open access

https://hdl.handle.net/2115/96069

Synthesis and properties of biomass-based polymethacrylate comprising chitin-derived 2-acetamide-2-deoxyisosorbide as a repeat unit

英語

optical materials

2024-09-24

John Wiley & Sons

Polymer International

Synthesis and applications of biobased polymers have been extensively studied in order to reduce the use of petroleum-based polymers and likewise environmental load. Several biobased polymers have been produced on a commercial large scale to date. However, the lineup of biobased high-performance polymers with transparency and high glass transition temperature is inadequate and their development is a critical issue. In this article, we design a new biobased polymethacrylate comprising rigid cis-fused bicyclic 2-acetamide-2-deoxyisosorbide (ADI) as a repeat unit. We have recently invented catalytic transformation systems from chitin as a marine biomass to ADI as a new nitrogen-containing platform chemical. The ADI-based polymethacrylate is synthesized via free radical polymerization of the methacrylic acid ester of ADI initiated by (NH4)2S2O8 and N,N,N ',N '-tetramethylethylenediamine in dimethylsulfoxide-H2O mixed solvent. The molecular weight and its dispersity are estimated by size exclusion chromatography on the basis of polymethylmethacrylate standards. UV-visible spectroscopy demonstrates the high transparency of the polymer in the visible wavelength region. Differential scanning calorimetry analysis of the polymer clarifies the remarkably high glass transition temperature, compared with that of polymethylmethacrylate. The thermal decomposition temperature of the polymer is also evaluated by thermogravimetric analysis. On the basis of the favorable properties of the ADI-based polymer, the present study proposes it as a nitrogen-containing biobased polymer useful for real-world applications. (c) 2024 Society of Chemical Industry. A polymethacrylate comprising chitin-derived 2-acetamide-2-deoxyisosorbide (ADI) as a repeat unit is developed as a new biobased high-performance polymer. The UV-visible spectrum of the polymer indicates high transparency at 400-650 nm. DSC analysis suggests that the polymer shows high Tg at 168 degrees C, similar to those of isosorbide-based polymethacrylates. image

学術雑誌論文

Accepted Manuscript

This is the peer reviewed version of the following article: Synthesis and properties of biomass-based polymethacrylate comprising chitin-derived 2-acetamide-2-deoxyisosorbide as a repeat unit, which has been published in final form at 10.1002/pi.6701. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. This article may not be enhanced, enriched or otherwise transformed into a derivative work, without express permission from Wiley or by statutory rights under applicable legislation. Copyright notices must not be removed, obscured or modified. The article must be linked to Wiley’s version of record on Wiley Online Library and any embedding, framing or otherwise making available the article or pages thereof by third parties from platforms, services and websites other than Wiley Online Library must be prohibited.

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