Fan Shengqiang, Burn Paul L, Shaw Paul E
Centre for Organic Photonics & Electronics, School of Chemistry and Molecular Biosciences, The University of Queensland Brisbane QLD 4072 Australia
RSC Adv. 2019 Mar 1;9(12):7032-7042. doi: 10.1039/c9ra00693a. eCollection 2019 Feb 22.
Sensing of TATP vapours the decomposition product, hydrogen peroxide, was achieved using a fluorescence "turn-on" mechanism through conversion of boronate esters to phenoxides under basic conditions in solid-state films. High sensitivity was achieved with two new fluorenylboronate esters comprising either 2,4-difluorophenyl or 4-(trifluoromethyl)phenyl substituents. The key to the sensitivity was the fact that the phenoxide anion products from the hydrogen peroxide oxidation absorbed at longer wavelengths than the starting boronate esters. Selective excitation of the phenoxide anions avoided the background fluorescence from the corresponding boronate esters. The use of the electron withdrawing substituents also led to greater photostability. The derivative containing the 4-(trifluoromethyl)phenyl moiety was found to give the most stable phenoxide, and demonstrated fast fluorescence "turn-on" kinetics with a lower limit of detection of ≈2.5 ppb in 60 s.
通过固态薄膜在碱性条件下将硼酸酯转化为酚盐,利用荧光“开启”机制实现了对三过氧化三丙酮(TATP)蒸气分解产物过氧化氢的传感。两种含有2,4-二氟苯基或4-(三氟甲基)苯基取代基的新型芴基硼酸酯实现了高灵敏度。灵敏度的关键在于,过氧化氢氧化产生的酚盐阴离子产物在比起始硼酸酯更长的波长处吸收。对酚盐阴离子的选择性激发避免了相应硼酸酯的背景荧光。吸电子取代基的使用也提高了光稳定性。发现含有4-(三氟甲基)苯基部分的衍生物能产生最稳定的酚盐,并表现出快速的荧光“开启”动力学,在60秒内检测下限约为2.5 ppb。