Phthalimidine moiety

Preliminary investigations showed that the replacement of one phthalimide in W84 with the benzylidene phthalimi-dine moiety results in an increase in potency in comparison to W84 which could be further enhanced by the replacement of the second phthalimide with benzylidene phthalimidine moiety (Holzgrabe et al., 1997). Similar observations were made for the stepwise replacement of the phthalimide with the above discussed optimal naphthal-imide substituent. The symmetrical compound appears to be about 100 times more potent than W84 and seems to be the most active compound reported till now. It is interesting to find out in the next step whether an asymmetrical compound composed of an hexane-bisammonium-chain connecting a benzylidene phthalimidine and a naphthalim-... 

Banerjee et al. [60] also prepared fluorinated copoly(arylene ether)s by incorporating different molar ratios of A-phenyl-3,3-( w(4-hydroxyphenyl) phthalimidine (Scheme 2.11) in the polymer structure and studied the Tg. It was observed that with an increase in the amount of phthalimidine moiety, the Tg increased because of the rigid cardo structure. The copolymer with highest bisphenol A content had an EB as high as 45% as a result of the increase in flexi-bilizing isopropylidene units. 

S. Ghosh, P. Bandyopadhyay, A.K. Mohanty, S. Banerjee, Gas transport properties of poly(arylene ether)s containing phthalimidine moiety in the main chain, Sep. Purif. Technol. 103(2013) 222-229. 

To see the effect of cardo moiety on gas separation properties, Banerjee et al. synthesized five phenyl-substituted phthalimidine side group-containing semifluorinated PAEs, entries 2GS-37 to 2GS-41) (Table 2.11) [102]. These PAEs were synthesized by aromatic nucleophilic substitution, starting from A-phenyl-3,3-fc/5(4-hydroxyphenyl)phthalimidine with five different perfluoroalkylated monomers l,3- 7/5(4 -fluoro-3 -trifluoromethyl benzyl) benzene. 

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