MECHANISTIC STUDY ON POLYMERIZATION OF ACRYLAMIDE INDUCED BY CYCLOHEXANONE BASED ON THE INTERACTION BETWEEN THE CARBONYL AND AMIDE GROUPS

Homopolymerization of acrylamide (AAm) initiated with cyclohexanone (CHn) was carried out in THF at 75°C under argon atmosphere. It was found that the rate of polymerization (Rp) can be expressed by Rp = k[AAm]1.6[CHn]0.6. The polymerization was confirmed to proceed through a radical-initiated mechanism from the resulting polymerization equation. The effects of temperature of the Rp were discussed in the temperature range of 70–80°C. The overall activation energy (Ea) was estimated to be 138.9 kJ/mol. 2,6-Dimethylcyclohexnone (DMCHn) was also applied instead of CHn. The acceleration effect of DMCHn on the polymerization was higher than that of CHn in the case of AAm, but was lower in the case of methyl methacrylate under the same conditions. No effect of CHn on the polymerization of N,N-dimethylacrylamide was found under these conditions. The participation of -NH2 in the complexation of a monomer with CHn is proposed to induce this radical polymerization.

[1]  A. Kaim,et al.  Study of methyl methacrylate—acrylamide copolymerization system in cyclohexanone in the absence of conventional radical initiator , 1996 .

[2]  A. Kaim.  Molecular Weight in Polymerization of Methyl Methacrylate Initiated with Cyclohexanone , 1996 .

[3]  A. Kaim,et al.  Investigation of Acrylamide-Styrene Copolymerization System in Cyclohexanone in the Absence of a Conventional Radical Initiator , 1995 .

[4]  A. Kaim.  Kinetics of polymerization of methyl methacrylate initiated with cyclohexanone. Part I , 1984 .

[5]  T. Maeshima,et al.  Radical copolymerizability of acrylamide derivatives with methyl vinyl ketone , 1984 .

[6]  A. Kaim.  Polymerization of vinyl monomers initiated with cyclohexanone , 1984 .

[7]  T. Ouchi,et al.  Vinyl polymerization. 364. Polymerization of methyl methacrylate initiated with benzaldehyde , 1979 .

[8]  T. Ouchi,et al.  Vinyl polymerization, 334. Polymerization of methyl methacrylate initiated with poly(styrene‐co‐acrolein) or poly(styrene‐co‐methyl vinyl ketone) , 1975 .

[9]  T. Ouchi,et al.  Vinyl polymerization, 323. Polymerization of methyl methacrylate initiated with the styrene/acrolein copolymer , 1974 .

[10]  L. Minsk,et al.  Effect of solvents upon the copolymerization of acrylamide and styrene , 1973 .

[11]  F. C. Schryver,et al.  Influence of the reaction medium on the radical copolymerization , 1972 .

[12]  K. Takemoto,et al.  Vinyl polymerization. 221. Polymerization of methyl methacrylate in the presence of cellulose triacetate , 1968 .

[13]  M. Imoto,et al.  Polymerization of methyl methacrylate in the presence of oligomeric poly(vinyl alcohol) and water. Vinyl polymerization 162 , 1967 .

[14]  A. Singh,et al.  RADIOLYSIS OF CYCLOHEXANONE: I. PURE LIQUID , 1964 .