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ISSN : 1226-0517(Print)
ISSN : 2288-9604(Online)
Journal of Korean Society for Imaging Science and Technology Vol.27 No.3 pp.100-108
DOI : http://dx.doi.org/10.14226/KSIST.2021.27.03.4

Synthesis and properties of an ionic conjugated polymer with dioxolane substituents

Sang-Yeon Shim1, Sung-Ho Jin2, Jongwook Park3, Kwon Taek Lim4, Yeong-Soon Gal5*
1Department of Biochemical Engineering, Gangneung-Wonju National University, 7, Jukheon-gil, Gangneung-si, Gangwon-do, 25457, Korea
2Department of Chemistry Education, Pusan National University, 2, Busandaehak-ro 63beon-gil, Geumjeong-gu, Busan, 46241, Korea
3Department of Chemical Engineering, Kyunghee University, 1732, Deogyeong-daero, Giheung-gu, Yongin-si, Gyeonggi-do, 17104, Korea
4Department of Display Engineering, Pukyong National University, 45, Yongso-ro, Nam-gu, Busan, 48513, Korea
5Department of Fire Safety, Kyungil University, 50 Gamasil-Gil, Hayang-Eup, Gyeongsan-Si, Gyeongsangbuk-do, 38428, Korea

Abstract

A new ionic polyacetylene with dioxolane substituents was easily prepared by the spontaneous polymerization of 2-ethynylpyridine by using 2-bromomethyl-1,3-dioxolane. The polymerization reaction proceeded easily to give the corresponding polymer in high yield (76 %). The chemical structure of polymer was identified by various instrumental analyses to have the designed ionic conjugated polymer system with the 1,3-dioxolane moieties. The infrared spectrum of polymer did not exhibit the ethynyl C≡C and ≡C-H bond stretching frequencies of 2-ethynylpyridine in 2110 cm-1 and 3293 cm-1, respectively. Instead, the C=C double bond stretching peak of polymer main chain around 1620 cm-1 became more stronger than those of the carbon-carbon and carbob-nitrogen double bond stretching peaks of 2-ethynylpyridine itself. The electrical and electro-optical properties of resulting polyacetylene were measured and discussed. The electrical conductivity of iodine-doped polymer was 1.82 x 10-3 S/cm.

초록

2-브로모메틸-1,3-디옥솔란을 이용한 2-에티닐피리딘의 중합을 통하여 측쇄에 디옥솔란 치환기를 갖는 새로운 이온성 공액구조 고분자를 합성하였다. 별도의 촉매없이도 중합반응이 잘 진행되어 높은 수율의 중합체를 얻을 수 있었다(76%). 합성한 고분자의 분자구조를 여러 가지 분석장비를 사용하여 분석한 결과 1,3-디옥솔란 부분을 갖는 설계한 공액구조 고분자임을 확인하였다. 고분자의 적외선분광분석 스펙트럼에서는 2110 cm-1 와 3293 cm-1에 서 관찰되었던 2-에티닐피리딘의 아세틸렌 특성피크를 보여주지 않는 대신 1620 cm-1 인근에서 공액이중결합의 탄소-탄소 이중결합의 특성 피크를 보다 강하게 보여주었다. 합성한 고분자의 전기전도도 및 전기-광학적 특성을 측정하고 분석하였다. 요오드로 도핑한 고분자의 전기전도도는 1.82 x 10-3 S/cm 였다.

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