含多个(R)-1,1′-联萘手性高分子合成与结构表征  被引量:2

SYNTHESIS AND CHARACTERIZATION OF CHIRAL POLYMERS INCORPORATING CHIRAL(R)-1,1′-BINAPHTHYL UNITS

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作  者:宋金峰[1] 邹小伟[1] 成义祥[1] 王治流[1] 

机构地区:[1]南京大学化学化工学院,南京210093

出  处:《高分子学报》2006年第8期1007-1012,共6页Acta Polymerica Sinica

基  金:国家自然科学基金(基金号20474028);江苏省自然科学基金(基金号BK2004086)资助项目

摘  要:单体(R)-3,3′-二碘-2,2′-二正丁氧基-1,1′-联萘((R)-M-1),(R)-6,6′-二溴-2,2′-二正丁氧基-1,1′-联萘((R)-M-2)分别与1,4-二乙烯基-2,3-二丁氧基萘(M-3),在钯催化下,通过Heck交叉耦合反应合成手性高分子P-1与P-2.单体和高分子进行了1H-NMR1、3C-NMR、FT-IR、旋光度、GPC、UV、热分析、荧光光谱和CD等测试分析.高分子侧链上引入丁氧基后使得手性高分子溶解性增强并具有良好的成膜性,手性高分子P-1和P-2都能发射较强的蓝绿色荧光,荧光量子效率分别为0.42和0.48.Two optically active polybinaphthyls P-1 and P-2 were synthesized by (R)-3, Y-diiodo-2,2'-bisbutoxy- 1, 1'-binaphthyl (( R )-M-1 ) and ( R )-6, 6'-dibromo-2, 2'-bisbntoxy-1, 1'-binaphthyl (( R )-M-2) with 1,4- divinyl-2, 3-bisbutoxy-naphthalene (M-3) via Heck coupling reaction catalyzed by PdAc2, respectively. Their structure and properties were characterized by NMR, GPC, FT-IR, UV, circular dichrosim (CD), fluorescent spectroscopy and thermal analysis. The butoxy substitutents on naphthyl and binaphthyl tings as side chains of the polymers can improve their solubility in organic solvents and make them easy to be processed as electro-optical sensors. Both polymers show high thermal stability and have strong blue fluorescence due to the efficient energy migration from the extended π-electronic structure of the polymers to the chiral binaphthyl core. Photoluminesence efficiencies (qJPL) of P-1 and P-2 are 0.42 and 0.48, and they are expected to be used as blue-green emitting polymer materials.

关 键 词:(R)-BINOL 手性高分子 荧光光谱 圆二色谱 Heek反应 

分 类 号:O631.3[理学—高分子化学]

 

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