Structured degradable poly(ether) hydrogels based on linear bifunctional macromonomers

Naraghi, Kaynoush; Sahli, Nabahat; Belbachir, Mohammed; Franta, Émile; Lutz, P.

doi:10.1002/pi.898

Cited by 16 publications

(27 citation statements)

References 16 publications

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“…The hydroxyl functions were transformed into alcoholates by addition, at room temperature, of a stoichiometric amount of diphenylmethyl potassium (the stoichiometry being determined by colorimetry), which provoked the viscosity of the reaction medium to increase, due to the formation of associations between chain ends. In the following step, methacryloyl chloride diluted in cyclohexane (1:10, v/v) was added to the living polymer solution, according to the procedure described elsewhere [12] (Scheme 2).…”

Section: Macromonomer Synthesis and Characterizationmentioning

confidence: 99%

From free radical to atom transfer radical polymerization of poly(ethylene oxide) macromonomers in nanostructured media

Buathong¹,

Peruch²,

Isel³

et al. 2004

Designed Monomers and Polymers

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Abstract-Polymerization of bifunctional α,ω-methacryloyloxypoly(ethylene oxide) (PEO) macromonomers was performed in water (or in organic solvents) via free radical or Atom Transfer Radical Polymerization (ATRP). Rapid cross-linking was observed when the reaction was conducted at 60 • C via classical free radical polymerization with potassium peroxodisulfate as initiator. ATRP also yielded hydrogels, but the system was much more complex. In both cases, the characteristics of the resulting hydrogels (amount of extractable material, equilibrium swelling degree and uniaxial compression modulus) were studied. They depend on several parameters (precursor molar mass, macromonomer concentration, polymerization time and nature of the initiating system). The hydrogels obtained by ATRP are characterized by higher amounts of extractable materials and exhibit rather poor mechanical properties. Regardless of the polymerization process (free radical or ATRP), far better results were obtained when the reaction was conducted in water. In fact, in aqueous media, the hydrophobic end-standing polymerizable methacrylic units of the macromonomers self-organize, after which gel formation takes place much more rapidly.

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Section: Macromonomer Synthesis and Characterizationmentioning

confidence: 99%

From free radical to atom transfer radical polymerization of poly(ethylene oxide) macromonomers in nanostructured media

Buathong¹,

Peruch²,

Isel³

et al. 2004

Designed Monomers and Polymers

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“…PDXLs [21][22][23][24] were dissolved in dichloromethane and then treated with methacrylic acid in the presence of dicyclohexylcarbodiimide (DCCI) with 4-dimethylaminopyridine as catalyst. The resulting macromonomers were characterized by SEC for molar mass determination on a Waters Associates apparatus with a Waters 401 refractive index detector.…”

Section: Synthesis Of Poly(13-dioxolane) Macromonomersmentioning

confidence: 99%

“…In previous publications [3,10,21] we have shown that free radical homopolymerization of bifunctional PEO or PDXL macromonomers, when conducted in water at 60 8C, yields hydrogels in less than one hour. This result is attributed to the fact that, in an aqueous medium, PEO or PDXL macromonomers (which contain a hydrophilic chain but hydrophobic polymerizable methyl methacrylate end groups) are kept together by the aggregation of their ends (micellization).…”

Section: Synthesis and Properties Of Swollen Pdxl-conetworkmentioning

confidence: 99%

“…networks and their physicochemical properties have been reviewed by C. Patrickios et al [16] In a recent publication, [21] we discussed the properties of poly(1,3-dioxolane) (PDXL) hydrogels obtained by free radical homopolymerization of PDXL macromonomers in water. In such hydrogels, the macromonomer precursors constitute the elastic chains of the hydrogel and the poly(MMA) entities act as polymeric crosslinking points.…”

Section: Introductionmentioning

confidence: 99%

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Design and Properties of Degradable Networks Based on Free Radical Copolymerization of Poly(1,3‐dioxolane) Macromonomers with Hydrophobic or Hydrophilic Comonomers in Water

Sahli

Belbachir

Lutz

2005

Macro Chemistry & Physics

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Summary: Potentially degradable amphiphilic or hydrophilic copolymeric networks were synthesized directly in water by free radical copolymerization of α, ω‐poly(1,3‐dioxolane) (PDXL) macromonomers with vinyl monomers such as methyl methacrylate, butyl methacrylate, styrene or 2‐hydroxyethyl methacrylate. Since PDXL macromonomers behave typically as amphiphiles, the rates of copolymerizations with hydrophobic comonomers are much higher than those of similar reactions carried out in organic solvents. Therefore crosslinking in water takes place rapidly. Once swollen to equilibrium in appropriate solvents, the physicochemical properties of the amphiphilic (or hydrophilic) copolymeric PDXL networks were investigated. The volume degree of equilibrium swelling and uniaxial compression modulus strongly depended upon the macromonomer molar mass (and concentration), and also the hydrophobic/hydrophilic balance. Their solid state properties were examined by DSC and compared to those of homopolymeric PDXL networks.Amphiphilic PDXL conetworks synthesized directly in water by free radical copolymerization of bifunctional PDXL macromonomers with hydrophobic comonomers such as styrene or butyl methacrylate.magnified imageAmphiphilic PDXL conetworks synthesized directly in water by free radical copolymerization of bifunctional PDXL macromonomers with hydrophobic comonomers such as styrene or butyl methacrylate.

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“…Indeed, PDXL with functional groups is more interesting because it is used in the preparation of hydrogels, [3][4][5][6] which are suitable materials for numerous biomedical applications. Among the different ways of preparing such hydrogels, the homopolymerization of hydrophilic, bifunctional macromonomers, such as bifunctional poly(ethylene oxide), [7,8] methacryloyloxy-PDXL, [6,9] and acryloyloxy-PDXL, [10][11][12] represents a good approach.…”

Section: Introductionmentioning

confidence: 99%

Maghnite, a Green Catalyst for Cationic Polymerization of Vinylic and Cyclic Monomers

Belbachir

Harrane

Megharbi

2006

Macromolecular Symposia

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Summary:Maghnite-H is a nontoxic catalyst for cationic polymerization of vinylic and heterocyclic monomers. This catalyst is issued from the proton exchange of Algerian montmorillonite clay. One application of this catalyst is to produce polydioxolane derivatives. The polymerization of 1,3-dioxolane catalyzed by Maghnite-H; (Mag-H), was investigated. The cationic ring-opening polymerization of 1,3-dioxolane was initiated by Mag-H at different temperatures (20, 30, 50, and 70 8C) in bulk and in a solvent (dichloromethane). The effects of the amount of Mag-H and the temperature were studied. The polymerization rate and the average molecular weights increased with an increase in the temperature and the proportion of the catalyst. These results indicated the cationic nature of the polymerization and suggested that the polymerization was initiated by proton addition to the monomer from Mag-H. Moreover, we used a simple method, in one step in bulk and in solution at room temperature (20 8C), to prepare a telechelic bismacromonomer: bis-unsaturated poly(1,3-dioxolane).

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Structured degradable poly(ether) hydrogels based on linear bifunctional macromonomers

Cited by 16 publications

References 16 publications

From free radical to atom transfer radical polymerization of poly(ethylene oxide) macromonomers in nanostructured media

From free radical to atom transfer radical polymerization of poly(ethylene oxide) macromonomers in nanostructured media

Design and Properties of Degradable Networks Based on Free Radical Copolymerization of Poly(1,3‐dioxolane) Macromonomers with Hydrophobic or Hydrophilic Comonomers in Water

Maghnite, a Green Catalyst for Cationic Polymerization of Vinylic and Cyclic Monomers

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