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(5-(2-Ethylhexyl)thiophen-2-yl)trimethylstannane is an organostannane compound characterized by its thiophenyl group and ethylhexyl substituent. It is a synthetically versatile reagent utilized in the production of various organic molecules, particularly those with potential applications in the field of electronics.

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  • 1429306-71-7 Structure
  • Basic information

    1. Product Name: (5-(2-ethylhexyl)thiophen-2-yl)trimethylstannane
    2. Synonyms: (5-(2-ethylhexyl)thiophen-2-yl)trimethylstannane
    3. CAS NO:1429306-71-7
    4. Molecular Formula: C15H28SSn
    5. Molecular Weight: 359.163
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 1429306-71-7.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: N/A
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: (5-(2-ethylhexyl)thiophen-2-yl)trimethylstannane(CAS DataBase Reference)
    10. NIST Chemistry Reference: (5-(2-ethylhexyl)thiophen-2-yl)trimethylstannane(1429306-71-7)
    11. EPA Substance Registry System: (5-(2-ethylhexyl)thiophen-2-yl)trimethylstannane(1429306-71-7)
  • 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: 1429306-71-7(Hazardous Substances Data)

1429306-71-7 Usage

Uses

Used in Electronics Industry:
(5-(2-Ethylhexyl)thiophen-2-yl)trimethylstannane is used as a reagent or source material for the synthesis of isoindigo-based molecules. These molecules are crucial components in the development of solution-processable organic solar cells, which are an emerging technology in the field of renewable energy and sustainable electronics.
Used in Solar Cell Manufacturing:
In the solar cell manufacturing process, (5-(2-Ethylhexyl)thiophen-2-yl)trimethylstannane plays a vital role in producing isoindigo-based molecules that contribute to the efficiency and performance of organic solar cells. These solar cells are known for their flexibility, lightweight, and potential for large-scale production, making them a promising alternative to traditional silicon-based solar cells.

Check Digit Verification of cas no

The CAS Registry Mumber 1429306-71-7 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,4,2,9,3,0 and 6 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 1429306-71:
(9*1)+(8*4)+(7*2)+(6*9)+(5*3)+(4*0)+(3*6)+(2*7)+(1*1)=157
157 % 10 = 7
So 1429306-71-7 is a valid CAS Registry Number.

1429306-71-7Downstream Products

1429306-71-7Relevant articles and documents

A narrow-bandgap benzobisthiadiazole derivative with high near-infrared photothermal conversion efficiency and robust photostability for cancer therapy

Huang, Shuo,Kannadorai, Ravi Kumar,Chen, Yuan,Liu, Quan,Wang, Mingfeng

, p. 4223 - 4226 (2015)

Photothermal therapy has emerged as a promising tool for treatment of diseases such as cancers. Previous photothermal agents have been largely limited to inorganic nanomaterials and conductive polymers that are barely biodegradable, thus raising issues of long-term toxicity for clinical applications. Here we report a new photothermal agent based on colloidal nanoparticles formed by a small-molecular dye, benzo[1,2-c;4,5-c′]bis[1,2,5]thiadiazole-4,7-bis(5-(2-ethylhexyl)thiophene). These nanoparticles showed strong near-infrared absorption, robust photostability and high therapeutic efficiency for photothermal treatment of cancer cells.

A new 2D-naphtho[1,2-b:5,6-b']dithiophene based donor small molecules for bulk-heterojunction organic solar cells

Bagde, Sushil S.,Park, Hanok,Tran, Van-Huong,Lee, Soo-Hyoung

, p. 30 - 39 (2019)

We present design and synthesis of three new symmetrical and linear A-D-A type π-conjugated donor small molecules (2D-NDT(TPD)2, 2D-NDT(Ester)2 and 2D-NDT(Amide)2) containing two dimensional (2D) naphthodithiophene (NDT) unit as the central donor core, end-capped with electron deficient unit such as thieno[3,4c]pyrrole-4,6-dione (TPD), 2-ethylhexyl 2-cyanoacetate (Ester) and 2-cyano-N-(2-ethylhexyl)acetamide (Amide) group respectively. We characterized these small molecules and further investigated the optical, electrochemical, morphological and photovoltaic properties. When solution–processed bulk heterojunction organic solar cells are fabricated using these small molecules, the morphology of 2D-NDT(Ester)2 or 2D-NDT(Amide)2 and [6,6]-PhenylC71-butyric acid methyl ester (PC71BM) blend film was optimized using 1,8 Diiodooctane (DIO) additive. DIO additive promotes the formation of nanoscopically well-connected molecular domains in the active blend film. A device based on (1% DIO, 1:1) 2D-NDT(Ester)2:PC71BM exhibited highest the efficiency of 1.22% with a short-circuit density (Jsc) of 3.75 mA/cm2, an open circuit voltage (Voc) of 0.91 V and fill factor (FF) of 35.50. Similarly for (1% DIO, 1:3) 2D-NDT(Amide)2:PC71BM device efficiency of 0.55%, with Jsc of 2.36 mA/cm2, Voc of 0.64 V and FF of 36.95 was observed. Whereas for (1:2) 2D-NDT(TPD)2:PC71BM device, due to the improper blending and phase separation between donor and acceptor efficiency restricted to 0.33% with Jsc of 1.66 mA/cm2, Voc of 0.73 V and FF of 27.2.

Solution-processable thiadiazoloquinoxaline-based donor-acceptor small molecules for thin-film transistors

Gu, Pei-Yang,Zhang, Jing,Long, Guankui,Wang, Zilong,Zhang, Qichun

, p. 3809 - 3814 (2016/05/19)

Although several [1,2,5]thiadiazolo[3,4-g]quinoxaline (TQ)-thiophene-based hybrid polymers have been demonstrated for application in organic field-effect transistors (OFETs), the research on the charge carrier mobility of conjugated donor (D)-acceptor (A) small molecules is rare. To enrich the TQ-containing small molecule family, in this paper, we designed and synthesized three novel TQ derivatives 1, 2, and 3 with thiophene units attached onto the TQ cores. The optoelectronic and OFET properties of as-prepared compounds 1-3 are investigated. Our results indicate that compounds 1-3 show typical p-type characteristics with mobility as high as 0.012, 0.05 and 0.0055 cm2 V-1 s-1 and on/off current ratios of 3 × 105, 1 × 106 and 1 × 104 under the optimized conditions, respectively. Due to the steric effect of the substituted bulky group, compound 3 adopts a looser packing mode with a larger π-π distance, which subsequently reduces the transport performance. Our results suggest that the D-A π-conjugated small molecules based on TQ could be good candidates for application in organic electronic devices.

Star-shaped and linear TT-conjugated oligomers consisting of a tetrathienoanthracene core and multiple diketopyrrolopyrrole arms for organic solar cells

Komiyama, Hideaki,Adachi, Chihaya,Yasuda, Takuma

, p. 1459 - 1466 (2016/08/02)

Solution-processable star-shaped and linear π-conjugated oligomers consisting of an electron-donating tetrathienoanthracene (TTA) core and electron-accepting diketopyrrolopyrrole (DPP) arms, namely, TTA-DPP4 and TTA-DPP2, were designed and synthesized. Ba

Design, synthesis, and characterization of α,ω-disubstituted indeno[1,2-b]fluorene-6,12-dione-thiophene molecular semiconductors. Enhancement of ambipolar charge transport through synthetic tailoring of alkyl substituents

Ozdemir, Mehmet,Choi, Donghee,Kwon, Guhyun,Zorlu, Yunus,Kim, Hyekyoung,Kim, Myung-Gil,Seo, SungYong,Sen, Unal,Citir, Murat,Kim, Choongik,Usta, Hakan

, p. 212 - 226 (2016/01/09)

A series of indeno[1,2-b]fluorene-6,12-dione-thiophene derivatives with hydrocarbon substituents at α,ω-positions as side groups have been designed and synthesized. The new compounds were fully characterized by 1H/13C NMR, mass spectrometry, cyclic voltammetry, UV-vis absorption spectroscopy, differential scanning calorimetry, thermogravimetric analysis, and melting point measurements. The solid state structure of the indeno[1,2-b]fluorene-6,12-dione acceptor core has been identified based on single-crystal X-ray diffraction (XRD). The structural and electronic properties were also studied using density functional theory calculations, which were found to be in excellent agreement with the experimental findings and provided further insight. The detailed effects of alkyl chain size and orientation on the optoelectronic properties, intermolecular cohesive forces, thin-film microstructures, and charge transport performance of the new semiconductors were investigated. Two of the new solution-processable semiconductors, 2EH-TIFDKT and 2OD-TIFDKT, were deposited as thin-films via solution-shearing, drop-casting, and droplet-pinned crystallization methods, and their morphologies and microstructures were investigated by X-ray diffraction (XRD) and atomic force microscopy (AFM). The solution-processed thin-film transistors based on 2EH-TIFDKT and 2OD-TIFDKT showed ambipolar device operations with electron and hole mobilities as high as 0.12 cm2 V-1 s-1 and 0.02 cm2 V-1 s-1, respectively, with Ion/Ioff ratios of 105 to 106. Here, we demonstrate that rational repositioning of the β-substituents to molecular termini greatly benefits the π-core planarity while maintaining a good solubility, and results in favorable structural and optoelectronic characteristics for more efficient charge-transport in the solid-state. The ambipolar charge carrier mobilities were increased by two-three orders of magnitude in the new indeno[1,2-b]fluorene-6,12-dione-thiophene core on account of the rational side-chain engineering.

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