Preparation and Termination of Carbosilane Dendrimer Based on Siloxane Tetramer

실옥산테트라머를 이용한 나뭇가지꼴 실란거대분자의 제조와 정지반응

  • 김정균 (동아대학교 자연과학대학 화학과) ;
  • 박은미 (동아대학교 자연과학대학 화학과)
  • Published : 19980600

Abstract

Dendritic macromolecules of the first to fourth generation were synthesized, using alkenylation and hydrosilation cycles with allylmagnesium bromide and dichloromethylsilane as building blocks and siloxane tetramer $(Me(CH_2=CH)SiO)_4$, as core molecule. By the reaction of the dichloromethylsilyl-capped generation (G4P) with p-bromophenol, p-phenylphenol and lithium phenyethynylide, dendrimers with specific functions (G4P-BP (Mw: 16,300), G4P-PP (16,121), and CAP-PA (11,764)) have been produced. Analysis of new dendrimers by NMR, UV and MALD1 mass spectrometry suggests that they are pure and unified.

Siloxane tetramer$(Me(CH_2=CH)SiO)_4$를 중심분자로 한 나뭇가지꼴 거대분자(제1세대-제4세대)를 allylmagnesium bromide와 dichloromethylsilane를 이용한 alkenylation과 hydrosilation 반응를 통해 제조하였다. Dichlorosilyl기를 가진 G4세대와 p-bromophenol, p-phenylphenol, lithium phenylethynylide등과의 반응에서 특정기능을 가지는 G4P-BP(Mw: 16,300), G4P-PP(16,121), G4P-PA(11,764) 등이 합성되었다. 새롭게 형성된 나뭇가지꼴 거대분자는 NMR, UV, MALDI mass의 분석에 의해 균일한 구조를 가지고 있음이 확인되었다.

Keywords

References

  1. Bull. Korean Chem. Soc. v.18 Kim. C.;An. K.
  2. Main Group Met. Chem. v.20 Kim. C.;Choi, S. K.
  3. J. Orgonomet, Chem. v.547 Kim, C.;An, K.
  4. Synthesis Kim, C.;Kwon, A.
  5. Synthesis Buhleier, E.;Wehner, W.;Vogtle, F.
  6. Angew. Chem. v.107 Lambert, J. B.;Pflug, J. D.;Stern, C. L.
  7. Angew. Chem. Int. Ed. Eng. v.34 Lambert, J. B.;Pflug, J. D.;Stern, C. L.
  8. J. Am. Chem. Soc. v.112 Uchida, H.;Kabe, Y.;Yoshino, K.;Kawamata, A.;Tsumuraya, T.;Masamune, A.
  9. Science v.32 Jansen, J. F. G. A.;de Brabander van der Berg, E. M. M.;Meijer, E. W.
  10. Macromolecules v.24 Morikawa, A.;Kakimoto, M.;Imai, Y.
  11. Angew. Chem. v.102 Tomalia, D. A.;Naylor, A. M.;Goddard Ⅲ, W. A.
  12. Angew. Chem. Int. Ed. Engl. v.29 Tomalia, D. A.;Naylor, A. M.;Goddard Ⅲ, W. A.
  13. Angew. Chem. v.107 Issberner, J.;Moore, R.;Vogtle, F.
  14. Angew. Chem. Int. Ed. Engl. v.33 Issberner, J.;Moore, R.;Vogtle, F.
  15. C & EN v.3 Dagani, R.
  16. Chem. Unser. Zeit v.30 Frey, H.;Lorenz, K.;Lach, C.
  17. Nachr. Chem. Tech. Lab. v.44 Linderhorst, T. K.
  18. J. Am. Chem. Soc. v.114 Kim, Y. H.
  19. Adv. Mater. v.8 Lorenz, K.;Holter, D.;Stuhn, B.;Mulhaupt, R.;Frey, H.
  20. Adv. Mater. v.5 van der Made, A. W.;van Leeuwen, P. W. N. M.;de Wilde, J. C.;Brandes, R. A. C.
  21. J. Chem. Soc., Chem. Commun. van der Made, A. W.;van Leeuween, P. W. N. M.
  22. Poymer Preprints v.33 Roovers, J.;Toporowski, P. M.;Zhou, L. L.
  23. Organometallics v.13 Son, D. Y.;Rheingold, A. L.;Ostrander, R. L.
  24. Organometallics v.14 Seyferth, D.;Kugita, T.;Rheingold, A. L.;Yab, G. P. A.
  25. Top. Curr. Chem. v.165 Tomalia, D. A.;Durst, H. D.
  26. Advances in Dendritic Macromolecules v.1 Newkome, G. R.
  27. J. Korean Chem. Soc. v.39 Kim. C.;Sung, D. D.;Chung, D. I.;Park, E.;Kang, E.
  28. J. Korean Chem. Soc. v.39 Kim, C.;Park, E.;Kang, E.
  29. Bull. Korean Chem. Soc. v.17 Kim, C.;Park, E.;Kang, E.
  30. Bull. Korean. Chem. Soc. v.17 Kim, C.;Park, E.;Kang, E.
  31. Polym. Sci. v.35 Muzafarov, A. M.;Gorbatsevich, O. B.;Rebrov, E. A.;Ignat'eva, G. M.;Chenskaya, T. B.;Myakushev, V. D.;Bullkin, A. F.;Papkov, V. S.
  32. Polym. Sci. v.36 Ponomarenko, S. A.;Rebrov, E. A.;Bioka, N. I.;Vasilenko, N. G.;Muzafarov, A. M.;Freidson, Y. S.;Shivaev, V. P.
  33. Polym. Sci. v.36 Krasovskii, V. G.;Sadovskii, N. A.;Gorbatsevich, O. B.;Muzafarov, A. M.;II'ina, M. N.;Dubovik, I. I.;Strelkova, T. V.;Papkov, V. S.
  34. J. Am. Chem. Soc. Mass Spectrom v.5 Loo, R. R. O.;Winger, B. E.;Smith, R. D.
  35. J. Am. Chem. Soc. v.116 Xu, Z.;Kahr, M.;Walker, K. L.;Wilkins, C. L.;Moore, J. S.
  36. J. Macromolecules v.8 Lorenz, K.;Mulhaupt, R.;Frey, H.;Rapp, U;Mayer-Posner, F.
  37. Advances in Silicone Chemistry v.1 Larson, G. L.
  38. Angew. Chem. v.106 Wooley, K. L.;Kawker, C. J.;Frechet, J. M. J.