Study of the octaethylporphyrin chromatic system with highly reversible spectral changes between visible and near-infrared regions

2016 Fiscal Year Final Research Report

• Project/Area Number: 26410039
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Multi-year Fund
• Section: 一般
• Research Field: Organic chemistry
• Research Institution: University of Toyama
• Principal Investigator: HIGUCHI HIROYUKI 富山大学, 大学院理工学研究部(理学), 教授 (00165094)
• Project Period (FY): 2014-04-01 – 2017-03-31
• Keywords: ポルフィリン / ジアセチレン / 可逆的変換 / π電子 / ルイス塩基 / スペーサー / スペクトル / 近赤外

Outline of Final Research Achievements

The diacetylene-group connected chromatic system of [octaethylporphyrin]-[spacer]-[Lewis base] (OEP-Spc-LB) was conclusively studied, in which a trigger-like interaction of the terminal LB with trifluoroacetic acid (TFA) dramatically affects the inherent electronic properties of OEP. The aim and goal of this research is to achieve a methodology for producing the desired electronic structures of OEP purposively, by choosing adequate pairs of Spc and LB. The spectral properties of these OEP derivatives were examined, and contemplated in view of a cooperative effect of Spc and LB on their OEP nucleus. Consequently, the structural elements for molecular design were proposed in order to improve their reversible spectral changes between neutral and acidic media in terms of sensitivity, stability, and visibility to TFA. Along the guideline of the molecular design, further investigations of the OEP derivatives composed of the higher π electron mobile Spc and the more basic LB are in progress.

Free Research Field

合成有機化学及び構造有機化学を基本とする機能性分子創出化学