JP2006257152A - Surface treatment method using a disk-shaped compound, (lubricating) composition for surface treatment and surface-treated article - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a novel surface treatment method that imparts sliding properties, abrasion resistance, lubricity, water-repellency, mold release properties and the like to an article and the like. <P>SOLUTION: The surface treatment method comprises coating the surface of an article composed of a polymer material to be treated with a composition comprising at least one disk-shaped compound and subjecting the composition to temperature changes. <P>COPYRIGHT: (C)2006,JPO&NCIPI

Description

  The present invention provides a surface treatment method for articles and the like that imparts slidability, abrasion resistance, lubricity, water repellency, releasability, etc. to articles, etc., a composition for surface treatment used in the method, And an article surface-treated by the method.

  Conventionally, chemical treatment such as chemical treatment, solvent treatment, coupling agent treatment, surface graft polymerization, surfactant treatment, and physical treatment such as UV irradiation treatment, low temperature plasma treatment, and sputter etching treatment as methods for imparting lubricity to the surface. However, it has disadvantages that the treatment is complicated, cannot be applied to all base materials, and has poor long-term lubricity.

The performance required for the lubricant is that the coefficient of friction of the mechanical friction sliding portion can be lowered over a wide temperature range and a wide pressure range, and the effect is maintained as long as possible. Further, it is desired that the lubricant not only has an effect of improving the lubricity between the frictional sliding members but also can impart wear resistance to the frictional sliding member itself. The effect of reducing the coefficient of friction at the friction sliding portion and extending the life of the lubricating oil such as engine oil directly leads to an improvement in fuel consumption for mechanical driving, that is, energy saving. Extending the life of engine oil not only reduces the amount of waste oil, but also reduces the amount of CO ₂ emission, which is preferable from the viewpoint of environmental compatibility that has been attracting attention in recent years. Also, among bearing parts and gears that slide under severe friction conditions among sliding parts of industrial machinery systems, when conventional lubricants such as lubricating oils and greases are used, the lubrication conditions become severe. The agent may cause film breakage or seizure, and a desired low coefficient of friction may not be obtained due to wear scratches. As a result, the reliability of the device may be impaired, and particularly when the device is downsized, the frictional conditions of the sliding portion tend to become severe, which hinders the downsizing of the device. Therefore, there is a demand for an energy-saving lubricant that does not cause wear or seizure even under severe conditions, can improve the reliability of the apparatus, and can contribute to downsizing of the apparatus.

  By the way, conventionally, as the lubricant, generally, a lubricant containing a lubricant base oil as a main component and a lubricating aid such as an organic compound is used. Particularly in recent years, organic molybdenum compounds have attracted attention as lubricating aids. The organomolybdenum compound is still resistant to wear and extreme pressure (load resistance) even when the sliding part of the machine is moving under severe friction conditions such as high temperature, high speed or low speed, high load, small size and light weight. ), Which is excellent in performance such as low friction characteristics, and has attracted attention as a material that can effectively exhibit lubrication performance under high pressure, that is, boundary lubrication conditions, compared to fluid lubrication conditions under normal pressure.

  However, the organomolybdenum compound is an excellent material that exhibits an excellent lubricating effect even under severe friction conditions, but in the lubricating oil, heavy metals such as molybdenum and zinc are easily oxidized, and not only the lubricating oil but also the sliding member It contains a significant amount of sulfide, which is a source of sulfur oxides that also adversely affect the environment, and phosphoric acid that eutrophies rivers and seas. Absent. Furthermore, the molybdenum oxide / molybdenum sulfide film formed on the sliding surface is gradually scraped off by friction to form a new film, and therefore suddenly if either the organic molybdenum compound or the organic zinc compound that is the source is insufficient. The effect is lost. However, when the amount of the organomolybdenum compound and the organozinc compound is increased, by-products produced as a by-product due to the removal of the coating increase in the system and adversely affect the sliding machine itself, increasing the amount is not effective. In the system using the organomolybdenum compound, the actual situation is that the effect of improving the fuel consumption by extending the life of the lubricant cannot be expected so much. Thus, the conventional lubricant exhibits excellent performance as a lubricant and does not contain environmental harmful substances or environmental pollutants such as heavy metal elements, phosphoric acid compounds and sulfides, and has long-term performance. No material that can be maintained has yet been provided.

  By the way, a lubricant composition mainly composed of a compound having a triazine structure is excellent in environmental compatibility or fuel efficiency improvement by extending the life of the lubricant, and is useful as a friction coefficient reducing agent, extreme pressure agent or antiwear agent. It is known to show lubricating performance (see Patent Document 1). The lubricants are required to have various performances, and more advanced performances have been required in recent years due to the high performance of various machines and severe use conditions.

JP 2002-69472 A

  The present invention has been made in view of the above-described problems, and can maintain low friction and wear resistance for a long period of time on the surface of an article, particularly a sliding surface. It is an object of the present invention to provide a surface treatment method capable of maintaining wear resistance for a long period of time and a composition used therefor. Moreover, this invention makes it a subject to provide the surface treatment method and surface treatment composition which provide slidability, abrasion resistance, lubricity, water repellency, mold release property, etc. with respect to articles | goods etc.

Means for solving the above problems are as follows.
[1] A surface treatment method comprising covering at least a part of a surface of an object to be treated made of a polymer material with a composition containing at least one discotic compound, and applying a temperature change to the composition.
[2] The method of [1], wherein the composition having a temperature of T ₁ ° C is heated to a temperature of T ₂ ° C (where T ₁ <T ₂ ) to change the temperature.
[3] The method according to [1] or [2], wherein the temperature is increased stepwise to give the composition a temperature change.
[4] The method according to any one of [1] to [3], in which shear is applied simultaneously with or before or after applying a temperature change to the composition.
[5] The method according to any one of [1] to [4], wherein at least one of the discotic compounds is a compound represented by the following general formula (1).

(In the formula, D represents a cyclic group capable of bonding to m side chains, X is each independently a single bond, NR ¹ group (R ¹ is a hydrogen atom or an alkyl group having 1 to 30 carbon atoms). ), An oxygen atom, a sulfur atom, a carbonyl group, a sulfonyl group, or a combination thereof, and each R is independently a substituted or unsubstituted alkyl group, alkenyl group, alkynyl group, aryl group Represents a heterocyclic group, a halogen atom, a hydroxy group, an amino group, a mercapto group, a cyano group, a sulfide group, a carboxy group or a salt thereof, a sulfo group or a salt thereof, a hydroxyamino group, a ureido group or a urethane group. Represents an integer of ˜11.)

[6] The method of [5], wherein D is a heterocyclic residue having a 5- to 7-membered ring structure.
[7] The method of [5] or [6], wherein the general formula (1) is represented by the following general formula (2).

Wherein X ¹ , X ² and X ³ are each independently a single bond, an NR ¹ group (R ¹ is a hydrogen atom or an alkyl group having 1 to 30 carbon atoms), an oxygen atom, a sulfur atom, or a carbonyl group. Represents a divalent linking group comprising a sulfonyl group or a combination thereof, and R ¹¹ , R ¹² and R ¹³ are each independently a substituted or unsubstituted alkyl group, alkenyl group, alkynyl group, aryl group, halogen atom Represents a hydroxy group, an amino group, a mercapto group, a cyano group, a sulfide group, a carboxy group or a salt thereof, a sulfo group or a salt thereof, a hydroxyamino group, a ureido group or a urethane group.)

[8] The method according to any one of [5] to [7], wherein the general formula (1) is represented by the following general formula (3).

Wherein X ²¹ , X ²² and X ²³ are each independently a single bond, NR ¹ group (R ¹ is a hydrogen atom or an alkyl group having 1 to 30 carbon atoms), oxygen atom, sulfur atom, carbonyl A divalent linking group consisting of a group, a sulfonyl group or a combination thereof, R ²¹ , R ²² and R ²³ each independently represents a substituent; Represents.)

[9] The method according to any one of [1] to [8], which is a surface treatment method for reducing at least the friction coefficient of the surface of the non-treated product.
[10] A composition containing at least one discotic compound and used in the surface treatment method according to any one of [1] to [8].
[11] The composition of [10], which is a lubricant or a release agent.
[12] An article that has been surface-treated by any one of the methods [1] to [9].
[13] An article having, on at least a part of its surface, a layer obtained by changing the temperature of the composition according to [10] or [11].

  According to the surface treatment method and surface treatment composition of the present invention, it is possible to impart slidability, abrasion resistance, lubricity, water repellency, releasability, etc. to the surface regardless of the shape of the surface to be treated. it can. The surface of an article treated by the surface treatment method of the present invention has high mechanical durability such as wear resistance, and is excellent in low friction characteristics and durability of the effect. Therefore, the surface treatment method and the surface treatment composition of the present invention are useful in parts requiring industrial surface treatment such as mechanical friction sliding parts, sliding members, bearings, molds and the like.

BEST MODE FOR CARRYING OUT THE INVENTION

Hereinafter, the present invention will be described in detail. 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.
The present invention relates to a surface treatment method including covering a surface of an object to be processed made of a polymer material with a composition containing at least one discotic compound and applying a temperature change to the composition. First, the composition used for the surface treatment method of the present invention will be described.

[Surface treatment composition]
The composition used for the surface treatment method of the present invention contains at least one discotic compound. The discotic compound is applied to the surface of the article, etc., and then given a change in temperature, thereby giving a predetermined performance to the surface of the article or the like, or contributing to improving the predetermined performance of the surface of the article. To do. In particular, when the sliding portion where friction occurs is covered, and then the surface treatment of the present invention is performed by changing the temperature, the sliding portion maintains low friction for a long time.

In the present specification, the “discotic compound” refers to a compound having a discotic partial structure at the center thereof. The disk-shaped partial structure is a central partial structure obtained by removing the side chain portion from the molecular structure, and its morphological characteristics can be explained, for example, with respect to the hydrogen substitution product that is the original compound. Can be expressed.
First, by the following methods 1) to 5), the molecular size of the hydrogen substitution product that is the original shape of the disk-shaped partial structure is determined.
1) Construct a molecular structure as close as possible to the target molecule, preferably a planar molecular structure. In this case, as the bond distance and bond angle, it is preferable to use standard values corresponding to the orbital mixture. For example, the Chemical Society of Japan, Chemical Handbook 4th edition, Chapter II, Volume 15 (1993 published by Maruzen) You can refer to it.
2) Using the structure obtained in 1) as an initial value, the structure is optimized by a molecular orbital method or a molecular force field method. Examples of the method include Gaussian 92, MOPAC 93, CHARMm / QUANTA, and MM3. Gaussian 92 is preferable.
3) The center of gravity of the structure obtained by structure optimization is moved to the origin, and the coordinate axis is taken as the inertial principal axis (the principal axis of the inertia tensor ellipsoid).
4) Give each atom a sphere defined by the van der Waals radius and describe the shape of the molecule.
5) Measure the length in the direction of each coordinate axis on the van der Waals surface, and let them be a, b and c, respectively.
When a disk-like form is defined using a, b and c obtained by the above procedures 1) to 5), a form satisfying a ≧ b> c and a ≧ b ≧ a / 2, preferably a In this embodiment, ≧ b> c and a ≧ b ≧ 0.7a are satisfied. A form satisfying b / 2> c is also preferable.

  Further, specific examples of the discotic compound that is a hydrogen substitution product that is the original form of the discotic partial structure are described in, for example, the Chemical Society of Japan, Quarterly Chemical Review No. 22 “Liquid Crystal Chemistry”, Chapter 5, Chapter 10 Section 2 (1994 Publication Center); Destrade et al., Mol. Cryst. liq. Cryst. 71, 111 (1981); Kohne et al., Angew. Chem. 96, 70 (1984); M.M. Lehn et al. Chem. Soc. Chem. Commun. 1794 (1985); Zhang, J. et al. s. A study report by Moore et al. Am. Chem. Soc. 116, 2655 (1994); and the mother nucleus compounds and derivatives thereof. Examples include benzene derivatives, triphenylene derivatives, truxene derivatives, phthalocyanine derivatives, porphyrin derivatives, anthracene derivatives, hexaethynylbenzene derivatives, dibenzopyrene derivatives, coronene derivatives, and phenylacetylene macrocycle derivatives. Furthermore, the cyclic compounds described in the Chemical Society of Japan, “Chemical Review No. 15 New Aromatic Chemistry” (published by the University of Tokyo Press, 1977) and their electronic structures such as heteroatom substitution can be mentioned.

The discotic compound is preferably a compound having a cyclic group having a discotic partial structure and a plurality (preferably 2 to 11) side chains bonded to the cyclic group. At least one of the side chains preferably has an ester bond. In particular, at least one of the side chains preferably contains a group represented by the following general formula (4a) or general formula (4b). In the following formula, the left side (-X ⁰ ) is bonded to the D side.

In the formula, X ⁰ is a single bond, an NR ¹ group (R ¹ is a hydrogen atom or an alkyl group having 1 to 30 carbon atoms), an oxygen atom, a sulfur atom, a carbonyl group, a sulfonyl group, or a combination thereof. Represents a linking group.
L ⁰ represents an alkylene group (preferably a linear, branched or cyclic alkylene group having 1 to 20 carbon atoms), an NR ¹ group (R ¹ is a hydrogen atom or a carbon number of 1 to 30). An alkyl group), an oxygen atom, a sulfur atom, a carbonyl group, a sulfonyl group, or a combination thereof. The divalent linking group may have a substituent. L ⁰ is preferably an alkylene group.
In addition, the group of the combination of X ⁰ and L ⁰ is preferably —O (C═O) -alkylene- or —O (C═O) -cycloalkylene-.
R ⁰ is located at the end of the side chain of the compound and represents a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group.

Moreover, it is more preferable that at least one of the side chains includes a group represented by the general formula (4a). Among these, it is more preferable that the side chain contains a group represented by the following general formula (4). In the following formula, the left side (-L ⁰¹ ) is bonded to the cyclic base side.

L ⁰¹ is synonymous with X ⁰ . L ⁰¹ is preferably an oxygen atom, a sulfur atom,-(C = O) O-, -NH- (C = O) O-. R ⁰¹ represents a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, and p and q each represents an integer. R ⁰¹ preferably has 1 to 40 carbon atoms, and more preferably 1 to 20 carbon atoms. Substituents include halogen atoms, alkoxy groups (methoxy, ethoxy, methoxyethoxy, phenoxy, etc.), sulfide groups (methylthio, ethylthio, propylthio, etc.), alkylamino groups (methylamino, propylamino, etc.), acyl groups (acetyl, Propanoyl, octanoyl, benzoyl, etc.) and acyloxy groups (acetoxy, pivaloyloxy, banzoyloxy, etc.), aryl groups, heterocyclic groups, hydroxyl groups, mercapto groups, amino groups, cyano groups, nitro groups, carboxyl groups, sulfo groups, carbamoyl groups Group, sulfamoyl group, ureido group and the like. p is preferably from 1 to 20, and more preferably from 2 to 10. q is preferably 1 to 10, and more preferably 1 to 5.

  Moreover, it is also preferable that at least one of the side chains includes a group represented by the following general formula (5) or (6).

式中、Ｒ⁰¹は炭素原子数が１〜３０の置換もしくは無置換のアルキル基を表し、ｍおよびｎは各々整数を表し、一般式（４）におけるＲ⁰¹と同じ意味の基を表す。

In the formula, R ⁰¹ represents a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, m and n each represent an integer, and represent a group having the same meaning as R ⁰¹ in formula (4).

式中、Ｒ²⁵は置換基を表し、ａ２４は１〜５の整数を表す。

In the formula, R ²⁵ represents a substituent, and a24 represents an integer of 1 to 5.

  Moreover, it is also preferable that at least a part of the side chain is a group represented by the following general formula (7).

In the formula, L ²¹ is a single bond, an NR ¹ group (R ¹ is a hydrogen atom or an alkyl group having 1 to 30 carbon atoms), an alkylene group, an oxygen atom, a sulfur atom, a carbonyl group, a sulfonyl group, or a combination thereof. Represents a divalent linking group consisting of An oxygen atom, an oxyalkylene group, an oxycarbonyl group, an aminocarbonyl group, a carbonyloxy group, and a carbonyl group are preferable, and an oxycarbonyl group and a carbonyl group are more preferable.

Examples of substituents R ²⁵ , R ⁷¹ and R ⁷² having 1 to 40 carbon atoms, preferably 1 to 20 carbon atoms and preferably 2 to 20 carbon atoms include halogen atoms, alkyl groups (carbon An alkenyl group (having 2 to 40 carbon atoms, preferably 2 to 20 carbon atoms), an alkynyl group (having 2 to 40 carbon atoms, preferably 2 to 20 carbon atoms). ), Aryl groups (having 6 to 40 carbon atoms, preferably 6 to 20 carbon atoms), heterocyclic groups (having 1 to 40 carbon atoms, preferably 1 to 20 carbon atoms), cyano groups, hydroxyl groups, nitro groups A carboxyl group, an alkoxy group, an aryloxy group (having 6 to 40 carbon atoms, preferably 6 to 20 carbon atoms), a silyloxy group (having 3 to 40 carbon atoms, preferably 3 to 20 carbon atoms), a heterooxy group (carbon 1-40 atoms, preferred Is an acyloxy group (having 2 to 40 carbon atoms, preferably 2 to 20 carbon atoms), a carbamoyloxy group (having 1 to 40 carbon atoms, preferably 1 to 20 carbon atoms), an alkoxycarbonyloxy group (C2-C40, preferably C2-20), aryloxycarbonyloxy group (C7-C40, preferably C7-20), amino group, acylamino group (C1-C1) 40, preferably 1-20, aminocarbonylamino group (1-40 carbon atoms, preferably 1-20), alkoxyaminocarbonylamino group (2-40 carbon atoms, preferably 2-20 carbon atoms). 20), an aryloxycarbonylamino group (7 to 40 carbon atoms, preferably 7 to 20 carbon atoms), a sulfamoylamino group (0 to 40 carbon atoms, preferably 0). ˜20), alkyl and arylsulfonylamino groups (having 1 to 40 carbon atoms, preferably 1 to 20 carbon atoms), mercapto groups, alkylthio groups (having 1 to 40 carbon atoms, preferably 1 to 20 carbon atoms), Arylthio group (having 6 to 40 carbon atoms, preferably 6 to 20 carbon atoms), heterocyclic thio group (having 1 to 40 carbon atoms, preferably 1 to 20 carbon atoms), sulfamoyl group (having 0 to 40 carbon atoms) , Preferably 0-20), sulfo groups, alkyl and arylsulfinyl groups (1-40 carbon atoms, preferably 1-20 carbon atoms), alkyl and arylsulfonyl groups (1-40 carbon atoms, preferably 1-20), an acyl group (1-40 carbon atoms, preferably 1-20), an aryloxycarbonyl group (7-40 carbon atoms, preferably 7-20 carbon atoms). , Alkoxycarbonyl groups (having 2 to 40 carbon atoms, preferably 2 to 20 carbon atoms), carbamoyl groups (having 1 to 40 carbon atoms, preferably 1 to 20 carbon atoms), aryl and heterocyclic azo groups (having carbon atoms) 1-40 (preferably 1-20), imide group (4-40 carbon atoms, preferably 4-20), phosphino group (0-40 carbon atoms, preferably 0-20) A phosphinyl group (having 0 to 40 carbon atoms, preferably 0 to 20 carbon atoms), a phosphinyloxy group (having 0 to 40 carbon atoms, preferably 0 to 20 carbon atoms), a phosphinylamino group (carbon atoms). A silyl group (having 3 to 40 carbon atoms, preferably 3 to 20 carbon atoms) is included. Furthermore, the substituents R ⁷¹ and R ⁷² also include those substituents substituted with one or more substituents selected from these substituents. As the substituent for R ⁷¹ , an alkoxy group, an alkoxycarbonyl group and an acyl group substituted with a substituent containing a linear or branched alkyl residue are preferable. a is 0 or an integer of 1 to 5, preferably 1 to 3.
R ⁷¹ preferably has 1 to 40 carbon atoms, more preferably 1 to 20 carbon atoms.

  Moreover, it is also preferable that at least one of the side chains contains a partially fluorinated carbon group or a fluorinated carbon group. The presence or absence of a double bond, a branch, a cyclic group, or an aromatic ring may be used for the fluorocarbon group. It is also preferred that at least one of the side chains is a group represented by the following general formula (8).

In the formula, L ²¹ is a single bond, an NR ¹ group (R ¹ is a hydrogen atom or an alkyl group having 1 to 30 carbon atoms), an alkylene group (preferably a linear or branched chain having 1 to 20 carbon atoms). A divalent linking group comprising an oxygen atom, a sulfur atom, a carbonyl group, a sulfonyl group, or a combination thereof. An oxygen atom, an oxyalkylene group, an oxycarbonyl group, an aminocarbonyl group, a carbonyloxy group, and a carbonyl group are preferable, and an oxycarbonyl group and a carbonyl group are more preferable.

Examples of the substituent R ⁸¹ include halogen atoms, alkyl groups, alkenyl groups, alkynyl groups, aryl groups, heterocyclic groups, cyano groups, hydroxyl groups, nitro groups, carboxyl groups, alkoxy groups, aryloxy groups, silyloxy groups, Heterooxy group, acyloxy group, carbamoyloxy group, alkoxycarbonyloxy group, aryloxycarbonyloxy group, amino group, acylamino group, aminocarbonylamino group, alkoxyaminocarbonylamino group, aryloxycarbonylamino group, alphamoylamino group, Alkyl and arylsulfonylamino groups, mercapto groups, alkylthio groups, arylthio groups, heterocyclic thio groups, sulfamoyl groups, sulfo groups, alkyl and arylsulfinyl groups, alkyl and arylsulfonyl groups Acyl group, an aryloxycarbonyl group, an alkoxycarbonyl group, a carbamoyl group, an aryl or heterocyclic azo group, an imido group, a phosphino group, phosphinyl group, phosphinyloxy group, phosphinylamino group include a silyl group. The preferred carbon number of these groups is the same as the substituents R ²⁵ , R ⁷¹ and R ⁷² . Furthermore, the substituent R ⁸¹ also includes those substituents substituted with one or more substituents selected from these substituents. At least one of the a R ^81s includes a partially fluorocarbon group and a fluorocarbon group. The presence or absence of a double bond, a branch, a cyclic group, or an aromatic ring may be used for the fluorocarbon group. As the substituent of R ⁸¹ , an alkoxy group, an alkoxycarbonyl group and an acyl group substituted with a substituent containing a linear or branched alkyl residue containing a partially fluorinated carbon group or a fluorinated carbon group are preferable. . a is 0 or an integer of 1 to 5, preferably 1 to 3.
R ⁸¹ preferably has 1 to 40 carbon atoms, more preferably 1 to 20 carbon atoms.

  The discotic compound is preferably a compound represented by the following general formula (1).

In the formula, D represents a cyclic group that can be bonded to m side chains, and X is each independently a single bond or an NR ¹ group (R ¹ is a hydrogen atom or an alkyl group having 1 to 30 carbon atoms). Represents a divalent linking group consisting of an oxygen atom, a sulfur atom, a carbonyl group, a sulfonyl group, or a combination thereof, and each R is independently a substituted or unsubstituted alkyl group, alkenyl group, alkynyl group, aryl group, It represents a heterocyclic group, a halogen atom, a hydroxy group, an amino group, a mercapto group, a cyano group, a sulfide group, a carboxy group or a salt thereof, a sulfo group or a salt thereof, a hydroxyamino group, a ureido group or a urethane group. m represents an integer of 2 to 11.

In the general formula (1), examples of the cyclic group represented by D include an aromatic group and a heterocyclic group. Examples of the aromatic ring of the aromatic group include benzene ring, indene ring, naphthalene ring, triphenylene ring, fluorene ring, phenanthrene ring, anthracene ring and pyrene ring. The aromatic group may have a substituent.
The heterocyclic group preferably has a 5-membered, 6-membered or 7-membered heterocyclic ring. A 5-membered ring or a 6-membered ring is more preferable, and a 6-membered ring is most preferable. As the hetero atom constituting the heterocyclic ring, a nitrogen atom, an oxygen atom and a sulfur atom are preferable. The heterocycle is preferably an aromatic heterocycle. The aromatic heterocyclic ring is generally an unsaturated heterocyclic ring. An unsaturated heterocyclic ring having the most double bond is more preferable. Examples of heterocyclic rings include furan ring, thiophene ring, pyrrole ring, pyrroline ring, pyrrolidine ring, oxazole ring, isoxazole ring, thiazole ring, isothiazole ring, imidazole ring, imidazoline ring, imidazolidine ring, pyrazole ring, pyrazoline Ring, pyrazolidine ring, triazole ring, triazane ring, tetrazole ring, pyran ring, thiyne ring, pyridine ring, piperidine ring, oxazine ring, morpholine ring, thiazine ring, pyridazine ring, pyrimidine ring, pyrazine ring, piperazine ring and triazine ring included. A triazine ring is preferred, and a 1,3,5-triazine ring is particularly preferred. The heterocycle may be condensed with another heterocycle, aliphatic ring or aromatic ring. However, monocyclic heterocycles are preferred.

In the general formula (1), X is a single bond, NR ¹ group (R ¹ is a hydrogen atom or an alkyl group having 1 to 30 carbon atoms), oxygen atom, sulfur atom, carbonyl group, sulfonyl group, or a combination thereof. Represents a divalent linking group consisting of When X is a single bond, it may be directly bonded with a nitrogen atom having a free valence such as piperidine in a heterocyclic group, and further bonded with a heteroatom without a free valence, and an oxonium salt or a sulfonium salt An onium salt may be formed like an ammonium salt. X in the general formula (1) is preferably a sulfur atom or an NR ¹ group, and R ¹ is preferably an alkyl group having 3 or less carbon atoms or a hydrogen atom.

In the general formula (1), when R is an alkyl group, the number of carbon atoms is preferably 1-30, more preferably 2-30, and even more preferably 4-30, 30 is most preferred. The alkyl group may be linear or branched. Moreover, you may have a substituent. Examples of substituents include halogen atoms, alkoxy groups (methoxy, ethoxy, methoxyethoxy, phenoxy, etc.), sulfide groups (methylthio, ethylthio, propylthio, etc.), alkylamino groups (methylamino, propylamino, etc.), acyl groups ( Acetyl, propanoyl, octanoyl, benzoyl, etc.) and acyloxy groups (acetoxy, pivaloyloxy, benzoyloxy, etc.), hydroxyl groups, mercapto groups, amino groups, carboxyl groups, sulfo groups, carbamoyl groups, sulfamoyl groups and ureido groups.
In general formula (1), R represents an alkenyl group and the alkynyl group has the same carbon number and shape as the alkyl group, and may have the same substituent.

  In the general formula (1), when R is an aryl group, examples thereof include a phenyl group, an indenyl group, an α-naphthyl group, a β-naphthyl group, a fluorenyl group, a phenanthrenyl group, an anthracenyl group, and a pyrenyl group. Group and naphthyl group are preferred. Furthermore, you may have a substituent. Examples of the substituent include, in addition to those exemplified for the substituent of the alkyl group, an alkyl group, and a substituent containing a linear or branched alkyl residue having 8 or more carbon atoms, such as an alkyl group ( Octyl, decyl, hexadecyl, 2-ethylhexyl, etc.), alkoxy groups (dodecyloxy, hexadecyloxy, etc.), sulfide groups (hexadecylthio, etc.), substituted amino groups (heptadecylamino, etc.), octylcarbamoyl groups, octanoyl groups, and decylsulfurs It is preferably substituted with a famoyl group or the like. These substituents are preferably substituted at least two, and in addition to the above substituents, they are substituted with halogen atoms, hydroxyl groups, cyano groups, nitro groups, carboxyl groups, sulfo groups, etc. May be.

  In the general formula (1), when R is a heterocyclic group, like D, a heterocyclic group having a 5- to 7-membered ring structure is preferable, a 5-membered ring or a 6-membered ring is more preferable, and a 6-membered ring is Most preferred. Specific examples of these skeletons are also included in Appendix 11 of the Iwanami Physics and Chemistry Dictionary 3rd edition (published by Iwanami Shoten). Names of major heteromonocyclic compounds page 1606 and Table 5. Names of main condensed heterocyclic compounds The compounds described on page 1607 are listed. Further, like the aryl group, these may have a substituent and are preferably substituted with a substituent containing a linear or branched alkyl residue having 8 or more carbon atoms. These substituents are preferably substituted at least two, and in addition to the above substituents, they are substituted with halogen atoms, hydroxyl groups, cyano groups, nitro groups, carboxyl groups, sulfo groups, etc. May be.

At least one of R preferably has an ester bond, more preferably an alkoxy group substituted with a substituent containing a linear or branched alkyl residue containing an ester bond. preferable. Further, it is more preferable that all of R contain an ester bond, and all of them are alkoxy groups substituted with a substituent containing a linear or branched alkyl residue containing an ester bond. Even more preferred. That is, at least one of R preferably contains a group represented by the formula (4a) or (4b), and a group represented by any one of the formulas (4) to (6). More preferably.
In addition, at least one of R—X— is preferably a group represented by the general formula (7) or (8), and all the groups represented by the general formula (7) or (8). It is also more preferable.

  Among the compounds represented by the general formula (1), compounds represented by the following general formula (2) are preferable.

In the formula, X ¹ , X ² and X ³ are each independently a single bond, an NR ¹ group (R ¹ is a hydrogen atom or an alkyl group having 1 to 30 carbon atoms), an oxygen atom, a sulfur atom, a carbonyl group, Represents a divalent linking group comprising a sulfonyl group or a combination thereof. When X ¹ , X ² , and X ³ are single bonds, they may be directly bonded with a nitrogen atom having a free valence such as piperidine as a heterocyclic group, and further bonded with a hetero atom even if there is no free valence. In addition, an onium salt may be formed such as an oxonium salt, a sulfonium salt, or an ammonium salt. X ¹ , X ² , and X ³ are each an NR ¹ group (R ¹ is an alkyl group having 1 to 30 carbon atoms or a hydrogen atom), an oxygen atom, a sulfur atom, a carbonyl group, a sulfonyl group, or these when not a single bond A divalent linking group consisting of a combination of, for example, an oxycarbonyl group, an aminocarbonyl group, a ureylene group, an oxysulfonyl group, a sulfamoyl group and the like. A sulfur atom or an NR ¹ group is preferred, and R ¹ is preferably an alkyl group having 3 or less carbon atoms or a hydrogen atom. In this, an imino group (-NH-) is more preferable.

In the general formula (2), R ¹¹ , R ¹² and R ¹³ are each independently a substituted or unsubstituted alkyl group, alkenyl group, alkynyl group, aryl group or heterocyclic group, halogen atom, hydroxy group, An amino group, a mercapto group, a cyano group, a sulfide group, a carboxy group or a salt thereof, a sulfo group or a salt thereof, a hydroxyamino group, a ureido group, or a urethane group.

The alkyl groups represented by R ¹¹ , R ¹² and R ¹³ each have 1 to 30 carbon atoms, preferably 2 to 30 carbon atoms, more preferably 4 to 30 carbon atoms, and 6 to 30 carbon atoms. Most preferred. The alkyl group may be linear or branched. Moreover, you may have a substituent. Examples of substituents include halogen atoms, alkoxy groups (methoxy, ethoxy, methoxyethoxy, phenoxy, etc.), sulfide groups (methylthio, ethylthio, propylthio, etc.), alkylamino groups (methylamino, propylamino, etc.), acyl groups ( Acetyl, propanoyl, octanoyl, benzoyl, etc.) and acyloxy groups (acetoxy, pivaloyloxy, benzoyloxy, etc.), hydroxyl groups, mercapto groups, amino groups, carboxyl groups, sulfo groups, carbamoyl groups, sulfamoyl groups and ureido groups. The carbon number and shape of R ¹¹ , R ¹² and R ¹³ as alkenyl group and alkynyl group are the same as those of the alkyl group, and may have the same substituent.

Examples of the aryl groups represented by R ¹¹ , R ¹² and R ¹³ include phenyl group, indenyl group, α-naphthyl group, β-naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group and pyrenyl group. A phenyl group or a naphthyl group is preferred. Further, a substituent containing a linear or branched alkyl residue having 8 or more carbon atoms, such as an alkyl group (octyl, decyl, hexadecyl, 2-ethylhexyl, etc.), an alkoxy group (dodecyloxy, hexadecyloxy, 2 -Hexyldecyloxy, hexyloxyethyleneoxyethyleneoxy, etc.), sulfide groups (hexadecylthio, etc.), substituted amino groups (heptadecylamino, etc.), octylcarbamoyl groups, octanoyl groups, decylsulfamoyl groups, etc. preferable. These substituents are preferably substituted at least two, and in addition to the above substituents, they are substituted with halogen atoms, hydroxyl groups, cyano groups, nitro groups, carboxyl groups, sulfo groups, etc. May be.

In the heterocyclic group represented by each of R ¹¹ , R ¹² and R ¹³ , a heterocyclic residue having a 5- to 7-membered ring structure is preferable, like D in the general formula (1). Is more preferable, and a 6-membered ring is most preferable. Specific examples of these skeletons are also included in Appendix 11 of the Iwanami Physics and Chemistry Dictionary 3rd edition (published by Iwanami Shoten). Names of major heteromonocyclic compounds page 1606 and Table 5. Examples include the compounds described on page 1607 of the name of the main condensed heterocyclic compound. Further, like the aryl group, these are preferably substituted with a substituent containing a linear or branched alkyl residue having 8 or more carbon atoms. These substituents are preferably substituted at least two, and in addition to the above substituents, they are substituted with halogen atoms, hydroxyl groups, cyano groups, nitro groups, carboxyl groups, sulfo groups, etc. May be.

At least one of R ¹¹ , R ¹² and R ¹³ preferably has an ester bond, and is substituted with a substituent containing a linear or branched alkyl residue containing an ester bond. More preferably, it is an alkoxy group. Further, it is more preferred that all of R ¹¹ , R ¹² and R ¹³ contain an ester bond, and all are substituted with a substituent containing a linear or branched alkyl residue containing an ester bond. Even more preferred is an alkoxy group. That is, at least one of R ¹¹ , R ¹² and R ¹³ preferably contains a group represented by the formula (4a) or (4b), and any one of the formulas (4) to (6) It is more preferable that a group represented by
It is also preferred that at least one of R ¹¹ —X ¹ —, R ¹² —X ² — and R ¹³ —X ³ — is a group represented by the general formula (7) or (8), It is more preferable that it is group represented by General formula (7) or (8).

  Furthermore, the compound represented by the following general formula (3) is mentioned as a more preferable aspect of the compound represented by the said General formula (2).

In the formula, X ²¹ , X ²² and X ²³ are each independently a single bond, NR ¹ group (R ¹ is a hydrogen atom or an alkyl group having 1 to 30 carbon atoms), oxygen atom, sulfur atom, carbonyl group Represents a divalent linking group comprising a sulfonyl group or a combination thereof. When X ²¹ , X ²² , and X ²³ are single bonds, they may be directly bonded with a nitrogen atom having a free valence such as piperidine as a heterocyclic group, and further bonded with a hetero atom even if there is no free valence. In addition, an onium salt may be formed such as an oxonium salt, a sulfonium salt, or an ammonium salt. When X ²¹ , X ²² , and X ²³ are not a single bond, an NR ¹ group (R ¹ is an alkyl group having 1 to 30 carbon atoms or a hydrogen atom), an oxygen atom, a sulfur atom, a carbonyl group, a sulfonyl group, or these It represents a divalent linking group composed of a combination, for example, an oxycarbonyl group, an aminocarbonyl group, a ureylene group, an oxysulfonyl group, a sulfamoyl group, and the like. X ²¹ , X ²² and X ²³ are preferably a sulfur atom or an NR ¹ group, and R ¹ is preferably an alkyl group having 3 or less carbon atoms or a hydrogen atom. In this, an imino group (-NH-) is more preferable.

In the formula, R ²¹ , R ²² and R ²³ each independently represents a substituent. Substituents R ²¹ , R ²² and R ²³ are a halogen atom, an alkyl group, an alkenyl group, an alkynyl group, an aryl group, a heterocyclic group, a cyano group, a hydroxyl group, a nitro group, a carboxyl group, an alkoxy group, an aryloxy group, Silyloxy group, heterooxy group, acyloxy group, carbamoyloxy group, alkoxycarbonyloxy group, aryloxycarbonyloxy group, amino group, acylamino group, aminocarbonylamino group, alkoxyaminocarbonylamino group, aryloxycarbonylamino group, alphamoylamino Groups, alkyl and arylsulfonylamino groups, mercapto groups, alkylthio groups, arylthio groups, heterocyclic thio groups, sulfamoyl groups, sulfo groups, alkyl and arylsulfinyl groups, alkyl and aryls Includes sulfonyl group, acyl group, aryloxycarbonyl group, alkoxycarbonyl group, carbamoyl group, aryl and heterocyclic azo group, imide group, phosphino group, phosphinyl group, phosphinyloxy group, phosphinylamino group, silyl group It is. The preferred carbon number of these groups is the same as the substituents R ²⁵ , R ⁷¹ and R ⁷² . Furthermore, the substituents R ²¹ , R ²² and R ²³ also include those substituents substituted with one or more substituents selected from these substituents.

At least one of R ²¹ , R ²² and R ²³ preferably has an ester bond, and is substituted with a substituent containing a linear or branched alkyl residue containing an ester bond. More preferably, it is an alkoxy group. Further, it is more preferable that all of R ²¹ , R ²² and R ²³ contain an ester bond, and all are substituted with a substituent containing a linear or branched alkyl residue containing an ester bond. Even more preferred is an alkoxy group. That is, at least one of R ²¹ , R ²² and R ²³ preferably contains a group represented by the above formula (4a) or (4b), and any one of the above formulas (4) to (6) It is more preferable that a group represented by
Further, in the formula _{^{(R 21) a21 -Ph-X}} 21 -, (R 22) a22 -Ph-X 22 - and _{^{R 23) a23 -Ph-X 23}} - it is at least one of the general formula (7 ) Or (8) is also preferred, and it is more preferred that all are groups represented by the general formula (7) or (8).

  In the formula, a21, a22 and a23 each independently represents an integer of 1 to 5.

  Specific examples of the compound represented by the general formula (1) that can be used in the present invention are listed below, but the present invention is not limited to the following specific examples.

  As a method for producing the discotic compound represented by the general formula (1), for example, a method of reacting a discotic compound serving as a core of various structures with a side chain having an ester group (for example, cyanuric chloride). Nucleophilic substitution reaction, alkylation of thiocyanuric acid, coupling reaction of benzene derivative or alkylation, acylation, etherification and amidation of hydroxy-substituted benzene derivative), and side chain structure compound having ester group The method of using it to construct | assemble a cyclic structure and making it a discotic compound is mentioned. Among them, a cyclic compound having a halogen atom (for example, cyanuric chloride and pyrimidine chloride) and a compound having active hydrogen (for example, derivatives of amine, aniline, alcohol, phenol, thioalcohol, thiophenol, etc.) A method of synthesis by reaction is preferred. Among these, the reaction using cyanuric chloride is preferable.

  Examples of the organic solvent used in the reaction include halogenated hydrocarbon organic solvents such as dichloromethane, ester organic solvents such as methyl acetate or ethyl acetate, ketone organic solvents such as acetone or methyl ethyl ketone, and ether organic solvents. For example, tetrahydrofuran or dioxane, nitrile organic solvents such as acetonitrile or propionitrile, amide organic solvents such as N, N-dimethylformamide, N, N-dimethylacetamide, 1,3-dimethyl-2-imidazolidone, 1, Examples include 3-dimethyl-3,4,5,6, -tetrahydro-2 (1H) -pyrimidinone (DMPU) or hexamethylphosphoric triamide, or a sulfoxide-based organic solvent such as dimethyl sulfoxide. If necessary, a catalyst or a base may be used. Moreover, as described in Japanese Patent Application No. 2004-080527, when cyanuric chloride and an aminophenol derivative are reacted in a mixed solvent of water and an organic solvent in the presence of a base, a high yield is obtained. Tris (hydroxyphenylamino) -1,3,5-triazines are preferred because they can be synthesized.

The composition used for the surface treatment of the present invention may contain additives other than the discotic compound. For example, you may mix the mineral oil and synthetic oil used as a base oil of a lubricating oil composition. The mineral oil or synthetic oil to be used is not particularly limited, and any oil that is generally used as a lubricating base oil can be used. That is, those corresponding to these include mineral oil, synthetic oil, or a mixed oil thereof. Mineral oil can be obtained, for example, by treating a lubricating oil raw material derived from paraffinic, intermediate group or naphthenic crude oil by atmospheric pressure or vacuum distillation with an aromatic extraction solvent such as phenol, furfural or N-methylpyrrolidone. Hydrorefined oil obtained by contact with hydrogen under hydrotreating conditions in the presence of hydrotreating catalysts such as solvent refined raffinate, lubricating oil feedstock silica-alumina-supported cobalt and molypden, hydrocracking Hydrocracked oil obtained by contacting with hydrogen under severe cracking reaction conditions in the presence of a catalyst, isomerized oil obtained by contacting wax with hydrogen under isomerization conditions in the presence of an isomerizing catalyst, Or a lubricating oil fraction obtained by combining a solvent refining process, a hydrotreating process, a hydrocracking process, an isomerization process, etc. That. In particular, a high viscosity index mineral oil obtained by a hydrocracking process or an isomerization process can be mentioned as a suitable one. In any of the production methods, steps such as a dewaxing step, a hydrofinishing step, and a white clay treatment step can be arbitrarily employed by a conventional method. Specific examples of the mineral oil include light neutral oil, medium neutral oil, heavy neutral oil, bright stock, and the like, and the base oil can be adjusted by appropriately mixing so as to satisfy the required properties. Examples of the synthetic oil include poly α-olefin, α-olefin oligomer, polybutene, alkylbenzene, polyol ester, dibasic acid ester, polyoxyalkylene glycol, polyoxyalkylene glycol ether, and silicone oil. These base oils can be used alone or in combination of two or more kinds, and mineral oil and synthetic oil may be used in combination. Such a normal base oil, which may be used as a mixed base oil of the lubricant composition of the present invention, generally has a kinematic viscosity of ² to 20 mm ² / s at 100 ° C., and a suitable kinematic viscosity. Is in the range of 3-15 mm ² / s.

  In the composition, when the discotic compound and the base oil are blended, the former discotic compound is usually 0.1 to 20% by mass based on the total amount of the base oil, and the latter base oil, That is, the mineral oil and / or synthetic oil is 80 to 99.9% by mass. Preferably, the discotic compound is 0.1 to 10% by mass, and most preferably the discotic compound is 0.1 to 5% by mass. However, as described above, only the discotic compound can be used in the surface treatment method of the present invention. When used alone, it is often more effective, and even when the workpiece is slid after the surface treatment under harsh conditions, for example, a low coefficient of friction can be obtained over a wide range of temperatures over a long period of time, and at the same time wear resistance Excellent effect is also exhibited.

  The composition used for the surface treatment of the present invention preferably contains the discotic compound as a main component. In order to ensure practical performance adapted to various applications, various additives used for lubricants such as bearing oils, gear oils, power transmission oils, etc., that is, antiwear agents, extreme pressure agents, as necessary. Further, an antioxidant, a viscosity index improver, a cleaning dispersant, a metal deactivator, a corrosion inhibitor, a rust inhibitor, an antifoaming agent, and the like can be appropriately added as long as the object of the present invention is not impaired.

  The form of the composition is not particularly limited. It may be liquid or solid. Moreover, the said composition may be applied to articles | goods as a lubricant or a mold release agent.

[Surface treatment method]
The surface treatment method of the present invention is a surface treatment method comprising covering a surface of an object to be treated made of a polymer material with a composition containing at least one discotic compound and applying a temperature change to the composition. For example, the temperature change can be given by covering the surface of the object to be treated with the composition in an atmosphere at a temperature of T ₁ ° C and then heating to a temperature of T ₂ ° C (where T ₁ <T ₂ ). The difference between the temperatures T ₂ and T ₁ is preferably 10 to 250 ° C., more preferably 50 to 200 ° C. Further, T ₂ ° C. is preferably not more than the glass transition temperature of the polymer material constituting the object to be processed. The temperature may be increased or decreased stepwise, or may be increased or decreased continuously. It is preferable to raise or lower stepwise, and preferably stepwise. The rate of temperature rise is preferably 0.1 to 50 ° C./min, and more preferably 5 to 30 ° C./min.

  It is preferable to apply a shearing force at the same time as or before and after applying a temperature change to the composition, and more preferably to apply a shearing force simultaneously with the temperature change. For example, it is preferable to apply the composition to the sliding surface of the object to be processed, and to change the temperature while sliding the object to be processed, and more preferably to change the temperature while sliding under load. .

  The surface treatment method of the present invention is particularly effective when applied to the sliding surface of the object to be slid because the friction coefficient of the surface can be reduced and low friction can be maintained for a long period of time. The material of the workpiece is made of a polymer material. The portion other than the surface may be made of a material other than the polymer material, for example, a metal, a ceramic, or the like. There is no particular limitation on the shape of the article. Specific examples of the polymer material include, for example, polyethylene resins such as low density polyethylene, high density polyethylene, and ultra high molecular weight polyethylene, modified polyethylene resins, water-crosslinked polyolefin resins, polyamide resins, aromatic polyamide resins, polystyrene resins, polypropylene resins, Silicone resin, urethane resin, polytetrafluoroethylene resin, chlorotrifluoroethylene resin, tetrafluoroethylene / hexafluoropropylene copolymer resin, tetrafluoroethylene / perfluoroalkyl vinyl ether copolymer resin, vinylidene fluoride resin, ethylene Tetrafluoroethylene copolymer resin, polyacetal resin, polyethylene terephthalate resin, polybutylene terephthalate resin, polyphenylene ether resin, polycarbonate Fat, aliphatic polyketone resin, polyvinylpyrrolidone resin, polyoxazoline resin, polyphenylene sulfide resin, polyethersulfone resin, polyetherimide resin, polyamideimide resin, polyetheretherketone resin, thermoplastic polyimide resin, thermosetting polyimide resin , Epoxy resin, phenol resin, unsaturated polyester resin, vinyl ester resin and the like. Also, a mixture of two or more materials selected from the above polymer materials, that is, a polymer alloy or the like can be used. Specifically, the above parts are used on the surface, such as sliding gears, bearings, cams, shims, cylinders, pistons, cranks, shafts, bearings, etc. It is effective as a surface treatment method.

  The present invention will be described more specifically with reference to the following examples. The materials, reagents, ratios, operations, and the like shown in the following examples can be appropriately changed without departing from the spirit of the present invention. Therefore, the scope of the present invention is not limited to the following examples.

The following exemplary compounds N-28, N-34, E-36, E-37, E-51, S-28, S-31 and various lubricant base oils as comparative examples were used as the compounds of the present invention. Each surface treatment was performed under conditions. In addition, the compound used was synthesize | combined with reference to the synthesis method as described in the Example of Japanese Patent Application No. 2003-109037, Japanese Patent Application No. 2004-080304, and Japanese Patent Application No. 2004-080527. Thereafter, a friction test was performed to measure the friction coefficient. In addition, the friction coefficient in an Example is the value measured by performing a friction test on the following test conditions, using a reciprocating friction tester (SRV friction wear tester).
(Surface treatment A)
The compounds of Examples 1 to 11 shown in Table 1 or the lubricants of Comparative Examples 1 to 7 shown in Table 1 were applied to the sliding surfaces of the test pieces. Thereafter, a step heat treatment was performed in an arbitrary temperature range shown in the table at a rate of temperature increase of 10 ° C./min and held at each temperature for 5 minutes.
(Surface treatment B)
A heat treatment similar to the surface treatment A was performed using a cylinder on the sliding surface of the test piece while sliding under the conditions of measurement load: 50 N, amplitude: 1.0 mm, and vibration frequency: 50 Hz.

(Test conditions)
The test conditions were ball-on-plate conditions.
Test piece (friction material)
Plate: φ24 × 6.9mm: Various polymer materials (PEEK (polyetheretherketone), POM (polyacetal)
Ball: φ10mm: SUJ-2
Temperature: 60 ° C / 100 ° C
Load: 200N
Amplitude: 1.0 mm
Frequency: 50Hz
Test time: The coefficient of friction was measured 10 minutes after the start of the test.

  The results are shown in Table 1 below.

  From the results shown in Table 1, it can be understood that all the workpieces subjected to the surface treatment of the present invention exhibited low friction properties in the friction test.

  The surface treatment method and surface treatment composition of the present invention are used as a novel surface treatment method and a surface treatment agent for imparting slidability, abrasion resistance, lubricity, water repellency, releasability, etc. to articles and the like. Is possible.

Claims (12)

A surface treatment method comprising covering at least a part of a surface of an object to be treated made of a polymer material with a composition containing at least one discotic compound and applying a temperature change to the composition. The method according to claim 1, wherein the composition at a temperature T ₁ ° C is heated to a temperature T ₂ ° C (where T ₁ <T ₂ ) to cause a temperature change. The method according to claim 1 or 2, wherein the temperature is increased stepwise to give a temperature change to the composition. The method according to any one of claims 1 to 3, wherein shearing is applied simultaneously with or before or after applying a temperature change to the composition. The method according to any one of claims 1 to 4, wherein at least one of the discotic compounds is a compound represented by the following general formula (1).

(In the formula, D represents a cyclic group capable of bonding to m side chains, X is each independently a single bond, NR ¹ group (R ¹ is a hydrogen atom or an alkyl group having 1 to 30 carbon atoms). ), An oxygen atom, a sulfur atom, a carbonyl group, a sulfonyl group, or a combination thereof, and each R is independently a substituted or unsubstituted alkyl group, alkenyl group, alkynyl group, aryl group Represents a heterocyclic group, a halogen atom, a hydroxy group, an amino group, a mercapto group, a cyano group, a sulfide group, a carboxy group or a salt thereof, a sulfo group or a salt thereof, a hydroxyamino group, a ureido group or a urethane group. Represents an integer of ˜11.) The method according to claim 5, wherein D is a heterocyclic residue having a 5- to 7-membered ring structure. The method according to claim 5 or 6, wherein the general formula (1) is represented by the following general formula (2).

Wherein X ¹ , X ² and X ³ are each independently a single bond, an NR ¹ group (R ¹ is a hydrogen atom or an alkyl group having 1 to 30 carbon atoms), an oxygen atom, a sulfur atom, or a carbonyl group. Represents a divalent linking group comprising a sulfonyl group or a combination thereof, and R ¹¹ , R ¹² and R ¹³ are each independently a substituted or unsubstituted alkyl group, alkenyl group, alkynyl group, aryl group, halogen atom Represents a hydroxy group, an amino group, a mercapto group, a cyano group, a sulfide group, a carboxy group or a salt thereof, a sulfo group or a salt thereof, a hydroxyamino group, a ureido group or a urethane group.) The method according to any one of claims 5 to 7, wherein the general formula (1) is represented by the following general formula (3).

Wherein X ²¹ , X ²² and X ²³ are each independently a single bond, NR ¹ group (R ¹ is a hydrogen atom or an alkyl group having 1 to 30 carbon atoms), oxygen atom, sulfur atom, carbonyl A divalent linking group consisting of a group, a sulfonyl group or a combination thereof, R ²¹ , R ²² and R ²³ each independently represents a substituent; Represents.) The method according to any one of claims 1 to 8, which is a surface treatment method for reducing the friction coefficient of at least the surface of an untreated material. The composition used for the surface treatment method of any one of Claims 1-8 containing at least 1 type of a discotic compound. The composition according to claim 10, which is a lubricant or a release agent. An article which has been surface-treated by the method according to claim 1.