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Citation: LIU Fuyong, FENG Dan, WU Yongping, WU Jiana, DONG Chuan. Chromogenic Properties of 3,3'-Bis(1-n-octyl-2-methylindol-3-yl) phthalide with Color Developers in Alcohol[J]. Chinese Journal of Applied Chemistry, ;2015, 32(12): 1437-1447. doi: 10.11944/j.issn.1000-0518.2015.12.150170 shu

Chromogenic Properties of 3,3'-Bis(1-n-octyl-2-methylindol-3-yl) phthalide with Color Developers in Alcohol

1.
Institute of Environmental Science, Shanxi University, Taiyuan 030006, China

Corresponding author: DONG Chuan,
Received Date: 14 May 2015
Available Online: 7 July 2015
Fund Project: 国家自然科学基金(21175086) (21175086)山西大学人才建设项目(205533801001)资助 (205533801001)

The structures of dye 3,3'-bis(1-n-octyl-2-methylindol-3-yl) phthalide(ck-16) in coloring and decoloring states were analyzed by ¹³C NMR. The chromogenic properties of ck-16 interacted with different color developers in ethyl alcohol were studied by UV-visible spectroscopy. The composition ratio and instability constant of the complexes composed of ck-16 and the color developers were measured. Furthermore,the effect of external conditions on the absorbance at λ_max of the system was investigated. ¹³C NMR results show that the delocalized bonds formed between electron donor(N) and acceptor(O) atoms lead to ring cleavage of the phthalide to a carboxylate as a colored form. The chromogenic properties of ck-16 vary with different color developers. When the molar ratio of ck-16 to four color developers(FeCl₃,oxalic acid,CuCl₂ and salicylic acid) are all 1:1,the combination between ck-16 with Fe³⁺ is the most stable,followed by oxalic acid and Cu²⁺. Among the four color developers,the combination between ck-16 with salicylic acid is the most instable. The time has little influence on the absorbance at λ_max of ck-16/FeCl₃ and ck-16/H₂C₂O₄.However,different sensibility is observed when water is added. The ck-16/FeCl₃ fades more rapidly with water than ck-16/H₂C₂O₄,and exhibits potential application as water sensitive recording or copying materials.
- fluorane,
- color developer,
- chromogenic properties,
- UV-Vis spectrum
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