DE829168C - Verfahren zur Herstellung von reinem, gut kristallisiertem Hexanitrodiphenylamin - Google Patents
Verfahren zur Herstellung von reinem, gut kristallisiertem HexanitrodiphenylaminInfo
- Publication number
- DE829168C DE829168C DEN448A DEN0000448A DE829168C DE 829168 C DE829168 C DE 829168C DE N448 A DEN448 A DE N448A DE N0000448 A DEN0000448 A DE N0000448A DE 829168 C DE829168 C DE 829168C
- Authority
- DE
- Germany
- Prior art keywords
- acid
- nitration
- stage
- hexanitrodiphenylamine
- pure
- 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 23
- CBCIHIVRDWLAME-UHFFFAOYSA-N hexanitrodiphenylamine Chemical compound [O-][N+](=O)C1=CC([N+](=O)[O-])=CC([N+]([O-])=O)=C1NC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O CBCIHIVRDWLAME-UHFFFAOYSA-N 0.000 title description 15
- 238000002360 preparation method Methods 0.000 title description 2
- 239000002253 acid Substances 0.000 claims description 41
- 238000006396 nitration reaction Methods 0.000 claims description 38
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 28
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 20
- 229910017604 nitric acid Inorganic materials 0.000 claims description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 17
- 230000000802 nitrating effect Effects 0.000 claims description 16
- 239000000203 mixture Substances 0.000 claims description 14
- KFRLDGDNVDFWRP-UHFFFAOYSA-N 2,3-dinitro-n-phenylaniline Chemical compound [O-][N+](=O)C1=CC=CC(NC=2C=CC=CC=2)=C1[N+]([O-])=O KFRLDGDNVDFWRP-UHFFFAOYSA-N 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 5
- -1 dinitro compound Chemical class 0.000 claims description 5
- 238000010790 dilution Methods 0.000 claims description 2
- 239000012895 dilution Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000000047 product Substances 0.000 description 11
- 239000013078 crystal Substances 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 238000001816 cooling Methods 0.000 description 4
- 238000002425 crystallisation Methods 0.000 description 4
- 230000008025 crystallization Effects 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 238000005119 centrifugation Methods 0.000 description 3
- 230000002349 favourable effect Effects 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- RHTVQEPJVKUMPI-UHFFFAOYSA-N 2,4-dinitro-n-phenylaniline Chemical compound [O-][N+](=O)C1=CC([N+](=O)[O-])=CC=C1NC1=CC=CC=C1 RHTVQEPJVKUMPI-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 238000005121 nitriding Methods 0.000 description 2
- 159000000001 potassium salts Chemical class 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 239000010802 sludge Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- LZGUHMNOBNWABZ-UHFFFAOYSA-N n-nitro-n-phenylnitramide Chemical compound [O-][N+](=O)N([N+]([O-])=O)C1=CC=CC=C1 LZGUHMNOBNWABZ-UHFFFAOYSA-N 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 239000013535 sea water Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/68—Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton
- C07C209/76—Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton by nitration
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C201/00—Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
- C07C201/06—Preparation of nitro compounds
- C07C201/08—Preparation of nitro compounds by substitution of hydrogen atoms by nitro groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL694490X | 1949-06-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE829168C true DE829168C (de) | 1952-01-24 |
Family
ID=19808829
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEN448A Expired DE829168C (de) | 1949-06-30 | 1950-01-31 | Verfahren zur Herstellung von reinem, gut kristallisiertem Hexanitrodiphenylamin |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US2612523A (en, 2012) |
| BE (1) | BE493543A (en, 2012) |
| DE (1) | DE829168C (en, 2012) |
| FR (1) | FR1015837A (en, 2012) |
| GB (1) | GB694490A (en, 2012) |
| NL (2) | NL72050C (en, 2012) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2137283B1 (en, 2012) * | 1971-05-18 | 1973-05-11 | France Etat |
-
0
- NL NL696917285A patent/NL147303B/xx unknown
- NL NL72050D patent/NL72050C/xx active
- BE BE493543D patent/BE493543A/xx unknown
-
1950
- 1950-01-30 GB GB2421/50A patent/GB694490A/en not_active Expired
- 1950-01-31 FR FR1015837D patent/FR1015837A/fr not_active Expired
- 1950-01-31 DE DEN448A patent/DE829168C/de not_active Expired
- 1950-06-27 US US170706A patent/US2612523A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| NL147303B (nl) | |
| US2612523A (en) | 1952-09-30 |
| GB694490A (en) | 1953-07-22 |
| BE493543A (en, 2012) | |
| NL72050C (en, 2012) | |
| FR1015837A (fr) | 1952-10-24 |
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