Polyester-based epoxy vitrimer integrating spent coffee ground as a natural filler
Abstract
Coffee is a widely consumed beverage, but approximately 80% mass of coffee cherry is discarded as waste. Here, in this study, spent coffee grounds (SCG) were recycled and used as a natural filler in a polyester-based epoxy matrix made from reactions of diglycidyl ethers of Bisphenol A and polyethylene glycol with methyl nadic anhydride. The properties of SCG/epoxy composites with various SCG contents up to 40% w/w were evaluated using various techniques such as FT-IR spectroscopy, tensile testing, optical microscopy, differential scanning calorimetry, and rheology. The SCG filled polyester-based epoxy matrix demonstrated excellent dimensional stability and retained a permanently crosslinked network, but re-shaping was possible at ~150 °C through transesterification, which occurred due to a dynamic chain exchange reaction between the ester group of the epoxy matrix and the hydroxyl group of the SCG fillers. The transesterification also improved the interfacial adhesion between the matrix and SCG fillers, resulting in tensile strength of over 20 MPa and a modulus of around 2.5 GPa, even with high SCG contents up to 40% w/w. While neat, cured epoxy shows thermoset behavior, filling the matrix with SCG enables reforming and origami-inspired spontaneous change in shape.
- Authors:
-
- Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States). Chemical Sciences Division
- Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States). Center for Nanophase Materials Sciences (CNMS)
- Publication Date:
- Research Org.:
- Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States)
- Sponsoring Org.:
- USDOE Office of Energy Efficiency and Renewable Energy (EERE), Office of Sustainable Transportation. Vehicle Technologies Office (VTO); USDOE Office of Science (SC), Basic Energy Sciences (BES). Materials Sciences & Engineering Division (MSE)
- OSTI Identifier:
- 1995661
- Grant/Contract Number:
- AC05-00OR22725
- Resource Type:
- Accepted Manuscript
- Journal Name:
- Composites. Part B, Engineering
- Additional Journal Information:
- Journal Volume: 260; Journal ID: ISSN 1359-8368
- Publisher:
- Elsevier
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 42 ENGINEERING; Spent coffee ground; Composite; Epoxy; Cyclic anhydride; Vitrimer; Transesterification
Citation Formats
Seo, Jiho, Kearney, Logan T., Toomey, Michael D., Keum, Jong K., and Naskar, Amit K. Polyester-based epoxy vitrimer integrating spent coffee ground as a natural filler. United States: N. p., 2023.
Web. doi:10.1016/j.compositesb.2023.110756.
Seo, Jiho, Kearney, Logan T., Toomey, Michael D., Keum, Jong K., & Naskar, Amit K. Polyester-based epoxy vitrimer integrating spent coffee ground as a natural filler. United States. https://doi.org/10.1016/j.compositesb.2023.110756
Seo, Jiho, Kearney, Logan T., Toomey, Michael D., Keum, Jong K., and Naskar, Amit K. Mon .
"Polyester-based epoxy vitrimer integrating spent coffee ground as a natural filler". United States. https://doi.org/10.1016/j.compositesb.2023.110756. https://www.osti.gov/servlets/purl/1995661.
@article{osti_1995661,
title = {Polyester-based epoxy vitrimer integrating spent coffee ground as a natural filler},
author = {Seo, Jiho and Kearney, Logan T. and Toomey, Michael D. and Keum, Jong K. and Naskar, Amit K.},
abstractNote = {Coffee is a widely consumed beverage, but approximately 80% mass of coffee cherry is discarded as waste. Here, in this study, spent coffee grounds (SCG) were recycled and used as a natural filler in a polyester-based epoxy matrix made from reactions of diglycidyl ethers of Bisphenol A and polyethylene glycol with methyl nadic anhydride. The properties of SCG/epoxy composites with various SCG contents up to 40% w/w were evaluated using various techniques such as FT-IR spectroscopy, tensile testing, optical microscopy, differential scanning calorimetry, and rheology. The SCG filled polyester-based epoxy matrix demonstrated excellent dimensional stability and retained a permanently crosslinked network, but re-shaping was possible at ~150 °C through transesterification, which occurred due to a dynamic chain exchange reaction between the ester group of the epoxy matrix and the hydroxyl group of the SCG fillers. The transesterification also improved the interfacial adhesion between the matrix and SCG fillers, resulting in tensile strength of over 20 MPa and a modulus of around 2.5 GPa, even with high SCG contents up to 40% w/w. While neat, cured epoxy shows thermoset behavior, filling the matrix with SCG enables reforming and origami-inspired spontaneous change in shape.},
doi = {10.1016/j.compositesb.2023.110756},
journal = {Composites. Part B, Engineering},
number = ,
volume = 260,
place = {United States},
year = {Mon Apr 24 00:00:00 EDT 2023},
month = {Mon Apr 24 00:00:00 EDT 2023}
}
Works referenced in this record:
Spent coffee ground as second-generation feedstuff for dairy cattle
journal, January 2020
- San Martin, D.; Orive, M.; Iñarra, B.
- Biomass Conversion and Biorefinery, Vol. 11, Issue 2
Sustainable management of coffee industry by-products and value addition—A review
journal, September 2012
- Murthy, Pushpa S.; Madhava Naidu, M.
- Resources, Conservation and Recycling, Vol. 66
Study of crosslinking acid copolymer/DGEBA systems by FTIR
journal, January 2003
- Cherdoud-Chihani, A.; Mouzali, M.; Abadie, M. J. M.
- Journal of Applied Polymer Science, Vol. 87, Issue 13
Catalytic Control of the Vitrimer Glass Transition
journal, June 2012
- Capelot, Mathieu; Unterlass, Miriam M.; Tournilhac, François
- ACS Macro Letters, Vol. 1, Issue 7
Curing Behavior and Properties of Sustainable Furan-Based Epoxy/Anhydride Resins
journal, August 2019
- Marotta, Angela; Faggio, Noemi; Ambrogi, Veronica
- Biomacromolecules, Vol. 20, Issue 10
Characterization of Wastes and Coproducts from the Coffee Industry for Composite Material Production
journal, July 2016
- Zarrinbakhsh, Nima; Wang, Tao; Rodriguez-Uribe, Arturo
- BioResources, Vol. 11, Issue 3
Utilization of Torrefied Coffee Grounds as Reinforcing Agent To Produce High-Quality Biodegradable PBAT Composites for Food Packaging Applications
journal, January 2017
- Moustafa, Hesham; Guizani, Chamseddine; Dupont, Capucine
- ACS Sustainable Chemistry & Engineering, Vol. 5, Issue 2
Optimization of coffee oil extraction from spent coffee grounds using four solvents and prototype-scale extraction using circulation process
journal, June 2017
- Somnuk, Krit; Eawlex, Pichai; Prateepchaikul, Gumpon
- Agriculture and Natural Resources, Vol. 51, Issue 3
Rapid Stress Relaxation and Moderate Temperature of Malleability Enabled by the Synergy of Disulfide Metathesis and Carboxylate Transesterification in Epoxy Vitrimers
journal, February 2019
- Chen, Mao; Zhou, Lin; Wu, Yeping
- ACS Macro Letters, Vol. 8, Issue 3
Integrated valorization of waste cooking oil and spent coffee grounds for biodiesel production: Blending with higher alcohols, FT–IR, TGA, DSC and NMR characterizations
journal, May 2019
- Atabani, A. E.; Shobana, Sutha; Mohammed, M. N.
- Fuel, Vol. 244
Use of Spent Coffee Ground Compost in Peat-Based Growing Media for the Production of Basil and Tomato Potting Plants
journal, December 2015
- Ronga, Domenico; Pane, Catello; Zaccardelli, Massimo
- Communications in Soil Science and Plant Analysis, Vol. 47, Issue 3
Extraction of polyphenols and synthesis of new activated carbon from spent coffee grounds
journal, November 2019
- Ramón-Gonçalves, Marina; Alcaraz, Lorena; Pérez-Ferreras, Susana
- Scientific Reports, Vol. 9, Issue 1
Processing–structure relationships of poly(ethylene glycol)-modified liposomes
journal, January 2017
- Mineart, Kenneth P.; Kelley, Elizabeth G.; Nagao, Michihiro
- Soft Matter, Vol. 13, Issue 31
Control of reactions and network structures of epoxy thermosets
journal, November 2016
- Vidil, Thomas; Tournilhac, François; Musso, Simone
- Progress in Polymer Science, Vol. 62
Preparation and Properties of Hydrogels Based on PEGylated Lignosulfonate Amine
journal, January 2017
- Teng, Xiaoxu; Xu, Hui; Song, Wenjia
- ACS Omega, Vol. 2, Issue 1
Thermo-physical and mechanical characteristics of composites based on high-density polyethylene (HDPE) e spent coffee grounds (SCG)
journal, February 2021
- Mendes, Juliana Farinassi; Martins, Jéssica Trindade; Manrich, Anny
- Journal of Polymers and the Environment, Vol. 29, Issue 9
In vitro health promoting properties of antioxidant dietary fiber extracted from spent coffee ( Coffee arabica L.) grounds
journal, September 2018
- Vázquez-Sánchez, Kenia; Martinez-Saez, Nuria; Rebollo-Hernanz, Miguel
- Food Chemistry, Vol. 261
Green composites based on polypropylene matrix and hydrophobized spend coffee ground (SCG) powder
journal, September 2015
- García-García, D.; Carbonell, A.; Samper, M. D.
- Composites Part B: Engineering, Vol. 78
Simple But Tricky: Investigations of Terephthalic Acid Purity Obtained from Mixed PET Waste
journal, August 2021
- Cosimbescu, Lelia; Merkel, Daniel R.; Darsell, Jens
- Industrial & Engineering Chemistry Research, Vol. 60, Issue 35
Characterization of the curing agents used in epoxy resins with TG/FT-IR technique
journal, June 2006
- Romão, Benedita M. V.; Diniz, Milton F.; Azevedo, Margarete F. P.
- Polímeros, Vol. 16, Issue 2
Recycling of spent coffee grounds for useful extracts and green composites
journal, January 2021
- Leow, Yihao; Yew, Pek Yin Michelle; Chee, Pei Lin
- RSC Advances, Vol. 11, Issue 5
Renewable resource-based green composites of surface-treated spent coffee grounds and polylactide: Characterisation and biodegradability
journal, November 2015
- Wu, Chin-San
- Polymer Degradation and Stability, Vol. 121
Spent coffee grounds: A review on current research and future prospects
journal, September 2015
- Campos-Vega, Rocio; Loarca-Piña, Guadalupe; Vergara-Castañeda, Haydé A.
- Trends in Food Science & Technology, Vol. 45, Issue 1
Self-Assembly and Dynamics Driven by Oligocarbonate–Fluorene End-Functionalized Poly(ethylene glycol) ABA Triblock Copolymers
journal, February 2017
- Wei, Guangmin; Venkataraman, Shrinivas; Yang, Yi Yan
- Macromolecules, Vol. 50, Issue 3
Chemical, Functional, and Structural Properties of Spent Coffee Grounds and Coffee Silverskin
journal, June 2014
- Ballesteros, Lina F.; Teixeira, José A.; Mussatto, Solange I.
- Food and Bioprocess Technology, Vol. 7, Issue 12
Biocarbon from spent coffee ground and their sustainable biocomposites with recycled water bottle and bale wrap: A new life for waste plastics and waste food residues for industrial uses
journal, March 2022
- Gupta, Arvind; Mohanty, Amar K.; Misra, Manjusri
- Composites Part A: Applied Science and Manufacturing, Vol. 154
Waste PET Chemical Processing to Terephthalic Amides and Their Effect on Asphalt Performance
journal, March 2020
- Merkel, Daniel R.; Kuang, Wenbin; Malhotra, Deepika
- ACS Sustainable Chemistry & Engineering, Vol. 8, Issue 14
Thermo-mechanical performances of polypropylene biocomposites based on untreated, treated and compatibilized spent coffee grounds
journal, September 2018
- Essabir, Hamid; Raji, Marya; Laaziz, Sana Ait
- Composites Part B: Engineering, Vol. 149
Scalable upcycling of thermoplastic polyolefins into vitrimers through transesterification
journal, January 2020
- Kar, Goutam Prasanna; Saed, Mohand Osman; Terentjev, Eugene Michael
- Journal of Materials Chemistry A, Vol. 8, Issue 45
Rapid Fabrication of Malleable Fiber Reinforced Composites with Vitrimer Powder
journal, July 2019
- Yu, Luxia; Zhu, Chengpu; Sun, XiaoHao
- ACS Applied Polymer Materials, Vol. 1, Issue 9
Sustainable Thermosets and Composites Based on the Epoxides of Norbornylized Seed Oils and Biomass Fillers
journal, September 2022
- Thomas, Jomin; Bouscher, Robert F.; Nwosu, Joseph
- ACS Sustainable Chemistry & Engineering, Vol. 10, Issue 37
Spent coffee waste as a renewable source for the production of sustainable poly(butylene succinate) biocomposites from a circular economy perspective
journal, January 2021
- Gaidukova, Gerda; Platnieks, Oskars; Aunins, Arturs
- RSC Advances, Vol. 11, Issue 30
Recyclable High-Performance Epoxy-Anhydride Resins with DMP-30 as the Catalyst of Transesterification Reactions
journal, January 2021
- Zhao, Wenzhe; An, Le; Wang, Shujuan
- Polymers, Vol. 13, Issue 2
Chemical composition of lignocellulosic biomass in the wood of Abies religiosa across an altitudinal gradient
journal, October 2016
- Musule, Ricardo; Alarcón-Gutiérrez, Enrique; Houbron, Eric P.
- Journal of Wood Science, Vol. 62, Issue 6
Green nanocomposites filled with spent coffee grounds
journal, February 2015
- Lee, Hyun Kyung; Park, Young Gi; Jeong, Taikyeong
- Journal of Applied Polymer Science, Vol. 132, Issue 23
Reinforcing Efficiency of Pyrolyzed Spent Coffee Ground in Styrene-Butadiene Rubber
journal, September 2021
- Boopasiri, Supparoek; Sae-Oui, Pongdhorn; Lundee, Sirilug
- Macromolecular Research, Vol. 29, Issue 9
The thermal expansion of cellulose, hemicellulose, and lignin
journal, January 1965
- Ramiah, M. V.; Goring, D. A. I.
- Journal of Polymer Science Part C: Polymer Symposia, Vol. 11, Issue 1
No Such Thing as Trash: A 3D-Printable Polymer Composite Composed of Oil-Extracted Spent Coffee Grounds and Polylactic Acid with Enhanced Impact Toughness
journal, August 2019
- Chang, Yu-Chung; Chen, Yao; Ning, Jialong
- ACS Sustainable Chemistry & Engineering, Vol. 7, Issue 18
Cationic Copolymers of Norbornylized Seed Oils for Fiber-Reinforced Composite Applications
journal, September 2022
- Thomas, Jomin; Soucek, Mark D.
- ACS Omega, Vol. 7, Issue 38