RADICAL POLYMERIZATION OF N-SUBSTITUTED ITACONAMIC ESTERS AND ITACONAMIDES

被引:9
作者
WATANABE, H [1 ]
MATSUMOTO, A [1 ]
OTSU, T [1 ]
机构
[1] OSAKA CITY UNIV,FAC ENGN,DEPT APPL CHEM,SUMIYOSHI KU,OSAKA 558,JAPAN
关键词
RADICAL POLYMERIZATION; 1-1-DISUBSTITUTED ETHYLENE ITACONAMATE; ITACONAMIDE; THERMAL PROPERTY;
D O I
10.1002/pola.1994.080321110
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Two kinds of itaconamic esters, alpha-substituted acrylate derivatives (IAE-I) and alpha-substituted acrylamide derivatives (IAE-II), as well as itaconamides (IAm) were prepared and polymerized with a radical initiator. It has been revealed that N,N-disubstituted IAE-I as an acrylate is more reactive in polymerization than N,N-disubstituted IAE-II as an acrylamide and that N,N'-dialkyl substituted IAm homopolymerizes but N,N,N',N'-tetraalkyl substituted one does not. In radical copolymerization with styrene, IAE-1 showed a higher polymerization reactivity than IAE-II. The effects of the N-substituents on the polymerization reactivity were discussed on the basis of conformation of the monomers. The polymers obtained were also characterized. (C) 1994 John Wiley & Sons, Inc.
引用
收藏
页码:2085 / 2091
页数:7
相关论文
共 14 条
  • [1] REACTIVITY AND POLYMERIZATION OF ISOPROPENYL TERT-BUTYL KETONE - A TWISTED ALPHA,BETA-UNSATURATED ENONE
    ITO, H
    MACDONALD, SA
    WILLSON, CG
    MOORE, JW
    GHARAPETIAN, HM
    GUILLET, JE
    [J]. MACROMOLECULES, 1986, 19 (07) : 1839 - 1844
  • [2] CYCLO-POLYMERIZATION .11. CYCLOPOLYMERIZABILITY OF N,N'-DIMETHACRYLOYLMETHYLHYDRAZINE AND SOLVENT EFFECT ON ITS POLYMERIZATION
    KODAIRA, T
    TSUJI, S
    OKUYAMA, K
    HOSOKI, Y
    [J]. POLYMER JOURNAL, 1984, 16 (12) : 901 - 907
  • [3] POLYMERIZATION REACTIONS OF ITACONIC ACID AND SOME OF ITS DERIVATIVES
    MARVEL, CS
    SHEPHERD, TH
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1959, 24 (05) : 599 - 605
  • [4] CONFORMATIONAL-ANALYSIS BY LANTHANIDE INDUCED SHIFTS .1. APPLICATIONS TO ALPHA,BETA-UNSATURATED ALDEHYDES, KETONES, ESTERS, AND AMIDES
    MONTAUDO, G
    LIBRANDO, V
    CACCAMESE, S
    MARAVIGNA, P
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (19) : 6365 - 6370
  • [5] SYNTHESES AND POLYMERIZATIONS OF ALKYL N-(4-SUBSTITUTED PHENYL)ITACONAMATES
    OISHI, T
    FUJIMOTO, M
    KIMURA, T
    [J]. POLYMER JOURNAL, 1982, 14 (04) : 323 - 326
  • [6] EFFECT OF ALPHA-ESTER AND BETA-ESTER ALKYL-GROUPS ON THE PROPAGATION AND TERMINATION RATE CONSTANTS FOR RADICAL POLYMERIZATION OF DIALKYL ITACONATES
    OTSU, T
    YAMAGISHI, K
    MATSUMOTO, A
    YOSHIOKA, M
    WATANABE, H
    [J]. MACROMOLECULES, 1993, 26 (12) : 3026 - 3029
  • [7] STRUCTURE AND REACTIVITY OF VINYL MONOMERS - RADICAL REACTIVITIES OF N-SUBSTITUTED ACRYLAMIDES AND METHACRYLAMIDES
    OTSU, T
    INOUE, M
    YAMADA, B
    MORI, T
    [J]. JOURNAL OF POLYMER SCIENCE PART C-POLYMER LETTERS, 1975, 13 (08) : 505 - 510
  • [8] SYNTHESIS AND CHARACTERIZATION OF POLYMERS FROM ITACONIC ACID-DERIVATIVES
    OTSU, T
    WATANABE, H
    YANG, JZ
    YOSHIOKA, M
    MATSUMOTO, A
    [J]. MAKROMOLEKULARE CHEMIE-MACROMOLECULAR SYMPOSIA, 1992, 63 : 87 - 104
  • [9] CEILING TEMPERATURES IN RADICAL POLYMERIZATIONS OF N-PHENYL AND N-N-BUTYL METHACRYLAMIDE
    OTSU, T
    YAMADA, B
    MORI, T
    INOUE, M
    [J]. JOURNAL OF POLYMER SCIENCE PART C-POLYMER LETTERS, 1976, 14 (05) : 283 - 285
  • [10] RADICAL POLYMERIZATION REACTIVITY OF DIALKYL ITACONATES AND CHARACTERIZATION OF THEIR POLYMERS
    OTSU, T
    WATANABE, H
    [J]. EUROPEAN POLYMER JOURNAL, 1993, 29 (2-3) : 167 - 174