Synthesis and photochromic property of nanoparticles with spiropyran moieties via one-step miniemulsion polymerization

Su, Junhua; Chen, Jian; Zeng, Fang; Chen, Qiming; Wu, Shuizhu; Tong, Zhen

doi:10.1007/s00289-008-0968-9

Cited by 37 publications

(28 citation statements)

References 33 publications

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“…Symmetric nanocapsules of diarylethene could be formed in the presence of the non-ionic initiator, azobisisobutyronitrile. In a similar system, although comprising methyl methacrylate and 2-hydroxyethyl methacrylate monomers and a SP (l-(β-carboxyethyl)-3',3'-dimethyl-6 -nitrospiro (indoline-2',2[2H-1] benzopyran)), the average diameter of the nanoparticles was between 30 nm to 60 nm [81]. The nanoparticle dispersions exhibited enhanced photoreversibility, photostability and relatively fast photo-responsive property compared to the same species in solution.…”

Section: Miniemulsion Polymerizationmentioning

confidence: 99%

“…Each of the droplets can be regarded as an individual batch reactor; a variety of substances can be introduced into individual miniemulsions and then polymerized to obtain colloidal particles [80]. In the mechanism of miniemulsion polymerization, once the chromophore molecules are included in the monomer droplet, they can remain inside the droplet till the completion of polymerization [81]. Polymerization was triggered in an aqueous miniemulsion obtained by mixing styrene monomer, photochrome, and azobisisobutyronitrile or azo-polyethylene glycol initiator and added into a surfactant containing aqueous solution [79].…”

Section: Miniemulsion Polymerizationmentioning

confidence: 99%

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Organic Nanoparticulate Photochromes

Feczkó¹,

Vončina²

2013

COC

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Photochromic organic dyes can be widely used in materials for optically rewritable data storage, photonic switches, memories, sensors, or actuators. In recent years photochromic materials based on nanoparticles became particularly focused, since they can be dispersed in colloidal aqueous suspensions or incorporated in thin films, avoiding problems of light scattering or shallow light penetration in bulk materials. Spiropyrans, spirooxazines and diarylethenes were by far the most researched photochromes in nanoparticulate systems. Great effort was made to investigate photochromic dyes incorporated into organic nanoparticles via self-assembly strategies, covalent linkage or dispersion of the molecular species in polymers (doping). Nanoparticles composed of solely photochromic dyes were prepared by laser ablation and reprecipitation techniques. Photochromic dyes were microencapsulated by self-assembly, soap free-, emulsion/microemulsion/miniemulsion or free radical-(co)polymerization. Sol-gel processing from silane precursors to poly(organo)siloxane matrix is a common method to synthesize doped or core-shell photochromic organogels. Coloured forms of some photochromes display fluorescence; however, a more effective strategy for fluorescence modulation with photochromic molecules is integrating them, covalently or noncovalently, with a separate fluorophore in the same nanoparticles. These photoresponsive nanoparticles may find applications particularly in biological fields such as cell labelling and bioimaging. The purpose of this review is to summarize the preparation methods of organic nanoparticles containing photochromic dyes and to investigate their typical properties derived from their nanoparticulate character.Keywords: photochromic nanoparticle, laser ablation, reprecipitation, polymerization, doping, fluorescence INTRODUCTIONPhotochromism is a reversible structural and colour change of a species triggered in one or both directions by electromagnetic radiation [1]. The shift of optical absorption, due to change in molecular structure or conformation results in colourization, while the coloured product decolourizes after a structure rearrangement in the back (generally thermal) reaction. The reversible transformations of photochromic compounds are usually based on ring opening/closing steps, cis/trans isomerizations, proton transfer, electron transfer or cycloadditions [2]. Like other stimuli responsive materials (e.g. heat and pH-sensitive materials), photochromic devices are responsive to an external stimulus, in this case, light. Light is the most attractive stimulus due to the fact that its wavelength, intensity and focus can be tuned. Photochromic materials have been investigated extensively during the past few decades because of optical responses and nonlinear optical, electronic and magnetic properties [3]. Photochromic materials have a high potential for applications to ophthalmic lenses [4,5] [15], and also for microstructuring and patterning surfaces [16]. Therefore, photosensitive, nanoscal...

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Section: Miniemulsion Polymerizationmentioning

confidence: 99%

Section: Miniemulsion Polymerizationmentioning

confidence: 99%

Organic Nanoparticulate Photochromes

Feczkó¹,

Vončina²

2013

COC

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“…Unfortunately, polymeric nanoparticles are subject to pH-dependent swelling and agglomeration. Therefore, they lead to linking effects and change their physical properties in different solvents [40,66,75].…”

Section: Scheme 30mentioning

confidence: 99%

“…48 were grafted from flat silica surfaces and colloidal particles utilizing atom transfer radical polymerization [40].The spectral-kinetic data of thermal bleaching of colloidal particles indicated the presence of free and H-stacked merocyanines in solutions.…”

Section: Silica Nanoparticlesmentioning

confidence: 99%

“…This compound photoswitched reversibly in the bulk crystal and in a colloidal solution of nanoparticles. The method of Laser ablation under radiation at 355 nm was used to prepare nanoparticles of 1,2-bis[4'-methyl-2'-(2"-pyridyl)thiazolylperfluoroceclopentene with 25 nm diameter from a suspension of a microcrystalline powder in a water-sodium dodecylsulfate medium [40]. The colloidal aqueous suspension is characterized by quantum yields of photochromic transformations φ AB =0,20 and φ BA =0,96.…”

Section: Scheme 15mentioning

confidence: 99%

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Nanophotochromism

Barachevsky¹

2015

Organic Photonics and Photovoltaics

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Abstract:The review presents the state-of-the-art analysis of investigations in the field of a new line of research of photochromism -nanophotochromism. The design, properties, and possible applications of photochromic nanoparticles prepared by different methods with the use of photochromic substances (aggregates, host-guest, and polymer systems, solid nanoparticles) as well as core-shell photochromic nanostructures based on polymers, silica, quantum dots, doped upconversion nanocrystals, and Ag, Au, etc. nanoparticles have been reviewed. Keywords: photochromism; photochromic nanoparticles; core-shell photochromic nanoparticles design; photoswitching; aggregates; polymer systems, host-guest systems IntroductionPhotochromism is a very important phenomenon for different applications in photonics. The applications are based on reversible phototransformations of photochromic compounds between two states and changes of their properties that accompany these transformations At present, systems and materials containing photochromic nanopatricles have become highly significant. Among these are nanodimensional particles of photochromic substances, including aggregates, and coreshell systems. As a core, inorganic nanoparticles of gold, silver, metal oxides, quantum dots (QD), and also polymeric nanoparticles are used. The shell consists of photochromic molecules or their aggregates connected to a core surface either chemically or physically. Photochromic nanoparticles with photocontrolled fluorescence arouse a special interest because the fluorescence technique is becoming a leading strategy in biological diagnosis, imaging, and detection applications. This paper is a state-of-the-art review which presents results of studying photochromic nanoparticles including author's own data. The results of earlier research are also surveyed in some other reviews [1][2][3][4][5][6][7][8][9][10][11][12][13]. Photochromic nanoparticles:properties and applications Nanoparticles based on photochromic substances AggregatesThe most known photochromic nanoparticles are aggregates of photochromic organic compounds [14]. These compounds experience reversible photoinduced transformations between two states, Sch. 1A and Sch. 1B. Scheme 1The photoinduced colored merocyanine form B absorbing visible irradiation is formed from a colorless form A as a result of photodissociation of the -C-O-bond of the pyran heterocycle under UV radiation, and this is followed by spontaneous isomerization of the cis-form to the trans one. The colored form B can be converted back to the initial colorless form A upon absorption of visible light or spontaneously during the dark relaxation, which is accelerated by heating.The J-aggregates of nitro-substituted indoline spiropyrans Sch. 2 with long alkyl substituents are of special interest [15].The narrow absorption bands of J-aggregates of these photochromic compounds (Fig. 1) made it possible prepare a specimen of the multilayered optical disk providing freUnauthenticated Download

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Photoswitchable Nanoprobes for Biological Imaging Applications

Zhang

2010

Trace Analysis With Nanomaterials

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Synthesis and photochromic property of nanoparticles with spiropyran moieties via one-step miniemulsion polymerization

Cited by 37 publications

References 33 publications

Organic Nanoparticulate Photochromes

Organic Nanoparticulate Photochromes

Nanophotochromism

Photoswitchable Nanoprobes for Biological Imaging Applications

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