GB1393845A - Process for the production of 1,12-dodecanedioic acid - Google Patents
Process for the production of 1,12-dodecanedioic acidInfo
- Publication number
- GB1393845A GB1393845A GB3141973A GB3141973A GB1393845A GB 1393845 A GB1393845 A GB 1393845A GB 3141973 A GB3141973 A GB 3141973A GB 3141973 A GB3141973 A GB 3141973A GB 1393845 A GB1393845 A GB 1393845A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- cyclohexanone
- coupling reaction
- adduct
- cyclohexanol
- 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
- WTKWFNIIIXNTDO-UHFFFAOYSA-N 3-isocyanato-5-methyl-2-(trifluoromethyl)furan Chemical compound CC1=CC(N=C=O)=C(C(F)(F)F)O1 WTKWFNIIIXNTDO-UHFFFAOYSA-N 0.000 title abstract 3
- TVIDDXQYHWJXFK-UHFFFAOYSA-N n-Dodecanedioic acid Natural products OC(=O)CCCCCCCCCCC(O)=O TVIDDXQYHWJXFK-UHFFFAOYSA-N 0.000 title abstract 3
- HQHCYKULIHKCEB-UHFFFAOYSA-N tetradecanedioic acid Natural products OC(=O)CCCCCCCCCCCCC(O)=O HQHCYKULIHKCEB-UHFFFAOYSA-N 0.000 title abstract 3
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 abstract 10
- 238000005859 coupling reaction Methods 0.000 abstract 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 239000006227 byproduct Substances 0.000 abstract 2
- 239000002738 chelating agent Substances 0.000 abstract 2
- 239000003638 chemical reducing agent Substances 0.000 abstract 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 2
- SIOXPEMLGUPBBT-UHFFFAOYSA-N picolinic acid Chemical compound OC(=O)C1=CC=CC=N1 SIOXPEMLGUPBBT-UHFFFAOYSA-N 0.000 abstract 2
- 238000006578 reductive coupling reaction Methods 0.000 abstract 2
- LPGPRNYMGVKLLK-UHFFFAOYSA-N 2-[bis(carboxymethyl)amino]-4-methylpentanoic acid Chemical class CC(C)CC(C(O)=O)N(CC(O)=O)CC(O)=O LPGPRNYMGVKLLK-UHFFFAOYSA-N 0.000 abstract 1
- MGOXWKWWOSONPX-UHFFFAOYSA-N 2-[carboxymethyl(pyridin-2-ylmethyl)amino]acetic acid Chemical compound OC(=O)CN(CC(O)=O)CC1=CC=CC=N1 MGOXWKWWOSONPX-UHFFFAOYSA-N 0.000 abstract 1
- IWTIBPIVCKUAHK-UHFFFAOYSA-N 3-[bis(2-carboxyethyl)amino]propanoic acid Chemical compound OC(=O)CCN(CCC(O)=O)CCC(O)=O IWTIBPIVCKUAHK-UHFFFAOYSA-N 0.000 abstract 1
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 abstract 1
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 125000002843 carboxylic acid group Chemical group 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 230000008878 coupling Effects 0.000 abstract 1
- 239000007822 coupling agent Substances 0.000 abstract 1
- 238000010168 coupling process Methods 0.000 abstract 1
- FXQONESYKPVQGP-UHFFFAOYSA-N cyclohexane;cyclohexanol;cyclohexanone Chemical compound C1CCCCC1.OC1CCCCC1.O=C1CCCCC1 FXQONESYKPVQGP-UHFFFAOYSA-N 0.000 abstract 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 abstract 1
- PWVHLUKAENFZIA-UHFFFAOYSA-N cyclohexanol;cyclohexanone Chemical compound OC1CCCCC1.O=C1CCCCC1 PWVHLUKAENFZIA-UHFFFAOYSA-N 0.000 abstract 1
- 125000001072 heteroaryl group Chemical group 0.000 abstract 1
- NBZBKCUXIYYUSX-UHFFFAOYSA-N iminodiacetic acid Chemical compound OC(=O)CNCC(O)=O NBZBKCUXIYYUSX-UHFFFAOYSA-N 0.000 abstract 1
- 238000002955 isolation Methods 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 229910052763 palladium Inorganic materials 0.000 abstract 1
- 229940081066 picolinic acid Drugs 0.000 abstract 1
- 229910052697 platinum Inorganic materials 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 229910052703 rhodium Inorganic materials 0.000 abstract 1
- 229910052707 ruthenium Inorganic materials 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US26876972A | 1972-07-03 | 1972-07-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1393845A true GB1393845A (en) | 1975-05-14 |
Family
ID=23024403
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3141973A Expired GB1393845A (en) | 1972-07-03 | 1973-07-02 | Process for the production of 1,12-dodecanedioic acid |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS57294B2 (enrdf_load_html_response) |
| BE (1) | BE801828A (enrdf_load_html_response) |
| CA (1) | CA1000292A (enrdf_load_html_response) |
| DE (1) | DE2333598C2 (enrdf_load_html_response) |
| FR (1) | FR2236832B1 (enrdf_load_html_response) |
| GB (1) | GB1393845A (enrdf_load_html_response) |
| IT (1) | IT998190B (enrdf_load_html_response) |
| NL (1) | NL176775C (enrdf_load_html_response) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104610040A (zh) * | 2015-01-22 | 2015-05-13 | 郑州大学 | 一种制备1,12-十二碳二酸的方法 |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS58137093A (ja) * | 1982-02-09 | 1983-08-15 | 植村 厚一 | 警報方法及びその装置 |
-
1973
- 1973-06-28 JP JP7238573A patent/JPS57294B2/ja not_active Expired
- 1973-06-28 CA CA175,144A patent/CA1000292A/en not_active Expired
- 1973-07-02 GB GB3141973A patent/GB1393845A/en not_active Expired
- 1973-07-02 IT IT2610273A patent/IT998190B/it active
- 1973-07-02 DE DE19732333598 patent/DE2333598C2/de not_active Expired
- 1973-07-03 BE BE133047A patent/BE801828A/xx not_active IP Right Cessation
- 1973-07-03 NL NL7309271A patent/NL176775C/xx not_active IP Right Cessation
- 1973-07-03 FR FR7324468A patent/FR2236832B1/fr not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104610040A (zh) * | 2015-01-22 | 2015-05-13 | 郑州大学 | 一种制备1,12-十二碳二酸的方法 |
| CN104610040B (zh) * | 2015-01-22 | 2016-04-27 | 郑州大学 | 一种制备1,12-十二碳二酸的方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| NL176775C (nl) | 1985-06-03 |
| IT998190B (it) | 1976-01-20 |
| DE2333598A1 (de) | 1974-01-24 |
| FR2236832A1 (enrdf_load_html_response) | 1975-02-07 |
| NL7309271A (enrdf_load_html_response) | 1974-01-07 |
| FR2236832B1 (enrdf_load_html_response) | 1977-05-13 |
| JPS4942607A (enrdf_load_html_response) | 1974-04-22 |
| JPS57294B2 (enrdf_load_html_response) | 1982-01-06 |
| CA1000292A (en) | 1976-11-23 |
| DE2333598C2 (de) | 1985-07-18 |
| BE801828A (fr) | 1974-01-03 |
| NL176775B (nl) | 1985-01-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |