オリゴチオフェン・ブリッジド・コンジュガット・コヴァレンント・オーガニック・フレームワーク
Niklas Keller1, Derya Bessinger1, Stephan Reuter1
1Department of Chemistry and Center for NanoScience (CeNS), University of Munich (LMU) , Butenandtstraße 5-13, 81377 Munich, Germany.
Journal of the American Chemical Society
|June 7, 2017
まとめ
研究者らは有機電子機器のためのクォーターチオフェンベースの2D共性有機フレームワーク (2D-COF) を開発した. これらの新しい材料は,調節可能な電子特性を持ち,電荷移転状態の観測を可能にし,COFのアプリケーションを進めている.
科学分野:
- 材料科学
- 有機化学
- 固体物理学
背景:
- 二次元共性有機フレームワーク (2D-COF) は,有機エレクトロニクスの可能性を持つ結晶の多孔性材料です.
- オリゴチオフェンベースのCOF,特に横に結合したイミン結合型を構成することは困難でした.
- 2D-COFの電子特性を調整することは,光電子アプリケーションにとって極めて重要です.
研究 の 目的:
- 高結晶のクォーターチオフェン由来2D-COFの構築のための新しいビルディングブロック設計を開発する.
- imine-linked 2D-COFで調節可能な電子特性を達成する.
- これらの新しいCOF内の光学応答と電子状態を調査する.
主な方法:
- クアターチオフェン骨組みを基にした新しい非対称な構成要素の設計と合成.
- 新しいビルディングブロックを使用した2D-COFのシリーズ構築.
- 電子特性を研究し,電荷の移転状態を観察するための光学スペクトロスコーピー.
主要な成果:
- 調節可能な電子特性を持つ高結晶の2D-COFの合成に成功しました.
- COFサブユニット間の負荷移転状態が,イミネ結合全体で初めて観測された.
- 拡張されたビルディングブロックから順番の良いCOFを構築するための一般的な戦略の実証.
結論:
- 新しい非対称なビルディングブロックの設計は,インインリンクされた2D-COFの構築における以前の制限を克服します.
- 開発された2D-COFは,有機電子と光電子における応用が有望である.
- このアプローチは,2D-COF合成に適用できる分子の範囲を大幅に拡大します.
関連する概念動画
Structure of Conjugated Dienes
7.9K
Introduction
Conjugated dienes are compounds characterized by the presence of alternating double and single bonds. In a conjugated system like 1,3-butadiene, the unhybridized 2p orbital on each carbon overlaps continuously, allowing the π electrons to be delocalized across the entire molecule. In contrast, this type of overlap does not occur in cumulated and isolated dienes, such as 2,3-pentadiene and 1,4-pentadiene, respectively. Instead, the π electrons remain localized between the double...
Conjugated dienes are compounds characterized by the presence of alternating double and single bonds. In a conjugated system like 1,3-butadiene, the unhybridized 2p orbital on each carbon overlaps continuously, allowing the π electrons to be delocalized across the entire molecule. In contrast, this type of overlap does not occur in cumulated and isolated dienes, such as 2,3-pentadiene and 1,4-pentadiene, respectively. Instead, the π electrons remain localized between the double...
7.9K
Frost Circles for Different Conjugated Systems
4.0K
The inscribed polygon method is consistent with Hückel’s 4n + 2 rule and helps to learn whether the given cyclic compound is aromatic or not. The compound is stable and aromatic if every bonding molecular orbital (MO) is completely filled with a pair of electrons. However, if the non-bonding or antibonding orbitals are filled with electrons, the compound is unstable and not aromatic. Consider the Frost circle diagrams for cycloalkenes containing 4 to 8 carbons.
4.0K
Five-Membered Heterocyclic Aromatic Compounds: Overview
5.9K
Heterocyclic aromatic compounds are cyclic compounds that are aromatic and have one or more heteroatoms—atoms other than carbon, in the ring. Depending upon the number of atoms present in the ring, they can be either five or six-membered. Examples of five-membered heterocyclic aromatic compounds include pyrrole, furan, thiophene, and imidazole. Pyrrole consists of one nitrogen atom having one lone pair of electrons. Furan and thiophene have one oxygen and one sulfur heteroatom,...
5.9K
Organic Compounds
58.0K
All living things are formed mostly of carbon compounds called organic compounds. The category of organic compounds includes both natural and synthetic compounds that contain carbon. Although a single, precise definition has yet to be identified by the chemistry community, most agree that a defining trait of organic molecules is the presence of carbon as the principal element, bonded to hydrogen and other carbon atoms. However, some carbon-containing compounds such as carbonates, cyanides, and...
58.0K
π Molecular Orbitals of 1,3-Butadiene
12.3K
Conjugated dienes have lower heats of hydrogenation than cumulated and isolated dienes, making them more stable. The enhanced stabilization of conjugated systems can be understood from their π molecular orbitals.
The simplest conjugated diene is 1,3-butadiene: a four-carbon system where each carbon is sp2-hybridized and has an unhybridized p orbital that contains an unpaired electron. According to molecular orbital theory, atomic orbitals combine to form molecular orbitals such that the number...
The simplest conjugated diene is 1,3-butadiene: a four-carbon system where each carbon is sp2-hybridized and has an unhybridized p orbital that contains an unpaired electron. According to molecular orbital theory, atomic orbitals combine to form molecular orbitals such that the number...
12.3K
UV–Vis Spectroscopy of Conjugated Systems
8.6K
Organic compounds with conjugated double bonds show strong absorption features in the UV–visible region of the electromagnetic spectrum attributed to π → π* electronic excitations. Generally, a UV–vis absorption spectrum is recorded as a plot of absorbance vs wavelength. The wavelength of maximum absorbance, which manifests as a peak in the absorption spectrum, is denoted as λmax.
One of the factors influencing λmax is the extent of conjugation in...
One of the factors influencing λmax is the extent of conjugation in...
8.6K


