Porphyrin-Cored 2,2-Bis(methylol)propionic Acid Dendrimers
2004 (English)In: Chemistry of Materials, ISSN 0897-4756, E-ISSN 1520-5002, Chemistry of materials, Vol. 16, no 14, 2794-2804 p.Article in journal (Refereed) Published
The synthesis and characterization of dendron-coated porphyrins up to the fifth generation are described. Both free base and zinc-cored tetraphenylporphyrin (TPPH2 and TPPZn) were used, from which the dendrons were divergently grown using the anhydride of acetonide-protected bis-MPA (acetonide-2,2-bis(methoxy)propanoic anhydride). It is shown that a spacer must be attached to the porphyrin to increase the hydrolytic stability and allow synthesis of higher generations. Direct coupling of dendrons to the porphyrins was also investigated but failed to give full substitution of the porphyrin core. The absorption and fluorescence emission data for the TPPZn dendrimers indicate that the porphyrin configuration may change at higher generations. The hydrodynamic volume of the dendrimers is calculated from the polarization anisotropy decay data. It is shown that these bis-MPA dendrimers are significantly smaller than the same generation Frechet-type benzyl ether TPP dendrimer.
Place, publisher, year, edition, pages
2004. Vol. 16, no 14, 2794-2804 p.
photoinduced electron-transfer, dendritic polyglutamic porphyrins, site isolation, zinc porphyrin, poly(amide) dendrimers, 3rd-order nonlinearity, efficient synthesis, metal-complexes, star polymers, metalloporphyrins
IdentifiersURN: urn:nbn:se:kth:diva-5743DOI: 10.1021/cm035354eISI: 000222550600018ScopusID: 2-s2.0-3142676514OAI: oai:DiVA.org:kth-5743DiVA: diva2:10216
QC 201009142006-05-172006-05-172011-09-26Bibliographically approved