Cationic initiation of oligomerization of vinylformamide

Abstract

Vinylformamide (VFA) is cationically polymerized in various solvents at 273 K and reaction temperature by the following initiators: iodine, bis(4‐methoxyphenyl)‐methyl chloride/silica, triphenylmethyl chloride/silica, and trimethylsilyl triflate. In every case defined oligomers with narrow molecular weight distribution are obtained in moderate yield (20–50%). Acid hydrolysis of the obtained oligomers yields well defined oligovinylamine products. The cationic initiation mechanism of VFA is discussed in terms of the HSAB‐concept

Cationic surface polymerization of 1,3-divinylimidazolid-2-one for immobilization on silica gel particles

“…A combination of both processes is advantageous because the hydrolytically unstable Si1O1C -linkages are shielded by crosslinked polymer [20][21][22] . In a previous paper we reported that it is possible to polymerize cationically vinylformamide (VFA) by arylmethyl halides supported on a silica gel surface or by iodine 23) . In spite of the presence of the basic oxygen and nitrogen atoms of the monomer, the formation of C1C linked oligomers is observed.…”

N-vinylformamide - a new environmentally friendly water-soluble monomer

“…Warunkiem formowania ³añcucha polimeru w polimeryzacji jonowej jest atak elektrofilowy tylko w kierunku "a". Zatem mo¿liwooeae ataku w pozosta³ych dwóch kierunkach ("b" i "c") prowadzi do utworzenia wy³¹cznie krótkich ³añcuchów i licznych niepo¿¹danych produktów ubocznych [12,[18][19][20]. W polimeryzacji rodnikowej NVF uzyskiwane ciê¿ary cz¹steczkowe tak¿e nie s¹ zbyt du¿e i nie dorównuj¹ wartooeciom jakie mo¿na otrzymaae polimeryzuj¹c akryloamid.…”

N-Vinylformamide — Syntheses and Chemistry of a Multifunctional Monomer

“…More recent and more extensive work by Spange et al [74] involved the investigation of cationic polymerisation of VFA with other initiators, e.g. iodine, triphenylmethyl chloride/silica gel, trimethylsilyl triflate and oligomers.…”