CN105439885B - A kind of fatty acid amide propyl glycine betaine foam discharging agent and its preparation method and application - Google Patents
A kind of fatty acid amide propyl glycine betaine foam discharging agent and its preparation method and application Download PDFInfo
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- CN105439885B CN105439885B CN201510872744.7A CN201510872744A CN105439885B CN 105439885 B CN105439885 B CN 105439885B CN 201510872744 A CN201510872744 A CN 201510872744A CN 105439885 B CN105439885 B CN 105439885B
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- fatty acid
- glycine betaine
- discharging agent
- foam
- acid amide
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- 239000006260 foam Substances 0.000 title claims abstract description 59
- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 37
- 238000007599 discharging Methods 0.000 title claims abstract description 32
- 235000014113 dietary fatty acids Nutrition 0.000 title claims abstract description 28
- 239000000194 fatty acid Substances 0.000 title claims abstract description 28
- 229930195729 fatty acid Natural products 0.000 title claims abstract description 28
- 150000004665 fatty acids Chemical class 0.000 title claims abstract description 28
- 229960003237 betaine Drugs 0.000 title claims abstract description 22
- BHUGZIJOVAVBOQ-UHFFFAOYSA-N 2-(propylazaniumyl)acetate Chemical compound CCCNCC(O)=O BHUGZIJOVAVBOQ-UHFFFAOYSA-N 0.000 title claims abstract description 21
- 238000002360 preparation method Methods 0.000 title claims abstract description 17
- 239000002253 acid Substances 0.000 claims abstract description 20
- -1 alkyl tertiary amine Chemical class 0.000 claims abstract description 19
- 238000012360 testing method Methods 0.000 claims abstract description 19
- 238000006243 chemical reaction Methods 0.000 claims abstract description 18
- 239000013067 intermediate product Substances 0.000 claims abstract description 15
- POULHZVOKOAJMA-UHFFFAOYSA-M dodecanoate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 0.000 claims abstract description 14
- 229940070765 laurate Drugs 0.000 claims abstract description 14
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims abstract description 13
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims abstract description 13
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims abstract description 13
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims abstract description 13
- 239000005642 Oleic acid Substances 0.000 claims abstract description 13
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims abstract description 13
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims abstract description 13
- FDRCDNZGSXJAFP-UHFFFAOYSA-M sodium chloroacetate Chemical compound [Na+].[O-]C(=O)CCl FDRCDNZGSXJAFP-UHFFFAOYSA-M 0.000 claims abstract description 11
- 150000001412 amines Chemical class 0.000 claims abstract description 10
- 238000006482 condensation reaction Methods 0.000 claims abstract description 10
- 238000010534 nucleophilic substitution reaction Methods 0.000 claims abstract description 9
- 238000009833 condensation Methods 0.000 claims abstract description 3
- 230000005494 condensation Effects 0.000 claims abstract description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 23
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical group [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 21
- 239000003054 catalyst Substances 0.000 claims description 15
- IUNMPGNGSSIWFP-UHFFFAOYSA-N dimethylaminopropylamine Chemical compound CN(C)CCCN IUNMPGNGSSIWFP-UHFFFAOYSA-N 0.000 claims description 12
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 9
- 239000003921 oil Substances 0.000 claims description 9
- 235000019198 oils Nutrition 0.000 claims description 9
- 235000021588 free fatty acids Nutrition 0.000 claims description 8
- 238000010992 reflux Methods 0.000 claims description 8
- 235000013162 Cocos nucifera Nutrition 0.000 claims description 7
- 239000003346 palm kernel oil Substances 0.000 claims description 7
- 239000002904 solvent Substances 0.000 claims description 7
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 claims description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- JEGUKCSWCFPDGT-UHFFFAOYSA-N h2o hydrate Chemical group O.O JEGUKCSWCFPDGT-UHFFFAOYSA-N 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- 244000060011 Cocos nucifera Species 0.000 claims 1
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 abstract description 4
- 239000004088 foaming agent Substances 0.000 abstract description 4
- 150000007513 acids Chemical class 0.000 abstract 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- GGHDAUPFEBTORZ-UHFFFAOYSA-N propane-1,1-diamine Chemical compound CCC(N)N GGHDAUPFEBTORZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000007789 gas Substances 0.000 description 17
- 239000000243 solution Substances 0.000 description 10
- 241000737241 Cocos Species 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 238000005187 foaming Methods 0.000 description 6
- 239000007788 liquid Substances 0.000 description 5
- 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 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 238000005516 engineering process Methods 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 238000011084 recovery Methods 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- 239000002585 base Substances 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 238000013461 design Methods 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 238000005553 drilling Methods 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 230000000087 stabilizing effect Effects 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 239000012085 test solution Substances 0.000 description 2
- YZAZXIUFBCPZGB-QZOPMXJLSA-N (z)-octadec-9-enoic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O.CCCCCCCC\C=C/CCCCCCCC(O)=O YZAZXIUFBCPZGB-QZOPMXJLSA-N 0.000 description 1
- 235000016068 Berberis vulgaris Nutrition 0.000 description 1
- 241000335053 Beta vulgaris Species 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 241000521257 Hydrops Species 0.000 description 1
- 241000406668 Loxodonta cyclotis Species 0.000 description 1
- 206010030113 Oedema Diseases 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- KPVWDKBJLIDKEP-UHFFFAOYSA-L dihydroxy(dioxo)chromium;sulfuric acid Chemical compound OS(O)(=O)=O.O[Cr](O)(=O)=O KPVWDKBJLIDKEP-UHFFFAOYSA-L 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000003345 natural gas Substances 0.000 description 1
- 230000000269 nucleophilic effect Effects 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/12—Preparation of carboxylic acid amides by reactions not involving the formation of carboxamide groups
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
- C09K8/58—Compositions for enhanced recovery methods for obtaining hydrocarbons, i.e. for improving the mobility of the oil, e.g. displacing fluids
- C09K8/584—Compositions for enhanced recovery methods for obtaining hydrocarbons, i.e. for improving the mobility of the oil, e.g. displacing fluids characterised by the use of specific surfactants
-
- E—FIXED CONSTRUCTIONS
- E21—EARTH OR ROCK DRILLING; MINING
- E21B—EARTH OR ROCK DRILLING; OBTAINING OIL, GAS, WATER, SOLUBLE OR MELTABLE MATERIALS OR A SLURRY OF MINERALS FROM WELLS
- E21B43/00—Methods or apparatus for obtaining oil, gas, water, soluble or meltable materials or a slurry of minerals from wells
- E21B43/16—Enhanced recovery methods for obtaining hydrocarbons
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Geology (AREA)
- Mining & Mineral Resources (AREA)
- General Life Sciences & Earth Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Physics & Mathematics (AREA)
- Environmental & Geological Engineering (AREA)
- Fluid Mechanics (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Geochemistry & Mineralogy (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The present invention is a kind of foaming agent of gas well foams drain exploitation, and in particular to a kind of fatty acid amide propyl glycine betaine foam discharging agent and its preparation method and application, is adapted to salinity higher than 25 × 104Mg/L, condensation oil content are up to the extreme environment of the 30% high oil-containing of high salinity.Its technical scheme is：Aliphatic acid and the propane diamine of N, N dimethyl 1,3 such as laurate, cocinic acid, oleic acid (along 9 octadecenic acids) are added by certain mol proportion in the reactor, 3~4h of condensation reaction is carried out at 140~160 DEG C, obtains intermediate product long-chain alkyl tertiary amine；In 60~90 DEG C 3~6h of nucleophilic substitution is occurred into for intermediate product and sodium chloroacetate again, test free amine content and be less than 0.5%, reaction end obtains fatty acid amide propyl glycine betaine, foam discharging agent host used in i.e. described gas well foams drain, the foam discharging agent prepared using the present invention is bubbled, foam stability energy is good, foam carrier amount is big, has excellent performance in various extreme environment foam floodings, has broad prospects.
Description
【Technical field】
The invention belongs to Colloid and interface chemistry field, and in particular to a kind of fatty acid amide propyl glycine betaine foam discharging agent and
Its preparation method and application.
【Background technology】
As gas field development progresses into, middle and later periods stratum gas reservoir constantly declines and reservoir heterogeneity, natural gas flow are fast
Degree reduces, and hydro carbons condensate or stratum hydropexis are in shaft bottom so that pit shaft is led because fluid-carrying capability difference causes hydrops in pit shaft serious
Cause gas production to reduce even water logging to stop production.From in the early 1970s, there is many gas fields to be arranged using foam in the world
Hydromining gas, in China, particularly long Khanh Hoa is won, and two elephant applications are quite varied, and technology of gas recovery by foam drainage is one
For the auxiliary production technique of water-producing gas well, construction technology is convenient, invests and small, simple and environmentally-friendly quick has produced excellent warp
Ji benefit.
In gas well foams drain, the type of foaming agent used, concentration etc. directly affect discharge opeing efficiency.Surfactant with
Its low interfacial tension and high foaming energy, used in saliferous, oil containing medium as expelling water agent, during the drilling well of gas field,
Mineralized water is preferentially absorbed into the microchannel of gas zone, prevents oil, gas to pass through these microchannels so that gas recovery ratio reduces.
But general foam discharging agent can only significantly reduce the surface tension of gas-liquid interface in deionized water, hydrophilic lipophilic balance exists
There is high foaming in the range of 9-15, take fluidity energy, in drilling process because high salinity, the extreme use environment of high oil-containing make
Foam discharging agent reduces or loses these performances, therefore good foam discharging agent should also have following performance：(1) foamability is strong, in Gao Kuang
Change and never degenerated in water and condensate；(2) foam carrier amount is big；(3) foam has certain stability.So as to have special construction
The design and application of oil resistant, anti-high salinity foam discharging agent with functional group seem particularly significant.But existing general foam discharging agent
Above-mentioned performance requirement can not be met.
【The content of the invention】
The object of the invention provides a kind of fatty acid amide propyl glycine betaine foam discharging agent and its preparation method and application, the bubble
Row's agent host foaming foam stabilizing ability is strong, and performance is never degenerated in Saline Water and condensate and foam carrier amount is big, synthesizes work
The simple cost of skill is low, easily realizes industrialization.
The present invention is adopted the technical scheme that to solve technical problem present in above-mentioned technology：
A kind of fatty acid amide propyl glycine betaine foam discharging agent, its structural formula are：
R is the chain alkyl that carbon number is C8~C22.
A kind of preparation method of fatty acid amide propyl glycine betaine foam discharging agent, comprises the following steps：
(1) intermediate synthesizes：
In the reactor with reflux condensing tube, the aliphatic acid mixing of laurate, cocinic acid and oleic acid composition is added
Thing, adds N, N- dimethyl -1,3- propane diamine and catalyst, and fatty acid mixt and N, N- dimethyl -1,3- propane diamine rub
You are than being 1:(1.05~1.10)；Condensation reaction is carried out at 140~160 DEG C, test free fatty acid content is less than or equal to 2%
Afterwards, stood overnight after being cooled down after reaction terminates, obtain intermediate product long-chain alkyl tertiary amine；
(2) it is quaternized：
It is 1 according to mol ratio:(1.05~1.10) weigh intermediate product long-chain alkyl tertiary amine and sodium chloroacetate, are added to molten
The solution of mass concentration 35% is made into agent, nucleophilic substitution occurs at 60~90 DEG C, test free amine content is less than 0.5%
Afterwards, reaction end obtains fatty acid amide propyl glycine betaine foam discharging agent.
As a further improvement on the present invention, in described fatty acid mixt, laurate, cocinic acid, oleic acid rub
Your ratio is (2~4):1:1.
As a further improvement on the present invention, described solvent is water or ethanol water.
As a further improvement on the present invention, percentage by weight≤10wt% of described ethanol water.
As a further improvement on the present invention, described catalyst is base catalyst, and base catalyst is potassium hydroxide
Or sodium hydroxide.
Application of the above-mentioned fatty acid amide propyl glycine betaine in gas well foams drain as foam discharging agent host, suitable for ore deposit
Change degree is higher than 25 × 104Mg/L, condensation oil content are up to 30% environment.
The present invention has advantages below compared with prior art：
The foam discharging agent foaming of the present invention, foam stability energy are good, and foam carrier amount is big, have in various extreme environment foam floodings
There is excellent performance, have broad prospects.
A kind of preparation method technique of fatty acid amide propyl glycine betaine foam discharging agent of the present invention is simple, and cost is low, easily realizes
Extensive industrialization, the fatty acid mixt formed using laurate, cocinic acid and oleic acid, adds N, N- dimethyl -1,
3- propane diamine and catalyst, by the ratio for adjusting three kinds of aliphatic acid so that foam discharging agent host has suitable cmc values.With
The single fat acid of prior art is compared, and the foaming foam stabilizing ability of product is strong, can meet the use demand under different condition.Utilize
Foam discharging agent prepared by the present invention bubbles, foam stability energy is good, and foam carrier amount is big, has in various extreme environment foam floodings excellent
Different performance, has broad prospects.
Present invention stable performance and foam carrier amount is big especially in Saline Water and condensate, suitable for salinity height
In 25 × 104Mg/L, condensate oil content are up to the extreme environment of the 30% high oil-containing of high salinity.
【Embodiment】
The present invention is by the use of beet alkali surface activator as the interfacial tension of foam discharging agent, the principle of surface viscosity, for length
High salinity and the condition of high condensate in casing-head gas pit shaft are celebrated, designs and is prepared for a kind of fatty acid amide propyl glycine betaine bubble
Agent is arranged, as a kind of gas well foams drain foam discharging agent host.
Preparation method is as follows：
The first step (synthesis of tertiary amine)：Certain mol proportion adds laurate, cocinic acid, oleic acid (oleic acid)
With N, N- dimethyl -1,3- propane diamine is raw material, carries out 3~4h of condensation reaction at 140~160 DEG C, obtains intermediate product long-chain
Alkyl tertiary amine；Laurate, cocinic acid, the mol ratio of oleic acid are 2~4:1:1, aliphatic acid and N, N- dimethyl -1,3- propane diamine
Mol ratio is 1:1.05~1.10.
Second step (quaternized)：In 60~90 DEG C 3~6h of nucleophilic substitution is occurred into for intermediate product and sodium chloroacetate, surveyed
Try free amine content and be less than 0.5%, reaction terminates to obtain bubble row's host used in i.e. described gas well foams drain；Intermediate product
Long-chain alkyl tertiary amine is 1 with sodium chloroacetate mol ratio:1.05~1.10.Wherein, solvent is generally water, can add one according to demand
Quantitative ethanol, ethanol≤10wt%, reactant is made into 35% solution.
To further appreciate that present disclosure, feature and effect, following examples of now illustrating, describe in detail as follows.
Embodiment 1
It is 2 according to mol ratio in the reactor with reflux condensing tube:1:1 ratio adds laurate 0.5mol, coconut palm
Seed oil acid 0.25mol, oleic acid 0.25mol, add N, N- dimethyl -1,3- propane diamine about 1.05mol, catalyst potassium hydroxide
1.28g, condensation reaction 4h is carried out at 160 DEG C, test free fatty acid content is less than or equal to 2%, and reaction is put after being cooled down after terminating
Put overnight, obtain intermediate product long-chain alkyl tertiary amine；The long-chain alkyl tertiary amine 1.0mol of first step preparation is weighed, adds monoxone
Sodium 1.05mol, is added in aqueous solvent, is made into 35% solution, 60 DEG C of generation nucleophilic substitution 6h, tests free amine content
Less than 0.5%, reaction end obtains fatty acid amide propyl glycine betaine, i.e., the foam discharging agent host of the resistance to resistance to condensate of high salinity.
Embodiment 2
It is 2 according to mol ratio in the reactor with reflux condensing tube:1:1 ratio adds laurate 0.5mol, coconut palm
Seed oil acid 0.25mol, oleic acid 0.25mol, add N, N- dimethyl -1,3- propane diamine about 1.05mol, catalyst potassium hydroxide
1.5g, condensation reaction 4h is carried out at 140 DEG C, test free fatty acid content is less than or equal to 2%, and reaction is placed after being cooled down after terminating
Overnight, intermediate product long-chain alkyl tertiary amine is obtained；The long-chain alkyl tertiary amine 1.0mol of first step preparation is weighed, adds sodium chloroacetate
1.05mol, be added to the water be made into 35% solution, 90 DEG C generation nucleophilic substitution 3h, test free amine content be less than
0.5%, reaction end obtains fatty acid amide propyl glycine betaine, i.e., the foam discharging agent host of the resistance to resistance to condensate of high salinity.
Embodiment 3
It is 2 according to mol ratio in the reactor with reflux condensing tube:1:1 ratio adds laurate 0.5mol, coconut palm
Seed oil acid 0.25mol, oleic acid 0.25mol, add N, N- dimethyl -1,3- propane diamine about 1.10mol, catalyst potassium hydroxide
1.7g, condensation reaction 3.5h is carried out at 140 DEG C, test free fatty acid content is less than or equal to 2%, and reaction is put after being cooled down after terminating
Put overnight, obtain intermediate product long-chain alkyl tertiary amine；The long-chain alkyl tertiary amine 1.0mol of first step preparation is weighed, adds monoxone
Sodium 1.05mol, be added to the water be made into 35% solution, 70 DEG C generation nucleophilic substitution 5h, test free amine content be less than
0.5%, reaction end obtains fatty acid amide propyl glycine betaine, i.e., the foam discharging agent host of the resistance to resistance to condensate of high salinity.
Embodiment 4
It is 3 according to mol ratio in the reactor with reflux condensing tube:1:1 ratio adds laurate 0.6mol, coconut palm
Seed oil acid 0.2mol, oleic acid 0.2mol, add N, N- dimethyl -1,3- propane diamine about 1.05mol, catalyst potassium hydroxide
1.6g, condensation reaction 3h is carried out at 150 DEG C, test free fatty acid content is less than or equal to 2%, and reaction is placed after being cooled down after terminating
Overnight, intermediate product long-chain alkyl tertiary amine is obtained；The long-chain alkyl tertiary amine 1.0mol of first step preparation is weighed, adds sodium chloroacetate
1.10mol, be added to the water be made into 35% solution, 80 DEG C generation nucleophilic substitution 4h, test free amine content be less than
0.5%, reaction end obtains fatty acid amide propyl glycine betaine, i.e., the foam discharging agent host of the resistance to resistance to condensate of high salinity.
Embodiment 5
It is 4 according to mol ratio in the reactor with reflux condensing tube:1:1 ratio adds laurate 0.5mol, coconut palm
Seed oil acid 0.25mol, oleic acid 0.25mol, add N, N- dimethyl -1,3- propane diamine about 1.10mol, catalyst potassium hydroxide
1.49g, condensation reaction 3h is carried out at 155 DEG C, test free fatty acid content is less than or equal to 2%, and reaction is put after being cooled down after terminating
Put overnight, obtain intermediate product long-chain alkyl tertiary amine；The long-chain alkyl tertiary amine 1.0mol of first step preparation is weighed, adds monoxone
Sodium 1.10mol, it is added in solvent (solvent is water, adds 20g ethanol) and is made into 35% solution, 90 DEG C of generation nucleophilic displacement of fluorine are anti-
6h is answered, test free amine content is less than 0.5%, and reaction end obtains fatty acid amide propyl glycine betaine, i.e., resistance to high salinity is resistance to
The foam discharging agent host of condensate.
Embodiment 6
It is 4 according to mol ratio in the reactor with reflux condensing tube:1:1 ratio adds laurate 0.5mol, coconut palm
Seed oil acid 0.25mol, oleic acid 0.25mol, add N, N- dimethyl -1,3- propane diamine about 1.10mol, catalyst sodium hydroxide
1.49g, condensation reaction 3h is carried out at 155 DEG C, test free fatty acid content is less than or equal to 2%, and reaction is put after being cooled down after terminating
Put overnight, obtain intermediate product long-chain alkyl tertiary amine；The long-chain alkyl tertiary amine 1.0mol of first step preparation is weighed, adds monoxone
Sodium 1.10mol, it is added in solvent (5wt% ethanol water) and is made into 35% solution, 90 DEG C of generation nucleophilic substitutions
6h, test free amine content are less than 0.5%, and reaction end obtains fatty acid amide propyl glycine betaine, i.e., resistance to high salinity is resistance to solidifying
The foam discharging agent host of condensate oil.
With reference to SY/T6465-2000《Foam drainage gas recovery foaming agent evaluation method》, assemble and take liquid rate measure device pair
Embodiment 1-6 foam discharging agent performances are measured.Test specimen 1.0g is weighed, is dissolved with 50mL water, is transferred to 200mL volumetric flasks
In, and scale is diluted to, shake up.Solution is placed in (60 scholar 0.5) DEG C water bath with thermostatic control again and is aged, when total since being added water-soluble sample
Between 30min；When test solution is aged, that is, starting water pump makes recirculated water make water temperature stability (60 scholar 0.5) by graded tube chuck
DEG C, scale inside pipe wall uses chromic acid sulfuric acid lotion soaked overnight in advance, with distilled water flushing to anacidity.First rushed during experiment with distilled water
Measuring pipet inwall is washed, then rinses measuring pipet inwall with test solution, rinsing should be complete, but should not leave foam in inwall；Open
Air pressure pump is opened, flow is adjusted to fixed value (5L/min) by flowmeter, surfactant solution is added to foaming tube
In, start timing when foam reaches receiver, test the liquid that foamover goes out in 15min, take the liquid of liquid rate=foamover
Body volume/foaming agent initial volume × 100%.According to 200g/L NaCl+50g/L CaCl2Prepare mineralized water (250000mg/
L)。
Claims (2)
- A kind of 1. preparation method of fatty acid amide propyl glycine betaine foam discharging agent, it is characterised in that described fatty acid amide third The structural formula of base glycine betaine foam discharging agent is：R is the chain alkyl that carbon number is C8~C22；Its preparation method comprises the following steps：(1) intermediate synthesizes：In the reactor with reflux condensing tube, the fatty acid mixt of laurate, cocinic acid and oleic acid composition is added, then N is added, N- dimethyl -1,3- propane diamine and catalyst, fatty acid mixt and N, N- dimethyl -1,3- propane diamine mol ratio are 1:(1.05~1.10)；Condensation reaction is carried out at 140~160 DEG C, after test free fatty acid content is less than or equal to 2%, reaction Stood overnight after being cooled down after end, obtain intermediate product long-chain alkyl tertiary amine；In described fatty acid mixt, laurate, coconut palm Seed oil acid, the mol ratio of oleic acid are (2~4):1:1；Described catalyst is base catalyst, and base catalyst is potassium hydroxide Or sodium hydroxide；(2) it is quaternized：It is 1 according to mol ratio:(1.05~1.10) weigh intermediate product long-chain alkyl tertiary amine and sodium chloroacetate, are added in solvent The solution of mass concentration 35% is made into, nucleophilic substitution occurs at 60~90 DEG C, after test free amine content is less than 0.5%, Reaction end obtains fatty acid amide propyl glycine betaine foam discharging agent；Described solvent is water or ethanol water；Percentage by weight≤10wt% of described ethanol water.
- 2. fatty acid amide propyl glycine betaine made from the preparation method described in claim 1 is in gas well foams drain as bubble The application of agent host is arranged, is higher than 25 × 10 suitable for salinity4Mg/L, condensation oil content are up to 30% environment.
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| CN106278922B (en) * | 2016-08-15 | 2019-01-18 | 广州天赐高新材料股份有限公司 | A kind of preparation method of fatty acid amide propyl tertiary amine |
| CN107814738A (en) * | 2016-09-14 | 2018-03-20 | 中石化石油工程技术服务有限公司 | A kind of high density oil base drilling fluid flow pattern regulator, its preparation method and application |
| CN106433597A (en) * | 2016-09-14 | 2017-02-22 | 中国石油集团川庆钻探工程有限公司长庆井下技术作业公司 | Foaming drainage agent, preparation method and application |
| CN107011884B (en) * | 2017-04-06 | 2019-08-30 | 四川大学 | A kind of self-stabilization carbon dioxide/ammonium hydroxide switch foam system |
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| WO2020060663A1 (en) | 2018-09-20 | 2020-03-26 | Halliburton Energy Services, Inc. | Dual functioning corrosion inhibitor and foaming agent |
| CN110878201A (en) * | 2019-11-06 | 2020-03-13 | 大庆油田有限责任公司 | High-salinity-resistant condensate-oil-resistant foam scrubbing agent and preparation method thereof |
| CN111139050A (en) * | 2019-12-30 | 2020-05-12 | 中国石油天然气股份有限公司 | Condensate oil-resistant, salt-resistant and temperature-resistant foam scrubbing agent and preparation method thereof |
| CN111484838B (en) * | 2020-06-24 | 2020-10-27 | 中国石油大学(华东) | Carbonate fracture-cave type oil reservoir composite profile-plugging agent and preparation method thereof |
| CN113913172B (en) * | 2020-07-10 | 2023-04-07 | 中国石油化工股份有限公司 | Oil-resistant foam liquid drainage agent composition, foam liquid drainage agent composition liquid and application thereof |
| CN113913171B (en) * | 2020-07-10 | 2023-04-07 | 中国石油化工股份有限公司 | Foam liquid discharging agent composition for acid gas well, foam liquid discharging agent composition liquid and application thereof |
| CN112300770B (en) * | 2020-09-25 | 2022-04-22 | 西南石油大学 | Preparation method of temperature-resistant salt-resistant foam scrubbing agent |
| CN116410725A (en) * | 2021-12-29 | 2023-07-11 | 中国石油天然气股份有限公司 | Corrosion inhibition type foam discharging agent for gas field, preparation method and application |
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