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Amphiphilic block copolymers consisting of hydrophobic regioregular head-to-tail (HT) chiral (( S )-poly- 1a - b -poly- 3 ) or achiral (poly- 1b - b -poly- 3 ) polythiophene chains and a hydrophilic poly(acrylic acid) chain were synthesized. ( S )-Poly- 1a - b -poly- 3 with a chiral polythiophene block formed a micelle in water that exhibited a characteristic induced circular dichroism (ICD) in the π⁻π* transition region due to the formation of supramolecular π-stacked chiral aggregates of the chiral polythiophene blocks in the core. These aggregates were stable, showing no precipitation for more than 5 days. Micelles consisting of chiral ( S )-poly- 1a - b -poly- 3 and achiral poly- 1b - b -poly- 3 showed negative nonlinear effects on supramolecular chiral aggregate formation in the core. Chiral polythiophene aggregates formed in ( S )-poly- 1a - b -poly- 3 micelle cores were stabilized by the crosslinking of poly(acrylic acid) blocks with diamines in the shell. The ICD intensity of the ( S )-poly- 1a - b -poly- 3 micelle after shell crosslinking showed almost no change with temperature, while that before shell crosslinking decreased with increasing temperature.

Synthesis of Amphiphilic Block Copolymers Containing Chiral Polythiophene Chains and Their Micelle Formation and Chiroptical Properties