CN114507117A - 仲醇的制造方法 - Google Patents
仲醇的制造方法 Download PDFInfo
- Publication number
- CN114507117A CN114507117A CN202111355931.XA CN202111355931A CN114507117A CN 114507117 A CN114507117 A CN 114507117A CN 202111355931 A CN202111355931 A CN 202111355931A CN 114507117 A CN114507117 A CN 114507117A
- Authority
- CN
- China
- Prior art keywords
- distillation
- saturated aliphatic
- aliphatic hydrocarbon
- less
- pressure
- 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.)
- Pending
Links
- 150000003333 secondary alcohols Chemical class 0.000 title claims abstract description 35
- 238000000034 method Methods 0.000 title claims abstract description 34
- 238000004821 distillation Methods 0.000 claims abstract description 177
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims abstract description 89
- 229920006395 saturated elastomer Polymers 0.000 claims abstract description 79
- -1 borate compound Chemical class 0.000 claims abstract description 40
- 238000007254 oxidation reaction Methods 0.000 claims abstract description 28
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 26
- 238000006243 chemical reaction Methods 0.000 claims abstract description 26
- VGTPKLINSHNZRD-UHFFFAOYSA-N oxoborinic acid Chemical compound OB=O VGTPKLINSHNZRD-UHFFFAOYSA-N 0.000 claims abstract description 24
- 239000010410 layer Substances 0.000 claims abstract description 23
- 239000000243 solution Substances 0.000 claims abstract description 21
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims abstract description 20
- 229910001882 dioxygen Inorganic materials 0.000 claims abstract description 20
- 239000007789 gas Substances 0.000 claims abstract description 20
- 239000012044 organic layer Substances 0.000 claims abstract description 20
- 229960002645 boric acid Drugs 0.000 claims abstract description 16
- 235000010338 boric acid Nutrition 0.000 claims abstract description 16
- 239000012295 chemical reaction liquid Substances 0.000 claims abstract description 14
- 239000007791 liquid phase Substances 0.000 claims abstract description 13
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims abstract description 10
- 238000004519 manufacturing process Methods 0.000 claims abstract description 9
- 239000003513 alkali Substances 0.000 claims abstract description 8
- 239000007864 aqueous solution Substances 0.000 claims abstract description 7
- 230000003647 oxidation Effects 0.000 claims abstract description 7
- 230000003301 hydrolyzing effect Effects 0.000 claims abstract description 5
- 238000001577 simple distillation Methods 0.000 claims description 12
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 8
- 229910052740 iodine Inorganic materials 0.000 claims description 8
- 239000011630 iodine Substances 0.000 claims description 8
- 238000000199 molecular distillation Methods 0.000 claims description 5
- 239000007788 liquid Substances 0.000 description 12
- 238000009835 boiling Methods 0.000 description 10
- 230000032050 esterification Effects 0.000 description 10
- 238000005886 esterification reaction Methods 0.000 description 10
- 238000007127 saponification reaction Methods 0.000 description 10
- 239000000203 mixture Substances 0.000 description 8
- 239000004327 boric acid Substances 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- 150000001728 carbonyl compounds Chemical class 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 230000007062 hydrolysis Effects 0.000 description 6
- 238000006460 hydrolysis reaction Methods 0.000 description 6
- BGHCVCJVXZWKCC-UHFFFAOYSA-N tetradecane Chemical compound CCCCCCCCCCCCCC BGHCVCJVXZWKCC-UHFFFAOYSA-N 0.000 description 6
- IIYFAKIEWZDVMP-UHFFFAOYSA-N tridecane Chemical compound CCCCCCCCCCCCC IIYFAKIEWZDVMP-UHFFFAOYSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 5
- YCOZIPAWZNQLMR-UHFFFAOYSA-N heptane - octane Natural products CCCCCCCCCCCCCCC YCOZIPAWZNQLMR-UHFFFAOYSA-N 0.000 description 5
- 238000000746 purification Methods 0.000 description 5
- 239000007795 chemical reaction product Substances 0.000 description 4
- 238000011109 contamination Methods 0.000 description 4
- 238000007701 flash-distillation Methods 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 238000000926 separation method Methods 0.000 description 4
- 238000004040 coloring Methods 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical compound CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 3
- 229940094933 n-dodecane Drugs 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- CMIAIUZBKPLIOP-YZLZLFLDSA-N methyl (1r,4ar,4br,10ar)-7-(2-hydroperoxypropan-2-yl)-4a-methyl-2,3,4,4b,5,6,10,10a-octahydro-1h-phenanthrene-1-carboxylate Chemical compound C1=C(C(C)(C)OO)CC[C@@H]2[C@]3(C)CCC[C@@H](C(=O)OC)[C@H]3CC=C21 CMIAIUZBKPLIOP-YZLZLFLDSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 235000005985 organic acids Nutrition 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 150000003138 primary alcohols Chemical class 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000271 synthetic detergent Substances 0.000 description 1
- RSJKGSCJYJTIGS-UHFFFAOYSA-N undecane Chemical compound CCCCCCCCCCC RSJKGSCJYJTIGS-UHFFFAOYSA-N 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/04—Esters of boric acids
-
- 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
- C07C29/09—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis
- C07C29/12—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of esters of mineral acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/05—Cyclic compounds having at least one ring containing boron but no carbon in the ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2020190328A JP6916365B1 (ja) | 2020-11-16 | 2020-11-16 | 第２級アルコールの製造方法 |
| JP2020-190328 | 2020-11-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN114507117A true CN114507117A (zh) | 2022-05-17 |
Family
ID=77172765
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202111355931.XA Pending CN114507117A (zh) | 2020-11-16 | 2021-11-16 | 仲醇的制造方法 |
Country Status (2)
| Country | Link |
|---|---|
| JP (1) | JP6916365B1 (ja) |
| CN (1) | CN114507117A (ja) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN117550954A (zh) * | 2023-11-09 | 2024-02-13 | 江苏赛科化学有限公司 | 一种烷烃氧化制仲醇的加工工艺 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3454617A (en) * | 1966-04-06 | 1969-07-08 | Hoechst Ag | Process for the manufacture of borate esters of long chain aliphatic alcohols |
| JPS5025447B1 (ja) * | 1970-12-29 | 1975-08-23 | ||
| JPS5146084B2 (ja) * | 1971-09-13 | 1976-12-07 | ||
| JPS5130042B2 (ja) * | 1971-12-17 | 1976-08-30 | ||
| IT1037989B (it) * | 1975-05-09 | 1979-11-20 | Vni I Pi P | Metodo per l ottenimento di alcooli grassi superiori |
| JPS56131531A (en) * | 1980-03-19 | 1981-10-15 | Nippon Shokubai Kagaku Kogyo Co Ltd | Preparation of secondary alcohol |
-
2020
- 2020-11-16 JP JP2020190328A patent/JP6916365B1/ja active Active
-
2021
- 2021-11-16 CN CN202111355931.XA patent/CN114507117A/zh active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN117550954A (zh) * | 2023-11-09 | 2024-02-13 | 江苏赛科化学有限公司 | 一种烷烃氧化制仲醇的加工工艺 |
Also Published As
| Publication number | Publication date |
|---|---|
| JP6916365B1 (ja) | 2021-08-11 |
| JP2022079248A (ja) | 2022-05-26 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP0935594B1 (en) | Process for the continuous production of neopentyl glycol | |
| EP0005998B1 (en) | Preparation of formic acid by hydrolysis of methyl formate | |
| US4224112A (en) | Recovery of 1,1-dihydroheptafluorobutanol from water by distillation | |
| US4229263A (en) | Recovery of methyl heptafluorobutyrate from methanol by distillation | |
| GB2305664A (en) | Process for purifying acetic acid | |
| US1433308A (en) | Process of obtaining complete alcoholysis | |
| EP0023119B1 (en) | Process for preparation of high purity isobutylene | |
| US2614128A (en) | Controlled distillation of oxo alcohols containing high-boiling impurities | |
| CN114507117A (zh) | 仲醇的制造方法 | |
| US3017438A (en) | Storage | |
| US4381222A (en) | Process for the distillative separation of tertiary alkyl hydroperoxides and ditertiary alkyl peroxides | |
| US4156791A (en) | Preparation of alcohols by treating esters with alkali metal borohydride | |
| EP0010993B1 (en) | Process for the preparation of tertiary butyl alcohol | |
| US3859368A (en) | Method of producing polyhydric compounds such as ethylene glycol by disproportionation of its monoacetate | |
| US3270065A (en) | Recovery from metal-free oxygenated alcohol products arising during mod- ified oxidation of aluminum alkyls | |
| US3399035A (en) | Process for the recovery of boric acid from the oxidation mixtures of liquidphase oxidation of hydrocarbons | |
| JP6916366B1 (ja) | ジオールの製造方法 | |
| US3359335A (en) | Caustic scrubbing of aldox alcohols | |
| US3959389A (en) | Method of manufacturing alkylene oxide adducts of an aliphatic alcohol | |
| US2885446A (en) | Process for improving color of oil-soluble alcohols | |
| JPH05271143A (ja) | シクロヘキサノンの製造方法 | |
| US4855516A (en) | Method of manufacturing 2-propyn-1-ol | |
| US3932531A (en) | Method of manufacturing alkylene oxide adducts of an aliphatic alcohol | |
| US2690995A (en) | Process of recovery of oil soluble alcohols by azeotropic distillation with isopropyl alcohol | |
| JPS6310926B2 (ja) |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination |