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2,7,12-tribromo-5,5',10,10',15,15'-hexahexyltruxene is a chemical compound distinguished by its truxene core with six hexyl chains and bromine atoms at the 2, 7, and 12 positions. This unique molecular structure endows it with high thermal and chemical stability, electron transport properties, and strong electron-accepting ability due to the bromine atoms. The hexyl chains further enhance its solubility in organic solvents, facilitating thin-film fabrication processes.

600172-86-9

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600172-86-9 Usage

Uses

Used in Optoelectronic Applications:
2,7,12-tribromo-5,5',10,10',15,15'-hexahexyltruxene is utilized as an organic semiconductor material in optoelectronic applications, such as organic light-emitting diodes (OLEDs) and organic photovoltaic devices, due to its high thermal and chemical stability and electron transport properties.
Used in Organic Semiconductor Materials:
The strong electron-accepting ability of 2,7,12-tribromo-5,5',10,10',15,15'-hexahexyltruxene, contributed by the bromine atoms, makes it suitable for use in organic semiconductor materials, where it can enhance the performance of electronic and optoelectronic devices.
Used in Thin-Film Fabrication:
The presence of hexyl chains in 2,7,12-tribromo-5,5',10,10',15,15'-hexahexyltruxene provides solubility in organic solvents, which is advantageous for processing the compound in thin-film fabrication for various electronic and optoelectronic applications.

Check Digit Verification of cas no

The CAS Registry Mumber 600172-86-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 6,0,0,1,7 and 2 respectively; the second part has 2 digits, 8 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 600172-86:
(8*6)+(7*0)+(6*0)+(5*1)+(4*7)+(3*2)+(2*8)+(1*6)=109
109 % 10 = 9
So 600172-86-9 is a valid CAS Registry Number.

600172-86-9Relevant academic research and scientific papers

Dye-sensitized solar cells based on functionalized truxene structure

Wu, Fei,Liu, Jian-Lin,Lee, Lawrence Tien Lin,Chen, Tao,Wang, Min,Zhu, Lin-Na

, p. 955 - 962 (2015)

Abstract Three new metal-free organic dyes (TX1, TX2 and TX3) based on truxene core structure, with triphenylamine as the electron donor, thiophene as the π spacers, and cyanoacetic acid or rhodanine-3-acetic acid as the electron acceptor are designed and

Shape-persistent poly-porphyrins assembled by a central truxene: Synthesis, structure, and singlet energy transfer behaviors

Xu, Hai-Jun,Du, Bin,Gros, Claude P.,Richard, Philippe,Barbe, Jean-Michel,Harvey, Pierre D.

, p. 44 - 55 (2013)

Four dyad systems composed of a central truxene and either one or three β-substituted zinc(II) porphyrins (ZnP: TruZnP (7) and TruTriZnP (9)) or free-bases (H2P: TruP (6) and TruTriP (8)) have been prepared. The presence of β-methyl groups minimizes π-conjugation through the quasi right angle made by the porphyrin and the truxene planes, and renders these dyads relatively rigid. The position of the absorption and emission 0-0 peaks confirms the role of the truxene and porphyrin as the energy donor and acceptor, respectively. Selective excitation of the truxene results in an efficient singlet energy transfer (S1 ET) from the truxene to the porphyrin unit. The rates for S1 ET (kET) are extracted from the change in the fluorescence lifetime of truxene in the presence and absence of the acceptor, and are temperature independent, (TruP (6), TruTriP (8), TruZnP (7) and TruTriZnP (9) are 5.0, 1.4, 1.0 and 1.4 at 298 K and 5.9, 1.3, 2.6, and 0.86 (ns)-1 at 77 K, respectively), consistent with their relative rigidity. These kET's are similar to other related but more flexible systems reported by one of us (Inorg. Chem. 2011, 50, 11493-11505). The k ET's time scale was assumed, based on modeling, to be related with hindered rotations about the truxene-porphyrin C-C bonds due to steric hexyl-hexyl interactions. This work confirms this earlier conclusion was correct. Copyright

Naphthalimide unit derivative-based small molecular receptor material, and preparation method and application thereof

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Paragraph 0065-0068, (2021/02/20)

The invention belongs to the field of organic photovoltaic materials, and particularly relates to a naphthalimide unit derivative-based small molecule acceptor material and a preparation method thereof, and the naphthalimide unit derivative-based small molecule acceptor material is used as an active layer to be applied to an organic solar cell device or a photoelectric detector. A small molecularphotovoltaic material with high thermal stability and excellent electron transport performance is obtained by coupling a plurality of donor unit central nucleuses with a mono-substituted naphthalimideunit derivative. The material can be applied to industrial production of organic solar cells and photoelectric detectors.

ORGANIC COMPOUND, LIGHT EMITTING DIODE AND LIGHT EMITTING DEVICE HAVING THE COMPOUND

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, (2020/07/05)

The present disclosure relates to an organic compound having a fused aromatic or hetero aromatic ring including a carbazole or fluorene moiety and a group having excellent charge mobility property, and a light emitting diode and a light emitting device having the organic compound. The organic compound can be applied into the light emitting diode by using solution process and has very deep HOMO energy level. When the organic compound is applied into a chare transfer layer, a HOMO energy level bandgap between the charge transfer layer and an emitting material layer is reduced so that holes and electrons can be injected into the emitting material layer in a balanced manner.

ORGANIC COMPOUNDS, AND LIGHT EMITTING DIODE AND LIGHT EMITTING DEVICE HAVING THE COMPOUNDS

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, (2020/07/02)

The present disclosure relates to an organic compound having a fused aromatic or hetero aromatic ring including a carbazole or fluorene moiety and a group having excellent charge mobility property, and a light emitting diode and a light emitting device having the organic compound. The organic compound can be applied into the light emitting diode by using solution process and has very deep HOMO energy level. When the organic compound is applied into a chare transfer layer, a HOMO energy level bandgap between the charge transfer layer and an emitting material layer is reduced so that holes and electrons can be injected into the emitting material layer in a balanced manner.

Supramolecular Coordination of Pb2+ Defects in Hybrid Lead Halide Perovskite Films Using Truxene Derivatives as Lewis Base Interlayers

Aktas, Ece,Jiménez-López, Jesús,Rodríguez-Seco, Cristina,Pudi, Rajesh,Ortu?o, Manuel A.,López, Núria,Palomares, Emilio

, p. 2702 - 2711 (2019/07/05)

Truxene derivatives, due to their molecular structure and properties, are good candidates for the passivation of defects when deposited onto hybrid lead halide perovskite thin films. Moreover, their semiconductor characteristics can be tailored through the modification of their chemical structure, which allows-upon light irradiation- the interfacial charge transfer between the perovskite film and the truxene molecules. In this work, we analysed the use of the molecules as surface passivation agents and their use in complete functional solar cells. We observed that these molecules reduce the non-radiative carrier recombination dynamics in the perovskite thin film through the supramolecular complex formation between the Truxene molecule and the Pb2+ defects at the perovskite surface. Interestingly, this supramolecular complexation neither affect the carrier recombination kinetics nor the carriers collection but induced noticeable hysteresis on the photocurrent vs voltage curves of the solar cells under 1 sun illumination.

Star-shaped electron acceptors containing a truxene core for non-fullerene solar cells

Lin, Kaiwen,Xie, Boming,Wang, Zhenfeng,Xie, Ruihao,Huang, Yunping,Duan, Chunhui,Huang, Fei,Cao, Yong

, p. 42 - 50 (2017/10/17)

A series of new electron acceptors containing a truxene core with intense optical absorption were synthesized and used for non-fullerene organic solar cells. Due to the weak electron-donating characteristic of truxene core and thereby weak intramolecular charge transfer interaction from electron-donating core to electron-withdrawing end groups, the resulting new acceptors show relatively wide optical band-gap and high-lying lowest unoccupied molecular orbitals (LUMOs), which consequently lead to complementary light spectra with narrow band-gap donor polymers and high open circuit voltage (Voc) in solar cells. Particularly, Tr(Hex)6-3BR, a star-shaped planar acceptor, produced the highest power conversion efficiency of 2.1% with a high Voc of 1.02 V when blended with PTB7-Th.

Truxene-based starlike symmetrical organic solar battery micromolecule acceptor material and its preparation method and organic solar battery

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, (2018/07/30)

The invention discloses a truxene-based starlike symmetrical organic solar battery micromolecule acceptor material and its preparation method and an organic solar battery. The material is formed by copolymerizing an electrondrawing group, a bridging unit and a truxene structure unit. The material is a typical D-pi-A structure, and the D-A effect can make the structure more stable; the spectrum hasred shift; thus the problem of low wavelength of the ultraviolet absorption of the truxene itself is solved, thus the material can absorb more solar spectrums, and the conversion efficiency is further improved; meanwhile, the material has unique starlike symmetrical structure, and is good in planarity, high in absorbing coefficient; the absorbing ability of the solar light is enhanced, and the demand of the high-efficiency device is satisfied; truxene-based starlike symmetrical organic solar battery micromolecule acceptor material has huge application prospect in solar battery field, in particular to the activity layer of the solar battery.

Cost-effective hole transporting material for stable and efficient perovskite solar cells with fill factors up to 82%

Guan, Lei,Yin, Xinxing,Zhao, Dewei,Wang, Changlei,An, Qiaoshi,Yu, Jiangsheng,Shrestha, Niraj,Grice, Corey R.,Awni, Rasha A.,Yu, Yue,Song, Zhaoning,Zhou, Jie,Meng, Weiwei,Zhang, Fujun,Ellingson, Randy J.,Wang, Jianbo,Tang, Weihua,Yan, Yanfa

, p. 23319 - 23327 (2017/11/22)

A new small molecule-based hole selective material (HSM), 4,4′,4′′-(7,7′,7′′-(5,5,10,10,15,15-hexahexyl-10,15-dihydro-5H-diindeno[1,2-a:1′,2′-c]fluorene-2,7,12-triyl)tris(2,3-dihydrothieno[3,4-b][1,4]dioxine-7,5-diyl))tris(N,N-bis(4-methoxyphenyl)aniline) (TRUX-E-T), has been developed by a facile synthesis with reduced cost. The highest occupied molecular orbital energy level and lowest unoccupied molecular orbital energy level of TRUX-E-T are -5.10 and -2.50 eV, respectively, making it a suitable HSM for lead iodide perovskite solar cells. TRUX-E-T can be smoothly deposited onto perovskite layers, enabling efficient perovskite solar cells with thin TRUX-E-T layers (~50 nm), which helps cut the unit cost of the HSL used in PVSCs to approximately one-fortieth (1/40) of 2,2′,7,7′-tetrakis (N,N-di-p-methoxyphenylamino)-9,9′-spirobifluorene (spiro-OMeTAD). Additionally, TRUX-E-T exhibits hole mobilities as high as 2.47 × 10-4 cm2 V-1 s-1, better than spiro-OMeTAD. As a result, our perovskite solar cells using TRUX-E-T have shown high fill factors up to 82%. The champion cell achieved a maximum power conversion efficiency of 18.35% (16.44%) when measured under reverse (forward) voltage scan under AM1.5 G 100 mW cm-2 illumination. Our un-encapsulated cells exhibited good stability in ambient air, maintaining 96.4% of their initial efficiency of 18.35% after 20 days of storage.

The star-shaped symmetrically polyindene-based organic electroluminescent material and its preparation method

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, (2017/01/26)

The invention discloses a truxene-based star-shaped symmetric organic electroluminescence material and a preparation method thereof. A synthesis route of the material comprises three steps: (1) synthesizing a central structure which takes truxene as a main body; (2) introducing an aryl bridging unit through suzuki reaction; (3) introducing periphery functional groups through suzuki reaction. The material adopts a unique star-shaped symmetric structure, the steric-hinerance effect of the material is remarkably improved, and the amorphous form of the material is improved, so that the problem of recrystallization aging of an organic photoelectric device is effectively prevented; due to the unique star-shaped structure, the molecule piling is effectively reduced, the fluorescence quenching caused by molecule piling is prevented, and the efficiency of an organic electroluminescence device is improved.

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