References of "Lecomte, Philippe"
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See detailSynthesis of high-relaxivity contrast agents for magnetic resonance imaging by "click" chemistry
Vanasschen, Christian; Thonon, David ULiege; Lecomte, Philippe ULiege et al

Poster (2007, August 31)

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See detailSynthesis of new substituted lactones by "click" chemistry
Riva, Raphaël ULiege; Chafaqi, Laila; Jérôme, Robert ULiege et al

in Arkivoc (2007), (x), 292-306

Several new oxepan-2-ones substituted by an ester, an ammonium, a hydroxyl, an acrylate and a poly(ethylene oxide) chain, respectively, were synthesized by the Huisgen's [3+2] cycloaddition of duly ... [more ▼]

Several new oxepan-2-ones substituted by an ester, an ammonium, a hydroxyl, an acrylate and a poly(ethylene oxide) chain, respectively, were synthesized by the Huisgen's [3+2] cycloaddition of duly substituted alkynes onto 5-azidooxepan-2-one. [less ▲]

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See detailTailoring of fine properties of biodegradable polyesters for biomedical applications
Lecomte, Philippe ULiege

Scientific conference (2007, March 07)

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See detailCombination of ring-opening polymerization and "click" chemistry for the synthesis of an amphiphilic tadpole-shaped poly(epsilon-caprolactone) grafted by PEO
Li, Haiying ULiege; Riva, Raphaël ULiege; Jérôme, Robert ULiege et al

in Macromolecules (2007), 40(4), 824-831

A tadpole shaped poly(epsilon-caprolactone) (PCL; Mn = 24 500) was made amphiphilic by grafting the two PCL tails with PEO. In the first step, a macrocyclic PCL was synthesized by ring-opening ... [more ▼]

A tadpole shaped poly(epsilon-caprolactone) (PCL; Mn = 24 500) was made amphiphilic by grafting the two PCL tails with PEO. In the first step, a macrocyclic PCL was synthesized by ring-opening polymerization of epsilon-caprolactone (epsilon-CL) initiated by a cyclic tin(IV) dialkoxide and stabilized by local intramolecular photo-cross-linking. In the second step, the polymerization of a mixture of epsilon CL and alpha-chloro-epsilon-caprolactone (alpha Cl epsilon CL) was resumed with formation of two activated chloride containing PCL tails. In the third step, the chlorides were converted into azides onto which alkynyl end-capped PEO was grafted by the copper-mediated Huisgen's cycloaddition [3 + 2], thus giving a "click" reaction. The thermal properties of the final copolymer and the precursors were analyzed by differential scanning calorimetry. The amphiphilicity of the final copolymer was confirmed by micellization in water. [less ▲]

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See detailCombination of ring-opening polymerization and "click chemistry": Toward functionalization and grafting of poly(epsilon-caprolactone)
Riva, Raphaël ULiege; Schmeits, Stéphanie; Jérôme, Christine ULiege et al

in Macromolecules (2007), 40(4), 796-803

A straightforward strategy is proposed for the derivatization of poly(epsilon-caprolactone) (PCL). First, statistical copolymerization of alpha-chloro-epsilon-caprolactone (alpha-Cl-epsilon-CL) with ... [more ▼]

A straightforward strategy is proposed for the derivatization of poly(epsilon-caprolactone) (PCL). First, statistical copolymerization of alpha-chloro-epsilon-caprolactone (alpha-Cl-epsilon-CL) with epsilon-caprolactone (epsilon-CL) was initiated by 2,2-dibutyl-2-stanna-1,3-dioxepane (DSDOP). In a second step, pendent chlorides were converted into azides by reaction with sodium azide. Finally, duly substituted terminal alkynes were reacted with pendent azides by copper-catalyzed Huisgen's 1,3-dipolar cycloaddition, thus a "click" reaction. According to this strategy, pendent hydroxyl and acrylate groups and atom transfer radical polymerization (ATRP) initiators were successfully attached to PCL. Similarly, amphiphilic graft copolymers were prepared by cycloaddition of an alkyne end-capped poly(ethylene oxide) (PEO) onto the azide substituents of the copolyester. The dependence of the grafting yield on the experimental conditions of the "click" reaction, i.e., temperature, solvent, and catalyst, was investigated. This strategy is very versatile because a large variety of aliphatic polyesters can be easily synthesized from a single precursor, easily prepared from commercially available compounds, merely by changing the alkyne involved in the Huisgen's 1,3-dipolar cycloaddition. Last but not least, PCL subsituted by azide groups does not have to be isolated after substitution of chlorides by sodium azide, and the "click" reaction can be carried out in a "one-pot" process. [less ▲]

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See detailSynthesis of tadpole-shaped copolyesters based on living macrocyclic poly(epsilon-caprolactone)
Li, H. Y.; Jérôme, Robert ULiege; Lecomte, Philippe ULiege

in Polymer (2006), 47(26), 8406-8413

Synthesis of an asymmetric tadpole-shaped aliphatic copolyester consisting of a poly(epsilon-caprolactone) ring and two poly(L-lactide) tails was reported for the first time. First, a high molecular ... [more ▼]

Synthesis of an asymmetric tadpole-shaped aliphatic copolyester consisting of a poly(epsilon-caprolactone) ring and two poly(L-lactide) tails was reported for the first time. First, a high molecular weight cyclic PCL macroinitiator (Mn = 31,000) was prepared by intramolecular photocross-linking of "living" chains. Polymerization of L-lactide was resumed by the tin dialkoxide containing macrocycles, thus making the targeted tadpole-shaped copolyester available. A preliminary investigation of the crystallization of these copolyesters was carried out by differential scanning calorimetry and polarized optical microscopy. [less ▲]

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See detailHeterograft copolymers of poly(epsilon-caprolactone) prepared by combination of ATRA "grafting onto" and ATRP "grafting from" processes
Riva, Raphaël ULiege; Rieger, Jutta ULiege; Jérôme, Robert ULiege et al

in Journal of Polymer Science. Part A, Polymer Chemistry (2006), 44(20), 6015-6024

This paper aims at reporting on the synthesis of a heterograft copolymer by combining the "grafting onto" process based on atom transfer radical addition (ATRA) and the "grafting from" process by atom ... [more ▼]

This paper aims at reporting on the synthesis of a heterograft copolymer by combining the "grafting onto" process based on atom transfer radical addition (ATRA) and the "grafting from" process by atom transfer radical polymerization (ATRP). The statistical copolymerization of epsilon-caprolactone (epsilon-CL) and alpha-chloro-epsilon-caprolactone (alpha-Cl-epsilon-CL) was initiated by 2,2-dibutyl-2-stanna-1,3-dioxepane (DSDOP), followed by ATRA of parts of the chlorinated units of poly(alpha-Cl-epsilon-CL-co-epsilon CL) on the terminal double bond of alpha-MeO,omega-CH2=CH-CH2-CO2-poly(ethylene oxide) (PEO). The amphiphilic poly(epsilon CL-g-EO) graft copolymer collected at this stage forms micelles as supported by dynamic light scattering (DLS) and transmission electron microscopy (TEM). The unreacted pendant chloro groups of poly(epsilon-CL-g-EO) were used to initiate the ATRP of styrene with formation of copolymer with two populations of randomly distributed grafts, that is PEO and polystyrene [less ▲]

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See detailRecent developments in the macromolecular engineering of aliphatic polyesters
Lecomte, Philippe ULiege

Scientific conference (2006, September 06)

This oral communication was presented by Philippe Lecomte

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See detailNew prospects for the grafting of functional groups onto aliphatic polyesters. Ring-opening polymerization of alpha- or gamma-substituted epsilon-caprolactone followed by chemical derivatization of the substituents
Lecomte, Philippe ULiege; Riva, Raphaël ULiege; Schmeits, Stephanie ULiege et al

in Macromolecular Symposia (2006), 240

Recent progress in the synthesis of aliphatic polyesters, substituted by pendent functional groups, has been reviewed. Two main strategies have to be distinguished. The first route consists of the ring ... [more ▼]

Recent progress in the synthesis of aliphatic polyesters, substituted by pendent functional groups, has been reviewed. Two main strategies have to be distinguished. The first route consists of the ring-opening polymerization of F,caprolactone substituted by various functional groups, protected if needed, in alpha- or gamma-position. In a second strategy, the functional groups are grafted onto preformed polyesters chains in alpha-position of the carbonyl groups. alpha-chloro-epsilon-caprolactone is quite an interesting monomer because, after polymerization, the activated chloride can be easily derivatized by atom transfer radical addition and "click" chemistry, respectively. Similarly, gamma-acrylic-epsilon-caprolactone is precursor of (co)polyesters wellsuited to derivatization of the pendent double bonds by Michael addition. [less ▲]

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See detailSynthesis of macrocyclic poly(epsilon-caprolactone) by intramolecular cross-linking of unsaturated end groups of chains precyclic by the initiation
Li, Haiying ULiege; Debuigne, Antoine ULiege; Jérôme, Robert ULiege et al

in Angewandte Chemie (International ed. in English) (2006), 45(14), 2264-2267

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See detailCombination of ring-opening polymerization and "click" chemistry towards functionalization of aliphatic polyesters
Riva, Raphaël ULiege; Schmeits, Stephanie ULiege; Stoffelbach, François et al

in Chemical Communications (2005), (42), 5334-5336

Azide pendent groups of aliphatic polyesters have been derivatized into tertiary amines, ammonium salts and poly(ethylene oxide) grafts. The experimental conditions have been optimized (organic solvent ... [more ▼]

Azide pendent groups of aliphatic polyesters have been derivatized into tertiary amines, ammonium salts and poly(ethylene oxide) grafts. The experimental conditions have been optimized (organic solvent, 35 degrees C), such that the aliphatic polyesters are not degraded, including even poly(lactide) which is very sensitive to attack by weak nucleophiles. [less ▲]

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See detailNovel architectures by ring-opening polymerization of lactones and lactides
Lecomte, Philippe ULiege; Riva, Raphaël ULiege; Rieger, Jutta ULiege et al

Conference (2005, October 24)

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