Peter Krajnc (Author), Dejan Štefanec (Author), Jane F. Brown (Author), Neil R. Cameron (Author)

Abstract

Water-in-oil high-internal-phase emulsions (HIPEs), containing 4-nitrophenyl acrylate and 2,4,6-trichlorophenyl acrylate as reactive monomers, were prepared and polymerized, and highly porous monolithic materials resulted. The novel materials were studied by combustion analysis, Fourier transform infrared spectroscopy scanning electron microscopy, mercury porosimetry, and N2 adsorption/desorption analysis. With both esters, cellular macroporous monolithic polymers were obtained: the use of 4-nitrophenyl acrylate resulted in a cellular material with void diameters between 3 and 7 m and approximately3-m interconnects, whereas the use of 2,4,6-trichlorophenyl acrylate yielded a foam with void diameters between 2 and 5 m, most interconnects being around 1 m. The resulting monoliths proved to be very reactive toward nucleophiles, and possibilities of functionalizing the novel polymer supports were demonstrated via reactions with amines bearing additional functional groups and via the synthesis of an acid chloride derivative. Tris(hydroxymethyl)aminomethane and tris(2-aminoethyl)amine derivatives were obtained. The hydrolysis of 4-nitrophenylacrylate removed thenitrophenyl group, yielding a monolithic acrylic acid polymer. Furthermore,functionalization to immobilized acid chloride was performed very efficiently, with more than 95% of the acid groups reacting. The measurement of the nitrogen content in 4-nitrophenyl acrylate poly(HIPE)s after various times of hydrolysis showed the influence of the total pore volume of the monolithic polymers on the velocity of the reaction, which was faster with themore porous polymer.

Keywords

organska kemija;makroporozni polimeri;monolitni polimerni nosilci;emulzijska polimerizacija;pene;funkcionalizacija polimerov;organic chemistry;macroporous polymers;monolithic polymer supports;emulsion polymerisation;foams;functionalization of polymers;high-internal-phase emulsions;

Data

Language: English
Year of publishing:
Typology: 1.01 - Original Scientific Article
Organization: UM FKKT - Faculty of Chemistry and Chemical Engineering
UDC: 547:678
COBISS: 9243414 Link will open in a new window
ISSN: 0887-624X
Views: 1585
Downloads: 83
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Other data

Secondary language: English
Secondary keywords: organska kemija;makroporozni polimeri;monolitni polimerni nosilci;emulzijska polimerizacija;pene;funkcionalizacija polimerov;
URN: URN:SI:UM:
Pages: str. 296-303
Volume: ǂVol. ǂ43
Chronology: 2005
ID: 8718464