Theoretical design of triphenylamine-based derivatives with asymmetric D-D-π-A configuration for dye-sensitized solar cells

Mannix P. Balanay, Camille Marie G Enopia, Sang Hee Lee, Dong Hee Kim

    Research output: Contribution to journalArticle

    18 Citations (Scopus)

    Abstract

    The use of theoretical techniques in the structural development of dye-sensitized solar cells helps in the efficient screening of the dyes. To properly rationalize the dye's design process, benchmark calculations were conducted using long-range corrected exchange-correlation (xc) functionals with varying separation parameters to be able to predict the excited-state energies of triphenylamine-based dyes, namely: PPS, PSP, and PSS, wherein they differ at the π-conjugated bridge using thiophene and/or phenyl moieties. The results show that LC-ωPBE xc functional with an optimized parameter provided better correlation with the experimental results compared to the other functionals. The relative shifts of the absorption spectra, light harvesting efficiency, normal dipole moments, as well as the ionization potentials and electron affinities of the dyes were well-correlated with the experimental data. A new set of dyes was designed in an effort to increase its solar cell efficiency that was patterned after PSS with an additional donor moiety such as fluorene, cyclopentaindole, and pyrene attached asymmetrically at the triphenylamine ring. Among the newly designed dyes, analogs that contain 4-phenyl-1,2,3,4-tetrahydrocyclopenta[b]indole (I) and pyrido[2,3,4-5-imn]phenanthridine-5,10(4H,9H)-dione (P2) as the additional donor moiety produced the best photophysical properties and charge-transfer characteristics for a promising dye for solar cell applications.

    Original languageEnglish
    Pages (from-to)382-391
    Number of pages10
    JournalSpectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
    Volume140
    DOIs
    Publication statusPublished - Apr 5 2015

    Fingerprint

    Coloring Agents
    Dyes
    solar cells
    dyes
    Derivatives
    configurations
    functionals
    Solar cells
    Phenanthridines
    Psychological Techniques
    Thiophenes
    Electron affinity
    pressure sensitive paints
    Ionization potential
    Benchmarking
    Pyrene
    Dipole moment
    Thiophene
    Dye-sensitized solar cells
    Excited states

    Keywords

    • Density functional theory
    • Dye regeneration
    • Electron injection
    • Electron lifetime
    • Long-range corrected functional
    • Reorganization energy

    ASJC Scopus subject areas

    • Instrumentation
    • Atomic and Molecular Physics, and Optics
    • Analytical Chemistry
    • Spectroscopy
    • Medicine(all)

    Cite this

    Theoretical design of triphenylamine-based derivatives with asymmetric D-D-π-A configuration for dye-sensitized solar cells. / Balanay, Mannix P.; Enopia, Camille Marie G; Lee, Sang Hee; Kim, Dong Hee.

    In: Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, Vol. 140, 05.04.2015, p. 382-391.

    Research output: Contribution to journalArticle

    @article{07c94e31fdca4172bb7fc2126f709bb7,
    title = "Theoretical design of triphenylamine-based derivatives with asymmetric D-D-π-A configuration for dye-sensitized solar cells",
    abstract = "The use of theoretical techniques in the structural development of dye-sensitized solar cells helps in the efficient screening of the dyes. To properly rationalize the dye's design process, benchmark calculations were conducted using long-range corrected exchange-correlation (xc) functionals with varying separation parameters to be able to predict the excited-state energies of triphenylamine-based dyes, namely: PPS, PSP, and PSS, wherein they differ at the π-conjugated bridge using thiophene and/or phenyl moieties. The results show that LC-ωPBE xc functional with an optimized parameter provided better correlation with the experimental results compared to the other functionals. The relative shifts of the absorption spectra, light harvesting efficiency, normal dipole moments, as well as the ionization potentials and electron affinities of the dyes were well-correlated with the experimental data. A new set of dyes was designed in an effort to increase its solar cell efficiency that was patterned after PSS with an additional donor moiety such as fluorene, cyclopentaindole, and pyrene attached asymmetrically at the triphenylamine ring. Among the newly designed dyes, analogs that contain 4-phenyl-1,2,3,4-tetrahydrocyclopenta[b]indole (I) and pyrido[2,3,4-5-imn]phenanthridine-5,10(4H,9H)-dione (P2) as the additional donor moiety produced the best photophysical properties and charge-transfer characteristics for a promising dye for solar cell applications.",
    keywords = "Density functional theory, Dye regeneration, Electron injection, Electron lifetime, Long-range corrected functional, Reorganization energy",
    author = "Balanay, {Mannix P.} and Enopia, {Camille Marie G} and Lee, {Sang Hee} and Kim, {Dong Hee}",
    year = "2015",
    month = "4",
    day = "5",
    doi = "10.1016/j.saa.2015.01.002",
    language = "English",
    volume = "140",
    pages = "382--391",
    journal = "Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy",
    issn = "1386-1425",
    publisher = "Elsevier",

    }

    TY - JOUR

    T1 - Theoretical design of triphenylamine-based derivatives with asymmetric D-D-π-A configuration for dye-sensitized solar cells

    AU - Balanay, Mannix P.

    AU - Enopia, Camille Marie G

    AU - Lee, Sang Hee

    AU - Kim, Dong Hee

    PY - 2015/4/5

    Y1 - 2015/4/5

    N2 - The use of theoretical techniques in the structural development of dye-sensitized solar cells helps in the efficient screening of the dyes. To properly rationalize the dye's design process, benchmark calculations were conducted using long-range corrected exchange-correlation (xc) functionals with varying separation parameters to be able to predict the excited-state energies of triphenylamine-based dyes, namely: PPS, PSP, and PSS, wherein they differ at the π-conjugated bridge using thiophene and/or phenyl moieties. The results show that LC-ωPBE xc functional with an optimized parameter provided better correlation with the experimental results compared to the other functionals. The relative shifts of the absorption spectra, light harvesting efficiency, normal dipole moments, as well as the ionization potentials and electron affinities of the dyes were well-correlated with the experimental data. A new set of dyes was designed in an effort to increase its solar cell efficiency that was patterned after PSS with an additional donor moiety such as fluorene, cyclopentaindole, and pyrene attached asymmetrically at the triphenylamine ring. Among the newly designed dyes, analogs that contain 4-phenyl-1,2,3,4-tetrahydrocyclopenta[b]indole (I) and pyrido[2,3,4-5-imn]phenanthridine-5,10(4H,9H)-dione (P2) as the additional donor moiety produced the best photophysical properties and charge-transfer characteristics for a promising dye for solar cell applications.

    AB - The use of theoretical techniques in the structural development of dye-sensitized solar cells helps in the efficient screening of the dyes. To properly rationalize the dye's design process, benchmark calculations were conducted using long-range corrected exchange-correlation (xc) functionals with varying separation parameters to be able to predict the excited-state energies of triphenylamine-based dyes, namely: PPS, PSP, and PSS, wherein they differ at the π-conjugated bridge using thiophene and/or phenyl moieties. The results show that LC-ωPBE xc functional with an optimized parameter provided better correlation with the experimental results compared to the other functionals. The relative shifts of the absorption spectra, light harvesting efficiency, normal dipole moments, as well as the ionization potentials and electron affinities of the dyes were well-correlated with the experimental data. A new set of dyes was designed in an effort to increase its solar cell efficiency that was patterned after PSS with an additional donor moiety such as fluorene, cyclopentaindole, and pyrene attached asymmetrically at the triphenylamine ring. Among the newly designed dyes, analogs that contain 4-phenyl-1,2,3,4-tetrahydrocyclopenta[b]indole (I) and pyrido[2,3,4-5-imn]phenanthridine-5,10(4H,9H)-dione (P2) as the additional donor moiety produced the best photophysical properties and charge-transfer characteristics for a promising dye for solar cell applications.

    KW - Density functional theory

    KW - Dye regeneration

    KW - Electron injection

    KW - Electron lifetime

    KW - Long-range corrected functional

    KW - Reorganization energy

    UR - http://www.scopus.com/inward/record.url?scp=84921519766&partnerID=8YFLogxK

    UR - http://www.scopus.com/inward/citedby.url?scp=84921519766&partnerID=8YFLogxK

    U2 - 10.1016/j.saa.2015.01.002

    DO - 10.1016/j.saa.2015.01.002

    M3 - Article

    VL - 140

    SP - 382

    EP - 391

    JO - Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy

    JF - Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy

    SN - 1386-1425

    ER -