Thionyl chloride

Glycolic acid (GA), thionyl chloride (SOCl₂), 1,4-butanediol (BD), adipic acid (AA), 2,5-furandicarboxylic acid (FDCA), and N,N-dimethylacetamide (DMAc) were purchased from Tokyo Chemical Industry Co. Potassium hydrogen carbonate and o-dichlorobenzene (ODCB) were purchased from Wako Pure Chemical Industries, Ltd. N,N-Dimethylformamide (DMF), 1,1,2,2-tetrachloroethane (TCE), pyridine, acetone, chloroform, methanol, THF, dimethyl sulfoxide (DMSO), and sulfuric acid (H₂SO₄) were purchased from Kanto Chemical Co., Inc (Tokyo Japan). 1,3-Dibromopropane (DBP), terephthaloyl dichloride (TC), and adipoyl dichloride (AC) were purchased from Tokyo Chemical Industry Co. (Tokyo Japan). 1,4-Dibromobutane, and poly(Glycolic acid) (PGA) were purchased from Sigma-Aldrich, Inc. (St. Louis, MO, USA) Poly(butylene furanoate) (PBF) [17 (link)] and poly(butylene adipate) (PBA) [18 (link)] were prepared according to the literatures. 2,5-Furandicarbonyl dichloride (FC) was prepared from the reaction of FDCA with SOCl₂ according to the literature [19 (link)].

All organic solvents were purified by distillation under nitrogen prior to use. Ethylene glycol (EG), 1,3-propanediol (PDO), 1,4-butanediol (BDO), and triethylamine (Et₃N) (Tokyo Chemical Industry Co, Tokyo, Japan) were distilled under vacuum and stored on molecular sieves 4A. p-Toluenesulfonic acid monohydrate (TsOH·H₂O), thionyl chloride (SOCl₂), ethyl acetate (EtOAc), γ-aminobutyric acid (GABA), terephthaloyl chloride (TC), succinyl chloride (SC), glutaryl chloride (GC), adipoyl chloride (AC), 2,6-naphthalenedicarboxylic acid (NA), and p-nitrophenol were purchased from Tokyo Chemical Industry Co. Bis(p-nitrophenyl) terephthalate (T-NP) [41 (link)], bis(p-nitrophenyl) 2,6-naphthalenedicarboxylate (N-NP) [42 ], bis(p-nitrophenyl) succinate (S-NP) [41 (link)], bis(p-nitrophenyl) glutarate (G-NP) [43 (link)], and bis(p-nitrophenyl) adipate (A-NP) [44 (link)], were prepared according to the literature.