CN106008852A - Polymer oil displacing agent solution based on fluorine-containing hyperbranched polymer - Google Patents

Polymer oil displacing agent solution based on fluorine-containing hyperbranched polymer Download PDF

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CN106008852A
CN106008852A CN201610480112.0A CN201610480112A CN106008852A CN 106008852 A CN106008852 A CN 106008852A CN 201610480112 A CN201610480112 A CN 201610480112A CN 106008852 A CN106008852 A CN 106008852A
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fluorine
polymer
segment
monomer
oil
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CN106008852B (en
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陈文娟
张健
薛新生
朱玥珺
唐恩高
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China National Offshore Oil Corp CNOOC
CNOOC Research Institute Co Ltd
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China National Offshore Oil Corp CNOOC
CNOOC Research Institute Co Ltd
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    • 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
    • C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
    • C08F283/06—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals
    • 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
    • C09K8/588—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 polymers

Abstract

The invention discloses a polymer oil displacing agent solution based on a fluorine-containing hyperbranched polymer. The structural formula of the polymer oil displacing agent is shown in the formula I, wherein the nucleus A is hyperbranched polyglycidol ether with an end group containing hydroxyl; an arm B is a copolymer formed by acrylamide, sodium acrylate, a fluorine-containing hydrophobic monomer and an amphoteric multi-claw hydrophobic functional monomer; according to the copolymer, a polyacrylamide chain segment, a sodium polyacrylate chain segment, a poly-fluorine-containing hydrophobic chain segment and a poly-amphoteric multi-claw hydrophobic functional chain segment are connected in sequence, and the other end of the polyacrylamide chain segment is grafted to the nucleus A. The preparation process of the polymer oil displacing agent is water phase free radical emulsion polymerization, the synthetic process is simple in steps, the conditions are normal temperature and normal pressure, magnification is easy, a series structure and a composition polymer can be obtained by adjusting the addition amount of each monomer, the obtained polymer has the good tackifying and anti-shearing performance, and the oil and gas field application prospects are achieved.

Description

A kind of polymer displacement of reservoir oil agent solution based on fluorine-containing dissaving polymer
Technical field
The present invention relates to a kind of polymer displacement of reservoir oil agent solution based on fluorine-containing dissaving polymer, the most fluorine-containing hyperbranched polymerization Thing, as the application of oil displacement agent, belongs to oil displacement agent field, oil field.
Background technology
Along with polyacrylamide application in practice of recovering the oil, it was migrated on injection allocation, pit shaft, near wellbore zone and stratum Serious problem of degrading in journey gradually comes out, and causes the main cause of depolymerization to include mechanical degradation, thermal degradation, micro- Biodegradation and chemical degradation etc., and the most topmost for mechanical degradation.Polymer solution after mechanical pump high speed shear, its Viscosity decline may be up to more than 70%.Polymer is carried out molecular modification to improve the anti-shear performance of polymer for polymer Technology of reservoir sweep is significant.
Summary of the invention
It is an object of the invention to provide a kind of polymer displacement of reservoir oil agent solution based on fluorine-containing dissaving polymer, the most fluorine-containing super Branched polymer is as the application of oil displacement agent, and the present invention fluorine-containing dissaving polymer oil displacement agent solution has higher viscosity and relatively Strong anti-shear performance.
The fluorine-containing dissaving polymer of the present invention can be used for preparing polymer flooding oil displacement agent.
The structural formula of described fluorine-containing dissaving polymer oil displacement agent is as shown in formula I:
Core A: ● arm B:
Wherein, core A is the hyperbranched polyglycidyl ether of end group hydroxyl；
Arm B is by being total to that acrylamide, sodium acrylate, fluorine-containing hydrophobic monomer and both sexes many claw type hydrophobic function monomer are formed Polymers；
In described copolymer, polyacrylamide segment, sodium polyacrylate segment, poly-fluorine-containing hydrophobic segment and poly-both sexes multijaw Type hydrophobic function segment is sequentially connected with, and the other end of described polyacrylamide segment is grafted on described core A.
The viscosity-average molecular weight of described fluorine-containing dissaving polymer oil displacement agent is 3,000,000～8,000,000；
Described core A, described polyacrylamide segment, described sodium polyacrylate segment, described poly-fluorine-containing hydrophobic segment and institute The mass ratio stating poly-both sexes many claw type hydrophobic function segment can be 1:200～300:65～80:4～15:3～18, concretely 1:260:70:7.0～7.2:8.1～8.3,1:260:70:7.2:8.3 or 1:260:70:7.0:8.1.
Described fluorine-containing hydrophobic monomer is hexafluorobutyl acrylate, Hexafluorobutyl mathacrylate, methacrylic acid ten trifluoro In monooctyl ester, dodecafluorhe-ptylacrylate, dodecafluoroheptyl methacrylate and trifluoroethyl methacrylate at least one；
Described both sexes many claw type hydrophobic function monomer is acrylic acid bromo shown in acrylic acid glycine betaine shown in formula II or formula III Quaternary ammonium salt:
In formula II, n is the number between 1～8；
In formula III, p is the number between 11～17.
The molecular formula of the hyperbranched polyglycidyl ether of described end group hydroxyl is (C3H8O3)m, wherein m is between 7～12 Integer, if m is 9；
Rate for the hyperbranched polyglycidyl ether of described end group hydroxyl can be 0.5～0.6, concretely 0.6；
The hyperbranched polyglycidyl ether of described end group hydroxyl is prepared according to the method comprised the steps:
(+)-2,3-Epoxy-1-propanol carries out ring-opening polymerization under conditions of common initiator system and get final product；
Described initiator system altogether is the mixture of 1,1,1-trimethylolpropane and Feldalat KM.
The mass ratio of described 1,1,1-trimethylolpropane, described Feldalat KM and described (+)-2,3-Epoxy-1-propanol can be 1:0.11～ 0.13:130～170, concretely 1:0.12:169；
The temperature of described ring-opening polymerization can be 90～100 DEG C, and the time can be 10～15 hours, as the condition of 95 DEG C Lower reaction 15 hours.
When the fluorine-containing hyperbranched multi-arm polyacrylamide polymer of the present invention is as polymer oil-displacing agent, compound concentration scope It is 1200～3000mg/L, such as 1750mg/L.
Described fluorine-containing dissaving polymer oil displacement agent can be prepared by the method comprised the following steps:
(1) under an inert atmosphere, the hyperbranched polyglycidyl ether of described end group hydroxyl enters with redox initiator Row reaction, obtains reactant liquor 1；
(2) in described reactant liquor 1, it is slowly added to described acrylamide monomer, described sodium acrylate monomers, described successively Fluorine-containing hydrophobic monomer, described both sexes many claw type hydrophobic function monomer carry out graft copolymerization, obtain described polymer.
In above-mentioned preparation method, in step (1), described redox initiator be selected from following at least one: nitric acid Cerium ammonium, potassium peroxydisulfate, Ammonium persulfate., sodium peroxydisulfate and hydrogen peroxide；
Described redox initiator participates in reaction, in described aqueous solution, described oxidoreduction with the form of its aqueous solution The mass percent concentration of initiator can be 0.5%～3%, concretely 0.5%；
Described redox initiator can be 1.5 with the mass ratio of the hyperbranched polyglycidyl ether of described end group hydroxyl ～3:1, concretely 2:1；
The temperature of described reaction can be 30～50 DEG C, and the time can be 30～60min, as reacted 30min at 40 DEG C.
In above-mentioned preparation method, in step (2), described acrylamide monomer is with the form of acrylamide monomer aqueous solution Adding, the mass percent concentration of described acrylamide monomer aqueous solution can be 15～25%, concretely 20%；
Described sodium acrylate monomers adds with the form of sodium acrylate monomers aqueous solution, described sodium acrylate monomers aqueous solution Mass percent concentration can be 15～25%, concretely 20%；
Described fluorine-containing hydrophobic monomer adds with the form of emulsion, and described emulsion uses sodium lauryl sulphate and water to enter Row preparation, in described emulsion, the mass percent concentration of described fluorine-containing hydrophobic monomer can be 2～10%, concretely 5%；
Described both sexes many claw type hydrophobic function monomer adds with the form of both sexes many claw type hydrophobic function monomer solution, institute The mass concentration stating both sexes many claw type hydrophobic function monomer solution can be 2～10%, concretely 5%.
In above-mentioned preparation method, the hyperbranched polyglycidyl ether of described end group hydroxyl, described acrylamide monomer, Described sodium acrylate monomers, described fluorine-containing hydrophobic monomer can be 1 with the mass ratio of described both sexes many claw type hydrophobic function monomer: 220～320:70～90:6～18:5～20, concretely 1:280:80:8:10；
The temperature of described graft copolymerization can be 45～75 DEG C, and the time can be 5～10h, as reacted 6h at 55 DEG C.
Described method also includes the withering step of reaction system to step (2), as at 60～80 DEG C (70 DEG C) baking oven in be dried.
The present invention has a following beneficial aspects:
The preparation process of the present invention fluorine-containing dissaving polymer oil displacement agent is aqueous phase free-radical emulsion polymerization, and building-up process walks Rapid simple, condition normal temperature and pressure, it is easy to amplify, can get series structure and composition polymer by adjusting each monomer addition, And resulting polymers has preferably thickening, anti-shearing and Oil Displacing Capacity, possesses oil gas field application prospect.
Accompanying drawing explanation
Fig. 1 is the thickening property figure of fluorine-containing dissaving polymer oil displacement agent prepared by the present invention.
Fig. 2 is the anti-shear performance figure of fluorine-containing dissaving polymer oil displacement agent prepared by the present invention.
Fig. 3 is the HNMR nuclear-magnetism figure of acrylic acid glycine betaine monomer.
Fig. 4 is the HNMR nuclear-magnetism figure of acrylic acid bromo quaternary ammonium salt monomer.
Detailed description of the invention
Experimental technique used in following embodiment if no special instructions, is conventional method.
Material used in following embodiment, reagent etc., if no special instructions, the most commercially obtain.
HPG employed in following embodiment prepares as steps described below:
In there-necked flask, add 1,1,1-trimethylolpropane (TMP) (0.187g, 1.39mmol), then drip The methanol solution (containing 22mg Feldalat KM) of 20% Feldalat KM of 0.11mL, reacts 20min, removed methanol under vacuum, adds anhydrous Dioxane 20mL.Temperature rises to 95 DEG C, and (about 10h is complete slowly to add the (+)-2,3-Epoxy-1-propanol (+)-2,3-Epoxy-1-propanol of 25mL (31.6g) Become).After addition, continue reaction 5h, add substantial amounts of methanol, cross cation pillar, remove K+, use substantial amounts of acetone precipitation Methanol solution obtains white solid HPG, and sucking filtration, lyophilisation obtain product HPG (m=8～10), and molecular formula is (C3H8O3)m, Wherein m is 9, and a rate is 0.6.
Acrylic acid glycine betaine monomer (n=1) employed in following embodiment is prepared by the following method: add 5.0mL Monomer 2-(dimethylamino) ethylmethyl acrylate, the acetone of 25.0mL, dropping contains the 1 of 2.6mL, 3-propane sultone Acetone soln 10mL.After dropping, being warmed up to 40 DEG C, stirring reaction 10 hours, system produces a large amount of white solids, after cooling Filtering, the acetone of crude product 20mL cleans the unreacted monomer of removing and sultones repeatedly, and last white solid vacuum is done Dry obtaining product, its HNMR nuclear-magnetism figure is as shown in Figure 3.
Acrylic acid bromo quaternary ammonium salt monomer (n=16) employed in following embodiment is prepared by the following method: add 5.0mL monomer 2-(dimethylamino) ethylmethyl acrylate, the acetone of 40.0mL, the dropping bromo n-octadecane containing 9.9g Acetone soln 10mL.After dropping, it is warmed up to 40 DEG C, stirring stoichiometric number 10-20 hour, system produces a large amount of white solids, Cooled and filtered, the acetone of crude product 100mL cleans the unreacted monomer of removing and bromo n-octadecane repeatedly, and last white is solid Body vacuum drying obtains product, and its HNMR nuclear-magnetism figure is as shown in Figure 4.
Dodecafluoroheptyl methacrylate employed in following embodiment is for avenging good fluorine chemistry of silicones Products, and reagent contracts Writing DFBMA, CAS registration number is 2261-99-6.
Embodiment 1, prepare fluorine-containing dissaving polymer oil displacement agent
By 25mg parent nucleus HPG, 85mL H2O is placed in there-necked flask, stirring and dissolving, is passed through nitrogen deoxygenation 45min, then Add ammonium ceric nitrate aqueous solution (50mg ammonium ceric nitrate is dissolved in 10mL water) under nitrogen protection, stirring reaction 30min at 40 DEG C, Acrylamide aqueous solution (7.0g acrylamide is dissolved in 28mL water), aqueous sodium acrylate solution it is slowly added to successively in reactant liquor (2.0g sodium acrylate is dissolved in 8mL water), dodecafluoroheptyl methacrylate monomer emulsion (200mg methacrylic acid 12 Fluorine heptyl ester monomer is emulsifiable in 3.8mL water, and emulsifying agent is sodium lauryl sulphate 200mg), acrylic acid glycine betaine function monomer water Solution (250mg acrylic acid glycine betaine function monomer is dissolved in 4.8mL water), is then warmed up to 55 DEG C of reaction 6h, is reacted by gained Liquid is dried in being placed in 70 DEG C of baking ovens and removes moisture removal, obtains 1# fluorine-containing dissaving polymer oil displacement agent, and its viscosity-average molecular weight is about 700 Ten thousand.
In 1# fluorine-containing dissaving polymer oil displacement agent prepared by the present embodiment, HPG, polyacrylamide segment, polyacrylic acid Sodium segment, polymethylacrylic acid ten difluoro heptyl ester segment are 1:260:70:7.2 with the mass ratio of polyacrylic acid glycine betaine segment: 8.3。
Embodiment 2, prepare fluorine-containing dissaving polymer oil displacement agent
By 25mg parent nucleus HPG, 85mL H2O is placed in there-necked flask, stirring and dissolving, is passed through nitrogen deoxygenation 45min, then Add ammonium ceric nitrate aqueous solution (60mg ammonium ceric nitrate is dissolved in 10mL water) under nitrogen protection, stirring reaction 30min at 40 DEG C, Acrylamide aqueous solution (7.0g acrylamide is dissolved in 28mL water), aqueous sodium acrylate solution it is slowly added to successively in reactant liquor (2.0g sodium acrylate is dissolved in 8mL water), dodecafluoroheptyl methacrylate monomer emulsion (200mg methacrylic acid 12 Fluorine heptyl ester monomer is emulsifiable in 3.8mL water, and emulsifying agent is sodium lauryl sulphate 200mg), acrylic acid bromo quaternary ammonium salt monomer water Solution (250mg acrylic acid bromo quaternary ammonium salt monomer is dissolved in 4.8mL water), is then warmed up to 55 DEG C of reaction 6h, is reacted by gained Liquid is dried in being placed in 70 DEG C of baking ovens and removes moisture removal, obtains 2# fluorine-containing dissaving polymer oil displacement agent, and its viscosity-average molecular weight is about 700 Ten thousand.
In 2# fluorine-containing dissaving polymer oil displacement agent prepared by the present embodiment, HPG, polyacrylamide segment, polyacrylic acid Sodium segment, polymethylacrylic acid ten difluoro heptyl ester segment are 1:260:70 with the mass ratio of polyacrylic acid bromo quaternary ammonium salt segment: 7.0:8.1.
Embodiment 3, the performance test of fluorine-containing dissaving polymer oil displacement agent
The performance of 1# and the 2# fluorine-containing dissaving polymer oil displacement agent preparing the present invention is evaluated, evaluation methodology and Result is as follows, and wherein unaltered portion hydrolyzed polyacrylamide (i.e. " general polymer ") is industrialization product, and marque is FP6050, purchased from SNF company of France, its structure is linear straight chain type.
(1) thickening property, takes a certain amount of polymer, under 45 DEG C of water bath condition, prepares variable concentrations with deionized water Polymer solution, the relation of test polymer viscosity and concentration, evaluate the thickening property of polymer, result is as it is shown in figure 1, also Contrast with unaltered portion hydrolyzed polyacrylamide performance.
As shown in Figure 1, along with the increase of concentration, the viscosity of 1# with 2# dissaving polymer aqueous solution dramatically increases, when dense When degree is for 2000mg/L, 1# and 2# dissaving polymer solution viscosity may be up to 100 and 103mPa s, far above unmodified The 65.8mPa s of partially hydrolyzed polyacrylamide (PHPA).
(2) anti-shear performance, takes the polymer solution that aimed concn is 1500mg/L, with the shearing of 1 grade of Rhein agitator 20s, measures its apparent viscosity before and after polymeric shear under different salinities, calculates viscosity retention ratio, result such as Fig. 2 institute Show, and contrast with unaltered portion hydrolyzed polyacrylamide performance.
As shown in Figure 2, in concentrated water, after 1# Yu 2# dissaving polymer solution is clipped, viscosity retention ratio is protected Hold between 52%～58%, higher than about the 40% of unaltered portion hydrolyzed polyacrylamide.
(3) Oil Displacing Capacity: take the polymer solution that aimed concn is 1750mg/L, 20s sheared by one grade of Waring agitator The most standby.Use for laboratory artificial core, perm-plug method is respectively 500,2000 and 4000mD from top to bottom.With oil field, the Bohai Sea Compounding simulated oil with kerosene after comprehensive oil sample dehydration, 65 DEG C of viscosity are 70mPa s.First carry out water drive, aqueous when reaching more than 98% Turn polymer flooding.Polymer and water drive velocity are 3m/d, and polymer solution injected slurry volume is 0.3PV.Test result indicate that, 1# The oil-recovering rate of dissaving polymer solution fluorine-containing with 2# all can improve than unaltered portion hydrolyzed polyacrylamide 12～ 16%.
In sum, dissaving polymer of the present invention be demonstrated by being better than unaltered portion hydrolyzed polyacrylamide thickening, Anti-salt, anti-shearing and Oil Displacing Capacity, can be used as polymer oil-displacing agent.

Claims (9)

  1. The most fluorine-containing dissaving polymer is at polymer displacement of reservoir oil or as the application in oil displacement agent；
    The structural formula of described fluorine-containing dissaving polymer is as shown in formula I:
    Core A: ● arm B:
    Wherein, core A is the hyperbranched polyglycidyl ether of end group hydroxyl；
    Arm B is the copolymerization formed by acrylamide, sodium acrylate, fluorine-containing hydrophobic monomer and both sexes many claw type hydrophobic function monomer Thing；
    In described copolymer, polyacrylamide segment, sodium polyacrylate segment, poly-fluorine-containing hydrophobic segment and the many claw type of poly-both sexes are dredged Water function segment is sequentially connected with, and the other end of described polyacrylamide segment is grafted on described core A.
  2. 2. a polymer oil-displacing agent, its active component is fluorine-containing dissaving polymer shown in formula I；
    Core A: ● arm B:
    Wherein, core A is the hyperbranched polyglycidyl ether of end group hydroxyl；
    Arm B is the copolymerization formed by acrylamide, sodium acrylate, fluorine-containing hydrophobic monomer and both sexes many claw type hydrophobic function monomer Thing；
    In described copolymer, polyacrylamide segment, sodium polyacrylate segment, poly-fluorine-containing hydrophobic segment and the many claw type of poly-both sexes are dredged Water function segment is sequentially connected with, and the other end of described polyacrylamide segment is grafted on described core A.
  3. Polymer oil-displacing agent described in application the most according to claim 1 or claim 2, it is characterised in that: described contain The viscosity-average molecular weight of fluorine dissaving polymer oil displacement agent is 3,000,000～8,000,000；
    Described core A, described polyacrylamide segment, described sodium polyacrylate segment, described poly-fluorine-containing hydrophobic segment and described poly- The mass ratio of both sexes many claw type hydrophobic function segment is 1:200～300:65～80:4～15:3～18.
  4. 4. according to the application described in claim 1 or 3 or the polymer oil-displacing agent described in Claims 2 or 3, it is characterised in that: Described fluorine-containing hydrophobic monomer is hexafluorobutyl acrylate, Hexafluorobutyl mathacrylate, methacrylic acid ten trifluoro monooctyl ester, propylene In acid ten difluoro heptyl esters, dodecafluoroheptyl methacrylate and trifluoroethyl methacrylate at least one.
  5. 5. according to the application described in claim 1 or 3 or 4 or the polymer oil-displacing agent described in Claims 2 or 3 or 4, its feature It is: described both sexes many claw type hydrophobic function monomer is acrylic acid bromo quaternary ammonium shown in acrylic acid glycine betaine shown in formula II or formula III Salt:
    In formula II, n is the number between 1～8；
    In formula III, p is the number between 11～17.
  6. 6. according to the application described in claim 1 or 3 or 4 or 5 or the polymer oil-displacing agent described in Claims 2 or 3 or 4 or 5, It is characterized in that: the molecular formula of the hyperbranched polyglycidyl ether of described end group hydroxyl is (C3H8O3)m, wherein m is 7～12 Between integer；
    A rate for the hyperbranched polyglycidyl ether of described end group hydroxyl is 0.5～0.6.
  7. 7. according to the application described in claim 1 or 3 or 4 or 5 or 6 or the polymer described in Claims 2 or 3 or 4 or 5 or 6 Oil displacement agent, it is characterised in that: the hyperbranched polyglycidyl ether of described end group hydroxyl is according to the method system comprised the steps Standby:
    (+)-2,3-Epoxy-1-propanol carries out ring-opening polymerization under conditions of common initiator system and get final product；
    Described initiator system altogether is the mixture of 1,1,1-trimethylolpropane and Feldalat KM.
  8. Application the most according to claim 7 or polymer oil-displacing agent, it is characterised in that: described 1,1,1-trihydroxy methyl third Alkane, described Feldalat KM are 1:0.11～0.13:130～160 with the mass ratio of described (+)-2,3-Epoxy-1-propanol；
    The temperature of described ring-opening polymerization is 90～100 DEG C, and the time is 10～15 hours.
  9. 9. according to the application described in claim 1 or 3 or 4 or 5 or 6 or 7 or 8, it is characterised in that: described fluorine-containing hyperbranched polymerization The concentration of thing is 1200～3000mg/L.
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US11566165B2 (en) 2019-05-30 2023-01-31 Saudi Arabian Oil Company Polymers and nanoparticles for flooding

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