GB1337763A - Electrolytic condensation of carboxylic acids - Google Patents
Electrolytic condensation of carboxylic acidsInfo
- Publication number
- GB1337763A GB1337763A GB2534571*A GB2534571A GB1337763A GB 1337763 A GB1337763 A GB 1337763A GB 2534571 A GB2534571 A GB 2534571A GB 1337763 A GB1337763 A GB 1337763A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- electrodes
- ester
- acids
- half ester
- 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
Links
- 150000001735 carboxylic acids Chemical class 0.000 title abstract 3
- 238000009833 condensation Methods 0.000 title abstract 3
- 230000005494 condensation Effects 0.000 title abstract 3
- 239000002253 acid Substances 0.000 abstract 9
- 150000002148 esters Chemical class 0.000 abstract 5
- 150000007513 acids Chemical class 0.000 abstract 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical group OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 3
- 238000000034 method Methods 0.000 abstract 3
- -1 sebacic acid ester Chemical class 0.000 abstract 3
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 abstract 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 abstract 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 abstract 2
- 230000015572 biosynthetic process Effects 0.000 abstract 2
- 239000003792 electrolyte Substances 0.000 abstract 2
- 238000006386 neutralization reaction Methods 0.000 abstract 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 abstract 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- 238000003786 synthesis reaction Methods 0.000 abstract 2
- RBBNTRDPSVZESY-UHFFFAOYSA-N 1,10-dichlorodecane Chemical compound ClCCCCCCCCCCCl RBBNTRDPSVZESY-UHFFFAOYSA-N 0.000 abstract 1
- AYGKJDVBWSEQHQ-UHFFFAOYSA-N 1,20-dibromoicosane Chemical compound BrCCCCCCCCCCCCCCCCCCCCBr AYGKJDVBWSEQHQ-UHFFFAOYSA-N 0.000 abstract 1
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 abstract 1
- IUDGNRWYNOEIKF-UHFFFAOYSA-N 11-bromo-undecanoic acid Chemical compound OC(=O)CCCCCCCCCCBr IUDGNRWYNOEIKF-UHFFFAOYSA-N 0.000 abstract 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 1
- FYPVALJXSNMQOV-UHFFFAOYSA-N C(=O)OCCCCC(=O)O.C(=O)OCCCCCCCCOC=O Chemical compound C(=O)OCCCCC(=O)O.C(=O)OCCCCCCCCOC=O FYPVALJXSNMQOV-UHFFFAOYSA-N 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 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 abstract 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 abstract 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 abstract 1
- 229910000831 Steel Inorganic materials 0.000 abstract 1
- TYFQFVWCELRYAO-UHFFFAOYSA-N Suberic acid Natural products OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 abstract 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 abstract 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 abstract 1
- 125000004442 acylamino group Chemical group 0.000 abstract 1
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 239000001361 adipic acid Substances 0.000 abstract 1
- 235000011037 adipic acid Nutrition 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 239000004411 aluminium Substances 0.000 abstract 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 abstract 1
- 229910052782 aluminium Inorganic materials 0.000 abstract 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000002648 azanetriyl group Chemical group *N(*)* 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 229960002887 deanol Drugs 0.000 abstract 1
- AVQYXBDAZWIFTO-UHFFFAOYSA-N dodecanedinitrile Chemical compound N#CCCCCCCCCCCC#N AVQYXBDAZWIFTO-UHFFFAOYSA-N 0.000 abstract 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052737 gold Inorganic materials 0.000 abstract 1
- 239000010931 gold Substances 0.000 abstract 1
- JUWSSMXCCAMYGX-UHFFFAOYSA-N gold platinum Chemical compound [Pt].[Au] JUWSSMXCCAMYGX-UHFFFAOYSA-N 0.000 abstract 1
- 229910002804 graphite Inorganic materials 0.000 abstract 1
- 239000010439 graphite Substances 0.000 abstract 1
- 125000001475 halogen functional group Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 239000012212 insulator Substances 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- CXMXRPHRNRROMY-UHFFFAOYSA-N n-Decanedioic acid Natural products OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 abstract 1
- 229910052759 nickel Inorganic materials 0.000 abstract 1
- 229910052697 platinum Inorganic materials 0.000 abstract 1
- PXXKQOPKNFECSZ-UHFFFAOYSA-N platinum rhodium Chemical compound [Rh].[Pt] PXXKQOPKNFECSZ-UHFFFAOYSA-N 0.000 abstract 1
- HWLDNSXPUQTBOD-UHFFFAOYSA-N platinum-iridium alloy Chemical compound [Ir].[Pt] HWLDNSXPUQTBOD-UHFFFAOYSA-N 0.000 abstract 1
- 229910000027 potassium carbonate Inorganic materials 0.000 abstract 1
- BDAWXSQJJCIFIK-UHFFFAOYSA-N potassium methoxide Chemical compound [K+].[O-]C BDAWXSQJJCIFIK-UHFFFAOYSA-N 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 229910001220 stainless steel Inorganic materials 0.000 abstract 1
- 239000010935 stainless steel Substances 0.000 abstract 1
- 239000010959 steel Substances 0.000 abstract 1
- 239000000758 substrate Substances 0.000 abstract 1
- 239000001384 succinic acid Substances 0.000 abstract 1
- 239000010936 titanium Substances 0.000 abstract 1
- 229910052719 titanium Inorganic materials 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Electrochemistry (AREA)
- Materials Engineering (AREA)
- Metallurgy (AREA)
- Electrolytic Production Of Non-Metals, Compounds, Apparatuses Therefor (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2014985A DE2014985C3 (de) | 1970-03-28 | 1970-03-28 | Verfahren zur elektrolytischen Kondensation von Carbonsäuren |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1337763A true GB1337763A (en) | 1973-11-21 |
Family
ID=5766552
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2534571*A Expired GB1337763A (en) | 1970-03-28 | 1971-04-19 | Electrolytic condensation of carboxylic acids |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US3787299A (enrdf_load_stackoverflow) |
| AT (1) | AT304465B (enrdf_load_stackoverflow) |
| BE (1) | BE764885A (enrdf_load_stackoverflow) |
| CH (1) | CH564098A5 (enrdf_load_stackoverflow) |
| DE (1) | DE2014985C3 (enrdf_load_stackoverflow) |
| FR (1) | FR2085018A5 (enrdf_load_stackoverflow) |
| GB (1) | GB1337763A (enrdf_load_stackoverflow) |
| NL (1) | NL7104124A (enrdf_load_stackoverflow) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2248562A1 (de) * | 1972-10-04 | 1974-04-11 | Basf Ag | Verfahren zur herstellung von dicarbonsaeurediestern durch elektrochemische kondensation von dicarbonsaeuremonoestern |
| GB1425669A (en) * | 1973-01-31 | 1976-02-18 | Asahi Chemical Ind | Electrolytic process for the preparation of dimethyl sebacate |
| DE2336976A1 (de) * | 1973-07-20 | 1975-02-13 | Hoechst Ag | Verfahren zur herstellung von n-(alphaalkoxyaethyl)-carbonsaeureamiden |
| DE2502167C2 (de) * | 1975-01-21 | 1982-09-23 | Basf Ag, 6700 Ludwigshafen | Elektrochemische Zelle mit bipolaren Elektroden |
| US5021131A (en) * | 1990-05-17 | 1991-06-04 | E. I. Du Pont De Nemours And Company | Optically pure 1,4-diols |
| WO2006137080A1 (en) * | 2005-06-22 | 2006-12-28 | Manne Satyanarayana Reddy | Improved process for the preparation of ezetimibe |
| DE102015207581A1 (de) * | 2015-04-24 | 2016-10-27 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Verfahren zur elektrochemischen Umwandlung von Fettsäuren und Anlage zur Durchführung des Verfahrens |
| WO2017116358A1 (en) | 2015-12-28 | 2017-07-06 | Oran Ismail | Method and apparatus for determination of fatty acid markers using electrical impedance measurement |
| US11512401B2 (en) | 2019-01-14 | 2022-11-29 | Gridthink Inc. | Process for short chain alkane synthesis while maintaining faradaic efficiency |
| CN111850596B (zh) * | 2020-07-13 | 2021-04-20 | 万华化学(四川)有限公司 | 一种电化学合成癸二酸酯类化合物的连续生产方法 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2680713A (en) * | 1953-03-16 | 1954-06-08 | Du Pont | Process for preparing diesters of unsaturated alpha, omega-dicarboxylic acids by electrolysis |
| DE1643693B2 (de) * | 1967-11-11 | 1976-09-09 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von sebacinsaeuredimethylester durch elektrolytische kondensation von adipinsaeuremonomethylester |
| GB1238853A (enrdf_load_stackoverflow) * | 1968-02-28 | 1971-07-14 |
-
1970
- 1970-03-28 DE DE2014985A patent/DE2014985C3/de not_active Expired
-
1971
- 1971-03-22 US US00126943A patent/US3787299A/en not_active Expired - Lifetime
- 1971-03-23 FR FR7110163A patent/FR2085018A5/fr not_active Expired
- 1971-03-26 BE BE764885A patent/BE764885A/xx unknown
- 1971-03-26 NL NL7104124A patent/NL7104124A/xx not_active Application Discontinuation
- 1971-03-26 CH CH445571A patent/CH564098A5/xx not_active IP Right Cessation
- 1971-03-26 AT AT261071A patent/AT304465B/de not_active IP Right Cessation
- 1971-04-19 GB GB2534571*A patent/GB1337763A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE2014985A1 (de) | 1971-10-14 |
| BE764885A (fr) | 1971-09-27 |
| DE2014985B2 (de) | 1977-10-20 |
| FR2085018A5 (enrdf_load_stackoverflow) | 1971-12-17 |
| NL7104124A (enrdf_load_stackoverflow) | 1971-09-30 |
| DE2014985C3 (de) | 1978-06-08 |
| US3787299A (en) | 1974-01-22 |
| CH564098A5 (enrdf_load_stackoverflow) | 1975-07-15 |
| AT304465B (de) | 1973-01-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |