Batch emulsion copolymerization of 3‐O‐methacryloyl‐1,2:5,6‐di‐O‐isopropylidene‐α‐D‐glucofuranose and butyl acrylate: Synthesis and properties of the sugar latices

Abstract

To obtain new polymer latices based on sugar derivative, batch emulsion copolymerizations of 3‐O‐methacryloyl‐1,2:5,6‐di‐O‐isopropylidene‐α‐D‐glucofuranose (3‐MDG) and n‐butyl acrylate (BA) were carried out at 70 °C, with potassium persulfate as the initiator. 3‐MDG polymerizes faster than BA because of its higher reactivity ratio, r(3‐MDG) = 1.94 versus r(BA) = 0.54. The effect of the initial monomer composition on the polymerization rate and the thermal properties of the end copolymers was investigated. The overall rate of polymerization increases by enhancing the sugar content in the initial monomer composition. The glass‐transition temperature is linearly related to the sugar content in the copolymer. The influence of the type of surfactant showed that the particle size increases by changing from ionic to nonionic surfactant. Furthermore, the effect of the added acrylic acid (AA) on the rheological properties suggests that the sugar latices exhibit different non‐Newtonian flows depending on the pH of the latex and on the AA concentration on the particle surface. © 2003 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 41: 788–803, 2003

Poly(2‐oxazoline)s: Alive and Kicking

“…[47] In future work, such 'green' 2-oxazoline monomers will also be incorporated into the library synthesis and structure-property investigations conducted. The use of renewable feedstock in polymer science [48] includes the use of, for example, starch, [49,50] saccharides [51,52] and fatty acids. [53,54] We have chosen to investigate the microwave-assisted polymerization of an unsaturated soy bean fatty acid based 2-oxazoline monomer (SoyOx; first reported by Henkel KGaA).…”

Kinetic and Thermodynamic Studies of Emulsion Polymerization of a Sugar Monomer by Calorimetry with Compensation Heating and Differential Cooling

“…[1][2][3][4][5] Starting from monosaccharides, polymerizable sugars in the form of (meth)acrylate can be obtained in two steps. In this work, the unsaturated sugar monomer 3-MDG was prepared in one step through the esterification reaction between 1,2:5,6-di-O-isopropylidene-D-glucofuranose (DAG) and methacrylic acid anhydride (MAA), as shown in Scheme 1.…”

“…In this work, the unsaturated sugar monomer 3-MDG was prepared in one step through the esterification reaction between 1,2:5,6-di-O-isopropylidene-D-glucofuranose (DAG) and methacrylic acid anhydride (MAA), as shown in Scheme 1. The sugar monomer 3-MDG is hydrophobic and sparingly soluble in water (about 0.24 wt.-% at 60 8C); [5] it can thus be used for emulsion polymerization of the oil-in-water type.…”

Microwave-assisted synthesis and micellization behavior of soy-based copoly(2-oxazoline)s

“…The renewable resources that are investigated in the field of polymer science [2] include, e.g., starch [3, 4], saccharides [5, 6], and fatty acids [7, 8]. Fatty acid-based polymers have already been shown to exhibit good properties for applications such as coatings, adhesives, and rubbers, due to the hydrophobic side-chains [7].…”