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Synthesis and characterization of asymmetrically substituted head-to-tail aromatic Schiff-base polymers

机译：不对称取代的头对尾芳族席夫基聚合物的合成与表征

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In recent years conjugated polymers have been widely studied in regard to their electronic, optoelectronic, electrochemical and nonlinear optical properties. Of conjugated polymers poly (p-phenylene-vinylene) (PPV) is one of the most widely studied. Aromatic Schiff-base polymers, or polyazomethines (PAMs), are isoelectronic with PPV, but have not been as widely studied. Like PPVs, PAMs and are expected to have interesting electronic properties. Although the synthesis of polyazomethines was first reported in 1923, the development of these materials has been hindered by their intractability and insolubility in common organic solvents. In recent years two approaches have been used to overcome these problems. One approach to the insolubility/intractability issue has been the addition of long side chains onto the polymer backbone. In 1989 Lee and coworkers reported the synthesis of alkoxy- substituted PAMs that were soluble in organic solvents. Park and coworkers similarly reported that adding an (n-alkoxy-) methyl chain to PAM backbones increased solubility. The second approach was developed by Jenekhe and coworkers who utilized Lewis acids such as AlCl_3 and GaCl_3 to form soluble polymer complexes. Accordingly they were able to characterize a series of PAMs using cyclic voltammetry, FT-IR, UV and steady-state fluorescence. ~1H NMR spectra were also obtained although the peaks were somewhat broadened by the GaCl_3.
机译：近年来，关于共轭聚合物的电子，光电，电化学和非线性光学特性，已经进行了广泛的研究。在共轭聚合物中，聚（对亚苯基亚乙烯基）（PPV）是研究最广泛的之一。芳香席夫碱聚合物或聚偶氮甲亚胺（PAM）与PPV等电，但尚未得到广泛研究。像PPV一样，PAM和PAM有望具有有趣的电子特性。尽管在1923年首次报道了聚偶氮甲碱的合成方法，但是由于这些材料的难处理性和在普通有机溶剂中的不溶性，阻碍了这些材料的开发。近年来，已经使用两种方法来克服这些问题。解决不溶性/难处理性问题的一种方法是在聚合物主链上添加长侧链。 Lee和同事在1989年报告了可溶于有机溶剂的烷氧基取代的PAM的合成方法。 Park和同事类似地报道，在PAM主链上添加（n-烷氧基）甲基链可增加溶解度。第二种方法是由Jenekhe及其同事开发的，他们利用路易斯酸（如AlCl_3和GaCl_3）形成可溶性聚合物络合物。因此，他们能够使用循环伏安法，FT-IR，UV和稳态荧光表征一系列PAM。尽管GaCl_3使峰稍微变宽，但也获得了〜1H NMR光谱。

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