Synthesis and Structural Characterization of a Bis-arborol-Tetrathiafulvalene Gel: Toward a Self-Assembling "Molecular" Wire

Joergensen, Mikkel; Bechgaard, K.; Bjoernholm, T.; Sommer‐Larsen, Peter; Hansen, Lene; Schaumburg, Kjeld

doi:10.1021/jo00099a012

Cited by 120 publications

(67 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…[61][62][63][64][65] The self-assembled molecular wires of a TTF gel (24, Scheme 7) was introduced in 1994 by Jørgensen and coworkers. [66] Bryce et al have reported the first experimental demonstration of a conductive TTF gel using spin-coated films of 25.…”

Section: Angewandte Minireviewsmentioning

confidence: 99%

“…[ [66][67][68][69][70][71][72] Organic Electronics Angewandte Chemie behavior with a conductivity of 10 S cm À1 whereas 31 showed five times less conductivity when doped. The advantage of the hybrid system is that the mixed-valent donor stacks attain a highly conducting b phase without any heat treatment, immediately after doping.…”

Section: Angewandte Minireviewsmentioning

confidence: 99%

See 1 more Smart Citation

Self‐Assembled Gelators for Organic Electronics

2012

View full text Add to dashboard Cite

Nature excels at engineering materials by using the principles of chemical synthesis and molecular self-assembly with the help of noncovalent forces. Learning from these phenomena, scientists have been able to create a variety of self-assembled artificial materials of different size, shapes, and properties for wide ranging applications. An area of great interest in this regard is solvent-assisted gel formation with functional organic molecules, thus leading to one-dimensional fibers. Such fibers have improved electronic properties and are potential soft materials for organic electronic devices, particularly in bulk heterojunction solar cells. Described herein is how molecular self-assembly, which was originally proposed as a simple laboratory curiosity, has helped the evolution of a variety of soft functional materials useful for advanced electronic devices such as organic field-effect transistors and organic solar cells. Highlights on some of the recent developments are discussed.

show abstract

Section: Angewandte Minireviewsmentioning

confidence: 99%

Section: Angewandte Minireviewsmentioning

confidence: 99%

Self‐Assembled Gelators for Organic Electronics

2012

View full text Add to dashboard Cite

show abstract

“…[4] TTFs can also form fibrous aggregates as a result of hydrophobic interactions in regions of their molecular structure, [5] through stacking interactions, [6] and during the formation of Langmuir layers. [7] Hydrogen bonds can be used to influence the disposition of TTF units in crystals; [8] for example, hydrogen bonds to amide groups have been shown to aid the formation of stacks of molecules.…”

mentioning

confidence: 99%

Supramolecular Conducting Nanowires from Organogels

et al. 2006

View full text Add to dashboard Cite

show abstract

“…In the solid state, hydrogen bonds have been used to influence the disposition of TTF units with varying degrees of success, [41][42][43][44][45][46][47] one example being that of amide bonds which aid the formation of stacks of molecules. [48] On the other hand, fibres have been formed in Langmuir films [49,50] and gels [51] with a random orientation, and gels of TTFs have shown some alignment of the fibres. [52] In two cases xerogels based on TTF derivatives have been proven to conduct electricity.…”

Section: Introductionmentioning

confidence: 99%

Chemical and Constitutional Influences in the Self‐Assembly of Functional Supramolecular Hydrogen‐Bonded Nanoscopic Fibres

Puigmartí‐Luis

Minoia

Pino

et al. 2006

Chemistry A European J

View full text Add to dashboard Cite

A new series of secondary amides bearing long alkyl chains with pi-electron-donor cores has been synthesized and characterised, and their self-assembly upon casting at surfaces has been studied. The different supramolecular assemblies of the materials have been visualized by using atomic force microscopy (AFM) and transmission electron microscopy (TEM). It is possible to obtain well-defined fibres of these aromatic core molecules as a result of the hydrogen bonds between the amide groups. Indeed, by altering the alkyl-chain lengths, constitutions, concentrations and solvent, it is possible to form different rodlike aggregates on graphite. Aggregate sizes with a lower limit of 6-8 nm width have been reached for different amide derivatives, while others show larger aggregates with rodlike morphologies which are several micrometers in length. For one compound that forms nanofibres, doping was performed by using a chemical oxidant, and the resulting layer on graphite was shown to exhibit metallic-like spectroscopy curves when probed with current-sensing AFM. This technique also revealed current maps of the surface of the molecular material. Fibre formation not only takes place on the graphite surface: nanometre scale rods have been imaged by using TEM on a grid after evaporation of solutions of the compounds in chloroform. Molecular modelling proves the importance of the hydrogen bonds in the generation of the fibres, and indicates that the constitution of the molecules is vital for the formation of the desired columnar stacks, results that are consistent with the images obtained by microscopic techniques. The results show the power of noncovalent bonds in self-assembly processes that can lead to electrically conducting nanoscale supramolecular wires.

show abstract

Synthesis and Structural Characterization of a Bis-arborol-Tetrathiafulvalene Gel: Toward a Self-Assembling "Molecular" Wire

Cited by 120 publications

References 0 publications

Self‐Assembled Gelators for Organic Electronics

Self‐Assembled Gelators for Organic Electronics

Supramolecular Conducting Nanowires from Organogels

Chemical and Constitutional Influences in the Self‐Assembly of Functional Supramolecular Hydrogen‐Bonded Nanoscopic Fibres

Contact Info

Product

Resources

About