CN104371690A - Heat-resistant and salt-tolerant oil displacing surface active agent and preparation method thereof - Google Patents
Heat-resistant and salt-tolerant oil displacing surface active agent and preparation method thereof Download PDFInfo
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- CN104371690A CN104371690A CN201410695662.5A CN201410695662A CN104371690A CN 104371690 A CN104371690 A CN 104371690A CN 201410695662 A CN201410695662 A CN 201410695662A CN 104371690 A CN104371690 A CN 104371690A
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- resistant antisalt
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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
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/32—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of salts of sulfonic acids
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/02—Preparation of ethers from oxiranes
- C07C41/03—Preparation of ethers from oxiranes by reaction of oxirane rings with hydroxy groups
Abstract
The invention relates to a heat-resistant and salt-tolerant oil displacing surface active agent and a preparation method thereof and belongs to the technical field of chemical agents for oil fields and preparation of the chemical agents for the oil fields. The preparation method of the heat-resistant and salt-tolerant oil displacing surface active agent comprises the following steps: carrying out reaction on 1,3-propylene glycol and 1,2-cyclododecane epoxide to obtain an intermediate A; after the intermediate A reacts with 1,3-propane sultone, adjusting pH value with a NaOH ethanol solution and filtering to obtain a solid B; and purifying the solid B to obtain the heat-resistant and salt-tolerant oil displacing surface active agent polyethyl propyl ether didecyl sodium disulphate. According to the technical scheme, the heat-resistant and salt-tolerant oil displacing surface active agent has the advantages that salt tolerance and heat resistance are good, and residual oil can be stripped, carried or dissolved from the inner wall of a blowhole, so that pore diameter of a rock is increased, and oil-water interfacial tension can be obviously reduced.
Description
Technical field
The present invention relates to a kind of temperature resistant antisalt surfactant oil displacement and preparation method thereof, belong to oil field chemical agent and preparing technical field.
Background technology
In hyposmosis or extra-low-permeability reservoir exploitation, crude oil because of reservoir rock rate of permeation low, porosity is little, and oil flow resistance is large, causes individual well daily oil production few.Adopt waterflooding, water-retaining capacity is poor, and injection pressure is high, and after oil well water breakthrough, moisture rising is very fast, and productivity index sharply declines, and stable yields situation is poor.When low-permeability oil deposit steps into the tertiary oil recovery development phase, the original application effects such as conventional polymer flooding, alkali drives, mixed phase drives are better, after several round, effect is deteriorated gradually, although conventional temperature resistant antisalt surfactant oil displacement interfacial tension is lower, reach the technical requirements of tertiary oil recovery to interfacial tension, washing oil, solubilising, to take oily efficiency low, often show as validity period short, and increasing injection ability.
Summary of the invention
Though the object of the invention is in order to well increasing injection poor, corresponding oil well when solving existing surfactant flooding increases oil less or have oil increasing effect but validity period is short, the efficient practical problems such as low of measure, and provide the anti-salt surfactant oil displacement of a kind of novel heatproof, provide the preparation method of above-mentioned temperature resistant antisalt surfactant oil displacement simultaneously.Technical solution of the present invention anti-salt temperature-resistant is good, irreducible oil can be peeled off from blowhole inwall and carries or dissolve, increase pore size and significantly can reduce oil water interfacial tension.
Technical scheme provided by the invention is:
Temperature resistant antisalt surfactant oil displacement is two ten alkyl two sodium sulfate of poly-ethylene-propylene ether.
The preparation method of described temperature resistant antisalt surfactant oil displacement, comprises the following steps:
(1) ratio of 1,3-PD and 1,2-Epoxydodecane 1:2 is in molar ratio reacted, and is cooled to room temperature, obtains intermediate A with sherwood oil, water, anhydrous sodium sulphate purification drying after termination reaction;
(2) ratio of step (1) gained intermediate A and 1,3-propane sultone 1:4 in molar ratio reacted, the ethanolic soln reacting rear NaOH adjusts pH to 8.0 ~ 9.0, filters and namely obtains solid B;
(3) step (2) gained solid B is carried out purifying namely obtain described temperature resistant antisalt surfactant oil displacement and gather two ten alkyl two sodium sulfate of ethylene-propylene ether.
Concrete, in step (1), 1,3-PD and 1,2-Epoxydodecane are under anaerobic, after being heated to 75-80 DEG C of stirring reaction 48h, and termination reaction.
Concrete, add the catalyzer that NaH reacts as 1,3-PD and 1,2-Epoxydodecane in step (1).
Preferably, the reaction that hydrochloric acid stops 1,3-PD and 1,2-Epoxydodecane is added in step (1).
Concrete, in step (2) by intermediate A and 1,3-propane sultone hybrid reaction below 5 DEG C, more at normal temperatures after complete reaction with ethanolic soln tune pH to 8.0 ~ 9.0 of NaOH, namely obtain solid B.
Concrete, 1,3-propane sultone is dissolved in THF in (2) by step, then reacts with step (1) gained intermediate A.
Preferably, namely obtain described temperature resistant antisalt surfactant oil displacement gather two ten alkyl two sodium sulfate of ethylene-propylene ether by pure to step (2) gained solid B sherwood oil, ethanol, water extraction.
Preferably, with 60 DEG C of hot ethanol dissolved solids B in step (3), filtered while hot removing inorganic impurity, adds the aqueous ethanolic solution that volume ratio is 60% again in containing the hot ethanol of product, with petroleum ether extraction removing unreacted 1,3-propane sultone, intermediate A and THF, leave and take the mixed solution of second alcohol and water, evaporate second alcohol and water and obtain white paste, with the mixing solutions recrystallization of second alcohol and water, after lyophilize, obtain two ten alkyl two sodium sulfate of poly-ethylene-propylene ether.
Concrete, add the catalyzer that NaOH reacts as intermediate A and 1,3-propane sultone in step (2).
The present invention has following technical superiority and feature:
1, the present invention's water sample of salinity 35 × 104mg/L prepare, medicament dosage 0.3%, oil water interfacial tension 1.7*10-4mN/m, oil displacement efficiency than water drive promote (oil displacement efficiency enhancing rate) 41.6%, illustrate higher anti-salt property.The present invention is put into the oven ageing 30 days of 110 DEG C, take out and survey interfacial tension and oil displacement efficiency enhancing rate (percentage ratio that oil displacement efficiency promotes than water drive) under these conditions, be respectively 3.4*10-4mN/m and 40.2%, still can keep ultra low interfacial tension and higher displacement of reservoir oil enhancing rate, meet the technical requirements of tertiary oil production in oil field, show good heat resistance.
2, this products molecule is formed by the two [-SO of multiple [-C-O-C-] group cooperation
3 -] increase wetting ability, two 10 [-CH
2-] lipophilicity is increased, this molecule has twin temperature resistant antisalt surfactant oil displacement structural performance, considerably reduces oil water interfacial tension, increases oil displacement efficiency, reduces injection pressure.Article two, polymer straight chain lipophilic group is connected with crude oil molecule by molecular linkage pincer, peripheral hydrophilic radical connects with water molecules, add the dispersive ability of crude oil molecule in water, obtain better peel off, carry, solubilising usefulness, also the pore radius led to is increased, therefore, macroscopically show as water injection pressure and reduce, measure effect increases.
3, by a large amount of laboratory experiment and test in place application, 4 [-C-O-C-] and two [-SO
3 -] two 10 the [-CH of hydrophilic radical cooperation
2-] lipophilic group effect is best.
4, the synthesis of this molecule is by 1, the open loop of 2-Epoxydodecane is also reacted under the effect of NaH with 1,3-PD, synthetic intermediate A, use intermediate A and 1 again, the reaction of 3-propane sultone generates final product, and reaction process design is unique, and turnover ratio is high, can more than 80% be reached, middle each production phase side reaction is few, and resultant is pure, avoids by product and leaves over impact on product performance.
5, technical scheme provided by the invention can be reacted at ambient pressure, and temperature-controllable is good, conversion unit is simple, easy and simple to handle, is easy to produce.Strictly undertaken by operation steps, there will not be quick-fried reaction, security is high.
6, organochlorine is larger to the infringement of crude oil Petrochemical Enterprises, each elephant keep under strict control use Chemicals content of organic chloride exceed standard, oil field detection at different levels department is to Chemicals all in strict prosecution, and the Chemicals in any oil field that content of organic chloride exceeds standard no matter all stopped to use by effect quality.Therefore, organochlorine is prevented also to be that products production is the key element of control.The not chloride element of final product of the present invention, has stopped the harm of organochlorine to Petrochemical Enterprises.
Accompanying drawing explanation
Fig. 1 is temperature resistant antisalt surfactant oil displacement of the present invention---the structure of two ten alkyl two sodium sulfate of poly-ethylene-propylene ether;
Fig. 2 is that 1,3-PD and 1,2-Epoxydodecane react the reaction formula generating intermediate A;
Fig. 3 is the reaction formula of intermediate A, 1,3-propane sultone and NaOH.
Fig. 4 is embodiment products obtained therefrom and comparative example---the performance index contrast table of alkylphenol polyoxyethylene.
Embodiment
(1) synthesis of intermediate A and purification
The there-necked flask of 2OOmL is sitting in water bath with thermostatic control, be warming up to 65 DEG C, fix with iron stand, first pass into nitrogen deoxygenation, when nitrogen opens, add 0.01molNaH transfer pipet and accurately measure 0.1mol1, ammediol, continuous electric stirring makes NaH dissolve, and continues to be warming up to 80 DEG C, pipettes 0.2moll, 2-Epoxydodecane, dropwise joined in there-necked flask by separating funnel, add rear constant temperature and stir 48h, slowly add the HCl aqueous solution of 0.01mol, HCl and NaH reacts, make 1,3-PD and 1,2-Epoxydodecane reaction terminating.After cooling to room temperature, pour in separating funnel after adding sherwood oil and water mixing concussion, by organic phase anhydrous sodium sulfate drying, static 12h, filtration evaporates sherwood oil and obtains white powder intermediate A.
(2) synthesis of two ten alkyl two sodium sulfate of poly-ethylene-propylene ether
0.01mol intermediate A is dissolved in 50 mL petroleum ether solutions, to mix without water sodium hydroxide with 0.005mol and be placed in there-necked flask, stir, control temperature is below 5 DEG C, slow dropping lOmL contains 0.04moL1, the THF(tetrahydrofuran (THF) of 3-propane sultone) solution, after dropwising, continues reaction 3h, then be warming up to normal temperature to continue again to react 3h, neutralize this solution system pH=8.0 ~ 9.0 with the ethanolic soln of NaOH under normal temperature, after filtration, obtain faint yellow solid B.Wherein without the catalyzer that water sodium hydroxide reacts as intermediate A and 1,3-propane sultone.The resultant of reaction of intermediate A and 1,3-propane sultone introduces the sodium ion in the ethanolic soln of NaOH again, generates two ten alkyl two sodium sulfate of poly-ethylene-propylene ether.By controlling temperature of reaction below 5 DEG C, control the reaction of intermediate A and 1,3-propane sultone in a safe condition under, when treating a small amount of intermediate A of residue and 1,3-propane sultone, by promoting temperature of reaction, make intermediate A and 1,3-propane sultone complete reaction.
(3) purification of two ten alkyl two sodium sulfate of poly-ethylene-propylene ether
With 60 DEG C of hot ethanol dissolved solids B in step (3), filtered while hot removing inorganic impurity, adds the aqueous ethanolic solution that volume ratio is 60% again, obtains muddy faint yellow homogeneous liquid in containing the hot ethanol of product.Only add water and not easily form homogeneous liquid, be unfavorable for that lower step extracts.After being down to normal temperature, with petroleum ether extraction unreacted 1,3-propane sultone, intermediate A and THF(tetrahydrofuran (THF)), leave and take the mixed solution of the water containing a small amount of ethanol, evaporate second alcohol and water and obtain white paste, with the mixing solutions recrystallization of second alcohol and water, after lyophilize, obtain two ten alkyl two sodium sulfate of poly-ethylene-propylene ether.
Solid B contains intermediate A, 1,3-propane sultone, THF(tetrahydrofuran (THF)) and two ten alkyl two sodium sulfate of poly-ethylene-propylene ether, utilize each composition in solid B, in the difference of the solubleness of ethanol, water, sherwood oil under differing temps, reach the object removing impurity, refined product.Intermediate A, 1,3-propane sultone, THF(tetrahydrofuran (THF)) higher than water for the solubleness of sherwood oil, two ten alkyl two sodium sulfate of poly-ethylene-propylene ether are higher than sherwood oil for the solubleness of water, simultaneously water and sherwood oil immiscible.Like this by the layering of water and sherwood oil, obtain the mixing solutions containing two ten alkyl two sodium sulfate of poly-ethylene-propylene ether, ethanol, water.
In order to verify technique effect of the present invention, contriver has carried out test comparison to above-described embodiment products obtained therefrom and like product.
Testing method:
(1) displacement of reservoir oil enhancing efficiency rate:
The analysis of common white silica powder is sieved into different particle size range, cleans and dry, be respectively charged into by identical proportioning in the Stainless Steel core container of internal diameter 25mm, long 300mm, make the artificial back-up sand rock core that rate of permeation is similar; Subsequently rock core carry out finding time, saturated distilled water, calculate volume of voids and porosity; All inject 0.1PV80 DEG C of crude oil and 0.9PV80 DEG C of hot water under a certain pressure, after rock core is cooled to normal temperature, after containing the tap water displacement 3PV of 0.3% temperature resistant antisalt surfactant oil displacement with 60 DEG C of hot tap waters and 60 DEG C respectively, with the crude oil that petroleum ether extraction displacement goes out, calculate institute's oil pump capacity by spectrophotometer, then calculate tap water and temperature resistant antisalt surfactant oil displacement displacement of reservoir oil rate separately.Displacement of reservoir oil enhancing efficiency rate is gone out again by following formulae discovery.
In formula:
x 1---oil displacement efficiency enhancing rate %;
a 1---temperature resistant antisalt surfactant oil displacement oil displacement efficiency;
a 2---oil-water displacement efficiency.
Wherein: temperature resistant antisalt surfactant oil displacement oil displacement efficiency formula:
In formula:
M
1---the crude quality that displacement goes out from rock core;
M
2---contained crude quality in rock core;
(2) interfacial tension:
By dewatered oil suspending drops in the aqueous solution of 0.3% temperature resistant antisalt surfactant oil displacement, pass through high speed rotating, under the effect of centrifugal force, gravity and interfacial tension, low density liquid forms a long ball shape or cylindrical drop in high density liquid, diameter or the length of oil column is measured with Texa-500, measure specific refractory power with Abbe refractometer, measure the density of temperature resistant antisalt surfactant oil displacement and crude oil with densometer, according to the interfacial tension of interfacial tension formulae discovery crude oil and water.
A, when oil column length is greater than diameter length 4 times, calculation formula:
In formula: y-oil water interfacial tension
the density difference of-temperature resistant antisalt surfactant oil displacement the aqueous solution and crude oil
D-oil column diameter, 10
-4m
N-aqueous phase refractive index
The inverse of P-revolution
When B, oil column length are less than diameter 4 times, calculation formula:
In formula: y-oil water interfacial tension
the density difference of-temperature resistant antisalt surfactant oil displacement the aqueous solution and crude oil
D-oil column diameter, 10
-4m
L-oil column length, 10
-4m
N-aqueous phase refractive index
The inverse of P-revolution
-correction factor (adopting the correction factor table that instrument Texa-500 specification sheets provides)
Testing index:
The performance index contrast table of above-described embodiment products obtained therefrom and comparative example---alkylphenol polyoxyethylene is shown in Figure of description 4.
Remarks: above experiment crude oil is from Zhongyuan Oil Field branch office of China Petrochemical Industry dewatered oil that oil extraction No.1 Factory produces, and joining temperature resistant antisalt surfactant oil displacement water sample used is salinity 35 × 10
4mg/L, temperature resistant antisalt surfactant oil displacement liquid configures with the temperature resistant antisalt surfactant oil displacement of mass percent 0.3%.
Claims (10)
1. temperature resistant antisalt surfactant oil displacement, is characterized in that, is two ten alkyl two sodium sulfate of poly-ethylene-propylene ether.
2. the preparation method of temperature resistant antisalt surfactant oil displacement as claimed in claim 1, is characterized in that, comprise the following steps:
(1) ratio of 1,3-PD and 1,2-Epoxydodecane 1:2 is in molar ratio reacted, and is cooled to room temperature, obtains intermediate A with sherwood oil, water, anhydrous sodium sulphate purification drying after termination reaction;
(2) ratio of step (1) gained intermediate A and 1,3-propane sultone 1:4 in molar ratio reacted, the ethanolic soln reacting rear NaOH adjusts pH to 8.0 ~ 9.0, filters and namely obtains solid B;
(3) step (2) gained solid B is carried out purifying namely obtain described temperature resistant antisalt surfactant oil displacement and gather two ten alkyl two sodium sulfate of ethylene-propylene ether.
3. the preparation method of temperature resistant antisalt surfactant oil displacement according to claim 2, is characterized in that,
In step (1), 1,3-PD and 1,2-Epoxydodecane are under anaerobic, after being heated to 75-80 DEG C of stirring reaction 48h, and termination reaction.
4. the preparation method of temperature resistant antisalt surfactant oil displacement according to claim 2, is characterized in that,
The catalyzer that NaH reacts as 1,3-PD and 1,2-Epoxydodecane is added in step (1).
5. the preparation method of temperature resistant antisalt surfactant oil displacement according to claim 4, is characterized in that,
The reaction that hydrochloric acid stops 1,3-PD and 1,2-Epoxydodecane is added in step (1).
6. the preparation method of temperature resistant antisalt surfactant oil displacement according to claim 2, is characterized in that,
In step (2) by intermediate A and 1,3-propane sultone hybrid reaction below 5 DEG C, then adjust pH to 8.0 ~ 9.0 namely to obtain solid B with the ethanolic soln of NaOH after complete reaction at normal temperatures.
7. the preparation method of temperature resistant antisalt surfactant oil displacement according to claim 2, is characterized in that,
1,3-propane sultone is dissolved in THF in (2) by step, then reacts with step (1) gained intermediate A.
8. the preparation method of temperature resistant antisalt surfactant oil displacement according to claim 7, is characterized in that,
Namely obtain described temperature resistant antisalt surfactant oil displacement gather two ten alkyl two sodium sulfate of ethylene-propylene ether by pure to step (2) gained solid B sherwood oil, ethanol, water extraction.
9. the preparation method of temperature resistant antisalt surfactant oil displacement according to claim 8, is characterized in that,
With 60 DEG C of hot ethanol dissolved solids B in step (3), filtered while hot removing inorganic impurity, the aqueous ethanolic solution that volume ratio is 60% is added again in containing the hot ethanol of product, with petroleum ether extraction removing unreacted 1,3-propane sultone, intermediate A and THF, leave and take the mixed solution of second alcohol and water, evaporate second alcohol and water and obtain white paste, with the mixing solutions recrystallization of second alcohol and water, after lyophilize, obtain two ten alkyl two sodium sulfate of poly-ethylene-propylene ether.
10. the preparation method of temperature resistant antisalt surfactant oil displacement according to claim 2, is characterized in that,
The catalyzer that NaOH reacts as intermediate A and 1,3-propane sultone is added in step (2).
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| CN201410695662.5A CN104371690A (en) | 2014-11-27 | 2014-11-27 | Heat-resistant and salt-tolerant oil displacing surface active agent and preparation method thereof |
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Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1896041A (en) * | 2005-07-14 | 2007-01-17 | 中国石油化工股份有限公司 | Twin diglycol compound, its preparation and use |
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- 2014-11-27 CN CN201410695662.5A patent/CN104371690A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1896041A (en) * | 2005-07-14 | 2007-01-17 | 中国石油化工股份有限公司 | Twin diglycol compound, its preparation and use |
Non-Patent Citations (2)
| Title |
|---|
| 苏野: "系列磺酸盐型孪连表面活性剂的性能", 《油田化学》 * |
| 谭中良等: "新型阴离子孪连表面活性剂的合成", 《精细化工》 * |
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Application publication date: 20150225 |