JP2000508575A - 酢酸ビニルを製造するための触媒および方法 - Google Patents
酢酸ビニルを製造するための触媒および方法Info
- Publication number
- JP2000508575A JP2000508575A JP9535781A JP53578197A JP2000508575A JP 2000508575 A JP2000508575 A JP 2000508575A JP 9535781 A JP9535781 A JP 9535781A JP 53578197 A JP53578197 A JP 53578197A JP 2000508575 A JP2000508575 A JP 2000508575A
- Authority
- JP
- Japan
- Prior art keywords
- catalyst
- carrier
- compound
- boron
- compounds
- 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.)
- Granted
Links
- 239000003054 catalyst Substances 0.000 title claims abstract description 50
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 title claims abstract description 14
- 238000004519 manufacturing process Methods 0.000 title claims description 21
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims abstract description 48
- 150000001875 compounds Chemical class 0.000 claims abstract description 29
- 238000000034 method Methods 0.000 claims abstract description 28
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims abstract description 26
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 21
- 239000001301 oxygen Substances 0.000 claims abstract description 21
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 21
- 239000007789 gas Substances 0.000 claims abstract description 18
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims abstract description 14
- 229910052796 boron Inorganic materials 0.000 claims abstract description 14
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 claims abstract description 14
- 229910052737 gold Inorganic materials 0.000 claims abstract description 14
- 239000010931 gold Substances 0.000 claims abstract description 14
- 229910052763 palladium Inorganic materials 0.000 claims abstract description 13
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000005977 Ethylene Substances 0.000 claims abstract description 12
- 150000001339 alkali metal compounds Chemical class 0.000 claims abstract description 11
- 238000009835 boiling Methods 0.000 claims abstract description 10
- 150000001639 boron compounds Chemical class 0.000 claims abstract description 10
- 150000002344 gold compounds Chemical class 0.000 claims description 15
- 239000003513 alkali Substances 0.000 claims description 13
- 239000012670 alkaline solution Substances 0.000 claims description 13
- 150000002941 palladium compounds Chemical class 0.000 claims description 12
- 239000003638 chemical reducing agent Substances 0.000 claims description 10
- 238000001035 drying Methods 0.000 claims description 10
- 239000007864 aqueous solution Substances 0.000 claims description 8
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 claims description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 7
- 238000005406 washing Methods 0.000 claims description 7
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 claims description 6
- 239000007791 liquid phase Substances 0.000 claims description 6
- 239000012071 phase Substances 0.000 claims description 6
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 4
- 235000011056 potassium acetate Nutrition 0.000 claims description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 4
- 229920002554 vinyl polymer Polymers 0.000 claims description 4
- 229910052757 nitrogen Inorganic materials 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- 239000012279 sodium borohydride Substances 0.000 claims description 2
- 229910000033 sodium borohydride Inorganic materials 0.000 claims description 2
- 238000006263 metalation reaction Methods 0.000 claims 2
- 229940126062 Compound A Drugs 0.000 claims 1
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 abstract description 2
- 239000000243 solution Substances 0.000 description 33
- 239000002245 particle Substances 0.000 description 16
- 229910000510 noble metal Inorganic materials 0.000 description 10
- 150000003839 salts Chemical class 0.000 description 10
- 229910052751 metal Inorganic materials 0.000 description 9
- 239000002184 metal Substances 0.000 description 9
- 239000011148 porous material Substances 0.000 description 9
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 8
- 238000005470 impregnation Methods 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- 239000012876 carrier material Substances 0.000 description 6
- 150000002736 metal compounds Chemical class 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 229910004298 SiO 2 Inorganic materials 0.000 description 4
- 239000001569 carbon dioxide Substances 0.000 description 4
- 229910002092 carbon dioxide Inorganic materials 0.000 description 4
- 238000006722 reduction reaction Methods 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 150000001450 anions Chemical class 0.000 description 3
- 150000001735 carboxylic acids Chemical class 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 235000012239 silicon dioxide Nutrition 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- VXEGSRKPIUDPQT-UHFFFAOYSA-N 4-[4-(4-methoxyphenyl)piperazin-1-yl]aniline Chemical compound C1=CC(OC)=CC=C1N1CCN(C=2C=CC(N)=CC=2)CC1 VXEGSRKPIUDPQT-UHFFFAOYSA-N 0.000 description 2
- 229910018072 Al 2 O 3 Inorganic materials 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 229910021538 borax Inorganic materials 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- -1 gold (III) tetrachloride Acids Chemical class 0.000 description 2
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 239000004005 microsphere Substances 0.000 description 2
- 150000002940 palladium Chemical class 0.000 description 2
- PIBWKRNGBLPSSY-UHFFFAOYSA-L palladium(II) chloride Chemical compound Cl[Pd]Cl PIBWKRNGBLPSSY-UHFFFAOYSA-L 0.000 description 2
- GPNDARIEYHPYAY-UHFFFAOYSA-N palladium(ii) nitrate Chemical compound [Pd+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O GPNDARIEYHPYAY-UHFFFAOYSA-N 0.000 description 2
- 239000008188 pellet Substances 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 239000005049 silicon tetrachloride Substances 0.000 description 2
- SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(1+) nitrate Chemical compound [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 description 2
- 239000004328 sodium tetraborate Substances 0.000 description 2
- 235000010339 sodium tetraborate Nutrition 0.000 description 2
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- JNBLCHLVUYMNLH-UHFFFAOYSA-N 1-acetyloxyethenyl acetate Chemical group CC(=O)OC(=C)OC(C)=O JNBLCHLVUYMNLH-UHFFFAOYSA-N 0.000 description 1
- GOKCJCODOLGYQD-UHFFFAOYSA-N 4,6-dichloro-2-imidazol-1-ylpyrimidine Chemical compound ClC1=CC(Cl)=NC(N2C=NC=C2)=N1 GOKCJCODOLGYQD-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- 229910002012 Aerosil® Inorganic materials 0.000 description 1
- 229910003803 Gold(III) chloride Inorganic materials 0.000 description 1
- 101150003085 Pdcl gene Proteins 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- FZQSLXQPHPOTHG-UHFFFAOYSA-N [K+].[K+].O1B([O-])OB2OB([O-])OB1O2 Chemical compound [K+].[K+].O1B([O-])OB2OB([O-])OB1O2 FZQSLXQPHPOTHG-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 229910000323 aluminium silicate Inorganic materials 0.000 description 1
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 150000001642 boronic acid derivatives Chemical class 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000003575 carbonaceous material Substances 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- RJHLTVSLYWWTEF-UHFFFAOYSA-K gold trichloride Chemical compound Cl[Au](Cl)Cl RJHLTVSLYWWTEF-UHFFFAOYSA-K 0.000 description 1
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N pentanoic acid group Chemical class C(CCCC)(=O)O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 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 1
- 239000012495 reaction gas Substances 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 description 1
- 229910010271 silicon carbide Inorganic materials 0.000 description 1
- 229910001961 silver nitrate Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- SDKPSXWGRWWLKR-UHFFFAOYSA-M sodium;9,10-dioxoanthracene-1-sulfonate Chemical compound [Na+].O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2S(=O)(=O)[O-] SDKPSXWGRWWLKR-UHFFFAOYSA-M 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/54—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/56—Platinum group metals
- B01J23/58—Platinum group metals with alkali- or alkaline earth metals
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/54—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/66—Silver or gold
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/48—Silver or gold
- B01J23/52—Gold
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/04—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds
- C07C67/05—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds with oxidation
- C07C67/055—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds with oxidation in the presence of platinum group metals or their compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/007—Esters of unsaturated alcohols having the esterified hydroxy group bound to an acyclic carbon atom
- C07C69/01—Vinyl esters
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Description
Claims (1)
- 【特許請求の範囲】 1.エチレン、酢酸および酸素または酸素含有ガスより成る気相において、高沸 点成分を僅かしか生成せずに酢酸ビニルを製造するための、パラジウムおよび /またはそれの化合物、金および/またはそれの化合物並びにアルカリ金属化 合物を粒子状担体に担持含有する触媒において、該触媒が硼素または硼素化合 物を追加的に含有することを特徴とする、上記触媒。 2.硼素含有量が0.01〜1重量%である請求項1に記載の触媒。 3.硼素含有量が0.01〜0.2重量%である請求項1に記載の触媒。 4.硼酸塩を含有する請求項1〜3の何れか一つに記載の触媒。 5.アルカリ金属化合物が酢酸カリウムである請求項1〜4の何れか一つに記載 の触媒。 6.エチレン、酢酸および酸素または酸素含有ガスより成る気相において、高沸 点成分を僅かしか生成せずに酢酸ビニルを製造するための、パラジウムおよび /またはそれの化合物、金および/またはそれの化合物並びにアルカリ金属化 合物を粒子状担体に担持含有させた触媒を、 a)担体を溶解性パラジウム−および金化合物で含浸処理し、 b)その溶解性パラジウム−および金化合物をアルカリ溶液によって担体上で 不溶性化合物に転化し、 c)この不溶性パラジウム−および金化合物を液相中で還元剤によって担体上 で還元し、 d)担体を洗浄しそして次に乾燥し、 e)その担体を溶解性アルカリ金属化合物で含浸処理し そして f)次いで担体を最高150℃で乾燥させる ことによって製造する、触媒の製法において、最終的に乾燥する前に硼素また は硼素化合物を触媒に施与することを特徴とする、上記方法。 7.触媒の硼素含有量が0.01〜1重量%である請求項6に記載の方法。 8.触媒の硼素含有量が0.01〜0.2重量%である請求項6に記載の方法。 9.b)段階で使用するアルカリ溶液が硼素化合物を含有している請求項6〜8 の何れか一つに記載の方法。 10.b)段階で使用するアルカリ溶液が硼素化合物として硼酸塩を含有してい る請求項6〜9の何れか一つに記載の方法。 11.c)段階で使用する、液相中の還元剤がヒドラジンまたはアルカリ硼化水 素を含有する水溶液である請求項6〜10の何れか一つに記載の方法。 12.c)段階で使用する還元剤がナトリウム硼化水素である請求項6〜11の 何れか一つに記載の方法。 13.e)段階で使用する溶解性アルカリ金属化合物が酢酸カリウムである請求 項6〜12の何れか一つに記載の方法。 14.エチレン、酢酸および酸素または酸素含有ガスより成る気相において、請 求項1〜5の何れか一つに記載の触媒を用いて、高沸点成分を僅かしか生成せ ずに酢酸ビニルを製造する方法。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19613791.8 | 1996-04-04 | ||
DE19613791A DE19613791C2 (de) | 1996-04-04 | 1996-04-04 | Katalysator, Verfahren zu seiner Herstellung und Verfahren zur Herstellung von Vinylacetat |
PCT/EP1997/001327 WO1997037759A1 (de) | 1996-04-04 | 1997-03-17 | Katalysator und verfahren zur herstellung von vinylacetat |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2000508575A true JP2000508575A (ja) | 2000-07-11 |
JP2000508575A5 JP2000508575A5 (ja) | 2004-12-02 |
JP3999269B2 JP3999269B2 (ja) | 2007-10-31 |
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JP53578197A Expired - Fee Related JP3999269B2 (ja) | 1996-04-04 | 1997-03-17 | 酢酸ビニルを製造するための触媒および方法 |
Country Status (18)
Country | Link |
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US (1) | US6114571A (ja) |
EP (1) | EP0891226B1 (ja) |
JP (1) | JP3999269B2 (ja) |
KR (1) | KR100439454B1 (ja) |
CN (1) | CN1090534C (ja) |
AT (1) | ATE186476T1 (ja) |
AU (1) | AU711272B2 (ja) |
BR (1) | BR9708504A (ja) |
CZ (1) | CZ291509B6 (ja) |
DE (2) | DE19613791C2 (ja) |
ES (1) | ES2141604T3 (ja) |
HU (1) | HUP9901871A3 (ja) |
NO (1) | NO984550D0 (ja) |
NZ (1) | NZ331900A (ja) |
PL (1) | PL329215A1 (ja) |
TR (1) | TR199801982T2 (ja) |
WO (1) | WO1997037759A1 (ja) |
YU (1) | YU42798A (ja) |
Cited By (2)
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JP2005296858A (ja) * | 2004-04-14 | 2005-10-27 | Ne Chemcat Corp | 触媒の製造方法 |
JP2015083650A (ja) * | 2013-10-25 | 2015-04-30 | 日本酢ビ・ポバール株式会社 | 主鎖に1,2,3−トリオール基を有するポリビニルアルコール系樹脂およびその製造方法 |
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DE1252662B (ja) * | 1965-06-25 | |||
US3939199A (en) * | 1971-01-06 | 1976-02-17 | Hoechst Aktiengesellschaft | Oxacylation of olefins in the gaseous phase |
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US5665667A (en) * | 1994-06-02 | 1997-09-09 | The Standard Oil Company | Process for the preparation of vinyl acetate catalyst |
US5688993A (en) * | 1995-12-22 | 1997-11-18 | E. I. Du Pont De Nemours And Company | Method for modifying catalyst performance during the gas phase synthesis of vinyl acetate |
-
1996
- 1996-04-04 DE DE19613791A patent/DE19613791C2/de not_active Expired - Fee Related
-
1997
- 1997-03-17 CZ CZ19983148A patent/CZ291509B6/cs not_active IP Right Cessation
- 1997-03-17 DE DE59700698T patent/DE59700698D1/de not_active Expired - Lifetime
- 1997-03-17 KR KR10-1998-0707894A patent/KR100439454B1/ko not_active IP Right Cessation
- 1997-03-17 AT AT97914254T patent/ATE186476T1/de not_active IP Right Cessation
- 1997-03-17 JP JP53578197A patent/JP3999269B2/ja not_active Expired - Fee Related
- 1997-03-17 HU HU9901871A patent/HUP9901871A3/hu unknown
- 1997-03-17 NZ NZ331900A patent/NZ331900A/xx unknown
- 1997-03-17 PL PL97329215A patent/PL329215A1/xx unknown
- 1997-03-17 ES ES97914254T patent/ES2141604T3/es not_active Expired - Lifetime
- 1997-03-17 BR BR9708504-9A patent/BR9708504A/pt not_active IP Right Cessation
- 1997-03-17 US US09/155,442 patent/US6114571A/en not_active Expired - Lifetime
- 1997-03-17 AU AU21570/97A patent/AU711272B2/en not_active Ceased
- 1997-03-17 EP EP97914254A patent/EP0891226B1/de not_active Expired - Lifetime
- 1997-03-17 TR TR1998/01982T patent/TR199801982T2/xx unknown
- 1997-03-17 CN CN97193584A patent/CN1090534C/zh not_active Expired - Fee Related
- 1997-03-17 WO PCT/EP1997/001327 patent/WO1997037759A1/de active IP Right Grant
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1998
- 1998-09-29 NO NO984550A patent/NO984550D0/no unknown
- 1998-09-29 YU YU42798A patent/YU42798A/sh unknown
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2005296858A (ja) * | 2004-04-14 | 2005-10-27 | Ne Chemcat Corp | 触媒の製造方法 |
JP4551109B2 (ja) * | 2004-04-14 | 2010-09-22 | エヌ・イーケムキャット株式会社 | 触媒の製造方法 |
JP2015083650A (ja) * | 2013-10-25 | 2015-04-30 | 日本酢ビ・ポバール株式会社 | 主鎖に1,2,3−トリオール基を有するポリビニルアルコール系樹脂およびその製造方法 |
Also Published As
Publication number | Publication date |
---|---|
HUP9901871A3 (en) | 2000-05-29 |
ATE186476T1 (de) | 1999-11-15 |
US6114571A (en) | 2000-09-05 |
DE19613791C2 (de) | 2002-01-31 |
AU711272B2 (en) | 1999-10-07 |
DE59700698D1 (de) | 1999-12-16 |
CZ314898A3 (cs) | 1999-03-17 |
AU2157097A (en) | 1997-10-29 |
KR100439454B1 (ko) | 2004-10-15 |
EP0891226B1 (de) | 1999-11-10 |
PL329215A1 (en) | 1999-03-15 |
CN1215355A (zh) | 1999-04-28 |
EP0891226A1 (de) | 1999-01-20 |
CN1090534C (zh) | 2002-09-11 |
ES2141604T3 (es) | 2000-03-16 |
CZ291509B6 (cs) | 2003-03-12 |
JP3999269B2 (ja) | 2007-10-31 |
NO984550L (no) | 1998-09-29 |
DE19613791A1 (de) | 1997-10-09 |
HUP9901871A2 (hu) | 1999-09-28 |
NZ331900A (en) | 2000-05-26 |
YU42798A (sh) | 1999-07-28 |
WO1997037759A1 (de) | 1997-10-16 |
KR20000005212A (ko) | 2000-01-25 |
TR199801982T2 (xx) | 1999-02-22 |
BR9708504A (pt) | 2000-01-04 |
NO984550D0 (no) | 1998-09-29 |
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