96216-36-3

Usage

Uses

Used in Material Science and Organic Synthesis:
2,5-Bis-(4-Bromophenyl)-3,4-Diphenyl-thiophene is used as a building block for the preparation of various organic materials and polymers due to its unique molecular structure and electronic properties.
Used in Optoelectronic Devices:
In the Optoelectronics Industry, 2,5-Bis-(4-Bromophenyl)-3,4-Diphenyl-thiophene is used as a key component in the development of organic light-emitting diodes (OLEDs) and organic field-effect transistors (OFETs), leveraging its electronic properties for improved device performance.
Used in Organic Photovoltaic Cells:
2,5-Bis-(4-Bromophenyl)-3,4-Diphenyl-thiophene is used as a promising candidate in the advancement of renewable energy technologies, particularly in the development of organic photovoltaic cells, where its properties contribute to enhanced energy conversion efficiency.

Upstream product

• 1884-68-0 tetraphenylthiophene 
• 2001-29-8 1-(4-bromophenyl)-2-phenyl-ethan-1-one 

Downstream Products

• 1526931-65-6 4,4'-((1E,1'E)-((3,4-diphenylthiophene-2,5-diyl)bis(4,1-phenylene))bis(ethene-2,1-diyl))dipyridine 

Relevant academic research and scientific papers

The influences of the structure of thiophene-based conjugated microporous polymers on the fluorescence sensing properties

Three thiophene-based conjugated microporous polymers (CMPs: TTPTh, DBTh, and TBTh) were prepared by Sonogashira-Hagihara cross-coupling polymerization, and their structures were characterized by FTIR, ss 13C NMR, and elemental analyses. The obtained TTPTh, DBTh, and TBTh have excellent thermal stability with decomposition temperatures of 615, 298, and 290 °C and high porosity with BET surface areas of 564.97, 416.99, and 521.30 m2 g-1, respectively. The results reveal that the conjugation of the CMPs plays an essential role in determining the fluorescence sensing performance. Because of the perfect conjugation arising from a low volume of the building block or low degree of cross-linking, DBTh has high fluorescence sensing sensitivity to 2,4-dinitrophenol (DNP) and iodine with Ksv values of 5.76 × 104 and 4.52 × 104 L mol-1 and LODs of 1.56 × 10-10 and 3.32 × 10-12 mol L-1, respectively. To the best of our knowledge, the sensitivity to DNP and iodine of DBTh is the highest among all thiophene-based CMPs reported to date. Our study provides an essential understanding for the structure design of fluorescent sensors of CMPs.

Silver-Catalyzed Coupling of Two Csp3-H Groups and One-Pot Synthesis of Tetrasubstituted Furans, Thiophenes, and Pyrroles

Silver-catalyzed coupling of two Csp3-H groups to form 1,4-diketones have been developed for the first time. The resultant ketones then undergo cyclization to synthesize tetrasubstituted furans, thiophenes, and pyrroles from benzyl ketone derivatives in a one-pot reaction process. This highly-efficient synthetic method, which utilizes air as the terminal oxidant and readily accessible starting materials, displays a wide substrate scope and broad functional-group tolerance.

Aggregation-enhanced emission in fluorophores containing pyridine and triphenylamine terminals: Restricted molecular rotation and hydrogen-bond interaction

Restriction on molecular rotation of fluorophores reduces non-radiative decay channels and promotes strong fluorescence due to aggregation-enhanced emission (AEE) behavior. To evaluate the important role of restricted molecular rotation on AEE behavior, tetraphenylthiophene (TP) derivatives with two pyridine (Py) or two triphenylamine (TPA) terminals were synthesized and characterized to be AEE-active fluorophores. Because of the efficient hindered molecular rotation of the larger TPA terminals, TP-2TPA emitted with higher emission efficiency than TP-2Py with smaller Py terminals. In addition, Py and TPA terminals can serve as hydrogen-bond (H-bond) accepting groups to bind with H-bond donating hydroxyl groups in poly(vinyl phenol) (PVPh) and poly(vinyl alcohol) (PVA) to further reinforce rotational restriction on the TP-2Py and TP-2PTA fluorophores. TP-2Py and TP-2PTA were therefore blended with PVPh and PVA and the emissive properties of the resultant blends were characterized and compared with the unblended TP-2Py and TP-2PTA to emphasize the role of H-bond on restricted molecular rotation.