JPH09316031A - Lubricating material and magnetic recording medium using the same - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a lubricating material capable of sliding between two solid bodies in contact with each other at low friction and low abrasion notwithstanding high speed or low speed and heavy load or light load and being friendly to environment and to obtain a magnetic recording medium having improved durability and traveling properties by using the material as a lubricating agent. SOLUTION: This lubricating material expressed by formula 1 consists of a derivative of succinic acid having an ester bond and an amine salt bond in the molecule and further, having one or more fluorinated blocks and non- fluorinated blocks respectively in the molecule. The magnetic recording medium is constructed by forming a magnetic layer on one or both faces of a nonmagnetic substrate and allowing the lubricating material to exist in or on the surface of the magnetic layer. In the formula, R1 is H or a non- fluorinated block, R2 is a fluorinated block or a non-fluorinated block, R<3> , R<4> are each H, a fluorinated block, a non-fluorinated block.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a low friction between two solids in contact with each other regardless of a high speed, a low speed, a high load, and a low load.
The present invention relates to a lubricating substance that slides with low wear and a magnetic recording medium using this lubricating substance as a lubricant.

[0002]

2. Description of the Related Art Hardening of a solid surface and development of a lubricating material have been carried out for the purpose of extending the service period of equipment and devices by sliding between two solids in contact with low friction and low wear. Particularly in the field of OA equipment, there is a strong demand for size reduction, and precision mechanisms are being adopted for sliding parts year by year. In future equipment where precision parts slide continuously or intermittently in a wide range of environments, the friction and wear at the start, at the time of sliding or at the end of sliding will be reduced more than ever, and the load on the motor etc. will be reduced. Need to be reduced.

Hitherto, in a protective lubricant system, a hard and hard-to-wear surface layer is provided at a sliding portion, and a lubricant is used as a lubricant.
Semi-solid or liquid lubricious substances in the form of oil or oil have been used. However, in precision instruments in which the contact area has been smoothed, lubricating substances that can slide between two solids in contact with low friction and low wear, regardless of high speed, low speed, high load, or low load, are still available. For this reason, it is impossible to avoid the problem that the frictional force suddenly increases suddenly at the time of poor starting or sliding.

For example, in a ferromagnetic metal thin film type magnetic recording medium formed by depositing a ferromagnetic metal or an alloy thereof on a non-magnetic support by vacuum deposition or the like, a coating type magnetic recording medium is used. Compared with this, it is easy to achieve high coercive force and thin film in the magnetic layer, and while it has excellent high-density recording characteristics, it does not use a tough binder resin and the ferromagnetic metal thin film and protective film have good surface activity. However, the friction coefficient between the magnetic head and the magnetic head is large, and the magnetic head is apt to be worn or damaged, resulting in poor durability or running performance.

Therefore, for example, various lubricating substances such as a perfluoropolyether type lubricating substance, a carboxylic acid type lubricating substance and a partially fluorinated carboxylic acid type lubricating substance are used, and their lubricity is improved. It has been proposed that a substance be present on a ferromagnetic metal thin film to improve durability and runnability (Japanese Patent Laid-Open Nos. 60-85427 and 62-2361).
No. 18, JP-A-2-210615, etc.). However, a lubricating substance that slides between the two solids in contact with each other with low friction and low wear has not yet been obtained.

Further, in order to include these lubricating substances in the magnetic layer and to attach them to the surface of the magnetic layer, the lubricating substances are dissolved in a fluorine-based organic solvent and applied, dipped, sprayed, etc. You have to do something. However, there are many problems that the fluorine-based organic solvent leads to environmental destruction such as ozone layer destruction, and the cost of recovery is required because the solvent is expensive.

[0007]

SUMMARY OF THE INVENTION In view of the above circumstances, the present invention has two solid objects that contact each other regardless of high speed, low speed, high load, or low load even in future precision equipment in which smoothing of the contact portion is advanced. It is possible to slide between the two with low friction and low wear, and to obtain an environment-friendly lubricating substance, and by using this lubricating substance as a lubricant,
The purpose is to obtain a magnetic recording medium with highly improved durability and runnability.

[0008]

Means for Solving the Problems The inventors of the present invention have made extensive studies as to the above object, and as a result, have a fluorinated block and a non-fluorinated block in the molecule, and have an ester bond and an amine salt bond. Lubricating substances consisting of specific succinic acid derivatives enable operations such as coating, dipping and spraying with general-purpose organic solvents, and contact without causing harmful effects such as environmental damage due to the use of fluorine-based organic solvents. It has been found that a magnetic recording medium which can slide between two solids with low friction and low wear and which is used as a lubricant for a magnetic recording medium has a highly improved durability and runnability. Was completed.

That is, the first aspect of the present invention is the following general formula (1); (In the formula, R ₁ is a hydrogen atom or an unfluorinated block, R ₂
Is a fluorinated block or a non-fluorinated block, R ₃ , R ₄
Is a hydrogen atom, a fluorinated block or a non-fluorinated block), each of which is a succinic acid derivative having an ester bond and an amine salt bond in the molecule, and the fluorinated block and the non-fluorinated block are respectively formed in the molecule. The present invention relates to a lubricating substance having at least one.

A second aspect of the present invention is a magnetic recording medium having a magnetic layer on one side or both sides of a non-magnetic support,
The present invention relates to a magnetic recording medium such as a magnetic tape or a magnetic disk, which has the lubricant substance according to the first aspect of the invention as a lubricant inside or on the surface of the magnetic layer.

[0011]

BEST MODE FOR CARRYING OUT THE INVENTION The succinic acid derivative used in the present invention is a compound represented by the above general formula (1):
It has an ester bond and an amine salt bond in the molecule, and has at least one fluorinated block and one non-fluorinated block.
It is characterized by having an individual, both of the above bonds,
In particular, due to the amphoteric amine salt bond, it is stably adsorbed to the magnetic layer surface and the protective film surface regardless of their polarities, and due to the presence of the fluorinated block, it can slide between the two solids with low friction and low wear. It is possible, and because of the presence of non-fluorinated blocks, it has excellent solubility in general-purpose organic solvents.
Problems such as environmental destruction do not occur during lubrication such as coating, dipping and spraying.

In this succinic acid derivative, the fluorine-containing block includes a fluoroalkyl chain having 1 to 100 carbon atoms or a perfluoropolyether chain as a suitable one, but a part of the constituent carbon atoms is hydrogenated. May be Since the chain contracts in a general-purpose organic solvent, the effect of chain length on solubility is small, but in order to obtain the unique lubricity of fluorine, the number of carbon atoms bonded to the fluorine is 1 or more, preferably. Is preferably 4 or more, more preferably 6 or more. The carbon chain may be saturated or unsaturated, and may be branched or cyclic.

Suitable non-fluorinated blocks include alkyl chains having 1 to 100 carbon atoms, polyether chains, polyester chains, polyamide chains or polycarbonate chains. The carbon number is preferably 3 or more, more preferably 6 in order to improve the solubility in a general-purpose organic solvent.
More preferably, it is 12 or more, and the more it is, the wider the selection range of the organic solvent and the concentration is.
It should be: The carbon chain may be saturated or unsaturated, and may be branched or cyclic.

Such a succinic acid derivative may be synthesized by any method. For example, an equimolar reaction of alkyl succinic anhydride and fluorinated alcohol,
By synthesizing a fluorinated ester compound having a carboxyl group in the molecule and subsequently reacting it with an aliphatic amine, it has an ester bond and an amine salt bond in the molecule, and has a fluorinated block and a non-fluorinated block. A succinic acid derivative having one of each can be synthesized. It should be noted that the number of ester bonds and amine salt bonds contained in the molecule is less than 1 when using a fluorinated block or a non-fluorinated block, especially a non-fluorinated block having the above-mentioned respective bonds. Needless to say, such a succinic acid derivative may be used although it may increase.

The lubricating substance of the present invention comprises one or more of the above-mentioned succinic acid derivatives as an active ingredient, and the lubricating substance is, if necessary, a fatty acid or a metal salt thereof when used. , Aliphatic ester, aliphatic amine,
Aliphatic amide, aliphatic alcohol, monosulfide,
It may be used in a mixture system with other general lubricating substances such as paraffins, silicone compounds, esters of aliphatic and fluorinated compounds, perfluoropolyether and polytetrafluoroethylene.

The magnetic recording medium of the present invention has a magnetic layer on one side or both sides of a non-magnetic support, and a lubricating substance comprising the above succinic acid derivative as a lubricant inside or on the surface of this magnetic layer. It is characterized by having.
Here, in order to provide the above-mentioned lubricating substance inside or on the surface of the magnetic layer, the lubricating substance is dissolved in a general-purpose organic solvent such as hydrocarbon, alcohol, ketone or ether, and the solution is It may be applied or sprayed on the magnetic layer previously formed on the magnetic support and dried, or conversely, the magnetic layer may be dipped in the above solution and dried.

When the magnetic layer is composed of a ferromagnetic metal thin film, carbon (diamond-like or amorphous-like), silicon oxide, etc. are formed on this thin film by vacuum deposition, sputtering, plasma or the like.
It may be provided with a protective film made of zirconium oxide, chromium oxide, or other organic compound. Also,
A protective film containing fluorine, silicon, or the like may be provided in them. Further, the ferromagnetic metal thin film may be one having a small amount of water adhered to the surface, or one coated with a rust preventive such as benzotriazole. Also, DL
The surface of the C (diamond-like carbon) protective film or the like may be treated with oxygen or ammonia plasma. By performing the plasma treatment, the chemically active species in the plasma can be deposited while cleaning the surface of the protective film, and the lubricant can be stably present without lowering the hardness of the protective film. Further, ultraviolet treatment or heat treatment may be performed.

The amount of the lubricating substance deposited on the ferromagnetic metal thin film is preferably in the range of 0.5 to 20 mg / m ² with respect to the thin film surface. If it is too small, it will be difficult to attach it evenly to the thin film surface,
Still durability cannot be improved sufficiently. On the other hand, if the amount is excessive, the magnetic head and the ferromagnetic metal thin film may stick to each other, which is not preferable.

In the coating type magnetic recording medium, coating, spraying,
In addition to the adhesion formation by dipping, etc., a lubricating substance is mixed in a magnetic paint using a general-purpose organic solvent, and this is applied on a non-magnetic support to form a magnetic coating film containing the lubricating substance. May be. Further, the magnetic coating film may be re-deposited and formed by coating, spraying, dipping or the like, and after the deposition, an extra lubricating substance or the like may be washed with a solvent. Further, a lubricating substance may be contained on the opposite side of the magnetic coating film and transferred to the magnetic coating film side. The content of the lubricating substance in the magnetic coating film is preferably 10 to 100 mg / m ² . The amount or content of the lubricating substance adhered can be determined by, for example, immersing the magnetic recording medium coated with the lubricating substance in a solvent overnight to extract the lubricating substance with a solvent, and then performing gas chromatography or liquid chromatography. It can be determined by graphing.

In the magnetic recording medium of the present invention, as the non-magnetic support, polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, polyvinyl chloride or the like plastic, aluminum alloy, titanium. Alloys and the like are preferably used. The non-magnetic support may be in the form of tape, sheet, disk, card or the like, or may have a projection on its surface.

In the ferromagnetic metal thin film type magnetic recording medium, Co, Ni, F is formed on one surface or both surfaces of the above non-magnetic support.
e, Co-Ni, Co-Cr, Co-P, Co-Ni-
P, Fe-Co-B, Fe-Co-Ni, Co-Ni-
Fe-B, Fe-Ni, Fe-Co, Co-Pt, Co
Various ferromagnetic materials such as -Ni-Pt or those obtained by adding oxygen to these are formed into thin films by methods such as vacuum deposition, ion plating, sputtering and plating. The thickness of the ferromagnetic metal thin film thus formed is
Usually, it is preferably in the range of 0.03 to 1 μm.

In a coating type magnetic recording medium, a magnetic coating material containing magnetic powder and a binder resin is coated on one or both sides of the above non-magnetic support, and the thickness is usually 0.1 to 10 μm.
A magnetic coating film of about m is formed. The magnetic paint may optionally contain various conventionally known compounding agents such as a filler, an antistatic agent, a dispersant, and a colorant.

Magnetic powders include γ-Fe ₂ O ₃ and Fe ₃
O ₄ , iron oxide in an intermediate oxidation state between γ-Fe ₂ O ₃ and Fe ₃ O ₄ , Co-containing γ-Fe ₂ O ₃ , Co-containing γ-Fe ₃
Various conventionally known magnetic properties such as oxide magnetic powders such as O ₄ , CrO ₂ and barium ferrite, magnetic metal powders such as Fe, Co and Fe—Ni—Cr alloys, and nitride magnetic powders such as iron nitride. The powder is widely used. In the acicular magnetic powder, the average particle diameter (major axis) is usually about 0.1 to 1 μm, and the average axial ratio (average major axis diameter / average minor axis diameter) is usually about 5 to 10. In the case of plate-like magnetic powder, the average major axis diameter is usually 0.0
It is preferably about 7 to 0.3 μm.

As the binder resin, for example, vinyl chloride-vinyl acetate copolymer, fibrin resin, polyurethane resin, polyester resin, polyvinyl butyral resin, polyacrylic resin, epoxy resin Any of those usually used as a binder resin for magnetic recording media, such as a phenol resin and a polyisocyanate compound, is preferably used.

In the magnetic recording medium of the present invention, in which the magnetic layer is formed only on one side of the non-magnetic support, a back coat layer may be provided on the opposite side. This back coat layer is made by mixing and dispersing non-magnetic powder such as carbon black and calcium carbonate with binder resin such as vinyl chloride-vinyl acetate copolymer, polyurethane resin and cellulose resin and organic solvent. Then, a coating for the back coat layer is prepared, applied to the opposite side of the nonmagnetic support, and dried to form a coating.

[0026]

Next, an embodiment of the present invention will be described in more detail. In the following examples, examples in which the lubricating substance of the present invention is applied to a magnetic recording medium will be described, but the substance, the manufacturing method, the use, etc. are not limited to these examples.

Example 1 1 mol of octadecyl succinic anhydride and 1 mol of 6-perfluorohexylhexanol (manufactured by Daikin Co., Ltd.) were added to 150 mol.
After reacting at 6 ° C for 6 hours, 1 mol of stearylamine was added and reacted at 150 ° C for 6 hours. After completion of the reaction, n-
Purification by recrystallization from hexane, in the general formula _{(1), R 1 = H} (CH 2) 18 - R 2 = F (CF 2) 6 (CH 2) 6 - R 3 = H- R 4 = H A succinic acid derivative 1 which is (CH ₂ ) ₁₈ − was obtained and was used as a lubricating substance.

Example 2 Example 2 was repeated except that 1 mol of 6-fluoro-3-methylbutylhexanol (manufactured by Daikin Co., Ltd.) was used in place of 6-fluorohexylhexanol. The reaction was carried out in the same manner as in Example 1, and after completion of the reaction, purification was carried out in the same manner as in Example 1, and in the general formula (1), R ₁ = H (CH ₂ ) ₁₈ -R ₂ = (CF ₃ ) ₂ CF (CF _{2) 2 (CH 2) 6} - R 3 = H- R 4 = H (CH 2) 18 - give the succinic acid derivative 2 is, which was used as a lubricant material.

Example 3 The same as in Example 1 except that 1 mol of 2-par-fluorohexyl ethanol [manufactured by Daikin Co., Ltd.] was used instead of 6-par-fluorohexylhexanol. reacted, after completion of the reaction, was purified in the same manner as in example 1, in the general formula _{(1), R 1 = H} (CH 2) 18 - R 2 = F (CF 2) 6 CH 2 CH 2 - R 3 _{= H- R 4 = H (CH} 2) 18 - give the succinic acid derivative 3 is, which was used as a lubricant material.

Example 4 In place of 6-perfluorohexylhexanol, 1H,
Reaction was carried out in the same manner as in Example 1 except that 1 mol of 1H, 7H-dodecafluoroheptanol [manufactured by Daikin Co., Ltd.] was used, and after completion of the reaction, purification was carried out in the same manner as in Example 1 In (1), a succinic acid derivative 4 in which R ₁ = H (CH ₂ ) ₁₈ -R ₂ = H (CF ₂ ) ₆ CH ₂ -R ₃ = H-R ₄ = H (CH ₂ ) _18- is obtained. This was used as a lubricating substance.

Example 5 Reaction was carried out in the same manner as in Example 1 except that 1 mol of ammonia was used in place of stearylamine, and after the reaction was completed, purification was carried out in the same manner as in Example 1 to obtain the compound of the general formula (1) _{, R 1 = H (CH 2} ) 18 - R 2 = F (CF 2) 6 (CH 2) 6 - R 3 = H- R 4 = give succinic acid derivative 5 is H-, lubricant material this And

Example 6 Reaction was carried out in the same manner as in Example 1 except that 1 mol of nonyl succinic anhydride was used in place of octadecyl succinic anhydride,
After completion of the reaction, the reaction product was purified in the same manner as in Example 1 to give the compound of the general formula (1)
Among them, a succinic acid derivative 6 in which R ₁ = H (CH ₂ ) ₉ -R ₂ = F (CF ₂ ) ₆ (CH ₂ ) ₆ -R ₃ = H-R ₄ = H (CH ₂ ) _18- is obtained. This was used as a lubricating substance.

Example 7 Reaction was carried out in the same manner as in Example 1 except that 1 mol of octadecenyl succinic anhydride was used in place of octadecyl succinic anhydride, and after completion of the reaction, purification was carried out in the same manner as in Example 1, wherein _{(1), R 1 = H} (CH 2) 15 CH = CHCH 2 - R 2 = F (CF 2) 6 (CH 2) 6 - R 3 = H- R 4 = H (CH 2) 18 - Succinic acid derivative 7 was obtained, which was used as a lubricating substance.

Example 8 Reaction was carried out in the same manner as in Example 1 except that 1 mol of succinic anhydride was used in place of octadecyl succinic anhydride, and after completion of the reaction, purification was carried out in the same manner as in Example 1, Formula (1)
Among them, succinic acid derivative 8 in which R ₁ = H-R ₂ = F (CF ₂ ) ₆ (CH ₂ ) ₆ -R ₃ = H-R ₄ = H (CH ₂ ) _18- is obtained, and this is lubricity The substance.

Example 9 1 mol of stearyl alcohol was used in place of 6-fluorohexylhexanol, and 1H, 1H-pentadecafluorooctylamine [Daikin Co., Ltd.] in place of stearylamine. [Production] Example 1 except that 1 mol was used
After the completion of the reaction, the reaction product was purified in the same manner as in Example 1, and in the general formula (1), R ₁ = H (CH ₂ ) ₁₈ -R ₂ = H (CH ₂ ) ₁₈ -R ₃ = _{H- R 4 = F (CF 2} ) 7 CH 2 - give the succinic acid derivative 9 is, which was used as a lubricant material.

Example 10 In place of 6-perfluorohexylhexanol, 1H,
1H-perfluoro-2,5,8-trimethyl-3,6,6
Reaction was carried out in the same manner as in Example 1 except that 1 mol of 9-trioxy-undecane-1-ol [manufactured by Hydras Chemical Co., Ltd.] was used, and after completion of the reaction, purified in the same manner as in Example 1, in the general formula _{(1), R 1 = H} (CH 2) 18 - R 2 = F [CF (CF ₃₎ CF ₂ O] ₃ CF (CF _{3)
CH 2 - R 3 = H- R} 4 = H (CH 2) 18 - give the succinic acid derivative 10 is, which was used as a lubricant material.

Comparative Example 1 As a conventionally known fluorine-based lubricant A, a fluorinated ether compound having a carboxyl group at one end of a molecule (carboxyl-modified Galden; average molecular weight 650) was used, and this was used as a lubricating substance. did.

Comparative Example 2 As a conventionally known fluorine-based lubricant B, perfluoro-n-octanoic acid, which is a fluorine compound having a carboxyl group at one end of a molecule, was used, and this was used as a lubricating substance. .

Comparative Example 3 As a conventionally known fluorine-based lubricant C, a fluorinated ether compound having ester groups at both ends of the molecule (DEAL manufactured by Montecatini, Italy) was used and lubricated. It was made a sexual substance.

Succinic acid derivative 1 of Examples 1 to 10 above
10 to 10 and each of the lubricating substances consisting of the fluorine-based lubricants A to C of Comparative Examples 1 to 3, the solubility in a general-purpose solvent was examined. As a general-purpose solvent, isopropyl alcohol:
Using a mixed solvent of n-hexane = 1: 5 (weight ratio), each of the lubricating substances was added little by little to this solvent and well stirred.
Those that were dissolved at 0.05 wt% or more were evaluated as ◯, and those that were less than this were evaluated as x. The results are as shown in Table 1 below.

[0041]

Example 11 A Co-Ni alloy was obliquely vapor-deposited in an oxygen gas atmosphere on a polyethylene terephthalate film having a thickness of 10 μm, and a Co-N film having a thickness of 0.15 μm was formed on the film.
A ferromagnetic metal thin film made of i-O [Co: Ni (weight ratio) = 80: 20] was formed and then cut into a width of 8 mm.

Next, as the lubricant, the lubricating substance consisting of the succinic acid derivative 1 obtained in Example 1 was used, and this was used as a mixed solvent of isopropyl alcohol: n-hexane = 1: 5 (weight ratio). A lubricant solution was prepared by dissolving so as to have a concentration of 0.1% by weight. The above-mentioned ferromagnetic metal thin film was immersed in this lubricant solution and dried to prepare a video tape having a lubricant film made of the succinic acid derivative 1 on the ferromagnetic metal thin film.

Examples 12 to 20 As the lubricant, the succinic acid derivative 2 obtained in Examples 2 to 10 was used.
Example 1 except that a lubricious substance consisting of 10 to 10 was used.
In the same manner as in 1, the succinic acid derivative 2 is formed on the ferromagnetic metal thin film.
A video tape having a lubricant coating consisting of 10 was produced.

Comparative Examples 4 to 6 As the lubricants, the fluorine-based lubricants A to C of Comparative Examples 1 to 3 were used, and 1,1,2-trifluoro-1,2,2-
Three kinds of lubricant solutions were prepared by dissolving trichloroethane at a concentration of 0.1% by weight. In the same manner as in Example 11 except that the ferromagnetic metal thin film was dipped in this solution and dried, a video tape having a lubricant coating made of fluorine-based lubricants A to C was formed on the ferromagnetic metal thin film. -I made a burp.

The above Examples 11 to 20 and Comparative Examples 4 to
For each of the 6 video tapes, the still durability is 2
Under 0 ° C. and 50% RH conditions, using an 8 mm VTR (EV-S900 manufactured by Sony Corporation), the reproduction output was 6 compared to the initial value.
The still time until the dB decreased was measured. The results are as shown in Table 2 below.

[0047]

Example 21 Co was obliquely vapor-deposited in an oxygen gas atmosphere on a polyethylene terephthalate film having a thickness of 6 μm, and a ferromagnetic metal composed of Co—O having a thickness of 0.15 μm was formed on the film. A thin film was formed. Next, RF of 13.56MHz
(RadioFrequency), ethylene as the monomer gas, hydrogen as the carrier gas,
A thickness of 20 is formed on the ferromagnetic metal thin film by the plasma polymerization method.
nm DLC (diamond-like carbon) protective film is formed,
After that, it was cut into 8 mm width.

Next, as the lubricant, the lubricating substance consisting of the succinic acid derivative 1 obtained in Example 1 was used, and this was used as a mixed solvent of isopropyl alcohol: n-hexane = 1: 5 (weight ratio). A lubricant solution was prepared by dissolving the solution to a concentration of 0.1% by weight. A ferromagnetic metal thin film having the above DLC protective film is dipped in this lubricant solution, dried, and a video film having a lubricant film made of the succinic acid derivative 1 on (the DLC protective film of) the ferromagnetic metal thin film. -I made a burp.

Examples 22 to 30 As the lubricant, the succinic acid derivative 2 obtained in Examples 2 to 10 was used.
Except that a lubricating substance consisting of 10 is used.
In the same manner as in Example 21, a video tape having a lubricant film made of the succinic acid derivatives 2 to 10 on (the DLC protective film of) the ferromagnetic metal thin film was produced.

Comparative Examples 7 to 9 As the lubricants, the fluorine-based lubricants A to C of Comparative Examples 1 to 3 were used, and these were 1,1,2-trifluoro-1,2,2.
-Dissolved in trichloroethane to a concentration of 0.1% by weight,
Three lubricant solutions were prepared. A fluorine-based lubricant was formed on (the DLC protective film for) the ferromagnetic metal thin film in the same manner as in Example 21 except that the ferromagnetic metal thin film having the DLC protective film was immersed in this solution and dried. A video tape having a lubricant coating consisting of A to C was prepared.

The above Examples 21 to 30 and Comparative Example 7 to
For each of the 9 video tapes, the still durability (still time) was examined in the same manner as in the above case. The results are as shown in Table 3 below.

[0053]

Example 31 100 parts by weight of α-Fe magnetic powder (coercive force 1,500 oersted, saturation magnetization 120 emu / g), vinyl chloride-vinyl acetate-vinyl alcohol copolymer (VA manufactured by UCC)
GH) 20 parts by weight, polyfunctional isocyanate compound 5 parts by weight, carbon black 3 parts by weight, α-Al ₂ O ₃ powder 3 parts by weight, myristic acid 2 parts by weight, the amber obtained in Example 1 as a lubricant. 2.5 parts by weight of a lubricating substance consisting of the acid derivative 1, 150 parts by weight of cyclohexanone and 13 parts of toluene
A magnetic paint was prepared by mixing and dispersing 0 parts by weight of the blended composition in a ball mill for 72 hours.

This magnetic paint was dried on a polyethylene terephthalate film having a thickness of 15 μm and the thickness after drying was 5 μm.
m to be coated and dried to form a magnetic coating film,
After calendering, the tape was cut into a width of 8 mm to produce video tapes.

Examples 32 to 40 The succinic acid derivative 2 obtained in Examples 2 to 10 was used as a lubricant.
Except that a lubricating substance consisting of 10 is used.
In the same manner as in Example 31, 9 types of video tapes were produced.

Comparative Examples 10 to 12 Three types of video tapes were prepared in the same manner as in Example 31 except that the fluorine-based lubricants A to C of Comparative Examples 1 to 3 were used as the lubricants to be mixed in the magnetic paint. -I made a burp.

The above Examples 31 to 40 and Comparative Example 10
For each of the video tapes Nos. 12 to 12, the still durability (still time) was examined in the same manner as in the above case. Result is,
The results are shown in Table 4 below.

[0059]

As is clear from Table 1 above, the lubricating substances of Examples 1 to 10 using the succinic acid derivatives 1 to 10 are the same as the conventional fluorine-based lubricants A to C of Comparative Examples 1 to 3. In comparison, it can be seen that the solubility in general-purpose solvents is excellent. Further, as is clear from Tables 2 to 4, Examples 11 to 11 using the succinic acid derivatives 1 to 10 as the lubricants
The video tape of No. 40 has a longer still time than the video tapes of Comparative Examples 4 to 12 using the conventional fluorine-based lubricants A to C, and the effect of improving the still durability is
It can be seen that any of the ferromagnetic metal thin film type, the above thin film provided with a DLC protective film, and the coating type can be similarly performed.

[0061]

As described above, according to the present invention, a specific succinic acid derivative having a fluorinated block and a non-fluorinated block in a molecule and having an ester bond and an amine salt bond is used. It is possible to obtain a lubricating substance which is capable of sliding between two solids in contact with each other regardless of high speed, low speed, high load and low load with low friction and low wear, and which is environmentally friendly. Further, by using this lubricating substance as a lubricant, it is possible to obtain a magnetic recording medium whose durability and running property are highly improved.

Further, the lubricating substance of the present invention is not only used as a lubricant as described above, but also as a coating resin (anticorrosion lining, non-adhesive coating, weather resistant coating), a fiber treatment agent (water repellent, water repellent). Oil processing), mold release agent, oil resistant paper, leveling agent,
It can also be used in a wide range of application fields such as adhesives, fire extinguishing agents, antifoaming agents, optical fibers (as a sheath component), optical lenses, and medical polymer materials.

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Claims (7)

[Claims] 1. The following general formula (1); (In the formula, R ₁ is a hydrogen atom or an unfluorinated block, R ₂
Is a fluorinated block or a non-fluorinated block, R ₃ , R ₄
Is a hydrogen atom, a fluorinated block or a non-fluorinated block), and each of them is a succinic acid derivative having an ester bond and an amine salt bond in the molecule. A lubricious substance having at least one. 2. The lubricating substance according to claim 1, wherein the fluorinated block is a fluoroalkyl chain having 1 to 100 carbon atoms or a perfluoropolyether chain. 3. The non-broken block has 1 to 100 carbon atoms.
2. The lubricating substance according to claim 1, which is an alkyl chain, a polyether chain, a polyester chain, a polyamide chain or a polycarbonate chain. 4. A magnetic recording medium having a magnetic layer on one or both sides of a non-magnetic support, wherein the lubricating substance according to any one of claims 1 to 3 is used as a lubricant inside or on the surface of the magnetic layer. A magnetic recording medium having. 5. The magnetic layer is composed of a ferromagnetic metal thin film, and the coating amount of the lubricating substance on the thin film surface is 0.5 to 20 mg / m ^2.
The magnetic recording medium according to claim 4, wherein 6. The magnetic recording medium according to claim 5, wherein a protective film made of carbon, silicon oxide, zirconium oxide or chromium oxide is provided on the surface of the ferromagnetic metal thin film. 7. The magnetic recording medium according to claim 4, wherein the magnetic layer comprises a magnetic coating film, and the content of the lubricating substance in the coating film is 10 to 100 mg / m ² .