratory ambient conditions or through an elevated temperature cure. The coatings were characterized spectroscopically, thermally, and via standard ASTM-coating characterizations. The coatings cured under ambient conditions had similar properties to those subjected to the elevated temperature cure. Ambient-cured coatings exhibited fast tack-free times, T g values from 67 to 96 °C, high hardness, and good solvent resistance; however, they were brittle and had poor adhesion on aluminum substrates. Coatings cured at elevated temperatures showed increases in T g values to 75−150 °C. Coatings on pretreated steel substrates had good adhesion. This study demonstrates the potential for bioderived DFF to function as a dialdehyde cross-linker to form NIPUs with bioderived carbamate functional resins resulting in a bioderived NIPU capable of ambient curing. Given the potential to form a multitude of aldehyde-functionalized furanic structures from 5-(hydroxymethyl)furfural, this increases the dialdehyde cross-linker options under consideration for formulation in bioderived NIPUs utilizing aldehyde-carbamate cross-linking.

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Section: Resultsmentioning

confidence: 60%

Biobased, Nonisocyanate, 2K Polyurethane Coatings Produced from Polycarbamate and Dialdehyde Cross-linking

Silbert

Serum

LaScala

et al. 2019

ACS Sustainable Chem. Eng.

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“…1. Введение Синтез новых полимеров из возобновляемого растительного сырья -интенсивно развивающаяся область исследований [1][2][3]. Левулиновая кислота и фуранальдегид являются одними из наиболее перспективных прекурсоров органического синтеза, получаемых в процессах химической переработки древесины [4,5].…”

Section: Introductionunclassified

Synthesis and Study of Water-Soluble Polymers Produced from Furfural and Levulinic Acid

Yu.¹,

E.²,

A.³

et al. 2018

J. Sib. Fed. Univ. Chem.

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Análisis FTIR sistemático de polímeros de Claisen-Schmidt

González

Benavides

et al. 2020

ingenierias

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Además de hacer por primera vez un análisis de las formas isoméricas posibles en los polímeros Claisen-Scmidt, se desarrolló una rutina en un software comercial con el cual fue posible asignar con precisión las bandas de FTIR de polímeros con variaciones de isomería química, estructural y estereoisoméricas, así como plantear el posible tipo de interacciones que se dan entre los polímeros y las nanopartículas de magnetita y ferrita de cobalto. El análisis se hizo en más de 20 polímeros y nanocompósitos, lo que sienta las bases para reconocer, ante una muestra desconocida, el tipo de polímero y su composición. Utilizando además otras técnicas como GPC, NMR y XPS, se pudo definir con exactitud las interacciones nanopartícula - polímero.

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Synthesis of a Polyconjugated Polymer by Aldol Condensation of 2,5-Diformylfuran and Acetone

Abstract: Pioneer synthesis of the product of aldol polycondensation between 2,5-diformylfuran and acetone is presented. The synthesis was accomplished by a direct reaction of diformylfuran and acetone in

Cited by 3 publications

References 15 publications

Biobased, Nonisocyanate, 2K Polyurethane Coatings Produced from Polycarbamate and Dialdehyde Cross-linking

Biobased, Nonisocyanate, 2K Polyurethane Coatings Produced from Polycarbamate and Dialdehyde Cross-linking

Synthesis and Study of Water-Soluble Polymers Produced from Furfural and Levulinic Acid

Análisis FTIR sistemático de polímeros de Claisen-Schmidt

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