CH372655A - Verfahren zur Herstellung von Sorbinsäure - Google Patents

Verfahren zur Herstellung von Sorbinsäure

Info

Publication number: CH372655A
Authority: CH; Switzerland
Prior art keywords: sorbic acid; distilled; crotonaldehyde; fatty acid; solvent
Prior art date: 1958-01-04

Application number

CH6759458A

Other languages

German (de)

English (en)

Inventor

Hans Dr Fernholz

Kurt Dr Ruths

Klaus Dr Heimann-Trosien

Original Assignee

Hoechst Ag

Priority date (The priority date 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 date listed.)

1958-01-04

Filing date

1958-12-22

Publication date

1963-10-31

1958-12-22 Application filed by Hoechst Ag filed Critical Hoechst Ag

1963-10-31 Publication of CH372655A publication Critical patent/CH372655A/de

Links

BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 title claims description 21
239000004334 sorbic acid Substances 0.000 title claims description 21
229940075582 sorbic acid Drugs 0.000 title claims description 21
235000010199 sorbic acid Nutrition 0.000 title claims description 21
238000000034 method Methods 0.000 title claims description 20
238000004519 manufacturing process Methods 0.000 title description 4
MLUCVPSAIODCQM-NSCUHMNNSA-N crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 claims description 13
MLUCVPSAIODCQM-UHFFFAOYSA-N crotonaldehyde Natural products CC=CC=O MLUCVPSAIODCQM-UHFFFAOYSA-N 0.000 claims description 13
239000002904 solvent Substances 0.000 claims description 12
239000003054 catalyst Substances 0.000 claims description 9
CCGKOQOJPYTBIH-UHFFFAOYSA-N ethenone Chemical compound C=C=O CCGKOQOJPYTBIH-UHFFFAOYSA-N 0.000 claims description 9
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 8
235000014113 dietary fatty acids Nutrition 0.000 claims description 8
239000000194 fatty acid Substances 0.000 claims description 8
229930195729 fatty acid Natural products 0.000 claims description 8
-1 fatty acid salts Chemical class 0.000 claims description 8
229920000728 polyester Polymers 0.000 claims description 8
238000004821 distillation Methods 0.000 claims description 7
238000006243 chemical reaction Methods 0.000 claims description 5
229910052723 transition metal Inorganic materials 0.000 claims description 5
150000003624 transition metals Chemical class 0.000 claims description 5
229910001854 alkali hydroxide Inorganic materials 0.000 claims description 4
150000008044 alkali metal hydroxides Chemical class 0.000 claims description 4
239000001569 carbon dioxide Substances 0.000 claims description 4
229910002092 carbon dioxide Inorganic materials 0.000 claims description 4
229920000642 polymer Polymers 0.000 claims description 4
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 4
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 3
150000001299 aldehydes Chemical class 0.000 claims description 3
239000003513 alkali Substances 0.000 claims description 3
150000001447 alkali salts Chemical class 0.000 claims description 3
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
230000007717 exclusion Effects 0.000 claims description 3
239000011261 inert gas Substances 0.000 claims description 3
239000012442 inert solvent Substances 0.000 claims description 3
JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 claims description 3
239000001301 oxygen Substances 0.000 claims description 3
229910052760 oxygen Inorganic materials 0.000 claims description 3
238000005979 thermal decomposition reaction Methods 0.000 claims description 3
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 2
238000009835 boiling Methods 0.000 claims description 2
239000000203 mixture Substances 0.000 claims description 2
230000000737 periodic effect Effects 0.000 claims description 2
229910000027 potassium carbonate Inorganic materials 0.000 claims description 2
238000002360 preparation method Methods 0.000 claims description 2
UDWXLZLRRVQONG-UHFFFAOYSA-M sodium hexanoate Chemical compound [Na+].CCCCCC([O-])=O UDWXLZLRRVQONG-UHFFFAOYSA-M 0.000 claims description 2
LROWVYNUWKVTCU-STWYSWDKSA-M sodium sorbate Chemical compound [Na+].C\C=C\C=C\C([O-])=O LROWVYNUWKVTCU-STWYSWDKSA-M 0.000 claims description 2
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 15
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims 6
239000000344 soap Substances 0.000 claims 4
125000004432 carbon atom Chemical group C* 0.000 claims 2
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 claims 2
229910052753 mercury Inorganic materials 0.000 claims 2
CHETUOSYZGKTOC-UHFFFAOYSA-L zinc;3-methylbutanoate Chemical compound [Zn+2].CC(C)CC([O-])=O.CC(C)CC([O-])=O CHETUOSYZGKTOC-UHFFFAOYSA-L 0.000 claims 2
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims 1
239000004283 Sodium sorbate Substances 0.000 claims 1
239000000654 additive Substances 0.000 claims 1
125000001931 aliphatic group Chemical group 0.000 claims 1
125000003118 aryl group Chemical group 0.000 claims 1
AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims 1
239000000920 calcium hydroxide Substances 0.000 claims 1
229910001861 calcium hydroxide Inorganic materials 0.000 claims 1
AMFIJXSMYBKJQV-UHFFFAOYSA-L cobalt(2+);octadecanoate Chemical compound [Co+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O AMFIJXSMYBKJQV-UHFFFAOYSA-L 0.000 claims 1
230000001419 dependent effect Effects 0.000 claims 1
150000004665 fatty acids Chemical group 0.000 claims 1
229930195733 hydrocarbon Natural products 0.000 claims 1
239000007788 liquid Substances 0.000 claims 1
230000008018 melting Effects 0.000 claims 1
238000002844 melting Methods 0.000 claims 1
229910052700 potassium Inorganic materials 0.000 claims 1
239000011591 potassium Substances 0.000 claims 1
239000003755 preservative agent Substances 0.000 claims 1
230000002335 preservative effect Effects 0.000 claims 1
235000019250 sodium sorbate Nutrition 0.000 claims 1
238000007711 solidification Methods 0.000 claims 1
230000008023 solidification Effects 0.000 claims 1
239000012258 stirred mixture Substances 0.000 claims 1
239000000725 suspension Substances 0.000 claims 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 claims 1
239000003085 diluting agent Substances 0.000 description 4
239000000047 product Substances 0.000 description 3
239000002253 acid Substances 0.000 description 2
150000001875 compounds Chemical class 0.000 description 2
238000000354 decomposition reaction Methods 0.000 description 2
ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
238000010306 acid treatment Methods 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
239000012670 alkaline solution Substances 0.000 description 1
229910052796 boron Inorganic materials 0.000 description 1
230000003197 catalytic effect Effects 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
VIQSRHWJEKERKR-UHFFFAOYSA-L disodium;terephthalate Chemical compound [Na+].[Na+].[O-]C(=O)C1=CC=C(C([O-])=O)C=C1 VIQSRHWJEKERKR-UHFFFAOYSA-L 0.000 description 1
150000002596 lactones Chemical class 0.000 description 1
229910000000 metal hydroxide Inorganic materials 0.000 description 1
150000004692 metal hydroxides Chemical class 0.000 description 1
230000004048 modification Effects 0.000 description 1
238000012986 modification Methods 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
238000007127 saponification reaction Methods 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 1
BYKRNSHANADUFY-UHFFFAOYSA-M sodium octanoate Chemical compound [Na+].CCCCCCCC([O-])=O BYKRNSHANADUFY-UHFFFAOYSA-M 0.000 description 1
TWEGKFXBDXYJIU-UHFFFAOYSA-M sodium;2-methylpropanoate Chemical compound [Na+].CC(C)C([O-])=O TWEGKFXBDXYJIU-UHFFFAOYSA-M 0.000 description 1
GGXKEBACDBNFAF-UHFFFAOYSA-M sodium;hexadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCC([O-])=O GGXKEBACDBNFAF-UHFFFAOYSA-M 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
- 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)

CH6759458A 1958-01-04 1958-12-22 Verfahren zur Herstellung von Sorbinsäure CH372655A (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DEF24748A DE1064054B (de)	1958-01-04	1958-01-04	Verfahren zur Herstellung von Sorbinsaeure durch Umsetzung von Keten mit Crotonaldehyd

Publications (1)

Publication Number	Publication Date
CH372655A true CH372655A (de)	1963-10-31

Family

ID=7091351

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH6759458A CH372655A (de)	1958-01-04	1958-12-22	Verfahren zur Herstellung von Sorbinsäure

Country Status (3)

Country	Link
BE (1)	BE574452R (fr)
CH (1)	CH372655A (fr)
DE (1)	DE1064054B (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
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
CN119330525A (zh) *	2024-10-23	2025-01-21	南通醋酸化工股份有限公司	一种提高山梨酸废水可生化性的处理方法

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
NL112967C (fr) *	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
DE1293749B (de) *	1965-04-24	1969-04-30	Hoechst Ag	Verfahren zur Aufarbeitung der bei der Herstellung von Sorbinsaeure durch thermische Polyesterspaltung entstandenen waessrigen Polyglykoldialkylaetherloesung

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2531512A (en) *	1946-11-05	1950-11-28	Union Carbide & Carbon Corp	Process for making sorbic acid esters
US2484067A (en) *	1949-01-29	1949-10-11	Carbide & Carbon Chem Corp	Production of unsaturated organic compounds

1958
- 1958-01-04 DE DEF24748A patent/DE1064054B/de active Pending
- 1958-12-22 CH CH6759458A patent/CH372655A/de unknown
1959
- 1959-01-05 BE BE574452A patent/BE574452R/fr active

Cited By (3)

* Cited by examiner, † Cited by third party
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
CN119330525A (zh) *	2024-10-23	2025-01-21	南通醋酸化工股份有限公司	一种提高山梨酸废水可生化性的处理方法
CN119330525B (zh) *	2024-10-23	2025-10-10	南通醋酸化工股份有限公司	一种提高山梨酸废水可生化性的处理方法

Also Published As

Publication number	Publication date
DE1064054B (de)	1959-08-27
BE574452R (fr)	1959-07-06

Publication	Publication Date	Title
DE2418569C3 (de)	1978-08-17	Verfahren zur Herstellung von dl-Weinsäure
CH372655A (de)	1963-10-31	Verfahren zur Herstellung von Sorbinsäure
DE1042573B (de)	1958-11-06	Verfahren zur Herstellung von Sorbinsaeure durch Umsetzung von Keten mit Crotonaldehyd
DE3422936C2 (fr)	1989-11-16
DE3421946C2 (de)	1986-05-22	Verfahren zur Reinigung von 4-Fluorphenol
DE2716771A1 (de)	1977-11-03	Verfahren zur herstellung von estern von m-phenoxybenzylalkohol und seiner alpha-cyano- und alpha-aethinylderivate mit carbonsaeuren
DE877141C (de)	1953-05-21	Verfahren zur Herstellung von Derivaten der Uronsaeuren bzw. der Uronsaeuren selbst
DE1059899B (de)	1959-06-25	Verfahren zur Herstellung von Sorbinsaeure durch Umsetzung von Keten mit Crotonaldehyd
DE2831555C2 (fr)	1987-09-10
DE3102305A1 (de)	1982-08-26	"raeumlich selektive (regioselektive) herstellung von(alpha) - und (beta)-naphthol"
DE804567C (de)	1951-04-26	Verfahren zur Herstellung von Halogencarbonsaeurehalogeniden
DE2060329C3 (de)	1979-07-19	Verfahren zur Herstellung von substituierten Benzamiden
EP1295860A2 (fr)	2003-03-26	Procédé de préparation de l'acide sorbic par la décomposition thermique
DE2810857C3 (de)	1981-04-02	Verfahren zur Herstellung von Propylenoxid und Essigsäure
DE1161881B (de)	1964-01-30	Verfahren zur Herstellung von 1, 2-Epoxycyclododecadien-(5, 9)
DE2439742C3 (de)	1978-02-16	Verfahren zur Herstellung von Cyclopentenonderivaten
DE894393C (de)	1953-10-26	Verfahren zur Herstellung von Diacylcyaniden
DE3105485C2 (de)	1985-04-11	Verfahren zur Herstellung von Naphtholacton
DE956502C (de)	1957-01-17	Verfahren zur Herstellung von trans-trans-Muconsaeure und ihren Estern
DE934825C (de)	1955-11-03	Verfahren zur Herstellung von Isopropenylacetat
CH367164A (de)	1963-02-15	Verfahren zur Herstellung von Sorbinsäure
CH412933A (de)	1966-05-15	Verfahren zur Herstellung von 2,5,7,8-Tetramethyl-2-(2'-carboxy-äthyl)-chroman-6-ol
DE1770089A1 (de)	1971-09-16	Verfahren zur Herstellung von fluorierten 4-Alkoxy-propylenharnstoffen
DE2232699A1 (de)	1973-01-25	Verfahren zur herstellung von 1, 4butandiol
DE1213848B (de)	1966-04-07	Verfahren zur Herstellung von o- und bzw. oder p-Fluorphenolen