GB1393223A - Process for preparing tris 2-haloalkyl phosphites - Google Patents
Process for preparing tris 2-haloalkyl phosphitesInfo
- Publication number
- GB1393223A GB1393223A GB4003273A GB4003273A GB1393223A GB 1393223 A GB1393223 A GB 1393223A GB 4003273 A GB4003273 A GB 4003273A GB 4003273 A GB4003273 A GB 4003273A GB 1393223 A GB1393223 A GB 1393223A
- Authority
- GB
- United Kingdom
- Prior art keywords
- haloalkyl
- tris
- alkylene
- phosphites
- phosphite
- 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
- 239000007983 Tris buffer Substances 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 3
- 239000000460 chlorine Substances 0.000 abstract 3
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 abstract 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract 2
- 229920005830 Polyurethane Foam Polymers 0.000 abstract 2
- -1 alkylene glycol Chemical compound 0.000 abstract 2
- 125000002947 alkylene group Chemical group 0.000 abstract 2
- 239000006227 byproduct Substances 0.000 abstract 2
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 2
- 239000003063 flame retardant Substances 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 229910052698 phosphorus Inorganic materials 0.000 abstract 2
- 239000011574 phosphorus Substances 0.000 abstract 2
- 239000011496 polyurethane foam Substances 0.000 abstract 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 229910001873 dinitrogen Inorganic materials 0.000 abstract 1
- 239000001177 diphosphate Substances 0.000 abstract 1
- 235000011180 diphosphates Nutrition 0.000 abstract 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 1
- 239000007789 gas Substances 0.000 abstract 1
- 125000001188 haloalkyl group Chemical group 0.000 abstract 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 abstract 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 abstract 1
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 239000012429 reaction media Substances 0.000 abstract 1
- 238000004904 shortening Methods 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- LUVCTYHBTXSAMX-UHFFFAOYSA-N tris(2-chloroethyl) phosphite Chemical compound ClCCOP(OCCCl)OCCCl LUVCTYHBTXSAMX-UHFFFAOYSA-N 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
- C08K5/524—Esters of phosphorous acids, e.g. of H3PO3
-
- 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
- C07F9/141—Esters of phosphorous acids
-
- 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
- C07F9/141—Esters of phosphorous acids
- C07F9/1411—Esters of phosphorous acids with hydroxyalkyl compounds with further substituents on alkyl
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)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
1393223 Preparing tris-(2-haloalkyl)phosphites OLIN CORP 23 Aug 1973 [25 Aug 1972] 40032/73 Heading C2P A tris-(2-haloalkyl)phosphite which is optionally additionally substituted by chlorine in the haloalkyl groups is obtained by reacting a phosphorus trihalide in which the halogen is Cl or Br or a mixture thereof with an alkylene oxide which has a 1,2-epoxide ring and which is optionally substituted by chlorine in the presence of ethylene dichloride as solvent and at a temperature not exceeding 45‹ C. The process results in a reduction of the amount of phosphonate by-products formed and a still further reduction of such by-product formation is achieved by shortening the time of addition of the alkylene oxide to the phosphorus trihalide. It is preferred to exclude moisture from the reaction medium, e.g. by using a blanket of nitrogen gas. Examples are given for the reaction of ethylene oxide and PCl 3 to form tris- (2-chloroethyl)phosphite which is useful as a flame-retardant for polyurethane foam. The products may be reacted with a halogen gas to form a bis-(2-haloalkyl)phosphorohalidate which can be reacted with an alkylene glycol to yield a tetrakis - (2 - haloalkyl)alkylene diphosphate which is useful as a flame-retardant for polyurethane foam.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US28397372A | 1972-08-25 | 1972-08-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1393223A true GB1393223A (en) | 1975-05-07 |
Family
ID=23088365
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4003273A Expired GB1393223A (en) | 1972-08-25 | 1973-08-23 | Process for preparing tris 2-haloalkyl phosphites |
Country Status (10)
| Country | Link |
|---|---|
| JP (1) | JPS4962425A (en) |
| BE (1) | BE804011A (en) |
| CA (1) | CA989860A (en) |
| DE (1) | DE2338005A1 (en) |
| ES (1) | ES418151A1 (en) |
| FR (1) | FR2197009B1 (en) |
| GB (1) | GB1393223A (en) |
| IT (1) | IT990049B (en) |
| NL (1) | NL7311176A (en) |
| SU (1) | SU524519A3 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113968880A (en) * | 2021-11-12 | 2022-01-25 | 上海华谊（集团）公司 | Preparation method of tris- (2-chloroethyl) phosphite |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE790849Q (en) * | 1970-02-02 | 1973-04-30 | Olin Corp | NEW HALOGENIC PHOSPHORIC POLYESTERS FLAMMATION RETARDERS AND POLYURETHANE FOAM CONTAINING THESE POLYESTERS |
-
1973
- 1973-06-14 CA CA174,102A patent/CA989860A/en not_active Expired
- 1973-07-26 DE DE19732338005 patent/DE2338005A1/en active Pending
- 1973-07-27 IT IT5170373A patent/IT990049B/en active
- 1973-07-31 FR FR7327976A patent/FR2197009B1/fr not_active Expired
- 1973-08-14 NL NL7311176A patent/NL7311176A/xx unknown
- 1973-08-21 SU SU1955015A patent/SU524519A3/en active
- 1973-08-23 GB GB4003273A patent/GB1393223A/en not_active Expired
- 1973-08-23 JP JP9395873A patent/JPS4962425A/ja active Pending
- 1973-08-24 ES ES418151A patent/ES418151A1/en not_active Expired
- 1973-08-24 BE BE134924A patent/BE804011A/en unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113968880A (en) * | 2021-11-12 | 2022-01-25 | 上海华谊（集团）公司 | Preparation method of tris- (2-chloroethyl) phosphite |
| CN113968880B (en) * | 2021-11-12 | 2024-05-28 | 上海华谊（集团）公司 | Preparation method of tris- (2-chloroethyl) phosphite ester |
Also Published As
| Publication number | Publication date |
|---|---|
| BE804011A (en) | 1974-02-25 |
| CA989860A (en) | 1976-05-25 |
| SU524519A3 (en) | 1976-08-05 |
| NL7311176A (en) | 1974-02-27 |
| FR2197009B1 (en) | 1977-02-25 |
| ES418151A1 (en) | 1976-03-16 |
| IT990049B (en) | 1975-06-20 |
| JPS4962425A (en) | 1974-06-17 |
| DE2338005A1 (en) | 1974-03-07 |
| FR2197009A1 (en) | 1974-03-22 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |