| Identification | Back Directory | [Name]
(2,7-BIS(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-9,9-DIOCTYLFLUORENE) | [CAS]
196207-58-6 | [Synonyms]
SF88-2B
)-9,9-di-n-octyL
2,7-Bis(4,4,5,5-tetramethyL
(2,7-BIS(4,4,5,5-TETRAMETHYL-1,3,2
9H-Carbazole, 9-(1-octylnonyl)-2,7-bis(4,4,5,5-t
2,7-bis(boronic acid pinacol ester)-9,9-Dioctylfluorene
9,9-Dioctylfluorene-2,7-bis(boronic acid pinacol ester)
9,9-Dioctylfluorene-2,7-diboronic-acid bis(pinacol) ester
9,9-Dioctyl-9H-fluorene-2,7-diboronic acid bis(pinacol) ester
(9,9-DIOCTYL-9H-FLUORENE-2,7-DIYL)DIBORONIC ACID PINACOL ESTER
9, 9 - dioctyl fluorene - 2, 7 - double (boric acid pinacol ester)
(2,7-BIS(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-9,9-DIOCTYLFLUORENE)
2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9-di-n-octylfluorene
2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-ly)-9,9-dioctyl-9H-fluorene
2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9-di-n-octylfluorene >
2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9-di-n-octylfluorene
2,2'-(9,9-Dioctyl-9H-fluorene-2,7-diyl)bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolane)
1,3,2-Dioxaborolane, 2,2'-(9,9-dioctyl-9H-fluorene-2,7-diyl)bis[4,4,5,5-tetraMethyl-
9H-Carbazole, 9-(1-octylnonyl)-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
(2,7-BIS(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-9,9-DIOCTYLFLUORENE) ISO 9001：2015 REACH
2-[9,9-dioctyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)fluoren-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | [Molecular Formula]
C41H64B2O4 | [MDL Number]
MFCD16294554 | [MOL File]
196207-58-6.mol | [Molecular Weight]
642.566 |
| Chemical Properties | Back Directory | [Melting point ]
127.0 to 131.0 °C | [Boiling point ]
701.6±53.0 °C(Predicted) | [density ]
1.01 | [storage temp. ]
Inert atmosphere,2-8°C | [form ]
powder to crystal | [color ]
White to Almost white | [Water Solubility ]
Slightly soluble in water. | [InChIKey]
FAHIZHKRQQNPLC-UHFFFAOYSA-N | [SMILES]
CCCCCCCCC1(CCCCCCCC)C2=CC(B3OC(C)(C)C(C)(C)O3)=CC=C2C4=C1C=C(B5OC(C)(C)C(C)(C)O5)C=C4 | [Odor]
White powder |
| Hazard Information | Back Directory | [Description]
2,2'-(9,9-dioctyl-9H-fluorene-2,7-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) is a precursor for the synthesis of polymer semiconductors in the application of OLED, PLED, OFET and Polymer Solar Cells. | [Uses]
9,9-Di-n-octylfluorene-2,7-diboronic acid bis(pinacol) ester is a reactant in the synthesis of 6,6-(5,5-(9,9-dioctyl-9H-fluorene-2,7-diyl)bis(thiophene-5,2-diyl))bis(2,5-bis(2-ethylhexyl)-3-(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione) (DPP1), a solution-processable nonfullerene electron acceptor used in organic solar cells. | [Synthesis]
Under argon protection, 2,7-dibromo-9,9-dioctylfluorene (21.9 g, 40 mmol) and 250 mL of anhydrous tetrahydrofuran were added to a 500 mL three-neck flask. The reaction solution was cooled to -78°C (using a liquid nitrogen bath) and a n-hexane solution of n-butyllithium (48 mL, 2.5 M, 120 mmol) was added slowly and dropwise. After stirring at -78°C for 2 h, 2-isopropyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (26 g, 140 mmol) was added all at once and the reaction mixture was allowed to naturally rise to room temperature. The reaction was continued for 20 hours. After completion of the reaction, the mixture was poured into water and extracted with dichloromethane. The organic phase was washed five times with saturated saline, the organic phase was separated, dried over anhydrous sodium sulfate, filtered and concentrated. The crude product was purified by column chromatography using silica gel as stationary phase and petroleum ether/dichloromethane as mobile phase. After purification, 43.8 g of white solid product was obtained in 80% yield. | [References]
[1] Journal of Materials Chemistry, 2003, vol. 13, # 4, p. 807 - 813
[2] Patent: CN106588869, 2017, A. Location in patent: Paragraph 0053; 0054; 0055; 0056
[3] Patent: KR101495152, 2015, B1. Location in patent: Paragraph 0152; 0159-0160
[4] Patent: CN106366067, 2017, A. Location in patent: Paragraph 0053; 0054; 0055; 0056
[5] Macromolecules, 2004, vol. 37, # 4, p. 1211 - 1218 |
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