1,3,5-Triaryl-2-pyrazolines were designed, synthesised and covalently immobilised onto submillimetre TentaGel® polystyrene beads (functionalised with amino-terminated polyethyleneglycol ligands) by peptide bond formation. The molecules are modularly designed based on photoinduced electron transfer (PET) according to electron-donor–spacer–fluorophore–receptor and receptor₁–spacer–fluorophore–receptor formats with ferrocene and N,N-dimethylaniline as the electron donor and receptor₁. A reference fluorophore–receptor compound, associated with an internal charge transfer (ICT) mechanism, is included for comparison. A carboxylate moiety at the para-position of the 1-phenyl ring assists the molecules with aqueous solubility and serves as the site for covalent attachment to the polystyrene beads. The H⁺, Fe³⁺-driven INHIBIT, H⁺-driven off–on–off and H⁺-driven NOT logic systems are demonstrated in aqueous methanol and attached onto heterogeneous polymer submillimeter beads. The INHIBIT gate was tested with the stronger oxidant, ammonium persulfate, which resulted in a greater fluorescence quantum yield (Φ_f = 0.192). A double-tagged polymer bead integrating INHIBIT and off–on–off multi-valued logic was also prepared.

中文翻译：

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1,3,5-三芳基-2-吡唑啉荧光逻辑系统的分子工程，对酸性和可氧化性以及对聚合物珠的附着有响应

设计，合成和合成1,3,5-三芳基-2-吡唑啉并通过肽键形成将其共价固定在亚毫米级的TentaGel®聚苯乙烯微珠上（用氨基末端的聚乙二醇配体官能化）。根据电子给体-间隔基-荧光团-受体和受体_1-间隔基-荧光团-受体的形式，基于光致电子转移（PET）模块化设计分子，其中二茂铁和N，N-二甲基苯胺为电子给体和受体₁。为了进行比较，还包括了与内部电荷转移（ICT）机制相关的参考荧光团-受体化合物。在羧酸酯部分的对1-苯环的α-位帮助分子具有水溶性，并用作共价附于聚苯乙烯珠的位点。在甲醇水溶液中证明了H ⁺，Fe ³⁺驱动的INHIBIT，H ⁺驱动的开-关和H ⁺驱动的NOT逻辑系统，并将其连接到非均相聚合物亚毫米级微珠上。禁止门是与更强的氧化剂，过硫酸铵，这导致更大的荧光量子产率（测试Φ _˚F = 0.192）。还准备了一个带有INHIBIT和开-关-关多值逻辑的双标签聚合物珠。