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Sigma-Aldrich

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
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

Assay

97%

form

solid

mp

195-200 °C

SMILES string

c1ccc2c(c1)-c3ccccc3C24c5ccccc5-c6ccccc46

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

InChI key

SNFCXVRWFNAHQX-UHFFFAOYSA-N

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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