GB734767A - New neutral orthophosphate esters - Google Patents
New neutral orthophosphate estersInfo
- Publication number
- GB734767A GB734767A GB83152A GB83152A GB734767A GB 734767 A GB734767 A GB 734767A GB 83152 A GB83152 A GB 83152A GB 83152 A GB83152 A GB 83152A GB 734767 A GB734767 A GB 734767A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phenyl
- propane
- diphenylol
- radical
- bis
- 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
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical class [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 title abstract 3
- 230000007935 neutral effect Effects 0.000 title 1
- -1 alkyl radical Chemical class 0.000 abstract 11
- 125000004432 carbon atom Chemical group C* 0.000 abstract 6
- 150000001875 compounds Chemical class 0.000 abstract 4
- 150000003254 radicals Chemical class 0.000 abstract 4
- 238000000034 method Methods 0.000 abstract 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 3
- 229910019142 PO4 Inorganic materials 0.000 abstract 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 125000000853 cresyl group Chemical group C1(=CC=C(C=C1)C)* 0.000 abstract 2
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 2
- 239000010452 phosphate Substances 0.000 abstract 2
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 abstract 2
- UYXLOABDSYQRPI-UHFFFAOYSA-N 2-butoxyethyl phenyl hydrogen phosphate Chemical compound CCCCOCCOP(O)(=O)OC1=CC=CC=C1 UYXLOABDSYQRPI-UHFFFAOYSA-N 0.000 abstract 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 1
- 125000004848 alkoxyethyl group Chemical group 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- FDUOZZDCAZGUBP-UHFFFAOYSA-N oxolan-2-ylmethyl phenyl hydrogen phosphate Chemical compound C1CC(OC1)COP(=O)(O)OC2=CC=CC=C2 FDUOZZDCAZGUBP-UHFFFAOYSA-N 0.000 abstract 1
- 239000004014 plasticizer Substances 0.000 abstract 1
- 229920000915 polyvinyl chloride Polymers 0.000 abstract 1
- 239000004800 polyvinyl chloride Substances 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 239000001294 propane Substances 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
Classifications
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Plasticizers for polyvinyl chloride comprise compounds of the formula <FORM:0734767/IV (a)/1> wherein R is a primary alkyl radical containing 1 to 12 carbon atoms or an alkoxyethyl radical in which the alkyl substituent contains 1 to 12 carbon atoms or the tetrahydrofurfuryl radical and both radicals R are alike, R1 is the phenyl, cresyl or xylyl radical, both radicals R1 being the same, and R2 and R3, which may be alike or different, each represent a hydrogen atom or an alkyl radical and together contain not more than 3 carbon atoms. The preparation of such compounds, specifically 2 : 21-diphenylol-propane-bis-(phenyl alphanol phosphate) (alphonol being the residue of a mixture of primary heptyl, octyl and nonyl alcohols obtained by the Oxo synthesis), diphenylol-propane-bis-(tetrahydrofurfuryl phenyl phosphate) and diphenylol-propane-bis-(butoxyethyl phenyl phosphate) is described (see Group IV (b)). Specifications 656,471, [Group IV (b)], 661,380 and 734,768, [Group IV (b)], are referred to.ALSO:The invention comprises compounds of the general formula <FORM:0734767/IV (b)/1> wherein R is a primary alkyl radical containing 1 to 12 carbon atoms or an alkoxy-ethyl radical in which the alkyl substituent contains 1 to 12 carbon atoms, or the tetrahydrofurfuryl radical, and both radicals R are alike, R1 is the phenyl, cresyl or xylyl radical, both radicals R1 being the same, and R2 and R3, which may be alike or different, each represent a hydrogen atom or alkyl radical and together contain not more than 3 carbon atoms. The compounds can be obtained by a specific application of the method of Specification 734,768. Examples describe the production by that method of (1) 2 : 21-(phenyl chlorophosphoryl phenyl) propane from phenol and the reaction product of 2 : 21-diphenylol-propane with phosphorus oxychloride, and its conversion, by reaction with a mixture of primary heptyl, octyl and nonyl alcohols obtained by the Oxo-process, to 2 : 21 - diphenylol - propane - bis - (phenyl alphanol phosphate); (2) diphenylol propane-bis - (tetrahydrofurfuryl phenyl phosphate); (3) diphenylol propane - bis - (butoxyethyl phenyl phosphate). Specifications 656,471 and 661,380 also are referred to.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB83152A GB734767A (en) | 1952-01-10 | 1952-01-10 | New neutral orthophosphate esters |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB83152A GB734767A (en) | 1952-01-10 | 1952-01-10 | New neutral orthophosphate esters |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB734767A true GB734767A (en) | 1955-08-10 |
Family
ID=9711244
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB83152A Expired GB734767A (en) | 1952-01-10 | 1952-01-10 | New neutral orthophosphate esters |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB734767A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2467866A1 (en) * | 1979-10-24 | 1981-04-30 | Ajinomoto Kk | STABILIZED COMPOSITIONS OF HALOGENATED RESIN |
| EP0485807A2 (en) * | 1990-11-13 | 1992-05-20 | Fmc Corporation | Process for preparing aryldiphosphate esters |
| US6319432B1 (en) | 1999-06-11 | 2001-11-20 | Albemarle Corporation | Bisphenol-A bis(diphenyl phosphate)-based flame retardant |
| US6399685B1 (en) | 2000-12-11 | 2002-06-04 | Albemarle Corporation | Purification of arylene polyphosphate esters |
-
1952
- 1952-01-10 GB GB83152A patent/GB734767A/en not_active Expired
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2467866A1 (en) * | 1979-10-24 | 1981-04-30 | Ajinomoto Kk | STABILIZED COMPOSITIONS OF HALOGENATED RESIN |
| US4343732A (en) | 1979-10-24 | 1982-08-10 | Ajinomoto Company Incorporated | Stabilized halogen-containing resin compositions |
| EP0485807A2 (en) * | 1990-11-13 | 1992-05-20 | Fmc Corporation | Process for preparing aryldiphosphate esters |
| EP0485807A3 (en) * | 1990-11-13 | 1993-10-20 | Fmc Corp | Process for preparing aryldiphosphate esters |
| US5281741A (en) * | 1990-11-13 | 1994-01-25 | Fmc Corporation | Process for preparing aryldiphosphate esters |
| US6319432B1 (en) | 1999-06-11 | 2001-11-20 | Albemarle Corporation | Bisphenol-A bis(diphenyl phosphate)-based flame retardant |
| US6399685B1 (en) | 2000-12-11 | 2002-06-04 | Albemarle Corporation | Purification of arylene polyphosphate esters |
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