Cargando…

Oligosilanyl-Bridged Biscarbazoles: Structure, Synthesis, and Spectroscopic Properties

[Image: see text] Oligosilanyl-bridged systems are expected to give rise to unique optoelectronic properties because of σ–π conjugation between the Si–Si σ orbital and the aryl π orbital. Herein, we synthesized a small series of novel biscarbazoles bridged with permethylated oligosilanyl units (−[Si...

Descripción completa

Detalles Bibliográficos
Autores principales: Feng, Siyang, Zhou, Zhikuan, Xiang, Xiaoshuang, Feng, Hongjie, Qu, Zhirong, Lu, Hua
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7409250/
https://www.ncbi.nlm.nih.gov/pubmed/32775920
http://dx.doi.org/10.1021/acsomega.0c02559
_version_ 1783568022863085568
author Feng, Siyang
Zhou, Zhikuan
Xiang, Xiaoshuang
Feng, Hongjie
Qu, Zhirong
Lu, Hua
author_facet Feng, Siyang
Zhou, Zhikuan
Xiang, Xiaoshuang
Feng, Hongjie
Qu, Zhirong
Lu, Hua
author_sort Feng, Siyang
collection PubMed
description [Image: see text] Oligosilanyl-bridged systems are expected to give rise to unique optoelectronic properties because of σ–π conjugation between the Si–Si σ orbital and the aryl π orbital. Herein, we synthesized a small series of novel biscarbazoles bridged with permethylated oligosilanyl units (−[Si(CH(3))(2)]n–, n = 1–4) and examined their spectroscopic properties in detail. In the target molecules BCzSin, n = 2–4, the efficient σ–π conjugation elevated the highest occupied molecular orbital energy level with no influence on the lowest unoccupied molecular orbital. In the solid state, the emission full width at half-maximum (fwhm) of all the compounds narrowed significantly, while the emission efficiency increased and the emission color of carbazole was retained. This research provided a very simple and general way of subtly manipulating the electronic properties of organic materials to construct an emissive color-retaining system for multifunctional applications.
format Online
Article
Text
id pubmed-7409250
institution National Center for Biotechnology Information
language English
publishDate 2020
publisher American Chemical Society
record_format MEDLINE/PubMed
spelling pubmed-74092502020-08-07 Oligosilanyl-Bridged Biscarbazoles: Structure, Synthesis, and Spectroscopic Properties Feng, Siyang Zhou, Zhikuan Xiang, Xiaoshuang Feng, Hongjie Qu, Zhirong Lu, Hua ACS Omega [Image: see text] Oligosilanyl-bridged systems are expected to give rise to unique optoelectronic properties because of σ–π conjugation between the Si–Si σ orbital and the aryl π orbital. Herein, we synthesized a small series of novel biscarbazoles bridged with permethylated oligosilanyl units (−[Si(CH(3))(2)]n–, n = 1–4) and examined their spectroscopic properties in detail. In the target molecules BCzSin, n = 2–4, the efficient σ–π conjugation elevated the highest occupied molecular orbital energy level with no influence on the lowest unoccupied molecular orbital. In the solid state, the emission full width at half-maximum (fwhm) of all the compounds narrowed significantly, while the emission efficiency increased and the emission color of carbazole was retained. This research provided a very simple and general way of subtly manipulating the electronic properties of organic materials to construct an emissive color-retaining system for multifunctional applications. American Chemical Society 2020-07-21 /pmc/articles/PMC7409250/ /pubmed/32775920 http://dx.doi.org/10.1021/acsomega.0c02559 Text en Copyright © 2020 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Feng, Siyang
Zhou, Zhikuan
Xiang, Xiaoshuang
Feng, Hongjie
Qu, Zhirong
Lu, Hua
Oligosilanyl-Bridged Biscarbazoles: Structure, Synthesis, and Spectroscopic Properties
title Oligosilanyl-Bridged Biscarbazoles: Structure, Synthesis, and Spectroscopic Properties
title_full Oligosilanyl-Bridged Biscarbazoles: Structure, Synthesis, and Spectroscopic Properties
title_fullStr Oligosilanyl-Bridged Biscarbazoles: Structure, Synthesis, and Spectroscopic Properties
title_full_unstemmed Oligosilanyl-Bridged Biscarbazoles: Structure, Synthesis, and Spectroscopic Properties
title_short Oligosilanyl-Bridged Biscarbazoles: Structure, Synthesis, and Spectroscopic Properties
title_sort oligosilanyl-bridged biscarbazoles: structure, synthesis, and spectroscopic properties
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7409250/
https://www.ncbi.nlm.nih.gov/pubmed/32775920
http://dx.doi.org/10.1021/acsomega.0c02559
work_keys_str_mv AT fengsiyang oligosilanylbridgedbiscarbazolesstructuresynthesisandspectroscopicproperties
AT zhouzhikuan oligosilanylbridgedbiscarbazolesstructuresynthesisandspectroscopicproperties
AT xiangxiaoshuang oligosilanylbridgedbiscarbazolesstructuresynthesisandspectroscopicproperties
AT fenghongjie oligosilanylbridgedbiscarbazolesstructuresynthesisandspectroscopicproperties
AT quzhirong oligosilanylbridgedbiscarbazolesstructuresynthesisandspectroscopicproperties
AT luhua oligosilanylbridgedbiscarbazolesstructuresynthesisandspectroscopicproperties