Determination of phenylenediamines in hair colors derivatizated with 5-(4, 6-dichlorotriazinyl)aminofluorescein via micellar electrokinetic chromatography

• Published in: Yàowu shi͡p︡in fenxi 2019-07, Vol.27 (3), p.825-831
• Main Authors: Ko, Hung-Yu, Lin, Yi-Hui, Shih, Chi-Jen, Chen, Yen-Ling
• Format: Article
• Language: English
• Subjects: 5-(4, 6-dichlorotriazinyl)aminofluorescein; Amino groups; Capillary electrophoresis; Carcinogenicity; Carcinogens; Chromatography; Cosmetics industry; Dermatitis; Dyes; Electrokinetics; Ethics; Fluids; Fluorescence; Genotoxicity; Hair; Hair colors; Hair dyes; Ingredients; Methods; Micellar electrokinetic chromatography; o-Phenylenediamine; Original; Percutaneous absorption; Phenylenediamine; Phenylenediamines; Quality control; Reagents; Sensitivity; Sensitivity enhancement; Skin; Studies; Substitution reactions; Toluene; Urine
• ISSN: 1021-9498; 2224-6614
• DOI: 10.1016/j.jfda.2019.02.005

Phenylenediamines (PDs), which are reported to cause allergic dermatitis and possess genotoxicity and carcinogenicity, are the ingredients used in permanent hair dyes. The fluorescent derivatization strategy coupled with micellar electrokinetic chromatography (MEKC) were established to analyze four PDs, including o-phenylenediamine (OPD), m-phenylenediamine (MPD), p-phenylenediamine (PPD) and toluene-2,5-diamine (PTD). Additionally, 5-(4, 6-dichlorotriazinyl) aminofluorescein (DTAF) was used as a fluorescent reagent derived at amino groups of PDs and underwent nucleophilic substitution reaction to improve the detection sensitivity. The derivatization condition reacted at 90 °C for 10 min in alkaline conditions. The optimized separation conditions were 20 mM borate (pH 8.0) containing 10 mM Brij 35 and 35% (v/v) methanol. The limits of detection (S/N = 3) for MPD, PTD, PPD and OPD were 25, 25, 50 and 100 nM, respectively. Compared to MEKC-UV, the sensitivity enhancements were 30- to 81-fold when PDs were derived with DTAF. The high-sensitivity MEKC-LIF method was successfully established and applied to determine PDs in commercial hair colors for quality control and in real hair samples for evaluating the location of PDs in dyed hair samples, as well as in percutaneous absorption samples for evaluating the ability of PDs to penetrate skin. [Display omitted] •The high-sensitivity MEKC-LIF method was successfully established.•DTAF was used as a fluorescent reagent derived at amino groups of PDs to improve the detection sensitivity.•This strategy was applied to determine PDs in commercial hair colors, real hair samples and percutaneous absorption samples.