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Title: Organic compounds containing methoxy and cyanoacrylic acid: Synthesis, characterization, crystal structures, and theoretical studies

Metal-free organic compounds 24-SC ((E)-2-cyano-3-(2,4-dimethoxyphenyl)acrylic acid) and 34-SC ((E)-2-cyano-3-(3,4-dimethoxyphenyl)acrylic acid), containing methoxy groups as a donor and the acrylic acid as an acceptor were synthesized and characterized by CHN, FT-IR, UV-Vis, {sup 1}H-NMR and single crystal X-ray diffraction and used as photosensitizers for the application of dye-sensitized solar cells (DSSC). The sensitizing characteristics of them were evaluated. Both compounds contain the natural molecule, its anionic form and the piperidinium cation and they differ by number of these molecules in the asymmetric unit. To get further insight into the effect of molecular structure on the performance of DSSC, their geometry and energies of HOMO and LUMO were optimized by density functional theory calculation at the B3LYP/6-31G(d) level with Gaussian 03. Overall conversion efficiencies of 0.78 under full sunlight irradiation are obtained for DSSCs based on the new metal-free organic dyes 24-SC and 34-SC.
Authors:
 [1] ;  [2] ; ;  [3] ;  [4]
  1. Golestan University, Department of Chemistry, Faculty of Science (Iran, Islamic Republic of)
  2. Iran University of Science & Technology, Ms.C Educated, Department of Chemistry (Iran, Islamic Republic of)
  3. Institute of Physics of the ASCR, v.v.i. (Czech Republic)
  4. Academia Sinica, Institute of Chemistry (China)
Publication Date:
OSTI Identifier:
22472056
Resource Type:
Journal Article
Resource Relation:
Journal Name: Crystallography Reports; Journal Volume: 60; Journal Issue: 7; Other Information: Copyright (c) 2015 Pleiades Publishing, Inc.; Country of input: International Atomic Energy Agency (IAEA)
Country of Publication:
United States
Language:
English
Subject:
75 CONDENSED MATTER PHYSICS, SUPERCONDUCTIVITY AND SUPERFLUIDITY; ACRYLIC ACID; CRYSTAL STRUCTURE; DENSITY FUNCTIONAL METHOD; FOURIER TRANSFORMATION; HYDROGEN 1; INFRARED SPECTRA; IRRADIATION; MOLECULAR STRUCTURE; MOLECULES; MONOCRYSTALS; NUCLEAR MAGNETIC RESONANCE; SOLAR CELLS; SYNTHESIS; X-RAY DIFFRACTION