Reactivities of Crotonic Acid and Isocrotonic Acid in Radical Copolymerizations

DOI Web Site Open Access
  • MACHIDA Seishi
    Chemical Laboratory of Textile Fibers, Kyoto University of Industrial Arts and Textile Fibers
  • MATSUO Keizo
    Chemical Laboratory of Textile Fibers, Kyoto University of Industrial Arts and Textile Fibers

Bibliographic Information

Other Title
  • クロトン酸およびイソクロトン酸の共重合性
  • クロトンサン オヨビ イソクロトンサン ノ キョウジュウゴウセイ
  • Studies on the Water-Soluble Polymers. XIX
  • 水溶性高分子化合物に関する研究 (第19報)

Search this article

Description

Two isomeric acrylic acid derivatives, crotonic acid and isocrotonic acid, failed to homopolymerize by the radical reaction. They, however, copolymerized with acrylamide and 2-methyl-N-vinylimidazole to some extent. They showed a slightly higher reactivity with 2-methyl-N-vinylimidazole than with acrylamide, and the reactivity of isocrotonic acid was higher than that of crotonic acid. The monomer reactivity ratios were determined, as follows : <BR>for isocrotonic acid (1) - acrylamide (2), r1 =0.11, r2=4.72;<BR>for crotonic acid (1) - acrylamide (2), r1=0.12, r2=5.32;<BR>for isocrotonic acid (1) - 2-methyl-N-vinylimidazole (2), r1=0.60, r2=0.09;<BR>for crotonic acid (1) - 2-methyl-N-vinylimidazole (2), r1 =0.49, r2=0.19.<BR>It is confirmed that, in the radical copolymerization, the reactivity of the isomers can not be explained only by the thermodynamic stability. Other factors such as inductive, resonance, and steric effects of the substituents must also be taken into consideration. The comparative reactivities of the isomers of α, β-disubstituted olefins may be predicted based on the inductive substituent constants of theα-and β-substituents.

Journal

Keywords

Details 詳細情報について

Report a problem

Back to top