← Back to Patent Explorer
US4259167A Expired / Lapsed US ⏱️ 0.0 years remaining

Formation of caking coals

Assignee: ExxonMobil Technology and Engineering Co
•
Filing: 1979-08-23
•
Granted: 1981-03-31
•
Expires: 1999-08-23
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract Highly caking coals are formed by selective oxygen-alkylation or oxygen-acylation of moderately, weakly or non-caking coals, employing a phase transfer reaction which chemically alters phenolic and carboxylic functional substituents. These two very polar functional groups are converted to relatively non-polar ethers and esters, respectively. The O-alkylation or O-acylation is carried out in a binary liquid phase solution (organic and water phases with a solid phase suspended in the medium). A quaternary ammonium or phosphonium salt is reacted with alkali or alkaline earth base to produce the corresponding quaternary ammonium or phosphonium base (an example of a phase transfer reagent). This quaternary base is non-nucleophilic and readily removes the phenolic and carboxylic protons but does little else to the coal structures. After the removal of the weakly acidic protons by the quaternary base, the phenoxides and carboxylates which are produced then undergo O-alkylation or O-acylation. The alkylating or acylating agent comprises a carbon-bearing functional group and a displaceable leaving group. The process of the invention produces caking properties in non-caking subbituminous coals and increases the caking ability of weakly or moderately caking coals. An important aspect of this invention concerns the coal liquids and gases which are produced during coke formation. The pyrolysis which forms the coke of the O-alkylated or O-acylated coal also produces higher quality coal liquids and gases.

Inventors

  • 👤 Ronald Liotta

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 07:27
CPC Classifications
C; C10; C10L; C10L9/00; C10L9/02; C10G; C10G1/00

Claims Analysis

Total Claims: 26
Claim 1
Independent Claim 152 words
A method for forming coal products having improved properties upon pyrolysis, by oxygen-alkylation and/or oxygen-acylation, which method comprises: (a) treating the coal with a solution comprising: (aa) at least one quaternary base represented by the formula R 4 QOR" were each R is the same or different group selected from the group consisting of C 1 to about C 20 alkyl and C 6 to about C 20 aryl; Q is nitrogen or phosphorus; and R" is selected from the group consisting of hydrogen, C 1 to about C 10 alkyl, aryl, alkylaryl, arylalkyl and acetyl; and (ab) at least one compound represented by the formula R'X where R' is a C 1 to C 20 alkyl or acyl group and X is selected from the group consisting of halides, sulfates, bisulfates, acetates and stearates; wherein X is attached to a primary or secondary carbon atom; and (b) pyrolyzing the treated coal.
Claim 2
Independent Claim 152 words
A method for forming coal products having improved properties upon pyrolysis, by oxygen-alkylation and/or oxygen-acylation, which method comprises: (a) treating the coal with a solution comprising: (aa) at least one quaternary base represented by the formula R 4 QOR" were each R is the same or different group selected from the group consisting of C 1 to about C 20 alkyl and C 6 to about C 20 aryl; Q is nitrogen or phosphorus; and R" is selected from the group consisting of hydrogen, C 1 to about C 10 alkyl, aryl, alkylaryl, arylalkyl and acetyl; and (ab) at least one compound represented by the formula R'X where R' is a C 1 to C 20 alkyl or acyl group and X is selected from the group consisting of halides, sulfates, bisulfates, acetates and stearates; wherein X is attached to a primary or secondary carbon atom; and (b) pyrolyzing the treated coal.
Claim 3
Dependent Claim 13 words
The method of claim 1 wherein the coal is a non-caking subbituminous coal.
Claim 4
Dependent Claim 16 words
The method of claim 1 wherein the coal is a weakly or moderately caking bituminous coal.
Claim 5
Dependent Claim 21 words
The method of claim 1 wherein prior to pyrolysis, the treated coal is contacted with a solvent to extract soluble coal.
Claim 6
Dependent Claim 18 words
The method of claim 1 wherein R" is a C 1 to C 4 alkyl group or hydrogen.
Claim 7
Dependent Claim 9 words
The method of claim 5 wherein R" is hydrogen.
Claim 8
Dependent Claim 9 words
The method of claim 1 wherein Q is nitrogen.
Claim 9
Dependent Claim 9 words
The method of claim 6 wherein Q is nitrogen.
Claim 10
Dependent Claim 20 words
The method of claim 1 wherein each R is the same or different C 1 to C 6 alkyl group.
Claim 11
Dependent Claim 20 words
The method of claim 8 wherein each R is the same or different C 1 to C 6 alkyl group.
Claim 12
Dependent Claim 17 words
The method of claim 1 wherein R' is a C 1 to C 4 inert hydrocarbon group.
Claim 13
Dependent Claim 16 words
The method of claim 10 wherein R' is a C 1 to C 4 inert hydrocarbon.
Claim 14
Dependent Claim 18 words
The method of claim 1 wherein X is selected from the group consisting of chlorine, bromine and iodine.
Claim 15
Dependent Claim 18 words
The method of claim 12 wherein X is selected from the group consisting of chlorine, bromine and iodine.
Claim 16
Dependent Claim 15 words
The method of claim 14 wherein X is chlorine and R' is a methyl group.
Claim 17
Dependent Claim 30 words
The method of claim 1 wherein the amount of quaternary base ranges from about a stoichiometric amount to about 10 times the total number of acidic sites on the coal.
Claim 18
Dependent Claim 30 words
The method of claim 15 wherein the amount of quaternary base ranges from about a stoichiometric amount to about 10 times the total number of acidic sites on the coal.
Claim 19
Dependent Claim 25 words
The method of claim 1 wherein R'X is present in at least a stoichiometric amount relative to the number of acidic sites on the coal.
Claim 20
Dependent Claim 24 words
The method of claim 17 wherein R'X is present in at least stoichiometric amounts relative to the number of acidic sites on the coal.
Claim 21
Dependent Claim 46 words
The method of claim 1 wherein a quaternary salt represented by the formula R 4 OX is reacted with an alkali or alkaline earth metal base represented by the formula MOR" to form the corresponding quaternary base, wherein M is an alkali or alkaline earth metal.
Claim 22
Dependent Claim 46 words
The method of claim 19 wherein a quaternary salt represented by the formula R 4 QX is reacted with an alkali or alkaline earth metal base represented by the formula MOR" to form the corresponding quaternary base, wherein M is an alkali or alkaline earth metal.
Claim 23
Dependent Claim 12 words
The method of claim 20 wherein the reaction is carried out catalytically.
Claim 24
Dependent Claim 26 words
The method of claim 19 wherein the amount of quaternary salt is a catalytic amount ranging from about 0.05 to 10 wt. % of the coal.
Claim 25
Dependent Claim 18 words
The method of claim 20 wherein the quaternary base is formed separate from the alkylation or acylation reaction.
Claim 26
Dependent Claim 11 words
The process of claim 24 which is repeated at least once.

References Cited (Backward Citations)

US2378762A Cited
US3992432A Cited
DE2634419A1 Cited
US4092235A Cited
BE851191A Cited
US4089772A Cited
US4059410A Cited
US4072475A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-03-30 1984-09-29 1985-03-31 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-03-30 1988-09-29 1989-03-31 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-03-30 1992-09-29 1993-03-31 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag