Synthesis and Characterization of Poly(ethylene furanoate)/Poly(ε-caprolactone) Block Copolymers

被引:1
作者
Stanley, Johan [1 ]
Molina-Millan, Lidia [2 ]
Wesdemiotis, Chrys [3 ,4 ]
Heeren, Ron M. A. [2 ]
Zamboulis, Alexandra [1 ]
Zemljic, Lidija Fras [5 ]
Lambropoulou, Dimitra A. [6 ,7 ]
Bikiaris, Dimitrios N. [1 ]
机构
[1] Aristotle Univ Thessaloniki, Dept Chem, Lab Chem & Technol Polymers & Colors, GR-54124 Thessaloniki, Greece
[2] Maastricht Univ, Maastricht MultiModal Mol Imaging Inst M4I, Div Imaging Mass Spectrometry, NL-6229 ER Maastricht, Netherlands
[3] Univ Akron, Sch Polymer Sci & Polymer Engn, Akron, OH 44325 USA
[4] Univ Akron, Dept Chem, Akron, OH 44325 USA
[5] Univ Maribor, Fac Mech Engn, SI-2000 Maribor, Slovenia
[6] Aristotle Univ Thessaloniki, Dept Chem, Lab Environm Pollut Control, GR-54124 Thessaloniki, Greece
[7] Ctr Interdisciplinary Res & Innovat CIRI AUTH, Balkan Ctr, GR-57001 Thessaloniki, Greece
基金
欧盟地平线“2020”;
关键词
sustainable polymers; poly(ethylene furanoate); poly(epsilon-caprolactone); block copolymers; MALDI-MS; MASS; BIODEGRADABILITY; SPECTROMETRY; POLYESTERS;
D O I
10.1021/jasms.4c00397
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Biobased poly(ethylene furanoate) (PEF)/poly(epsilon-caprolactone) (PCL) block copolymers have been synthesized using ring opening polymerization (ROP) of epsilon-caprolactone (epsilon-CL) in the presence of PEF in different mass ratios. An increase in intrinsic viscosity is observed for the block copolymers with higher epsilon-CL content due to the extension of their macromolecular chain. Matrix-assisted laser desorption ionization time-of-flight mass spectrometry (MS) was employed to understand the composition and structure of the produced block copolymers. The MS analysis helped to confirm the formation of PEF-PCL copolymers in all cases. Furthermore, tandem mass spectrometry experiments were performed to analyze the intrinsic fragmentation mechanism of neat PEF and PCL (both linear and cyclic) and confirm the block structure and end-groups. Finally, nuclear magnetic resonance results confirmed the composition and microstructure of the block copolymers. The synthesized PEF-PCL block copolymers can be used as a replacement for petroleum derived plastics, especially in the field of food packaging.
引用
收藏
页码:286 / 298
页数:13
相关论文
共 44 条
[1]   Poly(lactic Acid): A Versatile Biobased Polymer for the Future with Multifunctional Properties-From Monomer Synthesis, Polymerization Techniques and Molecular Weight Increase to PLA Applications [J].
Balla, Evangelia ;
Daniilidis, Vasileios ;
Karlioti, Georgia ;
Kalamas, Theocharis ;
Stefanidou, Myrika ;
Bikiaris, Nikolaos D. ;
Vlachopoulos, Antonios ;
Koumentakou, Ioanna ;
Bikiaris, Dimitrios N. .
POLYMERS, 2021, 13 (11)
[2]   Characterization of Different Poly(2-oxazoline) Block Copolymers by MALDI-TOF MS/MS and ESI-Q-TOF MS/MS [J].
Baumgaertel, Anja ;
Altuntas, Esra ;
Kempe, Kristian ;
Crecelius, Anna ;
Schubert, Ulrich S. .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2010, 48 (23) :5533-5540
[3]   Blocky poly(-caprolactone-co-butylene 2,5-furandicarboxylate) copolyesters via enzymatic ring opening polymerization [J].
Carlos Morales-Huerta, Juan ;
Martinez de Ilarduya, Antxon ;
Munoz-Guerra, Sebastian .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2018, 56 (03) :290-299
[4]   Block Length Determination of the Block Copolymer mPEG-b-PS Using MALDI-TOF MS/MS [J].
Crecelius, Anna C. ;
Becer, C. Remzi ;
Knop, Katrin ;
Schubert, Ulrich S. .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2010, 48 (20) :4375-4384
[5]   The Road to Bring FDCA and PEF to the Market [J].
de Jong, Ed ;
Visser, Hendrikus A. ;
Dias, Ana Sousa ;
Harvey, Clare ;
Gruter, Gert-Jan M. .
POLYMERS, 2022, 14 (05)
[6]   Replacing fossil based PET with biobased PEF; process analysis, energy and GHG balance [J].
Eerhart, A. J. J. E. ;
Faaij, A. P. C. ;
Patel, M. K. .
ENERGY & ENVIRONMENTAL SCIENCE, 2012, 5 (04) :6407-6422
[7]   Synthesis of Aromatic-Aliphatic Polyesters by Enzymatic Ring Opening Polymerization of Cyclic Oligoesters and their Cyclodepolymerization for a Circular Economy [J].
Flores, Irma ;
Martinez de Ilarduya, Antxon ;
Sardon, Haritz ;
Mueller, Alejandro J. ;
Munoz-Guerra, Sebastian .
ACS APPLIED POLYMER MATERIALS, 2019, 1 (03) :321-325
[8]   Molar mass of main-chain bile acid-based oligo-esters measured by SEC, MALDI-TOF spectrometry and NMR spectroscopy: A comparative study [J].
Gautrot, Julien E. ;
Zhu, X. X. .
ANALYTICA CHIMICA ACTA, 2007, 581 (02) :281-286
[9]   A REVIEW OF THE BIODEGRADABILITY AND UTILITY OF POLY(CAPROLACTONE) [J].
GOLDBERG, D .
JOURNAL OF ENVIRONMENTAL POLYMER DEGRADATION, 1995, 3 (02) :61-67
[10]  
Guarino V., 2017, ENCYCL POLYM SCI, P1, DOI DOI 10.1002/0471440264.PST658