scholarly journals The influence of antioxidant and post-synthetic treatment on the properties of biodegradable poly(butylene succinate)s modified with poly(propylene oxide)

2007 ◽  
Vol 72 (12) ◽  
pp. 1515-1531 ◽  
Author(s):  
Dragana Pepic ◽  
Marija Radoicic ◽  
Marija Nikolic ◽  
Jasna Djonlagic

Novel poly(ester-ether)s based on poly(butylene succinate) (PBS) as the hard segments and 30 mass % of poly(propylene oxide) (PPO) as the soft segments were synthesized with varying amount of the antioxidant (N,N'-diphenyl-p-phenylenediamine, DPPD). The influences of the addition of DPPD and the impact of post-synthetic treatment by precipitation on the molecular structure, thermal and physical properties, as well as on the storage stability of the biodegradable aliphatic copolyesters, were investigated. The structure and composition of the copolymers were determined by means of 1H-NMR spectroscopy. The molecular weight and polydispersity of the poly(ester-ether)s were evaluated from solution viscosity and GPC measurements. The thermal properties and stability were evaluated, respecttively, by means of DSC and non-isothermal thermogravimetry in an inert nitrogen atmosphere. The biodegradability potential of the polymers was studied in hydrolytic and enzymatic degradation tests with Candida cylindracea lipase by monitoring the weight loss of polymer films after incubation. The weight losses of the samples increased with time and were in the range from 1 to 5 mass % after 4 weeks. GPC analysis confirmed that there were changes in the molecular weight of the copolyesters during both hydrolytic and enzymatic degradation tests, leading to the conclusion that the degradation mechanism of poly(butylene succinate)s modified with PPO occurred through surface erosion and bulk degradation.

2003 ◽  
Vol 57 (11) ◽  
pp. 526-535
Author(s):  
Marija Nikolic ◽  
Dejan Poleti ◽  
Jasna Djonlagic

Two series of aliphatic polyesters based on succinic acid were synthesized by copolymerization with adipic acid for the first series of saturated polyesters, and with fumaric acid for the second series. Polyesters were prepared starting from the corresponding dimethyl esters and 1,4-butanediol by melt transesterification in the presence of a highly effective catalyst tetra-n-butyl-titanate, Ti(0Bu)4. The molecular structure and composition of the copolyesters was determined by 1H NMR spectroscopy. The effect of copolymer composition on the physical and thermal properties of these random polyesters were investigated using differential scanning calorimetry. The degree of crystallinity was determined by DSC and wide angle X-ray. The degrees of crystallinity of the saturated and unsaturated copolyesters were generally reduced with respect to poly(butylene succinate), PBS. The melting temperatures of the saturated polyesters were lower, while the melting temperatures of the unsaturated copolyesters were higher than the melting temperature of PBS. The biodegradability of the polyesters was investigated by enzymatic degradation tests. The enzymatic degradation tests were performed in a buffer solution with Candida cylindracea lipase and for the unsaturated polyesters with Rhizopus arrhizus lipase. The extent of biodegradation was quantified as the weight loss of polyester films. Also the surface of the polyester films after degradation was observed using optical microscopy. It could be concluded that the biodegradability depended strongly on the degree of crystallinity, but also on the flexibility of the chain backbone. The highest biodegradation was observed for copolyesters containing 50 mol.% of adipic acid units, and in the series of unsaturated polyesters for copolyesters containing 5 and 10 mol.% of fumarate units. Although the degree of crystallinity of the unsaturated polyesters decreased slightly with increasing unsaturation, the biodegradation was not enhanced suggesting that not only the chemical structure and molecular stiffness but also the morphology of the spherulites influenced the biodegradation properties.


1983 ◽  
Vol 15 (1) ◽  
pp. 65-69 ◽  
Author(s):  
Masayoshi Watanabe ◽  
Junko Ikeda ◽  
Isao Shinohara

2018 ◽  
Author(s):  
Aleksandra Wcislek ◽  
Agueda Sonseca Olalla ◽  
Andrew McClain ◽  
Agnieszka Piegat ◽  
Peter Sobolewski ◽  
...  

<div><div><div><p>Abstract: Biodegradable polymers are an active area of investigation, particularly ones that can be produced from sustainable, biobased monomers, such as copolymers of poly(butylene succinate) (PBS). In this study, we examine the enzymatic degradation of poly(butylene succinate-dilinoleic succinate) (PBS-DLS) copolymers obtained by “green” enzymatic synthesis using lipase B from Candida antarctica (CALB). The copolymers differed in their hard to soft segments ratio, from 70:30 to 50:50 wt.%. Enzymatic degradation was carried out on electrospun membranes (scaffolds) and compression-moulded films using lipase fromPseudomomas cepacia. Poly(e-caprolactone) (PCL) was used as a reference aliphatic polyester. The degradation process was monitored gravimetrically via water uptake and mass loss. After 24 days, approx. 40% mass loss was observed for fibrous materials prepared from PBS-DLS 70:30 copolymer, as compared to approx. 10% mass loss for PBS-DLS 50:50. Infrared spectroscopy (FTIR) and SEC analysis were used to examine changes in chemical structure. Differential scanning calorimetry (DSC) and scanning light microscopy (LSM) revealed changes in degree of crystallinity, and changes in surface morphology, consistent with a surface erosion mechanism. We conclude that the obtained copolymers are suitable for tissue engineering applications thanks to tuneable degradation and lack of acidification during breakdown.</p></div></div></div>


2019 ◽  
Vol 52 (9) ◽  
pp. 3516-3529 ◽  
Author(s):  
Magdalena Tarnacka ◽  
Agnieszka Talik ◽  
Ewa Kamińska ◽  
Monika Geppert-Rybczyńska ◽  
Kamil Kaminski ◽  
...  

Materials ◽  
2019 ◽  
Vol 12 (2) ◽  
pp. 328 ◽  
Author(s):  
Marina Matos ◽  
Andreia Sousa ◽  
Patrícia Mendonça ◽  
Armando Silvestre

Poly(ether ester)s (PEEs) represent a promising class of segmented co-polymers, nevertheless the synthesis of PEEs based on renewable 2,5-furandicarboxylic acid (FDCA) is still scarce. In this context, a series of poly(1,4-butylene 2,5-furandicarboxylate)-co-poly(poly(propylene oxide) 2,5-furandicarboxylate) co-polyesters with different composition of stiff poly(1,4-butylene 2,5-furandicarboxylate) (PBF) and soft poly(poly(propylene oxide) 2,5-furandicarboxylate) (PPOF) moieties were synthesized, via a two-step bulk polytransesterification reaction. The molar ratio of PBF/PPOF incorporated was varied (10 to 50 mol%) in order to prepare several novel materials with tuned properties. The materials were characterised in detail through several techniques, namely ATR FTIR, 1H and 13C NMR, TGA, DSC, DMTA and XRD. Their hydrolytic and enzymatic degradation evaluation was also assessed. These new co-polymers showed either a semi-crystalline nature when higher PBF/PPOF ratios were used, and for approximately equal amounts of PBF and PPOF an amorphous co-polyester was obtained instead.


RSC Advances ◽  
2014 ◽  
Vol 4 (96) ◽  
pp. 54043-54050 ◽  
Author(s):  
Xingfeng Sheng ◽  
Yong Wang ◽  
Yusheng Qin ◽  
Xianhong Wang ◽  
Fosong Wang

Due to the deep concern over residual, toxic cobalt or chromium, bifunctional aluminum porphyrin complexes were prepared to catalyze the copolymerization of propylene oxide and carbon dioxide.


2018 ◽  
Author(s):  
Aleksandra Wcislek ◽  
Agueda Sonseca Olalla ◽  
Andrew McClain ◽  
Agnieszka Piegat ◽  
Peter Sobolewski ◽  
...  

<div><div><div><p>Abstract: Biodegradable polymers are an active area of investigation, particularly ones that can be produced from sustainable, biobased monomers, such as copolymers of poly(butylene succinate) (PBS). In this study, we examine the enzymatic degradation of poly(butylene succinate-dilinoleic succinate) (PBS-DLS) copolymers obtained by “green” enzymatic synthesis using lipase B from Candida antarctica (CALB). The copolymers differed in their hard to soft segments ratio, from 70:30 to 50:50 wt.%. Enzymatic degradation was carried out on electrospun membranes (scaffolds) and compression-moulded films using lipase fromPseudomomas cepacia. Poly(e-caprolactone) (PCL) was used as a reference aliphatic polyester. The degradation process was monitored gravimetrically via water uptake and mass loss. After 24 days, approx. 40% mass loss was observed for fibrous materials prepared from PBS-DLS 70:30 copolymer, as compared to approx. 10% mass loss for PBS-DLS 50:50. Infrared spectroscopy (FTIR) and SEC analysis were used to examine changes in chemical structure. Differential scanning calorimetry (DSC) and scanning light microscopy (LSM) revealed changes in degree of crystallinity, and changes in surface morphology, consistent with a surface erosion mechanism. We conclude that the obtained copolymers are suitable for tissue engineering applications thanks to tuneable degradation and lack of acidification during breakdown.</p></div></div></div>


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