Synthesis of 2-((4-aminophenyl)amino)- and 2-(4-hydroxyphenoxy)-substituted-1,4-naphthoquinones and Preliminary Studies on Their Use in Fingermark Detection

Kıymet Berkil Akar; Barış Eran

doi:10.54187/jnrs.1687646

Synthesis of 2-((4-aminophenyl)amino)- and 2-(4-hydroxyphenoxy)-substituted-1,4-naphthoquinones and Preliminary Studies on Their Use in Fingermark Detection

Abstract

Naphthoquinone derivatives are among the promising compounds that can be an alternative to amino acid reagents that are currently widely used on porous surfaces. Studies to determine the mechanism of reaction of naphthoquinones with amino acids in fingermark residue are still ongoing. In this study, 2-((4-aminophenyl)amino)-5,8-dibromonaphthalene-1,4-dione (2a) and 5,8-dibromo-2-(4-hydroxyphenoxy)naphthalene-1,4-dione (2b) were synthesized and characterized by spectral (1H NMR, 13C NMR, and HPLC-TOF/MS) methods. Latent fingermarks on copier paper were treated with these naphthoquinones by the dipping method. Both naphthoquinones developed latent fingermarks as photoluminescence impressions under the illumination of 440 nm light and observed through a red filter. The study also provided a comparison of the naphthoquinones and 1,8-diazafluoren-9-one (DFO).

Keywords

2-Substituted-1, 4-naphthoquione, latent fingermark, amino acid, fingermark reagent, photoluminescence

Supporting Institution

TÜBİTAK

Project Number

115Z880

Ethical Statement

The research was reviewed and approved by the Board of Ethics of Tokat Gaiosmanpaşa University, Approval number: 15-KAEK-092.

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Details

Primary Language

English

Subjects

Organic Chemistry (Other)

Journal Section

Research Article

Authors

Kıymet Berkil Akar ^*
0000-0001-9993-9541
Türkiye

Barış Eran
0000-0002-0331-1504
Türkiye

Publication Date

December 31, 2025

Submission Date

April 30, 2025

Acceptance Date

August 29, 2025

Published in Issue

Year 2025 Volume: 14 Number: 3

DOI

https://doi.org/10.54187/jnrs.1687646

IZ

https://izlik.org/JA93NR29ZC

APA

Berkil Akar, K., & Eran, B. (2025). Synthesis of 2-((4-aminophenyl)amino)- and 2-(4-hydroxyphenoxy)-substituted-1,4-naphthoquinones and Preliminary Studies on Their Use in Fingermark Detection. Journal of New Results in Science, 14(3), 215-223. https://doi.org/10.54187/jnrs.1687646

AMA

1.Berkil Akar K, Eran B. Synthesis of 2-((4-aminophenyl)amino)- and 2-(4-hydroxyphenoxy)-substituted-1,4-naphthoquinones and Preliminary Studies on Their Use in Fingermark Detection. JNRS. 2025;14(3):215-223. doi:10.54187/jnrs.1687646

Chicago

Berkil Akar, Kıymet, and Barış Eran. 2025. “Synthesis of 2-((4-Aminophenyl)amino)- and 2-(4-Hydroxyphenoxy)-Substituted-1,4-Naphthoquinones and Preliminary Studies on Their Use in Fingermark Detection”. Journal of New Results in Science 14 (3): 215-23. https://doi.org/10.54187/jnrs.1687646.

EndNote

Berkil Akar K, Eran B (December 1, 2025) Synthesis of 2-(4-aminophenyl)amino)- and 2-(4-hydroxyphenoxy)-substituted-1,4-naphthoquinones and Preliminary Studies on Their Use in Fingermark Detection. Journal of New Results in Science 14 3 215–223.

IEEE

[1]K. Berkil Akar and B. Eran, “Synthesis of 2-((4-aminophenyl)amino)- and 2-(4-hydroxyphenoxy)-substituted-1,4-naphthoquinones and Preliminary Studies on Their Use in Fingermark Detection”, JNRS, vol. 14, no. 3, pp. 215–223, Dec. 2025, doi: 10.54187/jnrs.1687646.

ISNAD

Berkil Akar, Kıymet - Eran, Barış. “Synthesis of 2-((4-Aminophenyl)amino)- and 2-(4-Hydroxyphenoxy)-Substituted-1,4-Naphthoquinones and Preliminary Studies on Their Use in Fingermark Detection”. Journal of New Results in Science 14/3 (December 1, 2025): 215-223. https://doi.org/10.54187/jnrs.1687646.

JAMA

1.Berkil Akar K, Eran B. Synthesis of 2-((4-aminophenyl)amino)- and 2-(4-hydroxyphenoxy)-substituted-1,4-naphthoquinones and Preliminary Studies on Their Use in Fingermark Detection. JNRS. 2025;14:215–223.

MLA

Berkil Akar, Kıymet, and Barış Eran. “Synthesis of 2-((4-Aminophenyl)amino)- and 2-(4-Hydroxyphenoxy)-Substituted-1,4-Naphthoquinones and Preliminary Studies on Their Use in Fingermark Detection”. Journal of New Results in Science, vol. 14, no. 3, Dec. 2025, pp. 215-23, doi:10.54187/jnrs.1687646.

Vancouver

1.Kıymet Berkil Akar, Barış Eran. Synthesis of 2-((4-aminophenyl)amino)- and 2-(4-hydroxyphenoxy)-substituted-1,4-naphthoquinones and Preliminary Studies on Their Use in Fingermark Detection. JNRS. 2025 Dec. 1;14(3):215-23. doi:10.54187/jnrs.1687646