CN109294547A - A kind of displacement of reservoir oil anionic and nonionic amphoteric surfactant and preparation method thereof - Google Patents
A kind of displacement of reservoir oil anionic and nonionic amphoteric surfactant and preparation method thereof Download PDFInfo
- Publication number
- CN109294547A CN109294547A CN201811236709.6A CN201811236709A CN109294547A CN 109294547 A CN109294547 A CN 109294547A CN 201811236709 A CN201811236709 A CN 201811236709A CN 109294547 A CN109294547 A CN 109294547A
- Authority
- CN
- China
- Prior art keywords
- lignin
- displacement
- amphoteric surfactant
- added
- anionic
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Classifications
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G81/00—Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
Abstract
A kind of displacement of reservoir oil anionic and nonionic amphoteric surfactant, it is characterised in that: phloroglucin bigeminy sulfonate of the surfactant for alkyl phenol polyoxyethylene ether and lignose alcohol ether, chemical general formula such as formula one:
Description
Technical field
The present invention relates to oil field oil displacement assistant fields, and in particular to a kind of displacement of reservoir oil anionic and nonionic amphoteric surfactant
And preparation method thereof.
Background technique
With the extension of development time, domestic some large oilfields, such as Daqing oil field and Shengli Oil Field comprehensive water cut
It is close or 90%.Since these oil field original oil in place are larger, and overall recovery efficiency is still insufficient when water drive is to aqueous 100%
50%.Therefore, some by injecting surface to increase Recoverable Reserves of Oilfields to greatest extent and keeping relatively high rate of oil production
Activating agent increases substantially the tertiary oil recovery of oil recovery factor to reduce oil water interfacial tension, improve oil displacement efficiency and finally realize
Technology, such as alkali, surfactant and polymer ternary composite driving, foam composite flooding technology are increasingly subject to the attention of people, and
Has certain scale in the actual development of oil field.China is quite big to be shown to the specific geology situation analysis of the main oil reservoir in China
A part of oil reservoir (65%) can be used the technologies such as surfactant flooding, the multiple elements design displacement of reservoir oil and improve oil recovery.It is wherein big
Part oil field belongs to high temperature and high salinity oil reservoir, this limiting surface activating agent must have good drop interfacial tension ability, also
Stability should be kept for a long time in high temperature and high salt harsh environment.Common anionic surfactants used at present, nonionic table
Face activating agent, surfactant compound system etc. cannot have both the advantages of temperature-resistant anti-salt, can apply to the table of high temperature and high salt oil deposit
Face activating agent is very few.Therefore, it is non-to develop the anion-used under the conditions of a new class of, suitable high temperature, high salinity
Ion amphoteric surfactant, this kind of surfactant is by non-ionic group and anionic group design in the same surface-active
In agent molecule, not only have the advantages that nonionic surfactant and anionic surfactant, but also overcomes respective disadvantage.No
Only there is resistance to high salt, Ca outstanding2+、Mg2+Ability, and chemical stability is good in the high temperature environment, is high temperature and high salt oil deposit environment
Ideal chemical oil displacement agent.
Contain anion head base and non-ionic segments (EO, P0), nonionic chain in anion-nonionic type surfactant molecule
The introducing of section can increase surfactant molecule hydration capability, weaken the phase interaction that ion head base belongs to cation with GOLD FROM PLATING SOLUTION
With.Compared with surfactant compound system, not only heat and salinity tolerance performance is good, is more avoided that compound system in displacement process
Chromatographic isolation phenomenon, show unique advantage in high temperature, harsh ground environment with high salt.In addition, for different salinity oil
Hiding condition selects the surfactant of different polyether segment length, hydrophobic grouping carbon number to adapt to different reservoir medias.According to
Anion-nonionic surfactant is usually divided into sulfate type, carboxylic acid type, sulfonate type by the difference of ionic groups.
Nonionic surfactant refers to unionization in aqueous solution, and hydrophilic group with a certain number of mainly by containing
Oxygen groups (generally ether and hydroxyl) are constituted.Exactly this point determines that nonionic surfactant compares ion in some aspects
Surfactant is more superior；Because not being in the solution ionic condition, stability is high, not vulnerable to strong electrolyte inorganic salts
Existing influence is good with other types surfactant compatibility also not vulnerable to the influence of pH value.
It is domestic common surfactant by the conventional lignosulfonates that raw material produces of lignin, but its surface
Activity is reported to the leadship after accomplishing a task, and the dispersing agent that liquid consolidates dispersion is mainly used for, the surface tension of its usual aqueous solution in 50mN/m or so, and
Critical micelle concentration is very high, modified lignosulfonates, after introducing oleophylic component in structure, water solubility with higher,
But ultralow interfacial tension cannot be formed with crude oil by being single use, and cannot be directly used to the displacement of reservoir oil.
It is an object of the invention to combine the surfactant of lignin, alkyl phenol polyoxyethylene ether class surface-active
Agent, so that new surfactant has both the characteristic of anion and nonionic surfactant, and can be good with polymer flooding
Compatibility, form extremely low interfacial tension with crude oil.
Summary of the invention
In view of the above-mentioned problems, it is an object of the invention to provide a kind of displacement of reservoir oil anionic and nonionic amphoteric surfactantes and its preparation
Method, can reduce the tension of water-oil interface, and the hydrophilic group of different nonionics can increase the molecule aquation energy of surface-active
Power, weakens ion head base and GOLD FROM PLATING SOLUTION belongs to the interaction of cation.
The technical proposal adopted by the invention to solve the above technical problems is that: a kind of displacement of reservoir oil is living with anionic and nonionic amphoteric surface
Property agent, it is characterised in that: the surfactant be alkyl phenol polyoxyethylene ether and lignose alcohol ether phloroglucin bigeminy sulphur
Hydrochlorate, chemical general formula such as formula one:
Wherein: R1 is the branch or straight chained alkyl of C9-C16, and X, Y are the adduction number of ethoxy group, X 8-20, Y 6-
10, Lignin be the English of lignin, represents the structure of lignin, Y is alkali metal.
Further, the alkyl phenol polyoxyethylene ether and lignose alcohol ether are using different carbon chain and different structure lignin
Bigeminy is mixed, wherein R1 is the branch or straight chained alkyl of C9-C16, and lignin is to be polymerize by lilac base propane structures alone
Made of syringyl lignin (syringyl lignin, S- lignin), or by guaiacyl propane structures alone polymerize
Made of guaiacyl lignin (guaiacyl lignin, G- lignin) or gathered by p- hydroxyphenylpropane structure monomer
P- hydroxy phenyl lignin (para-hydroxy-phenyl lignin, H- lignin) made of conjunction.
Further, Y is sodium or potassium.
A kind of preparation method of displacement of reservoir oil anionic and nonionic amphoteric surfactant, which comprises the following steps:
(1) lignin 100g is purified, sodium hydroxide 0.1-5g is dissolved in 20-100g toluene, nitrogen environment, temperature 80-
150 DEG C, reaction pressure 0.3-1.0MPa, 15min is stirred, ethylene oxide or propylene oxide is added, is alternately added, all adds
Afterwards, stop stirring, cooled to room temperature, and keep pressure, after then vacuum distillation removes low-boiling fraction, obtain lignin
Alcohol ether；
(2) alkyl phenol polyoxyethylene ether 100g, sodium hydroxide, mixing are warming up to 40-60 DEG C, after mixing evenly, 10- are added
20ml formaldehyde is kept for 50-80 DEG C of reaction temperature, is reacted 5-8 hours, is obtained alkyl phenol polyoxyethylene ether methylol intermediate；
(3) intermediate for obtaining step 1,1:2.1-2.5 is mixed in molar ratio with phloroglucin, be added organic base and
80-100 DEG C of heating temperature, reaction time 1-2h, the intermediate that step 2 obtains then is added, with step 1 in DMF, Hybrid Heating
Intermediate molar ratio be 1:1, after being added completely into, the toluene and 2- of 10 times of quality is added in the reaction was continued 1-2h, vacuum distillation
The sodium hydroxide of 2.5 times of quality is placed in equipped with stirring, in four mouthfuls of glass reactors of reflux condensate device, is heated to 60 DEG C
After reacting lh, it is added slowly with stirring sodium isethionate and solvent toluene reaction 4h, obtains mixing liquid after reaction,
Vacuum distillation removal solvent, substance after methylene chloride washing distillation, filters and removes inorganic salts and unreacted sodium isethionate,
Then it is evaporated under reduced pressure removing methylene chloride again, obtains the phloroglucin bigeminy sulfonic acid of alkyl phenol polyoxyethylene ether and lignose alcohol ether
Salt.
Further, the organic base in described 3 is n-BuLi or diisopropylamine lithium.
Further, 10 alternatings of the propylene oxide of the ethylene oxide of 10-100g, 10-100g point are added in the step 1
Enter, after all adding, stops stirring, cooled to room temperature.
Further, the sodium hydroxide in the step 2 is 1-10g sodium hydroxide or 50% sodium hydrate aqueous solution.
A kind of displacement of reservoir oil is applied in using three times with anionic and nonionic amphoteric surfactant, which is characterized in that the alkyl
The phloroglucin bigeminy sulfonate of phenol polyethenoxy ether and lignose alcohol ether injects in reservoir formation in form of an aqueous solutions, with ground
Lower crude oil contact and displacement comes out, surfactant 0.01-3%, ternary polymerization propionic acid 0.1-5%, remaining infuses for oil field
Enter water；It is described injection water total salinity be 10000-30000mg/L, the total content of magnesium and calcium 500-2000mg/L.
The present invention has the advantages that
1, alkyl phenol polyoxyethylene ether is connect with lignose alcohol ether by phenyl ring, and is prepared into connection sulfonate, keep its simultaneous
Has the characteristics of nonionic surfactant and anion surface active, salt-resistance greatly improves, and can be used and high rigidity, height
In the environment of salinity, compatibility is more preferable；Salinity is greater than 10000, calcium ions and magnesium ions total amount and is greater than in the environment of 500, has good
Good compatibility and ultralow interfacial tension；
2, the characteristic for combining anion, no longer harsh to temperature is used, the surfactant of different lignin structures can
To be suitable for not having to temperature environment.
Specific embodiment
Below by specific embodiment, the invention will be further described, and it is not limit that following embodiment, which is descriptive,
Qualitatively, this does not limit the scope of protection of the present invention.
Embodiment 1
A kind of preparation method of displacement of reservoir oil anionic and nonionic amphoteric surfactant, which comprises the following steps:
(1) lignin 100g is purified, sodium hydroxide 1g is dissolved in 100g toluene, nitrogen environment, and 120 DEG C of temperature, reaction pressure
Power 1.0MPa, stirs 15min, and the propylene oxide of the ethylene oxide of 50g, 50g point is alternately added for 10 times, all adds by addition
Afterwards, stop stirring, cooled to room temperature, and keep pressure, after then vacuum distillation removes low-boiling fraction, obtain lignin
Alcohol ether；
(2) alkyl phenol polyoxyethylene ether 100g, 10g sodium hydroxide, mixing are warming up to 40-60 DEG C, after mixing evenly, are added
10ml formaldehyde is kept for 50 DEG C of reaction temperature, is reacted 5 hours, is obtained alkyl phenol polyoxyethylene ether methylol intermediate；
(3) intermediate for obtaining step 1,1:2.1 is mixed in molar ratio with phloroglucin, and 1.2mol n-BuLi is added
With 10mol DMF, 80-100 DEG C of heating temperature, reaction time 1-2h, the intermediate that step 2 obtains then is added in Hybrid Heating,
It is 1:1 with the intermediate molar ratio of step 1, after being added completely into, the first of 10 times of quality is added in the reaction was continued 1-2h, vacuum distillation
Benzene and the sodium hydroxide of 2 times of quality are placed in equipped with stirring, in four mouthfuls of glass reactors of reflux condensate device, are heated to
After 60 DEG C of reaction lh, it is added slowly with stirring sodium isethionate and solvent toluene reaction 4h, is mixed after reaction
Liquid, vacuum distillation removal solvent, substance after methylene chloride washing distillation filter and remove inorganic salts and unreacted ethoxy sulphur
Then sour sodium is evaporated under reduced pressure removing methylene chloride again, obtain the phloroglucin two of alkyl phenol polyoxyethylene ether and lignose alcohol ether
Join sulfonate.
Wherein R1 is the straight chained alkyl of C9-C16, and X 8-20, Y 6-10, lignin is by lilac base propane structure list
The syringyl lignin (syringyl lignin, S- lignin) that body is polymerized.
1. the compatibility with polymer
80 DEG C of reservoir temperature, injection water total salinity is 30000mg/L, under the test condition that the total content of magnesium and calcium is 2000mg/L
Investigate surfactant and polymer flooding compatibility, by prepared polymer BHHP-113 solution concentration be 2500mg/L, implement
The surfactant that example 1 obtains is diluted to 0.2wt%, after being mixed evenly, injects in ampoule bottle, old in freeze-day with constant temperature row
Change 72 hours, do not occur generating precipitating, layering, flocculation or the phenomenon that surfactant suspension, illustrate it is good with reservoir condition compatibility,
It not will cause reservoir plugging under conditions of high temperature and high salt high rigidity.
A) prepared polymer BHHP-113 solution concentration is 2500mg/L, and the surfactant that embodiment 1 obtains is diluted to
0.1%, 0.2%, 0.3%, 0.4%, the two viscosimetric under the conditions of 61.5 DEG C after mixing evenly observes alkylphenol-polyethenoxy
Influence of the ether sulfonic acid na concn to binary system viscosity.
Influence of the surfactant concentration that 1 embodiment 1 of table obtains to binary system solution viscosity
As can be seen from Table 1, after polymer is compounded with the surfactant that embodiment 1 obtains, to binary system solution viscosity effect shadow
It rings obviously, has thickening trend, be conducive to the displacement of reservoir oil.
B) polymer B HHP-113 is made into 2500mg/L, is separately added into the surfactant that the embodiment 1 of various concentration obtains,
Solution oil water interfacial tension is tested after mixing evenly.Interfacial tension data rotate drop interface by Texas ,Usa university TX-500
Tensiometer measurement.
Table 2 gathers/table binary system reduction interfacial tension
As can be seen from Table 2, being reduced as the surfactant concentration that embodiment 1 obtains increases with the binary system that polymer is formed
Interfacial tension can reach ultralow interfacial tension (10-3mN/m)。
GB/T7462-1994 " measurement of surfactant foaming power --- improve Ross-Miles method " tested, it uses
The aqueous solution of water configuration concentration 0.1-0.5wt%, foaming volume are greater than 300ml, and half-life period is greater than 120min.
To inject water saturated natural core, rock core is placed in core holding unit, pressurize 1-2MPa, with stratum water drive
Stablize for saturated core to pressure, measuring core permeability is 120 × 10-3μm2, at 80 DEG C, pressure 1-2MPa is set, with
The flow velocity of 0.2ml/min is saturated above-mentioned dehydration degassed crude, obtains initial oil saturation 88%, aging 12h, then 80 DEG C of constant temperature
Physical analogy displacement test is kept back pressure and confining pressure constant, is reached with water drive rock core to water content under the speed of 0.3ml/min
98%, measuring waterflood recovery efficiency factor is 70%, then injects the oil displacement agent polymer of 0.3PV to rock core with the speed of 0.3ml/min
BHHP-113, aging 12h turn water drive to aqueous and reach 98%, and oil recovery factor can be improved again on the basis of water drive by measuring
10.1%.
Finally, it should be noted that the above embodiments are only used to illustrate the technical solution of the present invention., rather than its limitations；To the greatest extent
Pipe present invention has been described in detail with reference to the aforementioned embodiments, those skilled in the art should understand that: its according to
So be possible to modify the technical solutions described in the foregoing embodiments, or to some or all of the technical features into
Row equivalent replacement；And these are modified or replaceed, various embodiments of the present invention technology that it does not separate the essence of the corresponding technical solution
The range of scheme.
Claims (8)
1. a kind of displacement of reservoir oil anionic and nonionic amphoteric surfactant, it is characterised in that: the surfactant is alkyl phenol polyoxy
The phloroglucin bigeminy sulfonate of vinethene and lignose alcohol ether, chemical general formula such as formula one:
Wherein: branch or straight chained alkyl of the R1 for C9-C16, the adduction number of x, y for ethoxy group, X 8-20, Y 6-10,
Lignin is the English of lignin, represents the structure of lignin, Y is alkali metal.
2. a kind of displacement of reservoir oil anionic and nonionic amphoteric surfactant according to claim 1, it is characterised in that: the alkyl
Phenol polyethenoxy ether and lignose alcohol ether use the mixing bigeminy of different carbon chain and different structure lignin, and wherein R1 is C9-C16
Branch or straight chained alkyl, lignin is the syringyl lignin being polymerized by lilac base propane structures alone, or
Guaiacyl lignin that person is polymerized by guaiacyl propane structures alone or by p- hydroxyphenylpropane structure monomer
The p- hydroxy phenyl lignin being polymerized.
3. a kind of displacement of reservoir oil anionic and nonionic amphoteric surfactant according to claim 1, it is characterised in that: Y be sodium or
Person's potassium.
4. a kind of displacement of reservoir oil preparation method of anionic and nonionic amphoteric surfactant, which comprises the following steps:
(1) lignin 100g is purified, sodium hydroxide 0.1-5g is dissolved in 20-100g toluene, nitrogen environment, and 80-150 DEG C of temperature,
Reaction pressure 0.3-1.0MPa stirs 15min, and ethylene oxide or propylene oxide is added, is alternately added, after all adding, stops
It only stirs, cooled to room temperature, and keeps pressure, after then vacuum distillation removes low-boiling fraction, obtain lignose alcohol ether；
(2) alkyl phenol polyoxyethylene ether 100g, sodium hydroxide, mixing are warming up to 40-60 DEG C, after mixing evenly, 10-20ml are added
Formaldehyde is kept for 50-80 DEG C of reaction temperature, is reacted 5-8 hours, is obtained alkyl phenol polyoxyethylene ether methylol intermediate；
(3) intermediate for obtaining step 1,1:2.1-2.5 is mixed in molar ratio with phloroglucin, and organic base and DMF is added, and is mixed
Heating is closed, 80-100 DEG C of heating temperature, reaction time 1-2h, the intermediate that step 2 obtains, the centre with step 1 is then added
Body molar ratio is 1:1, and after being added completely into, the toluene and 2-2.5 times of matter of 10 times of quality is added in the reaction was continued 1-2h, vacuum distillation
The sodium hydroxide of amount is placed in equipped with stirring, in four mouthfuls of glass reactors of reflux condensate device, is heated to 60 DEG C of reaction lh
Afterwards, it is added slowly with stirring sodium isethionate and solvent toluene reaction 4h, obtains mixing liquid after reaction, decompression is steamed
It evaporates except solvent, substance after methylene chloride washing distillation filters and removes inorganic salts and unreacted sodium isethionate, then again
Vacuum distillation removes methylene chloride, obtains the phloroglucin bigeminy sulfonate of alkyl phenol polyoxyethylene ether and lignose alcohol ether.
5. a kind of preparation method of displacement of reservoir oil anionic and nonionic amphoteric surfactant according to claim 4, feature exist
In the organic base in described 3 is n-BuLi or diisopropylamine lithium.
6. a kind of preparation method of displacement of reservoir oil anionic and nonionic amphoteric surfactant according to claim 4, feature exist
In, the propylene oxide of the ethylene oxide of 10-100g, 10-100g are divided 10 times in the step 1 and are alternately added, after all adding,
Stop stirring, cooled to room temperature.
7. a kind of preparation method of displacement of reservoir oil anionic and nonionic amphoteric surfactant according to claim 4, feature exist
In the sodium hydroxide in the step 2 is 1-10g sodium hydroxide or 50% sodium hydrate aqueous solution.
8. a kind of displacement of reservoir oil as described in claims 1 or 2 any one is with anionic and nonionic amphoteric surfactant in using three times
Using, which is characterized in that the phloroglucin bigeminy sulfonate of the alkyl phenol polyoxyethylene ether and lignose alcohol ether is with aqueous solution
Form injection reservoir formation in, contacted with underground crude oil and displacement come out, surfactant 0.01-3%, ternary polymerization propionic acid
Amide 0.1-5%, remaining be oilfield injection water；The total salinity of the injection water is 10000-30000mg/L, the total content of magnesium and calcium is
500-2000mg/L。
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811236709.6A CN109294547B (en) | 2018-10-23 | 2018-10-23 | Anionic and nonionic amphoteric surfactant for oil displacement and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811236709.6A CN109294547B (en) | 2018-10-23 | 2018-10-23 | Anionic and nonionic amphoteric surfactant for oil displacement and preparation method thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN109294547A true CN109294547A (en) | 2019-02-01 |
| CN109294547B CN109294547B (en) | 2020-11-20 |
Family
ID=65157707
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201811236709.6A Active CN109294547B (en) | 2018-10-23 | 2018-10-23 | Anionic and nonionic amphoteric surfactant for oil displacement and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN109294547B (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110776897A (en) * | 2019-11-20 | 2020-02-11 | 中国海洋石油集团有限公司 | Surfactant for low-permeability reservoir development and preparation method thereof |
| CN110819329A (en) * | 2019-11-15 | 2020-02-21 | 西安石油大学 | Oil displacement and corrosion inhibition dual-effect agent for oil field and preparation method thereof |
| CN113881421A (en) * | 2021-12-07 | 2022-01-04 | 德仕能源科技集团股份有限公司 | Composition for reducing minimum miscible pressure of carbon dioxide and crude oil and preparation method thereof |
| CN114316929A (en) * | 2020-10-10 | 2022-04-12 | 中石化南京化工研究院有限公司 | Microbubble foaming system for foam drilling |
Citations (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS58208388A (en) * | 1982-05-28 | 1983-12-05 | Noboru Fujimura | Combustion assistant |
| WO1994010298A1 (en) * | 1992-10-28 | 1994-05-11 | Novo Nordisk A/S | Stabilization of hemoproteins |
| CN1275430A (en) * | 1999-05-27 | 2000-12-06 | 大庆石油管理局 | Lignin sulfonate surfactant for oil field, its preparation process and use in tertiary oil recovery |
| CN101327416A (en) * | 2008-08-01 | 2008-12-24 | 中国林业科学研究院林产化学工业研究所 | Lignose alcohol ether carboxylate surfactant and preparation method thereof |
| CN102605651A (en) * | 2012-03-21 | 2012-07-25 | 武汉工程大学 | Preparation method of novel leveling agent |
| CN104437234A (en) * | 2014-11-14 | 2015-03-25 | 天津大港油田滨港集团博弘石油化工有限公司 | Novel aryl alkoxy alkyl sulfonate surface active agent and preparation method thereof |
| US9101574B2 (en) * | 2005-07-13 | 2015-08-11 | Allergan, Inc. | Cyclosporin compositions |
| CN105461916A (en) * | 2015-10-29 | 2016-04-06 | 清华大学 | Preparation method of lignin-based polyether sulfonate surfactant |
| CN106397495A (en) * | 2016-08-30 | 2017-02-15 | 中国科学院化学研究所 | Hydrogenation degradation product of lignin and hydrogenation degradation method of lignin |
| CN106566500A (en) * | 2016-10-17 | 2017-04-19 | 大港油田集团有限责任公司 | Preparation method and application of carbonized rice hull powder particle control and flooding agent |
| CN108096880A (en) * | 2016-11-24 | 2018-06-01 | 中国石油天然气股份有限公司 | Method and device for removing dissolved oxygen in viscous liquid |
-
2018
- 2018-10-23 CN CN201811236709.6A patent/CN109294547B/en active Active
Patent Citations (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS58208388A (en) * | 1982-05-28 | 1983-12-05 | Noboru Fujimura | Combustion assistant |
| WO1994010298A1 (en) * | 1992-10-28 | 1994-05-11 | Novo Nordisk A/S | Stabilization of hemoproteins |
| CN1275430A (en) * | 1999-05-27 | 2000-12-06 | 大庆石油管理局 | Lignin sulfonate surfactant for oil field, its preparation process and use in tertiary oil recovery |
| US9101574B2 (en) * | 2005-07-13 | 2015-08-11 | Allergan, Inc. | Cyclosporin compositions |
| CN101327416A (en) * | 2008-08-01 | 2008-12-24 | 中国林业科学研究院林产化学工业研究所 | Lignose alcohol ether carboxylate surfactant and preparation method thereof |
| CN102605651A (en) * | 2012-03-21 | 2012-07-25 | 武汉工程大学 | Preparation method of novel leveling agent |
| CN104437234A (en) * | 2014-11-14 | 2015-03-25 | 天津大港油田滨港集团博弘石油化工有限公司 | Novel aryl alkoxy alkyl sulfonate surface active agent and preparation method thereof |
| CN105461916A (en) * | 2015-10-29 | 2016-04-06 | 清华大学 | Preparation method of lignin-based polyether sulfonate surfactant |
| CN106397495A (en) * | 2016-08-30 | 2017-02-15 | 中国科学院化学研究所 | Hydrogenation degradation product of lignin and hydrogenation degradation method of lignin |
| CN106566500A (en) * | 2016-10-17 | 2017-04-19 | 大港油田集团有限责任公司 | Preparation method and application of carbonized rice hull powder particle control and flooding agent |
| CN108096880A (en) * | 2016-11-24 | 2018-06-01 | 中国石油天然气股份有限公司 | Method and device for removing dissolved oxygen in viscous liquid |
Non-Patent Citations (4)
| Title |
|---|
| SAHA, D: "Controlled release of antipyrine from mesoporous carbons", 《MICROPOROUS AND MESOPOROUS MATERIALS》 * |
| SPEER: "A METHOD OF RETAINING PHLOROGLUCINOL PROOF OF LIGNIN", 《STAIN TECHNOLOGY》 * |
| 宋伟明: "木质素醇醚非离子表面活性剂的合成及性能", 《精细石油化工》 * |
| 宋伟明: "木质素非离子表面活性剂的合成及性能的研究", 《齐齐哈尔大学学报》 * |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110819329A (en) * | 2019-11-15 | 2020-02-21 | 西安石油大学 | Oil displacement and corrosion inhibition dual-effect agent for oil field and preparation method thereof |
| CN110776897A (en) * | 2019-11-20 | 2020-02-11 | 中国海洋石油集团有限公司 | Surfactant for low-permeability reservoir development and preparation method thereof |
| CN110776897B (en) * | 2019-11-20 | 2021-09-14 | 中国海洋石油集团有限公司 | Surfactant for low-permeability reservoir development and preparation method thereof |
| CN114316929A (en) * | 2020-10-10 | 2022-04-12 | 中石化南京化工研究院有限公司 | Microbubble foaming system for foam drilling |
| CN113881421A (en) * | 2021-12-07 | 2022-01-04 | 德仕能源科技集团股份有限公司 | Composition for reducing minimum miscible pressure of carbon dioxide and crude oil and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN109294547B (en) | 2020-11-20 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN109294547A (en) | A kind of displacement of reservoir oil anionic and nonionic amphoteric surfactant and preparation method thereof | |
| CN102504794B (en) | Hydrophobically associating polymer and mixed surfactant binary compound oil displacement system | |
| CN102952531B (en) | Surfactant for displacing oil of offshore oilfield and preparation method thereof | |
| CN104109519B (en) | Betaine polymer displacement composition and preparation method | |
| CN102876313B (en) | Hydrophobically associated polymer-composite surfactant binary combination flooding system and method | |
| CN102690644B (en) | Binary alkali-free composite oil displacement composition suitable for high-temperature high-salt oil reservoir and application thereof | |
| CN102703049B (en) | Binary composite oil displacement composition and application thereof in tertiary oil recovery | |
| CN110699058A (en) | Osmotic modified viscosity-reducing oil displacement agent for water-flooding thickened oil and preparation method thereof | |
| CN102690641B (en) | Sulfonate surfactant and preparation method thereof | |
| CN103540303B (en) | Composite surfactant composition as well as preparation method thereof | |
| CN103254883A (en) | Oil-displacing agent and oil-displacing method for enhancing recovery ratio of high-temperature, high-salinity and high-hardness reservoir crude oil | |
| CN105331348A (en) | Homogeneous-phase microemulsion oil-displacing agent applied to low-permeation oil field and preparation method of homogeneous-phase microemulsion oil-displacing agent | |
| CN113462375A (en) | Chemical intervention in-situ emulsification system | |
| CN103589414A (en) | Zirconium dispersoid gel complex oil displacing system and preparing method thereof | |
| CN107501135B (en) | Preparation and application of sulfonate anionic surfactant containing double long-chain alkyl | |
| CN110452678B (en) | Based on MoS2Method for preparing fracturing fluid from nanosheets | |
| CN104910024A (en) | Surfactant for driving oil | |
| CN113337264B (en) | Polyether chain segment-containing anion-cation pair surfactant composition for salt-tolerant profile control and flooding | |
| CN110591675A (en) | Profile control and viscosity reduction integrated foaming agent for heavy oil reservoir and preparation method thereof | |
| CN112939821A (en) | Phase permeation regulating penetrant for developing compact oil and preparation method thereof | |
| CN111088008B (en) | Surfactant composition for pressure reduction and injection increase of low-permeability oil reservoir and preparation method and application thereof | |
| CN111087608B (en) | Oil-displacing surfactant and composition of alkyl phenol polyether bisbenzenesulfonate, and preparation method and application thereof | |
| CN104277813A (en) | Oil-field oil recovery composition and preparation method thereof | |
| CN104559989A (en) | Hydrocarbyl amine polyoxyethylene ether polyoxypropylene ether sulfonate type betaine | |
| CN115011322B (en) | High-temperature oil displacement agent and preparation method and application thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |