DE2432680B2 - Mischester oder Estergemische von mehrwertigen Alkoholen mit Monocarbonsäuren - Google Patents
Mischester oder Estergemische von mehrwertigen Alkoholen mit MonocarbonsäurenInfo
- Publication number
- DE2432680B2 DE2432680B2 DE2432680A DE2432680A DE2432680B2 DE 2432680 B2 DE2432680 B2 DE 2432680B2 DE 2432680 A DE2432680 A DE 2432680A DE 2432680 A DE2432680 A DE 2432680A DE 2432680 B2 DE2432680 B2 DE 2432680B2
- Authority
- DE
- Germany
- Prior art keywords
- mol
- acids
- synthetic
- acid
- monocarboxylic acids
- 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- Withdrawn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
- 239000000203 mixture Substances 0.000 title claims description 18
- 150000002148 esters Chemical class 0.000 title claims description 16
- 150000002763 monocarboxylic acids Chemical class 0.000 title claims description 7
- 150000005846 sugar alcohols Polymers 0.000 title claims 3
- 239000002253 acid Substances 0.000 claims description 15
- 239000003921 oil Substances 0.000 claims description 8
- 150000007513 acids Chemical class 0.000 claims description 7
- MNWFXJYAOYHMED-UHFFFAOYSA-N heptanoic acid Chemical compound CCCCCCC(O)=O MNWFXJYAOYHMED-UHFFFAOYSA-N 0.000 claims description 7
- 230000032050 esterification Effects 0.000 claims description 6
- 238000005886 esterification reaction Methods 0.000 claims description 6
- 239000002480 mineral oil Substances 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 235000010446 mineral oil Nutrition 0.000 claims description 3
- 239000010707 multi-grade lubricating oil Substances 0.000 claims description 3
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical group CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 3
- 235000011187 glycerol Nutrition 0.000 claims description 2
- LBUSGXDHOHEPQQ-UHFFFAOYSA-N propane-1,1,1-triol Chemical class CCC(O)(O)O LBUSGXDHOHEPQQ-UHFFFAOYSA-N 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 3
- 235000019463 artificial additive Nutrition 0.000 claims 2
- ULWHHBHJGPPBCO-UHFFFAOYSA-N propane-1,1-diol Chemical class CCC(O)O ULWHHBHJGPPBCO-UHFFFAOYSA-N 0.000 claims 2
- 150000001298 alcohols Chemical class 0.000 claims 1
- 230000007812 deficiency Effects 0.000 claims 1
- 230000002349 favourable effect Effects 0.000 claims 1
- 239000010687 lubricating oil Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000010689 synthetic lubricating oil Substances 0.000 claims 1
- 239000000047 product Substances 0.000 description 14
- 238000006243 chemical reaction Methods 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- 239000003054 catalyst Substances 0.000 description 7
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 6
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 5
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- WWZKQHOCKIZLMA-UHFFFAOYSA-N Caprylic acid Natural products CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 3
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 3
- 235000021314 Palmitic acid Nutrition 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- AWQSAIIDOMEEOD-UHFFFAOYSA-N 5,5-Dimethyl-4-(3-oxobutyl)dihydro-2(3H)-furanone Chemical compound CC(=O)CCC1CC(=O)OC1(C)C AWQSAIIDOMEEOD-UHFFFAOYSA-N 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 150000003077 polyols Chemical class 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 239000005639 Lauric acid Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 1
- GONOPSZTUGRENK-UHFFFAOYSA-N benzyl(trichloro)silane Chemical compound Cl[Si](Cl)(Cl)CC1=CC=CC=C1 GONOPSZTUGRENK-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000002075 main ingredient Substances 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N n-hexanoic acid Natural products CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
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
- C10M1/00—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
- C10M1/08—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B24/00—Use of organic materials as active ingredients for mortars, concrete or artificial stone, e.g. plasticisers
- C04B24/005—Halogen-containing compounds
-
- 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/281—Esters of (cyclo)aliphatic monocarboxylic acids
-
- 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
-
- 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/283—Esters of polyhydroxy compounds
-
- 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/286—Esters of polymerised unsaturated acids
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Ceramic Engineering (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Materials Engineering (AREA)
- Structural Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Lubricants (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyesters Or Polycarbonates (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT26335/73A IT991051B (it) | 1973-07-09 | 1973-07-09 | Esteri organici per composizioni lubrificanti |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2432680A1 DE2432680A1 (de) | 1975-01-30 |
| DE2432680B2 true DE2432680B2 (de) | 1979-08-30 |
Family
ID=11219254
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2432680A Withdrawn DE2432680B2 (de) | 1973-07-09 | 1974-07-08 | Mischester oder Estergemische von mehrwertigen Alkoholen mit Monocarbonsäuren |
Country Status (22)
| Country | Link |
|---|---|
| US (1) | US4243540A (forum.php) |
| JP (1) | JPS544468B2 (forum.php) |
| BE (1) | BE817289A (forum.php) |
| CA (1) | CA1053696A (forum.php) |
| CH (1) | CH605580A5 (forum.php) |
| CS (1) | CS194707B2 (forum.php) |
| DD (2) | DD113523A5 (forum.php) |
| DE (1) | DE2432680B2 (forum.php) |
| DK (1) | DK147393C (forum.php) |
| FR (1) | FR2236835B1 (forum.php) |
| GB (1) | GB1467313A (forum.php) |
| HU (1) | HU170332B (forum.php) |
| IT (1) | IT991051B (forum.php) |
| LU (1) | LU70475A1 (forum.php) |
| NL (1) | NL162061C (forum.php) |
| NO (1) | NO144702C (forum.php) |
| PL (1) | PL93625B1 (forum.php) |
| RO (1) | RO73528A (forum.php) |
| SE (1) | SE407586B (forum.php) |
| SU (1) | SU596160A3 (forum.php) |
| YU (1) | YU36145B (forum.php) |
| ZA (1) | ZA743996B (forum.php) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5215228A (en) * | 1975-07-28 | 1977-02-04 | Nec Corp | Data making unit |
| IT1050335B (it) * | 1975-12-11 | 1981-03-10 | Snam Progetti | Esteri organici da impiegare in composizioni lubrificanti |
| NL8102759A (nl) * | 1981-06-09 | 1983-01-03 | Unilever Nv | Estersmeermiddelen. |
| US4477383A (en) * | 1982-05-05 | 1984-10-16 | National Distillers And Chemical Corporation | Di- and tripentaerythritol esters of isostearic acid |
| ATE184310T1 (de) * | 1992-06-03 | 1999-09-15 | Henkel Corp | Polyol/ester-gemisch als schmiermittel für wärmeträgerflüssigkeiten in kälteanlagen |
| JPH08503975A (ja) | 1992-06-03 | 1996-04-30 | ヘンケル・コーポレイション | 冷媒の熱媒液用ポリオールエステル潤滑剤 |
| CA2137263C (en) * | 1992-06-03 | 2003-10-14 | Nicholas E. Schnur | Polyol ester lubricants for refrigerating compressors operating at high temperature |
| US5976399A (en) | 1992-06-03 | 1999-11-02 | Henkel Corporation | Blended polyol ester lubricants for refrigerant heat transfer fluids |
| US6183662B1 (en) | 1992-06-03 | 2001-02-06 | Henkel Corporation | Polyol ester lubricants, especially those compatible with mineral oils, for refrigerating compressors operating at high temperatures |
| ATE248212T1 (de) * | 1994-05-23 | 2003-09-15 | Cognis Corp | Erhöhung des spezifischen elektrischen widerstandes von esterschmiermitteln |
| US6278006B1 (en) * | 1999-01-19 | 2001-08-21 | Cargill, Incorporated | Transesterified oils |
| US20010019120A1 (en) | 1999-06-09 | 2001-09-06 | Nicolas E. Schnur | Method of improving performance of refrigerant systems |
| JP3797144B2 (ja) | 2001-06-25 | 2006-07-12 | 株式会社村田製作所 | 弾性表面波装置 |
| US9187682B2 (en) | 2011-06-24 | 2015-11-17 | Emerson Climate Technologies, Inc. | Refrigeration compressor lubricant |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2991297A (en) * | 1958-07-02 | 1961-07-04 | Celanese Corp | Process for preparing synthetic lubricants |
| US3223634A (en) * | 1963-05-28 | 1965-12-14 | Tenneco Chem | Lubricant compositions |
| DE1594413A1 (de) * | 1967-02-23 | 1970-05-06 | Erdoel Ag Hamburg Deutsche | Schmieroele |
| US3640858A (en) * | 1968-11-14 | 1972-02-08 | Texaco Inc | Dual purpose lubricating compositions |
| DE1964628A1 (de) * | 1968-12-24 | 1970-06-25 | Ethyl Corp | Organische Estergemische,Verfahren zu ihrer Herstellung und ihre Verwendung als Schmiermittel |
| FR2051665A1 (forum.php) * | 1969-07-10 | 1971-04-09 | Ethyl Corp | |
| US3670013A (en) * | 1969-10-16 | 1972-06-13 | Hercules Inc | Synthesis of partial esters of certain poly(neopentyl polyols) and aliphatic monocarboxylic acids |
-
1973
- 1973-07-09 IT IT26335/73A patent/IT991051B/it active
-
1974
- 1974-06-18 YU YU1710/74A patent/YU36145B/xx unknown
- 1974-06-21 ZA ZA00743996A patent/ZA743996B/xx unknown
- 1974-06-24 GB GB2799474A patent/GB1467313A/en not_active Expired
- 1974-07-03 FR FR7423174A patent/FR2236835B1/fr not_active Expired
- 1974-07-05 LU LU70475A patent/LU70475A1/xx unknown
- 1974-07-05 BE BE146248A patent/BE817289A/xx not_active IP Right Cessation
- 1974-07-08 SU SU742041301A patent/SU596160A3/ru active
- 1974-07-08 JP JP7744874A patent/JPS544468B2/ja not_active Expired
- 1974-07-08 CS CS744834A patent/CS194707B2/cs unknown
- 1974-07-08 PL PL1974172540A patent/PL93625B1/pl unknown
- 1974-07-08 NO NO742479A patent/NO144702C/no unknown
- 1974-07-08 DD DD179784A patent/DD113523A5/xx unknown
- 1974-07-08 DK DK365674A patent/DK147393C/da not_active IP Right Cessation
- 1974-07-08 CH CH931574A patent/CH605580A5/xx not_active IP Right Cessation
- 1974-07-08 DD DD187044A patent/DD120045A5/xx unknown
- 1974-07-08 DE DE2432680A patent/DE2432680B2/de not_active Withdrawn
- 1974-07-09 SE SE7409037A patent/SE407586B/xx not_active IP Right Cessation
- 1974-07-09 CA CA204,444A patent/CA1053696A/en not_active Expired
- 1974-07-09 RO RO7479444A patent/RO73528A/ro unknown
- 1974-07-09 HU HUSA2672A patent/HU170332B/hu unknown
- 1974-07-09 NL NL7409289.A patent/NL162061C/xx not_active IP Right Cessation
-
1979
- 1979-10-30 US US06/089,468 patent/US4243540A/en not_active Expired - Lifetime
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8239 | Disposal/non-payment of the annual fee |