CN104710608A - Alcohol ether phosphate and preparation method thereof and environment-friendly metal cleaning agent prepared by same - Google Patents
Alcohol ether phosphate and preparation method thereof and environment-friendly metal cleaning agent prepared by same Download PDFInfo
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- CN104710608A CN104710608A CN201510067745.4A CN201510067745A CN104710608A CN 104710608 A CN104710608 A CN 104710608A CN 201510067745 A CN201510067745 A CN 201510067745A CN 104710608 A CN104710608 A CN 104710608A
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Abstract
The invention provides alcohol ether phosphate which is characterized by being prepared from the following substances: fatty alcohol, ethylene oxide, epoxypropane, and phosphoric acid, wherein the molar ratio of fatty alcohol, ethylene oxide, epoxypropane and phosphoric acid is 1:(10-20):(2-5):(0.5-1). The alcohol ether phosphate provided by the invention has multiple effects of biodegradation, rust resistance, slow release and the like; an environment-friendly metal cleaning agent prepared by the alcohol ether phosphate is long in service life, can be biodegradable, and can be used for cleaning at normal temperature.
Description
Technical field
The invention belongs to cleaning technique field, the environment protection metal clean-out system relating to a kind of alcohol ether phosphate and preparation method thereof and prepare with this ester.
Background technology
Metal processing piece often carries out lubrication and cooling with various lubricant in the course of processing, just can enter next procedure and carry out being assembled into finished product after the rear workpiece of processing will clean.
Due to restriction and the environmental protection pressure of Edge Actual, laws and regulations; traditional fluorochlorohydrocarbon or highly basic cleaning are prohibited from using gradually; to can the investigation and application of the water-based metal clean-out system of wipe oil and other pollutents and oxide on surface fast more and more be taken seriously, the clean-out system more friendly to environment is used to be very urgent thing.Simultaneously long service life, discharge less, normal temperature cleaning etc. can require the developing way becoming metal current clean-out system.
Summary of the invention
In view of above defect, the object of the invention is to overcome the deficiencies in the prior art, a kind of alcohol ether phosphate with the multiple effect such as biodegradable, antirust slowly-releasing is provided, and with this ester prepared a kind of long service life, biodegradable, can normal temperature cleaning Environment-Protect Metal Cleaning Agents.
For achieving the above object, the feature of a kind of alcohol ether phosphate provided by the invention is, is prepared from: fatty alcohol, oxyethane, propylene oxide, phosphoric acid by the material comprising following component.
Wherein, the mol ratio of above-mentioned fatty alcohol, oxyethane, propylene oxide, phosphoric acid is 1:10-20:2-5:0.5-1.
Above-mentioned fatty alcohol is selected from the composition of one or more in the saturated of C10-C20 or unsaturated fatty alcohol;
One or more the composition of above-mentioned fatty alcohol preferably in nonylcarbinol, lauryl alcohol, different tridecanol, ten four carbon alcohols, hexadecanol, oleyl alcohol, stearyl alcohol, n-Eicosanol.
In addition, present invention also offers the preparation method of above-mentioned alcohol ether phosphate, namely, first carry out addition reaction by fatty alcohol and oxyethane and propylene oxide after, then add phosphoric acid and carry out that phosphating reaction is prepared from.
The concrete technology step of above-mentioned alcohol ether phosphate synthesis route is as follows:
Step one, fatty alcohol and catalyzer are added in reactor, be filled with protection gas rare gas elementes such as (as:) nitrogen, argon gas, helium and change out air in reactor;
Above-mentioned catalyzer is sodium hydroxide or potassium hydroxide;
The weight percent of above-mentioned sodium hydroxide or potassium hydroxide effective constituent is 0.3 ~ 0.5% of above-mentioned reactant gross weight.
Step 2, when protect in reactor gas keep malleation time, the mixture of oxyethane, propylene oxide is advanced reactor (as: oxyethane, propylene oxide mixture being advanced reactor with charging stock tanks such as nitrogen), stir simultaneously and be warming up to 100-120 DEG C, when keeping temperature of reaction to be no more than 120 DEG C, reaction 5-8 hour, is Fatty alcohol polyoxyethylene polyoxypropylene ether;
Reaction due to this step is thermopositive reaction, and in order to the detrimentally affect preventing heat release too fast, the speed that adds of oxyethane and propylene oxide is necessary to be controlled, and reaction is carried out under gentle state.
Step 3, etc. after Fatty alcohol polyoxyethylene polyoxypropylene ether has been reacted in aforesaid reaction vessel, add phosphoric acid, when keeping temperature of reaction to be no more than 150 DEG C, stirring reaction 2-4 hour;
In this step, phosphoric acid slowly should add to control reaction can not produce the phenomenon of boiling.
Step 4, decompression discharge moisture, are alcohol ether phosphate.
It is worthy of note, alcohol ether phosphate of the present invention is a kind of mixture of polycomponent phosphoric acid ester herein.
In addition, present invention also offers the using method of above-mentioned alcohol ether phosphate, namely, for the manufacture of environment protection metal clean-out system.
In addition, present invention also offers a kind of manufacture method of environment protection metal clean-out system, it is characterized in that, be prepared from by the component of following weight percent:
Wherein, above-mentioned hydramine is one or more mixtures in Monoethanolamine MEA BASF, diethanolamine, trolamine, α-amino isopropyl alcohol.
In the preparation, SODIUM ISOVITAMIN C and Sodium Benzoate are added after deionized water for stirring is dissolved and add other each components again when mixing to transparent at 40 ~ 60 DEG C of temperature.
In use, above-mentioned environment protection metal clean-out system is added after 20-100 water doubly stirs and use.
effect of the present invention and effect:
Adopt alcohol ether phosphate prepared by the present invention, often occur with a kind of form of polycomponent phosphate mixture, due to the constructional feature of its uniqueness, not still a kind of excellent tensio-active agent, simultaneously or a kind of excellent metal inhibitor, in addition, this material also has in the biodegradable characteristic of occurring in nature.
In addition, in the solution of the present invention, add propylene oxide especially, the product after its copolymerization, except possessing above-mentioned characteristic, the generation of foam can also be suppressed in product system.
When for the preparation of environment protection metal clean-out system, the component also added, as: hydramine, may be used for the acid number of neutralized alcohol ether phosphate, increases pH value, provides good rustless property simultaneously, make this product better to steel rust prevention performance especially.
In addition, in the present invention, sodium lauroyl sareosine can, as while a kind of excellent metal rust preventing inhibitor, be again a kind of good anion surfactant in system of the present invention.
While SODIUM ISOVITAMIN C can effectively stop the oxidation of metallic surface, it is again good anion surfactant.
Sodium Benzoate can effectively prevent the oxidation of metallic surface and antiseptic and rustproof, prevent scavenging solution from putting for a long time and while bacteria breed, be again good anion surfactant.
When this several material and other components are together for the manufacture of environment protection metal clean-out system, except above-mentioned functions, can also match with the some surface active property of alcohol ether phosphate, realize composite effect, while making product of the present invention possess excellent surface tension force, the more all even dispersion of each component.
On the other hand, deionized water can as a kind of good solvent in system of the present invention, for effectively promoting the effect of dissolving each other between each component.
Embodiment
Embodiment one
Step one: in the lauryl alcohol taking 186.38kg (1000mol) and 8kg potassium hydroxide (50%) solution reaction still, be filled with nitrogen and change out air in reactor, when nitrogen in polymeric kettle keeps malleation, with nitrogen feed tank, 660.75kg (15000mol) oxyethane, 174.24kg (3000mol) propylene oxide mixture are advanced reactor, stir simultaneously and be warming up to 120 DEG C, temperature of reaction is kept to be no more than 120 DEG C, reaction times is: 6 hours, is lauryl alcohol polyethylene glycol oxide (15) polyoxypropylene (3) ether.
Step 2, etc. when the temperature of lauryl alcohol polyethylene glycol oxide (15) polyoxypropylene (3) ether drops to below 150 DEG C in aforesaid reaction vessel, add 68.6kg (700mol) phosphoric acid taken to stir, temperature of reaction is kept to be no more than 150 DEG C, after reacting again 3 hours, moisture is discharged in decompression, is lauryl alcohol polyethylene glycol oxide (15) polyoxypropylene (3) ether phosphate.
By above-mentioned lauryl alcohol polyethylene glycol oxide (15) polyoxypropylene (3) ether phosphate and water after 1:20 mix and blend for normal temperature ultrasonic cleaning aluminium alloy electronic component, carry out punching stretch by 100# machinery oil before electronic component processing to form, traditional technology zellon drum cleans.
The rate of cleaning:
The present embodiment cleans: 15 minutes 100%; Zellon cleans: 8 minutes 100%.
Aftertreatment:
The present embodiment cleaning is first by 110 DEG C of oven for drying after rinsed with deionized water, and zellon cleans 130 DEG C of baking ovens removal zellons and remains.
Conclusion: this lauryl alcohol polyethylene glycol oxide (15) polyoxypropylene (3) ether phosphate can be used for replacing the muriate metal cleaner be harmful to environment and workers ' health completely.
Embodiment two
Step one: in the oleyl alcohol taking 268.49kg (1000mol) and 21kg sodium hydroxide (30%) solution reaction still, be filled with nitrogen and change out air in reactor, when nitrogen in polymeric kettle keeps malleation, with nitrogen feed tank, 792.9kg (18000mol) oxyethane, 232.32kg (4000mol) propylene oxide mixture are advanced reactor, stir simultaneously and be warming up to 120 DEG C, temperature of reaction is kept to be no more than 120 DEG C, reaction times is: 7 hours, is oleic alcohol polyoxyethylene (18) polyoxypropylene (4) ether.
Step 2, etc. when the temperature of oleic alcohol polyoxyethylene (18) polyoxypropylene (4) ether drops to below 150 DEG C in aforesaid reaction vessel, add 78.4kg (800mol) phosphoric acid taken to stir, temperature of reaction is kept to be no more than 150 DEG C, after reacting again 4 hours, moisture is discharged in decompression, is oleic alcohol polyoxyethylene (18) polyoxypropylene (4) ether phosphate.
Get above-mentioned oleic alcohol polyoxyethylene (18) polyoxypropylene (4) ether 35kg, trolamine 12kg, sodium lauroyl sareosine 8kg, be dissolved in the 1kg SODIUM ISOVITAMIN C in 41kg deionized water, 3kg Sodium Benzoate and when being stirred to transparent at about 50 DEG C temperature, be a kind of environment protection metal clean-out system.
Above-mentioned environment protection metal cleansing composition and water are used for normal temperature ultrasonic cleaning aluminium alloy electronic component after 1:40 mix and blend, carry out punching stretch by 100# machinery oil before electronic component processing to form, traditional technology zellon drum cleans.
The rate of cleaning:
The present embodiment cleans: 18 minutes 100%; Zellon cleans: 8 minutes 100%.
Aftertreatment:
The present embodiment cleaning is first by 110 DEG C of oven for drying after rinsed with deionized water, and zellon cleans 130 DEG C of baking ovens removal zellons and remains.
Conclusion: this environment protection metal clean-out system can be used for replacing the muriate metal cleaner be harmful to environment and workers ' health completely.
Embodiment three
Step one: in the n-Eicosanol taking 298.55kg (1000mol) and 12kg potassium hydroxide (50%) solution reaction still, be filled with nitrogen and change out air in reactor, when nitrogen in polymeric kettle keeps malleation, with nitrogen feed tank, 881kg (20000mol) oxyethane, 290.4kg (5000mol) propylene oxide mixture are advanced reactor, stir simultaneously and be warming up to 120 DEG C, temperature of reaction is kept to be no more than 120 DEG C, reaction times is: 6.5 hours, is n-Eicosanol polyoxyethylene (20) polyoxypropylene (5) ether.
Step 2, etc. when the temperature of n-Eicosanol polyoxyethylene (20) polyoxypropylene (5) ether drops to below 150 DEG C in aforesaid reaction vessel, add 98kg (1000mol) phosphoric acid taken to stir, temperature of reaction is kept to be no more than 150 DEG C, after reacting again 2 hours, moisture is discharged in decompression, is n-Eicosanol polyoxyethylene (20) polyoxypropylene (5) ether phosphate.
Get above-mentioned n-Eicosanol polyoxyethylene (20) polyoxypropylene (5) ether 40kg, trolamine 10kg, sodium lauroyl sareosine 10kg, be dissolved in the 3kg SODIUM ISOVITAMIN C in 36kg deionized water, 1kg Sodium Benzoate and when being stirred to transparent at about 50 DEG C temperature, be a kind of environment protection metal clean-out system.
Embodiment four
Step one: in the stearyl alcohol taking 270.56kg (1000mol) and 12kg sodium hydroxide (40%) solution reaction still, be filled with nitrogen and change out air in reactor, when nitrogen in polymeric kettle keeps malleation, with nitrogen feed tank, 704.8kg (16000mol) oxyethane, 232.32kg (4000mol) propylene oxide mixture are advanced reactor, stir simultaneously and be warming up to 120 DEG C, temperature of reaction is kept to be no more than 120 DEG C, reaction times is: 5 hours, is stearyl alcohol polyoxyethylene (16) polyoxypropylene (4) ether.
Step 2, etc. when the temperature of stearyl alcohol polyoxyethylene (16) polyoxypropylene (4) ether drops to below 150 DEG C in aforesaid reaction vessel, add 88.2kg (900mol) phosphoric acid taken to stir, temperature of reaction is kept to be no more than 150 DEG C, after reacting again 2 hours, moisture is discharged in decompression, is stearyl alcohol polyoxyethylene (16) polyoxypropylene (4) ether phosphate.
Get above-mentioned stearyl alcohol polyoxyethylene (16) polyoxypropylene (4) ether 30kg, trolamine 15kg, sodium lauroyl sareosine 5kg, be dissolved in the 2kg SODIUM ISOVITAMIN C in 46kg deionized water, 2kg Sodium Benzoate and when being stirred to transparent at about 50 DEG C temperature, be a kind of environment protection metal clean-out system.
Embodiment five
Step one: in the hexadecanol taking 242.5kg (1000mol) and 14kg sodium hydroxide (30%) solution reaction still, be filled with nitrogen and change out air in reactor, when nitrogen in polymeric kettle keeps malleation, with nitrogen feed tank, 660.75kg (15000mol) oxyethane, 174.24kg (3000mol) propylene oxide mixture are advanced reactor, stir simultaneously and be warming up to 120 DEG C, temperature of reaction is kept to be no more than 120 DEG C, reaction times is: 8 hours, is hexadecanol polyoxyethylene (15) polyoxypropylene (3) ether.
Step 2, etc. when the temperature of hexadecanol polyoxyethylene (15) polyoxypropylene (3) ether drops to below 150 DEG C in aforesaid reaction vessel, add 58.8kg (600mol) phosphoric acid taken to stir, temperature of reaction is kept to be no more than 150 DEG C, after reacting again 3 hours, moisture is discharged in decompression, is hexadecanol polyoxyethylene (15) polyoxypropylene (3) ether phosphate.
Get above-mentioned hexadecanol polyoxyethylene (15) polyoxypropylene (3) ether phosphate 32kg, trolamine 14kg, sodium lauroyl sareosine 7kg, be dissolved in the 1.5kg SODIUM ISOVITAMIN C in 43kg deionized water, 2.5kg Sodium Benzoate and when being stirred to transparent at about 50 DEG C temperature, be a kind of environment protection metal clean-out system.
Embodiment six
Step one: in the nonylcarbinol taking 158.28kg (1000mol) and 8kg sodium hydroxide (40%) solution reaction still, be filled with nitrogen and change out air in reactor, when nitrogen in polymeric kettle keeps malleation, with nitrogen feed tank, 440.5kg (10000mol) oxyethane, 116.16kg (2000mol) propylene oxide mixture are advanced reactor, stir simultaneously and be warming up to 120 DEG C, temperature of reaction is kept to be no more than 120 DEG C, reaction times is: 5.5 hours, is nonylcarbinol polyoxyethylene (10) polyoxypropylene (2).
Step 2, etc. when the temperature of nonylcarbinol polyoxyethylene (10) polyoxypropylene (2) drops to below 150 DEG C in aforesaid reaction vessel, add 49kg (500mol) phosphoric acid taken to stir, temperature of reaction is kept to be no more than 150 DEG C, after reacting again 2.5 hours, moisture is discharged in decompression, is nonylcarbinol polyoxyethylene (10) polyoxypropylene (2) phosphoric acid ester.
Get above-mentioned nonylcarbinol polyoxyethylene (10) polyoxypropylene (2) 36kg, trolamine 14kg, sodium lauroyl sareosine 6kg, be dissolved in the 2.5kg SODIUM ISOVITAMIN C in 40kg deionized water, 1.5kg Sodium Benzoate and when being stirred to transparent at about 50 DEG C temperature, be a kind of environment protection metal clean-out system.
Embodiment seven
Step one: in ten four carbon alcohols taking 214.39kg (1000mol) and 12kg sodium hydroxide (30%) solution reaction still, be filled with nitrogen and change out air in reactor, when nitrogen in polymeric kettle keeps malleation, with nitrogen feed tank, 528.6kg (12000mol) oxyethane, 145.2kg (2500mol) propylene oxide mixture are advanced reactor, stir simultaneously and be warming up to 120 DEG C, temperature of reaction is kept to be no more than 120 DEG C, reaction times is: 6 hours, is tetradecyl alcohol polyoxyethylene poly-oxygen propylene aether.
Step 2, etc. after tetradecyl alcohol polyoxyethylene poly-oxygen propylene aether has reacted in aforesaid reaction vessel, slowly add the 60kg phosphoric acid taken to stir, keep temperature of reaction to be no more than 150 DEG C, then after reacting 3 hours, moisture is discharged in decompression, is tetradecyl alcohol polyoxyethylene poly-oxygen propylene aether phosphoric acid ester.
Above-mentioned tetradecyl alcohol polyoxyethylene poly-oxygen propylene aether phosphoric acid ester is environment protection metal clean-out system.
Embodiment eight
Step one: in the different tridecanol taking 200.36kg (1000mol) and 11kg sodium hydroxide (30%) solution reaction still, be filled with nitrogen and change out air in reactor, when nitrogen in polymeric kettle keeps malleation, with nitrogen feed tank, 572.65kg (13000mol) oxyethane, 203.28kg (3500mol) propylene oxide mixture are advanced reactor, stir simultaneously and be warming up to 120 DEG C, temperature of reaction is kept to be no more than 120 DEG C, reaction times is: 6.5 hours, is different tridecanol polyoxyethylene polyethenoxy ether.
Step 2, etc. after different tridecanol polyoxyethylene polyethenoxy ether has reacted in aforesaid reaction vessel, slowly add the 65kg phosphoric acid taken to stir, keep temperature of reaction to be no more than 150 DEG C, then after reacting 3.5 hours, moisture is discharged in decompression, is different tridecanol polyoxyethylene polyoxypropylene ether phosphate.
Above-mentioned different tridecanol polyoxyethylene polyoxypropylene ether phosphate is environment protection metal clean-out system.
The environment protection metal clean-out system of the embodiment of the present invention three to eight can realize effect as embodiment one and two-phase.
Claims (10)
1. an alcohol ether phosphate, is characterized in that, is prepared from by the material comprising following component: fatty alcohol, oxyethane, propylene oxide, phosphoric acid;
Wherein, the mol ratio of described fatty alcohol, oxyethane, propylene oxide, phosphoric acid is 1:10-20:2-5:0.5-1.
2. a kind of alcohol ether phosphate as claimed in claim 1, is characterized in that:
Described fatty alcohol is selected from the composition of one or more in the saturated of C10-C20 or unsaturated fatty alcohol;
One or more the composition of described fatty alcohol preferably in nonylcarbinol, lauryl alcohol, different tridecanol, ten four carbon alcohols, hexadecanol, oleyl alcohol, stearyl alcohol, n-Eicosanol.
3. the preparation method of a kind of alcohol ether phosphate as claimed in claim 1 or 2, is characterized in that:
After first carrying out addition reaction by fatty alcohol and oxyethane and propylene oxide, then add phosphoric acid and carry out that phosphating reaction is prepared from.
4. the preparation method of a kind of alcohol ether phosphate as claimed in claim 3, it is characterized in that, concrete technology step is as follows:
Step one, fatty alcohol and catalyzer are added in reactor, be filled with protection cyclostrophic and swap out air in reactor;
Step 2, when protecting gas to keep malleation in reactor, the mixture of oxyethane, propylene oxide being advanced reactor, stirring simultaneously and being warming up to 100-120 DEG C, keeping temperature of reaction when being no more than 120 DEG C, reaction 5-8 hour;
Step 3, add phosphoric acid, when keeping temperature of reaction to be no more than 150 DEG C, stirring reaction 2-4 hour; Step 4, decompression discharge moisture, are alcohol ether phosphate.
5. the preparation method of a kind of alcohol ether phosphate as claimed in claim 4, is characterized in that:
Described catalyzer is sodium hydroxide or potassium hydroxide;
The effective constituent of described sodium hydroxide or potassium hydroxide is the 0.3-0.5% of reactant gross weight.
6. a kind of alcohol ether phosphate as described in as arbitrary in claim 1-5, is characterized in that: described alcohol ether phosphate is for the manufacture of environment protection metal clean-out system.
7. a kind of environment protection metal clean-out system as claimed in claim 6, is characterized in that, be prepared from by the component of following weight percent:
8. a kind of environment protection metal clean-out system as claimed in claim 7, is characterized in that:
Described hydramine is one or more mixtures in Monoethanolamine MEA BASF, diethanolamine, trolamine, α-amino isopropyl alcohol.
9. the preparation method of a kind of environment protection metal clean-out system as claimed in claim 7 or 8, is characterized in that:
SODIUM ISOVITAMIN C and Sodium Benzoate are added after deionized water for stirring is dissolved and add other each components again when mixing to transparent at 40 ~ 60 DEG C of temperature.
10. the using method of a kind of environment protection metal clean-out system as claimed in claim 7 or 8, is characterized in that: environment protection metal clean-out system is added 20-100 water doubly and to stir use.
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| CN201510067745.4A CN104710608B (en) | 2015-02-09 | 2015-02-09 | Alcohol ether phosphate and preparation method thereof and prepare environment protection metal abluent with this ester |
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| CN201510067745.4A CN104710608B (en) | 2015-02-09 | 2015-02-09 | Alcohol ether phosphate and preparation method thereof and prepare environment protection metal abluent with this ester |
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| CN105131275A (en) * | 2015-09-18 | 2015-12-09 | 佛山市贝特尔化工有限公司 | Preparation method of environment friendly phosphate ester copolymer |
| CN106478380A (en) * | 2016-08-31 | 2017-03-08 | 浙江皇马科技股份有限公司 | A kind of isomerous tridecanol polyoxyethylene polyethenoxy ether and preparation method thereof |
| CN106554492A (en) * | 2015-09-28 | 2017-04-05 | 上海东大化学有限公司 | A kind of isomery alcohol alkoxy polyether and preparation method thereof |
| CN108117639A (en) * | 2016-11-30 | 2018-06-05 | 中国石油天然气股份有限公司 | Unsaturated fatty alcohol polyoxyethylene polyoxypropylene block copolymer and preparation method and application |
| CN108286051A (en) * | 2017-12-21 | 2018-07-17 | 刘振民 | A kind of stainless steel gloss restorative |
| CN110396696A (en) * | 2019-07-17 | 2019-11-01 | 佛山市舒洁环保科技有限公司 | A kind of Environment-Protect Metal Cleaning Agents |
| CN114790384A (en) * | 2022-05-31 | 2022-07-26 | 中国石油大学(北京) | Micromolecule imbibition agent and preparation method and application thereof |
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| CN101941987A (en) * | 2010-08-24 | 2011-01-12 | 浙江皇马科技股份有限公司 | Method for preparing isooctanol polyoxyethylene polyoxypropylene ether phosphate ester |
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| CN1759168A (en) * | 2003-04-14 | 2006-04-12 | 花王株式会社 | Cleaning agent composition |
| CN101541705A (en) * | 2006-11-30 | 2009-09-23 | 巴斯夫欧洲公司 | PH-regulated thickener system |
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Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN105131275A (en) * | 2015-09-18 | 2015-12-09 | 佛山市贝特尔化工有限公司 | Preparation method of environment friendly phosphate ester copolymer |
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| CN106478380A (en) * | 2016-08-31 | 2017-03-08 | 浙江皇马科技股份有限公司 | A kind of isomerous tridecanol polyoxyethylene polyethenoxy ether and preparation method thereof |
| CN108117639A (en) * | 2016-11-30 | 2018-06-05 | 中国石油天然气股份有限公司 | Unsaturated fatty alcohol polyoxyethylene polyoxypropylene block copolymer and preparation method and application |
| CN108286051A (en) * | 2017-12-21 | 2018-07-17 | 刘振民 | A kind of stainless steel gloss restorative |
| CN110396696A (en) * | 2019-07-17 | 2019-11-01 | 佛山市舒洁环保科技有限公司 | A kind of Environment-Protect Metal Cleaning Agents |
| CN114790384A (en) * | 2022-05-31 | 2022-07-26 | 中国石油大学(北京) | Micromolecule imbibition agent and preparation method and application thereof |
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| CN104710608B (en) | 2016-11-23 |
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