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	<title>anthracene &#8211; Science</title>
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	<title>anthracene &#8211; Science</title>
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		<title>Anthracene Probes Turn Fluorescence Off to Single Out Salicylaldehyde</title>
		<link>https://scienmag.com/anthracene-probes-turn-fluorescence-off-to-single-out-salicylaldehyde/</link>
		
		<dc:creator><![CDATA[Bethany Barker]]></dc:creator>
		<pubDate>Sun, 11 Oct 2026 15:53:39 +0000</pubDate>
				<category><![CDATA[Chemistry]]></category>
		<category><![CDATA[anthracene]]></category>
		<category><![CDATA[anthracene-based sensors]]></category>
		<category><![CDATA[aromatic aldehydes]]></category>
		<category><![CDATA[building blocks for medicines]]></category>
		<category><![CDATA[detection limit]]></category>
		<category><![CDATA[DFT calculations]]></category>
		<category><![CDATA[environmentally friendly analytical tools]]></category>
		<category><![CDATA[fluorescence quenching]]></category>
		<category><![CDATA[fluorescence sensing in laboratory analysis]]></category>
		<category><![CDATA[fluorescence turn-off probes]]></category>
		<category><![CDATA[fluorescent probe]]></category>
		<category><![CDATA[fluorescent sensing in environmental analysis]]></category>
		<category><![CDATA[fragrance and flavor industry safety]]></category>
		<category><![CDATA[molecular recognition]]></category>
		<category><![CDATA[neurotoxic aldehyde detection]]></category>
		<category><![CDATA[non-covalent molecular recognition]]></category>
		<category><![CDATA[OH-pi interaction]]></category>
		<category><![CDATA[reactive aldehyde monitoring]]></category>
		<category><![CDATA[Results in Chemistry]]></category>
		<category><![CDATA[salicylaldehyde]]></category>
		<category><![CDATA[Salicylaldehyde detection]]></category>
		<category><![CDATA[selective chemical probe design]]></category>
		<category><![CDATA[sensor chemistry]]></category>
		<category><![CDATA[Stern-Volmer]]></category>
		<guid isPermaLink="false">https://scienmag.com/?p=262582</guid>

					<description><![CDATA[Two anthracene-based fluorescent probes developed at the Indian Institute of Technology selectively detect salicylaldehyde through non-covalent OH-pi interactions that completely quench emission while leaving thirteen other aldehydes largely unaffected.]]></description>
										<content:encoded><![CDATA[<p>Salicylaldehyde, the simple aromatic aldehyde better known to chemists as 2-hydroxybenzaldehyde, occupies an uneasy position in modern life. It is a workhorse of the fragrance and flavor industries, a building block for medicines, and a reactive reagent found in laboratories and households alike. Yet the same reactivity that makes it useful also makes it a concern: the compound is classified as neurotoxic, it irritates the skin and eyes, and the Research Institute for Fragrance Materials has set a predicted no-effect concentration in fragrances of just 0.161 micrograms per liter. Because even residual amounts of reactive aldehydes can transform into more toxic forms in the environment, researchers have long sought analytical tools that can flag salicylaldehyde quickly, selectively, and without destroying the molecule they are trying to measure.</p>
<p>A new study published in the open-access journal Results in Chemistry by Menaka Bhuyan and Jubaraj B. Baruah of the Indian Institute of Technology addresses this challenge with an unusual design philosophy. Rather than building a probe that reacts chemically with aldehydes, a strategy that consumes both the analyte and the sensing site, the team engineered two fluorescent molecules that recognize salicylaldehyde purely through non-covalent binding. The probes, named anambenz and animbenz, both carry an anthracene fluorophore, one of the most reliable light-emitting units in fluorescence chemistry, connected through a phenylene diamine-derived linker to an electron-withdrawing benzoyl group bearing a hydrogen-bond acceptor. A planar aryl unit with a hydrogen-bond donor, either an amino or an imino group, sits between the two ends, creating a molecule with three distinct faces above which an aromatic analyte can stack.</p>
<p>The synthetic route to the two probes is elegantly economical. Both compounds arise from the condensation of 3,4-diaminobenzophenone with 9-anthracenecarboxaldehyde, but divergent reaction conditions steer the chemistry toward different products. Refluxing in methanol for 24 hours delivers anambenz in an 80 percent yield, retaining a free amino group on the central ring. Heating the same starting materials in dimethylformamide with acetic acid for two days at 120 degrees Celsius instead promotes cyclization, furnishing the imino-containing animbenz in 60 percent yield. The structures were confirmed by proton and carbon-13 nuclear magnetic resonance spectroscopy, infrared spectroscopy, and high-resolution mass spectrometry, and the crystal structure of anambenz, solved by single-crystal X-ray diffraction, revealed a U-shaped geometry in which the benzoyl carbonyl projects away from the anthracene ring, with the crystal packing governed by nitrogen-hydrogen to nitrogen hydrogen bonds and weak carbon-hydrogen to pi contacts.</p>
<p>In dimethylformamide solution, anambenz absorbs strongly at 345 nanometers and emits a broad, featureless band at 475 nanometers when excited at that wavelength, while animbenz absorbs at the same wavelength but emits at 425 nanometers with the characteristic vibrational structure of anthracene derivatives. Both probes display solvatochromic behavior, with their absorption and emission shifting across solvents, and both suffer fluorescence quenching in protic media, with water quenching more strongly than ethanol, which in turn quenches more than methanol. Crucially, the emission of each probe in dimethylformamide remained stable for over an hour, establishing a reliable baseline for analytical work.</p>
<p>The decisive experiment came when the researchers exposed each probe to a panel of thirteen aromatic aldehydes, including 4-hydroxybenzaldehyde, 2,4,6-trihydroxybenzaldehyde, 2-carboxybenzaldehyde, 2-hydroxynaphthaldehyde, 2,3-dihydroxybenzaldehyde, nitro-substituted benzaldehydes, 4-bromobenzaldehyde, 4-methoxybenzaldehyde, and 4-(diethylamino)salicylaldehyde. Against this crowded field, salicylaldehyde stood alone: it completely quenched the emission of both probes, while the other aldehydes produced either partial, substrate-specific changes or no effect at all. Some near-misses were instructive. 2,3-Dihydroxybenzaldehyde actually enhanced the fluorescence of anambenz and shifted its emission peak to 480 nanometers, and 4-(diethylamino)salicylaldehyde caused partial quenching with a shift to 507 nanometers, but only salicylaldehyde silenced the anthracene emission entirely.</p>
<p>Quantitative titrations revealed Stern-Volmer plots that were linear, pointing to dynamic quenching arising from collisions between excited probe molecules and the analyte rather than the formation of stable ground-state complexes. Time-correlated single-photon counting added a deeper layer of insight. Anambenz alone decays through a tri-exponential profile dominated by a 4.93-nanosecond pathway accounting for 85.54 percent of the emission. Upon adding salicylaldehyde, that dominant fast pathway collapses, and the profile reorganizes so that nearly half the emission follows an ultrafast 0.02-nanosecond route while a new 7.74-nanosecond component emerges, evidence that the interaction redirects the excited-state dynamics. Animbenz, by contrast, shows a single 1.67-nanosecond lifetime that barely changes to 1.68 nanoseconds in the presence of the aldehyde, a signature of purely dynamic quenching that helps explain why its detection limit, 4.8 times ten to the minus two molar, is far weaker than the 181 micromolar limit achieved by anambenz.</p>
<p>Proton NMR titrations confirmed that the ground-state interaction between anambenz and salicylaldehyde is genuinely feeble: the phenolic hydroxyl of the aldehyde shifted by a mere 0.009 parts per million, the imine proton of the probe moved by the same tiny amount, and the amino protons were untouched. The selectivity therefore cannot rest on strong binding. To understand what does control it, the team turned to molecular modeling. Density functional theory calculations at the B3LYP level with a 6-311+G(d,p) basis set, followed by noncovalent interaction region analysis using the Multiwfn program, showed that salicylaldehyde positions itself above the anthracene ring of both probes in an orientation that enables an OH-pi interaction between its hydroxyl group and the pi cloud of the fluorophore. The structurally similar 4-hydroxybenzaldehyde, lacking the ortho hydroxyl geometry, ends up either perpendicular to the anthracene unit or displaced to a remote end of the probe, unable to make the crucial contact.</p>
<p>Time-dependent DFT calculations, performed with the dielectric constant of dimethylformamide to mimic the experimental solution, reinforced the picture. The calculated absorption maxima of the salicylaldehyde assemblies carried lower oscillator strengths than those of the 4-hydroxybenzaldehyde assemblies, 0.22 versus 0.24 for animbenz and 0.41 versus 0.43 for anambenz, meaning a reduced probability of the radiative transition and hence stronger quenching. Frontier orbital analysis showed why the geometry matters so much: in the salicylaldehyde assemblies, both the highest occupied and lowest unoccupied molecular orbitals localize on the anthracene portion, whereas the 4-hydroxybenzaldehyde assemblies distribute the orbitals differently across the imine and carbonyl regions. The precise way an analyte hovers over the probe, in other words, rewrites the electronic structure of the whole assembly and with it the fluorescence outcome.</p>
<p>How does this approach compare with existing salicylaldehyde sensors? The literature includes metal-organic frameworks based on europium and zinc, a terbium coordination polymer, a europium zirconium oxo-cluster, and organic turn-on probes, with reported detection limits spanning from 0.259 micromolar for a zinc benzimidazolate framework up to 58.2 micromolar and beyond. Several of these systems are more sensitive than the new probes, and a terbium polymer even allows naked-eye detection, but that color change is not specific, since benzaldehyde triggers it too, and amine-based turn-on probes suffer interference from other aldehydes. The distinctive achievement of anambenz and animbenz is selectivity through molecular recognition: only salicylaldehyde, of thirteen aldehydes tested, quenches the emission completely, and competitive experiments showed that the quenched state cannot be reversed by adding 4-hydroxybenzaldehyde, while salicylaldehyde retains its quenching power even in the presence of that competitor. The probes also functioned in solutions containing milk, hinting at practical utility in food and product screening.</p>
<p>The authors are candid about the limits. A detection limit of 181 micromolar falls well short of the concentrations implied by the predicted no-effect threshold, so these probes are not yet suited to environmental screening at trace levels. Where they could shine instead is industrial spill alerting and process control, situations in which salicylaldehyde is present at high concentrations and in which distinguishing it from structurally related aldehydes matters more than ultimate sensitivity. More broadly, the study demonstrates a design principle with wide reach: by arranging a fluorophore, a hydrogen-bond donor, and a hydrogen-bond acceptor on a single scaffold, and by letting subtle differences in pi-stacking and OH-pi geometry dictate the excited-state fate, chemists can build sensors that discriminate between molecules as similar as two hydroxybenzaldehydes without ever touching them chemically. As the authors conclude, probes that modulate emission through molecular recognition offer a large and largely unexplored space for developing high-efficiency, non-invasive detection of reactive compounds in the world around us.</p>
<p><strong>Subject of Research:</strong> Selective fluorescence detection of salicylaldehyde using anthracene-based molecular recognition probes</p>
<p><strong>Article Title:</strong> Efficient and selective detection of salicylaldehyde</p>
<p><strong>Article References:</strong> Bhuyan, M., &amp; Baruah, J. B. (2026). Efficient and selective detection of salicylaldehyde. <em>Results in Chemistry, 31</em>, Article 103952. <a href="https://doi.org/10.1016/j.rechem.2026.103952" rel="noopener noreferrer">https://doi.org/10.1016/j.rechem.2026.103952</a></p>
<p><strong>Image Credits:</strong> AI Generated</p>
<p><strong>DOI:</strong> <a href="https://doi.org/10.1016/j.rechem.2026.103952" rel="noopener noreferrer">10.1016/j.rechem.2026.103952</a></p>
<p><strong>Keywords:</strong> salicylaldehyde, fluorescent probe, anthracene, fluorescence quenching, molecular recognition, OH-pi interaction, DFT calculations, Stern-Volmer, detection limit, aromatic aldehydes, Results in Chemistry, sensor chemistry</p>
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		<post-id xmlns="com-wordpress:feed-additions:1">262582</post-id>	</item>
		<item>
		<title>Molecular Traps Let Polymer Capacitors Store Energy Efficiently at High Heat</title>
		<link>https://scienmag.com/molecular-traps-let-polymer-capacitors-store-energy-efficiently-at-high-heat/</link>
		
		<dc:creator><![CDATA[Neil Sanderson]]></dc:creator>
		<pubDate>Fri, 02 Oct 2026 16:38:33 +0000</pubDate>
				<category><![CDATA[Technology and Engineering]]></category>
		<category><![CDATA[advanced materials for aerospace power systems]]></category>
		<category><![CDATA[anthracene]]></category>
		<category><![CDATA[aromatic molecules in dielectric materials]]></category>
		<category><![CDATA[capacitive energy storage]]></category>
		<category><![CDATA[charge/discharge efficiency]]></category>
		<category><![CDATA[conduction loss]]></category>
		<category><![CDATA[cycloolefin copolymer]]></category>
		<category><![CDATA[cycloolefin copolymer in electronics]]></category>
		<category><![CDATA[dielectric material innovation for energy storage]]></category>
		<category><![CDATA[energy density]]></category>
		<category><![CDATA[film capacitors]]></category>
		<category><![CDATA[heat-resistant capacitor films]]></category>
		<category><![CDATA[high temperature]]></category>
		<category><![CDATA[high-temperature polymer dielectric materials]]></category>
		<category><![CDATA[hot carriers]]></category>
		<category><![CDATA[improving capacitor performance under high heat]]></category>
		<category><![CDATA[molecular traps]]></category>
		<category><![CDATA[molecular traps for energy efficiency]]></category>
		<category><![CDATA[next-generation power grid components]]></category>
		<category><![CDATA[Polymer capacitor energy storage]]></category>
		<category><![CDATA[polymer dielectrics]]></category>
		<category><![CDATA[polymer film stability in power electronic devices]]></category>
		<category><![CDATA[trace additives in polymer capacitors]]></category>
		<category><![CDATA[wide bandgap]]></category>
		<guid isPermaLink="false">https://scienmag.com/?p=228607</guid>

					<description><![CDATA[Researchers in China have shown that doping cycloolefin copolymer films with trace amounts of anthracene creates deep electron traps that suppress heat-driven leakage, enabling capacitors to store 4.32 joules per cubic centimeter at 150 degrees Celsius with over 95 percent efficiency.]]></description>
										<content:encoded><![CDATA[<p>Capacitors are the quiet workhorses of modern electronics, storing and releasing electrical energy in fractions of a second in ways batteries simply cannot match. In electric vehicles, power inverters, aerospace systems and next-generation power grids, they smooth voltage spikes, buffer rapid charge cycles and deliver bursts of power on demand. Yet the polymer films at the heart of these devices have a stubborn weakness: when temperatures climb, their performance collapses. A new study published in the Journal of Materials Science by a team at Hebei University of Technology in Tianjin, China, reports a remarkably simple fix that could change that picture, and it hinges on nothing more exotic than a trace sprinkle of an ordinary aromatic molecule.</p>
<p>The material in question is cycloolefin copolymer, or COC, a transparent, chemically robust plastic with a wide bandgap, meaning it takes a large amount of energy to excite an electron out of its stable, insulating state. That wide bandgap is exactly what capacitor engineers want, because it suggests the material should resist electrical leakage even under intense electric fields. COC also tolerates heat better than biaxially oriented polypropylene, the commodity film that has dominated the capacitor industry for decades. But wide bandgaps alone do not guarantee clean performance. Under the combined assault of high voltage and high temperature, charge carriers are generated inside the film, and once they start moving, they degrade the very properties that make the polymer useful.</p>
<p>The problem comes down to a fundamental trade-off. To store a lot of energy, a dielectric film must polarize strongly in response to an applied field, which means its molecular structure needs to respond to electricity. But the same structural features that boost polarization often provide pathways for unwanted charge transport, letting current leak through the film, generating waste heat and ultimately triggering catastrophic breakdown. At elevated temperatures, this conduction loss escalates dramatically, because thermally energized carriers gain enough mobility to hop from site to site across the polymer matrix. Engineers have long sought a way to keep the polarization while shutting down the leakage, and the Chinese team believes it has found one.</p>
<p>Their strategy is called molecular trap engineering, and the core idea is elegantly counterintuitive: instead of trying to keep the polymer perfectly pure, they deliberately contaminate it, but with great precision. The researchers incorporated trace amounts of anthracene, a small conjugated molecule consisting of three fused benzene rings, into the COC matrix. Because anthracene&#8217;s electronic energy levels sit at a different depth than those of the surrounding polymer, the energy-level mismatch between host and dopant creates customized localized deep electron traps, measured at roughly 1.25 electron volts below the polymer&#8217;s conduction states. In effect, each anthracene molecule becomes a nanoscale pitfall dug into the electronic landscape of the film.</p>
<p>Those pitfalls matter most when the film is under stress. Under coupled electro-thermal conditions, the high field and high temperature together generate nonequilibrium hot carriers, energetic electrons that would otherwise roam freely through the material. In an unmodified polymer, these carriers hop from one site to the next, accumulating into a leakage current that erodes efficiency and eventually punctures the film. In the trap-engineered composite, the deep anthracene sites capture the hot carriers before they can build momentum, suppressing long-range hopping transport and sharply reducing conduction loss. The carriers are not destroyed, merely immobilized, held in place until they can be safely released or recombined. It is a traffic-management solution applied at the scale of individual electrons.</p>
<p>The performance numbers reported for the optimized film, labeled AN0.4 for its anthracene loading, are striking. At 150 degrees Celsius, a temperature at which conventional polymer capacitors typically falter, the film delivers a discharge energy density of 4.32 joules per cubic centimeter while maintaining a charge-discharge efficiency above 95 percent. That efficiency figure is particularly significant, because it means almost all of the energy pumped into the capacitor comes back out rather than being lost as heat. The team also documented a high power density, consistent with the fast discharge that capacitors are prized for, and excellent cycling stability across 50,000 charge-discharge cycles, indicating the traps do not degrade or saturate under repeated use.</p>
<p>What makes the approach especially attractive from a manufacturing standpoint is its simplicity. Previous efforts to tame high-temperature leakage have often relied on inorganic nanofillers, such as ceramic nanoparticles or nanofibers dispersed in the polymer, which can be difficult to distribute uniformly at scale and may introduce defects that weaken the film. Others have turned to elaborate polymer architectures, including ladderphane copolymers and mechanically interlocked structures, which demand sophisticated synthesis. Adding a trace quantity of a small commercial molecule to an existing polymer matrix is far closer to a drop-in process, compatible with the solution casting and film extrusion methods already used to make capacitor films industrially.</p>
<p>The broader context explains why this result is generating attention. The demand for high-temperature capacitive energy storage is growing rapidly, driven by the electrification of transport and the push for more compact, efficient power electronics. In an electric vehicle, capacitors sit close to hot motor controllers and inverters; in aircraft and deep-well drilling equipment, ambient temperatures can exceed what standard films can endure. Today&#8217;s engineers often solve the problem with bulky and expensive liquid cooling, adding weight and complexity. A dielectric film that keeps its efficiency at 150 degrees Celsius without active cooling would allow smaller, lighter and cheaper power systems, which is precisely the kind of enabling advance that ripples through an entire industry.</p>
<p>The study also adds a conceptual tool to the materials scientist&#8217;s toolkit. By demonstrating that a deliberate energy-level mismatch between a wide-bandgap host and a conjugated dopant can be tuned to build deep traps without sacrificing polarization, the researchers offer what they describe as a universal design paradigm. The same logic could, in principle, be applied to other polymer systems, matching dopant molecules to different hosts to sculpt the electronic landscape as needed. Related work by other groups has shown that aromatic molecules can physically crosslink polyimides and that energetic disorder can be engineered to similar effect, suggesting a converging research frontier in which molecular-scale electronic design, rather than bulk material substitution, drives progress in dielectric energy storage.</p>
<p>Challenges remain before anthracene-doped COC films reach commercial capacitors. The reported results come from laboratory-scale films, and scaling to the ultrathin, defect-free metallized films used in real devices will require careful process control, since even trace impurities or thickness variations can dominate breakdown behavior at high fields. Long-term aging under combined thermal and electrical stress, self-healing behavior after partial breakdown events, and cost at industrial volumes all need validation. Still, the central demonstration stands: a pinch of the right molecule, chosen for the depth of the electronic trap it creates, can transform how a polymer handles heat and voltage. If the paradigm generalizes as the authors hope, the humble capacitor may soon get a molecular upgrade that lets it thrive where today&#8217;s films would melt down.</p>
<p><strong>Subject of Research:</strong> Molecular trap engineering in cycloolefin copolymer dielectrics for high-temperature capacitive energy storage</p>
<p><strong>Article Title:</strong> Highly efficient molecular trap engineering in cycloolefin copolymers for high-temperature capacitive energy storage</p>
<p><strong>Article References:</strong> Feng, M., Liu, Y., Guo, J., Zhao, C., Li, S., Hao, M., &amp; Xing, Y. (2026). Highly efficient molecular trap engineering in cycloolefin copolymers for high-temperature capacitive energy storage. <em>Journal of Materials Science</em>. <a href="https://doi.org/10.1007/s10853-026-13787-5" rel="noopener noreferrer">https://doi.org/10.1007/s10853-026-13787-5</a></p>
<p><strong>Image Credits:</strong> AI Generated</p>
<p><strong>DOI:</strong> <a href="https://doi.org/10.1007/s10853-026-13787-5" rel="noopener noreferrer">10.1007/s10853-026-13787-5</a></p>
<p><strong>Keywords:</strong> capacitive energy storage, cycloolefin copolymer, anthracene, molecular traps, polymer dielectrics, high temperature, conduction loss, energy density, charge-discharge efficiency, wide bandgap, hot carriers, film capacitors</p>
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