화학공학소재연구정보센터
학회 한국고분자학회
학술대회 2004년 가을 (10/08 ~ 10/09, 경북대학교)
권호 29권 2호, p.159
발표분야 고분자 합성
제목 Synthesis and Properties of Novel Y-Type Nonlinear Optical Polyimides
초록 Recently, attention has been focused on the synthesis of nonlinear optical (NLO) materials based on organic compounds because of their potential applications in the field of telecommunications, optical switching, etc.1 In the developments of nonlinear optical (NLO) polymers for electro-optic device applications relaxation of electrically induced dipole alignment is important consideration. Two approaches to minimize the randomization have been proposed. One is to use crosslinked system and the other is to use a high glass transition temperature (Tg) polymers such as polyimides.2-4 Polyimides are one of promising NLO materials because of their high Tgs which can be utilized to stabilize the dipole orientation of the NLO chromophore at high temperature. Another advantage of polyimides is their high thermal stability that enables them to survive at high temperatures during operation in electro-optic devices. There are two types of NLO polyimides, which have been used either as host polymers for composite materials or as matrix polymer backbones for side-chain NLO chromophores. Side-chain NLO polymer systems have the advantages such as homogeneity and high concentration of NLO chromophores with respect to the host-guest systems, which suffer from poor homogeneity of chromophores and easy diffusion of the chromophores at high temperatures. In this work we prepared novel soluble polyimides containing 2,4-dioxybenzylidenemalononitrile. 2,4-Di-(2-hydroxyethoxy)benzylidenemalononitrile (3) was prepared by hydrolysis of 2,4-di-(2-vinyloxyethoxy)benzylidenemalononitrile (2). Diol 3 was reacted with trimellitic anhydride chloride to yield 2,4-bis-(3,4-dicarboxyphenylcarboxyethoxy)-1-(2,2-dicyanovinyl)benzene dianhydride (4). Compound 4 was reacted with 1,4-phenylenediamine, 4,4-oxydianiline, 4,4-diaminobenzanilide and 4,4-(hexafluoroisopropylidene)dianiline to give novel Y-type polyimides 5-8 containing 2,4-dioxybenzylidenemalononitrile as a NLO-chromophore, which constitutes a part of polymer backbone. The chemical structure of the polymers was confirmed by 1H NMR, IR spectra, and elemental analysis. The resulting polyimides 5-8 were soluble in polar solvents such as acetone and DMF. Characterization and measurements of SHG activities and their thermal stabilities are under progress.


Scheme 1. Synthesis of Polymers 5-6.


References
1. D. M. Burland, R. D. Miller, and C. Walsh, Chem. Rev., 94, 31 (1994).
2. T. Chen, A. K. Y. Jen, and Y. Cai, J. Am. Chem. Soc., 117, 7295 (1995).
3. D. Yu, A. Gharavi, and L. Yu, Macromolecules, 29, 6139 (1996).
4. J.-Y. Lee, H.-B. Bang, E.-J. Park, B. K. Rhee, S. M. Lee, J. H. Lee, J. Polym. Sci, Part A: Polym. Chem., 42, 3189 (2004).
저자 이주연, 백창석, 방한배, 정원택, 박성민
소속 인제대
키워드 Nonlinear optics (NLO); polyimides; differential scanning calorimetry (DSC); thermogravimetric analysis (TGA); SHG coefficient
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