Stereocomplexation, Thermal and Mechanical Properties of Conetworks Composed of Star-Shaped l-Lactide, d-Lactide and ε-Caprolactone Oligomers Utilizing Sugar Alcohols as Core Molecules

Sugane, Kaito; Takahashi, Hayato; Shimasaki, Toshiaki; Teramoto, Naozumi; Shibata, Mitsuhiro

doi:10.3390/polym9110582

Cited by 8 publications

(6 citation statements)

References 43 publications

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“…Xylitol in particular has been used as a monomer for synthesis of multiple materials with different characteristics, which include: core-shell electrospinnable poly (xylitol sebacate) [6,7], elastomeric copolyester with two dicarboxylic acids used as other monomers [8], and autofluorescent poly (xylitol-dodecandioic acid) [9]. Xylitol was also used as a substrate to develop injectable poly (xylitol-co-maleate-co-PEG) hydrogels [10], and star-shaped lactide and ε-caprolactone oligomers with xylitol and other sugar alcohols as core molecules [11]. Xylitol has also been used to synthesize poly (xylitol sebacate) which was analyzed by 13 C NMR and determined to be a linear chain comprised mainly of 1-acyl and 1,5-diacyl substitutions.…”

Section: Introductionmentioning

confidence: 99%

Structure and Properties of Biodegradable Poly (Xylitol Sebacate-Co-Butylene Sebacate) Copolyester

2020

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In this work, a bio-based copolyester with good mechanical properties was synthesized and characterized in terms of structure, main properties and biodegradability Determining the chemical structure of such materials is important to understand their behavior and properties. Performing an extraction of insoluble cross-linked polymer using different solvents allowed us to analyze how the polymer behaves when subjected to different chemical environments, and to obtain soluble samples suitable for more in-depth analysis. Chemical structure of poly (xylitol sebacate-co-butylene sebacate) was determined by a 1H NMR and FTIR analysis of both prepolymer gel sample and samples obtained by extraction of cross-linked polymer using different solvents. Block structure of the copolymer was confirmed by both NMR and DSC. Gel fraction, swelling value, water contact angle, and mechanical properties were also analyzed. Biodegradability of this material was confirmed by performing enzymatic and hydrolytic degradation. Synthesizing sugar-alcohol based copolyester using three monomers leads to obtaining a material with interesting chemical structure and desirable mechanical properties comparable to conventional elastomers.

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Section: Introductionmentioning

confidence: 99%

Structure and Properties of Biodegradable Poly (Xylitol Sebacate-Co-Butylene Sebacate) Copolyester

2020

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“…When glycerol is used to initiate the polymerization, a three-arm poly(glycerol ε-caprolactone) (PGCL) polyester is produced (Scheme 10). For PGCL synthesis the most often used catalyst has been tin(II) 2-ethylhexanoate or stannous octoate, Sn(Oct)2 [203][204][205][206][207][208][209][210][211], however, acidic (BF3•O(CH3)2) [212,213], and enzymatic (Novozym 435) [214,215] catalysis have been explored as well. The polymerization has been carried out between 110 °C and 130 °C when Sn(Oct)2 was used (about 48 h polymerization) or at lower temperatures when Novozym 435 (70 °C) or BF3O•(CH3)2, (80 °C) were used.…”

Section: Three-arm Poly(glycerol ε-Caprolactone)mentioning

confidence: 99%

Polyglycerol Hyperbranched Polyesters: Synthesis, Properties and Pharmaceutical and Biomedical Applications

Zamboulis

Nakiou

Christodoulou

et al. 2019

IJMS

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In a century when environmental pollution is a major issue, polymers issued from bio-based monomers have gained important interest, as they are expected to be environment-friendly, and biocompatible, with non-toxic degradation products. In parallel, hyperbranched polymers have emerged as an easily accessible alternative to dendrimers with numerous potential applications. Glycerol (Gly) is a natural, low-cost, trifunctional monomer, with a production expected to grow significantly, and thus an excellent candidate for the synthesis of hyperbranched polyesters for pharmaceutical and biomedical applications. In the present article, we review the synthesis, properties, and applications of glycerol polyesters of aliphatic dicarboxylic acids (from succinic to sebacic acids) as well as the copolymers of glycerol or hyperbranched polyglycerol with poly(lactic acid) and poly(ε-caprolactone). Emphasis was given to summarize the synthetic procedures (monomer molar ratio, used catalysts, temperatures, etc.,) and their effect on the molecular weight, solubility, and thermal and mechanical properties of the prepared hyperbranched polymers. Their applications in pharmaceutical technology as drug carries and in biomedical applications focusing on regenerative medicine are highlighted.

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“…The polymer contains mostly 1,5-diacyl and 1-acyl substitutions [22]. Other interesting materials obtained using sugar alcohols include: nanocomposites of poly(mannitol sebacate) with cellulose nanocrystals which display shape-memory properties [23], poly(xylitol-co-maleate-co-PEG) hydrogel, which can be used in order to encapsulate and inject cells [24], poly(xylitol sebacate), which can be electrospun by a core-shell method in order to obtain tissue-like material [25,26], biodegradable poly(xylitol-dodecanedioic acid) with possible future tissue-engineering applications [27], polymers able to reversibly solidify and liquefy, synthesized utilizing sugar alcohol and azo compounds [28], and conetworks based on poly(lactide) and sugar alcohols as core molecules [29].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Selected Properties of Ester Elastomer Containing Sorbitol

2020

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The aim of this work was synthesizing ester elastomers, using sorbitol as a monomer obtainable from renewable sources. Three polymers were synthesized, utilizing three different polycondensation times. Their mechanical and thermal properties were examined and compared. Poly(sorbitol sebacate-co-butylene sebacate) elastomers were synthesized as a result of polycondensation reaction, using sebacic acid, butylene glycol and sorbitol as monomers. Resulting materials had good mechanical properties and a cross-linked structure. Such elastomers are susceptible to hydrolytic degradation which has been confirmed in earlier studies. This paper shows that the material synthesized utilizing a 3.5 h polycondensation time has the most desirable mechanical and thermal properties, and the reaction is characterized by the highest degree of conversion of substrates.

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Stereocomplexation, Thermal and Mechanical Properties of Conetworks Composed of Star-Shaped l-Lactide, d-Lactide and ε-Caprolactone Oligomers Utilizing Sugar Alcohols as Core Molecules

Cited by 8 publications

References 43 publications

Structure and Properties of Biodegradable Poly (Xylitol Sebacate-Co-Butylene Sebacate) Copolyester

Structure and Properties of Biodegradable Poly (Xylitol Sebacate-Co-Butylene Sebacate) Copolyester

Polyglycerol Hyperbranched Polyesters: Synthesis, Properties and Pharmaceutical and Biomedical Applications

Synthesis and Selected Properties of Ester Elastomer Containing Sorbitol

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