Next-Generation High-Performance Biobased Naphthalate-Modified PET for Sustainable Food Packaging Applications

Lee, Ting‐Han; Liu, Hengzhou; Forrester, Michael; Shen, Lening; Wang, Tung‐ping; Yu, Huangchao; He, Jiahao; Li, Wenzhen; Kraus, George A.; Cochran, Eric W.

doi:10.1021/acs.macromol.2c00777

Cited by 11 publications

(7 citation statements)

References 59 publications

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“…The density of different PET was characterized by densitometer at room temperature to prevent temperaturedependent density changes, which can provide indirect evidence for the densification and the variation of free volume for polymer materials, as displayed in Figure 3e. It has been reported in previous literature reports 35 that the bulk density of completely amorphous PET is about 1.333 g/cm 3 . From the Figure 3e, it is clear that the density improves from 1.324 g/ cm 3 for CM-PET to 1.358 g/cm 3 for ib-PET, which demonstrates that dynamic pressure engineering is beneficial to promote the bulk density of PET, therefore resulting in the enhancement of interaction among adjacent molecular chains.…”

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confidence: 82%

“…From the Figure 3e, it is clear that the density improves from 1.324 g/ cm 3 for CM-PET to 1.358 g/cm 3 for ib-PET, which demonstrates that dynamic pressure engineering is beneficial to promote the bulk density of PET, therefore resulting in the enhancement of interaction among adjacent molecular chains. Inspired by the density of ib-PET breakthrough the theoretical value of 1.333 g/cm 3 , the structural evolution under dynamic pressure engineering is necessary for further investigation.…”

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confidence: 94%

“…Polyethylene terephthalate (PET), one of the most versatile thermoplastic polyesters, has shown a broad application range over the past decades. For example, since 1985, PET has been employed to fabricate vacuum blood collection tubes due to its robust mechanical properties, excellent biocompatibility, and ultrahigh transparency. , However, its inferior gas barrier performances are considered as one of the major obstacles for further practical application. , Hence, the gas barrier performances of PET imminently need to be boosted through a large variety of modification approaches including physical and chemical modification to further meet industrial applications.…”

Section: Introductionmentioning

confidence: 99%

“…1,2 However, its inferior gas barrier performances are considered as one of the major obstacles for further practical application. 3,4 Hence, the gas barrier performances of PET imminently need to be boosted through a large variety of modification approaches including physical and chemical modification to further meet industrial applications.…”

Section: ■ Introductionmentioning

confidence: 99%

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Transparent Intrinsic Barrier Polymer via Dynamic Pressure Engineering

Liu

Huang

Xu³

et al. 2023

Macromolecules

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Polymers with desirable barrier performances are urgently demanded for various applications, especially in dealing with COVID19. Current art mostly focuses on copolymerization, crystallization, melt blending, and surface modification, ultimately leading to compromised transparency, mechanical performances, and potential medical safety. In this work, we report a dynamic pressure driven approach for the first time can translate conventional nonbarrier polyethylene terephthalate (PET) into intrinsic barrier (ib-PET) material while maintaining its outstanding transparence by a single step. The oxygen permeability and water vapor transmission rate are 88% and 43% lower than those for conventional technique-processed nonbarrier PET, respectively, resulting from slower chain dynamics and reduction in the free volume. This work can construct a prospective avenue toward rational design for pristine materials with outstanding barrier properties and provide in-depth insight into the perception of dynamic pressure engineering, as well as provide a novel concept for tailoring and design of advanced polymers from the energy point of view.

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confidence: 82%

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confidence: 94%

Section: Introductionmentioning

confidence: 99%

Section: ■ Introductionmentioning

confidence: 99%

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Transparent Intrinsic Barrier Polymer via Dynamic Pressure Engineering

Liu

Huang

Xu³

et al. 2023

Macromolecules

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“…For example, PET has a relatively high T g of 67-81 °C [5] and poly(ethylene 2, 7-naphthalat) with a high T g of 120.1 °C. [6] Because the degradability of PET is very slow in nature, to find aromatic polyester with excellent degradability is worthy of research. [7] Recently, some degradable aromatic polyesters have been synthesized from the ROP of aromatic cyclic ester monomers, like 2, 3-dihydro-5H-1, 4-benzodioxepin-5-one (2,3-DHB), Benzo-thia-caprolactones and 3, 4-dihydro2H-benzo[b] [1,4]dioxepin-2-one (BDXO).…”

Section: Introductionmentioning

confidence: 99%

Tetrabutylammonium Halides as Selectively Bifunctional Catalysts Enabling the Syntheses of Recyclable High Molecular Weight Salicylic Acid‐Based Copolyesters

Ren,

Xian,

Jia

et al. 2023

Angew Chem Int Ed

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To synthesize high molecular weight poly(phenolic ester) via a living ring‐opening polymerization (ROP) of cyclic phenolic ester monomers remains a critical challenge due to serious transesterification and back‐biting reactions. Both phenolic ester bonds in monomer and polymer chains are highly active, and it is difficult so far to distinguish them. In this work, an unprecedented selectively bifunctional catalytic system of tetra‐n‐butylammonium chloride (TBACl) was discovered to mediate the syntheses of high molecular weight salicylic acid‐based copolyesters via a living ROP of salicylate cyclic esters (for poly(salicylic methyl glycolide) (PSMG), Mn = 361.8 kg/mol, Ɖ < 1.30). Compared to previous catalysis systems, the side reactions were suppressed remarkably in this catalysis system because phenolic ester bond in monomer can be selectively cleaved over that in polymer chains during ROP progress. Mechanistic studies reveal that the halide anion and alkyl‐quaternaryammonium cation work synergistically, where the alkyl‐quaternaryammonium cation moiety interacts with the carbonyl group of substrates via non‐classical hydrogen bonding. Moreover, these salicylic acid‐based copolyesters can be recycled to dimeric monomer under solution condition, and can be recycled to original monomeric monomers without catalyst under sublimation condition.

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Dihydroxyterephthalate—A Trojan Horse PET Counit for Facile Chemical Recycling

et al. 2023

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degradation, oxidation, contamination, and altered molecular weight distribution. [8] Tertiary recycling, known commonly as chemical recycling or chemolysis, promises the recovery of virgin monomers that can be used to regenerate brand-new plastics, even from highly damaged and contaminated feedstocks. Multiple approaches for PET chemolysis have been considered including glycolysis, alcoholysis, and hydrolysis. [10] Hydrolysis uses aqueous solutions with acidic, alkaline, or neutral catalysts, whereas glycolysis and alcoholysis use glycols or alcohols, respectively. Other approaches such as aminolysis and ammonolysis use aqueous amine solutions or ammonia, but these are seldom considered due to the lack of product application.As the simplest and oldest approach to PET depolymerization, glycolysis has been studied thoroughly. Generally, EG is used to attain the precursor bis(hydroxyethyl) terephthalate (BHET) for subsequent PET regeneration. Besides temperature and time, various catalysts, including metal acetates, metal oxides, carbonates, sulfates, ionic liquids, and others have been investigated. Metal acetates are the most widely used with activities ordering as Zn 2 + > Pb 2 + > Mn 2 + > Co 2 + and BHET yields ranging 70-100%. [11] Imran et al. used pure oxides and mixedoxide spinel as catalysts and indicated better efficiency compared to single oxides due to higher surface area and acid site concentration. The type of metal cation, coordination geometry (tetrahedral or octahedral), and the spinel geometry (tetragonal or cubic) affected yield. [12] Al-Sabagh et al. studied glycolysis using Cu-and Zn-acetate-containing ionic liquids as catalysts which evidently retained activity for up to six reuses. [13] Moreover, product recovery from ionic liquid catalyzed processes was simpler compared to conventional catalysts like metal acetates. Microwave-assisted glycolysis of PET has gained considerable attention due to the 300 s time scale required to achieve nearly complete conversion, albeit at energy requirements near 60 MJ kg −1 . [14,15] Alcoholysis involves the degradation of PET in an alcoholic medium under high temperature and pressure, with methanolysis having drawn the most attention over recent years. It can proceed under three forms: liquid (conventional), super-heated (vapor), or supercritical. [16][17][18] The conventional process uses the same catalysts as glycolysis, whereas the super-heated pathway leads to a lower decomposition rate but has higher tolerance for contaminated PET. The supercritical process achieves significantly higher PET decomposition rates without catalyst, albeit at the expense of severe reaction conditions (T > 240 °C, P > 8 MPa).Hydrolysis of PET can be performed with acids like H 2 SO 4 and HNO 3 , alkalis like NaOH and KOH, or neutral materials including metal acetates, phase transfer agents, or hydrotalcite in aqueous or nonaqueous media. [19] Campanelli et al. demonstrated complete depolymerization to monomers in excess water at 265 °C for 2 h. [20] Güçlü et al. carried out ...

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Next-Generation High-Performance Biobased Naphthalate-Modified PET for Sustainable Food Packaging Applications

Cited by 11 publications

References 59 publications

Transparent Intrinsic Barrier Polymer via Dynamic Pressure Engineering

Transparent Intrinsic Barrier Polymer via Dynamic Pressure Engineering

Tetrabutylammonium Halides as Selectively Bifunctional Catalysts Enabling the Syntheses of Recyclable High Molecular Weight Salicylic Acid‐Based Copolyesters

Dihydroxyterephthalate—A Trojan Horse PET Counit for Facile Chemical Recycling

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