Synthesis and properties of novel copolymers of poly(ether ketone diphenyl ketone ether ketone ketone) and poly(ether amide ether amide ether ketone ketone)

Abstract

Newmonomers, 4,4 0 -bis(4-phenoxybenzoyl)diphenyl (BPOBDP) and N,N 0 -bis(4-phenoxybenzoyl)24,4 0 -diaminodiphenyl ether (BPBDAE), were conveniently synthesized via simple synthetic procedures from readily available materials. Novel copolymers of poly(ether ketone diphenyl ketone ether ketone ketone) (PEKDKEKK) and poly(ether amide ether amide ether ketone ketone) (PEAEAEKK) were synthesized by electrophilic FriedelCrafts solution copolycondensation of isophthaloyl chloride (IPC) with a mixture of BPOBDP and BPBDAE, over a wide range of BPOBDP/BPBDAE molar ratios, in the presence of anhydrous AlCl 3 and N-methylpyrrolidone (NMP) in 1,2-dichloroethane (DCE). The copolymers obtained were characterized by different physicochemical techniques. The copolymers with 10-40 mol% BPBDAE are semicrystalline and had remarkably increased T g s over commercially available PEEK and PEKK due to the incorporation of amide and diphenyl linkages in the main chains. The copolymers IV and V with 30-40 mol% BPBDAE had not only high T g s of 185-188 C, but also moderate T m s of 326-330 C, having good potential for the melt processing. The copolymers IV and V had tensile strengths of 101.7-102.3 MPa, Young's moduli of 2.19-2.42 GPa, and elongations at break of 13.2-16.6% and exhibited high thermal stability and excellent resistance to organic solvents. POLYM. ENG. SCI., 54:1757-1764

Polyetherketoneketone (PEKK): An emerging biomaterial for oral implants and dental prostheses

“…The PEKK is a methacrylate-free thermoplastic high-performance material [4] . PEKK was firstly introduced by Bonner in 1962 [5] , and since then, it has been used for different industrial and military purposes [6] . Recently, PEKK has increasingly used as a biomaterial with properties suitable for dental and medical applications [7] .…”

A Sneak Peek Toward Polyaryletherketone (PAEK) Polymer: A Review

“…The manufacturing of PEEK polymer is done by injection molding, compression molding, computer-aided design/computer-assisted manufacture (CAD/CAM), or rapid prototyping. PEKK is an ultra-high-molecular-weight polymer with linear aromatic polyether ketone group introduced by Bonner in the year 1962 [9]. PEKK is a product of diphenyl ether and terephthaloyl chloride in which aluminum chloride and nitrobenzene are added (Figure 4 and Figure 5).…”

“…PEKK is an ultra-high-molecular-weight polymer with linear aromatic polyether ketone group introduced by Bonner in the year 1962 [ 9 ]. PEKK is a product of diphenyl ether and terephthaloyl chloride in which aluminum chloride and nitrobenzene are added (Figure 4 and Figure 5 ).…”

PEEK Biomaterial in Long-Term Provisional Implant Restorations: A Review

“…The polyaryletherketone (PAEK) family are superior performance polymers among all thermoplastic composites, as shown in Figure 1 [ 9 , 10 ]. Polyetheretherketone (PEEK) and polyetherketoneketone (PEKK) are the two most common sub-members of the PAEK family launched in the engineering field in the 1980s [ 11 ]. PAEK family has a linear aromatic polyether ketone.…”