Synthesis of Optically Active Conjugated Polymers Bearing m-Terphenylene Moieties by Acetylenic Coupling Polymerization: Chiral Aggregation and Optical Properties of the Product Polymers
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- 作者：Yu Miyagi ; Hiromitsu Sogawa ; Masashi Shiotsuki ; Fumio Sanda
- 刊名：Macromolecules
- 出版年：2014
- 出版时间：March 11, 2014
- 年：2014
- 卷：47
- 期：5
- 页码：1594-1603
- 全文大小：538K
- 年卷期：v.47,no.5(March 11, 2014)
- ISSN：1520-5835
文摘
The acetylenic coupling polymerization of d-hydroxyphenylglycine-derived m-terphenylene diynes 1鈥?b>5 using Pd/Cu catalyst gave the corresponding polymers [poly(1)鈥損oly(5)] with Mn = 12鈥?00鈥?0鈥?00 in 53鈥?9% yields. The polymers were soluble in THF and DMF. CD and UV鈥搗is spectroscopic analysis revealed that p,p鈥?phenyleneethynylene-linked poly(1), poly(3), and poly(5) formed chiral higher-order structures in THF/H2O mixtures, while m,m鈥?phenyleneethynylene-linked poly(2) and poly(4) did not. The sign of CD signal of poly(1) was reasonably predicted by time-dependent density functional calculations of the model system. The polymers emitted fluorescence with quantum yields ranging from 0.2鈥?4.8%.