JP2008266656A5 - - Google Patents
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- JP2008266656A5 JP2008266656A5 JP2008176271A JP2008176271A JP2008266656A5 JP 2008266656 A5 JP2008266656 A5 JP 2008266656A5 JP 2008176271 A JP2008176271 A JP 2008176271A JP 2008176271 A JP2008176271 A JP 2008176271A JP 2008266656 A5 JP2008266656 A5 JP 2008266656A5
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- oil composition
- compound
- lubricating oil
- perfluoropolyether
- skeleton structure
- Prior art date
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- 239000000203 mixture Substances 0.000 claims description 58
- 239000010687 lubricating oil Substances 0.000 claims description 33
- 238000005187 foaming Methods 0.000 claims description 25
- 239000010702 perfluoropolyether Substances 0.000 claims description 25
- 150000001875 compounds Chemical class 0.000 claims description 18
- 230000001629 suppression Effects 0.000 claims description 10
- 239000003921 oil Substances 0.000 claims description 9
- 239000000654 additive Substances 0.000 claims description 8
- 230000000996 additive Effects 0.000 claims description 6
- 210000002356 Skeleton Anatomy 0.000 claims 11
- 239000002199 base oil Substances 0.000 claims 9
- 239000004594 Masterbatch (MB) Substances 0.000 claims 4
- 239000010718 automatic transmission oil Substances 0.000 claims 3
- 238000004519 manufacturing process Methods 0.000 claims 3
- 230000005540 biological transmission Effects 0.000 claims 2
- 239000010725 compressor oil Substances 0.000 claims 2
- 239000006185 dispersion Substances 0.000 claims 2
- 239000010720 hydraulic oil Substances 0.000 claims 2
- 239000010705 motor oil Substances 0.000 claims 2
- 238000002360 preparation method Methods 0.000 claims 2
- 239000010723 turbine oil Substances 0.000 claims 2
- 239000004721 Polyphenylene oxide Substances 0.000 claims 1
- 125000004432 carbon atoms Chemical group C* 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 239000012208 gear oil Substances 0.000 claims 1
- 229910052500 inorganic mineral Inorganic materials 0.000 claims 1
- 239000011707 mineral Substances 0.000 claims 1
- 125000006551 perfluoro alkylene group Chemical group 0.000 claims 1
- 229920000570 polyether Polymers 0.000 claims 1
- 238000005507 spraying Methods 0.000 claims 1
- 238000011156 evaluation Methods 0.000 description 5
- 239000006260 foam Substances 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 4
- 230000000694 effects Effects 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 239000002518 antifoaming agent Substances 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 235000010446 mineral oil Nutrition 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- -1 phosphate ester Chemical class 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- YMHRSHDHKGICOH-UHFFFAOYSA-N 1,1,1,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-henicosafluorodecan-2-yl prop-2-enoate Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(C(F)(F)F)OC(=O)C=C YMHRSHDHKGICOH-UHFFFAOYSA-N 0.000 description 1
- DKCPKDPYUFEZCP-UHFFFAOYSA-N 2,6-Di-tert-butylphenol Chemical compound CC(C)(C)C1=CC=CC(C(C)(C)C)=C1O DKCPKDPYUFEZCP-UHFFFAOYSA-N 0.000 description 1
- DMBHHRLKUKUOEG-UHFFFAOYSA-N Diphenylamine Chemical class C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 1
- PGFXOWRDDHCDTE-UHFFFAOYSA-N Hexafluoropropylene oxide Chemical compound FC(F)(F)C1(F)OC1(F)F PGFXOWRDDHCDTE-UHFFFAOYSA-N 0.000 description 1
- FATBGEAMYMYZAF-KTKRTIGZSA-N Oleamide Chemical compound CCCCCCCC\C=C/CCCCCCCC(N)=O FATBGEAMYMYZAF-KTKRTIGZSA-N 0.000 description 1
- KZNICNPSHKQLFF-UHFFFAOYSA-N Succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L Sulphite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 230000002378 acidificating Effects 0.000 description 1
- 230000003078 antioxidant Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000006078 metal deactivator Substances 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- FSAJWMJJORKPKS-UHFFFAOYSA-N octadecyl prop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C=C FSAJWMJJORKPKS-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 125000004591 piperonyl group Chemical group C(C1=CC=2OCOC2C=C1)* 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 229960002317 succinimide Drugs 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
Description
前記式Iおよび式IIで示されるパーフルオロポリエーテルを含有する添加剤は、市販品としては、例えば、ソルベイソレクシス社製の商品名FOMBLIN Y タイプおよびデュポン社製KRYTOX GLP タイプをそれぞれ入手することができる。ソルベイソレクシス社製の商品名 FOMBLIN Y タイプは、
−(−CF(CF3)CF2O−)−と−(CF2O−)−のランダム重合体で主鎖の繰り返し単位が分岐構造を有するものである。一方、KRYTOXタイプはヘキサフルオロイソプロピレンのホモポリマーを含有する化合物である。また、式IIIおよびIVで示されるパーフルオロポリエーテルを含有する添加剤は、市販品としては、例えば、ソルベイソレクシス社製の商品名FOMBLIN Zタイプおよびダイキン工業(株)製の商品名デムナム(Demnum)タイプをそれぞれ入手することができる。FOMBLIN Zタイプは、−(−CF 2 −CF 2 O−)−と−(CF2O−)−の重合体で直鎖構造を有するもので、低粘度のものである。デムナムタイプは、へキサフルオロプロピレンオキシドのホモポリマーである。また、パーフルオロポリエーテル両末端に極性基を有するパーフルオロポリエーテル化合物(極性基として水酸基を導入)としてソルベイソレクシス社製の商品名FOMBLIN Z-DOLおよび同社製商品名FOMBLIN AM2001(極性基としてピペロニル基を導入)等を入手することができる。
For the additive containing the perfluoropolyether represented by the above formula I and formula II, commercially available products such as FOMBLIN Y type manufactured by Solvay Solexis and KRYTOX GLP type manufactured by DuPont are available. Can do. The product name FOMBLIN Y type made by Solvay Solexis is
It is a random polymer of-(-CF (CF 3 ) CF 2 O-)-and-(CF 2 O-)-, and the repeating unit of the main chain has a branched structure. On the other hand, the KRYTOX type is a compound containing a homopolymer of hexafluoroisopropylene. Moreover, the additive containing the perfluoropolyether represented by the formulas III and IV is, for example, a trade name FOMBLIN Z type manufactured by Solvay Solexis and a trade name demnum manufactured by Daikin Industries, Ltd. Demnum) types are available. FOMBLIN Z type, - (-CF 2 -CF 2 O- ) - and - (CF 2 O -) - those having a polymer with a linear structure, is of low viscosity. The demnum type is a homopolymer of hexafluoropropylene oxide. In addition, as perfluoropolyether compounds having polar groups at both ends of perfluoropolyether (hydroxyl groups introduced as polar groups), the product name FOMBLIN Z-DOL manufactured by Solvay Solexis and the product name FOMBLIN AM2001 (as polar groups) A piperonyl group is introduced) and the like.
Seq. I〜IVの基本操作および主要な試験条件は次の通りであるが、詳細ASTM D892およびD6082に規定するところによる。
Seq.I;(ASTM D892) 1,000mlのメスシリンダに試料油190ml採り、24℃に保ち、ディフューザーピストン付き空気導入管を差し込み、94ml/分の乾燥空気を5分間吹き込み発生した泡の量を泡立ち度とする。さらに10分間放置後の泡の量を泡安定度とする。
Seq.II;(ASTM D892)新たに試料油を採取し、試料油温度を93.5℃とすること以外はSeq.Iと同一の試験を行い、泡立ち度および泡安定度を測定する。
Seq.III;(ASTM D892) Seq. II試験後の試料油を、そのまま24℃に温度を下げてSeq. Iと同一の泡立ち試験を行い、泡立ち度および泡安定度を測定する。
Seq.IV; (ASTM D6082) 試料油温度を150℃、乾燥空気量を200ml/分に設定したこと以外Seq.Iと同一の試験を行い、泡立ち度および泡安定度を測定する。
参考例1
パラフィン系精製鉱油(100℃における動粘度;4mm2/s)にパーフルオロポリエーテル(25℃における動粘度;182 mm2/s(ソルベイソレクシス社製 FOMBLIN Y25)を0.004%(40ppm)配合し、さらに、その他の添加剤として粘度指数向上剤(ポリメタクリレート 5%)、無灰清浄分散剤(コハク剤イミド 4%)、有機酸金属塩(カルシウムスルホネート 0.1%)、摩擦調整剤(オレイン酸アミド 0.3%、酸性リン酸エステル 0.3%)、酸化防止剤(アルキル化ジフェニルアミン 0.3%、2,6−ジ−tert−ブチルフェノール0.3%)および金属不活性化剤(ベンゾトリアゾール 0.05%)を配合し、表1に示す潤滑油組成物を調製した。泡立ち抑制能を前記泡立ち性試験法で測定した泡立ち量により評価した。評価結果(泡立ち性試験結果)を表1に示す。ここで得られた潤滑油組成物は、Seq. I〜IVの各目標値のすべてに合格し、泡立ち抑制能について低温から高温にわたり顕著な効果を得た。
参考例2
25℃ 動粘度 182 mm2/sのパーフルオロポリエーテルの代わりに25℃動粘度 29 mm2/s のパーフルオロポリエーテル(ソルベイソレクシス社製 FOMBLIN Y04)を0.004%(40ppm)用いたこと以外すべて実施例1の潤滑油組成物の組成と同一の組成の表1に示す潤滑油組成物を得た。前記泡立ち性試験により、泡立ち抑制能を評価したところ、Seq.IIの泡立ち量が若干増加したが、目標値を十分満足し、全体として参考例1の潤滑油組成物の評価結果とほとんど遜色はみられなかった。
参考例3
25℃動粘度182mm2/sのパーフルオロポリエーテルの代わりに133mm2/sのパーフルオロポリエーテル(デュポン社製 KRYTOX GPL104)を0.004%(40ppm)用いたこと以外すべて実施例1の潤滑油組成物の組成と同一の組成の表1に示す潤滑油組成物を得た。前記泡立ち性試験に供したところ、参考例1の潤滑油組成物と同等の泡立ち抑制能の評価結果を得た。
参考例4
25℃動粘度182 mm2/sのパーフルオロポリエーテルの代わりに25℃動粘度1,060 mm2/s のパーフルオロポリエーテル(ソルベイソレクシス社製 FOMBLIN YPL1500)を用いたこと以外すべて参考例1の潤滑油組成物の組成と同一の組成の表1に示す潤滑油組成物を得た。前記泡立ち性試験に供したところ、参考例1の潤滑油組成物と同等の泡立ち抑制能の評価結果を得た。
比較例1
パラフィン系精製鉱油(100℃動粘度;4mm2/s)に参考例1で使用した「その他の添加剤」と同一組成の添加剤混合物を10.35%配合し、泡消し剤を配合していない潤滑油組成物を調製し、前記泡立ち性試験により泡立ち抑制能を評価した。表2に示すように、泡立ち抑制能は、低いものであり、特に低温において不良であった。
比較例2
25℃動粘度182mm2/sのパーフルオロポリエーテルの代わりに25℃動粘度2mm2/sのパーフルオロポリエーテル(ソルベイソレクシス社製 GALDEN)を0.004%(40ppm)を用いたこと以外すべて参考例1の潤滑油組成物の組成と同一の組成の表2に示す潤滑油組成物を調製した。この結果から、パーフルオロポリエーテルの粘度が低すぎるとSeq. I とSeq. IIIの泡立ち量の増加で示すように低温での泡立ち抑制効果が低下することが示された。
比較例3
25℃動粘度182 mm2/sのパーフルオロポリエーテルの代わりに25℃動粘度12,500 mm2/sのポリジメチルシロキサン(信越シリコーン社製 KF96H)を用いて潤滑油組成物を調製したこと以外すべて参考例1の潤滑油組成物の組成と同一組成の潤滑油組成物を調製した。前記泡立ち性試験の結果、表2に示すように高温での泡立ち量が多く、シリコーン系消泡剤は、実施例の各パーフルオロポリエーテルに比較して特に高温での泡立ち抑制効果が劣ることが判明した。
比較例4
25℃動粘度182mm2/sのパーフルオロポリエーテルの代わりに「分子量50,000のパーフルオロオクチルエチルアクリレート」/「ステアリルアクリレート」=10:90の共重合体をポリマー有効濃度で0.004%を用いたこと以外は参考例1の潤滑油組成物の組成と同一の組成の潤滑油組成物を調製した。評価結果を表2に示す。
The basic operation and main test conditions for Seq. I-IV are as follows, but as detailed in ASTM D892 and D6082.
Seq.I; (ASTM D892) Put 190ml of sample oil in a 1,000ml graduated cylinder, keep it at 24 ° C, insert an air inlet tube with a diffuser piston, and blow out 94ml / min of dry air for 5 minutes. Degree. The amount of foam after standing for 10 minutes is defined as the foam stability.
Seq. II; (ASTM D892) Seq., Except that a new sample oil was collected and the sample oil temperature was 93.5 ° C. Perform the same test as I and measure foaming and foam stability.
Seq. III; (ASTM D892) The sample oil after Seq. II test is subjected to the same foaming test as Seq. I by lowering the temperature to 24 ° C., and measuring the foaming degree and foam stability.
Seq.IV; (ASTM D6082) Perform the same test as Seq.I, except that the sample oil temperature is set to 150 ° C and the dry air volume is set to 200 ml / min, and the foaminess and foam stability are measured.
Reference example 1
Perfluoropolyether (kinematic viscosity at 25 ° C; 182 mm2 / s (FOMBLIN Y25 manufactured by Solvay Solexis)) is added to paraffin refined mineral oil (kinematic viscosity at 100 ° C; 4 mm2 / s), Other additives include viscosity index improver (polymethacrylate 5%), ashless detergent / dispersant (succinimide 4%), organic acid metal salt (calcium sulfonate 0.1%), friction modifier (oleic acid amide 0.3% , Acidic phosphate ester 0.3%), antioxidant (alkylated diphenylamine 0.3%, 2,6-di-tert-butylphenol 0.3%) and metal deactivator (benzotriazole 0.05%). A lubricating oil composition was prepared, and the foaming suppression ability was evaluated by the foaming amount measured by the foaming test method, and the evaluation results (foaming test results) are shown in Table 1. The lubricating oil obtained here The composition passed all of the target values of Seq. I to IV, and had a remarkable effect from low temperature to high temperature with respect to foaming suppression ability.
Reference example 2
25 ° C Kinematic Viscosity Instead of using 182 mm2 / s perfluoropolyether, 25 ° C kinematic viscosity 29 mm2 / s perfluoropolyether (Solvay Solexis FOMBLIN Y04) was used except 0.004% (40 ppm). The lubricating oil composition shown in Table 1 having the same composition as that of the lubricating oil composition of Example 1 was obtained. As a result of the foamability test, the foaming suppression ability was evaluated. As a result, the amount of foaming of Seq.II was slightly increased, but the target value was sufficiently satisfied, and the evaluation result of the lubricating oil composition of Reference Example 1 as a whole was almost inferior. It was not seen.
Reference example 3
The lubricating oil composition of Example 1 was used except that 0.004% (40 ppm) of 133 mm2 / s perfluoropolyether (DuPont KRYTOX GPL104) was used in place of the 25 ° C kinematic viscosity 182 mm2 / s. The lubricating oil composition shown in Table 1 having the same composition as the composition was obtained. When subjected to the foaming property test, an evaluation result of foaming inhibiting ability equivalent to that of the lubricating oil composition of Reference Example 1 was obtained.
Reference example 4
Lubricating oil of Reference Example 1 except that perfluoropolyether with a dynamic viscosity of 1,060 mm2 / s at 25 ° C (FOMBLIN YPL1500 from Solvay Solexis) was used in place of the perfluoropolyether with a dynamic viscosity of 182 mm2 / s at 25 ° C The lubricating oil composition shown in Table 1 having the same composition as the composition was obtained. When subjected to the foaming property test, an evaluation result of the foaming inhibiting ability equivalent to that of the lubricating oil composition of Reference Example 1 was obtained.
Comparative Example 1
Lubricating oil containing 10.35% of the additive mixture of the same composition as the “other additives” used in Reference Example 1 in paraffin-based refined mineral oil (100 ° C. kinematic viscosity; 4 mm 2 / s) and no defoaming agent A composition was prepared, and the foaming suppression ability was evaluated by the foaming property test. As shown in Table 2, the foaming suppression ability was low, and was poor particularly at low temperatures.
Comparative Example 2
Reference Example 1 except that 0.004% (40ppm) of 25 ° C kinematic viscosity 2mm2 / s perfluoropolyether (GALDEN made by Solvay Solexis) was used instead of 25 ° C kinematic viscosity 182mm2 / s A lubricating oil composition shown in Table 2 having the same composition as that of the lubricating oil composition was prepared. From this result, it was shown that when the viscosity of the perfluoropolyether is too low, the effect of suppressing foaming at low temperature is lowered as shown by the increase in the amount of foaming of Seq. I and Seq. III.
Comparative Example 3
Reference examples except that a lubricating oil composition was prepared using polydimethylsiloxane (KF96H manufactured by Shin-Etsu Silicone Co., Ltd.) having a kinematic viscosity of 12,500 mm2 / s instead of a perfluoropolyether having a kinematic viscosity of 182 mm2 / s at 25 ° C. A lubricating oil composition having the same composition as that of No. 1 lubricating oil composition was prepared. As a result of the foaming property test, the amount of foaming at a high temperature is large as shown in Table 2, and the silicone-based antifoaming agent is inferior in foaming suppression effect at a particularly high temperature as compared with each perfluoropolyether of the examples. There was found.
Comparative Example 4
Except for using a copolymer with a molecular weight of 50,000 perfluorooctylethyl acrylate / stearyl acrylate = 10: 90 instead of perfluoropolyether having a kinematic viscosity of 182 mm2 / s at 25 ° C. and using an effective polymer concentration of 0.004%. Prepared a lubricating oil composition having the same composition as the lubricating oil composition of Reference Example 1. The evaluation results are shown in Table 2.
Claims (8)
前記式(3)〜(4)の各式において、
XおよびX1は、それぞれフッ素原子である。
A lubricating oil composition comprising a base oil and an additive contained in the base oil, wherein the base oil is a mineral base oil, a synthetic base oil or a mixed oil base oil, And a compound having a skeleton structure of at least one perfluoropolyether having a kinematic viscosity at 25 ° C. of 20 mm 2 / S or more. And the compound has a skeleton structure having a polyether structure as a main chain and containing a perfluoroalkylene group having 1 to 3 carbon atoms as a repeating unit, and is represented by the following formulas (3) and (4): An automatic transmission oil composition, a continuously variable transmission oil composition, a hydraulic oil composition, a gear, which is at least one compound selected from the group consisting of compounds, the content of which is a foaming suppression amount A lubricating oil composition selected from the group consisting of Ya oil compositions, turbine oil compositions, compressor oil compositions and engine oil compositions.
In each of the formulas (3) to (4),
X and X 1 are each a fluorine atom.
該マスターバッチ調製工程で得られた前記パーフルオロポリエーテルの骨格構造を有する化合物のマスターバッチを基油に混合し、分散させる分散工程
を含むことを特徴とする請求項1に係る潤滑油組成物の製造方法。 Preparation for preparing a masterbatch of a compound having a skeleton structure of the perfluoropolyether by mixing a compound having a skeleton structure of the perfluoropolyether with a small amount of a base oil or a lubricating oil composition and pre-dispersing with a homogenizer And a dispersion step of mixing and dispersing a master batch of the compound having a perfluoropolyether skeleton structure obtained in the master batch preparation step with a base oil. A method for producing the composition.
The lubricating oil composition according to any one of claims 1 to 3, wherein the lubricating oil composition is an automatic transmission oil composition.
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JP2008176271A JP2008266656A (en) | 2008-07-04 | 2008-07-04 | Lubricating oil composition |
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JP2003168447A Division JP4218432B2 (en) | 2003-05-10 | 2003-05-10 | Lubricating oil composition |
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JP6543120B2 (en) * | 2015-07-10 | 2019-07-10 | 株式会社ニッペコ | Grease composition |
CN114901788B (en) * | 2020-01-15 | 2024-03-19 | 出光兴产株式会社 | Lubricating oil composition |
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US3597359A (en) * | 1968-03-22 | 1971-08-03 | Monsanto Co | Functional fluid compositions |
CA1067887A (en) * | 1976-04-02 | 1979-12-11 | William C. Morro | Hydrocarbon/silicone oil lubricating compositions for low temperature use |
JPH03126790A (en) * | 1989-10-13 | 1991-05-29 | Nippon Oil Co Ltd | Lubricating oil composition |
JPH1088166A (en) * | 1996-09-20 | 1998-04-07 | Japan Energy Corp | Foam stabilizer for lubricating oil, refrigerating machine oil and fluid for operating refrigerating machine |
JP3734981B2 (en) * | 1999-05-24 | 2006-01-11 | 日立粉末冶金株式会社 | Sintered oil-impregnated bearing for spindle motor |
GB0001981D0 (en) * | 2000-01-31 | 2000-03-22 | Ici Materials | Refrigerant lubricant compositions |
US6678115B2 (en) * | 2001-11-08 | 2004-01-13 | Seagate Technology Llc | Hydrodynamic fluid bearing containing lubricants with reduced bubble forming tendency for disk drive application |
-
2008
- 2008-07-04 JP JP2008176271A patent/JP2008266656A/en active Pending
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