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(9,9-Dimethyl-9H-fluoren-2,7-diyl)diboronic acid

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(9,9-Dimethyl-9H-fluoren-2,7-diyl)diboronic acid Basic information
Product Name:(9,9-Dimethyl-9H-fluoren-2,7-diyl)diboronic acid
Synonyms:BORONIC ACID, (9,9-DIMETHYL-9H-FLUORENE-2,7-DIYL)BIS;Boronicacid,(9,9-dimethyl-9H-fluorene-2,7-diyl)b;(9,9-DIMETHYL-9H-FLUOROENE-2,7-DIYL)BISBORONIC ACID;(9,9-Dimethyl-9H-fluoren-2,7-diyl)diboronic acid;BORONIC ACID, (9,9-DIMETHYL-9H-FLUORENE-2,7-DIYL)BIS- (9CI);9,9-Dimethyl-9H-fluoren-2,7-diyl-2,7-diboronic acid;(9,9-Dimethyl-9H-flu;9,9-diMethyl-9H-fluorene-2,7-diyldiboronic acid
CAS:866100-14-3
MF:C15H16B2O4
MW:281.91
EINECS:805-314-9
Product Categories:OLED materrials;OLED materials,pharm chemical,electronic;Boron Compounds;Electronic Chemicals
Mol File:866100-14-3.mol
(9,9-Dimethyl-9H-fluoren-2,7-diyl)diboronic acid Structure
(9,9-Dimethyl-9H-fluoren-2,7-diyl)diboronic acid Chemical Properties
storage temp. Store at room temperature
AppearanceWhite to off-white Solid
Safety Information
HS Code 2931900090
MSDS Information
(9,9-Dimethyl-9H-fluoren-2,7-diyl)diboronic acid Usage And Synthesis
Chemical PropertiesOff-white powder
Uses(9,9-Dimethyl-9H-fluoren-2,7-diyl)diboronic acid is used as a monomer for the synthesis of COF materials.
Synthesis
Triisopropyl borate

5419-55-6

2,7-Dibromo-9,9-dimethylfluorene

28320-32-3

(9,9-Dimethyl-9H-fluoren-2,7-diyl)diboronic acid

866100-14-3

The general procedure for the synthesis of 9,9-dimethylfluorene-2,7-diboronic acid from triisopropyl borate and 2,7-dibromo-9,9-dimethylfluorene was as follows: 2,7-dibromo-9,9-dimethylfluorene (14.8 g, 42.4 mmol) was placed in a three-necked flask, 100 mL of tetrahydrofuran (THF) was added, and the reaction was cooled under nitrogen protection to -78 °C and maintained for 30 min. Subsequently, 21 mL of n-butyllithium (2.5 M) solution was added slowly and reacted for 1 hour. Next, triisopropyl borate (14 g) was added and the reaction was continued at low temperature for 1 hour, after which it was gradually warmed to room temperature. After completion of the reaction, the pH was adjusted to 4-5 by adding 2 M hydrochloric acid to the reaction mixture. the aqueous layer was extracted with ethyl acetate, the organic layers were combined and dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give Intermediate A1 (9.5 g, 80% yield).

References[1] Patent: CN106699780, 2017, A. Location in patent: Paragraph 0047; 0048; 0049; 0050
[2] Patent: US8058450, 2011, B2. Location in patent: Page/Page column 43-44
[3] Luminescence, 2015, vol. 30, # 5, p. 549 - 555
(9,9-Dimethyl-9H-fluoren-2,7-diyl)diboronic acid Preparation Products And Raw materials
Raw materialsTriisopropyl borate-->Hydrochloric acid-->2,7-Dibromo-9,9-dimethylfluorene-->Tetrahydrofuran-->n-Butyllithium
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