TW200413285A - Succinic acid semi-amides as anti-corrosive agents - Google Patents

Abstract

The invention relates to improved compositions based on lubricants and comprising succinic acid semi-amides and to the use of those lubricant compositions in improving the use properties of lubricants, such as hydraulic or metal-working fluids, greases, gear oils or engine oils.

Description

200413285 发明 Description of the invention: TECHNICAL FIELD OF THE INVENTION The present invention relates to a composition containing hemiamine succinic acid and the use of these compositions to improve the usability of lubricants, such as hydraulic or metal working fluids, Grease, gear oil, or engine oil. Prior art In order to fulfill the required tasks' such as high load-carrying capacity, additives to protect against wear and rot and anti-oxidant effects are added to the lubricant. In addition, the properties of lubricants should not be adversely modified in the presence of contaminants = often. In the inorganic oil industry program, oils are mixed with commercially available additive concentrates or packages. Xuetai, {earth, calcium, and other residues of lubricants ^ ^ results during processing ^ results' for example, because of hydrolytic production, and the precipitation of weakly water-soluble residues, the additives are The activity is reduced, and the sinking of water-soluble residues is particularly disadvantageous because they can block the filter system. The present invention is directed to the problem of producing a lubricant composition that provides protection against corrosion and provides improved and good compatibility with decacalcium ions. USP 4462918 discloses a lubricant composition that protects abrasion and rot. Its package # Ν_ 醯 基 善 院 aminoamino succinic acid motive type (aspartic acid vinegar aspartate) ingredient. USP 5,275,749 discloses a lubricant composition that provides protection against abrasion and spoiled money, including N. fluorenyl sulfonyloxyalkylamino acetic acid type ingredients. 200413285 Summary of the invention Surprisingly, it has been found that hemiamine succinate obtained by the reaction of succinic anhydride and β-amino acid derivatives can improve the corrosion resistance of lubricant compositions while reducing the formation of precipitated products and residues. The invention relates to a composition comprising a) at least one compound of the formula,

Wherein R1 is a substituent selected from the group consisting of: C _ Fa 丨 -I 2 2 courtyard, hydroxy-substituted c2-c22 alkyl, -c (= 〇K _〇 < Bu〇) _ Or c2-c22 alkyl interrupted by -NRa-C (= 0)-, via -0-, -s ,, -COOhO- or via -C (= 0) -NRa- (where Ra represents Hydrogen or c-group) interrupted CVC22 alkyl, phenyl, benzyl, 2- or 2-phenylethoxy, 2-benzyloxyethyl, furfuryl, 1-naphthyl, p-naphthylmethyl, ring Hexyl: cyclohexylmethyl, and isobornyl; I and R3 are hydrogen, or one of R2 and R3 is hydrogen, and the other methyl group; and 4 and Υ + is a shape suitable for the lubricant composition X is Carboxyl or carboxylate salt-forming cation; or χ is a derivatized carboxyl group, which is a carboxyl group whose nitrogen group is esterified with cvc22 alkyl group selected from the group consisting of hydroxy_c2_c ^ 2 alkyl 22 alkyl ester 200413285 The carboxyl group of the modified carboxyl group was modified by -C (= 〇)-,, c (= 〇 > 〇K (= 〇) -NRa, c2-c22 alkyl group interrupted by -0 -, I, -NRa-, -0-C 〇) uRa_ (c = 〇) _ (where Ra represents hydrogen or qC: 22 alkyl) interrupted C3-C22 alkyl esterified carboxyl , By phenyl, phenylfluorenyl, 1- or fluorenylethyl, 2-phenoxyethyl, furfuryl, 1-naphthyl, 1-naphthylfluorenyl, cyclohexyl, cyclohexylmethyl, isopropyl The norbornenyl esters are the retarder groups, and the aminoformyl groups of the following partial formula,

Rc wherein Rb and Rc are each hydrogen, Ci_C22 alkyl or hydroxyethyl, or Rb and Re—from (: 2-0: 8alkylene, 0: 2-0: 8alkenyl, C , _C-diene, or C2-C8-alkylene interrupted by _〇_ or _1 ^ 3_, Ks-dialkyl or CrC8-diene, and Ra is as previously defined; and Y + is a hydrogen ion Or salt-forming cations suitable for lubricant compositions; and b) base oils of lubricating viscosity. The compound (I) has excellent anticorrosive effect and good compatibility with calcium ions', and it is particularly present as a detergent component in the lubricant. A preferred embodiment relates to a composition comprising: a) at least one compound, wherein

Ri is a substituent selected from the group consisting of: CrC22fluorenyl, C2-C22 alkyl substituted with hydroxy, -C (= 〇)-, _〇 < bu〇) _ or -NRa -c (= 〇) · Interrupted c2_c22 alkyl, via -0-, -S-, _NRa ... -C (= 0) -〇_ or via -c (= 〇) -NRa- (where Ra represents Hydrogen or C] _C22 垸 200413285 group) :: broken Cr. 22 alkyl, phenyl, benzyl, 1- or 2-phenylethyltetraphenoxyethyl, alkoxy, buzeki, i-zekiylmethyl, cyclohexyl,% hexylfluorenyl 'and isobornyl 2 and Han 3 are hydrogen, or one of R2 and & is hydrogen, and the other is ^: ,,, and He Sheng, which is selected from the group consisting of: 〇1 < 22 alkyl esterified carboxyl group, hydroxy-〇: 2, 22 alkyl esterified fluorenyl group was damaged by · C (= 〇) ... ε (= 〇) _〇 · or _c㈣) A carboxyl group esterified by a broken ^ ° 22 alkyl group is replaced by 0 S-, -NRa-, -〇-C (= 〇)-, or -NRa- (OO)-(wherein Ra octagas or C! C22 alkane Sulfonyl) esterified by a C3_C22 alkyl group interrupted by a benzene group, phenylmethyl, phenyl or 2-phenylethyl, 2-benzyloxyethyl, furfuryl, 1-naphthyl, 1 · naphthyl Fluorenyl, cyclohexyl, cyclohexylfluorenyl, isobornyl, and partially amine carboxyl groups of formula (A), where Rb and each are hydrogen, CrC22 alkyl, or 2- Hydroxyethyl, or C2-C8 alkylene with Rc, c2-c8 alkylene, c2_c8 alkylene, or cvC8 alkylene interrupted by -0 or -NRa- , C2_C8 alkenylene group or a C2 C8 extending broom group, and Ra is as hereinbefore defined; and y + is a hydrogen ion, or a suitable salt-forming cation lubricant composition; and b) a base oil of lubricating viscosity. A particularly preferred embodiment corresponds to a composition comprising: a) at least one compound (I), wherein

Ri is selected from the group consisting of CrC22 alkyl, c2-c22 alkyl group broken by -c (= 〇) · or -〇_c (= 〇) _ 200413285, and -0-, -S- or -C (= 0) -0_ Interrupted C3_C: 22 groups consisting of alkyl, benzyl and benzyl; R2 and R3 are nitrogen; X is derived carboxyl group, which is selected from the group consisting of: The cyano group is an end group that is converted by c] -c: 22 alkyl group s, a carboxyl group esterified by alkyl group _02_022 alkyl group, and is labeled by -C (= 〇)-or -C (= 0) _0_ Carboxyl group produced by broken C2_C222 alkane, carboxyl group esterified by c3_C22 alkyl group interrupted by -0-, -S- or -0-C (= 0), and defined as heterocycle 2 / Amino (heterocyclylcarbonyl) partial amino group of formula (A); and Y + is a hydrogen ion, ammonium, (CVC4 alkyl) 14 ammonium, or (2-hydroxyethyl L 4-, and b) lubricating viscosity Base oil. A particularly preferred embodiment relates to a composition containing: a) at least one compound (I), wherein h is selected from the group consisting of crC22 alkyl, Ku alkylphenyl interrupted by _〇_, and styryl R2 and R3 are hydrogen; X is a derivatized carboxyl group selected from the group consisting of: cyano, a carboxyl group esterified with CVC22 alkyl, interrupted by _〇_ A carboxyl group esterified by an alkyl group, and a partial amino group of the formula (A) defined as piperidinylcarbonyl, piperazinyl, or morpholinocarbonyl; and Y + is a hydrogen ion, ammonium, (CVC4 alkyl), 4 ammonium 'or (2-hydroxyethyl) 1 4 ammonium; and b) base oil for lubricating viscosity. 10 200413285 A particularly preferred embodiment relates to a composition comprising a) at least one compound (1), wherein R1 is selected from the group consisting of CrC18 alkyl, c3-ci8 alkyl interrupted by -0-, phenyl and Substituents in the group consisting of benzyl groups; R2 and R3 are hydrogen; X is a carboxyl group, and Y is an ammonium, (CrC4 alkyl)! 4 ammonium, or (2-hydroxyethyl) U 4 cone; or X is a carboxylic acid ester or a derivatized carboxyl group, which is selected from the group consisting of: a cyano group, a carboxyl group esterified by an alkyl group, and a carboxyl group defined by a Cr group interrupted by -0_, And, it is required to substitute aminomethyl amidino, and Y + are hydrogen ions, ammonium, (cvc4 alkyl) 14 ammonium, or (2-hydroxyethylammonium 4 ammonium); and b) base oil of lubricating viscosity. Compound VII is prepared in a manner known per se, such as by adding a primary amine Ri ~ nh2 to an acrylic acid derivative:

Base acid derivatives:

The swollen jade white acid derivative (such as succinic acid, which uses a reactive, functional name anhydride or succinic acid mono-gasification) is acetylated. 200413285 DE-A-2 054 649 illustrates the addition of a primary amine to an acrylate and subsequent reaction with succinic anhydride. The compounds described herein can be used as textile adjuvants. Embodiments The terms and general names used in the description of the present invention are preferably defined as follows: The component a) of R () of compound (I) and R a is C ^ -C22 alkyl, which includes saturated, unbranched or volatile The branched nicotyl group of b is especially a C9-C9 alkyl group such as fluorenyl, ethyl, isopropyl, n-butyl, isobutyl, third butyl, n-pentyl, octyl, iso Amyl, n-hexyl, 2-ethylbutyl, 1-fluorenylpentyl, 1,3-dimethylbutyl'n-heptyl '3-heptyl, 1-methylhexyl, isoheptyl , N-octyl, 2-ethylhexyl, 1,1,3,3-tetrafluorenylbutyl, 1-methylheptyl, n-nonyl, or 1,1,3-trimethylhexyl, And c10-C22 alkyl, especially long-chain ci (rc22 alkyl, such as n-decyl, n_twelve :): end group, n-tetradecyl, n_hexadecyl 'or eighteen Alkenyl or branch C1 ()-C22 alkenyl, such as I! ,% Trimethylhexanoyl, 1-fluorenylundecyl, 2-n-butyl-n-octyl, isotridecyl, 2-n-hexyl-n-decyl, or 2-n -Octyl-n-dodecyl, or a higher homologue thereof. K is defined as a hydroxy-substituted q-c: 22 alkyl group, and includes a saturated, unbranched hydrocarbon group preferably having 2 to 9 carbon atoms, such as 2-ethyl, or 2- or 3-hydroxypropyl. R1 is defined as -C (= 〇)-, -0-C (= 0)-or ARa-C (= 〇 [Interrupted 12 200413285 C 2 alkyl group, including preferably having 2 to 9 carbon atoms Unsaturated or branched '# ethoxymethyl'ethoxy, methyl, 2 · ethoxyethyl, 2 · tertiary-butoxy, its ethynylethyl, or N, N-diethylaminomethyl fluorenyl. Τ —, the meaning is via c -_-, -s-, _NRa ·, _c (= 〇) 〇 or _c ㈣) -NRa- c3_c22 interrupted, Includes unsaturated or branched hydrocarbon groups preferably having 3 to 18 carbon atoms, b 2-methoxyethyl, 2- or 3-methyl1-propyl, 2-, 3-, or 4-methoxybutyl , 2_ethoxyethyl, 2_ or ethoxypropyl, 2 ·, 3_ or 4_ethoxybutyl, 2_n_propoxyethyl, 2- or 3-n-propane Oxypropyl, 2… 3_ or 4 • n-propoxybutyl, alipropoxyethyl, 2 or 3_isopropoxypropyl, 2_, 3 • or 4_isopropoxy Butyl, 2-n-butoxyethyl '2 · or 3_n-butoxypropyl, plant, 3 戋 anal n-_butoxybutyl, 2_third · butoxyethyl, 2- or 3-tert-butyl ^ propyl, 2-, 3- or 4-tert-butoxybutyl, 2-fluorenylthioethyl , 2 or 3-methylthiopropyl, 2-ethylthioethyl, 2-diamidoaminoethyl, 2- or 3-dimethylaminopropyl, 2-diethylaminoethyl Group, or diethylaminopropyl, 2-ethoxymethyl, or 2- (N-ethoxy) -ethyl. In the compound (I), I and I are hydrogen, or one of H and & is hydrogen, and the other is fluorenyl. Preferably, Rz and R3 are hydrogen. When X in the compound of the formula (I) is a carboxyl group or a phosphonate [< (= 〇) _〇], 'γ + is a salt-forming cation suitable for a lubricant composition, for example, tetraammonium ammonium tetrazide Ethyl ammonium, or 2-hydroxyethyltrimethylammonium. Ammonium ion 13 200413285 with, for example, ammonium tetramethylammonium, tetraethylammonium, or 2-hydroxyethyltrimethylammonium ammonium in a non-dissociated form [-C (= 〇) -〇H] or a salt form [ In _c (= 〇) -〇-], only one carboxyl group is present. In a preferred embodiment, X is a derivatized carboxyl or unsubstituted or substituted aminoformyl group, which are defined as follows. γ + is then a hydrogen ion or a cation suitable for forming a lubricant composition salt. X is defined as a defective group destined by c] -c2 2 alkyl group, for example, a carboxyl group esterified by a c 1 _ c alkyl group, the alkyl group is as defined for I, for example, saturated, unbranched or may be Branched hydrocarbon groups such as methyl, ethyl, isopropyl, n-butyl, isobutyl, tertiary butyl, n-pentyl, octyl, isopentyl, n-hexyl '2-ethylbutyl , 1-methylpentyl, 13-difluorenylbutyl, n-heptyl '3-heptyl' 1-methylhexyl, isoheptyl, n-octyl, ethylhexyl, 1,1, 3,3-tetramethylbutyl, 1-fluorenylheptyl, n-nonyl, or ^, trimethylhexyl, and can also be esterified with c1 (rcη alkyl, especially linear Ci .C alkyl, such as n-decyl, n-dodecyl, n-tetradecyl, n-hexadecyl, or n-octadecyl. X is defined by hydroxy-C2_C22 alkyl The esterified carboxyl group is, for example, the hydroxy-C ^ C: 22 alkyl esterified carboxyl group as defined in the foregoing R, such as a 2-hydroxyethoxymercarbonyl group or a 2- or 3-hydroxypropoxycarbonyl group. X series Defined as a carboxyl group esterified by _C (= 0)-, -C (= 0) -0- or H2 alkyl interrupted by · c (= 0) NRa_, which is, for example, c (-〇)-'-(: (= 〇) -〇- or _c (= 0) -NRa- interrupts the qc: 22 alkyl esterified fluorenyl group as defined by Ri, such as ethenyloxycarbonyl, ethyl Ethoxy_carbonylmethoxycarbonyl, or 2-ethoxycarbonylcarbonylethoxycarbonyl. X is defined as -0-, -S-, -NRa_, · 〇 ·% 〇) or 14 200413285 -NRa- (C = 0) -interrupted C2_C22 alkyl esterified carboxyl group, which is interrupted, for example, by -〇-, each, _NRa_, _〇 ·% 〇 > or by _NRa_ (c = 〇) _ Cs-C22 alkyl (as defined by R1 above) esterified carboxyl, such as 2-methoxyethoxycarbonyl, 2- or 3-methoxypropoxycarbonyl, 2-, 3-, or hydrazone Oxybutoxycarbonyl, 2-ethoxyethoxycarbonyl, 2- or 3-ethoxypropoxycarbonyl, 2-, 3- or 4-ethoxybutoxycarbonyl, 2-methyl Thioethoxycarbonyl, 2- or 3-methylthiopropoxycarbonyl, 2-ethylthioethoxycarbonyl, 2-dimethylaminoethoxycarbonyl, 2- or 3-dimethylamine Propylpropoxycarbonyl, 2-diethylaminoethoxycarbonyl, 2- or% diethylaminopropoxycarbonyl, ethoxyloxyethoxycarbonyl, or 2- (N-ethoxyl Methyl) ethoxy X is a partial aminoformyl group of formula A, such as aminoformyl group, -methyl- or monoethyl-aminoformyl group. In addition, it can be 1,4-n-butylene, or -n-pentyl), c2_c8 alkenylene (such as 2-butenyl) or octadecene (such as 丨, 3_ ^ diene) Group) is bonded to another, and together with _N < forms a heterocyclic ring, which then progresses to contain heteroatoms such as N or O. In this example, the partial formula a corresponds to a heterocyclic carbonyl substituent, such as a pyridylcarbonyl group, a piperazinylcarbonyl group, or a substituted carbonyl group. Geometries In the aforementioned compound (1), the sum of carbon atoms present in Ri and χ is preferably greater than 10%. The definition of γ is "the salt-forming cations suitable for the lubricant composition, and the ions that form the suitable lubricant composition with the carboxylate group, such as alkali metals, zinc (Zn2 +), or copper (CV ) Salts, such as sodium, 15 potassium, calcium, zinc 2+, Cu 2+ ions. In the more specific embodiment of the present invention, the definition of γ + is "suitable for the formation of lubricant compositions" _Yangza ,, Fengfeng |% ion, it should be understood that it means to form a suitable, non-metallized salt together with carboxylic acid group, such as ammonium, (Cl_u group) "Cyclomethyltrimethylammonium cation." (I) It is immediately soluble in oil 'and can be mixed with the base oil of lake slip viscosity, such as lubricant, in a manner known per se.' Or (2-Ethylethyl)] _ 4 Ann, such as tetramethyl ", Tetraethyl base, or 2-base oil with component b) to define slip viscosity base oil" includes, for example, lubricants that can be used for hydraulic or metal working μ-body, grease, gear oil or engine oil. Suitable lubricants are, for example, based on mineral or synthetic oils or mixtures thereof. Those skilled in the art are familiar with lubricants, which is described in the relevant technical literature 'for example, in Chemistry and Technology 0f Lubricants; Mortier, RM · and Orszulik, ST (Editors); 1992, GB Blackie and Son Ltd. 'US VCH-Publishers NY, ISBN 0-216-92921-0' See pages 208 and 269; Kirk-Othmer Encyclopedia of Chemical Technology, Fourth Edition 1969, J. Wiley & Sons, New York, Volume 13, Page 533 (Hydraulic Fluids); Performance Testing of Hydraulic Fluids; R. Tourret and EPA Wright, Hyden & Son Ltd. GB, represented by The Institute of Petroleum London, ISBN 0 85501 317 6; Ullmann5s Encyclopaedia of Ind . 16 200413285

Chem., Fifth Completely Revised Edition, Verlag Chemie, DE-Weinheim, VCH-Publishers, U.S. ‘Volume A 15, page 423 (Lubricants), Volume A 13, page 165 (Hydraulic

Fluids) o Lubricants, especially oils and greases, for example based on mineral or vegetable oils and animal oils 'greases' animal fats, and waxes or mixtures thereof. Vegetable and animal oils, greases, animal fats, and waxes are, for example, palm-kernel oil, palm oil, palm oil, rapeseed oil, rapeseed oil, linseed oil, soybean oil, cottonseed oil, Sun Coconut Oil 'Coconut Oil' Corn oil, castor oil, hard fruit tree oil, and mixtures thereof, and their chemically modified forms, such as epoxidized and sulfonated forms, or forms manufactured by genetic engineering, such as soybean oil manufactured by genetic engineering. Examples of synthetic lubricants include a lubricant based on the following: aliphatic or aromatic carboxylic acid esters, polymeric compounds, polyalkylene oxides, phosphate esters, poly-α-olefins, or silicones, divalent acids and units Diols of alcohols, such as dioctyldecanefluorene® or monononyl adipate, triacetic acid propane and monovalent acids or mixtures of these acids with triacetic acid, such as trimethylolpropanetrinon Sour vinegar, trimethyl alcohol, propane trioctanoic acid, or a mixture of them Such as trimethylolpropane with octyl and sebacic acid, or mixtures thereof. In addition to mineral oils, particularly suitable are poly-α-olefins, vinegar-based lubricants, scale acid, diols, polyols, and polyalkylene oxides, and eight-membered X. Organic or inorganic thickeners can also be added to the lubricant or its mixture (base grease). Metal working fluids and hydraulic fluids can be prepared on the basis of the same substances as the aforementioned lubricants. This type of fluid is usually an emulsion of substances in water or other liquids. The composition advantageously contains 0.005 to 1 GG by weight of the component ⑴, preferably 0.01 to 5.0% by weight, and especially 0.01 to 0.9% by weight. . The composition can be used, for example, in hydraulic or metal working fluids, turbid grease, gear oil or Otto, diesel, two-stroke, or orbital type. The full lubricant can additionally include other agents to improve its basic properties. Additives include: · antioxidants, metal deactivator viscosity index improvers, flow TJ, d operating point depressants, dispersants, detergent additives, anti-wear additives, and friction reducers. In each case, the Guchu additive was added in a conventional amount ' ranging from about 0.01 to 10.0 dwt: _ The following are further additives: Phenol-based antioxidants 2,6-Di-tertiary-butyl-4-methyl, 2,4,6-dimethyl-age, 2,6-Di-tertiary-butyl-4-ethylfluorene, di-based -I-n-butylpan, 2,6_di-third-butyl-iso-isobutyl, di = butylpan, 2- (α • methylcyclohexyl) · 4,6_dimethyl Pan, 26: octadecyl alkynyl ... radicals, 2,4,6_tricyclohexylpan, 2,6_di: No .: (Methyl alkoxy fluorenyl phenol 'linear nonylphenol or containing on the side Branched di-nonyl radical, 2,4_diamidinomethyldeca-yl radical: the basic sound '2,4-monomethyl · 6.0 ·, -fluorenyl hepta-butyl entropy, 2, Heart 6 "buthyl tridecyl-1, yl) phenol, and mixtures thereof. Methanethiol: Dibutanyl" phenol 18 200413285, 2,4-dioctylthiomethyl-6-methyl Phenol, 2,4-dioctylthiofluorenyl-6-ethylfluorenyl, 2,6-di (dodecyl) 1thiofluorenyl-4-nonylphenol. Hydrogenated Hydro Pro : 2,6-di-tertiary-butyl-4-methoxypentane, 2,5-mono-tertiary-butyl hydrogen, 2,5 · di-tertiary pentyl hydrogen_, 2,6_di Phenyl-4-octadecyloxyphenol, 2,6-di-tertiary-butyl hydroquinone, 2,5-di-tertiary-butyl-4-hydroxypyranol, 3,5-di-tertiary Tributyl_4 Hydroxybacteric acid, 3,5-di-tert-butyl-4-hydroxybenzyl stearate, bis (3,5_di-tert-butylhydroxyphenyl) adipic acid Compound: α_, β-, γ- or ^ -tocopherol, and mixtures thereof (vitamin E). Dibenzyl thioethers: 2,2, thiobis (6-third butyl-fluorenylphenol), 2,2, thiobis (4-octylphenol), 4,4, -thiobis (6-third butyl-3 -methylphenol), 4,4'_thiobis (6_ 第Tributyl-2-methylphenol), 4,4, -thiobis (3,6-di-secondamylphenol), 4,4, bis (2,6-dimethyl-4-hydroxyl Phenyl) sulfur test. 2,2'-Phenylenebis (6-third-butyl-4-methylphenol), 2,2, -methylidene (6-thirdbutyl-4-ethylphenol) ), 2,2, -fluorenylbis [4-fluorenyl-6- (oc-fluorenylcyclohexyl) phenol], 2,2, -methylenebis (4-fluorenyl-6-cyclohexylphenol), 2,2, -methylenebis (6 · nonyl-4-methylphenol), 2,2, -methylenebis (4,6-di-tert-butylphenol) '2,2, ethylene and bis (4,6-di-tertiary butylphenol), 2,2, _ethylidene bis (6_tertiary butyl-4-isobutylphenol), 2,2'-methylenebis [6- ( α-fluorenylbenzyl) -4-nonylphenol] '2,2 Fluorene bis [6- (α, α-dimethylphenylfluorenyl'nonylphenol], 4,4, fluorene bis (2,6-di-third-butylphenol), 4,4, -formaldehyde Bis (6-third-butyl-2-methylphenol M-bis (5-third-butyl-4-hydroxy-2-methylphenyl) butane, 2,6-bis (3- 19 200413285 Tert-butyl-5-fluorenyl-2-hydroxyphenylfluorenyl) -4-fluorenylphenol, tris (5-tert-butyl-4-hydroxy-2-fluorenylphenyl) butane, 1,1 · Bis (5-thirdbutyl-4-hydroxy-2 · methylphenyl) -3-η-dodecylfluorenylbutane, ethylene glycol bis [3,3-bis (3'- Tributyl-4'-hydroxyphenyl) butyrate], bis (3-thirdbutyl-4-hydroxy-5-fluorenylphenyl) dicyclopentadiene, bis [2- (3'_ Tertiary butyl_2'-Cyclo-5, -fluorenylphenylfluorenyl) -6-tertiary butyl-4-fluorenylphenyl] peptide, ι, fluorene-bis (3,5- Difluorenyl-2-hydroxyphenyl) butane, 2,2-bis (3,5 · di-third-butylhydroxyphenyl) propane, 2,2-bis (5-thirdbutyl-4- Hydroxy-2-methylphenyl) -4-n-dodecyl-weitylbutanyl, 1,1,5,5-tetra- (5-tert-butyl-4-hydroxy-2 -methylbenzyl) Ebon. 7 · Ο- 'N- and S-benzyl methyl compounds: 3,5,3', 5'_tetra-tert-butyl-4,4'-dioxetyl diphenylmethyl ether, octadecyl -4 -Ethyl-3,5-difluorenylbenzylfluorenyl acetate, tridecyl-4-hydroxy-3,5-di-tert-butylphenylfluorenylmercaptoacetate, tris (3,5-di-third-butyl-4 · hydroxybenzyl) amine, bis (4-third-butyl-3-hydroxy-2,6-dimethylbenzyl) dithioterephthalide Acid esters, bis (3,5-di-third-butyl-4-hydroxyphenylfluorenyl) sulfide, isooctyl 3,5-mono-di-dibutyl-4-mercaptophenylfluorenylacetic acid g will. 8 · -Methylbenzyl malonate: bis (octadecyl) 2,2-bis (3,5-di-third-butyl-2-hydroxyphenylfluorenyl) malonate Ester, bis (octadecyl) 2- (3-tert-butyl-4-hydroxy-5-fluorenylphenylfluorenyl) malonate, bis (dodecylmethylethyl) 2,2 -Bis (3,5 · di-third-butyl-4-hydroxybenzylmethyl) malonate, 'Di- [4- (1,1,3,3-tetramethylbutyl) phenyl] 2,2-bis (3,5-di-third-butyl-4-hydroxybenzyl) malonate. 9 · Methyl aromatic compounds ·· 1,3,5-tris (3,5-di-tert-butyl 20 200413285 yl-4-hydroxybenzyl) · 2,4,6_trimethylbenzene, L4 • Bis (3,5 • di · tertiarybutyl-4-hydroxybenzyl) _2,3,5,6-tetrafluorenylbenzene, 2,4,6-tris (3,5-di-second Butyl-4-hydroxybenzyl) phenol. Azine H house-:-2,4-bisoctylweiyl-6- (3,5-di-tertiarybutyl · 4rothe basic amine group) -1,3,5-difluorene, 2-octyl Ylweiyl_4,6-bis (3 5-di-second-butyl-4-hydroxyaniline)-^ 5-triazine, octylmercapto-4,6 • bis (3,5-bis- Third butyl_4 · hydroxyphenoxy) -1,3,5 · triazine, 2,4,6_tri (3,5_di-third-butyl-4-hydroxyphenoxy) -i , 2,3-triazine, 1,3,5-tris (3,5_di-tertiarybutyl-4-merylphenylfluorenyl) isocyanurate, ι, 3,5 · tris (4 -Third butyl_3_acyl-2,6_-methylbenzylidene) isocyanurate, 2,4,6-tris (3 5-di_second butyl-4-ylbenzyl (Ethyl) -1,3,5-triazine, 1,3,5-tris (3,5-di-third-butyl-4-hydroxyphenylpropanyl) hexahydro-υ,% triazine, 153,5_tri (35_dicyclohexyl-4-merylbenzyl) isocyanurate. 11 · 醯 _U anilide: such as 4-hydroxylaurylidanilide, 4-meryl stearyl pentanilide, v_ (3,5-di-third-butyl-4-hydroxyphenyl) amino octanoate ester. 12. β-(3 ^ 5-mono-di-dibutane-4-via phenylbenzyl) propanoic acid and mono- or ketone _ @ formed by the purpose, such as and methanol, ethanol, η-octanol, Isooctyl alcohol, stearyl alcohol '1,6-hexanediol, 1,9-nonanediol, ethylene glycol, 1,2-propanediol, neopentyl glycol, thiodiol Ethylene Glycol, Diethylene Glycol, Triethylene Glycol, Pentaerythritol 'Di (Ethylethyl) Isocyanurate, N, N'-Bis (Ethyl Ethyl) Ethylene Diamine Diamine, 3-thiadeca Monool, 3-pentadecanyl alcohol, trimethylhexanediol, trimethylolpropane, 4-hydroxymethyl-1 · phosphorus 2,6,7-trioxabicyclo · [2.2.2] octane . 21 200413285 13 · β- (5-Third-butyl-4-Ethyl-3-Amidino-mosyl) propionic acid and mono- or poly-alcohols, such as with methanol, ethanol, η-octanol , Octanol, iso-octanol, stearyl alcohol, 1,6-hexanediol, 1,9-nonanediol, ethylene glycol, 1,2-propanediol, neopentyl glycol, sulfur Diethylene glycol, diethylene glycol, triethylene glycol, pentaerythritol, tris (hydroxyethyl) isocyanurate, bis (hydroxyethyl) ethylenediamine diamine, 3-warm undecanol, 3 • Pentadecyl alcohol, trimethyl-hexanediol, dimethanol propylene, 4-mercaptomethyl-1-carboxan-2,6,7-trioxabicyclo [2.2.2] octane. 14. β- (3,5-dicyclohexyl-4 -hydroxybenzene) propionic acid and mono- or poly-alcohols, such as the alcohols according to 13. Esters of di · tertiary butyl-4-hydroxyjasmonic acid and hydrazone or polyhydric alcohols, such as and the alcohols according to 13. Amines of 1 ^ · β- (3,5 · di-third-butyl-4-hydroxyl-yl) propanoic acid, such as N, N · -bis (3,5-di-third-butyl-4- Hydroxyphenylpropanyl) hexamethylenediamine, Ν, Ν1-bis (3,5-di · tertiarybutyl-4-hydroxyphenylpropanyl) propanediamine, N, N, _bis (3, 5_- -di-dibutyl- 4-phenylphenylpropionyl)). Amine antioxidants isopropyl-ρ-phenylenediamine, N, N'-di-second butyl-ρ-phenylenediamine, N, N, -bis (1,4-difluorenylpentyl) _ P-phenylenediamine, N, N, -bis (buethyl-3-methylphenyl) phenylenediamine, N, N, -bis (1 • methylheptyl p-phenylenediamine, ν, ν'_ Dicyclohexyl_ρ_phenylenediamine, Ν, Ν, diphenylphenylenediamine, ν, ν, bis (2-nyl) -ρ-phenylenediamine, N-isopropyl_N, benzene T-phenylenediamine, N · (1,3_monofluorenylbutyl) -N, -phenyl-p-phenylenediamine, N_ (leimethylheptyl) -N, phenyl_p- 22 200413285 January female 'hexyl-N'-phenyl-p-phenylenediamine' 4- (p-fluorenylamino) -diphenylamine, N, N, -dimethyl-N, N'-di · Second butyl-P-phenylenediamine, diphenylamine, N-allyl diphenylamine, 4-isopropoxydiphenylamine, N-phenyl-1-naphthylamine, N- (4-third octyl Phenyl)-Naphthylamine, N-phenyl Aminophenol, 4-nonylaminoaminophenol, 4-dodecylaminoaminophenol, 4-octadecylaminoaminophenol, di (4- Oxyphenyl) amine, 2,6-di-third-butyl-4-dimethylaminomethylphenol, 2,4'-diaminodiphenylmethane, 4,4, -diamino Diphenylmethane, N, N, N ', N * -tetramethyl-4,4'_diaminodiphenylmethane, 1,2-bis [(2-fluorenylphenyl) amino] ethyl Alkane, 1,2-bis (phenylamino) propane, (0-tolyl) -biguanidine, bis [4- (1 ', 3'-diamidinobutyl) phenyl] amine, third octyl N-phenyl-1-naphthylamine, a mixture of mono- and di-alkylated third butyl / third octyl-monophenylamine, a mixture of mono and di-alkylated nonyl diphenylamine, Mixtures of mono- and dialkylated dodecyldiphenylamines, mixtures of mono- and dialkylated isopropyl- / isohexyldiphenylamines, mono- and dialkylated tertiary butyldiphenyl Mixtures of amines, 2,3-dihydro-3,3-difluorenyl-4H-1,4-benzo_azine, phenothiazine, mono- and dialkylated third butyl / third octylphene Thiazenium, mono- and dialkylated third octylphenothiazine, N-allylphenothiazone, N, N, N ', N' · tetraphenyl-1,4-diaminobutane-2 -Dilute, N, N-bis (2,2,6,6-tetrafluorenyl-n-pyridinium_heart-based-hexyl Amine, bis (2,2,6,6-tetramethylpiperidinyl) sebacate, 2,2,6,6-tetramethylmeridin-4 · one, 2,2,6,6_ Tetramethylmeridinol. Further antioxidants ascorbic acid (vitamin C), aliphatic or aromatic phosphites, thio 23 200413285 esters of dipropionic acid or thiodiacetic acid, or dithiocarbamic acid or disulfide Substituted salts of 2,4,2,1,2,1,2 -tetramethyl-5,9 -diacryl · 3,7,1 1 -trithiatridecane, and 2,2, 15,15-tetramethyl-5,12-dihydroxy-3,7,14, tetrathiahexadecane. Metal deactivators, such as copper. _ Benzotriazole and its derivatives: 2-M-based benzotrifluorene, 2,5-difluorene, basic bis-sigma, 4- or 5-benzoylbenzotrifluorene (for example, nodyltrivole) And its derivatives, 4,5,6,7-tetrahydrobenzotriazole, 5,5, -methylenebisbenzotriazole; Mannich of benzotriazole or benzyltriazole ·, Such as [di (2-ethylhexyl) aminomethyl] benzyltriazole and 丨 _ [di (2-ethylhexyl) aminomethyl] Benzodiazole, alkoxyalkylbenzyl Benzotriazole, such as _ (nonyloxymethyl) benzotriazole, 1- (1-butoxyethyl) benzotriazole, and 丨 cyclohexyloxybutyl) T σ sit. And its derivatives: 3-alkyl- (or arylju, cardiotriazole, 1,2,4-triazole Mannich bases, such as [di (2-ethylhexyl) Fluorenyl] -1,2,4-triazole; alkoxyalkyl-fluorenyl, 2,4-triazole, such as ι_ (bubutoxyethyl) -1,2,4-triazole; fluorenyl 3-Amino-1,2,4-triazole.: 4,4'-Amidylene bis (2-undecylfluorenylimidazolyl), bis [(N-fluorenyl) amidazole] Methanol-octyl ether. ~-% Chemical compound: 2-unicylbenzophthalone, 2,5-diweikyl, '4 pupil, 2,5_- benzoylbenzophenone and its derivatives; 3,5 · bis [bis (2-ethylhexyl) aminofluorenyl] -1,3,4-thiadiazo-2-one. Forkyl-propanediamine, salicylaminoguanidine and its salts 200413285 Anti-recording machine acids, their esters, metal salts, amine salts and anhydrides: alkyl- and alkenyl-succinic acids and some of their esters with alcohols, glycols or hydroxycarboxylic acids, alkyl-and Alkenyl-succinic acid partial amines, 4-nonylphenoxyacetic acid, alkoxy- and alkoxyethoxycarboxylic acids such as dodecyloxyacetic acid, dodecyloxy ( Ethoxy) acetic acid and its amine salts, and N-oleyl-sarcosine Sorbitol oleic acid oleate, lead naphthenate, alkenyl succinic anhydride, such as dodecyl succinic anhydride, 2- (2-carboxyethyl) -1-dodecyl-3-methylpropane Triols and their salts, especially sodium and triethanolamine salts. 25 200413285, derivatives of 2-fluorenylbenzothiazole, such as -bis (2-ethylhexyl) aminomethyl] -2-mercapto- 1Η-1,3-benzothiazole, 2,5-dimercapto-1,3,4-thiadiazo derivative, such as 2,5-bis (third nonyldithio) -1,3 , 4-thiodiazonium hydrazone. Friction coefficient reducing agent lard, oleic acid, fatty oil, vegetable oil, sulfated fat, amines. Other examples are shown in EP-A-0 565 487. Further additives 1. Viscosity index Modifiers: polyacrylate, polyfluorenyl acrylate, vinylpyrrolidone / methacrylate copolymer, polyvinylpyrrolidone, polybutene, olefin copolymer, styrene / acrylate copolymer, polyether. 2. Pour point depressants: poly (fluorenyl) acrylate, ethylene / ethylene acetate copolymer, alkyl polystyrene, fumarate copolymer, alkylated naphthalene derivatives. 3. Dispersant / Interfacial Activity Agents • Polybutylene succinates or amines, polybutenyl phosphate derivatives, basic magnesium sulfate, calcium, barium and phenols. Special additives for water / oil working fluids and hydraulic fluids I: ..... milk .. also agent: petroleum sulfonic acid, amines, such as polyoxyethylated fatty amine nonionic surface-active substances; 2. buffering agent: alkanolamine; 3. biocide: three Azine, thiazole, ketone, tri-nitropane, morpholine 26 200413285 5 sodium pyridenethiol;: calcium sulfate and barium sulfate. The aforementioned ingredients are added to the compound ⑴ or a mixture thereof and additives as needed by a known mixing method to make a so-called additive package, which is diluted as needed to a "dose" shrinkage. The composition can make the concentrate :: liquid without further addition & b) or the addition of a solvent.-The present invention relates to a concentrate comprising R, R, R γ Β in a (I), 1 To ^, a pseudonym

/, Medium R, R2 ’r3, 乂 and Υ are additives as defined, and b) base oil of lubricating viscosity. Rather, the present invention relates to an improved lubricant for use, which comprises adding to the lubricant a composition containing at least one compound (i.e., Ri, I, r method, where Y is as defined). 1 2 ′ R3 ′ X and the following examples illustrate embodiments of the present invention. M · P ·: dazzle point;

With temperature. C represents; drying in vacuum (100 ° C, hours (s); min: minutes; about 0. 05 mbar) Synthesis Example Example 1 Amidoamine ^ 27 200413285 n-octadecyl-NH2

-Positive-eighteen pit foundation

u At 60 ° C, within 14 minutes, 14 "g (0.110 mol) of n-butyl acrylate was added dropwise to 28.4 g (0.18 mol) of n-octadecylamine 'i The clear reaction mixture was searched and stirred at 1GG ° C for 2 hours; the crude product was cooled to 100 ml of hexane, filtered, and washed twice with 50 ml of water. The organic phase was concentrated by evaporation in a rotary evaporator, and the residue was dried in vacuo to obtain 40.0 g of a clear, colorless medium viscosity oil. 1.2 3.1 g (0.030 mol) of succinic anhydride was added to η g (0.030 mol) of the obtained intermediate product, and the clear reaction solution was stirred at 1000 cC for 1 hour. The cooled crude product was dissolved in 100 ml of hexane, filtered, and washed twice with 40 ml of water. The hexane solution was concentrated by evaporation on a rotary evaporator, and the residue was dried in vacuo to obtain 13.7 g of a clear, yellow oil with crystals that were non-flowing (92% of theory). Μ · ρ ·: 50-52 ° C; Elemental analysis: 70.24% C (calc · 69.98), 10.91% H (calc · 11.14), 2.80% N (calc. 2.81). Example 2 N- (3-n-butoxypropyl)-(2-n-dodecyloxycarbonylethyl) -acetic acid monoamine 28 2UU41J285 3- (n-butoxy) -Propyl-NH2 +

〇- (n-dodecyl 3 · (n-butyl-.propyl ^^^ Η 〇 · (n-fluorenyldialkyl) 3 · (n-butoxy) -propyl, ν

〇 · {n-dodecyl). 0 2 ″ In 20 minutes, 26.7 g (0.10 mole) of acrylic n-dodecyl vinegar was added dropwise to 13.3 g (〇1⑼mol) of 3 butoxyl The reaction mixture was stirred at 100 C for 2 hours; the cooled crude product was dissolved in a vacuum and dried to obtain 37.0 g of a clear, colorless, low viscosity oil. 2,2 44.2 g (0.040 mol) of succinic anhydride was added to 14.9 g (0.040 mol) of the obtained intermediate product, and the reaction solution was stirred for 2 hours. The cooled crude product bath was burned at 100 liters, filtered, and washed twice with 30 ml of water. The hexane solution was concentrated by evaporation on a rotary evaporator, and the remaining product was dried in vacuo to obtain 18.0 g of a clear yellow medium viscosity oil (95% of theory). nD2G 1.4670; elemental analysis 66.85% C (calc 66.21) 10.54% H (calc. 10.47) ^ 2.72% N (calc. 2.97) 0 Example 3 K2-Morylcarbonylethyl n-eighteen Alkyl sulfide soap 29 200413285

3.1 At 60 ° C, add 5.8 g (0.040 mol) of 4-propanyl, dropwise within 108 miles and 1 mile, 里 Λ · 7 g (0.040 mol) ) In oleylamine (Armeen®0) and seeded at 1000c * reaction mixture for 1 day, after cooling the crude product to dry in vacuum, "" another 16.0 grams of clear, light yellow medium viscosity oil ^ 3.2 Add 4.1 grams (0.040 mol) of succinic anhydride to 16 grams (400 mol) of the obtained intermediate product, and place the reaction solution at ⑽.c! H. Use 200 The crude product was shaken by shaking with a milliliter of brine (saturated). The mesophase in the two phases was washed three times with 30 ml of brine each time and dissolved in 100 ml of toluene, filtered, and Concentrated in a rotary evaporator via flare-up effect and dried the remaining product in vacuo to obtain 5.6 g (77% of theory) of a clear yellow oil which became cloudy upon cooling. Elemental analysis: 68.24% C (calc. 68.47), 10.23% H (calc. 10.30), 5.34% N (calc. 5.51). Example 4 The following compound (I) can be prepared similarly to Examples 1-3: 30 200413285

Ex. Ri X Yield [3 Theory] Appearance Analysis [Calculated] 4.1 Oil-C (= 0) -0- (n-butyl) 99 Clear, light yellow medium viscous oil nD20 1.4761 70.79% C ( 70.26) 10.58% Η (10.78) 2.82% Ν (2.83) 4.2 Oil-C (= 0) -0-methyl93 Clear, yellow viscous oil nD20 1.4804 69.97% C (70.08) 10.40% Η (10.44) 3.10% Ν (3.10) 4.3 Oil-C (= 0) -0 (CH2) 2-0-ethyl 96 Clear, yellow medium viscous oil nD20 1.4768 69.02% C (68.07) 10.50% Η (10.44) 2.77 % Ν (2.74) 4.4 Oil-c (= o) -o- (isobutyl) 77 Clear, yellow medium viscous oil nD20 1.4748 70.04% C (70.26) 10.76% Η (10.78) 2.80% Ν (2.83 ) 4.5 Ole-c (= o) -o-ethyl 69 Clear, yellow, medium-viscosity oil nD20 1.4769 68.85% C (69.34) 10.50% Europium (10.56) 2.97% Ν (2.99) 4.6 Isotridecyl -c (= o) -o- (n-butyl) 90 Clear, light yellow, medium-viscosity oil nD20 1.4711 67.56% C (67.41) 10.59% Η (10.61) 3.35% Ν (3.28) 4.7 Isotriazine -C (= o) -o- (isobutyl) 87 Clear, light yellow viscous oil nD20 1.4709 67.63% C (67.41) 10.66% Thallium (10.61) 31 200413285 3.36% N (3.28) 4.8 n-butyl-c0 = o) -o-oleyl 95 clear, yellow medium viscous oil nD20 1.4752 70.80% C (70.26) 10.79% Η (10.78 ) 2.56% Ν (2.83) 4.9 η-dodecyl-c (= o) -o-ethyl 82 Clear, pale yellow medium viscous oil nD20 1.4706 65.78% C (65.42) 10.39% Η (10.20) 3.72 % N (3.63) 4.10 oleyl nitrile 87 clear, pale yellow medium viscous oil nD20 1.4783 72.13% C (71.39) 10.73% H (10.54) 6.23% N (6.66) 4.11 n-octyl-c (= o) -o-Oil-based 97 Clear, yellow oil nD20 1.4745 72.04% C (71.69) 11.05% H (11.30) 2.41% N (2.53) 4.12 Oil-C (= 0) _0- (CH2) 2〇H 59 Clear Light yellow viscous oil nD20 1.4855 66.92% C (67.05) 9.99% H (10.21) 2.86% N (2.90) 4.13 Oil-based (c (= o) -nh2 82) Clear, yellow viscous oil nD20 1.4745 68.10% C (68.45) 10.44% H (10.57) 6.26% N (6.39)

Table l (continued)

Ex. Ri X Yield p theory] Appearance analysis [found (calculated)] 4.14 Cocoamine (C12 mix) -C (= 0) -0- (n-butyl) 87 Clear, pale yellow viscosity Oil nD20 1.4701 67.68% C (67.73) 10.50% Η (10.18) 3.31% Ν (3.29) 4.15 n-butoxy-propyl-C (= 0) -0-oil-based 97 clear, yellow medium viscosity oil nD20 1.4744 69.75% C (69.40) 10.66% Η (10.74) 32 200413285 2.40% N (2.53) 4.16 C8-C1 () alkyl-o (ch2) 3 • C (-0) -0- (n-butyl ) 95 Clear, yellow medium viscous oil nD20 1.4680 63.72% C 10.00% Η 3.19% Ν 4.17 Isodecyl-o (ch2) 3 -C (= 0) -0- (n-butyl) 96 clear , Yellow medium viscous oil nD20 1.4699 64.75% C (64.98) 10.11% Η (10.22) 3.14% Ν (3.16) 4.18 2-ethylhexyl-C (= 0) -0- (n-dodecyl) 96 Clear, light yellow medium viscous oil nD20 1.4684 69.60% C (69.04) 10.69%% (10.94) 2.67% Ν (2.98) 4.19 oxypropyl-C (= 0) -0- (positive- Dodecyl) 98 wax-like solid 64.99% C (64.31) 10.14% rhenium (10.09) 2.91% Ν (3.26) 4.20 cvq. Alkyl 〇 (ch2) 3 Nitrile 97 Clear, yellow medium viscous oil nD20 1.4731 63.62% C (64.38) 9.61% Η (9.67) 7.69% Ν (7.90) 4.21 Phenyl-C (= 0) -0 · (N-dodecyl) 97 wax-like solid 70.02% C (69.77) 8.99% osmium (9.23) 3.10% N (3 · 13) 4.22 oil-C (= 0) -0-cyclohexyl 98 clear , Yellow medium viscous oil nD20 1.4864 71,35% C (71,36) 10,12% Η (10.62) 2,72% Ν (2.68) 4.23 oil-c (= o) -o- (ch2) 2-o-phenyl 98 Clear, yellow medium viscous oil nD20 1.5025 71.20% C (70.81) 9.57% Η (9.54) 2.43% Ν (2.50) 4.24 Oil-C (= 0) -0- (CH2) 9-0-methyl 94 Clear, yellow medium viscous oil nD20 1.4791 67.82% C (67.43) 10.26% Η (10.51) 2.85% Ν (2.81) 4.25 Oil-C (= 0) -0- (CH2) 2-0- (ch2) 2-0-ethyl 94 Clear, yellow medium viscous oil nD20 1.4771 66.55% C (67.54) 10.55% Η (10.34) 2.51% Ν (2.52) 4.26 benzyl-c (= 〇H) -Dodecyl 98 slightly yellow wax-like solid 33 200413285 Table 1 (continued) 4.27 2-ethylhexyl-C (= 0) -0-dodecyl 96 Clear, yellow medium viscous oil nD20 1.4684 69.60% C (69.04) 10.69 % Η (10.94) 2.67% Ν (2.98) 4.28 η-butyl-C (= 0) -0 small decyl 91 Clear, yellow medium viscous oil nD20 1.4708 65.24% C (65.42) 10.20% Η (10.20) 3.43% Ν (3.63) 4.29 fluorenyl-〇- (CH2) 3 -c (= o) -o-dodecyl 99 slightly yellow wax-like solid 64.99% C (64.31) 10.14% fluorene (10.09) 2.91% Ν (3.26) 4.30 Ethyl-0- (CH2) 3 -c (= o) -o-dodecyl 95 Clear, yellow, medium-viscosity oil nD20 1.4681 65.25% C (64.98) 10.28% Η (10.22) 2.85 % Ν (3.16) 4.31 Ethyl-0_ (ch2) 3 -c (= o) -o Oil base 95 Clear, slightly yellow medium viscous oil nD20 1.4755 69.09% C (68.53) 10.76% Η (10.54) 2.57% Ν (2.66) 4.32 i-propyl-0- (ch2) 3 -C (= 0) -0-oil-based 96 clear, yellow medium-viscosity oil nD20 1.4741 68.19% C (68.98) 10.09% 64 (10.64) 2.55% Ν (2.59) 4.33 i-decyl-O · (CH2) 3 -C (= 0) -0-n-butyl 96 Clear, yellow medium viscous oil nD20 1.4699 64.75% C (64.98) 10.11% Η (10.22) 3.14% Ν (3.16) 4.34 decyl (CH2) 3 -C (= 0) -0 small butyl 95 clear, yellow medium viscosity oil nD20 1.4696 64.87% C (64.98) 10.38% Η ( 10.22) 3.25% Ν (3.16) 4.35 Octadecyl-o- (ch2) 3 -C (= 0) -0 small butyl 96 clear, yellow medium viscous oil nD20 1.4682 66.76% C (67.30) 10.72% Η (10.69) 2.91 % Ν (2.80) 4.36 Oil-C (= 0) -N (CH2) 5 94 Clear, yellow medium viscous oil nD20 1.4985 70.76% C (71.10) 10.98%% (10.74) 5.24% Ν (5.53) Application EXAMPLES Example 5 Test of anticorrosive properties according to ASTM D 665 (two DIN 5 1 585) (industrial, circulating turbines and hydraulic oils containing active ingredients) 34 200413285 by mixing at 60 ° C for 24 hours with stirring 3 00 milliliters of formulated oil and 30 milliliters of synthetic seawater were impregnated with steel round rods. After a period of contact, the steel bar was subjected to a visual corrosion test. Each test was performed twice. The base oil formulation is a mineral oil based on specification SN vg46, which has been stabilized with antioxidants and metal deactivators. The active ingredient under test was used at a concentration of 0.1 millimoles / kg (equivalent to 0 03 _ 0 06 wt% or 300 _ 600 ppm). The results are shown in Table 2. 〇: No corrosion 1: Slight corrosion # (<6 corrosion sites with a diameter less than 1 mni) 2: Medium corrosion (<5% surface corrosion) 3: Serious corrosion (> 5% surface corrosion) Implementation Example 6 Filterability test in the presence of calcium ion 0.3 grams of distilled water and 30 ppm are good as a detergent (69% ca) were forced into 300 grams of test formulation. The mixture was homogenized in a four-blade mixer at maximum speed for 5 minutes. Emulsion at 70. (: (+/- 2.0 ° C for 96 hours and then at room temperature for another 48 hours in the dark. If precipitation is observed, stop the test. Before filtering, shake vigorously! Homogenize the test mixture. Then use compressed air at a normal pressure of 1 bar (+/- 0. 05 bar) to filter through a 0.8 μ Millipor (D filter (Aawp 04700 form)). The measurement requires filtration 50, 100, Time of 200 and 300 ml. According to the following equation (see AFNor NFE 48-691), calculate the filter index FI based on the average of two measurements. 35 200413285 FI = (t300 ml-t200 ml) / 2 (t 丨 00 Ml = t50 ml) FI = 1 means no resistance is generated in the filter. FI &lt; 2 is the requirement to pass the test. In the event of a filter being blocked, the record is made after the oil volume has been filtered for 60 minutes. Table 2 Implementation Example According to the degree of corrosion of ASTMD665 in the presence of Ca2 + Filtration Filtration Index π Base oil formula 3/3 1.25 1 1/0 2 0/0 1.20 3 0/0 1.25 4.1 0/0 1.13 4.2 0/0 1.11 4.3 0 / 0 1.05 4.4 1/1 1.05 4.5 0/1 1.1 4.6 1/0 4.7 0/0 4.8 0/0 1 .05 4.9 0/0 4.10 0/0 1.05 4.11 1/1 4.12 1/1 4.13 1/1 1.20 4.14 1/0 4.15 0/0 i

36

Claims (1)

200413285 Patent application scope: A composition comprising: a) at least one compound of the following formula, Where Ri is a substituent selected from the group consisting of: C ^ its ^ 1 ^ 22 alkylene, C._C22 alkyl group substituted by -C, via -C (= 0)-, -0-C (= q) Ge Jing -NRa_c (= 0) -interrupted C2_c22 alkyl, via -ο-, -s-, .NRa 3 -c (= 〇) _〇_ or via -C (= 0) _NRa · ( Among them, CVC interrupted by (representing hydrogen or C group): 22 alkyl, phenyl, benzyl, phenyl or 2-benzylethyl, 2-benzyloxyethyl, furfuryl, h-naphthyl, 丨- Naphthylmethyl, cyclohexylfluorenyl, and isobornyl; earth 'and the other is and R3 is hydrogen, or one of R2 and R3 is hydrogenmethyl; and a salt-forming cation; or • Z is Based on the base, it is selected from the group consisting of the following cyano groups, carboxyl groups esterified with CVC22 alkyl groups, and m-groups monohydroxylized with _C (where, _C (which 〇_ 2 ^ alkyl group) The m-based radical a • interrupted by -0 ,, -S-, -NRa ,, _0_c (which or _NRa_ (c which soil (wherein) 37 200413285 represents hydrogen or crc22 alkyl) is benzene Benzyl, benzyl, phenyl or: 1-naphthyl, 1-naphthylmethyl, C3-C22 alkyl group of butyl group, 2-benzylethyl, 2-phenoxy Ethyl, furfuryl, cyclohexyl, cyclohexylmethyl, isobornyl The esterified carboxyl group, and the aminomethylamino group of the following formulae in which Rb and Rc are each hydrogen, CrC22 alkyl or 2-hydroxyethyl, or Rb and Rc together (from 32 &lt; 8 butane , C2_C8 alkenyl, c2_c8 alkenyl, or C2-c8 alkenyl interrupted by -0- or -NRa_, C2_C8 alkenyl or CrC8 alkenyl, and \ is as previously defined; and Y is a gas ion or a salt-forming cation suitable for a lubricant composition; and b) a base oil of lubricating viscosity. 2. The composition according to item 1 of the scope of patent application, which includes a) at least one compound (j), wherein Ri is a substituent selected from the group consisting of: alkyl, C2_C22 alkyl substituted by group , Via _c (== 0)-, -〇_c (= 〇) _4 c2-c22 alkyl interrupted by -NRa-C (= 〇) _, via -〇-, -S-, _NRa- ,-(: (= 〇) -〇- or -Cb0) _Nu wherein Ra represents hydrogen or CrC22 alkyl) C3-C22 alkyl interrupted by phenyl, phenylfluorenyl, 1- or 2- Phenylethyl, 2-phenoxyethyl, furfuryl, 1-zeyl, naphthylmethyl, cyclohexyl, cyclohexylmethyl, and isobornyl; R2 and Han3 are hydrogen, or 112 and 113 of which One is hydrogen and the other is 38 200413285 methyl; X is a derivatized carboxyl group selected from the group consisting of: cyano 'carboxyl esterified carboxyl group, which is acetyl-c2-c22 ^ Carboxyl esterified carboxyl, carboxyl esterified by C2-C22 alkyl group interrupted by -C (= 0)-, · 〇 (= 〇) -〇_ or -C (= 〇) _NRa_, is- 〇., -S_, _NRa-, _0-C (= 0)-or -NRa- (OO)-(where Ra is hydrogen or CrCu alkyl group) interrupted by C3-C22 alkyl group Esterified carboxyl group, phenyl, benzyl, 2- or 2-phenylethyl, 2-phenoxyethyl, furfuryl, 1-naphthyl, 1-naphthylmethyl, cyclohexyl, cyclo Hexylmethyl, isobornyl carboxyl esterified carboxyl groups, and partial aminomethylamyl groups of formula (A), wherein each of Xin and Re is hydrogen, Ci-C22 alkyl or 2-hydroxyethyl, or Rb and Rc are C2-C8 alkylene, C2-C8 alkylene, c2_c8 alkylene, or C2_c8 alkylene interrupted by or -NRa-, C2_C8 alkylene or C2_C8 alkylene, and Ra is as defined before; and Y + is hydrogen ion, or salt ionization suitable for lubricant composition; and b) base oil of lubricating viscosity. 3. The composition according to item 丨 of the patent claim, which includes a) at least one compound (j), which is selected from the group consisting of C] -C22 alkyl groups, which is broken by \\ or 〇_C (= 〇) C2-C22 alkynyl, in the group consisting of VC22 alkynyl'phenyl and benzyl via -0-, .g% &lt; (= 0) -0, R2 and R3 are hydrogen; 39 200413285 X is a derivatized carboxyl group, which is selected from the group consisting of: cyano group, carboxyl group carboxylated with crC22 alkyl group, alkyl group esterified with hydroxyl group <2 {22 alkyl group, and -C ( = 0)-or -C (= 〇) -〇- Interrupted carboxyl group of c2-c22 system, interrupted by -0-, -S- or -〇-C (= 〇)- c3_c &quot; a carboxyl group of an alkyl group, and a partial amino group of formula (A) defined as a heterocyclylcarbonyl group; and y + is a hydrogen ion, ammonium, (crC4 alkyl), or (2-hydroxyethyl) ι 4 ammonium; and b) base oil of lubricating viscosity. 4. The composition according to item 1 of the scope of patent application, comprising: a) at least one compound (I), wherein Ri is selected from the group consisting of cvc22 alkyl, interrupted by -0_, phenyl and benzyl Substituents in the group consisting of; R2 and R3 are hydrogen; X is a derivatized carboxyl group selected from the group consisting of: cyano, a carboxyl group esterified with CVC22 alkyl group, _〇_ 打A carboxyl group esterified by a broken C3_Cn alkyl group, and a partial aminoformyl group of the formula (A) defined as piperidylcarbonyl, piperazinylcarbonyl or morpholinyl; and γ + is a hydrogen ion, Ammonium, (c "C4 alkylphosphonium 4 ammonium, or (2-hydroxyethyl)] _ 4 ammonium; and b) base oil of lubricating viscosity. The composition according to item 1 of the scope of patent application, which includes 200413285 a ) At least one compound (i), wherein Ri is a substituent selected from the group consisting of a K18 alkyl group, an interrupted c3_c18 alkyl group, a benzyl group, and a phenylfluorenyl group; and r3 is hydrogen; X is a carboxyl group, and Y is ammonium, (Ci_C4 alkyl) 14 ammonium, or (2-hydroxyethyl) 1-4 ammonium; or X is a carboxylic acid ester or a derived carboxyl group, which is selected from the group consisting of In the group consisting of: cyano, carboxyl esterified with CrCu alkyl, carboxyl esterified with interrupted CfCu alkyl, and codelinylaminofluorenyl; and Y + is a hydrogen ion, Ammonium, (Crc4 alkyl ammonium, or (2 ammonium; and industrial 丞 b) base oils for lubricating viscosity. Includes working fluids 6. Compositions according to item 1 of the patent claim, which b) basis for lubricating viscosity> ., It is used for hydraulic or gold grease, gear oil or engine oil. ", ... the compound H'X and Υ concentrates of the compound ⑴ are defined in the second scope of the patent scope of the patent application. -A method for improving the use properties of a lubricant-a method including adding a composition to a lubricant according to the scope of the patent application. 41 200413285 (1) Designated representative map: (1) The designated representative map in this case is: (none) map. (2) Brief description of the component representative symbols of this representative map: None 捌 If there is a chemical formula in this case, please disclose the chemical formula that can best show the characteristics of the invention 5