DE1618109B1 - Verfahren zur Trennung von 1,5- und 1,8 Dinitronaphtalin - Google Patents
Verfahren zur Trennung von 1,5- und 1,8 DinitronaphtalinInfo
- Publication number
- DE1618109B1 DE1618109B1 DE19671618109 DE1618109A DE1618109B1 DE 1618109 B1 DE1618109 B1 DE 1618109B1 DE 19671618109 DE19671618109 DE 19671618109 DE 1618109 A DE1618109 A DE 1618109A DE 1618109 B1 DE1618109 B1 DE 1618109B1
- Authority
- DE
- Germany
- Prior art keywords
- dinitronaphthalene
- nitric acid
- separation
- weight
- percent
- 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.)
- Pending
Links
- 238000000926 separation method Methods 0.000 title claims description 21
- AVCSMMMOCOTIHF-UHFFFAOYSA-N 1,8-dinitronaphthalene Chemical compound C1=CC([N+]([O-])=O)=C2C([N+](=O)[O-])=CC=CC2=C1 AVCSMMMOCOTIHF-UHFFFAOYSA-N 0.000 title claims description 20
- 238000000034 method Methods 0.000 title claims description 7
- CUARLQDWYSRQDF-UHFFFAOYSA-N 5-Nitroacenaphthene Chemical compound C1CC2=CC=CC3=C2C1=CC=C3[N+](=O)[O-] CUARLQDWYSRQDF-UHFFFAOYSA-N 0.000 title claims description 5
- 229910017604 nitric acid Inorganic materials 0.000 claims description 32
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 31
- 239000000203 mixture Substances 0.000 claims description 25
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 17
- ZUTCJXFCHHDFJS-UHFFFAOYSA-N 1,5-dinitronaphthalene Chemical compound C1=CC=C2C([N+](=O)[O-])=CC=CC2=C1[N+]([O-])=O ZUTCJXFCHHDFJS-UHFFFAOYSA-N 0.000 claims description 13
- 238000001816 cooling Methods 0.000 claims description 8
- 239000000126 substance Substances 0.000 claims description 3
- 239000002904 solvent Substances 0.000 claims description 2
- 239000000243 solution Substances 0.000 claims 3
- 238000010790 dilution Methods 0.000 claims 1
- 239000012895 dilution Substances 0.000 claims 1
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 20
- 238000006396 nitration reaction Methods 0.000 description 7
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 7
- 239000000706 filtrate Substances 0.000 description 6
- 239000000725 suspension Substances 0.000 description 6
- ZXVONLUNISGICL-UHFFFAOYSA-N 4,6-dinitro-o-cresol Chemical group CC1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1O ZXVONLUNISGICL-UHFFFAOYSA-N 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- RJKGJBPXVHTNJL-UHFFFAOYSA-N 1-nitronaphthalene Chemical compound C1=CC=C2C([N+](=O)[O-])=CC=CC2=C1 RJKGJBPXVHTNJL-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000012452 mother liquor Substances 0.000 description 3
- 230000007935 neutral effect Effects 0.000 description 3
- 230000000802 nitrating effect Effects 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- XNKFCDGEFCOQOM-UHFFFAOYSA-N 1,2-dinitronaphthalene Chemical compound C1=CC=CC2=C([N+]([O-])=O)C([N+](=O)[O-])=CC=C21 XNKFCDGEFCOQOM-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000002329 infrared spectrum Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- UEJJHQNACJXSKW-UHFFFAOYSA-N 2-(2,6-dioxopiperidin-3-yl)-1H-isoindole-1,3(2H)-dione Chemical compound O=C1C2=CC=CC=C2C(=O)N1C1CCC(=O)NC1=O UEJJHQNACJXSKW-UHFFFAOYSA-N 0.000 description 1
- NZLCSOJPSOONFE-UHFFFAOYSA-N C(=O)N(C)C.C1=CC=CC2=CC=CC=C12 Chemical class C(=O)N(C)C.C1=CC=CC2=CC=CC=C12 NZLCSOJPSOONFE-UHFFFAOYSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 238000005121 nitriding Methods 0.000 description 1
- GQPLMRYTRLFLPF-UHFFFAOYSA-N nitrous oxide Inorganic materials [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- 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
- C07C201/16—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/06—Compounds containing nitro groups bound to a carbon skeleton having nitro groups bound to carbon atoms of six-membered aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US709928A US3506725A (en) | 1967-03-11 | 1968-03-04 | Separating 1,5-dinitronaphthalene from 1,8-dinitronaphthalene |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB0091588 | 1967-03-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1618109B1 true DE1618109B1 (de) | 1970-10-29 |
Family
ID=6985928
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19671618109 Pending DE1618109B1 (de) | 1967-03-11 | 1967-03-11 | Verfahren zur Trennung von 1,5- und 1,8 Dinitronaphtalin |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE711990A (enrdf_load_stackoverflow) |
| CH (1) | CH498800A (enrdf_load_stackoverflow) |
| DE (1) | DE1618109B1 (enrdf_load_stackoverflow) |
| FR (1) | FR1556690A (enrdf_load_stackoverflow) |
| GB (1) | GB1209074A (enrdf_load_stackoverflow) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2926947C2 (de) * | 1979-07-04 | 1982-03-18 | Hoechst Ag, 6000 Frankfurt | Verfahren zur Entfernung von Nitrosierungsmittel (n) aus nitrierten aromatischen Verbindungen |
| CN114805079B (zh) * | 2022-04-28 | 2024-07-05 | 宁夏瑞泰科技股份有限公司 | 一种连续式制备二硝基萘的方法 |
-
1967
- 1967-03-11 DE DE19671618109 patent/DE1618109B1/de active Pending
-
1968
- 1968-03-05 CH CH322268A patent/CH498800A/de not_active IP Right Cessation
- 1968-03-07 GB GB1107668A patent/GB1209074A/en not_active Expired
- 1968-03-11 BE BE711990D patent/BE711990A/xx unknown
- 1968-03-11 FR FR1556690D patent/FR1556690A/fr not_active Expired
Non-Patent Citations (1)
| Title |
|---|
| None * |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1556690A (enrdf_load_stackoverflow) | 1968-12-30 |
| BE711990A (enrdf_load_stackoverflow) | 1968-09-11 |
| GB1209074A (en) | 1970-10-14 |
| CH498800A (de) | 1970-11-15 |
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