NO133445B - - Google Patents
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- Publication number
- NO133445B NO133445B NO4565/70A NO456570A NO133445B NO 133445 B NO133445 B NO 133445B NO 4565/70 A NO4565/70 A NO 4565/70A NO 456570 A NO456570 A NO 456570A NO 133445 B NO133445 B NO 133445B
- Authority
- NO
- Norway
- Prior art keywords
- reaction
- glycerol
- acetic acid
- allyl acetate
- reaction zone
- Prior art date
Links
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 72
- 238000006243 chemical reaction Methods 0.000 claims description 27
- HVAMZGADVCBITI-UHFFFAOYSA-M pent-4-enoate Chemical compound [O-]C(=O)CCC=C HVAMZGADVCBITI-UHFFFAOYSA-M 0.000 claims description 25
- URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 claims description 16
- KMZHZAAOEWVPSE-UHFFFAOYSA-N 2,3-dihydroxypropyl acetate Chemical compound CC(=O)OCC(O)CO KMZHZAAOEWVPSE-UHFFFAOYSA-N 0.000 claims description 15
- 239000007789 gas Substances 0.000 claims description 15
- 238000000034 method Methods 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 14
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 13
- 239000001301 oxygen Substances 0.000 claims description 13
- 229910052760 oxygen Inorganic materials 0.000 claims description 13
- 238000004821 distillation Methods 0.000 claims description 9
- 235000013773 glyceryl triacetate Nutrition 0.000 claims description 8
- 239000011261 inert gas Substances 0.000 claims description 8
- 229960002622 triacetin Drugs 0.000 claims description 8
- UXDDRFCJKNROTO-UHFFFAOYSA-N Glycerol 1,2-diacetate Chemical compound CC(=O)OCC(CO)OC(C)=O UXDDRFCJKNROTO-UHFFFAOYSA-N 0.000 claims description 7
- 239000003054 catalyst Substances 0.000 claims description 7
- 239000012495 reaction gas Substances 0.000 claims description 7
- 239000007791 liquid phase Substances 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 239000007788 liquid Substances 0.000 claims description 4
- 150000001242 acetic acid derivatives Chemical class 0.000 claims description 3
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical class [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims 1
- 229910002090 carbon oxide Inorganic materials 0.000 claims 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 27
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 10
- 239000000463 material Substances 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 238000007254 oxidation reaction Methods 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 4
- 238000007792 addition Methods 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- 230000003647 oxidation Effects 0.000 description 4
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 3
- 229910000831 Steel Inorganic materials 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 229910001882 dioxygen Inorganic materials 0.000 description 3
- 229910001385 heavy metal Inorganic materials 0.000 description 3
- 229910052742 iron Inorganic materials 0.000 description 3
- 229910052759 nickel Inorganic materials 0.000 description 3
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 3
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 3
- 239000010959 steel Substances 0.000 description 3
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 238000006735 epoxidation reaction Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000004880 explosion Methods 0.000 description 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 229910052748 manganese Inorganic materials 0.000 description 2
- 229910052750 molybdenum Inorganic materials 0.000 description 2
- 229910000510 noble metal Inorganic materials 0.000 description 2
- 230000000737 periodic effect Effects 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 230000007306 turnover Effects 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 description 1
- -1 allyl acetate-acetic acid Chemical compound 0.000 description 1
- 150000004808 allyl alcohols Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 150000003842 bromide salts Chemical class 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000008139 complexing agent 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
- 239000000470 constituent Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 229910052747 lanthanoid Inorganic materials 0.000 description 1
- 150000002602 lanthanoids Chemical class 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 125000000864 peroxy group Chemical group O(O*)* 0.000 description 1
- 230000008092 positive effect Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000036632 reaction speed Effects 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
- A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/04—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds
- C07C67/05—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds with oxidation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/52—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
- C07C67/54—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation by distillation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Emergency Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Crystallography & Structural Chemistry (AREA)
- Dermatology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19691960142 DE1960142A1 (de) | 1969-12-01 | 1969-12-01 | Verfahren zur Herstellung von Clycerinacetaten |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NO133445B true NO133445B (de) | 1976-01-26 |
| NO133445C NO133445C (de) | 1976-05-05 |
Family
ID=5752567
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO4565/70A NO133445C (de) | 1969-12-01 | 1970-11-27 |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US3674839A (de) |
| JP (1) | JPS4926608B1 (de) |
| AT (1) | AT302259B (de) |
| BE (1) | BE759634A (de) |
| CH (1) | CH532546A (de) |
| CS (1) | CS166745B2 (de) |
| DE (1) | DE1960142A1 (de) |
| ES (1) | ES385892A1 (de) |
| FR (1) | FR2072649A5 (de) |
| GB (1) | GB1277864A (de) |
| NL (1) | NL7017543A (de) |
| NO (1) | NO133445C (de) |
| RO (1) | RO56513A (de) |
| SE (1) | SE367621B (de) |
| SU (1) | SU415865A3 (de) |
| YU (1) | YU33336B (de) |
| ZA (1) | ZA708077B (de) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3004660A1 (de) * | 1980-02-08 | 1981-08-13 | Henkel KGaA, 4000 Düsseldorf | Verfahren zur kontinuierlichen herstellung von triacetin |
| GB2164161A (en) * | 1984-09-06 | 1986-03-12 | Gramos Chemicals International | Method of inspecting a surface for flaws |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2316604A (en) * | 1939-11-02 | 1943-04-13 | E I Du Pont De Neumours & Comp | Oxidation of organic compounds |
| US2911437A (en) * | 1957-04-02 | 1959-11-03 | Sinclair Refining Co | Preparation of glycerol triesters |
-
0
- BE BE759634D patent/BE759634A/xx unknown
-
1969
- 1969-12-01 DE DE19691960142 patent/DE1960142A1/de active Pending
-
1970
- 1970-11-20 YU YU2858/70A patent/YU33336B/xx unknown
- 1970-11-20 CH CH1723970A patent/CH532546A/de not_active IP Right Cessation
- 1970-11-25 ES ES385892A patent/ES385892A1/es not_active Expired
- 1970-11-25 US US92573A patent/US3674839A/en not_active Expired - Lifetime
- 1970-11-26 GB GB56228/70A patent/GB1277864A/en not_active Expired
- 1970-11-27 NO NO4565/70A patent/NO133445C/no unknown
- 1970-11-30 FR FR7042986A patent/FR2072649A5/fr not_active Expired
- 1970-11-30 AT AT1075470A patent/AT302259B/de not_active IP Right Cessation
- 1970-11-30 RO RO197065144A patent/RO56513A/ro unknown
- 1970-11-30 ZA ZA708077*A patent/ZA708077B/xx unknown
- 1970-11-30 SE SE16191/70A patent/SE367621B/xx unknown
- 1970-12-01 SU SU1495692A patent/SU415865A3/ru active
- 1970-12-01 NL NL7017543A patent/NL7017543A/xx unknown
- 1970-12-01 JP JP45106255A patent/JPS4926608B1/ja active Pending
- 1970-12-01 CS CS817*[A patent/CS166745B2/cs unknown
Also Published As
| Publication number | Publication date |
|---|---|
| YU285870A (en) | 1976-04-30 |
| SE367621B (de) | 1974-06-04 |
| BE759634A (fr) | 1971-06-01 |
| DE1960142A1 (de) | 1971-06-03 |
| NL7017543A (de) | 1971-06-03 |
| AT302259B (de) | 1972-10-10 |
| YU33336B (en) | 1976-10-31 |
| SU415865A3 (ru) | 1974-02-15 |
| NO133445C (de) | 1976-05-05 |
| US3674839A (en) | 1972-07-04 |
| CS166745B2 (de) | 1976-03-29 |
| GB1277864A (en) | 1972-06-14 |
| FR2072649A5 (de) | 1971-09-24 |
| CH532546A (de) | 1973-01-15 |
| ZA708077B (en) | 1971-11-24 |
| RO56513A (de) | 1974-04-29 |
| JPS4926608B1 (de) | 1974-07-10 |
| ES385892A1 (es) | 1973-05-01 |
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