JP2011513425A5 - - Google Patents
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- Publication number
- JP2011513425A5 JP2011513425A5 JP2010549868A JP2010549868A JP2011513425A5 JP 2011513425 A5 JP2011513425 A5 JP 2011513425A5 JP 2010549868 A JP2010549868 A JP 2010549868A JP 2010549868 A JP2010549868 A JP 2010549868A JP 2011513425 A5 JP2011513425 A5 JP 2011513425A5
- Authority
- JP
- Japan
- Prior art keywords
- acid
- stream
- hydrogen cyanide
- column
- acrylonitrile
- 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
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 claims description 55
- 238000000034 method Methods 0.000 claims description 22
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 17
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 claims description 10
- 238000010521 absorption reaction Methods 0.000 claims description 9
- 239000002253 acid Substances 0.000 claims description 8
- 238000011084 recovery Methods 0.000 claims description 8
- 239000002131 composite material Substances 0.000 claims description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 6
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 4
- 238000004821 distillation Methods 0.000 claims description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 4
- RBNPOMFGQQGHHO-UHFFFAOYSA-N -2,3-Dihydroxypropanoic acid Natural products OCC(O)C(O)=O RBNPOMFGQQGHHO-UHFFFAOYSA-N 0.000 claims description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 2
- RBNPOMFGQQGHHO-UWTATZPHSA-N D-glyceric acid Chemical compound OC[C@@H](O)C(O)=O RBNPOMFGQQGHHO-UWTATZPHSA-N 0.000 claims description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 2
- 235000011054 acetic acid Nutrition 0.000 claims description 2
- 150000007513 acids Chemical class 0.000 claims description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 2
- 230000015572 biosynthetic process Effects 0.000 claims description 2
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims description 2
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 claims description 2
- 229940018557 citraconic acid Drugs 0.000 claims description 2
- 238000001035 drying Methods 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- 235000019253 formic acid Nutrition 0.000 claims description 2
- 239000001530 fumaric acid Substances 0.000 claims description 2
- 239000004310 lactic acid Substances 0.000 claims description 2
- 235000014655 lactic acid Nutrition 0.000 claims description 2
- 239000010410 layer Substances 0.000 claims description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 2
- 239000011976 maleic acid Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 claims description 2
- 239000012044 organic layer Substances 0.000 claims description 2
- 235000011007 phosphoric acid Nutrition 0.000 claims description 2
- 238000003786 synthesis reaction Methods 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 2
- 239000000463 material Substances 0.000 claims 1
- 238000006116 polymerization reaction Methods 0.000 description 2
- 238000011403 purification operation Methods 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US12/074,775 US8585870B2 (en) | 2008-03-05 | 2008-03-05 | Process to C-manufacture acrylonitrile and hydrogen cyanide |
| PCT/US2009/036111 WO2009111605A1 (en) | 2008-03-05 | 2009-03-05 | Improved process to co-manufacture acrylonitrile and hydrogen cyanide |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2011513425A JP2011513425A (ja) | 2011-04-28 |
| JP2011513425A5 true JP2011513425A5 (enExample) | 2012-04-26 |
Family
ID=40863580
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010549868A Pending JP2011513425A (ja) | 2008-03-05 | 2009-03-05 | アクリロニトリルおよびシアン化水素を同時製造するための改良された方法 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US8585870B2 (enExample) |
| EP (1) | EP2254859B1 (enExample) |
| JP (1) | JP2011513425A (enExample) |
| KR (1) | KR101586512B1 (enExample) |
| CN (1) | CN101959850B (enExample) |
| RU (1) | RU2494092C2 (enExample) |
| WO (1) | WO2009111605A1 (enExample) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2010222309A (ja) * | 2009-03-24 | 2010-10-07 | Asahi Kasei Chemicals Corp | アクリロニトリルの精製方法 |
| JP6097092B2 (ja) * | 2013-02-18 | 2017-03-15 | 旭化成株式会社 | 青酸重合物及びその製造方法 |
| CN104922923A (zh) * | 2014-03-21 | 2015-09-23 | 英尼奥斯欧洲股份公司 | 添加抑制剂的头馏分塔操作 |
| CN103984369A (zh) * | 2014-05-19 | 2014-08-13 | 英尼奥斯欧洲股份公司 | 丙烯腈产物的在线分析 |
| CN103991653B (zh) * | 2014-06-09 | 2018-03-20 | 英尼奥斯欧洲股份公司 | 粗制丙烯腈罐 |
| EP3322672B1 (en) | 2015-07-14 | 2020-05-27 | The Chemours Company FC, LLC | Method for removing nitriles from hydrogen cyanide |
| WO2017015521A1 (en) * | 2015-07-22 | 2017-01-26 | Invista North America S.A R.L. | High purity hcn from acrylonitrile co-production |
| KR102383958B1 (ko) * | 2017-12-28 | 2022-04-08 | 주식회사 엘지화학 | 미반응 단량체를 포함하는 혼합용액으로부터 미반응 단량체의 분리방법 |
| JP7707921B2 (ja) * | 2019-12-09 | 2025-07-15 | 株式会社レゾナック | 精製シアン化水素の製造方法 |
Family Cites Families (38)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4510A (en) * | 1846-05-09 | Machinery for dressing staves | ||
| US3185636A (en) * | 1962-02-19 | 1965-05-25 | Standard Oil Co | Removal of saturated carbonyls from acrylonitrile |
| NL297892A (enExample) | 1962-09-15 | 1900-01-01 | ||
| US4377444A (en) * | 1970-04-16 | 1983-03-22 | The Standard Oil Co. | Recovery and purification of olefinic nitriles |
| US3911089A (en) * | 1972-10-06 | 1975-10-07 | Sumitomo Chemical Co | Process for preparing hydrogen cyanide |
| US4234510A (en) | 1973-06-07 | 1980-11-18 | Standard Oil Company | Recovery of acrylonitrile or methacrylonitrile by condensation |
| JPS548655B2 (enExample) | 1974-08-01 | 1979-04-17 | ||
| US4238295A (en) * | 1978-12-04 | 1980-12-09 | Standard Oil Company | Energy efficient recovery of acrylonitrile |
| KR850001603B1 (ko) * | 1980-12-03 | 1985-10-24 | 아사히 가세이 고오교오 가부시기가이샤 | 불포화 니트릴의 제조법 |
| US4485079A (en) * | 1981-12-18 | 1984-11-27 | The Standard Oil Company | Ammoxidation of methanol to produce hydrogen cyanide |
| CN1031662A (zh) | 1987-08-29 | 1989-03-15 | 中国石油化工总公司上海石油化工总厂 | 富产氢氰酸的丙烯腈催化剂 |
| JP2737914B2 (ja) * | 1988-04-13 | 1998-04-08 | 三菱瓦斯化学株式会社 | 青酸反応器 |
| US5204079A (en) * | 1991-02-15 | 1993-04-20 | Standard Oil Company | HCN by catalytic ammoxidation of crude acetonitrile |
| US5288473A (en) * | 1992-10-09 | 1994-02-22 | The Standard Oil Company | Process for elimination of waste material during manufacture of acrylonitrile |
| CN1060141C (zh) * | 1994-02-01 | 2001-01-03 | 纳幕尔杜邦公司 | 氰化氢的一种制备方法 |
| US6315972B1 (en) * | 1994-02-01 | 2001-11-13 | E.I. Du Pont De Nemours And Company | Gas phase catalyzed reactions |
| US5629444A (en) * | 1996-06-06 | 1997-05-13 | The Standard Oil Company | Acrylonitrile recovery process |
| US5882618A (en) * | 1997-04-28 | 1999-03-16 | Air Liquide America Corporation | Process for cyanic acid production |
| US5840648A (en) * | 1997-09-02 | 1998-11-24 | The Standard Oil Company | Catalyst for the manufacture of acrylonitrile and hydrogen cyanide |
| US5869730A (en) * | 1998-05-13 | 1999-02-09 | The Standard Oil Company | Oxidant reduction by manipulation and/or treatment of aqueous acrylonitrile process streams |
| US6238574B1 (en) * | 1998-10-30 | 2001-05-29 | The Standard Oil Company | Oxidation and ammoxidation of acrylonitrile process waste water organics |
| 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 |
| US6296739B1 (en) * | 1999-01-08 | 2001-10-02 | The Standard Oil Company | Operation of heads column |
| KR101018134B1 (ko) * | 1999-05-13 | 2011-02-25 | 쉐링 코포레이션 | Ｏｘ2 수용체 동족체 |
| US6413485B2 (en) * | 1999-05-27 | 2002-07-02 | The Standard Oil Company | Ammoxidation of a mixture of ketones to acetonitrile and HCN |
| US6084121A (en) * | 1999-09-09 | 2000-07-04 | E. I. Du Pont De Nemours And Company | Nitrile process |
| DE10034194A1 (de) * | 2000-07-13 | 2003-09-11 | Roehm Gmbh | Verfahren zur Herstellung von Cyanwasserstoff |
| DE10034193A1 (de) * | 2000-07-13 | 2002-03-28 | Roehm Gmbh | Verfahren zur Herstellung von Cyanwasserstoff |
| JP4573970B2 (ja) * | 2000-08-29 | 2010-11-04 | ダイヤニトリックス株式会社 | アクリロニトリルの製造方法 |
| US6355828B1 (en) * | 2000-11-10 | 2002-03-12 | E. I. Du Pont De Nemours And Company | Nitrile process |
| JP2003002870A (ja) | 2001-06-21 | 2003-01-08 | Asahi Kasei Corp | 不飽和ニトリル製造時における青酸の併産方法 |
| EP1419140B1 (en) * | 2001-08-21 | 2013-01-16 | Ineos Usa Llc | Improved operation of heads column in acrylonitrile production |
| RU2263108C1 (ru) * | 2001-08-21 | 2005-10-27 | Дзе Стэндард Ойл Компани | Способ извлечения акрилонитрила, метакрилонитрила или цианида водорода |
| US7070743B2 (en) * | 2002-03-14 | 2006-07-04 | Invista North America S.A R.L. | Induction-heated reactors for gas phase catalyzed reactions |
| US20070056841A1 (en) * | 2002-09-18 | 2007-03-15 | Agarwal Pradeep K | System and method for the manufacture of hydrogen cyanide and acrylonitrile with simultaneous recovery of hydrogen |
| US7196231B2 (en) * | 2003-06-27 | 2007-03-27 | Solutia, Inc. | Process for removal of acrolein from acrylonitrile product streams |
| US20050047988A1 (en) * | 2003-09-03 | 2005-03-03 | Kim Tae Hoon | Method of making hydrocyanic acid using a mass spectrometer control system |
| CA2604574C (en) * | 2005-04-15 | 2013-11-19 | University Of Southern California | Selective oxidative conversion of methane to methanol, dimethyl ether and derived products |
-
2008
- 2008-03-05 US US12/074,775 patent/US8585870B2/en active Active
-
2009
- 2009-03-05 WO PCT/US2009/036111 patent/WO2009111605A1/en not_active Ceased
- 2009-03-05 CN CN200980107384.4A patent/CN101959850B/zh active Active
- 2009-03-05 RU RU2010140591/04A patent/RU2494092C2/ru active
- 2009-03-05 JP JP2010549868A patent/JP2011513425A/ja active Pending
- 2009-03-05 EP EP09717270A patent/EP2254859B1/en active Active
- 2009-03-05 KR KR1020107022123A patent/KR101586512B1/ko active Active
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