2008Acta Polymerica SinicaOpen access

SYNTHESIS AND PROPERTIES OF POLY (ARYLENE IMINO ETHER KETONE) CONTAINING ISOPROPYLIDENE GROUPS

Lin Run-xiong

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Abstract

Poly(arylene imino ether ketone) containing isopropylidene group(pr-PIEK) was synthesized by the condensation polymerization of 1,4-bis-(4-bromobenzoyl)benzene and 2,2-bis[4-(4-aminophenoxy)-phenyl]-propane via Palladium-catalyzed aryl amination reaction with high molecular weight,M_n=5.15×104,M_w=1.26×105.The catalyst was tris(dibenzylideneacetone)dipalladium,and the catalyst ligand was BINAP.The monomers,1,4-bis-(4-bromobenzoyl)benzene was synthesized by Friedel-Crafts benzoylation reaction,and 2,2-bis[4-(4-aminophenoxy)phenyl]propane was obtained via two steps.The structure of pr-PIEK was characterized by means of FT-IR,1H-NMR spectroscopy and elemental analysis,and the testing results showed a good agreement with the proposed structure.XRD,DSC and TG measurements show that pr-PIEK possess amorphous nature,good thermal stability with high decomposition temperatures(T_D450℃),mechanical properties(tensile intensity=72.76 MPa,tensile modulus=1013.63 MPa,rupture tensibility=10.32%) and good solubility,pr-PIEK can be dissolved in common organic solvent CHCl_3 at room temperature and dissolved in acetone at 50℃.

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Poly(arylene imino ether ketone) containing isopropylidene group(pr-PIEK) was synthesized by the condensation polymerization of 1,4-bis-(4-bromobenzoyl)benzene and 2,2-bis[4-(4-aminophenoxy)-phenyl]-propane via Palladium-catalyzed aryl amination reaction with high molecular weight,M_n=5.15×104,M_w=1.26×105.The catalyst was tris(dibenzylideneacetone)dipalladium,and the catalyst ligand was BINAP.The monomers,1,4-bis-(4-bromobenzoyl)benzene was synthesized by Friedel-Crafts benzoylation reaction,and 2,2-bis[4-(4-aminophenoxy)phenyl]propane was obtained via two steps.The structure of pr-PIEK was characterized by means of FT-IR,1H-NMR spectroscopy and elemental analysis,and the testing results showed a good agreement with the proposed structure.XRD,DSC and TG measurements show that pr-PIEK possess amorphous nature,good thermal stability with high decomposition temperatures(T_D450℃),mechanical properties(tensile intensity=72.76 MPa,tensile modulus=1013.63 MPa,rupture tensibility=10.32%) and good solubility,pr-PIEK can be dissolved in common organic solvent CHCl_3 at room temperature and dissolved in acetone at 50℃.

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Available abstract

Poly(arylene imino ether ketone) containing isopropylidene group(pr-PIEK) was synthesized by the condensation polymerization of 1,4-bis-(4-bromobenzoyl)benzene and 2,2-bis[4-(4-aminophenoxy)-phenyl]-propane via Palladium-catalyzed aryl amination reaction with high molecular weight,M_n=5.15×104,M_w=1.26×105.The catalyst was tris(dibenzylideneacetone)dipalladium,and the catalyst ligand was BINAP.The monomers,1,4-bis-(4-bromobenzoyl)benzene was synthesized by Friedel-Crafts benzoylation reaction,and 2,2-bis[4-(4-aminophenoxy)phenyl]propane was obtained via two steps.The structure of pr-PIEK was characterized by means of FT-IR,1H-NMR spectroscopy and elemental analysis,and the testing results showed a good agreement with the proposed structure.XRD,DSC and TG measurements show that pr-PIEK possess amorphous nature,good thermal stability with high decomposition temperatures(T_D450℃),mechanical properties(tensile intensity=72.76 MPa,tensile modulus=1013.63 MPa,rupture tensibility=10.32%) and good solubility,pr-PIEK can be dissolved in common organic solvent CHCl_3 at room temperature and dissolved in acetone at 50℃.

Key concepts: Arylene, Polymer chemistry, Amination, Materials science, Ether, Ketone, Propane, Benzene

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