4-[1,1'-Biphenyl]-4-yl-6-(3,5-dibromophenyl)-2-phenylpyrimidine CAS 1393350-29-2 98% Off White Solid OLED Intermediate Fine Chemical Intermediate

1. Product Overview

4-[1,1'-Biphenyl]-4-yl-6-(3,5-dibromophenyl)-2-phenylpyrimidine (CAS 1393350-29-2), also abbreviated as DBTPPM, is a complex polyaromatic heterocycle with the molecular formula C₂₈H₁₈Br₂N₂ and a molecular weight of 542.26. This compound features a central electron-deficient pyrimidine core symmetrically flanked by a 4-biphenyl group at the 4-position, a 2-phenyl group, and a 3,5-dibromophenyl substituent at the 6-position. It typically presents as an off-white to pale yellow solid. The rigid, fully conjugated architecture combined with the bromine atoms at the meta positions of the phenyl ring makes it an excellent precursor for further cross-coupling reactions and a high-performance building block in organic optoelectronics. Supplied at ≥98% HPLC purity, it is primarily utilized as an OLED intermediate for host/emitter synthesis and as a fine chemical intermediate in advanced material R&D.

2. Key Features and Advantages

• High Purity Standard: Minimum 98% by HPLC ensures clean reactivity and reproducible photophysical performance in OLED device fabrication.

• Rigid Conjugated Scaffold: The biphenyl–pyrimidine–dibromophenyl framework provides strong π-conjugation, promoting efficient charge transport and balanced electron/hole mobility.

• Reactive Bromine Sites: Two bromine atoms at the 3,5-positions serve as ideal handles for Suzuki, Stille, or other Pd-catalyzed cross-couplings to introduce diverse aryl/heteroaryl groups and fine-tune HOMO/LUMO levels.

• Thermal and Morphological Stability: High molecular weight and solid-state stability support vacuum deposition and high-temperature processing in OLED manufacturing.

• Off-White Solid Form: Free-flowing powder facilitates accurate weighing and handling in both lab-scale synthesis and pilot-scale material preparation.

• Batch Consistency: Each lot is supplied with CoA (HPLC, NMR) and is optimized for OLED intermediate and fine chemical intermediate applications.

3. Main Applications

• OLED Intermediates: Used as a core precursor for synthesizing host and emitting materials, especially in blue or deep-blue OLEDs. The dibromopyrimidine core is coupled with carbazole, triphenylamine, or TADF motifs to construct bipolar charge-transport molecules with tuned energy levels.

• Organic Semiconductors: Incorporated into the backbone of organic thin-film transistors (OTFTs) and organic photovoltaics (OPVs) as a rigid, electron-accepting pyrimidine unit.

• Cross-Coupling Building Block: The 3,5-dibromo motif enables sequential or symmetric arylation to generate star-shaped or linearly extended π-systems for advanced optoelectronic studies.

• Fine Chemical R&D: Employed in academic and industrial labs for designing new conjugated systems, covalent organic frameworks (COFs), and luminescent probes based on pyrimidine–biphenyl architectures.

• Custom Material Synthesis: Acts as a versatile electrophilic synthon for introducing the C₂₈H₁₆Br₂N₂ fragment into larger molecules via controlled bromine substitution.

4. Technical Specifications

5. Storage and Handling

Store in a tightly sealed container under dry conditions, protected from light and moisture. Recommended storage is at room temperature (15–25 °C) in a desiccator or dark cabinet; for long-term stability, refrigeration (2–8 °C) is acceptable but not mandatory if kept strictly dry. The solid is stable under normal handling but contains bromine substituents—avoid strong bases, strong nucleophiles at elevated temperature, and prolonged exposure to humid air to prevent slow debromination or hydrolysis. Handle in a fume hood or well-ventilated area; wear nitrile gloves, safety goggles, and a lab coat. Minimize dust generation during transfer. Keep away from incompatible materials such as strong oxidizers and reducing agents. Reseal immediately after use; consider inert gas (N₂/Ar) purge for opened packages stored long-term. Dispose as halogenated organic laboratory waste per local regulations.

6. Safety Overview

This substance is not extensively toxicologically characterized but should be handled as a potentially hazardous organic intermediate containing bromine. It may cause skin, eye, and respiratory irritation. Signal Word: Warning. Hazard Statements: H302—Harmful if swallowed; H315—Causes skin irritation; H319—Causes serious eye irritation; H335—May cause respiratory irritation. Precautionary Statements: P261—Avoid breathing dust/fume/mist; P264—Wash thoroughly after handling; P271—Use only outdoors or in well-ventilated area; P280—Wear protective gloves/eye protection/face protection; P302+P352—IF ON SKIN: Wash with plenty of soap and water; P305+P351+P338—IF IN EYES: Rinse cautiously with water for several minutes, remove contact lenses if present and easy to do, continue rinsing; P312—Call a poison center/doctor if you feel unwell; P332+P313—If skin irritation occurs: Get medical advice/attention; P337+P313—If eye irritation persists: Get medical advice/attention; P362+P364—Take off contaminated clothing and wash before reuse; P403+P233—Store in a well-ventilated place, keep container tightly closed; P501—Dispose of contents/container in accordance with local regulations for halogenated aromatic compounds. In case of contact, rinse affected area with copious water; for eye contact flush ≥15 min and seek medical attention. Always refer to the latest SDS provided with the batch.