ES2355367T3 - Uso de al menos un ácido carboxílico para incrementar el rendimiento de acetonitrilo en la amoxidación de ácidos carboxílicos hasta una mezcla de nitrilos. - Google Patents
Uso de al menos un ácido carboxílico para incrementar el rendimiento de acetonitrilo en la amoxidación de ácidos carboxílicos hasta una mezcla de nitrilos. Download PDFInfo
- Publication number
- ES2355367T3 ES2355367T3 ES03729057T ES03729057T ES2355367T3 ES 2355367 T3 ES2355367 T3 ES 2355367T3 ES 03729057 T ES03729057 T ES 03729057T ES 03729057 T ES03729057 T ES 03729057T ES 2355367 T3 ES2355367 T3 ES 2355367T3
- Authority
- ES
- Spain
- Prior art keywords
- carboxylic acid
- acetonitrile
- amoxidation
- ammonia
- mixture
- 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 - Lifetime
Links
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 title claims abstract description 99
- 150000001735 carboxylic acids Chemical class 0.000 title claims description 92
- 239000000203 mixture Substances 0.000 title claims description 30
- 239000002253 acid Substances 0.000 title description 10
- -1 CARBOXYL Chemical class 0.000 title description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims abstract description 69
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims abstract description 35
- 229910021529 ammonia Inorganic materials 0.000 claims abstract description 34
- 239000003054 catalyst Substances 0.000 claims abstract description 26
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 claims abstract description 26
- 238000006243 chemical reaction Methods 0.000 claims abstract description 23
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims abstract description 20
- 238000000034 method Methods 0.000 claims abstract description 19
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims abstract description 17
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims abstract description 17
- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 16
- 150000002430 hydrocarbons Chemical class 0.000 claims abstract description 16
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 15
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims abstract description 14
- 229910001882 dioxygen Inorganic materials 0.000 claims abstract description 14
- 239000001294 propane Substances 0.000 claims abstract description 10
- 239000000376 reactant Substances 0.000 claims abstract description 9
- 239000007789 gas Substances 0.000 claims abstract description 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 76
- 235000011054 acetic acid Nutrition 0.000 claims description 24
- 150000003863 ammonium salts Chemical class 0.000 claims description 12
- 150000003839 salts Chemical class 0.000 claims description 11
- 239000007864 aqueous solution Substances 0.000 claims description 7
- 235000019260 propionic acid Nutrition 0.000 claims description 5
- 150000001412 amines Chemical class 0.000 claims description 2
- 235000019253 formic acid Nutrition 0.000 claims description 2
- 150000001243 acetic acids Chemical class 0.000 claims 1
- 150000004674 formic acids Chemical class 0.000 claims 1
- 150000004672 propanoic acids Chemical class 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 3
- 239000007788 liquid Substances 0.000 description 18
- 238000004519 manufacturing process Methods 0.000 description 15
- 239000000047 product Substances 0.000 description 13
- 239000012530 fluid Substances 0.000 description 9
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- BDAGIHXWWSANSR-UHFFFAOYSA-N formic acid Substances OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 6
- 150000002825 nitriles Chemical class 0.000 description 6
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 5
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 229910052742 iron Inorganic materials 0.000 description 4
- 238000010791 quenching Methods 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 229910052804 chromium Inorganic materials 0.000 description 3
- 150000002894 organic compounds Chemical class 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- 229910052718 tin Inorganic materials 0.000 description 3
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 2
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 2
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 2
- 235000011130 ammonium sulphate Nutrition 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 238000000895 extractive distillation Methods 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910052750 molybdenum Inorganic materials 0.000 description 2
- 229910052759 nickel Inorganic materials 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 229910052719 titanium Inorganic materials 0.000 description 2
- 229910052721 tungsten Inorganic materials 0.000 description 2
- 229910052720 vanadium Inorganic materials 0.000 description 2
- HFVMEOPYDLEHBR-UHFFFAOYSA-N (2-fluorophenyl)-phenylmethanol Chemical compound C=1C=CC=C(F)C=1C(O)C1=CC=CC=C1 HFVMEOPYDLEHBR-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- 229920002972 Acrylic fiber Polymers 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 1
- 229910052770 Uranium Inorganic materials 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 229910052787 antimony Inorganic materials 0.000 description 1
- PCEBXUVLPFHORU-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1.OC(=O)C1=CC=CC=C1.OC(=O)C1=CC=CC=C1.OC(=O)C1=CC=CC=C1 PCEBXUVLPFHORU-UHFFFAOYSA-N 0.000 description 1
- 230000008033 biological extinction Effects 0.000 description 1
- 229910052797 bismuth Inorganic materials 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 229910052733 gallium Inorganic materials 0.000 description 1
- 229910052732 germanium Inorganic materials 0.000 description 1
- 239000002638 heterogeneous catalyst Substances 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 229910052738 indium Inorganic materials 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 229910052758 niobium Inorganic materials 0.000 description 1
- ZWLPBLYKEWSWPD-UHFFFAOYSA-N o-toluic acid Chemical compound CC1=CC=CC=C1C(O)=O ZWLPBLYKEWSWPD-UHFFFAOYSA-N 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000000171 quenching effect Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229910052715 tantalum Inorganic materials 0.000 description 1
- 150000000000 tetracarboxylic acids Chemical class 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 229910052716 thallium Inorganic materials 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/24—Preparation of carboxylic acid nitriles by ammoxidation of hydrocarbons or substituted hydrocarbons
- C07C253/26—Preparation of carboxylic acid nitriles by ammoxidation of hydrocarbons or substituted hydrocarbons containing carbon-to-carbon multiple bonds, e.g. unsaturated aldehydes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/24—Preparation of carboxylic acid nitriles by ammoxidation of hydrocarbons or substituted hydrocarbons
-
- 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
- C07C255/06—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms of an acyclic and unsaturated carbon skeleton
- C07C255/07—Mononitriles
- C07C255/08—Acrylonitrile; Methacrylonitrile
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US38106602P | 2002-05-16 | 2002-05-16 | |
| US381066P | 2002-05-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2355367T3 true ES2355367T3 (es) | 2011-03-25 |
Family
ID=29550065
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES03729057T Expired - Lifetime ES2355367T3 (es) | 2002-05-16 | 2003-05-16 | Uso de al menos un ácido carboxílico para incrementar el rendimiento de acetonitrilo en la amoxidación de ácidos carboxílicos hasta una mezcla de nitrilos. |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US6982342B2 (enExample) |
| EP (1) | EP1503982B1 (enExample) |
| JP (1) | JP4418364B2 (enExample) |
| KR (1) | KR100994094B1 (enExample) |
| CN (1) | CN1303062C (enExample) |
| AT (1) | ATE489358T1 (enExample) |
| AU (1) | AU2003233620A1 (enExample) |
| BR (1) | BR0309879B1 (enExample) |
| DE (1) | DE60335102D1 (enExample) |
| ES (1) | ES2355367T3 (enExample) |
| MX (1) | MXPA04011152A (enExample) |
| RU (1) | RU2311404C2 (enExample) |
| WO (1) | WO2003097583A1 (enExample) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108586178B (zh) * | 2013-10-10 | 2022-02-11 | 中国石油化工股份有限公司 | 腈及其相应胺的制造方法 |
| CN105016941B (zh) * | 2014-04-16 | 2018-06-22 | 中国石化扬子石油化工有限公司 | 腈及其相应胺的制造方法 |
| CN105001033B (zh) * | 2014-04-16 | 2018-06-22 | 中国石化扬子石油化工有限公司 | 腈及其相应胺的制造方法 |
| CN105001032B (zh) * | 2014-04-16 | 2018-03-16 | 中国石化扬子石油化工有限公司 | 腈及其相应胺的制造方法 |
| CN108546223B (zh) * | 2014-04-16 | 2022-02-11 | 中国石化扬子石油化工有限公司 | 腈及其相应胺的制造方法 |
| CN108558589B (zh) * | 2014-04-16 | 2022-02-08 | 中国石化扬子石油化工有限公司 | 腈及其相应胺的制造方法 |
| CN105016945B (zh) * | 2014-04-16 | 2018-03-16 | 中国石化扬子石油化工有限公司 | 腈及其相应胺的制造方法 |
| CN113813622A (zh) * | 2014-09-29 | 2021-12-21 | 英尼奥斯欧洲股份公司 | 用于工艺流的蒸发系统 |
| CN104447404B (zh) * | 2014-12-31 | 2017-01-18 | 南通醋酸化工股份有限公司 | 一种应用锆钨介孔分子筛催化制备乙腈的方法 |
| BR112018016979B8 (pt) * | 2016-02-19 | 2023-01-10 | Alliance Sustainable Energy | Sistemas e métodos para produção de nitrilas |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL135575C (enExample) * | ||||
| IT845600A (enExample) | 1967-09-07 | |||
| US4316856A (en) * | 1979-12-28 | 1982-02-23 | The Standard Oil Co. | Molybdenum-promoted antimony phosphate oxide complex catalysts also containing at least one of bismuth and tellurium |
| KR950006897B1 (ko) * | 1991-07-04 | 1995-06-26 | 롱-쁠랑 쉬미 | 포화 탄화수소의 암모산화 방법 |
| US5288473A (en) | 1992-10-09 | 1994-02-22 | The Standard Oil Company | Process for elimination of waste material during manufacture of acrylonitrile |
| IN184881B (enExample) * | 1995-01-31 | 2000-10-07 | Asahi Chemical Ind | |
| JPH08231487A (ja) | 1995-02-28 | 1996-09-10 | Asahi Chem Ind Co Ltd | アクリロニトリルの製造方法 |
| AU4966197A (en) | 1996-11-15 | 1998-06-10 | Mitsubishi Chemical Corporation | Process for the simultaneous preparation of acrylonitrile and acrylic acid |
| US6204407B1 (en) * | 1998-12-09 | 2001-03-20 | The Standard Oil Company | Ammoxidation of a mixture of alcohols to a mixture of nitriles to acetonitrile and HCN |
| US20010006614A1 (en) | 1998-12-23 | 2001-07-05 | Nero Linda L. | Process for recovery and recycle of ammonia from an acrylonitrile reactor effluent stream using an ammonium phosphate quench system |
| US6413485B2 (en) | 1999-05-27 | 2002-07-02 | The Standard Oil Company | Ammoxidation of a mixture of ketones to acetonitrile and HCN |
| JP4854149B2 (ja) | 2001-08-29 | 2012-01-18 | 旭化成ケミカルズ株式会社 | アセトニトリルを安定に増産する方法 |
-
2003
- 2003-05-15 US US10/438,586 patent/US6982342B2/en not_active Expired - Lifetime
- 2003-05-16 EP EP03729057A patent/EP1503982B1/en not_active Expired - Lifetime
- 2003-05-16 WO PCT/US2003/015983 patent/WO2003097583A1/en not_active Ceased
- 2003-05-16 AT AT03729057T patent/ATE489358T1/de not_active IP Right Cessation
- 2003-05-16 KR KR1020047018419A patent/KR100994094B1/ko not_active Expired - Lifetime
- 2003-05-16 ES ES03729057T patent/ES2355367T3/es not_active Expired - Lifetime
- 2003-05-16 CN CNB038111500A patent/CN1303062C/zh not_active Expired - Lifetime
- 2003-05-16 DE DE60335102T patent/DE60335102D1/de not_active Expired - Lifetime
- 2003-05-16 AU AU2003233620A patent/AU2003233620A1/en not_active Abandoned
- 2003-05-16 BR BRPI0309879-6B1A patent/BR0309879B1/pt active IP Right Grant
- 2003-05-16 MX MXPA04011152A patent/MXPA04011152A/es active IP Right Grant
- 2003-05-16 RU RU2004137100/04A patent/RU2311404C2/ru active
- 2003-05-16 JP JP2004505316A patent/JP4418364B2/ja not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| EP1503982A1 (en) | 2005-02-09 |
| KR100994094B1 (ko) | 2010-11-12 |
| RU2311404C2 (ru) | 2007-11-27 |
| JP4418364B2 (ja) | 2010-02-17 |
| ATE489358T1 (de) | 2010-12-15 |
| CN1303062C (zh) | 2007-03-07 |
| EP1503982B1 (en) | 2010-11-24 |
| CN1701060A (zh) | 2005-11-23 |
| RU2004137100A (ru) | 2005-06-27 |
| JP2005526135A (ja) | 2005-09-02 |
| DE60335102D1 (de) | 2011-01-05 |
| BR0309879A (pt) | 2005-03-01 |
| US6982342B2 (en) | 2006-01-03 |
| WO2003097583A1 (en) | 2003-11-27 |
| AU2003233620A1 (en) | 2003-12-02 |
| BR0309879B1 (pt) | 2013-07-30 |
| MXPA04011152A (es) | 2005-02-17 |
| KR20040108820A (ko) | 2004-12-24 |
| US20030219372A1 (en) | 2003-11-27 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US5015756A (en) | Process for the production of nitriles | |
| JP4664507B2 (ja) | アクリロニトリル及びメタクリロニトリルの回収に対する改良方法 | |
| ES2355367T3 (es) | Uso de al menos un ácido carboxílico para incrementar el rendimiento de acetonitrilo en la amoxidación de ácidos carboxílicos hasta una mezcla de nitrilos. | |
| US4868330A (en) | Process for the production of nitriles | |
| CN108025922B (zh) | 来自丙烯腈共同制备的高纯度hcn | |
| EP3322672B1 (en) | Method for removing nitriles from hydrogen cyanide | |
| US5961945A (en) | Method of producing cyano compounds by ammoxidation | |
| JP4551044B2 (ja) | グリコール酸を用いるニトリルの処理 | |
| RO120909B1 (ro) | Amonooxidarea unui amestec de hidrocarburi şi cetone | |
| US6355828B1 (en) | Nitrile process | |
| KR20050065314A (ko) | 저분자량 알칸 및 알켄을 선택적으로산화(가암모니아산화)시키는 개선된 방법 | |
| CA2416712C (en) | Amelioration of ammonia breakthrough in an alkane ammoxidation process | |
| TWI322798B (en) | Ammoxidation of carboxylic acids to a mixture of nitriles | |
| JP2002155039A (ja) | 未反応炭化水素の分離・回収方法 | |
| JPH02191244A (ja) | アミノアセトニトリル類の複合製造方法 | |
| JPH0133463B2 (enExample) |