Synthesis and properties of biodegradable copolyesteramides: Nylon 6,6/ϵ‐caprolactone copolymers, 1

Abstract

A series of copolyesteramides based on adipic acid/l,6-hexane diamine/&-caprolactone and Nylon 6,6 salt/&-caprolactone were synthesized. Their molecular weights, determined by gel permeation chromatography and NMR spectroscopy, were found to lie within the range from 1 000 up to 7000. Their thermal properties (glass transitions, melting points and heats of melting, and decomposition temperatures) were recorded with differential scanning calorimetry and thermogravimetry, respectively, and correlated to the comonomer feed composition. The FT-IR and NMR spectra were also recorded in order to confirm the composition of the copolyesteramides and to compare them with that of the comonomer feed. The biodegradability of the synthesized copolymers was tested by enzymatic hydrolysis. ZUSAMMENFASSUNG:Eine Reihe von Copolyesteramiden mit Molekulargewichten zwischen 1 OOO und 7 000 (GPC, NMR) wurden aus Adipinsaure/l,6-Hexandiamin/~-Caprolacton bzw.Nylon 6,6-Salz/&-CaproIacton hergestellt . Die thermischen Eigenschaften der synthetisierten Polymeren (Glasiibergangs-, Schmelz-, und Zersetzungstemperaturen, Schmelzenthalpien) wurden durch DSC-und TGA-Messungen bestimmt und in Bezug auf das Comonomerverhaltnis in der Ausgangsmischung diskutiert. Die Ubereinstimmung der Copolymerzusammensetzung mit dem Ausgangscomonomerverhaltnis wurde mit FT-IR-und NMR-Spektroskopie untersucht. Die Bioabbaubarkeit der Copolyesteramide wurde durch enzymatische Hydrolyse gepriift.

Enzymatically degradable EMI shielding materials derived from PCL based nanocomposites

“…Typical biodegradable polymers comprises of ester linkage, which can easily be attacked by enzymes, 1 leading to their degradation. Among the various biodegradable polymers, poly(3-caprolactone), PCL has emerged as an important candidate [1][2][3][4][5][6][7] for polymer based nanocomposites for various applications due to its ease of processing. However, poor mechanical properties and its insulating nature limit its use in structural and electronic applications.…”

Synthesis and characterization of degradable copoly(ester–amide)s: Poly(trans‐4‐hydroxy‐L‐proline‐co‐ε‐caprolactam)

“…Improvement of the mechanical properties can be achieved by introduction of amide linkages in the main chains. For example, ε‐caprolactam, adipic acid, and 1,6‐hexanediamine have been used as monomers for the synthesis of polyesteramides 2–5. In general, however, these polymers exhibit low biodegradability because the amide linkages are not sensitive to the attack by enzymes and microbes.…”

Poly(ester-amide)s Derived From Adipic Acid, 1,4-Butanediol and β-Alanine: Synthesis and Characterization

“…However, these polymers are not biodegradable. Aliphatic polyesteramide (PEA) copolymer appears as an important new type of material for combining the good thermomechanical properties of polyamides and biodegradability of polyesters (1)(2)(3)(4)(5)(6).…”