Synthesis of Cellulose Methylcarbonate in Ionic Liquids using Dimethylcarbonate

Abstract

Dialkylcarbonates are viewed as low-cost, low-toxicity reagents, finding application in many areas of green chemistry. Homogeneous alkoxycarbonylation of cellulose was accomplished by applying dialkycarbonates (dimethyl and diethyl carbonate) in the ionic liquid-electrolyte trioctylphosphonium acetate ([P8881 ][OAc])/DMSO or 1-ethyl-3-methylimidazolium acetate ([emim][OAc]). Cellulose dialkylcarbonates with a moderate degree of substitution (DS∼1) are accessible via this procedure and cellulose methylcarbonate was thoroughly characterized for its chemical and physical properties after regeneration. This included HSQC & HMBC NMR, ATR-IR, molecular weight distribution, morphology, thermal properties, and barrier properties after film formation.

Effects of phosphonium-based ionic liquids on phospholipid membranes studied by small-angle X-ray scattering

“…Trioctylmethylphosphonium acetate ([P8881][OAc]; M=445.9 g·mol -1 ) was synthesized as described previously in (Holding et al, 2014;Labafzadeh et al, 2015 ), was synthesized as described in our previous article (Ruokonen et al, 2016).…”

Ionic liquids as transesterification catalysts: applications for the synthesis of linear and cyclic organic carbonates

“…In particular, trioctylphosphonium acetate ([P 8881 ][OAc]) was active for the synthesis of cellulose dialkyl carbonates which find applications as intermediates, supports for the delivery of therapeutics, imaging agents and packaging films and coatings [77]. …”

Synthesis of Alkaline‐Soluble Cellulose Methyl Carbamate Using a Reactive Deep Eutectic Solvent

“…Based on these solubility studies, a minimum DS of 0.16 is required for efficient solubility. However, when the DS is increased, the solubility begins to decrease, possibly owing to the hydrophobicity of the methyl group (e.g., the improvement of the solubility of cellulose in organic solvent after the introduction of a methyl carbonate group) …”