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Chemoenzymatic synthesis of amylose-grafted polyacetylene by polymer reaction manner and its conversion into organogel with DMSO by cross-linking

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Abstract

This paper reports chemoenzymatic synthesis of amylose-grafted polyacetylene according to the following polymer reaction manner. At first, the amine-functionalized polyacetylene was prepared by the Rh-catalyzed copolymerization of a protected amine-substituted acetylene monomer (tert-butyl propargylcarbamate) with N-propargylethanamide, followed by deprotection process. Then, the maltooligosaccharide chains were introduced on the polyacetylene by the reaction with maltoheptaose lactone. Finally, the phosphorylase-catalyzed enzymatic polymerization from the oligosaccharides on the produced polyacetylene was performed using α-d-glucose 1-phosphate as a monomer to give the polyacetylene having amylose graft-chains. Furthermore, the cross-linking reaction of the remaining amino-groups on the amylose-grafted polyacetylene with hexamethylene diisocyanate was carried out in DMSO to give the insoluble material, which formed the organogel with DMSO. The mechanical property of the gel was evaluated by compressive stress–strain measurement.

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Acknowledgments

The authors are indebted to Ezaki Glico Co. Ltd, Osaka for the gift of phosphorylase. J. K. acknowledges the financial support from the Asahi Glass Foundation.

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Authors and Affiliations

  1. Department of Nanostructured and Advanced Materials, Graduate School of Science and Engineering, Kagoshima University, 1-21-40 Korimoto, Kagoshima, 890-0065, Japan

    Yousuke Sasaki, Yoshiro Kaneko & Jun-ichi Kadokawa

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  1. Yousuke Sasaki
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  2. Yoshiro Kaneko
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  3. Jun-ichi Kadokawa
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Correspondence to Jun-ichi Kadokawa.

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Sasaki, Y., Kaneko, Y. & Kadokawa, Ji. Chemoenzymatic synthesis of amylose-grafted polyacetylene by polymer reaction manner and its conversion into organogel with DMSO by cross-linking. Polym. Bull. 62, 291–303 (2009). https://doi.org/10.1007/s00289-008-0025-8

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  • DOI: https://doi.org/10.1007/s00289-008-0025-8

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