Semi-bio-based aromatic polyamides from 2,5-furandicarboxylic acid: toward high-performance polymers from renewable resources

Luo, Kaiju; Wang, Yan; Yu, Junrong; Zhu, Jing; Hu, Zuming

doi:10.1039/c6ra15797a

Cited by 56 publications

(80 citation statements)

References 40 publications

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“…Luo et al . measured a T g of 302 °C for the same furan PA with higher M n and M w . Note, when we polymerize 4f using direct polycondensation using a Yamazaki–Higashi phosphorylation reaction, the final product has its T g above the degradation temperature .…”

Section: Resultsmentioning

confidence: 93%

“…Direct comparison with analogous aliphatic and aromatic PAs was not performed, and no structure–property relationships were established . Others have examined 2,5‐FDCA as a monomer feedstock to make PAs . Enzymatic preparation of furan PAs has been explored showing that FDCA could not be prepared into high‐performance PAs but its dimethyl ester can be effectively polymerized .…”

Section: Introductionmentioning

confidence: 99%

“…Luo et al . prepared and characterized aromatic furanic PAs from FDCA . Thermal decomposition temperatures were reduced relative to petroleum PAs, but no direct comparisons were made to analogous aliphatic and aromatic PAs .…”

Section: Introductionmentioning

confidence: 99%

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The effect of furan molecular units on the glass transition and thermal degradation temperatures of polyamides

Cureton

Napadensky

Annunziato

et al. 2017

J of Applied Polymer Sci

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Interfacial polymerization is used to prepare biobased furan polyamides from the carbohydrate‐derived monomer, 2,5‐furan dicarboxylic acid, aromatic diamines, and varying chain length aliphatic diamines. The molecular weights of the furan polyamides variations range 10,000–70,000 g/mol. These biobased polyamides have improved solubility relative to petroleum‐derived polyamides affording enhanced processability options. The glass transition temperatures (Tg) of the biobased furan polyamides are higher than that of aliphatic analogs, but lower than phenyl‐aromatic analogs. The Tg for these furan polyamides are as high as 280 °C. Also, the furan polyamide glass transition temperatures increase with decreasing aliphatic diamine chain length similar to results exemplified in petroleum‐based nylons. Group contribution parameters are determined for furans to enable simple prediction of the glass transition temperature and decomposition temperature of furan polyamides. The molar glass transition function for the furan is calculated to be 27.6 ± 1.5 K kg/mol. Thermal analysis measurements of the biobased furan polyamides have maximum thermal degradation temperatures at 350 °C or higher, similar to that of aliphatic polyamides when scaled with the number average molecular weight. The molar decomposition temperature functions are determined to be 37 K kg/mol for furans bonded to aliphatic units and 42 K kg/mol for furans bonded to phenyl units. © 2017 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2017, 134, 45514.

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Section: Resultsmentioning

confidence: 93%

Section: Introductionmentioning

confidence: 99%

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The effect of furan molecular units on the glass transition and thermal degradation temperatures of polyamides

Cureton

Napadensky

Annunziato

et al. 2017

J of Applied Polymer Sci

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“…In addition, PA10T/10I/1012 can be dissolved in m ‐cresol and formic acid (>98%) after heated for 2 h, but PA10T cannot. This is because PA10T/10I/1012 copolymers have lower hydrogen bond density than PA10T . All samples show strong resistance to the common strong polar organic solvents such as DMF, NMP, and DMSO.…”

Section: Resultsmentioning

confidence: 97%

“…Moreover, the solubility of TPAs in these solvents does not depend on the composition. Compared with PA 6, probably caused by the more rigid backbone, PA10T/10I/1012 copolymers have a better resistance to some organic solvents.…”

Section: Resultsmentioning

confidence: 99%

Bio‐based transparent polyamide 10T/10I/1012 with high performance

Zou

Wang

Feng

et al. 2018

J of Applied Polymer Sci

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Transparent polyamide (TPA) is a type of optically transparent material with high performance, and poly(decamethylene terephthalamide) (PA10T) is an emerging bio‐based opaque polyamide. With the purpose of preparing bio‐based and low‐cost TPA based on PA10T, we chose dodecanedioic acid and isophthalic acid as comonomers, and successfully obtained a series of transparent PA10T/10I/1012. The basic properties of these copolyamides were characterized by intrinsic viscosity measurement, Fourier transform infrared spectrometer, proton nuclear magnetic resonance, X‐ray diffraction, differential scanning calorimetry, thermogravimetric analysis, dynamic mechanical analysis, ultraviolet–visible spectrophotometer, solvent resistance test, water absorption measurement, and tensile measurement. Results show that PA10T/10I/1012 copolymers are amorphous and have high optical transparency. Moreover, these copolymers exhibit high thermal stability, low water absorption, and good solvent resistance, and they also show better mechanical properties compared to some commercial TPAs. © 2018 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2019, 136, 136, 47305.

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Microbial Technology in Bioplastic Production and Engineering

Francis¹,

Parayil²

2022

Handbook of Bioplastics and Biocomposites Engineering Applications

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Semi-bio-based aromatic polyamides from 2,5-furandicarboxylic acid: toward high-performance polymers from renewable resources

Abstract: Aromatic furanic polyamides with relatively high molecular weight were synthesized, and good thermal stability and mechanical properties were demonstrated.

Cited by 56 publications

References 40 publications

The effect of furan molecular units on the glass transition and thermal degradation temperatures of polyamides

The effect of furan molecular units on the glass transition and thermal degradation temperatures of polyamides

Bio‐based transparent polyamide 10T/10I/1012 with high performance

Microbial Technology in Bioplastic Production and Engineering

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