Alternating poly(ester amide)s from succinic anhydride and alpha,omega-amino alcohols: synthesis and thermal characterization

作者：Fey T; Holscher M; Keul H; Hocker H^*

来源：Polymer International, 2003, 52(10): 1625-1632.

DOI：10.1002/pi.1354

• polycondensation
• poly(ester amide)s
• depolymerization
• structure-property relationship
• thermal properties

Alternating poly(ester amide)s 6a-e from succinic anhydride and alpha,omega-amino alcohols H2N-(CH2)(x)-OH (x = 2-6) 2a-e were obtained in two steps: alpha-carboxyl-omega-hydroxy amides 3a-e were prepared from the starting materials in a highly selective reaction, followed by a polycondensation reaction. H-1 and C-13 NMR analyses of the poly(ester amide)s clearly reveal the alternating microstructure. The poly(ester amide)s with homologous alpha,omega-amino alcohols H2N-(CH2)(x)-OH (x = 2-6) are semi-crystalline materials, their melting points show the odd/even effect observed for [n]-polyamides and [n]-polyurethanes. Heating the poly(ester amide)s 6a-e yields the corresponding N-(hydroxyalkyl) imides 4a-e with no trace of cyclic ester amides. Theoretical calculations revealed that the cyclic ester amides Sa-e are clearly richer in energy than the isomeric N-(hydroxyalkyl) imides. These results show that cyclic ester amides can not be prepared from N-(hydroxyalkyl) imides by ring-enlargement reactions.

• 出版日期2003-10