JPS62501144A - Ｐ↓２ｎｘｃｉ↓５モノマ−の溶液重縮合による、ｘが酸素原子又は硫黄原子である末端基ｐｘｃｉ↓２を有する線状ポリクロロホスファゼンの製造方法 - Google Patents
Ｐ↓２ｎｘｃｉ↓５モノマ−の溶液重縮合による、ｘが酸素原子又は硫黄原子である末端基ｐｘｃｉ↓２を有する線状ポリクロロホスファゼンの製造方法Info
- Publication number
- JPS62501144A JPS62501144A JP60504580A JP50458085A JPS62501144A JP S62501144 A JPS62501144 A JP S62501144A JP 60504580 A JP60504580 A JP 60504580A JP 50458085 A JP50458085 A JP 50458085A JP S62501144 A JPS62501144 A JP S62501144A
- Authority
- JP
- Japan
- Prior art keywords
- polycondensation
- solvent
- temperature
- carried out
- polychlorophosphazene
- 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.)
- Granted
Links
- 238000006068 polycondensation reaction Methods 0.000 title claims description 64
- 239000000178 monomer Substances 0.000 title claims description 17
- 238000004519 manufacturing process Methods 0.000 title claims description 12
- 125000004430 oxygen atom Chemical group O* 0.000 title claims description 6
- 229910052717 sulfur Chemical group 0.000 title claims description 6
- 125000004434 sulfur atom Chemical group 0.000 title claims description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 56
- 239000002904 solvent Substances 0.000 claims description 35
- 238000000034 method Methods 0.000 claims description 27
- 239000012429 reaction media Substances 0.000 claims description 18
- 238000009835 boiling Methods 0.000 claims description 12
- 150000001875 compounds Chemical class 0.000 claims description 11
- 238000006243 chemical reaction Methods 0.000 claims description 9
- 238000010438 heat treatment Methods 0.000 claims description 9
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 8
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims description 6
- 239000000126 substance Substances 0.000 claims description 5
- GBDZXPJXOMHESU-UHFFFAOYSA-N 1,2,3,4-tetrachlorobenzene Chemical compound ClC1=CC=C(Cl)C(Cl)=C1Cl GBDZXPJXOMHESU-UHFFFAOYSA-N 0.000 claims description 2
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 claims description 2
- LAXBNTIAOJWAOP-UHFFFAOYSA-N 2-chlorobiphenyl Chemical group ClC1=CC=CC=C1C1=CC=CC=C1 LAXBNTIAOJWAOP-UHFFFAOYSA-N 0.000 claims description 2
- 235000010290 biphenyl Nutrition 0.000 claims description 2
- 239000004305 biphenyl Substances 0.000 claims description 2
- 125000006267 biphenyl group Chemical group 0.000 claims description 2
- 229940117389 dichlorobenzene Drugs 0.000 claims description 2
- CEOCDNVZRAIOQZ-UHFFFAOYSA-N pentachlorobenzene Chemical compound ClC1=CC(Cl)=C(Cl)C(Cl)=C1Cl CEOCDNVZRAIOQZ-UHFFFAOYSA-N 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 2
- JTPNRXUCIXHOKM-UHFFFAOYSA-N 1-chloronaphthalene Chemical compound C1=CC=C2C(Cl)=CC=CC2=C1 JTPNRXUCIXHOKM-UHFFFAOYSA-N 0.000 claims 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims 1
- CKAPSXZOOQJIBF-UHFFFAOYSA-N hexachlorobenzene Chemical compound ClC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl CKAPSXZOOQJIBF-UHFFFAOYSA-N 0.000 claims 1
- 230000007935 neutral effect Effects 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 description 12
- 125000001309 chloro group Chemical group Cl* 0.000 description 8
- 238000010992 reflux Methods 0.000 description 7
- 229910019213 POCl3 Inorganic materials 0.000 description 6
- 229910052801 chlorine Inorganic materials 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 238000006467 substitution reaction Methods 0.000 description 6
- 239000000460 chlorine Substances 0.000 description 5
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
- -1 dichlorophosphoryl Chemical group 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 238000011017 operating method Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- RELMFMZEBKVZJC-UHFFFAOYSA-N 1,2,3-trichlorobenzene Chemical compound ClC1=CC=CC(Cl)=C1Cl RELMFMZEBKVZJC-UHFFFAOYSA-N 0.000 description 1
- IUYHQGMDSZOPDZ-UHFFFAOYSA-N 2,3,4-trichlorobiphenyl Chemical group ClC1=C(Cl)C(Cl)=CC=C1C1=CC=CC=C1 IUYHQGMDSZOPDZ-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000005336 allyloxy group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 238000009529 body temperature measurement Methods 0.000 description 1
- 150000001804 chlorine Chemical class 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000012937 correction Methods 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 230000001939 inductive effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000003760 magnetic stirring Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 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 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 238000009527 percussion Methods 0.000 description 1
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- MSGMXYUAWZYTFC-UHFFFAOYSA-N sodium;2,2,2-trifluoroethanolate Chemical compound [Na+].[O-]CC(F)(F)F MSGMXYUAWZYTFC-UHFFFAOYSA-N 0.000 description 1
- 210000002784 stomach Anatomy 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 125000003652 trifluoroethoxy group Chemical group FC(CO*)(F)F 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
Classifications
-
- 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
- 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)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Inorganic Chemistry (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8415892 | 1984-10-17 | ||
| FR8415892A FR2571710B1 (fr) | 1984-10-17 | 1984-10-17 | Procede de preparation de polychlorophosphazenes lineaires possedant un groupement terminal pxcl2, x designant o ou s, par polycondensation en solution des monomeres p2nxcl5 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62501144A true JPS62501144A (ja) | 1987-05-07 |
| JPH0458405B2 JPH0458405B2 (enExample) | 1992-09-17 |
Family
ID=9308732
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP60504580A Granted JPS62501144A (ja) | 1984-10-17 | 1985-10-15 | Ｐ↓２ｎｘｃｉ↓５モノマ−の溶液重縮合による、ｘが酸素原子又は硫黄原子である末端基ｐｘｃｉ↓２を有する線状ポリクロロホスファゼンの製造方法 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US4693876A (enExample) |
| EP (1) | EP0178997B1 (enExample) |
| JP (1) | JPS62501144A (enExample) |
| BE (1) | BE903456A (enExample) |
| CA (1) | CA1248323A (enExample) |
| DE (1) | DE3562761D1 (enExample) |
| FR (1) | FR2571710B1 (enExample) |
| IT (1) | IT1201482B (enExample) |
| WO (1) | WO1986002344A1 (enExample) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2612170B1 (fr) * | 1987-03-10 | 1989-06-16 | Atochem | Procede de preparation de polychlorophosphazene en presence de bis(dichlorophosphoryl)imide |
| FR2612172B1 (fr) * | 1987-03-10 | 1989-06-16 | Atochem | Procede de preparation de polychlorophosphazene |
| FR2612169B1 (fr) * | 1987-03-10 | 1989-06-16 | Atochem | Procede de preparation de n(dichlorophosphoryl)trichlorophosphazene |
| DE3874035T2 (de) * | 1987-07-02 | 1993-03-18 | Atochem Elf Sa | Verfahren zur regulierung des molekulargewichts von polychlorphosphazenen und davon abgeleiteten polyorganophosphazenen und die in diesem verfahren angewandten regulierungsmittel. |
| FR2629442B1 (fr) * | 1988-03-29 | 1990-11-23 | Atochem | Procede de preparation de compositions de polydichlorophosphazenes a taux controle d'oligomeres cycliques et les compositions resultant de la mise en oeuvre de ce procede |
| FR2647100A1 (fr) * | 1989-05-19 | 1990-11-23 | Atochem | Procede de polycondensation en masse du n-dichlorophosphoryl- ou n-dichlorothiophosphoryl-p-trichlorophosphazene |
| FR2653423A1 (fr) * | 1989-10-20 | 1991-04-26 | Atochem | Procede de regulation des masses moleculaires de polydichlorophosphazenes. |
| IL95939A0 (en) * | 1989-10-20 | 1991-07-18 | Atochem | Process for compensating the harmful effects of impurities of n-dichlorophosphoryltrichlorophosphazene and its polycondensation product |
| FR2709256B1 (fr) * | 1993-07-15 | 1997-05-30 | Gen Electric | Procédé de préparation d'une composition catalytique de phosphazène utile pour la polycondensation et la redistribution de polymères d'organosiloxane. |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4005171A (en) * | 1974-05-28 | 1977-01-25 | Horizons Incorporated, A Division Of Horizons Research Incorporated | Catalytic preparation of soluble poly(dichlorophosphazenes) |
| FR2424876A1 (fr) * | 1978-05-05 | 1979-11-30 | Firestone Tire & Rubber Co | Polymerisation en solution de chlorophosphazene avec du soufre comme agent de modification |
| FR2466435A1 (fr) * | 1979-09-27 | 1981-04-10 | Inst Mondial Phosphate | Nouveaux polychlorophosphazenes et leur procede de preparation |
| FR2548652B1 (fr) * | 1983-07-06 | 1985-11-22 | Elf Aquitaine | Polychlorophosphazenes lineaires possedant un groupement terminal dichlorothiophosphoryle, procede de preparation de ces composes, et leur utilisation |
-
1984
- 1984-10-17 FR FR8415892A patent/FR2571710B1/fr not_active Expired
-
1985
- 1985-10-15 US US06/882,958 patent/US4693876A/en not_active Expired - Fee Related
- 1985-10-15 JP JP60504580A patent/JPS62501144A/ja active Granted
- 1985-10-15 WO PCT/FR1985/000294 patent/WO1986002344A1/fr not_active Ceased
- 1985-10-15 DE DE8585402001T patent/DE3562761D1/de not_active Expired
- 1985-10-15 EP EP85402001A patent/EP0178997B1/fr not_active Expired
- 1985-10-16 CA CA000493085A patent/CA1248323A/fr not_active Expired
- 1985-10-16 BE BE0/215733A patent/BE903456A/fr not_active IP Right Cessation
- 1985-10-17 IT IT22530/85A patent/IT1201482B/it active
Also Published As
| Publication number | Publication date |
|---|---|
| BE903456A (fr) | 1986-02-17 |
| FR2571710A1 (fr) | 1986-04-18 |
| CA1248323A (fr) | 1989-01-10 |
| IT1201482B (it) | 1989-02-02 |
| WO1986002344A1 (fr) | 1986-04-24 |
| US4693876A (en) | 1987-09-15 |
| EP0178997B1 (fr) | 1988-05-18 |
| JPH0458405B2 (enExample) | 1992-09-17 |
| FR2571710B1 (fr) | 1986-12-26 |
| IT8522530A0 (it) | 1985-10-17 |
| EP0178997A1 (fr) | 1986-04-23 |
| DE3562761D1 (en) | 1988-06-23 |
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