FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W3124598964> ?p ?o ?g. }

• W3124598964 endingPage "3105" @default.
• W3124598964 startingPage "3090" @default.
• W3124598964 abstract "Tetracyanoquinodimethane (TCNQ) is known to react with various amines to generate substituted TCNQ derivatives with remarkable optical and nonlinear optical characteristics. The choice of amine plays a crucial role in the outcome of molecular material attributes. Especially, mono/di-substituted TCNQ’s possessing strong fluorescence in solutions than solids are deficient. Furthermore, cation recognition in the solid-state TCNQ derivatives is yet undetermined. In this article, we present solution-enhanced fluorescence and exclusive solid-state recognition of K+ ion achieved through the selection of 4-(4-aminophenyl)morpholin-3-one (APM) having considerable π-conjugation and carbonyl (C═O) functionality, particularly in the ring. TCNQ when reacted with APM, in a single-step reaction, resulted in two well-defined distinct compounds, namely, 7,7-bis(4-(4-aminophenyl)morpholin-3-ono)dicyanoquinodimethane (BAPMDQ [1], yellow) and 7,7,8-(4-(4-aminophenyl)morpholin-3-ono)tricyanoquinodimethane (APMTQ [2], red), with increased fluorescence intensity in solutions than their solids. Crystal structure investigation revealed extensive C–H−π interactions and strong H-bonding in [1], whereas moderate to weak interactions in [2]. Surprisingly, simple mechanical grinding during KBr pellet preparation with [1, 2] triggered unidentified cation recognition with a profound color change (in ∼1 min) detected by the naked eye, accompanied by a drastic enhancement of fluorescence, proposed due to the presence of carbonyl functionality, noncovalent intermolecular interactions, and molecular assemblies in [1, 2] solids. Cation recognition was also noted with various other salts as well (KCl, KI, KSCN, NH4Cl, NH4Br, etc.). Currently, the recognition mechanism of K+ ion in [1, 2] is demonstrated by the strong electrostatic interaction of K+ ion with CO and simultaneously cation−π interaction of K+ with the phenyl ring of APM, supported by experimental and computational studies. Computational analysis also revealed that a strong cation−π interaction occurred between the K+ ion and the phenyl ring (APM) in [2] than in [1] (ΔGbinding calculated as ∼16.3 and ∼25.2 kcal mol–1 for [1] and [2], respectively) providing additional binding free energy. Thus, both electrostatic and cation−π interactions lead to the recognition. Scanning electron microscopy of drop-cast films showed microcrystalline “roses” in [1] and micro/nano “aggregates” in [2]. Optical band gap (∼3.565 eV) indicated [1, 2] as wide-band-gap materials. The current study demonstrates fascinating novel products obtained by single-pot reaction, resulting in contrasting optical properties in solutions and experiencing cation recognition capability exclusively in the solid state." @default.
• W3124598964 created "2021-02-01" @default.
• W3124598964 creator A5028352836 @default.
• W3124598964 creator A5039699223 @default.
• W3124598964 creator A5065591300 @default.
• W3124598964 creator A5065672256 @default.
• W3124598964 date "2021-01-22" @default.
• W3124598964 modified "2023-10-14" @default.
• W3124598964 title "Distinct Tetracyanoquinodimethane Derivatives: Enhanced Fluorescence in Solutions and Unprecedented Cation Recognition in the Solid State" @default.
• W3124598964 cites W1530368141 @default.
• W3124598964 cites W1812060407 @default.
• W3124598964 cites W1861735184 @default.
• W3124598964 cites W1905056164 @default.
• W3124598964 cites W1917407877 @default.
• W3124598964 cites W1964603841 @default.
• W3124598964 cites W1968304971 @default.
• W3124598964 cites W1968540713 @default.
• W3124598964 cites W1969360633 @default.
• W3124598964 cites W1971202911 @default.
• W3124598964 cites W1977261555 @default.
• W3124598964 cites W1981745234 @default.
• W3124598964 cites W1989517569 @default.
• W3124598964 cites W1994972108 @default.
• W3124598964 cites W2004025836 @default.
• W3124598964 cites W2005113566 @default.
• W3124598964 cites W2005374634 @default.
• W3124598964 cites W2009383474 @default.
• W3124598964 cites W2010290651 @default.
• W3124598964 cites W2014403292 @default.
• W3124598964 cites W2015657691 @default.
• W3124598964 cites W2021013643 @default.
• W3124598964 cites W2026610679 @default.
• W3124598964 cites W2031580868 @default.
• W3124598964 cites W2038717535 @default.
• W3124598964 cites W2046229549 @default.
• W3124598964 cites W2051264872 @default.
• W3124598964 cites W2057539529 @default.
• W3124598964 cites W2058075394 @default.
• W3124598964 cites W2059205366 @default.
• W3124598964 cites W2061630602 @default.
• W3124598964 cites W2069507454 @default.
• W3124598964 cites W2075192025 @default.
• W3124598964 cites W2075898047 @default.
• W3124598964 cites W2078574309 @default.
• W3124598964 cites W2086416494 @default.
• W3124598964 cites W2089205368 @default.
• W3124598964 cites W2090391132 @default.
• W3124598964 cites W2095345474 @default.
• W3124598964 cites W2103573619 @default.
• W3124598964 cites W2112850441 @default.
• W3124598964 cites W2117907852 @default.
• W3124598964 cites W2118743314 @default.
• W3124598964 cites W2125077198 @default.
• W3124598964 cites W2131350133 @default.
• W3124598964 cites W2134898952 @default.
• W3124598964 cites W2140204263 @default.
• W3124598964 cites W2146298489 @default.
• W3124598964 cites W2153799385 @default.
• W3124598964 cites W2167810221 @default.
• W3124598964 cites W2252583443 @default.
• W3124598964 cites W2273642931 @default.
• W3124598964 cites W2314316351 @default.
• W3124598964 cites W2314938965 @default.
• W3124598964 cites W2460595258 @default.
• W3124598964 cites W2474105143 @default.
• W3124598964 cites W2491458126 @default.
• W3124598964 cites W2520328160 @default.
• W3124598964 cites W2536641595 @default.
• W3124598964 cites W2566439784 @default.
• W3124598964 cites W258642707 @default.
• W3124598964 cites W2616967462 @default.
• W3124598964 cites W2783038497 @default.
• W3124598964 cites W2888864874 @default.
• W3124598964 cites W2889968478 @default.
• W3124598964 cites W2912065254 @default.
• W3124598964 cites W2944660948 @default.
• W3124598964 cites W2946555666 @default.
• W3124598964 cites W2952861866 @default.
• W3124598964 cites W2971889707 @default.
• W3124598964 cites W2975672982 @default.
• W3124598964 cites W2980392802 @default.
• W3124598964 cites W2993465924 @default.
• W3124598964 cites W333659318 @default.
• W3124598964 cites W4231735818 @default.
• W3124598964 cites W4235162157 @default.
• W3124598964 cites W777450840 @default.
• W3124598964 doi "https://doi.org/10.1021/acsomega.0c05486" @default.
• W3124598964 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/7860107" @default.
• W3124598964 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/33553926" @default.
• W3124598964 hasPublicationYear "2021" @default.
• W3124598964 type Work @default.
• W3124598964 sameAs 3124598964 @default.
• W3124598964 citedByCount "8" @default.
• W3124598964 countsByYear W31245989642021 @default.
• W3124598964 countsByYear W31245989642022 @default.
• W3124598964 countsByYear W31245989642023 @default.
• W3124598964 crossrefType "journal-article" @default.
• W3124598964 hasAuthorship W3124598964A5028352836 @default.

• next