67061-69-2

Basic information

• Product Name: 2,6-Dibromodithieno[3,2-b:2',3'-d]thiophene
• Synonyms: 2,6-Dibromodithieno[3,2-b:2',3'-d]thiophene;2,6-DibroMo-dithieno[3,2-b;2,6-dibromodithieno[2,3-a:2',3'-d]thiophene;26-dibromobisthieno[32-b23-d]thiophene
• CAS NO: 67061-69-2
• Molecular Formula: C₈H₂Br₂S₃
• Molecular Weight: 354.12
• Mol File: 67061-69-2.mol

Chemical Properties

• Melting Point: 171℃ (chloroform methanol )
• Boiling Point: 447.9±40.0 °C(Predicted)
• Appearance: /
• Density: 2.234±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• Solubility: soluble in Toluene
• CAS DataBase Reference: 2,6-Dibromodithieno[3,2-b:2',3'-d]thiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Dibromodithieno[3,2-b:2',3'-d]thiophene(67061-69-2)
• EPA Substance Registry System: 2,6-Dibromodithieno[3,2-b:2',3'-d]thiophene(67061-69-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 67061-69-2(Hazardous Substances Data)

Usage

Chemical Properties

White to yellow to tan solid

Upstream product

• 3593-75-7 dithieno[3,2-b;2',3'-d]thiophene 
• 25373-20-0 3,4-dibromo-2,5-thiophenedicarboxaldehyde 
• 3807-38-3 sulfure de dithienyle-3,3' 
• 502764-52-5 dithieno[3,2-b;2',3'-d]thiophene-2,6-dicarboxylic acid diethyl ester 
• 502764-53-6 dithieno[3,2-b;20,30-d]-thiophene-2,6-dicarboxylic acid 

Downstream Products

• 1446140-70-0 2,6-bis(4-dodecylphenyl)-dithieno[3,2-b:2',3'-d]thiophene 

Relevant articles and documents

Biaxially extended thiophene-fused thiophene conjugated copolymers for high performance field effect transistors

We report the synthesis, properties, and field-effect transistor characteristics of biaxially extended thiophene-fused thiophene conjugated copolymers, P4TDTT and P4TTT, consisting of 2′,5″-5,5′″- di(2-ethylhexyl)-[2,3′;5′,2″;4″,2′″] -quaterthiophene and fused thiophene moieties of dithieno[3,2-b:2′, 3′-d]thiophene and thieno[3,2-b]thiophene, respectively. The effect of fused thiophene size on the molecular packing and charge transport characteristics was explored. The high boiling point solvent facilitated the formation of ordered nanofiber morphology and enhanced the optoelectronic properties. P4TDTT exhibited a smaller d-spacing and π-π stacking distance than P4TTT based and a denser nanofiber network. The optical band gaps of P4TDTT and P4TTT films spin-coated from trichlorobenezene (TCB) solvent were 1.84 and 1.86 eV, respectively. The highest hole mobilities of P4TDTT and P4TTT using TCB solvent were 0.610 and 0.396 cm2 V-1 s -1, respectively, with the on/off ratios of 105-10 6. P4TDTT had better charge-transporting characteristics than P4TTT due to the nonsymmetry side-chain arrangement and larger coplanar moieties, leading to an enhanced interchain interaction and denser molecular packing. Furthermore, these polymers showed relatively high air stability due to the relative low-lying HOMO levels. This study revealed that the biaxially extended fused ring containing conjugated polythiophenes had excellent charge-transporting characteristics for FET applications.

Efficient synthesis, structure, and complexation studies of electron-donating thiacalix[n]dithienothiophene

A series of thiacalix[n]dithiothiophenes (n = 4-10) was prepared by a facile method and X-ray analysis was used to determine the molecular structures of square-(4-mer) and pentagonal-shaped macrocycles (5-mer). In the cyclic voltammograms, reversible multielectron redox processes, which are due to electronic delocalization, were observed at low oxidation potentials. The cyclic 4-mer acted as a "Janus-head"cavitand for two C60 molecules, whereas the 5- and 6-mer formed stable 1:1 complexes with C60.

Alkylenesulfanyl-bridged bithienyl cores for simultaneous tuning of electronic, filming, and thermal properties of oligothiophenes

(Chemical Equation Presented) (Graph Presented) DPY and DPE alkylenesulfanyl-bridged bithienyls were prepared by a highly effective ring-closing reaction via arylalkylsulfonium intermediate and used as inner cores in oligothiophenes. HOMO-LUMO energy levels, conformational flexibility, and intrinsic asymmetry of the cores are reflected in the electronic, film-forming, and thermal properties of the corresponding oligomers.

Effect of the π-linker on the performance of organic photovoltaic devices based on push-pull D-π-A molecules

Two push-pull D-π-A molecules, 3T and DTT as donor materials, were synthesized and characterized for solution-processed bulk heterojunction (BHJ) organic photovoltaic (OPV) devices. The π-linker plays a vital role not only in electrochemical and thermal p

Organic Dye and Dye-Sensitized Solar Cell

PURPOSE: An organic dye, photoelectric diode including the same and dye-sensitized solar battery are provided to have an absorbing band in long wavelength. CONSTITUTION: An organic dye is represented by chemical formula 1. A photoelectric diode includes porous oxide semiconductor membrane which includes the organic dye. A dye-sensitized solar cell comprises a first electrode, a second electrode which is formed on one side of the first electrode and includes a light absorptive layer, and electrolyte buried in a space between the first and second electrodes.

Soluble bithiophene derivative and preparation and application thereof

The present invention provides a soluble bithiophene derivative having a formula (1) structure. In the soluble bithiophene derivative, trithiophene with good planarity and conjugacy is used as a core, a various substituent groups with alkynyl are introduced into 2 and 6-sites of the trithiophene, solubility is improved, meanwhile, trithiophene core conjugacy is not destroyed as far as possible, and higher field-effect mobility is achieved. The present invention provides the soluble bithiophene derivative and an organic thin film transistor using the soluble bithiophene derivative, the carrier mobility is up to 0.46cmVs, and the on/off ratio is up to 10.

Synthesis, characterization and field-effect transistor performance of a benzoannulated pentathienoacene derivative

A novel benzoannulated pentathienoacene derivative dihexyl-[1]benzothieno[2″,3″:4′,5′]thieno[2″,3″:4,5;5″,4″:4′,5′]bisthieno[3,2-b:3′,2′-b′][1]benzothiophene was designed and synthesized. UV-vis spectra, electrochemistry and thermogravimetric analysis results reveal that this material has a large energy bandgap, low-lying highest occupied molecular orbital level and good thermal stability. Atomic force microscopy demonstrates that the thin films show high surface roughness and consisted of interconnected sheet-like crystalline grains. A highly ordered aggregation structure in grains was evidenced by X-ray diffraction measurements. Mobility up to 0.04 cm2 V-1 s-1 and an on/off ratio over 105 were achieved for the thin film field-effect transistors. These results suggest that this new benzoannulated pentathienoacene derivative is an important member of the thienoacene family and will contribute to a comprehensive analysis of the structure-property relationship of the thienoacene analogue.

ORGANIC SEMICONDUCTOR DEVICE AND ITS PRODUCTION METHOD, AND COMPOUND

An organic semiconductor device which has an organic semiconductor layer formed by crystallizing a compound represented by the following formula (1) from a solution of the compound: wherein X1, X2 and X3 represent O, S, Se or Te; at least one of R1, R2, R3 and R4 represents a group that has both an aromatic ring to form a π-conjugated system with the skeleton to which it bonds, and a chainlike structure in which the number of the carbon atoms constituting the main chain is from 4 to 20, and the remaining ones represent a hydrogen atom or a substituent.

High performance organic field-effect transistors based on single-crystal microribbons and microsheets of solution-processed dithieno[3,2-b:2′, 3′-d]thiophene derivatives

We present π-conjugated dithieno[3,2-b:2′,3′-d]thiophene derivatives that act as high-performance p-type organic semiconductors. These molecules self-organize into single-crystal microribbons or microsheets. High carrier mobilities of up to 10.2 cm2

The synthesis of 2 6-dialkylphenyldithieno[3 2-b:2' 3'-d]thiophene derivatives and their applications in organic field-effect transistors

2,6-Dialkylphenyldithieno[3,2-b:2',3'-d]thiophene derivatives (DPCn-DTT) were synthesized and characterized. Effect of alkyl groups on optical characteristics, electrochemical properties, film-forming ability, and field-effect performance was studied. The