GB837678A - Triaryl phosphate mixtures and the í¡í¡ - Google Patents
Triaryl phosphate mixtures and the í¡í¡Info
- Publication number
- GB837678A GB837678A GB33998/56A GB3399856A GB837678A GB 837678 A GB837678 A GB 837678A GB 33998/56 A GB33998/56 A GB 33998/56A GB 3399856 A GB3399856 A GB 3399856A GB 837678 A GB837678 A GB 837678A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phenol
- mixture
- triaryl phosphate
- mols
- cresylic acid
- 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
- 239000000203 mixture Substances 0.000 title abstract 13
- 229910019142 PO4 Inorganic materials 0.000 title abstract 8
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 title abstract 8
- 239000010452 phosphate Substances 0.000 title abstract 8
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 11
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 abstract 8
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 abstract 6
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 abstract 4
- 229910019213 POCl3 Inorganic materials 0.000 abstract 2
- -1 aliphatic monocarboxylic acid Chemical class 0.000 abstract 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 abstract 2
- 239000012530 fluid Substances 0.000 abstract 2
- 239000000314 lubricant Substances 0.000 abstract 2
- 150000003016 phosphoric acids Chemical class 0.000 abstract 2
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 abstract 2
- 239000004800 polyvinyl chloride Substances 0.000 abstract 2
- 229920000915 polyvinyl chloride Polymers 0.000 abstract 2
- 239000012815 thermoplastic material Substances 0.000 abstract 2
- AFINAILKDBCXMX-PBHICJAKSA-N (2s,3r)-2-amino-3-hydroxy-n-(4-octylphenyl)butanamide Chemical compound CCCCCCCCC1=CC=C(NC(=O)[C@@H](N)[C@@H](C)O)C=C1 AFINAILKDBCXMX-PBHICJAKSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- 239000001856 Ethyl cellulose Substances 0.000 abstract 1
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 abstract 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 229920003086 cellulose ether Polymers 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 229920001249 ethyl cellulose Polymers 0.000 abstract 1
- 235000019325 ethyl cellulose Nutrition 0.000 abstract 1
- 229910052749 magnesium Inorganic materials 0.000 abstract 1
- 239000011777 magnesium Substances 0.000 abstract 1
- 229910001507 metal halide Inorganic materials 0.000 abstract 1
- 150000005309 metal halides Chemical class 0.000 abstract 1
- 239000004014 plasticizer Substances 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/52—Phosphorus bound to oxygen only
- C08K5/521—Esters of phosphoric acids, e.g. of H3PO4
- C08K5/523—Esters of phosphoric acids, e.g. of H3PO4 with hydroxyaryl compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/12—Esters of phosphoric acids with hydroxyaryl 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
- 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
- C10M2223/04—Phosphate esters
- C10M2223/041—Triaryl phosphates
-
- 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
- C10N2040/08—Hydraulic fluids, e.g. brake-fluids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Lubricants (AREA)
Abstract
An hydraulic system contains as the operative fluid a triaryl phosphate mixture obtainable by reacting an ester-forming phosphoric acid derivative, e.g. POCl3, P2O5 or PCl5, with a mixture of phenol and cresylic acid containing 1.9 to 2.1 mols. of phenol and preferably 2 mols. of phenol for each mol. of cresylic acid (see Group IV (b)). The triaryl phosphate mixture is also useful as a lubricant.ALSO:A triaryl phosphate mixture is obtained by reacting an ester-forming derivative of phosphoric acid with a mixture of phenol and cresylic acid containing 1.9 to 2.1 mols. of phenol and preferably 2.0 mols of phenol for each mol. of cresylic acid. The invention also comprises triaryl phosphate mixtures obtainable by such process. The reaction may be carried out in the presence of a metal halide catalyst such as aluminium chloride or magnesium p chloride. A 2 to 5% molar excess of phenol and cresylic acid is generally employed and the mixture is heated slowly to a maximum temperature of about 160 DEG C. over a period of 6 to 10 hours. The triaryl phosphate mixtures are suitable for use as lubricants and hydraulic fluids (see Group III) and as plasticizers for various thermoplastic materials (see Group IV (a)).ALSO:A thermoplastic material, e.g. polyvinyl chloride or a cellulosic ester of a saturated C2-C4 aliphatic monocarboxylic acid or a cellulose ether, e.g. ethyl cellulose, is plasticized with a triaryl phosphate mixture obtainable by reacting an ester-forming derivative of phosphoric acid, e.g. POCl3, P2O5 or PCl5, with a mixture of phenol and cresylic acid containing 1.9 to 2.1 mols. of phenol and preferably 2 mols. of phenol for each mol. of cresylic acid (see Group IV (b)). In an example polyvinyl chloride is plasticized with 40% by weight of a triaryl phosphate mixture obtained by reacting a mixture of 110 parts by weight of cresylic acid and 188 parts by weight of phenol with phosphorus oxychloride.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US837678XA | 1955-11-08 | 1955-11-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB837678A true GB837678A (en) | 1960-06-15 |
Family
ID=22180568
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB33998/56A Expired GB837678A (en) | 1955-11-08 | 1956-11-07 | Triaryl phosphate mixtures and the í¡í¡ |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB837678A (en) |
-
1956
- 1956-11-07 GB GB33998/56A patent/GB837678A/en not_active Expired
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