NO854564L - Fremgangsmaate ved fremstilling av dimethylamin under anvendelse av en zeolittkatalysator. - Google Patents

Fremgangsmaate ved fremstilling av dimethylamin under anvendelse av en zeolittkatalysator.

Info

Publication number: NO854564L
Authority: NO; Norway
Prior art keywords: zeolite; rho; methanol; approx; catalyst
Prior art date: 1984-11-16

Application number

NO854564A

Other languages

English (en)

Norwegian (no)

Inventor

Lloyd Abrams

Thurman Eugene Gier

Robert Day Shannon

George Carl Sonnichsen

Original Assignee

Du Pont

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.)

1984-11-16

Filing date

1985-11-15

Publication date

1986-05-20

1984-11-16 Priority claimed from US06/672,488 external-priority patent/US4602112A/en

1985-11-15 Application filed by Du Pont filed Critical Du Pont

1986-05-20 Publication of NO854564L publication Critical patent/NO854564L/no

Links

ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 title claims description 133
238000000034 method Methods 0.000 title claims description 99
239000003054 catalyst Substances 0.000 title claims description 93
238000002360 preparation method Methods 0.000 title description 11
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 237
239000010457 zeolite Substances 0.000 claims description 223
HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims description 202
229910021536 Zeolite Inorganic materials 0.000 claims description 183
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 106
LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims description 86
229910021529 ammonia Inorganic materials 0.000 claims description 38
238000004519 manufacturing process Methods 0.000 claims description 31
230000002378 acidificating effect Effects 0.000 claims description 26
229910052676 chabazite Inorganic materials 0.000 claims description 26
230000008569 process Effects 0.000 claims description 26
239000000376 reactant Substances 0.000 claims description 26
230000003197 catalytic effect Effects 0.000 claims description 16
229910052700 potassium Inorganic materials 0.000 claims description 15
229910052708 sodium Inorganic materials 0.000 claims description 13
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 12
229910052792 caesium Inorganic materials 0.000 claims description 9
239000002253 acid Substances 0.000 claims description 7
229910052799 carbon Inorganic materials 0.000 claims description 7
229910052757 nitrogen Inorganic materials 0.000 claims description 6
229910001413 alkali metal ion Inorganic materials 0.000 claims description 5
229910052701 rubidium Inorganic materials 0.000 claims description 5
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
238000006243 chemical reaction Methods 0.000 description 66
238000001354 calcination Methods 0.000 description 61
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 54
239000000047 product Substances 0.000 description 54
239000000203 mixture Substances 0.000 description 37
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 34
GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 34
239000000463 material Substances 0.000 description 33
BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 32
239000000243 solution Substances 0.000 description 30
HUCVOHYBFXVBRW-UHFFFAOYSA-M caesium hydroxide Chemical compound [OH-].[Cs+] HUCVOHYBFXVBRW-UHFFFAOYSA-M 0.000 description 26
238000002474 experimental method Methods 0.000 description 25
150000002500 ions Chemical class 0.000 description 19
239000011148 porous material Substances 0.000 description 19
150000003956 methylamines Chemical class 0.000 description 18
150000001768 cations Chemical class 0.000 description 17
238000001179 sorption measurement Methods 0.000 description 17
-1 aliphatic amines Chemical class 0.000 description 16
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 16
UNYSKUBLZGJSLV-UHFFFAOYSA-L calcium;1,3,5,2,4,6$l^{2}-trioxadisilaluminane 2,4-dioxide;dihydroxide;hexahydrate Chemical compound O.O.O.O.O.O.[OH-].[OH-].[Ca+2].O=[Si]1O[Al]O[Si](=O)O1.O=[Si]1O[Al]O[Si](=O)O1 UNYSKUBLZGJSLV-UHFFFAOYSA-L 0.000 description 14
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 13
229910052814 silicon oxide Inorganic materials 0.000 description 13
238000010438 heat treatment Methods 0.000 description 12
238000002441 X-ray diffraction Methods 0.000 description 10
229910000323 aluminium silicate Inorganic materials 0.000 description 10
239000011575 calcium Substances 0.000 description 10
238000005342 ion exchange Methods 0.000 description 10
238000004458 analytical method Methods 0.000 description 9
230000036571 hydration Effects 0.000 description 8
238000006703 hydration reaction Methods 0.000 description 8
229910052500 inorganic mineral Inorganic materials 0.000 description 8
239000011707 mineral Substances 0.000 description 8
229910052791 calcium Inorganic materials 0.000 description 7
230000000052 comparative effect Effects 0.000 description 7
230000000694 effects Effects 0.000 description 7
229920001343 polytetrafluoroethylene Polymers 0.000 description 7
239000004810 polytetrafluoroethylene Substances 0.000 description 7
239000000126 substance Substances 0.000 description 7
238000005406 washing Methods 0.000 description 7
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 6
229910052675 erionite Inorganic materials 0.000 description 6
238000005259 measurement Methods 0.000 description 6
239000000843 powder Substances 0.000 description 6
150000001298 alcohols Chemical class 0.000 description 5
229910052788 barium Inorganic materials 0.000 description 5
229910001417 caesium ion Inorganic materials 0.000 description 5
238000006555 catalytic reaction Methods 0.000 description 5
229910052593 corundum Inorganic materials 0.000 description 5
238000009826 distribution Methods 0.000 description 5
238000001035 drying Methods 0.000 description 5
238000011156 evaluation Methods 0.000 description 5
229910001657 ferrierite group Inorganic materials 0.000 description 5
238000001914 filtration Methods 0.000 description 5
TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 5
229910001845 yogo sapphire Inorganic materials 0.000 description 5
KKCBUQHMOMHUOY-UHFFFAOYSA-N Na2O Inorganic materials [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 description 4
239000004809 Teflon Substances 0.000 description 4
229920006362 Teflon® Polymers 0.000 description 4
238000010521 absorption reaction Methods 0.000 description 4
150000001412 amines Chemical class 0.000 description 4
230000015572 biosynthetic process Effects 0.000 description 4
239000000292 calcium oxide Substances 0.000 description 4
ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 4
238000005341 cation exchange Methods 0.000 description 4
239000012153 distilled water Substances 0.000 description 4
239000012535 impurity Substances 0.000 description 4
229910052749 magnesium Inorganic materials 0.000 description 4
239000011777 magnesium Substances 0.000 description 4
239000000395 magnesium oxide Substances 0.000 description 4
CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 4
229910052680 mordenite Inorganic materials 0.000 description 4
WSWCOQWTEOXDQX-MQQKCMAXSA-M (E,E)-sorbate Chemical compound C\C=C\C=C\C([O-])=O WSWCOQWTEOXDQX-MQQKCMAXSA-M 0.000 description 3
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
239000004743 Polypropylene Substances 0.000 description 3
229910004298 SiO 2 Inorganic materials 0.000 description 3
150000003973 alkyl amines Chemical class 0.000 description 3
229910052782 aluminium Inorganic materials 0.000 description 3
VIJYFGMFEVJQHU-UHFFFAOYSA-N aluminum oxosilicon(2+) oxygen(2-) Chemical compound [O-2].[Al+3].[Si+2]=O VIJYFGMFEVJQHU-UHFFFAOYSA-N 0.000 description 3
QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 3
125000004429 atom Chemical group 0.000 description 3
230000008859 change Effects 0.000 description 3
239000013078 crystal Substances 0.000 description 3
230000007423 decrease Effects 0.000 description 3
230000003247 decreasing effect Effects 0.000 description 3
230000006872 improvement Effects 0.000 description 3
238000002329 infrared spectrum Methods 0.000 description 3
229910052751 metal Inorganic materials 0.000 description 3
239000002184 metal Substances 0.000 description 3
229920001155 polypropylene Polymers 0.000 description 3
235000012239 silicon dioxide Nutrition 0.000 description 3
229940075554 sorbate Drugs 0.000 description 3
229910001220 stainless steel Inorganic materials 0.000 description 3
239000010935 stainless steel Substances 0.000 description 3
229910052712 strontium Inorganic materials 0.000 description 3
238000003786 synthesis reaction Methods 0.000 description 3
PAWQVTBBRAZDMG-UHFFFAOYSA-N 2-(3-bromo-2-fluorophenyl)acetic acid Chemical compound OC(=O)CC1=CC=CC(Br)=C1F PAWQVTBBRAZDMG-UHFFFAOYSA-N 0.000 description 2
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
229910052684 Cerium Inorganic materials 0.000 description 2
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
229910052783 alkali metal Inorganic materials 0.000 description 2
150000001340 alkali metals Chemical class 0.000 description 2
229910052784 alkaline earth metal Inorganic materials 0.000 description 2
230000029936 alkylation Effects 0.000 description 2
238000005804 alkylation reaction Methods 0.000 description 2
JYIBXUUINYLWLR-UHFFFAOYSA-N aluminum;calcium;potassium;silicon;sodium;trihydrate Chemical compound O.O.O.[Na].[Al].[Si].[K].[Ca] JYIBXUUINYLWLR-UHFFFAOYSA-N 0.000 description 2
239000006227 byproduct Substances 0.000 description 2
229910052804 chromium Inorganic materials 0.000 description 2
239000011651 chromium Substances 0.000 description 2
229910001603 clinoptilolite Inorganic materials 0.000 description 2
229910052681 coesite Inorganic materials 0.000 description 2
230000002596 correlated effect Effects 0.000 description 2
230000000875 corresponding effect Effects 0.000 description 2
229910052906 cristobalite Inorganic materials 0.000 description 2
230000009849 deactivation Effects 0.000 description 2
238000007323 disproportionation reaction Methods 0.000 description 2
239000007789 gas Substances 0.000 description 2
238000004817 gas chromatography Methods 0.000 description 2
239000000499 gel Substances 0.000 description 2
239000001257 hydrogen Substances 0.000 description 2
229910052739 hydrogen Inorganic materials 0.000 description 2
230000002779 inactivation Effects 0.000 description 2
UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Inorganic materials [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
239000007788 liquid Substances 0.000 description 2
229910052744 lithium Inorganic materials 0.000 description 2
239000011159 matrix material Substances 0.000 description 2
229910000069 nitrogen hydride Inorganic materials 0.000 description 2
239000011368 organic material Substances 0.000 description 2
125000004430 oxygen atom Chemical group O* 0.000 description 2
239000008188 pellet Substances 0.000 description 2
239000012071 phase Substances 0.000 description 2
229910001744 pollucite Inorganic materials 0.000 description 2
238000000634 powder X-ray diffraction Methods 0.000 description 2
150000003141 primary amines Chemical class 0.000 description 2
230000002035 prolonged effect Effects 0.000 description 2
238000007142 ring opening reaction Methods 0.000 description 2
239000004576 sand Substances 0.000 description 2
150000003335 secondary amines Chemical class 0.000 description 2
229910002027 silica gel Inorganic materials 0.000 description 2
239000000741 silica gel Substances 0.000 description 2
229910052710 silicon Inorganic materials 0.000 description 2
239000000377 silicon dioxide Substances 0.000 description 2
239000002002 slurry Substances 0.000 description 2
239000011734 sodium Substances 0.000 description 2
229910001415 sodium ion Inorganic materials 0.000 description 2
229910052682 stishovite Inorganic materials 0.000 description 2
239000010409 thin film Substances 0.000 description 2
229910052905 tridymite Inorganic materials 0.000 description 2
230000004580 weight loss Effects 0.000 description 2
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 1
BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
239000003513 alkali Substances 0.000 description 1
AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
RREGISFBPQOLTM-UHFFFAOYSA-N alumane;trihydrate Chemical class O.O.O.[AlH3] RREGISFBPQOLTM-UHFFFAOYSA-N 0.000 description 1
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
235000019270 ammonium chloride Nutrition 0.000 description 1
238000013459 approach Methods 0.000 description 1
239000002585 base Substances 0.000 description 1
BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
238000007036 catalytic synthesis reaction Methods 0.000 description 1
238000012512 characterization method Methods 0.000 description 1
229910017052 cobalt Inorganic materials 0.000 description 1
239000010941 cobalt Substances 0.000 description 1
GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
229910001429 cobalt ion Inorganic materials 0.000 description 1
XLJKHNWPARRRJB-UHFFFAOYSA-N cobalt(2+) Chemical compound [Co+2] XLJKHNWPARRRJB-UHFFFAOYSA-N 0.000 description 1
238000004891 communication Methods 0.000 description 1
239000000356 contaminant Substances 0.000 description 1
238000001816 cooling Methods 0.000 description 1
239000002178 crystalline material Substances 0.000 description 1
238000002425 crystallisation Methods 0.000 description 1
230000008025 crystallization Effects 0.000 description 1
230000018044 dehydration Effects 0.000 description 1
238000006297 dehydration reaction Methods 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
238000005906 dihydroxylation reaction Methods 0.000 description 1
125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
230000001747 exhibiting effect Effects 0.000 description 1
238000003837 high-temperature calcination Methods 0.000 description 1
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
238000011835 investigation Methods 0.000 description 1
229910052742 iron Inorganic materials 0.000 description 1
JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
229910044991 metal oxide Inorganic materials 0.000 description 1
150000004706 metal oxides Chemical class 0.000 description 1
150000002739 metals Chemical class 0.000 description 1
125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
230000004048 modification Effects 0.000 description 1
238000012986 modification Methods 0.000 description 1
239000003607 modifier Substances 0.000 description 1
239000002808 molecular sieve Substances 0.000 description 1
229910052750 molybdenum Inorganic materials 0.000 description 1
239000011733 molybdenum Substances 0.000 description 1
229910000476 molybdenum oxide Inorganic materials 0.000 description 1
229910052901 montmorillonite Inorganic materials 0.000 description 1
239000005445 natural material Substances 0.000 description 1
229910052759 nickel Inorganic materials 0.000 description 1
PQQKPALAQIIWST-UHFFFAOYSA-N oxomolybdenum Chemical compound [Mo]=O PQQKPALAQIIWST-UHFFFAOYSA-N 0.000 description 1
229910052763 palladium Inorganic materials 0.000 description 1
239000002245 particle Substances 0.000 description 1
238000000746 purification Methods 0.000 description 1
239000010453 quartz Substances 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
238000011084 recovery Methods 0.000 description 1
230000009467 reduction Effects 0.000 description 1
238000011160 research Methods 0.000 description 1
238000012552 review Methods 0.000 description 1
229910052702 rhenium Inorganic materials 0.000 description 1
WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 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
229910052707 ruthenium Inorganic materials 0.000 description 1
239000012047 saturated solution Substances 0.000 description 1
239000010703 silicon Substances 0.000 description 1
229910052709 silver Inorganic materials 0.000 description 1
239000004332 silver Substances 0.000 description 1
URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
239000007787 solid Substances 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
ZCUFMDLYAMJYST-UHFFFAOYSA-N thorium dioxide Chemical compound O=[Th]=O ZCUFMDLYAMJYST-UHFFFAOYSA-N 0.000 description 1
229910003452 thorium oxide Inorganic materials 0.000 description 1
230000009466 transformation Effects 0.000 description 1
238000000844 transformation Methods 0.000 description 1
LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 description 1
229910001935 vanadium oxide Inorganic materials 0.000 description 1
239000012808 vapor phase Substances 0.000 description 1
238000005303 weighing Methods 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/24—Preparation of compounds containing amino groups bound to a carbon skeleton by reductive alkylation of ammonia, amines or compounds having groups reducible to amino groups, with carbonyl compounds
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/04—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups
- C07C209/14—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of hydroxy groups or of etherified or esterified hydroxy groups
- C07C209/16—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of hydroxy groups or of etherified or esterified hydroxy groups with formation of amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/82—Purification; Separation; Stabilisation; Use of additives
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
- C07C211/02—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C211/03—Monoamines
- C07C211/04—Mono-, di- or tri-methylamine

Landscapes

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

NO854564A 1984-11-16 1985-11-15 Fremgangsmaate ved fremstilling av dimethylamin under anvendelse av en zeolittkatalysator. NO854564L (no)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
US67249084A	1984-11-16	1984-11-16
US67248984A	1984-11-16	1984-11-16
US06/672,488 US4602112A (en)	1984-11-16	1984-11-16	Zeolite H-ZK-5 as catalyst for conversion of methanol and ammonia to dimethylamine

Publications (1)

Publication Number	Publication Date
NO854564L true NO854564L (no)	1986-05-20

Family

ID=27418245

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO854564A NO854564L (no)	1984-11-16	1985-11-15	Fremgangsmaate ved fremstilling av dimethylamin under anvendelse av en zeolittkatalysator.

Country Status (15)

Country	Link
EP (1)	EP0183423B1 (es)
KR (1)	KR870001318B1 (es)
CN (1)	CN1007726B (es)
AU (1)	AU601142B2 (es)
BR (1)	BR8505716A (es)
DE (1)	DE3577434D1 (es)
DK (1)	DK529785D0 (es)
ES (1)	ES8605759A1 (es)
FI (1)	FI854513A (es)
IL (1)	IL77070A0 (es)
IN (1)	IN164837B (es)
MX (1)	MX167098B (es)
NO (1)	NO854564L (es)
NZ (1)	NZ214217A (es)
PT (1)	PT81503B (es)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4683334A (en) *	1985-04-30	1987-07-28	E. I. Du Pont De Nemours & Company	Modified 8-ring zeolites as catalysts for conversion of methanol and ammonia to dimethylamine
US4814503A (en) *	1986-06-27	1989-03-21	E. I. Du Pont De Nemours And Company	Zeolite rho and ZK-5 catalysts for conversion of methanol and ammonia to dimethylamine
US4874896A (en) *	1987-12-23	1989-10-17	Uop	Process for the production of alkylamines
US5344989A (en) *	1993-06-15	1994-09-06	E. I. Du Pont De Nemours And Company	Zeolite ZK-5 catalyst for conversion of methanol and ammonia to monomethylamine and dimethylamine
US5399769A (en) *	1993-07-01	1995-03-21	Air Products And Chemicals, Inc.	Preparation of methylamines using shape selective chabazites
CA2126834C (en) *	1993-07-01	1997-12-09	Frederick Carl Wilhelm	Preparation of methylamines using shape selective chabazites
EP0994845A1 (en)	1997-07-08	2000-04-26	E.I. Dupont De Nemours And Company	Method of making methylamines using chabazite catalysts
CN105090295B (zh) *	2014-05-19	2018-07-06	三菱电机株式会社	电磁制动装置及使用该电磁制动装置的电梯装置
CN107500307B (zh) *	2017-10-11	2019-08-02	太原理工大学	一种沸石分子筛的制备方法及其应用

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US4254061A (en) *	1979-09-11	1981-03-03	E. I. Du Pont De Nemours And Company	Preparation of monomethylamine
DE3263547D1 (en) *	1981-09-18	1985-06-20	Ici Plc	Manufacture of methylamines
US4458092A (en) *	1982-01-29	1984-07-03	Air Products And Chemicals, Inc.	Highly active catalysts for methanol amination
US4398041A (en) *	1982-01-29	1983-08-09	Air Products And Chemicals, Inc.	Process for manufacturing alkylamines
US4434300A (en) *	1982-09-13	1984-02-28	Air Products And Chemicals, Inc.	Methanol amination

1985
- 1985-11-11 IN IN805/CAL/85A patent/IN164837B/en unknown
- 1985-11-11 DE DE8585308196T patent/DE3577434D1/de not_active Expired - Lifetime
- 1985-11-11 EP EP85308196A patent/EP0183423B1/en not_active Expired - Lifetime
- 1985-11-12 AU AU49775/85A patent/AU601142B2/en not_active Ceased
- 1985-11-13 BR BR8505716A patent/BR8505716A/pt not_active IP Right Cessation
- 1985-11-15 NO NO854564A patent/NO854564L/no unknown
- 1985-11-15 KR KR1019850008550A patent/KR870001318B1/ko not_active IP Right Cessation
- 1985-11-15 DK DK529785A patent/DK529785D0/da not_active Application Discontinuation
- 1985-11-15 NZ NZ214217A patent/NZ214217A/xx unknown
- 1985-11-15 MX MX000619A patent/MX167098B/es unknown
- 1985-11-15 FI FI854513A patent/FI854513A/fi not_active Application Discontinuation
- 1985-11-15 ES ES548939A patent/ES8605759A1/es not_active Expired
- 1985-11-15 PT PT81503A patent/PT81503B/pt unknown
- 1985-11-15 IL IL77070A patent/IL77070A0/xx unknown
- 1985-11-16 CN CN85108243A patent/CN1007726B/zh not_active Expired

Also Published As

Publication number	Publication date
KR860004006A (ko)	1986-06-16
ES548939A0 (es)	1986-04-01
EP0183423B1 (en)	1990-05-02
DE3577434D1 (en)	1990-06-07
FI854513A (fi)	1986-05-17
NZ214217A (en)	1988-08-30
IL77070A0 (en)	1986-04-29
AU601142B2 (en)	1990-09-06
FI854513A0 (fi)	1985-11-15
AU4977585A (en)	1986-05-22
KR870001318B1 (ko)	1987-07-13
CN1007726B (zh)	1990-04-25
BR8505716A (pt)	1986-08-12
PT81503A (en)	1985-12-01
CN85108243A (zh)	1986-08-20
IN164837B (es)	1989-06-10
MX167098B (es)	1993-03-04
PT81503B (en)	1987-09-18
ES8605759A1 (es)	1986-04-01
EP0183423A1 (en)	1986-06-04
DK529785D0 (da)	1985-11-15

Publication	Publication Date	Title
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US4806689A (en)	1989-02-21	Zeolite Rho as catalyst for conversion of methanol and ammonia to dimethylamine
Corbin et al.	1997	Methylamines synthesis: A review
US3950496A (en)	1976-04-13	Synthetic zeolite ZSM-18
US4242233A (en)	1980-12-30	Method for preparing aluminosilicates, their use as catalyst supports and catalysts, and method for producing catalysts therefrom
US4436938A (en)	1984-03-13	Manufacture of amines
NO854564L (no)	1986-05-20	Fremgangsmaate ved fremstilling av dimethylamin under anvendelse av en zeolittkatalysator.
KR910002942B1 (ko)	1991-05-11	디메틸 아민의 제조방법
EP0251597B1 (en)	1991-10-23	Improved zeolite rho and zk-5 catalysts for conversion of methanol and ammonia to dimethylamine
US5399769A (en)	1995-03-21	Preparation of methylamines using shape selective chabazites
US8722935B2 (en)	2014-05-13	Process for conversion of isobutylene to tertiary butylamine
US4602112A (en)	1986-07-22	Zeolite H-ZK-5 as catalyst for conversion of methanol and ammonia to dimethylamine
US6166258A (en)	2000-12-26	Process for preparing methylamines using acidic molecular sieve catalysts
US5344989A (en)	1994-09-06	Zeolite ZK-5 catalyst for conversion of methanol and ammonia to monomethylamine and dimethylamine
US6232502B1 (en)	2001-05-15	Method of making methylamines using chabazite catalysts
CA2126834C (en)	1997-12-09	Preparation of methylamines using shape selective chabazites
CA1246612A (en)	1988-12-13	Zeolite rho as catalyst for conversion of methanol and ammonia to dimethylamine
US5215736A (en)	1993-06-01	Mordenite type zeolite and its preparation process
EP0107457B1 (en)	1986-02-26	Manufacture of amines