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Exploring molecular recognition pathways in one- and two-component gels formed by dendritic lysine-based gelators

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Exploring molecular recognition pathways in one- and two-component gels formed by dendritic lysine-based gelators. / Hardy, John G.; Hirst, Andrew R.; Smith, David K.

In: Soft Matter, Vol. 8, No. 12, 2012, p. 3399-3406.

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Hardy, John G. ; Hirst, Andrew R. ; Smith, David K. / Exploring molecular recognition pathways in one- and two-component gels formed by dendritic lysine-based gelators. In: Soft Matter. 2012 ; Vol. 8, No. 12. pp. 3399-3406.

Bibtex

@article{93be4898df874324b8610ae2dc47b9b5,
title = "Exploring molecular recognition pathways in one- and two-component gels formed by dendritic lysine-based gelators",
abstract = "This paper provides an integrated overview of the factors which control gelation in a family of dendritic gelators based on lysine building blocks. In particular, we establish that higher generation systems are more effective gelators, amide linkages in the dendron are better than carbamates, and long alkyl chain surface groups and a carboxylic acid at the focal point enhance gelation. The gels are best formed in relatively low polarity solvents with no hydrogen bond donor ability and limited hydrogen bond acceptor capacity. The dendrons with acid groups at the focal point can form two component gels with diaminododecane, and in this case, it is the lower generation dendrons which can avoid steric hindrance and form more effective gels. The stereochemistry of lysine is crucial in self-assembly, with opposite enantiomers disrupting each other's molecular recognition pathways. For the two-component system, stoichiometry is key, if too much diamine is present, dendron-stabilised microcrystals of the diamine begin to form. Interestingly, gelation still occurs in this case, and the systems with amides/alkyl chains are more effective gels, as a consequence of enhanced dendron-dendron intermolecular interactions allowing the microcrystals to form an interconnected network.",
keywords = "ACID-TERMINATED POLYDIMETHYLSILOXANES, PHASE MATERIALS, WEIGHT GELATORS, SUPRAMOLECULAR ASSOCIATION, PEPTIDIC DENDRIMERS, SELF-ORGANIZATION, ONE-COMPONENT, GELATION, ORGANOGELATORS, SOLVENT, Chemistry(all), Materials Chemistry, Polymers and Plastics",
author = "Hardy, {John G.} and Hirst, {Andrew R.} and Smith, {David K.}",
year = "2012",
doi = "10.1039/c2sm25129a",
language = "English",
volume = "8",
pages = "3399--3406",
journal = "Soft Matter",
issn = "1744-683X",
publisher = "Royal Society of Chemistry",
number = "12",

}

RIS

TY - JOUR

T1 - Exploring molecular recognition pathways in one- and two-component gels formed by dendritic lysine-based gelators

AU - Hardy, John G.

AU - Hirst, Andrew R.

AU - Smith, David K.

PY - 2012

Y1 - 2012

N2 - This paper provides an integrated overview of the factors which control gelation in a family of dendritic gelators based on lysine building blocks. In particular, we establish that higher generation systems are more effective gelators, amide linkages in the dendron are better than carbamates, and long alkyl chain surface groups and a carboxylic acid at the focal point enhance gelation. The gels are best formed in relatively low polarity solvents with no hydrogen bond donor ability and limited hydrogen bond acceptor capacity. The dendrons with acid groups at the focal point can form two component gels with diaminododecane, and in this case, it is the lower generation dendrons which can avoid steric hindrance and form more effective gels. The stereochemistry of lysine is crucial in self-assembly, with opposite enantiomers disrupting each other's molecular recognition pathways. For the two-component system, stoichiometry is key, if too much diamine is present, dendron-stabilised microcrystals of the diamine begin to form. Interestingly, gelation still occurs in this case, and the systems with amides/alkyl chains are more effective gels, as a consequence of enhanced dendron-dendron intermolecular interactions allowing the microcrystals to form an interconnected network.

AB - This paper provides an integrated overview of the factors which control gelation in a family of dendritic gelators based on lysine building blocks. In particular, we establish that higher generation systems are more effective gelators, amide linkages in the dendron are better than carbamates, and long alkyl chain surface groups and a carboxylic acid at the focal point enhance gelation. The gels are best formed in relatively low polarity solvents with no hydrogen bond donor ability and limited hydrogen bond acceptor capacity. The dendrons with acid groups at the focal point can form two component gels with diaminododecane, and in this case, it is the lower generation dendrons which can avoid steric hindrance and form more effective gels. The stereochemistry of lysine is crucial in self-assembly, with opposite enantiomers disrupting each other's molecular recognition pathways. For the two-component system, stoichiometry is key, if too much diamine is present, dendron-stabilised microcrystals of the diamine begin to form. Interestingly, gelation still occurs in this case, and the systems with amides/alkyl chains are more effective gels, as a consequence of enhanced dendron-dendron intermolecular interactions allowing the microcrystals to form an interconnected network.

KW - ACID-TERMINATED POLYDIMETHYLSILOXANES

KW - PHASE MATERIALS

KW - WEIGHT GELATORS

KW - SUPRAMOLECULAR ASSOCIATION

KW - PEPTIDIC DENDRIMERS

KW - SELF-ORGANIZATION

KW - ONE-COMPONENT

KW - GELATION

KW - ORGANOGELATORS

KW - SOLVENT

KW - Chemistry(all)

KW - Materials Chemistry

KW - Polymers and Plastics

U2 - 10.1039/c2sm25129a

DO - 10.1039/c2sm25129a

M3 - Journal article

VL - 8

SP - 3399

EP - 3406

JO - Soft Matter

JF - Soft Matter

SN - 1744-683X

IS - 12

ER -