Skip to main content
Erschienen in: Journal of Polymer Research 9/2022

01.09.2022 | Original Paper

Bio-based poly(ester amide): mechanical, thermal and biodegradable behaviors

verfasst von: Annesha Kar, Niranjan Karak

Erschienen in: Journal of Polymer Research | Ausgabe 9/2022

Einloggen

Aktivieren Sie unsere intelligente Suche, um passende Fachinhalte oder Patente zu finden.

search-config
loading …

Abstract

Poly(ester amide)s have cropped up as an interesting group of polymeric materials entailing excellent mechanical and thermal properties on the ground of typical confinement of ester and amide connectivity in the polymeric chains. Howsoever, extensive usage of polymers derived from conventional petroleum sources is posing a major threat to ecosystem sustainability. In this facet, a bio-based water-soluble poly(ester amide) was synthesized using an environmentally benign route devoid of usage of any solvent. Citric acid, glycerol and hexamethylenediamine were used as the core raw materials for carrying out the synthetic reaction via a polycondensation route. The prepared polymeric resin was characterized using various spectroscopic techniques such as Fourier transform infrared (FTIR), 1H-NMR (Nuclear magnetic resonance), 13C-NMR etc. Poly(vinyl alcohol) was further incorporated to modify the resin. Different compositions of resin/poly(vinyl alcohol) were prepared and used to evaluate their performance. The polymeric films exemplified splendid mechanical attributes namely tensile strength (7–8 MPa), elongation at break (1380–2166%), and toughness (4082–9812 MJm−3) along with satisfactory thermal stability (above 210 °C) and good transparency. Moreover, they possess biodegradability aspects; thereby endowing the characteristics which can overcome the shortcomings of petroleum-derived synthetic poly(ester amide)s and subsequently be utilized in various potential applications, especially as environmentally friendly coating materials.

Sie haben noch keine Lizenz? Dann Informieren Sie sich jetzt über unsere Produkte:

Springer Professional "Wirtschaft+Technik"

Online-Abonnement

Mit Springer Professional "Wirtschaft+Technik" erhalten Sie Zugriff auf:

  • über 102.000 Bücher
  • über 537 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Finance + Banking
  • Management + Führung
  • Marketing + Vertrieb
  • Maschinenbau + Werkstoffe
  • Versicherung + Risiko

Jetzt Wissensvorsprung sichern!

Springer Professional "Technik"

Online-Abonnement

Mit Springer Professional "Technik" erhalten Sie Zugriff auf:

  • über 67.000 Bücher
  • über 390 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Maschinenbau + Werkstoffe




 

Jetzt Wissensvorsprung sichern!

Literatur
1.
Zurück zum Zitat Derksen JT, Cuperus FP, Kolster P (1995) Paints and coatings from renewable resources. Ind Crops Prod 3:225–236CrossRef Derksen JT, Cuperus FP, Kolster P (1995) Paints and coatings from renewable resources. Ind Crops Prod 3:225–236CrossRef
2.
Zurück zum Zitat Vilela C, Sousa AF, Fonseca AC, Serra AC, Coelho JF, Freire CS, Silvestre AJ (2014) The quest for sustainable polyesters-insights into the future. Polym Chem 5:3119–3141CrossRef Vilela C, Sousa AF, Fonseca AC, Serra AC, Coelho JF, Freire CS, Silvestre AJ (2014) The quest for sustainable polyesters-insights into the future. Polym Chem 5:3119–3141CrossRef
3.
Zurück zum Zitat Hanson MC, Bershteyn A, Crespo MP, Irvine DJ (2014) Antigen delivery by lipid-enveloped PLGA microparticles vaccines mediated by in situ vesicle shedding. Biomacromol 15:2475–2481CrossRef Hanson MC, Bershteyn A, Crespo MP, Irvine DJ (2014) Antigen delivery by lipid-enveloped PLGA microparticles vaccines mediated by in situ vesicle shedding. Biomacromol 15:2475–2481CrossRef
4.
Zurück zum Zitat Scheirs J, Long TE (2005) Modern polyesters: chemistry and technology of polyesters and copolyesters. Wiley, New York Scheirs J, Long TE (2005) Modern polyesters: chemistry and technology of polyesters and copolyesters. Wiley, New York
5.
Zurück zum Zitat Pathan S, Ahmad S (2013) s-Triazine ring-modified waterborne alkyd: synthesis, characterization, antibacterial and electrochemical corrosion studies. ACS Sustain Chem Eng 1:1246–1257CrossRef Pathan S, Ahmad S (2013) s-Triazine ring-modified waterborne alkyd: synthesis, characterization, antibacterial and electrochemical corrosion studies. ACS Sustain Chem Eng 1:1246–1257CrossRef
6.
Zurück zum Zitat Saravari O, Phapant P, Pimpan V (2005) Synthesis of water-reducible acrylic-alkyd resins based on modified palm oil. J Appl Polym Sci 96:1170–1175CrossRef Saravari O, Phapant P, Pimpan V (2005) Synthesis of water-reducible acrylic-alkyd resins based on modified palm oil. J Appl Polym Sci 96:1170–1175CrossRef
7.
Zurück zum Zitat Uber R, Sell D, Hirth T (2011) Renewable Raw Materials: New Feedstocks for the Chemical Industry. Wiley, New YorkCrossRef Uber R, Sell D, Hirth T (2011) Renewable Raw Materials: New Feedstocks for the Chemical Industry. Wiley, New YorkCrossRef
8.
Zurück zum Zitat Delidovich I, Hausoul PJ, Deng L, Pfützenreuter R, Rose M, Palkovits R (2016) Alternative monomers based on lignocelluloses and their use for polymer production. Chem Rev 116:1540–1599CrossRef Delidovich I, Hausoul PJ, Deng L, Pfützenreuter R, Rose M, Palkovits R (2016) Alternative monomers based on lignocelluloses and their use for polymer production. Chem Rev 116:1540–1599CrossRef
9.
Zurück zum Zitat Belgacem MN, Gandhi A (2008) Monomers, polymers and composites from renewable reaources. Elsevier, Netherlands Belgacem MN, Gandhi A (2008) Monomers, polymers and composites from renewable reaources. Elsevier, Netherlands
10.
Zurück zum Zitat Gandini A (2008) Polymers from renewable resources: a challenge for the future of macromolecular materials. Macromolecules 41:9491–9504CrossRef Gandini A (2008) Polymers from renewable resources: a challenge for the future of macromolecular materials. Macromolecules 41:9491–9504CrossRef
11.
Zurück zum Zitat Winnacker M, Rieger B (2016) Poly(ester amide) s: recent insights into synthesis, stability and biomedical applications. Polym Chem 7:7039–7046CrossRef Winnacker M, Rieger B (2016) Poly(ester amide) s: recent insights into synthesis, stability and biomedical applications. Polym Chem 7:7039–7046CrossRef
12.
Zurück zum Zitat Pramanik S, Sagar K, Konwar BK, Karak N (2012) Synthesis, characterization and properties of a castor oil modified biodegradable poly (ester amide) resin. Prog Org Coat 75:569–578CrossRef Pramanik S, Sagar K, Konwar BK, Karak N (2012) Synthesis, characterization and properties of a castor oil modified biodegradable poly (ester amide) resin. Prog Org Coat 75:569–578CrossRef
13.
Zurück zum Zitat Rodriguez-Galan A, Franco L, Puiggali J (2011) Degradable poly (ester amide) s for biomedical applications. Polymers 3:65–99CrossRef Rodriguez-Galan A, Franco L, Puiggali J (2011) Degradable poly (ester amide) s for biomedical applications. Polymers 3:65–99CrossRef
14.
Zurück zum Zitat Gogoi G, Gogoi S, Karak N (2017) Dimer acid based waterborne hyperbranched poly (ester amide) thermoset as a sustainable coating material. Prog Org Coat 112:57–65CrossRef Gogoi G, Gogoi S, Karak N (2017) Dimer acid based waterborne hyperbranched poly (ester amide) thermoset as a sustainable coating material. Prog Org Coat 112:57–65CrossRef
15.
Zurück zum Zitat Dutta GK, Karak N (2019) Environmentally benign bio-based waterborne polyesters: Synthesis, thermal and bio-degradation studies. Prog Org Coat 127:419–428CrossRef Dutta GK, Karak N (2019) Environmentally benign bio-based waterborne polyesters: Synthesis, thermal and bio-degradation studies. Prog Org Coat 127:419–428CrossRef
16.
Zurück zum Zitat Hazarika D, Karak N (2015) Waterborne sustainable tough hyperbranched aliphatic polyester thermosets. ACS Sustain Chem Eng 3:2458–2468CrossRef Hazarika D, Karak N (2015) Waterborne sustainable tough hyperbranched aliphatic polyester thermosets. ACS Sustain Chem Eng 3:2458–2468CrossRef
17.
Zurück zum Zitat Wu J, Mutschler MA, Chu CC (2011) Synthesis and characterization of ionic charged water soluble arginine-based poly (ester amide). J Mater Sci Mater Med 22:469–479CrossRef Wu J, Mutschler MA, Chu CC (2011) Synthesis and characterization of ionic charged water soluble arginine-based poly (ester amide). J Mater Sci Mater Med 22:469–479CrossRef
18.
Zurück zum Zitat Asif A, Shi W (2003) Synthesis and properties of UV curable waterborne hyperbranched aliphatic polyester. Eur Polym J 39:933–938CrossRef Asif A, Shi W (2003) Synthesis and properties of UV curable waterborne hyperbranched aliphatic polyester. Eur Polym J 39:933–938CrossRef
19.
Zurück zum Zitat Mahapatra SS, Karak N (2004) Synthesis and characterization of polyesteramide resins from Nahar seed oil for surface coating applications. Prog Org Coat 51:103–108CrossRef Mahapatra SS, Karak N (2004) Synthesis and characterization of polyesteramide resins from Nahar seed oil for surface coating applications. Prog Org Coat 51:103–108CrossRef
20.
Zurück zum Zitat Ahmad S, Ashraf SM, Zafar F (2007) Development of linseed oil based polyesteramide without organic solvent at lower temperature. J Appl Polym Sci 104:1143–1148CrossRef Ahmad S, Ashraf SM, Zafar F (2007) Development of linseed oil based polyesteramide without organic solvent at lower temperature. J Appl Polym Sci 104:1143–1148CrossRef
21.
Zurück zum Zitat Ahmad S, Ashraf SM, Naqvi F, Yadav S, Hasnat A (2003) A polyesteramide from Pongamia glabra oil for biologically safe anticorrosive coating. Prog Org Coat 47:95–102CrossRef Ahmad S, Ashraf SM, Naqvi F, Yadav S, Hasnat A (2003) A polyesteramide from Pongamia glabra oil for biologically safe anticorrosive coating. Prog Org Coat 47:95–102CrossRef
22.
Zurück zum Zitat Klonos PA, Kluge M, Robert T, Kyritsis A, Bikiaris DN (2020) Molecular dynamics, crystallization and hydration study of poly(propylene succinate) based poly (ester amide)s. Polymer 186:122056CrossRef Klonos PA, Kluge M, Robert T, Kyritsis A, Bikiaris DN (2020) Molecular dynamics, crystallization and hydration study of poly(propylene succinate) based poly (ester amide)s. Polymer 186:122056CrossRef
23.
Zurück zum Zitat Papadopoulos L, Klonos PA, Kluge M, Zamboulis A, Terzopoulou Z, Kourtidou D, Magaziotis A, Chrissafis K, Kyritsis A, Bikiaris DN, Robert T (2021) Unlocking the potential of furan-based poly (ester amide) s: an investigation of crystallization, molecular dynamics and degradation kinetics of novel poly (ester amide) s based on renewable poly (propylene furanoate). Polym Chem 12:5518–5534CrossRef Papadopoulos L, Klonos PA, Kluge M, Zamboulis A, Terzopoulou Z, Kourtidou D, Magaziotis A, Chrissafis K, Kyritsis A, Bikiaris DN, Robert T (2021) Unlocking the potential of furan-based poly (ester amide) s: an investigation of crystallization, molecular dynamics and degradation kinetics of novel poly (ester amide) s based on renewable poly (propylene furanoate). Polym Chem 12:5518–5534CrossRef
24.
Zurück zum Zitat Kluge M, Papadopoulos L, Magaziotis A, Tzetzis D, Zamboulis A, Bikiaris DN, Robert T (2020) A facile method to synthesize semicrystalline poly(ester amide)s from 2,5-furandicarboxylic acid, 1, 10-decanediol, and crystallizable amido diols. ACS Sustain Chem Eng 8:10812–10821 Kluge M, Papadopoulos L, Magaziotis A, Tzetzis D, Zamboulis A, Bikiaris DN, Robert T (2020) A facile method to synthesize semicrystalline poly(ester amide)s from 2,5-furandicarboxylic acid, 1, 10-decanediol, and crystallizable amido diols. ACS Sustain Chem Eng 8:10812–10821
25.
Zurück zum Zitat Papadopoulos L, Kluge M, Bikiaris DN, Robert T (2020) Straightforward synthetic protocol to bio-based unsaturated poly(ester amide)s from itaconic acid with thixotropic behavior. Polymers 12:980CrossRef Papadopoulos L, Kluge M, Bikiaris DN, Robert T (2020) Straightforward synthetic protocol to bio-based unsaturated poly(ester amide)s from itaconic acid with thixotropic behavior. Polymers 12:980CrossRef
26.
Zurück zum Zitat Diaz A, Katsarava R, Puiggali J (2014) Synthesis, properties and applications of biodegradable polymers derived from diols and dicarboxylic acids: From polyesters to poly(ester amide) s. Int J Mol Sci 15:7064–7123CrossRef Diaz A, Katsarava R, Puiggali J (2014) Synthesis, properties and applications of biodegradable polymers derived from diols and dicarboxylic acids: From polyesters to poly(ester amide) s. Int J Mol Sci 15:7064–7123CrossRef
27.
Zurück zum Zitat de Jongh PA, Paul PK, Khoshdel E, Wilson P, Kempe K, Haddleton DM (2017) High Tg poly (ester amide) s by melt polycondensation of monomers from renewable resources; citric acid, D-glucono-δ-lactone and amino acids: A DSC study. Eur Polym J 94:11–19CrossRef de Jongh PA, Paul PK, Khoshdel E, Wilson P, Kempe K, Haddleton DM (2017) High Tg poly (ester amide) s by melt polycondensation of monomers from renewable resources; citric acid, D-glucono-δ-lactone and amino acids: A DSC study. Eur Polym J 94:11–19CrossRef
28.
Zurück zum Zitat Patil AM (2018) Synthesis and characterization of bio-based polyester and polyamide from citric acid and mannitol. Orient J Chem 34:538CrossRef Patil AM (2018) Synthesis and characterization of bio-based polyester and polyamide from citric acid and mannitol. Orient J Chem 34:538CrossRef
29.
Zurück zum Zitat Gyawali D, Nair P, Zhang Y, Tran RT, Zhang C, Samchukov M, Makarov M, Kim HK, Yang J (2010) Citric acid-derived in situ crosslinkable biodegradable polymers for cell delivery. Biomaterials 31:9092–9105CrossRef Gyawali D, Nair P, Zhang Y, Tran RT, Zhang C, Samchukov M, Makarov M, Kim HK, Yang J (2010) Citric acid-derived in situ crosslinkable biodegradable polymers for cell delivery. Biomaterials 31:9092–9105CrossRef
30.
Zurück zum Zitat Mukherji SM, Singh SP, Kapoor RP (1985) Organic Chemistry. Wiley, New York Mukherji SM, Singh SP, Kapoor RP (1985) Organic Chemistry. Wiley, New York
31.
Zurück zum Zitat Sonker AK, Verma V (2018) Influence of crosslinking methods towards poly (vinyl alcohol) properties: Microwave irradiation and conventional heating. J Appl Polym Sci 135:46125CrossRef Sonker AK, Verma V (2018) Influence of crosslinking methods towards poly (vinyl alcohol) properties: Microwave irradiation and conventional heating. J Appl Polym Sci 135:46125CrossRef
32.
Zurück zum Zitat Etherington KJ, Rodger A, Hemming P (2001) CHN microanalysis-A technique for the 21st century? Lab Plus Int 26:1–2 Etherington KJ, Rodger A, Hemming P (2001) CHN microanalysis-A technique for the 21st century? Lab Plus Int 26:1–2
33.
Zurück zum Zitat Suganthi S, Vignesh S, Sundar JK, Raj V (2020) Fabrication of PVA polymer films with improved antibacterial activity by fine-tuning via organic acids for food packaging applications. Appl Water Sci 10:1–11CrossRef Suganthi S, Vignesh S, Sundar JK, Raj V (2020) Fabrication of PVA polymer films with improved antibacterial activity by fine-tuning via organic acids for food packaging applications. Appl Water Sci 10:1–11CrossRef
34.
Zurück zum Zitat Gogoi S, Karak N (2014) Biobased biodegradable waterborne hyperbranched polyurethane as an ecofriendly sustainable material. ACS Sustain Chem Eng 2:2730–2738CrossRef Gogoi S, Karak N (2014) Biobased biodegradable waterborne hyperbranched polyurethane as an ecofriendly sustainable material. ACS Sustain Chem Eng 2:2730–2738CrossRef
35.
Zurück zum Zitat Fong RJ, Robertson A, Mallon PE, Thompson RL (2018) The impact of plasticizer and degree of hydrolysis on free volume of poly (vinyl alcohol) films. Polymers 10:1036CrossRef Fong RJ, Robertson A, Mallon PE, Thompson RL (2018) The impact of plasticizer and degree of hydrolysis on free volume of poly (vinyl alcohol) films. Polymers 10:1036CrossRef
36.
Zurück zum Zitat Khoirunnisa AR, Joni IM, Panatarani C, Rochima E, Praseptiangga D (2018) UV-screening, transparency and water barrier properties of semi refined iota carrageenan packaging film incorporated with ZnO nanoparticles. AIP Conference Proceedings. AIP Publishing LLC, United States Khoirunnisa AR, Joni IM, Panatarani C, Rochima E, Praseptiangga D (2018) UV-screening, transparency and water barrier properties of semi refined iota carrageenan packaging film incorporated with ZnO nanoparticles. AIP Conference Proceedings. AIP Publishing LLC, United States
37.
Zurück zum Zitat Pramanik S, Konwarh R, Sagar K, Konwarh BK, Karak N (2013) Bio-degradable vegetable oil based hyperbranched poly (ester amide) as an advanced surface coating material. Prog Org Coat 76:689–697CrossRef Pramanik S, Konwarh R, Sagar K, Konwarh BK, Karak N (2013) Bio-degradable vegetable oil based hyperbranched poly (ester amide) as an advanced surface coating material. Prog Org Coat 76:689–697CrossRef
38.
Zurück zum Zitat Rydz J, Sikorska W, Kyulavska M, Christova D (2015) Polyester-based (bio) degradable polymers as environmentally friendly materials for sustainable development. Int J Mol Sci 16:564–596CrossRef Rydz J, Sikorska W, Kyulavska M, Christova D (2015) Polyester-based (bio) degradable polymers as environmentally friendly materials for sustainable development. Int J Mol Sci 16:564–596CrossRef
39.
Zurück zum Zitat Dros AB, Larue O, Reimond A, De Campo F, Pera-Titus M (2015) Hexamethylenediamine (HMDA) from fossil-vs. bio-based routes: an economic and life cycle assessment comparative study. Green Chem 17:4760–4772CrossRef Dros AB, Larue O, Reimond A, De Campo F, Pera-Titus M (2015) Hexamethylenediamine (HMDA) from fossil-vs. bio-based routes: an economic and life cycle assessment comparative study. Green Chem 17:4760–4772CrossRef
40.
Zurück zum Zitat Liu P, Chen W, Liu C, Tian M, Liu P (2019) A novel poly (vinyl alcohol)/poly (ethylene glycol) scaffold for tissue engineering with a unique bimodal open-celled structure fabricated using supercritical fluid foaming. Sci Rep 9:1–2CrossRef Liu P, Chen W, Liu C, Tian M, Liu P (2019) A novel poly (vinyl alcohol)/poly (ethylene glycol) scaffold for tissue engineering with a unique bimodal open-celled structure fabricated using supercritical fluid foaming. Sci Rep 9:1–2CrossRef
Metadaten
Titel
Bio-based poly(ester amide): mechanical, thermal and biodegradable behaviors
verfasst von
Annesha Kar
Niranjan Karak
Publikationsdatum
01.09.2022
Verlag
Springer Netherlands
Erschienen in
Journal of Polymer Research / Ausgabe 9/2022
Print ISSN: 1022-9760
Elektronische ISSN: 1572-8935
DOI
https://doi.org/10.1007/s10965-022-03214-z

Weitere Artikel der Ausgabe 9/2022

Journal of Polymer Research 9/2022 Zur Ausgabe

    Marktübersichten

    Die im Laufe eines Jahres in der „adhäsion“ veröffentlichten Marktübersichten helfen Anwendern verschiedenster Branchen, sich einen gezielten Überblick über Lieferantenangebote zu verschaffen.