This paper describes a exible synthetic route for the preparation of the following methacrylic acid derivative monomers with aromatic spacers, including salicylic acid derivatives, in high yields: 2-methacryloyloxybenzoi c acid (2-MBA), methyl-2-methacryloyloxybenzoate (M2-MB), 3-methacryloyloxybenzoic acid (3-MBA), methyl-3-methacryloyloxybenzoate (M3-MB), 4-methacryloyloxybenzoic acid (4-MBA), methyl-4-methacryloyloxybenzoate (M4-MB), 4-methacryloyloxy phenyl acetic acid (4-MPAA), methyl-4-methacryloyloxyphenylacetate (M4-MPA) and methyl-4-methacryloyloxyphenylpropionate (M4-MPP). The preparation of the respective aromatic polymers from these monomers by solution free-radical polymerization and their characterization are also described. The position of the substituent in the aromatic spacer ring plays a very important role in the properties of the polymers prepared. While for methyl-ester substitution the glass transition temperature increases from ortho to para isomers, in the case of carboxylic acid substitution this value decreases from ortho to para isomers. The four polymers prepared with free acid groups are hydrophobic polyelectrolytes, as shown by their behavior in aqueous NaCl solutions at different pH values, making them potential candidates for new pH sensitive materials.
Abstract-This paper describes the synthesis of the following methacrylic acid monomers with aliphatic spacers: methyl methacryloyloxyethanoat e (MMOE), methyl 4-methacryloyloxybutanoate (M4MOB), methyl 6-methacryloyloxyhexanoate (M6MOH), methyl 10-methacryloyloxydecanoate (M10MOD), and methyl 11-methacryloyloxyundecanoate (M11MOU). The preparation of the respective linear polymers from these monomers, their characterization, and their conversion, via selective saponi cation, to ve new hydrophobic polyelectrolytes are also described. With an increasing number of methylene spacers, the glass transition temperature of the polymers drops, as well as that of the polyelectrolytes, yielding polymeric materials with varied physical states. The developed hydrophobic polyelectrolytesshow cloud points in aqueous NaCl solutions at different pH values, making them potential candidates for new pH-sensitive materials.
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