Addition of Carboxylic Adds

Carbodiimides are diaza derivatives of C02. It is also possible to add heteroatom nucleophiles to them. The addition of carboxylic adds to dicyclohexyl carbodiimide was mentioned in the context of Figures 6.15 and 6.26, but there we looked at it only from the point of view of activating a carboxylic add. This addition follows the proton-catalyzed mechanism of Figure 7.1. 

Three types of lubricants which possess both the perfluoroalkyl group and hydrocarbon long chain, that is an ester, amide, and carboxylic acid amine salt, were synthesized by the following Scheme 1 in Fig.4. The ester and the amide were prep>ared by the addition of carboxylic add chloride to the hexane solution of the corresponding alcohol and amine in the presence of a base agent. The perfluorocarboxylic add and the carboxyhc add ammonium salts are prepared by warming the mixture of the perfluorocarboxylic add and the amine to 80°C imtil the complete dissolution was obtained (Scheme 2).(Kondo et al., 1989,1994)... 

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