Solvatochromic fluorescence of piperazine-modified bipyridazines for an organic solvent-sensitive film

Jaekwon Do, June Huh, Eunkyoung Kim

Research output: Contribution to journalArticle

41 Citations (Scopus)

Abstract

Bipyridazines were modified with heterocyclic amines such as piperazine to give symmetric quadrupolar (SPBP) and asymmetric dipolar (APBP) bipyridazine. The fluorescence of SPBP and APBP was highly sensitive to solvent polarity, giving a synthetic rainbow of emission in different organic solvents. The solvent-induced changes in the Stokes shift of the bipyridazines resulted in positive solvatochromism. The symmetric bipyridazine showed higher solvatochromic sensitivity than that of the asymmetric bipyridazine and diazines. The positive solvatochromic fluorescence properties were reproduced in a binary system of toluene/dimethyl sulfoxide (DMSO) mixture, which showed a synthetic rainbow of emission by varying the DMSO content in toluene. An organic sensitive poly(methyl methacrylate) film containing SPBP exhibited a visible sensitivity for the detection of solvents by their polarity upon exposure to organic solvent molecules.

Original languageEnglish
Pages (from-to)9405-9412
Number of pages8
JournalLangmuir
Volume25
Issue number16
DOIs
Publication statusPublished - 2009 Aug 18
Externally publishedYes

Fingerprint

Organic solvents
Dimethyl sulfoxide
Fluorescence
Toluene
Dimethyl Sulfoxide
fluorescence
rainbows
Polymethyl Methacrylate
toluene
Polymethyl methacrylates
polarity
Amines
sensitivity
Molecules
polymethyl methacrylate
amines
piperazine
shift
molecules

ASJC Scopus subject areas

  • Materials Science(all)
  • Condensed Matter Physics
  • Surfaces and Interfaces
  • Spectroscopy
  • Electrochemistry

Cite this

Solvatochromic fluorescence of piperazine-modified bipyridazines for an organic solvent-sensitive film. / Do, Jaekwon; Huh, June; Kim, Eunkyoung.

In: Langmuir, Vol. 25, No. 16, 18.08.2009, p. 9405-9412.

Research output: Contribution to journalArticle

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