Novel Properties of Photochromic Spirooxazine Nanoparticles

Liu, Yuan-Yuan; Fan, Meigong; Zhang, Changrui; Sheng, Xia; Yao, Jiannian

doi:10.1002/cjoc.200790298

Cited by 7 publications

(7 citation statements)

References 25 publications

(16 reference statements)

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“…Fluorescence emission from both the closed and the open form of nanoparticles of a spirooxazine have been analyzed [22]. Recently, attempts to create photoswitches with nanostructures have led to remarkable results.…”

Section: Introductionmentioning

confidence: 99%

“…The growing development of nanotechnologies has increased the variety of investigations about spirooxazines [22][23][24]. Fluorescence emission from both the closed and the open form of nanoparticles of a spirooxazine have been analyzed [22].…”

Section: Introductionmentioning

confidence: 99%

“…Light emitting spirooxazine and spiropyran derivatives have been also examined in various environments [9][10][11][12][13][14][15][16][17][18][19][20][21][22][23][24][25] using stationary and time resolved methods. Numerous studies have been carried out on 1,3-dihydro-1,3,3-trimethylspiro [2H-indole-2, 3 0 -3H-naphtho [2,1-b] [1,4]oxazine].…”

Section: Introductionmentioning

confidence: 99%

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Role of the microenvironment on the fluorescent properties of a spirooxazine

Nunzio¹,

Gentili²,

Romani³

et al. 2010

Chemical Physics Letters

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Role of the microenvironment on the fluorescent properties of a spirooxazine

Nunzio¹,

Gentili²,

Romani³

et al. 2010

Chemical Physics Letters

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“…The photo-cyclization in nanoparticles was greatly depressed by the restricted molecular mobility and twisted conformations. SO (6'-hydroxy-5-methoxy-1,3,3-trimethyl-spiro[indoline-2,2'-naphtho[1,2-b]-1,4,2-oxazine]) nanoparticles had an average diameter of 150 nm and 220 nm, respectively, prepared by the reprecipitation method [69]. The absorption band of MC nanoparticles gradually widened and the maximum absorption wavelength showed a slight bathochromic shift compared to the monomer of MC with increasing the particle size.…”

Section: Preparation Methodsmentioning

confidence: 99%

“…The evolution of the fluorescence ratio can be followed in photochromic systems where the photoisomers emit in different wavelength ranges. Reprecipitated MC nanoparticles displayed 240 times enhanced fluorescent emission intensity, which was attributed to the combined effects of deactivation of nonradiation process and enhancement of energy transfer, both of which were the result of the much more densely packed molecules exerted by aggregation [69]. Self-assembled dithienylethene with 3,4,5-tris(dodecyloxy)benzoic acid enhanced and red-shifted the fluorescence of the nanoparticles due to [75] hydrogen bond formation between pyridine and carboxylic acid groups, thus displaying an excellent solid fluorescent switch.…”

Section: Fluorescence Of a Photochromementioning

confidence: 99%

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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Photoswitchable Fluorescent Nanoparticles: Preparation, Properties and Applications

Zhang

2009

ChemPhysChem

124

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This minireview highlights recent advances of research dedicated to photoswitchable fluorescent nanoparticles and their applications. Recently, several strategies have been developed to synthesize nanoparticles with optically switchable emission properties: either fluorescence on/off or dual-alternating-color fluorescence photoswitching. The underlying mechanisms of fluorescence photoswitching enable many different types of photoswitchable fluorescent nanoparticles to change fluorescence colors, thus validating the basis of the initial photoswitching design. Among all possible applications, the usage of photoswitchable fluorescent nanoparticles to empower super-resolution fluorescence imaging and to label biological targets was subsequently reviewed. Finally, we summarize the important areas regarding future research and development on photoswitchable fluorescent nanoparticles.

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Novel Properties of Photochromic Spirooxazine Nanoparticles

Cited by 7 publications

References 25 publications

Role of the microenvironment on the fluorescent properties of a spirooxazine

Role of the microenvironment on the fluorescent properties of a spirooxazine

Organic Nanoparticulate Photochromes

Photoswitchable Fluorescent Nanoparticles: Preparation, Properties and Applications

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