GB1320568A - Triazine derivatives - Google Patents
Triazine derivativesInfo
- Publication number
- GB1320568A GB1320568A GB2659470A GB2659470A GB1320568A GB 1320568 A GB1320568 A GB 1320568A GB 2659470 A GB2659470 A GB 2659470A GB 2659470 A GB2659470 A GB 2659470A GB 1320568 A GB1320568 A GB 1320568A
- Authority
- GB
- United Kingdom
- Prior art keywords
- reacting
- give
- acrylonitrile
- hexahydro
- triazine derivatives
- 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 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 3
- AYKYOOPFBCOXSL-UHFFFAOYSA-N (4-hydroxyphenyl)acetonitrile Chemical compound OC1=CC=C(CC#N)C=C1 AYKYOOPFBCOXSL-UHFFFAOYSA-N 0.000 abstract 2
- LKLLNYWECKEQIB-UHFFFAOYSA-N 1,3,5-triazinane Chemical class C1NCNCN1 LKLLNYWECKEQIB-UHFFFAOYSA-N 0.000 abstract 2
- BGJSXRVXTHVRSN-UHFFFAOYSA-N 1,3,5-trioxane Chemical compound C1OCOCO1 BGJSXRVXTHVRSN-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000006686 (C1-C24) alkyl group Chemical group 0.000 abstract 1
- FYBFGAFWCBMEDG-UHFFFAOYSA-N 1-[3,5-di(prop-2-enoyl)-1,3,5-triazinan-1-yl]prop-2-en-1-one Chemical compound C=CC(=O)N1CN(C(=O)C=C)CN(C(=O)C=C)C1 FYBFGAFWCBMEDG-UHFFFAOYSA-N 0.000 abstract 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 150000001336 alkenes Chemical class 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000004453 alkoxycarbonyl 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
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- -1 carbalkoxy Chemical group 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 125000001188 haloalkyl group Chemical group 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 150000002431 hydrogen Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 239000003381 stabilizer Substances 0.000 abstract 1
Classifications
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- C11B5/00—Preserving by using additives, e.g. anti-oxidants
- C11B5/0042—Preserving by using additives, e.g. anti-oxidants containing nitrogen
- C11B5/0064—Heterocyclic compounds containing nitrogen in the ring
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- 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
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Abstract
1320568 Hexahydro-s-triazine derivatives GAF CORP 2 June 1970 [5 June 1969] 26594/70 Heading C2C [Also in Divisions C3 and C5] Novel hexahydro-s-triazine derivatives have the following general formula wherein R and R<SP>1</SP> are each (C 1 -C 24 ) alkyl groups, or aryl, cycloalkyl or aralkyl groups, provided that when one of R and R<SP>1</SP> is alkyl, the other is hydrogen, halogen, or an alkoxy, carbalkoxy, haloalkyl, acyl or alkoxycarbonyl group; n is 0 or 1; A is an alkylene chain, and at least one of R and R<SP>1</SP> is ortho to the hydroxy group. The novel compounds may be prepared by either (a) reacting trioxane with acrylonitrile in the presence of H 2 SO 4 to give hexahydro- 1,3,5-triacrylyl-s-triazine and reacting this with a 2,6-dialkylphenol in the presence of a base, (b) reacting phenol with acrylonitrile in the presence of HCl and AlCl 3 to give 4-hydroxybenzyl cyanide, reacting this with an olefin in the presence of an acid to give 3,5-dialkyl-4- hydroxybenzylcyanide and reacting this with trioxane and the presence of H 2 SO 4 , (c) reacting 2,6-dialkylphenol with acrylonitrile to give the 3,5-dialkyl-4-hydroxybenzylcyanide and then continuing as in (b). The novel compounds may be used as stabilizers for polymers.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US83086169A | 1969-06-05 | 1969-06-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1320568A true GB1320568A (en) | 1973-06-13 |
Family
ID=25257835
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2659470A Expired GB1320568A (en) | 1969-06-05 | 1970-06-02 | Triazine derivatives |
Country Status (7)
| Country | Link |
|---|---|
| JP (1) | JPS4914236B1 (en) |
| BE (1) | BE751463A (en) |
| CH (1) | CH535598A (en) |
| DE (1) | DE2025566A1 (en) |
| FR (1) | FR2049912A5 (en) |
| GB (1) | GB1320568A (en) |
| NL (1) | NL7008253A (en) |
-
1970
- 1970-05-26 DE DE19702025566 patent/DE2025566A1/en active Pending
- 1970-06-01 JP JP45047546A patent/JPS4914236B1/ja active Pending
- 1970-06-02 GB GB2659470A patent/GB1320568A/en not_active Expired
- 1970-06-02 CH CH822170A patent/CH535598A/en not_active IP Right Cessation
- 1970-06-04 FR FR7020520A patent/FR2049912A5/fr not_active Expired
- 1970-06-04 BE BE751463A patent/BE751463A/en unknown
- 1970-06-05 NL NL7008253A patent/NL7008253A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| JPS4914236B1 (en) | 1974-04-05 |
| FR2049912A5 (en) | 1971-03-26 |
| BE751463A (en) | 1970-11-16 |
| NL7008253A (en) | 1970-12-08 |
| DE2025566A1 (en) | 1970-12-10 |
| CH535598A (en) | 1973-04-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| 48S | Specification amended (sect. 8/1949) | ||
| 49R | Reference inserted (sect. 9/1949) | ||
| SPA | Amended specification published | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |