Studies on photophysical and electrochemical properties of synthesized hydroxy perylenediimides in nanostructured titania thin films

Karapire, Canan; Zafer, Ceylan; İçli, Sıddık

doi:10.1016/j.synthmet.2004.04.016

Cited by 38 publications

(18 citation statements)

References 35 publications

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“…The energy diagram of the BHJSC is shown in Figure 1a. The values of the highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) of P3HT, HHPER, and work function of GO were taken from literature [14,39,40]. The obtained current density-voltage (J -V) curves (Figure 6a and 6b) presented regular diode behavior and impedance curves ( Figure 7) indicated a parallel resistance-capacitance circuit with a single relaxation time, in accordance with the literature [41].…”

Section: Optical Studies and Bhjsc Performancessupporting

confidence: 78%

“…Although PCBM is widely used, because of its high cost and difficult synthetic requirements, alternative electron acceptor material investigations are carried out. Perylenediimides (PDIs) are considered as one of the potential material types due to their high absorption coefficients, high thermal stability, and relatively good electron acceptor properties [11][12][13][14][15]. In the first part of this study, a PDI derivative, i.e.…”

Section: Introductionmentioning

confidence: 99%

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Solution processable graphene oxide hole transport layers and their application in P3HT:HHPER active layer based BHJSC

MEMİŞOĞLU¹,

DİKER²,

Varlıklı³

2015

Turk J Phys

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Graphene oxide (GO) material was synthesized by an improved Hummers method and characterized by FT-IR, XPS, XRD, AFM, SEM, and UV-VIS analyses. The thickness of the GO layer was measured as 1.5 nm. Solution processed bulk heterojunction solar cells comprising poly(3-hexylthiophene) (P3HT) as the electron donor and N,N'-bis-2-(1-hydoxyhexyl)-3,4,9,10-perylenebis(dicarboximide) (HHPER) as the electron acceptor component of the active layer were produced with and without the GO doped PEDOT-PSS hole transport layers. The optical investigations of the active layer were performed by ground state absorption and photoluminescence measurements. Optimized blend w/w was determined as P3HT:HHPER, 3:1. It was found that the presence of GO in PEDOT:PSS by 0.05 w/w reduces the charge transfer resistance and enhances not only the Jsc , but also V oc values. However, it cannot inhibit V oc losses obtained through annealing the active layer at temperatures higher than 120• C.

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Section: Optical Studies and Bhjsc Performancessupporting

confidence: 78%

Section: Introductionmentioning

confidence: 99%

Solution processable graphene oxide hole transport layers and their application in P3HT:HHPER active layer based BHJSC

MEMİŞOĞLU¹,

DİKER²,

Varlıklı³

2015

Turk J Phys

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“…[12] Multichromophoric assemblies based on perylene bisimide building blocks, [13] created by both covalent and noncovalent interactions, have been studied for photonic and electronic purposes. Such chromophore assemblies find various applications, for example, as light-harvesting systems, [14] photoinduced electron-transfer systems, [15] organic light-emitting diodes (OLEDs), [16] organic thin-film transistors, [17] and solar cells.…”

Section: Introductionmentioning

confidence: 99%

Control of H‐ and J‐Type π Stacking by Peripheral Alkyl Chains and Self‐Sorting Phenomena in Perylene Bisimide Homo‐ and Heteroaggregates

Ghosh¹,

Li²,

Stepanenko³

et al. 2008

Chemistry A European J

447

348

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The synthesis, self-assembly, and gelation ability of a series of organogelators based on perylene bisimide (PBI) dyes containing amide groups at imide positions are reported. The synergetic effect of intermolecular hydrogen bonding among the amide functionalities and pi-pi stacking between the PBI units directs the formation of the self-assembled structure in solution, which beyond a certain concentration results in gelation. Effects of different peripheral alkyl substituents on the self-assembly were studied by solvent- and temperature-dependent UV-visible and circular dichroism (CD) spectroscopy. PBI derivatives containing linear alkyl side chains in the periphery formed H-type pi stacks and red gels, whereas by introducing branched alkyl chains the formation of J-type pi stacks and green gels could be achieved. Sterically demanding substituents, in particular, the 2-ethylhexyl group completely suppressed the pi stacking. Coaggregation studies with H- and J-aggregating chromophores revealed the formation of solely H-type pi stacks containing both precursor molecules at a lower mole fraction of J-aggregating chromophore. Beyond a critical composition of the two chromophores, mixed H-aggregate and J-aggregate were formed simultaneously, which points to a self-sorting process. The versatility of the gelators is strongly dependent on the length and nature of the peripheral alkyl substituents. CD spectroscopic studies revealed a preferential helicity of the aggregates of PBI building blocks bearing chiral side chains. Even for achiral PBI derivatives, the utilization of chiral solvents such as (R)- or (S)-limonene was effective in preferential population of one-handed helical fibers. AFM studies revealed the formation of helical fibers from all the present PBI gelators, irrespective of the presence of chiral or achiral side chains. Furthermore, vortex flow was found to be effective in macroscopic orientation of the aggregates as evidenced from the origin of CD signals from aggregates of achiral PBI molecules.

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“…From a multifunctional perspective, perylene diimides (PDI) have received much attention and are widely used in many applications owing to their high fluorescence quantum yield [1e3], large molar absorption coefficient [3,4], high photo-and thermal stabilities under visible light irradiation [5e7], high chemical stability [8] and ease of their tunable absorption properties [9,10]. Both symmetric and unsymmetric derivatives of diimides have been extensively used in dye sensitized solar cells (DSSC) [11e14], organic light emitting diodes (OLED) [15], organic field effect transistors (OFED) [16], liquid crystal displays (LCD) [17], dye lasers [18], photosensitizers in chemical oxidations [7], photodynamic therapy [19] and DNA G-quadruplex stabilization [20e22].…”

Section: Introductionmentioning

confidence: 99%

Fluorescent macromolecular perylene diimides containing pyrene or indole units in bay positions

2010

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Studies on photophysical and electrochemical properties of synthesized hydroxy perylenediimides in nanostructured titania thin films

Cited by 38 publications

References 35 publications

Solution processable graphene oxide hole transport layers and their application in P3HT:HHPER active layer based BHJSC

Solution processable graphene oxide hole transport layers and their application in P3HT:HHPER active layer based BHJSC

Control of H‐ and J‐Type π Stacking by Peripheral Alkyl Chains and Self‐Sorting Phenomena in Perylene Bisimide Homo‐ and Heteroaggregates

Fluorescent macromolecular perylene diimides containing pyrene or indole units in bay positions

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