2,2',7,7'-Tetrabromo-9,9'-spirobifluorene

Base Information

• Chemical Name: 2,2',7,7'-Tetrabromo-9,9'-spirobifluorene
• CAS No.: 128055-74-3
• Molecular Formula: C25H12Br4
• Molecular Weight: 631.986
• Hs Code.: 29039990
• Mol file: 128055-74-3.mol

Synonyms:2,2',7,7'-Tetrabromo-9,9'-spirobi[9H-fluorene];NSC 645359;

Chemical Property of 2,2',7,7'-Tetrabromo-9,9'-spirobifluorene

Chemical Property:

• Appearance/Colour: off-white crystal
• Melting Point: 395-400°C
• Boiling Point: 633.7 °C at 760 mmHg
• Flash Point: 322.5 °C
• PSA: 216.82000
• Density: 2.12 g/cm³
• LogP: 3.81870
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform

Purity/Quality:

98% ^*data from raw suppliers

2,2'',7,7''-Tetrabromo-9,9''-spirobifluorene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Description: 2,2′,7,7′-Tetrabromo-9,9′-spirobifluorene is a spirobifluorene (SBF) derivative and is used as a blue-emitting material in electroluminescent devices. The spirobifluorene linkage in the molecule helps in decreasing the crystallization tendency and also increases the colour stability by preventing the formation of aggregates or excimers. They possess high photoluminescence efficiency and good chemical stability.
• Uses: 2,2',7,7'-Tetrabromo-9,9'-spirobifluorene is used in the preparation of OLEDs using amorphous compounds with spiro-bifluorene core. 2,2'',7,7''-Tetrabromo-9,9''-spirobifluorene is used in the preparation of OLEDs using amorphous compounds with spiro-bifluorene core.

Technology Process of 2,2',7,7'-Tetrabromo-9,9'-spirobifluorene

There total 10 articles about 2,2',7,7'-Tetrabromo-9,9'-spirobifluorene 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: 100.0%

9,9'-spirobifluorene (159-66-0) → 2,2',7,7'-tetrabromo-9,9'-spirobifluorene (128055-74-3)

Guidance literature:

With bromine; iron(III) chloride;

DOI:10.1021/ja00170a053

Reference yield: 85.0%

2,7-dibromo-9,9'-spirobi[fluorene] (171408-84-7) → 2,2',7,7'-tetrabromo-9,9'-spirobifluorene (128055-74-3)

Guidance literature:

With bromine; In chloroform; at 0 ℃; for 3h;

Reference yield:

9-((1,1'-biphenyl)-2-yl)-9H-fluoren-9-ol (67665-44-5) → 2,2',7,7'-tetrabromo-9,9'-spirobifluorene (128055-74-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 14.2 g / conc. HCl / acetic acid / Heating

2: 87 percent / Br₂ / FeCl₃ / CHCl₃ / 0 °C

With hydrogenchloride; bromine; iron(III) chloride; In chloroform; acetic acid;

DOI:10.1021/jo011146z

upstream raw materials:

9,9'-spirobifluorene

9-fluorenone

2-Bromobiphenyl

9-((1,1'-biphenyl)-2-yl)-9H-fluoren-9-ol

Downstream raw materials:

2,2',7,7'-tetrakis(4''-(trimethylsilyl)phenyl)-9,9'-spirobifluorene

2,2',7,7'-Tetraphenyl-9,9'-spirobifluorene

C₈₁H₆₈N₄O₄

Refernces

• 1、 Tour, James M.,Wu, Ruilian,Schumm, Jeffry S.. "Approaches to orthogonally fused conducting polymers for molecular electronics". . p. 5662 - 5663. Retrieved 1990.
• 2、 Park, Seongwook,Jeong, Soyeong,Kang, Changmuk,Hong, Sukwon. "Synthesis of Conjugated Copolymer Containing Spirobifluorene Skeleton by Acyclic Diene Metathesis Polymerization for Polymer Light-Emitting Diode Applications". . p. 929 - 933. Retrieved 2021.
• 3、 Krishna, Anurag,Sabba, Dharani,Yin, Jun,Bruno, Annalisa,Antila, Liisa J.,Soci, Cesare,Mhaisalkar, Subodh,Grimsdale, Andrew C.. "Facile synthesis of a hole transporting material with a silafluorene core for efficient mesoscopic CH3NH3PbI3 perovskite solar cells". . p. 8750 - 8754. Retrieved 2016.
• 4、 Nishii, Yuji,Ikeda, Mitsuhiro,Hayashi, Yoshihiro,Kawauchi, Susumu,Miura, Masahiro. "Triptycenyl Sulfide: A Practical and Active Catalyst for Electrophilic Aromatic Halogenation Using N-Halosuccinimides". supporting information. p. 1621 - 1629. Retrieved 2020/02/04.