Hydrolytic degradation behavior of biodegradable polyetheresteramide‐based polyurethane copolymers

Abstract

In this article, a new kind of biodegradable polyetheresteramide-based polyurethane (PEEA-U) copolymers were prepared by the melt polycondensation method from epsilon-caprolactone, 6-aminocaproic acid, poly(ethylene glycol), and toluene diisocyanate. The water absorption of PEEA-U was affected strongly by the reaction time and the content of chain extender; and the hydrolytic degradation behavior of the copolymers was mainly determined by the reaction time, chain extender content, and the pH value of the degradation medium. Also, DSC, (1)H-NMR, and inherent viscosity were used to characterize the degradation behavior of the copolymers.

Synthesis, characterization, and hydrolytic degradation of biodegradable poly(ether ester)‐urethane copolymers based on ε‐caprolactone and poly(ethylene glycol)

“…The PCEC‐based polyurethane copolymers were synthesized from ε‐CL, PEG, BD, and IPDI by melt‐polymerization method according to Scheme , which was similar to the protocol reported previously 15, 16. A typical PCEC‐based polyurethane was synthesized as shown in Scheme .…”

“…In recent years, many kinds of biodegradable polymers received special attention, including aliphatic polyester,1, 2 poly (α‐amino acid)s,3 poly(ortho ester)s,4 polyanhydride,5 polyesteramide copolymer,6–11 and polyurethane 12–14. In particular, polyurethane, which was first synthesized by Bayer in 1937,15 has gained increasing attention among these biodegradable polymers because of its potential biomedical applications such as bioabsorbable sutures, implantation, bone fixation, tissue regeneration, and wound treatment 16, 17…”

Improving the elasticity and cytophilicity of biodegradable polyurethane by changing chain extender

“…However, the majority of investigations in the past were focused on the development of nondegradable PUs for long‐term implantation, such as pacemaker lead insulators, catheters, cardiovascular grafts, and so forth 26. Relatively few investigations had been directed toward developing degradable PUs 15–25, 27–31. Moreover, control of the degradation rate and cytophilicity of PUs has not been well studied.…”

“…With the increasing interest in engineering various tissues for the treatment of many types of injuries and diseases, a wide variety of degradable polymers with desirable mechanical, degradation, and cytophilic properties are needed. Because of its excellent mechanical properties and great chemical versatility, [15][16][17][18][19][20][21][22] elastic degradable PU shows promise as being a good candidate for most soft tissue regeneration, such as cardiac muscle, 23 blood vessel, 19,24 skeletal muscle, tendon, ligament, and skin repair. In addition, elastic degradable PU is also investigated for hard tissue regeneration, such as cartilage 22 and bone tissue repair.…”

“…26 Relatively few investigations had been directed toward developing degradable PUs. [15][16][17][18][19][20][21][22][23][24][25][27][28][29][30][31] Moreover, control of the degradation rate and cytophilicity of PUs has not been well studied. Different degradation profiles are required to promote the regeneration of specific tissues.…”