JPS62292895A - Refrigerator oil - Google Patents
Refrigerator oilInfo
- Publication number
- JPS62292895A JPS62292895A JP13607686A JP13607686A JPS62292895A JP S62292895 A JPS62292895 A JP S62292895A JP 13607686 A JP13607686 A JP 13607686A JP 13607686 A JP13607686 A JP 13607686A JP S62292895 A JPS62292895 A JP S62292895A
- Authority
- JP
- Japan
- Prior art keywords
- ester
- oil
- polyhydric alcohol
- fatty acid
- oils
- 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.)
- Granted
Links
- 150000002148 esters Chemical class 0.000 claims abstract description 25
- 239000003921 oil Substances 0.000 claims abstract description 23
- 150000005846 sugar alcohols Polymers 0.000 claims abstract description 17
- 239000002480 mineral oil Substances 0.000 claims abstract description 10
- 235000010446 mineral oil Nutrition 0.000 claims abstract description 7
- 239000000203 mixture Substances 0.000 claims abstract description 6
- 239000010721 machine oil Substances 0.000 claims description 13
- 239000010696 ester oil Substances 0.000 claims description 10
- -1 Glycidyl ester Chemical class 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims description 5
- 150000004670 unsaturated fatty acids Chemical class 0.000 claims description 5
- 150000004671 saturated fatty acids Chemical class 0.000 claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 235000014113 dietary fatty acids Nutrition 0.000 abstract description 14
- 239000000194 fatty acid Substances 0.000 abstract description 14
- 229930195729 fatty acid Natural products 0.000 abstract description 14
- 150000004665 fatty acids Chemical class 0.000 abstract description 8
- 229910052751 metal Inorganic materials 0.000 abstract description 7
- 239000002184 metal Substances 0.000 abstract description 7
- 150000004996 alkyl benzenes Chemical class 0.000 abstract description 4
- 239000004721 Polyphenylene oxide Substances 0.000 abstract description 3
- 229920000570 polyether Polymers 0.000 abstract description 3
- 150000002763 monocarboxylic acids Chemical class 0.000 abstract description 2
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 abstract description 2
- 229920000098 polyolefin Polymers 0.000 abstract description 2
- CZKVZZHFMXVDHP-UHFFFAOYSA-N oxiran-2-ylmethyl 2-ethylhexanoate Chemical compound CCCCC(CC)C(=O)OCC1CO1 CZKVZZHFMXVDHP-UHFFFAOYSA-N 0.000 abstract 1
- 230000007797 corrosion Effects 0.000 description 12
- 238000005260 corrosion Methods 0.000 description 12
- 238000005057 refrigeration Methods 0.000 description 10
- 239000000654 additive Substances 0.000 description 9
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 8
- 229910052802 copper Inorganic materials 0.000 description 8
- 239000010949 copper Substances 0.000 description 8
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 239000002199 base oil Substances 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 229910000831 Steel Inorganic materials 0.000 description 4
- 230000000996 additive effect Effects 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 4
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 4
- 238000007747 plating Methods 0.000 description 4
- 239000010959 steel Substances 0.000 description 4
- 238000001816 cooling Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- VOPWNXZWBYDODV-UHFFFAOYSA-N Chlorodifluoromethane Chemical compound FC(F)Cl VOPWNXZWBYDODV-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 229910052785 arsenic Inorganic materials 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- NUMXHEUHHRTBQT-AATRIKPKSA-N 2,4-dimethoxy-1-[(e)-2-nitroethenyl]benzene Chemical compound COC1=CC=C(\C=C\[N+]([O-])=O)C(OC)=C1 NUMXHEUHHRTBQT-AATRIKPKSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- ZGDHFHMCRRTRAW-UHFFFAOYSA-N 3-methyl-decanoic acid Chemical compound CCCCCCCC(C)CC(O)=O ZGDHFHMCRRTRAW-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- YWWVWXASSLXJHU-UHFFFAOYSA-N 9E-tetradecenoic acid Natural products CCCCC=CCCCCCCCC(O)=O YWWVWXASSLXJHU-UHFFFAOYSA-N 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 206010040880 Skin irritation Diseases 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- 238000004378 air conditioning Methods 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 125000003630 glycyl group Chemical group [H]N([H])C([H])([H])C(*)=O 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 235000020778 linoleic acid Nutrition 0.000 description 1
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 1
- 239000010687 lubricating oil Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000036556 skin irritation Effects 0.000 description 1
- 231100000475 skin irritation Toxicity 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- IBYFOBGPNPINBU-UHFFFAOYSA-N tetradecenoic acid Natural products CCCCCCCCCCCC=CC(O)=O IBYFOBGPNPINBU-UHFFFAOYSA-N 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- IBYFOBGPNPINBU-OUKQBFOZSA-N trans-2-tetradecenoic acid Chemical compound CCCCCCCCCCC\C=C\C(O)=O IBYFOBGPNPINBU-OUKQBFOZSA-N 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
Landscapes
- Lubricants (AREA)
Abstract
Description
【発明の詳細な説明】
′３、発明の詳細な説明
〔産業上の利用分野〕
本発明は冷凍機油に関し、詳しくはフロン存在下におい
てフロンを分解せず（以下、フロン安定性トいつ）、鉄
、銅、アルミニウムなどの金属を腐食せず、またそれ自
体の安定性にすぐれた冷凍機油圧間するものである。[Detailed Description of the Invention] '3. Detailed Description of the Invention [Field of Industrial Application] The present invention relates to a refrigeration oil that does not decompose fluorocarbons in the presence of fluorocarbons (hereinafter referred to as fluorocarbon stability oil), It does not corrode metals such as iron, copper, and aluminum, and has excellent stability.
近年、冷凍および冷蔵産業、各種産業機器の高度化に伴
なう冷却あるいは廃エネルギーの有効利用などの広範な
分野において、フロンの利用がはかられている。これら
の具体的な例としては、冷凍機、冷房機器をはじめ、変
圧器、整流器などの絶縁油の冷却、フロンタービンなど
がある。これらのフロンを利用する機器においては、油
とフロンとの反応あるいはフロンの熱分解により生じる
塩化水素による装置の金属部分の腐食や油の劣化などが
問題となっている。In recent years, efforts have been made to utilize fluorocarbons in a wide range of fields, including the refrigeration and refrigeration industries, cooling associated with the advancement of various industrial equipment, and the effective use of waste energy. Specific examples of these include refrigerators, air conditioning equipment, insulating oil cooling for transformers, rectifiers, etc., and front turbines. Equipment that uses these fluorocarbons has problems such as corrosion of metal parts of the equipment and deterioration of the oil due to hydrogen chloride generated by the reaction between oil and fluorocarbons or by thermal decomposition of fluorocarbons.
従来、冷凍機油にはナフチ／早鉱油やアルキルベンゼン
系油、ポリエーテル系油などの合成油が使用されている
が、フロン安定性が十分とはいえない。そこで、塩ｆヒ
水素捕捉剤として、フェニルグリンジルエーテルなどの
グリシジルエステル、エポキノ化脂肪酸エステル、エポ
キン化堕物油などを添加することが試みられている（特
公昭５７−４２１１９号、特公昭６０−１９３５２号、
特開昭５７−１７７０９７号、特開昭５９−１０２９９
０号、特ｌＡ昭５９−１１７５９０号および特開昭６０
−１３０６９６号）。また、アクリル酸グリノジルエス
テルなどを添加することも試みられている（特開昭５９
−９１１９８号）。しかし、これらのエボキン化合物の
いくつかは皮膚に対して強い刺激性を有するために、使
用することは好ましくない。Conventionally, synthetic oils such as naphthi/early mineral oils, alkylbenzene oils, and polyether oils have been used as refrigeration oils, but they do not have sufficient fluorocarbon stability. Therefore, attempts have been made to add glycidyl esters such as phenylglyndyl ether, epoquinated fatty acid esters, and epoquinated fallen oils as salt f arsenic scavengers (Japanese Patent Publication No. 42119/1986, Japanese Patent Publication No. 42119/1983, Japanese Patent Publication No. 60/1986). -No. 19352,
JP-A-57-177097, JP-A-59-10299
No. 0, Special IA No. 117590, 1982, and Japanese Patent Publication No. 1983, No. 117590.
-130696). Additionally, attempts have been made to add acrylic acid glinodyle ester etc.
-91198). However, some of these Evoquin compounds are highly irritating to the skin, so their use is undesirable.
近年、冷凍機の高効率化に伴なって冷凍機油の熱安定性
が重視されるようになり、冷凍機油として多価アルコー
ルエステルが用いられるようになってきている。エステ
ル系油は、ナフテン系鉱油やアルキルベ／ゼ／系油に比
して、潤滑性および高温における安定性において大きな
優位性を持っている。しかし、エステル系油はナフテン
系鉱油やアルキルベンゼン系油よりも更て高温で使用さ
れるため、高温における安定性にまさるエステル系油と
いえどもフロン安定性が十分でなく、装置の金属部分の
腐食を抑制することは碓かしくなっている。この点を解
決するために添加剤の使用が試みられている（特開昭５
５−１５５０９３号、特開昭５８−１５５９２号）が、
添加剤のエステル系油に対する溶解性が十分でなかった
り、添加剤の熱安定性がエステル系油より劣ったりして
、過酷な条件においては満足すべき効果を発揮していな
い。すなわち、従来から添加剤として通常使用されてい
るエボキン化合物をエステル系油に添加しても十分に金
属部分の腐食を抑制することは難かしい。In recent years, as refrigerators become more efficient, the thermal stability of refrigerating machine oils has become more important, and polyhydric alcohol esters have come to be used as refrigerating machine oils. Ester oils have great advantages over naphthenic mineral oils and alkyl bene/zeolite oils in terms of lubricity and stability at high temperatures. However, since ester oils are used at higher temperatures than naphthenic mineral oils and alkylbenzene oils, even though ester oils have better stability at high temperatures, they do not have sufficient fluorocarbon stability, causing corrosion of metal parts of equipment. It is becoming increasingly difficult to suppress the To solve this problem, attempts have been made to use additives (Japanese Unexamined Patent Publication No. 5
5-155093, Japanese Patent Application Laid-Open No. 58-15592),
The solubility of the additive in the ester oil is insufficient, or the thermal stability of the additive is inferior to that of the ester oil, so that the additive does not exhibit satisfactory effects under severe conditions. That is, even if Evoquin compounds, which have conventionally been commonly used as additives, are added to ester oils, it is difficult to sufficiently suppress corrosion of metal parts.
過酷な条件下洗長期間運転を継続しなければならない冷
凍機に用いる冷凍機油に求められる性能としては、潤滑
性はもとよりのこと高温における安定性とフロン安定性
があげられる。The performance required of refrigeration oil used in refrigeration machines that must be washed under harsh conditions and operated for long periods of time includes not only lubricity but also stability at high temperatures and fluorocarbon stability.
本発明の目的は、過酷な条件下においてもフロンを安定
化させて装置の金属部分の腐食を抑制することができる
冷凍機油を、基油との相溶性にすぐれる新規な添加剤の
利用により、提供するものである。The purpose of the present invention is to create a refrigerating machine oil that can stabilize fluorocarbons and suppress corrosion of metal parts of equipment even under harsh conditions by using a new additive that is highly compatible with base oil. , is provided.
本発明者らはエステル系冷凍油についてフロン安定性を
向上させるとともに装置の金属腐食を抑制する添加剤に
ついて鋭意検討した結果、脂肪酸のグリンジルエステル
が有効なことを見い出して本発明を完成する洗いたった
。The present inventors conducted intensive studies on additives that improve the stability of fluorocarbons in ester-based refrigeration oils and inhibit metal corrosion in equipment, and as a result, they discovered that grindyl ester of fatty acid was effective, and completed the present invention. only.
すなわち本発明は、多価アルコールエステルまだは多価
アルコールエステルと鉱油もしくは合成油との混合物に
炭素数８〜１８の直鎖もしくは側鎖飽和脂肪酸または炭
素数１４〜１８の直鎖不飽和脂肪酸のグリノジルエステ
ルを００５〜１０重量係添加したことを特徴とする冷凍
機油である。That is, the present invention provides a method for adding a linear or side chain saturated fatty acid having 8 to 18 carbon atoms or a linear unsaturated fatty acid having 14 to 18 carbon atoms to a polyhydric alcohol ester or a mixture of a polyhydric alcohol ester and mineral oil or synthetic oil. This is a refrigerating machine oil characterized by adding glinodyl ester in an amount of 0.05 to 10% by weight.
本発明における多価アルコールエステルトシては、多価
アルコールとモノカルボン１俊とのエステル（特開昭５
６−１３３４２１号）、多価アルコールとジカルボン１
駿およびモノカルボ／酸とからなるエステル（特開昭５
９−１６４３９３号）などがある。これらエステルだお
ける多価アルコールは、ネオペンチルグリコール、トリ
メチロールフロハン、ペンタエリスリトール、ジペンタ
エリスリトールなどのネオペンチルポリオールが好まし
い。The polyhydric alcohol ester in the present invention is an ester of a polyhydric alcohol and a monocarboxylic acid (Japanese Unexamined Patent Publication No.
6-133421), polyhydric alcohol and dicarboxylic 1
Ester consisting of Shun and monocarbo/acid (JP-A-5
9-164393). The polyhydric alcohol used in these esters is preferably a neopentyl polyol such as neopentyl glycol, trimethylolfluorane, pentaerythritol, or dipentaerythritol.
また、多価アルコールエステルと共に用いることのでき
る鉱油または合成油は、一般に潤滑油として用いられる
ナフテン系、パラフィン系などの鉱油またはポリエーテ
ル系、アルキルペ／ゼン系、ポリオレフィン系などの合
成油である。Further, the mineral oil or synthetic oil that can be used with the polyhydric alcohol ester is a naphthenic or paraffinic mineral oil or a polyether-based, alkylpe/zene-based, or polyolefin-based synthetic oil that is generally used as a lubricating oil.
本発明において用いる脂肪酸グリシジルエステルを構成
する脂肪酸は、炭素数８〜１８の直鎖もしくは側鎖飽和
脂肪酸または炭素数１４〜１８の直鎖不飽和脂肪酸であ
る。炭素数がこれより小さい脂肪酸のグリンジルエステ
ルはエステル系基油に対する溶解性が十分でなく、また
、場合によっては皮膚刺激性を有することがあり、好ま
しくない。炭素数が前記より大きい脂肪酸のグリ／）ル
エステルはエステル系基油に溶解させた場合に低温下で
白濁を生じることがあシ、好ましくない。The fatty acid constituting the fatty acid glycidyl ester used in the present invention is a straight chain or side chain saturated fatty acid having 8 to 18 carbon atoms or a straight chain unsaturated fatty acid having 14 to 18 carbon atoms. Grindyl esters of fatty acids with carbon atoms smaller than this are not preferable because they do not have sufficient solubility in ester base oils and may cause skin irritation in some cases. Gly/)yl esters of fatty acids having a carbon number larger than the above are undesirable because they may become cloudy at low temperatures when dissolved in an ester base oil.
これら脂肪酸の具体的な例としては、カプリル、酸、２
−エチルヘキサン、ノナ／酸、イノノナン浚、２．２−
ジメチルノナン酸、カプリン俊、３−メチルデカン酸、
ラウリン酸、ミリスチン酸、・イノステアリン酸、テト
ラデセン酸、パルミトオレ・ｆン酸、オレイン酸、リノ
ール酸などがあげられる。Specific examples of these fatty acids include caprylic, acid,
-Ethylhexane, nona/acid, inononane, 2.2-
Dimethylnonanoic acid, capricin, 3-methyldecanoic acid,
Examples include lauric acid, myristic acid, inostearic acid, tetradecenoic acid, palmitoolenic acid, oleic acid, and linoleic acid.
本発明におけるＩＩ￥１肪唆グリ／ジルニスチルの添加
量はエステル系基油に対して０．０５〜１０Ｍ景チ、好
ましくは０．２〜４重量％である。０．０５重量％より
少ないと目的とする効果を得ることができないし、また
１０重量％より多めと低温で白濁する場合があり、好ま
しくない。In the present invention, the amount of II ¥ 1 aliquot/dirnistyl added is 0.05 to 10M, preferably 0.2 to 4% by weight, based on the ester base oil. If it is less than 0.05% by weight, the desired effect cannot be obtained, and if it is more than 10% by weight, it may become cloudy at low temperatures, which is not preferable.
本発明の脂肪酸グリシジルエステルは、酸化防止剤、摩
耗防止剤などの他の添加剤と共に用いることもできる。The fatty acid glycidyl ester of the present invention can also be used with other additives such as antioxidants and antiwear agents.
本発明の冷凍機油は、フロンを利用する全ての冷凍機に
巾広く用いることが可能である。The refrigeration oil of the present invention can be widely used in all types of refrigeration machines that use fluorocarbons.
本発明において脂肪酸グリシジルエステルがフロン存在
下の系を安定化する理由は、分子内のエポキシ基がフロ
ンの分解によって生成する塩化水素を捕捉するためと考
えられる。多価アルコールエステルに対して本発明の脂
肪酸グリシジルエステルが特に効果的である理由は明ら
かではないが、これらの化合物の化学構造が類似してお
り、相溶性にすぐれていることが一因であると考えられ
る。The reason why the fatty acid glycidyl ester stabilizes the system in the presence of fluorocarbons in the present invention is thought to be that the epoxy group in the molecule captures hydrogen chloride generated by decomposition of fluorocarbons. The reason why the fatty acid glycidyl ester of the present invention is particularly effective against polyhydric alcohol esters is not clear, but one reason is that these compounds have similar chemical structures and are highly compatible. it is conceivable that.
本発明の多価アルコールエステル系油と脂肪、俊グリシ
ジルエステルとからなる冷凍機油は、潤滑性および熱安
定性にすぐれているだけでなく、フロン安定性も改善さ
れた冷凍機油である。したがって、本発明の冷凍機油を
用いることにより冷凍機を過酷な条件下に長時間（でわ
たって問題なく運転することが可能である。The refrigerating machine oil of the present invention comprising a polyhydric alcohol ester oil, a fat, and a glycidyl ester is a refrigerating machine oil that not only has excellent lubricity and thermal stability, but also has improved fluorocarbon stability. Therefore, by using the refrigerating machine oil of the present invention, it is possible to operate a refrigerating machine under severe conditions for a long time without problems.
本発明を実施例により説明する。 The present invention will be explained by examples.
実施例および比較例において用いたエステル油、鉱油お
よびアルキルベンゼンを表１に示した。Table 1 shows the ester oil, mineral oil, and alkylbenzene used in the Examples and Comparative Examples.
実施例および比較例において用いた脂０酸グリシジルエ
ステルおよび他のエポキン化合物を表２に示した。Table 2 shows the fatty acid glycidyl esters and other Epoquin compounds used in the Examples and Comparative Examples.
表１の基油あるいはそれらの混合物に表２の添加剤を添
加して冷凍機油を調製し、得られた冷凍機油をシールド
チューブテス［Ｃより評価した。A refrigerating machine oil was prepared by adding the additives shown in Table 2 to the base oil shown in Table 1 or a mixture thereof, and the obtained refrigerating machine oil was evaluated using a shield tube test [C].
シールドチューブテスト：
ガラス管（内径６間、肉厚２叫）に冷凍機油０．６ｔｌ
、銅棒（Ｂ ２ ｘ ５０ ｒｕｎ ）、１ｎ（８２Ｘ
５０１）およびアルミニウム箔（２Ｘ ３０ ｗｎ ）
を入れ、次に一６０℃の冷却浴中でフロン−２２（クロ
ロジフルオロメタン）を入れて封管し、２００℃で５日
間の加熱試験を行った後、試料の色相の変化、塩化水素
の存在量、銅メツキ現象の有無、銅棒の腐食状態および
鋼棒の腐食状態について測定した。Shield tube test: 0.6 tl of refrigerating machine oil in a glass tube (inner diameter 6 mm, wall thickness 2 mm)
, copper rod (B 2 x 50 run), 1n (82X
501) and aluminum foil (2X 30 wn)
Next, add Freon-22 (chlorodifluoromethane) in a cooling bath at -60°C, seal the tube, and conduct a heating test at 200°C for 5 days. The abundance, presence or absence of copper plating phenomenon, corrosion state of copper rods, and corrosion state of steel rods were measured.
また、各冷凍機油の一２０℃における性状を観察した。In addition, the properties of each refrigerating machine oil at -20°C were observed.
試験した組成および得られた結果を表３にまとめて示す
。表３において各試験における符号はつぎのとおりであ
る。The tested compositions and the results obtained are summarized in Table 3. In Table 3, the codes for each test are as follows.
色相の変化は加熱試験前後における色相（１（淡色、最
良）〜１０（濃色、最悪）の１０段階評価〕の差を表わ
し、数字の小さいほど良好である。The change in hue represents the difference in hue (10-point evaluation from 1 (light color, best) to 10 (dark color, worst)) before and after the heating test, and the smaller the number, the better.
塩化水素存在量は、少ないほど良好である。The smaller the amount of hydrogen chloride present, the better.
Ｑ ： ２５ｐｐｒｎ未満
Δ ： ２５〜１０１００ｐ
ｐ ： ｌｏｏｐｐｍ超過
銅メツキ現象は鋼棒のメッキ度合で、認められないもの
が良好である。Q: Less than 25 pprn Δ: 25 to 10100 ppm Exceeding loop ppm The copper plating phenomenon is a plating degree of the steel bar, and if it is not observed, it is good.
◎ ： 認められない Ｏ： 極く軽微 △ ： 軽度 × ： 多大 銅および鋼の腐食は、少ないほど良好である。◎: Not accepted O: Very slight △: Mild ×: A large amount The less corrosion of copper and steel, the better.
○ ： はとんど認められない
△ ： 軽度の腐食
× ： 激しい腐食
冷凍機油の一２０℃における性状は、透明な液体が良好
である。○: Hardly observed △: Slight corrosion ×: Severe corrosion The properties of refrigeration oil at -20°C are good as a transparent liquid.
○ ： 透明液体
× ： 白濁液状
表 １
表 ２
注 １）Ｃ８〜１８直鎖飽和脂肪酸 ９２％Ｃｉ８直鎖
不飽和脂肪酸 ８％
２）Ｃ７〜９ 側鎖飽和脂肪酸
３） Ｃ１４〜１８直鎖飽和脂肪酸 １５チＣ１４〜１
８直鎖不飽和脂肪酸 ８５チ４） Ｃ２２直鎖飽和脂肪
酸 ６５％
５）Ｃ２２直鎖不飽和脂肪酸 ９０チ
ロ）Ｃ１２アルコール ５５チ
Ｃ１４アルコール ４５チ
表３に示した結果から明らかなように、本発明の冷凍機
油はいずれも比較のもの番で比して、色相の変化、塩化
水素の存在量、銅メツキ現象、銅の腐食、鋼の腐食およ
び低温における性状のすべての項目においてすぐれ、極
めて良好なフロン安定性を有していることがわかる。○: Transparent liquid 15chi C14~1
8 straight chain unsaturated fatty acids 85% 4) C22 straight chain saturated fatty acids 65% 5) C22 straight chain unsaturated fatty acids 90%) C12 alcohol 55% C14 alcohol 45% As is clear from the results shown in Table 3, the present invention All of the refrigerating machine oils are superior in all aspects of hue change, amount of hydrogen chloride, copper plating phenomenon, copper corrosion, steel corrosion, and properties at low temperatures, and are extremely good. It can be seen that it has fluorocarbon stability.
Claims (1)
テルと鉱油もしくは合成油との混合物に炭素数８〜１８
の直鎖もしくは側鎖飽和脂肪酸または炭素数１４〜１８
の直鎖不飽和脂肪酸のグリシジルエステルを０．０５〜
１０重量％添加したことを特徴とする冷凍機油。1 Polyhydric alcohol ester or a mixture of polyhydric alcohol ester and mineral oil or synthetic oil containing 8 to 18 carbon atoms
Straight chain or side chain saturated fatty acid or carbon number 14-18
Glycidyl ester of linear unsaturated fatty acid of 0.05~
Refrigerating machine oil characterized by containing 10% by weight.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61136076A JPH0670237B2 (en) | 1986-06-13 | 1986-06-13 | Refrigerator oil |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61136076A JPH0670237B2 (en) | 1986-06-13 | 1986-06-13 | Refrigerator oil |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62292895A true JPS62292895A (en) | 1987-12-19 |
| JPH0670237B2 JPH0670237B2 (en) | 1994-09-07 |
Family
ID=15166672
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61136076A Expired - Fee Related JPH0670237B2 (en) | 1986-06-13 | 1986-06-13 | Refrigerator oil |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0670237B2 (en) |
Cited By (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH03505602A (en) * | 1989-04-25 | 1991-12-05 | ザ ルブリゾル コーポレイション | Liquid composition containing carboxylic acid ester |
| US5096606A (en) * | 1989-09-01 | 1992-03-17 | Kao Corporation | Refrigeration oil composition containing a fluoroethane and an ester compound |
| US5202044A (en) * | 1990-09-12 | 1993-04-13 | Kao Corporation | Working fluid composition for refrigerating machine |
| US5342533A (en) * | 1991-09-03 | 1994-08-30 | Mitsubishi Oil Co., Ltd. | Refrigerator oil composition |
| EP0688854A1 (en) * | 1990-11-16 | 1995-12-27 | Hitachi, Ltd. | Refrigerating apparatus and refrigerant compressor |
| US5554311A (en) * | 1992-02-18 | 1996-09-10 | Idemitsu Kosan Co., Ltd. | Lubricant for refrigerating machine employing refrigerant comprising hydrofluoroethane |
| EP0781316A4 (en) * | 1994-09-07 | 1999-07-14 | Witco Corp | Enhanced hydrocarbon lubricants for use with immiscible refrigerants |
| WO2002070637A1 (en) * | 2001-03-01 | 2002-09-12 | Imperial Chemical Industries Plc | Refrigerator lubricant compositions |
| US6582621B1 (en) | 1989-12-28 | 2003-06-24 | Nippon Mitsubishi Oil Corporation | Refrigerator oils for use with chlorine-free fluorocarbon refrigerants |
| WO2005012467A1 (en) * | 2003-08-01 | 2005-02-10 | Nippon Oil Corporation | Refrigerating machine oil compositions |
| JP2005248038A (en) * | 2004-03-04 | 2005-09-15 | Nippon Oil Corp | Refrigerator oil composition |
| US6998065B1 (en) * | 1989-12-28 | 2006-02-14 | Nippon Mitsubishi Oil Corporation | Fluid compositions containing refrigerator oils and chlorine-free fluorocarbon refrigerants |
| US7052626B1 (en) * | 1989-12-28 | 2006-05-30 | Nippon Mitsubishi Oil Corporation | Fluid compositions containing refrigeration oils and chlorine-free fluorocarbon refrigerants |
| US7959824B2 (en) | 2003-08-01 | 2011-06-14 | Nippon Oil Corporation | Refrigerating machine oil composition |
| JPWO2016133001A1 (en) * | 2015-02-20 | 2017-11-30 | Ｊｘｔｇエネルギー株式会社 | Refrigerator oil and working fluid composition for refrigerator |
| CN108865341A (en) * | 2017-05-09 | 2018-11-23 | 日本太阳石油株式会社 | Refrigerated machine oil composition and refrigeration machine working fluid |
| CN110016377A (en) * | 2018-01-10 | 2019-07-16 | 中国石油天然气股份有限公司 | A kind of synthesis refrigerated machine oil composition and its preparation method and application |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4997351A (en) * | 1972-12-21 | 1974-09-13 |
-
1986
- 1986-06-13 JP JP61136076A patent/JPH0670237B2/en not_active Expired - Fee Related
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4997351A (en) * | 1972-12-21 | 1974-09-13 |
Cited By (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH03505602A (en) * | 1989-04-25 | 1991-12-05 | ザ ルブリゾル コーポレイション | Liquid composition containing carboxylic acid ester |
| US5096606A (en) * | 1989-09-01 | 1992-03-17 | Kao Corporation | Refrigeration oil composition containing a fluoroethane and an ester compound |
| US6998065B1 (en) * | 1989-12-28 | 2006-02-14 | Nippon Mitsubishi Oil Corporation | Fluid compositions containing refrigerator oils and chlorine-free fluorocarbon refrigerants |
| US7052626B1 (en) * | 1989-12-28 | 2006-05-30 | Nippon Mitsubishi Oil Corporation | Fluid compositions containing refrigeration oils and chlorine-free fluorocarbon refrigerants |
| US6582621B1 (en) | 1989-12-28 | 2003-06-24 | Nippon Mitsubishi Oil Corporation | Refrigerator oils for use with chlorine-free fluorocarbon refrigerants |
| US5202044A (en) * | 1990-09-12 | 1993-04-13 | Kao Corporation | Working fluid composition for refrigerating machine |
| EP0688854A1 (en) * | 1990-11-16 | 1995-12-27 | Hitachi, Ltd. | Refrigerating apparatus and refrigerant compressor |
| US5342533A (en) * | 1991-09-03 | 1994-08-30 | Mitsubishi Oil Co., Ltd. | Refrigerator oil composition |
| US5554311A (en) * | 1992-02-18 | 1996-09-10 | Idemitsu Kosan Co., Ltd. | Lubricant for refrigerating machine employing refrigerant comprising hydrofluoroethane |
| EP0781316A4 (en) * | 1994-09-07 | 1999-07-14 | Witco Corp | Enhanced hydrocarbon lubricants for use with immiscible refrigerants |
| US7176169B2 (en) | 2001-03-01 | 2007-02-13 | Imperial Chemical Industries Plc | Refrigerator lubricant compositions |
| CN100366713C (en) * | 2001-03-01 | 2008-02-06 | 禾大国际股份公开有限公司 | Refrigerator lubricant compositions |
| WO2002070637A1 (en) * | 2001-03-01 | 2002-09-12 | Imperial Chemical Industries Plc | Refrigerator lubricant compositions |
| JP2010261052A (en) * | 2003-08-01 | 2010-11-18 | Jx Nippon Oil & Energy Corp | Refrigerating machine oil composition |
| WO2005012467A1 (en) * | 2003-08-01 | 2005-02-10 | Nippon Oil Corporation | Refrigerating machine oil compositions |
| US7959824B2 (en) | 2003-08-01 | 2011-06-14 | Nippon Oil Corporation | Refrigerating machine oil composition |
| US8796193B2 (en) | 2003-08-01 | 2014-08-05 | Nippon Oil Corporation | Refrigerating machine oil compositions |
| JP4493373B2 (en) * | 2004-03-04 | 2010-06-30 | 新日本石油株式会社 | Refrigerator oil composition |
| JP2005248038A (en) * | 2004-03-04 | 2005-09-15 | Nippon Oil Corp | Refrigerator oil composition |
| JPWO2016133001A1 (en) * | 2015-02-20 | 2017-11-30 | Ｊｘｔｇエネルギー株式会社 | Refrigerator oil and working fluid composition for refrigerator |
| US10351793B2 (en) | 2015-02-20 | 2019-07-16 | Jxtg Nippon Oil & Energy Corporation | Refrigerator oil and working fluid composition for refrigerators |
| CN108865341A (en) * | 2017-05-09 | 2018-11-23 | 日本太阳石油株式会社 | Refrigerated machine oil composition and refrigeration machine working fluid |
| CN108865341B (en) * | 2017-05-09 | 2021-12-24 | 日本太阳石油株式会社 | Refrigerating machine oil composition and working fluid for refrigerator |
| CN110016377A (en) * | 2018-01-10 | 2019-07-16 | 中国石油天然气股份有限公司 | A kind of synthesis refrigerated machine oil composition and its preparation method and application |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0670237B2 (en) | 1994-09-07 |
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