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
[11]   A fluorescent sensor with high selectivity and sensitivity for potassium in water [J].
He, HR ;
Mortellaro, MA ;
Leiner, MJP ;
Fraatz, RJ ;
Tusa, JK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (06) :1468-1469
[12]  
HESSE M, 1997, SPECTROSCOPIC METHOD
[13]   CHELATION-ENHANCED FLUORESCENCE IN 9,10-BIS(TMEDA)ANTHRACENE [J].
HUSTON, ME ;
HAIDER, KW ;
CZARNIK, AW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (13) :4460-4462
[14]   CHELATION ENHANCED FLUORESCENCE DETECTION OF NON-METAL IONS [J].
HUSTON, ME ;
AKKAYA, EU ;
CZARNIK, AW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (23) :8735-8737
[15]  
LEMAIRE M, 1989, J CHIM PHYS PHYS CHI, V86, P93
[16]   Studies in sulfur heterocycles.: Part 15.: Condensed heterocycles derived from thieno[2,3-c]- and thieno[3,2-c]-thiopyrans [J].
Mandal, SS ;
Chakraborty, J ;
De, A .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1999, (18) :2639-2644
[17]   Conjugated polymer-based chemical sensors [J].
McQuade, DT ;
Pullen, AE ;
Swager, TM .
CHEMICAL REVIEWS, 2000, 100 (07) :2537-2574
[18]   Signal amplification of a "turn-on" sensor: Harvesting the light captured by a conjugated polymer [J].
McQuade, DT ;
Hegedus, AH ;
Swager, TM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (49) :12389-12390
[19]  
Meites L., 1974, ELECTROCHEMICAL DATA
[20]   Probing Forster and dexter energy-transfer mechanisms in fluorescent conjugated polymer chemosensors [J].
Murphy, CB ;
Zhang, Y ;
Troxler, T ;
Ferry, V ;
Martin, JJ ;
Jones, WE .
JOURNAL OF PHYSICAL CHEMISTRY B, 2004, 108 (05) :1537-1543