Adjusting the Third-Order Nonlinear Optical Properties of a Conjugated Polymer Film

Hambir, Selezion A.; Wolfe, Daniel B.; Blanchard, G. J.; Baker, Gregory L.

doi:10.1021/ja9705194

Cited by 14 publications

(7 citation statements)

References 24 publications

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“…Consequently, the syntheses and optoelectronic properties of PDA derivatives have been extensively studied, especially the π-conjugation extended between main chain and side chains such as directly linked aromatic groups and laddertype PDAs [3,4]. Many theoretical and experimental efforts have been made to improve the effective third-order NLO susceptibility χ (3) (ω) of the PDA system [5][6][7][8][9][10]. However, the magnitude of the effective third-order NLO susceptibility χ (3) for PDA is still not sufficient for device applications.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and nonlinear optical properties of nanometer-size silver-coated polydiacetylene composite vesicles

et al. 2008

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Two kinds of nanometer-size silver-coated polydiacetylene (PDA) composite vesicles were prepared by simple and effective approaches. Silver nanoparticles were coated onto the outer and inner surface (I) or only on the outer surface of PDA vesicles (II), respectively. UV-vis spectra and transmission electron microscopy (TEM) were used to confirm the formation of PDA/Ag nanocomposite vesicles. Nonlinear optical (NLO) properties of these PDA/Ag nanocomposite vesicles had been measured by the Z-scan technique. The value of n(2) for pure PDA vesicles was 1.2 × 10(-14) cm(2) W(-1). However, for PDA/Ag nanocomposite vesicles (on the outer surface) it was 7.3 × 10(-14) cm(2) W(-1). Nearly seven times enhancement was observed as a result of local field enhancement under the surface plasmon resonance of silver nanoparticles at the interface. NLO properties of these PDA/Ag nanocomposite vesicles can be modulated by varying the size, shape and coverage of Ag nanoparticles and these PDA/Ag nanocomposite vesicles are expected to be good candidates for new optical and nonlinear devices.

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Section: Introductionmentioning

confidence: 99%

Synthesis and nonlinear optical properties of nanometer-size silver-coated polydiacetylene composite vesicles

et al. 2008

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“…Electronic, Redox, and Optoelectron ic Properties of Ferrocenylpolyenes. There is a rich theoretical understanding of the structure versus electronic, redox, and optoelectronic properties of organic and, to some extent, organometallic push−pull polyenes. 1a,2d, UV−vis, CV, and NLO data (Table ) of the ferrocenyl polyenes synthesized in the present work are in tune with the expected order. Thus, upon increasing conjugation, (a) the absorption maxima (λ max , MLCT transition) shifts progressively to higher wavelength and (b) the oxidation potential of the Fc/Fc + couple ( E 1/2 ) decreases, indicating a greater degree of charge transfer from the metal center to the polyene backbone.…”

Section: Resultsmentioning

confidence: 56%

Novel Catalytic Hunsdiecker−Heck (CHH) Strategy toward All-E Stereocontrolled Ferrocene-Capped Conjugated Push−Pull Polyenes

et al. 2000

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Halodecarboxylation reaction of ferrocenylacrylic acid 1 and ferrocenyldienoic acid 3d with N-bromo-and N-iodosuccinimide in the presence of catalytic tetrabutylammonium trifluoroacetate at -40 °C and -78 °C affords the corresponding β-halovinylferrocenes 2a, 2b and δ-haloferrocenyldiene 4 in 37-72% yields. Heck reaction of β-iodovinylferrocene 2a with vinyl substrates (CH 2 dCH-Z where Z ) CO 2 Me, CO 2 Et, COMe, CO 2 H, CONH 2 , 4′-NO 2 C 6 H 4 ) in the presence of tri(4-tolyl)arsine/palladium acetate/lithium chloride/triethylamine in acetonitrile at 35-80 °C affords the corresponding ferrocenyldienes 3a-3f in 50-81% isolated yields. Similar reaction of δ-iodoferrocenyldiene 4 with vinyl substrates (CH 2 dCH-Z where Z ) CO 2 Me, CO 2 Et, CO 2 H, 4′-NO 2 C 6 H 4 ) affords the corresponding ferrocenyltrienes 5a-5d in 55-87% isolated yields. The ferrocene-capped conjugated dienes and trienes show excellent all-E stereoselectivity (vide NMR). The electronic, redox, and nonlinear optical properties of ferrocenylpolyenes have been evaluated. The data suggest that upon increasing the polyene chain length, (a) the absorption maxima shifts progressively to higher wavelength, (b) the oxidation potential of the Fc/Fc + couple (E 1/2 ) decreases, and (c) the HRS-derived secondorder NLO response (β) increases. From the insights derived from semiempirical calculation (ZINDO/1), a mechanism for the halodecarboxylation reaction has been proposed suggesting the prior formation of tetrabutylammonium salt of ferrocenylacrylic acid I. Attack of the halogenium atom at the π CdC in I leads to the formation of intermediate II, and the latter triggers the elimination of carbon dioxide.

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“…Increasing the magnitude of NLO phenomena in polarizable polymers involves either maximizing the intensity of the applied polarization field or designing molecules with intrinsic steric hindrance and an adequate maximization of electronic conjugation at level of the substituted donor-acceptor sequence [16][17][18].…”

Section: Origin and Maximization Of Molecular Hyperpolarizabillities χmentioning

confidence: 99%

Polymer Architectures for Optical and Photonic Applications

Albu¹,

Târpă²

2022

Nonlinear Optics - Nonlinear Nanophotonics and Novel Materials for Nonlinear Optics

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The last decade of the last century is marked by a revolution in the synthesis of materials for optical and photonic applications, against the background of the growing need for new high-performance materials to increase the efficiency, reliability and speed of response linked to environmental aspects. The diversity of requirements and the optimization of the responses has led to a major dispute over the structure and composition of these materials: Inorganic or Organic, Natural or Synthetic, Hybrid or Pure, which has stimulated interest in the development of various architectures. Special attention shall be paid to establishing a fundamental relationship to correlate the non-linear optical response and chemical structure, especially for the category of organic materials- particularly polymers- distinguished by structural/compositional versatility and suitable for processing by simple technique which allows serial production. In fact, optical nonlinearity (NLO) is not an exotic phenomenon. Indeed, all materials are optically nonlinear if light is sufficiently intense. The synthesis of functional photonic organic materials is a major challenge of contemporary community of material scientists to imagine new functional materials based of” collective” phenomena by virtue of the “engineered” molecule- molecule interactions and spatial relationships. In this context, this paper aims to highlight the most important features concerning the structural - compositional relationship of polymeric materials used in optoelectronic and photonic applications.

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Adjusting the Third-Order Nonlinear Optical Properties of a Conjugated Polymer Film

Cited by 14 publications

References 24 publications

Synthesis and nonlinear optical properties of nanometer-size silver-coated polydiacetylene composite vesicles

Synthesis and nonlinear optical properties of nanometer-size silver-coated polydiacetylene composite vesicles

Novel Catalytic Hunsdiecker−Heck (CHH) Strategy toward All-E Stereocontrolled Ferrocene-Capped Conjugated Push−Pull Polyenes

Polymer Architectures for Optical and Photonic Applications

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