IL26151A - A process for reducing the anode's digestion in a cell for the hydrodimerization of acrylonitrile - Google Patents
A process for reducing the anode's digestion in a cell for the hydrodimerization of acrylonitrileInfo
- Publication number
- IL26151A IL26151A IL26151A IL2615166A IL26151A IL 26151 A IL26151 A IL 26151A IL 26151 A IL26151 A IL 26151A IL 2615166 A IL2615166 A IL 2615166A IL 26151 A IL26151 A IL 26151A
- Authority
- IL
- Israel
- Prior art keywords
- amine
- molecular weight
- anode
- anolyte
- acrylonitrile
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 25
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 title claims description 11
- 238000005260 corrosion Methods 0.000 title claims description 11
- 230000007797 corrosion Effects 0.000 title claims description 11
- 150000001412 amines Chemical class 0.000 claims description 35
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 24
- 230000002939 deleterious effect Effects 0.000 claims description 16
- 239000000243 solution Substances 0.000 claims description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- BTGRAWJCKBQKAO-UHFFFAOYSA-N adiponitrile Chemical compound N#CCCCCC#N BTGRAWJCKBQKAO-UHFFFAOYSA-N 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 5
- 150000003335 secondary amines Chemical class 0.000 claims description 5
- 239000007795 chemical reaction product Substances 0.000 claims description 2
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims description 2
- 239000012266 salt solution Substances 0.000 claims 1
- 150000002500 ions Chemical class 0.000 description 12
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 9
- 239000000463 material Substances 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 229910002651 NO3 Inorganic materials 0.000 description 5
- 229920001429 chelating resin Polymers 0.000 description 5
- 239000000203 mixture Substances 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 150000001450 anions Chemical class 0.000 description 3
- XTEGARKTQYYJKE-UHFFFAOYSA-M chlorate Inorganic materials [O-]Cl(=O)=O XTEGARKTQYYJKE-UHFFFAOYSA-M 0.000 description 3
- -1 chlorate ions Chemical class 0.000 description 3
- LWUVWAREOOAHDW-UHFFFAOYSA-N lead silver Chemical compound [Ag].[Pb] LWUVWAREOOAHDW-UHFFFAOYSA-N 0.000 description 3
- 239000012074 organic phase Substances 0.000 description 3
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 3
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 3
- 229910001316 Ag alloy Inorganic materials 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- XTEGARKTQYYJKE-UHFFFAOYSA-N chloric acid Chemical class OCl(=O)=O XTEGARKTQYYJKE-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000012458 free base Substances 0.000 description 2
- 230000008014 freezing Effects 0.000 description 2
- 238000007710 freezing Methods 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 229910017604 nitric acid Inorganic materials 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 150000003839 salts Chemical group 0.000 description 2
- 150000003512 tertiary amines Chemical class 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229910001245 Sb alloy Inorganic materials 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 238000005349 anion exchange Methods 0.000 description 1
- 239000010405 anode material Substances 0.000 description 1
- 239000002140 antimony alloy Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
- 239000002198 insoluble material Substances 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- GMTCPFCMAHMEMT-UHFFFAOYSA-N n-decyldecan-1-amine Chemical compound CCCCCCCCCCNCCCCCCCCCC GMTCPFCMAHMEMT-UHFFFAOYSA-N 0.000 description 1
- MJCJUDJQDGGKOX-UHFFFAOYSA-N n-dodecyldodecan-1-amine Chemical compound CCCCCCCCCCCCNCCCCCCCCCCCC MJCJUDJQDGGKOX-UHFFFAOYSA-N 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- NTPSQPZXFVRULZ-UHFFFAOYSA-N pentadecan-8-amine Chemical compound CCCCCCCC(N)CCCCCCC NTPSQPZXFVRULZ-UHFFFAOYSA-N 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 230000002459 sustained effect Effects 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B3/00—Electrolytic production of organic compounds
- C25B3/20—Processes
- C25B3/29—Coupling reactions
- C25B3/295—Coupling reactions hydrodimerisation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Electrochemistry (AREA)
- Materials Engineering (AREA)
- Metallurgy (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Electrolytic Production Of Non-Metals, Compounds, Apparatuses Therefor (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US474934A US3402112A (en) | 1965-07-26 | 1965-07-26 | Process for reducing anode corrosion in an acrylonitrile hydrodimerization cell |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| IL26151A true IL26151A (en) | 1970-02-19 |
Family
ID=23885567
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL26151A IL26151A (en) | 1965-07-26 | 1966-07-14 | A process for reducing the anode's digestion in a cell for the hydrodimerization of acrylonitrile |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US3402112A (en]) |
| AT (1) | AT264493B (en]) |
| BE (1) | BE684628A (en]) |
| CH (1) | CH456565A (en]) |
| DE (1) | DE1593054A1 (en]) |
| FR (1) | FR1487571A (en]) |
| GB (1) | GB1150303A (en]) |
| IL (1) | IL26151A (en]) |
| LU (1) | LU51543A1 (en]) |
| NL (1) | NL6610248A (en]) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL130334C (en]) * | 1966-05-03 | |||
| US3619388A (en) * | 1969-02-05 | 1971-11-09 | Asahi Chemical Ind | Process for electrolyzing nitriles |
| FR2047505A5 (en]) * | 1969-05-08 | 1971-03-12 | Asahi Chemical Ind | |
| US3897318A (en) * | 1973-08-06 | 1975-07-29 | Monsanto Co | Single-compartment electrolytic hydrodimerization process |
| IE47832B1 (en) * | 1978-02-10 | 1984-06-27 | Nat Res Dev | Electrochemical synthesis and product |
| CN105543888A (zh) * | 2015-12-29 | 2016-05-04 | 重庆紫光国际化工有限责任公司 | 丙烯腈电解制备己二腈的电解液及方法 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1065112A (en) * | 1912-04-06 | 1913-06-17 | Thomas James Clarke | Label-holder. |
| US2460259A (en) * | 1946-01-22 | 1949-01-25 | W H And L D Betz | Method of protecting systems for transporting media corrosive to metal |
| US3193480A (en) * | 1963-02-01 | 1965-07-06 | Monsanto Co | Adiponitrile process |
| US3335162A (en) * | 1965-05-10 | 1967-08-08 | Monsanto Co | Polymeric impurity removal from an aqueous quaternary ammonium salt solution |
-
1965
- 1965-07-26 US US474934A patent/US3402112A/en not_active Expired - Lifetime
-
1966
- 1966-07-11 GB GB31072/66A patent/GB1150303A/en not_active Expired
- 1966-07-12 LU LU51543D patent/LU51543A1/xx unknown
- 1966-07-14 IL IL26151A patent/IL26151A/en unknown
- 1966-07-20 NL NL6610248A patent/NL6610248A/xx unknown
- 1966-07-22 FR FR70473A patent/FR1487571A/fr not_active Expired
- 1966-07-25 CH CH1078366A patent/CH456565A/fr unknown
- 1966-07-25 AT AT707466A patent/AT264493B/de active
- 1966-07-26 BE BE684628D patent/BE684628A/xx unknown
- 1966-07-26 DE DE19661593054 patent/DE1593054A1/de active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| GB1150303A (en) | 1969-04-30 |
| BE684628A (en]) | 1967-01-26 |
| NL6610248A (en]) | 1967-01-27 |
| CH456565A (fr) | 1968-07-31 |
| US3402112A (en) | 1968-09-17 |
| DE1593054A1 (de) | 1970-07-30 |
| AT264493B (de) | 1968-09-10 |
| LU51543A1 (en]) | 1967-01-12 |
| FR1487571A (fr) | 1967-07-07 |
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