Phosphorylation reaction, polyamides

Scheme 1 Formation of polyamide using phosphorylation reaction.

Polyamides Via the Phosphorylation Reaction Poly-p-benzamide (PBA) and iV-Methyl PBA Copolymers... 

P. Carretero, R. Sandin, R. Mercier, A.E. Lozano, J.G. de la Campa, J. de Abajo, Micro-wave-induced synthesis of aromatic polyamides by the phosphorylation reaction, Aust. J. Chem. 62 (3)(2009) 250-253. 

Fig.12. Microwave-assisted preparation of polyamides via phosphorylation reaction. Reprinted from (1999) Angew Makromol Chem 269 54 [74] with permission...

Monomers derived from trimellitic anhydride, mainly V-carboxyphenyltrimel-litimides and V-(co-carboxyalkylene)trimellitimides have been also used many times as starting materials for the synthesis of poly (amide imide)s. These poly (amide imide)s have been traditionally prepared by low temperature solution polycondensation, from diamines and imide-diacid chlorides [182], but they have been also successfully synthesized by the phosphorylation method of direct polyamidation [184], from diamines and imide-diacids [185-188] as depicted in Scheme (36). Trimellitic acid imide (4-carboxyphthal-imide) has also been used for the preparation of poly(amide imide)s, by reaction with aliphatic and aromatic diamines in solution at moderate temperatures [189]. 

Polyamides with short trimethylene aliphatic flexible sequences were described by Nasr-Isfahani et al. [4]. The poly condensation of the diacid l,3-(4-carboxy phenoxy)propane with various aromatic diamines by direct polycondensation provide PAs with moderate yield. These PAs were found to be soluble in polar aprotic solvents and soluble even in acetone and in THF. Ferreiro et al. [5] described the effect of lateral oxyethylene moieties on the properties of aromatic polyisophthalamides. Several polyisophthalamides containing short sequences of oxyethylene as pendent substituents were synthesized by the reaction of three aromatic diamine monomers and four novel diacid monomers containing pendent oxyethylene units by the phosphorylation method of polycondensation. The polymers were prepared in high yield and high molecular weight. 

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