CN1272393A - Alkyl benzene sulfonate surfactant, its preparation method and application in tertiary oil recovery - Google Patents
Alkyl benzene sulfonate surfactant, its preparation method and application in tertiary oil recovery Download PDFInfo
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- CN1272393A CN1272393A CN99106077.6A CN99106077A CN1272393A CN 1272393 A CN1272393 A CN 1272393A CN 99106077 A CN99106077 A CN 99106077A CN 1272393 A CN1272393 A CN 1272393A
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Abstract
The present invention relates to a kind of alkyl benzene sulfonate surfactant and its preparation method and application. It uses the heavy alkylbenzene as raw material to synthesis alkyl benzene sulfonate by means of sulfonation reaction. Its raw material is easily available, preparation cost is low and its product property is stable. This alkyl benzene sulfonate can be compounded with other surfactant to obtain good synergistic effect, and can be mixed with crude oil to form ultra-low interfacial tension, and the core oil displacement tests of its ternary combination flooding compounding system show that it can greatly reduce water content and form oil-enriched zone, and as compared with water drive, its average recovery efficiency can be raised by 20%. It can be used as oil displacement agent and compounding agent in tertiary oil recovery.
Description
The present invention relates to oil field (displacement of reservoir oil) with surfactant and preparation and application, specifically, for the oil field with alkyl benzene sulfonate surfactant, its preparation method and as the application of oil displacement agent in tertiary oil recovery.
The application surface activating agent recovers the oil to study and originates in early thirties in petroleum technology, so far the history in existing more than 60 year.Six during the last ten years, all obtained very big development in the theory and practice.At present, following several injection systems have been formed basically.(1) active water drive; (2) micellar solution flooding; (3) the low interfacial tension system is recovered the oil; (4) ternary composite driving.Wherein ternary composite driving (alkali+polymer+surfactant) is a kind of new method that improves recovery ratio that the eighties just grows up in this century, because this method still can obtain higher oil displacement efficiency under the situation of low surfactant consumption significantly, therefore, it becomes the new technology in economic and technical raising recovery ratio that can both be successful.
After the oil field enters high water-cut stage, remaining oil with discontinuous oil clot by trap in the reservoir rocks hole, two main power that act on the oil droplet are adhesive tape power and capillary force.As use suitable surfactant system, reduce the interfacial tension between profit, just reduced the resistance that the oil droplet distortion is brought when using residual oil to move, thus oil displacement efficiency improved.
Yet employed surfactant price is more expensive in ternary composite driving at present, and large usage quantity has not only increased the cost of investment of chemical agent in the ternary composite driving, and it can not form excellent compatibility with the oil field in use.
Purpose of the present invention, be to provide can be when composite the alkyl benzene sulfonate surfactant with low cost of tool low interfacial tension, low adsorbance and good compatibility;
Another object of the present invention is to provide a kind of easy, practical method for preparing the abovementioned alkyl benzene sulfonate surfactant;
A further object of the present invention is to provide the abovementioned alkyl benzene sulfonate surfactant as the application of oil displacement agent in tertiary oil recovery;
A purpose in addition of the present invention is to provide the abovementioned alkyl benzene sulfonate surfactant as composite dose of application in tertiary oil recovery in the ternary composite driving.
Technical solution of the present invention comprises:
With the preparation of following method, the alkyl benzene sulfonate surfactant of molecular weight between 380-450, described preparation method may further comprise the steps:
A) select C
10-C
22Between heavy alkyl benzene be raw material;
B) sulfonation-at 60-100 ℃ of SO that uses 2.0-10.0% concentration down
3, press SO
3With the heavy alkyl benzene mol ratio be that the ratio of 1.0-2.5 is with the heavy alkyl benzene sulfonation; Under sulfonation temperature, wore out 0.2-1 hour afterwards, obtain the intermediate product alkyl benzene sulphonate;
C) neutralization-under 40-100 ℃, use in the alkali lye of 20%-40% and b) product to pH value is 8-9, obtains alkylbenzenesulfonate.
Technical solution of the present invention also comprises the preparation method of abovementioned alkyl benzene sulfonate surfactant, may further comprise the steps:
A) select C
10-C
22Between heavy alkyl benzene be raw material;
B) sulfonation-at 60-100 ℃ of SO that uses 2.0-10.0% concentration down
3, press SO
3With the heavy alkyl benzene mol ratio be that the ratio of 1.0-2.5 is with the heavy alkyl benzene sulfonation; Under sulfonation temperature, wore out 0.2-1 hour afterwards, obtain the intermediate product alkyl benzene sulphonate;
C) neutralization-under 40-100 ℃, use in the alkali lye of 20%-40% and b) product to pH value is 8-9, obtains alkylbenzenesulfonate.
Above-mentioned steps a) middle raw material is 0
#, 1
#Or 2
#Heavy alkyl benzene.Be preferably 2
#Heavy alkyl benzene;
Among the above-mentioned preparation method, step b) is preferably under 48-52 ℃ carries out.
Above-mentioned preparation method, alkali lye described in the step c) is NaOH or potassium hydroxide.Used alkyl benzene sulphonate and the NaOH of 20-40% or potassium hydroxide weight ratio are 2: 1.
Technical scheme of the present invention further comprises described alkyl benzene sulfonate surfactant as the application of oil displacement agent in tertiary oil recovery, and described alkyl benzene sulfonate surfactant is as composite dose of application in tertiary oil recovery in the ternary composite driving.
The present invention includes following accompanying drawing:
Fig. 1 is an alkylbenzenesulfonate preparation technology flow chart of the present invention;
Fig. 2 is an alkylbenzenesulfonate compound system adsorption isotherm of the present invention;
Fig. 3 is applied to oil displacement efficiency curve in the ternary composite driving for alkylbenzenesulfonate of the present invention.
Below with reference to the drawings and specific embodiments, describe in detail technology contents of the present invention with and the significant technique effect that brings.
Embodiment one, with 0
#Heavy alkyl benzene is the feedstock production alkylbenzenesulfonate
According to the technological process of Fig. 1, this example is with 0 of Fushun Xi Huachang generation
#Heavy alkyl benzene (C
10-C
22) double centner, with concentration be 5.5% sulfur trioxide (SO
3) to squeeze into treating capacity together be that sulfonation temperature is 60 ℃ in 1 ton/hour the film sulfonator for 110 kilograms of gases, sulfonating reaction is instantaneous successive reaction; Product is behind gas-liquid separator, and liquid partly enters aging still 60 ℃ of aging half an hour, in squeezing into afterwards and still, to in and to add about double centner concentration in the still be 20% sodium hydroxide solution, under 60 ℃, carry out neutralization reaction, stir after 2 hours, adjust the pH value to 8-9 with NaOH; With in and still in product put into the extraction kettle that 750 kilogram of 60% aqueous isopropanol is housed, keep temperature 60 degree, 0.5 after hour, stop extraction, extract is put into distillation still, in the distillation down of 100 degree, the isopropanol recovering of volatilization is to the extractant storage tank, and residual component is product sodium alkyl benzene sulfonate DQ-1.
Embodiment two, 1
#Heavy alkyl benzene prepares alkylbenzenesulfonate
With the technological process of embodiment one, wherein, raw materials used is 0
#Heavy alkyl benzene is through cutting by 1 of 70% cut
#Heavy alkyl benzene (C
14-C
20); Products obtained therefrom is sodium alkyl benzene sulfonate DQ-2.
Embodiment three, 2
#Heavy alkyl benzene prepares alkylbenzenesulfonate
With the technological process of embodiment one, wherein, raw materials used is 0
#Heavy alkyl benzene is through cutting by 2 of 60% cut
#Heavy alkyl benzene (C
14-C
18); Products obtained therefrom is sodium alkyl benzene sulfonate DQ-3.
Embodiment four, preparation benzene sulfonamide acid potassium salt
With the technological process of embodiment three, wherein, the used alkali lye of neutralization reaction is 40% potassium hydroxide, and neutral temperature is 55 degree; Products obtained therefrom is alkyl benzene sulphonate potassium DQ-4.
Embodiment five, preparation alkyl benzene sulphonate sodium salt
With the technological process of embodiment three, wherein, sulfonation temperature is 80 degree; SO
3Concentration is 2.0%, and consumption is 120 kilograms, products obtained therefrom sodium alkyl benzene sulfonate DQ-5.
Embodiment six, preparation alkyl benzene sulphonate sodium salt
With the technological process of embodiment three, wherein, sulfonation temperature is 100 degree; SO
3Concentration is 10.0%, and consumption is a double centner, products obtained therefrom sodium alkyl benzene sulfonate DQ-6.
Embodiment seven, preparation alkyl benzene sulphonate sodium salt
With the technological process of embodiment three, wherein, extractant is 60% ethanolic solution, and extraction temperature is 70 degree, products obtained therefrom sodium alkyl benzene sulfonate DQ-7.
The alkylbenzenesulfonate of the foregoing description one to seven preparation forms and performance is listed in table 1
The composition of table 1 alkylbenzenesulfonate and performance
| The embodiment product | Activating agent % | Mean molecule quantity | Interfacial tension * mN/m | |
| Not composite | After composite | |||
| DQ-1 DQ-2 DQ-3 DQ-4 DQ-5 DQ-6 DQ-7 | 55.0 50.0 51.9 53.4 54.7 53.3 51.8 | 385 403 418 420 421 420 448 | 6.5×10 -26.6×10 -26.1×10 -21.7×10 -23.6×10 -25.1×10 -28.9×10 -2 | 6.8×10 -31.9×10 -33.3×10 -38.5×10 -36.8×10 -31.6×10 -35.2×10 -3 |
* interfacial tension condition determination: grand celebration four factory's crude oil, activity concentration 0.2%, NaOH concentration 0.8%
Determining instrument is that TEXAS-500 revolves interfacial tensimeter
The application of embodiment eight, alkylbenzenesulfonate of the present invention-composite petroleum carboxylate
By the synthetic alkylbenzenesulfonate (DQ) of fixed process conditions with petroleum carboxylate composite after, can form ultralow interfacial tension (measurement result sees Table 2) with Daqing crude oil under alkali concn and the conditions of mixture ratios very widely, illustrate that alkylbenzenesulfonate of the present invention and the petroleum carboxylate cooperative effect after composite is fine, can be used as oil displacement agent and be used for tertiary oil production in oil field, for new approach has been opened up in its application.The interfacial tension measurement result of table 2 alkylbenzenesulfonate (MS-45) and petroleum carboxylate (9732) compound system (condition determination: 45 ℃, NaOH 1.2%, grand celebration source oil, oil displacement agent concentration is commodity concentration in the table)
| Compound proportion (9732/DQ-5) | 0/1 | 1/0 | 3/1 | 5/1 | 8/1 | 16/1 | 48/1 | 100/1 | 300/1 |
| DQ-5％ | 0.125 | 0 | 0.33 | 0.2 | 0.125 | 0.0625 | 0.0208 | 0.01 | 0.0033 |
| 9732％ | 0 | 1 | 1 | 1 | 1 | 1 | 1 | 1 | 1 |
| Interfacial tension mN/m | 8.09×10 -2 | 1.58×10 -2 | 1.17×10 -2 | 5.38×10 -3 | 1.90×10 -3 | 1.42×10 -3 | 1.83×10 -4 | 8.53×10 -4 | 4.42×10 -4 |
Application-the ternary composite driving of embodiment nine, alkylbenzenesulfonate of the present invention
By synthetic alkylbenzenesulfonate (DQ) sample of above-mentioned technological process, be re-dubbed ternary composite driving with NaOH-polymer, and all can form ultralow boundary tension force between the crude oil of Daqing oil field different blocks, measurement result sees Table 3,4.Illustrate that alkylbenzenesulfonate of the present invention can be used as composite dose of ternary composite driving, is applied among the tertiary oil recovery.
Table 3 and grand celebration two factory's crude oil interfacial tension (mN/m) measurement results (determining instrument TEXAS-500 spinning drop interfacial tensiometer, 45 ℃ of temperature, rotating speed 500rpm, working substance concentration 0.2%) of recovering the oil
| Sample number into spectrum | ??????????????????????????????????????NaOH％ | |||||
| 0.1 | 0.3 | 0.5 | 0.75 | 1.0 | 1.5 | |
| DQ-3 | 9.3×10 -2 | 9.1×10 -3 | 1.3×10 -3 | 6.6×10 -3 | 9.1×10 -3 | 1.9×10 -3 |
| DQ-4 | 1.0×10 -2 | 1.8×10 -3 | 4.8×10 -4 | 3.0×10 -3 | 6.4×10 -3 | 1.8×10 -2 |
Table 4 and grand celebration four factory's crude oil interfacial tension (mN/m) measurement results (determining instrument TEXAS-500 spinning drop interfacial tensiometer, 45 ℃ of temperature, rotating speed 500rpm, working substance concentration 0.2%) of recovering the oil
| Sample number into spectrum | ??????????????????????????????????NaOH％ | ||||
| 0.4 | 0.6 | 0.8 | 1.0 | 1.2 | |
| DQ-4 | 3.3×10 -2 | 3.5×10 -3 | 1.9×10 -3 | 8.8×10 -3 | 2.2×10 -3 |
| DQ-6 | 1.9×10 -2 | 5.1×10 -3 | 8.4×10 -4 | 7.1×10 -3 | 2.4×10 -2 |
For further specifying technique effect of the present invention, the alkylbenzenesulfonate compound system of embodiment nine is carried out performance test, the result is:
Emulsification of alkylbenzenesulfonate compound system and demulsification performance
1. experiment purpose
Compare alkylbenzenesulfonate WXS (development of Wuxi light industry university), BDS-2 (development of Beijing explore institute), three common ternary system prescriptions of surfactant of DQ-3 (product of the present invention) by not commensurate's development, under 1: 1 condition of oil-water ratio, the effect that the ternary system and the four factories' dewatered oils that recover the oil use JTM50AB type colloid mill to carry out emulsification.Adopt FPW320 demulsifier and SP169 demulsifier to carry out the evaluation test of demulsification simultaneously.
2. emulsification
1. crude oil is taken from the four factory's electric dehydration crude oil that recover the oil.
2. prepare water and take from the four factory's oil-polluted waters that recover the oil.
3. ternary system prescription
1. surfactant is WXS, BDS-2, DQ-98 number.
2. polymer is produced polyacrylamide for the grand celebration auxiliary reagent factory, and molecular weight is 1,400 ten thousand.
3. NaOH is an AR.
4. emulsifying device and parameter
1. use equipment to be JTM50AB type colloid mill.
2. voltage is 100V.
3. scale is 5 (colloid mill tooth pitches).
4. be 15 minutes the duration of runs.
5. test parameters
1. oil-water ratio is 1: 1.
2. preparing liquid measure is 400mL.
3. test temperature is 45 ℃.
4. FPW320 demulsifier adding consistency is 50mg/L and 100mg/L, and SP169 demulsifier adding consistency is 50mg/L.
5. 5 minutes breakdown of emulsion sedimentation times, 15 minutes, 30 minutes, 60 minutes.
6. test method
1. claim 200 gram water to add 0.16 gram polymer molten 2 hours with the 500ml beaker.
2. after claiming 0.34 gram surfactant with the 500ml beaker, add solution 200 grams of dissolve polymer again, make it dissolving evenly.
3. it is molten even to add 0.2 gram NaOH again in above solution.
4. claim 200 gram electric dehydration crude oil.
5. oil and ternary solution are heated respectively to 45 ℃.
6. put into colloid mill emulsification 15 minutes.
7. pour into after the emulsification in the 50ml scale test tube, put into 45 ℃ of its water yields of water bath with thermostatic control time sight.
8. the crude oil emulsion after the emulsification is poured in the dehydration bottle that has the 100ml scale respectively, be positioned over 45 ℃ of constant temperature water-soluble in, add demulsifier (concentration is 50mg/L and 100mg/L) more respectively, with vibrating machine vibration 30 seconds, reappose in the water bath with thermostatic control, and situations such as the dehydrating amount of observation different time and sewage color.
7. result of the test
Experimental result sees Table 5
Table 5 emulsification experimental data table
| Sequence number | Surfactant | Oil-water ratio 1: 1 | Preparation liquid measure 50ML | 45 ℃ of experimental temperatures | Emulsion layer ML | ||||||||
| The ternary system prescription | The emulsification parameter | Emulsification situation (water yield ML) | |||||||||||
| NaOH ??％ | Table agent % alive | Polymer concentration mg/L | Voltage V | Scale | The | 5 minutes | 15 | 30 | 60 minutes | 120 | |||
| 1 | WXS | 1.0 | 0.1 | 800 | 100 | ?5 | 15 | 0 | 4 | 10 | 16 | 19 | 10 |
| 2 | BDS-2 | 1.0 | 0.1 | 800 | 100 | ?5 | 15 | 1 | ?5 | 15 | 19 | 20 | 6.5 |
| 3 | DQ-98 | 1.0 | 1.0 | 800 | 100 | ?5 | 15 | 1 | 3 | 9 | 16 | 18.5 | 13 |
From experimental result, the order of emulsifying capacity is DQ＞WXS＞BDS.As seen, product emulsifiability of the present invention is better.
Quiet absorption of alkylbenzenesulfonate compound system and moving the delay are estimated
Quiet adsorbance is divided two groups and is carried out, one group is to add variable concentrations product alkylbenzenesulfonate of the present invention DQ in containing a certain amount of oil-sand bottle separately, evenly absorption on shaking table then, another group test is the DQ that (NaOH=1.2wt%) adds variable concentrations under alkali condition, measure adsorbance in two groups of systems respectively with diphasic titration, draw by Fig. 2, when not adding alkali, the maximal absorptive capacity of DQ is a 0.72mg/g sand, and when adding the alkali of 1.2wt% in the system, the maximal absorptive capacity of DQ drops to 0.35mg/g sand, and the maximal absorptive capacity of DQ all is lower than 1mg/g sand in two groups of experiments, has reached tertiary oil recovery oil displacement agent performance indications.
Be detained in the experiment moving, extraction liquid at the core oil displacement test, analyzed not with diphasic titration that the moving hold-up of maximum of hydro-oxidation sodium is a 0.082mg/g sand, the moving hold-up of maximum that adds NaOH is a 0.35mg/g sand, and its result meets tertiary oil recovery oil displacement agent performance indications.
Alkylbenzenesulfonate compound system core oil displacement efficiency is estimated
The factor that influences chemical displacement of reservoir oil effect is a lot, and as the moving hold-up of chemical agent, therefore the compatibility of system etc., come the oil displacement efficiency of evaluating combined system by model test of the reservoir sweep, have carried out the oil displacement efficiency evaluation of alkylbenzenesulfonate on core, the results are shown in Table 6.
The natural core oil displacement experiment of table 6 result
| Sequence number | Permeability (md) | Experimental oil | Drive water | Experimental program | Original oil saturation ratio (%) | Waterflood recovery efficiency factor (%OOIP) | ASP recovery ratio (%OOIP) |
| 1 | 962 | Four factory's dewatered oils | Sewage injects in four | 1. water drive; 2. annotate the ASP0.3PV prescription: DQ=0.1wt% NaOH=1.3wt% 1275A=1500ppm 3.1275A: | 56.5 | 61.8 | 18.4 |
| 2 | 1338 | With 1 | 1. water drive; 2. annotate the ASP0.2PV prescription: DQ=0.4wt% NaOH=1.4wt% 1275A=1500ppm 3.1275A: | 58.4 | 50.8 | 22.7 | |
| 3 | 1118 | With 1 | With 1 | The same | 57.1 | 53.0 | 21.7 |
Prove that by displacement of reservoir oil evaluation result (table 6) injects DQ compound system recovery ratio average specific water drive and improve more than 20%.
The DQ-3 oil displacement system on core result of the test as shown in Figure 3, its recovery ratio improves 18.4-22.7% than water drive, average recovery ratio improves more than 20% than water drive, infers that according to the various parameters of core displacement experiment the three-component compound system oil displacement efficiency is:
Reduce moisture content significantly, produce oil is more concentrated, forms the rich oil band.The core oil displacement test shows, general moisture content drops to below 65% from 98%, and from ternary combination flooding produced liquid observation, oil-water emulsion is better, has formed the concentrated oil recovery stage, and pressure reduction shows also proof, because emulsification forms the rich oil band, viscosity increases, and pressure reduction raises.
In conjunction with the foregoing description and effect assessment data, can sum up the beneficial effect that the present invention reaches:
With the method for heavy alkyl benzene synthesis of alkyl benzene sulfonate, simple, practical, reproducibility is good, be easy to realize large-scale production, low production cost;
With the alkylbenzenesulfonate of the inventive method preparation, emulsification and demulsification performance are good, and during itself and other additive compound, interfacial tension is lower than 10
-3MN/m, adsorbance＜1mg/g sand, and have excellent compatibility, meet the index request of tertiary oil recovery oil displacement agent;
The three-component compound system that alkylbenzenesulfonate of the present invention forms improves more than 20% in the recovery ratio average specific water drive on the core, and it is applied in the tertiary oil recovery as composite dose, and effect is obvious.
Claims (10)
- With the preparation of following method, the alkyl benzene sulfonate surfactant of molecular weight between 380-450, described preparation method may further comprise the steps:A) select C 10-C 22Between heavy alkyl benzene be raw material;B) sulfonation-at 60-100 ℃ of SO that uses 2.0-10.0% concentration down 3, press SO 3With the heavy alkyl benzene mol ratio be that the ratio of 1.0-2.5 is with the heavy alkyl benzene sulfonation; Under sulfonation temperature, wore out 0.2-1 hour afterwards, obtain the intermediate product alkyl benzene sulphonate;C) neutralization-under 40-100 ℃, use in the alkali lye of 20%-40% and b) product to pH value is 8-9, obtains alkylbenzenesulfonate.
- 2. alkyl benzene sulfonate surfactant according to claim 1 is characterized in that, described preparation method a) middle raw material is 0 #, 1 #Or 2 #Heavy alkyl benzene.
- 3. alkyl benzene sulfonate surfactant according to claim 1 is characterized in that, described preparation method c) described in alkali lye be NaOH or potassium hydroxide.
- 4. the preparation method of the described alkyl benzene sulfonate surfactant of claim 1 may further comprise the steps:A) select C 10-C 22Between heavy alkyl benzene be raw material;B) sulfonation-at 60-100 ℃ of SO that uses 2.0-10.0% concentration down 3, press SO 3With the heavy alkyl benzene mol ratio be that the ratio of 1.0-2.5 is with the heavy alkyl benzene sulfonation; Under sulfonation temperature, wore out 0.2-1 hour afterwards, obtain the intermediate product alkyl benzene sulphonate;C) neutralization-under 40-100 ℃, use in the alkali lye of 20%-40% and b) product to pH value is 8-9, obtains alkylbenzenesulfonate.
- 5. the preparation method of alkyl benzene sulfonate surfactant according to claim 4 is characterized in that, raw material is 0 in the step a) #, 1 #Or 2 #Heavy alkyl benzene.
- 6. the preparation method of alkyl benzene sulfonate surfactant according to claim 4 is characterized in that, step b) is carried out under 48-52 ℃.
- 7. the preparation method of alkyl benzene sulfonate surfactant according to claim 4 is characterized in that, alkali lye described in the step c) is NaOH or potassium hydroxide etc.
- 8. the preparation method of alkyl benzene sulfonate surfactant according to claim 7 is characterized in that, the NaOH of alkyl benzene sulphonate and 20-40% or potassium hydroxide weight ratio are 2: 1 in the step c).
- 9. the described alkyl benzene sulfonate surfactant of claim 1 is as the application of oil displacement agent in tertiary oil recovery.
- 10. the described alkyl benzene sulfonate surfactant of claim 1 is as composite dose of application in tertiary oil recovery in the ternary composite driving.
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|---|---|---|---|
| CN99106077.6A CN1120038C (en) | 1999-04-30 | 1999-04-30 | Alkyl benzene sulfonate surfactant, its preparation method and application in tertiary oil recovery |
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|---|---|---|---|
| CN99106077.6A CN1120038C (en) | 1999-04-30 | 1999-04-30 | Alkyl benzene sulfonate surfactant, its preparation method and application in tertiary oil recovery |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100427464C (en) * | 2006-11-10 | 2008-10-22 | 中国日用化学工业研究院 | Sulfur trioxide gas jet sulfonation process and device for bisalkyl benzene |
| CN101602696B (en) * | 2009-05-26 | 2010-12-01 | 锦州康泰润滑油添加剂有限公司 | Preparation method of calcium sulfonate salt with low alkali value |
| CN101455950B (en) * | 2007-12-12 | 2011-09-07 | 中国石油天然气股份有限公司 | Sulphonate surfactant preparation method and use thereof |
| CN102492411A (en) * | 2011-11-14 | 2012-06-13 | 中国地质大学（武汉） | Alkyl ester sulphonate complex viscosity depressant with hydrogen supply structure and preparation method thereof |
| CN102527299A (en) * | 2010-12-17 | 2012-07-04 | 中国石油天然气股份有限公司 | Sulfonation reaction device and application thereof |
| CN106243002A (en) * | 2015-09-21 | 2016-12-21 | 中国石油天然气股份有限公司 | A kind of petroleum sulfonate oil displacement agent and preparation method thereof |
| CN111322044A (en) * | 2019-12-10 | 2020-06-23 | 大庆油田有限责任公司 | Multi-pump multi-well three-agent separate injection process |
| CN112251210A (en) * | 2020-10-29 | 2021-01-22 | 大庆轩隆化工有限公司 | Preparation method of surfactant for universality improvement of crude oil recovery rate |
| CN113413811A (en) * | 2021-04-02 | 2021-09-21 | 青岛金智瑞油气田开发技术发展有限公司 | High-temperature mixing device and method |
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1999
- 1999-04-30 CN CN99106077.6A patent/CN1120038C/en not_active Expired - Lifetime
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100427464C (en) * | 2006-11-10 | 2008-10-22 | 中国日用化学工业研究院 | Sulfur trioxide gas jet sulfonation process and device for bisalkyl benzene |
| CN101455950B (en) * | 2007-12-12 | 2011-09-07 | 中国石油天然气股份有限公司 | Sulphonate surfactant preparation method and use thereof |
| CN101602696B (en) * | 2009-05-26 | 2010-12-01 | 锦州康泰润滑油添加剂有限公司 | Preparation method of calcium sulfonate salt with low alkali value |
| CN102527299A (en) * | 2010-12-17 | 2012-07-04 | 中国石油天然气股份有限公司 | Sulfonation reaction device and application thereof |
| CN102492411A (en) * | 2011-11-14 | 2012-06-13 | 中国地质大学（武汉） | Alkyl ester sulphonate complex viscosity depressant with hydrogen supply structure and preparation method thereof |
| CN102492411B (en) * | 2011-11-14 | 2013-11-20 | 中国地质大学（武汉） | Alkyl ester sulphonate complex viscosity depressant with hydrogen supply structure and preparation method thereof |
| CN106243002A (en) * | 2015-09-21 | 2016-12-21 | 中国石油天然气股份有限公司 | A kind of petroleum sulfonate oil displacement agent and preparation method thereof |
| CN111322044A (en) * | 2019-12-10 | 2020-06-23 | 大庆油田有限责任公司 | Multi-pump multi-well three-agent separate injection process |
| CN112251210A (en) * | 2020-10-29 | 2021-01-22 | 大庆轩隆化工有限公司 | Preparation method of surfactant for universality improvement of crude oil recovery rate |
| CN113413811A (en) * | 2021-04-02 | 2021-09-21 | 青岛金智瑞油气田开发技术发展有限公司 | High-temperature mixing device and method |
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