GB981142A - Phosphonitrilic esters and their preparation - Google Patents
Phosphonitrilic esters and their preparationInfo
- Publication number
- GB981142A GB981142A GB3809/63A GB380963A GB981142A GB 981142 A GB981142 A GB 981142A GB 3809/63 A GB3809/63 A GB 3809/63A GB 380963 A GB380963 A GB 380963A GB 981142 A GB981142 A GB 981142A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phosphonitrilic
- halides
- pnx2
- integer
- those
- 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 3
- 150000004820 halides Chemical class 0.000 abstract 12
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 3
- 239000000203 mixture Substances 0.000 abstract 3
- 229920001515 polyalkylene glycol Polymers 0.000 abstract 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 abstract 2
- 229910000288 alkali metal carbonate Inorganic materials 0.000 abstract 2
- 150000008041 alkali metal carbonates Chemical class 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 229910052794 bromium Inorganic materials 0.000 abstract 2
- 229910052801 chlorine Inorganic materials 0.000 abstract 2
- 125000004122 cyclic group Chemical group 0.000 abstract 2
- 125000004185 ester group Chemical group 0.000 abstract 2
- 229910052731 fluorine Inorganic materials 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 239000003960 organic solvent Substances 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 229920002627 poly(phosphazenes) Polymers 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000004698 Polyethylene Substances 0.000 abstract 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical class CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 abstract 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- UXJHQBVRZUANLK-UHFFFAOYSA-N azanylidyne(dichloro)-$l^{5}-phosphane Chemical class ClP(Cl)#N UXJHQBVRZUANLK-UHFFFAOYSA-N 0.000 abstract 1
- 229920001577 copolymer Polymers 0.000 abstract 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 abstract 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 1
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 abstract 1
- -1 polyethylene Polymers 0.000 abstract 1
- 229920000573 polyethylene Polymers 0.000 abstract 1
- 235000013772 propylene glycol Nutrition 0.000 abstract 1
- 229910000029 sodium carbonate Inorganic materials 0.000 abstract 1
- 235000017550 sodium carbonate Nutrition 0.000 abstract 1
- 150000005846 sugar alcohols Polymers 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
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
- C07F9/6581—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and nitrogen atoms with or without oxygen or sulfur atoms, as ring hetero atoms
- C07F9/65812—Cyclic phosphazenes [P=N-]n, n>=3
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
- C08G18/3878—Low-molecular-weight compounds having heteroatoms other than oxygen having phosphorus
- C08G18/3889—Low-molecular-weight compounds having heteroatoms other than oxygen having phosphorus having nitrogen in addition to phosphorus
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/321—Polymers modified by chemical after-treatment with inorganic compounds
- C08G65/327—Polymers modified by chemical after-treatment with inorganic compounds containing phosphorus
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G79/00—Macromolecular compounds obtained by reactions forming a linkage containing atoms other than silicon, sulfur, nitrogen, oxygen, and carbon with or without the latter elements in the main chain of the macromolecule
- C08G79/02—Macromolecular compounds obtained by reactions forming a linkage containing atoms other than silicon, sulfur, nitrogen, oxygen, and carbon with or without the latter elements in the main chain of the macromolecule a linkage containing phosphorus
- C08G79/025—Polyphosphazenes
-
- 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
- C08K5/5399—Phosphorus bound to nitrogen
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)
- Inorganic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
Abstract
Phosphonitrilic esters are prepared by reacting an alcohol with a phosphonitrilic halide in the presence of an alkali metal carbonate. An organic solvent may be used. Temperatures of 60-120 DEG C. are mentioned. Some or all of the halogen may be replaced by ester groups. Suitable phosphonitrilic halides include: those of formula (PNX2)n where the halogen atom X may be Cl, Br or F and n is an integer not less than 3 and preferably not greater than 20 and mixed halides of this type; phosphonitrilic halides containing other end groups such as those of types (PNX2)pHCl and (PNX2)p.PCl5 (p = an integer); cyclic structures having at least two fused polyphosphazene rings such as 2,2,4,6,6,8,10,10,12 - nonachloro - (4,8,12-nitrilo) - 2,4,6,8,10,12 - cyclohexaphosphazene; and alkyl or phenyl substituted phosphonitrilic halides. Mixtures of halides may be used. Suitable alcohols include monohydric, dihydric and higher polyhydric alcohols and polyalkylene glycols, many examples being given.ALSO:Phosphonitrilic esters of polyalkylene glycols are prepared by reacting the glycol with a phosphonitrilic halide in the presence of an alkali metal carbonate. An organic solvent may be used. Temperatures of 60-120 DEG C. are mentioned. Some or all of the halogen may be replaced by ester groups. Suitable phosphonitrilic halides include: those of formula (PNX2)n where the halogen atom X may be Cl, Br or F and n is an integer not less than 3 and preferably not greater than 20 and mixed halides of this type; phosphonitrilic halides containing other end groups such as those of types (PNX2)pHCl and (PNX2)pPCl5 (p=an integer); cyclic structures having at least two fused polyphosphazene rings such as 2,2,4,6,6,8,10,10,12 - nonachloro - (4,8,12 - nitrilo) - 2,4,6,8,10,12 - cyclohexaphosphazene; and alkyl or phenyl substituted phosphonitrilic halides. Mixtures of halides may be used. Suitable polyalkylene glycols are diethylene, triethylene, polyethylene and corresponding propylene glycols, and glycerol-based polyoxyalkylene triol. In Example 7 a dipropylene glycol based epichlorohydrin-propylene oxide copolymer is reacted with a mixture of trimeric and tetrameric phosphonitrilicchlorides in the presence of Na2CO3.
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3809/63A GB981142A (en) | 1963-01-30 | 1963-01-30 | Phosphonitrilic esters and their preparation |
| FR961761A FR1381023A (en) | 1963-01-30 | 1964-01-28 | Process for preparing a phosphonitrilic ester |
| BE643057D BE643057A (en) | 1963-01-30 | 1964-01-28 | |
| NL6400735A NL6400735A (en) | 1963-01-30 | 1964-01-30 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3809/63A GB981142A (en) | 1963-01-30 | 1963-01-30 | Phosphonitrilic esters and their preparation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB981142A true GB981142A (en) | 1965-01-20 |
Family
ID=9765307
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3809/63A Expired GB981142A (en) | 1963-01-30 | 1963-01-30 | Phosphonitrilic esters and their preparation |
Country Status (3)
| Country | Link |
|---|---|
| BE (1) | BE643057A (en) |
| GB (1) | GB981142A (en) |
| NL (1) | NL6400735A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112251183A (en) * | 2020-09-29 | 2021-01-22 | 广东互典缓冲材料技术有限公司 | Pressure-sensitive hot melt adhesive capable of being used at low temperature and preparation method thereof |
-
1963
- 1963-01-30 GB GB3809/63A patent/GB981142A/en not_active Expired
-
1964
- 1964-01-28 BE BE643057D patent/BE643057A/xx unknown
- 1964-01-30 NL NL6400735A patent/NL6400735A/xx unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112251183A (en) * | 2020-09-29 | 2021-01-22 | 广东互典缓冲材料技术有限公司 | Pressure-sensitive hot melt adhesive capable of being used at low temperature and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| BE643057A (en) | 1964-07-28 |
| NL6400735A (en) | 1964-07-31 |
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