"Zipper" crystallization of polymers with spiropyran side groups

Goldburt, E. S.; Shvartsman, Felix P.; Krongauz, Valeri

doi:10.1021/ma00139a044

Cited by 30 publications

(28 citation statements)

References 1 publication

Supporting

Mentioning

Contrasting

Order By: Relevance

“…3a). As previously established [28][29][30][31] , the normally metastable MC moieties can stabilize one another by interacting via a combination of electrostatic, dipolar and p-p interactions 32 ; this stabilization can trigger spontaneous SP-MC transition when the closed-ring SP moieties are brought in close proximity 33,34 . The uniqueness of PhotoPAN lies also in the fact that the transition is reversible: when immersed in various solvents (hexane, toluene, dimethylformamide, methanol, etc.…”

Section: Synthesis Of Nanoporous Materials Incorporating Spiropyranmentioning

confidence: 62%

Nanoporous frameworks exhibiting multiple stimuli responsiveness

et al. 2014

View full text Add to dashboard Cite

Nanoporous frameworks are polymeric materials built from rigid molecules, which give rise to their nanoporous structures with applications in gas sorption and storage, catalysis and others. Conceptually new applications could emerge, should these beneficial properties be manipulated by external stimuli in a reversible manner. One approach to render nanoporous frameworks responsive to external signals would be to immobilize molecular switches within their nanopores. Although the majority of molecular switches require conformational freedom to isomerize, and switching in the solid state is prohibited, the nanopores may provide enough room for the switches to efficiently isomerize. Here we describe two families of nanoporous materials incorporating the spiropyran molecular switch. These materials exhibit a variety of interesting properties, including reversible photochromism and acidochromism under solventfree conditions, light-controlled capture and release of metal ions, as well reversible chromism induced by solvation/desolvation.

show abstract

Section: Synthesis Of Nanoporous Materials Incorporating Spiropyranmentioning

confidence: 62%

Nanoporous frameworks exhibiting multiple stimuli responsiveness

et al. 2014

View full text Add to dashboard Cite

show abstract

“…These rate constants are associated with the relaxation of isolated and aggregated PMC-forms, respectively. 28,29 These results indicate that isolated 6-nitro BIPS is primarily incorporated in the interiors of the bers and predominantly contributes to the total decoloration process. In contrast, the aggregated 6-nitro BIPS is distributed near the ber surfaces, which stabilizes the PMC-form.…”

Section: 27mentioning

confidence: 82%

Fabrication and photochromic properties of Forcespinning® fibers based on spiropyran-doped poly(methyl methacrylate)

et al. 2017

View full text Add to dashboard Cite

e Spiropyran-functionalized poly(methyl methacrylate) (PMMA) Forcespinning® fibers were fabricated using a fiber making machine of our own design, employing 1 0 ,3 0 ,3 0 -trimethyl-6-nitrospiro[1(2H)-benzopyran-2,2 0 -indoline] (6-nitro BIPS) as the spiropyran. The effects of the polymer solution concentration (and hence the viscosity), the spinneret rotational rate, and the internal needle diameter on the formation and morphology of the fibers were examined, using scanning electron microscopy. A rotational speed of 3000 rpm and an internal nozzle diameter of 0.35 mm (23 G) in conjunction with a polymer concentration of 15 wt% produced 6-nitro BIPS/PMMA Forcespinning fibers having a smooth morphology with no beads. The photochromic properties of the resultant fibers were characterized by reflectance spectroscopy using the Kubelka-Munk function, fluorescence excitation emission matrix (EEM) analysis, and Raman spectroscopy. The thermal decoloration dynamics of the 6-nitro BIPS in the PMMA fibers were in good agreement with the properties observed in films. These results suggest that 6-nitro BIPS and other spiropyran dyes have significant potential as probes to assess the structures of micro/nanofibers.

show abstract

“…The top contact was made ChemPlusChem 2016, 81, [44][45][46][47][48] www.chempluschem.org by placing ad rop of Hg with ac apillary on top of the protein monolayer.T he current-voltage dependence (at room temperature) was acquired by using aK eithley source measure unit sourcemeter system (model 6430). The surface with the back contact was placed on aC up late.…”

Section: Electrical Conduction Measurementsmentioning

confidence: 99%

“…ChemPlusChem 2016, 81, [44][45][46][47][48] www.chempluschem.org degree of electronic conjugation in the 1 MC isomer (as opposed as tructuralt ransition of the protein, as in the previously reported photoinduced increasei nc onduction via bacteriorhodopsin [44] ). Notably,e xposure to UV light caused isomerization of only af ractiono ft he photoswitchable molecules (see above), which suggests that the intrinsic conductivityt hrough the HSA·1 MC complex could be significantly higher than through HSA·1 SP .…”

mentioning

confidence: 90%

See 1 more Smart Citation

Noncovalent Interactions with Proteins Modify the Physicochemical Properties of a Molecular Switch

et al. 2015

View full text Add to dashboard Cite

It is reported that spiropyran-aw idely investigated molecular photoswitch-can be stabilized in aqueous environments in the presence of av ariety of proteins, including human serum albumin, insulinf ibrils, lysozyme, and glucoseo xidase. The optical properties of the complexed photoswitch are protein dependent, with humans erum albumin providing the spiropyran with emission features previously observed for ap hotoswitch confined in media of high viscosity.D espite being bound to the protein molecules,s piropyranc an undergo ar ing-opening reactionu pon exposure to UV light. This photoisomerization process can affect the properties of the proteins:h ere, it is shown that the electrical conduction through humans erum albumin to which the spiropyran is bound increases following the ring-opening reaction.Bacteriorhodopsinh as long impressed scientists with the elegance with whichi tu ses the energy of sunlight to guide the motion of protons across cell membranes. This functioni se nabled by ap hotoswitchabler etinal moiety strategically positioned within the protein structure;light-induced isomerization of retinal triggersacascade of reactions, resulting in proton transfer against apHgradient. [1,2] Inspired by this and other examples, [3] chemists have developed different strategies to covalently immobilize photoswitchablem olecules within various biomacromolecules, [4][5][6][7][8][9] with the primary goal of controlling their structures and/or functions. Attractive and diverse applications have become possible, including photoswitchable enzymaticc atalysis [10,11] and light-actuated ion transport through ac hannel protein. [12] Herein, we considered as impler approach, which takes advantage of noncovalent interactions [13,14] between am olecular switch (in our case, spiropyran [15][16][17][18][19] )a nd the target protein. We found that av ariety of proteins, including human serum albumin (HSA), insulin, glucoseo xidase, and lysozyme can provide the spiropyran with good water solubility,i ndicating the formation of protein-spiropyranc omplexes. Within these complexes,s piropyran remained photoresponsive;h owever,i ts optical properties depended on which protein "host" it was bound to. We also found that photoisomerization of spiropyran bound to the serum albuminr esults in markedlyi ncreased electricalconduction through the protein.We worked with the most widely investigated spiropyran-1',3'-dihydro-1',3',3'-trimethyl-6-nitrospiro[2H-1-benzopyran-2,2'-(2H)-indole] (1,F igure 1a;S ection S1 in the Supporting Information). This compound is practically insoluble in water,a s evidenced by an experiment in which we injected 8.6 mLo f a3 .5 mm solutiono f1 in DMSO into 1mLo faphosphate-buffered saline (PBS;5m m phosphate, 70 mm NaCl, pH 8). The characteristic optical response of 1 disappeared within 4h,i ndicatingq uantitative precipitation (Figure 1b). However,w hen the same amount of 1 wasi njected into the buffer solution containing HSA at 30 mm (an equimolar ratio of 1 to the protein), the spiropyran remained soluble...

show abstract

"Zipper" crystallization of polymers with spiropyran side groups

Cited by 30 publications

References 1 publication

Nanoporous frameworks exhibiting multiple stimuli responsiveness

Nanoporous frameworks exhibiting multiple stimuli responsiveness

Fabrication and photochromic properties of Forcespinning® fibers based on spiropyran-doped poly(methyl methacrylate)

Noncovalent Interactions with Proteins Modify the Physicochemical Properties of a Molecular Switch

Contact Info

Product

Resources

About