Controlled Release of Encapsulated Bioactive Volatiles by Rupture of the Capsule Wall through the Light‐Induced Generation of a Gas

Paret, Nicolas; Trachsel, Alain; Berthier, Damien L.; Herrmann, Andreas

doi:10.1002/anie.201410778

Cited by 43 publications

(72 citation statements)

References 53 publications

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“…Interfacial polymerization was done by following a typical procedure reported in the literature . An acrylate monomer (A1–A4) was dissolved in 15 g of the model fragrance oil, and the mixture was stirred for 15 min to form a homogeneous oil phase.…”

Section: Methodsmentioning

confidence: 99%

Fragrance‐Containing Microcapsules Based on Interfacial Thiol‐Ene Polymerization

Liao

Dong

et al. 2016

J of Applied Polymer Sci

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In this study, microcapsules containing fragrance oils as active agent were synthesized by interfacial thiol‐ene polymerization in oil‐in‐water emulsion. One water‐soluble dithiol and four oil‐soluble acrylates were used as “click”able monomers. The polymerization kinetics was studied by HPLC and 1H‐NMR. The size and morphology of the microcapsules were characterized by means of light scattering, optical microscope, and scanning electron microscope, and their thermal property was examined by TGA. The encapsulation efficiency and stability of the microcapsules were monitored at room temperature and 45 °C for 1 month. In general, this interfacial thiol‐ene polymerization was demonstrated to be a facile and efficient approach for fragrance microencapsulation with new and stable shell materials. © 2016 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2016, 133, 43905.

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Section: Methodsmentioning

confidence: 99%

Fragrance‐Containing Microcapsules Based on Interfacial Thiol‐Ene Polymerization

Liao

Dong

et al. 2016

J of Applied Polymer Sci

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“…Although BCP capsules are robust enough for cargo loading and release, they are semipermeable and only allow for very small molecules to be loaded and released owing to the hydrophobic shell. To overcome this disadvantage, capsules with stimuli‐responsive shells have been designed as smart nanocarriers to encapsulate functional species and release them in response to external triggers . Furthermore, to tune the release behavior, capsules with stimuli‐responsive mesoporous shells are excellent candidates for controlling the release of payloads .…”

Section: Figurementioning

confidence: 99%

Block Copolymer Capsules with Structure‐Dependent Release Behavior

Yang

et al. 2016

Angewandte Chemie

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Although high-boiling non-solvent induced macrophase separation in emulsion droplets has been widely applied for the fabrication of polymeric capsules,p recise control of their structures remains ag reat challenge.H erein, block copolymer capsules with tunable shell structures were fabricated by employing an on-solvent as al iquid template in emulsion droplets.T he properties of the non-solvents dictate the phase separation sequence in the droplets and the capsule formation mechanism. Tw od ifferent pathwaysf or capsule formation were observed, and could be applied to predict the shell structure.T he structured capsules could be transformed into mesoporous capsules,w hichd emonstrated an intriguing structure-dependent release behavior.C apsules with spherical shell structures displayed the best permeability,w hile those with lamellar shell structures showed the slowest release,b ut with astepwise profile.After loading with an anticancer drug, different capsules induced different apoptosis ratios in cancer cell studies.Polymeric capsules are of great importance to many applications,e specially for protecting loaded cargoes against ah arsh environment and releasing them upon exposure to external triggers. [1][2][3][4] Many approaches, [5][6][7] such as phase separation in emulsion droplets, [8][9][10] sacrificial template guided polymerization, [11,12] layer-by-layer assembly techniques, [13][14][15] self-assembly of block copolymers (BCPs) in selective solvents, [16][17][18][19][20] and others,h ave been introduced for preparing polymeric capsules.A mong these methods,t he macrophase separation of ahigh-boiling non-solvent (HBNS, e.g.,l ong-chain alkanes) in emulsion droplets containing al ow-boiling good solvent (LBGS,e .g., chloroform) and ahomopolymer has been developed as asimple yet versatile strategy for obtaining homopolymer capsules. [21][22][23] However, for BCP capsules,the capsule formation process is much more complicated as microphase separation (between blocks) and macrophase separation (between HBNS and BCPs) occur simultaneously in the droplets.C respy and co-workers recently reported the fabrication of BCP patchy capsules using hexadecane (HD) as the liquid cores. [24][25][26] However,the effect of polymer-solvent interactions on the capsule shell structure needs further exploration. Nowadays,i ti ss till agreat challenge to generate BCP capsules with tunable shell structures in ac ontrolled fashion.Although BCP capsules are robust enough for cargo loading and release,t hey are semipermeable and only allow for very small molecules to be loaded and released owing to the hydrophobic shell. To overcome this disadvantage, capsules with stimuli-responsive shells have been designed as smart nanocarriers to encapsulate functional species and release them in response to external triggers. [27][28][29][30] Furthermore,t ot une the release behavior, [20,[31][32][33][34] capsules with stimuli-responsive mesoporous shells are excellent candidates for controlling the release of payloads. [35][36][37][38] Remar...

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“…[10][11][12] For example, release of the encapsulated load can be triggered mechanically by rubbing the capsules trapped on a surface, 13,14 by a raise of the temperature 10,15 or upon irradiation with light. 16,17 Microcapsules are nowadays present in many applications including self-healing composites, 18 ink for carbonless copy paper, 19 agrochemicals 20 or volatile perfume molecules.…”

Section: Introductionmentioning

confidence: 99%

“…This result is a discrepancy because usually the smaller the diameter of the capsule, the larger is the surface to cover and thinner is the shell. 17 We would expect that large capsules were the most stable with the thickest shells. In contrast, we suspect that the presence of a large shell can limit the conversion of the copolymerization and would not favor the cross-linking between oligomers because of the increase of the viscosity in the shell during the polymerization.…”

mentioning

confidence: 99%

Formaldehyde-free melamine microcapsules as core/shell delivery systems for encapsulation of volatile active ingredients

et al. 2017

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The release of volatile bioactive molecules, such as fragrances, can be controlled by microencapsulation in core-shell polymeric delivery systems. Currently, most of the available polymers are based on melamineformaldehyde materials, and the release is generally triggered by the rupture of the brittle and stiff shell.However, formaldehyde-based chemistry may often be undesirable in applications for consumer goods such as personal care products or detergents for fabrics, and there is a strong need for formaldehydefree microcapsules in these applications. In this article, formaldehyde is successfully substituted by glyoxal and its derivatives to allow the polymerization of melamine and other amines to prepare oligomers as starting point for core/shell polymerization. The oligomer synthesis is optimized via the reactant composition and towards an enhanced potential cross-linking density. The formulations with the most branched oligomers are applied at the interface of oil-in-water emulsions to prepare microcapsules. Their capacity to retain volatile molecules is measured by thermogravimetry and their mechanical properties are measured by micromechanical testing using compression-retraction cycles on multiple individual microcapsules. The results reveal an excellent retention capacity for volatile molecules and tunable mechanical properties that make these capsules highly suitable as a formaldehyde-free alternative to conventional aminoplast microcapsules.

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Controlled Release of Encapsulated Bioactive Volatiles by Rupture of the Capsule Wall through the Light‐Induced Generation of a Gas

Cited by 43 publications

References 53 publications

Fragrance‐Containing Microcapsules Based on Interfacial Thiol‐Ene Polymerization

Fragrance‐Containing Microcapsules Based on Interfacial Thiol‐Ene Polymerization

Block Copolymer Capsules with Structure‐Dependent Release Behavior

Formaldehyde-free melamine microcapsules as core/shell delivery systems for encapsulation of volatile active ingredients

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