EP2424905A1 - Polymères de (méth)acrylate alkoxylés et leur utilisation en tant que désémulsifiants d'émulsions de pétrole brut - Google Patents

Polymères de (méth)acrylate alkoxylés et leur utilisation en tant que désémulsifiants d'émulsions de pétrole brut

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Publication number
EP2424905A1
EP2424905A1 EP10711346A EP10711346A EP2424905A1 EP 2424905 A1 EP2424905 A1 EP 2424905A1 EP 10711346 A EP10711346 A EP 10711346A EP 10711346 A EP10711346 A EP 10711346A EP 2424905 A1 EP2424905 A1 EP 2424905A1
Authority
EP
European Patent Office
Prior art keywords
monomers
group
use according
formula
oxide units
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP10711346A
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German (de)
English (en)
Inventor
Carsten Schaefer
Carsten Cohrs
Stefan Dilsky
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.)
Clariant Finance BVI Ltd
Original Assignee
Clariant Finance BVI Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Clariant Finance BVI Ltd filed Critical Clariant Finance BVI Ltd
Priority to EP11010097.1A priority Critical patent/EP2457931B1/fr
Priority to DK11010097.1T priority patent/DK2457931T3/en
Publication of EP2424905A1 publication Critical patent/EP2424905A1/fr
Withdrawn legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
    • C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
    • C08F20/10—Esters
    • C08F20/26—Esters containing oxygen in addition to the carboxy oxygen
    • C08F20/28—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D17/00—Separation of liquids, not provided for elsewhere, e.g. by thermal diffusion
    • B01D17/02—Separation of non-miscible liquids
    • B01D17/04—Breaking emulsions
    • B01D17/047—Breaking emulsions with separation aids
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D19/00—Degasification of liquids
    • B01D19/02—Foam dispersion or prevention
    • B01D19/04—Foam dispersion or prevention by addition of chemical substances
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F120/00—Homopolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
    • C08F120/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F120/10—Esters
    • C08F120/26—Esters containing oxygen in addition to the carboxy oxygen
    • C08F120/28—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
    • C08F220/28—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety
    • C08F220/282—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety and containing two or more oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
    • C08F220/28—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety
    • C08F220/285—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety and containing a polyether chain in the alcohol moiety
    • C08F220/286—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety and containing a polyether chain in the alcohol moiety and containing polyethylene oxide in the alcohol moiety, e.g. methoxy polyethylene glycol (meth)acrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
    • C08F220/28—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety
    • C08F220/285—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety and containing a polyether chain in the alcohol moiety
    • C08F220/287—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety and containing a polyether chain in the alcohol moiety and containing polypropylene oxide in the alcohol moiety
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G33/00—Dewatering or demulsification of hydrocarbon oils
    • C10G33/04—Dewatering or demulsification of hydrocarbon oils with chemical means
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
    • C08F220/28—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety
    • C08F220/285—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety and containing a polyether chain in the alcohol moiety
    • C08F220/288—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety and containing a polyether chain in the alcohol moiety and containing polypropylene-co-ethylene oxide in the alcohol moiety
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
    • C10G2300/10—Feedstock materials
    • C10G2300/1033—Oil well production fluids
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
    • C10G2300/20—Characteristics of the feedstock or the products
    • C10G2300/201—Impurities

Definitions

  • Alkoxylated (meth) acrylate polymers and their use as crude oil emulsion breakers Alkoxylated (meth) acrylate polymers and their use as crude oil emulsion breakers
  • the present invention relates to alkoxylated (meth) acrylate polymers and their use for the splitting of water-oil emulsions, in particular in crude oil production.
  • Crude oil accumulates in its promotion as an emulsion with water.
  • Crude splitters are surface-active polymeric compounds capable of effecting, within a short time, the required separation of the emulsion components.
  • demulsifiers are mainly alkoxylated alkylphenol-formaldehyde resins, nonionic alkylene oxide block copolymers and crosslinked with Bisepoxiden variants used.
  • demulsifiers are mainly alkoxylated alkylphenol-formaldehyde resins, nonionic alkylene oxide block copolymers and crosslinked with Bisepoxiden variants used.
  • US 4 032 514 discloses the use of alkylphenol-aldehyde resins for the separation of petroleum emulsions. These resins are obtainable from the condensation of a para-alkylphenol with an aldehyde, mostly formaldehyde.
  • Such resins are often used in alkoxylated form, as disclosed, for example, in DE-A-24 45 873.
  • the free phenolic OH groups are reacted with an alkylene oxide.
  • free OH groups of alcohols or NH groups of amines can also be alkoxylated, as disclosed, for example, in US Pat. No. 5,401,439.
  • the disclosed cleavers can be used as individual components, in mixtures with other emulsion breakers, or else as crosslinked products.
  • Copolymers of hydrophobic, end-capped and z. T. crosslinked (meth) acrylates and hydrophilic comonomers as emulsion breakers are disclosed in EP-O 264 841.
  • alkoxylated (meth) acrylate polymers show an excellent action as petroleum breakers even at a very low dosage.
  • the invention therefore relates to the use of polymers containing structural units of monomers (A) of the formula I. wherein
  • A is a C 2 - to C 4 -alkylene
  • R 1 is hydrogen or methyl
  • k is from 1 to 1000, for the cleavage of oil / water emulsions in amounts of 0.0001 to 5 wt .-% based on the oil content of the emulsion to be cleaved.
  • Another object of the invention is the use of polymers containing different structural units of monomers (A) and (B) according to the formulas I and II
  • A is a C 2 - to C 4 -alkylene group
  • R 1 is hydrogen or methyl
  • k is a number from 1 to 1000
  • B is a C 2 - to C 4 -alkylene group
  • R 2 is hydrogen or methyl
  • I is a number from 1 to 1000, for the cleavage of oil / water emulsions in amounts of 0.0001 to 5 wt .-% based on the oil content of the emulsion to be cleaved.
  • Another object of the invention are polymers containing structural units of monomers (A) according to formula I.
  • A is a C 2 - to C 4 -alkylene
  • R 1 is hydrogen or methyl
  • k is from 1 to 1000, for the cleavage of oil / water emulsions in amounts of 0.0001 to 5 wt .-% based on the oil content of the emulsion to be cleaved.
  • Another object of the invention are polymers containing different structural units of monomers (A) and (B) according to the formulas I and II
  • A is a C 2 -C 4 -alkylene group
  • R 1 is hydrogen or methyl
  • k is a number from 1 to 1000
  • B is a C 2 - to C 4 -alkylene
  • R 2 is hydrogen or methyl
  • I is a number from 1 to 1000, for the cleavage of oil / Vasser emulsions in amounts of 0.0001 to 5 wt .-% based on the oil content of the emulsion to be cleaved.
  • polymers contain structural units of the monomers (A) or (A) and (B) means that the polymers are obtainable by the polymerization of the monomers (A) and (B) when subjected to the radical polymerization.
  • the polymer of the present invention generally has conventional terminal groups which are formed by the initiation of radical polymerization or by chain transfer reactions or by chain termination reactions, for example a proton, a radical initiator group or, for example, a sulfur-containing chain transfer agent group.
  • the polymers to be used according to the invention may be homopolymers of monomers of the formula I or copolymers of monomers of the structural units I and Il.
  • the proportions of the structural units of the formula I and II add up to 100 mol%.
  • the group - (AO) k - may be a uniform or a mixed alkoxy group. If it is a mixed alkoxy group, it preferably corresponds to the formula - (A 1 -O) n - (A 2 -O) m -,
  • n is a number from 1 to 500 m
  • a number from 1 to 500 is a C 2 - to C 4 alkylene group
  • a 2 is a different from A 1 C 2 - to C 4 alkylene group.
  • a 1 is a propylene and A 2 is an ethylene group.
  • n is a number from 2 to 50.
  • m is preferably a number from 2 to 50. It is further preferred that n + m is a number from 2 to 80, in particular from 4 to 70.
  • the sequence of the alkoxy group A 1 -O and A 2 -O may be random or blockwise.
  • A is preferably a propylene group.
  • k is preferably a number from 2 to 15, in particular from 3 to 10.
  • the monomers of the formulas I and II differ in one or more features. Distinguishing features can be the meanings of R 1 and R 2 , of A and B or of k and I.
  • the monomers may also differ in the sequence of the alkoxy units, which may be blockwise or random.
  • the groups may be (AO) ⁇ ⁇ - and - (BO) ⁇ -uniform or mixed alkoxy groups.
  • n is a number from 1 to 500 m, a number from 1 to 500 o, a number from 1 to 500 p, a number from 1 to 500
  • a 1 is a C 2 - to C 4 -alkylene group
  • a 2 is a C 2 - to C 4 -alkylene group other than A 1
  • B 1 is a C 2 - to C 4 -alkoxy group
  • B 2 is a different from B 1 C 2 - to C 4 alkoxy group.
  • a 1 is a propylene and A 2 is an ethylene group.
  • n is a number from 2 to 50.
  • m is preferably a number from 2 to 50. It is further preferred that n + m is a number from 2 to 80, in particular from 4 to 70.
  • B 1 is a propylene and B 2 is an ethylene group.
  • o is a number from 2 to 50.
  • m is preferably a number from 2 to 50. It is further preferred that n + m is a number from 2 to 80, in particular from 4 to 70.
  • A preferably denotes a propylene group and B denotes an ethylene group.
  • k preferably represents a number from 2 to 15, in particular 3 to 10. 1 preferably represents a number from 2 to 15, in particular 3 to 10.
  • 1 is - (AO) k - for a block of ethylene oxide units and - (BO) ⁇ - for a block propylene oxide units, wherein k and I are different, k is preferably a number from 5 to 80. 1 represents a of k different number, preferably for a number of 5 to 80.
  • 1 is - (AO) k - for a block propylene oxide units and - (BO) ⁇ - for a block propylene oxide units.
  • k preferably represents a number from 5 to 80.
  • 1 preferably represents a number from 5 to 80.
  • the molar proportion of the monomers in the preferred embodiment 1 is 0.1 to 99.9% for the monomer (A) and 0.1 to 99.9% for the monomer (B), in particular 1 to 95% for the monomer ( A) and 5 to 99% for the monomer (B), especially 10 to 90% for the monomer (A) and 10 to 90% for the monomer (B).
  • (A 1 -O) m stands for a block of propylene oxide units and (A 2 -O) n for one block of ethylene oxide units, or (A 1 -O) m for one block of ethylene oxide units and (A 2 -O) n for one block of propylene oxide units, wherein the molar proportion of ethylene oxide units is preferably 30 to 98%, especially 50 to 95%, especially preferably 60 to 93%, based on the sum (100%) of the ethylene oxide and propylene oxide units is.
  • (B 1 -O) o and (B 2 -O) p represent one block of ethylene oxide units, or preferably one block of propylene oxide units.
  • m is preferably from 2 to 50.
  • n is preferably from 2 to 50.
  • the sum of o and p is preferably from 2 to 80.
  • the molar ratio of the monomers in the preferred embodiment is 2 1 to 99% for the monomer (A) and 1 to 99% for the monomer (B), more preferably 5 to 95% for the monomer (A) and 5 to 95% for the monomer (B), especially 10 to 90% for the monomer (A) and 10 to 90% for the monomer (B).
  • the monomers (A) and (B) complement each other to 100 mol%.
  • alkylene oxide units (A 1 -O) m , (A 2 -O) n in the monomer (A) according to embodiment 2, these may be present either randomly or, as in the case of a preferred embodiment, arranged in a block.
  • (A 1 -O) m stands for a block of propylene oxide units and (A 2 -O) n for one block of ethylene oxide units, or (A 1 -O) m for one block of ethylene oxide units and (A 2 -O) n for one block of propylene oxide units, wherein the molar proportion of ethylene oxide units is preferably 30 to 98%, especially 50 to 95%, especially preferably 60 to 93%, based on the sum (100%) of the ethylene oxide and propylene oxide units, and (B 1 -O) o for one block of propylene oxide units and (B 2 -O) p for one block of ethylene oxide units or (B 1 -O) o for one block of ethylene oxide units and (B 2 -O) p for one block of propylene oxide units, the molar proportion of the ethylene oxide units preferably being 30 to 98%, in
  • the molar ratio of the monomers in the preferred embodiment is 3 to 99% for the monomer (A) and 1 to 99% for the monomer (B), more preferably 5 to 95% for the monomer (A) and 5 to 95% for the monomer (B), especially 10 to 90% for the monomer (A) and 10 to 90% for the monomer (B).
  • the monomers (A) and (B) complement each other to 100 mol%
  • n is preferably from 2 to 50.
  • o is preferably from 2 to 50.
  • p is preferably from 2 to 50
  • the number of alkylene oxide units (n + m) is preferably 2 to 500, in particular 4 to 100, particularly preferably 5 to 80.
  • the number of alkylene oxide units (o + p) is preferably 2 to 500, in particular 4 to 100, particularly preferably 5 to 80.
  • Monomer (A) according to Embodiment 3 may be present either randomly or, as in the case of a preferred embodiment, arranged in a block.
  • alkylene oxide units (B 1 -O) o , (B 2 -O) p in the monomer (B) according to embodiment 3 these may be present either randomly or, as in the case of a preferred embodiment, arranged in a block.
  • the polymers according to the invention have a number average molecular weight of preferably from 10 3 g / mol to 10 9 g / mol, particularly preferably from 10 3 to 10 7 g / mol, in particular from 10 3 to 10 6 g / mol.
  • the preparation of the polymers according to the invention can be carried out by means of free-radical polymerization.
  • the polymerization reaction may be carried out continuously, discontinuously or semi-continuously.
  • the polymerization reaction is preferably carried out as precipitation polymerization, emulsion polymerization, solution polymerization, bulk polymerization or Gel polymerization led.
  • Particularly advantageous for the property profile of the polymers according to the invention is the solution polymerization.
  • Solvents used for the polymerization reaction are all organic or inorganic solvents which are largely inert with respect to free-radical polymerization reactions, for example ethyl acetate, n-butyl acetate or 1-methoxy-2-propyl acetate, and alcohols such.
  • ethyl acetate ethyl acetate
  • n-butyl acetate ethyl acetate
  • 1-methoxy-2-propyl acetate ethyl acetate
  • alcohols such as ethanol, isopropanol, n-butanol, 2-ethylhexanol or 1-methoxy-2-propanol, also diols such as ethylene glycol and propylene glycol.
  • ketones such as acetone, butanone, pentanone, hexanone and methyl ethyl ketone
  • alkyl esters of acetic, propionic and butyric acids such as ethyl acetate, butyl acetate and amyl acetate
  • ethers such as tetrahydrofuran, diethyl ether and ethylene glycol and polyethylene glycol monoalkyl ethers and dialkyl ethers may be used.
  • aromatic solvents such. As toluene, xylene or higher boiling alkylbenzenes can be used.
  • Solvent mixtures conceivable, with the choice of solvent or solvent based on the intended use of the polymer of the invention.
  • Preferably use find water; lower alcohols; preferably methanol, ethanol, propanols, iso-, sec- and t-butanol, 2-ethylhexanol, butylglycol and butyldiglycol, particularly preferably isopropanol, t-butanol, 2-ethylhexanol, butylglycol and butyldiglycol; Hydrocarbons having 5 to 30 carbon atoms and mixtures and emulsions of the aforementioned compounds.
  • the polymerization reaction is preferably carried out in the temperature range between 0 and 180 0 C, more preferably between 10 and 100 0 C, both at atmospheric pressure and under elevated or reduced pressure.
  • the polymerization can also be carried out under a protective gas atmosphere, preferably under nitrogen.
  • To initiate the polymerization can high-energy, electromagnetic radiation, mechanical energy or the usual chemical polymerization initiators such as organic peroxides, eg. B. benzoyl peroxide, tert-butyl hydroperoxide, methyl ethyl ketone peroxide, cumyl peroxide, dilauroyl peroxide (DLP) or azo initiators, such as.
  • organic peroxides eg. B. benzoyl peroxide, tert-butyl hydroperoxide, methyl ethyl ketone peroxide, cumyl peroxide, dilauroyl peroxide (DLP) or azo initiators, such as.
  • AIBN azobisisobutyronitrile
  • ABAH azobisamidopropyl hydrochloride
  • AMBN 2,2'-azobis (2-methylbutyronitrile
  • inorganic peroxy compounds such as. B.
  • reducing agents eg., Sodium hydrogen sulfite, ascorbic acid, iron (II) sulfate
  • redox systems which as reducing component an aliphatic or aromatic sulfonic acid (e.g., benzenesulfonic acid, toluenesulfonic acid).
  • molecular weight regulator the usual compounds are used. Suitable known regulators are z.
  • alcohols such as methanol, ethanol, propanol, isopropanol, n-butanol, sec-butanol and amyl alcohols, aldehydes, ketones, alkylthiols, such as.
  • dodecylthiol and tert-dodecylthiol thioglycolic acid, isooctylthioglycolate and some halogen compounds, such as.
  • carbon tetrachloride chloroform and methylene chloride.
  • a preferred subject of the present invention is the use of the alkoxylated (meth) acrylate polymers as splitters for oil / water emulsions in petroleum production.
  • the alkoxylated (meth) acrylate polymers are added to the water in oil emulsions, preferably in solution.
  • solvents for the alkoxylated (meth) acrylate polymers alcoholic solvents are preferred.
  • the alkoxylated (meth) acrylate polymers are used in amounts of 0.0001 to 5, preferably 0.0005 to 2, in particular 0.0008 to 1 and especially 0.001 to 0.1 wt .-% based on the oil content of the emulsion to be cleaved used. Examples
  • the water separation from a crude oil emulsion per time and the drainage of the oil was determined.
  • 100 ml of the crude oil emulsion were introduced into breaker glasses (conically tapered, screwable, graduated glass bottles), in each case a defined amount of the emulsion separator was metered with a micropipette just below the surface of the oil emulsion, and the breaker was mixed into the emulsion by intensive shaking. Thereafter, the breaker glasses were placed in a tempering bath (50 0 C) and the water separation followed.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Physics & Mathematics (AREA)
  • Thermal Sciences (AREA)
  • Toxicology (AREA)
  • Dispersion Chemistry (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Polyethers (AREA)
  • Macromonomer-Based Addition Polymer (AREA)

Abstract

L'invention concerne des polymères contenant des unités structurelles de monomères (A) représentés par la formule (I) dans laquelle A est un groupe C2- à C4-alcényle, R1 est de l'hydrogène ou du méthyle, et k est un nombre de 1 à 1000. L'invention concerne également l'utilisation de ces polymères pour la désémulsion d'émulsions huile/eau dans des quantités de 0,0001 à 5 % en poids par rapport à la teneur en huile de l'émulsion à désémulsifier.
EP10711346A 2009-04-28 2010-03-26 Polymères de (méth)acrylate alkoxylés et leur utilisation en tant que désémulsifiants d'émulsions de pétrole brut Withdrawn EP2424905A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
EP11010097.1A EP2457931B1 (fr) 2009-04-28 2010-03-26 Polymères de (méth)acrylate alkoxylés et leur utilisation en tant que désémulsifiants de pétrole brut
DK11010097.1T DK2457931T3 (en) 2009-04-28 2010-03-26 Alkoxylated (meth) acrylate polymers and their use to break the råolieemulsioner

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102009019179A DE102009019179A1 (de) 2009-04-28 2009-04-28 Alkoxylierte (Meth)acrylat-Polymere und ihre Verwendung als Rohöl-Emulsionsspalter
PCT/EP2010/001918 WO2010124772A1 (fr) 2009-04-28 2010-03-26 Polymères de (méth)acrylate alkoxylés et leur utilisation en tant que désémulsifiants d'émulsions de pétrole brut

Related Child Applications (2)

Application Number Title Priority Date Filing Date
EP11010097.1A Division EP2457931B1 (fr) 2009-04-28 2010-03-26 Polymères de (méth)acrylate alkoxylés et leur utilisation en tant que désémulsifiants de pétrole brut
EP11010097.1 Division-Into 2011-12-22

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EP2424905A1 true EP2424905A1 (fr) 2012-03-07

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EP11010097.1A Not-in-force EP2457931B1 (fr) 2009-04-28 2010-03-26 Polymères de (méth)acrylate alkoxylés et leur utilisation en tant que désémulsifiants de pétrole brut
EP10711346A Withdrawn EP2424905A1 (fr) 2009-04-28 2010-03-26 Polymères de (méth)acrylate alkoxylés et leur utilisation en tant que désémulsifiants d'émulsions de pétrole brut

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US (1) US20120031813A1 (fr)
EP (2) EP2457931B1 (fr)
CN (1) CN102791748B (fr)
BR (1) BRPI1013543A2 (fr)
CA (1) CA2760211A1 (fr)
DE (1) DE102009019179A1 (fr)
DK (1) DK2457931T3 (fr)
ES (1) ES2524395T3 (fr)
WO (1) WO2010124772A1 (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106103514B (zh) * 2014-03-31 2019-10-18 陶氏环球技术有限责任公司 用于水泥组合物中纤维素醚的合成聚合物流变改性剂和保水剂替代物
US11001764B2 (en) * 2015-11-23 2021-05-11 Baker Hughes Holdings Llc Copolymers useful as water clarifiers and for water-oil separation

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4032514A (en) 1971-08-18 1977-06-28 Petrolite Corporation Oxyalkylated cyclic phenol-aldehyde resins and uses therefor
US4321146A (en) 1980-05-22 1982-03-23 Texaco Inc. Demulsification of bitumen emulsions with a high molecular weight mixed alkylene oxide polyol
US4626379A (en) * 1983-05-02 1986-12-02 Petrolite Corporation Demulsifier composition and method of use thereof
DE3635489A1 (de) * 1986-10-18 1988-04-21 Basf Ag Copolymerisate aus hydrophoben acrylsaeure- bzw. methacrylsaeureestern und hydrophilen comonomeren, verfahren zu ihrer herstellung und ihre verwendung als erdoelemulsionsspalter
US4968449A (en) * 1989-03-17 1990-11-06 Nalco Chemical Company Alkoxylated vinyl polymer demulsifiers
DE4104610A1 (de) * 1991-02-15 1992-08-20 Basf Ag Reaktionsprodukte aus alkoxylaten und vinylischen monomeren, verfahren zu ihrer herstellung und ihre verwendung als demulgatoren fuer rohoelemulsionen
DE4136661A1 (de) 1991-11-07 1993-05-13 Basf Ag Erdoelemulsionsspalter
DE4142579A1 (de) 1991-12-21 1993-06-24 Basf Ag Erdoelemulsionsspalter auf der basis eines alkoxylats und verfahren zur herstellung dieses alkoxylats
DE4326772A1 (de) * 1993-08-10 1995-02-16 Basf Ag Reaktionsprodukte aus olefinisch ungesättigten Carbonsäuren und Polyetherolen sowie ihre Verwendung als Demulgatoren für Rohölemulsionen
DE19603696A1 (de) * 1996-02-02 1997-08-07 Roehm Gmbh Demulgatoren
US6153656A (en) * 1999-02-26 2000-11-28 Phillips Petroleum Company Demulsification of oil and water emulsions
US7018957B2 (en) * 2003-02-21 2006-03-28 Bj Services Company Method of using high molecular weight demulsifiers
DE10319028B4 (de) * 2003-04-28 2006-12-07 Clariant Produkte (Deutschland) Gmbh Demulgatoren für Mischungen aus Mitteldestillaten mit Brennstoffölen pflanzlichen oder tierischen Ursprungs
US7431969B2 (en) * 2005-08-05 2008-10-07 Massachusetts Institute Of Technology Chemical vapor deposition of hydrogel films
CN100369946C (zh) * 2005-12-12 2008-02-20 中国海洋石油总公司 一种扩链剂及其制备方法与应用
US7470744B2 (en) * 2006-04-12 2008-12-30 Baker Hughes Incorporated Copolymers useful as demulsifiers and clarifiers

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO2010124772A1 *

Also Published As

Publication number Publication date
WO2010124772A1 (fr) 2010-11-04
EP2457931B1 (fr) 2014-10-22
CN102791748A (zh) 2012-11-21
CN102791748B (zh) 2015-04-15
DK2457931T3 (en) 2015-01-12
CA2760211A1 (fr) 2010-11-04
US20120031813A1 (en) 2012-02-09
BRPI1013543A2 (pt) 2016-04-12
ES2524395T3 (es) 2014-12-09
DE102009019179A1 (de) 2010-11-11
EP2457931A1 (fr) 2012-05-30

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