Synthesis and polymerization of a styryl terminated oligovinylpyrrolidone macromonomer

Abstract

The esterification of a carboxy group terminated vinylpyrrolidone oligomer with chloromethylstyrene under mild conditions resulted in a styryl terminated oligovinylpyrrolidone macromonomer. The purity of the obtained macromonomer was greater than 95%. Copolymerization of the macromonomer with styrene in ethanol using BPO as catalyst yielded a graft copolymer having a hydrophobic backbone and amphiphilic branches, which was found to have a spherical form and was dispersable in water and ethanol. ZUSAMMENFASSUNG:Die Veresterung eines carboxygruppenterminierten Vinylpyrrolidon-Oligomeren mit Chlormethylstyrol unter milden Bedingungen filhrte zu einem styrylterminierten Oligovinylpyrrolidon-Makromonomeren. Die Reinheit des erhaltenen Makromonomeren war grUBer als 95%. Die Copolymerisation des Makromonomeren mit Styrol in Ethanol mit BPO als Katalysator ergab ein Pfropfcopolymeres mit hydrophobem Rilckgrat und amphiphilen Seitenketten, das eine kugelformige Gestalt hatte und dispergierbar in Wasser und Ethanol war.

Graft copolymers having hydrophobic backbone and hydrophilic branches. IV. A copolymerization study of water‐soluble oligovinylpyrrolidone macromonomers

“…Even if a microgel consisting of hydrophobic monomers does not form, each hydrophilic and hydrophobic portion of produced graft copolymers aggregates to form a stable microsphere as shown from B to C. Obtaining a microsphere consisting of graft copolymers having a hydrophobic backbone and hydrophilic branches is thus concluded to be core-shell type particles as pointed out in the previous paper. 15 The fact that graft copolymers have a fair water dispersibility is also supported by the present schematic presentation.…”

“…24 Vinylphenylterminated oligovinylpyrrolidone macromonomer having an ester group (St-E-OligoVP) was synthesized according to the method reported earlier. 15 Methacryloyl group-terminated OligoVP macromonomer was synthesized by the reaction of OligoVP and glycidyl methacrylate using a phase-transfer catalyst. Detailed experimental results will be reported.25…”

Cross-sectional Morphologies of Polystyrene Nanospheres with Hydrophilic Corona Surfaces

“…We have already developed a synthetic method for polymeric nanospheres, based on free radical copolymerization of hydrophobic monomers (styrene and methyl methacrylate) and hydrophilic macromonomers in polar organic solvents. [1][2][3] During polymerization, amphiphilic graft polymers assemble in solution to form corecorona nanospheres, which have hydrophobic cores and hydrophilic corona layers on their surfaces, resulting in excellent aqueous phase dispersion. Surface functionalities (neutral, [1][2][3] cationic, 4,5 anionic, 5,6 thermoresponsive units 7,8 ) can be readily modified by changing the macromonomer, and nanosphere size (e.g., 50 nm to 1 mm) can also be controlled by changing polymerization conditions.…”

“…[1][2][3] During polymerization, amphiphilic graft polymers assemble in solution to form corecorona nanospheres, which have hydrophobic cores and hydrophilic corona layers on their surfaces, resulting in excellent aqueous phase dispersion. Surface functionalities (neutral, [1][2][3] cationic, 4,5 anionic, 5,6 thermoresponsive units 7,8 ) can be readily modified by changing the macromonomer, and nanosphere size (e.g., 50 nm to 1 mm) can also be controlled by changing polymerization conditions. [9][10][11][12][13][14][15][16][17] Furthermore, size distribution is narrow in all cases.…”

Graft Copolymers Having Hydrophobic Backbone and Hydrophilic Branches XXXI. A DSC Study of Internal Structures and Thermophysical Properties of Core-Corona Polymeric Nanospheres

“…1 The particles called "core-corona nanospheres", and variety of polymeric particles have been prepared. 2 -4 Nanospheres assembled with functional groups on the surface are great scientific interest for various applications as foundations for catalyst, 5 captures of human immununodeficiency virus-1 (HIV-1), 6 and peptide drug carriers via oral administration.7-9 Using various polymers as macromonomers, such as poly(N-vinylisobutyramide)(PNVIBA) or poly(methacrylic acid)(PMAA) as a polyelectrolytes, thermosensitive or pH sensitive nanospheres were obtained.…”