Esterification of Lignin Isolated by Deep Eutectic Solvent Using Fatty Acid Chloride, and Its Composite Film with Poly(lactic acid)

In this study, the effect of lignin esterification with fatty acid chloride on the properties of lignin and lignin/poly(lactic acid) (PLA) composites was investigated. Lignocellulose (Pinus densiflora S. et Z.) was treated using a deep eutectic solvent (DES) with choline chloride (ChCl)/lactic acid (LA). From the DES-soluble fraction, DES-lignin (DL) was isolated by a regeneration process. Lignin esterification was conducted with palmitoyl chloride (PC). As the PC loading increased for DL esterification, the Mw of esterified DL (EDL) was increased, and the glass transition temperature (Tg) was decreased. In DL or EDL/PLA composite films, it was observed that EDL/PLA had cleaner and smoother morphological characteristics than DL/PLA. The addition of DL or EDL in a PLA matrix resulted in a deterioration of tensile properties as compared with neat PLA. The EDL/PLA composite film had a higher tensile strength and elastic modulus than the DL/PLA composite film. DL esterification decreased water absorption with lower water diffusion coefficients. The effect of lignin esterification on improving the compatibility of lignin and PLA was demonstrated. These results are expected to contribute to the development of high-strength lignin composites.

Synthesis of Biodegradable Plastic Films from Oil Palm Empty Fruit Bunch Cellulose

Cellulose from Oil Palm Empty Fruit Bunch (OPEFB) has a possibility to be converted into biodegradable plastic cellulose ester due to its huge availability. Cellulose ester has thermoplastic properties and is widely used in many polymer applications. This paper describes about esterification OPEFB cellulose with long chain fatty acid chloride in homogeneous system. Some different molar ratios of anhydroglucose unit (AGU) to fatty acid chloride were applied to observe cellulose ester with regards to weight increase percentage (%WIP), recovery yield (%RY) and degree of substitution (DS). Others characteristics were also determined, such as solubility and tensile strength of film casting (MPa). Cellulose palmitate, cellulose laurate and cellulose oleate were successfully produced from OPEFB cellulose. The study found that there is a correlation between type and molar ratio of fatty acid chloride. In an identical reaction condition, a longer fatty acid chlorides and a higher ratio molar AGU to fatty acid chloride produce cellulose ester with high WPI except cellulose oleate ester.

Phosphonolipids. XXVII. Synthesis of phosphonic acid analogs of saturated and unsaturated L-α-lecithins

A procedure for the synthesis of saturated and unsaturated phosphonolecithin from the cadmium chloride complex of sn-glycerol-3-(2-trimethylammoniumethyl)-phosphonate is reported. The phosphonolecithins are obtained by acylating sn-glycerol-3(2-trimethylammoniumethyl)-phosphonate – cadmium chloride complex with fatty acid chloride and pyridine at low temperature. The preparation of the distearoyl, dipalmitoyl, dimyristoyl, and dioleoyl phosphonolecithins by this procedure is described.

SYNTHESIS OF SATURATED AND UNSATURATEDL-α-LECITHINS ACYLATION OF THE CADMIUM CHLORIDE COMPOUND OFL-α-GLYCERYLPHOSPHORYLCHOLINE

A facile procedure for the preparation of saturated and unsaturated L-α-lecithins from L-α-glycerylphosphorylcholine (GPC) is reported. The lecithins are obtained by acylating L-α-GPC, in the form of its cadmium chloride addition compound, with fatty acid chloride and pyridine at low temperature (0°–25°). The acylation proceeds rapidly and yields optically pureL-α-lecithins. The preparation of the distearoyl-, dimyristoyl-, and dioleoyl L-α-lecithins by this procedure is described.The deacylation of lecithins with mercuric chloride or sodium hydroxide was investigated. Both procedures give a partially racemized L-α-GPC. This was established by the finding that the optical activity of the lecithins resulting from reacylating the L-α-GPC preparations in the form of their cadmium chloride compounds was considerably lower than that of the corresponding authentic lecithins.

SYNTHESIS OF SATURATED AND UNSATURATEDL-α-LECITHINS ACYLATION OF THE CADMIUM CHLORIDE COMPOUND OFL-α-GLYCERYLPHOSPHORYLCHOLINE

A facile procedure for the preparation of saturated and unsaturated L-α-lecithins from L-α-glycerylphosphorylcholine (GPC) is reported. The lecithins are obtained by acylating L-α-GPC, in the form of its cadmium chloride addition compound, with fatty acid chloride and pyridine at low temperature (0°–25°). The acylation proceeds rapidly and yields optically pureL-α-lecithins. The preparation of the distearoyl-, dimyristoyl-, and dioleoyl L-α-lecithins by this procedure is described.The deacylation of lecithins with mercuric chloride or sodium hydroxide was investigated. Both procedures give a partially racemized L-α-GPC. This was established by the finding that the optical activity of the lecithins resulting from reacylating the L-α-GPC preparations in the form of their cadmium chloride compounds was considerably lower than that of the corresponding authentic lecithins.