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The wet bead milling of anthracence with tiny amounts of tetracene in water results in mechanochemical doping to exhibit solid-state singlet energy transfer. Changes of emission spectra are sensitive to milling conditions so that the couple can act as a fluorescent probe for milling. Perylene displays similar behavior, whereas pentacene and rubrene lead to insufficient fluorescence quenching due to their poor solubility in host crystals.
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Ichimura et al. (2007) studied this question.
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