Sustainable synthesis of bio-based PTMEG and methane beyond the Reppe method

Zhu, Yue; Li, Bolong; Fang, Yuan; Zhao, Chen

doi:10.1039/d2gc01092e

Cited by 6 publications

(5 citation statements)

References 37 publications

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“…1). Zhao et al recently reported that PTMG could be synthesized from furfural as a potential biobased diol, 36 and we thus incorporated it as a soft segment to provide softness, which was important for the interfacial wettability of adhesives. The ratio of EG to PTMG was varied to adjust the structure and physiochemical properties of the PETFs.…”

Section: Resultsmentioning

confidence: 99%

Strong and Reusable Biobased Multiblock Copolyester Adhesives

Wang,

Gao,

Xie

et al. 2024

ACS Appl. Polym. Mater.

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The development of sustainable and recyclable adhesives simultaneously requiring high strength and ductility is challengeable. Herein, we synthesized furan ring-containing copolyesters as sustainable, strong, and tough adhesives. FTIR and 1 H NMR analyses confirmed the successful synthesis of copolyesters. Furthermore, structures and physiochemical properties of copolyesters were easily tunable by varying the feeding ratio of comonomers. The obtained copolyesters exhibited several interesting features as adhesives, which synergistically resulted in superior adhesion behavior, including high adhesion strength (12.60 MPa), satisfactory toughness (work of debonding = 2623 N m −1 ), wide temperature adaptability (adhesion strength = 8.23 MPa at −70 °C and 3.83 MPa at 100 °C), and excellent solvent resistance (9.27 MPa of adhesion strength in N,N-dimethylformamide after 24 h). The present work significantly advances and provides perspectives on the design of strong and tough sustainable adhesives.

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Section: Resultsmentioning

confidence: 99%

Strong and Reusable Biobased Multiblock Copolyester Adhesives

Wang,

Gao,

Xie

et al. 2024

ACS Appl. Polym. Mater.

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“…HMF is chemisorbed on the Pd surface in a flat-lying adsorption configuration over the parent Pd/C and FPhS–Pd/C, with both unsaturated furan and CO peaks red-shifted from 1030 and 1665 cm –1 to 970 and 1642 cm –1 , respectively, but the peak of saturated C–OH remains unchanged. , After H 2 –H 2 O activation, Pd/C still shows a flat-lying adsorption configuration, which matches with their observed catalytic overhydrogenation route. In contrast, FPhS–Pd/C shows a vertical adsorption configuration as indexed by the red shift of the C–OH peaks from 3422 to 3378 cm –1 and the unchanged furan and CO peaks. , It is apparent that Brønsted acidic H + prefers to attach the C–OH group via hydrogen-bonding interactions and simultaneously hinders the CO or furan-ring group from approaching the metal surface. To further distinguish the adsorption mode of CO and C–OH, an adsorption experiment of mixed MF and MFA was conducted (Figure S26).…”

Section: Resultsmentioning

confidence: 99%

“…In contrast, FPhS−Pd/C shows a vertical adsorption configuration as indexed by the red shift of the C−OH peaks from 3422 to 3378 cm −1 and the unchanged furan and C�O peaks. 63,64 It is apparent that Brønsted acidic H + prefers to attach the C−OH group via hydrogen-bonding interactions and simultaneously hinders the C�O or furanring group from approaching the metal surface. To further distinguish the adsorption mode of C�O and C−OH, an adsorption experiment of mixed MF and MFA was conducted (Figure S26).…”

Section: ■ Materials and Methodsmentioning

confidence: 91%

Catalytic Hydrodehydroxylation of Biomass-Related Chemicals via Water-Mediated Hydrogen Heterolysis over a Pd–S Interface

Deng,

Lu,

Sheng

et al. 2023

ACS Catal.

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Traditionally partial sulfur-poisoned Pd is used to enhance selectivity in hydrogenation reactions. Herein, we report that this type of catalyst can also display ultraselective hydrodehydroxylation of the C–OH group, which is important in synthesizing biomass-based fine chemicals. A series of thiol (i.e., 4-fluorobenzenethiol, 2,3,4,5,6-pentafluorobenzenethiol, and 1-hexanethiol)-modified Pd catalysts were fabricated and showed a high yield of 5-methyl furfural product formed from 5-hydroxymethyl furfural in H2/H2O at 100 °C. Furthermore, the catalysts also exhibit excellent catalytic performance in hydrogenative ring-opening reactions of furan alcohols (i.e., 5-methylfuran alcohol and furan alcohol) to the corresponding ketones (i.e., 2,5-hexanedione and cyclopentanone, respectively). Elucidation of the catalytic mechanism indicates that H2 is heterolytically activated on Pd–S as a frustrated Lewis pair to form H––Pd–S–H3O+ via a water-mediated pathway, which can selectively dehydroxylate the C–OH group and substantially promote these bifunctional catalytic reactions at the lowest reaction temperature compared to the literature. This study presents exciting bifunctional catalysis for challenging substrates by generating a transient H+–H– pair using thiol-modified metal catalysts in water.

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“…New route for the hydrogenation and decarbonylation of FA to synthesize bio-based THF. In order to solve the problems of severe carbon accumulation and deactivation and leaching of noble metal Pd and Pt catalysts during the decarbonylation of FA, Zhao et al 123 developed a novel and economically feasible green route for the synthesis of THF and thus for the corresponding PTMEG (Fig. 7).…”

Section: Bio-based 14-bdo and Thf Synthesismentioning

confidence: 99%