Wen-Chang Peng, Hui Wang, Dan-Wei Zhang, Zhan-Ting Li, Da Ma
{"title":"通过无环葫芦[n]脲基主-客体络合的可逆操作有机染料聚集","authors":"Wen-Chang Peng, Hui Wang, Dan-Wei Zhang, Zhan-Ting Li, Da Ma","doi":"10.1007/s10847-023-01209-x","DOIUrl":null,"url":null,"abstract":"<div><p>We use a highly water-soluble acyclic cucurbit[<i>n</i>]uril <b>ACB-01</b> that bears eight carboxylate groups. <b>ACB-01</b> has excellent solubility in water and high affinity to the cyanine dyes pseudoisocyanine (<b>PIC</b>) and pinacyanol (<b>PIN</b>) to afford 1:1 complexes. The complexation has been studied by UV–vis absorption, fluorescence and nuclear magnetic resonance (NMR) spectroscopy, and the binding constants (<i>K</i><sub>a</sub>) are determined to be (1.54 ± 0.15) × 10<sup>6</sup> M<sup>−1</sup> and (6.09 ± 0.82) × 10<sup>5</sup> M<sup>−1</sup>, respectively. This complexation leads to the inhibition of the J-aggregation of <b>PIC</b> and H-aggregation of <b>PIN</b>. However, competitive guests methyl viologen and 1-adamantanamine hydrochloride can recover their respective J- and H-aggregation due to more stable complexation occurs between them and <b>ACB-01</b>. Thus, we have established a new method of reversibly controlling dye aggregation by regulating the concentration of <b>ACB-01</b> and competitive guests.</p><h3>Graphical abstract</h3><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"104 1-2","pages":"7 - 13"},"PeriodicalIF":2.3000,"publicationDate":"2023-11-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Reversible manipulation of organic dye aggregation through acyclic cucurbit[n]uril-based host-guest complexation\",\"authors\":\"Wen-Chang Peng, Hui Wang, Dan-Wei Zhang, Zhan-Ting Li, Da Ma\",\"doi\":\"10.1007/s10847-023-01209-x\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>We use a highly water-soluble acyclic cucurbit[<i>n</i>]uril <b>ACB-01</b> that bears eight carboxylate groups. <b>ACB-01</b> has excellent solubility in water and high affinity to the cyanine dyes pseudoisocyanine (<b>PIC</b>) and pinacyanol (<b>PIN</b>) to afford 1:1 complexes. The complexation has been studied by UV–vis absorption, fluorescence and nuclear magnetic resonance (NMR) spectroscopy, and the binding constants (<i>K</i><sub>a</sub>) are determined to be (1.54 ± 0.15) × 10<sup>6</sup> M<sup>−1</sup> and (6.09 ± 0.82) × 10<sup>5</sup> M<sup>−1</sup>, respectively. This complexation leads to the inhibition of the J-aggregation of <b>PIC</b> and H-aggregation of <b>PIN</b>. However, competitive guests methyl viologen and 1-adamantanamine hydrochloride can recover their respective J- and H-aggregation due to more stable complexation occurs between them and <b>ACB-01</b>. Thus, we have established a new method of reversibly controlling dye aggregation by regulating the concentration of <b>ACB-01</b> and competitive guests.</p><h3>Graphical abstract</h3><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>\",\"PeriodicalId\":638,\"journal\":{\"name\":\"Journal of Inclusion Phenomena and Macrocyclic Chemistry\",\"volume\":\"104 1-2\",\"pages\":\"7 - 13\"},\"PeriodicalIF\":2.3000,\"publicationDate\":\"2023-11-15\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Inclusion Phenomena and Macrocyclic Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://link.springer.com/article/10.1007/s10847-023-01209-x\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"Agricultural and Biological Sciences\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1007/s10847-023-01209-x","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"Agricultural and Biological Sciences","Score":null,"Total":0}
Reversible manipulation of organic dye aggregation through acyclic cucurbit[n]uril-based host-guest complexation
We use a highly water-soluble acyclic cucurbit[n]uril ACB-01 that bears eight carboxylate groups. ACB-01 has excellent solubility in water and high affinity to the cyanine dyes pseudoisocyanine (PIC) and pinacyanol (PIN) to afford 1:1 complexes. The complexation has been studied by UV–vis absorption, fluorescence and nuclear magnetic resonance (NMR) spectroscopy, and the binding constants (Ka) are determined to be (1.54 ± 0.15) × 106 M−1 and (6.09 ± 0.82) × 105 M−1, respectively. This complexation leads to the inhibition of the J-aggregation of PIC and H-aggregation of PIN. However, competitive guests methyl viologen and 1-adamantanamine hydrochloride can recover their respective J- and H-aggregation due to more stable complexation occurs between them and ACB-01. Thus, we have established a new method of reversibly controlling dye aggregation by regulating the concentration of ACB-01 and competitive guests.
期刊介绍:
The Journal of Inclusion Phenomena and Macrocyclic Chemistry is the premier interdisciplinary publication reporting on original research into all aspects of host-guest systems. Examples of specific areas of interest are: the preparation and characterization of new hosts and new host-guest systems, especially those involving macrocyclic ligands; crystallographic, spectroscopic, thermodynamic and theoretical studies; applications in chromatography and inclusion polymerization; enzyme modelling; molecular recognition and catalysis by inclusion compounds; intercalates in biological and non-biological systems, cyclodextrin complexes and their applications in the agriculture, flavoring, food and pharmaceutical industries; synthesis, characterization and applications of zeolites.
The journal publishes primarily reports of original research and preliminary communications, provided the latter represent a significant advance in the understanding of inclusion science. Critical reviews dealing with recent advances in the field are a periodic feature of the journal.