Synthesis of Poly(butylene succinate) Copolymer Including 2,5-Furandicarboxylate

晃広, 大石; 洋, 飯田; 洋一, 田口

doi:10.1295/koron.67.541

Cited by 5 publications

(11 citation statements)

References 4 publications

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Section: ■ Results and Discussionmentioning

confidence: 99%

“…To obtain more detailed information about the structure of the P(BS-co-BAz)s, 13 C NMR (Figure 2) was performed. The The sensitivity of the 13 C NMR to small differences in the chemical environment enabled us to determine the different triad (SBS, SBAzAzBS, and AzBAz) structures. The determination is possible, assuming that both the succinic (S) and the azelate (Az) moieties along the copolyester backbone exist only as BSB and BAzB triads, respectively, and their quaternary carbons have chemical shifts identical to those of corresponding homopolyester as found for other copolymers.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

“…Characterization. 1 H and 13 C NMR spectra were collected in CDCl 3 solution on a Bruker AMX-300 apparatus. Size-exclusion chromatography (SEC) was performed in CHCl 3 at 30 °C using an Agilent liquid chromatograph equipped with an Agilent degasser, an isocratic HPLC pump (flow rate = 1 mL min −1 ), an Agilent autosampler (loop volume = 200 μL, solution conc.…”

Section: ■ Introductionmentioning

confidence: 99%

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Biobased Polyesters with Composition-Dependent Thermomechanical Properties: Synthesis and Characterization of Poly(butylene succinate-co-butylene azelate)

et al. 2013

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Environmentally friendly poly(butylenesuccinate-co-butyleneazelate) (P(BS-co-BAz)s) aliphatic copolyesters with composition-dependent thermomechanical properties were synthesized from succinic acid (SuA), 1,4-butanediol (BDO), and dimethylazelate (DMAz) through a two-step polycondensation reaction. The molar SuA/AzA ratio was varied from 4:1 to 1:4, and the chemical structure and molecular characteristics of resulting (co)polyesters were characterized by NMR and SEC, whereas thermal properties and crystallinity were studied by differential scanning calorimetry (DSC), dynamic mechanical thermal analyses (DMTA), and X-ray diffraction (XRD). A good agreement between theoretical and experimental SuA/AzA molar ratios in the copolyesters was achieved, together with the recovery of semicrystalline random copolymers of uniform composition along the chains. NMR, DSC, DMTA, and XRD results show that depending on their composition the P(BS-co-BAz) copolyesters might find applications from elastomers to high-impact thermoplastics.

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Section: ■ Results and Discussionmentioning

confidence: 99%

Section: ■ Results and Discussionmentioning

confidence: 99%

Section: ■ Introductionmentioning

confidence: 99%

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Biobased Polyesters with Composition-Dependent Thermomechanical Properties: Synthesis and Characterization of Poly(butylene succinate-co-butylene azelate)

et al. 2013

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“…Copolymerization has been applied to various technical polyesters in order to tune their thermal properties, such as crystallizability, melting or glass transition temperatures [ 10 ]. PBF copolyesters with enhanced biodegradability have already been prepared by either melt polycondensation [ 11 , 12 , 13 , 14 ] or ring opening polymerization (ROP) of cyclic oligomers [ 15 , 16 ]. This last method, which uses cyclic oligomers for the synthesis, has some advantages because it does not require by-product removal during reaction, implies small or no heat exchange, and attains very high-molecular-weight polymers in reaction times of minutes.…”

Section: Introductionmentioning

confidence: 99%

Partially Renewable Poly(butylene 2,5-furandicarboxylate-co-isophthalate) Copolyesters Obtained by ROP

2018

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Cyclic butylene furandicarboxylate (c(BF) n ) and butylene isophthalate (c(BI) n ) oligomers obtained by high dilution condensation reaction were polymerized in bulk at 200 • C with Sn(Oct) 2 catalyst via ring opening polymerization to give homopolyesters and copolyesters (coPBF x I y ) with weight average molar masses in the 60,000-70,000 g·mol −1 range and dispersities between 1.3 and 1.9. The composition of the copolyesters as determined by NMR was practically the same as that of the feed, and they all showed an almost random microstructure. The copolyesters were thermally stable up to 300 • C and crystalline for all compositions, and have T g in the 40-20 • C range with values decreasing almost linearly with their content in isophthalate units in the copolyester. Both melting temperature and enthalpy of the copolyesters decreased as the content in butylene isophthalate units increased up to a composition 30/70 (BF/BI), at which the triclinic crystal phase made exclusively of butylene furanoate units changed to the crystal structure of PBI. The partial replacement of furanoate by isophthalate units decreased substantially the crystallizability of PBF.

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“…An efficient method of modifying the properties of PBS is to prepare its copolymers, such as poly(butylene succinate‐ co ‐butylene adipate)(PBSA), its mechanical properties similar to polyolefin 9. Up to now, many studies on the synthesis, characterization, degradation, crystallization, and other properties of PBS and its copolyesters have been reported10–12; however, to the best of our knowledge, there were few reports about the synthesis or properties of PBS‐ co ‐(amino acids).…”

Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of biodegradable poly(butylene succinate)‐co‐oligo(L‐valine) copolyesters via direct melt transesterification

Tan

Chen

et al. 2012

J of Applied Polymer Sci

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A series of aliphatic biodegradable poly(butylene succinate)-co-oligo(L-valine) (PBSVAL) copolyesters were synthesized with dimethyl succinate, 1,4-butanediol (BDO), and oligo(L-valine) (OVL) as reagents. The GPC results show that the weight average molecular weight (M w ) of the copolyester with a feed ratio (PBS/OVL) of 0.9/0.1 (PBSVAL 10 ) is 4.9 Â 10 4 g/mol, and its polydispersity index is 1.68. All the copolyesters were more thermally stable than the pristine poly(butylene succinate) (PBS). The incorporation of valine units into the copolyesters eventually led to the decrease of the crystallization temperature, melting temperature, while increase of crystallization enthalpy and melting enthalpy. The crystal structure of the copolyesters is similar to pure PBS except for higher degrees of crystallinity; also there was a trend to higher degrees of crystallinity with increasing content of valine. From the enzymatic degradation experiment, it is clear that the PBSVAL 10 copolyester shows less weight loss as compared to pure PBS which is due to PBSVAL 10 with higher degree of crystallinity. The morphology of the copolyester films after degradation was also studied by the scanning electron microscopy.

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Synthesis of Poly(butylene succinate) Copolymer Including 2,5-Furandicarboxylate

Cited by 5 publications

References 4 publications

Biobased Polyesters with Composition-Dependent Thermomechanical Properties: Synthesis and Characterization of Poly(butylene succinate-co-butylene azelate)

Biobased Polyesters with Composition-Dependent Thermomechanical Properties: Synthesis and Characterization of Poly(butylene succinate-co-butylene azelate)

Partially Renewable Poly(butylene 2,5-furandicarboxylate-co-isophthalate) Copolyesters Obtained by ROP

Synthesis and characterization of biodegradable poly(butylene succinate)‐co‐oligo(L‐valine) copolyesters via direct melt transesterification

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