Synthesis of N-Acryl-N,N′-di-tert-Butylurea and Copolymerization with Ethylene Glycol Dimethacrylate

• Published in: Journal of macromolecular science. Part A, Pure and applied chemistry Vol. 43; no. 6; pp. 879 - 887
• Main Authors: KUZMIC, Ana Erceg, PODOLSKI, Stefica, BOGDANIC, Grozdana, VUKOVIC, Radivoje
• Format: Journal Article
• Language: English
• Published: Colchester Taylor & Francis Group 01.07.2006; Taylor & Francis
• Subjects: Applied sciences; Copolymerization; Exact sciences and technology; N-acryl-N,N′-di-tert-butylurea; Organic polymers; Physicochemistry of polymers; poly(N-acryl-N,N′-di-tert-butylurea-co-ethylene glycol dimethacrylate); poly(N-acryl-N-terc-butylamide-co-ethylene glycol dimethacrylate); Preparation, kinetics, thermodynamics, mechanism and catalysts; tert-butylisocyanate; thermal degradation; Organic isocyanate; poly(N-acryl-N,N'-di-tert-butylurea-co- ethylene glycol dimethacrylate); Thermal decomposition; N-acryl-N,N'-di-tert-butylurea; Solution copolymerization; Composition effect; Acrylamide derivative copolymer; Experimental study; Thermal stability; poly(N- acryl-N-terc-butylamide-co-ethylene glycol dimethacrylate); Crosslinked copolymer; thermal degradation; Preparation; Ureas; Methacrylate copolymer; Radical copolymerization; Molecular imprinting; tert-butylisocyanate
• ISSN: 1060-1325; 1520-5738
• DOI: 10.1080/10601320600653673

Synthesis and free-radical initiated copolymerization of N-acryl-N,N′-di-tert-butylurea (A-DitBuU) with ethylene glycol dimethacrylate (EDMA) are described. The A-DitBuU monomer was prepared by the condensation of acrylic acid to the N,N′-di-tert-butylcarbodiimide (DitBuC) at room temperature. Copolymers of A-DitBuU with EDMA of different monomer to monomer ratios in the feed were prepared in the presence of dibenzoyl peroxide (Bz 2 O 2 ) in butanone at 70°C for 48 h up to a high conversion. The obtained crosslinked copolymers are insoluble in organic solvents. Copolymers thermal decomposition resulted in separation of tert-butylisocyanate (C 4 H 9 NCO) in the temperature range between 180 and 280°C and by the formation of the thermally stable molecularly imprinted copolymers of N-acryl-N-terc-butylamide (A-tBuA) with EDMA.