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Title: Thermolysis of a polymer model of aromatic carboxylic acids in low-rank coal

Abstract

To compliment our current investigation into the role that decarboxylation of aromatic carboxylic acids plays in the low-temperature cross-linking of low-rank coals, we are investigating the thermolysis of a polymeric coal model compound to determine if the polymeric network structure of coal can alter the decarboxylation pathways. In this investigation, a bibenzylic polymer, poly-(m-xylylene-co-5-carboxy-m-xylylene), 1, was synthesized containing 2.3 carboxylic acids per 100 carbons, which is similar to that found in Zapp lignite. The pyrolysis of 1 was compared to poly-m-xylylene, 2, and the methyl ester of 1, 3, to determine if the carboxy group enhances cross-linking reactions. The major product from the pyrolysis of 1 at 375{degrees} C or 400{degrees} C for 1 h was a THF insoluble residue (60-75 wt%), while pyrolysis of 2 or the methyl ester of 1 produced only a THF soluble product. The mechanistic pathways leading to cross-linking will be discussed.

Authors:
 [1]; ;  [2]
  1. Hope College, Holland, MI (United States). Dept. of Chemistry
  2. Oak Ridge National Lab., TN (United States)
Publication Date:
Research Org.:
Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)
Sponsoring Org.:
USDOE Office of Energy Research, Washington, DC (United States)
OSTI Identifier:
456349
Report Number(s):
CONF-970443-9
ON: DE97003490; TRN: 97:002301
DOE Contract Number:  
AC05-96OR22464
Resource Type:
Conference
Resource Relation:
Conference: 213. national meeting of the American Chemical Society, San Francisco, CA (United States), 13-17 Apr 1997; Other Information: PBD: 1997
Country of Publication:
United States
Language:
English
Subject:
01 COAL, LIGNITE, AND PEAT; LIGNITE; PYROLYSIS; CARBOXYLIC ACIDS; COAL; CROSS-LINKING; DECARBOXYLATION; MOLECULAR STRUCTURE; POLYMERS; SOLUBILITY

Citation Formats

Mungall, W S, Britt, P F, and Buchanan, III, A C. Thermolysis of a polymer model of aromatic carboxylic acids in low-rank coal. United States: N. p., 1997. Web.
Mungall, W S, Britt, P F, & Buchanan, III, A C. Thermolysis of a polymer model of aromatic carboxylic acids in low-rank coal. United States.
Mungall, W S, Britt, P F, and Buchanan, III, A C. 1997. "Thermolysis of a polymer model of aromatic carboxylic acids in low-rank coal". United States. https://www.osti.gov/servlets/purl/456349.
@article{osti_456349,
title = {Thermolysis of a polymer model of aromatic carboxylic acids in low-rank coal},
author = {Mungall, W S and Britt, P F and Buchanan, III, A C},
abstractNote = {To compliment our current investigation into the role that decarboxylation of aromatic carboxylic acids plays in the low-temperature cross-linking of low-rank coals, we are investigating the thermolysis of a polymeric coal model compound to determine if the polymeric network structure of coal can alter the decarboxylation pathways. In this investigation, a bibenzylic polymer, poly-(m-xylylene-co-5-carboxy-m-xylylene), 1, was synthesized containing 2.3 carboxylic acids per 100 carbons, which is similar to that found in Zapp lignite. The pyrolysis of 1 was compared to poly-m-xylylene, 2, and the methyl ester of 1, 3, to determine if the carboxy group enhances cross-linking reactions. The major product from the pyrolysis of 1 at 375{degrees} C or 400{degrees} C for 1 h was a THF insoluble residue (60-75 wt%), while pyrolysis of 2 or the methyl ester of 1 produced only a THF soluble product. The mechanistic pathways leading to cross-linking will be discussed.},
doi = {},
url = {https://www.osti.gov/biblio/456349}, journal = {},
number = ,
volume = ,
place = {United States},
year = {Sat Mar 01 00:00:00 EST 1997},
month = {Sat Mar 01 00:00:00 EST 1997}
}

Conference:
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