Two-Photon Induced Fluorescence Properties of a Class of Conjugated Ketone Derivatives

Kawamata, Jun; Akiba, Masaharu; Inagaki, Yoshio

doi:10.1143/jjap.42.l17

Cited by 11 publications

(14 citation statements)

References 10 publications

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“…2a), which is an example of the D-p-Ap-D class of non-linear dyes. We examined p-conjugated ketone derivatives of this class [11][12][13] capable of two-photon excitation. They have electron-donating diakylamino groups and carbonyl groups as the electron-withdrawing (acceptor) group that also allows hydrogen abstraction for subsequent initiation of free radical polymerization.…”

Section: Resultsmentioning

confidence: 99%

Three-dimensional deep sub-diffraction optical beam lithography with 9 nm feature size

et al. 2013

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The current nanofabrication techniques including electron beam lithography provide fabrication resolution in the nanometre range. The major limitation of these techniques is their incapability of arbitrary three-dimensional nanofabrication. This has stimulated the rapid development of far-field three-dimensional optical beam lithography where a laser beam is focused for maskless direct writing. However, the diffraction nature of light is a barrier for achieving nanometre feature and resolution in optical beam lithography. Here we report on three-dimensional optical beam lithography with 9 nm feature size and 52 nm two-line resolution in a newly developed two-photon absorption resin with high mechanical strength. The revealed dependence of the feature size and the two-line resolution confirms that they can reach deep sub-diffraction scale but are limited by the mechanical strength of the new resin. Our result has paved the way towards portable three-dimensional maskless laser direct writing with resolution fully comparable to electron beam lithography.

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Section: Resultsmentioning

confidence: 99%

Three-dimensional deep sub-diffraction optical beam lithography with 9 nm feature size

et al. 2013

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“…Several examples of such compounds were found in series of cyclohexanones (Figure 1a). [46][47][48][49][50] Significant TPA absorbancies of cyclohexanones were reported in ref 51. It is remarkable that series of compounds with similar molecular structure (piperidones, in neutral and protonated form, Figure 1a) was identified as cytotoxic chemotherapeutic agents.…”

Section: Introductionmentioning

confidence: 98%

Role of Donor−Acceptor Strengths and Separation on the Two-Photon Absorption Response of Cytotoxic Dyes: A TD-DFT Study

Badaeva

Timofeeva²,

Masunov³

et al. 2005

J. Phys. Chem. A

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Time-dependent density functional theory (TD-DFT) is applied to model one-photon (OPA) and two-photon (TPA) absorption spectra in a series of conjugated cytotoxic dyes. Good agreement with available experimental data is found for calculated excitation energies and cross sections. Calculations show that both OPA and TPA spectra in the molecules studied are typically dominated by two strong peaks corresponding to different electronic states. We find that donor-acceptor strengths and conjugated bridge length have a strong impact on the cross-section magnitudes of low-and high-frequency TPA maxima, respectively. These trends are analyzed in terms of the natural transition orbitals of the corresponding electronic states. Observed structureproperty relationships may have useful implications on design of organic conjugated chromophores with tunable two-photon absorption properties for photodynamic therapy applications.

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“…17À28 Another effective strategy for obtaining molecules with large transition dipole moments is to enhance the planarity of a π-conjugated system. 27,28 To decrease ΔE, for example, incorporation of azulenyl noiety in a π-conjugated system is known as an effective strategy. 26 Hybridizing a cationic dye with a clay mineral is an alternative way to produce efficient TPA materials.…”

Section: Introductionmentioning

confidence: 99%

Efficient Two-Photon Absorption Materials Consisting of Cationic Dyes and Clay Minerals

et al. 2011

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We systematically investigated enhancement of the molecular two-photon absorption (TPA) cross sections (σ (2) ) of organic dyes confined in the interlayer space of clay films. Several possible mechanisms have been proposed to explain the enhanced TPA of dyes in the interlayer spaces of clays. The present study comprehensively investigates two of these mechanisms, namely, (1) enhanced molecular planarity and the consequent extension of the π-electron system and (2) enhanced molecular orientation. We fabricated transparent dyeÀclay films consisting of a synthetic saponite clay and four cationic dyes. Two of these dyes are expected to have enhanced planarity when they are hybridized with a clay mineral. The other two dyes are considered to retain the planarity of their conjugated π-electron systems when they are in solution or in the interlayer space of a clay. We experimentally measured the σ (2) of these dyes in a clay film and in solution and found that the σ (2) of all four dyes is enhanced in a clay film but that this enhancement is greater for the former two dyes. These results are explained in terms of the effects of (a) extension of the π-conjugated system due to the enhanced planarity, (b) reduced detuning energy due to the enhanced planarity, (c) enhanced molecular orientation, and (d) the occasionally hydrophobic environment of the interlayer space of clay minerals. The highest enhancement of σ (2) was observed for a porphyrin derivative, tetrakis(1-methylpyridinium-4-yl)porphyrin ptoluenesulfonate, for which σ (2) in a hybrid film was 13 times greater than that in a dimethyl sulfoxide solution. Therefore, hybridization of cationic dyes with a clay mineral is an effective design strategy for TPA materials.

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Two-Photon Induced Fluorescence Properties of a Class of Conjugated Ketone Derivatives

Cited by 11 publications

References 10 publications

Three-dimensional deep sub-diffraction optical beam lithography with 9 nm feature size

Three-dimensional deep sub-diffraction optical beam lithography with 9 nm feature size

Role of Donor−Acceptor Strengths and Separation on the Two-Photon Absorption Response of Cytotoxic Dyes: A TD-DFT Study

Efficient Two-Photon Absorption Materials Consisting of Cationic Dyes and Clay Minerals

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