JPWO2017126703A1 - Lubricant composition for resin and method for lubricating resin - Google Patents

Abstract

Disclosed is a resin lubricant composition having high lubricity, particularly a low coefficient of friction, and further improved wear resistance in the lubrication of a resin sliding portion, and a lubrication method using the same.
It is a lubricant composition for resin containing an amide bond and a carboxylic acid derivative containing a carboxyl group in the same compound, preferably, the carboxylic acid derivative is represented by the following general formula (1) or (2) The compound to be represented.
R ^1- (C = O)-(N-R ² ) -A- (C = O) -OH (1)
R ^1- (N-R ² )-(C = O) -A- (C = O) -OH ··· (2)
(Wherein, R ¹ is a monovalent hydrocarbon group, R ² is hydrogen or a monovalent hydrocarbon group, and A is a divalent hydrocarbon group, and these hydrocarbon groups include Oxygen group may be included.) And a method of lubricating the resin in which the surface of the resin is interposed.

Description

  The present invention relates to a lubricant composition for a resin used in sliding parts of resins, especially synthetic resins such as polyamide resins and polyoxymethylene resins, or resins and metals, ceramics, etc., and a method of lubricating resins using the same. About.

  In order to lubricate sliding parts, such as metal parts, various lubricants, such as a lubricating oil and a grease, which compounded additives, such as an oiliness agent and an extreme pressure agent, to lubricating oil base oil are used. 2. Description of the Related Art In recent years, parts made of synthetic resin have been widely used due to weight reduction of parts and ease of processing.

Lubrication of such a resin sliding part is largely different from metal, and a metal lubricant can not exhibit satisfactory characteristics, and lubricant base oils and additives have been studied. For example, greases which use an amine salt of unsaturated fatty acid as an additive to a grease base containing a base oil and a thickener are known. (See Patent Document 1). Further, a composition containing 3 to 25% by mass of silicone oil and lithium soap thickener, polytetrafluoroethylene resin powder and 1 to 15% by mass of saturated fatty acid amide has been proposed (see Patent Document 2).
Furthermore, the applicant has proposed a grease composition containing a specific lubricant base oil, an amide compound, a solid lubricant, and a metallic soap-based thickener (see Patent Document 3).
However, these lubricants are insufficient in lubricity, particularly in terms of wear resistance. In order to improve the wear resistance, it is necessary to reduce the sliding friction heat, and for that purpose, further improvement of the low friction coefficient by the lubricant has been desired.

JP, 2010-106256, A Unexamined-Japanese-Patent No. 2011-225781 JP, 2013-181154, A

  The problem to be solved by the present invention is a lubricant composition for resin, which has high lubricity, in particular, a low coefficient of friction, in the lubrication of resin sliding parts, and further improves the abrasion resistance of the resin, An object of the present invention is to provide a lubrication method using this.

MEANS TO SOLVE THE PROBLEM As a result of the present inventors earnestly advancing research, in order to solve the said subject, in lubrication of resin, the compound which has specific polar group, ie, both an amide bond and a carboxyl group, in one compound. Have found to significantly reduce the coefficient of friction.
The present invention has been made based on such findings and comprises the following.

[1] A lubricant composition for a resin comprising a lubricant base oil and a carboxylic acid derivative containing an amide bond and a carboxyl group in the same compound.
[2] The lubricant composition for a resin according to [1], wherein the carboxylic acid derivative is represented by the following general formula (1) or (2).
R ^1- (C = O)-(N-R ² ) -A- (C = O) -OH (1)
R ^1- (N-R ² )-(C = O) -A- (C = O) -OH ··· (2)
Here, R ¹ is a monovalent hydrocarbon group, R ² is hydrogen or a monovalent hydrocarbon group, and A is a divalent hydrocarbon group, and these hydrocarbon groups are oxygen-containing groups. May be included.
[3] In the general formula (1) or (2), R ¹ is an alkenyl group having 4 to 24 carbon atoms, R ² is hydrogen or an alkyl group having 1 to 8 carbon atoms, and A is carbon The lubricant composition for resin as described in said [2] which is a number 1-8 alkylene group.
[4] The lubricant composition for a resin according to [2], wherein R ¹ is a hydrocarbon group containing an ester bond having 4 to 24 carbon atoms in the general formula (1) or the general formula (2).
[5] The lubricant composition for a resin according to any one of the above [1] to [4], which is used for lubricating a resin containing at least one of a polyamide resin and a polyoxymethylene resin.
[6] The lubricant composition for a resin according to any one of the above [1] to [5], wherein the lubricating base oil is a hydrocarbon oil.
[7] The lubricant composition for a resin according to any one of the above [1] to [6], which further contains a thickener and is a grease.
[8] The lubricant composition for a resin according to any one of the above [1] to [7], wherein the total content of the carboxylic acid derivative is 0.02 to 20% by mass based on the total amount of the lubricant composition object.
[9] A method of lubricating a resin, wherein a lubricant composition containing a lubricant base oil and a carboxylic acid derivative containing an amide bond and a carboxyl group in the same compound is interposed on the surface of the resin.

  The lubricant composition of the present invention can stably reduce the coefficient of friction for a long period of time in the lubrication of resins or resin and sliding members other than resin such as metal and ceramic, and the abrasion resistance of the resin Furthermore, it is excellent in stick-slip resistance, and in the resin which is a sliding member, it is possible to achieve the special effect that high reliability can be achieved for a long period of time.

[Lubricant base oil]
The lubricating base oil of the present invention, it is possible to use any of the mineral or synthetic, preferably kinematic viscosity of 1 to 1000 mm ² / s at 40 ° C., more preferably from 20 to 300 mm ² / s . In order to prepare a lubricant having excellent lubricity, the viscosity index is 90 or more, in particular 95 to 250, the pour point is -10 ° C or less, in particular -15 to -70 ° C, the flash point is 150 ° C or more Those having the physical properties of are preferred.
When the lubricant is a grease, the lubricant base oil having a density of 0.75 to 0.95 g / cm ³ at 15 ° C. is more preferable because the dispersibility of the solid lubricant is high.

  Examples of mineral oil-based lubricating oil base oils include lubricating oil fractions obtained by atmospheric distillation of crude oil or distillation under reduced pressure and further distillation of the crude oil obtained by various refining processes. The refining processes are hydrorefining, solvent extraction, solvent dewaxing, hydrodewaxing, sulfuric acid washing, clay treatment, etc. By combining and processing these in an appropriate order, the lubricating oil base oil of the present invention can be treated You can get it. It is also useful to use a mixture of multiple refined oils of different properties obtained by combining different crude oils or distillates by combining different processes and sequences. The properties of the obtained base oil can be preferably used by adjusting any of the methods so as to satisfy the above-mentioned physical properties.

As the synthetic lubricating base oil, it is preferable to use a base material having excellent hydrolysis stability, for example, polyolefin such as poly-α-olefin, polybutene, copolymer of two or more kinds of various olefins, polyester, polyalkylene Examples include glycol, alkylbenzene, alkylnaphthalene and the like. Among them, poly-α-olefins are preferable in terms of availability, cost, viscosity characteristics, oxidation stability, and compatibility with system members. As the poly-α-olefin, polymers such as 1-dodecene and 1-decene are more preferable in terms of cost.
As a lubricant base oil used in the present invention, hydrocarbon oils such as mineral oil and poly-α-olefin are preferable.

As the lubricating base oil, the exemplified synthetic systems can be used alone or in combination of two or more. Furthermore, it can also be used by mixing it with the mineral oil system. When a mixture of a plurality of lubricating base oils is used, including synthetic lubricating base oils, if the base oil mixture satisfies the above-mentioned physical properties, the range of the physical properties before the individual base oils before mixing It can be used even if it is off. Therefore, the individual synthetic oil-based base oils are not necessarily required to satisfy the above physical properties, but are preferably within the above physical properties.
In the lubricating oil composition, the content of the lubricating base oil is the balance excluding the additive, and in the grease composition, 50 to 95% by mass is preferable based on the total amount of the lubricating composition, and 60 to 90 mass It is more preferable to use%.

[Carboxylic acid derivative]
The carboxylic acid derivative to be a compounding ingredient of the present invention is a compound containing an amide bond and a carboxyl group in the same compound. Compounds of this type are strongly chemisorbed by the hydrogen bond on the resin surface by the hydrogen bond of the amide bond and the two polar sites of the carboxyl group from the examples and comparative examples of the present specification and our years of experience and knowledge. The effect of the present invention can be exhibited without any problem as long as it is a compound that improves the oil effect and reduces the friction coefficient, and the compound contains an amide bond and a carboxyl group in the same compound.
As a preferable specific compound, what is shown by following General formula (1) or General formula (2) can be mentioned.
R ^1- (C = O)-(N-R ² ) -A- (C = O) -OH (1)
R ^1- (N-R ² )-(C = O) -A- (C = O) -OH ··· (2)
In the general formulas (1) and (2), R ¹ is a monovalent hydrocarbon group, R ² is hydrogen or a monovalent hydrocarbon group, and A is a divalent hydrocarbon group. These hydrocarbon groups may contain oxygen-containing groups.

In the general formula (1) or the general formula (2), R ¹ is an alkenyl group having 4 to 24 carbon atoms, R ² is hydrogen or an alkyl group having 1 to 8 carbon atoms, and A is 1 to 1 carbon atom. More preferably, the alkylene group is an alkylene group of 8. In particular, R ¹ is an alkenyl group having 12 to 20 carbon atoms, R ² is hydrogen or an alkyl group having 1 to 4 carbon atoms, and A is 1 carbon atom. What is -4 alkylene group is preferable. Specific compounds, N- I sarcosine, N- methyl - I sarcosine ^{(R 1: C17, R 2} : C1, A: C1), stearyl sarcosine ^{(R 1: C17, R 2} : H, A: C1), N- methyl - stearyl sarcosine ^{(R 1: C17, R 2} : C1, A: C1), N- octyl - I sarcosine ^{(R 1: C17, R 2} : C8, A: C1) , N- lauryl - I sarcosine ^{(R 1: C17, R 2} : C12, A: C1) , N- lauryl - stearyl sarcosine ^{(R 1: C17, R 2} : C12, A: C1) , and the like .
Or in the general formula (1) or the general formula (2), R ¹ is preferably a hydrocarbon group containing an ester bond having 4 to 24 carbon atoms (including 1 to 24 carbon atoms), particularly olein Methyl octyl oleate, oleyl oleate, butyl succinate, octyl succinate, oleyl succinate, octyl azelate, octyl sebacate, oleyl sebacate, methyl phthalate, butyl phthalate, octyl phthalate, oleyl phthalate More preferably, it is a group formed by removing one hydrogen atom from oleyl terephthalate and the like.

  The blending amount of the carboxylic acid derivative of the present invention is preferably 0.02 to 20% by mass, particularly 0.05 to 10% by mass, and more preferably 0.1 to 5% by mass, based on the total amount of the lubricant composition.

[Thickener]
Examples of thickening agents when the lubricant composition of the present invention is a grease include soap-based thickening agents such as metal soaps and complex metal soaps, bentones, silica gels, urea-based thickening agents (urea compounds, urea-urethane compounds And all kinds of thickening agents such as non-soap type thickening agents such as urethane compounds) can be used. Among these, soap-based thickeners and urea-based thickeners can be preferably used from the viewpoint of the effect of preventing damage to the lubricating surface.

  Examples of the soap-based thickener include sodium soap, calcium soap, aluminum soap, lithium soap and the like, and among these, lithium soap is preferable in terms of water resistance and heat stability. Examples of the lithium soap include lithium stearate and lithium 12-hydroxystearate. As a fatty acid which comprises a soap, a C6-C24 saturated fatty acid or unsaturated fatty acid or hydroxy fatty acid, or these mixtures can be used, for example.

  As a urea system thickener, a urea compound, a urea urethane compound, a urethane compound etc. can be mentioned, for example. More specifically, diurea compounds, triurea compounds, tetraurea compounds, polyurea compounds (excluding diurea compounds, triurea compounds and tetraurea compounds), urea urethane compounds, diurethane compounds and the like can be exemplified. Among these, one or more types of urea-based thickeners selected from diurea compounds, urea / urethane compounds, and diurethane compounds can be preferably used. A preferred example of the urea compound can be represented by the following general formula (2). The compound group represented by the following general formula (3) includes a diurea compound, a urea-urethane compound, and a diurethane compound.

B ^1- (C = O) (NH)-R ^3- (NH) (C = O)-B ² (3)

In general formula (3), R ³ represents a divalent organic group, preferably a divalent hydrocarbon group (including an aromatic group) having 6 to 20 carbon atoms. B ¹ and B ^{2, which} may be the same or different, each represent a group represented by —NHR ⁴ , —NR ⁵ R ⁶ or —OR ⁷ . R ⁴ , R ⁵ , R ⁶ and R ⁷ may be the same or different and each represents a monovalent organic group, and may be aliphatic, alicyclic or aromatic, or a mixture thereof It preferably represents a monovalent hydrocarbon group having 6 to 20 carbon atoms.

  The content of the thickener is preferably 2 to 40% by weight based on the total amount of the composition. If the content of the thickener is less than 2% by mass, the effect of adding the thickener becomes insufficient, and it becomes difficult to make the composition sufficiently grease-like (semi-solid). On the other hand, if the content of the thickener exceeds 40% by mass, the grease composition may become excessively hard and it may be difficult to obtain sufficient lubricating performance. From the same viewpoint, the content of the thickener is more preferably 3% by mass or more, further preferably 4% by mass or more, and further preferably 35% by mass or less, further preferably 25% by mass or less.

[Aliphatic amide compounds]
Further, aliphatic amide compounds which can be blended are monoamides having one amide group (—NH—CO—), bisamides having two, triamides having three, and the like. The monoamide may be either an acid amide of a monoamine or an acid amide of a mono acid, and the bisamide may be an acid amide of a diamine or an acid amide of a diacid.
The amide compound to be used preferably has a melting point of 40 to 180 ° C., particularly preferably 80 to 180 ° C., more preferably 100 to 170 ° C., and a molecular weight of 242 to 932, particularly preferably 298 to 876.
Monoamides, bisamides, and triamides are represented by the following general formula (4), general formulas (5) and (6), and general formula (7), respectively.

R ¹¹ -CO-NH-R ¹² (4)
R ¹¹ -CO-NH-A ¹ -NH-CO-R ¹² (5)
R ¹¹ -NH-CO-A ¹ -CO-NH-R ¹² ··· (6)
R ¹¹ -MA ¹ -CH (A ² -MR ¹³ ) -A ³ -MR ¹² (7)

In the above general formulas (4) to (7), R ¹¹ , R ¹² and R ¹³ are each independently an aliphatic hydrocarbon group having 5 to 25 carbon atoms. In the case of the general formula (4), it also includes the case where R ¹² is hydrogen. Each of A ¹ , A ² and A ³ independently represents an aliphatic hydrocarbon group having 1 to 10 carbon atoms, an alicyclic hydrocarbon group or an aromatic hydrocarbon group, or the number of carbon atoms in the combination thereof M is an amido group in 1 to 10 divalent hydrocarbon groups.
In the case of the monoamide of formula (4), it is preferred that R ¹² is an aliphatic saturated or unsaturated hydrocarbon group having hydrogen or a 10 to 20 carbon atoms. In the case of a diamine of acid amides of the general formula (5), A ¹ preferably has a divalent saturated linear hydrocarbon radical of 1 to 4 carbon atoms. Furthermore, as for the hydrocarbon group represented by R ¹¹ , R ¹² or A ¹ in the formulas (5) and (6), part of hydrogen may be substituted by a hydroxyl group (—OH).

  Specific examples of the monoamide include saturated fatty acid amides such as lauric acid amide, palmitic acid amide, stearic acid amide, behenic acid amide, hydroxystearic acid amide and the like, unsaturated fatty acid amides such as oleic acid amide and erucic acid amide, Examples thereof include saturated or unsaturated long chain fatty acids such as stearyl stearic acid amide, oleyl oleic acid amide, oleyl stearic acid amide and stearyl oleic acid amide, and substituted amides with long chain amines.

  Specifically, as the acid amide of the diamine represented by the formula (5), ethylenebisstearic acid amide, ethylenebisisostearic acid amide, ethylenebisoleic acid amide, methylenebislauric acid amide, hexamethylene bisoleic acid amide And hexamethylene bishydroxystearic acid amide. Specific examples of the bisamide of the diacid represented by the formula (6) include N, N′-bisstearyl sebacic acid amide and the like.

  Although there are many triamides represented by the formula (7), N-acylamino acid diamide compounds are specifically mentioned as compounds which can be suitably used in the present invention. The N-acyl group of this compound is a linear or branched saturated or unsaturated aliphatic acyl group having 1 to 30 carbon atoms or an aromatic acyl group, in particular a caproyl group, a caproyl group, a lauroyl group, a myristoyl group, Those consisting of a stearoyl group are preferred, and those consisting of aspartic acid and glutamic acid are preferred as the amino acid, and the amine of the amide group is a linear or branched saturated or unsaturated aliphatic amine having 1 to 30 carbon atoms, In particular, butylamine, octylamine, laurylamine, isostearylamine, stearylamine and the like are preferable. In particular, N-lauroyl-L-glutamic acid-α, γ-di-n-butylamide is preferable as a specific compound.

  The above amide compounds may be used alone or in combination of two or more. The content of the amide is preferably 0.1 to 50% by mass, and more preferably 3 to 35% by mass, based on the total amount of the lubricant composition.

[Other additives]
In the lubricant composition of the present invention, in addition to the above components, if necessary, it is generally used in lubricating oils and greases, for example, detergents, dispersants, antiwear agents, viscosity index improvers, antioxidants Agents, extreme pressure agents, rust inhibitors, corrosion inhibitors, etc. can be added as appropriate.
The additive component other than the above is preferably 20% by mass or less, particularly 10% by mass or less, based on the total amount of the lubricant composition.

[Method of lubricating resin]
The lubricant composition of the present invention is used for resin lubrication. The resin may be a natural resin or a synthetic resin, but general-purpose plastics (polyethylene, polystyrene, polypropylene, polyvinyl chloride, etc.) and engineering plastics are preferable, and engineering plastics are particularly preferable in terms of heat resistance and mechanical strength. And synthetic resins such as polyamide resin, polyacetal resin, polycarbonate resin, polysulfone resin, polyphenylene sulfide resin, polyamide imide resin, polyether ether ketone resin, phenol resin, polyester resin, epoxy resin, etc., and in particular, polyamide resin, It is preferably used for the lubrication of polyoxymethylene resin. In this lubrication, if at least one component is a resin, the other element may be metal, ceramic or the like.
Applications using such a lubrication method include transport machines such as automobiles, railways and aircraft, industrial machines such as machine tools, home appliances such as washing machines, refrigerators and vacuum cleaners, precision machines such as watches and cameras. There are bearings, gears, sliding surfaces, belts, joints, cams, etc. containing resin materials used in these machines. In particular, it is useful for improving the wear resistance of gears (spur gears, helical gears, screw gears, hypoid gears, worm gears, wheel gears, etc.) which are sliding environments under high surface pressure.

Examples and Comparative Examples were prepared and evaluated using the following components.
〔component〕
1. Lubricant base oil (1) PAO: poly-α-olefin (Durasyn 168 manufactured by INEOS)
Dynamic viscosity at 40 ° C .; 46 mm ² / s, density at 15 ° C .: 0.83 g / cm ³ , viscosity index: 135
Pour point: -60 ° C or less, flash point: 250 ° C
(2) Mineral oil: Lubricant base oil obtained by solvent purification of distillate obtained by vacuum distillation of atmospheric distillation residue; kinematic viscosity at 40 ° C .; 46 mm ² / s, density at 15 ° C .; 0.87 g / cm ³ , Viscosity index; 100
Pour point: -10 ° C, flash point: 230 ° C

2. Additive: Carboxylic acid derivative N-oleyl sarcosine Furthermore, for comparison, oleic acid, oleyl alcohol, oleyl amine, methyl oleate were added.

3. Thickener (1) Lithium soap: lithium stearate (2) complex lithium soap: lithium salt of carboxylic acid mixed with stearic acid and azelaic acid (3) aliphatic diurea: fat consisting of octadecylamine and methylene difernyl diisocyanate Aliphatic diurea (4) alicyclic diurea: alicyclic diurea consisting of cyclohexylamine and methylene difernyl diisocyanate (5) aromatic diurea: aromatic diurea consisting of p-toluidine and methylene difernyl diisocyanate 4. Aliphatic amide: ethylene bis stearic acid amide

[Preparation method of grease]
In lubricating oil base oil, lithium soap grease and complex lithium soap grease dehydrate and saponify each fatty acid and lithium hydroxide, urea grease react each amine and methylene difernyl diisocyanate, Table 1 and Table 2 The ingredients were blended. Thereafter, pressure dispersion was carried out with a roller (three rolls) to prepare a grease.
[Preparation method of lubricating oil]
Each component was put in a container at the blending amounts shown in Table 3 and Table 4 and stirred to prepare a lubricating oil. In addition, a compounding quantity is shown by the mass% with respect to lubricating agent (grease or lubricating oil) whole quantity. The base oil content is the balance of the components described, such as thickeners.

〔Evaluation test〕
Evaluation tests were conducted using a ball and disc reciprocating friction tester. The test load was 21.6 N, the sliding speed was 10 mm / s, and the amplitude was 20 mm, 1 g of a lubricant was applied to the disk, and sliding was performed, and the coefficient of friction after 20 minutes was measured at room temperature. As materials of balls and disks, steel (SUJ-2), polyamide resin (PA 66) and polyoxymethylene resin (POM) are used, and the diameter of the balls is 1/4 inch. The materials of balls and disks at the time of evaluation of each lubricant and the measurement results of the friction coefficient are shown together in Table 1, Table 2, Table 3 and Table 4. It can be seen that the coefficient of friction is reduced when the carboxylic acid derivative of the present invention is contained.
The stick-slip resistance was evaluated based on the following judgment criteria based on the ratio of the coefficient of static friction and the coefficient of dynamic friction per one reciprocation. Stick-slip is more likely to occur as the difference between the static friction coefficient and the dynamic friction coefficient is larger.
ス テ ィ ッ ク Stick-slip resistance is excellent (static friction coefficient / dynamic friction coefficient = 0.9 to 1.1)
× Poor stick-slip resistance (Static friction coefficient / Dynamic friction coefficient = less than 0.9 or greater than 1.1)
It was confirmed that the lubricant containing the carboxylic acid derivative had a small difference between the static friction coefficient and the dynamic friction coefficient, and was also effective in stick-slip resistance.

  The lubricant composition of the present invention can reduce the coefficient of friction in resin lubrication, is excellent in wear resistance, is also excellent in stick-slip resistance, and can be highly reliable over a long period of time. Resin materials used in transport machines such as cars, railways and aircraft, industrial machines such as machine tools, home appliances such as washing machines, refrigerators and vacuum cleaners, and precision machines such as watches and cameras. Can be used as a lubricant for sliding parts such as bearings, gears, sliding surfaces, belts, joints, and cams. In addition, the lubricating method of the present invention can reduce the coefficient of friction in resin lubrication, and is excellent in wear resistance, excellent in stick-slip resistance, and can be highly reliable over a long period of time. Useful for the sliding part of

Claims (9)

  A lubricant composition for a resin, comprising a lubricant base oil and a carboxylic acid derivative containing an amide bond and a carboxyl group in the same compound. The lubricant composition for a resin according to claim 1, wherein the carboxylic acid derivative is represented by the following general formula (1) or (2).
R ^1- (C = O)-(N-R ² ) -A- (C = O) -OH (1)
R ^1- (N-R ² )-(C = O) -A- (C = O) -OH ··· (2)
(Wherein, R ¹ is a monovalent hydrocarbon group, R ² is hydrogen or a monovalent hydrocarbon group, and A is a divalent hydrocarbon group, and these hydrocarbon groups include It may contain an oxygen group.) In the general formula (1) or the general formula (2), R ¹ is an alkenyl group having 4 to 24 carbon atoms, R ² is hydrogen or an alkyl group having 1 to 8 carbon atoms, and A is 1 to 1 carbon atom. The lubricant composition for a resin according to claim 2, which is an alkylene group of 8. The lubricant composition for a resin according to claim 2, wherein R ¹ in the general formula (1) or the general formula (2) is a hydrocarbon group containing an ester bond having 4 to 24 carbon atoms.   The lubricant composition for a resin according to any one of claims 1 to 4, which is used for lubricating a resin containing at least one of a polyamide resin and a polyoxymethylene resin.   The lubricant composition for a resin according to any one of claims 1 to 5, wherein the lubricant base oil is a hydrocarbon oil.   The lubricant composition for a resin according to any one of claims 1 to 6, further comprising a thickener and being a grease.   The lubricant composition for a resin according to any one of claims 1 to 7, wherein a total content of the carboxylic acid derivative is 0.02 to 20% by mass based on the total amount of the lubricant composition.   A method of lubricating a resin, wherein a lubricant composition containing a lubricant base oil and a carboxylic acid derivative containing an amide bond and a carboxyl group in the same compound is interposed on the surface of the resin.