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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,非常规光致发光和聚集增强排放

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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:磺化丙酮 - 甲醛(SAF)和丙酮 - 甲醛(AF)缩合物的非传统光致发光在这项工作中被发现并研究。虽然几十年前,但它们被忽略了它们的荧光,但它们在混凝土行业中的降水剂开发和商业化。更重要的是,基于曼尼希反应的传统机制,通过将亚氨基纳入SAF成功地合成了磺化乙二胺 - 丙酮 - 甲醛(SEAF)。它在溶液和固态中显示出高度增强的荧光。提出这些聚合物的发射机制通过长线性非共轭链内的羰基团。 Seaf中的羟基,磺酸和氨基可以产生强的离子和氢键,这有助于其荧光增强。此外,SAF和SEAF具有聚集增强的发射(AEE)效应更有趣,而AF显示出聚集导致的淬火(ACQ)。该结果证实了上一份报告,氢键可以诱发AEE效应。我们的研究为使用绿色光致发光和AEE属性设计的水溶性发光材料设计了一种新的视角。

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