title: Thermoset elastomers derived from carvomenthide.
abstract: Renewable thermoset elastomers were prepared using the plant-based monomer carvomenthide. Controlled ring-opening transesterification polymerization of carvomenthide using diethylene glycol as an initiator gave α,ω-dihydroxyl poly(carvomenthide) (HO-PCM-OH), which was subsequently converted to carboxy-telechelic poly(carvomenthide) (HOOC-PCM-COOH) by esterification with excess succinic anhydride through a one-pot, two-step process, leading to no crystallinity, high viscosity, strong thermal resistance, and low glass transition temperature of the resulting functionalized polyester. Thermal curing processes of the resulting 3, 6, and 12 kg mol(-1) prepolymers were achieved with trifunctional aziridine to give cross-linked PCM elastomers. The thermal properties, mechanical behavior, and biocompatibility of the rubbery thermoset products were investigated by differential scanning calorimetry, thermal gravimetric analysis, dynamic mechanical analysis, tensile tests under static and cyclic loads, and cell adherence. These new materials are useful candidates to satisfy the design objective for the engineering of a variety of soft tissues.
authors.affiliation: Center for Biobased Chemistry, ‡Chemical Materials Solutions Center, Korea Research Institute of Chemical Technology (KRICT) , 141 Gajeong-ro, Yuseong-gu, Daejeon 305-600, Korea.
authors.forename: Jinyoung
authors.initials: J
authors.lastname: Yang
authors.forename: Sangjun
authors.initials: S
authors.lastname: Lee
authors.forename: Woo Jin
authors.initials: WJ
authors.lastname: Choi
authors.forename: Howon
authors.initials: H
authors.lastname: Seo
authors.forename: Pilhan
authors.initials: P
authors.lastname: Kim
authors.forename: Geon-Joong
authors.initials: GJ
authors.lastname: Kim
authors.forename: Young-Wun
authors.initials: YW
authors.lastname: Kim
authors.forename: Jihoon
authors.initials: J
authors.lastname: Shin
mesh_terms: D000818:Animals; D001672:Biocompatible Materials / Q000138:chemical synthesis* / Q000737:chemistry; D002152:Calorimetry, Differential Scanning; D000081005:Cyclohexane Monoterpenes; D020724:Elastomers / Q000138:chemical synthesis* / Q000737:chemistry; D005026:Ethylene Glycols; D066298:In Vitro Techniques; D051379:Mice; D039821:Monoterpenes / Q000737:chemistry*; D041681:NIH 3T3 Cells; D010936:Plant Extracts / Q000737:chemistry*; D013387:Succinic Anhydrides; D044366:Transition Temperature
chemical_list: D001672:Biocompatible Materials; D000081005:Cyclohexane Monoterpenes; D020724:Elastomers; D005026:Ethylene Glycols; D039821:Monoterpenes; D010936:Plant Extracts; D013387:Succinic Anhydrides; C013484:diethylene glycol; C031801:succinic anhydride; C006923:carvone