Next Article in Journal
Numerical Modelling of the Czochralski Growth of β-Ga2O3
Next Article in Special Issue
A Structural Analysis of Spiropyran and Spirooxazine Compounds and Their Polymorphs
Previous Article in Journal
Potassium Disorder in the Defect Pyrochlore KSbTeO6: A Neutron Diffraction Study
Previous Article in Special Issue
Photo-Thermal Effects in 1D Gratings of Gold Nanoparticles
Article Menu
Issue 1 (January) cover image

Export Article

Open AccessArticle
Crystals 2017, 7(1), 25; doi:10.3390/cryst7010025

Four Thermochromic o-Hydroxy Schiff Bases of α-Aminodiphenylmethane: Solution and Solid State Study

Department of Chemistry, Faculty of Science, University of Zagreb, Horvatovac 102a, HR-10000 Zagreb, Croatia
Refining and Marketing Development Sector, Central Testing Laboratory Department, INA Industrija nafte, d.d., Lovinčićeva 4, HR-10000 Zagreb, Croatia
Department of Chemistry, University of the Free State, Bloemfontein 9301, South Africa
Author to whom correspondence should be addressed.
Academic Editor: Johan Wouters
Received: 15 December 2016 / Revised: 9 January 2017 / Accepted: 11 January 2017 / Published: 14 January 2017
(This article belongs to the Special Issue Thermo- and Photochromic Molecular Crystals)


More than a hundred years after the first studies of the photo- and thermochromism of o-hydroxy Schiff bases (imines), it is still an intriguing topic that fascinates several research groups around the world. The reasons for such behavior are still under investigation, and this work is a part of it. We report the solution-based and mechanochemical synthesis of four o-hydroxy imines derived from α-aminodiphenylmethane. The thermochromic properties were studied for the single crystal and polycrystalline samples of the imines. The supramolecular impact on the keto-enol tautomerism in the solid state was studied using SCXRD and NMR, while NMR spectroscopy was used for the solution state. All four imines are thermochromic, although the color changes of the single crystals are not as strong as of the polycrystalline samples. One of the imines shows negative thermochromism, and that one is in keto-amine tautomeric form, both in the solid state as in solution. View Full-Text
Keywords: thermochromism; Schiff base; keto-enol tautomerism; solution-based synthesis; mechanosynthesis thermochromism; Schiff base; keto-enol tautomerism; solution-based synthesis; mechanosynthesis

Figure 1

This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

MDPI and ACS Style

Zbačnik, M.; Pičuljan, K.; Parlov-Vuković, J.; Novak, P.; Roodt, A. Four Thermochromic o-Hydroxy Schiff Bases of α-Aminodiphenylmethane: Solution and Solid State Study. Crystals 2017, 7, 25.

Show more citation formats Show less citations formats

Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Related Articles

Article Metrics

Article Access Statistics



[Return to top]
Crystals EISSN 2073-4352 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top