JPH0432056B2 - - Google Patents

Info

Publication number: JPH0432056B2
Authority: JP; Japan
Prior art keywords: reaction; rhodium; mmol; methyl; acome
Prior art date: 1983-06-13
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 - Lifetime

Application number

JP58105460A

Other languages

English (en)

Japanese (ja)

Other versions

JPS59231040A (ja

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.)

1983-06-13

Filing date

1983-06-13

Publication date

1992-05-28

1983-06-13 Application filed filed Critical

1983-06-13 Priority to JP58105460A priority Critical patent/JPS59231040A/ja

1984-12-25 Publication of JPS59231040A publication Critical patent/JPS59231040A/ja

1992-05-28 Publication of JPH0432056B2 publication Critical patent/JPH0432056B2/ja

Status Granted legal-status Critical Current

Links

238000006243 chemical reaction Methods 0.000 claims description 125
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 48
KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 claims description 46
229910052751 metal Inorganic materials 0.000 claims description 34
239000002184 metal Substances 0.000 claims description 34
238000004519 manufacturing process Methods 0.000 claims description 33
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 24
239000010948 rhodium Substances 0.000 claims description 23
229910052703 rhodium Inorganic materials 0.000 claims description 22
MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims description 22
150000001875 compounds Chemical class 0.000 claims description 19
239000003054 catalyst Substances 0.000 claims description 17
XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical group CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims description 16
UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims description 15
229910002091 carbon monoxide Inorganic materials 0.000 claims description 15
229910052804 chromium Inorganic materials 0.000 claims description 15
INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 claims description 13
238000000034 method Methods 0.000 claims description 13
239000002841 Lewis acid Substances 0.000 claims description 12
150000007517 lewis acids Chemical class 0.000 claims description 12
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 10
238000005810 carbonylation reaction Methods 0.000 claims description 9
229910052719 titanium Inorganic materials 0.000 claims description 7
LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims description 6
230000006315 carbonylation Effects 0.000 claims description 5
239000000203 mixture Substances 0.000 claims description 5
230000000737 periodic effect Effects 0.000 claims description 5
229910052782 aluminium Inorganic materials 0.000 claims description 4
229910052720 vanadium Inorganic materials 0.000 claims description 4
229910052726 zirconium Inorganic materials 0.000 claims description 4
229910052790 beryllium Inorganic materials 0.000 claims description 3
239000007791 liquid phase Substances 0.000 claims description 3
229910052749 magnesium Inorganic materials 0.000 claims description 3
150000001244 carboxylic acid anhydrides Chemical class 0.000 claims description 2
150000002497 iodine compounds Chemical class 0.000 claims description 2
229910052748 manganese Inorganic materials 0.000 claims description 2
WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 36
239000011651 chromium Substances 0.000 description 25
VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 13
230000000052 comparative effect Effects 0.000 description 10
239000000243 solution Substances 0.000 description 10
RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 10
-1 methyl acetate Chemical class 0.000 description 9
230000000694 effects Effects 0.000 description 7
239000010936 titanium Substances 0.000 description 7
XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 6
ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 5
RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 5
CUJRVFIICFDLGR-UHFFFAOYSA-N acetylacetonate Chemical compound CC(=O)[CH-]C(C)=O CUJRVFIICFDLGR-UHFFFAOYSA-N 0.000 description 5
229910052750 molybdenum Inorganic materials 0.000 description 5
239000011733 molybdenum Substances 0.000 description 5
239000002994 raw material Substances 0.000 description 5
150000001732 carboxylic acid derivatives Chemical class 0.000 description 4
150000002739 metals Chemical class 0.000 description 4
WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 4
229910052721 tungsten Inorganic materials 0.000 description 4
239000010937 tungsten Substances 0.000 description 4
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
QSWDMMVNRMROPK-UHFFFAOYSA-K chromium(3+) trichloride Chemical compound [Cl-].[Cl-].[Cl-].[Cr+3] QSWDMMVNRMROPK-UHFFFAOYSA-K 0.000 description 3
150000004820 halides Chemical class 0.000 description 3
XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical class I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 3
150000002903 organophosphorus compounds 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
150000003283 rhodium Chemical class 0.000 description 3
239000002904 solvent Substances 0.000 description 3
229910021555 Chromium Chloride Inorganic materials 0.000 description 2
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 2
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
238000004458 analytical method Methods 0.000 description 2
LWBPNIJBHRISSS-UHFFFAOYSA-L beryllium dichloride Chemical compound Cl[Be]Cl LWBPNIJBHRISSS-UHFFFAOYSA-L 0.000 description 2
150000007942 carboxylates Chemical class 0.000 description 2
238000004817 gas chromatography Methods 0.000 description 2
150000002366 halogen compounds Chemical class 0.000 description 2
150000004694 iodide salts Chemical class 0.000 description 2
MGFYSGNNHQQTJW-UHFFFAOYSA-N iodonium Chemical compound [IH2+] MGFYSGNNHQQTJW-UHFFFAOYSA-N 0.000 description 2
239000011777 magnesium Substances 0.000 description 2
150000002897 organic nitrogen compounds Chemical class 0.000 description 2
KXAHUXSHRWNTOD-UHFFFAOYSA-K rhodium(3+);triiodide Chemical compound [Rh+3].[I-].[I-].[I-] KXAHUXSHRWNTOD-UHFFFAOYSA-K 0.000 description 2
RLZMYANQLOCZOB-UHFFFAOYSA-M tributyl(methyl)phosphanium;iodide Chemical compound [I-].CCCC[P+](C)(CCCC)CCCC RLZMYANQLOCZOB-UHFFFAOYSA-M 0.000 description 2
TYLYVJBCMQFRCB-UHFFFAOYSA-K trichlororhodium;trihydrate Chemical compound O.O.O.[Cl-].[Cl-].[Cl-].[Rh+3] TYLYVJBCMQFRCB-UHFFFAOYSA-K 0.000 description 2
GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 2
JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
MBVAQOHBPXKYMF-LNTINUHCSA-N (z)-4-hydroxypent-3-en-2-one;rhodium Chemical compound [Rh].C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O MBVAQOHBPXKYMF-LNTINUHCSA-N 0.000 description 1
HLNJFEXZDGURGZ-UHFFFAOYSA-M 1-methylpyridin-1-ium;iodide Chemical compound [I-].C[N+]1=CC=CC=C1 HLNJFEXZDGURGZ-UHFFFAOYSA-M 0.000 description 1
XZXYQEHISUMZAT-UHFFFAOYSA-N 2-[(2-hydroxy-5-methylphenyl)methyl]-4-methylphenol Chemical compound CC1=CC=C(O)C(CC=2C(=CC=C(C)C=2)O)=C1 XZXYQEHISUMZAT-UHFFFAOYSA-N 0.000 description 1
ZSLUVFAKFWKJRC-IGMARMGPSA-N 232Th Chemical compound [232Th] ZSLUVFAKFWKJRC-IGMARMGPSA-N 0.000 description 1
ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
229910021556 Chromium(III) chloride Inorganic materials 0.000 description 1
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
RJUFJBKOKNCXHH-UHFFFAOYSA-N Methyl propionate Chemical compound CCC(=O)OC RJUFJBKOKNCXHH-UHFFFAOYSA-N 0.000 description 1
229910002651 NO3 Inorganic materials 0.000 description 1
NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
101150050559 SOAT1 gene Proteins 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
229910052776 Thorium Inorganic materials 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
GTDPSWPPOUPBNX-UHFFFAOYSA-N ac1mqpva Chemical compound CC12C(=O)OC(=O)C1(C)C1(C)C2(C)C(=O)OC1=O GTDPSWPPOUPBNX-UHFFFAOYSA-N 0.000 description 1
125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 1
LEKJTGQWLAUGQA-UHFFFAOYSA-N acetyl iodide Chemical compound CC(I)=O LEKJTGQWLAUGQA-UHFFFAOYSA-N 0.000 description 1
125000005595 acetylacetonate group Chemical group 0.000 description 1
239000012345 acetylating agent Substances 0.000 description 1
125000002252 acyl group Chemical group 0.000 description 1
150000004703 alkoxides Chemical class 0.000 description 1
SMZOGRDCAXLAAR-UHFFFAOYSA-N aluminium isopropoxide Chemical compound [Al+3].CC(C)[O-].CC(C)[O-].CC(C)[O-] SMZOGRDCAXLAAR-UHFFFAOYSA-N 0.000 description 1
229940107816 ammonium iodide Drugs 0.000 description 1
150000008064 anhydrides Chemical class 0.000 description 1
ATBAMAFKBVZNFJ-UHFFFAOYSA-N beryllium atom Chemical compound [Be] ATBAMAFKBVZNFJ-UHFFFAOYSA-N 0.000 description 1
229910001627 beryllium chloride Inorganic materials 0.000 description 1
SZFONDSPNNKEQT-UHFFFAOYSA-N carbon monoxide chromium 1,4-xylene Chemical compound [Cr].[C-]#[O+].[C-]#[O+].[C-]#[O+].Cc1ccc(C)cc1 SZFONDSPNNKEQT-UHFFFAOYSA-N 0.000 description 1
FQNHWXHRAUXLFU-UHFFFAOYSA-N carbon monoxide;tungsten Chemical group [W].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-] FQNHWXHRAUXLFU-UHFFFAOYSA-N 0.000 description 1
238000006555 catalytic reaction Methods 0.000 description 1
229920002301 cellulose acetate Polymers 0.000 description 1
VZJJZMXEQNFTLL-UHFFFAOYSA-N chloro hypochlorite;zirconium;octahydrate Chemical compound O.O.O.O.O.O.O.O.[Zr].ClOCl VZJJZMXEQNFTLL-UHFFFAOYSA-N 0.000 description 1
150000001845 chromium compounds Chemical class 0.000 description 1
ITSNSVPRONFUKB-UHFFFAOYSA-N chromium triphenylphosphane Chemical compound [Cr].C1(=CC=CC=C1)P(C1=CC=CC=C1)C1=CC=CC=C1 ITSNSVPRONFUKB-UHFFFAOYSA-N 0.000 description 1
239000011636 chromium(III) chloride Substances 0.000 description 1
235000007831 chromium(III) chloride Nutrition 0.000 description 1
CCGKOQOJPYTBIH-UHFFFAOYSA-N ethenone Chemical compound C=C=O CCGKOQOJPYTBIH-UHFFFAOYSA-N 0.000 description 1
239000007789 gas Substances 0.000 description 1
229910052735 hafnium Inorganic materials 0.000 description 1
VBJZVLUMGGDVMO-UHFFFAOYSA-N hafnium atom Chemical compound [Hf] VBJZVLUMGGDVMO-UHFFFAOYSA-N 0.000 description 1
229910000856 hastalloy Inorganic materials 0.000 description 1
229910001505 inorganic iodide Inorganic materials 0.000 description 1
229910052740 iodine Inorganic materials 0.000 description 1
239000011630 iodine Substances 0.000 description 1
150000002527 isonitriles Chemical class 0.000 description 1
239000003446 ligand Substances 0.000 description 1
239000011572 manganese Substances 0.000 description 1
WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
239000000463 material Substances 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
AUHZEENZYGFFBQ-UHFFFAOYSA-N mesitylene Substances CC1=CC(C)=CC(C)=C1 AUHZEENZYGFFBQ-UHFFFAOYSA-N 0.000 description 1
150000002736 metal compounds Chemical class 0.000 description 1
229910001511 metal iodide Inorganic materials 0.000 description 1
QZJVWTNHFOMVHX-UHFFFAOYSA-N methanol;methyl acetate Chemical compound OC.COC(C)=O QZJVWTNHFOMVHX-UHFFFAOYSA-N 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
229940017219 methyl propionate Drugs 0.000 description 1
229910000510 noble metal Inorganic materials 0.000 description 1
150000002894 organic compounds Chemical class 0.000 description 1
LYTNHSCLZRMKON-UHFFFAOYSA-L oxygen(2-);zirconium(4+);diacetate Chemical compound [O-2].[Zr+4].CC([O-])=O.CC([O-])=O LYTNHSCLZRMKON-UHFFFAOYSA-L 0.000 description 1
WYVAMUWZEOHJOQ-UHFFFAOYSA-N propionic anhydride Chemical compound CCC(=O)OC(=O)CC WYVAMUWZEOHJOQ-UHFFFAOYSA-N 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
AGJTZENGERFITA-UHFFFAOYSA-N pyridine rhodium Chemical compound [Rh].C1=CC=NC=C1.C1=CC=NC=C1.C1=CC=NC=C1 AGJTZENGERFITA-UHFFFAOYSA-N 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
MMRXYMKDBFSWJR-UHFFFAOYSA-K rhodium(3+);tribromide Chemical compound [Br-].[Br-].[Br-].[Rh+3] MMRXYMKDBFSWJR-UHFFFAOYSA-K 0.000 description 1
VXNYVYJABGOSBX-UHFFFAOYSA-N rhodium(3+);trinitrate Chemical compound [Rh+3].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O VXNYVYJABGOSBX-UHFFFAOYSA-N 0.000 description 1
SONJTKJMTWTJCT-UHFFFAOYSA-K rhodium(iii) chloride Chemical compound [Cl-].[Cl-].[Cl-].[Rh+3] SONJTKJMTWTJCT-UHFFFAOYSA-K 0.000 description 1
QBERHIJABFXGRZ-UHFFFAOYSA-M rhodium;triphenylphosphane;chloride Chemical compound [Cl-].[Rh].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 QBERHIJABFXGRZ-UHFFFAOYSA-M 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
239000007858 starting material Substances 0.000 description 1
PUGUQINMNYINPK-UHFFFAOYSA-N tert-butyl 4-(2-chloroacetyl)piperazine-1-carboxylate Chemical compound CC(C)(C)OC(=O)N1CCN(C(=O)CCl)CC1 PUGUQINMNYINPK-UHFFFAOYSA-N 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
238000005979 thermal decomposition reaction Methods 0.000 description 1
229910052723 transition metal Inorganic materials 0.000 description 1
150000003624 transition metals Chemical class 0.000 description 1
TUQOTMZNTHZOKS-UHFFFAOYSA-N tributylphosphine Chemical compound CCCCP(CCCC)CCCC TUQOTMZNTHZOKS-UHFFFAOYSA-N 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
235000005074 zinc chloride Nutrition 0.000 description 1
239000011592 zinc chloride Substances 0.000 description 1

Classifications

- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts

Landscapes

Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

JP58105460A 1983-06-13 1983-06-13 カルボニル化方法 Granted JPS59231040A (ja)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
JP58105460A JPS59231040A (ja)	1983-06-13	1983-06-13	カルボニル化方法

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP58105460A JPS59231040A (ja)	1983-06-13	1983-06-13	カルボニル化方法

Publications (2)

Publication Number	Publication Date
JPS59231040A JPS59231040A (ja)	1984-12-25
JPH0432056B2 true JPH0432056B2 (de)	1992-05-28

Family

ID=14408187

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP58105460A Granted JPS59231040A (ja)	1983-06-13	1983-06-13	カルボニル化方法

Country Status (1)

Country	Link
JP (1)	JPS59231040A (de)

1983
- 1983-06-13 JP JP58105460A patent/JPS59231040A/ja active Granted

Also Published As

Publication number	Publication date
JPS59231040A (ja)	1984-12-25

Publication	Publication Date	Title
US4115444A (en)	1978-09-19	Process for preparing carboxylic acid anhydrides
CA1058636A (en)	1979-07-17	Process for preparing carboxylic acid anhydrides
US4252741A (en)	1981-02-24	Carbonylation with Group VIII noble metal catalysts
CA1128545A (en)	1982-07-27	Production of acetic anhydride
JPS6230179B2 (de)	1987-07-01
US4002678A (en)	1977-01-11	Preparation of carboxylic acid anhydrides
US4559183A (en)	1985-12-17	Preparation of carboxylic acid anhydrides
US4483803A (en)	1984-11-20	Preparation of carboxylic acid anhydrides
US4335059A (en)	1982-06-15	Preparation of carboxylic acid anhydrides
US4251458A (en)	1981-02-17	Process for preparing carboxylic acid anhydrides
JP3766437B2 (ja)	2006-04-12	イリジウム存在下のカルボニル化によるカルボン酸類又はそのエステル類の製造
NL7908842A (nl)	1980-07-01	Werkwijze voor de winning van door carbonylering verkregen aceton.
JPS6147428A (ja)	1986-03-07	カルボン酸、カルボン酸無水物およびカルボン酸エステルを一緒に製造する方法
JPS6043767B2 (ja)	1985-09-30	アルコ−ルのカルボニル化用触媒
JPS6245854B2 (de)	1987-09-29
CA1202321A (en)	1986-03-25	Process for the production of one or more carboxylic acid anhydrides
GB2067557A (en)	1981-07-30	Preparation of acetic anhydride
JPH0432056B2 (de)	1992-05-28
US4335058A (en)	1982-06-15	Preparation of carboxylic acid anhydrides
US3923883A (en)	1975-12-02	Method for the oxycarbonylation of olefins
EP0098689B1 (de)	1986-12-17	Verfahren zur Herstellung von Monocarbonsäureanhydriden
US4698187A (en)	1987-10-06	Preparation of carboxylic acid anhydrides
US4436889A (en)	1984-03-13	Preparation of carboxylic acids by carbonylation of alcohols
US6222070B1 (en)	2001-04-24	Method for reducing EDA in acetic anhydride production
US5189214A (en)	1993-02-23	Production of acetic acid