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基于二香草醛的聚氮杂甲亚胺:迈向生物基且无金属的π共轭聚合物

Divanillin-Based Polyazomethines: Toward Biobased and Metal-Free π-Conjugated Polymers.

作者信息

Garbay Guillaume, Giraud Lauriane, Gali Sai Manoj, Hadziioannou Georges, Grau Etienne, Grelier Stéphane, Cloutet Eric, Cramail Henri, Brochon Cyril

机构信息

Laboratoire de Chimie des Polymères Organiques (LCPO UMR 5629), CNRS-Université de Bordeaux-Bordeaux INP, 16 Avenue Pey-Berland, 33607 Pessac Cedex, France.

出版信息

ACS Omega. 2020 Mar 4;5(10):5176-5181. doi: 10.1021/acsomega.9b04181. eCollection 2020 Mar 17.

Abstract

Divanillin was synthesized in high yield and purity using Laccase from . It was then polymerized with benzene-1,4-diamine and 2,7-diaminocarbazole to form polyazomethines. Polymerizations were performed under microwave irradiation and without transition-metal-based catalysts. These biobased conjugated polyazomethines present a broad fluorescence spectrum ranging from 400 to 600 nm. Depending on the co-monomer used, polyazomethines with molar masses of around 10 kg·mol and with electronic gaps ranging from 2.66 to 2.85 eV were obtained. Furthermore, time-dependent density functional theory (TD-DFT) calculations were performed to corroborate the experimental results.

摘要

使用来自……的漆酶以高产率和高纯度合成了双香草醛。然后将其与对苯二胺和2,7 - 二氨基咔唑聚合以形成聚甲亚胺。聚合反应在微波辐射下进行,且无需基于过渡金属的催化剂。这些生物基共轭聚甲亚胺呈现出范围从400至600纳米的宽荧光光谱。根据所使用的共聚单体,获得了摩尔质量约为10 kg·mol且电子能隙范围为2.66至2.85 eV的聚甲亚胺。此外,进行了含时密度泛函理论(TD - DFT)计算以证实实验结果。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1bb8/7081409/c1fcf7498917/ao9b04181_0003.jpg

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