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US3966428A Expired / Lapsed US ⏱️ 0.0 years remaining

Ethylene backbone polymers in combination with ester polymers having long alkyl side chains are low viscosity distillate fuel cold flow improvers

Assignee: ExxonMobil Technology and Engineering Co
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Filing: 1973-10-31
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Granted: 1976-06-29
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Expires: 1993-10-31
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Abstract

Abstract Combinations of (A) an ethylene backbone polymer such as chlorinated polyethylene, or copolymers of 3 to 40 molar proportions of ethylene with a molar proportion of another monomer such as unsaturated esters, other olefins, vinyl chloride, etc., and (B) a polymer having long chain alkyl groups of 18 to 40 carbon atoms such as polymers of unsaturated esters, are cold flow improvers for low viscosity distillate fuel oils.

Inventors

  • 👤 Albert Rossi

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 15:13
CPC Classifications
C; C10; C10L; C10L1/00; C10L1/10; C10L1/14; C10L1/146; C10L1/16; C10L1/1625; C10L1/1633; C10L1/18; C10L1/192; C10L1/195; C10L1/196; C10L1/1963; C10L1/1966; C10L1/197; C10L1/1973; C10L1/198; C10L1/1983; C10L1/20; C10L1/206; C10L1/207

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 489 words
A light middle distillate fuel oil having a viscosity in the range of about 1.6 to 7.5 centistokes at 100°F boiling in the range of 250° to 750°F, which has been improved in its low temperature flow properties by about 0.002 to 0.5 wt. % based on the weight of the total composition, of a synergistic flow improving mixture of 0.5 to 10 parts by weight of an oil soluble ethylene backbone middle distillate pour point depressing polymer having a molecular weight in the range of about 500 to 50,000 per part by weight of an oil soluble long side chain ester-containing polymer operable as a residua flow improver and having a molecular weight in the range of about 1000 to 100,000, wherein said ethylene backbone pour point depressant is selected from the group of polymers consisting of: 1. chlorinated polyethylene containing about 10 to 30 wt. % chlorine, 2. copolymers consisting essentially of 3 to 40 molar proportions of ethylene with a molar proportion of C 3 to C 16 alpha monoolefin, and 3. copolymers consisting essentially of 3 to 40 molar proportions of ethylene with a molar proportion of an ethylenically unsaturated alkyl ester of the formula: ##EQU5## wherein R 1 is hydrogen or methyl, R 2 is a --OOCR 4 or --COOR 4 group wherein R 4 is hydrogen or a C 1 to C 16 alkyl group, and R 3 is hydrogen or --COOR 4 ; wherein said long side chain ester containing polymer is characterized by at least 25 wt. % of the polymer being straight chain C 18 -C 44 alkyl groups extending from ester linkages, said long chain ester polymer being selected from the group consisting of: A. polyester condensation product of 0.8 to 1.6 molar proportions of an alkenyl or alkyl succinic anhydride or its corresponding acid containing a linear hydrocarbon group of 16 to 44 carbon atoms with 0.8 to 1.2 molar proportions of a polyol containing 2 to 6 hydroxy groups and a total of 2 to 12 carbon atoms, and 0.7 to 2.2 molar proportions of a C 20 to C 44 saturated aliphatic monocarboxylic acid; B. addition polymers comprising moieties of long side chain unsaturated esters represented by the formula: ##EQU6## wherein R 1 is hydrogen or a C 1 to C 5 alkyl group, R 2 is a --OOCR 4 or --COOR 4 group wherein R 4 is a C 20 to C 44 straight chain alkyl group, and R 3 is hydrogen or --COOR 4 ; and C. polymers of about equi-molar proportion of C 18 to C 46 mono alpha aliphatic olefin with an unsaturated C 4 to C 10 dicarboxylic acid or anhydride and esterified with about 0.5 to 1.0 molar proportion of C 20 to C 40 linear, saturated, alcohol; said synergistic flow improving mixtures being polymer combinations of: (1) and (B); (2) and (A); (3) and (A); and (3) and (C).
Claim 2
Dependent Claim 489 words
A light middle distillate fuel oil having a viscosity in the range of about 1.6 to 7.5 centistokes at 100°F boiling in the range of 250° to 750°F, which has been improved in its low temperature flow properties by about 0.002 to 0.5 wt. % based on the weight of the total composition, of a synergistic flow improving mixture of 0.5 to 10 parts by weight of an oil soluble ethylene backbone middle distillate pour point depressing polymer having a molecular weight in the range of about 500 to 50,000 per part by weight of an oil soluble long side chain ester-containing polymer operable as a residua flow improver and having a molecular weight in the range of about 1000 to 100,000, wherein said ethylene backbone pour point depressant is selected from the group of polymers consisting of: 1. chlorinated polyethylene containing about 10 to 30 wt. % chlorine, 2. copolymers consisting essentially of 3 to 40 molar proportions of ethylene with a molar proportion of C 3 to C 16 alpha monoolefin, and 3. copolymers consisting essentially of 3 to 40 molar proportions of ethylene with a molar proportion of an ethylenically unsaturated alkyl ester of the formula: ##EQU5## wherein R 1 is hydrogen or methyl, R 2 is a --OOCR 4 or --COOR 4 group wherein R 4 is hydrogen or a C 1 to C 16 alkyl group, and R 3 is hydrogen or --COOR 4 ; wherein said long side chain ester containing polymer is characterized by at least 25 wt. % of the polymer being straight chain C 18 -C 44 alkyl groups extending from ester linkages, said long chain ester polymer being selected from the group consisting of: A. polyester condensation product of 0.8 to 1.6 molar proportions of an alkenyl or alkyl succinic anhydride or its corresponding acid containing a linear hydrocarbon group of 16 to 44 carbon atoms with 0.8 to 1.2 molar proportions of a polyol containing 2 to 6 hydroxy groups and a total of 2 to 12 carbon atoms, and 0.7 to 2.2 molar proportions of a C 20 to C 44 saturated aliphatic monocarboxylic acid; B. addition polymers comprising moieties of long side chain unsaturated esters represented by the formula: ##EQU6## wherein R 1 is hydrogen or a C 1 to C 5 alkyl group, R 2 is a --OOCR 4 or --COOR 4 group wherein R 4 is a C 20 to C 44 straight chain alkyl group, and R 3 is hydrogen or --COOR 4 ; and C. polymers of about equi-molar proportion of C 18 to C 46 mono alpha aliphatic olefin with an unsaturated C 4 to C 10 dicarboxylic acid or anhydride and esterified with about 0.5 to 1.0 molar proportion of C 20 to C 40 linear, saturated, alcohol; said synergistic flow improving mixtures being polymer combinations of: (1) and (B); (2) and (A); (3) and (A); and (3) and (C).
Claim 3
Dependent Claim 25 words
A fuel oil according to claim 1, wherein said ethylene backbone polymer is of group (3) and is a copolymer of ethylene and vinyl acetate.
Claim 4
Dependent Claim 25 words
A fuel oil according to claim 1, wherein said ethylene backbone polymer is of group (3) and is a copolymer of ethylene and isobutyl acrylate.
Claim 5
Dependent Claim 27 words
A fuel oil according to claim 1, wherein said ethylene backbone polymer is of group (1) and is polyethylene chlorinated to 10 to 30 wt. % chlorine.
Claim 6
Dependent Claim 24 words
A fuel oil according to claim 1, wherein said ethylene backbone polymer is of group (2) and is a copolymer of ethylene and propylene.
Claim 7
Dependent Claim 36 words
A fuel oil according to claim 1, wherein said long side chain polymer is of group (C) and is a copolymer of a C 22 to C 28 olefin with maleic anhydride esterified with behenyl alcohol.
Claim 8
Dependent Claim 37 words
A fuel oil according to claim 1, wherein said long side chain polymer is of group (A) and is a polyester condensation product of alkenyl succinic anhydride with trimethylolpropane and C 20 to C 22 fatty acid.
Claim 9
Dependent Claim 27 words
A fuel oil according to claim 1, wherein said long side chain polymer is of group (B) and is a copolymer of behenyl fumarate and vinyl acetate.
Claim 10
Dependent Claim 37 words
A fuel oil according to claim 1, wherein said long side chain polymer is of group (A) and is the condensation product of alkenyl succinic anhydride with pentaerythritol esterified with C 20 to C 22 fatty acid.

References Cited (Backward Citations)

US3443917A Cited
US3337313A Cited
US3454379A Cited
GB1154966A Cited
US3661541A Cited
US3645704A Cited
US3765849A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-06-29 1979-12-29 1980-06-29 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-06-29 1983-12-29 1984-06-29 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-06-29 1987-12-29 1988-06-29 $7700.00 Window Closed / Lapsed

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