JP7430072B2 - 潤滑油基剤と、これを含む摩擦低減剤および金属加工油 - Google Patents
潤滑油基剤と、これを含む摩擦低減剤および金属加工油 Download PDFInfo
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- JP7430072B2 JP7430072B2 JP2020023536A JP2020023536A JP7430072B2 JP 7430072 B2 JP7430072 B2 JP 7430072B2 JP 2020023536 A JP2020023536 A JP 2020023536A JP 2020023536 A JP2020023536 A JP 2020023536A JP 7430072 B2 JP7430072 B2 JP 7430072B2
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- lubricating oil
- acid
- fatty acid
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- oil base
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- 239000010687 lubricating oil Substances 0.000 title claims description 43
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- 235000014113 dietary fatty acids Nutrition 0.000 claims description 36
- 239000000194 fatty acid Substances 0.000 claims description 36
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- 125000004432 carbon atom Chemical group C* 0.000 claims description 23
- DPUOLQHDNGRHBS-UHFFFAOYSA-N Brassidinsaeure Natural products CCCCCCCCC=CCCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-UHFFFAOYSA-N 0.000 claims description 20
- URXZXNYJPAJJOQ-UHFFFAOYSA-N Erucic acid Natural products CCCCCCC=CCCCCCCCCCCCC(O)=O URXZXNYJPAJJOQ-UHFFFAOYSA-N 0.000 claims description 20
- DPUOLQHDNGRHBS-KTKRTIGZSA-N erucic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-KTKRTIGZSA-N 0.000 claims description 20
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 17
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims description 17
- 150000004670 unsaturated fatty acids Chemical class 0.000 claims description 16
- 229920005862 polyol Polymers 0.000 claims description 15
- 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 claims description 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 7
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- 238000012360 testing method Methods 0.000 description 8
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 7
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- 239000002518 antifoaming agent Substances 0.000 description 3
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- 229960003237 betaine Drugs 0.000 description 3
- 239000002826 coolant Substances 0.000 description 3
- 239000003085 diluting agent Substances 0.000 description 3
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- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
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- WMYJOZQKDZZHAC-UHFFFAOYSA-H trizinc;dioxido-sulfanylidene-sulfido-$l^{5}-phosphane Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S WMYJOZQKDZZHAC-UHFFFAOYSA-H 0.000 description 3
- MBBWTVUFIXOUBE-UHFFFAOYSA-L zinc;dicarbamodithioate Chemical compound [Zn+2].NC([S-])=S.NC([S-])=S MBBWTVUFIXOUBE-UHFFFAOYSA-L 0.000 description 3
- YWWVWXASSLXJHU-AATRIKPKSA-N (9E)-tetradecenoic acid Chemical compound CCCC\C=C\CCCCCCCC(O)=O YWWVWXASSLXJHU-AATRIKPKSA-N 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 2
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 2
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 150000005215 alkyl ethers Chemical class 0.000 description 2
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 2
- 239000002280 amphoteric surfactant Substances 0.000 description 2
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- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 2
- 239000012964 benzotriazole Substances 0.000 description 2
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- YCWSUKQGVSGXJO-NTUHNPAUSA-N nifuroxazide Chemical group C1=CC(O)=CC=C1C(=O)N\N=C\C1=CC=C([N+]([O-])=O)O1 YCWSUKQGVSGXJO-NTUHNPAUSA-N 0.000 description 1
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Landscapes
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Description
炭素数が5~10であり、アルコールの価数が2~6のネオペンチル型ポリオール、および、
炭素数18の不飽和脂肪酸とエルカ酸とを含む脂肪酸、
の反応物であるエステル化合物を含む。
(A)炭素数が5~10であり、アルコールの価数が2~6のネオペンチル型ポリオール、および、
(B)炭素数18の不飽和脂肪酸とエルカ酸とを含む脂肪酸、
の反応物であるエステル化合物を含む。
これらの配合量は、金属加工油全体を100質量%とした場合、0.1~5質量%が好ましい。
肪族アルコールと長鎖脂肪酸のエステル、メチルサリシレートとo-ヒドロキシベンジルアルコール、アルミニウムステアレート、オレイン酸カリウム、N-ジアルキル-アリルアミンニトロアミノアルカノール、イソアミルオクチルホスフェートの芳香族アミン塩、アルキルアルキレンジホスフェート、チオエーテルの金属誘導体、ジスルフィドの金属誘導体、脂肪族炭化水素のフッ素化合物、トリエチルシラン、ジクロロシラン、アルキルフェニルポリエチレングリコールエーテルスルフィド、フルオロアルキルエーテル等が挙げられる。これらの消泡剤は、それぞれ単独で又は2種以上を混合して用いることができる。これらの配合量は、金属加工油全体を100質量%とした場合、0.1~1質量%が好ましい。
(1)アルコール成分
実施例1~14、比較例4~10では、ネオペンチルグリコール(NPG)、トリメチロールプロパン(TMP)、ペンタエリスリトール(PE)、ジペンタエリスリトール(DPE)を使用した。
一般に入手可能な市販の脂肪酸を使用した。
(実施例1~14、比較例1~10)
2リットルの4つ口フラスコに、撹拌機、温度計、窒素ガス吹き込み管及び冷却管を取り付け、アルコール成分、脂肪酸を仕込んだ。仕込みモル比としてはアルコール成分:脂肪酸が1:1.1~6.1で行なった。
(1)脂肪酸成分分析
エステル化合物をケン化分解処理して脂肪酸とアルコールとに分解した。
分析装置:GC-2010(島津製作所製)
分析条件:
カラム:J&W DB-1HT
オーブン温度:100~380℃、14℃/min
気化室温度:350℃
検出器温度:350℃(FID)
キャリアガス:ヘリウム
JIS K0070(1992)に準拠して、エステル化合物の水酸基価を測定した。
JIS K0070(1992)に準拠して、エステル化合物のヨウ素価を測定した。
実施例および比較例で得られたエステル化合物(潤滑油基剤)について以下の評価を行った。
振動摩擦摩耗試験機(SRV試験機、オプチモール社製)を用いて、試験温度40、100℃で、以下のようにして、摩耗試験を行い、動摩擦係数を求めた。鉱物油に添加する際は内割添加量(潤滑油基剤/(鉱物油+潤滑油基剤))5質量%となるように混合した。
各種添加剤10種類との相溶性を確認し、相溶性を示した添加剤の数を表1、2にパーセント表示で示した。
以下の成分配合の金属加工油を調製し、切削加工(転造タップ加工)試験をした。
[金属加工油成分配合]
表1の組成による潤滑油基剤(エステル化合物):70質量部
脂肪酸:10質量部
硫化油:5質量部
石油スルホン酸塩:3質量部
フェノール錫:1質量部
シリコーン:1質量部
界面活性剤:10質量部
[切削加工条件]
使用機器:Microtap社製megatapII
被削材: S50C
下穴:φ7.45(リーマ下穴加工済)
工具: オーエスジー(OSG社製)M8転造タップ(材質:HSSE)
回転数:200rpm
加工深さ: 10mm
希釈倍率(質量): 水/水性潤滑油(上記金属加工油)=10/1(=切削油)
[評価基準]
上記条件にてタップ加工を行い、加工時に受ける切削抵抗(トルク[N・m])を測定し、以下の基準で評価した。
評価基準
◎+:切削トルク6.5N・m未満
◎:切削トルク6.5N・m以上7.0N・m未満
○:切削トルク7.0N・m以上8.0N・m未満
△:切削トルク8.0N・m以上9.0N・m未満
×:切削トルク9.0N・m以上
0℃で12時間放置した後の外観を目視で確認し、以下の基準で評価した。
◎:透明液状
○:ほぼ濁り無し
△:濁りあり
×:固化や固体の析出が見られる
結果を、表1および表2に示す。
Claims (6)
- 炭素数が5~10であり、アルコールの価数が2~6のネオペンチル型ポリオール、および、
炭素数18の不飽和脂肪酸とエルカ酸とを含む脂肪酸、
の反応物であるエステル化合物を含み、
前記脂肪酸は、前記エルカ酸のモル分率が32.4~90であり、かつ、前記炭素数18の不飽和脂肪酸のモル分率が8.9~42.0であることを特徴とする潤滑油基剤。 - 炭素数18の不飽和脂肪酸のモル分率(A)とエルカ酸のモル分率(B)との合計モル分率が41.3以上であり、かつ、炭素数18の不飽和脂肪酸のモル分率(A)とエルカ酸のモル分率(B)との合計モル分率に対するエルカ酸のモル分率(B)のモル分率比(B/(A+B))が0.1以上であることを特徴とする請求項1の潤滑油基剤。
- 水酸基価が65mgKOH/g以下であることを特徴とする請求項1または2の潤滑油基剤。
- 前記ネオペンチル型ポリオールが、ジペンタエリスリトール(DPE)であることを特徴とする請求項1から3のいずれかの潤滑油基剤。
- 前記請求項1から4のいずれかの潤滑油基剤を含むことを特徴とする摩擦低減剤。
- 前記請求項1から4のいずれかの潤滑油基剤を含むことを特徴とする金属加工油。
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JP2007517965A (ja) | 2004-01-09 | 2007-07-05 | ザ ルブリゾル コーポレイション | 金属加工における自己乳化潤滑油としてのマレイン酸化植物油および誘導体 |
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JP2007517965A (ja) | 2004-01-09 | 2007-07-05 | ザ ルブリゾル コーポレイション | 金属加工における自己乳化潤滑油としてのマレイン酸化植物油および誘導体 |
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