Fabrication of Aromatic‐Aliphatic Aminoketone Polymers with Terminal Fluorine Groups

2010 
A procedure for synthesis aromatic-aliphatic PAK, completely functionalized with p-fluorophenyl terminal groups, is presented. This synthesis uses the nucleophilic aromatic substitution of DFB with various secondary aliphatic diamines [CH 3 -NH-(CH 2 ) m -NH-CH 3 ] (m = 3, 6, and 8) and cesium fluoride as the base catalyst in the melt. The linearity and the complete functionalization of the PAK compounds with p-fluorophenyl terminal groups are demonstrated with the aid of MALDI TOF mass spectrometry. PAK compounds are semi-crystalline as shown by WAXS and DSC measurements. The degree of crystallinity ranges between 2 and 25%. Nucleophilic aromatic substitution reactions in the fluorine end groups are demonstrated by reaction of PAK (m = 6) with the strong S-nucleophile mercaptoacetic acid.
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