{'fraction_non_alphanumeric': 0.024924678170364284, 'fraction_numerical': 0.008490824431662557, 'mean_word_length': 6.036608863198459, 'pattern_counts': {'":': 0, '<': 0, '<?xml version=': 0, '>': 0, 'https://': 0, 'lorem ipsum': 0, 'www.': 0, 'xml': 0}, 'pii_count': 0, 'substrings_counts': 0, 'word_list_counts': {'cursed_substrings.json': 0, 'profanity_word_list.json': 0, 'sexual_word_list.json': 0, 'zh_pornsignals.json': 0}}
Self-Assembled and Nonassembled Alkylated-Fullerene Materials.

Fullerene (C60), a π-conjugated cage molecule consisting of 60 sp2-hybridized carbon atoms that are arranged into perfect icosahedral symmetry, is one of the most extensively studied nanocarbon materials by virtue of its characteristic spherical structure, fascinating optoelectronic properties, and widespread applications in material science. To implement practical applications, C60 is generally used as a building motif to assemble into various ordered superstructures. Unlike the controllable face-to-face π-π interactions of planar π-conjugated molecules, the π-π interactions between the three-dimensional spherical C60 units are random and directionless, which generally lead to complicated aggregated structures and unpredictable properties. The primary target of our research is to produce a robust design strategy for functional C60 materials, by which the single C60 molecules can be engineered into desirable self-organized architectures with optimized functions. To this end, we focused on alkylated fullerene (alk-C60) derivatives, a simple molecular system whose two components, alkyl chains and C60, exhibit both hydrophobicity yet different affinities to organic solvents. As a result, the alk-C60 derivatives present an unusual "hydrophobic amphiphile" system. Through systematic tuning of the substitution pattern of a series of alkyl side chains (number, length, branching, and substitution position) and external experimental conditions, the factors influencing alk-C60 self-assembly behaviors were determined. In addition, the feasibility of forming hybrid coassemblies with alk-C60 and other nanocarbon materials was demonstrated. By taking full advantage of the hydrophobic nature and active optoelectronic properties of these self- or hybrid-assemblies, various superhydrophobic materials and/or optoelectronic devices were developed. However, supported only by weak noncovalent interactions, these ordered superstructures are intrinsically fragile under various external stimuli. To improve the structural stability and achieve consistent optoelectronic performance of these novel materials, we strengthened the ordered structures via metallization and plasticization. Both approaches gave rise to robust and endurable materials with functions inherited from the pristine assemblies but at the cost of their former softness and facile processability. Thereafter, we focused on amorphous materials in view of their consistent and predictable optoelectronic properties that are independent of their geometry and physical environment. Unexpectedly, the amorphous materials obtained were liquids at room temperature, whose excellent deformability might enable applications in flexible/wearable optoelectronic devices. However, the lack of sufficient molecular order impaired their optoelectronic performance. To address this, we devised a straightforward strategy toward the directed ordered self-assembly of the alk-C60 liquids by adding molecular cofactors ( n-alkanes or C60) into the liquids. Using this strategy, the balance between intermolecular order and material softness can be readily adjusted to meet different application requirements. Through iterative refinements to our novel alk-C60 system, we have demonstrated its power in generating numerous self-assembled, hybrid-assembled, and nonassembled materials toward versatile applications. We believe such a comprehensive description of these alk-C60-based functional materials provides deep insights into these still-evolving materials, which will underpin more advanced applications in near future.