- 9,9′-Spirobifluorene
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- $83.00
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2026-06-05
- CAS:159-66-0
- Min. Order: 1g
- Purity: 0.98
- Supply Ability: 25kg
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| | 9,9'-Spirobi[9H-fluorene] Basic information |
| Product Name: | 9,9'-Spirobi[9H-fluorene] | | Synonyms: | 9,9'-spirobi[9h-fluorene];9,9'-Spirobi[9H-fluorene]9,9'-Spirobi[9H-fluorene];9,9'-Spirobifluorene, Spirobifluorene;9,9'-Spirobi[9H-fluo;9,9'-SpirobifL;9,9'-Spirobi[9H-fluorene] ISO 9001：2015 REACH;JACS-159-66-0;9,9'-Spirobi[9H-fluorene] > | | CAS: | 159-66-0 | | MF: | C25H16 | | MW: | 316.39 | | EINECS: | | | Product Categories: | Halogenated Heterocycles ,Thiophenes ,Thiazolines/Thiazolidines;Electronic Chemicals;Fluorene Derivatives;Fluorene Series;OLED | | Mol File: | 159-66-0.mol | ![9,9'-Spirobi[9H-fluorene] Structure](CAS/GIF/159-66-0.gif) |
| | 9,9'-Spirobi[9H-fluorene] Chemical Properties |
| Melting point | 202 °C | | Boiling point | 474.9±40.0 °C(Predicted) | | density | 1.28±0.1 g/cm3(Predicted) | | storage temp. | Sealed in dry,Room Temperature | | form | Solid | | color | White to pale yellow | | Water Solubility | Soluble in common organic solvents. Slightly soluble in water. | | 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 | | InChIKey | SNFCXVRWFNAHQX-UHFFFAOYSA-N | | SMILES | c1ccc2c(c1)-c3ccccc3C24c5ccccc5-c6ccccc46 | | CAS DataBase Reference | 159-66-0(CAS DataBase Reference) |
| Safety Statements | 24/25 | | WGK Germany | 3 | | HS Code | 29029090 | | Storage Class | 11 - Combustible Solids |
| | 9,9'-Spirobi[9H-fluorene] Usage And Synthesis |
| Chemical Properties | white powder | | Uses | 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. | | Uses | A blue light emitting material in organic light emitting diodes (OLEDs). Also used as a blue-emitting material in electroluminescent devices. | | 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. | | Synthesis | GENERAL PROCEDURE: 9-(2-Biphenylyl)-9-fluorenol (130 mg, 0.5 mmol) was placed in a 5 mL round-bottomed flask and 1 mL of dry nitromethane was added as solvent. Anhydrous FeCl3 (5 mg, 0.025 mmol) was then added and the reaction mixture was stirred at room temperature for 5 min. Upon completion of the reaction, the solvent was removed by vacuum evaporation and the residue was purified by silica gel column chromatography using petroleum ether (boiling point 60-80 °C) as eluent to afford the target product 9,9-spirobifluorene (116 mg, 0.48 mmol, 96% yield) as a white solid with a melting point of 132 °C. 1H NMR (CDCl3, 300 MHz) δ 5.08 (s , 1H), 7.11-7.12 (m, 2H), 7.25-7.36 (m, 7H), 7.42 (t, J = 7.29 Hz, 2H), 7.84 (d, J = 7.6 Hz, 2H) ppm.13C NMR (CDCl3, 75 MHz) δ 54.4, 119.8, 125.3, 126.8, 127.3, 128.3, 128.7, 141.0, 141.6, 147.8 ppm. | | References | [1] Journal of Materials Chemistry A, 2016, vol. 4, # 22, p. 8750 - 8754
[2] Journal of Organic Chemistry, 1996, vol. 61, # 20, p. 6906 - 6921
[3] Journal of the American Chemical Society, 1990, vol. 112, # 14, p. 5662 - 5663
[4] European Journal of Organic Chemistry, 2010, # 21, p. 4004 - 4016
[5] Tetrahedron Letters, 2012, vol. 53, # 41, p. 5544 - 5547 |
| | 9,9'-Spirobi[9H-fluorene] Preparation Products And Raw materials |
| Raw materials | 9-(2-Biphenylyl)fluoren-9-ol-->Nitromethane-->Ferric chloride | | Preparation Products | 2,7-Dibromo-9,9'-spiro-bifluorene-->9,9'-spirobi[fluoren]-2-amine-->22,2',7,7'-tetraiodo-9,9'-spirobi[fluorene]-->2,2',7,7'-Tetrabromo-9,9'-spirobifluorene-->2,2'-DIBROMO-9,9'-SPIROBIFLUORENE |
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