Abstract
Four dicyanopyrazine-related cyanoheterocycles have been synthesised and characterised; they show different absorption maxima values and molar absorptivity in absorption spectra. HOMO and LUMO energy levels have been obtained by electrochemical measurements and DMol3 calculation and show little difference in HOMO values but big differences in LUMO values. Their UV-Vis absorbance and fluorescence spectra have been investigated in chloroform and toluene and their aggregation decreases as the concentration decreases in toluene.
References
1.
Faust
R.
, Eur. J. Org. Chem. , 2001 , 15 , 2797 .
2.
Zimcik
P.
,
Kopecky
K.
,
Musil
Z.M.
,
Miletin
, and
Loukotova
V.
, J. Porphyrins. Phthalocyanines. , 2007 , 11 , 487 .
3.
Jang
C.K.
,
Lee
M.S.
, and
Jaung
J.Y.
, Sensor Lett. , 2011 , 9 , 192 .
4.
Lee
B.H.
, and
Jaung
J.Y.
, Dyes and Pigments. , 2003 , 59 , 135 .
5.
Ahn
K.S.
,
Lee
D.K.
,
Kim
J.H.
, and
Kim
S.H.
, Dyes. Pigments. , 2011 , 89 , 93 .
6.
Matsumoto
S.
, and
Yano
T.
, Mol. Cryst. Liq. Cryst. , 2007 , 472 , 105 .
7.
Ivanov
A.V.
,
Kabanova
K.V.
,
Breusova
M.O.
,
Zhukov
I.V.
,
Tomilova
L.G.
, and
Zefiirov
N.S.
, Russ. Chem. Bull. Int. Ed. , 2008 , 57 (8 ), 165 .
8.
Cheeseman
G.W.H.J.
, Chem. Soc. , 1962 , 1170
9.
Burmester
C.
, and
Faust
R.
, Synthesis. , 2008 , 8 , 1179 .
10.
Jaung
J.Y.
, Dyes and Pigments. , 2007 , 72 , 315 .
11.
Morkced
E.H.
,
Afseth
N.K.
, and
Zimcik
P.
, J. Porphyrins. Phthalocyanines. , 2007 , 11 , 130 .
12.
Richards
G.J.
,
Hill
J.P.
,
Subbaiyan
N.K.
,
D'Souza
F.
,
Karr
P.A.
,
Elsegood
M.R.J.
,
Teat
S.J.
,
Mori
T.
, and
Ariga
K.
, J. Org. Chem. , 2009 , 74 , 8914 .
13.
Jang
C.K.
,
Kim
S.H.
, and
Jaung
J.Y.
, Bull. Korean. Chem. Soc. , 2008 , 29 , 1665 .
14.
Jaung
J.Y.
, Dyes and Pigments. , 2007 , 72 , 315 .
15.
Vagin
S.
, and
Hanack
M.
, Eur. J. Org. Chem. , 2003 , 14 , 2661 .
16.
Lee
B.H.
,
Jaung
J.Y.
,
Jang
S.C.
, and
Yi
S.C.
, Dyes and Pigments. , 2005 , 65 , 1159 .
17.
Jang
C.K.
,
Kim
S.H.
, and
Jaung
J.Y.
, J. Porphyrins. Phthalocyanines. , 2010 , 14 (6 ), 531 .
18.
Zharnikova
N.
,
Usol'tseva
N.
,
Kudrik
E.
, and
Thelakkat
M.J.
, Mater. Chem. , 2009 , 19 , 3161 .
