JP2744470B2 - 潤滑油組成物 - Google Patents

潤滑油組成物

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Publication number
JP2744470B2
JP2744470B2 JP1146962A JP14696289A JP2744470B2 JP 2744470 B2 JP2744470 B2 JP 2744470B2 JP 1146962 A JP1146962 A JP 1146962A JP 14696289 A JP14696289 A JP 14696289A JP 2744470 B2 JP2744470 B2 JP 2744470B2
Authority
JP
Japan
Prior art keywords
group
lubricating oil
oil composition
carbon atoms
seizure resistance
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 - Fee Related
Application number
JP1146962A
Other languages
English (en)
Other versions
JPH0312497A (ja
Inventor
正人 金子
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.)
Idemitsu Kosan Co Ltd
Original Assignee
Idemitsu Kosan 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 Idemitsu Kosan Co Ltd filed Critical Idemitsu Kosan Co Ltd
Priority to JP1146962A priority Critical patent/JP2744470B2/ja
Priority to EP90908678A priority patent/EP0428757B1/en
Priority to US07/651,414 priority patent/US5137650A/en
Priority to PCT/JP1990/000725 priority patent/WO1990015126A1/ja
Priority to DE90908678T priority patent/DE69003224T2/de
Publication of JPH0312497A publication Critical patent/JPH0312497A/ja
Application granted granted Critical
Publication of JP2744470B2 publication Critical patent/JP2744470B2/ja
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K5/00Heat-transfer, heat-exchange or heat-storage materials, e.g. refrigerants; Materials for the production of heat or cold by chemical reactions other than by combustion
    • C09K5/02Materials undergoing a change of physical state when used
    • C09K5/04Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa
    • C09K5/041Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems
    • C09K5/044Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems comprising halogenated compounds
    • C09K5/045Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems comprising halogenated compounds containing only fluorine as halogen
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    • C10M105/00Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
    • C10M105/50Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing halogen
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    • C10M107/20Lubricating compositions characterised by the base-material being a macromolecular compound containing oxygen
    • C10M107/30Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
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    • C10M107/34Polyoxyalkylenes
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    • C10M131/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing halogen
    • C10M131/08Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing halogen containing carbon, hydrogen, halogen and oxygen
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    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
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Description

【発明の詳細な説明】 [産業上の利用分野] 本発明は、潤滑油組成物特にはポリエーテル系潤滑油
組成物に関する。本発明の潤滑油組成物は、耐焼付性に
優れると共に、フロンなどの冷媒雰囲気下においても安
定で良好な相溶性を示すので、冷凍機油やヒートポンプ
油として好ましい。
[従来の技術] 最近、冷凍機は高効率化及び小形軽量化が急速に進行
している。また、コンプレッサーがレシプロ方式からロ
ータリ方式に移行し、更にはインバータが搭載され、そ
してヒートポンプによる廃熱回収のために吐出ガス温度
が上昇する傾向にある。また、使用される冷媒として
は、オゾン層への悪影響のない新冷媒としてフロン−13
4aまたはフロン−134などのフッ化エタン系冷媒が注目
され初め、これらの冷媒に適合性の高い冷凍機油として
ポリグリコール化合物が提案されている(例えば米国特
許第4,755,316号明細書)。
一方、フルオロアルキル基含有アルコールは、例えば
特公昭52−8807号公報記載の方法によって調製すること
ができ、これらのフルオロアルキル基含有アルコール
は、アクリル酸またはメタクリル酸とのエステルを重合
させて得られる重合体を撥水撥油剤として用いること、
あるいはオキシ塩化燐との反応によって得られるフルオ
ロアルキル燐酸エステルを界面活性剤として用いること
が知られている。
[発明が解決しようとする課題] フッ化エタン系冷媒に適合性の高いポリグリコール化
合物は潤滑性(耐焼付性)が不十分であるだけでなく、
フッ化エタン系冷媒に対する高温溶解性も不十分であ
り、その改良が望まれていた。
したがって、本発明の目的は、潤滑性(耐焼付性)に
優れ、しかもフッ化エタン系冷媒のような難溶性冷媒に
対する高温溶解性に優れたポリエーテル系潤滑油組成物
を提供することにある。
[課題を解決するための手段] 前記の目的は、本発明により、一般式 Rf−R1−OH (I) [式中、R1は、炭素原子数2〜15(好ましくは2〜10)
のアルキレン基であり、Rfは、炭素原子数5〜16(好ま
しくは6〜12)のフルオロアルキル基であるが、ただ
し、Rf基中のフッ素原子数は少なくとも2n−3個(ここ
でnは、Rf基中の炭素原子数である)であり、Rf基中の
各炭素原子にフッ素原子少なくとも1個が結合している
ものとする] で表されるフルオロアルキル基含有アルコールとポリエ
ーテル化合物とを含むことを特徴とする、潤滑油組成物
によって解決することができる。
前記一般式(I)で表されるフルオロアルキル基含有
アルコールにおいて、Rf基は炭素原子を5〜16個含む。
Rf基の炭素原子数が5個未満のフルオロアルキル基含有
アルコールを用いると潤滑油組成物の耐焼付性が不足す
るので好ましくなく、炭素原子数が16個を越えるとポリ
エーテル化合物に対する溶解性が低下するので好ましく
ない。Rf基中にフッ素原子数が2n−3個(ここでnは、
Rf基中の炭素原子数である)未満になるとフルオロアル
キル基含有アルコールの安定性及び溶解性が低下するの
で好ましくない。Rf基において、各炭素原子にフッ素原
子少なくとも1個が結合していればよいが、Rf基はペル
フルオロアルキル基であることが好ましい。
前記一般式(I)で表されるフルオロアルキル基含有
アルコールの常圧沸点は140℃以上であることが好まし
い。常圧沸点が140℃未満であると潤滑油組成物の使用
中に発泡や気化が起こり、耐焼付性が低下するので好ま
しくない。
前記一般式(I)で表されるフルオロアルキル基含有
アルコールは、潤滑油組成物中に0.001〜50重量%、特
に0.1〜30重量%の割合で配合することが好ましい。配
合量が0.001重量%未満であると目的とする効果が得ら
れず、50重量%を越えると混合安定性が低下する。
前記のフルオロアルキル基含有アルコールは、1種類
で用いるか、または2種類以上を混合して用いることが
できる。
前記一般式(I)のフルオロアルキル基含有アルコー
ルの具体例としては、ペルフルオロアルキル低級アルキ
ルアルコール、例えばペルフルオロヘキシルエチルアル
コール、ペルフルオロヘキシルブチルアルコール、ペル
フルオロオクチルエチルアルコールまたはそれらの混合
物を挙げることができる。
本発明で用いることのできるポリエーテル化合物とし
ては、ポリグリコール誘導体(例えば、ポリグリコー
ル、そのモノまたはジアルキルエーテル)、またはグリ
セロール誘導体(例えばグリセロールポリオキシアルキ
ルエーテル)を挙げることができる。ポリグリコール誘
導体またはグリセロール誘導体としては例えば以下の式
(II)〜(V)で表される化合物を用いることができ
る。
R2−O−(AO)−R3 (II) R4−O−(AO)−(A′O)−R5 (III) 前記の各式で、R2、R3、R4、R5、R6、R7、R8、R9、R
10およびR11は、それぞれ水素原子、または炭素原子数
1〜10のアルキル基であり、AおよびA′は炭素原子数
2〜4のアルキレン基(特にはプロピレン基)であり、
mは5以上の整数であり、f+gは5以上の整数であ
り、h、j及びkは2以上の整数であり、p+r、s+
tおよびu+vはそれぞれ2以上の整数である。
前記のポリエーテル化合物としては平均分子量約300
〜3000、特には500〜2000の化合物を用いるのが好まし
い。前記の式(III)または式(V)の共重合体として
は、ランダム共重合体またはブロック共重合体、あるい
はその他の共重合体を用いることができる。
本発明の潤滑油組成物は、常法により、ポリエーテル
化合物に、前記一般式(I)で表されるフルオロアルキ
ル基含有アルコールを加え、そして場合により、合成油
(例えばアルキルベンゼン)および/または鉱油(例え
ばナフテン系鉱油)を加えることによって調製すること
ができる。
本発明の潤滑油組成物の粘度は、100℃において5〜5
0cSt、特には5〜30cStであることが好ましい。粘度が5
cSt未満になると耐焼付性が不足し、50cStを越えると熱
交換効率が低下するのでそれぞれ好ましくない。
[実施例] 以下、実施例によって本発明をさらに具体的に説明す
るが、これは本発明の範囲を限定するものではない。
実施例1〜実施例8および比較例1〜比較例5 以下の第1表に示す組成の潤滑油を調製し、高温臨界
溶液温度および耐焼付性を測定して評価した。使用した
成分は以下のとおりである。
G1:ポリプロピレングリコール(平均分子量=約1000) G2:エチレンオキサイドープロピレンオキサイド共重合
体のジメチルエーテル(平均分子量=約1100) G3:ポリプロピレングリコールモノメチルエーテル(平
均分子量=約1000) G4:ポリプロピレングリコールモノブチルエーテル(平
均分子量=約1050) A1:ペルフルオロヘキシル/オクチル(50:50)エチルア
ルコール A2:ペルフルオロヘキシルエチルアルコール B:ジオクチルスルフィド 高温臨界溶解温度および耐焼付性の測定は以下のとお
りに実施した。
高温臨界溶解温度 内容量約10mlのガラス製耐圧容器に潤滑油組試料と冷
媒(フロン−134a)とを1:9の比率で封入し、均一に溶
解している状態から、徐々に温度を上げていき、潤滑油
と冷媒とが分離する温度を測定した。
耐焼付性 ファレックス焼付試験により評価した。ASTMD3233に
準拠し、焼付荷重(ポンド)を測定した。
結果を第1表に示す。
前記の第1表から明らかなとおり、各種のポリエーテ
ル化合物にフルオロアルキル基含有アルコールを配合す
ることにより、耐焼付性が向上し、高温溶解性も向上す
る。また、イオウ系極圧剤を配合した場合と比較しても
良好な耐焼付性を示す。
[発明の効果] 本発明の潤滑油組成物においては、ポリエーテル化合
物とフルオロアルキル基含有アルコールとを組み合わせ
ることにより、耐焼付性が向上し、高温溶解性も向上す
る。従って、冷凍機油、ヒートポンプ油、圧縮機油、作
動油あるいはブレーキ油として用いることができる。
フロントページの続き (51)Int.Cl.6 識別記号 FI C10N 30:06 40:30

Claims (1)

    (57)【特許請求の範囲】
  1. 【請求項1】一般式 Rf−R1−OH (I) [式中、R1は、炭素原子数2〜15のアルキレン基であ
    り、Rfは、炭素原子数5〜16のフルオロアルキル基であ
    るが、ただし、Rf基中のフッ素原子数は少なくとも2n−
    3個(ここでnは、Rf基中の炭素原子数である)であ
    り、Rf基中の各炭素原子にフッ素原子少なくとも1個が
    結合しているものとする] で表されるフルオロアルキル基含有アルコールとポリエ
    ーテル化合物とを含むことを特徴とする、潤滑油組成
    物。
JP1146962A 1989-06-09 1989-06-09 潤滑油組成物 Expired - Fee Related JP2744470B2 (ja)

Priority Applications (5)

Application Number Priority Date Filing Date Title
JP1146962A JP2744470B2 (ja) 1989-06-09 1989-06-09 潤滑油組成物
EP90908678A EP0428757B1 (en) 1989-06-09 1990-06-05 Lubricating oil composition
US07/651,414 US5137650A (en) 1989-06-09 1990-06-05 Lubricating oil composition containing a fluoroalkyl group-containing alcohol and a polyether compound
PCT/JP1990/000725 WO1990015126A1 (en) 1989-06-09 1990-06-05 Lubricating oil composition
DE90908678T DE69003224T2 (de) 1989-06-09 1990-06-05 Schmierölzusammensetzung.

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP1146962A JP2744470B2 (ja) 1989-06-09 1989-06-09 潤滑油組成物

Publications (2)

Publication Number Publication Date
JPH0312497A JPH0312497A (ja) 1991-01-21
JP2744470B2 true JP2744470B2 (ja) 1998-04-28

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EP (1) EP0428757B1 (ja)
JP (1) JP2744470B2 (ja)
DE (1) DE69003224T2 (ja)
WO (1) WO1990015126A1 (ja)

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Also Published As

Publication number Publication date
JPH0312497A (ja) 1991-01-21
US5137650A (en) 1992-08-11
EP0428757A4 (en) 1991-11-21
DE69003224T2 (de) 1994-03-10
EP0428757A1 (en) 1991-05-29
WO1990015126A1 (en) 1990-12-13
EP0428757B1 (en) 1993-09-08
DE69003224D1 (de) 1993-10-14

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