Title:
IONIC LIQUID, LUBRICATING AGENT, AND MAGNETIC RECORDING MEDIUM
Document Type and Number:
WIPO Patent Application WO/2014/104342
Kind Code:
A1
Abstract:
A lubricating agent comprising an ionic liquid formed from a Bronsted acid (HX) and a Bronsted base (B), wherein the Bronsted base has a linear hydrocarbon group having 10 or more carbon atoms and the difference between the pKa value of the Bronsted acid in water and the pKa value of the Bronsted base in water is 12 or more.
Inventors:
KONDO HIROFUMI (JP)
HATSUDA KOUKI (JP)
TANO NOBUO (JP)
ITO MAKIYA (JP)
YUN KYUNGSUNG (JP)
WATANABE MASAYOSHI (JP)
HATSUDA KOUKI (JP)
TANO NOBUO (JP)
ITO MAKIYA (JP)
YUN KYUNGSUNG (JP)
WATANABE MASAYOSHI (JP)
Application Number:
PCT/JP2013/085213
Publication Date:
July 03, 2014
Filing Date:
December 27, 2013
Export Citation:
Assignee:
DEXERIALS CORP (JP)
International Classes:
C10M159/12; C10M105/58; C10M105/72; G11B5/725; C10N30/06; C10N30/08; C10N40/18
Domestic Patent References:
| WO2005068589A1 | 2005-07-28 |
Foreign References:
| JP2629725B2 | 1997-07-16 | |||
| JP2581090B2 | 1997-02-12 | |||
| JP2629725B2 | 1997-07-16 |
Other References:
M. S. MIRAN ET AL.: "Physicochemical properties determined by ApKa for protic ionic liquids based on an organic super-strong base with various Bronsted acids", PHYSICAL CHEMISTRY CHEMICAL PHYSICS, vol. 14, pages 5178 - 5186, XP055269607
H. LUO ET AL.: "Ultrastable Superbase-Derived Protic Ionic Liquids", THE JOURNAL OF PHYSICAL CHEMISTRY B, vol. 113, no. 13, 27 February 2009 (2009-02-27), pages 4181 - 4183, XP055269608
M. YOSHIZAWA ET AL.: "Ionic Liquids by Proton Transfer: Vapor Pressure, Conductivity, and the Relevance of ApKa from Aqueous Solutions", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 125, 21 November 2003 (2003-11-21), pages 15411 - 15419, XP055269609
KOHLER, F.; ATROPS, H.; KALALL, H.; LIEBERMANN, E.; WILHELM, E.; RATKOVICS, F.; SALAMON, T.: "Molecular Interactions in Mixtures of Carboxylic acids with amines. 1. Melting Curves and Viscosities", J. PHYS. CHEM, vol. 85, no. 17, August 1981 (1981-08-01), pages 2520 - 2524
KOHLER, F.; GOPAL, R.; GOETZE, G.; ATROPS, H.; DEMIRIZ, M.A.; LIEBERMANN, E.; WILHELM, E.; RATKOVICS, F.; PALAGYL, B.: "Molecular Interactions in Mixtures of Carboxylic acids with amines. 2. Volumetric, Conductimetric, and NMR Properties", J. PHYS. CHEM., vol. 85, no. 17, pages 2524 - 2529
KONDO, H.; SETO, J.; HAGA. S.; OZAWA, K.: "Novel Lubricants for Magnetic Thin Film Media", vol. 13, 1989, MAGNETIC SOC. JAPAN, pages: 213 - 218
KONDO, H.; SEKI, A.; WATANABE, H.; SETO, J.: "Frictional Properties of Novel Lubricants for Magnetic Thin Film Media", IEEE TRANS. MAGN, vol. 26, no. 5, September 1990 (1990-09-01), pages 2691 - 2693
KONDO, H.; SEKI, A.; KITA, A.: "Comparison of an Amide and Amine Salt as Friction Modifiers for a Magnetic Thin Film Medium", TRIBOLOGY TRANS., vol. 37, no. 1, January 1994 (1994-01-01), pages 99 - 105
YOSHIZAWA, M.; XU, W.; ANGELL, C. A.: "Ionic Liquids by Proton Transfer: Vapor pressure, Conductivity, and the Relevance of ApKa from Aqueous Solutions", J. AM. CHEM. SOC., vol. 125, 2003, pages 15411 - 15419, XP055269609, DOI: doi:10.1021/ja035783d
STOIMENOVSKI, J.; IZGORODINA, E. I.; MACFALANE, D. R.: "Ionicity and proton transfer in protic ionic liquids", PHYS. CHEM. CHEM. PHYS., vol. 12, 2010, pages 10341
LUO, H.; BAKER, G. A.; LEE, J. S.; PAGNI, R.M.; DAI, S.: "Ultrastable Superbase-Derived Protic Ionic Liquids", J. PHYS. CHEM. B, vol. 113, 2009, pages 4181 - 4183, XP055269608, DOI: doi:10.1021/jp901312d
MIRAN, M.S.; KINOSHITA, H.; YASUDA, T.; SUSAN, M.A.B.H.; WATANABE, M.: "Physicochemical Properties Determined by ApKa for Protic Ionic Liquids Based on an Organic Super-strong Base with Various Bronsted Acids", PHYS. CHEM. CHEM. PHYS., vol. 14, 2012, pages 5178 - 5186
J. ORG. CHEM., vol. 76, 2011, pages 391 - 395
J. CHEM. RES., SYNOP., 1994, pages 212 - 213
J. ORG. CHEM., vol. 63, 1998, pages 7868
J. ORG. CHEM., vol. 62, 1997, pages 8479
J. ORG. CHEM., vol. 70, 2005, pages 1019
AGNES KUTT; TOOMAS RODIMA; JAAN SAAME; ELIN RAAMAT; VAHUR MAEMETS; IVARI KALJURAND; ILMAR A. KOPPEL; ROMUTE YU. GARLYAUSKAYTE; YUR: "Equilibrium Acidities of Superacids", J. ORG. CHEM., vol. 76, 2011, pages 391 - 395, XP055235130, DOI: doi:10.1021/jo101409p
IVARI KALJURAND; AGNES KUETT; LILLI SOOVAELI; TOOMAS RODIMA; VAHUR MAEEMETS; IVO LEITO; ILMAR A. KOPPEL: "Extension of the Self-Consistent Spectrophotometric Basicity Scale in Acetonitrile to a Full Span of 28 pKa Units: Unification of Different Basicity Scales", J. ORG. CHEM., vol. 70, 2005, pages 1019 - 1028
CHEM. EUR. J., vol. 18, 2012, pages 3621
N. MATSUMURA; H. NISHIGUCHI; M. OKADA; S. YONEDA, J. HETEROCYCLIC CHEM., vol. 23, no. 3, 1986, pages 885 - 887
TRIBOLOGY TRANS, vol. 37, no. 1, January 1994 (1994-01-01), pages 99 - 105
FANG HUANG; HUIMIN LUO; CHENGDU LIANG; I-WEN SUN; GARY A. BAKER; SHENG DAI: "Hydrophobic Bronsted Acid-Base Ionic Liquids Based on PAMAM Dendrimers with High Proton Conductivity and Blue Photoluminescence", J. AM. CHEM. SOC., vol. 127, 2005, pages 12784 - 12785
NOBORU MATSUMURA; HIROSHI NISHIGUCHI; MASAO OKADA; SHIGEO YONEDA: "Preparation and Characterization of 6-Substituted 1,8-diazabicyclo[5.4.0]undec-7-ene", J. HETEROCYCLIC CHEMISTRY, vol. 23, no. 3, 1986, pages 885 - 887
ROGER W. ALDER; RODNEY W. MOWLAM; DAVID J. VACHON; GRAY R. WEISMAN: "New Synthetic Routes to Macrocyclic Triamines", J. CHEM. SOS. CHEM. COMMUN., 1992, pages 507 - 508
H. LUO ET AL.: "Ultrastable Superbase-Derived Protic Ionic Liquids", THE JOURNAL OF PHYSICAL CHEMISTRY B, vol. 113, no. 13, 27 February 2009 (2009-02-27), pages 4181 - 4183, XP055269608
M. YOSHIZAWA ET AL.: "Ionic Liquids by Proton Transfer: Vapor Pressure, Conductivity, and the Relevance of ApKa from Aqueous Solutions", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 125, 21 November 2003 (2003-11-21), pages 15411 - 15419, XP055269609
KOHLER, F.; ATROPS, H.; KALALL, H.; LIEBERMANN, E.; WILHELM, E.; RATKOVICS, F.; SALAMON, T.: "Molecular Interactions in Mixtures of Carboxylic acids with amines. 1. Melting Curves and Viscosities", J. PHYS. CHEM, vol. 85, no. 17, August 1981 (1981-08-01), pages 2520 - 2524
KOHLER, F.; GOPAL, R.; GOETZE, G.; ATROPS, H.; DEMIRIZ, M.A.; LIEBERMANN, E.; WILHELM, E.; RATKOVICS, F.; PALAGYL, B.: "Molecular Interactions in Mixtures of Carboxylic acids with amines. 2. Volumetric, Conductimetric, and NMR Properties", J. PHYS. CHEM., vol. 85, no. 17, pages 2524 - 2529
KONDO, H.; SETO, J.; HAGA. S.; OZAWA, K.: "Novel Lubricants for Magnetic Thin Film Media", vol. 13, 1989, MAGNETIC SOC. JAPAN, pages: 213 - 218
KONDO, H.; SEKI, A.; WATANABE, H.; SETO, J.: "Frictional Properties of Novel Lubricants for Magnetic Thin Film Media", IEEE TRANS. MAGN, vol. 26, no. 5, September 1990 (1990-09-01), pages 2691 - 2693
KONDO, H.; SEKI, A.; KITA, A.: "Comparison of an Amide and Amine Salt as Friction Modifiers for a Magnetic Thin Film Medium", TRIBOLOGY TRANS., vol. 37, no. 1, January 1994 (1994-01-01), pages 99 - 105
YOSHIZAWA, M.; XU, W.; ANGELL, C. A.: "Ionic Liquids by Proton Transfer: Vapor pressure, Conductivity, and the Relevance of ApKa from Aqueous Solutions", J. AM. CHEM. SOC., vol. 125, 2003, pages 15411 - 15419, XP055269609, DOI: doi:10.1021/ja035783d
STOIMENOVSKI, J.; IZGORODINA, E. I.; MACFALANE, D. R.: "Ionicity and proton transfer in protic ionic liquids", PHYS. CHEM. CHEM. PHYS., vol. 12, 2010, pages 10341
LUO, H.; BAKER, G. A.; LEE, J. S.; PAGNI, R.M.; DAI, S.: "Ultrastable Superbase-Derived Protic Ionic Liquids", J. PHYS. CHEM. B, vol. 113, 2009, pages 4181 - 4183, XP055269608, DOI: doi:10.1021/jp901312d
MIRAN, M.S.; KINOSHITA, H.; YASUDA, T.; SUSAN, M.A.B.H.; WATANABE, M.: "Physicochemical Properties Determined by ApKa for Protic Ionic Liquids Based on an Organic Super-strong Base with Various Bronsted Acids", PHYS. CHEM. CHEM. PHYS., vol. 14, 2012, pages 5178 - 5186
J. ORG. CHEM., vol. 76, 2011, pages 391 - 395
J. CHEM. RES., SYNOP., 1994, pages 212 - 213
J. ORG. CHEM., vol. 63, 1998, pages 7868
J. ORG. CHEM., vol. 62, 1997, pages 8479
J. ORG. CHEM., vol. 70, 2005, pages 1019
AGNES KUTT; TOOMAS RODIMA; JAAN SAAME; ELIN RAAMAT; VAHUR MAEMETS; IVARI KALJURAND; ILMAR A. KOPPEL; ROMUTE YU. GARLYAUSKAYTE; YUR: "Equilibrium Acidities of Superacids", J. ORG. CHEM., vol. 76, 2011, pages 391 - 395, XP055235130, DOI: doi:10.1021/jo101409p
IVARI KALJURAND; AGNES KUETT; LILLI SOOVAELI; TOOMAS RODIMA; VAHUR MAEEMETS; IVO LEITO; ILMAR A. KOPPEL: "Extension of the Self-Consistent Spectrophotometric Basicity Scale in Acetonitrile to a Full Span of 28 pKa Units: Unification of Different Basicity Scales", J. ORG. CHEM., vol. 70, 2005, pages 1019 - 1028
CHEM. EUR. J., vol. 18, 2012, pages 3621
N. MATSUMURA; H. NISHIGUCHI; M. OKADA; S. YONEDA, J. HETEROCYCLIC CHEM., vol. 23, no. 3, 1986, pages 885 - 887
TRIBOLOGY TRANS, vol. 37, no. 1, January 1994 (1994-01-01), pages 99 - 105
FANG HUANG; HUIMIN LUO; CHENGDU LIANG; I-WEN SUN; GARY A. BAKER; SHENG DAI: "Hydrophobic Bronsted Acid-Base Ionic Liquids Based on PAMAM Dendrimers with High Proton Conductivity and Blue Photoluminescence", J. AM. CHEM. SOC., vol. 127, 2005, pages 12784 - 12785
NOBORU MATSUMURA; HIROSHI NISHIGUCHI; MASAO OKADA; SHIGEO YONEDA: "Preparation and Characterization of 6-Substituted 1,8-diazabicyclo[5.4.0]undec-7-ene", J. HETEROCYCLIC CHEMISTRY, vol. 23, no. 3, 1986, pages 885 - 887
ROGER W. ALDER; RODNEY W. MOWLAM; DAVID J. VACHON; GRAY R. WEISMAN: "New Synthetic Routes to Macrocyclic Triamines", J. CHEM. SOS. CHEM. COMMUN., 1992, pages 507 - 508
Attorney, Agent or Firm:
HIROTA, Koichi et al. (JP)
Koichi Hirota (JP)
Koichi Hirota (JP)
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