439791-57-8

Basic information

• Product Name: 2,7-dibroMo-2',7'-di-tert-butyl-9,9'-spirobi[fluorene]
• Synonyms: 2,7-dibroMo-2',7'-di-tert-butyl-9,9'-spirobi[fluorene]
• CAS NO: 439791-57-8
• Molecular Formula: C₃₃H₃₀Br₂
• Molecular Weight: 586.3993
• Mol File: 439791-57-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,7-dibroMo-2',7'-di-tert-butyl-9,9'-spirobi[fluorene](CAS DataBase Reference)
• NIST Chemistry Reference: 2,7-dibroMo-2',7'-di-tert-butyl-9,9'-spirobi[fluorene](439791-57-8)
• EPA Substance Registry System: 2,7-dibroMo-2',7'-di-tert-butyl-9,9'-spirobi[fluorene](439791-57-8)

Safety Data

• Hazardous Substances Data: 439791-57-8(Hazardous Substances Data)

Usage

Uses

Used in Organic Electronics:
2,7-dibromo-2',7'-di-tert-butyl-9,9'-spirobi[fluorene] is used as a component in organic electronics for its ability to participate in various organic synthesis reactions, which can lead to the development of novel electronic materials with enhanced performance characteristics.
Used in Optoelectronic Devices:
In the optoelectronics industry, 2,7-dibromo-2',7'-di-tert-butyl-9,9'-spirobi[fluorene] serves as a building block for creating materials with unique optoelectronic properties, such as light absorption and emission, which are crucial for applications in solar cells, light-emitting diodes (LEDs), and other photonic devices.
Used as a Building Block for Novel Materials:
2,7-dibromo-2',7'-di-tert-butyl-9,9'-spirobi[fluorene] is utilized as a fundamental component in the synthesis of new materials with specific properties tailored for various applications, taking advantage of its reactive bromine atoms and the steric effects of the tert-butyl groups.
Used in Research for Structure-Property Relationships:
2,7-dibroMo-2',7'-di-tert-butyl-9,9'-spirobi[fluorene] is also used in academic and research settings to study the structure-property relationships of organic materials, providing insights into how molecular design can influence the physical and chemical properties of organic compounds, which is essential for advancing material science.

Upstream product

• 14348-75-5 2,7-dibromofluorene-9-one 
• 70728-89-1 2-bromo-4,4'-di-tert-butylbiphenyl 
• 1625-91-8 4,4'-di-tert-butylbiphenyl 
• 92-52-4 biphenyl 

Downstream Products

• 862694-81-3 N,N'-diphenyl-[(2',7'-di-tert-butyl)-9,9'-spirobifluorene]-2,7-diamine 
• 1365480-11-0 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolanyl)-7-(4-diphenylamino-styryl)-2',7'-di-tert-butyl-9,9'-spirobifluorene 
• 1365479-99-7 2-(p-phenylselanylphenyl)-7-(4-diphenylaminostyryl)-2',7'-di-tert-butyl-9,9'-spirobifluorene 
• 1365479-96-4 2-(p-phenylthiophenyl)-7-(4-diphenylaminostyryl)-2',7'-di-tert-butyl-9,9'-spirobifluorene 
• 1365479-93-1 2-(p-phenoxyphenyl)-7-(4-diphenylaminostyryl)-2',7'-di-tert-butyl-9,9'-spirobifluorene 
• 1365479-90-8 2-(p-diphenylaminophenyl)-7-(4-diphenylaminostyryl)-2',7'-di-tert-butyl-9,9'-spirobifluorene 
• 1365479-87-3 2-(p-triphenylsilylphenyl)-7-(4-diphenylaminostyryl)-2',7'-di-tert-butyl-9,9'-spirobifluorene 
• 1365479-84-0 2-(p-triphenylmethylphenyl)-7-(4-diphenylaminostyryl)-2',7'-di-tert-butyl-9,9'-spirobifluorene 
• 1365479-81-7 2-(3,5-di-tert-butylphenyl)-7-(4-diphenylaminostyryl)-2',7'-di-tert-butyl-9,9'-spirobifluorene 

Relevant articles and documents

tert-Butylated spirobifluorene derivative incorporating triphenylamine groups: A deep-blue emitter with high thermal stability and good hole transport ability for organic light emitting diode applications

Abstract A tert-butylated spirobifluorene derivative incorporating triphenylamine groups was synthesized starting from the readily available reagent biphenyl. Without any hole-transport layer, an unoptimized double-layer device exhibits excellent electroluminescent performances with a radiance of 3013 cd/m2 at 9.8 V, a maximum electroluminescent efficiency of 1.71 cd/A, a maximal external quantum efficiency of 2.58% at a brightness of 4.8 cd/m2, narrow full width at half-maximum (54 nm), and blue emission with Commission Internationale de l'Eclairage coordinates of (0.152, 0.103), which is close to the standard for blue. Compared to the reported organic light emitting diodes materials, the molecule displays very high thermal stability. In addition, the bilayer device showed a greatly improved performance as compared to a trilayer device with NPB as hole-transporting layer, which indicated that the molecule possesses good hole transport ability and can be good candidate for hole-transporting layer in organic light emitting diodes.

Synthesis and optoelectronic properties of a series of novel spirobifluorene derivatives starting from the readily available reagent 4,4′-bisalkylated biphenyl

Five novel spirobifluorene derivatives, SPF-DM, SPF-MB, SPF-BB, BSPF-NA1 and BSPF-NA2 were synthesized starting from the readily available reagent 4,4′-bisalkylated biphenyl. Their linear absorption, fluorescence and thermal properties were examined and their redox potential levels were estimated by cyclic voltammetry. These compounds possess high thermal stability. SPF-MB and SPF-BB possess excellent spectral sensitivities to pH changes and can be used as optical pH sensors of a wide pH range. The recognition behavior of SPF-BB toward various metal ions has been evaluated in a acetonitrile/water (15:1, v/v) solvent system. SPF-BB is highly selective in recognizing Ag +. The electroluminescent properties of SPF-DM, SPF-MB, BSPF-NA1 and BSPF-NA2 are demonstrated with a device configuration of ITO/MoO3 (6 nm)/NPB (80 nm)/EML (30 nm)/TPBI (40 nm)/LiF (1 nm)/Al (100 nm). The devices of BSPF-NA1 and BSPF-NA2 display a yellow emission in the EL spectra and their maximum brightness reached 380 and 311 cd m-2, respectively. At low turn-on voltage (7.9 V) a light blue emission was observed in the device of SPF-DM and its maximum brightness reached 391 cd m-2. Notably, the device of SPF-MB has a white emission with CIE coordinates (0.293, 0.307).

Synthesis and characterization of highly soluble and oxygen permeable new polyimides based on twisted biphenyl dianhydride and spirobifluorene diamine

The novel spirobifluorene diamine monomer, 2,7-bis-amino-2′,7′- di-tert-butyl-9,9′-spirobifluorene, was obtained. The new organosoluble polyimides were prepared from spirobifluorene diamine containing bulky tert-butyl group and conventional dianhydrides as well as 2,2- ′bis(4″-tert-butylphenyl)4,4′,5,5′- biphenyltetracarboxylic dianhydride (BBBPAn) and 2,2′-bis(4″- trimethylsilylphenyl)-4,4′,5,5′biphenyltetracarboxylic dianhydride (BTSBPAn), which are composed of a noncoplanar twisted biphenyl unit containing bulky p-tert-butylphenyl groups and/or p-trimethylsilylphenyl groups by high-temperature one step polymerization. The structures of polymers were confirmed by various spectroscopic techniques. The weight-average molecular weights and polydispersities of resulting polymers were in the ranges 48 300-183 900 and 2.10-3.26, respectively. The bulky and twisted noncoplanar structural feature confers an enhanced solubility of the polyimides because of a decrease in the degree of molecular packing and crystallinity while imparting a significant increase in both Tg and thermal stability by restricting segmental mobility. The new polyimides exhibit the high oxygen permeabilities (P(O2) = 18-121 barrer) and O2/N2 gas separation properties (P(O2)/P(N2) = 2.2-9).