Two-Photon Absorption Cross-Sections of Fluorene Derivatives with Cationic Substituents

Kawamata, Jun; Akiba, Masaharu; Tani, Tohru; Harada, Akinori; Inagaki, Yoshio

doi:10.1246/cl.2004.448

Cited by 16 publications

(18 citation statements)

References 13 publications

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“…A large body of experimental data is available for many families of quadrupolar systems. [3,33,36,57,58,63,76,78,81,85,86,[89][90][91][92][93][94][95][96][97][98][99][100][101][102][103][104][105][106][107] Their nonlinear response is a non-trivial function of terminal donor and acceptor strength, π-conjugated bridge length and type, nature of the conjugated core, torsional disorder, symmetry and topology. [58] In this subsection we exemplify some of these relationships using two different families of quadrupoles to derive general trends in terms of TPA cross sections and peak positions.…”

Section: Quadrupolar Chromophoresmentioning

confidence: 99%

“…Thereby, attention has progressively moved from the well-known push-pull dipolar molecular structures [34,41,[75][76][77][78][79][80][81][82][83][84][85][86][87][88] to quadrupoles [3,33,36,57,58,63,76,78,81,85,86,[89][90][91][92][93][94][95][96][97][98][99][100][101][102][103][104][105][106][107] and, more recently, toward complex molecular architectures. Quadrupoles have been found to be more efficient than dipoles in terms of TPA, in particular for multiphoton-based opticallimiting applications.…”

Section: Introductionmentioning

confidence: 99%

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Enhanced Two‐Photon Absorption of Organic Chromophores: Theoretical and Experimental Assessments

et al. 2008

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Section: Quadrupolar Chromophoresmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Enhanced Two‐Photon Absorption of Organic Chromophores: Theoretical and Experimental Assessments

et al. 2008

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“…In the quest of improving NLO properties, attention has been essentially focused on dipolar molecules for several decades. [1][2][3] More recently, quadrupolar systems have been designed and investigated [4][5][6][7][8][9][10][11][12][13][14][15][16][17][18][19][20][21] and have shown improved properties, in particular with respect to the trade-off between optical transparency and NLO performance. Lately, attention has turned toward multipolar [22][23][24][25][26][27][28][29][30][31][32][33] and branched structures including dendrimers.…”

Section: Introductionmentioning

confidence: 99%

Effects of (Multi)branching of Dipolar Chromophores on Photophysical Properties and Two-Photon Absorption

et al. 2005

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To investigate the effect of branching on linear and nonlinear optical properties, a specific series of chromophores, epitome of (multi)branched dipoles, has been thoroughly explored by a combined theoretical and experimental approach. Excited-state structure calculations based on quantum-chemical techniques (timedependent density functional theory) as well as a Frenkel exciton model nicely complement experimental photoluminescence and one-and two-photon absorption findings and contribute to their interpretation. This allowed us to get a deep insight into the nature of fundamental excited-state dynamics and the nonlinear optical (NLO) response involved. Both experiment and theory reveal that a multidimensional intramolecular charge transfer takes place from the donating moiety to the periphery of the branched molecules upon excitation, while fluorescence stems from an excited state localized on one of the dipolar branches. Branching is also observed to lead to cooperative enhancement of two-photon absorption (TPA) while maintaining high fluorescence quantum yield, thanks to localization of the emitting state. The comparison between results obtained in the Frenkel exciton scheme and ab initio results suggests the coherent coupling between branches as one of the possible mechanisms for the observed enhancement. New strategies for the rational design of NLO molecular assemblies are thus inferred on the basis of the acquired insights.

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“…symmetrical conjugated molecules bearing two electron-releasing (D) or electron-withdrawing (A) end-groups. [40,[43][44][45] Indeed quadrupolar systems [27,30,35, have been found to be more efficient than push-pull systems [13,28,46,47,56,64,68,[80][81][82][83][84][85][86][87][88] in terms of TPA in particular for multiphoton-based optical limiting applications. [27,30,39] Such derivatives can display very high TPA cross sections in connection with a quadrupolar intramolecular charge transfer taking place between the ends and the center of the molecules.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Fluorescence, and Two‐Photon Absorption of a Series of Elongated Rodlike and Banana‐Shaped Quadrupolar Fluorophores: A Comprehensive Study of Structure–Property Relationships

Mongin

Porrès

Charlot

et al. 2007

Chemistry A European J

240

204

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An extensive series of push-push and pull-pull derivatives was prepared from the symmetrical functionalization of an ambivalent core with conjugated rods made from arylenevinylene or arylene-ethynylene building blocks, bearing different acceptor or donor endgroups. Their absorption and photoluminescence as well as their two-photon absorption (TPA) properties in the near infrared (NIR) region have been systematically investigated in order to derive structure-property relationships and lay the guidelines for both spectral tuning and amplification of molecular TPA in the target region. Whatever the nature of the core or of the connectors, push-push systems were found to be more efficient than pull-pull systems and planarization of the core (fluorene vs biphenyl) always leads to an increase of the TPA crosssections. At contrary, increasing the conjugation length as well as replacement of a phenylene moiety by a thienylene moiety in the conjugated rods did not necessarily lead to increased TPA responses. The present study also demonstrated that the topology of the conjugated rods can dramatically influence the TPA properties. This is of particular interest in terms of molecular engineering for specific applications since both TPA properties and photoluminescence characteristics can be considerably affected. It thus becomes possible to optimize the transparency/TPA and fluorescence/TPA efficiency trade-offs, for optical limiting in the red-NIR region (700-900 nm) and TPEF microscopy applications, respectively.

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Two-Photon Absorption Cross-Sections of Fluorene Derivatives with Cationic Substituents

Cited by 16 publications

References 13 publications

Enhanced Two‐Photon Absorption of Organic Chromophores: Theoretical and Experimental Assessments

Enhanced Two‐Photon Absorption of Organic Chromophores: Theoretical and Experimental Assessments

Effects of (Multi)branching of Dipolar Chromophores on Photophysical Properties and Two-Photon Absorption

Synthesis, Fluorescence, and Two‐Photon Absorption of a Series of Elongated Rodlike and Banana‐Shaped Quadrupolar Fluorophores: A Comprehensive Study of Structure–Property Relationships

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