Effects of a sodium carbonate (Na2CO3) additive on the conversion of phenethyl phenyl ether (PPE) in high-temperature water

Hee Jun Eom; Dae Won Lee; Yoon Ki Hong; Sang Ho Chung; Myung Gi Seo; Kwan Young Lee

doi:10.1016/j.apcata.2013.12.007

Effects of a sodium carbonate (Na₂CO₃) additive on the conversion of phenethyl phenyl ether (PPE) in high-temperature water

Hee Jun Eom, Dae Won Lee, Yoon Ki Hong, Sang Ho Chung, Myung Gi Seo, Kwan Young Lee

Research output: Contribution to journal › Article › peer-review

18 Citations (Scopus)

Abstract

The use of high-temperature water (including near/super-critical water) has been studied as a promising reaction method for the valorization of lignocellulose biomass (lignin). The dissociation of lignin usually begins with the cleavage of ether bonds which are the weakest chemical linkages in a lignin structure. Of the ether bonds, the most prevalent type is a β-ether bond; phenethyl phenyl ether (PPE) is regarded as a suitable model compound for studying the cleavage of this bond. This study investigates the conversion of PPE in high-temperature water, with sodium carbonate (Na₂CO ₃) serving as an additive to promote ionic pathways. The addition of sodium carbonate greatly enhanced the conversion of PPE and produced phenol as the primary product. It was proposed that phenol was obtained through the dissociation of a Na⁺-PPE adduct, which progressed via heterolytic ether cleavage and α-hydrogen abstraction.

Original language	English
Pages (from-to)	152-159
Number of pages	8
Journal	Applied Catalysis A: General
Volume	472
DOIs	https://doi.org/10.1016/j.apcata.2013.12.007
Publication status	Published - 2014 Feb 22

Bibliographical note

Funding Information:
This work was supported by the National Research Foundation of Korea (NRF) grant funded by the Korea government (MSIP) (NRF- 2012M1A2A2671682 ).

Funding Information:
Dr. Dae-Won Lee was supported by Korea University Grant .

Funding Information:
This work was supported by the National Research Foundation of Korea Grant funded by the Korean Government (MSIP) ” (2013, University-Institute cooperation program)

Keywords

Alkali carbonate
High-temperature water
Hydrolysis
Phenethyl phenyl ether (PPE)
β-ether bond

ASJC Scopus subject areas

Catalysis
Process Chemistry and Technology

Access to Document

10.1016/j.apcata.2013.12.007

Cite this

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title = "Effects of a sodium carbonate (Na2CO3) additive on the conversion of phenethyl phenyl ether (PPE) in high-temperature water",

abstract = "The use of high-temperature water (including near/super-critical water) has been studied as a promising reaction method for the valorization of lignocellulose biomass (lignin). The dissociation of lignin usually begins with the cleavage of ether bonds which are the weakest chemical linkages in a lignin structure. Of the ether bonds, the most prevalent type is a β-ether bond; phenethyl phenyl ether (PPE) is regarded as a suitable model compound for studying the cleavage of this bond. This study investigates the conversion of PPE in high-temperature water, with sodium carbonate (Na2CO 3) serving as an additive to promote ionic pathways. The addition of sodium carbonate greatly enhanced the conversion of PPE and produced phenol as the primary product. It was proposed that phenol was obtained through the dissociation of a Na+-PPE adduct, which progressed via heterolytic ether cleavage and α-hydrogen abstraction.",

keywords = "Alkali carbonate, High-temperature water, Hydrolysis, Phenethyl phenyl ether (PPE), β-ether bond",

author = "Eom, {Hee Jun} and Lee, {Dae Won} and Hong, {Yoon Ki} and Chung, {Sang Ho} and Seo, {Myung Gi} and Lee, {Kwan Young}",

note = "Funding Information: This work was supported by the National Research Foundation of Korea (NRF) grant funded by the Korea government (MSIP) (NRF- 2012M1A2A2671682 ). Funding Information: Dr. Dae-Won Lee was supported by Korea University Grant . Funding Information: This work was supported by the National Research Foundation of Korea Grant funded by the Korean Government (MSIP) ” (2013, University-Institute cooperation program) ",

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AU - Chung, Sang Ho

AU - Seo, Myung Gi

AU - Lee, Kwan Young

N1 - Funding Information: This work was supported by the National Research Foundation of Korea (NRF) grant funded by the Korea government (MSIP) (NRF- 2012M1A2A2671682 ). Funding Information: Dr. Dae-Won Lee was supported by Korea University Grant . Funding Information: This work was supported by the National Research Foundation of Korea Grant funded by the Korean Government (MSIP) ” (2013, University-Institute cooperation program)

PY - 2014/2/22

Y1 - 2014/2/22

N2 - The use of high-temperature water (including near/super-critical water) has been studied as a promising reaction method for the valorization of lignocellulose biomass (lignin). The dissociation of lignin usually begins with the cleavage of ether bonds which are the weakest chemical linkages in a lignin structure. Of the ether bonds, the most prevalent type is a β-ether bond; phenethyl phenyl ether (PPE) is regarded as a suitable model compound for studying the cleavage of this bond. This study investigates the conversion of PPE in high-temperature water, with sodium carbonate (Na2CO 3) serving as an additive to promote ionic pathways. The addition of sodium carbonate greatly enhanced the conversion of PPE and produced phenol as the primary product. It was proposed that phenol was obtained through the dissociation of a Na+-PPE adduct, which progressed via heterolytic ether cleavage and α-hydrogen abstraction.

AB - The use of high-temperature water (including near/super-critical water) has been studied as a promising reaction method for the valorization of lignocellulose biomass (lignin). The dissociation of lignin usually begins with the cleavage of ether bonds which are the weakest chemical linkages in a lignin structure. Of the ether bonds, the most prevalent type is a β-ether bond; phenethyl phenyl ether (PPE) is regarded as a suitable model compound for studying the cleavage of this bond. This study investigates the conversion of PPE in high-temperature water, with sodium carbonate (Na2CO 3) serving as an additive to promote ionic pathways. The addition of sodium carbonate greatly enhanced the conversion of PPE and produced phenol as the primary product. It was proposed that phenol was obtained through the dissociation of a Na+-PPE adduct, which progressed via heterolytic ether cleavage and α-hydrogen abstraction.

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