Product Name
2-Bromospirfluorene-9,9'-xanthene, 95%
Molecular Formula
C25H15BrO
Certificate of Analysis (COA)
IUPAC Name
2-bromospirofluorene-9,9'-xanthene
InChI Key
MNBDZJINQUZDFP-UHFFFAOYSA-N
SMILES
C1=CC=C2C(=C1)C3=C(C24C5=CC=CC=C5OC6=CC=CC=C46)C=C(C=C3)Br
Description and Applications
Spiro aromatic compounds are an important class of building blocks for organic semiconductors. Their unique orthogonal spiro-conjugated architecture, rigid three-dimensional configuration, and intrinsic steric hindrance effectively improve the optoelectronic properties, thermal stability, and morphological stability of organic electronic materials.
Among them, Spirofluorene-9,9'-xanthene (SFX) has emerged as a next-generation spiro scaffold owing to its efficient one-pot synthetic methodology, which significantly simplifies the preparation process compared with conventional spirobifluorene derivatives while reducing production cost. As a versatile molecular platform, SFX-based intermediates have attracted extensive attention in the development of OLED materials, organic lasers, organic field-effect transistors (OFETs), perovskite solar cells (PSCs), and other advanced optoelectronic devices.
2,7-Dibromospirofluorene-9,9'-xanthene features two reactive bromine atoms that enable further functionalization through Suzuki–Miyaura, Stille, Negishi, Kumada, and other palladium-catalyzed cross-coupling reactions, making it an excellent intermediate for constructing high-performance π-conjugated materials.
Features & Benefits
- Improves the quantum efficiency of OLED and other optoelectronic devices
- Enhances thermal, morphological, and photochemical stability of organic semiconductor materials
- Rigid three-dimensional spiro framework suppresses intermolecular aggregation
- Highly versatile intermediate for molecular design and structural modification
- Excellent precursor for functional organic electronic materials
- Cost-effective and scalable synthetic platform with promising industrial potential
References
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- Jing Li, Dongxue Ding, Youtian Tao, Ying Wei, Runfeng Chen, Linghai Xie, Wei Huang, Hui Xu. Adv. Mater. 2016, 28, 3122.
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