Construction of assembled aromatic ring systems aimed for the organic electrochromic materials

2015 Fiscal Year Final Research Report

• Project/Area Number: 25810019
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Multi-year Fund
• Research Field: Organic chemistry
• Research Institution: Shinshu University
• Principal Investigator: SHOJI Taku 信州大学, 学術研究院理学系, 助教 (60581014)
• Project Period (FY): 2013-04-01 – 2016-03-31
• Keywords: アズレン / フェロセン / アリールアミン / 環化付加反応 / ドナー・アクセプターシステム / サイクリックボルタンメトリー / エレクトロクロミズム

Outline of Final Research Achievements

Novel aromatic compounds based on donor-acceptor systems were prepared by the [2+2]cycloaddition-retroelectrocyclization sequence of alkyne derivatives with tetracyanoethylene and 7,7,8,8-tetracyanoquinodimethane in good to excellent yield. Intramolecular CT absorption bands were found in UV/Vis spectra of the TCBD and DCNQ chromophores. Analyses by CV and DPV showed that the TCBD and DCNQ chromophores exhibited a reversible multi-stage reduction wave. TCBD and DCNQ derivatives exhibited significant color changes with high reversibility, attributable to the stabilization of anionic species during the electrochemical reaction.

Free Research Field

有機化学