journal article·2019-01

Effect of electron rich π-linkers on the functional properties of dyes featuring dithieno[3,2-b:2′,3′-d]pyrrole donor

Sunil Kumar, K.R.Justin Thomas, Chun-Ting Li, Miao-Syuan Fan, Kuo-Chuan Ho

Dyes and Pigments· Volume 160
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Abstract

Abstract In this paper, organic dyes containing dithienopyrrole (DTP) donor, linkers such as thiophene or dithienopyrrole and cyanoacrylic acid acceptor are reported. The impact of different π-linkers on photophysical, electrochemical and photovoltaic properties is studied. The dyes containing dithienopyrrole linker showed improved light harvesting efficiency and reduced oxidation potentials than the thiophene analogs. The major absorption originates from the charge transfer transition, which shifts progressively to red region on increasing the number of heteroaromatic linkers. Additionally, the presence of N-fluorenyldithieonopyrrole in the conjugation bridge is beneficial to retard the charge recombination process. Therefore, the dye containing a dithienopyrrole linker showed the highest efficiency of 5.94% in the series attributable to its high JSC and VOC values. However, a dye containing two dithienopyrrole units in the conjugation pathway exhibited low power conversion efficiency irrespective of its intense absorption attributable to the low charge collection efficiency and reduced electron lifetime.
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Research context

OpenAlex topics: Conducting polymers and applications · Organic Electronics and Photovoltaics · Porphyrin and Phthalocyanine Chemistry

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References (65)

Show source-provided references
1. A low-cost, high-efficiency solar cell based on dye-sensitized colloidal TiO2 films10.1038/353737a0 ↗
2. Polymer photovoltaic cells: enhanced via a network of internal donor-acceptor heterojunctions10.1126/science.270.5243.1789 ↗
3. Efficient photodiodes from interpenetrating polymer networks10.1038/376498a0 ↗
4. Dye-sensitized solar cells10.1016/S1389-5567(03)00026-1 ↗
5. Improvement of dye-sensitized solar cells: what we know and what we need to know10.1039/c003841e ↗
6. Recent trends in mesoscopic solar cells based on molecular and nano pigment light harvesters10.1016/j.mattod.2013.01.020 ↗
7. Combined experimental and DFT-TDDFT computational study of photoelectrochemical cell ruthenium sensitizers10.1021/ja052467l ↗
8. Squaraines as light-capturing materials in photovoltaic cells10.1039/C4RA03972F ↗
9. Recent progress in organic sensitizers for dye-sensitized solar cells10.1039/C4RA16493H ↗
10. Squaraine dyes for organic photovoltaic cells10.1039/C5TA01879J ↗
11. Dye-sensitized solar cells with 13% efficiency achieved through the molecular engineering of porphyrin sensitizers10.1038/nchem.1861 ↗
12. Highly efficient light-harvesting ruthenium sensitizer for thin-film dye-sensitized solar cells10.1021/nn900756s ↗
13. Dye-sensitized solar cells10.1021/cr900356p ↗
14. Metal‐free organic dyes for dye‐sensitized solar cells: from structure: property relationships to design rules10.1002/anie.200804709 ↗
15. New D-A-π-A organic sensitizers for efficient dye-sensitized solar cells10.1039/C4CC08539F ↗
16. Revealing the influence of cyano in anchoring groups of organic dyes on adsorption stability and photovoltaic properties for dye-sensitized solar cells10.1038/s41598-017-05408-8 ↗
17. Highly efficient dye-sensitized solar cells: progress and future challenges10.1039/c3ee24453a ↗
18. Organic sensitizers from D-π-A to D-A-π-A: effect of the internal electron-withdrawing units on molecular absorption, energy levels and photovoltaic performances10.1039/C2CS35346F ↗
19. Donor/acceptor indenoperylene dye for highly efficient organic dye-sensitized solar cells10.1021/jacs.5b01537 ↗
20. Effect of different numbers of -CH2- units on the performance of isoquinolinium dyes10.1021/am405014f ↗
21. Molecular designs and syntheses of organic dyes for dye-sensitized solar cells10.1002/ejoc.200900236 ↗
22. 2, 7-Diaminofluorene-based organic dyes for dye-sensitized solar cells: effect of auxiliary donor on optical and electrochemical properties10.1021/jo200501b ↗
23. Organic dyes incorporating low-band-gap chromophores for dye-sensitized solar cells10.1021/ol050417f ↗
24. Thieno[2,3,a]carbazole donor-based organic dyes for high efficiency dye-sensitized solar cells10.1039/C4QO00285G ↗
25. A tetrahydropyrene-based organic dye for solar cell application10.1039/c4ra02854f ↗
26. Significant improvement of dye-sensitized solar cell performance using simple phenothiazine-based dyes10.1021/cm400800h ↗
27. Aryl/hetero-arylethyne bridged dyes: the effect of planar π-bridge on the performance of dye-sensitized solar cells10.1039/C0NJ00653J ↗
28. Sensitizers with rigidified-aromatics as the conjugated spacers for dye-sensitized solar cells10.1039/C5TC02356D ↗
29. Unraveling the dual character of sulfur atoms on sensitizers in dye sensitized solar cells10.1021/acsami.6b08882 ↗
30. Efficient and stable DSSC sensitizers based on substituted dihydroindolo[2,3-b]carbazole donors with high molar extinction coefficients10.1039/c3ta11748k ↗
31. Dithienopyrrolobenzothiadiazole-based organic dyes for efficient dye-sensitized solar cells10.1039/C4TA02639J ↗
32. Design of high-efficiency organic dyes for titania solar cells based on the chromophoric core of cyclopentadithiophene-benzothiadiazole10.1039/c3ee42331j ↗
33. Metal-free tetrathienoacene sensitizers for high-performance dye-sensitized solar cells10.1021/ja513254z ↗
34. Cyclopentadithiophene-benzothiadiazole oligomers and polymers; synthesis, characterisation, field-effect transistor and photovoltaic characteristics10.1039/C1JM12449H ↗
35. Molecular engineering of a fluorene donor for dye-sensitized solar cells10.1021/cm401593b ↗
36. Engineering of the electron donor of triarylamine sensitizers for high-performance dye-sensitized solar cells10.1016/j.orgel.2014.12.026 ↗
37. Twisted fused-ring thiophene organic dye-sensitized solar cells10.1021/acs.jpcc.6b06604 ↗
38. Synthesis of new dithieno[3,2-b:2′,3′-d]pyrrole (DTP) dyes for dye-sensitized solar cells: effect of substituent on photovoltaic properties10.1016/j.tet.2016.04.044 ↗
39. Synthesis of new dithieno[3,2-b:2′,3′-d]pyrrole (DTP) units for photovoltaic cells10.1016/j.dyepig.2016.01.007 ↗
40. Judicious design of indoline chromophores for high-efficiency iodine-free dye-sensitized solar cells10.1021/am500575s ↗
41. Organic sensitizers featuring thiophene derivative based donors with improved stability and photovoltaic performance10.1039/C6CP07335B ↗
42. Dithienopyrrolobenzotriazole-based organic dyes with high molar extinction coefficient for efficient dye-sensitized solar cells10.1016/j.dyepig.2015.10.022 ↗
43. Unprecedentedly targeted customization of molecular energy levels with auxiliary-groups in organic solar cell sensitizers10.1039/C5SC02778K ↗
44. New benzothiadiazole-based dyes incorporating dithieno[3,2-b:2′,3′-d]pyrrole (DTP) π-linker for dye-sensitized solar cells with different electrolytes10.1016/j.jpowsour.2016.09.141 ↗
45. 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)10.1021/acsami.5b06481 ↗
46. Trilateral π-conjugation extensions of phenothiazine-based dyes enhance the photovoltaic performance of the dye-sensitized solar cells10.1016/j.dyepig.2015.09.001 ↗
47. Double D-π-A branched dyes - a new class of metal-free organic dyes for efficient dye-sensitized solar cells10.1039/C7TC03406G ↗
48. Phenothiazine-based dyes for efficient dye-sensitized solar cells10.1039/C5TC04418A ↗
49. Novel dithieno[3,2-b:2′,3′-d]pyrrole-based organic dyes with high molar extinction coefficient for dye-sensitized solar cells10.1016/j.orgel.2013.04.046 ↗
50. N-Alkyl- and N-aryl-dithieno[3,2-b:2′,3′-d]pyrrole-containing organic dyes for efficient dye-sensitized solar cells10.1016/j.tet.2014.02.002 ↗
51. Organic dyes containing dithieno[2,3-d:2′,3′-d′]thieno[3,2-b:3′,2′-b′]dipyrrole core for efficient dye-sensitized solar cells10.1039/C4TA06705C ↗
52. Synthesis and photovoltaic properties of organic dyes containing N-fluoren-2-yl dithieno[3,2-b:2′,3′-d]pyrrole and different donors10.1016/j.orgel.2015.07.019 ↗
53. Highly disordered polymer field effect transistors: N-Alkyl dithieno[3,2-b:2′,3′-d]pyrrole-based copolymers with surprisingly high charge Carrier mobilities10.1021/ja803077v ↗
54. The palladium‐catalyzed cross‐coupling reactions of organotin reagents with organic electrophiles [new synthetic methods (58)]10.1002/anie.198605081 ↗
55. Solvatochromic dyes as solvent polarity indicators10.1021/cr00032a005 ↗
56. 9-Donor-substituted acridizinium salts: versatile environment-sensitive fluorophores for the detection of biomacromolecules10.1021/ja0668872 ↗
57. Photoelectrochemical properties of J-aggregates of benzothiazole merocyanine dyes on a nanostructured TiO2 film10.1021/jp0129380 ↗
58. Photoelectrochemical cells10.1038/35104607 ↗
59. Charge transport versus recombination in dye-sensitized solar cells employing nanocrystalline TiO2 and SnO2 films10.1021/jp050145y ↗
60. Sholl · 2009
61. Koch · 2000
62. Novel organic dyes incorporating a carbazole or dendritic 3,6-diiodocarbazole unit for efficient dye-sensitized solar cells10.1016/j.dyepig.2013.09.025 ↗
63. Effect of structural optimization on the photovoltaic performance of dithieno[3,2-b:2′,3′-d]pyrrole-based dye-sensitized solar cells10.1039/C7RA05716D ↗
64. Recombination in quantum dot sensitized solar cells10.1021/ar900134d ↗
65. Van de Lagemaat · J Phys Chem B · 2000 · 104 · 204410.1021/jp993172v ↗