DE2252587B2 - Verfahren zur Herstellung reiner, löslicher Phosphazenpolymerer - Google Patents
Verfahren zur Herstellung reiner, löslicher PhosphazenpolymererInfo
- Publication number
- DE2252587B2 DE2252587B2 DE2252587A DE2252587A DE2252587B2 DE 2252587 B2 DE2252587 B2 DE 2252587B2 DE 2252587 A DE2252587 A DE 2252587A DE 2252587 A DE2252587 A DE 2252587A DE 2252587 B2 DE2252587 B2 DE 2252587B2
- Authority
- DE
- Germany
- Prior art keywords
- solvent
- polymer
- oligomers
- toluene
- polymers
- 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.)
- Withdrawn
Links
- 229920000642 polymer Polymers 0.000 title claims description 41
- 238000000034 method Methods 0.000 title claims description 13
- GKTNLYAAZKKMTQ-UHFFFAOYSA-N n-[bis(dimethylamino)phosphinimyl]-n-methylmethanamine Chemical compound CN(C)P(=N)(N(C)C)N(C)C GKTNLYAAZKKMTQ-UHFFFAOYSA-N 0.000 title claims description 8
- 238000002360 preparation method Methods 0.000 title claims description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Natural products CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 32
- 239000002904 solvent Substances 0.000 claims description 31
- 239000013638 trimer Substances 0.000 claims description 23
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical group CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 21
- 239000000203 mixture Substances 0.000 claims description 18
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims description 16
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 12
- 238000006116 polymerization reaction Methods 0.000 claims description 8
- 125000003944 tolyl group Chemical group 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 description 6
- 229920001971 elastomer Polymers 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 239000005060 rubber Substances 0.000 description 6
- 239000007787 solid Substances 0.000 description 5
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 238000005345 coagulation Methods 0.000 description 4
- 230000015271 coagulation Effects 0.000 description 4
- 238000000605 extraction Methods 0.000 description 4
- 238000000926 separation method Methods 0.000 description 4
- 241000069444 Tetrameres Species 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 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
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 235000019270 ammonium chloride Nutrition 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000001879 gelation Methods 0.000 description 2
- -1 phosphonitrile chlorides Chemical class 0.000 description 2
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 2
- 239000002195 soluble material Substances 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- VFWCMGCRMGJXDK-UHFFFAOYSA-N 1-chlorobutane Chemical compound CCCCCl VFWCMGCRMGJXDK-UHFFFAOYSA-N 0.000 description 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 150000007824 aliphatic compounds Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 150000002222 fluorine compounds Chemical class 0.000 description 1
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical class FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000009533 lab test Methods 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229920002632 poly(dichlorophosphazene) polymer Polymers 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 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)
- Processes Of Treating Macromolecular Substances (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US19402071A | 1971-10-29 | 1971-10-29 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2252587A1 DE2252587A1 (de) | 1973-05-03 |
| DE2252587B2 true DE2252587B2 (de) | 1979-07-19 |
Family
ID=22715983
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2252587A Withdrawn DE2252587B2 (de) | 1971-10-29 | 1972-10-26 | Verfahren zur Herstellung reiner, löslicher Phosphazenpolymerer |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US3755537A (Direct) |
| JP (1) | JPS5510617B2 (Direct) |
| AU (1) | AU472977B2 (Direct) |
| BE (1) | BE790488A (Direct) |
| CA (1) | CA970529A (Direct) |
| DE (1) | DE2252587B2 (Direct) |
| FR (1) | FR2158331B1 (Direct) |
| GB (1) | GB1365789A (Direct) |
| IT (1) | IT969994B (Direct) |
| NL (1) | NL170941C (Direct) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU496974B2 (en) * | 1975-06-23 | 1978-11-16 | Firestone Tire And Rubber Co., The | Separating polydichosphazenes |
| US4080432A (en) * | 1975-08-22 | 1978-03-21 | The Firestone Tire & Rubber Company | Dissolution of polydihalophosphazenes |
| JPS5437816Y2 (Direct) * | 1975-10-20 | 1979-11-12 | ||
| US4179555A (en) * | 1978-06-28 | 1979-12-18 | The Firestone Tire & Rubber Company | Oil-free elastomeric poly(aryloxyphosphazene) copolymers |
| EP0198953A3 (en) * | 1985-04-18 | 1987-05-27 | The Firestone Tire & Rubber Company | Continuous process for purifying crude linear polydichlorophosphazene polymer |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3179489A (en) * | 1957-12-27 | 1965-04-20 | Becke Margot | Process of preparing soluble phosphorus nitrile chloride polymers |
| US3370020A (en) * | 1964-09-29 | 1968-02-20 | American Cyanamid Co | Process for the production of phosphonitrilic polymers and polymers produced thereby |
| US3515688A (en) * | 1967-08-30 | 1970-06-02 | Horizons Research Inc | Extreme service phosphonitrile elastomers |
| NL169888C (nl) * | 1971-03-26 | Firestone Tire & Rubber Co | Werkwijze voor de bereiding van fosfazeen elastomeren en kunststoffen. | |
| US3948820A (en) * | 1972-11-02 | 1976-04-06 | Horizons Incorporated | Curable polyphosphazene copolymers and terpolymers |
| US4026838A (en) * | 1976-08-06 | 1977-05-31 | Armstrong Cork Company | Smoke-suppressant additives for polyphosphazenes |
-
1971
- 1971-10-29 US US00194020A patent/US3755537A/en not_active Expired - Lifetime
-
1972
- 1972-10-24 BE BE790488D patent/BE790488A/xx not_active IP Right Cessation
- 1972-10-26 DE DE2252587A patent/DE2252587B2/de not_active Withdrawn
- 1972-10-27 FR FR7238307A patent/FR2158331B1/fr not_active Expired
- 1972-10-27 JP JP10779272A patent/JPS5510617B2/ja not_active Expired
- 1972-10-27 IT IT31027/72A patent/IT969994B/it active
- 1972-10-27 CA CA155,019A patent/CA970529A/en not_active Expired
- 1972-10-27 NL NLAANVRAGE7214627,A patent/NL170941C/xx not_active IP Right Cessation
- 1972-10-27 GB GB4969472A patent/GB1365789A/en not_active Expired
- 1972-10-27 AU AU48251/72A patent/AU472977B2/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE2252587A1 (de) | 1973-05-03 |
| JPS4852000A (Direct) | 1973-07-21 |
| NL170941B (nl) | 1982-08-16 |
| IT969994B (it) | 1974-04-10 |
| CA970529A (en) | 1975-07-08 |
| AU472977B2 (en) | 1976-06-10 |
| BE790488A (fr) | 1973-04-24 |
| GB1365789A (en) | 1974-09-04 |
| FR2158331B1 (Direct) | 1975-01-03 |
| AU4825172A (en) | 1974-05-16 |
| NL170941C (nl) | 1983-01-17 |
| US3755537A (en) | 1973-08-28 |
| JPS5510617B2 (Direct) | 1980-03-18 |
| FR2158331A1 (Direct) | 1973-06-15 |
| NL7214627A (Direct) | 1973-05-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8228 | New agent |
Free format text: KOHLER, M., DIPL.-CHEM. DR.RER.NAT., 8000 MUENCHEN GLAESER, J., DIPL.-ING., PAT.-ANW., 2000 HAMBURG |
|
| 8230 | Patent withdrawn |