DE1793441C3 - - Google Patents
Info
- Publication number
- DE1793441C3 DE1793441C3 DE19681793441 DE1793441A DE1793441C3 DE 1793441 C3 DE1793441 C3 DE 1793441C3 DE 19681793441 DE19681793441 DE 19681793441 DE 1793441 A DE1793441 A DE 1793441A DE 1793441 C3 DE1793441 C3 DE 1793441C3
- Authority
- DE
- Germany
- Prior art keywords
- crotonaldehyde
- ketene
- acid
- polyester
- saponification
- 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
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 35
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 claims description 22
- 229940075582 sorbic acid Drugs 0.000 claims description 22
- 235000010199 sorbic acid Nutrition 0.000 claims description 22
- 239000004334 sorbic acid Substances 0.000 claims description 22
- CCGKOQOJPYTBIH-UHFFFAOYSA-N ethenone Chemical compound C=C=O CCGKOQOJPYTBIH-UHFFFAOYSA-N 0.000 claims description 17
- MLUCVPSAIODCQM-NSCUHMNNSA-N crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 claims description 14
- MLUCVPSAIODCQM-UHFFFAOYSA-N crotonaldehyde Natural products CC=CC=O MLUCVPSAIODCQM-UHFFFAOYSA-N 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 11
- 229920000728 polyester Polymers 0.000 claims description 11
- 238000006243 chemical reaction Methods 0.000 claims description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims description 9
- 239000003054 catalyst Substances 0.000 claims description 7
- 239000007789 gas Substances 0.000 claims description 4
- 238000004821 distillation Methods 0.000 claims description 3
- 238000010626 work up procedure Methods 0.000 claims description 3
- 238000007792 addition Methods 0.000 claims description 2
- 239000007795 chemical reaction product Substances 0.000 claims description 2
- 238000000746 purification Methods 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 239000010409 thin film Substances 0.000 claims description 2
- 238000007127 saponification reaction Methods 0.000 claims 8
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims 3
- 238000003776 cleavage reaction Methods 0.000 claims 3
- 230000007017 scission Effects 0.000 claims 3
- 230000002378 acidificating effect Effects 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 239000007859 condensation product Substances 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 239000003381 stabilizer Substances 0.000 claims 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- 241001448862 Croton Species 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 238000009825 accumulation Methods 0.000 claims 1
- 150000001299 aldehydes Chemical class 0.000 claims 1
- 239000003513 alkali Substances 0.000 claims 1
- 150000001447 alkali salts Chemical class 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 230000009286 beneficial effect Effects 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 238000006555 catalytic reaction Methods 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 238000007872 degassing Methods 0.000 claims 1
- 238000001879 gelation Methods 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 229910052500 inorganic mineral Inorganic materials 0.000 claims 1
- 238000011068 loading method Methods 0.000 claims 1
- 239000011707 mineral Substances 0.000 claims 1
- 238000002156 mixing Methods 0.000 claims 1
- 150000007965 phenolic acids Chemical class 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 239000000047 product Substances 0.000 claims 1
- 239000000344 soap Substances 0.000 claims 1
- 239000002594 sorbent Substances 0.000 claims 1
- 238000005292 vacuum distillation Methods 0.000 claims 1
- 239000000203 mixture Substances 0.000 description 4
- 230000009965 odorless effect Effects 0.000 description 4
- 238000009835 boiling Methods 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- BJHIKXHVCXFQLS-OTWZMJIISA-N keto-L-sorbose Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)C(=O)CO BJHIKXHVCXFQLS-OTWZMJIISA-N 0.000 description 2
- QWQNFXDYOCUEER-UHFFFAOYSA-N 2,3-ditert-butyl-4-methylphenol Chemical compound CC1=CC=C(O)C(C(C)(C)C)=C1C(C)(C)C QWQNFXDYOCUEER-UHFFFAOYSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000010327 methods by industry Methods 0.000 description 1
- OVARTBFNCCXQKS-UHFFFAOYSA-N propan-2-one;hydrate Chemical compound O.CC(C)=O OVARTBFNCCXQKS-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 238000005406 washing Methods 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
- C07C51/09—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)
- Paper (AREA)
- Polyesters Or Polycarbonates (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19681793441 DE1793441A1 (de) | 1968-09-18 | 1968-09-18 | Verfahren zur Herstellung von Sorbinsaeure |
| NL6913105A NL6913105A (enrdf_load_stackoverflow) | 1968-09-18 | 1969-08-27 | |
| GB4449869A GB1242483A (en) | 1968-09-18 | 1969-09-09 | Process for the manufacture of sorbic acid |
| BE738871D BE738871A (enrdf_load_stackoverflow) | 1968-09-18 | 1969-09-15 | |
| CH1404269A CH540874A (de) | 1966-05-13 | 1969-09-17 | Verfahren zur Herstellung von Sorbinsäure |
| FR6931560A FR2023312A6 (enrdf_load_stackoverflow) | 1968-09-18 | 1969-09-17 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19681793441 DE1793441A1 (de) | 1968-09-18 | 1968-09-18 | Verfahren zur Herstellung von Sorbinsaeure |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE1793441A1 DE1793441A1 (de) | 1972-04-27 |
| DE1793441B2 DE1793441B2 (enrdf_load_stackoverflow) | 1973-12-13 |
| DE1793441C3 true DE1793441C3 (enrdf_load_stackoverflow) | 1974-07-18 |
Family
ID=5707707
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19681793441 Granted DE1793441A1 (de) | 1966-05-13 | 1968-09-18 | Verfahren zur Herstellung von Sorbinsaeure |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE738871A (enrdf_load_stackoverflow) |
| DE (1) | DE1793441A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2023312A6 (enrdf_load_stackoverflow) |
| GB (1) | GB1242483A (enrdf_load_stackoverflow) |
| NL (1) | NL6913105A (enrdf_load_stackoverflow) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111377811B (zh) * | 2018-12-30 | 2023-08-01 | 南通醋酸化工股份有限公司 | 一种山梨酸连续制备方法 |
| CN112876347A (zh) * | 2019-11-29 | 2021-06-01 | 南通醋酸化工股份有限公司 | 一种山梨酸制备中的聚酯连续多级水解的方法 |
-
1968
- 1968-09-18 DE DE19681793441 patent/DE1793441A1/de active Granted
-
1969
- 1969-08-27 NL NL6913105A patent/NL6913105A/xx unknown
- 1969-09-09 GB GB4449869A patent/GB1242483A/en not_active Expired
- 1969-09-15 BE BE738871D patent/BE738871A/xx unknown
- 1969-09-17 FR FR6931560A patent/FR2023312A6/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR2023312A6 (enrdf_load_stackoverflow) | 1970-08-21 |
| BE738871A (enrdf_load_stackoverflow) | 1970-03-16 |
| NL6913105A (enrdf_load_stackoverflow) | 1970-03-20 |
| DE1793441A1 (de) | 1972-04-27 |
| DE1793441B2 (enrdf_load_stackoverflow) | 1973-12-13 |
| GB1242483A (en) | 1971-08-11 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE2137806A1 (de) | Verfahren zur Herstellung von 1,1,1-Dichlorfluoräthan und bzw. oder 1,1,1-Chlordifluoräthan | |
| DE2512614C2 (de) | Verfahren zur Herstellung von 4-Hydroxy-3,5-dibrombenzaldehyd | |
| DE2548470C2 (de) | Verfahren zur Herstellung von reinem 2,2-Bis-(4-hydroxyphenyl)-propan | |
| DE1793441C3 (enrdf_load_stackoverflow) | ||
| DE2418569B2 (de) | Verfahren zur herstellung von dl- weinsaeure | |
| EP1002786B1 (de) | Verfahren zur Herstellung von Trifluorbenzoesäuren | |
| EP0599214B1 (de) | Verfahren zur kontinuierlichen Herstellung von aromatischen Aldehyden | |
| DE2015840C3 (de) | Verfahren zur Herstellung von Fettsäuredialkylamiden | |
| DE3046604A1 (de) | "verfahren zur herstellung von hexafluoraceton sowie verwendung der nach dem verfahren zunaechst erhaltenen loesung | |
| DE1518647A1 (de) | Verfahren zur Herstellung von Tetrabromphthalsaeureanhydrid | |
| DE1931486C3 (de) | Verfahren zur Herstellung von 1,4-Diacetoxybuten-(2) aus Dichlorbutenen | |
| CH413814A (de) | Verfahren zur Herstellung von 2,5-Dichlor-, 2,5-Dibrom- und 2,5-Dijod-terephthalsäure | |
| DE1907879A1 (de) | Verfahren zur Herstellung von Alkyldihydroxybenzolen | |
| DE69813388T2 (de) | Verfahren zur Herstellung von 2,4-Oxazolidindion | |
| CH540874A (de) | Verfahren zur Herstellung von Sorbinsäure | |
| DE840695C (de) | Verfahren zur Herstellung von 1, 1, 3-Trimethylcyclohexanon-5 | |
| CH381658A (de) | Verfahren zum partiellen Dehalogenieren von Di- und Trihalogenessigsäure | |
| DE2217529C3 (de) | Verfahren zur Herstellung von Sorbinsäure | |
| DE2913466A1 (de) | Verfahren zur herstellung von 5-brom- 5-nitro-1,3-dioxan | |
| DE3121980A1 (de) | Verfahren zur herstellung von 4,7-dichlor-3-hydroxythionaphthen | |
| DE3011175C2 (de) | Verfahren zur Gewinnung von Dimethylterephthalat und Zwischenprodukten der DMT-Herstellung | |
| DE743749C (de) | Verfahren zur Herstellung eines lactonartigen Derivates des 9,10-Dihydroanthracens | |
| DE2401412C3 (de) | Verfahren zur Herstellung von Chlorcyan und Chlorwasserstoff | |
| DE1213852B (de) | Verfahren zur Herstellung von 4, 4-Bis-(4-hydroxyphenyl)-pentansaeuren | |
| DE2636384A1 (de) | Verfahren zur herstellung von n,n-diaethyl-2-(alpha-naphthoxy)-propionamid |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| E77 | Valid patent as to the heymanns-index 1977 | ||
| 8340 | Patent of addition ceased/non-payment of fee of main patent |