250597-29-6

Basic information

• Product Name: 9,9-Dihexylfluorene-2,7-bis(trimethyleneborate)
• Synonyms: 9 9-DIHEXYLFLUORENE-2 7-BIS(TRIMETHYLEN&;9,9-DIHEXYLFLUORENE-2,7-BIS(TRIMETHYLENEBORATE),98%;9,9-Dihexylfluorene-2,7-bis(trimethyleneborate);9,9-Dihexylfluorene-2,7-diboronic acid bis(1,3-propanediol) ester;9,9-Dihexylfluorene-2,7-diboronic acid bis(1,3-propanediol) ester 97%;2,2'-((9,9-dihexyl-9H-fluorene-2,7-diyl)bis(oxy))bis(1,3,2-dioxaborinane);2,2'-(9,9-Dihexyl-9H-fluorene-2,7-diyl)bis(1,3,2-dioxaborinane)
• CAS NO: 250597-29-6
• Molecular Formula: C₃₁H₄₄B₂O₄
• Molecular Weight: 502.31
• Mol File: 250597-29-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: 121-125 °C(lit.)
• Boiling Point: 662.1°C at 760 mmHg
• Flash Point: 354.2°C
• Appearance: /
• Density: 1.07g/cm³
• Vapor Pressure: 1.16E-16mmHg at 25°C
• Refractive Index: 1.54
• CAS DataBase Reference: 9,9-Dihexylfluorene-2,7-bis(trimethyleneborate)(CAS DataBase Reference)
• NIST Chemistry Reference: 9,9-Dihexylfluorene-2,7-bis(trimethyleneborate)(250597-29-6)
• EPA Substance Registry System: 9,9-Dihexylfluorene-2,7-bis(trimethyleneborate)(250597-29-6)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 250597-29-6(Hazardous Substances Data)

Usage

Uses

Building block for polyfluorene-based, light emitting copolymers.

InChI:InChI=1/C31H44B2O4/c1-3-5-7-9-17-31(18-10-8-6-4-2)29-23-25(32-34-19-11-20-35-32)13-15-27(29)28-16-14-26(24-30(28)31)33-36-21-12-22-37-33/h13-16,23-24H,3-12,17-22H2,1-2H3

Upstream product

• 203927-98-4 9,9-dihexylfluorene-2,7-diboronic acid 
• 504-63-2 trimethyleneglycol 
• 111-25-1 1-bromo-hexane 
• 16433-88-8 2,7-dibromo-9H-fluorene 
• 189367-54-2 2,7-dibromo-9,9-di-n-hexylfluorene 

Downstream Products

• 1314005-64-5 2,7-bis-[4,4'-(phenylazanediyl)dibenzaldehyde]-9,9-dihexylfluorene 
• 948353-08-0 4′,4″-(9,9-dihexyl-9H-fluorene-2,7-diyl)bis[(1,1′-biphenyl)-4-ol] 
• 501025-82-7 C₃₇H₄₂O₂ 
• 1242160-16-2 C₆₃H₆₂O₂ 
• 1206731-31-8 C₉₉H₁₀₈B₂N₄ 

Relevant articles and documents

Exploiting an imidazole-functionalized polyfluorene derivative as a chemosensory material

The synthesis and characterization of an alternating polyfluorene copolymer with imidazole ligand as the receptor in the pendent side chains were investigated. This system took the advantage of the effective π-conjugation and strong luminescence properties of the polyfluorene. Highly effective transitional metal-sensitive chemosensors were developed through metal ion-coordinating ability of imidazoles and strong luminescence of polyfluorenes. The results show that polymers containing imidazole groups act as promising active materials for application as fluorescent chemosensors.

Synthesis and characterization of new red-emitting polyfluorene derivatives containing electron-deficient 2-pyran-4-ylidene-malononitrile moieties

A novel series of red-light-emitting copolymers derived from fluorene and 2-pyran-4-ylidene-malononitrile (PM) have been synthesized through a palladium-catalyzed Suzuki coupling reaction. The polymers were characterized by FT-IR, NMR, and elemental analysis. All these polymers are completely soluble in common organic solvents, such as THF, CH2Cl2, CHCl3, and toluene, and they have good thermal stability with onset decomposition temperature (Td) of 406-407°C and glass-transition temperature (Tg) of 73-186°C. Cyclic voltammetry studies reveal that these copolymers have low-lying LUMO energy levels ranging from -3.53 to -3.57 eV and HOMO energy levels ranging from -5.77 to -5.79 eV, which indicated that they may be promising candidates for electron-transporting or hole-blocking materials in light-emitting diodes. These polymers in thin films can emit strong red photoluminescence (PL) around 641-662 nm with the corresponding additional peaks in the range 704-712 nm upon photoexcitation. Double-layer LEDs fabricated with the configuration of ITO/PEDOT/polymer/Ba/Al can emit red light with external quantum efficiencies of 0.21-0.38%. Preliminary electroluminescent (EL) results show that these polymers are novel promising candidates for red emissive materials in polymer light-emitting diodes.

New efficient blue light emitting polymer for light emitting diodes

The synthesis, by the Suzuki coupling reaction, of a novel soluble blue light emitting polymer, poly{(9,9-dihexyl-2,7-fluorene-alt-co-[2,5-bis(decyloxy)-1,4-phenylene]} (PDHFDDOP) is reported. PDHFDDOP exhibits photoluminescence (PL quantum efficiency of