Solid-state polymerization of conjugated hexayne derivatives with different end groups

被引:12
|
作者
Inayama, Satoshi [1 ]
Tatewaki, Yoko [1 ]
Okada, Shuji [1 ]
机构
[1] Yamagata Univ, Grad Sch Sci & Engn, Dept Polymer Sci & Engn, Yamagata 9928510, Japan
关键词
ladder polymer; polydiacetylene; solid-state polymerization; pi-conjugated polymer; NONLINEAR-OPTICAL PROPERTIES; SUBSTITUTED DIACETYLENES; CRYSTAL-STRUCTURES; LADDER POLYMERS; ALKANOIC ACID; POLYDIACETYLENES; MONOMERS; 1-ALKANOL; DESIGN; TRIYNE;
D O I
10.1038/pj.2009.326
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Three hexayne derivatives with different end groups-that is, 10,12,14,16,18,20-triacontahexayne-1,30-diol (1) and its diphenylurethane (2) and diphenylester (3)-were synthesized, and their solid-state polymerization behaviors were investigated. All three monomers were thermally polymerizable. Polymers from 1 and 2 showed an absorption maximum at about 730 nm, indicating that linear polydiacetylenes (PDAs) with octatetraynyl substituents were synthesized. However, broad absorption bands in the near-infrared region were only observed for 2 at 980 and 860 nm, indicating that regular polymerization occurred in 2 to give ladder-type PDA. On the other hand, a polymer from 3 showed a visible absorption increase but no clear absorption maximum. It was estimated that intermolecular hydrogen bonding between hexayne monomers helps to form polymerizable stacks in 1 and 2. In particular, urethane groups are more effective, and 2 showed the highest reactivity in this study with an ordered interlayer structure even after a two-step solid-state polymerization to give ladder-type PDA. Polymer Journal (2010) 42, 201-207; doi:10.1038/pj.2009.326; published online 23 December 2009
引用
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页码:201 / 207
页数:7
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