通过对映选择性聚合制备的光学活性聚[2-（-丁基）苯胺]纳米纤维

Optically Active Poly[2-(-butyl)aniline] Nanofibers Prepared via Enantioselective Polymerization.

作者信息

Shalibor Abdolrahman, Modarresi-Alam Ali Reza, Kaner Richard B

机构信息

Organic and Polymer Research Laboratory, Department of Chemistry, Faculty of Science, and Renewable Energies Research Institute, University of Sistan and Baluchestan, Zahedan, 9816745785, Iran.

Department of Chemistry and Biochemistry, Department of Materials Science and Engineering and the California NanoSystems Institute, University of California, Los Angeles, Los Angeles, California 90095-1569, United States.

出版信息

ACS Omega. 2018 Dec 31;3(12):18895-18905. doi: 10.1021/acsomega.8b02050.

DOI:10.1021/acsomega.8b02050

PMID:31458451

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6644067/

Abstract

In this paper, we present a new synthetic route to produce optically active nanofibers of poly[2-(-butyl) aniline] (PSBA). Optically active PSBA nanofibers were produced by in situ chemical oxidative polymerization of a racemic monomer, (±)-2--buthylaniline, in the presence of 1.5 M (+)- or (-)-camphor sulfonic acid (HCSA) with a monomer concentration of 0.025 M at 0 °C. The mirror-imaged circular dichroism spectra of both PSBA/(+)HCSA and PSBA/(-)HCSA show that the two polymers are optically active enantiomers, and in this condition, the chemical oxidation of 2SBA is enantioselective polymerization. The produced polymer has a uniform nanofibrillar morphology with an average diameter of 55 nm according to scanning electron microscopy and a number average molecular weight of 4680 g/mol as determined by gel permeation chromatography.

摘要

在本文中，我们提出了一种制备聚[2-（-丁基）苯胺]（PSBA）光学活性纳米纤维的新合成路线。通过在0℃下，以外消旋单体（±）-2-丁基苯胺为原料，在1.5M（+）-或（-）-樟脑磺酸（HCSA）存在下，单体浓度为0.025M的条件下进行原位化学氧化聚合反应，制备出了光学活性PSBA纳米纤维。PSBA/（+）HCSA和PSBA/（-）HCSA的镜像圆二色光谱表明，这两种聚合物是光学活性对映体，在这种条件下，2SBA的化学氧化是对映选择性聚合反应。根据扫描电子显微镜，所制备的聚合物具有均匀的纳米纤维形态，平均直径为55nm，通过凝胶渗透色谱法测定其数均分子量为4680g/mol。