CN106117439A - A kind of polymer displacement of reservoir oil agent solution based on fluorinated water dissolubility dissaving polymer - Google Patents

A kind of polymer displacement of reservoir oil agent solution based on fluorinated water dissolubility dissaving polymer Download PDF

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CN106117439A
CN106117439A CN201610480111.6A CN201610480111A CN106117439A CN 106117439 A CN106117439 A CN 106117439A CN 201610480111 A CN201610480111 A CN 201610480111A CN 106117439 A CN106117439 A CN 106117439A
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oil
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CN106117439B (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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CNOOC Research Institute Co Ltd
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    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F251/00—Macromolecular compounds obtained by polymerising monomers on to polysaccharides or derivatives thereof
    • 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
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    • 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

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Abstract

The invention discloses a kind of polymer displacement of reservoir oil agent solution based on fluorine-containing water-soluble ultrabranching multi-arm polyacrylamide polymer.The structural formula of described fluorine-containing water-soluble ultrabranching multi-arm polyacrylamide polymer is as shown in formula I, and wherein, core A is the cyclodextrin polymer of end group hydroxyl；Arm B is the copolymer being in turn connected to form by acrylamide acrylic acid sodium random copolymer segment, poly-fluorine-containing hydrophobic segment and poly-both sexes many claw type hydrophobic function segment, and the other end of described acrylamide acrylic acid sodium random copolymer segment is grafted on described core A.Fluorinated water dissolubility dissaving polymer oil displacement agent of the present invention is different according to monomer type, can obtain series of products, and building-up process normal temperature and pressure, step is simply amplified, aqueous phase radical polymerization green non-pollution, and there is thickening and the anti-shear performance being better than plain polypropylene amide polymer.

Description

A kind of polymer displacement of reservoir oil agent solution based on fluorinated water dissolubility dissaving polymer
Technical field
The present invention relates to a kind of polymer displacement of reservoir oil agent solution based on fluorinated water dissolubility dissaving polymer, the most fluorine-containing water-soluble Property dissaving polymer application in polymer displacement of reservoir oil, belongs to displacement of reservoir oil field, oil field.
Background technology
The poly-raising recovery efficiency technique that drives is to produce in the increasing the storage of oil field and one of steady oil important technology controlling water.Polymer flooding oil body System is poly-basis and the core driving technology, and application conduct at present is partially hydrolyzed polyacrylamide (PHPA) base polymer widely.One side Face, in oil displacement process, often there is mechanical degradation, thermal degradation, microbial degradation and chemistry in polyacrylamide polymer Degradeds etc., cause solution viscosity to decline, and oil displacement efficiency reduces, and wherein mechanical shearing degraded is particularly acute, and has been reported that display, injects The high speed shear of mechanical pump can make solution viscosity decline reach more than 70%, viscosity retention ratio only 30%.On the other hand, along with technology Increasingly mature, the poly-oil reservoir of technology application that drives, also by a class oil reservoir, is gradually expanded to two, the three class oil reservoirs that condition is poor, to poly- The most day by day increasing of compound stability.Design and prepare the polymer with good thickening and anti-shear performance to improving polymer Oil displacement efficiency tool is of great significance.
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 fluorinated water dissolubility dissaving polymer, contain The application in polymer displacement of reservoir oil of the fluorine water-soluble ultrabranching polymer, the fluorine-containing water-soluble ultrabranching multi-arm poly-third that the present invention uses Acrylamide polymer displacement of reservoir oil agent solution has higher viscosity and stronger anti-shear performance.
The present invention fluorine-containing water-soluble ultrabranching multi-arm polyacrylamide polymer can be used for preparing the polymer flooding displacement of reservoir oil Agent.
The structural formula of described fluorine-containing water-soluble ultrabranching multi-arm polyacrylamide polymer is as shown in formula I:
Core A: ● arm B:
Wherein, core A is the cyclodextrin polymer of end group hydroxyl；
Arm B is for being dredged by acrylic amide-acrylic sodium random copolymer segment, poly-fluorine-containing hydrophobic segment and the many claw type of poly-both sexes The copolymer that water function segment is in turn connected to form, and the other end of described acrylic amide-acrylic sodium random copolymer segment It is grafted on described core A.
The viscosity-average molecular weight of described fluorine-containing water-soluble ultrabranching multi-arm polyacrylamide polymer is 3,000,000～1000 Ten thousand, such as 10,000,000；
The degree of hydrolysis of described fluorine-containing water-soluble ultrabranching multi-arm polyacrylamide polymer is 20%～40%, as 27%；
Described core A, described acrylic amide-acrylic sodium random copolymer segment, described poly-fluorine-containing hydrophobic segment and described The mass ratio of poly-both sexes many claw type hydrophobic function segment can be 1:220～350:5～15:6～18, concretely 1:280:8.4 ～8.5:10.5～10.6,1:280:8.5:10.6 or 1:280:8.4:10.5.
Described poly-fluorine-containing hydrophobic segment is obtained by the polymerization of fluorine-containing hydrophobic monomer；
Described fluorine-containing hydrophobic monomer can be hexafluorobutyl acrylate, Hexafluorobutyl mathacrylate, methacrylic acid 13 In fluorine monooctyl ester, dodecafluorhe-ptylacrylate, dodecafluoroheptyl methacrylate and trifluoroethyl methacrylate at least one；
Described poly-both sexes many claw type hydrophobic function can be for 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 cyclodextrin polymer of described end group hydroxyl is prepared according to the method comprised the steps:
In the basic conditions, cyclodextrin and epoxychloropropane carry out reacting and get final product；
Described cyclodextrin is beta-schardinger dextrin-.
Described cyclodextrin can be 1:0.2～0.3, concretely 1:0.24 with the mass ratio of described epoxychloropropane；
The temperature of described reaction can be 45～55 DEG C, and the time can be 5～8 hours, as reacted 6 hours at 50 DEG C；
Described alkalescence condition is transferred in row regulation and control by sodium hydrate aqueous solution, and the percent mass of described sodium hydrate aqueous solution contains Amount is 0.5～2%.
When fluorinated water dissolubility dissaving polymer of the present invention is as polymer oil-displacing agent, compound concentration scope be 1200～ 3000mg/L, such as 1750mg/L.
The present invention fluorine-containing water-soluble ultrabranching multi-arm polyacrylamide polymer can be by the method comprised the following steps Preparation:
(1) under an inert atmosphere, the cyclodextrin polymer of described end group hydroxyl reacts with redox initiator, obtains Reactant liquor 1；
(2) be slowly added to successively in described reactant liquor 1 acrylamide monomer, fluorine-containing hydrophobic monomer, the many claw type of both sexes dredge Water function monomer carries out graft copolymerization；
(3) in the reaction system of step (2), add sodium hydroxide to be hydrolyzed reaction, 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 1.5%；
Described redox initiator can be 1.5～3:1 with the mass ratio of the cyclodextrin polymer of described end group hydroxyl, specifically Can be 2.4:1；
The temperature of described reaction can be 30～50 DEG C, and the time can be 30～60min, specifically can react under conditions of 40 DEG C 40min。
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 20～30%, concretely 25%；
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 cyclodextrin polymer of described end group hydroxyl, described acrylamide monomer, described fluorine-containing dredge Aqueous monomer can be 1:250～400:8～20:8～20 with the mass ratio of described both sexes many claw type hydrophobic function monomer successively, specifically Can be 1:300:10:12；
The temperature of described graft copolymerization can be 45～75 DEG C, and the time can be 5～10h, as anti-under conditions of 55 DEG C Answer 6h.
In above-mentioned preparation method, in step (3), the addition of described sodium hydroxide can be the quality of acrylamide monomer 10%～20%, concretely 16.7%；
The temperature of described hydrolysis can be 90 DEG C～120 DEG C, and the time can be 1～3 hour, as little in carried out 3 at 120 DEG C Time.
The present invention has a following beneficial aspects:
Fluorinated water dissolubility dissaving polymer oil displacement agent of the present invention is different according to monomer type, can obtain series of products, and close One-tenth process normal temperature and pressure, step is simply amplified, aqueous phase radical polymerization green non-pollution, and has and be better than plain polypropylene The thickening of amide polymer and anti-shear performance.
Accompanying drawing explanation
Fig. 1 is the thickening property figure of fluorine-containing water-soluble ultrabranching multi-arm polyacrylamide polymer prepared by the present invention.
Fig. 2 is the anti-shear performance of fluorine-containing water-soluble ultrabranching multi-arm polyacrylamide polymer prepared by the present invention Figure.
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.
HCD employed in following embodiment prepares as steps described below:
Add 5.0g β-CD, 7.5mL 25% NaOH solution and 15mL water, stir 1 hour, slowly drip The epoxychloropropane of 1.0mL (1.18g), after dropping, at a temperature of 50 DEG C, 6h, system 100mL third are reacted in stirring energetically Ketone precipitates, the white solid obtained, the water of crude product 100mL: it is unreacted that the mixed solution of ethanol=1:2 cleans removing repeatedly CD and expoxy propane class monomer, last white solid vacuum drying obtains product HCD.
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 water-soluble ultrabranching multi-arm polyacrylamide polymer
By 30mg parent nucleus HCD, 95mL H2O is placed in there-necked flask, stirring and dissolving, is passed through nitrogen deoxygenation 45min, then Add ammonium ceric nitrate aqueous solution (72mg ammonium ceric nitrate is dissolved in 4.7mL water) under nitrogen protection, stirring reaction at 40 DEG C 30min, is slowly added to acrylamide aqueous solution (9.0g acrylamide is dissolved in 27mL water), metering system in reactant liquor successively (300mg dodecafluoroheptyl methacrylate monomer is emulsifiable in 5.7mL water acid ten difluoro heptyl ester monomer emulsions, and emulsifying agent is Dodecyl sodium sulfate 300mg), (360mg acrylic acid glycine betaine monomer is dissolved in 6.8mL water to acrylic acid glycine betaine monomer solution In), then it is warmed up to 55 DEG C and reacts 6 hours, in reactant liquor, add 1.5g NaOH, hydrolyze 2 hours at 120 DEG C, dry, Obtaining 1# water-soluble ultrabranching polymer, its viscosity-average molecular weight is about 10,000,000, and degree of hydrolysis is 27%.
In 1# water-soluble ultrabranching polymer prepared by the present embodiment, HCD, acrylic amide-acrylic sodium random copolymer Segment, polymethylacrylic acid ten difluoro heptyl ester segment are 1:280:8.5:10.6 with the mass ratio of polyacrylic acid glycine betaine segment.
Embodiment 2, prepare fluorine-containing water-soluble ultrabranching multi-arm polyacrylamide polymer
By 30mg parent nucleus HCD, 95mL H2O is placed in there-necked flask, stirring and dissolving, is passed through nitrogen deoxygenation 45min, then Add ammonium ceric nitrate aqueous solution (72mg ammonium ceric nitrate is dissolved in 4.7mL water) under nitrogen protection, stirring reaction at 40 DEG C 30min, is slowly added to acrylamide aqueous solution (9.0g acrylamide is dissolved in 27mL water), metering system in reactant liquor successively (300mg dodecafluoroheptyl methacrylate monomer is emulsifiable in 5.7mL water acid ten difluoro heptyl ester monomer emulsions, and emulsifying agent is Dodecyl sodium sulfate 300mg), (360mg acrylic acid bromo quaternary ammonium salt monomer is dissolved in acrylic acid bromo quaternary ammonium salt monomer aqueous solution In 6.8mL water), then it is warmed up to 55 DEG C and reacts 6 hours, in reactant liquor, add 1.5g NaOH, at 120 DEG C, hydrolyze 2 little Time, to dry, obtain 2# water-soluble ultrabranching polymer, its viscosity-average molecular weight is about 10,000,000, and degree of hydrolysis is 27%.
In 2# water-soluble ultrabranching polymer prepared by the present embodiment, HCD, acrylic amide-acrylic sodium random copolymer Segment, polymethylacrylic acid ten difluoro heptyl ester segment are 1:280:8.4 with the mass ratio of polyacrylic acid bromo quaternary ammonium salt segment: 10.5。
Embodiment 3, the performance test of fluorine-containing water-soluble ultrabranching multi-arm polyacrylamide polymer
The performance of 1# and the 2# water-soluble ultrabranching polymer preparing the present invention is evaluated, evaluation methodology and result As follows, 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: take 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# fluorine-containing dissaving polymer aqueous solution dramatically increases, When concentration is 2000mg/L, 1# and 2# fluorine-containing dissaving polymer solution viscosity may be up to 120 and 135mPa s, the highest 65.8mPa s in unaltered portion hydrolyzed polyacrylamide.
(2) anti-shear performance: take 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 at different temperatures, calculates viscosity retention ratio, result as in figure 2 it is shown, And contrast with unaltered portion hydrolyzed polyacrylamide performance.
As shown in Figure 2: in concentrated water, after 1# Yu 2# fluorine-containing dissaving polymer solution is clipped, viscosity retains Rate is maintained at about 55%, 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# 10 can be improved than unaltered portion hydrolyzed polyacrylamide with the oil-recovering rate of 2# fluorinated water dissolubility dissaving polymer solution ～15%.
In sum, it is poly-that the fluorinated water dissolubility dissaving polymer that the present invention provides is demonstrated by being better than unaltered portion hydrolysis The thickening of acrylamide, anti-shearing and Oil Displacing Capacity, be expected to be used for polymer displacement of reservoir oil.

Claims (9)

  1. The most fluorine-containing water-soluble ultrabranching multi-arm polyacrylamide polymer is at polymer displacement of reservoir oil or as the application in oil displacement agent；
    The structural formula of described fluorine-containing water-soluble ultrabranching multi-arm polyacrylamide polymer is as shown in formula I:
    Wherein, core A is the cyclodextrin polymer of end group hydroxyl；
    Arm B is by acrylic amide-acrylic sodium random copolymer segment, poly-fluorine-containing hydrophobic segment and the hydrophobic merit of the many claw type of poly-both sexes The copolymer that energy segment is in turn connected to form, and the other end grafting of described acrylic amide-acrylic sodium random copolymer segment On described core A.
  2. 2. a polymer oil-displacing agent, its active component is that shown in formula I, fluorine-containing water-soluble ultrabranching multi-arm polyacrylamide is birdsed of the same feather flock together Compound；
    The structural formula of described fluorine-containing water-soluble ultrabranching multi-arm polyacrylamide polymer is as shown in formula I:
    Wherein, core A is the cyclodextrin polymer of end group hydroxyl；
    Arm B is by acrylic amide-acrylic sodium random copolymer segment, poly-fluorine-containing hydrophobic segment and the hydrophobic merit of the many claw type of poly-both sexes The copolymer that energy segment is in turn connected to form, and the other end grafting of described acrylic amide-acrylic sodium random copolymer segment 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 water-soluble ultrabranching multi-arm polyacrylamide polymer is 3,000,000～10,000,000；
    The degree of hydrolysis of described fluorine-containing water-soluble ultrabranching multi-arm polyacrylamide polymer is 20%～40%.
  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 core A, described acrylic amide-acrylic sodium random copolymer segment, described poly-fluorine-containing hydrophobic segment and described poly-both sexes are many The mass ratio of claw type hydrophobic function segment is 1:220～350:5～15:6～18.
  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 poly-fluorine-containing hydrophobic segment is obtained by the polymerization of fluorine-containing hydrophobic monomer；
    Described fluorine-containing hydrophobic monomer be hexafluorobutyl acrylate, Hexafluorobutyl mathacrylate, methacrylic acid ten trifluoro monooctyl ester, In dodecafluorhe-ptylacrylate, dodecafluoroheptyl methacrylate and trifluoroethyl methacrylate at least one.
  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: described poly-both sexes many claw type hydrophobic function 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.
  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 cyclodextrin polymer of described end group hydroxyl is prepared according to the method comprised the steps:
    In the basic conditions, cyclodextrin and epoxychloropropane carry out reacting and get final product；
    Described cyclodextrin is beta-schardinger dextrin-.
  8. Application the most according to claim 7 or polymer oil-displacing agent, it is characterised in that: described cyclodextrin and described epoxy chlorine The mass ratio of propane is 1:0.2～0.3；
    The temperature of described reaction is 45～55 DEG C, and the time is 5～8 hours.
  9. 9. according to the application described in claim 1 or 3 or 4 or 5 or 6 or 7, it is characterised in that: described fluorine-containing water-soluble ultrabranching The concentration of multi-arm polyacrylamide polymer is 1200～3000mg/L.
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