Fibril Film Formation of Pseudoenantiomeric Oxymethylenehelicene Oligomers at the Liquid-Solid Interface: Structural Changes, Aggregation, and Discontinuous Heterogeneous Nucleation.

Oxymethylenehelicene (P)- and (M)-oligomers up to a nonamer were synthesized by a building block method. The oligomers formed dimeric homoaggregates in trifluoromethylbenzene. A mixture of the pseudoenantiomeric (P)-pentamer and (M)-hexamer formed a heteroaggregate, which self-assembled into one-dimensional fibril films at the liquid-solid interface. Discontinuous heterogeneous nucleation occurred, which involved the formation of particles that were 50 nm in diameter and subsequent fibril growth from these particles. The fibril film was formed on the solid surface and the molecules remained dissociated in solution. The fibril film formation was affected by seeding and the solid surface materials.