" "



Get This Paper




Authors: Y. Justin Lim, Carlos A. Navarro, Steven R. Nutt, Travis J. Williams

DOI: 10.33599/nasampe/s.23.0206

Abstract: This presentation will describe conditions for the use of oxygen as a reagent for the selective cleavage of thermoset composites.
Carbon fiber-reinforced polymer (CFRP) composites have a prominent role in aviation, sporting goods, marine, and other manufacturing sectors and are accumulating en masse as waste, both at end-of-life and as manufacturing defects. We have recently introduced a method to use oxygen itself along with an appropriate catalyst selectively to disassemble such fully-cured composite wastes to recover both ordered carbon fiber sheets and organic materials suitable for re-manufacturing of second-life resin systems.

References: [ ] E. Asmatulu, J. Twomey, and M. Overcash, Recycling of Fiber-Reinforced Composites and Direct Structural Composite Recycling Concept. J. Compos. Mater. 2013, 48, 593–608. DOI: 10.1177/0021998313476325 [ ] C. Navarro, E. A. Kedzie, Y. Ma, K. Michael, S. R. Nutt, and T. J. Williams, Catalytic, Oxidative Epoxy Depolymerization in Fiber-Reinforced Composites. Top. Catal. 2018, 61, 704-709. DOI: 10.1007/s11244-018-0917-2 [ ] J. Lo, T. J. Williams, and S. R. Nutt, Recycling Benzoxazine-Epoxy Composites via Catalytic Oxidation. ACS Sustainable Chem. Eng. 2018, 6, 7227–7231. DOI: 10.1021/acssuschemeng.8b01790 [ ] (a) W. Dang, M. Kubouchi, H. Sembokuya, and K. Tsuda, Chemical Recycling of Grass Fiber Reinforced Epoxy Resin Cured with Amine Using Nitric Acid. Polymer 2005, 46, 1905-1912. DOI: 10.1016/j.polymer.2004.12.035 (b) W. Dang, M. Kubouchi, H. Sembokuya, and K. Tsuda, An Approach to Chemical Recycling of Epoxy Resin Cured with Amine Using Nitric Acid. Polymer 2002, 43, 2953-2958. DOI: 10.1016/S0032-3861(02)00100-3 [ ] H. Z. Feng, S. Q. Ma, X. W. Xu, Q. Li, B. B. Wang, N. Lu, P. Y. Li, S. Wang, Z. Yu, and J. Zhu, Facile Synthesis of Hemiacetal Ester-Based Dynamic Covalent Polymer Networks Combining Fast Reprocessability and High Performance. Green Chem. 2021, 23, 9061-9070. DOI: 10.1039/D1GC02773E [ ] B. Wang, S. Ma, S. Yan, and J. Zhu, Readily Recyclable Carbon Fiber Reinforced Composites Based on Degradable Thermosets: A Review. Green Chem. 2019, 21, 5781-5796. DOI: 10.1039/C9GC01760G [ ] K. Shibata and M. Nakagawa, CFRP Recycling Technology Using Depolymerization under Ordinary Pressure. Hitachi Chemical Technical Report No. 56, 2014. [ ] B.A.Alshammari, M. S. Alsuhybani, A. M. Almushaikeh, B. M. Alotaibi, A. M. Alenad, N. B. Alqahtani, and A. G. Alharbi, Comprehensive Review of the Properties and Modifications of Carbon Fiber-Reinforced Thermoplastic Composites. Polymers 2021, 13, 2474. DOI: 10.3390/polym13152474 [ ] A. M. Hubbard, Y. Ren, P. Papaioannou, A. Sarvestani, C. R, Picu, D. Konkolewicz, A. K. Roy, V. Varshney, and D. Nepal, Vitrimer Composites: Understanding the Role of Filler in Vitrimer Applicability. ACS Appl. Polym. Mater. 2022, 4, 6374–6385. DOI: 10.1021/acsapm.2c00770 [ ] C. A. Navarro, C. R. Giffin, B. Zhang, Z Yu, S. R. Nutt, and T. J. Williams, A Structural Chemistry Look at Composites Recycling. Mater. Horiz. 2020, 7, 2479-2486. DOI: 10.1039/D0MH01085E [ ] (a) P. Xu, J. Li, and J. Ding, Chemical Recycling of Carbon Fibre/Epoxy Composites in a Mixed Solution of Peroxide Hydrogen and N,N-Dimethylformamide. Comp. Sci. Tech. 2013, 82, 54-59. DOI: 10.1016/j.compscitech.2013.04.002 (b) M. Das and S. Varughese, A Novel Sonochemical Approach for Enhanced Recovery of Carbon Fiber from CFRP Waste Using Mild Acid–Peroxide Mixture. ACS Sustainable Chem. Eng. 2016, 4, 2080–2087. DOI: 10.1021/acssuschemeng.5b01497 (c) M. Das, R. Chacko, and S. Varughese, An Efficient Method of Recycling of CFRP Waste Using Peracetic Acid. ACS Sustainable Chem. Eng. 2018, 6, 1564–1571. DOI: 10.1021/acssuschemeng.7b01456 [ ] M. Keith, G. Leeke, P. Khan, and A. Ingram, Catalytic Degradation of a Carbon Fibre Reinforced Polymer for Recycling Applications. Poly. Degrad. Stab. 2019, 166, 188-201. DOI: 10.1016/j.polymdegradstab.2019.05.020 [ ] Y. Wang, X. Cui, H. Ge, Y. Wang, C. Zhang, J. Li, T. Deng, Z. Qin, and X. Hou, Chemical Recycling of Carbon Fiber Reinforced Epoxy Resin Composites via Selective Cleavage of the Carbon–Nitrogen Bond. ACS Sustainable Chem. Eng. 2015 3, 12, 3332-3337. DOI: 10.1021/acssuschemeng.5b00949 [ ] T. Liu, M. Zhang, X. Guo, C. Liu, T. Liu, J. Xin, and J. Zhang, Mild Chemical Recycling of Aerospace Fiber/Epoxy Composite Wastes and Utilization of the Decomposed Resin, Poly. Degrad. Stab. 2017, 139, 20-27. DOI: 10.1016/j.polymdegradstab.2017.03.017 [ ] (a) V. B. Sharma, S. L. Jain, and B. Sain, Methyltrioxorhenium Catalyzed Aerobic Oxidation of Organonitrogen Compounds. Tetrahedron Lett. 2003, 44, 3235–3237. DOI: 10.1016/S0040-4039(03)00639-7 (b) S. L. Jain, J. K. Joseph, and B. Sain, Rhenium-Catalyzed Highly Efficient Oxidations of Tertiary Nitrogen Compounds to N-Oxides Using Sodium Percarbonate as Oxygen Source. Rhenium-Catalyzed Oxidations of Tertiary Nitrogen Compounds to N-Oxides. Synlett 2006, 2661–2663. DOI: 10.1055/s-2006-951487 [ ] C. A. Navarro, Y. Ma, K. Michael, H. Breunig, S. R. Nutt, and T. J. Williams, Catalytic, Aerobic Depolymerization of Epoxy Thermoset Composites. Green Chem. 2021, 23, 6365-6360. DOI: 10.1039/D1GC01970H [ ] Y. Ma, C. A. Navarro, T. J. Williams, and S. R. Nutt, Recovery and Reuse of Acid-Digested Amine/Epoxy-Based Composite Matrices. Poly. Degrad. Stab. 2020, 175, 109125. DOI: 10.1016/j.polymdegradstab.2020.109125 [ ] Huntsman International LLC. http://www.huntsman.com/advanced_materials/a/Our%20Technologies/ High%20Performance%20Components/Imides%20and%20Benzoxazines/Benzoxazines Accessed 12 December 2016. [ ] (a) S.-I. Murahashi and D. Zhang, Ruthenium Catalyzed Biomimetic Oxidation in Organic Synthesis Inspired by Cytochrome P-450. Chem. Soc. Rev. 2008, 37, 1490–1501. (b) Li, C.-J. Cross-Dehydrogenative Coupling (CDC): Exploring C-C Bond Formations beyond Functional Group Transformations. Acc. Chem. Res. 2009, 42, 335-344.

Conference: SAMPE 2023

Publication Date: 2023/04/17

SKU: TP23-0000000206

Pages: 12

Price: $24.00

Get This Paper