scholarly journals Physicochemical and Luminescent Properties of Copolymers Composed of Three Monomers: Polythiophenes Based on 3-Hexylthiophene and 3,4-Ethylenedioxythiophene

2017 ◽  
Vol 2017 ◽  
pp. 1-11 ◽  
Author(s):  
Marco Antonio Ramírez-Gómez ◽  
Karla Karina Guzmán-Rabadán ◽  
Edgar González-Juárez ◽  
Marisol Güizado-Rodríguez ◽  
Gabriel Ramos-Ortiz ◽  
...  

The chemical synthesis and physicochemical and luminescent characterizations of polymers based on 3-HT, EDOT, and 2,2′-(9,9-dioctyl-9H-fluorene-2,7-diyl) bisthiophene (fluorene) or (E)-2-(ethyl(4-((4-nitrophenyl)diazenyl)phenyl)amino)ethyl 2-(thiophen-3-yl)acetate (TDR1) are reported. The fluorene unit was bound to the conjugate backbone, while the Disperse Red 1 (DR1) chromophore was present as a pendant group. Characterizations by 1H NMR, FT-IR, DSC-TGA, GPC, UV-vis, cyclic voltammetry, fluorescence quantum yield, excited state lifetime, and two-photon absorption cross-section were carried out. These polymers combined the physicochemical properties of EDOT and 3-HT, such as high electron density, high charge mobility, low oxidation potential, and good processability. The optical properties of these copolymers were highly dependent on the presence of EDOT, the molecular weight, and the regioregularity rather than the presence of the third component (fluorene or TDR1). The good nonlinear absorption and luminescent properties exhibited by these copolymers were exploited to fabricate nanoparticles used as fluorescent tags for the imaging of microstructures.

2009 ◽  
Vol 13 (01) ◽  
pp. 114-121 ◽  
Author(s):  
Kazuya Ogawa ◽  
Yasunori Nagatsuka

A new porphyrintetrathiafulvalene composite, where two porphyrins are bridged by te trathiafulvalene (TTF) using acetylene bonds was synthesized. The Q-band of the monomeric porphyrin appears at 590 nm whereas that of the composite is red-shifted to 620 nm and intensified. The Soret band is also red-shifted from 427 nm to 435 nm and much broadened, indicating the expansion of π-conjugation over the porphyrin and tetrathiafulvalene units. The HOMOs and LUMOs were calculated using time-dependent density functional theory. Voltammetric experiments revealed that the first oxidation potential of the TTF moiety in the composite was shifted by +155 mV compa red with TTF in the absence of composite. The effective two-photon absorption (2PA) cross section values were measured by using a nanosecond open aperture Z-scan method. The maximum effective 2PA cross section values were obtained at 760 nm, as 7300 GM in benzonitrile and 5900 GM in toluene. The values obtained in the polar solvent were 1.2 to 1.5 times larger than those in the nonpolar solvent.


2014 ◽  
Vol 18 (03) ◽  
pp. 221-230 ◽  
Author(s):  
Jie Zhang ◽  
Mingyu Teng ◽  
Dan Li

A series of amphiphilic porphyrins appended with pyridinium cation and/or polyethylene glycol have been synthesized and fully characterized by 1 H NMR, IR and MALDI-TOF-MS. Their photophysical properties were determined and the singlet oxygen (1 O 2) quantum yields of these compounds are in the range of 0.30–0.61 in CHCl 3 and 0.048–0.18 in Tris buffer. The measured two-photon absorption (TPA) cross-sections σ(2) of these porphyrin derivatives are between 110 and 240 GM. These amphiphilic porphyrins show some photocleavage activities (10%–21%) towards the anionic DNA observed at 100 μM.


2015 ◽  
Vol 1767 ◽  
pp. 57-62 ◽  
Author(s):  
Karla K. Guzmán-Rabadán ◽  
Marco A. Ramírez-Gómez ◽  
Marisol Güizado-Rodríguez ◽  
Jorge A. Guerrero-Álvarez ◽  
Víctor Barba ◽  
...  

ABSTRACTThe chemical synthesis of the copolymers poly(3-HT-co-EDOT-co-fluorene) and poly(3-HT-co-EDOT-co-TDR1) is reported. The first copolymer is derived of 3-hexylthiophene (3-HT), 3,4-ethylenedioxythiophene (EDOT) and 2,2'- (9,9-dioctyl-9H-fluorene-2,7-diyl) bisthiophene (fluorene). The second copolymer is derived of 3-hexylthiophene (3-HT), 3,4-ethylenedioxythiophene (EDOT) and (E)-2-(ethyl(4-((4-nitrophenyl)diazenyl)phenyl)amino)ethyl 2-(thiophen-3-yl)acetate (TDR1). Their physicochemical characterization by 1H NMR, FT-IR, DSC-TGA, GPC, UV-vis, cyclic voltammetry was carried out. These copolymers combine the high electron density and low oxidation potential of EDOT with the high charge mobility and processability of 3-HT. These are candidates for applications as active or barrier layer in electronic devices (bulk heterojuntion organic solar cells) or as functional membranes (e.g., sensors).


1994 ◽  
Vol 374 ◽  
Author(s):  
Kenneth J. McEwan ◽  
Richard C. Hollins

AbstractIn this paper we describe a technique by which the broadband excited state absorption/emission and dynamics can be measured for materials with either linear or two photon absorption. The technique is applied to two different dyes in solution and to a cyano-biphenyl organic liquid. The ratio of σex/σgr for HITCI in methanol is greater than 1 from 400 to 570nm and at 532nn is determined to be 25; the excited state lifetime is 800ps. For CAP in methanol σex/σgr is greater than 1 from 400–650nm and is 14 at 532nm. Dimer absorption and emission are found to contribute to the excited state response in this material. In the organic liquid broadband (400–570nm) excited state absorption is measured following two photon excitation at 588nm.


1996 ◽  
Vol 43 (9) ◽  
pp. 1765-1771 ◽  
Author(s):  
M. W. HAMILTON and D. S. ELLIOTT

2010 ◽  
Vol 25 (3) ◽  
pp. 289-292 ◽  
Author(s):  
Fei-Fei CHEN ◽  
Tie-Feng XU ◽  
Shi-Xun DAI ◽  
Qiu-Hua NIE ◽  
Xiang SHEN ◽  
...  

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