Modification of poly(methyl phenylsilane) by the attachment of π-conjugated substituents. Synthesis and photochemical studies

Modification of poly(methyl phenylsilane) by the attachment of π-conjugated substituents. Synthesis and photochemical studies
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通过连接 π-共轭取代基对聚(甲基苯基硅烷)进行改性的合成和光化学研究。

DOI:
10.1016/0014-3057(91)90082-y
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发表时间:
1991
影响因子:
6
通讯作者:
W. Schnabel
W. Schnabel
中科院分区:
化学2区
文献类型:
--
作者:
I. Kmínek;E. Brynda;W. Schnabel

文献摘要

被引文献

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聚(甲基苯基硅烷)PMPSi已部分氯甲基化,并且氯甲基化PMPSi已通过吡啶鎓盐和硝酮甲酰化(克罗恩克转化)。随后,醛基通过与苯胺、4-氨基偶氮苯和4-硝基苯胺缩合转化为相应的席夫碱。此外,醛基已转化为2,4-二硝基苯腙基团。通过连接发色团而延伸苯基的 π-共轭体系不会引起可检测到的紫外偏移。 δ-共轭主链的吸收带。除了甲酰化衍生物外,所有取代的聚硅烷都比原始 PMPSi 和部分氯甲基化 PMPSi 的光不稳定程度低得多。发射研究表明,PMPSi 的荧光被附着的发色团强烈猝灭。
Poly(methyl phenlylsilane), PMPSi, has been partly chloromethylated and the chloromethylated PMPSi has been formylated via the pyridinium salt and the nitrone (Kroehnke transformation). Subsequently, the aldehyde groups have been converted by condensation with aniline, 4-aminoazobenzene and 4-nitroaniline to the corresponding Schiff bases. Also, the aldehyde groups have been converted to 2,4-dinitrophenylhydrazone groups. The extension of the π-conjugated system of the phenyl groups by attachment of chromophoric groups does not cause a detectable shift of the u.v. absorption band of the δ-conjugated backbone. Apart from the formylated derivative, all substituted polysilanes are much less photolabile than the original PMPSi and the partly chloromethylated PMPSi. Emission studies have revealed that the fluorescence of PMPSi is strongly quenched by the attached chromophores.