Synthesis, characterization, and transistor applications of new linear small molecules: Naphthyl-ethynyl-anthracene-based small molecules containing different alkyl end group
“…Kim further demonstrated that linearity and planarity are major factors required in a molecule to attain a close molecular packing that is necessary for fabricating OFET devices [50b] . Both the compounds 87 b and 87 c (Figure 6) behaved as p ‐type semiconductors, with the former having higher field‐effect mobility (0.036±0.003 cm 2 /Vs), current on/off ratio (6×10 4 ) and threshold voltage (V T =−29) than 87 c (μ=0.011±0.002 cm 2 /Vs, I ON/OFF =2×10 4 , V T =−12).…”
Polyacetylene bridged π-conjugated polyaromatic hydrocarbons (PAHs) have found wide applications in the fabrication of organic field-effect transistors (OFETs), organic light emitting diodes (OLEDs), solar cells, organic photovoltaic devices (OPV), liquid crystal displays and sensors. The ease with which semiconducting and/or emissive behaviour of polyacetylene bridged PAHs could be modulated by tailored functionalities via state-of-art powerful synthetic tools along with their low production cost and mechanical flexibility makes them one among the favourites for versatile optoelectronic and sensing applications. The current review sheds light on the applicability of Sonogashira coupling in the synthesis of PAHs with alkynyl bridges with particular emphasis on their photophysical properties. The review further discusses the utility of alkynyl bridged PAHs from the point of view of their applications in optoelectronic devices and in sensing nitroaromatics. The rich synthetic Sonogashira coupling that is available at one's disposal along with the promising photophysical properties demonstrated by alkynyl bridged PAHs offers great promise in design of novel πconjugated molecules that are capable of exhibiting exciting optoelectronic and sensing applications.
“…Kim further demonstrated that linearity and planarity are major factors required in a molecule to attain a close molecular packing that is necessary for fabricating OFET devices [50b] . Both the compounds 87 b and 87 c (Figure 6) behaved as p ‐type semiconductors, with the former having higher field‐effect mobility (0.036±0.003 cm 2 /Vs), current on/off ratio (6×10 4 ) and threshold voltage (V T =−29) than 87 c (μ=0.011±0.002 cm 2 /Vs, I ON/OFF =2×10 4 , V T =−12).…”
Polyacetylene bridged π-conjugated polyaromatic hydrocarbons (PAHs) have found wide applications in the fabrication of organic field-effect transistors (OFETs), organic light emitting diodes (OLEDs), solar cells, organic photovoltaic devices (OPV), liquid crystal displays and sensors. The ease with which semiconducting and/or emissive behaviour of polyacetylene bridged PAHs could be modulated by tailored functionalities via state-of-art powerful synthetic tools along with their low production cost and mechanical flexibility makes them one among the favourites for versatile optoelectronic and sensing applications. The current review sheds light on the applicability of Sonogashira coupling in the synthesis of PAHs with alkynyl bridges with particular emphasis on their photophysical properties. The review further discusses the utility of alkynyl bridged PAHs from the point of view of their applications in optoelectronic devices and in sensing nitroaromatics. The rich synthetic Sonogashira coupling that is available at one's disposal along with the promising photophysical properties demonstrated by alkynyl bridged PAHs offers great promise in design of novel πconjugated molecules that are capable of exhibiting exciting optoelectronic and sensing applications.
“…As an important unsaturated unit, the ethynyl group can be used to construct big π-conjugated systems, which can be widely applied into organic electronics, such as high performance organic field-effect transistors [3,4], organic solar cells [5], organic light-emitting materials [6], organic liquid crystal materials [7] and so on. The s-triazine (1,3,5-triazine) ring is a remarkable building block to generate supramolecular interactions and an important unit to construct various nonlinear optical devices [8].…”
“…Naphthyl units can yield planar π‐conjugated molecular system among not only intramolecular as well as intermolecular interactions . The 1,1′‐bi‐2‐naphthylamine is a typical C2‐symmetric aromatic compound, whose feature favors to prevent molecule dense packing and fabricate fine film morphology to charge transporting.…”
Two new efficient hole transporting materials (HTMs) Q216 and Q219 based on C2‐symmetric 1,1′‐bi‐2‐naphthylamine central core have been synthesized. The bis(4‐methoxyphenyl)amine‐substituted 9H‐carbazole were chose as end groups to link with the central core. The two HTMs have suitable molecular orbital energy levels, being well matched with that of CH3NH3PbI3 and carbon counter electrode. By introducing bis(4‐methoxyphenyl)amine unit (BMPA) to “3” position in carbazole donor, Q219 exhibits smaller dihedral angle between carbazole and naphthyl unit than Q216 with “2”‐BMPA, which may improve the electron donor ability of carbazole and favors to charge transport. The highest power conversion efficiency of PSC based‐Q219 is 9.31 %. EIS and IMVS measurements confirm that Q219 reduces charge recombination in perovskite solar cells (PSCs). Accordingly, the PSC with Q219 favors a 99 mV higher open circuit voltage than that of the Q216. The results provide some useful ideas to further design more promising structure of HTMs.
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