CN1123790A - 制备芳香胺的方法 - Google Patents
制备芳香胺的方法 Download PDFInfo
- Publication number
- CN1123790A CN1123790A CN95116325A CN95116325A CN1123790A CN 1123790 A CN1123790 A CN 1123790A CN 95116325 A CN95116325 A CN 95116325A CN 95116325 A CN95116325 A CN 95116325A CN 1123790 A CN1123790 A CN 1123790A
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Links
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- 238000000034 method Methods 0.000 title claims description 50
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- 239000003054 catalyst Substances 0.000 claims abstract description 60
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 45
- 239000001257 hydrogen Substances 0.000 claims abstract description 45
- 239000007789 gas Substances 0.000 claims abstract description 42
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 37
- -1 aromatic nitro compounds Chemical class 0.000 claims abstract description 33
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 30
- 238000005984 hydrogenation reaction Methods 0.000 claims abstract description 26
- 238000006243 chemical reaction Methods 0.000 claims abstract description 24
- 150000002431 hydrogen Chemical class 0.000 claims abstract description 15
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- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 10
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- 150000002739 metals Chemical class 0.000 claims abstract 2
- 238000000746 purification Methods 0.000 claims abstract 2
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- 238000005457 optimization Methods 0.000 claims description 12
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 5
- 229910052707 ruthenium Inorganic materials 0.000 claims description 5
- 238000009833 condensation Methods 0.000 claims description 4
- 230000005494 condensation Effects 0.000 claims description 4
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- 229910052720 vanadium Inorganic materials 0.000 claims description 4
- 230000008021 deposition Effects 0.000 claims description 3
- 238000000926 separation method Methods 0.000 claims description 3
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- 125000003277 amino group Chemical group 0.000 abstract 2
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- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 2
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- LWIHDJKSTIGBAC-UHFFFAOYSA-K tripotassium phosphate Chemical compound [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 2
- FVHAWXWFPBPFOS-UHFFFAOYSA-N 1,2-dimethyl-3-nitrobenzene Chemical group CC1=CC=CC([N+]([O-])=O)=C1C FVHAWXWFPBPFOS-UHFFFAOYSA-N 0.000 description 1
- CDULGHZNHURECF-UHFFFAOYSA-N 2,3-dimethylaniline 2,4-dimethylaniline 2,5-dimethylaniline 2,6-dimethylaniline 3,4-dimethylaniline 3,5-dimethylaniline Chemical group CC1=CC=C(N)C(C)=C1.CC1=CC=C(C)C(N)=C1.CC1=CC(C)=CC(N)=C1.CC1=CC=C(N)C=C1C.CC1=CC=CC(N)=C1C.CC1=CC=CC(C)=C1N CDULGHZNHURECF-UHFFFAOYSA-N 0.000 description 1
- KWSLGOVYXMQPPX-UHFFFAOYSA-N 5-[3-(trifluoromethyl)phenyl]-2h-tetrazole Chemical compound FC(F)(F)C1=CC=CC(C2=NNN=N2)=C1 KWSLGOVYXMQPPX-UHFFFAOYSA-N 0.000 description 1
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- 241000640882 Condea Species 0.000 description 1
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- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
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- 241000720974 Protium Species 0.000 description 1
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- 238000006887 Ullmann reaction Methods 0.000 description 1
- LXASOGUHMSNFCR-UHFFFAOYSA-D [V+5].[V+5].[O-]C(=O)C([O-])=O.[O-]C(=O)C([O-])=O.[O-]C(=O)C([O-])=O.[O-]C(=O)C([O-])=O.[O-]C(=O)C([O-])=O Chemical compound [V+5].[V+5].[O-]C(=O)C([O-])=O.[O-]C(=O)C([O-])=O.[O-]C(=O)C([O-])=O.[O-]C(=O)C([O-])=O.[O-]C(=O)C([O-])=O LXASOGUHMSNFCR-UHFFFAOYSA-D 0.000 description 1
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- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- 229940045641 monobasic sodium phosphate Drugs 0.000 description 1
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- GEVPUGOOGXGPIO-UHFFFAOYSA-N oxalic acid;dihydrate Chemical compound O.O.OC(=O)C(O)=O GEVPUGOOGXGPIO-UHFFFAOYSA-N 0.000 description 1
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- 238000005245 sintering Methods 0.000 description 1
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 229910001379 sodium hypophosphite Inorganic materials 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
- 229960003339 sodium phosphate Drugs 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
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- 150000004684 trihydrates Chemical class 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
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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
- C07C209/30—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds
- C07C209/32—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of nitro groups
- C07C209/36—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of nitro groups by reduction of nitro groups bound to carbon atoms of six-membered aromatic rings in presence of hydrogen-containing gases and a catalyst
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Description
Claims (10)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE4428017A DE4428017A1 (de) | 1994-08-08 | 1994-08-08 | Verfahren zur Herstellung von aromatischen Aminen |
DEP4428017.3 | 1994-08-08 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1123790A true CN1123790A (zh) | 1996-06-05 |
CN1073084C CN1073084C (zh) | 2001-10-17 |
Family
ID=6525176
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN95116325A Expired - Fee Related CN1073084C (zh) | 1994-08-08 | 1995-08-08 | 制备芳香胺的方法 |
Country Status (8)
Country | Link |
---|---|
US (1) | US5808157A (zh) |
EP (1) | EP0696573B1 (zh) |
JP (1) | JP3847817B2 (zh) |
CN (1) | CN1073084C (zh) |
CA (1) | CA2155563A1 (zh) |
CZ (1) | CZ288096B6 (zh) |
DE (2) | DE4428017A1 (zh) |
ES (1) | ES2131239T3 (zh) |
Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN100415375C (zh) * | 2003-10-13 | 2008-09-03 | 拜尔材料科学股份公司 | 非均相催化氢化制备芳香胺的方法 |
CN101113135B (zh) * | 2006-07-29 | 2012-06-20 | 拜尔材料科学股份公司 | 生产芳族胺的方法 |
CN102811996A (zh) * | 2010-03-18 | 2012-12-05 | 亨茨曼国际有限公司 | 将芳香族硝基化合物转化为胺的方法 |
CN103288651A (zh) * | 2013-06-20 | 2013-09-11 | 广西大学 | 一种硝基苯催化加氢合成苯胺的方法 |
CN106800493A (zh) * | 2017-01-16 | 2017-06-06 | 三峡大学 | 一种芳硝基还原为芳胺的方法 |
CN106977406A (zh) * | 2017-03-10 | 2017-07-25 | 江苏华达化工集团有限公司 | 连续釜式催化加氢合成氨基萘的方法 |
CN108623476A (zh) * | 2018-06-28 | 2018-10-09 | 万华化学集团股份有限公司 | 一种硝基化合物加氢制备胺类产品的方法 |
CN114286812A (zh) * | 2019-08-30 | 2022-04-05 | 科思创德国股份有限公司 | 氢化芳族硝基化合物的方法 |
CN115155570A (zh) * | 2022-06-21 | 2022-10-11 | 浙江理工大学 | 一种双金属掺杂钌碳催化剂的制备方法及其应用 |
CN117358235A (zh) * | 2023-08-01 | 2024-01-09 | 江苏清泉化学股份有限公司 | 一种用于连续加氢制备macm的催化剂及其制备方法和应用 |
CN114286812B (zh) * | 2019-08-30 | 2024-07-26 | 科思创德国股份有限公司 | 氢化芳族硝基化合物的方法 |
Families Citing this family (34)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19521670A1 (de) * | 1995-06-14 | 1996-12-19 | Bayer Ag | Verfahren und Katalysator zur Herstellung von aromatischen Aminen durch Gasphasenhydrierung |
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-
1995
- 1995-07-31 DE DE59505480T patent/DE59505480D1/de not_active Expired - Lifetime
- 1995-07-31 EP EP95111997A patent/EP0696573B1/de not_active Expired - Lifetime
- 1995-07-31 ES ES95111997T patent/ES2131239T3/es not_active Expired - Lifetime
- 1995-08-04 US US08/511,165 patent/US5808157A/en not_active Expired - Lifetime
- 1995-08-07 CZ CZ19952016A patent/CZ288096B6/cs not_active IP Right Cessation
- 1995-08-07 CA CA002155563A patent/CA2155563A1/en not_active Abandoned
- 1995-08-08 CN CN95116325A patent/CN1073084C/zh not_active Expired - Fee Related
- 1995-08-08 JP JP22117695A patent/JP3847817B2/ja not_active Expired - Fee Related
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Also Published As
Publication number | Publication date |
---|---|
DE4428017A1 (de) | 1996-02-15 |
JPH0859570A (ja) | 1996-03-05 |
ES2131239T3 (es) | 1999-07-16 |
EP0696573B1 (de) | 1999-03-31 |
CN1073084C (zh) | 2001-10-17 |
CA2155563A1 (en) | 1996-02-09 |
JP3847817B2 (ja) | 2006-11-22 |
DE59505480D1 (de) | 1999-05-06 |
EP0696573A1 (de) | 1996-02-14 |
CZ288096B6 (cs) | 2001-04-11 |
CZ9502016A3 (en) | 1996-05-15 |
US5808157A (en) | 1998-09-15 |
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