Organic and Macromolecular Chemistry
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Organic and Macromolecular Chemistry |
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| 155 | Zhang, C.; Schlaad, H.; Schlüter, A. D. |
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| Keywords | Amphiphiles, polymer synthesis, poly(para-phenylene)s, Suzuki cross-coupling, Suzuki polycondensation | |
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| Abstract | 1,4-Dibromobenzenes carrying non-polar hexoxy and polar oligo(ethylene glycol) side chains have been subjected to Suzuki polycondensation with a benzene-1,4-bisboronic acid ester to produce high molar mass poly(para-phenylene)s. The molar masses were determined with size exclusion chromatography using conventional polystyrene and universal calibration. These novel amphiphilically equipped rigid rod polymers have the potential to segregate lengthwise into polar and non-polar domains, a property which has only rarely been described so far, and promise to exhibit novel interesting supramolecular properties. The oligo(ethylene gylcol) side chains terminate with a silyl protected alcohol group, and its deprotection on the polymer was proven to proceed quantitatively. This not only led to a further polarity increase but allows to attach even more polar (e.g., charged) units in future projects. |