2013
DOI: 10.1039/c3cc44847a
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β-(Ethynylbenzoic acid)-substituted push–pull porphyrins: DSSC dyes prepared by a direct palladium-catalyzed alkynylation reaction

Abstract: The palladium-catalyzed oxidative alkynylation of β-borylated porphyrins allows for concise preparation of push-pull structured ethynylbenzoic acid porphyrin derivatives. The resulting β-singly- and doubly-substituted porphyrin dyes are regarded as isomeric derivatives of the corresponding meso-substituted reference systems, and were found to give rise to nearly equal power conversion efficiencies when analyzed in DSSCs.

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Cited by 51 publications
(33 citation statements)
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“…19,24 The zinc porphyrin dye (β-(4-ethynylbenzoic acid)-substituted zinc porphyrin, ZnEP1; Figure 5a) recently reported by our lab was chosen as the DS of the DSCs to obtain a power conversion efficiency of 5.9%. 25 Figure 5b shows two routes for charge separation in this device. ZnEP1 anchored on the TiO 2 nanoparticle absorbs 3 and 2.2 eV photons of the Soret and Q-bands (Supplementary Figure S10), respectively, and then transfers an electron into the TiO 2 nanoparticle and a hole into the electrolyte.…”
Section: Distribution Of Quantum Dots In Nanofibermentioning
confidence: 99%
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“…19,24 The zinc porphyrin dye (β-(4-ethynylbenzoic acid)-substituted zinc porphyrin, ZnEP1; Figure 5a) recently reported by our lab was chosen as the DS of the DSCs to obtain a power conversion efficiency of 5.9%. 25 Figure 5b shows two routes for charge separation in this device. ZnEP1 anchored on the TiO 2 nanoparticle absorbs 3 and 2.2 eV photons of the Soret and Q-bands (Supplementary Figure S10), respectively, and then transfers an electron into the TiO 2 nanoparticle and a hole into the electrolyte.…”
Section: Distribution Of Quantum Dots In Nanofibermentioning
confidence: 99%
“…DSCs without iQDs exhibited a power conversion efficiency of 5.9%, and those with 500 nM iQDs in the nanofiber exhibited a power conversion efficiency value of 7.4%. Although ZnEP1 has a relatively low absorption coefficient (~1.5 × 10 4 M − 1 cm − 1 ) in the spectral overlap region 25 with the emission of iQD (2.2 eV), the DSCs containing iQDs exhibited a significant increase in power conversion efficiency (25.4%); however, if a dye sensitizer with large absorption coefficient in the spectral overlap region is incorporated into the system, much better device performance will be possible. This improvement in power conversion efficiency is attributed to the increase in shortcircuit photocurrent density (J SC ) caused by an increase in the external quantum efficiency from 2 eV as shown in Figure 5c (see also Table 1).…”
Section: Distribution Of Quantum Dots In Nanofibermentioning
confidence: 99%
“…The structures of 4, 5, 6 were confirmed by TLC, UV-vis and 1 H, 13 C, 11 B NMR spectroscopy, mass-spectrometry. To confirm the conjugates structure the 1 H, 13 C NMR spectra were recorded using heteronuclear correlation methods Cross peaks at 10.63/123.6 ppm were observed in HMBC spectra. These peaks belong to NH hydrogen atom and carbon atom of aniline cycle.…”
Section: Resultsmentioning
confidence: 87%
“…Consequently, NH is a part of aniline moiety, and CH hydrogen is referred to the second and sixth position of the ring. Further, the value of chemical shifts was identified by excluding the set of 1 H and 13 C atoms in the third and fifth positions. The corresponding crosspeak in HSQS is at 7.6/123.6 ppm (Figure 2).…”
Section: Resultsmentioning
confidence: 99%
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