GB946400A - Process for the manufacture of sorbic acid - Google Patents
Process for the manufacture of sorbic acidInfo
- Publication number
- GB946400A GB946400A GB81660A GB81660A GB946400A GB 946400 A GB946400 A GB 946400A GB 81660 A GB81660 A GB 81660A GB 81660 A GB81660 A GB 81660A GB 946400 A GB946400 A GB 946400A
- Authority
- GB
- United Kingdom
- Prior art keywords
- crotonaldehyde
- reaction solution
- reaction
- polyester
- ketene
- 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
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 title abstract 4
- 229940075582 sorbic acid Drugs 0.000 title abstract 4
- 235000010199 sorbic acid Nutrition 0.000 title abstract 4
- 239000004334 sorbic acid Substances 0.000 title abstract 4
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- 238000006243 chemical reaction Methods 0.000 abstract 12
- MLUCVPSAIODCQM-NSCUHMNNSA-N crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 abstract 11
- MLUCVPSAIODCQM-UHFFFAOYSA-N crotonaldehyde Natural products CC=CC=O MLUCVPSAIODCQM-UHFFFAOYSA-N 0.000 abstract 11
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract 6
- 229920000728 polyester Polymers 0.000 abstract 6
- CCGKOQOJPYTBIH-UHFFFAOYSA-N ethenone Chemical compound C=C=O CCGKOQOJPYTBIH-UHFFFAOYSA-N 0.000 abstract 5
- 239000003701 inert diluent Substances 0.000 abstract 5
- 239000007795 chemical reaction product Substances 0.000 abstract 4
- 238000004821 distillation Methods 0.000 abstract 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- OBETXYAYXDNJHR-UHFFFAOYSA-N 2-Ethylhexanoic acid Chemical compound CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 abstract 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical class [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 abstract 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical class [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 abstract 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 abstract 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 abstract 2
- -1 fatty acid salt Chemical class 0.000 abstract 2
- 238000010438 heat treatment Methods 0.000 abstract 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 abstract 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 abstract 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 abstract 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 229910052723 transition metal Inorganic materials 0.000 abstract 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 abstract 1
- OXQGTIUCKGYOAA-UHFFFAOYSA-N 2-Ethylbutanoic acid Chemical compound CCC(CC)C(O)=O OXQGTIUCKGYOAA-UHFFFAOYSA-N 0.000 abstract 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 abstract 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 abstract 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 abstract 1
- 239000005642 Oleic acid Substances 0.000 abstract 1
- 235000021314 Palmitic acid Nutrition 0.000 abstract 1
- 235000021355 Stearic acid Nutrition 0.000 abstract 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical class [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 238000005904 alkaline hydrolysis reaction Methods 0.000 abstract 1
- 229910052793 cadmium Inorganic materials 0.000 abstract 1
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical class [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 229910017052 cobalt Inorganic materials 0.000 abstract 1
- 239000010941 cobalt Chemical class 0.000 abstract 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical class [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 abstract 1
- 238000002425 crystallisation Methods 0.000 abstract 1
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 1
- 238000001704 evaporation Methods 0.000 abstract 1
- 230000008020 evaporation Effects 0.000 abstract 1
- 229930195729 fatty acid Natural products 0.000 abstract 1
- 239000000194 fatty acid Substances 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 229910052742 iron Inorganic materials 0.000 abstract 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical class [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 abstract 1
- 229910052753 mercury Inorganic materials 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 abstract 1
- 229910052759 nickel Inorganic materials 0.000 abstract 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 abstract 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 abstract 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 abstract 1
- 235000021313 oleic acid Nutrition 0.000 abstract 1
- 230000000737 periodic effect Effects 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 150000003624 transition metals Chemical class 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
- 239000008096 xylene Substances 0.000 abstract 1
- 229910052725 zinc Chemical class 0.000 abstract 1
- 239000011701 zinc Chemical class 0.000 abstract 1
- ADPRTAHDTJWPGT-UHFFFAOYSA-L zinc;2-methylpropanoate Chemical compound [Zn+2].CC(C)C([O-])=O.CC(C)C([O-])=O ADPRTAHDTJWPGT-UHFFFAOYSA-L 0.000 abstract 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/09—Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid esters or lactones
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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF27435A DE1150672B (de) | 1959-01-08 | 1959-01-08 | Verfahren zur halb- oder kontinuierlichen Herstellung von reiner, bestaendiger Sorbinsaeure durch Umsetzung von Keten mit Crotonaldehyd |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB946400A true GB946400A (en) | 1964-01-15 |
Family
ID=7092447
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB81660A Expired GB946400A (en) | 1959-01-08 | 1960-01-08 | Process for the manufacture of sorbic acid |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE586381A (enrdf_load_stackoverflow) |
| CH (1) | CH384565A (enrdf_load_stackoverflow) |
| DE (1) | DE1150672B (enrdf_load_stackoverflow) |
| FR (1) | FR1244788A (enrdf_load_stackoverflow) |
| GB (1) | GB946400A (enrdf_load_stackoverflow) |
| SE (1) | SE307348B (enrdf_load_stackoverflow) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1282645B (de) * | 1964-12-01 | 1968-11-14 | Hoechst Ag | Verfahren zur Herstellung von Sorbinsaeure und deren Alkali- und Erdalkalisalzen |
| CN113671111A (zh) * | 2021-08-26 | 2021-11-19 | 金能科技股份有限公司 | 一种定量检测山梨酸钾中氯离子的方法 |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL112967C (enrdf_load_stackoverflow) * | 1961-05-09 | |||
| DE1244162B (de) * | 1961-11-25 | 1967-07-13 | Hydrierwerk Rodleben Veb | Verfahren zur Herstellung von Sorbinsaeure durch Umsetzung von ueberschuessigem Crotonaldehyd mit Keten |
| BE652715A (enrdf_load_stackoverflow) * | 1963-09-04 | |||
| DE1283832B (de) * | 1965-01-27 | 1968-11-28 | Farbwerke Hoeschst Ag Vorm Mei | Verfahren zur Herstellung von Anhydriden der Sorbinsaeure |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2469690A (en) * | 1946-04-06 | 1949-05-10 | Eastman Kodak Co | Continuous process of producing beta lactones |
| US2450132A (en) * | 1947-07-12 | 1948-09-28 | Eastman Kodak Co | Preparation of beta-lactones |
| US2450118A (en) * | 1947-07-23 | 1948-09-28 | Eastman Kodak Co | Preparation of beta-lactones |
| US2450134A (en) * | 1947-09-10 | 1948-09-28 | Eastman Kodak Co | Preparation of beta-lactones |
| US2466420A (en) * | 1947-11-26 | 1949-04-05 | Eastman Kodak Co | Ketene condensation products with aldehydes |
| DE1042573B (de) * | 1956-06-07 | 1958-11-06 | Hoechst Ag | Verfahren zur Herstellung von Sorbinsaeure durch Umsetzung von Keten mit Crotonaldehyd |
-
1959
- 1959-01-08 DE DEF27435A patent/DE1150672B/de active Pending
-
1960
- 1960-01-04 SE SE2460A patent/SE307348B/xx unknown
- 1960-01-06 CH CH8660A patent/CH384565A/de unknown
- 1960-01-08 GB GB81660A patent/GB946400A/en not_active Expired
- 1960-01-08 FR FR815213A patent/FR1244788A/fr not_active Expired
- 1960-01-08 BE BE586381A patent/BE586381A/fr unknown
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1282645B (de) * | 1964-12-01 | 1968-11-14 | Hoechst Ag | Verfahren zur Herstellung von Sorbinsaeure und deren Alkali- und Erdalkalisalzen |
| CN113671111A (zh) * | 2021-08-26 | 2021-11-19 | 金能科技股份有限公司 | 一种定量检测山梨酸钾中氯离子的方法 |
| CN113671111B (zh) * | 2021-08-26 | 2024-04-19 | 金能化学(齐河)有限公司 | 一种定量检测山梨酸钾中氯离子的方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| CH384565A (de) | 1964-11-30 |
| DE1150672B (de) | 1963-06-27 |
| BE586381A (fr) | 1960-07-08 |
| FR1244788A (fr) | 1960-10-28 |
| SE307348B (enrdf_load_stackoverflow) | 1969-01-07 |
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