CN102533238A - Block polyether quaternary ammonium salt surfactant and preparation method thereof - Google Patents

Block polyether quaternary ammonium salt surfactant and preparation method thereof Download PDF

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Publication number
CN102533238A
CN102533238A CN2012100028559A CN201210002855A CN102533238A CN 102533238 A CN102533238 A CN 102533238A CN 2012100028559 A CN2012100028559 A CN 2012100028559A CN 201210002855 A CN201210002855 A CN 201210002855A CN 102533238 A CN102533238 A CN 102533238A
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block polyether
quaternary ammonium
polyoxyethylene polyoxypropylene
polyoxypropylene block
ammonium salt
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CN2012100028559A
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Inventor
邹长军
吴丹
胡绪则
郑文辉
崔婵婵
肖朴夫
李蒙
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Southwest Petroleum University
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Southwest Petroleum University
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Abstract

The invention relates to a block polyether quaternary ammonium salt surfactant and a preparation method thereof, aiming to improve the crude oil extraction rate during crude oil extraction in an oil field and solve the problems of the existing surfactant that the temperature resistance and salt resistance are poor, the viscosity of solution can be damaged by strong alkali, fouling can be easily caused in an oil well and the equipment can be corroded. In the technical scheme, the chemical name of the surfactant is polyoxyethylene polyoxypropylene block polyether di-N, N-dimethyl alkyl quaternary ammonium salts. The preparation method comprises: adding dichloromethane, then adding polyoxyethylene polyoxypropylene block polyether and thionyl chloride, and mixing rapidly at the room temperature to make the mixture react for 6h to prepare dichloro polyoxyethylene polyoxypropylene block polyether; and then adding acetone into the reaction products, adding N, N-dimethyl alkyl amine while mixing, making the mixture react for 20-30h at 95 DEG C, distilling to remove the solvent, drying, and thus obtaining the block polyether quaternary ammonium salt surfactant. The product has excellent foaming capability and high surface activity, the tension of the oil-water interface can be reduced, and the crude oil extraction rate can be increased greatly.

Description

Block polyether bi-quaternary ammonium salt tensio-active agent and preparation method
Technical field
The present invention relates to a kind of block polyether bi-quaternary ammonium salt tensio-active agent and preparation method that the crude oil exploitation improves the crude oil recovery ratio that be used for.
Technical background
In today that the energy is becoming tight; Improving the crude oil recovery ratio becomes the key subjects of oil production research; But existing tensio-active agent temperature resistant antisalt property is poor; Alkaline uses the viscosity that destroys polymers soln; And cause degradation series problem under oil well fouling and equipment corrosion, pump detection period shortens and combination flooding chromatographic separation phenomenon causes the oil displacement efficiency easily; And the bi-quaternary ammonium salt tensio-active agent is because premium properties such as its high surfactivity, low micelle-forming concentration, low Krafft point, good water-solubility, excellent wetting capacity, particular rheological properties, high solubilising, synergy be good can significantly improve the crude oil recovery ratio, so the research of bi-quaternary ammonium salt tensio-active agent is risen.
Summary of the invention
The objective of the invention is to: poor in order to solve existing tensio-active agent temperature resistant antisalt property; Alkaline uses the viscosity that destroys polymers soln; And causing degradation series problem under oil well fouling and equipment corrosion, pump detection period shortens and combination flooding chromatographic separation phenomenon causes the oil displacement efficiency easily, the spy provides a kind of block polyether bi-quaternary ammonium salt tensio-active agent and preparation method.
In order to achieve the above object, the present invention adopts following technical scheme: block polyether bi-quaternary ammonium salt Surfactant Chemistry name is called the two N of polyoxyethylene polyoxypropylene block polyether, N-dimethyl-alkyl quaternary ammonium salts; R is the alkyl of 12-18 carbon atom; EO representes the oxyethyl group block, and PO representes propoxy-block, n=2-60; M=15-80, the general structure of polyoxyethylene polyoxypropylene block polyether bis-quaternary ammonium salt cationic surfactant is:
Figure 272590DEST_PATH_IMAGE001
The preparation method of block polyether bi-quaternary ammonium salt tensio-active agent according to the invention mainly comprised for two steps: (1) is under agitation condition; With the methylene dichloride is reaction solvent; In reactor drum, add polyoxyethylene polyoxypropylene block polyether and sulfur oxychloride successively; The mol ratio of polyoxyethylene polyoxypropylene block polyether and sulfur oxychloride add-on is 1:2, and quick stirring reaction 6 h pour the gained reaction solution into beaker then under the room temperature; Dry 24 h remove methylene chloride under 50 ℃, obtain product dichloro-polyoxyethylene polyoxypropylene block polyether; (2) in reactor drum, add acetone, under agitation condition, add the dichloro-polyoxyethylene polyoxypropylene block polyether that the step makes, add N again; N-dimethyl stearyl amine, dichloro-polyoxyethylene polyoxypropylene block polyether and N, the mol ratio of N-dimethyl stearyl amine add-on is 1:2; Be warming up to 95 ℃, back flow reaction 20-30 h removes solvent acetone with the distillation of gained mixed solution; Filtered while hot with normal hexane washing 2-3 time, is put into baking oven with the gained white solid then; 35 ℃ of drying 48 h make product block polyether bi-quaternary ammonium salt tensio-active agent of the present invention.Preparing the raw material polyoxyethylene polyoxypropylene block polyether that this tensio-active agent uses is that Gutian, Nanjing chemical industry ltd produces, commodity label L61, and molecular-weight average 2000, HLB=3. reacts as follows:
Compared with prior art; The invention has the beneficial effects as follows: (1) has good latherability and froth stability (2) has good anti-salt, anti-deposition and wettability; To in ternary composite driving, play strong washing oil effect (3) and have the ability that good sterilization corrosion inhibition (4) has higher surface activity and reduction oil water interfacial tension; Crude oil there is good solublization, can significantly improves the crude oil recovery ratio.
Description of drawings
Fig. 1 is the infrared spectrogram of block polyether bi-quaternary ammonium salt tensio-active agent of the present invention.
Embodiment
The preparation method of block polyether bi-quaternary ammonium salt tensio-active agent of the present invention is described through embodiment below.
Embodiment 1
The first step: preparation dichloro-polyoxyethylene polyoxypropylene block polyether.
Under agitation condition; Get the 30mL methylene dichloride and do reaction solvent, in reactor drum, add polyoxyethylene polyoxypropylene block polyether 20g, sulfur oxychloride 1.4mL successively; Quick stirring reaction 6h under the room temperature; Pour the gained reaction solution into beaker then, 50 ℃ of following dry 24h remove methylene chloride, obtain product dichloro-polyoxyethylene polyoxypropylene block polyether.
Second step: the preparation T 46155 polyoxy third block polyether bi-quaternary ammonium salt tensio-active agent.
In reactor drum, add 20mL acetone, the dichloro-polyoxyethylene polyoxypropylene block polyether 20.37g, the N that make above under agitation condition, adding successively, N-dimethyl stearyl amine 5.94g; Be warming up to 95 ℃, back flow reaction 30h is after reaction finishes; Solvent acetone is removed in the distillation of gained mixed solution; Filtered while hot with normal hexane washing 2-3 time, is put into 35 ℃ of dry 48h of baking oven with the gained white solid then; Make the two N of comparatively purified polyoxyethylene polyoxypropylene block polyether, N-dimethyl-quaternary ammonium alkyl salt surfactant.
This research adopts infrared spectroscopy to the two N of polyoxyethylene polyoxypropylene block polyether, and the various functional groups in the N-dimethyl-quaternary ammonium alkyl molecules of salt have carried out initial analysis.With the sample preparation of KBr compressing tablet, product is done IR spectroscopy with the Paragon100 type IR that PE company produces.
Main absorption peak is following:
2920.92cm -1, 2847.84cm -1Be CH 2Stretching vibration peak; 725.10cm -1Be (CH 2) nThe stretching vibration peak of (n>=4).
Embodiment 2The two N of polyoxyethylene polyoxypropylene block polyether, the ir spectra of N-dimethyl-alkyl quaternary ammonium salts
Through the two N of polyoxyethylene polyoxypropylene block polyether that embodiment 1 obtains, the ir spectra of N-dimethyl-alkyl quaternary ammonium salts is seen Fig. 1, is learnt by spectrum analysis, and the gained title product conforms to the expection product basically.

Claims (2)

1. block polyether bi-quaternary ammonium salt tensio-active agent is characterized in that: the chemical name of this tensio-active agent is the two N of polyoxyethylene polyoxypropylene block polyether, N-dimethyl-alkyl quaternary ammonium salts, and its structural formula is:
Figure 965985DEST_PATH_IMAGE001
R is the alkyl of 12-18 carbon atom in the formula, and EO representes the oxyethyl group block, and PO representes propoxy-block, m=15-80, n=2-60.
2. preparation method of block polyether bi-quaternary ammonium salt tensio-active agent according to claim 1; It is characterized in that: in reactor drum, add methylene dichloride earlier and make reaction solvent; Under agitation condition, add polyoxyethylene polyoxypropylene block polyether and sulfur oxychloride successively; The mol ratio that adds polyoxyethylene polyoxypropylene block polyether and sulfur oxychloride is 1:2, and quick stirring reaction 6h pours the gained reaction solution into beaker then under the room temperature; Dry 24h removes methylene chloride under 50 ℃, obtains product dichloro-polyoxyethylene polyoxypropylene block polyether; In reactor drum, add acetone, under agitation condition, add the dichloro-polyoxyethylene polyoxypropylene block polyether that the step makes, add N again; N-dimethyl stearyl amine, dichloro-polyoxyethylene polyoxypropylene block polyether and N, the mol ratio of N-dimethyl stearyl amine add-on is 1:2; Be warming up to 95 ℃, back flow reaction 20-30h removes solvent acetone with the distillation of gained mixed solution; Filtered while hot then; With normal hexane washing 2-3 time, the gained white solid is put into 35 ℃ of dry 48h of baking oven, make product block polyether bi-quaternary ammonium salt tensio-active agent of the present invention.
CN2012100028559A 2012-01-06 2012-01-06 Block polyether quaternary ammonium salt surfactant and preparation method thereof Pending CN102533238A (en)

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CN109679632A (en) * 2017-10-18 2019-04-26 中国石油化工股份有限公司 Using the method for foaming water discharge agent composition liquid discharging gas producing
WO2021019470A1 (en) * 2019-07-29 2021-02-04 Stepan Company Corrosion-inhibiting surfactants
CN112322272A (en) * 2020-10-10 2021-02-05 成都明亚科技有限公司 Low-pollution multifunctional salt-resistant resistance-reducing fracturing agent
CN112608467A (en) * 2020-12-13 2021-04-06 东北石油大学 Preparation method of cationic oil stain cleaning agent
CN112694878A (en) * 2019-10-22 2021-04-23 中国石油化工股份有限公司 Ester-group-containing polyether cationic surfactant composition and preparation and application thereof
CN112708409A (en) * 2019-10-25 2021-04-27 中国石油化工股份有限公司 Composition containing amido polyether cationic surfactant and preparation and application thereof

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Cited By (10)

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Publication number Priority date Publication date Assignee Title
CN109679632A (en) * 2017-10-18 2019-04-26 中国石油化工股份有限公司 Using the method for foaming water discharge agent composition liquid discharging gas producing
CN109679632B (en) * 2017-10-18 2021-03-30 中国石油化工股份有限公司 Method for discharging liquid and producing gas by adopting foam drainage agent composition
WO2021019470A1 (en) * 2019-07-29 2021-02-04 Stepan Company Corrosion-inhibiting surfactants
US11879093B2 (en) 2019-07-29 2024-01-23 Stepan Company Corrosion-inhibiting surfactants
CN112694878A (en) * 2019-10-22 2021-04-23 中国石油化工股份有限公司 Ester-group-containing polyether cationic surfactant composition and preparation and application thereof
CN112708409A (en) * 2019-10-25 2021-04-27 中国石油化工股份有限公司 Composition containing amido polyether cationic surfactant and preparation and application thereof
CN112322272A (en) * 2020-10-10 2021-02-05 成都明亚科技有限公司 Low-pollution multifunctional salt-resistant resistance-reducing fracturing agent
CN112322272B (en) * 2020-10-10 2023-03-14 成都明亚科技有限公司 Low-pollution multifunctional salt-resistant resistance-reducing fracturing agent
CN112608467A (en) * 2020-12-13 2021-04-06 东北石油大学 Preparation method of cationic oil stain cleaning agent
CN112608467B (en) * 2020-12-13 2022-09-30 东北石油大学 Preparation method of cationic oil stain cleaning agent

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Application publication date: 20120704