Poly(butylene succinate) Ionomers with  Enhanced Hydrodegradability

Bautista, Mayka; Ilarduya, Antxon de; Alla, Abdelilah; Muñoz‐Guerra, Sebastián

doi:10.3390/polym7071232

Cited by 26 publications

(39 citation statements)

References 32 publications

(43 reference statements)

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“…The results in Fig. show that an increase in the amount of sulfonate groups reduces polymer thermal stability . PBS thermal degradation was carried out in a single‐step process and its maximum rate was observed at a temperature of 401 °C.…”

Section: Resultsmentioning

confidence: 96%

“…Ethanol was used as a solvent in the sulfonation reaction of small molecules such as dimethyl fumarate . As PBSF copolyesters could not be dissolved in methanol, 2‐methoxyethanol was used as the PBSF solvent to synthesize PBSS .…”

Section: Methodsmentioning

confidence: 99%

“…In these ionomers, the concentration of ionic groups cannot exceed 5 mol%, since DMSI exhibits poor solubility in the reaction mixture . In the past decade, researchers have been trying to substitute the aromatic sulfonate groups with aliphatic ones, due to their potential applications in medical fields …”

Section: Introductionmentioning

confidence: 99%

“…Furthermore, the size, distribution and dynamics of the ionic aggregates may be affected by alterations in the electrostatic force of dipoles, which in turn is influential in the material structure and properties of sulfonated PBS . However, using greater amounts of functional monomers (more than 20 mol% of anion groups) results in ionic copolyesters with low intrinsic viscosities for the following reasons: (i) the high temperature in melt polycondensation motivates the β‐elimination reaction of sulfonate groups; (ii) the use of a conventional catalyst (titanium(IV) tetrabutoxide (TBT)) results in decomposition of the sulfonated units; and (iii) the formation of ion cluster regions that increase the viscosity of the mass reaction hinders the volatilization of byproducts . Therefore, a new strategy has been developed to efficiently synthesize ionic polyesters, such that unsaturated polymers containing carbon–carbon double bonds along their backbones are modified by reactive substances .…”

Section: Introductionmentioning

confidence: 99%

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Sulfonated poly(butylene succinate) as a pseudo‐random copolymer: effect of sulfonate groups on microstructure and thermal behavior

Kaykha

Rafizadeh

2018

Polymer International

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The positional effect of sulfonate groups on poly(butylene succinate) (PBS) microstructure was investigated. In this regard, unsaturated poly(butylene fumarate) (PBF) and poly(butylene succinate‐ran‐fumarate) copolymers, synthesized via esterification/polycondensation reactions, were modified through post‐polymerization modification. The progress of the PBF sulfonation reaction was analyzed via 1H NMR, dynamic light scattering and field emission SEM. The microstructure and thermal behavior of the functional polyesters were studied through DSC, TGA, elemental analysis and 1H NMR. Based on the results, the sulfonation reaction of unsaturated polymer chains, which are not experiencing a phase separation, is instantaneous, but sulfonation of the chains that have formed colloidal particles is a time‐consuming process. Surprisingly, the outcomes of 1H NMR analysis revealed a kind of heterogeneity along the fully sulfonated PBS backbone, similar to what is usually observed for copolymers. This is due to the ability of sulfonate groups to locate in different sites and create various block types. Due to the attraction between sulfonate groups, they tend to attach to the chain such that they provide the greatest number of second type blocks (containing two sulfonate groups). The randomness of sulfonated polymers after the sulfonation reaction was increased compared to that of the corresponding unsaturated copolymers. Increasing the content of sulfonate groups also led to a significant decrease in the thermal resistance (ca 120 °C) and crystallinity, along with a dramatic increase in ash content and Tg (up to 156 °C). © 2018 Society of Chemical Industry

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Section: Resultsmentioning

confidence: 96%

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Sulfonated poly(butylene succinate) as a pseudo‐random copolymer: effect of sulfonate groups on microstructure and thermal behavior

Kaykha

Rafizadeh

2018

Polymer International

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“…presented a novel strategy for the synthesis of SA bio‐polyesters in methanol/water media via ionic co‐monomers (Fig. ) . SA was co‐polymerized with sulfonated dimethyl succinate (SDMS) and BDO in a homogeneous melt by (trans)esterification (170 °C, N 2 , 6 h) followed by polycondensation (0.6% dibutyl tin oxide, 180–240°C, vacuum, 3 h), resulting in both PBS and poly(butylene succinate‐co‐butylene sulfonated succinate) (PBSxSSy).…”

Section: Materials Chemicals and Fuels From Succinic Acidmentioning

confidence: 99%

A review of progress in (bio)catalytic routes from/to renewable succinic acid

Mazière

Prinsen

García

et al. 2017

Biofuels Bioprod Bioref

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In the last decade, succinic acid has become a key platform chemical in the bio‐based industry. It is one of the few renewable chemicals that have proven to be competitive with the fossil‐derived production. Still, improvements can be made in terms of sustainability, especially in the usage of alternative carbon sources for advanced life cycles. Numerous catalytic routes have been developed for the conversion of bio‐succinate to a wide range of chemical compounds and bio‐based polymers. However, most of them have been demonstrated from pure isolated succinic acid, but the isolation and purification of succinic acid from fermentation broths is no mean task and requires a considerable amount of energy. Therefore, catalytic routes in aqueous phase have also been studied intensively to by‐pass isolation and purification steps. This review describes the recent developments published in this research field. © 2017 Society of Chemical Industry and John Wiley & Sons, Ltd

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Antibacterial piperazine‐derived quaternized copolyesters with controlled degradability

Goel

Kaur

Singh

et al. 2023

J of Applied Polymer Sci

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The slow degradability of aliphatic polyesters can be attributed to their poor hydrophilicity. In this article, we report on a series of biodegradable and biocompatible pH-responsive piperazine-based copolyesters labeled P2-P7 synthesized by melt polycondensation approach that exhibit tunable hydrophilicity with antibacterial properties. X-ray diffraction analysis showed the copolymers to be highly crystalline, with their crystallinity in the range of 41%-55%. Contact angle measurements showed moderate hydrophilicity, with a water contact angle of 59 -71 for P2-P7 suggesting that the incorporation of piperazine units in the copolymer backbone moderately improves their hydrophilicity.N-alkylation with methyl iodide further enhanced their hydrophilicity with their measured contact angles changing from 62 in unalkylated P2 to 27 in the fully alkylated analogue P12. The effect of crystallinity and hydrophilicity on polyester degradation was systematically investigated by hydrolytic degradation studies. The quaternized copolymer P10 showed $39% reduction in molecular weight, whereas only $19% of P2 was degraded in 8 weeks, thus exhibiting faster degradation in the quaternized polyester. The biocompatibility with U2OS cells and the antibacterial properties established their importance as potential biomedical materials.

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Poly(butylene succinate) Ionomers with Enhanced Hydrodegradability

Cited by 26 publications

References 32 publications

Sulfonated poly(butylene succinate) as a pseudo‐random copolymer: effect of sulfonate groups on microstructure and thermal behavior

Sulfonated poly(butylene succinate) as a pseudo‐random copolymer: effect of sulfonate groups on microstructure and thermal behavior

A review of progress in (bio)catalytic routes from/to renewable succinic acid

Antibacterial piperazine‐derived quaternized copolyesters with controlled degradability

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