EP0905350A1 - Méthode pour transporter des hydrates en suspension dans des effluents de production - Google Patents
Méthode pour transporter des hydrates en suspension dans des effluents de production Download PDFInfo
- Publication number
- EP0905350A1 EP0905350A1 EP98402297A EP98402297A EP0905350A1 EP 0905350 A1 EP0905350 A1 EP 0905350A1 EP 98402297 A EP98402297 A EP 98402297A EP 98402297 A EP98402297 A EP 98402297A EP 0905350 A1 EP0905350 A1 EP 0905350A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- oil
- gas
- hydrates
- fluid
- additive
- 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.)
- Granted
Links
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
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L3/00—Gaseous fuels; Natural gas; Synthetic natural gas obtained by processes not covered by subclass C10G, C10K; Liquefied petroleum gas
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L3/00—Gaseous fuels; Natural gas; Synthetic natural gas obtained by processes not covered by subclass C10G, C10K; Liquefied petroleum gas
- C10L3/06—Natural gas; Synthetic natural gas obtained by processes not covered by C10G, C10K3/02 or C10K3/04
-
- 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
- Y10S585/00—Chemistry of hydrocarbon compounds
- Y10S585/949—Miscellaneous considerations
- Y10S585/95—Prevention or removal of corrosion or solid deposits
Definitions
- the invention relates to a method for transporting gas hydrates. natural, petroleum gas or other gases suspended in a fluid comprising water, one of said gases and a liquid hydrocarbon.
- It relates more particularly to a process in which we bring into play a nonionic amphiphilic composition obtained by reaction at least one polymerized unsaturated vegetable oil and at least one amino alcohol.
- the gases which form hydrates can in particular comprise at least one hydrocarbon chosen from methane, ethane, ethylene, propane, propene, n-butane and isobutane, and optionally H 2 S and / or CO 2 .
- hydrates are formed when water is in the presence of gas, i.e. in the free state, or in the dissolved state in a liquid phase, such as liquid hydrocarbon, and when the temperature reached by the mixture in particular water, gas and possibly liquid hydrocarbons, such that oil, becomes lower than the thermodynamic temperature of formation of hydrates, this temperature being given for a known gas composition and when their pressure is fixed.
- gas i.e. in the free state
- a liquid phase such as liquid hydrocarbon
- Hydrate formation can be feared, especially in industry oil and gas, for which hydrate formation conditions can be brought together. Indeed, to decrease the cost of production of crude oil and gas, both in terms of investment and in terms of in terms of operation, a planned route, particularly in production in sea, is to reduce, or even eliminate, the rates applied to crude or gas to transport from the deposit to the coast and in particular to leave any or part of the water in the fluid to be transported.
- These treatments at sea are generally carried out on a surface platform near the deposit, so that the effluent, initially hot, can be treated before the thermodynamic hydrate formation conditions are affected by the cooling of the effluent with seawater.
- hydrate plugs can cause a stop of the production and thus cause significant financial losses.
- the return to service of the installation especially in the case of production or transport at sea, can be long, because the decomposition of hydrates trained is very difficult to achieve.
- the temperature at the bottom of the sea can be, for example, 3 or 4 ° C.
- nonionic or anionic surfactant compounds have been tested for their effect of delaying the formation of hydrates within a fluid containing a gas, in particular a hydrocarbon, and water.
- a gas in particular a hydrocarbon, and water.
- Amphiphilic compounds obtained by reaction of at least one derivative succinic chosen from the group formed by acids and anhydrides polyalkenyl succinics on at least one polyethylene glycol monoether have also been proposed to reduce the tendency to agglomerate hydrates of natural gas, petroleum gas or other gases (request for EP-A-582507).
- the invention provides a method for transporting hydrates in suspension in a fluid comprising at least water, a gas and a liquid hydrocarbon under conditions where hydrates can form from water and gas, characterized in that one incorporates into said fluid additive comprising at least one non-amphiphilic composition ionic obtained by reaction of at least one unsaturated vegetable oil polymerized, with at least one amino alcohol.
- the polymerized unsaturated vegetable oils used to prepare the compositions used in the process of the present invention usually have a viscosity between 5 and 60 Pa.s. These vegetable oils polymerized unsaturated are widely described in the prior art and are for example obtained by heat treatment of highly unsaturated oils such as linseed oil, or safflower oil, seed oil grapes, Chinese wood oil or sunflower oil.
- Synthesis of the compositions used in the process of the present invention can be carried out by reaction of an excess of amino alcohol, preferably diethanolamine, on a polymerized unsaturated vegetable oil preferably obtained from linseed oil.
- amino alcohol preferably diethanolamine
- the reaction is generally carried out in the absence of solvent at a temperature for example between 100 and 200 ° C.
- a solvent is added.
- a number of solvents are likely to be used in especially aromatic cuts; however, preference will be given to all solvents derived from oils or fats, vegetable or animal, in order to obtain a biodegradable and non-polluting additive solution for the environment.
- the solvent content in the final mixture will be between 20 and 80% by mass and preferably between 30 and 70% by mass.
- compositions are added to the fluid at treat at concentrations generally ranging from 0.1 to 5% by mass, preferably 0.2 to 2% by mass, based on water.
- the apparatus has a 10-meter loop made up of inner diameter equal to 7.7 mm; a 2 liter reactor comprising a inlet and outlet for gas, suction and discharge for the mixture: condensate, water and additive initially introduced.
- the reactor allows pressurize the loop.
- Tubes of diameter similar to those of the loop ensure circulation fluids from the loop to the reactor, and vice versa, through a gear pump placed in between.
- a sapphire cell integrated in the circuit allows a visualization of the circulating liquid, and therefore hydrates, if they have formed.
- fluids water, oil, additive
- the installation is then carried under a pressure of 7 MPa.
- Homogenization of liquids is ensured by their circulation in the loop and the reactor, then only in the loop.
- pressure drop and flow rate we impose a rapid decrease in temperature, from 17 to 4 ° C (temperature below the hydrate formation temperature), this is then maintained at this value.
- the duration of the tests can vary from a few minutes to several hours: a high-performance additive helps maintain the circulation of the suspension hydrates with a pressure drop and a stable flow.
- Example 3 is given as comparative.
- Example 1 the product of the reaction is diluted to 50% by mass in a castor methyl ester.
- Example 2 is repeated, except that the product of the reaction is diluted to 50% by mass in a rapeseed methyl ester.
- the gas used comprises 98% methane and 2% ethane by volume.
- the experiment is carried out under a pressure of 7 MPa, maintained constant by gas supply. Under these conditions, we observe the formation a plug in the coil, a few minutes after the start of the hydrate formation (at a temperature of around 10.8 ° C): hydrates form a block and the circulation of the fluid becomes impossible.
- the procedure is as in Comparative Example 4, with the same fluid, the same gas, and at the same pressure, but we add to the fluid in circulation 1% by mass relative to water, of the product manufactured in Example 1. Under these conditions, an increase in the loss is observed. load during the formation of hydrates (at a temperature of approximately 10 ° C), followed by its decrease and stabilization for more than 24 hours at a temperature of 4 ° C. A temperature drop to 0 ° C does not affect the circulation of the suspension, the hydrates remaining dispersed in fluids.
- Example 5 we repeat Example 5 using 1% by mass relative to the water of the product prepared as described in Example 2. Under these conditions, it is observed that the circulation of the fluid is maintained for more than 4 hours at 4 ° C.
- Example 5 we repeat Example 5 using 1% by mass relative to the water of the product prepared as described in Example 3. Under these conditions, it is observed that the circulation of the fluid is kept for more than 24 hours at 4 ° C. A drop in temperature at 0 ° C does not affect the circulation of the suspension, the hydrates remaining dispersed in fluids.
Abstract
Description
- les monoalcools aminés tels que
- la monoéthanolamine : OH - (CH2)2- NH2,
- la monopropanolamine : OH - (CH2)3 -NH2,
- la monoisopropanolamine : CH3 -CH (OH) - CH2 - NH2,
- le 2-amino-1-butanol : CH3 -CH2 - CH (NH2) -CH2 - OH,
- le 1-amino-2-butanol : CH3 - CH2 - CH(OH) - CH2 - NH2,
- la N-méthyl-éthanolamine : CH2 - NH - (CH2)2- OH,
- la N-butyl-éthanolamine: CH2 - (CH2)3 - NH - (CH2)2 - OH, la pentanolamine, l'hexanolamine, la cyclohexanolamine, les polyalcanolamines
- la diéthanolamine : (OH - CH2 - CH2)2- NH,
- la diisopropanolamine: (CH2 - CH (OH) - CH2)2- NH, ou
- le trihydroxyméthylaminométhane : ((HO)H2C -)3C - NH2.
ou encore les polyalcoxyglycolamines, de formule :
- pour les molécules ayant moins de 11 atomes de carbone :
- 20% de paraffines et d'isoparaffines, 48% de naphtènes, 10 % d'aromatiques ; et
- pour les molécules ayant au moins 11 atomes de carbone :
- 22% d'un mélange de paraffines, d'isoparaffines, de naphtènes et d'aromatiques.
Claims (13)
- Procédé pour transporter des hydrates en suspension au sein d'un fluide comprenant de l'eau, un gaz et un hydrocarbure liquide, dans des conditions où des hydrates peuvent se former à partir d'eau et du gaz, caractérisé en ce qu'on incorpore au dit fluide un additif comprenant au moins une composition à caractère amphiphile non-ionique obtenue par réaction d'au moins une huile végétale insaturée polymérisée sur au moins un aminoalcool.
- Procédé selon la revendication 1, caractérisé en ce que ladite huile végétale insaturée polymérisée est une huile de lin polymérisée.
- Procédé selon l'une des revendications 1 et 2, caractérisé en ce que ladite huile de lin polymérisée à une viscosité à 20 °C comprise entre 5 et 60 Pa.s.
- Procédé selon l'une des revendications 1 à 3, caractérisé en ce que l'aminoalcool est la diéthanolamine.
- Procédé selon l'une des revendication 1 à 4 caractérisé en ce que l'additif est conditionné dans un solvant consistant en une coupe aromatique.
- Procédé selon l'une des revendication 1 à 4 caractérisé en ce que l'additif est conditionné dans un solvant dérivé d'une huile ou d'une graisse végétale ou animale.
- Procédé selon l'une des revendication 1 à 6 caractérisé en ce que le solvant de l'additif est un ester méthylique de colza.
- Procédé selon l'une des revendications 5 à 7 caractérisé en ce que le solvant est ajouté de façon à ce que le mélange final contienne entre 20 et 80 % et de préférence entre 30 et 70 % en masse de solvant.
- Procédé selon l'une des revendications 1 à 8 caractérisé en ce que ladite composition à caractère amphiphile non-ionique est incorporé audit fluide à une concentration de 0,1 à 5 % en masse par rapport à l'eau présente.
- Procédé selon la revendication 9, caractérisé en ce que ladite concentration est de 0,2 à 2 % en masse par rapport à l'eau présente.
- Procédé selon l'une des revendications 1 à 10, caractérisé en ce que, dans ledit fluide, ledit gaz comprend au moins un hydrocarbure choisi parmi le méthane, l'éthane, l'éthylène, le propane, le propène, le n-butane, l'isobutane, et éventuellement de l'H2S et/ou du CO2.
- Procédé selon l'une des revendications 1 à 11 caractérisé en ce que ledit fluide comprend du gaz naturel.
- Procédé selon l'une des revendication 1 à 12 , caractérisé en ce que ledit fluide comprend du gaz de pétrole et au moins un hydrocarbure liquide.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR9712050 | 1997-09-25 | ||
FR9712050A FR2768637B1 (fr) | 1997-09-25 | 1997-09-25 | Methode pour transporter des hydrates en suspension dans des effluents de production |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0905350A1 true EP0905350A1 (fr) | 1999-03-31 |
EP0905350B1 EP0905350B1 (fr) | 2005-08-03 |
Family
ID=9511550
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP98402297A Expired - Lifetime EP0905350B1 (fr) | 1997-09-25 | 1998-09-17 | Méthode pour transporter des hydrates en suspension dans des effluents de production |
Country Status (7)
Country | Link |
---|---|
US (1) | US5958844A (fr) |
EP (1) | EP0905350B1 (fr) |
BR (1) | BR9803505A (fr) |
CA (1) | CA2245212C (fr) |
DK (1) | DK0905350T3 (fr) |
FR (1) | FR2768637B1 (fr) |
NO (1) | NO326825B1 (fr) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6476081B1 (en) * | 1999-05-19 | 2002-11-05 | Institut Francais Du Petrole | Process for the manufacture of compositions which can be used as emulsifying and dispersing surfactants the compositions obtained and their uses |
US6492430B1 (en) * | 1999-05-19 | 2002-12-10 | Institut Francais Du Petrole | Methods of making emulsifying and dispersing surfactants and their use |
FR2879189A1 (fr) * | 2004-12-13 | 2006-06-16 | Inst Francais Du Petrole | Methode pour transporter des hydrates en suspension dans des effluents de production utilisant un additif non-polluant |
Families Citing this family (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2792997B1 (fr) * | 1999-04-29 | 2001-06-29 | Inst Francais Du Petrole | Formulation d'additifs pour ameliorer le transport d'effluents petroliers susceptibles de contenir des hydrates et procede utilisant cette formulation |
US6596911B2 (en) | 2000-02-22 | 2003-07-22 | Baker Hughes Incorporation | Composition and method for inhibition of formation of gas hydrates |
US6352576B1 (en) * | 2000-03-30 | 2002-03-05 | The Regents Of The University Of California | Methods of selectively separating CO2 from a multicomponent gaseous stream using CO2 hydrate promoters |
FR2817165B1 (fr) * | 2000-11-24 | 2003-09-26 | Inst Francais Du Petrole | Formulation desemulsionnante organique et son utilisation dans le traitement des drains fores en boue a l'huile |
US6908887B2 (en) * | 2002-08-22 | 2005-06-21 | Halliburton Energy Services, Inc. | Suspending agent |
US7585816B2 (en) * | 2003-07-02 | 2009-09-08 | Exxonmobil Upstream Research Company | Method for inhibiting hydrate formation |
US7381689B2 (en) * | 2003-10-21 | 2008-06-03 | Champion Technologies, Inc. | Methods for inhibiting hydrate blockage in oil and gas pipelines using amide compounds |
CZ2005797A3 (cs) * | 2005-12-20 | 2007-01-10 | Vysoká škola chemicko - technologická v Praze | Prostředek pro odstraňování vysokomolekulárních organických úsad z ropy a zemního plynu |
US8436219B2 (en) * | 2006-03-15 | 2013-05-07 | Exxonmobil Upstream Research Company | Method of generating a non-plugging hydrate slurry |
WO2007111789A2 (fr) * | 2006-03-24 | 2007-10-04 | Exxonmobil Upstream Research Company | Composition et procédé de production d'une boue d'hydrates d'hydrocarbures pompable avec une forte proportion d'eau |
CA2700361C (fr) | 2007-09-25 | 2015-02-17 | Exxonmobil Upstream Research Company | Procede de gestion des hydrates dans une ligne de production sous-marine |
US9988568B2 (en) | 2015-01-30 | 2018-06-05 | Ecolab Usa Inc. | Use of anti-agglomerants in high gas to oil ratio formations |
FR3092331A1 (fr) | 2019-02-06 | 2020-08-07 | Arkema France | Composition pour prévenir l'agglomération d'hydrates de gaz |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0323775A1 (fr) * | 1987-12-30 | 1989-07-12 | Institut Français du Pétrole | Procédé pour retarder la formation et/ou réduire la tendance à l'agglomération des hydrates |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5244878A (en) * | 1987-12-30 | 1993-09-14 | Institut Francais Du Petrole | Process for delaying the formation and/or reducing the agglomeration tendency of hydrates |
US5491269A (en) * | 1994-09-15 | 1996-02-13 | Exxon Production Research Company | Method for inhibiting hydrate formation |
US5841010A (en) * | 1994-09-15 | 1998-11-24 | Exxon Production Research Company | Surface active agents as gas hydrate inhibitors |
-
1997
- 1997-09-25 FR FR9712050A patent/FR2768637B1/fr not_active Expired - Fee Related
-
1998
- 1998-09-17 EP EP98402297A patent/EP0905350B1/fr not_active Expired - Lifetime
- 1998-09-17 DK DK98402297T patent/DK0905350T3/da active
- 1998-09-24 CA CA002245212A patent/CA2245212C/fr not_active Expired - Fee Related
- 1998-09-24 BR BR9803505-3A patent/BR9803505A/pt not_active IP Right Cessation
- 1998-09-24 NO NO19984457A patent/NO326825B1/no not_active IP Right Cessation
- 1998-09-25 US US09/160,289 patent/US5958844A/en not_active Expired - Lifetime
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0323775A1 (fr) * | 1987-12-30 | 1989-07-12 | Institut Français du Pétrole | Procédé pour retarder la formation et/ou réduire la tendance à l'agglomération des hydrates |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6476081B1 (en) * | 1999-05-19 | 2002-11-05 | Institut Francais Du Petrole | Process for the manufacture of compositions which can be used as emulsifying and dispersing surfactants the compositions obtained and their uses |
US6492430B1 (en) * | 1999-05-19 | 2002-12-10 | Institut Francais Du Petrole | Methods of making emulsifying and dispersing surfactants and their use |
FR2879189A1 (fr) * | 2004-12-13 | 2006-06-16 | Inst Francais Du Petrole | Methode pour transporter des hydrates en suspension dans des effluents de production utilisant un additif non-polluant |
EP1676896A1 (fr) * | 2004-12-13 | 2006-07-05 | Institut Francais Du Petrole | Méthode pour transporter des hydrates en suspension dans des effluents de production utilisant un additif non-polluant |
Also Published As
Publication number | Publication date |
---|---|
CA2245212C (fr) | 2007-08-07 |
US5958844A (en) | 1999-09-28 |
NO984457D0 (no) | 1998-09-24 |
EP0905350B1 (fr) | 2005-08-03 |
DK0905350T3 (da) | 2005-11-28 |
CA2245212A1 (fr) | 1999-03-25 |
NO984457L (no) | 1999-03-26 |
BR9803505A (pt) | 1999-12-07 |
NO326825B1 (no) | 2009-02-23 |
FR2768637B1 (fr) | 1999-10-22 |
FR2768637A1 (fr) | 1999-03-26 |
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