화학공학소재연구정보센터
홈 로그인 로그아웃 연락처 사이트맵
Journal of Industrial and Engineering Chemistry, Vol.10, No.6, 911-916, November, 2004
Export Citation
Cyclopolymerization of 4-Dipropargylamino-4'-nitroazobenzene by Transition Metal Catalysts
Yeong-Soon Gal†, Sung-Ho Jin1, Sung-Hyun Kim2, Hyung-Jong Lee3, Sang-Yeon Shim4, and Kwon Taek Lim5
  • Polymer Chemistry Laboratory, College of General Education, Kyungil University, Kyungsangbuk-Do 712-701, Korea
  • 1Department of Chemistry, School of Education, Pusan National University, Pusan 609-735, Korea
  • 2Electronic Materal Research Center, LG. Chem, Yusong-Gu, Daejeon 305-380, Korea
  • 3Zenphotonics, Rm 303, K-MAC BLD., 104-11 Moonji-Dong, Yusong-Gu, Daejeon 305-380, Korea
  • 4Department of Environ. & Applied Chem. Engineering, Kangnung National University, Gangneung 210-702, Korea
  • 5Division of Image and Information Engineering, Pukyong National University, Busan 608-739, Korea
E-mail:
The cyclopolymerization of 4-dipropargylamino-4'-nitroazobenzene, a dipropargyl monomer having azo and nitro functional groups, was performed using palladium, platium, and ruthenium chlorides. The polymerization by these catalysts proceeded well to give high yields of polymer. However, the resulting polymers were generally insoluble in organic solvents, although the polymerization had proceeded in a homogeneous manner during the reaction process. The polymer structure was characterized, by solid-state 13C-NMR and IR spectroscopy and elemental analysis, to have a conjugated polymer backbone system. The thermal and morphological properties were also measured and are discussed.
Keywords:cyclopolymerization;polyacetylene;4-dipropargylamino-4'-nitroazobenzene;catalyst
  1. Chauser MG, Rodionov YM, Misin VM, Cherkashin MI, Russ. Chem. Rev., 45, 348 (1974) 
  2. Chiang CK, Fincher CR, Park YW, Heeger AJ, Shirakawa H, Louis EJ, Phys. Rev. Lett., 39, 1098 (1977)
  3. Gal YS, Choi SK, J. Appl. Polym. Sci., 50, 601 (1993)
  4. Choi SK, Gal YS, Jin SH, Kim HK, Chem. Rev., 100(4), 1645 (2000)
  5. Lee DW, Hur JH, Kim BK, Park SW, Park DW, J. Ind. Eng. Chem., 9(5), 513 (2003)
  6. Gal YS, Gui TL, Jin SH, Park JW, Koh KN, Lee WC, Kim SH, Kim SY, Synth. Met., 135, 353 (2003)
  7. Teraguchi M, Masuda T, Macromolecules, 35(4), 1149 (2002)
  8. Nagai K, Masuda T, Nakagawa T, Freeman BD, Finnau I, Prog. Polym. Sci, 26, 721 (2001)
  9. Nakano T, Okamoto Y, Chem. Rev., 101(12), 4013 (2001)
  10. Lam JWY, Dong YP, Cheuk KKL, Tang BZ, Macromolecules, 36(21), 7927 (2003)
  11. Pu L, Chem. Rev., 104, 1687 (2004)
  12. Choi SK, Lee JH, Kang SJ, Jin SH, Prog. Polym. Sci, 22, 693 (1997)
  13. Gui TL, Jin SH, Park JW, Ahn WS, Koh KN, Kim SH, Gal YS, Opt. Mater., 21, 637 (2002)
  14. McQuade DT, Pullen AE, Swager TM, Chem. Rev., 100(7), 2537 (2000)
  15. Halvorson C, Hays A, Kraabel B, Wu RL, Wudl F, Heeger AJ, Science, 265(5176), 1215 (1994)
  16. Shiga K, Inoguchi T, Mori K, Kondo K, Kamada K, Tawa K, Ohta K, Maruo T, Mochizuki E, Kai Y, Macromol. Chem. Phys., 202, 257 (2001)
  17. Tada K, Hidayat R, Teraguchi M, Masuda T, Yoshino K, Jpn. J. Appl. Phys., 35, L1138 (1996)
  18. Gal YS, Lee WC, Kim SY, Park JW, Jin SH, Koh KN, Kim SH, J. Polym. Sci. A: Polym. Chem., 39(18), 3151 (2001)
  19. Xie Z, Lam JWY, Dong Y, Qiu C< Kwok HS, Tang BZ, Opt. Mater., 21, 231 (2002)
  20. Lam JWY, Law CK, Dong Y, Wang J, Ge W, Tang BZ, Opt. Mater., 21, 321 (2002)
  21. Park SB, Suh JS, Lee KW, Cho IH, Park YD, J. Ind. Eng. Chem., 8(1), 46 (2002)
  22. Gui TL, Jin SH, Park JW, Lim KT, Kim SY, Gal YS, Mater. Sci. Eng. C-Biomimetic Supramol. Syst., 24, 217 (2004)
  23. Bal YS, Jin SH, Lee WC, Lim KT, Kim SH, Koh K, Curr. Appl. Phys., 4, in press (2004)
  24. Butler GB, Accounts Chem. Res., 15, 370 (1982)
  25. Stille JK, Frey DA, J. Am. Chem. Soc., 83, 1697 (1961)
  26. Shirakawa H, Angew. Chem.-Int. Edit., 40, 2574 (2001)
  27. Gal YS, Jin SH, Lee HJ, Kim SH, Lee WC, Choi SK, Macromol. Res., 11(2), 80 (2003)
  28. Jin SH, Jin JY, Kim YI, Park DK, Gal YS, Macromol. Res., 11(6), 501 (2003)
  29. Anders U, Nuyken O, Buchmeiser MR, J. Mol. Catal. A-Chem., 213, 89 (2004)
  30. Gal YS, Jin SH, Choi SK, J. Mol. Catal. A-Chem., 213, 115 (2004)
  31. Jang MS, Kwon SK, Choi SK, Macromolecules, 23, 4135 (1990)
  32. Kim YH, Gal YS, Kim UY, Choi SK, Macromolecules, 21, 1991 (1988)
  33. Ryoo MS, Lee WC, Choi SK, Macromolecules, 23, 3209 (1990)
  34. Gal YS, Jin SH, Park JW, Lee WC, Lee HS, Kim SY, J. Polym. Sci. A: Polym. Chem., 39(23), 4101 (2001)
  35. Jin SH, Jin JE, Moon SB, Lee HJ, Gal YS, Kim HD, Kim SH, Kim SH, Koh K, J. Polym. Sci. A: Polym. Chem., 40(8), 958 (2002)
  36. Gal YS, Choi SK, Eur. Polym. J., 31, 941 (1995)
  37. Gal YS, Jin SH, Gui TL, Lee HJ, Kim SY, Kim DW, Ko JM, Chun JH, Jang SH, Kim BS, Lee WC, J. Macromol. Sci.-Pure Appl. Chem., A40, 401 (2003)
  38. Gal YS, Lee WC, Choi SK, Kim YC, Jung B, Eur. Polym. J., 32, 579 (1996)
  39. Tlenkopatchev MA, Navarro J, Sanchez C, Canseco MA, Ogawa T, Vysokomol. Soedin., 37, 1212 (1995)
  40. Gal YS, Jin SH, Kim SH, Lee HJ, Koh KN, Kim SH, Kim DW, Ko JM, Chun JH, Kim SY, J. Macromol. Sci.-Pure Appl. Chem., A39, 237 (2002)
  41. Masuda T, Higashimura T, Accounts Chem. Res., 17, 51 (1981)