Synthesis of first- and second-generation imidazole-terminated POSS-core dendrimers and their pH responsive and coordination properties

Polymer Journal

Volumn 44, Issue 4, 2012, Pages 353-359

  Naka, Kensuke ^a   Masuoka, Shizuka ^a   Shinke, Ryusuke ^a   Yamada, Maki ^a  

^a KYOTO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

coordination; dendrimer; imidazole; pH responsive; POSS; silsesquioxane

Indexed keywords

COORDINATION; IMIDAZOLE; PH RESPONSIVE; POSS; SILSESQUIOXANES;

AMIDES; COORDINATION REACTIONS; ESTERIFICATION; ESTERS; OLIGOMERS; ORGANIC COATINGS; TITRATION;

DENDRIMERS;

EID: 84859570773     PISSN: 00323896     EISSN: 13490540     Source Type: Journal    
DOI: 10.1038/pj.2011.145     Document Type: Article

References (22)

1. Feher, F. J. & Wyndham, K. D. Amine and ester-substituted silsesquioxanes: synthesis, characterization and use as a core for starburst dendrimers. Chem. Commun. 34, 323-324 (1998). (Pubitemid 128675237)
2. Feher, F. J., Wyndham, K. D., Soulivong, D. & Nguyen, F. Syntheses of highly functionalized cube-octameric polyhedral oligosilsesquioxanes (R8Si8O12). J. Chem. Soc. Dalton Trans. 28, 1491-1497 (1999).
3. Jaffré s, P.- A. & Morris, R. E. Synthesis of highly functionalized dendrimers based on polyhedral silsesquioxane cores. J. Chem. Soc. Dalton Trans. 27, 2767-2770 (1998). (Pubitemid 128757005)
4. Zhang, X., Haxton, K. J., Ropartz, L., Cole-Hamilton, D. J. & Morris, R. E. Synthesis and computer modeling of hydroxy-derivatised carbosilane dendrimers based on polyhedral silsesquioxane cores. J. Chem. Soc. Dalton Trans. 30, 3261-3268 (2001).
5. Haxton, K. J., Cole-Hamilton, D. J. & Morris, R. E. Silsesquioxane dendrimers as catalysts: a bite-sized molecular dynamics study. Dalton Trans. 36, 3415-3420 (2007). (Pubitemid 47192297)
6. Naka, K., Fujita, M., Tanaka, K. & Chujo, Y. Water-soluble anionic POSS-core dendrimer: synthesis and copper (II) complexes in aqueous solution. Langmuir 23, 9057-9063 (2007). (Pubitemid 47294324)
7. Tanaka, K., Inafuku, K., Naka, K. & Chujo, Y. Enhancement of entrapping ability of dendrimers by a cubic silsesquioxane core. Org. Biomol. Chem. 6, 3899-3901 (2008).
8. Haba, Y., Harada, A., Takagishi, T. & Kono, K. Rendering poly(amidoamine) or poly(propylenimine) dendrimers temperature sensitive. J. Am. Chem. Soc. 126, 12760-12761 (2004). (Pubitemid 39372289)
9. Haba, Y., Kojima, C., Harada, A. & Kono, K. Control of temperature-sensitive properties of poly(amidoamine) dendrimers using peripheral modification with various alkylamide groups. Macromolecules 39, 7451-7453 (2006). (Pubitemid 44807691)
10. You, Y. Z., Hong, C. Y., Pan, C. Y. & Wang, P. H. Synthesis of a dendritic coreshell nanostructure with a temperature-sensitive shell. Adv. Mater. 16, 1953-1957 (2004).
11. Li, W., Zhang, A., Chen, Y., Feldman, K., Wu, H. & Schlü ter, A. D. Low toxic, thermoresponsive dendrimers based on oligoethylene glycols with sharp and fully reversible phase transitions. Chem. Commun. 44, 5948-5950 (2008).
12. Soler-Padró s, J., Pérez-Mayoral, E., Domínguez, L., López-Larrubia, P., Soriano, E., Marco-Contelles, J. L., Cerdán, S. & Ballesteros, P. Novel generation of pH indicators for proton magnetic resonance spectroscopic imaging. J. Med. Chem. 50, 4539-4542 (2007). (Pubitemid 47378851)
13. Seo, K. & Kim, D. Phase transition behavior of novel pH-sensitive polyaspartamide derivatives grafted with 1-(3-aminopropyl)imidazole. Macromol. Biosci. 6, 758-766 (2006). (Pubitemid 44544935)
14. Park, H. W., Jin, H.- S., Yang, S. Y. & Kim, J.- D. Tunable phase transition behaviors of pH-sensitive polyaspartamides having various cationic pendant groups. Colloid Polym. Sci. 287, 919-926 (2009).
15. Naka, K., Kobayashi, A. & Chujo, Y. Effect of anionic 4.5-generation polyamidoamine dendrimer on the formation of calcium carbonate polymorphs. Bull. Chem. Soc. Jpn 75, 2541-2546 (2002). (Pubitemid 36005070)
16. Baker, L. A., Sun, L. & Crooks, R. M. Synthesis and catalytic properties of imidazolefunctionalized poly(propylene imine) dendrimers. Bull. Korean Chem. Soc. 23, 647-654 (2002).
17. Ojima, H. & Sone, K. Absorption spectra and catalytic behavior of the copper(II) chelates of some alkylated ethylenediamines. Bull. Chem. Soc. Jpn 35, 298-303 (1962).
18. Jonassen, H. B. & Dexter, T. H. Inorganic complex compounds containing polydentate groups. I. The complex ions formed between copper(II) ions and ethylenediamine. J. Am. Chem. Soc. 71, 1553-1556 (1949).
19. Edsall, J. D., Felsenfeld, G., Goodman, D. S. & Gurd, F. R. N. The association of imidazole with the ions of zinc and cupric copper. J. Am. Chem. Soc. 76, 3054-3061 (1953).
20. Jonassen, H. B., Reeves, R. E. & Segal, L. Inorganic complex compounds containing polydentate groups. XI. Effect of hydroxide ion on the bis-ethylenediaminecopper(II) ion. J. Am. Chem. Soc. 77, 2748-2749 (1955).
21. Billo, E. J. Copper(II) chromosomes and the rule of average environment. Inorg. Nucl. Chem. Lett. 10, 613-617 (1974).
22. Krot, K. A., Namor, A. F. D., Aguilar-Cornejo, A. & Nolan, K. B. Speciation, stability constants and structures of complexes of copper(II), nickel(II), silver(I) and mercury(II) with PAMAM dendrimer and related tetraamide ligands. Inorg. Chim. Acta 358, 3497-3505 (2005). (Pubitemid 40950471)