1320201-19-1

Basic information

• Product Name: 4,8-Bis((2-octyldodecyl)oxy)benzo[1,2-b:4,5-b']dithiophene
• Synonyms: 4,8-Bis((2-octyldodecyl)oxy)benzo[1,2-b:4,5-b']dithiophene;4,8-Bis((2-octyldodecyl)oxy)benzo[1,2-b:4,5-b']dithiophen
• CAS NO: 1320201-19-1
• Molecular Formula: C₅₀H₈₆O₂S₂
• Molecular Weight: 783.34664
• Mol File: 1320201-19-1.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 791.4±55.0 °C(Predicted)
• Appearance: /
• Density: 0.963±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 4,8-Bis((2-octyldodecyl)oxy)benzo[1,2-b:4,5-b']dithiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 4,8-Bis((2-octyldodecyl)oxy)benzo[1,2-b:4,5-b']dithiophene(1320201-19-1)
• EPA Substance Registry System: 4,8-Bis((2-octyldodecyl)oxy)benzo[1,2-b:4,5-b']dithiophene(1320201-19-1)

Safety Data

• Hazardous Substances Data: 1320201-19-1(Hazardous Substances Data)

Usage

General Description

4,8-Bis((2-octyldodecyl)oxy)benzo[1,2-b:4,5-b']dithiophene is a chemical compound that is commonly used in the production of organic semiconductors for electronic devices like solar cells and organic field-effect transistors. It is a dithiophene-based molecule with octyldodecyl side chains, which provide good solubility and film-forming properties. This chemical has been found to exhibit high charge carrier mobilities and good photovoltaic performance, making it a promising material for use in organic electronic devices. Its unique molecular structure and properties make it a valuable component in the development of advanced organic electronic technologies.

Upstream product

• 32281-36-0 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione 
• 1043023-53-5 9-(iodomethyl)nonadecane 
• 69620-20-8 9-(bromomethyl)nonadecane 
• 267-65-2 benzo[1,2-b:4,5-b']dithiophene 
• 1357156-35-4 4,8-dihydroxybenzo[1,2-b:4,5-b']dithiophene 

Downstream Products

• 1320201-22-6 2,6-bis(trimethyltin)-4,8-di(2-octyl)dodecyloxybenzo[1,2-b;3,4-b′]dithiophene 

Relevant articles and documents

Syntheses of pyrimidine-based polymers containing electron-withdrawing substituent with high open circuit voltage and applications for polymer solar cells

Polymers using new electron-deficient units, 2-pyriminecarbonitrile and 2-fluoropyrimidine, were synthesized and utilized for the photovoltaics. Donor-acceptor (D-A) types of conjugated polymers (PBDTCN, PBDTTCN, PBDTF, and PBDTTF) containing 4,8-bis(2-octyldodecyloxy)benzo[1,2-b;3,4-b′]dithiophene (BDT) or 4,8-bis(5-(2-octyldodecyloxy)thiophen-2-yl)benzo[1,2-b:4,5-b′]dithiophene (BDTT) as electron rich unit and 2-pyriminecarbonitrile or 2-fluoropyrimidine as electron deficient unit were synthesized. We designed pyrimidine derivatives in which strong electron-withdrawing group (C-N or fluorine) was introduced to the C2 position for the generation of strong electron-deficient property. By the combination with the electron-rich unit, the pyrimidines will provide low band gap polymers with low highest occupied molecular orbital (HOMO) energy levels for higher open-circuit voltages (VOC). For the syntheses of the polymers, the electron-rich and the electron-deficient units were combined by Stille coupling reaction with Pd(0)-catalyst. Absorption spectra of the thin films of PBDTTCN and PBDTTF with BDTT unit show shift to a longer wavelength region than PBDTCN and PBDTF with BDT unit. Four synthesized polymers provided low electrochemical bandgaps of 1.56 to 1.96 eV and deep HOMO energy levels between -5.67 and -5.14 eV.

Syntheses and properties of copolymers with N-alkyl-2,2′-bithiophene-3,3′-dicarboximide unit for polymer solar cells

We report new random copolymers using the electron-deficient unit N-alkyl-2,2′-bithiophene-3,3′-dicarboximide (BTI) for organic solar cells. For absorption over a broader range of the solar spectrum, push-pull types of conjugated polymers PBTIBDT-3, PBTIBDT-5, and PBTIBDT-7, containing 4,8-bis(2-octyldodecyloxy) benzo[1,2-b;3,4-b']dithiophene (BDT) as electron-pushing unit and BTI as electron-pulling unit, were synthesized. The polymers were synthesized by coupling electron-pushing and electron-pulling units by Stille polymerization with Pd(0) catalyst. The incorporation of more BTI units induced more red shift of the absorption spectra of the polymer thin films. The device comprising PBTIBDT-5 and PC71 BM (1:1) showed VOC = 0.76 V, JSC = 3.28 mA/cm2, and fill factor (FF) = 0.51, giving a power conversion efficiency of 1.26%.

Polymer solar cells based on quinoxaline and dialkylthienyl substituted benzodithiophene with enhanced open circuit voltage

A poly[benzodithiophene-alt-di-2-thienyl-quinoxaline] series (PBDTDPQ-EH, PBDTDPQ-OD, and PBDTDPQ-HDT) was synthesized via Stille coupling. Deep highest occupied molecular orbital (HOMO) levels were achieved by the introduction of 2-decyl-4-hexyl-thiophen-yl (HDT) side chains. The introduction of the various side chains increased the molecular weight of the polymers, and the polymers dissolved well in common organic solvents at room temperature. The HOMO energy level (-5.20 to -5.49 eV) decreased because of the 2D conjugated structure. X-ray diffraction analysis showed that PBDTDPQ-OD had a slightly edge-on structure. In the case of PBDTDPQ-HDT, however, the structure was amorphous due to the thiophene side chain, and the extent of π stacking increased. After fabricating bulk-heterojunction-type polymer solar cells, the OPV characteristics were evaluated. The values of open-circuit voltage (V oc), short-circuit current (Jsc), fill factor, and power conversion efficiency (PCE) were 0.88 V, 7.9 mA cm-2, 45.4%, and 3.2%, respectively.