Degradation Products of Aliphatic and Aliphatic–Aromatic Polyesters

Hakkarainen, Minna; Albertsson, Ann‐Christine

doi:10.1007/12_2007_128

Cited by 50 publications

(37 citation statements)

References 169 publications

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“…The degradation process and products of other polyesters, such as PLGA, have been well-documented in identifying soluble oligomers that then degrade into the final products of lactic and glycolic acid in abiotic conditions. 52 …”

Section: Discussionmentioning

confidence: 99%

Synthesis and characterization of a poly(ethylene glycol)–poly(simvastatin) diblock copolymer

2014

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Biodegradable polyesters are commonly used as drug delivery vehicles, but their role is typically passive, and encapsulation approaches have limited drug payload. An alternative drug delivery method is to polymerize the active agent or its precursor into a degradable polymer. The prodrug simvastatin contains a lactone ring that lends itself to ring-opening polymerization (ROP). Consequently, simvastatin polymerization was initiated with 5 kDa monomethyl ether poly(ethylene glycol) (mPEG) and catalyzed via stannous octoate. Melt condensation reactions produced a 9.5 kDa copolymer with a polydispersity index of 1.1 at 150 °C up to a 75 kDa copolymer with an index of 6.9 at 250 °C. Kinetic analysis revealed first-order propagation rates. Infrared spectroscopy of the copolymer showed carboxylic and methyl ether stretches unique to simvastatin and mPEG, respectively. Slow degradation was demonstrated in neutral and alkaline conditions. Lastly, simvastatin, simvastatin-incorporated molecules, and mPEG were identified as the degradation products released. The present results show the potential of using ROP to polymerize lactone-containing drugs such as simvastatin.

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Section: Discussionmentioning

confidence: 99%

Synthesis and characterization of a poly(ethylene glycol)–poly(simvastatin) diblock copolymer

2014

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“…The problem may, however, be overcome or reduced by using a polymeric plasticizer that could physically entangle with the polymer and is less mobile. A study that compares the migration resistance between monomeric and polymeric plasticizers was reported by Hakkarainen and Albertsson and the results obtained proved that the latter has higher migration resistance and is better in preserving the material's properties.…”

Section: Introductionmentioning

confidence: 87%

Palm oil-based compound as environmentally friendly plasticizer for poly(vinyl chloride)

Ang

Khong

Gan

2014

J Vinyl Addit Technol

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Many plasticizers have been invented to serve the purpose of making poly(vinyl chloride) (PVC) into a more flexible plastic. In this work, the potential of palm oil‐based compound (Palm1) as a polymeric plasticizer for PVC was investigated. Plasticization of PVC was conducted via the solvent casting technique, using tetrahydrofuran (THF) as the mutual solvent. Fourier transform infrared (FTIR) spectroscopy and differential scanning calorimetry (DSC) were used to find evidence of interactions between the plasticizer and PVC. Transition temperatures (Tgs) of the plasticized PVC were obtained using DSC, and their thermal stabilities were evaluated using a thermogravimetric analyzer (TGA). Results from the study show that the polymeric plasticizer could interact with PVC chains via polar interaction involving –C‐Cl of PVC and possibly the ‐OH groups of Palm1. Tg of the PVC was reduced after it was plasticized with Palm1. The results obtained from this study suggest that the Palm1 may have the potential to serve as an environmentally friendly plasticizer for PVC. J. VINYL ADDIT. TECHNOL., 22:80–87, 2016. © 2014 Society of Plastics Engineers

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“…One of the main features of polylactide materials designed for biomedical and pharmaceutical applications is their ability to degradation in a controlled manner in the biological environment. The mechanism of hydrolytic degradation and its time scale may vary for different polymeric materials, and they depend on parameters related to the environment such as pH and degradation temperature [1][2][3][4][5]. For the PLA material working at specific conditions, its susceptibility to hydrolytic degradation can be 1 3 influenced by the molecular weight of the polymer, the architecture, the presence of comonomer units or the crystallinity [6][7][8][9].…”

Section: Introductionmentioning

confidence: 99%

Hydrolytic stability of polylactide stereocomplex microparticles containing metal ions

2018

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Polylactide (PLA) stereocomplexes (SCs) were prepared from low molecular weight PLLA and PDLA with terminal carboxyl groups in the presence and in the absence of calcium oxide being a donor of metal ions. Only the stereocomplexation performed in the presence of metal ions causing PLA macromolecules preorganization resulted in the SC formation in a form of spherical microparticles (microspheres). Hydrolyses of microspheres containing CaO and the SC without CaO were performed in a phosphate buffer pH = 7.4 at temperatures 37 and 50 °C. The rate of hydrolytic degradation of SCs was studied and compared to find the effect of the metal ions presence. The results of the hydrolysis were analyzed by the observation of polymer samples using scanning electron microscopy and infrared spectroscopy, also by differential scanning calorimetry measurements.

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Degradation Products of Aliphatic and Aliphatic–Aromatic Polyesters

Cited by 50 publications

References 169 publications

Synthesis and characterization of a poly(ethylene glycol)–poly(simvastatin) diblock copolymer

Synthesis and characterization of a poly(ethylene glycol)–poly(simvastatin) diblock copolymer

Palm oil-based compound as environmentally friendly plasticizer for poly(vinyl chloride)

Hydrolytic stability of polylactide stereocomplex microparticles containing metal ions

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