CN100457247C - Surface active agent, its formula system and its application in tertiary oil extraction - Google Patents
Surface active agent, its formula system and its application in tertiary oil extraction Download PDFInfo
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- CN100457247C CN100457247C CNB2004100704665A CN200410070466A CN100457247C CN 100457247 C CN100457247 C CN 100457247C CN B2004100704665 A CNB2004100704665 A CN B2004100704665A CN 200410070466 A CN200410070466 A CN 200410070466A CN 100457247 C CN100457247 C CN 100457247C
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- alkyl
- surfactant
- naphthyl
- naphthoxy
- phenyl
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Abstract
The invention relates to a surface active agent synthesized from undecylenic acid as the raw material, and the use of the formulation system of the surface active agent. The formulation system can also comprise right content of auxiliary agent, salt, polymeric compounds and water through mixing homogeneously. The surface active agent oil-dispelling system or surface active agent formulated from the surface active agent formulation system, i.e. polymer dual compound oil-dispelling system and the underground crude oil can produce an ultralow interfacial tension up to 0.003-0.00001mN/m, thus can effectively dispel the residual oil in the oil reservoir, and the crude oil recovery factor can be increased by over 25%.
Description
Technical field
The present invention relates to a kind of is the synthetic novel surfactant of raw material with the undecenoic acid, and this kind surfactant formula system and the application in tertiary oil recovery thereof.
Background technology
The application surface activating agent recovers the oil to study and originates in earlier 1930s in oil exploitation technology, and the history in more than 70 year is arranged so far.Seven during the last ten years, all obtained very big development in the theory and practice, at present, formed following several injection systems basically.(1) active water drive, (2) micellar solution flooding, the displacement of reservoir oil of (3) low interfacial tension system, (4) ternary composite driving.Wherein ternary composite driving (alkali-polymer-surfactant) is a kind of new method that improves oil recovery factor that just grows up the 1980s, because this method still can obtain higher oil displacement efficiency under the situation of low surfactant consumption, therefore, it has become the new technology at economic and technical all very successful raising oil recovery factor.
After the oil field enters high water-cut stage, remaining oil with discontinuous oil film by trap in the hole of reservoir rocks, two main power that act on the oil droplet are viscaps.If use suitable surfactant system, reduce the interfacial tension between profit, just reduced the resistance that the oil droplet distortion was brought when residual oil was moved, thus oil recovery factor improved.
Yet, in the existing ternary composite oil-displacing system, the alkali that contains high concentration, as NaOH, sodium carbonate etc., in use, huge injury has been brought on stratum and oil well etc., so press for a kind of novel oil displacement system now, under the situation of alkali-free, still can form 10 with underground crude oil
-3～10
-4The ultralow interfacial tension of mN/m improves more than the oil recovery factor 20% (OOIP).The application in tertiary oil recovery of the novel surfactant of this just alkali-free ultralow interfacial tension of the present invention and formula system thereof.
Summary of the invention
The object of the present invention is to provide a kind of is the synthetic novel surfactant of raw material with the undecenoic acid, under the condition of alkali-free, still forms 10 with crude oil
-3～10
-5The ultralow interfacial tension of mN/m.
Another object of the present invention provides the application of above-mentioned surfactant formula system in tertiary oil recovery.
Through a large amount of experiment, we obtain of the present invention a kind of be the synthetic novel surfactant of raw material with the undecenoic acid, the molecular formula of this surfactant is:
Wherein: x+y=9;
X is any one integer in 0～5;
R
1Be in phenyl, alkoxyl, alkyl phenyl, dialkyl phenyl organic, phenoxy group, alkyl phenoxy, naphthyl, naphthoxy, alkyl naphthoxy, alkyl naphthyl, dialkyl group naphthyl, dialkyl group naphthoxy, Fluhyzon methylene, the alkylbenzene methylene any one; Wherein, the alkyl in the alkoxyl is C
1～C
16In any one, the alkyl in the dialkyl phenyl organic is C
2～C
16In any one, the alkyl in the alkyl phenyl is C
1～C
16In any one, the alkyl in the alkyl phenoxy is C
2～C
16In any one, the alkyl in the alkyl naphthoxy is C
1～C
16In any one, the alkyl in the alkyl naphthyl is C
1～C
16In any one, alkyl is C in the dialkyl group naphthyl
2～C
16In any one, the alkyl in the dialkyl group naphthoxy is C
2～C
16In any one, the alkyl in the Fluhyzon methylene is C
1～C
16In any one, the alkyl in the alkylbenzene methylene is C
1～C
16In any one;
R ' is
-CH
2NHCH
2CH
2COOM、
M is any one in alkali metal, monoethanolamine, diethanol amine, the triethanolamine.
In the surfactant molecule formula, be preferably in the surfactant molecule formula, x is any one integer in 0～3; R
1Be in phenyl, alkoxyl, alkyl phenyl, dialkyl phenyl organic, phenoxy group, alkyl phenoxy, naphthyl, naphthoxy, alkyl naphthoxy, alkyl naphthyl, dialkyl group naphthyl, dialkyl group naphthoxy, Fluhyzon methylene, the alkylbenzene methylene any one; Wherein, the alkyl in the alkoxyl is C
1～C
3In any one, the alkyl in the dialkyl phenyl organic is C
2～C
16In any one, the alkyl in the alkyl phenyl is C
1～C
12In any one, the alkyl in the alkyl phenoxy is C
2～C
16In any one, the alkyl in the alkyl naphthoxy is C
1～C
12In any one, the alkyl in the alkyl naphthyl is C
1～C
12In any one, the alkyl in the dialkyl group naphthyl is C
2～C
16In any one, the alkyl in the dialkyl group naphthoxy is C
2～C
16In any one, the alkyl in the Fluhyzon methylene is C
1～C
16In any one, the alkyl in the alkylbenzene methylene is C
1～C
16In any one;
R ' is
-CH
2NHCH
2CH
2COOM ,-CG
2NHCH
2COOM ,-among the COOM any one; M is any one in sodium, potassium, lithium, monoethanolamine, diethanol amine, the triethanolamine.
In the surfactant molecule formula, more preferably x be 0, R
1Be in phenyl, phenoxy group, naphthyl, naphthoxy, the alkyl naphthyl any one; Wherein, the alkyl of alkyl naphthyl is C
1～C
9In any one; R ' is
-CH
2NHCH
2CH
2COOM ,-among the COOM any one; M is any one in sodium, the potassium.Most preferably be x and be 0, R
1For naphthyl, R ' are-CH
2NHCH
2CH
2COOM, M are potassium.
The surfactant formula system that above-mentioned surfactant can be mixed with, this formula system comprise following several composition:
(1) surfactant is 0.02%～0.8% (weight);
(2) polymer is 0～0.3% (weight);
(3) salt is 0～2.0% (weight);
(4) surplus is that clear water or sewage are injected in the oil field;
Displacing surfactant system that above-mentioned surfactant formula system is mixed with or surfactant---polymer binary combination flooding oil body system can reach 10 with underground crude oil
-3～10
-5The ultralow interfacial tension of mN/m, the remaining oil in the displacement oil reservoir improves more than the oil recovery factor 25% (OOIP) effectively.
The application of formula system of the present invention in tertiary oil recovery can add polymer in formula system, polymer is a water-soluble polyacrylamide, molecular weight 300～30,000,000.It has the effect of control viscosity.In practical application, when the oil field is homogeneous formation or low permeability oil field, just do not need to add polymer, can use surfactant separately, can also be with salt; For the saturating oil field of middle and high infiltration, can use surfactant separately, can also be with salt, further the addition polymerization compound can both reach best oil displacement efficiency.
The application of formula system of the present invention in tertiary oil recovery in formula system, can add salt, and salt is sodium chloride, potassium chloride, urea.
The application of formula system of the present invention in tertiary oil recovery, in formula system, in surfactant formula system, can also add auxiliary agent, be used for improving the flowability and the solubility of surfactant formula system, described auxiliary agent is any one or the multiple auxiliary agent that mixes in alcohols, ethers, the bases.Here that usefulness is C
1～C
12Monohydric alcohol, ethylene glycol, glycerine, glycol ether, propylene glycol, sodium carbonate, sodium acid carbonate, sodium metasilicate in any one or the multiple auxiliary agent that mixes.
In the application of surfactant formula system of the present invention in tertiary oil recovery, surfactant can be a kind of, also can be several surfactants, can also further add other anion surfactants/new formula system and underground crude oil of non-ionic surface active agent composition and can reach 10
-3～10
-5The ultralow interfacial tension of mN/m improves oil recovery factor.What emphasize here is that when using in tertiary oil recovery, the binary combination flooding oil body of every displacing surfactant system or surfactant---polymer contains carboxylate surface active agent of the present invention in being, also is part of the present invention.
In sum, in actual applications, because the difference of oil field block, reservoir condition is inconsistent, the composition difference of crude oil, underground water, clay mineral, therefore at different reservoir conditions, just can select various combination, different proportion to make displacing surfactant system or surfactant---polymer binary combination flooding oil body system, to reach best oil displacement efficiency.
The present invention has the following advantages:
(1) surfactant formula system still can form 10 with underground crude oil among alkali-free the present invention under the alkali-free condition
-3～10
-5The ultralow interfacial tension of mN/m has not only overcome when using at the scene high concentration alkali to the huge injury of stratum and oil well, and compliance with environmental protection requirements, and equipment is not had injury, can reach best oil displacement efficiency;
(2) have good acid and alkali resistance and electrolyte performance and be easy to biodegradable characteristic;
(3) can improve more than the oil recovery factor 25% (OOIP), and cost is very low, can brings huge economic benefit for the oil field.
The present invention is elaborated with the following examples, and these embodiment only are used for description effect, rather than limit the scope of the invention.
If no special instructions, reagent that uses among the embodiment and tester are as follows:
One, uses reagent
11-phenoxy group undecanoic acid potassium Daqing High-tech Park Sinno Fine Chemical Co., Ltd produces
Water-soluble polyacrylamide Daqing oil field auxiliary reagent factory produces (salt-resistant polymer)
Experiment water Daqing oil field recover the oil four factory's clear water, four factory's sewage
Crude oil Daqing oil field dewatered oil
Two, tester
The production of interfacial tensimeter Texas ,Usa university is dripped in the rotation of 500 types
45 ℃ of experimental temperatures
Embodiment
Embodiment one: 11-phenoxy group undecanoic acid synthetic
160g phenol, 68g NaOH, 200ml benzene and 100ml water join in the there-necked flask of 1000ml, and 80 ℃ were reacted 4 hours down, obtain sodium phenate solution, for future use.184g undecenoic acid and 300ml absolute ether are mixed, be cooled to 0 ℃, feed dry hydrobromic acid 1.5mol, 0 ℃ was reacted 12 hours down, and ether and excessive hydrobromic acid are removed in heating, and rectification under vacuum obtains 11-bromine undecanoic acid 225g.Get 11-bromine undecanoic acid 225g and pack in the there-necked flask of a 1000ml, and be warming up to 110 ℃, the sodium phenate solution that has prepared above dripping then dripped 1 hour, reacted 4 hours.Be cooled to 60 ℃ and to regulate PH with concentrated hydrochloric acid be about 2～3 then, reacted 2 hours.Static layering is removed water layer, and oil reservoir washes with water to neutrality, drying, and rectification under vacuum gets 11-phenoxy group undecanoic acid.
Synthesizing of embodiment two 11-phenoxy group undecanoic acid potassium
Get 11-phenoxy group undecanoic acid 10g, potassium hydroxide 2.5g and 87.5g water are put into there-necked flask, and 100 ℃ were reacted 2 hours, and obtained 11-phenoxy group undecanoic acid potassium salt soln.
Synthesizing of embodiment three 11-phenoxy group undecanonitriles
Get 11-phenoxy group undecanoic acid 300g, catalyst tributyl phosphate 10g puts into the four-hole boiling flask that agitator, thermometer and condenser are housed, be warming up to 120 ℃ and begin to feed ammonia, kept this temperature 2 hours, be warming up to 300 ℃ then and continue reaction 18 hours, simultaneously the water that generates is in time removed, rectification under vacuum obtains pure 11-phenoxy group undecanonitrile.
Synthesizing of embodiment four 11-phenoxy groups 11 tertiary amine carboxybetaines
Get 11-phenoxy group undecanonitrile 300g and join in the 2000ml autoclave, add 25% NaOH ethanolic solution 350g simultaneously, thunder niobium Raney nickel 60g, with air in the nitrogen replacement still, to 3MPa, be warming up to 120 ℃ with pressurized with hydrogen, reacted 2 hours, remaining hydrogen is discharged in cooling then.Elimination Raney nickel, decompression distillation get 11-phenoxy group 11 primary amine.
With 256g 11-phenoxy group 11 primary amine, 200g industrial alcohol and 95.6g formaldehyde (37%) join in the 2000ml there-necked flask, are warming up to 60 ℃, slowly drip 300g formic acid, continue after dripping to react a few minutes, be warming up to 80 ℃ then and continue reaction 2 hours.Static layering is removed water layer, the N of rectification under vacuum, N-dimethyl-11-phenoxy group 11 tertiary amines.
N with 200g, sodium chloroacetate, 200ml water and the 300ml isopropyl alcohol of N-dimethyl-11-phenoxy group 11 tertiary amines, 137.6g joins in the 1000ml there-necked flask that has condenser and agitator, be warmed up to 70 ℃ of reactions 10 hours after fully mixing, static heating removes and anhydrates and isopropyl alcohol, with normal propyl alcohol extraction product and unreacted raw material, remove normal propyl alcohol again and use the unreacted raw material of petroleum ether extraction, remove benzinum then and obtain pure product.
Synthesizing of embodiment kind on May Day surfactant formula system
Get 11-phenoxy group 11 tertiary amine carboxybetaine 0.3g, polyacrylamide 0.25g, sodium chloride 0.8g, water 98.65g stirred 30 minutes, obtained a kind of surfactant formula system.
Embodiment six
The displacing surfactant system that 11-naphthyl 11 tertiary amine carboxybetaines are mixed with when being 0.05～0.3% (weight) and the interfacial tension of underground crude oil are 10
-3～10
-5The ultralow interfacial tension of mN/m can add salt, and the displacing surfactant system that salt is mixed with when being sodium chloride 0.1～0.8% (weight) and the interfacial tension of underground crude oil are 10
-3～10
-5The ultralow interfacial tension of mN/m, experiment water is the Daqing oil field four factory's sewage that recover the oil, crude oil is the Daqing oil field dewatered oil.What emphasize here is that when oil property changed, interfacial tension can change.
Embodiment seven
The displacing surfactant system that 11-naphthyl 11 primary amine alanine potassium surfactants are mixed with when being 0.05～0.3% (weight) and the interfacial tension of underground crude oil are 10
-4～10
-5The ultralow interfacial tension of mN/m can add salt, and the displacing surfactant system that salt is mixed with when being sodium chloride 0.1～0.8% (weight) and the interfacial tension of underground crude oil are 10
-4～10
-5The ultralow interfacial tension of mN/m, experiment water is the Daqing oil field four factory's sewage that recover the oil, crude oil is the Daqing oil field dewatered oil.What emphasize here is that when oil property changed, interfacial tension can change.
Embodiment eight
The displacing surfactant system that 11-naphthyl undecanoic acid potassium is mixed with when being 0.05～0.3% (weight) and the interfacial tension of underground crude oil are 10
-3～10
-4The ultralow interfacial tension of mN/m can add salt, and the displacing surfactant system that salt is mixed with when being sodium chloride 0.1～0.8% (weight) and the interfacial tension of underground crude oil are 10
-3～10
-4The ultralow interfacial tension of mN/m, experiment water is the Daqing oil field four factory's sewage that recover the oil, crude oil is the Daqing oil field dewatered oil.What emphasize here is that when oil property changed, interfacial tension can change.
Embodiment nine
In perm-plug method is 1000md, inject the binary slug in the core earlier, its consist of that above-mentioned surfactant (11-naphthyl 11 primary amine alanine potassium surfactants) is mixed with surfactant---polymer binary combination flooding oil body is 0.38PV (pore volume), follow-up slug 0.1PV (pore volume) polymer that reinjects can improve more than the recovery ratio 25% (OOIP) of crude oil.
Embodiment ten
In perm-plug method is 1000md, inject the binary slug in the core earlier, its consist of that above-mentioned surfactant formula system (11-naphthyl 11 tertiary amine carboxybetaines) is mixed with surfactant---polymer binary combination flooding oil body is 0.38PV (pore volume), follow-up slug 0.1PV (pore volume) polymer that reinjects can improve more than the recovery ratio 25% (OOIP) of crude oil.
Claims (8)
1, a kind of is the synthetic surfactant of raw material with the undecenoic acid, and the molecular formula of this surfactant is:
Wherein, x+y=9;
X is any one integer in 0～5;
R
1Be in phenyl, alkoxyl, alkyl phenyl, dialkyl phenyl organic, phenoxy group, alkyl phenoxy, naphthyl, naphthoxy, alkyl naphthoxy, alkyl naphthyl, dialkyl group naphthyl, dialkyl group naphthoxy, Fluhyzon methylene, the alkylbenzene methylene any one; Wherein, the alkyl in the alkoxyl is C
1～C
16In any one, the alkyl in the dialkyl phenyl organic is C
2～C
16In any one, the alkyl in the alkyl phenyl is C
1～C
16In any one, the alkyl in the alkyl phenoxy is C
2～C
16In any one, the alkyl in the alkyl naphthoxy is C
1～C
16In any one, the alkyl in the alkyl naphthyl is C
1～C
16In any one, alkyl is C in the dialkyl group naphthyl
2～C
16In any one, the alkyl in the dialkyl group naphthoxy is C
2～C
16In any one, the alkyl in the Fluhyzon methylene is C
1～C
16In any one, the alkyl in the alkylbenzene methylene is C
1～C
16In any one;
R ' is
-CH
2NHCH
2COOM ,-CH
2NHCH
2CH
2COOM,
Among-the COOM any one
M is any one in alkali metal, monoethanolamine, diethanol amine, the triethanolamine.
2, surfactant according to claim 1, in the surfactant molecule formula, x is any one integer in 0～3; R
1Be in phenyl, alkoxyl, alkyl phenyl, dialkyl phenyl organic, phenoxy group, alkyl phenoxy, naphthyl, naphthoxy, alkyl naphthoxy, alkyl naphthyl, dialkyl group naphthyl, dialkyl group naphthoxy, Fluhyzon methylene, the alkylbenzene methylene any one; Wherein, the alkyl in the alkoxyl is C
1～C
3In any one, the alkyl in the dialkyl phenyl organic is C
2～C
16In any one, the alkyl in the alkyl phenyl is C
1～C
12In any one, the alkyl in the alkyl phenoxy is C
2～C
16In any one, the alkyl in the alkyl naphthoxy is C
1～C
12In any one, the alkyl in the alkyl naphthyl is C
1～C
12In any one, the alkyl in the dialkyl group naphthyl is C
2～C
16In any one, the alkyl in the dialkyl group naphthoxy is C
2～C
16In any one, the alkyl in the Fluhyzon methylene is C
1～C
16In any one, the alkyl in the alkylbenzene methylene is C
1～C
16In any one;
R ' is
-CH
2NHCH
2CH
2COOM ,-CH
2NHCH
2COOM ,-among the COOM any one; M is any one in sodium, potassium, lithium, monoethanolamine, diethanol amine, the triethanolamine.
3, surfactant according to claim 1 and 2, in the surfactant molecule formula, x is 0, R
1Be in phenyl, phenoxy group, naphthyl, naphthoxy, the alkyl naphthyl any one; Wherein, the alkyl in the alkyl naphthyl is C
1～C
9In any one; R ' is
-CH
2NHCH
2CH
2COOM ,-among the COOM any one; M is any one in sodium, the potassium.
4, surfactant according to claim 3, in the surfactant molecule formula, x is 0, R
1For naphthyl, R ' are-CH
2NHCH
2CH
2COOM, M are potassium.
5, the surfactant formula system that is mixed with of the described surfactant of claim 1, this formula system comprises following several composition:
(1) surfactant is 0.02%～0.8% (weight);
(2) polymer is 0～0.3% (weight);
(3) salt is 0～2.0% (weight);
(4) surplus is that clear water or sewage are injected in the oil field.
6, surfactant formula system according to claim 5 is characterized in that, polymer is a water-soluble polyacrylamide, molecular weight 300～3,000 ten thousand.
7, surfactant formula system according to claim 5 is characterized in that, salt is sodium chloride, potassium chloride, any one in the urea.
8, the application of surfactant formula system according to claim 5 in tertiary oil recovery is characterized in that, for low permeability oil field, uses surfactant separately, for the saturating oil field of middle and high infiltration, uses surfactant separately, further the addition polymerization compound.
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|---|---|---|---|
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|---|---|---|---|
| CNB2004100704665A CN100457247C (en) | 2004-08-04 | 2004-08-04 | Surface active agent, its formula system and its application in tertiary oil extraction |
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|---|---|
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| CN100457247C true CN100457247C (en) | 2009-02-04 |
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| CN101629073B (en) * | 2009-07-01 | 2012-03-07 | 孙安顺 | Preparation method of stable oil displacement agent for clay and application thereof |
| CN104263345A (en) * | 2014-09-12 | 2015-01-07 | 大连东方创新科技有限公司 | Betaine surfactant combination flooding system and application thereof |
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