JPS58122995A - Lubricant composition - Google Patents

Abstract

PURPOSE:A lubricant composition with excellent lubricating property and oxidation stability, comprising a specified naphthenic hydrocarbon having three hydrogenated six-membered carbocyclic rings. CONSTITUTION:A lubricant composition contg. a base oil composed of a 19-30C naphthenic hydrocarbon of the formula (wherein R<1> is 1-3C alkylene; R<3>, R<4> and R<5> are each 1-3C alkyl; l, m and n are each 0-3; x is 0 or 1) having three hydrogenated six-membered carbocyclic rings.

Description

[Detailed description of the invention]

TECHNICAL FIELD This invention relates to lubricant compositions. Naphthenic hydrocarbon oils are used as base oils for lubricants for WUWl of mechanical equipment, industrial hydraulic equipment, gear reduction gears, and the like. With the development of mechanical devices in which lubricants are used, it is not only necessary to select an appropriate lubricant to make these mechanisms function effectively, but also a lubricant with high performance is required. Ordinary lubricants are mainly composed of lubricating oil produced from petroleum oil. However, it is well known that such mineral oils are refined and do not have the same ability to function within 11 minutes under harsh conditions. Therefore, this J: unall
It is common practice to add cattle additives to i'l oil components to improve performance. However, although some performance may be improved by adding additives,
Increased corrosion. Other problems arise, such as an increase in the amount of sludge produced, and it is difficult to provide sufficient performance with the addition of additives alone. The lifespan of a lubricant is determined by the increase in viscosity, corrosion of metals in contact, and the amount of sludge generated. As the operating conditions of recent mechanical devices have become more severe, there has been a particular demand for longer lifespans. Since these deterioration phenomena are substantially caused by oxidation, oxidation stability has become a particularly important issue. Additionally, antioxidants are added to modern lubricants. However, even when antioxidants are added, they are used under harsh conditions and are subject to heat and oxidative stress.
In this case, oxidation progresses over time. The inventors of the present invention have recognized that naphthenic hydrocarbon oils have excellent performance as lubricating oils for mechanical equipment, hydraulic fluids, gear oils, etc., and have conducted various studies on lubricant compositions with improved oxidation stability. As a result, it was recognized that a base oil containing a specific naphthenic hydrocarbon having three hydrogenated six-membered carbon rings has superior lubricant performance and oxidation stability, leading to the creation of the present invention. Ta. That is, the present invention relates to the general formula I (wherein R1 is an alkyl group having 1 to 3 carbon atoms;
3, and also λ, 771, J: and n
is an integer of O-3, and x is O or 1. ) is a lubricant composition characterized by containing a naphthenic hydrocarbon having 19 to 30 carbon atoms and having at least three six-membered carbon rings of at least 1 fii as a base oil. The compound represented by the general formula I includes those represented by the following general formula (1[) and onibi (■). 3-R1 is an alkyl-substituted alkylene group having 1 to 3 carbon atoms or a linear alkylene group, preferably a methylene group, an ethylene group, or a methyl-substituted methylene group. R3
, R4 and R5 are alkyl groups having 1 to 3 carbon atoms which may be the same or different, preferably a methyl group or an ethyl group. λ, ma3 and n are integers from O to 3, preferably C
) or 1. In addition, the number of carbon atoms in the total t1 is 19 to 30
, preferably 19-24, more preferably 19-22
It is. Among the compounds represented by the above general formula (1[), hydrogenated dibenzyltoluene, hydrogenated (benzylphenyl)phenylethane, or one or two methyl or ethyl substituted products thereof are preferred; , lI[)
Among the compounds represented by the above, hydrogenated benzylbiphenyl or one or two methyl or ethyl substituted derivatives thereof are suitable for the purpose of the present invention. Examples of suitable compounds include hydrogenated dibenzyl 1-toluene, hydrogenated 1.1-(benzylphenyl)4-phenylethane, hydrogenated 1. 'l-(benzyl 1-lyl) phenylethane, hydrogenated benzyl phenyl. Hydrogenated 1.1-(biphenylyl)phenylethane. Hydrogenated (ethylbiphenylyl)phenylmethane. Water% 1.1-(ethylbiphenylene) These compounds, for example, hydrogenated dibenzyl 1-luene, can be prepared by combining a halogenated benzyl and 1-luene in the presence of a free sol fluorine catalyst. Hydrogenated dibenzylbiphenyl is obtained by hydrogenating dibenzyl-1helene obtained by the reaction.Hydrogenated dibenzylbiphenyl is obtained by reacting dibenzylbiphenyl with halogenated benzyl and biphenyl in the presence of a Friedelkraff catalyst. The compound 1q obtained in this way is a mixture of isomers, and depending on the hydrogenation conditions, it may also be a mixture with a partially hydride.However, from these mixtures, specific compounds Not only is it difficult to separate only the [
Due to its good performance against I, the minute 11111 m
There is no need to In that sense, the hydrogenation rate is completely 1.
It is not necessary to set it to 00%, but it should be 80% or more, preferably 90%.
The above is sufficient. Further, the compound used in the present invention has a pour point of 0°C or lower,
Compounds with a flash point of 120°C or higher and an aniline point of 70°C or higher are preferred, and such compounds are suitable for use as base oils in lubricants for hydraulic fluids. The compound used in the present invention must have oxidation stability above a certain level, and must have a certain level of oxidation stability.
-1980 test method results showed an increase in viscosity ratio and total acid value (11
0KO+-110) and n-hebutane insolubles (wt%
) are 1.2 or less, 0.3 or less, and 0.3 or less, respectively, 4r and ASTM D 2272
It is desirable that the oxidation life specified in -67 is 250 minutes or more, preferably 300 minutes or more. The oxidation test was conducted using 2,6-di-t-butylparacresol and zinc dialkyl didiophosphate each at 0.58 fi open%.
Perform the assay for the added sample. Oxidation test strip 1'I JTS K ΔS-T-M l) 2! i+4-1980 2272-67 trial fjl
300x 1 50° eddy electric
165. ! i℃15 (1'c initial oxygen temperature
6.3 kg/cm2 hours 7211 Aoma = - Oxidation catalyst Copper, J: Iron Copper and the compound represented by the general formula I, additives 111
1 and prepare a lubricant composition. as an additive

[Also, one or more known additives such as an oxidation preventive agent, a dispersant, a viscosity index improver, an anti-wear agent, a rust inhibitor, a corrosion inhibitor, or an antifoaming agent are used. In addition, a small amount of mineral oil or naphthenic oil such as alkylcyclobequinone may be added as a diluent. The lubricant composition of the present invention can be used as general-purpose lubricants such as dynamo oil, turbine oil, machine oil, and bearing oil, as well as hydraulic oil, industrial gear oil, and the like. The moisturizing FFJ agent composition of the present invention has the characteristics resulting from the fact that its base oil is a naphthenic hydrocarbon, and has the advantage of having high oxidation stability and being able to be used for a long period of time under severe conditions. Next, the present invention will be explained in more detail with reference to Examples. d3. In the following examples, "parts" are by weight unless otherwise specified. Example 1 1 to 3 parts of aluminum chloride 0.002 to 0.0
1 part was added and heated to 70°C, then 1 part of benzyl chloride was added and reacted for 2 hours. The reaction product was washed with water to remove the catalyst, and then distilled to separate unreacted substances. 1F1
dibenzyltoluene (m->p->o-isomer i
1% compound) was fed into the autoclave, and the initial pressure of hydrogen was increased to 40'o/cm2G, tff1 degree2 using a nickel catalyst.
A hydrogenation reaction was carried out at 00° C. for 4 hours to obtain hydrogenated dibenzyl 1-toluene (isomer mixture). To this hydrogenated naphthenic hydrocarbon, 0.0. ! i Vehicle weight was 1ti. An oxidation test was conducted on this lubricant composition according to Section f4 of Moe). For comparison, a similar test was also conducted on a lubricant composition prepared from naphthalene-based mineral oil. The properties of hydrogenated naphthenic hydrocarbons are shown in Tables 2 and 3, respectively, along with other examples (71 l!te). Example 2 1, 1-Schiff 0 aluminum chloride in 4 moles of ethane
．． After adding 0.001 to 0.005 mol and heating to 60°C, 1 mol of benzyl chloride was added and reacted for 20 minutes. Then, after removing the catalyst by washing the reaction product with water 1),
1q of 1.1-(pendylphenyl)phenylethane (isomer mixture) was supplied to 71--1~crepe.
The initial pressure of hydrogen is 11001 (/C1rt) using a nickel catalyst.
2G. Hydrogenated 1.1-(benzylphenyl)phenylethane) isomer was obtained by carrying out a five-costal hydrogenation reaction at a temperature of 140-170°C. Example 3 Monoethyl hydride N1fil, 1-( benzylphenyl) (mixture with phenylethane) was obtained. The film properties of this product are as shown in Table 2, IC0, and the oxidation test results of a lubricant composition prepared by adding the same additives as in Example 1 are shown in Table 3.
It was as follows. Example 4 11 parts of methyldiphenylmethane and 20 parts of concentrated sulfuric acid were added to the reactor.
0ml was supplied and kept at 15°C. Then 800 rn of a 1:1 mixture of methyldiphenylmethane and styrene
(T was added dropwise over a period of 2 to 33 hours, during which time the temperature of the reaction solution was maintained at 15 to 20°C. After the completion of the dropwise addition,
The reaction was maintained for 30 minutes by adding 1200 mi. The reaction product was then washed repeatedly with water to remove sulfuric acid, and monomethyl-substituted 1,1-(benzylphenyl)phenylethane was obtained by distillation. Then 4 & t same as Example 2,
A mixture with hydrogenated monomethyl-substituted 1.1-(penzylfuconyl)phenylethane) was obtained by method r. Example 5 Aluminum chloride o, ooi~011 to 5 parts of biphenyl
−． 0051'll was added and heated to 60°C, then 1 part of benzyl chloride was added and reacted for 20 minutes. The reaction product was washed with water to remove the catalyst, and then distilled to separate unreacted substances. The obtained benzyl biphenyl (isomer mixture) was supplied to an autoclave at 1 °C, and a hydrogenation reaction was performed using a nickel catalyst at an initial hydrogen pressure of 100 KO/cn + 2G and a temperature of 140 to 170 °C for 2 hours. Example 6 Hydrogen was prepared by the same method as in Example 5, except that 5 parts of mononibyl biphenyl and 0.03 parts of aluminum chloride were used instead of biphenyl. A mixture of benzyl monoethyl phenyl 12-) was obtained. Example 7 Cyclohexylbenzene at 1°C and concentrated sulfuric acid at 20°C in a reactor.
01rLλ was supplied and kept at 15°C. Then a 1:1 mixture of 4-benpine and styrene was added to the cyclo-80
01rL°C was added dropwise over 2 to 3 hours, during which time the humidity of the reaction solution was maintained at 15 to 20°C. After finishing dropping, add 200ml of concentrated sulfuric acid. was added and the reaction was continued for 30 minutes. The reaction product was then repeatedly washed with water to remove the acid, and 1°1-(cyclohexylphenyl)phenylethane (a mixture of structural isomers) was obtained by distillation. Then, 1°C of 1,1-(cyclohexylphenyl)phenylethane was supplied to the autoclave, and a hydrogenation reaction was carried out using a nickel catalyst at an initial hydrogen pressure of 100Ω/cm2G and a temperature of 140 to 170°C for 2 hours. Hydrogenated 1°1-phenylyl)phenylethane (mixture of structural isomers) was obtained. Example 8 Example 7 except that cyclohexylbenzene was replaced by monoedylpifenyl 1°C and cyclohexylbenzene was replaced by Boomy, a 1:1 mixture of monoethylvinylbenzene and styrene. By the same method, hydrogenated 1.1-(ethyl)Inylyl)phenylethane, etc. mixture) was obtained. Example 9 In Example 4, monomethylbenzyl chloride was used instead of benzyl chloride, and the reaction temperature was 80°C.
1 q of methylbenzylphenyl was prepared in the same manner as in Example 4 except that the reaction time was 1 hour. Example 10 Additives were added in the same manner as in Example 1 to a mixture of 250 parts of dodecylcyclokyly, which was obtained by hydrogenating 1q of the reaction product of propylene tetramer and benzene, and 50 parts of hydrogenated dibenzyltoluton, and lubricated. A drug composition was obtained. Example 11 A mixture and a lubricant composition were obtained in the same manner as in Example 10, except that hydrogenated penzylbiphenyl was mixed instead of hydrogenated dibenzyltoluene. The general bamboo shape of the mixture is shown in Table 4, and the oxidation test results of the lubricant composition are shown in Table 5.
i/4℃) 0.88 0.87 Appearance Colorless and transparent Colorless and transparent viscous disease (cst
/40℃) 20,2 17.5 Viscosity (
cst / 100℃) 3.4 3.1
at Motion point (°C) ~37.5 -35 Aqueous conversion ratio (%) 91i 98 Flash point ("C) 150 150 Aniline point (°C) --- Table 5 is L-] 110
- Rei 111 - Viscosity ratio
1,08 1.07 Increase in total acid value IJII
O,070,05(II!IK OI-1/
a) Heptane insoluble content 0.15 0.13
(weight ni%) R130T (minutes) -2- 1,000feEneyamai'-1) EWl 1980 12J"1211EI Special lees agency good CA Sugi Kazudaiden 1, thing I'I indication Showa 5th [Special Request for amendment No. 11,74/L bow 2, title of the invention 11VJ ?Il'l agent phase composition 3, relationship with stone f1 for mounting Special (47, applicant location 6-17, Ginza, Chuo-ku, Tokyo) Number 2 name
(664) Zan 1] Iron and Steel Chemistry] Nippon Stock Co., Ltd. (1 or 1 person) Representative 4, agent 5, day of amendment order , 19 amendments have been made to the appendix attached to the contents of the amendment.
General formula I (However, Boshin R1 has a carbon number of 1 and 3,
R', R' if3. J, and R5 are each independently Al-14 having 1 to 3 carbon atoms, and 1. ．．
1n Onibibi n is an integer from 0 to 3, × is O or (, Ll). Unique 1J carbon number 19~
A lubricant composition, characterized in that it contains 30 naphthenic hydrocarbons if oil. 3. Details of the invention: 31 The present invention relates to Lk, 1lVl and tfl agent compositions. Pf7-based hydrocarbons are used as base oils for lubricants for machinery, such as lubrication for machinery, passenger hydraulic equipment, gearboxes, etc. With the intervention DE of the mechanical equipment Nl, I say, ``I, these mechanisms function effectively (Ki 1! Ru IJ appropriate 4
7. You only need to select one lubricant for one hour. 'r<
A lubricant with high sufficiency is required. . The lubricant for the foil is 1) Oil-based oil 1) + + Filter 3i! 8
Sa(also) 171 tear oil is used 14A dozuru b 1, Shikashi 4r Kara, Kono, 1. tsu<r tJi,h
ll L;L made by rrj 1. IJ MonoF Arn T-
t>,
('l fil: is not correct ('l fil:' is well known. l, 7J is -), so this J is moisturized? Ilt is an additive for cattle. Add I
It is generally possible to increase the length of the Jl function by adding additives (1, 1, 4, 4, 4, 4, 4, 4, 4, 4, 4, 4, 4, 4, 4, 4, 4, 4, 4, 4, 1, 1, 1, 1, 1, 1, 1, 1, 1, 1, 1, 1, 1, 1, 1, 1, 1, 1, 1, 2, 4, 4, 4, 4, 4, 4, 4, 4, 4, 4, 4, 1, 1, 1, 1, 1, 1, 1, 1, and 1, respectively) However, if the sludge is 1 min/l, the corrosion will increase. (- and [, 1. Hard work, certain 3゜water i(') The life of the agent is clay W/-, the metal that comes into contact with it, the food or sludge of the 71-formation Fi''!r J is determined.
But when it comes to fungi, <Tru= 1-, nof life is in danger, and there is a particular demand for it. However, the oxidation stability is a problem, especially in car parts (1 degree), so recent moisturizers contain 11 antioxidants. - agent is added 9, however, antioxidant is added 1) so d9 is also used in caustic MR'J article ('l, subjected to heat and oxidative stress 4-J k, lifting platform , oxidation progresses over time. The present inventors have discovered that j)-i-based hydrocarbon oil
As a result of various studies on lubricant compositions with improved oxidation stability, we found that hydrogenated carbon 6t] has excellent performance as VI lubricating oil, hydraulic fluid, 1"X7 oil, etc.
A lubricant that contains a specific naphthenic hydrocarbon with three rings is the original lubricant. 1. 5゜4T straw which led to the present invention by recognizing that it has excellent oxidation stability ↑11, the present invention 1it - General formula [However, Tt l'l R' 4.1 carbon! 1・～
・3 Al1-lene u11. l is 3.1' (4oJ, hiR'M; ], and η is the +lll1 number of 0-3), X +j, (') and ca
t 1 T"a ril.), the amount of 4I゛・(and 1j1f heavy hydrogenated carbon hole 01 power: 1 ff!
The number of carbon atoms is 1'') -, 30 nofuran-based IJJ chemical compounds with 11 ura is defined as 1-1.There is a 111 lubricant phase composition. Compounds represented by the general formula (' t, 1.
, the following J, the general formula (IT) il', and b represented by (I) are included. R1 is PAj! It is an alkyl M-substituted al-4-lene group or a straight-chain al-1-lene group having li number of 1 to 3, preferably a methylene 31t, J', /-lene group, or a methyl-substituted meblene group. R3, R4 and R5 are the same or different and each is an alkyl group having 1 to 3 carbon atoms, preferably a medyl group or an ethyl group. Including? 7+ and 71 are integers of 0.-0, preferably 01. or 1. In addition, the number of carbon atoms in grinding is 19~
30.9, preferably 1.19 to 24, preferably 19 to 22. Among the compounds represented by the above general formula (II), hydrogenated dibenzyltolyl, hydrogenated (benzyltolyl)furinyl, or 1 to 21 [! Methyl or ethyl substituents of it are preferred and have the general formula (
Among the compounds represented by I), hydrogenated benzylbiphenyl or methyl- or ethyl-substituted derivatives of these 1-211Iil are preferred. Examples of preferred /I-compounds include hydrogenated dibenzyl 1-toluene, hydrogenated i,, i-(benzyl fluoride-
nil)noL-1-tane, hydrogenated 1,1 (benzyltolyl)F[nyl], hydrogenated benzyldof[nyl. "tan. Hydrogenated ('1tilpino"-lyl)-"nylmethane. Hydrogenated 1,1-.(Tdelpino"-lyl)non-1-ylh
Examples include r-kun, hydrogenated (bin[nilyl) 1-lylmethane]. The compound, e.g. λ, is hydrogenated dibenzyltoluene,
Manoko is involved in the hydrogenation of dibenzyl 1-one, which is produced by the reaction of benzyl 1-gionide with Trusie's catalyst in the presence of 77. By hydrogenating dibenzylvinyl, which reacts with benzylvinyl in the presence of a free fluorine catalytic field, The compound that can be blown in the mouth is 5Ii!f1
In addition, in the hydrogenation conditions, J and C are any mixtures of partially hydrated products. However, it is not only difficult to separate only compounds with constant Vi from these mixtures, but also in many cases,
- shows good performance for the purpose of the present invention even as a compound1j
So, minute 11111'! There's no need to go. In this sense, the hydrogenation rate does not need to be completely 100%8.
0% or more, preferably 90% or more. It is sufficient to cover it with 1-. Further, the compound used in the present invention has a pour point of 0°C or lower,
Compounds with a flash point of 120°C or higher and an aniline point of 70°C or higher are preferred, and such compounds exhibit excellent performance when used as a base oil for lubricants such as hydraulic fluids. Furthermore, the compound used in the present invention must have an oxidative stability of 1- or more. J I
The test results for SK251/I-1980 show that the increase in viscosity ratio, total acid value <mo KOf-1/(1), J, and n-hezotane insoluble content (% weight) is 1.2 or less, respectively. 0.
3 or less J3J, and 0.3 or less, and △S
It is desirable that the oxidation life specified in TMD 2272-67 is 250 minutes or more, preferably 300 minutes or more. The oxidation test is carried out on a sample containing 2.6 g of 1-butylpara-cresol and di)-nor)-rudithi-A zinc phosphate, each with a weight of 0.5 weight = 6 = 1%. 'I JISK ΔST'MD 2!i14-1980 2272-67 trial suspension
300Mri 50Q) Mlu
165.5℃ 150℃ initial 1? t XC f
f6, 3kg / am2 distance 720, 1
-Oxidation catalyst Copper, J, Iron, Copper,
13 J. To the compound of general formula I7-1, add additives and coat with a lubricant composition. Additives include one or more known additives such as antioxidants, dispersants, viscosity index agents, anti-wear agents, rust inhibitors, corrosion inhibitors, and W1 foaming agents. is used. In addition to diluents, mineral oil, nanorutin such as al-1-lcyclosilane, etc. You can also add a little oil. In particular, carbon number 9 to 20
of the compound 10 of the present invention
Saru 1 by adding less than 100 ini parts to the 0-shi IP part. The lubricant composition of the present invention can be used for general-purpose lubricants such as dynamo oil, turbine oil, machine oil, -1 receiver oil, hydraulic oil, passenger gear oil, and the like. The lubricant composition of the present invention maintains the properties resulting from the base oil being a naphthenic hydrocarbon while maintaining oxidation stability↑
! I:, h<high, it has the effect of being able to be used for a long time in severe conditions PI. Next, the present invention will be explained in more detail with reference to Examples 1.
Jru. , i13, in the following examples (the "part" is particularly pronounced 4). Example 1 0.002-, 0.0-.
Add 1 part of benzyl chloride and heat to 70°C, then add 1 part of benzyl chloride.
The reaction product was washed with water to remove the catalyst, and the unreacted substances were separated by distillation. p->
0-1) 4-mer mixture) is supplied to the A-tocrape and the initial pressure of hydrogen is increased to 40 using a nickel catalyst! +/Cm 2G
Perform hydrogenation reaction at 200°C for 4 hours (hydrogenated benzyltonyl T (Tatsumi + I1 nV compound) i!11
child. To this hydrogenated horn-based hydrocarbon cable, add 0.5 liters of antioxidants, C'2,6-dicutyl-t7-leavedylpara-cresol, J, and sialyl-di-IA phosphoric acid. Prepare a lubricant composition by adding 1% of
lko. Regarding this moisturizing agent, J
. An oxidation test was conducted. 1. -1 Example 2 The following examples were also subjected to oxidation tests using the 161 method. For comparison, it was prepared using nano-based mineral oil! ! Test 4 was conducted in the same manner as in b for the lubricant composition obtained. Examples of the properties and test results of hydrogenated naphthenic hydrocarbons ()I 1! Table 1 and Table 2 respectively.
9゜Example 2 1.1-dino'nyl 1 4 mol of tan and 0 aluminum chloride
．． After 1 mol of benzyl chloride was added and the mixture was reacted for 20 minutes. Next, the reaction product was washed with water to remove the catalyst.
It was distilled and unreacted materials were separated. 9- The obtained 1,1-(pendylphenyl)phenylethane (isomer mixture) was fed into a t-1-crepe, and the hydrogen initial pressure was increased to 100% using a nickel catalyst at a hydrogen pressure of 2G and a temperature of 2G. A hydrogenation reaction was carried out at a temperature of 10 to 170° for 5 hours to obtain hydrogenated 1.1-1benzylphenyl)phenylethane (
mixture of isomers) was obtained. Example 3 It3 was the same as in Example 2, but instead of 1,2-Schifyl ethane, Nannotochyl if! The same method as in Example 2 was used except that 71% 1.1-diphenylethane (a mixture with dihydrogenated monoethyl 1,1-(benzylphenyl)phenylethane) was used as +'3/,: The general properties of this b were as shown in Table 2. In addition, the oxidation test results of a lubricant composition prepared by adding the same 10 = like < T additive as in Example 1 are shown in Table 2. 200 mfl of concentrated sulfuric acid was supplied and maintained at 15°C. A 1:1 mixture of τ・meldifnylmethane and soubrene 8
Add 1 drop of 00mff1 for 2 to 3 hours. ,
During this time, keep the humidity of the reaction solution at 15° and 20°0! , :
,, 11fl after completion of dripping IJi Mt 200 m
The reaction was continued for 10 minutes by adding 1:Jl.Then, the reaction product was washed repeatedly with water to remove M1. −
(penzylnyl)f'nil-tan was obtained, and then hydrogenated in the same manner as in Example 2.
[Tan which Mii compound) is ill. Example 5j 51 parts of aluminum trichloride 0.001 to 0
．． 7. Add 0.005 parts and humidify the GOoC (), then add 1 part of Pensilk "1 Ride" and react for 20 minutes.
: o Reactor - The acid product was washed with water (after removing the catalyst, the unreacted materials were separated by distillation. 1 to a crepe, and using a nickel catalyst, the initial pressure of hydrogen was 100
KCI /cm2 G, Mifll'2140~17
Hydrogenation reaction was carried out at 0°C for 2 hours to obtain hydrogenated penzyluron, [nil (mixture of different 171 compounds)]. Part J5 J: Hydrogenated benzyl mono[
Bruch')l Neal mixture) was l'J. Implementation 1917 Supply 11 Ll of V sylbenzene and 200 mff1 of concentrated sulfuric acid to the reactor 1), keep it at 15°0,
Li-(-, cyclo to 1 with sylbenzene and styrene
: Mixture of 1:800~7+,9 for 2-33 hours.
Drop this! , the temperature of the reaction solution was kept at 15-20°C.
Niho 7L'11. / lko. 't+'l F N'4'-(tG, 1lfRrIi
! Bl't 20Qi (1'i 1(11111L
/ ``Continued to do this for 30 minutes.'')
,reaction! ) Acid paste・) Repeat washing with water to remove
ftJf removed]ノ, steam d1 to J, s1゜1- (shift 1゛1 to 1-sylph r-, le)-no 1-le Ttan ('i
'i! +1 mixture) was added. Then, 1.1 (Schiff [1 to 1 sill) J-, Le) no "-Luni [Tan 1℃ to A
- To crepe (vapor-fed, using a nickel catalyst,
First J1-1 0 0 k! I/cm2G,
Hydrogenation reaction was carried out for 2 hours at a hot water temperature of 140...170''C.
Example 8 Using Example 7 as a substitute for Schiff [1 = 7 instead of 1 silbenzene] 1-purpino, I-niru 1 °C and cyclo−1
1.1-(1.1-(
'l-Tylbilonylyl)-(technyl-ethane) which mixture) '+! 1 l: . Example 9 In Example 4, trimethylbensilic 1]lite was used instead of benzyl chloride, and the reaction hot stone was heated to 80°C.
, Reaction 11; Example 4 was the same as (y of γ) ζ except that the period of '1 was set to 1 hour. . Loss side 10 21 pyrene
Additives were added in the same manner as in Example 1 to a mixture of 1υj, which was made by hydrogenating 1st precept, 50 parts of dodecyl sif, 11k 4J-n, and 50 parts of hydrogenated dibenzyl toluene. 'l The lubricant phase composition is one acid. Example 11 In the same manner as in Example 10, mixtures a3, J, and B"j were prepared in the same manner as in Example 10, except that penzyl pifunyl hydride was mixed in place of dibenzyl 1-hertin hydride. Table 3 shows the general condition of a 1° mixture of lubricant phase acids, and Table 4 shows the results of the oxidation test of the lubricant composition. Quality - Harm 11 cases 10 Example 11
Ratio (15/4℃) 0,88 0.
87 Appearance Colorless and transparent Colorless and transparent Viscosity (CSt /40℃) 20.2 17.5
Viscosity (OS11/100℃) 3,4
3.1 Pour point ('C) -37,5-35 Ice formation rate (%) 98 98 Flash point ('C) 1! i0 150 Aniline point (T) 82 82 Table 7'
l Resistance test results
1.07 Increase in 4 convex 0.0
7 0,05 (moKOIlo) Heptane insoluble matter <m suspension% 0.15 0.13R
BOT” 150℃) min) 340 362
” RDOT (oxidation life) is ΔSTM D2272
-67 niru 1゜21-

Claims (1)

[Claims] 1 - General formula I (wherein R1 is an alkylene group having 1 to 3 carbon atoms R
3, R4 and R5 are each independently an alkyl group having 1 to 3 carbon atoms, and 1. The sky and n are integers of 0 to 3, and X is 0 or 1. ) at least 1
19 to 3 carbon atoms with 3 hydrogenated six-membered carbon rings
A fla detergent coarse agent composition characterized by containing 30 naphdenic hydrocarbons as a base oil.