CA1070289A - Mixtures of poly-branched monocarboxylic acids and process for preparing same - Google Patents
Mixtures of poly-branched monocarboxylic acids and process for preparing sameInfo
- Publication number
- CA1070289A CA1070289A CA252,178A CA252178A CA1070289A CA 1070289 A CA1070289 A CA 1070289A CA 252178 A CA252178 A CA 252178A CA 1070289 A CA1070289 A CA 1070289A
- Authority
- CA
- Canada
- Prior art keywords
- methyl
- ethyl
- butyl
- weight
- acids
- 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
- 239000000203 mixture Substances 0.000 title claims abstract description 39
- 150000002763 monocarboxylic acids Chemical class 0.000 title claims abstract description 12
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 7
- 239000002253 acid Substances 0.000 claims abstract description 45
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 22
- 238000000034 method Methods 0.000 claims abstract description 21
- 230000008569 process Effects 0.000 claims abstract description 21
- 150000007513 acids Chemical class 0.000 claims abstract description 18
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 13
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims abstract description 11
- 150000002978 peroxides Chemical class 0.000 claims abstract description 10
- 150000001735 carboxylic acids Chemical class 0.000 claims abstract description 8
- 239000011541 reaction mixture Substances 0.000 claims abstract description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 4
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims abstract description 4
- 238000000926 separation method Methods 0.000 claims abstract description 4
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims abstract description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 3
- 239000001257 hydrogen Substances 0.000 claims abstract description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims abstract 8
- 239000004711 α-olefin Substances 0.000 claims abstract 5
- 239000003999 initiator Substances 0.000 claims description 12
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 6
- BLCKNMAZFRMCJJ-UHFFFAOYSA-N cyclohexyl cyclohexyloxycarbonyloxy carbonate Chemical compound C1CCCCC1OC(=O)OOC(=O)OC1CCCCC1 BLCKNMAZFRMCJJ-UHFFFAOYSA-N 0.000 claims description 4
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 claims description 4
- -1 butyl,hexyl Chemical group 0.000 claims description 2
- 230000003993 interaction Effects 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 abstract description 3
- 238000000605 extraction Methods 0.000 abstract description 3
- 238000002360 preparation method Methods 0.000 abstract description 3
- 238000009854 hydrometallurgy Methods 0.000 abstract 1
- 239000003973 paint Substances 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 239000002699 waste material Substances 0.000 abstract 1
- 239000002351 wastewater Substances 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 9
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 8
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 8
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 7
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 7
- 125000001424 substituent group Chemical group 0.000 description 7
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 6
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 6
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 6
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 5
- 230000002378 acidificating effect Effects 0.000 description 5
- 150000001336 alkenes Chemical class 0.000 description 5
- 238000009835 boiling Methods 0.000 description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 5
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 4
- 229910052742 iron Inorganic materials 0.000 description 4
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 4
- 101100087530 Caenorhabditis elegans rom-1 gene Proteins 0.000 description 3
- 101100305983 Mus musculus Rom1 gene Proteins 0.000 description 3
- 240000001987 Pyrus communis Species 0.000 description 3
- 229910000831 Steel Inorganic materials 0.000 description 3
- 150000002500 ions Chemical class 0.000 description 3
- 235000019260 propionic acid Nutrition 0.000 description 3
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000010959 steel Substances 0.000 description 3
- 229940005605 valeric acid Drugs 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 2
- 239000004411 aluminium Substances 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- JEIPFZHSYJVQDO-UHFFFAOYSA-N ferric oxide Chemical compound O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 2
- 238000005194 fractionation Methods 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 230000008707 rearrangement Effects 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 239000002966 varnish Substances 0.000 description 2
- PAOHAQSLJSMLAT-UHFFFAOYSA-N 1-butylperoxybutane Chemical compound CCCCOOCCCC PAOHAQSLJSMLAT-UHFFFAOYSA-N 0.000 description 1
- HNNQYHFROJDYHQ-UHFFFAOYSA-N 3-(4-ethylcyclohexyl)propanoic acid 3-(3-ethylcyclopentyl)propanoic acid Chemical compound CCC1CCC(CCC(O)=O)C1.CCC1CCC(CCC(O)=O)CC1 HNNQYHFROJDYHQ-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 102100025597 Caspase-4 Human genes 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 101100536354 Drosophila melanogaster tant gene Proteins 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 241000405147 Hermes Species 0.000 description 1
- 101100273284 Homo sapiens CASP4 gene Proteins 0.000 description 1
- 241001163743 Perlodes Species 0.000 description 1
- 101150057388 Reln gene Proteins 0.000 description 1
- 208000027697 autoimmune lymphoproliferative syndrome due to CTLA4 haploinsuffiency Diseases 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 229940000425 combination drug Drugs 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- IYRDVAUFQZOLSB-UHFFFAOYSA-N copper iron Chemical compound [Fe].[Cu] IYRDVAUFQZOLSB-UHFFFAOYSA-N 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C53/00—Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen
- C07C53/126—Acids containing more than four carbon atoms
- C07C53/128—Acids containing more than four carbon atoms the carboxylic group being bound to a carbon atom bound to at least two other carbon atoms, e.g. neo-acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/353—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by isomerisation; by change of size of the carbon skeleton
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Manufacture And Refinement Of Metals (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU752130253A SU615059A1 (ru) | 1975-05-19 | 1975-05-19 | Смесь полиразветвленных монокарбоновых кислот в качестве солеобразующего агента и способ ее получени |
| JP5772476A JPS52142008A (en) | 1975-05-19 | 1976-05-19 | Mixtures of poly branch monocarboxylic acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1070289A true CA1070289A (en) | 1980-01-22 |
Family
ID=26398787
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA252,178A Expired CA1070289A (en) | 1975-05-19 | 1976-05-11 | Mixtures of poly-branched monocarboxylic acids and process for preparing same |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JPS52142008A (de) |
| AT (1) | AT347420B (de) |
| CA (1) | CA1070289A (de) |
| CH (1) | CH629174A5 (de) |
| DE (1) | DE2621526C3 (de) |
| DK (1) | DK218676A (de) |
| GB (1) | GB1553702A (de) |
| NL (1) | NL7605350A (de) |
| SE (1) | SE411895B (de) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1339034C (en) * | 1988-08-22 | 1997-04-01 | Paul A. Tremblay | Platinum complexes of single isomer neoalkyl acids |
| AU4065993A (en) * | 1992-05-06 | 1993-11-29 | Shell Internationale Research Maatschappij B.V. | Saturated, monocarboxylic acids, the preparation thereof, and derivatives therefrom |
| WO1999020722A2 (en) | 1997-10-23 | 1999-04-29 | The Procter & Gamble Company | Fatty acids, soaps, surfactant systems, and consumer products based thereon |
| AU5345399A (en) * | 1998-08-06 | 2000-02-28 | Exxon Chemical Patents Inc. | Neo carboxylic acids and a process for their preparation |
| US6890894B2 (en) | 2000-02-22 | 2005-05-10 | The Procter & Gamble Company | Fatty acids, soaps surfactant systems, and consumer products based thereon |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5623973B2 (de) * | 1972-02-12 | 1981-06-03 |
-
1976
- 1976-05-11 CA CA252,178A patent/CA1070289A/en not_active Expired
- 1976-05-12 CH CH595876A patent/CH629174A5/de not_active IP Right Cessation
- 1976-05-14 DE DE2621526A patent/DE2621526C3/de not_active Expired
- 1976-05-18 SE SE7605626A patent/SE411895B/xx not_active IP Right Cessation
- 1976-05-18 DK DK218676A patent/DK218676A/da not_active Application Discontinuation
- 1976-05-19 GB GB20754/76A patent/GB1553702A/en not_active Expired
- 1976-05-19 JP JP5772476A patent/JPS52142008A/ja active Pending
- 1976-05-19 AT AT364676A patent/AT347420B/de not_active IP Right Cessation
- 1976-05-19 NL NL7605350A patent/NL7605350A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE2621526B2 (de) | 1980-06-26 |
| ATA364676A (de) | 1978-05-15 |
| DE2621526A1 (de) | 1976-12-30 |
| GB1553702A (en) | 1979-09-26 |
| DK218676A (da) | 1976-11-20 |
| SE411895B (sv) | 1980-02-11 |
| SE7605626L (sv) | 1976-11-20 |
| CH629174A5 (en) | 1982-04-15 |
| AT347420B (de) | 1978-12-27 |
| NL7605350A (nl) | 1976-11-23 |
| JPS52142008A (en) | 1977-11-26 |
| DE2621526C3 (de) | 1981-02-26 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |