Ditriethylammonium terephthalate

For the product from ditriethylammonium adipate and phenylphosphonic dichloride the following pertinent assignments are made (all bands given in cm ) intense band at 1280 in both phenylphosphoric dichloride and product assigned to P = 0 stretching presence of the P-phenyl moiety from the presence of bands at 1420 (1445 in POOCl itself) and 1015 (same for POOCl ) in the product shift or carbonyl from 1680 for terephthalic acid itself, and 1645 for ditriethylammonium terephthalate to 1660 for the product consistent with ester or anhydride formation presence of new peaks at 1065 and 1110 attributed to stretching in the -P-O-C moiety appearance of bands characteristic of the presence of the phenyl and phenylene moieties at 525, 555, 680 (small spike), combined band with spikes at 720 and 725, and 780 (POOCI2 exhibits bands at 790, 720 and 755 ditriethylamine terephthalate exhibits bands at 500, 520, 550, 690, 725, and 770). 

Metal salts, such as sodium and potassium, of adipic, and terephthallc, etc., acids are largely insoluble in such organic liquids as chloroform and carbon tetrachloride. Our initial attempts were directed at neutralizing diacids employing triethylamine as the neutralizing base. The resulting ditriethylammonium salt yielded a sparsely soluble product. For instance ditriethylammonium terephthalate is partially soluble in chloroform... 

Reaction conditions Same as Table 1 except employing different acid chlorides and ditriethylammonium terephthalate at 180 sec. stirring time. 

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