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| | 2,2',7,7'-Tetrabromo-9,9'-spirobifluorene Basic information |
| Product Name: | 2,2',7,7'-Tetrabromo-9,9'-spirobifluorene | | Synonyms: | 2,2'',7,7''-TETRABROMO-9,9''-SPIRO-BIFLUOROENE;2,2'',7,7''-TETRABROMO-9,9''-SPIROBI[9H-FLUORENE];2,2',7,7'-Tetrabromo-9,9'-spirobiflurene;2,2',7,7'-Tetrabromo;9,9'-Spirobi[9H-fluorene], 2,2',7,7'-tetrabroMo-
2,2',7,7'-TetrabroMo-9,9'-spirobi[9H-fluorene];2,2',7,7'-TetrabroMo-9,9'-Spirobifluorene,TetrabroMo-9,9'-Spirobifluorene;TetrabroMo-9,9'-spirobifl;2,2',7,7'- four-9,9'- screwtwobroMinefluorene | | CAS: | 128055-74-3 | | MF: | C25H12Br4 | | MW: | 631.98 | | EINECS: | 672-610-0 | | Product Categories: | Fluorene Series;Fluorene Derivatives;OLED | | Mol File: | 128055-74-3.mol |  |
| | 2,2',7,7'-Tetrabromo-9,9'-spirobifluorene Chemical Properties |
| Melting point | 395-400°C | | Boiling point | 633.7±55.0 °C(Predicted) | | density | 2.12±0.1 g/cm3(Predicted) | | storage temp. | Sealed in dry,Room Temperature | | solubility | Chloroform | | form | Solid | | color | White to Off-White | | InChI | InChI=1S/C25H12Br4/c26-13-1-5-17-18-6-2-14(27)10-22(18)25(21(17)9-13)23-11-15(28)3-7-19(23)20-8-4-16(29)12-24(20)25/h1-12H | | InChIKey | MASXXNUEJVMYML-UHFFFAOYSA-N | | SMILES | C12(C3=C(C=CC(Br)=C3)C3=C1C=C(Br)C=C3)C1=C(C=CC(Br)=C1)C1=C2C=C(Br)C=C1 | | CAS DataBase Reference | 128055-74-3(CAS DataBase Reference) |
| Hazard Codes | Xn | | Risk Statements | 22-36 | | Safety Statements | 26 | | WGK Germany | 3 | | HS Code | 29039990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral
Eye Irrit. 2 |
| | 2,2',7,7'-Tetrabromo-9,9'-spirobifluorene Usage And Synthesis |
| Description | 2,2′,7,7′-Tetrabromo-9,9′-spirobifluorene is a spirobifluorene (SBF) derivative and is used as a blue-emitting material in electroluminescent devices. The spirobifluorene linkage in the molecule helps in decreasing the crystallization tendency and also increases the colour stability by preventing the formation of aggregates or excimers. They possess high photoluminescence efficiency and good chemical stability. | | Chemical Properties | White to light yellow powder | | Uses | 2,2',7,7'-Tetrabromo-9,9'-spirobifluorene is used in the preparation of OLEDs using amorphous compounds with spiro-bifluorene core. | | Uses | 2,2'',7,7''-Tetrabromo-9,9''-spirobifluorene is used in the preparation of OLEDs using amorphous compounds with spiro-bifluorene core. | | Application | Blue light emitting material in Organic Light Emitting Diodes (OLEDs). | | General Description | 2,2′,7,7′-Tetrabromo-9,9′-spirobifluorene is a spirobifluorene (SBF) derivative and is used as a blue-emitting material in electroluminescent devices. The spirobifluorene linkage in the molecule helps in decreasing the crystallization tendency and also increases the colour stability by preventing the formation of aggregates or excimers. They possess high photoluminescence efficiency and good chemical stability. | | Synthesis | General procedure for the synthesis of 2,2',7,7'-tetrabromo-9,9'-spirobifluorene from 9,9'-spirobifluorene: 80 mg (0.5 mmol) of anhydrous FeCl3 was added to 30 ml of dichloromethane solution containing 3.16 g (10.0 mmol) of 9,9'-spirobifluorene. A solution of 2.1 ml (41 mmol) of bromine dissolved in 5 ml of dichloromethane was added slowly and dropwise over 10 min. The reaction mixture was refluxed for 6 hours. After completion of the reaction, it was cooled to room temperature and the product precipitated as a precipitate. The precipitate was collected by diafiltration and washed with a small amount of cold dichloromethane. Drying gave 6.0 g (95% yield) of the target product 2,2',7,7'-tetrabromo-9,9'-spirobifluorene as a white solid. | | References | [1] Journal of the American Chemical Society, 1990, vol. 112, # 14, p. 5662 - 5663
[2] Journal of Organic Chemistry, 1996, vol. 61, # 20, p. 6906 - 6921
[3] Inorganic Chemistry, 2018, vol. 57, # 11, p. 6210 - 6213
[4] Journal of Materials Chemistry A, 2016, vol. 4, # 22, p. 8750 - 8754
[5] Chemistry - An Asian Journal, 2017, vol. 12, # 2, p. 181 - 189 |
| | 2,2',7,7'-Tetrabromo-9,9'-spirobifluorene Preparation Products And Raw materials |
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