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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 37, Number 2
JKCSEZ 37(2)
April 20, 1993 

 
Title
Synthesis of N-p-Nitrophenyl Poly(m-Phenylene Isophthalamide

N-p-Nitrophenyl Poly(m-Phenylene Isophthalamide)의 합성
Author
Hongbum Kim, Donghyun Kim, Jaewung Lee, Sangyeop Song, Nakjoong Kim

김홍범, 김동현, 이재웅, 송상엽, 김낙중
Keywords
Abstract
N-p-nitrophenyl poly(m-phenylene isophthalamide)는 poly(m-phenylene isophthalamide)를 디메틸술폭사이드(DMSO) 용매속에서 수소화나트륨(NaH)과 반응시킨 후, 1-fluoro-4-nitrobenzene을 첨가하여 43 wt%를 얻었다. 고유점성도는 폴리머를 98% 황산에 녹여 30℃에서 측정하였으며 그 값은 0.606g/cm·sec(0.125g/25ml)였다. Poly(m-phenylene isophthalamide) 합성에 있어서, 1,3-페닐디아민은 트리에틸아민과 트리에틸아민·염화수소가 있는 클로로포름 용매속에서 클로로이소프탈산과 반응에 의해 얻어졌다. 고유 점성도 값은 같은 조건에서 0.560g/cm·sec 였다. N-p-nitrophenyl poly(m-phenylene isophthalamide)의 치환비율은 1H-NMR integration에 의해 16.7~47.0%였다. 고유점성도가 큰 poly(m-phenylene isophthalamide)를 사용했을 때는 치환비율이 낮았다.

N-p-nitrophenyl poly(m-phenylene isophthalamide) was obtained from treatment of poly(m-phenylene isophthalamide) with sodium hydride in dimethyl sulfoxide followed by the addition of 1-fluoro-4-nitrobenzene in 43 wt% yield. Its inherent viscosity was 0.606 g/cm·sec determined from a solution of 0.125 g of the above polymer dissolved in 25 ml of 98% sulfuric acid at 30℃. In order to synthesize poly(m-phenylene isophthalamide), 1,3-phenylenediamine is allowed to react with isophthaloyl chloride in chloroform in the presence of triethylamine and added triethylamine hydrochloride. The value of inherent viscosity is 0.560 g/cm·sec measured at the same condition. The substitution ratio of N-p-nitrophenyl poly(m-phenylene isophthalamide) was to be 16.7∼47.0% by using the 1H-NMR integration. When the higher inherent viscosity of poly(m-phenylene isophthalamide) was used, lower substitution ratio would be calculated.

Page
249 - 254
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