Three-Point Hydrogen Bonding Assembly between a Conjugated PPV and a Functionalized Fullerene

Abstract

A new self-assembly system between a PPV derivative and an organofullerene through a three-point hydrogen-bonding interaction was prepared. The formation of hydrogen bonding was confirmed by 1H NMR studies in CDCl3. Fluorescence quenching experiments indicated that the fluorescence of U-PPV was greatly quenched by DAP-C60 (K SV = 5.8 × 104 M-1).

New challenges in fullerene chemistry

“…11). 76 Although no PV devices have been reported so far, fluorescence measurements reveal remarkable interactions between the photo-and electro-active units.…”

Complementary Hydrogen Bonding and Block Copolymer Self-Assembly in Cooperation toward Stable Solar Cells with Tunable Morphologies

“…Another intriguing approach is to attach fullerene derivatives selectively to one block of a conjugated BCP via noncovalent interactions, and several existing examples have demonstrated BHJ morphology stabilization using π–π interactions and “single-point” hydrogen bonding. − These interactions are however relatively weak. Among well-studied systems, complementary hydrogen bonding represents one of the strongest and directional noncovalent interactions. − We have recently reported the preparation of a polythiophene BCP selectively functionalized with diaminopyrimidine moieties and a thymine tethered fullerene derivative . Stability of PSC devices employing these materials was significantly improved through the “three-point” complementary hydrogen bonding interactions between diaminopyrimidine and thymine moieties.…”

Bodipy–C60 triple hydrogen bonding assemblies as heavy atom-free triplet photosensitizers: preparation and study of the singlet/triplet energy transfer

“…These reference compounds contain a methyl group at the N-position of the thymine, and as a result the H-bonding with C-1 is substantially inhibited. [27][28][29] All the compounds were prepared using routine synthetic methods and obtained in moderate to satisfactory yields. The molecular structures were fully characterized with 1 H NMR, 13 C NMR and HRMS.…”