DE3800790A1 - Verfahren zur herstellung gesaettigter, ungeradzahliger carbonsaeuren durch oxidativen abbau von gesaettigten geradzahligen fettalkoholen mit salpetersaeure - Google Patents
Verfahren zur herstellung gesaettigter, ungeradzahliger carbonsaeuren durch oxidativen abbau von gesaettigten geradzahligen fettalkoholen mit salpetersaeureInfo
- Publication number
- DE3800790A1 DE3800790A1 DE19883800790 DE3800790A DE3800790A1 DE 3800790 A1 DE3800790 A1 DE 3800790A1 DE 19883800790 DE19883800790 DE 19883800790 DE 3800790 A DE3800790 A DE 3800790A DE 3800790 A1 DE3800790 A1 DE 3800790A1
- Authority
- DE
- Germany
- Prior art keywords
- nitric acid
- acid
- numbered
- saturated
- paraffin
- 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.)
- Granted
Links
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 title claims abstract description 29
- 229910017604 nitric acid Inorganic materials 0.000 title claims abstract description 29
- 150000001735 carboxylic acids Chemical class 0.000 title claims abstract description 13
- 229920006395 saturated elastomer Polymers 0.000 title claims abstract description 8
- 150000002191 fatty alcohols Chemical class 0.000 title claims abstract description 5
- 238000002360 preparation method Methods 0.000 title claims abstract 3
- 238000000034 method Methods 0.000 title claims description 21
- 238000010525 oxidative degradation reaction Methods 0.000 title claims description 3
- 238000004821 distillation Methods 0.000 claims abstract description 18
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 14
- 239000012188 paraffin wax Substances 0.000 claims abstract description 13
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 7
- 238000006243 chemical reaction Methods 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- 239000012071 phase Substances 0.000 claims description 5
- 239000012074 organic phase Substances 0.000 claims description 4
- -1 alkaline earth metal nitrite Chemical class 0.000 claims description 3
- 238000009835 boiling Methods 0.000 claims description 2
- 239000011541 reaction mixture Substances 0.000 claims 2
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 150000001340 alkali metals Chemical class 0.000 claims 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
- 150000003138 primary alcohols Chemical class 0.000 claims 1
- SZHOJFHSIKHZHA-UHFFFAOYSA-N tridecanoic acid Chemical compound CCCCCCCCCCCCC(O)=O SZHOJFHSIKHZHA-UHFFFAOYSA-N 0.000 abstract description 16
- 230000003647 oxidation Effects 0.000 abstract description 7
- 238000007254 oxidation reaction Methods 0.000 abstract description 7
- KEMQGTRYUADPNZ-UHFFFAOYSA-N heptadecanoic acid Chemical compound CCCCCCCCCCCCCCCCC(O)=O KEMQGTRYUADPNZ-UHFFFAOYSA-N 0.000 abstract description 4
- ISYWECDDZWTKFF-UHFFFAOYSA-N nonadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCCC(O)=O ISYWECDDZWTKFF-UHFFFAOYSA-N 0.000 abstract description 4
- YAQXGBBDJYBXKL-UHFFFAOYSA-N iron(2+);1,10-phenanthroline;dicyanide Chemical compound [Fe+2].N#[C-].N#[C-].C1=CN=C2C3=NC=CC=C3C=CC2=C1.C1=CN=C2C3=NC=CC=C3C=CC2=C1 YAQXGBBDJYBXKL-UHFFFAOYSA-N 0.000 abstract description 2
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 abstract description 2
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- TUNFSRHWOTWDNC-UHFFFAOYSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 12
- 229910052799 carbon Inorganic materials 0.000 description 5
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 5
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 150000002763 monocarboxylic acids Chemical class 0.000 description 2
- 230000001590 oxidative effect Effects 0.000 description 2
- 235000010288 sodium nitrite Nutrition 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 239000005662 Paraffin oil Substances 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- GQPLMRYTRLFLPF-UHFFFAOYSA-N nitrous oxide Inorganic materials [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 229960004274 stearic acid Drugs 0.000 description 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
- 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
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)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19883800790 DE3800790A1 (de) | 1988-01-14 | 1988-01-14 | Verfahren zur herstellung gesaettigter, ungeradzahliger carbonsaeuren durch oxidativen abbau von gesaettigten geradzahligen fettalkoholen mit salpetersaeure |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19883800790 DE3800790A1 (de) | 1988-01-14 | 1988-01-14 | Verfahren zur herstellung gesaettigter, ungeradzahliger carbonsaeuren durch oxidativen abbau von gesaettigten geradzahligen fettalkoholen mit salpetersaeure |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE3800790A1 true DE3800790A1 (de) | 1989-07-27 |
| DE3800790C2 DE3800790C2 (enrdf_load_stackoverflow) | 1990-01-25 |
Family
ID=6345207
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19883800790 Granted DE3800790A1 (de) | 1988-01-14 | 1988-01-14 | Verfahren zur herstellung gesaettigter, ungeradzahliger carbonsaeuren durch oxidativen abbau von gesaettigten geradzahligen fettalkoholen mit salpetersaeure |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE3800790A1 (enrdf_load_stackoverflow) |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2150132A1 (de) * | 1971-10-07 | 1973-04-12 | Wacker Chemie Gmbh | Verfahren zur herstellung gesaettigter, aliphatischer monocarbonsaeuren |
-
1988
- 1988-01-14 DE DE19883800790 patent/DE3800790A1/de active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2150132A1 (de) * | 1971-10-07 | 1973-04-12 | Wacker Chemie Gmbh | Verfahren zur herstellung gesaettigter, aliphatischer monocarbonsaeuren |
Non-Patent Citations (3)
| Title |
|---|
| BUDDENBERG, O.: Methoden d. org. Chemie, Houben-Weyl, Bd. IV/1a, S. 654, 1981 * |
| DENO, N.L. et al.: I.A.C.S. 95, S. 6857/8, 1973 * |
| GUT, G. et al.: Helv. Chim. Acta, 49, S. 481-6, 1966 * |
Also Published As
| Publication number | Publication date |
|---|---|
| DE3800790C2 (enrdf_load_stackoverflow) | 1990-01-25 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OP8 | Request for examination as to paragraph 44 patent law | ||
| D2 | Grant after examination | ||
| 8364 | No opposition during term of opposition | ||
| 8339 | Ceased/non-payment of the annual fee |