The origin of aliphatic hydrocarbons in brown coal liquefaction: Reactions of a model acid, alcohol and ester

Geoffrey D. Bongers; Caroline E. Burgess; John S.T. Chan; W. Roy Jackson; Antonio F. Patti; Marc Marshall

doi:10.1016/0016-2361(95)00286-3

The origin of aliphatic hydrocarbons in brown coal liquefaction: Reactions of a model acid, alcohol and ester

Geoffrey D. Bongers
, Caroline E. Burgess
, John S.T. Chan
, W. Roy Jackson
, Antonio F. Patti
, Marc Marshall

Agricultural & Biological Engineering

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

8 Scopus citations

Abstract

A model long-chain alcohol (n-C₂₂), carboxylic acid (n-C₂₀) and ester (n-C₂₀ + n-C₂₂) have been reacted under coal liquefaction conditions at 320 and 405°C with both hydrogen and carbon monoxide-water as reducing systems. The products of these reactions were characterized by g.c., g.c.-m.s. and mass spectroscopy. In addition to materials with the same carbon number as the starting compounds, lower-molecular-weight materials arising from fragmentation and higher-molecular-weight compounds arising from radical recombination reactions were detected. Reactions with CO-H₂O gave different product distributions from reactions with H₂-SnO₂ and H₂-tetralin, and these differences have been correlated with differences observed in reactions of low-rank coals. Reactions of eicosanoic (C₂₀) acid with hydrogen at temperatures from 320 to 415°C showed an unexpected formation of the ester CH₃(CH₂)₁₈CO₂(CH₂) ₁₉CH₃, especially for H₂-SnO₂ reactions at 365°C.

Original language	English (US)
Pages (from-to)	591-596
Number of pages	6
Journal	Fuel
Volume	75
Issue number	5
DOIs	https://doi.org/10.1016/0016-2361(95)00286-3
State	Published - Apr 1996

All Science Journal Classification (ASJC) codes

General Chemical Engineering
Fuel Technology
Energy Engineering and Power Technology
Organic Chemistry

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10.1016/0016-2361(95)00286-3

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@article{58c84cd3d5ae4c9296f8988a937785d1,

title = "The origin of aliphatic hydrocarbons in brown coal liquefaction: Reactions of a model acid, alcohol and ester",

abstract = "A model long-chain alcohol (n-C22), carboxylic acid (n-C20) and ester (n-C20 + n-C22) have been reacted under coal liquefaction conditions at 320 and 405°C with both hydrogen and carbon monoxide-water as reducing systems. The products of these reactions were characterized by g.c., g.c.-m.s. and mass spectroscopy. In addition to materials with the same carbon number as the starting compounds, lower-molecular-weight materials arising from fragmentation and higher-molecular-weight compounds arising from radical recombination reactions were detected. Reactions with CO-H2O gave different product distributions from reactions with H2-SnO2 and H2-tetralin, and these differences have been correlated with differences observed in reactions of low-rank coals. Reactions of eicosanoic (C20) acid with hydrogen at temperatures from 320 to 415°C showed an unexpected formation of the ester CH3(CH2)18CO2(CH2) 19CH3, especially for H2-SnO2 reactions at 365°C.",

author = "Bongers, \{Geoffrey D.\} and Burgess, \{Caroline E.\} and Chan, \{John S.T.\} and Jackson, \{W. Roy\} and Patti, \{Antonio F.\} and Marc Marshall",

note = "Funding Information: The authorst hankthe Coal Corporationo f Victoria for financial support, Dr T. V. Verheyen for helpful discussionst,h e AustralianI nternationaDl evelopment AssistanceB ureauf or provisiono f a Merit Scholarship under the Equity and Merit ScholarshipS cheme( to J.S.T.C.) and the US NationalS cienceF oundationfo r a postdoctorafel llowship( to C.E.B.).",

year = "1996",

month = apr,

doi = "10.1016/0016-2361(95)00286-3",

language = "English (US)",

volume = "75",

pages = "591--596",

journal = "Fuel",

issn = "0016-2361",

publisher = "Elsevier B.V.",

number = "5",

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TY - JOUR

T1 - The origin of aliphatic hydrocarbons in brown coal liquefaction

T2 - Reactions of a model acid, alcohol and ester

AU - Bongers, Geoffrey D.

AU - Burgess, Caroline E.

AU - Chan, John S.T.

AU - Jackson, W. Roy

AU - Patti, Antonio F.

AU - Marshall, Marc

N1 - Funding Information: The authorst hankthe Coal Corporationo f Victoria for financial support, Dr T. V. Verheyen for helpful discussionst,h e AustralianI nternationaDl evelopment AssistanceB ureauf or provisiono f a Merit Scholarship under the Equity and Merit ScholarshipS cheme( to J.S.T.C.) and the US NationalS cienceF oundationfo r a postdoctorafel llowship( to C.E.B.).

PY - 1996/4

Y1 - 1996/4

N2 - A model long-chain alcohol (n-C22), carboxylic acid (n-C20) and ester (n-C20 + n-C22) have been reacted under coal liquefaction conditions at 320 and 405°C with both hydrogen and carbon monoxide-water as reducing systems. The products of these reactions were characterized by g.c., g.c.-m.s. and mass spectroscopy. In addition to materials with the same carbon number as the starting compounds, lower-molecular-weight materials arising from fragmentation and higher-molecular-weight compounds arising from radical recombination reactions were detected. Reactions with CO-H2O gave different product distributions from reactions with H2-SnO2 and H2-tetralin, and these differences have been correlated with differences observed in reactions of low-rank coals. Reactions of eicosanoic (C20) acid with hydrogen at temperatures from 320 to 415°C showed an unexpected formation of the ester CH3(CH2)18CO2(CH2) 19CH3, especially for H2-SnO2 reactions at 365°C.

AB - A model long-chain alcohol (n-C22), carboxylic acid (n-C20) and ester (n-C20 + n-C22) have been reacted under coal liquefaction conditions at 320 and 405°C with both hydrogen and carbon monoxide-water as reducing systems. The products of these reactions were characterized by g.c., g.c.-m.s. and mass spectroscopy. In addition to materials with the same carbon number as the starting compounds, lower-molecular-weight materials arising from fragmentation and higher-molecular-weight compounds arising from radical recombination reactions were detected. Reactions with CO-H2O gave different product distributions from reactions with H2-SnO2 and H2-tetralin, and these differences have been correlated with differences observed in reactions of low-rank coals. Reactions of eicosanoic (C20) acid with hydrogen at temperatures from 320 to 415°C showed an unexpected formation of the ester CH3(CH2)18CO2(CH2) 19CH3, especially for H2-SnO2 reactions at 365°C.

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The origin of aliphatic hydrocarbons in brown coal liquefaction: Reactions of a model acid, alcohol and ester

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