Influence of conjugated π-linker in D–D–π–A indoline dyes: towards long-term stable and efficient dye-sensitized solar cells with high photovoltage

Liu, Bo; Wang, Bao; Wang, Ran; Gao, Lin; Huo, Suhong; Liu, Qingbin; Li, Xiaoyan; Zhu, Weihong

doi:10.1039/c3ta13993j

Cited by 96 publications

(56 citation statements)

References 43 publications

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“…As is known to all, the most popular metal-free organic dye has the ''push-pull'' structure of donor-p conjugated bridgeacceptor (D-p-A) where the photoinduced electron transfers from the donor part to the acceptor/anchoring group via the p-linkage. Sensitizers with the D-p-A configuration can easily facilitate the formation of favorable electron separation and show good performance, such as coumarin dyes [17][18][19], indoline dyes [20,21], carbazole dyes [22,23], difluorenylphenylamine dyes [24,25], and triphenylamine dyes [26][27][28][29]. Even some progress in metal-free sensitizers has been made, there are still much space for improvement in efficiency.…”

Section: Introductionmentioning

confidence: 98%

Influence of position of auxiliary acceptor in D–A–π–A photosensitizes on photovoltaic performances of dye-sensitized solar cells

Zhang

et al. 2015

J Mater Sci

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Several novel indoline dyes configured with donor-acceptor-bridge-acceptor (D-A-p-A) structures were designed and applied to organic dye-sensitized solar cells. These D-A-p-A dye molecules are composed of indoline (electron donating group), benzothiadiazole (BDT) (auxiliary acceptor), two furan rings (p-conjugated group), and 2-cyanoacrylic acid (electron accepting group). The influence of position of auxiliary acceptor in D-A-p-A organic sensitizer on the performance of photosensitize is investigated in detail. Calculated results show that the sensitizer could achieve a red-shifted absorption in longwavelength region and a stronger absorption in shortwavelength region when the position of auxiliary acceptor changes from the donor to the acceptor. Moreover, among these dyes, WS-12, whose auxiliary acceptor nearing the 2-cyanoacrylic acid, possesses the better performance in terms of the charge transfer characteristics, lifetime of excited state as well as the vertical dipole moment when compared with WS-1 and WS-11. We hope that the present results could provide theoretical guidance for designing photosensitizes with higher efficiencies.

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Section: Introductionmentioning

confidence: 98%

Influence of position of auxiliary acceptor in D–A–π–A photosensitizes on photovoltaic performances of dye-sensitized solar cells

Zhang

et al. 2015

J Mater Sci

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“…39 To date, many electron-withdrawing acceptors such as benzothiadiazole, [40][41][42] benzotriazole, 43 2H- [1,2,3]Triazolo [4,5-c]pyridine, 44 [1,2,5]thiadiazolo [3,4-c]pyridine, 45 quinoxaline, 46-48 phthalimide, 49 diketopyrrolopyrrole, 50 Pyrido [3,4-b]pyrazine, 51 thienopyrazine, 52 thiazolo [5,4-d]thiazole, 53,54 bithiazole, 55 fluoro-substituted phenyl 56 and disubstituted cyclopenta[1,2-b:5,4-b′]dithiophene 57 have been introduced as the auxiliary acceptor in D-A-π-A organic dyes, resulting in novel organic dyes with promising performance. By contrast, reports on exploration of new electron-donating donors (carbazole, 25,[58][59][60][61][62] phenothiazine, 63,64 naphthylphenylamino, 65 and benzene-substituted DTP (BZDTP) as the terminal electron donors to construct four novel 5 D-D-π-A organic dyes (M43-46, see Figure 2). In particular, the DTP unit was introduced as electron donor in two perpendicular directions, i.e.…”

Section: Introductionmentioning

confidence: 99%

Influence of the Terminal Electron Donor in D–D−π–A Organic Dye-Sensitized Solar Cells: Dithieno[3,2-b:2′,3′-d]pyrrole versus Bis(amine)

Dai

Yang

Liang

et al. 2015

ACS Appl. Mater. Interfaces

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With respect to the electron-withdrawing acceptors of D-A-π-A organic dyes, reports on the second electron-donating donors for D-D-π-A organic dyes are very limited. Both of the dyes have attracted significant attention in the field of dye-sensitized solar cells (DSCs). In this work, four new D-D-π-A organic dyes with dithieno[3,2-b:2',3'-d]pyrrole (DTP) or bis(amine) donor have been designed and synthesized for a investigation of the influence of the terminal electron donor in D-D-π-A organic dye-sensitized solar cells. It is found that DTP is a promising building block as the terminal electron donor when introduced in the dithiophenepyrrole direction, but not just a good bridge, which exhibits several characteristics: (i) efficiently increasing the maximum molar absorption coefficient and extending the absorption bands; (ii) showing stronger charge transfer interaction as compared with the pyrrole direction; (iii) beneficial to photocurrent generation of DSCs employing cobalt electrolytes. DSCs based on M45 with the Co-phen electrolyte exhibit good light-to-electric energy conversion efficiencies as high as 9.02%, with a short circuit current density (JSC) of 15.3 mA cm(-2), open circuit voltage (VOC) of 867 mV and fill factor (FF) of 0.68 under AM 1.5 illumination (100 mW cm(-2)). The results demonstrate that N,S-heterocycles such as DTP unit could be promising candidates for application in highly efficient DSCs employing cobalt electrolyte.

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“…11 Typical metal-free organic sensitizers are based on a donor-π bridge-acceptor system (D-π-A) to achieve effective charge separation and transfer. Many electron-rich compounds have been found to be the desirable donor for metal-free organic sensitizers, such as triarylamine, 12 coumarin, 13 indoline, 14,15 carbazole, 16 and phenothiazine/ phenoxazine. 17,18 Coumarin derivatives are characterized with good photoresponse in the visible region, good long-term stability, and appropriate lowest unoccupied molecular orbital (LUMO) levels matching with the conduction band of TiO 2 , which brings coumarin compound a good candidate for the donor of the sensitizer.…”

Section: Introductionmentioning

confidence: 99%

Novel coumarin sensitizers based on 2-(thiophen-2-yl)thiazole π-bridge for dye-sensitized solar cells

Kang

et al. 2015

Photochem Photobiol Sci

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2-(Thiophen-2-yl)thiazole was introduced as a π-bridge into diethylamino coumarin and novel coumarin sensitizers were synthesized with cyanoacrylic acid or rhodanine acetic acid as electron acceptor. Their light-harvesting capabilities and photovoltaic performance were investigated and compared with those of a similar sensitizer bearing a phenylthiophene bridge. Replacement of benzene in the π-bridge with a thiazole ring contributes to the improvement of the light-harvesting capability and hence superior JSC. 7-Diethylamino coumarin dye with a 2-(thiophen-2-yl)thiazole bridge and cyanoacrylic acid acceptor shows the most efficient photoelectricity conversion efficiency which has the maximum value of 4.78% (VOC = 690 mV, JSC = 9.79 mA cm(-2), and ff = 0.71) under simulated AM 1.5 G irradiation (100 mW cm(-2)).

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Influence of conjugated π-linker in D–D–π–A indoline dyes: towards long-term stable and efficient dye-sensitized solar cells with high photovoltage

Cited by 96 publications

References 43 publications

Influence of position of auxiliary acceptor in D–A–π–A photosensitizes on photovoltaic performances of dye-sensitized solar cells

Influence of position of auxiliary acceptor in D–A–π–A photosensitizes on photovoltaic performances of dye-sensitized solar cells

Influence of the Terminal Electron Donor in D–D−π–A Organic Dye-Sensitized Solar Cells: Dithieno[3,2-b:2′,3′-d]pyrrole versus Bis(amine)

Novel coumarin sensitizers based on 2-(thiophen-2-yl)thiazole π-bridge for dye-sensitized solar cells

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