scholarly journals Nanostructures and Self-Assembly of Organogels via Benzimidazole/Benzothiazole Imide Derivatives with Different Alkyl Substituent Chains

2013 ◽  
Vol 2013 ◽  
pp. 1-8 ◽  
Author(s):  
Xihai Shen ◽  
Tifeng Jiao ◽  
Qingrui Zhang ◽  
Haiying Guo ◽  
Yaopeng Lv ◽  
...  
Keyword(s):  
Organic Solvents ◽  
Self Assembly ◽  
Bond Formation ◽  
Alkyl Substituent ◽  
Soft Materials ◽  
Molecular Structures ◽  
Spectral Studies ◽  
Hydrophobic Force ◽  
Alkyl Chains ◽  
Gelation Behavior

New benzimidazole/benzothiazole imide derivatives with different alkyl substituent chains were designed and synthesized. Their gelation behaviors in 22 solvents were tested as novel low-molecular-mass organic gelators. The test showed that the alkyl substituent chains and headgroups of benzimidazole/benzothiazole residues in gelators played a crucial role in the gelation behavior of all compounds in various organic solvents. More alkyl chains in molecular skeletons in present gelators are favorable for the gelation of organic solvents. SEM and AFM observations revealed that the gelator molecules self-assemble into different aggregates from wrinkle, lamella and belt to dot with change of solvents. Spectral studies indicated that there existed different H-bond formation between imide groups and hydrophobic force of alkyl substituent chains in molecular skeletons. The present work may give some insights into design and character of new organogelators and soft materials with special molecular structures.

scholarly journals Self-Assembly and Soft Material Preparation of Binary Organogels via Aminobenzimidazole/Benzothiazole and Acids with Different Alkyl Substituent Chains

2013 ◽  
Vol 2013 ◽  
pp. 1-11 ◽  
Author(s):  
Tifeng Jiao ◽  
Keren Ma ◽  
Xihai Shen ◽  
Qingrui Zhang ◽  
Xiujin Li ◽  
...  
Keyword(s):  
Organic Solvents ◽  
Self Assembly ◽  
Alkyl Substituent ◽  
Soft Materials ◽  
Spectral Studies ◽  
Hydrophobic Force ◽  
Benzothiazole Derivatives ◽  
Morphological Studies ◽  
Gelation Behavior ◽  
Potential Applications

The gelation behaviors of binary organogels composed of aminobenzimidazole/benzothiazole derivatives and benzoic acid with single-/multialkyl substituent chain in various organic solvents were designed and investigated. Their gelation behaviors in 20 solvents were tested as new binary organic gelators. This showed that the number and length of alkyl substituent chains and benzimidazole/benzothiazole segment have played a crucial role in the gelation behavior of all gelator mixtures in various organic solvents. More alkyl chains in molecular skeletons in present gelators are favorable for the gelation of organic solvents. The length of alkyl substituent chains has also played an important role in changing the gelation behaviors and assembly states. Morphological studies revealed that the gelator molecules self-assemble into different aggregates from wrinkle, lamella, belt, to fiber with change of solvents. Spectral studies indicated that there existed different H-bond formation and hydrophobic force, depending on benzimidazole/benzothiazole segment and alkyl substituent chains in molecular skeletons. The prepared nanostructured materials have wide perspectives and many potential applications in nanoscience and material fields due to their scientific values. The present work may also give new clues for designing new binary organogelators and soft materials.

scholarly journals Preparation and Characterization of Binary Organogels via Some Azobenzene Amino Derivatives and Different Fatty Acids: Self-Assembly and Nanostructures

2014 ◽  
Vol 2014 ◽  
pp. 1-7 ◽  
Author(s):  
Haiying Guo ◽  
Tifeng Jiao ◽  
Xihai Shen ◽  
Qingrui Zhang ◽  
Adan Li ◽  
...  
Keyword(s):  
Fatty Acids ◽  
Organic Solvents ◽  
Self Assembly ◽  
Alkyl Substituent ◽  
Soft Materials ◽  
Spectral Studies ◽  
Hydrophobic Force ◽  
Alkyl Chains ◽  
Morphological Studies ◽  
Amino Derivatives

In present work the gelation behaviors of binary organogels composed of azobenzene amino derivatives and fatty acids with different alkyl chains in various organic solvents were designed and investigated. Their gelation behaviors in 20 solvents were tested as new binary organic gelators. It showed that the length of alkyl substituent chains and azobenzene segment have played a crucial role in the gelation behavior of all gelator mixtures in various organic solvents. Longer alkyl chains in molecular skeletons in present gelators are favorable for the gelation of organic solvents. Morphological studies revealed that the gelator molecules self-assemble into different aggregates from lamella, wrinkle, to belt with change of solvents. Spectral studies indicated that there existed different H-bond formation and hydrophobic force, depending on different substituent chains in molecular skeletons. The present work may also give new perspectives for designing new binary organogelators and soft materials.

Investigation on Self-Assembly in Binary Organogels Containing Benzimidazole/Benzothiazole and Alkyl Substituent Acids

2013 ◽  
Vol 368-370 ◽  
pp. 752-755
Author(s):  
Ai Xin Liu
Keyword(s):  
Benzoic Acid ◽  
Organic Solvents ◽  
Self Assembly ◽  
Crucial Role ◽  
Alkyl Substituent ◽  
Alkyl Chains ◽  
Benzothiazole Derivatives ◽  
Morphological Studies ◽  
Gelation Behavior

The gelation behaviors and self-assembly of organogels composed of benzimidazole/benzothiazole derivatives and benzoic acid with single/multi-alkyl substituent chain in various organic solvents were investigated. Their gelation behaviors in 20 solvents were tested as new organic gelators. It showed that the number and length of alkyl substituent chains, and benzimidazole/benzothiazole segment, have played a crucial role in the gelation behavior of all gelator mixtures in various organic solvents. More alkyl chains in molecular skeletons in present gelators are favorable for the gelation of organic solvents. The length of alkyl substituent chains has also played an important role in changing the gelation behaviors and assembly states. Morphological studies revealed that the gelator molecules self-assemble into different aggregates from wrinkle, lamella, belt, to fiber with change of solvents.

scholarly journals Characterization of Binary Organogels Based on Some Azobenzene Compounds and Alkyloxybenzoic Acids with Different Chain Lengths

2014 ◽  
Vol 2014 ◽  
pp. 1-10
Author(s):  
Yongmei Hu ◽  
Qingshan Li ◽  
Wei Hong ◽  
Tifeng Jiao ◽  
Guangzhong Xing ◽  
...  
Keyword(s):  
Organic Solvents ◽  
Alkyl Substituent ◽  
Morphological Characterization ◽  
Hydrophobic Force ◽  
Multilayer Nanostructures ◽  
Textile Materials ◽  
Alkyl Chains ◽  
Organic Systems ◽  
Chain Lengths

In this work the gelation behaviors of binary organogels composed of azobenzene amino derivatives and alkyloxybenzoic acids with different lengths of alkyl chains in various organic solvents were investigated and characterized. The corresponding gelation behaviors in 20 solvents were characterized and shown as new binary organic systems. It showed that the lengths of substituent alkyl chains in compounds have played an important role in the gelation formation of gelator mixtures in present tested organic solvents. Longer methylene chains in molecular skeletons in these gelators seem more suitable for the gelation of present solvents. Morphological characterization showed that these gelator molecules have the tendency to self-assemble into various aggregates from lamella, wrinkle, and belt to dot with change of solvents and gelator mixtures. Spectral characterization demonstrated different H-bond formation and hydrophobic force existing in gels, depending on different substituent chains in molecular skeletons. Meanwhile, these organogels can self-assemble to form monomolecular or multilayer nanostructures owing to the different lengths of due to alkyl substituent chains. Possible assembly modes for present xerogels were proposed. The present investigation is perspective to provide new clues for the design of new nanomaterials and functional textile materials with special microstructures.

scholarly journals Structure Effect of Diacid/Triacid on Self-Assembly of Binary Organogels Based on Glutamic Acid Amino Derivative

2013 ◽  
Vol 2013 ◽  
pp. 1-6 ◽  
Author(s):  
Jinming Dai ◽  
Wei Hong ◽  
Youbo Di
Keyword(s):  
Citric Acid ◽  
Glutamic Acid ◽  
Organic Solvents ◽  
Self Assembly ◽  
Sebacic Acid ◽  
Amino Derivative ◽  
Molecular Structures ◽  
Diethyl Ester ◽  
Spectral Studies ◽  
Morphological Studies

The gelation behaviors of binary organogels composed of N-(4-aminobenzoyl)-L-glutamic acid diethyl ester with sebacic acid and citric acid in various organic solvents were designed and investigated. Their gelation behaviors in 20 solvents were tested as new binary organic gelators. It showed that the molecular structures and organic solvents have played a crucial role in the gelation behavior of all gelator mixtures. More carboxyl groups in molecular skeletons in the present mixture gelators are unfavorable for the gelation of organic solvents. The mixture containing sebacic acid can form 5 kinds of organogels, while another mixture containing citric acid can only form 3 kinds of organogels in different solvents. Morphological studies revealed that the gelator molecules self-assemble into different aggregates from wrinkle and belt to fiber with change of solvents. Spectral studies indicated that there existed different H-bond formations and hydrophobic forces, depending on solvents and molecular structures. The as-prepared nanomaterials have wide perspectives in nanoscience and functional textile materials with special microstructures.

scholarly journals Solvent Effects on Gelation Behavior of the Organogelator Based on L-Phenylalanine Dihydrazide Derivatives

Materials ◽  
2019 ◽  
Vol 12 (12) ◽  
pp. 1890 ◽  
Author(s):  
Yang Yu ◽  
Ning Chu ◽  
Qiaode Pan ◽  
Miaomiao Zhou ◽  
Sheng Qiao ◽  
...  
Keyword(s):  
Organic Solvents ◽  
Self Assembly ◽  
Solubility Parameters ◽  
Ordered Structure ◽  
Hansen Solubility Parameters ◽  
Nmr Studies ◽  
Low Concentrations ◽  
Gelation Behavior ◽  
Hoff Equation ◽  
Hansen Solubility

A series of organogelators based on L-phenylalanine has been synthesized and their gelation properties in various organic solvents were investigated. The results showed that these organogelators were capable of forming stable thermal and reversible organogels in various organic solvents at low concentrations, and the critical gel concentration (CGC) of certain solvents was less than 1.0 wt%. Afterward, the corresponding enthalpies (ΔHg) were extracted by using the van ’t Hoff equation, as the gel–sol temperature (TGS) was the function of the gelator concentration. The study of gelling behaviors suggested that L-phenylalanine dihydrazide derivatives were excellent gelators in solvents, especially BOC–Phe–OdHz (compound 4). The effects of the solvent on the self-assembly of gelators were analyzed by the Kamlet–Taft model, and the gelation ability of compound 4 in a certain organic solvent was described by Hansen solubility parameters and a Teas plot. Morphological investigation proved that the L-phenylalanine dihydrazide derivatives could assemble themselves into an ordered structure such as a fiber or sheet. Fourier-transform infrared spectroscopy (FTIR) and hydrogen nuclear magnetic resonance (1H NMR) studies indicated that hydrogen bonding, π–π stacking, and van der Waals forces played important roles in the formation of a gel.

Nanostructure of Binary Organogels via Trigonal Acids and Pyridine Derivatives

2013 ◽  
Vol 641-642 ◽  
pp. 777-780
Author(s):  
Min Li
Keyword(s):  
Organic Solvents ◽  
Crucial Role ◽  
Molecular Structures ◽  
Hydrophobic Core ◽  
Pyridine Derivatives ◽  
Factors Affecting ◽  
Gelation Behavior ◽  
Main Factors

We reported here the gelation behaviors of binary trigonal acids and bipyridine derivatives mixtures in various organic solvents. Their gelation behaviors in 20 solvents were tested as new organic gelators. It was shown that the molecular shapes and substituent groups in these compounds played a crucial role in the gelation behavior of the compounds. While the trigonal acid with aromatic core can gel in acetone and ethanol, another trigonal acid with hydrophobic core can only gel in aniline. The molecular structures and substituent groups of bipyridine derivatives have also played an important role in changing the gelation behaviors and assembly states. SEM observations reveal that the molecular structures and the identity of the solvents are the main factors affecting the structures of the aggregates in the gels. Experimentally, different microstructures of the gels were observed. As example, the aggregates of trigonal compound in acetone, ethanol, or aniline adopt structures of belt-like aggregates or thin nanofibers, respectively.

scholarly journals Fine-Tuning of Molecular Structures to Generate Carbohydrate Based Super Gelators and Their Applications for Drug Delivery and Dye Absorption

Gels ◽  
2021 ◽  
Vol 7 (3) ◽  
pp. 134
Author(s):  
Jonathan Bietsch ◽  
Mary Olson ◽  
Guijun Wang
Keyword(s):  
Drug Delivery ◽  
Aqueous Solutions ◽  
Organic Solvents ◽  
Self Assembly ◽  
Variable Temperature ◽  
Molecular Structures ◽  
Fine Tuning ◽  
Assembly Mechanism ◽  
Amide Derivatives ◽  
Structural Connection

Carbohydrate-based low molecular weight gelators (LMWGs) exhibit many desirable properties making them useful in various fields including applications as drug delivery carriers. In order to further understand the structural connection to gelation properties, especially the influence of halide substitutions, we have designed and synthesized a series of para-chlorobenzylidene acetal protected D-glucosamine amide derivatives. Fifteen different amides were synthesized, and their self-assembling properties were assessed in multiple organic solvents, as well as mixtures of organic solvents with water. All derivatives were found to be gelators for at least one solvent and majority formed gels in multiple solvents at concentrations lower than 2 wt%. A few derivatives rendered remarkably stable gels in aqueous solutions at concentrations below 0.1 wt%. The benzamide 13 formed gels in water and in EtOH/H2O (v/v 1:2) at 0.36 mg/mL. The gels were characterized using optical microscopy and atomic force microscopy, and the self-assembly mechanism was probed using variable temperature 1H-NMR spectroscopy. Gel extrusion studies using H2O/DMSO gels successfully printed lines of gels on glass slides, which retained viscoelasticity based on rheology. Gels formed by the benzamide 13 were used for encapsulation and the controlled release of chloramphenicol and naproxen, as well as for dye removal for toluidine blue aqueous solutions.

scholarly journals Investigation of Self-Assembly of Two-Component Organogel System Based on Trigonal Acids and Aminobenzothiazole Derivatives

2013 ◽  
Vol 2013 ◽  
pp. 1-5 ◽  
Author(s):  
Youbo Di ◽  
Wei Hong ◽  
Jinming Dai
Keyword(s):  
Hydrogen Bonding ◽  
Binary Mixture ◽  
Self Assembly ◽  
Spectral Studies ◽  
Hydrogen Bonding Interaction ◽  
Textile Materials ◽  
Bonding Interaction ◽  
Two Component ◽  
Gelation Behavior ◽  
Benzenetricarboxylic Acid

We reported here the gelation behaviors of two-component organogel system based on different acids and aminobenzothiazole derivatives in various organic solvents. Their gelation behaviors in 20 solvents were tested as new organic gelators. It was shown that the molecular skeletons and substituted groups in these compounds played a crucial role in the gelation behavior of the mixtures. Only the binary mixture of 2-aminobenzothiazole and trigonal 1,3,5-benzenetricarboxylic acid with aromatic core could form organogels in ethanol and acetone. Morphological observations reveal that the microstructures of both xerogels showed similar wrinkle-shaped domains composed of sheet-like aggregates with many holes. Spectral studies reveal the hydrogen bonding interaction between the amide of the gelator and lamellar-like structure of the aggregates in both gels. The present investigation is a perspective to provide new clues for the design of new nanomaterials and functional textile materials with special microstructures.

Factors Affecting Molecular Self-Assembly and Its Mechanism

2012 ◽  
Vol 9 (1) ◽  
pp. 43 ◽  
Author(s):  
Hueyling Tan
Keyword(s):  
Self Assembly ◽  
Building Blocks ◽  
Molecular Engineering ◽  
Molecular Structures ◽  
Polymer Science ◽  
New Approach ◽  
Factors Affecting ◽  
Dna Structures ◽  
Self Assembling ◽  
Wide Range

Molecular self-assembly is ubiquitous in nature and has emerged as a new approach to produce new materials in chemistry, engineering, nanotechnology, polymer science and materials. Molecular self-assembly has been attracting increasing interest from the scientific community in recent years due to its importance in understanding biology and a variety of diseases at the molecular level. In the last few years, considerable advances have been made in the use ofpeptides as building blocks to produce biological materials for wide range of applications, including fabricating novel supra-molecular structures and scaffolding for tissue repair. The study ofbiological self-assembly systems represents a significant advancement in molecular engineering and is a rapidly growing scientific and engineering field that crosses the boundaries ofexisting disciplines. Many self-assembling systems are rangefrom bi- andtri-block copolymers to DNA structures as well as simple and complex proteins andpeptides. The ultimate goal is to harness molecular self-assembly such that design andcontrol ofbottom-up processes is achieved thereby enabling exploitation of structures developed at the meso- and macro-scopic scale for the purposes oflife and non-life science applications. Such aspirations can be achievedthrough understanding thefundamental principles behind the selforganisation and self-synthesis processes exhibited by biological systems.

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