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New route to poly (2, 6 – diimidaazo (4,5-b: 4’,5’ - e) pyridinelene-1,4 (2,5-dihydroxy)-phenylene) (pipd) and high modulus fiber on it basis

Аннотация:

A novel entry toward poly( 2,6-diimidazo(4,5-b: 4’,5’-e)pyridinylene-1,4(2,5-dihydroxy)-phenylene) (PIPD) has been elaborated. A strategy based on a new route to monomers: a sequential nitration of 2,6-diaminopyridine with KNO3/H2SO4 gives 2,6- diamino- 3,5-dinitro pyridine (DNDAP) in moderate yield and its hydrogenation with Raney nickel as catalyst leads to 2,3,5,6-tetraaminopyridine (TAP) in high yield. The second monomer 2,5-dihydroxyterephthalate (DHTA) was synthesized in high yield as product of sulfur-mediated aromatization of dimethyl succinoyl succinate with subsequent base hydrolysis. PIPD was synthesized by step-by-step heating in polyphosphoric acid with molecular weights of 19 – 25 kilodaltons. The macromolecule of PIPD can be seen as lap-join chain form nano-sized rigid fragment. The as-polymerized liquid crystalline PIPD solution was used for fiber spinning. The tensile strength of PIPD fibers were 1.28 – 1.99 GPa and depended on the molecular weight of the polymer used for spinning. 

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