Design and synthesis of fluorescence "turn-on" chemosensors based on photoinduced electron transfer in conjugated polymers

被引:125
作者
Fan, LJ [1 ]
Zhang, Y [1 ]
Jones, WE [1 ]
机构
[1] SUNY Binghamton, Dept Chem, Binghamton, NY 13902 USA
关键词
D O I
10.1021/ma047983v
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
A new approach to fluorescence "turn-on" chemosensors based on a photoinduced electron transfer (PET) strategy involving conjugated polymers has been developed. Two new conjugated polymers dea-PPETE and tmeda-PPETE were synthesized and characterized. These two polymers use diethylamino and N,N,N '-trimethylethylenediamino as receptors, respectively, on a poly [p-(phenyleneethylene)-alt-(thienyleneethynylene)] (PPETE) fluorescent conjugated polymer backbone. The polymers were found to be relatively weakly emissive at lambda(max) similar to 488 mn with quantum yields of 0.11 and 0.09, respectively, at room temperature in THF solution. Initial investigations show that the tmeda-PPETE selectively detects some metal cations by an observed increase in fluoresence. In particular, Hg2+ in aqueous solution causes the fluorescence of tmeda-PPETE to increase by a factor of 2.7 at less than micromolar concentrations. The photophysical results are consistent with a PET mechanism for fluorescence quenching, which is removed upon binding of the analyte.
引用
收藏
页码:2844 / 2849
页数:6
相关论文
共 36 条
[1]   Poly(aryleneethynylene)s: Syntheses, properties, structures, and applications [J].
Bunz, UHF .
CHEMICAL REVIEWS, 2000, 100 (04) :1605-1644
[2]   3-SUBSTITUTED THIOPHENES .1. [J].
CAMPAIGNE, E ;
LESUER, WM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1948, 70 (04) :1555-1558
[3]  
Daffy LM, 1998, CHEM-EUR J, V4, P1810, DOI 10.1002/(SICI)1521-3765(19980904)4:9<1810::AID-CHEM1810>3.0.CO
[4]  
2-Y
[5]   Signaling recognition events with fluorescent sensors and switches [J].
de Silva, AP ;
Gunaratne, HQN ;
Gunnlaugsson, T ;
Huxley, AJM ;
McCoy, CP ;
Rademacher, JT ;
Rice, TE .
CHEMICAL REVIEWS, 1997, 97 (05) :1515-1566
[6]   High-efficiency fluorescence quenching of conjugated polymers by proteins [J].
Fan, CH ;
Plaxco, KW ;
Heeger, AJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (20) :5642-5643
[7]   Novel heterogeneous PET fluorescent sensors selective for transition metal ions or protons: polymers regularly labelled with naphthalimide [J].
Grabchev, I ;
Qian, XH ;
Xiao, Y ;
Zhang, R .
NEW JOURNAL OF CHEMISTRY, 2002, 26 (07) :920-925
[8]  
Guillet J.E., 1985, POLYM PHOTOPHYSICS P
[9]  
HARRIS DC, 1999, QUNTITATIVE CHEM ANA
[10]   Highly selective recognition of lead ion in water by a podand fluoroionophore/γ-cyclodextrin complex sensor [J].
Hayashita, T ;
Qing, D ;
Minagawa, M ;
Lee, JC ;
Ku, CH ;
Teramae, N .
CHEMICAL COMMUNICATIONS, 2003, (17) :2160-2161