Abstract
The properties of isomeric azulene derivatives, substituted through the 5-membered ring, were examined using a combination of experimentation and theoretical calculations for a series of well-defined electroactive oligomers. The substitution pattern was shown to dramatically influence solid-state, electronic, and optical properties of the oligomers with acid-responsive materials only being observed when the azulenium cation could be directly stabilized by substituents on the 5-membered ring. In addition, the absorption maxima and optical band-gaps of the azulenium cations can be tuned by the substitution position of the azulene ring by the chromophore.
| Original language | English |
|---|---|
| Pages (from-to) | 3753-3760 |
| Number of pages | 8 |
| Journal | Chemical Science |
| Volume | 5 |
| Issue number | 10 |
| DOIs | |
| Publication status | Published - 2014 |
Fingerprint
ASJC Scopus subject areas
- Chemistry(all)
Cite this
Modulating structure and properties in organic chromophores : Influence of azulene as a building block. / Murai, Masahito; Ku, Sung Yu; Treat, Neil D.; Robb, Maxwell J.; Chabinyc, Michael L.; Hawker, Craig J.
In: Chemical Science, Vol. 5, No. 10, 2014, p. 3753-3760.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Modulating structure and properties in organic chromophores
T2 - Influence of azulene as a building block
AU - Murai, Masahito
AU - Ku, Sung Yu
AU - Treat, Neil D.
AU - Robb, Maxwell J.
AU - Chabinyc, Michael L.
AU - Hawker, Craig J.
PY - 2014
Y1 - 2014
N2 - The properties of isomeric azulene derivatives, substituted through the 5-membered ring, were examined using a combination of experimentation and theoretical calculations for a series of well-defined electroactive oligomers. The substitution pattern was shown to dramatically influence solid-state, electronic, and optical properties of the oligomers with acid-responsive materials only being observed when the azulenium cation could be directly stabilized by substituents on the 5-membered ring. In addition, the absorption maxima and optical band-gaps of the azulenium cations can be tuned by the substitution position of the azulene ring by the chromophore.
AB - The properties of isomeric azulene derivatives, substituted through the 5-membered ring, were examined using a combination of experimentation and theoretical calculations for a series of well-defined electroactive oligomers. The substitution pattern was shown to dramatically influence solid-state, electronic, and optical properties of the oligomers with acid-responsive materials only being observed when the azulenium cation could be directly stabilized by substituents on the 5-membered ring. In addition, the absorption maxima and optical band-gaps of the azulenium cations can be tuned by the substitution position of the azulene ring by the chromophore.
UR - http://www.scopus.com/inward/record.url?scp=84906716496&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84906716496&partnerID=8YFLogxK
U2 - 10.1039/c4sc01623h
DO - 10.1039/c4sc01623h
M3 - Article
AN - SCOPUS:84906716496
VL - 5
SP - 3753
EP - 3760
JO - Chemical Science
JF - Chemical Science
SN - 2041-6520
IS - 10
ER -