Jove
Visualize
お問い合わせ
JoVE
x logofacebook logolinkedin logoyoutube logo
JoVEについて
概要リーダーシップブログJoVEヘルプセンター
著者向け
出版プロセス編集委員会範囲と方針査読よくある質問投稿
図書館員向け
推薦の声購読アクセスリソース図書館諮問委員会よくある質問
研究
JoVE JournalMethods CollectionsJoVE Encyclopedia of Experimentsアーカイブ
教育
JoVE CoreJoVE BusinessJoVE Science EducationJoVE Lab Manual教員リソースセンター教員サイト
利用規約
プライバシーポリシー
ポリシー

関連する概念動画

Photochemical Electrocyclic Reactions: Stereochemistry01:26

Photochemical Electrocyclic Reactions: Stereochemistry

1.9K
The absorption of UV–visible light by conjugated systems causes the promotion of an electron from the ground state to the excited state. Consequently, photochemical electrocyclic reactions proceed via the excited-state HOMO rather than the ground-state HOMO. Since the ground- and excited-state HOMOs have different symmetries, the stereochemical outcome of electrocyclic reactions depends on the mode of activation; i.e., thermal or photochemical.
Selection Rules: Photochemical Activation
1.9K
Thermal and Photochemical Electrocyclic Reactions: Overview01:26

Thermal and Photochemical Electrocyclic Reactions: Overview

2.5K
Electrocyclic reactions are reversible reactions. They involve an intramolecular cyclization or ring-opening of a conjugated polyene. Shown below are two examples of electrocyclic reactions. In the first reaction, the formation of the cyclic product is favored. In contrast, in the second reaction, ring-opening is favored due to the high ring strain associated with cyclobutene formation.
2.5K
Pericyclic Reactions: Introduction01:17

Pericyclic Reactions: Introduction

8.6K
Pericyclic reactions are organic reactions that occur via a concerted mechanism without generating any intermediates. The reactions proceed through the movement of electrons in a closed loop to form a cyclic transition state, where rearrangement of the σ and π bonds yields specific products.
Pericyclic reactions can be classified into three categories: electrocyclic reactions, cycloaddition reactions, and sigmatropic rearrangements. Electrocyclic reactions and sigmatropic...
8.6K
Thermal Electrocyclic Reactions: Stereochemistry01:17

Thermal Electrocyclic Reactions: Stereochemistry

2.1K
The stereochemistry of electrocyclic reactions is strongly influenced by the orbital symmetry of the polyene HOMO. Under thermal conditions, the reaction proceeds via the ground-state HOMO.
Selection Rules: Thermal Activation
Conjugated systems containing an even number of π-electron pairs undergo a conrotatory ring closure. For example, thermal electrocyclization of (2E,4E)-2,4-hexadiene, a conjugated diene containing two π-electron pairs, gives trans-3,4-dimethylcyclobutene.
2.1K
π Molecular Orbitals of 1,3-Butadiene01:24

π Molecular Orbitals of 1,3-Butadiene

10.2K
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...
10.2K
Stability of Conjugated Dienes01:28

Stability of Conjugated Dienes

3.8K
Introduction
A comparison of the enthalpies of hydrogenation of dienes reveals that conjugated dienes release less heat on hydrogenation, rendering them more stable than their nonconjugated analogs.
3.8K

こちらも読む

関連記事

共著者、ジャーナル、引用グラフによってこの研究に関連する記事。

並び替え
Same author

Oxygen-Doped Nanographene as High-Performance Anode Material in Lithium-Ion Batteries.

Chemistry (Weinheim an der Bergstrasse, Germany)·2026
Same author

Amplified chiroptic response in a multi-helical penta-perylene structure.

Chemical science·2026
Same author

Making Fluorescent Nylon, Polypropylene, and Polystyrene Microplastics for In Vivo and In Vitro Imaging.

Microplastics (Basel, Switzerland)·2026
Same author

Strong Coupling in Orthogonal Nanographenes.

Chemistry (Weinheim an der Bergstrasse, Germany)·2026
Same author

Surface-Functionalized, Two-Dimensional Polymer Electrochromic Layers as Ultrafast, Multi-State Infrared Optical Gates.

Journal of the American Chemical Society·2026
Same author

Ion-Conductive Wires Form High-Performance All-Solid-State Polymer Electrolytes.

Journal of the American Chemical Society·2026

関連する実験動画

Updated: Oct 9, 2025

Effect of Bending on the Electrical Characteristics of Flexible Organic Single Crystal-based Field-effect Transistors
08:43

Effect of Bending on the Electrical Characteristics of Flexible Organic Single Crystal-based Field-effect Transistors

Published on: November 7, 2016

8.2K

ペリレンダイミドの歪曲による高性能有機電子材料

Cedric Schaack1, Austin M Evans1, Fay Ng1

  • 1Department of Chemistry, Columbia University, Havemeyer Mail Code 3130, 3000 Broadway, New York, New York 10027, United States.

Journal of the American Chemical Society
|December 23, 2021
PubMed
まとめ
この要約は機械生成です。

平面ペリレン二酸化物 (PDI) 分子を3D形状に変形させることで,有機電子装置が強化されます. この構造変更は,光学および電子特性を変更することにより,光伏,光検出器およびバッテリーの性能を改善します.

さらに関連する動画

Using Cyclic Voltammetry, UV-Vis-NIR, and EPR Spectroelectrochemistry to Analyze Organic Compounds
11:44

Using Cyclic Voltammetry, UV-Vis-NIR, and EPR Spectroelectrochemistry to Analyze Organic Compounds

Published on: October 18, 2018

26.9K
Low Pressure Vapor-assisted Solution Process for Tunable Band Gap Pinhole-free Methylammonium Lead Halide Perovskite Films
08:12

Low Pressure Vapor-assisted Solution Process for Tunable Band Gap Pinhole-free Methylammonium Lead Halide Perovskite Films

Published on: September 8, 2017

9.7K

関連する実験動画

Last Updated: Oct 9, 2025

Effect of Bending on the Electrical Characteristics of Flexible Organic Single Crystal-based Field-effect Transistors
08:43

Effect of Bending on the Electrical Characteristics of Flexible Organic Single Crystal-based Field-effect Transistors

Published on: November 7, 2016

8.2K
Using Cyclic Voltammetry, UV-Vis-NIR, and EPR Spectroelectrochemistry to Analyze Organic Compounds
11:44

Using Cyclic Voltammetry, UV-Vis-NIR, and EPR Spectroelectrochemistry to Analyze Organic Compounds

Published on: October 18, 2018

26.9K
Low Pressure Vapor-assisted Solution Process for Tunable Band Gap Pinhole-free Methylammonium Lead Halide Perovskite Films
08:12

Low Pressure Vapor-assisted Solution Process for Tunable Band Gap Pinhole-free Methylammonium Lead Halide Perovskite Films

Published on: September 8, 2017

9.7K

科学分野:

  • 有機電子 材料科学
  • 先進的な機能性有機分子

背景:

  • ペリレン二酸化物 (PDI) は有機電子の基本的な構成要素です.
  • 伝統的な PDI デザインは,コファシアル・スタッキングを促進するために平面構造に焦点を当てています.
  • 既存のPDIアーキテクチャは,デバイスの性能を制限しています.

研究 の 目的:

  • 材料の特性やデバイスの性能に対する PDI コアの歪みの影響を調査する.
  • PDIベースのシステムに歪曲を導入するための信頼性の高い方法を示す.
  • 次世代の有機電子機器のための3D PDI構造の可能性を強調する.

主な方法:

  • 歪んだPDI分子,オリゴーマー,およびポリマーの合成と特徴付け
  • 歪んだ材料の構造と性質の関係を調べる
  • 歪んだPDIを組み込んだ有機電子機器の製造と試験.

主要な成果:

  • 歪んだPDIは,平面的な同型と比較してユニークな光学および電子特性を示す.
  • ボウル形の歪みにより 効率的なシングレット核分裂材料が得られます
  • ヘリセンのような変形は 高いg因子で強いコットン効果を生み出します
  • 3D PDI構造は,有機光伏,光検出器,およびバッテリーの性能を大幅に向上させます.

結論:

  • 非平面,歪んだPDI構造は優れた光電子特性を提供します.
  • 歪んだPDIの3次元の性質は,デバイスのパフォーマンスの改善の鍵です.
  • この研究は,高性能な有機電子材料の設計に新しい道を開きます.