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3-Octyl-5'-(3-octylthiophen-2-yl)-2,2'-bithiophene is a complex organic semiconductor compound that features octyl or alkyl chains and thiophene, a sulfur-containing ring. It is part of a broader class of compounds that are integral to the field of organic electronics due to their electronic properties.

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  • 155166-89-5 Structure
  • Basic information

    1. Product Name: 3-octyl-5'-(3-octylthiophen-2-yl)-2,2'-bithiophene
    2. Synonyms: 3-octyl-5'-(3-octylthiophen-2-yl)-2,2'-bithiophene
    3. CAS NO:155166-89-5
    4. Molecular Formula: C28H40S3
    5. Molecular Weight: 472.8122
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 155166-89-5.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 564.7±50.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.045±0.06 g/cm3(Predicted)
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: 3-octyl-5'-(3-octylthiophen-2-yl)-2,2'-bithiophene(CAS DataBase Reference)
    10. NIST Chemistry Reference: 3-octyl-5'-(3-octylthiophen-2-yl)-2,2'-bithiophene(155166-89-5)
    11. EPA Substance Registry System: 3-octyl-5'-(3-octylthiophen-2-yl)-2,2'-bithiophene(155166-89-5)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 155166-89-5(Hazardous Substances Data)

155166-89-5 Usage

Uses

Used in Organic Electronics Industry:
3-Octyl-5'-(3-octylthiophen-2-yl)-2,2'-bithiophene is used as a key component in the development of organic semiconductors for various applications within the organic electronics industry. Its role is crucial due to the compound's electronic properties, which are similar to other organic semiconductors that are utilized in solar cells, thin film transistors, and organic light-emitting diodes.
Used in Solar Cells:
3-Octyl-5'-(3-octylthiophen-2-yl)-2,2'-bithiophene is used as a material in solar cells for harnessing solar energy. 3-octyl-5'-(3-octylthiophen-2-yl)-2,2'-bithiophene's electronic properties make it suitable for improving the efficiency of solar cells by facilitating the conversion of sunlight into electricity.
Used in Thin Film Transistors:
In the field of thin film transistors, 3-Octyl-5'-(3-octylthiophen-2-yl)-2,2'-bithiophene is used as a semiconductor material. Its application is aimed at enhancing the performance of transistors by providing better charge transport and improved electronic control in devices such as displays and sensors.
Used in Organic Light-Emitting Diodes (OLEDs):
3-Octyl-5'-(3-octylthiophen-2-yl)-2,2'-bithiophene is employed in the production of organic light-emitting diodes. 3-octyl-5'-(3-octylthiophen-2-yl)-2,2'-bithiophene contributes to the light-emitting properties of OLEDs, which are used in a wide range of applications, including displays, lighting, and signage, due to their high efficiency and vibrant color output.

Check Digit Verification of cas no

The CAS Registry Mumber 155166-89-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,5,5,1,6 and 6 respectively; the second part has 2 digits, 8 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 155166-89:
(8*1)+(7*5)+(6*5)+(5*1)+(4*6)+(3*6)+(2*8)+(1*9)=145
145 % 10 = 5
So 155166-89-5 is a valid CAS Registry Number.

155166-89-5Downstream Products

155166-89-5Relevant articles and documents

Improving photovoltaic properties of the linear A-Ar-A type small molecules with rhodanine by extending arylene core

Liu, Bin,Duan, Linrui,Chen, Jianhua,Duan, Xiongwei,Lei, Ting,Cai, Yufeng,Wang, Qiong,Tan, Hua,Yang, Renqiang,Zhu, Weiguo

, p. 42 - 49 (2017)

In order to efficiently tune photovoltaic performance, a series of linear A-Ar-A type small molecules (SMs) of (DRCN3T)2Ar were designed and synthesized, which contain the same terminal of 2-(1,1-dicyanomethylene) rhodanine (DRCN) and π-bridged space of 5-vinyl-trithiophene (3T), but different central arylene (Ar) unit, respectively. Significantly extending film absorption and increasing hole mobility were obtained in these SMs with enlarging Ar units from phenylene (Ph), naphthylene (Nap) to anthrylene (Ant). As a result, photovoltaic properties were remarkably improved in these SM/PC71BM based solution-processing organic solar cells (OSCs) by enlarging Ar units in (DRCN3T)2Ar. The highest power conversion efficiency of 5.15% with a short-circuit current density of 11.34 mA cm?2 was obtained in the (DRCN3T)2Ant based device, which is three times of that in the (DRCN3T)2Ph-based device. Our work further indicates that properly extending Ar core could be beneficial to improve photovoltaic properties for the A-Ar-A type SMs.

Series of Quinoidal Methyl-Dioxocyano-Pyridine Based π-Extended Narrow-Bandgap Oligomers for Solution-Processed Small-Molecule Organic Solar Cells

Tang, Ailing,Zhan, Chuanlang,Yao, Jiannian

, p. 4719 - 4730 (2015)

Small molecules with narrow bandgap of 71BM, showing the higher hole mobility and promising electric performance. (Graph Presented).

Acceptor-donor-acceptor small molecules containing benzo [1,2-b:4,5-b′]dithiophene and rhodanine units for solution processed organic solar cells

Fan, Qunping,Li, Min,Yang, Pingao,Liu, Yu,Xiao, Manjun,Wang, Xiangdong,Tan, Hua,Wang, Yafei,Yang, Renqiang,Zhu, Weiguo

, p. 13 - 19 (2015)

Two novel solution-processed acceptor-donor-acceptor (A-D-A) structured organic molecules with 5,8-disubstituted benzo[1,2-b:4,5-b′]dithiophene (BDT or BDTT) as central and donor units, 2-(1,1-dicyanomethylene)rhodanine (DCRD) as acceptor unit and terminal group, and trithiophene (T3) as π-bridges, D(T3-DCRD)-BDT and D(T3-DCRD)-BDTT, are designed and synthesized for the application as donor materials in organic solar cells (OSCs). Both compounds exhibit broad absorption covering the wavelength range 300-750 nm and the relatively lower HOMO energy levels from -5.39 to -5.46 eV. D(T3-DCRD)-BDTT demonstrates strong absorbance and higher hole mobility than that of D(T3-DCRD)-BDT. The power conversion efficiency (PCE) values of the OSCs based on the compounds/PC61BM (1:1, w/w) are 1.10% for D(T3-DCRD)-BDT and 1.94% for D(T3-DCRD)-BDTT, under the illumination of AM. 1.5G, 100 mW/cm-2. Furthermore, the high open-circuit voltage (Voc) values are 0.93 V for D(T3-DCRD)-BDT and 0.96 V for D(T3-DCRD)-BDTT, respectively. It indicates that incorporating DCRD as an acceptor unit into D-A-D-type small molecule has proven to be promising candidates for high efficiency solution processed OSCs.

Chirality inversion in hydrogen-bonded rhodanine-oligothiophene derivatives by solvent and temperature

Garcia, Ana M.,Ruiz-Carretero, Amparo

supporting information, p. 529 - 532 (2022/01/22)

The self-assembly process of hydrogen-bonded quinquethiophene-rhodanine derivatives has been explored as a function of solvent and temperature. We demonstrate the divergent supramolecular chirality emerging from a single enantiomer by subtle changes in solvent mixtures and sample preparation protocol. Spectroscopic techniques have proved the presence of aggregates where H-bonding interactions play a crucial role.

ORGANIC DYE FOR A DYE SENSITIZED SOLAR CELL

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Page/Page column 28-29, (2017/12/15)

An organic dye for a Dye Sensitized Solar Cell (DSSC) which comprises at least one electron acceptor unit and at least one ττ-conjugated unit. Said organic dye is particularly useful in a dye sensitized photoelectric conversion element which, in turn, may be used in a dye sensitized solar cell (DSSC).

FUSED RING DERIVATIVE AND ORGANIC SOLAR CELL COMPRISING THE SAME

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Paragraph 0194; 0205; 0206, (2017/04/19)

The present invention relates to a condensed ring and an organic solar cell comprising the same. The organic solar cell of the present invention comprises: a first electrode; a second electrode facing the first electrode; and one or more organic layers formed between the first electrode and the second electrode, and including a photoactivity layer, wherein one or more layers of the organic layers comprise the condensed ring of the present invention. By using the condensed ring of the present invention, it is expected to improvement in efficiency, and lifespan of a device caused by properties such as thermal stability of the condensed ring.COPYRIGHT KIPO 2017

The photoelectric material preparation

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Paragraph 0151-0154, (2016/12/01)

A photoelectric active compound selected from the compounds having general formulas (1)-(3), and preparation method and uses thereof.

ORGANIC DYE FOR A DYE-SENSITIZED SOLAR CELL

-

Paragraph 0131; 0133, (2016/10/04)

Organic dye for a dye-sensitized solar cell (DSSC) comprising at least one electron-acceptor unit and at least one π-conjugated unit. Said organic dye is particularly useful in a dye-sensitized photoelectric transformation element which, in its turn, can be used in a dye-sensitized solar cell (DSSC).

Photoelectric materials and preparation thereof

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Page/Page column 64, (2015/11/30)

Receptor type oligothiopene compounds, methods of preparing the compounds, and use of the compounds in photoelectric materials.

Design, synthesis and photophysical properties of A-D-A-D-A small molecules for photovoltaic application

Yan, Weibo,Zhang, Qian,Qin, Qingsong,Ye, Senyun,Lin, Yuanwei,Liu, Zhiwei,Bian, Zuqiang,Chen, Yongsheng,Huang, Chunhui

, p. 99 - 108 (2015/06/08)

A series of linear-conjugated small molecule compounds featured with the acceptor-donor-acceptor-donor-acceptor (A-D-A-D-A) structure were designed, synthesized and characterized. The films of the compounds showed a broad UV-Vis absorption range of 300-800 nm with high molar absorption coefficient of more than 1.0 × 104 cm-1. Their hole-mobility can be as high as 1.0 × 10-3 cm2 V-1 s-1. The compounds have a compatible HOMO energy level of -5.0 eV to PC71BM and a high solubility up to 20 mg mL-1 in chloroform. Therefore, compounds can blend with PC71BM in the chloroform and form an active layer for a photovoltaic cell device by spin-coating of the blend solution. A maximum power conversion efficiency of 3.2% was achieved with the DERH3TT solar cell device. These results indicate that the A-D-A-D-A small molecules with electron-withdrawing dyes as terminals are promising candidates for the high efficiency solution processed organic photovoltaic cells.

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