KR930011077B1 - Lubricating oil compositions - Google Patents

Lubricating oil compositions Download PDF

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Publication number
KR930011077B1
KR930011077B1 KR1019900014170A KR900014170A KR930011077B1 KR 930011077 B1 KR930011077 B1 KR 930011077B1 KR 1019900014170 A KR1019900014170 A KR 1019900014170A KR 900014170 A KR900014170 A KR 900014170A KR 930011077 B1 KR930011077 B1 KR 930011077B1
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KR
South Korea
Prior art keywords
oil
lubricating oil
weight
propylene
sludge
Prior art date
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KR1019900014170A
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Korean (ko)
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KR910021468A (en
Inventor
히로유끼 다까시마
노보루 이시다
Original Assignee
닛뽕세끼유 가부시기가이샤
이와모도 켄타로
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Publication of KR910021468A publication Critical patent/KR910021468A/en
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    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
    • C10M169/04—Mixtures of base-materials and additives
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M133/12—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to a carbon atom of a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/02—Well-defined aliphatic compounds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/02—Well-defined aliphatic compounds
    • C10M2203/022—Well-defined aliphatic compounds saturated
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/02—Well-defined aliphatic compounds
    • C10M2203/024—Well-defined aliphatic compounds unsaturated
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/04—Well-defined cycloaliphatic compounds
    • C—CHEMISTRY; METALLURGY
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    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C—CHEMISTRY; METALLURGY
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    • C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/104—Aromatic fractions
    • C—CHEMISTRY; METALLURGY
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    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/106—Naphthenic fractions
    • C—CHEMISTRY; METALLURGY
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    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/026—Butene
    • C—CHEMISTRY; METALLURGY
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    • C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/028—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms
    • C—CHEMISTRY; METALLURGY
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/281—Esters of (cyclo)aliphatic monocarboxylic acids
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    • C10M2207/28—Esters
    • C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
    • C—CHEMISTRY; METALLURGY
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/283—Esters of polyhydroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/286—Esters of polymerised unsaturated acids
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/287—Partial esters
    • C10M2207/289—Partial esters containing free hydroxy groups
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/34—Esters having a hydrocarbon substituent of thirty or more carbon atoms, e.g. substituted succinic acid derivatives
    • C—CHEMISTRY; METALLURGY
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    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/104—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
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    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/105—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing three carbon atoms only
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    • C10M2215/064—Di- and triaryl amines
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    • C10M2215/064—Di- and triaryl amines
    • C10M2215/065—Phenyl-Naphthyl amines
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    • C10M2215/066—Arylene diamines
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    • C10M2215/067—Polyaryl amine alkanes
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    • C10M2215/068—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings having amino groups bound to polycyclic aromatic ring systems, i.e. systems with three or more condensed rings
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    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01—Physico-chemical properties
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    • C10N2040/135—Steam engines or turbines
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    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
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    • C—CHEMISTRY; METALLURGY
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    • C—CHEMISTRY; METALLURGY
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    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
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    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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    • C—CHEMISTRY; METALLURGY
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Abstract

내용 없음.No content.

Description

윤활유조성물Lubricant Composition

본 발명은 윤활유조성물에 관한, 상세하게는 특히 산화안정성에 뛰어나고, 또한 슬러지가 생성되기 어려운 윤활유조성물에 관한 것이다.The present invention relates to a lubricating oil composition, in particular, a lubricating oil composition which is particularly excellent in oxidative stability and hard to produce sludge.

방향족 함유량이 낮은 광유나 폴리 α-올레핀유등 그 구조단위에 방향족 고리를 함유하지 않는 합성유는, 그 자체로서는 산화안정성이 부족하지만, 산화방지제에 대한 반응성이 좋아, 고산화안정성의 제품을 얻게 된다. 그러나 이와 같은 오일은 산화방지제에 대한 용해도가 낮다고 하는 결점이 있다. 산화방지제는 그 자체가 사용중에 기능을 완료하면 변질되는 것이고, 이 산화에 의한 변질물이 슬러지가 되면 문제가 된다.Synthetic oils that do not contain aromatic rings in their structural units, such as mineral oils with low aromatic content or poly alpha -olefin oils, are poor in oxidation stability by themselves, but have good reactivity with antioxidants, resulting in products having high oxidation stability. However, such oils have the drawback of low solubility in antioxidants. Antioxidants themselves deteriorate when they are fully functional in use, and become problematic when this deterioration by oxidation becomes sludge.

장수명 윤활유를 개발하는 경우에 중요한 점은, 서로 상반하는 슬러지생성수준과 산화수명의 밸런스를 취하는데 있다.The important point in developing long-life lubricants is to balance the sludge production levels and the oxidation life that are in conflict with each other.

페닐-α-나프틸아민은 뛰어난 산화방지제이나, 그 자체의 용해성이 낮고, 그 산화에 의한 변질물 및 그 2량체, 3량체등의 다량화물은 더욱 용해도가 낮은 결점이 있기 때문에, 그 뛰어난 산화방지성에도 불구하고 높은 산화안정성이 요구되는 경우에도 다량으로 첨가해서 윤활유의 산화안정성을 향상시킨다고 하는 수단을 취할 수 없다고 하는 문제가 있었다.Phenyl-α-naphthylamine is an excellent antioxidant, but its solubility is low, and since the denatured substance and its dimer, trimer, and the like due to its oxidation have a disadvantage of lower solubility, its excellent oxidation In spite of the prevention, even if high oxidative stability is required, there is a problem in that a means of improving the oxidative stability of the lubricating oil by adding a large amount cannot be taken.

영국특허 제1,046,353호에는, 페닐-α-나프틸아민의 용해성을 향상시키는 수단으로 그 페닐기를 더 알킬화하는 방법이 개시되어 있으나, 알칼화제로서는 주로 이소부틸렌의 올리고머가 사용되고 있고, 이 생성물은 오일에 대한 용해도는 개선되고 있으나, 변질물의 용해성은 여전히 낮다고 하는 결점이 있었다.British Patent No. 1,046,353 discloses a method of further alkylating the phenyl group as a means of improving the solubility of phenyl-α-naphthylamine, but an oligomer of isobutylene is mainly used as an alkalizing agent, and the product is an oil. Although the solubility in water is improving, there is a drawback that the solubility of the altered substance is still low.

한편, 디페닐아민도 뛰어난 산화방지제의 하나이고, t-옥틸기를 가진 p, p'-디-t-옥틸디페닐아민이 공지되고 있으나, 상기의 페닐-α-나프틸아민과 마찬가지로, 다량화물의 용해도가 불충분하다.On the other hand, diphenylamine is one of excellent antioxidants, and p, p'-di-t-octyldiphenylamine having a t-octyl group is known, but similarly to the above-mentioned phenyl-α-naphthylamine, The solubility of is insufficient.

또, 일본국 특개소 59-5146호 공보에는 분지사슬도데실기를 가진 알킬디페닐아민, 그 제법, 및 이 아민을 함유하는 조성물이 개시되어 있으나 역시, 산화방지능력 및 슬러지억제효과에 관해서는 불충분하였다.Japanese Unexamined Patent Publication No. 59-5146 discloses an alkyldiphenylamine having a branched chain dodecyl group, a method for producing the same, and a composition containing this amine. However, inadequately in regard to the antioxidant capability and the sludge suppressing effect. It was.

본 발명자들은, 알킬페닐-α-나프틸아민에 있어서, 특정구조의 알킬기를 가진것이, 슬러지를 억제하면서, 또한 높은 산화안정성을 가진 것을 발견하고, 먼저 특허출원하고 있다(동특개소 62-181396호 공보).MEANS TO SOLVE THE PROBLEM The present inventors discovered that what has an alkyl group of a specific structure in alkylphenyl- (alpha)-naphthylamine suppresses sludge and has high oxidation stability, and has applied for the patent application first. (Japanese Patent Laid-Open No. 62-181396) report).

본 발명은, 그와 같은 과제를 해결하기 위해 이루어진 것으로, 산화안정성에 뛰어나고, 또한 슬러지가 생성되기 어려운 윤활유 조성물을 제공하는 것을 목적으로 한다.This invention is made | formed in order to solve such a subject, and an object of this invention is to provide the lubricating oil composition which is excellent in oxidative stability and hard to produce sludge.

본 발명자들은, 상기 선행기술에 비해서 슬러지 억제효과 및 산화안정성을 더욱 향상시키기 위해 연구를 거듭한 결과, 특정구조를 가진 알킬페닐-α-나프틸아민 및 알킬디페닐아민을 특정량 첨가한 경우에, 산화안정성에 매우 뛰어나고, 또 슬러지 생성이 적은 윤활유조성물을 얻게 되는 것을 발견하고, 본 발명을 완성하게 되었다.The present inventors have conducted studies to further improve the sludge inhibitory effect and the oxidative stability as compared to the above-mentioned prior art, and in the case of adding a specific amount of alkylphenyl-α-naphthylamine and alkyldiphenylamine having a specific structure, The inventors have found that a lubricating oil composition having excellent oxidation stability and very low sludge production can be obtained, thereby completing the present invention.

즉, 본 발명은, [I] 방향족 함유량 30중량% 이하의 광유 및/또는 그 구조단위에 방향족고리를 함유하지 않는 합성유를 기본유로 하고, 이것에 조성물 전체량을 기준으로 해서, [II]일반식That is, this invention uses [I] mineral oil of 30 weight% or less of aromatic content, and / or the synthetic oil which does not contain an aromatic ring in the structural unit, and base oil on this, based on the whole composition, [II] general expression

Figure kpo00001
Figure kpo00001

[식중, R1은 프로필렌의 올리고머로부터 유도되는 탄소수 12 또는 15의 분지알킬기를 표시함]Wherein R 1 represents a branched alkyl group having 12 or 15 carbon atoms derived from oligomers of propylene.

로 표시되는 N-P-알킬페닐-α-나프틸아민 0.01~5.0중량% 및 [III] 일반식0.01 to 5.0% by weight of N-P-alkylphenyl-α-naphthylamine represented by the formula [III]

Figure kpo00002
Figure kpo00002

[식중, R2및 R3은 동일하거나 달라도 좋고, 각각 프로필렌의 올리고머로부터 유도되는 탄소수 12 또는 15의 분지알킬기를 표시함]Wherein R 2 and R 3 may be the same or different and each represent a branched alkyl group having 12 or 15 carbon atoms derived from an oligomer of propylene.

로 표시되는 P,P'-디알킬디페닐아민 0.01~5.0중량% 를 필수성분으로서 배합해서 이루어지는 윤활유조성물을 제공하는 것이다.It is providing the lubricating oil composition formed by mix | blending 0.01 to 5.0 weight% of P and P'- dialkyl diphenylamine represented by an essential component.

이하, 본 발명의 내용을 더 상세히 설명한다.Hereinafter, the content of the present invention will be described in more detail.

본 발명에서 말하는 [I] 기본유란, 방향족 함유량 30중량% 이하의 광유 및/또는 그 구조단위에 방향족 고리를 함유하지 않는 합성유이다.[I] base oil as used in this invention is mineral oil of 30 weight% or less of aromatic content, and / or synthetic oil which does not contain an aromatic ring in the structural unit.

광유로서는, 40℃에 있어서의 동점도(動粘度)가 10~10,000cst, 바람직하게는 20~1,000cst의 것이 일반적으로 사용된다. 통상, 원유를 증류해서 얻게 되는 윤활류 유분을 임의의 정제처리, 예를 들면 용제정제, 황산처리, 수첨정체, 백토처리 등에 의해서 얻게 되는 광유를 사용하는 것이 바람직하다.As mineral oil, the kinematic viscosity in 40 degreeC is 10-10,000cst, Preferably the thing of 20-1,000cst is used generally. Usually, it is preferable to use mineral oil obtained by arbitrary refining treatments, for example, solvent refining, sulfuric acid treatment, hydrocrystallization, clay treatment, etc., obtained by distilling crude oil.

이 광유로서는, 방향족 함유량 30중량% 이하, 바람직하게는 20중량% 이하의 것이 적당하다. 또한, 여기서 말하는 방향족 함유량이란, ASTM D2549-81에 규정된 방법으로 측정되는 값이다.As this mineral oil, aromatic content is 30 weight% or less, Preferably it is 20 weight% or less. In addition, an aromatic content here is a value measured by the method of the prescription | regulation to ASTMD2549-81.

한편, 합성물로서는, 그 구조단위에 방향족고리를 함유하지 않는 것으로, 40℃에 있어서의 동점도 10~10,000cst인 것이 일반적으로 사용된다. 구체적으로 예를 들면, 탄소수 4~30의 α-올레핀의 단독중합 내지는 공중합에 의해 얻게 되는 폴리부덴, 데센-1올리고머등의 폴리-α-올레핀유, 부틸스테아레이트, 메틸라우레이트등으로 대표되는 지방족 모노카르복시산과 지방족 1가 알코올과의 모노에스테르, 디-2-에틸헥실 세바케이트, 디옥틸아디페이트, 디트리데실글루타레이트 등으로 대표되는 지방족 2염기산과 지방족 1가 알코올과의 디에스테르, 트리메틸올 프로판카프릴레이트, 트리메틸올프로판 카폴리레이트, 트리메틸올프로판페랄고네이트, 펜타에리트리톨 2-에틸헥산오에이트, 펜타에리트리톨, 페랄고네이트등으로 대표되는 지방족 다가알코올의 지방족 모노카르복시산 에스테르, 폴리에틸렌글리콜, 폴리프로필렌글리콜등으로 대표되는 폴리알킬렌 글리콜 또는 그 모노알킬에테르, 디알킬에테르, 모노알킬에스테르, 디알킬에스테르, 시클로도데칸, 히도린단, 비시클로헥실, ter-시클로헥실등의 시클로파라핀, 디시클로헥실부탄, 디시클로헥실프로판등의 알킬시클로파라핀 및 이들의 혼합물등을 들 수 있다.In addition, as a composite material, the thing which does not contain an aromatic ring in the structural unit, and the thing with a kinematic viscosity of 10-10,000cst in 40 degreeC is generally used. Specific examples thereof include poly-α-olefin oils such as polybutene and decene-1 oligomer obtained by homopolymerization or copolymerization of α-olefins having 4 to 30 carbon atoms, butyl stearate, methyl laurate, and the like. Diester of aliphatic dibasic acid and aliphatic monohydric alcohol represented by monoester of aliphatic monocarboxylic acid and aliphatic monohydric alcohol, di-2-ethylhexyl sebacate, dioctyl adipate, ditridecyl glutarate, etc., Aliphatic monocarboxylic acid esters of aliphatic polyhydric alcohols represented by trimethylol propane caprylate, trimethylol propane carboxylate, trimethylol propane peralgonate, pentaerythritol 2-ethylhexanoate, pentaerythritol, and peralgonate , Polyalkylene glycols represented by polyethylene glycol, polypropylene glycol and the like or monoalkyl ethers and dialls thereof Cycloparaffins such as ethers, monoalkyl esters, dialkyl esters, cyclododecane, hydrinane, bicyclohexyl, ter-cyclohexyl, alkylcycloparaffins such as dicyclohexylbutane, dicyclohexylpropane and mixtures thereof; Can be mentioned.

한편, 본 발명에서 말하는 [II] N-P-알킬페닐-α-나프틸아민이란, 일반식On the other hand, [II] N-P-alkylphenyl-α-naphthylamine used in the present invention is a general formula.

Figure kpo00003
Figure kpo00003

로 표시되는 화합물이다. 식중 R1은 프로필렌의 올리고머(4량체 또는 5량체)로부터 유도되는 탄소수 12 또는 15의 분지알킬기를 표시하고 있다.It is a compound represented by. In the formula, R 1 represents a branched alkyl group having 12 or 15 carbon atoms derived from oligomers (tetramers or pentamers) of propylene.

또, 본 발명에서 말하는 [III] p, p'-디알킬디페닐아민이란, 일반식In addition, [III] p and p'-dialkyldiphenylamine which are used by this invention are general formula

Figure kpo00004
Figure kpo00004

로 표시되는 화합물이다. 식중, R2및 R3은 동일하거나 달라도 좋고, 각각 프로필렌의 올리고머(4~5량체)로부터 유도되는 탄소수 12 또는 15의 분지알킬기를 표시하고 있다.It is a compound represented by. In formula, R <2> and R <3> may be same or different and represents the C12 or 15 branched alkyl group derived from the propylene oligomer (4-5 monomer), respectively.

본 발명에 있어서는, 상기 R1, R2및 R3가 프로필렌의 올리고머로부터 유도되는 분지알킬기일 것이 중요하고, 같은 분지알킬기라도 α-올레핀으로부터 유도되는 것에서는 생성물의 산화방지 성능이 본 발명의 [II]성분 및 [III]성분보다 크게 떨어지고, 또, 프로필렌이외의 올레핀, 예를 들면 이소부틸렌등의 올리고머로부터 유도되는 것에서는 그 자체가 산화에 의해 윤활유속에 슬러지로서 침강되기 쉽기 때문에 바람직하지 않다.In the present invention, it is important that the R 1 , R 2 and R 3 are branched alkyl groups derived from propylene oligomers, and even if the same branched alkyl groups are derived from α-olefins, the antioxidant performance of the product is determined by [ It is not preferable because it is significantly lower than the II] component and the [III] component, and is derived from oligomers other than propylene such as isobutylene, because it is likely to settle as sludge in the lubricating flow rate by oxidation. .

또, 상기 R1, R2및 R3으로서 프로필렌의 올리고머로부터의 유도되는 분지알킬기를 사용한 경우에도, 그 탄소수가 본 발명의 범위미만의 경우에는 역시 그 자체가 산화에 의해 윤활유속에 슬러지로서 침강하기 쉽고, 또 탄소수가 본 발명의 범위를 초과하는 것은 분자속에 점하는 관능기의 비율이 작아져서 산화방지능력이 약해지기 때문에 각각 바람직하지 않다.In addition, even when branched alkyl groups derived from propylene oligomers are used as R 1 , R 2 and R 3 , when the carbon number is less than the scope of the present invention, the sedimentation itself as sludge in the lubricating flow rate by oxidation is also caused. It is not preferable that the number of carbon atoms exceeding the range of the present invention is easy because the ratio of functional groups in the molecule becomes small and the antioxidant capacity is weakened.

본 발명의 [II]성분인 N-P-알킬페닐-α-나프틸아민 및 [III]성분인 p, p'-디알킬디페닐아민의 합성법은 임의이고, 공지의 방법으로 합성할 수 있으나, 합성의 용이점에서, 페닐-α-나프틸아민 또는 디페닐아민과 프로필렌의 올리고머의 프리델·크라프츠 알킬화반응이 바람직하다. 이때의 촉매로서는 염화알루미늄, 염화아연, 염화철등의 금속할로겐화물이나 황산, 인산, 5산화인, 불화붕소, 산성백토, 활성백토등의 산성촉매가 사용된다.Synthesis method of NP-alkylphenyl-α-naphthylamine as the [II] component of the present invention and p, p'-dialkyldiphenylamine as the [III] component is arbitrary and can be synthesized by a well-known method. In view of ease, the Friedel-Crafts alkylation reaction of phenyl-α-naphthylamine or diphenylamine and oligomer of propylene is preferable. As the catalyst at this time, metal halides such as aluminum chloride, zinc chloride and iron chloride, acidic catalysts such as sulfuric acid, phosphoric acid, phosphorus pentaoxide, boron fluoride, acidic clay and activated clay are used.

또한, 이 N-P-알킬페닐-α-나프틸아민의 제조방법은, 본 출원인이 먼저 출원한 동특개소 62-181396호 공보에, 또 p,p'-디알킬디페닐아민의 제조방법은 동 59-5146호 공보에 각각 그 상세한 것이 기재되어 있다.Further, the method for producing NP-alkylphenyl-α-naphthylamine is disclosed in Japanese Patent Application Laid-Open No. 62-181396 filed by the present applicant first, and the method for producing p, p'-dialkyldiphenylamine is the same as 59. The details of each of which are described in Japanese Patent Application Laid-Open No. 5146.

본 발명에 잇어서의 [II]성분 배합량은, 조성물 전량을 기준으로 해서 0.01~5.0중량%, 바람직하게는 0.1~0.3중량%이다. 또 [III]성분 배합량은 조성물 전량을 기준으로 해서 0.01~5.0중량%, 바람직하게는 0.1~3.0중량%이다. 배합량이 상기 범위에 차지 않을 경우에는 배합효과가 없고, 배합량이 상기 범위를 초과하는 경우에는 첨가량에 알맞는 만큼의 효과를 얻지 못하고, 경제적으로도 불리하기 때문에 각각 바람직하지 않다.[II] component compounding quantity in this invention is 0.01-5.0 weight% based on a composition whole quantity, Preferably it is 0.1-0.3 weight%. Moreover, [III] component compounding quantity is 0.01 to 5.0 weight% based on the composition whole quantity, Preferably it is 0.1 to 3.0 weight%. When the compounding amount does not fall within the above range, there is no compounding effect. When the compounding amount exceeds the above range, it is not preferable because the compounding effect is not obtained as well as economically disadvantageous.

또, 본 발명의 윤활유조성물에 대해서 필요에 따라서, 통상 실용되고 있는 기타의 윤활유첨가제, 예를 들면 산화방지제, 청정분산제, 유동점강하제, 점도지수향상제, 유성제, 내마모제, 국압제, 부식방지제, 금속불활성제, 소포제, 유화제, 항유화제, 살균제, 착색제등을 첨가할 수도 있다. 이들 각종 첨가제의 상세한 것에 대해서는, 예를 들면 윤활학회지 15권 6호 혹은 사꾸라이도시오편저「석유제품첨가제」(일본국 고우서방)에 개시되어 있다.In addition, other lubricating oil additives that are commonly used as needed for the lubricating oil composition of the present invention, for example, antioxidants, clean dispersants, pour point depressants, viscosity index improvers, oil-based agents, anti-wear agents, local pressure agents, corrosion inhibitors, metals Inerts, defoamers, emulsifiers, antiemulsifiers, fungicides, coloring agents and the like may be added. The details of these various additives are disclosed, for example, in the Journal of Lubrication No. 15, No. 6 or Sakurai City Books "Petroleum Product Additives".

본 발명의 윤활유조성물은 산화안정성능이 요구되는 윤활유, 예를 들면 엔진유, 농기용 엔진유, 디이젤엔진유, 선박용 디이젤엔진유, 공업용 다목적윤활유, 터이빈유, 유압작동유, 스핀들유, 유막베어링유, 냉동기유, 기어유, 자동변속기유, 실린더유, 다이나모유, 머시인유, 절삭유, 금속가공유등에 이용된다.The lubricating oil composition of the present invention is a lubricating oil requiring oxidative stability performance, for example, engine oil, agricultural engine oil, diesel engine oil, marine diesel engine oil, industrial multipurpose lubricating oil, turbine oil, hydraulic hydraulic oil, spindle oil, oil film bearing oil It is used in refrigeration oil, gear oil, automatic transmission oil, cylinder oil, dynamo oil, machine oil, cutting oil, and metal processing.

다음 실시예 및 비교예에 의해 본 발명을 더 구체적으로 설명하나, 본 발명은 그 요지를 바꾸지 않는 한 이들 실시예에 제약되는 것은 아니다.The present invention will be described in more detail with reference to the following Examples and Comparative Examples, but the present invention is not limited to these Examples unless the gist thereof is changed.

[실시예 1]Example 1

본 발명에 잇어서의 [II]성분인 N-P-알킬페닐-α-나프틸아민 및 [III]성분인 p,p'-디알킬디페닐아민을 표 1에 표시한 양만큼 방향족 함유량 7중량%의 정제광유(동점도 34.4cst, ⓐ 40℃)에 첨가하고, 이하에 표시한 방법으로 산화수평 및 슬러지의 유무를 조사하고, 그 결과를 표 1에 표시하였다.NP-alkylphenyl-α-naphthylamine as the [II] component and p, p'-dialkyldiphenylamine as the [III] component according to the present invention have an aromatic content of 7% by weight. It was added to refined mineral oil (kinematic viscosity 34.4 cst, ⓐ 40 ° C), and the oxidation level and the presence of sludge were examined by the method shown below, and the results are shown in Table 1.

[비교예 1~7][Comparative Examples 1-7]

또, 비교를 위해서, 표 1에 표시한 각종 화합물을 상기와 마찬가지의 정제광유에 첨가하고, 상기와 마찬가지로 산화수명 및 슬러지의 유무를 평가하고, 그 결과도 표 1에 병기하였다.In addition, the various compounds shown in Table 1 were added to the refined mineral oil similar to the above for comparison, the oxidation life and the presence of sludge were evaluated similarly to the above, and the result was also written together in Table 1.

[산화 수명시험][Oxidation Life Test]

JIS K2514 3.3에 준거해서, 시험온도 150℃ 산소압 6.3kg/cm2(상온), 구리선촉매라고 하는 조건으로 회전펌프 산화시험을 행하였다. 산화수명은 산소압이 1.75kg/cm2저하할 때까지의 시간으로 평가하였다.In accordance with JIS K2514 3.3, a rotation pump oxidation test was carried out under a condition of a test temperature of 150 ° C oxygen pressure of 6.3 kg / cm 2 (room temperature) and a copper wire catalyst. Oxidation life was evaluated by the time until the oxygen pressure fell 1.75 kg / cm 2 .

[실기시험][Practical examination]

(수명)(life span)

수냉쿠울저부착회전공기 압축기(모우터출력 5.5kw를 사용, 유온 80℃, 토출압력 7.5kgf/cm2의 조건으로 실기수명시험을 행하였다. 수명은 1) 잔존산화시험치(JIS K-2514 3.3에 의함)가 15min 이하, 2) 전체산가증가(JIS K-2501에 의함)가 급격해지는 인덕숀포인트, 3) 점도증가(JIS K-2283에 의함)가 급격해지는 인덕숀포인트가 어느 1개의 성상변화가 일어날 때까지의 시간을 측정하고, 그 오일의 수명으로 하였다.Rotary air compressor with water-cooled cooler (Motor output 5.5kw was used, actual life test was conducted under the condition of oil temperature 80 ℃ and discharge pressure 7.5kgf / cm 2. Life expectancy is 1) Residual oxidation test value (JIS K-2514 3.3) is less than 15min, 2) the inductance point where the total acid increase (by JIS K-2501) is sharp, and 3) the inductance point by which the viscosity increase (by JIS K-2283) is sharply The time until the change in appearance occurred was measured, and the oil was used as the lifetime.

(슬러지)(Sludge)

실기수명시험과 마찬가지의 압축기를 사용, 마찬가지의 조건으로 3000hr 개방시의 오일쿠일러부착의 유무를 눈으로 관찰하였다.Using a compressor similar to the practical life test, the presence or absence of oil cooler with 3000hr of opening under similar conditions was visually observed.

[표 1]TABLE 1

Figure kpo00005
Figure kpo00005

1) 프로필렌 4량체에서 유도되는 도데실기1) Dodecyl group derived from propylene tetramer

2) 이소부틸렌 2량에서 유도되는 옥틸기2) octyl group derived from 2 isobutylene quantities

3) 1-도데센에서 유도되는 도데실기3) Dodecyl group derived from 1-dodecene

4) 프로필렌 4량체에서 유도되는 도데실기4) Dodecyl group derived from propylene tetramer

제 1표에 표시한 결과에서 명백한 바와 같이, 본 발명에 관한 실시예 1의 윤활유조성물은 , [II] 및 [III]성분이나 기타의 화합물을 각각 단독으로 사용한 비교예 1~3의 윤활유 조성물에 비해서 수명이 상승적으로 연장되고, 슬러지의 발생도 없고, 뛰어난 윤활유조성물이다. 또, 첨가한 화합물의 알킬기가 본 발명의 규정하는 범위외의 비교예 4의 윤활유조성물에 있어서는, 수명의 실시예 1의 윤활유조성물과 동등하나, 슬러지가 다량으로 발생하고, 그 성능은 실시예 1의 윤활유조성물에 비교해서 크게 떨어진다.As is apparent from the results shown in Table 1, the lubricating oil composition of Example 1 of the present invention was applied to the lubricating oil compositions of Comparative Examples 1 to 3 each using [II], [III], or other compounds alone. Compared with this, the service life is extended synergistically, there is no sludge generation, and it is an excellent lubricating oil composition. Moreover, in the lubricating oil composition of the comparative example 4 of the alkyl group of the added compound outside the range prescribed | regulated by this invention, although it is the same as the lubricating oil composition of Example 1 of lifetime, a large amount of sludge generate | occur | produces and the performance of Example 1 is It is much lower than the lubricating oil composition.

이상 설명한 바와 같이, 특정의 구조를 가진 [II]알킬페닐-α-나프틸아민과 [III]알킬디페닐아민을 [I] 기본유에 일정량 첨가해서 얻게 되는 본 발명의 윤활유조성물은, 산화안정성에 매우 뛰어나고, 또한 슬러지의 발생이 적다.As described above, the lubricating oil composition of the present invention obtained by adding a certain amount of [II] alkylphenyl-α-naphthylamine and [III] alkyldiphenylamine having a specific structure to the [I] base oil has an oxidation stability. Very good and less sludge generated.

Claims (1)

[I] 방향족 함유량 30중량% 이하의 광유 및/또는 그 구조단위에 방향족고리를 함유하지 않는 합성유를 기본유로 하고, 이것에 조성물 전체량을 기준으로 해서, [II] 일반식[I] A mineral oil having an aromatic content of 30% by weight or less and / or a synthetic oil containing no aromatic ring in its structural unit as a base oil, and based on the total amount of the composition, [II]
Figure kpo00006
Figure kpo00006
 [식중, R1은 프로필렌의 올리고머로부터 유도되는 탄소수 12 또는 15의 분지알킬기를 표시함]Wherein R 1 represents a branched alkyl group having 12 or 15 carbon atoms derived from oligomers of propylene. 로 표시되는 N-P알킬페닐-α-나프틸아민 0.01~5.0중량% 및 [III] 일반식0.01 to 5.0% by weight of N-P alkylphenyl-α-naphthylamine represented by the formula [III]
Figure kpo00007
Figure kpo00007
 [식중, R2및 R3은 동일하거나 달라도 좋고, 각각 프로필렌의 올리고머로부터 유도되는 탄소수 12 또는 15의 분지알킬기를 표시함]Wherein R 2 and R 3 may be the same or different and each represent a branched alkyl group having 12 or 15 carbon atoms derived from an oligomer of propylene. 로 표시되는 p, p'-디알킬 디페닐아민 0.01~5.0중량%를 필수성분으로 배합해서 이루어지는 윤활유조성물.The lubricating oil composition formed by mix | blending 0.01 to 5.0 weight% of p and p'-dialkyl diphenylamine represented by an essential component.
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