US3920571A - Grease composition and method of preparing the same - Google Patents
Grease composition and method of preparing the same Download PDFInfo
- Publication number
- US3920571A US3920571A US506062A US50606274A US3920571A US 3920571 A US3920571 A US 3920571A US 506062 A US506062 A US 506062A US 50606274 A US50606274 A US 50606274A US 3920571 A US3920571 A US 3920571A
- Authority
- US
- United States
- Prior art keywords
- composition defined
- alkaline earth
- earth metal
- polyurea
- diisocyanate
- 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 - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 92
- 239000004519 grease Substances 0.000 title claims abstract description 58
- 238000000034 method Methods 0.000 title claims description 13
- 229920002396 Polyurea Polymers 0.000 claims abstract description 70
- -1 alkaline earth metal carbonate Chemical class 0.000 claims abstract description 48
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims abstract description 38
- 150000001875 compounds Chemical class 0.000 claims abstract description 32
- 239000010687 lubricating oil Substances 0.000 claims abstract description 14
- 125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 claims abstract description 9
- 125000005442 diisocyanate group Chemical group 0.000 claims description 30
- 229920000768 polyamine Polymers 0.000 claims description 22
- 239000002562 thickening agent Substances 0.000 claims description 17
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 16
- 150000004985 diamines Chemical class 0.000 claims description 14
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 11
- 239000002585 base Substances 0.000 claims description 11
- 230000001050 lubricating effect Effects 0.000 claims description 10
- 239000003921 oil Substances 0.000 claims description 10
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical group [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 claims description 10
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical group [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 8
- 239000004215 Carbon black (E152) Substances 0.000 claims description 8
- 239000001569 carbon dioxide Substances 0.000 claims description 8
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 8
- 229930195733 hydrocarbon Natural products 0.000 claims description 8
- 125000000743 hydrocarbylene group Chemical group 0.000 claims description 8
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 7
- 229910052783 alkali metal Inorganic materials 0.000 claims description 6
- 150000001412 amines Chemical class 0.000 claims description 6
- 150000002430 hydrocarbons Chemical class 0.000 claims description 6
- 235000010288 sodium nitrite Nutrition 0.000 claims description 5
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical group CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 5
- 229910000019 calcium carbonate Inorganic materials 0.000 claims description 4
- GLUUGHFHXGJENI-UHFFFAOYSA-N diethylenediamine Natural products C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 4
- 238000003801 milling Methods 0.000 claims description 4
- QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical group CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 claims description 3
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 claims description 3
- 229910000287 alkaline earth metal oxide Inorganic materials 0.000 claims description 3
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical group [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 2
- 229910052791 calcium Inorganic materials 0.000 claims description 2
- 239000011575 calcium Substances 0.000 claims description 2
- 125000003916 ethylene diamine group Chemical group 0.000 claims description 2
- 125000004193 piperazinyl group Chemical group 0.000 claims description 2
- 239000003784 tall oil Substances 0.000 claims description 2
- 239000002199 base oil Substances 0.000 description 19
- 125000004432 carbon atom Chemical group C* 0.000 description 15
- 238000006243 chemical reaction Methods 0.000 description 14
- 229910052751 metal Inorganic materials 0.000 description 14
- 239000002184 metal Substances 0.000 description 14
- 239000000314 lubricant Substances 0.000 description 12
- 239000000654 additive Substances 0.000 description 11
- 230000000996 additive effect Effects 0.000 description 8
- 239000000376 reactant Substances 0.000 description 8
- 239000012141 concentrate Substances 0.000 description 6
- 239000003112 inhibitor Substances 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 5
- 125000002947 alkylene group Chemical group 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 239000002253 acid Substances 0.000 description 4
- 239000003963 antioxidant agent Substances 0.000 description 4
- 235000006708 antioxidants Nutrition 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 150000008064 anhydrides Chemical class 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 3
- 235000013877 carbamide Nutrition 0.000 description 3
- 150000001735 carboxylic acids Chemical class 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 230000007797 corrosion Effects 0.000 description 3
- 238000005260 corrosion Methods 0.000 description 3
- 235000019441 ethanol Nutrition 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000006078 metal deactivator Substances 0.000 description 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 2
- XMKLTEGSALONPH-UHFFFAOYSA-N 1,2,4,5-tetrazinane-3,6-dione Chemical compound O=C1NNC(=O)NN1 XMKLTEGSALONPH-UHFFFAOYSA-N 0.000 description 2
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical group C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 2
- XMIIGOLPHOKFCH-UHFFFAOYSA-N 3-phenylpropionic acid Chemical compound OC(=O)CCC1=CC=CC=C1 XMIIGOLPHOKFCH-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000005069 Extreme pressure additive Substances 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 125000002723 alicyclic group Chemical group 0.000 description 2
- 125000005119 alkyl cycloalkyl group Chemical group 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- AYJRCSIUFZENHW-UHFFFAOYSA-L barium carbonate Chemical compound [Ba+2].[O-]C([O-])=O AYJRCSIUFZENHW-UHFFFAOYSA-L 0.000 description 2
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 2
- 239000000920 calcium hydroxide Substances 0.000 description 2
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 2
- 239000004202 carbamide Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000011436 cob Substances 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 238000011065 in-situ storage Methods 0.000 description 2
- 229910052744 lithium Inorganic materials 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 230000007246 mechanism Effects 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 230000035515 penetration Effects 0.000 description 2
- DPBLXKKOBLCELK-UHFFFAOYSA-N pentan-1-amine Chemical compound CCCCCN DPBLXKKOBLCELK-UHFFFAOYSA-N 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- 239000011574 phosphorus Substances 0.000 description 2
- 239000002243 precursor Substances 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- 229940014800 succinic anhydride Drugs 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- 150000003568 thioethers Chemical class 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- QBYIENPQHBMVBV-HFEGYEGKSA-N (2R)-2-hydroxy-2-phenylacetic acid Chemical compound O[C@@H](C(O)=O)c1ccccc1.O[C@@H](C(O)=O)c1ccccc1 QBYIENPQHBMVBV-HFEGYEGKSA-N 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- MTZUIIAIAKMWLI-UHFFFAOYSA-N 1,2-diisocyanatobenzene Chemical compound O=C=NC1=CC=CC=C1N=C=O MTZUIIAIAKMWLI-UHFFFAOYSA-N 0.000 description 1
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 1
- FJLUATLTXUNBOT-UHFFFAOYSA-N 1-Hexadecylamine Chemical compound CCCCCCCCCCCCCCCCN FJLUATLTXUNBOT-UHFFFAOYSA-N 0.000 description 1
- BMVXCPBXGZKUPN-UHFFFAOYSA-N 1-hexanamine Chemical compound CCCCCCN BMVXCPBXGZKUPN-UHFFFAOYSA-N 0.000 description 1
- XFEWMFDVBLLXFE-UHFFFAOYSA-N 1-isocyanatodecane Chemical compound CCCCCCCCCCN=C=O XFEWMFDVBLLXFE-UHFFFAOYSA-N 0.000 description 1
- YIDSTEJLDQMWBR-UHFFFAOYSA-N 1-isocyanatododecane Chemical compound CCCCCCCCCCCCN=C=O YIDSTEJLDQMWBR-UHFFFAOYSA-N 0.000 description 1
- CSMJMAQKBKGDQX-UHFFFAOYSA-N 1-isocyanatotetradecane Chemical compound CCCCCCCCCCCCCCN=C=O CSMJMAQKBKGDQX-UHFFFAOYSA-N 0.000 description 1
- LNETULKMXZVUST-UHFFFAOYSA-N 1-naphthoic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=CC2=C1 LNETULKMXZVUST-UHFFFAOYSA-N 0.000 description 1
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 1
- KSNRDYQOHXQKAB-UHFFFAOYSA-N 2,2,4-trimethyl-3,4-dihydro-1h-quinoline Chemical compound C1=CC=C2C(C)CC(C)(C)NC2=C1 KSNRDYQOHXQKAB-UHFFFAOYSA-N 0.000 description 1
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 1
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 1
- UOBYKYZJUGYBDK-UHFFFAOYSA-N 2-naphthoic acid Chemical compound C1=CC=CC2=CC(C(=O)O)=CC=C21 UOBYKYZJUGYBDK-UHFFFAOYSA-N 0.000 description 1
- WLJVXDMOQOGPHL-PPJXEINESA-N 2-phenylacetic acid Chemical compound O[14C](=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-PPJXEINESA-N 0.000 description 1
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
- YBRVSVVVWCFQMG-UHFFFAOYSA-N 4,4'-diaminodiphenylmethane Chemical compound C1=CC(N)=CC=C1CC1=CC=C(N)C=C1 YBRVSVVVWCFQMG-UHFFFAOYSA-N 0.000 description 1
- UXKQNCDDHDBAPD-UHFFFAOYSA-N 4-n,4-n-diphenylbenzene-1,4-diamine Chemical compound C1=CC(N)=CC=C1N(C=1C=CC=CC=1)C1=CC=CC=C1 UXKQNCDDHDBAPD-UHFFFAOYSA-N 0.000 description 1
- 235000021357 Behenic acid Nutrition 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 description 1
- MHZGKXUYDGKKIU-UHFFFAOYSA-N Decylamine Chemical compound CCCCCCCCCCN MHZGKXUYDGKKIU-UHFFFAOYSA-N 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- WJYIASZWHGOTOU-UHFFFAOYSA-N Heptylamine Chemical compound CCCCCCCN WJYIASZWHGOTOU-UHFFFAOYSA-N 0.000 description 1
- 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 1
- KYIMHWNKQXQBDG-UHFFFAOYSA-N N=C=O.N=C=O.CCCCCC Chemical compound N=C=O.N=C=O.CCCCCC KYIMHWNKQXQBDG-UHFFFAOYSA-N 0.000 description 1
- PQKRXFRMEHADAK-UHFFFAOYSA-N N=C=O.N=C=O.CCCCCCCCCCCCCCCCCC Chemical compound N=C=O.N=C=O.CCCCCCCCCCCCCCCCCC PQKRXFRMEHADAK-UHFFFAOYSA-N 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- IWYDHOAUDWTVEP-UHFFFAOYSA-N R-2-phenyl-2-hydroxyacetic acid Natural products OC(=O)C(O)C1=CC=CC=C1 IWYDHOAUDWTVEP-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- PLZVEHJLHYMBBY-UHFFFAOYSA-N Tetradecylamine Chemical compound CCCCCCCCCCCCCCN PLZVEHJLHYMBBY-UHFFFAOYSA-N 0.000 description 1
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- GKXVJHDEWHKBFH-UHFFFAOYSA-N [2-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC=C1CN GKXVJHDEWHKBFH-UHFFFAOYSA-N 0.000 description 1
- SXVFLSCPDFLJJH-UHFFFAOYSA-K [Ca+2].[Ca+2].CC([O-])=O.[O-]C([O-])=O Chemical compound [Ca+2].[Ca+2].CC([O-])=O.[O-]C([O-])=O SXVFLSCPDFLJJH-UHFFFAOYSA-K 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 1
- 150000001340 alkali metals Chemical group 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 125000005037 alkyl phenyl group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- IMUDHTPIFIBORV-UHFFFAOYSA-N aminoethylpiperazine Chemical compound NCCN1CCNCC1 IMUDHTPIFIBORV-UHFFFAOYSA-N 0.000 description 1
- 159000000032 aromatic acids Chemical class 0.000 description 1
- 150000005840 aryl radicals Chemical class 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 229940116226 behenic acid Drugs 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- QVYARBLCAHCSFJ-UHFFFAOYSA-N butane-1,1-diamine Chemical compound CCCC(N)N QVYARBLCAHCSFJ-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
- VSGNNIFQASZAOI-UHFFFAOYSA-L calcium acetate Chemical group [Ca+2].CC([O-])=O.CC([O-])=O VSGNNIFQASZAOI-UHFFFAOYSA-L 0.000 description 1
- 239000001639 calcium acetate Substances 0.000 description 1
- 235000011092 calcium acetate Nutrition 0.000 description 1
- 229960005147 calcium acetate Drugs 0.000 description 1
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 229930016911 cinnamic acid Natural products 0.000 description 1
- 235000013985 cinnamic acid Nutrition 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000012937 correction Methods 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 125000004367 cycloalkylaryl group Chemical group 0.000 description 1
- YMHQVDAATAEZLO-UHFFFAOYSA-N cyclohexane-1,1-diamine Chemical compound NC1(N)CCCCC1 YMHQVDAATAEZLO-UHFFFAOYSA-N 0.000 description 1
- KQWGXHWJMSMDJJ-UHFFFAOYSA-N cyclohexyl isocyanate Chemical compound O=C=NC1CCCCC1 KQWGXHWJMSMDJJ-UHFFFAOYSA-N 0.000 description 1
- XHMWGEWUBYMZDB-UHFFFAOYSA-N cyclooctane-1,1-diamine Chemical compound NC1(N)CCCCCCC1 XHMWGEWUBYMZDB-UHFFFAOYSA-N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- HRKQOINLCJTGBK-UHFFFAOYSA-N dihydroxidosulfur Chemical class OSO HRKQOINLCJTGBK-UHFFFAOYSA-N 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- JMLPVHXESHXUSV-UHFFFAOYSA-N dodecane-1,1-diamine Chemical compound CCCCCCCCCCCC(N)N JMLPVHXESHXUSV-UHFFFAOYSA-N 0.000 description 1
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
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- GGHDAUPFEBTORZ-UHFFFAOYSA-N propane-1,1-diamine Chemical compound CCC(N)N GGHDAUPFEBTORZ-UHFFFAOYSA-N 0.000 description 1
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Classifications
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Definitions
- Another type of grease composition which has excellent lubricating properties at the higher temperatures is comprised of a lubricating oil (natural or synthetic) containing a polyurea additive.
- a lubricating oil naturally or synthetic
- This type of lubricant is disclosed in US. Pat. Nos. 3,242,210, 3,243,372, 3,346,497, and 3,401,027, all assigned to Chevron Research Company.
- the polyurea component imparts a significant high-temperature stability to the grease. While this grease has solved most of the problems associated with the older lubricants, it is handicapped by the requirement of relatively large amounts of polyurea (between 8 and weight percent) and its relatively high costs.
- the polyurea component does not impart extreme-pressure properties to the lubricant and, accordingly, EP additives must be added in applications involving high contact pressures.
- composition comprising a major part of a lubricating oil containing: (1 from 0.5
- the monoor polyurea content may be reduced by as much as 50% of that required in the prior monoor polyurea lubricants for the same dropping point and other physical properties.
- the metal carbonate imparts excellent extremepressure properties to the lubricant, and thus the addition of'other EP additives is not necessary in many applications.
- the monoor polyurea component of this invention is a waterand oil-soluble organic compound or mixture of compounds having a number average molecular weight between about 350 and 2,500 and having an average of at least 1 ureido group and preferably having an average between about 2 and 6 ureido groups.
- particularly preferred polyurea thickener has an averprepared by reacting the following components:
- R and R are the same or different type of hydrocarbylenes having from 1 to 30 carbons, and preferably from 2 to 10 carbons, and more preferably from 2 to 4 carbons;
- R is selected from hydrogenor a C1-C4 alkyl, and preferably hydrogen;
- x is an integer from O to 4;
- y is 0 or 1; and
- z is an integer equal to 0 when y is 1 and equal to 1 when y is O.
- a monofunctional component selected from the group consisting of monoisocyanate or mixture of monoisocyanates having 1 to 30 carbons, preferably from to 24 carbons, a monoamine or mixture of monoamines having from 1 to 30 carbons, preferably from 10 to 24 carbons, and mixtures thereof.
- the reaction can be conducted by contacting the three reactants in a suitable reaction vessel at a temperature between about 60 to 320F., preferably from 100 to 300F., for a period from 0.5 to 5 hours and preferably from 1 to 3 hours.
- the molar ratio of the reactants present usually varies from 0.1-2 molar parts of monoamine or monoisocyanate and O-2 molar parts of polyamine for each molar part of diisocyanate.
- the molar quantities are preferably (m+l) molar parts of diisocyanate, (m) molar parts of polyamine and 2 molar parts of monoamine.
- the molar quantities are preferably (m) molar parts of diisocya-
- the monoor polyureas having the structure presented in Formula 1 above are prepared by reacting (n+1 molar parts of diisocyanate with 2 molar parts of a monoamine and (n) molar parts of a diamine. (When n equals zero in the above Formula 1, the diamine is deleted).
- Monoe or polyureas having the structure presented in Formula 2 above are prepared by reacting (n) molar parts of a diisocyanate with (n+1 molar parts of a diamine and 2 molar parts of a monoisocyanate.
- Monoor polyureas having the structure presented in Formula 3 above are prepared by reacting (n) molar parts of a diisocyanate with (n) molar parts of a diamine and 1 molar part of a monoisocyanate and 1 molar part of a monoamine. (When n equals zero in Formula 3, boththe diisocyanate and diamine are deleted).
- the desired reactants (diisocyanate, monoisocyanate, diamine and monoamine) are admixed within a suitable reaction vessel in the proper proportions.
- the reaction may proceed without the presence of a catalyst and is initiated by merely contacting the component reactants under conditions conducive for the reaction. Typical reaction temperatures range from 20C. to 100C. under atmospheric pressure. The reaction itself is exothermic and, accordingly, by initiating the reaction at room temperature elevated temperatures are obtained. However, external heating or cooling may be desirable.
- n is an integer from 0 to 3;
- R is the same or different hydrocarbyl having from 1 to 30 carbon atoms, preferably from 10 to 24 carbons;
- R is the same or different hydrocarbylene having from 2 to 30 carbon I atoms, preferably from 6- to 15 carbons; and
- R is the same or different hydrocarbylene having from 1 to 30 carbon atoms, preferably from 2 to 10 carbons.
- hydrocarbyl is a monovalent organic radical composed essentially of hydrogen and carbon and may be aliphatic, aromatic or alicyclic or combinations thereof, e.g., aralkyl, alkyl, aryl, cycloalkyl, alkylcycloalkyl, etc., and may be saturated or olefinically unsaturated (one or more double-bonded carbons, conjugated or nonconjugated).
- the hydrocarbylene as defined in R and R above, is a divalent hydrocarbon radical which rnay be aliphatic, alicyclic, aromatic or combinations thereof, e.g., alkylaryl, aralkyl, alkylcycloalkyl, cycloalkylaryl, etc., having its two free valences on different carbon atoms.
- nal end groups will have from 1 to 30 carbon atoms, but are preferably from 5 to 28 carbon atoms, and more desirably from 10 to 24 carbon atoms.
- the unsaturated amines are particularly preferred.
- monoisocyanates are hexylisocyanate, decylisocyanate, dodecylisocyanate, tetradecylisocyanate, hexadccylisocyanate, phenylisocyanate, cyclohexylisocyanate, xyleneisocyanate, cumeneisocyanate, abietylisocyanate, cyclooctylisocyanate, etc.
- the polyamines which form the internal hydrocarbon bridges between the ureido groups usually contain from 2 to 40 carbons and preferably from 2 to 30 carbon atoms, more preferably from 2 to 20 carbon atoms.
- the polyamine preferably has from 2 to 6 amine nitrogens, preferably 2 to 4 amine nitrogens and more preferably 2 amine nitrogens.
- Exemplary polyamines include diamines such as ethylenediamine, propanediamine, butanediamine, hexanediamine, dodecanediamine, octanediamine, hexadecanediamine, cyclohexanediamine, cyclooctanediamine, phenylenediamine, tolylenediamine, xylylenediamine, dianiline methane, ditoluidinemethane, bis(aniline), bis(toluid ine), piperazine, etc.; triamines, such as aminoethyl piperazine, diethylene triamine, dipropylene triamine, N-methyldiethylene triamine, etc., and higher polyamines such as triethylene tetraamine, tetraethylene pentaamine, pentaethylene hexamine, etc.
- diamines such as ethylenediamine, propanediamine, butanediamine, hexanediamine, dodecanediamine, octanedia
- diisocyanates include hexane diisocyanate, decanediisocyanate, octadecanediisocyanate, phenylenediisocyanate, tolylenediisocyanate, bis(diphenylisocyanate), methylene bis(phenylisocyanate), etc.
- n is an integer of l to 3, R is defined supra;
- X and Y are monovalent radicals selected from Table I .below:
- R is defined supra, R" is the same as R and defined supra, R is selected from the group consisting of arylene radicals of 6 to 16 carbon atoms and alkylene groups of 2 to 30 carbon atoms, and R is selected from the group consisting of alkyl radicals having from 10 to 30'carbon atoms and aryl radicals having from 6 to 16 carbon atoms.
- Monoor polyurea compounds described by the above Formula 4 can be described as amides and imides of mono-, di and triureas. These materials are formed by reacting in the selected proportions suitable carboxylic acids or internal carboxylic anhydrides with a diisocyanate and a polyamine with or without a monoamine or monoisocyanate.
- the monoor polyurea compounds are prepared by blending the several reactants together in a suitable reaction vessel and heating them to a temperature ranging from 70F. to 400F. for a period sufficient to cause formation of the compound, generally from 5 minutes to 1 hour. The reactants can be added all at once or sequentially.
- Suitable carboxylic acids include aliphatic carboxylic acids of about 1 l to 31 carbon atoms and aromatic carboxylic acid of 7 to 17 carbon atoms.
- suitable acids include aliphatic acids such as lauric, myristic, palmitic, margaric, stearic, arachidic, behenic acid, etc.; and aromatic acids such as benzoic acid, l-naphthoic acid, 2-naphthoic acid, phenylacetic acid, hydrocinnamic acid, cinnamic acid, mandelic acid, etc.
- Suitable anhydrides which may be employed are those derived from dibasic acids which form a cyclic anhydride structure, for example succinic anhydride, maleic anhydride, phthalic anhydride, etc.- Substituted anhydrides, such as alkenyl succinic anhydride of up to 30 carbon atoms, are further examples of suitable materials.
- All of the above-described monoor polyureas when prepared by the method of this invention are generally mixtures of compounds having structures wherein n or n varies from 0 to 8, or n or n varies from I to 8, existent within the grease composition at the same time.
- a monoamine, a diisocyanate and a diamine are concurrently present within the reaction zone, as in the preparation of ureas having the structure shown in Formula 2, some of the monoamine may react with both sides of the diisocyanate to form a diurea.
- simultaneous reactions can be occuring to form the tri-, tetra-, penta-, hexa-, octa-, and higher polyureas. Particularly good results have been realized when the polyurea compound has an average of 4 ureido groups.
- the amount of monoor polyurea thickener in the final grease composition will be sufficient to thicken the base oil to the consistency of grease when combined with the alkaline earth metal carbonate.
- the amount of 'monoand polyurea thickener will range from I to 15 weight percent and preferably from 2 to 10 weight percent, and more preferably from 3 to 7 weight percent of the final grease composition.
- the concentration of the monoand polyurea thickener in the base oil or an oleaginous organic liquid can vary between about l0 and 30 weight percent of the final concentrate.
- concentrations provides a convenient method of handling and transporting the monoor polyurea thickener for subsequent dilution and use.
- the second component of the grease composition is an alkaline earth metal carbonate. Any of the alkaline 7 bonate, barium carbonate and magnesium carbonate.
- the amount of alkaline earth metal carbonate present within the grease composition may vary depending upon the lubricating property desired, the particular monoor polyurea constituent selected, the type of alkaline earth metal carbonate selected, etc. However, generally the metal carbonate will range from 3 to 30 weight percent of the final grease composition and preferably between about 4 and weight percent.
- the ratio of alkaline earth metal carbonate to the monoor polyurea constituent will also vary depending upon the aforementioned conditions, but will generally range on a weight basis from 0.l to parts of metal carbonate per part of monoand polyurea, preferably from 1 to 10 parts per part of monoand polyurea and more preferably from 3 to 7 parts per part of monoand polyurea. (If there is no monourea present, then only the polyurea is used in calculating the ratios).
- a concentrate of the monoor polyurea thickener and metal carbonate may also be formulated.
- the concentration of the metal carbonate can vary from 20 to 50 weight percent and preferably from to 40 weight percent of the concentrate.
- the base oil is the preferred liquid medium of the concentrate, since it can be readily diluted to form the desired grease composition.
- the third component which must necessarily be present in the composition of this invention is a liquid base oil.
- the base oils which may be employed herein include a wide variety of lubricating oils such as naphthenic-base, paraffin-base, and mixed-base lubricating oils.
- hydrocarbon oils include lubricating oils derived from coal products and synthetic oils, e.g., alkylene polymers (such as polymers of propylene, butylene, etc., and mixtures thereof), alkylene oxide-type polymers (e.g., alkylene oxide polymers prepared by polymerizing alkylene oxide, e.g., propylene oxide polymers, etc., in the presence of water or alcohols, e.g., ethyl alcohol), carboxylic acid esters (e.g., those which were prepared by esterifying such carboxylic acids as adipic acid, azelaic acid, suberic acid, sebacic acid, alkenyl succinic acid, fumaric acid, maleic acid, etc., with the alcohols such as butyl alcohol, hexyl alcohol, 2-ethylhexyl alcohol, etc.), liquid estersof acids of phosphorus, alkylbenzenes, polyphenols (e.g., biphenols and ter
- polymers of silicon e.g., tetraethyl silicate, tetraisopropyl silicate, tetra(4-methyl-2-tetraethyl) silicate, hexyl(4- methyl-2-pentoxy)disilicone, poly(methyl)siloxane, and poly(methylphenyl)siloxane, etc.
- the base oils may be used individually or in combinations, whenever miscible or whenever made so by use of mutual solvents.
- the viscosity of the base oil may vary from 50 to 10,000 SUS at 100F. and preferably from 100 to 2,000 SUS.
- the greases exhibiting superior properties of the invention can be, and are preferably, prepared by the insitu production of the monoor polyurea thickener followed by the in-situ production of the alkaline earth metal carbonate within the base oil.
- the base oil is charged to the grease kettle along with the monoor polyurea precursors and thereinafter the metal carbonate precursors, i.e., the reactants which combine to form the monoor polyurea thickener and metal carbonate.
- the base oil is charged with the desired proportion of diisocyanate, diamine and monoamine.
- the base oil is admixed with the desired proportion of diisocyanate, diamine and monoisocyanate. If the monoor polyurea is of the type defined by Formula 3, then the desired proportion of diisocyanate, diamine, monoisocyanate and monoamine are admixed with the base oil. In instances where the monoor polyurea compound is of the type defined in Formula 4, the base oil is charged with the desired proportion of carboxylic acid or anhydride, diisocyanate, diamine, and monoamine or monoisocyanate. The kettle contents are agitated and'the temperature is raised to 20 to 160C. and maintained at that temperature for a period sufficient to cause formation of the mono or polyurea compound, generally between about 0.5 i and 5 hours.
- the grease kettle is charged with an alkaline earth metal base such as the hydroxide or oxide.
- Carbon dioxide is then introduced into the solution and in contact with the alkaline earth metal base.
- the carbon dioxide may be bubbled into the solution or generated in situ by the decomposition of urea CO(NI-I or the like.
- the amount of carbon dioxide introduced into the solution may vary from 0.1 to 10 molar parts per molar part of alkaline earth metal base and preferably from 0.5 to 0.9 molar part per molar part of alkaline earth metal base.
- the kettle is preferably maintained at a temperature between and 160C. during the process to effect the reaction of the alkaline earth metal hydroxide or oxide and the carbon dioxide.
- During the reaction water may be released and is preferably removed from the system by applying a vacuum on the kettle of 20-29 inches (50.8 73.6 cm) Hg and heating to about C. and higher.'
- the grease composition can be further processed by subjecting it to shear hardening.
- Shear hardening is performed by milling the grease in an extrusion-type mill under elevated pressures. This milling improves the dispersion of the monoor polyurea and metal carbonate throughout the base oil, resulting in a grease of greatly improved consistency.
- additives may be successfully employed within the grease composition of this invention without affecting its high stability and performance over a wide temperature scale.
- One type of additive is an antioxidant or oxidation inhibitor. This type of additive is employed to prevent varnish and sludge formation on metal parts and to inhibit corrosion of alloyed bearings.
- Typical antioxidants are organic compounds containing sulfur, phosphorus or nitrogen, such as organic amines, sulfides, hydroxy sulfides, phenols, etc., alone or in combination with metals like zinc, tin or barium.
- Particularly useful grease antioxidants include phenyl-alpha-naphthyl amine, bis- (alkylphenyl)amine, N,N-diphenyl-p-phe-nylenediamine, 2,2,4-trimethyldihydroquinoline oligomer, bis(4- isopropylaminophenyl)ether, N-acyl-p-amino-phenol, N-acylphenothiazines, N-hydrocarbylamides of ethylenediamine tetraacetic' acid, alkylphenol-forrnalde- 9 hyde-amine poly condensates, etc.
- Another additive which may be incorporated into the grease composition of this invention is an anticorrodam.
- the anticorrodant is employed to suppress attack by acidic bodies and to form protective films over the metal surfaces which decrease the effect of corrosive materials on exposed metallic parts.
- a particularly effective corrosion inhibitor is an alkali metal nitrite, and preferably sodium nitrite.
- the combination of the monoor polyurea thickener and alkaline earth metal carbonate has been found to work exceedingly well with the alkali metal nitrite. When this corrosion inhibitor is employed it is usually used at a concentration of 0.1 to weight percent and preferably from 0.2 to 2 weight percent, based on the weight of the final grease composition.
- Another type of additive which may be employed herein is a metal deactivator. This type of additive is employed to prevent or counteract catalytic effects of metal on oxidation generally by forming catalytically inactive complexes with soluble or insoluble metal ions.
- Typical metal deactivators include complex organic nitrogen and sulfur-containing compounds such as certain complex amines and sulfides.
- An exemplary metal deactivator is mercaptobenzothiazole.
- a particularly preferred additive is an alkaline earth metal carboxylate having from 1 to 3 carbons. This additive may be present in an amount from 1 to weight percent, preferably from 1 to 8 weight percent.
- the presence of the alkaline earth metal carboxylate allows the formulation of the polyurea grease with less alkaline earth metal carbonate.
- the preferred weight ratio of alkaline earth metal carboxylate to alkaline earth metal carbonate is 0.1 to 10 and preferably 0.5 to 5.
- the preferred alkaline earth metal carboxylate is calcium acetate.
- Example 1 This example is presented to demonstrate the improvement in a typical polyurea grease by the combination of a polyurea thickener with an alkaline earth metal carbonate.
- three grease samples are prepared and then tested for their properties.
- the grease samples are prepared as follows:
- a grease kettle is charged with 8184 g of a blend of a paraffinic and naphthenic oil having a viscosity of 78 SUS at 210F., hereinafter referred to as base oil, 1 17 g of ethylene diamine and 1064 g of oleyl amine. Contents of the kettle are stirred for approximately 50 minutes and heated to 120F. Thereafter, 680 g of tolylene diisocyanate in 5494 g of base oil are charged to the kettle. The kettle is agitated and held at a temperature ranging between 140 and 150F. during the addition period.
- the kettle contents are thereafter milled in an extrusion-type mill at 7,500 psi and then heated to 178F. for 45 minutes. A small sample of the grease is analyzed and trace amounts of diisocyanate are detected. An additional 20 g of ethylene diamine are charged to the kettle and mixed with the milled grease for a period of 20 minutes at a temperature of 178F. At the end of this period, the kettle is charged with an additional 17,508 g of the base oil. A 3,500-g portion of the grease contents in the kettle is removed and is referred to hereinafter as Sample A.
- Sample B To the remainder of the grease composition within the kettle is added 3000 g of calcium hydroxide. The composition is milled for approximately 50 minutes and held at a temperature between 182 and 175F. At the end of this period, a conventional sodium nitrite rust inhibitor is added. A second 3,500-g sample is removed from the kettle and this sample is hereinafter referred to as Sample B.”
- Carbon dioxide is passed through the remainder of the kettle contents at a pressure of psi at a temperature of 174F. The temperature is increased to 300F. and held at that temperature and pressure for approximately 1 hour. After 750 g of carbon dioxide are absorbed into the kettles contents, the contents are cooled to 198F. Thereafter, 683 g of a Mannich base rust inhibitor are added. A 625-g sample is removed from the kettle and is hereinafter referred to as Sample C.
- Samples A and B are then separately heated to 300F. and cooled. Samples A, B, and C are then put through a three-roll paint mill to shear the greases to a harder consistency. The roller settings on the mill are held constant.
- Samples A, B and C are subjected to ASTM Work Penetration Test (ASTM-217), ASTM Timken Test (D-2509) and an ASTM Dropping Point Test (D- 2265). Results of these tests are illustrated in the following Table II.
- ASTM Work Penetration Test ASTM-217)
- ASTM Timken Test D-2509
- ASTM Dropping Point Test D- 2265. Results of these tests are illustrated in the following Table II.
- the composition (Sample D) prepared by the method of Example 2 in US. Pat. Ser. No. 363,210, filed May 23, 1973, now U.S. Pat. No. 3,846,314, is also presented in Table 11 for a direct comparison of the properties.
- the testing on a polyurea calcium acetate calcium carbonate grease (Sample E) is also shown in Table II. This grease is prepared by the method of Example 2.
- a grease composition comprising a major part of a lubricating oil containing: (1) from 0.5 to 10 weight percent of a thickener selected from monoor polyurea compounds or a mixture of monoor polyurea compounds having an average from 1 to 8 ureido groups and having a number average molecular weight between about 375 and 2,500; and (2) from 3 to 30 weight percent of an alkaline earth metal carbonate.
- composition defined in claim 2 wherein said monoor polyurea compound or mixture of monoand/or polyurea compounds has an average of 3 to 4 ureido groups and has a number average molecular weight between about 600 and 1,200, and wherein said lubricating oil is a hydrocarbon oil.
- a grease composition comprising a major portion of an oil of lubricating viscosity, from 3 to 30 weight percent of an alkaline earth metal carbonate and a monoor polyurea compound or mixture of monoand/or polyurea compounds prepared by reacting the following components:
- R and R are the same or different type of hydrocarbylene having from 1 to 30 carbons;
- R is hydro- 12 gen or a C1-C4 alkyl;
- x is an integer from 0 to 4;
- y is O or 1; and
- z is an integer equal to 0 when y is l and equal to 1 when y is 0;
- III a monofunctional compound having from 1 to 30 carbons and selected from the group consisting of monoisocyanate, monoamine and mixtures thereof. wherein the reaction temperature is from about 60 to 320F., the reaction time is about 0.5 to 10 hours and the component molar ratios ofl to 11 to III are 1:02:O.l2.
- composition defined in claim 4 wherein said diisocyanate is tolylene diisocyanate, said polyamine is ethylene diamine and said monofunctional compound is a C12-C24 monoamine.
- composition defined in claim 5 wherein the molar ratio of diisocyanate to diamine to monoamine is 2:112.
- composition defined in claim 6 wherein said monoamine is tall oil fatty amine.
- composition defined in claim 4 wherein said polyamine is a triamine.
- composition defined in claim 8 wherein said triamine is tert-N-methyl diethylenetriamine.
- composition defined in claim 4 wherein said polyamine is piperazine.
- composition defined in claim 4 wherein said alkaline earth metal carbonate is calcium carbonaate.
- composition defined in claim 11 wherein said oil of lubricating viscosity is a naphthenic or paraffinic hydrocarbon lubricating oil or mixture thereof.
- composition defined in claim 14, wherein said alkaline earth metal carbonate is calcium carbonate.
- composition defined in claim 15 wherein said monoamine is oleyl amine.
- a method for preparing a grease composition which comprises:
- This invention relates to a new grease composition. More particularly, this invention relates to an improved grease lubricant containing a monoor polyurea thickening agent.--
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
Priority Applications (14)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US506062A US3920571A (en) | 1974-09-16 | 1974-09-16 | Grease composition and method of preparing the same |
| CA233,761A CA1061771A (en) | 1974-09-16 | 1975-08-19 | Polyurea-calcium carbonate grease composition |
| DE19752540470 DE2540470A1 (de) | 1974-09-16 | 1975-09-11 | Fettzusammensetzung und verfahren zu ihrer herstellung |
| GB37684/75A GB1519616A (en) | 1974-09-16 | 1975-09-12 | Grease composition and method of preparing the same |
| JP50110812A JPS6012397B2 (ja) | 1974-09-16 | 1975-09-12 | グリ−ス組成物とその製法 |
| FR7528233A FR2284669A1 (fr) | 1974-09-16 | 1975-09-15 | Composition de graisse et son procede de preparation |
| IT2726675A IT1042575B (it) | 1974-09-16 | 1975-09-16 | Composizione di grasso per alte temperature e velocita e metodo per la preparazione della stessa |
| NL7510889A NL7510889A (nl) | 1974-09-16 | 1975-09-16 | Smeervetsamenstelling en werkwijze voor het berei- den daarvan. |
| US05/651,664 US3983041A (en) | 1974-09-16 | 1976-01-22 | Rust inhibitor for mono- or polyurea greases |
| FR7606980A FR2304662A1 (fr) | 1974-09-16 | 1976-03-11 | Composition de graisse contenant un agent d'epaississement du type mono-uree ou polyuree et un inhibiteur de formation de la rouille |
| DE2610879A DE2610879C2 (de) | 1974-09-16 | 1976-03-16 | Fettzubereitung |
| BE165310A BE839738A (fr) | 1974-09-16 | 1976-03-18 | Inhibiteurs de rouille pour graisses contenant des monourees ou polyurees |
| AU12210/76A AU493664B2 (en) | 1976-03-19 | Rust inhibitor for mono or polyurea greases | |
| NLAANVRAGE7602931,A NL170752C (nl) | 1974-09-16 | 1976-03-19 | Werkwijze ter bereiding van een smeervet. |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US506062A US3920571A (en) | 1974-09-16 | 1974-09-16 | Grease composition and method of preparing the same |
| US56027775A | 1975-03-19 | 1975-03-19 | |
| US05/651,664 US3983041A (en) | 1974-09-16 | 1976-01-22 | Rust inhibitor for mono- or polyurea greases |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3920571A true US3920571A (en) | 1975-11-18 |
Family
ID=27414313
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US506062A Expired - Lifetime US3920571A (en) | 1974-09-16 | 1974-09-16 | Grease composition and method of preparing the same |
| US05/651,664 Expired - Lifetime US3983041A (en) | 1974-09-16 | 1976-01-22 | Rust inhibitor for mono- or polyurea greases |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US05/651,664 Expired - Lifetime US3983041A (en) | 1974-09-16 | 1976-01-22 | Rust inhibitor for mono- or polyurea greases |
Country Status (6)
| Country | Link |
|---|---|
| US (2) | US3920571A (OSRAM) |
| BE (1) | BE839738A (OSRAM) |
| DE (2) | DE2540470A1 (OSRAM) |
| FR (2) | FR2284669A1 (OSRAM) |
| GB (1) | GB1519616A (OSRAM) |
| NL (2) | NL7510889A (OSRAM) |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4065395A (en) * | 1976-12-06 | 1977-12-27 | Gulf Research & Development Company | Aryl diurea-thickened greases |
| US4200542A (en) * | 1979-01-24 | 1980-04-29 | Mobil Oil Corporation | Grease composition |
| EP0031179A3 (en) * | 1979-12-21 | 1981-09-09 | Shell Internationale Researchmaatschappij B.V. | Grease compositions containing polyurea compounds as thickener, novel polyurea compounds and process for the preparation of the polyurea compounds |
| US4668411A (en) * | 1984-12-27 | 1987-05-26 | Koyo Seiko Co., Ltd. | Diurea type grease composition |
| US5011617A (en) * | 1990-02-09 | 1991-04-30 | Chevron Research And Technology Company | Complex tolylene polurea grease composition and process |
| US5370808A (en) * | 1989-01-26 | 1994-12-06 | Nippon Oil Co., Ltd. | Filling grease composition for automobile wire harness connector |
| US5498357A (en) * | 1991-10-04 | 1996-03-12 | Nsk Ltd. | Grease composition for high-temperature, high-speed and high-load bearings |
| US5856281A (en) * | 1995-12-19 | 1999-01-05 | Hitachi, Ltd. | Bearing and manufacturing method of bearing, and magnetic disk device with bearing containing a lubricating grease |
| US20040167045A1 (en) * | 2003-02-20 | 2004-08-26 | Ward Carl E. | Low noise grease gelling agents |
| US9366384B1 (en) * | 2013-07-23 | 2016-06-14 | Western Digital Technologies, Inc. | Oil lubricating process for actuator pivot bearings |
| CN109852454A (zh) * | 2019-03-25 | 2019-06-07 | 常熟理工学院 | 一种复合钙基四聚脲润滑脂及其制备方法 |
| CN115843307A (zh) * | 2020-07-03 | 2023-03-24 | 福斯油品集团 | 含碳酸盐的聚脲润滑脂及其应用 |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3920571A (en) * | 1974-09-16 | 1975-11-18 | Chevron Res | Grease composition and method of preparing the same |
| US4261844A (en) * | 1979-12-21 | 1981-04-14 | Shell Oil Company | Grease compositions |
| US4606183A (en) * | 1984-11-20 | 1986-08-19 | Amsted Industries Incorporated | Lubricated and thermoplastic impregnated wire rope |
| US5270434A (en) * | 1990-10-12 | 1993-12-14 | Isover Saint-Gobain | Phenolic resin, procedure for preparation of the resin, and sizing composition for mineral fibers containing this resin |
| US6214778B1 (en) | 1995-08-24 | 2001-04-10 | The Lubrizol Corporation | Polyurea-thickened grease composition |
| US8889604B2 (en) * | 2010-07-30 | 2014-11-18 | Chevron U.S.A. Inc. | Method of preparing greases |
| FR3148566A1 (fr) | 2023-05-11 | 2024-11-15 | Psa Automobiles Sa | Dispositif de renforcement de feuillure de structure de véhicule automobile. |
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| US3843528A (en) * | 1973-09-06 | 1974-10-22 | Gulf Research Development Co | Aluminum complex soap grease containing calcium carbonate |
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| US2515133A (en) * | 1948-06-30 | 1950-07-11 | Standard Oil Dev Co | Lubricating grease |
| US2872416A (en) * | 1953-09-30 | 1959-02-03 | Exxon Research Engineering Co | Anti-friction bearing grease and preparation thereof |
| FR1129032A (fr) * | 1955-05-23 | 1957-01-15 | Exxon Standard Sa | Composition de graisses lubrifiantes |
| US3015625A (en) * | 1958-07-21 | 1962-01-02 | Standard Oil Co | Lubricant comprising a lubricating oil and an ureido compound |
| GB942519A (en) * | 1961-01-24 | 1963-11-20 | California Research Corp | Tetraureide greases |
| US3725279A (en) * | 1970-08-12 | 1973-04-03 | Mobil Oil Corp | Polyurea thickened grease |
| US3766070A (en) * | 1970-10-01 | 1973-10-16 | Shell Oil Co | Diurethane diurea thickened grease compositions |
| FR2205570B1 (OSRAM) * | 1972-11-07 | 1976-06-04 | Mobil Oil France | |
| DE2260496C3 (de) * | 1972-12-11 | 1979-06-07 | Deutsche Bp Ag, 2000 Hamburg | Schmierfette sowie Verfahren zu ihrer Herste;«*« |
| US3868329A (en) * | 1973-04-05 | 1975-02-25 | Chevron Res | Grease composition |
| US3846315A (en) * | 1973-06-27 | 1974-11-05 | Chevron Res | Grease thickened with polyurea metal salts and alkaline earth metal aliphatic monocarboxylate |
| US3920571A (en) * | 1974-09-16 | 1975-11-18 | Chevron Res | Grease composition and method of preparing the same |
-
1974
- 1974-09-16 US US506062A patent/US3920571A/en not_active Expired - Lifetime
-
1975
- 1975-09-11 DE DE19752540470 patent/DE2540470A1/de not_active Withdrawn
- 1975-09-12 GB GB37684/75A patent/GB1519616A/en not_active Expired
- 1975-09-15 FR FR7528233A patent/FR2284669A1/fr active Granted
- 1975-09-16 NL NL7510889A patent/NL7510889A/xx not_active Application Discontinuation
-
1976
- 1976-01-22 US US05/651,664 patent/US3983041A/en not_active Expired - Lifetime
- 1976-03-11 FR FR7606980A patent/FR2304662A1/fr active Granted
- 1976-03-16 DE DE2610879A patent/DE2610879C2/de not_active Expired
- 1976-03-18 BE BE165310A patent/BE839738A/xx not_active IP Right Cessation
- 1976-03-19 NL NLAANVRAGE7602931,A patent/NL170752C/xx not_active IP Right Cessation
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3007866A (en) * | 1959-06-23 | 1961-11-07 | California Research Corp | Drill pipe lubricant containing graphite |
| US3846314A (en) * | 1972-04-17 | 1974-11-05 | Chevron Res | Grease thickened with ureido compound and alkaline earth metal aliphatic carboxylate |
| US3843528A (en) * | 1973-09-06 | 1974-10-22 | Gulf Research Development Co | Aluminum complex soap grease containing calcium carbonate |
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4065395A (en) * | 1976-12-06 | 1977-12-27 | Gulf Research & Development Company | Aryl diurea-thickened greases |
| US4200542A (en) * | 1979-01-24 | 1980-04-29 | Mobil Oil Corporation | Grease composition |
| EP0031179A3 (en) * | 1979-12-21 | 1981-09-09 | Shell Internationale Researchmaatschappij B.V. | Grease compositions containing polyurea compounds as thickener, novel polyurea compounds and process for the preparation of the polyurea compounds |
| US4668411A (en) * | 1984-12-27 | 1987-05-26 | Koyo Seiko Co., Ltd. | Diurea type grease composition |
| US5370808A (en) * | 1989-01-26 | 1994-12-06 | Nippon Oil Co., Ltd. | Filling grease composition for automobile wire harness connector |
| US5011617A (en) * | 1990-02-09 | 1991-04-30 | Chevron Research And Technology Company | Complex tolylene polurea grease composition and process |
| US5498357A (en) * | 1991-10-04 | 1996-03-12 | Nsk Ltd. | Grease composition for high-temperature, high-speed and high-load bearings |
| US5856281A (en) * | 1995-12-19 | 1999-01-05 | Hitachi, Ltd. | Bearing and manufacturing method of bearing, and magnetic disk device with bearing containing a lubricating grease |
| US20040167045A1 (en) * | 2003-02-20 | 2004-08-26 | Ward Carl E. | Low noise grease gelling agents |
| US6916768B2 (en) | 2003-02-20 | 2005-07-12 | Chevron U.S.A. Inc. | Low noise grease gelling agents |
| US9366384B1 (en) * | 2013-07-23 | 2016-06-14 | Western Digital Technologies, Inc. | Oil lubricating process for actuator pivot bearings |
| CN109852454A (zh) * | 2019-03-25 | 2019-06-07 | 常熟理工学院 | 一种复合钙基四聚脲润滑脂及其制备方法 |
| CN115843307A (zh) * | 2020-07-03 | 2023-03-24 | 福斯油品集团 | 含碳酸盐的聚脲润滑脂及其应用 |
Also Published As
| Publication number | Publication date |
|---|---|
| NL170752C (nl) | 1982-12-16 |
| NL7510889A (nl) | 1976-03-18 |
| GB1519616A (en) | 1978-08-02 |
| US3983041A (en) | 1976-09-28 |
| DE2540470A1 (de) | 1976-03-25 |
| FR2284669A1 (fr) | 1976-04-09 |
| AU1221076A (en) | 1977-09-22 |
| FR2284669B1 (OSRAM) | 1979-06-29 |
| BE839738A (fr) | 1976-07-16 |
| FR2304662A1 (fr) | 1976-10-15 |
| NL7602931A (nl) | 1976-09-21 |
| FR2304662B1 (OSRAM) | 1982-04-02 |
| DE2610879A1 (de) | 1976-10-07 |
| NL170752B (nl) | 1982-07-16 |
| DE2610879C2 (de) | 1984-08-23 |
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