CN113293061B - Conversion method of waste oil and fat and application of waste oil and fat in copper wiredrawing liquid - Google Patents
Conversion method of waste oil and fat and application of waste oil and fat in copper wiredrawing liquid Download PDFInfo
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- CN113293061B CN113293061B CN202110492445.6A CN202110492445A CN113293061B CN 113293061 B CN113293061 B CN 113293061B CN 202110492445 A CN202110492445 A CN 202110492445A CN 113293061 B CN113293061 B CN 113293061B
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- waste oil
- polyethylene glycol
- fat
- derivative
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Classifications
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- C10M169/04—Mixtures of base-materials and additives
- C10M169/044—Mixtures of base-materials and additives the additives being a mixture of non-macromolecular and macromolecular compounds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/281—Esters of (cyclo)aliphatic monocarboxylic acids
- C10M2207/2815—Esters of (cyclo)aliphatic monocarboxylic acids used as base material
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/22—Heterocyclic nitrogen compounds
- C10M2215/223—Five-membered rings containing nitrogen and carbon only
Abstract
The invention relates to a conversion method of waste grease and application thereof in copper wiredrawing liquid, wherein the method comprises the following steps: reacting waste grease with polyethylene glycol or a derivative of polyethylene glycol in the presence of a catalyst composition; the catalyst composition comprises a base and a 2-azaindolizine derivative; the converted product can be used in copper wire drawing liquid. The invention widens the application of waste grease, and simultaneously provides a green copper wiredrawing liquid active ingredient which is suitable for industrial application.
Description
Technical Field
The invention belongs to the technical field of waste oil utilization, and particularly relates to a conversion method of waste oil and application of the waste oil in copper wiredrawing liquid.
Background
The waste oil mainly comes from waste cooking oil, contains a large amount of bacteria and toxic substances, wherein the toxicity of aflatoxin is 100 times that of the adjacent frost, and the aflatoxin is extremely harmful to human bodies after long-term consumption, but the waste oil is difficult to process into edible oil under the existing refining technology at present, so that the waste oil is changed into a useful industrial resource, and the bottleneck of recycling the waste oil can be opened, thereby cutting off the way of flowing into dining tables.
The main industrial application of the waste oil is to convert the waste oil into biodiesel, wherein the waste oil is mainly researched to convert the waste oil into fatty acid methyl ester (first-generation biodiesel) by utilizing a transesterification method, but the first-generation biodiesel has high viscosity, high oxygen content and relatively low heat value due to the obvious difference of the structure of the waste oil and the molecular structure of common diesel oil from petroleum, and a large amount of industrial wastewater containing acid, alkali and oil is generated in the production, so that the waste oil is seriously limited to be widely used as a gasoline and diesel oil alternative fuel. On the other hand, the second generation biodiesel with a relatively high front edge at present is difficult to realize industrialized application in a short time due to a relatively high technical barrier. Therefore, the industrial application of the waste grease is of great significance.
The copper wire drawing refers to a technical processing method that a copper bus wire rod is forced to pass through a die under the action of pressure to obtain the required sectional area shape and size, and the wire drawing liquid is an indispensable auxiliary material in the wire drawing process, and has the main effects of lubricating, cooling and rust prevention in the wire drawing process of large drawing, medium drawing, small drawing, fine drawing and the like of various copper wires, and also has the effects of protecting the wire rod and the die, and achieving good wire drawing effect. The maximum consumption of wire drawing liquid is also the greatest in the proportion of copper to be drawn. The quality of the wire drawing liquid directly influences the wire drawing effect, the wire drawing liquid with excellent performance can well protect a die, wire breakage and die abrasion phenomena are reduced, otherwise, the wire drawing quality can be seriously influenced, along with the gradual wide application of a wire drawing process, the market demand on the quality of the wire drawing liquid is higher and higher, the existing copper large-drawing wire drawing liquid mainly uses emulsion or microemulsion products containing a mineral oil system, and the problems of poor emulsion stability, metal wire corrosion, high energy consumption, difficult cleaning and the like exist, the wire drawing and drawing quality are restricted, and the formula and the process of the wire drawing liquid are urgently required to be improved, so that the wire drawing liquid is more efficient and environment-friendly, does not contain mineral oil and is easy to clean subsequently.
Disclosure of Invention
Aiming at the problems of the application of the waste oil to be expanded and the existence of copper wiredrawing liquid, the invention provides a conversion method of the waste oil and the application of the waste oil in the copper wiredrawing liquid.
In one aspect, the invention provides a method for converting waste oil, comprising the following steps:
reacting waste grease with polyethylene glycol or a derivative of polyethylene glycol in the presence of a catalyst composition; the catalyst composition comprises a base and a 2-aza-indolizine derivative shown as a formula (1),
wherein R is 1 And R is 2 Comprising hydrogen atoms or aromatic rings, X comprising Cl, BPh 4 Or PF (physical pattern) 6 。
Further, for formula (1), the aromatic ring is a substituted or unsubstituted benzene ring.
Further, the compound of formula (1) includes any one of the following compounds L1 to L8:
further, the base includes Triethylamine (TEA), 1, 8-diazabicyclo undec-7-ene (DBU), diisopropylethylamine (DIPEA), KOH, K 2 CO 3 ,NaOH、Na 2 CO 3 、Cs 2 CO 3 、CsOH、NaH、K 3 PO 4 、K 2 HPO 4 、Na 3 PO 4 Or Na (or) 2 HPO 4 。
Further, polyethylene glycol or derivatives of polyethylene glycol include simple polyethylene glycol (PEG) or polyethylene glycol monomethyl ether (mPEG).
Further, the polyethylene glycol or the derivative of polyethylene glycol comprises one or a mixture of several of PEG or mPEG with molecular weight of 100-1000.
Further, the polyethylene glycol or the derivative of polyethylene glycol comprises one or a mixture of several of PEG or mPEG with molecular weight of 100, 200, 300, 400, 500, 600, 800, 1000.
Further, reacting the waste oil with polyethylene glycol or a derivative of polyethylene glycol, comprising:
200-2000 parts by weight of polyethylene glycol or a polyethylene glycol derivative, 2-20 parts by weight of a 2-azaindolizine derivative and 5-50 parts by weight of alkali are added into a reaction vessel, the obtained mixture is stirred and reacted for half an hour at 20-50 ℃, then 400 parts by weight of pretreated waste oil is added, and then the temperature is raised to 80-150 ℃ and the reaction is carried out for 2-5 hours, so that a converted product is obtained.
On the other hand, the invention provides an application of the waste oil in copper wiredrawing liquid, a conversion product of the waste oil is obtained by the conversion method, and the conversion product, an auxiliary reagent and water are diluted to be used as the copper wiredrawing liquid.
The conversion method of the waste oil and fat and the application of the waste oil and fat in the copper wiredrawing liquid have the following beneficial effects:
the method adopts a catalyst to react waste grease with polyethylene glycol or derivatives thereof, and the obtained total product can be used as an active ingredient of metal processing lubricating liquid, in particular to copper wiredrawing liquid. The invention widens the application of waste grease, and simultaneously provides a green copper wiredrawing liquid active ingredient which is suitable for industrial application.
Detailed Description
The specific description is as follows: the PEG-100 refers to polyethylene glycol with molecular weight of 100, the PEG-200 refers to polyethylene glycol with molecular weight of 200, mPEG-100 refers to polyethylene glycol monomethyl ether with molecular weight of 100, mPEG-200 refers to polyethylene glycol monomethyl ether with molecular weight of 200, WOEG-100 refers to a product of reaction of waste grease and polyethylene glycol with molecular weight of 100, WOEG-200 refers to a product of reaction of waste grease and polyethylene glycol with molecular weight of 200, WOEG-100 refers to a product of reaction of waste grease and polyethylene glycol monomethyl ether with molecular weight of 100, WOEG-200 refers to a product of reaction of waste grease and polyethylene glycol monomethyl ether with molecular weight of 200, and so on.
In one aspect, an embodiment of the present invention provides a method for converting waste oil, including:
reacting waste grease with polyethylene glycol or a derivative of polyethylene glycol in the presence of a catalyst composition; the catalyst composition comprises a base and a 2-aza-indolizine derivative shown as a formula (1),
wherein R is 1 And R is 2 Comprising hydrogen atoms or aromatic rings, X comprising Cl, BPh 4 Or PF (physical pattern) 6 。
Alternatively, for formula (1), the aromatic ring is a substituted or unsubstituted benzene ring.
Alternatively, the compound of formula (1) includes any one of the following compounds L1-L8:
specifically, the synthesis of 2-azaindolizine derivatives of formula (1) can be found in ORGANIC LETTERS 2011, vol.13, no.19,5256-5259 and ORGANIC LETTERS 2012Vol.14, no.12,3162-3165. Compounds L1-L8 are of known structure and are synthesized by the documents ORGANIC LETTERS 2011, vol.13, no.19,5256-5259 and ORGANIC LETTERS 2012Vol.14, no.12,3162-3165.
The following describes specific steps for synthesizing compound L1, including:
to the reaction vessel were added aniline (0.4 mL,4.3 mmol), formalin (0.49 mL,6.5 mmol), a 2.94M solution of HCl in ethanol (1.5 mL,4.3 mmol), pyridylaldehyde (0.41 mL,4.3 mmol), and ethanol (7.2 mL), and the mixture was stirred at room temperature for 15 minutes;
the solvent was then distilled off under reduced pressure, and the crude product was dissolved in hot acetonitrile, filtered while it was still hot, and recrystallized from acetonitrile/tetrahydrofuran to give pure L1 (0.86 g,3.7mmol, yield 86%) as an orange solid.
Alternatively, the base comprises Triethylamine (TEA), 1, 8-diazabicyclo undec-7-ene (DBU), diisopropylethylamine (DIPEA), KOH, K 2 CO 3 ,NaOH、Na 2 CO 3 、Cs 2 CO 3 、CsOH、NaH、K 3 PO 4 、K 2 HPO 4 、Na 3 PO 4 Or Na (or) 2 HPO 4 。
Alternatively, polyethylene glycol or derivatives of polyethylene glycol include simple polyethylene glycol (PEG) or polyethylene glycol monomethyl ether (mPEG).
Optionally, the polyethylene glycol or derivative of polyethylene glycol comprises one or more of PEG or mPEG with molecular weight of 100-1000.
Alternatively, the polyethylene glycol or derivative of polyethylene glycol comprises one or more of PEG or mPEG having a molecular weight of 100, 200, 300, 400, 500, 600, 800, 1000.
Optionally, reacting the waste oil with polyethylene glycol or a derivative of polyethylene glycol, comprising:
200-2000 parts by weight of polyethylene glycol or a polyethylene glycol derivative, 2-20 parts by weight of a 2-azaindolizine derivative and 5-50 parts by weight of alkali are added into a reaction vessel, the obtained mixture is stirred and reacted for half an hour at 20-50 ℃, then 400 parts by weight of pretreated waste oil is added, and then the temperature is raised to 80-150 ℃ and the reaction is carried out for 2-5 hours, so that a converted product is obtained.
The following describes one specific implementation procedure for preparing WOEG-200:
400 parts of PEG-200, 4 parts of L1 and 8 parts of cesium carbonate are added into a reaction vessel, the obtained mixture is stirred at 40 ℃ for reaction for half an hour, then 400 parts of pretreated waste oil and fat are added, then the temperature is raised to 90 ℃ for reaction for 2 hours, and the mixture is cooled to room temperature to obtain WOEG-200.
The following describes one specific implementation procedure for preparing WOEG-400:
800 parts of PEG-400, 5 parts of L2 and 6 parts of sodium hydroxide are added into a reaction vessel, the obtained mixture is stirred at 50 ℃ for reaction for half an hour, then 400 parts of pretreated waste oil and fat are added, then the temperature is raised to 90 ℃ for reaction for 3 hours, and the WOEG-400 is obtained after cooling to room temperature.
The following describes one specific implementation procedure for preparing WOEG-600:
1200 parts of PEG-600, 6 parts of L3 and 8 parts of potassium hydroxide are added into a reaction vessel, the obtained mixture is stirred at 50 ℃ for reaction for half an hour, then 400 parts of pretreated waste oil and fat are added, the temperature is raised to 100 ℃ for reaction for 3 hours, and the mixture is cooled to room temperature to obtain WOEG-600.
The following describes one specific implementation procedure for preparing WOEG-800:
1600 parts of PEG-800, 7 parts of L4 and 8 parts of DBU are added into a reaction vessel, the obtained mixture is stirred at 50 ℃ for reaction for half an hour, then 400 parts of pretreated waste oil and fat are added, then the temperature is raised to 100 ℃ for reaction for 5 hours, and the WOEG-800 is obtained after cooling to room temperature.
The following describes one specific implementation procedure for preparing WOMPEG-200:
400 parts of mPEG-200, 15 parts of L5 and 6 parts of K are added into a reaction vessel 3 PO 4 The resulting mixture was stirred at 40℃for half an hour, then 400 parts of pretreated waste oil was added, followed by heating to 90℃for 2 hours, and cooling to room temperature to give WOMPEG-200.
The following describes one specific implementation procedure for preparing WOMPEG-400:
800 parts of mPEG-400, 13 parts of L6 and 5 parts of NaH are added into a reaction vessel, the obtained mixture is stirred at 20 ℃ for reaction for half an hour, then 400 parts of pretreated waste oil and fat are added, then the temperature is raised to 90 ℃ for reaction for 3 hours, and WOMPEG-400 is obtained after cooling to room temperature.
The following describes one specific implementation procedure for preparing WOMPEG-600:
1200 parts of mPEG-600, 6 parts of L7 and 8 parts of cesium hydroxide are added into a reaction vessel, the obtained mixture is stirred at 50 ℃ for reaction for half an hour, then 400 parts of pretreated waste oil and fat are added, the temperature is raised to 100 ℃ for reaction for 3 hours, and WOMPEG-600 is obtained after cooling to room temperature.
The following describes one specific implementation procedure for preparing WOMPEG-800:
1600 parts of mPEG-800, 8 parts of L8 and 8 parts of DIPEA are added into a reaction vessel, the obtained mixture is stirred at 50 ℃ for reaction for half an hour, then 400 parts of pretreated waste oil and fat are added, then the temperature is raised to 100 ℃ for reaction for 5 hours, and WOMPEG-800 is obtained after cooling to room temperature.
On the other hand, the embodiment of the invention provides application of waste oil in copper wiredrawing liquid, a conversion product of the waste oil is obtained by the conversion method, and the conversion product, an auxiliary reagent and water are diluted to be used as the copper wiredrawing liquid.
The product obtained by the conversion method of the waste oil can be used as an active ingredient of a metal processing lubricating liquid without any purification.
Taking the WOEG-400 prepared above as an example, 60kg of WOEG-400, 0.5kg of copper corrosion inhibitor benzotriazole organic amine and 1kg of bactericide as MBM are taken, dissolved in 340kg of water and stirred for 10 minutes to obtain the wiredrawing liquid. The wiredrawing liquid can be stored for 18 months at normal temperature, is not easy to break during wiredrawing, has smooth and clean surface of a wire rod, and has the following specific test performance indexes:
| project | Index (I) |
| pH value of | 8.6 |
| Emulsion corrosion is carried out at 50-55 ℃ and copper sheet is fully immersed | No generation of copper green, and qualification |
| Emulsion stability is 10-55 ℃ for 1 hour | No delamination, no precipitation, no soap and no oil precipitation |
| Defoaming property at 50-55 deg.c for 5 min | <3mL |
| Freezing point | <-5℃ |
The foregoing description of the preferred embodiments of the invention is not intended to limit the invention to the precise form disclosed, and any such modifications, equivalents, and alternatives falling within the spirit and scope of the invention are intended to be included within the scope of the invention.
Claims (6)
1. A method for converting waste oil is characterized in that waste oil is reacted with polyethylene glycol or derivatives thereof in the presence of a catalyst composition to realize conversion of waste oil; the catalyst composition comprises a base and a 2-azaindolizine derivative, wherein the 2-azaindolizine derivative is selected from the following compounds represented by L1-L8:
2. the method for converting waste oil or fat according to claim 1, wherein the base is selected from the group consisting of Triethylamine (TEA), 1, 8-diazabicyclo undec-7-ene (DBU), diisopropylethylamine (DIPEA), KOH, K 2 CO 3 ,NaOH、Na 2 CO 3 、Cs 2 CO 3 、CsOH、NaH、K 3 PO 4 、K 2 HPO 4 、Na 3 PO 4 Or Na (or) 2 HPO 4 。
3. The method for converting waste oil or fat according to claim 1, wherein the polyethylene glycol or its derivative is selected from simple polyethylene glycol (PEG) or polyethylene glycol monomethyl ether (mPEG).
4. The method for converting waste oil or fat according to claim 3, wherein the polyethylene glycol or the derivative thereof is selected from one or more of PEG having a molecular weight of 100 to 1000 and mPEG having a molecular weight of 100 to 1000.
5. The method for converting waste oil and fat according to claim 1, wherein the step of reacting waste oil and fat with polyethylene glycol or its derivative comprises adding 200-2000 parts by weight of polyethylene glycol or its derivative, 2-20 parts by weight of 2-azaindolizine derivative, 5-50 parts by weight of alkali into a reaction vessel, stirring the obtained mixture at 20-50 ℃ for reacting for half an hour, then adding 400 parts by weight of pretreated waste oil and fat, and then heating to 80-150 ℃ for reacting for 2-5 hours to obtain a converted product.
6. Use of waste grease in copper wire drawing liquid, characterized in that the conversion product of waste grease is obtained by the conversion method according to any one of claims 1-5, and the conversion product and auxiliary reagent are diluted with water to be used as copper wire drawing liquid.
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| CN202110492445.6A CN113293061B (en) | 2021-05-06 | 2021-05-06 | Conversion method of waste oil and fat and application of waste oil and fat in copper wiredrawing liquid |
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| CN202110492445.6A CN113293061B (en) | 2021-05-06 | 2021-05-06 | Conversion method of waste oil and fat and application of waste oil and fat in copper wiredrawing liquid |
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103966005A (en) * | 2014-03-28 | 2014-08-06 | 安徽九华金润铜业有限公司 | Drawing fluid for rapidly drawing copper wire |
| CN107254363A (en) * | 2017-08-07 | 2017-10-17 | 蓝德环保科技集团股份有限公司 | A kind of waste oil prepares the method and environmental type base oil of environmental type base oil |
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2021
- 2021-05-06 CN CN202110492445.6A patent/CN113293061B/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103966005A (en) * | 2014-03-28 | 2014-08-06 | 安徽九华金润铜业有限公司 | Drawing fluid for rapidly drawing copper wire |
| CN107254363A (en) * | 2017-08-07 | 2017-10-17 | 蓝德环保科技集团股份有限公司 | A kind of waste oil prepares the method and environmental type base oil of environmental type base oil |
Non-Patent Citations (2)
| Title |
|---|
| NHC stabilized Pd nanoclusters in theMizoroki–Heck reaction within microemulsion: exploring the role of imidazolium salt in rate enhancement;Koena Ghosh，等;The Royal Society of Chemistry and the Centre National de la Recherche Scientifique;全文 * |
| N‑Heterocyclic Carbene Catalyzed Addition of Aldehydes to Diazo Compounds: Stereoselective Synthesis of N‑Acylhydrazones;Fabio M. F. Santos，等;American Chemical Society;全文 * |
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