GB792199A - Improvements in or relating to the preparation of aromatic dicarboxylic acids and partial alkyl esters thereof - Google Patents
Improvements in or relating to the preparation of aromatic dicarboxylic acids and partial alkyl esters thereofInfo
- Publication number
- GB792199A GB792199A GB15119/55A GB1511955A GB792199A GB 792199 A GB792199 A GB 792199A GB 15119/55 A GB15119/55 A GB 15119/55A GB 1511955 A GB1511955 A GB 1511955A GB 792199 A GB792199 A GB 792199A
- Authority
- GB
- United Kingdom
- Prior art keywords
- nitrogen dioxide
- acid
- cobalt
- nitrites
- organic
- 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
- -1 aromatic dicarboxylic acids Chemical class 0.000 title abstract 9
- 125000005907 alkyl ester group Chemical group 0.000 title abstract 3
- MGWGWNFMUOTEHG-UHFFFAOYSA-N 4-(3,5-dimethylphenyl)-1,3-thiazol-2-amine Chemical compound CC1=CC(C)=CC(C=2N=C(N)SC=2)=C1 MGWGWNFMUOTEHG-UHFFFAOYSA-N 0.000 abstract 12
- JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 abstract 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 8
- 229910001868 water Inorganic materials 0.000 abstract 8
- 150000002826 nitrites Chemical class 0.000 abstract 6
- 239000011541 reaction mixture Substances 0.000 abstract 6
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 abstract 5
- 238000006243 chemical reaction Methods 0.000 abstract 5
- 229910017052 cobalt Inorganic materials 0.000 abstract 5
- 239000010941 cobalt Substances 0.000 abstract 5
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 abstract 5
- 239000007789 gas Substances 0.000 abstract 5
- 239000007788 liquid Substances 0.000 abstract 5
- GEMHFKXPOCTAIP-UHFFFAOYSA-N n,n-dimethyl-n'-phenylcarbamimidoyl chloride Chemical compound CN(C)C(Cl)=NC1=CC=CC=C1 GEMHFKXPOCTAIP-UHFFFAOYSA-N 0.000 abstract 5
- GPSDUZXPYCFOSQ-UHFFFAOYSA-N m-toluic acid Chemical compound CC1=CC=CC(C(O)=O)=C1 GPSDUZXPYCFOSQ-UHFFFAOYSA-N 0.000 abstract 4
- 150000002828 nitro derivatives Chemical class 0.000 abstract 4
- 230000003647 oxidation Effects 0.000 abstract 4
- 238000007254 oxidation reaction Methods 0.000 abstract 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 3
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 abstract 3
- 229910017604 nitric acid Inorganic materials 0.000 abstract 3
- 239000001301 oxygen Substances 0.000 abstract 3
- 229910052760 oxygen Inorganic materials 0.000 abstract 3
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical class ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 abstract 2
- FGLBSLMDCBOPQK-UHFFFAOYSA-N 2-nitropropane Chemical compound CC(C)[N+]([O-])=O FGLBSLMDCBOPQK-UHFFFAOYSA-N 0.000 abstract 2
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 abstract 2
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 239000008346 aqueous phase Substances 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 230000003197 catalytic effect Effects 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 abstract 2
- 229910001882 dioxygen Inorganic materials 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- OWFXIOWLTKNBAP-UHFFFAOYSA-N isoamyl nitrite Chemical class CC(C)CCON=O OWFXIOWLTKNBAP-UHFFFAOYSA-N 0.000 abstract 2
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 abstract 2
- 125000005609 naphthenate group Chemical group 0.000 abstract 2
- 229910017464 nitrogen compound Inorganic materials 0.000 abstract 2
- 150000002830 nitrogen compounds Chemical class 0.000 abstract 2
- 150000002894 organic compounds Chemical class 0.000 abstract 2
- 239000012071 phase Substances 0.000 abstract 2
- 239000007858 starting material Substances 0.000 abstract 2
- DUTGLPTWXLRGBE-UHFFFAOYSA-N (2-methylphenyl) nitrite Chemical compound CC1=C(ON=O)C=CC=C1 DUTGLPTWXLRGBE-UHFFFAOYSA-N 0.000 abstract 1
- NALZTFARIYUCBY-UHFFFAOYSA-N 1-nitrobutane Chemical class CCCC[N+]([O-])=O NALZTFARIYUCBY-UHFFFAOYSA-N 0.000 abstract 1
- JUZHDRZOQVECPH-UHFFFAOYSA-N 1-nitropropane Chemical compound [CH2]CC[N+]([O-])=O JUZHDRZOQVECPH-UHFFFAOYSA-N 0.000 abstract 1
- PTTPXKJBFFKCEK-UHFFFAOYSA-N 2-Methyl-4-heptanone Chemical compound CC(C)CC(=O)CC(C)C PTTPXKJBFFKCEK-UHFFFAOYSA-N 0.000 abstract 1
- BWLBGMIXKSTLSX-UHFFFAOYSA-N 2-hydroxyisobutyric acid Chemical compound CC(C)(O)C(O)=O BWLBGMIXKSTLSX-UHFFFAOYSA-N 0.000 abstract 1
- XFXRMDNWSGXSNJ-UHFFFAOYSA-N 2-methyl-1-nitropropane Chemical class CC(C)C[N+]([O-])=O XFXRMDNWSGXSNJ-UHFFFAOYSA-N 0.000 abstract 1
- UMVOQQDNEYOJOK-UHFFFAOYSA-N 3,5-dimethylbenzoic acid Chemical class CC1=CC(C)=CC(C(O)=O)=C1 UMVOQQDNEYOJOK-UHFFFAOYSA-N 0.000 abstract 1
- REIDAMBAPLIATC-UHFFFAOYSA-M 4-methoxycarbonylbenzoate Chemical compound COC(=O)C1=CC=C(C([O-])=O)C=C1 REIDAMBAPLIATC-UHFFFAOYSA-M 0.000 abstract 1
- BBEWSMNRCUXQRF-UHFFFAOYSA-N 4-methyl-3-nitrobenzoic acid Chemical compound CC1=CC=C(C(O)=O)C=C1[N+]([O-])=O BBEWSMNRCUXQRF-UHFFFAOYSA-N 0.000 abstract 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 abstract 1
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- 229910052684 Cerium Inorganic materials 0.000 abstract 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract 1
- VTLYFUHAOXGGBS-UHFFFAOYSA-N Fe3+ Chemical compound [Fe+3] VTLYFUHAOXGGBS-UHFFFAOYSA-N 0.000 abstract 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 abstract 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract 1
- 235000011054 acetic acid Nutrition 0.000 abstract 1
- 150000001243 acetic acids Chemical class 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 abstract 1
- 150000004996 alkyl benzenes Chemical class 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 229910052788 barium Inorganic materials 0.000 abstract 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 229910052797 bismuth Inorganic materials 0.000 abstract 1
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 150000001735 carboxylic acids Chemical class 0.000 abstract 1
- ZMIGMASIKSOYAM-UHFFFAOYSA-N cerium Chemical compound [Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce] ZMIGMASIKSOYAM-UHFFFAOYSA-N 0.000 abstract 1
- 150000001805 chlorine compounds Chemical class 0.000 abstract 1
- 150000001868 cobalt Chemical class 0.000 abstract 1
- 229910052802 copper Inorganic materials 0.000 abstract 1
- 239000010949 copper Substances 0.000 abstract 1
- 238000005336 cracking Methods 0.000 abstract 1
- 150000001991 dicarboxylic acids Chemical class 0.000 abstract 1
- 229940117389 dichlorobenzene Drugs 0.000 abstract 1
- 125000005594 diketone group Chemical group 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- ZWWCURLKEXEFQT-UHFFFAOYSA-N dinitrogen pentoxide Inorganic materials [O-][N+](=O)O[N+]([O-])=O ZWWCURLKEXEFQT-UHFFFAOYSA-N 0.000 abstract 1
- 125000004494 ethyl ester group Chemical group 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- 150000002484 inorganic compounds Chemical class 0.000 abstract 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 abstract 1
- 239000011133 lead Substances 0.000 abstract 1
- 239000007791 liquid phase Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 150000002739 metals Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- QSSJZLPUHJDYKF-UHFFFAOYSA-N methyl 4-methylbenzoate Chemical compound COC(=O)C1=CC=C(C)C=C1 QSSJZLPUHJDYKF-UHFFFAOYSA-N 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 150000002763 monocarboxylic acids Chemical class 0.000 abstract 1
- 125000004971 nitroalkyl group Chemical group 0.000 abstract 1
- MCSAJNNLRCFZED-UHFFFAOYSA-N nitroethane Chemical compound CC[N+]([O-])=O MCSAJNNLRCFZED-UHFFFAOYSA-N 0.000 abstract 1
- VLZLOWPYUQHHCG-UHFFFAOYSA-N nitromethylbenzene Chemical compound [O-][N+](=O)CC1=CC=CC=C1 VLZLOWPYUQHHCG-UHFFFAOYSA-N 0.000 abstract 1
- ZWLPBLYKEWSWPD-UHFFFAOYSA-N o-toluic acid Chemical compound CC1=CC=CC=C1C(O)=O ZWLPBLYKEWSWPD-UHFFFAOYSA-N 0.000 abstract 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 abstract 1
- 125000005474 octanoate group Chemical group 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 235000005985 organic acids Nutrition 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- LPNBBFKOUUSUDB-UHFFFAOYSA-M p-toluate Chemical compound CC1=CC=C(C([O-])=O)C=C1 LPNBBFKOUUSUDB-UHFFFAOYSA-M 0.000 abstract 1
- LPNBBFKOUUSUDB-UHFFFAOYSA-N p-toluic acid Chemical class CC1=CC=C(C(O)=O)C=C1 LPNBBFKOUUSUDB-UHFFFAOYSA-N 0.000 abstract 1
- 150000004672 propanoic acids Chemical class 0.000 abstract 1
- 235000019260 propionic acid Nutrition 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 abstract 1
- 229960001860 salicylate Drugs 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 239000000725 suspension Substances 0.000 abstract 1
- YTZKOQUCBOVLHL-UHFFFAOYSA-N tert-butylbenzene Chemical compound CC(C)(C)C1=CC=CC=C1 YTZKOQUCBOVLHL-UHFFFAOYSA-N 0.000 abstract 1
- 229910052720 vanadium Inorganic materials 0.000 abstract 1
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 abstract 1
- 229910052725 zinc Inorganic materials 0.000 abstract 1
- 239000011701 zinc Substances 0.000 abstract 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/04—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing carboxylic acids or their salts
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
- C07C51/255—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting
- C07C51/265—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting having alkyl side chains which are oxidised to carboxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/27—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with oxides of nitrogen or nitrogen-containing mineral acids
- C07C51/275—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with oxides of nitrogen or nitrogen-containing mineral acids of hydrocarbyl groups
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/70—Oxidation reactions, e.g. epoxidation, (di)hydroxylation, dehydrogenation and analogues
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/80—Complexes comprising metals of Group VIII as the central metal
- B01J2531/84—Metals of the iron group
- B01J2531/845—Cobalt
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US432911A US2839575A (en) | 1954-05-27 | 1954-05-27 | Oxidation of alkyl-substituted benzene carboxylic acids |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB792199A true GB792199A (en) | 1958-03-19 |
Family
ID=23718073
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB15119/55A Expired GB792199A (en) | 1954-05-27 | 1955-05-25 | Improvements in or relating to the preparation of aromatic dicarboxylic acids and partial alkyl esters thereof |
| GB15120/55A Expired GB785072A (en) | 1954-05-27 | 1955-05-25 | Improvements in or relating to the preparation of aromatic carboxylic acids |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB15120/55A Expired GB785072A (en) | 1954-05-27 | 1955-05-25 | Improvements in or relating to the preparation of aromatic carboxylic acids |
Country Status (5)
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3223723A (en) * | 1962-02-21 | 1965-12-14 | Union Oil Co | Process for the preparation of cyanobenzoic acid |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE971554C (de) * | 1954-05-12 | 1959-02-19 | Bergwerksverband Zur Verwertun | Verfahren und Vorrichtung zur Herstellung von Carbonsaeuren durch Oxydation organischer Stoffe mit Salpetersaeure |
| US3075009A (en) * | 1958-09-30 | 1963-01-22 | Sinclair Refining Co | Oxidation of alkylbenzene carboxylic acids |
| US3163671A (en) * | 1961-02-06 | 1964-12-29 | Standard Oil Co | Benzoic acid recovery by contacting gasiform and liquid effluents of liquid phase oxidation with saturated aqueous benzoic acid |
| NL280461A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1961-07-03 | |||
| NL282031A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1961-08-14 | |||
| US3200078A (en) * | 1961-12-26 | 1965-08-10 | Pure Oil Co | Detergent composition, non-corrosive to metal surfaces |
| US3227752A (en) * | 1962-05-03 | 1966-01-04 | Union Oil Co | Oxidation of alkylaromatic hydrocarbons |
| DE1183067B (de) * | 1962-08-09 | 1964-12-10 | Bergwerksverband Gmbh | Verfahren zur Herstellung von Pyromellithsaeure |
| US3277154A (en) * | 1962-09-28 | 1966-10-04 | Sun Oil Co | Production of naphthalene dicarboxylic acid esters by the oxidation and subsequent esterification of dimethylnaphthalene |
| US3192196A (en) * | 1962-11-27 | 1965-06-29 | Wallace & Tiernan Inc | Oxidation of aliphatic hydrazo compounds to the corresponding aliphatic azo compounds |
| US3303054A (en) * | 1963-01-30 | 1967-02-07 | Monsanto Res Corp | Dry cell having an electrolyte containing a poly-nitro-substituted aromatic polycarboylic acid |
| US3296280A (en) * | 1963-07-18 | 1967-01-03 | Sun Oil Co | The oxidation of tertiary-butyl groups attached to an aromatic ring to form the corresponding aromatic carboxylic acid |
| US3518301A (en) * | 1966-10-06 | 1970-06-30 | Sun Oil Co | Alkyl aromatic oxidation process |
| DE2256663A1 (de) * | 1972-11-18 | 1974-05-22 | Basf Ag | Verfahren zur herstellung von chloranthrachinon-2,3-dicarbonsaeureanhydriden |
| EP0694333B1 (en) * | 1994-03-22 | 1999-09-29 | Council Of Scientific & Industrial Research | Catalyst for preparing carboxylic acids |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB156252A (en) * | 1919-07-15 | 1922-05-04 | Chemische Fabriken Worms Ag | Manufacture of oxidation products of organic compounds |
| US1576999A (en) * | 1921-07-16 | 1926-03-16 | Seydel Chemical Company | Method of oxidizing aromatic side-chain compounds |
| US2653165A (en) * | 1950-09-27 | 1953-09-22 | California Research Corp | Oxidation process |
| US2730524A (en) * | 1950-10-28 | 1956-01-10 | Tno | Process for the oxidation of cellulose |
| US2766281A (en) * | 1952-11-20 | 1956-10-09 | Monsanto Chemicals | Preparation of phthalic acids |
| US2749317A (en) * | 1952-12-10 | 1956-06-05 | California Research Corp | Oxidizing agent |
-
0
- BE BE538436D patent/BE538436A/xx unknown
- NL NL92384D patent/NL92384C/xx active
- NL NL197527D patent/NL197527A/xx unknown
- NL NL197526D patent/NL197526A/xx unknown
-
1954
- 1954-05-27 US US432911A patent/US2839575A/en not_active Expired - Lifetime
-
1955
- 1955-05-25 FR FR1132434D patent/FR1132434A/fr not_active Expired
- 1955-05-25 GB GB15119/55A patent/GB792199A/en not_active Expired
- 1955-05-25 GB GB15120/55A patent/GB785072A/en not_active Expired
- 1955-05-25 FR FR1132433D patent/FR1132433A/fr not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3223723A (en) * | 1962-02-21 | 1965-12-14 | Union Oil Co | Process for the preparation of cyanobenzoic acid |
Also Published As
| Publication number | Publication date |
|---|---|
| NL197526A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | |
| NL197527A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | |
| US2839575A (en) | 1958-06-17 |
| NL92384C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | |
| BE538436A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | |
| GB785072A (en) | 1957-10-23 |
| FR1132434A (fr) | 1957-03-11 |
| FR1132433A (fr) | 1957-03-11 |
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