GB839808A - Process for the production of acrolein - Google Patents
Process for the production of acroleinInfo
- Publication number
- GB839808A GB839808A GB19679/58A GB1967958A GB839808A GB 839808 A GB839808 A GB 839808A GB 19679/58 A GB19679/58 A GB 19679/58A GB 1967958 A GB1967958 A GB 1967958A GB 839808 A GB839808 A GB 839808A
- Authority
- GB
- United Kingdom
- Prior art keywords
- cupric
- cations
- anions
- phosphate
- silver
- 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.)
- Expired
Links
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 title abstract 6
- 238000000034 method Methods 0.000 title abstract 3
- -1 chromate anions Chemical class 0.000 abstract 12
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 abstract 8
- 229910019142 PO4 Inorganic materials 0.000 abstract 6
- 239000003054 catalyst Substances 0.000 abstract 6
- 239000010452 phosphate Substances 0.000 abstract 6
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 abstract 4
- 229910052770 Uranium Inorganic materials 0.000 abstract 4
- 229910052797 bismuth Inorganic materials 0.000 abstract 4
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 abstract 4
- 150000001768 cations Chemical class 0.000 abstract 4
- 229910017052 cobalt Inorganic materials 0.000 abstract 4
- 239000010941 cobalt Substances 0.000 abstract 4
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 abstract 4
- 229910052759 nickel Inorganic materials 0.000 abstract 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 abstract 4
- 239000010936 titanium Substances 0.000 abstract 4
- 229910052719 titanium Inorganic materials 0.000 abstract 4
- ZSLUVFAKFWKJRC-IGMARMGPSA-N 232Th Chemical compound [232Th] ZSLUVFAKFWKJRC-IGMARMGPSA-N 0.000 abstract 3
- 229910052684 Cerium Inorganic materials 0.000 abstract 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract 3
- 229910052776 Thorium Inorganic materials 0.000 abstract 3
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 abstract 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 3
- 229910052793 cadmium Inorganic materials 0.000 abstract 3
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 abstract 3
- 229910052802 copper Inorganic materials 0.000 abstract 3
- 239000010949 copper Substances 0.000 abstract 3
- 229910052760 oxygen Inorganic materials 0.000 abstract 3
- 239000001301 oxygen Substances 0.000 abstract 3
- 229910052709 silver Inorganic materials 0.000 abstract 3
- 239000004332 silver Substances 0.000 abstract 3
- JFALSRSLKYAFGM-UHFFFAOYSA-N uranium(0) Chemical compound [U] JFALSRSLKYAFGM-UHFFFAOYSA-N 0.000 abstract 3
- 229910052725 zinc Inorganic materials 0.000 abstract 3
- 239000011701 zinc Substances 0.000 abstract 3
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 abstract 2
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 abstract 2
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 abstract 2
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 abstract 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract 2
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 abstract 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 abstract 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 abstract 2
- 150000001450 anions Chemical class 0.000 abstract 2
- 229910052796 boron Inorganic materials 0.000 abstract 2
- GWXLDORMOJMVQZ-UHFFFAOYSA-N cerium Chemical compound [Ce] GWXLDORMOJMVQZ-UHFFFAOYSA-N 0.000 abstract 2
- 229910052804 chromium Inorganic materials 0.000 abstract 2
- 239000011651 chromium Substances 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 229910052742 iron Inorganic materials 0.000 abstract 2
- 229910052748 manganese Inorganic materials 0.000 abstract 2
- 239000011572 manganese Substances 0.000 abstract 2
- 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 abstract 2
- 229910052750 molybdenum Inorganic materials 0.000 abstract 2
- 239000011733 molybdenum Substances 0.000 abstract 2
- 230000003647 oxidation Effects 0.000 abstract 2
- 238000007254 oxidation reaction Methods 0.000 abstract 2
- 150000002926 oxygen Chemical class 0.000 abstract 2
- 229910052698 phosphorus Inorganic materials 0.000 abstract 2
- 239000011574 phosphorus Substances 0.000 abstract 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 abstract 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 2
- 229910052718 tin Inorganic materials 0.000 abstract 2
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 abstract 2
- 229910052721 tungsten Inorganic materials 0.000 abstract 2
- 239000010937 tungsten Substances 0.000 abstract 2
- 229910052720 vanadium Inorganic materials 0.000 abstract 2
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 abstract 2
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 abstract 1
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 abstract 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 abstract 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 abstract 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- YZYDPPZYDIRSJT-UHFFFAOYSA-K boron phosphate Chemical compound [B+3].[O-]P([O-])([O-])=O YZYDPPZYDIRSJT-UHFFFAOYSA-K 0.000 abstract 1
- 229910000149 boron phosphate Inorganic materials 0.000 abstract 1
- 239000004927 clay Substances 0.000 abstract 1
- 229910052570 clay Inorganic materials 0.000 abstract 1
- 229910001882 dioxygen Inorganic materials 0.000 abstract 1
- 239000011261 inert gas Substances 0.000 abstract 1
- MEFBJEMVZONFCJ-UHFFFAOYSA-N molybdate Chemical compound [O-][Mo]([O-])(=O)=O MEFBJEMVZONFCJ-UHFFFAOYSA-N 0.000 abstract 1
- 230000007935 neutral effect Effects 0.000 abstract 1
- 239000008262 pumice Substances 0.000 abstract 1
- 239000000741 silica gel Substances 0.000 abstract 1
- 229910002027 silica gel Inorganic materials 0.000 abstract 1
- ONVGIJBNBDUBCM-UHFFFAOYSA-N silver;silver Chemical compound [Ag].[Ag+] ONVGIJBNBDUBCM-UHFFFAOYSA-N 0.000 abstract 1
- PBYZMCDFOULPGH-UHFFFAOYSA-N tungstate Chemical compound [O-][W]([O-])(=O)=O PBYZMCDFOULPGH-UHFFFAOYSA-N 0.000 abstract 1
- LSGOVYNHVSXFFJ-UHFFFAOYSA-N vanadate(3-) Chemical compound [O-][V]([O-])([O-])=O LSGOVYNHVSXFFJ-UHFFFAOYSA-N 0.000 abstract 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
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/14—Phosphorus; Compounds thereof
- B01J27/186—Phosphorus; Compounds thereof with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
-
- 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
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Catalysts for use in the oxidation of propylene by oxygen to acrolein comprise one or more compounds of difficultly volatile, thermally stable oxygen acids of boron, phosphorus, chromium, molybdenum, tungsten or vanadium, with manganese, iron, cobalt, nickel, copper, zinc, titanium, silver, cadmium, tin, cerium, lead, bismuth, thorium or uranium. The catalysts may be used on supports such as silica gel, boron phosphate, Al phosphate, TiO2, clay or pumice. Examples are given of the process in which catalysts are used containing the following anions and cations: (a) cupric cations with phosphate; borate and phosphate; vanadate; molybdate; tungstate; or chromate anions; (b) phosphate anions with cupric and zinc; cobalt; cupric and cobalt; manganese; cupric and titanium; ferric; ferrous and cupric; nickel; nickel and cupric; stannous; plumbic; bismuth; silver; silver and cupric; thorium; cadmium and cupric; bismuth and cupric; uranium; and cerium cations; (c) cupric and manganese cations with phosphate and borate anions; (d) plumbic cations with molybdate anions; (e) silver cations with tungstate anions; (f) uranium cations with borate and phosphate anions; and (g) titanium cations with tungstate anions. Specifications 723,003 and 777,010 are referred to.ALSO:Acrolein is produced by the oxidation of propylene with molecular oxygen in the vapour phase at elevated temperature in the presence of one or more compounds of difficulty volatile, thermally stable oxygen acids of boron, phosphorus, chromium, molybdenum, tungsten or vanadium with manganese, iron, cobalt, nickel, copper, zinc, titanium, silver, cadmium, tin, cerium, lead, bismuth, thorium and uranium, as catalyst. The catalysts may be used on supports, those with neutral or acid properties being particularly suitable. The oxygen may be mixed with inert gases, e.g. air may be used as the oxygen source. The preferred temperature range for the process is 300-800 DEG C. The preferred catalysts are those containing divalent copper as cation and phosphonic acid as anion in addition to other components. Specifications 723,003 and 777,010 are referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE839808X | 1957-06-21 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB839808A true GB839808A (en) | 1960-06-29 |
Family
ID=6762032
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB19679/58A Expired GB839808A (en) | 1957-06-21 | 1958-06-19 | Process for the production of acrolein |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB839808A (en) |
Cited By (23)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1160839B (en) * | 1961-02-28 | 1964-01-09 | Stamicarbon | Process for the production of methacrolein by the catalytic oxidation of isobutene |
DE1160838B (en) * | 1960-12-01 | 1964-01-09 | Stamicarbon | Process for the production of acrolein by the catalytic oxidation of propylene |
DE1177628B (en) * | 1961-03-06 | 1964-09-10 | Stamicarbon N. V., Heerlen (Niederlande) | Process for the production of acrolein or methakrolein by the catalytic oxidation of propylene or isobutylene. |
US3173957A (en) * | 1961-08-21 | 1965-03-16 | Eastman Kodak Co | Process for the preparation of acrolein |
DE1196631B (en) * | 1961-04-20 | 1965-07-15 | Standard Oil Co | Process for the production of unsaturated aldehydes |
US3260753A (en) * | 1963-10-14 | 1966-07-12 | Eastman Kodak Co | Catalytic process for preparing acrolein |
US3280193A (en) * | 1962-10-24 | 1966-10-18 | Ici Ltd | Catalytic production of methacrolein from isobutene |
DE1241817B (en) * | 1961-01-26 | 1967-06-08 | Knapsack Ag | Process for the production of acrylic acid by the oxidation of propylene |
US3342869A (en) * | 1962-12-26 | 1967-09-19 | Gulf Oil Corp | Novel oxidation catalyst compositions and processes |
US3345417A (en) * | 1962-12-26 | 1967-10-03 | Gulf Oil Corp | Novel oxidation catalyst compositions and processes |
US3392196A (en) * | 1964-01-20 | 1968-07-09 | Goodrich Co B F | Catalytic method of preparing unsaturated aldehydes and acids |
US3401196A (en) * | 1965-08-30 | 1968-09-10 | Goodrich Co B F | Catalytic process of preparing unsaturated acids and aldehydes |
US3410910A (en) * | 1962-10-31 | 1968-11-12 | Montedison Spa | Catalytic process for preparing unsaturated aldehydes |
US3417145A (en) * | 1965-10-12 | 1968-12-17 | Rohm & Haas | Method for the preparation of acrolein |
US3441613A (en) * | 1965-10-12 | 1969-04-29 | Rohm & Haas | Method for the preparation of acrolein |
US3446753A (en) * | 1962-12-26 | 1969-05-27 | Gulf Oil Corp | Novel oxidation catalyst compositions |
US3456003A (en) * | 1965-08-30 | 1969-07-15 | Goodrich Co B F | Method of preparing unsaturated acids and aldehydes |
US3476809A (en) * | 1965-09-29 | 1969-11-04 | Atlantic Richfield Co | Olefin oxidation catalyst |
US3499936A (en) * | 1966-04-12 | 1970-03-10 | Gulf Research Development Co | Oxidation of isobutylene to methacrylaldehyde over complex vanadium oxide catalysts |
US3509069A (en) * | 1965-08-30 | 1970-04-28 | Goodrich Co B F | Catalyst for preparing unsaturated acids and aldehydes |
US3519688A (en) * | 1967-09-29 | 1970-07-07 | Standard Oil Co | Process for the manufacture of unsaturated aldehydes from olefins |
US3524823A (en) * | 1965-08-30 | 1970-08-18 | Goodrich Co B F | Catalyst and method of preparing unsaturated acids and aldehydes |
US3546136A (en) * | 1965-08-30 | 1970-12-08 | Goodrich Co B F | Catalyst and method of preparing unsaturated acids and aldehydes |
-
1958
- 1958-06-19 GB GB19679/58A patent/GB839808A/en not_active Expired
Cited By (25)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1160838B (en) * | 1960-12-01 | 1964-01-09 | Stamicarbon | Process for the production of acrolein by the catalytic oxidation of propylene |
DE1241817B (en) * | 1961-01-26 | 1967-06-08 | Knapsack Ag | Process for the production of acrylic acid by the oxidation of propylene |
DE1160839B (en) * | 1961-02-28 | 1964-01-09 | Stamicarbon | Process for the production of methacrolein by the catalytic oxidation of isobutene |
DE1177628B (en) * | 1961-03-06 | 1964-09-10 | Stamicarbon N. V., Heerlen (Niederlande) | Process for the production of acrolein or methakrolein by the catalytic oxidation of propylene or isobutylene. |
DE1196631B (en) * | 1961-04-20 | 1965-07-15 | Standard Oil Co | Process for the production of unsaturated aldehydes |
US3173957A (en) * | 1961-08-21 | 1965-03-16 | Eastman Kodak Co | Process for the preparation of acrolein |
US3280193A (en) * | 1962-10-24 | 1966-10-18 | Ici Ltd | Catalytic production of methacrolein from isobutene |
US3410910A (en) * | 1962-10-31 | 1968-11-12 | Montedison Spa | Catalytic process for preparing unsaturated aldehydes |
US3446753A (en) * | 1962-12-26 | 1969-05-27 | Gulf Oil Corp | Novel oxidation catalyst compositions |
US3345417A (en) * | 1962-12-26 | 1967-10-03 | Gulf Oil Corp | Novel oxidation catalyst compositions and processes |
US3342869A (en) * | 1962-12-26 | 1967-09-19 | Gulf Oil Corp | Novel oxidation catalyst compositions and processes |
US3260753A (en) * | 1963-10-14 | 1966-07-12 | Eastman Kodak Co | Catalytic process for preparing acrolein |
US3392196A (en) * | 1964-01-20 | 1968-07-09 | Goodrich Co B F | Catalytic method of preparing unsaturated aldehydes and acids |
US3456003A (en) * | 1965-08-30 | 1969-07-15 | Goodrich Co B F | Method of preparing unsaturated acids and aldehydes |
US3401196A (en) * | 1965-08-30 | 1968-09-10 | Goodrich Co B F | Catalytic process of preparing unsaturated acids and aldehydes |
US3457303A (en) * | 1965-08-30 | 1969-07-22 | Goodrich Co B F | Method of preparing unsaturated aldehydes and acids |
US3467700A (en) * | 1965-08-30 | 1969-09-16 | Goodrich Co B F | Method of preparing unsaturated aldehydes and acids |
US3509069A (en) * | 1965-08-30 | 1970-04-28 | Goodrich Co B F | Catalyst for preparing unsaturated acids and aldehydes |
US3524823A (en) * | 1965-08-30 | 1970-08-18 | Goodrich Co B F | Catalyst and method of preparing unsaturated acids and aldehydes |
US3546136A (en) * | 1965-08-30 | 1970-12-08 | Goodrich Co B F | Catalyst and method of preparing unsaturated acids and aldehydes |
US3476809A (en) * | 1965-09-29 | 1969-11-04 | Atlantic Richfield Co | Olefin oxidation catalyst |
US3441613A (en) * | 1965-10-12 | 1969-04-29 | Rohm & Haas | Method for the preparation of acrolein |
US3417145A (en) * | 1965-10-12 | 1968-12-17 | Rohm & Haas | Method for the preparation of acrolein |
US3499936A (en) * | 1966-04-12 | 1970-03-10 | Gulf Research Development Co | Oxidation of isobutylene to methacrylaldehyde over complex vanadium oxide catalysts |
US3519688A (en) * | 1967-09-29 | 1970-07-07 | Standard Oil Co | Process for the manufacture of unsaturated aldehydes from olefins |
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