Synthesis of Semicrystalline Long Chain Aliphatic Polyesters by ADMET Copolymerization of Dianhydro-D-glucityl bis(undec-10-enoate) with 1,9-Decadiene and Tandem Hydrogenation

Kojima, Mika; Abdellatif, Mohamed Mehawed; Nomura, Kotohiro

doi:10.3390/catal11091098

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Synthesis of Semicrystalline Long Chain Aliphatic Polyesters by ADMET Copolymerization of Dianhydro-D-glucityl bis(undec-10-enoate) with 1,9-Decadiene and Tandem Hydrogenation

by

Mika Kojima

,

Mohamed Mehawed Abdellatif

and

Kotohiro Nomura

^*

Department of Chemistry, Graduate School of Science, Tokyo Metropolitan University, 1-1 Minami Osawa, Tokyo 192-0397, Japan

^*

Author to whom correspondence should be addressed.

Catalysts 2021, 11(9), 1098; https://doi.org/10.3390/catal11091098

Submission received: 17 August 2021 / Revised: 7 September 2021 / Accepted: 10 September 2021 / Published: 12 September 2021

(This article belongs to the Special Issue Catalysis in Plastics for the 21st Century)

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Abstract

Acyclic diene metathesis (ADMET) copolymerization of dianhydro-D-glucityl bis(undec-10-enoate) (M1) with 1,9-decadiene (DCD) using ruthenium-carbene catalyst, RuCl₂(IMesH₂)(CH-2-OⁱPr-C₆H₄) [IMesH₂ = 1,3-bis(2,4,6-trimethylphenyl)imidazolin-2-ylidene, HG2], afforded unsaturated polyesters (M_n = 9300–23,400) under the optimized conditions. Subsequent tandem hydrogenation (H₂ 1.0 MPa, 50 °C) with the addition of a small amount of Al₂O₃ resulted in the saturated polymers having a melting temperature of 71.7–107.6 °C, depending on the molar ratio of M1 and DCD.

Keywords: olefin metathesis; polymerization; ruthenium catalyst; biobased; tandem synthesis; acyclic diene metathesis; copolymerization; hydrogenation

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MDPI and ACS Style

Kojima, M.; Abdellatif, M.M.; Nomura, K. Synthesis of Semicrystalline Long Chain Aliphatic Polyesters by ADMET Copolymerization of Dianhydro-D-glucityl bis(undec-10-enoate) with 1,9-Decadiene and Tandem Hydrogenation. Catalysts 2021, 11, 1098. https://doi.org/10.3390/catal11091098

AMA Style

Kojima M, Abdellatif MM, Nomura K. Synthesis of Semicrystalline Long Chain Aliphatic Polyesters by ADMET Copolymerization of Dianhydro-D-glucityl bis(undec-10-enoate) with 1,9-Decadiene and Tandem Hydrogenation. Catalysts. 2021; 11(9):1098. https://doi.org/10.3390/catal11091098

Chicago/Turabian Style

Kojima, Mika, Mohamed Mehawed Abdellatif, and Kotohiro Nomura. 2021. "Synthesis of Semicrystalline Long Chain Aliphatic Polyesters by ADMET Copolymerization of Dianhydro-D-glucityl bis(undec-10-enoate) with 1,9-Decadiene and Tandem Hydrogenation" Catalysts 11, no. 9: 1098. https://doi.org/10.3390/catal11091098

APA Style

Kojima, M., Abdellatif, M. M., & Nomura, K. (2021). Synthesis of Semicrystalline Long Chain Aliphatic Polyesters by ADMET Copolymerization of Dianhydro-D-glucityl bis(undec-10-enoate) with 1,9-Decadiene and Tandem Hydrogenation. Catalysts, 11(9), 1098. https://doi.org/10.3390/catal11091098

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Synthesis of Semicrystalline Long Chain Aliphatic Polyesters by ADMET Copolymerization of Dianhydro-D-glucityl bis(undec-10-enoate) with 1,9-Decadiene and Tandem Hydrogenation

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