Valérie Alain

École Normale Supérieure Paris-Saclay

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Mireille Blanchard‐Desce

Institut Polytechnique de Bordeaux

Marguerite Barzoukas

Centre National de la Recherche Scientifique

Alain Fort

Institut de Physique et Chimie des Matériaux de Strasbourg

Seth R. Marder

University of Colorado Boulder

ĒB

Ēlisabeth Bardez

Laboratoire de Photophysique et Photochimie Supramoléculaires et Macromoléculaires

ÉD

Émilie Destandau

Institut de Chimie Organique et Analytique

Jacques Muller

Centre National de la Recherche Scientifique

Frédéric Chaput

École Normale Supérieure de Lyon

Chin‐Ti Chen

Institute of Chemistry, Academia Sinica

Ward H. Thompson

University of Kansas

Cooperative Institutions

Centre National de la Recherche Scientifique

École Normale Supérieure - PSL

École Normale Supérieure Paris-Saclay

Georgia Institute of Technology

Université Paris-Saclay

Université Paris Cité

Laboratoire de Photophysique et Photochimie Supramoléculaires et Macromoléculaires

Sorbonne Université

Laboratoire de Chimie

Laboratoire de Spectroscopie pour les Interactions, la Réactivité et l'Environnement

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Optical and electrochemical properties of soluble donor-π-donor compounds as potential molecular wires and electrochemically-triggered optical switches

Physical Chemistry Chemical Physics (2003)

Laurent Porrès Valérie Alain Laurent Thouin Philippe Hapiot Mireille Blanchard‐Desce

With the aim of designing molecular wires operating at easily accessible potentials, a series of soluble bis-donor polyenic compounds (up to 3.2 nm long) has been prepared. Their optical and electrochemical properties have been investigated. These model compounds were shown to exhibit a reversible two-electron oxidation process at low potential (which further decreases with increasing polyenic chain length). The oxidized dicationic species combine convenient stability and solubility. Interestingly, these species also show reduced bond length alternation along the polyenic chain, consistent with a significant red-shift of their absorption band to the NIR region. Such behaviour is expected to lead to a dramatic enhancement of the third-order nonlinear optical responses of the polyenic molecules upon oxidation, opening the way to optical switches. Hence, such molecules represent promising model compounds for molecular wires but also open an innovative route towards voltage-driven optical switches.

Molecular switch

Molecular wire

10.1039/b305737b

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Citations (12)

Intramolecular charge transfer and enhanced quadratic optical non-linearities in push pull polyenes

Journal of Photochemistry and Photobiology A Chemistry (1997)

Mireille Blanchard‐Desce Valérie Alain Laurent Midrier Rüdiger Wortmann Sonja Lebus

Bathochromic shift

Chromophore

Acceptor

10.1016/s1010-6030(96)04547-9

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Citations (67)

Excited-State Dynamics in Polar Solvents of Push−Pull Polyenes Designed for Nonlinear Optics

The Journal of Physical Chemistry A (1999)

Pascal Plaza Damien Laage Monique M. Martin Valérie Alain Mireille Blanchard‐Desce

Subpicosecond spectroscopy of push−pull polyenes, previously designed to achieve large optical nonlinearities, reveals an isosbestic point in the time-resolved gain band in polar solvents. The compounds possess a diethylthiobarbituric acid electron-withdrawing group and a dibutylaniline electron-releasing group coupled by a π-conjugated chain. The final gain peak exhibits a regular red shift with increasing chain length, whereas the ground-state absorption shift levels off. A fast photoinduced process toward a rigid, fully conjugated cyanine-like structure is proposed. This observation supports a recent proposal that a proper description of the excited-state dynamics of these push−pull polyenes requires more than two valence bond states.

Cyanine

10.1021/jp992282z

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Citations (28)

ChemInform Abstract: Amphiphilic Polyenic Push—Pull Chromophores for Nonlinear Optical Applications.

ChemInform (2000)

Valérie Alain Mireille Blanchard‐Desce Isabelle Ledoux‐Rak Joseph Zyss

Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Chromophore

Push pull

10.1002/chin.200026141

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Photoinduced Proton and Charge Transfers in a Dihydroxynaphthalene Derivative: Chromotropic Acid

The Journal of Physical Chemistry A (2001)

Ēlisabeth Bardez Valérie Alain Émilie Destandau А.А. Федоров J. M. G. Martinho

Chromotropic acid (4,5-dihydroxynaphthalene-2,7-disulfonic acid) is a chelating agent whose fluorogenic character has never been explained yet. The excited-state behavior of chromotropic acid itself has never been reported, despite its relationship with naphthols that are well-known photoacids. The present paper is accordingly devoted to a thorough investigation of chromotropic acid emission in aqueous solutions, which revealed its excited-state prototropic behavior in relation with the key role of the ground-state internal H-bond between the two −OH groups (displayed by the very different pKvalues, 5.4 and 15.6). Experiments were carried out in the whole acidity range (8 M HClO4 to 10 M NaOH) using steady-state and time-resolved fluorimetry. In concentrated HClO4, competitive quenching processes occurred, due to HClO4 itself and to water, respectively, but no photoinduced deprotonation was observed. The former quenching was confirmed by studying the emission of 2,6-naphthalenedisulfonic acid in the same media. Photoinduced deprotonation from the first −OH group was only observed in diluted acidic solutions ([HClO4] ≤ 1 M), within 500 ps, leading to an intermediate species IS*, which in turn leads to the monoprotonated form HCA3-* within ≈230 ps. The structure of HCA3-* is resonance stabilized by an internal charge transfer. The lifetime of HCA3-* is 2.1 ns. The structure of IS* was tentatively proposed to be an ion pair between H+ and the hydroxylate form of HCA3-*. The pK* value of the first −OH group (≈1.8) was deduced from the rate constants. A moderate photoacidity (ΔpK ≈ −3.6 pK units on excitation) is then displayed. Regarding the second −OH group, its photoinduced deprotonation was never observed, even in strongly basic solutions (1 M ≤ [NaOH] ≤ 10 M), which points out the outstanding stability of HCA3-*. The lifetime of the fully deprotonated form (1.76 ns) could only be measured after direct excitation in 10 M NaOH.

Chromotropic acid

10.1021/jp0112673

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Citations (15)

<title>Toward stable materials for electro-optic modulation and photorefractive applications: the hybrid organic-inorganic approach</title>

Proceedings of SPIE, the International Society for Optical Engineering/Proceedings of SPIE (1999)

Lionel Ventelon M. MLADENOVA Valérie Alain Mireille Blanchard‐Desce Frédéric Chaput

We have developed hybrid organic-inorganic materials based upon the incorporation of nonlinear chromophores in a rigid amorphous inorganic matrix. Functionalized thin films have been prepared using the sol-gel route allowing for mild synthesis conditions. Push-pull chromophores were either incorporated as guests or grafted on a silica based backbone via a spacer. Orientation of the dipolar chromophores within the materials was performed using the Corona technique. By playing on the structure of the push-pull chromophores and on its orientational stability inside the matrix, functionalized materials with large electro-optic coefficients and excellent stability have been designed. By combining both appropriate push-pull chromophores and photoconductors grafted on the matrix, materials showing interesting photorefractive properties can be obtained without requiring the application of an external electric field. Both the presence of a strong internal field in the poled materials and the occurrence of photo-assisted orientational birefringence plays a significant role.

Chromophore

Hybrid material

Matrix (chemical analysis)

10.1117/12.348398

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Citations (4)

How can aluminium(III) generate fluorescence?

Journal of Inorganic Biochemistry (2005)

Jean-Baptiste Mulon Émilie Destandau Valérie Alain Ēlisabeth Bardez

Stoichiometry

Catechol

Morin

10.1016/j.jinorgbio.2005.06.005

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Citations (36)

Novel photorefractive sol-gel materials

Optical Materials (1998)

Bruno Darracq Frédéric Chaput Khalid Lahlil Jean‐Pierre Boilot Yves Lévy

Chromophore

Photoconductivity

Side chain

Organic photorefractive materials

Hybrid material

10.1016/s0925-3467(97)00151-1

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Citations (35)

Characterization of Push-Pull Polyenes of Increasing Size: Linear and Quadratic Polarizabilities in Solution

Alain Fort Jacques Muller Joel Azoulay Marguerite Barzoukas Valérie Alain

Push-pull molecules have been extensively studied for their properties in the field of quadratic nonlinear optics. Such molecules consist of electron-donor and electron acceptor substituents connected via a conjugation path. The partial intramolecular charge transfer (ICT) between these end groups can lead to large ground-state dipoles μ . Also, they can display huge static quadratic hyperpolarizabilities β (0) related to the occurence of the ICT transition between the ground and first-excited states [1].

Characterization

Acceptor

10.1364/otfa.1997.wc.4

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Two Valence Bond State Model for Molecular Nonlinear Optical Properties. Comparison with Push−Pull Polyene Solution Measurements

The Journal of Physical Chemistry A (1999)

Ward H. Thompson Mireille Blanchard‐Desce Valérie Alain J. M. Muller Alain Fort

The (hyper)polarizabilities obtained from the two valence bond state model including nonequilibrium solvation are compared to experiment. Specifically, the values of μg2αzz(0) and μgβzzz(0) in different solvents calculated from the model are compared to experimental measurements for several push−pull polyene molecules in a range of solvents. The model calculations are in qualitative agreement with the experimental results, but quantitatively the results are mixed. Implications for the two valence bond state model are discussed.

Polyene

10.1021/jp984500e

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Citations (46)