环烯及其四基衍生物的格拉姆尺度合成和导电性
Eiichi Kayahara1, Liansheng Sun1, Hiroaki Onishi1
1Institute for Chemical Research, Kyoto University , Uji 611-0011, Japan.
Journal of the American Chemical Society
|November 30, 2017
概括
研究人员在格拉姆尺度上合成了环烯 (CPP) 和其衍生物. 这些新材料显示出有前途的载体运输特性,可用于批量异质连接光伏.
科学领域:
- 有机化学
- 材料科学
- 纳米技术
背景情况:
- 环烯 (CPP) 是一种独特的富含碳的分子,在有机电子中具有潜在的应用.
- 开发可扩展的CPP合成路径对于其实际实施至关重要.
- 通过引入功能替代物,可以调整CPP的电子特性.
研究的目的:
- 开发基烯 (CPP) 和其四基衍生物的克尺度合成.
- 研究四基替代剂对 [10]CPP 的可溶性和特性的影响.
- 评估 [10]CPP及其衍生物在有机光伏中的潜在用途.
主要方法:
- 从基衍生物开始的七步合成.
- 关键步骤包括 cis 选择性 bis 添加,白金介导的二分化和还原性芳香化.
- 合成是在克尺度上进行的.
主要成果:
- 成功合成了 [10]CPP及其四基衍生物的克数量.
- 四基替代剂显著提高了 [10]CPP在常见有机溶剂中的溶解性.
- 首次测量了 [10]CPP薄膜的载体运输特性,显示出与已知材料相比具有竞争力的性能.
结论:
- 已经建立了 [10]CPP及其衍生品的强大和可扩展的合成途径.
- [10]CPP衍生品具有更好的溶解性和有前途的载体运输特性.
- 这些发现表明 [10]CPP衍生品可以作为大量异质连接光伏中的可行的n型活性层材料.
相关概念视频
Aromatic Hydrocarbon Cations: Structural Overview
4.0K
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...
4.0K
Aromatic Hydrocarbon Anions: Structural Overview
3.9K
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...
3.9K
Nomenclature of Alkynes
21.7K
Alkynes are unsaturated hydrocarbons characterized by the presence of carbon-carbon triple bonds and have a general formula CnH2n-2. The nomenclature of alkynes follows a set of rules similar to alkanes and alkenes; however, alkynes bear the suffix "-yne" instead of "-ane" or "-ene." There are two approaches to naming alkynes:
21.7K
Five-Membered Heterocyclic Aromatic Compounds: Overview
5.8K
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,...
5.8K
Stability of Substituted Cyclohexanes
15.8K
This lesson discusses the stability of substituted cyclohexanes with a focus on energies of various conformers and the effect of 1,3-diaxial interactions.
The two chair conformations of cyclohexanes undergo rapid interconversion at room temperature. Both forms have identical energies and stabilities, each comprising equal amounts of the equilibrium mixture. Replacing a hydrogen atom with a functional group makes the two conformations energetically non-equivalent.
For example, in...
The two chair conformations of cyclohexanes undergo rapid interconversion at room temperature. Both forms have identical energies and stabilities, each comprising equal amounts of the equilibrium mixture. Replacing a hydrogen atom with a functional group makes the two conformations energetically non-equivalent.
For example, in...
15.8K
Cycloalkanes
16.5K
Cycloalkanes are saturated cyclic hydrocarbons with carbon atoms arranged in the form of rings. They have two fewer hydrogen atoms than the corresponding acyclic alkane; therefore, their general formula is CnH2n. The structural formulas of cycloalkanes are simplified using the line-angle representation. The regular polygons are used to represent the cycloalkane rings, with each side representing a carbon-carbon bond.
The IUPAC nomenclature of cycloalkanes follows similar rules that apply to...
The IUPAC nomenclature of cycloalkanes follows similar rules that apply to...
16.5K


