1755-36-8

Usage

Uses

Used in Organic Synthesis:
2,5-Dibromoselenophene is used as a building block in organic synthesis for the construction of various organic and organometallic compounds. Its unique structure allows for the creation of new molecules with potential applications in various fields.
Used in Material Science:
In the field of material science, 2,5-Dibromoselenophene is utilized as a component in the development of novel materials with unique properties. Its incorporation into materials can lead to enhanced performance and new functionalities.
Used in Optoelectronic Devices:
2,5-Dibromoselenophene has been studied for its potential applications in optoelectronic devices. Its properties make it a candidate for use in the development of advanced devices with improved performance and efficiency.
Used in Medicinal Chemistry:
In the realm of medicinal chemistry, 2,5-Dibromoselenophene has been investigated for its potential use in the development of new pharmaceuticals and biologically active compounds. Its unique structure and properties offer opportunities for the creation of innovative drugs and therapeutic agents.
Overall, 2,5-Dibromoselenophene's versatility and unique characteristics have positioned it as a valuable compound for various applications across different industries, including organic synthesis, material science, optoelectronics, and medicinal chemistry.

Upstream product

• 288-05-1 selenophene 

Downstream Products

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

Relevant academic research and scientific papers

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).

Diseleno[2,3-b:3′,2′-d]selenophene and Diseleno[2,3-b:3′,2′-d] thiophene: Building Blocks for the Construction of [7]Helicenes

New building blocks, 2,5-di(trimethylsilanyl)diseleno[2,3-b:3′,2′-d]selenophene ((TMS)2-DSS) and 2,5-di(trimethylsilanyl)diseleno[2,3-b:3′,2′-d]thiophene ((TMS)2-DST), for helicenes were obtained from selenophene with total yields of 54 and 61%. From (TMS)2-DSS and (TMS)2-DST, selenophene-based hetero[7]helicenes, 5,5′-di(trimethylsilanyl)benzo[1,2-b:3,4-b′]bis(diseleno[2,3-b:3′,2′-d]thiophene) (rac-1), and 5,5′-di(trimethylsilanyl)benzo[1,2-b:3,4-b′]bis(diseleno[2,3-b:3′,2′-d]selenophene) (rac-2) were prepared. The overall yields from selenophene were approximately 6.5 and 6.1%, respectively. Intermolecular interactions such as C-Se, C-S, and Se-Se were observed in the crystal packings of rac-1 and rac-2. In addition, the absorption behaviors of rac-1 and rac-2 were investigated.

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.

All-polymer solar cells with 3.3% efficiency based on naphthalene diimide-selenophene copolymer acceptor

The lack of suitable acceptor (n-type) polymers has limited the photocurrent and efficiency of polymer/polymer bulk heterojunction (BHJ) solar cells. Here, we report an evaluation of three naphthalene diimide (NDI) copolymers as electron acceptors in BHJ solar cells which finds that all-polymer solar cells based on an NDI-selenophene copolymer (PNDIS-HD) acceptor and a thiazolothiazole copolymer (PSEHTT) donor exhibit a record 3.3% power conversion efficiency. The observed short circuit current density of 7.78 mA/cm 2 and external quantum efficiency of 47% are also the best such photovoltaic parameters seen in all-polymer solar cells so far. This efficiency is comparable to the performance of similarly evaluated [6,6]-Phenyl-C 61-butyric acid methyl ester (PC60BM)/PSEHTT devices. The lamellar crystalline morphology of PNDIS-HD, leading to balanced electron and hole transport in the polymer/polymer blend solar cells accounts for its good photovoltaic properties.

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.

Photosensitizer, and preparation method and applications thereof

The invention belongs to the technical field of light power treatment, and more specifically relates to a photosensitizer, and a preparation method and applications thereof. The photosensitizer is a compound with a structure represented by formula I. Acco

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

Selenophenes: Introducing a New Element into the Core of Non-Steroidal Estrogen Receptor Ligands

The importance of the heterocyclic core elements with peripheral phenolic and alkyl substituents as a dominant structural motif of ligands for the estrogen receptor (ER) has been well recognized. In this study we expanded the structural diversity of core

Selenophen compound

The invention belongs to the technical field of medicines and in particular discloses a selenophen compound which takes an estrogen receptor as a target point, has resistance to hormone-dependent (positive ER+) breast cancer and also has high inhibitory a

Molecular engineering of starburst triarylamine donor with selenophene containing π-linker for dye-sensitized solar cells

A series of new D-π-A organic photosensitizers 7a-7d featuring a novel starburst electron donor unit and uncommon selenophene containing π-linker were synthesized, characterized, and applied for fabrication of dye-sensitized solar cells (DSSCs). Dyes 11d-