CN117917464A - Electric automobile lubricating oil composition and preparation method thereof - Google Patents
Electric automobile lubricating oil composition and preparation method thereof Download PDFInfo
- Publication number
- CN117917464A CN117917464A CN202211285822.XA CN202211285822A CN117917464A CN 117917464 A CN117917464 A CN 117917464A CN 202211285822 A CN202211285822 A CN 202211285822A CN 117917464 A CN117917464 A CN 117917464A
- Authority
- CN
- China
- Prior art keywords
- linear
- branched alkyl
- composition
- group
- formula
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 52
- 239000010687 lubricating oil Substances 0.000 title claims abstract description 29
- 238000002360 preparation method Methods 0.000 title abstract description 7
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 28
- OWQPOVKKUWUEKE-UHFFFAOYSA-N 1,2,3-benzotriazine Chemical compound N1=NN=CC2=CC=CC=C21 OWQPOVKKUWUEKE-UHFFFAOYSA-N 0.000 claims abstract description 23
- 239000002199 base oil Substances 0.000 claims abstract description 20
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 16
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 12
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 12
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 10
- 150000002367 halogens Chemical class 0.000 claims abstract description 10
- 230000001050 lubricating effect Effects 0.000 claims abstract description 8
- 239000003963 antioxidant agent Substances 0.000 claims abstract description 7
- 230000003078 antioxidant effect Effects 0.000 claims abstract description 7
- 239000002270 dispersing agent Substances 0.000 claims abstract description 6
- 239000006078 metal deactivator Substances 0.000 claims abstract description 6
- 125000005843 halogen group Chemical group 0.000 claims abstract 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 49
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 claims description 19
- 150000001875 compounds Chemical class 0.000 claims description 18
- 229920002367 Polyisobutene Polymers 0.000 claims description 14
- -1 methyl-substituted benzotriazinone Chemical class 0.000 claims description 10
- DMSSTTLDFWKBSX-UHFFFAOYSA-N 1h-1,2,3-benzotriazin-4-one Chemical compound C1=CC=C2C(=O)N=NNC2=C1 DMSSTTLDFWKBSX-UHFFFAOYSA-N 0.000 claims description 9
- 229960002317 succinimide Drugs 0.000 claims description 9
- XQVWYOYUZDUNRW-UHFFFAOYSA-N N-Phenyl-1-naphthylamine Chemical compound C=1C=CC2=CC=CC=C2C=1NC1=CC=CC=C1 XQVWYOYUZDUNRW-UHFFFAOYSA-N 0.000 claims description 8
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 claims description 8
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims description 5
- 229920000193 polymethacrylate Polymers 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 5
- SAIKULLUBZKPDA-UHFFFAOYSA-N Bis(2-ethylhexyl) amine Chemical compound CCCCC(CC)CNCC(CC)CCCC SAIKULLUBZKPDA-UHFFFAOYSA-N 0.000 claims description 4
- LAWOZCWGWDVVSG-UHFFFAOYSA-N dioctylamine Chemical compound CCCCCCCCNCCCCCCCC LAWOZCWGWDVVSG-UHFFFAOYSA-N 0.000 claims description 4
- PXSXRABJBXYMFT-UHFFFAOYSA-N n-hexylhexan-1-amine Chemical compound CCCCCCNCCCCCC PXSXRABJBXYMFT-UHFFFAOYSA-N 0.000 claims description 4
- 229910019142 PO4 Inorganic materials 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 239000010452 phosphate Substances 0.000 claims description 3
- IKXFIBBKEARMLL-UHFFFAOYSA-N triphenoxy(sulfanylidene)-$l^{5}-phosphane Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=S)OC1=CC=CC=C1 IKXFIBBKEARMLL-UHFFFAOYSA-N 0.000 claims description 3
- RNBMWJIBIBMXDK-UHFFFAOYSA-N 2,3-dibutyl-N-phenylaniline Chemical compound C(CCC)C=1C(=C(C=CC1)NC1=CC=CC=C1)CCCC RNBMWJIBIBMXDK-UHFFFAOYSA-N 0.000 claims description 2
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 claims description 2
- CCTHJKWIHDXLHF-UHFFFAOYSA-N C(CCCC)C=1C(=C(C=CC=1)NC1=CC=CC=C1)CCCCC Chemical compound C(CCCC)C=1C(=C(C=CC=1)NC1=CC=CC=C1)CCCCC CCTHJKWIHDXLHF-UHFFFAOYSA-N 0.000 claims description 2
- UUNBFTCKFYBASS-UHFFFAOYSA-N C(CCCCCCC)C=1C(=C(C=CC1)NC1=CC=CC=C1)CCCCCCCC Chemical compound C(CCCCCCC)C=1C(=C(C=CC1)NC1=CC=CC=C1)CCCCCCCC UUNBFTCKFYBASS-UHFFFAOYSA-N 0.000 claims description 2
- RVKKRRXSXPNVLU-UHFFFAOYSA-N C(CCCCCCCCCCC)C=1C(=C(C=CC1)NC1=CC=CC=C1)CCCCCCCCCCCC Chemical compound C(CCCCCCCCCCC)C=1C(=C(C=CC1)NC1=CC=CC=C1)CCCCCCCCCCCC RVKKRRXSXPNVLU-UHFFFAOYSA-N 0.000 claims description 2
- DJGVPBIMUULMRS-UHFFFAOYSA-N C(CCCCCCCCCCCCCCCCC)N.P(=O)(OCCCCCC(C)C)(O)O Chemical compound C(CCCCCCCCCCCCCCCCC)N.P(=O)(OCCCCCC(C)C)(O)O DJGVPBIMUULMRS-UHFFFAOYSA-N 0.000 claims description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 2
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 claims description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 235000010354 butylated hydroxytoluene Nutrition 0.000 claims description 2
- OSPSWZSRKYCQPF-UHFFFAOYSA-N dibutoxy(oxo)phosphanium Chemical compound CCCCO[P+](=O)OCCCC OSPSWZSRKYCQPF-UHFFFAOYSA-N 0.000 claims description 2
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical class C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 claims description 2
- 239000011261 inert gas Substances 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- RQVGZVZFVNMBGS-UHFFFAOYSA-N n-octyl-n-phenylaniline Chemical compound C=1C=CC=CC=1N(CCCCCCCC)C1=CC=CC=C1 RQVGZVZFVNMBGS-UHFFFAOYSA-N 0.000 claims description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 2
- 239000003586 protic polar solvent Substances 0.000 claims description 2
- RYYWUUFWQRZTIU-UHFFFAOYSA-K thiophosphate Chemical compound [O-]P([O-])([O-])=S RYYWUUFWQRZTIU-UHFFFAOYSA-K 0.000 claims description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 3
- LELYBQXNVULBJZ-UHFFFAOYSA-N 2-(2,6-ditert-butyl-4-hydroxyphenyl)propanoic acid Chemical compound OC1=CC(=C(C(=C1)C(C)(C)C)C(C(=O)O)C)C(C)(C)C LELYBQXNVULBJZ-UHFFFAOYSA-N 0.000 claims 1
- 238000012216 screening Methods 0.000 claims 1
- 238000005260 corrosion Methods 0.000 abstract description 11
- 230000007797 corrosion Effects 0.000 abstract description 11
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract description 10
- 229910052802 copper Inorganic materials 0.000 abstract description 10
- 239000010949 copper Substances 0.000 abstract description 10
- 238000010292 electrical insulation Methods 0.000 abstract description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 24
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
- 239000000047 product Substances 0.000 description 17
- 229910052757 nitrogen Inorganic materials 0.000 description 15
- 238000012360 testing method Methods 0.000 description 11
- 230000000052 comparative effect Effects 0.000 description 8
- 238000001816 cooling Methods 0.000 description 8
- 239000000706 filtrate Substances 0.000 description 8
- 239000007788 liquid Substances 0.000 description 8
- 239000003153 chemical reaction reagent Substances 0.000 description 7
- 238000004821 distillation Methods 0.000 description 6
- 238000011161 development Methods 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 239000003921 oil Substances 0.000 description 5
- 238000010561 standard procedure Methods 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 239000007810 chemical reaction solvent Substances 0.000 description 4
- 238000002329 infrared spectrum Methods 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- 238000000967 suction filtration Methods 0.000 description 4
- 229910052717 sulfur Inorganic materials 0.000 description 4
- 239000011593 sulfur Substances 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 3
- 230000005540 biological transmission Effects 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 230000004580 weight loss Effects 0.000 description 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- 229910052796 boron Inorganic materials 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 238000005461 lubrication Methods 0.000 description 2
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- 239000011574 phosphorus Substances 0.000 description 2
- 229920013639 polyalphaolefin Polymers 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- COQUVWSBLVFXTL-UHFFFAOYSA-N (2,6-ditert-butyl-4-hydroxyphenyl) propanoate Chemical compound C(CC)(=O)OC1=C(C=C(C=C1C(C)(C)C)O)C(C)(C)C COQUVWSBLVFXTL-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 239000008186 active pharmaceutical agent Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 238000003889 chemical engineering Methods 0.000 description 1
- 239000012295 chemical reaction liquid Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 230000008094 contradictory effect Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000005265 energy consumption 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
- 238000001914 filtration Methods 0.000 description 1
- 239000012847 fine chemical Substances 0.000 description 1
- 239000008098 formaldehyde solution Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000013022 formulation composition Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000012844 infrared spectroscopy analysis Methods 0.000 description 1
- 239000011810 insulating material Substances 0.000 description 1
- 239000012774 insulation material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 150000003018 phosphorus compounds Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000005245 sintering Methods 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 238000010183 spectrum analysis Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- 230000001360 synchronised effect Effects 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 238000001757 thermogravimetry curve Methods 0.000 description 1
- 150000004867 thiadiazoles Chemical class 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Abstract
The invention provides an electric automobile lubricating oil composition and a preparation method thereof. The electric automobile lubricating oil composition provided by the invention comprises the following components: (a) an ashless dispersant; (B) a viscosity index improver; (C) extreme pressure antiwear agent; (D) an antioxidant; (E) a benzotriazine metal deactivator; (F) a lubricating base oil; the structure of the benzotriazine derivative is shown as a formula (I): Wherein R 1、R2 is independently selected from the group consisting of C 4~C20 linear or branched alkyl, R 3 is selected from the group consisting of H, C 1~C10 linear or branched alkyl, halogen, R 4 COO-, linear or branched alkyl of C 1~C10 substituted with halogen or R 4 COO-, and R 4 is selected from the group consisting of C 1~C10 linear or branched alkyl. The electric automobile lubricating oil composition has excellent electrical insulation performance, high bearing performance and copper corrosion resistance.
Description
Technical Field
The invention relates to a lubricating oil composition, in particular to an electric automobile lubricating oil composition and a preparation method thereof.
Background
Under the large background of the double-carbon strategic target, electric automobiles are rapidly developed. The technical development requirements of small-size light-weight and low energy consumption of the electric automobile enable the motor and the transmission system to be in an integrated design, so that the motor and the transmission system share one set of lubrication system to become the development trend of the lubrication oil product of the electric automobile. The highest rotating speed of the motor can reach over 20000r/min, and the higher input rotating speed brings harsh requirements to the wear resistance and the bearing performance of the transmission system. In addition, a large amount of insulating materials and copper wires are wrapped in the motor, so that the electric automobile oil product is also required to have good electrical insulation and copper corrosion resistance.
In general, high load bearing and corrosion protection properties of oil products are contradictory. The introduction of extreme pressure antiwear agents has a great influence on the corrosion performance of oil products, for example, the introduction of very small amounts of sulfur-containing extreme pressure antiwear agents causes great corrosion to copper. Therefore, how to balance the high bearing performance and copper corrosion resistance of the electric automobile lubricating oil product is an important point and a difficult point in the development of the electric automobile lubricating oil product. In order to obtain a lubricating oil composition having a satisfactory performance, development of high-performance additives and formulation techniques are required.
At present, research reports on the lubricating oil composition of the electric automobile are reported at home and abroad.
CN 113454193a discloses a lubricating oil composition comprising alkaline earth metal detergent, sulfur compound, ZDDP and other phosphorus compounds, which has better wear resistance and sintering resistance.
CN110225962a discloses a lubricating oil composition comprising one or more thiadiazole compounds, which improves the seizure and copper corrosion resistance of the oil.
CN1102234744a discloses a lubricating oil composition comprising a polymethacrylate viscosity index improver of specific structure, an antiwear agent with antiwear and extreme pressure functions and an extreme pressure agent, resulting in a lubricating oil composition with better fatigue resistance and shear stability.
The above documents relate to an electric car lubricating oil composition to which a metal-containing or sulfur-containing compound is added for improving the wear resistance and load bearing properties of the composition, but the introduction of ash and sulfur elements is disadvantageous from the standpoint of environmental protection and compatibility with motor insulation materials, and thus has a certain limitation in its application.
Disclosure of Invention
The invention provides an electric automobile lubricating oil composition and a preparation method thereof.
The electric automobile lubricating oil composition provided by the invention comprises the following components:
(A) An ashless dispersant accounting for 1 to 10 percent of the total mass of the composition;
(B) A viscosity index improver accounting for 0.5 to 5 percent of the total mass of the composition;
(C) An extreme pressure antiwear agent accounting for 0.1 to 5 percent of the total mass of the composition;
(D) An antioxidant accounting for 0.5 to 3 percent of the total mass of the composition;
(E) The benzotriazine metal deactivator accounts for 0.01-1% of the total mass of the composition;
(F) A lubricating base oil constituting a main component of the composition;
The structure of the benzotriazine metal deactivator is shown as a formula (I):
Wherein R 1、R2 is independently selected from the group consisting of C 4~C20 linear or branched alkyl, R 3 is selected from the group consisting of H, C 1~C10 linear or branched alkyl, halogen, R 4 COO-, linear or branched alkyl of C 1~C10 substituted with halogen or R 4 COO-, and R 4 is selected from the group consisting of C 1~C10 linear or branched alkyl.
According to the invention, preferably, each R 1、R2 is independently selected from the group consisting of C 4~C10 linear or branched alkyl, R 3 is selected from the group consisting of H, C 1~C6 linear or branched alkyl, halogen.
According to the invention, the benzotriazine derivative can be one or more of the following compounds:
according to the invention, the preparation method of the benzotriazine derivative comprises the following steps: reacting a compound shown in a formula (alpha) with formaldehyde and R 1NHR2, and collecting a product;
Each R 1、R2 is independently selected from the group consisting of C 4~C20 linear or branched alkyl, R 3 is selected from the group consisting of H, C 1~C10 linear or branched alkyl, halogen, R 4 COO-, halogen-or R 4 COO-substituted linear or branched alkyl of C 1~C10, and R 4 is selected from the group consisting of C 1~C10 linear or branched alkyl.
According to the invention, preferably, each R 1、R2 is independently selected from the group consisting of C 4~C10 linear or branched alkyl, R 3 is selected from the group consisting of H, C 1~C6 linear or branched alkyl, halogen.
According to the present invention, the molar ratio between the compound represented by formula (α) and formaldehyde, R 1NHR2, is optionally (0.8 to 1.2): (0.8-1.5): (0.8 to 1.5), preferably (0.9 to 1.0): (1.0-1.3): (1.1-1.4).
According to the invention, the reaction temperature of the compound of formula (α) with formaldehyde and R 1NHR2 is optionally 50-100deg.C, preferably 60-90deg.C, and the reaction time is 6-48 h, preferably 12-24 h.
According to the invention, the reaction of the compound of formula (alpha) with formaldehyde, R 1NHR2 is:
According to the invention, the compound shown in the formula (alpha) can be one or more of benzotriazinone, methyl substituted benzotriazinone and ethyl substituted benzotriazinone, and the R 1NHR2 can be one or more of di-n-butylamine, di-n-hexylamine, di-n-octylamine and diisooctylamine.
According to the invention, the compound represented by formula (α) is optionally reacted with formaldehyde, R 1NHR2 in the presence of an inert gas, which may be nitrogen or argon.
According to the present invention, a solvent, preferably a protic solvent, may be added to the reaction of the compound of formula (α) with formaldehyde and R 1NHR2, for example, one or more of methanol, ethanol, n-propanol, isopropanol, n-butanol and isobutanol, and the amount of the solvent added is not particularly limited and may be 50% to 500% of the mass of the compound of formula (α). After the reaction is completed, the solvent may be removed by a method conventional in the art, for example, a reduced pressure distillation method.
According to the present invention, after the reaction of the compound represented by the formula (α) with formaldehyde and R 1NHR2 is completed, the reaction product may be subjected to a purification treatment, which includes one or more of water washing, distillation, filtration, drying and recrystallization methods, and is not particularly limited.
According to the invention, the ashless dispersant can be selected from polyisobutylene succinimide and/or boronated polyisobutylene succinimide, for example, one or more of single polyisobutylene succinimide, double polyisobutylene succinimide, high molecular polyisobutylene succinimide and boronated double polyisobutylene succinimide can be selected, and common commercial grades comprise T151, T154, T161, T154B and the like.
According to the invention, the viscosity index improver can be polymethacrylate and/or polyisobutene, and common trade marks comprise Viscoplex-219, TK-Chem 6350, viscoplex-310, PIB1400 and the like, and the polymethacrylate with the kinematic viscosity of 500-1500 mm 2/s at the temperature of 100 ℃ and/or polyisobutene with the number average molecular weight of 1000-3400 are selected.
According to the invention, the extreme pressure antiwear agent can be one or more of phosphate, phosphorothioate and amine phosphate salts, for example, one or more of tricresyl phosphate, triphenyl phosphorothioate, di-n-butyl phosphite, dialkyl dithiophosphate, butyl isooctyl phosphate dodecylamine salt and isooctyl phosphate octadecylamine salt can be selected, and common commercial grades comprise T306, T307, T308B, T and the like.
According to the invention, the antioxidant can be one or more of alkylated diphenylamine, N-phenyl-alpha-naphthylamine, shielding phenol and phenol ester, for example, one or more of dibutyl diphenylamine, dioctyl diphenylamine, butyl/octyl diphenylamine, didodecyl diphenylamine, dipentyl diphenylamine, N-phenyl-alpha-naphthylamine, 2, 6-di-tert-butyl-p-cresol and 2, 6-di-tert-butyl-4-hydroxyphenyl propionate, and common commercial grades include T534, T531, T501 and the like.
According to the invention, the lubricating base oil may be one or more of API I, II, III, IV and V base oils, for example, one or more of I base oil, II hydrogenated base oil, III hydrogenated base oil, poly alpha-olefin, alkylbenzene and alkyl naphthalene, preferably one or more of I base oil, II hydrogenated base oil, III hydrogenated base oil and poly alpha-olefin, more preferably lubricating base oil with kinematic viscosity of 1-10 mm 2/s at 100 ℃, still more preferably lubricating base oil with kinematic viscosity of 3-6 mm 2/s at 100 ℃.
Other kinds of additives may be added to the electric automobile lubricating oil composition of the present invention, and the kind and amount of the added additives may be in accordance with the prior art, without particular limitation.
The preparation method of the electric automobile lubricating oil composition comprises the step of mixing the components in proportion.
The electric automobile lubricating oil composition has excellent electrical insulation performance, high bearing performance and copper corrosion resistance.
Drawings
FIG. 1 is a thermogram of benzotriazine derivatives prepared in example 1.
FIG. 2 is an infrared spectrum of the benzotriazine derivative prepared in example 1.
FIG. 3 shows the nuclear magnetic resonance spectrum of the benzotriazine derivative prepared in example 1.
FIG. 4 is a molecular structure diagram of the benzotriazine derivative prepared in example 1.
Detailed Description
The present invention will be described in further detail with reference to examples. But the present invention is not limited thereto. All proportions and parts are by mass unless otherwise indicated.
The main raw materials used are as follows:
Benzotriazinone, analytically pure, purchased from enoKai reagent company;
aqueous formaldehyde solution, wherein the mass concentration of formaldehyde is 37%, purchased from enokak reagent company;
Di-n-octylamine, analytically pure, purchased from enoKai reagent company;
diisooctylamine, analytically pure, purchased from enoKai reagent company;
di-n-hexylamine, analytically pure, purchased from enoKai reagent company;
Di-n-butylamine, analytically pure, purchased from enoKai reagent company;
methanol, chemically pure, purchased from enoKai reagent company;
A non-dispersed PMA viscosity index improver, viscoplex-310, with an kinematic viscosity of 1250mm 2/s at 100deg.C, manufactured by Yingchangzhucai (China) investment Co., ltd;
The boron polyisobutylene succinimide T154B has nitrogen content of 1.1-1.3% and boron content of 0.3-0.4%, and is produced by tin-free southern petroleum additive company;
Amine antioxidant T534 with nitrogen content more than 3.0%, kinematic viscosity at 100deg.C of 10.0mm 2/s, beijing xing Pu fine chemical engineering development company;
Triphenyl thiophosphate T309, with a sulfur content of 9.3% or more, and a phosphorus content of 8.9% or more, produced by the St. Oak chemical company;
Butyl isooctyl phosphate laurylamine salt T308B, phosphorus content is more than or equal to 5%, produced by Zibo Hui Hua petrochemical company;
Group III hydrogenated base oil, HVI III 4, 100 ℃ kinematic viscosity of 4.45mm 2/s, viscosity index of 125, and the name of petrochemical production.
Some physical property detection methods used are as follows:
The density is analyzed and measured according to the NB/SH/T0870-2020 method;
the kinematic viscosity is analyzed and measured according to GB/T265;
The total base number is analyzed and measured according to SH/T0251;
The nitrogen content is analyzed and measured according to SH/T0656;
moisture was determined analytically according to GB/T11133.
Example 1
Into a dried three-necked flask equipped with a condenser was charged 10.0g of benzotriazinone and 18.0g of di-n-octylamine. Nitrogen is introduced into the reaction bottle to replace air in the bottle. The temperature is raised to 70 ℃, 6.6g of formaldehyde aqueous solution with 37% formaldehyde mass concentration is dripped into a reaction bottle, 30mL of methanol is added as a reaction solvent after the dripping is finished, and the reaction is carried out for 12 hours under the reflux state at 70 ℃. After stopping the reaction, cooling the reaction bottle to room temperature, carrying out reduced pressure distillation under the condition of vacuum degree of 0.08-0.09 Mpa to obtain reddish brown liquid, cooling to room temperature, and carrying out suction filtration to obtain filtrate, wherein the obtained filtrate is the benzotriazine derivative, the reddish brown liquid has the density of 923.1kg/m 3, the kinematic viscosity of 5.431mm 2/s at 100 ℃, the total base number of 142.8mKOH/g, the nitrogen content of 24.13% and the water content of 0.078%.
The benzotriazine derivatives of example 1 have the structure
Example 2
Into a dried three-necked flask equipped with a condenser was charged 10.0g of benzotriazinone and 18.0g of diisooctylamine. Nitrogen is introduced into the reaction bottle to replace air in the bottle. The temperature is raised to 70 ℃, 6.6g of formaldehyde aqueous solution with 37% formaldehyde mass concentration is dripped into a reaction bottle, 30mL of methanol is added as a reaction solvent after the dripping is finished, and the reaction is carried out for 12 hours under the reflux state at 70 ℃. After stopping the reaction, cooling the reaction bottle to room temperature, carrying out reduced pressure distillation under the condition of vacuum degree of 0.08-0.09 Mpa to obtain reddish brown liquid, cooling to room temperature, and carrying out suction filtration to obtain filtrate, wherein the obtained filtrate is the benzotriazine derivative, the reddish brown liquid has the density of 921.2kg/m 3, the kinematic viscosity of 5.423mm 2/s at 100 ℃, the total base number of 141.9mKOH/g, the nitrogen content of 24.58% and the water content of 0.075%.
The benzotriazine derivatives of example 2 have the structure
Example 3
Into a dried three-necked flask equipped with a condenser was charged 10.0g of benzotriazinone and 13.85g of di-n-hexylamine. Nitrogen is introduced into the reaction bottle to replace air in the bottle. The temperature is raised to 70 ℃, 6.6g of formaldehyde aqueous solution with 37% formaldehyde mass concentration is dripped into a reaction bottle, 30mL of methanol is added as a reaction solvent after the dripping is finished, and the reaction is carried out for 12 hours under the reflux state at 70 ℃. After stopping the reaction, cooling the reaction bottle to room temperature, carrying out reduced pressure distillation under the condition of vacuum degree of 0.08-0.09 Mpa to obtain reddish brown liquid, cooling to room temperature, and carrying out suction filtration to obtain filtrate, wherein the obtained filtrate is the benzotriazine derivative, the reddish brown liquid has the density of 920.1kg/m 3, the kinematic viscosity of 5.428mm 2/s at 100 ℃, the total base number of 143.2mKOH/g, the nitrogen content of 24.25% and the water content of 0.080%.
The benzotriazine derivatives of example 3 have the structure
Example 4
Into a dried three-necked flask equipped with a condenser was charged 10.0g of benzotriazinone and 9.66g of di-n-butylamine. Nitrogen is introduced into the reaction bottle to replace air in the bottle. The temperature is raised to 70 ℃, 6.6g of formaldehyde aqueous solution with 37% formaldehyde mass concentration is dripped into a reaction bottle, 30mL of methanol is added as a reaction solvent after the dripping is finished, and the reaction is carried out for 12 hours under the reflux state at 70 ℃. After stopping the reaction, cooling the reaction liquid to room temperature, carrying out reduced pressure distillation under the condition of vacuum degree of 0.08-0.09 Mpa to obtain reddish brown liquid, cooling to room temperature, and carrying out suction filtration to obtain filtrate, wherein the obtained filtrate is the benzotriazine derivative, the reddish brown liquid has the density of 919.9kg/m 3, the kinematic viscosity of 5.444mm 2/s at 100 ℃, the total base number of 142.5mKOH/g, the nitrogen content of 24.06% and the water content of 0.079%.
The benzotriazine derivatives of example 4 have the structure
Carrying out thermal weight loss, infrared spectrum and nuclear magnetic spectrum analysis on the benzotriazine derivative prepared in the embodiment 1, wherein a Q600 synchronous thermal analyzer is adopted in the thermal weight loss test, the test condition is N 2 atmosphere, the heating rate is 10 ℃/min, and the temperature interval is room temperature to 600 ℃; the infrared spectrum test adopts a Nicolet-560 infrared spectrometer, the scanning times are 16 times, and the resolution is 4; nuclear magnetic test using Bruker AVANCE III 400MHZ nuclear magnetic resonance, 1 H NMR, room temperature operation. The measured thermal weight loss spectrum is shown in figure 1, the infrared spectrum is shown in figure 2, the infrared analysis result is shown in table 1, the nuclear magnetic hydrogen spectrum is shown in figure 3, the molecular structure diagram of the product is shown in figure 4, and the nuclear magnetic analysis result is shown in table 2.
TABLE 1 Infrared spectroscopic analysis of the products
Table 1 shows that the product has a benzene ring and saturated alkyl chain C-H stretching vibration peaks, and has C=O, C=N, N=N and C-N stretching vibration peaks, which can indicate that the synthesized product is the target product.
TABLE 2 Nuclear magnetic Hydrogen Spectrometry analysis results of the products
By combining fig. 3, fig. 4 and table 2, it can be demonstrated that the number and attribution of hydrogen in the nuclear magnetic resonance spectrum are completely consistent with those of the target product, so that the synthesized product can be proved to be the target product, and the purity of the product is higher.
Comparative example 1
Commercial T551 metal deactivator was used as a comparative deactivator.
Comparative example 2
Commercial T561 metal deactivator was used as a comparative deactivator.
Examples 5 to 8 and comparative examples 3 to 4 of lubricating oil compositions for electric automobiles
Examples 5 to 8 and comparative examples 3 to 4, which were obtained by preparing lubricating oil compositions for electric vehicles, respectively, according to the formulation compositions shown in Table 3.
Table 3 lubricating oil compositions for electric vehicles
The examples and comparative examples of the lubricating oil composition for electric vehicles were respectively subjected to evaluation of kinematic viscosity, load bearing performance, copper corrosion test and breakdown voltage performance.
The main test method is as follows:
The kinematic viscosity measurement method adopts a GB/T265 standard method;
The four-ball abrasion and extreme pressure test adopts a GB/T3142 standard method;
FZG gear test, A10/16.6R/90 ℃, using ASTM 5182 standard method;
the copper corrosion test adopts a GB/T5096 standard method, and the test condition is 150 ℃ for 192 hours;
The breakdown voltage is measured by using a GB/T507 standard method.
The measurement results of examples and comparative examples of the electric car lubricating oil composition are shown in Table 4.
Table 4 evaluation test results
From the test results, the lubricating oil composition provided by the invention has higher bearing performance, electrical insulation performance and excellent copper corrosion resistance.
Claims (13)
1. An electric car lubricating oil composition comprising the following components:
(A) An ashless dispersant accounting for 1 to 10 percent of the total mass of the composition;
(B) A viscosity index improver accounting for 0.5 to 5 percent of the total mass of the composition;
(C) An extreme pressure antiwear agent accounting for 0.1 to 5 percent of the total mass of the composition;
(D) An antioxidant accounting for 0.5 to 3 percent of the total mass of the composition;
(E) The benzotriazine metal deactivator accounts for 0.01-1% of the total mass of the composition;
(F) A lubricating base oil constituting a main component of the composition;
the structure of the benzotriazine derivative is shown as a formula (I):
Wherein R 1、R2 is independently selected from the group consisting of C 4~C20 linear or branched alkyl, R 3 is selected from the group consisting of H, C 1~C10 linear or branched alkyl, halogen, R 4 COO-, linear or branched alkyl of C 1~C10 substituted with halogen or R 4 COO-, and R 4 is selected from the group consisting of C 1~C10 linear or branched alkyl.
2. The composition of claim 1 wherein R 1、R2 is each independently selected from the group consisting of linear or branched alkyl of C 4~C10 and R 3 is selected from the group consisting of linear or branched alkyl of H, C 1~C6, halogen.
3. The composition of claim 1, wherein the benzotriazine derivative is one or more of the following compounds:
4. The composition of claim 1, wherein the process for preparing the benzotriazine derivative comprises: reacting a compound shown in a formula (alpha) with formaldehyde and R 1NHR2, and collecting a product;
Each R 1、R2 is independently selected from the group consisting of C 4~C20 linear or branched alkyl, R 3 is selected from the group consisting of H, C 1~C10 linear or branched alkyl, halogen, R 4 COO-, halogen-or R 4 COO-substituted linear or branched alkyl of C 1~C10, and R 4 is selected from the group consisting of C 1~C10 linear or branched alkyl.
5. The composition of claim 4 wherein R 1、R2 is each independently selected from the group consisting of linear or branched alkyl of C 4~C10 and R 3 is selected from the group consisting of linear or branched alkyl of H, C 1~C6, halogen.
6. The composition according to claim 4, wherein the molar ratio between the compound of formula (α) and formaldehyde, R 1NHR2, is between (0.8 and 1.2): (0.8-1.5): (0.8-1.5).
7. The composition according to claim 4, wherein the compound of formula (α) is reacted with formaldehyde and R 1NHR2 at a temperature of 50 to 100℃for a period of 6 to 48 hours.
8. The composition according to claim 4, wherein the compound represented by the formula (α) is selected from one or more of benzotriazinone, methyl-substituted benzotriazinone and ethyl-substituted benzotriazinone, and the R 1NHR2 is selected from one or more of di-n-butylamine, di-n-hexylamine, di-n-octylamine and diisooctylamine.
9. The composition according to claim 4, wherein the compound of formula (α) is reacted with formaldehyde, R 1NHR2 in the presence of an inert gas.
10. The composition according to claim 4, wherein a solvent is added to the reaction of the compound of formula (α) with formaldehyde and R 1NHR2, and the solvent is a protic solvent.
11. The composition according to any one of claims 1 to 10, wherein the ashless dispersant is polyisobutylene succinimide and/or boronated polyisobutylene succinimide, the viscosity index improver is polymethacrylate and/or polyisobutylene, the extreme pressure antiwear agent is one or more of a phosphate, a thiophosphate and a phosphate amine salt, the antioxidant is one or more of an alkylated diphenylamine, an N-phenyl- α -naphthylamine, a screening phenol and a phenolic ester, and the lubricating base oil is one or more of API I, II, III, IV and a group V base oil.
12. The composition according to any one of claims 1 to 10, wherein the ashless dispersant is one or more of mono-, di-, polymeric-, and boronated bis-polyisobutylene succinimides, the viscosity index improver is selected from one or more of polymethacrylates having a kinematic viscosity of 500 to 1500mm 2/s at 100 ℃ and/or polyisobutylenes having a number average molecular weight of 1000 to 3400, the extreme pressure antiwear agent is one or more of tricresyl phosphate, triphenyl thiophosphate, di-N-butyl phosphite, dialkyl dithiophosphate, butyl isooctyl phosphate dodecylamine salt and isooctyl phosphate octadecylamine salt, the antioxidant is one or more of dibutyl diphenylamine, dioctyl diphenylamine, butyl/octyldiphenylamine, didodecyl diphenylamine, dipentyl diphenylamine, N-phenyl-alpha-naphthylamine, 2, 6-di-tert-butyl-p-cresol and 2, 6-di-tert-butyl-4-hydroxyphenylpropionate, and the lubricating base oil is one or more of hydrogenated base oils of class I, class III, hydrogenated base oils, one or more of benzene base oils.
13. A process for preparing an electric car lubricating oil composition as claimed in any one of claims 1 to 12, comprising the step of mixing the components thereof in proportions.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202211285822.XA CN117917464A (en) | 2022-10-20 | 2022-10-20 | Electric automobile lubricating oil composition and preparation method thereof |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202211285822.XA CN117917464A (en) | 2022-10-20 | 2022-10-20 | Electric automobile lubricating oil composition and preparation method thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
CN117917464A true CN117917464A (en) | 2024-04-23 |
Family
ID=90729526
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN202211285822.XA Pending CN117917464A (en) | 2022-10-20 | 2022-10-20 | Electric automobile lubricating oil composition and preparation method thereof |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN117917464A (en) |
-
2022
- 2022-10-20 CN CN202211285822.XA patent/CN117917464A/en active Pending
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN111088101B (en) | Gasoline engine oil composition and preparation method thereof | |
CN109679728B (en) | Gasoline engine lubricating oil composition and preparation method thereof | |
CN117917464A (en) | Electric automobile lubricating oil composition and preparation method thereof | |
CN111088095B (en) | Air compressor oil composition and preparation method thereof | |
CN111088098B (en) | High-temperature chain oil composition and preparation method thereof | |
CN109679719B (en) | Gasoline engine lubricating oil composition and preparation method thereof | |
CN109679708B (en) | Ethanol engine lubricating oil composition and preparation method thereof | |
CN109679710B (en) | Hydraulic oil composition and preparation method thereof | |
CN109679711B (en) | Lubricating oil composition for biodiesel engine and preparation method thereof | |
CN113249161B (en) | Gasoline engine lubricating oil composition and preparation method thereof | |
CN109679721B (en) | Industrial lubricating oil composition and preparation method thereof | |
CN115992020A (en) | Industrial lubricating oil composition and preparation method thereof | |
CN115992025A (en) | Hydraulic oil composition and preparation method thereof | |
CN111088099B (en) | Gas engine oil composition and preparation method thereof | |
CN117987193A (en) | Bentonite grease and preparation method thereof | |
CN109679712B (en) | Lubricating oil composition for high-speed diesel engine in railway and preparation method thereof | |
CN106590830A (en) | Fully synthetic extreme pressure industrial gear lubricating oil composition and manufacture method thereof | |
CN106590828A (en) | Heavy-load vehicle gear lubricating oil composition and manufacturing method thereof | |
CN111088094B (en) | Automatic transmission fluid and preparation method thereof | |
CN117946792A (en) | Hydraulic oil composition and preparation method thereof | |
CN109679743A (en) | Fully synthetic lubricating oil for industrial gears composition and preparation method thereof | |
CN109679715B (en) | Automobile automatic transmission fluid composition and preparation method thereof | |
CN109679709B (en) | Universal gear lubricating oil composition and preparation method thereof | |
CN117965228A (en) | Composite lithium-based lubricating grease and preparation method thereof | |
CN109679707B (en) | Gas engine lubricating oil composition and preparation method thereof |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PB01 | Publication | ||
PB01 | Publication | ||
SE01 | Entry into force of request for substantive examination |