Applied Chemistry for Engineering, Vol.22, No.4, 348-352, August, 2011
Stilbene 발광 유도체를 가지는 Polyurethane을 기본으로 하는 고분자의 합성 및 특성
Syntheses and Characterization of Polyurethane Polymers with Versatile Stilbene Chromophores
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초록
본 연구에서는 펜던트 타입의 고분자인 폴리우레탄에 스틸벤 유도체를 가진 다양한 발색단을 곁가지로 도입하고, 이를 연결하는 방식으로 분자를 디자인하고 합성하였다. 모노머 분자인 N,N-bis(2-hydroxyethyl)amino-4'-cyanostilbene, N,N-bis(2-hydroxyethyl) amino-4'-methoxy stilbene, N,N-bis(2-hydroxyethyl)amino-4'-acetylstilbene, N,N-bis (2-hydroxyethyl) amino stilbene은 Wittig 반응을 이용하여 합성하였고, N,N-bis(2-hydroxyethyl)amino-4'-nitrostilbene는 Knoevenagel 축합 반응을 이용하여 합성하였다. 합성된 물질의 흡수 및 형광 스펙트럼의 측정으로부터, 치환기로 전자 끌게 작용기를 도입한 경우 그 정도에 따라 스펙트럼이 장파장으로 이동하며, 반대로 전자 주게 작용기가 도입된 경우는 단파장 이동 하는 것을 확인 하였다. 반면, NO2가 치환된 경우 그 자체가 빛을 소멸시키는
In this research, we have synthesized new pendant-type polyurethane polymers by introducing various chromophores with stilbene derivatives in the side-chain of the polymer backbone. The Stilbene monomers, N,N-bis(2-hydroxyethyl) amino-4'-cyanostilbene, N,N-bis(2-hydroxyethyl)amino-4'-methoxy stilbene, N,N-bis(2-hydroxyethyl)amino-4'-acetylstilbene, and N,N-bis(2-hydroxyethyl) amino stilbene, were synthesized by Wittig reaction. Another stilbene monomer, N,N-bis(2-hydroxyethyl)amino-4'-nitrostilbene, was synthesized by Knoevenagel condensation. By the measurement of UV-Vis absorption and Photoluminescence (PL) spectrum, we found that introduction of the electron-withdrawing group as a substituent shifts both UV-Vis and PL spectra to longer wavelength, and the introduction of the electron-donating group results in blue-shift of the spectrum. In case of polymer with NO2 group as a substituent, PL is quenched.
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