JPH03115395A - Lubricant for ski - Google Patents

Abstract

PURPOSE:To obtain the title lubricant which can be applied and spread over the sliding surface of a ski at low temperature to improve the properties in the descent on skis by using a fluorine compound containing a polyfluoroalkyl group. CONSTITUTION:An objective lubricant comprises a fluorine compound selected from a polyfluoroalkyl alcohol or ester, and/or a polyfluoroalkyl (meth)acrylate polymer and having a melting point of 100 deg.C or lower. Examples of the fluorine compound include compounds of formulas I, II, and III (wherein Rf is 4-20C polyfluoroalkyl; R1 is a 1-20C divalent hydrocarbon group; at least one of R2 and R3 is 4-20C polyfluoroalkyl and the other is a 1-20C monovalent hydrocarbon group; R6 is absent or a 1-20C hydrocarbon group; R4 is H or methyl; R5 is a 1-10C divalent hydrocarbon group).

Description

DETAILED DESCRIPTION OF THE INVENTION [Object of the Invention] (Industrial Field of Application) The present invention relates to a ski lubricant. More specifically, the present invention relates to a fluorine compound-based ski lubricant having a specific melting point and a polyfluoroalkyl group, which is applied and stretched on the sliding surface of a ski to improve downhill performance.

(Prior Art) Lubricants that improve downhill performance by being applied to the running surface of skis have been known. For example, as this type of lubricant, paraffin wax such as aliphatic hydrocarbon, polyfluoroalkane, etc. are commercially available. These materials are heated and melted in advance, and used by uniformly applying and stretching the sliding surface of the ski using a heat source such as an iron.

As is well known, in alpine ski competitions, skiers compete for 1/100th of a second, so the use of lubricants applied to the sliding surfaces of these skis is essential in order to shorten the downhill time.

However, the above-mentioned paraffin wax, which has been conventionally used as a ski lubricant, deteriorates in performance due to dirt adhesion and oxidation reactions during skiing, and has problems in sustaining high-speed downhill skiing. In addition, in order to improve these problems, a fluorine-based ski wax composed of polyfluoroalkane has been proposed (Japanese Patent Application Laid-Open No. 60-584
Publication No. 96) This leads to another problem of lack of power.

This product is a solid perfluorocarbon (with a relatively high melting point) produced using halogenated perfluorocarbon sulfonyl (CI, F2n, 1.5OzF) as a starting material.
It uses cznp4n and 2) as a lubricant, and as is clear from its molecular structure, it is a complete polyfluoroalkane consisting of carbon and fluorine that does not have hydrocarbon groups, hydroxyl groups, ester residues, etc. at the molecular end. . Ski lubricants are required to strongly adsorb to the sliding surface of skis, generally the surface of the ski sole made of high-density polyethylene, and to improve their non-wetting properties, but the above-mentioned polyfluoroalkane has poor adsorption ability. Not enough. Also, the melting point is 100℃
Since the above is relatively high, high-temperature heating is required at the time of application, and this heat thermally deteriorates the high-density polyethylene on the ski sole surface, thereby reducing the sliding performance. Incidentally, even if the polyfluoroalkane described above is applied directly without being heated and melted at a high temperature, or even if it is applied in a liquid state using a solvent or the like, it is unsatisfactory (sliding performance cannot be obtained).

(Problems to be Solved by the Invention) The present invention was made in view of the drawbacks of the conventional ski lubricants described above. The present invention aims to provide a ski lubricant that can provide excellent downhill performance and that can be applied to the running surface of skis at low temperatures.

[Structure of the Invention] (Means for Solving the Problems) To summarize the present invention, the present invention relates to a fluorine compound-based ski lubricant containing a polyfluoroalkyl group and having a melting point of 100°C or less, and in particular, , the present invention is an alcohol containing a polyfluoroalkyl group containing a polyfluoroalkyl group having 4 to 20 carbon atoms, an ester containing a polyfluoroalkyl group, and a polyfluoroalkyl ester polymer of (meth)acrylic acid. The present invention relates to a ski lubricant comprising one or a mixture of two or more selected lubricants.

Hereinafter, the configuration of the present invention will be explained in detail.

The ski lubricant of the present invention contains a polyfluoroalkyl group and is composed of one or more of the following fluorine compounds having a melting point of 100'c or less.

fit Alcohols Containing Polyfluoroalkyl Groups Alcohols containing polyfluoroalkyl groups represented by the following general formula (1) are used in the ski lubricant of the present invention.

General formula (1): % formula % However, Rf = polyfluoroalkyl group having 4 to 20 carbon atoms, R, = divalent hydrocarbon group having 1 to 10 carbon atoms.

Specific compounds represented by the general formula fl) include:
C,F,,C,H,OH,(:,F,,CH20H.

C,,F2. C2H,OH,CI(F.fcF,),C
) f20)1.

fcF, 1. cF(CF2)3CH20H, HCF2f
CF21. Examples include C1 and OH.

fii) Esters Containing Polyfluoroalkyl Groups In the ski lubricant of the present invention, esters containing polyfluoroalkyl groups represented by the following general formula (2) are used.

General formula (2): % formula % However, R2, R3 = at least one is a polyfluoroalkyl group having 4 to 20 carbon atoms, the remainder is a monovalent hydrocarbon group having 1 to 20 carbon atoms, R, = present or a divalent hydrocarbon group having 1 to 20 carbon atoms.

Specific compounds represented by the general formula (2) include:
C6F, 3COOC, 2H2! , CaF, 7COOC
,,H,? .

CaF+3CJ-OCOCzHza, CsF+tCH
zOCOC+7H3s.

Examples include C, F, -acOOcH, and c8F+7.

fiii) Polyfluoroalkyl ester polymer of (meth)acrylic acid The ski lubricant of the present invention contains a polyfluoroapolyfluoroalkyl group of (meth)acrylic acid represented by the following general formula (3), and the remainder A copolymer is used.

General formula (3): % formula % where Rf = polyfluoroalkyl group having 4 to 20 carbon atoms, R, = hydrogen or methyl group, R, = divalent hydrocarbon group having 1 to 10 carbon atoms. .

Specific compounds represented by the general formula (3) include CF, fcF, ), C1,0(1:QC(CH,)=C
H.

CF-(CFz) a (CHz) 20COCfcH
-1・CHz.

CF3 (CF21 t fcH□l 20C:0CH
=(:H,.

CF3CF, CF(CFri5(CII), 0COCI=
CH.

CFa CF21 a fcH2120COCH:C
H2゜CF-(CF-) a (CI-120COC(
CI-) ;CH2゜CFx fcF-) 7SO2N
(C-Hyl ((:Hz) JC:0CH=CH2
゜CFs fcFal t fcHzl OCH to 40
2 CHg.

CF3 (CF2) ysOaN fcHa) ((:
R2) 20COCfcHl・(j(2゜CF, C
F, l, SO, N (C, R5) fcnal 20
GOCI=CH2゜CFs [CF2) tcONHf
cHzl aOcO(:H=CH-.

CF, CF3CF (cFa) 6 (CH, 130C
OCR=CH,.

Examples include.

In the present invention, not only a homopolymer having a melting point of 100°C or less of polyfluoroalkyl ester of (meth)acrylic acid represented by the above-mentioned general formula (3) but also a polymerizable monomer copolymerizable with these monomers is used. Copolymers of the following are also useful as ski lubricants. In the present invention, the copolymerizable monomers are not particularly limited as long as they are copolymerizable, but the different monomers represented by the above general formula (3) or the monomers shown by the above general formula (3) and the following A combination with a hexamer selected from aliphatic acrylates and methacrylates as exemplified in the following is preferred.

For example, the (meth)acrylic acid alkyl ester monomer copolymerized with the polyfluoroalkyl ester of (meth)acrylic acid represented by the general formula (3) includes: - Acrylates such as isobutyl acrylate, tert-butyl acrylate , branched alkyl acrylates such as 2-ethylhexyl acrylate, linear alkyl acrylates such as n-butyl acrylate, n-hexyl acrylate, n-octyl acrylate, lauryl acrylate, tridecyl acrylate, stearyl acrylate, and cyclohexyl acrylate. etc., and also as methacrylates.

Like acrylates, isobutyl methacrylate and tert-butyl methacrylate.

Branched alkyl methacrylates such as 2-ethylhexyl methacrylate, linear alkyl methacrylates such as n-butyl methacrylate, n-hexyl methacrylate, n-octyl methacrylate, lauryl methacrylate, tridecyl methacrylate, stearyl methacrylate, and cyclohexyl methacrylate. Can be used.

In copolymerization, one or more of the above-mentioned polymerizable monomers may be used in a desired proportion, for example, 1 to 90% by weight. It goes without saying that during the copolymerization reaction, a molecular weight regulator such as mercaptan may be used to obtain a copolymer having an appropriate melting point.

As described above, in the present invention, a specific fluorine compound is used as a ski lubricant, that is, a fluorine compound that has a hydrocarbon group, a hydroxyl group, an ester residue, etc. at the end of the molecule or in the molecule, and has a melting point of 100°C or less. It is characterized by the fact that These fluorine compounds exhibit better downhill performance than conventional paraffin wax or polyfluoroalkane, as will be demonstrated in the examples described later. This means that the fluorine compound of the present invention strongly adsorbs on the ski sole surface, for example, on the ski sole surface made of high-density polyethylene, especially on the amorphous portion of the high-density polyethylene, greatly improving the non-wetting properties compared to conventional ones. It is thought that this is because the coating can be applied at a lower temperature, thereby preventing thermal deterioration of the ski sole surface.

The ski lubricant of the present invention contains the above-mentioned specific fluorine-based compound as an essential component, but may contain known and commonly used additives. Examples of this type of additive include organic and inorganic ultrafine particles, ultrafine short fibers, plate-like substances, and coloring dyes and pigments.

The ski lubricant of the present invention can take any form, whether solid or liquid.

For example, in the case of a solid ski lubricant containing a polyfluoroalkyl group of the present invention and consisting of a fluorine compound with a melting point of 100°C or less, the lower limit of the melting point is not particularly limited; It is preferable that

Then, these materials can be heated and melted at a temperature of 100° C. or less, which is extremely low compared to conventional materials, and used by being uniformly spread on the sliding surface of the ski using a heat source such as an iron.

In the case of a liquid, the ski lubricant of the present invention may be used by dissolving or dispersing it in acetone, alcohol, water, etc. and then applying it to the ski running surface by spraying or the like. It goes without saying that even in the case of a solid, there is no problem in using it after impregnating it into paper, woven fabric, knitted fabric, or nonwoven fabric.

(Examples) Hereinafter, the present invention will be explained in more detail with reference to Examples, but the present invention is not limited in any way by these Examples.

Examples 1 to 3/Comparative Examples 1 to 3 (1) Ski lubricant Table 1 shows the types of ski lubricants used. Comparative Examples 1 and 2 are commercially available polyfluoroalkane waxes, and Comparative Example 3 is a commercially available hydrocarbon paraffin wax.

In Table 1, the melting points are measured using a DSC (calorimeter) from the obtained DSC curve.

(2) Application conditions for ski lubricant As waxing, the ski lubricant listed in Table 1 is heated and melted, and this is applied to the ski running surface at a surface temperature of 70°C.
It was spread evenly with an iron.

Next, the coated skis were cooled at 10° C. for 8 hours, and then the ski lubricant coated surface was scraped off with a plastic flapper to make it smooth, and the ski running surface was smoothed with a nylon brush.

The fluoroalkane-based materials of Comparative Examples 1 and 2 were heated and melted, applied to the ski running surface, and uniformly spread using an iron set at a surface temperature of 130°C. Thereafter, the ski running surface was smoothed using a plastic flapper and a nylon brush in the same manner as above.

(3) Performance evaluation of ski lubricant The skis coated as described above were actually skied, and the performance was evaluated.

The skiing conditions were as follows.

・Weather・・・・・・・・・・・・Cloudy・Snow temperature・・・・・・・・・・−2℃・Snow quality・・・・
...Ice Burn Test Course...
Straight line 330 m, average slope 25 degrees, skiers: 2 people The performance of the ski lubricant was evaluated by using the average values of 5 runs for initial speed and average speed.

The results are shown in Table 2.

Table 1 (Ski lubricant) Table 2 (Performance evaluation) [Effects of the invention] The ski lubricant of the present invention has gliding properties not found in conventional ski lubricants, and has excellent initial speed and average speed. Result 10
Favorable results can be obtained in alpine competitions where 1/0th of a second is competed.

Claims (1)

[Scope of Claims] 1. A ski lubricant comprising a fluorine compound containing a polyfluoroalkyl group and having a melting point of 100°C or less, wherein the fluorine compound is an alcohol containing a polyfluoroalkyl group, a polyfluoroalkyl A ski lubricant which is one or a mixture of two or more selected from group-containing esters and polyfluoroalkyl ester polymers of (meth)acrylic acid. 2. The alcohol containing a polyfluoroalkyl group is
The ski lubricant according to claim 1, which is represented by the following general formula (1). General formula (1): Rf·R_1·OH However, Rf = polyfluoroalkyl group having 4 to 20 carbon atoms, R_1 = divalent hydrocarbon group having 1 to 10 carbon atoms. 3. The ski lubricant according to claim 1, wherein the ester containing a polyfluoroalkyl group is represented by the following general formula (2). General formula (2): R_2・COO・R_6・R_3 However, R_2, R_3 = at least one has 4 to 2 carbon atoms
It is a polyfluoroalkyl group with 0 carbon atoms, and the remainder has 1 to 1 carbon atoms.
20 monovalent hydrocarbon group, R_6=absent or a divalent hydrocarbon group having 1 to 20 carbon atoms. 4. Claim 1, wherein the polyfluoroalkyl ester polymer of (meth)acrylic acid is a homopolymer or copolymer of polyfluoroalkyl ester of (meth)acrylic acid represented by the following general formula (3). Ski lubricants as described in section. General formula (3): CH=C(R_4)・COO・R_5・Rf However, Rf
= polyfluoroalkyl group having 4 to 20 carbon atoms, R_4 = hydrogen or methyl group, R_5 = divalent hydrocarbon group having 1 to 10 carbon atoms. 5. A claim that the polyfluoroalkyl ester polymer of (meth)acrylic acid is a copolymer of a polyfluoroalkyl ester of (meth)acrylic acid represented by the general formula (3) and an alkyl (meth)acrylic ester. The ski lubricant according to item 4.