CN108864418A - A kind of aged crude oil demulsifier and preparation method thereof - Google Patents
A kind of aged crude oil demulsifier and preparation method thereof Download PDFInfo
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- CN108864418A CN108864418A CN201810744027.XA CN201810744027A CN108864418A CN 108864418 A CN108864418 A CN 108864418A CN 201810744027 A CN201810744027 A CN 201810744027A CN 108864418 A CN108864418 A CN 108864418A
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- 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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
- C08G65/2618—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing nitrogen
- C08G65/2621—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing nitrogen containing amine groups
- C08G65/2624—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing nitrogen containing amine groups containing aliphatic amine groups
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G33/00—Dewatering or demulsification of hydrocarbon oils
- C10G33/04—Dewatering or demulsification of hydrocarbon oils with chemical means
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
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- Phenolic Resins Or Amino Resins (AREA)
Abstract
The invention discloses a kind of aged crude oil demulsifiers and preparation method thereof.This prepares the method for crude oil demulsifier, including：1) tannin acid type phenol-amine resin, catalyst are reacted with propylene oxide, obtains demulsifier oleophylic head compound；2) demulsifier oleophylic head compound, catalyst obtained by step 1) are reacted with ethylene oxide to obtain the final product.The demulsifier can be realized quick, the efficient demulsification of the demulsification especially aged crude oil of offshore platform to aged crude oil.The present invention is particularly pertinent for the demulsification of ageing oil, especially Bohai Bay Oil, is beneficial to energy conservation emission reduction, reduces enterprise's production cost.
Description
Technical field
The present invention relates to a kind of aged crude oil demulsifiers and preparation method thereof, belong to Petroleum Processing Technology field.
Background technique
Aged crude oil, also known as ageing oil refer to crude oil production, in treatment process, in medicament, mechanical admixture, colloid, pitch
It is formed under the action of the factors such as matter, bacterium, air, circulation shear, emulsified state is increasingly stable, using conventional dose and place
What reason method can not be handled, there is the crude oil emulsion of larger impact to crude oil dehydrating system.
With the extensive use of technique of polymer flooding, after the crude oil demulsification produced, abjection sewage with oil rate is even more than 1
Ten thousand ppm are produced after water cleaning agent is added containing oil suspensions, referred to as ageing oil.The ageing oil is aqueous more than 30%, has no at present
Effective treatment agent.To reduce moisture content in ageing oil, to reduce the energy loss of pipeline under the ocean, there is important meaning
Justice.A kind of demulsifier that can be suitble to ageing oil is researched and developed out, is unusual urgent problems.
Summary of the invention
The object of the present invention is to provide a kind of aged crude oil demulsifiers and preparation method thereof.
The method provided by the invention for preparing crude oil demulsifier, includes the following steps：
1) tannin acid type phenol-amine resin provided by the invention, catalyst are reacted with propylene oxide, obtains demulsifier
Oleophylic head compound；
2) demulsifier oleophylic head compound, catalyst obtained by step 1) are reacted with ethylene oxide, obtains the original
Oily demulsifier.
In the step 1) and step 2) of the above method, catalyst is alkali；It is chosen in particular from potassium hydroxide, sodium hydroxide, hydrogen
Change at least one of sodium, sodium methoxide, potassium methoxide and sodium ethoxide；
The dosage of the catalyst is the 0.1~1% of the tannin acid type phenol-amine resin and propylene oxide gross mass；Specifically
It is 0.3%；
The mass ratio of the ethylene oxide and propylene oxide is (0.01~2)：1；Specially 0.01:1,0.015:1,
0.029:1 or 0.043:1.
In the step 1) reaction step, the mass ratio of tannin acid type phenol-amine resin and propylene oxide is 1:50~200；Tool
Body is 1：69-199；
Reaction temperature is 100 DEG C~140 DEG C；Reaction pressure is 0.2~0.4MPa；Reaction time is 5~25h；Specially
10h。
In the step 2) reaction step, reaction temperature is 100 DEG C~120 DEG C；Reaction pressure is 0.15~0.35MPa；
Reaction time is 5~10h.
Tannin acid type phenol-amine resin provided by the invention is made according to the method included the following steps：
A, tannic acid and formalin are subjected to hydroxymethylation, obtain methylol tannic acid；
B, methylol tannic acid obtained by step a vinylamine is added drop-wise to carry out steaming first after being added dropwise in polymerization reaction
Alcohol and water, then washed with detergent, obtain the tannin acid type phenol-amine resin.
In the step a hydroxymethylation step of the above method, the molar ratio of tannic acid and formaldehyde is 1：20~60；
Specially 1：25-40；The mass percentage concentration of the formalin is 35-40%；Specially 38%；The tannic acid is also known as
Tannic acid, tannic acid, No. CAS：1401-55-4 can be commercially available from various public commercial sources.
Reaction temperature is 40~80 DEG C；Specially 70 DEG C；Reaction time is 4-6h；Specially 5h；
The hydroxymethylation carries out in a solvent；The solvent is chosen in particular from methanol, ethyl alcohol, isopropanol, tetrahydro furan
It mutters, at least one of methylene chloride, chloroform, carbon tetrachloride, tetrahydrofuran and ether；
The hydroxymethylation carries out in an inert atmosphere；The inert atmosphere is nitrogen atmosphere；
The tannic acid is mixed in a manner of being added dropwise with formaldehyde；In a dropping step, drop rate is 2~20g/min；
Specially 10g/min.
In the step b, the molar ratio of the vinylamine and tannic acid is 10-40：1；Specially 15-30:1；
In a dropping step, drop rate is 2~20g/min；Specially 10g/min；In the polymerization procedure,
Temperature is 60~100 DEG C；Reaction time is 4-6h；Specially 5h；
The polymerization reaction carries out in a solvent；The solvent is chosen in particular from methanol, ethyl alcohol, isopropanol, tetrahydrofuran, two
At least one of chloromethanes, chloroform, carbon tetrachloride, tetrahydrofuran and ether；
The vinylamine is selected from ethylenediamine, diethylenetriamine, triethylene tetramine, tetraethylenepentamine, pentaethylene hexamine and six
At least one of seven amine of ethylene；
The detergent is selected from least one of methylene chloride, chloroform, carbon tetrachloride, tetrahydrofuran and ether.
In addition, the crude oil demulsifier being prepared according to the method described above and the crude oil demulsifier are in aged crude oil demulsification
Using also belonging to protection scope of the present invention.Wherein, the aged crude oil can specifically derive from Bohai Bay Oil.
Beneficial effects of the present invention：
1, the present invention is compared with bisphenol-A, amine, alcohols, phenolic resin class initiator, the synthesis of tannin acid type phenol-amine resin
Technique is improved, and the generation of the side reactions such as schiff bases is avoided, and more phenolic hydroxyl group ortho positions point participates in instead on phenyl ring
It answers, obtains more branches.And enough formaldehyde also ensures that the ortho position of phenolic hydroxyl group can react completely, forms more branch
The phenol-amine resin of chain.
2, the demulsifier can be realized the quick, efficient of the demulsification especially aged crude oil of offshore platform to aged crude oil
Demulsification.The present invention is particularly pertinent for the demulsification of ageing oil, especially Bohai Bay Oil, is beneficial to energy conservation emission reduction, reduces enterprise
Industry production cost.The demulsifier solves the problems, such as that aged crude oil is difficult to effectively be demulsified, and it is de- to demulsifier to meet offshore platform
Water speed is fast, the high requirement of dehydration rate.
Specific embodiment
The present invention is further elaborated combined with specific embodiments below, but the present invention is not limited to following embodiments.Institute
State method is conventional method unless otherwise instructed.The raw material can obtain unless otherwise instructed from public commercial source.
The synthesis of embodiment 1, demulsifier A
1) tannic acid 68g is weighed, is dissolved in 600ml methanol, pours this solution into constant pressure funnel.It is burnt to tri- mouthfuls of 1L
The formalin 130g that mass percentage concentration is 38% is added in bottle, constant temperature 30min at 70 DEG C leads to nitrogen, from constant pressure addition
Tannic acid methanol solution, drop rate 10g/min, the reaction was continued after dripping 5h, revolving removing first are instilled in funnel at a slow speed
Pure and mild formaldehyde obtains methylol tannic acid.
2) methylol tannic acid is re-dissolved in 500ml methanol, at 80 DEG C, is slowly dropped into 151g tetraethylenepentamine and is added dropwise
Rate is 10g/min, and 5h is reacted after being added dropwise, and decompression steams first alcohol and water, pours into fill 500ml methylene chloride while hot, then
It is washed three times with 500ml methylene chloride, revolving is 24 hours dry, obtains tannin acid type phenol-amine resin.
3) it takes in gained tannin acid type phenol-amine resin 10g and 2g potassium hydroxide investment autoclave, after sealing autoclave, starts
Temperature is stirred and increases, nitrogen is vented 3 times, vacuumizes 30 minutes.When temperature rises to 100 DEG C~140 DEG C, it is slowly added to 690g ring
Ethylene Oxide keeps pressure in 0.2~0.4MPa, reacts 10h to get demulsifier oleophylic head compound.
4) gained demulsifier oleophylic head compound 60g and 0.1g potassium hydroxide is put into autoclave, after sealing autoclave,
It starts stirring and increases temperature, nitrogen is vented 3 times, is vacuumized 30 minutes.When temperature rises to 100 DEG C~120 DEG C, it is slowly added to
30g ethylene oxide keeps pressure in 0.2~0.4MPa, reacts 5h to get polyether demulsification agent A is arrived
The synthesis of embodiment 2, demulsifier B
1 gained tannin acid type phenol-amine resin 10g and 2g potassium hydroxide of Example is put into autoclave, sealing autoclave
Afterwards, it starts stirring and increases temperature, nitrogen is vented 3 times, is vacuumized 30 minutes.When temperature rises to 100 DEG C~140 DEG C, slowly add
Enter 690g propylene oxide, keeps pressure in 0.2~0.4MPa, react 10h to get demulsifier oleophylic head compound.
It takes in gained demulsifier oleophylic head compound 60g and 0.1g potassium hydroxide investment autoclave, after sealing autoclave, opens
Dynamic to stir and increase temperature, nitrogen is vented 3 times, vacuumizes 30 minutes.When temperature rises to 100 DEG C~120 DEG C, it is slowly added to 20g
Ethylene oxide keeps pressure in 0.2~0.4MPa, reacts 5h to get polyether demulsification agent B is arrived.
The synthesis of embodiment 3, demulsifier C
1 gained tannin acid type phenol-amine resin 10g and 6g potassium hydroxide of Example is put into autoclave, sealing autoclave
Afterwards, it starts stirring and increases temperature, nitrogen is vented 3 times, is vacuumized 30 minutes.When temperature rises to 100 DEG C~140 DEG C, slowly add
Enter 1990 propylene oxide, keeps pressure in 0.2~0.4MPa, react 10h to get demulsifier oleophylic head compound.
It takes in gained demulsifier oleophylic head compound 60g and 0.1g potassium hydroxide investment autoclave, after sealing autoclave, opens
Dynamic to stir and increase temperature, nitrogen is vented 3 times, vacuumizes 30 minutes.When temperature rises to 100 DEG C~120 DEG C, it is slowly added to 30g
Ethylene oxide keeps pressure in 0.2~0.4MPa, reacts 5h to get polyether demulsification agent C is arrived.
The synthesis of embodiment 4, demulsifier D
1 gained tannin acid type phenol-amine resin 10g and 6g potassium hydroxide of Example is put into autoclave, sealing autoclave
Afterwards, it starts stirring and increases temperature, nitrogen is vented 3 times, is vacuumized 30 minutes.When temperature rises to 100 DEG C~140 DEG C, slowly add
Enter 1990 propylene oxide, keeps pressure in 0.2~0.4MPa, react 10h to get demulsifier oleophylic head compound.
It takes in gained demulsifier oleophylic head compound 60g and 0.1g potassium hydroxide investment autoclave, after sealing autoclave, opens
Dynamic to stir and increase temperature, nitrogen is vented 3 times, vacuumizes 30 minutes.When temperature rises to 100 DEG C~120 DEG C, it is slowly added to 20g
Ethylene oxide keeps pressure in 0.2~0.4MPa, reacts 5h to get polyether demulsification agent D is arrived.
Embodiment 5, crude oil demulsification experiment
Using oil and gas industry standard SY/T 5281-2000《(the bottle examination of crude oil demulsifier service performance detection method
Method)》, demulsification experiment has been carried out to ageing oil of the demulsifier under Bohai Bay Oil scene temperature of embodiment 1-5 synthesis, selection is existing
For the demulsifier for the normal crude oil that field uses as control, the concentration of demulsifier is 100mg/L, and demulsification data are as shown in table 1.
The demulsification for the demulsifier that table 1, embodiment 1-5 are synthesized
As shown in Table 1, the demulsification that the demulsifier provided by the invention demulsifier can be realized to aged crude oil is especially extra large
The rapidly and efficiently demulsification of the aged crude oil of upper mounting plate, the demulsification time, which is no more than 60min, can be realized 93% or more dehydration rate.This is broken
Emulsion is particularly pertinent for the demulsification of Bohai Bay Oil, is beneficial to energy conservation emission reduction, reduces enterprise's production cost.The demulsifier solution
Aged crude oil of having determined is difficult to the problem being effectively demulsified, and meets that offshore platform is fast to demulsifier dewatering speed, and dehydration rate is high wants
It asks.
Claims (10)
1. a kind of method for preparing crude oil demulsifier, includes the following steps：
1) the tannin acid type phenol-amine resin any in claim 5-7, catalyst are reacted with propylene oxide, is broken
Emulsion oleophylic head compound；
2) demulsifier oleophylic head compound, catalyst obtained by step 1) are reacted with ethylene oxide, it is broken obtains the crude oil
Emulsion.
2. according to the method described in claim 1, it is characterized in that：In the step 1) and step 2), catalyst is alkali；Tool
Body is selected from least one of potassium hydroxide, sodium hydroxide, sodium hydride, sodium methoxide, potassium methoxide and sodium ethoxide；
The dosage of the catalyst is the 0.1~1% of the tannin acid type phenol-amine resin and propylene oxide gross mass；Specially
0.3%；
The mass ratio of the ethylene oxide and propylene oxide is (0.01~2)：1.
3. method according to claim 1 or 2, it is characterised in that：In the step 1) reaction step, tannin acid type phenol amine
The mass ratio of resin and propylene oxide is 1:50~200；
Reaction temperature is 100 DEG C~140 DEG C；Reaction pressure is 0.2~0.4MPa；Reaction time is 5~25h；Specially 10h.
4. method according to claim 1 to 3, it is characterised in that：In the step 2) reaction step, reaction temperature
Degree is 100 DEG C~120 DEG C；Reaction pressure is 0.15~0.35MPa；Reaction time is 5~10h.
5. a kind of tannin acid type phenol-amine resin is made according to the method included the following steps：
A, tannic acid and formalin are subjected to hydroxymethylation, obtain methylol tannic acid；
B, methylol tannic acid obtained by step a vinylamine is added drop-wise to carry out in polymerization reaction, steamed after being added dropwise methanol and
Water, then washed with detergent, obtain the tannin acid type phenol-amine resin.
6. tannin acid type phenol-amine resin according to claim 5, it is characterised in that：The step a hydroxymethylation step
In rapid, the molar ratio of tannic acid and formaldehyde is 1：20~60；Specially 1：25-40；The quality hundred of the formalin
Dividing concentration is 35-40%；Specially 38%；
Reaction temperature is 40~80 DEG C；Specially 70 DEG C；Reaction time is 4-6h；Specially 5h；
The hydroxymethylation carries out in a solvent；The solvent is chosen in particular from methanol, ethyl alcohol, isopropanol, tetrahydrofuran, two
At least one of chloromethanes, chloroform, carbon tetrachloride, tetrahydrofuran and ether；
The hydroxymethylation carries out in an inert atmosphere；The inert atmosphere is nitrogen atmosphere；
The tannic acid is mixed in a manner of being added dropwise with formaldehyde；In a dropping step, drop rate is 2~20g/min.
7. tannin acid type phenol-amine resin according to claim 5 or 6, it is characterised in that：In the step b, the ethylene
The molar ratio of amine and tannic acid is 10-40：1；Specially 15-30:1；
In a dropping step, drop rate is 2~20g/min；In the polymerization procedure, temperature is 60~100 DEG C；Instead
It is 4-6h between seasonable；Specially 5h；
The polymerization reaction carries out in a solvent；The solvent is chosen in particular from methanol, ethyl alcohol, isopropanol, tetrahydrofuran, dichloromethane
At least one of alkane, chloroform, carbon tetrachloride, tetrahydrofuran and ether；
The vinylamine is selected from ethylenediamine, diethylenetriamine, triethylene tetramine, tetraethylenepentamine, pentaethylene hexamine and six ethylene
At least one of seven amine；
The detergent is selected from least one of methylene chloride, chloroform, carbon tetrachloride, tetrahydrofuran and ether.
8. the crude oil demulsifier that any the method is prepared in claim 1-4.
9. application of the crude oil demulsifier described in claim 8 in aged crude oil demulsification.
10. application according to claim 9, it is characterised in that：The aged crude oil derives from Bohai Bay Oil.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109705832A (en) * | 2019-01-29 | 2019-05-03 | 中国海洋石油集团有限公司 | A kind of anti-newborn synergist of high temperature and its preparation and application |
| CN111171860A (en) * | 2020-01-21 | 2020-05-19 | 中海油天津化工研究设计院有限公司 | Demulsifier for aged crude oil water-in-oil emulsion and preparation method thereof |
| CN114621105A (en) * | 2020-12-10 | 2022-06-14 | 中国石油化工股份有限公司 | Polymer-containing crude oil demulsifier and preparation method thereof |
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| CN101649361A (en) * | 2009-08-27 | 2010-02-17 | 陕西科技大学 | Method for preparing tannin modified vinyl class polymer tanning agent |
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| GB611406A (en) * | 1943-11-01 | 1948-10-29 | Lockheed Aircraft Corp | Improvements in or relating to emulsifiers for rendering water-thinnable the concentrates of coating compositions, the improved water-thinnable coating compositions, and methods of thinning the same |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109705832A (en) * | 2019-01-29 | 2019-05-03 | 中国海洋石油集团有限公司 | A kind of anti-newborn synergist of high temperature and its preparation and application |
| CN109705832B (en) * | 2019-01-29 | 2021-09-10 | 中国海洋石油集团有限公司 | High-temperature anti-emulsion synergist and preparation and application thereof |
| CN111171860A (en) * | 2020-01-21 | 2020-05-19 | 中海油天津化工研究设计院有限公司 | Demulsifier for aged crude oil water-in-oil emulsion and preparation method thereof |
| CN111171860B (en) * | 2020-01-21 | 2021-08-20 | 中海油天津化工研究设计院有限公司 | Demulsifier for aged crude oil water-in-oil emulsion and preparation method thereof |
| CN114621105A (en) * | 2020-12-10 | 2022-06-14 | 中国石油化工股份有限公司 | Polymer-containing crude oil demulsifier and preparation method thereof |
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