Tetrabromoterepthalic acid in designing co-crystals and salts: modification of optical properties and Schottky Barrier effect
- Autor(en)
- Sanjoy Kumar Dey, Rajat Saha, Susobhan Biswas, Animesh Layek, Somnath Middya, Ian M. Steele, Michel Fleck, Partha Pratim Ray, Sanjay Kumar
- Abstrakt
Herein, tetrabromoterepthalic acid (TBTA) is used as the potential co-?crystal former with various org. base mols. contg. free nitrogen atoms. The crystal structure of TBTA (compd. 1) has been detd. from powder X-?ray diffraction (PXRD) data. In a systematic way, we have synthesized hydrated-?TBTA (compd. 2)?, two salts of TBTA [TBTA2-?-?4,?4'-?bipy2+ (compd. 3)?, 4,?4'-?bipy = 4,?4'-?bipyridine, and TBTA2-?-?(3-?AP+)?2 (compd. 4)?, 3-?AP = 3-?aminopyridine] and two co-?crystals of TBTA [TBTA-?DPTZ (compd. 5)?, DPTZ = 3,?6-?di-?(pyridyl-?2-?yl)?-?1,?2,?4,?5-?tetrazine, and TBTA-?(3-?IP)?2 (compd. 6)?, 3-?IP = 3-?iodopyridine]?. All of the compds. were characterized by structural, spectral, and thermal studies. Supramol. structural anal. reveals that 1 forms a 2D supramol. sheet structure by means of O-?H···Br hydrogen bonding interactions and hydrated-?2 forms a 3D supramol. structure through water mediated hydrogen bonding interactions and p··· interactions. The O-?H···N?/O···H-?N+ hydrogen bonding interactions between acid and base mols. give rise to 1D supramol. chain structure in 3 and supramol. trimers in 4, 5, and 6. Because of presence of charge assisted O···H-?N+ hydrogen bonds between acid-?base mols., 3 and 4 form hydrogen bonds with solvent water mols., and also both 3 and 4 form 3D supramol. structures using both hydrogen bonding and p··· interactions. In co-?crystal 5, solvent water mols. participate in crystn. in contrast to 6, and it has been obsd. that 5 forms 3D supramol. structure, while 6 forms 2D supramol. structure using both hydrogen bonding and p··· interactions. An investigation of intermol. closed contacts has been carried out by Hirshfeld surface anal., and assocd. 2D fingerprint plots reveal the similarities and differences of TBTA mols. in these six crystal structures. Photoluminescence spectra of all the compds. have been studied, and they reveal that with change of polarity around TBTA luminescent intensity of the compds. has been modified. I-?V measurement indicates that 3 shows semiconducting behavior, and the ITO?/3?/Al sandwich structure acts as a Schottky barrier diode. The device exhibits an excellent rectification ratio (19 at ±1 V) with an ideality factor of 2.96. The semiconducting behavior of 3 is attributed to the formation charge assisted hydrogen bonding interactions between acid and base mols.
- Organisation(en)
- Institut für Mineralogie und Kristallographie
- Externe Organisation(en)
- Jadavpur University, University of Chicago
- Journal
- Crystal Growth & Design
- Band
- 14
- Seiten
- 207-221
- Anzahl der Seiten
- 15
- ISSN
- 1528-7483
- DOI
- https://doi.org/10.1021/cg4014009
- Publikationsdatum
- 11-2013
- Peer-reviewed
- Ja
- ÖFOS 2012
- 104015 Organische Chemie, 104017 Physikalische Chemie, 105113 Kristallographie
- ASJC Scopus Sachgebiete
- Condensed Matter Physics, Allgemeine Chemie, Allgemeine Materialwissenschaften
- Link zum Portal
- https://ucrisportal.univie.ac.at/de/publications/dbc84b51-9911-4aa9-a61a-6ff7a16dbd09