Identification and cleavage of breakable single bonds by selective oxidation, reduction, and hydrolysis. Quarterly report No. 10, January 1-March 31, 1981
The objective is to determine the structure of coal with emphasis on the crosslinks and breakable single bonds. Near the end of the first year, we found that benzylamine (BnNH/sub 2/) would extract an additional 14% (of the original weight of coal) of material from pyridine-extracted coal. More recently, we found that an EDA-DMSO (ethylene diamine-dimethyl sulfoxide) mixture would dissolve an additional 19% of the original coal. The BnHN/sub 2/ extract is nearly wholly soluble in pyridine, but the EDA-DMSO extract is only partly soluble in pyridine. Our best present guess is that the BnNH/sub 2/ cleaves most of the ester groups in coal and that EDA-DMSO cleaves the remaining ester and most of the ether groups, thus liberating additional material from the pyridine-insoluble coal network. These two extracts are interesting for structural studies because they were part of the pyridine-insoluble portion of whole coal, instead of being unattached accompanying material. The EDA-DMSO-extracted coal is of interest for investigating connecting links, because it represents a smaller proportion of the coal network, perhaps containing only hydrocarbon connecting links. The experimental section of this report describes: solubilities of the EDA-DMSO extracts of Illinois No. 6 coal and the treatment of an extract with sodium; last details (Cl analysis) of an earlier treatment of EDA-DMSO-extracted coal with zinc chloride; oxidations of extracted coals with nitric acid, formic acid + hydrogen peroxide, and oxygen + t-BuOK in pyridine; recent efforts to characterize various oxidation products, mostly black acids; and shows that sulfolane extracted only 0.7% of whole Illinois No. 6 coal. 3 figures, 3 tables.
- Research Organization:
- SRI International, Menlo Park, CA (USA)
- DOE Contract Number:
- AC22-78ET11423
- OSTI ID:
- 6290889
- Report Number(s):
- DOE/ET/11423-T16; ON: DE85003860
- Country of Publication:
- United States
- Language:
- English
Similar Records
Identification and cleavage of breakable single bonds by selective oxidation, reduction, and hydrolysis. Quarterly report No. 13, October 1-December 31, 1981
Identification and cleavage of breakable single bonds by selective oxidation, reduction, and hydrolysis
Related Subjects
010600* -- Coal
Lignite
& Peat-- Properties & Composition
AMINES
AZINES
BITUMINOUS COAL
BLACK COAL
CARBONACEOUS MATERIALS
CARBOXYLIC ACIDS
CHEMICAL BONDS
CHEMICAL REACTIONS
COAL
COAL EXTRACTS
DATA
DMSO
ELEMENTS
ENERGY SOURCES
EXPERIMENTAL DATA
EXTRACTION
FORMIC ACID
FOSSIL FUELS
FUELS
HETEROCYCLIC COMPOUNDS
HYDROGEN COMPOUNDS
HYDROGEN PEROXIDE
INFORMATION
INFRARED SPECTRA
INORGANIC ACIDS
MATERIALS
MONOCARBOXYLIC ACIDS
NITRIC ACID
NMR SPECTRA
NONMETALS
NUMERICAL DATA
ORGANIC ACIDS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC SULFUR COMPOUNDS
OXIDATION
OXYGEN
OXYGEN COMPOUNDS
PEROXIDES
PYRIDINE
PYRIDINES
RESEARCH PROGRAMS
SEPARATION PROCESSES
SOLUBILITY
SOLVENT EXTRACTION
SPECTRA
STRUCTURAL CHEMICAL ANALYSIS
SULFOXIDES