Poly(?-caprolactone-b-glycolide) and poly(D,L-lactide-b-glycolide) diblock copolyesters: Controlled synthesis, characterization, and colloidal dispersions

Barakat, Ibrahim; Dubois, Philippe; Grandfils, Christian; Jérôme, Robert

doi:10.1002/1099-0518(20010115)39:2<294::aid-pola50>3.0.co;2-a

Cited by 31 publications

(16 citation statements)

References 27 publications

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“…Block copolymers of lactide with glycolide have been prepared by sequential addition of monomer onto the reactive chain end of polymer produced from another monomer, or by using a hydroxyl-terminated homopolymer as a chain transfer agent [17].…”

Section: Synthesis Of Copolymers Of Lactic Acid: Glycolic Acidmentioning

confidence: 99%

“…Typical comonomers that have been used for lactic acid or lactide copolymerization are glycolic acid or glycolide (GA) [11][12][13][14][15][16][17], poly(ethylene glycol) (PEG) or poly(ethylene oxide) (PEO) , poly(propylene oxide) (PPO) [16][17][18], (R)-b-butyrolactone (BL), d-valerolactone (VL) [44][45][46], e-caprolactone (CL) [47][48][49][50][51][52][53][54], 1,5-dioxepan-2-one (DXO) [55][56][57][58][59][60], trimethylene carbonate (TMC) [61], N-isopropylacrylamide (NIPAAm) [62][63][64][65], and so on. The structures of some of these comonomers are given in Figure 4.1.…”

Section: Copolymerizationmentioning

confidence: 99%

See 1 more Smart Citation

Design and Synthesis of Different Types of Poly(Lactic Acid)

Albertsson

Varma²,

Lochab³

et al. 2010

Poly(Lactic Acid)

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Section: Synthesis Of Copolymers Of Lactic Acid: Glycolic Acidmentioning

confidence: 99%

Section: Copolymerizationmentioning

confidence: 99%

Design and Synthesis of Different Types of Poly(Lactic Acid)

Albertsson

Varma²,

Lochab³

et al. 2010

Poly(Lactic Acid)

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“…The sequential addition method also allows the synthesis of many different block copolymers in which the two monomers have different functional groups, such as epoxide with lactone, lactide or cyclic anhydride, cyclic ether with 2-methyl-2-oxazoline, imine or episulfide, lactone with lactide or cyclic carbonate, cycloalkene with acetylene, and ferrocenophane with cyclosiloxane [Aida et al, 1985;Barakat et al, 2001;Farren et al, 1989;Inoue and Aida, 1989;Keul et al, 1988;Kobayashi et al, 1990a,b,c;Massey et al, 1998;Yasuda et al, 1984].…”

Section: -12c Block Copolymersmentioning

confidence: 99%

Ring‐Opening Polymerization

Odian

2004

Principles of Polymerization

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A wide variety of cyclic monomers have been successfully polymerized by the ring-opening process [Frisch and Reegan, 1969; Ivin and Saegusa, 1984;Saegusa and Goethals, 1977]. This includes cyclic amines, sulfides, olefins, cyclotriphosphazenes, and N-carboxy-a-amino acid anhydrides, in addition to those classes of monomers mentioned above. The ease of polymerization of a cyclic monomer depends on both thermodynamic and kinetic factors as previously discussed in Sec. 2-5.The single most important factor that determines whether a cyclic monomer can be converted to linear polymer is the thermodynamic factor, that is, the relative stabilities of the cyclic monomer and linear polymer structure [Allcock, 1970;Sawada, 1976]. Table 7-1 shows the semiempirical enthalpy, entropy, and free-energy changes for the conversion of cycloalkanes to the corresponding linear polymer (polymethylene in all cases) [Dainton and Ivin, 1958;Finke et al. 1956]. The lc (denoting liquid-crystalline) subscripts of ÁH, ÁS, and ÁG indicate that the values are those for the polymerization of liquid monomer to crystalline polymer.Polymerization is favored thermodynamically for all except the 6-membered ring. Ringopening polymerization of 6-membered rings is generally not observed. The order of thermodynamic feasibility is 3,4 > 8 > 5,7 which follows from the previous discussion (Sec. 2-5c) on bond angle strain in 3-and 4-membered rings, eclipsed conformational strain in the 5-membered ring, and transannular strain in 7-and 8-membered rings. One notes that RING-OPENING POLYMERIZATION RING-OPENING POLYMERIZATION

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“…Actually, this strategy had been successfully applied to the ROP of glycolide promoted by o-Al alkoxide PCL macroinitiator in THF (poor solvent for the polyglycolide (PGA) sequence) with the formation of well-defined poly(e-caprolactoneblock-glycolide) with molecular weights as high as 70 000 g Á mol À1 for the PGA block. [14] As a perfect complement to our communication, [1] this paper aims at reporting on more details about the effect of the molecular parameters on the solution behavior and the thermal properties of these well-defined P(CL-block-PDX) block copolymers. Their different compositions and molecular weights are well controlled as obtained by ROP of PDX in toluene at room temperature initiated by in situ generated o-aluminium alkoxide PCL chains.…”

Section: Introductionmentioning

confidence: 99%

Diblock Copolymers Based on 1,4‐Dioxan‐2‐one and ε‐Caprolactone: Characterization and Thermal Properties

Raquez

Degée

Narayan

et al. 2004

Macro Chemistry & Physics

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Summary: Various poly(ε‐caprolactone‐block‐1,4‐dioxan‐2‐one) (P(CL‐block‐PDX)) block copolymers were prepared according to the living/controlled ring‐opening polymerization (ROP) of 1,4‐dioxan‐2‐one (PDX) as initiated by in situ generated ω‐aluminium alkoxides poly(ε‐caprolactone) (PCL) chains in toluene at 25 °C.1 1H NMR, PCS and TEM measurements have attested for the formation of colloids attributed to a growing PPDX core surrounded by a solvating PCL shell during the polymerization of PDX promoted by ω‐Al alkoxide PCL chains in toluene. The thermal behavior of the P(CL‐block‐PDX) copolymers was studied by DSC; showing two distinct melting temperatures (as well as two glass transition temperatures) similar to those of the respective homopolyesters. Finally, the thermal degradation of the P(CL‐block‐PDX) block copolymers was investigated by TGA simultaneously coupled to a FT‐IR spectrometer and a mass spectrometer for evolved gas analysis (EGA). The degradation occurred in two consecutive steps involving a first unzipping depolymerization of the PPDX blocks followed by the degradation of the PCL blocks via both ester pyrolysis and unzipping reactions.TEM observation of P(CL‐block‐PDX) block copolyesters ($\overline M _{{\rm nPCL}}$ = 11 600 and $\overline M _{{\rm nPPDX}}$ = 22 100) as formed by vaporization starting from a diluted suspension in toluene/TCE mixture solvent (50/50 v/v).magnified imageTEM observation of P(CL‐block‐PDX) block copolyesters ($\overline M _{{\rm nPCL}}$ = 11 600 and $\overline M _{{\rm nPPDX}}$ = 22 100) as formed by vaporization starting from a diluted suspension in toluene/TCE mixture solvent (50/50 v/v).

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Poly(?-caprolactone-b-glycolide) and poly(D,L-lactide-b-glycolide) diblock copolyesters: Controlled synthesis, characterization, and colloidal dispersions

Cited by 31 publications

References 27 publications

Design and Synthesis of Different Types of Poly(Lactic Acid)

Design and Synthesis of Different Types of Poly(Lactic Acid)

Ring‐Opening Polymerization

Diblock Copolymers Based on 1,4‐Dioxan‐2‐one and ε‐Caprolactone: Characterization and Thermal Properties

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