EP1261683A1 - Multipurpose lubricant based on phosphorous and sulphur compounds - Google Patents
Multipurpose lubricant based on phosphorous and sulphur compoundsInfo
- Publication number
- EP1261683A1 EP1261683A1 EP01913929A EP01913929A EP1261683A1 EP 1261683 A1 EP1261683 A1 EP 1261683A1 EP 01913929 A EP01913929 A EP 01913929A EP 01913929 A EP01913929 A EP 01913929A EP 1261683 A1 EP1261683 A1 EP 1261683A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- radical
- carbon atoms
- compound
- equal
- lubricant
- 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.)
- Withdrawn
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M137/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
- C10M137/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
- C10M137/04—Phosphate esters
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M141/00—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential
- C10M141/10—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential at least one of them being an organic phosphorus-containing compound
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/12—Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2050/00—Form in which the lubricant is applied to the material being lubricated
- C10N2050/01—Emulsions, colloids, or micelles
Definitions
- the present invention relates to the field of lubricants and, more particularly, that of additives which can be used in formulations of industrial lubricants for gearboxes, gears, bearings, compressors, turbines, hydraulic fluids, etc. or in formulations of lubricants for working or shaping metals.
- Lubricant additives are generally classified into three main families.
- Limiting additives or lubricants which are generally compounds comprising a fatty chain and a polar group (for example, fatty acids), allow lubrication under conditions of low loads; they form a monomolecular mat on the surface to be lubricated and thus reduce friction and wear. When the friction conditions become more severe. the rise in temperature leads to a desorption of these so-called limit or unctuous additives and anti-wear (AU) or extreme pressure (EP) additives are then necessary to lubricate the contact.
- AU and EP additives are generally compounds containing phosphorus, chlorine or sulfur.
- AU additives make it possible to greatly reduce the wear of the parts in contact; EP additives can cause some wear, but they prevent welding and adhesion phenomena.
- An effective lubricant formulation must include additives which make it possible to lubricate in the three regimes: limit, AU and EP; this is called a multifunctional lubricant.
- chlorinated paraffins were widely used because of their AU and EP spectrum, but their use tends to be very reduced for reasons of toxicity.
- Sulfur compounds such as, for example, polysulfides, sulfurized olefins or sulfurized fatty substances, have been used for a long time for their EP capacity; they make it possible to lubricate under conditions of high load and / or high temperatures.
- the use of sulfur compounds alone provides good EP properties, but the wear generated is too great.
- many sulfur derivatives are not suitable for the lubrication of yellow metals (copper, copper alloys, etc.) because of their corrosive action.
- phosphorus derivatives are well known. They are generally phosphites or phosphoric esters (either triesters obtained by reaction of an alcohol on PCI 3 , or mixtures of mono and diesters obtained by reaction of an alcohol on P 2 O 5 ).
- phosphites or phosphoric esters either triesters obtained by reaction of an alcohol on PCI 3 , or mixtures of mono and diesters obtained by reaction of an alcohol on P 2 O 5 .
- the use alone of phosphorous compounds leads to a strong reduction of wear, but it does not allow to reach regimes where the friction conditions are very severe.
- a subject of the present invention is therefore a multifunctional lubricant comprising at least one phosphorus compound (A) and at least one sulfur compound (B), characterized in that compound A is a phosphoric ester of general formula:
- compound B is a polysulfide of general formula:
- y is a number ranging from 2 to 8 and R 1 represents a tertioalkyl radical having from 4 to 18 carbon atoms, the mass ratio A / B being between 0.01 / 1 and 1/1, preferably between 0.05 / 1 and 0.4 / 1.
- the invention also relates to an additive for multifunctional lubricants consisting of the mixture of at least one phosphoric ester (A) as defined above or a salt of such an ester and at least one polysulfide (B) as defined above, in an A / B mass ratio of between 0.01 / 1 and 1/1, preferably between 0.05 / 1 and 0.4 / 1.
- phosphoric esters (A) those in which k is equal to 2, m is between 2 and 6 and R is a radical containing from 12 to 18 carbon atoms, more particularly the lauryl, stearyl, oleyl or linoleyl.
- the phosphoric esters (A) which are most often mixtures of mono- and di-esters in proportions ranging from 10/90 to 90/10, can be used in the acid form or in the form of alkali, ammonium or alkanolamines.
- polysulfides (B) those in which the number is between 3 and 5 and the radical R ′ contains from 4 to 12 carbon atoms are preferred. More particularly preferred are di-tertiobutyl trisulfide, di-tertononyl pentasulfide, di-tertiododecyl trisulfide and di-tertiododecyl pentasulfide.
- the additive according to the invention can be prepared by simple mixing of the compounds (A) and (B) which are generally liquid at room temperature. In some cases, the operation can be facilitated by heating.
- the multifunctional lubricants according to the invention can be obtained by incorporating the additive according to the invention in whole oils or in soluble oils (emulsions and microemulsions), in a proportion of 1 to 100 parts of additive (preferably 2 to 50 and more particularly 5 to 20) per 100 parts of oil.
- the oils can be mineral, synthetic or of animal or vegetable origin and contain additives conventionally used in lubricants such as, for example, lubricants, corrosion inhibitors, emulsifiers, alkaline agents, etc.
- the phosphoric esters which are marketed by the applicant consist mainly of mono-esters
- the polysulphides TPS 20, TPS 32, TPS 37 and TPS 44 are marketed by the company ATOFINA
- Test 4 extreme pressure balls (ASTM D-2783):
- Test 4 wear balls (ASTM D-4172):
- the ball-disc test consists in rotating a disc at constant speed under a ball on which a constant load is applied.
- the disc and the ball are immersed in the lubricant
- a force sensor measures the coefficient of friction of the lubricated ball-disc contact.
- the test consists of immersing a polished copper plate in a test tube containing 30 ml of formulation for 24 h at 60 ° C. At the end of the test time, the plate is properly washed and compared with corroded reference slides (the classification ranging from 1 a for the least corroded to 4c for the most corroded).
- Table 2 summarizes 27 additive compositions prepared from the products in Table 1.
- compositions 6 to 15 and 17 are in accordance with the present invention
- the others do not contain a phosphorus compound (compositions 1 to 4) or no sulfur compound (compositions 5, 16, 18, 20, 22 and 24) or contain a phosphorus compound derived from a non-linear alcohol (compositions 19, 21, 23 and 25 to 27).
- compositions of Table 2 were diluted in a 100 neutral Neutral paraffin oil and the performance of the formulations thus obtained are collated in Table 3 below where the percentage of dilution indicates the proportion of additive composition in the formulation.
- Examples 31 to 33 correspond to the phosphorus compounds alone dispersed in water.
- Examples 34 to 37 are in accordance with the invention.
- Examples 38 and 39 are not in accordance with the invention.
- the additive composition 1, 2, 5 or 7 from Table 2 was then added and heated to 50 ° C. for homogenization.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
Abstract
Description
Claims
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR0003025 | 2000-03-09 | ||
FR0003025A FR2806094A1 (en) | 2000-03-09 | 2000-03-09 | Multipurpose lubricant compounds containing phosphorous and sulfur compounds, useful in industrial lubricating formulations for lubrication of machinery and as metal working lubricants |
PCT/FR2001/000651 WO2001066677A1 (en) | 2000-03-09 | 2001-03-06 | Multipurpose lubricant based on phosphorous and sulphur compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
EP1261683A1 true EP1261683A1 (en) | 2002-12-04 |
Family
ID=8847903
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP01913929A Withdrawn EP1261683A1 (en) | 2000-03-09 | 2001-03-06 | Multipurpose lubricant based on phosphorous and sulphur compounds |
Country Status (9)
Country | Link |
---|---|
US (1) | US20030176299A1 (en) |
EP (1) | EP1261683A1 (en) |
JP (1) | JP2003526002A (en) |
KR (1) | KR20020092976A (en) |
AU (1) | AU2001239338A1 (en) |
BR (1) | BR0109122A (en) |
CA (1) | CA2403009A1 (en) |
FR (1) | FR2806094A1 (en) |
WO (1) | WO2001066677A1 (en) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20040214729A1 (en) | 2003-04-25 | 2004-10-28 | Buitrago Juan A. | Gear oil composition having improved copper corrosion properties |
US7648948B2 (en) | 2005-04-08 | 2010-01-19 | Exxonmobil Chemical Patents Inc. | Additive system for lubricants |
CA2604879A1 (en) * | 2005-04-22 | 2006-11-02 | Exxonmobil Chemical Patents Inc. | Improved corrosion protection for lubricants |
US7803332B2 (en) | 2005-05-31 | 2010-09-28 | Exxonmobil Chemical Patents Inc. | Reactor temperature control |
JP6223312B2 (en) * | 2014-10-07 | 2017-11-01 | Jxtgエネルギー株式会社 | Lubricating oil composition |
JP6796439B2 (en) * | 2016-09-20 | 2020-12-09 | Eneos株式会社 | Lubricating oil composition and working fluid composition for refrigerators |
EP4263767A1 (en) * | 2020-12-15 | 2023-10-25 | Totalenergies Onetech | Use of an alcohol ethoxylated phosphate ester compound in a lubricating composition to prevent corrosion and/ or tribocorrosion of metallic parts in an engine |
FR3142197A1 (en) * | 2022-11-23 | 2024-05-24 | Totalenergies Onetech | Lubricating composition for automobile transmission. |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1365943A (en) * | 1970-09-16 | 1974-09-04 | Gaf Corp | Metalworking additive and composition and process for making the same |
US4210544A (en) * | 1976-08-18 | 1980-07-01 | Texaco Inc. | Dual purpose cutting oil composition |
GB8929096D0 (en) * | 1989-12-22 | 1990-02-28 | Ethyl Petroleum Additives Ltd | Metal free lubricants |
TW291495B (en) * | 1994-08-03 | 1996-11-21 | Lubrizol Corp | |
US5763372A (en) * | 1996-12-13 | 1998-06-09 | Ethyl Corporation | Clean gear boron-free gear additive and method for producing same |
US6136759A (en) * | 1998-01-29 | 2000-10-24 | Idemitsu Kosan Co., Ltd. | Additive composition |
JP4774151B2 (en) * | 1998-10-19 | 2011-09-14 | ザ ルブリゾル コーポレイション | Lubricating composition having improved thermal stability and slip performance |
-
2000
- 2000-03-09 FR FR0003025A patent/FR2806094A1/en active Pending
-
2001
- 2001-03-06 AU AU2001239338A patent/AU2001239338A1/en not_active Abandoned
- 2001-03-06 US US10/221,032 patent/US20030176299A1/en not_active Abandoned
- 2001-03-06 WO PCT/FR2001/000651 patent/WO2001066677A1/en not_active Application Discontinuation
- 2001-03-06 BR BR0109122-0A patent/BR0109122A/en not_active IP Right Cessation
- 2001-03-06 JP JP2001565835A patent/JP2003526002A/en not_active Withdrawn
- 2001-03-06 EP EP01913929A patent/EP1261683A1/en not_active Withdrawn
- 2001-03-06 CA CA002403009A patent/CA2403009A1/en not_active Abandoned
- 2001-03-06 KR KR1020027011697A patent/KR20020092976A/en not_active Application Discontinuation
Non-Patent Citations (1)
Title |
---|
See references of WO0166677A1 * |
Also Published As
Publication number | Publication date |
---|---|
FR2806094A1 (en) | 2001-09-14 |
BR0109122A (en) | 2002-11-26 |
KR20020092976A (en) | 2002-12-12 |
WO2001066677A1 (en) | 2001-09-13 |
JP2003526002A (en) | 2003-09-02 |
AU2001239338A1 (en) | 2001-09-17 |
CA2403009A1 (en) | 2001-09-13 |
US20030176299A1 (en) | 2003-09-18 |
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Legal Events
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RAP1 | Party data changed (applicant data changed or rights of an application transferred) |
Owner name: CECA S.A. Owner name: ARKEMA |
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STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN |
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18D | Application deemed to be withdrawn |
Effective date: 20040710 |