Applied Chemistry for Engineering (공업화학)

The Korean Society of Industrial and Engineering Chemistry (한국공업화학회)
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Syntheses and Characterization of Polyurethane Polymers with Versatile Stilbene Chromophores

Stilbene 발광 유도체를 가지는 Polyurethane을 기본으로 하는 고분자의 합성 및 특성

  • Jin, Youngeup (Department of Industrial Chemistry, Pukyong National University) ;
  • Noh, Ji Young (Department of Chemistry and Chemistry Institute for Functional Materials, Pusan National University) ;
  • Park, Seong Soo (Department of Industrial Chemistry, Pukyong National University) ;
  • Ju, Changsik (Department of Chemical Engineering, Pukyong National University) ;
  • Suh, Hongsuk (Department of Chemistry and Chemistry Institute for Functional Materials, Pusan National University)
  • 진영읍 (부경대학교 공업화학과) ;
  • 노지영 (부산대학교 화학과, 기능성 물질 화학 연구소) ;
  • 박성수 (부경대학교 공업화학과) ;
  • 주창식 (부경대학교 화학공학과) ;
  • 서홍석 (부산대학교 화학과, 기능성 물질 화학 연구소)
  • Received : 2011.06.09
  • Accepted : 2011.07.16
  • Published : 2011.08.10
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Abstract

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 $NO_2$ group as a substituent, PL is quenched.

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 축합반응을 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 이동하는 것을 확인 하였다. 반면, $NO_2$가 치환된 경우 그 자체가 빛을 소멸시키는 쾐쳐로 작용하여 PL이 관측되지 않았다.

Keywords

Acknowledgement

Supported by : 한국연구재단

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