Ductile Copolyesters Prepared Using Succinic Acid, 1,4-Butanediol, and Bis(2-hydroxyethyl) Terephthalate with Minimizing Generation of Tetrahydrofuran DOI Open Access
Sang Uk Park,

Hyeon Jeong Seo,

Yeong Hyun Seo

и другие.

Polymers, Год журнала: 2024, Номер 16(4), С. 519 - 519

Опубликована: Фев. 14, 2024

Poly(1,4-butylene succinate) (PBS) is a promising sustainable and biodegradable synthetic polyester. In this study, we synthesized PBS-based copolyesters by incorporating 5–20 mol% of –O2CC6H4CO2– –OCH2CH2O– units through the polycondensation succinic acid (SA) with 1,4-butanediol (BD) bis(2-hydroxyethyl) terephthalate (BHET). Two different catalysts, H3PO4 conventional catalyst (nBuO)4Ti, were used comparatively in synthesis process. The produced using former treated M(2-ethylhexanoate)2 (M = Mg, Zn, Mn) to connect chains ionic interactions between M2+ ions either –CH2OP(O)(OH)O− or (–CH2O)2P(O)O− groups. By BHET (i.e., –OCH2CH2O–), resulting exhibited improved ductile properties enhanced elongation at break, albeit reduced tensile strength. prepared H3PO4/M(2-ethylhexanoate)2 displayed less random distribution units, leading faster crystallization rate, higher Tm value, yield strength compared those (nBuO)4Ti same amount BHET. Furthermore, they substantial shear-thinning behavior their rheological due presence long-chain branches (–CH2O)3P=O units. Unfortunately, H3PO4/M(2-ethylhexanoate)2, hence containing M2+, –CH2OP(O)(OH)O−, groups, did not exhibit biodegradability under ambient soil conditions.

Язык: Английский

Hydrophilic and Biodegradable PBAT Copolyesters Prepared from Chemically Recycled Resources DOI

Jizhe Liu,

Zhenlin Jiang, Yue‐Ting Zhou

и другие.

ACS Applied Polymer Materials, Год журнала: 2024, Номер 6(9), С. 5235 - 5245

Опубликована: Апрель 22, 2024

Poly(butylene adipate-co-terephthalate) (PBAT) is the most extensively researched and developed biodegradable material. Its application in production of garments, packaging, films limited due to lack polar groups on its surface. To address issue insufficient hydrophilicity PBAT, this paper presents modified PBAT that incorporates a hydrophilic chain segment (polyethylene glycol, PEG) during polycondensation process. Regenerated bis(hydroxybutyl)terephthalate (BHBT), precursor material for synthesis was produced through chemical alcoholysis poly(butylene terephthalate) (PBT). Hydrophilic then prepared by condensation polymerization with recycled BHBT, BHAT (dihydroxybutyl adipate), PEG. It has been demonstrated successful doping PEG into main improves hydrophilicity. This leads decrease elongation at break tensile strength. Additionally, contact angle decreases 46.71°, while surface free energy (γs) increases 42.99 mJ/m2. copolyesters exhibit an increase gas permeability, highest permeability coefficient water vapor (OSFWV = 1.358). In visible light range 400–800 nm, higher transmittance than materials, resulting greater transparency. R-PBAT loss modulus storage copolyester 0.1–100 rad/s. The inclusion segments enhances melt fluidity copolyester, facilitating processing. While over course 30 days, addition had effect degradation rate which remained 34.44%.

Язык: Английский

Процитировано

10
Techno-Economic Analysis and Life Cycle Assessment of the Production of Biodegradable Polyaliphatic–Polyaromatic Polyesters DOI

Bo-Xun Wang,

Yoel R. Cortés‐Peña, Brian P. Grady

и другие.

ACS Sustainable Chemistry & Engineering, Год журнала: 2024, Номер 12(24), С. 9156 - 9167

Опубликована: Май 31, 2024

Poly(butylene-adipate terephthalate) (PBAT) is a polyaliphatic–polyaromatic polyester that biodegradable and has found application in several markets, making it widely produced polymer worldwide. However, the production of PBAT carbon-intensive, as relies on use petroleum-based monomers. There is, thus, significant interest identifying polyesters are less carbon-intensive (e.g., biomass-derived monomers). In this work, we develop detailed process model (and an associated database) for including alternatives poly(pentylene-adipate furandicarboxylate). Techno-economic analysis (TEA) reveals costs these strongly depend monomer (accounting over 90% total cost) identifies market conditions under which biomass-based can be cost-competitive to PBAT. Life cycle assessment (LCA) shows reduce global warming impact by half. Overall, proposed TEA/LCA aims provide guidance into most promising help assess their overall economic environmental performance.

Язык: Английский

Процитировано

6
Biodegradable Copolyesters Derived from 2,5-Thiophenedicarboxylic Acid for High Gas Barrier Packaging Applications: Synthesis, Crystallization Properties, and Biodegradation Mechanisms DOI
Qianfeng Wang, Jiayi Li,

Yunxiao Dong

и другие.

ACS Sustainable Chemistry & Engineering, Год журнала: 2024, Номер 12(32), С. 12086 - 12100

Опубликована: Авг. 1, 2024

2,5-Thiophenedicarboxylic acid (TDCA) is a biobased building block for aromatic–aliphatic copolyesters. This study synthesized poly(propylene succinate-co-thiophenedicarboxylate) (PPSTh) and adipate-co-thiophenedicarboxylate) (PPATh) via two-step melt polycondensation. PPATh70 exhibits the highest melting temperature at 144.8 °C. Crystallization kinetics indicate that diol-TDCA segments primarily form crystalline phases in PPXThs, with long aliphatic units enhancing crystallization. PPXThs containing over 50 mol % TDCA have higher tensile modulus than poly(butylene adipate-co-terephthalate) (PBAT) possess excellent gas barrier properties, outperforming PBAT by 200 times. Dynamic mechanical analysis links superior properties to reduced free volumes. PPAThs degrade faster PPSThs, hydrolytic differences explained Fukui function DFT calculations. Molecular dynamics simulations clarified degradation mechanism catalyzed Candida antarctica lipase B, showing residues entrance interact PPXTh50 residues, hindering carbonyl carbon from approaching catalytic nucleophile, while flexible PPXTh40 more easily achieves an ideal Bürgi–Dunitz angle nucleophilic attack.

Язык: Английский

Процитировано

5
Fully Biobased High-Molecular-Weight Polyester with Impressive Elasticity, Thermo-Mechanical Properties, and Enzymatic Biodegradability: Replacing Terephthalate DOI
Pranabesh Sahu, Lav Sharma,

Tim Dawsey

и другие.

Macromolecules, Год журнала: 2024, Номер unknown

Опубликована: Сен. 21, 2024

Язык: Английский

Процитировано

4
Aliphatic–Aromatic Copolyesters with Waste-Sourceable Multiple Chain-Length Building Blocks DOI Creative Commons
Dario Rothauer, Stefan Mecking, Taylor F. Nelson

и другие.

ACS Sustainable Chemistry & Engineering, Год журнала: 2025, Номер 13(8), С. 3280 - 3288

Опубликована: Фев. 19, 2025

Sourcing commodity polymers from sustainable alternative feedstocks, such as those derived plastic waste or biobased resources, is a promising approach to alleviate the reliance on finite fossil fuel stocks for production of virgin plastics. Linear aliphatic dicarboxylic acids multiple chain lengths can be obtained polyethylene (PE) waste, and their use in synthesis polyesters has recently been demonstrated. To improve materials' properties chain-length dicarboxylates, we herein combined this feedstock with terephthalate an aromatic monomer unit yield aliphatic-aromatic copolyesters. We established structure-property relationships copolyesters dicarboxylates (C4-C20) model catalytic oxidation products PE 1,18-octadecanedioate reference materials single, long length dicarboxylates. Thermal solid-state structures were dominated by ratio units rather than identity dicarboxylate diol components. demonstrated upscaling copolyester synthesis, well processability mechanical copolyester, which showed comparable commercial polybutylene adipate-co-terephthalate. Finally, via transesterification thus postmodification premade polyesters, including postconsumer terephthalate, sources.

Язык: Английский

Процитировано

0
Effect of Epoxidized Soybean Oil on Biodegradation and Mechanical Performances of Thermoplastic Starch/Poly(Butylene Adipate‐Co‐Terephthalate) DOI

Jakkree Intranuwong,

Nutcha Nongyai,

Shigemitsu Shin

и другие.

Journal of Applied Polymer Science, Год журнала: 2025, Номер unknown

Опубликована: Май 28, 2025

ABSTRACT Combining a bio‐based epoxide soybean oil (ESO) compatibilizer with thermoplastic starch (TPS) significantly enhanced the mechanical performance and biodegradability of poly(butylene adipate‐co‐terephthalate) (PBAT). ESO was synthesized by treating acid, which resulted in higher degree epoxidation, reduced residual double bonds, increased hydroxyl functionality, improved compatibility interfacial adhesion between TPS PBAT opposing polarities. To prepare final sample melt state, added to TPS/PBAT binary blends weight fraction 70/30 state form resulting composite film. The two polymers is confirmed FTIR data, demonstrated that offers hydrogen bonds PBAT. Thermal analysis rheological measurements were employed examine effect addition properties polymer blend. Upon 7 wt% ESO, elongation at break blend ~81.8%, showing noticeably superior behavior compared without ESO. biodegradation revealed rate considerably from 31.6% 78.5% adding 7% compatibilizer, can be agricultural industry as biodegradable mulch

Язык: Английский

Процитировано

0
Synthesis and characterization of biobased copolyesters based on pentanediol: (2) Poly(pentylene adipate‐co‐terephthalate) DOI
Hesham Aboukeila, Onkar Singh, John Klier

и другие.

Polymer Engineering and Science, Год журнала: 2024, Номер 64(10), С. 4746 - 4759

Опубликована: Июль 26, 2024

Abstract Traditionally, most flexible food packaging is made of linear low‐density polyethylene (LLDPE) which cannot easily be recycled, nor will it degrade in a reasonable timescale. In this work, biobased biodegradable polyester alternative was investigated as possible replacement for LLDPE. High molecular weight poly (pentylene adipate‐co‐terephthalate) with 40/60 adipic acid/terephthalic acid mole ratio synthesized using direct esterification and polycondensation. Glycerol hexane‐1,2,5,6‐tetrol were added branching agents to better match the structure LLDPE turn might help ability these materials film‐blowing. Thermal, mechanical, rheological properties copolyesters thoroughly investigated. All had weight‐average over 140,000 g/mol, necessary proper rheology, thermally stable up 350°C. The addition led slight decrease crystallinity, d‐spacing, melting temperature, enthalpy melting, stress at break, elongation break. However, an increase Young's modulus complex viscosity high frequency observed compared PPeAT60 without agent added. Although improved crystallinity mechanical them viable film‐blowing, slow crystallization rate creates major challenge. Highlights Linear branched poly(pentylene (PPeAT) synthesized. Properties commercial poly(butylene (PBAT). Glass temperatures comparable PBAT. Extensional shear PPeAT stiffness factor 2 higher than PBAT; ultimate similar.

Язык: Английский

Процитировано

3
Preparation of PBAT Copolyesters with Flame Retardant and Degradable Functions through PBT Chemical Alcoholysis and Closed-Loop Recycling DOI

Jizhe Liu,

Zhenlin Jiang, Wenjing Xie

и другие.

ACS Sustainable Chemistry & Engineering, Год журнала: 2024, Номер 12(47), С. 17301 - 17318

Опубликована: Ноя. 14, 2024

The issue of fire hazard safety with regard to materials is great concern. Polybutylene terephthalate/butylene terephthalate (PBAT) the most extensively researched and utilized biodegradable material. However, absence flame-retardant chain segments in its molecular structure poses a significant environmental hazard. Our team utilizes reversibility polymerization reaction PBT (polybutylene terephthalate) chemical recycling process degrade into BHBT (butylene terephthalate), raw material for preparation PBAT. At same time, together halogen-free environmentally friendly CEPPA (3-hydroxyphenylphosphinyl-propanoic acid) BHAT glycol adipate), we design produce an highly efficient PBAT copolyester (PBATcept). closed-loop nonbiodegradable small-molecule oligomers (BHBT) PBATcept was realized. successful introduction segment demonstrated result reduction crystalline properties improvement transparency flame retardancy. 5.0 mol % resulted tensile strength 10.93 ± 0.97 MPa elongation at break 830.40 48.25% PBATcept5.0. Furthermore, LOI value 32.0%, UL-94 rating V-0. exerts synergistic effects gas-phase retardancy condensed-phase PBATcept. During combustion, undergoes preferential decomposition, generating nonflammable gases (H2O CO2) impede combustion dilute concentration flammable gases. Concurrently, it forms dense carbon layer on surface polymer, which mitigates hazards associated due fire. hydrolysis retardant enhances biodegradation performance relative rate can reach 33.92% after 30 days when addition amount 10.0 %.

Язык: Английский

Процитировано

2
Synthesis and characterization of erythritol-modified poly(butylene adipate -co- terephthalate) DOI
Jia Mi, Yingchun Li, Wensheng Wang

и другие.

Materials Today Communications, Год журнала: 2024, Номер unknown, С. 111318 - 111318

Опубликована: Дек. 1, 2024

Язык: Английский

Процитировано

1
Ductile Copolyesters Prepared Using Succinic Acid, 1,4-Butanediol, and Bis(2-hydroxyethyl) Terephthalate with Minimizing Generation of Tetrahydrofuran DOI Open Access
Sang Uk Park,

Hyeon Jeong Seo,

Yeong Hyun Seo

и другие.

Polymers, Год журнала: 2024, Номер 16(4), С. 519 - 519

Опубликована: Фев. 14, 2024

Poly(1,4-butylene succinate) (PBS) is a promising sustainable and biodegradable synthetic polyester. In this study, we synthesized PBS-based copolyesters by incorporating 5–20 mol% of –O2CC6H4CO2– –OCH2CH2O– units through the polycondensation succinic acid (SA) with 1,4-butanediol (BD) bis(2-hydroxyethyl) terephthalate (BHET). Two different catalysts, H3PO4 conventional catalyst (nBuO)4Ti, were used comparatively in synthesis process. The produced using former treated M(2-ethylhexanoate)2 (M = Mg, Zn, Mn) to connect chains ionic interactions between M2+ ions either –CH2OP(O)(OH)O− or (–CH2O)2P(O)O− groups. By BHET (i.e., –OCH2CH2O–), resulting exhibited improved ductile properties enhanced elongation at break, albeit reduced tensile strength. prepared H3PO4/M(2-ethylhexanoate)2 displayed less random distribution units, leading faster crystallization rate, higher Tm value, yield strength compared those (nBuO)4Ti same amount BHET. Furthermore, they substantial shear-thinning behavior their rheological due presence long-chain branches (–CH2O)3P=O units. Unfortunately, H3PO4/M(2-ethylhexanoate)2, hence containing M2+, –CH2OP(O)(OH)O−, groups, did not exhibit biodegradability under ambient soil conditions.

Язык: Английский

Процитировано

0