CN104830301A - Vesicle oil displacement agent formed from gemini surfactant, and applications of vesicle oil displacement agent in crude oil recovery rate increase - Google Patents
Vesicle oil displacement agent formed from gemini surfactant, and applications of vesicle oil displacement agent in crude oil recovery rate increase Download PDFInfo
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- CN104830301A CN104830301A CN201510172738.0A CN201510172738A CN104830301A CN 104830301 A CN104830301 A CN 104830301A CN 201510172738 A CN201510172738 A CN 201510172738A CN 104830301 A CN104830301 A CN 104830301A
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- 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
- C09K8/584—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 surfactants
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2208/00—Aspects relating to compositions of drilling or well treatment fluids
- C09K2208/06—Structured surfactants, i.e. well drilling or treating fluids with a lamellar or spherulitic phase
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Abstract
The present invention relates to a vesicle oil displacement agent formed from a gemini surfactant, wherein a gemini surfactant and mineralized water are mixed to prepare the vesicle oil displacement agent, the mass concentration of the gemini surfactant is 0.02-0.2 wt%, the gemini surfactant molecule contains at least two negatively-charged polar hydrophilic groups and one or two hydrophobic groups, the single hydrophobic carbon chain length is 8-24, and the single hydrophobic carbon chain contains the benzene ring or naphthenic group. According to the present invention, the vesicle oil displacement agent formed from the gemini surfactant has the strong interface adsorption trend, the vesicle oil displacement agent and crude oil can form the ultra-low interface tension of 10<-3> mN.m<-1> without addition of any alkalis, the effect generation time is short, the interface tension can be reduced to 10<-3> mN.m<-1> within 10-15 min, and the vesicle oil displacement agent can be separately used or the vesicle oil displacement agent and a polymer can form a binary oil displacement system, and can be used in tertiary oil recovery so as to improve the crude oil recovery rate.
Description
Technical field
The present invention relates to the vesica oil-displacing agent that a kind of Gemini surface active agent is formed, oil water interfacial tension can be down to ultralow (10 fast
-3mNm
-1), be applied in tertiary oil recovery and improve oil recovery factor, belong to technical field of oilfield chemistry.
Background technology
Oil is as the very important nonrenewable resource of one, along with economy rapid growth, society sharply rises to petroleum demand, and find that the possibility of larger reserves oil reservoir reduces again, the recovery ratio improving developed field is got most of the attention, takes the recovery ratio of technique means raising developed field extremely urgent.
In oil production process, in oil reservoir, the flowing of fluid is by the impact of the geologic agent such as Reservoir Sandstones pore texture, system wettability, is also subject to the impact of the factors such as crude oil/water interface simultaneously.Because tensio-active agent has interfacial activity, can significantly reduce oil/water interfacial tension, increase capillary number, and impel crude oil desorption and effectively disperseing on rock, realizing the effective driving to irreducible oil, thus improve recovery ratio, is therefore the most frequently used oil-displacing agent.Oil water interfacial tension is made to be down to ultralow 10
-3mNm
-1, be the important indicator of screening tensio-active agent as chemical oil displacement agent.
At present, the potentiality to be exploited of high salinity reservoir is larger, but due to the challenge that the salt resistance of high salinity Surfactant is brought, most surfactant system precipitates and loses interfacial activity under high salt condition, can be applicable to oil-displacing agent and correlation technique famine that high salinity reservoir improves recovery ratio.
Summary of the invention
For the deficiencies in the prior art, the invention provides the vesica oil-displacing agent that a kind of Gemini surface active agent is formed, oil water interfacial tension can be down to ultralow by the vesica oil-displacing agent that Gemini surface active agent is formed, and is applicable to being applied to enhancing crude oil recovery efficiency in tertiary recovery.The vesica oil-displacing agent that Gemini surface active agent of the present invention is formed, has good adaptability to mineralized water, under high salt condition, also can form vesica, interfacial tension can be made to reduce further, is particularly suitable for high salinity reservoir and improves oil recovery factor.
Technical scheme of the present invention is as follows:
Gemini surface active agent formed a vesica oil-displacing agent, it is characterized in that, described vesica oil-displacing agent be by Gemini surface active agent at 20-30 DEG C, add in mineralized water stir 0.2 ~ 0.5h, obtain;
In vesica oil-displacing agent, the mass concentration of described Gemini surface active agent is 0.02% ~ 0.2wt%, and the total mineralization of described mineralized water is 20000 ~ 24000ppm;
Described Gemini surface active agent molecule contains at least two electronegative polar hydrophilic groups and one or two hydrophobic grouping; Single hydrophobic group carbon chain lengths is C8-C24 and contains phenyl ring or cycloalkyl.
The present invention is preferred, and the mass concentration of Gemini surface active agent is 0.08% ~ 0.18wt%, and the total mineralization of mineralized water is 22000 ~ 23000ppm.
The present invention is preferred, and the mass concentration of Gemini surface active agent is 0.10% ~ 0.15wt%.
The present invention is preferred, and the mass concentration of Gemini surface active agent is 0.16% ~ 0.18wt%.
The present invention is preferred, and described Gemini surface active agent is two p alkylphenylaceticacid, the two carboxylate salt of two alkyl diphenyl ether or dimer carboxylate anion Gemini surface active agent.
Above-mentioned pair of p alkylphenylaceticacid can be prior art, and the present invention is preferred, obtains as follows:
(1) primary alconol and thionyl chloride mix with the ratio of mol ratio 1:2, add dimethyl formamide (DMF) catalyzer and are heated to 60 ~ 80 DEG C, and reaction 7 ~ 9h, adds catalyzer and obtain alkyl chloride;
(2) alkyl chloride is mixed with phenyl ether, the mass ratio 1:2 of alkyl chloride and phenyl ether, add aluminum trichloride (anhydrous) as catalyzer, the mol ratio of catalyzer and phenyl ether is (2 ~ 3): (6 ~ 10), be heated to 60 ~ 80 DEG C, reaction 3 ~ 5h, after suction filtration and underpressure distillation, obtains two alkyl diphenyl ether;
(3) in two alkyl diphenyl ether, add the oleum of mass concentration 30-40%, in two alkyl diphenyl ether, the mol ratio of phenyl ether and oleum is 1:(2 ~ 3), mol ratio=1:(2 ~ 4 of alkyl and oleum in two alkyl diphenyl ether), temperature of reaction=50 ~ 60 DEG C, reaction times=0.5 ~ 1h, obtained two alkyl diphenyl ether sulfonate after filtering, purifying.
The structural formula of two alkyl diphenyl ether sulfonate is as follows:
Wherein: R
1=C
nh
2n+1; R
2=H or C
nh
2n+1;
The application of the vesica oil-displacing agent that above-mentioned Gemini surface active agent is formed, recovery ratio is improved after being applied to common low-permeability oil deposit, carbonate oil reservoir, conventional sandstone oil reservoir late high water content period or polymer injection, the salinity range of Gemini surface active agent vesica oil-displacing agent tolerance is: total mineralization 0-30,000ppm, calcium ions and magnesium ions total concn 0-1,000ppm.
The technical characterstic of the vesica oil-displacing agent that Gemini surface active agent of the present invention is formed and beneficial effect:
Gemini surface active agent of the present invention not only oneself can form vesica oil-displacing agent under calcium ions and magnesium ions induction, and and other tensio-active agent or vesica associative structure also can be kept not to be destroyed with the composite use of polymkeric substance.This vesica has stronger water-oil interface adsorption tendency, and assemble in situ forms predetermined interfacial layer, oil water interfacial tension is down to ultralow, lower than 10-
3mNm-
1, at induced adsorption behind interface, the interfacial layer that assembling produces affects less by crude oil composition, has good oil reservoir conformability.This vesica oil-displacing agent also possesses following good characteristic:
(1) the vesica oil-displacing agent interfacial adsorption trend of Gemini surface active agent formation of the present invention is strong, can form 10 without the need to adding any alkali with crude oil
-3mNm
-1ultra low interfacial tension, and it is short to cause the effect time, can in 10-15 minute by interfacial tension lowering to 10
-3mNm
-1.
(2) working concentration is low, and to the oil phase strong adaptability of difference composition, interfacial tension, much smaller than current on-the-spot oil-displacing agent consumption, can be reached 10 by consumption
-3mNm
-1the order of magnitude, be conducive to the production cost that reduction by three is adopted.
(3) the vesica oil-displacing agent that Gemini surface active agent of the present invention is formed still can reduce interfacial tension preferably under higher salinity, and salt resistance is good, Heat stability is good, in the recovery ratio improving high salinity reservoir, have great application prospect.
(4) the present invention forms single, avoids because in component, the difference of character causes ultra-low surface tension to disappear to a certain extent, and technique is simple, and reaction is easy to control, applied range.
Accompanying drawing explanation
Fig. 1 is the transmission electron microscope photo of the vesica oil-displacing agent that embodiment 1 obtains;
Fig. 2 is the transmission electron microscope photo of the vesica oil-displacing agent that embodiment 2 obtains.
Embodiment
Below in conjunction with embodiment and accompanying drawing, the present invention will be further described, but be not limited only to this.
Embodiment 1:
The vesica oil-displacing agent that Gemini surface active agent is formed is that adding total mineralization is stir 0.5h in the mineralized water of 20000ppm by Gemini surface active agent at 25 DEG C, obtains forming vesica oil-displacing agent; Mineralized water ionic group becomes sodium ion, calcium ion, magnesium ion and chlorion.
In vesica oil-displacing agent, the mass concentration of Gemini surface active agent is 0.18wt%, and its electron-microscope scanning figure as shown in Figure 1.Gemini surface active agent is two dodecyl diphenyl oxide disulfonic acid sodium.
Product is carried out interfacial tension test:
1, testing tool: TEXAS-500 rotates and drips interfacial tensimeter
2, temperature: 50 DEG C,
3, crude oil: experimental standard crude oil (Shengli Oil Field provides)
4, water: distilled water
5, vesica oil-displacing agent: embodiment 1, main component (w%)
The sample hose filling previous solu is put into, after stablizing half an hour, add about 1 microlitre Shengli crude, according to GB SY/T5370-1999 method with microsyringe, between read interfacial tension at regular intervals, reached 0.00381mN/m at 10 minutes with interface stress.
The vesica oil-displacing agent of different working concentration is on the impact of interfacial tension, and result is as shown in table 1:
Table 1
| Vesica oil-displacing agent concentration (wt%) | Interfacial tension (mNm -1) |
| 0.1 | 0.015 |
| 0.15 | 0.0102 |
| 0.18 | 0.00381 |
| 0.25 | 0.00378 |
| 0.30 | 0.00359 |
| 0.35 | 0.00362 |
| 0.4 | 0.00338 |
Embodiment 2:
The vesica oil-displacing agent that Gemini surface active agent is formed is that adding total mineralization is stir 0.5h in the mineralized water of 23000ppm by Gemini surface active agent at 30 DEG C, obtains forming vesica oil-displacing agent; Mineralized water ionic group becomes calcium ion, magnesium ion and chlorion.
In vesica oil-displacing agent, the mass concentration of Gemini surface active agent is 0.1wt%, and its electron-microscope scanning figure as shown in Figure 2.Gemini surface active agent is the two carboxylic acid sodium of two dodecyl diphenyl oxide.
Product is carried out interfacial tension test, and the testing tool of use, crude oil, water, temperature are with embodiment 1;
Vesica oil-displacing agent: embodiment 2, main component (w%)
The sample hose filling previous solu is put into, after stablizing half an hour, add about 1 microlitre Karamay, Xinjiang crude oil, according to GB SY/T5370-1999 method with microsyringe, between read interfacial tension at regular intervals, reached 0.00831mN/m at 15 minutes with interface stress.
The vesica oil-displacing agent of different working concentration is on the impact of interfacial tension, and result is as shown in table 2:
Table 2
| Vesica oil-displacing agent concentration (w%) | Interfacial tension (mNm -1) |
| 0.05 | 0.0156 |
| 0.1 | 0.00831 |
| 0.15 | 0.00820 |
| 0.2 | 0.00819 |
| 0.25 | 0.00752 |
| 0.3 | 0.00748 |
| 0.35 | 0.00736 |
Embodiment 3:
The vesica oil-displacing agent that Gemini surface active agent is formed is that adding total mineralization is stir 0.5h in the mineralized water of 21000ppm by Gemini surface active agent at 30 DEG C, obtains forming vesica oil-displacing agent; Mineralized water ionic group becomes calcium ion, magnesium ion and chlorion.
In vesica oil-displacing agent, the mass concentration of Gemini surface active agent is 0.08wt%, and Gemini surface active agent is dimer carboxylic acid sodium.
Product is carried out interfacial tension test, and the testing tool of use, crude oil, water, temperature are with embodiment 1;
Vesica oil-displacing agent: embodiment 3, main component (w%)
The vesica oil-displacing agent of different working concentration is on the impact of interfacial tension, and result is as shown in table 3:
Table 3
| Vesica oil-displacing agent concentration (w%) | Interfacial tension (mNm -1) |
| 0.05 | 0.0125 |
| 0.08 | 0.00645 |
| 0.1 | 0.00638 |
| 0.15 | 0.00582 |
| 0.2 | 0.00579 |
| 0.25 | 0.00565 |
| 0.3 | 0.00570 |
Comparative example: commercially available pair of dodecyl diphenyl oxide disulfonic acid sodium
Salt resistance is tested:
The two p alkylphenylaceticacid of the vesica oil-displacing agent of embodiment 1-3 and commercially available prod is by simulated formation aquametry surface tension under similarity condition, and test result is as shown in table 5:
The composition of table 4 simulated formation water
The vesica oil-displacing agent of table 5 embodiment 1-3 and comparative example are to the interfacial tension of simulated formation water
| Product | Interfacial tension (mNm -1) |
| Embodiment 1 | 0.00381 |
| Embodiment 2 | 0.00831 |
| Embodiment 3 | 0.00645 |
| Comparative example | 0.0128 |
Result: from table 5, under salinity is greater than 30000mg/L condition, the vesica oil-displacing agent of embodiments of the invention 1-3 has ultralow surface tension, and comparative example is under high salt condition, do not possess surfactivity, the present invention has good salt resistance, can meet the service requirements of high salinity reservoir.
Claims (7)
1. Gemini surface active agent formed a vesica oil-displacing agent, it is characterized in that, described vesica oil-displacing agent be by Gemini surface active agent at 20-30 DEG C, add in mineralized water stir 0.2 ~ 0.5h, obtain;
In vesica oil-displacing agent, the mass concentration of described Gemini surface active agent is 0.02% ~ 0.2wt%, and the total mineralization of described mineralized water is 20000 ~ 24000ppm;
Described Gemini surface active agent molecule contains at least two electronegative polar hydrophilic groups and two hydrophobic groupings; Single hydrophobic group carbon chain lengths is C8-C24 and contains phenyl ring or cycloalkyl.
2. the vesica oil-displacing agent of Gemini surface active agent formation according to claim 1, it is characterized in that, the mass concentration of Gemini surface active agent is 0.08% ~ 0.18wt%, and the total mineralization of mineralized water is 22000 ~ 23000ppm.
3. the vesica oil-displacing agent of Gemini surface active agent formation according to claim 2, it is characterized in that, the mass concentration of Gemini surface active agent is 0.10% ~ 0.15wt%.
4. the vesica oil-displacing agent of Gemini surface active agent formation according to claim 2, it is characterized in that, the mass concentration of Gemini surface active agent is 0.16% ~ 0.18wt%.
5. the vesica oil-displacing agent of Gemini surface active agent formation according to claim 1, it is characterized in that, described Gemini surface active agent is two p alkylphenylaceticacid, dimeric carboxylate gemini surfactant or alkylamidoalkyl diphenyl oxide disulfonate.
6. the vesica oil-displacing agent of Gemini surface active agent formation according to claim 5, it is characterized in that, two p alkylphenylaceticacid obtains as follows:
(1) primary alconol and thionyl chloride mix with the ratio of mol ratio 1:2, add dimethyl formamide (DMF) catalyzer and are heated to 60 ~ 80 DEG C, and reaction 7 ~ 9h, adds catalyzer and obtain alkyl chloride;
(2) alkyl chloride is mixed with phenyl ether, the mass ratio 1:2 of alkyl chloride and phenyl ether, add aluminum trichloride (anhydrous) as catalyzer, the mol ratio of catalyzer and phenyl ether is (2 ~ 3): (6 ~ 10), be heated to 60 ~ 80 DEG C, reaction 3 ~ 5h, after suction filtration and underpressure distillation, obtains two alkyl diphenyl ether;
(3) in two alkyl diphenyl ether, add the oleum of mass concentration 30-40%, in two alkyl diphenyl ether, the mol ratio of phenyl ether and oleum is 1:(2 ~ 3), mol ratio=1:(2 ~ 4 of alkyl and oleum in two alkyl diphenyl ether), temperature of reaction=50 ~ 60 DEG C, reaction times=0.5 ~ 1h, obtained two alkyl diphenyl ether sulfonate after filtering, purifying.
7. the application of the vesica oil-displacing agent of Gemini surface active agent formation according to claim 1, can apply separately or with polymer formation binary displacement oil system, recovery ratio is improved after being applied to low-permeability oil deposit, carbonate oil reservoir, conventional sandstone oil reservoir late high water content period or polymer injection, the salinity range of Gemini surface active agent vesica oil-displacing agent tolerance is: total mineralization 0-30,000ppm, calcium ions and magnesium ions total concn 0-1,000ppm.
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Cited By (12)
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| CN107022346A (en) * | 2016-11-15 | 2017-08-08 | 陕西邦希化工有限公司 | A kind of complexed surfactant system with high emulsibility energy and preparation method thereof |
| CN107629778A (en) * | 2017-11-01 | 2018-01-26 | 南阳理工学院 | A kind of displacement of reservoir oil Gemini complexed surfactants and preparation method thereof |
| CN109415621A (en) * | 2016-07-12 | 2019-03-01 | 陶氏环球技术有限责任公司 | The foaming and molding composition of oil recycling is assisted for steam |
| CN110982505A (en) * | 2019-11-20 | 2020-04-10 | 中国石油天然气股份有限公司 | Compact oil reservoir permeability-increasing oil displacement system and preparation and application thereof |
| CN111303855A (en) * | 2020-04-09 | 2020-06-19 | 四川捷贝通能源科技有限公司 | Nano emulsion miscible oil displacement agent and preparation method thereof |
| CN113088273A (en) * | 2021-04-07 | 2021-07-09 | 北京首科油源科技有限公司 | Preparation method of nano microcapsule fracturing fluid and fracturing fluid performance evaluation method |
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| US11174424B2 (en) | 2019-01-02 | 2021-11-16 | Petrochina Company Limited | Core-shell structured anionic nano microemulsion system, and preparation and application thereof |
| CN113789163A (en) * | 2021-11-02 | 2021-12-14 | 山东滨州昱诚化工科技有限公司 | Salt-tolerant nano-film oil displacement agent for oil field |
| US11505734B2 (en) | 2019-01-02 | 2022-11-22 | Petrochina Company Limited | Nonionic Gemini surfactant of (octylphenol polyoxyethylene ether disubstituted) dicarboxylic acid diphenyl ether and its synthesis method |
| US11629283B2 (en) | 2019-01-02 | 2023-04-18 | Petrochina Company Limited | N,N,N′,N′-tetradodecyl-substituted diphenyl ether sulfonate anionic Gemini surfactant and synthesis method thereof |
| CN116376531A (en) * | 2023-04-17 | 2023-07-04 | 山西潞安煤基清洁能源有限责任公司 | Self-emulsifying ultralow interfacial tension oil displacement agent and preparation method thereof |
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| CN107022346B (en) * | 2016-11-15 | 2021-03-02 | 陕西邦希化工有限公司 | Composite surfactant system with high emulsifying performance and preparation method thereof |
| CN107022346A (en) * | 2016-11-15 | 2017-08-08 | 陕西邦希化工有限公司 | A kind of complexed surfactant system with high emulsibility energy and preparation method thereof |
| CN107629778A (en) * | 2017-11-01 | 2018-01-26 | 南阳理工学院 | A kind of displacement of reservoir oil Gemini complexed surfactants and preparation method thereof |
| CN107629778B (en) * | 2017-11-01 | 2020-06-23 | 南阳理工学院 | Gemini composite surfactant for oil displacement and preparation method thereof |
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| US11629283B2 (en) | 2019-01-02 | 2023-04-18 | Petrochina Company Limited | N,N,N′,N′-tetradodecyl-substituted diphenyl ether sulfonate anionic Gemini surfactant and synthesis method thereof |
| US11505734B2 (en) | 2019-01-02 | 2022-11-22 | Petrochina Company Limited | Nonionic Gemini surfactant of (octylphenol polyoxyethylene ether disubstituted) dicarboxylic acid diphenyl ether and its synthesis method |
| US11174424B2 (en) | 2019-01-02 | 2021-11-16 | Petrochina Company Limited | Core-shell structured anionic nano microemulsion system, and preparation and application thereof |
| CN110982505B (en) * | 2019-11-20 | 2021-08-03 | 中国石油天然气股份有限公司 | Compact oil reservoir permeability-increasing oil displacement system and preparation and application thereof |
| CN110982505A (en) * | 2019-11-20 | 2020-04-10 | 中国石油天然气股份有限公司 | Compact oil reservoir permeability-increasing oil displacement system and preparation and application thereof |
| US11802233B2 (en) | 2019-11-20 | 2023-10-31 | Petrochina Company Limited | Permeability-enhancing flooding system for tight oil reservoirs, and preparation and use thereof |
| CN111303855A (en) * | 2020-04-09 | 2020-06-19 | 四川捷贝通能源科技有限公司 | Nano emulsion miscible oil displacement agent and preparation method thereof |
| CN113088273A (en) * | 2021-04-07 | 2021-07-09 | 北京首科油源科技有限公司 | Preparation method of nano microcapsule fracturing fluid and fracturing fluid performance evaluation method |
| CN113789163A (en) * | 2021-11-02 | 2021-12-14 | 山东滨州昱诚化工科技有限公司 | Salt-tolerant nano-film oil displacement agent for oil field |
| CN116376531A (en) * | 2023-04-17 | 2023-07-04 | 山西潞安煤基清洁能源有限责任公司 | Self-emulsifying ultralow interfacial tension oil displacement agent and preparation method thereof |
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