Novel thiophene-conjugated indolinedyes for zinc oxide solar cells

Dentani, Takuya; Kubota, Yasuhiro; Funabiki, Kazumasa; Jin, Jiye; Yoshida, Tsukasa; Minoura, Hideki; Miura, Hidetoshi; Matsui, Masaki

doi:10.1039/b808959k

Cited by 111 publications

(71 citation statements)

References 33 publications

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“…The difference of 26 nm and the additional shoulder on the red side of their fluorescence spectra also suggest a missing correction for detector sensitivity in that study. A similar explanation might hold for chloroform, where Dentani et al find the fluorescence maximum at 636 nm, 8 whereas our value is 643 nm. Fig.…”

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confidence: 63%

“…[1][2][3][4][5][6][7][8][9] They have been proven to be especially useful in ZnO-based dye-sensitized solar cells, where the typical ruthenium complexes developed for the sensitization of TiO 2 cannot be used, since they tend to etch the ZnO surface and form aggregates on it. [10][11][12][13] To achieve a better overlap with the solar spectrum, a range of structurally modified indoline dyes with an increasing red-shift of the absorption spectrum have been synthesized.…”

Section: Introductionmentioning

confidence: 99%

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Ultrafast photoinduced relaxation dynamics of the indoline dye D149 in organic solvents

Lohse

Kuhnt

Druzhinin

et al. 2011

Phys. Chem. Chem. Phys.

111

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The relaxation dynamics of the indoline dye D149, a well-known sensitizer for photoelectrochemical solar cells, have been extensively characterized in various organic solvents by combining results from ultrafast pump-supercontinuum probe (PSCP) spectroscopy, transient UV-pump VIS-probe spectroscopy, time-correlated single-photon counting (TCSPC) measurements as well as steady-state absorption and fluorescence. In the steady-state spectra, the position of the absorption maximum shows only a weak solvent dependence, whereas the fluorescence Stokes shift Dñ F correlates with solvent polarity. Photoexcitation at around 480 nm provides access to the S 1 state of D149 which exhibits solvation dynamics on characteristic timescales, as monitored by a red-shift of the stimulated emission and spectral development of the excited-state absorption in the transient PSCP spectra. In all cases, the spectral dynamics can be modeled by a global kinetic analysis using a time-dependent S 1 spectrum. The lifetime t 1 of the S 1 state roughly correlates with polarity [acetonitrile (280 ps) o acetone (540 ps) o THF (720 ps) o chloroform (800 ps)], yet in alcohols it is much shorter [methanol (99 ps) o ethanol (178 ps) o acetonitrile (280 ps)], suggesting an appreciable influence of hydrogen bonding on the dynamics. A minor component with a characteristic time constant in the range 19-30 ps, readily observed in the PSCP spectra of D149 in acetonitrile and THF, is likely due to removal of vibrational excess energy from the S 1 state by collisions with solvent molecules. Additional weak fluorescence in the range 390-500 nm is observed upon excitation in the S 0 -S 2 band, which contains short-lived S 2 -S 0 emission of D149. Transient absorption signals after excitation at 377.5 nm yield an additional time constant in the subpicosecond range, representing the lifetime of the S 2 state. S 2 excitation also produces photoproducts.

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confidence: 63%

Section: Introductionmentioning

confidence: 99%

Ultrafast photoinduced relaxation dynamics of the indoline dye D149 in organic solvents

Lohse

Kuhnt

Druzhinin

et al. 2011

Phys. Chem. Chem. Phys.

111

View full text Add to dashboard Cite

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“…[ 15 ] An indoline-based dye gave only a slightly smaller carbonyl vibrational frequency value (1680 cm −1 ). [ 16 ] In comparison, indolizine-based dyes gave an average value of 1646 cm −1 , which is a signifi cantly lower wavenumber (≈35 cm −1 ) than the other donors examined. Additionally, the C N bond stretch of the CAA cyano group was compared between the four donors ( Table 2 ).…”

Section: Optical and Electrochemical Propertiesmentioning

confidence: 96%

Indolizine‐Based Donors as Organic Sensitizer Components for Dye‐Sensitized Solar Cells

Huckaba

Giordano

McNamara

et al. 2014

Advanced Energy Materials

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Strong electron‐donating functionality is desirable for many organic donor‐π‐bridge‐acceptor (D‐π‐A) dyes. Strategies for increasing the electron‐donating strength of common nitrogen‐based donors include planarization of nitrogen substituents and the use of low resonance‐stabilized energy aromatic ring‐substituted nitrogen atoms. Organic donor motifs based on the planar nitrogen containing heterocycle indolizine are synthesized and incorporated into dye‐sensitized solar cell (DSC) sensitizers. Resonance active substitutions at several positions on indolizine in conjugation with the D‐π‐A π‐system are examined computationally and experimentally. The indolizine‐based donors are observed to contribute electron density with strengths greater than triarylamines and diarylamines, as evidenced by UV/Vis, IR absorptions, and oxidation potential measurements. Fluorescence lifetime studies in solution and on TiO2 yield insights in understanding the performance of indolizine‐based dyes in DSC devices.

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“…DSSCs based on Ru dyes can produce the efficiency (η) of solar energy to electricity conversion up to 11% under amplitude modulated (AM) 1.5 irradiation [8][9][10][11][12][13]. Nowadays, many kinds of metal-free organic dyes, such as coumarin [14][15][16][17][18][19], triarylamine [20][21][22][23][24][25][26][27], indoline [28][29][30][31], hemicyanine [32][33][34], merocyanines [35], squaraine [36,37] benzothiadiazole [38], boradiazaindacenes [39], porphyrin [40][41][42][43], cyanine [44][45][46][47][48], perylene [49][50][51][52], azulene [53], and other oligothiophene dyes [54][55]…”

Section: Introductionmentioning

confidence: 99%