GB1487609A - Phosphono-spiro-bisphenols a process for their manufacture and their use - Google Patents
Phosphono-spiro-bisphenols a process for their manufacture and their useInfo
- Publication number
- GB1487609A GB1487609A GB5211174A GB5211174A GB1487609A GB 1487609 A GB1487609 A GB 1487609A GB 5211174 A GB5211174 A GB 5211174A GB 5211174 A GB5211174 A GB 5211174A GB 1487609 A GB1487609 A GB 1487609A
- Authority
- GB
- United Kingdom
- Prior art keywords
- give
- cured
- product
- resins
- mols
- 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
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 3
- 229920000647 polyepoxide Polymers 0.000 abstract 3
- 229920005989 resin Polymers 0.000 abstract 3
- 239000011347 resin Substances 0.000 abstract 3
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 abstract 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 abstract 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 abstract 1
- 150000002118 epoxides Chemical class 0.000 abstract 1
- 239000003822 epoxy resin Substances 0.000 abstract 1
- 239000003063 flame retardant Substances 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 150000002367 halogens Chemical class 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
- 239000007788 liquid Substances 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
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4056—Esters of arylalkanephosphonic acids
-
- 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
- C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
- C07F9/6571—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and oxygen atoms as the only ring hetero atoms
- C07F9/657163—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and oxygen atoms as the only ring hetero atoms the ring phosphorus atom being bound to at least one carbon atom
- C07F9/657181—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and oxygen atoms as the only ring hetero atoms the ring phosphorus atom being bound to at least one carbon atom the ring phosphorus atom and, at least, one ring oxygen atom being part of a (thio)phosphonic acid derivative
-
- 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
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
- C08G59/22—Di-epoxy compounds
- C08G59/30—Di-epoxy compounds containing atoms other than carbon, hydrogen, oxygen and nitrogen
- C08G59/304—Di-epoxy compounds containing atoms other than carbon, hydrogen, oxygen and nitrogen containing phosphorus
-
- 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
- C08K5/5357—Esters of phosphonic acids cyclic
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Epoxy Resins (AREA)
Abstract
1487609 Epoxy resins CIBA-GEIGY AG 2 Dec 1974 [3 Dec 1973] 52111/74 Heading C3B [Also in Division C2] An advancement resin is obtained by reacting n moles of a compound of the Formulµ I or II in which R is halogen, methyl or ethyl and R<SP>1</SP> and R<SP>11</SP> independently denote H, halogen' methyl or ethyl with n + 1 mols of a diepoxide, n being a positive integer. In an example 2 mols of the diglycidyl ether of bisphenol A is reacted with one mol of a compound of Formula (IV) to form a glassy product having an epoxide content of about 1À6 and the product is mixed with a liquid resin based on epichlorohydrin and bisphenol A and the mixture cured with p,p<SP>1</SP>- diaminodiphenyl methane to give a flameretardant product. The compounds of Formulae I and II may themselves be added to epoxide resins and the mixtures cured to give flame-retarded resins or can be reacted with an epihalohydrin to give their diglycidyl ethers which can then be cured with a customary curing agent, optionally in the presence of other polyepoxides.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1689573A CH582195A5 (en) | 1973-12-03 | 1973-12-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1487609A true GB1487609A (en) | 1977-10-05 |
Family
ID=4421136
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5211174A Expired GB1487609A (en) | 1973-12-03 | 1974-12-02 | Phosphono-spiro-bisphenols a process for their manufacture and their use |
Country Status (6)
| Country | Link |
|---|---|
| JP (1) | JPS5084587A (en) |
| CH (1) | CH582195A5 (en) |
| DE (1) | DE2456532A1 (en) |
| ES (1) | ES432497A1 (en) |
| FR (1) | FR2253024B1 (en) |
| GB (1) | GB1487609A (en) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4345059A (en) | 1981-05-18 | 1982-08-17 | Fmc Corporation | Fire retardant epoxy resins containing 3-hydroxyalkylphosphine oxides |
| US4380571A (en) | 1981-05-18 | 1983-04-19 | Fmc Corporation | Fire retardant epoxy resins containing 3-hydroxyalkylphosphine oxides |
| US4440944A (en) * | 1982-04-19 | 1984-04-03 | Fmc Corporation | Fire retardant epoxy resins containing 3-hydroxyalkylphosphine oxides |
| US5171873A (en) * | 1991-04-05 | 1992-12-15 | Ciba-Geigy Corporation | Process for the preparation of sterically hindered hydroxybenzylphosphonates |
| US5618963A (en) * | 1994-06-28 | 1997-04-08 | Ciba-Geigy Corporation | Process for the preparation of sterically hindered hydroxybenzylphosphonates |
| US6774163B2 (en) | 2002-04-16 | 2004-08-10 | Bayer Chemicals Ag | Flame retardants for polymers comprising a mixture of two different aryl phosphates, their preparation and their use |
| CN109311921A (en) * | 2016-09-16 | 2019-02-05 | 帝人株式会社 | Organophosphorus compound, fire retardant and the fire-retardant product formed by it |
| EP4342925A1 (en) * | 2022-09-26 | 2024-03-27 | EMPA Eidgenössische Materialprüfungs- und Forschungsanstalt | Phosphonate epoxy thermosets |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4154721A (en) * | 1976-09-21 | 1979-05-15 | Borg-Warner Corporation | Flame-retardant phosphonate compositions |
| US4402882A (en) * | 1980-09-02 | 1983-09-06 | Ciba-Geigy Corporation | Process for the production of diphosphaspiro compounds |
| DE3432574A1 (en) * | 1984-09-05 | 1986-03-13 | Basf Ag, 6700 Ludwigshafen | METHOD FOR PRODUCING CYCLIC PHOSPHONIC ACID ESTERS |
| DE19525714C1 (en) * | 1995-07-14 | 1997-07-03 | Hoechst Ag | Transparent, flame-resistant epoxy resin moulding compsn. |
| CN1267500C (en) | 2001-05-15 | 2006-08-02 | 帝人化成株式会社 | Flame-retardant resin composition and molded article therefrom |
-
1973
- 1973-12-03 CH CH1689573A patent/CH582195A5/xx not_active IP Right Cessation
-
1974
- 1974-11-29 DE DE19742456532 patent/DE2456532A1/en active Pending
- 1974-12-02 ES ES432497A patent/ES432497A1/en not_active Expired
- 1974-12-02 GB GB5211174A patent/GB1487609A/en not_active Expired
- 1974-12-03 FR FR7439479A patent/FR2253024B1/fr not_active Expired
- 1974-12-03 JP JP14010574A patent/JPS5084587A/ja active Pending
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4345059A (en) | 1981-05-18 | 1982-08-17 | Fmc Corporation | Fire retardant epoxy resins containing 3-hydroxyalkylphosphine oxides |
| US4380571A (en) | 1981-05-18 | 1983-04-19 | Fmc Corporation | Fire retardant epoxy resins containing 3-hydroxyalkylphosphine oxides |
| US4440944A (en) * | 1982-04-19 | 1984-04-03 | Fmc Corporation | Fire retardant epoxy resins containing 3-hydroxyalkylphosphine oxides |
| US5171873A (en) * | 1991-04-05 | 1992-12-15 | Ciba-Geigy Corporation | Process for the preparation of sterically hindered hydroxybenzylphosphonates |
| US5618963A (en) * | 1994-06-28 | 1997-04-08 | Ciba-Geigy Corporation | Process for the preparation of sterically hindered hydroxybenzylphosphonates |
| US6774163B2 (en) | 2002-04-16 | 2004-08-10 | Bayer Chemicals Ag | Flame retardants for polymers comprising a mixture of two different aryl phosphates, their preparation and their use |
| CN109311921A (en) * | 2016-09-16 | 2019-02-05 | 帝人株式会社 | Organophosphorus compound, fire retardant and the fire-retardant product formed by it |
| EP3514161A4 (en) * | 2016-09-16 | 2019-08-21 | Teijin Limited | Organophosphorus compound, flame retardant, and flame-retardant product including same |
| US10919923B2 (en) | 2016-09-16 | 2021-02-16 | Teijin Limited | Organic phosphorus-based compound, and flame retardant and flame-retardant product comprising the same |
| EP4342925A1 (en) * | 2022-09-26 | 2024-03-27 | EMPA Eidgenössische Materialprüfungs- und Forschungsanstalt | Phosphonate epoxy thermosets |
| WO2024068565A1 (en) * | 2022-09-26 | 2024-04-04 | Empa Eidgenössische Materialprüfungs- Und Forschungsanstalt | Phosphonate epoxy thermosets |
Also Published As
| Publication number | Publication date |
|---|---|
| CH582195A5 (en) | 1976-11-30 |
| FR2253024B1 (en) | 1976-12-31 |
| FR2253024A1 (en) | 1975-06-27 |
| JPS5084587A (en) | 1975-07-08 |
| ES432497A1 (en) | 1976-11-01 |
| DE2456532A1 (en) | 1975-06-05 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |