0000000000161308
AUTHOR
Frank Walter
An ionene with spirane structure (spiroionene)
The secondary diamine 1,3,5,7-tetrahydro[1,2c:4,5c'] benzodipyrrole (3) and 1,2,4,5-tetrabromomethylbenzene (1) form a polymeric ionene with spirane structure through a repetitive alkylation reaction. The structure of the product could be proven by13C-NMR spectroscopy by comparison with suitable reference compounds. Solutions in aqueous methanol exhibit a typical polyelectrolyte effect. Variation of the counterions produces sufficient solubility in organic solvents. From the crystal structure of a similar model compound one can conclude that the synthesized polymer has a rod-like shape.
Polymersynthesen durch repetitive N-alkylierungen
The repetitive N-alkylation reaction, at first used by Marvel, turned out to be a very versatile method for the synthesis of polycations. Rembaum introduced the name ionenes for this type of polymers. In the first part of the lecture some examples of single-stranded ionenes are described. The second part shows how the repetitive N-alkylation can be used for the synthesis of spiro polymers. In these double-stranded polymers two spiro-conjugated rings of the main chain have a central quaternary nitrogen in common (spiro-ionenes or spiro-azonia polymers)