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Specifications
| Appearance: | Off-white to white powder |
| Purity(HPLC): | 99.0% min |
| MP: | 151~154℃ |
Applications
1. OLED Materials and Organic Electronics
This compound is commonly used as a functional intermediate in the development of organic light-emitting diodes (OLEDs) and organic semiconductors, due to its:
Fluorene core, known for:
High thermal stability
Excellent photoluminescent properties
High electron mobility
Bromophenyl group, which enables:
Site-specific cross-coupling (e.g., Suzuki, Stille, or Heck reactions)
Introduction of electron-donating or electron-withdrawing groups for tuning energy levels
Applications in:
Blue-emitting materials
Hole transport layers (HTLs)
Host materials in phosphorescent OLEDs (PhOLEDs)
2. Key Intermediate for Functional Polymers
Used in the synthesis of conjugated polymers for:
Flexible electronics
Organic field-effect transistors (OFETs)
Photovoltaics (OPVs)
The fluorene unit imparts rigidity and planarity, improving charge transport and film-forming properties.
3. Cross-Coupling Precursor in Medicinal Chemistry
The ortho-bromo group provides a reactive site for palladium-catalyzed coupling reactions, allowing:
Attachment of heterocycles, aryl, or alkynyl groups
Construction of extended π-conjugated systems
While less common in pharmaceuticals directly, it can be used in fluorene-based pharmacophore development or drug labeling in research.
4. Fluorescent Probes & Sensors
Due to the high fluorescence quantum yield and rigidity of the fluorene structure, this compound and its derivatives are candidates for:
Fluorescent molecular probes
Chemosensors for metal ions or reactive species
Bioimaging research, after suitable modification
Benefits
1. Functional Group Versatility
The 2-bromophenyl group allows site-selective functionalization via:
Suzuki–Miyaura
Sonogashira
Buchwald–Hartwig reactions
This makes it a valuable diversification point in complex molecule synthesis.
2. Excellent Photophysical Properties
Fluorene derivatives, including this one, exhibit:
Strong UV-Vis absorbance
High photoluminescence efficiency
Good thermal and photochemical stability
Ideal for long-life optoelectronic materials.
3. Electron-Rich, Rigid Core
The fluorene core offers:
Planarity for π-conjugation
Thermal robustness
Structural rigidity that prevents unwanted twisting, ideal for devices
4. Scaffold for π-Conjugated Systems
Can be used as a core in constructing donor-acceptor systems, essential for:
TADF (thermally activated delayed fluorescence) emitters
Non-linear optical (NLO) materials
Conclusion
9-(2-Bromo-phenyl)-9-phenyl-9H-fluorene (CAS 1998216-26-4) is a highly valuable building block in materials chemistry, especially for OLEDs, organic semiconductors, and functional polymers. Its reactive bromo group enables further derivatization via cross-coupling reactions, while the fluorene core provides photophysical stability and electronic advantages. As a versatile intermediate, it supports the design of light-emitting, charge-transport, and conjugated materials used in cutting-edge electronics and optoelectronics.
