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C.I. Pigment red 266.

Chia-Hsien Chang1, Robert M Christie, Georgina M Rosair

  • 1School of Textiles and Design, Heriot-Watt University, Scottish Borders Campus, Galashiels TD1 3HF, Scotland.

Acta Crystallographica. Section C, Crystal Structure Communications
|October 9, 2003
PubMed
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C.I. Pigment Red 266 exhibits keto-hydrazone tautomerism with strong intramolecular hydrogen bonding. Its layered structure, stabilized by intermolecular hydrogen bonds, explains its excellent performance as a pigment.

Area of Science:

  • Materials Science
  • Crystallography
  • Organic Chemistry

Background:

  • C.I. Pigment Red 266 is a widely used organic pigment.
  • Understanding its molecular structure and bonding is crucial for optimizing its performance.
  • Previous studies have not fully elucidated the role of hydrogen bonding in its properties.

Purpose of the Study:

  • To investigate the tautomeric form and hydrogen bonding characteristics of C.I. Pigment Red 266.
  • To correlate the observed molecular structure with the pigment's technical performance.
  • To provide insights into the design of high-performance organic pigments.

Main Methods:

  • X-ray crystallography to determine the solid-state structure.
  • Spectroscopic analysis to confirm tautomeric form.

Related Experiment Videos

  • Computational modeling to analyze hydrogen bonding interactions.
  • Main Results:

    • C.I. Pigment Red 266 predominantly exists in the keto-hydrazone tautomeric form.
    • Extensive intramolecular and intermolecular hydrogen bonding networks were identified.
    • The primary amide group is a key component in the intermolecular hydrogen bonding network.

    Conclusions:

    • The keto-hydrazone tautomerism and the specific hydrogen bonding pattern are critical for the stability and performance of C.I. Pigment Red 266.
    • This understanding can guide the development of new pigments with enhanced properties.
    • Hydrogen bonding plays a significant role in the application performance of organic pigments.