Photochromism of spirooxazines with elements of lipid complementarity in solution and liposomes

Louis, Kristen M.; Kahan, Tara F.; Morley, David; Peti, Nicholas; Murphy, R. Scott

doi:10.1016/j.jphotochem.2007.02.002

Cited by 9 publications

(13 citation statements)

References 22 publications

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“…This type of correlation is typically reported for liquid solutions of T-Types photochromic dyes. 14,15,87,88 These results reveal that by using a fixed dye, a fine tuning of the photochromic properties is accomplished by simply varying the oil component of the film, without requiring the modification of the matrix rigidity or the use of plasticizers.…”

Section: Please Do Not Adjust Marginsmentioning

confidence: 84%

“…Oil modification. Given the solvatochromism and the ringclosure rate dependency of the open form of these dyes with the solvent polarity and viscosity, 15,87,88 the oil of choice is also expected to confer an easy way to fine tune the photochromic properties of the films. To explore this possibility, the commercially available PP spironaphthoxazine was dissolved in various high boiling point oils of different polarity and viscosity (see Table S4 for the full list).…”

Section: Please Do Not Adjust Marginsmentioning

confidence: 99%

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Highly transparent photochromic films with a tunable and fast solution-like response

2020

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Section: Please Do Not Adjust Marginsmentioning

confidence: 84%

Section: Please Do Not Adjust Marginsmentioning

confidence: 99%

Highly transparent photochromic films with a tunable and fast solution-like response

2020

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“…Table I suggested that in the aprotic solvent, the λ max of spirooxazine solution increased as the polarity of the solvent increased, that is, a positive solvent colouration effect. This might be because the lowest excited state of the highly polar PMC was more stable in the strong polar solvent than the low polar one (Louis et al , 2007).…”

Section: Resultsmentioning

confidence: 99%

Synthesis, properties and application in polyvinyl butyral of spirooxazine photochromic compounds

Cai

Gao

2019

PRT

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Purpose The purpose of this paper is to evaluate the effect of antioxidant 2,6-di-tert-butyl-p-methylphenol (BHT) on the thermal stability and fatigue resistance of spirooxazine and then study the properties of photochromic polyvinyl butyral resin (PVB) films. Design/methodology/approach BHT was introduced into the spirooxazine system by blending and covalent bonding. The properties of spirooxazine solutions and photochromic PVB films were studied. Findings The thermal stability and fatigue resistance of spirooxazine covalently linked (BHT-SO) or mixed (BHT/SO) with BHT were higher than the system without BHT, and BHT-SO was the better one. But acidic substance would greatly impair the fatigue resistance of spirooxazine. The optimum addition amount of BHT-SO2 to PVB was 2.5 per cent, and the minimum limit was 0.01 per cent. The fading kinetic and fatigue resistance of film were similar to the solution and better. Plasticizer could accelerate the fading rate and strengthen the mechanical properties of photochromic film but had no effect on the fatigue resistance. Research limitations/implications Spirooxazine could be grafted onto the PVB chain to make the ring closure fading reaction slower. Practical implications In addition to the wide application prospects of photochromic materials in decoration, optical storage, etc., the photochromic PVB film in the car safety glass can absorb sunlight and turn blue, then fade to colorless when the sunlight disappears, making the interior environment more comfortable. Originality/value The introduction of BHT into the spirooxazine system not only exerts its ability to capture free radicals, but its bulky volume also increases the resistance of the ring closure, making the fading process slower.

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“…76 In combination with potential stabilizing merocyanine-matrix interactions arising through environmental polarity, the kinetic parameters of thermal fade are also known to be highly dependent on steric constraints arising from the rigidity, viscosity and limited free volume available in the surrounding environment.…”

Section: Photochromic Probingmentioning

confidence: 99%

“…It has been reported that the polarity of the microenvironment dominates the decolouration kinetics only when the viscosity of the medium is kept constant. 76 In combination with potential stabilizing merocyanine-matrix interactions arising through environmental polarity, the kinetic parameters of thermal fade are also known to be highly dependent on steric constraints arising from the rigidity, viscosity and limited free volume available in the surrounding environment.…”

Section: Photochromic Probingmentioning

confidence: 99%

The application of a photochromic probe to monitor the self-assembly of thermosensitive block copolymers

et al. 2011

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Analysis of the thermal decolouration kinetics of a spirooxazine dye (SOX) incorporated into various thermally responsive, amphiphilc block copolymers, poly(N-isopropyl acrylamide)-block-poly(Nacryloyl morpholine), was used to probe their self-assembly behaviour in water. The Arrhenius plots of the thermal decolouration kinetics for each of the block copolymers displayed a deviation from linearity and this occurred within a temperature range that correlated with their self-assembly into micelles, as measured by dynamic light scattering (DLS). The block copolymers containing SOX units within the PNIPAM section displayed the most notable deviations. The results were interpreted in terms of a change in the local viscosity and polarity sensed by the photochromic probe and its effect on the transition state of the open form on progression to the closed form. The incorporation of the free dye, SOX-PROP, within micelles assembled from amphiphilc poly(n-butyl acrylate)-block-poly(Nacryloyl morpholine), was also apparent from the measured decolouration kinetics.

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Photochromism of spirooxazines with elements of lipid complementarity in solution and liposomes

Cited by 9 publications

References 22 publications

Highly transparent photochromic films with a tunable and fast solution-like response

Highly transparent photochromic films with a tunable and fast solution-like response

Synthesis, properties and application in polyvinyl butyral of spirooxazine photochromic compounds

The application of a photochromic probe to monitor the self-assembly of thermosensitive block copolymers

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