A Honeycomb-Like Crystalline Self-Assembled Hexadeca-Substituted Phthalocyanine

Atsay, Armağan; Nar, Ilgın; Hamuryudan, Esin; Koçak, Makbule Burkut; Gül, Ahmet

doi:10.1002/slct.201702078

Cited by 8 publications

(5 citation statements)

References 17 publications

(8 reference statements)

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“…The electronic absorption spectrum for 4 in CHCl 3 is shown in Figure S1. As we recently reported, substitution of the Pc skeleton with alkynyl linkers and α‐positions with alkoxy groups leads to a bathochromic shift of the Q‐band . In the light of such information, the spectrum of 4 comprises a Soret B‐band at 393 nm and a red‐shifted Q‐band at 828 nm.…”

Section: Methodsmentioning

confidence: 59%

Ferrocenyl Phthalocyanine as Donor in Non‐Poly(3‐hexylthiophen‐2,5‐diyl) Bulk Heterojunction Solar Cell

Nar

Atsay

Altındal

et al. 2018

Chemistry A European J

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Bulk heterojunction (BHJ) solar cells might one day play a vital role in realizing low-cost and environmentally benign photovoltaic devices. In this work, a BHJ solar cell was designed, based on a hexadeca-substituted phthalocyanine (FcPc) with ferrocenyl linked to the phthalocyanine ring. Next, we sought to obtain more quantitative information about the usability of this newly synthesized compound as a donor material in BHJ solar cells. Thus, BHJs with the structure of indium tin oxide/poly(3,4-ethylenedioxythiophene):poly(styrenesulfonate)/FcPc:[6,6]-phenyl-C61-butyric acid methyl ester (PCBM) blend/LiF/Al were fabricated and characterized. The effect of blend ratio (0.5-2.0) on the BHJ solar cell parameters was also investigated. Interesting results were obtained in FcPc and the PCBM blend-based BHJ solar cell under optimized conditions. Our results presented here demonstrate that BHJ devices employing FcPc as a donor has great potential for the development of highly efficient non-poly(3-hexylthiophen-2,5-diyl) photovoltaic devices.

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Section: Methodsmentioning

confidence: 59%

Ferrocenyl Phthalocyanine as Donor in Non‐Poly(3‐hexylthiophen‐2,5‐diyl) Bulk Heterojunction Solar Cell

Nar

Atsay

Altındal

et al. 2018

Chemistry A European J

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“…The synthetic route of ( 2 , H 2 Pc, CuPc and PdPc) is demonstrated in Scheme . As shown, the newly synthesized phthalonitrile derivative namely 4‐(4‐(trifluoromethoxy)phenoxy)phthalonitrile ( 2 ) was synthesized during the nucleophilic aromatic substitution of compound 1 with 4‐(trifluoromethoxy)phenol catalyzed by K 2 CO 3 as the base . After recrystallization from ethanol, a satisfactory yield (82.52%) was obtained for the resulting phthalonitrile derivative 2 .…”

Section: Resultsmentioning

confidence: 98%

Synthesis, Photophysical and Biological Properties of New Phthalocyanines Bearing Peripherally 4‐(Trifluoromethoxy)phenoxy Groups

et al. 2019

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In this study, a novel phthalonitrile derivative namely 4-(4-(trifluoromethoxy)phenoxy) phthalonitrile (2) was introduced and characterized. A number of peripherally tetra-substituted phthalocyanines (H 2 Pc, CuPc and PdPc) were obtained by cyclotetramerization of 2 in suitable high-boiling solvents. Characterization of the resulting phthalocyanines has been performed by diverse techniques such as NMR, FTIR and UV/Vis spectroscopy. Organic solvents like acetone, N,N-Dimethylformamide (DMF) and dichloromethane (DCM) were utilized to investigate the influence of solvent nature on aggregation behavior of CuPc. In addition, the aggregation properties of the CuPc were studied in tetrahydrofuran (THF) and DCM at different concentrations ranging from 4 × 10 À 6 to 14 × 10 À 6 m. Fluorescence quantum yields of H 2 Pc and PdPc were determined in DMF. Fluorescence lifetime for H 2 Pc was calculated 2.07 ns, as well. The fluorescence quenching feature of H 2 Pc was explored by adding different concentrations of benzoquinone in DMF. The values of K sv and k q for H 2 Pc were obtained 59.01 m À 1 and 28.51 m À 1 ns À 1 , respectively. Moreover, tyrosinase inhibition and antioxidant activities of the phthalocyanines were studied by using TLC dot -blot technique and spectrophotometric assay. CuPc exhibited the highest inhibitory activity on tyrosinase enzyme. All tested molecules showed moderate antioxidant activity.

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“…Recently, our group has succeeded in fabricating a peripherally extended Pc system with a planar π-conjugation of phenyl, dimethylaminophenyl and ferrocenyl for semiconductor and photovoltaic applications. [22][23][24] To examine the change in properties induced by the structural variation of appended aromatic groups to Pcs, we report here on biphenyl-and diphenylacetylenyl -based (in which the phenyl rings are anchored by a C-C triple bond) Pc systems. The synthesis, characterization, structural features, spectral and electrochemical properties of the Pcs, along with their phthalonitrile derivatives, are presented in detail.…”

Section: Introductionmentioning

confidence: 99%