9,9-Dioctyl-2,7-dibromofluorene

Base Information

• Chemical Name: 9,9-Dioctyl-2,7-dibromofluorene
• CAS No.: 198964-46-4
• Molecular Formula: C29H40Br2
• Molecular Weight: 548.445
• Hs Code.: 29039990
• European Community (EC) Number: 679-876-7
• DSSTox Substance ID: DTXSID60410565
• Nikkaji Number: J961.033B
• Wikidata: Q72472600
• Mol file: 198964-46-4.mol

Synonyms:9,9-Dioctyl-2,7-dibromofluorene;198964-46-4;2,7-Dibromo-9,9-dioctylfluorene;2,7-DIBROMO-9,9-DIOCTYL-9H-FLUORENE;2,7-Dibromo-9,9-di-n-octylfluorene;9H-Fluorene, 2,7-dibromo-9,9-dioctyl-;2,7-dibromo-9,9-di-n-octyl-9h-fluorene;MFCD03427216;C29H40Br2;SCHEMBL197894;DTXSID60410565;CYKLQIOPIMZZBZ-UHFFFAOYSA-N;BCP16425;AM9743;AKOS015839923;AC-4896;CS-W011464;FD14023;2,7-dibromo-9,9-bis(n-octyl)fluorene;9,9-di-(n-octyl)-2,7-dibromofluorene;9,9-Dioctyl-2,7-dibromofluorene, 96%;AS-15614;SY052842;D3934;FT-0656744;A814047;Q-101185

Chemical Property of 9,9-Dioctyl-2,7-dibromofluorene

Chemical Property:

• Vapor Pressure: 2.69E-12mmHg at 25°C
• Melting Point: 59-63 °C(lit.)
• Refractive Index: 1.546
• Boiling Point: 567.211 °C at 760 mmHg
• Flash Point: 341.372 °C
• PSA: 0.00000
• Density: 1.212 g/cm³
• LogP: 10.97930
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 13.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 14
• Exact Mass: 548.14763
• Heavy Atom Count: 31
• Complexity: 445

Purity/Quality:

99% ^*data from raw suppliers

9,9-Dioctyl-2,7-dibromofluorene ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 22-24/25-36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC1(C2=C(C=CC(=C2)Br)C3=C1C=C(C=C3)Br)CCCCCCCC
• General Description: 9,9-Dioctyl-2,7-dibromofluorene (DODBF) is a key monomer used in the synthesis of conjugated polymers, particularly as a fluorene-based building block for hole injection layers (HILs) in OLED devices. Its dibromo-substituted structure allows for Pd-catalyzed polycondensation reactions, such as the Buchwald-Hartwig coupling, facilitating the formation of crosslinkable copolymers with improved solvent resistance and processability. The dioctyl side chains enhance solubility and film-forming properties, making it suitable for spin-coating applications in OLED fabrication.

Technology Process of 9,9-Dioctyl-2,7-dibromofluorene

There total 17 articles about 9,9-Dioctyl-2,7-dibromofluorene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

9,9-dioctyl-9H-fluorene (123863-99-0) → 2,7-dibromo-9,9-dioctylfluorene (198964-46-4)

Guidance literature:

With bromine; iron(III) chloride; In chloroform; at 0 - 25 ℃; for 24h;

DOI:10.1039/a703076b

Reference yield: 96.0%

1-bromo-octane (111-83-1) + 2,7-dibromo-9H-fluorene (16433-88-8) → 2,7-dibromo-9,9-dioctylfluorene (198964-46-4)

Guidance literature:

With [benzene-1,3,5-triyltris(methylene)]tris(triphenylphosphonium) tribromide; sodium hydroxide; In water; dimethyl sulfoxide; at 30 ℃; for 1h; Inert atmosphere;

DOI:10.1007/s11164-016-2600-1

Reference yield: 85.0%

→ 2,7-dibromo-9,9-dioctylfluorene (198964-46-4)

Guidance literature:

With potassium iodide; potassium hydroxide; In dimethyl sulfoxide; at 20 ℃;

upstream raw materials:

9,9-dioctyl-9H-fluorene

1-bromo-octane

2,7-dibromo-9H-fluorene

sodium hydroxide

Downstream raw materials:

9,9-dioctyl-9H-fluorene-2,7-diyldiboronic acid

2-(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolane-2'-yl)-7-bromo-9,9-bisoctylfluorene

4-(7-bromo-9,9-dioctyl-9H-fluoren-2-yl)-N,N-diphenylaniline

9H-fluorene

Refernces

Synthesis of new conjugated polymers as hole injection layer and performance of OLED devices

10.1080/15421406.2011.600145

The study focuses on the synthesis of new conjugated polymers based on fluorene and their application as a hole injection layer (HIL) in organic light-emitting diode (OLED) devices. The researchers synthesized a series of crosslinkable conjugated copolymers using a Pd-catalyzed polycondensation reaction, specifically the Buchwald-Hartwig reaction. Key chemicals used in the study include 9,9-dioctyl-2,7-dibromofluorene (DODBF), 4-aminobiphenyl, 2-(4-aminophenyl-styryl)pyridine (2-APSP), sodium-tert-butoxide (NaO-Bu), and tris(dibenzylideneacetone) dipalladium (Pd2(dba)3). These chemicals served to create the backbone and functional groups of the conjugated polymers. Additionally, distyrylpyridyl alkyl monomer (DSM) was used as a crosslinking agent to pattern the polymers, which improved their solvent resistance and facilitated the subsequent spin coating of the emitting layer polymer solution. The purpose of these chemicals was to develop novel polymers that could be used as HIL in OLEDs, enhancing device performance and offering advantages such as improved processability and stability.