CA2429939A1 - Drag-reducing polymers and drag-reducing polymer suspensions and solutions - Google Patents

Drag-reducing polymers and drag-reducing polymer suspensions and solutions Download PDF

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Publication number
CA2429939A1
CA2429939A1 CA002429939A CA2429939A CA2429939A1 CA 2429939 A1 CA2429939 A1 CA 2429939A1 CA 002429939 A CA002429939 A CA 002429939A CA 2429939 A CA2429939 A CA 2429939A CA 2429939 A1 CA2429939 A1 CA 2429939A1
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CA
Canada
Prior art keywords
molecular weight
ultra
high molecular
alpha
monomer
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Granted
Application number
CA002429939A
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French (fr)
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CA2429939C (en
Inventor
Stuart Milligan
Kenneth W. Smith
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
LiquidPower Specialty Products Inc
Original Assignee
Conocophillips Company
Stuart Milligan
Kenneth W. Smith
Conoco Inc.
Phillips 66 Company
Lubrizol Specialty Products, Inc.
Liquidpower Specialty Products Inc.
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Application filed by Conocophillips Company, Stuart Milligan, Kenneth W. Smith, Conoco Inc., Phillips 66 Company, Lubrizol Specialty Products, Inc., Liquidpower Specialty Products Inc. filed Critical Conocophillips Company
Publication of CA2429939A1 publication Critical patent/CA2429939A1/en
Application granted granted Critical
Publication of CA2429939C publication Critical patent/CA2429939C/en
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Expired - Lifetime legal-status Critical Current

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Classifications

    • 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
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00—Processes of treating or compounding macromolecular substances
    • C08J3/005—Processes for mixing polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L101/00—Compositions of unspecified macromolecular compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L23/18—Homopolymers or copolymers of hydrocarbons having four or more carbon atoms
    • C08L23/24—Homopolymers or copolymers of hydrocarbons having four or more carbon atoms having ten or more carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L1/00—Compositions of cellulose, modified cellulose or cellulose derivatives
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2205/00—Polymer mixtures characterised by other features
    • C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L25/00—Compositions of, homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Compositions of derivatives of such polymers
    • C08L25/02—Homopolymers or copolymers of hydrocarbons
    • C08L25/04—Homopolymers or copolymers of styrene
    • C08L25/08—Copolymers of styrene
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S526/00—Synthetic resins or natural rubbers -- part of the class 520 series
    • Y10S526/902—Monomer polymerized in bulk in presence of transition metal containing catalyst

Abstract

A drag-reducing polymer is described, along with a method for manufacturing the drag-reducing polymer. The drag-reducing polymer is manufactured by bulk polymerizing a vinyl aromatic with an .alpha.-olefin, wherein the .alpha.- olefin has a carbon chain length of between two and twenty carbons. A drag- reducing polymer suspension and drag-reducing polymer solution are also described.

Claims (33)

1. An ultra-high molecular weight copolymer useful as a drag reducer for hydrocarbons comprising:
a) a vinyl aromatic monomer and;
b) a first .alpha.-olefin monomer having a carbon chain length of between 2 and 20 carbon atoms;
wherein the ultra-high molecular weight copolymer has a molecular weight of greater than 1 million.
2. The ultra-high molecular weight copolymer of claim 1 wherein the vinyl aromatic monomer comprises one or more monomers selected from the group consisting of styrene, an alkyl-styrene with am alkyl group having between 1 and 10 carbon atoms, naphthalene, a vinylnaphthalene, and a vinyl alkylnaphthalene with an alkyl group having between 1 and 10 carbon atoms.
3. The ultra-high molecular weight copolymer of claim 1 wherein the ultra-high molecular weight copolymer comprising between 1 % and 50% vinyl aromatic monomer by weight of the ultra-high molecular weight copolymer.
4. The ultra-high molecular weight copolymer of claim 3 wherein the ultra-high molecular weight copolymer is comprised of between 2% and 25%
vinyl aromatic monomer by weight of the ultra-high molecular weight copolymer.
5. The ultra-high molecular weight copolymer of claim 1 further comprising:
at least one second .alpha.-olefin monomer, wherein the second .alpha.-olefin monomer is different from the first .alpha.-olefin monomer and has a carbon chain length of between 2 and 20 carbon atoms.
6. The ultra-high molecular weight copolymer of claim 1 wherein the ultra-high molecular weight copolymer has a molecular weight of greater than 5 million.
7. A method of manufacturing an ultra-high molecular weight copolymer useful as a drag reducer comprising:

(a) bulk-polymerizing a mixture of a first .alpha.-olefin monomer having a carbon chain length of between 2 and 20 carbon atoms and a vinyl aromatic monomer in the absence of a solvent; and (b) forming the ultra-high molecular weight copolymer, wherein the ultra-high molecular weight copolymer has a molecular weight of greater than 1 million.
8. The method of claim 7, wherein the vinyl aromatic monomer comprises one or more monomers selected from the group consisting of styrene, an alkyl-styrene with an alkyl group having between 1 and 10 carbon atoms, naphthalene, a vinyl naphthalene, and a vinyl alkylnaphthalene with an alkyl group having between 1 and 10 carbon atoms.
9. The method of claim 7 further comprising prior to step (a):
preparing a mixture of between 1% and 50% of the vinyl aromatic monomer and between 99% and 50% of the first .alpha.-olefin monomer by weight of the mixture.
10. The method of claim 9, wherein the mixture comprises between 2% and 25% of the vinyl aromatic monomer and between 98% and 75% of the first a-olefin monomer by weight of the mixture.
11. The method of claim 9, wherein the mixture further comprises at least one second .alpha.-olefin monomer, wherein the second .alpha.-olefin monomer is different from the first .alpha.-olefin and has a carbon chain length of between 2 and 20 carbon atoms.
12. A method of manufacturing an ultra-high molecular weight copolymer useful as a drag reducer comprising:
(a) mixing a first .alpha.-olefin monomer having a carbon chain length of between 2 and 20 carbon atoms with a vinyl aromatic monomer to form a monomer mixture;
(b) adding an initiator;
(c) adding a catalyst;
(d) adding a promoter; and (e) reacting the monomer mixture to form the ultra-high molecular weight copolymer, wherein the ultra-high molecular weight copolymer has a molecular weight of greater than 1 million
13. The method of claim 12, wherein the vinyl aromatic monomer comprises one or more monomers selected from the group consisting of styrene, an alkyl-styrene with an alkyl group having between 1 and 10 carbon atoms, naphthalene, a vinyl naphthalene, and a vinyl alkylnaphthalene with an alkyl group having between 1 and 10 carbon atoms.
14. The method of claim 12, wherein the monomer mixture comprises between 1% and 50% of the vinyl aromatic monomer and between 99% and 50% of the first .alpha.-olefin monomer by weight of the mixture.
15. The method of claim 14, wherein the monomer mixture comprises between 2% arid 25% of the vinyl aromatic monomer and 98% and 75% of the first .alpha.-olefin monomer by weight of the mixture.
16. The method of claim 12 further comprising after or simultaneous with step (a) but before step (b):
adding at least one second .alpha.-olefin monomer being different from the first .alpha.-olefin and having a carbon chain length of between 2 and 20 carbon atoms to the monomer mixture.
17. The method of claim 12, wherein the promoter is dibutyl ether.
18. The method of claim 12, wherein the initiator is disobutyl aluminum chloride.
19. The method of claim 12, wherein the catalyst comprises a Ziegler-Natta catalyst.
20. A method for the preparation of a drag-reducing copolymer suspension comprising:
a) preparing an ultra-high molecular weight copolymer by co-polymerization of at least one .alpha.-olefin monomer, with at least one vinyl aromatic monomer, wherein the .alpha.-olefin monomer has a carbon chain length of between 2 and 20 carbon atoms;
b) grinding the ultra-high molecular weight copolymer at a temperature below the glass-transition temperature of the ultra-high molecular weight copolymer to form ground polymer particles; and c) mixing the ground polymer particles with a suspending fluid to form the drag-reducing polymer suspension.
21. The method of claim 20, wherein the step of preparing the ultra-high molecular weight copolymer further comprises prior to or simultaneous with polymerizing the .alpha.-olefin monomer with the vinyl aromatic monomer:
mixing the .alpha.-olefin monomer and the vinyl aromatic monomer with an initiator or mixing the .alpha.-olefin monomer and the vinyl aromatic monomer with a promoter or both; and mixing the .alpha.-olefin monomer and the vinyl aromatic monomer with a catalyst.
22. The method of claim 20, wherein the ultra-high molecular weight copolymer has between 2 and 25% of the vinyl aromatic monomer and 98%
and 75% of the .alpha.-olefin monomer, by weight of the ultra-high molecular weight polymer.
23. The method of claim 20, wherein the vinyl aromatic comprises one or more monomers selected from the group consisting of styrene, an alkyl-styrene with an alkyl group having between 1 and 10 carbon atoms, naphthalene, a vinyl naphthalene, and a vinyl alkylnaphthalene with an alkyl group having between 1 and 10 carbon atoms.
24. The method of claim 20, wherein the copolymerization is selected from bulk polymerization or solution polymerization.
25. The method as described in claim 20, wherein the grinding of the ultra-high molecular weight copolymer is at a temperature below-130°C.
26. The method of claim 20, wherein the ultra-high molecular weight copolymer has a molecular weight in excess of 5 million.
27. The method of claim 20, wherein the suspending fluid further comprises one or more components selected from the group consisting of a wetting agent, an antifoaming agent, and a thickening agent.
28. The method of claim 20, further comprising a partitioning agent.
29. A drag-reducing polymer solution comprising:
a) an ultra-high molecular weight copolymer having at least one vinyl aromatic monomer and at least one .alpha.-olefin monomer having a carbon chain lengths of between 2 and 20 carbon atoms; and b) a heavy hydrocarbon.
30. The drag-reducing polymer solution of claim 29, wherein the ultra-high molecular weight copolymer has between 2 and 25% of the vinyl aromatic monomer and 98% and 75% of the first .alpha.-olefin monomer, by weight of the ultra-high molecular weight polymer.
31. The drag-reducing polymer solution of claim 29, wherein the vinyl aromatic comprises one or more monomers selected from the group consisting of styrene, a alkyl-styrene with an alkyl group having between 1 and 10 carbon atoms, naphthalene, a vinyl naphthalene, and a vinyl alkylnaphthalene with an alkyl group having between 1 and 10 carbon atoms.
32. The drag-reducing polymer solution of claim 29, wherein the heavy hydrocarbon comprises one or more hydrocarbons selected from the group consisting of crude oil, benzene, toluene, ethylbenzene, o-xylene, m-xylene, p-xylene, gasoline, diesel oil, jet fuel, low polynuclear aromatic mixtures and a purified petroleum distillate.
33. The drag-reducing polymer solution of claim 29, wherein the ultra-high molecular weight copolymer has a molecular weight in excess of 5 million.
CA2429939A 2000-11-28 2001-11-27 Drag-reducing polymers and drag-reducing polymer suspensions and solutions Expired - Lifetime CA2429939C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US09/724,049 2000-11-28
US09/724,049 US6576732B1 (en) 2000-11-28 2000-11-28 Drag-reducing polymers and drag-reducing polymer suspensions and solutions
PCT/US2001/044361 WO2002059183A2 (en) 2000-11-28 2001-11-27 Drag-reducing polymers and drag-reducing polymer suspensions and solutions

Publications (2)

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CA2429939A1 true CA2429939A1 (en) 2002-08-01
CA2429939C CA2429939C (en) 2011-04-26

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CA2429939A Expired - Lifetime CA2429939C (en) 2000-11-28 2001-11-27 Drag-reducing polymers and drag-reducing polymer suspensions and solutions

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US (1) US6576732B1 (en)
EP (1) EP1358231B1 (en)
AT (1) ATE404596T1 (en)
AU (1) AU2002248144A1 (en)
CA (1) CA2429939C (en)
DE (1) DE60135385D1 (en)
DK (1) DK1358231T3 (en)
ES (1) ES2307672T3 (en)
MX (1) MXPA03004740A (en)
NO (1) NO20032399L (en)
RU (1) RU2003119448A (en)
WO (1) WO2002059183A2 (en)

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