1.7- Naphthylene diamine

Potassium cyanate, carbonic and chlorocarbonic esters, phosgene, or urea are used as cyclizing agents in the synthesis of perimidine-2-one 430 (X = X = NR, Y = O) and its derivatives from 1,8-naphthylene-diamines. Naphtho[substituted amino group in position 2 (X = Y = NH or Y = NR) are obtained on interaction of 1,8-naphthylenediamines with bromocyanogen, cyanoamide, 5-methylisothiourea, arylisothiocyanates, or dimethyltri-chloromethylamine. 

Naphthoquinone has been prepared by the oxidation of naphthalene,1 1,4-aminonaphthol,2 1,4-naphthylene diamine,2 and 1,4-naphthylamine sulfonic acid.3 Recent work4 has shown that the oxidation of the 1,4-aminonaphthol is the most convenient method of preparation. 

A.F. Pozharskii, V.A. Ozeryanskii, Peri-Naphthylene-diamines 23 investigation of the intramolecular hydrogen bond in protonated 1, 8-bis(dimethylamino) naphthalenes by H NMR spectroscopy. Russian Chem. Bull. 47, 66-73 (1998)... 

N. N < Dimethyl-N -[camphery liden (3)>niethyl1 2-p beiiy] naphthylen diamin (1.3) 14 II14 ... 

This limitation is overcome when the elastomer is cast from a mixture consisting of a linear polyester or poly ether, diisocyanate and glycol or diamine. In this process, the hydroxy-terminated polymer (e.g., poly(ethylene adipate) or poly(oxytetramethylene) glycol) is treated with an excess of diisocyanate (e.g., naphthylene 1,5-diisocyanate, tolylene diisocyanate or diphenylmethane 4,4 -diisocyanate). The product is a pre-polymer which is, in effect, a mixture of isocyanate-terminated polymer and unreacted diisocyanate. The pre-polymer is then mixed with either a glycol (e.g., 1,4-butanediol or 1,6-hexanediol) or diamine (which is usually a deactivated amine such as 3,3 -dichloro4,4 -diamino-diphenylmethane (MOCA)). The mixture is poured into a heated mould where it quickly sets. After about 30 mins the casting is removed from the mould and cured at about 110°C for 24 hours. 

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