CN106008606A - Highly active organic molybdenum compound, and preparation method and use method thereof - Google Patents
Highly active organic molybdenum compound, and preparation method and use method thereof Download PDFInfo
- Publication number
- CN106008606A CN106008606A CN201610368011.4A CN201610368011A CN106008606A CN 106008606 A CN106008606 A CN 106008606A CN 201610368011 A CN201610368011 A CN 201610368011A CN 106008606 A CN106008606 A CN 106008606A
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- CN
- China
- Prior art keywords
- organic
- group
- molybdenum
- amine
- mono
- Prior art date
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- Pending
Links
- 238000000034 method Methods 0.000 title claims abstract description 40
- 238000002360 preparation method Methods 0.000 title claims abstract description 19
- 239000005078 molybdenum compound Substances 0.000 title abstract description 7
- 150000002752 molybdenum compounds Chemical class 0.000 title abstract description 6
- 229910052750 molybdenum Inorganic materials 0.000 claims abstract description 145
- 239000011733 molybdenum Substances 0.000 claims abstract description 145
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims abstract description 120
- 230000000694 effects Effects 0.000 claims abstract description 35
- 229910052751 metal Inorganic materials 0.000 claims abstract description 30
- 239000002184 metal Substances 0.000 claims abstract description 30
- 239000007800 oxidant agent Substances 0.000 claims abstract description 19
- 230000001590 oxidative effect Effects 0.000 claims abstract description 16
- 239000000126 substance Substances 0.000 claims abstract description 15
- 238000001179 sorption measurement Methods 0.000 claims abstract description 11
- 230000000269 nucleophilic effect Effects 0.000 claims abstract description 7
- 230000008569 process Effects 0.000 claims abstract description 7
- 239000000047 product Substances 0.000 claims description 70
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 claims description 58
- 150000001412 amines Chemical class 0.000 claims description 57
- 125000003368 amide group Chemical group 0.000 claims description 48
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 30
- 238000006243 chemical reaction Methods 0.000 claims description 26
- 125000000217 alkyl group Chemical group 0.000 claims description 22
- 239000000463 material Substances 0.000 claims description 22
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 claims description 21
- 229920000768 polyamine Polymers 0.000 claims description 19
- 239000003795 chemical substances by application Substances 0.000 claims description 16
- 239000003513 alkali Substances 0.000 claims description 13
- 238000010521 absorption reaction Methods 0.000 claims description 12
- 239000006227 byproduct Substances 0.000 claims description 12
- 235000010299 hexamethylene tetramine Nutrition 0.000 claims description 12
- 239000004312 hexamethylene tetramine Substances 0.000 claims description 11
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 11
- 230000018044 dehydration Effects 0.000 claims description 10
- 238000006297 dehydration reaction Methods 0.000 claims description 10
- 235000015393 sodium molybdate Nutrition 0.000 claims description 10
- 239000011684 sodium molybdate Substances 0.000 claims description 10
- TVXXNOYZHKPKGW-UHFFFAOYSA-N sodium molybdate (anhydrous) Chemical compound [Na+].[Na+].[O-][Mo]([O-])(=O)=O TVXXNOYZHKPKGW-UHFFFAOYSA-N 0.000 claims description 10
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims description 9
- 239000002585 base Substances 0.000 claims description 9
- 239000000203 mixture Substances 0.000 claims description 9
- 229910052703 rhodium Inorganic materials 0.000 claims description 9
- 239000010948 rhodium Substances 0.000 claims description 9
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims description 9
- 229910052707 ruthenium Inorganic materials 0.000 claims description 9
- 229960001124 trientine Drugs 0.000 claims description 8
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 claims description 6
- 125000003277 amino group Chemical group 0.000 claims description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 6
- 238000000354 decomposition reaction Methods 0.000 claims description 6
- VKJKEPKFPUWCAS-UHFFFAOYSA-M potassium chlorate Chemical compound [K+].[O-]Cl(=O)=O VKJKEPKFPUWCAS-UHFFFAOYSA-M 0.000 claims description 6
- 239000012286 potassium permanganate Substances 0.000 claims description 6
- 238000011144 upstream manufacturing Methods 0.000 claims description 6
- 241001597008 Nomeidae Species 0.000 claims description 5
- 125000002252 acyl group Chemical group 0.000 claims description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
- 239000000376 reactant Substances 0.000 claims description 5
- 229910052713 technetium Inorganic materials 0.000 claims description 5
- GKLVYJBZJHMRIY-UHFFFAOYSA-N technetium atom Chemical compound [Tc] GKLVYJBZJHMRIY-UHFFFAOYSA-N 0.000 claims description 5
- RQMWVVBHJMUJNZ-UHFFFAOYSA-N 4-chloropyridin-2-amine Chemical group NC1=CC(Cl)=CC=N1 RQMWVVBHJMUJNZ-UHFFFAOYSA-N 0.000 claims description 4
- JBMKAUGHUNFTOL-UHFFFAOYSA-N Aldoclor Chemical group C1=C(Cl)C(S(=O)(=O)N)=CC2=C1NC=NS2(=O)=O JBMKAUGHUNFTOL-UHFFFAOYSA-N 0.000 claims description 4
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical group C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 4
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 4
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical group C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 4
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical group C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims description 4
- 125000002947 alkylene group Chemical group 0.000 claims description 4
- 150000004982 aromatic amines Chemical class 0.000 claims description 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
- JVEOCWZEOQDIIK-UHFFFAOYSA-N formic acid;molybdenum Chemical compound [Mo].OC=O JVEOCWZEOQDIIK-UHFFFAOYSA-N 0.000 claims description 4
- 125000004415 heterocyclylalkyl group Chemical group 0.000 claims description 4
- 125000002883 imidazolyl group Chemical group 0.000 claims description 4
- 125000004193 piperazinyl group Chemical group 0.000 claims description 4
- 229910052700 potassium Inorganic materials 0.000 claims description 4
- 239000011591 potassium Substances 0.000 claims description 4
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
- 239000011593 sulfur Substances 0.000 claims description 4
- 238000012546 transfer Methods 0.000 claims description 4
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 claims description 3
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 150000004985 diamines Chemical class 0.000 claims description 3
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 claims description 3
- AGGKEGLBGGJEBZ-UHFFFAOYSA-N tetramethylenedisulfotetramine Chemical compound C1N(S2(=O)=O)CN3S(=O)(=O)N1CN2C3 AGGKEGLBGGJEBZ-UHFFFAOYSA-N 0.000 claims description 3
- 229910052723 transition metal Inorganic materials 0.000 claims description 3
- 150000003624 transition metals Chemical class 0.000 claims description 3
- 101100410785 Arabidopsis thaliana PXG4 gene Proteins 0.000 claims description 2
- 101100410786 Arabidopsis thaliana PXG5 gene Proteins 0.000 claims description 2
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical group C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 claims description 2
- 238000001035 drying Methods 0.000 claims description 2
- 229910052758 niobium Inorganic materials 0.000 claims description 2
- 239000010955 niobium Substances 0.000 claims description 2
- GUCVJGMIXFAOAE-UHFFFAOYSA-N niobium atom Chemical compound [Nb] GUCVJGMIXFAOAE-UHFFFAOYSA-N 0.000 claims description 2
- 238000003825 pressing Methods 0.000 claims description 2
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 claims description 2
- 229910052721 tungsten Inorganic materials 0.000 claims description 2
- 239000010937 tungsten Substances 0.000 claims description 2
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 1
- 125000003386 piperidinyl group Chemical group 0.000 claims 1
- 238000005461 lubrication Methods 0.000 abstract description 4
- 150000002739 metals Chemical class 0.000 abstract description 4
- 230000009286 beneficial effect Effects 0.000 abstract 1
- 239000012986 chain transfer agent Substances 0.000 abstract 1
- 239000002131 composite material Substances 0.000 abstract 1
- 235000016768 molybdenum Nutrition 0.000 description 98
- 239000010687 lubricating oil Substances 0.000 description 34
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 24
- 238000013461 design Methods 0.000 description 15
- -1 molybdenum amine Chemical class 0.000 description 14
- 239000002199 base oil Substances 0.000 description 12
- 229960004011 methenamine Drugs 0.000 description 11
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 9
- 230000001050 lubricating effect Effects 0.000 description 9
- PQQKPALAQIIWST-UHFFFAOYSA-N oxomolybdenum Chemical compound [Mo]=O PQQKPALAQIIWST-UHFFFAOYSA-N 0.000 description 9
- 235000011054 acetic acid Nutrition 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 8
- 239000007788 liquid Substances 0.000 description 8
- 239000000654 additive Substances 0.000 description 7
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 description 6
- 230000000996 additive effect Effects 0.000 description 6
- 229910000476 molybdenum oxide Inorganic materials 0.000 description 6
- 239000003960 organic solvent Substances 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- APUPEJJSWDHEBO-UHFFFAOYSA-P ammonium molybdate Chemical compound [NH4+].[NH4+].[O-][Mo]([O-])(=O)=O APUPEJJSWDHEBO-UHFFFAOYSA-P 0.000 description 4
- 235000018660 ammonium molybdate Nutrition 0.000 description 4
- 239000011609 ammonium molybdate Substances 0.000 description 4
- 229940010552 ammonium molybdate Drugs 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 238000010504 bond cleavage reaction Methods 0.000 description 4
- 230000007017 scission Effects 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000001408 amides Chemical class 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- NAGJZTKCGNOGPW-UHFFFAOYSA-N dithiophosphoric acid Chemical compound OP(O)(S)=S NAGJZTKCGNOGPW-UHFFFAOYSA-N 0.000 description 3
- 125000000524 functional group Chemical group 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 230000008450 motivation Effects 0.000 description 3
- 239000010705 motor oil Substances 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- DPBLXKKOBLCELK-UHFFFAOYSA-N pentan-1-amine Chemical compound CCCCCN DPBLXKKOBLCELK-UHFFFAOYSA-N 0.000 description 3
- 150000003053 piperidines Chemical group 0.000 description 3
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 2
- 102100030393 G-patch domain and KOW motifs-containing protein Human genes 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 230000003026 anti-oxygenic effect Effects 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 238000002485 combustion reaction Methods 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 239000000295 fuel oil Substances 0.000 description 2
- 235000011167 hydrochloric acid Nutrition 0.000 description 2
- 229910052982 molybdenum disulfide Inorganic materials 0.000 description 2
- JKQOBWVOAYFWKG-UHFFFAOYSA-N molybdenum trioxide Chemical compound O=[Mo](=O)=O JKQOBWVOAYFWKG-UHFFFAOYSA-N 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 229960001860 salicylate Drugs 0.000 description 2
- 239000001117 sulphuric acid Substances 0.000 description 2
- 235000011149 sulphuric acid Nutrition 0.000 description 2
- 239000011975 tartaric acid Substances 0.000 description 2
- 235000002906 tartaric acid Nutrition 0.000 description 2
- 150000003557 thiazoles Chemical class 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 240000002853 Nelumbo nucifera Species 0.000 description 1
- 235000006508 Nelumbo nucifera Nutrition 0.000 description 1
- 235000006510 Nelumbo pentapetala Nutrition 0.000 description 1
- SKZKKFZAGNVIMN-UHFFFAOYSA-N Salicilamide Chemical class NC(=O)C1=CC=CC=C1O SKZKKFZAGNVIMN-UHFFFAOYSA-N 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 description 1
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000005304 joining Methods 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- KHYKFSXXGRUKRE-UHFFFAOYSA-J molybdenum(4+) tetracarbamodithioate Chemical compound C(N)([S-])=S.[Mo+4].C(N)([S-])=S.C(N)([S-])=S.C(N)([S-])=S KHYKFSXXGRUKRE-UHFFFAOYSA-J 0.000 description 1
- WHQSYGRFZMUQGQ-UHFFFAOYSA-N n,n-dimethylformamide;hydrate Chemical compound O.CN(C)C=O WHQSYGRFZMUQGQ-UHFFFAOYSA-N 0.000 description 1
- 229910017464 nitrogen compound Inorganic materials 0.000 description 1
- 150000002830 nitrogen compounds Chemical class 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 150000002926 oxygen Chemical class 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 230000002277 temperature effect Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
-
- 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
- C10M139/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing atoms of elements not provided for in groups C10M127/00 - C10M137/00
-
- 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
- C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
- C10M2227/09—Complexes with metals
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/12—Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/54—Fuel economy
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/76—Reduction of noise, shudder, or vibrations
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Lubricants (AREA)
Abstract
The invention discloses a highly active organic molybdenum compound, and a preparation method and a use method thereof. The organic molybdenum compound is formed through intramolecularly grafting molybdenum (Mo) with S=C-S groups, and has a general chemical formula (1); and in the formula (1), molybdenum (Mo) is adopted as a nucleophilic center, and the periphery of Mo is grafted with two S=C-S groups to make the molecular structure of the above product have -S-Mo-S characteristic. The adsorption effect of polar groups on metals is used as a key part, and free -S-C=S polar groups are grafted, so the product rapidly forms a film in an engine, so a user feels an obvious effect; a composite chain transfer agent and an oxidant are introduced, and the working condition of the engine is used to generate a large amount of beneficial polar groups in the use process of the engine, so the lubrication performance is enhanced and improved, thereby the full process in the invention is complete.
Description
Technical field
The present invention relates to a kind of new organic molybdenum and preparation and application thereof, especially it improves as friction
Agent preparation and purposes comprise the lubricating composition of described compound.Belong to new material technology field.
Background technology:
Organic-molybdenum is dialkyl dithiophosphoric acid oxygen molybdenum, molybdenum dialkyldithiocarbamacompositions, molybdenum amine complex, molybdenum naphthenate,
The general name of the oil-soluble organo-molybdenum compounds such as alkyl salicylate molybdenum.
Organic-molybdenum mainly has dialkyl dithiophosphoric acid oxygen molybdenum, nitrogenous dialkyl dithiophosphoric acid oxygen molybdenum, dialkyl group at present
Molybdenum dithiocarbamate, molybdenum amine complex, molybdenum naphthenate, alkyl salicylate molybdenum.
The lubrication antifriction mechanism of organic-molybdenum is the most relevant with the polished surface of friction pair, and on the surface of friction pair, it is born at height
The each point of lotus pressure, most advanced and sophisticated generation chemical reaction, promote organic-molybdenum to decompose, decomposite MOS2 and some phosphide, sulfide, nitrogen
Compounds etc., these products are dispersed in oil solvent, adsorb and are deposited on rubbing surface, and MOS2 forms film and covers in wear-resistant friction layer
On, thus reach antifriction, and wear-resistant, the effect of lubrication.
Now with the update of lubricating oil, the application of organic-molybdenum is gradually extensive, abroad for organic-molybdenum research and development relatively
Early, and just have been widely used for I. C. engine oil in the nineties, in North America, West Europe and Japan attaching importance to environmental protection all especially, so
Application comparison is extensive, and the application of domestic organic-molybdenum is after 2000, but is not the most used widely.
The enterprise producing organic-molybdenum on the whole is fewer, mainly has Vanderbilt, Rhein chemistry, Japan's rising sun electrification, and state
Interior mainly Pacific Ocean associating [Beijing] petrochemical industry.But existing organic-molybdenum lacks activity, causes being added into lubricating oil
In, produced effect is not it is obvious that it is thus desirable to improved further.
Be not found to have the patent literature constructed with the present invention by patent retrieval, related to the present invention is main
Have following:
1, Patent No. CN200880003804.X, entitled " organic molybdenum and the fluid composition containing this compound "
Patent of invention, which discloses a kind of organic molybdenum and containing the fluid composition of this compound, for organic molybdenum, its
Purposes as friction improver and the lubricating composition containing described compound.Described organic molybdenum can be by shown
Formula (1) represent, wherein A1 and A2 is can be with the heterocycle of substituent group.
2, Patent No. CN201310491136.2, entitled " preparation method of a kind of oil-soluble organic molybdenum additive "
Patent of invention, which disclose the preparation method of a kind of oil-soluble organic molybdenum additive first with sexavalence molybdenum source with and equimolar
Alkali substance reaction is to being completely dissolved, and then with alkylated salicylamide acid reaction, sexavalence molybdenum source is 1 with the mol ratio of alkyl salicylate:
0.5～1.5；Sexavalence molybdenum source: acetone, benzene, toluene, water or N,N-dimethylformamide press 1:100～2000；Add catalyst C1
～the single methanol of C20 or polyhydric alcohol, or C1～C10 glycidyl ether；React 3～10 hours at room temperature～200 DEG C.This invention will
Have antifriction, the molybdenum element of antioxygenic property and have detergent-dispersant performance can alkyl salicylate organically combine, preparation organic
Molybdenum additives had both had antifriction, antioxygenic property, was not easily formed deposit simultaneously.
3, Patent No. CN200880003729.7, entitled " organic molybdenum and the lubrication group containing described compound
Compound " patent of invention, which disclose a kind of organic molybdenum and containing the lubricating composition of described compound, by as follows
Cyclopentadienyl group molybdenum six-carbonyl complex that formula (1) represents, in this formula, R1-R10 represents independently of one another and is selected from
The group of hydrogen, methyl and ethyl；It can be used as the lubricating additive without p and s, and it increases coefficient of friction and controls wet
The friction of formula clutch, the most optimally provides the friction improver comprising described compound.
Though these patents above-mentioned have been directed to organic molybdenum, some organic molybdenums are wherein also related to
Improvement, but these organic molybdenums the most effectively solve the activity problems of organic-molybdenum, therefore in adding lubricating oil
During as additive, its effect is the most undesirable, and the action-reaction forming protection is inconspicuous, takes long enough the most effective, institute
With it is still necessary to improved.
Summary of the invention
The purpose of the present invention is exactly the problem not enough according to activity existing for current organic molybdenum, and proposing one can have
Effect improves the activity of organic molybdenum, quickly improves the greasy property of lubricating oil, and the obvious high activity of using effect is organic
Molybdenum compound and preparation method thereof and using method.
According to foregoing invention purpose, technical scheme proposed by the invention is: a kind of high activity organic molybdenum, described
Organic molybdenum carries out being grafted interior structure by intramolecular " S=C mono-S-" group and molybdenum " Mo ", the chemistry of organic molybdenum
Formula (1) is as follows:
In this formula, with molybdenum " Mo " as nucleophilic center, " Mo " has around been grafted two " S=C mono-S-" groups, makes invention product divide
Minor structure has the feature (configuration of similar " molybdenum bisuphide " and feature) of "-S-Mo-S-"；Wherein, organic many ammoniums with
An organic ammonium " S=C mono-S-" group and molybdenum " Mo " are grafted, and form alkyl polyamine Quito sulfur state formic acid molybdenum；Product molecule is tied
Containing multiple amidos (containing the most several amidos of y) in structure, more " S=C mono-S-" polar group, the suction to metal can be grafted
Attached power is higher, and heat stability is more preferable.
Further, in described formula, R1 is an organic amine groups；R is organic polyamine group；R1 and R is and amine
The group that base connects, including the group being connected with fatty amine, the group being connected with virtue amide and aromatic amine, is connected with virtue fat amine
Group, the group being connected with quaternary amine；Upstream materials include: straight chained alkyl, branched alkyl, phenyl and benzene alkyl, cycloalkyl and
Heterocyclylalkyl and acyl group, alkylene and polyenoid alkyl, also include: azole group；Thiophene class group；Piperazine class group；Thiazoles base
Group；Thiazide group；Pyroles group；Piperidines group；Morpholine class group；Pyridines group；Imidazole group.
Further, described formula (1) has 1 molybdenum (Mo)；3 " S=C mono-S-" groups of total cograft around molybdenum,
Make a total of 3 " S=C mono-S-" groups in product molecule structure, can be reduced in product molecule structure containing 3 SCS or class
Group like SCS；The most independent " S=C mono-S-" group is polar group, and metal is had adsorption.
Further, in described formula, R is organic polyamine group；The multiple of quantity y of amido determines；That is
Containing multiple amidos in product molecule structure；The upstream materials producing R organic polyamine group are organic polyamine and organic many acyls
Amine, including: organic diamine, organic diamide, organic triamine, organic Disnalon (Ferrer)., organic tetramine, organic five amine；Diethylenetriamine,
Triethylene tetramine, TEPA, five hexamine and hexamethylenetetramine.
Further, the amido that R connects is grafted " multiple S=C mono-S-" group the most respectively, makes in product molecule structure
Containing " multiple S=C mono-S-" group；Or again on these " S=C mono-S-" groups, then it is grafted " multiple Mo ", make product molecule structure
In not only contain " multiple (S=C mono-S-) group ", possibly together with " multiple " Mo；The derivant of multiple formula (1) will be generated respectively；
Further, described is also grafted with " CLO4 " oxidizer radicals on the amido being connected with R, and divides at product
Minor structure is also grafted with one " W ", generates the derivant of formula (1)；Described " W " is " metal such as tungsten, niobium, technetium, ruthenium, rhodium
And transition metals "；Double decomposition and key by " organic R-N-W " structural material, beneficially unsaturated double-bond are shifted.
The preparation method of a kind of organic molybdenum, uses two kinds of organic amines to react with Carbon bisulfide and sodium molybdate, adds
Oxidant, alkali and chain-transferring agent are mixed with out the organic molybdenum with chemical general formula (1).
Two kinds of described organic amines are respectively adopted the organic amine 2 of the organic amine 1 containing an amido and multiple amido.
The weight of material proportioning of organic molybdenum is as follows:
Organic amine 1 (1-xy) moL
Organic amine 2 0.1--1moL
Carbon bisulfide 23 xy moL
Molybdenum source 0.5--xy moL
Alkali 2--3 xy moL
Wherein, the quantity of amido in R group during xy is product molecule；
Oxidant is chosen by product total amount 0.2-3 ‰；Chain-transferring agent is chosen by product total amount 0.2-2 ‰.
Further, described oxidant is in potassium permanganate, potassium chlorate, potassium hyperchlorate, potassium chlorate or potassium hyperchlorate
Any one or two or more mixture；Described chain-transferring agent is organic ruthenium, organic technetium or organic rhodium.
Further, described technological process is as follows:
1) by uniform to load weighted " organic amine 1 " and " organic amine 2 " mix, then 3 hours are reacted with " Carbon bisulfide "；It is then added to alkali
Solution reacts about 4 hours；
2) load weighted molybdenum source is dissolved in sodium hydroxide solution, makes sodium molybdate solution；
3) sodium molybdate solution is joined together with organic ruthenium reaction about 2 hours in above-mentioned " reaction system "；Again to reactant
System adds " oxidant ", temperature is increased to about 40--80 DEG C, adjusts pH value with acid, pH value is adjusted to PH=9；Again will
Hot blast drying after reaction mass filter pressing；Or in suction vacuum hydroextractor, (dehydration temperaturre controls on 80 DEG C of left sides to carry out vacuum dehydration
Right).
A kind of using method of organic molybdenum, for Motor Protect, using method is as follows:
With " base oil " or " high boiling organic solvent ", organic molybdenum is dissolved in 80 DEG C, make that " organic-molybdenum is organic
Liquid "；This " organic-molybdenum liquid " can be directly appended to " electromotor " the inside, and addition is: organic molybdenum is electromotor inner engine oil
The 0.5--4 ‰ of consumption.Adding fashionable, the temperature of " base oil " system is less than 90 DEG C, utilizes metal to organic molybdenum pole
Property group and polar molecule there is adsorption, make lubricating oil form the lubricating oil that thick layer is real in the metal surface of mechanical part
Film, effectively plays protection and improves the effect of greasy property.
The using method of a kind of organic molybdenum, is used for lubricating oil additive, and using method is as follows:
With " base oil " or " high boiling organic solvent ", organic molybdenum is dissolved in 80 DEG C, make that " organic-molybdenum is organic
Liquid "；This " organic-molybdenum liquid " can be directly appended in " lubricating base oils ", and addition is: organic molybdenum is lubricating oil total amount
0.5--4 ‰.Adding fashionable, the temperature of " base oil " system is less than 90 DEG C, utilizes metal to organic molybdenum polar group
Group and polar molecule have adsorption, make lubricating oil form the lubricating oil film that thick layer is real in the metal surface of mechanical part,
Effectively play protection and improve the effect of greasy property.
It is an advantage of the current invention that:
The present invention produces active organic molybdenum, utilizes organic to containing polar group and polar molecule of metal
Molybdenum compound molecule has this feature of adsorption, and having invented can be quickly to electromotor (engine internal mechanical part metal watch
Face) form abundant lubricating film protection, and lubricating oil can be catalyzed by " functional product " of patent, quickly improves lubricating oil
The method of greasy property---utilize the method to can be designed that many factory formulas, utilize these formula can produce perhaps
Multi-functional product；Utilize these functional products to be added on inside electromotor or be added on inside the lubricating oil of electromotor, energy
Improving greasy property, reduce mechanical wear, reduce engine noise, improve electromotor and exert oneself, reduce fuel oil consumption, prolongation is started
Machine service life.The present invention is used to have a following advantage:
1, the formula utilizing the method to design, the functional product produced, there is good intermiscibility with lubricating oil, can be completely
Together with being dissolved in lubricating oil.
, utilize the formula that the method designs, the functional product produced, be added to inside lubricating oil, can be in the short time
Inside significantly improve greasy property, and effect is obvious.
, utilize the formula that the method designs, the functional product produced, after being added to inside electromotor, at automobile still
Before not starting, just can form the comprehensive protection to engine.
, utilize the formula that the method designs, the functional product produced, after being added to inside electromotor, can improve and send out
Exerting oneself of motivation, and effect substantially (obvious sense is but arrived car and driven effectively, light).
, utilize the formula that the method designs, the functional product produced, after being added to inside electromotor, can substantially drop
The noise of low electromotor (being added to inside electromotor, after engine start a few minutes, engine sound immediately just lowers,
There is obvious effect).
, utilize the formula that the method designs, the functional product produced, after being added to inside electromotor, combustion can be saved
Oil 10--30%(measuring).
, utilize the formula that the method designs, the functional product produced, after being added to inside electromotor, can isolate and send out
Motivation mechanical part and the corrosive medium in lubricating oil system, extend the service life of electromotor.
Detailed description of the invention
Below in conjunction with embodiment, the present invention will be further described.
Embodiment one
A kind of high activity organic molybdenum, described organic molybdenum is by intramolecular " S=C mono-S-" group and molybdenum " Mo "
Carrying out being grafted interior structure, the chemical general formula (1) of organic molybdenum is as follows:
In this formula, with molybdenum " Mo " as nucleophilic center, " Mo " has around been grafted two " S=C mono-S-" groups, makes invention product divide
Minor structure has the feature (configuration of similar " molybdenum bisuphide " and feature) of "-S-Mo-S-"；Wherein, organic many ammoniums with
An organic ammonium " S=C mono-S-" group and molybdenum " Mo " are grafted, and form alkyl polyamine Quito sulfur state formic acid molybdenum；Product molecule is tied
Containing multiple amidos (containing the most several amidos of y) in structure, more " S=C mono-S-" polar group, the suction to metal can be grafted
Attached power is higher, and heat stability is more preferable.
Further, in described formula, R1 is an organic amine groups；R is organic polyamine group；R1 and R is and amine
The group that base connects, including the group being connected with fatty amine, the group being connected with virtue amide and aromatic amine, is connected with virtue fat amine
Group, the group being connected with quaternary amine；Upstream materials include: straight chained alkyl, branched alkyl, phenyl and benzene alkyl, cycloalkyl and
Heterocyclylalkyl and acyl group, alkylene and polyenoid alkyl, also include: azole group；Thiophene class group；Piperazine class group；Thiazoles base
Group；Thiazide group；Pyroles group；Piperidines group；Morpholine class group；Pyridines group；Imidazole group.
Further, described formula (1) has 1 molybdenum (Mo)；3 " S=C mono-S-" groups of total cograft around molybdenum,
Make a total of 3 " S=C mono-S-" groups in product molecule structure, can be reduced in product molecule structure containing 3 SCS or class
Group like SCS；The most independent " S=C mono-S-" group is polar group, and metal is had adsorption.
Further, in described formula, R is organic polyamine group；The multiple of quantity y of amido determines；That is
Containing multiple amidos in product molecule structure；The upstream materials producing R organic polyamine group are organic polyamine and organic many acyls
Amine, including: organic diamine, organic diamide, organic triamine, organic Disnalon (Ferrer)., organic tetramine, organic five amine；Diethylenetriamine,
Triethylene tetramine, TEPA, five hexamine and hexamethylenetetramine.
The preparation method of a kind of organic molybdenum, uses two kinds of organic amines to react with Carbon bisulfide and sodium molybdate, adds
Oxidant, alkali and chain-transferring agent are mixed with out the organic molybdenum with chemical general formula (1).
Two kinds of described organic amines are respectively " organic amine 1 of the organic amine containing an amido " and " containing four amidos
The organic amine 2 of organic amine ".
The chemical equation of invention product is:
R1NH2+RN4H8+MoO3+CS2+NaOH+HClO4+HCl+W→
R1NH(CS2Mo2O2S2C) 2N4(S2C) 2RH2
In described formula, R1 uses straight chained alkyl, and R is also to use straight chained alkyl.
Described molybdenum 2 (Mo) a total of 6 its versions around are reduced to the group of " SCS ".
The preparation method of a kind of organic molybdenum, uses organic amine 1, organic amine 2, Carbon bisulfide and the reaction of molybdenum source, adds
Enter oxidant, alkali and chain-transferring agent and be mixed with out the organic molybdenum with chemical general formula (1).
Described organic amine 1 is " butylamine " containing an amido；Described organic amine 2 is " six containing four amidos
Methenamine ".
The raw material weight proportioning of organic molybdenum is as follows:
Butylamine: 1 moL
Hexamethylenetetramine: 1moL
Carbon bisulfide 6moL
Molybdenum oxide 2moL
Sodium hydroxide 6.2 moL
Acetic acid 5.8 moL；
Oxidant is potassium chlorate, chooses by product total amount 0.5 ‰；
Chain-transferring agent is organic ruthenium, chooses by product total amount 0.5 ‰.
Described technological process is as follows:
1) load weighted butylamine and " hexamethylenetetramine " mixing are reacted 3 hours with Carbon bisulfide；Again and sodium hydroxide solution
React about 2 hours.
2) load weighted molybdenum oxide is dissolved in sodium hydroxide solution, makes sodium molybdate solution.
3) sodium molybdate solution is joined together with organic ruthenium above-mentioned steps 1) reactant reacts about 1 hour；Again to
Reaction system adds potassium chlorate, temperature is increased to about 80 DEG C, adjust with acetic acid (or sulphuric acid, hydrochloric acid, acetic acid, tartaric acid)
PH value, adjusts pH value to PH=9；Again by reaction mass suction vacuum hydroextractor, (dehydration temperaturre controls to carry out vacuum dehydration
At about 80 DEG C).
The organic molybdenum prepared in this way may be used for Motor Protect, and using method is as follows:
A kind of organic molybdenum may be used for Motor Protect, and using method is as follows:
With " base oil " or " high boiling organic solvent ", organic molybdenum is dissolved in 80 DEG C, make that " organic-molybdenum is organic
Liquid "；This " organic-molybdenum liquid " can be directly appended to " electromotor " the inside, and addition is: organic molybdenum is electromotor inner engine oil
The 0.5--4 ‰ of consumption.Adding fashionable, the temperature of " base oil " system is less than 90 DEG C, utilizes metal to organic molybdenum pole
Property group and polar molecule there is adsorption, make lubricating oil form the lubricating oil that thick layer is real in the metal surface of mechanical part
Film, effectively plays protection and improves the effect of greasy property.
The using method of a kind of organic molybdenum, is used for lubricating oil additive, and using method is as follows:
With " base oil " or " high boiling organic solvent ", organic molybdenum is dissolved in 80 DEG C, make that " organic-molybdenum is organic
Liquid "；This " organic-molybdenum liquid " can be directly appended in " lubricating base oils ", and addition is: organic molybdenum is lubricating oil total amount
0.5--4 ‰.Adding fashionable, the temperature of " base oil " system is less than 90 DEG C, utilizes metal to organic molybdenum polar group
Group and polar molecule have adsorption, make lubricating oil form the lubricating oil film that thick layer is real in the metal surface of mechanical part,
Effectively play protection and improve the effect of greasy property.
Embodiment two:
Embodiment two is essentially the same with the principle of embodiment one, and the most described material is a kind of high activity organic molybdenum
(alkyl polythio formic acid molybdenum), the chemical general formula (2) of described organic molybdenum is as follows:
In this formula, with molybdenum " Mo " as nucleophilic center, " Mo " has around been grafted two " S=C mono-S-" groups, makes invention product divide
Minor structure has the feature (configuration of similar " molybdenum bisuphide " and feature) of "-S-Mo-S-",
Containing 6 amidos in product molecule structure of the present invention, respectively: R1 and R2 has been grafted an amido；R has been grafted 4
Amido, makes in product molecule structure containing 6 amidos.
Further, in described formula, R1 with R is the identical or group that differs connected with amido, including " with fat
The group that fat amine connects, the group being connected with virtue amide and aromatic amine, the group being connected with virtue fat amine, the base being connected with quaternary amine
Group ", including: straight chained alkyl, branched alkyl, phenyl and benzene alkyl, cycloalkyl and Heterocyclylalkyl and acyl group, alkylene and polyenoid
Alkyl；Also include: azole group；Thiophene class group；Piperazine class group；Thiazoles group；Thiazide group；Pyroles group；Piperidines
Class group；Morpholine class group；Pyridines group；Imidazole group.
The preparation method of a kind of organic molybdenum, uses two kinds of organic amines to react with Carbon bisulfide and sodium molybdate, adds
Oxidant, alkali and chain-transferring agent are mixed with out the organic molybdenum with chemical general formula (1).
Two kinds of described organic amines are respectively " organic amine 1 of the organic amine containing an amido " and " containing four amidos
The organic amine 2 of organic amine ".
In described formula, R1 uses phenyl, and R is alkyl.
Described molybdenum (Mo) a total of 6 its configurations around are reduced to the group of " SCS ".
The preparation method of a kind of organic molybdenum, uses organic amine 1, organic amine 2, Carbon bisulfide and the reaction of molybdenum source, adds
Enter oxidant, alkali and chain-transferring agent and be mixed with out the organic molybdenum with chemical general formula (1).
Described organic amine 1 is " benzamide " containing an amido；Described organic amine 2 is containing four amidos
" hexamethylenetetramine ".
The weight of material proportioning of organic molybdenum is as follows:
Benzamide 2 moL
Hexamethylenetetramine 1moL
Carbon bisulfide 7moL
Molybdenum oxide 2moL
Sodium hydroxide 7.5 moL
Acetic acid 7 moL
Potassium permanganate is chosen by product total amount 0.5 ‰
Organic rhodium is chosen by product total amount 0.2 ‰
Described technological process is as follows:
1) load weighted " benzamide " and " hexamethylenetetramine " mixing is reacted 3 hours, then and sodium hydroxide with Carbon bisulfide
React about 2 hours.
2) load weighted molybdenum oxide is dissolved in ammonia, makes ammonium molybdate solution.
3) ammonium molybdate solution is joined together with organic rhodium above-mentioned steps 1) reactant reacts about 1 hour；Again to
Reaction system adds potassium permanganate, temperature is increased to about 80 DEG C, adjust with acetic acid (or sulphuric acid, hydrochloric acid, acetic acid, tartaric acid)
Whole pH value, it must be alkaline for being adjusted by pH value to PH=9-10()；Again by reaction mass suction vacuum hydroextractor, carry out vacuum
Dehydration (dehydration temperaturre controls at about 80 DEG C).
4) the product base oil after dehydrate or organic solvent are diluted.
The organic molybdenum prepared in this way may be used for Motor Protect, and using method is as follows:
The using method of a kind of organic molybdenum is as embodiment one.
Embodiment three
Embodiment three is essentially the same with the principle of embodiment one, and the most described material is different, organic for a kind of high activity
Molybdenum compound formula (3):
In this formula, with molybdenum " Mo " as nucleophilic center, " Mo " has around been grafted two " S=C mono-S-" groups, makes invention product divide
Minor structure has the feature (configuration of similar " molybdenum bisuphide " and feature) of "-S-Mo-S-"；
Containing 5 amidos in invention product molecule structure, time respectively: R1 has been grafted 1 amido, and R is " alkyl triethylene tetramine base
Group ", have 4 amidos, make in invention product molecule structure containing 5 amidos；
In product molecule structure, 4 " S=C mono-S-" groups of total cograft, make a total of 4 " S=C mono-in product molecule structure
S-" group, and 2 the most independent " S=C mono-S-" groups are polar group, and metal is had adsorption；
In described formula, R1 is straight chained alkyl, and R is alkyl alkylene (alkyl triethylene tetramine base).
In described molecular structure, molybdenum (Mo) a total of 4 its configurations around are reduced to the group of " SCS ".
The preparation method of a kind of organic molybdenum, uses organic amine 1, organic amine 2, Carbon bisulfide and the reaction of molybdenum source, adds
Enter oxidant, alkali and chain-transferring agent and be mixed with out the organic molybdenum with chemical general formula (1).Described organic amine 1 is
Amylamine containing an amido；Described organic amine 2 is the organic polyamine containing four amidos: " triethylene tetramine ".
The weight of material proportioning of organic molybdenum is as follows:
Amylamine 1.5 moL
Triethylene tetramine 1.5 moL
Carbon bisulfide 3moL
Molybdenum oxide 1moL
Sodium hydroxide 3 moL
Acetic acid 2.8 moL
Potassium permanganate is chosen by product total amount 0.5 ‰
Organic rhodium is chosen by product total amount 0.2 ‰
Described technological process is as follows:
1) load weighted " amylamine " and " triethylene tetramine " mixing is reacted 3 hours with Carbon bisulfide, then react 2 with sodium hydroxide
About hour.
2) load weighted molybdenum oxide is dissolved in ammonia, makes ammonium molybdate solution.
3) ammonium molybdate solution is joined together with organic rhodium above-mentioned steps 1) reactant reacts about 1 hour；Again to
Reaction system adds potassium permanganate, temperature is increased to about 80 DEG C, adjusts pH value with acetic acid, pH value is adjusted to PH=9-
10(must be alkalescence)；Again by reaction mass suction vacuum hydroextractor, carrying out vacuum dehydration, dehydration temperaturre controls at 70-90
About DEG C.
4) the product base oil after dehydrate or organic solvent are diluted.
The organic molybdenum prepared in this way may be used for Motor Protect, and using method is as follows:
The using method of a kind of organic molybdenum is as embodiment one.
Embodiment four:
Embodiment four is essentially the same with the principle of embodiment one, and the most described material proportioning is different, organic molybdenum
Weight of material proportioning as follows:
Butylamine (1-xy) moL
Hexamethylenetetramine 0.1--1moL
Carbon bisulfide 23 xy moL
Molybdenum source 0.5--xy moL
Alkali 2--3 xy moL
Wherein, the quantity of amido in R group during xy is product molecule；
Oxidant is chosen by product total amount 0.2-3 ‰；Chain-transferring agent is chosen by product total amount 0.2-2 ‰.
Above example is simply to illustrate that the present invention, cited some more preferably detailed description of the invention, this area skill
The usual variations and alternatives that art personnel are carried out in the range of the technical program should comprise within the scope of the present invention.
It is an advantage of the current invention that: the present invention takes active organic molybdenum so that metal is to containing polarized
The organic molecule of group and polar molecule has adsorption, can be quickly to electromotor (engine internal mechanical part metal watch
Face) form abundant lubricating film protection, and lubricating oil can be catalyzed by " functional product " of patent, quickly improves lubricating oil
The method of greasy property---utilize the method to can be designed that many factory formulas, utilize these formula can produce perhaps
Multi-functional product；Utilize these functional products to be added on inside electromotor or be added on inside the lubricating oil of electromotor, energy
Improving greasy property, reduce mechanical wear, reduce engine noise, improve electromotor and exert oneself, reduce fuel oil consumption, prolongation is started
Machine service life.The present invention is used to have a following advantage:
1, the present invention has raw material sources extensively, and can use the most general machine that common are amine and polyamines and organic phenol
Class, low price, make product cost reduce, it is simple to popularize application in an all-round way；
2, it is easy in the molecular structure of product and derivant, design and be grafted more "-S-C=S-" polar group, makes invention
Product is higher to the absorption affinity of metal surface, makes greasy property more preferable, and effect becomes apparent from；
3, on the amido of same molecule, utilizing "-S-C=S-" group and " Mo " to carry out grafting and interior structure, invention product will
There is more preferable heat stability.
4, the formula utilizing the method to design, the functional product produced, there are good intermiscibility, energy with lubricating oil
Together with being dissolved in lubricating oil completely.
5, the formula utilizing the method to design, the functional product produced, it is added to inside lubricating oil, can be in the short time
Inside significantly improve greasy property, and effect is obvious.
6, the formula utilizing the method to design, the functional product produced, after being added to inside electromotor, at automobile still
Before not starting, just can form the comprehensive protection to engine.
7, the formula utilizing the method to design, the functional product produced, after being added to inside electromotor, can improve and send out
Exerting oneself of motivation, and effect substantially (obvious sense is but arrived car and driven effectively, light).
8, the formula utilizing the method to design, the functional product produced, after being added to inside electromotor, can substantially drop
The noise of low electromotor (being added to inside electromotor, after engine start a few minutes, engine sound immediately just lowers,
There is obvious effect).
9, the formula utilizing the method to design, the functional product produced, after being added to inside electromotor, combustion can be saved
Oil 10--30%(measuring).
10, the formula utilizing the method to design, the functional product produced, after being added to inside electromotor, can isolate
Mechanical engine members and the corrosive medium in lubricating oil system, extend the service life of electromotor.
In use, the reaction of CS2 and amido, grafted polar group in the carbochain containing amido are on the one hand utilized
(-S-C=S) group (see: chemical equation and product structural formula)；This polarity (-S-C=S) group, starts joining
After inside machine, the most immediately engine machinery parts metals surface can be formed absorption, the purpose of initial protection before reaching engine start.
On the other hand, by grafting, decomposing, double decomposition, Functional group interconversion waits sequence chemical reaction and means, functional
Containing partial oxidation agent group (-CLO4) and unsaturation (C=S) double bond in product material molecule；This oxygen being grafted on molecule
Agent (-CLO4) group, when, after engine start, decomposing under working temperature effect, directly carries out oxygen to (C=S) double bond
Changing, make (C=S) double bond scission of link, become polar group, in formation system, Organic substance three-dimensional is adsorbed and to engine machinery parts metals
The absorption on surface.
Simultaneously also by grafting, decomposing, double decomposition, Functional group interconversion waits sequence chemical reaction and means, makes functional
Containing part organic-molybdenum (R-N--C-S-Mo-s-) in product material molecule；This organic-molybdenum is " unsaturated double-bond generation subdivision
Solve reaction and the good catalyst of chain tra nsfer ", it can promote the unsaturated double-bond in " lubricating oil system " that transfer and subdivision occur
Solve, form new organic structure, then under the working condition of electromotor, make double bond generation scission of link, form new free polarity and divide
Sub and new polar group, strengthens the absorption to engine machinery parts metals surface；And, these products also have very itself
Good greasy property, can provide good lubricant effect to mechanical engine members after absorption film-forming.
And in " functional product material " system, adding the transition metal such as organic ruthenium or organic technetium, organic rhodium has
Machine compound, is formed " compound unsaturated chain transfer catalyst " with the organic-molybdenum in system, and catalytic effect obtains the biggest proposing
High；Make the double bond in system be subjected to displacement and scission of link, produce new polar molecule and polar group；Form a large amount of free polarity
Molecule, strengthens the absorption to engine components metal surface.
Also by chemical reaction and means such as grafting, decomposition, double decomposition, Functional group interconversion, at " the product thing of functional product
Matter molecule " middle the segment polarity (-S-C=S) group being grafted, machinery is touched mill and stimulates very sensitive, after engine start,
During electromotor work, the mechanical movement such as touching and can stimulate it between piston and cylinder sleeve, makes polarity (-S-C=S) group activation, and
Produce scission of link, form free polar molecule and polar group, strengthen the mechanical part metal surface that engine is moved
Absorption.
In the organic-molybdenum of the present invention, after the engine started, working temperature can make it to the oxidizer radicals (-CLO4) of grafting
Decompose, discharge active oxygen, direct oxidation C=S double bond, make C=S double bond become "-C-S-" polar group, add " merit
Can property product material " there are the good intermiscibility, so "-C-S-" polar group will be with the alkane in lubricating oil system with lubricating oil
Hydrocarbon, alkene, aromatic hydrocarbons, lipid etc. form three-dimensional absorption, after three-dimensional absorption, make polar molecule alkyl molecule chain lengthen, cause polarity
The end group polarity of molecule is strengthened further, and then, the polarity making polar molecule is higher, further makes the three-dimensional absorption of lubricating oil
Higher, this is a chain reaction, and final result is to cause the absorption lubricating film in mechanical part metal surface more abundant.
Claims (10)
1. a high activity organic molybdenum, it is characterised in that described organic molybdenum uses " S=C mono-S-" by intramolecular
Group and molybdenum " Mo " carry out being grafted interior structure, and the chemical general formula (1) of organic molybdenum is as follows:
In this formula, with molybdenum " Mo " as nucleophilic center, " Mo " has around been grafted two " S=C mono-S-" groups, makes invention product divide
Minor structure has the feature (configuration of similar " molybdenum bisuphide " and feature) of "-S-Mo-S-"；Wherein, organic polyamine with
Organic amine " S=C mono-S-" group and molybdenum " Mo " are grafted, and are formed " alkyl polyamine Quito sulfur state formic acid molybdenum "；Product molecule
Containing multiple amidos (containing the most several amidos of y) in structure, more " S=C mono-S-" polar group can be grafted, to metal
Absorption affinity is higher, and heat stability is more preferable.
2. high activity organic molybdenum as claimed in claim 1, it is characterised in that in described formula, R1 is organic amine
Group；R is organic polyamine group；R1 and R is the group being connected with amido, including the group being connected with fatty amine, with virtue acyl
The group that amine and aromatic amine connect, the group being connected with virtue fat amine, the group being connected with quaternary amine；Upstream materials include: straight chain
Alkyl, branched alkyl, phenyl and benzene alkyl, cycloalkyl and Heterocyclylalkyl and acyl group, alkylene and polyenoid alkyl, also include:
Azole group；Thiophene class group；Piperazine class group；Thiazoles group；Thiazide group；Pyroles group；Piperidines group；Morpholine class
Group；Pyridines group；Imidazole group.
3. high activity organic molybdenum as claimed in claim 1, it is characterised in that have 1 molybdenum in described formula (1)
(Mo)；3 " S=C mono-S-" groups of total cograft around molybdenum so that a total of 3 " S=C mono-S-" bases in product molecule structure
Group, can be reduced in product molecule structure the group containing 3 SCS or similar SCS；The most independent " S=C mono-S-" base
Group is polar group, and metal is had adsorption.
4. high activity organic molybdenum as claimed in claim 3, it is characterised in that in described formula, R is organic polyamine
Group；The multiple of quantity y of amido determines；That is containing multiple amidos in product molecule structure；Produce R organic polyamine
The upstream materials of group are organic polyamine and organic multiamide, including: organic diamine, organic diamide, organic triamine, organic
Disnalon (Ferrer)., organic tetramine, organic five amine；Diethylenetriamine, triethylene tetramine, TEPA, five hexamine and six methylenes
Urotropine.
5. high activity organic molybdenum as claimed in claim 1, it is characterised in that connect the most respectively on the amido that R connects
Branch " multiple S=C mono-S-" group, makes in product molecule structure containing " multiple S=C mono-S-" group；Or again at these " S=C mono-S-"
On group, then it is grafted " multiple Mo ", makes product molecule structure not only to contain " multiple (S=C mono-S-) group ", possibly together with " many
Individual " Mo；The derivant of multiple formula (1) will be generated respectively.
6. high activity organic molybdenum as claimed in claim 1, it is characterised in that described on the amido being connected with R
Also it is grafted with " CLO4 " oxidizer radicals, and is also grafted with in product molecule structure one " W ", generate formula (1)
Derivant；Described " W " is " metal and the transition metals such as tungsten, niobium, technetium, ruthenium, rhodium "；By " organic R-N-W " structure
The double decomposition of material, beneficially unsaturated double-bond and key transfer.
7. the preparation method of an organic molybdenum, it is characterised in that use two kinds of organic amines and Carbon bisulfide and sodium molybdate
Reaction, adds oxidant, alkali and chain-transferring agent are mixed with out the organic molybdenum with chemical general formula (1):
In this formula, with molybdenum " Mo " as nucleophilic center, " Mo " has around been grafted two " S=C mono-S-" groups, makes invention product divide
Minor structure has the feature (configuration of similar " molybdenum bisuphide " and feature) of "-S-Mo-S-"；Wherein, organic many ammoniums with
An organic ammonium " S=C mono-S-" group and molybdenum " Mo " are grafted, and form alkyl polyamine Quito sulfur state formic acid molybdenum；Product molecule is tied
Containing multiple amidos (containing the most several amidos of y) in structure, more " S=C mono-S-" polar group, the suction to metal can be grafted
Attached power is higher, and heat stability is more preferable.
8. organic molybdenum preparation method as claimed in claim 7, it is characterised in that two kinds of described organic amines are adopted respectively
With the organic amine 1 containing an amido and the organic amine 2 of multiple amido.
9. organic molybdenum preparation method as claimed in claim 7, it is characterised in that the weight of material of organic molybdenum
Proportioning is as follows:
Organic amine 1 1-xy moL
Organic amine 2 0.1--1moL
Carbon bisulfide 23 xy moL
Molybdenum source 0.5--xy moL
Alkali 2--3 xy moL
Wherein, the quantity of amido in R group during xy is product molecule；
Oxidant is chosen by product total amount 0.2-3 ‰；Chain-transferring agent is chosen by product total amount 0.2-2 ‰；
Described oxidant be in potassium permanganate, potassium chlorate, potassium hyperchlorate, potassium chlorate or potassium hyperchlorate any one or two
Plant above mixture；Described chain-transferring agent is organic ruthenium, organic technetium or organic rhodium.
10. organic molybdenum preparation method as claimed in claim 7, it is characterised in that described technological process is as follows:
1) by uniform to load weighted " organic amine 1 " and " organic amine 2 " mix, then 3 hours are reacted with " Carbon bisulfide "；It is then added to alkali
Solution reacts about 4 hours；
2) load weighted molybdenum source is dissolved in sodium hydroxide solution, makes sodium molybdate solution；
3) sodium molybdate solution is joined together with organic ruthenium reaction about 2 hours in above-mentioned " reaction system "；Again to reactant
System adds " oxidant ", temperature is increased to 40--80 DEG C, adjusts pH value with acid, pH value is adjusted to PH=9；Again will reaction
Hot blast drying after material filter pressing；Or in suction vacuum hydroextractor, carrying out vacuum dehydration, dehydration temperaturre controls at 70-90 DEG C.
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Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| US3419589A (en) * | 1965-10-01 | 1968-12-31 | American Metal Climax Inc | Organic molybdenum compounds containing sulfur and method of preparation |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| US3419589A (en) * | 1965-10-01 | 1968-12-31 | American Metal Climax Inc | Organic molybdenum compounds containing sulfur and method of preparation |
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Application publication date: 20161012 |