デンドロニズドペリレンビシミドの自己組み立てにより,複雑な螺旋状の柱を形成する
Virgil Percec1, Mihai Peterca, Timur Tadjiev
1Roy & Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, USA. percec@sas.upenn.edu
Journal of the American Chemical Society
|June 25, 2011
まとめ
デンドロニズドペリレンビシミドは,自己組み立てにより,順番に並んだ柱状の相を形成する. 分子配列は,テトラメリックまたはヘリケール形であっても,リンク器の長さに依存し,有機電子学の潜在力に影響を与えます.
科学分野:
- 材料科学 材料科学とは
- 超分子化学 超分子化学
- オーガニック・エレクトロニクス
背景:
- ペリレン3,4:9,10-テトラカルボキシル酸ビシミド (PBIs) は,重要な有機半導体である.
- デンドロニゼーションは,PBIの自己組み立てと材料特性を制御する経路を提供します.
- 構造と性質の関係を理解することは,高度なアプリケーションの鍵です.
研究 の 目的:
- 第1世代のデンドロニズドPBIsのシリーズを合成し,特徴づけること.
- メチレン単位の長さ (m) が自己組み立て行動に及ぼす影響を調査する.
- オーガニック・エレクトロニクスにおけるこれらの材料の潜在能力を探求する.
主な方法:
- 異なる"m"値で (3,4,5) 12G1-m-PBIを合成する.
- 微分スキャン熱計 (DSC) とX線微分を用いた構造分析.
- 固体 (1) H NMRとオリエンテッドサンプルでの分子モデリング.
主要な成果:
- 高温自己組み立ては,2D六角形の柱状相を生成する.
- 低温の自己組み立ては,3Dの柱状配列を形成します:オーソロンビック (m=0,2,3,4) とモノクリニック (m=1).
- オーソロンビック・フェーズは,分子指向が異なるテトラメリック・ユニットを特徴としており,モノクリニック・フェーズは,分子が並んだ螺旋状の繰り返しを示している.
結論:
- メチレン結合体の長さは,柱状の自己組み立て構造を大きく左右する.
- モノクリニックの螺旋状構造 (m=1) は,他の相と比較して強化された π スタッキングを促進します.
- これらの発見は,有機電子機器と太陽電池のためのデンドロニズドPBIsの設計に関連しています.
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