GB951939A - Mixed esters of 1,1,1-trimethylolethane and lubricant compositions containing them - Google Patents
Mixed esters of 1,1,1-trimethylolethane and lubricant compositions containing themInfo
- Publication number
- GB951939A GB951939A GB8771/60A GB877160A GB951939A GB 951939 A GB951939 A GB 951939A GB 8771/60 A GB8771/60 A GB 8771/60A GB 877160 A GB877160 A GB 877160A GB 951939 A GB951939 A GB 951939A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acids
- esters
- mono
- triol
- esterified
- 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.)
- Expired
Links
- 150000002148 esters Chemical class 0.000 title abstract 10
- 239000000203 mixture Substances 0.000 title abstract 5
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 title abstract 3
- 239000000314 lubricant Substances 0.000 title 1
- 239000002253 acid Substances 0.000 abstract 12
- 150000007513 acids Chemical class 0.000 abstract 8
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 abstract 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 4
- MNWFXJYAOYHMED-UHFFFAOYSA-N heptanoic acid Chemical compound CCCCCCC(O)=O MNWFXJYAOYHMED-UHFFFAOYSA-N 0.000 abstract 2
- 230000001050 lubricating effect Effects 0.000 abstract 2
- FBUKVWPVBMHYJY-UHFFFAOYSA-M nonanoate Chemical compound CCCCCCCCC([O-])=O FBUKVWPVBMHYJY-UHFFFAOYSA-M 0.000 abstract 2
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 abstract 1
- AHMQVBGVAPQRBS-UHFFFAOYSA-N 2-(hydroxymethyl)-2-methylpropane-1,3-diol nonanoic acid pentanoic acid Chemical compound C(CCCCCCCC)(=O)O.C(CCCC)(=O)O.C(CCCC)(=O)O.C(O)C(C)(CO)CO AHMQVBGVAPQRBS-UHFFFAOYSA-N 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- 239000003963 antioxidant agent Substances 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 239000002480 mineral oil Substances 0.000 abstract 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical compound CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 abstract 1
- 229950000688 phenothiazine Drugs 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 239000000344 soap Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Classifications
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- 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
- C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
- C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
- C10M105/32—Esters
- C10M105/38—Esters of polyhydroxy compounds
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
- C07C69/22—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen having three or more carbon atoms in the acid moiety
- C07C69/30—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen having three or more carbon atoms in the acid moiety esterified with trihydroxylic compounds
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- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
- C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
- C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M133/12—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to a carbon atom of a six-membered aromatic ring
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- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
- C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
- C10M133/38—Heterocyclic nitrogen compounds
- C10M133/40—Six-membered ring containing nitrogen and carbon only
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- C10M135/36—Heterocyclic sulfur, selenium or tellurium compounds the ring containing sulfur and carbon with nitrogen or oxygen
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- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- C10M169/04—Mixtures of base-materials and additives
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- C10M3/00—Liquid compositions essentially based on lubricating components other than mineral lubricating oils or fatty oils and their use as lubricants; Use as lubricants of single liquid substances
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- C10M2215/064—Di- and triaryl amines
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- C10M2215/064—Di- and triaryl amines
- C10M2215/065—Phenyl-Naphthyl amines
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- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/30—Refrigerators lubricants or compressors lubricants
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- 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
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/32—Wires, ropes or cables lubricants
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- 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
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/34—Lubricating-sealants
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- 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
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/36—Release agents or mold release agents
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- 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
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/38—Conveyors or chain belts
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- 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
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/40—Generators or electric motors in oil or gas winning field
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- 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
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/42—Flashing oils or marking oils
-
- 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
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/44—Super vacuum or supercritical use
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- 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
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/50—Medical uses
-
- 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
- C10N2050/10—Form in which the lubricant is applied to the material being lubricated semi-solid; greasy
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Lubricants (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises a mixed ester of 1,1,1-trimethylol ethane in which two hydroxy groups are esterified with the same or two different straight chain C4-6 alkanoic acids and the other hydroxyl group is esterified with a straight chain C7-10 alkanoic acid, the ester having a molecular weight of from 390 to 460. The invention also comprises the product obtainable by esterifying the triol with a mixture of about 2 equivalents of one or more of the C4-6 acids and about 1 equivalent of one or more of the C7-10 acids, the product having a molecular weight of from 390 to 460. The esters may be made by mixing the triol with the acids and then heating until reaction is complete or reacting the triol with one acid and then reacting the partial ester formed with the other acid or acids. Solvents and a catalyst or active carbon may be present. The preparation is described of the trimethylol ethane divalerate mono pelargonate, dibutyrate mono pelargonate, divalerate mono heptanoate, divalerate mono caprylate, dicaproate mono heptanoate and dicaproate mono pelargonate. The compounds may be used in lubricating compositions (see Division C5). Specification 715,933 is referred to.ALSO:Lubricating compositions comprise a major proportion by weight of one or more esters of 1,1,1-trimethylol ethane in which two hydroxy groups are esterified with the same or two different straight chain C4- 6 alkanoic acids and one hydroxy group is esterified with a straight chain C7- 10 alkanoic acid, the esters having a molecular weight of from 390 to 460. The esters may be in the form obtained by reacting the triol with a mixture of about two equivalents of one or more of the C4- 6 alkanoic acids and about one equivalent of the C7- 10 alkanoic acids, the product having a molecular weight of from 390 to 460. The esters may be blended with other polyhydric esters, mineral oils or grease-making soaps and antioxidants, e.g. phenothiazine, phenyl a -naphthylamine or 2,21-dipyridylamine. Specification 715,933 is referred to.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US79883859A | 1959-03-12 | 1959-03-12 | |
| US80859159A | 1959-04-24 | 1959-04-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB951939A true GB951939A (en) | 1964-03-11 |
Family
ID=27122040
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB8771/60A Expired GB951939A (en) | 1959-03-12 | 1960-03-11 | Mixed esters of 1,1,1-trimethylolethane and lubricant compositions containing them |
| GB8769/60A Expired GB951937A (en) | 1959-03-12 | 1960-03-11 | Improvements in or relating to synthetic lubricants |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB8769/60A Expired GB951937A (en) | 1959-03-12 | 1960-03-11 | Improvements in or relating to synthetic lubricants |
Country Status (2)
| Country | Link |
|---|---|
| DE (2) | DE1444851A1 (en) |
| GB (2) | GB951939A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4467119A (en) * | 1983-05-04 | 1984-08-21 | Ici Americas Inc. | Phenolic antioxidant |
| JP3042708B2 (en) | 1990-07-12 | 2000-05-22 | ヘンケル・コーポレイション | Lubrication of cooling heat transfer fluid |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1050335B (en) * | 1975-12-11 | 1981-03-10 | Snam Progetti | ORGANIC ESTERS TO BE USED IN LUBRICANT COMPOSITIONS |
| JPH07109477A (en) * | 1993-10-15 | 1995-04-25 | Oronaito Japan Kk | Common lubricating fluid for agricultural or construction machinery |
| US6278006B1 (en) | 1999-01-19 | 2001-08-21 | Cargill, Incorporated | Transesterified oils |
| WO2002022548A1 (en) * | 2000-09-11 | 2002-03-21 | Nof Corporation | Process for producing ester |
-
1960
- 1960-03-11 GB GB8771/60A patent/GB951939A/en not_active Expired
- 1960-03-11 GB GB8769/60A patent/GB951937A/en not_active Expired
- 1960-03-11 DE DE19601444851 patent/DE1444851A1/en active Pending
- 1960-03-11 DE DE19601444852 patent/DE1444852A1/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4467119A (en) * | 1983-05-04 | 1984-08-21 | Ici Americas Inc. | Phenolic antioxidant |
| JP3042708B2 (en) | 1990-07-12 | 2000-05-22 | ヘンケル・コーポレイション | Lubrication of cooling heat transfer fluid |
| JP3183657B2 (en) | 1990-07-12 | 2001-07-09 | ヘンケル・コーポレーション | Cooling working fluid and method of using the same |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1444852A1 (en) | 1968-11-07 |
| DE1444851A1 (en) | 1968-11-07 |
| GB951937A (en) | 1964-03-11 |
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