DE2400968C3 - 2,4-Dialkoxy-6-t-alkylperoxy-striazine - Google Patents
2,4-Dialkoxy-6-t-alkylperoxy-striazineInfo
- Publication number
- DE2400968C3 DE2400968C3 DE2400968A DE2400968A DE2400968C3 DE 2400968 C3 DE2400968 C3 DE 2400968C3 DE 2400968 A DE2400968 A DE 2400968A DE 2400968 A DE2400968 A DE 2400968A DE 2400968 C3 DE2400968 C3 DE 2400968C3
- Authority
- DE
- Germany
- Prior art keywords
- triazine
- dimethoxy
- butylperoxy
- mol
- 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
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
- 150000002978 peroxides Chemical class 0.000 description 14
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 12
- 238000004132 cross linking Methods 0.000 description 12
- -1 2,4-dimethoxy-6-cumylperoxy-s-triazine Chemical compound 0.000 description 11
- 150000001875 compounds Chemical class 0.000 description 10
- 239000000243 solution Substances 0.000 description 8
- 238000004898 kneading Methods 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- GPIQOFWTZXXOOV-UHFFFAOYSA-N 2-chloro-4,6-dimethoxy-1,3,5-triazine Chemical compound COC1=NC(Cl)=NC(OC)=N1 GPIQOFWTZXXOOV-UHFFFAOYSA-N 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 239000000080 wetting agent Substances 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 150000003254 radicals Chemical class 0.000 description 4
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 3
- JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical compound C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 description 2
- PCUXAOGRPUHYKH-UHFFFAOYSA-N 2-tert-butylperoxy-4,6-dimethoxy-1,3,5-triazine Chemical compound COC1=NC(OC)=NC(OOC(C)(C)C)=N1 PCUXAOGRPUHYKH-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 238000007605 air drying Methods 0.000 description 2
- 229920006037 cross link polymer Polymers 0.000 description 2
- 238000010348 incorporation Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 229920000098 polyolefin Polymers 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920006337 unsaturated polyester resin Polymers 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- NSWXQQHHYHEEES-UHFFFAOYSA-N 2,4,6-tris(tert-butylperoxy)-1,3,5-triazine Chemical compound CC(C)(C)OOC1=NC(OOC(C)(C)C)=NC(OOC(C)(C)C)=N1 NSWXQQHHYHEEES-UHFFFAOYSA-N 0.000 description 1
- RIRBAVAYPRSMRH-UHFFFAOYSA-N 2,4-dimethoxy-1,3,5-triazine Chemical compound COC1=NC=NC(OC)=N1 RIRBAVAYPRSMRH-UHFFFAOYSA-N 0.000 description 1
- JGBAASVQPMTVHO-UHFFFAOYSA-N 2,5-dihydroperoxy-2,5-dimethylhexane Chemical compound OOC(C)(C)CCC(C)(C)OO JGBAASVQPMTVHO-UHFFFAOYSA-N 0.000 description 1
- WPAYYYDSSCOEHN-UHFFFAOYSA-N 2-chloro-4,6-diphenoxy-1,3,5-triazine Chemical compound N=1C(OC=2C=CC=CC=2)=NC(Cl)=NC=1OC1=CC=CC=C1 WPAYYYDSSCOEHN-UHFFFAOYSA-N 0.000 description 1
- XRXANEMIFVRKLN-UHFFFAOYSA-N 2-hydroperoxy-2-methylbutane Chemical compound CCC(C)(C)OO XRXANEMIFVRKLN-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- XVRJSAQGFXJNMA-UHFFFAOYSA-N CC(C)(C)OOC1=NC(OC2=CC=CC=C2)=NC(OC2=CC=CC=C2)=N1 Chemical compound CC(C)(C)OOC1=NC(OC2=CC=CC=C2)=NC(OC2=CC=CC=C2)=N1 XVRJSAQGFXJNMA-UHFFFAOYSA-N 0.000 description 1
- LEOHDZNTCBZANI-UHFFFAOYSA-N CC(C)(CCC(C)(C)OOC1=NC(OC)=NC(OC)=N1)OOC1=NC(OC)=NC(OC)=N1 Chemical compound CC(C)(CCC(C)(C)OOC1=NC(OC)=NC(OC)=N1)OOC1=NC(OC)=NC(OC)=N1 LEOHDZNTCBZANI-UHFFFAOYSA-N 0.000 description 1
- VGALSIZODMXJQG-UHFFFAOYSA-N CC(CCC(C1)C2(C)C)C12OOC1=NC(OC)=NC(OC)=N1 Chemical compound CC(CCC(C1)C2(C)C)C12OOC1=NC(OC)=NC(OC)=N1 VGALSIZODMXJQG-UHFFFAOYSA-N 0.000 description 1
- FZLAMERXYYQCMA-UHFFFAOYSA-N CCC(C)(C)OOC1=NC(OC)=NC(OC)=N1 Chemical compound CCC(C)(C)OOC1=NC(OC)=NC(OC)=N1 FZLAMERXYYQCMA-UHFFFAOYSA-N 0.000 description 1
- DJKMPHCKRJTOQE-UHFFFAOYSA-N CCCCCCCCCCOC1=NC(OOC(C)(C)C)=NC(OCCCCCCCCCC)=N1 Chemical compound CCCCCCCCCCOC1=NC(OOC(C)(C)C)=NC(OCCCCCCCCCC)=N1 DJKMPHCKRJTOQE-UHFFFAOYSA-N 0.000 description 1
- PWGLZOPAIKGTPN-UHFFFAOYSA-N CCCCCCOC1=NC(OOC(C)(C)C)=NC(OCCCCCC)=N1 Chemical compound CCCCCCOC1=NC(OOC(C)(C)C)=NC(OCCCCCC)=N1 PWGLZOPAIKGTPN-UHFFFAOYSA-N 0.000 description 1
- LSLFSRBWQJAONI-UHFFFAOYSA-N CCOC1=NC(OOC(C)(C)C)=NC(OCC)=N1 Chemical compound CCOC1=NC(OOC(C)(C)C)=NC(OCC)=N1 LSLFSRBWQJAONI-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 206010030113 Oedema Diseases 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 150000005840 aryl radicals Chemical class 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 125000002993 cycloalkylene group Chemical group 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000004200 deflagration Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000002360 explosive Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 229920001684 low density polyethylene Polymers 0.000 description 1
- 239000004702 low-density polyethylene Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 125000000864 peroxy group Chemical group O(O*)* 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 230000007096 poisonous effect Effects 0.000 description 1
- 239000004848 polyfunctional curative Substances 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920003225 polyurethane elastomer Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 229920002379 silicone rubber Polymers 0.000 description 1
- 239000004945 silicone rubber Substances 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000012258 stirred mixture Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 229920006305 unsaturated polyester Polymers 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C08F4/00—Polymerisation catalysts
- C08F4/28—Oxygen or compounds releasing free oxygen
- C08F4/32—Organic compounds
- C08F4/34—Per-compounds with one peroxy-radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/30—Only oxygen atoms
-
- 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
-
- 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
- C08K5/3477—Six-membered rings
- C08K5/3492—Triazines
- C08K5/34924—Triazines containing cyanurate groups; Tautomers thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Polymerization Catalysts (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2400968A DE2400968C3 (de) | 1974-01-09 | 1974-01-09 | 2,4-Dialkoxy-6-t-alkylperoxy-striazine |
| GB49275A GB1456341A (en) | 1974-01-09 | 1975-01-06 | Peroxy triazine derivatives |
| IT67026/75A IT1027254B (it) | 1974-01-09 | 1975-01-08 | Derivati alchilperossi triazinici e prodecimento per la loro preparazione |
| FR7500485A FR2272997B1 (enExample) | 1974-01-09 | 1975-01-09 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2400968A DE2400968C3 (de) | 1974-01-09 | 1974-01-09 | 2,4-Dialkoxy-6-t-alkylperoxy-striazine |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2400968A1 DE2400968A1 (de) | 1975-07-10 |
| DE2400968B2 DE2400968B2 (de) | 1977-09-15 |
| DE2400968C3 true DE2400968C3 (de) | 1978-06-01 |
Family
ID=5904452
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2400968A Expired DE2400968C3 (de) | 1974-01-09 | 1974-01-09 | 2,4-Dialkoxy-6-t-alkylperoxy-striazine |
Country Status (4)
| Country | Link |
|---|---|
| DE (1) | DE2400968C3 (enExample) |
| FR (1) | FR2272997B1 (enExample) |
| GB (1) | GB1456341A (enExample) |
| IT (1) | IT1027254B (enExample) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4855428A (en) * | 1986-06-11 | 1989-08-08 | Akzo N.V. | Triazine peroxides |
-
1974
- 1974-01-09 DE DE2400968A patent/DE2400968C3/de not_active Expired
-
1975
- 1975-01-06 GB GB49275A patent/GB1456341A/en not_active Expired
- 1975-01-08 IT IT67026/75A patent/IT1027254B/it active
- 1975-01-09 FR FR7500485A patent/FR2272997B1/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GB1456341A (en) | 1976-11-24 |
| FR2272997A1 (enExample) | 1975-12-26 |
| DE2400968B2 (de) | 1977-09-15 |
| IT1027254B (it) | 1978-11-20 |
| FR2272997B1 (enExample) | 1982-01-22 |
| DE2400968A1 (de) | 1975-07-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| 8339 | Ceased/non-payment of the annual fee |