CN102391418B - Hydrophobically associating water-soluble polymer (HAWSP) oil displacement agent and synthesis method thereof - Google Patents
Hydrophobically associating water-soluble polymer (HAWSP) oil displacement agent and synthesis method thereof Download PDFInfo
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Abstract
The invention relates to a hydrophobically associating water-soluble polymer (HAWSP) oil displacement agent applied to oil displacement of an oil reservoir and capable of increasing a crude oil recovery ratio and a synthesis method thereof. The HAWSP oil displacement agent has water solubility, improves solution viscosity and has high temperature tolerance, salt tolerance and shearing resistance.The technical scheme is that: the oil displacement agent is terpolymer consisting of 53.5 to 59.9 mass percent of acrylamide (AM), 40 to 45 mass percent of sodium acrylate (NaAA) and 0.1 to 1.5 mass percent of N,N-diallyl oleoyl imine (DNDA). The synthesis method comprises the following steps of: adding the prepared DNDA into a flask; adding an OP-10 emulsifying agent and water; adding the AM, acrylic acid and NaOH after stirring and emulsifying to prepare 10 to 25 percent solution; adjusting the pH value to 7.5 to 11; introducing N2 for 20 minutes; adding an initiator; introducing N2 for 10 to 20 minutes again; reacting at the temperature of between 30 and 70 DEG C for 4 to 12 hours; and washing, crushing and drying to prepare the AM/NaAA/DNDA polymer. The polymer has high temperature tolerance and salt tolerance, can better increase the crude oil recovery ratio, and is applied to the oil displacement of the oil reservoir in an oil field.
Description
Technical field
The present invention relates to a kind of water-soluble hydrophobic associated polymer oil-displacing agent and synthetic method thereof that improves oil recovery factor for the oil field oil reservoir displacement of reservoir oil.
Background technology
Hydrophobic associated water-soluble polymer (HAWP) is that it can improve the performance of the anti-shearing of polyacrylamide, salt tolerant, heatproof by the synthetic polymkeric substance of hydrophobically modified, and being used for tertiary oil recovery becomes the effective a kind of oil-displacing agent of raising oil recovery.
Abroad, just reported that as far back as nineteen fifty-one Strauss a series of polysoaps and super coil (Hypercoil) HAWP also are used for solution behavior research (the Strauss U P of mimic protein, Jackson E G.Polysoaps I.Viscosity and solu-bilization studies on ann-dodecyl bromide addition com-pound of poly-2-vinylpyridine[J] .Polym Sci1951,6:649-659.).Enter the eighties in 20th century, Landoll is considered to study the real beginning of hydrophobic associated water-soluble polymer about the research of Natvosol (HEC) hydrophobically modified.Subsequently, people such as Emmons has reported the N acrylamide (C that replaces with acrylamide (AM) and chain alkyl
nAM) multipolymer is made the patent (Emmons W D, Stevens T E.A crylamide copolymer thick-ener for aqueous systems:US, 4395524[P] .1983-07-26) of water-based paint.After the eighties in 20th century, for improving oil recovery (EOR), improve anti-shearing and the salt resistant character of oil recovery auxiliary agent, people have extensively carried out the research of acrylamido hydrophobic associated polymer.
1988, the McCormick professor research group of American South University of Mississippi has carried out a large amount of research (McCormick C L to the hydrophobic association polyacrylamide multipolymer of heatproof, anti-salt, Nonaka T, Johnson C B.Water-soluble copolymers synthesis and aqueous solution behavior of as-sociative acrylamide/N-alkylacrylamide copolymers[J] .Polymer, 1988,29:731-739.).The N acrylamide comonomer that they adopt AM and chain alkyl to replace, be initiator with the Potassium Persulphate, sodium laurylsulfonate (SDS) is emulsifying agent, carry out micellar copolymerization and make hydrophobic associated copolymer in the aqueous solution, these multipolymers have all shown apparent in view tackify and anti-salt property.
1997, the MitchellA.W innik of University of Toronto and the people such as Richard Jenkins of Nanyang Technological University cooperate the hydrophobic associated polymer of polyoxyethylene (PEO) class is studied, molecular structure and chain length have been studied to the influence of rheological, the association performance of finding such HAWP can increase (Kumacheva E along with the increase of hydrophobic chain length, RharbiY, W innikM A, et a.l Fluorescence studies of an alkaline swellable associative polymer in aqueous solution[J] .Langmuir, 1997,13:182-186.).
2002, Jeanne professor Francois of France has proposed telechelic type hydrophobically modified polymers forms " fancy structure " model in the aqueous solution imagination, and used many modern analysis means such as comprising fluorescence spectrum, rheometer, small-angle neutron scattering, little angle X-ray diffraction and little angle laser light scattering to confirm this model (Chiarelli P A, JohalM S, Holmes D J, et a.l Polyelectro-lyte spin-assembly[J] .Langmuir, 2002,18:168-17).Afterwards, FrancoisCaudau professor was engaged on the basis of hydrophobically modified polymers the comprehensive research to this hydrophobically associating polymkeric substance of AM/CnAM always at him.
At home, the cationic surfactivity hydrophobic monomer of humans such as the professor Huang Ronghua 2-methylacryoyloxyethyl-dimethyl dodecyl bromination ammonium (MEDMDA) of Sichuan University in 1997 has obtained hydrophobic associated water-soluble polymer (Zhou Hui with the AM copolymerization, yellow high honour. the solution property [J] of hydrophobic associated water-soluble acrylamide-acrylicacid n-octyl multipolymer. oilfield chemistry, 1997,14 (3): 252-256.), but the viscosity of resulting water-soluble polymers is very low, and critical association is dense.
1999, the inferior professor in Southwest Petroleum Institute Luoping is from the actual needs of oil-gas mining engineering, ultimate principle in conjunction with polymer science and colloid chemistry, desirable oil-gas mining should be able to form structure in solution with water-soluble polymers imagination has independently been proposed, and the multiple model that forms structure proposed, wherein most important a kind of be hydrophobic associated water-soluble polymer (Zheng Yan. oil-gas mining with association polymer synthetic with solution property research [D]. Southwest Petroleum Institute Ph D dissertation, 1999.6).Afterwards, Zhongyuan Oil Field Wang Zhonghua (Li Ji, Lv Maosen, Liu Jianjiang, Wang Zhipeng, Wang Zhonghua. displacement of reservoir oil temperature resistant antisalt terpolymer ZYS performance evaluation [J]. oilfield chemistry, 1999,16 (3): 259), Fujian Normal University's yellow snow is red, and (yellow snow is red with Xu Guoqiang, Xu Guoqiang. ASSOCIATIVE THICKENER associative thickener [J]. coatings industry, 1999,11:7), (Zhang Dongyang, Tu Weiping such as the Yang Zhuoru of South China Science ﹠ Engineering University, Yang Zhuoru etc. the research [J] of hydrophobically modified urethane thickening mechanism in the latex coating. chemical industry and engineering, 2002,19 (2): 156) drop into the research and development of hydrophobic associated polymer in succession, started the upsurge of hydrophobic associated water-soluble polymer research at home.
Hydrophobic associated polymer developed very fast in recent years, and relevant research has obtained remarkable progress, and is widely used, and what have enters suitability for industrialized production, but also has many problems to need further research.(1) permanent stability.Because the pyrohydrolysis effect causes the viscosity retention rate of polymers soln lower, viscosity degradation is very fast, has reduced the working control degree of polymer flooding, has had a strong impact on the effect of polymer displacement of reservoir oil tech.(2) temperature tolerance.Under hot conditions, tangible thermal-oxidative degradation and hydrolytic action can take place in this base polymer, make solution viscosity reduce the oil displacement efficiency variation.(3) salt tolerance.At the high salinity high oil reservoir of high volence metal ion content particularly, its viscosity can descend significantly, even produces precipitation, thereby has influenced the use range of HAWP.
The present invention strengthens the heat-resistant salt-resistant anti-shear performance of polymers soln during at the oil field displacement of reservoir oil and designs research and development.This water-soluble hydrophobic associated polymkeric substance is to become ring and connect the long-chain hydrophobic grouping at polymkeric substance wetting ability macromolecular chain, makes him have better solution property.In comparatively high temps and finite concentration inorganic salt solution, still have tackifying ability preferably; And under shearing action, solution presents typical pseudo plastic behaviour, but along with the disappearance of shearing action, viscosity will be recovered again, and namely this polymers soln has good shear thinning performance.
Summary of the invention
The objective of the invention is to: can improve oil recovery factor preferably in order to make polymkeric substance, it is water-soluble that it is had, soltion viscosity increases, and shows good heat-resistant salt-resistant and shear resistant, and the spy provides a kind of water-soluble hydrophobic associated polymer oil-displacing agent and synthetic method thereof.In order to reach this purpose, the present invention is by the following technical solutions: a kind of water-soluble hydrophobic associated polymer oil-displacing agent, this polymer oil-displacing agent comprises acrylamide code name AM, sodium acrylate code name NaAA, N, the AM/NaAA/DNDA ter-polymers that three kinds of structural units of N-diallyl oleylamide code name DNDA constitute, its structural formula is as follows:
X in the formula, y, n represents the polymerization degree; Used monomer and monomer mass percentage ratio are, are benchmark with used monomer total amount, and quality is unit with the gram, AM53.5-59.9%, NaAA40-45%, DNDA0.1-1.5%; The method for making of monomer DNDA, in reactor, add 42.3g oleic acid earlier, under agitation slowly add the 10.2g phosphorus trichloride, charge temperature control is at 10-15 ° of C, finish, be warmed up to 55 ° of C, divide sub-cloud liquid behind the insulation reaction 2-6h, upper strata liquid is removed responseless phosphorus trichloride through evaporation, obtains the oleoyl chloride that productive rate is 98-99.5%; It is stand-by with the dichloromethane solvent dilution constant pressure funnel of packing into to go up the oleoyl chloride 12.46g that makes of step again; Three-necked flask at 250ml adds the 3.63g diallyl amine again, dilute with dichloromethane solvent, add 3.79g triethylamine and 0.02g Resorcinol again, slowly drip stand-by oleoyl chloride solution at ice bath and under constantly stirring, control 1h drips off, drip off back normal-temperature reaction 4-6h, reaction solution makes pale brown look liquid D NDA monomer through washing, pickling, saturated common salt washing, dry filter behind the evaporating solvent.
The synthetic method of this polymer oil-displacing agent: in the 250ml three-necked flask, add the above-mentioned DNDA monomer that makes of 0.0361g earlier, add 0.0036gOP-10 emulsifying agent and 10g deionized water again, fully stir and treat that emulsification adds 8.0gAM in the back fully, 2.0g vinylformic acid and 1.1gNaOH, being made into monomer total mass percentage concentration is the 10-25% aqueous solution, pH with the NaOH regulation system is 7.5-11, logical nitrogen 20min; Add initiator ammonium persulfate solution and sodium sulfite solution then, ammonium persulphate and sodium bisulfite mol ratio are 1:1, and the initiator add-on is the 0.1-5% of monomer total mass, continue to feed nitrogen 10-20min, react 4-12h under temperature 30-70 ° C; Use absolute ethanol washing at last three times, pulverize, oven dry makes the AM/NaAA/DNDA ter-polymers.
This hydrophobic associated polymer oil-displacing agent in oilfield application is: it is the 2000ppm aqueous solution that above-mentioned ter-polymers is mixed with concentration, shearing rate 7.34s
-1The time, apparent viscosity is 50mPas; Total mineralization is 8000ppm, 60 ℃ of test temperatures, and simulated oil viscosity 70.34mPas, one dimension is filled out husky model, and Φ 25 * 500; Water displacing oil, mixed water injection water be with 0.5ml/min displacement simulation oil, and water ratio reaches 98% and stops water drive when above, then with injection speed 0.5ml/min, injects the polymers soln that 0.3PV has prepared, follow-up water 0.5ml/min, and water saturation reaches 98.8% and stops injection when above; The result shows that the polymkeric substance simulation improves oil recovery factor and can reach more than 10%.
The present invention has following beneficial effect: (1) directly uses the sodium acrylate copolymerization, has introduced carboxylate groups, and it is water-soluble that polymkeric substance is had; (2) the long-chain hydrophobic chain of introducing in the polymkeric substance has strengthened the rigidity of polymer molecular chain, and polymer solution viscosity is increased greatly; (3) this polymkeric substance shows good heat-resistant salt-resistant and shear resistant, can improve oil recovery factor preferably, is used for the oil field oil reservoir displacement of reservoir oil.
Description of drawings
The infrared spectrogram of Fig. 1 AM/NaAA/DNDA ter-polymers of the present invention
The relation of Fig. 2 AM/NaAA/DNDA ternary polymer solution of the present invention apparent viscosity and concentration
The apparent viscosity of Fig. 3 AM/NaAA/DNDA ternary polymer solution of the present invention and the relation of shearing rate
The relation of Fig. 4 AM/NaAA/DNDA ternary polymer solution of the present invention apparent viscosity and temperature
Fig. 5 AM/NaAA/DNDA ternary polymer solution of the present invention apparent viscosity and the relation that adds inorganic salt concentration
Fig. 6 AM/NaAA/DNDA ter-polymers of the present invention lab simulation improves recovery ratio (EOR) figure
Embodiment
The preparation of embodiment 1:DNDA monomer
Add 42.3g oleic acid in reactor, under agitation slowly add the 10.2g phosphorus trichloride, charge temperature is controlled at 10-15 ℃, finish, be warmed up to 55 ℃, divide sub-cloud liquid behind the insulation reaction 4h, upper strata liquid is removed responseless phosphorus trichloride through evaporation, obtains productive rate and be 99.0% oleoyl chloride.The oleoyl chloride 12.46g of gained of last step is stand-by with the dichloromethane solvent dilution constant pressure funnel of packing into, three-necked flask in the 250ml drying adds the 3.63g diallyl amine again, dilute with dichloromethane solvent, add 3.79g triethylamine and 0.02g Resorcinol again, slowly drip stand-by oleoyl chloride solution under ice-water bath and continuous agitation condition, control 1h drips off.Drip off back normal-temperature reaction 5h, reaction solution makes pale brown look liquid D NDA behind washing, pickling, saturated common salt washing, dry filter, evaporating solvent, and productive rate is 85.3%.
Embodiment 2: ter-polymers AM/NaAA/DNDA's is synthetic
Proportioning by table 1 takes by weighing vinylformic acid earlier with the dilution of 10g deionized water, slowly adds NaOH under ice-water bath, is cooled to room temperature; Add the above-mentioned DNDA monomer that makes in the 250ml three-necked flask, add OP-10 emulsifying agent and 10g deionized water again, fully stir and treat that emulsification adds AM in the back fully, sodium acrylate solution is added again, pH is 8 with NaOH solution regulation system, logical nitrogen 20min; Add initiator sodium bisulfite and ammonium persulfate solution then, continue logical N
210min, behind 40 ℃ of reactions of constant temperature 12h, absolute ethanol washing, precipitation is pulverized back 40 ℃ of constant temperature dryings, the AM/NaAA/DNDA ter-polymers of system.
Table 1 ter-polymers synthetic drug dosage
Embodiment 3:AM/NaAA/DNDA terpolymer structural characterization
The infrared spectrogram of the ter-polymers AM/NaAA/DNDA that synthesizes by embodiment 2 as shown in Figure 1.From figure, learn-C (O) NH
2Stretching vibration peak is respectively at 3436.53cm
-1The place ,-C=O stretching vibration peak is at 1654.62cm
-1.
Embodiment 4:AM/NaAA/DNDA terpolymer solution apparent viscosity and concentration relationship are investigated
The ter-polymers that embodiment 2 is synthesized is made into the solution of 0.8-6 ‰, and 30 ℃ of apparent viscosity of measuring solution down, data as shown in Figure 2.Can find from Fig. 2: when polymer solution concentration during less than 2000mg/l, along with the increase of polymer solution concentration, polymer solution viscosity slowly increases; After polymer solution concentration reaches 2000mg/l, increase along with polymer solution concentration, ascendant trend has fast appearred in the viscosity of polymers soln, illustrate between polymer molecule and when 2000mg/l, associate, form reticulated structure, make polymer viscosity increase fast, namely the critical association concentration of this polymkeric substance is about 2000mg/l.
The investigation of the embodiment 5:AM/NaAA/DNDA terpolymer property sheared
Above-mentioned polymkeric substance is made into the 0.5-2% aqueous solution, is 30 ℃ in temperature, shearing rate 170-1000s
-1Under the condition, measure the apparent viscosity changing conditions of polymers soln, data such as Fig. 3.Can find from Fig. 3: along with the rising of shearing rate, apparent viscosity reduces gradually.When shearing rate is elevated to 500s
-1The time, viscosity is 107.5mPas, viscosity retention ratio can reach 47.8%, when shearing rate is elevated to 1000s
-1The time, viscosity is 71.8mPas, and viscosity retention ratio can reach 32%, and the result shows that this polymkeric substance has viscosity save power preferably under 30 ℃ of high shear rate conditions.
Embodiment 6:AM/NaAA/DNDA terpolymer temperature tolerance is investigated
Above-mentioned polymer formulation is become the 0.5-2% aqueous solution, under 25 ℃-122 ℃ of temperature, measure the apparent viscosity changing conditions of polymers soln, data such as Fig. 4.Can find from Fig. 4: during less than 110 ℃, along with the increase of temperature, the viscosity degradation of polymers soln is very slow in temperature.Illustrate that this polymers soln has viscosity save power preferably under comparatively high temps.
Embodiment 7:AM/NaAA/DNDA terpolymer salt resistance is investigated
Be 3000ppm at polymer concentration, at Na
+, Ca
2+, Mg
2+Concentration respectively is to survey above-mentioned polymers soln apparent viscosity under 1-12 ‰ condition, as shown in Figure 5.When the concentration of sodium ion reached 12000ppm, its viscosity was 160mg/l, and viscosity retention ratio reaches 60.38%; When the concentration of calcium ion reached 12000ppm, its viscosity was 140mPas, and viscosity retention ratio reaches 73.68%; When the concentration of magnesium ion reached 12000ppm, its viscosity was 150mPas, and viscosity retention ratio is 83.33%.Therefore this polymkeric substance has good anticalcium, magnesium ability as can be seen.
Embodiment 8:AM/NaAA/DNDA terpolymer improves recovery ratio (EOR) laboratory experiment
It is the 2000ppm aqueous solution that above-mentioned ter-polymers is mixed with concentration, shearing rate 7.34s
-1The time, apparent viscosity is 50mPa s; Total mineralization is 8000ppm, 60 ℃ of test temperatures, and simulated oil viscosity 70.34mPas, one dimension is filled out husky model, and Φ 25 * 500; Water displacing oil, mixed water injection water be with 0.5ml/min displacement simulation oil, and water ratio reaches at 98% o'clock stops water drive, then with injection speed 0.5ml/min, injects the polymers soln that 0.3PV has prepared, follow-up water 0.5ml/min, and water saturation reaches 98.8% and stops injection when above.The result shows that the polymkeric substance simulation improves oil recovery factor and can reach more than 10%.
Claims (3)
1. water-soluble hydrophobic associated polymer oil-displacing agent, it is characterized in that: this polymkeric substance has comprised acrylamide code name AM, sodium acrylate code name NaAA, N, the AM/NaAA/DNDA ter-polymers that three kinds of structural units of N-diallyl oleylamide code name DNDA constitute; Used monomer and monomer mass percentage ratio are, are benchmark with used monomer total amount, and quality is unit with the gram, AM53.5-59.9%, NaAA40-45%, DNDA0.1-1.5%; The method for making of monomer DNDA, in reactor, add 42.3g oleic acid earlier, under agitation slowly add the 10.2g phosphorus trichloride, charge temperature control is at 10-15 ℃, finish, be warmed up to 55 ℃, divide sub-cloud liquid behind the insulation reaction 2-6h, upper strata liquid is removed responseless phosphorus trichloride through evaporation, obtains the oleoyl chloride that productive rate is 98-99.5%; It is stand-by with the dichloromethane solvent dilution constant pressure funnel of packing into to go up the oleoyl chloride 12.46g that makes of step again; Add the 3.63g diallyl amine at the 250ml three-necked flask again, dilute with dichloromethane solvent, add 3.79g triethylamine and 0.02g Resorcinol again, slowly drip stand-by oleoyl chloride solution at ice bath and under constantly stirring, controlling one hour drips off, drip off back normal-temperature reaction 4-6 hour, reaction solution makes pale brown look liquid D NDA monomer through washing, pickling, saturated common salt washing, dry filter behind the evaporating solvent.
2. the synthetic method of a polymer oil-displacing agent as claimed in claim 1, it is characterized in that: in the 250ml three-necked flask, add the above-mentioned DNDA monomer that makes of 0.0361g earlier, add 0.0036gOP-10 emulsifying agent and 10g deionized water again, fully stir and treat that emulsification adds 8.0gAM in the back fully, 2.0g vinylformic acid and 1.1gNaOH, being made into monomer total mass percentage concentration is the 10-25% aqueous solution, is 7.5-11 with the pH of NaOH regulation system, logical nitrogen 20min; Add initiator ammonium persulfate solution and sodium sulfite solution then, ammonium persulphate and sodium bisulfite mol ratio are 1:1, and the initiator add-on is the 0.1-5% of monomer total mass, continue to feed nitrogen 10-20min, react 4-12h down at temperature 30-70 ℃; Use absolute ethanol washing at last three times, pulverize, oven dry makes the AM/NaAA/DNDA ter-polymers.
3. polymer oil-displacing agent according to claim 1 is characterized in that: this polymer oil-displacing agent is in oilfield application: it is the 2000ppm aqueous solution that above-mentioned ter-polymers is mixed with concentration, shearing rate 7.34s
-1The time, apparent viscosity is 50mPas, total mineralization is 8000ppm, 60 ℃ of test temperatures; Simulated oil viscosity 70.34mPas, one dimension is filled out husky model, and Φ 25 * 500, water displacing oil; Mixed water injection water is with 0.5ml/min injection speed displacement simulation oil, and water ratio reaches 98% and stops water drive when above, then with injection speed 0.5ml/min, injects this polymers soln of 0.3PV, follow-up water 0.5ml/min, and water saturation reaches 98.8% and stops injection when above; The result shows that the polymkeric substance simulation improves oil recovery factor and can reach more than 10%.
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| CN103242818B (en) * | 2013-05-03 | 2015-07-15 | 西南石油大学 | AM (acrylamide)/NaAA (sodium acrylic acid)/AMPL (N-allyl morpholinium) ternary copolymer oil displacement agent and synthesis method thereof |
| BR112018014374A2 (en) * | 2016-01-13 | 2018-12-18 | Basf Se | oil recovery method and water soluble copolymer |
| CN106749894A (en) * | 2016-11-30 | 2017-05-31 | 西南石油大学 | Oil displacement agent of quadripolymer containing maleimide structure and preparation method thereof |
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