J 2020

Acceptor-induced photoisomerization in small thienothiophene push-pull chromophores

PODLESNÝ, Jan, Veronika JELÍNKOVÁ, Oldřich PYTELA, Milan KLIKAR, Filip BUREŠ et. al.

Basic information

Original name

Acceptor-induced photoisomerization in small thienothiophene push-pull chromophores

Name in Czech

Akceptorem indukovaná fotoisomerizace u malých thienothiofenových push pull chromoforů

Authors

PODLESNÝ, Jan (203 Czech Republic, guarantor, belonging to the institution), Veronika JELÍNKOVÁ (203 Czech Republic, belonging to the institution), Oldřich PYTELA (203 Czech Republic), Milan KLIKAR (203 Czech Republic) and Filip BUREŠ (203 Czech Republic, belonging to the institution)

Edition

Dyes and Pigments, Elsevier Ltd, 2020, 0143-7208

Other information

Language

English

Type of outcome

Článek v odborném periodiku

Field of Study

10401 Organic chemistry

Country of publisher

Netherlands

Confidentiality degree

není předmětem státního či obchodního tajemství

References:

RIV identification code

RIV/75081431:_____/20:00001746

Organization unit

Institute of Technology and Business in České Budějovice

UT WoS

000528803500028

Keywords (in Czech)

E / Z isomer; fotoisomerizace; push-pull; thienothiofen

Keywords in English

E / Z isomer; Photoisomerization; Push-pull; Thienothiophene

Tags

Změněno: 3/6/2020 14:57, Kateřina Nygrýnová

Abstract

V originále

Six new push-pull chromophores based on thieno[3,2-b]thiophene were prepared by a facile two step synthesis of extended aldehyde and its subsequent Knoevenagel condensation. Optoelectronic and thermal properties of target chromophores were tailored by attaching various electron-withdrawing moieties. Variation of the acceptor resulted in tuning of the HOMO-LUMO gap by exclusive altering the LUMO level; the absorption maxima were found within a range of 428–479 nm independently on the used solvent. A reversible E-Z photoisomerization has been observed for the chromophores with particular electron withdrawing moieties. Whereas irradiation of the chromophores with RoyalBlue LED afforded a dynamic equilibrium of E and Z isomers, the Z-isomer is fully regenerated in the dark. Thus, the switching properties can be easily modulated by attaching proper electron acceptor. According to the performed DFT calculations, both isomers differ in the fundamental (non)linear optical properties.