Synthesis of a Triamine Containing a Symmetrical Triarylpyridine Structure and Its Hyperbranched Polyimide

Abstract

The invention relates to synthesis of a triamine containing a symmetrical triaryl pyridine structure and hyperbranched polyimide thereof. The triamine monomer is BB'2-type aromatic triamine, namely 2,4,6-tris[4-(4-aminophenoxy)-phenyl] pyridine the structure of which is shown in the specification. The triamine is prepared by the following three steps: firstly reacting p-hydroxybenzaldehyde with p-hydroxyacetophenone in acetic acid to obtain 2,4,6-tris(4-hydroxyphenyl) pyridine, then reacting 2,4,6-tris(4-hydroxyphenyl) pyridine with p-chloronitrobenzene to obtain 2,4,6-tris[4-(4-nitrophenoxy)-phenyl] pyridine, and finally reducing the trinitro compound by use of hydrazine hydrate in the presence of a carbon-supported palladium catalyst to synthesize 2,4,6-tris[4-(4-aminophenoxy)-phenyl] pyridine. The hyperbranched polyimide of the triamine is an amino-terminated or anhydride-terminated hyperbranched polyimide polymer obtained by polymerization of the triamine monomer and a commercial dianhydride monomer. The prepared hyperbranched polyimide has excellent high-temperature resistance, solubility and optical properties; and the hyperbranched polyimide polymer material has great application value and prospects in the fields of photosensitive, optical waveguide and gas permeation separation membranes and other materials.

Description

technical field [0001] The invention belongs to the field of macromolecular materials, and specifically relates to 2,4,6-tris[4-(4-aminophenoxy)-phenyl]pyridine monomer, which contains BB' of symmetrical triarylpyridine structure 2 The synthetic method of type triamine monomer and the hyperbranched polyimide polymer synthesized from this triamine monomer. Background technique [0002] In recent years, hyperbranched polyimide has a series of excellent comprehensive properties due to the advantages of both polyimide and hyperbranched polymer, such as high temperature resistance, high strength, high dielectric, low or no crystallinity Crystallization, low solution viscosity, and good solubility have attracted the attention and research of many scientific researchers. Its products have been developed and applied to membrane materials such as gas separation membranes and permeable membranes, as well as other high-tech materials such as photosensitive, optical waveguides, liquid ...

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Problems solved by technology

[0004] In addition, among the many synthetic methods of hyperbranched polyimide, by AB x The product structure obtained by (x≥2) type monomer is not easy to control, so it is rarely used; A 2 +B 3 Although the method is widely accepted, gels are prone to occur during the reaction, so a B with a slightly different functional group activity was selected. 3 type monomer and A 2 type monomer reaction (non-ideal A 2 +B 3 , namely A 2 +BB' 2 method), has become the most convenient and ideal way to prepare hyperbranched polyimide (Liu Y, Chung T S.J Polym Sci, Part A: Polym Chem, 2002, 40, 4563-4569; Park S J, Li K, Jin F L. Mater Chem Phys, 2008, 108, 214~219)

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