CN110551155A - Synthetic method of organic molybdenum additive - Google Patents
Synthetic method of organic molybdenum additive Download PDFInfo
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- CN110551155A CN110551155A CN201910697516.9A CN201910697516A CN110551155A CN 110551155 A CN110551155 A CN 110551155A CN 201910697516 A CN201910697516 A CN 201910697516A CN 110551155 A CN110551155 A CN 110551155A
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- 239000000654 additive Substances 0.000 title claims abstract description 16
- 230000000996 additive effect Effects 0.000 title claims abstract description 16
- 229910052750 molybdenum Inorganic materials 0.000 title claims abstract description 16
- 239000011733 molybdenum Substances 0.000 title claims abstract description 16
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 title claims abstract description 15
- 238000010189 synthetic method Methods 0.000 title abstract description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 22
- 238000000034 method Methods 0.000 claims abstract description 16
- JKQOBWVOAYFWKG-UHFFFAOYSA-N molybdenum trioxide Chemical compound O=[Mo](=O)=O JKQOBWVOAYFWKG-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000002904 solvent Substances 0.000 claims abstract description 14
- 125000005265 dialkylamine group Chemical group 0.000 claims abstract description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000000203 mixture Substances 0.000 claims abstract description 8
- QGJOPFRUJISHPQ-NJFSPNSNSA-N carbon disulfide-14c Chemical compound S=[14C]=S QGJOPFRUJISHPQ-NJFSPNSNSA-N 0.000 claims abstract description 7
- 238000001914 filtration Methods 0.000 claims abstract description 7
- 239000007788 liquid Substances 0.000 claims abstract description 6
- 238000010907 mechanical stirring Methods 0.000 claims abstract description 6
- 238000010438 heat treatment Methods 0.000 claims abstract description 3
- 239000000843 powder Substances 0.000 claims abstract description 3
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 claims description 9
- 230000002194 synthesizing effect Effects 0.000 claims description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 6
- 239000002199 base oil Substances 0.000 claims description 5
- LAWOZCWGWDVVSG-UHFFFAOYSA-N dioctylamine Chemical compound CCCCCCCCNCCCCCCCC LAWOZCWGWDVVSG-UHFFFAOYSA-N 0.000 claims description 5
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 claims description 4
- 239000003921 oil Substances 0.000 claims description 3
- NJBCRXCAPCODGX-UHFFFAOYSA-N 2-methyl-n-(2-methylpropyl)propan-1-amine Chemical compound CC(C)CNCC(C)C NJBCRXCAPCODGX-UHFFFAOYSA-N 0.000 claims description 2
- BWLUMTFWVZZZND-UHFFFAOYSA-N Dibenzylamine Chemical compound C=1C=CC=CC=1CNCC1=CC=CC=C1 BWLUMTFWVZZZND-UHFFFAOYSA-N 0.000 claims description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 2
- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 claims description 2
- WEHWNAOGRSTTBQ-UHFFFAOYSA-N dipropylamine Chemical compound CCCNCCC WEHWNAOGRSTTBQ-UHFFFAOYSA-N 0.000 claims description 2
- 239000002480 mineral oil Substances 0.000 claims description 2
- JACMPVXHEARCBO-UHFFFAOYSA-N n-pentylpentan-1-amine Chemical compound CCCCCNCCCCC JACMPVXHEARCBO-UHFFFAOYSA-N 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 239000008096 xylene Substances 0.000 claims description 2
- -1 dihydrocarbylamine Chemical compound 0.000 claims 1
- 235000010446 mineral oil Nutrition 0.000 claims 1
- 150000003839 salts Chemical class 0.000 abstract description 8
- 239000002351 wastewater Substances 0.000 abstract description 5
- 239000012990 dithiocarbamate Substances 0.000 abstract description 4
- 238000004519 manufacturing process Methods 0.000 abstract description 4
- 238000004065 wastewater treatment Methods 0.000 abstract description 3
- 230000015572 biosynthetic process Effects 0.000 abstract description 2
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 abstract description 2
- 238000003786 synthesis reaction Methods 0.000 abstract description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 239000012153 distilled water Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 150000004659 dithiocarbamates Chemical class 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- SAIKULLUBZKPDA-UHFFFAOYSA-N Bis(2-ethylhexyl) amine Chemical compound CCCCC(CC)CNCC(CC)CCCC SAIKULLUBZKPDA-UHFFFAOYSA-N 0.000 description 1
- MBMLMWLHJBBADN-UHFFFAOYSA-N Ferrous sulfide Chemical compound [Fe]=S MBMLMWLHJBBADN-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 230000001050 lubricating effect Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- CWQXQMHSOZUFJS-UHFFFAOYSA-N molybdenum disulfide Chemical compound S=[Mo]=S CWQXQMHSOZUFJS-UHFFFAOYSA-N 0.000 description 1
- 229910052982 molybdenum disulfide Inorganic materials 0.000 description 1
- 229910000476 molybdenum oxide Inorganic materials 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- PQQKPALAQIIWST-UHFFFAOYSA-N oxomolybdenum Chemical compound [Mo]=O PQQKPALAQIIWST-UHFFFAOYSA-N 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 1
- HYHCSLBZRBJJCH-UHFFFAOYSA-M sodium hydrosulfide Chemical compound [Na+].[SH-] HYHCSLBZRBJJCH-UHFFFAOYSA-M 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F11/00—Compounds containing elements of Groups 6 or 16 of the Periodic Table
- C07F11/005—Compounds containing elements of Groups 6 or 16 of the Periodic Table compounds without a metal-carbon linkage
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
Abstract
The invention discloses a synthetic method of an organic molybdenum additive, belonging to the field of synthesis of dialkyl dithiocarbamate, and now proposes the following scheme, which comprises the following steps of S1, adding 1 part by weight equivalent of molybdenum trioxide powder and 1.0-1.2 parts by weight equivalent of dialkyl amine into 3.0-4.0 parts by weight of solvent A under mechanical stirring, and reacting at 20-50 ℃ to prepare an intermediate; s2, adding 1.52 parts by weight of solvent B, slowly dropwise adding 3.0-4.5 parts by weight of carbon disulfide, controlling the dropwise adding temperature at 10-35 ℃, heating the mixture to 50-120 ℃ after the dropwise adding is finished, reacting for 2-7 hours, recovering ethanol and generated water under reduced pressure for reuse, and filtering to obtain oily liquid. The synthetic process does not produce a large amount of salt-containing wastewater, does not need a matched salt-containing wastewater treatment device, has low production cost, does not cause pollution to the environment, and is suitable for popularization and use.
Description
Technical Field
The invention relates to the technical field of synthesis of dialkyl dithiocarbamate, in particular to a synthesis method of an organic molybdenum additive.
Background
Dihydrocarbyl dithiocarbamates are a multi-effect additive, have good extreme pressure properties in addition to antioxidant, anticorrosive and antiwear effects, and are typical products of molybdenum dihydrocarbyl dithiocarbamates (MoDTC). The MoDTC contains polar atoms such as sulfur, oxygen, nitrogen and the like, can be compatible with the metal surface, and forms a lubricating film of substances such as molybdenum disulfide, ferrous sulfide, ferrous oxide and the like at high temperature and high pressure, thereby generating the effects of abrasion resistance and extreme pressure. In addition, the oxidation resistance is improved due to the existence of sulfur, and meanwhile, the MoDTC decomposition process is a heat absorption process, so that heat generated due to friction can be absorbed, and the effects of reducing the oil temperature and delaying oxidation are achieved.
Through search, the hexavalent molybdenum source, dialkyl amine and carbon disulfide are generally used as raw materials and prepared by a fractional step method, and a common method is described in a patent EP 0727429: and reacting the molybdenum oxide with a sodium hydrosulfide solution, and then adding sodium hydrosulfite to continue reacting to obtain an intermediate. And adding methanol and diisooctylamine into the intermediate, dropwise adding carbon disulfide, acidifying with sulfuric acid, and filtering to obtain the product. The prior art complex operation, the in-process has a large amount of waste water to produce, contains salt waste water, needs supporting salt effluent treatment plant that contains, and manufacturing cost is high, is unfavorable for the environmental protection.
Disclosure of Invention
The invention aims to solve the defects in the prior art and provides a synthetic method of an organic molybdenum additive.
In order to achieve the purpose, the invention adopts the following technical scheme:
A method for synthesizing organic molybdenum additive includes the following steps,
S1, adding 1 part by weight equivalent of molybdenum trioxide powder and 1.0-1.2 parts by weight equivalent of dialkyl amine into 3.0-4.0 parts by weight of solvent A under mechanical stirring, and reacting at 20-50 ℃ to obtain an intermediate;
S2, adding 1.52 parts by weight of solvent B, slowly dropwise adding 3.0-4.5 parts by weight of carbon disulfide, controlling the dropwise adding temperature at 10-35 ℃, heating the mixture to 50-120 ℃ after the dropwise adding is finished, reacting for 2-7 hours, recovering ethanol and generated water under reduced pressure for reuse, and filtering to obtain oily liquid.
Preferably, the ratio of the molybdenum trioxide, the dialkyl amine and the carbon disulfide is 1:1.05: 4.
Preferably, the solvent A and the solvent B are both organic solvents, mineral oils or synthetic oils.
Preferably, the solvent A and the solvent B are ethanol, toluene, xylene and 150SN base oil.
Preferably, the dihydrocarbylamine can be a single component or can be a mixture of two different dihydrocarbylamines.
Preferably, the dialkyl amine is diethylamine, dioctylamine, dipropylamine, dipentylamine, di-n-butylamine, diisobutylamine or dibenzylamine.
Preferably, the product has the following structural formula:
r 1 and R 2 can be the same group, can also be partially the same group, and even can be different groups.
Compared with the prior art, the invention has the beneficial effects that: the synthetic process does not produce a large amount of salt-containing wastewater, does not need a matched salt-containing wastewater treatment device, has low production cost, does not cause pollution to the environment, and is suitable for popularization and use.
Detailed Description
the technical solutions in the embodiments of the present invention will be clearly and completely described below, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all embodiments.
Example 1
the invention provides a synthetic method of an organic molybdenum additive, which comprises the steps of adding 2.88g of molybdenum trioxide, 3.6g of distilled water, 4.83g of dioctylamine and 10g of ethanol into a reaction bottle under mechanical stirring, stirring for about 2 hours at room temperature until the mixture is clear, adding 4.4g of 150SN base oil, cooling to 10-20 ℃, slowly dropwise adding 6.08g of carbon disulfide, reacting for two hours at 20-40 ℃, reacting for 5 hours at 90-110 ℃, recovering ethanol and generated water under reduced pressure for reuse, and filtering to obtain oily liquid, wherein the yield is 92.1%.
In this embodiment, the product has the following structural formula:
R 1 and R 2 can be the same group, can also be partially the same group, and even can be different groups.
Example 2
The invention provides a synthetic method of an organic molybdenum additive, which comprises the steps of adding 2.73g of molybdenum trioxide, 3.45g of distilled water, 4.67g of dioctylamine and 9g of ethanol into a reaction bottle under mechanical stirring, stirring for about 2 hours at room temperature until the mixture is clear, adding 4.25g of 150SN base oil, cooling to 10-25 ℃, slowly dropwise adding 6.04g of carbon disulfide, reacting for two hours at 20-35 ℃, reacting for 5.5 hours at 60-110 ℃, recovering ethanol and generated water under reduced pressure for reuse, and filtering to obtain oily liquid with the yield of 90.8%.
in this embodiment, the product has the following structural formula:
r 1 and R 2 can be the same group, can also be partially the same group, and even can be different groups.
Example 3
The invention provides a synthetic method of an organic molybdenum additive, which comprises the steps of adding 2.93g of molybdenum trioxide, 3.71g of distilled water, 4.88g of dioctylamine and 11g of ethanol into a reaction bottle under mechanical stirring, stirring for about 2 hours at room temperature until the mixture is clear, adding 4.5g of 150SN base oil, cooling to 10-20 ℃, slowly dropwise adding 6.15g of carbon disulfide, reacting for two hours at 25-40 ℃, reacting for 6 hours at 80-100 ℃, recovering ethanol and generated water under reduced pressure for reuse, and filtering to obtain oily liquid, wherein the yield is 91.7%.
In this embodiment, the product has the following structural formula:
R 1 and R 2 can be the same group, can also be partially the same group, and even can be different groups.
the synthetic process does not produce a large amount of salt-containing wastewater, does not need a matched salt-containing wastewater treatment device, has low production cost, does not cause pollution to the environment, and is suitable for popularization and use.
The above description is only for the preferred embodiment of the present invention, but the scope of the present invention is not limited thereto, and any person skilled in the art should be considered to be within the technical scope of the present invention, and the technical solutions and the inventive concepts thereof according to the present invention should be equivalent or changed within the scope of the present invention.
Claims (7)
1. A method for synthesizing an organic molybdenum additive is characterized by comprising the following steps,
S1, adding 1 part by weight equivalent of molybdenum trioxide powder and 1.0-1.2 parts by weight equivalent of dialkyl amine into 3.0-4.0 parts by weight of solvent A under mechanical stirring, and reacting at 20-50 ℃ to obtain an intermediate;
s2, adding 1.52 parts by weight of solvent B, slowly dropwise adding 3.0-4.5 parts by weight of carbon disulfide, controlling the dropwise adding temperature at 10-35 ℃, heating the mixture to 50-120 ℃ after the dropwise adding is finished, reacting for 2-7 hours, recovering ethanol and generated water under reduced pressure for reuse, and filtering to obtain oily liquid.
2. The method of synthesizing an organomolybdenum additive as claimed in claim 1, wherein the ratio of molybdenum trioxide, dihydrocarbylamine, and carbon disulfide is 1:1.05: 4.
3. the method for synthesizing organic molybdenum additive according to claim 1, wherein the solvent A and the solvent B are both organic solvent, mineral oil or synthetic oil.
4. The method for synthesizing organic molybdenum additive according to claim 3, wherein the solvent A and the solvent B are ethanol, toluene, xylene, 150SN base oil.
5. The method of claim 1, wherein the dialkyl amine is a single component or a mixture of two different dialkyl amines.
6. The method for synthesizing organic molybdenum additive according to claim 5, wherein the dialkyl amine is diethylamine, dioctylamine, dipropylamine, dipentylamine, di-n-butylamine, diisobutylamine or dibenzylamine.
7. The method for synthesizing the organo-molybdenum additive according to any one of claims 1 to 6 wherein the product has the following structural formula:
R 1 and R 2 can be the same group, can also be partially the same group, and even can be different groups.
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| CN201910697516.9A CN110551155A (en) | 2019-07-30 | 2019-07-30 | Synthetic method of organic molybdenum additive |
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| CN201910697516.9A CN110551155A (en) | 2019-07-30 | 2019-07-30 | Synthetic method of organic molybdenum additive |
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0638582A2 (en) * | 1993-08-13 | 1995-02-15 | Asahi Denka Kogyo Kabushiki Kaisha | A powdery molybdenum oxysulfide dithiocarbamate composition, a process for producing same, and a grease composition containing the composition |
| CN101137739A (en) * | 2005-03-01 | 2008-03-05 | R.T.范德比尔特公司 | Molybdenum dialkyldithiocarbamate composition and lubricating composition containing same |
| CN108504416A (en) * | 2018-03-27 | 2018-09-07 | 新乡市瑞丰新材料股份有限公司 | The preparation method of carbamic acid molybdenum lube oil additive |
-
2019
- 2019-07-30 CN CN201910697516.9A patent/CN110551155A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0638582A2 (en) * | 1993-08-13 | 1995-02-15 | Asahi Denka Kogyo Kabushiki Kaisha | A powdery molybdenum oxysulfide dithiocarbamate composition, a process for producing same, and a grease composition containing the composition |
| CN101137739A (en) * | 2005-03-01 | 2008-03-05 | R.T.范德比尔特公司 | Molybdenum dialkyldithiocarbamate composition and lubricating composition containing same |
| CN108504416A (en) * | 2018-03-27 | 2018-09-07 | 新乡市瑞丰新材料股份有限公司 | The preparation method of carbamic acid molybdenum lube oil additive |
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Application publication date: 20191210 |