IL30527A - Formamido-containing polyalkenyl succinates,process for their preparation,lubricants and fuels made therefrom - Google Patents

Formamido-containing polyalkenyl succinates,process for their preparation,lubricants and fuels made therefrom

Info

Publication number: IL30527A
Authority: IL; Israel
Prior art keywords: ester; weight; poly; anhydride; composition
Prior art date: 1967-08-11

Application number

IL30527A

Other languages

English (en)

Other versions

IL30527A0 (en

Original Assignee

Rohm & Haas

Priority date (The priority date 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 date listed.)

1967-08-11

Filing date

1968-08-09

Publication date

1972-07-26

1968-08-09 Application filed by Rohm & Haas filed Critical Rohm & Haas

1968-10-24 Publication of IL30527A0 publication Critical patent/IL30527A0/xx

1972-07-26 Publication of IL30527A publication Critical patent/IL30527A/en

Links

-1 Formamido Chemical group 0.000 title claims description 49
239000000446 fuel Substances 0.000 title claims description 21
239000000314 lubricant Substances 0.000 title claims description 21
238000002360 preparation method Methods 0.000 title claims description 15
238000000034 method Methods 0.000 title claims description 11
150000003890 succinate salts Chemical class 0.000 title claims description 3
239000000203 mixture Substances 0.000 claims description 80
150000008064 anhydrides Chemical class 0.000 claims description 42
150000001875 compounds Chemical class 0.000 claims description 35
239000000654 additive Substances 0.000 claims description 30
150000002148 esters Chemical class 0.000 claims description 22
239000002253 acid Substances 0.000 claims description 18
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 14
239000003795 chemical substances by application Substances 0.000 claims description 13
239000003112 inhibitor Substances 0.000 claims description 12
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 10
239000002270 dispersing agent Substances 0.000 claims description 9
239000007788 liquid Substances 0.000 claims description 8
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
240000005265 Lupinus mutabilis Species 0.000 claims description 7
235000008755 Lupinus mutabilis Nutrition 0.000 claims description 7
235000019095 Sechium edule Nutrition 0.000 claims description 7
229940014800 succinic anhydride Drugs 0.000 claims description 7
KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 6
229930195733 hydrocarbon Natural products 0.000 claims description 6
125000002947 alkylene group Chemical group 0.000 claims description 5
238000005260 corrosion Methods 0.000 claims description 5
230000007797 corrosion Effects 0.000 claims description 5
150000002430 hydrocarbons Chemical class 0.000 claims description 5
FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 claims description 4
239000004215 Carbon black (E152) Substances 0.000 claims description 4
125000003342 alkenyl group Chemical group 0.000 claims description 4
239000003963 antioxidant agent Substances 0.000 claims description 4
235000006708 antioxidants Nutrition 0.000 claims description 4
239000012141 concentrate Substances 0.000 claims description 4
239000003599 detergent Substances 0.000 claims description 4
150000002440 hydroxy compounds Chemical class 0.000 claims description 4
239000001384 succinic acid Substances 0.000 claims description 4
150000004820 halides Chemical class 0.000 claims description 3
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical compound [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 claims description 2
125000001931 aliphatic group Chemical group 0.000 claims description 2
230000003078 antioxidant effect Effects 0.000 claims description 2
239000002816 fuel additive Substances 0.000 claims description 2
HFVMEOPYDLEHBR-UHFFFAOYSA-N (2-fluorophenyl)-phenylmethanol Chemical compound C=1C=CC=C(F)C=1C(O)C1=CC=CC=C1 HFVMEOPYDLEHBR-UHFFFAOYSA-N 0.000 claims 2
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
229910052799 carbon Inorganic materials 0.000 claims 1
125000004122 cyclic group Chemical group 0.000 claims 1
230000000994 depressogenic effect Effects 0.000 claims 1
239000003921 oil Substances 0.000 description 64
238000012360 testing method Methods 0.000 description 47
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 39
239000000047 product Substances 0.000 description 38
230000000996 additive effect Effects 0.000 description 27
239000010802 sludge Substances 0.000 description 26
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 23
239000000243 solution Substances 0.000 description 20
238000006243 chemical reaction Methods 0.000 description 19
239000002904 solvent Substances 0.000 description 18
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 15
238000010992 reflux Methods 0.000 description 15
239000008096 xylene Substances 0.000 description 15
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 13
125000004432 carbon atom Chemical group C* 0.000 description 13
FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 13
239000000463 material Substances 0.000 description 13
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 11
XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 11
WBJINCZRORDGAQ-UHFFFAOYSA-N formic acid ethyl ester Natural products CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 description 11
229910052757 nitrogen Inorganic materials 0.000 description 10
KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 10
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
150000001336 alkenes Chemical class 0.000 description 9
NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 9
230000007935 neutral effect Effects 0.000 description 9
229920001083 polybutene Polymers 0.000 description 9
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 8
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 8
150000005690 diesters Chemical class 0.000 description 8
229910052725 zinc Inorganic materials 0.000 description 8
239000011701 zinc Substances 0.000 description 8
229920000728 polyester Polymers 0.000 description 7
125000000217 alkyl group Chemical group 0.000 description 6
238000004458 analytical method Methods 0.000 description 6
239000010687 lubricating oil Substances 0.000 description 6
239000003381 stabilizer Substances 0.000 description 6
IINWNNKUXOSZAI-UHFFFAOYSA-N 4-(2-hydroxyethyl)piperazine-1-carbaldehyde Chemical compound OCCN1CCN(C=O)CC1 IINWNNKUXOSZAI-UHFFFAOYSA-N 0.000 description 5
238000002485 combustion reaction Methods 0.000 description 5
238000001914 filtration Methods 0.000 description 5
239000012530 fluid Substances 0.000 description 5
238000010438 heat treatment Methods 0.000 description 5
229920000193 polymethacrylate Polymers 0.000 description 5
239000000376 reactant Substances 0.000 description 5
239000011541 reaction mixture Substances 0.000 description 5
HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 4
ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 4
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 4
239000007795 chemical reaction product Substances 0.000 description 4
238000004821 distillation Methods 0.000 description 4
238000005886 esterification reaction Methods 0.000 description 4
BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
BAMUPQJDKBGDPU-UHFFFAOYSA-N n-(2-hydroxyethyl)formamide Chemical compound OCCNC=O BAMUPQJDKBGDPU-UHFFFAOYSA-N 0.000 description 4
229910000029 sodium carbonate Inorganic materials 0.000 description 4
238000003756 stirring Methods 0.000 description 4
NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical class OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 3
SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 3
238000009825 accumulation Methods 0.000 description 3
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
229910002091 carbon monoxide Inorganic materials 0.000 description 3
239000003054 catalyst Substances 0.000 description 3
125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
239000007789 gas Substances 0.000 description 3
229910052739 hydrogen Inorganic materials 0.000 description 3
125000002463 lignoceryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
239000002480 mineral oil Substances 0.000 description 3
ZFEJGMDGENZPMS-UHFFFAOYSA-N n-(2-hydroxyethyl)-n-methylformamide Chemical compound O=CN(C)CCO ZFEJGMDGENZPMS-UHFFFAOYSA-N 0.000 description 3
CCCMONHAUSKTEQ-UHFFFAOYSA-N octadecene Natural products CCCCCCCCCCCCCCCCC=C CCCMONHAUSKTEQ-UHFFFAOYSA-N 0.000 description 3
239000003960 organic solvent Substances 0.000 description 3
YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 3
239000003208 petroleum Substances 0.000 description 3
229920000642 polymer Polymers 0.000 description 3
229920000098 polyolefin Polymers 0.000 description 3
CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical class OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 3
150000003871 sulfonates Chemical class 0.000 description 3
125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 3
VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
RMSGQZDGSZOJMU-UHFFFAOYSA-N 1-butyl-2-phenylbenzene Chemical group CCCCC1=CC=CC=C1C1=CC=CC=C1 RMSGQZDGSZOJMU-UHFFFAOYSA-N 0.000 description 2
ZTEHOZMYMCEYRM-UHFFFAOYSA-N 1-chlorodecane Chemical compound CCCCCCCCCCCl ZTEHOZMYMCEYRM-UHFFFAOYSA-N 0.000 description 2
AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 2
CRSBERNSMYQZNG-UHFFFAOYSA-N 1-dodecene Chemical compound CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 description 2
KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 2
OZDGMOYKSFPLSE-UHFFFAOYSA-N 2-Methylaziridine Chemical compound CC1CN1 OZDGMOYKSFPLSE-UHFFFAOYSA-N 0.000 description 2
YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
YAXXOCZAXKLLCV-UHFFFAOYSA-N 3-dodecyloxolane-2,5-dione Chemical class CCCCCCCCCCCCC1CC(=O)OC1=O YAXXOCZAXKLLCV-UHFFFAOYSA-N 0.000 description 2
OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 2
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
239000005977 Ethylene Substances 0.000 description 2
PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
229910019142 PO4 Inorganic materials 0.000 description 2
WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-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
230000005540 biological transmission Effects 0.000 description 2
IAQRGUVFOMOMEM-UHFFFAOYSA-N but-2-ene Chemical compound CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 2
239000011575 calcium Substances 0.000 description 2
229910052791 calcium Inorganic materials 0.000 description 2
229920001577 copolymer Polymers 0.000 description 2
ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 2
230000008034 disappearance Effects 0.000 description 2
238000000921 elemental analysis Methods 0.000 description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
150000003948 formamides Chemical class 0.000 description 2
235000019253 formic acid Nutrition 0.000 description 2
239000000295 fuel oil Substances 0.000 description 2
239000001257 hydrogen Substances 0.000 description 2
150000002734 metacrylic acid derivatives Chemical class 0.000 description 2
125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
QMMOXUPEWRXHJS-UHFFFAOYSA-N pentene-2 Natural products CCC=CC QMMOXUPEWRXHJS-UHFFFAOYSA-N 0.000 description 2
235000021317 phosphate Nutrition 0.000 description 2
229920001296 polysiloxane Polymers 0.000 description 2
YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
150000003254 radicals Chemical class 0.000 description 2
238000010561 standard procedure Methods 0.000 description 2
125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 2
MRMOZBOQVYRSEM-UHFFFAOYSA-N tetraethyllead Chemical compound CC[Pb](CC)(CC)CC MRMOZBOQVYRSEM-UHFFFAOYSA-N 0.000 description 2
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
XINQFOMFQFGGCQ-UHFFFAOYSA-L (2-dodecoxy-2-oxoethyl)-[6-[(2-dodecoxy-2-oxoethyl)-dimethylazaniumyl]hexyl]-dimethylazanium;dichloride Chemical compound [Cl-].[Cl-].CCCCCCCCCCCCOC(=O)C[N+](C)(C)CCCCCC[N+](C)(C)CC(=O)OCCCCCCCCCCCC XINQFOMFQFGGCQ-UHFFFAOYSA-L 0.000 description 1
ADOQBZAVKYCFOI-HWKANZROSA-N (E)-2-dodecene Chemical compound CCCCCCCCC\C=C\C ADOQBZAVKYCFOI-HWKANZROSA-N 0.000 description 1
VFWCMGCRMGJXDK-UHFFFAOYSA-N 1-chlorobutane Chemical compound CCCCCl VFWCMGCRMGJXDK-UHFFFAOYSA-N 0.000 description 1
SXVRSCIZJBGJGB-UHFFFAOYSA-N 1-chloropropan-2-ylbenzene Chemical compound ClCC(C)C1=CC=CC=C1 SXVRSCIZJBGJGB-UHFFFAOYSA-N 0.000 description 1
UGXYINOQDDOOFQ-UHFFFAOYSA-N 1-n-butan-2-yl-4-n,4-n-dimethylbenzene-1,4-diamine Chemical compound CCC(C)NC1=CC=C(N(C)C)C=C1 UGXYINOQDDOOFQ-UHFFFAOYSA-N 0.000 description 1
HTGCVLNFLVVCST-UHFFFAOYSA-N 1-piperazin-1-ylethanol Chemical compound CC(O)N1CCNCC1 HTGCVLNFLVVCST-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
VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 1
QIJIUJYANDSEKG-UHFFFAOYSA-N 2,4,4-trimethylpentan-2-amine Chemical compound CC(C)(C)CC(C)(C)N QIJIUJYANDSEKG-UHFFFAOYSA-N 0.000 description 1
AHDSRXYHVZECER-UHFFFAOYSA-N 2,4,6-tris[(dimethylamino)methyl]phenol Chemical compound CN(C)CC1=CC(CN(C)C)=C(O)C(CN(C)C)=C1 AHDSRXYHVZECER-UHFFFAOYSA-N 0.000 description 1
RWLALWYNXFYRGW-UHFFFAOYSA-N 2-Ethyl-1,3-hexanediol Chemical compound CCCC(O)C(CC)CO RWLALWYNXFYRGW-UHFFFAOYSA-N 0.000 description 1
ILPBINAXDRFYPL-UHFFFAOYSA-N 2-octene Chemical compound CCCCCC=CC ILPBINAXDRFYPL-UHFFFAOYSA-N 0.000 description 1
WFCSWCVEJLETKA-UHFFFAOYSA-N 2-piperazin-1-ylethanol Chemical compound OCCN1CCNCC1 WFCSWCVEJLETKA-UHFFFAOYSA-N 0.000 description 1
GSMTYNSCEYOUIG-UHFFFAOYSA-N 3-acetamido-n-(2-hydroxyethyl)propanamide Chemical compound CC(=O)NCCC(=O)NCCO GSMTYNSCEYOUIG-UHFFFAOYSA-N 0.000 description 1
238000012935 Averaging Methods 0.000 description 1
CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
KSSJBGNOJJETTC-UHFFFAOYSA-N COC1=C(C=CC=C1)N(C1=CC=2C3(C4=CC(=CC=C4C=2C=C1)N(C1=CC=C(C=C1)OC)C1=C(C=CC=C1)OC)C1=CC(=CC=C1C=1C=CC(=CC=13)N(C1=CC=C(C=C1)OC)C1=C(C=CC=C1)OC)N(C1=CC=C(C=C1)OC)C1=C(C=CC=C1)OC)C1=CC=C(C=C1)OC Chemical class COC1=C(C=CC=C1)N(C1=CC=2C3(C4=CC(=CC=C4C=2C=C1)N(C1=CC=C(C=C1)OC)C1=C(C=CC=C1)OC)C1=CC(=CC=C1C=1C=CC(=CC=13)N(C1=CC=C(C=C1)OC)C1=C(C=CC=C1)OC)N(C1=CC=C(C=C1)OC)C1=C(C=CC=C1)OC)C1=CC=C(C=C1)OC KSSJBGNOJJETTC-UHFFFAOYSA-N 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
FVIGODVHAVLZOO-UHFFFAOYSA-N Dixanthogen Chemical compound CCOC(=S)SSC(=S)OCC FVIGODVHAVLZOO-UHFFFAOYSA-N 0.000 description 1
PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
239000004233 Indanthrene blue RS Substances 0.000 description 1
VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
PVCJKHHOXFKFRP-UHFFFAOYSA-N N-acetylethanolamine Chemical compound CC(=O)NCCO PVCJKHHOXFKFRP-UHFFFAOYSA-N 0.000 description 1
OPKOKAMJFNKNAS-UHFFFAOYSA-N N-methylethanolamine Chemical compound CNCCO OPKOKAMJFNKNAS-UHFFFAOYSA-N 0.000 description 1
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
239000002202 Polyethylene glycol Substances 0.000 description 1
239000004743 Polypropylene Substances 0.000 description 1
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
239000003377 acid catalyst Substances 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
239000008186 active pharmaceutical agent Substances 0.000 description 1
238000012644 addition polymerization Methods 0.000 description 1
WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical class OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
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238000005804 alkylation reaction Methods 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
239000002518 antifoaming agent Substances 0.000 description 1
239000006079 antiknock agent Substances 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
125000001204 arachidyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 1
229940073608 benzyl chloride Drugs 0.000 description 1
150000001638 boron Chemical class 0.000 description 1
229910052796 boron Inorganic materials 0.000 description 1
150000001639 boron compounds Chemical class 0.000 description 1
229910052810 boron oxide Inorganic materials 0.000 description 1
125000006487 butyl benzyl group Chemical group 0.000 description 1
LSCGCDXAEHGNMD-UHFFFAOYSA-N calcium;phenyl octadecanoate Chemical compound [Ca].CCCCCCCCCCCCCCCCCC(=O)OC1=CC=CC=C1 LSCGCDXAEHGNMD-UHFFFAOYSA-N 0.000 description 1
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
239000000460 chlorine Substances 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 description 1
HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 description 1
OEYIOHPDSNJKLS-UHFFFAOYSA-N choline Chemical compound C[N+](C)(C)CCO OEYIOHPDSNJKLS-UHFFFAOYSA-N 0.000 description 1
229960001231 choline Drugs 0.000 description 1
238000007906 compression Methods 0.000 description 1
230000006835 compression Effects 0.000 description 1
238000009833 condensation Methods 0.000 description 1
230000005494 condensation Effects 0.000 description 1
238000001816 cooling Methods 0.000 description 1
238000005336 cracking Methods 0.000 description 1
150000001923 cyclic compounds Chemical class 0.000 description 1
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
239000010727 cylinder oil Substances 0.000 description 1
125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
230000008021 deposition Effects 0.000 description 1
150000004985 diamines Chemical class 0.000 description 1
JKWMSGQKBLHBQQ-UHFFFAOYSA-N diboron trioxide Chemical compound O=BOB=O JKWMSGQKBLHBQQ-UHFFFAOYSA-N 0.000 description 1
239000002283 diesel fuel Substances 0.000 description 1
XNMQEEKYCVKGBD-UHFFFAOYSA-N dimethylacetylene Natural products CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 description 1
229910001873 dinitrogen Inorganic materials 0.000 description 1
VJHINFRRDQUWOJ-UHFFFAOYSA-N dioctyl sebacate Chemical compound CCCCC(CC)COC(=O)CCCCCCCCC(=O)OCC(CC)CCCC VJHINFRRDQUWOJ-UHFFFAOYSA-N 0.000 description 1
150000002009 diols Chemical class 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
239000010771 distillate fuel oil Substances 0.000 description 1
229940069096 dodecene Drugs 0.000 description 1
239000000975 dye Substances 0.000 description 1
230000000694 effects Effects 0.000 description 1
230000032050 esterification Effects 0.000 description 1
229960003750 ethyl chloride Drugs 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
238000011010 flushing procedure Methods 0.000 description 1
230000022244 formylation Effects 0.000 description 1
238000006170 formylation reaction Methods 0.000 description 1
239000003205 fragrance Substances 0.000 description 1
238000007710 freezing Methods 0.000 description 1
230000008014 freezing Effects 0.000 description 1
VZCYOOQTPOCHFL-OWOJBTEDSA-L fumarate(2-) Chemical class [O-]C(=O)\C=C\C([O-])=O VZCYOOQTPOCHFL-OWOJBTEDSA-L 0.000 description 1
239000012208 gear oil Substances 0.000 description 1
239000011521 glass Substances 0.000 description 1
125000003827 glycol group Chemical group 0.000 description 1
239000004519 grease Substances 0.000 description 1
150000008282 halocarbons Chemical class 0.000 description 1
239000010720 hydraulic oil Substances 0.000 description 1
239000012433 hydrogen halide Substances 0.000 description 1
229910000039 hydrogen halide Inorganic materials 0.000 description 1
239000012535 impurity Substances 0.000 description 1
238000010348 incorporation Methods 0.000 description 1
230000002401 inhibitory effect Effects 0.000 description 1
238000002955 isolation Methods 0.000 description 1
JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
LVHBHZANLOWSRM-UHFFFAOYSA-N itaconic acid Chemical class OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
230000001050 lubricating effect Effects 0.000 description 1
239000011777 magnesium Substances 0.000 description 1
229910052749 magnesium Inorganic materials 0.000 description 1
230000000873 masking effect Effects 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
239000006078 metal deactivator Substances 0.000 description 1
235000010446 mineral oil Nutrition 0.000 description 1
238000002156 mixing Methods 0.000 description 1
239000003607 modifier Substances 0.000 description 1
125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
QNVPXZQZKQWBJW-UHFFFAOYSA-N n-(2-hydroxyethyl)-2-phenylacetamide Chemical compound OCCNC(=O)CC1=CC=CC=C1 QNVPXZQZKQWBJW-UHFFFAOYSA-N 0.000 description 1
ZZISDKBMXAZCIP-UHFFFAOYSA-N n-(2-hydroxyethyl)cyclohexanecarboxamide Chemical compound OCCNC(=O)C1CCCCC1 ZZISDKBMXAZCIP-UHFFFAOYSA-N 0.000 description 1
BMYBBGMVRHGUJW-UHFFFAOYSA-N n-(2-hydroxypropyl)-n-methylformamide Chemical compound CC(O)CN(C)C=O BMYBBGMVRHGUJW-UHFFFAOYSA-N 0.000 description 1
TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
NNQNIQVJOMXFKF-UHFFFAOYSA-N n-benzyl-n-(2-hydroxyethyl)formamide Chemical compound OCCN(C=O)CC1=CC=CC=C1 NNQNIQVJOMXFKF-UHFFFAOYSA-N 0.000 description 1
ZGTASCTZVQNNPM-UHFFFAOYSA-N n-cyclohexyl-n-hydroxypropanamide Chemical compound CCC(=O)N(O)C1CCCCC1 ZGTASCTZVQNNPM-UHFFFAOYSA-N 0.000 description 1
CDPQBOKSTDLHDW-UHFFFAOYSA-N n-ethyl-n-(2-hydroxyethyl)formamide Chemical compound CCN(C=O)CCO CDPQBOKSTDLHDW-UHFFFAOYSA-N 0.000 description 1
MQQVEFUFSUQVBA-UHFFFAOYSA-N n-hydroxy-n-methylpropanamide Chemical compound CCC(=O)N(C)O MQQVEFUFSUQVBA-UHFFFAOYSA-N 0.000 description 1
150000005002 naphthylamines Chemical class 0.000 description 1
229910052759 nickel Inorganic materials 0.000 description 1
IOQPZZOEVPZRBK-UHFFFAOYSA-N octan-1-amine Chemical compound CCCCCCCCN IOQPZZOEVPZRBK-UHFFFAOYSA-N 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
CFHIDWOYWUOIHU-UHFFFAOYSA-N oxomethyl Chemical compound O=[CH] CFHIDWOYWUOIHU-UHFFFAOYSA-N 0.000 description 1
150000002989 phenols Chemical class 0.000 description 1
229950000688 phenothiazine Drugs 0.000 description 1
150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
150000003014 phosphoric acid esters Chemical class 0.000 description 1
229920000570 polyether Polymers 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
230000000379 polymerizing effect Effects 0.000 description 1
229920001155 polypropylene Polymers 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
150000003141 primary amines Chemical class 0.000 description 1
229940095050 propylene Drugs 0.000 description 1
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
150000003873 salicylate salts Chemical class 0.000 description 1
238000012216 screening Methods 0.000 description 1
238000000926 separation method Methods 0.000 description 1
APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical group [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
229910052938 sodium sulfate Inorganic materials 0.000 description 1
235000011152 sodium sulphate Nutrition 0.000 description 1
239000007858 starting material Substances 0.000 description 1
239000012258 stirred mixture Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
RINCXYDBBGOEEQ-UHFFFAOYSA-N succinic anhydride Chemical class O=C1CCC(=O)O1 RINCXYDBBGOEEQ-UHFFFAOYSA-N 0.000 description 1
239000011593 sulfur Substances 0.000 description 1
229910052717 sulfur Inorganic materials 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
150000003505 terpenes Chemical class 0.000 description 1
235000007586 terpenes Nutrition 0.000 description 1
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
150000003568 thioethers Chemical class 0.000 description 1
238000005292 vacuum distillation Methods 0.000 description 1
239000002966 varnish Substances 0.000 description 1
125000005023 xylyl group Chemical group 0.000 description 1

Classifications

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- C07—ORGANIC CHEMISTRY
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- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
- C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
- C07D295/182—Radicals derived from carboxylic acids
- C07D295/185—Radicals derived from carboxylic acids from aliphatic carboxylic acids
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- C10L1/00—Liquid carbonaceous fuels
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- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
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- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- C10L1/222—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
- C10L1/2222—(cyclo)aliphatic amines; polyamines (no macromolecular substituent 30C); quaternair ammonium compounds; carbamates
- C10L1/2225—(cyclo)aliphatic amines; polyamines (no macromolecular substituent 30C); quaternair ammonium compounds; carbamates hydroxy containing
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- C10L1/00—Liquid carbonaceous fuels
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- C10L1/234—Macromolecular compounds
- C10L1/238—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
- C10L1/2383—Polyamines or polyimines, or derivatives thereof (poly)amines and imines; derivatives thereof (substituted by a macromolecular group containing 30C)
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- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/108—Residual fractions, e.g. bright stocks
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- C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
- C10M2205/026—Butene
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- C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
- C10M2207/024—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings having at least two phenol groups but no condensed ring
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- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/121—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
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- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/44—Super vacuum or supercritical use
- 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
- C10N2040/50—Medical uses

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Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Oil, Petroleum & Natural Gas (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Engineering & Computer Science (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)

IL30527A 1967-08-11 1968-08-09 Formamido-containing polyalkenyl succinates,process for their preparation,lubricants and fuels made therefrom IL30527A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US659888A US3451933A (en)	1967-08-11	1967-08-11	Formamido-containing alkenylsuccinates

Publications (2)

Publication Number	Publication Date
IL30527A0 IL30527A0 (en)	1968-10-24
IL30527A true IL30527A (en)	1972-07-26

Family

ID=24647239

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IL30527A IL30527A (en)	1967-08-11	1968-08-09	Formamido-containing polyalkenyl succinates,process for their preparation,lubricants and fuels made therefrom

Country Status (8)

Country	Link
US (1)	US3451933A (es)
DE (1)	DE1770963A1 (es)
ES (1)	ES357149A1 (es)
FR (1)	FR1580576A (es)
GB (1)	GB1233589A (es)
IL (1)	IL30527A (es)
NL (1)	NL6811417A (es)
SE (1)	SE363092B (es)

Families Citing this family (29)

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US3446808A (en) *	1964-05-25	1969-05-27	Universal Oil Prod Co	Borates of n-hydroxyalkyl-nitrogen-heterocyclic saturated compounds
US4491527A (en) *	1982-04-26	1985-01-01	The Lubrizol Corporation	Ester-heterocycle compositions useful as "lead paint" inhibitors in lubricants
US4596663A (en) *	1982-08-09	1986-06-24	The Lubrizol Corporation	Carboxylic acylating agents substituted with olefin polymers of high molecular weight mono-olefins, derivatives thereof, and fuels and lubricants containing same
US4575526A (en) *	1982-08-09	1986-03-11	The Lubrizol Corporation	Hydrocarbyl substituted carboxylic acylaging agent derivative containing combinations, and fuels containing same
US4613342A (en) *	1982-08-09	1986-09-23	The Lubrizol Corporation	Hydrocarbyl substituted carboxylic acylating agent derivative containing combinations, and fuels containing same
US4623684A (en)	1982-08-09	1986-11-18	The Lubrizol Corporation	Hydrocarbyl substituted carboxylic acylating agent derivative containing combinations, and fuels containing same
US4489194A (en) *	1982-08-09	1984-12-18	The Lubrizol Corporation	Carboxylic acylating agents substituted with olefin polymers of high/low molecular weight mono-olefins, derivatives thereof, and fuels and lubricants containing same
US4486573A (en) *	1982-08-09	1984-12-04	The Lubrizol Corporation	Carboxylic acylating agents substituted with olefin polymers of high molecular weight mono-olefins, derivatives thereof, and fuels and lubricants containing same
US4564460A (en) *	1982-08-09	1986-01-14	The Lubrizol Corporation	Hydrocarbyl-substituted carboxylic acylating agent derivative containing combinations, and fuels containing same
US4471091A (en) *	1982-08-09	1984-09-11	The Lubrizol Corporation	Combinations of carboxylic acylating agents substituted with olefin polymers of high and low molecular weight mono-olefins, derivatives thereof, and fuels and lubricants containing same
US5041622A (en) *	1988-04-22	1991-08-20	The Lubrizol Corporation	Three-step process for making substituted carboxylic acids and derivatives thereof
SE467826B (sv) *	1991-01-31	1992-09-21	Berol Nobel Ab	Anvaendning av alkoxilerad alkanolamid som friktionsreducerande medel
EP0558835B1 (en)	1992-01-30	2001-05-09	BP Amoco Corporation	Biodegradable lubricants and functional fluids
GB2293389A (en)	1994-09-26	1996-03-27	Ethyl Petroleum Additives Ltd	Mixed zinc salt lubricant additives
US5578236A (en)	1994-11-22	1996-11-26	Ethyl Corporation	Power transmission fluids having enhanced performance capabilities
JP2004217797A (ja) *	2003-01-15	2004-08-05	Ethyl Japan Kk	長寿命で熱安定性に優れたギア油組成物
US20050065043A1 (en) *	2003-09-23	2005-03-24	Henly Timothy J.	Power transmission fluids having extended durability
US20050070446A1 (en) *	2003-09-25	2005-03-31	Ethyl Petroleum Additives, Inc.	Boron free automotive gear oil
US20050101494A1 (en) *	2003-11-10	2005-05-12	Iyer Ramnath N.	Lubricant compositions for power transmitting fluids
US7947636B2 (en)	2004-02-27	2011-05-24	Afton Chemical Corporation	Power transmission fluids
CA2496100A1 (en) *	2004-03-10	2005-09-10	Afton Chemical Corporation	Power transmission fluids with enhanced extreme pressure characteristics
US20060025314A1 (en) *	2004-07-28	2006-02-02	Afton Chemical Corporation	Power transmission fluids with enhanced extreme pressure and antiwear characteristics
JP4677359B2 (ja) *	2005-03-23	2011-04-27	アフトン・ケミカル・コーポレーション	潤滑組成物
US20060223716A1 (en) *	2005-04-04	2006-10-05	Milner Jeffrey L	Tractor fluids
US7879775B2 (en) *	2006-07-14	2011-02-01	Afton Chemical Corporation	Lubricant compositions
US7902133B2 (en) *	2006-07-14	2011-03-08	Afton Chemical Corporation	Lubricant composition
US20080015127A1 (en) *	2006-07-14	2008-01-17	Loper John T	Boundary friction reducing lubricating composition
US7833953B2 (en) *	2006-08-28	2010-11-16	Afton Chemical Corporation	Lubricant composition
US20090011963A1 (en) *	2007-07-06	2009-01-08	Afton Chemical Corporation	Truck fleet fuel economy by the use of optimized engine oil, transmission fluid, and gear oil

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE1248643B (de) *	1959-03-30	1967-08-31	The Lubrizol Corporation, Cleveland, Ohio (V. St. A.)	Verfahren zur Herstellung von öllöslichen aeylierten Aminen
US3185704A (en) *	1962-09-04	1965-05-25	Exxon Research Engineering Co	Formamide of mono-alkenyl succinimide
US3184474A (en) *	1962-09-05	1965-05-18	Exxon Research Engineering Co	Reaction product of alkenyl succinic acid or anhydride with polyamine and polyhydricmaterial
NL283936A (es) *	1962-10-04
US3381022A (en) *	1963-04-23	1968-04-30	Lubrizol Corp	Polymerized olefin substituted succinic acid esters
US3281356A (en) *	1963-05-17	1966-10-25	Lubrizol Corp	Thermally stable water-in-oil emulsions
NL130536C (es) *	1964-05-19

1967
- 1967-08-11 US US659888A patent/US3451933A/en not_active Expired - Lifetime
1968
- 1968-07-24 DE DE19681770963 patent/DE1770963A1/de active Pending
- 1968-08-07 SE SE10664/68A patent/SE363092B/xx unknown
- 1968-08-09 NL NL6811417A patent/NL6811417A/xx unknown
- 1968-08-09 IL IL30527A patent/IL30527A/en unknown
- 1968-08-09 FR FR1580576D patent/FR1580576A/fr not_active Expired
- 1968-08-10 ES ES357149A patent/ES357149A1/es not_active Expired
- 1968-08-12 GB GB1233589D patent/GB1233589A/en not_active Expired

Also Published As

Publication number	Publication date
FR1580576A (es)	1969-09-05
SE363092B (es)	1974-01-07
GB1233589A (es)	1971-05-26
NL6811417A (es)	1969-02-13
DE1770963A1 (de)	1972-02-17
US3451933A (en)	1969-06-24
ES357149A1 (es)	1970-03-01
IL30527A0 (en)	1968-10-24

Publication	Publication Date	Title
IL30527A (en)	1972-07-26	Formamido-containing polyalkenyl succinates,process for their preparation,lubricants and fuels made therefrom
US3448049A (en)	1969-06-03	Polyolefinic succinates
US3311558A (en)	1967-03-28	N-alkylmorpholinone esters of alkenylsuccinic anhydrides
US3399141A (en)	1968-08-27	Heterocyclic esters of alkenylsuccinic anhydrides
EP0020037B1 (en)	1984-08-15	Oil-soluble friction-reducing additive, process for the preparation thereof, and lubricating oil or fuel composition containing the additive
US7857870B2 (en)	2010-12-28	Fuel and lubricant additive containing alkyl hydroxy carboxylic acid boron esters
US3367864A (en)	1968-02-06	Additives for lubricating compositions
US3525693A (en)	1970-08-25	Alkenyl succinic polyglycol ether
SE456744B (sv)	1988-10-31	Smoerjolja till anvaendning i vevhuset hos en foerbraenningsmotor samt anvaendning av smoerjoljan foer att minska braenslekonsumtionen
US3623985A (en)	1971-11-30	Polysuccinimide ashless detergents as lubricating oil additives
US4029702A (en)	1977-06-14	Oil-soluble bicarbamamide compounds
CA1323723C (en)	1993-10-26	Polysuccinate esters and lubricating compositions comprising same
US3585194A (en)	1971-06-15	Formamide-containing hydroxy compounds
US5039310A (en)	1991-08-13	Polyether substituted mannich bases as fuel and lubricant ashless dispersants
US4629577A (en)	1986-12-16	Method for improving fuel economy of internal combustion engines
US3576846A (en)	1971-04-27	Sulfinyl-containing alkenylsuccinates
US4394276A (en)	1983-07-19	Method for improving fuel economy of internal combustion engines using sulfur-containing alkanediols
EP0206748B1 (en)	1992-09-02	Lubricating oil additive and lubricating oil composition containing the same
US4277417A (en)	1981-07-07	Hydrocarbon soluble sulfonated polyols, esters of hydrocarbon substituted C4 -C10 dicarboxylic acids with polyols and sulfonic acid, processes therefor, and lubricating compositions thereof
US3755173A (en)	1973-08-28	Alkenyl halolactone esters and acids and lubricants containing them
US3264216A (en)	1966-08-02	Multifunctional viscosity index improvers for lubricating oils
US5084069A (en)	1992-01-28	Multifunctional additives for lubricants and fuels
US3997570A (en)	1976-12-14	Alkenyl halolactone esters
US5071577A (en)	1991-12-10	Phosphite derived propylene based multifunctional lubricants and multifunctional lubricant additives
US4550197A (en)	1985-10-29	Overbased ortho-carboxy phenylphenone lubricating oil additives