Polymorphism of the azobenzene dye compound methyl yellow


Cruickshank, D. L., Hendon, C. H., Verbeek, M. J. R., Walsh, A. and Wilson, C. C., 2016. Polymorphism of the azobenzene dye compound methyl yellow. CrystEngComm, 18 (19), pp. 3456-3461.

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    The crystal structure and polymorphism of the well-known aminoazobenzene, N,N-dimethyl-4-aminoazobenzene (DAB) are studied; a second polymorph of DAB reported and the relationship between the two polymorphs studied using differential scanning calorimetry and by evaluating their lattice energies and absorption spectra. Without significantly strong intermolecular interactions present in the two forms of DAB, a balance between conformational strain and a cumulative π-orbital overlapping effect results in the existence of the enantiotropically related polymorphs and their alternative packing arrangements. The UV/vis spectra of the two polymorphs are different, thus illustrating the significance of small structural changes on the colour of a material, which could behave differently under particular sensing conditions. DAB has been used primarily as an acid/base indicator solution and a dye molecule and the implications of the polymorphic relationships established here are discussed with respect to the range of applications this molecule finds as a sensor and for its incorporation into various functional films and devices.


    Item Type Articles
    CreatorsCruickshank, D. L., Hendon, C. H., Verbeek, M. J. R., Walsh, A. and Wilson, C. C.
    Related URLs
    URLURL Type
    DepartmentsFaculty of Science > Chemistry
    Research Centres & Institutes > Institute for Policy Research
    Research CentresCentre for Sustainable Chemical Technologies
    EPSRC Centre for Doctoral Training in Statistical Mathematics (SAMBa)
    ID Code51183


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