Two-step approach towards the accelerated synthesis of dendritic macromolecules

Ralph Spindler*, Jean M.J. Fréchet

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

65 Scopus citations

Abstract

The accelerated synthesis of regular dendritic poly(ether-urethane) macromolecules through growth of two generations in a single synthetic operation has been explored. This procedure requires the use of two AB2 monomers such as 3,5-diisocyanatobenzyl chloride and 3,5-dihydroxybenzyl alcohol that can react pairwise in a one-pot sequential addition procedure. The two monomers are added stepwise to a previously formed first-generation dendrimer to produce a third-generation dendritic molecule without any need for intermediate purification or activation procedures. When 3,5-dihydroxybenzyl alcohol is used as the second monomer, some irregular growth is seen due to the occurrence of a side reaction involving transesterification of the carbamic ester moiety. The side reaction can be avoided if 3,5-dihydroxybenzyl alcohol is replaced by methyl 3,5-dihydroxybenzoate.

Original languageEnglish (US)
Pages (from-to)913-918
Number of pages6
JournalJournal of the Chemical Society, Perkin Transactions 1
Issue number8
StatePublished - 1993
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry(all)

Fingerprint Dive into the research topics of 'Two-step approach towards the accelerated synthesis of dendritic macromolecules'. Together they form a unique fingerprint.

Cite this