Hypericin enhances superlubricity of glycerol by acting as graphene precursor

Hypericin (C<sub>30</sub>H<sub>16</sub>O<sub>8</sub>) is a naturally occurring substance, an anthraquinone derived from St. John’s wort, possessing outstanding antiviral, antitumor, antibacterial, and antioxidant properties. Today, hypericin is primarily used in medicinal applications. It is a small, flat organic molecule with a graphene-like core surrounded by oxidized functions, suggesting that it could act as a graphene precursor in tribological contacts. Therefore, we investigated the lubrication properties of hypericin as an additive in glycerol, used as a base oil. It is well established that glycerol itself is superlubricious under full and thin film EHD lubrication regimes but generally fails with steel under more severe conditions (mixed and boundary regimes). We studied the effect of hypericin added to glycerol for steel-on-steel and steel-on-silicon friction pairs. For the steel-on-steel configuration, results show that hypericin is a strong anti-wear additive due to its antioxidant properties that scavenge OH radicals. Moreover, hypericin is also an efficient friction-reducing agent, providing a steady state and robust ultralow friction coefficient (0.02-0.03). Thus, it outperforms most traditional additive formulations under the same conditions, although it does not achieve superlubricity (CoF &lt; 0.01) under more severe conditions. For steel-on-silicon, hypericin significantly extends the superlubricity regime of glycerol to lambda ratios well below unity (low sliding speeds). The mechanism of superlubricity is attributed to the friction-induced formation of graphene layers from hypericin molecules, smoothing friction surfaces and operating a hybrid liquid-solid superlubricious system.

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Publication Details

Journal
Friction
Published
2024-12-06
DOI
https://doi.org/10.26599/frict.2025.9441018
Citations
6
Primary Topic
Porphyrin and Phthalocyanine Chemistry
Type
article
Field-Weighted Citation Impact
0.70
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article

Hypericin enhances superlubricity of glycerol by acting as graphene precursor

A.A. Lubrecht, Frédéric Dubreuil, Graham L. W. Cross, Yun‐Ze Long et al.
6 citations
Friction
Porphyrin and Phthalocyanine Chemistry
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article

Hypericin enhances superlubricity of glycerol by acting as graphene precursor

A.A. Lubrecht, Frédéric Dubreuil, Graham L. W. Cross, Yun‐Ze Long, Jean-Michel Martin, Maria Isabel De Barros Bouchet, Paul Marie Zubieta Laborde
article en
6 citations

Abstract

Hypericin (C<sub>30</sub>H<sub>16</sub>O<sub>8</sub>) is a naturally occurring substance, an anthraquinone derived from St. John’s wort, possessing outstanding antiviral, antitumor, antibacterial, and antioxidant properties. Today, hypericin is primarily used in medicinal applications. It is a small, flat organic molecule with a graphene-like core surrounded by oxidized functions, suggesting that it could act as a graphene precursor in tribological contacts. Therefore, we investigated the lubrication properties of hypericin as an additive in glycerol, used as a base oil. It is well established that glycerol itself is superlubricious under full and thin film EHD lubrication regimes but generally fails with steel under more severe conditions (mixed and boundary regimes). We studied the effect of hypericin added to glycerol for steel-on-steel and steel-on-silicon friction pairs. For the steel-on-steel configuration, results show that hypericin is a strong anti-wear additive due to its antioxidant properties that scavenge OH radicals. Moreover, hypericin is also an efficient friction-reducing agent, providing a steady state and robust ultralow friction coefficient (0.02-0.03). Thus, it outperforms most traditional additive formulations under the same conditions, although it does not achieve superlubricity (CoF &lt; 0.01) under more severe conditions. For steel-on-silicon, hypericin significantly extends the superlubricity regime of glycerol to lambda ratios well below unity (low sliding speeds). The mechanism of superlubricity is attributed to the friction-induced formation of graphene layers from hypericin molecules, smoothing friction surfaces and operating a hybrid liquid-solid superlubricious system.

FrictionVol. 13(1)
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Porphyrin and Phthalocyanine Chemistry
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