IL28057A - Oxidation of hydrocarbons in the presence of boron compounds - Google Patents
Oxidation of hydrocarbons in the presence of boron compoundsInfo
- Publication number
- IL28057A IL28057A IL28057A IL2805767A IL28057A IL 28057 A IL28057 A IL 28057A IL 28057 A IL28057 A IL 28057A IL 2805767 A IL2805767 A IL 2805767A IL 28057 A IL28057 A IL 28057A
- Authority
- IL
- Israel
- Prior art keywords
- boric acid
- oxidation
- stream
- hydrocarbon
- boric
- Prior art date
Links
- 238000007254 oxidation reaction Methods 0.000 title claims description 45
- 230000003647 oxidation Effects 0.000 title claims description 38
- 229930195733 hydrocarbon Natural products 0.000 title claims description 32
- 150000002430 hydrocarbons Chemical class 0.000 title claims description 29
- 150000001639 boron compounds Chemical class 0.000 title claims description 17
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims description 28
- 239000004327 boric acid Substances 0.000 claims description 27
- 238000006460 hydrolysis reaction Methods 0.000 claims description 27
- 230000007062 hydrolysis Effects 0.000 claims description 26
- 239000004215 Carbon black (E152) Substances 0.000 claims description 24
- 238000000034 method Methods 0.000 claims description 20
- -1 borate ester Chemical class 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 14
- 238000010926 purge Methods 0.000 claims description 12
- 239000012452 mother liquor Substances 0.000 claims description 8
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 6
- 239000007787 solid Substances 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 5
- 239000013078 crystal Substances 0.000 claims description 5
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 4
- 229910001882 dioxygen Inorganic materials 0.000 claims description 4
- 239000007789 gas Substances 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 230000003301 hydrolyzing effect Effects 0.000 claims 2
- 239000007788 liquid Substances 0.000 claims 2
- 235000010338 boric acid Nutrition 0.000 description 21
- 229960002645 boric acid Drugs 0.000 description 20
- 239000012535 impurity Substances 0.000 description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- 238000002425 crystallisation Methods 0.000 description 12
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 8
- 229910052796 boron Inorganic materials 0.000 description 8
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 238000011084 recovery Methods 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical class CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- 239000008346 aqueous phase Substances 0.000 description 7
- 230000008025 crystallization Effects 0.000 description 5
- 239000012071 phase Substances 0.000 description 5
- XOFYZVNMUHMLCC-ZPOLXVRWSA-N prednisone Chemical compound O=C1C=C[C@]2(C)[C@H]3C(=O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 XOFYZVNMUHMLCC-ZPOLXVRWSA-N 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 4
- 239000002253 acid Substances 0.000 description 3
- 239000002671 adjuvant Substances 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 230000002939 deleterious effect Effects 0.000 description 3
- 230000008020 evaporation Effects 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- 150000002576 ketones Chemical class 0.000 description 3
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- VGTPKLINSHNZRD-UHFFFAOYSA-N oxoborinic acid Chemical compound OB=O VGTPKLINSHNZRD-UHFFFAOYSA-N 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 229930195734 saturated hydrocarbon Natural products 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- QQZOPKMRPOGIEB-UHFFFAOYSA-N 2-Oxohexane Chemical compound CCCCC(C)=O QQZOPKMRPOGIEB-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000011260 aqueous acid Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 125000005619 boric acid group Chemical class 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 230000000994 depressogenic effect Effects 0.000 description 1
- 150000002311 glutaric acids Chemical class 0.000 description 1
- FGGJBCRKSVGDPO-UHFFFAOYSA-N hydroperoxycyclohexane Chemical compound OOC1CCCCC1 FGGJBCRKSVGDPO-UHFFFAOYSA-N 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 150000004977 peroxyborates Chemical class 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 150000003444 succinic acids Chemical class 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- BOOITXALNJLNMB-UHFFFAOYSA-N tricyclohexyl borate Chemical compound C1CCCCC1OB(OC1CCCCC1)OC1CCCCC1 BOOITXALNJLNMB-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/48—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups
- C07C29/50—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups with molecular oxygen only
- C07C29/52—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups with molecular oxygen only in the presence of mineral boron compounds with, when necessary, hydrolysis of the intermediate formed
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B35/00—Boron; Compounds thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US55419566A | 1966-05-31 | 1966-05-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| IL28057A true IL28057A (en) | 1970-11-30 |
Family
ID=24212409
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL28057A IL28057A (en) | 1966-05-31 | 1967-05-29 | Oxidation of hydrocarbons in the presence of boron compounds |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US3475500A (xx) |
| BE (1) | BE698908A (xx) |
| CH (1) | CH474461A (xx) |
| DE (1) | DE1618514B2 (xx) |
| ES (1) | ES341200A1 (xx) |
| GB (1) | GB1128723A (xx) |
| IL (1) | IL28057A (xx) |
| LU (1) | LU53759A1 (xx) |
| NL (1) | NL152535B (xx) |
| SE (1) | SE336777B (xx) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3895067A (en) * | 1970-06-15 | 1975-07-15 | Monsanto Co | Boric acid recovery |
| US4058565A (en) * | 1972-12-08 | 1977-11-15 | Bayer Aktiengesellschaft | Process for oxidizing hydrocarbons |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3240820A (en) * | 1962-01-16 | 1966-03-15 | Halcon International Inc | Process for the separation of boric acid from organic liquids |
| NL301390A (xx) * | 1962-12-13 |
-
1966
- 1966-05-31 US US554195A patent/US3475500A/en not_active Expired - Lifetime
-
1967
- 1967-05-24 NL NL676707215A patent/NL152535B/xx unknown
- 1967-05-24 GB GB24092/67A patent/GB1128723A/en not_active Expired
- 1967-05-24 BE BE698908D patent/BE698908A/xx unknown
- 1967-05-26 LU LU53759D patent/LU53759A1/xx unknown
- 1967-05-29 IL IL28057A patent/IL28057A/en unknown
- 1967-05-31 ES ES341200A patent/ES341200A1/es not_active Expired
- 1967-05-31 CH CH766467A patent/CH474461A/fr not_active IP Right Cessation
- 1967-05-31 DE DE19671618514 patent/DE1618514B2/de active Granted
- 1967-05-31 SE SE07611/67*A patent/SE336777B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BE698908A (xx) | 1967-11-24 |
| GB1128723A (en) | 1968-10-02 |
| ES341200A1 (es) | 1968-06-16 |
| SE336777B (xx) | 1971-07-19 |
| LU53759A1 (xx) | 1969-03-20 |
| NL152535B (nl) | 1977-03-15 |
| DE1618514B2 (de) | 1976-02-12 |
| DE1618514A1 (de) | 1971-04-29 |
| CH474461A (fr) | 1969-06-30 |
| US3475500A (en) | 1969-10-28 |
| NL6707215A (xx) | 1967-12-01 |
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