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Céspedes-Guirao FJ Martín-Gomis L Ohkubo K Fukuzumi S Fernández-Lázaro F Sastre-Santos A 《Chemistry (Weinheim an der Bergstrasse, Germany)》2011,17(33):9153-9163
Three new bisperylenebisimide-silicon phthalocyanine triads [(PBI)(2)-SiPcs 1, 2, and 3] connected with either rigid or flexible bridges were synthesized and characterized. A new synthetic approach to connect SiPc and PBI moieties through click chemistry produced triad 3 with an 80% yield. In (PBI)(2)-SiPc 1, PBI and SiPc are orthogonal and were connected with a rigid connector; triads 2 and 3 bear flexible aliphatic bridges, resulting in a tilted (2) or nearly parallel arrangement (3) of PBI and SiPc. Photoinduced intramolecular processes in these (PBI)(2)-SiPcs were studied and the results are compared with those of the reference compounds SiPc-ref and PBI-ref. The occurrence of electron-transfer processes between the SiPc and PBI units was confirmed by time-resolved emission and transient absorption techniques. Charge-separated (CS) states with lifetimes of 0.91, 1.3 and 2.0 ns for triads 1, 2, and 3, respectively, were detected using femtosecond laser flash photolysis. Upon the addition of Mg(ClO(4))(2), an increase in the lifetime of the CS states to 59, 110 and 200 μs was observed for triads (PBI)(2)-SiPcs 1, 2, and 3, respectively. The energy of the CS state (SiPc(·+)-PDI(·-)/Mg(2+)) is lower than the energy of both silicon phthalocyanine ((3)SiPc*-PDI) and perylenebisimide (SiPc-(3)PDI*) triplet excited states, which decelerates the metal ion-decoupled electron-transfer process for charge recombination to the ground state, thus increasing the lifetime of the CS state. The photophysics of the three triads demonstrate the importance of the rigidity of the spacer and the orientation between donor and acceptor units. 相似文献
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P4VP and oligo(phenylenevinylene)‐perylenebisimide mixed donor‐acceptor supramolecular comb polymer complexes with improved charge carrier mobility
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B. Saibal S. Chithiravel S. K. Asha 《Journal of polymer science. Part A, Polymer chemistry》2016,54(15):2403-2412
Random donor‐acceptor (D‐A) supramolecular comb polymers were formed when hydroxyl functionalized donor and acceptor small molecules based on Oligo(phenylenevinylene) (named OPVCN‐OH ) and Perylenebisimide (named UPBI‐PDP ), respectively, were complexed with Poly(4‐vinyl pyridine) (P4VP). A series of random D‐A supramolecular comb polymers were formed by varying the ratios of UPBI‐PDP and OPVCN‐OH with P4VP. A 100% P4VP‐donor polymer complex [ P4VP(OPV1.00 )] and a 100% P4VP‐acceptor polymer complex [ P4VP(UPBI1.00 )] were also synthesized and characterized. Complex formation was confirmed by FT‐IR and 1H NMR spectroscopy. Solid state structural studies carried out using small angle X‐ray scattering and wide angle X‐ray diffraction experiments revealed altered packing of the D and A molecules in the complexes. Transmission electron microscopy images showed lamellar structures in the < 10 nm scale for the P4VP(OPV1.00 ), P4VP(UPBI1.00 ), and mixed P4VP (D‐A) complexes. The effect of the nanoscopic D‐A self‐assembly on the bulk mobility of the materials was probed using SCLC measurements. The mixed D‐A random complexes exhibited ambipolar charge transport characteristics with higher values for the average bulk hole mobility estimate. P4VP(OPV0.25 + UPBI0.75) exhibited an average hole mobility in the order of 10?2cm2 V?1 s?1 and electron mobility 10?5cm2 V?1 s?1. © 2016 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2016 , 54, 2403–2412 相似文献
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S. Kumari Nisha S. K. Asha 《Journal of polymer science. Part A, Polymer chemistry》2013,51(3):509-524
A high‐temperature solution blending process has been used to synthesize a series of copolymers incorporating varying mole ratios of perylenebisimide (PBI) into the backbone of an engineering thermoplastic polyester [poly(1,4‐cyclohexylenedimethylene‐1,4‐cyclohexanedicarboxylate)] (PCCD). A random donor–acceptor copolymer incorporating oligo(p‐phenylene vinylene) (OPV) and PBI was also synthesized. The chemical incorporation of these chromophores into PCCD was confirmed by carrying out the melt condensation using 1,4‐cyclohexanedimethanol and 1,4‐dimethylcyclohexane dicarboxylate with hydroxyl‐functionalized PBI and OPV derivatives. Higher extent of incorporation of PBI (35 mol %) could be achieved using the blending approach retaining solubility, film‐forming ability, and higher molecular weights. The PBI polymers produced using the two different approaches exhibited structural variations. The polymers formed from the solution blending approach had a semicrystalline nature with blocks of PCCD separating the PBI units, whereas those produced using the melt condensation route were amorphous polymers. This structural variation was reflected in their photophysical properties also with the reactive solution‐blended polymers exhibiting higher fluorescence quantum yields. These results demonstrate the easy incorporation of suitably functionalized donor and acceptor moieties into a completely aliphatic polyester backbone to produce free‐standing films of hitherto nonprocessable polymers. © 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2013 相似文献
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The rod‐like oligo(p‐phenylene ethynylene)‐functionalized perylene bisimide triad was synthesized and characterized. Aggregation behavior in solvents of different polarity was investigated by absorption and fluorescent spectroscopy. The results showed that stronger aggregations took place in low‐polarity slovent. The experiments also indicated that the energy and electron transfer might takeplace between the two chromophores during the photoinduced excitation. Highly ordered two‐dimensional assemblies could be observed at solid/liquid interfaces. 相似文献
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