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738018

Sigma-Aldrich

2,7-Dibromo-9,9′-spirobifluorene

95%

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About This Item

Empirical Formula (Hill Notation):
C25H14Br2
CAS Number:
Molecular Weight:
474.19
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

Assay

95%

form

solid

mp

334-336 °C

SMILES string

Brc1ccc2-c3ccc(Br)cc3C4(c5ccccc5-c6ccccc46)c2c1

InChI

1S/C25H14Br2/c26-15-9-11-19-20-12-10-16(27)14-24(20)25(23(19)13-15)21-7-3-1-5-17(21)18-6-2-4-8-22(18)25/h1-14H

InChI key

UPJLZKCEPFAKSH-UHFFFAOYSA-N

General description

2,7-Dibromo-9,9′-spirobifluorene is a 9,9 substituted poly(2,7-fluorene) that is synthesized from 2,7-dribromo-9-fluorenone by reacting with a Grignard reagent of 2-bromobiphenyl. It has high photoluminescence and electroluminescent quantum efficiency that make it useful in the development of organic electronic devices.

Application

2,7-Dibromo-9,9′-spirobifluorene can be used in the preparation of 9,9′-spirobifluorene-based small molecules, which can further be utilized as host materials in organic light emitting diodes (OLEDs).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Syntheses and spectroscopic studies of spirobifluorene-bridged bipolar systems; photoinduced electron transfer reactions
Chien Y, et al.
Chemical Communications (Cambridge, England), 2874-2875 (2002)
Spiro-Functionalized Polyfluorene Derivatives as Blue Light-Emitting Materials
Yu W-L, et al.
Advanced Materials, 12(11), 828-831 (2000)
Tri-, tetra-and pentamers of 9, 9?-spirobifluorenes through full ortho-linkage: High triplet-energy pure hydrocarbon host for blue phosphorescent emitter
Fan C, et al.
Organic Letters, 12(24), 5648-5651 (2010)
Shugo Sakaguchi et al.
The journal of physical chemistry. B, 122(36), 8614-8623 (2018-08-23)
Nanostructures composed of conjugated polymers or π-conjugated molecules provide sensing platforms with large specific surface areas. One of the feasible approaches to accessing such nanostructured miniaturized sensors with ultrahigh sensitivity is to develop a network of organic nanowires with optical/electronic

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