920504-00-3

Basic information

• Product Name: 2,6-Bis(triMethyltin)-4,4-bis(2-ethylhexyl)-4H-cyclopenta[2,1-b:3,4-b']dithiophene
• Synonyms: 2,6-Bis(triMethyltin)-4,4-bis(2-ethylhexyl)-4H-cyclopenta[2,1-b:3,4-b']dithiophene;2,6-Bis(triMethyltin)-4,4-bis(2-ethylhexyl)-4H-cyclopenta[2,1-b;(4,4-Bis(2-ethylhexyl)-4H-cyclopenta[1,2-b:5,4-b]dithiophene-2,6-diyl)bis(trimethylstannane)
• CAS NO: 920504-00-3
• Molecular Formula: C31H54S2Sn2
• Molecular Weight: 728.31046
• Mol File: 920504-00-3.mol

Chemical Properties

• Boiling Point: Not available
• Appearance: /
• CAS DataBase Reference: 2,6-Bis(triMethyltin)-4,4-bis(2-ethylhexyl)-4H-cyclopenta[2,1-b:3,4-b']dithiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Bis(triMethyltin)-4,4-bis(2-ethylhexyl)-4H-cyclopenta[2,1-b:3,4-b']dithiophene(920504-00-3)
• EPA Substance Registry System: 2,6-Bis(triMethyltin)-4,4-bis(2-ethylhexyl)-4H-cyclopenta[2,1-b:3,4-b']dithiophene(920504-00-3)

Safety Data

• Hazardous Substances Data: 920504-00-3(Hazardous Substances Data)

Upstream product

• 365547-20-2 4,4-bis(2-ethylhexyl)-4H-cyclopenta[2,1-b:3,4-b']dithiophene 
• 1066-45-1 trimethyltin(IV)chloride 
• 18908-66-2 3-bromomethylheptane 
• 389-58-2 4H-cyclopenta[2,1-b;3,4-b']dithiophene 
• 365547-21-3 2,6-dibromo-4,4-bis(2-ethylhexyl)-4H-cyclopenta[2,1-b:3,4-b']dithiophene 

Relevant articles and documents

Developing conjugated polymers with high electron affinity by replacing a c-c unit with a b←n unit

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Two photoconductive conjugated polymers (PDTPTT and PCPDTTT) were synthesized to be utilized in red and near-infrared (NIR) organic photodetectors (OPDs). The low bandgap was achieved by stabilizing the quinoidal structure of the conjugated backbone, and both donor polymers showed strong red and NIR absorption in the range of 500-900 nm. To enhance the exciton separation and intensify the red and NIR absorption, p-n bulk heterojunction OPDs were fabricated by blending a PDTPTT (or PCPDTTT) and a low bandgap nonfullerene acceptor (IDIC). The PCPDTTT:IDIC devices showed excellent OPD performances with a detectivity (D*) of 1.14 × 1012Jones and a ?3 dB bandwidth (f?3dB) of 211.7 Hz at ?1 V, whereas the PDTPTT:IDIC devices were not successful due to the high dark current density (JD) at negative bias. The interfacial energies of the PDTPTT:IDIC and PCPDTTT:IDIC blends were calculated by measuring the solvent contact angles and we found that the lower interfacial energy of the PCPDTTT:IDIC blends could make a well-mixed nanomorphology in the blend films, resulting in superior OPD properties. On the other hand, the shallow HOMO energy level (?4.66 eV) of PDTPTT could make substantialJD, which showed suboptimal OPD performances.

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Narrow bandgap n-type small molecules are attracting attention in the near-infrared organic optoelectronics field, due to their easy tunable energy band with a molecular design flexibility. However, only a few reports demonstrate narrow bandgap non-fullerene acceptors (NFAs) that perform well in organic solar cells (OSCs), and the corresponding benefits of NFA photodiodes have not been well investigated in organic photodetectors (OPDs). Here, the ultra-narrow bandgap NFAs CO1-4F, CO1-4Cl and o-IO1 were designed and synthesized for the achieved efficient near-infrared organic photodiodes such as solar cells and photodetectors. Designing an asymmetrical CO1-4F by introducing two different π-bridges including alkylthienyl and alkoxythienyl units ultimately provides an asymmetric A-D′-D-D″-A molecular configuration. This enables a delicate modulation in energy band structure as well as maintains an intense intramolecular charge transfer characteristic of the excited state.

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A series of low band-gap conjugated polymers (PDTC, PDTSi and PDTP) containing electron-rich C-, Si-, and N-bridged bithiophene and electron-deficient thienopyrroledione units were synthesized via Stille coupling polymerization. All these polymers possess a low-lying energy level for the highest occupied molecular orbital (HOMO) (as low as -5.44 eV). As a result, photovoltaic devices derived from these polymers show high open circuit voltage (Voc as high as 0.91 V). These rigid polymers also possess respectable hole mobilities of 1.50 × 10-3, 6.0 × 10 -4, and 3.9 × 10-4 cm2 V-1 s-1 for PDTC, PDTSi, and PDTP, respectively. The combined high V oc and good hole mobility enable bulk hetero-junction photovoltaic cells to be fabricated with relatively high power conversion efficiency (PCE as high as 3.74% for the PDTC-based device). The Royal Society of Chemistry 2011.

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