Synthesis and structural determination of thermochromic compound
41 viewsDOI:
https://doi.org/10.54939/1859-1043.j.mst.99.2024.54-60Keywords:
CVL; Crystal violet lactone; Thermochromic compound; Thermochromic materials.Abstract
Thermochromic materials are extensively utilized in various fields, such as healthcare, textiles, and military applications. The exceptional thermal properties of these materials are attributed to the thermochromic substances they contain. Lactone-based thermochromic compounds, known for their high sensitivity, broad color change range, and durability, have been extensively researched and developed. In this article, a thermochromic compound, crystal violet lactone (CVL), chemically identified as 3,3-bis(4-dimethylaminophenyl)-6-dimethylaminophthalide, was prepared through two steps by the reaction of N,N-dimethylaniline, m-dimethylaminobenzoic acid, and p-dimethylamino-benzaldehyde in acid condition. CVL exists in white powder, melting point 180 - 183 oC, yield 61.6%. The product structure was determined by modern physical methods such as IR, 1D NMR, 2D NMR, and MS spectra.
References
[1]. Day JH, “Thermochromism of inorganic compounds”, Chem Rev, 68(6):649–57, (1968). DOI: https://doi.org/10.1021/cr60256a001
[2]. Hughes N, “Process of the manufacture of crystal violet lactone”, Germany Patent, 1 359 899, (1974).
[3]. Zhao, Wenting, et al, “Preparation of thermochromic microcapsules of bisphenol A and crystal violet lactone and their effect on coating properties”, Polymers, 14(7), 1393, (2022). DOI: https://doi.org/10.3390/polym14071393
[4]. Donald Roy Maulding, Somerville, et al. “Process of the manufacturing of crystal violet lactone”, US Patent, 778 399, (1978).
[5]. Yang N F, Zhen X L, Yang L W, “Synthesis of crystal violet lactone”, Fine Chemicals, 16(2): 28-30 (in Chinese), (1999).
[6]. Kim, Myeong Jin, et al, "Synthesis of Novel Morpholine Appended Crystal Violet Lactone Derivatives and an Investigation of Their Thermochromic Behavior", Textile Coloration and Finishing, 30 (1), pp.1-8, (2018).
