CN102653674B - A kind of preparation method of surfactant oil displacement and product - Google Patents
A kind of preparation method of surfactant oil displacement and product Download PDFInfo
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- CN102653674B CN102653674B CN201110050901.8A CN201110050901A CN102653674B CN 102653674 B CN102653674 B CN 102653674B CN 201110050901 A CN201110050901 A CN 201110050901A CN 102653674 B CN102653674 B CN 102653674B
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- 239000004094 surface-active agent Substances 0.000 title claims abstract description 19
- 238000006073 displacement reaction Methods 0.000 title claims abstract description 17
- 238000002360 preparation method Methods 0.000 title claims abstract description 13
- 238000004939 coking Methods 0.000 claims abstract description 23
- 239000003208 petroleum Substances 0.000 claims abstract description 23
- 238000000034 method Methods 0.000 claims abstract description 14
- 238000006277 sulfonation reaction Methods 0.000 claims abstract description 12
- 238000006243 chemical reaction Methods 0.000 claims abstract description 10
- 238000006386 neutralization reaction Methods 0.000 claims abstract description 7
- 239000003513 alkali Substances 0.000 claims abstract description 5
- 150000001336 alkenes Chemical class 0.000 claims description 15
- 239000002904 solvent Substances 0.000 claims description 13
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical group Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims description 12
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 9
- 230000003111 delayed effect Effects 0.000 claims description 6
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 6
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 5
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 5
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 5
- 239000005642 Oleic acid Substances 0.000 claims description 5
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 5
- 238000009835 boiling Methods 0.000 claims description 5
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 5
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 5
- 238000005804 alkylation reaction Methods 0.000 claims description 4
- 239000000284 extract Substances 0.000 claims description 4
- 230000035484 reaction time Effects 0.000 claims description 4
- 239000013543 active substance Substances 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 239000000047 product Substances 0.000 abstract description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 11
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 239000003921 oil Substances 0.000 description 61
- 238000011084 recovery Methods 0.000 description 9
- 239000002994 raw material Substances 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000000243 solution Substances 0.000 description 5
- 239000010779 crude oil Substances 0.000 description 4
- 238000000605 extraction Methods 0.000 description 4
- 239000012530 fluid Substances 0.000 description 4
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 3
- 238000011161 development Methods 0.000 description 3
- 239000000706 filtrate Substances 0.000 description 3
- 238000002347 injection Methods 0.000 description 3
- 239000007924 injection Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- -1 alkylbenzene sulfonate Chemical class 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000002872 contrast media Substances 0.000 description 2
- 238000007670 refining Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 230000003068 static effect Effects 0.000 description 2
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
- 229920001732 Lignosulfonate Polymers 0.000 description 1
- 241000158728 Meliaceae Species 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 230000029936 alkylation Effects 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000013480 data collection Methods 0.000 description 1
- 239000002283 diesel fuel Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000011964 heteropoly acid Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 239000002608 ionic liquid Substances 0.000 description 1
- 235000019357 lignosulphonate Nutrition 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-O oxonium Chemical compound [OH3+] XLYOFNOQVPJJNP-UHFFFAOYSA-O 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 238000004088 simulation Methods 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N sulfurochloridic acid Chemical compound OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
Landscapes
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
Abstract
The present invention relates to a kind of preparation method and product of surfactant oil displacement.Method wherein comprises, and is mixed by coking distillate with fraction oil of petroleum, first carries out alkylated reaction, then carries out sulfonation reaction, then uses alkali neutralization reaction product, finally obtains product.The surfactant oil displacement adopting the inventive method to prepare, can form ultralow oil-water interfacial tension, and stronger to the adaptability of different oilfield conditions.
Description
Technical field
The present invention relates to a kind of preparation method and product of surfactant oil displacement.
Background technology
Oil is a kind of non-renewable resource, and along with the fast development of China's economy, the demand of oil increases day by day.The exploitation of oil is related to the overall situation of national economy, plays vital effect to the Sustainable development of China's economy and energy security.
The exploitation of oil is divided into three phases: be rely on the natural energy on stratum to exploit at first, be called primary oil recovery, general recovery ratio is 5% ~ 10%; After natural energy exhaustion, can continue exploitation by man-made injection or gas injection, be called secondary oil recovery, recovery ratio can bring up to 30% ~ 40%; After secondary oil recovery, still have the surplus oil of 60% ~ 70% to remain in underground, the method for physics and chemistry can only be relied on to exploit, be called tertiary oil recovery.
Tertiary oil recovery method mainly contains that heating power drives, mixed phase drives, chemical flooding and microorganism drive.The reserves that China oil field is applicable to chemical flooding account for major portion, so chemical flooding is the main development direction of China's tertiary oil recovery.In chemical flooding, surfactant flooding is one of most effective means.Due to the complicacy of oil properties and formation condition, need during option table surface-active agent to consider numerous factors, wherein oil-water interfacial tension is the most basic factor.
The tensio-active agent used in tertiary oil recovery mainly contains sulfonated petro-leum, heavy alkylbenzene sulfonate, sulfonated lignin and petroleum carboxylate, and the price of sulfonated petro-leum is wherein low, efficiency is high, is most widely used surfactant oil displacement.
Sulfonated petro-leum, usually to be rich in the fraction oil of petroleum of aromatic hydrocarbons for raw material, after sulfonation process, obtains with alkali neutralization.What be sulfonated is fragrance ingredient in raw material, and therefore sulfonated petro-leum is the dope containing sulfonate, unsulfonated oil and inorganic salt.The adaptability of the different oilfield conditions of conventional mahogany acid salt pair is also undesirable.
Summary of the invention
The invention provides a kind of preparation method and product of surfactant oil displacement, oil-water interfacial tension can be down to lower and stronger to the adaptability of different oilfield conditions by this tensio-active agent.
A preparation method for surfactant oil displacement, comprising:
(1) coking distillate of boiling range between 50 DEG C ~ 500 DEG C is mixed with fraction oil of petroleum, react under alkylation reaction condition, olefin(e) centent >=10 quality the % of described coking distillate, aromaticity content >=40 quality % in described fraction oil of petroleum, in the mixture of coking distillate and fraction oil of petroleum, the mass ratio of alkene and aromatic hydrocarbons is 1: 5 ~ 1: 15;
(2) react under sulfonation reaction condition with the product that step (1) obtains;
(3) with the product that alkali neutralization procedure (2) obtains, product is obtained.
The boiling range of coking distillate is preferably 90 DEG C ~ 460 DEG C, is more preferably 120 DEG C ~ 380 DEG C.
Described coking distillate is the distillate of delayed coking, flexicoking or fluid coking.
Described coking distillate is preferably one or more in coker gas oil, wax tailings or coking fractional distillation column turning oil.
Olefin(e) centent in described coking distillate is preferably 15 ~ 40 quality %.
Aromaticity content in described coking tower distillate is preferably 20 ~ 40 quality %.
In the mixture of coking distillate and fraction oil of petroleum, the mass ratio of alkene and aromatic hydrocarbons is preferably 1: 8 ~ 1: 12.
Described fraction oil of petroleum can be vacuum distillate, oil is extracted in solvent treatment out or the pressed oil of solvent treatment extraction oil, and preferred solvent refines extraction oil or oily pressed oil is extracted in solvent treatment out.Aromaticity content in described fraction oil of petroleum preferably >=50 quality %, more preferably >=60 quality %.
Described solvent treatment is extracted oil out and is referred to the extraction oil that solvent refining processes obtains.
The pressed oil that oil is extracted in described solvent treatment out refers to that first obtaining solvent treatment through solvent refining processes extracts oil out, then solvent treatment extraction oil is carried out the pressed oil that solvent dewaxing process obtains.
Described solvent dewaxing adopts organic solvent, filters the high condensation point component removed in crude oil fractions oil at low temperatures.
Described alkylated reaction refers to the alkylated reaction of alkene and aromatic hydrocarbons.Conventional catalyzer is aluminum chloride, HF, H
2sO
4, molecular sieve, phosphate diatomite, modification sial, heteropolyacid, oxonium ion exchange resin, ionic liquid etc.Preferred employing aluminum chloride is catalyzer, temperature of reaction 50 ~ 80 DEG C, and the reaction times is 1 ~ 10 hour.
Described sulfonation reaction can adopt the popular response condition preparing sulfonated petro-leum.Sulphonating agent can adopt oleum, sulphur trioxide or chlorsulfonic acid.When adopting oleum to be sulphonating agent, temperature of reaction 26 ~ 120 DEG C, is preferably 37 ~ 93 DEG C, is more preferably 54 ~ 82 DEG C, 1 ~ 8 hour reaction times, is preferably 2 ~ 6 hours, oleic acid mass ratio 1: 1 ~ 5: 1, is preferably 1.25: 1 ~ 3.75: 1.
The alkylated reaction of alkene and aromatic hydrocarbons and the sulfonation reaction of aromatic hydrocarbons all belong to prior art, and the present invention repeats no more.
Those skilled in the art know the product how used with sulfonation reaction in alkali, and the present invention preferably adopts the aqueous solution of alkali metal hydroxide or ammoniacal liquor to carry out the product of neutralization procedure (2) sulfonation reaction.
Present invention also offers the product that aforesaid method obtains.
Prior art is usually to be rich in the fraction oil of petroleum of aromatic hydrocarbons for raw material, sulfonated petro-leum is prepared by sulfonation reaction, the ability that sulfonated petro-leum prepared by the method reduces oil-water interfacial tension needs to be improved further, also undesirable to the adaptability of different oilfield conditions.The present invention by being mixed with fraction oil of petroleum by coking distillate, and before sulfonation reaction, first carries out alkylation process to mixing raw material, makes the surfactant oil displacement of preparation have better performance.Oil-water interfacial tension can be down to lower by the surfactant oil displacement prepared by the present invention, and stronger to the adaptability of different oilfield conditions.
Embodiment
Embodiment 1
The present embodiment is for illustration of the preparation method of surfactant oil displacement of the present invention.
By furfural extract oil (aromaticity content 75 quality %) and delayed coking distillate (boiling range 180 ~ 380 DEG C, olefin(e) centent 27 quality %, aromaticity content 23 quality %) mixing, the mass ratio of alkene and aromatic hydrocarbons in mixture is made to be 1: 5, add aluminum chloride (consumption is 1/15 of raw material total mass), react after 2 hours at 60 DEG C, go out catalyzer with filtered on buchner funnel; Filtrate is transferred in container, oleum is dripped while stirring in container, oleic acid ratio is 1.25: 1 (stock oil total mass and oleum mass ratios), react at 50 DEG C after 4 hours, be added dropwise to the NaOH solution that mass concentration is 20%, the pH value of fluid is adjusted to 7 ~ 8, product is transferred to separate aqueous layer in separating funnel and namely obtain product, product composition is in table 1.
Comparative example 1
This comparative example is for illustration of the preparation of conventional oil sulfonate.Except not adding delayed coking distillate and not carrying out except alkylated reaction, all the other conditions are all identical with embodiment 1, and product composition is in table 1.
Embodiment 2
The present embodiment is for illustration of the preparation method of surfactant oil displacement of the present invention.
By the pressed oil (aromaticity content 50 quality %) of furfural extract oil and delayed coking diesel oil distillate (olefin(e) centent 12 quality %, aromaticity content 37 quality %) mixing, the mass ratio of alkene and aromatic hydrocarbons in mixture is made to be 1: 8, add aluminum chloride (consumption is 1/15 of raw material total mass), react after 2 hours at 50 DEG C, go out catalyzer with filtered on buchner funnel; Filtrate is transferred in container, oleum is dripped while stirring in container, oleic acid ratio is 1.25: 1 (stock oil total mass and oleum mass ratios), react at 70 DEG C after 4 hours, be added dropwise to the ammonia soln that mass concentration is 25%, the pH value of fluid is adjusted to 7 ~ 8, the product after neutralization is transferred to static separatory in separating funnel, obtains product.
Embodiment 3
The present embodiment is for illustration of the preparation method of surfactant oil displacement of the present invention.
By vacuum distillate (aromaticity content 31.68 quality %) and delayed coking distillate (boiling range 90 ~ 220 DEG C, olefin(e) centent 35 quality %, aromaticity content 11 quality %) mixing, the mass ratio of alkene and aromatic hydrocarbons in mixture is made to be 1: 10, add aluminum chloride (consumption is 1/15 of raw material total mass), react after 2 hours at 80 DEG C, go out catalyzer with filtered on buchner funnel; Filtrate is transferred in container, oleum is dripped while stirring in container, oleic acid ratio is 1.5: 1 (stock oil total mass and oleum mass ratios), react at 60 DEG C after 4 hours, be added dropwise to the NaOH solution that mass concentration is 20%, the pH value of fluid is adjusted to 7 ~ 8, the product after neutralization is transferred to static separatory in separating funnel, obtains product.
Embodiment 4
The present embodiment is for illustration of the performance of product of the present invention.
The profit system simulating certain oil field three class domestic five blocks is tested, and the character of profit system is in table 2.Adopting the injection water of corresponding block to prepare mass concentration is the sulfonate solution of 0.3%, under the formation temperature conditions of these blocks of simulation, the sulfonate solution of preparation is injected in rotary test pipe, then crude oil corresponding for each system is injected in rotary test pipe solution, TX500C type gamut interfacial tension survey meter measures oil water interfacial tension, and rotating speed is 5000r/min.Every 1min automatic data collection once, METHOD FOR CONTINUOUS DETERMINATION, until oil water interfacial tension value stabilization or oil droplet chain rupture, test-results is in table 3.
As can be seen from table 1 and table 3, the active matter content of product of the present invention is lower than contrast medium, but oil-water interfacial tension is lower, interfacial tension stationary value and minimum value also closer to, interface performance is better than contrast medium.This illustrates the product that obtained through alkylation, sulfonation by crude oil fractions, and wetting ability and lipophilicity balance more, the easier interfacial layer enrichment in crude oil and water filling, the lower level that oil-water interfacial tension is reached.
Table 1
| Classification | Volatiles/% | Salts contg/% | Active matter content/% | Unsulfonated oil content/% |
| Embodiment 1 | 34.6 | 1.8 | 25.4 | 38.2 |
| Comparative example | 30.2 | 5.5 | 38.4 | 25.9 |
Table 2
Table 3
Claims (4)
1. a surfactant oil displacement, is characterized in that, the preparation method of this tensio-active agent comprises:
(1) coking distillate of boiling range between 120 DEG C ~ 380 DEG C is mixed with fraction oil of petroleum, react under alkylation reaction condition; Described coking distillate is the distillate of delayed coking, and olefin(e) centent is wherein 15 ~ 40 quality %, and aromaticity content is 20 ~ 40 quality %; Described fraction oil of petroleum is that solvent treatment extracts oil out, the aromaticity content >=50 quality % in described fraction oil of petroleum; In the mixture of coking distillate and fraction oil of petroleum, the mass ratio of alkene and aromatic hydrocarbons is 1: 5 ~ 1: 15;
(2) react under sulfonation reaction condition with the product that step (1) obtains;
(3) with the product that alkali neutralization procedure (2) obtains, product is obtained.
2. according to surfactant oil displacement according to claim 1, it is characterized in that, in the mixture of coking distillate and fraction oil of petroleum, the mass ratio of alkene and aromatic hydrocarbons is 1: 8 ~ 1: 12.
3. according to surfactant oil displacement according to claim 1, it is characterized in that, in described alkylated reaction, catalyzer is aluminum chloride, temperature of reaction 50 ~ 80 DEG C, and the reaction times is 1 ~ 10 hour.
4. according to surfactant oil displacement according to claim 1, it is characterized in that, in described sulfonation reaction, sulphonating agent is oleum, temperature of reaction 26 ~ 120 DEG C, 1 ~ 8 hour reaction times, oleic acid mass ratio 1: 1 ~ 5: 1.
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| DE69328873T2 (en) * | 1992-11-06 | 2001-03-15 | Mobil Oil Corp., Fairfax | Use of an alkylating agent to reduce the mutagenicity of polycondensed aromatics |
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