GB1424402A - Diorganophosphonomethyl derivatives of cyclic ureides containin glycidyl groups - Google Patents
Diorganophosphonomethyl derivatives of cyclic ureides containin glycidyl groupsInfo
- Publication number
- GB1424402A GB1424402A GB1493673A GB1493673A GB1424402A GB 1424402 A GB1424402 A GB 1424402A GB 1493673 A GB1493673 A GB 1493673A GB 1493673 A GB1493673 A GB 1493673A GB 1424402 A GB1424402 A GB 1424402A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compound
- radical
- group
- epoxyethyl
- converted
- 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
- -1 derivatives of cyclic ureides Chemical class 0.000 title abstract 4
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 5
- 239000003795 chemical substances by application Substances 0.000 abstract 3
- DRSHXJFUUPIBHX-UHFFFAOYSA-N COc1ccc(cc1)N1N=CC2C=NC(Nc3cc(OC)c(OC)c(OCCCN4CCN(C)CC4)c3)=NC12 Chemical compound COc1ccc(cc1)N1N=CC2C=NC(Nc3cc(OC)c(OC)c(OCCCN4CCN(C)CC4)c3)=NC12 DRSHXJFUUPIBHX-UHFFFAOYSA-N 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 229910000039 hydrogen halide Inorganic materials 0.000 abstract 2
- 239000012433 hydrogen halide Substances 0.000 abstract 2
- GLVYLTSKTCWWJR-UHFFFAOYSA-N 2-carbonoperoxoylbenzoic acid Chemical compound OOC(=O)C1=CC=CC=C1C(O)=O GLVYLTSKTCWWJR-UHFFFAOYSA-N 0.000 abstract 1
- YNJSNEKCXVFDKW-UHFFFAOYSA-N 3-(5-amino-1h-indol-3-yl)-2-azaniumylpropanoate Chemical compound C1=C(N)C=C2C(CC(N)C(O)=O)=CNC2=C1 YNJSNEKCXVFDKW-UHFFFAOYSA-N 0.000 abstract 1
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- MXBDBLBKBBAYGD-UHFFFAOYSA-N P(O)(O)=O.C Chemical class P(O)(O)=O.C MXBDBLBKBBAYGD-UHFFFAOYSA-N 0.000 abstract 1
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 239000000908 ammonium hydroxide Substances 0.000 abstract 1
- 239000002585 base Substances 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 150000005690 diesters Chemical class 0.000 abstract 1
- 239000003822 epoxy resin Substances 0.000 abstract 1
- 239000012757 flame retardant agent Substances 0.000 abstract 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 150000004965 peroxy acids Chemical class 0.000 abstract 1
- 239000004033 plastic Substances 0.000 abstract 1
- 229920003023 plastic Polymers 0.000 abstract 1
- 229920000647 polyepoxide Polymers 0.000 abstract 1
- 239000004814 polyurethane Substances 0.000 abstract 1
- 229920002635 polyurethane Polymers 0.000 abstract 1
- 125000001453 quaternary ammonium group Chemical group 0.000 abstract 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 abstract 1
- 150000003512 tertiary amines Chemical class 0.000 abstract 1
- ORGHESHFQPYLAO-UHFFFAOYSA-N vinyl radical Chemical compound C=[CH] ORGHESHFQPYLAO-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/645—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having two nitrogen atoms as the only ring hetero atoms
- C07F9/6503—Five-membered rings
- C07F9/6506—Five-membered rings having the nitrogen atoms in positions 1 and 3
- C07F9/65068—Five-membered rings having the nitrogen atoms in positions 1 and 3 condensed with carbocyclic rings or carbocyclic ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/645—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having two nitrogen atoms as the only ring hetero atoms
- C07F9/6503—Five-membered rings
- C07F9/6506—Five-membered rings having the nitrogen atoms in positions 1 and 3
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6558—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system
- C07F9/65586—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system at least one of the hetero rings does not contain nitrogen as ring hetero atom
-
- 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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/14—Polycondensates modified by chemical after-treatment
- C08G59/1433—Polycondensates modified by chemical after-treatment with organic low-molecular-weight compounds
- C08G59/1438—Polycondensates modified by chemical after-treatment with organic low-molecular-weight compounds containing oxygen
- C08G59/145—Compounds containing one epoxy group
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/53—Phosphorus bound to oxygen bound to oxygen and to carbon only
- C08K5/5317—Phosphonic compounds, e.g. R—P(:O)(OR')2
- C08K5/5333—Esters of phosphonic acids
- C08K5/5373—Esters of phosphonic acids containing heterocyclic rings not representing cyclic esters of phosphonic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Emergency Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Epoxy Compounds (AREA)
- Epoxy Resins (AREA)
Abstract
1424402 Diesters of substituted methane phosphonic acids CIBA-GEIGY AG 28 March 1973 [4 April 1972] 14936/73 Heading C2P [Also in Division C3] Novel compounds of the general formula wherein Z is a divalent hydrocarbon radical which is necessary to complete a 5- or 6- membered ring and R 1 and R 2 are alkyl or alkenyl groups which can be substituted or together represent a C 2 -C 5 alkylene group are obtained by converting a compound of formula in which X is a radical which can be converted into the 1,2-epoxyethyl group into a compound in which X is a 1,2-epoxyethyl group. X in compound II may be a 2-halo-1-hydroxyethyl group in which case the conversion to the epoxyethyl group is carried out in the presence of an agent which splits off hydrogen halide, e.g. a strong alkali. The radical X in compound II may also be an ethenyl radical which may be converted to the epoxyethyl radical by means of a peroxy compound, e.g. by reaction with H 2 O 2 or a per-acid, e.g. peracetic, perbenzoic or monoperphthalic acid. The compounds II may be obtained by reacting a compound of the general formula with an epihalohydrin in the presence of a catalyst such as a tertiary amine or a quaternary ammonium salt or base, e.g. a quaternary ammonium hydroxide, and the product then converted directly to the product I in the presence of an agent which splits off hydrogen halide. The products (I) are useful as flameretardant agents for plastics materials, e.g. epoxy resins or polyurethanes.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH489472 | 1972-04-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1424402A true GB1424402A (en) | 1976-02-11 |
Family
ID=4284375
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1493673A Expired GB1424402A (en) | 1972-04-04 | 1973-03-28 | Diorganophosphonomethyl derivatives of cyclic ureides containin glycidyl groups |
Country Status (13)
| Country | Link |
|---|---|
| JP (1) | JPS4913170A (en) |
| AU (1) | AU5347373A (en) |
| BE (1) | BE797689A (en) |
| BR (1) | BR7302308D0 (en) |
| DD (1) | DD106342A5 (en) |
| DE (1) | DE2316383A1 (en) |
| ES (1) | ES413277A1 (en) |
| FR (1) | FR2179035A1 (en) |
| GB (1) | GB1424402A (en) |
| IT (1) | IT981865B (en) |
| NL (1) | NL7304480A (en) |
| SU (1) | SU530647A3 (en) |
| ZA (1) | ZA732270B (en) |
-
1973
- 1973-03-19 AU AU53473/73A patent/AU5347373A/en not_active Expired
- 1973-03-28 GB GB1493673A patent/GB1424402A/en not_active Expired
- 1973-03-30 NL NL7304480A patent/NL7304480A/xx unknown
- 1973-03-30 BR BR732308A patent/BR7302308D0/en unknown
- 1973-04-02 DD DD169971A patent/DD106342A5/xx unknown
- 1973-04-03 BE BE129569A patent/BE797689A/en unknown
- 1973-04-03 ES ES413277A patent/ES413277A1/en not_active Expired
- 1973-04-03 ZA ZA732270A patent/ZA732270B/en unknown
- 1973-04-03 FR FR7311926A patent/FR2179035A1/fr not_active Withdrawn
- 1973-04-03 IT IT22542/73A patent/IT981865B/en active
- 1973-04-04 SU SU1902762A patent/SU530647A3/en active
- 1973-04-04 JP JP48038622A patent/JPS4913170A/ja active Pending
- 1973-04-30 DE DE2316383A patent/DE2316383A1/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| DD106342A5 (en) | 1974-06-12 |
| ES413277A1 (en) | 1976-07-01 |
| BR7302308D0 (en) | 1974-08-29 |
| FR2179035A1 (en) | 1973-11-16 |
| BE797689A (en) | 1973-10-03 |
| DE2316383A1 (en) | 1973-10-18 |
| JPS4913170A (en) | 1974-02-05 |
| SU530647A3 (en) | 1976-09-30 |
| IT981865B (en) | 1974-10-10 |
| AU5347373A (en) | 1974-09-19 |
| ZA732270B (en) | 1974-01-30 |
| NL7304480A (en) | 1973-10-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| CSNS | Application of which complete specification have been accepted and published, but patent is not sealed |