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Studies on the synthesis and thermochromic properties of crystal violet lactone and its reversible thermochromic complexes
Thermochimica Acta ( IF 3.1 ) Pub Date : 2005-01-01 , DOI: 10.1016/j.tca.2003.08.001
C.F. Zhu , A.B. Wu

Abstract In this article, a crucial compound, crystal violet lactone (CVL), was prepared by the reaction of N,N-dimethylaniline, p-dimethylanimobenzaldehyde and m-dimethylanimobenzoic acid. Taking alcohols or carboxylic acids as solvents, 15 novel reversible thermochromic complexes were prepared by means of chelation reaction between electron donor CVL and electron acceptor such as various phenols, aromatic amines, carboxylic acids, and Lewis acids, respectively. The structure of CVL is characterized by 1 H NMR and MS. The reversible thermochromic behavior of these compounds are studied by DSC/TG, IR, and Raman spectrum. Results indicate that mechanism of these reversible thermochromic complexes is the lactone ring tautomerism when the temperature is low or high. Thermochromic color degree of these complexes is dependent on the acidity of electron acceptor and thermochromic temperature is dependent on the properties of solvent compounds. The properties of electron acceptor and solvent compounds also determined the thermochromic process of the complexes, which followed the first-order kinetic equation, and the values of energy of activity (Ea) of thermochromic process are correlated with the components of the complexes nearly. The stronger the acidity of phenols is, and the deeper the thermochromic color degree is, the higher the value of Ea is, when electron acceptors are phenols.

中文翻译:

结晶紫内酯及其可逆热致变色配合物的合成及热致变色性能研究

摘要 本文通过N,N-二甲基苯胺、对二甲基氨基苯甲醛和间二甲基氨基苯甲酸反应制备了一种重要的化合物结晶紫内酯(CVL)。以醇类或羧酸类为溶剂,通过给电子体CVL与各种酚类、芳香胺类、羧酸类、路易斯酸类等电子受体的螯合反应,制备了15种新型可逆热致变色配合物。CVL 的结构通过 1 H NMR 和 MS 表征。通过 DSC/TG、IR 和拉曼光谱研究了这些化合物的可逆热致变色行为。结果表明,这些可逆热致变色配合物的机理是在低温或高温时内酯环互变异构。这些配合物的热致变色程度取决于电子受体的酸度,而热致变色温度取决于溶剂化合物的性质。电子受体和溶剂化合物的性质也决定了配合物的热致变色过程,其遵循一级动力学方程,热致变色过程的活动能(Ea)值与配合物的成分几乎相关。当电子受体为酚类时,酚类的酸性越强,热致变色程度越深,Ea 值越高。遵循一阶动力学方程,热致变色过程的活能(Ea)值与配合物的组分几乎相关。当电子受体为酚类时,酚类的酸性越强,热致变色程度越深,Ea 值越高。遵循一阶动力学方程,热致变色过程的活能(Ea)值与配合物的组分几乎相关。当电子受体为酚类时,酚类的酸性越强,热致变色程度越深,Ea 值越高。
更新日期:2005-01-01
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