NL8103068A - Zuivering van acetonitril door extractie met loog. - Google Patents
Zuivering van acetonitril door extractie met loog. Download PDFInfo
- Publication number
- NL8103068A NL8103068A NL8103068A NL8103068A NL8103068A NL 8103068 A NL8103068 A NL 8103068A NL 8103068 A NL8103068 A NL 8103068A NL 8103068 A NL8103068 A NL 8103068A NL 8103068 A NL8103068 A NL 8103068A
- Authority
- NL
- Netherlands
- Prior art keywords
- acetonitrile
- water
- purification
- alkali metal
- hydroxide
- Prior art date
Links
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 title claims description 94
- 238000000746 purification Methods 0.000 title claims description 10
- 238000000605 extraction Methods 0.000 title description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical group [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 27
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 claims description 24
- 238000000034 method Methods 0.000 claims description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 16
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 10
- 239000007864 aqueous solution Substances 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 10
- 150000002825 nitriles Chemical class 0.000 description 8
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 239000002253 acid Substances 0.000 description 4
- 239000012074 organic phase Substances 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- PBCJIPOGFJYBJE-UHFFFAOYSA-N acetonitrile;hydrate Chemical compound O.CC#N PBCJIPOGFJYBJE-UHFFFAOYSA-N 0.000 description 3
- 239000003518 caustics Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 238000010533 azeotropic distillation Methods 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 239000002274 desiccant Substances 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- JMANVNJQNLATNU-UHFFFAOYSA-N oxalonitrile Chemical compound N#CC#N JMANVNJQNLATNU-UHFFFAOYSA-N 0.000 description 2
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 2
- SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(1+) nitrate Chemical compound [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- BKRPFTYHTOCYHT-UHFFFAOYSA-N N#[C-].CC#N Chemical compound N#[C-].CC#N BKRPFTYHTOCYHT-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- -1 aliphatic amines Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 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
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- KXZJHVJKXJLBKO-UHFFFAOYSA-N chembl1408157 Chemical compound N=1C2=CC=CC=C2C(C(=O)O)=CC=1C1=CC=C(O)C=C1 KXZJHVJKXJLBKO-UHFFFAOYSA-N 0.000 description 1
- OPQARKPSCNTWTJ-UHFFFAOYSA-L copper(ii) acetate Chemical compound [Cu+2].CC([O-])=O.CC([O-])=O OPQARKPSCNTWTJ-UHFFFAOYSA-L 0.000 description 1
- 238000007278 cyanoethylation reaction Methods 0.000 description 1
- 239000011790 ferrous sulphate Substances 0.000 description 1
- 235000003891 ferrous sulphate Nutrition 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- BAUYGSIQEAFULO-UHFFFAOYSA-L iron(2+) sulfate (anhydrous) Chemical compound [Fe+2].[O-]S([O-])(=O)=O BAUYGSIQEAFULO-UHFFFAOYSA-L 0.000 description 1
- 229910000359 iron(II) sulfate Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229910001961 silver nitrate Inorganic materials 0.000 description 1
- MNWBNISUBARLIT-UHFFFAOYSA-N sodium cyanide Chemical class [Na+].N#[C-] MNWBNISUBARLIT-UHFFFAOYSA-N 0.000 description 1
- 239000000264 sodium ferrocyanide Substances 0.000 description 1
- GTSHREYGKSITGK-UHFFFAOYSA-N sodium ferrocyanide Chemical compound [Na+].[Na+].[Na+].[Na+].[Fe+2].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] GTSHREYGKSITGK-UHFFFAOYSA-N 0.000 description 1
- 235000012247 sodium ferrocyanide Nutrition 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- IAHFWCOBPZCAEA-UHFFFAOYSA-N succinonitrile Chemical compound N#CCCC#N IAHFWCOBPZCAEA-UHFFFAOYSA-N 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/32—Separation; Purification; Stabilisation; Use of additives
- C07C253/34—Separation; Purification
-
- 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
- C07C255/02—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms of an acyclic and saturated carbon skeleton
- C07C255/03—Mononitriles
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)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US16310080 | 1980-06-26 | ||
| US06/163,100 US4287134A (en) | 1980-06-26 | 1980-06-26 | Purification of acetonitrile by caustic extraction |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NL8103068A true NL8103068A (nl) | 1982-01-18 |
Family
ID=22588479
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NL8103068A NL8103068A (nl) | 1980-06-26 | 1981-06-25 | Zuivering van acetonitril door extractie met loog. |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US4287134A (enExample) |
| JP (1) | JPS5732259A (enExample) |
| KR (1) | KR840001839B1 (enExample) |
| CA (1) | CA1166269A (enExample) |
| DE (1) | DE3125262A1 (enExample) |
| FR (1) | FR2485528A1 (enExample) |
| GB (1) | GB2079747B (enExample) |
| NL (1) | NL8103068A (enExample) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3334328A1 (de) * | 1983-09-22 | 1985-04-11 | Lentia GmbH Chem. u. pharm. Erzeugnisse - Industriebedarf, 8000 München | Verfahren zur vernichtung von gebundener blausaeure und acrylnitril in rohem acetonitril |
| US5250721A (en) * | 1991-12-11 | 1993-10-05 | The Standard Oil Company | Method for stabilization of crude acetonitrile as oxidation or ammoxidation feed |
| EP0641314B1 (en) * | 1992-05-21 | 1997-01-22 | Cryodyne Technologies Inc. | Method for purification of acetonitrile |
| WO1994026698A1 (fr) * | 1993-05-14 | 1994-11-24 | Asahi Kasei Kogyo Kabushiki Kaisha | Acetonitrile de grande purete et purification d'acetonitrile brut |
| US5629443A (en) * | 1993-05-14 | 1997-05-13 | Asahi Kasei Kogyo Kabushiki Kaisha | Highly purified acetonitrile and process for purifying crude acetonitrile |
| US5440068A (en) * | 1993-12-30 | 1995-08-08 | The Standard Oil Company | Acetonitrile purification via an adsorption-based process |
| ES2131269T3 (es) * | 1995-01-25 | 1999-07-16 | Standard Oil Co Ohio | Purificacion de acetonitrilo por medio de un proceso basado en la adsorcion. |
| TR28966A (tr) * | 1995-03-14 | 1997-07-21 | Standard Oil Co Ohio | Adsorpsiyona dayali islem vasitasiyla asetonitrilin saflastirilmasi. |
| CN107935887B (zh) * | 2017-12-21 | 2020-12-08 | 上海应用技术大学 | 一种梯度级乙腈的制备方法 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2453472A (en) * | 1944-10-12 | 1948-11-09 | Sinclair Refining Co | Dehydration of saturated nitriles |
| FR1081752A (fr) * | 1952-08-05 | 1954-12-22 | Basf Ag | Procédé de purification de l'acrylnitrile |
| US3203974A (en) * | 1962-09-05 | 1965-08-31 | Universal Oil Prod Co | Purification of acetonitrile and propionitrile |
| US3328458A (en) * | 1964-09-10 | 1967-06-27 | Universal Oil Prod Co | Purification of nitriles |
| FR1431919A (fr) | 1965-02-06 | 1966-03-18 | Electrochimie Soc | Perfectionnements à la purification de mélanges contenant de l'acétonitrile |
| US3451899A (en) * | 1965-12-21 | 1969-06-24 | Badger Co | Purification of acetonitrile by an azeotropic distillation method |
| US4119497A (en) * | 1975-12-01 | 1978-10-10 | Instituto Mexicano Del Petroleo | Process for the purification of acetonitrile |
-
1980
- 1980-06-26 US US06/163,100 patent/US4287134A/en not_active Expired - Lifetime
-
1981
- 1981-06-23 CA CA000380433A patent/CA1166269A/en not_active Expired
- 1981-06-24 FR FR8112381A patent/FR2485528A1/fr active Granted
- 1981-06-25 GB GB8119610A patent/GB2079747B/en not_active Expired
- 1981-06-25 NL NL8103068A patent/NL8103068A/nl not_active Application Discontinuation
- 1981-06-25 KR KR1019810002299A patent/KR840001839B1/ko not_active Expired
- 1981-06-25 JP JP9763081A patent/JPS5732259A/ja active Pending
- 1981-06-26 DE DE19813125262 patent/DE3125262A1/de not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| DE3125262A1 (de) | 1982-06-09 |
| KR840001839B1 (ko) | 1984-10-22 |
| US4287134A (en) | 1981-09-01 |
| CA1166269A (en) | 1984-04-24 |
| GB2079747A (en) | 1982-01-27 |
| JPS5732259A (en) | 1982-02-20 |
| FR2485528A1 (fr) | 1981-12-31 |
| FR2485528B1 (enExample) | 1984-10-12 |
| KR830006143A (ko) | 1983-09-17 |
| GB2079747B (en) | 1984-03-07 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A85 | Still pending on 85-01-01 | ||
| BV | The patent application has lapsed |