用于容纳富勒伦和有机场效应晶体管的平面芳香配置的基替代N,S嵌入式异环烯
Ning Zhang1, Longfei Yang1, Wenhao Li1
1Department of Materials Science, Fudan University, Shanghai 200433, China.
Journal of the American Chemical Society
|November 7, 2022
概括
合成了和硫编的环素 (NS-Octulenes),并证明它们是平面有机半导体. 这些新材料在薄膜晶体管中表现出色,为先进的电子应用实现了高孔移动性.
科学领域:
- 有机化学
- 材料科学
- 超分子化学
背景情况:
- 由于其独特的结构,循环和异环作为有机半导体具有前景.
- 合成方面的挑战和有限的应用报告阻碍了它们的发展.
- 现有的类似物如Octulene和S-Octulene具有形的配置.
研究的目的:
- 用分支替代剂合成新的和硫化环烯 (NS-Octulenes).
- 研究它们的结构性,电子性和宿主-客的特性.
- 评估它们作为薄膜晶体管中的p型半导体的性能.
主要方法:
- 用特定的基替代物合成一系列NS-Octulenes (n=2,3,4).
- 结构分析显示完全共平面的芳香骨.
- 薄膜场效应晶体管 (TFT) 的制造和表征.
主要成果:
- 和硫原子的合并导致平面的异环结构,与形类似物不同.
- 作为有效的超分子宿主 (C60和C70),NS-Octulenes与C70的相互作用较强.
- 平面的NS-Octulenes表现出增加的HOMO/LUMO能量,适用于p型半导体,NS-Octulene-3在TFT中实现了0.86cm2V-1s-1的记录孔移动性.
结论:
- NS-Octulenes的平面结构和电子特性对于其半导体性能至关重要.
- 这些化合物代表了一种新型的高性能宏环多环芳 (PAH) 半导体.
- 这些发现为设计先进的有机半导体材料提供了洞察力.
更多相关视频
相关概念视频
Five-Membered Heterocyclic Aromatic Compounds: Overview
4.1K
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,...
4.1K
Aromatic Hydrocarbon Cations: Structural Overview
2.9K
Cycloheptatriene is a neutral monocyclic unsaturated hydrocarbon that consists of an odd number of carbon atoms and an intervening sp3 carbon in the ring. The three double bonds in the ring correspond to 6 π electrons, which is a Huckel number, and therefore satisfies the criteria of 4n + 2 π electrons. However, the intervening sp3 carbon disrupts the continuous overlap of p orbitals. As a result, cycloheptatriene is not aromatic.
Removing one hydrogen from the intervening CH2 group...
Removing one hydrogen from the intervening CH2 group...
2.9K
Aromatic Hydrocarbon Anions: Structural Overview
2.9K
Neutral hydrocarbons like cyclopentadiene with an odd number of carbon atoms and one intervening CH2 group in the ring are not aromatic. Cyclopentadiene with 4 π electrons does not satisfy the 4n + 2 π electron rule. Additionally, the intervening CH2 group is sp3 hybridized and lacks a vacant p orbital, thereby interrupting the overlap of p orbitals in a continuous manner and preventing the delocalization of π electrons throughout the ring.
Due to the absence of continuous...
Due to the absence of continuous...
2.9K
Criteria for Aromaticity and the Hückel 4n + 2 Rule
11.1K
Like benzene, cyclobutadiene and cyclooctatetraene are cyclic compounds with alternate single and double bonds. However, their chemical behavior differs from benzene, as they are unstable and not aromatic. So, what are the structural characteristics of unsaturated compounds categorized as aromatic?
For the first time, Eric Hückel, a German chemical physicist, derived a set of structural features for a compound to be classified as aromatic. This is now known as...
For the first time, Eric Hückel, a German chemical physicist, derived a set of structural features for a compound to be classified as aromatic. This is now known as...
11.1K
Frost Circles for Different Conjugated Systems
2.8K
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.
2.8K
Nomenclature of Aromatic Compounds with a Single Substituent
8.5K
Benzene is the simplest aromatic hydrocarbon or arene. The IUPAC names for simple monosubstituted benzene derivatives are derived by adding the substituent's name as a prefix to the parent benzene. For example, halobenzene, where the halogen could be fluoro (F), chloro (Cl), bromo (Br), and iodo (I).
8.5K


