CN101495605B - Lubricant composition - Google Patents
Lubricant composition Download PDFInfo
- Publication number
- CN101495605B CN101495605B CN200780028456.7A CN200780028456A CN101495605B CN 101495605 B CN101495605 B CN 101495605B CN 200780028456 A CN200780028456 A CN 200780028456A CN 101495605 B CN101495605 B CN 101495605B
- Authority
- CN
- China
- Prior art keywords
- butyl
- bis
- acid
- methyl
- hindered amine
- 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.)
- Expired - Fee Related
Links
- 239000000314 lubricant Substances 0.000 title claims abstract description 35
- 239000000203 mixture Substances 0.000 title claims abstract description 33
- -1 amine compounds Chemical class 0.000 claims abstract description 69
- 150000001412 amines Chemical class 0.000 claims abstract description 24
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 5
- 229920001973 fluoroelastomer Polymers 0.000 claims abstract description 5
- 239000002199 base oil Substances 0.000 claims description 11
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 11
- 239000011707 mineral Substances 0.000 claims description 11
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- 239000003381 stabilizer Substances 0.000 abstract description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 25
- 229910052757 nitrogen Inorganic materials 0.000 description 23
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 19
- 150000002148 esters Chemical class 0.000 description 18
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- 239000000654 additive Substances 0.000 description 11
- 229960003742 phenol Drugs 0.000 description 10
- 230000000996 additive effect Effects 0.000 description 9
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 8
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 8
- 239000002253 acid Substances 0.000 description 8
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 8
- 239000003921 oil Substances 0.000 description 8
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 6
- 239000003963 antioxidant agent Substances 0.000 description 6
- 235000006708 antioxidants Nutrition 0.000 description 6
- 239000012964 benzotriazole Substances 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 6
- 230000003078 antioxidant effect Effects 0.000 description 5
- 229940059574 pentaerithrityl Drugs 0.000 description 5
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 5
- ALVZNPYWJMLXKV-UHFFFAOYSA-N 1,9-Nonanediol Chemical compound OCCCCCCCCCO ALVZNPYWJMLXKV-UHFFFAOYSA-N 0.000 description 4
- SNTWKPAKVQFCCF-UHFFFAOYSA-N 2,3-dihydro-1h-triazole Chemical compound N1NC=CN1 SNTWKPAKVQFCCF-UHFFFAOYSA-N 0.000 description 4
- ICHKVCYUNCKCGL-UHFFFAOYSA-N CN(C)C.OCCCCCCO Chemical compound CN(C)C.OCCCCCCO ICHKVCYUNCKCGL-UHFFFAOYSA-N 0.000 description 4
- 229920002449 FKM Polymers 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- 150000001408 amides Chemical class 0.000 description 4
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 4
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 4
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 4
- 229940093476 ethylene glycol Drugs 0.000 description 4
- 239000012530 fluid Substances 0.000 description 4
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 4
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 4
- FPQJEXTVQZHURJ-UHFFFAOYSA-N n,n'-bis(2-hydroxyethyl)oxamide Chemical compound OCCNC(=O)C(=O)NCCO FPQJEXTVQZHURJ-UHFFFAOYSA-N 0.000 description 4
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 4
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 4
- 229940117969 neopentyl glycol Drugs 0.000 description 4
- 229960004063 propylene glycol Drugs 0.000 description 4
- 238000007789 sealing Methods 0.000 description 4
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 4
- YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 4
- 229950006389 thiodiglycol Drugs 0.000 description 4
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 4
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 3
- PMNGNPRHPYYVNM-UHFFFAOYSA-N 1-hydroxyundecane-3-sulfonic acid Chemical compound CCCCCCCCC(CCO)S(O)(=O)=O PMNGNPRHPYYVNM-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- IYXGSMUGOJNHAZ-UHFFFAOYSA-N Ethyl malonate Chemical compound CCOC(=O)CC(=O)OCC IYXGSMUGOJNHAZ-UHFFFAOYSA-N 0.000 description 3
- MWUXSHHQAYIFBG-UHFFFAOYSA-N Nitric oxide Chemical compound O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 3
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 3
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 229920001971 elastomer Polymers 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 150000003008 phosphonic acid esters Chemical class 0.000 description 3
- 235000019260 propionic acid Nutrition 0.000 description 3
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- 239000011593 sulfur Substances 0.000 description 3
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 description 2
- ZQMPWXFHAUDENN-UHFFFAOYSA-N 1,2-bis[(2-methylphenyl)amino]ethane Natural products CC1=CC=CC=C1NCCNC1=CC=CC=C1C ZQMPWXFHAUDENN-UHFFFAOYSA-N 0.000 description 2
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 description 2
- 150000005208 1,4-dihydroxybenzenes Chemical group 0.000 description 2
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 2
- IKEHOXWJQXIQAG-UHFFFAOYSA-N 2-tert-butyl-4-methylphenol Chemical compound CC1=CC=C(O)C(C(C)(C)C)=C1 IKEHOXWJQXIQAG-UHFFFAOYSA-N 0.000 description 2
- BKZXZGWHTRCFPX-UHFFFAOYSA-N 2-tert-butyl-6-methylphenol Chemical compound CC1=CC=CC(C(C)(C)C)=C1O BKZXZGWHTRCFPX-UHFFFAOYSA-N 0.000 description 2
- UWDGDMBEPBPUOR-UHFFFAOYSA-N 3,5-ditert-butyl-2-methylbenzene-1,4-diol Chemical compound CC1=C(O)C=C(C(C)(C)C)C(O)=C1C(C)(C)C UWDGDMBEPBPUOR-UHFFFAOYSA-N 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- 0 CC1(C)*C(C)(C)*C(COC(*)CO)C1 Chemical compound CC1(C)*C(C)(C)*C(COC(*)CO)C1 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- XQVWYOYUZDUNRW-UHFFFAOYSA-N N-Phenyl-1-naphthylamine Chemical compound C=1C=CC2=CC=CC=C2C=1NC1=CC=CC=C1 XQVWYOYUZDUNRW-UHFFFAOYSA-N 0.000 description 2
- KEQFTVQCIQJIQW-UHFFFAOYSA-N N-Phenyl-2-naphthylamine Chemical compound C=1C=C2C=CC=CC2=CC=1NC1=CC=CC=C1 KEQFTVQCIQJIQW-UHFFFAOYSA-N 0.000 description 2
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- 206010042674 Swelling Diseases 0.000 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 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 2
- 125000003342 alkenyl group Chemical group 0.000 description 2
- 230000002152 alkylating effect Effects 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 229910052788 barium Inorganic materials 0.000 description 2
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 2
- 235000010290 biphenyl Nutrition 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 239000003638 chemical reducing agent Substances 0.000 description 2
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 2
- 150000007520 diprotic acids Chemical class 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 239000000806 elastomer Substances 0.000 description 2
- FKRCODPIKNYEAC-UHFFFAOYSA-N ethyl propionate Chemical compound CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 description 2
- DCAYPVUWAIABOU-UHFFFAOYSA-N hexadecane Chemical compound CCCCCCCCCCCCCCCC DCAYPVUWAIABOU-UHFFFAOYSA-N 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 2
- 239000010721 machine oil Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 235000010446 mineral oil Nutrition 0.000 description 2
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N pentanoic acid group Chemical group C(CCCC)(=O)O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 150000003009 phosphonic acids Chemical class 0.000 description 2
- 150000003014 phosphoric acid esters Chemical class 0.000 description 2
- 229920001515 polyalkylene glycol Polymers 0.000 description 2
- 229920013639 polyalphaolefin Polymers 0.000 description 2
- 229920001083 polybutene Polymers 0.000 description 2
- 230000003449 preventive effect Effects 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 2
- 230000008961 swelling Effects 0.000 description 2
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- NKJOXAZJBOMXID-UHFFFAOYSA-N 1,1'-Oxybisoctane Chemical compound CCCCCCCCOCCCCCCCC NKJOXAZJBOMXID-UHFFFAOYSA-N 0.000 description 1
- RAADJDWNEAXLBL-UHFFFAOYSA-N 1,2-di(nonyl)naphthalene Chemical compound C1=CC=CC2=C(CCCCCCCCC)C(CCCCCCCCC)=CC=C21 RAADJDWNEAXLBL-UHFFFAOYSA-N 0.000 description 1
- BIGYLAKFCGVRAN-UHFFFAOYSA-N 1,3,4-thiadiazolidine-2,5-dithione Chemical compound S=C1NNC(=S)S1 BIGYLAKFCGVRAN-UHFFFAOYSA-N 0.000 description 1
- PPNDFSTWANYHQM-UHFFFAOYSA-N 1-(3-amino-4-hydroxyphenyl)dodecan-1-one Chemical compound CCCCCCCCCCCC(=O)C1=CC=C(O)C(N)=C1 PPNDFSTWANYHQM-UHFFFAOYSA-N 0.000 description 1
- UDAKRDQBQXLJHF-UHFFFAOYSA-N 1-(3-amino-4-hydroxyphenyl)nonan-1-one Chemical compound CCCCCCCCC(=O)C1=CC=C(O)C(N)=C1 UDAKRDQBQXLJHF-UHFFFAOYSA-N 0.000 description 1
- LNZBQIBHNKDRIL-UHFFFAOYSA-N 1-(3-amino-4-hydroxyphenyl)octadecan-1-one Chemical compound CCCCCCCCCCCCCCCCCC(=O)C1=CC=C(O)C(N)=C1 LNZBQIBHNKDRIL-UHFFFAOYSA-N 0.000 description 1
- GKFHHBNECRVFFO-UHFFFAOYSA-N 1-(4-hydroxy-3-methylphenyl)pentylphosphonic acid Chemical group CCCCC(P(O)(O)=O)C1=CC=C(O)C(C)=C1 GKFHHBNECRVFFO-UHFFFAOYSA-N 0.000 description 1
- IQYDSMJRFWLGKA-UHFFFAOYSA-N 1-[bis(2-hydroxyethyl)amino]-3-(4-nonylphenoxy)propan-2-ol Chemical compound CCCCCCCCCC1=CC=C(OCC(O)CN(CCO)CCO)C=C1 IQYDSMJRFWLGKA-UHFFFAOYSA-N 0.000 description 1
- BBRHQNMMUUMVDE-UHFFFAOYSA-N 1-n,2-n-diphenylpropane-1,2-diamine Chemical compound C=1C=CC=CC=1NC(C)CNC1=CC=CC=C1 BBRHQNMMUUMVDE-UHFFFAOYSA-N 0.000 description 1
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 1
- 239000000263 2,3-dihydroxypropyl (Z)-octadec-9-enoate Substances 0.000 description 1
- HUYSCRCIPIWDPL-UHFFFAOYSA-N 2,3-dipentylbenzene-1,4-diol Chemical compound CCCCCC1=C(O)C=CC(O)=C1CCCCC HUYSCRCIPIWDPL-UHFFFAOYSA-N 0.000 description 1
- OPLCSTZDXXUYDU-UHFFFAOYSA-N 2,4-dimethyl-6-tert-butylphenol Chemical compound CC1=CC(C)=C(O)C(C(C)(C)C)=C1 OPLCSTZDXXUYDU-UHFFFAOYSA-N 0.000 description 1
- DVQDEYTXFHYBNP-UHFFFAOYSA-N 2,5-di(pentan-2-yl)phenol Chemical compound CCCC(C)C1=CC=C(C(C)CCC)C(O)=C1 DVQDEYTXFHYBNP-UHFFFAOYSA-N 0.000 description 1
- BVUXDWXKPROUDO-UHFFFAOYSA-N 2,6-di-tert-butyl-4-ethylphenol Chemical compound CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 BVUXDWXKPROUDO-UHFFFAOYSA-N 0.000 description 1
- SLUKQUGVTITNSY-UHFFFAOYSA-N 2,6-di-tert-butyl-4-methoxyphenol Chemical compound COC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 SLUKQUGVTITNSY-UHFFFAOYSA-N 0.000 description 1
- FRAQIHUDFAFXHT-UHFFFAOYSA-N 2,6-dicyclopentyl-4-methylphenol Chemical compound OC=1C(C2CCCC2)=CC(C)=CC=1C1CCCC1 FRAQIHUDFAFXHT-UHFFFAOYSA-N 0.000 description 1
- JBYWTKPHBLYYFJ-UHFFFAOYSA-N 2,6-ditert-butyl-4-(2-methylpropyl)phenol Chemical compound CC(C)CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 JBYWTKPHBLYYFJ-UHFFFAOYSA-N 0.000 description 1
- SCXYLTWTWUGEAA-UHFFFAOYSA-N 2,6-ditert-butyl-4-(methoxymethyl)phenol Chemical compound COCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 SCXYLTWTWUGEAA-UHFFFAOYSA-N 0.000 description 1
- VMZVBRIIHDRYGK-UHFFFAOYSA-N 2,6-ditert-butyl-4-[(dimethylamino)methyl]phenol Chemical compound CN(C)CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 VMZVBRIIHDRYGK-UHFFFAOYSA-N 0.000 description 1
- QHPKIUDQDCWRKO-UHFFFAOYSA-N 2,6-ditert-butyl-4-[2-(3,5-ditert-butyl-4-hydroxyphenyl)propan-2-yl]phenol Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(C(C)(C)C=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 QHPKIUDQDCWRKO-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- PANIBUVGEJDJGE-UHFFFAOYSA-N 2-(2-sulfophenoxy)benzenesulfonic acid Chemical class OS(=O)(=O)C1=CC=CC=C1OC1=CC=CC=C1S(O)(=O)=O PANIBUVGEJDJGE-UHFFFAOYSA-N 0.000 description 1
- NISAHDHKGPWBEM-UHFFFAOYSA-N 2-(4-nonylphenoxy)acetic acid Chemical group CCCCCCCCCC1=CC=C(OCC(O)=O)C=C1 NISAHDHKGPWBEM-UHFFFAOYSA-N 0.000 description 1
- IMSODMZESSGVBE-UHFFFAOYSA-N 2-Oxazoline Chemical compound C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- UTNMPUFESIRPQP-UHFFFAOYSA-N 2-[(4-aminophenyl)methyl]aniline Chemical compound C1=CC(N)=CC=C1CC1=CC=CC=C1N UTNMPUFESIRPQP-UHFFFAOYSA-N 0.000 description 1
- YQQAAUCBTNZUQQ-UHFFFAOYSA-N 2-[1-(2-hydroxy-3,5-dimethylphenyl)butyl]-4,6-dimethylphenol Chemical compound C=1C(C)=CC(C)=C(O)C=1C(CCC)C1=CC(C)=CC(C)=C1O YQQAAUCBTNZUQQ-UHFFFAOYSA-N 0.000 description 1
- NVKDNDRCUYIBLB-UHFFFAOYSA-N 2-amino-4-butylphenol Chemical compound CCCCC1=CC=C(O)C(N)=C1 NVKDNDRCUYIBLB-UHFFFAOYSA-N 0.000 description 1
- GTLMTHAWEBRMGI-UHFFFAOYSA-N 2-cyclohexyl-4-methylphenol Chemical compound CC1=CC=C(O)C(C2CCCCC2)=C1 GTLMTHAWEBRMGI-UHFFFAOYSA-N 0.000 description 1
- RFLZOPFYDJEUDJ-UHFFFAOYSA-N 2-dodecoxyacetic acid Chemical compound CCCCCCCCCCCCOCC(O)=O RFLZOPFYDJEUDJ-UHFFFAOYSA-N 0.000 description 1
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- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
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- 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
- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
- C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
- C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M133/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
-
- 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
- C10M3/00—Liquid compositions essentially based on lubricating components other than mineral lubricating oils or fatty oils and their use as lubricants; Use as lubricants of single liquid substances
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
-
- 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
- C10N2030/10—Inhibition of oxidation, e.g. anti-oxidants
-
- 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
- C10N2030/36—Seal compatibility, e.g. with rubber
-
- 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
- C10N2040/20—Metal working
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
- Anti-Oxidant Or Stabilizer Compositions (AREA)
Abstract
Certain NH sterically hindered amine compounds of the formula where R is a straight or branched alkyl group of from 7 to 17 carbon atoms and where n is a numeral from 6 to 18 are suitable for use as stabilizers in lubricant compositions. The steri- cally hindered amines are non-aggressive towards fluoroelastomer O-rings or seals.
Description
The present invention relates to lubricant compositions, it is stablized by sneaking into the anti-oxidant degraded of some space hindered amine stabilizer.This lubricant compositions is showing excellent results aspect sealing swelling.
United States Patent (USP) 5,073,278 and 5,273,669 have instructed with some aromatic amine and at least one space hindered amine and have carried out stable lubricants composition.
United States Patent (USP) 5,268,113 disclose by adding space hindered amine and phenol and have carried out stable lubricants.
To adding stablizer in the lubricant based on mineral or synthetic oil, with the performance characteristic that improves them, be known.Antioxidant particularly importantly.Due to the existence of high temperature general in the combustion chamber of engine and the nitrogen oxide that serves as oxide catalyst except oxygen, the oxidative degradation of lubricant especially plays an important role in motor oil.
For lubricant, hindered amine compound is effective stablizer.But, due to as deleterious effects such as sealing swellings, conventionally do not adopt them.
The present invention relates to the hindered amine compound stable lubricants composition by a special class.Lubricant compositions of the present invention is for sealing non-corrosiveness.
The present invention relates to stable lubricant compositions, it comprises
The mixture of mineral or synthetic base oil (base oil) or mineral and synthetic base oil; And
The space hindered amine compound of at least one following formula
Or
Wherein R is the straight or branched alkyl of 7-17 carbon atom, and the n numerical value that is 6-18.
Alkyl R be line style or branching and by for example 7,8,9,10,11,12,13,14,15,16 or 17 carbon atoms, formed.
Numerical value n is for example 6,8,10,12,14,16 or 18.
Space hindered amine is known and prepares according to methods known in the art.For example, hindered amine of the present invention is ester for example lauric acid or the stearic ester of the aliphatic carboxylic acid of 2,2,6,6-tetramethyl piperidine-4-alcohol.
According to a preferred embodiment, the present invention relates to composition, wherein there is the hindered amine of following formula
Or
Lubricant of the present invention is functional fluid (functional fluid), i.e. lubricant, hydraulic efficiency oil (hydraulic fluid) or metal working fluid.
Lubricant is in particular mineral base oil (API classification I, II, III class comprise the oily IV class of Sweet natural gas synthetic (gas to liquid, GTL)) or synthetic base oil, as is generally used for the production of lubricant.Synthetic oil can be, for example the ester of polycarboxylic acid or polyol; They can also be aliphatic polyester or poly-alpha-olefin, siloxanes, phosphoric acid ester or polyalkylene glycol.Lubricant can also be the lubricating grease based on oil and thickening material.Such lubricant is described in for example " the Schmierstoffe und artverwandte Producte " of D.Klamann, Verlag Chemie, Weinheim, 1982.
Example is lubricant and hydraulic efficiency oil or the hydraulic efficiency oil based on mineral oil or synthetic lubricant, is especially the derivative of carboxylicesters and for those of 200 ℃ and above temperature.
The example of synthetic lubricant comprises the lubricant of the diester based on diprotic acid and MHA, for example dioctyl sebacate or dinonyl adipate, three esters of the mixture of TriMethylolPropane(TMP) and monobasic acid or this class acid, for example trimethylolpropane tris pelargonate, trimethylolpropane tris octanoate or these mixture, four esters of the mixture of tetramethylolmethane and monobasic acid or this class acid, Pentaerythrityl tetraoctanoate for example, or the complex ester of monovalence and diprotic acid and polyvalent alcohol, for example TriMethylolPropane(TMP) and complex ester sad and sebacic acid or their mixture.
Except mineral oil, be specially suitablely, poly-alpha-olefin for example, based on ester class, or the lubricant of the mixture of phosphoric acid ester, glycol, polyoxyethylene glycol and polyalkylene glycol and they and water.
Space of the present invention hindered amine is non-corrosive especially for elastomeric seal.
Sealing refers in particular to the fluoropolymer elastomerics for O circle and other commodity." fluoroelastomer " ranges for example FKM according to the name of ASTM D 1418 and ISO 1629.Fluoroelastomer comprises R 1216 (HFP) and vinylidene fluoride (VF
2vDF) multipolymer, the terpolymer of tetrafluoroethylene (TFE), vinylidene fluoride and R 1216, perfluorinated methyl ethylene ether (PMVE), the multipolymer of the multipolymer of TFE and propylene and TFE, PMVE and ethene.Fluorine content for example changes between approximately 66~about 70wt%.
FKM for having the Viton of the polymethylene type of substituting group fluoro and perfluoroalkyl or perfluoro alkoxy group on polymer chain.
Therefore, preferred object of the present invention is stable lubricant compositions, and it contacts with fluoroelastomer and comprises
The mixture of mineral or synthetic base oil or mineral and synthetic base oil, and
The space hindered amine compound of at least one formula (I) or formula (II),
Wherein R is the straight or branched alkyl of 7-17 carbon atom, and the n numerical value that is 6-18.
According to space of the present invention hindered amine with based on approximately 0.01 of lubricant weight~about 5wt%, approximately 0.05~about 3wt% for example, for example the amount of approximately 0.1~about 2wt% is mixed with lubricant.
Described lubricant can comprise other additive in addition, and it is added into further to improve the fundamental property of lubricant; These additives comprise antioxidant, metal passivator, rust-preventive agent, viscosity index improver, pour point reducer, dispersion agent, washing composition, high pressure additive, antifriction additive and wear preventive additive.
These other additives are for for example:
1. antioxidant
1.1. alkylating monohydric phenol, for example 2, 6-bis--tert-butyl-4-methyl-Phenol, the 2-tertiary butyl-4, 6-xylenol, 2, 6-di-t-butyl-4-ethylphenol, 2, 6-di-t-butyl-4-normal-butyl phenol, 2, 6-di-t-butyl-4-isobutyl-phenol, 2, 6-bis-cyclopentyl-4-methylphenol, 2-(Alpha-Methyl cyclohexyl)-4, 6-xylenol, 2, 6-octacosyl-4-methylphenol, 2, 4, 6-thricyclohexyl phenol, 2, 6-di-t-butyl-4-methoxymethyl phenol, 2, 6-dinonyl-4-methylphenol, 2, 4-dimethyl-6-(1 '-methyl undecane-1 '-yl) phenol, 2, 4-dimethyl-6-(1 '-methyl heptadecane-1 '-yl) phenol, 2, 4-dimethyl-6-(1 '-methyl tridecane-1 '-yl) phenol and composition thereof.
1.2. alkyl sulfide methylphenol, for example 2,4-dioctyl thiomethyl-6-tert.-butyl phenol, 2,4-dioctyl thiomethyl-6-methylphenol, 2,4-dioctyl thiomethyl-6-ethylphenol, the two dodecyl thiomethyl-4-nonylphenols of 2,6-.
1.3. quinhydrones and alkylating quinhydrones, for example 2,6-bis--tertiary butyl-4-methoxyphenol, 2,5-bis--tertiary butylated hydroquinone, 2,5-, bis--amyl hydroquinone, 2,6-phenylbenzene-4-octadecane oxygen base phenol, 2,6-bis--tertiary butylated hydroquinone, 2,5-, bis--tertiary butyl-4-hydroxy methyl-phenoxide, 3,5-, bis--tertiary butyl-4-hydroxy methyl-phenoxide, 3,5-bis--tert-butyl-hydroxy phenyl stearate, two-(3,5-di-tert-butyl-hydroxy phenyl) adipic acid esters.
1.4. hydroxylated sulfo-phenyl ether, for example 2,2 '-sulfo-two (6-tert-butyl-4-methyl-Phenol), 2,2 '-sulfo-two (4-octyl phenol), 4,4 '-sulfo-two (the 6-tertiary butyl-3-methylphenol), 4,4 '-sulfo-two (the 6-tertiary butyl-2-methylphenol), 4,4 '-sulfo-two (3,6-di-sec-amyl phenol), 4,4 '-bis-(2,6-dimethyl-4-hydroxy phenyl) disulphide.
1.5. alkylidene bisphenol, for example 2, 2 '-methylene radical two (6-tert-butyl-4-methyl-Phenol), 2, 2 '-methylene radical two (the 6-tertiary butyl-4-ethylphenol), 2, 2 '-methylene radical two [4-methyl-6-(Alpha-Methyl cyclohexyl) phenol], 2, 2 '-methylene radical two (4-methyl-6-cyclohexylphenol), 2, 2 '-methylene radical two (6-nonyl-4-methylphenol), 2, 2 '-methylene radical two (4, 6-DI-tert-butylphenol compounds), 2, 2 '-ethylene (4, 6-DI-tert-butylphenol compounds), 2, 2 '-ethylene (the 6-tertiary butyl-4-isobutyl-phenol), 2, 2 '-methylene radical two [6-(α-methylbenzyl)-4-nonylphenol], 2, 2 '-methylene radical two [6-(α, α-dimethylbenzyl)-4-nonylphenol], 4, 4 '-methylene radical two (2, 6-DI-tert-butylphenol compounds), 4, 4 '-methylene radical two (the 6-tertiary butyl-2-methylphenol), 1, 1-bis-(5-tertiary butyl-4-hydroxy-2-aminomethyl phenyl) butane, 2, 6-bis-(the 3-tertiary butyl-5-methyl-2-hydroxybenzyl)-4-methylphenol, 1, 1, 3-tri-(the 5-tertiary butyl-4 hydroxy-2-methyl phenyl) butane, 1, 1-bis-(5-tertiary butyl-4-hydroxy-2-methyl-phenyl)-3-dodecyl sulfydryl butane, two [3, 3-bis-(3 '-tertiary butyl-4 '-hydroxy phenyl) butyric acid] glycol ester, two (3-tertiary butyl-4-hydroxy-5-methyl-phenyl) Dicyclopentadiene (DCPD), two [2-(3 '-tertiary butyl-2 '-hydroxyl-5 '-methyl-benzyl)-6-tertiary butyl-4-aminomethyl phenyl] terephthalate, 1, 1-bis--(3, 5-dimethyl-2-hydroxy phenyl) butane, 2, 2-bis--(3, 5-di-t-butyl-4-hydroxyl-phenyl) propane, 2, 2-bis--(5-tertiary butyl-4-hydroxy-2-aminomethyl phenyl)-4-dodecyl sulfydryl butane, 1, 1, 5, 5-tetra--(5-tertiary butyl-4-hydroxy-2-aminomethyl phenyl) pentane.
1.6.O-, N-and S-benzyl compounds, for example 3,5,3 ', 5 '-tetra-tert-4,4 '-dihydroxyl-dibenzyl ether, octadecyl-4-hydroxyl-3,5-dimethyl benzyl mercaptoacetate, three-(3,5-di-tert-butyl-4-hydroxyl benzyl) amine, two (the 4-tertiary butyl-3-hydroxyl-2,6-dimethyl benzyl) dithio terephthalate, two-(3,5-di-tert-butyl-4-hydroxyl benzyl) sulfide, iso-octyl-3,5-di-tert-butyl-4-hydroxyl benzyl mercaptoacetate.
1.7. the malonic ester of acrinyl, two-octadecyl-2 for example, 2-bis--(3,5-di-t-butyl-2-acrinyl)-malonic ester, two-octadecyl-2-(3-tertiary butyl-4-hydroxy-5-methyl-benzyl)-malonic ester, two-dodecyl mercaptoethyl-2,2-bis--(3,5-di-t-butyl-4-acrinyl) malonic ester, two [4-(1,1,3,3-tetramethyl butyl) phenyl]-2,2-bis-(3,5-di-t-butyl-4-acrinyl) malonic ester.
1.8. aromatics acrinyl compound, for example 1,3,5-tri--(3,5-di-tert-butyl-4-hydroxyl benzyl)-2,4,6-Three methyl Benzene, Isosorbide-5-Nitrae-bis-(3,5-di-t-butyl-4-acrinyl)-2,3,5,6-tetramethyl-benzene, 2,4,6-tri-(3,5-di-t-butyl-4-acrinyl) phenol.
1.9. triaizine compounds, for example 2, 4-bis-(octyl group sulfydryl)-6-(3, 5-di-t-butyl-4-hydroxybenzene amido)-1, 3, 5-triazine, 2-octyl group sulfydryl-4, 6-bis-(3, 5-di-t-butyl-4-hydroxybenzene amido)-1, 3, 5-triazine, 2-octyl group sulfydryl-4, 6-bis-(3, 5-di-t-butyl-4-hydroxyphenoxy)-1, 3, 5-triazine, 2, 4, 6-tri-(3, 5-di-t-butyl-4-hydroxyphenoxy)-1, 2, 3-triazine, 1, 3, 5-tri-(3, 5-di-t-butyl-4-acrinyl) isocyanuric acid ester, 1, 3, 5-tri-(the 4-tertiary butyl-3-hydroxyl-2, 6-dimethyl benzyl)-2, 4, 6-tri-(3, 5-di-tert-butyl-hydroxy phenyl ethyl)-1, 3, 5-triazine, 1, 3, 5-tri-(3, 5-di-tert-butyl-hydroxy phenyl propionyl)-six hydrogen-1, 3, 5-triazine, 1, 3, 5-tri-(3, 5-dicyclohexyl-4-hydroxybenzyl) isocyanuric acid ester.
1.10. benzylphosphonic acid ester, dimethyl-2 for example, 5-di-t-butyl-4-acrinyl phosphonic acid ester, diethyl-3,5-di-t-butyl-4-acrinyl phosphonic acid ester, two-octadecyl-3,5-di-t-butyl-4-acrinyl phosphonic acid ester, two-octadecyl-5-tertiary butyl-4-hydroxy-3-methyl-benzyl phosphonic acid ester, the calcium salt of the mono ethyl ester of 3,5-di-t-butyl-4-acrinyl phosphonic acids.
1.11. amido phenol, 4-hydroxyl lauroyl aniline (4-hydroxylauranilide) for example, 4-hydroxyl stearanilide (4-hydroxystearanilide), octyl group-N-(3,5-di-tert-butyl-hydroxy phenyl) carbamate.
1.12.3-(3, 5-di-tert-butyl-hydroxy phenyl) ester of propionic acid and monobasic or polyvalent alcohol, described alcohol is for example methyl alcohol, ethanol, Stearyl alcohol, 1, 6-hexylene glycol, 1, 9-nonanediol, ethylene glycol, 1, 2-propylene glycol, neopentyl glycol, thiodiglycol, glycol ether, triglycol, tetramethylolmethane, three (hydroxyethyl) isocyanuric acid ester, N, N '-bis-(hydroxyethyl) oxamide, 3-sulfo-hendecanol (3-thiaundecanol), 3-sulfo-pentadecylic alcohol, trimethylammonium hexylene glycol, TriMethylolPropane(TMP), 4-methylol-1-phospha-2, 6, 7-trioxa two ring [2.2.2] octanes.
1.13. the ester of β-(5-tertiary butyl-4-hydroxy-3-aminomethyl phenyl) propionic acid and monobasic or polyvalent alcohol, described alcohol is for example methyl alcohol, ethanol, Stearyl alcohol, 1,6-hexylene glycol, 1,9-nonanediol, ethylene glycol, 1,2-propylene glycol, neopentyl glycol, thiodiglycol, glycol ether, triglycol, tetramethylolmethane, three (hydroxyethyl) isocyanuric acid ester, N, N '-bis-(hydroxyethyl) oxamide, 3-sulfo-hendecanol, 3-sulfo-pentadecylic alcohol, trimethylammonium hexylene glycol, TriMethylolPropane(TMP), 4-methylol-1-phospha-2,6,7-trioxa, two ring [2.2.2] octanes.
1.14.13-(3,5-dicyclohexyl-4-hydroxy phenyl) ester of propionic acid and monobasic or polyvalent alcohol, described alcohol is for example methyl alcohol, ethanol, Stearyl alcohol, 1,6-hexylene glycol, 1,9-nonanediol, ethylene glycol, 1,2-propylene glycol, neopentyl glycol, thiodiglycol, glycol ether, triglycol, tetramethylolmethane, three (hydroxyethyl) isocyanuric acid ester, N, N '-bis-(hydroxyethyl) oxamide, 3-sulfo-hendecanol, 3-sulfo-pentadecylic alcohol, trimethylammonium hexylene glycol, TriMethylolPropane(TMP), 4-methylol-1-phospha-2,6,7-trioxa, two ring [2.2.2] octanes.
1.15.3, the ester of 5-di-tert-butyl-hydroxy phenyl acetic acid and monobasic or polyvalent alcohol, described alcohol is for example methyl alcohol, ethanol, Stearyl alcohol, 1,6-hexylene glycol, 1,9-nonanediol, ethylene glycol, 1,2-propylene glycol, neopentyl glycol, thiodiglycol, glycol ether, triglycol, tetramethylolmethane, three (hydroxyethyl) isocyanuric acid ester, N, N '-bis-(hydroxyethyl) oxamide, 3-sulfo-hendecanol, 3-sulfo-pentadecylic alcohol, trimethylammonium hexylene glycol, TriMethylolPropane(TMP), 4-methylol-1-phospha-2,6,7-trioxa, two ring [2.2.2] octanes.
1.16. β-(3; 5-di-tert-butyl-hydroxy phenyl) acid amides of propionic acid; N for example, N '-bis-(3,5-di-tert-butyl-hydroxy phenyl propionyl) hexamethylene-diamine; N; N '-bis-(3,5-di-t-butyl-4-hydroxyl-phenyl propionyl) trimethylene diamines, N; N '-bis-(3,5-di-tert-butyl-hydroxy phenyl propionyl) hydrazine.
Amine antioxidants:
N, N '-di-isopropyl-Ursol D, N, N '-di-sec-butyl-Ursol D, N, N '-bis-(Isosorbide-5-Nitrae-dimethyl amyl group)-Ursol D, N, N '-bis-(1-ethyl-3-methyl amyl)-Ursol D, N, N '-bis-(1-methylheptyl)-Ursol D, N, N '-dicyclohexyl-Ursol D, N, N '-phenylbenzene-Ursol D, N, N '-bis-(2-naphthyl)-Ursol D, N-sec.-propyl-N '-phenyl-Ursol D, N-(1,3-dimethyl-butyl)-N '-phenyl-Ursol D, N-(1-methylheptyl)-N '-phenyl-Ursol D, N-cyclohexyl-N '-phenyl-Ursol D, 4-(p-totuidine sulphonyl) pentanoic, N, N '-dimethyl-N, N '-di-sec-butyl-Ursol D, pentanoic, N-allyl group pentanoic, 4-isopropoxy pentanoic, N-phenyl-1-naphthylamine, N-phenyl-2-naphthylamine, octylated diphenylamine, p for example, the tertiary octyl diphenylamine of p '-bis-, 4-normal-butyl amino-phenol, 4-acylamino phenol, 4-nonanoyl amino-phenol, 4-lauroyl amino-phenol, 4-octadecanoyl amino-phenol, two (4-p-methoxy-phenyl) amine, 2,6-di-t-butyl-4-dimethylaminomethylphenol, 2,4 '-diaminodiphenyl-methane, 4,4 '-diaminodiphenyl-methane, N, N, N ', N '-tetramethyl--4,4 '-diaminodiphenyl-methane, 1,2-bis-[(2-methyl-phenyl) amino] ethane, 1,2-bis-(phenyl amino) propane, (o-tolyl) biguanides, two [4-(1 ', 3 '-dimethyl-butyl) phenyl] amine, uncle-octyl group N-phenyl-1-naphthylamine, one and the mixture of dialkyl group tert-butyl/uncle-octyl diphenylamine, one and the mixture of dialkyl group sec.-propyl/isohexyl pentanoic, one and the mixture of dialkyl group tert-butyl pentanoic, 2,3-dihydro-3,3-dimethyl-4H-1,4-benzothiazine, phenothiazine, N-allyl phenol thiazine, N, N, N ', N '-tetraphenyl-Isosorbide-5-Nitrae-diamino but-2-ene, N, N-bis-(2,2,6,6-tetramethyl piperidine-4-yl)-hexamethylene-diamine, two (2,2,6,6-tetramethyl piperidine-4-yl) sebate, 2,2,6,6-tetramethyl piperidine-4-ketone and 2,2,6,6-tetramethyl piperidine-4-alcohol.
The example of other antioxidant:
Aliphatics or aromatic phosphite, the ester of thio-2 acid or thiodiglycolic acid, or the salt of dithiocarbamic acid or phosphorodithioic acid, 2,2,12,12-tetramethyl--5,9-dihydroxyl-3,7,11-trithio tridecane and 2,2,15,15-tetramethyl--5,12-dihydroxyl-3,7,10,14-tetrathio n-Hexadecane.
The example of metal passivator, for example, for copper, for:
A) benzotriazole and derivative thereof, for example 4-or 5-alkyl benzotriazole (for example azimido-toluene) and derivative, 4 thereof, 5,6,7-tetrahydro benzo triazole and 5, the Mannich base of 5 '-methylene radical dibenzo triazole, benzotriazole or azimido-toluene, 1-[bis-(2-ethylhexyl) amino methyl for example] azimido-toluene and 1-[bis-(2-ethylhexyl) amino methyl] benzotriazole, with alkoxyalkyl benzotriazole as 1-(oxygen ylmethyl in the ninth of the ten Heavenly Stems) benzotriazole, 1-(1-butoxyethyl group) benzotriazole and 1-(1-cyclohexyloxy butyl) azimido-toluene.
B) 1,2,4-triazole and derivative thereof, for example 3-alkyl (or aryl)-1; 2,4-triazole, and 1; 2,4-triazole is as 1-[bis-(2-ethylhexyl) amino methyl]-1,2; the Mannich base of 4-triazole, alkoxyalkyl-1,2; 4-triazole is as 1-(1-butoxyethyl group)-1,2,4-triazole; and acidylate 3-amino-1,2,4-triazole.
C) imdazole derivatives, for example 4,4 '-methylene radical two (2-undecyl-5-Methylimidazole) and two [(N-methyl) imidazoles-2-yl] methyl alcohol octyl ether.
D) sulfur heterocyclic compound, 2-mercaptobenzothiazole for example, 2,5-dimercapto-1,3,4-thiadiazole and derivative thereof, and 3,5-bis-[two (2-ethylhexyl) amino methyl]-1,3,4-Thiadiazoline-2-ketone.
E) aminocompound, salicylidene trimethylene diamine for example, salicyl aminoguanidine and salt thereof.
The example of rust-preventive agent and friction improver is:
A) organic acid, their ester, metal-salt, amine salt and acid anhydrides, alkyl-and alkenyl succinic and they and alcohols for example, the partial ester of glycol or hydroxycarboxylic acid, alkyl-and the part acid amides (partial amide) of alkenyl succinic, 4-nonylphenoxyacetic acid, alkoxyl group-and alkoxyl group ethoxy carboxylate as dodecyloxy acetic acid, dodecyloxy (oxyethyl group) acetic acid and its amine salt, and also has KORANTIN SH, E494, lead naphthenate, alkenyl succinic anhydrides, dodecenyl succinic anhydride for example, 2-carboxymethyl-1-dodecyl-3-methylglycerin(e) and its amine salt.
B) nitrogenous compound, for example:
I. aliphatics or alicyclic primary, secondary or tertiary amine and the amine salt of organic and mineral acid, for example oil soluble alkyl-carboxylic acid ammonium, and 1-[N, N-bis-(2-hydroxyethyl) amino]-3-(4-Nonylphenoxy) propan-2-ol.
II. heterogeneous ring compound, for example: the tetrahydroglyoxaline of replacement is with oxazoline, and 2-heptadecyl-1-(2-hydroxyethyl) tetrahydroglyoxaline.
C) P contained compound, for example: the amine salt of phosphoric acid partial ester or phosphonic acids partial ester, and zinc dialkyl dithiophosphate.
D) molybdate compound, as molybdenum dithiocarbamate and other sulfur-bearing and phosphorous derivant.
E) sulfocompound, for example: dinonyl naphthalene sulfonate barium, calcium mahogany sulfonate, the aliphatic carboxylic acid of alkylthio-replacement, aliphatics 2-thiocarboxylic acid and salt thereof.
F) glycerol derivative, glyceryl monooleate for example, 1-(alkyl phenoxy)-3-(2-hydroxyethyl) glycerine, 1-(alkyl phenoxy)-3-(2,3-dihydroxypropyl) glycerine and 2-carboxyalkyl-1,3-dialkyl group glycerine.
The example of viscosity index improver is:
Polyacrylic ester, polymethacrylate, vinyl pyrrolidone/Sipacril 2739OF, Polyvinylpyrolidone (PVP), polybutene, olefin copolymer, styrene/acrylic acid co-polymer and polyethers.
The example of pour point reducer is:
Polymethyl acrylic acid and alkylated naphthalene derivative.
The example of dispersant is:
Sulfonate and the phenates of polybutene succinic diamide (polybutenylsuccinic amides) or polybutylene succinimide, polybutylene-based phosphonate derivative and alkaline magnesium, calcium and barium.
The example of wear preventive additive is:
Sulfur-bearing and/or phosphorous and/or halogen contained compound, for example olefine sulfide and vegetables oil, zinc dialkyl dithiophosphate, alkyl acid phosphate triphenylmethyl methacrylate, tritolyl phosphate, Tritolyl Phosphate, clorafin, alkyl and aryl two and trisulphide, mono phosphoric acid ester-and the amine salt of dialkyl, the amine salt of methyl-phosphorous acid, diethanolamine ylmethyl tolyl-triazole, two (2-ethylhexyl) amino methyl tolyl-triazole, 2, 5-dimercapto-1, 3, the derivative of 4-thiadiazoles, 3-[(diisopropoxy phosphino-thionyl (thioyl)) sulfo-] ethyl propionate, triphenyl thiophosphatephosphorothioate (triphenyl thiophosphatephosphorothioate (phosphorothioate)), three (alkyl phenyl) thiophosphatephosphorothioate and its mixture (for example three (different nonyl phenyl) thiophosphatephosphorothioate), phenylbenzene list nonyl phenyl thiophosphatephosphorothioate, isobutyl phenenyl phenylbenzene thiophosphatephosphorothioate, 3-hydroxyl-1, the dodecyl amine salt of 3-thiaphosphetane 3-oxide compound, trithio phosphoric acid 5, 5, 5-tri-[2-2-ethyl hexyl ethanoate], the derivative of 2-mercaptobenzothiazole is as 1-[N, N-bis-(2-ethylhexyl) amino methyl]-2-sulfydryl-1H-1, 3-benzothiazole, and ethoxy carbonyl-5-octyl group dithiocarbamate.
The following examples describe the present invention in detail.Umber and per-cent are all by weight, except as otherwise noted.
embodiment
By the following examples, illustrate that space required for protection hindered amine is than the superiority of other similar space hindered amine additive.Supplement enough spaces hindered amine additive to improve total basicnumber to the 5W-30 machine oil containing 0.08%P, described base number is measured by ASTM D4739 by two devices.With the processing horizontal of 1.0wt%, add amine additive A and add amine additive B with 1.2% processing horizontal.At 60 ℃, stir oily 1 hour to guarantee homogeneity.According to elastomer compatibility program CEC-L-39-T-96 test formulations.These formulas are as follows with the result of the CEC-L-39-T-96 test of FKM Viton.Two kinds of amine all affect rubber elastomer.
Amine A makes it with respect to being not suitable for completely as ACEA specification, use on the magnitude of tensile strength and the impact of ultimate elongation rate.Amine B for the impact of Viton much smaller-show that it is applicable to machine oil.
Amine A is
Amine B is
Claims (6)
1. a stable lubricant compositions, it comprises
The mixture of mineral or synthetic base oil or mineral and synthetic base oil, and
The space hindered amine compound of at least one following formula
Wherein R is the straight or branched alkyl of 7-17 carbon atom, and wherein hindered amine exists with the weight 0.01~5wt% based on described lubricant.
2. according to the composition of claim 1, wherein R is the straight or branched alkyl of 11 or 17 carbon atoms.
4. according to the composition of claim 1, wherein hindered amine exists with the weight 0.05~3wt% based on described lubricant.
5. according to the composition of claim 1, wherein hindered amine exists with the weight 0.1~2wt% based on described lubricant.
6. a stable lubricant compositions, it contacts with fluoroelastomer and comprises
The mixture of at least one mineral or synthetic base oil or mineral and synthetic base oil, and
The space hindered amine compound of at least one or multiple formula (I),
Wherein R is the straight or branched alkyl of 7-17 carbon atom, and wherein hindered amine exists with the weight 0.01~5wt% based on described lubricant.
Applications Claiming Priority (3)
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US83438306P | 2006-07-31 | 2006-07-31 | |
US60/834,383 | 2006-07-31 | ||
PCT/EP2007/057552 WO2008015116A2 (en) | 2006-07-31 | 2007-07-23 | Lubricant composition |
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CN101495605A CN101495605A (en) | 2009-07-29 |
CN101495605B true CN101495605B (en) | 2014-03-05 |
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CN200780028456.7A Expired - Fee Related CN101495605B (en) | 2006-07-31 | 2007-07-23 | Lubricant composition |
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EP (1) | EP2049630B1 (en) |
JP (2) | JP5546858B2 (en) |
KR (1) | KR101433140B1 (en) |
CN (1) | CN101495605B (en) |
AU (1) | AU2007280548B2 (en) |
BR (1) | BRPI0714961B1 (en) |
CA (1) | CA2657382C (en) |
IL (1) | IL196250A (en) |
MX (1) | MX2009001124A (en) |
PL (1) | PL2049630T3 (en) |
RU (1) | RU2462505C2 (en) |
WO (1) | WO2008015116A2 (en) |
Families Citing this family (18)
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MX2009001124A (en) * | 2006-07-31 | 2009-03-05 | Ciba Holding Inc | Lubricant composition. |
US8236204B1 (en) | 2011-03-11 | 2012-08-07 | Wincom, Inc. | Corrosion inhibitor compositions comprising tetrahydrobenzotriazoles solubilized in activating solvents and methods for using same |
US8236205B1 (en) | 2011-03-11 | 2012-08-07 | Wincom, Inc. | Corrosion inhibitor compositions comprising tetrahydrobenzotriazoles and other triazoles and methods for using same |
US9969950B2 (en) | 2012-07-17 | 2018-05-15 | Infineum International Limited | Lubricating oil compositions containing sterically hindered amines as ashless TBN sourcces |
WO2014028629A1 (en) * | 2012-08-14 | 2014-02-20 | Basf Se | Lubricant composition comprising hindered cyclic amines |
US20150045261A1 (en) * | 2012-10-12 | 2015-02-12 | Basf Se | Lubricant Compositions Comprising Trimethoxyboroxine To Improve Fluoropolymer Seal Compatibility |
JP2016501284A (en) * | 2012-11-16 | 2016-01-18 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | Epoxy compound-containing lubricating oil composition for improving fluoropolymer seal compatibility |
FR3000103B1 (en) * | 2012-12-21 | 2015-04-03 | Total Raffinage Marketing | LUBRICATING COMPOSITION BASED ON POLYGLYCEROL ETHER |
RU2015149917A (en) | 2013-04-22 | 2017-05-26 | Басф Се | ADDITIVE FOR IMPROVEMENT OF COMPATIBILITY WITH SEALS OF LUBRICANT COMPOSITIONS WITH FLUOROPOLYMER SEALS |
US10066186B2 (en) | 2013-04-22 | 2018-09-04 | Basf Se | Lubricating oil compositions containing a halide seal compatibility additive and a second seal compatibility additive |
RU2528833C1 (en) * | 2013-05-15 | 2014-09-20 | Открытое акционерное общество "Нефтяная компания "Роснефть" | Gearbox oil |
EP3000866A4 (en) | 2013-05-20 | 2017-01-18 | Idemitsu Kosan Co., Ltd | Lubricant composition |
EP2816097A1 (en) * | 2013-06-18 | 2014-12-24 | Shell Internationale Research Maatschappij B.V. | Lubricating oil composition |
US9309205B2 (en) | 2013-10-28 | 2016-04-12 | Wincom, Inc. | Filtration process for purifying liquid azole heteroaromatic compound-containing mixtures |
US20160289588A1 (en) * | 2013-11-04 | 2016-10-06 | Basf Se | Lubricant Composition |
US9562208B2 (en) * | 2014-07-02 | 2017-02-07 | Basf Se | Sulfonate esters to improve fluoropolymer seal compatibility of lubricant compositions |
WO2016036493A1 (en) * | 2014-09-04 | 2016-03-10 | Vanderbilt Chemicals, Llc | Liquid ashless antioxidant additive for lubricating compositions |
JP6863557B2 (en) * | 2016-12-05 | 2021-04-21 | 出光興産株式会社 | Lubricating oil composition and its manufacturing method |
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CN1041610A (en) * | 1988-07-18 | 1990-04-25 | 希巴-盖吉股份公司 | Lubricating oil composition |
US5268113A (en) * | 1989-07-07 | 1993-12-07 | Ciba-Geigy Corporation | Lubricant composition |
US5273669A (en) * | 1988-07-18 | 1993-12-28 | Ciba-Geigy Corporation | Lubricant composition |
WO2002004578A1 (en) * | 2000-07-11 | 2002-01-17 | King Industries | Compositions of group ii and/or group iii base oils and alkylated fused and/or polyfused aromatic compounds |
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JPS6028496A (en) * | 1983-07-25 | 1985-02-13 | Adeka Argus Chem Co Ltd | Lubricating oil composition |
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JP2004051758A (en) * | 2002-07-19 | 2004-02-19 | Asahi Denka Kogyo Kk | Lubricating oil composition based on mineral oil having high sulfur content |
CN1333054C (en) * | 2004-06-29 | 2007-08-22 | 中国石油化工股份有限公司 | Lubricating oil composite stabilizer and stable hydrogenation lubricating oil composition |
MX2009001124A (en) * | 2006-07-31 | 2009-03-05 | Ciba Holding Inc | Lubricant composition. |
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2007
- 2007-07-23 MX MX2009001124A patent/MX2009001124A/en active IP Right Grant
- 2007-07-23 KR KR1020097000672A patent/KR101433140B1/en active IP Right Grant
- 2007-07-23 EP EP20070787797 patent/EP2049630B1/en not_active Not-in-force
- 2007-07-23 CN CN200780028456.7A patent/CN101495605B/en not_active Expired - Fee Related
- 2007-07-23 AU AU2007280548A patent/AU2007280548B2/en not_active Ceased
- 2007-07-23 CA CA2657382A patent/CA2657382C/en not_active Expired - Fee Related
- 2007-07-23 RU RU2009106723/04A patent/RU2462505C2/en not_active IP Right Cessation
- 2007-07-23 WO PCT/EP2007/057552 patent/WO2008015116A2/en active Application Filing
- 2007-07-23 PL PL07787797T patent/PL2049630T3/en unknown
- 2007-07-23 BR BRPI0714961A patent/BRPI0714961B1/en not_active IP Right Cessation
- 2007-07-23 JP JP2009522212A patent/JP5546858B2/en not_active Expired - Fee Related
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2014
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CN1041610A (en) * | 1988-07-18 | 1990-04-25 | 希巴-盖吉股份公司 | Lubricating oil composition |
US5273669A (en) * | 1988-07-18 | 1993-12-28 | Ciba-Geigy Corporation | Lubricant composition |
US5268113A (en) * | 1989-07-07 | 1993-12-07 | Ciba-Geigy Corporation | Lubricant composition |
WO2002004578A1 (en) * | 2000-07-11 | 2002-01-17 | King Industries | Compositions of group ii and/or group iii base oils and alkylated fused and/or polyfused aromatic compounds |
Also Published As
Publication number | Publication date |
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IL196250A (en) | 2013-10-31 |
BRPI0714961A2 (en) | 2013-07-30 |
MX2009001124A (en) | 2009-03-05 |
BRPI0714961B1 (en) | 2016-11-22 |
EP2049630A2 (en) | 2009-04-22 |
PL2049630T3 (en) | 2015-10-30 |
JP5546858B2 (en) | 2014-07-09 |
EP2049630B1 (en) | 2015-04-29 |
CA2657382C (en) | 2014-09-09 |
CA2657382A1 (en) | 2008-02-07 |
KR101433140B1 (en) | 2014-08-22 |
AU2007280548A1 (en) | 2008-02-07 |
CN101495605A (en) | 2009-07-29 |
RU2462505C2 (en) | 2012-09-27 |
AU2007280548B2 (en) | 2012-04-05 |
IL196250A0 (en) | 2009-09-22 |
KR20090033358A (en) | 2009-04-02 |
WO2008015116A2 (en) | 2008-02-07 |
WO2008015116A3 (en) | 2008-03-20 |
JP2009545640A (en) | 2009-12-24 |
RU2009106723A (en) | 2010-09-10 |
JP2014139313A (en) | 2014-07-31 |
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