Triple bond-modified anthracene sensitizers for dye-sensitized solar cells: a computational study

Tarsang, Ruangchai; Promarak, Vinich; Sudyoadsuk, Taweesak; Namuangruk, Supawadee; Kungwan, Nawee; Khongpracha, Pipat; Jungsuttiwong, Siriporn

doi:10.1039/c5ra04408a

Cited by 36 publications

(20 citation statements)

References 63 publications

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“…The table lists calculated dipole moments along the dye x‐axis (μ x ) in order of decreasing magnitude: D3‐L3 ( 37.33 ) > D3‐L4 ( 36.41 ) > D3‐L1 ( 32.32 ) > D3‐L2 ( 31.33 ) > D3 ( 27.65 ) > D1 ( 26.42 ) > D2 ( 22.46 Debye). These calculated results are in agreement with the observed strong ICT that arise from the presence of a triple‐bond extension on the π‐linkers in D3‐L3 and D3‐L4 dyes, and which are expected to achieve greater electron‐injection efficiencies . Table shows electronic transition energies, calculated using the Gaussian 09 software program with TD‐M062x, and the 6‐31G(d,p) basis set.…”

Section: Resultssupporting

confidence: 80%

“…This result confirms that, electrons in D3‐L3 and D3‐L4 effectively transfer from donor to accepter via the triple‐bond‐modified linker. However, the twisted structure (Φ2 = 40°—60°) present in D3‐L1 and D3‐L2 inhibits ICT performance, resulting in blue‐shifted absorption spectra, and consequent decreases in J sc values for these two dyes …”

Section: Resultsmentioning

confidence: 99%

“…We calculated light‐harvesting efficiency (LHE), to determine the extent of light absorption for dyes, and their absorption wavelengths (λ max ). The LHE can be approximated by Equations 2 and 3 . Generally, dyes with broader absorption spectra and higher extinction coefficients produce greater photo‐to‐current efficiencies.

true LHE = 1 - 10^{- normalA} = 1 - 10^{- f}

…”

Section: Resultsmentioning

confidence: 99%

“…In the initial state, an excited dye electron adsorbs on a TiO 2 surface, and in the final state, the electron injects into the TiO 2 surface. The quantum yield of electron injection

(ϕ

inject ) is related to ▵G inject [31] which represents the difference between the excited‐state oxidation potential (

E_{O X}^{d y e *}

) of a dye, and the ground‐state reduction potential ( E CB ) of the TiO 2 semiconductor (Equation 5) , . We can obtain the excited‐state oxidation potential,

E_{O X}^{d y e *}

, from Equation 6 …”

Section: Resultsmentioning

confidence: 99%

“…The quantum yield of electron injection

(ϕ

inject ) is related to ▵G inject [31] which represents the difference between the excited‐state oxidation potential (

E_{O X}^{d y e *}

) of a dye, and the ground‐state reduction potential ( E CB ) of the TiO 2 semiconductor (Equation 5) , . We can obtain the excited‐state oxidation potential,

E_{O X}^{d y e *}

, from Equation 6

true ϕ_{inject \propto f} Δ normalG^{inject}

true Δ normalG^{inject} = E_{O X}^{d y e *} - E_{CB}

true E_{O X}^{d y e *} = E_{OX} - λ_{abs}

…”

Section: Resultsmentioning

confidence: 99%

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Push‐Pull N‐Annulated Perylene‐Based Sensitizers for Dye‐Sensitized Solar Cells: Theoretical Property Tuning by DFT/TDDFT

Hadsadee

Rattanawan

Tarsang³

et al. 2017

ChemistrySelect

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We evaluate the effects of donor and π‐linker moieties on power‐conversion efficiency for a series of push‐pull type, N‐annulated perylene dyes for dye‐sensitized solar cells. Triphenylamine and diphenylamine are used as electron donors. We investigate the structural, optical, and electronic properties of dyes by performing density functional theory (DFT) calculations at the B3LYP level, using the 6‐311G(d,p) basis set. Electronic absorption wavelengths were investigated using time dependent DFT (TD‐DFT) calculations on M062x/6‐311G(d,p) in THF. Our calculated results reveal that the diphenylamine (DPA) donor provides a small dihedral angle between diphenylamine and the perylene core, resulting in a red‐shifted absorption spectrum. Introduction of an O‐methoxy substituent into diphenylamine improves its donor properties, red‐shifts the absorption wavelength, and increases the dipole moment, indicating increased intramolecular charge transfer in the O‐methoxy substituted dye. Incorporation of a C‐C triple bond in linker extends the π‐conjugation system and decreases the dihedral angle between N‐annulated perylene and cyanoacrylic acid; the dye adopts a planar structure, causing a red‐shift in the absorption spectrum. Our results demonstrate that use of computational design can to help the experimentalist for out looking future developments to identify push‐pull perylene sensitizers for highly efficient solar cells.

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Section: Resultssupporting

confidence: 80%

Section: Resultsmentioning

confidence: 99%

true LHE = 1 - 10^{- normalA} = 1 - 10^{- f}

…”

Section: Resultsmentioning

confidence: 99%

“…In the initial state, an excited dye electron adsorbs on a TiO 2 surface, and in the final state, the electron injects into the TiO 2 surface. The quantum yield of electron injection

(ϕ

inject ) is related to ▵G inject [31] which represents the difference between the excited‐state oxidation potential (

E_{O X}^{d y e *}

) of a dye, and the ground‐state reduction potential ( E CB ) of the TiO 2 semiconductor (Equation 5) , . We can obtain the excited‐state oxidation potential,

E_{O X}^{d y e *}

, from Equation 6 …”

Section: Resultsmentioning

confidence: 99%

“…The quantum yield of electron injection

(ϕ

inject ) is related to ▵G inject [31] which represents the difference between the excited‐state oxidation potential (

E_{O X}^{d y e *}

) of a dye, and the ground‐state reduction potential ( E CB ) of the TiO 2 semiconductor (Equation 5) , . We can obtain the excited‐state oxidation potential,

E_{O X}^{d y e *}

, from Equation 6

true ϕ_{inject \propto f} Δ normalG^{inject}

true Δ normalG^{inject} = E_{O X}^{d y e *} - E_{CB}

true E_{O X}^{d y e *} = E_{OX} - λ_{abs}

…”

Section: Resultsmentioning

confidence: 99%

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Push‐Pull N‐Annulated Perylene‐Based Sensitizers for Dye‐Sensitized Solar Cells: Theoretical Property Tuning by DFT/TDDFT

Hadsadee

Rattanawan

Tarsang³

et al. 2017

ChemistrySelect

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New Acetylene‐Bridged 9,10‐Conjugated Anthracene Sensitizers: Application in Outdoor and Indoor Dye‐Sensitized Solar Cells

Tingare

Vinh

Chou

et al. 2017

Advanced Energy Materials

145

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In this report, a pivotal improvement in the performance of dye‐sensitized solar cells has been achieved, thus taking it one step closer toward the commercialization. Through the stepwise modification on the anthracene‐based organic sensitizers, the alteration of alkyl to alkoxy chain and incorporation of electron deficient moieties in the new sensitizing dyes TY3, TY4, and TY6 are found to play a significant role in the efficiency enhancement. The dye TY6, when tested under 1 sun (AM 1.5G) illumination, is found to exhibit the best efficiency of 8.08% in the series reported here. Taking it further, sensitizer TY6 achieves a milestone by displaying an efficiency of 28.56% when tested under T5 fluorescent illumination of 6000 lux and 20.72% under same illuminance from a commercial light emitting diode light source. Such an excellent performance can be attributed to its outstanding J SC and V OC, which are characteristic properties of these anthracene dyes.

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Metal‐Free Indeno[2,1‐b]thiophene‐Based Sensitizers for Dye‐Sensitized Solar Cells

et al. 2016

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As eries of indeno [2,1-b]thiophene-containing organic dyes (IDT1-IDT5)h ave been synthesized, and their UV/Vis spectra extend beyond7 00 nm. These dyes were employed as sensitizers for dye-sensitized solar cells (DSSCs). Among them, dyes IDT3-IDT5 with at hiophene unit conjugated with an anchorh ave better light harvesting ability and higher J SC values. Dye aggregation contributes substantially to the photocurrent in the near infrared region. The dye IDT5,w ith chenodeoxycholic acid (CDCA) as the co-adsorbent,h as the highest power conversion efficiency (5.06 %) under AM 1.5G simulated sunlight irradiation, which is 68 %o ft he standard device based on N719 dye.

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Triple bond-modified anthracene sensitizers for dye-sensitized solar cells: a computational study

Abstract: We performed a theoretical investigation on a series of organic dyes incorporating an anthracene moiety between a carbazole donor group and a cyanoacrylic acid acceptor, in which a triple bond (TB)-modified moiety acts as a π-conjugated linker.

Cited by 36 publications

References 63 publications

Push‐Pull N‐Annulated Perylene‐Based Sensitizers for Dye‐Sensitized Solar Cells: Theoretical Property Tuning by DFT/TDDFT

Push‐Pull N‐Annulated Perylene‐Based Sensitizers for Dye‐Sensitized Solar Cells: Theoretical Property Tuning by DFT/TDDFT

New Acetylene‐Bridged 9,10‐Conjugated Anthracene Sensitizers: Application in Outdoor and Indoor Dye‐Sensitized Solar Cells

Metal‐Free Indeno[2,1‐b]thiophene‐Based Sensitizers for Dye‐Sensitized Solar Cells

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