GB1350970A - Phosphorus containing triazine derivatives processes for their pr'duction and their use - Google Patents
Phosphorus containing triazine derivatives processes for their pr'duction and their useInfo
- Publication number
- GB1350970A GB1350970A GB3027771A GB3027771A GB1350970A GB 1350970 A GB1350970 A GB 1350970A GB 3027771 A GB3027771 A GB 3027771A GB 3027771 A GB3027771 A GB 3027771A GB 1350970 A GB1350970 A GB 1350970A
- Authority
- GB
- United Kingdom
- Prior art keywords
- different
- same
- optionally substituted
- triazine derivatives
- formula
- 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
- 150000003918 triazines Chemical class 0.000 title abstract 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 title abstract 2
- 229910052698 phosphorus Inorganic materials 0.000 title abstract 2
- 239000011574 phosphorus Substances 0.000 title abstract 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 2
- 125000000547 substituted alkyl group Chemical group 0.000 abstract 2
- RTNUTCOTGVKVBR-UHFFFAOYSA-N 4-chlorotriazine Chemical class ClC1=CC=NN=N1 RTNUTCOTGVKVBR-UHFFFAOYSA-N 0.000 abstract 1
- RQMIWUBSHNMMMB-UHFFFAOYSA-N ClC1=NC(=NC(=N1)OC1=C(C=CC=C1)O)OC1=C(C=CC=C1)O Chemical compound ClC1=NC(=NC(=N1)OC1=C(C=CC=C1)O)OC1=C(C=CC=C1)O RQMIWUBSHNMMMB-UHFFFAOYSA-N 0.000 abstract 1
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 239000003963 antioxidant agent Substances 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 239000000155 melt Substances 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 150000008301 phosphite esters Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
- C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
- C09K15/32—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing two or more of boron, silicon, phosphorus, selenium, tellurium or a metal
-
- 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
- C07F9/6515—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having three nitrogen atoms as the only ring hetero atoms
- C07F9/6521—Six-membered rings
-
- 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)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1350970 Phosphorus-containing triazine derivatives; chloro-bis-(hydroxyphenoxy)-s-triazine CIBA-GEIGY AG 28 June 1971 [30 June 1970] 30277/71 Headings C2C and C2P [Also in Division C3] The invention comprises triazine derivatives of the general formula wherein A and A<SP>1</SP> are the same or different and each is an optionally substituted phenylene radical which is bound in position 1 to Z or to Z<SP>1</SP> and carries in position 4 an OH group, Z and Z<SP>1</SP> are the same or different and represent a bridging member -O- or -NQ where Q is H or alkyl and R and R<SP>1</SP> are the same or different and each is an optionally substituted alkyl, cycloalkyl or benzene radical. They may be obtained by reacting a compound wherein Hal is a halogen atom with a compound of the formula (OR<SP>11</SP>)P(OR)(OR<SP>1</SP>) wherein R<SP>11</SP> is the same as or different from R and R<SP>1</SP> (which are as defined above) and is an optionally substituted alkyl, cycloalkyl or phenyl radical with a phosphite ester (RO)P(OR)<SP>1</SP>(OR<SP>11</SP>). The reaction can be carried out in an inert solvent but is preferably conducted in the melt, advantageously in an inert atmosphere, e.g. nitrogen. The products are useful as antioxidants especially for polymeric materials. A chloro-triazine derivative of the formula is obtained by reacting cyanuric chloride with 2,6 - di - tert. - butyl hydroquinone in acetone with dropwise addition of an aqueous solution of NaOH to maintain the pH at a value not exceeding 7.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH987770A CH538882A (en) | 1970-06-30 | 1970-06-30 | Use of triazine derivatives as antioxidants for organic materials |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1350970A true GB1350970A (en) | 1974-04-24 |
Family
ID=4356638
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3027771A Expired GB1350970A (en) | 1970-06-30 | 1971-06-28 | Phosphorus containing triazine derivatives processes for their pr'duction and their use |
Country Status (10)
Country | Link |
---|---|
AT (1) | AT304878B (en) |
CA (1) | CA949567A (en) |
CH (1) | CH538882A (en) |
DE (1) | DE2132303A1 (en) |
ES (1) | ES392699A1 (en) |
FR (1) | FR2100076A5 (en) |
GB (1) | GB1350970A (en) |
NL (1) | NL7108987A (en) |
SU (1) | SU379098A3 (en) |
ZA (1) | ZA714274B (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4052279A (en) * | 1974-10-10 | 1977-10-04 | Raychem Corporation | Hydroxy aromatic compound containing sulfur and an organic phosphonate as polymer antioxidant |
US4148747A (en) * | 1973-10-11 | 1979-04-10 | Raychem Corporation | Antioxidant comprising a hydroxy aromatic compound containing sulfur and an organic phosphonate |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2745075A1 (en) * | 1976-10-18 | 1978-04-20 | Ciba Geigy Ag | NEW TRIAZINE STABILIZERS |
IT1252237B (en) * | 1991-12-18 | 1995-06-05 | Mini Ricerca Scient Tecnolog | TRIAZINYLPHOSPHONIC ACIDS AND THEIR USE IN SELF-EXTINGUISHING POLYMER COMPOSITIONS. |
IT1262925B (en) * | 1992-01-10 | 1996-07-22 | Roberto Cipolli | SELF-EXTINGUISHING POLYMERIC COMPOSITIONS |
-
1970
- 1970-06-30 CH CH987770A patent/CH538882A/en not_active IP Right Cessation
-
1971
- 1971-06-21 CA CA116,139A patent/CA949567A/en not_active Expired
- 1971-06-28 GB GB3027771A patent/GB1350970A/en not_active Expired
- 1971-06-28 ES ES392699A patent/ES392699A1/en not_active Expired
- 1971-06-29 AT AT562271A patent/AT304878B/en not_active IP Right Cessation
- 1971-06-29 NL NL7108987A patent/NL7108987A/xx unknown
- 1971-06-29 DE DE19712132303 patent/DE2132303A1/en active Pending
- 1971-06-29 SU SU1677223A patent/SU379098A3/ru active
- 1971-06-29 ZA ZA714274A patent/ZA714274B/en unknown
- 1971-06-30 FR FR7123905A patent/FR2100076A5/fr not_active Expired
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4148747A (en) * | 1973-10-11 | 1979-04-10 | Raychem Corporation | Antioxidant comprising a hydroxy aromatic compound containing sulfur and an organic phosphonate |
US4052279A (en) * | 1974-10-10 | 1977-10-04 | Raychem Corporation | Hydroxy aromatic compound containing sulfur and an organic phosphonate as polymer antioxidant |
Also Published As
Publication number | Publication date |
---|---|
ES392699A1 (en) | 1973-08-01 |
CA949567A (en) | 1974-06-18 |
CH538882A (en) | 1973-07-15 |
DE2132303A1 (en) | 1972-01-05 |
NL7108987A (en) | 1972-01-03 |
FR2100076A5 (en) | 1972-03-17 |
AT304878B (en) | 1973-01-25 |
SU379098A3 (en) | 1973-04-18 |
ZA714274B (en) | 1972-03-29 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PCNP | Patent ceased through non-payment of renewal fee |