Síntese e caracterização de copolímeros de cadeia lateral derivados de acrilatos de 4,5-di-hidroisoxazol e do (-)-mentol

• Main Authors: Joel A. Passo, Aloir A. Merlo, Juliana Eccher, Ivan H. Bechtold, Stephen M. Kelly
• Format: Article
• Language: English
• Published: Sociedade Brasileira de Química 2012-01-01
• Series: Química Nova
• Subjects: 3,5-disubstituted isoxazolines; copolymers; menthyl acrylate
• Online Access: http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422012000800007&lng=en&tlng=en

Five monomers 5-[4-(5-cyano-4,5-dihydroisoxazol-3-yl)phenoxy]undecyl acrylate (7a); n-alkyl 3-{4-[5-(acryloyloxyundecyl)oxyphenyl]}-4,5-dihydroisoxazole-5-carboxylate (7b,c for n-butyl and n-hexyl, respectively); 3-{4-[5-(acryloyloxyundecyl) oxyphenyl]}-4,5-dihydroisoxazole-5-carboxylic acid (7d) and (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl acrylate (9) and the corresponding copolymers 10a-d,11 and homopolymers 12 from 7a and 13 from 9 were designed and synthesized. Except for acrylate 9 which is derived from (-)-menthol, all of the monomers belong to the series containing the isoxazoline ring linked to the acrylate unit by a flexible spacer chain of eleven methylene units. They presented low glass temperature and despite birefringence behavior, these copolymers showed no mesomorphic properties.