Kinetic Behavior in Melt State and Solid State Polymerization of Lactide Using Magnesium Stearate as Catalyst

Silvino, Alexandre Carneiro; Martins, Danielle Bonilha de Abreu Talina; Rodrigues, Aline da Costa; Dias, Marcos L.

doi:10.1007/s10924-013-0603-1

Cited by 10 publications

(9 citation statements)

References 28 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…59 There are examples for lactide ROP in the melt catalysed by a variety of metal complexes, such as sulphonamide-supported aluminum complexes, 60 Ni(II) and Ni(II)-Sm(III) salen complexes, 61 aluminumsalen 62 and salen-like 63 complexes, zirconium and hafnium amine tris( phenolate) alkoxides, 64 but solvent-free lactide ROP with an earth-abundant, non-toxic metal initiator at low catalyst loading still remains a challenge. 59 There are examples for lactide ROP in the melt catalysed by a variety of metal complexes, such as sulphonamide-supported aluminum complexes, 60 Ni(II) and Ni(II)-Sm(III) salen complexes, 61 aluminumsalen 62 and salen-like 63 complexes, zirconium and hafnium amine tris( phenolate) alkoxides, 64 but solvent-free lactide ROP with an earth-abundant, non-toxic metal initiator at low catalyst loading still remains a challenge.…”

Section: Ring Opening Polymerization In the Meltmentioning

confidence: 99%

Magnesium amino-bis(phenolato) complexes for the ring-opening polymerization of rac-lactide

et al. 2015

View full text Add to dashboard Cite

Magnesium compounds of tetradentate amino-bis(phenolato) ligands, Mg[L1] (1) and Mg[L2] (2) (where [L1] = 2-pyridyl-N,N-bis(2-methylene-4-methoxy-6-tert-butylphenolato), and [L2] = dimethylaminoethylamino-N,N-bis(2-methylene-4-methyl-6-tert-butylphenolato)) were prepared. The proligands, H2[L1] and H2[L2] were reacted with di(n-butyl)magnesium in toluene to give the desired compounds in high yields. Compounds 1 and 2 exhibit dimeric structures in solutions of non-coordinating solvents as observed by NMR spectroscopy and in the solid state as shown by the single crystal X-ray structure of 2. These compounds exhibit good activity for rac-lactide polymerization in solution and in molten lactide.

show abstract

Section: Ring Opening Polymerization In the Meltmentioning

confidence: 99%

Magnesium amino-bis(phenolato) complexes for the ring-opening polymerization of rac-lactide

et al. 2015

View full text Add to dashboard Cite

show abstract

“…We have done a closer comparison with the results reported for the ROP of lactide with earlier magnesium complexes. Here we observed that our catalyst showed more catalytic activity towards the ROP and taken less time for complete conversion . M n of the PLA was found much higher and narrow MWDs than literature reported magnesium catalysts but tacticity ( P r ) of the PLA was found to be comparatively less than the few other recently reported magnesium catalysts …”

Section: Resultsmentioning

confidence: 59%

“…As a result, alkaline earth metals have become extremely lucrative for catalyst research directed towards the polymerization of lactides. In the recent years, a number of reports have appeared regarding the role of Mg(II) compounds for such polymerizations …”

Section: Introductionmentioning

confidence: 99%

Imino(phenoxide) compounds of magnesium: Synthesis, structural characterization, and polymerization studies

Ghosh

Chakraborty

Ramkumar

2015

J. Polym. Sci. Part A: Polym. Chem.

View full text Add to dashboard Cite

A plethora of magnesium compounds containing imino(phenoxide) (1–4) and bis(imino)phenoxide (5–10) ligand backbone have been synthesized via the reaction of diethyl magnesium with two equivalent of the corresponding ligand. These compounds were completely characterized by different spectroscopic techniques and elemental analyses. The monomeric nature of the magnesium complexes 3, 5, 6, 9, and 10 were further confirmed by single crystal X‐ray diffraction studies. The magnesium centers posses distorted trigonal bipyramidal geometry. The controlled hydrolysis compound Mg7O8 (C22H28NO2)6 (11) was adequately characterized using 1H, 13C NMR, ESI‐MS, and the biscubane structure was further confirmed by single crystal X‐ray diffraction studies. The Mg7O8 core is deeply embedded with the ligand periphery. These compounds (1–10) were found to be active towards the bulk ring opening polymerization (ROP) of lactides, yielding polymers with high number average molecular weight (Mn) and controlled molecular weight distributions (MWDs). In addition, these compounds have been shown to be highly active toward the copolymerization of carbon dioxide with cyclohexene oxide and styrene oxide. © 2015 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2015, 53, 1474–1491

show abstract

“…Relatively few papers report on the formation of polylactides having one COOH and one HOCH(CH 3 ) end group. Either water or lactic acid played the role of initiator, and metal complexes 16–20 or trifluoromethane sulfonic acid served as catalyst 21,22 …”

Section: Introductionmentioning

confidence: 99%

ROP of L‐lactide and ε‐caprolactone catalyzed by tin(ii) and tin(iv) acetates–switching from COOH terminated linear chains to cycles

Kricheldorf

Weidner

2021

Journal of Polymer Science

View full text Add to dashboard Cite

The catalytic potential of tin(II)acetate, tin(IV)acetate, dibutyltin‐bis‐acetate and dioctyl tin‐bis‐acetate was compared based on polymerizations of L‐lactide conducted in bulk at 160 or 130°C. With SnAc2 low‐Lac/Cat ratios (15/1–50/1) were studied and linear chains having one acetate and one carboxyl end group almost free of cyclics were obtained. Higher monomer/catalyst ratios and lower temperatures favored formation of cycles that reached weight average molecular weights (Mw's) between 100,000 and 2,500,000. SnAc4 yielded mixtures of cycles and linear species under all reaction conditions. Dibutyltin‐ and dioctyl tin bis‐acetate yielded cyclic polylactides under most reaction conditions with Mw's in the range of 20,000–80,000. Ring‐opening polymerizations performed with ε‐caprolactone showed similar trends, but the formation of COOH‐terminated linear chains was significantly more favored compared to analogous experiments with lactide. The reactivity of the acetate catalysts decreased in the following order: SnAc2 > SnAc4 > Bu2SnAc2 ~ Oct2SnAc2.

show abstract

Kinetic Behavior in Melt State and Solid State Polymerization of Lactide Using Magnesium Stearate as Catalyst

Cited by 10 publications

References 28 publications

Magnesium amino-bis(phenolato) complexes for the ring-opening polymerization of rac-lactide

Magnesium amino-bis(phenolato) complexes for the ring-opening polymerization of rac-lactide

Imino(phenoxide) compounds of magnesium: Synthesis, structural characterization, and polymerization studies

ROP of L‐lactide and ε‐caprolactone catalyzed by tin(ii) and tin(iv) acetates–switching from COOH terminated linear chains to cycles

Contact Info

Product

Resources

About