TW200535234A - Fuel and lubricant additive concentrates comprising at least one anthraquinone derivative as a marker - Google Patents

Abstract

The invention relates to fuel and lubricant additive concentrates which comprise at least one anthraquinone derivative as a marker, to the use of such concentrates for additizing mineral oils and also for mineral oils which comprise such concentrates.

Description

200535234 IX. Description of the invention: [Technical field to which the invention belongs] The present invention relates to a fuel containing at least one and a lubricant additive concentrate, and a mineral enquinone derivative containing the concentrate as a marker fuel. 'Add this concentrate It is a mineral oil. [Prior art] Additive concentrates are used for the addition of mineral oil (hereinafter also referred to as the package magic according to the related arts, which in addition to carrier oil and different fuel additive mixtures usually also contain dyes and, for example, also for invisible inspection Or the manufacturer distinguishes the logo and additionally contains a marking agent. These packages can be supplied from different mineral oil tanks without added mineral oil tanks, where the color and marking agent added for the company's distinctive use is only in the example of filling mineral oil to When transporting a suitable tanker truck, it is aided by its individual packaging. Markers are usually substances that are extracted from mineral oil and then converted to colored compounds by derivatization, or are visible or invisible in the spectrum (for example, NIR) Substances with absorption in the wavelength region. Markers have been proposed and found to be useful, that is, not only after derivatization, including highly differentiated compound species, such as phthalocyanine, necyanine, nickel-dithiolene complexes , Arylamines, aluminum compounds, Takikawa dyes, and azulenesquaric acid dyes (for example, WO 94/02570 A BU WO 96/1062 0 A1 patent), and diazo dyes (for example, EP 256 460 A1 patent). Anthraquinone derivatives used to color gasoline or mineral oils are described in documents US 2,611,772, US 2,068,372, EP 1 001 〇〇3 A1, and EP 1 323 8 1 1 A2 patents. Experience shows that 'many of the current marketers in mineral oil under dilution conditions 98462.doc 200535234 do not; the role of packaging ingredients is particularly condensed (for example, Matting). Stable 'but changing the eighth of the labeling agent in a very short period of time in the packaging to a very good long-term storage stability of fuel and lubricant additive concentrates, especially regarding the labeling agent present in it The stability of the role of the remaining ingredients of the concentrate 0 [Summary of the invention] Therefore, it has been found that the material mentioned in the beginning, called "1", additives, and lubricant additive concentrates (packaging) 'contains at least one onion derivative The ingredients of the packaging of the present invention are in particular a) at least one anthraquinone derivative, b) at least one carrier oil, and at least one addition selected from the group consisting of Detergents, dispersants and valve seat wear-inhibiting additive, d) if appropriate fields, and other additives the use of adjuvants amp &component;.) Special sώ · ,, τ,

DerivativesAnthraquinones of the formula I 疋 k

Formula II 98462.doc

〇 (II) 200535234

And formula III

Where Ί), 7} Ri, R2 X n, m R9, R10 R3 R4 to R8 and R are each independently hydrogen, hydroxyl, OR, NHR, or NR2, each independently R or COR, hydrogen or cyano , Nitro, hydroxy, OR, amine, NHR, R, or ch (r9) (r] 〇), each of which is 0, 1, 2, 3, or 4, and in each case where n4m is greater than 1, R or X groups can be the same or different, each independently is cyano, COOH or COOR, is hydrogen, R or NHR,

Each independently is hydrogen, R or NHR is ci-Cm alkyl, which is optionally inserted in the ether functional group through ^ to 4 oxygen atoms, (^ {^ cycloalkyl, which optionally, Multiple crC2O-alkyls (which are optionally inserted in the ether functional group with 4 to 4 oxygen atoms) are substituted, saturated heterocycle 98462.doc 200535234 five or six member groups, which are optionally-or more GC ^ -alkyl (which is optionally substituted by 1 to * oxygen atoms in the ether functional group), or C6_c] g_aryl, which is optionally substituted by -fluorene, cyano "Xiao Group, mesogen, amine group Cl-C2O-alkyl (which is optionally inserted in the ether function via a fluorene oxygen atom), Cl_Moxy, = _ alkylamino group, or Cl-C2 (r dialkylamino group Substituted, or a heteroaryl group having 3 to 12 carbon atoms, optionally via one or more alkyl groups (optionally inserted through 1 to 4 oxygen atoms in the ether functional group), Ci_c2G · alkane Oxy, Ci / t alkylamino, or Cl-c2G-dialkylamino, or aryl-CrCr alkyl, optionally with one or more halogens, cyano, nitro groups in the aryl group , Meridian, amine, Ci k (as appropriate In some cases, it is substituted in the scale functional group with 4 to 4 oxygen atoms), cvc2 (r alkoxy, Ci_C2 (r alkylamino, or C) -C20-dialkylamino, or substituted in heteroaryl Heteroaryl_Ci-C4_alkyl having 3 to 12 carbon atoms in the former, optionally via one or more Cl-C2G_alkyls (which optionally pass through 1 to 4 in the ether functional group Oxygen atom insertion), Ci-C2O-alkoxy, CVC20-alkylamino, or Ci-C2 ()-dialkylamino group. [Embodiment] Optionally, from i to 4 in the ether functional group The C1-C2O_ group with an oxygen atom inserted includes, for example, fluorenyl, ethyl, propyl, isopropyl, butyl, isobutyl 98462.doc 200535234, second-butyl, and third_butyl , Pentyl, isopentyl, neopentyl, third-pentyl, hexyl, 2-fluorenylpentyl, heptyl, heptyl, octyl, 2-ethylhexyl, isooctyl, nonyl, iso Nonyl, decyl, isodecyl, undecyl, dodecyl, tridecyl, 3,5,5,7-tetrafluorenylnonyl, isotridecyl (the above isooctyl) , Isononyl, isodecyl, and isotridecyl are commonly known and derived from carbonyl oxidation , In this regard, reference Ullmanns

Encyklopadie der technischen CJhemie, 4th edition, volume 7, pages 215 to 217, and volumes 丨 丨, pages 435 and 436), fourteen-carbon-based, fifteen-carbon-based, sixteen-carbon-based, seventeen-carbon Alkyl, octadecyl, nineteen carbon, icosyl, methoxymethyl, 2-ethylhexyloxymethyl, 2-methoxyethyl, 2-ethoxyethyl, 2- Propoxyethyl, isopropyloxyethyl, 2-butylethyl, 2- or 4-methoxyoxybutyl, 2-or diethoxybutyl,

2- or 3-methoxypropyl, 2. or 3-ethoxypropyl, 2 or% propoxypropyl, 2- or 3-butoxypropyl 1, 94 田 条 # Λ 基, 3,6,9-Sanyin eleven carbon group, 3,6,9, 3,6,9,12-four rhodium fourteen carbon group. , Cyclohexyl and cycloheptyl. These ones

Listed above. Useful Cs-Cr cycloalkyls include cyclopentyl, cycloalkyl optionally substituted by one or more, and the latter may optionally be in the ether

Saturated, heterocyclic five- or six-membered US-groups substituted with one or more c ^ 98462.doc 200535234 groups inserted with 1 to 4 oxygen atoms, as appropriate, derived from, for example, pyrrolidine, 2-, or formazan Methylpyrrolidine, 2, 'dimethylmet-3-ethylpyrrolidine, oxazolidine, 2-, 3_, 4 ... or 5methyloxazolidine, imidazolidine, 2-, 3-, 4-, Or 5-fluorenimidazolidine, p-oxazole, 2 ... (戋 5 methyloxazosin, isoxazosin, 3_, 4_ or 5_methylisoxazine, piperidine, 2-, 3 -Or 4-methyl or ethyl piperidine, 2,6-dimethyl piperidine, piperinyl) piperine (such as 4-methyl or 4-ethyl piperidine), morpholine, thiomorpholine , Or Morin S, S-oxide. … In the OR, NHR, and NR2 groups in the definition of variable Z1 and / or Z2, in the OR and NHR groups in the definition of variable X, in the c〇R group in the definition of R9 and Ri〇, And when the Chinese in the NHR group in the definition of R4 to R8 corresponds to a suitable (optionally substituted) saturated, heterocyclic five- or six-membered group, it is bonded to the carbon atom of the heterocyclic five- or six-membered ring to The specific heteroatom of the group. It also applies when the scales in the definitions of variables R1 and R2 and the definition of variable R3 individually correspond to appropriate (optionally substituted) saturated, heterocyclic five- or six-membered groups. In other cases, the bonding may be through a carbon atom or heteroatom of the heterocyclic five- or six-membered ring suitable for bonding. C6-C1Q-aryl includes, in particular, phenyl and naphthyl. It optionally passes one or more i elements (such as fluorine, gas, or molybdenum), cyano, nitro, hydroxyl, amine, C1_C20_ alkyl (optionally via ether functional groups to 4 oxygen CVC, alkoxy group, Cl-C2.-Alkylamino group, or Ci_C2 "dialkylamino group substitution. CrCM alkyl group inserted through i to 4 oxygen atoms in the ether functional group, as appropriate, And the h-Ct alkyl group present in Cl_c2O_co-oxyl, Ci_C2G_alkylamino, or q-C2.-dialkylamino groups have been listed above as examples. 98462.doc • 11-200535234 as the case may be Alkoxyalkylamino, SC ^ -C2.-dialkylamino substituted with one or more Cl-C2Q_alkyl (which is optionally inserted in the ether functional group by 1 to 4 oxygen atoms) Heteroaryl groups of 3 to 12 carbon atoms are derived from, for example, pyrrole, furan, thiophene, pyrazole, isoxazole, isothiazole, imidazole, triazole, 1Η · ΐ52,4-triazole, pyridine, pyridine; Didagen '1'-benzothiazepine, 2'-benzothiazepine, pyrazol, thiazole, hydrazine, and benzene or diphenyl fusion ring, such as quinoline, isoquinoline, indole, benzo [b] furan (humulone , Benzo [b] thiophene (thienindene), carbazole, dibenzofuran, dibenzothiophene, 1Η · azole, indazole, benzo [d] isothiazole, phenylimine acid, benzene Sialane, benzopyrene, benzopyrene, oxolin, phthaloline, oxazoline, quinoline, or morphine. Optionally, Ci_C2〇_burned with 1 to 4 oxygen atoms in the ether functional group The substituents have been specified above as examples. In the OR, NHR, and NR2 groups in the definition of variable Z1 and / or Z2, in the OR and NHR groups in the definition of variable X, and in the definition of R ^ Rl0 group. Base: In the case of the variable R3 and R4 to Yoshizumi's naval base, a heterocyclic group that should be appropriate (substituted depending on the month), it is a specific group bonded to the base via a heterocyclic carbon atom Heteroatom. It also applies when the variable ... and / or R in the definition and in the definition of variable rule 3 corresponds to the appropriate "(optionally substituted)" base. In other cases, this bond can be Carbon atoms or heteroatoms suitable for bonding of aryl groups. / See U.S.A. through one or more halogen, cyano, nitro, hydroxyl, female C1-Ct alkyl groups (optionally In ether Energetic radicals to four oxygen atoms 98462.doc -12-200535234 insertion), oxygen, C ^ -Czg-alkylamine, or dioxamine substituted C6-C1 (raryl-C1- C4-alkyl includes, in particular, benzyl, phenethyl, 3-phenylpropyl, and 4-phenylbutyl. Where appropriate, in the ether functional group, 1 to 4 oxygen atoms are inserted. The alkyl group and the Ci_C2O-alkyl group present in (^ < 20-alkyloxy group, CVC2 (r alkylamino group, or Cl-C20_dialkylamino group) have been listed above as examples. Heteroaryl-Ci_c4-alkyl having 3 to 12 carbon atoms in heteroaryl, the former via one or more C ^ C ^ o-alkyl (which optionally passes J to 4 in the ether functional group Oxygen atoms inserted), Cl-C2G_alkoxy, Ci-C2G_alkylamino, or dialkoxy substitution, derived from, for example, the heteroaryl groups specified above, which are suitable for heteroaryl groups Bonded carbon atom or heteroatom is bonded to Ci_c ^ alkyl, optionally C is inserted in the scale functional group through 1 to 4 oxygen atoms] -C2O-alkyl, and is present in alkylene Ci-C20-alkyl groups in oxy, Ci-Ci alkylamino, or Cl-C ^ -dialkylamino groups have been listed above as examples. The preferred fuel and lubricant additive concentrates of the present invention include enz Kun less than the organism of formula z 111, where Z, Z2 are each independently hydrogen or NHR, R, R2 are each independently R, and χ is hydrogen and cyano Or CH (R9) (R10), 1 is 0, 1, 2, 3, or 4, and when 11 or 01 is greater than 1, the 1 or X groups are the same or different, and R and R1G are each independently a cyano group Or COOR, ο 3 is hydrogen, R or NHR, and R to R are hydrogen or NHR, 98462.doc 200535234

NHR is Ci Ci 5-pentyl, which is optionally inserted at the-oxygen atom, cyclohexyl, which is optionally ^ or more Ci-Cir alkyl (which is optionally in the ether functional group via 1 to 4 oxygen atoms inserted) substituted, saturated heterocyclic five- or six-membered groups, optionally via one or more Ci_Ci5_ alkyl groups (which, if appropriate, are inserted through 1 to 4 oxygen atoms in the ether functional group) Substituted, or C6_C1 (r aryl, optionally via one or more Cl-c] 5-alkyls (which are optionally inserted through 1 to 4 oxygen atoms in the ether functional group), Ci-C 〖5_Alkoxy, Ci_Ci5_ alkylamino, or c ^ c] 5-dialkylamino substituted, or a heteroaryl group having 3 to 5 carbon atoms, optionally with one or more C ^ C! 5-alkyl (optionally inserted to 4 oxygen atoms in the ether functional group), Ci_Ci5 · alkoxy, KM · alkylamino, or CrC] 5-dialkylamine substituted, or Is phenyl_A-C4-codyl, optionally via one or more c ^ c] 5-alkyl groups in the phenyl group (which is optionally inserted via i to 4 oxygen atoms in the ether functional group) ), Ci_Ci5-alkoxy, c ^ Civ alkylamino, or dialkylamino, To be a heteroarylalkyl group having 3 to 5 carbon atoms in the heteroaryl group, the former optionally passes one or more Cis Cis alkyl groups (which optionally passes 1 to 4 in the ether functional group). An oxygen atom is inserted), -alkyloxy, C] -Ci5-alkylamino group, or 98462.doc-14-200535234 dialkylamino group substitution, and the preferred R group is listed in the above exemplified table. Formula I The 醍 α derivative is specifically the following formula to the If compound ...

The ruler is heart-heart 5-alkyl, which optionally passes through 4 to 2 oxygen atoms in the ether functional group.

And C6-c1G-aryl, which are optionally substituted with one or more Ci_c ^ _ alkyl groups (which are optionally inserted in the ether functional group with 1-4 oxygen atoms).

In the definition of Ci_Ci5_ alkyl, which is optionally inserted in the ether functional group through four to four oxygen atoms, the variable R is preferably selected from the group consisting of methyl, ethyl, propyl, isopropyl Base, butyl, isobutyl, second butyl, third butyl, pentyl, isopentyl, neopentyl, third pentyl, hexyl, 2-methylpentyl, heptyl, Hept-3-yl, octyl, 2-ethylhexyl, isooctyl, nonyl, isononyl, decyl, isodecyl, ten-carbon, dodecyl, tridecyl, 3, 5,5,7-tetramethylnonyl, isotridecyl, tetradecyl, pentadecyl, methoxymethyl, 2-ethylhexyloxymethyl, methoxyethyl, Ethoxyethyl, 2-propoxyethyl, 2-isopropoxyethyl, 2-butylethyl, 2- and 3-methoxypropyl, 2 and 3-isopropyloxy , 2 • and 3 • propoxypropyl, 98462.doc -15- 200535234 2- and 3-butoxypropyl, n4 butyl, 2- and 4-ethoxybutyl, 2- and 4 -Propoxybutyl, 2-hydroxy-l-butylyl, 3,6-difluorheptyl, 3,6-diahyl, 4H nonyl, 3,7 · diahyl, 3,7 〇f nonyl, 4,7-τ octyl 4,7-II slogan nonyl, 4,8-Nisaki decyl, 3,6,8_Misaki decyl 3,6,9-diπ undecyl, 3,6,9,12_tetra ^ Thirteen carbon groups, and 3,6,9,12-four p fourteen carbon groups. 'Variable in the definition of C6_C1❶-aryl, optionally substituted with one or more rh-Ci-Ci5_alkyl (which is optionally inserted in the ether base with 1 to 4 oxygen atoms) R is preferably selected from the group consisting of: unsubstituted phenyl, 2_, 3- and 4-monosubstituted, 2 3-,? 4 你 ι 5 K and 3,4_ disubstituted, and 2,3,4-, 2,3,5-,, 5, 2,4,6 ... and 3,4,5-trisubstituted phenyl, which are In the case, the fluorene functional group is substituted with 1 to 4 oxygen atoms and has been listed as the C1-C1-5-alkyl group substituted as an example above. The specific radicals in the compounds of the formulae la to Ie are preferably the same.

• x2 (He) (Ha) In the formula to the mountain, each of the variables R, Rl, and R2 is independently a Cl-C group, which is optionally inserted through a functional group through 1 to 4 oxygen atoms, and C6_Cl. · Aryl 'which is optionally substituted by-or more CA5 {groups (which are optionally inserted in the scale functional group by 1 to 4 oxygen atoms). X in the formulae Ila to lie are two hydrogen atoms of the enquinone structure, or two cyano groups in the row 98462.doc -16- 200535234, or two identical chs in a 2,3- or 6,7-arrangement (r9) (rI0). The last two ch (R9) (ri.) Groups are two ch (c〇〇r) 2, CH (CN) COOR ^ CH (CN) 2 ^, and optionally 1 to 4 in the ether functional group. An oxygen atom is inserted, and a c6_Ct aryl group is optionally substituted with a ^ -alkyl 5-alkyl group (which is optionally inserted in the ether functional group 7 with 1 to 4 oxygen atoms). In the definition of an alkyl group optionally inserted through one to four oxygen atoms in the ether functional group, the variables R, R1 and R2 are preferably selected from the group consisting of methyl, ethyl, propyl, Isopropyl, butyl, isobutyl, second-butyl first-butyl, pentyl, isopentyl, neopentyl, third pentyl, hexyl, 2-methylpentyl, heptyl, Heptyl, octyl, 2-ethylhexyl, isooctyl, nonyl, isononyl, decyl, isodecyl, undecyl, dodecyl, tridecyl, 3, 5,5,7-tetramethylnonyl, isotridecyl, tetradecyl, pentadecyl, methoxymethyl, 2-ethylhexyloxymethyl, methoxyethyl, 2-ethoxyethyl, 2-propoxyethyl, 2-isopropoxyethyl, 2-butylethyl, 2- and 3-methoxypropyl, 2- and ethoxypropyl Group, 2- and 3-propoxypropyl, 2- and 3-butoxypropyl, 2- and 4-methoxybutyl, 2- and 'ethoxybutyl, 2- and 4- Propoxybutyl, 2- and 4-butoxybutyl, 3,6-difluorenylheptyl, 3,6-dioctyloctyl, 4,8-difluorenylnonyl, 3,7-dioxoctyl Base, 3,7 one-one nonyl, 4,7-dioxanyl, 4,7 • Dipyridinyl nonyl, 4,8-dipyridinyl decyl, 3,6,8 monohexadecyl, 3,6,9-three slogans undecyl carbon, 3,6,9,12-four slogans thirteen Carbon-based, and 3,6,9,12-tetrakistridecyl. In the case of U, the definition of C6-C1G-aryl, which is substituted by two or more C i _ C15 -alkyl radicals (which are optionally inserted in the alkyl radical by 1 to 4 oxygen atoms) 98462. In doc 200535234, the variables R, R] and R2 are preferably selected from the group consisting of unsubstituted phenyl, 2-, 3- and 4-monosubstituted, 2,3_, 254_ and 3, 'disubstituted , And 2,3,4_, 2'3'5-, 2,3,6-, 2,4,5-, 2,4,6-, and 3,4,5-trisubstituted phenyl, which are CrCi5-alkyl substitution, as appropriate, which is inserted in the ether functional group with one to four oxygen atoms and has been listed above as an example. The special formula is a compound in which the variables R, Ri and R2, or ruler, ... and ^ 2, or ... and ^ 2 are the same formula ^, IIb, „c, gp. This corresponding compound includes: State Q hi < R r , Nh 〇hn ^ r

R p ^ NH ο HN

r ^ NH 〇 hN

〇 HN,

CH (R9) (R10) CH (R9> (Ri〇) r ^ NH 〇 hn, R

CH (R ») (Ri〇) CH (R9) (Ri〇) r / NH 〇 Hn and

CH (R9) (Ri〇) CH (R9) (ri〇) O HN,, R, variable R pair and 6,7- the corresponding compound substituted by cyano or CH (R9) (R, should be listed above. 98462.doc -18- 200535234 The anthraquinone derivatives of formula III used in the present invention are specifically eliminated ^ compounds of formulae Ilia to Illd shown below:

Where R3 is R or NHR,

R8 is NHR, W is hydrogen or a ... to! ^ Group in the definition of NHR, p is B2, 3, or 4 'and when p is greater than 1, each group is the same, and R is 15-alkyl, As appropriate in the ether functional group! Insertion of 4 to 4 oxygen atoms, cyclohexyl, which is optionally substituted by one or one C1-C 丨 5-;): elementary group (which is optionally substituted by 1 to 4 oxygen atoms in the _ functional group) , A saturated heterocyclic five- or six-membered group, optionally via one or more Ci_Ci5_ alkyl groups (which optionally, through the ether functional group, are inserted via 丨 to 4 oxygen atoms 98462.doc -19- 200535234) ) Substituted, or C6-C1Q-aryl, optionally via one or one c1-c 15 -fluorenyl groups (optionally inserted in the _ functional group via 1 to 4 oxygen atoms ^ 广 ^ " Alkoxy, alkylamino, or CrCir dialkylamino substituted, or a heteroaryl group having 3 to 5 fluorene atoms, optionally with one or more CrC] 5 Substituted in the ether functional group by 4 oxygen atoms), Ci-Ci5_alkoxy, Ci_Ci5_ alkylamino, or dialkylamino substituted, or phenyl group, which is optionally substituted in phenyl group One or more C ^ -C! 5-alkyl (which is optionally inserted in the ether functional group via i to 4 oxygen atoms), Ci-Ci5_alkoxy, Ci_Ci5_ alkylamino, or CrCw dioxane Amine substitution, or having 3 in heteroaryl Heteroaryl group of 5 carbon atoms-c〗 _c4-alkyl group, the former optionally via one or more Cl_Cl5_ alkyl groups (which optionally insert alkoxy groups through 1 to 4 oxygen atoms in the ether functional group The amine group or CrCu-dialkylamino group is substituted, and the preferred R group is listed above as an example of the general definition of the above R group. R in the formulae Ilia to Ild is more preferably Cl_Cl5_ alkyl group, as appropriate in The ether functional group is inserted via 1 to 4 oxygen atoms, or a C6-C1G-aryl group, optionally via one or more Ci-Ci5_alkyl groups (which, if appropriate, are passed through the ether functional group via 1 to 4 Oxygen atoms are inserted) substitution. In particular, R in formulae Ilia to Illd is selected from the group consisting of methyl, ethyl, propyl, isopropyl, butyl, isobutyl, and second-butyl Base, 98462.doc -20- 200535234 tri-butyl, pentyl, isopentyl, neopentyl, tert-pentyl, hexyl, 2 methylpentyl, heptyl, heptyl, octyl, 2-ethylhexyl, isooctyl, nonyl, isononyl, decyl, isodecyl, undecyl, dodecyl, tridecyl, 3,5,5,7-tetramethyl Nonyl, isotridecyl, 14 carbon, 15 carbon , Methoxymethyl, 2-ethylhexyloxymethyl, " oxyethyl, 2-ethoxyethyl, 2-propoxyethyl, 2-isopropoxyethyl, 2_ Butylethyl, 2- and 3-methoxypropyl, 2- and 3-ethoxypropyl, and propoxypropyl, 2- and 3-butoxypropyl, 2- and 4- Methoxybutyl, 2- and 4-ethoxybutyl, 2 · and 4-propoxybutyl, fluorene and 'butoxybutyl, 3,6-difluorenylheptyl, 3,6- Di-π-octyl, 4,8-diamidonyl, 3,7-diamidino-octyl, 1-5 nonyl, 4,7-diamidino-octyl, 4,7 • diamidino-nonyl, 4,8 • Dipictyl decyl, 3,6,8-tri'decyl, 3,6,9-tris, undecyl carbon, 3,6,9, 12-tetrakistridecyl, 3,6,9 , 12-tetrafluorotetradecyl, unsubstituted phenyl, 2-, 3-, and 4-monosubstituted, 2,3_, 2, and 3,4-disubstituted, and 2,3,4-, 2 , 3,5-, 2,3,6-, 2,4,5-, 2,4,6-, and 3,4,5-trisubstituted phenyl groups, optionally through ether functional groups A / π alkyl substitution with 1 to 4 oxygen atoms inserted and listed above as examples, this alkyl is selected from the group consisting of methyl, ethyl, propyl, isopropyl, butyl, Isobutyl, second- Butyl, tert-butyl, pentyl, isopentyl, neopentyl, tert-pentyl, hexyl, 2-methylpentyl, heptyl, hept-3-yl, octyl, 2-ethyl Hexyl, isooctyl, nonyl, isononyl, decyl, isohexyl, decylthio, undecyl, tridecyl, 3,5,5,7-tetramethylnonyl, iso Dodecyl, tetradecyl, pentadecyl, methoxymethyl, 2-ethylhexyloxymethyl, 2-methoxyethyl, 2-ethoxyethyl, 2-propyl Ethoxyethyl, 2-isopropoxyethyl, 2-butylethyl, 2- and 3-methoxypropyl, 98462.doc -21-200535234 2- and 3-ethoxypropyl, 2-3-C 4 A. , Propionylpropyl, 2- and 3-butoxypropyl, 2- and 4-methoxybutyl, and 4-acetylene, hexylbutyl, 2- and 4-propoxy Butyl, 2- and 4-butoxybutyl, 3,6_-diheptyl, 3,6_- dizyl octyl, 48-di-nonyl, 3,7-di-slogan octyl, 3 , 7_] nonyl, arsenyl, π di-3 nonyl, 4,8_di, decyl, 3, m_tridecyl, 3,6,9_tridecyl undecyl, 3 , 6,9,12, ah three carbon group, and 3,6,9,12_ fourteen carbon group. The carrier oils used are generally viscous, high freezing points, and especially thermally stable liquids. It covers a hot metal surface with a thin liquid film, for example, into a valve, thus preventing or delaying the formation and deposition of decomposition products on the metal surface. Carrier oils that can be used as component b) of the fuel and lubricant additive concentrates of the present invention are, for example, mineral carrier oils (base oils), especially SOIvent Neutral _ 500 to 2_ viscosity grades, with Mn = thorough The deleted hydrocarbon polymers are special! 合成 Synthetic carrier oils mainly composed of butene or polyisobutylene (hydrogenated or unhydrogenated), poly ~ dilute hydrocarbons or poly (internal olefins), and Oxidized long-bond alcohols or lanthanides are synthetic carrier oils. In accordance with the present invention, the addition of ethylene oxide, propylene oxide, and / or butylene oxide to polybutanol or polyisobutanol as a carrier oil is described in, for example, the Ep 277 345 Am patent; Other polyalcohols used in the present invention are described in the WO 00/50543 Am patent. It is known that other carrier oils used in the present invention also include polyenol polyamines, as detailed in the patent No. 00/61708. It will be appreciated that mixtures of different carrier oils can also be used as long as they are compatible with one another and with the remaining ingredients of the packaging of the present invention. The carburetor and access system of the internal combustion engine and the fuel metering injection system increase pollution due to impurities (for example, caused by dust particles from the air and unburned hydrocarbons from the combustion chamber 98462.doc -22- 200535234). In order to reduce or prevent this contamination, 〇-r Ya 7-7 fuels additives ("detergents") to keep the valve and carburetor or injection car bismuth clean, pure, pure. Carrier oil is applied to the "cleaning function" outside of the celebrities. It supports and promotes the cleaning and maintenance of tinctures. Therefore, it can help reduce the amount of cleaning required. Substances which are generally used as carrier oils have been shown to be extra. It should also be mentioned here that many kinds of effects, such as detergents and / or dispersants, are the reasons why the latter ratio can be reduced in this case. Such a carrier oil having a detergent / dispersant effect is described in detail in, for example, the aforementioned WO document. It is also often not possible to clearly define the mode of action of detergents, dispersants and valve seat wear suppressing additives, which is why these compounds are listed under component C) in the summary of the invention. Conventional cleaning agents that can be used in the packaging of the present invention are listed in, for example, WO 00/50543 A1 and wo 00/61708 A1, and include: Polyisobutyleneamine, which is in accordance with EP-A 244 616, by Reactive polyisobutylene hydroformylation followed by ammonia, monoamine, or polyamine (such as diiminoaminopropylamine, ethylenediamine, diethylene glycol triamine, triethylene glycol tetraamine, or tetraethylene glycol pentaamine) Obtained by reductive amination, poly (iso) butenamine, which is obtained by chlorinating polybutane or polyisobutene with a double bond (mainly at the b- and g-positions), followed by ammonia, monoamine or The polyamine is obtained by amination of the above-mentioned polyamine, which is obtained by oxidizing the double bond in the poly (iso) butene with air or ozone to obtain a carbonyl or carboxyl compound, and then under reducing (hydrogenating) conditions Polyisobutylene amine, which is obtained by the following amination, according to DE-A 196 20 262 patent, poly 98462.doc -23-200535234

These reaction products are obtained by hydrogenation, and are obtained by reacting polyisobutylene epoxide with ammonia and hydroxyl-containing polyisobutyleneamine, which are obtained by using gas, monoamine or the above polyamine in accordance with EP_A 476 485 patent, π to c3G-alkane Alcohol, C6jc3G_alkanediC! To C3O-alkylcyclohexanol, or Ci_

Polysquamamine, which reacts by reacting c2- to alcohol, mono- or di-c2- to C3G-alkylamine, CV to alkylphenol, and ethylene oxide with 1 to 30 moles per hydroxyl or amine group And / or propylene oxide and / or butylene oxide, followed by reductive amination with ammonia, monoamine, or the above polyamines, and "polyisobutylene Mannich base", which is in accordance with EP-A 831 141 patent, Other cleaning agents and / or valve seat wear suppressing additives used in the present invention by polyisobutylene-substituted phenols with aldehydes and monoamines or polyamines as described above are listed in, for example, WO 00/47698 A1, and include At least one compound having a hydrophobic hydrocarbon group having a number average molecular weight (Mn) of 85 to 2000 and at least one polar moiety, and is selected from: (0) a mono- or polyamine group having up to 6 nitrogen atoms , At least one of the nitrogen atoms has a test property; (H) an exact group, which optionally combines warp groups; (ni) a hydroxyl group of an amine or a polyamine group, in which at least one nitrogen atom has a test 98462.doc -24- 200535234 Nature; (iv) end foundation or metal test or soil test metal salt; (v) foundation or metal test or soil test Metal salts; (V1) polyepoxides (up to ^ alkyl) terminated with hydroxy, mono or polyamine groups (where at least one nitrogen atom has basic properties) or carbamate groups; (vii) carboxylate groups ; (VH!) A moiety derived from succinic anhydride and having a hydroxyl group and / or an amino group and / or amidinyl group and / or amidinyl group; and / or Mannich reaction _ part. Mono- or polyamine-based additives ⑴ preferably MN = 300 to 5000, with polypropylene or with high reactivity (ie, mainly with terminal double bonds, usually in the heart and y position) Or conventional (ie, mainly having internal double bonds) polybutene or polyisobutylene-based polyalkyleneamine or polyalkylenepolyamine. Such highly reactive polyisobutylene-based additives are specifically disclosed in EP 244 61ό A2 patent, which can be made from polyisobutylene (which can contain up to 20% by weight of n-butene units) by hydroformylation and _ with ammonia, monoamine or polyamine (such as diimidoaminopropylamine, ethylenediamine Amine, diethylene glycol, diethylene glycol, diethylene glycol, diethylene glycol, tetraethylene glycol, or tetraethylene glycol.) Prepared by reductive amination. Used in the preparation of clams. When an internal double bond (usually at the position) = butene or polyisobutylene is used as a raw material, the possible preparation method is amination by gasification of the turtle, or carbonyl group is obtained by oxidizing the double bond with air or ozone Or carboxylated compounds, and then aminated under reducing (hydrogenating) conditions. The amines used herein may be the reducing amines used above for the hydrogenation of highly reactive polyisobutylene-

δ ° The corresponding additives mainly based on polypropylene are described in particular in WQ 98462.doc -25- 200535234 94/24231 A1. Other preferred additives containing monoamine groups are gasification products of the reaction product of polyisobutylene with an average degree of polymerization p == 5 to ι〇00 and nitrogen oxide or a mixture of nitrogen oxide and oxygen, which are specifically described in W〇97 / 〇3946 magic number patent. Other preferred additives containing monoamine groups are compounds obtained from polyisobutylene epoxides by dehydration and reduction of amino alcohols by amine reactions, which are specifically described in DE 196 20 262 A1.

Nitrogen-containing additive (π), which optionally combines hydroxyl groups, preferably a reaction product of polyisobutylene having an average degree of polymerization P of 5 to 100 or 10 to 100 and nitrogen oxide or a mixture of nitrogen oxide and oxygen, which is particularly It is described in WO96 / 〇3367 and WO 96/03479 A1. The products of these reactions are usually nitro polyisobutane (for example, <RTI ID = 0.0>, </ RTI> cardiac dinitro polyisobutane) and mixed hydroxynitro polyisobutane (for example, α-nitro- / 5-hydroxy polyisobutane ) Of the mixture. Additives containing hydroxyl group mono- or polyamine groups (ii. In particular polyisobutylene epoxides obtained from polyisobutylene (preferably having mainly a terminal double bond and

ΜβΟί ^ ΟΟΟ) is the reaction product with ammonia or a mono- or polyamine, which is particularly described in EP 476 485 A1. The additive (iv) containing a carboxyl group or an alkali metal or alkaline earth metal salt thereof is preferably a copolymer of an olefin and maleic anhydride, which has a total molecular weight of 5000 to 20000 and some or all of them The county has converted the alkali metal or soil metal salt 'and any of its fluorenyl groups has reacted with alcohol or amine. This additive is disclosed in particular in EP 307 815 A1. This additive is mainly used to prevent valve seat wear, and can be advantageously used in combination with conventional cleaners such as $ (iso) butenamine or polyetheramine, as described in WO 87/01 126 A1. 98462.doc -26- 200535234 The additive (v) containing a continuous acid group or its metal or soil test metal salt (v) is preferably a metal or soil test metal salt of sulfur acid vinegar, which is specifically described ㈣ 639 Patent No. 632 A1. This additive is mainly used to prevent valve seat wear, and can be advantageously used in combination with conventional cleaners (such as poly (iso) butylamine or polyamine). The additive (vi) containing a polyepoxy-c2-c4-carbon-based moiety is preferably a polyamine or polybonded amine, which is obtained by reacting c2- to c60_ol, Q • to C3〇_diol , Mono- or di-c2-c30-burned amine, Cl_C30_recyclyl cyclohexanol, or c] _c3 "burned group, and each of the base or amine group is U30 mole of ethylene oxide and / or ring Oxypropane and / or butylene oxide, and in the case of polyetheramine, followed by reductive amination with ammonia, monoamine or polyamine. This product is described in particular in Ep 3 IO 875 Ai, Ep 356 725 A1, EP 700 985 A1, and US Patent No. 4,877,4i6. In the case of polyethers, this product also has carrier oil properties. Typical examples are tridecanols: oxides, isotridecanol, isononyl butoxide, polyisobutylene ^ butoxide, and corresponding reaction products with ammonia. The additive (vii) containing a delayed acid S radical is preferably a mono-, di-, or tri-acid disc long-chain burned alcohol or a polyhydric alcohol. 'Especially, it has a minimum of 2 square millimeters per second. It is described in particular in DE 38 38 918 A1. The mono-, di-, or tri-acids used may be aliphatic or aromatic acids, and are particularly suitable or the polyhydric alcohols are long-chain, e.g., having a carbon atom of a paste. Typical examples of this purpose are isooctanol, isononyl alcohol, isodecanol, adipic acid vinegar with isotridecanol, phthalic acid purpose, isostearic acid production, terephthalic acid purpose, and trimellitic acid Intent. It also has carrier oil properties. λ The additive (viH) containing a portion derived from succinic anhydride and having a base and / or an amino group and / or an amine group and / or an arylene group is preferably a polyisobutylene king white acid anhydride 98462 The corresponding derivative of .doc -27- 200535234 is obtained by reacting MN ~ 300 to 5000 by thermal route or gasified polyisobutylene, or the highly reactive polyisobutylene and maleic anhydride. In particular, Yingying is a derivative with aliphatic polyamines (such as ethylenediamine, ethylenediamine, ethylenediamine, or ethylenediamine). This gasoline fuel additive is described in particular in US Patent No. 4,849,572. The additive (ix) containing a portion obtained by the reaction of Mm with an acid and a mono- or polyamine (ix) is preferably 〈〈 τ〉 1 horse, isobutene in working water, substituted phenol and formaldehyde, and The reaction product of mono- or polyamines (such as ethylenediamine, ethylenediamine, triethylenetetraamine, or tetraethylenepentamine). This polyisobutylene substitution can be derived from the conventional or highly reactive polyisobutanol. This "L this polyisobutylene-Mannich base" is specifically described in EP831 141 A1. For the additives detailed individually ^ if Φ ^ ^, the meaning is more precise, and the disclosure of the prior art document is explicitly referred to here. The dispersant as component C) is, for example, a convex face, protecting ... ♦ isoimene succinic anhydride of imine, amine, ester, and ammonium and alkali gold, in lubricating oil 'but sometimes also in 亀: 2 compounds in particular It can be used as a cleaning agent in the present invention 2 if necessary. Additives and auxiliaries are ingredients of d), other added organic solvents, for example, alcohols, such as methanol butanol, isobutanol, second butanol, pentanol: propanol, isopropanol, alcohol, for example, Diols, such as ethylene glycol, neopentyl alcohol, or hexane 2,3-, or butanediol, 2- or propylene glycol, 1,2-, Ci glycol, formula-, as, ether , Such as methyl tert-butylphosphonium, di- or tripropylene glycol, such as glycol dimethyl_, 1,2-ethylene glycol ^ methyl or 1,2-ethylethyl ether or 1,2-ethanediethylene glycol Alcohol diethyl 98462.doc -28- 200535234 Ether, 3-Hydroxy, &amp; ^ 土 予, 3 -isopropoxypropanol, tetrahydrofuran, hey-for example, 士, + &gt; ρτ 5 propyl @ 同, methyl ethyl ketone or diacetone alcohol, for example, methyl acetate, acetic acid, such as ethyl acetate, propyl acetate, or butyl acetate amine, such as I 曱 其 灿 &amp; For example, an intrinsic mixture, = Each; set one, for example, aliphatic or aromatic tobacco and its toluene, -methylhexane, Gengwenwan, Xinyuan, isooctyl, petroleum ether, methylbenzene, ethylbenzene, tetrahydronaphthalene, decahydro Naphthalene, _ Ψ 其 # volatile oil, for example, 垆 铷 4 i &gt; Kenai, or H silk oil, such as gasoline, kerosene, diesel, or heating oil, 4 4 inhibitors' For example, in the case of ferrous metal corrosion protection is mainly organic or heterocyclic aromatic salts, which Has a tendency to form a film = has an antioxidant or stabilizer, for example, an amine (such as p-phenylenediamine, dicyclohexylamine, or a derivative thereof) or a phenol (such as 2, di-tertiary-butylphenol or 3,5 · di_: tri-butyl-4-hydroxyphenylpropionic acid), demulsifier, antistatic agent, metal complex, such as ferrocene or methylcyclofluorene Sanjiji, a lubricity improver (lubricant additive), such as a specific fatty acid, a dilute base, a monohydroxy (hydroxyalkyl) fatty amine, hydroxyacetamide, or sesame oil, used to lower the pH of fuel Amines, markers other than anthracene derivatives, and dyes. Knife a), that is, at least one anthraquinone derivative, is generally selected to include minerals in this package To the extent that the required concentration of the marking agent is present in the oil. For example, a typical concentration of the marking agent in mineral oil is 0.01 to tens of ppm by weight. The range of the amount ratio. 98462.doc -29- 200535234 Ingredient b), that is, at least one carrier oil is present in the packaging of the present invention in a concentration of generally i to %% by weight, especially 5 to 30% by weight, And ingredient c), that is, at least one cleaning agent and / or at least one dispersant, generally 25 to 90% by weight 'especially 30 to 80% by weight, which in each case is based on the presence of ingredients ), And the sum of the individual concentrations of components a) to e) and d) (when present) add up to ^ ⑼ by weight. , Metal complexes, lubricity improvers, and amines used to reduce the pH of fuels are present in the packaging of the present invention as component d), and the sum of their concentrations is based on the total weight of the package (ie, components a) to c) and d The total amount of) is generally not more than 10% by weight, and the concentration of the rotting inhibitor and deemulsifier is generally in the range of about 0.01 to 0.5% by weight of the total packaging. When additional organic solvents (i.e., not introduced with the remaining ingredients) are present in the dagger of the present invention as ingredient d) ', the sum of their concentrations is not more than 20% by weight based on the total weight of the package. These solvents are usually derived from a marking agent and / or a dye solution &apos; which is added to the packaging in place of pure marking agent and / or dye from a more accurate metering point of view. When other labeling agents other than '1' organisms are present in the package of the present invention as an ingredient sentence, the concentration is in order based on the content of the package after it is added to the mineral oil. Appropriate changes can be applied to component a). When the ingredient is present in the packaging of the present invention as the component d), its concentration is based on a total of 1 of the melon-generally '', for example, between 0.1 and 5% by weight. Examples:-Investigation of anthraquinone derivatives shown below. Compounds 丨 to 9 were synthesized from 1,4,5,8-tetrachloroanthraquinone and an appropriately substituted aniline by the method described in the document No. 323 98462.doc -30-200535234 184A1.

Compound 1 (Xmax; = 753 nm, THF): rWi τττ η Compound 2 (Xmax: = 750 nm, THF) ·· ο ηνΌ ^ fWS TTT 0 ΗNιχ Compound 3 (Xmax-= 673 nm, THF):

Compound 4 (Xmax = 758 nm, THF):

98462.doc -31-200535234 Compound 5 (Xmax = 756 nm, THF):

Compound 6 (Xmax = 756 nm, THF):

Compound 7 (Xmax = 756 nm, THF) ··

Compound 8:

98462.doc -32- 200535234 Compound 9 (Xmax = 670 nm, THF):

Tri-substituted compounds are obtained as by-products of the preparation of compound 8. Compound 10 (λ_χ = 643 nm, THF):

A XX

S.G. 33 (commercially available from BASF Aktiengesellschaft) Compound 11 (Xmax = 328 nm, THF): 〇

0

(Commercially available from BASF Aktiengesellschaft) Compound 12 (Xmax = 648 nm, THF): R: group mixture

S.B. 79 (commercially available from BASF Aktiengesellschaft) 98462.doc -33- 200535234 Comparison Omax = 770 nm, DHP): The comparative compound used is g too green of the following formula:

(Prepared according to the example of WO 98/5 2950 A1 patent) Storage stability experiment: The test mixture of the fuel and lubricating additive concentrate used, and the components and specific proportions contained therein are detailed in Table 1 below: Table 1: Ingredients _____ ^% by weight of the chemical composition, polyisobutyleneamine (PIBA), a cleaner sold; a solution with a PIBA concentration of 50% by weight, 70 a commercially available carrier oil, fatty alcohol propoxide, 15 a commercially available corrosion protection dimerization, and Oligomeric fatty acid 0.1 Commercially available de-emulsifier fatty alcohol ethoxylate 0.1 Solvent dimethyl __ 14.8 (Detergents, carrier oils, corrosion protection, and de-emulsifiers are, for example, available from or commercially available through BASF Aktiengesellschaft) A) Check the storage stability of compounds 1 to 9 and comparative compounds specified in Table 1, and compare the main ingredients, detergents and carrier oil. In this regard, when 50 to 100 mg of the specific compound is dissolved in 50 ml of Shellsol AB, or when the solubility of the compound in Shellso1 AB is insufficient, it is firstly dissolved in about 5 ml of isopropanol or NMP, and then As 98462.doc -34- 200535234

Shellsol AB was diluted to 50 ml. The solution was then filtered through a fluted paper. Dilute 1 to 3 ml of the filtrate to 10 ml with a detergent or carrier oil (corresponding to a specific compound concentration of 0.01 to 0.08%), and measure in a 1 mm photoanalysis tube with no reference body added. The sample was transferred to a 10 ml ampoule, hermetically sealed and stored in a 50 ° C water bath. The results are reproduced in Tables 2 and 3. All experiments were normalized relative to the initial matting camphor. Comparison of storage stability

98462.doc 200535234

In the presence of the carrier oil, the comparison ^^ ^ — The h-shaped private chemistry of the Mu Λ 5 in the presence of the detergent is as a function of time, so its value cannot be reproduced. 〃 μ decreases in drama. Check the storage stability of Compound_12 and compare the cleaning agents and flame and lubricant additive concentrates obtained from the table. In this regard, a solution having a content of 10 to 12 of the compound in a detergent or a fuel and lubricant additive concentrate was prepared, and at room temperature and at two.疋 Standardized extinction as a function of storage time. Normalization is the relative extinction value at the beginning of storage (ie, just after the appropriate solution is prepared). The results are listed below. 4 Compound 10: Cleaner at room temperature: after storage time of 7 and 14 days, it is not necessary to measure the change of extinction. 40 C cleaner: After 7 and 14 days of storage, no change in rod extinction was detected. Fuel and lubricant additive concentrates at room temperature ... No change in standardized extinction was detected after 7 and 14 days of storage. Fuel and Lubricant Additive Concentrates at 40 ° C ... After 7 and 14 days of storage, no change in standardized extinction was detected. 98462.doc -36- 200535234 Compound 1 1: Cleaner at room temperature ··· ? After the storage times of 28, 42 and 42, Hubert measured changes in standardized extinction. Detergent at 40 ° C ... After a storage time of 4, 12, 12, and 42 days, the husband detected a change in standardized extinction. Fuel and lubricant additive concentrates at room temperature: No changes in standardized extinction were detected after 21 and 28 days of storage. Fuel and Lubricant Additive Concentrate at 40 ° C: No change in standardized extinction was detected after storage between 21 and 28 days. Compound 12: = Detergent: After storage time of 4, 12, 28, and 42%, the actual% Fufu :: mesh W. Storage time (days) Extinction (standardized) 0 L 1.00 4 1.00 12 0.99 28 0.97 42 0.99 # ,,! I detergent on the quality · After storage time of 4, 12, 28, and 42 days, it is standardized ^ The results are shown in the table below: Actual storage time (days) Extinction (standardization) 0 1.00 ~ 4 1.00 12 0.99 28 0.98 42 0.98 98462.doc • 37-

Claims (1)

200535234 10. Scope of patent application: 1. A fuel and lubricant additive concentrate containing at least / anthraquinone derivatives as a marking agent. 2. The concentrate as claimed in claim 1, comprising at least one anthracene quinone derivative selected from the group consisting of sulfonium compounds: Formula I (丨) Formula II Xm (II) R2 and formula III Z1, Z2 are each independently hydrogen, hydroxyl, OR, NHR, or NR2, R1, R2 are each independently R or COR, and X is hydrogen, cyano, nitro, hydroxyl, OR, amine, NHR, R, Or ch (r9) (r10), 98462.doc 200535234 n, m are 0, 1, 2, 3, or 4, and in the case where 11 or 111 is greater than 1, the R or X groups may be the same or Differently, R and R are each independently cyano, COOH or COOR, R is hydrogen, R or NHR, and R to R are each independently hydrogen, R or NHR and R alkyl, which are optionally in the range of-to 4 Oxygen atom insertion, cycloalkyl, optionally substituted by one or more Ci-Cw alkyl (which is optionally inserted in the ether functional group by 1 to 4 oxygen atoms), saturated heterocyclic penta or /, Member group, optionally substituted by one or more ciec2 (r alkyl (which is optionally inserted in the ether functional group by 丨 4 oxygen atoms), or C6_CiG_aryl, which optionally Via one or more halogen, cyano, nitro, hydroxyl, amine, Ci-Cm-alkyl (which is optionally inserted in the ether functional group via i to 4 oxygen atoms), Cl_C2. -Alkoxy , Ci_c20-alkylamino, or dioxane Group is substituted, or a heteroaryl group having 3 to 12 carbon atoms, optionally via one or more Ci-C ^ -alkyl groups (optionally via 1 to 4 oxygen atoms in the ether functional group) Insertion), Cl_C2.-alkoxy, M. alkylamino, or Cl-C2G-dialkylamino substituted, or C6-Ci "aryl-C! -C4-alkyl, optionally in aryl Via one or more halogens, cyano, nitro, mesityl, amine, Ci_c2o_ groups (which are optionally inserted in the ether functional group through 4 to 4 oxygen atoms 98462.doc 200535234) , Ci-Cso-alkoxy, C-C2G-alkylamino, or Ci_c20-monoalkylamino substituted 'or a heteroaryl-C1- with 1 to 12 stone counter atoms in the heteroaryl group C4-carbyl, the former optionally via one or more Ci-C20-carbyl groups (which are optionally inserted via 1 to 4 oxygen atoms in the functional group), 〇1_〇: 2〇-alkane Oxy, Ci-C2 (r-amino, or di-amino). 3. The concentrate as in claim 2, wherein in the formula η, each of Z1 and Z2 is independently hydrogen or NHR, and R1 and R2 are each Is independently R, X is hydrogen, cyano, or CH (R9) (R10), and n and m are 0, 1, 2, 3, Or 4, and when 11 or 111 is greater than 1, the feet or X groups are the same or different, R9 and R10 are each independently cyano or COr, R3 is hydrogen, R or NHR, and R4 to R7 are hydrogen Or NHR, R8 is NHR and R is Cl-Cl5-alkyl, which is optionally inserted in the ether functional group through i to 4 oxygen atoms, and cyclohexyl, which is optionally passed through one or more C1-C15- An alkyl group, which is optionally substituted with 1 to 4 oxygen atoms in the ether functional group, a saturated heterocyclic five or six member group, optionally with one or more Ci-Ci5-alkyl groups (which Optionally substituted with 1 to 4 oxygen atoms in the ether functional group, or a C0-C1G-aryl group, optionally through a 98462.doc 200535234 &gt; Wu Lou I Dan Functional group via 4. or more Ci alkyl groups (which are optionally inserted through 1 to 4 oxygen atoms in the ether functional group), 0] {] 5_alkoxy group, Ci_c ^ _ alkylamino group, or A dialkoxy substitution, or a heteroaryl group having 3 to 5 carbon atoms, optionally via one or more alkyl groups (which are optionally inserted into an ether functional group to 4 oxygen atoms) , Alkoxy, c] _Ci5-alkane Amine group, or dialkylamino group, or phenyl C-C4_k group, which is optionally inserted through one or more oxygen atoms in the phenyl group), Cl_Cl5_alkoxy group, Ci_Ci5_ alkylamino group , Or C ^ C ^ -dialkylamino group, or a heteroaryl_Ci_C4_alkyl group having 3 to 5 carbon atoms in the heteroaryl group, the former optionally through one or more Ci_Ci5_alkyl groups (Which is optionally inserted in the ether functional group by 1 to 4 oxygen atoms), alkoxy, alkylamino, or Ci_Ci5-dialkylamino. A use as a request. The concentrate according to any one of 1 to 3 for adding to mineral oil 5 · A mineral oil comprising the concentrate according to any one of claims 1 to 3. 98462.doc 200535234 7. Designated representative map: (1) The designated representative map of this case is: (none) (II) The component symbols of this representative map are briefly explained: 8. If there is a chemical formula in this case, please disclose the one that can best show the characteristics of the invention. Chemical formula: (none) 98462.doc