Article
  • Polymerization of Acetylene Derivative Having a Highly Bulky Substituent ; Synthesis of Poly(propargyl trimeyhylammonium tetraphenylborate) Using Transition Metal Catalysts and Int Characterization
  • Gal YS, Lee WC, Jang SH, Lee HJ, Jin SH
  • 큰 치환기를 갖는 아세틸렌 유도체의 중합; 전이금속 촉매를 사용한 폴리(프로파길 트리메틸암모늄 테트라페닐보레이트)의 합성과 그 특성
  • 제갈영순, 이원철, 장상희, 이형종, 진성호
Abstract
This paper deals with the synthesis of poly(propargyl trimethylammonium tetraphenylborate) having a highly bulky substituent, methylene trimethylammonium tetraphenylborate on the acetylene carbon, and its characterization. The polymerizations of propargyl trimethylammonium tetraphenylborate using transition metal catalysts including PdC12, PtCl, RuC13, etc. were proceeded well to give a relatively high yields of polymer (67-99%). The resulting polymers were mostly insoluble in common organic solvents, and separated as a brown and black solids. Instrumental analyses on the polymer structure suggested that the resulting polymer had a conjugated polymer backbone with the methylene trimethylammonium tetraphenylborate substituent. X-ray diffraction analysis revealed that the polymer is amorphous.

본 논문은 큰 치환기인 메틸렌 트리메틸암모늄 테트라페닐보레이트를 치환기로 갖는 공액구조 고분자인 폴리(프로파길 트리메틸암모늄 테트라페닐보레이트)의 합겅과 그 특성조사에 관한 연구내용을 다룬 것이다. PdCl22 PtCl2, RuCl3 등의 전이금속 촉매를 사용해서 중합시켰을 경우 중합반응이 잘 진행되었으며 비교적 높은 수율(67-99%)의 중합체를 얻을 수 있었다. 합성한 중합체는 그 합성방법에 관계없이 유기용매에 대부분 용해하지 않았으며 갈색 혹은 검은색의 분말상이었다.본 중합체 구조에 대한 기기분석 결과 이 고분자는 치환기로 메틸렌 트리메틸암모늄 테트라페닐보레이트를 갖는 공액구조 고분자임을 확인할 수 있었바. X-선 회절분석 결과 본 중합체는 대부분 무정형임을 알 수 있었다.

Keywords: conjugated polymer; polyelectrolyte; transition metal catalyst; morphology

References
  • 1. Chauser MG, Rodionov YM, Misin VM, Cherkashin MI, Russ. Chem. Rev., 45, 384 (1976)
  •  
  • 2. Katz TJ, Ho TH, Shih NY, Ying YC, Stuart IW, J. Am. Chem. Soc., 106, 2659 (1984)
  •  
  • 3. Masuda T, Isobe E, Higashimura T, Takada K, J. Am. Chem. Soc., 105, 7473 (1983)
  •  
  • 4. Gal YS, Choi SK, Polym.(Korea), 13(3), 188 (1989)
  •  
  • 5. Jin SH, Gal YS, Choi SK, Polym. Sci. Technol., 3(6), 455 (1992)
  •  
  • 6. Masuda T, Higashimura T, Accounts Chem. Res., 17, 51 (1984)
  •  
  • 7. Ito T, Shirakawa H, Ikeda S, J. Polym. Sci. A: Polym. Chem., 12, 11 (1974)
  •  
  • 8. Chiang CK, Polymer, 22, 1454 (1981)
  •  
  • 9. Ellis JR, Schotland RSMarket Opportunities for Electrically Conductive Polymeric Systems, Princeton Polymer Lab. Inc., and Schotland Business Research Institute, Inc., Princeton, N.J. (1981)
  •  
  • 10. Basescu N, Lie ZX, Moses D, Heeger AJ, Naarmann H, Theophilou N, Nature, 327, 43 (1987)
  •  
  • 11. Zurer P, Chem. Eng. News, 22, 20 (1987)
  •  
  • 12. Haberkorn H, Heckmann W, Kohler G, Naarmann H, Schlag J, Simak P, Theophilou N, Voelkel R, Eur. Polym. J., 24, 497 (1988)
  •  
  • 13. Naarman H, Theophilou N, Synth. Met., 22, 1 (1987)
  •  
  • 14. Gal YS, Jung B, Choi SK, J. Appl. Polym. Sci., 42, 1793 (1991)
  •  
  • 15. Nagase Y, Sugimato K, Takamura Y, Matsui K, J. Appl. Polym. Sci., 43, 1227 (1991)
  •  
  • 16. Mujie Y, Jian Z, Aibing L, Zhiquan S, Mingjian Z, Senhao L, J. Polym. Sci. A: Polym. Chem., 27, 3829 (1989)
  •  
  • 17. Jin SH, Kim SH, Cho HN, Choi SK, Macromolecules, 24, 6050 (1991)
  •  
  • 18. Lee HJ, Oh JM, Choi SJ, Kim HK, Choi SK, Polym. Bull., 32(4), 433 (1994)
  •  
  • 19. Masuda T, Kuwane Y, Yamamoto Y, Higashimura T, Polym. Bull., 2, 823 (1980)
  •  
  • 20. Simionescu CI, Dumitrescu S, Percec V, Polym. J., 8, 313 (1976)
  •  
  • 21. Ohotori T, Masuda T, Higashimura T, Polym. J., 11, 805 (1979)
  •  
  • 22. Michel RH, J. Polym. Sci. A: Polym. Chem., 5, 920 (1967)
  •  
  • 23. Hankin AG, North AM, Trans. Faraday Soc., 63, 1525 (1967)
  •  
  • 24. Gal YS, Cho HN, Choi SK, J. Polym. Sci. A: Polym. Chem., 24, 2021 (1986)
  •  
  • 25. Gal YS, Cho HN, Choi SK, Polym.(Korea), 10(7), 688 (1986)
  •  
  • 26. Okamoto Y, Alia D, Chem. Ind., 18, 1311 (1964)
  •  
  • 27. Gal YS, Cho HN, Kwon SK, Choi SK, Polym.(Korea), 12(1), 30 (1988)
  •  
  • 28. Buchmeiser M, Schrock RR, Macromolecules, 28(19), 6642 (1995)
  •  
  • 29. Blumstein A, Subramanyan SU.S. Patent, 5,037,916 (1991)
  •  
  • 30. Kang KL, Kim SH, Cho HN, Choi KY, Choi SK, Macromolecules, 26, 4539 (1993)
  •  
  • 31. Gal YS, J. Chem. Soc.-Chem. Commun., 327 (1994)
  •  
  • 32. Gal YS, Jung B, Lee WC, Choi SK, Bull. Korean Chem. Soc., 15, 267 (1994)
  •  
  • 33. Tlenkopatchev MA, Navarro J, Sanchev C, Canseco MA, Ogawa T, Vysokomol. Soedin., 37, 1212 (1995)
  •  
  • 34. Colguhoun MH, Holton J, Thompson DJ, Twigg MVNew Pathway for Organic Synthesis, p. 383, Prenum Press, New York and London (1984)
  •  
  • 35. Lee WC, Huh MW, Gal YS, Choi SK, Polym.(Korea), 13(6), 520 (1989)
  •  
  • 36. Han SH, Gal YS, Kwon SK, Choi SK, Polym.(Korea), 12(5), 448 (1988)
  •  
  • 37. Gal YS, Jung B, Lee WC, Choi SK, Polym.(Korea), 16(2), 191 (1992)
  •  
  • 38. Gal YS, Jung B, Lee WC, Choi SK, J. Polym. Sci. A: Polym. Chem., 30, 2657 (1992)
  •  
  • 39. Gal YS, Jung B, Lee WC, Choi SK, Korea Polym. J., 2(2), 104 (1994)
  •  
  • 40. Choi SJ, Cho HN, Choi SK, Polym. Bull., 32(2), 179 (1994)
  •  
  • 41. Butler GB, Raymond MA, J. Polym. Sci. A: Polym. Chem., 3, 3413 (1965)
  •  
  • Polymer(Korea) 폴리머
  • Frequency : Bimonthly(odd)
    ISSN 0379-153X(Print)
    ISSN 2234-8077(Online)
    Abbr. Polym. Korea
  • 2022 Impact Factor : 0.4
  • Indexed in SCIE

This Article

  • 1997; 21(5): 737-744

    Published online Sep 25, 1997