CA2434613A1 - Viscoelastic compositions - Google Patents

Viscoelastic compositions Download PDF

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Publication number
CA2434613A1
CA2434613A1 CA002434613A CA2434613A CA2434613A1 CA 2434613 A1 CA2434613 A1 CA 2434613A1 CA 002434613 A CA002434613 A CA 002434613A CA 2434613 A CA2434613 A CA 2434613A CA 2434613 A1 CA2434613 A1 CA 2434613A1
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Canada
Prior art keywords
formula
aqueous viscoelastic
cleavable surfactant
cleavable
surfactant
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Granted
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CA002434613A
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French (fr)
Other versions
CA2434613C (en
Inventor
Jian Zhou
Trevor Hughes
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Schlumberger Canada Ltd
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Individual
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Publication of CA2434613C publication Critical patent/CA2434613C/en
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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
    • C09K8/60—Compositions for stimulating production by acting on the underground formation
    • C09K8/62—Compositions for forming crevices or fractures
    • C09K8/66—Compositions based on water or polar solvents
    • C09K8/68—Compositions based on water or polar solvents containing organic compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C229/06—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton
    • C07C229/10—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
    • C07C229/12—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings to carbon atoms of acyclic carbon skeletons
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/34—Esters of acyclic saturated polycarboxylic acids having an esterified carboxyl group bound to an acyclic carbon atom
    • C07C69/40—Succinic acid esters
    • 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
    • C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
    • C09K23/18—Quaternary ammonium compounds
    • 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
    • C09K8/60—Compositions for stimulating production by acting on the underground formation
    • C09K8/62—Compositions for forming crevices or fractures
    • 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
    • C09K2208/00—Aspects relating to compositions of drilling or well treatment fluids
    • C09K2208/30—Viscoelastic surfactants [VES]

Abstract

The present invention provides aqueous viscoelastic compositions comprising a cleavable surfactant and possibly also an electrolyte. The cleavable surfactants useful in the present invention comprise at least one weak chemical bond, which is capable of being broken under appropriate conditions, to produce oil soluble and water soluble products typically having no interfacial properties and surface activity compared with the original surfactant molecule. Further, the rheological properties of the aqueous viscolelastic composition are usually altered upon cleavage of the cleavable surfactant generally resulting in the elimination of the viscofying, viscoelastic and surfactant properties of the composition. Aqueous viscoelastic compositions in accordance with the present invention are suitable for use in oil-field applications, particularly for hydraulic fracturing of subterranean formations. Thus, the present invention also relates to a wellbore service fluid and a method of fracturing a subterranean formation. The present invention also concerns novel cleavable surfactants.

Claims (14)

1. An aqueous viscoelastic composition comprising a cleavable surfactant.
2. An aqueous viscoelastic composition according to claim 1, wherein the cleavable surfactant comprises a hydrophobic group linked to a hydrophilic group via at least one weak chemical bond.
3. An aqueous viscoelastic composition according to claim 2, wherein the weak chemical bond of the cleavable surfactant is cleaved to produce at least one oil soluble product and at least one water soluble product.
4. An aqueous viscoelastic composition according to claim 2 ar 3, wherein the weak chemical bond is an acetal, amide or ester group.
5. An aqueous viscoelastic composition according to any one of the preceding claims, wherein the cleavable surfactant is cationic, anionic or zwitterionic.
6. An aqueous viscoelastic composition according to any one of the preceding claims, wherein the composition further comprises an electrolyte.
7. An aqueous viscoelastic composition comprising a cleavable surfactant and an electrolyte.
8. An aqueous viscoelastic composition according to claim 6 or 7, wherein the electrolyte is at least one inorganic water soluble salt or organic water soluble salt, or mixtures thereof.
9. An aqueous viscoelastic composition according to any one of the preceding claims, wherein the composition is an aqueous viscoelastic gel.
10. A wellbore service fluid comprising an aqueous viscoelastic composition in accordance with any one of the preceding claims.
11. A method of fracturing a subterranean formation, comprising the steps of:
(A) providing a wellbore service fluid comprising a cleavable surfactant, and (B) pumping the fluid through a wellbore and into a subterranean formation at a pressure sufficient to fracture the formation.
12. A cleavable surfactant having the structure of formula 1, formula 2 or formula 3:

R1-X-(CR5R6)m-Y~Z~
Formula 1 or R1-X-(CR5R6)m-A~B~
Formula 2 or R1-X-(CR5R6)m-Y~-~
Formula 3 where (i) R1 is a saturated or unsaturated, linear or branched aliphatic chain of at least 18 carbon atoms;
(ii) X is an O(CO), (CO)O, R7N(CO), or (CO)NR7 group;
(iii) m is at least one;
(iv) Y~ is -NR2R3R4;
(v) R2, R3, R4, R5, R6 and R7 are each independently hydrogen; a linear or branched, saturated aliphatic chain of at least 1 carbon atom; or a linear or branched, saturated aliphatic chain of at least 1 carbon atom with one or more of the hydrogen atoms replaced by a hydroxyl group, wherein for cleavable surfactants of formula 3, the R
group linked to A~ is not hydrogen;
(vi) A~ is a sulfonate ox carboxylate anionic group; and (vii) Z~ and B~ are ionic counterions associated with a cleavable surfactant of formula 1 or formula 2, where Z~ is a monovalent anion or divalent anion and B~ is hydrogen or a monovalent cation, excluding surfactants of formula 1 in which X is O(CO), R5 and R6 are each independently hydrogen, m is greater than or equal to 1 but less than 5 and Y~
is NR2R3R4.
13. A cleavable surfactant according to claim 12, wherein the cleavable surfactant is N,N-dimethyl N-ethyl glycine erucyl ester chloride.
14. A cleavable surfactant according to claim 12, wherein the cleavable surfactant is monooleyl succinic acid or derivatives thereof.
CA2434613A 2001-02-13 2002-02-13 Viscoelastic compositions Expired - Fee Related CA2434613C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GB0103449.5 2001-02-13
GB0103449A GB2372058B (en) 2001-02-13 2001-02-13 Viscoelastic compositions
PCT/GB2002/000587 WO2002064945A1 (en) 2001-02-13 2002-02-13 Viscoelastic compositions

Publications (2)

Publication Number Publication Date
CA2434613A1 true CA2434613A1 (en) 2002-08-22
CA2434613C CA2434613C (en) 2010-04-06

Family

ID=9908579

Family Applications (3)

Application Number Title Priority Date Filing Date
CA002434345A Expired - Fee Related CA2434345C (en) 2001-02-13 2002-02-13 Aqueous viscoelastic fluid
CA2434613A Expired - Fee Related CA2434613C (en) 2001-02-13 2002-02-13 Viscoelastic compositions
CA2434357A Expired - Fee Related CA2434357C (en) 2001-02-13 2002-02-13 Aqueous viscoelastic fluid

Family Applications Before (1)

Application Number Title Priority Date Filing Date
CA002434345A Expired - Fee Related CA2434345C (en) 2001-02-13 2002-02-13 Aqueous viscoelastic fluid

Family Applications After (1)

Application Number Title Priority Date Filing Date
CA2434357A Expired - Fee Related CA2434357C (en) 2001-02-13 2002-02-13 Aqueous viscoelastic fluid

Country Status (12)

Country Link
US (4) US7036585B2 (en)
EP (2) EP1360395A1 (en)
CN (2) CN100510316C (en)
AU (2) AU2002229950B2 (en)
BR (2) BR0207484B1 (en)
CA (3) CA2434345C (en)
EA (3) EA006450B1 (en)
GB (4) GB2372058B (en)
MX (2) MXPA03007219A (en)
NO (2) NO20033572L (en)
OA (2) OA12445A (en)
WO (3) WO2002064947A1 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104028163A (en) * 2014-06-24 2014-09-10 江苏万淇生物科技有限公司 Method for synthesizing cardanol quaternary ammonium surfactant

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