Crystallographic insight-guided nanoarchitectonics and conductivity modulation of an n-type organic semiconductor through peptide conjugation

Abstract

Crystallographic insight-guided nanoarchitectonics of peptide-conjugated naphthalene diimide (NDI) is described. In a bio-inspired approach, non-proteinogenic α-amino isobutyric acid (Aib)- and alanine (Ala)-derived peptides orchestrated the 1D achiral and 2D chiral molecular ordering of NDI, respectively, which resulted in modulation of nanoscale morphology, chiroptical and conductivity properties.

Augmenting Photoinduced Charge Transport in a Single‐Component Gel System: Controlled In Situ Gel–Crystal Transformation at Room Temperature

“…±3.8 V, Figure e) to a linear ohmic I – V response with higher current (with no electrical breakdown, Figure f) for the self‐assembled crystalline state. The high photoconductivity value from such single‐component self‐assembled ordered crystals, neither using a donor‐acceptor or I 2 doping strategy nor compromising their emission features, are impressive with respect to reported values …”

“…The high photoconductivity value from such single-component self-assembled ordered crystals, neither using ad onor-acceptor or I 2 doping strategy nor compromising their emission features, are impressive with respect to reported values. [6,7,10,[44][45][46]…”

“…Single‐component transport active luminogen assemblies are essential for next generation plastic electronics because they can actually simplify and shorten the device fabrication procedure with lesser production cost . However, simultaneous gain of high transport efficiency and luminescence in single‐component assemblies are rarely reported due to difficulty in merging two self‐opposing factors, i.e., 1) Strong intermolecular space delocalization (π⋅⋅⋅π) of π‐electron cloud improves electronic features and 2) On the contrary, strong face‐to‐face intermolecular π⋅⋅⋅π interactions trigger delocalized excitons, rendering the molecular assembly to be non‐emissive or fluoresce weakly . Our contribution herein provides a new incentive towards architecting a higher‐order single molecular assembly (no use of dopants or additives to improve the optoelectronic transport), which can balance these two self‐opposing factors, exhibiting manifold functions.…”

Molecular Architectonics‐Guided Fabrication of Superhydrophobic and Self‐Cleaning Materials

“…Molecular architectonics is an art of generating novel functional architectures through the process of controlled molecular organization. [ 30–35,41, 48,49 ] Engineering of molecular organization into nano, micro, and macroscale molecular architectures and materials involves rational designing and synthesis of molecular building blocks with embedded assembly properties (self‐assembly, co‐assembly, or hetero‐assembly) and their integration into well‐defined configurations in a controlled fashion. The non‐covalent interactions among the molecular building units ultimately guide the formation of hierarchical architectures with diverse shapes, size, and functionalities.…”

Redox-sensitive reversible self-assembly of amino acid–naphthalene diimide conjugates

“…Recently, development of short peptide sequences decorated with organic p-systems has emerged as a powerful method to tune the properties of self-assembly [9]. Electron-deficient, aromatic 1,4,5,8-naphthalene diimides (NDIs) with well-defined redox and spectroscopic properties have been widely used in p-conjugate systems to fabricate supramolecular nanomaterials [18][19][20][21][22][23][24][25][26][27][28][29]. For example, incorporation of an electron-deficient NDI functional module into a b-sheet forming dipeptide resulted in n-type one-dimensional nanostructures [30] that can be modified to form self-supporting hydrogels [31].…”