In:
Bulletin of the Chemical Society of Japan, Oxford University Press (OUP), Vol. 71, No. 5 ( 1998-05-01), p. 1137-1144
Abstract:
The hydrogen-transfer polymerization of N-acryloyl-N′-p-tolylsulfonylurea (1) prepared by the reaction of p-tolylsulfonyl isocyanate with acrylamide, was carried out at 80 °C for 24 h in N,N-dimethylformamide (DMF), dimethyl sulfoxide (DMSO), acetonitrile (MeCN), and toluene containing N-phenyl-2-naphthylamine (1 mol%) as a radical inhibitor using t-BuOK or 1,3-diazabicyclo[5.4.0]undec-7-ene (DBU) (3 mol%) as an initiator. Polymers obtained by t-BuOK in polar solvents were composed of the hydrogen-transfer polymerizatio n unit selectively, while those afforded by t-BuOK in less polar solvents or by DBU were composed of both the hydrogen-transfer and the vinyl polymerization units. Although N-acryloyl-N-methyl-N′-p-tolylsulfonylurea (2) prepared by the reaction of p-tolylsulfonyl isocyanate with N-methylacrylamide, gave low molecular-weight compounds (6—8) via the generation of the sulfonyl isocyanate, N-acryloyl-N′-methyl-N′-p-tolylsulfonylurea (3) underwent the selective hydrogen-transfer polymerization.
Type of Medium:
Online Resource
ISSN:
0009-2673
,
1348-0634
DOI:
10.1246/bcsj.71.1137
Language:
English
Publisher:
Oxford University Press (OUP)
Publication Date:
1998
detail.hit.zdb_id:
2041163-7
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