scholarly journals Perfluorocycloparaphenylenes: Fully fluorinated carbon nanorings by Ni-mediated one-pot synthesis

2021 ◽  
Author(s):  
Kenichiro Itami ◽  
Hiroki Shudo ◽  
Motonobu Kuwayama ◽  
Masafumi Shimasaki ◽  
Taishi Nishihara ◽  
...  
Keyword(s):  
Organic Semiconductors ◽  
Electron Affinity ◽  
Noble Metals ◽  
Materials Science ◽  
Structural Diversity ◽  
Molecular Structures ◽  
High Electron ◽  
One Pot ◽  
X Ray Crystallography ◽  
High Electron Affinity

Perfluorinated aromatic compounds, the so-called perfluoroarenes, are widely used in materials science owing to their high electron affinity and characteristic intermolecular interactions. However, methods to synthesize highly strained perfluoroarenes have remained elusive so far, which greatly limits their structural diversity. Herein, we report the synthesis and isolation of perfluorocycloparaphenylenes (PFCPPs) as a class of ring-shaped perfluoroarenes. Using macrocyclic nickel complexes, we succeeded in synthesizing PF[n]CPPs (n = 10, 12, 14, 16) in one-pot without noble metals. The molecular structures of PF[n]CPPs (n = 10, 12) were determined by X-ray crystallography to confirm their tubular alignment. Photophysical and electrochemical measurements revealed that PF[n]CPPs (n = 10, 12) exhibit wide HOMO–LUMO gaps, high electron affinity, and strong phosphorescence at low temperature. PFCPPs are not only useful as electron-accepting organic semiconductors but can also be used for accelerating the creation of topologically unique molecular nanocarbon materials.

scholarly journals A Freely Soluble, High Electron Affinity Molecular Dopant for Solution Processing of Organic Semiconductors

2019 ◽  
Vol 31 (5) ◽  
pp. 1500-1506 ◽  
Author(s):  
Jan Saska ◽  
Goktug Gonel ◽  
Zaira I. Bedolla-Valdez ◽  
Sean D. Aronow ◽  
Nikolay E. Shevchenko ◽  
...  
Keyword(s):  
Organic Semiconductors ◽  
Electron Affinity ◽  
Solution Processing ◽  
High Electron ◽  
High Electron Affinity

Optical excitations of poly(3-butylthiophene) and high electron affinity substituted poly(3-butylthiophene)

1995 ◽  
Vol 69 (1-3) ◽  
pp. 321-324 ◽  
Author(s):  
Y. Greenwald ◽  
X. Wei ◽  
S. Jeglinski ◽  
J. Poplawski ◽  
E. Ehrenfreund ◽  
...  
Keyword(s):  
Electron Affinity ◽  
High Electron ◽  
High Electron Affinity ◽  
Optical Excitations

Synthesis and characterization of solution processable, high electron affinity molecular dopants

2021 ◽  
Author(s):  
Jan Saska ◽  
Nikolay E. Shevchenko ◽  
Goktug Gonel ◽  
Zaira I. Bedolla-Valdez ◽  
Rachel M. Talbot ◽  
...  
Keyword(s):  
Electron Affinity ◽  
Ionization Energy ◽  
Synthesis And Characterization ◽  
High Electron ◽  
High Electron Affinity ◽  
High Ionization ◽  
Solution Processable

New organic-soluble dopants have record high electron affinity values and show outstanding doping performance with high ionization energy co-polymers.

High Electron Affinity Molecular Dopant CN6-CP for Efficient Organic Light-Emitting Diodes

2019 ◽  
Vol 11 (12) ◽  
pp. 11660-11666 ◽  
Author(s):  
Yuan Liu ◽  
Bernhard Nell ◽  
Katrin Ortstein ◽  
Zhongbin Wu ◽  
Yevhen Karpov ◽  
...  
Keyword(s):  
Electron Affinity ◽  
Light Emitting Diodes ◽  
Organic Light Emitting Diodes ◽  
High Electron ◽  
Light Emitting ◽  
Organic Light ◽  
High Electron Affinity

Comparative investigation of surface transfer doping of hydrogen terminated diamond by high electron affinity insulators

2016 ◽  
Vol 120 (2) ◽  
pp. 025104 ◽  
Author(s):  
C. Verona ◽  
W. Ciccognani ◽  
S. Colangeli ◽  
E. Limiti ◽  
Marco Marinelli ◽  
...  
Keyword(s):  
Electron Affinity ◽  
Comparative Investigation ◽  
High Electron ◽  
High Electron Affinity

Theoretical Investigation of Structural Effects on the Charge Transfer Properties in Modified Phthalocyanines

MRS Advances ◽  
2015 ◽  
Vol 1 (7) ◽  
pp. 453-458 ◽  
Author(s):  
Patrick J. Dwyer ◽  
Stephen P. Kelty
Keyword(s):  
Organic Semiconductors ◽  
Electron Affinity ◽  
Density Functional ◽  
Reorganization Energy ◽  
High Electron ◽  
Optoelectronic Materials ◽  
Research Attention ◽  
Efficient Charge ◽  
Reorganization Energies ◽  
P Type

ABSTRACTFor efficient charge separation and charge transport in optoelectronic materials, small internal reorganization energies are desired. While many p-type organic semiconductors have been reported with low internal reorganization energies, few n-type materials with low reorganization energy are known. Metal phthalocyanines have long received extensive research attention in the field of organic device electronics due to their highly tunable electronic properties through modification of the molecular periphery. In this study, density functional theory (DFT) calculations are performed on a series of zinc-phthalocyanines (ZnPc) with various degrees of peripheral per-fluoroalkyl (-C3F7) modification. Introduction of the highly electron withdrawing groups on the periphery leads to a lowering in the energy of the molecular frontier orbitals as well as an increase in the electron affinity. Additionally, all molecules studies are found to be most stable in their anionic form, demonstrating their potential as n-type materials. However, the calculated internal reorganization energy slightly increases as a function of peripheral modification. By varying the degree of modification we develop a strategy for obtaining an optimal balance between low reorganization energy and high electron affinity for the development of novel n-type optoelectronic materials.

Synthesis and Properties of Novel High-Electron-Affinity Polymers for Electroluminescent Devices

1997 ◽  
pp. 322-344 ◽  
Author(s):  
Xiao-Chang Li ◽  
Andrew C. Grimsdale ◽  
Raoul Cervini ◽  
Andrew B. Holmes ◽  
Stephen C. Moratti ◽  
...  
Keyword(s):  
Electron Affinity ◽  
High Electron ◽  
Electroluminescent Devices ◽  
High Electron Affinity

Naphthalimide incorporating oxadiazole: potential electroluminescent materials with high electron affinity

2003 ◽  
Vol 137 (1-3) ◽  
pp. 1129-1130 ◽  
Author(s):  
Weihong Zhu ◽  
Liqiang Fan ◽  
Rong Yao ◽  
Fang Wu ◽  
He Tian
Keyword(s):  
Electron Affinity ◽  
High Electron ◽  
High Electron Affinity

Efficient interchain photoluminescence in a high-electron-affinity conjugated polymer

1995 ◽  
Vol 52 (16) ◽  
pp. R11573-R11576 ◽  
Author(s):  
I. D. W. Samuel ◽  
G. Rumbles ◽  
C. J. Collison
Keyword(s):  
Electron Affinity ◽  
Conjugated Polymer ◽  
High Electron ◽  
High Electron Affinity
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