Citation: Hua Yan, Chun-xiang Lu, De-qi Jing, Xiang-lin Hou. Chemical Degradation of Amine-cured DGEBA Epoxy Resin in Supercritical 1-Propanol for Recycling Carbon Fiber from Composites[J]. Chinese Journal of Polymer Science, ;2014, 32(11): 1550-1563. doi: 10.1007/s10118-014-1519-5 shu

Chemical Degradation of Amine-cured DGEBA Epoxy Resin in Supercritical 1-Propanol for Recycling Carbon Fiber from Composites

Hua Yan ^1,2,3 ,
Chun-xiang Lu ^4,, ,
De-qi Jing ⁴ ,
Xiang-lin Hou ⁵

1.
1. National Engineering Laboratory for Carbon Fiber Technology, Institute of Coal Chemistry, Chinese Academy of Sciences, Taiyuan 030001, China
2.
2. University of Chinese Academy of Sciences, Beijing 100049, China
3.
4.
National Engineering Laboratory for Carbon Fiber Technology, Institute of Coal Chemistry, Chinese Academy of Sciences, Taiyuan 030001, China
5.
State Key Laboratory of Coal Conversion, Institute of Coal Chemistry, Chinese Academy of Sciences, Taiyuan 030001, China

Corresponding author: Chun-xiang Lu,
Received Date: 24 January 2014
Revised Date: 25 March 2014

Fund Project: This work was financially supported by the National Natural Science Foundation of China (No. 51103174) and Foundation for Young Talents in Institute of Coal Chemistry, Chinese Academy of Sciences (2011SQNRC12 Y1SC6L1781).

Chemical degradation of diglycidyl ether of bisphenol A (DGEBA) epoxy resin cured with an aliphatic amine in supercritical 1-propanol was investigated under different reaction temperature and time. The combination of GC-MS and LC-MS proved that the epoxy resin was decomposed to five main products including phenol, 4-isopropylphenol, 4-isopropenylphenol, bisphenol A, and 4, 4'-(cyclopropane-1, 1-diyl)diphenol. The 13C-NMR results verified the chemical structures of the degradation products. The change of the products' yield with time was evaluated by an effective means of HPLC. In addition, the GPC analysis confirmed the formation of soluble low molecular weight clusters during the degradation reaction. A possible free-radical reaction mechanism was proposed for chemical depolymerization of the epoxy resin in supercritical 1-propanol. After the homolytic cleavage of the aromatic ether linkages, the resulting bisphenol A biradical either produced 4, 4'-(cyclopropane-1, 1-diyl)diphenol after intramolecular rearrangement or generated bisphenol A after capturing hydrogen from 1-propanol.
- Epoxy,
- Thermosets,
- Degradation,
- Recycling
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