Advances in the synthesis of bio-based aromatic polyesters: novel copolymers derived from vanillic acid and ε-caprolactone

Gioia, Claudio; Banella, Maria Barbara; Marchese, Paola; Vannini, Micaela; Colonna, Martino; Celli, Annamaria

doi:10.1039/c6py00908e

Cited by 51 publications

(66 citation statements)

References 48 publications

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“…The glass‐transition temperature ( T g ) of a polymer depends on the rigidity or flexibility of its structure, and the value was obtained from the DSC cooling curve [Figure (b)]. It is governed by intermolecular forces of attraction, the presence of thermostable moieties and stiffening groups, and crosslink density . The T g of the thermoset in the absence of HBGP was found to be 37 °C.…”

Section: Resultsmentioning

confidence: 99%

“…Further crosslinks between chains restrict the chain motion and thus increase T g . The presence of bulky pendant groups like benzene rings can also restrict the rotational freedom, leading to high T g , so with the increase in wt % of HBGP, the T g value increases. These values are higher than that of a citric acid–based waterborne polyester …”

Section: Resultsmentioning

confidence: 99%

“…For example, soybean oil–based biodegradable polyester containing D‐mannitol moiety is reported to possess very poor mechanical properties . Gioia et al . reported a biobased aromatic polyester from vanillic acid and poly(caprolactone) without evaluating mechanical properties and biodegradability.…”

Section: Introductionmentioning

confidence: 99%

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Biobased waterborne, tough hyperbranched polyester thermosets as environmentally benign polymeric materials

Hazarika

Karak

2018

J of Applied Polymer Sci

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High‐performing water‐dispersible polyester synthesized under facile and ecofriendly reaction conditions has gained substantial interest because it has zero volatile organic compounds and is nontoxic. However, such polyester suffers from poor mechanical performance, so it is unsuitable for modern applications. In the present study, we focused on synthesis of a water‐dispersible polyester that contains aromatic and aliphatic moieties in the polymer backbone and can be readily synthesized from biobased and well‐defined reactants. We have synthesized water‐dispersible hyperbranched polyesters using three different weight percents of glycerol‐based hyperbranched polyol as a branch‐generating moiety containing both aromatic and aliphatic units along with citric acid, poly(ethylene glycol), and 2,2‐bis(hydroxymethyl) propionic acid through a solvent‐, catalyst‐, and neutralizing agent‐free facile route. The chemical structures of these polyesters were elucidated using various instrumental analyses. Hyperbranched epoxy and poly(amido amine) cured thermosets of these polyesters exhibited high tensile strength, toughness, impact resistance, scratch resistance, high gloss, biodegradability, and good chemical resistance without much effect on their elongation at break. Therefore, this high‐performing, sustainable, tough water‐dispersible thermosetting polyester has strong potential as an environmentally friendly polymeric material. © 2018 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2018, 135, 46738.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

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Biobased waterborne, tough hyperbranched polyester thermosets as environmentally benign polymeric materials

Hazarika

Karak

2018

J of Applied Polymer Sci

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“…For example, the thermal processes [glass transition ( T g ), melting ( T m ), and decomposition ( T d ) temperatures] decreased with increasing methoxy side chains ( p HB > VEB > SEB), and increasing alkyl chain length. It was previously shown that polyethylene vanillate (PEV) with a T g ≈ 71 °C and T m ≈ 239 °C displayed thermal properties closest to PET ( T g ≈ 67 °C and T m ≈ 265 °C) …”

Section: Introductionmentioning

confidence: 99%

Sustainable poly(ether amide)s from lignin‐derived precursors

Saenz

Scott

2018

J. Polym. Sci. Part A: Polym. Chem.

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In recent years, there have been concerted efforts to replace petrochemical products with those from renewable sources due to the unsustainability of petroleum feedstock, and the continued volatility in the price. This work describes the synthesis and thermal properties of two new lignin‐derived poly(ether‐amide)s as alternative thermoplastics to petroleum‐based commodities. Poly‐4‐(2‐aminoethoxy)benzoate (PEAB) and poly‐4‐(2‐aminoethoxy)‐3‐methoxybenzoate (PEAV) are synthesized by a melt polycondensation and characterized by 1H NMR spectroscopy and thermal analysis. The number average molecular weight (Mn) of the polymers are estimated from the 1H NMR spectroscopy analysis, and were shown to be 4100 and 12,000 g/mol for PEAB and PEAV respectively. The PEAB had a higher decomposition temperature (Td) as well as glass transition temperature (Tg) compared to PEAV; albeit, with a lower molecular weight. The polymers’ Td were in the range of 330 °C–380 °C and the Tg were between 100 °C and 120 °C. The thermal properties of the polymers are in the desirable range for thermoplastic materials used in the packaging, storage, and coating industries. Furthermore, the polymers are susceptible to degradation under acidic conditions in a short period; a property that is highly desirable for degradable polymers. © 2018 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2018, 56, 2154–2160

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“…In this series of polymers, Tg was ranging between 50 and 70 • C and Tm between 170 and 239 • C were reported. A more sustainable chemical pathway from vanillic acid to polyethylene vanillate has been recently reported [323]. In fact, etherification reactions of phenolic compounds with a bio-based reagent, ethylene carbonate, instead of chloroethanol, represent an eco-friendly way to improve the reactivity of the phenolic functionality.…”

Section: Valorization Of Ferulic Acid (Fa) and Aromatic Compounds As mentioning

confidence: 99%

Processing, Valorization and Application of Bio-Waste Derived Compounds from Potato, Tomato, Olive and Cereals: A Review

Fritsch

Stäbler

Happel³

et al. 2017

Sustainability

148

102

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Abstract:The vast and ever-growing amount of agricultural and food wastes has become a major concern throughout the whole world. Therefore, strategies for their processing and value-added reuse are needed to enable a sustainable utilization of feedstocks and reduce the environmental burden. By-products of potato, tomato, cereals and olive arise in significant amounts in European countries and are consequently of high relevance. Due to their composition with various beneficial ingredients, the waste products can be valorized by different techniques leading to economic and environmental advantages. This paper focuses on the waste generation during industrial processing of potato, tomato, cereals and olives within the European Union and reviews state-of-the-art technologies for their valorization. Furthermore, current applications, future perspectives and challenges are discussed.

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Advances in the synthesis of bio-based aromatic polyesters: novel copolymers derived from vanillic acid and ε-caprolactone

Abstract: A new and sustainable pathway for the synthesis of polyesters and copolyesters derived from vanillic acid is reported. The one-pot procedure does not require either solvents or purification steps. New bio-based crystalline copolymers with tunable thermal properties are obtained.

Cited by 51 publications

References 48 publications

Biobased waterborne, tough hyperbranched polyester thermosets as environmentally benign polymeric materials

Biobased waterborne, tough hyperbranched polyester thermosets as environmentally benign polymeric materials

Sustainable poly(ether amide)s from lignin‐derived precursors

Processing, Valorization and Application of Bio-Waste Derived Compounds from Potato, Tomato, Olive and Cereals: A Review

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