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. 2020 Oct 28;12(11):2513.
doi: 10.3390/polym12112513.

Hydrogenation of High Molecular Weight Bisphenol A Type Epoxy Resin BE503 in a Functional and Greener Solvent Mixture Using a Rh Catalyst Supported on Carbon Black

Bo-Xin Lai  1 , Saurav Bhattacharjee  1 , Yi-Hao Huang  1 , An-Bang Duh  2 , Ping-Chieh Wang  2 , Chung-Sung Tan  1
Affiliations

Hydrogenation of High Molecular Weight Bisphenol A Type Epoxy Resin BE503 in a Functional and Greener Solvent Mixture Using a Rh Catalyst Supported on Carbon Black

Bo-Xin Lai et al. Polymers (Basel). .

Abstract

A functional greener solvent mixture containing water, isopropyl alcohol (IPA) and ethyl acetate with the ratio 10:20:70 (wt%) was found to accelerate hydrogenation of bisphenol A type epoxy resin BE503 with a molecular weight of 1500 through an on-water mechanism, and led to an increased H2 availability, due to high solubility of H2 in IPA. Different carbon-based supports were tested and VulcanXC72 was found as the best support among the tested carbon-based ones as it possessed the highest amount of electron deficient promoter, RhOx. The catalyst, Rh5/VulcanXC72-polyol, synthesized by the microwave assisted polyol method, yielded a 100% hydrogenation of aromatic rings with an epoxy ring opening below 20.0% at 50 °C and a H2 pressure of 1000 psi in 2.25 h. Intrinsic activation energies for the hydrogenation of aromatic rings and epoxy ring opening were experimentally estimated and a mechanism for the hydrogenation of BE503 was proposed, wherein the hydrogenation of aromatic rings and epoxy ring opening in BE503 proceeded simultaneously in parallel and in-series with parallel being the major pathway.

Keywords: BPA type epoxy resin; Rh catalyst; VulcanXC72; epoxy ring opening; hydrogenation; water as solvent.

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Conflict of interest statement

The authors declare no conflict of interest.

Figures

Figure 1
Figure 1
Morphology of Rh5/VulcanXC72-polyol as its (a) HRTEM image with Rh NPs located on the outer surface of the catalyst as indicated by the white arrows, (b) corresponding histograms of average particle size analysis and (c) X-ray diffractogram.
Figure 1
Figure 1
Morphology of Rh5/VulcanXC72-polyol as its (a) HRTEM image with Rh NPs located on the outer surface of the catalyst as indicated by the white arrows, (b) corresponding histograms of average particle size analysis and (c) X-ray diffractogram.
Figure 2
Figure 2
XPS spectra of: (a) VulcanXC72, (b) Graphene and (c) MWCNTs.
Figure 2
Figure 2
XPS spectra of: (a) VulcanXC72, (b) Graphene and (c) MWCNTs.
Figure 3
Figure 3
XPS spectra of: (a) Rh5/VulcanXC72-polyol, (b) Rh5/Graphene-polyol and (c) Rh5/MWCNTs-polyol.
Figure 3
Figure 3
XPS spectra of: (a) Rh5/VulcanXC72-polyol, (b) Rh5/Graphene-polyol and (c) Rh5/MWCNTs-polyol.
Figure 4
Figure 4
Plot of (a) ln k vs. 1/T (for hydrogenation yield) and (b) ln k’ vs. 1/T (for epoxy ring opening).
See this image and copyright information in PMC

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