JPH0578421A - ポリ（ビニルホスホン酸）の合成 - Google Patents
ポリ（ビニルホスホン酸）の合成Info
- Publication number
- JPH0578421A JPH0578421A JP4021029A JP2102992A JPH0578421A JP H0578421 A JPH0578421 A JP H0578421A JP 4021029 A JP4021029 A JP 4021029A JP 2102992 A JP2102992 A JP 2102992A JP H0578421 A JPH0578421 A JP H0578421A
- Authority
- JP
- Japan
- Prior art keywords
- additive
- polymerization
- vinylphosphonic acid
- product
- chalcogenide
- 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.)
- Pending
Links
- -1 poly(vinyl phosphonic acid) Polymers 0.000 title claims abstract description 8
- 230000015572 biosynthetic process Effects 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- 239000000654 additive Substances 0.000 claims abstract description 16
- 230000000996 additive effect Effects 0.000 claims abstract description 13
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims abstract description 12
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 claims abstract description 10
- ZTWTYVWXUKTLCP-UHFFFAOYSA-N vinylphosphonic acid Chemical class OP(O)(=O)C=C ZTWTYVWXUKTLCP-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000003178 glass ionomer cement Substances 0.000 claims abstract description 5
- ZFIVKAOQEXOYFY-UHFFFAOYSA-N Diepoxybutane Chemical compound C1OC1C1OC1 ZFIVKAOQEXOYFY-UHFFFAOYSA-N 0.000 claims abstract description 4
- 230000000379 polymerizing effect Effects 0.000 claims abstract description 4
- 238000000034 method Methods 0.000 claims description 19
- 239000000047 product Substances 0.000 claims description 10
- 238000006116 polymerization reaction Methods 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- 239000011521 glass Substances 0.000 claims description 6
- 150000004770 chalcogenides Chemical class 0.000 claims description 5
- 238000010526 radical polymerization reaction Methods 0.000 claims description 3
- 230000002194 synthesizing effect Effects 0.000 claims description 3
- 239000004971 Cross linker Substances 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 239000012736 aqueous medium Substances 0.000 claims description 2
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 239000003505 polymerization initiator Substances 0.000 claims 1
- 229920000642 polymer Polymers 0.000 abstract description 5
- 239000003999 initiator Substances 0.000 abstract description 4
- 239000002994 raw material Substances 0.000 abstract description 2
- 229920002554 vinyl polymer Polymers 0.000 abstract description 2
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- 239000004568 cement Substances 0.000 description 5
- MLSZIADXWDYFKM-UHFFFAOYSA-N 1-dichlorophosphorylethene Chemical compound ClP(Cl)(=O)C=C MLSZIADXWDYFKM-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 239000000843 powder Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 239000011928 denatured alcohol Substances 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- QQLILYBIARWEIF-UHFFFAOYSA-N 2-(2-hydroxyethylsulfonyl)ethanol Chemical compound OCCS(=O)(=O)CCO QQLILYBIARWEIF-UHFFFAOYSA-N 0.000 description 1
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 1
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 description 1
- YDONNITUKPKTIG-UHFFFAOYSA-N [Nitrilotris(methylene)]trisphosphonic acid Chemical compound OP(O)(=O)CN(CP(O)(O)=O)CP(O)(O)=O YDONNITUKPKTIG-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- ILRRQNADMUWWFW-UHFFFAOYSA-K aluminium phosphate Chemical compound O1[Al]2OP1(=O)O2 ILRRQNADMUWWFW-UHFFFAOYSA-K 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- WUKWITHWXAAZEY-UHFFFAOYSA-L calcium difluoride Chemical compound [F-].[F-].[Ca+2] WUKWITHWXAAZEY-UHFFFAOYSA-L 0.000 description 1
- 229910001634 calcium fluoride Inorganic materials 0.000 description 1
- 229910001610 cryolite Inorganic materials 0.000 description 1
- 230000006837 decompression Effects 0.000 description 1
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000006166 lysate Substances 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000002390 rotary evaporation Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F30/00—Homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
- C08F30/02—Homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing phosphorus
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B28/00—Compositions of mortars, concrete or artificial stone, containing inorganic binders or the reaction product of an inorganic and an organic binder, e.g. polycarboxylate cements
- C04B28/28—Compositions of mortars, concrete or artificial stone, containing inorganic binders or the reaction product of an inorganic and an organic binder, e.g. polycarboxylate cements containing organic polyacids, e.g. polycarboxylate cements, i.e. ionomeric systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Ceramic Engineering (AREA)
- Engineering & Computer Science (AREA)
- Inorganic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Materials Engineering (AREA)
- Structural Engineering (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Curing Cements, Concrete, And Artificial Stone (AREA)
- Polymerisation Methods In General (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB91025015 | 1991-02-06 | ||
| GB919102501A GB9102501D0 (en) | 1991-02-06 | 1991-02-06 | Synthesis of poly(vinyl phosphonic acid) |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH0578421A true JPH0578421A (ja) | 1993-03-30 |
Family
ID=10689601
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP4021029A Pending JPH0578421A (ja) | 1991-02-06 | 1992-02-06 | ポリ（ビニルホスホン酸）の合成 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US5278266A (enExample) |
| EP (1) | EP0498560B1 (enExample) |
| JP (1) | JPH0578421A (enExample) |
| DE (1) | DE69212657T2 (enExample) |
| GB (2) | GB9102501D0 (enExample) |
| IN (1) | IN185009B (enExample) |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1106963B (de) * | 1959-11-11 | 1961-05-18 | Hoechst Ag | Verfahren zur Herstellung von Polyvinylphosphonsaeure |
| US3576793A (en) * | 1967-05-08 | 1971-04-27 | Monsanto Co | Polymers of alkylene diphosphonic acids and salts and copolymers thereof |
| US3943074A (en) * | 1973-06-08 | 1976-03-09 | S.A. Texaco Belgium N.V. | Vinyl phosphonic acid-divinyl sulfone copolymer ion exchange resin |
| US4342857A (en) * | 1980-12-31 | 1982-08-03 | Colgate-Palmolive Company | Antigingivitis composition comprising vinyl phosphonic acid/vinyl phosphonyl fluoride copolymer |
| DE3248491A1 (de) * | 1982-12-29 | 1984-07-05 | Hoechst Ag, 6230 Frankfurt | Verfahren zur herstellung von polymerisaten der vinylphosphonsaeure in protischen loesungsmitteln |
| JPS59135272A (ja) * | 1983-01-21 | 1984-08-03 | Kuraray Co Ltd | 接着剤 |
| US5077366A (en) * | 1987-08-07 | 1991-12-31 | The Dow Chemical Company | Novel phosphonic acid compounds and method of preparation |
| US4822861A (en) * | 1988-03-15 | 1989-04-18 | Polychrome Corporation | Method for the preparation of polyvinyl phosphonic acid |
| GB8809998D0 (en) * | 1988-04-27 | 1988-06-02 | Wilson A D | Poly-vinylphosphonic acid & metal oxide/cement/glass ionomer cement |
-
1991
- 1991-02-06 GB GB919102501A patent/GB9102501D0/en active Pending
-
1992
- 1992-01-29 EP EP92300747A patent/EP0498560B1/en not_active Expired - Lifetime
- 1992-01-29 DE DE69212657T patent/DE69212657T2/de not_active Expired - Fee Related
- 1992-01-29 GB GB9201847A patent/GB2252560B/en not_active Expired - Fee Related
- 1992-02-03 IN IN76DE1992 patent/IN185009B/en unknown
- 1992-02-05 US US07/831,578 patent/US5278266A/en not_active Expired - Fee Related
- 1992-02-06 JP JP4021029A patent/JPH0578421A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| GB2252560A (en) | 1992-08-12 |
| DE69212657T2 (de) | 1997-01-02 |
| GB9102501D0 (en) | 1991-03-27 |
| GB9201847D0 (en) | 1992-03-18 |
| IN185009B (enExample) | 2000-10-21 |
| GB2252560B (en) | 1994-10-19 |
| EP0498560A1 (en) | 1992-08-12 |
| US5278266A (en) | 1994-01-11 |
| EP0498560B1 (en) | 1996-08-14 |
| DE69212657D1 (de) | 1996-09-19 |
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