Reverse Variation of Cloud Points of Light-responsive Assemblies of Azobenzene-modified Amphiphilic Polymers

Marie, Emmanuelle; Tribet, Christophe

doi:10.1246/cl.2012.1093

Cited by 4 publications

(1 citation statement)

References 28 publications

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“…Utilizing activated ester chemistry, numerous multiresponsive polymers have been generated from polyNHSA ,, or polyPFPA , by reacting with functional amines containing stimuli-responsive groups. Temperature-responsive polyNIPAM featuring photoresponsive azobenzene − side groups were prepared by copolymerizing NIPAM with different NHS-ester monomers followed by aminolysis with light-responsive (3-aminopropyloxy)azobenzene . Photoirradiation of azobenzene from a more hydrophobic trans to cis isomer contributed to a change in the phase transition temperature of polyNIPAM.…”

Section: Methods Of Preparation Of Polymers With Pendent Activated Es...mentioning

confidence: 99%

Activated Ester Containing Polymers: Opportunities and Challenges for the Design of Functional Macromolecules

2015

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Section: Methods Of Preparation Of Polymers With Pendent Activated Es...mentioning

confidence: 99%

Activated Ester Containing Polymers: Opportunities and Challenges for the Design of Functional Macromolecules

2015

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Polarity Does Not Matter: Molecular Weight Reverses the Photoisomerization‐Induced Phase Separation of an Azobenzene‐Bearing Polymer

Homma

Chang

Yamamoto

et al. 2023

Macromol. Rapid Commun.

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The non-canonical photoisomerization-induced phase separation of an azobenzene-bearing polymer is found. The polymer composed of acrylate-based azobenzene (AzoAA) and N,N-dimethylacrylamide (DMA), namely poly(AzoAA-r-DMA), phase separates under visible light-induced cis-to-trans isomerization at high molecular weight, whereas the phase separation is realized under UV light-induced trans-to-cis isomerization at low molecular weight. Conventionally, the origin of photoisomerization-induced phase separation is believed to arise from the difference in polarity between the apolar trans and polar cis states; thereby the direction of phase changes, either to separate or dissolute, is uniquely determined by the polarity changes during the isomerization of azobenzene. Contrary to this common perception, the poly(AzoAA-r-DMA) in this study phase separates through both trans and cis isomerization, depending on the molecular weight. The non-canonical phase separation of poly(AzoAA-r-DMA) reported herein suggests that molecular weight plays a significant role in determining the phase behavior of azobenzene-bearing polymers. This study provides a platform for the development of spatial-temporally controlled delivery vehicles and microreactors.

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Reversible Solubility Switching of a Polymer Triggered by Visible‐Light Responsive Azobenzene Photochromism with Negligible Thermal Relaxation

Ueki,

Osaka,

Homma

et al. 2024

Macromol. Rapid Commun.

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This study reports the reversible solubility switching of a polymer triggered by non‐phototoxic visible light. A photochromic polymerizable azobenzene monomer with four methoxy groups at the ortho‐position (mAzoA) was synthesized, exhibiting reversible photoisomerization between trans‐ and cis‐states using green (546 nm) and blue light (436 nm). Free radical copolymerization of hydrophilic dimethylacrylamide (DMAAm) with mAzoA produced a light‐responsive random copolymer (P(mAzoA‐r‐DMAAm)) that shows a reversible photochromic reaction to visible light. Optimizing mAzoA content resulted in P(mAzoA10.7‐r‐DMAAm)3.0 kDa exhibiting LCST‐type phase separation in PBS (pH 7.4) with trans‐ and cis‐states at 39.2 °C and 32.9 °C, respectively. The bistable temperature range of 6.3 °C covers 37 °C, suitable for mammalian cell culture. Reversible solubility changes were demonstrated under alternating green and blue light at 37 °C. 1H NMR indicated significant retardation of thermal relaxation from cis‐ to trans‐states, preventing undesired thermal mechanical degradation. Madin Darby Canine Kidney (MDCK) cells adhered to the P(mAzoA‐r‐DMAAm) hydrogel, confirming its non‐cytotoxicity and potential for biocompatible interfaces. This principle is useful for developing hydrogels that can reversibly stimulate cells mechanically or chemically in response to visible light.

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Reverse Variation of Cloud Points of Light-responsive Assemblies of Azobenzene-modified Amphiphilic Polymers

Cited by 4 publications

References 28 publications

Activated Ester Containing Polymers: Opportunities and Challenges for the Design of Functional Macromolecules

Activated Ester Containing Polymers: Opportunities and Challenges for the Design of Functional Macromolecules

Polarity Does Not Matter: Molecular Weight Reverses the Photoisomerization‐Induced Phase Separation of an Azobenzene‐Bearing Polymer

Reversible Solubility Switching of a Polymer Triggered by Visible‐Light Responsive Azobenzene Photochromism with Negligible Thermal Relaxation

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