JPS5945602B2 - 根跡量のプロトン性不純物を含有している環式ジクロロホスフアゼン類の精製方法 - Google Patents
根跡量のプロトン性不純物を含有している環式ジクロロホスフアゼン類の精製方法Info
- Publication number
- JPS5945602B2 JPS5945602B2 JP56132234A JP13223481A JPS5945602B2 JP S5945602 B2 JPS5945602 B2 JP S5945602B2 JP 56132234 A JP56132234 A JP 56132234A JP 13223481 A JP13223481 A JP 13223481A JP S5945602 B2 JPS5945602 B2 JP S5945602B2
- Authority
- JP
- Japan
- Prior art keywords
- cyclic
- reactor
- boron
- protic impurities
- dichlorophosphazene
- 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
- 125000004122 cyclic group Chemical group 0.000 title claims description 56
- 239000012535 impurity Substances 0.000 title claims description 52
- 238000000034 method Methods 0.000 title claims description 37
- 239000013638 trimer Substances 0.000 claims description 44
- 238000006243 chemical reaction Methods 0.000 claims description 34
- 229910052796 boron Inorganic materials 0.000 claims description 31
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 29
- FAQYAMRNWDIXMY-UHFFFAOYSA-N trichloroborane Chemical group ClB(Cl)Cl FAQYAMRNWDIXMY-UHFFFAOYSA-N 0.000 claims description 14
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 12
- 239000011261 inert gas Substances 0.000 claims description 9
- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- 229910015844 BCl3 Inorganic materials 0.000 claims description 4
- 238000003756 stirring Methods 0.000 claims description 4
- 239000007788 liquid Substances 0.000 claims description 2
- 150000001923 cyclic compounds Chemical class 0.000 claims 1
- 238000010926 purge Methods 0.000 claims 1
- 238000006116 polymerization reaction Methods 0.000 description 40
- 239000003054 catalyst Substances 0.000 description 39
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 31
- 238000000746 purification Methods 0.000 description 12
- 239000007789 gas Substances 0.000 description 10
- -1 hydrogen halides Chemical class 0.000 description 8
- 229920002632 poly(dichlorophosphazene) polymer Polymers 0.000 description 8
- 229920000642 polymer Polymers 0.000 description 7
- 230000003197 catalytic effect Effects 0.000 description 6
- 238000006460 hydrolysis reaction Methods 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 230000007062 hydrolysis Effects 0.000 description 5
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- ZADPBFCGQRWHPN-UHFFFAOYSA-N boronic acid Chemical compound OBO ZADPBFCGQRWHPN-UHFFFAOYSA-N 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 229910000619 316 stainless steel Inorganic materials 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 239000003341 Bronsted base Substances 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 235000019270 ammonium chloride Nutrition 0.000 description 2
- 210000003423 ankle Anatomy 0.000 description 2
- 230000001627 detrimental effect Effects 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- UBIJTWDKTYCPMQ-UHFFFAOYSA-N hexachlorophosphazene Chemical compound ClP1(Cl)=NP(Cl)(Cl)=NP(Cl)(Cl)=N1 UBIJTWDKTYCPMQ-UHFFFAOYSA-N 0.000 description 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 238000000859 sublimation Methods 0.000 description 2
- 230000008022 sublimation Effects 0.000 description 2
- 238000004457 water analysis Methods 0.000 description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 238000003109 Karl Fischer titration Methods 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 150000001638 boron Chemical class 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000000460 chlorine Chemical group 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 229920006158 high molecular weight polymer Polymers 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 239000011630 iodine Chemical group 0.000 description 1
- 229910052740 iodine Chemical group 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052573 porcelain Inorganic materials 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000001256 steam distillation Methods 0.000 description 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 1
- 238000013022 venting Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B21/00—Nitrogen; Compounds thereof
- C01B21/082—Compounds containing nitrogen and non-metals and optionally metals
- C01B21/097—Compounds containing nitrogen and non-metals and optionally metals containing phosphorus atoms
- C01B21/098—Phosphonitrilic dihalides; Polymers thereof
- C01B21/0986—Phosphonitrilic dichlorides; Polymers thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US181028 | 1980-08-25 | ||
| US06/181,028 US4327063A (en) | 1980-08-25 | 1980-08-25 | Method of purifying cyclic dichlorophosphazenes containing trace amounts of protic impurities |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5771808A JPS5771808A (en) | 1982-05-04 |
| JPS5945602B2 true JPS5945602B2 (ja) | 1984-11-07 |
Family
ID=22662602
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP56132234A Expired JPS5945602B2 (ja) | 1980-08-25 | 1981-08-25 | 根跡量のプロトン性不純物を含有している環式ジクロロホスフアゼン類の精製方法 |
| JP59114688A Granted JPS6027609A (ja) | 1980-08-25 | 1984-06-06 | 環式ジクロロホスフアゼンの重合法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP59114688A Granted JPS6027609A (ja) | 1980-08-25 | 1984-06-06 | 環式ジクロロホスフアゼンの重合法 |
Country Status (5)
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3144751A1 (de) * | 1981-11-11 | 1983-05-19 | Hoechst Ag, 6230 Frankfurt | Verfahren zur reinigung von cyclischen chlorphosphazenen |
| US4544537A (en) * | 1984-12-17 | 1985-10-01 | The Firestone Tire & Rubber Company | Method for purifying cyclic dichlorophosphazene trimer of catalytic impurities |
| US4867957A (en) * | 1988-04-11 | 1989-09-19 | The United States Of America As Represented By The Secretary Of The Army | Process for making polyphosphazenes |
| IL95939A0 (en) * | 1989-10-20 | 1991-07-18 | Atochem | Process for compensating the harmful effects of impurities of n-dichlorophosphoryltrichlorophosphazene and its polycondensation product |
| FR2681061B1 (fr) * | 1991-09-11 | 1993-11-19 | Atochem | Procede de preparation de polydichlorophosphazenes a partir d'une composition precurseur a base d'hexachlorocyclotriphosphazene. |
| DE4221854A1 (de) * | 1992-07-03 | 1994-01-05 | Nuenchritz Chemie Gmbh | Phosphornitridchloride enthaltende Zusammensetzungen und Verfahren zu deren Herstellung |
| FR2697008B1 (fr) * | 1992-10-15 | 1994-12-09 | Elf Atochem | Procédé pour remédier à l'action de l'eau sur les polydichlorophosphazènes. |
| JP4837963B2 (ja) * | 2005-09-20 | 2011-12-14 | 濱中ナット株式会社 | ねじの弛み止め構造 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3952086A (en) * | 1974-10-07 | 1976-04-20 | The Firestone Tire & Rubber Company | Purification of crude chlorophosphazene compounds by treatment with Bronsted bases |
| NL173509C (nl) * | 1975-08-22 | 1984-02-01 | Firestone Tire & Rubber Co | Werkwijze voor het polymeriseren van cyclische fosfazenen. |
| JPS537100A (en) * | 1976-07-09 | 1978-01-23 | Hitachi Ltd | System for setting magnetic moment of artificial satellite |
| US4116891A (en) * | 1976-12-06 | 1978-09-26 | Armstrong Cork Company | Catalytic process for the preparation of phosphazene polymers |
| US4175113A (en) * | 1978-04-20 | 1979-11-20 | The Firestone Tire & Rubber Company | Purification of crude chlorophosphazene compounds by treatment with water |
| US4226840A (en) * | 1979-09-19 | 1980-10-07 | The Firestone Tire & Rubber Company | Process for the polymerization of cyclic polyhalophosphazenes using a catalyst composition of boron trihalide and oxygenated phosphorus compounds |
-
1980
- 1980-08-25 US US06/181,028 patent/US4327063A/en not_active Expired - Lifetime
-
1981
- 1981-08-21 EP EP81106526A patent/EP0046584B1/en not_active Expired
- 1981-08-21 DE DE8181106526T patent/DE3161594D1/de not_active Expired
- 1981-08-24 CA CA000384499A patent/CA1145114A/en not_active Expired
- 1981-08-25 JP JP56132234A patent/JPS5945602B2/ja not_active Expired
-
1984
- 1984-06-06 JP JP59114688A patent/JPS6027609A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| EP0046584B1 (en) | 1983-12-07 |
| EP0046584A1 (en) | 1982-03-03 |
| JPS6027609A (ja) | 1985-02-12 |
| CA1145114A (en) | 1983-04-26 |
| DE3161594D1 (en) | 1984-01-12 |
| US4327063A (en) | 1982-04-27 |
| JPS5771808A (en) | 1982-05-04 |
| JPS623085B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1987-01-23 |
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