Photostability studies of π-conjugated chromophores with resonant and nonresonant light excitation for long-life polymeric telecommunication devices

Rezzonico, Daniele; Jazbinšek, Mojca; Günter, Peter; Bosshard, Christian; Bale, Denise H.; Liao, Yi; Dalton, Larry R.; Reid, Philip J.

doi:10.1364/josab.24.002199

Cited by 39 publications

(40 citation statements)

References 27 publications

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“…From imaging measurements during photodegradation we determine the reversible and irreversible FoMs. undamaged absorbance cross section, which implies that the inverse quantum efficiency (IQE) is constant over the photon energies tested, consistent with results for other dye-doped polymers [7][8][9][10][11][12][13].…”

Section: Resultssupporting

confidence: 85%

“…In addition to comparing the IQEs of the two degradation pathways we also compare DO11/PMMA's IQEs to those of other dye-doped polymer systems [7,8,10,35]. In other dye doped systems the irreversible IQE is typically on the order of 10 6 [7][8][9][10][11][12][13], which is similar to DO11/PMMA's reversible IQE, but still two orders of magnitude smaller than DO11/PMMA's irreversible IQE. A review of the literature reveals only a handful of other dyes with IQE's greater than 5×10 7 , which are tabulated in Table II.…”

Section: Resultsmentioning

confidence: 99%

“…Photodegradation of organic dye-doped polymers has been a topic of intense study for several decades [1][2][3][4][5][6][7][8][9][10][11][12][13] with the majority of dye-doped polymers found to irreversibly photodegrade under intense illumination. However, in 1998 Peng et al reported the first observation of self-healing after photodegradation (i.e.…”

Section: Introductionmentioning

confidence: 99%

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Wavelength dependence of reversible photodegradation of disperse orange 11 dye-doped PMMA thin films

2015

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Using transmittance imaging microscopy we measure the wavelength dependence of reversible photodegradation in disperse orange 11 (DO11) dye-doped (poly)methyl-methacrylate (PMMA). The reversible and irreversible inverse quantum efficiencies (IQEs) are found to be constant over the spectral region investigated, with the average reversible IQE being Bα = 8.70(±0.38) × 10 5 and the average irreversible IQE being Bǫ = 1.396(±0.031) × 10 8 . The large difference between the IQEs is hypothesized to be due to the reversible decay channel being a direct decay mechanism of the dye, while the irreversible decay channel is an indirect mechanism, with the dye first absorbing light, then heating the surrounding environment causing polymer chain scission and cross linking. Additionally, the DO11/PMMA's irreversible IQE is found to be among the largest of those reported for organic dyes, implying that the system is highly photostable. We also find that the recovery rate is independent of wavelength, with a value of β = 3.88(±0.47) × 10 −3 min −1 . These results are consistent with the correlated chromophore domain model of reversible photodegradation.

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Section: Resultssupporting

confidence: 85%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Wavelength dependence of reversible photodegradation of disperse orange 11 dye-doped PMMA thin films

2015

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“…[8][9][10][11][12][13][14][15][16][17][18][19] The main route for oxygen mediated photodegradation is via the generation of singlet oxygen, 1 O 2 , after the chromophore is optically excited from the singlet ground state, S 0 , to the singlet excited state, S 1 . 27,28 The relevant processes include S 1 + 3 O 2 →T 1 + 1 O 2 and T 1 + 3 O 2 →S 0 + 1 O 2 , where T 1 represents the triplet electronic state.…”

Section: Is Rewritten As F(t)=[t(∞)/t(t)-1]/[t(∞)/t(0)-1] Then It Is mentioning

confidence: 99%

Photostability enhancement studies on zwitterionic chromophores for nonlinear optics

Raymond¹,

Janssens²,

T.³

et al. 2010

Organic Photonic Materials and Devices XII

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Optical and photostability measurements have been made on nonlinear optical films containing amorphous polycarbonate and an organic chromophore that has a high 2 nd order nonlinear optical figure of merit. We show that the decrease in the photodegradation quantum efficiency with increasing optical intensity can be modelled in terms of oxygen depletion by oxygen-mediated chomophore photodegradation. The addition of a known singlet oxygen quencher, beta carotene, leads to a 1100% decrease in the photodegradation quantum efficiency.

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“…However, this bond readily undergoes trans – cis photoisomerization, which may hamper the material efficiency and lifetime. It was previously reported that the primary causes of photochemical instability of NLO chromophores containing CC bonds are photooxidation and photoisomerization 19–24. In either case, the nonlinear activity is significantly diminished, the charge‐transfer (CT) system is reduced, and new absorption features appear elsewhere in the spectrum, usually at a much shorter wavelength.…”

Section: Introductionmentioning

confidence: 99%

Photostability of D–π–A nonlinear optical chromophores containing a benzothiazolium acceptor

Cigáň

Gáplovský

Sigmundová

et al. 2010

J of Physical Organic Chem

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For the practical application of second‐order NLO materials, not only a high molecular quadratic hyperpolarizability β but also good thermal, chemical, and photochemical stabilities are required. Most of the state‐of‐the‐art chromophores with high NLO response cannot be put to use because they are photochemically highly unstable. Good thermal and photochemical stabilities with preserved high hyperpolarizabilities can be achieved by replacement of an aromatic ring with easily delocalizable heteroaromatics, e.g., with benzothiazole. Furthermore, desirable modifications of the benzothiazole fragment lead to improvement in β values. Here we report results of a comprehensive investigation of the photochemical stability of seven D–π–A push–pull molecules based on a N‐methylbenzothiazolium acceptor and a N,N‐dimethylaminophenyl donor with a different length of conjugated bridge and different acceptor strength. The quantum yield (Φ) and the kinetic parameters of photoreactions were determined for existing photodegradation pathways on irradiation at 300–850 nm in MeOH. Trans–cis photoisomerization is proposed as a fast but inefficient photobleaching mechanism for these irradiation wavelengths. Self‐sensitized photooxidation by 1O2 makes very slow parallel photodegradation pathway and, albeit to small value of Φ, plays a dominant role in the photodegradation of the compounds investigated. Both structural modifications (extension of conjugated bridge and an additional acceptor group bonded to heterocycle) resulting in an increase of NLO response led to a decrease in photostability due to the self‐sensitized 1O2 photooxidative attack. Thus a compromise should be found between an increase in NLO response and a decrease in photostability to make a choice of studied compounds for practical applications. Copyright © 2010 John Wiley & Sons, Ltd.

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Photostability studies of π-conjugated chromophores with resonant and nonresonant light excitation for long-life polymeric telecommunication devices

Cited by 39 publications

References 27 publications

Wavelength dependence of reversible photodegradation of disperse orange 11 dye-doped PMMA thin films

Wavelength dependence of reversible photodegradation of disperse orange 11 dye-doped PMMA thin films

Photostability enhancement studies on zwitterionic chromophores for nonlinear optics

Photostability of D–π–A nonlinear optical chromophores containing a benzothiazolium acceptor

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