Synthesis and characterization of poly(ester amide) from remewable resources through melt polycondensation

Ge, Yajie; Yuan, Dandan; Luo, Zhenhuan; Wang, B. B.

doi:10.3144/expresspolymlett.2014.6

Cited by 15 publications

(8 citation statements)

References 14 publications

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“…The poly(ester amide)s showed two stage decomposition behavior in TG. Similar two step thermal degradation behaviors were observed for some reported poly(ester amide)s, where the first degradation step was assigned to the ester bond cleavage [34,49,50]. All the poly(ester amide)s showed higher T d5 values than that of PA4 [24] as indicated in Table 2.…”

Section: Discussionsupporting

confidence: 77%

Synthesis, Properties, and Biodegradation of Sequential Poly(Ester Amide)s Containing γ-Aminobutyric Acid

Nakayama

Watanabe

Tanaka

et al. 2020

IJMS

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Poly(ester amide)s are attracting attention because they potentially have excellent thermal and mechanical properties as well as biodegradability. In this study, we synthesized a series of novel poly(ester amide)s by introducing γ-aminobutyric acid (GABA) regularly into polyesters, and investigated their properties and biodegradabilities. GABA is the monomer unit of biodegradable polyamide 4 (PA4). The new poly(ester amide)s were synthesized from the reaction of ammonium tosylate derivatives of alkylene bis(γ-aminobutylate) and p-nitrophenyl esters of dicarboxylic acids. All the obtained polymers showed relatively high melting temperatures (Tm). Their thermal decomposition temperatures were improved in comparison with that of PA4 and higher enough than their Tm. The poly(ester amide)s exhibited higher biodegradability in seawater than the corresponding homopolyesters. Their biodegradabilities in activated sludge were also studied.

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Section: Discussionsupporting

confidence: 77%

Synthesis, Properties, and Biodegradation of Sequential Poly(Ester Amide)s Containing γ-Aminobutyric Acid

Nakayama

Watanabe

Tanaka

et al. 2020

IJMS

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“…For all BPEAs, the decomposition temperatures are considerably higher than the melting temperatures, which is important for the processing of these materials. From the TGA results, the thermal stability of poly(ester amide) is superior to that of polyester and comparable to previous poly(ester amide)s . As shown in Table , the thermal stability improves with the increase of DD content because of the increase of the number of amide units of BPEAs.…”

Section: Resultssupporting

confidence: 51%

One‐pot synthesis of biodegradable and linear poly(ester amide)s based on renewable resources

Wang

Ren

Bai

et al. 2016

J of Applied Polymer Sci

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Poly(ester amide) has attracted much attention because they demonstrate satisfactory mechanical performance, yet are biodegradable. Owing to the increasing depletion of fossil resources, we chose 1,4‐butanediol, 1,10‐decanediamine (DD), 1,10‐sebacic acid, and itaconic acid (IA), which can be produced in large scale by fermentation of renewable resources, to synthesize a series of biobased poly(ester amide)s (BPEAs) by condensation polymerization. We used multiple monomers to suppress crystallization. The pyrrolidone rings formed between DD and IA increases the molecular spacing and the chain irregularity of BPEAs. The properties of BPEAs were tunable by adjusting the monomer ratio. The effect of DD content on the molecular weight, thermal stability, mechanical properties, and in vitro degradation of BPEAs was investigated. © 2016 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2016, 133, 43446.

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“…The second decomposition step was very low for the PEA from succinic acid, but became more acute with the increase of carbon content in the PEA. According to literature [40,41], the first stage of decomposition was assigned to the cleavage of the ester bonds, and the second to one of the amide bonds. T. Fey et al [42] showed that the thermal degradation of PEA synthesized from succinic anhydride and amino alcohols (H 2 N-(CH 2 ) x -OH with x=2 to 6) resulted in the formation of Nhydroxyalkyl imides by a nucleophilic attack of the amide nitrogen to the neighboring ester carbonyl group through an intramolecular reaction.…”

Section: Thermal Propertiesmentioning

confidence: 99%

Synthesis of new biobased linear poly(ester amide)s

Nguyễn

Balligand

Bormann

et al. 2019

European Polymer Journal

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In the present work, we investigated the synthesis of new biobased linear aliphatic PEAs with a controlled regicity, in a two steps procedure. First, dioldiamide derivatives were successfully synthesized, then polycondensation reaction using the usual alcohol plus acid reaction was performed. NMR analyses demonstrate that dioldiamide can be synthesized in one step from diacid and ethanolamine condensation with high conversion. A new library of polymers was then synthesized, and characterized. Overall, the reactivity of amine or alcohol or acid functions is investigated by in-depth 1 H and 13 C NMR versus HSQC NMR analysis. These results can be used to follow the complex evolution of monoesterification or diesterification reactions, monoamidation or diamidation reactions when dicarboxylic acids versus alcohol or amine are reacted. Thermal degradation was examined, and a good stability of all the polymers was evidenced. The thermal properties of the polymers were also analyzed, and high melting temperatures were measured, thanks to the control of the regicity. Comparing the melting and crystallization temperature revealed a fast rate of crystallization, an important feature for polymer melt processing. The solubility behavior of these polymers was found to be close to the one of polyamides, suggesting the use of this new polymers library to replace polyamides in applications where biodegradability of the materials is required.

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Synthesis and characterization of poly(ester amide) from remewable resources through melt polycondensation

Cited by 15 publications

References 14 publications

Synthesis, Properties, and Biodegradation of Sequential Poly(Ester Amide)s Containing γ-Aminobutyric Acid

Synthesis, Properties, and Biodegradation of Sequential Poly(Ester Amide)s Containing γ-Aminobutyric Acid

One‐pot synthesis of biodegradable and linear poly(ester amide)s based on renewable resources

Synthesis of new biobased linear poly(ester amide)s

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