含皮拉的乙烯型分子带,最多有16个直线排列的化芳香环
Baoxiang Gao1, Ming Wang, Yanxiang Cheng
1State Key Laboratory of Polymer Physics and Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, PR China.
Journal of the American Chemical Society
|June 11, 2008
概括
研究人员合成了具有可调节的n型半导体特性的新型乙烯类联分子. 较长的分子结构和更多的pyrazine单位增强了电子亲和力和稳定性,显示了电子应用的前景.
科学领域:
- 有机化学 有机化学
- 材料科学 材料科学 材料科学
- 固态物理 固态物理
背景情况:
- 乙烯类分子在有机电子学中至关重要.
- 开发稳定的n型有机半导体仍然是一个挑战.
研究的目的:
- 合成和表征新型乙烯类型与氨酸单元结合的分子.
- 研究分子结构和n型半导体特性之间的关系.
- 评估它们对有机电子应用的潜力.
主要方法:
- 通过凝结合合成1,2-二胺和1,2-二基.
- 光谱分析 (UV-vis,1H NMR) 用于确定分子结构和聚合.
- 电化学分析 (循环电压测量) 用于评估电子性能.
主要成果:
- 成功合成了含有pyrazine的乙烯衍生物 (1-5).
- 能量差距随着分子长度的增加而减少,表明了良好的电子移位.
- 随着分子长度和pyrazine单位的增加,N型属性得到改善,LUMO水平从-3.24 转移到-3.78 eV.
- 聚合倾向随着分子长度的增加而增加,但t-丁基减轻了这一点.
结论:
- 这些基于pyrazine的烯衍生物具有可调节的n型半导体特性.
- 它们的高电子亲和力,稳定性和可修改性使它们成为下一代有机电子产品的前景.
相关概念视频
Aromatic Hydrocarbon Cations: Structural Overview
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 with both...
Removing one hydrogen from the intervening CH2 group with both...
Five-Membered Heterocyclic Aromatic Compounds: Overview
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, respectively.
Aromatic Hydrocarbon Anions: Structural Overview
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 overlap of p...
Due to the absence of continuous overlap of p...
Nomenclature of Aryl and Heterocyclic Amines
The simplest aromatic amine is phenylamine, which contains an –NH2 functionality directly attached to an aromatic ring. The name aniline is designated for this skeleton. As shown in Figure 1, the common names of the functionalized anilines involve prefixes ortho-, meta-, and para- to indicate the substitution position. Different functionalized aniline derivatives also have notable trivial names.
Basicity of Heterocyclic Aromatic Amines
Heterocyclic amines, where the N atom is a part of an alicyclic system, are similar in basicity to alkylamines. Interestingly, the heterocyclic amine having a nitrogen atom as part of an aromatic ring has much less basicity than its corresponding alicyclic counterpart. For this reason, as presented in Figure 1, piperidine (pKb = 2.8) is significantly more basic than pyridine (pKb = 8.8).
Nomenclature of Alkynes
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:


