JIN Ningren, ZHANG Yanfeng, HU Jianmin, et al. Novel synthesis route and preparation of poly(p-phenylenebenzobisoxazole)[J]. CIESC Journal, 2006, (6): 1474-1481.
JIN Ningren, ZHANG Yanfeng, HU Jianmin, et al. Novel synthesis route and preparation of poly(p-phenylenebenzobisoxazole)[J]. CIESC Journal, 2006, (6): 1474-1481.DOI:
which was innovatively synthesized by the selective reduction of 4
6-dinitroresorcinol (DNR)
then condensation-cyclization with 4-methoxycarbonylbenzoyl chloride and finaly catalytic-hydrogenation.The results showed that: (1) The intrinsic viscosity of PBO resin prepared from 98.2% purity MAB was more than 10 dl/g in glassware
the total yield (based on DNR) was more than 64 %
polymerization time was shortened to 15 h and the operation was convenient; (2) MAB was exactly identified by 1H-NMR
13C-NMR
FT-IR and easily prepared at a total yield of 66%.The process has advantages of simple raw materials preparation
controllable selective reduction
one-pot condensation-cyclization
mild hydrogenation condition
and good economics.The selective reduction product: 4-Amino-6-nitroresorcinol hydrochloride (ANR8226;HCl) could be used as a key intermediate in the improvement of PBO performance; (3) The novel synthesis route could be developed into a new technique for commercialization.The new AB-PBO monomer
has outstanding stability (purity decreases only 0.12% after 270 days in the presence of air).There is no need for antioxidant agent in storage and polycondensation.MAB has equi-molar polycondensing group.The novel synthesis route is better than the AA-type 4
6-diamino resorcinol dihydrochloride plus BB-type terephthalic acid monomers co-polycondensation route.