Thermo-Responsive Allyl-Functionalized 2-(2-Methoxyethoxy)ethyl Methacrylate-Based Polymers as Versatile Precursors for Smart Polymer Conjugates and Conetworks

Liras, Marta; García-García, José Manuel; Quijada‐Garrido, Isabel; Gallardo, Alberto; París, Rodrigo

doi:10.1021/ma200456c

Cited by 36 publications

(15 citation statements)

References 47 publications

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“…According to the initial hypothesis, the polymers are thermosensitive and for temperatures higher than the critical temperature a sharp increase of the opacity of the samples is detected. The cloud points determined are in agreement with previous works [48] even considering the effect of the ionic strength that is known to affect the LCST. [49] Moreover, it is clearly observed a linear decrease of the transition temperature with the increment of OEG [8][9] MA units in the polymer.…”

Section: Ma)-b-p(gma) Block Terpolymerssupporting

confidence: 90%

Thermoresponsive Behavior of Mixtures of Epoxy Functionalized Oligo(ethylene glycol) Methacrylate Copolymers

París

Liras

Quijada‐Garrido

2011

Macro Chemistry & Physics

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Thermoresponsive random copolymers based on 2‐(2‐methoxyethoxy)ethyl methacrylate (MEO2MA) and oligo(ethylene glycol) methyl ether methacrylate (OEG8‐9MA) are synthesized by atom transfer radical polymerization (ATRP). In a second step, they are used as macroinitiators for the ATRP of glycidyl methacrylate (GMA), introducing a short end‐block with epoxy functionalities that allows the connection of the thermoresponsive polymers to a variety of molecules, surfaces, or particles. The resulting epoxy functionalized terpolymers exhibit lower critical solution temperatures (LCST), which can be adjusted by changing the feed monomer ratio of MEO2MA and OEG8‐9MA. Binary blends show one or two cloud points depending on the blend composition. A model for the polymer collapse in one mixed particle or in two different particles as function of composition is proposed. magnified image

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Section: Ma)-b-p(gma) Block Terpolymerssupporting

confidence: 90%

Thermoresponsive Behavior of Mixtures of Epoxy Functionalized Oligo(ethylene glycol) Methacrylate Copolymers

París

Liras

Quijada‐Garrido

2011

Macro Chemistry & Physics

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“…The presence of a randomly distributed comonomer reduced the interaction among the other comonomeric units, forcing the transition to take place at higher temperatures. This explanation is in agreement with previous results obtained with the poly(MEO 2 MA)/poly(N-iPAAm) conetworks, 40 in which the VTT values were close to those of the poly(N-iPAAm) hydrogels.…”

Section: Resultssupporting

confidence: 93%

Swelling control in thermo-responsive hydrogels based on 2-(2-methoxyethoxy)ethyl methacrylate by crosslinking and copolymerization with N-isopropylacrylamide

García-García

Liras

Quijada‐Garrido

et al. 2011

Polym J

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Two different strategies were used to modulate the swelling capacity of thermo-responsive hydrogels based on 2-(2-methoxyethoxy)ethyl methacrylate (MEO 2 MA) in water. In the first approach, several poly(MEO 2 MA) hydrogels were synthesized using different proportions of a conventional crosslinker, as tetra(ethylene glycol) dimethacrylate and a non-conventional inorganic crosslinker, as polyhedral oligomeric silsesquioxane (POSS) functionalized with eight methacrylic groups (POSS-meth 8 ). The experiments showed that the equilibrium swelling and the volume transition temperature (VTT) could be tuned by varying the crosslinker degree, regardless of the type of crosslinker. In the second approach, several poly (MEO 2 MA-co-N-iPAAm) hydrogels were prepared for the very first time, because N-isopropylacrylamide (N-iPAAm) is also a thermo-responsive component that increases the swelling capacity of the hydrogel in water. In addition, the VTT and the glass transition temperature of these new copolymer hydrogels could also be tuned by varying the monomeric composition. Polymer Journal (2011) 43, 887-892; doi:10.1038/pj.2011.83; published online 31 August 2011Keywords: 2-(2-methoxyethoxy)ethyl methacrylate; N-isopropylacrylamide; polyhedral oligomeric silsesquioxane; tetra(ethylene glycol) dimethacrylate; thermo-responsive hydrogels; volume transition temperature INTRODUCTION Thermo-responsive hydrogels undergo relatively large and abrupt volume changes in response to temperature. 1-3 Among these materials, N-isopropylacrylamide-based (N-iPAAm) hydrogels are the most studied 4,5 because poly(N-iPAAm) shows a well-defined lower critical solution temperature in water at around 31-34 1C, 6-8 which is close to body temperature. Thus, such stimuli-sensitive hydrogels have been intensively studied with respect to drug delivery 9,10 and other biomedical applications. [11][12][13][14][15][16][17] Recently, hydrogels based on oligo(ethylene glycol) side chains methacrylic monomers, 18-22 such as 2-(2-methoxyethoxy)ethyl methacrylate (MEO 2 MA), were highlighted as a successful alternative to poly(N-iPAAm)-based hydrogels because of the advantages of a controllable lower critical solution temperature, 23,24 high biocompatibility/ low cytotoxicity 25,26 and facile polymerization by both the free radical and the anionic polymerization mechanisms. 27 The previous investigations on MEO 2 MA-based hydrogels were mainly focused on controlling the thermo-responsive behavior for biomedical applications. For instance, they have been synthesized by controlled radical polymerization techniques, such as atom transfer radical polymerization, to create more homogeneous networks. 28 In other cases, they have been copolymerized with ionic monomers to obtain additional pH responsiveness. 20,22

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“…While thiol‐ene and thiol‐yne are the most widely investigated chemistries, installation of alkenes and alkynes via direct polymerization is challenging as they are incompatible with reversible deactivation radical polymerizations (RDRP). RDRP of styrenic 205 and methacrylic 201,358,551 monomers with pendent alkenes was achieved only at low conversion and low copolymerization ratio.…”

Section: Synthesis Of Macromolecules By Coupling Polymeric Building Blocks Using Click Chemistrymentioning

confidence: 99%

Click chemistry strategies for the accelerated synthesis of functional macromolecules

Geng

Shin

et al. 2021

Journal of Polymer Science

182

114

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Click chemistry is one of the most powerful strategies for constructing polymeric soft materials with precise control over architecture and functionality. In this review, we provide a comprehensive summary of the state-of-the art for synthesizing functional polymers and their expanding range of applications. The synthetic and mechanistic aspects are discussed for key reactions that fulfill "click" requirements and their applications in construction of macromolecules with linear, branched, and other complex architectures are described.

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Thermo-Responsive Allyl-Functionalized 2-(2-Methoxyethoxy)ethyl Methacrylate-Based Polymers as Versatile Precursors for Smart Polymer Conjugates and Conetworks

Cited by 36 publications

References 47 publications

Thermoresponsive Behavior of Mixtures of Epoxy Functionalized Oligo(ethylene glycol) Methacrylate Copolymers

Thermoresponsive Behavior of Mixtures of Epoxy Functionalized Oligo(ethylene glycol) Methacrylate Copolymers

Swelling control in thermo-responsive hydrogels based on 2-(2-methoxyethoxy)ethyl methacrylate by crosslinking and copolymerization with N-isopropylacrylamide

Click chemistry strategies for the accelerated synthesis of functional macromolecules

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