CN106749892A - A kind of degreaser of heavy crude heat extraction sewage and preparation method thereof - Google Patents
A kind of degreaser of heavy crude heat extraction sewage and preparation method thereof Download PDFInfo
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- CN106749892A CN106749892A CN201611025478.5A CN201611025478A CN106749892A CN 106749892 A CN106749892 A CN 106749892A CN 201611025478 A CN201611025478 A CN 201611025478A CN 106749892 A CN106749892 A CN 106749892A
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- degreaser
- acrylamide
- heat extraction
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/52—Amides or imides
- C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
- C08F220/56—Acrylamide; Methacrylamide
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/28—Treatment of water, waste water, or sewage by sorption
- C02F1/285—Treatment of water, waste water, or sewage by sorption using synthetic organic sorbents
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/52—Treatment of water, waste water, or sewage by flocculation or precipitation of suspended impurities
- C02F1/54—Treatment of water, waste water, or sewage by flocculation or precipitation of suspended impurities using organic material
- C02F1/56—Macromolecular compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F218/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid or of a haloformic acid
- C08F218/02—Esters of monocarboxylic acids
- C08F218/04—Vinyl esters
- C08F218/08—Vinyl acetate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/52—Amides or imides
- C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2103/00—Nature of the water, waste water, sewage or sludge to be treated
- C02F2103/10—Nature of the water, waste water, sewage or sludge to be treated from quarries or from mining activities
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Hydrology & Water Resources (AREA)
- Engineering & Computer Science (AREA)
- Environmental & Geological Engineering (AREA)
- Water Supply & Treatment (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
The invention belongs to disposing polluted water in oil technical field, specifically related to a kind of degreaser of heavy crude heat extraction sewage, the degreaser is obtained by micellar free radical copolymerization method by acrylamide, N benzyl N ethyl acrylamides and vinyl acetate, its molecular weight is 6000~50000, preferably 20000~30000, the mol ratio of described acrylamide, N benzyl N ethyl acrylamides and vinyl acetate is 1: 0.5~3: 0.1~2.5, preferably 1: 1.5: 2.Degreaser of the invention has and prepares that simple, heat-resistant salt-resistant performance is strong, low cost, and oil removal rate is high to can reach more than 96%；And separating the oil recovery for producing does not influence follow-up crude oil to be dehydrated.Therefore, present invention is generally applicable in the oil removing process of oil-field thick-oil thermal recovery sewage.
Description
Technical field
The present invention relates to a kind of degreaser of disposing polluted water in oil, the oil removing that heavy crude heat extraction goes out sewage disposal is particularly well-suited to
Agent.
Background technology
The viscosity of viscous crude is big, and it is always to restrict one of its important step for developing to exploit the sewage disposal for producing.Crude oil is passed through
After the heat chemistry settling treatment a period of time for crossing dehydration, silt and other mechanical admixtures together enter sewerage, make dirt
TSM in water reaches 20000mg/L or so.Larger difficulty is caused to sewage disposal.Meanwhile, in order that super-viscous oil energy
Ground is given rise to, the materials such as some surfactants, such as sulfonate are with the addition of in oil recovery process so that Produced Liquid is needed
Breaking emulsion and dewatering, in causing substantial amounts of chemical agent to remain in sewage, not only oil content is high to cause sewage, and emulsion stabilization
Property is strong so that sewage oil removing and purified treatment are increasingly complex.
Conventional handling process (natural subsidence-coagulant precipitation-filtering) is difficult to make heavy crude heat extraction sewage obtain effectively at present
Treatment.Another method for removing oil-bearing wastewater Crude Oil is chemical method, i.e., using oil removing agent method.Degreaser substantially divides
It is two categories below, the element of the first species is various, deoiling effect is good, but it is poor, relatively costly to there is preparation technology complexity, anti-salt property
Shortcoming；Another kind of degreaser composition is single, and preparation method and technique are relatively simple, and the requirement to water quality is relatively low, but exists and remove
The shortcoming of oily effect difference.Patent in terms of currently for condensed oil sewage treatment is less.
Patent ZL201410254042.8 " a kind of composite flocculation deoiling agent for oily waste water treatment " employs sulfuric acid
Aluminium, magnesium chloride, magnesium hydroxide, bentonite and polyacrylamide are composited, and the degreaser has consumption few, and oil removal efficiency is high,
Prepare simple, the features such as low cost, but the degreaser needs to use with corrosive magnesium hydroxide, and the compound is to equipment
With stronger corrosiveness.
The content of the invention
The present invention be directed to currently used for heavy crude heat extraction sewage deoiling effect it is undesirable the problems such as, and propose a kind of letter of technique
Single, with low cost, heat-resistant salt-resistant, and the good degreaser suitable for heavy crude heat extraction sewage treatment of deoiling effect.
The invention discloses a kind of degreaser of heavy crude heat extraction sewage, the degreaser is by acrylamide, N- benzyl-N- second
Base acrylamide and vinyl acetate are obtained by micellar free radical copolymerization method, and molecular weight is 6000~50000, its molecular formula
It is as follows：
M=40~340, preferably 120~180；
N=2~250, preferably 30~45；
P=20~300, preferably 100~150.
The mol ratio of described acrylamide, N- Benzyl-N-ethyls acrylamide and vinyl acetate is 1: 0.5~3:
0.1~2.5, preferably 1: 1.5: 2.
Preferably, described degreaser molecular weight is 20000~30000.
It is a further object to provide a kind of preparation method of heavy crude heat extraction sewage degreaser, described preparation side
Method comprises the following steps：
(1) the N- benzyl-N- second of deionized water and aforementioned proportion is added in equipped with thermometer, the there-necked flask of stirring rod
Base acrylamide, is warming up to 30~40 DEG C, 20~30min of constant temperature under 200~300rpm stir speed (S.S.)s；
(2) acrylamide of aforementioned proportion is added in above-mentioned there-necked flask, and temperature is risen to 45~50 DEG C, added
Hydrophobic grouping solubilizer, stirs 30~40min, and stir speed (S.S.) is 500~550rpm, and after mixing time terminates, temperature rises to 60
~65 DEG C, 20~30min of constant temperature obtains mixture；
(3) pH value of mixture is adjusted with the sodium hydroxide solution of 6mol/L, makes pH value between 7~8, by aforementioned proportion
Vinyl acetate be added to adjustment pH value after mixture in, regulation stir speed (S.S.) be 300~400rpm, thermostat temperature 40~
50 DEG C, after 10~30min of stirring, initiator is added, temperature rises to 70~85 DEG C, and stir speed (S.S.) is 400~500rpm, and constant temperature is anti-
2~6h is answered, stops stirring, Temperature fall obtains polymer solution；
(4) polymer solution is transferred in round-bottomed flask, vacuum distillation obtains gum-like product, and 3~5 are washed with acetone
It is secondary, it is then placed in drying 12~24h in drying box, finally give acrylamide/N- Benzyl-N-ethyls acrylamide/acetic acid second
Alkene ester polymer.
The consumption of described deionized water is 5~15 times of acrylamide monomer quality；Described hydrophobic grouping solubilizer
It is lauryl sodium sulfate or dodecyl sodium sulfate, consumption is the 0.5~2.0% of acrylamide monomer quality；Described draws
Hair agent is K2S2O8Or NaHSO3, consumption is the 2.5~5.0% of acrylamide monomer quality.
Described reaction equation is as follows：
The present invention is provided to the degreaser of oil-field thick-oil thermal recovery sewage disposal, it belongs to amphipathic polymer molecule, and this gathers
Contain ester group, amide groups, phenyl ring and tertiary amine group on adduct molecule, the hydrophobic chain in amphipathic polymer molecule is with block
Formal distribution, can be with the oil absorption in sewage, and the polar group on side chain is then easy to be deep into greasy dirt, it is easy to it is thick
There is complexing in the gum asphalt in oil, promote the flocculation of greasy dirt, and then reach the purpose to condensed oil sewage oil removal treatment.
Additionally, the present invention introduces vinyl acetate when oil removing agent molecule is designed, the group has pliability and elasticity, and infiltration
Performance is good, and the covering property for thicker crude oil is stronger；The group for being introduced in this molecule simultaneously belongs to nonionic, has
Stronger salt-tolerant trait and heat-resisting property.
The present invention has the following advantages that and beneficial effect compared with prior art：
(1) extensively, synthesis technique is simple, and product is easily obtained and transports preservation for the raw material sources of degreaser of the invention；
(2) degreaser strong adaptability of the invention, consumption is few, the need for can meeting environmental protection and oil field development；
(3) degreaser of the invention has temperature resistance salt resistant character, can heatproof reach 210000mg/ up to 220 DEG C, resistance to salinity
L；
(4) the characteristics of degreaser of the invention has oil removal efficiency high heavy crude heat extraction sewage treatment, heavy crude heat extraction sewage
Oil removal rate up to more than 96%, more existing medicament improves more than 45%, meets the requirement of the oil removing pretreatment of condensed oil sewage；
(5) degreaser of the invention is environmentally safe, and oil removing can be recycled.
Specific embodiment
With reference to specific embodiment, and the present invention is described in further detail with reference to data.It should be understood that these embodiments
It is of the invention solely for the purpose of illustration, rather than the scope of the present invention is limited by any way.
Embodiment 1：Degreaser A1And preparation method thereof
(1) degreaser A1Composition, component and molecular weight it is as follows：
Degreaser A1By acrylamide, N- Benzyl-N-ethyls acrylamide and vinyl acetate according to 1: 0.5: 0.1 mole
Than being obtained by micellar free radical copolymerization method, mean molecule quantity is 8000.
(2) degreaser A1Preparation method it is as follows：
1. added in equipped with thermometer, the there-necked flask of stirring rod the N- benzyls of 355.4g deionized waters and 0.5mol-
N- ethyl acrylamides, are warming up to 30 DEG C, constant temperature 20min under 200rpm stir speed (S.S.)s；
2. the acrylamide of 1mol is added in above-mentioned there-necked flask, and temperature is risen to 45 DEG C, add 0.36g 12
Sodium alkyl sulfate, stirs 36min, and stir speed (S.S.) is 500rpm, and after mixing time terminates, temperature rises to 60 DEG C, and constant temperature 25min is obtained
To mixture；
3. the pH value of mixture is adjusted with the sodium hydroxide solution of 6mol/L, makes pH value 7, by the vinyl acetate of 0.1mol
Ester be added to adjustment pH value after mixture in, regulation stir speed (S.S.) be 300rpm, 40 DEG C of thermostat temperature, stir 20min after, plus
Enter 1.78g K2S2O8, temperature rises to 70 DEG C, and stir speed (S.S.) is 400rpm, isothermal reaction 2h, stops stirring, and Temperature fall is obtained
Polymer solution；
4. polymer solution is transferred in round-bottomed flask, vacuum distillation obtains gum-like product, washs 3 times with acetone, so
After be put into drying box and dry 12h, finally give acrylamide/N- Benzyl-N-ethyls acrylamide/vinyl acetate polymer
A1。
Embodiment 2：Degreaser A2And preparation method thereof
(1) degreaser A2Composition, component and molecular weight it is as follows：
Degreaser A2By acrylamide, N- Benzyl-N-ethyls acrylamide and vinyl acetate according to 1: 1.5: 2 mol ratio
It is obtained by micellar free radical copolymerization method, mean molecule quantity is 25000.
(2) degreaser A2Preparation method it is as follows：
1. added in equipped with thermometer, the there-necked flask of stirring rod the N- benzyls of 710.8g deionized waters and 1.5mol-
N- ethyl acrylamides, are warming up to 35 DEG C, constant temperature 25min under 260rpm stir speed (S.S.)s；
2. the acrylamide of 1mol is added in above-mentioned there-necked flask, and temperature is risen to 48 DEG C, add 0.71g 12
Sodium alkyl sulfonate, stirs 30min, and stir speed (S.S.) is 520rpm, and after mixing time terminates, temperature rises to 63 DEG C, and constant temperature 20min is obtained
To mixture；
3. the pH value of mixture is adjusted with the sodium hydroxide solution of 6mol/L, makes pH value 7.5, by the vinyl acetate of 2mol
Ester be added to adjustment pH value after mixture in, regulation stir speed (S.S.) be 360rpm, 45 DEG C of thermostat temperature, stir 10min after, plus
Enter 2.84g NaHSO3, temperature rises to 80 DEG C, and stir speed (S.S.) is 460rpm, isothermal reaction 4h, stops stirring, and Temperature fall is obtained
Polymer solution；
4. polymer solution is transferred in round-bottomed flask, vacuum distillation obtains gum-like product, washs 4 times with acetone, so
After be put into drying box and dry 18h, finally give acrylamide/N- Benzyl-N-ethyls acrylamide/vinyl acetate polymer
A2。
Embodiment 3：Degreaser A3And preparation method thereof
(1) degreaser A3Composition, component and molecular weight it is as follows：
Degreaser A3By acrylamide, N- Benzyl-N-ethyls acrylamide and vinyl acetate according to 1: 3: 2.5 mol ratio
It is obtained by micellar free radical copolymerization method, mean molecule quantity is 48000.
(2) degreaser A3Preparation method it is as follows：
1. the N- benzyls-N- of 1066.2g deionized waters and 3mol is added in equipped with thermometer, the there-necked flask of stirring rod
Ethyl acrylamide, is warming up to 40 DEG C, constant temperature 30min under 300rpm stir speed (S.S.)s；
2. the acrylamide of 1mol is added in above-mentioned there-necked flask, and temperature is risen to 50 DEG C, add 1.42g 12
Sodium alkyl sulfonate, stirs 40min, and stir speed (S.S.) is 550rpm, and after mixing time terminates, temperature rises to 65 DEG C, and constant temperature 30min is obtained
To mixture；
3. the pH value of mixture is adjusted with the sodium hydroxide solution of 6mol/L, makes pH value 8, by the vinyl acetate of 2.5mol
Ester be added to adjustment pH value after mixture in, regulation stir speed (S.S.) be 400rpm, 50 DEG C of thermostat temperature, stir 30min after, plus
Enter 3.55g NaHSO3, temperature rises to 85 DEG C, and stir speed (S.S.) is 500rpm, isothermal reaction 6h, stops stirring, and Temperature fall is obtained
Polymer solution；
4. polymer solution is transferred in round-bottomed flask, vacuum distillation obtains gum-like product, washs 5 times with acetone, so
After be put into drying box and dry 24h, finally give acrylamide/N- Benzyl-N-ethyls acrylamide/vinyl acetate polymer
A3。
The degreaser A of embodiment 41Scene application
Multi-purpose station F8Water be heavy crude heat extraction sewage, test process scale be 80m3/ d, water oil content 425mg/L, it is dirty
Water salinity 9856mg/L, using degreaser A of the invention1To multi-purpose station F8Sewage carry out oil removal treatment, after adding degreaser
The concentration of degreaser is 45mg/L in sewage, and oil content is reduced to 10.2mg/L after treatment, and oil content reduction by 97.6% reaches work
Skill requirement.
The degreaser A of embodiment 42Scene application
Multi-purpose station F3Water be heavy crude heat extraction sewage, test process scale be 50m3/ d, water oil content 726mg/L, it is dirty
Water salinity 15683mg/L, using degreaser A of the invention2To multi-purpose station F3Sewage carry out oil removal treatment, add degreaser
The concentration of degreaser is 65mg/L in sewage afterwards, and oil content is reduced to 10.9mg/L after treatment, and oil content reduction by 98.5% reaches
Technological requirement.
The degreaser A of embodiment 63Scene application
Multi-purpose station F12Water be heavy crude heat extraction sewage, test process scale be 60m3/ d, water oil content 368mg/L,
Sewage salinity 7853mg/L, using degreaser A of the invention3To multi-purpose station F12Sewage carry out oil removal treatment, add oil removing
The concentration of degreaser is 32mg/L in sewage after agent, and oil content is reduced to 11.0mg/L after treatment, and oil content reduction by 97.0% reaches
To technological requirement.
Claims (8)
1. a kind of degreaser of heavy crude heat extraction sewage, the degreaser is by acrylamide, N- Benzyl-N-ethyls acrylamide and second
Vinyl acetate is obtained by micellar free radical copolymerization method, and its molecular weight is 6000~50000, and molecular formula is as follows：
Wherein：M=40~340, preferably 120~180；
N=2~250, preferably 30~45；
P=20~300, preferably 100~150.
2. the degreaser of heavy crude heat extraction sewage according to claim 1, it is characterised in that described acrylamide, N- benzyls
The mol ratio of base-N- ethyl acrylamides and vinyl acetate is 1: 0.5~3: 0.1~2.5.
3. the degreaser of heavy crude heat extraction sewage according to claim 2, it is characterised in that described acrylamide, N- benzyls
The mol ratio of base-N- ethyl acrylamides and vinyl acetate is 1: 1.5: 2.
4. the degreaser of heavy crude heat extraction sewage according to claim 1 and 2, it is characterised in that described oil removing agent molecule
Measure is 20000~30000.
5. a kind of preparation method of heavy crude heat extraction sewage degreaser, it is characterised in that the preparation method specifically includes following step
Suddenly：
(1) the N- Benzyl-N-ethyls third of deionized water and aforementioned proportion are added in equipped with thermometer, the there-necked flask of stirring rod
Acrylamide, is warming up to 30~40 DEG C, 20~30min of constant temperature under 200~300rpm stir speed (S.S.)s；
(2) acrylamide of aforementioned proportion is added in above-mentioned there-necked flask, and temperature is risen to 45~50 DEG C, added hydrophobic
Group solubilizer, stirs 30~40min, and stir speed (S.S.) is 500~550rpm, and after mixing time terminates, temperature rises to 60~65
DEG C, 20~30min of constant temperature obtains mixture；
(3) pH value of mixture is adjusted with the sodium hydroxide solution of 6mol/L, makes pH value between 7~8, by the second of aforementioned proportion
Vinyl acetate is added in the mixture after adjustment pH value, and regulation stir speed (S.S.) is 300~400rpm, thermostat temperature 40~50
DEG C, after 10~30min of stirring, initiator being added, temperature rises to 70~85 DEG C, and stir speed (S.S.) is 400~500rpm, isothermal reaction
2~6h, stops stirring, and Temperature fall obtains polymer solution；
(4) polymer solution is transferred in round-bottomed flask, vacuum distillation obtains gum-like product, washs 3~5 times with acetone, so
After be put into 12~24h dried in drying box, finally give acrylamide/N- Benzyl-N-ethyls acrylamide/vinyl acetate and gather
Compound.
6. the preparation method of heavy crude heat extraction sewage degreaser according to claim 5, it is characterised in that described deionization
The consumption of water is 5~15 times of acrylamide monomer quality.
7. the preparation method of the heavy crude heat extraction sewage degreaser according to claim 5 or 6, it is characterised in that described dredges
Water base solubilizer is lauryl sodium sulfate or dodecyl sodium sulfate, its consumption for acrylamide monomer quality 0.5~
2.0%.
8. the preparation method of the heavy crude heat extraction sewage degreaser according to claim 5 or 6, it is characterised in that described draws
Hair agent is K2S2O8Or NaHSO3, its consumption is the 2.5~5.0% of acrylamide monomer quality.
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| CN201611025478.5A CN106749892B (en) | 2016-11-17 | 2016-11-17 | A kind of degreaser of heavy crude heat extraction sewage and preparation method thereof |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110835313A (en) * | 2018-08-17 | 2020-02-25 | 中国石油化工股份有限公司 | Water-soluble oil washing agent for thick oil and preparation method thereof |
| CN111848859A (en) * | 2020-08-14 | 2020-10-30 | 山东大学 | Micro-crosslinked cationic polyacrylamide flocculant and preparation method and application thereof |
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| JPS59196309A (en) * | 1983-03-11 | 1984-11-07 | ユニオン，カ−バイド，コ−ポレ−シヨン | High molecular weight water-soluble polymer and coagulation therewith |
| CN1339409A (en) * | 2001-08-22 | 2002-03-13 | 盘锦市华意环境工程有限公司 | Condensed oil waste water deep treating and reusing technology |
| CN101058451A (en) * | 2007-04-26 | 2007-10-24 | 北京科技大学 | Composite flocculation deoiling agent for oil-containing sewage |
| CN103397522A (en) * | 2013-08-01 | 2013-11-20 | 广州大学 | Brush polymer degreaser |
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2016
- 2016-11-17 CN CN201611025478.5A patent/CN106749892B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59196309A (en) * | 1983-03-11 | 1984-11-07 | ユニオン，カ−バイド，コ−ポレ−シヨン | High molecular weight water-soluble polymer and coagulation therewith |
| CN1339409A (en) * | 2001-08-22 | 2002-03-13 | 盘锦市华意环境工程有限公司 | Condensed oil waste water deep treating and reusing technology |
| CN101058451A (en) * | 2007-04-26 | 2007-10-24 | 北京科技大学 | Composite flocculation deoiling agent for oil-containing sewage |
| CN103397522A (en) * | 2013-08-01 | 2013-11-20 | 广州大学 | Brush polymer degreaser |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110835313A (en) * | 2018-08-17 | 2020-02-25 | 中国石油化工股份有限公司 | Water-soluble oil washing agent for thick oil and preparation method thereof |
| CN110835313B (en) * | 2018-08-17 | 2021-10-22 | 中国石油化工股份有限公司 | Water-soluble oil washing agent for thick oil and preparation method thereof |
| CN111848859A (en) * | 2020-08-14 | 2020-10-30 | 山东大学 | Micro-crosslinked cationic polyacrylamide flocculant and preparation method and application thereof |
| CN111848859B (en) * | 2020-08-14 | 2021-09-14 | 山东大学 | Micro-crosslinked cationic polyacrylamide flocculant and preparation method and application thereof |
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| Publication number | Publication date |
|---|---|
| CN106749892B (en) | 2018-10-26 |
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