Imides modified benzopicenes: synthesis, solid structure and optoelectronic properties

2014 ◽  
Vol 12 (44) ◽  
pp. 8902-8910 ◽  
Author(s):  
Di Wu ◽  
Haojie Ge ◽  
Zhao Chen ◽  
Jinhua Liang ◽  
Jie Huang ◽  
...  
Keyword(s):  
Polycyclic Aromatic Hydrocarbons ◽  
Aromatic Hydrocarbons ◽  
Optoelectronic Properties ◽  
Optoelectronic Materials ◽  
Solid Structure ◽  
Polycyclic Aromatic

Imide-modified polycyclic aromatic hydrocarbons can be widely applied in the field of optoelectronic materials.

scholarly journals Copper-catalyzed remote C–H arylation of polycyclic aromatic hydrocarbons (PAHs)

2020 ◽  
Vol 16 ◽  
pp. 530-536 ◽  
Author(s):  
Anping Luo ◽  
Min Zhang ◽  
Zhangyi Fu ◽  
Jingbo Lan ◽  
Di Wu ◽  
...  
Keyword(s):  
Polycyclic Aromatic Hydrocarbons ◽  
Functional Groups ◽  
Aromatic Hydrocarbons ◽  
Precious Metal ◽  
Metal Catalysts ◽  
Optoelectronic Materials ◽  
Precious Metal Catalysts ◽  
Polycyclic Aromatic ◽  
Organic Optoelectronic

The regioselective C–H arylation of substituted polycyclic aromatic hydrocarbons (PAHs) is a desired but challenging task. A copper-catalyzed C7–H arylation of 1-naphthamides has been developed by using aryliodonium salts as arylating reagents. This protocol does not need to use precious metal catalysts and tolerates wide variety of functional groups. Under standard conditions, the remote C–H arylation of other PAHs including phenanthrene-9-carboxamide, pyrene-1-carboxamide and fluoranthene-3-carboxamide has also accomplished, which provides an opportunity for the development of diverse organic optoelectronic materials.

scholarly journals Optoelectronic Properties of Polycyclic Aromatic Hydrocarbons of Various Sizes and Shapes: A DFT Study

2020 ◽  
Author(s):  
Ramachandran Rakhi ◽  
Cherumuttathu H Suresh
Keyword(s):  
Polycyclic Aromatic Hydrocarbons ◽  
Aromatic Hydrocarbons ◽  
Density Functional ◽  
Optoelectronic Properties ◽  
Frontier Molecular Orbital ◽  
Functional Theory ◽  
Practical Applications ◽  
Td Dft ◽  
Polycyclic Aromatic ◽  
Electron Withdrawing Group

Polycyclic aromatic hydrocarbons (PAHs) can be considered as graphene nanoflakes in which the edges are hydrogenated. Zigzag and armchair-edged PAHs possessing circular, parallelogram, rectangular and triangular shapes have been studied using M06L/6-31+G(d) level of density functional theory (DFT). Molecular electrostatic potential (MESP) analysis of the PAHs is done to characterize their electron distribution while the time-dependent DFT (TD-DFT) analysis was used for the absorption spectral analysis. MESP analysis clearly showed Clar’s sextet like electronic arrangement in armchair-edged systems whereas zigzag-edged ones showed significant electron localization towards the edges. TD-DFT analysis casts light upon the absorption features of these systems, which followed a linear trends in absorption maximum (lmax) for most of the armchair-edged systems with respect to the number of π-electrons. MESP analysis on the electron rich and electron deficient features of PAH systems led to the design of donor-spacer-acceptor type PAH-π-PAH systems (D-π-A systems) wherein a conjugated diene moiety functions as the π-spacer. Though these systems behaved weakly as D-π-A systems, with the introduction of electron donating functional group NMe2 on one PAH and electron withdrawing group COOH on the other led to the formation of strong D-π-A systems.  The MESP features, frontier molecular orbital (FMO) distribution, and absorption spectral features supported their strong D-π-A character. Among the different shapes studied, the rectangular PAH moiety showed the most efficient tuning of HOMO-LUMO gap. The optical and electronic data of PAH, PAH-π-PAH and functionalized PAH-π-PAH systems shed light upon possible tuning of their optoelectronic properties for practical applications.

scholarly journals Copper-Catalyzed Remote C–H Arylation of Polycyclic Aromatic Hydrocarbons (PAHs)

2020 ◽  
Author(s):  
Anping Luo ◽  
Min Zhang ◽  
Zhangyi Fu ◽  
Jingbo Lan ◽  
Di Wu ◽  
...  
Keyword(s):  
Polycyclic Aromatic Hydrocarbons ◽  
Functional Groups ◽  
Aromatic Hydrocarbons ◽  
Precious Metal ◽  
Metal Catalysts ◽  
Optoelectronic Materials ◽  
Precious Metal Catalysts ◽  
Polycyclic Aromatic ◽  
Organic Optoelectronic

The regioselective C–H arylation of substituted polycyclic aromatic hydrocarbons (PAHs) is a desired but challenging task. Herein, a copper-catalyzed C7–H arylation of 1-naphthamides has been developed by using aryliodonium salts as arylating reagents. This protocol does not need to use precious metal catalysts and can tolerate wide functional groups. Under standard conditions, the remote C–H arylation of other PAHs including phenanthrene-9-carboxamide, pyrene-1-carboxamide and fluoranthene-3-carboxamide has also accomplished, which provides an opportunity for the development of diverse organic optoelectronic materials.

Nitrogen-doped star-shaped polycyclic aromatic hydrocarbons based on fused triazatruxenes: synthesis and optoelectronic properties

2017 ◽  
Vol 41 (22) ◽  
pp. 13619-13624 ◽  
Author(s):  
Cheng-Fang Liu ◽  
Cheng Cheng ◽  
Yi Jiang ◽  
Wen-Yong Lai ◽  
Wei Huang
Keyword(s):  
Polycyclic Aromatic Hydrocarbons ◽  
Aromatic Hydrocarbons ◽  
Optoelectronic Properties ◽  
Nitrogen Doped ◽  
Polycyclic Aromatic

A novel series of nitrogen-doped star-shaped polycyclic aromatic hydrocarbons based on naphthalenes-fused triazatruxenes with fine-tunable optoelectronic properties have been developed.

Polycyclic Aromatic Hydrocarbons Obtained by Lateral Core Extension of Mesogenic Perylenes: Absorption and Optoelectronic Properties

2014 ◽  
Vol 20 (38) ◽  
pp. 12026-12031 ◽  
Author(s):  
Joachim Vollbrecht ◽  
Harald Bock ◽  
Christian Wiebeler ◽  
Stefan Schumacher ◽  
Heinz Kitzerow
Keyword(s):  
Polycyclic Aromatic Hydrocarbons ◽  
Aromatic Hydrocarbons ◽  
Optoelectronic Properties ◽  
Polycyclic Aromatic

scholarly journals Access tetracoordinate boron-doped polycyclic aromatic hydrocarbons with aggregation-induced emission under mild conditions

2021 ◽  
Author(s):  
Long Jiang ◽  
Dehui Tan ◽  
Xiaobin Chen ◽  
Tinghao Ma ◽  
Baoliang Zhang ◽  
...  
Keyword(s):  
Polycyclic Aromatic Hydrocarbons ◽  
Functional Groups ◽  
Aromatic Hydrocarbons ◽  
Coupling Reactions ◽  
Optoelectronic Materials ◽  
Aggregation Induced Emission ◽  
Boron Doped ◽  
Polycyclic Aromatic ◽  
The Difference ◽  
Oxidative Coupling Reactions

The boron-doped polycyclic aromatic hydrocarbons (PAHs) have attracted ongoing attention in the field of optoelectronic materials due to their unique optical and redox properties. To investigate the effect of tetracoordinate boron in PAHs bearing N-heterocycles (indole and carbazole), a facile approach to four-coordinate boron-doped PAHs was developed, which does not require elevated temperature and pre-synthesized functionalized boron reactants. Five tetracoordinate boron-doped PAHs (NBNN-1 – NBNN-5) were synthesized with different functional groups. Two of them (NBNN-1 and NBNN-2) could further undergo oxidative coupling reactions to form fused off-plane tetracoordinate boron-doped PAHs NBNN-1f and NBNN-2f. Compared to the three-coordinate boron-doped counterparts, the UV/Vis absorption and fluorescent emission are significantly red-shift. Unlike the distinct impact of coordination number of boron on optoelectronic properties, the difference of functional groups on the boron atom has negligible impact on their optical and electrochemical properties. The compounds NBNN-1f and NBNN-2f show aggregation-induced emission.

scholarly journals O-Annulation to Polycyclic Aromatic Hydrocarbons: A Tale of Optoelectronic Properties from Five- to Seven-Membered Rings

2020 ◽  
Vol 22 (11) ◽  
pp. 4283-4288 ◽  
Author(s):  
Luka Đorđević ◽  
Domenico Milano ◽  
Nicola Demitri ◽  
Davide Bonifazi
Keyword(s):  
Polycyclic Aromatic Hydrocarbons ◽  
Aromatic Hydrocarbons ◽  
Optoelectronic Properties ◽  
Polycyclic Aromatic
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