Convenient Synthesis of Functional Polyfluorenes via a Modified One-Pot Suzuki-Miyaura Condensation Reaction

被引:15
作者
Walczak, Ryan M. [1 ,2 ]
Brookins, Robert N. [1 ]
Savage, Alice M. [1 ]
van der Aa, Eveline M. [1 ]
Reynolds, John R. [1 ]
机构
[1] Univ Florida, Dept Chem, Ctr Macromol Sci & Engn, George & Josephine Butler Polymer Res Lab, Gainesville, FL 32611 USA
[2] nRadiance LLC, Hilton Head Isl, SC 29926 USA
基金
美国能源部;
关键词
LIGHT-EMITTING-DIODES; CONJUGATED POLYMERS; KETO DEFECT; BIS(PINACOLATO)DIBORON; EMISSION;
D O I
10.1021/ma802462v
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
The Suzuki-Miyaura reaction was studied in order to develop an effective one-pot polymerization to prepare functionalized polyfluorenes. 2,7-dibromo-9,9-dioctylfluorene, bis(pinacolato)diboron, Pd 2(dba) 3, tricyclohexylphosphonium tetrafluoroborate and cesium fluoride were added to a flask containing a magnetic stir bar. The round bottom flask was attached to a reflux condenser containing a septum punctured with a needle for an argon/vacuum inlet. The flask was evacuated and backfilled with argon three times, after which degassed toluene (35 mL) was transferred to the mixture through cannula. The reaction was immediately immersed in an oil bath at 80°C and stirred for 24 h at that temperature. None of the dioxane/toluene mixtures were successful in generating high molecular weight PFO. High yields and molecular weights indicated that a phase transfer catalyst in the toluene system was necessary for the polymerization to proceed at a reasonable rate.
引用
收藏
页码:1445 / 1447
页数:3
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