Scale Synthesis of Poly(butylene carbonate-<i>co</i>-terephthalate) and Its Depolymerization–Repolymerization Recycling Process

Liu, Lipeng; Tu, Zhu; Lu, Ying; Wei, Zhiyong

doi:10.1021/acs.iecr.2c04007

Cited by 8 publications

(5 citation statements)

References 45 publications

(77 reference statements)

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“…As shown in Figure a, the water contact angle was in a narrow range of 66.6° ± 1.5° and 69.3° ± 1° with an increasing BFu molar ratio between 20 and 60%, indicating that introducing trans CC bonds into the backbone of PBF had little effect on hydrophilicity. As compared to commercial PBAT 47 and PBST 47 copolyesters, they show close values of water contact angle . Furthermore, the water contact angle of PBFFu80 was 79.0° ± 0.3°.…”

Section: Results and Discussionmentioning

confidence: 83%

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Tunable Thermal-Induced Degradation in Fully Bio-Based Copolyesters with Enhanced Mechanical and Water Barrier Properties

Luan

Jiang³

et al. 2023

Macromolecules

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Bio-based fumaric acid act as a key monomer for the fabrication of high-performance and thermal-induced degradation polymers. Obtained poly(butylene 2,5-furandicarboxylate/ fumarate) copolyesters had a high number-average molecular weight from 27,500 to 37,600 g/mol. Trans C�C bonds and the conjugated effect provide interesting properties. Influenced by the thermal history, the elastic modulus and tensile strength (>50 MPa) are much higher than PBAT. Trans C�C bonds of fumaric acid and intermolecular interactions of furan rings restrict the diffusion of gas and water molecules. Specifically, the water barrier is 4−12 times better than PBAT, filling the gap in biodegradable food packaging. The hydrolysis resistance of fumarate segments provides good durability during their life span. The functionalization of PBFFu by thiol-Michael addition was performed at room temperature. Three substituent groups bring different conditions of pendant amino groups, resulting in the thermal-induced intramolecular cyclization from 40 to 100 °C. Fumaric acid could be a critical point to achieve the coordination of high-performance and temperature-induced degradation.

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Section: Results and Discussionmentioning

confidence: 83%

“…As compared to commercial PBAT 47 and PBST 47 copolyesters, they show close values of water contact angle. 60 Furthermore, the water contact angle of PBFFu80 was 79.0°± 0.3°. The reduction of hydrophilicity was mainly due to more perfect structures of PBFu crystals.…”

Section: Hydrophilicity Hydrolysis and Enzymatic Degradation Of Pbffumentioning

confidence: 95%

Tunable Thermal-Induced Degradation in Fully Bio-Based Copolyesters with Enhanced Mechanical and Water Barrier Properties

Luan

Jiang³

et al. 2023

Macromolecules

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“…Luo et al reported that the PBST-50, PBST-60 and PBST-70 had the same crystal structure as PBT . Wei et al prepared poly(butylene carbonate- co -terephthalate) copolyesters, and their results also suggested that PBCT copolymers with 49.2–74.3% of molar fractions assumed the lattice of the PBT crystal . In the PBSDT copolyesters, the content of BT units was 50%, suggesting that PBT crystals were the dominant crystal.…”

Section: Resultsmentioning

confidence: 99%

“…33 Wei et al prepared poly(butylene carbonate-co-terephthalate) copolyesters, and their results also suggested that PBCT copolymers with 49.2−74.3% of molar fractions assumed the lattice of the PBT crystal. 34 In the PBSDT copolyesters, the content of BT units was 50%, suggesting that PBT crystals were the dominant crystal. The XRD patterns in Figure 2d also support this judgment.…”

Section: Thermal Properties Of Pbsdtmentioning

confidence: 99%

Synergistic Modification of PBT with Diglycolic Acid and Succinic Acid: Fast Crystallization and High Strength-Toughness Copolyesters for Environmentally Degradable Packaging

Hu,

Lin,

Luan

et al. 2023

ACS Sustainable Chem. Eng.

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Biodegradable polymers tend to undergo relatively slow degradation under natural conditions, facing challenges in ecofriendly applications. The copolymerization modification of the amorphous region of aliphatic−aromatic copolyesters has become an effective method to juggle outstanding comprehensive performance and adjustable degradation. Herein, a series of poly(butylene succinate diglycolate terephthalate) (PBSDT) copolyesters were successfully prepared, realizing synergistic modification of the amorphous phase with diglycolic acid and succinic acid. In detail, PBS 40 D 10 T to PBS 10 D 40 T were designed to explore the differences in molecular characteristics and properties. We find that the similarity of these two segments reflected in segmental rigidity and domain size, also displaying comparable melting temperature and mechanical properties. The PBSDT copolyesters exhibited higher melting temperature (>141 °C), elastic modulus (>120 MPa), and tensile strength (>25 MPa) than commercial PBAT. Their gas barrier performance achieved 20 times better than PBAT and 4 times better than PLA, also being superior to that of PBAT/PLA blends. The differences of two comonomers were mainly attributed to the oxygen heteroatom of diglycolic acid, reflected in the hydrophilicity and stronger intermolecular interactions, which significantly influenced their crystal growth rate and environmental degradation. Especially, the isothermal crystallization rate (minimum t 1/2 < 15s) was the fastest among reported aliphatic−aromatic copolyesters. In addition, the degradation behavior clarified that the preferentially depolymerized diglycolate can be a decisive factor in controlling the degradation rate. Remarkably, synergistic modification by diglycolic acid and succinic acid endowed the access to enhanced hydrolytic degradability in a natural environment, without sacrificing the thermal, mechanical, and gas barrier properties. This work provides a new direction for the high strength-toughness green packagings and alternatives to PBAT with tunable degradation.

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“…Dimethyl carbonate (DMC) is a nontoxic, sustainable, green organic synthesis intermediate produced with CO 2 as raw material. − It was industrially produced by Asahi–Kasei, making DMC an ideal vehicle for preparing sustainable materials. DMC is widely used in research on the synthesis and application of polycarbonates represented by aliphatic polycarbonates (APCs) and their copolyesters. − However, the weakness of heat resistance and mechanical properties of APCs make it difficult to use in further applications, which are usually improved by copolymerizing aromatic or aliphatic units and deriving a new class of polymers, polyester-polycarbonate. − However, polyester-polycarbonates with fully rigid structures are difficult to prepare by traditional transesterification methods, and their glass transition temperatures are limited by the aliphatic diol. It cannot be further improved, which is much lower than that of commercial PETG, a commonly used copolyester with high transparency, tunable thermal properties, and good mechanical properties, making it difficult to be used in hot filling, cosmetics, or broader areas.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Thermal-Resistant Polyester-Polycarbonate with Fully Rigid Structure from Biobased Isosorbide

Zeng,

Ren,

Shen

et al. 2024

Macromolecules

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Developing green and sustainable polymers is one of the effective ways to limit carbon emissions and reduce dependence on petroleum resources. Therefore, polyester-polycarbonates based on carbon dioxide (CO 2 ) have attracted extensive attention. However, polyester-polycarbonates with fully rigid structures are difficult to prepare by traditional transesterification methods, which result in low glass transition temperatures and insufficient mechanical properties. Here, a series of polyester-polycarbonates (PCCITs) with a fully rigid structure were prepared by end hydroxyl shielding using dimethyl carbonate derived from CO 2 and biologically sourced isosorbide (IS), and the IS content is 0−60 mol %. The ester bond structure of polyesterpolycarbonate was analyzed by two-dimensional correlation spectroscopy (2DCOS). Due to the V-shaped fused ring structure of IS, the heat resistance of the copolyester is significantly improved. The glass transition temperature of PCCITs ranges from 64.2 to 131.1 °C, and its heat distortion temperature can reach up to 120.1 °C. Furthermore, all copolyesters are entirely amorphous and exhibit good transparency (>88%) and low haze value (<4%). Notably, the mechanical properties of PCCITs are comparable to those of commercial heat-resistant polyethylene terephthalate glycol (PETG), with the tensile strength of PCCT to PCCIT 60 increasing from 43.5 to 57.8 MPa, elongation at break ranging from 206.0 to 4.5%, and impact strength up to 820.3 J m −1 . Life cycle assessment evaluation showed that the GWP value of PCCIT was significantly reduced, up to 41.5%, compared with commercial PETG. This work constructs sustainable IS-based polyester-polycarbonate with fully rigid through the terminal hydroxyl shielding method.

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Scale Synthesis of Poly(butylene carbonate-co-terephthalate) and Its Depolymerization–Repolymerization Recycling Process

Cited by 8 publications

References 45 publications

Tunable Thermal-Induced Degradation in Fully Bio-Based Copolyesters with Enhanced Mechanical and Water Barrier Properties

Tunable Thermal-Induced Degradation in Fully Bio-Based Copolyesters with Enhanced Mechanical and Water Barrier Properties

Synergistic Modification of PBT with Diglycolic Acid and Succinic Acid: Fast Crystallization and High Strength-Toughness Copolyesters for Environmentally Degradable Packaging

Synthesis of Thermal-Resistant Polyester-Polycarbonate with Fully Rigid Structure from Biobased Isosorbide

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