Detail publikačního výsledku

Green, red and infrared emitting polymorphs of sterically hindered push-pull substituted stilbenes

PAUK, K.; LUŇÁK, S.; RŮŽIČKA, A.; MARKOVÁ, A.; MAUSOVÁ, A.; KRATOCHVÍL, M.; MELÁNOVÁ, K.; WEITER, M.; IMRAMOVSKÝ, A.; VALA, M.

Original Title

Green, red and infrared emitting polymorphs of sterically hindered push-pull substituted stilbenes

English Title

Green, red and infrared emitting polymorphs of sterically hindered push-pull substituted stilbenes

Type

WoS Article

Original Abstract

The synthesis, XRD single crystal structure, powder XRD and solid-state fluorescence of two DPA-DPS-EWG derivatives (DPA = diphenylamino, DPS = 2,5-diphenylstilbene, EWG = carbaldehyde or dicyanovinylene) is described. Absorption and fluorescence maxima in solvents of various polarity show bathochromic shift with respect to parent DPA-stilbene-EWGs. Electronic coupling in dimers and potential twist elasticity of monomers were studied by density functional theory. Both polymorphs of CHO derivative emit green fluorescence (527 and 550 nm) of moderate intensity (10 % and 5 %) in polycrystalline powder form. Moderate (5 %) red (672 nm) monomer-like emission was also observed for the first polymorph of DCV derivative, while more intense (32 %) infrared (733 nm) emission of the second polymorph was ascribed to the excimer fluorescence.

English abstract

The synthesis, XRD single crystal structure, powder XRD and solid-state fluorescence of two DPA-DPS-EWG derivatives (DPA = diphenylamino, DPS = 2,5-diphenylstilbene, EWG = carbaldehyde or dicyanovinylene) is described. Absorption and fluorescence maxima in solvents of various polarity show bathochromic shift with respect to parent DPA-stilbene-EWGs. Electronic coupling in dimers and potential twist elasticity of monomers were studied by density functional theory. Both polymorphs of CHO derivative emit green fluorescence (527 and 550 nm) of moderate intensity (10 % and 5 %) in polycrystalline powder form. Moderate (5 %) red (672 nm) monomer-like emission was also observed for the first polymorph of DCV derivative, while more intense (32 %) infrared (733 nm) emission of the second polymorph was ascribed to the excimer fluorescence.

Keywords

Donor-acceptor systems; Fluorescence; Density functional calculations; Crystal engineering, Polymorphism

Key words in English

Donor-acceptor systems; Fluorescence; Density functional calculations; Crystal engineering, Polymorphism

Authors

PAUK, K.; LUŇÁK, S.; RŮŽIČKA, A.; MARKOVÁ, A.; MAUSOVÁ, A.; KRATOCHVÍL, M.; MELÁNOVÁ, K.; WEITER, M.; IMRAMOVSKÝ, A.; VALA, M.

RIV year

2021

Released

29.10.2020

Publisher

Chemistry - A European Journal, Wiley-VCH

Location

Weinheim, Germany

ISBN

1521-3765

Periodical

CHEMISTRY-A EUROPEAN JOURNAL

Volume

26

Number

2020

State

Federal Republic of Germany

Pages from

4341

Pages to

4348

Pages count

9

URL

https://chemistry-europe.onlinelibrary.wiley.com/doi/epdf/10.1002/chem.202004419

Full text in the Digital Library

http://hdl.handle.net/

BibTex

@article{BUT165737,
  author="PAUK, K. and LUŇÁK, S. and RŮŽIČKA, A. and MARKOVÁ, A. and MAUSOVÁ, A. and KRATOCHVÍL, M. and MELÁNOVÁ, K. and WEITER, M. and IMRAMOVSKÝ, A. and VALA, M.",
  title="Green, red and infrared emitting polymorphs of sterically hindered push-pull substituted stilbenes",
  journal="CHEMISTRY-A EUROPEAN JOURNAL",
  year="2020",
  volume="26",
  number="2020",
  pages="4341--4348",
  doi="10.1002/chem.202004419",
  issn="0947-6539",
  url="https://chemistry-europe.onlinelibrary.wiley.com/doi/epdf/10.1002/chem.202004419"
}