Synthesis and Characterization of Bio-Based Poly(amide imide)s Derived from 11-Aminoundecanoic Acid and 1,10-Diaminodecane

Abstract

Three diimide diacid (DIDA) monomers possessing different rigid groups (phenyl, biphenyl and diphenyl ether group) between two imide rings were prepared through the dehydration cyclization reaction of 11-aminoundecanoic acid and aromatic dianhydride. These DIDA monomers were polymerized with 1,10-diaminodecane to produce bio-based poly(amide imide)s (PAIs) by the ecofriendly and low-cost two-step polymerization method. All the PAIs have high thermal stabilities, and their initial thermal decomposition temperatures are above 400 °C at 5% weight loss. When the rigid group between two imide rings is changed from phenyl to diphenyl ether group, the glass transition temperature of PAI shows a decreasing trend from 54.7 °C to 42.4 °C, the tensile strength also reduces from 62.4 MPa to 49.5 MPa, but elongation at break increases from 3.7% to 6.8%. Moreover, the PAI with phenyl group between two imide rings is a semicrystalline polymer, while the PAI with biphenyl or diphenyl ether group is an amorphous polymer. It is a viable way to regulate the properties of PAIs by changing the structure of rigid group between two imide rings. Such bio-based PAIs with high thermal stabilities, low glass transition temperatures and good mechanical strength will provide great promise for their wider applications.