CN104152130B - AM/NaAA/NIDA hydrophobic associated polymer oil displacement agent and synthetic method thereof - Google Patents
AM/NaAA/NIDA hydrophobic associated polymer oil displacement agent and synthetic method thereof Download PDFInfo
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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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- C08F2/16—Aqueous medium
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- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/52—Amides or imides
- C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
- C08F220/56—Acrylamide; Methacrylamide
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Abstract
The present invention relates to a kind of water solublity EOR agent containing imidazoline structure hydrophobic associated polymer oil displacement agent AM/NaAA/NIDA and synthetic method thereof.Its technical scheme: a certain amount of NIDA, OP 10 and deionized water loaded in flask, is sufficiently stirred for, after emulsifying, adds AM, AA and be configured to the aqueous solution that monomer concentration is 10 20wt%, regulate pH, logical N220min also heats up 40 DEG C；Adding initiator (Ammonium persulfate. and sodium sulfite mol ratio are 1:1), initiator dosage is the 0.8wt% of monomer gross mass, continues logical N2And constant temperature (40 DEG C) reacts 8 12h；By washing with alcohol, pulverize, dry, prepare white polymer powder.This polymer has preferable heatproof, shear resistant and anti-salt property, and improves recovery ratio 13.52% in lab simulation core flooding is tested.
Description
Technical field
The present invention relates to a kind of water-soluble copolymer oil displacement agent being applied in oil exploitation improve oil recovery factor
And synthetic method.
Background technology
At present, successful Application during the water-soluble polymer as EOR agent drives a lot of oil fields the most at home and abroad.Due to
The mal-condition of most of oil reservoirs, general polymerization thing creates the newest problem and limitation in oil recovery process.Excellent performance
Polymer solution except having shear stability energy, it is necessary to have high temperature resistant (> 70 DEG C), anti-high salinity and longer
The performances such as injection length (>=12 months) (Sorbie KS.Polymer-improved oil recovery.Boca Raton,
FL:CRC Press.1991).Polyacrylamide (PAM) or partially hydrolyzed polyacrylamide (PHPA) (HPAM) are that one is widely used in
The polymer flooding of oil exploitation process.But, this base polymer occurs sternly under the conditions of high temperature, high-rate of shear and high salinity
Heavy water solution, degraded, cause viscosity drastically to decline so that it is be extremely restricted in actual application (Wever D A Z,
Picchioni F,Broekhuis A A.Polymers for enhanced oil recovery:a paradigm for
structure–property relationship in aqueous solution[J].Progress in Polymer
Science,2011,36(11):1558-1628)。
In recent decades, domestic and international researchers find by long chain hydrophobic group, rigid structure (as pyridine, phenyl ring,
Beta-schardinger dextrin-etc.) and anionic group (such as sulfonic acid group, phosphate group) etc. be incorporated on polymer P AM or HPAM strand,
Can effectively improve performance (Kevin C T, the Hisham such as the thickening of polymer, heatproof and shear stability
AN.Water-soluble Hydrophobically Associating Polymers for Improved Oil
Recovery:A Literature Review[J].Journal of Petroleum Science and Engineering,
1998,19(3):265–280；Yahaya G O,Ahdab A A,Ali S A,et al.Solution behavior of
hydrophobically associating water-soluble block copolymers of acrylamide and
N-benzylacrylamide[J].Polymer,2001,42(8):3363-3372；An Huiyong, Song Chunlei, Xu Kun, wait .AM/
DMC/C11The synthesis of AM hydrophobic association polyampholyte, sign and SOLUTION PROPERTIES [J]. advanced chemical journal, 2010,31
(11):2308-2312).In our early-stage Study it has also been found that: introduce long chain hydrophobic group and stiffening ring on PAM molecular side chain
Shape structure, increases the interaction of molecule interchain, defines the space net structure of densification, it is possible to polymerization is significantly increased
Performance (Gou S, Liu M, Ye Z, the et al.Modification of a nicotinic such as the temperature tolerance of thing, rheological characteristic
acid functionalized water-soluble acrylamide sulfonate copolymer for
chemically enhanced oil recovery[J].Journal of Applied Polymer Science,2014,
131(8)；Liu X,Jiang W,Gou S,et al.Synthesis and clay stabilization of a water-
soluble copolymer based on acrylamide,modularβ-cyclodextrin,and AMPS[J]
.Journal of Applied Polymer Science,2013,128(5):3398-3404；Ye Z B,Gou G J,Gou
S H,et al.Synthesis and characterization of a water-soluble sulfonates
copolymer ofacrylamide and N-allylbenzamide as enhanced oil recovery chemical
[J].Journal of Applied Polymer Science,2013,128(3):2003-2011)。
Based on above thinking, we intend using the access chain hydrophobic type function list containing imidazoline structure on PAM side chain
Body 1-(2-N-acryloyl group-aminoethyl)-2-oil acid based imidazolines (NIDA), a kind of water solublity AM/NaAA/NIDA of design synthesis
Hydrophobic associated polymer oil displacement agent, has preferable heatproof, anti-shearing dilution and the polymer of anti-salt property so that hope acquisition is a kind of
Drive.
Summary of the invention
It is an object of the invention to: in order to make polymer have preferable heatproof, salt-resistance and shear stability energy, and energy
Preferably improve oil recovery factor, it is provided that a kind of water-soluble copolymer oil displacement agent and synthetic method thereof.
In order to reach object above, the present invention by the following technical solutions: AM/NaAA/NIDA hydrophobic associated polymer drives
Oil preparation is by acrylamide (AM), acrylic acid (AA) and 1-(2-N-acryloyl group-aminoethyl)-2-oil acid based imidazolines (NIDA)
The AM/NaAA/NIDA terpolymer oil displacement agent that three kinds of monomers are prepared as.
1-(2-N-acryloyl group-aminoethyl)-2-oil acid based imidazolines (NIDA) is the function list of laboratory autonomous Design
Body.It is characterized in that: its pi-allyl can be with the copolymerization such as acrylamide, acrylic acid；Containing long chain hydrophobic group, heat resistance and salt tolerance
Polymer can be made preferably to cross-link, form supramolecular structure, improve the rheological property of polymer；Imidazoline containing rigid heterocyclic
Structure, introduces and can strengthen the performances such as polymer heatproof, shear stability on strand.Its structure is as follows:
The preparation method of monomer NIDA is: (1), with dimethylbenzene as dehydrant, is taken off by two steps with diethylenetriamine with oleic acid
Water prepares 1-(2-aminoethyl)-2-oil acid based imidazolines；(2) with hydroquinone as polymerization inhibitor, under the conditions of ice-water bath, propylene is used
Acid and thionyl chloride prepare acryloyl chloride；(3) with dichloromethane as solvent, with triethylamine as acid binding agent, make 1-(2-aminoethyl)-
2-oil acid based imidazolines reacts with acryloyl chloride, prepares 1-(2-N-acryloyl group-aminoethyl)-2-oil acid based imidazolines
(NIPA).Wherein the primary raw material dosage ratio (with the gauge of material) in three-step reaction is respectively as follows: n (oleic acid): n (divinyl
Triamine): n (dimethylbenzene)=1:1.2:2；N (acrylic acid): n (thionyl chloride)=1.2:1；N (1-(2-aminoethyl)-2-oleic acid base
Imidazoline): n (acryloyl chloride): n (triethylamine)=1:1.1:1.1.Wherein, synthesis step is as follows:
AM/NaAA/NIDA hydrophobic associated polymer oil displacement agent, its structure is as follows:
X in formula, y, z are the degree of polymerization of comonomer.
The technology of preparing scheme of the present invention is:
Raw materials used monomer mass (in grams) percent is: AM65.0-70.2wt%, AA25.0-29.6wt%,
NIDA0.05-0.2wt%.
The preparation method of this copolymer oil displacement agent is:
Putting in flask by a certain amount of OP-10 emulsifying agent and deionized water, stirring, emulsifying add a certain amount of the most afterwards
Acrylamide (AM), acrylic acid (AA) and 1-(2-N-acryloyl group-aminoethyl) three kinds of lists of-2-oil acid based imidazolines (NIDA)
Body, being configured to monomer gross mass percentage concentration is 10-20wt% aqueous solution；Regulation pH value of solution is to 5-10 and leads to nitrogen 20min；Will
Reactant liquor adds initiator ammonium persulfate and sodium sulfite after being gradually increased to uniform temperature, and (Ammonium persulfate. and sodium sulfite rub
That ratio is 1:1), initiator dosage is the 0.3-1.0wt% of monomer gross mass；Continue logical nitrogen 10-20min, and isothermal reaction
8-12h；By thick product absolute ethanol washing, precipitate, pulverize, dry, obtain AM/NaAA/NIDA terpolymer.
The present invention has the effect that the introducing of (1) five-ring heterocycles, makes the rigidity of polymer molecular chain be greatly enhanced, from
And make the tackifying of polymer, rheological property be greatly increased；(2) introduce long chain hydrophobic group, increase and dredge between copolymer molecule
Water association, it is possible to polymer heat resistance is significantly increased；(3) this polymer shows preferable heatproof, salt-resistance
And shear stability, it is possible to preferably improve oil recovery factor.
Accompanying drawing explanation
The IR spectrogram of Fig. 1 AM/NaAA/NIDA of the present invention hydrophobic associated polymer oil displacement agent.
Fig. 2 AM/NaAA/NIDA of the present invention hydrophobic associated polymer oil displacement agent solution apparent viscosity is bent with the relation of concentration
Line.
The apparent viscosity of Fig. 3 AM/NaAA/NIDA of the present invention hydrophobic associated polymer oil displacement agent solution and the pass of shear rate
It it is curve.
Fig. 4 AM/NaAA/NIDA of the present invention hydrophobic associated polymer oil displacement agent solution apparent viscosity is bent with the relation of temperature
Line.
Fig. 5 AM/NaAA/NIDA of the present invention hydrophobic associated polymer oil displacement agent solution apparent viscosity and inorganic salt NaCl dosage
Relation curve.
Fig. 6 AM/NaAA/NIDA of the present invention hydrophobic associated polymer oil displacement agent solution apparent viscosity and inorganic salt CaCl2Add
The relation curve of amount.
Fig. 7 AM/NaAA/NIDA of the present invention hydrophobic associated polymer oil displacement agent solution apparent viscosity and inorganic salt MgCl2Add
The relation curve of amount.
Detailed description of the invention
Embodiment 1: the synthesis of monomer NIDA
The preparation process of monomer NIDA, specific as follows: (1) a. adds 56.48g oleic acid and 24.76g diethyl in the reactor
Alkene triamine, and 27-43g dimethylbenzene, mix and blend, be heated to 142-162 DEG C and back flow reaction 2.5h, by water knockout drum by diformazan
The water that benzene carries is separated；B. after being cooled to 120 DEG C, decompression distillation 0.5h；The most again it is warming up to 200-220 DEG C and reacts
2h, prepares head product A；D. by head product A ethyl acetate and deionized water separatory, purification, 1-(2-aminoethyl)-2-oil is prepared
Acid based imidazolines；(2) 17.2g acrylic acid and a small amount of hydroquinone (polymerization inhibitor) are added in reactor by a., stirring ice-water bath
Standby；B. being slowly added dropwise 2.86g thionyl chloride, time for adding is 1.5h；C. being heated slowly to 60 DEG C after dropping, backflow is anti-
After answering 2-3h, air-distillation also collects 72-76 DEG C of component, obtains colourless liquid acryloyl chloride.(3) a. is under the conditions of psychrolusia,
With dichloromethane as solvent, triethylamine is acid binding agent, and 17.48g1-(2-aminoethyl)-2-oil acid based imidazolines is joined reaction
In device, stir, dissolve；B. the acryloyl chloride of the fresh preparation of 4.89g, time for adding 1-2h are dripped；C. after dropping, under room temperature
(25 ± 1 DEG C) reaction 3-5h, by head product dichloromethane and deionized water separatory, purifies, distills, prepared tan-yellow material
NIDA。
The synthesis of embodiment 2:AM/NaAA/NIDA hydrophobic associated polymer oil displacement agent
The preparation method of polymer A M/NaAA/NIDA is as follows: a. press the proportioning of table 1 add in beaker 0.01g NIDA,
0.02g OP-10 (emulsifying agent) and 10.00g deionized water, stir to emulsifying completely, be transferred in flask；B. burn at another
Add 7.03g AM and 2.96g AA in Bei, stir, transfer to flask in a；C. add a certain amount of deionized water to be joined by solution
Make monomer gross mass percentage concentration 20wt% aqueous solution；D. in flask, 50wt% it is slowly added dropwise under the conditions of stirring psychrolusia
NaOH solution, regulation pH value of solution be 7 and be cooled to room temperature；E.40 lead to nitrogen under the conditions of DEG C water bath with thermostatic control and stir 10-20min
After, add initiator ammonium persulfate and sodium sulfite (Ammonium persulfate. and sodium sulfite mol ratio are 1:1), initiator dosage
For the 1.0wt% of monomer gross mass, continue to be passed through N2And constant temperature (40 DEG C) reaction 8-12h completes to copolyreaction；F. with anhydrous
Washing with alcohol, pulverize, be dried, prepare polymer A M/NaAA/NIDA white powder.
Table 1 terpolymer synthetic drug dosage
The structural characterization of embodiment 3:AM/NaAA/NIDA hydrophobic associated polymer oil displacement agent
Polymer A M/NaAA/NIDA obtained in embodiment 2 is carried out structural analysis, specific as follows:
The IR spectrogram of this polymer, as shown in Figure 1: 3420.31cm-1Stretching vibration absworption peak for-OH；3206.82cm-1For-NH2Stretching vibration peak；2927.59cm-1For-CH2-stretching vibration absworption peak；1676.06cm-1It is C=O in amide groups
Stretching vibration；1420.81cm-1One bigger absworption peak of the overlapped formation of stretching vibration absworption peak for C-N and C=C.From
May certify that in the data of infrared spectrum, target product is AM/NaAA/NIDA terpolymer.
The thickening property of embodiment 4:AM/NaAA/NIDA hydrophobic associated polymer oil displacement agent
Use Brookfield DV-III+Pro type viscosity apparatus (62#Rotor), measure not under the conditions of room temperature (25 ± 1 DEG C)
The polymer prepared with the embodiment 2 of concentration and the apparent viscosity of HPAM liquor sample, investigated the two apparent viscosity with concentration
Situation of change, result as shown in Figure 2: at 1000mg/L up to 322.3mPa s, 2000mg/L up to 587.4mPa s,
3000mg/L shows up to 1179mPa s, result up to 797.9mPa s, 4000mg/L: compared to HPAM, this co-polymer
There is good tackifying ability.
The shear stability of embodiment 5:AM/NaAA/NIDA hydrophobic associated polymer oil displacement agent is investigated
The polymer formulation that embodiment 2 prepares is become 3000mg/L aqueous solution, at 25 DEG C, uses HAAKE Rheo
Stress6000 HTHP rheometer is at 12-1000s-1Under the conditions of, investigate aqueous solutions of polymers apparent viscosity with shearing speed
The situation of change of rate, such as Fig. 3.As can be seen from Figure 3: the apparent viscosity of this polymer solution increases fall the most rapidly with shear rate
Low, the most gradually tend towards stability, when shear rate is 1000s-1Time, apparent viscosity is 125.2mPa s, its viscosity retention ratio is
18.99%；Under the same terms, the apparent viscosity of HPAM is only 24.72mPa s, and its viscosity retention ratio is only 3.35%.Result table
Bright: to compare HPAM under equal conditions, this polymer is at 1000s-1Shear rate under there is significant anti-shear performance.
The heat resistance of embodiment 6:AM/NaAA/NIDA hydrophobic associated polymer oil displacement agent is investigated
The polymer formulation that embodiment 2 prepares is become 3000mg/L aqueous solution, determines AM/NaAA/NIDA and HPAM molten
Liquid apparent viscosity is at 170s-1, situation of change in the range of 25-120 DEG C, see Fig. 4.Find from Fig. 4: the apparent of the two solution is glued
Spending to rise with temperature and be gradually lowered, wherein AM/NaAA/NIDA shows more preferable heat resistance.When 120 DEG C, this polymer is molten
Liquid apparent viscosity is respectively 75.35mPa s, and its viscosity retention ratio is 20.79%.This be likely due to long chain hydrophobic group with
The introducing of rigidity imidazoline structure, effectively improves the heat resistance of this polymer.
The anti-salt property of embodiment 7:AM/NaAA/NIDA hydrophobic associated polymer oil displacement agent is investigated
AM/NaAA/NIDA and HPAM that embodiment 2 prepares is configured to 2000mg/L aqueous solution, in certain salinity
Under the conditions of (with inorganic salt NaCl, CaCl2And MgCl2It is main), with Brookfield DV-III+Pro viscosity apparatus 62 at 25 DEG C#
Rotor records the apparent viscosity of above-mentioned polymer, sees Fig. 5-7.Find from Fig. 5, when NaCl dosage is 14000mg/L, this polymer
The apparent viscosity of solution is 113.4mPa s, and its viscosity retention ratio is 20.33%；Under equal conditions the viscosity of HPAM retains
Rate is only 3.9%；From Fig. 6,7 find out, work as CaCl2、MgCl2When dosage is 2000mg/L, the apparent viscosity of this polymer solution is divided
Not Wei 65.4mPa s, 86.2mPa s, its viscosity retention ratio reaches 11.12%, 14.81% respectively, HPAM under equal conditions
Viscosity retention ratio is only 2.13% and 2.89%.
Core flooding experiment in the simulating chamber of embodiment 8:AM/NaAA/NIDA hydrophobic associated polymer oil displacement agent
Concentration is become to be 1750mg/L aqueous solution (preparation of simulated formation water) polymer formulation that embodiment 2 prepares, total ore deposit
Change degree 6000mg/L is (with inorganic salt NaCl, CaCl2、MgCl2Etc. for main), simulate reservoir temperature 65 DEG C, simulated oil viscosity:
70.34mPa s, sandpack column25 × 250mm, permeability is about 823.1 × 10-3μm2, porosity is 22.8%.With
1mL/min injection rate simulated injection water drive displacement model, step is: water drive → polymer flooding → rear filled drive, and injection rate is
0.3PV, until stopping when moisture content reaches 95%.Calculate water drive, polymer flooding and the oil displacement efficiency in rear filled drive each stage.Water drive
Staggered oil recovery ratio is 43.56%, and recovery ratio accumulative after injection of polymer reaches 57.08%, then in laboratory simulation flooding experiment,
This polymer can improve recovery ratio 13.52%.
Claims (3)
1.AM/NaAA/NIDA hydrophobic associated polymer oil displacement agent, it is characterised in that: this oil displacement agent is by 7.03g acrylamide
(AM), 1-(2-N-acryloyl group-aminoethyl)-2-oil acid based imidazolines (NIDA) three kinds of 2.96g acrylic acid (AA) and 0.01g
Monomer is prepared from, and its structure is as follows:
X in formula, y, z are the degree of polymerization of comonomer.
2. a synthetic method for polymer oil-displacing agent as claimed in claim 1, is characterized in that: a. adds in beaker
0.01g NIDA, 0.02gOP-10 and 10.00g deionized water, stirs to emulsifying completely, is transferred in flask；B. at another
Beaker adds 7.03g AM and 2.96g AA, stirs, transfer to flask in a；C. a certain amount of deionized water is added by solution
It is configured to monomer gross mass percentage concentration 20wt% aqueous solution；D. it is slowly added dropwise in flask under the conditions of stirring psychrolusia
The NaOH solution of 50wt%, regulation pH value of solution is 7 and is cooled to room temperature；E.40 lead to nitrogen under the conditions of DEG C water bath with thermostatic control and stir
After 10-20min, add initiator ammonium persulfate and sodium sulfite and Ammonium persulfate. and sodium sulfite mol ratio is 1:1, draw
Send out the 1.0wt% that agent dosage is monomer gross mass, continue to be passed through N2And constant temperature 40 DEG C reaction 8-12h completes to copolyreaction；f.
With absolute ethanol washing, pulverize, be dried, prepare polymer A M/NaAA/NIDA white powder.
The polymer oil-displacing agent the most according to claim 1 application in oil exploitation, it is characterised in that: by claim
It is 1750mg/L saline solution that the polymer simulation formation water of preparation described in 1 is configured to concentration, with NaCl, CaCl2And MgCl2For
Analytic accounting total salinity is 6000mg/L, simulates reservoir temperature 65 DEG C, simulated oil viscosity: 70.34mPa s, sandpack columnPermeability is about 823.1 × 10-3μm2, porosity is 22.8%；With 1mL/min injection rate simulation note
Entering water drive displacement model, step is: water drive → polymer flooding → rear filled drive, and injection rate is 0.3PV, until moisture content reaches 95%
Time stop；Calculating water drive, polymer flooding and the oil displacement efficiency in rear filled drive each stage, wherein water drive staggered oil recovery ratio is
43.56%, recovery ratio accumulative after injection of polymer reaches 57.08%, then, in laboratory simulation flooding is tested, this polymer can
Improve recovery ratio 13.52%.
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| CN104314533B (en) * | 2014-08-22 | 2017-05-10 | 中国地质大学（北京） | Method for improving crude oil recovery ratio by utilizing salt sensitive self-thickening polymer |
| CN104710566B (en) * | 2015-03-19 | 2016-09-07 | 西南石油大学 | Containing imidazoline structure terpolymer oil displacement agent and preparation thereof |
| CN105086981A (en) * | 2015-08-11 | 2015-11-25 | 中国海洋石油总公司 | Composite polymer oil-displacing system |
| CN107899553B (en) * | 2017-11-28 | 2020-03-03 | 西南石油大学 | Adsorbent containing imidazoline structure and preparation method thereof |
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| CN103435750A (en) * | 2013-08-27 | 2013-12-11 | 中国海洋大学 | Hydrophobic associated polymer containing capsaicin activated monomer and preparation method thereof |
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| US3815679A (en) * | 1972-11-17 | 1974-06-11 | Texaco Inc | Secondary oil recovery process using beta-substituted acrylamide polymers |
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