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A series of new hydroxylated monomers was synthesized from the Michael addition reaction between ethanolamine, diethylene glycol amine, triethylene glycol amine, tetradecylamine, and adamantanamine with 3-(acryloyloxy)-2-hydroxypropyl methacrylate (AHM). Selective formation of secondary amine (mono adduct) or tertiary amine (bis adduct) products was obtained by controlling the stoichiometry of the reactants and reaction temperature. The Michael addition reactions were highly exothermic and carried out without the need of catalyst. The use of solvent, however, was required in some systems. The tetramethacrylate monomer was synthesized via the Michael addition reaction of 1,6-hexanediamine (HDA) to AHM. The photopolymerization kinetics of the synthesized monomers were investigated using differential scanning calorimeter. The rates of polymerization for the hydroxylated dimethacrylate systems were significantly higher than that of a typical dimethacrylate monomer (HDDMA) and approached that of the diacrylate HDDA, with overall conversions ranging from 80 to 87%.

The copper‐catalyzed atom transfer radical polymerization (ATRP) of poly(propylene glycol) methacrylate (PPGM) in solution to produce linear and starlike polymers is reported, using methylethyl ketone as the solvent and a temperature of 80 °C. The ATRP system used was efficient for polymerization of the functionalized monomer without protecting hydroxyl end groups of monomer. The polymerizations were consistent with “living” or controlled processes, as revealed by the linear evolution of molecular weight with conversion. Increasing the [M]0:[I]0 ratio resulted in increasing molecular weights, whereas the polydispersity indices remained low (Mw/Mn < 1.4) even at high conversion. Decreasing the [CuBr]0:[I]0 ratio resulted in lower conversions, slightly larger polydispersities, and decreased molecular weights, likely resulting from a lower initiation efficiency. Polymers were characterized by 1H and 13C NMR; molecular weights of polymers with low degrees of polymerization were estimated by end‐group analysis from 13C NMR spectra obtained using distortionless enhancement by polarization transfer and the gated decoupling techniques. © 2001 John Wiley & Sons, Inc. J Polym Sci Part A: Polym Chem 40: 334–343, 2002

ABSTRACT:The effect of synthetic clay on the photopolymerization kinetics and coating properties of methyl ␣-hydroxymethylacrylate (MHMA) systems in the presence of novel hydroxylated dimethacrylate crosslinkers is reported. In the presence of clay earlier onset of autoacceleration was observed, high rates of polymerization were achieved, and high final overall conversions were reached. Higher rates and increase in conversions were also observed as the clay content increased in the medium. To increase compatibility between clay and polymer matrix the use of Jeffamines as polymer/clay compatibilizers, based on ion-dipole interactions between ethylene oxide units and clay ions, was also investigated. Nanocomposite-based films by photopolymerization of the mixtures coated on glass microscope slides were prepared and evaluated using X-ray and TEM. The absence of Bragg diffraction peaks in all nanocomposite films indicated loss of organization of the clay layers and formation of well-dispersed, exfoliated systems was confirmed by TEM.

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