Development of Long Wavelength Light-Absorptive Homopolymers Based on Pentaazaphenalene by Regioselective Oxidative Polymerization

We report the synthesis and absorption properties of homopolymers consisting of 1,3,4,6,9b-pentaazaphenalene (5AP). Oxidative polymerization in the Scholl reaction was accomplished, and various lengths of homopolymers can be isolated. It should be noted that we scarcely observed the generation of st...

Descripción completa

Guardado en:

Detalles Bibliográficos
Autores principales:	Hiroyuki Watanabe, Kazuo Tanaka, Yoshiki Chujo
Formato:	article
Lenguaje:	EN
Publicado:	MDPI AG 2021
Materias:	near infrared azaphenalene homopolymer narrow band gap oxidative polymerization Organic chemistry QD241-441
Acceso en línea:	https://doaj.org/article/00e58d8d49574760822f782d8dbce014
Etiquetas:	Agregar Etiqueta Sin Etiquetas, Sea el primero en etiquetar este registro!

id	oai:doaj.org-article:00e58d8d49574760822f782d8dbce014
record_format	dspace
spelling	oai:doaj.org-article:00e58d8d49574760822f782d8dbce0142021-11-25T18:49:27ZDevelopment of Long Wavelength Light-Absorptive Homopolymers Based on Pentaazaphenalene by Regioselective Oxidative Polymerization10.3390/polym132240212073-4360https://doaj.org/article/00e58d8d49574760822f782d8dbce0142021-11-01T00:00:00Zhttps://www.mdpi.com/2073-4360/13/22/4021https://doaj.org/toc/2073-4360We report the synthesis and absorption properties of homopolymers consisting of 1,3,4,6,9b-pentaazaphenalene (5AP). Oxidative polymerization in the Scholl reaction was accomplished, and various lengths of homopolymers can be isolated. It should be noted that we scarcely observed the generation of structural isomers at the connecting points, which is often observed in this type of reaction. Therefore, we were able to evaluate electronic structures of the synthesized homopolymers. In addition, it was observed that absorption bands were obtained in the longer wavelength region than the monomer. The computer calculation suggests that the highest occupied molecular orbital (HOMO) energy levels could be lowered by electronic interaction through spatially-separated HOMOs of 5AP. Moreover, we can evaluate the extension of the conjugated system through the meta-substituted skeleton and distance dependency of the main-chain conjugation.Hiroyuki WatanabeKazuo TanakaYoshiki ChujoMDPI AGarticlenear infraredazaphenalenehomopolymernarrow band gapoxidative polymerizationOrganic chemistryQD241-441ENPolymers, Vol 13, Iss 4021, p 4021 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	near infrared azaphenalene homopolymer narrow band gap oxidative polymerization Organic chemistry QD241-441
spellingShingle	near infrared azaphenalene homopolymer narrow band gap oxidative polymerization Organic chemistry QD241-441 Hiroyuki Watanabe Kazuo Tanaka Yoshiki Chujo Development of Long Wavelength Light-Absorptive Homopolymers Based on Pentaazaphenalene by Regioselective Oxidative Polymerization
description	We report the synthesis and absorption properties of homopolymers consisting of 1,3,4,6,9b-pentaazaphenalene (5AP). Oxidative polymerization in the Scholl reaction was accomplished, and various lengths of homopolymers can be isolated. It should be noted that we scarcely observed the generation of structural isomers at the connecting points, which is often observed in this type of reaction. Therefore, we were able to evaluate electronic structures of the synthesized homopolymers. In addition, it was observed that absorption bands were obtained in the longer wavelength region than the monomer. The computer calculation suggests that the highest occupied molecular orbital (HOMO) energy levels could be lowered by electronic interaction through spatially-separated HOMOs of 5AP. Moreover, we can evaluate the extension of the conjugated system through the meta-substituted skeleton and distance dependency of the main-chain conjugation.
format	article
author	Hiroyuki Watanabe Kazuo Tanaka Yoshiki Chujo
author_facet	Hiroyuki Watanabe Kazuo Tanaka Yoshiki Chujo
author_sort	Hiroyuki Watanabe
title	Development of Long Wavelength Light-Absorptive Homopolymers Based on Pentaazaphenalene by Regioselective Oxidative Polymerization
title_short	Development of Long Wavelength Light-Absorptive Homopolymers Based on Pentaazaphenalene by Regioselective Oxidative Polymerization
title_full	Development of Long Wavelength Light-Absorptive Homopolymers Based on Pentaazaphenalene by Regioselective Oxidative Polymerization
title_fullStr	Development of Long Wavelength Light-Absorptive Homopolymers Based on Pentaazaphenalene by Regioselective Oxidative Polymerization
title_full_unstemmed	Development of Long Wavelength Light-Absorptive Homopolymers Based on Pentaazaphenalene by Regioselective Oxidative Polymerization
title_sort	development of long wavelength light-absorptive homopolymers based on pentaazaphenalene by regioselective oxidative polymerization
publisher	MDPI AG
publishDate	2021
url	https://doaj.org/article/00e58d8d49574760822f782d8dbce014
work_keys_str_mv	AT hiroyukiwatanabe developmentoflongwavelengthlightabsorptivehomopolymersbasedonpentaazaphenalenebyregioselectiveoxidativepolymerization AT kazuotanaka developmentoflongwavelengthlightabsorptivehomopolymersbasedonpentaazaphenalenebyregioselectiveoxidativepolymerization AT yoshikichujo developmentoflongwavelengthlightabsorptivehomopolymersbasedonpentaazaphenalenebyregioselectiveoxidativepolymerization
_version_	1718410628941479936

Development of Long Wavelength Light-Absorptive Homopolymers Based on Pentaazaphenalene by Regioselective Oxidative Polymerization

Ejemplares similares