Bridging the gap between polyfluorene and ladder-poly-p-phenylene : Synthesis and characterization of poly-2,8-indenofluorene
Bridging the gap between polyfluorene and ladder-poly-p-phenylene : Synthesis and characterization of poly-2,8-indenofluorene
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DOI：
10.1021/ma9914366
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发表时间：
2000-03
期刊：
影响因子：
5.5
通讯作者：
S. Setayesh;D. Marsitzky;K. Müllen
中科院分区：
文献类型：
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作者：
S. Setayesh;D. Marsitzky;K. Müllen
本文提出了一种新的聚对苯撑（PPP）衍生物聚2，8-茚并芴（8a，B），用于弥补2，7-聚9，9 '-二烷基芴（PF）（2）和梯形聚对苯撑（LPPP）（4）之间的差距。单体7a、B由6，1,2-二氢茚并[1，2 B]芴（5）开始合成，该芴（5）被四次烷基化，用溴化铜（II）在氧化铝基质上溴化，并通过Ni（0）介导的偶联反应聚合（Mn =（3.3−3.9）× 104（甲苯，聚苯乙烯标准物））。正如预期的那样，吸收和发射的波长数据是PF和LPPP的中间值，证明了聚合物适合用作聚合物发光二极管中的蓝光发射材料。聚合物8a、B在高达380 °C下是稳定的，并且在高温（250 - 300 °C）下显示热致液晶行为。以一溴和二溴化合物（7a）为原料，通过Ni（0）诱导偶联合成了6，6 ′，12，12 ′-四辛基茚并芴（6a）的齐聚物，并测定了它们的有效共轭结构。
We present here a new derivative of poly-p-phenylene (PPP), the poly-2,8-indenofluorene (8a,b), to bridge the gap between 2,7-poly-9,9‘-dialkylfluorene (PF) (2) and ladder-poly-p-phenylene (LPPP) (4). The monomer 7a,b was synthesized starting from 6,12-dihydroindeno[1,2b]fluorene (5), which was four times alkylated, brominated with copper(II) bromide on an aluminum oxide matrix, and polymerized via a Ni(0)-mediated coupling reaction (Mn ∼ (3.3−3.9) × 104 (tuluene, polystyrene standards)). As expected, the wavelength data for absorption and emission are intermediate to those of PF and LPPP and prove the suitability of the polymer to be used as blue-light-emitting material in polymer light-emitting diodes. The polymer 8a,b is stable up to 380 °C and shows thermotropic liquid crystalline behavior at high temperatures (250−300 °C). Oligomers of the 6,6‘,12,12‘-tetraoctylindenofluorene (6a) have been synthesized by Ni(0)-induced coupling of monobromo and dibromo (7a) compounds, to determine the effective conju...