Synthesis and two-photon absorption properties of truxene-cored chromophores with functionalized pyrazine units fused as the end-groups

Lin, Tzu Chau; Tsai, Bo Kai; Huang, Tzu Yu; Chien, Wei Ting; Liu, Yi You; Li, May Hui; Tsai, Ming Yu

doi:10.1016/j.dyepig.2015.04.008

Cited by 15 publications

(6 citation statements)

References 27 publications

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“…Mono-25, di-26, and trinitro derivatives 27 can be obtained in good yield. 64 Alternatively, the reduction of NO 2 to NH 2 allows the further peripheral expansion of the p-electron system. 65,66 Halogenation is the most common method used for the functionalization of truxenes (Scheme 10).…”

Section: Justyna Mech-piskorzmentioning

confidence: 99%

From truxenes to heterotruxenes: playing with heteroatoms and the symmetry of molecules

2022

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Section: Justyna Mech-piskorzmentioning

confidence: 99%

From truxenes to heterotruxenes: playing with heteroatoms and the symmetry of molecules

2022

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“…The possibility of creating multiple branched arms truxene-centered SMAs is of importance here. Truxene was succeeded and widely used in optoelectronic fields in the last decade, including perovskite solar cells [ 16 ], dye-sensitized solar cells [ 17 ], two-photon absorption [ 18 ], photocatalysts [ 19 ], nonlinear optical (NLO) [ 20 ], organic light emitting diodes (OLEDs) [ 21 ], organic field effect transistors (OFETs) [ 22 ], and OSCs [ 23 ]. The truxene unit is regard as a nanosized rigid planar and C3-symmetric building block for generating numerous branching arms materials, which is capable of capturing as much incident light as feasible [ 24 , 25 ].…”

Section: Introductionmentioning

confidence: 99%

Truxene-Centered Electron Acceptors for Non-Fullerene Solar Cells: Alkyl Chain and Branched Arm Engineering

Lin

Shen

et al. 2022

IJMS

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A series of symmetrical truxene-centered and 3-ethylrhodanine end-capped electron acceptors with high absorption coefficient, namely Tr(Hex)6-3RD, Tr(Dec)6-3RD, and Tr(Hex)6-6RD, were prepared and constructed for non-fullerene solar cells. To satisfy solution-processability, multiple energy levels, and suitable morphology, these three acceptors were comparatively studied through alkyl chain (hexyl/decyl) and branched-arm engineering (three/six branched arms). The six-bladed propeller acceptor of Tr(Hex)6-6RD recorded the power conversion efficiency (PCE) of 1.1% blending with PTB7-Th without additional additives and post-processing. This work highly broadens the potential applications of star-shaped truxene building blocks in the fields of organic electronics.

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“…[18][19][20][21] Star-shaped nonfullerene solar cells having A-D-A framework are proved to be beneficial as they are capable to harvest large amount of sunlight because of extended dimensionality that directly enhances the photocurrents in these photovoltaic devices. Truxene, a star-shaped molecule, is used as building block in different optoelectronic devices such as organic light-emitting diodes, [22] photocatalysts, [23] two-photon absorption material, [24] perovskite solar cells, [25] dyessensitized solar cells, [26] and field effective transistor based on organic framework. [27] The star-shaped acceptors containing truxene core unit has C 3h symmetric and rigid planar structure that enables them to harvest incident light effectively because of well-delocalized conjugation and extended molecular dimensionality.…”

Section: Introductionmentioning

confidence: 99%

Molecular designing of high‐performance 3D star‐shaped electron acceptors containing a truxene core for nonfullerene organic solar cells

Khan

Mehboob

Hussain

et al. 2020

J of Physical Organic Chem

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End‐capped modification is a convenient strategy to enhance the photovoltaic and electronic properties of fullerene‐free acceptor materials. In this report, five novel star‐shaped three‐dimensional acceptor molecules FH1–FH5 are designed by end‐capped modifications of recently synthesized star‐shaped Tr (Hex)6‐3BR molecule. The enhancement in the photovoltaic, electronic, and photophysical properties of designed molecules is examined with the aid of density functional theory (DFT) and time‐dependent DFT (TDDFT). The MPW1PW91 functional in conjunction with 6‐31G(d,p) basis set of DFT/TDDFT is employed in order to compute various key parameters including frontier molecular orbitals analysis, absorption maxima, and binding energy along with transition density matrix, open‐circuit voltage, excitation energy, charge mobilities (electron and hole reorganizational energies), density of states, charge transfer with respect to HOMOPTB7‐Th–LUMOacceptor, and dipole moment. Red shifting in absorption spectra of acceptor materials is the most important reason for increasing efficiency of organic solar cells. A red shift in absorption spectra of all designed molecules is noted with low excitation energy. Designed molecules FH1–FH5 exhibit narrow energy gap with high electron mobility as compared with Tr (Hex)6‐3BR molecule. Among all designed molecules, FH4 is proved to be the best candidate for fullerene free organic solar cells because of narrow band gap, high charge mobility, high dipole moment, low excitation, and binding energy along with a red shift in absorption spectrum. Moreover, all designed molecules offer high current charge density as compared with Tr (Hex)6‐3BR. These results indicate that all star‐shaped conceptual molecules (FH1–FH5) are ideal aspirants for construction of future organic solar cells.

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Synthesis and two-photon absorption properties of truxene-cored chromophores with functionalized pyrazine units fused as the end-groups

Cited by 15 publications

References 27 publications

From truxenes to heterotruxenes: playing with heteroatoms and the symmetry of molecules

From truxenes to heterotruxenes: playing with heteroatoms and the symmetry of molecules

Truxene-Centered Electron Acceptors for Non-Fullerene Solar Cells: Alkyl Chain and Branched Arm Engineering

Molecular designing of high‐performance 3D star‐shaped electron acceptors containing a truxene core for nonfullerene organic solar cells

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