Premium
Synthesis and characterisation of monomethine cyanine dyes based on N ‐bridgehead heterocycles
Author(s) -
ElAal R M Abd,
Koraiem A I M,
ElDeen N M Salah
Publication year - 2005
Publication title -
coloration technology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.297
H-Index - 49
eISSN - 1478-4408
pISSN - 1472-3581
DOI - 10.1111/j.1478-4408.2005.tb00278.x
Subject(s) - cyanine , chemistry , thiourea , acetaldehyde , mass spectrometry , derivative (finance) , elemental analysis , photochemistry , organic chemistry , physics , chromatography , quantum mechanics , ethanol , financial economics , economics , fluorescence
In this paper, the synthesis and spectral properties of novel asymmetrical and symmetrical monomethine cyanine dyes are described. Reaction of phenylpyrazolones and oxazolones with acetyl thiourea and/or thiosemicarbazide afforded acetyl intermediate compounds which were then reacted with metal divalent chlorides, followed by reaction with N ‐methyl hetetrocyclic quaternary salts, to give asymmetrical monomethine cyanine dyes. Reaction of the 5‐amino derivative of the intermediate compounds with acetaldehyde followed by reaction with N ‐methyl hetetrocyclic quaternary salts produced the symmetrical monomethine cyanine dyes. These new compounds were characterised with elemental analyses, visible absorption and infrared spectrometry, and 1 H/ 13 C NMR and mass spectroscopy. The correlation between the colour and structure of these dyes was also investigated.