The syntheses of the heptaamino acid-substituted β-cyclodextrins
per-6-[(phenylalanyl)amino]-β-cyclodextrin (6), per-6-cysteinyl-β-cyclodextrin
(7), as well as the
per-2,3-dimethyl-per-6-cysteinyl-β-cyclodextrin (12) are described. The amino acids
were coupled to the primary face of the
β-cyclodextrin torus using the backbone carboxylic acid functionality
of phenylalanine and the side
chain thiol group of cysteine. In the case of the heptacysteinyl
derivatives, polyzwitterionic
compounds were obtained and shown to be highly water
soluble.
The introduction of Self‐Crosslinking Isocyanates (SCI) as AB2‐building blocks makes it possible to synthesize hydroxyl‐ or isocyanate‐group terminated dendrimers. Furthermore, inherent reactivity differences of non equivalent NCO‐groups of specific diisocyanates (such as isophorone diisocyanate [IPDI] or toluylene diisocyanate [TDI]) can be used to build up hyperbranched polyurethane structures in a one pot synthesis without the need of arduous protection/deprotection steps. This synthetic approach allows the construction of tailor‐made hyperbranched molecular architectures which are end‐functionalized with either hydroxyl or isocyanate groups. These products were then tested as crosslinkers in 2‐component coating formulations where they displayed better hardness than any other aliphatic isocyanate raw material.
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