Spectroscopic Study of the Interaction Between TCNQ and Cryptand 222 in Chloroform Solution

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The interaction between 4, 7, 13, 16, 21, 24 - hexaoxa-1,10 - diazabicyclo [8.8.8] hexacosane (C222) and 7,7,8,8- teracyanoquinodimethane (TCNQ) has been studied in chloroform at 25°C. The results indicate a two step mechanism. At the first step, two adducts (assign as P1 and P2) are formed through equilibrium reactions. In continue and through nonequilibrium reactions the adducts are converted to a final product (assign as P3). Based on the comparison of the spectra of C222-TCNQ mixture with that of Na-18C6-TCNQ mixture, the C222+TCNQ¯, C222+TCNQ¯TCNQo and (C222+)2(TCNQ¯)2 are suggested as the P1, P2, and P3, respectively. IR specra of C222 and TCNQ are compared with the spectrum of solid 1:1 TCNQ-C222 complex and the effect of complexation on absorption bands are discussed.