CN106117456A - A kind of fluorine-containing dissaving polymer oil displacement agent - Google Patents
A kind of fluorine-containing dissaving polymer oil displacement agent Download PDFInfo
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- CN106117456A CN106117456A CN201610482782.6A CN201610482782A CN106117456A CN 106117456 A CN106117456 A CN 106117456A CN 201610482782 A CN201610482782 A CN 201610482782A CN 106117456 A CN106117456 A CN 106117456A
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Abstract
The invention discloses a kind of fluorine-containing dissaving polymer oil displacement agent.The structural formula of described fluorine-containing dissaving polymer oil displacement agent is as shown in formula I, and wherein, core A is the hyperbranched polyglycidyl ether of end group hydroxyl；Arm B is the copolymer formed by acrylamide, sodium acrylate, fluorine-containing hydrophobic monomer and both sexes many claw type hydrophobic function monomer；In described copolymer, polyacrylamide segment, sodium polyacrylate segment, poly-fluorine-containing hydrophobic segment and poly-both sexes many claw type hydrophobic function segment are sequentially connected with, and the other end of described polyacrylamide segment is grafted on described core A.The preparation process of the present invention fluorine-containing dissaving polymer oil displacement agent is aqueous phase free-radical emulsion polymerization, building-up process step is simple, condition normal temperature and pressure, it is prone to amplify, series structure and composition polymer is can get by adjusting each monomer addition, and resulting polymers has preferably thickening and anti-shear performance, possesses oil gas field application prospect.
Description
Technical field
The present invention relates to a kind of fluorine-containing dissaving polymer oil displacement agent, belong to polymeric material 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 fluorine-containing dissaving polymer oil displacement agent, the fluorine-containing hyperbranched poly that the present invention provides
Compound oil displacement agent has higher viscosity and stronger anti-shear performance.
Fluorine-containing dissaving polymer provided by the present invention, its structural formula 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.
In above-mentioned fluorine-containing dissaving polymer oil displacement agent, dividing of the hyperbranched polyglycidyl ether of described end group hydroxyl
Minor is (C3H8O3)m, wherein m is the integer between 7～12, 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.
In above-mentioned fluorine-containing dissaving polymer, the viscosity-average molecular weight of described fluorine-containing dissaving polymer oil displacement agent is 300
Ten thousand～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.
In above-mentioned fluorine-containing dissaving polymer, described fluorine-containing hydrophobic monomer is hexafluorobutyl acrylate, methacrylic acid
Hexafluoro butyl ester, methacrylic acid ten trifluoro monooctyl ester, dodecafluorhe-ptylacrylate, dodecafluoroheptyl methacrylate and metering system
Acid trifluoro ethyl ester 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 fluorine-containing dissaving polymer of the present invention can be prepared by a method comprising 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.
Described fluorine-containing dissaving polymer can be used in the field polymers displacement of reservoir oil, compound concentration scope be 1200～
3000mg/L, such as 1750mg/L.
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#
12～16% all can be improved than unaltered portion hydrolyzed polyacrylamide with the oil-recovering rate of 2# dissaving polymer solution.
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 (7)
1. a fluorine-containing dissaving polymer, its structural formula is as shown in formula I:
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.
Fluorine-containing dissaving polymer the most according to claim 1, it is characterised in that: the hyperbranched poly of described end group hydroxyl
The molecular formula of glycidyl ether is (C3H8O3)m, wherein m is the integer between 7～12；
A rate for the hyperbranched polyglycidyl ether of described end group hydroxyl is 0.5～0.6.
Fluorine-containing dissaving polymer the most according to claim 1 and 2, it is characterised in that: the over-expense of described end group hydroxyl
Change polyglycidyl ether to prepare 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.
Fluorine-containing dissaving polymer the most according to claim 3, it is characterised in that: described 1,1,1-trimethylolpropane,
Described Feldalat KM is 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.
5. according to the fluorine-containing dissaving polymer according to any one of claim 1-4, it is characterised in that: described fluorine-containing hyperbranched
The viscosity-average molecular weight of polymer oil-displacing 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.
6. according to the fluorine-containing dissaving polymer according to any one of claim 1-5, it is characterised in that: described fluorine-containing hydrophobic list
Body be hexafluorobutyl acrylate, Hexafluorobutyl mathacrylate, methacrylic acid ten trifluoro monooctyl ester, dodecafluorhe-ptylacrylate,
In dodecafluoroheptyl methacrylate and trifluoroethyl methacrylate at least one.
7. according to the fluorine-containing dissaving polymer according to any one of claim 1-6, it is characterised in that: the many claw type of described both sexes
Hydrophobic function monomer is acrylic acid bromo quaternary ammonium salt shown in acrylic acid glycine betaine shown in formula II or formula III:
In formula II, n is the number between 1～8；
In formula III, p is the number between 11～17.
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| CN109384937A (en) * | 2018-09-30 | 2019-02-26 | 广州医科大学 | The hyperbranched polyglycidyl ether derivative and its preparation method and application of chlorin modification |
| CN111019405A (en) * | 2019-11-11 | 2020-04-17 | 郑州轻工业学院 | Preparation method of amphiphilic hyperbranched molecule modified nano fluid |
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