References of "Lecomte, Philippe"
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See detailPoly(α-chloro-ε-caprolactone), a new precursor for functionalized and graft polyesters
Riva, Raphaël ULg; Lenoir, Sandrine; Lecomte, Philippe ULg et al

Poster (2003, May 16)

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See detail2-oxepane-1,5-dione: a precursor of a novel class of versatile semicrystalline biodegradable (co)-polyesters
Latere Dwan'Isa, Jean-Pierre; Lecomte, Philippe ULg; Dubois, Philippe et al

Poster (2003, May 16)

2-oxepane-1,5-dione (OPD) was synthesized by Baeyer-Villiger oxidation of 1,4 cyclohexanedione and ring-opening polymerized by 1-phenyl- 2-propanol / tin octoate with formation of a semicrystalline ... [more ▼]

2-oxepane-1,5-dione (OPD) was synthesized by Baeyer-Villiger oxidation of 1,4 cyclohexanedione and ring-opening polymerized by 1-phenyl- 2-propanol / tin octoate with formation of a semicrystalline polyester of high melting temperature (Tm :147°C). Dibutyin dimethoxide and 2,2-dibutyl-2-stanna-1,3-dioxepane (DSDOP) proved to be efficient initiators for the random copolymerization of ε-caprolactone (εCL) and OPD. Random distribution of the comonomer units was confirmed by DSC, 1H and 13C NMR analyses. A single Tm was observed, which varies regularly and monotonically with the OPD content as result of a cocrystallisation phenomenon. The single glass transition temperature (Tg) obeys the Fox equation. It is noteworthy that a copolymer containing 30 mol % OPD exhibits a Tm of 90°C. It is stable up to 140°C under nitrogen for one hour, such that processing by extrusion is quite possible. The OPD decomposition is maximum at 223°C for a heating rate of 10°C/min. The mechanism of thermal degradation was investigated and cleared up. The ketone increases the copolymer hydrophilicity and thus sensitivity to hydrolysis. The mechanical properties are quite reminiscent of PCL of comparable molecular weight. Quite interestingly, OPD imparts sensitivity to photo-cross-linking to this novel class of materials. [less ▲]

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See detailSynthesis of macrocyclic polyesters
Lecomte, Philippe ULg; Jérôme, Robert ULg

Poster (2003, May 16)

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See detailSynthesis and characterization of random copolyesters of epsilon-caprolactone and 2-oxepane-1,5-dione
Latere Dwan'Isa, Jean-Pierre; Lecomte, Philippe ULg; Dubois, Philippe ULg et al

in Macromolecules (2003), 36(8), 2609-2615

2-Oxepane-1,5-dione (OPD) has been synthesized by the Baeyer-Villiger oxidation of 1,4-cyclohexanedione and copolymerized with epsilon-caprolactone. This random copolymerization has been initiated by ... [more ▼]

2-Oxepane-1,5-dione (OPD) has been synthesized by the Baeyer-Villiger oxidation of 1,4-cyclohexanedione and copolymerized with epsilon-caprolactone. This random copolymerization has been initiated by different metal derivatives, i.e., tin octanoate, dibutyltin dimethoxide, and aluminum isopropoxide. Dibutyltin dimethoxide is the preferred initiator, and the course of polymerization is controlled by the competition of the ketone of OPD and the ester of the lactones for coordination to the initiator. Semicrystalline copolymers are formed, whose the randomness has been confirmed by DSC, H-1 NMR, and C-13 NMR analysis. A single melting temperature (Tm) has been observed, which varies regularly and monotonically with the OPD content as result of a cocrystallization phenomenom. The single glass transition temperature (Tg) obeys the Fox equation. [less ▲]

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See detailAmphiphilic copolymers of epsilon-caprolactone and gamma-substituted epsilon-caprolactone. Synthesis and functionalization of poly(D,L-lactide) nanoparticles
Gautier, Sandrine; D'Aloia, Violetta; Halleux, Olivier et al

in Journal of Biomaterials Science. Polymer Edition (2003), 14(1), 63-85

Fully biodegradable and surface-functionalized poly(D,L-lactide) (PLA) nanoparticles have been prepared by a co-precipitation technique. Novel amphiphilic random copolyesters P(CL-co-gamma XCL) were ... [more ▼]

Fully biodegradable and surface-functionalized poly(D,L-lactide) (PLA) nanoparticles have been prepared by a co-precipitation technique. Novel amphiphilic random copolyesters P(CL-co-gamma XCL) were synthesized by controlled copolymerization of epsilon-caprolactone and epsilon-caprolactone substituted in the gamma-position by a hydrophilic X group, where X is either a cationic pyridinium (gamma-Py-CL) or a non-ionic hydroxyl (gamma-OH-CL). Nanoparticles were prepared by co-precipitation of PLA with the P(CL-co-gamma-XCL) copolyester from a DMSO solution. Small amounts of cationic P(CL-co-gamma-Py-CL) copolymers are needed to quantitatively form stable nanoparticles (ca. 10 mg/100 mg PLA), although larger amounts of non-ionic P(CL-co-gamma-OH-CL) copolymers are needed (ges12.5 mg/100 mg PLA). Copolymers with a low degree of polymerization (ca. 40) are more efficient stabilizers, probably because of faster migration towards the nanoparticle-water interface. The nanoparticle diameter decreases with the polymer concentration in DMSO, e.g. from ca. 160 nm (16 mg/ml) to ca. 100 nm (2 mg/ml) for PLA/P(CL-co-gamma-Py-CL) nanoparticles. Migration of the P(CL-co-gamma-XCL) copolyesters to the nanoparticle surface was confirmed by measurement of the zeta potential, i.e. ca. +65 mV for P(CL-co-gamma-Py-CL) and -7 mV for P(CL-co-gamma-OH-CL). The polyamphiphilic copolyesters stabilize PLA nanoparticles by electrostatic or steric repulsions, depending on whether they are charged or not. They also impart functionality and reactivity to the surface, which opens up new opportunities for labelling and targeting purposes. [less ▲]

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See detail2-oxepane-1,5-dione: A precursor of a novel class of versatile semicrystalline biodegradable (Co)polyesters
Latere, Jean-Pierre; Lecomte, Philippe ULg; Dubois, Philippe ULg et al

in Macromolecules (2002), 35(21), 7857-7859

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See detailNovel unsaturated epsilon-caprolactone polymerizable by ring-opening and ring-opening metathesis mechanisms
Lou, Xudong; Detrembleur, Christophe ULg; Lecomte, Philippe ULg et al

in e-Polymers (2002), (34), 1-12

Ring-opening polymerization (ROP) and ring-opening metathesis polymerization (ROMP) of an unsaturated epsilon-caprolactone, 6,7-dihydro-2(3H)-oxepinone (DHO2), are alternative routes to produce ... [more ▼]

Ring-opening polymerization (ROP) and ring-opening metathesis polymerization (ROMP) of an unsaturated epsilon-caprolactone, 6,7-dihydro-2(3H)-oxepinone (DHO2), are alternative routes to produce unsaturated aliphatic polyesters with the same molecular structure. Polymerization of DHO2 initiated by Al isopropoxide in toluene at room temperature or at 0°C proceeds by a coordination-insertion mechanism, although intramolecular transesterification takes place beyond complete monomer conversion. The molecular weight distribution is narrow as long as monomer conversion does not exceed 90%. Ring-opening metathesis polymerization of DHO2 initiated by Schrock's Mo-based catalyst, 1, at 60°C allows higher molecular weight unsaturated polyester to be prepared, even though an intramolecular side reaction also operates. The structure of poly(DHO2) synthesized by ROP and ROMP is the same, as confirmed by 1H, 13C NMR, and FT-IR spectra. Copolymers of DHO2 with norbornene, cis-cyclooctene, and 1,5-cyclooctadiene have been successfully prepared. [less ▲]

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See detailControlled synthesis and chemical modification of unsaturated aliphatic (co)polyesters based on 6,7-dihydro-2(3H)-oxepinone
Lou, Xudong; Detrembleur, Christophe ULg; Lecomte, Philippe ULg et al

in Journal of Polymer Science. Part A, Polymer Chemistry (2002), 40(14), 2286-2297

A pure unsaturated cyclic ester, 6,7-dihydro-2(3H)-oxepinone (DHO2), was prepared by a new synthetic route. The copolymerization of DHO2 with epsilon-caprolactone (CL) was initiated by aluminum ... [more ▼]

A pure unsaturated cyclic ester, 6,7-dihydro-2(3H)-oxepinone (DHO2), was prepared by a new synthetic route. The copolymerization of DHO2 with epsilon-caprolactone (CL) was initiated by aluminum isopropoxide [Al(OiPr)3] at 0 °C as an easy way to produce unsaturated aliphatic polyesters with nonconjugated CC double bonds in a controlled manner. The chain growth was living, as certified by the agreement between the experimental molecular weight at total monomer conversion and the value predicted from the initial monomer/initiator molar ratio. The polydispersity was reasonably low (weight-average molecular weight/number-average molecular weight 1.2). The homopolymerization of DHO2 was, however, not controlled because of fast intramolecular transesterification. Copolymers of DHO2 and CL were quantitatively oxidized with the formation of epoxides containing chains. The extent of the epoxidation allowed the thermal properties and thermal stability of the copolyesters to be modulated. The epoxidized copolyesters were successfully converted into thioaminated chains, which were then quaternized into polycations. No degradation occurred during the chemical modification. [less ▲]

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See detailThe use of epsilon-caprolactone as a polymerizable solvent for the atom transfer radical polymerization of MMA at low temperature
Wang, Wenxin; Yin, Zhihui; Detrembleur, Christophe ULg et al

in Macromolecular Chemistry and Physics (2002), 203(7), 968-974

This paper report on the decisive effect that solvent has on the atom transfer radical polymerization of methyl metacrylate (MMA) at low temperature. In buta-none and in the presence of a copper(I ... [more ▼]

This paper report on the decisive effect that solvent has on the atom transfer radical polymerization of methyl metacrylate (MMA) at low temperature. In buta-none and in the presence of a copper(I)/bipyridine com-plex the polymerization is controlled and the molecular weight distribution is narrow, at 0°C and even lower. This control is maintained when ε-caprolactone (CL) is substi-tuted for butanone. The use of this polymerizable solvent together with a novel dual initiator, 2-hydroxyethyl. 2'-methyl-2'bromopropionate, is an efficient strategy to pre pare PMMA-b-PCL diblock polymers in a one-pot process. [less ▲]

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See detailCyclic esterketone compounds, processes for the synthesis thereof and process for the preparation of poly (esterketone) polymers
Wautier, Henri; Latere, Jean-Pierre; Lecomte, Philippe ULg et al

Patent (2002)

Unsubstituted oxepane-diones useful as monomers for the production of polymers, process for the synthesis thereof by oxidation of unsubstituted cyclohexanediones, process for the preparation of ... [more ▼]

Unsubstituted oxepane-diones useful as monomers for the production of polymers, process for the synthesis thereof by oxidation of unsubstituted cyclohexanediones, process for the preparation of polyesterketone polymers by polymerization of cyclic esterketones and polyesterketone polymers so obtained. [less ▲]

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See detailTwo-step backbiting reaction in the ring-opening polymerization of gamma-acryloyloxy-epsilon-caprolactone initiated with aluminium isopropoxide
Lou, Xudong; Detrembleur, Christophe ULg; Lecomte, Philippe ULg et al

in Macromolecular Rapid Communications (2002), 23(2), 126-129

gamma-Acryloyloxyethyl-gamma-butyrolactone is formed as a byproduct when the polymerization of gamma-acryloyloxy-epsilon-caprolactone is initiated with aluminium isopropoxide in toluene. The extent of ... [more ▼]

gamma-Acryloyloxyethyl-gamma-butyrolactone is formed as a byproduct when the polymerization of gamma-acryloyloxy-epsilon-caprolactone is initiated with aluminium isopropoxide in toluene. The extent of this side reaction decreases with decreasing temperature and is dependent on whether the reaction is stopped as soon as monomer conversion is complete or not. A two-step backbiting mechanism is proposed for this intramolecular transesterification reaction. [less ▲]

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See detailRecent progress in ring-opening polymerization
Lecomte, Philippe ULg

Scientific conference (2001, November 12)

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See detailCyclic esterketone compounds and processes for the synthesis and use thereof
Wautier, Henri; Laterre, Jean-Pierre; Lecomte, Philippe ULg et al

Patent (2001)

Cyclic esterketone compounds, and in particular, 2-oxepane-1,5-dione, which are useful as a monomer for the production of polymers, and in particular for the production of poly(2-oxepane-1,5-dione ... [more ▼]

Cyclic esterketone compounds, and in particular, 2-oxepane-1,5-dione, which are useful as a monomer for the production of polymers, and in particular for the production of poly(2-oxepane-1,5-dione). Processes are also disclosed for both the synthesis of this new compound and for the use (polymerization) thereof for the preparation of poly(2-oxepane-1,5-dione). The poly(2-oxepane-1,5-dione) polymers and copolymers which are obtained by use of the polymerization processes with the monomer compounds are also disclosed. [less ▲]

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See detailLiving ring-opening (co)polymerization of 6,7-dihydro-2(5H)-oxepinone into unsaturated aliphatic polyesters
Lou, Xudong; Detrembleur, Christophe ULg; Lecomte, Philippe ULg et al

in Macromolecules (2001), 34(17), 5806-5811

Homopolymerization of the unsaturated cyclic ester, 6,7-dihydro-2(5H)-oxepinone (DHO), and copolymerization with epsilon-caprolactone (epsilon-CL) are an easy way to produce unsaturated aliphatic ... [more ▼]

Homopolymerization of the unsaturated cyclic ester, 6,7-dihydro-2(5H)-oxepinone (DHO), and copolymerization with epsilon-caprolactone (epsilon-CL) are an easy way to produce unsaturated aliphatic polyesters in a controlled manner, Polymerization of DHO initiated by Al((OPr)-Pr-i)(3) in toluene at room temperature proceeds by a coordination-insertion mechanism and is living as certified by the agreement between the experimental molecular weight at total monomer conversion and the value predicted from the initial monomer to initiator molar ratio. The polydispersity is also low (Mw/Mn less than or equal to 1.2). Random copolymerization of DHO and epsilon-CL leads to the same conclusion. Beyond the complete monomer conversion, the poly(DHO) chains experience mainly intermolecular transesterification reactions at the same rate as poly(epsilon CL) under the same conditions. The livingness of the ROP of both DHO and epsilon-CL allows diblock copolymers to be synthesized with predicted composition and molecular weight. Homopoly(DHO) is semicrystalline with Tm at 35°C and Tg at -50°C. Tm and thermal stability can be modulated by copolymerization of DHO with epsilon-CL. [less ▲]

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See detailSynthesis and ring-opening polymerization of α-chloro-ε-caprolactone
Lecomte, Philippe ULg; Lenoir, Sandrine ULg; Xudong, Lou et al

Poster (2001, May 16)

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See detailRecent progress in the macromolecular engineering of poly(ε-caprolactone)
Lecomte, Philippe ULg

Conference (2001, April 19)

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See detailReverse atom-transfer radical polymerization at room temperature
Wang, Wenxin; Yan, Deyue; Jiang, Xuling et al

in Macromolecular Rapid Communications (2001), 22(6), 439-443

This paper aims at reporting on the living/controlled radical polymerization of methyl methacrylate initiated with the benzoyl peroxide (BPO)/CuIX (X=Br,Cl)/2,2'-bipyridine (bpy) redox system at room ... [more ▼]

This paper aims at reporting on the living/controlled radical polymerization of methyl methacrylate initiated with the benzoyl peroxide (BPO)/CuIX (X=Br,Cl)/2,2'-bipyridine (bpy) redox system at room temperature. No control is observed for the polymerization conducted in bulk and in toluene, whereas a polymer with predetermined molecular weight and rather narrow molecular weight distribution is formed in butanone. The solvent has thus a decisive effect on the reverse atom-transfer radical polymerization of methyl methacrylate initiated with the BPO/CuIX (X = Br,Cl)/bpy ternary system at 25°C. [less ▲]

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See detailCyclic esterketone compounds, processes for the synthesis thereof and process for the preparation of poly (esterketone) polymers
Wautier, Henri; Latere, Jean-Pierre; Lecomte, Philippe ULg et al

Patent (2001)

PROBLEM TO BE SOLVED: To provide a monomer compound, which is improved to be useful as the novel monomer for forming a poly(ester ketone)polymer by polymerization, and can be directly synthesized in high ... [more ▼]

PROBLEM TO BE SOLVED: To provide a monomer compound, which is improved to be useful as the novel monomer for forming a poly(ester ketone)polymer by polymerization, and can be directly synthesized in high yield in a one-stage process from the stock material. SOLUTION: This compound is a novel cyclic ester compound, in particular 2-oxepane-1,5-dione (KCL), synthesized in one-stage process involving oxidation of the stock material (cyclic diketone, e.g. 1,4-cyclohexane-dione) and useful for simply and easily producing a poly(ester ketone)polymer, in particular poly(2- oxepane-1,5-dione) (PKCL) in high yield. [less ▲]

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