Bulk phase two dimensional chiral growth of 6, 13 Pentacenequinone on SiO2

Marco, Patrizia De; Fioriti, F.; Bisti, F.; Parisse, Pietro; Santucci, S.; Ottaviano, L.

doi:10.1063/1.3549833

Cited by 4 publications

(4 citation statements)

References 34 publications

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“…In the present investigation, we designed and synthesized a new pentacenequinone derivative which forms fluorescent nanofibers which selectively sense picric acid among various nitroaromatics tested. We have chosen pentacenequinone moiety as the motif for preparation of luminescent supramolecular aggregates because of the tendency of 6,13-pentacenequinones to form ordered thin films which make them good candidates for preparation of organic electronic devices. − Besides, pentacenequinone derivatives are important precursors for the design and synthesis of solution-processable pentacene derivatives but the potential of these derivatives as self-assembling materials is still unexplored. We envisioned that rigid pentacenequinone motif bearing flexible alkyl chains and having 1,2,3-triazole groups as connecting units may form luminescent supramolecular assemblies.…”

Section: Introductionmentioning

confidence: 99%

Self-Assembled Pentacenequinone Derivative for Trace Detection of Picric Acid

Bhalla

Gupta

Rao

et al. 2013

ACS Appl. Mater. Interfaces

202

134

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Pentacenequinone derivative 3 forms luminescent supramolecular aggregates both in bulk as well as in solution phase. In bulk phase at high temperature, long-range stacking of columns leads to formation of stable and ordered columnar mesophase. Further, derivative 3 works as sensitive chemosensor for picric acid (PA) and gel-coated paper strips detect PA at nanomolar level and provide a simple, portable, and low-cost method for detection of PA in aqueous solution, vapor phase, and in contact mode.

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Section: Introductionmentioning

confidence: 99%

Self-Assembled Pentacenequinone Derivative for Trace Detection of Picric Acid

Bhalla

Gupta

Rao

et al. 2013

ACS Appl. Mater. Interfaces

202

134

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“…2(a)) highlights a dominance of bi-dimensional (2D) dendritic features typical of the B phase but it is also possible to observe small rectangular island-like tri-dimensional (3D) structures typical of the T phase. 19 The XRD spectrum (Fig. 2(b)) confirms the abundance of molecules in the B phase (10.1 peak) than in the T phase (6.95 peak).…”

Section: Resultsmentioning

confidence: 70%

“…The molecular planes are parallel on the same layer, while in the adjacent layers the molecular planes are tilted one to the other. This means that the molecules in the ab-plane-no matter they are in the B or T phase-stick to a face-to-face arrangement that maximizes the molecular interactions with consequent minimization of the energy 15,19 as the orbital overlap and the molecular interactions are stronger between molecules from the same layer. This face-to-face arrangement slightly changes from the B to the T phase.…”

Section: Panels (A) and (B) Ofmentioning

confidence: 99%

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Crystal phase dependent photoluminescence of 6,13-pentacenequinone

Marco

Bisti

Fioriti

et al. 2012

Journal of Applied Physics

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Interference rings formation inside cellulose from a back-reflected femtosecond laser pulse J. Appl. Phys. 112, 066101 (2012) Anisotropic optical absorption of organic rubrene single nanoplates and thin films studied by μ-mapping absorption spectroscopy Appl. Phys. Lett. 101, 113103 (2012) Raman and low temperature photoluminescence spectroscopy of polymer disorder in bulk heterojunction solar cell films APL: Org. Electron. Photonics 5, 185 (2012) Raman and low temperature photoluminescence spectroscopy of polymer disorder in bulk heterojunction solar cell films Appl. Phys. Lett. 101, 083302 (2012) Density and birefringence of a highly stable α,α,β-trisnaphthylbenzene glass

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A Chiral Self‐Assembled Monolayer Derived from a Resolving Agent and its Performance as a Crystallization Template for an Organic Compound from Organic Solvents

Bejarano‐Villafuerte

Meijden

Lingenfelder

et al. 2012

Chemistry A European J

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A new chiral nonracemic thiol derived from a popular acidic resolving agent that incorporates a cyclic disubstituted phosphate group (phencyphos) has been prepared in enantiomerically pure form. The stereochemistry and absolute configuration were established by performing a single-crystal X-ray structural analysis of a synthetic intermediate. The thiol compound was used for the preparation of self-assembled monolayers (SAMs) on both monocrystalline and polycrystalline metallic gold, which have very different surface roughness. The monolayers were used to promote the nucleation and growth of crystals from nonaqueous solutions of an organic molecule (the parent phencyphos) of similar structure to the compound present in the monolayer. The template layers influence the nucleation and growth of the phencyphos crystals despite the lack of two-dimensional order in the surfaces. Heterogeneous nucleation of phencyphos takes place upon evaporation of either CHCl(3) or isopropanol solutions of the compound on the SAM surfaces, where the evaporation rate merely influences the size and homogeneity of the crystals. The roughness of the surface also plays an important role; the polycrystalline gold produces more homogeneous samples because of the greater number of nucleation sites. Clear evidence for nucleation and growth on the surfaces is shown by scanning electron microscopy. The variation in crystal form achieved by using different surfaces and solvents suggests that the layers are applicable for the preparation of organic crystals from organic solutions.

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Bulk phase two dimensional chiral growth of 6, 13 Pentacenequinone on SiO2

Abstract: Growth of di-indenoperylene single crystals on amino-functionalized SiO 2 surfaces

Cited by 4 publications

References 34 publications

Self-Assembled Pentacenequinone Derivative for Trace Detection of Picric Acid

Self-Assembled Pentacenequinone Derivative for Trace Detection of Picric Acid

Crystal phase dependent photoluminescence of 6,13-pentacenequinone

A Chiral Self‐Assembled Monolayer Derived from a Resolving Agent and its Performance as a Crystallization Template for an Organic Compound from Organic Solvents

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