The first example of thermochromism of dyes embedded in transparent polymer gel networks

(Note: The full text of this document is currently only available in the PDF Version )

Arno Seeboth, Jörg Kriwanek and Renate Vetter


Abstract

Novel dye containing transparent hydrogels responding to changes in temperature with reversible color changes (thermochromism) are presented. The betaine dye 2,6-diphenyl-4-(2,4,6-triphenylpyridinio)phenolate (DTPP), and the well known indicator dye Cresol Red ( Fig. 1 ) exhibit an outstanding thermochromism, if they are embedded in an aqueous polyvinyl alcohol–borax–surfactant gel network. In case of DTPP at pH = 8.5, the color changes gradually from colorless at 10[thin space (1/6-em)]°C to a deep violet at 80[thin space (1/6-em)]°C. Similarly, for Cresol Red a change from yellow to wine-red was observed. An explanation for the observed reversible color changes in the closed hydrogel systems is given by a temperature-induced shift of the proton-transfer equilibrium between the phenolate and the phenol form of the dye molecules in the micro-environment of the gel network. The new thermochromic hydrogels can be useful in a wide range of applications, such as temperature sensors, large-area displays, and so-called smart or intelligent windows.


References

  1. (a) F. Ilmain, T. Tanaka and E. Kokufuta, Nature, 1991, 349, 400 CrossRef; (b) Z. Hu, X. Shang and Y. Li, Science, 1995, 269, 525 CAS; (c) A. Seeboth and H.-R. Holzbauer, Adv. Mater., 1996, 8, 408 CAS; (d) H. Watanabe, Sol. Energy Mater. Sol. Cells, 1998, 54, 203 CrossRef CAS.
  2. J. M. Weissman, H. B. Sunkara, A. S. Tse and S. A. Asher, Science, 1996, 274, 959 CrossRef CAS.
  3. C. Reichardt, Chem. Rev., 1994, 94, 2319 CrossRef CAS.
  4. K. Dimroth, C. Reichardt and A. Schweig, Liebigs Ann. Chem., 1963, 669, 95 Search PubMed.
  5. C. J. Drummond, F. Grieser and T. W. Healy, Faraday Discuss. Chem. Soc., 1986, 81, 95 RSC.
  6. (a) A. Amin-Alami, N. Kamenka and S. Partyka, Thermochim. Acta, 1987, 122, 171 CrossRef CAS; (b) Before using the aqueous solution of N-DTB, it was neutralized with the corresponding amount of NaOH to give the zwitterionic inner salt.
  7. C. Reichardt, Chem. Soc. Rev., 1992, 21, 147 RSC.
  8. J. Kriwanek and R. Miller, Colloids Surf. A, 1996, 105, 233 CrossRef.
  9. M. Shibayama, T. Takeuchi and S. Nomura, Macromolecules, 1994, 27, 5350 CrossRef CAS.
  10. The resulting gel was prepared by mixing 30 g of a 20% aqueous solution of PVA (Aldrich, PVA 13 000–23 000, hydrolysed to 85%), 6.0 g of 1 M sodium hydroxide solution, 30 g of an aqueous borate buffer solution (pH = 11), 1.3 g of a 2.2% ethanolic solution of DTPP, 6.0 g of a 30% aqueous N-DTB solution, and leaving the gel mixture for some hours at room temperature.
  11. The resulting gel was prepared by mixing 20 g of a 5% aqueous solution of PVA (Dajac Lab., PVA 100000, 98% hydrolysed), 1.25 g of a 2.2% aqueous borax solution, 0.42 g of an aqueous borate buffer solution (pH = 11), 0.056 g of a 2.2% aqueous solution of Cresol Red, 1.6 g of a 15% aqueous sulfobetaine solution, and leaving the gel mixture for some hours at room temperature.
  12. C. Reichardt, E. Harbusch-Görnert and G. Schäfer, Liebigs Ann. Chem., 1988, 839 Search PubMed.
  13. S. Zhou, J. Zhou, Y. Qi and Z. Wang, Zhonggou Xitu Xuebao, 1988, 6, 1 Search PubMed; Chem. Abstr., 1988, 109, 239455h Search PubMed.
  14. Based on pre-investigations we have copyrighted the possibility of reversible thermochromism in hydrogels: A. Seeboth, J. Kriwaek, German Patent, DE 19630560, 1998; Chem. Abstr., 1998, 128, 147323c Search PubMed.
Click here to see how this site uses Cookies. View our privacy policy here.