JP2015168813A - Lubricant composition and method for producing lubricant composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a lubricant composition having excellent corrosion resistance and lubricity.SOLUTION: The lubricant composition contains a condensation reaction mixture selected from: a condensation reaction mixture A1 obtained by subjecting to a condensation reaction a composition containing at least a tri- or more hydric polyhydric alcohol a1-1 and a carboxylic acid or a carboxylic acid precursor; and a condensation reaction mixture A2 obtained by subjecting to a condensation reaction a composition containing at least a tri- or more basic polybasic carboxylic acid or a carboxylic acid precursor a2-1, and a monohydric or dihydric alcohol. The lubricant composition contains a compound having structure in which a part or all of the carboxyl groups contained in at least one kind of compound included in the condensation reaction mixture are neutralized with a base.

Description

  The present invention relates to a lubricant composition and a method for producing the lubricant composition. More specifically, the present invention relates to a lubricant composition containing a compound having a specific structure and a method for producing the lubricant composition.

  Lubricants generally include base oils and various additives. Base oils include mineral oils obtained from crude oils, chemically synthesized ester oils, fluorine oils, polyalphaolefin oils, and the like. Among these, ester oils are suitably used for jet aircraft, automobile engine oils, greases and the like because of their low pour point, high viscosity index, high flash point, good lubricating performance, biodegradability, and the like.

  As ester oil, monoester obtained from reaction of aliphatic monocarboxylic acid and monohydric alcohol; diester obtained from reaction of aliphatic dibasic acid and monohydric alcohol; polyhydric alcohol and aliphatic carboxylic acid; Various esters are disclosed (Patent Documents 1 to 9), such as esters obtained from the above reaction; and complex esters obtained from reaction with polyols, polybasic acids, and aliphatic monocarboxylic acids.

JP 2002-097482 A JP 2005-154726 A JP 2005-232434 A JP 2005-213377 A JP 2005-232470 A Special table 2001-501989 JP-T-2001-500549 JP-T-2001-507334 JP 2011-89106 A

However, these ester lubricating oils cannot be said to be sufficient in terms of corrosion resistance, and there is a demand for a lubricant that can achieve both corrosion resistance and lubricity.
The problem to be solved by the present invention is to provide a lubricant composition having excellent corrosion resistance and lubricity.

As a result of various studies to solve the above problems, the present inventor has determined that at least one of the compounds contained in the lubricant composition is a lubricant composition containing a condensate obtained by condensing a specific alcohol and a carboxylic acid. And having a structure in which a carboxyl group or a carboxyl group precursor is neutralized with a base can provide a lubricant composition that can be suitably used as a lubricating oil or lubricating oil additive having excellent corrosion resistance and lubricity. I found.
That is, the said subject is solved by this invention of the following structures.

[1] A condensation reaction mixture A1 obtained by subjecting a composition containing at least a trivalent or higher polyhydric alcohol a1-1 and a carboxylic acid or a carboxylic acid precursor to a condensation reaction; and a trivalent or higher polyvalent carboxylic acid Or a condensation reaction mixture A2 obtained by subjecting a composition containing at least a carboxylic acid precursor a2-1 and a monovalent or divalent alcohol to a condensation reaction;
A lubricant composition containing a condensation reaction mixture A selected from
The lubricant composition contains a compound having a structure in which a part or all of the carboxyl groups of at least one compound contained in the condensation reaction mixture is neutralized with a base.
[2] In the lubricant composition according to [1], the compound having a structure in which a part or all of the carboxyl groups of at least one compound contained in the condensation reaction mixture is neutralized with a base is used in the condensation reaction mixture. A compound having a structure in which some or all of the carboxyl groups of at least one compound contained in A1 are neutralized with a base is preferable.
[3] In the lubricant composition according to [1], the compound having a structure in which a part or all of the carboxyl groups of at least one compound contained in the condensation reaction mixture is neutralized with a base is used in the condensation reaction mixture. A compound having a structure in which a part or all of the carboxyl groups of at least one compound contained in A2 is neutralized with a base is preferable.
[4] In the lubricant composition according to [1] or [2], the condensation reaction mixture A1 includes a trihydric or higher polyhydric alcohol a1-1 and a divalent or higher polyvalent carboxylic acid or a carboxylic acid precursor. And a condensation reaction mixture obtained by condensing at least the monohydric alcohol a1-3.
[5] In the lubricant composition according to [4], the monohydric alcohol a1-3 preferably has a branched alkyl group.
[6] The lubricant composition according to any one of [1] to [5] is a condensate obtained by condensing at least a trihydric or higher polyhydric alcohol a1-1 and a carboxylic acid or a carboxylic acid precursor, It is preferable that at least one of the condensates obtained by condensing at least the trivalent or higher polyvalent carboxylic acid or carboxylic acid precursor a2-1 and the monovalent or divalent alcohol includes a compound having an alkyleneoxy structure.
[7] A composition containing at least a trihydric or higher polyhydric alcohol a1-1 and a carboxylic acid or a carboxylic acid precursor is subjected to a condensation reaction to produce a trihydric or higher polyhydric alcohol a1-1 and a carboxylic acid or carboxylic acid. Obtaining a condensation reaction mixture A1 comprising a condensate with an acid precursor;
The carboxyl group of at least one compound contained in the condensation reaction mixture A1 was neutralized with a base, and some or all of the carboxyl groups of at least one compound contained in the condensation reaction mixture A1 were neutralized with a base. The manufacturing method of a lubricant composition including the neutralization process of obtaining the compound which has a structure.
[8] In the method for producing the lubricant composition according to [7], the step of obtaining the condensation reaction mixture A1 includes a trihydric or higher polyhydric alcohol a1-1, a polyvalent carboxylic acid or a carboxylic acid precursor, It is preferably a step of subjecting a composition containing at least a monohydric alcohol to a condensation reaction.
[9] A trivalent or higher polyvalent carboxylic acid or carboxylic acid precursor a2-1 and a composition containing at least a monovalent or divalent alcohol are subjected to a condensation reaction. Obtaining a condensation reaction mixture A2 containing a condensate of an acid precursor a2-1 and a monovalent or divalent alcohol;
The carboxyl group of at least one compound contained in the condensation reaction mixture A2 was neutralized with a base, and part or all of the carboxyl groups of at least one compound contained in the condensation reaction mixture A2 were neutralized with a base. The manufacturing method of a lubricant composition including the neutralization process of obtaining the compound which has a structure.
[10] In the method for producing a lubricant composition according to any one of [7] to [9], the base is preferably an organic amine or an organic ammonium salt.
[11] In the method for producing a lubricant composition according to any one of [7] to [10], the acid value of the condensation reaction mixture A1 or the condensation reaction mixture A2 is preferably 1 to 20 mgKOH / g. .
[12] A lubricant composition produced by the method for producing a lubricant composition according to any one of [7] to [11].

According to the present invention, it is possible to provide a lubricant composition having excellent corrosion resistance and lubricity.
Moreover, according to this invention, the manufacturing method of the lubricant composition excellent in corrosion resistance and lubricity can be provided.

Hereinafter, the lubricant composition of the present invention and the method for producing the lubricant composition will be described in detail.
The description of the constituent elements described below may be made based on typical embodiments of the present invention, but the present invention is not limited to such embodiments. In the present specification, a numerical range represented by using “to” means a range including numerical values described before and after “to” as a lower limit value and an upper limit value.

[Lubricant composition]
The lubricant composition of the present invention comprises
A condensation reaction mixture A1 obtained by a condensation reaction of a composition containing at least a trihydric or higher polyhydric alcohol a1-1 and a carboxylic acid or a carboxylic acid precursor; and a trihydric or higher polyhydric carboxylic acid or carboxylic acid A condensation reaction mixture A2 obtained by subjecting a composition containing at least the precursor a2-1 and a monovalent or divalent alcohol to a condensation reaction;
A lubricant composition containing a condensation reaction mixture selected from
The above-mentioned lubricant composition contains a compound having a structure in which some or all of the carboxyl groups of at least one compound contained in the condensation reaction mixture are neutralized with a base.
With such a configuration, the lubricant composition of the present invention is excellent in corrosion resistance and lubricity.

In the present specification, the condensate refers to a reaction product obtained by a condensation reaction.
In the present specification, the reaction mixture refers to a composition obtained by reaction.
In the present specification, the “reaction mixture of condensation” refers to a composition obtained by a condensation reaction. Here, the condensation reaction mixture may include a mixture of various condensates such as polyesters, ester oligomers, and low molecular esters obtained by a condensation reaction of raw materials described later, an unreacted alcohol raw material, and a carboxylic acid raw material. An unreacted hydroxyl group, carboxyl group or carboxyl group precursor may be present in the condensation reaction mixture.

<Composition A>
In this specification, the composition obtained by the neutralization process in the manufacturing method of the lubricant composition of this invention mentioned later for convenience of explanation is called composition A. Composition A optionally includes the above-mentioned condensation reaction mixture, and a compound having a structure in which some or all of the carboxyl groups of at least one compound contained in the above-mentioned condensation reaction mixture are neutralized with a base. And a component used in the neutralization step which may be included.

<Raw material of composition A>
Composition A described above is a condensation reaction mixture A1 obtained by subjecting a composition containing at least a polyhydric alcohol a1-1 having a valence of 3 or more and a carboxylic acid or a carboxylic acid precursor to a condensation reaction; It remains in a condensation reaction mixture A selected from a condensation reaction mixture A2 obtained by subjecting a composition containing at least a polyvalent carboxylic acid or carboxylic acid precursor a2-1 and a monovalent or divalent alcohol to a condensation reaction. It can be obtained by neutralizing the carboxyl group with a base.

  In the condensation reaction of carboxylic acid and alcohol, it is difficult to completely eliminate the carboxyl group, and usually an unreacted carboxyl group remains. The unreacted carboxyl group is a carboxyl group derived from the remaining unreacted raw material or contained in the condensate present in the condensation reaction mixture A. In the present invention, this unreacted carboxyl group is neutralized with a base, whereby a part or all of the carboxyl groups of at least one compound contained in the condensation reaction mixture are neutralized with a base. A compound is obtained.

<< Condensation reaction mixture A1 and its preparation >>
The above-mentioned condensation reaction mixture A1 is obtained by subjecting a composition containing at least a trihydric or higher polyhydric alcohol a1-1 and at least a carboxylic acid or a carboxylic acid precursor to a condensation reaction. It contains a condensate obtained by condensing at least the alcohol a1-1 and the carboxylic acid or carboxylic acid precursor.

<<< Trivalent or higher polyhydric alcohol a1-1 >>>>
The trihydric or higher polyhydric alcohol a1-1 is a compound containing three or more alcoholic hydroxyl groups and / or phenolic hydroxyl groups in the molecule, preferably a compound containing three or more alcoholic hydroxyl groups. The compound which has 3-6 is more preferable.
A preferable trihydric or higher polyhydric alcohol is an alcohol represented by the following general formula (a1-1a).

一般式（ａ１−１ａ）中、Ｚはｍ１価の連結基を表し、ｍ１は３以上の整数を表す。 General formula (a1-1a)

In general formula (a1-1a), Z represents an m1-valent linking group, and m1 represents an integer of 3 or more.

四級炭素原子は、以下の構造である。

Ｚとして好ましくはアルキレン基、アリーレン基およびこれらの複数が単結合、２価の連結基（好ましくは−Ｏ−、−Ｃ（＝）Ｏ−、−ＯＣ（＝）Ｏ−、−Ｓ−、−ＳＯ２−、−Ｃ（＝Ｏ）−、−Ｃ（＝Ｏ）ＮＲ^b−（Ｒ^b：Ｈ、アルキル基、アリール基））または３価以上の連結基で結合した構造であり、かつ、少なくとも１つの３価以上の連結基を含むｍ１価の連結基である。
２価の連結基上に他の置換基を有していてもよい。
好ましいＺは３価以上の多価アルコールの好ましい例から水酸基を除いた残基である。 The alcohol represented by the general formula (a1-1a) is an m1-valent alcohol.
In general formula (a1-1a), Z is an m1-valent linking group, and in other words, Z means a polyhydric alcohol mother nucleus formed by removing m1 hydroxyl groups from an m1-valent alcohol.
Z is an m1-valent linking group containing at least one trivalent or higher linking group. The trivalent or higher valent linking group is not particularly limited, and preferred examples thereof include a trivalent linking group containing a tertiary carbon atom and a quaternary carbon atom.
The trivalent linking group containing a tertiary carbon atom preferably has the following structure, and R ^c in the following structure represents a hydrogen atom or a substituent.

A quaternary carbon atom has the following structure:

Z is preferably an alkylene group, an arylene group, and a plurality of these are a single bond or a divalent linking group (preferably -O-, -C (=) O-, -OC (=) O-, -S-,- SO2 -, - C (= O ) -, - C (= O) NR b - (R b: H, an alkyl group, an aryl group)) or a structure bound with trivalent or higher linking group, and at least It is an m1 valent linking group including one trivalent or higher linking group.
Other substituents may be present on the divalent linking group.
Preferred Z is a residue obtained by removing a hydroxyl group from a preferred example of a trihydric or higher polyhydric alcohol.

  m1 is an integer greater than or equal to 3, Preferably it is 3-6, More preferably, it is 3 or 4.

Specific examples of the trihydric or higher polyhydric alcohol include glycerin, 1,2,3-butanetriol, 1,2,4-butanetriol, 1,2,3-pentanetriol, and 1,2,4-pentane. Triol, 2-methyl-1,2,3-propanetriol, 2-methyl-2,3,4-butanetriol, 2-ethyl-1,2,3-butanetriol, 2,3,4-pentanetriol, 3-methylpentane-1,3,5-triol, 2,4-dimethyl-2,3,4-pentanetriol, 2,3,4-hexanetriol, 4-propyl-3,4,5-heptanetriol, Trivalent alcohols such as 1,3,5-cyclohexanetriol, pentamethylglycerin, trimethylolethane, trimethylolpropane;
Tetrahydric alcohols such as 1,2,3,4-butanetetraol, pentaerythritol, diglycerin, sorbitan, ribose, arabinose, xylose, lyxose, ditrimethylolethane, ditrimethylolpropane;
Pentahydric alcohols such as arabitol, xylitol, glucose, fructose, galactose, mannose, allose, gulose, idose, talose;
Hexavalent alcohols such as dipentaerythritol, sorbitol, galactitol, mannitol, allitol, iditol, taritol, inositol, quercitol;
Octavalent alcohols such as tripentaerythritol are preferred.
Among these, trimethylol ethane, trimethylol propane, glycerol, pentaerythritol, ditrimethylol ethane, ditrimethylol propane, di or tripentaerythritol are more preferable, trimethylol propane, trimethylol ethane, ditrimethylol propane, glycerol, pentaerythritol, Dipentaerythritol is particularly preferred.

As the above-mentioned trihydric or higher polyhydric alcohol a1-1, a compound obtained by adding alkylene oxide to at least one hydroxyl group of the above trivalent or higher polyhydric alcohol (compound having an alkyleneoxy structure) is also preferable. Can be used. As the added alkylene oxide, ethylene oxide, propylene oxide, butylene oxide and a plurality of combinations thereof are preferable, and ethylene oxide and propylene oxide are more preferable.
The alkylene oxide adduct of a trihydric or higher polyhydric alcohol is preferably formed by adding an independent alkylene oxide to all of the hydroxyl groups of the trihydric or higher polyhydric alcohol.
The number of added alkylene oxides (alkyleneoxy structures) is preferably 3 to 200 on average in the above-described trihydric or higher polyhydric alcohol a1-1, and more preferably 6 to 100. More preferable addition number of alkylene oxide is 1 to 20 times on average with respect to the number of hydroxyl groups of the trihydric or higher polyhydric alcohol, more preferably 2 to 10 times, particularly preferably. The number is 3 to 7 times.

一般式（ａ１−１ｂ）中、Ｚはｍ１価の連結基を表し、ｍ１は３以上の整数を表し、Ｒ¹¹はアルキレン基を表し、ｎ１は１〜１００の整数を表す。 The alkylene oxide adduct of the trihydric or higher polyhydric alcohol a1-1 is preferably a compound represented by the following general formula (a1-1b).
Formula (a1-1b)

In general formula (a1-1b), Z represents an m1-valent linking group, m1 represents an integer of 3 or more, R ¹¹ represents an alkylene group, and n1 represents an integer of 1 to 100.

Z and m1 in the general formula (a1-1b) have the same meanings as Z and m1 in the general formula a1-1a, respectively. Preferred Z is a residue obtained by removing a hydroxyl group from preferred examples of the trihydric or higher polyhydric alcohol.
R ¹¹ is an alkylene group, preferably an ethylene group, a propylene group or a butylene group, more preferably an ethylene group or a propylene group. A plurality of R ¹¹ may be the same or different.
n1 is an integer of 1 to 100, preferably 1 to 20, more preferably 2 to 10, and particularly preferably 3 to 7. A plurality of n1 may be the same or different.

  Specific examples of the trihydric or higher polyhydric alcohol a1-1 that can be used in the present invention are shown below, but the present invention is not limited thereto.

ａ１−１ｅは、平均Ｍｎ＝４５０、ｙ１１＋ｙ１２＋ｙ１３＝平均で７の化合物である。
ａ１−１ｆは、平均Ｍｎ＝７９７、ｙ３１＋ｙ３２＋ｙ３３＋ｙ３４＝平均で１５の化合物である。

a1-1e is a compound having an average Mn = 450 and y11 + y12 + y13 = 7 on average.
a1-1f is an average Mn = 797, y31 + y32 + y33 + y34 = average 15 compounds.

<<< carboxylic acid or carboxylic acid precursor >>>
The carboxylic acid or carboxylic acid precursor contained in the composition containing at least the trihydric or higher polyhydric alcohol a1-1 and the carboxylic acid or carboxylic acid precursor used to obtain the condensation reaction mixture A1 will be described. To do. As such carboxylic acid or carboxylic acid precursor, polyvalent carboxylic acid or carboxylic acid precursor a1-2a having two or more carboxyl groups, monovalent carboxylic acid or carboxylic acid precursor a1 having one carboxyl group -2b.

(Divalent or higher polyvalent carboxylic acid or polyvalent carboxylic acid precursor a1-2a)
The divalent or higher polyvalent carboxylic acid or carboxylic acid precursor a1-2a is a compound having two or more carboxyl groups or carboxylic acid precursor structures, preferably 2 to 4 carboxyl groups or carboxylic acid precursor structures. More preferably, it is a compound having 2 or 3, more preferably 2 compounds. Here, the precursor represents a group capable of forming an ester bond by reacting with a trihydric or higher polyhydric alcohol a1-1, or a monohydric or dihydric alcohol, and includes a carboxylic acid halide, a carboxylic acid ester ( Preferably methyl ester, ethyl ester), carboxylic acid anhydride (preferably succinic anhydride), carboxylic acid and other acids (preferably sulfonic acid such as methanesulfonic acid and toluenesulfonic acid, substituted carboxylic acid such as trifluoroacetic acid) The mixed anhydride is preferred. Hereinafter, the precursor thereof is included in the detailed description of the divalent or higher polyvalent carboxylic acid.
The carboxyl groups in the molecule of the divalent or higher polyvalent carboxylic acid are linked by a chain or cyclic divalent or higher aliphatic hydrocarbon or aromatic hydrocarbon. One or more carbon atoms not adjacent to each other of the carbon atoms of the aliphatic hydrocarbon or aromatic hydrocarbon linking group may be substituted with oxygen atoms.
From the viewpoint of lubricity, the divalent or higher polyvalent carboxylic acid or carboxylic acid precursor a1-2a preferably has a branched alkyl group.

  The number of carbon atoms of the divalent or higher polyvalent carboxylic acid is preferably 4 or more, preferably 8 or more, more preferably 18 or more, further preferably 22 or more, and 26 or more. It is particularly preferable that it is 36 or more. The number of carbon atoms of the divalent or higher polyvalent carboxylic acid is preferably 70 or less, more preferably 66 or less, and even more preferably 59 or less. In the present invention, the carbon number of a divalent or higher polyvalent carboxylic acid means the number of carbon atoms including the carbon atom constituting the carboxyl group. Thus, lubricity can be improved more by making carbon number of polyvalent carboxylic acid more than bivalence into the said range.

Examples of the divalent or higher polyvalent carboxylic acid that can be used in the present invention include terephthalic acid, phthalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, suberic acid, azelaic acid, sebacic acid, and dodecanedioic acid. , Trimellitic acid, dimer acid (dimer of unsaturated carboxylic acid having 18 carbon atoms), hydrogenated dimer acid, trimer acid (trimer of unsaturated carboxylic acid having 18 carbon atoms), carbon number 22 And an unsaturated carboxylic acid dimer (such as erucic acid dimer). Among these, dimer acid, hydrogenated dimer acid, and dimer of unsaturated carboxylic acid having 22 carbon atoms of trimer acid are preferably used from the viewpoint of solubility in base oil.
Here, the dimer acid is an aliphatic or alicyclic dicarboxylic acid produced by dimerization of an unsaturated fatty acid (usually 18 carbon atoms) by polymerization or Diels-Alder reaction (in addition to most dimers, Many of them contain trimers, monomers and the like of several mol%), and among them, those whose main components are trimers are defined as trimer acids.
As specific examples of dimer acid or trimer acid, Tsunodim (registered trademark) 205, 216, 228, and 395 manufactured by Tsukino Food Industry Co., Ltd. can be exemplified as dimer acid, and tunodim 345 and the like can be exemplified as trimer acid. In addition, products of Cognis and Unikema may be used.
Those divalent or higher polyvalent carboxylic acids that are further substituted with an alkyl group or an alkenyl group can also be preferably used.

  Specific examples of the divalent or higher polyvalent carboxylic acid or carboxylic acid precursor a1-2a that can be used in the present invention are shown below, but the present invention is not limited thereto.

(Monovalent carboxylic acid or monovalent carboxylic acid precursor a1-2b)
Examples of the monovalent carboxylic acid or monovalent carboxylic acid precursor a1-2b in the present invention include aliphatic carboxylic acids, aromatic carboxylic acids and their carboxylic acid precursor structures, and aliphatic carboxylic acids and their carboxylic acids. A precursor structure is preferred. The carbon number of the monovalent carboxylic acid or monovalent carboxylic acid precursor is preferably 5 or more, more preferably 8 or more from the viewpoint of lubricity, and particularly preferably 9 or more.
It is preferable from the viewpoint of lubricity that the monovalent carboxylic acid or the monovalent carboxylic acid precursor a1-2b has a branched alkyl group.
More preferable monovalent carboxylic acid or monovalent carboxylic acid precursor a1-2b is an aliphatic monovalent carboxylic acid or a monovalent carboxylic acid precursor having 9 or more carbon atoms and having a branched alkyl group, or carbon. It is an aliphatic monovalent carboxylic acid or a precursor of a monovalent carboxylic acid having a linear or branched alkyl group of several 13 or more.
Here, the precursor represents a group capable of reacting with an alcohol to form an ester bond, and includes a carboxylic acid halide, a carboxylic acid ester (preferably a methyl ester, an ethyl ester), a carboxylic acid anhydride, a carboxylic acid and another acid (preferably Is preferably a mixed anhydride of a sulfonic acid such as methanesulfonic acid or toluenesulfonic acid, or a substituted carboxylic acid such as trifluoroacetic acid. Hereinafter, the precursor is also included in the detailed description of the monovalent carboxylic acid.
Specific examples of preferable monovalent carboxylic acids include linear alkyl groups such as butanoic acid, pentanoic acid, hexanoic acid, heptanoic acid, octanoic acid, decanoic acid, stearic acid, dodecanoic acid, lauric acid, tetradecanoic acid, and behenic acid. 1 having a branched alkyl group such as 2,3,4,8,10,10-hexamethylundecane-5-carboxylic acid, 2-ethylhexanoic acid, 2-heptylundecanoic acid (isostearic acid) Carboxylic acids; unsaturated fatty acids such as oleic acid, linoleic acid, erucic acid, monomeric acid, and the like. Among them, stearic acid, 2-ethylhexanoic acid, 2-heptylundecanoic acid (isostearic acid) are preferable, and 2-heptyl Undecanoic acid (isostearic acid) is more preferred.

Specific examples of the monovalent carboxylic acid or the monovalent carboxylic acid precursor a1-2b that can be used in the present invention are shown below, but the present invention is not limited thereto.

  In addition to the trihydric or higher polyhydric alcohol a1-1 and the dihydric or higher polyhydric carboxylic acid or carboxylic acid precursor, the condensation reaction mixture A1 is further mixed with a monohydric alcohol a1-3 and / or a dihydric alcohol a3 (more It is preferable that at least the monohydric alcohol a1-3) is condensed.

<<<< monohydric alcohol a1-3 >>>>
The monohydric alcohol a1-3 is represented by R—OH. R is a monovalent aliphatic, alicyclic or aromatic ring group, and one or more carbon atoms which are not adjacent to each other in R may be substituted with an oxygen atom. R preferably has 4 or more carbon atoms, more preferably 6 or more, and even more preferably 8 or more. By setting the carbon number of the monohydric alcohol within the above range, the solubility in various base oils is improved, the frictional characteristics are also improved, and the monohydric alcohol can be prevented from being volatilized during the condensation reaction.
More preferably, the monohydric alcohol a1-3 has an alkyl group having 10 or more carbon atoms and / or a branched alkyl group and / or has an alkyleneoxy structure from the viewpoint of lubricity. It is what.

  Examples of the monohydric alcohol a1-3 suitable for the present invention include butanol, isobutanol, pentanol, propanol, hexanol, 2-ethylhexanol, heptanol, octanol, decanol, dodecanol, hexadecanol, octadecanol, 2- Examples include heptyl undecanol, eicosadecanol, phytosterol, isostearyl alcohol, stearol, cetol, behenol, or alkylene oxide adducts (compounds having an alkyleneoxy structure) of these monohydric alcohols.

The monohydric alcohol a1-3 used in the present invention preferably has an alkyleneoxy structure, and more preferably is represented by the following general formula (3).
General formula (3)

Here, in the general formula (3), Ra represents an alkyl group which may have ^a substituent, ^a cycloalkyl group which may have a substituent, an alkenyl group which may have a substituent, or a substituent. An aryl group which may have or a heteroaryl group which may have a substituent, and X ^a1 and X ^a2 each independently represent a hydrogen atom, a halogen atom or an alkyl group; Na1 represents an integer of 2 to 4, and na2 represents an integer of 1 to 20.

That the number of carbon atoms of the alkyl moiety of the alkyl group which may have a substituent represented by R ^a is preferably 2 to 25, more preferably from 4-22, 6-20 Is more preferable, and it is preferable that it is 8-18. The alkyl group represented by ^Ra may be linear or branched, but is preferably branched from the viewpoint of lubricity, and also has a solubility viewpoint when used as an additive to the base oil. To preferred.
R ^a may be a cycloalkyl group which may have ^a substituent.

The number of carbon atoms of the alkenyl group moiety alkenyl group which may have a substituent represented by R ^a is preferably 3 to 22, more preferably from 4 to 18, is 8 to 18 Is more preferable. The alkenyl group represented by R ^a may be linear, branched or cyclic.

The number of carbon atoms of the aryl moiety of the aryl group or heteroaryl group which may have a substituent represented by R ^a is preferably 6 to 17, and more preferably 6-12. Examples of the aryl group represented by ^Ra include a phenyl group and a naphthyl group, and among them, a phenyl group is particularly preferable. Examples of the heteroaryl group represented by ^Ra include imidazolyl, pyridyl, quinolyl, furyl, thienyl, benzoxazolyl, indolyl, benzimidazolyl, benzthiazolyl, carbazolyl, azepinyl Can be illustrated. The hetero atom contained in the heteroaryl group is preferably an oxygen atom, a sulfur atom, or a nitrogen atom, and more preferably an oxygen atom.

Especially, in General formula (3), it is more preferable that ^Ra is an alkyl group which may have ^a substituent.

Examples of the substituent that R ^a may have include a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms (for example, methyl, ethyl, which are both linear or branched propyl, butyl, Pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl, eicosyl, heneicosyl, docosyl, tricosyl, or tetracosyl); alkenyl having 2 to 35 carbon atoms Groups (eg, propenyl, butenyl, pentenyl, hexenyl, heptenyl, octenyl, nonenyl, decenyl, undecenyl, dodecenyl); cycloalkyl groups having 3 to 10 carbon atoms (eg, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl) Cycloheptyl); an aromatic ring group having 6 to 30 carbon atoms (for example, phenyl, naphthyl, biphenyl, phenanthryl, anthracenyl), a heterocyclic group (nitrogen atom, oxygen atom, and sulfur atom) Preferably a heterocyclic residue containing an atom, for example pyridyl, pyrimidyl, triazinyl, thienyl, furyl, pyrrolyl, pyrazolyl, imidazolyl, triazolyl, thiazolyl, imidazolyl, oxazolyl, thiadialyl, oxadiazolyl, quinolyl, isoquinolyl); A group consisting of a combination thereof is represented. If possible, these substituents may further have one or more substituents. Examples of the substituents include alkoxy groups, alkoxycarbonyl groups, halogen atoms, ether groups, alkylcarbonyl groups, cyano groups. Group, thioether group, sulfoxide group, sulfonyl group, amide group and the like.

In the general formula (3), X ^a1 and X ^a2 each independently represent a hydrogen atom, a halogen atom or an alkyl group, and more preferably a hydrogen atom or an alkyl group. The alkyl group represented by X ^a1 and X ^a2 is preferably a methyl group.

In general (3), na1 represents an integer of 2 to 4, more preferably an integer of 2 or 3, and still more preferably 2.
Na2 represents an integer of 1 to 20, more preferably an integer of 1 to 15, further preferably an integer of 1 to 10, and particularly preferably an integer of 1 to 7.

  The carbon number of the monohydric alcohol represented by the general formula (3) is preferably 4 or more, more preferably 6 or more, and further preferably 8 or more. By using such a monohydric alcohol, the solubility in various base oils is improved, the friction characteristics are also improved, and the monohydric alcohol can be prevented from evaporating during the condensation reaction.

  Specific examples of the monohydric alcohol a1-3 that can be used in the present invention are shown below, but the present invention is not limited thereto.

ａ１−３４は、ｙ５１＝平均で５の化合物である。
ａ１−３５は、ｙ５２＝平均で５の化合物である。

a1-34 is a compound having y51 = 5 on average.
a1-35 is a compound having y52 = 5 on average.

<<< Dihydric alcohol a3 >>>
Examples of the dihydric alcohol a3 include alkane diols such as ethylene glycol, propylene glycol, butylene glycol, neopentyl glycol, and octane diol, and polyvalent aralkyl alcohols such as xylene glycol.
Of these, alkanediols are preferred.

<< Composition of condensation reaction mixture A1 >>
In addition, the condensation reaction mixture A1 contains unreacted trihydric or higher polyhydric alcohol a1-1, unreacted carboxylic acid or carboxylic acid precursor and other unreacted raw materials (monovalent or divalent alcohol, etc.). May be included.
Preferable embodiments of the condensation reaction mixture A1 and the condensation product in the condensation reaction mixture A1 include at least the following aspects of A1- (1) to A1- (4).
A1- (1): a condensate obtained by condensing a trihydric or higher polyhydric alcohol a1-1 and a monovalent carboxylic acid a1-2b, and a condensation reaction mixture obtained by this condensation reaction (preferably a charge molar ratio of 1/2 To 1/8, more preferably 1 / 2.5 to 1/5).
A1- (2): a condensation product obtained by condensing a trihydric or higher polyhydric alcohol a1-1, a dihydric or higher polyvalent carboxylic acid a1-2a, and a monohydric alcohol a1-3, and a condensation obtained by this condensation reaction Reaction mixture (preferably in a charge mole ratio of 1/2/2 to 1/5/5, more preferably 1 / 2.2.3 / 3-1 / 4/4).
A1- (3): a condensate obtained by condensing a trihydric or higher polyhydric alcohol a1-1, a divalent or higher polyvalent carboxylic acid a1-2a and a monovalent carboxylic acid a1-2b, and a condensation obtained by this condensation reaction Reaction mixture (preferably in a charge molar ratio of 1 / 0.2 / 2 to 1/3/8, more preferably 1 / 0.4 / 2.5 to 1/2/4).
A1- (4): a condensate obtained by condensing a trihydric or higher polyhydric alcohol a1-1, a dihydric or higher polyhydric carboxylic acid a1-2a, a monovalent carboxylic acid a1-2b, and a monohydric alcohol a1-3 And a condensation reaction mixture obtained by this condensation reaction (preferably in a charge molar ratio of 1 / 0.2 / 0.2 / 0.2 to 1/4/6/6), more preferably 1 / 0.2 / 0. .3 / 0.3 to 1/4/6/6).

<< Condensation reaction mixture A2 and its preparation >>
The above-mentioned condensation reaction mixture A2 includes a condensate obtained by condensing at least a trivalent or higher polyvalent carboxylic acid or carboxylic acid precursor a2-1 and a monovalent or divalent alcohol.

<<< Trivalent or higher polyvalent carboxylic acid or carboxylic acid precursor a2-1 >>>>
The carboxylic acid precursor represents a group capable of reacting with an alcohol to form an ester bond. A carboxylic acid halide, a carboxylic acid ester (preferably a methyl ester, an ethyl ester), a carboxylic acid anhydride, a carboxylic acid and another acid (preferably Is preferably a mixed anhydride of a sulfonic acid such as methanesulfonic acid or toluenesulfonic acid, or a substituted carboxylic acid such as trifluoroacetic acid.
Hereinafter, in the detailed description of the trivalent or higher polyvalent carboxylic acid, its precursor is included.
The trivalent or higher polyvalent carboxylic acid or carboxylic acid precursor a2-1 may be any one as long as three or more carboxyl groups exist in the molecule, but 3 or 4 carboxyl groups in the molecule. The compound which has is preferable. Further, from the viewpoint of base oil solubility, an aliphatic polyvalent carboxylic acid is preferable.
The trivalent or higher polyvalent carboxylic acid or carboxylic acid precursor a2-1 preferably has a branched alkyl group from the viewpoint of lubricity.

  Examples of trivalent or higher polyvalent carboxylic acid or carboxylic acid precursor a2-1 are shown below.

<<< monovalent or divalent alcohol >>>
The monovalent or divalent alcohol used for obtaining the condensation reaction mixture A2 is a monohydric alcohol having one hydroxyl group in the molecule or a hydric alcohol having two.
As the monohydric alcohol used for obtaining the condensation reaction mixture A2, the monohydric alcohols mentioned for the monohydric alcohol a1-3 used for obtaining the condensation reaction mixture A1 are preferred, and the preferred ranges and specific examples are also the same. It is.
Examples of the dihydric alcohol used to obtain the condensation reaction mixture A2 include alkane diols such as ethylene glycol, propylene glycol, butylene glycol, neopentyl glycol, and octane diol, and polyvalent aralkyl alcohols such as xylene glycol. .
Of these, alkanediols are preferred.
As the alcohol used for obtaining the condensation reaction mixture A2, at least a monohydric alcohol is preferably used.

<< Composition of condensation reaction mixture A2 >>
In addition, the condensation reaction mixture A2 may further contain an unreacted trivalent or higher polyvalent carboxylic acid or carboxylic acid precursor a2-1 and an unreacted monovalent or divalent alcohol.
Preferable embodiments of the condensation product in the condensation reaction mixture A2 and the condensation reaction mixture A2 include at least the following aspects of A2- (1) and A2- (2).
A2- (1): a condensation reaction mixture obtained when the polyvalent carboxylic acid or carboxylic acid precursor a2-1 having a valence of 3 or more is condensed with a monohydric alcohol and a condensate (preferably charged) contained in the condensation reaction mixture The molar ratio is 1/2 to 1/7).
A2- (2): a condensation reaction mixture obtained when a polyvalent carboxylic acid having a valence of 3 or more or a carboxylic acid precursor a2-1, a monohydric alcohol and a dihydric alcohol are condensed, and a condensate contained in the condensation reaction mixture (Preferably, 1/1/1 to 1/4/3 in terms of charged molar ratio).

<< Formation of condensation reaction mixture A1 and condensation reaction mixture A2 >>
A composition containing at least a trihydric or higher polyhydric alcohol a1-1 charged as described above and a carboxylic acid or carboxylic acid precursor, or a trihydric or higher polyhydric carboxylic acid or carboxylic acid precursor a2 A condensation reaction mixture A1 or A2 is obtained by subjecting a composition containing at least -1 and a monovalent or divalent alcohol to a condensation reaction in the presence or absence of a catalyst or a condensing agent.

  In the condensation, it is desirable to heat or to make an appropriate amount of a solvent azeotropic with water or a low molecular alcohol. Thereby, the reaction proceeds smoothly without coloring the product. This solvent is preferably a hydrocarbon solvent having a boiling point of 100 to 200 ° C, more preferably a hydrocarbon solvent having a boiling point of 100 to 170 ° C, and most preferably a hydrocarbon solvent having a boiling point of 110 to 160 ° C. Examples of these solvents include toluene, xylene, mesitylene and the like. If the amount to be added is too large, the liquid temperature will be in the vicinity of the solvent and condensation will not proceed easily. On the other hand, if the amount is too small, azeotropy does not go smoothly. Therefore, the addition amount is preferably 1 to 25% by mass, more preferably 2 to 20% by mass, particularly preferably 3 to 15% by mass, and also preferably 5 to 12% by mass with respect to the total amount of the raw material.

  Although the reaction is accelerated by using the catalyst, it is desirable not to use it because the post-treatment of removing the catalyst is complicated and causes coloring of the product. However, when used, normal conditions and procedures are used with normal catalysts. In this regard, reference can be made to Japanese Patent Publication Nos. 2001-501989, 2001-500499, 2001-507334, and 2002-509563.

  After completion of the preparation, the reaction is carried out at a liquid temperature of 120 to 250 ° C, preferably 130 to 230 ° C, more preferably 150 to 230 ° C, and particularly preferably 170 to 230 ° C. As a result, a solvent containing water or a low molecular alcohol is azeotroped, cooled at the cooling site, and separated into a liquid. This water may be removed. After reacting at a low temperature, the reaction may be performed at a higher temperature.

  As for the reaction time, since the theoretically generated water amount is calculated from the number of moles charged, it is preferable to carry out the reaction until the water amount is obtained, but it is difficult to complete the reaction completely. Even if the reaction is terminated when the theoretical water generation amount is 60 to 90%, the lubricity is good. The reaction time is 1 to 24 hours, preferably 3 to 18 hours, more preferably 5 to 18 hours, and most preferably 6 to 15 hours.

  The acid value of the obtained condensation reaction mixture A1 and condensation reaction mixture A2, that is, the carboxyl group or carboxyl group precursor of at least one compound contained in at least one of the condensation reaction mixture A1 and the condensation reaction mixture A2 is a base. The acid value of each condensation reaction mixture A1 and condensation reaction mixture A2 before neutralization is preferably 1 to 100 mgKOH / g, more preferably 1 to 50 mgKOH / g, and 1 to 30 mgKOH / g. It is particularly preferably 1 to 20 mg KOH / g, more preferably 1 to 10 mg KOH / g. However, it is not limited to this range. In the present specification, specifically, the acid value of the condensation reaction mixture A1 and the condensation reaction mixture A2 (the number of mg of KOH required to neutralize 1 g of the sample) was a value measured according to the JIS K2501 method.

<< Base used for preparation of Composition A >>
The composition A can be obtained by neutralizing a carboxyl group remaining in the condensation reaction mixture A selected from the condensation reaction mixture A1 obtained as described above; and the condensation reaction mixture A2 with a base.
The base used for neutralization may be an organic base or an inorganic base, but is preferably an organic base.
The organic base is more preferably an organic base having an alkyl group having 4 or more carbon atoms, an organic base having 2 alkyl groups having 4 or more carbon atoms, or an organic group having an alkyl group having 8 or more carbon atoms. More preferably, it is a base.
On the other hand, as the above-mentioned inorganic base, metal hydroxide (eg, sodium hydroxide, potassium hydroxide, etc.), metal carbonate (potassium carbonate, sodium carbonate, etc.) and the like are preferable.

As a preferable organic base used in the present invention, an organic amine or an organic ammonium salt is preferable from the viewpoint of oxidation stability, and more preferably an organic amine.
Examples of the organic amine include alkylamines (for example, mono, di, and trialkylamines, preferably trialkylamine), aromatic amines, aralkylamines (for example, benzyldialkylamine and tribenzylamine), and nitrogen-containing heterocycles. Compounds (eg pyridines, imidazoles) are preferred. From the viewpoint of oxidation stability, the organic amine preferably has no N—H bond as a state before neutralization.
As the above-mentioned organic ammonium salt, ammonium salt (for example, tetraalkylammonium salt, benzyltrialkylammonium salt, piperidinium salt, pyrrolidinium salt) tetrasubstituted with an alkyl group, aryl group, or aralkyl group is substituted with an alkyl group on the nitrogen atom. Thus, nitrogen-containing heterocyclic compounds having a quaternary ammonium structure (for example, N, N ′ disubstituted imidazolium salts and pyridinium salts) are preferable.

The above-mentioned bases are organic amines such as tributylamine, trioctylamine, tridodecylamine, benzyldibutylamine, tribenzylamine, benzyltrioctylamine among these organic amines or organic ammonium salts; or
Particularly preferred are organic ammonium salts such as tetrabutylammonium hydroxide, hexadecyltrimethylammonium hydroxide, methyltrioctylammonium hydroxide, octyltrimethylammonium hydroxide, and tetrahexylammonium hydroxide.
Among these, the above-mentioned base is more preferably an organic amine, and trioctylamine or tridodecylamine is particularly preferable from the viewpoint of base oil solubility.

There is no restriction | limiting in particular as the above-mentioned neutralization process for obtaining the compound which has the structure where one part or all part of the carboxyl group of the at least 1 type compound contained in a condensation reaction mixture was neutralized with the base.
As the above-described neutralization step, after performing the condensation reaction to obtain the condensation reaction mixture A (A1 or A2), the acid value of the condensation reaction mixture A (A1 or A2) is measured, and the condensation reaction mixture A After calculating the amount of carboxylic acid remaining in (A1 or A2), 0.5 to 2 times mol (preferably 0.8 to 1.2 times mol) of the amount necessary to neutralize this carboxylic acid amount, More preferably, it is a step of neutralizing at least a part of the remaining carboxy group by mixing 0.9 to 1.1 mol) of the above base (preferably an organic amine and / or an organic ammonium salt). preferable.

In the lubricant composition of the present invention, there is no need to specify the structure of a compound having a structure in which some or all of the carboxyl groups of at least one compound contained in the condensation reaction mixture are neutralized with a base. It is sufficient that at least one arbitrary compound contained in the reaction mixture A (A1 or A2) is a compound in which a part or all of the carboxyl groups are neutralized with a base. In addition, the compound having a structure in which a part or all of the carboxyl groups of at least one compound contained in the condensation reaction mixture is neutralized with a base is obtained by changing the composition A described above by the method for producing the composition A described later. It is a compound obtained when manufactured.
A compound having a structure in which part or all of the carboxyl groups of at least one compound contained in the condensation reaction mixture is neutralized with a base,
At least one condensate contained in the above-mentioned condensation reaction mixture A (A1 or A2);
A carboxylic acid remaining in the condensation reaction mixture A (A1 or A2); and a carboxylic acid precursor remaining in the condensation reaction mixture A (A1 or A2);
Of these, a compound derived from at least one compound and having a structure in which some or all of the carboxyl groups are neutralized with a base is preferable.

<Method for producing Composition A>
In the first aspect of the production method of the composition A, a condensation reaction mixture A1 is obtained by subjecting a composition containing at least a trihydric or higher polyhydric alcohol a1-1 and at least a carboxylic acid or a carboxylic acid precursor to a condensation reaction. Obtaining a step;
The carboxyl group of at least one compound contained in the condensation reaction mixture A1 is neutralized with a base, and part or all of the carboxyl groups of at least one compound contained in the condensation reaction mixture A1 are neutralized with a base. And a neutralization step for obtaining a compound having a specific structure.
In the second aspect of the production method of the composition A, a composition containing at least a trivalent or higher polyvalent carboxylic acid or carboxylic acid precursor a2-1 and a monovalent or divalent alcohol is subjected to a condensation reaction, Obtaining a condensation reaction mixture A2;
The carboxyl group of at least one compound contained in the condensation reaction mixture A2 is neutralized with a base, and part or all of the carboxyl groups of at least one compound contained in the condensation reaction mixture A2 are neutralized with a base. And a neutralization step for obtaining a compound having a specific structure.

  The step of obtaining the condensation reaction mixture A1 of the first aspect is a condensation reaction of a composition containing at least a trihydric or higher polyhydric alcohol a1-1, a polyhydric carboxylic acid or a carboxylic acid precursor, and a monohydric alcohol. It is preferable that it is the process of making it.

  A preferred embodiment of the step of obtaining the condensation reaction mixture A1 or A2 in the production method of the composition A or the production method of the lubricant composition of the present invention described later is the condensation reaction mixture in the description of the lubricant composition of the present invention, respectively. It is the same as that of the preferable aspect of the production | generation of A1 and A2.

  When the acid value of the composition A is titrated with KOH using the JIS K2501 method, an accurate value cannot be obtained. Therefore, the acid value of the condensation reaction mixture A is measured, and the condensation reaction mixture A1 or A2 is measured. After calculating the amount of carboxylic acid remaining in the sample, it was judged that the state was completely neutralized when 1 mol of the base was added to the base necessary to neutralize the amount of carboxylic acid. The amount of base to be added is preferably 0.5 to 2 times mol (more preferably 0.8 to 1.2 times mol, still more preferably) of the amount necessary to neutralize the amount of carboxylic acid remaining in the condensation reaction mixture. Is 0.9 to 1.1 times mol.

By performing the above-described neutralization step on the condensation reaction mixture A1 or A2 having an acid value in the above-described range to obtain the composition A, the lubricant composition of the present invention is more resistant to corrosion and lubricity. It will be excellent.
The neutralization step in the first embodiment of the production method of the composition A remains in the above-mentioned condensation reaction mixture A1 and the carboxyl group of at least one condensate contained in the above-mentioned condensation reaction mixture A1. It is preferable to neutralize at least one of the carboxyl group of the carboxylic acid or the carboxyl group precursor of the carboxylic acid precursor with a base.
The neutralization step in the second embodiment of the production method of the composition A remains in the above-mentioned condensation reaction mixture A2 and the carboxyl group of at least one condensate contained in the above-mentioned condensation reaction mixture A2. It is preferable to neutralize at least one of the carboxyl group of the trivalent or higher polyvalent carboxylic acid or the carboxyl group precursor of the carboxylic acid precursor with a base.

The kinematic viscosity at 40 ° C. of the composition A is preferably 50 to 2000 mm ² / s. The kinematic viscosity at 40 ° C. of the composition A is preferably 50 mm ² / s or more, more preferably 70 mm ² / s or more, and further preferably 100 mm ² / s or more. Moreover, the kinematic viscosity at 40 ° C. of the composition A is preferably 2000 mm ² / s or less, more preferably 1500 mm ² / s or less, and further preferably 1000 mm ² / s or less. By setting the kinematic viscosity of the composition A within the above range, the friction coefficient of the lubricant composition can be kept low, thereby improving the lubricating performance. In this specification, the kinematic viscosity at 40 ° C. of the composition A specifically employs a value measured in a constant temperature water bath at 40.0 ° C. using an Ubbelohde viscometer.

  The molecular weight of the composition A is preferably a weight average molecular weight in terms of standard polystyrene using gel permeation chromatography (GPC), preferably from 1,000 to 100,000, more preferably from 2,000 to 20,000, still more preferably from 3,000 to 10,000. By setting the molecular weight within an appropriate range, good lubricating characteristics can be obtained with low viscosity.

In the present specification, specifically, a value measured under the following conditions is adopted as the polystyrene-reduced weight average molecular weight of the condensate.
"HLC-8220GPC (manufactured by Tosoh Corporation)" apparatus. Columns are “TSKgel, SuperHZM-H (manufactured by Tosoh Corporation, 4.6 mm ID × 15 cm)”, “TSKgel, SuperHZ4000 (manufactured by Tosoh Corporation, 4.6 mmID × 15 cm)”, TSKgel, SuperHZ2000 (Tosoh Corporation) 3 ", 4.6 mm ID x 15 cm)" was used.

As GPC conditions, for example, the following conditions can be employed.
・ Eluent THF
・ Flow rate 0.35ml / min
・ Measurement temperature 40 ℃ (column, inlet, RI)
・ Analysis time 20 minutes ・ Sample concentration 0.1%
・ Sample injection volume 10μl

The composition A may contain an unreacted OH group. The ratio of unreacted OH is determined by measuring ¹³ C-NMR. In the use of the lubricant, the residual ratio of OH in the composition A is preferably 0 to 40%, more preferably 0 to 35%, and further preferably 0 to 30%.

  After completion of the reaction and the treatment after the reaction, it is preferable to perform filtration to remove dust and the like. When the product becomes solid, it can be melted out or taken out as a powder by reprecipitation.

<Method for producing lubricant composition>
The manufacturing method of the lubricant composition of the present invention may be the manufacturing method of the above-mentioned composition A, or the manufacturing method of the above-mentioned composition A and the above-mentioned composition A other than the composition A described later. And a step of adding other components.
The lubricant composition of the present invention may be a lubricant composition comprising the above-described composition A, or a lubricant composition comprising the above-described composition A and other components than the above-described composition A. There may be. Examples of components other than the above-described composition A include various additives and media described below.

<Ingredients other than Composition A of Lubricant Composition>
The present invention relates to a lubricant composition containing at least the composition A described above. For example, the above-described composition A and various additives and / or media can be added to the lubricant composition of the present invention.
The content of the composition A is preferably 0.01 to 100% by mass, more preferably 0.1 to 20% by mass, and still more preferably 0.3 to 10% by mass with respect to the total amount of the lubricant composition. The above-mentioned composition A exhibits good lubricating properties only by adding a small amount to the medium.
As a particularly preferred embodiment of the lubricant composition of the present invention, the ratio of the composition A described above is 0.1 to 20% by mass, the ratio of the medium is 70 to 99.9% by mass, based on the total lubricant composition. It is a lubricant composition in which the ratio of the above-described composition A and other components other than the medium is 0 to 29.9% by mass.

As other components other than the above-mentioned medium, that is, additives, for example, antiwear agents, viscosity index improvers (preferably polyalkyl (meth) acrylate, alkyl (meth) acrylate- (meth) acrylate having a polar group) Polymer), antioxidant (preferably phenol compound, amine compound), detergent (preferably Ca sulfonate, Ca phenate, Mg sulfonate, Ca salicylate, (boric acid modified) succinimide, succinate), dispersant 1 or 2 selected from a flow agent, a curing agent, a corrosion inhibitor, a seal compatibility agent, an antifoaming agent (preferably polydimethylsilicone), a rust inhibitor, a corrosion inhibitor, a friction modifier, and a thickener. More than species can be mentioned.
By adding such an additive, a preferable function as a lubricant such as wear suppression can be imparted. Regarding the additives that can be used in the present invention, the description in paragraphs [0098] to [0165] of JP2011-89106A can be referred to.

Preferred compounds as the other components other than the composition A and the medium described above, that is, preferred additives to the lubricant composition of the present invention are compounds having at least one of zinc, molybdenum, sulfur and phosphorus. Such compounds have functions such as friction modifiers, antiwear agents, and antioxidants. The compound having at least one of zinc, molybdenum, sulfur and phosphorus as a constituent element means a compound which may contain zinc, molybdenum, sulfur and phosphorus in any state. Specific examples include compounds containing zinc, molybdenum, sulfur, and phosphorus as simple substances (oxidation number 0), ions, complexes, and the like.
Examples of such compounds include organic molybdenum compounds, inorganic molybdenum compounds, organic zinc compounds, phosphoric acid derivatives, and organic sulfur compounds. Of these, organic molybdenum compounds and organic zinc compounds are preferred.
In addition, as for the compound having at least one of zinc, molybdenum, sulfur and phosphorus as a constituent element, only one kind may be added to the lubricant composition of the present invention. It may be added to the agent composition. When two or more compounds having at least one of zinc, molybdenum, sulfur and phosphorus as constituent elements are added to the lubricant composition of the present invention, an organic molybdenum compound, an inorganic molybdenum compound, an organic zinc compound, It is preferable to combine two or more of phosphoric acid derivatives and organic sulfur compounds, and it is more preferable to combine organic molybdenum compounds and organic zinc compounds.
Hereinafter, preferred embodiments of the organic molybdenum compound, the inorganic molybdenum compound, the organic zinc compound, the phosphoric acid derivative, and the organic sulfur compound will be described.

Examples of the organic molybdenum compound used as an additive in the lubricant composition include organic molybdenum compounds containing phosphorus such as molybdenum dithiophosphate (sometimes referred to as MoDTP).
As another organic molybdenum compound, an organic molybdenum compound containing sulfur such as molybdenum dithiocarbamate (sometimes referred to as MoDTC) can be given. Examples of the organic molybdenum compound containing sulfur include sulfurized oxymolybdenum-N, N-di-octyldithiocarbamate (C ₈ -Mo (DTC)), sulfurized oxymolybdenum-N, N-di-tridecyldithiocarbamate ( C ₁₆ -Mo (DTC)) and the like are preferable.
Examples of other sulfur-containing organic molybdenum compounds include complexes of inorganic molybdenum compounds and sulfur-containing organic compounds. Examples of the inorganic molybdenum compound used in the organic molybdenum compound that is a complex of an inorganic molybdenum compound and a sulfur-containing organic compound include molybdenum oxides such as molybdenum dioxide and molybdenum trioxide, orthomolybdic acid, paramolybdic acid, and (poly) sulfurization. Molybdic acid such as molybdic acid, metal salts of these molybdic acids, molybdate such as ammonium salt, molybdenum disulfide, molybdenum trisulfide, molybdenum pentasulfide, molybdenum sulfide such as polysulfide molybdenum, molybdenum sulfide, molybdenum sulfide Examples thereof include metal salts or amine salts, and molybdenum halides such as molybdenum chloride. Examples of the sulfur-containing organic compound used in the organic molybdenum compound that is a complex of an inorganic molybdenum compound and a sulfur-containing organic compound include alkyl (thio) xanthate, thiadiazole, mercaptothiadiazole, thiocarbonate, and tetrahydrocarbyl thiuram disulfide. Bis (di (thio) hydrocarbyl dithiophosphonate) disulfide, organic (poly) sulfide, sulfurized ester and the like.
Examples of other organic molybdenum compounds containing sulfur include complexes of sulfur-containing molybdenum compounds such as molybdenum sulfide and sulfurized molybdenum acid with alkenyl succinimides.
As the organic molybdenum compound, an organic molybdenum compound that does not contain phosphorus or sulfur as a constituent element can be used. Specific examples of organic molybdenum compounds that do not contain phosphorus or sulfur as constituent elements include molybdenum-amine complexes, molybdenum-succinimide complexes, molybdenum salts of organic acids, and molybdenum salts of alcohols. Amine complexes, molybdenum salts of organic acids and molybdenum salts of alcohols are preferred.

  The inorganic molybdenum compound used as an additive in the lubricant composition is the same as that exemplified as the inorganic molybdenum compound used for the organic molybdenum compound that is a complex of the inorganic molybdenum compound and the sulfur-containing organic compound.

  As the organic zinc compound used as an additive in the lubricant composition, zinc dithiophosphate (ZDTP) represented by the following general formula (4) is preferable.

General formula (4)

In the general formula (4), Q ¹ , Q ² , Q ³ and Q ⁴ may be the same or different, and are each independently isopropyl group, butyl group, isobutyl group, pentyl group, isopentyl group, neopentyl group, hexyl. An alkyl group having 8 to 20 carbon atoms such as a group, heptyl group, octyl group, 2-ethylhexyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, isotridecyl group, mistyl group, palmityl group, stearyl group, etc. Represent.
Specific examples of the zinc dithiophosphate represented by the general formula (4) include zinc n-butyl-n-pentyldithiophosphate (C ₄ / C ₅ ZnDTP) and zinc di-2-ethylhexyldithiophosphate (C ₈ ZnDTP). Alternatively, zinc isopropyl-1-ethylbutyldithiophosphate (C ₃ / C ₆ ZnDTP) is preferable.

When the organomolybdenum compound is used in the lubricant composition of the present invention, the content thereof is preferably 10 to 1000 ppm, preferably 50 to 800 ppm, based on the total mass of the lubricant composition. Is more preferable, and 100 to 600 ppm is more preferable.
Moreover, when using an organic zinc compound, it is preferable that the content is 0.01-5 mass% with respect to the lubricant composition total mass, and 0.01-3 mass% is contained. Is more preferable, and 0.01 to 1% by mass is further more preferable.
By setting the content of the organometallic compound such as the organomolybdenum compound or the organozinc compound in the lubricant composition of the present invention within the above range, the stability of the lubricant composition can be improved, and more excellent lubrication can be achieved. Performance and wear suppression ability can be demonstrated.

Further, the medium (also referred to as base oil) includes mineral oil, oil and fat compound, polyolefin oil (eg, polyalphaolefin), silicone oil, perfluoropolyether oil, ester oil (eg, aromatic ester oil, monovalent fatty acid ester, 2 Valent fatty acid diester, polyol ester lubricating oil) and one or more selected from diphenyl ether derivatives.
In the present invention, the “medium” means all the media generally called “fluid liquids”. However, it is not necessary to be liquid at room temperature or the temperature used, and any form of material such as solid and gel can be used in addition to liquid. There is no restriction | limiting in particular about the medium utilized in this invention, According to a use, it can select from various liquids. Regarding the medium that can be used in the present invention, the description in paragraphs [0067] to [0096] of JP-A-2011-89106 can be referred to. The kinematic viscosity is preferably from 1 to 500 mm ² / s at 40 ° C. of the medium, more preferably 1.5~200mm ² / s, more preferably 2 to 50 mm ² / s.
The viscosity index of the medium is preferably 90 or more, more preferably 105 or more, and still more preferably 110 or more. Moreover, it is preferable that it is 160 or less. By setting the viscosity index within the above range, the viscosity-temperature characteristics, heat / oxidation stability, and volatilization prevention properties are improved, and wear prevention properties are improved.
In addition, the viscosity index as used in the field of this invention means the viscosity index measured based on JISK2283-1993.

<Properties of lubricant composition>
The lubricant composition of the present invention preferably has a kinematic viscosity at 40 ° C. of 2000 mm ² / s or less, more preferably 1000 mm ² / s or less, and further preferably 200 mm ² / s or less. 50 mm ² / s or less is particularly preferable. Viscosity needs to be adjusted to an appropriate viscosity depending on the usage environment. In this specification, the kinematic viscosity at 40 ° C. of the lubricant composition is specifically a value measured in a constant temperature water bath at 40.0 ° C. using an Ubbelohde viscometer.

In the lubricant composition of the present invention, the constituent elements are preferably composed only of carbon, hydrogen, oxygen and nitrogen, and more preferably composed only of carbon, hydrogen and oxygen. In addition, there are various materials that are composed only of carbon, hydrogen, and oxygen as oils used as the oily medium. By combining these, it is possible to prepare a lubricant composition whose constituent elements consist only of carbon, hydrogen, oxygen and nitrogen.
The current lubricating oil usually contains phosphorus, sulfur and heavy metals. Lubricating oil used in a two-stroke engine that also burns lubricating oil together with fuel does not include phosphorus and heavy metals in consideration of environmental impact, but sulfur is included in about half of the lubricating oil used in a four-stroke engine. Yes. In other words, with the current lubrication technology, it is inferred that the formation of a boundary lubrication film with a sulfur content is indispensable. However, since it contains elemental sulfur, the load on the catalyst for exhaust gas purification is extremely high. large. Platinum and nickel are used for the exhaust gas purification catalyst, but the poisoning action of phosphorus and sulfur is a serious problem. From this point of view, the merit that the elements constituting the composition of the lubricating oil consist only of carbon, hydrogen, oxygen and nitrogen is very large. Furthermore, it consists of carbon, hydrogen and oxygen alone, which is optimal for industrial machinery other than engine oil, especially for lubricating oil for food production equipment. In the current technology, the elemental composition is taken into consideration for the environment at the expense of the friction coefficient. This is also a very preferable technique for metal cutting and machining lubricants that require a large amount of water for cooling.

<Use of lubricant composition>
The lubricant composition of the present invention is useful as a lubricant. That is, the present invention also relates to a lubricant composition containing the composition A described above.
The lubricant composition of the present invention can be supplied, for example, between two sliding surfaces and used to reduce friction. The lubricant composition of the present invention can form a film on the sliding surface. As for the material of the sliding surface, in steel, specifically, carbon steel for machine structure, alloy steel for structural machinery such as nickel chrome steel, nickel chrome molybdenum steel, chrome steel, chrome molybdenum steel, aluminum chrome molybdenum steel, Examples include stainless steel and multi-aged steel.

As the material of the sliding surface, various metals other than steel, or inorganic or organic materials other than metals are widely used. Examples of inorganic or organic materials other than metals include various plastics, ceramics, carbon, etc., and mixtures thereof. More specifically, examples of the metal material other than steel include cast iron, copper / copper-lead / aluminum alloy, castings thereof, and white metal.
In addition, about the material of a sliding surface, description of Paragraph [0168]-[0175] of Unexamined-Japanese-Patent No. 2011-89106 can be referred.

  The lubricant composition of the present invention can be used for various applications. For example, lubricating oil for grease, release agent, engine oil for internal combustion engine, oil for metal processing (cutting), oil for bearing, fuel for combustion engine, vehicle engine oil, gear oil, hydraulic oil for automobile, ship / aircraft Lubricant, machine oil, turbine oil, bearing oil, hydraulic fluid, compressor / vacuum pump oil, refrigerator oil, metalworking lubricant, magnetic recording medium lubricant, micromachine lubricant, artificial bone lubricant It can be used as an agent, shock absorber oil or rolling oil. It is also used for air conditioners and refrigerators with reciprocating and rotary hermetic compressors, automotive air conditioners and dehumidifiers, freezers, refrigerated warehouses, vending machines, showcases, chemical plant and other cooling devices. .

As a lubricant for metal processing that does not contain chlorine-based compounds, for example, when hot-rolling metal materials such as steel materials and Al alloys, or when performing processing such as cutting, cold rolling oil of aluminum, cutting Oil, grinding oil, drawing oil, metal working oil such as press working oil and metal plastic working oil, especially as a deterrent to wear, breakage and surface roughness during high speed and high load processing, broaching, gun drilling It is also useful as a metalworking oil composition that can be applied to low speed and heavy cutting.
Further, it can be used for various grease lubricants, magnetic recording medium lubricants, micromachine lubricants, artificial bone lubricants, and the like. In addition, since the elemental composition of the composition can be a carbohydrate, for example, polyoxyethylene ether widely used in cake mix, salad dressing, shortening oil, chocolate, etc. as an emulsifying, dispersing or solubilizing agent is used. By using the composition of the sorbitan fatty acid ester containing edible oil as the base oil as the lubricating oil, a high-performance lubricating oil that is completely harmless to the human body can be used for lubrication of food production line manufacturing equipment and medical equipment members.
Furthermore, the lubricant composition of the present invention can be used as cutting oil or rolling oil by emulsifying and dispersing it in an aqueous system or by dispersing it in a polar solvent or a resin medium.

Moreover, the lubricant composition of the present invention can be used for various applications as a release agent. For example, polycarbonate resin, flame retardant polycarbonate resin, crystalline polyester resin which is the main component of image forming toner used in electrophotographic apparatus and electrostatic recording apparatus, various molding thermoplastic resin compositions and semiconductor encapsulating Used as a mold release agent for epoxy resin compositions. One mode of the release agent is a mode in which 0.01 to 10 parts by mass (preferably 0.1 to 5 parts by mass) of the composition A described above is contained with respect to 100 parts by mass of a resin such as a polycarbonate resin.
Moreover, it can also be used as an antifouling agent that prevents kneading of the fiber product by preliminarily kneading or applying it to a textile product such as clothing, thereby accelerating the removal of the soil attached to the fiber product.

  Furthermore, in the lubricant composition of the present invention, the above-described composition A may be used alone without using a medium, or may be added to an oily medium or an aqueous medium to be dissolved and / or dispersed. It may be prepared. The dissolution and / or dispersion of the composition A in the medium may be performed under heating.

  The features of the present invention will be described more specifically with reference to examples and comparative examples. The materials, amounts used, ratios, processing details, processing procedures, and the like shown in the following examples can be changed as appropriate without departing from the spirit of the present invention. Therefore, the scope of the present invention should not be construed as being limited by the specific examples shown below.

  In the following synthesis examples, examples and comparative examples, the acid value was measured using the same method as in JIS K2501 standard.

  The materials used for the synthesis of each condensation reaction mixture and the preparation of each lubricant composition are shown below.

ａ１−１ｅは、平均Ｍｎ＝４５０、ｙ１１＋ｙ１２＋ｙ１３＝平均で７の化合物である。
ａ１−１ｆは、平均Ｍｎ＝７９７、ｙ３１＋ｙ３２＋ｙ３３＋ｙ３４＝平均で１５の化合物である。 A trihydric or higher polyhydric alcohol a1-1;

a1-1e is a compound having an average Mn = 450 and y11 + y12 + y13 = 7 on average.
a1-1f is an average Mn = 797, y31 + y32 + y33 + y34 = average 15 compounds.

ａ１−３４は、ｙ５１＝平均で５の化合物である。
ａ１−３５は、ｙ５２＝平均で５の化合物である。 Monohydric alcohol a1-3;

a1-34 is a compound having y51 = 5 on average.
a1-35 is a compound having y52 = 5 on average.

Dihydric alcohol;

A trivalent or higher carboxylic acid or carboxylic acid precursor;

ａ１−２ａ２は、ダイマー酸（Ｃ１８不飽和カルボン酸の二量体）、築野食品（株）製ツノダイム３９５である。
ａ１−２ａ３は、Ｃ２２不飽和カルボン酸の二量体、ＣＲＯＤＡ（株）製ＰＲＩＰＯＬ１００４である。

Monovalent or divalent carboxylic acid or carboxylic acid precursor;

a1-2a2 is dimer acid (a dimer of C18 unsaturated carboxylic acid), Tsunodim 395 manufactured by Tsukino Foods Co., Ltd.
a1-2a3 is a C22 unsaturated carboxylic acid dimer, CRODA 1004 PRIPOL 1004.

base;
B1: Tridodecylamine B2: Trioctylamine B3: Tribenzylamine B4: Tetrabutylammonium hydroxide B5: 1-Methyl-3-octylimidazolium hydroxide B6: Hexadecyltrimethylammonium hydroxide

Medium;
C1: Mineral oil (Super Oil N46 manufactured by JX Nippon Oil & Energy Corporation)
C2: PAO oil (ANDEROL FGC 32 manufactured by ANDEROL)
C3: Ester oil (ANDEROL 495 manufactured by ANDEROL)

[Synthesis Example 1 and Comparative Example c106]
(Synthesis of Lubricant Composition A1-1X)
Trimethylolpropane and octanoic acid were charged in a reaction vessel equipped with a Dean-Stark dehydrator at a molar ratio of 1/3. Under a nitrogen stream, the solution was heated at a liquid temperature of 190 ° C., stirred for 5 hours, and further reacted at 220 ° C. for 4 hours. During this time, water was removed from the reaction system. Let the obtained condensation reaction mixture be the lubricant composition A1-1X of the comparative example c106. In composition A1-1X, which is a condensation reaction mixture, octanoic acid remained, and the acid value of the condensation reaction mixture, ie, the lubricant composition of Comparative Example c106, was 10 mgKOH / g.

[Synthesis Example 2 and Example 117]
(Synthesis of Lubricant Composition A1-1)
1 equivalent of tridodecylamine is added to the lubricant composition A1-1X, which is the condensation reaction mixture, for the amount of base necessary to neutralize the acid value of the lubricant composition A1-1X, which is the condensation reaction mixture. Stirring was performed to obtain a lubricant composition A1-1 of Example 117.

[Synthesis Example 3 and Comparative Example c103]
(Synthesis of Lubricant Composition A1-2X)
Triethylene glycol monoethyl ether, succinic anhydride, and pentaerythritol were charged at a molar ratio of 5/4/1 into a reaction vessel equipped with a Dean-Stark dehydrator. Under a nitrogen stream, the solution was heated at a liquid temperature of 190 ° C., stirred for 5 hours, and further reacted at 220 ° C. for 4 hours. During this time, water was removed from the reaction system. Let the obtained condensation reaction mixture be the lubricant composition A1-2X of the comparative example c103. The acid value of the condensation reaction mixture, that is, the lubricant composition of Comparative Example c103 was 5 mgKOH / g.

[Synthesis Example 4 and Example 102]
(Synthesis of Lubricant Composition A1-2)
1 equivalent of trioctylamine is added to the lubricant composition A1-2X, which is the condensation reaction mixture, with respect to the amount of base necessary to neutralize the acid value of the composition A1-2X, which is the condensation reaction mixture, and the mixture is stirred. Then, a lubricant composition A1-2 of Example 102 was obtained.

[Synthesis Example 5 and Comparative Example c105]
(Synthesis of Comparative Lubricant Composition Y)
Lubricant composition A1-1X, which is the condensation reaction mixture obtained in Synthesis Example 1 above, was dissolved in ethyl acetate. The resulting solution was washed with an aqueous sodium hydroxide solution. The washed solution is purified using a silica gel column to completely remove octanoic acid remaining in the lubricant composition A1-1X, which is a condensation reaction mixture, and a comparative lubricant composition Y is synthesized. did. The lubricant composition Y was used as the lubricant composition of Comparative Example c105. The acid value of the lubricant composition Y was 0 mgKOH / g.

[Synthesis Example 6, and Examples 103, 104, 118 to 127, and Comparative Example c107]
For the other condensation reaction mixtures and lubricant compositions used in Examples 103, 104, 118 to 127 and Comparative Example c107, the raw materials listed in Table 2 or Table 3 below were used, and the same synthesis examples as above. Synthesized using the method. The obtained lubricant compositions were used as the lubricant compositions of Examples 103, 104, 118 to 127 and Comparative Example c107.
The acid value of each condensation reaction mixture before the addition of the base was measured by the same method as in each synthesis example and listed in Table 2 or Table 3 below.
The weight average molecular weight Mw in terms of polystyrene of the condensate contained in each of the lubricant compositions A1-1 to A1-A11 and the lubricant compositions A2-1 to A2-3 was 3000 to 10,000.

[Examples 101, 105-116, Comparative Examples c101, c102, c104 and c105]
The lubricant composition obtained in each of the synthesis examples described above was used as the composition A in Examples 101, 105 to 116, and Comparative Examples c102, c104, and c105, and further, a medium and additives were added. The lubricant compositions of 105-116 and Comparative Examples c102, c104 and c105 were prepared. Specifically, each condensation reaction mixture or composition A obtained in each of the synthesis examples described above and the medium are mixed at a ratio described in Table 2 or Table 3 below, and each condensation reaction mixture or composition is further mixed. 80 mass% may be added by adding 1.0 mass% of calcium sulfonate, 500 ppm of sulfurized oxymolybdenum-N, N-dioctyldithiocarbamate, and 500 ppm of zinc isopropyl-1-ethylbutyldithiophosphate to the total amount of the product A and the medium. Stir to prepare a lubricant composition.
The obtained lubricant compositions were used as the lubricant compositions of Examples 101, 105 to 116, and Comparative Examples c102, c104, and c105.
The lubricant composition of Comparative Example c101 was prepared by adding other additives to the medium alone without using the condensation reaction mixture.

[Evaluation]
<Corrosive evaluation>
In accordance with JIS K2513, the freshly polished copper plate was immersed in 30 ml of sample oil and heated at 100 ° C. for 3 hours, and then the copper plate was taken out and washed. Evaluation was made using the criteria in Table 1. In practice, 1a or 1b evaluation is required, and 1a evaluation is preferable.

<Friction evaluation>
About the lubricant composition of each Example and Comparative Example, using a vibration type friction and wear tester (manufactured by Optimol Instruments Prutechnik GmbH, trade name: SRV 3), vibration frequency 50 Hz, amplitude 1.0 mm, load 200 N, temperature The coefficient of friction at a test time of 30 minutes was measured at 150 ° C. As the upper test piece, a 10 mm SUJ-2 ball and a lower test piece 24 mm SUJ-2 disk were used. The smaller the friction coefficient, the better the lubrication characteristics. Practically, A, B or C evaluation is required, A or B evaluation is preferable, and A evaluation is more preferable.
A: Friction coefficient <0.12
B: 0.12 ≦ coefficient of friction <0.15
C: 0.15 ≦ friction coefficient <0.18
D: 0.18 ≦ friction coefficient <0.20
E: Friction coefficient ≧ 0.20

The results of each evaluation are shown in Table 2 or Table 3 below.
In Tables 2 and 3 below, * 1 and * 2 indicate the following contents.
* 1: Ratio is the charged molar ratio * 2: Ratio relative to the amount of base when the amount of base necessary to neutralize the amount of carboxylic acid calculated from the acid value of the condensation reaction mixture is 1.
In Table 2 and Table 3 below, those having an X in the composition number represent a condensation reaction mixture not neutralized with a base.

From the above Tables 2 and 3, it was found that the lubricant composition of the present invention was excellent in corrosion resistance and lubricity.
On the other hand, from Comparative Example c101, it was found that the lubricant composition using only the base oil as the medium without adding the condensation reaction mixture selected from the condensation reaction mixture A1 and the condensation reaction mixture A2 was inferior in lubricity. .
From Comparative Examples c102, c103, c104, c106 and c107, it was found that when the carboxyl group or carboxyl group precursor of the compound contained in the condensation reaction mixture was not neutralized with a base, the corrosivity was high.
From Comparative Example d105, it was found that the lubricant composition using the condensation reaction mixture having no carboxyl group or carboxyl group precursor was inferior in lubricity.

Claims (12)

A condensation reaction mixture A1 obtained by a condensation reaction of a composition containing at least a trihydric or higher polyhydric alcohol a1-1 and a carboxylic acid or a carboxylic acid precursor; and a trihydric or higher polyhydric carboxylic acid or carboxylic acid A condensation reaction mixture A2 obtained by subjecting a composition containing at least the precursor a2-1 and a monovalent or divalent alcohol to a condensation reaction;
A lubricant composition containing a condensation reaction mixture A selected from
The lubricant composition contains a compound having a structure in which some or all of the carboxyl groups of at least one compound contained in the condensation reaction mixture are neutralized with a base. .   The compound having a structure in which a part or all of the carboxyl groups of at least one compound contained in the condensation reaction mixture is neutralized with a base is the carboxyl group of at least one compound contained in the condensation reaction mixture A1. The lubricant composition according to claim 1, wherein the lubricant composition is a compound having a structure partially or completely neutralized with a base.   A compound having a structure in which a part or all of the carboxyl groups of at least one compound contained in the condensation reaction mixture is neutralized with a base is a carboxyl group of at least one compound contained in the condensation reaction mixture A2. The lubricant composition according to claim 1, wherein the lubricant composition is a compound having a structure partially or completely neutralized with a base.   The condensation reaction mixture A1 is a condensation reaction mixture in which the trihydric or higher polyhydric alcohol a1-1, dihydric or higher polyvalent carboxylic acid or carboxylic acid precursor, and monohydric alcohol a1-3 are condensed at least. The lubricant composition according to claim 1 or 2.   The lubricant composition according to claim 4, wherein the monohydric alcohol a1-3 has a branched alkyl group.   The condensate obtained by at least condensing the trihydric or higher polyhydric alcohol a1-1 and the carboxylic acid or carboxylic acid precursor, and the trihydric or higher polyhydric carboxylic acid or carboxylic acid precursor a2-1 and the monovalent or The lubricant composition according to any one of claims 1 to 5, wherein at least one of the condensates obtained by condensing at least a divalent alcohol contains a compound having an alkyleneoxy structure. A composition containing at least a trihydric or higher polyhydric alcohol a1-1 and a carboxylic acid or a carboxylic acid precursor is subjected to a condensation reaction, and the trihydric or higher polyhydric alcohol a1-1 and the carboxylic acid or carboxylic acid are reacted. Obtaining a condensation reaction mixture A1 comprising a condensate with a precursor;
The carboxyl group of at least one compound contained in the condensation reaction mixture A1 is neutralized with a base, and some or all of the carboxyl groups of at least one compound contained in the condensation reaction mixture A1 are neutralized with a base. And a neutralization step for obtaining a compound having a structured structure.   The step of obtaining the condensation reaction mixture A1 is a step of subjecting a composition containing at least the trihydric or higher polyhydric alcohol a1-1, the polyhydric carboxylic acid or carboxylic acid precursor, and a monohydric alcohol to a condensation reaction. The method for producing a lubricant composition according to claim 7, wherein A trivalent or higher polyvalent carboxylic acid or carboxylic acid precursor a2-1 and a composition containing at least a monovalent or divalent alcohol are subjected to a condensation reaction to obtain the trivalent or higher polyvalent carboxylic acid or carboxylic acid precursor. Obtaining a condensation reaction mixture A2 containing a condensate of the product a2-1 and the monovalent or divalent alcohol;
The carboxyl group of at least one compound contained in the condensation reaction mixture A2 is neutralized with a base, and part or all of the carboxyl groups of at least one compound contained in the condensation reaction mixture A2 are neutralized with a base. And a neutralization step for obtaining a compound having a structured structure.   The method for producing a lubricant composition according to any one of claims 7 to 9, wherein the base is an organic amine or an organic ammonium salt.   The manufacturing method of the lubricant composition as described in any one of Claims 7-10 whose acid value of the said condensation reaction mixture A1 or the said condensation reaction mixture A2 is 1-20 mgKOH / g.   The lubricant composition manufactured by the manufacturing method of the lubricant composition as described in any one of Claims 7-11.