CN105820833B - A kind of combined crude oil demulsifier and preparation method thereof - Google Patents
A kind of combined crude oil demulsifier and preparation method thereof Download PDFInfo
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- CN105820833B CN105820833B CN201610191653.1A CN201610191653A CN105820833B CN 105820833 B CN105820833 B CN 105820833B CN 201610191653 A CN201610191653 A CN 201610191653A CN 105820833 B CN105820833 B CN 105820833B
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- organic silicon
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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
-
- 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
-
- 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
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/46—Block-or graft-polymers containing polysiloxane sequences containing polyether sequences
Abstract
The invention discloses a kind of combined crude oil demulsifier and preparation method thereof.The combined crude oil demulsifier is made up of linear organic silicon polyether, phenol-amine resin polyethers, multiple-limb organic silicon polyether and polyethyleneimine butyrate, and the mass ratio of the linear organic silicon polyether, the phenol-amine resin polyethers, the multiple-limb organic silicon polyether and the polyethyleneimine butyrate is 0.5~2：7~13：1.5~4：1.Combined crude oil demulsifier provided by the present invention has good demulsification ability, can realize the fast hierarchical of oil water mixture, and applicability is wide.The combined crude oil demulsifier of the present invention has the advantages that easily diffusion, dehydration are fast, dehydration rate is high and water colour is clear.
Description
Technical field
The present invention relates to a kind of combined crude oil demulsifier and preparation method thereof, belong to technical field of petrochemical industry.
Background technology
Crude oil occurs from underground extraction is more with water-oil emulsion state, colloid, asphalitine, organic acid, solid in crude oil
The chemical agents such as polymer, the surfactant added when grain and exploitation, they adsorb in oil-water interfaces, formed with certain
The viscoplasticity film of intensity, the presence of interfacial film causes emulsion highly stable.Crude oil it is defeated outside or outward transport before require emulsion
Steady demulsification (be dehydrated more, purify water) must be taken off, to mitigate the pressure of crude oil exporting and sewage disposal link.Current crude oil demulsification is adopted
The mode of the mainly chemical demulsification combination physical technique taken.Demulsification medicament used is usually conventional polyether or modified polyether, is somebody's turn to do
Class medicament has the features such as demulsification time length, demulsifier consumption are big, demulsification temperature is high, abjection water oil content is high.And offshore oilfield
Limited by platform space, Produced Liquid processing time generally it is shorter, therefore it is required that can fast emulsion breaking, in the urgent need to developing adaptation
Property strong, efficiency high, the new product that demulsification is fast, abjection water is clear.
The content of the invention
It is an object of the invention to provide a kind of combined crude oil demulsifier and preparation method thereof, combination provided by the present invention
The siliceous crude oil demulsifier of type has the clear ability of fast emulsion breaking, abjection water.
Combined crude oil demulsifier provided by the present invention, it is by linear organic silicon polyether, phenol-amine resin polyethers, multiple-limb
Organic silicon polyether and polyethyleneimine butyrate composition,
The linear organic silicon polyether, the phenol-amine resin polyethers, the multiple-limb organic silicon polyether and the polyethylene
The mass ratio of imines butyrate is 0.5~2：7~13：1.5~4：1.
In combinations of the above type crude oil demulsifier, the linear organic silicon polyether, the phenol-amine resin polyethers, described many points
The mass ratio of branch organic silicon polyether and the polyethyleneimine butyrate can be 0.5：7：1.5：1、1.9：7：2.8：1 or 2：
13：4：1.
In combinations of the above type crude oil demulsifier, the number-average molecular weight of the linear organic silicon polyether is 1000~2000,
Wherein-Si -- O -- chain joint number is 7~13；
The number-average molecular weight of the phenol-amine resin polyethers is 5000~6000, and wherein n (EO)/n (PO) can be 1：3~4, tool
Body can be 1：3 or 1：4, n (EO)/n (PO) represent the mol ratio of oxirane and expoxy propane；
The number-average molecular weight of the multiple-limb organic silicon polyether be 6000~9000, wherein-Si -- O -- chain joint number be 10~
50, concretely 10~20；
The number-average molecular weight of the polyethyleneimine butyrate is 1200~10000, wherein butyric acid root and polyethyleneimine
The ratio between molar content of middle nitrogen is 0.1~0.9：1, concretely 0.3~0.9：1st, 0.6~0.9：1、0.3：1、0.6：1
Or 0.9：1.
In combinations of the above type crude oil demulsifier, the linear organic silicon polyether is prepared by the following method：
Allyl polyethenoxy polyoxypropylene methyl ether is reacted i.e. with end containing hydrogen silicone oil under the catalysis of Pt catalyst
Obtain the linear organic silicon polyether；
The molecular weight of the allyl polyethenoxy polyoxypropylene methyl ether can be 500~1000；
The end containing hydrogen silicone oil-Si -- O -- chain joint number be 7~13；
The temperature of the reaction can be 70~100 DEG C, concretely 70~85 DEG C, 85~100 DEG C, 70 DEG C, 85 DEG C or 100
DEG C, the time of the reaction can be 2~5h, concretely 2h~3h, 3h~5h, 2h, 3h or 5h.
In combinations of the above type crude oil demulsifier, the phenol-amine resin polyethers is prepared by the following method：
Formaldehyde is added dropwise in the mixture of TEPA and phenol and reacted；Then under the catalysis of potassium hydroxide
Oxirane is added into reaction system and expoxy propane carries out polymerisation, the phenol-amine resin polyethers is produced；
The polymerisation can be carried out under conditions of routine, such as：
The TEPA, the phenol, the formaldehyde, the mol ratio of the oxirane and the expoxy propane are
1~8：1~2：2~4：20~40：60~160；
The formaldehyde is added dropwise under conditions of 50 DEG C~55 DEG C, and is reacted to prepare phenol-amine resin starting at 120 DEG C
Agent, reacts 3~5h；
Oxirane and the expoxy propane ring-opening reaction is carried out in 120~140 DEG C of condition；
The polymerisation is carried out under conditions of 0.3~0.4MPa.
In combinations of the above type crude oil demulsifier, the multiple-limb organic silicon polyether is prepared by the following method：
Under the catalysis of chloroplatinic acid, high containing hydrogen silicone oil, allyl polyethenoxy polyoxypropylene methyl ether, pi-allyl polyoxy second
Alkene polyoxypropylene epoxy radicals ether, styrene carry out hydrosilylation, produce the multiple-limb organic silicon polyether.
In combinations of the above type crude oil demulsifier, in the allyl polyethenoxy polyoxypropylene methyl ether, ethyoxyl
Number of repeat unit is 4~20, and the number of repeat unit of propoxyl group is 4~20；
In the allyl polyethenoxy polyoxypropylene epoxy radicals ether, the ratio of the number of repeat unit of ethyoxyl and propoxyl group
For 1/3~1/4, such as 2/3；
The degree of polymerization of the high containing hydrogen silicone oil is 10~50, concretely 10~20, and hydrogen content is 0.75~1.58% (matter
Measure fraction), concretely 1.2%~1.58%, 1.2% or 1.58%；
Double bond in double bond, the allyl polyethenoxy polyoxypropylene methyl ether and the allyl in the styrene
The mol ratio of double bond in base polyoxyethylene polyoxypropylene epoxy radicals ether is 0.2~1：8~10：0.1~0.3, concretely 0.5
~1：9~9.3：0.1~0.2,0.5：9.3：0.2、0.8：9：0.2 or 1：9：0.1.
Double bond in double bond, the allyl polyethenoxy polyoxypropylene methyl ether and the allyl in the styrene
Double bond total amount and the mol ratio of the Si -- H bond in the high containing hydrogen silicone oil in base polyoxyethylene polyoxypropylene epoxy radicals ether are
1.05：1.
In combinations of the above type crude oil demulsifier, the polyethyleneimine butyrate is prepared by the following method：
Polyethyleneimine carries out acid-base neutralization reaction with butyric acid and produces the polyethyleneimine butyrate；
The mol ratio of nitrogen and the butyric acid in the polyethyleneimine is 1：0.1~0.9, concretely 1：0.3
~0.9,1：0.3~0.6,1：0.6~0.9,1：0.3、1：0.6 or 1：0.9.
It can be carried out in accordance with the following steps when preparing the crude oil demulsifier：By the linear organic silicon polyether, the phenol amine
Resin polyethers, the multiple-limb organic silicon polyether and the polyethyleneimine butyrate are produced according to the proportioning is well mixed.
Combined crude oil demulsifier provided by the present invention has good demulsification ability, can realize oil water mixture
Fast hierarchical, applicability is wide.The combined crude oil demulsifier of the present invention has easily spread, dehydration is fast, dehydration rate is high and water colour is clear etc.
Advantage.
Brief description of the drawings
Fig. 1 is combined crude oil demulsifier of the invention to the photo after the demulsification of crude oil.
Embodiment
Experimental method used in following embodiments is conventional method unless otherwise specified.
Material, reagent used etc., unless otherwise specified, are commercially obtained in following embodiments.
Embodiment 1,
Prepare linear organic silicon polyether：By the allyl polyethenoxy polyoxypropylene methyl ether that molecular weight is 500~1000
Reactor is added for 7~13 end containing hydrogen silicone oil with-Si -- O -- chain joint number, Pt catalyst, 70 DEG C of reaction temperature, during reaction is added
Between 5h, obtain the linear organic silicon polyether that molecular weight is about 2000.
Prepare phenol-amine resin polyethers：By in TEPA and phenol input three-necked flask, formaldehyde is added dropwise at 50 DEG C molten
120 DEG C are warming up to after liquid, 1h, 3h is reacted；By potassium hydroxide catalysed, with epoxy second under conditions of 130~140 DEG C, 0.4MPa
Alkane Polymerization of Propylene Oxide, product is neutralized with phosphoric acid, that is, obtains the phenol-amine resin polyethers that molecular weight is 5000~6000, wherein PO/
EO is about 3.
Prepare multiple-limb organic silicon polyether：By high containing hydrogen silicone oil (hydrogen content 1.58% ,-Si -- O -- chain joint number be 10~20)
It is fitted into the reactor equipped with thermometer, electric mixer and condenser and sequentially adds the allyl polyethenoxy polyoxy third of metering
Alkene methyl ether (molal weight is about 800~1000mg/L, n (EO)=4~20, n (PO)=4~20), allyl polyethenoxy
Polyoxypropylene epoxy radicals ether (molal weight is about 1000mg/L, n (EO)/n (PO)=2/3), solvent toluene, the chloroplatinic acid of metering
Catalyst, turn on agitator is simultaneously heated up, and 3h is reacted at 70 DEG C, adds the styrene of metering, reacts 2h, that is, obtaining molecular weight is
6000~9000 multiple-limb organic silicon polyether.
Wherein styrene, allyl polyethenoxy polyoxypropylene methyl ether, allyl polyethenoxy polyoxypropylene epoxy radicals
The double bond mol ratio of ether is 0.5：9.3：0.2, double bond total amount is 1 with Si -- H bond mol ratio：1.05.
Prepare polyethyleneimine butyrate：Molecular weight is added into reactor for 1200 polyethyleneimine, meter is slowly added to
Measuring butyric acid, (the ratio between molar content of nitrogen is 0.3 in butyric acid root and polyethyleneimine：1), room temperature reaction is stayed overnight, and revolving is removed
Most of water, it is to obtain polyethyleneimine butyrate to add ethylene glycol.
By the above-mentioned linear organic silicon polyether prepared, phenol-amine resin polyethers, multiple-limb organic silicon polyether and polyethylene
Imines butyrate is 10 according to mass ratio：65：20：5 well mixed obtain combined crude oil demulsifier.
Embodiment 2,
Prepare linear organic silicon polyether：By the allyl polyethenoxy polyoxypropylene methyl ether that molecular weight is 500~1000
Reactor is added for 7~13 end containing hydrogen silicone oil with-Si -- O -- chain joint number, Pt catalyst, 100 DEG C of reaction temperature, during reaction is added
Between 2h, obtain the linear organic silicon polyether that molecular weight is about 2000.
Prepare phenol-amine resin polyethers：By in TEPA and phenol input three-necked flask, formaldehyde is added dropwise at 55 DEG C molten
120 DEG C are warming up to after liquid, 1h, 3h is reacted, by potassium hydroxide catalysed, with epoxy second under conditions of 130~140 DEG C, 0.4MPa
Alkane Polymerization of Propylene Oxide, product is neutralized with phosphoric acid, you can obtain the phenol-amine resin polyethers that molecular weight is 5000~6000, wherein
PO/EO is about 4.
Prepare multiple-limb organic silicon polyether：By high containing hydrogen silicone oil (hydrogen content 1.2% ,-Si -- O -- chain joint number be 10~20) fill
Enter the allyl polyethenoxy polyoxypropylene that metering is sequentially added in the reactor equipped with thermometer, electric mixer and condenser
Methyl ether (molal weight 1000mg/L, n (EO)=4~20, n (PO)=4~20), allyl polyethenoxy polyoxypropylene epoxy
Base ether (molal weight 1000mg/L, n (EO)/n (PO)=2/3), solvent toluene, the chloroplatinic acid catalyst of metering open stirring
Device is simultaneously heated up, and 3h is reacted at 100 DEG C, adds the styrene of metering, is reacted 2h, that is, is obtained multiple-limb organic silicon polyether；
Wherein styrene, allyl polyethenoxy polyoxypropylene methyl ether, allyl polyethenoxy polyoxypropylene epoxy radicals
The double bond mol ratio of ether is 0.8：9.0：0.2, double bond total amount is 1.05 with Si -- H bond mol ratio：1.
Prepare polyethyleneimine butyrate：Molecular weight is added into reactor for 1200 polyethyleneimine, meter is slowly added to
Measuring butyric acid, (the ratio between molar content of nitrogen is 0.6 in butyric acid root and polyethyleneimine：1), room temperature reaction is stayed overnight, and revolving is removed
Water, adds ethylene glycol, obtains polyethyleneimine butyrate.
By the above-mentioned linear organic silicon polyether prepared, phenol-amine resin polyethers, multiple-limb organic silicon polyether and polyethylene
Imines butyrate is 5 according to mass ratio：70：15：10 well mixed obtain combined crude oil demulsifier.
Embodiment 3,
Prepare linear organic silicon polyether：By the allyl polyethenoxy polyoxypropylene methyl ether that molecular weight is 500~1000
It is 7~13 with-Si -- O -- chain joint number, adds Pt catalyst, 85 DEG C of reaction temperature, reaction time 3h, it is about 2000 to obtain molecular weight
Linear organic silicon polyether.
Prepare phenol-amine resin polyethers：By in TEPA and phenol input three-necked flask, formaldehyde is added dropwise at 50 DEG C molten
120 DEG C are warming up to after liquid, 1h, 3h is reacted, by potassium hydroxide catalysed, with oxirane epoxy under conditions of 120 DEG C, 0.4MPa
Propane polymerize, and product is neutralized with phosphoric acid, you can obtain phenol-amine resin polyethers, wherein PO/EO is about 3.
Prepare multiple-limb organic silicon polyether：By high containing hydrogen silicone oil (hydrogen content 1.58% ,-Si -- O -- chain joint number be 10~20)
It is fitted into the reactor equipped with thermometer, electric mixer and condenser and sequentially adds the allyl polyethenoxy polyoxy third of metering
Alkene methyl ether (molal weight 1000mg/L, n (EO)=4~20, n (PO)=4~20), allyl polyethenoxy polyoxypropylene ring
Oxygen ether (molal weight 1000mg/L, n (EO)/n (PO)=2/3), solvent toluene, the chloroplatinic acid catalyst of metering, unlatching are stirred
Mix device and heat up, 3h is reacted at 75 DEG C, add the styrene of metering, react 2h, that is, obtain multiple-limb organic silicon polyether；
Wherein styrene, allyl polyethenoxy polyoxypropylene methyl ether, allyl polyethenoxy polyoxypropylene epoxy radicals
The double bond mol ratio of ether is 1：9：0.1, double bond total amount is 1.05 with Si -- H bond mol ratio：1.
Prepare polyethyleneimine butyrate：Molecular weight is added into reactor for 1200 polyethyleneimine, meter is slowly added to
Measuring butyric acid, (the ratio between molar content of nitrogen is 0.9 in butyric acid root and polyethyleneimine：1), room temperature reaction is stayed overnight, and revolving is removed
Water, adds ethylene glycol, obtains polyethyleneimine butyrate.
By the above-mentioned linear organic silicon polyether prepared, phenol-amine resin polyethers, multiple-limb organic silicon polyether and polyethylene
Imines butyrate is 15 according to mass ratio：55：22：8 well mixed obtain combined crude oil demulsifier.
The henchnmrk test of crude oil demulsifier prepared by embodiment 4, embodiment 1-3
The demulsifier prepared using embodiment 1-3, is respectively labeled as A, B and C, to the poly- displacing oil-field in Bohai Sea temperature at the scene
Lower progress bottle examination method is (with reference to China National Petroleum professional standard SY/T5281-2000《Crude oil demulsifier performance detection side
Method (bottle examination method)》) demulsification experiment, live dehydration temperaturre is 70 DEG C, and experimental result is as shown in table 1 and Fig. 1.
Mg/L represents the amount of demulsifier used in 1L crude oil in table.
Demulsification experimental result of the embodiment 1-3 of table 1 demulsifier at 70 DEG C to Bohai Bay Oil crude oil
Result above shows that combined crude oil demulsifier of the invention has good at a temperature of being directed to Bohai Sea crude oil at the scene
Demulsification performance, especially demulsifier C, when consumption is 80mg/L, dehydration rate reaches 91%.
Claims (1)
1. a kind of combined crude oil demulsifier, it by linear organic silicon polyether, phenol-amine resin polyethers, multiple-limb organic silicon polyether and
Polyethyleneimine butyrate is constituted,
The number-average molecular weight of the linear organic silicon polyether is 1000~2000, wherein-Si -- O -- chain joint number is 7~13；
The linear organic silicon polyether is prepared by the following method：
Allyl polyethenoxy polyoxypropylene methyl ether carries out reaction with end containing hydrogen silicone oil under the catalysis of Pt catalyst and produces institute
State linear organic silicon polyether；
The temperature of the reaction is 70~100 DEG C, and the time of the reaction is 2~5h；
The number-average molecular weight of the phenol-amine resin polyethers is 5000~6000, and wherein n (EO)/n (PO) is 1：3~4, n (EO)/n
(PO) mol ratio of oxirane and expoxy propane is represented；
The phenol-amine resin polyethers is prepared by the following method：
Formaldehyde is added dropwise in the mixture of TEPA and phenol and reacted；Then to anti-under the catalysis of potassium hydroxide
Answer and oxirane and expoxy propane progress polymerisation are added in system, produce the phenol-amine resin polyethers；
The number-average molecular weight of the multiple-limb organic silicon polyether be 6000~9000, wherein wherein-Si -- O -- chain joint number be 10~
50；
The multiple-limb organic silicon polyether is prepared by the following method：
Under the catalysis of chloroplatinic acid, containing hydrogen silicone oil, allyl polyethenoxy polyoxypropylene methyl ether and allyl polyethenoxy are poly-
Oxypropylene epoxy radicals ether, styrene carry out hydrosilylation and produce the multiple-limb organic silicon polyether；
In the allyl polyethenoxy polyoxypropylene methyl ether, the number of repeat unit of ethyoxyl is 4~20, the repetition of propoxyl group
Unit number is 4~20；
In the allyl polyethenoxy polyoxypropylene epoxy radicals ether, the ratio of the number of repeat unit of ethyoxyl and propoxyl group is 1/
3~1/4；
The degree of polymerization of the containing hydrogen silicone oil is 10~50, and the mass content of hydrogen is 0.75~1.58%；
The double bond in double bond, the allyl polyethenoxy polyoxypropylene methyl ether in the styrene is gathered with the pi-allyl
The mol ratio of double bond in oxygen ethene polyoxypropylene epoxy radicals ether is 0.2~1：8~10：0.1~0.3；
The double bond in double bond, the allyl polyethenoxy polyoxypropylene methyl ether in the styrene is gathered with the pi-allyl
The mol ratio of the Si -- H bond in double bond total amount and the containing hydrogen silicone oil in oxygen ethene polyoxypropylene epoxy radicals ether is 1.05：1；
The number-average molecular weight of the polyethyleneimine butyrate is 1200~10000, wherein butyric acid root and nitrogen in polyethyleneimine
The ratio between molar content of element is 0.1~0.9：1；
The polyethyleneimine butyrate is prepared by the following method：
Polyethyleneimine carries out acid-base neutralization with butyric acid and produces the polyethyleneimine butyrate；
The mol ratio of nitrogen and the butyric acid in the polyethyleneimine is 1：0.1~0.9；
The linear organic silicon polyether, the phenol-amine resin polyethers, the multiple-limb organic silicon polyether and the polyethyleneimine
The mass ratio of butyrate is 0.5~2：7~13：1.5~4：1.
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| WO2020121031A1 (en) * | 2018-12-12 | 2020-06-18 | Sabic Global Technologies B.V. | Polyethylenimine as a new emulsion breaker for quench water systems |
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| CN107162154B (en) * | 2017-06-12 | 2020-04-14 | 中国矿业大学 | Ternary combination flooding produced water load type reverse demulsifier and preparation method thereof |
| CN107841334B (en) * | 2017-11-28 | 2022-03-01 | 中国石油天然气集团公司 | Synthetic method of novel crude oil demulsifier suitable for complex incoming liquid |
| CN110511781B (en) * | 2019-08-26 | 2021-06-25 | 山东益丰生化环保股份有限公司 | Broad-spectrum crude oil demulsifier and preparation method thereof |
| CN110499185B (en) * | 2019-09-05 | 2021-06-25 | 山东益丰生化环保股份有限公司 | Multi-branch type macromolecule demulsification main agent and high-efficiency crude oil demulsifier |
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| CN102079989A (en) * | 2009-11-26 | 2011-06-01 | 江苏三星化工有限公司 | High-efficiency compound demulsifier for heavy and poor crude oil |
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| WO2020121031A1 (en) * | 2018-12-12 | 2020-06-18 | Sabic Global Technologies B.V. | Polyethylenimine as a new emulsion breaker for quench water systems |
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Address after: 100010 Beijing, Chaoyangmen, North Street, No. 25, No. Co-patentee after: CNOOC research institute limited liability company Patentee after: China Offshore Oil Group Co., Ltd. Address before: 100010 Beijing, Chaoyangmen, North Street, No. 25, No. Co-patentee before: CNOOC Research Institute Patentee before: China National Offshore Oil Corporation |