CA1246612A - Zeolite rho, catalyseur pour la conversion du methanol et de l'ammoniac en dimethylamine - Google Patents

Zeolite rho, catalyseur pour la conversion du methanol et de l'ammoniac en dimethylamine

Info

Publication number: CA1246612A
Authority: CA; Canada
Prior art keywords: zeolite; rho; methanol; process according; calcination
Prior art date: 1984-11-16
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

Application number

CA000495364A

Other languages

English (en)

Inventor

Thurman E. Gier

Robert D. Shannon

George C. Sonnichsen

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

EIDP Inc

Original Assignee

EI Du Pont de Nemours and Co

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

1985-11-14

Publication date

1988-12-13

1985-11-14 Application filed by EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co

1988-12-13 Application granted granted Critical

1988-12-13 Publication of CA1246612A publication Critical patent/CA1246612A/fr

Status Expired legal-status Critical Current

Links

OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 title claims abstract description 180
239000010457 zeolite Substances 0.000 title claims abstract description 143
HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 title claims abstract description 142
229910021536 Zeolite Inorganic materials 0.000 title claims abstract description 139
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 title claims abstract description 78
ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 title claims abstract description 57
229910021529 ammonia Inorganic materials 0.000 title claims abstract description 34
239000003054 catalyst Substances 0.000 title claims abstract description 24
238000006243 chemical reaction Methods 0.000 title abstract description 30
238000000034 method Methods 0.000 claims abstract description 44
LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims abstract description 42
230000008569 process Effects 0.000 claims abstract description 22
230000003197 catalytic effect Effects 0.000 claims abstract description 11
229910052799 carbon Inorganic materials 0.000 claims abstract description 9
230000002378 acidificating effect Effects 0.000 claims abstract description 7
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 6
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 4
229910052757 nitrogen Inorganic materials 0.000 claims abstract description 3
238000001354 calcination Methods 0.000 claims description 41
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 36
239000000376 reactant Substances 0.000 claims description 9
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 3
150000002500 ions Chemical class 0.000 description 41
BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 38
GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 34
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 24
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 21
239000011148 porous material Substances 0.000 description 16
239000000463 material Substances 0.000 description 15
239000000203 mixture Substances 0.000 description 14
238000002474 experimental method Methods 0.000 description 12
238000004519 manufacturing process Methods 0.000 description 12
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 12
238000010438 heat treatment Methods 0.000 description 11
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 8
239000002253 acid Substances 0.000 description 8
239000011575 calcium Substances 0.000 description 8
150000001768 cations Chemical class 0.000 description 8
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 7
150000001412 amines Chemical class 0.000 description 7
229910052675 erionite Inorganic materials 0.000 description 7
239000000377 silicon dioxide Substances 0.000 description 7
229910052791 calcium Inorganic materials 0.000 description 6
230000000052 comparative effect Effects 0.000 description 6
230000000694 effects Effects 0.000 description 6
238000011156 evaluation Methods 0.000 description 6
-1 hyl ether Chemical compound 0.000 description 6
239000000126 substance Substances 0.000 description 6
238000005342 ion exchange Methods 0.000 description 5
238000001179 sorption measurement Methods 0.000 description 5
229910052788 barium Inorganic materials 0.000 description 4
HUCVOHYBFXVBRW-UHFFFAOYSA-M caesium hydroxide Chemical compound [OH-].[Cs+] HUCVOHYBFXVBRW-UHFFFAOYSA-M 0.000 description 4
229910052681 coesite Inorganic materials 0.000 description 4
229910052906 cristobalite Inorganic materials 0.000 description 4
229910001657 ferrierite group Inorganic materials 0.000 description 4
150000003956 methylamines Chemical class 0.000 description 4
229910052700 potassium Inorganic materials 0.000 description 4
238000002360 preparation method Methods 0.000 description 4
235000012239 silicon dioxide Nutrition 0.000 description 4
229910052708 sodium Inorganic materials 0.000 description 4
229910052682 stishovite Inorganic materials 0.000 description 4
229910052712 strontium Inorganic materials 0.000 description 4
229910052905 tridymite Inorganic materials 0.000 description 4
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
244000228957 Ferula foetida Species 0.000 description 3
101100463797 Rattus norvegicus Pgrmc1 gene Proteins 0.000 description 3
239000004809 Teflon Substances 0.000 description 3
229920006362 Teflon® Polymers 0.000 description 3
229910052782 aluminium Inorganic materials 0.000 description 3
229910000323 aluminium silicate Inorganic materials 0.000 description 3
230000009849 deactivation Effects 0.000 description 3
239000007789 gas Substances 0.000 description 3
239000000499 gel Substances 0.000 description 3
230000006872 improvement Effects 0.000 description 3
238000005406 washing Methods 0.000 description 3
CBQYNPHHHJTCJS-UHFFFAOYSA-N Alline Chemical compound C1=CC=C2C3(O)CCN(C)C3NC2=C1 CBQYNPHHHJTCJS-UHFFFAOYSA-N 0.000 description 2
229910052684 Cerium Inorganic materials 0.000 description 2
101100536354 Drosophila melanogaster tant gene Proteins 0.000 description 2
239000005977 Ethylene Substances 0.000 description 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
241001072332 Monia Species 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
239000004743 Polypropylene Substances 0.000 description 2
229910052770 Uranium Inorganic materials 0.000 description 2
150000003973 alkyl amines Chemical group 0.000 description 2
230000029936 alkylation Effects 0.000 description 2
238000005804 alkylation reaction Methods 0.000 description 2
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
238000005341 cation exchange Methods 0.000 description 2
230000008859 change Effects 0.000 description 2
229910052804 chromium Inorganic materials 0.000 description 2
239000011651 chromium Substances 0.000 description 2
239000000356 contaminant Substances 0.000 description 2
230000002844 continuous effect Effects 0.000 description 2
238000001035 drying Methods 0.000 description 2
238000001914 filtration Methods 0.000 description 2
239000001257 hydrogen Substances 0.000 description 2
229910052739 hydrogen Inorganic materials 0.000 description 2
239000012535 impurity Substances 0.000 description 2
230000001965 increasing effect Effects 0.000 description 2
229910052744 lithium Inorganic materials 0.000 description 2
229910052751 metal Inorganic materials 0.000 description 2
239000002184 metal Substances 0.000 description 2
229910052680 mordenite Inorganic materials 0.000 description 2
AYOOGWWGECJQPI-NSHDSACASA-N n-[(1s)-1-(5-fluoropyrimidin-2-yl)ethyl]-3-(3-propan-2-yloxy-1h-pyrazol-5-yl)imidazo[4,5-b]pyridin-5-amine Chemical compound N1C(OC(C)C)=CC(N2C3=NC(N[C@@H](C)C=4N=CC(F)=CN=4)=CC=C3N=C2)=N1 AYOOGWWGECJQPI-NSHDSACASA-N 0.000 description 2
229920001155 polypropylene Polymers 0.000 description 2
229920001343 polytetrafluoroethylene Polymers 0.000 description 2
239000004810 polytetrafluoroethylene Substances 0.000 description 2
238000004064 recycling Methods 0.000 description 2
229910052710 silicon Inorganic materials 0.000 description 2
241000894007 species Species 0.000 description 2
229910052727 yttrium Inorganic materials 0.000 description 2
WSWCOQWTEOXDQX-MQQKCMAXSA-M (E,E)-sorbate Chemical compound C\C=C\C=C\C([O-])=O WSWCOQWTEOXDQX-MQQKCMAXSA-M 0.000 description 1
241000331231 Amorphocerini gen. n. 1 DAD-2008 Species 0.000 description 1
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
UOACKFBJUYNSLK-XRKIENNPSA-N Estradiol Cypionate Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H](C4=CC=C(O)C=C4CC3)CC[C@@]21C)C(=O)CCC1CCCC1 UOACKFBJUYNSLK-XRKIENNPSA-N 0.000 description 1
241000282326 Felis catus Species 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
102100026933 Myelin-associated neurite-outgrowth inhibitor Human genes 0.000 description 1
241001387976 Pera Species 0.000 description 1
241001208007 Procas Species 0.000 description 1
208000035389 Ring chromosome 6 syndrome Diseases 0.000 description 1
KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 1
230000009471 action Effects 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
239000003513 alkali Substances 0.000 description 1
229910052783 alkali metal Inorganic materials 0.000 description 1
150000001340 alkali metals Chemical class 0.000 description 1
229910052784 alkaline earth metal Inorganic materials 0.000 description 1
150000001342 alkaline earth metals Chemical class 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
HUMHYXGDUOGHTG-HEZXSMHISA-N alpha-D-GalpNAc-(1->3)-[alpha-L-Fucp-(1->2)]-D-Galp Chemical compound O[C@H]1[C@H](O)[C@H](O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](O[C@@H]2[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](O)[C@@H](CO)OC1O HUMHYXGDUOGHTG-HEZXSMHISA-N 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
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 1
238000013459 approach Methods 0.000 description 1
125000004429 atom Chemical group 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
239000000920 calcium hydroxide Substances 0.000 description 1
229910001861 calcium hydroxide Inorganic materials 0.000 description 1
235000011116 calcium hydroxide Nutrition 0.000 description 1
BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
239000000292 calcium oxide Substances 0.000 description 1
ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 1
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 1
125000002091 cationic group Chemical group 0.000 description 1
229910052676 chabazite Inorganic materials 0.000 description 1
239000004927 clay Substances 0.000 description 1
229910001603 clinoptilolite Inorganic materials 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
239000008119 colloidal silica Substances 0.000 description 1
238000001816 cooling Methods 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
ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
SDIXRDNYIMOKSG-UHFFFAOYSA-L disodium methyl arsenate Chemical compound [Na+].[Na+].C[As]([O-])([O-])=O SDIXRDNYIMOKSG-UHFFFAOYSA-L 0.000 description 1
239000012153 distilled water Substances 0.000 description 1
230000002708 enhancing effect Effects 0.000 description 1
230000006203 ethylation Effects 0.000 description 1
238000006200 ethylation reaction Methods 0.000 description 1
230000036571 hydration Effects 0.000 description 1
238000006703 hydration reaction Methods 0.000 description 1
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
JCYWCSGERIELPG-UHFFFAOYSA-N imes Chemical class CC1=CC(C)=CC(C)=C1N1C=CN(C=2C(=CC(C)=CC=2C)C)[C]1 JCYWCSGERIELPG-UHFFFAOYSA-N 0.000 description 1
238000002329 infrared spectrum Methods 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
229910052742 iron Inorganic materials 0.000 description 1
239000007788 liquid Substances 0.000 description 1
229910052749 magnesium Inorganic materials 0.000 description 1
239000011777 magnesium Substances 0.000 description 1
239000000395 magnesium oxide Substances 0.000 description 1
CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
238000005259 measurement Methods 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
239000011707 mineral Substances 0.000 description 1
235000010755 mineral Nutrition 0.000 description 1
239000003607 modifier 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
KRTSDMXIXPKRQR-AATRIKPKSA-N monocrotophos Chemical compound CNC(=O)\C=C(/C)OP(=O)(OC)OC KRTSDMXIXPKRQR-AATRIKPKSA-N 0.000 description 1
229910052759 nickel Inorganic materials 0.000 description 1
229910000069 nitrogen hydride Inorganic materials 0.000 description 1
229940099990 ogen Drugs 0.000 description 1
PQQKPALAQIIWST-UHFFFAOYSA-N oxomolybdenum Chemical compound [Mo]=O PQQKPALAQIIWST-UHFFFAOYSA-N 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
125000004430 oxygen atom Chemical group O* 0.000 description 1
229910052763 palladium Inorganic materials 0.000 description 1
235000009991 pite Nutrition 0.000 description 1
244000293655 pite Species 0.000 description 1
229910001744 pollucite Inorganic materials 0.000 description 1
239000000843 powder Substances 0.000 description 1
150000003141 primary amines Chemical class 0.000 description 1
238000000746 purification Methods 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
238000011084 recovery Methods 0.000 description 1
238000011160 research Methods 0.000 description 1
238000012552 review Methods 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
238000007142 ring opening reaction Methods 0.000 description 1
229910052707 ruthenium Inorganic materials 0.000 description 1
150000003335 secondary amines Chemical class 0.000 description 1
229910002027 silica gel Inorganic materials 0.000 description 1
239000000741 silica gel Substances 0.000 description 1
239000010703 silicon Substances 0.000 description 1
229910052814 silicon oxide Inorganic materials 0.000 description 1
229940075554 sorbate Drugs 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
238000007669 thermal treatment 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
229910052725 zinc Inorganic materials 0.000 description 1

Landscapes

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

CA000495364A 1984-11-16 1985-11-14 Zeolite rho, catalyseur pour la conversion du methanol et de l'ammoniac en dimethylamine Expired CA1246612A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US67248984A	1984-11-16	1984-11-16
US672,489		1984-11-16

Publications (1)

Publication Number	Publication Date
CA1246612A true CA1246612A (fr)	1988-12-13

Family

ID=24698772

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000495364A Expired CA1246612A (fr)	1984-11-16	1985-11-14	Zeolite rho, catalyseur pour la conversion du methanol et de l'ammoniac en dimethylamine

Country Status (1)

Country	Link
CA (1)	CA1246612A (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CN111004127A (zh) *	2019-12-13	2020-04-14	宁夏大学	一种二甲醚、合成气和氨气一步法制乙胺并联产甲胺的方法

1985
- 1985-11-14 CA CA000495364A patent/CA1246612A/fr not_active Expired

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CN111004127A (zh) *	2019-12-13	2020-04-14	宁夏大学	一种二甲醚、合成气和氨气一步法制乙胺并联产甲胺的方法
CN111004127B (zh) *	2019-12-13	2023-10-27	宁夏大学	一种二甲醚、合成气和氨气一步法制乙胺并联产甲胺的方法

Legal Events

Date	Code	Title	Description
2005-12-13	MKEX	Expiry

Publication	Publication Date	Title
US4737592A (en)	1988-04-12	Selected chabazite zeolites as catalysts for conversion of methanol and ammonia to diemethylamine
US4806689A (en)	1989-02-21	Zeolite Rho as catalyst for conversion of methanol and ammonia to dimethylamine
US4683334A (en)	1987-07-28	Modified 8-ring zeolites as catalysts for conversion of methanol and ammonia to dimethylamine
DE68916821T2 (de)	1994-10-27	Katalysatoren und Verfahren zur Oligomerisierung von Olefinen in Gegenwart von Nickel enthaltenden zeolitischen Katalysatoren.
DE60310898T2 (de)	2007-10-11	Chabazit mit hohem gehalt an siliciumdioxid, dessen synthese und verwendung zur umwandlung von sauerstoffverbindungen zu olefinen
DE60036508T2 (de)	2008-06-26	Formling aus binderfreien Zeolith , Verfahren zu seiner Herstellung und seine Verwendung
US4752596A (en)	1988-06-21	Modified 8-ring zeolites as catalysts
EP0002899A1 (fr)	1979-07-11	Procédé de préparation d'aluminosilicates et leur utilisation comme supports de catalyseurs et catalyseurs
DD151877A5 (de)	1981-11-11	Verfahren zum alkylieren von kohlenwasserstoffen
EP0183346A2 (fr)	1986-06-04	Silicate à base de fer et possédant une structure cristalline de type ZSM-5, procédé pour sa préparation et son emploi dans la conversion d'hydrocarbures
EP0183423B1 (fr)	1990-05-02	Catalyseur de synthèse de diméthylamine
US4814503A (en)	1989-03-21	Zeolite rho and ZK-5 catalysts for conversion of methanol and ammonia to dimethylamine
CA1246612A (fr)	1988-12-13	Zeolite rho, catalyseur pour la conversion du methanol et de l'ammoniac en dimethylamine
US5399769A (en)	1995-03-21	Preparation of methylamines using shape selective chabazites
CA1190532A (fr)	1985-07-16	Methode de production d'aluminosilicates a activite catalytique, et leur emploi
US5015785A (en)	1991-05-14	Preparation of mixtures of isomeric cresols with a molar ratio of para- to meta-cresol of at least 0.6:1 to 10:1
US6166258A (en)	2000-12-26	Process for preparing methylamines using acidic molecular sieve catalysts
EP0703898B1 (fr)	1999-01-20	Catalyseur ameliore au zeolite zk-s pour la conversion du methanol et de l'ammoniac en monomethylamine et dimethylamine
US4602112A (en)	1986-07-22	Zeolite H-ZK-5 as catalyst for conversion of methanol and ammonia to dimethylamine
CA2126834C (fr)	1997-12-09	Preparation de methanamines a l'aide de chabazites possedant des proprietes de selectivite geometrique
EP0452302A1 (fr)	1991-10-23	Preparation d'ortho-(alkyl ou arylthio)phenols
US5215736A (en)	1993-06-01	Mordenite type zeolite and its preparation process
US4919908A (en)	1990-04-24	Crystalline aluminosilicate and a method for its preparation
CA1253840A (fr)	1989-05-09	Silicate a teneur de fer, caracterise par sa structure cristalline de zsm-5, sa preparation et son emploi en conversion des hydrocarbures
EP0107457B1 (fr)	1986-02-26	Fabrication d'amines