RU2017102971A - Ионная жидкость, аддукт и способы их получения - Google Patents
Ионная жидкость, аддукт и способы их получения Download PDFInfo
- Publication number
- RU2017102971A RU2017102971A RU2017102971A RU2017102971A RU2017102971A RU 2017102971 A RU2017102971 A RU 2017102971A RU 2017102971 A RU2017102971 A RU 2017102971A RU 2017102971 A RU2017102971 A RU 2017102971A RU 2017102971 A RU2017102971 A RU 2017102971A
- Authority
- RU
- Russia
- Prior art keywords
- combination
- electron pair
- solvent
- group
- adduct
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 21
- 239000002608 ionic liquid Substances 0.000 title claims 7
- 239000002904 solvent Substances 0.000 claims 15
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 9
- 239000000203 mixture Substances 0.000 claims 8
- XYFCBTPGUUZFHI-UHFFFAOYSA-N phosphine group Chemical group P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 claims 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 7
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 6
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 6
- 238000002156 mixing Methods 0.000 claims 5
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims 4
- FZERHIULMFGESH-UHFFFAOYSA-N N-phenylacetamide Chemical compound CC(=O)NC1=CC=CC=C1 FZERHIULMFGESH-UHFFFAOYSA-N 0.000 claims 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims 4
- 125000005360 alkyl sulfoxide group Chemical group 0.000 claims 4
- 150000001408 amides Chemical class 0.000 claims 4
- 150000002148 esters Chemical class 0.000 claims 4
- 229910000073 phosphorus hydride Inorganic materials 0.000 claims 4
- -1 salt cation Chemical class 0.000 claims 4
- 239000007787 solid Substances 0.000 claims 4
- 238000003756 stirring Methods 0.000 claims 4
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 claims 4
- YWWDBCBWQNCYNR-UHFFFAOYSA-N trimethylphosphine Chemical compound CP(C)C YWWDBCBWQNCYNR-UHFFFAOYSA-N 0.000 claims 4
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 claims 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims 3
- AVFZOVWCLRSYKC-UHFFFAOYSA-N 1-methylpyrrolidine Chemical compound CN1CCCC1 AVFZOVWCLRSYKC-UHFFFAOYSA-N 0.000 claims 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims 2
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims 2
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 claims 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims 2
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 claims 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 claims 2
- GYHNNYVSQQEPJS-UHFFFAOYSA-N Gallium Chemical compound [Ga] GYHNNYVSQQEPJS-UHFFFAOYSA-N 0.000 claims 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims 2
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims 2
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims 2
- LKJPYSCBVHEWIU-UHFFFAOYSA-N N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropanamide Chemical compound C=1C=C(C#N)C(C(F)(F)F)=CC=1NC(=O)C(O)(C)CS(=O)(=O)C1=CC=C(F)C=C1 LKJPYSCBVHEWIU-UHFFFAOYSA-N 0.000 claims 2
- AHVYPIQETPWLSZ-UHFFFAOYSA-N N-methyl-pyrrolidine Natural products CN1CC=CC1 AHVYPIQETPWLSZ-UHFFFAOYSA-N 0.000 claims 2
- FULZLIGZKMKICU-UHFFFAOYSA-N N-phenylthiourea Chemical compound NC(=S)NC1=CC=CC=C1 FULZLIGZKMKICU-UHFFFAOYSA-N 0.000 claims 2
- 229910002651 NO3 Inorganic materials 0.000 claims 2
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims 2
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 claims 2
- 229910019142 PO4 Inorganic materials 0.000 claims 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 claims 2
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims 2
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims 2
- 229960001413 acetanilide Drugs 0.000 claims 2
- 229910052782 aluminium Inorganic materials 0.000 claims 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims 2
- 150000001412 amines Chemical class 0.000 claims 2
- 229940072049 amyl acetate Drugs 0.000 claims 2
- PGMYKACGEOXYJE-UHFFFAOYSA-N anhydrous amyl acetate Natural products CCCCCOC(C)=O PGMYKACGEOXYJE-UHFFFAOYSA-N 0.000 claims 2
- DNSISZSEWVHGLH-UHFFFAOYSA-N butanamide Chemical compound CCCC(N)=O DNSISZSEWVHGLH-UHFFFAOYSA-N 0.000 claims 2
- 229910052793 cadmium Inorganic materials 0.000 claims 2
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 claims 2
- 229910052791 calcium Inorganic materials 0.000 claims 2
- 239000011575 calcium Substances 0.000 claims 2
- 239000004202 carbamide Substances 0.000 claims 2
- 239000003054 catalyst Substances 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 claims 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims 2
- 229910052804 chromium Inorganic materials 0.000 claims 2
- 239000011651 chromium Substances 0.000 claims 2
- 229910017052 cobalt Inorganic materials 0.000 claims 2
- 239000010941 cobalt Substances 0.000 claims 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims 2
- 229910052802 copper Inorganic materials 0.000 claims 2
- 239000010949 copper Substances 0.000 claims 2
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 claims 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N dimethyl sulfoxide Natural products CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims 2
- 238000001035 drying Methods 0.000 claims 2
- 229940093499 ethyl acetate Drugs 0.000 claims 2
- 238000001914 filtration Methods 0.000 claims 2
- 229910052733 gallium Inorganic materials 0.000 claims 2
- 229910052732 germanium Inorganic materials 0.000 claims 2
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 claims 2
- 238000000227 grinding Methods 0.000 claims 2
- 238000010438 heat treatment Methods 0.000 claims 2
- MNWFXJYAOYHMED-UHFFFAOYSA-M heptanoate Chemical group CCCCCCC([O-])=O MNWFXJYAOYHMED-UHFFFAOYSA-M 0.000 claims 2
- 229910052738 indium Inorganic materials 0.000 claims 2
- APFVFJFRJDLVQX-UHFFFAOYSA-N indium atom Chemical compound [In] APFVFJFRJDLVQX-UHFFFAOYSA-N 0.000 claims 2
- 229910052742 iron Inorganic materials 0.000 claims 2
- SANOUVWGPVYVAV-UHFFFAOYSA-N isovaleramide Chemical compound CC(C)CC(N)=O SANOUVWGPVYVAV-UHFFFAOYSA-N 0.000 claims 2
- 229910052749 magnesium Inorganic materials 0.000 claims 2
- 239000011777 magnesium Substances 0.000 claims 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 claims 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 claims 2
- 229910052753 mercury Inorganic materials 0.000 claims 2
- 229910052750 molybdenum Inorganic materials 0.000 claims 2
- 239000011733 molybdenum Substances 0.000 claims 2
- YKYONYBAUNKHLG-UHFFFAOYSA-N n-Propyl acetate Natural products CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 claims 2
- 229910052759 nickel Inorganic materials 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims 2
- 239000010452 phosphate Substances 0.000 claims 2
- 229940090181 propyl acetate Drugs 0.000 claims 2
- 229910052703 rhodium Inorganic materials 0.000 claims 2
- 239000010948 rhodium Substances 0.000 claims 2
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims 2
- 229910052707 ruthenium Inorganic materials 0.000 claims 2
- 150000003839 salts Chemical group 0.000 claims 2
- 229910052706 scandium Inorganic materials 0.000 claims 2
- SIXSYDAISGFNSX-UHFFFAOYSA-N scandium atom Chemical compound [Sc] SIXSYDAISGFNSX-UHFFFAOYSA-N 0.000 claims 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 claims 2
- 229910052718 tin Inorganic materials 0.000 claims 2
- 229910052719 titanium Inorganic materials 0.000 claims 2
- 239000010936 titanium Substances 0.000 claims 2
- TUQOTMZNTHZOKS-UHFFFAOYSA-N tributylphosphine Chemical compound CCCCP(CCCC)CCCC TUQOTMZNTHZOKS-UHFFFAOYSA-N 0.000 claims 2
- FIQMHBFVRAXMOP-UHFFFAOYSA-N triphenylphosphane oxide Chemical compound C=1C=CC=CC=1P(C=1C=CC=CC=1)(=O)C1=CC=CC=C1 FIQMHBFVRAXMOP-UHFFFAOYSA-N 0.000 claims 2
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 claims 2
- 229910052720 vanadium Inorganic materials 0.000 claims 2
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 claims 2
- 238000005406 washing Methods 0.000 claims 2
- 229910052725 zinc Inorganic materials 0.000 claims 2
- 239000011701 zinc Substances 0.000 claims 2
- 229910052726 zirconium Inorganic materials 0.000 claims 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 claims 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 claims 1
- 238000006640 acetylation reaction Methods 0.000 claims 1
- 238000005917 acylation reaction Methods 0.000 claims 1
- 238000013019 agitation Methods 0.000 claims 1
- 238000005804 alkylation reaction Methods 0.000 claims 1
- 238000006555 catalytic reaction Methods 0.000 claims 1
- 238000007334 copolymerization reaction Methods 0.000 claims 1
- 238000006471 dimerization reaction Methods 0.000 claims 1
- 238000005649 metathesis reaction Methods 0.000 claims 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 claims 1
- 238000006384 oligomerization reaction Methods 0.000 claims 1
- 238000007149 pericyclic reaction Methods 0.000 claims 1
- 238000006116 polymerization reaction Methods 0.000 claims 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims 1
- 230000003068 static effect Effects 0.000 claims 1
- 238000010555 transalkylation reaction Methods 0.000 claims 1
- 239000008096 xylene Substances 0.000 claims 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0201—Oxygen-containing compounds
- B01J31/0202—Alcohols or phenols
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0215—Sulfur-containing compounds
- B01J31/0222—Sulfur-containing compounds comprising sulfonyl groups
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
- B01J31/0235—Nitrogen containing compounds
- B01J31/0237—Amines
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0277—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature
- B01J31/0287—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature containing atoms other than nitrogen as cationic centre
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0277—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature
- B01J31/0298—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature the ionic liquids being characterised by the counter-anions
-
- 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
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/009—Preparation by separation, e.g. by filtration, decantation, screening
-
- 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
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/04—Mixing
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
- C07C2/04—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
- C07C2/06—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of alkenes, i.e. acyclic hydrocarbons having only one carbon-to-carbon double bond
- C07C2/08—Catalytic processes
- C07C2/14—Catalytic processes with inorganic acids; with salts or anhydrides of acids
- C07C2/20—Acids of halogen; Salts thereof ; Complexes thereof with organic compounds
- C07C2/22—Metal halides; Complexes thereof with organic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/54—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition of unsaturated hydrocarbons to saturated hydrocarbons or to hydrocarbons containing a six-membered aromatic ring with no unsaturation outside the aromatic ring
- C07C2/64—Addition to a carbon atom of a six-membered aromatic ring
- C07C2/66—Catalytic processes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/54—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition of unsaturated hydrocarbons to saturated hydrocarbons or to hydrocarbons containing a six-membered aromatic ring with no unsaturation outside the aromatic ring
- C07C2/64—Addition to a carbon atom of a six-membered aromatic ring
- C07C2/66—Catalytic processes
- C07C2/68—Catalytic processes with halides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/86—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by condensation between a hydrocarbon and a non-hydrocarbon
- C07C2/861—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by condensation between a hydrocarbon and a non-hydrocarbon the non-hydrocarbon contains only halogen as hetero-atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/11—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
- C07C45/46—Friedel-Crafts reactions
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/28—Preparation of carboxylic acid esters by modifying the hydroxylic moiety of the ester, such modification not being an introduction of an ester group
- C07C67/293—Preparation of carboxylic acid esters by modifying the hydroxylic moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/06—Aluminium compounds
-
- 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
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/10—Polymerisation reactions involving at least dual use catalysts, e.g. for both oligomerisation and polymerisation
-
- 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
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/20—Olefin oligomerisation or telomerisation
-
- 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
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/30—Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
- B01J2231/32—Addition reactions to C=C or C-C triple bonds
- B01J2231/324—Cyclisations via conversion of C-C multiple to single or less multiple bonds, e.g. cycloadditions
- B01J2231/326—Diels-Alder or other [4+2] cycloadditions, e.g. hetero-analogues
-
- 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
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/40—Substitution reactions at carbon centres, e.g. C-C or C-X, i.e. carbon-hetero atom, cross-coupling, C-H activation or ring-opening reactions
- B01J2231/42—Catalytic cross-coupling, i.e. connection of previously not connected C-atoms or C- and X-atoms without rearrangement
- B01J2231/4205—C-C cross-coupling, e.g. metal catalyzed or Friedel-Crafts type
-
- 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
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/40—Substitution reactions at carbon centres, e.g. C-C or C-X, i.e. carbon-hetero atom, cross-coupling, C-H activation or ring-opening reactions
- B01J2231/44—Allylic alkylation, amination, alkoxylation or analogues
-
- 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
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/50—Redistribution or isomerisation reactions of C-C, C=C or C-C triple bonds
- B01J2231/54—Metathesis reactions, e.g. olefin metathesis
-
- 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
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/001—General concepts, e.g. reviews, relating to catalyst systems and methods of making them, the concept being defined by a common material or method/theory
- B01J2531/002—Materials
- B01J2531/004—Ligands
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- C07C2527/06—Halogens; Compounds thereof
- C07C2527/125—Compounds comprising a halogen and scandium, yttrium, aluminium, gallium, indium or thallium
- C07C2527/126—Aluminium chloride
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- C07C2527/06—Halogens; Compounds thereof
- C07C2527/128—Compounds comprising a halogen and an iron group metal or a platinum group metal
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- C07C2527/06—Halogens; Compounds thereof
- C07C2527/138—Compounds comprising a halogen and an alkaline earth metal, magnesium, beryllium, zinc, cadmium or mercury
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- C07C2531/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Claims (24)
1. Способ получения ионной жидкости, включающий следующие стадии:
a) приведение по меньшей мере одного акцептора электронной пары в контакт с по меньшей мере одним донором электронной пары с образованием аддукта, причем молярное соотношение акцептора электронной пары и донора электронной пары варьируется приблизительно от 1:1 до 1:5, при этом донор электрона выбран из группы, включающей в себя фосфин, амид, алкилсульфоксид, сложный эфир и спирт, или любую их комбинацию; и
b) приведение аддукта в контакт с по меньшей мере одним акцептором электронной пары с получением ионной жидкости, причем молярное соотношение аддукта и акцептора электронной пары варьируется приблизительно от 1:1 до 1:6.
2. Способ по п. 1, включающий следующие стадии:
a) приведение по меньшей мере одного акцептора электронной пары в контакт с по меньшей мере одним донором электронной пары в присутствии или при отсутствии первого растворителя с получением смеси, и необязательное перемешивание смеси;
b) фильтрацию смеси со стадии (а) с получением твердого вещества и необязательно промывку твердого вещества или смеси со стадии (а) вторым растворителем с последующей сушкой с получением аддукта; и
c) приведение аддукта со стадии (b) в контакт с по меньшей мере одним акцептором электронной пары в присутствии или при отсутствии третьего растворителя с последующим перемешиванием с получением ионной жидкости.
3. Способ по п. 1, где стадию а), или стадию b), или их комбинацию осуществляют в присутствии растворителя; акцептор электрона, использованный на стадии b), является таким же или отличается от использованного на стадии а); растворитель добавляют одновременно с перемешиванием; причем способ получения ионной жидкости осуществляют без нагревания; способ осуществляют в инертной атмосфере; при этом инертная атмосфера является атмосферой азота.
4. Способ по п. 1, где акцептор электрона представляет собой соль, где катион соли выбран из группы, включающей в себя алюминий, магний, кальций, хром, марганец, железо, кобальт, никель, медь, цинк, галлий, германий, цирконий, скандий, ванадий, молибден, рутений, родий, индий, олово, титан, свинец, кадмий и ртуть или любую их комбинацию; а анион соли выбран из группы, включающей в себя ацетат, карбонат, хлорид, цитрат, цианид, фторид, нитрат, нитрит, фосфат и сульфат или любую их комбинацию.
5. Способ по п. 1, где донор электрона не является амином; фосфин выбран из группы, включающей в себя трифенилфосфин, трифенилфосфиноксид, триметилфосфин и трибутилфосфин или любую их комбинацию; амид выбран из группы, включающей в себя мочевину, диметилформамид, ацетамид, N-метилпирролидин, тиомочевину, фенилтиомочевину, ацетанилид, пропанамид, 3-метилбутанамид, диметилацетамид и бутанамид или любую их комбинацию; алкилсульфоксид является диметилсульфоксидом; сложный эфир выбран из группы, включающей в себя амилацетат, этилацетат и пропилацетат или любую их комбинацию; спирт является циклогексанолом и изопропиловым спиртом или любой их комбинацией.
6. Способ получения аддукта акцептора электронной пары и донора электронной пары, включающий приведение по меньшей мере одного акцептора электронной пары в контакт с по меньшей мере одним донором электронной пары с получением аддукта,
в котором молярное соотношение акцептора электронной пары и донора электронной пары варьируется приблизительно от 1:1 до 1:5;
акцептор электрона представляет собой соль, где катион соли выбран из группы, включающей в себя алюминий, магний, кальций, хром, марганец, железо, кобальт, никель, медь, цинк, галлий, германий, цирконий, скандий, ванадий, молибден, рутений, родий, индий, олово, титан, свинец, кадмий и ртуть или любую их комбинацию; а анион соли выбран из группы, включающей в себя ацетат, карбонат, хлорид, цитрат, цианид, фторид, нитрат, нитрит, фосфат и сульфат или любую их комбинацию; и
донор электрона выбран из группы, включающей в себя фосфин, амид, алкилсульфоксид, сложный эфир и спирт или любую их комбинацию.
7. Способ по п. 6, где способ получения аддукта включает следующие стадии:
а) приведение по меньшей мере одного акцептора электронной пары в контакт с по меньшей мере одним донором электронной пары в присутствии или при отсутствии первого растворителя с получением смеси, и необязательное перемешивание смеси; и b) фильтрацию смеси со стадии (а) с получением твердого вещества и необязательно промывку твердого вещества или смеси со стадии (а) вторым растворителем с последующей сушкой с получением аддукта.
8. Способ по п. 6, где способ осуществляют в присутствии растворителя; растворитель добавляют одновременно с перемешиванием; причем способ осуществляют без нагревания; способ осуществляют в инертной атмосфере; при этом инертная атмосфера является атмосферой азота.
9. Способ по п. 6, где донор электрона не является амином; фосфин выбран из группы, включающей в себя трифенилфосфин, трифенилфосфиноксид, триметилфосфин и трибутилфосфин или любую их комбинацию; амид выбран из группы, включающей в себя мочевину, диметилформамид, ацетамид, N-метилпирролидин, тиомочевину, фенилтиомочевину, ацетанилид, пропанамид, 3-метилбутанамид, диметилацетамид и бутанамид или любую их комбинацию; алкилсульфоксид является диметилсульфоксидом; сложный эфир выбран из группы, включающей в себя амилацетат, этилацетат и пропилацетат или любую их комбинацию; спирт является циклогексанолом и изопропиловым спиртом или любой их комбинацией.
10. Способ по п. 2 или 7, где первый растворитель, второй растворитель или третий растворитель являются одинаковыми или различаются; растворитель выбран из группы, включающей в себя этилацетат, метилацетат, бензол, толуол, этанол, уксусную кислоту, ацетонитрил, бутанол, четыреххлористый углерод, хлорбензол, хлороформ, циклогексан, 1,2-дихлорэтан, гептан, гексан, метанол, метиленхлорид, нитрометан, пентан, пропанол и ксилол или любую их комбинацию; при этом количество растворителя варьируется приблизительно от 1 мас. % до 80 мас. %.
11. Способ по п. 2 или 7, где растворитель на стадии а) добавляют либо в акцептор электронной пары, либо в донор электронной пары перед приведением в контакт; приведение в контакт осуществляют одновременно с перемешиванием; перемешивание выполняют в течение временного интервала длительностью от 1 минуты до 12 часов при температуре приблизительно от 5°С до 50°С; и перемешивание выполняют способом, выбранным из группы, включающей в себя взбалтывание, размол, взбивание, статическое смешение и измельчение или любую их комбинацию.
12. Ионная жидкость, пригодная для применения в качестве катализатора, полученная согласно способу по п. 1.
13. Аддукт, пригодный для применения в качестве катализатора, полученный в соответствии со способом по п. 6.
14. Применение ионной жидкости по п. 12 для использования в химической реакции.
15. Применение по п. 14, где химическая реакция выбрана из группы, включающей катализ, реакцию алкилирования, реакцию трансалкилирования, реакцию ацилирования, реакцию полимеризации, реакцию димеризации, реакцию олигомеризации, реакцию ацетилирования, реакцию метатезиса, перициклическую реакцию и реакцию сополимеризации или любую их комбинацию.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IN2257/MUM/2014 | 2014-07-10 | ||
IN2257MU2014 | 2014-07-10 | ||
PCT/IB2015/055196 WO2016005935A1 (en) | 2014-07-10 | 2015-07-09 | Ionic liquid, adduct and methods thereof |
Publications (3)
Publication Number | Publication Date |
---|---|
RU2017102971A true RU2017102971A (ru) | 2018-08-13 |
RU2017102971A3 RU2017102971A3 (ru) | 2018-08-13 |
RU2666139C2 RU2666139C2 (ru) | 2018-09-06 |
Family
ID=53969388
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
RU2017102971A RU2666139C2 (ru) | 2014-07-10 | 2015-07-09 | Ионная жидкость, аддукт и способы их получения |
Country Status (9)
Country | Link |
---|---|
US (1) | US20170203286A1 (ru) |
EP (1) | EP3166720A1 (ru) |
KR (1) | KR101847909B1 (ru) |
CN (1) | CN106573233A (ru) |
AR (1) | AR101931A1 (ru) |
CA (1) | CA2954597A1 (ru) |
RU (1) | RU2666139C2 (ru) |
TW (1) | TW201609262A (ru) |
WO (1) | WO2016005935A1 (ru) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2017011224A1 (en) * | 2015-07-10 | 2017-01-19 | Uop Llc | Alkylation processes using liquid lewis acid catalysts |
WO2017011222A1 (en) * | 2015-07-10 | 2017-01-19 | Uop Llc | Hydrocarbon conversion processes using non-cyclic amide and thioamide based ionic liquids |
US20180105945A1 (en) * | 2016-10-13 | 2018-04-19 | Alligant Scientific, LLC | Metal deposits, compositions, and methods for making the same |
CN109867622B (zh) * | 2017-12-01 | 2023-05-05 | 武汉软件工程职业学院 | 制备离子液体的方法以及制备离子液体的装置 |
JP7225944B2 (ja) * | 2019-03-08 | 2023-02-21 | 日本軽金属株式会社 | 窒化アルミニウムの製造方法およびそれに用いる塩化アルミニウム-有機アミン錯体 |
WO2020202207A1 (en) * | 2019-04-03 | 2020-10-08 | Hindustan Petroleum Corporation Limited | A process for poly alpha olefin synthesis |
CN115073274A (zh) * | 2022-07-05 | 2022-09-20 | 浙江工业大学 | 类离子液体催化合成2-氯-4`-氟苯乙酮的制备方法 |
CN115819188B (zh) * | 2022-12-07 | 2023-08-15 | 达高工业技术研究院(广州)有限公司 | 一种4-叔丁基-2-(α-甲基苄基)苯酚的制备方法 |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1720779A1 (de) * | 1968-01-31 | 1971-07-22 | Bayer Ag | Polyolefine |
US4879366A (en) * | 1983-03-31 | 1989-11-07 | Raychem Corporation | Preparation of aromatic oligomers |
AU2003223729A1 (en) * | 2002-04-22 | 2003-11-03 | Chevron Phillips Chemical Company Lp | Method for manufacturing ionic liquid catalysts |
GB0920590D0 (en) * | 2009-11-25 | 2010-01-06 | Univ Leicester | New ionic liquids |
GB2512902B (en) * | 2013-04-10 | 2018-10-17 | Petroliam Nasional Berhad Petronas | Oligomerisation Process |
GB2512903B (en) * | 2013-04-10 | 2018-10-17 | Petroliam Nasional Berhad Petronas | Oligomerisation Process |
CN105142773B (zh) * | 2013-04-19 | 2018-05-18 | 瑞来斯实业公司 | 离子液体化合物 |
-
2015
- 2015-07-09 EP EP15754007.1A patent/EP3166720A1/en not_active Withdrawn
- 2015-07-09 CN CN201580042805.5A patent/CN106573233A/zh active Pending
- 2015-07-09 WO PCT/IB2015/055196 patent/WO2016005935A1/en active Application Filing
- 2015-07-09 KR KR1020177001915A patent/KR101847909B1/ko active IP Right Grant
- 2015-07-09 CA CA2954597A patent/CA2954597A1/en not_active Abandoned
- 2015-07-09 US US15/324,785 patent/US20170203286A1/en not_active Abandoned
- 2015-07-09 RU RU2017102971A patent/RU2666139C2/ru not_active IP Right Cessation
- 2015-07-10 AR ARP150102201A patent/AR101931A1/es unknown
- 2015-07-13 TW TW104122515A patent/TW201609262A/zh unknown
Also Published As
Publication number | Publication date |
---|---|
US20170203286A1 (en) | 2017-07-20 |
CA2954597A1 (en) | 2016-01-14 |
RU2666139C2 (ru) | 2018-09-06 |
WO2016005935A1 (en) | 2016-01-14 |
RU2017102971A3 (ru) | 2018-08-13 |
TW201609262A (zh) | 2016-03-16 |
EP3166720A1 (en) | 2017-05-17 |
KR20170047218A (ko) | 2017-05-04 |
KR101847909B1 (ko) | 2018-04-11 |
AR101931A1 (es) | 2017-01-25 |
CN106573233A (zh) | 2017-04-19 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
RU2017102971A (ru) | Ионная жидкость, аддукт и способы их получения | |
RU2744575C2 (ru) | Новая каталитическая композиция на основе никеля и лиганда фосфинового типа и основания льюиса и его применение в способе олигомеризации олефинов | |
JP6733722B2 (ja) | α−フルオロアクリル酸エステルの製造方法 | |
WO2019156725A3 (en) | Methods of preparing a catalyst | |
BRPI0713247A2 (pt) | processo de hidrocianação e processo de produção de adiponitrila | |
EA201490953A1 (ru) | Композиции смазочных масел | |
KR20120098837A (ko) | (z)-시아노알케닐시클로프로판카르복실산 화합물의 제조 방법 | |
WO2014187973A1 (en) | Novel transition metal complexes, their preparation and use | |
CN103951590A (zh) | N,o-二甲基-n’-硝基异脲的制备方法 | |
EP3154933B1 (en) | Process for the preparation of 2-(trihalomethyl) benzamide | |
US20180127352A1 (en) | Synthesis of non-cyclic amide and thioamide based ionic liquids | |
Kovach et al. | Synthesis and X-ray crystallographic characterization of substituted aryl imines | |
RU2679607C1 (ru) | Способ получения N-(адамантан-1-ил)амидов | |
JP5603041B2 (ja) | (ヘテロ)ディールス−アルダー反応用触媒、それを用いたおよびジヒドロピラン化合物およびディールス−アルダー反応付加物の製造方法 | |
RU2599572C1 (ru) | Способ получения стеарата кальция | |
Malkov | HARNESSING APPLIED POTENTIAL: THE REGIOSELECTIVE ANTI-MARKOVNIKOVHYDROCARBOXYLATION OF STYRENES | |
US2316536A (en) | Polymerization of acetylene | |
Polishchuk et al. | RESEARCH PARAMETERS AND MODES SURROUND WASHING BIODIESEL | |
RU2016120713A (ru) | Способ получения изопропилбензола | |
CN104496842A (zh) | 受阻酚类抗氧剂1019的制备方法 | |
CN103611542B (zh) | 一种甲醇合成催化剂及其制备方法 | |
JPH035368B2 (ru) | ||
RU2632674C2 (ru) | Способ получения 1-алкил-1-азациклоалкадиинов | |
JP6426015B2 (ja) | 光学活性含フッ素アミン化合物及びその製造方法 | |
EP3587396A1 (en) | A method of isolating a n-(3-nitrobenzoyl)sulfamide |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
MM4A | The patent is invalid due to non-payment of fees |
Effective date: 20190710 |