CN101411970A - Method for preparing fuel oil emulsifier using trench oil - Google Patents
Method for preparing fuel oil emulsifier using trench oil Download PDFInfo
- Publication number
- CN101411970A CN101411970A CNA2007100599338A CN200710059933A CN101411970A CN 101411970 A CN101411970 A CN 101411970A CN A2007100599338 A CNA2007100599338 A CN A2007100599338A CN 200710059933 A CN200710059933 A CN 200710059933A CN 101411970 A CN101411970 A CN 101411970A
- Authority
- CN
- China
- Prior art keywords
- oil
- product
- alkyl alcoholamine
- acid amides
- reaction
- 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.)
- Pending
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention relates to a method for preparing a fuel oil emulsifier through utilizing trench oil. Firstly, lipin is adopted as a raw material; and under the alkali condition, the lipin and alkyl alkanol amine react at the temperature of 100 DEG C so that the alkyl alkanol amine is fully transformed; secondly, the difference part of equal molar ratio is added into the mixture to undergo aminolysis reaction so that amino monoester or amino diester in a product is transformed into acylamide; and finally, 0.1 to 0.2 mol of the alkyl alkanol amine with excessive amount is added into the mixture in order that the acylamide monoester or acylamide diester in the product is transformed into acylamide so as to obtain alkylolamides with purity reaching over 99 percent. The emulsifier synthesized through the method has stable performance, innocuity, good water solubility and shallow color; and the emulsifier is mixed with certain amount of diesel oil and water and stirred through a high-shearing homogenizer or a high-pressure homogenization mulser to prepare emulsified fuel oil with high thermal value and low emission.
Description
Technical field
The present invention relates to the regenerative use technology field of rubbish oil, more precisely, is a kind of method of utilizing waste oil to prepare emulgent for fuel oil.
Background technology
It is people's common names for all kinds of greases inferior in life that rubbish oil is commonly called as " waste oil ".Waste oil is divided into several classes: the one, the waste oil of narrow sense, be about in the sewer greasy floating thing or with leftovers, the oil of leftovers (common name swill) of hotel, restaurant through simply processing, extracting; The 2nd, pork inferior, haslet, pigskin processing and the oil that refines the back output; The 3rd, after the oily access times that are used for fried food surpass regulation and require, be repeated again to use or toward wherein adding the oil of reusing behind some fresh oils.Waste oil is a quality extreme difference, extremely unhygienic, the unedible oil of peroxide value, acid value, moisture severe overweight.It contains toxin, flows to rivers and can cause water pollution.Fried Cargo Oil prolonged and repeated use under the condition of high temperature of one of " rape oil excessively ", contact with airborne oxygen, complex reactions such as hydrolysis, oxidation, polymerization take place, cause oily viscosity to increase, color and luster is deepened, and peroxide value raises, and produce material and multiple poisonous, the carcinogen that aldehyde, ketone, lactone etc. have penetrating odor, as the toxicity of the main harm thing-aflatoxins in " swill oil " is 100 times of arsenic, 3, and the 4-BaP is a kind of strong carcinogenic substance.In case edible, then can destroy white blood cell and alimentary canal mucous membrane, cause food poisoning, in addition carcinogenic.For a long time, some lawless persons are driven by interests, illegally extract rubbish oil from sewer and swill, and pretend to be edible oil, flow into catering market, the serious threat people's food security.Any circulation of strict control waste oil, waste oil is changed into surfactant or emulsifying agent makes its resource, both reduced the pollution of waste oil or swill oil to environment, the secondary of having blocked useless waste oil or swill oil again from the source is edible, not only guarantee the people's physical and mental health, but also provide new raw material sources for oil chemistry.
Emulsifying agent can be widely used in industry such as industrial detergent, foam stabiliser, fabric softener, dish washing detergent, shampoo, metal cleaner, antirust agent and antistatic additive and the daily product.The chemical composition of emulgent for fuel oil is mainly alkylolamides, and it is the important source material of preparation diesel oil emulsifier, also is the very strong amide compound of a kind of Practical significance.Because the difference of unparalleled key and double key number is arranged on the carbon number difference of aliphatic acid, the carbochain, when with different alkyl alcoholamine (hydroxylamines of different carbon numbers such as monohydroxy, dihydroxy) reaction, can obtain multiple alkylolamides, as:
RCOOH+NH
2CH
2CH
2OH→RCONHCH
2CH
2OH+H
2O (1)
RCOOH+NH(CH
2CH
2OH)
2→RCON(CH
2CH
2OH)
2+H
2O (2)
RCOOH+NH(CHCH
2OH)
2→RCOH(CHCH
2OH)
2+H
2O (3)
↓ ↓
CH
3 CH
3
About the preparation method of oleamide, bibliographical information has direct method and lactide method, and wherein direct method is direct and diethanol amine condensation with oleic acid, and this method technology is simple, but product purity is low, and productive rate is low, accessory substance is many, and quality is very poor; The lactide method is with the reaction of fatty acid methyl ester and diethanol amine, and this method technological process length, complex process, consumption of raw materials is more, so the cost height.The later stage seventies, once adopted two step amine-decomposing methods to prepare the oleic acid alkanolamide in the United States Patent (USP) 3024260, simplified synthesis technique.In order to obtain highly purified alkylolamides, Japan's hill base hero (clear and 53-44513) is concentrated on studies to the two step method aminolysis reaction that USP-3024260 introduces, discovery acid amides monoesters, acid amides dibasic acid esters can be finished within a few hours carrying out aminolysis reaction with alkyl alcoholamine below 100 ℃; With the diethanol amine is example, can be represented by the formula:
RCONC
2H
4OH+NH (CH
2CH
2OH)
2→ 2RCON (C
2H
4OH)
2(fast)
|
CH
2CH
2OCOR
RCON-C
2H
4OCOR+2NH (CH
2CH
2OH)
2→ 3RCON (CH
2CH
2OH)
2(fast)
|
CH
2CH
2OCOR
NHC
2H
4+ NH (C
2H
4OH)
2→ RCON (C
2H
4OH)
2+ NH (C
2H
4OH)
2(very slow)
|
CH
2CH
2OCOR
NHC
2H
4OCOR+NH (C
2H
4OH)
2→ 2RCON (C
2H
4OH)
2+ NH (C
2H
4OH)
2(very slow)
|
CH
2CH
2OCOR
The experimental study of Japan's hill base hero provides effective, practical method for alkylolamides synthetic, but amido monoesters and amido dibasic acid esters then need a few days and even time several weeks just can change alkylolamides into, its reaction time is very long, accessory substance is more, still can not guarantee the yield and the purity of product.
Summary of the invention
The objective of the invention is to change amido monoesters and amido dibasic acid esters into alkylolamides and need the shortcoming that a few days and even time several weeks just can finish in order to overcome, provide and finish reaction in a kind of short time, yield reaches three 99% or more and goes on foot the aminolysis synthetic method.
Technical scheme of the present invention is as follows:
A kind of method of utilizing waste oil to prepare emulgent for fuel oil is characterized in that, is raw material with the grease after handling, and reacts the synthesizing amide ester under alkali condition with alkyl alcoholamine in 100 ℃ of substeps; The first two steps aminolysis reaction adds the alkyl alcoholamine and the grease reaction of certain mole, makes abundant aminolysis form alkylolamides, and makes amine list (two) ester in the product be converted into acid amides; The alkyl alcoholamine that adds excessive 0.1-0.2mol at last is converted into acid amides to remaining acid amides list (two) ester, obtains highly purified compound alkylolamides, and concrete steps are as follows:
The first step: under alkali condition,, the pretreated grease of 1mol is mixed with the 0.6-0.8mol alkyl alcoholamine, carry out aminolysis reaction, synthesizing amide ester under the condition that does not generate Arrcostab in 100 ℃;
Second step: under alkali condition,, add the 0.4-0.2mol alkyl alcoholamine and proceed the amido decomposition, make amine list (two) ester in the product be converted into acid amides in 100 ℃;
The 3rd step: add the alkyl alcoholamine of excessive 0.1-0.2mol, make acid amides list (two) ester in the product be converted into acid amides, finish aminolysis reaction.
Preferred manufacturing procedure of the present invention is that when the mol ratio of grease and alkyl alcoholamine was 1:0.5, the infrared spectrum of product was in 1740cm
-1There is maximum absorption band at the place; Second goes on foot the infrared spectrum of the product of adding 0.4 mole of alkyl alcoholamine in 1740cm
-1The absworption peak at place weakens significantly; The product of excessive 0.2 mole of alkylolamides of the 3rd step is in 1740cm
-1The absworption peak complete obiteration at place.
Preparation method of the present invention, grease wherein is waste oil or oil foot.Waste oil refers to the deep fat excessively of the hot food of A oil of restaurant's swill extractive matter or food processing; Oil foot is the leftover bits and pieces that edible oil smelter separates in oil refining process.
Grease preprocess method of the present invention is: waste oil or oil foot are washed 2-3 time, handled with the hcl acidifying of 5%-10% then.Alkyl alcoholamine of the present invention is generally the alkyl alcoholamine of C2-C5, preferred diethanol amine.
Preparation method of the present invention, amine-decomposing method wherein prepares the alkylolamides process, and the base catalyst of employing comprises: NaOH, KOH, first (second) sodium alkoxide, alkali metal oxide, sodium carbonate etc.Basic species quality concentration is 20-70%; Addition is the 5%-20% of grease volume.
In order more clearly to set forth reaction mechanism of the present invention, now will react the detailed in addition explanation of overall process:
1. three step amine-decomposing methods are produced emulgent for fuel oil
1.1 aliphatic acid and diethanol amine reaction
Side reaction:
1.2 the reaction of fatty acid methyl ester and diethanol amine
Alkylolamides
Side reaction:
1, the 4-oxaza
By above-mentioned reaction equation as can be known, the product of fatty acid ester and alkyl alcoholamine also has amine list (two) ester and acid amides list (two) ester except that alkylolamides; Desire obtains the high-purity alkylolamides, amine list (two) ester and acid amides list (two) ester must be converted into alkylolamides.Research group finds that three step amine-decomposing methods are less to the reaction influence of methyl esters and alkyl alcoholamine, but the reaction of grease and alkyl alcoholamine and the reaction of aliphatic acid and alkyl alcoholamine is then had obvious influence through a large amount of productivity research.Based on above-mentioned situation, when having proposed fatty acid-based and alkyl alcoholamine and having carried out reaction with same mole, synthesizing amide ester under the condition that does not generate Arrcostab at first; And then carry out the two steps reaction that amido decomposes; At last under alkali condition in 100 ℃, the alkyl alcoholamine that adds excessive 10%-20% mole, remaining 6% acid amides monoesters, acid amides dibasic acid esters are converted into three step amine-decomposing method synthetic routes of acid amides, finish reaction in short time, simultaneously can obtain highly purified alkylolamides, yield also can reach more than 99%.
When total mol ratio of grease and alkyl alcoholamine was 1:1.1, the infrared spectrum of first step product (mol ratio 1:0.5) was in 1740cm
-1There is maximum absorption band at the place; The second step product (mol ratio 1:0.4) is in 1740cm
-1The absworption peak at place weakens significantly; The 3rd step aminolysis reaction product (mol ratio 1:0.2) is in 1740cm
-1The then complete obiteration of absworption peak at place.In view of the above,, adopt suitable catalyst and reaction condition, all can obtain highly purified alkylolamides at different raw materials (grease, oil foot, waste oil).
2. the quality index of alkylolamides
Table 2.1 diethanol amine company standard
Company's alkylolamides quality standard is ground in the Japanese river of table 2.2
Table 2.3 Henkel KGaA company alkylolamides quality index
Table 2.4 alkylolamides quality index of the present invention
| Index | Vegetable oil acid: diglycollic amide (1:1.2) |
| Proterties acid amides % unhindered amina % free fatty % ester content % | Weak yellow liquid〉90≤4.0≤0.5＜5 |
As can be seen from the above table, the alkylolamides of the present invention's preparation, its quality index is better than the product of Germany and Japan.
The method that the present invention utilizes waste oil to prepare emulgent for fuel oil is compared the good effect that is had with existing technical scheme and is:
(1) the present invention adopts the three steps emulgent for fuel oil stable performance that makes of amine-decomposing methods, nontoxic, can long preservation under lucifuge, secluding air condition.The product that is synthesized also has advantages such as good water solubility, lighter color.
(2) adopt the emulgent for fuel oil of the present invention's preparation to mix with GB diesel oil and water by a certain percentage,, can make the emulsified fuel oil of high heating value, low emission through advanced person's high-shear homogenizing machine or the stirring of high-pressure homogeneous mulser.
(3) the present invention utilizes waste oil to prepare the method for emulgent for fuel oil, change original amido monoesters and amido dibasic acid esters into alkylolamides and need the method that a few days and even time several weeks just can finish, change three step amine-decomposing methods into and prepare emulgent for fuel oil, greatly shortened the reaction time, reaction is finished at short notice, improved product yield simultaneously, can reach more than 99%.Emulgent for fuel oil preparation and emulsified fuel oil preparing process parameter that pilot scale obtains are fit to large-scale industrial production fully.
(4) the present invention utilizes waste oil to prepare the method for emulgent for fuel oil, both can reduce the pollution of waste oil to environment, can block the waste oil secondary from the source again and enter edible market; Not only guaranteed the people's diet health, and can be oil chemistry new raw material sources are provided; The surfactant production cost of making is low, has skin, no any toxicity, side effect and the characteristics free from environmental pollution of not hindering.
The specific embodiment
The invention will be further described below in conjunction with specific embodiment.Following each embodiment only is used to the present invention is described and is not limitation of the present invention.Wherein raw materials used diethanol amine (DEA), potassium hydroxide, methyl alcohol, ethanol and concentrated hydrochloric acid are AR.
Embodiment 1
The preprocess method of waste oil or oil foot is: waste oil or oil foot are washed 2-3 time, handled with the hcl acidifying of 5%-10% then, through washing 2 times, separate moisture, drying for standby again.
1mol waste oil and the 0.6mol diethanol amine handled are put in the four-hole bottle that has agitator, water knockout drum, reflux condensing tube and thermometer, add 70% NaOH 20ml, carry out aminolysis reaction, reaction time 1h, 100 ℃ of reaction temperatures synthesize carboxylic acid amide esters; Second step added the 0.4mol diethanol amine when reacting and carries out the amido decomposition reaction again, time 1h, and 100 ℃ of reaction temperatures make amine list (two) ester in the product be converted into acid amides; The 3rd step added excessive 0.1mol (10%) alkyl alcoholamine again, reaction time 1h, and 100 ℃ of reaction temperatures make acid amides list (two) ester in the product be converted into acid amides.Stop heating, the cooling product is filtered the back crude product and is washed 2 times with ethanol, can obtain purity and be 98.5% alkylolamides.Alkylolamides quality index of the present invention is referring to table 2.4.
Embodiment 2
1mol waste oil and the 0.7mol diethanol amine handled are put in the four-hole bottle that has agitator, water knockout drum, reflux condensing tube and thermometer, add 20% caustic alcohol 40ml, carry out aminolysis reaction, reaction time 2h, 100 ℃ of reaction temperatures synthesize carboxylic acid amide esters; Second step added the 0.3mol diethanol amine when reacting and carries out the amido decomposition reaction again, time 1h, and 100 ℃ of reaction temperatures make amine list (two) ester in the product be converted into acid amides; The 3rd step added excessive 0.2mol (20%) alkyl alcoholamine again, reaction time 1h, and 100 ℃ of reaction temperatures make acid amides list (two) ester in the product be converted into acid amides.Stop heating, the cooling product, the crude product after the filtration is washed 2 times with ethanol, can obtain purity and be 99.0% alkylolamides.Alkylolamides quality index of the present invention is referring to table 2.4.
Embodiment 3
1mol swill oil and the 0.8mol diethanol amine handled are put in the four-hole bottle that has agitator, water knockout drum, reflux condensing tube and thermometer, add 50% sodium carbonate 13ml, carry out aminolysis reaction, reaction time 1h, 100 ℃ of reaction temperatures, the synthesizing amide ester; Second step added the 0.2mol diethanol amine when reacting and carries out the amido decomposition reaction again, time 1h, and 100 ℃ of reaction temperatures make amine list (two) ester in the product be converted into acid amides; The 3rd step added excessive 0.2mol (20%) alkyl alcoholamine again, reaction time 1h, and 100 ℃ of reaction temperatures make acid amides list (two) ester in the product be converted into acid amides.Stop heating, the cooling product, the crude product after the filtration is washed 2 times with ethanol, can obtain purity and be 98.5% alkylolamides.Alkylolamides quality index of the present invention is referring to table 2.4.
Embodiment 4
1mol oil foot and the 0.4mol diethanol amine handled are put in the four-hole bottle that has agitator, water knockout drum, reflux condensing tube and thermometer, added 30% sodium hydride 20ml, carry out aminolysis reaction, reaction time 1h, 90 ℃ of reaction temperatures, synthesizing amide ester; Second step added the 0.6mol diethanol amine when reacting and carries out aminolysis reaction again, time 1h, and reaction temperature makes amine list (two) ester in the product be converted into acid amides for 100 ℃; The 3rd step added excessive 0.1mol (10%) alkyl alcoholamine again, reaction time 1h, and 100 ℃ of reaction temperatures make acid amides list (two) ester in the product be converted into acid amides.Stop heating, the cooling product, the crude product after the filtration is washed 2 times with ethanol, can obtain purity and be 95% alkylolamides.Alkylolamides quality index of the present invention is referring to table 2.4.
Embodiment 5
1mol oil foot and the 0.5mol diethanol amine handled are put in the four-hole bottle that has agitator, water knockout drum, reflux condensing tube and thermometer, add 20% NaOH 20ml, carry out aminolysis reaction, reaction time 1h, 100 ℃ of reaction temperatures, the infrared spectrum of product is in 1740cm
-1There are maximum absorption band, synthesizing amide ester in the place; Second step added the reaction of 0.4mol diethanol amine when reacting, time 1h, and 100 ℃ of reaction temperatures make amine list (two) ester in the product be converted into acid amides; The infrared spectrum of product is in 1740cm
-1The absworption peak at place weakens significantly, and the 3rd step added excessive 0.2mol (20%) alkyl alcoholamine again, reaction time 1h, and 100 ℃ of reaction temperatures make acid amides list (two) ester in the product be converted into acid amides, and product is in 1740cm
-1The absworption peak complete obiteration at place.Stop heating, the cooling product, the crude product after the filtration is washed 2 times with ethanol, can obtain purity and be 95% alkylolamides.Alkylolamides quality index of the present invention is referring to table 2.4.
After the preferred embodiment that describes in detail, being familiar with this technology personage can be well understood to, can carry out various variations and modification not breaking away under above-mentioned claim and the spirit, all foundations technical spirit of the present invention all belongs to the scope of technical solution of the present invention to any simple modification, equivalent variations and modification that above embodiment did.And the embodiment that the present invention also is not subject in the specification to be given an actual example.
Claims (6)
1, a kind of method of utilizing waste oil to prepare emulgent for fuel oil is characterized in that, is raw material with the grease after handling, and reacts the synthesizing amide ester under alkali condition with alkyl alcoholamine in 100 ℃ of substeps; The first two steps aminolysis reaction adds the alkyl alcoholamine and the grease reaction of certain mole, makes abundant aminolysis form alkylolamides, and makes amine list (two) ester in the product be converted into acid amides; The alkyl alcoholamine that adds excessive 0.1-0.2mol at last is converted into acid amides to remaining acid amides list (two) ester, obtains highly purified compound alkylolamides, and concrete steps are as follows:
The first step: under alkali condition,, the pretreated grease of 1mol is mixed with the 0.6-0.8mol alkyl alcoholamine, carry out aminolysis reaction, synthesizing amide ester under the condition that does not generate Arrcostab in 100 ℃;
Second step: under alkali condition,, add the 0.4-0.2mol alkyl alcoholamine and proceed the amido decomposition, make amine list (two) ester in the product be converted into acid amides in 100 ℃;
The 3rd step: add the alkyl alcoholamine of excessive 0.1-0.2mol, make acid amides list (two) ester in the product be converted into acid amides, finish aminolysis reaction.
2, the method for claim 1 is characterized in that the infrared spectrum of product is in 1740cm when the mol ratio of grease and alkyl alcoholamine is 1:0.5
-1There is maximum absorption band at the place; Second goes on foot the infrared spectrum of the product of adding 0.4 mole of alkyl alcoholamine in 1740cm
-1The absworption peak at place weakens significantly; The product of excessive 0.2 mole of alkylolamides of the 3rd step is in 1740cm
-1The absworption peak complete obiteration at place.
3, method as claimed in claim 1 or 2, grease wherein are waste oil or oil foot; Alkyl alcoholamine is the hydramine of C2-C5.
4, method as claimed in claim 3, wherein said waste oil refer to the deep fat of crossing of restaurant's swill extractive matter or the hot food of food-processing industry oil; Oil foot is the leftover bits and pieces that edible oil smelter separates in oil refining process; The C2-C5 alkyl alcoholamine is a diethanol amine.
5, the method for claim 1, alkali condition wherein are NaOH, KOH, sodium methoxide, caustic alcohol or the sodium carbonate of 20-70%; Addition is the 5-20% of grease volume.
6, the method for claim 1, the grease after the wherein said processing is meant: waste oil or oil foot are washed 2-3 time, handled with the hcl acidifying of 5-10% then.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA2007100599338A CN101411970A (en) | 2007-10-19 | 2007-10-19 | Method for preparing fuel oil emulsifier using trench oil |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA2007100599338A CN101411970A (en) | 2007-10-19 | 2007-10-19 | Method for preparing fuel oil emulsifier using trench oil |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN101411970A true CN101411970A (en) | 2009-04-22 |
Family
ID=40592835
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNA2007100599338A Pending CN101411970A (en) | 2007-10-19 | 2007-10-19 | Method for preparing fuel oil emulsifier using trench oil |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN101411970A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102286273A (en) * | 2011-09-05 | 2011-12-21 | 中国石油大学(华东) | Oil-in-water emulsifier as well as preparation and use methods thereof |
-
2007
- 2007-10-19 CN CNA2007100599338A patent/CN101411970A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102286273A (en) * | 2011-09-05 | 2011-12-21 | 中国石油大学(华东) | Oil-in-water emulsifier as well as preparation and use methods thereof |
| CN102286273B (en) * | 2011-09-05 | 2013-07-03 | 中国石油大学(华东) | Oil-in-water emulsifier as well as preparation and use methods thereof |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| AU2003289887B2 (en) | Use of a mixture of esters of fatty acids as fuel or solvent | |
| CN105247030B (en) | Lactate is directly prepared by oil | |
| BR0307376A (en) | Soap bar compositions comprising alpha sulfonated fatty acid alkyl esters and polyhydric alcohols, and process for their production | |
| CN110157531A (en) | A kind of Biodegradable lubricant oil and preparation method thereof | |
| CN103773616A (en) | Dedicated antiscaling agent for plate developing machine and preparation method of antiscaling agent | |
| CN102093240A (en) | Synthesis method of fatty acid monoethanal acid amide | |
| CN102257108B (en) | Use of methanesulfonic acid for producing fatty acid esters | |
| CN106583058A (en) | Collophanite reverse flotation collecting agent and preparing method thereof | |
| CN102702267A (en) | Method for preparing novel high-efficiency phosphite antioxidant | |
| CN103805155A (en) | Sulfonate type biomass surfactant and synthetic method thereof | |
| CN101411970A (en) | Method for preparing fuel oil emulsifier using trench oil | |
| CN113493428A (en) | Method for synthesizing vitamin C tetraisopalmitate | |
| CN102532519B (en) | Preparation method of polyethylene glycol fatty acid ester | |
| CN104741032A (en) | Method for preparing fatty acyl sodium methionine and composition comprising surfactant | |
| CN105331423B (en) | A kind of preparation method of high oxidation stability environmental friendly lubricant base oil | |
| CN103936801B (en) | A kind of method utilizing sewer oil to prepare alkyl glucoside surfactant | |
| CN104447321A (en) | Alcohol ether ester carboxylate (AEEC) and synthetic process thereof | |
| CN104693061A (en) | Method for preparing N-fatty acyl group amino acid compound | |
| JPH0739380B2 (en) | Method for producing fatty acid alkanolamide | |
| CN107699313A (en) | Environmentally friendly micro cutting liquid and preparation method thereof | |
| CN101318892A (en) | Method for preparing sebacic acid with ricinus oil compounds | |
| CN102732366B (en) | A kind of anti-rust metal cutting fluid and preparation method thereof | |
| CN103468412A (en) | Method for preparing lubricant composition by using waste grease and degradable micro-lubricating oil prepared by using composition | |
| JPH0912521A (en) | Production of light colored amidoamino acid or betaine | |
| JP3176094B2 (en) | Method for producing high content polyoxyalkylene glycerin ether fatty acid ester |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Open date: 20090422 |