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The Application of Dyes in Hair Coloring

Hair coloring technologies predominantly rely on two categories of dyes: oxidation hair dyes and synthetic dyes. Oxidation hair dyes, accounting for the majority of commercially available products, are characterized by their ability to form color directly on the hair fiber through an oxidative process. This chemical transformation typically involves aromatic diamines, such as para-phenylenediamine or 2,5-diaminotoluene, which are referred to as "primary intermediates." These intermediates undergo oxidation in the presence of developers like hydrogen peroxide, yielding permanent coloration.

Synthetic dyes, on the other hand, are less prevalent and are primarily utilized for their affinity to proteinaceous substrates, such as wool. While these dyes are often employed in temporary or semi-permanent formulations, their application is limited compared to oxidation dyes.

Chemistry of Oxidation Hair Dyes

The oxidative process underlying permanent hair dyes involves a multi-step chemical reaction.

  • Oxidation of Primary Intermediates:

Primary intermediates, such as para-phenylenediamine or para-aminophenol, are first oxidized to form reactive intermediates.

  • Coupling Reactions:

These intermediates subsequently react with secondary agents, known as "couplers," to expand the color range. While primary intermediates alone yield limited shades, the inclusion of couplers such as 3-aminophenol, resorcinol, or α-naphthol results in diverse hues.

A detailed illustration of these reactions highlights the versatility of this system in creating complex colorants. For instance, combinations involving an α-naphthol-based coupler and sulfonated N-phenyl-para-phenylenediamine produce experimental dyes with advanced color properties.

Fig.2 Oxidation of hair-dye formation from primary intermediates.Fig.2 (a) Oxidation of hair-dye formation from primary intermediates (X = O, NH); (b) Oxidation of hair-dye formation from a primary intermediate and coupler[1].

Non-Permanent Hair Dyes

Non-permanent hair dyes, including C.I. Basic and Acid dyes, serve niche applications such as color refreshing or highlighting effects. These dyes exhibit an affinity for keratin-based fibers, akin to their interaction with proteinaceous textiles.

Examples include:

Category Common Dyes Applications
C.I. Basic DyesYellow 57, Red 76, Blue 99, Brown 16, Brown 17Found in color-refreshing shampoos
C.I. Acid DyesYellow 3, Orange 7, Red 33, Violet 43, Blue 9Used in shampoos for highlighting effects

The molecular structures of these dyes reveal their specificity and interaction potential with hair fibers, emphasizing their targeted applications.

Fig.3 Non-permanent hair dyesFig.3 Examples of non-permanent hair dyes[1].

Challenges in Formulation

An analytical evaluation of oxidative dye formulations has uncovered that approximately 20% or more of precursor and coupler molecules remain unreacted within the formulation. This inefficiency highlights opportunities for innovation in formulation chemistry to improve dye uptake and reduce waste.

Conclusion

The chemistry of hair dyes, particularly oxidation-based systems, underscores the intricate interplay of aromatic diamines, couplers, and oxidizing agents. These formulations offer extensive customization, enabling the production of vibrant, long-lasting colors. The incorporation of synthetic dyes in temporary systems further broadens the scope of hair dye applications, catering to diverse consumer needs. Addressing formulation inefficiencies and enhancing dye-fiber interaction will pave the way for future advancements in hair coloration technology.

Reference

  1. IARC Working Group on the Evaluation of Carcinogenic Risks to Humans. Some Aromatic Amines, Organic Dyes, and Related Exposures. Lyon (FR): International Agency for Research on Cancer; 2010. (IARC Monographs on the Evaluation of Carcinogenic Risks to Humans, No. 99.) GENERAL INTRODUCTION TO THE CHEMISTRY OF DYES.

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Please click here for a comprehensive list of acid dyes and a list of basic dyes.

It is important to note that our products are for research use only and are not for clinical use.

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