ArticleChemical science2019
Thermodynamic insights into the entropically driven self-assembly of amphiphilic dyes in water.
Article in Chemical science, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 18 papers.
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Who cites it
18 citing papers in PubMed, 90 citations in OpenAlex.
- Thermally Controlled Chiral Supramolecular Polymorphism in Water.Angewandte Chemie (International ed. in English) · 2026Article
- Tunable Thermally Activated Delayed Fluorescence from Supramolecular Polymers Toward Application in Aqueous Media.Angewandte Chemie (International ed. in English) · 2025Article
- On the Mechanism of Soft Self-Assembly from Melt: The Ubiquitous Heat Capacity Hump and Spontaneous Melt Chirality.Angewandte Chemie (International ed. in English) · 2025Article
- Thermal Activation of Asymmetry Amplification Effects in Helical Polymer-Metal Complexes.Angewandte Chemie (International ed. in English) · 2025Article
- Mono- and Bichromophores Formed from Perylene Monoimide Diesters: Competition between Intramolecular Charge Transfer and Intermolecular Singlet Exciton Fission.The journal of physical chemistry. A · 2024Article
- Controlling Molecular Packing in Aqueous Metallosupramolecular Self-assembly by Ligand Geometry.Precision chemistry · 2023Article
- Self-Healable, Injectable Hydrogel with Enhanced Clotrimazole Solubilization as a Potential Therapeutic Platform for Gynecology.Biomacromolecules · 2022Article
- Anti-cooperative Self-Assembly with Maintained Emission Regulated by Conformational and Steric Effects.Angewandte Chemie (International ed. in English) · 2022Article
- Control over Multiple Nano- and Secondary Structures in Peptide Self-Assembly.Angewandte Chemie (International ed. in English) · 2022Article
- Temperature-dependent modulation by biaryl-based monomers of the chain length and morphology of biphenyl-based supramolecular polymers.Chemical science · 2021Article
- Globular Aggregates Stemming from the Self-Assembly of an AmphiphilicNanomaterials (Basel, Switzerland) · 2021Article
- Deciphering the evolution of supramolecular nanofibers in solution and solid-state: a combined microscopic and spectroscopic approach.Chemical science · 2021Article
- Concentration-dependent supramolecular self-assembly of A1/A2-asymmetric-difunctionalized pillar[5]arene.RSC advances · 2021Article
- Solute-Solvent Interactions in Modern Physical Organic Chemistry: Supramolecular Polymers as a Muse.Journal of the American Chemical Society · 2020Article
- Redox responsive activity regulation in exceptionally stable supramolecular assembly and co-assembly of a protein.Chemical science · 2020Article
- Tuning Aqueous Supramolecular Polymerization by an Acid-Responsive Conformational Switch.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020Article
- Modulation of the Self-Assembly of π-Amphiphiles in Water from Enthalpy- to Entropy-Driven by Enwrapping Substituents.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020Article
- Impact of Positional Isomerism on Pathway Complexity in Aqueous Media.Angewandte Chemie (International ed. in English) · 2020Article
Corrections and comments
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Authors and funding
5 authors at 2 institutions in 2 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Self-assembly of amphiphilic dyes and π-systems are more difficult to understand and to control in water compared to organic solvents due to the hydrophobic effect. Herein, we elucidate in detail the self-assembly of a series of archetype bolaamphiphiles bearing a naphthalene bisimide (NBI) π-core with appended oligoethylene glycol (OEG) dendrons of different size. By utilizing temperature-dependent UV-vis spectroscopy and isothermal titration calorimetry (ITC), we have dissected the enthalpic and entropic parameters pertaining to the molecules' self-assembly. All investigated compounds show an enthalpically disfavored aggregation process leading to aggregate growth and eventually precipitation at elevated temperature, which is attributed to the dehydration of oligoethylene glycol units and their concomitant conformational changes. Back-folded conformation of the side chains plays a major role, as revealed by molecular dynamics (MD) and two dimensional NMR (2D NMR) studies, in directing the association. The sterical effect imparted by the jacketing of monomers and dimers also changes the aggregation mechanism from isodesmic to weakly anti-cooperative.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.