Department of Chemistry, Institute of Chemistry of Renewable Resources, University of Natural Resources and Life Sciences Vienna (BOKU), Konrad-Lorenz-Strasse 24, Tulln3430, Austria.
Department of Bioproducts and Biosystems, Aalto University, Aalto0076, Finland.
Biomacromolecules. 2023 Jan 9;24(1):166-177. doi: 10.1021/acs.biomac.2c01022. Epub 2022 Dec 21.
The reductive amination of dialdehyde cellulose (DAC) with 2-picoline borane was investigated for its applicability in the generation of bioderived thermoplastics. Five primary amines, both aliphatic and aromatic, were introduced to the cellulose backbone. The influences of the side chains on the course of the reaction were examined by various analytical techniques with microcrystalline cellulose as a model compound. The obtained insights were transferred to a 39%-oxidized softwood kraft pulp to study the thermal properties of thereby generated high-molecular-weight thermoplastics. The number-average molecular weights () of the diamine celluloses, ranging from 60 to 82 kD, were investigated by gel permeation chromatography. The diamine celluloses exhibited glass transition temperatures () from 71 to 112 °C and were stable at high temperatures. Diamine cellulose generated from aniline and DAC showed the highest conversion, the highest (112 °C), and a narrow molecular weight distribution ( of 1.30).
研究了二醛纤维素 (DAC) 与 2-皮考啉硼烷的还原胺化反应,以考察其在生物衍生热塑性塑料制备中的适用性。将 5 种伯胺(包括脂肪族和芳香族)引入到纤维素主链上。通过各种分析技术(以微晶纤维素作为模型化合物)研究了侧链对反应过程的影响。将所得的见解应用于 39%氧化的软木牛皮纸浆,以研究由此生成的高分子量热塑性塑料的热性能。通过凝胶渗透色谱法测定二胺纤维素的数均分子量 (Mn),范围从 60 到 82 kD。二胺纤维素的玻璃化转变温度 (Tg) 从 71 到 112°C,在高温下稳定。由苯胺和 DAC 生成的二胺纤维素具有最高的转化率、最高的 Tg(112°C)和较窄的分子量分布(Mw/Mn = 1.30)。