Title:
METHOD FOR PRODUCING DIALKYL POLYSULFIDE, DIALKYL POLYSULFIDE, EXTREME-PRESSURE ADDITIVE AND LUBRICATING FLUID COMPOSITION
Document Type and Number:
WIPO Patent Application WO/2015/046008
Kind Code:
A1
Abstract:
The purpose of the invention is to provide a production method capable of producing dialkyl polysulfide, which can be used suitably as an extreme-pressure additive that also makes metal surfaces resist corrosion, efficiently and an extreme-pressure additive and lubricating fluid composition containing dialkyl polysulfide obtained by this production method. Provided is a method for producing dialkyl polysulfide including: a first step for obtaining crude dialkyl polysulfide (A) by reacting an olefin compound (a) represented by general formula (1) R1R2C=CHR3 .... (1) (in the formula, R1 and R2 are each alkyl groups, R3 is a hydrogen atom or alkyl group, and the total number of carbon atoms in R1, R2, and R3 is 2-20.) with sulfur in the presence of hydrogen sulfide; and a second step for decreasing the number of sulfur atoms in the crude dialkyl polysulfide (A) by reacting the crude dialkyl polysulfide (A) and a sulfide of an alkali metal in a solvent containing an alcohol.
Inventors:
IBA TAKAFUMI (JP)
SAKATA HIROSHI (JP)
SAKATA HIROSHI (JP)
Application Number:
PCT/JP2014/074666
Publication Date:
April 02, 2015
Filing Date:
September 18, 2014
Export Citation:
Assignee:
DAINIPPON INK & CHEMICALS (JP)
International Classes:
C07C319/22; C07C321/14; C10M135/22; C10N30/06; C10N40/04; C10N40/08; C10N40/22; C10N40/24; C10N40/25
Foreign References:
| JP2001354644A | 2001-12-25 | |||
| JP2006063048A | 2006-03-09 | |||
| JPH1171343A | 1999-03-16 | |||
| JP2002193796A | 2002-07-10 | |||
| US2668103A | 1954-02-02 | |||
| US2614914A | 1952-10-21 | |||
| JP2005146094A | 2005-06-09 | |||
| JPH05125040A | 1993-05-21 | |||
| JP2000239250A | 2000-09-05 |
Other References:
ARISAWA, MIEKO ET AL.: "Oxidation/reduction interconversion of thiols and disulfides using hydrogen and oxygen catalyzed by a rhodium complex", TETRAHEDRON LETTERS, vol. 46, no. 36, 2005, pages 6097 - 6099, XP027862720
MUKAIYAMA, TERUAKI ET AL.: "A novel method for the synthesis of thiols from the corresponding olefins by using thiocarbonates and Ti(IV) halides", CHEMISTRY LETTERS, 2001, pages 638 - 639, XP055320768
RICE, WILLIAM G. ET AL.: "Evaluation of Selected Chemotypes in Coupled Cellular and Molecular Target-Based Screens Identifies Novel HIV-1 Zinc Finger Inhibitors", JOURNAL OF MEDICINAL CHEMISTRY, vol. 39, no. 19, 1996, pages 3606 - 3616, XP002179681
SATO, RYU ET AL.: "Novel formations of unsymmetrical 1,2,5-benzotrithiepins from olefins and benzopentathiepin in the presence of Lewis acid. Benzopentathiepin as a novel 1,5-dipole synthon", CHEMISTRY LETTERS, 1989, pages 2111 - 2114, XP055320765
KIM, YONG HAE ET AL.: "New synthesis of alkyl polysulfides by treatment of thiols, disulfides and thionitrites with anhydrous copper(II) chloride", BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, vol. 52, no. 10, 1979, pages 3117 - 3118, XP055320773
HARTOUGH, H. D.: "Color reactions of thiophene derivatives and of other compounds with a ceric nitrate reagent", ANALYTICAL CHEMISTRY, vol. 23, 1951, pages 1128 - 1130, XP055320351
MUKAIYAMA, TERUAKI ET AL.: "A novel method for the synthesis of thiols from the corresponding olefins by using thiocarbonates and Ti(IV) halides", CHEMISTRY LETTERS, 2001, pages 638 - 639, XP055320768
RICE, WILLIAM G. ET AL.: "Evaluation of Selected Chemotypes in Coupled Cellular and Molecular Target-Based Screens Identifies Novel HIV-1 Zinc Finger Inhibitors", JOURNAL OF MEDICINAL CHEMISTRY, vol. 39, no. 19, 1996, pages 3606 - 3616, XP002179681
SATO, RYU ET AL.: "Novel formations of unsymmetrical 1,2,5-benzotrithiepins from olefins and benzopentathiepin in the presence of Lewis acid. Benzopentathiepin as a novel 1,5-dipole synthon", CHEMISTRY LETTERS, 1989, pages 2111 - 2114, XP055320765
KIM, YONG HAE ET AL.: "New synthesis of alkyl polysulfides by treatment of thiols, disulfides and thionitrites with anhydrous copper(II) chloride", BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, vol. 52, no. 10, 1979, pages 3117 - 3118, XP055320773
HARTOUGH, H. D.: "Color reactions of thiophene derivatives and of other compounds with a ceric nitrate reagent", ANALYTICAL CHEMISTRY, vol. 23, 1951, pages 1128 - 1130, XP055320351
Attorney, Agent or Firm:
KONO MICHIHIRO (JP)
Michihiro Kono (JP)
Michihiro Kono (JP)
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