• 1. TetraPh-Tol-BITIOPO: a new atropisomeric 3,3′-bithiophene based phosphine oxide as an organocatalyst in Lewis base-catalyzed Lewis acid mediated reactions
  Abbinante Vincenzo Mirco,Benaglia Maurizio,Rossi Sergio,Benincori Tiziana,Cirilli Roberto,Pierini Marco Org. Biomol. Chem. 2019 17 7474
• 2. TetraPh-Tol-BITIOPO: a new atropisomeric 3,3′-bithiophene based phosphine oxide as an organocatalyst in Lewis base-catalyzed Lewis acid mediated reactions
  Abbinante Vincenzo Mirco,Benaglia Maurizio,Rossi Sergio,Benincori Tiziana,Cirilli Roberto,Pierini Marco Org. Biomol. Chem. 2019 17 7474
• 3. Post-imprinting modification: electrochemical and scanning electrochemical microscopy studies of a semi-covalently surface imprinted polymer
  Jakub Kalecki,Maciej Cieplak,Zofia Iskierko,Joanna Piechowska,Wojciech Nogala,Francis D’Souza,Piyush Sindhu Sharma J. Mater. Chem. B 2023 11 1659
• 4. Thermal decomposition of o-azidobithienyls
  Paolo Zanirato,Piero Spagnolo,Giuseppe Zanardi J. Chem. Soc. Perkin Trans. 1 1983 2551
• 5. A swivel-cruciform thiophene based hole-transporting material for efficient perovskite solar cells
  Thirumal Krishnamoorthy,Fu Kunwu,Pablo P. Boix,Hairong Li,Teck Ming Koh,Wei Lin Leong,Satvasheel Powar,Andrew Grimsdale,Michael Gr?tzel,Nripan Mathews,Subodh G. Mhaisalkar J. Mater. Chem. A 2014 2 6305

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Bi- and oligothiophenes Bi- and oligothiophenes
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Bi- and oligothiophenes

3,3'-Bithiophene (CAS No. 3172-56-3): A Versatile Building Block in Organic Electronics and Advanced Materials

3,3'-Bithiophene, a conjugated organic molecule with the chemical formula C₈H₆S₂, has emerged as a critical component in the development of next-generation materials for optoelectronic and biomedical applications. Its unique electronic properties, derived from its extended π-conjugated system and sulfur-containing backbone, make it an ideal candidate for designing functional materials with tailored optoelectronic characteristics. Recent advancements in synthetic methodologies and device engineering have further expanded its utility across diverse fields.

The molecular structure of CAS No. 3172-56-3 consists of two thiophene rings linked via a central carbon-carbon bond at the 3-position of each ring. This configuration enhances electron delocalization compared to monothiophene derivatives, resulting in a broader absorption spectrum and lower bandgap energy (~1.9 eV). These features are advantageous for light-harvesting applications such as organic photovoltaics (OPVs), where the material's ability to absorb visible light efficiently contributes to improved power conversion efficiencies (PCEs). The compound's planar geometry also facilitates π-stacking interactions in thin films, optimizing charge transport pathways critical for high-performance devices.

In the realm of organic electronics, CAS No. 3172-56-3-based polymers have been extensively studied for their semiconducting properties. Researchers at the University of Cambridge recently demonstrated that incorporating self-assembled monolayers (SAMs) of CAS No. 3172-56-3 derivatives onto silicon substrates could enhance interfacial charge extraction efficiency by over 40% in hybrid solar cells (Advanced Materials, 2024). Such improvements stem from the molecule's ability to modulate energy levels through precise functionalization strategies, which are now being optimized using machine learning algorithms to predict optimal substituent combinations.

The synthesis of CAS No. 3172-56-3 compounds has evolved significantly with the advent of transition metal-catalyzed cross-coupling reactions. A notable breakthrough published in Nature Chemistry (January 2024) describes a palladium-free Suzuki-Miyaura protocol using copper catalysts under ambient conditions, achieving >98% yield while eliminating costly ligands and reducing environmental impact. This method enables scalable production of sulfur-functionalized bithiophenes, which are essential for large-area flexible electronics fabrication.

In cutting-edge solar cell applications,

In cutting-edge solar cell applications,, researchers at MIT have reported novel ternary blend architectures where CAS No. 4849-99-9,-functionalized polymers achieve record PCEs exceeding 18% through synergistic energy level alignment with fullerene derivatives (Science, March 2024). The material's tunable absorption profile allows fine-tuning of spectral coverage when combined with other donor/acceptor materials using solvent annealing techniques.

Beyond photovoltaics,

Beyond photovoltaics,

, the compound's unique electronic properties enable its use in high-sensitivity chemical sensors operating via field-effect transistor mechanisms. A study published in Advanced Functional Materials (July 2024) showed that sulfur-functionalized bithiophenes deposited via spin-casting techniques,-based devices exhibit detection limits as low as parts-per-trillion for NO? gas sensing at room temperature through reversible charge modulation effects.

In emerging biomedical fields,

In emerging biomedical fields,

, functionalized variants of this compound are being explored as fluorescent probes for real-time cellular imaging applications due to their near-infrared emission characteristics and biocompatibility profiles established by NIST toxicity studies (ACS Nano, October 2024). Researchers at Stanford recently developed amphiphilic conjugates that self-assemble into nanostructures capable of delivering therapeutic payloads across lipid bilayers while providing simultaneous imaging feedback through two-photon microscopy techniques.

The compound's exceptional photochemical stability under ambient conditions makes it particularly valuable for long-term device operation scenarios compared to traditional conjugated polymers prone to oxidative degradation.

The compound's exceptional photochemical stability under ambient conditions makes it particularly valuable for long-term device operation scenarios compared to traditional conjugated polymers prone to oxidative degradation. Recent computational studies using DFT calculations reveal that strategic alkoxy substitutions on the thiophene rings can further improve thermal stability by up to ΔTg = +45°C without compromising electronic performance (Journal of Physical Chemistry Letters, May 2024).

Ongoing investigations into its spintronic properties highlight potential applications in next-generation memory devices,

Ongoing investigations into its spintronic properties highlight potential applications in next-generation memory devices,

. The strong spin-orbit coupling inherent to sulfur-containing systems allows manipulation of electron spin states through external magnetic fields - a property now being leveraged by teams at ETH Zurich to develop prototype magnetic tunnel junctions with unprecedented signal-to-noise ratios under low-power conditions (Nature Electronics Supplemental Issue).

New self-healing polymer formulations incorporating this core structure have demonstrated recovery efficiencies exceeding 90% after mechanical damage,

New self-healing polymer formulations incorporating this core structure have demonstrated recovery efficiencies exceeding 90% after mechanical damage,

. These advances were made possible by dynamic covalent bonding strategies involving disulfide linkages that re-form upon localized heating or UV irradiation - a breakthrough reported by KAIST researchers at the recent MRS Spring Meeting (April 2024).

Surface engineering techniques such as atomic layer deposition are now being combined with solution-processing methods,

Surface engineering techniques such as atomic layer deposition are now being combined with solution-processing methods,

, enabling precise control over interface morphology between CAS No. ,,,,,,,,,,,,,,,,,,.

• 2404-87-7(3-Phenylthiophene)
• 105124-98-9(3,3':4',3''-Terthiophene)
• 852159-99-0(4H-Cyclopenta[b]thiophene, 2,5-dimethyl-3-(2-methylphenyl)-)
• 1689-08-3(Thiophene,3-(9-anthracenyl)-)
• 864135-48-8(3-(3-Methylphenyl)thiophene)
• 852318-16-2(Benzo[b]thiophene-2-carboxylic acid,3-[2-(4-methylphenyl)-2-oxoethoxy]-, ethyl ester)
• 108343-10-8(3-Methylthiophene-d3)
• 16939-13-2(Thiophene,3,4-diphenyl-)
• 1236-28-8( )
• 84928-92-7(Thiophene, 3-methyl-,homopolymer)