Alkylated alkali lignin for compatibilizing agents of carbon fiber reinforced plastics with polypropylene

金沢大学理工研究域生命理工学系As an alternative to petroleum-based compatibilizing agents, we developed lignin derivatives for compatibilizing agents of carbon fiber-reinforced plastics that have thermoplasticity. In this study, alkyl chains were introduced into alkali lignin at various ratios to optimize the compatibility of the lignin derivatives with both polypropylene and carbon fiber. The interfacial shear strength between the two materials was improved from 8.2 to 17.2 MPa by mixing with the optimized lignin derivative. The value is comparable to that achieved with a typical petroleum-based compatibilizing agent (18.3 MPa).Embargo Period 6 monthsThis paper has supplementary information

Chiroptical switching system based on the host–guest interaction between metal cations and poly(phenylacetylene)s bearing polycarbohydrate ionophore

International audienc

多成分連結反応を活用した生物由来モノマーの配列制御重合

金沢大学理工研究域自然システム学系高分子化合物の配列制御を人工的に行うことにより、新しい高分子材料の可能性が引き出されると期待されている。本研究では多成分連結反応を活用することで、高分子化合物上での生物由来資源の配列制御に挑んだ。その結果、アミノ酸から誘導したビスカルボン酸、ビスイソシアニド、アルデヒド（さらには、Ugi反応の場合にはアミン）モノマー間の反応を行い、多成分連結重合が進行することが判明した。上記と並行し、生物由来モノマーの活用として、リグニン誘導体の活用も併せて行った。その結果、リグニン誘導物質が多成分連結反応の反応場として有用である事が判明し、配列制御に繋がる高分子反応が可能であった。In this work, the multi-component reactions (MCRs) were utilized for polymer synthesis in order to synthesize sequence-controlled polymers. For this, isocyanide-based MCRs such as the Passerini and the Ugi reactions were conducted with amino acid derived monomers, which enabled at least their oligomeriations. In addition, lignin-derived chemicals, such as vanillin and syringaldehyde, were successfully combined with MCR-based polymer synthesis. As a result, the successful Kabachnik-Fields three component reaction of the polymers featuring vanillin and syringaldehyde proceeded with a practically perfect consumption of the starting aldehydes, essentially affording polymeric α-amino phosphonates. These results should pave the way toward sequence-regulated constructions of polymers starting from bio-renewable compounds.研究課題/領域番号:16K17912, 研究期間(年度):2016-04-01 - 2018-03-3

Synthesis, Inversion, and Chiral Discrimination of Helical Polymers Based on the Host-guest Complexation

International audienc

Thermoresponsive On−Off Switching of Chiroptical Property Induced in Poly(4‘-ethynylbenzo-15-crown-5)/α-Amino Acid System

International audienc

Efficient Multicomponent Postpolymerization Modification Based on Kabachnik-Fields Reaction

A Kabachnik-Fields postpolymerization modification reaction (KF-PMR) was conducted on poly­(4-vinyl benzaldehyde) (poly­(St-CHO)) with amines and phosphites. Successful KF-PMR was demonstrated by precise structural analysis of the obtained polymers and kinetic investigation of the KF-PMR processes, making it a powerful tool for postpolymerization modifications that lead to α-amino phosphonates as side groups

Changing the Reactivity of Polymeric Activated Esters by Temperature: On–Off Switching of the Reactivity of Poly(4-acryloxyphenyldimethylsulfonium triflate)

RAFT polymerization of 4-acryloxyphenyldimethylsulfonium triflate (SR-AEM) using pentafluorophenyl-(4-phenylthiocarbonylthio-4-cyanovalerate) as the chain transfer agent and AIBN as a radical source in acetonitrile at 90 °C yielded poly­(4-acryloxyphenyldimethylsulfonium triflate) (poly­(SR-AEM))­s in high yields with well-controlled molecular weights and polydispersity indices. The reactive polymer poly­(SR-AEM) was converted using an excess amount of amines, e.g., isopropylamine yielding predominantly poly­(<i>N-</i>isopropylacrylamide) with defects of poly­(4-acryloxyphenyl methylsulfide) in a minor ration of less than 16%. Furthermore, poly­(SR-AEM) could be converted by thermo-triggered release of methyl group at dimethylsulfonium ion group to afford poly­(4-acryloxyphenyl methylsulfide) (poly­(APM)) as proved by ¹H NMR measurements, which did not react with amines anymore. To the best of our knowledge, this represents the first temperature-induced “on–off switching” of the reactivity of an activated ester by using 4-dimethylsulfonim phenol as the stimuli-responsive leaving group

Host-guest complexation-triggered chiroptical change of poly(phenylacetylene)s bearing binaphthocrown ether moieties on the main chain

International audienc

Synthesis and Helicity Induction of Poly(phenylacetylene) Derivatives Bearing a Crown Cavity on the Main Chain

International audienc

Efficient Anion Recognition Property of Three Dimensionally Clustered Amide Groups Organized on a Poly(phenylacetylene) Backbone

International audienc