Synthesis and Characterization of Phenothiazine‐Based Platinum(II)–Acetylide Photosensitizers for Efficient Dye‐Sensitized Solar Cells

Siu, Chi Ho; Lee, Lawrence Tien Lin; Yiu, Sze Chun; Ho, Po‐Yu; Zhou, Panwang; Ho, Cheuk Lam; Chen, Tao; Han, Keli; Wong, Wai Yeung

doi:10.1002/chem.201503828

Cited by 27 publications

(10 citation statements)

References 78 publications

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“…Polymetallynes have long been studied as photoactive materials. ,,,,− ,− The ease of modifying the alkynyl ligands, coupled with triplet-state photophysics in solution and the solid state, lends them to a variety of applications, including organic light emitting diodes (OLEDS), − optoelectronics, − sensors, ,, and nonlinear optics (NLO), − among others. , Much of this work has focused on polymeric and multinuclear Pt(II) complexes. In these d 8 species, the heavy-metal atom facilitates intersystem crossing to the triplet excited state manifold.…”

mentioning

confidence: 99%

Synthesis and Photophysical Properties of Laterally Asymmetric Digold(I) Alkynyls and Triazolyl: Ancillary Ligand and Organic Functionality Dictate Excited-State Dynamics

et al. 2020

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Four new laterally asymmetric dinuclear gold(I) complexes made from a new chromophoric ligand (Au-DiBTF0− 3) have been characterized. Changing the organic ancillary ligand from a phosphine ((Au-DiBTF0 (PMe 3 ) and Au-DiBTF1 (PCy 3 )) to an N-heterocyclic carbene (Au-DiBTF2) with an alkynyl linking moiety or modifying the alkynyl linkage to a triazolyl moiety with the ancillary ligand being an N-heterocyclic carbene (Au-DiBTF3) impacts the ground-and excited-state properties of these systems. All four complexes exhibit structured absorption and emission spectra with weak phosphorescence. A bathochromic shift is observed in both the ground-state absorption and luminescence spectra as the series varies from Au-DiBTF0 to Au-DiBTF3. The dinuclear alkynyl complexes (Au-DiBTF0−2) display decreased fluorescence lifetimes and fluorescence quantum yields along with more efficient intersystem crossing when the capping ligand is changed from a trialkylphosphine to an N-heterocyclic carbene. This change results in comparable rates of radiative decay and intersystem crossing and negligible rates of nonradiative decay. Changing the π-bridging moiety (Au-DiBTF3) results in a diminished fluorescence quantum yield, shorter fluorescence lifetime, and increased intersystem quantum yield, resulting in faster intersystem crossing accompanied by slower radiative decay and more efficient nonradiative decay relative to the alkynyl-bridged complexes. Density functional theory calculations are in accord with the observed photophysics, with nearly identical S 1 -to-T 2 energy gaps for the dinuclear alkynyl complexes (Au-DiBTF0 and -2) and a smaller energy gap for Au-DiBTF3. Experimentally, Au-DiBTF3 has the highest rate constant and quantum yield of intersystem crossing of the new gold(I) organometallics.

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mentioning

confidence: 99%

Synthesis and Photophysical Properties of Laterally Asymmetric Digold(I) Alkynyls and Triazolyl: Ancillary Ligand and Organic Functionality Dictate Excited-State Dynamics

et al. 2020

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“…The DFT computational data on P1 and P2 indicated that the atomic contributions of the HOMO were significantly larger on [Pt] , which then suggest that this moiety represents the electron-donor segment of the polymers during the electron transfer. This conclusion is unprecedented and could explain the large number of literature works using this synthon for the construction of solar cells. − Using 1:1 polymer/PCBM films, fs-TAS established that the k et values are ultrafast (time scale ≤150 fs; IRF limit).…”

Section: Discussionmentioning

confidence: 94%

“…The trans -bisethynylbis(trialkylphosphine)platinum(II) building block, [Pt] , is a versatile unit for the design of photonic materials showing potential applications in nonlinear optics − and light-emitting diodes. − In the field of solar cells, the [Pt] -containing materials are also active irrespective of whether they are used as molecules or within polymer chains. , Indeed, dye-sensitized solar cells − and bulk heterojunction solar cells (BHJSCs) − were designed. To the best of our knowledge, the highest photoconversion efficiency (PCE) was recently reported to be 5.29% for a BHJSC containing the [Pt] moiety. , Concurrently, studies on complexes bearing [Pt] units indicated that the charge separated states are formed in the short picosecond (ps) time scale − and that the [Pt] unit could mediate the electron transfer. − Over the years, it was suggested that anchoring diphenylamine pendants as electron-rich groups , and using the electron-deficient anthraquinone, AQ , moiety , should improve the PCEs of [Pt] -containing materials for solar cells.…”

Section: Introductionmentioning

confidence: 99%

Ultrafast Photoinduced Electron Transfers in Platinum(II)-Anthraquinone Diimine Polymer/PCBM Films

Juvenal

Schlachter

et al. 2019

J. Phys. Chem. C

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Two fluorescent polymers ([Pt]-(AQI(BM-PA) x )) n ([Pt] = trans-bis(ethynylbenzene)-bis-(tributylphosphine)platinum(II); AQI = anthraquinone diimine; BMPA = bis(para-methoxyphenyl)amine), P1 (x = 1; τ F ≤ 8 ps) and P2 (x = 2; τ F = 10 ps, 298 K), were prepared and investigated as thin films in the presence of phenyl-C 61butyric acid methyl ester (PCBM) to probe the photoinduced electron transfer processes using steady-state and timeresolved fluorescence and femtosecond-transient absorption spectroscopy (fs-TAS). P1 and P2 undergo an efficient oxidative photoinduced electron transfer (Px* + PCBM → Px +• + PCBM −• ; x = 1, 2) in solution and as films. Based on fs-TAS, the time scale for the photogenerated charge separated state forms within the excitation pulse (i.e., ≤150 fs). During the course of this study, the nature of the lowest energy emissive excited state was identified as a charge transfer state defined as [Pt] → AQI (major component) and BMPA → AQI (minor component) with the aid of density functional theory (DFT) and time-dependent DFT computations.

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“…Such a strategy has been a successful approach to realize binary and even ternary memory performance. [1e,3] Given the synthetic versatility and interesting spectroscopic features, platinum(II) complexes have been extensively studied for various applications including but not limited to photoswitchable materials, [4] photosensitizers, [5] biolabelling agents, [6] and organic light-emitting diodes (OLEDs). [7] While cyclometalated platinum(II) complexes represent one of the topical interests, their application studies as organic resistive memories remain rather unexplored.…”

Section: Introductionmentioning

confidence: 99%

Cyclometalated Platinum(II) Complexes with Donor‐Acceptor‐Containing Bidentate Ligands and Their Application Studies as Organic Resistive Memories

Poh

Au-Yeung

Chan

et al. 2021

Chemistry An Asian Journal

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A series of heteroleptic cyclometalated platinum(II) complexes, [Pt(C^N)(O^O)], (1-10) with various donors and acceptors has been synthesized and characterized by 1 H NMR spectroscopy, elemental analyses, infrared spectroscopy and mass spectrometry. The X-ray structure of 2 has also been determined. The electrochemical and photophysical properties of the platinum(II) complexes were studied. These experimental results have been supported by computational studies. Furthermore, two of the complexes have been employed as the active material in the fabrication of resistive memory devices, exhibiting stable binary memory performance with low operating voltage, high ON/OFF ratio and long retention time.

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Synthesis and Characterization of Phenothiazine‐Based Platinum(II)–Acetylide Photosensitizers for Efficient Dye‐Sensitized Solar Cells

Cited by 27 publications

References 78 publications

Synthesis and Photophysical Properties of Laterally Asymmetric Digold(I) Alkynyls and Triazolyl: Ancillary Ligand and Organic Functionality Dictate Excited-State Dynamics

Synthesis and Photophysical Properties of Laterally Asymmetric Digold(I) Alkynyls and Triazolyl: Ancillary Ligand and Organic Functionality Dictate Excited-State Dynamics

Ultrafast Photoinduced Electron Transfers in Platinum(II)-Anthraquinone Diimine Polymer/PCBM Films

Cyclometalated Platinum(II) Complexes with Donor‐Acceptor‐Containing Bidentate Ligands and Their Application Studies as Organic Resistive Memories

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