Facile approach to polyurea/malonamide dendrons via a selective ring‐opening addition reaction of azetidine‐2,4‐dione

Abstract

A bifunctional compound [(4-isocyanato-4'(3,3-dimethyl-2,4-dioxo-acetidino)diphenylmethane] (MIA) has been used as a building block for the synthesis of novel polyurea/malonamide dendrons. This is based on selectively sequential addition reactions of amines to isocyanato-azetidine-2,4-diones. After incorporation of the MIA onto the growing dendrons, rapid entry into polyurea/malonamide dendrons was achieved via a convergent route with the processing advantages of easy purification, high yield, and rapid synthesis. (C) 2004 Wiley Periodicals, Inc

Novel Side‐Chain Dendritic Polyurethanes Based on Hydrogen Bonding Rich Polyurea/Malonamide Dendrons

“…[16] The hydrogen bonding rich structure is capable of providing diversified strongly associated chains, which would be the ideal candidates for building advanced materials. In one particular work, [17] the hydrogen bonding rich dendritic structures were incorporated as the end-capped hard segments, and the poly(tetramethylene oxide) glycol (PTMO) as soft segments.…”

“…In this study, polyurea/malonamide dendritic diols were synthesized from generation zero, generation one, and generation two polyurea/malonamide dendrons (Compounds 1, 2, 3; Scheme 1). [16] The side chain dendritic polyurethanes (SCDPUs) were prepared by incorporating the dendritic diols as chain extender, and the PTMO as soft segments. Moreover, SCDPUs were prepared with different ratios of the 4,4 0 -methylene-di(p-phenyl isocyanate) (MDI) to PTMO (Scheme 2).…”

Optical Non‐Linearity from Montmorillonite Intercalated with a Chromophore‐Containing Dendritic Structure: A Self‐Assembly Approach

“…[24][25][26][27] In this study, novel polyurethane/malonamide dendrons with azobenzene dyes (disperse red 1, DR1) in the exterior were synthesized by a convergent route. [28] Both of the dendrons (G1; M w ¼ 1 372, G2; M w ¼ 3 488) (Scheme 1) exhibit structural characteristics with secondary amines located on one end. With this feature, the amine salt was easily formed by the addition of hydrochloric acid.…”

“…Chromophore-containing dendritic structures (G1 and G2) were prepared by convergent routes in the same manner as reported by our lab. [28] Polyimide (PI, T g ¼ 270 8C) based on 2,2-bis(3-amino-4-hydroxyphenyl)hexafluoropropane and 4,4 0 -oxydiphthalic dianhydride was synthesized to be a polymer host.…”

Liquid crystalline polyureas with oligo(ethylene glycol) sequences

“…Although polyureas have been used for many applications, including the encapsulation of pharmaceuticals, inks, dyes, and the modification of wool fibers by interfacial grafting techniques [21][22][23][24][25][26][27][28] and many related fields, not too much attention has been paid on the synthesis of polyureas because wholly aromatic polyureas were found to be infusible and insoluble and hence were difficult to process [29].…”