Acid-Catalyzed Solvolysis of Softwood in Caprylyl Glycol to Produce Lignin Derivatives

Glycol lignin (GL) is produced via the acid-catalyzed solvolysis of softwood meal using glycols such as polyethylene glycol. The physicochemical and thermal properties of GL are expected to be controllable by varying the glycol type. In this study, caprylyl glycol (CG), which is a biobased glycol derived from the caprylic acid component of coconut and palm oils, was used to investigate the effects on the acid-catalyzed solvolysis of softwood. The reactions were performed at 140, 150, and 160 °C for 30–120 min to obtain lignin derivatives (CG-lignin: CGL). The chemical and physical properties of CGLs were investigated. Two-dimensional heteronuclear single-quantum coherence nuclear magnetic resonance analysis suggested that CGL possesses an α-CG-β-O-4 structure as CG is grafted onto the lignin structure. CGLs prepared at higher reaction temperatures exhibited lower molecular weights. The thermomechanical analysis of CGL revealed a glass transition temperature of 89–96 °C and a viscous thermal flow temperature of 134–155 °C.