Synthesis of Novel Morpholine Appended Crystal violet lactone Derivatives and an Investigation of their Thermochromic Behavior
0
조회
0
다운로드
0
인용
0
참고문헌
키워드
초록
In the present study, three morpholine substituted crystal violet lactone (CVL) have been synthesized to monitor the thermochromic property. This work is explaining the role of substituent on the lactone ring. The methyl substituents induced greater chromic effects than the chloro substituents. Furthermore, the three-component mixtures that contained CVL, bisphenol-A, and methyl stearate were used to analyse the thermochromic effect of the CVLs as bulk samples with various temperature. The thermochromic properties of the CVLs were evaluated using solid-state UV-Vis and FT-IR spectroscopic techniques. Finally, one of the synthesized CVL has been successfully converted into the form of a test paper similar to pH paper for use as thermal indicators.
Abstract
In the present study, three morpholine substituted crystal violet lactone (CVL) have been synthesized to monitor the thermochromic property. This work is explaining the role of substituent on the lactone ring. The methyl substituents induced greater chromic effects than the chloro substituents. Furthermore, the three-component mixtures that contained CVL, bisphenol-A, and methyl stearate were used to analyse the thermochromic effect of the CVLs as bulk samples with various temperature. The thermochromic properties of the CVLs were evaluated using solid-state UV-Vis and FT-IR spectroscopic techniques. Finally, one of the synthesized CVL has been successfully converted into the form of a test paper similar to pH paper for use as thermal indicators.
참고문헌 (30)
- X. L. Luo, "Reversible Switching of the Emission of Diphenyldibenzofulvenes by Thermal and Mechanical Stimuli", Adv. Mater., 23, pp.3261~ (2011)[DOI]
- S. H. Kim, "Photoregulated Optical Switching of Poly (N-isopropylacrylamide) hydrogel in Aqueous Solution with Covalently Attached Spironaphthoxazine and D-pi-A Type Pyranbased Fluorescent Dye", Dyes Pigm., 87, pp.158~ (2010)[DOI]
- Y. L. Chen, "Mechanically Induced Chemiluminescence from Polymers Incorporating a 1,2-dioxetane Unit in the Main Chain", Nat. Chem., 4, pp.559~ (2012)[DOI]
- D. A. Davis, "Force-induced Activation of Covalent Bonds in Mechano Responsive Polymeric Materials", Nature, 459, pp.68~ (2009)[DOI]
- S. Meiqin, "Synthesis of Fluoran Dyes with Improved Properties", Dyes Pigm., 29, pp.45~ (1995)[DOI]
- C. F. Zhu, "Studies on the Synthesis and Thermochromic Properties of Crystal violet lactone and its Reversible Thermochromic Complexes", Thermochim Acta, 425, pp.7~ (2005)[DOI]
- N. Carmona, "Cobalt (II) Environment Characterization in Sol-gel Thermochromic Sensors", Sensors and Actuators B, 145, pp.139~ (2010)[DOI]
- X. Chen, "A Thermally Reversible Temperature Sensor based on Polydiacetylene: Synthesis and Thermochromic Properties", Dyes Pigm., 89, pp.194~ (2011)[DOI]
- O. Panak, "Insight into the Evaluation of Colour Changes of Leuco Dye based Thermochromic Systems as a Function of Temperature", Dyes Pigm., 120, pp.279~ (2015)[DOI]
- A. N. Bourque, "Control of Thermochromic Behaviour in Crystal violet lactone (CVL)", alkyl Gallate, Canad J. Chem., pp.2015, 93[DOI]
- M. A. White, "Thermochromism in Commercial Products", J. Chem Educ., 76, pp.1201~ (1999)[DOI]
- Stevens, "Self-contained Pressure-sensitive Record Material and Process of Preparation, United States Patent No. 4,197,346", ~ (1980)
- M. Orita, "Pressure-sensitive Copying Sheet Utilizing Stabilized Crystal violet lactone, Method of Making and Method of Making Composition, United States Patent No. 3,642,514", ~ (1972)
- B. K. Green, "Dayton, Ohio, Assignor To The National Cash Register Company, Dayton, Ohio, a Corporation of Maryland, Pressure Sensitive Record Material, United States Patent No. 2,505,470", ~ (1950)
- S. Yamamoto, "In situ Observation of Thermochromic Behavior of Binary Mixtures of Phenolic Long-chain Molecules and Fluoran Dye for Rewritable Paper Application", Cryst. Growth and Design, 8, pp.2256~ (2008)[DOI]
- Y. Jin, "Thermo Sensitive Luminous Fiber Based on Reversible Thermochromic Crystal violet lactone Pigment", Dyes Pigm., 146, pp.567~ (2017)[DOI]
- D. C. Maclaren, "Competition between Dye-developer and Solvent-developer Interactions in a Reversible Thermochromic System", J. Mater. Chem., 13, pp.1701~ (2003)[DOI]
- A. Raditoiu, "Optical and Structural Dynamical Behavior of Crystal Violet Lactone-Phe-nolphthalein Binary Thermochromic Systems", Dyes Pigm., 134, pp.69~ (2016)[DOI]
- Y. Sekiguchi, "Molecular Structures of the Colouring Species of a Leuco Dye with Phenolic Colour Developers", Chem Lett., 36, pp.1010~ (2007)[DOI]
- D. C. Maclaren, "Dye Developer Interactions in the Crystal violet lactone-lauryl Gallate Binary System: Implications for Thermochromism", J. Mater. Chem., 13, pp.1695~ (2003)[DOI]
- G. P. Ritesh, "3,6-Disubtituted Fluorans Containing 4(3H)-quinazolinon-3-yl, Diethyl Amino Groups and Their Application in Reversible Thermochromic Materials", Dyes Pigm., 66, pp.7~ (2005)[DOI]
- R. Muthyalal, "Chemistry and Application of Leuco Dyes", pp.159~ (1997), Plenum Press
- R. Garner, "Process for the Preparation of a Pressure-sensitive Recording Material, United States Patent No. US 3995088 A", ~ (1976)
- R. Garner, "Coated Pressure Sensitive-recording Material, United States Patent No. 4,349,218", ~ (1982)
- W. Robert, "Saudberg, Dayton, Ohio, Corporation of Maryland, Pressure Sensitive Manifold Sheet, United States Patent No. US 2711375 A", ~ (1955)
- O. Panak, "The Relation between Colour and Structural Changes in Thermochromic Systems Comprising Crystal violet lactone, Bisphenol A and Tetradecanol", Dyes Pigm., 136, pp.382~ (2017)[DOI]
- W. Oh, "Synthesis of Novel tert-Butyl Substituted Fluorans and an Investigation of Their Thermochromic Behavior", Dyes Pigm., 128, pp.235~ (2016)[DOI]
- G. P. Ritesh, "Synthesis and Characterization of Ether Linkage Containing Bis-fluoran Compounds", J. Serb. Chem. Soc., 68, pp.607~ (2003)[DOI]
- Y. Takahashi, "Why Does a Color-developing Phenomenon Occur on Thermal Paper Comprising of a Fluoran Dye and a Color Developer Molecule?", Bull. Chem. Soc. Jpn., 75, pp.2225~ (2002)[DOI]
- K. Costello, "Exploration of Ther-mochromic Materials using Experimental and Theoretical Infrared and UV-Visible Spectroscopy", J. Chem. Educ., 91, pp.883~ (2014)[DOI]