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Sulfonated ethylenediamine-acetone-formaldehyde condensate: preparation, unconventional photoluminescence and aggregation enhanced emission

机译:磺化乙二胺-丙酮-甲醛缩合物:制备,非常规的光致发光和聚集增强的发射

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The unconventional photoluminescence of sulfonated acetone-formaldehyde (SAF) and acetone-formaldehyde (AF) condensates are uncovered and studied in this work. Their fluorescence had been ignored although they were developed and commercialized as water reducing agents in the concrete industry decades ago. More importantly, based on the traditional mechanism of the Mannich reaction, sulfonated ethylenediamine-acetone- formaldehyde (SEAF) was successfully synthesized by introducing imino groups to SAF. It shows highly enhanced fluorescence both in solution and the solid state. The emission mechanism of these polymers is proposed to be via the cluster of carbonyl groups within the long linear nonconjugated chain. Hydroxy, sulfonic and amino groups in SEAF can produce strong ionic and hydrogen bonds, which contribute to its fluorescent enhancement. Furthermore, it is more interesting that SAF and SEAF possess an aggregation-enhanced emission (AEE) effect, while AF shows aggregation-caused quenching (ACQ). This result confirms the previous report that hydrogen bonds can induce AEE effects. Our study provides a novel perspective for the design of water-soluble luminescent materials with green photoluminescence and AEE property.
机译:在这项工作中发现并研究了磺化丙酮-甲醛(SAF)和丙酮-甲醛(AF)缩合物的非常规光致发光。尽管它们的荧光已被忽略,尽管数十年前它们在混凝土工业中作为减水剂被开发和商业化。更重要的是,基于曼尼希反应的传统机理,通过将亚氨基引入到SAF中成功合成了磺化的乙二胺-丙酮-甲醛(SEAF)。它在溶液和固态下均显示高度增强的荧光。提出这些聚合物的发射机理是通过长直链非共轭链内的羰基簇。 SEAF中的羟基,磺酸基和氨基可产生强离子键和氢键,这有助于其荧光增强。此外,更有趣的是SAF和SEAF具有聚集增强发射(AEE)效应,而AF显示聚集引起的猝灭(ACQ)。该结果证实了先前的报道,氢键可以诱导AEE效应。我们的研究为具有绿色光致发光和AEE特性的水溶性发光材料的设计提供了新的视角。

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