Research output: Contribution to journal › Article › peer-review
dye_design_paper_Revised_corrected
1.38 MB, PDF document
4.59 MB, PDF document
Journal | Journal of Physical Chemistry C |
---|---|
Date | Accepted/In press - 22 Apr 2016 |
Date | E-pub ahead of print - 17 May 2016 |
Date | Published (current) - 26 May 2016 |
Issue number | 20 |
Volume | 120 |
Number of pages | 12 |
Pages (from-to) | 11151–11162 |
Early online date | 17/05/16 |
Original language | English |
A set of five anthraquinone dyes with bis(4-propylphenyl) substituent groups, connected via sulfide or amine linkages at the 1,5-positions or directly at the 2,6-positions, have been studied in solution by UV-vis spectroscopy and electrochemistry, allied with density functional theory calculations of structures, electronic transitions, and redox potentials. The visible transitions and redox potentials are shown to vary with the HOMO and LUMO energies, with the variation in both color and redox stability between the dyes being attributable principally to variations in the HOMOs located mainly on the substituents and outer anthraquinone rings. The calculated molecular structures and visible transition dipole moments are shown to vary subtly with substituent, giving variations in the molecular aspect ratios, minimum moment of inertia axes, and transition dipole moment vector orientations that can rationalize the alignment trends reported in the literature for such anthraquinone dyes in liquid crystal hosts, showing why 1,5-disulfide and 2,6-diphenyl substituents give better designs than 1,5-diamine substituents. The computational approaches reported here are shown to give good matches with experimental trends, indicating that they may be used more generally to aid the rational molecular design of dyes for applications as guests in liquid crystal hosts.
© 2016 American Chemical Society
Research output: Contribution to journal › Article › peer-review
Research output: Contribution to journal › Article › peer-review
Research output: Contribution to journal › Article › peer-review
Research output: Contribution to journal › Article › peer-review
Research output: Contribution to journal › Article › peer-review
Project: Research project (funded) › Research
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