Photocleavable coumarin crosslinkers based polystyrene microgels: phototriggered swelling and release

Huang, Qi; Ji, Wei; Wang, Quanyu; Zhu, Linyong

doi:10.1039/c2jm33789d

Cited by 36 publications

(34 citation statements)

References 48 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Furthermore, the swelling properties of polymer gels can be adjusted to suit a specific situation. For example, the rate of swelling can be reduced by use of larger or less spherical gel particles; 146 the magnitude of liquid uptake can be modified by including crosslinks between the gel fibres; 14,65,147,148 and ionic functionalities can be added to produce a volume transition that occurs more discontinuously upon heating. [149][150][151][152] Modifications of this nature also affect the rheological properties of the gel and must therefore be carefully chosen to ensure mechanical compatibility with the treatment site.…”

Section: Swelling Effectsmentioning

confidence: 99%

Gels with sense: supramolecular materials that respond to heat, light and sound

2016

View full text Add to dashboard Cite

. (2016) 'Gels with sense : supramolecular materials that respond to heat, light and sound.', Chemical society reviews., 45 (23). pp. 6546-6596. Further information on publisher's website:https://doi.org/10.1039/C6CS00435KPublisher's copyright statement:Additional information: Use policyThe full-text may be used and/or reproduced, and given to third parties in any format or medium, without prior permission or charge, for personal research or study, educational, or not-for-prot purposes provided that:• a full bibliographic reference is made to the original source • a link is made to the metadata record in DRO • the full-text is not changed in any way The full-text must not be sold in any format or medium without the formal permission of the copyright holders.Please consult the full DRO policy for further details. Advances in the field of supramolecular chemistry have made it possible, in many situations, to reliably engineer soft materials to address a specific technological problem. Particularly exciting are "smart" gels that undergo reversible physical changes on exposure to remote, non-invasive environmental stimuli. This review explores the development of gels which are transformed by heat, light and ultrasound, as well as other mechanical inputs, applied voltages and magnetic fields. Focusing on small-molecule gelators, but with reference to organic polymers and metal-organic systems, we examine how the structures of gelator assemblies influence the physical and chemical mechanisms leading to thermo-, photo-and mechano-switchable behaviour. In addition, we evaluate how the unique and versatile properties of smart materials may be exploited in a wide range of applications, including catalysis, crystal growth, ion sensing, drug delivery, data storage and biomaterial replacement.

show abstract

Section: Swelling Effectsmentioning

confidence: 99%

Gels with sense: supramolecular materials that respond to heat, light and sound

2016

View full text Add to dashboard Cite

show abstract

“…In particular, N,N-dialkylaminocoumarins, considered the second generation of coumarin-based PPGs, are interesting because they can be photolysed with visible light without the need for multiphoton processes. [20][21][22][23][24][25][26] In this regard, we have recently reported on benzocoumarins, thio(benzo)coumarins, coumarin fused with julolidine or benzoxazole moieties, and their nitrogen counterparts, namely quinolones, benzoquinolones and thioquinolones. [27][28][29][30][31][32] Considering our previous experience in the field of fluorescent photoactivable molecules based on aromatic and heteroaromatic skeletons for the release of several biomolecules, and previous work regarding butyric acid, [33,34] a new set of amino-substituted benzocoumarin (trivial name for naphthopyran) cages were synthesized.…”

Section: Introductionmentioning

confidence: 99%

Photoactivation of Butyric Acid from 6‐Aminobenzocoumarin Cages

et al. 2015

View full text Add to dashboard Cite

A new benzocoumarin bearing an amino group is proposed as a photocleavable protecting group for carboxylic acids. The novel heterocycle, 6-amino-4-chloromethyl-2-oxo-2H-naphtho[1,2-b]pyran was used in the preparation of ester conjugates of butyric acid, and of the corresponding monoand dimethylated or ethylated derivatives. The photolability of the ester conjugates was studied by irradiation at selected wavelengths in methanol/HEPES buffer (80:20) solutions,

show abstract

“…Among all the available external stimuli, such as physical stimuli (e.g., temperature, light and magnetic), chemical stimuli (e.g., pH, redox, and ionic) or biological stimuli (e.g., enzymes and glucose), the responses to light or enzyme have gained much attention. Light can accurately approach to materials in non‐contacting manners, and simultaneously various types of parameters including light intensity, wavelength, polarization can be simply tuned . As one of the most common photochemically sensitive groups, o ‐nitrobenzyl (ONB) alcohol derivatives have received great interest in the area of synthetic polymer and material science .…”

Section: Introductionmentioning

confidence: 99%

NIR light and enzyme dual stimuli-responsive amphiphilic diblock copolymer assemblies

Wang

et al. 2017

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

View full text Add to dashboard Cite

Using atom transfer radical polymerization (ATRP) and macromolecular azo coupling reaction, both o-nitrobenzyl (ONB) group and azobenzene group were efficiently incorporated into the center of the amphiphilic diblock copolymer chain. The prepared diblock copolymer was well characterized by UV-vis, 1 H NMR, and GPC methods. Self-assembly of the amphiphilic copolymer in selected solvents can result in uniform self-assembly aggregates. In the presence of external stimuli [upconversion nanoparticles (UCNPs)/NIR light or enzyme], the amphiphilic diblock copolymer chain could be broken by the cleavage of ONB or azobenzene group, which would lead to the disruption of the self-assembly aggregates.This photo-and enzyme-triggered disruption process was proved by using transmission electron microscopy (TEM) and GPC method. Fluorescence emission spectra measurements indicated that the release of Nile red, a hydrophobic dye, encapsulated by the self-assembly aggregates, could be successfully realized under the NIR light and enzyme stimuli.

show abstract

Photocleavable coumarin crosslinkers based polystyrene microgels: phototriggered swelling and release

Cited by 36 publications

References 48 publications

Gels with sense: supramolecular materials that respond to heat, light and sound

Gels with sense: supramolecular materials that respond to heat, light and sound

Photoactivation of Butyric Acid from 6‐Aminobenzocoumarin Cages

NIR light and enzyme dual stimuli-responsive amphiphilic diblock copolymer assemblies

Contact Info

Product

Resources

About