767735
9,9′-Spirobifluorene
97%
Synonym(s):
9,9′-Spirobi[9H-fluorene]
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About This Item
Empirical Formula (Hill Notation):
C25H16
CAS Number:
Molecular Weight:
316.39
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
InChI
1S/C25H16/c1-5-13-21-17(9-1)18-10-2-6-14-22(18)25(21)23-15-7-3-11-19(23)20-12-4-8-16-24(20)25/h1-16H
SMILES string
c1ccc2c(c1)-c3ccccc3C24c5ccccc5-c6ccccc46
InChI key
SNFCXVRWFNAHQX-UHFFFAOYSA-N
assay
97%
form
solid
mp
195-200 °C
General description
9,9′-Spirobifluorene is a polyfluorene with carbon atoms of the methylene bridge connected to two fluorene molecules. It is mainly used in organic electronics due to its robust structure and two perpendicularly arranged π systems.
Application
9,9′-Spirobifluorene can be used in the synthesis of spirobifluorene based conjugated microporous polymers which can be potentially be used as a gas absorbent. It may be used as a hole transporting material which can be used in the fabrication of perovskite solar cells.
Features and Benefits
High glass-transition temperature, excellent thermal stability, soluble in common organic solvents, multi-layer devices can be fabricated by thermal cross-linking of cast films. Easy colour tunability through the introduction of low band gap co-monomers.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Organic Light Emitting Diode (OLED) materials from spirobifluorene derivatives
R. N. Jana, S. Chakraborty, R. Banerjee
Physics Express, 4(2) (2014)
Photocatalytic H2 Evolution by Pt-Loaded 9, 9?-Spirobifluorene-Based Conjugated Microporous Polymers under Visible-Light Irradiation.
Modak A, et al.
Bulletin of the Chemical Society of Japan, 89(8), 887-891 (2016)
Anodic oxidation of 9, 9?-spirobifluorene in CH2Cl2+ 0.2 M Bu4NBF4. Electrochemical behaviour of the derived oxidation product.
Rault-Berthelot J, et al.
Synthetic Metals, 97(3), 211-215 (1998)
Synthesis of 9, 9?-spirobifluorene-based conjugated microporous polymers by FeCl 3-mediated polymerization.
Modak A, et al.
Polym. Chem., 7(6), 1290-1296 (2016)
Amorphous poly-2, 7-fluorene networks
Marsitzky, D., Murray, J., Scott, J. C., & Carter, K. R.
Chemistry of Materials, 13(11), 4285-4289 (2001)
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