JPS6351963B2 - - Google Patents
Info
- Publication number
- JPS6351963B2 JPS6351963B2 JP55035696A JP3569680A JPS6351963B2 JP S6351963 B2 JPS6351963 B2 JP S6351963B2 JP 55035696 A JP55035696 A JP 55035696A JP 3569680 A JP3569680 A JP 3569680A JP S6351963 B2 JPS6351963 B2 JP S6351963B2
- Authority
- JP
- Japan
- Prior art keywords
- polymerization
- carried out
- catalyst
- group
- temperature
- 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
- 229920000642 polymer Polymers 0.000 claims description 22
- 238000000034 method Methods 0.000 claims description 20
- 239000003054 catalyst Substances 0.000 claims description 16
- 238000006116 polymerization reaction Methods 0.000 claims description 15
- 238000006243 chemical reaction Methods 0.000 claims description 8
- 239000002904 solvent Substances 0.000 claims description 8
- 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 claims description 7
- 239000000203 mixture Substances 0.000 claims description 5
- 239000000178 monomer Substances 0.000 claims description 5
- 238000012719 thermal polymerization Methods 0.000 claims description 5
- 150000001923 cyclic compounds Chemical class 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 239000000155 melt Substances 0.000 claims description 4
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000005843 halogen group Chemical group 0.000 claims description 3
- 239000007791 liquid phase Substances 0.000 claims description 3
- -1 p-toluolsulfonic acid ester Chemical class 0.000 claims description 3
- 125000006413 ring segment Chemical group 0.000 claims description 3
- 125000001424 substituent group Chemical group 0.000 claims description 3
- 125000004434 sulfur atom Chemical group 0.000 claims description 3
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 125000000623 heterocyclic group Chemical group 0.000 claims description 2
- 150000008053 sultones Chemical class 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- 238000009826 distribution Methods 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 230000003197 catalytic effect Effects 0.000 description 4
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 238000005227 gel permeation chromatography Methods 0.000 description 3
- 229940031826 phenolate Drugs 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 2
- 229920005601 base polymer Polymers 0.000 description 2
- 125000001309 chloro group Chemical group Cl* 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229920002627 poly(phosphazenes) Polymers 0.000 description 2
- 239000011148 porous material Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 150000005208 1,4-dihydroxybenzenes Chemical class 0.000 description 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- YUWBVKYVJWNVLE-UHFFFAOYSA-N [N].[P] Chemical class [N].[P] YUWBVKYVJWNVLE-UHFFFAOYSA-N 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 150000004703 alkoxides Chemical class 0.000 description 1
- 230000002902 bimodal effect Effects 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 235000011089 carbon dioxide Nutrition 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- VHHHONWQHHHLTI-UHFFFAOYSA-N hexachloroethane Chemical compound ClC(Cl)(Cl)C(Cl)(Cl)Cl VHHHONWQHHHLTI-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229910017464 nitrogen compound Inorganic materials 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 238000013031 physical testing Methods 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 150000004053 quinones Chemical class 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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)
- Polyethers (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19792910794 DE2910794A1 (de) | 1979-03-19 | 1979-03-19 | Verfahren zur thermischen polymerisation von phosphazen-polymeren |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS55136107A JPS55136107A (en) | 1980-10-23 |
JPS6351963B2 true JPS6351963B2 ( ) | 1988-10-17 |
Family
ID=6065836
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP3569680A Granted JPS55136107A (en) | 1979-03-19 | 1980-03-19 | Preparation of phosphagen polymer |
Country Status (9)
Country | Link |
---|---|
US (1) | US4431619A ( ) |
JP (1) | JPS55136107A ( ) |
CA (1) | CA1150479A ( ) |
CH (1) | CH644878A5 ( ) |
DE (1) | DE2910794A1 ( ) |
FR (1) | FR2451925B1 ( ) |
GB (1) | GB2044742B ( ) |
IT (1) | IT1145360B ( ) |
SE (1) | SE449366B ( ) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5845230A (ja) * | 1981-09-11 | 1983-03-16 | Teikoku Chem Ind Corp Ltd | ホスフアゼン重合物の製造方法 |
JPS58164619A (ja) * | 1982-03-25 | 1983-09-29 | Teikoku Chem Ind Corp Ltd | ポリジクロロホスフアゼン直鎖ポリマ−の製造方法 |
JPS60224230A (ja) * | 1984-04-20 | 1985-11-08 | Nec Corp | 半導体表面保護膜及びその製造方法 |
JPH0647448B2 (ja) * | 1986-08-08 | 1994-06-22 | 丸善石油化学株式会社 | ホスフアゼン重合体の製造法 |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS511600A (en) * | 1974-05-28 | 1976-01-08 | Horizons Research Inc | Kayoseihori * jikuroruhosufuazen * jugotaino seizohoho |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE790016A (fr) * | 1971-10-13 | 1973-04-12 | Horizons Research Inc | Preparation de polyphosphazenes |
US4110421A (en) * | 1976-10-12 | 1978-08-29 | Armstrong Cork Company | Catalytic process for the preparation of phosphazene polymers |
US4116891A (en) * | 1976-12-06 | 1978-09-26 | Armstrong Cork Company | Catalytic process for the preparation of phosphazene polymers |
BE866783A (fr) * | 1978-05-08 | 1978-11-08 | Firestone Tire & Rubber Co | Polymerisation en solution de chlorophosphazene avec du soufre comme agent de modification |
-
1979
- 1979-03-19 DE DE19792910794 patent/DE2910794A1/de active Granted
-
1980
- 1980-02-28 CH CH158980A patent/CH644878A5/de not_active IP Right Cessation
- 1980-03-06 IT IT48093/80A patent/IT1145360B/it active
- 1980-03-11 CA CA000347406A patent/CA1150479A/en not_active Expired
- 1980-03-17 GB GB8008962A patent/GB2044742B/en not_active Expired
- 1980-03-18 FR FR8006063A patent/FR2451925B1/fr not_active Expired
- 1980-03-18 SE SE8002086A patent/SE449366B/sv not_active IP Right Cessation
- 1980-03-19 JP JP3569680A patent/JPS55136107A/ja active Granted
-
1982
- 1982-10-08 US US06/433,803 patent/US4431619A/en not_active Expired - Fee Related
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS511600A (en) * | 1974-05-28 | 1976-01-08 | Horizons Research Inc | Kayoseihori * jikuroruhosufuazen * jugotaino seizohoho |
Also Published As
Publication number | Publication date |
---|---|
CA1150479A (en) | 1983-07-26 |
DE2910794A1 (de) | 1980-10-02 |
JPS55136107A (en) | 1980-10-23 |
DE2910794C2 ( ) | 1989-11-30 |
CH644878A5 (de) | 1984-08-31 |
IT8048093A0 (it) | 1980-03-06 |
FR2451925B1 (fr) | 1985-06-21 |
FR2451925A1 (fr) | 1980-10-17 |
US4431619A (en) | 1984-02-14 |
GB2044742A (en) | 1980-10-22 |
SE8002086L (sv) | 1980-09-20 |
SE449366B (sv) | 1987-04-27 |
GB2044742B (en) | 1982-11-17 |
IT1145360B (it) | 1986-11-05 |
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