| 1. |
- Chen, Ruikui, et al.
(författare)
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Effect of tetrahydroquinoline dyes structure on the performance of organic dye-sensitized solar cells
- 2007
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Ingår i: Chemistry of Materials. - : American Chemical Society (ACS). - 0897-4756 .- 1520-5002. ; 19:16, s. 4007-4015
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Tidskriftsartikel (refereegranskat)abstract
- Eleven novel donor acceptor pi-conjugated (D-pi-A) organic dyes have been engineered and synthesized as sensitizers for the application in dye-sensitized solar cells (DSSCs). The electron-donating moieties are substituted tetrahydroquinoline, and the electron-withdrawing parts are cyanoacrylic acid group or cyanovinylphosphonic acid group. Different lengths of thiophene-containing conjugation moieties (thienyl, thienylvinyl, and dithieno[3,2-b;2',3'-d]thienyl) are introduced to the molecules and serve as electron spacers. Detailed investigation on the relationship between the dye structure, photophysical and photoelectrochemical properties, and performance of DSSCs is described here. The bathochromic shift and increase of the molar extinction coefficient of the absorption spectrum are achieved by introduction of larger conjugation moiety. Even small structural changes of dyes result in significant changes in redox energies and adsorption manner of the dyes on TiO2 surface, affecting dramatically the performance of DSSCs based on these dyes. The higher performances are obtained by DSSCs based on the rigid dye molecules, C2 series dyes (Figure 1), although these dyes have lower light absorption abilities relative to other dyes. A maximum solar-to-electrical energy conversion efficiency (eta) of 4.53% is achieved under simulated AM 1.5 irradiation (100 mW/cm(2)) with a DSSC based on C2-2 dye (V-oc = 597 mV, J(sc) = 12.00 mA/cm(2), ff = 0.63). Density functional theory (DFT) calculations have been performed on the dyes, and the results show that electron distribution from the whole molecules to the anchoring moieties occurred during the HOMO-LUMO excitation. The cyanoacrylic acid groups or cyanovinylphosphonic acid group are essentially coplanar with respect to the thiophene units, reflecting the strong conjugation across the thiophene-anchoring groups.
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| 2. |
- Chen, Ruikui, et al.
(författare)
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Photoinduced intramolecular charge-transfer state in thiophene-π-conjugated donor-acceptor molecules.
- 2008
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Ingår i: Journal of Molecular Structure. - : Elsevier BV. - 0022-2860 .- 1872-8014. ; 876:1-3, s. 102-109
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Tidskriftsartikel (refereegranskat)abstract
- Novel thiophene-π-conjugated donor-acceptor mols., 5-[2-(1,2,2,4-tetramethyl-1,2,3,4-tetrahydroquinolin-6-yl)-vinyl]-thiophene-2-carbaldehyde (QTC) and (1-cyano-2-{5-[2-(1,2,2,4-tetramethyl-1,2,3,4-tetrahydroquinolin-6-yl)-vinyl]-thiophen-2-yl}-vinyl)-phosphonic acid di-Et ester (QTCP), were designed and synthesized. Combined exptl. and theor. methods were performed to investigate the photoinduced intramol. charge-transfer (ICT) processes of these compds. Steady-state absorption and fluorescence measurements in different solvents indicate the photoinduced ICT characters of QTC and QTCP. Solvent dependency of the large Stokes shifts and high dipole moment of the excited state also support the charge-transfer character of the excited state. Theor. calcns. based on time-dependent d. functional theory (TDDFT) method were performed to investigate ICT states of these compds. The results reveal that the excited states have adopted a distortion of the C=C double bond between the donor moiety and the thiophene-π-bridge. [on SciFinder(R)]
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| 3. |
- Chen, Ruikui, et al.
(författare)
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Tetrahydroquinoline dyes with different spacers for organic dye-sensitized solar cells
- 2007
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Ingår i: Journal of Photochemistry and Photobiology A. - : Elsevier BV. - 1010-6030 .- 1873-2666. ; 189:03-feb, s. 295-300
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Tidskriftsartikel (refereegranskat)abstract
- Novel organic dyes (C1-1, C1-5 and C2-1) with a tetrahydroquinoline moiety as the electron donor, different thiophene-containing electron spacers and a cyanoacrylic acid moiety as the electron acceptor have been designed and synthesized for the application in dye-sensitized solar cells (DSSCs). An interesting relationship between the dye structures, properties, and the performance of DSSCs based on these tetrahydroquinoline dyes is obtained. Although C2-1 dye, which has a rigid electron spacer, has the narrowest action spectrum among these dyes, it gives the highest solar-to-electricity conversion efficiency (eta) of 4.49% (V-oc = 600 mV, J(sc) = 11.20 mA/cm(2), ff = 0.67) of a DSSC under simulated AM 1.5 irradiation (100 mW/cm(2)). Under the same conditions, the eta value of a DSSC based on N3 dye is 6.16%.
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| 4. |
- Hao, Yan, et al.
(författare)
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Efficient near infrared D-π-A sensitizers with lateral anchoring group for dye-sensitized solar cells.
- 2009
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Ingår i: Chemical Communications. - : Royal Society of Chemistry (RSC). - 1359-7345 .- 1364-548X. ; :27, s. 4031-4033
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Tidskriftsartikel (refereegranskat)abstract
- A new strategy in which the anchoring group is sepd. from the acceptor groups of the dyes was developed; among these dyes, the HY103 dye gives a max. IPCE value of 86% at 660 nm and an η value of 3.7% in the NIR region reported in DSCs. [on SciFinder(R)]
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| 5. |
- Jiang, Xiao, et al.
(författare)
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Electrogenerated chemiluminescence of a series of donor - Acceptor molecules and X-ray crystallographic evidence for the reaction mechanisms
- 2007
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Ingår i: The Journal of Physical Chemistry C. - : American Chemical Society (ACS). - 1932-7447 .- 1932-7455. ; 111:26, s. 9595-9602
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Tidskriftsartikel (refereegranskat)abstract
- Three series of donor-acceptor pi-conjugated (D-pi-A) molecules 1-3 have been synthesized with a 2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolinyl (Julolidine group), N,N-dimethylamino, or N,N-diphenylamino group as the donor moiety, a phenylvinyl or thienylvinyl unit as the bridge, and a bromide or aldehyde group as the acceptor moiety. The photophysical, electrochemical, and electrogenerated chemiluminescence (ECL) characters of these compounds have been studied in a 1:1 PhH/MeCN solution. Three different categories of ECL mechanisms for each of the three families of compounds are discussed, respectively. Compounds 1a-c produce typical and simple monomer ECL emission resulting from the annihilation of their radical cations and radical anions. The ECL emission of compounds 2a-c can be ascribed as an excimer emission. Compounds 3a-c exhibit an aggregate ECL emission. X-ray crystal structures of compounds 1b, 2a, and 3a provide further proof for the above-mentioned reaction mechanisms. All these compounds show stable ECL emission via the singlet excited state without the addition of any co-reactant or additional compound.
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| 6. |
- Jiang, Xiao, et al.
(författare)
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Electrogenerated chemiluminescence, of benzo 15-crown-5 derivatives
- 2009
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Ingår i: Journal of Physical Organic Chemistry. - : Wiley. - 0894-3230 .- 1099-1395. ; 22:1, s. 1-8
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Tidskriftsartikel (refereegranskat)abstract
- Novel electrogenerated chemiluminescence (ECL) reagents C1, C2, and C3 with high fluorescence quantum yields bearing 15-crown-5 moiety have been synthesized and characterized. The photophysical, electrochemical, and ECL characters of these compounds have been studied in a 1:1 (v/v) PhH/MeCN mixed solvent. The ECL intensity is enhanced distinctly with the increase in the fluorescence quantum yield. Their ECL behaviors have been studied using annihilation and co-reactant methods (tri-n-propylamine (TPrA) was used as a co-reactant), respectively. The stable ECL emissions of compounds C1-C3 can be ascribed to the typical and simple monomer ECL emission via S-route.
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| 7. |
- Li, Chaoyan, et al.
(författare)
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Anthraquinone dyes as photosensitizers for dye-sensitized solar cells
- 2007
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Ingår i: Solar Energy Materials and Solar Cells. - : Elsevier BV. - 0927-0248 .- 1879-3398. ; 91:19, s. 1863-1871
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Tidskriftsartikel (refereegranskat)abstract
- Three anthraquitione dyes with carboxylic acid as anchoring group are designed and synthesized as sensitizers for dye-sensitized solar cells (DSSCs). Preliminary photophysical and photoelectrochemical measurements show that these anthraquinone dyes have very low performance on DSSC applications, although they have broad and intense absorption spectra in the visible region (up to 800nm). Transient absorption kinetics, fluorescence lifetime measurements and density functional theory (DFT) calculations are conducted to investigate the cause of such low DSSC performance for these dyes. The results show that the strong electron -withdrawing character of the two carbonyl groups on anthraquinone framework may lie behind the low performance by suppressing the efficient electron injection from the dye to the conduction band of TiO2.
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| 8. |
- Marinado, Tannia, et al.
(författare)
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Influence of π-Conjugation Units in Organic Dyes for Dye-Sensitized Solar Cells
- 2007
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Ingår i: The Journal of Physical Chemistry C. - : American Chemical Society (ACS). - 1932-7447 .- 1932-7455. ; 111:4, s. 1853-1860
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Tidskriftsartikel (refereegranskat)abstract
- Two organic dyes with the general structure donor-conjugated chain-acceptor (D-pi-A) have been investigated as sensitizers for nanocrystalline TiO2 solar cells. The electron donor and acceptor groups were pyrrolidine and cyano acrylic acid, respectively. The conjugated chain of 2-cyano-3-{5-[2-(4-pyrrolidin-1-ylphenyl)vinyl]thiophen-2-yl}acrylic acid contains one phenyl ring and a thiophene unit and is therefore denoted PT, while for 2-cyano-3-{5 -[2-(5-pyrrolidin-1-ylthiophen-2-yl)vinyl]thiophen-2-yl}acrylic acid the phenyl ring is replaced by a second thiophene unit (TT). Solar-to-electrical energy conversion efficiencies under simulated AM 1.5 irradiation (1000 W m(-2)) of 2.3% were obtained for solar cells based on PT but of less than 0.05% for those based on TT. The reasons for the dramatic difference of the efficiencies were analyzed. Photoinduced absorption measurements revealed that the TT dye was not properly regenerated by redox electrolyte after electron injection. This sluggish regeneration is probably due to the 0.3 V less positive HOMO level for TT dye compared to the PT dye, resulting in a lower driving force for regeneration of the oxidized dye by iodide in the electrolyte. In addition, regeneration of the oxidized TT dye and electron injection from the excited TT dye may be poor due to formation of dye aggregates/complexes, as FT-IR measurements show an excess of not properly and/or unidentate bound TT dye molecules instead of bidentate bound PT dye molecules. The results highlight that small structural change of dyes results in significant changes in redox energies and binding features, affecting dramatically the performance of these dyes in dye-sensitized solar cells.
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| 9. |
- Teng, Chao, et al.
(författare)
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Two Novel Carbazole Dyes for Dye-Sensitized Solar Cells with Open-Circuit Voltages up to 1 V Based on Br-/Br3- Electrolytes.
- 2009
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Ingår i: Organic Letters. - : American Chemical Society (ACS). - 1523-7060 .- 1523-7052. ; 11:23, s. 5542-5545
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Tidskriftsartikel (refereegranskat)abstract
- Dye-sensitized solar cells (DSCs) based on two novel carbazole dyes and a Br-/Br3- redox mediator in dry CH3CN solns. as electrolytes yielded a Voc of 1.156 V and a η value of 3.68% and a Voc of 0.939 V and a η value of 5.22% under simulated AM 1.5, resp. The dyes have more pos. HOMO levels (1.59 and 1.38 V vs NHE) than the redox potential of Br-/Br3--based electrolytes, which have sufficient driving force to regenerate dyes. Under similar conditions with an I-/I3- instead of a Br-/Br3- redox mediator, DSCs sensitized by the dyes produced a Voc of 0.696 V and a η value of 2.36% and a Voc of 0.621 V and a η value of 4.10%, resp. [on SciFinder(R)]
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| 10. |
- Tian, Haining, et al.
(författare)
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A metal-free "black dye" for panchromatic dye-sensitized solar cells.
- 2009
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Ingår i: Energy Environ. Sci.. - : Royal Society of Chemistry (RSC). - 1754-5706. ; 2:6, s. 674-677
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Tidskriftsartikel (refereegranskat)abstract
- A novel metal-free "black dye" was designed and synthesized for panchromatic dye-sensitized solar cells. Based on this dye, the broader incident photon-to-current conversion efficiency spectrum was obtained over the whole visible range extending into the near-IR region up to 920 nm. [on SciFinder(R)]
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| 11. |
- Tian, Haining, et al.
(författare)
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A triphenylamine dye model for the study of intramolecular energy transfer and charge transfer in dye-sensitized solar cells.
- 2008
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Ingår i: Advanced Functional Materials. - : Wiley. - 1616-301X .- 1616-3028. ; 18:21, s. 3461-3468
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Tidskriftsartikel (refereegranskat)abstract
- A novel dye (2TPA-R), contg. two triphenylamine (TPA) units connected by a vinyl group and rhodanine-3-acetic acid as the electron acceptor, is designed and synthesized successfully to reveal the working principles of org. dye in dye-sensitized solar cells (DSSCs). 2TPA and TPA-R, which consist of two TPA units connected by vinyl and a TPA unit linked with rhodanine-3-acetic acid, resp., are also synthesized as refs. to study the intramol. energy transfer (EnT) and charge transfer (ICT) processes of 2TPA-R in CH2Cl2 soln. and on a TiO2 surface. The results suggest that the intramol. EnT and ICT processes show a pos. effect on the performance of DSSCs. However, the flexible structure and less-adsorbed amt. of dye on TiO2 may make it difficult to improve the efficiency of DSSCs. This study on intramol. EnT and ICT processes acts as a guide for the design and synthesis of efficient org. dyes in the future. [on SciFinder(R)]
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| 12. |
- Tian, Haining, et al.
(författare)
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Effect of Different Dye Baths and Dye-Structures on the Performance of Dye-Sensitized Solar Cells Based on Triphenylamine Dyes.
- 2008
-
Ingår i: The Journal of Physical Chemistry C. - : American Chemical Society (ACS). - 1932-7447 .- 1932-7455. ; 112:29, s. 11023-11033
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Tidskriftsartikel (refereegranskat)abstract
- Triphenylamine dyes were designed and synthesized as photosensitizers for dye-sensitized solar cells (DSSCs). Different substituted phenylene units, 2,2';5',2''-ter-thiophene (TT) and dithieno[3,2-b;2',3'-d]thiophene (DTT) serve as the π-spacers - the electron acceptors use cyanoacrylic acid or rhodanine-3-acetic acid units. A detailed study on the relation between the dye structure, and photophys., photoelectrochem. properties and performance of DSSCs is described here. By substituting the phenylene group with electron-withdrawing units as π-spacers or replacing the cyanoacrylic acid with rhodanine-3-acetic acid units as electron acceptors, bathochromic shift of absorption spectra is achieved. Significant differences in the redox potential of these dyes are due to small structure changes. The different dye baths for semiconductor sensitization have a crucial effect on the performance of the DSSCs due to the different absorbed amt., absorption spectra and binding modes of anchored dyes on the TiO2 surface in various solvents. From optimized dye bath and mol. structure, TPC1 shows a prominent solar-to-electricity conversion efficiency (η), 5.33% (JSC = 9.7 mA/cm2, VOC = 760 mV, ff = 0.72), under simulated AM 1.5 G irradn. (100 mW/cm2). DFT showed the electron distribution and the intramol. charge transfer (HOMO→LUMO) of the dyes. From the calcn. results of the selected dyes, the authors can also find the cyanoacrylic acid unit better than the rhodanine-3-acetic acid unit as electron acceptor. Also, the electron-withdrawing groups on phenylene units as π-spacers show the neg. effect on the performance of the org. DSSCs. [on SciFinder(R)]
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| 13. |
- Tian, Haining, et al.
(författare)
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Phenothiazine derivatives for efficient organic dye-sensitized solar cells
- 2007
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Ingår i: Chemical Communications. - : Royal Society of Chemistry (RSC). - 1359-7345 .- 1364-548X. ; :36, s. 3741-3743
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Tidskriftsartikel (refereegranskat)abstract
- Novel organic dyes based on the phenothiazine (PTZ) chromophore were designed and synthesized for dye-sensitized solar cells, which give solar energy-to-electricity conversion efficiency (eta) of up to 5.5% in comparison with the reference Ru-complex (N3 dye) with an eta value of 6.2% under similar experimental conditions.
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| 14. |
- Tian, Haining, et al.
(författare)
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Tuning of phenoxazine chromophores for efficient organic dye-sensitized solar cells.
- 2009
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Ingår i: Chemical Communications. - : Royal Society of Chemistry (RSC). - 1359-7345 .- 1364-548X. ; :41, s. 6288-6290
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Tidskriftsartikel (refereegranskat)abstract
- Through introducing an energy antenna system into a simple phenoxazine dye (TH301), a novel and efficient dye TH305 was designed and synthesized for application in a dye sensitized solar cell with prominent overall conversion efficiency of 7.7%. [on SciFinder(R)]
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| 15. |
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| 16. |
- Yang, Xichuan, et al.
(författare)
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Manufacture of functional tetrahydroquinoline dye containing thiophene bridge bonds.
- 2006
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Patent (populärvet., debatt m.m.)abstract
- The title dye employs 1,2,3,4- tetrahydroquinoline and its derivates as the electron donor and a different no. of thiophene units with adjustable absorption spectrum and fluorescence emission spectrum as the bridge bonds to connect different electron-absorption groups. The dye can be expressed by a general formula I, wherein R1 is C1-C20 linear alkyl or branched alkyl; R2 is H, or C1-C3 linear alkyl or branched alkyl; R3 is H or methyl; R4 is H, C1-C20 linear alkyl or branched alkyl, amido, alkoxy or halogen; R5 is PO(OR')2, -COOR', -SO2OR' or CN, wherein R' is H, or C1-C30 linear alkyl or branched alkyl; m=0 or 1; n=1-6. Tetrahydroquinoline as a chromophore has a good electron supply capability. Thiophene units connected with different electron-absorption groups have high electron-cloud d. and particular optical characteristics and electron transmission capability. The dye has the advantages of high optical stability, high thermal stability, high chem. stability and good photoelec. character, and can be used for dye sensitized nanocrystaline solar batteries and photoluminescent or electroluminescent testing kits. [on SciFinder(R)]
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| 17. |
- Yang, Xichuan, et al.
(författare)
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Multilayer transparent conductive substrate for solar cell with reduced surface resistance and good corrosion resistance.
- 2009
-
Patent (populärvet., debatt m.m.)abstract
- A composite transparent conductive substrate for photoelec. device (solar cell) comprises transparent base (made of glass, plastic or transparent polymer); high-cond. grid mesh (made of silver, stainless steel, iron-nickel alloy, etc.) formed on the transparent base via printing, electroplating, sputtering, etc.; and transparent conductive film (made of tin-doped indium oxide, fluorine-doped tin oxide, etc.) covering the transparent base and encasing the entire grid mesh. The inventive substrate has good corrosion resistance, reduced surface resistance, excellent cond., and wide application in dye-sensitized solar cell, silicon thin film solar cell, copper indium diselenide solar cell, compd. thin film solar cell and org. thin film solar cell. For dye-sensitized solar cell, the invention can simplify the manuf. process and improve the performance and stability. [on SciFinder(R)]
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| 18. |
- Yang, Xichuan, et al.
(författare)
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Phenothiazine dyes used in dye-sensitized solar cell.
- 2008
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Patent (populärvet., debatt m.m.)abstract
- Phenothiazine dye I is prepd. where R1-R6 are H, C1-C20 linear alkyl, C1-C20 branched alkyl, C1-C20 amide, C1-C20 alkoxyl or halogen; A is benzene, naphthalene, anthracene, phenanthrene, pyrene, thiophene, furan, pyrrole, pyrimidine or thiazole; n, m and o are integers of 0-6; X is H, C1-C20 linear alkyl, C1-C20 branched alkyl, C1-C20 amide, C1-C20 alkoxyl or halogen; X1, X2, X3, X4 and X5 are H, C1-C20 linear alkyl, C1-C20 branched alkyl, C1-C20 amide, C1-C20 alkoxyl, halogen or phenyl; X6 and X7 are H, C1-C20 linear alkyl, C1-C20 branched alkyl or phenyl; M is O, N, S or methylene; Y is H, C1-C20 linear alkyl, C1-C20 branched alkyl, C1-C20 amide, or C1-C20 alkoxyl; Y1, Y2, Y3, Y4 and Y5 are H, C1-C20 linear alkyl, C1-C20 branched alkyl, C1-C20 amide, C1-C20 alkoxyl, halogen or phenyl; Y6 and Y7 are H, C1-C20 linear alkyl, C1-C20 branched alkyl or phenyl; L is O, N, S or methylene; Z1 is H, C1-C20 linear alkyl, C1-C20 branched alkyl, halogen, CN, PO(OR')2, COOR' or SO2OR'; Z2 is PO(OR')2, COOR' or SO2OR'; Z3 is C1-C20 linear alkyl, C1-C20 branched alkyl or (CH2)p-COOR'; Z4 and Z5 are H, C1-C20 linear alkyl, C1-C20 branched alkyl or (CH2)p-COOR'; R' is H, or C1-C20 linear or branched alkyl; p is an integer of 1-7. The phenothiazine dyes have the advantages of high optical, thermal and chem. stability, good photoelec. properties, wide visible light absorption range and high electron transfer ability, and can be used in dye-sensitized solar cell. [on SciFinder(R)]
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| 19. |
- Yang, Xichuan, et al.
(författare)
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Phenoxazine dye and its application in dye-sensitized solar battery.
- 2008
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Patent (populärvet., debatt m.m.)abstract
- The title phenoxazine dye (I)is shown in the invention, wherein, R1-R6 = H, C1-12 linear or branched-chain alkyl, C1-12 alkoxyl, or halogen; R7 and R8 = H, cyano, nitro, or halogen; A = benzene, naphthalene, anthracene, thiophene, or furan; n, m, and o = integer among 0-3; X = H, vinyl, C1-12 linear or branched-chain alkyl, C1-12 alkoxyl, halogen or the groups shown in the invention; Y = H, vinyl, C1-12 linear or branched-chain alkyl, C1-12 alkoxyl, halogen or the groups shown in the invention; Z is shown in the invention. The phenoxazine can be used in dye-sensitized solar battery instead of noble photosensitive dye. [on SciFinder(R)]
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