Cyclodextrin inclusion complexes of 1-pyrenebutyrate.  The role of coinclusion of amphiphiles

Herkstroeter, William G.; Martic, P. A.; Evans, Ted R.; Farid, Samir

doi:10.1021/ja00272a022

Cited by 53 publications

(21 citation statements)

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“…Once adjoined, the imidazole rings increasingly tend to find remaining space of MAH‐β‐CD with the passage of time, thereby the imidazole ring is entrapped in the cavity to build an imidazole inclusion complex. As presented in the reported literatures, the size of imidazole ring is relatively smaller than the space of hydrophobic interior of MAH‐β‐CD. The imidazole moieties are likely to penetrate MAH‐β‐CD and fill the cavity on the basis of the size/shape‐fit concept.…”

Section: Resultsmentioning

confidence: 74%

Facile synthesis of self‐healing gel via magnetocaloric bottom‐ignited frontal polymerization

Liu

Wang

et al. 2017

J. Polym. Sci. Part A: Polym. Chem.

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A series of the self-healing gels facilely fabricated by VI (N-vinyl imidazole) and MAH-b-CD (b-cyclodextrin grafted vinyl carboxylic acid groups) via bottom-ignited frontal polymerization (BIFP) initiated by magnetocaloric effect. Once ignited the bottom phase, the heat upward propagates to generate the "front" in the upper phase. Then, no further energy is added to maintain the reaction and the whole polymerization process experiences within minutes. In this system, the dependence of frontal velocity and temperature, along with morphology, swelling capacity, mechanical property, and self-healing efficiency, on the preparation parameters is investigated. Interestingly, the gels show good swelling capacity in the organic solvent, comparatively almost no absorption in water. Moreover, the as-prepared gels exhibit excellent auto-healing properties without any external stimuli at ambient temperature. The healed sample possesses 97% recovery of its tensile strength after 8 h healing time, which relies largely on the host-guest interaction between VI and MAH-b-CD. The results demonstrate that FP can be utilized as an efficient and energy-saving method to synthesize self-healing supramolecular gels.

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Section: Resultsmentioning

confidence: 74%

Facile synthesis of self‐healing gel via magnetocaloric bottom‐ignited frontal polymerization

Liu

Wang

et al. 2017

J. Polym. Sci. Part A: Polym. Chem.

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“…Simultaneously, the characteristic absorption peaks at 1261 and 1090 cm –1 correspond to imidazole ring vibration and in-plane ring C–H bending, respectively. It is revealed that the host restricts the vibration of the imidazole ring within the cavity of β-CD, resulting in the decrease of partial energy of VI. ,, All these results demonstrate the hydrogels are well polymerized in the microreactors.…”

Section: Results and Discussionmentioning

confidence: 74%

Microfluidic-Directed Hydrogel Fabrics Based on Interfibrillar Self-Healing Effects

et al. 2018

Chem. Mater.

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Multistructural and versatile fibers have attracted enormous interests in various potential applications ranging from tissue engineering and cells to sensors. However, the controllable fabrication and nonwoven assembly of fibers remain a challenge. Here, we developed a novel strategy to in situ fabricate supramolecular hydrogel fibers via microfluidic spinning technology where self-healing fibers can be nonwoven assembled into fabrics through noncovalent interactions (host− guest interactions). We utilized β-cyclodextrin as the host molecule and N-vinylimidazole as the guest molecule to achieve self-healing supramolecular hydrogel fibers. Through design of different microreactors, the beaded, cylindrical, and knotted structure in fibers were achieved. Additionally, we constructed multidimensional (2D plane, 3D bulk, and 3D spiral textile) materials by using self-healing fibers as building blocks. In virtue of the host−guest assembly, the as-fabricated fabric exhibits high flexibility with high strength and long-term stretching behavior. From a practical standpoint, we employed the hydrogel fibers to construct a self-healing conductive composite wire and a planeshaped supercapacitor, which could power light-emitting diodes. Our main aim is to clarify the paramount role of designing various fabrics through noncovalent interactions based on the interfibrillar self-healing feature, which gives a new insight into the facile fabrication of fabrics as well as the next-generation wearable textiles.

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“…[5][6][7][8][9][10][11][12][13]30 For pyrene, an enhancement of the association efficiency was observed, whereas for naphthalene, azulene, and acridine a decrease of the equilibrium constant was reported. The main feature of these ternary complexation agents was that they have a hydrophobic moiety and on one extremity have hydrogen-bonding atoms.…”

Section: Discussionmentioning

confidence: 99%

Effect of Amino Acid Coinclusion on the Complexation of Pyrene with β-Cyclodextrin

Yang

Bohne

1996

J. Phys. Chem.

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The possibility of amino acids acting as ternary complexation agents for the binding of pyrene with -cyclodextrin ( -CD) was investigated. UV-vis absorption measurements combined with steady-state and time-resolved fluorescence studies were employed to characterize ternary complex formation. From the 18 amino acids tested it was determined that tryptophan, leucine, phenylalanine, methionine, and isoleucine form ternary complexes. The first three also significantly enhance the association constant of pyrene with -CD. Amino acids are less efficient than alcohols in enhancing the association constants of host-guest complexes, but a higher degree of steric constraint in the complexes including these zwitterionic molecules was observed. In addition, two types of pyrene--CD complexes were shown to exist, which were assigned to complexes with 1:1 and 1:2 pyrene: -CD stoichiometries.

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Cyclodextrin inclusion complexes of 1-pyrenebutyrate. The role of coinclusion of amphiphiles

Cited by 53 publications

References 0 publications

Facile synthesis of self‐healing gel via magnetocaloric bottom‐ignited frontal polymerization

Facile synthesis of self‐healing gel via magnetocaloric bottom‐ignited frontal polymerization

Microfluidic-Directed Hydrogel Fabrics Based on Interfibrillar Self-Healing Effects

Effect of Amino Acid Coinclusion on the Complexation of Pyrene with β-Cyclodextrin

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