Synthesis of microbial elastomers based on soybean oily acids. Biocompatibility studies

Abstract

Biocompatibility studies of the autoxidized and unoxidized unsaturated medium-long chain length (m-lcl) co-poly-3-hydroxyalkanoates (m-lclPHAs) derived from soya oily acids have been reported. Pseudomonas oleovorans was grown on a series of mixtures of octanoic acid (OA) and soya oily acids (Sy) with weight ratios of 20:80, 28:72 and 50:50 in order to obtain unsaturated m-lcl copolyesters coded PHO-Sy-2080, PHO-Sy-2872 and PHO-Sy-5050, respectively. The PHA films were obtained by solvent cast from CHCl(3). They were all originally sticky and waxy except PHO-Sy-5050. Autoxidation of the unsaturated copolyester films was carried out on exposure to air at room temperature in order to obtain crosslinked polymers. They became a highly flexible elastomer after being autoxidized (about 40 days of autoxidation). The in vivo tissue reactions of the autoxidized PHAs were evaluated by subcutaneous implantation in rats. The rats appeared to be healthy throughout the implantation period. No symptom such as necrosis, abscess or tumorigenesis was observed in the vicinity of the implants. Retrieved materials varied in their physical appearance after 6 weeks of implantation. In vivo biocompatibility studies of the medical applications indicated that the microbial copolyesters obtained were all biocompatible and especially the PHOSy series of copolyesters had the highest biocompatibility among them.

Effects of different epoxidation methods of soybean oil on the characteristics of acrylated epoxidized soybean oil-co-poly(methyl methacrylate) copolymer

“…According to Hazer and coworkers [26][27][28][29][30][31][32][33], vegetable oils were autooxidized by exposure to sunlight or daylight in air for a given time to produce epoxides, peroxides, peroxides, and hydroperoxides in the molecular chains and were also graft copolymerized by free radical polymerization with other materials such as methyl methacrylate and styrene. Recently, the vegetable oil-based polymers have been prepared by cationic, olefin metathesis and condensation polymerization reactions, including the use of 'click' chemistry and carbon dioxide [5,[34][35][36][37].…”

Soft Tissue Response to the Presence of Polypropylene‐G‐Poly(ethylene glycol) Comb‐Type Graft Copolymers Containing Gold Nanoparticles

“…Each polymer film was placed on the back of the rat in similar fashion with our previous studies [29, 30]. Throughout the implantation period, all the rats were healthy and there were no adverse reaction such as necrosis or abscess formation in the neighborhood of the implants.…”

Synthetic routes to degradable copolymers deriving from the biosynthesized polyhydroxyalkanoates: A mini review

“…Epoxides-terminated side chains being converted from the vinyl terminal of PHU has been reported to be modified with diethanolamine to obtain a cationic PHA with pendant amine side groups [43,44]. When exposed to air at room temperature for 40 days, the unsaturated copolyester formed a highly flexible and biocompatible elastomer [45]. The double bonds of the unsaturated PHAs can be homo-/copolymerized via free radical mechanisms to graft poly(methyl methacrylate) or by UV irradiating to graft PEG in the presence of benzoyl peroxide [46] and benzoyl peroxide [24], respectively.…”