화학공학소재연구정보센터
홈 로그인 로그아웃 연락처 사이트맵
Polymer(Korea), Vol.25, No.6, 796-802, November, 2001
Export Citation
Bulky Side Group을 갖는 폴리벤즈이미다졸의 합성
Synthesis of Polybenzimidazole Containing Bulky Side Group
안병현†, 김원호1
  • 부경대학교 재료공학부, 부산 608-739
  • 1부산대학교 화학공학부, 부산 609-735
Byung Hyun Ahn†, and Won Ho Kim1
  • Division of Material Engineering, Pukyong National University, Pusan 608-739, Korea
  • 1Division of Chemical Engineering, Pusan National University, Pusan 609-735, Korea
E-mail:
초록
나프탈렌을 측쇄로 갖는 새로운 폴리벤즈이미다졸 단량체을 합성하고, 이 단량체를 친핵치환반응에 의해 중합하였다. 4-Methoxy-N-naphthyl-1,2-phenylenediamine과 4-fluorobenzoyl chloride의 반응으로 N-(4-fluorobenzoyl)-4-methoxy-N'-naphthyl-1,2-phenylenediamine이 합성되었고 이로부터 고리화반응 및 demethylation에 의해 단량체인 2-(4-fluorobenzoyl)-5-hydroxy-1-naphthylbenzimidazole이 얻어졌다. 중합반응은 potassium carbonate를 함유하는 N-cyclohexyl-2-pyrrolidinone (CHP)에서 행해졌다. 생성된 폴리벤즈이미다졸은 N-methyl-2-pyrrolidinone (NMP)에 용해되었고 0.38 dL/g (NMP at 30 ℃)의 대수 점도를 가졌다. 유리전이온도(Tg)는 270 ℃였고 열중량분석에서 5% 중량감소를 보이는 온도는 질소분위기에서는 550 ℃, 공기중에서는 540 ℃였다.
Novel monomer for polybenzimidazole was prepared and polymerized via aromatic nucleophilic substitution reaction. Thus, N-(4-fluorobenzoyl)-4-methoxy-N'-naphthyl-1,2-phenylenediamine was synthesized from the reaction of 4-methoxy-Nnaphthyl-1,2-phenylenediamine and 4-fluorobenzoyl chloride. N-(4-fluorobenzoyl)-4-methoxy-N'-naphthyl-1,2-phenylenediamine was converted to 2-(4-fluorobenzoyl)-5-hydroxy-1-naphthylbenzimidazole by ring closure and demethylation reaction. Polymerization was done in N-cyclohexyl-2-pyrrolidinone (CHP) containing potassium carbonate. The resulting polymer was soluble in N-methyl-2-pyrrolidinone (NMP) and had inherent viscosity of 0.38 dL/g (NMP at 30 ℃). The glass transition temperature (Tg) of the polybenzimidazole was 270 ℃. The thermogravimetric analysis (TGA) thermograms of this polymer showed 5% weight losses at 550 ℃ in nitrogen and at 540 ℃ in air.
Keywords:polybenzimidazole;aromatic nucleophilic substitution reaction;heat resistant polymers
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