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[ CAS No. 3978-81-2 ] {[proInfo.proName]}

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Chemical Structure| 3978-81-2
Chemical Structure| 3978-81-2
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Ravinder Kaur ; Niharika Dalpati ; Jared H. Delcamp , et al. DOI:

Abstract: Dye-sensitized solar cells (DSCs) are important to indoor solar powered devices and energy sustainable buildings because of their remarkable performance under indoor/ambient light conditions. Triiodide/iodide (I3–/I–) has been used as the most common redox mediator in DSCs because of its desirable kinetic properties and multielectron redox cycle. However, the low redox potential, corrosiveness, competitive visible light absorption, and lack of tunability of this redox mediator limit its performance in many DSC devices. Here we report a class of complex redox shuttles which operate on a similar multielectron redox cycle as I3–/I– while maintaining desirable kinetics and improving on its limitations. These complexes, dithiocarbamates, were evaluated as redox shuttles in DSCs, which exhibited excellent performance under low light conditions. The recombination behavior of the redox shuttles with electrons in TiO2, dye regeneration behavior, and counter electrode electron transfer resistance were studied via chronoamperometry and electrochemical impedance spectroscopy (EIS). Further, DSC devices were studied with the Ni-based redox shuttles via incident photon-to-current conversion efficiencies (IPCEs) and current–voltage (J–V) curves under varied light intensities. The Ni-based redox shuttles showed up to 20.4% power conversion efficiency under fluorescent illumination, which was higher than I3–/I–-based devices (13%) at similar electrolyte concentrations. Taken together, these results show that dithiocarbamate redox shuttles have faster rates of dye regeneration than the I3–/I– shuttle but suffer from faster recombination of photoinjected electrons with oxidized Ni(IV) species, which decrease photovoltages.

Keywords: dye-sensitized solar cells ; nickel(IV) ; redox shuttle ; dithiocarbamate ; indoor photovoltaic

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Product Details of [ 3978-81-2 ]

CAS No. :3978-81-2 MDL No. :MFCD00006435
Formula : C9H13N Boiling Point : -
Linear Structure Formula :- InChI Key :YSHMQTRICHYLGF-UHFFFAOYSA-N
M.W : 135.21 Pubchem ID :19878
Synonyms :

Calculated chemistry of [ 3978-81-2 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.44
Num. rotatable bonds : 1
Num. H-bond acceptors : 1.0
Num. H-bond donors : 0.0
Molar Refractivity : 43.51
TPSA : 12.89 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.33 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.02
Log Po/w (XLOGP3) : 2.53
Log Po/w (WLOGP) : 2.38
Log Po/w (MLOGP) : 1.8
Log Po/w (SILICOS-IT) : 2.46
Consensus Log Po/w : 2.24

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -2.65
Solubility : 0.303 mg/ml ; 0.00224 mol/l
Class : Soluble
Log S (Ali) : -2.45
Solubility : 0.483 mg/ml ; 0.00357 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.2
Solubility : 0.0847 mg/ml ; 0.000627 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.0

Safety of [ 3978-81-2 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 3978-81-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 3978-81-2 ]
  • Downstream synthetic route of [ 3978-81-2 ]

[ 3978-81-2 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 3978-81-2 ]
  • [ 207739-72-8 ]
Reference： [1] Chemistry - A European Journal, 2018, vol. 24, # 39, p. 9910 - 9918
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