CN114958820A - Water-soluble natural wax dissolving agent and preparation method and application thereof - Google Patents

Water-soluble natural wax dissolving agent and preparation method and application thereof Download PDF

Info

Publication number
CN114958820A
CN114958820A CN202210510298.5A CN202210510298A CN114958820A CN 114958820 A CN114958820 A CN 114958820A CN 202210510298 A CN202210510298 A CN 202210510298A CN 114958820 A CN114958820 A CN 114958820A
Authority
CN
China
Prior art keywords
water
wax
soluble natural
dissolving agent
natural wax
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.)
Granted
Application number
CN202210510298.5A
Other languages
Chinese (zh)
Other versions
CN114958820B (en
Inventor
王书亮
张晓燕
周禄江
付春艳
刘永兵
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Southwest Petroleum University
Original Assignee
Southwest Petroleum University
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Southwest Petroleum University filed Critical Southwest Petroleum University
Priority to CN202210510298.5A priority Critical patent/CN114958820B/en
Publication of CN114958820A publication Critical patent/CN114958820A/en
Priority to NL2034559A priority patent/NL2034559A/en
Application granted granted Critical
Publication of CN114958820B publication Critical patent/CN114958820B/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Images

Classifications

    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N11/00—Carrier-bound or immobilised enzymes; Carrier-bound or immobilised microbial cells; Preparation thereof
    • C12N11/02—Enzymes or microbial cells immobilised on or in an organic carrier
    • C12N11/10—Enzymes or microbial cells immobilised on or in an organic carrier the carrier being a carbohydrate
    • 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
    • C09K8/52—Compositions for preventing, limiting or eliminating depositions, e.g. for cleaning
    • C09K8/524—Compositions for preventing, limiting or eliminating depositions, e.g. for cleaning organic depositions, e.g. paraffins or asphaltenes
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N1/00—Microorganisms, e.g. protozoa; Compositions thereof; Processes of propagating, maintaining or preserving microorganisms or compositions thereof; Processes of preparing or isolating a composition containing a microorganism; Culture media therefor
    • C12N1/20—Bacteria; Culture media therefor
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N11/00—Carrier-bound or immobilised enzymes; Carrier-bound or immobilised microbial cells; Preparation thereof
    • C12N11/02—Enzymes or microbial cells immobilised on or in an organic carrier
    • C12N11/04—Enzymes or microbial cells immobilised on or in an organic carrier entrapped within the carrier, e.g. gel or hollow fibres
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N11/00—Carrier-bound or immobilised enzymes; Carrier-bound or immobilised microbial cells; Preparation thereof
    • C12N11/02—Enzymes or microbial cells immobilised on or in an organic carrier
    • C12N11/08—Enzymes or microbial cells immobilised on or in an organic carrier the carrier being a synthetic polymer
    • C12N11/082—Enzymes or microbial cells immobilised on or in an organic carrier the carrier being a synthetic polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C12N11/084—Polymers containing vinyl alcohol units
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P19/00—Preparation of compounds containing saccharide radicals
    • C12P19/44—Preparation of O-glycosides, e.g. glucosides
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12R—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES C12C - C12Q, RELATING TO MICROORGANISMS
    • C12R2001/00—Microorganisms ; Processes using microorganisms
    • C12R2001/01—Bacteria or Actinomycetales ; using bacteria or Actinomycetales
    • C12R2001/38—Pseudomonas
    • C12R2001/385—Pseudomonas aeruginosa
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
    • Y02W30/00—Technologies for solid waste management
    • Y02W30/50—Reuse, recycling or recovery technologies
    • Y02W30/74—Recovery of fats, fatty oils, fatty acids or other fatty substances, e.g. lanolin or waxes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Genetics & Genomics (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Biotechnology (AREA)
  • Microbiology (AREA)
  • General Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • General Engineering & Computer Science (AREA)
  • Biomedical Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Molecular Biology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • General Life Sciences & Earth Sciences (AREA)
  • Materials Engineering (AREA)
  • Medicinal Chemistry (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Virology (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)

Abstract

The invention discloses a water-soluble natural wax dissolving agent, a preparation method and application thereof, wherein the preparation method of the wax dissolving agent comprises the following steps: (1) culturing pseudomonas aeruginosa in a seed solution; (2) preparing bacterial suspension from bacterial sludge obtained by centrifuging the seed liquid; (3) reacting the bacterial suspension with a mixed solution consisting of polyvinyl alcohol and calcium chloride and a sodium alginate solution to prepare PA/SA/PVA gel spheres; (4) solidifying the PA/SA/PVA gel spheres to obtain a PA/SA/PVA liquid core microcapsule; (5) preparing a culture solution; (6) adding the liquid core microcapsule into the culture solution, and fermenting to obtain fermentation liquid containing rhamnolipid; (7) preparing a micro-filtrate from the fermentation liquor through a ceramic filter membrane; (8) adding alkali and inorganic salt into the micro-filtrate. The water-soluble natural wax dissolving agent provided by the invention has excellent wax resistance, and the main raw material of the wax dissolving agent can be prepared by using waste cooking oil as a fermentation carbon source, so that the production cost of the wax dissolving agent is effectively reduced, and the water-soluble natural wax dissolving agent also has the advantages of environmental protection.

Description

Water-soluble natural wax dissolving agent and preparation method and application thereof
Technical Field
The invention belongs to the technical field of oilfield development, and particularly relates to a water-soluble natural wax-dissolving agent, and a preparation method and application thereof.
Background
In the process of crude oil extraction, wax contained in crude oil is usually crystallized and separated out along with the continuous reduction of temperature and pressure intensity in the process of conveying the crude oil from an oil well to the ground, and the separated wax is continuously deposited on an oil pumping rod and the inner wall of an oil pipe; severe wax precipitation affects the well's normal production operations, requiring extensive efforts to perform frequent well cleanout and pump inspection operations to remove the precipitated wax. The methods currently used to prevent and remove paraffin deposits in crude oil production are mainly classified into the following three types: 1. mechanical wax removal, 2 thermal wax removal and prevention and chemical wax removal and prevention, 3 chemical wax removal and prevention; wherein, the mechanical wax removal method and the thermal wax removal method have to stop production and consume more energy when operating the oil well, and are rarely adopted; the chemical wax removal and prevention method has become the most common technology for oil well wax removal and prevention due to the advantages of convenient use, good application effect, no production stop in the operation process and the like (high-context, research on oil well wax removal and prevention agents [ D ]. Daqing Petroleum institute, 2009.).
The chemical paraffin removal and prevention method is a method for adding a paraffin dissolving agent into an oil pipe from an annular space to prevent and remove paraffin deposition, and the method has the paraffin removal and prevention effects, and has the effects of pour point depression, viscosity reduction and blockage removal by using certain paraffin dissolving agents (Chenfu, Qujinming, Wanfuxiang, and the like. In recent years, with the increasingly wide application of chemical wax removal and prevention methods, wax removal and prevention agents (also called wax dissolving agents) have been developed correspondingly. However, most of the conventional paraffin removal and prevention agents are surfactants which are artificially synthesized from petrochemicals and are not easily degraded, and aromatic hydrocarbon solvents with strong toxicity such as benzene and xylene are required to be used in the using process of the surfactants, so that the surfactants are not only harmful to the environment but also harmful to the health of workers after long-term use (Zhongjian, et al. development and application of water-soluble and oil-soluble paraffin removal and prevention agents [ D ] Chongqing Petroleum institute, 2003.). Therefore, the design of a green, degradable and nontoxic water-soluble wax dissolving method is very necessary and has wide application prospect.
Disclosure of Invention
The invention aims to provide a water-soluble natural wax-dissolving agent, and a preparation method and application thereof.
In order to achieve the above purpose, the solution of the invention is:
the preparation method of the water-soluble natural wax dissolving agent is characterized by comprising the following steps:
(1) inoculating pseudomonas aeruginosa on a nutrient gravy agar culture medium, activating at constant temperature, transferring the strain activated at constant temperature into seed liquid, and performing shake flask culture to prepare the seed liquid containing the copper pseudomonas aeruginosa;
(2) adding bacterial sludge obtained after supernatant liquid of the seed liquid prepared in the step (1) is removed through centrifugation into sterile physiological saline to prepare bacterial suspension;
(3) adding the bacterial suspension prepared in the step (2) into a mixed solution consisting of polyvinyl alcohol and calcium chloride, stirring uniformly, dropwise adding the obtained mixed solution into a sodium alginate solution, and filtering to obtain spherical sodium alginate/polyvinyl alcohol gel spheres;
(4) washing the sodium alginate/polyvinyl alcohol gel spheres prepared in the step (3), putting the washed sodium alginate/polyvinyl alcohol gel spheres into a calcium chloride solution for solidification, removing water on the surfaces of the solidified gel spheres, and freezing to prepare sodium alginate/polyvinyl alcohol liquid core microcapsules;
(5) adding a carbon source into an inorganic culture medium to prepare an inorganic salt culture solution containing the carbon source;
(6) unfreezing the sodium alginate/polyvinyl alcohol liquid core microcapsule prepared in the step (4), adding the unfrozen sodium alginate/polyvinyl alcohol liquid core microcapsule into the inorganic salt culture solution containing the carbon source prepared in the step (5), placing the inorganic salt culture solution containing the carbon source in a fermentation tank, and carrying out constant-temperature culture to obtain fermentation liquor containing rhamnolipid;
(7) removing larger proteins and insoluble impurities in the fermentation liquor containing the rhamnolipid prepared in the step (6) through a ceramic filter membrane to prepare micro-filtrate;
(8) and (4) adding alkali and inorganic salt into the micro-filtrate prepared in the step (7) to prepare the water-soluble natural wax-dissolving agent.
Preferably, the constant-temperature activation temperature in the step (1) is 37 ℃; the constant-temperature activation time is 24 h.
Preferably, the mass ratio of the polyvinyl alcohol to the calcium chloride sodium alginate in the mixed solution composed of the polyvinyl alcohol and the calcium chloride in the step (3) is 1:1: 2.
Preferably, the freezing temperature in the step (4) is-18 ℃, and the freezing time is 4-6 h.
Preferably, the carbon source in step (5) is selected from one of waste cooking oil, glycerin or vegetable oil.
Preferably, the constant temperature culture temperature in the step (6) is 37 ℃ and the constant temperature culture time is 24 h.
Preferably, the pore size of the ceramic filter membrane in the step (7) is 50nm to 1000 nm.
Preferably, the base in the step (8) is one of ethanolamine or triethylamine; the inorganic salt is one of sodium sulfate or sodium chloride.
The water-soluble natural wax dissolving agent prepared by the preparation method of the water-soluble natural wax dissolving agent is characterized in that the mass ratio of rhamnolipid is 0.1-1.0%; 0.5 wt% -2.0 wt% of alkali, 0.1-1.0 wt% of inorganic salt and the balance of water.
The water-soluble natural wax-dissolving agent prepared by the preparation method of the water-soluble natural wax-dissolving agent is applied to wax prevention and wax removal of petroleum pipelines.
Compared with the existing preparation method of the wax dissolving agent, the principle and the gain effect of the invention are as follows:
1. the preparation method of the water-soluble natural wax dissolver provided by the invention selects polyvinyl alcohol (PVA) and Sodium Alginate (SA) with good biocompatibility as immobilized materials in the process of preparing the main raw material rhamnolipid, and then uses an embedding method to immobilize pseudomonas aeruginosa cells so as to prepare SA/PVA liquid core microencapsulated cells. The prepared liquid core microencapsulated cells can wrap microorganisms (such as pseudomonas aeruginosa) in an internal liquid environment through an external capsule membrane so as to block the cells from entering the external environment, and the formed microcapsule membrane allows nutrients and microbial products (such as rhamnolipid) to pass through in two directions; this not only facilitates the uptake of nutrients by the microorganisms and the release of extracellular products, but also reduces the effect of product inhibition, thus reducing the fermentation cycle and increasing the yield of extracellular products (Sun Z, Lv G, Li S. binding the role of microorganisms for Microbial fermentation under ecological stress [ J ]. Applied Microbial and Cell physical stress, 2007,75: 1419-.
2. The wax dissolving agent provided by the preparation method of the water-soluble natural wax dissolving agent provided by the invention uses a natural surfactant rhamnolipid as a main raw material and adds a small amount of alkali and inorganic salt as auxiliary materials. The rhamnolipid in the wax dissolving agent is used as a surfactant, so that the wax deposition surface on the wall of the oil well pipe can be inverted into a hydrophilic surface, and the wax cannot be continuously deposited on the surface, so that the wax prevention effect is achieved; in addition, the rhamnolipid is adsorbed on the surface of the oil pipe, so that the paraffin is favorably separated from the surface of the pipe wall, and the effect of dissolving the paraffin is achieved. The surface tension of rhamnolipid can be further reduced by adding alkali and inorganic salt; therefore, when the wax dissolving agent penetrates into the gaps of the wax crystals with loose structures, the bonding force between the wax molecules can be weakened, so that the wax crystals are detached and dispersed in the oil flow.
3. The main raw material of the water-soluble natural wax dissolving agent provided by the invention is degradable natural product rhamnolipid harmless to the environment, thereby successfully avoiding the general use of sulfonate chemically synthesized surfactants with high toxicity and poor biodegradability.
4. The preparation method of the water-soluble natural wax-dissolving agent provided by the invention uses cooking waste oil or kitchen waste grease and the like as a fermentation carbon source to prepare and produce rhamnolipid, so that the production cost of the wax-dissolving agent is effectively reduced.
Drawings
FIG. 1 is a diagram showing the circulation of PA/SA/PVA liquid core microcapsule.
Detailed Description
The present invention will be described in further detail with reference to examples. It is also to be understood that the following examples are intended to illustrate the present invention and are not to be construed as limiting the scope of the invention, and that the particular materials, reaction times and temperatures, process parameters, etc. listed in the examples are exemplary only and are intended to be exemplary of suitable ranges, and that insubstantial modifications and adaptations of the invention by those skilled in the art in light of the foregoing description are intended to be within the scope of the invention.
The reagents and instrumentation used in the present invention are all subjected to strict aseptic processing prior to use.
The pseudomonas aeruginosa used in the invention is purchased from Beijing preservation Biotechnology Limited, and the strain preservation number is as follows:
ATCC 9027 ═ DSM 1128 ═ IFO 13275 ═ NRRL-B-800; the strain was kept in a refrigerator at-80 ℃ during the experiment.
The culture medium used in the invention comprises the following components:
nutrient gravy agar (g/L): 15.0 parts of agar powder; 3.0 parts of beef extract; 10.0 parts of peptone; 10.0 parts of NaCl; pH: 7.0 to 7.2;
seed liquid (g/L): 3.0 parts of beef extract; 10.0 parts of peptone; 10.0 parts of NaCl; pH: 7.0 to 7.2;
inorganic salt medium (g/L): NaNO 3 6.0；NaCl 1.0；KCl 1.0；Na 2 HPO 4 0.3；KH 2 PO 4 3.0；MgSO 4 2.5；FeCl 3 0.16；CaCl 2 0.1；ZnSO 4 1.5；MnSO 4 1.5；CuSO 4 0.15、H 3 BO 3 1.5。
Example 1
The preparation method of the water-soluble natural wax dissolving agent provided by the invention comprises the following steps:
(1) inoculating Pseudomonas aeruginosa (Pseudomonas aeruginosa, PA) on a nutrient gravy agar culture medium, activating at constant temperature for 24h in a thermostat at 37 ℃, then transferring the strain subjected to constant temperature activation into 100mL of seed solution (the inoculation amount is 5%) and culturing in a shake flask culture at 200rpm at 37 ℃ for 18h to prepare the seed solution containing the copper Pseudomonas aeruginosa;
(2) centrifuging (12000r/min, 10min) the seed solution prepared in the step (1) to remove supernatant, and washing the obtained bacterial sludge three times by using 2ml of 0.9% sterile physiological saline; adding the washed bacterial sludge into 0.9% sterile normal saline to prepare 5 g.L -1 The bacterial suspension of (4);
(3) adding 25ml of the bacterial suspension prepared in the step (2) into a mixed solution consisting of polyvinyl alcohol (PVA) and calcium chloride under an aseptic condition, and uniformly stirring; wherein the concentration of PVA in the mixed solution is 6.0% w/v, CaCl 2 The concentration of the bacterial suspension is 2.0% w/v, the mixture solution is sterilized for 30min at 121 ℃ under high pressure before use, and then is cooled to room temperature for standby, and the concentration of the bacterial suspension after the mixture solution is added is 3.0% v/v; then, dropwise adding the obtained mixed solution into 50ml of 1.0% w/v Sodium Alginate (SA) solution under vigorous stirring, wherein the solution is turbid and forms gel spheres rapidly, and filtering to obtain spherical PA/SA/PVA gel spheres;
(4) washing the PA/SA/PVA gel ball prepared in the step (3) with 20ml of sterile water for three times, and then adding the washed ball into 50ml of 2.0 percent CaCl 2 Solidifying in the solution for 2.5h, drying the surface water, and freezing in a refrigerator at-18 ℃ for 4h to obtain PA/SA/PVA liquid core microcapsule;
(5) adding 1ml of cooking waste oil (soybean oil left by frying the deep-fried twisted dough sticks, and carrying out sterile treatment after filtering before use) into 99ml of inorganic culture medium to prepare inorganic salt culture solution containing the cooking waste oil;
(6) unfreezing the PA/SA/PVA liquid core microcapsule prepared in the step (4), adding the unfrozen PA/SA/PVA liquid core microcapsule into the inorganic salt culture solution containing the cooking waste oil prepared in the step (5) according to the mass ratio of 5%, and then placing the inorganic salt culture solution into a fermentation tank for shake culture at the constant temperature of 150r/min at 37 ℃ for 72h to prepare fermentation liquor containing rhamnolipid;
(7) passing the fermentation liquid containing rhamnolipid prepared in step (6) through a ceramic filter membrane (length 30cm, diameter 3cm, filter area 0.08 m) with aperture of 500nm 2 ) Removing larger protein and insoluble impurities in the fermentation liquor to obtain micro-filtrate; 2ml of the microfiltrate was taken and subjected to the anthrone sulfuric acid method (Neissa M, Pinzon L, Kwang J. Analysis of rhodolipped biosurfactants by methyl ethylene blue complete reduction [ J]Applied Microbiology and Biotechnology,2009,82: 975-;
(8) adding NaOH into the micro-filtrate prepared in the step (7) to adjust the pH value to 9.0, and then passing the obtained alkaline micro-filtrate through an ultrafiltration membrane element (PES (polyether sulfone) material, the length is 30cm, the diameter is 5cm, and the filtration area is 0.4m 2 ) Washing the filter membrane with 5ml of water for 3 times after the filtration is finished, and collecting the filtrate to prepare a rhamnolipid solution; taking 1ml of rhamnolipid solution to perform LC-MS analysis to determine the type and content of the rhamnolipid; the LC-MS analysis result shows that the rhamnolipid prepared by the method comprises the rhamnolipid Rha-C 10 -C 10 And double rhamnolipid Rha-Rha-C 10 -C 10 And the dirhamnolipid Rha-Rha-C 10 -C 12 (or Rha-Rha-C 12 -C 10 ) These three rhamnolipids. The structural general formula of Rhamnolipid (Rhamnolipid) is shown as follows:
Figure BDA0003639167120000051
in the above formula: r in dirhamnosodium 1 Is L-alpha-rhamnopyranosyl, R 2 Is beta-hydroxydecanoic acid; r in monorhamnose diester 1 Is H, R 2 Is beta-hydroxydecanoic acid; r in dirhamnosaccharide monoester 1 Is L-alpha-rhamnopyranosyl, R 2 Is H; r in monorhamnose monoester 1 Is H, R 2 Is H.
The LC-MS analysis is to determine that the main product in the solution obtained by fermentation is rhamnolipid, but the content of the total rhamnolipid is the most significant for the method provided by the invention; therefore, this step can be omitted in the following embodiments;
(9) and (3) adding 0.05g of triethylamine and 0.02g of NaCl into the rhamnolipid solution prepared in the step (8), and finally adding water to a constant volume of 250ml to prepare the water-soluble natural wax solvent.
Referring to the method for measuring surface and interfacial tension of the China oil and gas industry standard SY/T5370-1999, the interfacial tension between the prepared water-soluble natural wax dissolver and the crude oil is measured by utilizing a Texas-500C type ultra-low interfacial tension instrument and setting the rotating speed at 8000r/min and the temperature at 60 ℃ of the oil reservoir; the results are shown in Table 3.
The reference literature for testing the wax-proofing performance of the wax-dissolving agent (Xuyangli, et al. research on water-soluble clear wax-proofing agent FL-3 and field test [ J ]. petrochemical application, 2013, 32(4): 37-40.) is carried out in an indoor experiment, and the evaluation of the water-soluble wax-dissolving agent is carried out by a reversed-buckled bottle wax-proofing method; the method comprises the following specific steps: adding 250ml of crude oil with the water content of 30% into a weighed saline bottle, then adding 25mg of the wax dissolving agent prepared in the step (9), putting the saline bottle in a water bath, keeping the temperature of the saline bottle constant at 75 ℃ for 30min, taking out the saline bottle, shaking the saline bottle by hand for 100 times, then putting the saline bottle in an oven, keeping the temperature of the saline bottle constant at 60 ℃ for 2.5h, taking out the saline bottle, reversely buckling the saline bottle at the temperature, keeping the temperature of the saline bottle constant until the saline bottle does not drip oil, then weighing and calculating, and finally comparing with a blank sample without the wax dissolving agent to calculate the wax prevention rate of the sample, wherein the results are shown in table 3.
Example 2
Step for the preparation of wax dissolver reference example 1, with the difference that: omitting the step (8), and directly metering the volume of the micro-filtrate prepared in the step (7) to prepare the water-soluble natural wax dissolving agent; the rest of the procedure was the same as in example 1. The procedure for characterizing the interfacial tension between the obtained wax dissolver and the crude oil was the same as in example 1, and the results are shown in Table 3. The procedure for testing the wax-dissolving agent wax-proofing performance was the same as in example 1, and the results are shown in Table 3.
Example 3
Step for the preparation of wax dissolver reference example 1, with the difference that: in the step (5), the consumption of the cooking waste oil is 2ml, the consumption of the inorganic culture medium is 98ml, the step (8) is omitted, and the micro-filtrate prepared in the step (7) is directly subjected to constant volume to prepare the water-soluble natural wax dissolving agent; the rest of the procedure was the same as in example 1. The results of the total concentration of rhamnolipids contained in step (7) are shown in table 1. The procedure for the characterization of the interfacial tension between the wax dissolver and the crude oil is the same as in example 1, and the results are shown in Table 3. The procedure for testing the wax-dissolving agent wax-proofing performance was the same as in example 1, and the results are shown in Table 3.
Example 4
Step-wise preparation of wax-dissolving agent reference example 1 with the following differences: in the step (5), the consumption of the cooking waste oil is 4ml, the consumption of the inorganic culture medium is 96ml, the step (8) is omitted, and the micro-filtrate prepared in the step (7) is directly subjected to constant volume to prepare the water-soluble natural wax dissolving agent; the rest of the procedure was the same as in example 1. The results of the total concentration of rhamnolipids contained in step (7) are shown in table 1.
Example 5
Step-wise preparation of wax-dissolving agent reference example 1 with the following differences: in the step (5), the consumption of the cooking waste oil is 6ml, the consumption of the inorganic culture medium is 94ml, the step (8) is omitted, and the micro-filtrate prepared in the step (7) is directly subjected to constant volume to prepare the water-soluble natural wax dissolving agent; the rest of the procedure was the same as in example 1. The results of the total concentration of rhamnolipids contained in step (7) are shown in table 1.
TABLE 1 comparison of the Total concentration of rhamnolipids in different concentrations of cooking oil
Concentration of waste cooking oil (v/v%) Total concentration (g/L) of rhamnolipid
Example 1 1 7.1
Example 3 2 15.3
Example 4 4 16.6
Example 5 6 17.8
From table 1, it can be seen that the total concentration of rhamnolipids increases with the increase of the concentration of the cooking waste oil, which is the optimum concentration when the concentration of the cooking waste oil is 2 v/v% in view of the comprehensive utilization of carbon sources.
Example 6
Step for the preparation of wax dissolver reference example 1, with the difference that: in the step (5), the waste cooking oil is changed into waste glycerol (the waste oil is abandoned in a laboratory oil bath, and the waste glycerol needs to be filtered and subjected to aseptic treatment before use), wherein the consumption of the waste glycerol is 2ml, and the consumption of the inorganic culture medium is 98 ml; omitting the step (8), and directly metering the volume of the micro-filtrate prepared in the step (7) to prepare the water-soluble natural wax dissolving agent; the rest of the procedure was the same as in example 1. The results of the total concentration of rhamnolipids contained in step (7) are shown in table 2.
Example 7
Step for the preparation of wax dissolver reference example 1, with the difference that: in the step (5), the cooking waste oil is changed into kitchen waste oil (sold in the market, and needs to be filtered and subjected to aseptic treatment before use), the consumption of the kitchen waste oil is 2ml, and the consumption of the inorganic culture medium is 98 ml; omitting the step (8), and directly metering the volume of the micro-filtrate prepared in the step (7) to prepare the water-soluble natural wax dissolving agent; the rest of the procedure was the same as in example 1. The results of the total concentration of rhamnolipids contained in step (7) are shown in table 2.
Example 8
Step for the preparation of wax dissolver reference example 1, with the difference that: in the step (5), the cooking waste oil is changed into vegetable oil (commercially available soybean oil, and sterile treatment is needed before use), wherein the usage amount of the vegetable oil is 2ml, and the usage amount of the inorganic culture medium is 98 ml; omitting the step (8), and directly metering the volume of the micro-filtrate prepared in the step (7) to prepare the water-soluble natural wax dissolving agent; the rest of the procedure was the same as in example 1. The results of the total concentration of rhamnolipids contained in step (7) are shown in table 2.
Example 9
Step for the preparation of wax dissolver reference example 1, with the difference that: in the step (5), the waste cooking oil is changed into waste gasoline (sold in the market, and sterile treatment is needed before use), the consumption of the waste gasoline is 2ml, and the consumption of the inorganic culture medium is 98 ml; omitting the step (8), and directly fixing the volume of the micro-filtrate prepared in the step (7) to obtain the water-soluble natural wax dissolving agent; the rest of the procedure was the same as in example 1. The results of the total concentration of rhamnolipids contained in step (7) are shown in table 2.
TABLE 2 comparison of the Total rhamnolipid concentrations using different carbon sources
Carbon source Total concentration (g/L) of rhamnolipid
Example 3 Waste cooking oil 15.3
Example 6 Waste glycerin 8.2
Example 7 Kitchen waste grease 14.6
Example 8 Vegetable oil 15.8
Example 9 Waste gasoline 12.5
It can be seen from table 1 that different carbon sources have great influence on the total concentration of rhamnolipid, but the total concentration of rhamnolipid produced by fermentation of cooking waste oil, kitchen waste grease and vegetable oil as carbon sources is not very different. Therefore, the method provided by the invention can completely utilize the cooking waste oil and the kitchen waste grease to prepare the water-soluble wax-dissolving agent, so that the waste can be changed into valuable, and the production cost of the wax-dissolving agent is reduced.
Example 10
Step for the preparation of wax dissolver reference example 1, with the difference that: in the step (5), the consumption of the cooking waste oil is 2ml, the consumption of the inorganic culture medium is 98ml, the step (8) is omitted, and triethylamine is replaced by ethanolamine in the step (9); the rest of the procedure was the same as in example 1. The procedure for characterizing the interfacial tension between the obtained wax dissolver and the crude oil was the same as in example 1, and the results are shown in Table 3. The procedure for testing the wax-dissolving agent wax-proofing performance was the same as in example 1, and the results are shown in Table 3.
Example 11
Step for the preparation of wax dissolver reference example 1, with the difference that: in the step (5), the consumption of the cooking waste oil is 2ml, the consumption of the inorganic culture medium is 98ml, the step (8) is omitted, and triethylamine is replaced by ammonia water in the step (9); the rest of the procedure was the same as in example 1. The procedure for characterizing the interfacial tension between the obtained wax dissolver and the crude oil was the same as in example 1, and the results are shown in Table 3. The procedure for testing the wax-dissolving agent wax-proofing performance was the same as in example 1, and the results are shown in Table 3.
Example 12
Step for the preparation of wax dissolver reference example 1, with the difference that: in the step (5), the consumption of the cooking waste oil is 2ml, the consumption of the inorganic culture medium is 98ml, the step (8) is omitted, and triethylamine is replaced by a sodium hydroxide solution in the step (9); the rest of the procedure was the same as in example 1. The procedure for characterizing the interfacial tension between the obtained wax dissolver and the crude oil was the same as in example 1, and the results are shown in Table 3. The procedure for testing the wax-dissolving agent wax-proofing performance was the same as in example 1, and the results are shown in Table 3.
Example 13
Step for the preparation of wax dissolver reference example 1, with the difference that: in the step (5), the consumption of the cooking waste oil is 2ml, the consumption of the inorganic culture medium is 98ml, the step (8) is omitted, and no alkali is added in the step (9); the rest of the procedure was the same as in example 1. The procedure for characterizing the interfacial tension between the obtained wax dissolver and the crude oil was the same as in example 1, and the results are shown in Table 3. The procedure for testing the wax-dissolving agent wax-proofing performance was the same as in example 1, and the results are shown in Table 3.
TABLE 3 comparison of the properties of water-soluble natural wax dissolvers using different bases
Alkali Interfacial tension (10) -3 mN/m) Percent wax control (%)
Example 1 Triethylamine 20.1 67
Example 2 Triethylamine 19.6 65
Example 10 Ethanolamine 2.2 93
Example 11 Aqueous ammonia 97.8 46
Example 12 Sodium hydroxide 90.5 49
Example 13 N/A 324.7 38
From table 3, it can be seen that the interfacial tension and the wax-proofing rate of the water-soluble natural wax-dissolving agent provided by the present invention are both affected by the type of the added alkali, wherein the effect of the used organic alkali is significantly better than that of the inorganic alkali, and especially the wax-proofing rate can reach as high as 93% when ethanolamine is used as the alkali. It should be noted that, from the results in example 2, it can be seen that the rhamnolipid fermentation broth prepared by the PA/SA/PVA liquid core microcapsule fermentation method provided by the present invention can be used for preparing water-soluble natural wax dissolver only by simple filtration with ceramic filter membrane.
Example 14
Step for preparation of wax dissolver reference example 10. The procedure for testing the wax-dissolving agent wax-proofing performance of the obtained wax-dissolving agent is as in reference example 1, except that: the test was carried out using a crude oil having a water content of 50%, and the results are shown in Table 4.
Example 15
Step for preparation of wax dissolver reference example 10. The procedure for testing the wax-dissolving agent wax-proofing performance is as described in reference to example 1, except that: the results of the tests using the crude oil having a water content of 60% are shown in Table 4.
Example 16
Step for preparation of wax dissolver reference example 10. The procedure for testing the wax-dissolving agent wax-proofing performance of the obtained wax-dissolving agent is as in reference example 1, except that: the test was carried out using crude oil having a water content of 70%, and the results are shown in Table 4.
TABLE 4 wax inhibition ratio of water-soluble natural wax dissolver in crude oils of different water contents
Crude oil Water content (%) Percent wax control (%)
Example 10 30 93
Example 14 50 95
Example 15 60 94
Example 16 70 94
From table 4, it can be seen that the boundary wax-proofing rate of the water-soluble natural wax-dissolving agent provided by the invention slightly increases to more than 94% along with the increase of the water content of the crude oil.
Example 17
The PA/SA/PVA liquid core microcapsule used in the example 3 is recycled and reused, and the microcapsule is washed clean by using sterile water after each use. The steps for preparing rhamnolipids the same as example 1, and the results of the total concentration of rhamnolipids repeated 9 times are shown in fig. 1. As can be seen from fig. 1: after the PA/SA/PVA liquid core microcapsule provided by the invention is continuously cultured for 10 times, the total concentration of rhamnolipid in the obtained fermentation liquor can still reach 8.3g/L, which shows that the quantity of damaged microcapsules is very small in the process of a repeated experiment.

Claims (10)

1. The preparation method of the water-soluble natural wax dissolving agent is characterized by comprising the following steps:
(1) inoculating pseudomonas aeruginosa on a nutrient gravy agar culture medium, activating at constant temperature, and then transferring the strain activated at constant temperature into a seed solution for culturing to prepare a seed solution containing copper pseudomonas aeruginosa;
(2) adding bacterial sludge obtained by removing supernatant from the seed liquid prepared in the step (1) into sterile physiological saline to prepare bacterial suspension;
(3) adding the bacterial suspension prepared in the step (2) into a mixed solution consisting of polyvinyl alcohol and calcium chloride, stirring uniformly, dropwise adding the obtained mixed solution into a sodium alginate solution, and filtering to obtain spherical sodium alginate/polyvinyl alcohol gel spheres;
(4) washing the sodium alginate/polyvinyl alcohol gel spheres prepared in the step (3), putting the washed sodium alginate/polyvinyl alcohol gel spheres into a calcium chloride solution for solidification, removing water on the surfaces of the solidified gel spheres, and freezing to prepare the sodium alginate/polyvinyl alcohol liquid core microcapsule;
(5) adding a carbon source into an inorganic culture medium to prepare an inorganic salt culture solution containing the carbon source;
(6) adding the sodium alginate/polyvinyl alcohol liquid core microcapsule prepared in the step (4) into the inorganic salt culture solution containing the carbon source prepared in the step (5) for constant temperature culture to prepare fermentation liquor containing rhamnolipid;
(7) removing larger proteins and insoluble impurities in the fermentation liquor containing the rhamnolipid prepared in the step (6) through a ceramic filter membrane to prepare micro-filtrate;
(8) and (4) adding alkali and inorganic salt into the micro-filtrate prepared in the step (7) to prepare the water-soluble natural wax-dissolving agent.
2. The method for preparing the water-soluble natural wax dissolver according to claim 1, wherein the constant temperature activation temperature in step (1) is 37 ℃; the constant-temperature activation time is 24 h.
3. The method for preparing the water-soluble natural wax dissolver according to claim 1, wherein the mass ratio of the polyvinyl alcohol to the calcium chloride sodium alginate in the mixed solution of the polyvinyl alcohol and the calcium chloride in the step (3) is 1:1: 2.
4. The method for preparing a water-soluble natural wax dissolver according to claim 1, wherein the freezing temperature in step (4) is-18 ℃ and the freezing time is 4-6 h.
5. The method for preparing a water-soluble natural wax-dissolving agent according to claim 1, wherein the carbon source in the step (5) is selected from one of waste cooking oil, glycerin or vegetable oil.
6. The method for preparing a water-soluble natural wax dissolver according to claim 1, wherein the incubation temperature in step (6) is 37 ℃ and the incubation time is 24 h.
7. The method for preparing a water-soluble natural wax-dissolving agent according to claim 1, wherein the pore size of the ceramic filter membrane in the step (7) is 50nm to 1000 nm.
8. The method for preparing the water-soluble natural wax-dissolving agent according to claim 1, wherein the base in the step (8) is one of ethanolamine or triethylamine; the inorganic salt is one of sodium sulfate or sodium chloride.
9. The water-soluble natural wax dissolvent prepared by the preparation method of the water-soluble natural wax dissolvent according to any one of claims 1 to 8, wherein the mass ratio of rhamnolipid is 0.1 to 1.0 percent; 0.5 wt% -2.0 wt% of alkali, 0.1-1.0 wt% of inorganic salt and the balance of water.
10. The application of the water-soluble natural wax dissolvent prepared by the preparation method of the water-soluble natural wax dissolvent according to any one of claims 1 to 8 in paraffin prevention and paraffin removal of petroleum pipelines.
CN202210510298.5A 2022-05-11 2022-05-11 Water-soluble natural wax-dissolving agent and preparation method and application thereof Active CN114958820B (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
CN202210510298.5A CN114958820B (en) 2022-05-11 2022-05-11 Water-soluble natural wax-dissolving agent and preparation method and application thereof
NL2034559A NL2034559A (en) 2022-05-11 2023-04-12 Water-Soluble Natural Wax Dissolving Agent and Preparation Method and Application thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN202210510298.5A CN114958820B (en) 2022-05-11 2022-05-11 Water-soluble natural wax-dissolving agent and preparation method and application thereof

Publications (2)

Publication Number Publication Date
CN114958820A true CN114958820A (en) 2022-08-30
CN114958820B CN114958820B (en) 2023-10-31

Family

ID=82982179

Family Applications (1)

Application Number Title Priority Date Filing Date
CN202210510298.5A Active CN114958820B (en) 2022-05-11 2022-05-11 Water-soluble natural wax-dissolving agent and preparation method and application thereof

Country Status (2)

Country Link
CN (1) CN114958820B (en)
NL (1) NL2034559A (en)

Citations (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1998055095A1 (en) * 1997-06-04 1998-12-10 The Procter & Gamble Company Liquid antimicrobial cleansing compositions which provide residual benefit versus gram negative bacteria
US20030036186A1 (en) * 2001-04-03 2003-02-20 Rita Kumar Process for the preparation of cell beads BOD sensor useful for instant BOD estimation
RU2312975C1 (en) * 2006-04-24 2007-12-20 Валерий Анатольевич Киршов Method for asphalt-tar-paraffin, hydrate and ice plugs breakage in production wells
US20110306569A1 (en) * 2010-06-11 2011-12-15 Oregon State University Rhamnolipid biosurfactant from pseudomonas aeruginosa strain ny3 and methods of use
US20130252857A1 (en) * 2012-03-23 2013-09-26 Intevep, S.A. Completion fluid
CN105560167A (en) * 2015-12-23 2016-05-11 湖北医药学院附属人民医院 Universal O / W type emulsion type matrix and preparation technology thereof
CN107189466A (en) * 2017-07-19 2017-09-22 芜湖凯奥尔环保科技有限公司 A kind of bombax cotton is modified the preparation method of rhamnolipid emulsified asphalt
EP3290020A1 (en) * 2016-08-29 2018-03-07 Richli, Remo Mild preparations containing alkoxylated fatty acid amides
CN109987806A (en) * 2019-03-02 2019-07-09 西南石油大学 A kind of greasy filth cleaning and recovery method based on food waste grease
CN112110547A (en) * 2020-09-11 2020-12-22 浙江大学舟山海洋研究中心 Microbial carbon source slow-release wax and preparation method and application thereof
WO2020264073A1 (en) * 2019-06-26 2020-12-30 Locus Oil Ip Company, Llc Compositions and methods for paraffin liquefaction and enhanced oil recovery using concentrated acids
US20210179974A1 (en) * 2018-04-19 2021-06-17 Locus Oil Ip Company, Llc Compositions and Methods for Removing Sludge from Oil Storage Tanks
US20210179925A1 (en) * 2018-08-20 2021-06-17 Locus Oil Ip Company, Llc Methods for Paraffin Removal and Extended Post-Primary Oil Recovery
CN113073061A (en) * 2021-04-06 2021-07-06 浙江美迪生物科技有限公司 Method for efficiently producing alpha-arbutin by immobilized cells
US20210301191A1 (en) * 2018-04-30 2021-09-30 Locus Oil Ip Company, Llc Compositions and Methods for Paraffin Liquefaction and Enhanced Oil Recovery in Oil Wells and Associated Equipment
WO2021212051A1 (en) * 2020-04-16 2021-10-21 Locus Oil Ip Company, Llc Microbial surfactants to prevent and/or remove asphaltene deposits
US20210363407A1 (en) * 2016-12-11 2021-11-25 Locus Oil Ip Company, Llc Microbial products and their use in bioremediation and to remove paraffin and other contaminating substances from oil and gas production and processing equipment
WO2022253858A1 (en) * 2021-06-01 2022-12-08 Cipelia Use of at least one amphipatic biosurfactant as an alkaline corrosion inhibitor
CN116426589A (en) * 2022-01-04 2023-07-14 中国科学院生态环境研究中心 Method for preparing rhamnolipid biosurfactant by utilizing swill oil fermentation

Patent Citations (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1998055095A1 (en) * 1997-06-04 1998-12-10 The Procter & Gamble Company Liquid antimicrobial cleansing compositions which provide residual benefit versus gram negative bacteria
US20030036186A1 (en) * 2001-04-03 2003-02-20 Rita Kumar Process for the preparation of cell beads BOD sensor useful for instant BOD estimation
RU2312975C1 (en) * 2006-04-24 2007-12-20 Валерий Анатольевич Киршов Method for asphalt-tar-paraffin, hydrate and ice plugs breakage in production wells
US20110306569A1 (en) * 2010-06-11 2011-12-15 Oregon State University Rhamnolipid biosurfactant from pseudomonas aeruginosa strain ny3 and methods of use
US20130252857A1 (en) * 2012-03-23 2013-09-26 Intevep, S.A. Completion fluid
CN105560167A (en) * 2015-12-23 2016-05-11 湖北医药学院附属人民医院 Universal O / W type emulsion type matrix and preparation technology thereof
EP3290020A1 (en) * 2016-08-29 2018-03-07 Richli, Remo Mild preparations containing alkoxylated fatty acid amides
US20210363407A1 (en) * 2016-12-11 2021-11-25 Locus Oil Ip Company, Llc Microbial products and their use in bioremediation and to remove paraffin and other contaminating substances from oil and gas production and processing equipment
CN107189466A (en) * 2017-07-19 2017-09-22 芜湖凯奥尔环保科技有限公司 A kind of bombax cotton is modified the preparation method of rhamnolipid emulsified asphalt
US20210179974A1 (en) * 2018-04-19 2021-06-17 Locus Oil Ip Company, Llc Compositions and Methods for Removing Sludge from Oil Storage Tanks
US20210301191A1 (en) * 2018-04-30 2021-09-30 Locus Oil Ip Company, Llc Compositions and Methods for Paraffin Liquefaction and Enhanced Oil Recovery in Oil Wells and Associated Equipment
US20210179925A1 (en) * 2018-08-20 2021-06-17 Locus Oil Ip Company, Llc Methods for Paraffin Removal and Extended Post-Primary Oil Recovery
CN109987806A (en) * 2019-03-02 2019-07-09 西南石油大学 A kind of greasy filth cleaning and recovery method based on food waste grease
WO2020264073A1 (en) * 2019-06-26 2020-12-30 Locus Oil Ip Company, Llc Compositions and methods for paraffin liquefaction and enhanced oil recovery using concentrated acids
WO2021212051A1 (en) * 2020-04-16 2021-10-21 Locus Oil Ip Company, Llc Microbial surfactants to prevent and/or remove asphaltene deposits
CN112110547A (en) * 2020-09-11 2020-12-22 浙江大学舟山海洋研究中心 Microbial carbon source slow-release wax and preparation method and application thereof
CN113073061A (en) * 2021-04-06 2021-07-06 浙江美迪生物科技有限公司 Method for efficiently producing alpha-arbutin by immobilized cells
WO2022253858A1 (en) * 2021-06-01 2022-12-08 Cipelia Use of at least one amphipatic biosurfactant as an alkaline corrosion inhibitor
CN116426589A (en) * 2022-01-04 2023-07-14 中国科学院生态环境研究中心 Method for preparing rhamnolipid biosurfactant by utilizing swill oil fermentation

Non-Patent Citations (5)

* Cited by examiner, † Cited by third party
Title
AKBAR ALIVERDI: "Biological, surface, and wetting behavior of biosurfactants tank-mixed with trifloxysulfuron-sodium on Sorghum halepense", 《PEST MANAG SCI.》, vol. 79, no. 4, pages 1578 - 1584 *
HEYD, M.等: "Continuous rhamnolipid production with integrated product removal by foam fractionation and magnetic separation of immobilized Pseudomonas aeruginosa", 《BIOTECHNOL PROGRESS》, vol. 2020, no. 3, pages 706 - 716, XP072292558, DOI: 10.1002/btpr.607 *
ZHANG, XY等: "Postfracturing permeability prediction for CBM well with the analysis of fracturing pressure decline", 《ENERGY SCIENCE＆ENGINEERING》, vol. 7, no. 6, pages 3111 - 3123 *
吴正勇: "生物表面活性剂的生产及其在石油化工中的应用研究", 《河南化工》, vol. 28, no. 10 *
周清: "多孔载体与表面活性剂在原油降解菌上的应用研究", 《中国优秀硕士学位论文全文数据库（电子期刊）工程科技Ⅰ辑》, no. 2009, pages 027 - 241 *

Also Published As

Publication number Publication date
CN114958820B (en) 2023-10-31
NL2034559A (en) 2023-06-09

Similar Documents

Publication Publication Date Title
CN102199589B (en) Immobilized microspheres for remediation of petroleum contaminated soil, preparation method thereof and application thereof
CN101619300B (en) Sphingomonas sp. TP-5 , method and application thereof for producing welan gum
CN104974952B (en) A kind of Mixed Microbes and its screening technique of biosurfactant production
CN105695445B (en) A kind of immobilized microorganism microbial inoculum and its preparation method and application for oily waste water treatment
CN107058166A (en) The Lactobacillus plantarum of one plant of extracellular polysaccharide
CN104212431A (en) Petroleum endogenous microbe activating system, and screening method and application thereof
Qazi et al. Role of biosurfactant produced by Fusarium sp. BS-8 in enhanced oil recovery (EOR) through sand pack column
US20160347989A1 (en) Mixed bacteria producing biosurfactant and its screening method
Shabtai Isolation and characterization of a lipolytic bacterium capable of growing in a low-water-content oil-water emulsion
CN114958820A (en) Water-soluble natural wax dissolving agent and preparation method and application thereof
CN106967641B (en) A kind of micro- acidophilus Stenotrophomonas and its application
CN104342373A (en) Microalgae culture solution treatment method
BR112019023977B1 (en) MINERALS FLOTATION METHOD USING BIORREAGENTS EXTRACTED FROM GRAM POSITIVE BACTERIA
CN107939341A (en) A kind of microbial wax control agent and preparation method thereof
CN106544301B (en) The bacillus licheniformis of one plant of high temperature resistant degrading crude oil galactopoiesis agent and its application
CN105602873B (en) A kind of high temperature resistant emulsifies by force microorganism fungus kind and its application in Paraffin Removal
CN112831085A (en) Preparation of oil-water separation cellulose aerogel
CN109504616B (en) Crude oil degrading bacterium and application thereof in petroleum pollution remediation
CN103695332B (en) A kind of contaminated by diesel oil type place microbiological deterioration bacterium
CN112126598B (en) Low-temperature characteristic strain for producing rhamnolipid and application and production method thereof
CN111088962B (en) Method for removing and preventing wax from wax-containing oil well by using microorganisms
CN104694450B (en) The thermophilic ground bacillus cereus of generation emulsifying agent and its application in high solidifying oil exploitation
CN109321558B (en) Method for preparing phosphate-solubilizing microorganism slow-release sodium alginate microspheres by using emulsification method
CN107855073B (en) Biological environment-friendly surfactant and preparation method thereof
Noble et al. An investigation of the physico‐chemical basis of foaming in fungal fermentations

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
GR01 Patent grant
GR01 Patent grant