Orthogonal Supramolecular Interaction Motifs for Functional Monolayer Architectures

Yilmaz, M. Deniz

doi:10.1007/978-3-642-30257-2_2

Cited by 4 publications

(5 citation statements)

References 89 publications

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“…In most cases, the initial monolayer has to react further with the biomolecule needed for the application. For this reason, we also modified the PAO surface with phosphonic acids presenting different terminal groups that are frequently used to attach biomolecules (mainly via click reactions): − alkyne (PAO-ynePA), alkene (PAO-enePA), azide (PAO-N3PA), hydroxyl (PA-OHPA), and triethylene glycol (PAO-TEGPA) (Figure a).…”

Section: Resultsmentioning

confidence: 99%

Stability of (Bio)Functionalized Porous Aluminum Oxide

et al. 2014

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Porous aluminum oxide (PAO), a nanostructured support for, among others, culturing microorganisms, was chemically modified in order to attach biomolecules that can selectively interact with target bacteria. We present the first comprehensive study of monolayer-modified PAO using conditions that are relevant to microbial growth with a range of functional groups (carboxylic acid, α-hydroxycarboxylic acid, alkyne, alkene, phosphonic acid, and silane). Their stability was initially assessed in phosphate-buffered saline (pH 7.0) at room temperature. The most stable combination (PAO with phosphonic acids) was further studied over a range of physiological pHs (4-8) and temperatures (up to 80 °C). Varying the pH had no significant effect on the stability, but it gradually decreased with increasing temperature. The stability of phosphonic acid-modified PAO surfaces was shown to depend strongly on the other terminal group of the monolayer structure: in general, hydrophilic monolayers were less stable than hydrophobic monolayers. Finally, an alkyne-terminated PAO surface was reacted with an azide-linked mannose derivative. The resulting mannose-presenting PAO surface showed the clearly increased adherence of a mannose-binding bacterium, Lactobacillus plantarum, and also allowed for bacterial outgrowth.

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Section: Resultsmentioning

confidence: 99%

Stability of (Bio)Functionalized Porous Aluminum Oxide

et al. 2014

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“…Orthogonal self-assembly refers to an integration strategy of two or more types of non-covalent interactions with high specificity and selectivity 35 – 42 . Using this orthogonal strategy, various types of supramolecular complexes (such as ligand-receptor, host–guest) have been applied for the fabrication of smart and functional materials based on supramolecular polymers.…”

Section: Introductionmentioning

confidence: 99%

Warm/cool-tone switchable thermochromic material for smart windows by orthogonally integrating properties of pillar[6]arene and ferrocene

Wang

et al. 2018

Nat Commun

175

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Functional materials play a vital role in the fabrication of smart windows, which can provide a more comfortable indoor environment for humans to enjoy a better lifestyle. Traditional materials for smart windows tend to possess only a single functionality with the purpose of regulating the input of solar energy. However, different color tones also have great influences on human emotions. Herein, a strategy for orthogonal integration of different properties is proposed, namely the thermo-responsiveness of ethylene glycol-modified pillar[6]arene (EGP6) and the redox-induced reversible color switching of ferrocene/ferrocenium groups are orthogonally integrated into one system. This gives rise to a material with cooperative and non-interfering dual functions, featuring both thermochromism and warm/cool tone-switchability. Consequently, the obtained bifunctional material for fabricating smart windows can not only regulate the input of solar energy but also can provide a more comfortable color tone to improve the feelings and emotions of people in indoor environments.

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“…Furthermore, noncovalent assembly can allow for fine-tuning affinity, error correction, and imparting stimuli responsiveness. 8,9 An area of thin film fabrication that has received recent attention is the hierarchical assembly of ordered chromophores since such films have applications in light-harvesting, photovoltaics, optoelectronics, and chemical/biological sensors. [10][11][12]13 While elegant LBL assembly of chromophores has been achieved using covalent growth approaches, these LBL deposition schemes often require organic solvents and metal catalysts (that may need to be removed for biological applications).…”

Section: ■ Introductionmentioning

confidence: 99%

“…For the most part, noncovalent interactions are utilized to fabricate functional thin films due to the ease of assembling partners via supramolecular chemistry. Furthermore, noncovalent assembly can allow for fine-tuning affinity, error correction, and imparting stimuli responsiveness. , …”

Section: Introductionmentioning

confidence: 99%

Host–Guest Interactions Derived Multilayer Perylene Diimide Thin Film Constructed on a Scaffolding Porphyrin Monolayer

et al. 2014

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The development of methods to grow well-ordered chromophore thin films on solid substrates is of importance because such surface-associated arrays have potential applications in the generation of functional electronic and optical materials and devices. In this article, we demonstrate a straightforward layer-by-layer (LBL) supramolecular deposition strategy to prepare numerous layers (up to 19) of functionalized perylene diimide (PDI) chromophores built upon a covalent scaffolding multivalent porphyrin monolayer. Our thin film formation strategy employs water as the immersion solvent and exploits the β-cyclodextrin-adamantane host-guest couple in addition to PDI based aromatic stacking. Within the resultant film the porphyrin scaffold is oriented close to parallel to the glass substrate while the PDI chromophores are aligned closer to the surface normal. Together, the porphyrin monolayer and the multi-PDI layers exhibit a large absorption bandwidth in the visible spectrum. Importantly, because a self-assembly strategy was utilized, when a single monolayer of PDI is deposited on the porphyrin scaffolding layer, this PDI monolayer can be readily disassembled by washing with DMF leading to the regeneration of the porphyrin monolayer. The PDI thin film can subsequently be regrown from the regenerated porphyrin surface. The reported LBL strategy will be of broad interest for researchers developing well-organized chromophoric films and materials due to its simplicity as well as the added advantage of being performed in sustainable and cost-effective aqueous media.

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Orthogonal Supramolecular Interaction Motifs for Functional Monolayer Architectures

Cited by 4 publications

References 89 publications

Stability of (Bio)Functionalized Porous Aluminum Oxide

Stability of (Bio)Functionalized Porous Aluminum Oxide

Warm/cool-tone switchable thermochromic material for smart windows by orthogonally integrating properties of pillar[6]arene and ferrocene

Host–Guest Interactions Derived Multilayer Perylene Diimide Thin Film Constructed on a Scaffolding Porphyrin Monolayer

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