Photoresponsive Functionalized Vinyl Cinnamate Polymers: Synthesis and Characterization

Ali, Akbar; Srinivasan, K.

doi:10.1002/(sici)1097-0126(199708)43:4<310::aid-pi739>3.0.co;2-g

Cited by 30 publications

(9 citation statements)

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“…Activation of the reverse reaction (with another stimulus) leads to the reformation of the network and recovery of the solid properties. Well known examples are materials containing cinnamate esters, , coumarines, and anthracenes . While most of these materials dimerize upon UVA irradiation via 2π–2π photochemical cycloaddition (cinnamates and coumarines), only few occur by a 4π–4π (anthracene) photocycloaddition.…”

Section: Introductionmentioning

confidence: 99%

Anthracene-Based Thiol–Ene Networks with Thermo-Degradable and Photo-Reversible Properties

et al. 2017

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Reversible networks based on an alkenefunctionalized dimer of 9-anthracenemethanol were synthesized by photoinitiated radical thiol−ene polyaddition, using either a poly(dimethylsiloxane-co-propylmercaptomethylsiloxane) or a novel aliphatic trithiol synthesized from 1,2,4trivinylcyclohexane in a simple two-step procedure. The obtained networks were analyzed using differential scanning calorimetry, dynamic mechanical analysis, polarization microscopy, X-ray diffraction, and (photo)rheology. The two types of networks showed weak endothermic transitions between 50 and 60 °C, which proved to originate either from melting of a crystalline anthracene-dimer phase (trithiol network) or from a liquid crystalline phase (PDMS network) based on X-ray diffraction and polarization microscopy. Using rheology, both types of networks were shown to cleanly decompose into multifunctional anthracene monomers at temperatures above 180 °C. Irradiation of these anthracene monomers resulted in the formation of networks having similar physical properties as the original materials.

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Section: Introductionmentioning

confidence: 99%

Anthracene-Based Thiol–Ene Networks with Thermo-Degradable and Photo-Reversible Properties

et al. 2017

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“…1,2 Polymers that contain ␣,␤-unsaturated carbonyl groups undergo crosslinking upon irradiation with UV light or an electron beam and are used as photoresists. [3][4][5] Crosslinking with ultraviolet light is an excellent method for obtaining articles with thick cross sections, with or without reinforcement, without significant heat buildup in the interior, which would damage the plastic. 6 Photosensitive polymers find applications in such fields as integrated circuit technology, printing technology, photocurable coatings, 7 photorecorders, 8 photolithography, 9 advanced microelectronics, 10 holographic head-up display, 11 energy exchange materials, 12 liquid crystalline display, 13,14 and nonlinear optical materials.…”

Section: Introductionmentioning

confidence: 99%

“…In recent years, the synthesis of polymers having a photoreactive functional group has been an active field of research in polymer science because it provides an approach to a subsequent modification of the polymer for the required application 1, 2. Polymers that contain α,β‐unsaturated carbonyl groups undergo crosslinking upon irradiation with UV light or an electron beam and are used as photoresists 3–5. Crosslinking with ultraviolet light is an excellent method for obtaining articles with thick cross sections, with or without reinforcement, without significant heat build‐up in the interior, which would damage the plastic 6.…”

Section: Introductionmentioning

confidence: 99%

Studies on photosensitive homopolymer and copolymers having a pendant photocrosslinkable functional group

Balaji

Nanjundan

2002

J of Applied Polymer Sci

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ABSTRACT:The methacrylate monomer 4-methyacryloyloxyphenyl-3Ј,4Ј-dimethoxystyryl ketone (MPDMSK), having a free-radical polymerizable group and a photocrosslinkable functional group, was synthesized. The homopolymer and copolymers of MPDMSK with glycidyl methacrylate were synthesized by free-radical solution polymerization. The structures of the newly synthesized monomers, homopolymer, and copolymers were confirmed by different spectroscopic techniques. The average molecular weights of the polymers were determined by gel permeation chromatography. The thermal stability of the polymers was measured by thermogravimetric analysis in air and the glasstransition temperatures were determined by differential scanning calorimetry under nitrogen atmosphere. The copolymer compositions were determined by 1 H-NMR analysis. The monomer reactivity ratios were determined by the application of conventional linearization methods such as Fineman-Ross, Kelen-Tü dös, and extended Kelen-Tü dös methods. The photoreactivity of both the homopolymer and the copolymers having pendant chalcone moieties was studied in various solvents. The effects of various factors such as solvents, concentrations, copolymer ratios, and photosensitizers on the rate of photocrosslinking of the newly synthesized polymers were investigated and the results were discussed for using the polymers as negative photoresists.

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“…The alteration in the molecular structure of OMCA aroused the long wormlike micelles to transform into short rodlike micelles with the solution viscosity degrading over 4 orders of magnitude. Following this paper, several studies were carried out revealing analogous effects in different surfactant solutions containing OMCA and its derivatives. ,− It is generally known that the Gemini surfactant is a type of surfactant consisting of two amphiphilic chains linked by a spacer at or near the hydrophilic head groups. Unlike conventional surfactants, Gemini surfactants possess not only richer aggregation morphologies but also excellent physicochemical properties such as lower critical micelle concentration and stronger self-assembly ability .…”

Section: Introductionmentioning

confidence: 99%

Molecular Dynamics Simulations and Density Functional Theory on Unraveling Photoresponsive Behavior of Wormlike Micelles Constructed by 12-2-12·2Br^– and trans-ortho-Methoxy Cinnamate

Chen

Liu

et al. 2020

Langmuir

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Photoresponsive systems with controllable self-assembly morphologies and adjustable rheological properties have attracted widespread interest by researchers in the past few years. Among them, the photoresponsive systems consisting of orthomethoxycinnamic (OMCA) and Gemini surfactants are endowed with rich self-assemblies with different states and in different scales including spherical micelles, wormlike micelles, vesicles, aqueous two-phase system (ATPS), etc. All these self-assemblies display excellent photoresponsive behavior. However, the mechanism of these photoresponsive behaviors has not been unraveled systematically so far. In this study, molecular dynamics (MD) simulations, density functional theory (DFT) calculations, transmission electron microscopy, and rheology are employed to investigate the photoresponsive behaviors of wormlike micelles caused by photoisomerization of trans-OMCA in 12-2-12•2Br − /trans-OMCA solutions and to unravel the underlying mechanisms of these photoresponsive behaviors. The experimental results show that 12-2-12•2Br − /trans-OMCA micelles display photoresponsiveness after UV-light irradiation, with the transformation of micellar morphologies from wormlike micelle to spherical micelles. In MD simulations, certain micelle morphologies in experiments and the specific packing between 12-2-12•2Br − /OMCA were successfully captured. The larger three-dimensional structure and steric hindrance of cis-OMCA disturb the interior structure of micelles. The stronger hydrophilicity of cis-OMCA induces the escape of cis-OMCA from the interval of micelles to the solution. The energy results prove that trans-OMCA associates more strongly with 12-2-12•2Br − than cis-OMCA. These causes lead to the fission and repacking of wormlike micelles.

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Photoresponsive Functionalized Vinyl Cinnamate Polymers: Synthesis and Characterization

Cited by 30 publications

References 2 publications

Anthracene-Based Thiol–Ene Networks with Thermo-Degradable and Photo-Reversible Properties

Anthracene-Based Thiol–Ene Networks with Thermo-Degradable and Photo-Reversible Properties

Studies on photosensitive homopolymer and copolymers having a pendant photocrosslinkable functional group

Molecular Dynamics Simulations and Density Functional Theory on Unraveling Photoresponsive Behavior of Wormlike Micelles Constructed by 12-2-12·2Br^– and trans-ortho-Methoxy Cinnamate

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Photoresponsive Functionalized Vinyl Cinnamate Polymers: Synthesis and Characterization

Cited by 30 publications

References 2 publications

Anthracene-Based Thiol–Ene Networks with Thermo-Degradable and Photo-Reversible Properties

Anthracene-Based Thiol–Ene Networks with Thermo-Degradable and Photo-Reversible Properties

Studies on photosensitive homopolymer and copolymers having a pendant photocrosslinkable functional group

Molecular Dynamics Simulations and Density Functional Theory on Unraveling Photoresponsive Behavior of Wormlike Micelles Constructed by 12-2-12·2Br– and trans-ortho-Methoxy Cinnamate

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Molecular Dynamics Simulations and Density Functional Theory on Unraveling Photoresponsive Behavior of Wormlike Micelles Constructed by 12-2-12·2Br^– and trans-ortho-Methoxy Cinnamate