CN104789298B - A kind of method for preparing aviation fuel antiwear additive - Google Patents
A kind of method for preparing aviation fuel antiwear additive Download PDFInfo
- Publication number
- CN104789298B CN104789298B CN201510134473.5A CN201510134473A CN104789298B CN 104789298 B CN104789298 B CN 104789298B CN 201510134473 A CN201510134473 A CN 201510134473A CN 104789298 B CN104789298 B CN 104789298B
- Authority
- CN
- China
- Prior art keywords
- ionic liquid
- autoclave
- acid
- inner salt
- aviation fuel
- 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.)
- Active
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Lubricants (AREA)
Abstract
The present invention relates to a kind of method for the antiwear additive for preparing aviation fuel, this method includes:(A) preparation of fatty acid mixed；(B2) synthesis of C36 unrighted acids dimer, including being placed in using the fatty acid mixed obtained by linoleic acid or step (A) as raw material in autoclave, 9 15% ionic liquid is added as catalyst, quality meter based on linoleic acid or above-mentioned fatty acid mixed, autoclave is installed, and examines air-tightness, the usage amount preferably 10 13% of catalyst, ionic liquid is ionic liquid I or ionic liquid II with following structural formula
Description
Technical field
The present invention relates to a kind of method for the antiwear additive for preparing aviation fuel, especially a kind of unrighted acid dimer
The preparation method of the aviation fuel antiwear additive of type.
Background technology
At present, the antiwear additive added in domestic air mail fuel is T1602, and T1602 active principle is aphthenic acids, aphthenic acids
The component of removing is wished in being processed for jet fuel, and rejoining aphthenic acids can cause the acidity of aviation fuel to increase, and can also
The corrosivity of jet fuel is caused to increase.And the colourity of T1602 additives is deeper, the colour index of aviation fuel is influenceed, separately
Outside, T1602 unstable product quality.
Aviation fuel mainly uses acid-alkali refining, hydrofinishing or is hydrocracked in process of production so that in cut
Natural wear-resistant composition is removed, and is caused the reduction of aviation fuel abrasion resistance, it is therefore necessary to antiwear additive is added in aviation fuel, is prevented
The only heavy wear of fuel system.
The content of the invention
In order to overcome the deficiencies in the prior art, the present invention proposes a kind of antiwear additive of aviation fuel, and be particularly suitable for use in jet
The antiwear additive of fuel, inventor are it has unexpectedly been discovered that due to the antiwear additive using the present invention, greatly improve former cycloalkanes acid type
The corrosive nature of additive.
A kind of antiwear additive of aviation fuel, including C36 unrighted acid dimers, the C36 unrighted acid dimerization
Thing includes：Compound more than 65% shown in formula (1), the compound 25-30% shown in formula (2), the change shown in formula (3)
Compound is less than 10%, in mass.
Formula (1) is without ring structure
Formula (2) single ring architecture
Formula (3) twin nuclei
Above-mentioned C36 unrighted acids dimer is prepared as follows what is obtained：
(A) preparation of fatty acid mixed：Including vegetable oil is mixed into progress soap with excessive aqueous slkali and appropriate ethanol
Glycerine is sloughed in change, generates soap, and soap is acidified to pH=2~3, and using petroleum ether extraction oil phase, oil phase is through water
Wash, after anhydrous sodium sulfate drying, petroleum ether is removed using rotary evaporation, fatty acid mixed can be obtained after vacuum drying；
(B1) synthesis of C36 unrighted acids dimer, comprises the following steps：
(1) it is placed in using the fatty acid mixed obtained by linoleic acid or step (A) as raw material in autoclave, adds 9-
15% catalyst and 0.5-1.5% auxiliary agent, the quality meter based on linoleic acid or above-mentioned fatty acid mixed, install high pressure
Kettle, and examine air-tightness, wherein catalyst are treated earth, and auxiliary agent is lithium carbonate, the preferred 10-13% of usage amount of catalyst,
More preferably 12%, the usage amount preferred 0.8-1.2% of auxiliary agent, more preferably 1.0%；
(2) autoclave is purged three times with nitrogen, the air in discharge autoclave, then inflated with nitrogen is to 2.0MPa, and closing is high
Press kettle intake valve；
(3) 230-240 DEG C of reaction temperature is heated under conditions of stirring, timing is started when reaching reaction temperature, is made
For reaction zero point；
(4) after reaction terminates for 5-6 hours, heating is stopped, autoclave kettle is placed in cold water, kettle is dropped to room rapidly
Temperature, drives kettle, and pour out reaction product；
(5) crude product is diluted with isometric petroleum ether, and is added excessive hydrochloric acid and be acidified to pH=2~3；
(6) after acidifying is finished, mixture is centrifuged, catalyst and solid impurity is removed；
(7) supernatant liquor is washed with deionized water to neutrality, and point liquid, upper oil phase anhydrous sodium sulfate drying is stood overnight,
It is filtered to remove anhydrous sodium sulfate；
(8) rotary evaporation in vacuo removes petroleum ether, most removes unreacted monomer acids through vacuum distillation afterwards, vacuum distillation
Condition is：Gas phase temperature is 240 DEG C, and residual voltage is 133Pa (1mmHg), obtains refined products.
Step B1 can be replaced using step B2, and step B2 comprises the following steps：
(1) it is placed in using the fatty acid mixed obtained by linoleic acid or step (A) as raw material in autoclave, adds 9-
15% ionic liquid is as catalyst, and the quality meter based on linoleic acid or above-mentioned fatty acid mixed installs autoclave, and examine
Test air-tightness, the usage amount preferred 10-13% of catalyst, more preferably 12%, ionic liquid is the ion with following structural formula
Liquid I or ionic liquid II,
(2) autoclave is purged three times with nitrogen, the air in discharge autoclave, then inflated with nitrogen is to 2.0MPa, and closing is high
Press kettle intake valve；
(3) 230-240 DEG C of reaction temperature is heated under conditions of stirring, timing is started when reaching reaction temperature, is made
For reaction zero point；
(4) after reaction terminates for 5-6 hours, heating is stopped, autoclave kettle is placed in cold water, kettle is dropped to room rapidly
Temperature, drives kettle, and pour out reaction product；
(5) crude product is diluted with isometric petroleum ether, and is added excessive hydrochloric acid and be acidified to pH=2~3；
(6) after acidifying is finished, supernatant liquor is washed with deionized water to neutrality, and point liquid, upper oil phase is dry with anhydrous sodium sulfate
It is dry, stand overnight, be filtered to remove anhydrous sodium sulfate, the ionic liquid of lower floor is recyclable to be recycled；
(7) rotary evaporation in vacuo removes petroleum ether, most removes unreacted monomer acids through vacuum distillation afterwards, vacuum distillation
Condition is：Gas phase temperature is 240 DEG C, and residual voltage is 133Pa (1mmHg), obtains refined products.
Ionic liquid I synthesis：
Ionic liquid I specifically uses following preparation method：
(1) trimethylamine solution is mixed with PS equimolar in conical flask, stirring reaction at 60 DEG C
24h；
(2) after reaction terminates, rotary distillation removes water, obtains white solid；
(3) re-crystallizing in ethyl acetate, suction filtration are used, and is washed three times；
(4) vacuum drying (80 DEG C) 4h obtains the solid inner salt of white；
(5) inner salt is dissolved with the water of 3 times of quality；
(6) equimolar mass concentration is added dropwise to be acidified for 37% hydrochloric acid, completion of dropping is warming up to 80 DEG C, stirring reaction
3h。
(7) rotary distillation removes water, is dried in vacuo (80 DEG C) 4h, obtains light yellow viscous liquid, that is, be acidified inner salt；
(8) a certain amount of acidifying inner salt is taken, is 1 with mol ratio:2 zinc chloride mixing, under nitrogen protection, is warming up to 100
DEG C, stirring to solid is all dissolved；
(9) (80 DEG C) 8h is dried in vacuo, thick ionic liquid I is produced.
Ionic liquid II synthesis：
Ionic liquid II specific synthesis step is as follows：
(1) a certain amount of PS is dissolved in the ethyl acetate that its mass number is 5~10 times, is warming up to 40
~60 DEG C, equimolar N- methylimidazoles are added dropwise.Completion of dropping, 3~5h of insulation reaction；
(2) after reaction terminates, suction filtration obtains white filter cake, and filter cake is washed three times with ethyl acetate；
(3) vacuum drying (100 DEG C) 2h obtains white solid inner salt 3- (1- methylimidazole -3- alkyl)-propyl sulfonic acid salt
(mim-PS)；
(4) a certain amount of inner salt mim-PS is taken, is dissolved in the deionized water that its mass number is 2~4 times；
(5) hydrochloric acid that equimolar mass concentration is 37% is added dropwise, acidifying is finished, and is warming up to 70~90 DEG C, stirring reaction 2
~3h；
(6) rotary distillation removes water, is dried in vacuo (80 DEG C) 4h, obtains light yellow viscous liquid, that is, is acidified inner salt chlorination
1- (3- sulfonic acid)-propyl group -3- methylimidazole salts [HO3S-(CH2)3-mim]Cl；
(7) a certain amount of acidifying inner salt is taken, is 1 with mol ratio:2 zinc chloride mixing, under nitrogen protection, it is warming up to 90~
110 DEG C, stirring to solid is all dissolved；
(8) (80 DEG C) 8h is dried in vacuo, thick ionic liquid II is produced.
Figure of description
Fig. 1 is that catalyst reuses influence of the number of times to C36 unrighted acids dimer (KM3) yield
Embodiment
Embodiment 1
Prepare fatty acid mixed：
(1) 100g sunflower oils accurately are weighed in 250mL three-necked flasks.
(2) 40g KOH, 80g deionized water (or 40ml 50%KOH solution) and 160ml 95% ethanol solution are added.
(3) under the conditions of 90 DEG C of glycerol baths, saponification 2h is stirred at reflux, saponification liquor is obtained and (takes a small amount of saponification liquor to be dissolved in water, stand
If without oil reservoir, saponification is complete).
(4) treat that saponification liquor is cooled to room temperature, plus watery hydrochloric acid is acidified to pH=2~3, with a small amount of petroleum ether extraction oil phase.
(5) acidifying is finished, and is washed with deionized water to neutrality, point liquid.Upper oil phase anhydrous sodium sulfate drying, stood
Night.
(6) it is filtered to remove anhydrous sodium sulfate.
(7) rotary evaporation in vacuo removes petroleum ether, and vacuum drying produces fatty acid mixed.
Embodiment 2
The synthesis of C36 unrighted acid dimers：
(1) fatty acid mixed using the gained of embodiment 1 is placed in autoclave as raw material, adds 12% catalysis
Agent and 1% auxiliary agent, the quality meter based on above-mentioned fatty acid mixed install autoclave, and examine air-tightness, wherein catalyst
For treated earth, auxiliary agent is lithium carbonate；
(2) autoclave is purged three times with nitrogen, the air in discharge autoclave, then inflated with nitrogen is to 2.0MPa, and closing is high
Press kettle intake valve；
(3) 240 DEG C of reaction temperature is heated under conditions of stirring, starts timing when reaching reaction temperature, as anti-
Answer zero point；
(4) after reaction terminates for 6 hours, heating is stopped, autoclave kettle is placed in cold water, kettle is dropped to room temperature rapidly,
Kettle is driven, and pours out reaction product；
(5) crude product is diluted with isometric petroleum ether, and is added excessive hydrochloric acid and be acidified to pH=2~3；
(6) after acidifying is finished, mixture is centrifuged, catalyst and solid impurity is removed；
(7) supernatant liquor is washed with deionized water to neutrality, and point liquid, upper oil phase anhydrous sodium sulfate drying is stood overnight,
It is filtered to remove anhydrous sodium sulfate；
(8) rotary evaporation in vacuo removes petroleum ether, most removes unreacted monomer acids through vacuum distillation afterwards, vacuum distillation
Condition is：Gas phase temperature is 240 DEG C, and residual voltage is 133Pa (1mmHg), obtains refined products, C36 unrighted acid dimers
Yield be 67.6%.
Embodiment 3
The synthesis of C36 unrighted acid dimers：
(1) it is placed in using linoleic acid as raw material in autoclave, adds 12% catalyst and 1% auxiliary agent, base
In above-mentioned linoleic quality meter, autoclave is installed, and examines air-tightness, wherein catalyst is treated earth, and auxiliary agent is carbon
Sour lithium；
(2) autoclave is purged three times with nitrogen, the air in discharge autoclave, then inflated with nitrogen is to 2.0MPa, and closing is high
Press kettle intake valve；
(3) 230 DEG C of reaction temperature is heated under conditions of stirring, starts timing when reaching reaction temperature, as anti-
Answer zero point；
(4) after reaction terminates for 6 hours, heating is stopped, autoclave kettle is placed in cold water, kettle is dropped to room temperature rapidly,
Kettle is driven, and pours out reaction product；
(5) crude product is diluted with isometric petroleum ether, and is added excessive hydrochloric acid and be acidified to pH=2~3；
(6) after acidifying is finished, mixture is centrifuged, catalyst and solid impurity is removed；
(7) supernatant liquor is washed with deionized water to neutrality, and point liquid, upper oil phase anhydrous sodium sulfate drying is stood overnight,
It is filtered to remove anhydrous sodium sulfate；
(8) rotary evaporation in vacuo removes petroleum ether, most removes unreacted monomer acids through vacuum distillation afterwards, vacuum distillation
Condition is：Gas phase temperature is 240 DEG C, and residual voltage is 133Pa (1mmHg), obtains refined products, C36 unrighted acid dimers
Yield be 88.7%.
Embodiment 4
The synthesis of C36 unrighted acid dimers：
(1) fatty acid mixed using the gained of embodiment 1 is placed in autoclave as raw material, adds 10% ion
Liquid I is as catalyst, and the quality meter based on above-mentioned fatty acid mixed installs autoclave, and examine air-tightness
(2) autoclave is purged three times with nitrogen, the air in discharge autoclave, then inflated with nitrogen is to 2.0MPa, and closing is high
Press kettle intake valve；
(3) 230 DEG C of reaction temperature is heated under conditions of stirring, starts timing when reaching reaction temperature, as anti-
Answer zero point；
(4) after reaction terminates for 5 hours, heating is stopped, autoclave kettle is placed in cold water, kettle is dropped to room temperature rapidly,
Kettle is driven, and pours out reaction product；
(5) crude product is diluted with isometric petroleum ether, and is added excessive hydrochloric acid and be acidified to pH=2~3；
(6) after acidifying is finished, supernatant liquor is washed with deionized water to neutrality, and point liquid, upper oil phase is dry with anhydrous sodium sulfate
It is dry, stand overnight, be filtered to remove anhydrous sodium sulfate, the ionic liquid of lower floor is recyclable to be recycled；
(7) rotary evaporation in vacuo removes petroleum ether, most removes unreacted monomer acids through vacuum distillation afterwards, vacuum distillation
Condition is：Gas phase temperature is 240 DEG C, and residual voltage is 133Pa (1mmHg), obtains refined products, C36 unrighted acid dimers
Yield be 63.3%.
Embodiment 5
The synthesis of C36 unrighted acid dimers：
Using ionic liquid II as catalyst, other conditions are same as Example 5, prepare refined products, C36 is not
The yield of saturated fatty acid dimer is 64.9%.
Embodiment 6
The synthesis of C36 unrighted acid dimers：
Using linoleic acid as raw material, other conditions are same as Example 5, obtain refined products, C36 unrighted acid dimerization
The yield of thing is 86.5%.
Embodiment 8
The synthesis of C36 unrighted acid dimers：
Using linoleic acid as raw material, using ionic liquid II as catalyst, other conditions are same as Example 5, are prepared into
To refined products, the yield of C36 unrighted acid dimers is 87.4%.
Embodiment 9
In the case of the reaction condition identical of embodiment 4, ion I liquid is investigated and has reused number of times to C36 insatiable hungers
With the influence of dimer fatty acid yield, as a result as shown in Figure 1：
Reused by ionic liquid I it can be seen from accompanying drawing 1 after 5 times, the yield base of C36 unrighted acid dimers
This holding is stable, illustrates that ionic liquid has good repeat performance.This can be explained in terms of two：(1) ionic liquidAcid centre is to be located at the alkyl sulfonic acid being connected on its cation with covalent bond, and Lewis acid centres are then pair
Water andStable anion [the Zn of acidic materials2Cl5]-, therefore the acid centre of ionic liquid not easily runs off；(2)
ZnCl2Introducing make the viscosity and proportion of ionic liquid all larger, be conducive to it to be separated with reactant mixture, ionic liquid is existed
Loss very little in separation process.
Wear-resistant and corrosion resistant test data：Unsaturated acids, because the presence of double bond, is more easy to be formed in metal surface and adsorbs
Film, therefore abrasion resistance is better than linear saturated fatty acids.The corrosivity of aphthenic acids is bigger than dimeric dibasic acid.
The agent, which is added in No. 3 jet fuels of hydrogenation technique production, should meet following index (15~23mg/L of addition)：
1. lubricity：Wear scar diameter (WSD) is less than 0.65mm.(SH/T 0687) representative value 0.59mm
2. water separation index：MSEP≥75.(SH/T 0616) representative value 85~95
3. copper corrosion：Less than or equal to 1 grade (GB/T5096)
Claims (6)
1. a kind of method for the antiwear additive for preparing aviation fuel, this method includes:
(A) preparation of fatty acid mixed：Taken off including vegetable oil is mixed into progress saponification with excessive aqueous slkali and appropriate ethanol
Glycerine is removed, soap is generated, soap is acidified to pH=2~3, and using petroleum ether extraction oil phase, oil phase is through washing, nothing
After aqueous sodium persulfate is dried, petroleum ether is removed using rotary evaporation, fatty acid mixed can be obtained after vacuum drying；
(B2) synthesis of C36 unrighted acids dimer, comprises the following steps：
(1) it is placed in using the fatty acid mixed obtained by linoleic acid or step (A) as raw material in autoclave, adds 9-15%
Ionic liquid as catalyst, the quality meter based on linoleic acid or above-mentioned fatty acid mixed installs autoclave, and examine gas
Close property, ionic liquid be ionic liquid I or ionic liquid II with following structural formula,
(2) purge autoclave three times with nitrogen, discharge the air in autoclave, then inflated with nitrogen closes autoclave to 2.0MPa
Intake valve；
(3) 230-240 DEG C of reaction temperature is heated under conditions of stirring, starts timing when reaching reaction temperature, as anti-
Answer zero point；
(4) after reaction terminates for 5-6 hours, heating is stopped, autoclave kettle is placed in cold water, kettle is dropped to room temperature rapidly, open
Kettle, and pour out reaction product；
(5) crude product is diluted with isometric petroleum ether, and is added excessive hydrochloric acid and be acidified to pH=2~3；
(6) after acidifying is finished, supernatant liquor is washed with deionized water to neutrality, and point liquid, upper oil phase anhydrous sodium sulfate drying is quiet
Put overnight, be filtered to remove anhydrous sodium sulfate, the ionic liquid of lower floor is recyclable to be recycled；
(7) rotary evaporation in vacuo removes petroleum ether, most removes unreacted monomer acids, the condition of vacuum distillation through vacuum distillation afterwards
For：Gas phase temperature is 240 DEG C, and residual voltage is 133Pa (1mmHg), obtains refined products, and the refined products include C36 unsaturated lipids
Fat acid dimer, the C36 unrighted acid dimers include：Compound more than 65% shown in formula (1), formula (2) institute
The compound 25-30% shown, the compound shown in formula (3) is less than 10%, in mass,
2. a kind of method of antiwear additive for preparing aviation fuel described in claim 1, it is characterised in that：The ionic liquid I
Synthesize following process：
3. a kind of method of antiwear additive for preparing aviation fuel described in claim 1, it is characterised in that：The ionic liquid I
Specifically use following preparation method：
(1) trimethylamine solution is mixed with PS equimolar in conical flask, stirring reaction 24h at 60 DEG C；
(2) after reaction terminates, rotary distillation removes water, obtains white solid；
(3) re-crystallizing in ethyl acetate, suction filtration are used, and is washed three times；
(4) 80 DEG C of vacuum drying 4h obtain the solid inner salt of white；
(5) inner salt is dissolved with the water of 3 times of quality；
(6) equimolar mass concentration is added dropwise to be acidified for 37% hydrochloric acid, completion of dropping is warming up to 80 DEG C, stirring reaction 3h；
(7) rotary distillation removes water, and 80 DEG C of vacuum drying 4h obtain light yellow viscous liquid, that is, are acidified inner salt；
(8) a certain amount of acidifying inner salt is taken, is 1 with mol ratio:2 zinc chloride mixing, under nitrogen protection, is warming up to 100 DEG C, stirs
Mix to solid and all dissolve；
(9) 80 DEG C of vacuum drying 8h, produce thick ionic liquid I.
4. a kind of method of antiwear additive for preparing aviation fuel described in claim 1, it is characterised in that：The ionic liquid II
Synthesize following process：
5. a kind of method of antiwear additive for preparing aviation fuel described in claim 1, it is characterised in that：The ionic liquid II
Specific synthesis step it is as follows：
(1) a certain amount of PS is dissolved in the ethyl acetate that its mass number is 5~10 times, is warming up to 40~60
DEG C, equimolar N- methylimidazoles, completion of dropping, 3~5h of insulation reaction is added dropwise；
(2) after reaction terminates, suction filtration obtains white filter cake, and filter cake is washed three times with ethyl acetate；
(3) 100 DEG C of vacuum drying 2h obtain white solid inner salt 3- (1- methylimidazole -3- alkyl)-propyl sulfonic acid salt mim-PS；
(4) a certain amount of inner salt mim-PS is taken, is dissolved in the deionized water that its mass number is 2~4 times；
(5) hydrochloric acid that equimolar mass concentration is 37% is added dropwise, acidifying is finished, is warming up to 70~90 DEG C, stirring reaction 2~
3h；
(6) rotary distillation removes water, and 80 DEG C of vacuum drying 4h obtain light yellow viscous liquid, that is, are acidified inner salt chlorination 1- (3- sulphurs
Acid)-propyl group -3- methylimidazole salts [HO3S-(CH2)3-mim]Cl；
(7) a certain amount of acidifying inner salt is taken, is 1 with mol ratio:2 zinc chloride mixing, under nitrogen protection, is warming up to 90~110
DEG C, stirring to solid is all dissolved；
(8) 80 DEG C of vacuum drying 8h, produce thick ionic liquid II.
6. a kind of method of antiwear additive for preparing aviation fuel described in claim 1, it is characterised in that：(B2) C36 is unsaturated
Step (1) in the synthesis of dimer fatty acid, the usage amount of catalyst is 12%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510134473.5A CN104789298B (en) | 2015-03-25 | 2015-03-25 | A kind of method for preparing aviation fuel antiwear additive |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510134473.5A CN104789298B (en) | 2015-03-25 | 2015-03-25 | A kind of method for preparing aviation fuel antiwear additive |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN104789298A CN104789298A (en) | 2015-07-22 |
| CN104789298B true CN104789298B (en) | 2017-10-17 |
Family
ID=53554494
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201510134473.5A Active CN104789298B (en) | 2015-03-25 | 2015-03-25 | A kind of method for preparing aviation fuel antiwear additive |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN104789298B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110746288B (en) * | 2019-09-26 | 2022-07-15 | 东营佳和新材料科技有限公司 | Catalytic synthesis method for improving yield and product quality of dimer acid |
| CN114437839B (en) * | 2020-10-31 | 2022-11-11 | 中国石油化工股份有限公司 | Tung oil-based aviation fuel antiwear agent and preparation method and application thereof |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101613273A (en) * | 2009-07-25 | 2009-12-30 | 青岛科技大学 | A kind of preparation method of dimeric acid methyl ester |
| US20120245320A1 (en) * | 2010-10-29 | 2012-09-27 | Rhein Chemie Rheinau Gmbh | Method of production of cast polyamides |
-
2015
- 2015-03-25 CN CN201510134473.5A patent/CN104789298B/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101613273A (en) * | 2009-07-25 | 2009-12-30 | 青岛科技大学 | A kind of preparation method of dimeric acid methyl ester |
| US20120245320A1 (en) * | 2010-10-29 | 2012-09-27 | Rhein Chemie Rheinau Gmbh | Method of production of cast polyamides |
Non-Patent Citations (1)
| Title |
|---|
| 二聚酸的生产与应用;陈焕章等;《化工时刊》;19941231(第12期);第10-12页 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN104789298A (en) | 2015-07-22 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN104804782B (en) | Method for preparing anti-wear agent for aircraft fuel | |
| JP6369873B2 (en) | Composition of biomass material for refining | |
| US9145527B2 (en) | Method for preparing high purity biodiesel | |
| CN105237371B (en) | Method for preparing vanillin by catalytic oxidative degradation of lignin | |
| CN104789298B (en) | A kind of method for preparing aviation fuel antiwear additive | |
| CN105236798A (en) | Preparation method of naphthalene-series water reducing agent | |
| CN104845685B (en) | A kind of antiwear additive of aviation fuel | |
| CN104785297B (en) | A kind of catalyst for being used to prepare aviation fuel antiwear additive | |
| CN106543998B (en) | Hydrothermal cracking catalytic viscosity reducer and preparation method thereof | |
| CN107556224A (en) | The preparation method of dialkyl dithio amino formate and wear-resistant antirust complexing agent | |
| CN101787303B (en) | Method for preparing alkane from acidized oil | |
| CN104447457B (en) | A kind of preparation method of 4,4 '-di-2-ethylhexylphosphine oxide (dialkyl dithio Methanamide) | |
| CN102417444A (en) | Process for producing fatty acid calcium based on one-step water method | |
| CN107400565B (en) | Low-sulfur diesel antiwear agent and preparation method thereof | |
| CN105331423B (en) | A kind of preparation method of high oxidation stability environmental friendly lubricant base oil | |
| CN104311838B (en) | A kind of preparation method of emulsified wax | |
| EP3268342B1 (en) | Production of terephthalic acid via reductive coupling of propiolic acid or propiolic acid derivatives | |
| CN101712771B (en) | Sodium-zinc PVC stabilizer and method for preparing same | |
| CN103145562B (en) | N-ethyl aniline preparation method | |
| CN105272916B (en) | A kind of new rosin base imidazoline corrosion inhibitor | |
| CN104744319A (en) | Production method of heavy alkyl benzene sulfonic acid for producing oil-displacing agent | |
| CN102746180B (en) | Preparation method for hydroxyethyl dual fatty acid amide | |
| CN107353950A (en) | A kind of preparation method of diesel antiwear additive | |
| CN103525452B (en) | Method for synthesizing straight-run diesel oil acid removal agent | |
| CN103641704B (en) | A kind of method preparing phenylacetic acid derivatives |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| EXSB | Decision made by sipo to initiate substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |