植物由来で強度・伸びに優れた分解可能なバイオベースポリマーの開発 ～植物油とアミノ酸より誘導したサステイナブル高機能材料～

2026-07-06 東京都立大学

図1 今回開発したバイオベースポリ（エステルアミド）と汎用プラスチック（ポリエチレンやポリプロピレンなど）との機械特性（引張強度と破断時伸び）の比較。一般的に破断するまでの強度と伸びは二律背反関係にある。

＜関連情報＞

• https://www.tmu.ac.jp/news/topics/38736.html
• https://pubs.acs.org/doi/10.1021/jacsau.6c00515

バイオベース脂肪族ポリ（エステルアミド）の合成、その熱特性、引張特性、およびエステル交換反応による選択的解重合 Synthesis of Biobased Aliphatic Poly(ester amide)s and Their Thermal, Tensile Properties, and Selective Depolymerization through Transesterification

Gaku Miyamoto,Mohamed Mehawed Abdellatif,Seiji Higashi,Kousaku Tao,Hiroki Takeshita,Hiroshi Hirano,and Kotohiro Nomura
JACS Au  Published: July 7, 2026
DOI:https://doi.org/10.1021/jacsau.6c00515

Abstract

Development of chemically recyclable biobased polymers has been an important subject in terms of circular economy. In this study, syntheses of high-molecular-weight poly(ester amide)s consisting of diesters of 10-undecenol with dicarboxylic acids containing succinamide linkage with two L-phenylalanine (PEA1, HPEA1), L-leucine (PEA2, HPEA2), L-valine (PEA3, HPEA3), L-alanine (PEA4, HPEA4), and β-alanine (PEA5) have been demonstrated by acyclic diene metathesis (ADMET) polymerization and subsequent tandem olefin hydrogenation. The ADMET polymerization afforded high-molar-mass amorphous unsaturated polymers (PEA1–4, M_n = 39800–49300) or semicrystalline polymer containing β-alanine (PEA5, melting temperature at 116.6, 134.4 °C); the tandem hydrogenation gave the saturated poly(ester amide)s (HPEA1–4) without decreases in the M_n values. Thermal properties in the resultant polymers were affected by M_n values and amino acids in the monomer unit. These polymer films display promising tensile properties (strength, elongation at break) that were affected by the amino acid substituent; the properties in the saturated poly(ester amide)s (HPEA1–4) were also affected by the M_n values and the method of preparation (solvent cast, hot press). The films containing L-alanine (PEA4, HPEA4) showed high tensile strengths (31.5, 40.2 MPa, respectively), whereas the L-leucine-based polymer (HPEA2) exhibited high elongation at break (706–1000%). Unsaturated L-phenylalanine-based polymer film (PEA1) displayed promising tensile (32.8 MPa, 684%), elastic, and self-healing properties; the elastic behavior through hysteresis experiments of 10 cycles using reused test specimen was precisely reproduced. These poly(ester amide)s were depolymerized by transesterification to afford diesters containing the succinamides, demonstrating a closed loop chemical recycling.