Recycling Waste Polycarbonate to Bisphenol A-Based Oligoesters as Epoxy-Curing Agents, and Degrading Epoxy Thermosets and Carbon Fiber Composites into Useful Chemicals

被引:25
作者
Jiang, Ting-Wei [1 ]
Reddy, Kamani Sudhir K. [1 ,2 ]
Chen, Yi-Chun [2 ]
Wang, Meng-Wei [3 ]
Chang, Hou-Chien [1 ]
Abu-Omar, Mehdi M. [4 ]
Lin, Ching-Hsuan [1 ]
机构
[1] Natl Chung Hsing Univ, Dept Chem Engn, Taichung 40227, Taiwan
[2] Natl Taiwan Univ, Adv Res Ctr Green Mat Sci & Technol, Taipei 10617, Taiwan
[3] Swancor Highpolymer Co Ltd Shares, Adv Mat Dev Dept, Nantou 54066, Taiwan
[4] Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USA
关键词
polycarbonate recycle; BPA; active ester; degradation; CFRP; aminolysis; DEPOLYMERIZATION; POLY(BISPHENOL; DEGRADATION; HYDROLYSIS; EFFICIENCY; PYROLYSIS; CATALYSTS; CLEAVAGE;
D O I
10.1021/acssuschemeng.1c07247
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We prepared two phenylacetate end-capping oligoesters from recycled bisphenol A (RBPA), which is obtained from a phase-transfer agent-assisted basic degradation of waste polycarbonate (WPC). The two oligoesters were successfully applied as epoxy-curing agents. The curing of oligoesters with epoxy is based on the chemistry of a 4-dimethylaminopyridine (DMAP)-catalyzed model reaction of phenyl benzoate and glycidyl phenyl ether. Mechanical and thermal properties of oligoesters/epoxy-cured thermosets were investigated and discussed. Glass transition temperatures (T-g), the coefficient of thermal expansions (CTE), thermal decomposition temperatures (T-d5%), and tensile strengths of four thermosets are, respectively, in the ranges of 140 to 180 degrees C, 37 to 72 ppm/degrees C, 396 to 431 degrees C, and 49 to 73 MPa. We also prepared carbon fiber composites (CFRPs) by using oligoester/epoxy resin, which could be effectively degraded to phenoxy resin using a catalyst-free aminolysis technique, and undamaged carbon fibers could be recycled without sacrificing mechanical strength or chemical composition. Processes such as recycling of WPC into bisphenol A-based oligoesters as epoxy-curing agents and degrading the epoxy thermosets and CFRPs into useful chemicals have been achieved.
引用
收藏
页码:2429 / 2440
页数:12
相关论文
共 48 条
[1]  
[Anonymous], 2018, POLYCARBONATE SHEET
[2]   Catalytic and thermal pyrolysis of polycarbonate in a fixed-bed reactor: The effect of catalysts on products yields and composition [J].
Antonakou, E. V. ;
Kalogiannis, K. G. ;
Stefanidis, S. D. ;
Karakoulia, S. A. ;
Triantafyllidis, K. S. ;
Lappas, A. A. ;
Achilias, D. S. .
POLYMER DEGRADATION AND STABILITY, 2014, 110 :482-491
[3]   Recent Advances in Polycarbonate Recycling: A Review of Degradation Methods and Their Mechanisms [J].
Antonakou, E. V. ;
Achilias, D. S. .
WASTE AND BIOMASS VALORIZATION, 2013, 4 (01) :9-21
[4]   Polythiourethane Covalent Adaptable Networks for Strong and Reworkable Adhesives and Fully Recyclable Carbon Fiber-Reinforced Composites [J].
Cui, Chenhui ;
Chen, Xingxing ;
Ma, Li ;
Zhong, Qianyun ;
Li, Zhen ;
Mariappan, Arumugam ;
Zhang, Qiang ;
Cheng, Yilong ;
He, Gang ;
Chen, Xiaoming ;
Dong, Zhen ;
An, Le ;
Zhang, Yanfeng .
ACS APPLIED MATERIALS & INTERFACES, 2020, 12 (42) :47975-47983
[5]   Chemical recycling of poly(bisphenol A carbonate): 1,5,7-Triazabicyclo [4.4.0]-dec-5-ene catalyzed alcoholysis for highly efficient bisphenol A and organic carbonate recovery [J].
Do, Taeyang ;
Baral, Ek Raj ;
Kim, Jeung Gon .
POLYMER, 2018, 143 :106-114
[6]   Steam Hydrolysis of Poly(bisphenol A carbonate) in a Fluidized Bed Reactor [J].
Grause, Guido ;
Kaerrbrant, Rikard ;
Kameda, Tomohito ;
Yoshioka, Toshiaki .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2014, 53 (11) :4215-4223
[7]   Chemically recyclable polymers: a circular economy approach to sustainability [J].
Hong, Miao ;
Chen, Eugene Y. -X. .
GREEN CHEMISTRY, 2017, 19 (16) :3692-3706
[8]   Alkali-catalyzed methanolysis of polycarbonate. A study on recycling of bisphenol A and dimethyl carbonate [J].
Hu, LC ;
Oku, A ;
Yamada, E .
POLYMER, 1998, 39 (16) :3841-3845
[9]   Robust thermoplastic polyurethane elastomers prepared from recycling polycarbonate [J].
Huang, Ying-Chi ;
Huang, Yu-Hsiang ;
Chen, Li-Yun ;
Dai, Chi-An ;
Dai, Shenghong A. ;
Chen, Ying-Hsiao ;
Wu, Chien-Hsin ;
Jeng, Ru-Jong .
POLYMER, 2021, 212
[10]   Effects of plastic additives on depolymerization of polycarbonate in sub-critical water [J].
Huang, Yuanyuan ;
Liu, Shixi ;
Pan, Zhiyan .
POLYMER DEGRADATION AND STABILITY, 2011, 96 (08) :1405-1410