1,3,7,9-Tetraazaperylene frameworks: Synthesis, photoluminescence properties, and thin film morphology

1,3,7,9-Tetraazaperylene frameworks: Synthesis, photoluminescence properties, and thin film morphology Full article

Journal

Dyes and Pigments
ISSN: 0143-7208 , E-ISSN: 1873-3743

Output data

Year: 2018, Volume: 150, Pages: 252-260 Pages count : 9 DOI: 10.1016/j.dyepig.2017.12.011

Tags

Tetraazaperylenes; Cyclic voltammetry; Optical absorption; Photoluminescence lifetime; X-ray diffraction; Atomic force microscopy

Authors

Baranov Denis S. ^1,2 , Uvarov Mikhail N. ¹ , Glebov Evgeni M. ^1,2 , Nevostruev Danil A. ¹ , Kazantsev Maxim S. ^2,3 , Mostovich Evgeny A. ^2,3 , Fadeev Dmitry S. ³ , Antonova Olga V. ⁴ , Utkin Dmitriy E. ⁵ , Kuchinskaya Polina A. ⁵ , Sukhikh Aleksandr S. ^2,4 , Gromilov Sergey A. ^2,4 , Kulik Leonid V. ^1,2

Affiliations

1	(Данные Web of science) Russian Acad Sci, Siberian Branch, VV Voevodsky Inst Chem Kinet & Combust, Novosibirsk 630090, Russia
2	(Данные Web of science) Novosibirsk State Univ, Novosibirsk 630090, Russia
3	(Данные Web of science) Russian Acad Sci, Siberian Branch, NN Vorozhtsov Novosibirsk Inst Organ Chem, Novosibirsk 630090, Russia
4	(Данные Web of science) Russian Acad Sci, Siberian Branch, Nikolaev Inst Inorgan Chem, Novosibirsk 630090, Russia
5	(Данные Web of science) Russian Acad Sci, Siberian Branch, Rzhanov Inst Semicond Phys, Novosibirsk 630090, Russia

Annulation of the two pyrimidine rings with anthraquinone through the simple condensation of the 1,5-diio-doanthraquinone with guanidine was employed to build 1,3,7,9-tetraazaperylene framework functionalized by NH2, C=O, aliphatic and alkoxy-groups. The properties of the synthesized 1,3,7,9-tetraazaperylenes were studied by cyclic voltammetry, optical and luminescence spectroscopy and DFT-calculations. Remarkably, the vacuum-deposited thin film of 1,3,7,9-tetraazaperylene functionalized by 2-ethylhexyloxy groups demonstrated photoluminescence quantum yield as high as 55%, which is even higher than that for toluene solution (33%).

Baranov D.S. , Uvarov M.N. , Glebov E.M. , Nevostruev D.A. , Kazantsev M.S. , Mostovich E.A. , Fadeev D.S. , Antonova O.V. , Utkin D.E. , Kuchinskaya P.A. , Sukhikh A.S. , Gromilov S.A. , Kulik L.V.
1,3,7,9-Tetraazaperylene frameworks: Synthesis, photoluminescence properties, and thin film morphology
Dyes and Pigments. 2018. V.150. P.252-260. DOI: 10.1016/j.dyepig.2017.12.011 WOS Scopus РИНЦ

Published print:

Mar 1, 2018

Web of science	WOS:000427332200033
Scopus	2-s2.0-85038837852
Elibrary	38609009
OpenAlex	W2774231071