Synthesis And Characterization Of Poly (Aromatic Ether Ketone) Containing Side Carboxyl

Poly aromatic ether ketone ketone ether ketone ketone containing pendent carboxyl groups (PEKKEKK-A) was synthesized from trimellitic anhydride chloride (TMAC) and 1,4-bis(4-phenoxybenzoyl)benzene(p-EKKE). For studying the functionality of PEK, in this thesis poly aromatic ether ketone ketone ether ketone ketone containing pendent plasticizer groups (PEKKEKK-E)s were synthesized from PEKKEKK-A and alcohols. Poly aromatic ether ketone ketone ether ketone ketone containing side quinone groups (PEKKEKK-O) was synthesized by ring-closure reaction form PEKKEKK-A with polyphosphate (PPA)/P2O5 or concentrated sulfuric acid(quality fraction 98%)/chlorosulfuric acid as the ring-closing reagents. 4-Methyl benzoyl phthalic acid(MBPA) was synthesized from trimellitic acid anhydride(TMA) and toluene. 4-Methyl benzoyl dibutyl phthalate(MBDP) was prepared by the esterification reaction from MBPA and butanol. The major research content is as follows.1. PEKKEKK-A was synthesized from TMAC and p-EKKE by low temperature solution polycondensation of 1,2-dichloroethane(DCE), N-methy-2-pyrrolidone(NMP) and anhydrous aluminum chloride(AlCl3). The polymer was characterized by Fourier infrared spectrum(FT-IR), proton nuclear magnetic resonance(1H-NMR), wide-angle X-ray diffraction(WAXD), thermal gravimetric analysis(TGA) and differential scanning calorimetry(DSC). The solubility and inherent viscosity of the polymer were studied. The ability of ion exchange and adsorption of PEKKEKK-A and PEKKEKK-Na were also investigated. Results show that the structure of the polymer is expected. The polymer is amorphous, thermal decomposition temperature is 250℃. The inherent viscosity is above 0.63. PEKKEKK-Na exhibits better adsorption ability than PEKKEKK-A.2. Five novel poly aryl ether ketone ketone ether ketone ketone with pendent ester groups (PEKKEKK-E)s were synthesized from PEKKEKK-A and alcohols, for thionyl chloride as acylating reagent and pyridine as a catalyst in the presence of 1,2-dichoroethane. The polymers were characterized by FT-IR, 1H-NMR, WAXD, TGA, DSC, the solubility and mechanical properties of the polymers were investigated. Results show that the glass transition of the polymers is in the range of 175℃to 237℃. The structure of the polymers is expected and is amorphous. The polymers have better solubility than the corresponding polymer. Flexible and colorless films were easily obtained by solution casting taking DMAc as solvent. It shows that the polymers have good mechanical properties. Tensile strength, elongation at break and Young's module of polymers are in the range of 74.7 MPa to 85.4MPa, 6.34% to 15.43%, and 1.74GPa to 3.08GPa, respectively.3. Poly aryl ether ketone ketone ether ketone ketone having quinone moiety in the main chain was synthesized by cyclization of PEKKEKK-A in the presence of 1,2-dichoroethane using polyphosphate (PPA) and phosphorus pentoxide (P2O5) or concentrated sulfuric acid(quality fraction 98%) and chlorosulfuric acid as the cyclization regent. The polymer was characterized by FT-IR, 1H-NMR, WAXD, TGA, DSC, the solubility was also investigated. Results show that the polymer has high glass transition temperature which is 355℃. The onset temperature taken at 5% mass loss of the polymers in nitrogen atmosphere is over 630℃. The polymer is only soluble in chloroacetic acid at room temperature, which shows that the polymer has excellent chemical-resistance.4. 4-Methyl benzoyl phthalic acid(MBPA) was synthesized from trimellitic acid anhydride(TMA) by Friedel-Crafts reaction in the presence of 1,2-dichoroethane and N-methyl-2-pyrrolidone, and anhydrous aluminum chloride as a catalyst. 4-methyl benzoyl dibutyl phthalate(MBDP) was synthesized from MBPA and butanol by the esterification reaction with using toluene-4-sulfonic acid monohydrate as a catalyst. The chemical structure was characterized by FT-IR and 1H-NMR. Results show that the resulting compound has high yields and good compatibility with the general polymer materials. And as a novel high temperature resistance plasticizer has good applications in the plastic industry.