CN101955448A - Amide group-containing hydroxysulfobetaine and preparation and application thereof - Google Patents
Amide group-containing hydroxysulfobetaine and preparation and application thereof Download PDFInfo
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- CN101955448A CN101955448A CN2010101304082A CN201010130408A CN101955448A CN 101955448 A CN101955448 A CN 101955448A CN 2010101304082 A CN2010101304082 A CN 2010101304082A CN 201010130408 A CN201010130408 A CN 201010130408A CN 101955448 A CN101955448 A CN 101955448A
- Authority
- CN
- China
- Prior art keywords
- alkyl
- phosphinylidyne
- hydroxy sulfo
- sulfo lycine
- amine group
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 238000002360 preparation method Methods 0.000 title claims abstract description 7
- 125000003368 amide group Chemical group 0.000 title abstract description 8
- -1 polyoxyethylene group Polymers 0.000 claims abstract description 88
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 23
- 239000003513 alkali Substances 0.000 claims abstract description 12
- 229920006395 saturated elastomer Polymers 0.000 claims abstract description 9
- 150000003839 salts Chemical class 0.000 claims abstract description 8
- 125000005037 alkyl phenyl group Chemical group 0.000 claims abstract description 7
- 125000001624 naphthyl group Chemical group 0.000 claims abstract description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 3
- 239000002585 base Substances 0.000 claims description 38
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 claims description 33
- 239000013543 active substance Substances 0.000 claims description 29
- 239000000126 substance Substances 0.000 claims description 24
- 229920001451 polypropylene glycol Polymers 0.000 claims description 21
- 125000003277 amino group Chemical group 0.000 claims description 17
- 238000011084 recovery Methods 0.000 claims description 14
- HZVOZRGWRWCICA-UHFFFAOYSA-N methanediyl Chemical compound [CH2] HZVOZRGWRWCICA-UHFFFAOYSA-N 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 12
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 10
- 239000012752 auxiliary agent Substances 0.000 claims description 10
- 238000006116 polymerization reaction Methods 0.000 claims description 8
- 229920002401 polyacrylamide Polymers 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 6
- 150000004996 alkyl benzenes Chemical class 0.000 claims description 6
- 125000002947 alkylene group Chemical group 0.000 claims description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 5
- 229910021538 borax Inorganic materials 0.000 claims description 5
- UQGFMSUEHSUPRD-UHFFFAOYSA-N disodium;3,7-dioxido-2,4,6,8,9-pentaoxa-1,3,5,7-tetraborabicyclo[3.3.1]nonane Chemical compound [Na+].[Na+].O1B([O-])OB2OB([O-])OB1O2 UQGFMSUEHSUPRD-UHFFFAOYSA-N 0.000 claims description 5
- 235000017550 sodium carbonate Nutrition 0.000 claims description 5
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 5
- 239000004328 sodium tetraborate Substances 0.000 claims description 5
- 235000010339 sodium tetraborate Nutrition 0.000 claims description 5
- DPDMMXDBJGCCQC-UHFFFAOYSA-N [Na].[Cl] Chemical group [Na].[Cl] DPDMMXDBJGCCQC-UHFFFAOYSA-N 0.000 claims description 4
- 150000001298 alcohols Chemical class 0.000 claims description 4
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 4
- 150000001345 alkine derivatives Chemical class 0.000 claims description 4
- 150000002170 ethers Chemical class 0.000 claims description 4
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 4
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 claims description 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 claims description 2
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 claims description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 2
- 239000004202 carbamide Substances 0.000 claims description 2
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 2
- 235000019353 potassium silicate Nutrition 0.000 claims description 2
- 239000010865 sewage Substances 0.000 claims description 2
- 239000001488 sodium phosphate Substances 0.000 claims description 2
- 229910000162 sodium phosphate Inorganic materials 0.000 claims description 2
- 235000011008 sodium phosphates Nutrition 0.000 claims description 2
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 claims description 2
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 claims description 2
- 239000004094 surface-active agent Substances 0.000 abstract description 34
- 150000001875 compounds Chemical class 0.000 abstract description 3
- 238000002474 experimental method Methods 0.000 abstract description 3
- 150000002430 hydrocarbons Chemical group 0.000 abstract 3
- 229920000642 polymer Polymers 0.000 abstract 3
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000000304 alkynyl group Chemical group 0.000 abstract 1
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 abstract 1
- 229930195734 saturated hydrocarbon Natural products 0.000 abstract 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 abstract 1
- 239000003921 oil Substances 0.000 description 32
- UAUDZVJPLUQNMU-KTKRTIGZSA-N erucamide Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(N)=O UAUDZVJPLUQNMU-KTKRTIGZSA-N 0.000 description 11
- 238000012360 testing method Methods 0.000 description 11
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical group CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 10
- 239000010779 crude oil Substances 0.000 description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 150000003512 tertiary amines Chemical class 0.000 description 6
- 230000009466 transformation Effects 0.000 description 6
- XCEQEKOYONQLOF-UHFFFAOYSA-M sodium 3-chloro-2-hydroxypropanoate Chemical compound [Na+].ClCC(C(=O)[O-])O XCEQEKOYONQLOF-UHFFFAOYSA-M 0.000 description 5
- 241000282326 Felis catus Species 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000003208 petroleum Substances 0.000 description 4
- 238000001556 precipitation Methods 0.000 description 4
- 239000000523 sample Substances 0.000 description 4
- 239000003945 anionic surfactant Substances 0.000 description 3
- 238000006073 displacement reaction Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000008398 formation water Substances 0.000 description 3
- 125000001802 myricyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- GCULWAWIZUGXTO-UHFFFAOYSA-N n-octylaniline Chemical group CCCCCCCCNC1=CC=CC=C1 GCULWAWIZUGXTO-UHFFFAOYSA-N 0.000 description 3
- 235000016068 Berberis vulgaris Nutrition 0.000 description 2
- 241000335053 Beta vulgaris Species 0.000 description 2
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 2
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical group NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 description 2
- 239000012190 activator Substances 0.000 description 2
- 125000003901 ceryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 238000013375 chromatographic separation Methods 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 235000010755 mineral Nutrition 0.000 description 2
- DJJQSLAIMCWWHL-UHFFFAOYSA-N n-dodecylnaphthalen-1-amine Chemical group C1=CC=C2C(NCCCCCCCCCCCC)=CC=CC2=C1 DJJQSLAIMCWWHL-UHFFFAOYSA-N 0.000 description 2
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 2
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 2
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- DPUOLQHDNGRHBS-UHFFFAOYSA-N Brassidinsaeure Natural products CCCCCCCCC=CCCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-UHFFFAOYSA-N 0.000 description 1
- URXZXNYJPAJJOQ-UHFFFAOYSA-N Erucic acid Natural products CCCCCCC=CCCCCCCCCCCCC(O)=O URXZXNYJPAJJOQ-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 241000270666 Testudines Species 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000000274 adsorptive effect Effects 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- 229960003237 betaine Drugs 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000013043 chemical agent Substances 0.000 description 1
- 239000002734 clay mineral Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- DPUOLQHDNGRHBS-KTKRTIGZSA-N erucic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-KTKRTIGZSA-N 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 230000015784 hyperosmotic salinity response Effects 0.000 description 1
- 238000001764 infiltration Methods 0.000 description 1
- 230000008595 infiltration Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- QIQXTHQIDYTFRH-GTFORLLLSA-N octadecanoic acid Chemical class CCCCCCCCCCCCCCCCC[14C](O)=O QIQXTHQIDYTFRH-GTFORLLLSA-N 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention relates to hydroxysulfobetaine containing an amide group and preparation and application thereof; of the formula , wherein R1Is any one of alkyl, alkenyl, alkynyl, phenyl, alkyl phenyl, naphthyl, alkyl naphthalene methylene, alkyl benzene methylene and alkyl containing polyoxyethylene group or polyoxypropylene group; r2Is a saturated or unsaturated, linear or branched hydrocarbon group; r3Or R4Independently of one another, a saturated or unsaturated hydrocarbon group, or an alkyl group containing a polyoxyethylene group or a polyoxypropylene group; r5Is C0-C10A saturated or unsaturated, linear or branched hydrocarbon group of ; in high-temperature and high-salinity oil layers, experiments of various formula systems such as a surfactant system, a polymer/surfactant system, an alkali/polymer/surfactant system, a salt/polymer/surfactant system and the like prove that the surfactant compound can reach 10-3An ultra-low interfacial tension of mN/m.
Description
Technical field
The present invention relates to a kind of preparation method of phosphinylidyne-containing amine group hydroxy sulfo lycine temperature resistant antisalt tensio-active agent and the application in tertiary oil recovery thereof.
Background technology
At present, there are numerous high temperature and high salinity oil reservoirs both at home and abroad, as: the Qinghai Oil Field salinity is 117, and 000mg/L, reservoir temperature are 90-126 ℃; The Zhongyuan Oil Field formation water salinity is up to 309, and 000mg/L, reservoir temperature are 120 ℃; The Ghawar oil field stratum water salinity of Saudi Arabia is up to 250,000mg/L, Ca
2+, Mg
2+Content is up to 34, and 000mg/L, reservoir temperature are 105 ℃.Many high temperature and high salinity oil reservoirs are in the high water-cut development stage, and waterflood recovery efficiency factor only is about 38%OOIP, and conventional chemical agent is difficult to stand so harsh reservoir condition, still have the crude oil of 68%OOIP to be difficult to exploit.
At the high temperature and high salinity oil reservoir, the gordian technique that improves recovery ratio is the tensio-active agent of the anti-salt of development novel heatproof.Most popular in the present stage tertiary oil recovery is anionic and nonionic surface active agent.Yet two kinds of tensio-active agents and inapplicable high temperature and high salinity oil reservoir.The anion surfactant salt tolerance is poor, separates out easily in the water of high salinity; The nonionogenic tenside non-refractory, poor stability, adsorptive capacity height in the stratum.And can produce serious chromatographic separation effect during two kinds of surfactant compounds.Therefore, the tensio-active agent of research and development temperature resistant antisalt is a very urgent and important job, has the practical application meaning.
There are two kinds of groups of zwitterion in amphoterics in a part, the chromatographic separation effect in the time of can avoiding negatively charged ion and nonionogenic tenside composite in actual applications.Betaine type is a kind of typical amphoterics, and it has huge legendary turtle cooperation usefulness to metal ion, and heatproof, saline-alkaline tolerance are strong, anti-polyvalent cation (Ca
2+, Mg
2+) performance good, micelle-forming concentration is low.Thereby for high temperature hypersalinity oil reservoir, beet alkali surface activator is used to improve recovery ratio and has very strong application potential.
Summary of the invention
The purpose of this invention is to provide a kind of preparation method of phosphinylidyne-containing amine group hydroxy sulfo lycine temperature resistant antisalt tensio-active agent, and study its application in tertiary oil recovery.
Beet alkali surface activator provided by the present invention has good temperature resistant antisalt performance, can be used in high temperature and high salt oil deposit and improves oil recovery.This its molecular formula of phosphinylidyne-containing amine group hydroxy sulfo lycine temperature resistant antisalt tensio-active agent is:
Wherein:
R
1For alkyl, alkylene, alkynes base, phenyl, alkyl phenyl, naphthyl, alkyl naphthyl, alkylnaphthalene methylene radical, alkylbenzene methylene radical, contain in the alkyl of polyoxyethylene groups or polyoxypropylene base any one; R
2Be alkyl saturated or unsaturated, straight or branched; R
3Or R
4Separate is saturated or undersaturated alkyl, perhaps contains the alkyl of polyoxyethylene groups or polyoxypropylene base; R
5Be C
0-C
10The alkyl of saturated or unsaturated, straight or branched.
Described R
1Be carbon chain length C
12-C
32Alkyl, alkylene, alkynes base, alkyl phenyl, alkyl naphthyl, alkylnaphthalene methylene radical, alkylbenzene methylene radical, contain in the alkyl of polyoxyethylene groups or polyoxypropylene base any one, the polymerization degree of polyoxyethylene groups or polyoxypropylene base is 1-10; R
2Be C
nH
2nSaturated hydrocarbyl, n=1-10; R
3, R
4Be C
1-C
10Alkyl, perhaps contain the C of polyoxyethylene groups or polyoxypropylene base
1-C
10Alkyl, the polymerization degree of polyoxyethylene groups or polyoxypropylene base is 1-10; R
5Be C
mH
2mSaturated hydrocarbyl, m=0-10.
Described R
1Be carbon chain length C
14-C
29Alkyl, alkylene, alkyl phenyl, alkyl naphthyl, alkylnaphthalene methylene radical, alkylbenzene methylene radical, contain in the alkyl of polyoxyethylene groups or polyoxypropylene base any one, the polymerization degree of polyoxyethylene groups or polyoxypropylene base is 1-5; R
2Be C
nH
2nThe straight chain saturation alkane base, n=1-3; R
3, R
4Be C
1-C
4Saturated alkyl is perhaps for containing the C of polyoxyethylene groups/polyoxypropylene base
1-C
4Alkyl, the polymerization degree of polyoxyethylene groups or polyoxypropylene base is 1-5; R5 is C
mH
2mThe straight chain saturation alkane base, m=1-3.
For phosphinylidyne-containing amine group hydroxy sulfo lycine tensio-active agent, by in molecule, introducing the temperature resistant antisalt performance that the hydroxyl sulfo group has improved tensio-active agent, by in molecule, introducing the water-soluble and interface performance that amide group has improved tensio-active agent, and selecting for use by suitable carbon chain lengths, make such tensio-active agent reach the oleophylic hydrophilic balance, thereby have the good interface performance.
Preparation method's step of phosphinylidyne-containing amine group hydroxy sulfo lycine tensio-active agent of the present invention is as follows:
Surfactant system, polymkeric substance/surfactant system, alkali/polymkeric substance/surfactant system, salt/polymkeric substance/surfactant system all can form 10 with crude oil
-3The ultra low interfacial tension of mN/m.A large amount of experiments show that the formula system that is used for tertiary oil recovery raising oil recovery factor comprises following several composition:
(1) phosphinylidyne-containing amine group hydroxy sulfo lycine consumption is 0.01%～0.30% (weight);
(2) consumption of polymkeric substance is 0.00%～0.50% (weight);
(3) consumption of alkali is 0.00～2.00% (weight);
(4) consumption of auxiliary agent is 0.00～20.00% (weight);
(5) surplus is that sewage is injected in clear water or oil field.
When formula system of the present invention is applied in the tertiary oil recovery, can add polymkeric substance, polymkeric substance is a water-soluble polyacrylamide, and molecular weight is 3,000,000 to 6,000 ten thousand.Water-soluble polyacrylamide has the effect of control viscosity.A kind of formula system of the present invention is applied in the tertiary oil recovery, when the oil field is uniform formation or low permeability oil field, does not need to add polymkeric substance, can also add alkali or auxiliary agent; For the middle and high infiltration oil field, can use tensio-active agent separately, also can add polymkeric substance, can also add alkali or auxiliary agent, all can reach preferable oil displacement efficiency.
When formula system of the present invention is applied in the tertiary oil recovery, formula system can add alkali, alkali be in sodium hydroxide, potassium hydroxide, sodium bicarbonate, yellow soda ash, water glass, sodium tetraborate, sodium phosphate, Trimethylamine 99, the triethylamine any one or several.
When formula system of the present invention is applied in the tertiary oil recovery, formula system can add auxiliary agent, be used for improving the flowability and the solubleness of surfactant formula system, affiliated auxiliary agent is any one or the multiple auxiliary agent that mixes in alcohols, ethers, salt, the urea.Alcohols comprises: C
1-C
12The monohydroxy-alcohol of straight or branched, ethylene glycol, glycerol etc.; Ethers comprises: glycol ether, propylene glycol etc.; Salt comprises: sodium-chlor, Repone K etc.
In actual applications, because oil field block difference, reservoir condition is inconsistent, changes as crude oil, underground water, clay mineral composition difference, temperature and pressure condition, and the interfacial tension of same recipe system also can be different with oil displacement efficiency.Therefore at different oil field blocks, select the displacing surfactant system of various combination, different ratios, comprise: surfactant system, polymkeric substance/surfactant system, alkali/polymkeric substance/surfactant system, salt/polymkeric substance/multiple formulations systems such as surfactant system, so that formula system reaches ultra low interfacial tension and best oil displacement efficiency.Experiment showed, surfactant compounds of the present invention under the condition of high temperature and high salinity oil reservoir, above-mentioned multiple system all can reach 10
-3The ultra low interfacial tension of mN/m.
Description of drawings
Fig. 1 erucicamide base trimethyl-glycine infrared analysis result.
Embodiment
The present invention is described in further detail below in conjunction with embodiment:
Embodiment 1: erucicamide base hydroxy sulfo lycine synthetic
With 0.1mol erucic acid and 0.1mol N, N-dimethyl-1, the 3-propylene diamine is put into autoclave, and 200 ℃ of constant temperature reacted 3 hours.Tertiary amine and 0.1mol 3-chloro-2-hydroxypropionate sodium that the 0.1mol that reaction is obtained contains the erucicamide group mix, and 80 ℃ of constant temperature reacted 3 hours, obtained erucicamide base hydroxy sulfo lycine.Products therefrom is separated purification, and calculating transformation efficiency is 95.3%.
The product that obtains is carried out infrared analysis, and test result as shown in Figure 1.As can be seen, 3400cm
-1Near peak is the O-H stretching vibration, 3350cm
-1And 3180cm
-1Neighbouring is the characteristic peak of the stretching vibration of N-H, 2900cm
-1Neighbouring is CH
2The characteristic peak of antisymmetric stretching vibration, 1470cm
-1The place is CH
2Scissoring vibration peak or CH
3The antisymmetric vibration peak, 1650cm
-1And 1560cm
-1The peak at place is the characteristic peak of amide group, 1200cm
-1Near peak is the characteristic peak of S=O and C-N stretching vibration; 1100cm
-1Near peak is RSO
3 -The characteristic peak of asymmetric vibration.Product is carried out ultimate analysis (being calculated value in the bracket): C 64.85% (64.29%); H 10.64% (10.71%); N 5.19% (5.00%); S 5.83% (5.71%).
Embodiment 2: alkylamidoalkyl hydroxy sulfo lycine synthetic
With saturated octadecanoic acid of 0.1mol and 0.1mol N, N-dimethyl-quadrol is put into autoclave, and 150 ℃ of constant temperature reacted 3 hours.Tertiary amine and 0.1mol 3-chloro-2-hydroxypropionate sodium that the 0.1mol that reaction is obtained contains the octadecyl amide group mix, and 80 ℃ of constant temperature reacted 3 hours, obtained octadecyl amide group hydroxy sulfo lycine.Separate and purify, calculating transformation efficiency is 91.7%.Product is carried out ultimate analysis (being calculated value in the bracket): C 60.85% (60.98%); H 10.72% (10.57%); N 5.86% (5.69%); S 6.67% (6.50%).
Embodiment 3: octyl phenyl amide group hydroxy sulfo lycine synthetic
With 0.1mol 4-octyl group phenylformic acid and 0.1mol N-methyl-N-ethyl-1, the 3-propylene diamine is put into autoclave, and 180 ℃ of constant temperature reacted 3 hours.Tertiary amine and 0.1mol3-chloro-2-hydroxypropionate sodium that the 0.1mol that reaction is obtained contains the octyl phenyl amide group mix, and 80 ℃ of constant temperature reacted 3 hours, obtained octyl phenyl amide group hydroxy sulfo lycine.Separate and purify, calculating transformation efficiency is 88.5%.Product is carried out ultimate analysis (being calculated value in the bracket): C 61.41% (61.28%); H 8.73% (8.94%); N 6.12% (5.96%); S 6.93% (6.81%).
Embodiment 4: alkyl naphthyl amide group hydroxy sulfo lycine synthetic
With 0.1mol 2,8-dodecyl naphthylacetic acid and 0.1mol N, N-dimethyl-1, the 3-propylene diamine is put into autoclave, and 220 ℃ of constant temperature reacted 3 hours.Tertiary amine and 0.1mol 3-chloro-2-hydroxypropionate sodium that the 0.1mol that reaction is obtained contains dodecyl naphthyl amide group mix, and 90 ℃ of constant temperature reacted 3 hours, obtained dodecyl naphthyl amide group hydroxy sulfo lycine.Separate and purify, calculating transformation efficiency is 83.1%.Product is carried out ultimate analysis (being calculated value in the bracket): C 66.83% (66.67%); H 9.17% (9.03%); N 4.72% (4.86%); S5.70% (5.56%).
Embodiment 5: myricyl acid amide group (Soxylat A 25-7) hydroxy sulfo lycine synthetic
The tertiary amine and the 0.1mol 3-chloro-2-hydroxypropionate sodium that 0.1mol are contained myricyl acid acid amides (Soxylat A 25-7, EO number are 3) group mix, and 85 ℃ of constant temperature reacted 5 hours, obtained myricyl acid amide group (Soxylat A 25-7) hydroxy sulfo lycine.Separate and purify, calculating transformation efficiency is 86.8%.Product is carried out ultimate analysis (being calculated value in the bracket): C 65.73% (65.85%); H 11.37% (11.22%); N 3.53% (3.41%); S 3.81% (3.90%).
Embodiment 6: alkyl polyethenoxy ether amide group hydroxy sulfo lycine synthetic
The tertiary amine and the 0.1mol 3-chloro-2-hydroxypropionate sodium that 0.1mol are contained ceryl polyethenoxy ether (the PO number is 2) amide group mix, and 90 ℃ of constant temperature reacted 5 hours, obtained ceryl polyoxypropylene ether amide group hydroxy sulfo lycine.Separate and purify, calculating transformation efficiency is 83.7%.Product is carried out ultimate analysis (being calculated value in the bracket): C 65.61% (65.48%); H 10.93% (11.05%); N 3.97% (3.82%); S4.54% (4.37%).
Embodiment 7:
Adopt erucicamide base hydroxy sulfo lycine, probe temperature is 95 ℃, formation water salinity 83,694mg/L, Ca
2+Content 8,128mg/L, Mg
2+Content 1,052mg/L.When the tensio-active agent weight concentration was 0.03%-0.20%, surfactant soln and underground crude oil can reach 10
-3The ultra low interfacial tension of mN/m; When adding the water-soluble polyacrylamide polymkeric substance of 0.05%-0.30% weight concentration in surfactant soln, displacing surfactant system and underground crude oil still can reach 10
-3The ultra low interfacial tension of mN/m; When displacing surfactant system added the yellow soda ash of 0.1%-1.0% weight concentration, displacing surfactant system and underground crude oil reached 10
-3-10
-4The ultra low interfacial tension of mN/m.It is emphasized that the interfacial tension test result also can change when probe temperature, when adopting oil property and local water mineral composition to change.
Under identical reservoir condition, erucicamide base hydroxy sulfo lycine and other tensio-active agents contrast, and comprise anion surfactant, cats product, nonionogenic tenside and twin tensio-active agent.The tensio-active agent test result of 0.20% weight concentration is listed in the table 1.As can be seen, have only erucicamide base hydroxy sulfo lycine can reach ultra low interfacial tension, and have good solution state; Other tensio-active agent all can not reach ultra low interfacial tension.
Table 1 tensio-active agent test result analysis (reservoir condition 1)
| Tensio-active agent | Interfacial tension, mN/m | Solution state |
| Erucicamide base hydroxy sulfo lycine | 3.57×10 -3 | Translucent solution |
| Erucicamide base carboxybetaine | 2.89×10 -2 | Translucent solution, surface have a small amount of suspended substance |
| Heavy alkylbenzene sulfonate | 5.74×10 -2 | Brown solution, precipitation is arranged at the bottom |
| Sulfonated petro-leum | 8.62×10 -2 | Brown solution, bottom have a large amount of precipitations |
| Sodium dodecylbenzene sulfonate | 3.08×10 -1 | Translucent solution |
| Hexadecyl trimethyl ammonium bromide | 2.99×10 -1 | Clear solution |
| Octadecyl Soxylat A 25-7 quaternary ammonium salt | 1.83×10 -1 | Translucent solution is divided into two-layer up and down |
| Alkylolamide | 4.58×10 -2 | Translucent solution, there is suspended substance on the surface |
| NP-9 | 6.37×10 -2 | Translucent solution is divided into two-layer up and down |
| Two 18 twin cats products (18-3-18) | 5.42×10 -2 | Translucent solution, surface have a large amount of suspended substances |
When adding yellow soda ash, sodium tetraborate, the sodium-chlor of the water-soluble polyacrylamide polymkeric substance of 0.20% weight concentration or 0.20% weight concentration in the surfactant system of 0.20% weight concentration, erucicamide base hydroxy sulfo lycine and sulfonated petro-leum and twin tensio-active agent contrast.Test result is listed in the table 2, and as can be seen, erucicamide base hydroxy sulfo lycine system all can reach ultra low interfacial tension, and has good solution state; Other surfactant system all can not reach ultra low interfacial tension, and solution state is bad.
Table 2 contains surfactant system test result analysis (reservoir condition 1)
Embodiment 8:
Adopt octadecyl amide group hydroxy sulfo lycine, probe temperature is 83 ℃, formation water salinity 15,012mg/L, Ca
2+Content 230mg/L, Mg
2+Content 51mg/L.When the tensio-active agent weight concentration was 0.05%-0.20%, surfactant soln and underground crude oil can reach 10
-3The ultra low interfacial tension of mN/m; When adding the water-soluble polyacrylamide polymkeric substance of 0.05%-0.30% weight concentration in surfactant soln, displacing surfactant system and underground crude oil still can reach 10
-3The ultra low interfacial tension of mN/m; When displacing surfactant system added the sodium tetraborate of 0.1%-1.0% weight concentration, displacing surfactant system and underground crude oil reached 10
-3-10
-4The ultra low interfacial tension of mN/m.It is emphasized that the interfacial tension test result also can change when probe temperature, when adopting oil property and local water mineral composition to change.
Under identical reservoir condition, octadecyl amide group hydroxy sulfo lycine and other tensio-active agents contrast, and comprise anion surfactant, cats product, nonionogenic tenside and twin tensio-active agent.The tensio-active agent test result of 0.10% weight concentration is listed in the table 3.As can be seen, octadecyl amide group hydroxy sulfo lycine can reach ultra low interfacial tension, and has good solution state; Though octadecyl amide group carboxybetaine can reach ultra low interfacial tension, solution surface has suspended substance under hot conditions, and practical application may cause oil reservoir to stop up; Other tensio-active agent all can not reach ultra low interfacial tension.
Table 3 tensio-active agent test result analysis (reservoir condition 2)
| Tensio-active agent | Interfacial tension, mN/m | Solution state |
| Octadecyl amide group hydroxy sulfo lycine | 2.18×10 -3 | Translucent solution |
| Octadecyl amide group carboxybetaine | 6.07×10 -3 | Translucent solution, there is suspended substance on the surface |
| Heavy alkylbenzene sulfonate | 3.44×10 -2 | Brown solution, precipitation is arranged at the bottom |
| Sulfonated petro-leum | 6.72×10 -2 | Khaki color solution, bottom have a large amount of precipitations |
| Sodium dodecylbenzene sulfonate | 8.61×10 -2 | Translucent solution |
| Hexadecyl trimethyl ammonium bromide | 5.14×10 -1 | Clear solution |
| Octadecyl Soxylat A 25-7 quaternary ammonium salt | 3.56×10 -1 | Translucent solution is divided into two-layer up and down |
| Alkylolamide | 2.09×10 -2 | Translucent solution, there is suspended substance on the surface |
| NP-9 | 5.16×10 -2 | Translucent solution is divided into two-layer up and down |
| Two 18 twin cats products (18-3-18) | 3.48×10 -2 | Translucent solution, surface have a large amount of suspended substances |
When adding yellow soda ash, sodium tetraborate, the sodium-chlor of the water-soluble polyacrylamide polymkeric substance of 0.20% weight concentration or 0.40% weight concentration in the surfactant system of 0.10% weight concentration, octadecyl amide group hydroxy sulfo lycine and sulfonated petro-leum and twin tensio-active agent contrast.Test result is listed in the table 2, and as can be seen, octadecyl amide group hydroxy sulfo lycine system all can reach ultra low interfacial tension, and has good solution state; Other surfactant system all can not reach ultra low interfacial tension, and solution state is bad.
Table 4 contains surfactant system test result analysis (reservoir condition 2)
Claims (9)
1. phosphinylidyne-containing amine group hydroxy sulfo lycine, its molecular formula is:
Wherein:
R
1For alkyl, alkylene, alkynes base, phenyl, alkyl phenyl, naphthyl, alkyl naphthyl, alkylnaphthalene methylene radical, alkylbenzene methylene radical, contain in the alkyl of polyoxyethylene groups or polyoxypropylene base any one;
R
2Be alkyl saturated or unsaturated, straight or branched;
R
3Or R
4Separate is saturated or undersaturated alkyl, perhaps contains the alkyl of polyoxyethylene groups or polyoxypropylene base;
R
5Be C
0-C
10The alkyl of saturated or unsaturated, straight or branched.
2. a kind of phosphinylidyne-containing amine group hydroxy sulfo lycine according to claim 1 is characterized in that:
Described R
1Be carbon chain length C
12-C
32Alkyl, alkylene, alkynes base, alkyl phenyl, alkyl naphthyl, alkylnaphthalene methylene radical, alkylbenzene methylene radical, contain in the alkyl of polyoxyethylene groups or polyoxypropylene base any one, the polymerization degree of polyoxyethylene groups or polyoxypropylene base is 1-10;
R
2Be C
nH
2nSaturated hydrocarbyl, n=1-10;
R
3, R
4Be C
1-C
10Alkyl, perhaps contain the C of polyoxyethylene groups or polyoxypropylene base
1-C
10Alkyl, the polymerization degree of polyoxyethylene groups or polyoxypropylene base is 1-10;
R
5Be C
mH
2mSaturated hydrocarbyl, m=0-10.
3. a kind of phosphinylidyne-containing amine group hydroxy sulfo lycine according to claim 1 is characterized in that:
Described R
1Be carbon chain length C
14-C
29Alkyl, alkylene, alkyl phenyl, alkyl naphthyl, alkylnaphthalene methylene radical, alkylbenzene methylene radical, contain in the alkyl of polyoxyethylene groups or polyoxypropylene base any one, the polymerization degree of polyoxyethylene groups or polyoxypropylene base is 1-5;
R
2Be C
nH
2nThe straight chain saturation alkane base, n=1-3;
R
3, R
4Be C
1-C
4Saturated alkyl is perhaps for containing the C of polyoxyethylene groups/polyoxypropylene base
1-C
4Alkyl, the polymerization degree of polyoxyethylene groups or polyoxypropylene base is 1-5;
R
5Be C
mH
2mThe straight chain saturation alkane base, m=1-3.
4. the preparation method of an a kind of phosphinylidyne-containing amine group hydroxy sulfo lycine according to claim 1 is characterized in that:
Step is as follows:
(1)
(2)
5. the application of an a kind of phosphinylidyne-containing amine group hydroxy sulfo lycine according to claim 1 is characterized in that: be used for the tertiary oil recovery tensio-active agent, formula system is made of by weight percentage following composition:
(1) phosphinylidyne-containing amine group hydroxy sulfo lycine consumption is 0.01%～0.30%;
(2) consumption of polymkeric substance is 0.00%～0.50%;
(3) consumption of alkali is 0.00～2.00%;
(4) consumption of auxiliary agent is 0.00～20.00%;
(5) surplus is that sewage is injected in clear water or oil field.
6. the application of a kind of phosphinylidyne-containing amine group hydroxy sulfo lycine according to claim 5 is characterized in that: described polymkeric substance is a water-soluble polyacrylamide, and molecular weight is 3,000,000 to 6,000 ten thousand.
7. the application of a kind of phosphinylidyne-containing amine group hydroxy sulfo lycine according to claim 5 is characterized in that: described alkali be in sodium hydroxide, potassium hydroxide, sodium bicarbonate, yellow soda ash, water glass, sodium tetraborate, sodium phosphate, Trimethylamine 99, the triethylamine any one or several.
8. the application of a kind of phosphinylidyne-containing amine group hydroxy sulfo lycine according to claim 5 is characterized in that: described formula system adds that auxiliary agent, described auxiliary agent are arranged is any one or the multiple auxiliary agent that mixes in alcohols, ethers, salt or the urea.
9. the application of a kind of phosphinylidyne-containing amine group hydroxy sulfo lycine according to claim 8 is characterized in that: described alcohols is C
1-C
12The monohydroxy-alcohol of straight or branched, ethylene glycol or glycerol; Ethers is glycol ether or propylene glycol; Salt is sodium-chlor, Repone K.
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