A bifunctional aromatic dithiol that combines two para-mercapto-phenyl rings linked by an ether oxygen. The rigid, electron-rich framework provides high nucleophilicity (pKa 5.86) and excellent thermal stability, making it a strategic building block for:
High-index, UV-stable thiol–ene optical resins: photopolymerisation with triallyl isocyanurate yields colourless films (n = 1.68, Tg 135 °C, YI <1 after 1 000 h Q-UVB) for 5G lens substrates and OLED encapsulation layers.
Self-assembled monolayers (SAMs) on gold or silver: the two thiols enable dense, defect-free surface coverage (water contact angle 95°) for SERS biosensors and mercury-ion optrodes.
Organic electronic materials: DFT calculations show good electron-transport properties; used as π-conjugated linker in organic field-effect transistors and photovoltaics .
Heavy-metal chelation: the soft–hard S,O,S donor set forms a 1 : 1 square-planar complex with Pd(II) (log K = 19.5), enabling quantitative recovery of palladium from spent catalyst liquors (≤0.1 ppm residual).
Redox-sensitive bioconjugate linker: the quinone–thiol redox potential (E°′ –0.15 V vs NHE) triggers glutathione-mediated release of doxorubicin in tumour cytosol .
Store under nitrogen at 2–8 °C, protected from light and oxidants to suppress disulfide formation.
