Patent US4125382A successfully refreshed from Google Patents.
US4125382A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Fuels containing polyoxyalkylene ether demulsifiers
Assignee: BASF Corp
•
Filing: 1977-04-11
•
Granted: 1978-11-14
•
Expires: 1997-04-11
Abstract
Abstract Fuels containing detergents have improved water tolerance when combined with acetal or ester terminated polyoxyalkylene ether compounds, acetal or carbonate coupled polyoxyalkylene ether compounds or C 8 -C 18 epoxide adducts of polyoxyalkylene ether compounds.
Inventors
- 👤 Edward F. O'Brien
- 👤 William K. Langdon
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 03:44
CPC Classifications
C; C10; C10L; C10L1/00; C10L1/10; C10L1/14; C10L1/18; C10L1/192; C10L1/198; C10L1/1985
Claims Analysis
Total Claims: 26
Claim 1
Independent Claim
386 words
A fuel composition comprising a major amount of a liquid hydrocarbon fuel boiling in the gasoline range said full containing a detergent additive and a demulsifier, in an amount sufficient to inhibit emulsion formation of said fuel with water, said demulsifier selected from the group of polyoxyalkylene ether compounds derived from a mixture of ethylene oxide and propylene oxide and terminated with acetal or ester groups, said ester derived from the reaction of said ether with an alkyl carboxylic acid having from 8 to 20 carbon atoms and wherein said polyoxyalkylene ether compounds are selected from the group represented by the formulas: X [(C.sub.3 H.sub.6 O).sub.n --E--H].sub.x (a) wherein X is the residue of an organic compound containing therein x active hydrogen atoms, n is an integer, x is an integer greater than 1, the values of n and x are such that the molecular weight of the compound, exclusive of E, is at least 900, E is a polyoxyalkylene chain wherein the oxygen/carbon atom ratio is at least 0.5, and E constitutes 20-90 percent by weight of the compound, Y(PK).sub.y H.sub.y (b) wherein Y is the residue of an organic compound having y reactive hydrogens and up to 6 carbon atoms, P is a hydrophobic polyoxyalkylene chain having an oxygen/carbon atom ratio of not more than 0.40, the molecular weight of P and the value of y being such that the molecule excluding K has a molecular weight of at least about 400 to 900 and up to about 25,000 and K is a hydrophilic polyoxyalkylene chain which (1) contains oxyethylene groups and at least 5 percent by weight of higher molecular weight oxyalkylene groups having at least 3 carbon atoms in their structure, and (2) has an average oxygen/carbon atom ratio of greater than 0.40, K being present in the composition in an amount sufficient to constitute from about 10 percent to about 90 percent by weight of the total composition, and RO(A).sub.m H (c) wherein R is a straight chain alkyl group having from 8 to 20 carbon atoms, A is a mixture of oxypropylene and oxyethylene groups, the oxypropylene to oxyethylene ratio of said total weight being from 0.5:1 to 2.75:1, and m is an integer such that the oxyalkylene groups constitute from 55 to 80 percent by weight of the compound.
Claim 2
Dependent Claim
386 words
A fuel composition comprising a major amount of a liquid hydrocarbon fuel boiling in the gasoline range said full containing a detergent additive and a demulsifier, in an amount sufficient to inhibit emulsion formation of said fuel with water, said demulsifier selected from the group of polyoxyalkylene ether compounds derived from a mixture of ethylene oxide and propylene oxide and terminated with acetal or ester groups, said ester derived from the reaction of said ether with an alkyl carboxylic acid having from 8 to 20 carbon atoms and wherein said polyoxyalkylene ether compounds are selected from the group represented by the formulas: X [(C.sub.3 H.sub.6 O).sub.n --E--H].sub.x (a) wherein X is the residue of an organic compound containing therein x active hydrogen atoms, n is an integer, x is an integer greater than 1, the values of n and x are such that the molecular weight of the compound, exclusive of E, is at least 900, E is a polyoxyalkylene chain wherein the oxygen/carbon atom ratio is at least 0.5, and E constitutes 20-90 percent by weight of the compound, Y(PK).sub.y H.sub.y (b) wherein Y is the residue of an organic compound having y reactive hydrogens and up to 6 carbon atoms, P is a hydrophobic polyoxyalkylene chain having an oxygen/carbon atom ratio of not more than 0.40, the molecular weight of P and the value of y being such that the molecule excluding K has a molecular weight of at least about 400 to 900 and up to about 25,000 and K is a hydrophilic polyoxyalkylene chain which (1) contains oxyethylene groups and at least 5 percent by weight of higher molecular weight oxyalkylene groups having at least 3 carbon atoms in their structure, and (2) has an average oxygen/carbon atom ratio of greater than 0.40, K being present in the composition in an amount sufficient to constitute from about 10 percent to about 90 percent by weight of the total composition, and RO(A).sub.m H (c) wherein R is a straight chain alkyl group having from 8 to 20 carbon atoms, A is a mixture of oxypropylene and oxyethylene groups, the oxypropylene to oxyethylene ratio of said total weight being from 0.5:1 to 2.75:1, and m is an integer such that the oxyalkylene groups constitute from 55 to 80 percent by weight of the compound.
Claim 3
Dependent Claim
20 words
The composition of claim 1 wherein the concentration of demulsifier is from about 1 to about 50 parts per million.
Claim 4
Dependent Claim
20 words
The composition of claim 1 wherein the concentration of demulsifier is from about 5 to about 30 parts per million.
Claim 5
Dependent Claim
122 words
A fuel composition comprising a major amount of a liquid hydrocarbon fuel boiling in the gasoline range and a demulsifier, in an amount sufficient to inhibit emulsion formation of said fuel with water, said demulsifier selected from the group of polyoxyalkylene ether compounds coupled with an acetal or a carbonate group wherein said polyoxyalkylene ether compounds are represented by the formula RO(A).sub.m H wherein R is a straight chain alkyl group having from 8 to 20 carbon atoms, A is a mixture of oxypropylene and oxyethylene groups, the oxypropylene to oxyethylene ratio of said total weight being from 0.5:1 to 2.75:1, and m is an integer such that the oxyalkylene groups constitute from 55 to 80 percent by weight of the compound.
Claim 6
Dependent Claim
122 words
A fuel composition comprising a major amount of a liquid hydrocarbon fuel boiling in the gasoline range and a demulsifier, in an amount sufficient to inhibit emulsion formation of said fuel with water, said demulsifier selected from the group of polyoxyalkylene ether compounds coupled with an acetal or a carbonate group wherein said polyoxyalkylene ether compounds are represented by the formula RO(A).sub.m H wherein R is a straight chain alkyl group having from 8 to 20 carbon atoms, A is a mixture of oxypropylene and oxyethylene groups, the oxypropylene to oxyethylene ratio of said total weight being from 0.5:1 to 2.75:1, and m is an integer such that the oxyalkylene groups constitute from 55 to 80 percent by weight of the compound.
Claim 7
Dependent Claim
20 words
The composition of claim 4 wherein the concentration of demulsifier is from about 1 to about 50 parts per million.
Claim 8
Dependent Claim
20 words
The composition of claim 4 wherein the concentration of demulsifier is from about 5 to about 30 parts per million.
Claim 9
Dependent Claim
52 words
A fuel composition comprising a major amount of a liquid hydrocarbon fuel boiling in the gasoline range and a demulsifier in an amount sufficient to inhibit emulsion formation of said fuel with water, said demulsifier being a 1:1 mole adduct of a C 8 -C 18 epoxide with a polyoxyalkylene ether compound.
Claim 10
Dependent Claim
52 words
A fuel composition comprising a major amount of a liquid hydrocarbon fuel boiling in the gasoline range and a demulsifier in an amount sufficient to inhibit emulsion formation of said fuel with water, said demulsifier being a 1:1 mole adduct of a C 8 -C 18 epoxide with a polyoxyalkylene ether compound.
Claim 11
Dependent Claim
302 words
The composition of claim 7 wherein said polyoxyalkylene ether compounds are selected from the group represented by the formulas: X[(C.sub.3 H.sub.6 O).sub.n --E--H].sub.x (a) wherein X is the residue of an organic compound containing therein x active hydrogen atoms, n is an integer, x is an integer greater than 1, the values of n and x are such that the molecular weight of the compound, exclusive of E is at least 900, E is a polyoxyalkylene chain wherein the oxygen/carbon atom ratio is at least 0.5, and E constitutes 20-90 percent by weight of the compound, Y(PK).sub.y H.sub.y (b) wherein Y is the residue of an organic compound having y reactive hydrogens and up to 6 carbon atoms, P is a hydrophobic polyoxyalkylene chain having an oxygen/carbon atom ratio of not more than 0.40, the molecular weight of P and the value of y being such that the molecule excluding K has a molecular weight of at least about 400 to 900 and up to about 25,000 and K is a hydrophilic polyoxyalkylene chain which (1) contains oxyethylene groups and at least 5 percent by weight of higher molecular weight oxyalkylene groups having at least 3 carbon atoms in their structure, and (2) has an average oxygen/carbon atom ratio of greater than 0.40, K being present in the composition in an amount sufficient to constitute from about 10 percent to about 90 percent by weight of the total composition, and RO(A).sub.m H (c) wherein R is a straight chain alkyl group having from 8 to 20 carbon atoms, A is a mixture of oxypropylene and oxyethylene groups, the oxypropylene to oxyethylene ratio of said total weight being from 0.5:1 to 2.75:1, and m is an integer such that the oxyalkylene groups constitute from 55 to 80 percent by weight of the compound.
Claim 12
Dependent Claim
20 words
The composition of claim 7 wherein the concentration of demulsifier is from about 1 to about 50 parts per million.
Claim 13
Dependent Claim
16 words
The composition of claim 7 wherein the concentration of demulsifier is about 6 parts per million.
Claim 14
Dependent Claim
372 words
A process for demulsifying an emulsion consisting of a liquid hydrocarbon fuel boiling in the gasoline range said fuel containing a detergent additive and water wherein said emulsion is treated with an effective amount of polyoxyalkylene ether compounds derived from a mixture of ethylene oxide and propylene oxide and terminated with acetal or ester groups, said ester derived from the reaction of said ether with an alkyl carboxylic acid having from 8 to 20 carbon atoms and wherein said polyoxyalkylene ether compounds are selected from the group represented by the formulas: X[(C.sub.3 H.sub.6 O).sub.n --E--H].sub.x (a) wherein X is the residue of an organic compound containing therein x active hydrogen atoms, n is an integer, x is an integer greater than 1, the values of n and x are such that the molecular weight of the compound, exclusive of E, is at least 900, E is a polyoxyalkylene chain wherein the oxygen/carbon atom ratio is at least 0.5, and E constitutes 20-90 percent by weight of the compound, Y(PK).sub.y H.sub.y wherein Y is the residue of an organic compound having y reactive hydrogens and up to 6 carbon atoms, P is a hydrophobic polyoxyalkylene chain having an oxygen/carbon atom ratio of not more than 0.40, the molecular weight of P and the value of y being such that the molecule excluding K has a molecular weight of at least about 400 to 900 and up to about 25,000 and K is a hydrophilic polyoxyalkylene chain which (1) contains oxyethylene groups and at least 5 percent by weight of higher molecular weight oxyalkylene groups having at least 3 carbon atoms in their structure, and (2) has an average oxygen/carbon atom ratio of greater than 0.40, K being present in the composition in an amount sufficient to constitute from about 10 percent to about 90 percent by weight of the total composition, and RO(A).sub.m H wherein R is a straight chain alkyl group having from 8 to 20 carbon atoms, A is a mixture of oxypropylene and oxyethylene groups, the oxypropylene to oxyethylene ratio of said total weight being from 0.5:1 to 2.75:1, and m is an integer such that the oxyalkylene groups constitute from 55 to 80 percent by weight of the compound.
Claim 15
Dependent Claim
372 words
A process for demulsifying an emulsion consisting of a liquid hydrocarbon fuel boiling in the gasoline range said fuel containing a detergent additive and water wherein said emulsion is treated with an effective amount of polyoxyalkylene ether compounds derived from a mixture of ethylene oxide and propylene oxide and terminated with acetal or ester groups, said ester derived from the reaction of said ether with an alkyl carboxylic acid having from 8 to 20 carbon atoms and wherein said polyoxyalkylene ether compounds are selected from the group represented by the formulas: X[(C.sub.3 H.sub.6 O).sub.n --E--H].sub.x (a) wherein X is the residue of an organic compound containing therein x active hydrogen atoms, n is an integer, x is an integer greater than 1, the values of n and x are such that the molecular weight of the compound, exclusive of E, is at least 900, E is a polyoxyalkylene chain wherein the oxygen/carbon atom ratio is at least 0.5, and E constitutes 20-90 percent by weight of the compound, Y(PK).sub.y H.sub.y wherein Y is the residue of an organic compound having y reactive hydrogens and up to 6 carbon atoms, P is a hydrophobic polyoxyalkylene chain having an oxygen/carbon atom ratio of not more than 0.40, the molecular weight of P and the value of y being such that the molecule excluding K has a molecular weight of at least about 400 to 900 and up to about 25,000 and K is a hydrophilic polyoxyalkylene chain which (1) contains oxyethylene groups and at least 5 percent by weight of higher molecular weight oxyalkylene groups having at least 3 carbon atoms in their structure, and (2) has an average oxygen/carbon atom ratio of greater than 0.40, K being present in the composition in an amount sufficient to constitute from about 10 percent to about 90 percent by weight of the total composition, and RO(A).sub.m H wherein R is a straight chain alkyl group having from 8 to 20 carbon atoms, A is a mixture of oxypropylene and oxyethylene groups, the oxypropylene to oxyethylene ratio of said total weight being from 0.5:1 to 2.75:1, and m is an integer such that the oxyalkylene groups constitute from 55 to 80 percent by weight of the compound.
Claim 16
Dependent Claim
22 words
The process of claim 11 wherein the concentration of polyoxyalkylene ether compound is from about 1 to about 50 parts per million.
Claim 17
Dependent Claim
22 words
The process of claim 11 wherein the concentration of polyoxyalkylene ether compound is from about 5 to about 30 parts per million.
Claim 18
Dependent Claim
336 words
The process for demulsifying an emulsion consisting of a liquid hydrocarbon fuel boiling in the gasoline range and water wherein said emulsion is treated with an effective amount of polyoxyalkylene compounds coupled with an acetal or a carbonate group wherein said polyoxyalkylene ether compounds are selected from the group represented by the formulas: X[(C.sub.3 H.sub.6 O).sub.n --E--H].sub.x (a) wherein X is the residue of an organic compound containing therein x active hydrogen atoms, n is an integer, x is an integer greater than 1, the values of n and x are such that the molecular weight of the compound, exclusive of E, is at least 900, E is a polyoxyalkylene chain wherein the oxygen/carbon atom ratio is at least 0.5, and E constitutes 20-90 percent by weight of the compound, Y(PK).sub.y H.sub.y (b) wherein Y is the residue of an organic compound having y reactive hydrogens and up to 6 carbon atoms, P is a hydrophobic polyoxyalkylene chain having an oxygen/carbon atom ratio of not more than 0.4, the molecular weight of P and the value of y being such that the molecule excluding K has a molecular weight of at least about 400 to 900 and up to about 25,000 and K is a hydrophilic polyoxyalkylene chain which (1) contains oxyethylene groups and at least 5 percent by weight of higher molecular weight oxyalkylene groups having at least 3 carbon atoms in their structure, and (2) has an average oxygen/carbon atom ratio of greater than 0.40, K being present in the composition in an amount sufficient to constitute from about 10 percent to about 90 percent by weight of the total composition, and RO(A).sub.m H (c) wherein R is a straight chain alkyl group having from 8 to 20 carbon atoms, A is a mixture of oxypropylene and oxyethylene groups, the oxypropylene to oxyethylene ratio of said total weight being from 0.5:1 to 2,75:1, and m is an integer such that the oxyalkylene groups constitute from 55 to 80 percent by weight of the compound.
Claim 19
Dependent Claim
336 words
The process for demulsifying an emulsion consisting of a liquid hydrocarbon fuel boiling in the gasoline range and water wherein said emulsion is treated with an effective amount of polyoxyalkylene compounds coupled with an acetal or a carbonate group wherein said polyoxyalkylene ether compounds are selected from the group represented by the formulas: X[(C.sub.3 H.sub.6 O).sub.n --E--H].sub.x (a) wherein X is the residue of an organic compound containing therein x active hydrogen atoms, n is an integer, x is an integer greater than 1, the values of n and x are such that the molecular weight of the compound, exclusive of E, is at least 900, E is a polyoxyalkylene chain wherein the oxygen/carbon atom ratio is at least 0.5, and E constitutes 20-90 percent by weight of the compound, Y(PK).sub.y H.sub.y (b) wherein Y is the residue of an organic compound having y reactive hydrogens and up to 6 carbon atoms, P is a hydrophobic polyoxyalkylene chain having an oxygen/carbon atom ratio of not more than 0.4, the molecular weight of P and the value of y being such that the molecule excluding K has a molecular weight of at least about 400 to 900 and up to about 25,000 and K is a hydrophilic polyoxyalkylene chain which (1) contains oxyethylene groups and at least 5 percent by weight of higher molecular weight oxyalkylene groups having at least 3 carbon atoms in their structure, and (2) has an average oxygen/carbon atom ratio of greater than 0.40, K being present in the composition in an amount sufficient to constitute from about 10 percent to about 90 percent by weight of the total composition, and RO(A).sub.m H (c) wherein R is a straight chain alkyl group having from 8 to 20 carbon atoms, A is a mixture of oxypropylene and oxyethylene groups, the oxypropylene to oxyethylene ratio of said total weight being from 0.5:1 to 2,75:1, and m is an integer such that the oxyalkylene groups constitute from 55 to 80 percent by weight of the compound.
Claim 20
Dependent Claim
22 words
The process of claim 14 wherein the concentration of polyoxyalkylene ether compound is from about 1 to about 50 parts per million.
Claim 21
Dependent Claim
22 words
The process of claim 14 wherein the concentration of polyoxyalkylene ether compound is from about 5 to about 30 parts per million.
Claim 22
Dependent Claim
45 words
A process for demulsifying an emulsion consisting of a liquid hydrocarbon fuel boiling in the gasoline range and water wherein said emulsion is treated with an effective amount of a 1:1 mole adduct of a C 8 -C 18 epoxide with a polyoxyalkylene ether compound.
Claim 23
Dependent Claim
45 words
A process for demulsifying an emulsion consisting of a liquid hydrocarbon fuel boiling in the gasoline range and water wherein said emulsion is treated with an effective amount of a 1:1 mole adduct of a C 8 -C 18 epoxide with a polyoxyalkylene ether compound.
Claim 24
Dependent Claim
301 words
The process of claim 17 wherein said polyoxyalkylene ether compounds are selected from the group represented by the formulas: X[(C.sub.3 H.sub.6 O).sub.n --E--H].sub.X (a) wherein X is the residue of an organic compound containing therein x active hydrogen atoms, n is an integer, x is an integer greater than 1, the values of n and x are such that the molecular weight of the compound, exclusive of E, is at least 900, E is a polyoxyalkylene chain wherein the oxygen/carbon atom ratio is at least 0.5, and E constitutes 20-90 percent by weight of the compound, Y(PK).sub.y H.sub.y (b) wherein Y is the residue of an organic compound having y reactive hydrogens and up to 6 carbon atoms, P is a hydrophobic polyoxyalkylene chain having an oxygen/carbon atom ratio of not more than 0.40, the molecular weight of P and the value of y being such that the molecule excluding K has a molecular weight of at least about 400 to 900 and up to about 25,000 and K is a hydrophilic polyoxyalkylene chain which (1) contains oxyethylene groups and at least 5 percent by weight of higher molecular weight oxyalkylene groups having at least 3 carbon atoms in their structure, and (2) has an average oxygen/carbon atom ratio of greater than 0.40, K being present in the composition in an amount sufficient to constitute from about 10 percent to about 90 percent by weight of the total composition, and RO(A).sub.m H wherein R is a straight chain alkyl group having from 8 to 20 carbon atoms, A is a mixture of oxypropylene and oxyethylene groups, the oxypropylene to oxyethylene ratio of said total weight being from 0.5:1 to 2.75:1, and m is an integer such that the oxyalkylene groups constitute from 55 to 80 percent by weight of the compound.
Claim 25
Dependent Claim
28 words
The process of claim 17 wherein the amount of polyoxyalkylene ether compound C 8 -C 18 epoxide adduct is from about 1 to about 50 parts per million.
Claim 26
Dependent Claim
28 words
The process of claim 17 wherein the amount of polyoxyalkylene ether compound C 8 -C 18 epoxide adduct is from about 5 to about 30 parts per million.
References Cited (Backward Citations)
US2550982A
Cited
US2854461A
Cited
US2844451A
Cited
US2950313A
Cited
US3103101A
Cited
US3579466A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-11-13 | 1982-05-15 | 1982-11-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-11-13 | 1986-05-15 | 1986-11-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-11-13 | 1990-05-15 | 1990-11-14 | $7700.00 | Window Closed / Lapsed |