NO125721B - - Google Patents

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Publication number: NO125721B
Authority: NO; Norway
Prior art keywords: acetic acid; water; phase; catalyst; allyl acetate
Prior art date: 1969-03-05

Application number

NO0736/70A

Other languages

English (en)

Norwegian (no)

Inventor

G Scharfe

W Swodenk

Original Assignee

Bayer 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.)

1969-03-05

Filing date

1970-03-02

Publication date

1972-10-23

1970-03-02 Application filed by Bayer Ag filed Critical Bayer Ag

1972-10-23 Publication of NO125721B publication Critical patent/NO125721B/no

Links

QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 156
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 56
239000003054 catalyst Substances 0.000 claims description 55
239000012071 phase Substances 0.000 claims description 46
HVAMZGADVCBITI-UHFFFAOYSA-M pent-4-enoate Chemical compound [O-]C(=O)CCC=C HVAMZGADVCBITI-UHFFFAOYSA-M 0.000 claims description 39
KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 37
239000007789 gas Substances 0.000 claims description 27
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 22
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 22
229910052763 palladium Inorganic materials 0.000 claims description 18
238000000034 method Methods 0.000 claims description 17
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 16
239000001301 oxygen Substances 0.000 claims description 16
229910052760 oxygen Inorganic materials 0.000 claims description 16
239000007795 chemical reaction product Substances 0.000 claims description 11
239000007788 liquid Substances 0.000 claims description 10
238000004519 manufacturing process Methods 0.000 claims description 9
239000007792 gaseous phase Substances 0.000 claims description 4
229910052799 carbon Inorganic materials 0.000 claims description 3
230000008569 process Effects 0.000 claims description 3
239000007858 starting material Substances 0.000 claims description 3
239000012263 liquid product Substances 0.000 claims description 2
238000006243 chemical reaction Methods 0.000 description 32
229910052751 metal Inorganic materials 0.000 description 21
239000002184 metal Substances 0.000 description 21
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 20
SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 20
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 19
150000001875 compounds Chemical class 0.000 description 13
239000003513 alkali Substances 0.000 description 12
239000000243 solution Substances 0.000 description 11
239000001569 carbon dioxide Substances 0.000 description 10
229910002092 carbon dioxide Inorganic materials 0.000 description 10
235000011056 potassium acetate Nutrition 0.000 description 10
239000000047 product Substances 0.000 description 10
229910052757 nitrogen Inorganic materials 0.000 description 9
238000000926 separation method Methods 0.000 description 9
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 7
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 7
150000001242 acetic acid derivatives Chemical class 0.000 description 7
229910052708 sodium Inorganic materials 0.000 description 7
239000011734 sodium Substances 0.000 description 7
XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 6
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 6
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
229910052736 halogen Inorganic materials 0.000 description 6
150000002367 halogens Chemical class 0.000 description 6
150000002739 metals Chemical class 0.000 description 6
PIBWKRNGBLPSSY-UHFFFAOYSA-L palladium(II) chloride Chemical compound Cl[Pd]Cl PIBWKRNGBLPSSY-UHFFFAOYSA-L 0.000 description 6
PQLVXDKIJBQVDF-UHFFFAOYSA-N acetic acid;hydrate Chemical compound O.CC(O)=O PQLVXDKIJBQVDF-UHFFFAOYSA-N 0.000 description 5
238000001035 drying Methods 0.000 description 5
239000000203 mixture Substances 0.000 description 5
JKDRQYIYVJVOPF-FDGPNNRMSA-L palladium(ii) acetylacetonate Chemical compound [Pd+2].C\C([O-])=C\C(C)=O.C\C([O-])=C\C(C)=O JKDRQYIYVJVOPF-FDGPNNRMSA-L 0.000 description 5
RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 5
235000012239 silicon dioxide Nutrition 0.000 description 5
239000007864 aqueous solution Substances 0.000 description 4
238000004821 distillation Methods 0.000 description 4
-1 ethylene, propylene Chemical group 0.000 description 4
239000007791 liquid phase Substances 0.000 description 4
150000002736 metal compounds Chemical class 0.000 description 4
229910000510 noble metal Inorganic materials 0.000 description 4
150000002941 palladium compounds Chemical class 0.000 description 4
239000011593 sulfur Substances 0.000 description 4
229910052717 sulfur Inorganic materials 0.000 description 4
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 3
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 3
239000005864 Sulphur Substances 0.000 description 3
239000000654 additive Substances 0.000 description 3
229910052786 argon Inorganic materials 0.000 description 3
230000015572 biosynthetic process Effects 0.000 description 3
238000009835 boiling Methods 0.000 description 3
239000000969 carrier Substances 0.000 description 3
PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 3
229910052737 gold Inorganic materials 0.000 description 3
239000010931 gold Substances 0.000 description 3
IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 description 3
150000002506 iron compounds Chemical class 0.000 description 3
229910052700 potassium Inorganic materials 0.000 description 3
239000011591 potassium Substances 0.000 description 3
239000001294 propane Substances 0.000 description 3
238000003786 synthesis reaction Methods 0.000 description 3
238000005406 washing Methods 0.000 description 3
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 2
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
239000002253 acid Substances 0.000 description 2
239000006227 byproduct Substances 0.000 description 2
150000004649 carbonic acid derivatives Chemical class 0.000 description 2
238000009833 condensation Methods 0.000 description 2
230000000694 effects Effects 0.000 description 2
150000004679 hydroxides Chemical class 0.000 description 2
AMWRITDGCCNYAT-UHFFFAOYSA-L hydroxy(oxo)manganese;manganese Chemical compound [Mn].O[Mn]=O.O[Mn]=O AMWRITDGCCNYAT-UHFFFAOYSA-L 0.000 description 2
LZKLAOYSENRNKR-LNTINUHCSA-N iron;(z)-4-oxoniumylidenepent-2-en-2-olate Chemical compound [Fe].C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O LZKLAOYSENRNKR-LNTINUHCSA-N 0.000 description 2
TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 2
NXJCBFBQEVOTOW-UHFFFAOYSA-L palladium(2+);dihydroxide Chemical compound O[Pd]O NXJCBFBQEVOTOW-UHFFFAOYSA-L 0.000 description 2
BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
239000002904 solvent Substances 0.000 description 2
239000000126 substance Substances 0.000 description 2
230000009466 transformation Effects 0.000 description 2
239000006200 vaporizer Substances 0.000 description 2
VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
JJLJMEJHUUYSSY-UHFFFAOYSA-L Copper hydroxide Chemical compound [OH-].[OH-].[Cu+2] JJLJMEJHUUYSSY-UHFFFAOYSA-L 0.000 description 1
239000005750 Copper hydroxide Substances 0.000 description 1
229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
229910019142 PO4 Inorganic materials 0.000 description 1
XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Chemical class CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 1
KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 1
125000005595 acetylacetonate group Chemical group 0.000 description 1
229910001854 alkali hydroxide Inorganic materials 0.000 description 1
150000008044 alkali metal hydroxides Chemical class 0.000 description 1
238000000137 annealing Methods 0.000 description 1
239000008346 aqueous phase Substances 0.000 description 1
230000008901 benefit Effects 0.000 description 1
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
150000001642 boronic acid derivatives Chemical class 0.000 description 1
229910052792 caesium Inorganic materials 0.000 description 1
TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 description 1
230000008859 change Effects 0.000 description 1
239000003638 chemical reducing agent Substances 0.000 description 1
150000001805 chlorine compounds Chemical class 0.000 description 1
229910052804 chromium Inorganic materials 0.000 description 1
239000011651 chromium Substances 0.000 description 1
150000001860 citric acid derivatives Chemical class 0.000 description 1
238000004140 cleaning Methods 0.000 description 1
238000003776 cleavage reaction Methods 0.000 description 1
230000005494 condensation Effects 0.000 description 1
239000002826 coolant Substances 0.000 description 1
238000001816 cooling Methods 0.000 description 1
229910052802 copper Inorganic materials 0.000 description 1
239000010949 copper Substances 0.000 description 1
229910001956 copper hydroxide Inorganic materials 0.000 description 1
XTVVROIMIGLXTD-UHFFFAOYSA-N copper(II) nitrate Chemical compound [Cu+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O XTVVROIMIGLXTD-UHFFFAOYSA-N 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
230000006837 decompression Effects 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
238000004880 explosion Methods 0.000 description 1
150000004675 formic acid derivatives Chemical class 0.000 description 1
229910021505 gold(III) hydroxide Inorganic materials 0.000 description 1
WDZVNNYQBQRJRX-UHFFFAOYSA-K gold(iii) hydroxide Chemical compound O[Au](O)O WDZVNNYQBQRJRX-UHFFFAOYSA-K 0.000 description 1
150000002366 halogen compounds Chemical class 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
229910052741 iridium Inorganic materials 0.000 description 1
GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 description 1
229910052742 iron Inorganic materials 0.000 description 1
235000014413 iron hydroxide Nutrition 0.000 description 1
RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
NCNCGGDMXMBVIA-UHFFFAOYSA-L iron(ii) hydroxide Chemical compound [OH-].[OH-].[Fe+2] NCNCGGDMXMBVIA-UHFFFAOYSA-L 0.000 description 1
238000002955 isolation Methods 0.000 description 1
150000003893 lactate salts Chemical class 0.000 description 1
229910052744 lithium Inorganic materials 0.000 description 1
229940099596 manganese sulfate Drugs 0.000 description 1
239000011702 manganese sulphate Substances 0.000 description 1
235000007079 manganese sulphate Nutrition 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
SQQMAOCOWKFBNP-UHFFFAOYSA-L manganese(II) sulfate Chemical compound [Mn+2].[O-]S([O-])(=O)=O SQQMAOCOWKFBNP-UHFFFAOYSA-L 0.000 description 1
229910052750 molybdenum Inorganic materials 0.000 description 1
239000011733 molybdenum Substances 0.000 description 1
229910017464 nitrogen compound Inorganic materials 0.000 description 1
150000002830 nitrogen compounds Chemical class 0.000 description 1
JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
HBEQXAKJSGXAIQ-UHFFFAOYSA-N oxopalladium Chemical compound [Pd]=O HBEQXAKJSGXAIQ-UHFFFAOYSA-N 0.000 description 1
229910003445 palladium oxide Inorganic materials 0.000 description 1
ZVSLRJWQDNRUDU-UHFFFAOYSA-L palladium(2+);propanoate Chemical compound [Pd+2].CCC([O-])=O.CCC([O-])=O ZVSLRJWQDNRUDU-UHFFFAOYSA-L 0.000 description 1
YJVFFLUZDVXJQI-UHFFFAOYSA-L palladium(ii) acetate Chemical compound [Pd+2].CC([O-])=O.CC([O-])=O YJVFFLUZDVXJQI-UHFFFAOYSA-L 0.000 description 1
230000000737 periodic effect Effects 0.000 description 1
235000021317 phosphate Nutrition 0.000 description 1
150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
239000006187 pill Substances 0.000 description 1
229910052697 platinum Inorganic materials 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
238000003825 pressing Methods 0.000 description 1
239000008262 pumice Substances 0.000 description 1
239000002994 raw material Substances 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
230000009467 reduction Effects 0.000 description 1
230000001105 regulatory effect Effects 0.000 description 1
229910052703 rhodium Inorganic materials 0.000 description 1
239000010948 rhodium Substances 0.000 description 1
MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
229910052701 rubidium Inorganic materials 0.000 description 1
IGLNJRXAVVLDKE-UHFFFAOYSA-N rubidium atom Chemical compound [Rb] IGLNJRXAVVLDKE-UHFFFAOYSA-N 0.000 description 1
229910052707 ruthenium Inorganic materials 0.000 description 1
239000012266 salt solution Substances 0.000 description 1
230000007017 scission Effects 0.000 description 1
150000004760 silicates Chemical class 0.000 description 1
229910052566 spinel group Inorganic materials 0.000 description 1
150000003892 tartrate salts Chemical class 0.000 description 1
238000007669 thermal treatment Methods 0.000 description 1
239000004408 titanium dioxide Substances 0.000 description 1
WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
229910052721 tungsten Inorganic materials 0.000 description 1
239000010937 tungsten Substances 0.000 description 1
230000007306 turnover Effects 0.000 description 1
239000002351 wastewater Substances 0.000 description 1
238000009736 wetting Methods 0.000 description 1

Classifications

- 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
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
- C07C69/12—Acetic acid esters
- C07C69/14—Acetic acid esters of monohydroxylic compounds
- C07C69/145—Acetic acid esters of monohydroxylic compounds of unsaturated alcohols
- C07C69/155—Allyl acetate

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Catalysts (AREA)

NO0736/70A 1969-03-05 1970-03-02 NO125721B (fr)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE19691911178 DE1911178A1 (de)	1969-03-05	1969-03-05	Verfahren zur Herstellung von Allylacetat

Publications (1)

Publication Number	Publication Date
NO125721B true NO125721B (fr)	1972-10-23

Family

ID=5727200

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO0736/70A NO125721B (fr)	1969-03-05	1970-03-02

Country Status (19)

Country	Link
US (1)	US3925452A (fr)
JP (1)	JPS5412447B1 (fr)
AT (1)	AT298432B (fr)
BE (1)	BE746901A (fr)
BR (1)	BR7017253D0 (fr)
CH (1)	CH529092A (fr)
CS (1)	CS158269B2 (fr)
DE (1)	DE1911178A1 (fr)
DK (1)	DK127468B (fr)
ES (1)	ES377161A1 (fr)
FI (1)	FI51805C (fr)
FR (1)	FR2037693A5 (fr)
GB (1)	GB1295335A (fr)
LU (1)	LU60394A1 (fr)
NL (1)	NL7002754A (fr)
NO (1)	NO125721B (fr)
PL (1)	PL80372B1 (fr)
RO (1)	RO58332A (fr)
SE (1)	SE355569B (fr)

Families Citing this family (23)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4010198A (en) *	1970-07-31	1977-03-01	Hoechst Aktiengesellschaft	Process for the preparation of allyl acetate
DE2509251C3 (de) *	1975-03-04	1978-07-13	Hoechst Ag, 6000 Frankfurt	Verfahren zur Herstellung eines Palladiumkatalysators
US4602104A (en) *	1983-12-07	1986-07-22	Sun Refining And Marketing Company	Catalytic oxidation of propylene to allyl acetate
US4732883A (en) *	1983-12-07	1988-03-22	Sun Refining And Marketing Company	Catalytic oxidation of propylene to allyl acetate
US4550097A (en) *	1984-08-20	1985-10-29	Phillips Petroleum Company	Catalyst for the production of allyl acetate
US4571431A (en) *	1984-08-20	1986-02-18	Phillips Petroleum Company	Process for the production of allyl acetate
US4647690A (en) *	1984-10-22	1987-03-03	Phillips Petroleum Company	Process for the production of allyl acetate
US4634794A (en) *	1984-10-22	1987-01-06	Phillips Petroleum Co.	Process for the production of allyl acetate
US4587229A (en) *	1984-10-22	1986-05-06	Phillips Petroleum Company	Catalyst for the production of allyl acetate
US5981818A (en) *	1995-03-21	1999-11-09	Stone & Webster Engineering Corp.	Integrated cracking and olefins derivative process utilizing dilute olefins
TW487598B (en) *	1999-08-30	2002-05-21	Dairen Chemical Corp	Catalyst for oxacylation and process for producing the same
SG101929A1 (en) *	1999-12-29	2004-02-27	Dairen Chemical Corp	Catalyst for oxacylation and use of the same
US8168562B2 (en) *	2006-02-02	2012-05-01	Lyondell Chemical Technology, L.P.	Preparation of palladium-gold catalysts
JP4969501B2 (ja) *	2007-04-13	2012-07-04	昭和電工株式会社	酢酸アリル製造用触媒の製造方法
US20100197977A1 (en)	2009-02-05	2010-08-05	Harris Stephen H	Allyl diacetate decomposition
US8263801B2 (en) *	2009-09-30	2012-09-11	Lyondell Chemical Technology, L.P.	Process for producing allyl acetate
US8067634B2 (en) *	2009-10-30	2011-11-29	Lyondell Chemical Technology, L.P.	Process for producing allyl acetate
US8309758B2 (en) *	2009-12-17	2012-11-13	Lyondell Chemical Technology, L.P.	Allyl acetate purification
US8193396B2 (en) *	2010-02-25	2012-06-05	Lyondell Chemical Technology, L.P.	Process for producing allyl alcohol
CN102372629A (zh) *	2010-08-23	2012-03-14	中国石油化工股份有限公司	用于合成醋酸丙烯酯的方法
CN103121957B (zh) *	2011-11-18	2015-07-08	中国石油化工股份有限公司	丙烯气相氧化法醋酸烯丙酯的制备方法
CN111995494B (zh) *	2019-11-15	2021-11-16	北京水木滨华科技有限公司	一种2-甲基烯丙醇的制备方法
CN112299990A (zh) *	2020-11-11	2021-02-02	北京水木滨华科技有限公司	一种异丁烯氧乙酰化制备甲基丙烯醇乙酸酯的方法和反应系统

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CA771193A (en) *		1967-11-07	Yasui Teruo	Method for producing vinyl acetate
DE1185604B (de) *	1962-02-03	1965-01-21	Bayer Ag	Verfahren zur Herstellung von Vinylacetat
US3517054A (en) *	1967-12-05	1970-06-23	Grace W R & Co	Process for preparing monoacetin from propylene

1969
- 1969-03-05 DE DE19691911178 patent/DE1911178A1/de active Granted
1970
- 1970-02-03 CH CH151470A patent/CH529092A/de not_active IP Right Cessation
- 1970-02-19 AT AT152570A patent/AT298432B/de not_active IP Right Cessation
- 1970-02-20 RO RO62517A patent/RO58332A/ro unknown
- 1970-02-20 FI FI700464A patent/FI51805C/fi active
- 1970-02-23 LU LU60394D patent/LU60394A1/xx unknown
- 1970-02-26 NL NL7002754A patent/NL7002754A/xx unknown
- 1970-03-02 NO NO0736/70A patent/NO125721B/no unknown
- 1970-03-02 JP JP1715070A patent/JPS5412447B1/ja active Pending
- 1970-03-04 PL PL1970139173A patent/PL80372B1/pl unknown
- 1970-03-04 SE SE02871/70A patent/SE355569B/xx unknown
- 1970-03-04 DK DK107270AA patent/DK127468B/da unknown
- 1970-03-05 GB GB1295335D patent/GB1295335A/en not_active Expired
- 1970-03-05 ES ES377161A patent/ES377161A1/es not_active Expired
- 1970-03-05 BE BE746901D patent/BE746901A/fr unknown
- 1970-03-05 FR FR7007967A patent/FR2037693A5/fr not_active Expired
- 1970-03-05 CS CS150170A patent/CS158269B2/cs unknown
- 1970-03-05 BR BR217253/70A patent/BR7017253D0/pt unknown
1973
- 1973-02-07 US US330536A patent/US3925452A/en not_active Expired - Lifetime

Also Published As

Publication number	Publication date
DE1911178A1 (de)	1970-09-24
BR7017253D0 (pt)	1973-05-03
RO58332A (fr)	1975-08-15
SE355569B (fr)	1973-04-30
FR2037693A5 (fr)	1970-12-31
GB1295335A (fr)	1972-11-08
NL7002754A (fr)	1970-09-08
USB330536I5 (fr)	1975-01-28
FI51805C (fi)	1977-04-12
ES377161A1 (es)	1972-06-01
CS158269B2 (fr)	1974-10-15
PL80372B1 (fr)	1975-08-30
JPS5412447B1 (fr)	1979-05-23
AT298432B (de)	1972-05-10
CH529092A (de)	1972-10-15
LU60394A1 (fr)	1970-04-23
DK127468B (da)	1973-11-12
BE746901A (fr)	1970-09-07
FI51805B (fr)	1976-12-31
US3925452A (en)	1975-12-09

Publication	Publication Date	Title
NO125721B (fr)	1972-10-23
US3970713A (en)	1976-07-20	Process for the production of allyl alcohol
JPH03151346A (ja)	1991-06-27	酢酸ビニルの分離法
JP6816162B6 (ja)	2021-02-10	プレノール及びプレナールをイソプレノールから生成する方法
US2458214A (en)	1949-01-04	Hydrogenation of nitro compounds
US4123466A (en)	1978-10-31	Process for nitrating aromatic hydrocarbons
US2921098A (en)	1960-01-12	Process for the preparation of 1, 1, 1-trifluoro-2-bromo-2-chloroethane
US3739020A (en)	1973-06-12	Preparation of carboxylic acids
US3194847A (en)	1965-07-13	Process for the production of halosubstituted olefines
US3489816A (en)	1970-01-13	Process for preparing allyl chloride and its monomethyl-substitution products
US2917546A (en)	1959-12-15	Manufacture of sym-tetrafluoroacetone
SU465780A3 (ru)	1975-03-30	Способ получени 1,3-диацетокси-2метиленпропана
US3532755A (en)	1970-10-06	Hydrogenation of perfluoroalkyl nitriles
US3862236A (en)	1975-01-21	Production of propionaldehyde
US3734950A (en)	1973-05-22	Production of 3-acetoxy-2-methylene propionic acid alkyl esters
DE1901289C3 (de)	1981-05-27	Verfahren zur Herstellung vo Allylacetat
US4237299A (en)	1980-12-02	Process for the recovery of pyridine and 3-methylpyridine
DE1909964A1 (de)	1970-09-17	Verfahren zur Herstellung von 2-Methylen-1,3-diacetoxy-propan
US3318955A (en)	1967-05-09	Production of formaldehyde
SU353408A1 (ru)		Способ получения аллилацетата
NO131073B (fr)	1974-12-23
JPS6312453B2 (fr)	1988-03-18
DE1793365C3 (de)	1979-12-20	Verfahren zur Herstellung von Allylacetat
SU415865A3 (ru)	1974-02-15	Способ получения глицеринацетатов
US3062902A (en)	1962-11-06	Nitrosyl fluoride as a fluorinating agent