US4661121A
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US
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Middle distillate compositions with improved low temperature properties
Assignee: ExxonMobil Technology and Engineering Co
•
Filing: 1985-03-18
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Granted: 1987-04-28
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Expires: 2005-03-18
Abstract
Abstract The low temperature properties of a distillate petroleum fuel oil boiling in the range 120 DEG C. to 500 DEG C., are improved particularly the lowering of the cloud point by the addition of a polymer or copolymer of a n-alkyl vinyl or fumarate ester having at least 25 wt. % of n-alkyl groups of average number of carbon atoms from 14 to 18 with no more than 10 wt. % containing less than 14 carbon atoms and no more than 10 wt. % containing more than 14 carbon atoms.
Inventors
- 👤 Kenneth Lewtas
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 06:53
CPC Classifications
C; C10; C10L; C10L1/00; C10L1/10; C10L1/14; C10L1/18; C10L1/192; C10L1/195; C10L1/143; C10L1/197; C10L1/1973; C10L1/22; C10L1/222; C10L1/224
Claims Analysis
Total Claims: 30
Claim 1
Independent Claim
177 words
A petroleum distillate fuel oil boiling in the range 120° C. to 500° C. having a final boiling point equal to or greater than 370° C., containing (A) from 0.001% to 2% by weight of a polymer consisting essentially of polyester containing at least 10% (w/w) of a n-alkyl vinyl or fumarate ester in which the alkyl group of said ester contains an average of from 14 to 18 carbon atoms and no more than 10% (w/w) of said ester contains alkyl groups with fewer than 14 carbon atoms and no more than 10% (w/w) contains alkyl groups with greater than 18 carbon atoms, said polymer being copolymerized with 0 to 70 mole % of ester of the formula: ##STR6## wherein R 5 is hydrogen or a C 1 to C 4 alkyl group, R 6 is ##STR7## where R 8 is C 1 to C 5 alkyl and R 7 is R 6 or hydrogen; and (B) at least a cold flow improving amount of a cold flow improving coadditive selected from the group consisting of:
Claim 2
Dependent Claim
177 words
A petroleum distillate fuel oil boiling in the range 120° C. to 500° C. having a final boiling point equal to or greater than 370° C., containing (A) from 0.001% to 2% by weight of a polymer consisting essentially of polyester containing at least 10% (w/w) of a n-alkyl vinyl or fumarate ester in which the alkyl group of said ester contains an average of from 14 to 18 carbon atoms and no more than 10% (w/w) of said ester contains alkyl groups with fewer than 14 carbon atoms and no more than 10% (w/w) contains alkyl groups with greater than 18 carbon atoms, said polymer being copolymerized with 0 to 70 mole % of ester of the formula: ##STR6## wherein R 5 is hydrogen or a C 1 to C 4 alkyl group, R 6 is ##STR7## where R 8 is C 1 to C 5 alkyl and R 7 is R 6 or hydrogen; and (B) at least a cold flow improving amount of a cold flow improving coadditive selected from the group consisting of:
Claim 3
Dependent Claim
63 words
copolymers of ethylene with unsaturated esters of the general formula: ##STR8## wherein R 10 is hydrogen or methyl, R 9 is selected from the group consisting of (a) ##STR9## groups wherein R 12 is hydrogen or a C 1 to C 17 alkyl group; and (b) --COOR 12 groups wherein R 12 is a C 1 to C 17 alkyl groups; and 2.
Claim 4
Dependent Claim
63 words
copolymers of ethylene with unsaturated esters of the general formula: ##STR8## wherein R 10 is hydrogen or methyl, R 9 is selected from the group consisting of (a) ##STR9## groups wherein R 12 is hydrogen or a C 1 to C 17 alkyl group; and (b) --COOR 12 groups wherein R 12 is a C 1 to C 17 alkyl groups; and 2.
Claim 5
Dependent Claim
53 words
polar nitrogen containing compounds of 30 to 300 carbon atoms, having at least one straight chain C 8 to C 40 alkyl segment, which are amine salts or amides formed by reaction of a molar proportion of C 12 to C 40 amine with a molar proportion of hydrocarbyl acid having 1 to
Claim 6
Dependent Claim
53 words
polar nitrogen containing compounds of 30 to 300 carbon atoms, having at least one straight chain C 8 to C 40 alkyl segment, which are amine salts or amides formed by reaction of a molar proportion of C 12 to C 40 amine with a molar proportion of hydrocarbyl acid having 1 to
Claim 7
Dependent Claim
30 words
4 carboxylic acid groups or their anhydrides. 2. A petroleum distillate fuel oil according to claim 1 in which (A) is the copolymer of vinyl acetate and a di-n-alkyl fumerate.
Claim 8
Dependent Claim
29 words
A petroleum distillate fuel oil according to claim 1 in which (B) is a copolymer of ethylene with said unsaturated ester wherein R 12 contains 1 to 8 carbons.
Claim 9
Dependent Claim
30 words
A petroleum distillate fuel oil according to claim 3 in which (B) is a copolymer of ethylene and a vinyl ester of a C 1 to C 4 carboxylic acid.
Claim 10
Dependent Claim
17 words
A petroleum distillate fuel oil according to claim 1 wherein (B) is a polar nitrogen containing compound.
Claim 11
Dependent Claim
152 words
An additive concentrate comprising an oil solution containing from 3 to 80 wt.% of additives comprising (A) a polymer or copolymer of a n-alkyl vinyl or fumarate ester in which the alkyl group of said ester contains an average of from 14 to 18 carbon atoms and no more than 10% (w/w) of said ester contains alkyl groups with fewer than 14 carbon atoms and no more than 10% (w/w) contains alkyl groups with more than 18 carbon atoms, said polymer being copolymerized with 0 to 70 mole % of ester of the formula: ##STR10## wherein R 5 is hydrogen or a C 1 to C 4 alkyl group, R 6 is ##STR11## where R 8 is C 1 to C 5 alkyl and R 7 is R 6 or hydrogen; and (B) at least a cold flow improving amount of a cold flow improving coadditive selected from the group consisting of:
Claim 12
Dependent Claim
152 words
An additive concentrate comprising an oil solution containing from 3 to 80 wt.% of additives comprising (A) a polymer or copolymer of a n-alkyl vinyl or fumarate ester in which the alkyl group of said ester contains an average of from 14 to 18 carbon atoms and no more than 10% (w/w) of said ester contains alkyl groups with fewer than 14 carbon atoms and no more than 10% (w/w) contains alkyl groups with more than 18 carbon atoms, said polymer being copolymerized with 0 to 70 mole % of ester of the formula: ##STR10## wherein R 5 is hydrogen or a C 1 to C 4 alkyl group, R 6 is ##STR11## where R 8 is C 1 to C 5 alkyl and R 7 is R 6 or hydrogen; and (B) at least a cold flow improving amount of a cold flow improving coadditive selected from the group consisting of:
Claim 13
Dependent Claim
62 words
copolymers of ethylene with unsaturated esters of the general formula: ##STR12## wherein R 10 is hydrogen or methyl, R 9 is selected from the group consisting of (a) ##STR13## groups wherein R 12 is hydrogen or a C 1 to C 17 alkyl group; and (b) --COOR 12 groups wherein R 12 is a C 1 to C 17 alkyl groups; and
Claim 14
Dependent Claim
62 words
copolymers of ethylene with unsaturated esters of the general formula: ##STR12## wherein R 10 is hydrogen or methyl, R 9 is selected from the group consisting of (a) ##STR13## groups wherein R 12 is hydrogen or a C 1 to C 17 alkyl group; and (b) --COOR 12 groups wherein R 12 is a C 1 to C 17 alkyl groups; and
Claim 15
Dependent Claim
60 words
polar nitrogen containing compounds of 30 to 300 carbon atoms, having at least one straight chain C 8 to C 40 alkyl segment, which are amine salts or amides formed by reaction of a molar proportion of C 12 to C 40 amine with a molar proportion of hydrocarbyl acid having 1 to 4 carboxylic acid groups or their anhydrides.
Claim 16
Dependent Claim
60 words
polar nitrogen containing compounds of 30 to 300 carbon atoms, having at least one straight chain C 8 to C 40 alkyl segment, which are amine salts or amides formed by reaction of a molar proportion of C 12 to C 40 amine with a molar proportion of hydrocarbyl acid having 1 to 4 carboxylic acid groups or their anhydrides.
Claim 17
Dependent Claim
19 words
A concentrate according to claim 6, in which (A) is a copolymer of vinyl acetate and a di-n-alkyl fumarate.
Claim 18
Dependent Claim
26 words
A concentrate according to claim 6, in which (B) is a copolymer of ethylene with said unsaturated ester wherein R 12 contains 1 to 8 carbons.
Claim 19
Dependent Claim
27 words
A concentrate according to claim 8 in which (B) is a copolymer of ethylene and a vinyl ester of a C 1 to C 4 carboxylic acid.
Claim 20
Dependent Claim
40 words
A petroleum distillate fuel oil according to claim 1, which contains a coadditive of group (B)1. and a coadditive of group (B)2. in a relative proportion of 1 to 20 parts by weight of each of (A), (B)1 and (B)2.
Claim 21
Dependent Claim
50 words
A petroleum distillate fuel oil according to claim 1 wherein (A) is a copolymer of alkyl fumerate and vinyl acetate and (B)1 is a copolymer of ethylene and vinyl acetate with (B)2 the reaction product of a molar proportion of phthalic anhydride and two molar proportions of di-hydrogenated tallow amine.
Claim 22
Dependent Claim
30 words
A concentrate according to claim 6, which contains (A), (B)1 and (B)2 in a relative proportion of 1 to 20 parts by weight of each of (A), (B)1 and (B)2.
Claim 23
Independent Claim
167 words
A method of reducing the wax appearance point of a distillate petroleum fuel oil boiling in the range of 120° to 500° C. and having a final boiling point equal to or greater than 370° C. by adding to said oil a wax appearance depressing amount of polymer consisting essentially of polyester containing at least 10% (w/w) of a n-alkyl vinyl or fumerate ester in which the alkyl group of said ester contains an average of from 14 to 18 carbon atoms and no more than 10% (w/w) of said ester contains alkyl groups with fewer than 14 carbon atoms and no more than 10% (w/w) contains alkyl groups with greater than 18 carbon atoms, said polymer being copolymerized with 0 to 70 mole % of ester of the formula: ##STR14## wherein R 5 is hydrogen or a C 1 to C 4 alkyl group, R 6 is ##STR15## where R 8 is C 1 to C 5 alkyl and R 7 is R 6 or hydrogen.
Claim 24
Independent Claim
167 words
A method of reducing the wax appearance point of a distillate petroleum fuel oil boiling in the range of 120° to 500° C. and having a final boiling point equal to or greater than 370° C. by adding to said oil a wax appearance depressing amount of polymer consisting essentially of polyester containing at least 10% (w/w) of a n-alkyl vinyl or fumerate ester in which the alkyl group of said ester contains an average of from 14 to 18 carbon atoms and no more than 10% (w/w) of said ester contains alkyl groups with fewer than 14 carbon atoms and no more than 10% (w/w) contains alkyl groups with greater than 18 carbon atoms, said polymer being copolymerized with 0 to 70 mole % of ester of the formula: ##STR14## wherein R 5 is hydrogen or a C 1 to C 4 alkyl group, R 6 is ##STR15## where R 8 is C 1 to C 5 alkyl and R 7 is R 6 or hydrogen.
Claim 25
Independent Claim
181 words
A method of reducing the wax appearance point of a distillate petroleum fuel oil boiling in the range of 120° to 500° C. and having a final boiling point equal to or greater than 370° C. by adding to said oil (A) a wax appearance depressing amount of polymer consisting essentially of polyester containing at least 10% (w/w) of a n-alkyl vinyl or fumerate ester in which the alkyl group of said ester contains an average of from 14 to 18 carbon atoms and no more than 10% (w/w) of said ester contains alkyl groups with fewer than 14 carbon atoms and no more than 10% (w/w) contains alkyl groups with greater than 18 carbon atoms, said polymer being copolymerized with 0 to 70 mole % of ester of the formula: ##STR16## wherein R 5 is hydrogen or a C 1 to C 4 alkyl group, R 6 is ##STR17## where R 8 is C 1 to C 5 alkyl and R 7 is R 6 or hydrogen; and (B) a cold flow improving additive selected from the group consisting of:
Claim 26
Independent Claim
181 words
A method of reducing the wax appearance point of a distillate petroleum fuel oil boiling in the range of 120° to 500° C. and having a final boiling point equal to or greater than 370° C. by adding to said oil (A) a wax appearance depressing amount of polymer consisting essentially of polyester containing at least 10% (w/w) of a n-alkyl vinyl or fumerate ester in which the alkyl group of said ester contains an average of from 14 to 18 carbon atoms and no more than 10% (w/w) of said ester contains alkyl groups with fewer than 14 carbon atoms and no more than 10% (w/w) contains alkyl groups with greater than 18 carbon atoms, said polymer being copolymerized with 0 to 70 mole % of ester of the formula: ##STR16## wherein R 5 is hydrogen or a C 1 to C 4 alkyl group, R 6 is ##STR17## where R 8 is C 1 to C 5 alkyl and R 7 is R 6 or hydrogen; and (B) a cold flow improving additive selected from the group consisting of:
Claim 27
Dependent Claim
62 words
copolymers of ethylene with unsaturated esters of the general formula: ##STR18## wherein R 10 is hydrogen or methyl, R 9 is selected from the group consisting of (a) ##STR19## groups wherein R 12 is hydrogen or a C 1 to C 17 alkyl group; and (b) COOR 12 groups wherein R 12 is a C 1 to C 17 alkyl group; and
Claim 28
Dependent Claim
62 words
copolymers of ethylene with unsaturated esters of the general formula: ##STR18## wherein R 10 is hydrogen or methyl, R 9 is selected from the group consisting of (a) ##STR19## groups wherein R 12 is hydrogen or a C 1 to C 17 alkyl group; and (b) COOR 12 groups wherein R 12 is a C 1 to C 17 alkyl group; and
Claim 29
Dependent Claim
60 words
polar nitrogen containing compounds of 30 to 300 carbon atoms, having at least one straight chain C 8 to C 40 alkyl segment which are amine salts or amides formed by reaction of a molar proportion of C 12 to C 40 amine with a molar proportion of hydrocarbyl acid having 1 to 4 carboxylic acid groups or their anhydrides.
Claim 30
Dependent Claim
60 words
polar nitrogen containing compounds of 30 to 300 carbon atoms, having at least one straight chain C 8 to C 40 alkyl segment which are amine salts or amides formed by reaction of a molar proportion of C 12 to C 40 amine with a molar proportion of hydrocarbyl acid having 1 to 4 carboxylic acid groups or their anhydrides.
References Cited (Backward Citations)
GB573364A
Cited
US2655479A
Cited
US2824840A
Cited
US3048479A
Cited
US3413103A
Cited
US3242210A
Cited
GB1263152A
Cited
US3832150A
Cited
US3773478A
Cited
US3726653A
Cited
US3961916A
Cited
GB1469016A
Cited
US4175926A
Cited
US4153424A
Cited
US4153423A
Cited
US4153422A
Cited
GB1542295A
Cited
US4022700A
Cited
US4111822A
Cited
US4104177A
Cited
US4201554A
Cited
GB2023645A
Cited
US4211534A
Cited
US4261703A
Cited
US4210424A
Cited
US4365973A
Cited
EP0618942A1
Cited
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