CH656608A5 - Verfahren zur herstellung von acylium-anion-produkten, acrylsaeure und methacrylsaeure. - Google Patents

Verfahren zur herstellung von acylium-anion-produkten, acrylsaeure und methacrylsaeure. Download PDF

Info

Publication number: CH656608A5
Authority: CH; Switzerland
Prior art keywords: acid; carbon monoxide; anhydrous; organic compound; bar
Prior art date: 1981-07-10

Application number

CH3477/82A

Other languages

German (de)

English (en)

Inventor

John E Jun Corn

Richard V Norton

Ralph F Pascoe

Original Assignee

Ashland Oil Inc

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.)

1981-07-10

Filing date

1982-06-04

Publication date

1986-07-15

1982-06-04 Application filed by Ashland Oil Inc filed Critical Ashland Oil Inc

1986-07-15 Publication of CH656608A5 publication Critical patent/CH656608A5/de

Links

150000001450 anions Chemical class 0.000 title claims description 39
NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 title claims description 11
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 title claims description 11
238000004519 manufacturing process Methods 0.000 title description 10
KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims description 118
238000006243 chemical reaction Methods 0.000 claims description 99
UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims description 90
229910002091 carbon monoxide Inorganic materials 0.000 claims description 90
239000002253 acid Substances 0.000 claims description 71
238000000034 method Methods 0.000 claims description 64
239000000203 mixture Substances 0.000 claims description 48
150000002894 organic compounds Chemical class 0.000 claims description 47
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 44
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 28
150000001336 alkenes Chemical class 0.000 claims description 26
239000007791 liquid phase Substances 0.000 claims description 18
239000007788 liquid Substances 0.000 claims description 17
FSQOYWQCIXSBNP-UHFFFAOYSA-N 2-methylpropanoyl fluoride Chemical compound CC(C)C(F)=O FSQOYWQCIXSBNP-UHFFFAOYSA-N 0.000 claims description 16
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 16
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 16
125000004432 carbon atom Chemical group C* 0.000 claims description 15
150000001732 carboxylic acid derivatives Chemical group 0.000 claims description 15
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 15
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 14
WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 claims description 14
150000002148 esters Chemical class 0.000 claims description 13
150000007513 acids Chemical class 0.000 claims description 12
150000002895 organic esters Chemical class 0.000 claims description 10
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 9
229910015900 BF3 Inorganic materials 0.000 claims description 9
125000000217 alkyl group Chemical group 0.000 claims description 8
125000004429 atom Chemical group 0.000 claims description 8
239000003054 catalyst Substances 0.000 claims description 8
-1 -isopropyl ester Chemical class 0.000 claims description 7
229910052742 iron Inorganic materials 0.000 claims description 7
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 6
XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 6
WDAXFOBOLVPGLV-UHFFFAOYSA-N ethyl isobutyrate Chemical compound CCOC(=O)C(C)C WDAXFOBOLVPGLV-UHFFFAOYSA-N 0.000 claims description 6
239000001301 oxygen Substances 0.000 claims description 6
229910052760 oxygen Inorganic materials 0.000 claims description 6
UIPSRNHDSBVXHY-UHFFFAOYSA-N 2,5-dichloropyridine-4-carbaldehyde Chemical compound ClC1=CC(C=O)=C(Cl)C=N1 UIPSRNHDSBVXHY-UHFFFAOYSA-N 0.000 claims description 5
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 5
239000005977 Ethylene Substances 0.000 claims description 5
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 5
FKRCODPIKNYEAC-UHFFFAOYSA-N ethyl propionate Chemical compound CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 claims description 5
229910052698 phosphorus Inorganic materials 0.000 claims description 5
239000011574 phosphorus Substances 0.000 claims description 5
238000002360 preparation method Methods 0.000 claims description 5
239000011541 reaction mixture Substances 0.000 claims description 4
WVRPFQGZHKZCEB-UHFFFAOYSA-N Isopropyl 2-methylpropanoate Chemical compound CC(C)OC(=O)C(C)C WVRPFQGZHKZCEB-UHFFFAOYSA-N 0.000 claims description 3
229910052799 carbon Inorganic materials 0.000 claims description 3
230000006315 carbonylation Effects 0.000 claims description 3
238000005810 carbonylation reaction Methods 0.000 claims description 3
235000019260 propionic acid Nutrition 0.000 claims 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 claims description 3
229910052788 barium Inorganic materials 0.000 claims description 2
229910052792 caesium Inorganic materials 0.000 claims description 2
229910052791 calcium Inorganic materials 0.000 claims description 2
229910052744 lithium Inorganic materials 0.000 claims description 2
229910052749 magnesium Inorganic materials 0.000 claims description 2
125000004430 oxygen atom Chemical group O* 0.000 claims description 2
229910052700 potassium Inorganic materials 0.000 claims description 2
229910052701 rubidium Inorganic materials 0.000 claims description 2
229910052708 sodium Inorganic materials 0.000 claims description 2
229910052712 strontium Inorganic materials 0.000 claims description 2
239000012808 vapor phase Substances 0.000 claims description 2
229940024423 isopropyl isobutyrate Drugs 0.000 claims 1
239000000047 product Substances 0.000 description 48
238000006460 hydrolysis reaction Methods 0.000 description 12
230000007062 hydrolysis Effects 0.000 description 11
238000005886 esterification reaction Methods 0.000 description 10
238000002156 mixing Methods 0.000 description 10
239000007858 starting material Substances 0.000 description 10
230000032050 esterification Effects 0.000 description 8
238000004821 distillation Methods 0.000 description 7
239000000243 solution Substances 0.000 description 7
150000001735 carboxylic acids Chemical class 0.000 description 5
238000010586 diagram Methods 0.000 description 5
238000000926 separation method Methods 0.000 description 5
230000015572 biosynthetic process Effects 0.000 description 4
150000001733 carboxylic acid esters Chemical class 0.000 description 4
150000001875 compounds Chemical class 0.000 description 4
KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 4
239000012071 phase Substances 0.000 description 4
239000000376 reactant Substances 0.000 description 4
HNUALPPJLMYHDK-UHFFFAOYSA-N C[CH]C Chemical compound C[CH]C HNUALPPJLMYHDK-UHFFFAOYSA-N 0.000 description 3
IJMWOMHMDSDKGK-UHFFFAOYSA-N Isopropyl propionate Chemical compound CCC(=O)OC(C)C IJMWOMHMDSDKGK-UHFFFAOYSA-N 0.000 description 3
QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical compound C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 description 3
239000000463 material Substances 0.000 description 3
230000035484 reaction time Effects 0.000 description 3
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
239000007795 chemical reaction product Substances 0.000 description 2
238000000354 decomposition reaction Methods 0.000 description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
239000007789 gas Substances 0.000 description 2
239000007792 gaseous phase Substances 0.000 description 2
229910000040 hydrogen fluoride Inorganic materials 0.000 description 2
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 description 2
239000000126 substance Substances 0.000 description 2
CRSBERNSMYQZNG-UHFFFAOYSA-N 1 -dodecene Natural products CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 description 1
PRBHEGAFLDMLAL-UHFFFAOYSA-N 1,5-Hexadiene Natural products CC=CCC=C PRBHEGAFLDMLAL-UHFFFAOYSA-N 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
229910000792 Monel Inorganic materials 0.000 description 1
OCBFFGCSTGGPSQ-UHFFFAOYSA-N [CH2]CC Chemical compound [CH2]CC OCBFFGCSTGGPSQ-UHFFFAOYSA-N 0.000 description 1
BFKVXNPJXXJUGQ-UHFFFAOYSA-N [CH2]CCCC Chemical compound [CH2]CCCC BFKVXNPJXXJUGQ-UHFFFAOYSA-N 0.000 description 1
239000003929 acidic solution Substances 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
150000001265 acyl fluorides Chemical class 0.000 description 1
125000005907 alkyl ester group Chemical group 0.000 description 1
239000012736 aqueous medium Substances 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
239000000567 combustion gas Substances 0.000 description 1
229940125904 compound 1 Drugs 0.000 description 1
238000001816 cooling Methods 0.000 description 1
125000000753 cycloalkyl group Chemical group 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
229940069096 dodecene Drugs 0.000 description 1
150000002222 fluorine compounds Chemical class 0.000 description 1
PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical compound C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 1
239000003701 inert diluent Substances 0.000 description 1
230000002427 irreversible effect Effects 0.000 description 1
150000004702 methyl esters Chemical class 0.000 description 1
230000004048 modification Effects 0.000 description 1
238000012986 modification Methods 0.000 description 1
QYZLKGVUSQXAMU-UHFFFAOYSA-N penta-1,4-diene Chemical compound C=CCC=C QYZLKGVUSQXAMU-UHFFFAOYSA-N 0.000 description 1
125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
238000006116 polymerization reaction Methods 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
WMFABESKCHGSRC-UHFFFAOYSA-N propanoyl fluoride Chemical compound CCC(F)=O WMFABESKCHGSRC-UHFFFAOYSA-N 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
150000003254 radicals Chemical class 0.000 description 1
239000012429 reaction media Substances 0.000 description 1
238000011084 recovery Methods 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
238000010591 solubility diagram Methods 0.000 description 1
238000000638 solvent extraction Methods 0.000 description 1
238000003756 stirring Methods 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
LEMQFBIYMVUIIG-UHFFFAOYSA-N trifluoroborane;hydrofluoride Chemical compound F.FB(F)F LEMQFBIYMVUIIG-UHFFFAOYSA-N 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
- C07C51/04—Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid halides
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/10—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide
- C07C51/12—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/10—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide
- C07C51/14—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide on a carbon-to-carbon unsaturated bond in organic compounds
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/58—Preparation of carboxylic acid halides

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Engineering & Computer Science (AREA)
Oil, Petroleum & Natural Gas (AREA)
Chemical Kinetics & Catalysis (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

CH3477/82A 1981-07-10 1982-06-04 Verfahren zur herstellung von acylium-anion-produkten, acrylsaeure und methacrylsaeure. CH656608A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US28213081A	1981-07-10	1981-07-10

Publications (1)

Publication Number	Publication Date
CH656608A5 true CH656608A5 (de)	1986-07-15

Family

ID=23080232

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH3477/82A CH656608A5 (de)	1981-07-10	1982-06-04	Verfahren zur herstellung von acylium-anion-produkten, acrylsaeure und methacrylsaeure.

Country Status (19)

Country	Link
JP (1)	JPS6024089B2 (fr)
KR (1)	KR850001912B1 (fr)
AT (1)	AT392066B (fr)
AU (1)	AU532911B1 (fr)
BE (1)	BE893415A (fr)
BR (1)	BR8203330A (fr)
CA (1)	CA1192576A (fr)
CH (1)	CH656608A5 (fr)
DD (1)	DD207900A5 (fr)
DE (1)	DE3221173C2 (fr)
ES (2)	ES8400376A1 (fr)
FR (1)	FR2512811B1 (fr)
GB (1)	GB2101591B (fr)
IT (1)	IT1195931B (fr)
NL (1)	NL187626C (fr)
PL (1)	PL140231B1 (fr)
RO (1)	RO83931B (fr)
SE (1)	SE452609B (fr)
ZA (1)	ZA823929B (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPH0759531B2 (ja) *	1986-11-04	1995-06-28	三菱瓦斯化学株式会社	フツ化イソブチリルの合成方法
US5463095A (en) *	1993-06-15	1995-10-31	Mitsubishi Gas Chemical Company, Inc.	Process for the production of esters
BR102012020205A2 (pt) *	2012-08-13	2014-08-19	Cesar Roque Ecker	Aplicador de argamassa

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE972291C (de) *	1954-05-16	1959-07-02	Studiengesellschaft Kohle Mbh	Verfahren zur Herstellung von Monocarbonsaeuren aus Olefinen, Kohlenoxyd und Wasser
DE973077C (de) *	1954-07-30	1959-11-26	Studiengesellschaft Kohle Mbh	Verfahren zur Herstellung von Carbonsaeuren aus Olefinen und Kohlenoxyd
DE1064941B (de) *	1957-04-24	1959-09-10	Studiengesellschaft Kohle Mbh	Verfahren zur Herstellung von Gemischen aus gesaettigten aliphatischen oder cycloaliphatischen Monocarbonsaeurealkylestern
US3065242A (en) *	1960-02-23	1962-11-20	Du Pont	Production of acyl halides, carboxylic acids and lactones
GB942367A (en) *	1961-04-29	1963-11-20	Basf Ag	Continuous production of carboxylic acids from olefines, carbon monoxide and water
NL6816940A (fr) *	1967-11-28	1969-05-30
BE755997A (fr) *	1969-09-11	1971-03-10	Bp Chem Int Ltd	Production d'acides dicarboxyliques
DE2750719A1 (de) *	1977-11-12	1979-05-17	Roehm Gmbh	Verfahren zur herstellung von isobuttersaeure

1982
- 1982-06-04 RO RO107796A patent/RO83931B/ro unknown
- 1982-06-04 ES ES513956A patent/ES8400376A1/es not_active Expired
- 1982-06-04 DE DE3221173A patent/DE3221173C2/de not_active Expired
- 1982-06-04 AU AU84608/82A patent/AU532911B1/en not_active Ceased
- 1982-06-04 BE BE0/208267A patent/BE893415A/fr not_active IP Right Cessation
- 1982-06-04 GB GB08216302A patent/GB2101591B/en not_active Expired
- 1982-06-04 DD DD82240468A patent/DD207900A5/de not_active IP Right Cessation
- 1982-06-04 CA CA000404491A patent/CA1192576A/fr not_active Expired
- 1982-06-04 FR FR8209811A patent/FR2512811B1/fr not_active Expired
- 1982-06-04 AT AT0217782A patent/AT392066B/de not_active IP Right Cessation
- 1982-06-04 CH CH3477/82A patent/CH656608A5/de not_active IP Right Cessation
- 1982-06-04 IT IT21709/82A patent/IT1195931B/it active
- 1982-06-04 NL NLAANVRAGE8202269,A patent/NL187626C/xx not_active IP Right Cessation
- 1982-06-04 ZA ZA823929A patent/ZA823929B/xx unknown
- 1982-06-04 SE SE8203478A patent/SE452609B/sv not_active IP Right Cessation
- 1982-06-04 KR KR8202508A patent/KR850001912B1/ko not_active Expired
- 1982-06-04 PL PL1982236785A patent/PL140231B1/pl unknown
- 1982-06-04 JP JP57096066A patent/JPS6024089B2/ja not_active Expired
- 1982-06-07 BR BR8203330A patent/BR8203330A/pt not_active IP Right Cessation
1983
- 1983-06-01 ES ES523258A patent/ES523258A0/es active Granted

Also Published As

Publication number	Publication date
NL8202269A (nl)	1983-02-01
IT1195931B (it)	1988-11-03
IT8221709A0 (it)	1982-06-04
ES513956A0 (es)	1983-10-16
PL236785A1 (en)	1983-02-14
ES8500208A1 (es)	1984-10-01
JPS5810535A (ja)	1983-01-21
BE893415A (fr)	1982-10-01
PL140231B1 (en)	1987-04-30
NL187626B (nl)	1991-07-01
SE8203478L (sv)	1983-01-11
DE3221173C2 (de)	1984-07-26
BR8203330A (pt)	1983-05-24
AT392066B (de)	1991-01-25
RO83931A (fr)	1984-04-12
ZA823929B (en)	1983-11-30
NL187626C (nl)	1991-12-02
FR2512811B1 (fr)	1985-07-05
DD207900A5 (de)	1984-03-21
GB2101591B (en)	1985-11-27
JPS6024089B2 (ja)	1985-06-11
CA1192576A (fr)	1985-08-27
ES523258A0 (es)	1984-10-01
ES8400376A1 (es)	1983-10-16
RO83931B (ro)	1984-05-30
ATA217782A (de)	1990-07-15
KR840000464A (ko)	1984-02-22
AU532911B1 (en)	1983-10-20
FR2512811A1 (fr)	1983-03-18
DE3221173A1 (de)	1983-01-27
SE452609B (sv)	1987-12-07
GB2101591A (en)	1983-01-19
KR850001912B1 (ko)	1985-12-31

Legal Events

Date	Code	Title	Description
1995-02-28	PL	Patent ceased
2024-10-31	PL	Patent ceased

Publication	Publication Date	Title
DE69313506T3 (de)	2001-11-08	Verfahren zur Herstellung von Essigsäure aus Methanol und Kohlenmonoxyd unter Verwendung eines Rhodiumkatalysators auf einem Träger
DE69409714T2 (de)	1998-08-13	Verfahren zur Entfernung von Jodverbindungen aus rohem Essigsäureanhydrid oder aus dem Gemisch des rohen Essigsäureanhydrids und roher Essigsäure
DE69414361T2 (de)	1999-04-01	Verfahren zur herstellung von acetanhydrid oder einer mischung von acetanhydrid und essigsäure
DE2600541C3 (de)	1978-06-08	Verfahren zur Herstellung von Phenylbrenztraubensäure oder Arylbrenztraubensäuren
EP1212281B1 (fr)	2004-08-11	Procede de fabrication de chlorures d'acide
EP0008412B1 (fr)	1981-01-28	Procédé de préparation d'esters de l'acide butanedicarboxylique
EP0001242A1 (fr)	1979-04-04	Procédé de préparation d'esters d'acide adipique
DE4419898A1 (de)	1994-12-15	Verfahren zur Herstellung eines Aldehyds
DE1593228A1 (de)	1970-05-06	Verfahren und Vorrichtung zur Herstellung von Olefinoxyden
CH656608A5 (de)	1986-07-15	Verfahren zur herstellung von acylium-anion-produkten, acrylsaeure und methacrylsaeure.
DE602004008299T2 (de)	2008-05-08	Verfahren zur carbonylierung von konjugierten dienen mit einem palladium-katalysatorsystem
DE3221172C2 (de)	1984-08-02	Verfahren zur Herstellung von Isobutyrylfluorid
DE69313137T2 (de)	1998-03-19	Verfahren zur herstellung eines aldehydes
DE3202292C2 (de)	1985-06-20	Verfahren zur kontinuierlichen Bildung eines Säurefluorids
DE3785032T2 (de)	1993-10-21	Carbonsäuregemisch und Verfahren zu seiner Herstellung.
DE3221174C2 (de)	1985-06-20	Verfahren zur Herstellung von Isobuttersäure
EP0188719B1 (fr)	1990-07-04	Procédé de préparation du 3-cyclohexène-1-carboxaldéhyde
CH657845A5 (de)	1986-09-30	Verfahren zur herstellung von carbonsaeureestern.
DE2512269A1 (de)	1975-09-25	Verfahren zur telomerisation von olefinen mit sekundaeren alkoholen
DE1948787C3 (de)	1974-03-07	Verfahren zur Herstellung von Glykol-(carbonsäure)-diestern
DE2601824C2 (de)	1983-10-27	Verfahren zur Herstellung von beta-Chlorpropionsäurechlorid
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