Delliere Pierre, Pizzi Antonio, Guigo Nathanael
Institut de Chimie de Nice, Université Côte d'Azur, CNRS, UMR 7272, 06108 Nice, France.
LERMAB-ENSTIB, University of Lorraine, 27 rue Philippe Seguin, 88000 Epinal, France.
Polymers (Basel). 2023 Mar 31;15(7):1745. doi: 10.3390/polym15071745.
Poly(furfuryl alcohol) is a thermostable biobased thermoset. The polymerization of furfuryl alcohol (FA) is sensitive to a number of side reactions, mainly the opening of the furan ring into carbonyl species. Such carbonyls can be used to introduce new properties into the PFA materials through derivatization. Hence, better understanding of the furan ring opening is required to develop new applications for PFA. This article studies the structural discrepancies between a PFA prepared in neat conditions versus a PFA prepared in aqueous conditions, i.e., with more carbonyls, through NMR and MALDI ToF. Overall, the PFA prepared in water exhibited a structure more heterogeneous than the PFA prepared in neat conditions. The presence of ketonic derivatives such as enols and ketals were highlighted in the case of the aqueous PFA. In this line, the addition of water at the beginning of the polymerization stimulated the production of aldehydes by a factor two. Finally, the PFA prepared in neat conditions showed terminal lactones instead of aldehydes.
聚糠醇是一种热稳定的生物基热固性材料。糠醇（FA）的聚合对许多副反应敏感，主要是呋喃环开环生成羰基化合物。这些羰基可通过衍生化用于将新性能引入聚糠醇材料中。因此，为了开发聚糠醇的新应用，需要更好地理解呋喃环开环反应。本文通过核磁共振（NMR）和基质辅助激光解吸电离飞行时间质谱（MALDI ToF）研究了在纯态条件下制备的聚糠醇与在水性条件下（即含有更多羰基）制备的聚糠醇之间的结构差异。总体而言，在水中制备的聚糠醇比在纯态条件下制备的聚糠醇结构更不均匀。在水性聚糠醇的情况下，烯醇和缩酮等酮类衍生物的存在得到了突出显示。在这方面，聚合开始时加入水使醛的生成量增加了一倍。最后，在纯态条件下制备的聚糠醇显示出末端内酯而非醛。
