Why does a color-developing phenomenon occur on thermal paper comprising of a fluoran dye and a color developer molecule?

Bulletin of the Chemical Society of Japan

Volumn 75, Issue 10, 2002, Pages 2225-2231

  Takahashi, Yoshiyuki ^a   Shirai, Ayako ^a   Segawa, Takako ^b   Takahashi, Tatsuya ^b   Sakakibara, Kazuhisa ^b  

^a Advanced Technology Research Laboratory   (United States)

^b YOKOHAMA NATIONAL UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

THERMAL PAPER;

COLOR; ENTHALPY; HYDROGEN BONDS; INFRARED SPECTROSCOPY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

DYES;

4,4' ISOPROPYLIDENEDIPHENOL; AMPHOLYTE; DYE; LACTONE;

ARTICLE; COLOR; ENTHALPY; HYDROGEN BOND; INFRARED SPECTROSCOPY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PAPER;

EID: 0036425562     PISSN: 00092673     EISSN: None     Source Type: Journal    
DOI: 10.1246/bcsj.75.2225     Document Type: Article

References (10)

1. H. H. Baum (NCR co.), U.S. Patent 3451338 (1969).
2. N. Yamato, J. of the Institute of Image Electronics Engineers of Japan, 4, 185 (1975).
3. C. H. Rochester, "The Chemistry of the Hydroxyl Group," Part 1, ed by S. Patai, Interscience, New York (1971), Chap. 7, P. 374.
4. L. J. Bellamy, in "The Infra-red Spectra of Complex Molecules," Chapman and Hall, London, 184 (1975).
5. J. Sueyoshi, M. Kubata, H. Yoshida, K. Nakatsu, and Y. Hatano, Chem. Funct. Dyes, Proc. Int. Symp., 2nd, Mita Press, Tokyo, Japan (1993), P. 34.
6. At present, it is not clear why CDC can be formed with a definite molar ratio (S-205:bisphenol A = 1:4). Preliminary semi-empirical molecular orbital calculations on the open-form of S-205 suggest that there exist four electron rich atoms which can function as proton acceptors (two carboxylate oxygen atoms and 2 alkylamino nitrogen atoms) in a molecule. It may reasonable to think that each hydroxy proton from four bisphenol A molecules can interact with these electron rich atoms in S-205 and form a 1:4 complex stabilized by the hydrogen bond. Further investigation is needed to clarify the structure of CDC. We are now in the process to get further structural information on CDC, and to elucidate the mechanism how the CDC is formed with a definite molar ratio.
7. 13C NMR Spectroscopy, Methods and Applications in Organic Chemistry," 2nd Ed., Velrag Chemie Weinheim, New York (1978), pp. 110-114.
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10. ≠ value as about 100 kJ/mol.