Anatolian Conference 5th on Organic Chemistry, Antalya, Türkiye, 3 - 05 Şubat 2025, ss.78, (Özet Bildiri)
Fluorescent organic molecules have continued attractive for the attention
of scientists for more than a century due to their favourable properties, such
as excellent sensitivity, good specificity, fluorescent probes for
disease-associated bioactive molecule imaging a large linear range of analysis
and ease of handling [1-3]. Conventional organic fluorescent molecules usually
suffering from the aggregation- caused quenching problem.
They usually have small Stokes
shifts and poor photostability. Hence,
their practical application is greatly restricted. As a first time, at
2001, silole derivatives was reported as aggregation-induced emission (AIE)
molecules [4]. AIE luminogens have twisted structures which can restrict
intramolecular motion, and resulting in enhanced fluorescence intensity in
aggregates. In this study, two new Acridine-Coumarin derivatives (Ac-COU1 and Ac-COU2) which have large Stokes shifts and quantum yields in both solution
and solid states were synthesed via three relatively simple steps (Figure 1).
Ac-COU1 solid powder shows a bright yellow emission with a quantum yield of 22%
and Stokes shift 194 nm. In
buffer solution, Stokes shift
was observed as 157.9 nm and quantum
yield was 29% (Table 1 and
Figure1). Ac-COU2 solid powder shows a bright blue emission with a quantum
yield of 31% and Stokes shift 174.01 nm. In buffer solution, Ac-COU2 showed a
Stokes shift 157.9 nm and quantum yield of 45%
(Table 1 and Figure2).
Figure1. New fluorescence active acridine-coumarin derivatives in both solution
and solid states

Table 1. Characteristics of Ac-COU2 and Ac-COU2 in the solid-state and buffer solution
|
|
Entry |
λEm (nm) |
λEx (nm) |
Stokes Shift (nm) |
F |
|
Ac-COU1
(in buffer) |
411.96 |
254.06 |
157.90 |
0.29 |
|
|
Ac-COU1
solid state |
424.00 |
230.00 |
194.00 |
0.22 |
|
|
Ac-COU2
(in buffer) |
413.93 |
262.00 |
151.93 |
0.45 |
|
|
Ac-COU1
solid state |
436.06 |
262.00 |
174.06 |
0.31 |
|
|
A |
|
|
B |
|
|

Figure 2. Photographs of Ac-COU1and Ac-COU 2 under daylight and UV light