Syntheses and Solvolysis of Biological Active 1-(Methacryloyloxymethyl)-5-fluorouracil and Its Polymers

생물활성을 갖는 1-메타크릴로일옥시메틸-5-플루오로우라실 및 그 중합체의 합성과 가용매반응

  • Lee, Neung-Ju (Department of Premedical Sciences, Kosin Medical College) ;
  • Oh, Sang-Hoon (Department of Polymer Science and Engineering, Pusan National University) ;
  • Ha, Chang-Sik (Department of Polymer Science and Engineering, Pusan National University) ;
  • Lee, Jin-Kook (Department of Polymer Science and Engineering, Pusan National University) ;
  • Cho, Won-Jei (Department of Polymer Science and Engineering, Pusan National University)
  • 이능주 (고신대학 의예과) ;
  • 오상훈 (부산대학교 공과대학 고분자공학과) ;
  • 하창식 (부산대학교 공과대학 고분자공학과) ;
  • 이진국 (부산대학교 공과대학 고분자공학과) ;
  • 조원제 (부산대학교 공과대학 고분자공학과)
  • Received : 1990.12.02
  • Published : 1990.12.31

Abstract

The biological active monomer, 1-(methacryloyloxymethyl)-5-fluorouracil(MAOMFU) was synthesized from 2, 4-bis(trimethylsilyloxy)-5-fluoropyrimidine. Poly(MAOMFU) poly(1-methacryloyloxymethyl-5-f1uorouracil-co-methyl methacrylate), and poly(MAOMFU-co-MMA) were also obtained by radical polymerization at $60^{\circ}C$. The monomer reactivity ratios, $r_1$ and $r_2$ were determined by $Kelen-T\ddot{u}d\ddot{o}s$ method ; $r_1(MAOMFU)=0.72$, and $r_2(MMA)=1.24$. These reactivity values imply that the copolymerization was mainly affected by the steric hindrance of MAOMFU. It was found from kinetic measurements that the rate constants of solvolysis are given as $6.42{\times}10^{-5}sec^{-1}$ and $7.40{\times}10^{-6}sec^{-6}$, respectively, for MAOMFU and poly(MAOMFU).

Keywords

Acknowledgement

Supported by : Korea Science and Engineering Foundation