Conjugated polymers with geminal trifluoromethyl substituents derived from hexafluoroacetone

被引:29
作者
Amara, John P. [1 ]
Swager, Timothy M. [1 ]
机构
[1] MIT, Dept Chem, Cambridge, MA 02139 USA
关键词
D O I
10.1021/ma0608572
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Convenient syntheses of 9,9-bis(trifluoromethyl) fluorene and 6,6,12,12-tetrakis( trifluoromethyl)indenofluorene are reported. These compounds are readily prepared in two steps from simple halo-aromatics and hexafluoroacetone, which serves as the source of the geminal trifluoromethyl groups. Iodination yields polymerizable monomers that were used to prepare several conjugated polymers. The photophysical properties of these polymers are reported. The polymers demonstrate slightly blue-shifted UV-vis absorption and fluorescence emission spectra as well as high solution and solid-state fluorescence quantum efficiencies. Polymer photobleaching experiments reveal that poly(fluorene)s with geminal trifluoromethyl substituents demonstrate greater photooxidative stability than poly(9,9-dioctylfluorene).
引用
收藏
页码:5753 / 5759
页数:7
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