ChemInform Abstract: The Design and Synthesis of Versatile Molecular Building Blocks: Working Towards the Controlled Self-Assembly of Novel Functional Materials

ChemInform ◽  
2010 ◽  
Vol 33 (30) ◽  
pp. no-no
Author(s):  
Melanie Pilkington ◽  
Silvio Decurtins
Keyword(s):  
Self Assembly ◽  
Functional Materials ◽  
Building Blocks ◽  
Design And Synthesis ◽  
Molecular Building Blocks

scholarly journals The Assembly of Porphyrin Systems in Well-Defined Nanostructures: An Update

Molecules ◽  
2019 ◽  
Vol 24 (23) ◽  
pp. 4307 ◽  
Author(s):  
Gabriele Magna ◽  
Donato Monti ◽  
Corrado Di Natale ◽  
Roberto Paolesse ◽  
Manuela Stefanelli
Keyword(s):  
Self Assembly ◽  
Energy Transport ◽  
Functional Materials ◽  
Building Blocks ◽  
Spatial Arrangement ◽  
Transport Processes ◽  
Internal Electric Field ◽  
Porphyrin Derivatives ◽  
Molecular Building Blocks ◽  
The Individual

The interest in assembling porphyrin derivatives is widespread and is accounted by the impressive impact of these suprastructures of controlled size and shapes in many applications from nanomedicine and sensors to photocatalysis and optoelectronics. The massive use of porphyrin dyes as molecular building blocks of functional materials at different length scales relies on the interdependent pair properties, consisting of their chemical stability/synthetic versatility and their quite unique physicochemical properties. Remarkably, the driven spatial arrangement of these platforms in well-defined suprastructures can synergically amplify the already excellent properties of the individual monomers, improving conjugation and enlarging the intensity of the absorption range of visible light, or forming an internal electric field exploitable in light-harvesting and charge-and energy-transport processes. The countless potentialities offered by these systems means that self-assembly concepts and tools are constantly explored, as confirmed by the significant number of published articles related to porphyrin assemblies in the 2015–2019 period, which is the focus of this review.

scholarly journals Viologen capped by nucleobase—building blocks for functional materials: synthesis and structure–properties relationship

2021 ◽  
Author(s):  
Marius Ciobanu ◽  
Carmen-Simona Jordan
Keyword(s):  
Self Assembly ◽  
Liquid Crystalline ◽  
Functional Materials ◽  
Building Blocks ◽  
Benzene Sulfonate ◽  
Materials Synthesis ◽  
Substantial Impact ◽  
Design And Synthesis ◽  
Thermochromic Properties ◽  
Structure Properties

AbstractThe current study presents a new class of functional derivatives (1–3) consisting of a dicationic viologen (4,4’-bipyridinium unit) (V2+) capped by nucleobases thymine (NB1), adenine (NB2), thymine/adenine (NB1, NB2), and ion-paired with amphiphilic anion 3,4,5-tris(dodecyloxy)benzene sulfonate (DOBS−). The target of our work focuses on the design and synthesis of molecular building blocks in which three different functionalities are combined: chromophore (V2+ unit), molecular recognition (NB unit), and thermotropic liquid crystal (DOBS unit). The resulted materials exhibit liquid crystalline properties at ambient temperature with significant particularities-induced by nucleobases in the mesogen structure. Structure–properties relationship study focuses on providing knowledge about (1) how the thermotropic, redox properties, thermochromism, or ionic conductive properties are influenced by the presence of purinic or pyrimidinic nucleobases, and (2) how effective is their ability to self-assembly by hydrogen bonding in nonpolar solvents. The presence of nucleobases has been proved to have a substantial impact on electron transfer rate during the reduction of viologen moieties by intermolecular aggregation. Ionic conductivity and thermochromic properties of derivatives 1–3 were investigated and compared to a non-containing nucleobase analog methyl viologen with 3,4,5-tris(dodecyloxy)benzene sulfonate anion (MV) as reference. Graphical abstract

scholarly journals Synthesis and Characterisation of Dimeric Bolaamphiphilic Dehydrodipeptides for Biomedical Applications

2020 ◽  
Vol 4 (1) ◽  
pp. 35
Author(s):  
Carolina Amorim ◽  
Peter J. Jervis ◽  
Juliana Andrade ◽  
Paula M. T. Ferreira ◽  
José A. Martins
Keyword(s):  
Self Assembly ◽  
Biomedical Applications ◽  
Functional Materials ◽  
Building Blocks ◽  
The Self ◽  
Molecular Building Blocks

The self-assembly of nanometric structures from molecular building blocks is an effectiveway to make new functional materials for biological and technological applications. [...]

scholarly journals Bolaamphiphilic Bis-Dehydropeptide Hydrogels as Potential Drug Release Systems

2021 ◽  
Author(s):  
Carolina Amorim ◽  
Sergio R.S. Veloso ◽  
Elisabete M.S. Castanheira ◽  
Loic Hilliou ◽  
Renato B. Pereira ◽  
...  
Keyword(s):  
Methylene Blue ◽  
Sustained Release ◽  
Self Assembly ◽  
Functional Materials ◽  
Building Blocks ◽  
The Self ◽  
Molecular Building Blocks ◽  
Hydrogel Network ◽  
Keratinocyte Cell ◽  
Drug Compound

<div>The self-assembly of nanometric structures from molecular building blocks is an effective</div><div>way to make new functional materials for biological and technological applications. In this work</div><div>four symmetrical bolaamphiphiles based on dehydrodipeptides</div><div>(phenylalanyldehydrophenylalanine and tyrosyldehydrophenylalanine) linked through phenyl</div><div>or naphthyl linkers (terephthalic acid and 2,6-naphthalenedicarboxylic acid) were prepared and</div><div>their self-assembly properties studied. The results showed that all compounds with the exception</div><div>of the bolaamphiphile of tyrosyldehydrophenylalanine and 2,6-naphthalene dicarboxylic acid</div><div>gave self-standing hydrogels with critical gelation concentrations of 0.3 and 0.4 wt% using a pH</div><div>trigger. The self-assembly of these hydrogelators was investigated using STEM microscopy,</div><div>which revealed a network of entangled fibres. According to rheology the dehydrodipeptide</div><div>bolaamphiphile hydrogelators are viscoelastic materials with an elastic modulus G’ that falls in</div><div>the range of native tissue (0.37 kPa brain – 4.5 kPa cartilage). In viability and proliferation studies,</div><div>it was found that these compounds were non-toxic towards the human keratinocyte cell line,</div><div>HaCaT. In sustained release assays, we studied the effects of the charge present on the model</div><div>drug compound on the rate of cargo release from the hydrogel networks. Methylene blue (MB),</div><div>methyl orange (MO) and ciprofloxacin were chosen as cationic, anionic and overall neutral cargo,</div><div>respectively. These studies have shown that the hydrogels provide a sustained release of methyl</div><div>orange and ciprofloxacin, while the methylene blue is retained by the hydrogel network.</div>

scholarly journals Bolaamphiphilic Bis-Dehydropeptide Hydrogels as Potential Drug Release Systems

2021 ◽  
Author(s):  
Carolina Amorim ◽  
Sergio R.S. Veloso ◽  
Elisabete M.S. Castanheira ◽  
Loic Hilliou ◽  
Renato B. Pereira ◽  
...  
Keyword(s):  
Methylene Blue ◽  
Sustained Release ◽  
Self Assembly ◽  
Functional Materials ◽  
Building Blocks ◽  
The Self ◽  
Molecular Building Blocks ◽  
Hydrogel Network ◽  
Keratinocyte Cell ◽  
Drug Compound

<div>The self-assembly of nanometric structures from molecular building blocks is an effective</div><div>way to make new functional materials for biological and technological applications. In this work</div><div>four symmetrical bolaamphiphiles based on dehydrodipeptides</div><div>(phenylalanyldehydrophenylalanine and tyrosyldehydrophenylalanine) linked through phenyl</div><div>or naphthyl linkers (terephthalic acid and 2,6-naphthalenedicarboxylic acid) were prepared and</div><div>their self-assembly properties studied. The results showed that all compounds with the exception</div><div>of the bolaamphiphile of tyrosyldehydrophenylalanine and 2,6-naphthalene dicarboxylic acid</div><div>gave self-standing hydrogels with critical gelation concentrations of 0.3 and 0.4 wt% using a pH</div><div>trigger. The self-assembly of these hydrogelators was investigated using STEM microscopy,</div><div>which revealed a network of entangled fibres. According to rheology the dehydrodipeptide</div><div>bolaamphiphile hydrogelators are viscoelastic materials with an elastic modulus G’ that falls in</div><div>the range of native tissue (0.37 kPa brain – 4.5 kPa cartilage). In viability and proliferation studies,</div><div>it was found that these compounds were non-toxic towards the human keratinocyte cell line,</div><div>HaCaT. In sustained release assays, we studied the effects of the charge present on the model</div><div>drug compound on the rate of cargo release from the hydrogel networks. Methylene blue (MB),</div><div>methyl orange (MO) and ciprofloxacin were chosen as cationic, anionic and overall neutral cargo,</div><div>respectively. These studies have shown that the hydrogels provide a sustained release of methyl</div><div>orange and ciprofloxacin, while the methylene blue is retained by the hydrogel network.</div>

scholarly journals Bolaamphiphilic Bis-Dehydropeptide Hydrogels as Potential Drug Release Systems

Gels ◽  
2021 ◽  
Vol 7 (2) ◽  
pp. 52
Author(s):  
Carolina Amorim ◽  
Sérgio R. S. Veloso ◽  
Elisabete M. S. Castanheira ◽  
Loic Hilliou ◽  
Renato B. Pereira ◽  
...  
Keyword(s):  
Methylene Blue ◽  
Methyl Orange ◽  
Sustained Release ◽  
Self Assembly ◽  
Functional Materials ◽  
Building Blocks ◽  
The Self ◽  
Molecular Building Blocks ◽  
Keratinocyte Cell Line Hacat ◽  
Model Drug

The self-assembly of nanometric structures from molecular building blocks is an effective way to make new functional materials for biological and technological applications. In this work, four symmetrical bolaamphiphiles based on dehydrodipeptides (phenylalanyldehydrophenylalanine and tyrosyldehydrophenylalanine) linked through phenyl or naphthyl linkers (terephthalic acid and 2,6-naphthalenedicarboxylic acid) were prepared, and their self-assembly properties were studied. The results showed that all compounds, with the exception of the bolaamphiphile of tyrosyldehydrophenylalanine and 2,6-naphthalene dicarboxylic acid, gave self-standing hydrogels with critical gelation concentrations of 0.3 wt % and 0.4 wt %, using a pH trigger. The self-assembly of these hydrogelators was investigated using STEM microscopy, which revealed a network of entangled fibers. According to rheology, the dehydrodipeptide bolaamphiphilic hydrogelators are viscoelastic materials with an elastic modulus G′ that falls in the range of native tissue (0.37 kPa brain–4.5 kPa cartilage). In viability and proliferation studies, it was found that these compounds were non-toxic toward the human keratinocyte cell line, HaCaT. In sustained release assays, we studied the effects of the charge present on model drug compounds on the rate of cargo release from the hydrogel networks. Methylene blue (MB), methyl orange (MO), and ciprofloxacin were chosen as cationic, anionic, and overall neutral cargo, respectively. These studies have shown that the hydrogels provide a sustained release of methyl orange and ciprofloxacin, while methylene blue is retained by the hydrogel network.

A Dynamic Route to Structure and Function: Recent Advances in Imine-Based Organic Nanostructured Materials

2013 ◽  
Vol 66 (1) ◽  
pp. 9 ◽  
Author(s):  
Yi Liu ◽  
Zhan-Ting Li
Keyword(s):  
Self Assembly ◽  
Reaction System ◽  
Functional Materials ◽  
Building Blocks ◽  
The Self ◽  
Interlocked Molecules ◽  
Functional Aspects ◽  
Imine Bond ◽  
And Function ◽  
Dynamic Route

The chemistry of imine bond formation from simple aldehyde and amine precursors is among the most powerful dynamic covalent chemistries employed for the construction of discrete molecular objects and extended molecular frameworks. The reversible nature of the C=N bond confers error-checking and proof-reading capabilities in the self-assembly process within a multi-component reaction system. This review highlights recent progress in the self-assembly of complex organic molecular architectures that are enabled by dynamic imine chemistry, including molecular containers with defined geometry and size, mechanically interlocked molecules, and extended frameworks and polymers, from building blocks with preprogrammed steric and electronic information. The functional aspects associated with the nanometer-scale features not only place these dynamically constructed nanostructures at the frontier of materials sciences, but also bring unprecedented opportunities for the discovery of new functional materials.

scholarly journals Inverse Design of Nanoporous Crystalline Reticular Materials with Deep Generative Models

2020 ◽  
Author(s):  
Zhenpeng Yao ◽  
Benjamin Sanchez-Lengeling ◽  
N. Scott Bobbitt ◽  
Benjamin J. Bucior ◽  
Sai Govind Hari Kumar ◽  
...  
Keyword(s):  
Self Assembly ◽  
Metal Organic Framework ◽  
Internal Surface ◽  
Building Blocks ◽  
Structural Features ◽  
Generative Models ◽  
Combinatorial Design ◽  
Surface Areas ◽  
Molecular Building Blocks ◽  
Metal Organic

Reticular frameworks are crystalline porous materials that form <i>via</i> the self-assembly of molecular building blocks (<i>i.e.</i>, nodes and linkers) in different topologies. Many of them have high internal surface areas and other desirable properties for gas storage, separation, and other applications. The notable variety of the possible building blocks and the diverse ways they can be assembled endow reticular frameworks with a near-infinite combinatorial design space, making reticular chemistry both promising and challenging for prospective materials design. Here, we propose an automated nanoporous materials discovery platform powered by a supramolecular variational autoencoder (SmVAE) for the generative design of reticular materials with desired functions. We demonstrate the automated design process with a class of metal-organic framework (MOF) structures and the goal of separating CO<sub>2</sub> from natural gas or flue gas. Our model exhibits high fidelity in capturing structural features and reconstructing MOF structures. We show that the autoencoder has a promising optimization capability when jointly trained with multiple top adsorbent candidates identified for superior gas separation. MOFs discovered here are strongly competitive against some of the best-performing MOFs/zeolites ever reported. This platform lays the groundwork for the design of reticular frameworks for desired applications.

scholarly journals Straightforward Preparation of Supramolecular Janus Nanorods by Hydrogen Bonding of End-Functionalized Polymers

2020 ◽  
Author(s):  
Shuaiyuan Han ◽  
Sandrine Pensec ◽  
Cédric Lorthioir ◽  
Jacques Jestin ◽  
Jean-Michel Guigner ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Self Assembly ◽  
Functional Materials ◽  
Phase Segregation ◽  
Building Blocks ◽  
Functionalized Polymers ◽  
Nanometer Range ◽  
One Dimensional ◽  
Oil In Water ◽  
First Time

Janus cylinders are one-dimensional colloids that have two faces with different compositions and functionalities and are useful as building blocks for advanced functional materials. Such anisotropic objects are difficult to prepare with nanometric dimensions. Here we describe a robust and versatile strategy to form micrometer long Janus nanorods with diameters in the 10-nanometer range, by self-assembly in water of end-functionalized polymers. For the first time, the Janus topology is not a result of the phase segregation of incompatible polymer arms, but is driven by the interactions between unsymmetrical and complementary hydrogen bonded stickers. It is therefore independent of the actual polymers used and works even for compatible polymers. To illustrate their applicative potential, we show that these Janus nanorods can efficiently stabilize oil-in-water emulsions.

scholarly journals Inverse Design of Nanoporous Crystalline Reticular Materials with Deep Generative Models

2020 ◽  
Author(s):  
Zhenpeng Yao ◽  
Benjamin Sanchez-Lengeling ◽  
N. Scott Bobbitt ◽  
Benjamin J. Bucior ◽  
Sai Govind Hari Kumar ◽  
...  
Keyword(s):  
Self Assembly ◽  
Metal Organic Framework ◽  
Internal Surface ◽  
Building Blocks ◽  
Structural Features ◽  
Generative Models ◽  
Combinatorial Design ◽  
Surface Areas ◽  
Molecular Building Blocks ◽  
Metal Organic

Reticular frameworks are crystalline porous materials that form <i>via</i> the self-assembly of molecular building blocks (<i>i.e.</i>, nodes and linkers) in different topologies. Many of them have high internal surface areas and other desirable properties for gas storage, separation, and other applications. The notable variety of the possible building blocks and the diverse ways they can be assembled endow reticular frameworks with a near-infinite combinatorial design space, making reticular chemistry both promising and challenging for prospective materials design. Here, we propose an automated nanoporous materials discovery platform powered by a supramolecular variational autoencoder (SmVAE) for the generative design of reticular materials with desired functions. We demonstrate the automated design process with a class of metal-organic framework (MOF) structures and the goal of separating CO<sub>2</sub> from natural gas or flue gas. Our model exhibits high fidelity in capturing structural features and reconstructing MOF structures. We show that the autoencoder has a promising optimization capability when jointly trained with multiple top adsorbent candidates identified for superior gas separation. MOFs discovered here are strongly competitive against some of the best-performing MOFs/zeolites ever reported. This platform lays the groundwork for the design of reticular frameworks for desired applications.

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