DE1670214C3 - Verfahren zur Herstellung von Tris-(N-ßhydroxyalkyl-)isocyanursäuren - Google Patents
Verfahren zur Herstellung von Tris-(N-ßhydroxyalkyl-)isocyanursäurenInfo
- Publication number
- DE1670214C3 DE1670214C3 DE1967B0092227 DEB0092227A DE1670214C3 DE 1670214 C3 DE1670214 C3 DE 1670214C3 DE 1967B0092227 DE1967B0092227 DE 1967B0092227 DE B0092227 A DEB0092227 A DE B0092227A DE 1670214 C3 DE1670214 C3 DE 1670214C3
- Authority
- DE
- Germany
- Prior art keywords
- reaction
- tris
- acids
- alkylene oxides
- cyanuric acid
- 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
- 238000000034 method Methods 0.000 title claims description 12
- 239000007983 Tris buffer Substances 0.000 title claims description 8
- 150000007973 cyanuric acids Chemical class 0.000 title claims description 8
- 238000002360 preparation method Methods 0.000 title claims 3
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims description 17
- 238000006243 chemical reaction Methods 0.000 claims description 13
- 125000002947 alkylene group Chemical group 0.000 claims description 11
- 239000002904 solvent Substances 0.000 claims description 11
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 5
- 239000000243 solution Substances 0.000 claims description 4
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 238000000746 purification Methods 0.000 claims description 2
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 6
- 239000003054 catalyst Substances 0.000 claims 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 3
- 239000002253 acid Substances 0.000 claims 2
- 150000007513 acids Chemical class 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 239000012442 inert solvent Substances 0.000 claims 2
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 claims 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims 1
- GELKGHVAFRCJNA-UHFFFAOYSA-N 2,2-Dimethyloxirane Chemical compound CC1(C)CO1 GELKGHVAFRCJNA-UHFFFAOYSA-N 0.000 claims 1
- IZXIZTKNFFYFOF-UHFFFAOYSA-N 2-Oxazolidone Chemical class O=C1NCCO1 IZXIZTKNFFYFOF-UHFFFAOYSA-N 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 1
- 239000005977 Ethylene Substances 0.000 claims 1
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 claims 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims 1
- 241000158147 Sator Species 0.000 claims 1
- QGLZXHRNAYXIBU-WEVVVXLNSA-N aldicarb Chemical class CNC(=O)O\N=C\C(C)(C)SC QGLZXHRNAYXIBU-WEVVVXLNSA-N 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 238000009835 boiling Methods 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 239000003431 cross linking reagent Substances 0.000 claims 1
- 238000002474 experimental method Methods 0.000 claims 1
- 239000007788 liquid Substances 0.000 claims 1
- 239000000463 material Substances 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 239000012452 mother liquor Substances 0.000 claims 1
- 150000002924 oxiranes Chemical group 0.000 claims 1
- 229920000642 polymer Polymers 0.000 claims 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims 1
- 238000001953 recrystallisation Methods 0.000 claims 1
- 238000007086 side reaction Methods 0.000 claims 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims 1
- UMFCIIBZHQXRCJ-NSCUHMNNSA-N trans-anol Chemical compound C\C=C\C1=CC=C(O)C=C1 UMFCIIBZHQXRCJ-NSCUHMNNSA-N 0.000 claims 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
Classifications
-
- 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
- C07D251/34—Cyanuric or isocyanuric esters
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1967B0092227 DE1670214C3 (de) | 1967-04-25 | 1967-04-25 | Verfahren zur Herstellung von Tris-(N-ßhydroxyalkyl-)isocyanursäuren |
| FR1560174D FR1560174A (enExample) | 1967-04-25 | 1968-04-23 | |
| GB1928568A GB1213564A (en) | 1967-04-25 | 1968-04-24 | PRODUCTION OF TRIS-(N - beta-HYDROXYALKYL)-ISOCYANURIC ACIDS |
| BE714110D BE714110A (enExample) | 1967-04-25 | 1968-04-24 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1967B0092227 DE1670214C3 (de) | 1967-04-25 | 1967-04-25 | Verfahren zur Herstellung von Tris-(N-ßhydroxyalkyl-)isocyanursäuren |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE1670214A1 DE1670214A1 (de) | 1971-01-21 |
| DE1670214B2 DE1670214B2 (de) | 1976-03-04 |
| DE1670214C3 true DE1670214C3 (de) | 1979-11-15 |
Family
ID=6986271
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1967B0092227 Expired DE1670214C3 (de) | 1967-04-25 | 1967-04-25 | Verfahren zur Herstellung von Tris-(N-ßhydroxyalkyl-)isocyanursäuren |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE714110A (enExample) |
| DE (1) | DE1670214C3 (enExample) |
| FR (1) | FR1560174A (enExample) |
| GB (1) | GB1213564A (enExample) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL7800770A (nl) * | 1978-01-23 | 1979-07-25 | Stamicarbon | Bereiding van tris (n-beta-hydroxypropyl) isocyanuraat. |
| DE19510325A1 (de) * | 1995-03-22 | 1996-09-26 | Basf Ag | Verfahren zur Herstellung von 1,3,5-Tris-(2-hydroxyalkyl)-isocyanuraten |
-
1967
- 1967-04-25 DE DE1967B0092227 patent/DE1670214C3/de not_active Expired
-
1968
- 1968-04-23 FR FR1560174D patent/FR1560174A/fr not_active Expired
- 1968-04-24 GB GB1928568A patent/GB1213564A/en not_active Expired
- 1968-04-24 BE BE714110D patent/BE714110A/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| DE1670214B2 (de) | 1976-03-04 |
| FR1560174A (enExample) | 1969-03-14 |
| GB1213564A (en) | 1970-11-25 |
| BE714110A (enExample) | 1968-10-24 |
| DE1670214A1 (de) | 1971-01-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) |