1755-36-8

Basic information

• Product Name: 2,5-Dibromoselenophene
• Synonyms: 2,5-Dibromoselenophene
• CAS NO: 1755-36-8
• Molecular Formula: C₄H₂Br₂Se
• Molecular Weight: 288.82668
• Mol File: 1755-36-8.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 104°C/13mmHg(lit.)
• Appearance: /
• Density: 2.5005 g/cm3
• Refractive Index: 1.6690 to 1.6730
• CAS DataBase Reference: 2,5-Dibromoselenophene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Dibromoselenophene(1755-36-8)
• EPA Substance Registry System: 2,5-Dibromoselenophene(1755-36-8)

Safety Data

• RIDADR: UN 3440 6.1/PG III
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 1755-36-8(Hazardous Substances Data)

Usage

General Description

2,5-Dibromoselenophene is a chemical compound with the molecular formula C4H2Br2Se. It is a selenophene derivative that contains two bromine atoms attached to the 2 and 5 positions of the selenophene ring. 2,5-Dibromoselenophene is used in organic synthesis and material science as a building block for the construction of various organic and organometallic compounds. It has also been studied for its potential applications in optoelectronic devices and as a component in the development of novel materials with unique properties. Additionally, 2,5-Dibromoselenophene has been investigated for its potential use in medicinal chemistry, particularly in the development of new pharmaceuticals and biologically active compounds. Overall, this compound has shown promise for various applications in research and industry due to its unique chemical and physical properties.

Upstream product

• 288-05-1 selenophene 

Downstream Products

• 51678-15-0 2,5-di(thiophen-2-yl)selenophene 
• 220770-41-2 2,5-bis(trimethylstannyl)selenophene 
• 51678-14-9 2,5-bis(4-methoxyphenyl)selenophene 
• 1188338-47-7 2,5-bis(4-aminophenylenesulfanyl)selenophene 
• 1078733-91-1 2,5-bis(4-hydroxylphenyl)selenophene 
• 1078733-92-2 3,3'-(selenine-2,5-diyl)diphenol 

Relevant articles and documents

n-Type Semiconducting Naphthalene Diimide-Perylene Diimide Copolymers: Controlling Crystallinity, Blend Morphology, and Compatibility Toward High-Performance All-Polymer Solar Cells

Knowledge of the critical factors that determine compatibility, blend morphology, and performance of bulk heterojunction (BHJ) solar cells composed of an electron-accepting polymer and an electron-donating polymer remains limited. To test the idea that bulk crystallinity is such a critical factor, we have designed a series of new semiconducting naphthalene diimide (NDI)-selenophene/perylene diimide (PDI)-selenophene random copolymers, xPDI (10PDI, 30PDI, 50PDI), whose crystallinity varies with composition, and investigated them as electron acceptors in BHJ solar cells. Pairing of the reference crystalline (crystalline domain size Lc = 10.22 nm) NDI-selenophene copolymer (PNDIS-HD) with crystalline (Lc = 9.15 nm) benzodithiophene-thieno[3,4-b]thiophene copolymer (PBDTTT-CT) donor yields incompatible blends, whose BHJ solar cells have a power conversion efficiency (PCE) of 1.4%. However, pairing of the new 30PDI with optimal crystallinity (Lc = 5.11 nm) as acceptor with the same PBDTTT-CT donor yields compatible blends and all-polymer solar cells with enhanced performance (PCE = 6.3%, Jsc = 18.6 mA/cm2, external quantum efficiency = 91%). These photovoltaic parameters observed in 30PDI:PBDTTT-CT devices are the best so far for all-polymer solar cells, while the short-circuit current (Jsc) and external quantum efficiency are even higher than reported values for [70]-fullerene:PBDTTT-CT solar cells. The morphology and bulk carrier mobilities of the polymer/polymer blends varied substantially with crystallinity of the acceptor polymer component and thus with the NDI/PDI copolymer composition. These results demonstrate that the crystallinity of a polymer component and thus compatibility, blend morphology, and efficiency of polymer/polymer blend solar cells can be controlled by molecular design. (Figure Presented).

Synthesis of a 4,9-Didodecyl Angular-Shaped Naphthodiselenophene Building Block to Achieve High-Mobility Transistors

A new tetracyclic 4,9-dialkyl angular-shaped naphthodiselenophene (4,9-α-aNDS) was designed and synthesized. The naphthalene core in 4,9-α-aNDS is formed by the DBU-induced 6π-cyclization of an (E)-1,2-bis(3-(tetradec-1-yn-1-yl)selenophen-2-yl)ethene intermediate followed by the second PtCl2-catalyzed benzannulation. This synthetic protocol allows for incorporating two dodecyl groups regiospecifically at 4,9-positions of the resulting α-aNDS. An ordered supramolecular self-assembly formed via noncovalent selenium-selenium interactions with a short contact of 3.5 ? was observed in the single-crystal structure of 4,9-α-aNDS. The distannylated α-aNDS building block was copolymerized with Br-DTFBT and Br-DPP acceptors by Stille cross coupling to form two new donor-acceptor polymers PαNDSDTFBT and PαNDSDPP, respectively. The bottom-gate/top-contact organic field-effect devices using the PαNDSDTFBT and PαNDSDPP semiconductors accomplished superior hole mobility of 3.77 and 2.17 cm2 V-1 s-1, respectively, which are among the highest mobilities reported to date.

Stepwise enhancement on optoelectronic performances of polyselenophene via electropolymerization of mono-, bi-, and tri-selenophene

Although much progress have been made on polyselenophenes-based molecular systems, the poor optoelectronic performance of parent polyselenophene still hamper both the fundamental understanding and practical applications of such materials due to the monomer instability during the polymerization process and the lack of suitable monomeric precursors. In this work, we develop an effective method to improve the optoelectronic performances and stability of parent polyselenophene by stepwise increasing the initial monomeric chain length for electrochemical polymerization. We find that the chain length increment of the monomeric structures from selenophene to bi- and tri-selenophenes dramatically reduces the electropolymerization potential and thus enables the formation of high quality polyselenophene films with better conjugated structures and less structural defects. As-formed polyselenophene from tri-selenophene reveals lowered optical band gap (1.72 eV), better redox activity and stability, and significantly improved electrochromic nature of reversible and stable color changes between red and blue with high performance including superior optical contrast up to 75%, high coloration efficiency up to 450 cm2 C?1, and very fast switching time (0.7 s for oxidation and 0.4 s for reduction). These advantageous properties of as-prepared polyselenophene films afford the successful fabrication of patterned flexible electrochromic devices, which exhibit reversible and stable color changes upon both doping-dedoping and mechanical bending.

COMPOUND, COMPOSITION, ORGANIC SEMICONDUCTOR DEVICE, AND METHOD FOR PRODUCING COMPOUND

PROBLEM TO BE SOLVED: To provide a compound, a composition, an organic semiconductor device and a method for producing a compound which make it possible to reduce an absolute value of threshold voltage without reducing carrier mobility. SOLUTION: The present invention provides a compound represented by formula (1) (X is Se or Te). SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT