Amino alcohol-based degradable poly(ester amide) elastomers.
Currently available synthetic biodegradable elastomers are primarily composed of crosslinked aliphatic polyesters, which suffer from deficiencies including (1) high crosslink densities, which results in exceedingly high stiffness, (2) rapid degradation upon implantation, or (3) limited chemical moieties for chemical modification. Herein, we have developed poly(1,3-diamino-2-hydroxypropane-co-polyol sebacate)s, a new class of synthetic, biodegradable elastomeric poly(ester amide)s composed of crosslinked networks based on an amino alcohol. These crosslinked networks feature tensile Young's modulus on the order of 1MPa and reversable elongations up to 92%. These polymers exhibit in vitro and in vivo biocompatibility. These polymers have projected degradation half-lives up to 20 months in vivo.
Bettinger
Christopher J
CJ
Department of Materials Science and Engineering, Massachusetts Institute of Technology, 77 Massachusetts Avenue, Room E25-342, Cambridge, MA 02139, USA.
Bruggeman
Joost P
JP
Borenstein
Jeffrey T
JT
Langer
Robert S
RS
D000605:Amino Alcohols / Q000737:chemistry*; D000818:Animals; D001672:Biocompatible Materials / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D001696:Biomechanical Phenomena; D002478:Cells, Cultured; D003652:Decanoic Acids / Q000737:chemistry; D003998:Dicarboxylic Acids / Q000737:chemistry; D020724:Elastomers / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D004577:Electron Probe Microanalysis; D005260:Female; D005347:Fibroblasts / Q000166:cytology / Q000378:metabolism; D005990:Glycerol / Q000737:chemistry; D006801:Humans; D008422:Materials Testing / Q000379:methods; D015394:Molecular Structure; D008970:Molecular Weight; D011091:Polyesters / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D011412:Propanolamines / Q000737:chemistry; D051381:Rats; D017207:Rats, Sprague-Dawley; D013402:Sugar Alcohols / Q000737:chemistry; D013718:Tensile Strength; D054457:Tissue Scaffolds / Q000737:chemistry*; D044366:Transition Temperature
D000605:Amino Alcohols; D001672:Biocompatible Materials; D003652:Decanoic Acids; D003998:Dicarboxylic Acids; D020724:Elastomers; D011091:Polyesters; D011412:Propanolamines; D013402:Sugar Alcohols; C003460:threitol; C011107:sebacic acid; C017203:1,3-diamino-2-propanol; D005990:Glycerol