Exhibition of Soft and Tenacious Characteristics Based on Liquid Crystal Formation by Introduction of Cholesterol Groups on Biodegradable Lactide Copolymer

• Published in: Biomacromolecules 2007-12, Vol.8 (12), p.3938-3943
• Main Authors: Nagahama, Koji, Ueda, Yuichi, Ouchi, Tatsuro, Ohya, Yuichi
• Format: Article
• Language: English
• Subjects: Applied sciences; Biocompatible Materials - chemistry; Chemical modifications; Chemical reactions and properties; Cholesterol - chemistry; Exact sciences and technology; Lactic Acid - chemistry; Liquid Crystals - chemistry; Organic polymers; Physicochemistry of polymers; Polymers - chemistry; Surface Properties
• ISSN: 1525-7797; 1526-4602
• DOI: 10.1021/bm700921h

Cholesterol side-functionalized poly(depsipeptide-co-dl-lactide) (PGD-dl-LA-(cholesterol) n ) and poly(depsipeptide) (PGD-(cholesterol) n ) were prepared as novel biodegradable liquid crystalline (LC) polymers. These polymer films exhibited different LC phases depending on the cholesterol unit content in the polymers. The thermodynamic stability of these LC phases was quite high, and PGD-(cholesterol) n film exhibited continuous LC phases up to 202 °C. The resulting cholesterol LC phases were indicated to act as physical cross-linking points to form noncovalent network structures among the polymer chains. Therefore, PGD-dl-LA-(cholesterol) n film exhibited a rubbery and stretchy nature at 37 °C due to physical cross-linking points based on cholesterol LC phase well-dispersed in the film. The cholesterol side-group effects leading to rubbery character and hydrolytic resistance reported herein are rather unique. The biodegradable LC material exhibiting a soft and tenacious nature is a promising candidate for a new class of implant biomaterials used with dynamic organs of the body such as the heart and blood vessels.