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Synthesis 2009(12): 2019-2024
DOI: 10.1055/s-0029-1216807
DOI: 10.1055/s-0029-1216807
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Functionalization of Polyhedral Oligomeric Silsesquioxane (POSS) via Nucleophilic Substitution
Weitere Informationen
Received
29 December 2008
Publikationsdatum:
12. Mai 2009 (online)
Publikationsverlauf
Publikationsdatum:
12. Mai 2009 (online)
Abstract
Octakis(3-chloropropyl)octasilsesquioxane, obtained recently by a new method, has enabled a highly efficient synthesis of a whole family of cube-like T8 silsesquioxanes by nucleophilic substitution of chlorine atom with appropriate nucleophilic agents. Five functionalized silsesquioxanes, i.e., octakis[3-(methacryloyloxy)propyl]-, octakis(3-acetoxypropyl)-, octakis[3-(phenylamino)propyl]-, and octakis[3-(4-methylpiperazin-1-yl)propyl]octa-silsesquioxane as well as octakis{3-[(2-hydroxyethyl)dimethylammonio]propyl}octasilsesquioxane chloride were synthesized and characterized by spectroscopic methods and elemental analysis.
Key words
functionalized silsesquioxanes - nucleophilic substitution - POSS - polyhedral oligosilsesquioxanes
- 1
Lickiss PD.Ratabont F. Adv. Organomet. Chem. 2008, 57: 1 - 2
Baney RH.Itoh M.Sakakibara A.Suzuki T. Chem. Rev. 1995, 95: 1409 - 3
Feher FJ.Budzichowski TA. Polyhedron 1995, 14: 3239 - 4
Brick CM.Tamaki R.Kim SG.Asuncion MZ.Roll M.Nemoto T.Ouchi Y.Chujo Y.Laine RM. Macromolecules 2005, 38: 4655 - 5
Hybrid
Materials
Kickelbick G. Wiley-VCH; Weinheim: 2006. - 6
Voronkov MG.Lavrent’ev VI. Top. Curr. Chem. 1982, 102: 199 - 7
Loy DA.Shea KJ. Chem. Rev. 1995, 95: 1431 - 8
Sanchez C.Julian B.Belleville P.Popall M. J. Mater. Chem. 2005, 15: 3559 - 9
Feher FJ.Blanski RL. J. Chem. Soc., Chem. Commun. 1990, 1614 - 10
Feher FJ.Wyndham KD. Chem. Commun. 1998, 323 - 11
Feher FJ.Wyndham KD.Sciadome MA.Hamuro Y. Chem. Commun. 1998, 1469 - 12
Saez IM.Goodby JW. Liq. Cryst. 1999, 26: 1101 - 13
Murugavel R.Bhattacharjee M.Roesky HW. Appl. Organomet. Chem. 1999, 13: 227 - 14
Yuan C.Hu C. Chem. J. Internet 2000, 2(5): 025026pc ; http://www.chemistrymag.org/ - 15
Rościszewski P.Kazimierczuk R.Sotysiak J. Polimery 2006, 51: 1 - 16
Chojnowski J.Fortuniak W.Rościszewski P.Wercel W.Łukasiak J.Kamysz W.Haasa R. J. Inorg. Organomet. Polym. Mater. 2006, 16: 219 - 17
Eisenberg P.Erra-Balsells R.Ishikawa Y.Lucas JC.Naomi H.Williams RJJ. Macromolecules 2002, 35: 1160 - 18
Gültek A.Seçkin T.Adigüzel HÌ. Turk. J. Chem. 2005, 29: 391 - 19
Bassindale AR.Liu Z.MacKinnon IA.Taylor PG.Yang Y.Light ME.Horton PN.Hoursthouse MB. Dalton Trans. 2003, 2945 - 20
Dittmar U.Hendan BJ.Florke U.Marsmann HC. J. Organomet. Chem. 1995, 489: 185 - 21
Bassindale AR.Gentle TE. J. Mater. Chem. 1993, 12: 1319 - 22
Agaskar PA. Inorg. Chem. 1991, 30: 2707 - 23
Provatas A.Matisons JG. Trends Polym. Sci. 1997, 5: 327 - 24
Laine RM. J. Mater. Chem. 2005, 15: 3725 - 25
Baney RH.Cao X. In Silicon-Containing PolymersJones RG.Ando W.Chojnowski J. Kluwer Academic Press; Dordrecht: 2000. - 26
Li G.Wang L.Li H.Pittman CU. J. Inorg. Organomet. Polym. 2001, 11: 123 - 27
Marciniec B.Maciejewski H.Pietraszuk C.Pawluć P. Hydrosilylation. A Comprehensive Review on Recent Advances, In Advances in Silicon Science Vol. 1:Marciniec B. Springer; Heidelberg: 2009. - 28
Marciniec B. Coord. Chem. Rev. 2005, 249: 2374 - 29
Itami Y.Marciniec B.Kubicki M. Chem. Eur. J. 2004, 10: 1239 - 30
Waehner J.Marciniec B.Pawluć P. Eur. Inorg. Chem. 2007, 18: 2975 - 31
Deschler U.Kleinschmit P.Panster P. Angew. Chem., Int. Ed. Engl. 1986, 25: 236 - 32
Marciniec B,Maciejewski H, andDutkiewicz M. inventors; PL 383291. - 33
Marciniec B.Dutkiewicz M.Maciejewski H.Kubicki M. Organometallics 2008, 27: 793 - 34
Handen BJ.Marsmann HC. Appl. Organomet. Chem. 1999, 13: 287 - 35
Liu Y.Yang X.Zhang W.Zheng S. Polymer 2006, 47: 6814 - 36
Feher FJ.Wyndham KD.Soulivang D.Nguyen F. J. Chem. Soc., Dalton Trans. 1999, 1491 - 37
Kim KM.Ouchi Y.Chudo Y. Polym. Bull. (Berlin) 2003, 49: 341 - 38
Sgen J.Zheng S. J. Polym. Sci., Part B: Polym. Lett. 2006, 44: 942 - 39
Fortuniak W.Rózga-Wijas K.Chojnowski J.Labadens F.Sauvet G. React. Funct. Polym. 2005, 61: 315