JP2010520169A - アミノニトリルの製造方法 - Google Patents
アミノニトリルの製造方法 Download PDFInfo
- Publication number
- JP2010520169A JP2010520169A JP2009551209A JP2009551209A JP2010520169A JP 2010520169 A JP2010520169 A JP 2010520169A JP 2009551209 A JP2009551209 A JP 2009551209A JP 2009551209 A JP2009551209 A JP 2009551209A JP 2010520169 A JP2010520169 A JP 2010520169A
- Authority
- JP
- Japan
- Prior art keywords
- aan
- mixture
- idan
- crude
- mol
- 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
- 125000005219 aminonitrile group Chemical group 0.000 title claims abstract description 33
- 238000004519 manufacturing process Methods 0.000 title claims description 10
- DFNYGALUNNFWKJ-UHFFFAOYSA-N aminoacetonitrile Chemical compound NCC#N DFNYGALUNNFWKJ-UHFFFAOYSA-N 0.000 claims abstract description 83
- BSRDNMMLQYNQQD-UHFFFAOYSA-N iminodiacetonitrile Chemical compound N#CCNCC#N BSRDNMMLQYNQQD-UHFFFAOYSA-N 0.000 claims abstract description 51
- 239000000203 mixture Substances 0.000 claims abstract description 46
- 238000000034 method Methods 0.000 claims abstract description 45
- 230000008569 process Effects 0.000 claims abstract description 31
- LTYRAPJYLUPLCI-UHFFFAOYSA-N glycolonitrile Chemical compound OCC#N LTYRAPJYLUPLCI-UHFFFAOYSA-N 0.000 claims abstract description 29
- 238000002360 preparation method Methods 0.000 claims abstract description 8
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 claims description 8
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 8
- 230000015572 biosynthetic process Effects 0.000 claims description 8
- UYMKPFRHYYNDTL-UHFFFAOYSA-N ethenamine Chemical compound NC=C UYMKPFRHYYNDTL-UHFFFAOYSA-N 0.000 claims description 8
- 238000005984 hydrogenation reaction Methods 0.000 claims description 8
- 238000003786 synthesis reaction Methods 0.000 claims description 8
- 239000011552 falling film Substances 0.000 claims description 4
- 239000010409 thin film Substances 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 3
- 238000009903 catalytic hydrogenation reaction Methods 0.000 claims 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 52
- 238000006243 chemical reaction Methods 0.000 description 28
- 229910021529 ammonia Inorganic materials 0.000 description 25
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 16
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 description 14
- 238000004821 distillation Methods 0.000 description 4
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- 230000008020 evaporation Effects 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000013067 intermediate product Substances 0.000 description 2
- 238000002955 isolation Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 238000000066 reactive distillation Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000002253 acid Substances 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000008361 aminoacetonitriles Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 230000008570 general process Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000017525 heat dissipation Effects 0.000 description 1
- 235000010299 hexamethylene tetramine Nutrition 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/30—Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/44—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of carboxylic acids or esters thereof in presence of ammonia or amines, or by reduction of nitriles, carboxylic acid amides, imines or imino-ethers
- C07C209/48—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of carboxylic acids or esters thereof in presence of ammonia or amines, or by reduction of nitriles, carboxylic acid amides, imines or imino-ethers by reduction of nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
- C07C211/20—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an acyclic unsaturated carbon skeleton
- C07C211/21—Monoamines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/24—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the same saturated acyclic carbon skeleton
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)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP07103285 | 2007-03-01 | ||
| PCT/EP2008/052412 WO2008104581A1 (de) | 2007-03-01 | 2008-02-28 | Verfahren zur herstellung von aminonitrilen |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2010520169A true JP2010520169A (ja) | 2010-06-10 |
| JP2010520169A5 JP2010520169A5 (enExample) | 2011-04-14 |
Family
ID=39365482
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009551209A Pending JP2010520169A (ja) | 2007-03-01 | 2008-02-28 | アミノニトリルの製造方法 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US8153845B2 (enExample) |
| EP (1) | EP2132164A1 (enExample) |
| JP (1) | JP2010520169A (enExample) |
| KR (1) | KR20090121293A (enExample) |
| CN (1) | CN101627005A (enExample) |
| WO (1) | WO2008104581A1 (enExample) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2010520175A (ja) * | 2007-03-01 | 2010-06-10 | ビーエーエスエフ ソシエタス・ヨーロピア | エチレンジアミンの製造方法 |
| JP2010520171A (ja) * | 2007-03-01 | 2010-06-10 | ビーエーエスエフ ソシエタス・ヨーロピア | エチレンアミンの製造方法 |
| JP2010520167A (ja) * | 2007-03-01 | 2010-06-10 | ビーエーエスエフ ソシエタス・ヨーロピア | 原料aanからのエチレンアミンの製造方法 |
| JP2010520164A (ja) * | 2007-03-01 | 2010-06-10 | ビーエーエスエフ ソシエタス・ヨーロピア | エチレンアミン混合物の製造方法 |
| JP2014525941A (ja) * | 2011-08-31 | 2014-10-02 | ビーエーエスエフ ソシエタス・ヨーロピア | Edfaおよび/またはedmfaとhcnとの反応によりeddnおよび/またはedmnを製造する方法 |
| JP2014527538A (ja) * | 2011-08-31 | 2014-10-16 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | Eddnおよび/またはedmnを製造する方法 |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2012512826A (ja) | 2008-12-19 | 2012-06-07 | ビーエーエスエフ ソシエタス・ヨーロピア | 純粋なトリエタノールアミン(teoa)の製造法 |
| IT1395127B1 (it) * | 2009-07-30 | 2012-09-05 | Saipem Spa | Procedimento per il recupero di ammoniaca da una corrente gassosa |
| CN113402407A (zh) * | 2021-06-16 | 2021-09-17 | 上海蓝科石化环保科技股份有限公司 | 一种羟基乙腈氨化反应装置及工艺 |
Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2511487A (en) * | 1946-08-08 | 1950-06-13 | Du Pont | Synthesis of iminodiacetonitrile |
| JPS5233621A (en) * | 1975-09-08 | 1977-03-14 | Grace W R & Co | Method of manufacturing iminoodiacetonitrile |
| JPS62187437A (ja) * | 1986-02-13 | 1987-08-15 | Mitsui Toatsu Chem Inc | ポリエチレンポリアミンの製造方法 |
| JPS62212357A (ja) * | 1986-03-06 | 1987-09-18 | モンサント カンパニ− | イミノジアセトニトリルの製造方法 |
| JPH02196766A (ja) * | 1989-01-25 | 1990-08-03 | Mitsui Toatsu Chem Inc | アミノアセトニトリルの製造方法 |
| JPH0386856A (ja) * | 1989-08-14 | 1991-04-11 | Monsanto Co | イミノジアセトニトリルおよびイミノジ酢酸の製造方法 |
| US5079380A (en) * | 1990-05-23 | 1992-01-07 | W. R. Grace & Co.-Conn. | Adiabatic process for the preparation of glycinonitrile |
| JPH04193854A (ja) * | 1989-10-26 | 1992-07-13 | W R Grace & Co | グリコール酸ニトリルからのイミノジアセトニトリルの製造 |
| JPH04202163A (ja) * | 1990-11-30 | 1992-07-22 | Mitsui Toatsu Chem Inc | エチレンアミン類の製造法 |
| JP2010520167A (ja) * | 2007-03-01 | 2010-06-10 | ビーエーエスエフ ソシエタス・ヨーロピア | 原料aanからのエチレンアミンの製造方法 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3988360A (en) * | 1973-11-15 | 1976-10-26 | W. R. Grace & Co. | Process for preparing iminodiacetonitrile |
| US4404167A (en) * | 1979-05-14 | 1983-09-13 | Rozenfeld Iosif L | Protecting steel and ferrous metals against H2 S corrosion |
| US4895971A (en) * | 1988-10-31 | 1990-01-23 | W. R. Grace & Co.-Conn. | Process for the production of iminodiacetonitrile |
| DE10056840A1 (de) | 2000-11-16 | 2002-05-23 | Basf Ag | Verfahren zur Hydrierung von Nitrilen an Raney-Katalysatoren |
| EP2132162B1 (de) * | 2007-03-01 | 2011-06-22 | Basf Se | Verfahren zur herstellung von ethylenaminen |
-
2008
- 2008-02-28 KR KR1020097018179A patent/KR20090121293A/ko not_active Withdrawn
- 2008-02-28 JP JP2009551209A patent/JP2010520169A/ja active Pending
- 2008-02-28 US US12/529,096 patent/US8153845B2/en not_active Expired - Fee Related
- 2008-02-28 WO PCT/EP2008/052412 patent/WO2008104581A1/de not_active Ceased
- 2008-02-28 EP EP08717209A patent/EP2132164A1/de not_active Withdrawn
- 2008-02-28 CN CN200880006358A patent/CN101627005A/zh active Pending
Patent Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2511487A (en) * | 1946-08-08 | 1950-06-13 | Du Pont | Synthesis of iminodiacetonitrile |
| JPS5233621A (en) * | 1975-09-08 | 1977-03-14 | Grace W R & Co | Method of manufacturing iminoodiacetonitrile |
| JPS62187437A (ja) * | 1986-02-13 | 1987-08-15 | Mitsui Toatsu Chem Inc | ポリエチレンポリアミンの製造方法 |
| JPS62212357A (ja) * | 1986-03-06 | 1987-09-18 | モンサント カンパニ− | イミノジアセトニトリルの製造方法 |
| JPH02196766A (ja) * | 1989-01-25 | 1990-08-03 | Mitsui Toatsu Chem Inc | アミノアセトニトリルの製造方法 |
| JPH0386856A (ja) * | 1989-08-14 | 1991-04-11 | Monsanto Co | イミノジアセトニトリルおよびイミノジ酢酸の製造方法 |
| JPH04193854A (ja) * | 1989-10-26 | 1992-07-13 | W R Grace & Co | グリコール酸ニトリルからのイミノジアセトニトリルの製造 |
| US5079380A (en) * | 1990-05-23 | 1992-01-07 | W. R. Grace & Co.-Conn. | Adiabatic process for the preparation of glycinonitrile |
| JPH04202163A (ja) * | 1990-11-30 | 1992-07-22 | Mitsui Toatsu Chem Inc | エチレンアミン類の製造法 |
| JP2010520167A (ja) * | 2007-03-01 | 2010-06-10 | ビーエーエスエフ ソシエタス・ヨーロピア | 原料aanからのエチレンアミンの製造方法 |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2010520175A (ja) * | 2007-03-01 | 2010-06-10 | ビーエーエスエフ ソシエタス・ヨーロピア | エチレンジアミンの製造方法 |
| JP2010520171A (ja) * | 2007-03-01 | 2010-06-10 | ビーエーエスエフ ソシエタス・ヨーロピア | エチレンアミンの製造方法 |
| JP2010520167A (ja) * | 2007-03-01 | 2010-06-10 | ビーエーエスエフ ソシエタス・ヨーロピア | 原料aanからのエチレンアミンの製造方法 |
| JP2010520164A (ja) * | 2007-03-01 | 2010-06-10 | ビーエーエスエフ ソシエタス・ヨーロピア | エチレンアミン混合物の製造方法 |
| JP2014525941A (ja) * | 2011-08-31 | 2014-10-02 | ビーエーエスエフ ソシエタス・ヨーロピア | Edfaおよび/またはedmfaとhcnとの反応によりeddnおよび/またはedmnを製造する方法 |
| JP2014527538A (ja) * | 2011-08-31 | 2014-10-16 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | Eddnおよび/またはedmnを製造する方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| KR20090121293A (ko) | 2009-11-25 |
| WO2008104581A1 (de) | 2008-09-04 |
| CN101627005A (zh) | 2010-01-13 |
| US8153845B2 (en) | 2012-04-10 |
| US20100016625A1 (en) | 2010-01-21 |
| EP2132164A1 (de) | 2009-12-16 |
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