Studying monolayer/solvent interactions with a photochromic compound in a self-assembled monolayer

Patel, Kinnari; Castillo-Muzquiz, Aminta

doi:10.1016/s0040-4039(02)01278-9

Cited by 8 publications

(4 citation statements)

References 10 publications

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“…The exact location of this band is dictated by the relative contributions of the two extreme resonance forms. Non-polar media, which preferentially stabilise the quinoidal form, [53][54][55] decrease the energy gap between the ground and excited states of MC, resulting in a bathochromic shift of the MC band 43,56 (''negative solvatochromism'' of MC 57,58 ). The strong dependence of MC absorption on the environment has been exploited for the construction of microcapillary-based systems capable of detecting specific solvents.…”

Section: Isomerisation Of Spiropyranmentioning

confidence: 99%

Spiropyran-based dynamic materials

2014

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In the past few years, spiropyran has emerged as the molecule-of-choice for the construction of novel dynamic materials. This unique molecular switch undergoes structural isomerisation in response to a variety of orthogonal stimuli, e.g. light, temperature, metal ions, redox potential, and mechanical stress. Incorporation of this switch onto macromolecular supports or inorganic scaffolds allows for the creation of robust dynamic materials. This review discusses the synthesis, switching conditions, and use of dynamic materials in which spiropyran has been attached to the surfaces of polymers, biomacromolecules, inorganic nanoparticles, as well as solid surfaces. The resulting materials show fascinating properties whereby the state of the switch intimately affects a multitude of useful properties of the support. The utility of the spiropyran switch will undoubtedly endow these materials with far-reaching applications in the near future.

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Section: Isomerisation Of Spiropyranmentioning

confidence: 99%

Spiropyran-based dynamic materials

2014

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“…SPs are in the closed form under dark and show a lower ground state energy than that of open structure. The closed ‐to‐ open isomerization is a sequential process of heterolytic C‐bonds breaking, molecular rearrangement and electron configuration, which can be described as follows (Figure 5): [ 45‐53 ]…”

Section: Photoswitching Of Sps and Dasasmentioning

confidence: 99%

Learning from Spiropyrans: How to Make Further Developments of Donor‐Acceptor Stenhouse Adducts

et al. 2021

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Photoresponsive| Donor-acceptor Stenhouse adducts| Spiropyrans| Applications| Isomerization Donor-acceptor Stenhouse adducts (DASAs) as a species of novel photochromic molecules, have been developing rapidly and attracting broad researchers' sights since 2014. DASAs show visible/near-infrared (NIR) light induced linear-to-cyclic isomerization and heat induced cyclic-to-linear isomerization, therefore they are attractive in photoresponsive hydrogels, drug delivery, cell culturing and tissue engineering. As a series of well-known photoresponsive molecules, spiropyrans (SPs) show similar molecular properties and comparable photoswitching with DASAs. UV light triggers closed-to-open (also known as spirocyclic (SC)-to-merocyanine (MC)) isomerization of SPs, while the reversed open-to-closed isomerization occurs under visible light or heat. Light irradiation switches the molecular color, scale, geometry, and polarity of SPs and DASAs reversibly. Since the researches on DASAs are still in the infancy, the chemical structures, isomerization mechanisms and potential applications need to be further investigated and explored. The well-studied SPs have important reference values to the comprehensive developments of DASAs. In the present review, we summarized, compared and discussed SPs and DASAs with regards to their molecular structures, synthesis, photoswitching and applications. We also make our perspective on the developments of DASA in future. Yongli Duan (lest) is a Ph.D. student at University of Electronic Science and Technology of China. She is focusing on the synthesis, photoresponsive mechanisms and properties of DASAs under supervision of Prof. Dr. Dongsheng Wang.

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“…leading to a shortened service life in actual application [17]. In addition, some organic photochromic materials show better photochromic properties only when dissolved in a specific solvent [18][19][20]. Thus, in order to use them practically, we should separate them from their surroundings and keep them in shape.…”

Section: Introductionmentioning

confidence: 99%

Microencapsulation of Photochromic Solution with Polyurea by Interfacial Polymerization

Zhang

Yan

et al. 2021

Polymers

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Photochromic materials are interesting materials because of their color-changing property under UV light and visible light irradiation. However, they are vulnerable to many factors, such as pH oxygen, ion, solvent, etc. because of the unsaturated bonds existing on the photochromic molecular. Microencapsulation of the photochromic materials can separate them from the surroundings. Here, photochromic microcapsules using 3,3-Diphenyl-3H-naphtho[2,1-b] pyran (NP)/solution as core and polyurea as shell via interfacial polymerization were prepared, and bis(2,2,6,6-tetramethyl-4-piperidinyl)sebacate (HALS 770) was used as photostabilizer. Fourier transform infrared spectroscopy (FTIR), a laser particle size analyzer, a scanning electron microscope (SEM), a thermogravimetric analyzer and an ultraviolet-visible spectrophotometer were used for characterization. The results showed that the microcapsules had a uniform particle size of about 0.56 μm when the percentage of the oil phase (core) in the emulsion was less than 15%, the addition amount of the emulsifier was 0.4%, and the stirring rate was 1800r/min. The microcapsules showed better performance in thermal stability when the core/shell ratio was 1:1. The photostabilizer had little impact on the color-changing property of the microcapsule, but it could protect the microcapsules from UV light radiation aging.

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Studying monolayer/solvent interactions with a photochromic compound in a self-assembled monolayer

Cited by 8 publications

References 10 publications

Spiropyran-based dynamic materials

Spiropyran-based dynamic materials

Learning from Spiropyrans: How to Make Further Developments of Donor‐Acceptor Stenhouse Adducts

Microencapsulation of Photochromic Solution with Polyurea by Interfacial Polymerization

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