JPH056599B2 - - Google Patents

Info

Publication number
JPH056599B2
JPH056599B2 JP2695084A JP2695084A JPH056599B2 JP H056599 B2 JPH056599 B2 JP H056599B2 JP 2695084 A JP2695084 A JP 2695084A JP 2695084 A JP2695084 A JP 2695084A JP H056599 B2 JPH056599 B2 JP H056599B2
Authority
JP
Japan
Prior art keywords
integer
formula
present
lubricity
compound
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
JP2695084A
Other languages
Japanese (ja)
Other versions
JPS60173096A (en
Inventor
Jusuke Ono
Yukio Ootoshi
Keijiro Izumitani
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
AGC Inc
Original Assignee
Asahi Glass Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Asahi Glass Co Ltd filed Critical Asahi Glass Co Ltd
Priority to JP2695084A priority Critical patent/JPS60173096A/en
Publication of JPS60173096A publication Critical patent/JPS60173096A/en
Publication of JPH056599B2 publication Critical patent/JPH056599B2/ja
Granted legal-status Critical Current

Links

Description

【発明の詳細な説明】[Detailed description of the invention]

本発明は、潤滑性及び潤滑性を必要とする表面
への付着力等の耐久性が優れたフツ素系潤滑剤に
関する。 ガラス、金属、プラスチツク、木材、ゴム、皮
等の物品同志が接触する種々の場面において、摩
擦抵抗を少なくし磨耗を防止したり潤滑性を高め
るために各種の潤滑剤が使われている。 MoS2等の金属塩化物、Pbo等の金属酸化物、
あるいは金属せつけん、ポリテトラフルオロエチ
レン等のフツ素樹脂を用いる固体潤滑剤がその例
である。本発明は、このような固体潤滑剤であつ
て、プラスチツクやゴム中に練り込む等により分
散させたり、ガラス、金属、プラスチツク等各種
の材質からなる物品表面上に塗布乾燥し、付着せ
しめることにより物品表面に潤滑性を付与するも
のである。本発明のフツ素系潤滑剤は、潤滑性が
優れるばかりでなく、物品表面での付着力が高
く、化学的に安定で腐食性がない等の利点も有し
ている。 本発明のフツ素系潤滑剤は、下記一般式()
で表わされる化合物(以下化合物Aという)を有
効成分として含有するものである。 RfXOYCOOH ……() 式中、Rfは炭素数3〜20の直鎖状又は分岐状ポ
リフルオロアルキル基であり、具体的にはC9F19
−、
The present invention relates to a fluorine-based lubricant that has excellent lubricity and durability such as adhesion to surfaces that require lubricity. Various lubricants are used in various situations where objects such as glass, metal, plastic, wood, rubber, and leather come into contact with each other to reduce frictional resistance, prevent wear, and improve lubricity. Metal chlorides such as MoS 2 , metal oxides such as Pbo,
Examples include metal soaps and solid lubricants using fluororesins such as polytetrafluoroethylene. The present invention relates to such a solid lubricant, which can be dispersed by kneading into plastic or rubber, or applied and dried on the surface of articles made of various materials such as glass, metal, plastic, etc., and made to adhere. It imparts lubricity to the surface of the article. The fluorine-based lubricant of the present invention not only has excellent lubricity, but also has advantages such as high adhesion to the surface of articles, chemical stability, and non-corrosion. The fluorine-based lubricant of the present invention has the following general formula ()
It contains a compound represented by (hereinafter referred to as compound A) as an active ingredient. R f _ _
-,

【式】HCF2CF2CF2−等で ある。好ましくは、炭素数6〜10の直鎖状パーフ
ルオロアルキル基である。Xは−CnH2n−、−
CONRCnH2n−、−SO2NRCnH2n−、又は
[Formula] HCF 2 CF 2 CF 2 − etc. Preferably, it is a linear perfluoroalkyl group having 6 to 10 carbon atoms. X is −CnH 2 n−, −
CONRCnH 2 n−, −SO 2 NRCnH 2 n−, or

【式】を表わし、nは1〜10の 整数、Rは炭素数1〜6のアルキル基又は水素原
子である。Yは、−CmH2m−、−(C2H4O)
mC2H4−、−(C3H6O)mC2H4−、−(C3H6O)m
−(C2H4O)l−C2H4−、−(C2H4O)l−
(C3H6O)m−C2H4、を表わし、m及び1は1〜
20の整数である。化合物Aの好ましい具体例は、
RfC2H4OC2H4COOH、RfC2H4O−(C2H4O)5
C2H4COOH、RfC2H4O(C3H6O)3−C2H4COOH、
RfCONHC2H4OC2H4COOH4
[Formula], n is an integer of 1 to 10, and R is an alkyl group having 1 to 6 carbon atoms or a hydrogen atom. Y is -CmH 2 m-, -(C 2 H 4 O)
mC 2 H 4 −, −(C 3 H 6 O) mC 2 H 4 −, −(C 3 H 6 O) m
−(C 2 H 4 O)l−C 2 H 4 −, −(C 2 H 4 O)l−
(C 3 H 6 O)m−C 2 H 4 , where m and 1 are 1 to
is an integer of 20. Preferred specific examples of compound A are:
R f C 2 H 4 OC 2 H 4 COOH, R f C 2 H 4 O− (C 2 H 4 O) 5
C 2 H 4 COOH, R f C 2 H 4 O (C 3 H 6 O) 3 −C 2 H 4 COOH,
R f CONHC 2 H 4 OC 2 H 4 COOH 4 ,

【式】RfC2H4O 〔C2H4O〕−(C3H6O)−C2H4COOH等であるが、
これらに限定されるものではない。化合物Aは、
例えば以下のごとき方法により、製造することが
できる。 本発明の潤滑剤は、化合物Aを水に分散させた
もの、あるいは有機溶剤中に分散又は溶解させた
ものを、物品表面にスプレーしたり、刷毛塗りし
たり、かかる分散液や溶液中に物品を浸漬するこ
とにより処理可能である。本発明の潤滑剤を水に
分散させる場合には、ノニオン系、アニオン系、
カチオン系又は両性系等各種の界面活性剤の1種
又は2種以上の混合物を使用し得る。有機溶剤と
しては、エチルアルコール、イソプロピルアルコ
ール等のアルコール類、アセトン、メチルエチル
ケトン等のケトン類、酢酸メチル、酢酸エチル、
酢酸イソアミル等のエステル類、ジエチルエーテ
ル、ジオキサン等のエーテル類、メチルクロロホ
ルム、トリクロロエチレン、テトラクロロエチレ
ン、テトラクロロジフルオロエタン、1,1,2
−トリクロロトリフルオロエタン、メタキシレン
ヘキサフルオライド等のハロゲン化炭化水素類の
1種又は2種以上の混合物が採用され得る。かか
る分散液中又は溶液中にジクロロジフルオロメタ
ン、モノフルオロトリクロロメタン、ジクロロテ
トラフルオロエタン等の噴射剤を添加して、適当
な容器に充填すれば、スプレー処理ができ、処理
後、直ちに乾燥し、潤滑性を発現し得る。溶剤中
又は水中の化合物Aの配合量は通常0.01〜10重量
%、好ましくは0.05〜0.5重量%である。 本発明のフツ素系潤滑剤により処理し得る物品
は何ら限定されず、軸受等の各種摺動部材に適用
可能である。又、摺動部材の他にも例えば録音、
録画又は計測用等の磁気記録テープあるいは磁気
ヘツド表面に処理することで、両者の磨耗度が減
少するばかりでなく、望ましくない磨耗帯電が生
じにくく、処理されたテープはテープ同志のブロ
ツキングが起りにくい等の利点がある。特にビデ
オテープにおいては、磁気ヘツドと磁気テープと
の相対速度が録音テープ等に比べ10倍前後速いこ
とや、静止画像の再生時には低速接触時の大きな
摩擦係数のために磨耗しやすくなるため、本発明
の潤滑性及び耐久性の優れた潤滑剤は有効であ
る。コバルトやニツケル等の蒸着テープにおいて
はその表面に塗布し、γ−Fe2O3やCrO2等の磁性
粉末をポリウレタン、ポリエステル、酢酸ビニル
共重合体等のバインダー樹脂中に分散させた磁性
塗料により磁性層を形成させたテープにおいて
は、その塗料中に又、保護層を有するテープにお
いてはその保護層中に本発明の潤滑剤を分散させ
ればよい。磁気塗料中の潤滑剤は磁性粉末の分散
性改良にも役立ち得る。 以下、本発明の実施例についてさらに具体的に
説明する。 実施例、比較例 表面を充分洗浄したアルミ板に下記第1表に示
す化合物の0.5wt%イソプロピルアルコール溶液
を均一に塗布した後乾燥し、上記化合物の被膜を
形成させた。この板を東洋側器(株)製摩擦係数測定
機EFM−4を用いて摩擦係数を測定し、潤滑性
を評価した。さらに学振型磨耗試験機で100回磨
耗した後、再度同様の測定装置で摩擦係数を測定
し、潤滑性及び耐久性を評価した。その結果を第
1表に示す。
[Formula] R f C 2 H 4 O [C 2 H 4 O] - (C 3 H 6 O) - C 2 H 4 COOH, etc.
It is not limited to these. Compound A is
For example, it can be manufactured by the following method. The lubricant of the present invention can be prepared by spraying or brushing the surface of an article by dispersing Compound A in water or dispersing or dissolving it in an organic solvent, or by immersing the object in such a dispersion or solution. It can be treated by immersing it in water. When dispersing the lubricant of the present invention in water, nonionic, anionic,
One or a mixture of various surfactants such as cationic or amphoteric surfactants may be used. Examples of organic solvents include alcohols such as ethyl alcohol and isopropyl alcohol, ketones such as acetone and methyl ethyl ketone, methyl acetate, ethyl acetate,
Esters such as isoamyl acetate, ethers such as diethyl ether and dioxane, methyl chloroform, trichloroethylene, tetrachloroethylene, tetrachlorodifluoroethane, 1,1,2
- One or a mixture of two or more halogenated hydrocarbons such as trichlorotrifluoroethane and metaxylene hexafluoride may be employed. Spray treatment can be performed by adding a propellant such as dichlorodifluoromethane, monofluorotrichloromethane, or dichlorotetrafluoroethane to such a dispersion or solution and filling it into a suitable container.After treatment, it is immediately dried. Can exhibit lubricity. The amount of compound A in the solvent or water is usually 0.01 to 10% by weight, preferably 0.05 to 0.5% by weight. The articles that can be treated with the fluorine-based lubricant of the present invention are not limited at all, and the present invention can be applied to various sliding members such as bearings. In addition to sliding members, for example, recording,
By treating the surface of a magnetic recording tape or magnetic head for recording or measurement purposes, it not only reduces the degree of abrasion of both, but also makes it difficult for undesirable abrasion charging to occur, and the treated tape is less likely to cause tape-to-tape blocking. There are advantages such as In particular, with video tapes, the relative speed between the magnetic head and magnetic tape is about 10 times faster than with recording tapes, etc., and when playing back still images, the high coefficient of friction caused by low-speed contact makes them prone to wear. The lubricant of the invention having excellent lubricity and durability is effective. In the case of vapor-deposited tapes such as cobalt and nickel, the surface is coated with a magnetic coating in which magnetic powder such as γ-Fe 2 O 3 or CrO 2 is dispersed in a binder resin such as polyurethane, polyester, or vinyl acetate copolymer. The lubricant of the present invention may be dispersed in the paint of a tape on which a magnetic layer is formed, or in the protective layer of a tape with a protective layer. Lubricants in magnetic coatings can also help improve the dispersibility of magnetic powders. Examples of the present invention will be described in more detail below. Examples and Comparative Examples A 0.5 wt % isopropyl alcohol solution of the compound shown in Table 1 below was uniformly applied to an aluminum plate whose surface had been thoroughly cleaned, and then dried to form a film of the above compound. The friction coefficient of this plate was measured using a friction coefficient measuring device EFM-4 manufactured by Toyo Saiki Co., Ltd., and the lubricity was evaluated. Furthermore, after being worn 100 times using a Gakushin type abrasion tester, the friction coefficient was measured again using the same measuring device to evaluate lubricity and durability. The results are shown in Table 1.

【表】【table】

Claims (1)

【特許請求の範囲】 1 下記一般式()で表わされる化合物を有効
成分として含有するとこを特徴とするフツ素系潤
滑剤。 RfXOYCOOH ……() (但し、式中Rfは炭素数3〜20の直鎖状又は分
岐状ポリフルアロアルキル基。 Xは−CnH2o−、−CONRCnH2o、−
SO2NRCnH2o−又は【式】 nは1〜10の整数、Rは炭素数1〜6のアルキ
ル基又は水素原子。 Yは−CmH2n−、−(C3H6O)m−C2H4−、−
(C2H4O)m−C2H4−、−(C3H6O)m−
(C2H4O)1−C2H4−、又は−(C2H4O)1−(C3H6
m−C2H4−、 mは1〜20の整数。 1は1〜20の整数。
[Scope of Claims] 1. A fluorine-based lubricant characterized by containing a compound represented by the following general formula () as an active ingredient. R f XOYCOOH ... () (However, in the formula, R f is a linear or branched polyfluoroalkyl group having 3 to 20 carbon atoms.
SO 2 NRCnH 2o - or [Formula] n is an integer of 1 to 10, R is an alkyl group having 1 to 6 carbon atoms or a hydrogen atom. Y is −CmH 2n −, −(C 3 H 6 O)m−C 2 H 4 −, −
(C 2 H 4 O) m−C 2 H 4 −, −(C 3 H 6 O) m−
(C 2 H 4 O) 1 −C 2 H 4 −, or −(C 2 H 4 O) 1 − (C 3 H 6 )
m−C 2 H 4 −, m is an integer from 1 to 20. 1 is an integer from 1 to 20.
JP2695084A 1984-02-17 1984-02-17 Fluorine-based lubricant Granted JPS60173096A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP2695084A JPS60173096A (en) 1984-02-17 1984-02-17 Fluorine-based lubricant

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP2695084A JPS60173096A (en) 1984-02-17 1984-02-17 Fluorine-based lubricant

Publications (2)

Publication Number Publication Date
JPS60173096A JPS60173096A (en) 1985-09-06
JPH056599B2 true JPH056599B2 (en) 1993-01-26

Family

ID=12207429

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2695084A Granted JPS60173096A (en) 1984-02-17 1984-02-17 Fluorine-based lubricant

Country Status (1)

Country Link
JP (1) JPS60173096A (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4720578A (en) * 1986-07-23 1988-01-19 Gaf Corporation Preparation of fluorinated carboxypropylated non-ionic surfactants
JPH01240598A (en) * 1988-03-18 1989-09-26 Nec Corp Magnetic storage and production thereof
US5266724A (en) * 1990-09-04 1993-11-30 Matsushita Electric Industrial Co., Ltd. Fluorine-containing compounds
US5188747A (en) * 1990-09-04 1993-02-23 Matsushita Electric Industrial Co., Ltd. Fluorine-containing lubricant compounds

Also Published As

Publication number Publication date
JPS60173096A (en) 1985-09-06

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