US20050227876A1 - Drag-reducing agent for use in injection water at oil recovery - Google Patents

Drag-reducing agent for use in injection water at oil recovery Download PDF

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US20050227876A1
US20050227876A1 US10/520,491 US52049105A US2005227876A1 US 20050227876 A1 US20050227876 A1 US 20050227876A1 US 52049105 A US52049105 A US 52049105A US 2005227876 A1 US2005227876 A1 US 2005227876A1
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water
drag
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Martin Hellsten
Hans Oskarsson
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Akzo Nobel NV
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Akzo Nobel NV
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
    • C09K8/02—Well-drilling compositions
    • C09K8/04—Aqueous well-drilling compositions
    • C09K8/06—Clay-free compositions
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00—Materials not provided for elsewhere
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
    • C09K8/58—Compositions for enhanced recovery methods for obtaining hydrocarbons, i.e. for improving the mobility of the oil, e.g. displacing fluids
    • C09K8/584—Compositions for enhanced recovery methods for obtaining hydrocarbons, i.e. for improving the mobility of the oil, e.g. displacing fluids characterised by the use of specific surfactants
    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F17—STORING OR DISTRIBUTING GASES OR LIQUIDS
    • F17D—PIPE-LINE SYSTEMS; PIPE-LINES
    • F17D1/00—Pipe-line systems
    • F17D1/08—Pipe-line systems for liquids or viscous products
    • F17D1/16—Facilitating the conveyance of liquids or effecting the conveyance of viscous products by modification of their viscosity
    • F17D1/17—Facilitating the conveyance of liquids or effecting the conveyance of viscous products by modification of their viscosity by mixing with another liquid, i.e. diluting

Definitions

  • the present invention relates to the use of a drag-reducing agent containing a zwitterionic surfactant and an anionic surfactant in waters containing electrolytes.
  • the agent is very efficient at low contents even in waters having a high electrolyte content and is suitable to be utilized in injection waters at oil recovery.
  • a crude oil reservoir is formed by a stratum of porous rock or sand covered by a rock layer difficult for the crude oil to penetrate.
  • water for example sea-water
  • EP 116 779 discloses that copolymers of acrylamide and alkylpoly(etheroxy)acrylate have drag-reducing properties in brine solution.
  • a drag-reducing agent comprising of a complex polymer of a mixture of a cationic polymer and an anionic polymer.
  • the addition of the drag-reducing additive is in Example 2 is 500 ppm.
  • poly(amide acrylate) polymers may have good drag-reducing effect at a low concentration, it has also been observed that the polymers have a tendency to form aggregates in the oil reservoir, which causes a substantial drop of the flow of injection water.
  • WO 96/28527 describes a drag-reducing agent comprising at least one betaine surfactant having an alkyl or acyl group with 10-24 carbon atoms in combination with an anionic surfactant having the general structure R 1 —B where R 1 is a hydrocarbon group with 10-24 carbon atoms and in which M is a cationic, preferably monovalent group, in a proportion between the betaine surfactant and the anionic surfactant of from 20:1 to 1:2.
  • the betaine surfactant has the general formula where R is the alkyl group or the group R′NC 3 H 6 — where R′ is the acyl group.
  • R is the alkyl group or the group R′NC 3 H 6 — where R′ is the acyl group.
  • the amount of the surfactant necessary to obtain an essential reduction of the drag has shown to be above 500 ppm of the water.
  • the formation of micelles and therewith the reduction of drag is expected to be negatively affected by the presence of large amounts of electrolytes.
  • this type of drag-reducing agents has not at all been regarded as suitable to be used in injection waters, especially not when the injection water is based on sea-water.
  • a drag-reducing agent containing certain types of zwitterionic surfactants has a remarkably good drag-reducing effect at a concentration of 50-400 ppm, preferably 60-300 ppm, at large temperature intervals within the range of 2-70° C. even in water with an electrolyte content of 0.01-7%, suitably 0.05-6% by weight.
  • the drag-reducing agent according to the invention can also with a high efficacy and in low amounts be used in brackish water and sea-water with an electrolyte content of 0.3 to 6% by weight.
  • the surfactants in the drag-reducing agent are also readily soluble in the water at the temperatures in the oil reservoir and do not cause any reduction of the injection water flow due to reduced permeability.
  • the drag-reducing agent for use according to the invention comprises
  • R 3 and R 4 are independently of each other suitably methyl or hydroxyethyl, and R 5 is suitably methylene.
  • R 1 and R 2 have the meanings mentioned above.
  • the group R 1 is suitably a linear C-12 or C-14 acyl, but also branched acyl groups could advantageously be used.
  • the acyl group R 2 can be either saturated or unsaturated but unsaturated acyl groups are preferred.
  • the acyl group R 2 is derived from vegetable oils, such as soy oil, olive oil, rapeseed oil, linseed oil, safflower oil, sun flower oil, cottonseed oil and tall oil.
  • anionic surfactants for use according to the invention are well-known products and so are also their production methods.
  • Preferred anionic surfactants are those where R 7 contains 10-12 carbon atoms and for many formulations lauryl sulphate, a lauryl (oxyethylene) 1-3 sulphates, or lauryl sulphonate, or a mixture thereof, is preferred.
  • the drag-reducing agent comprises the component a) in an amount of 20-85% by weight, the component b) in an amount of 10-70% by weight, and the component c) in an amount of 4-35% by weight, calculated on the total weight of a), b) and c).
  • Ordinary sea-water or brackish water have normally a temperature in the range of 5-35° C.
  • process-water sometime also called production water, derived at least partially from the water in the production stream of oil and water from the oil well after the removal of the oil phase, normally has a temperature of 30-65° C.
  • R 1 preferably contains 12-14 carbon atoms, when the injection water is a seawater having a salt content of 2-6% and a temperature of 5-30° C., and 14-16 carbon atoms, suitably in combination with a zwitterionic surfactant of formula II, when the injection water is a production water based on a sea-water having a salt content of 2-6% and a temperature of 30-65° C.
  • the water-based system may contain a number of conventional components such as corrosion inhibitors and bactericides.
  • the drag-reducing properties of different drag-reducing additives were evaluated in a synthetic sea-water containing 568 mmoles of chloride, 482 mmoles of sodium, 54 mmoles of magnesium, 28 mmoles of sulphate, 10 mmoles of calcium and 10 mmoles of potassium per liter water.
  • 40 ml of the synthetic sea-water containing the drag-reducing additives were stirred in a 50 ml glass beaker with a magnetic stirrer at a constant speed of 700 r.p.m. and at different temperatures.
  • the inner diameter of the beaker was 40 mm and the stirrer bar was 6 ⁇ 20 mm.
  • the absence of a vortex in the water surface or a vortex of maximum 2 mm indicated a considerable reduction of the drag. Without addition of a drag-reducing agent, the vortex was 30 mm.
  • C12APB is a compound of formula I, where R 1 is a C 1-2 acyl, R 3 and R 4 are methyl and R 5 is methylene;
  • Drag-reducing agents containing C14APB and CanAPB in equal amounts and C12S in varying amounts were tested in injection waters containing different amounts of the synthetic salt described in Example 1. In one test, production water from the North Sea was used. The tests were performed in the same manner as in Example 1. The following results were obtained. TABLE 2 Efficacy of drag-reducing agents in injection waters of different salt contents C14APB + CanAPB C12S Temp. range Test ppm ppm Salt content % ° C.

Abstract

The present invention relates to the use of a drag-reducing agent in an amount of 50-400 ppm in water having an electrolyte content of 0.01-7% by weight. The drag-reducing agent comprises two zwitterionics, each comprising acyl containing surfactant and an anionic surfactant, where the hydrophilic group is a sulphate, a sulphonate or an ether sulphate. The water containing the drag-reducing agent is suitable to be used in injection water at oil recovery.

Description

  • The present invention relates to the use of a drag-reducing agent containing a zwitterionic surfactant and an anionic surfactant in waters containing electrolytes. The agent is very efficient at low contents even in waters having a high electrolyte content and is suitable to be utilized in injection waters at oil recovery.
  • A crude oil reservoir is formed by a stratum of porous rock or sand covered by a rock layer difficult for the crude oil to penetrate. When the pressure in an oil reservoir declines, it is quite common to inject water, for example sea-water, into the oil well to maintain the pressure and the recovery of oil on a high level. However, the injection of water is hampered by the flow resistance (drag) in the conduits and in the oil reservoir and in order to reduce the drag, it has been suggested to add a drag-reducing additive to the injection water.
  • Thus, EP 116 779 discloses that copolymers of acrylamide and alkylpoly(etheroxy)acrylate have drag-reducing properties in brine solution. In U.S. Pat. No. 4,489,180 it is described a drag-reducing agent comprising of a complex polymer of a mixture of a cationic polymer and an anionic polymer. The addition of the drag-reducing additive is in Example 2 is 500 ppm. Although poly(amide acrylate) polymers may have good drag-reducing effect at a low concentration, it has also been observed that the polymers have a tendency to form aggregates in the oil reservoir, which causes a substantial drop of the flow of injection water.
  • It is also known, e.g. from WO 92/13925 and WO 96/28527, that surfactants forming rod-like micelles have good drag-reducing effects. Thus, WO 96/28527 describes a drag-reducing agent comprising at least one betaine surfactant having an alkyl or acyl group with 10-24 carbon atoms in combination with an anionic surfactant having the general structure R1—B
    where R1 is a hydrocarbon group with 10-24 carbon atoms and
    Figure US20050227876A1-20051013-C00001
    in which M is a cationic, preferably monovalent group, in a proportion between the betaine surfactant and the anionic surfactant of from 20:1 to 1:2. Preferably the betaine surfactant has the general formula
    Figure US20050227876A1-20051013-C00002
    where R is the alkyl group or the group R′NC3H6— where R′ is the acyl group. However, the amount of the surfactant necessary to obtain an essential reduction of the drag has shown to be above 500 ppm of the water. In addition, the formation of micelles and therewith the reduction of drag is expected to be negatively affected by the presence of large amounts of electrolytes. Thus, this type of drag-reducing agents has not at all been regarded as suitable to be used in injection waters, especially not when the injection water is based on sea-water.
  • It has now been found that a drag-reducing agent containing certain types of zwitterionic surfactants has a remarkably good drag-reducing effect at a concentration of 50-400 ppm, preferably 60-300 ppm, at large temperature intervals within the range of 2-70° C. even in water with an electrolyte content of 0.01-7%, suitably 0.05-6% by weight. Thus, the drag-reducing agent according to the invention can also with a high efficacy and in low amounts be used in brackish water and sea-water with an electrolyte content of 0.3 to 6% by weight. The surfactants in the drag-reducing agent are also readily soluble in the water at the temperatures in the oil reservoir and do not cause any reduction of the injection water flow due to reduced permeability. On the contrary, tests have shown that the presence of the drag-reducing agents of the inventions in the injection water reduces the pressure drop with about 10%, when measured over a plug of calcium carbonate with a permeability of 1.3 mDarcy at a constant flow rate.
  • The drag-reducing agent for use according to the invention comprises
    • a) a zwitterionic surfactant of the formula
      Figure US20050227876A1-20051013-C00003
      where R1 is acyl group with 12-16 carbon atoms, R3 and R4 are independently of each other an alkyl group of 1-4 carbon atoms or an hydroxyalkyl group of 2-4 carbon atoms and R5 is an alkylene group of 1-4 carbon atoms, preferably CH2 or a group
      Figure US20050227876A1-20051013-C00004
      where R6 is an alkyl group of 1-3 carbon atoms, and
    • b) a zwitterionic surfactant of the formula
      Figure US20050227876A1-20051013-C00005
      where R2 is an acyl group with 18-22 carbon atoms, and R3, R4 and R5 have the meanings mentioned above, and
    • c) an anionic surfactant of the formulae
      R7(OA)nB or R7E
      or a mixture thereof, where R7 is an aliphatic group of 8-14, preferably 10-12, carbon atoms, A is an alkylene group having 2-4 carbon atoms, n is a number from 1 to 10, B is a sulphate group OSO3M, E is a sulphate group OSO3M or a sulphonate group —SO3M and M is a cationic, preferably monovalent group; the weight of a), b) and c) being 20-95% by weight, 0-70% by weight and 1-50% by weight, respectively, based on the total amount of a), b) and c).
  • In the zwitterionic surfactant of formulae I and II, R3 and R4 are independently of each other suitably methyl or hydroxyethyl, and R5 is suitably methylene. Preferably the zwitterionic surfactants have the formula
    Figure US20050227876A1-20051013-C00006
    where R1 and R2 have the meanings mentioned above.
  • The group R1 is suitably a linear C-12 or C-14 acyl, but also branched acyl groups could advantageously be used. The acyl group R2 can be either saturated or unsaturated but unsaturated acyl groups are preferred. Suitably the acyl group R2 is derived from vegetable oils, such as soy oil, olive oil, rapeseed oil, linseed oil, safflower oil, sun flower oil, cottonseed oil and tall oil.
  • The anionic surfactants for use according to the invention are well-known products and so are also their production methods. Preferred anionic surfactants are those where R7 contains 10-12 carbon atoms and for many formulations lauryl sulphate, a lauryl (oxyethylene)1-3 sulphates, or lauryl sulphonate, or a mixture thereof, is preferred.
  • Preferably the drag-reducing agent comprises the component a) in an amount of 20-85% by weight, the component b) in an amount of 10-70% by weight, and the component c) in an amount of 4-35% by weight, calculated on the total weight of a), b) and c).
  • Ordinary sea-water or brackish water have normally a temperature in the range of 5-35° C., while process-water, sometime also called production water, derived at least partially from the water in the production stream of oil and water from the oil well after the removal of the oil phase, normally has a temperature of 30-65° C.
  • Fortunately, the temperature window, where the drag-reducing effect is substantial can be regulated by the size of the group R1. Thus R1 preferably contains 12-14 carbon atoms, when the injection water is a seawater having a salt content of 2-6% and a temperature of 5-30° C., and 14-16 carbon atoms, suitably in combination with a zwitterionic surfactant of formula II, when the injection water is a production water based on a sea-water having a salt content of 2-6% and a temperature of 30-65° C.
  • Apart from the zwitterionic surfactant and anionic surfactants, the water-based system may contain a number of conventional components such as corrosion inhibitors and bactericides.
  • The present invention will now be further illustrated with the aid of the following examples.
    • EXAMPLE 1
  • The drag-reducing properties of different drag-reducing additives were evaluated in a synthetic sea-water containing 568 mmoles of chloride, 482 mmoles of sodium, 54 mmoles of magnesium, 28 mmoles of sulphate, 10 mmoles of calcium and 10 mmoles of potassium per liter water. In the evaluation test, 40 ml of the synthetic sea-water containing the drag-reducing additives were stirred in a 50 ml glass beaker with a magnetic stirrer at a constant speed of 700 r.p.m. and at different temperatures. The inner diameter of the beaker was 40 mm and the stirrer bar was 6×20 mm. The absence of a vortex in the water surface or a vortex of maximum 2 mm indicated a considerable reduction of the drag. Without addition of a drag-reducing agent, the vortex was 30 mm.
  • The following surfactants were used in the tests. C12APB is a compound of formula I, where R1 is a C1-2 acyl, R3 and R4 are methyl and R5 is methylene;
    • C14APB is a compound of formula I, where R1 is a C1-4 acyl, R3 and R4 are methyl and R5 is methylene;
    • C16APB is a compound of formula I, where R1 is a C1-6 acyl, R3 and R4 are methyl and R5 is methylene;
    • C18APB is a compound of formula II, where R1 is a C1-8 acyl derived from oleic acid, R3 and R4 are methyl and R5 is a methylene;
    • LinAPB is a compound of formula II, where R2 is an acyl derived from linseed oil, R3 and R4 are methyl and R5 is methylene;
    • SoyAPB is a compound of formula II, where R2 is an acyl derived from soy oil, R3 and R4 are methyl and R5 is methylene;
    • CanAPB is a compound of formula II, where R2 is an acyl derived from a rapeseed oil with a low content of erucic acid, R3 and R4 are methyl and R5 is methylene;
    • C14D is an alkyl betaine of the formula C1-4-alkylN+(CH3)2CH2COO−;
    • C16D is an alkyl betaine of the formula C16-alkylN+(CH3)2CHCOO−;
    • C10S is a decyl sulphate
    • C12S is lauryl sulphate
    • C12EOS is lauryl di(oxyethylene) sulphate, and
    • C12S03 is a lauryl sulphonate.
  • In Table 1 below the combinations of zwitterionic surfactants and anionic surfactants, the amounts of the individual surfactants used and the temperature range where the vortex was 2 mm or less.
    TABLE 1
    Combinations of zwitterionic and anionic surfactants and their
    temperature range with a considerable drag-reduction
    Zwitterionic Zwitterionic Anionic
    compound compound compound Temp.
    Test Type Ppm Type ppm Type ppm range ° C.
     1 C12APB 200 — — C12S 27  4-35
     2 C14APB 200 — — C12S 30 16-46
     3 C14APB 100 — — C12S 15 16-50
     4 C14APB 200 — — C12EOS 45 12-45
     5 C14APB 100 — — C12EOS 23 14-52
     6 C16APB 200 — — C12S 25 30-66
     7 C16APB 100 — — C12S 13 34-65
     8 C14APB 100 C18APB 100 C12S 20 14-60
     9 C16APB 100 C18APB 100 C12EOS 18 25-65
    10 C12APB 50 C14APB 50 C12EOS 20 11-44
    11 C14APB 50 C18APB 50 C12S 10 19-60
    12 C16APB 50 C18APB 50 C12EOS  9 25-65
    13 C14APB 100 LinAPB 100 C12S 32  4-49
    14 C14APB 100 LinAPB 100 C12EOS 33  4-44
    15 C14APB 100 SoyAPB 100 C12S 29  5-41
    16 C14APB 100 SoyAPB 100 C12EOS 44  5-40
    17 C14APB 50 LinAPB 50 C12EOS 16  7-42
    18 C16APB 50 LinAPB 50 C12S 21 36-60
    19 C14APB 58 CanAPB 18 C12S 14  6-50
    20 C14APB 38 CanAPB 19 C12S  9  7-45
    21 C14APB 100 CanAPB 100 C10S 39  <4-44  
    22 C14APB 50 CanAPB 50 C10S 25  <4-44  
    23 C14APB 140 CanAPB 60 C12S03 35  4-48
    24 C14APB 70 CanAPB 30 C12S03 18  4-47
    A C18APB 200 — — C12S 20 27-49
    B C18APB 200 — — C12EOS 20 29-50
    C C18APB 100 — — C12EOS 10 40-51
    D LinAPB 100 — — C12S 15 20-30
    E SoyAPB 100 — — C12S 13 No effect
    F C14B 200 — — C12EOS 0-200 No effect
    G C14B 100 LinAPB 100 C12EOS 0-200 No effect
    H C16B 100 LinAPB 100 C12S 0-200 No effect
    I C16B 100 LinAPB 100 C12EOS 0-200 No effect
  • From the results obtained it is evident that an agent according to the invention has an excellent drag-reducing effect at dosages below 250 ppm.
    • EXAMPLE 2
  • Drag-reducing agents containing C14APB and CanAPB in equal amounts and C12S in varying amounts were tested in injection waters containing different amounts of the synthetic salt described in Example 1. In one test, production water from the North Sea was used. The tests were performed in the same manner as in Example 1. The following results were obtained.
    TABLE 2
    Efficacy of drag-reducing agents in injection waters
    of different salt contents
    C14APB + CanAPB C12S Temp. range
    Test ppm ppm Salt content % ° C.
    25 200 35 0.03 <5-58
    26 100 18 0.015 <5-50
    27 200 35 0.6 <5-47
    28 100 40 0.6 <5-46
    29 200 22 1.0 <5-46
    30 100 40 1.0 <5-46
    31 200 35 3.0 <5-47
    32 100 18 3.0 <5-47
    33 200 38 ˜3.01) <5-51
    K 200 0-200 0.00 No effect

    1)Production water from the North Sea containing less than 20 ppm of hydrocarbons
  • The results clearly show that the drag-reducing agents the present invention have an essential effect in ection waters with different contents of electrolyte.

Claims (16)

1. A drag-reducing agent containing
a) a zwitterionic surfactant of the formula
Figure US20050227876A1-20051013-C00007
where R1 is acyl group with 12-16 carbon atoms, R3 and R4 are independently of each other an alkyl group of 1-4 carbon atoms or an hydroxyalkyl group of 2-4 carbon atoms and R5 is an alkylene group of 1-4 carbon atoms, preferably CH2 or a group
Figure US20050227876A1-20051013-C00008
where R6 is an alkyl group of 1-3 carbon atoms,
b) a zwitterionic surfactant of the formula
Figure US20050227876A1-20051013-C00009
where R2 is an acyl group with 18-22 carbon atoms, and R3, R4 and R5 have the meanings mentioned above, and
c) an anionic surfactant of the formulae

R7(OA)nB or R7E
or a mixture thereof, where R7 is an aliphatic group of 8-14 carbon atoms, A is an alkylene group having 2-4 carbon atoms, n is a number from 1 to 10, B is a sulphate group OSO3M, E is a sulphate group OSO3M or a sulphonate group —SO3M and M is a cationic, preferably monovalent group;
the weight of a), b) and c) being 20-95% by weight, 0-70% by weight and 1-50% by weight, respectively, based on the total amount of a), b) and c);
in an amount of a), b) and c) of 50400 ppm in water having an electrolyte content from 0.01-7% by weight.
2. The drag reducing agent of claim 1, wherein the component a) and b) are present in an amount of 20-85% by weight and 10-70% by weight, respectively.
3. The drag reducing agent of claim 1, wherein R2 contains at least 50% by weight of unsaturated acyl groups.
4. The drag reducing agent of claim 3, wherein R2 contains at least 20% by weight of two or more double bonds.
5. The drag reducing agent of claim 1, wherein c) is lauryl sulphate, a lauryl (oxyethylene)n sulphate, where n is 1-3, or lauryl sulphonate.
6. The drag reducing agent of claim 1 wherein the water has an electrolyte content of 0.3-6% by weight.
7. (canceled)
8. Injection water for the treatment of oil reservoirs, wherein said water contains
a) a zwitterionic surfactant of the formula
Figure US20050227876A1-20051013-C00010
where R1 is acyl group with 12-16 carbon atoms, R3 and R4 are independently of each other an alkyl group of 1-4 carbon atoms or an hydroxyalkyl group of 2-4 carbon atoms and R5 is an alkylene group of 1-4 carbon atoms, preferably CH2 or a group
Figure US20050227876A1-20051013-C00011
where R6 is an alkyl group of 1-3 carbon atoms,
b) a zwitterionic surfactant of the formula
Figure US20050227876A1-20051013-C00012
where R2 is an acyl group with 18-22 carbon atoms, and R3R4 and R5 have the meanings mentioned above, and
c) an anionic surfactant of the formulae

R7(OA)nB or R7E
or a mixture thereof, where R7 is an aliphatic group of 8-14 carbon atoms, A is an alkylene group having 2-4 carbon atoms, n is a number from 1 to 10, B is a sulphate group OSO3M, E is a sulphate group OSO3M or a sulphonate group —SO3M and M is a cationic, preferably monovalent group;
wherein the total amount of the components a), b) and c) is from 50-400 ppm and said water has an electrolyte content of 0.01-7% by weight.
9. Injection water according to claim 8, wherein said water contains electrolytes in an amount of 0.3-6% by weight.
10. Injection water according to claim 8 wherein the water is sea-water or production water.
11. A method of reducing drag in waters containing electrolytes which comprises adding to said waters at least one drag-reducing agent containing
a) a zwitterionic surfactant of the formula
Figure US20050227876A1-20051013-C00013
where R1 is acyl group with 12-16 carbon atoms, R3 and R4 are independently of each other an alkyl group of 1-4 carbon atoms or an hydroxyalkyl group of 2-4 carbon atoms and R5 is an alkylene group of 1-4 carbon atoms, preferably CH2 or a group
Figure US20050227876A1-20051013-C00014
where R6 is an alkyl group of 1-3 carbon atoms,
b) a zwitterionic surfactant of the formula
Figure US20050227876A1-20051013-C00015
where R2 is an acyl group with 18-22 carbon atoms, and R3, R4 and R5 have the meanings mentioned above, and
c) an anionic surfactant of the formulae

R7(OA)nB or R7E
or a mixture thereof, where R7 is an aliphatic group of 8-14 carbon atoms, A is an alkylene group having 24 carbon atoms, n is a number from 1 to 10, B is a sulphate group OSO3M, E is a sulphate group OSO3M or a sulphonate group —SO3M and M is a cationic, preferably monovalent group;
the weight of a), b) and c) being 20-95% by weight, 0-70% by weight and 1-50% by weight, respectively, based on the total amount of a), b) and c);
in an amount of a), b) and c) of 50400 ppm in water wherein said water has an electrolyte content from 0.01-7% by weight.
12. The method of claim 11, wherein the component a) and b) are present in an amount of 20-85% by weight and 10-70% by weight, respectively.
13. The method of claim 11 wherein R2 contains at least 50% by weight of unsaturated acyl groups.
14. The method of claim 11 wherein R2 contains at least 20% by weight of two or more double bonds.
15. The method of claim 11 wherein c) is lauryl sulphate, a lauryl (oxyethylene)n sulphate, where n is 1-3, or lauryl sulphonate.
16. The method of claim 11 wherein the water has an electrolyte content of 0.3-6% by weight.
US10/520,491 2002-07-15 2003-06-17 Drag-reducing agent for use in injection water at oil recovery Abandoned US20050227876A1 (en)

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SE0202198A SE0202198L (en) 2002-07-15 2002-07-15 A drag-reducing agent for use in injection water at oil recovery
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PCT/SE2003/001015 WO2004007630A1 (en) 2002-07-15 2003-06-17 A drag-reducing agent for use in injection water at oil recovery

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20090191325A1 (en) * 2006-05-24 2009-07-30 Marine 3 Technologies H0Ldings (Pty) Ltd. Suite8, Panaorama Office Estate Surface active ingredient composition
US20130053285A1 (en) * 2002-07-15 2013-02-28 Akzo Nobel N.V. Drag-reducing agent for use in injection water at oil recovery
WO2013093626A3 (en) * 2011-12-21 2013-11-21 Rhodia Operations Amine adducts, derivatives thereof, methods for making such adducts and derivatives, and methods for using such adducts and derivatives

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101638569B (en) * 2008-07-31 2012-07-18 中国石油天然气股份有限公司 Drag reducer for oleic acid and ester derivatives thereof and preparation method thereof

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4489180A (en) * 1983-12-12 1984-12-18 Exxon Research And Engineering Co. Drag reduction agent utilizing water soluble interpolymer complexes
US5902784A (en) * 1995-03-09 1999-05-11 Akzo Nobel Nv Use of a betaine surfactant together with an anionic surfactant as a drag-reducing agent
US6043203A (en) * 1992-09-11 2000-03-28 Henkel Kommanditgesellschaft Auf Aktien Compositions based on APG and ester quat surfactants

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SE9303458L (en) * 1993-10-21 1994-10-03 Berol Nobel Ab Use of an amphoteric surfactant as a friction reducing agent in an aqueous liquid system
SE503485C2 (en) * 1994-10-03 1996-06-24 Akzo Nobel Use of an alkoxylated alkanolamide together with an ionic surfactant as a friction reducing agent
US5840676A (en) * 1994-12-15 1998-11-24 Colgate-Palmolive Company Microemulsion light duty liquid cleaning compositions
WO2001083946A1 (en) * 2000-05-03 2001-11-08 Trican Well Service Ltd. Fracturing fluid
SE521682C2 (en) * 2001-01-23 2003-11-25 Akzo Nobel Nv Use of a Zwitterionic surfactant together with an anionic ether-containing surfactant as a friction reducing agent
US6605570B2 (en) * 2001-03-01 2003-08-12 Schlumberger Technology Corporation Compositions and methods to control fluid loss in surfactant-based wellbore service fluids
SE0202198L (en) * 2002-07-15 2004-01-16 Akzo Nobel Nv A drag-reducing agent for use in injection water at oil recovery

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4489180A (en) * 1983-12-12 1984-12-18 Exxon Research And Engineering Co. Drag reduction agent utilizing water soluble interpolymer complexes
US6043203A (en) * 1992-09-11 2000-03-28 Henkel Kommanditgesellschaft Auf Aktien Compositions based on APG and ester quat surfactants
US5902784A (en) * 1995-03-09 1999-05-11 Akzo Nobel Nv Use of a betaine surfactant together with an anionic surfactant as a drag-reducing agent

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20130053285A1 (en) * 2002-07-15 2013-02-28 Akzo Nobel N.V. Drag-reducing agent for use in injection water at oil recovery
US20090191325A1 (en) * 2006-05-24 2009-07-30 Marine 3 Technologies H0Ldings (Pty) Ltd. Suite8, Panaorama Office Estate Surface active ingredient composition
WO2013093626A3 (en) * 2011-12-21 2013-11-21 Rhodia Operations Amine adducts, derivatives thereof, methods for making such adducts and derivatives, and methods for using such adducts and derivatives
US10259987B2 (en) 2011-12-21 2019-04-16 Rhodia Operations Amine adducts, derivatives thereof, methods for making such adducts and derivatives, and methods for using such adducts and derivatives

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SE0202198L (en) 2004-01-16
CA2493100A1 (en) 2004-01-22
WO2004007630A1 (en) 2004-01-22
EA008611B1 (en) 2007-06-29
AU2003239032A1 (en) 2004-02-02
ATE319790T1 (en) 2006-03-15
BR0312661A (en) 2005-04-26
EP1521813A1 (en) 2005-04-13
EP1521813B1 (en) 2006-03-08
CA2493100C (en) 2011-09-20
NO20050234L (en) 2005-01-14
US20130053285A1 (en) 2013-02-28
EA200500208A1 (en) 2005-06-30
DE60303932D1 (en) 2006-05-04
SE0202198D0 (en) 2002-07-15
DK1521813T3 (en) 2006-05-15

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