CN113769792B - Regeneration method of supported platinum group metal catalyst - Google Patents
Regeneration method of supported platinum group metal catalyst Download PDFInfo
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- CN113769792B CN113769792B CN202110979330.XA CN202110979330A CN113769792B CN 113769792 B CN113769792 B CN 113769792B CN 202110979330 A CN202110979330 A CN 202110979330A CN 113769792 B CN113769792 B CN 113769792B
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- group metal
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- ionic liquid
- metal catalyst
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- 239000003054 catalyst Substances 0.000 title claims abstract description 149
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical group [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 title claims abstract description 61
- 229910052751 metal Inorganic materials 0.000 title claims abstract description 55
- 239000002184 metal Substances 0.000 title claims abstract description 55
- 238000011069 regeneration method Methods 0.000 title claims abstract description 34
- 238000005406 washing Methods 0.000 claims abstract description 38
- 230000008929 regeneration Effects 0.000 claims abstract description 29
- 239000003153 chemical reaction reagent Substances 0.000 claims abstract description 27
- 239000000706 filtrate Substances 0.000 claims abstract description 19
- 239000007788 liquid Substances 0.000 claims abstract description 19
- 238000000034 method Methods 0.000 claims abstract description 19
- 238000010438 heat treatment Methods 0.000 claims abstract description 11
- 230000007935 neutral effect Effects 0.000 claims abstract description 11
- 238000001291 vacuum drying Methods 0.000 claims abstract description 11
- 231100000572 poisoning Toxicity 0.000 claims abstract description 10
- 230000000607 poisoning effect Effects 0.000 claims abstract description 10
- 238000003756 stirring Methods 0.000 claims abstract description 10
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 9
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 8
- 238000009903 catalytic hydrogenation reaction Methods 0.000 claims abstract description 8
- 239000011593 sulfur Substances 0.000 claims abstract description 8
- 239000012298 atmosphere Substances 0.000 claims abstract description 6
- 238000001035 drying Methods 0.000 claims abstract description 5
- 239000002904 solvent Substances 0.000 claims abstract description 5
- 239000011261 inert gas Substances 0.000 claims abstract description 4
- 238000001914 filtration Methods 0.000 claims abstract description 3
- 238000011084 recovery Methods 0.000 claims abstract description 3
- 238000002791 soaking Methods 0.000 claims abstract 2
- 239000002608 ionic liquid Substances 0.000 claims description 35
- -1 imidazole cation Chemical class 0.000 claims description 24
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 23
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 16
- 239000002245 particle Substances 0.000 claims description 16
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 15
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 15
- 238000002390 rotary evaporation Methods 0.000 claims description 13
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 12
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 9
- 239000002808 molecular sieve Chemical class 0.000 claims description 9
- 230000001172 regenerating effect Effects 0.000 claims description 9
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical class [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 claims description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 8
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical class O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 238000011068 loading method Methods 0.000 claims description 7
- 239000002105 nanoparticle Substances 0.000 claims description 7
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 6
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 6
- 239000013310 covalent-organic framework Chemical class 0.000 claims description 6
- 239000008367 deionised water Substances 0.000 claims description 6
- 229910021641 deionized water Inorganic materials 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 239000012621 metal-organic framework Chemical class 0.000 claims description 5
- GWDXJZDPMHXXIM-UHFFFAOYSA-N CCCCC(CCCC)(CCCC)CP.Br Chemical compound CCCCC(CCCC)(CCCC)CP.Br GWDXJZDPMHXXIM-UHFFFAOYSA-N 0.000 claims description 4
- 229910021393 carbon nanotube Inorganic materials 0.000 claims description 4
- 239000002041 carbon nanotube Substances 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 4
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims description 3
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims description 3
- 239000003575 carbonaceous material Substances 0.000 claims description 3
- 229910021389 graphene Inorganic materials 0.000 claims description 3
- 125000005842 heteroatom Chemical group 0.000 claims description 3
- 229910052741 iridium Inorganic materials 0.000 claims description 3
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 claims description 3
- 229910052763 palladium Inorganic materials 0.000 claims description 3
- 125000005496 phosphonium group Chemical group 0.000 claims description 3
- 229910052697 platinum Inorganic materials 0.000 claims description 3
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 3
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 claims description 3
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 3
- 229910052703 rhodium Inorganic materials 0.000 claims description 3
- 239000010948 rhodium Substances 0.000 claims description 3
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims description 3
- 229910052707 ruthenium Inorganic materials 0.000 claims description 3
- 239000000377 silicon dioxide Substances 0.000 claims description 3
- 239000011343 solid material Substances 0.000 claims description 3
- 238000010025 steaming Methods 0.000 claims description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 3
- QWBQXDSTWQZMFZ-UHFFFAOYSA-N 1-methylpyrrolidin-2-one;hydrochloride Chemical compound Cl.CN1CCCC1=O QWBQXDSTWQZMFZ-UHFFFAOYSA-N 0.000 claims description 2
- YUBYWXGQWBNUDW-UHFFFAOYSA-N 2,2,2-triphenylethylphosphanium;bromide Chemical compound [Br-].C=1C=CC=CC=1C(C=1C=CC=CC=1)(C[PH3+])C1=CC=CC=C1 YUBYWXGQWBNUDW-UHFFFAOYSA-N 0.000 claims description 2
- OZLRGRQCDARTFU-UHFFFAOYSA-N 2,2,2-triphenylethylphosphanium;chloride Chemical compound [Cl-].C=1C=CC=CC=1C(C=1C=CC=CC=1)(C[PH3+])C1=CC=CC=C1 OZLRGRQCDARTFU-UHFFFAOYSA-N 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 2
- 229910052580 B4C Inorganic materials 0.000 claims description 2
- 229910052582 BN Inorganic materials 0.000 claims description 2
- PZNSFCLAULLKQX-UHFFFAOYSA-N Boron nitride Chemical compound N#B PZNSFCLAULLKQX-UHFFFAOYSA-N 0.000 claims description 2
- RPZNPEMXYNMTKB-UHFFFAOYSA-N Br.CCN1CC=CC=C1 Chemical compound Br.CCN1CC=CC=C1 RPZNPEMXYNMTKB-UHFFFAOYSA-N 0.000 claims description 2
- YXBSOQIDSJOJRD-UHFFFAOYSA-N C(C=C1)=CC=C1P(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1.Br Chemical compound C(C=C1)=CC=C1P(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1.Br YXBSOQIDSJOJRD-UHFFFAOYSA-N 0.000 claims description 2
- ZPJTXKYUASWFBE-UHFFFAOYSA-N C(C=C1)=CC=C1P(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1.Cl Chemical compound C(C=C1)=CC=C1P(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1.Cl ZPJTXKYUASWFBE-UHFFFAOYSA-N 0.000 claims description 2
- DASNDJBQHOUCAV-UHFFFAOYSA-N CCCCP(CCCC)(CCCC)CCCC.Br Chemical compound CCCCP(CCCC)(CCCC)CCCC.Br DASNDJBQHOUCAV-UHFFFAOYSA-N 0.000 claims description 2
- BINPBNUGDBNVGP-UHFFFAOYSA-N CCCCP(CCCC)(CCCC)CCCC.Cl Chemical compound CCCCP(CCCC)(CCCC)CCCC.Cl BINPBNUGDBNVGP-UHFFFAOYSA-N 0.000 claims description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-O Methylammonium ion Chemical compound [NH3+]C BAVYZALUXZFZLV-UHFFFAOYSA-O 0.000 claims description 2
- 229910002651 NO3 Inorganic materials 0.000 claims description 2
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims description 2
- 229910019142 PO4 Inorganic materials 0.000 claims description 2
- 229910052581 Si3N4 Inorganic materials 0.000 claims description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 2
- DTQVDTLACAAQTR-UHFFFAOYSA-M Trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-M 0.000 claims description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims description 2
- 150000001450 anions Chemical class 0.000 claims description 2
- INAHAJYZKVIDIZ-UHFFFAOYSA-N boron carbide Chemical compound B12B3B4C32B41 INAHAJYZKVIDIZ-UHFFFAOYSA-N 0.000 claims description 2
- 150000001768 cations Chemical class 0.000 claims description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-M dihydrogenphosphate Chemical compound OP(O)([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-M 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-M hydrogensulfate Chemical compound OS([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-M 0.000 claims description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 2
- NQMRYBIKMRVZLB-UHFFFAOYSA-N methylamine hydrochloride Chemical compound [Cl-].[NH3+]C NQMRYBIKMRVZLB-UHFFFAOYSA-N 0.000 claims description 2
- 229910052755 nonmetal Inorganic materials 0.000 claims description 2
- 229910052762 osmium Inorganic materials 0.000 claims description 2
- SYQBFIAQOQZEGI-UHFFFAOYSA-N osmium atom Chemical compound [Os] SYQBFIAQOQZEGI-UHFFFAOYSA-N 0.000 claims description 2
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 claims description 2
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 claims description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 2
- 239000010452 phosphate Substances 0.000 claims description 2
- 229910052710 silicon Inorganic materials 0.000 claims description 2
- 239000010703 silicon Substances 0.000 claims description 2
- HQVNEWCFYHHQES-UHFFFAOYSA-N silicon nitride Chemical compound N12[Si]34N5[Si]62N3[Si]51N64 HQVNEWCFYHHQES-UHFFFAOYSA-N 0.000 claims description 2
- 125000001889 triflyl group Chemical group FC(F)(F)S(*)(=O)=O 0.000 claims description 2
- TZWTYLIYVBMKQY-UHFFFAOYSA-N CCCCC(CCCC)(CCCC)CCCCCP.Br Chemical compound CCCCC(CCCC)(CCCC)CCCCCP.Br TZWTYLIYVBMKQY-UHFFFAOYSA-N 0.000 claims 1
- 239000000126 substance Substances 0.000 abstract description 9
- 230000003197 catalytic effect Effects 0.000 abstract description 7
- 238000001704 evaporation Methods 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 description 17
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 16
- 230000000694 effects Effects 0.000 description 13
- 230000009849 deactivation Effects 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 7
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- 239000000047 product Substances 0.000 description 6
- 229910052799 carbon Inorganic materials 0.000 description 5
- 238000002474 experimental method Methods 0.000 description 5
- ONMOULMPIIOVTQ-UHFFFAOYSA-N 98-47-5 Chemical compound OS(=O)(=O)C1=CC=CC([N+]([O-])=O)=C1 ONMOULMPIIOVTQ-UHFFFAOYSA-N 0.000 description 4
- 238000006555 catalytic reaction Methods 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 239000012495 reaction gas Substances 0.000 description 4
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 3
- 239000012300 argon atmosphere Substances 0.000 description 3
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 3
- 239000011259 mixed solution Substances 0.000 description 3
- 239000012299 nitrogen atmosphere Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000004408 titanium dioxide Substances 0.000 description 3
- ZAJAQTYSTDTMCU-UHFFFAOYSA-N 3-aminobenzenesulfonic acid Chemical compound NC1=CC=CC(S(O)(=O)=O)=C1 ZAJAQTYSTDTMCU-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Natural products P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 2
- 229910052796 boron Inorganic materials 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 229910052734 helium Inorganic materials 0.000 description 2
- 239000001307 helium Substances 0.000 description 2
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 2
- 239000003446 ligand Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 229910000510 noble metal Inorganic materials 0.000 description 2
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 2
- PMOIAJVKYNVHQE-UHFFFAOYSA-N phosphanium;bromide Chemical compound [PH4+].[Br-] PMOIAJVKYNVHQE-UHFFFAOYSA-N 0.000 description 2
- REJGOFYVRVIODZ-UHFFFAOYSA-N phosphanium;chloride Chemical compound P.Cl REJGOFYVRVIODZ-UHFFFAOYSA-N 0.000 description 2
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 2
- 235000012239 silicon dioxide Nutrition 0.000 description 2
- ZXMGHDIOOHOAAE-UHFFFAOYSA-N 1,1,1-trifluoro-n-(trifluoromethylsulfonyl)methanesulfonamide Chemical compound FC(F)(F)S(=O)(=O)NS(=O)(=O)C(F)(F)F ZXMGHDIOOHOAAE-UHFFFAOYSA-N 0.000 description 1
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
- GDCCFQMGFUZVKK-UHFFFAOYSA-N 1-butyl-2h-pyridine Chemical compound CCCCN1CC=CC=C1 GDCCFQMGFUZVKK-UHFFFAOYSA-N 0.000 description 1
- 229910018072 Al 2 O 3 Inorganic materials 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- PWKWDCOTNGQLID-UHFFFAOYSA-N [N].[Ar] Chemical compound [N].[Ar] PWKWDCOTNGQLID-UHFFFAOYSA-N 0.000 description 1
- 230000006978 adaptation Effects 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 150000002466 imines Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- BAVYZALUXZFZLV-UHFFFAOYSA-N mono-methylamine Natural products NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000005245 sintering Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 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
- B01J38/00—Regeneration or reactivation of catalysts, in general
- B01J38/48—Liquid treating or treating in liquid phase, e.g. dissolved or suspended
- B01J38/50—Liquid treating or treating in liquid phase, e.g. dissolved or suspended using organic liquids
-
- 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
- B01J38/00—Regeneration or reactivation of catalysts, in general
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a regeneration method of a supported platinum group metal catalyst deactivated by sulfur-containing substance poisoning in the catalytic hydrogenation reaction process, which comprises the following steps: drying the deactivated supported platinum group metal catalyst in an inert gas atmosphere, stirring and soaking the dried catalyst for 1-3 hours with a regeneration reagent under the condition of X-ray irradiation, filtering, washing with a solvent until a washing solution is neutral, recovering a washing filtrate, and vacuum drying the filtered catalyst at 40-110 ℃ for 8-24 hours to obtain the regenerated supported platinum group metal catalyst; spin-evaporating the recovered filtrate by a rotary evaporator until the quality of the liquid is not changed any more, and heating the spin-evaporated liquid at 150-200 ℃ for 2-8 h to complete recovery of the regenerated reagent; the catalyst regenerated by the invention can restore the original catalytic activity and selectivity, and the recovered regenerated reagent can be recycled.
Description
Technical Field
The invention relates to a method for regenerating a supported platinum group metal catalyst, in particular to a method for regenerating a supported platinum group metal catalyst deactivated by sulfur-containing substance poisoning in the catalytic hydrogenation reaction process.
Background
Supported platinum group metal catalysts are typical hydrogenation catalysts that are widely used for the selective hydrogenation of phenol, nitrobenzene hydrogenation, para-benzoic acid hydrogenation, hydrodechlorination of CFCS and fcfcfc. Deactivation of supported platinum group metal catalysts in hydrogenation reactions is a complex process in which the reaction materials, reaction temperatures, etc. affect the performance of the catalyst and in which the catalyst support and supported active components may undergo physical or chemical changes. The mode of deactivation of the supported platinum group metal catalyst mainly comprises four modes of poisoning deactivation, carbon deposition deactivation, sintering deactivation and active component loss, and the poisoning deactivation is the most common chemical deactivation mode, and the main expression form of the poisoning deactivation mode is that a strong chemical bond is formed between the platinum group metal and sulfur element, so that the chemical bond is difficult to break by using a conventional means.
Therefore, it is a research subject to regenerate and reuse the poisoned and deactivated catalyst, thereby improving its use value and reducing environmental pollution. Regeneration of a catalyst refers to an operation means and method in which the activity and selectivity of the catalyst after use are reduced to a certain extent and the activity and selectivity are recovered by treatment by a suitable method. According to the patent CN103191759A, a regeneration method of a Pd/C catalyst and application of the regenerated Pd/C catalyst are introduced, wherein the regenerated Pd/C catalyst is obtained by drying and oxidizing the deactivated Pd/C catalyst in an air atmosphere at 50-140 ℃, the regenerated Pd/C catalyst is applied to a reaction for catalyzing m-nitrobenzenesulfonic acid to synthesize m-aminobenzenesulfonic acid, the catalyst is recycled for more than 80 times, and the activity of the catalyst and the selectivity of a target product are basically unchanged.
The ionic liquid has the excellent properties of low volatility, low inflammability, high thermal stability, negligible vapor pressure, wide liquid temperature range, adjustable good solubility of polar nonpolar substances and the like, and meanwhile, the ionic liquid is loaded on the porous solid carrier to show good sulfur resistance, so that the ionic liquid is very significant to be applied to a poisoning deactivated platinum group metal catalyst.
Disclosure of Invention
The invention aims to provide a regeneration method of a supported platinum group metal catalyst, wherein the supported platinum group metal catalyst is deactivated due to sulfur-containing substance poisoning in the catalytic hydrogenation reaction process, and the regenerated catalyst can restore the original catalytic activity and selectivity.
The technical scheme of the invention is as follows:
a method for regenerating a supported platinum group metal catalyst that is deactivated by poisoning with sulfur species during a catalytic hydrogenation reaction, the method comprising:
(1) Drying the deactivated supported platinum group metal catalyst in an inert gas atmosphere, then stirring the dried catalyst with a regeneration reagent under the condition of X-ray irradiation (the speed is 100-1000 r/min) for 1-3 h, filtering, washing with a solvent until a washing liquid is neutral, recovering a washing filtrate, and vacuum drying the filtered catalyst at 40-110 ℃ for 8-24 h to obtain the regenerated supported platinum group metal catalyst;
the inert gas is at least one of nitrogen, argon and helium;
the irradiation frequency of the X-ray is 30 PHz-30 EHz;
the amount of the regeneration reagent is based on completely immersing the catalyst;
the solvent used for washing is at least one of deionized water, ethanol, methanol, acetone and tetrahydrofuran;
the temperature of the drying treatment is 100-120 ℃ and the time is 4-8 hours;
(2) The filtrate recovered in the step (1) is subjected to rotary evaporation by a rotary evaporator until the quality of liquid is not changed any more, and the rotary evaporated liquid is subjected to heating treatment for 2-8 hours at 150-200 ℃ to complete recovery (recycling) of the regenerated reagent;
the rotary steaming temperature is 60-100 ℃, and the rotary steaming pressure is reduced to 400-600 mmHg.
In the present invention, the reaction for deactivating the supported platinum group metal catalyst is, for example: the reaction of nitrobenzene hydrogenation to form aminobenzene, the reaction of m-nitrobenzenesulfonic acid hydrogenation to form m-aminobenzenesulfonic acid, acetylene hydrogenation, etc., in which the catalyst is deactivated by poisoning with sulfur-containing substances.
The carrier of the supported platinum group metal catalyst is a porous solid material, and the porous solid material is selected from activated carbon, mesoporous carbon, carbon nano tube, graphene, silicon dioxide, aluminum oxide, titanium dioxide, molecular sieve, metal organic framework compound, covalent organic framework compound, non-metal heteroatom doped carbon material and C 3 N 4 One or a mixture of any of boron nitride, boron carbide, silicon nitride and silicon boride;
further, the active carbon is columnar carbon or spherical active carbon, and the particle size is 10-100 meshes; the carbon nano tube is columnar or spherical, and the grain diameter is 10-100 meshesThe method comprises the steps of carrying out a first treatment on the surface of the The graphene is columnar or spherical and has a particle size of 10-100 meshes; the aluminum oxide is gamma-Al 2 O 3 Processing into columnar or spherical shape with particle size of 10-100 mesh; the silicon dioxide is columnar or spherical, and the particle size is 10-100 meshes; the titanium dioxide is columnar or spherical and has the particle size of 10-100 meshes; the molecular sieve is ZSM-5, beta molecular sieve, gamma molecular sieve, 5A molecular sieve, 10X molecular sieve or 13X molecular sieve; the metal organic framework compound is MOFs constructed by nitrogen-containing heterocyclic ligands and MOFs constructed by organic carboxylic acid ligands; the covalent organic framework compound is a boron-containing COFs material, an imine COFs material or a triazine COFs material; the heteroatom in the nonmetallic heteroatom-doped carbon material is one or more of N, B, P and S.
The active component of the supported platinum group metal catalyst is platinum group metal, the loading rate (relative to the mass of the carrier) is 0.01-10wt%, the platinum group metal is iridium, rhodium, palladium, platinum, osmium and ruthenium, and the platinum group metal is nano particles with the particle size of 2-30 nm.
The regeneration reagent is selected from one or a mixture of any of the following:
a) The cation of the imidazole ionic liquid is dialkyl substituted imidazole cation or trialkyl substituted imidazole cation, the alkyl is independently selected from C1-C16 alkyl, and the anion of the imidazole ionic liquid is halogen ion, tetrafluoroborate, hexafluorophosphate, nitrate, hydrogen sulfate, perchlorate, dinitrile amine, acetate, trifluoroacetate, phosphate or dihydrogen phosphate;
b) Quaternary phosphonium ionic liquids, in particular tributylethyl phosphine bromide, tributylethyl phosphine chloride, tributylhexyl phosphine bromide, tributylhexyl phosphine chloride, tributylhexyl phosphine bis (trifluoromethanesulfonyl) imide salt, tributylethyl phosphine bis (trifluoromethanesulfonyl) imide salt, tetrabutyl phosphine bromide, tetrabutyl phosphine chloride, triphenylethyl phosphine bromide, triphenylethyl phosphine chloride, tetraphenyl phosphine bromide or tetraphenyl phosphine chloride;
c) Quaternary ammonium ionic liquid, specifically trialkyl methyl ammonium (trifluoromethanesulfonyl) imide salt or trialkyl methyl ammonium chloride, wherein the alkyl is independently C1-C16 alkyl;
d) Pyrrolidine ionic liquid, specifically N-butyl-N-methylpyrrolidine bis (trifluoromethanesulfonyl) imide salt or N-butyl-N-methylpyrrolidine bromide;
e) Pyrrolidone ionic liquid, in particular N-methyl pyrrolidone hydrochloride, N-hydroxy pyrrolidone bis (trifluoromethanesulfonyl) imide salt or N-butyl-N-methyl pyrrolidone bromide;
f) Piperidine ionic liquid, specifically N-butyl-N-methylpiperidine bis (trifluoromethanesulfonyl) imide salt or N-butyl-N-methylpiperidine bromide;
g) Pyridine ionic liquids, in particular N-ethyl pyridine bromide, N-butyl pyridine bis (trifluoromethanesulfonyl) imide salt or N-butyl hexafluorophosphate.
Compared with the prior art, the invention has the advantages that:
1. according to the invention, the ionic liquid is used as a regeneration reagent, so that noble metal on the deactivated catalyst is reactivated and dispersed, the catalyst is regenerated, the activity and selectivity of the catalyst are recovered to the level before deactivation, the catalyst can be reused, the production cost is saved, and the utilization rate of the noble metal is improved.
2. After the platinum group metal catalyst is regenerated by the ionic liquid, the regeneration performance of the ionic liquid can be recovered by a heating treatment method, so that the regeneration reagent can be reused.
3. The invention adopts X-ray as auxiliary, greatly increases the regeneration effect of the regeneration reagent on the platinum group metal catalyst.
Detailed Description
The invention is illustrated below by means of specific examples. It is to be noted that the examples are only for further explanation of the present invention and are not to be construed as limiting the scope of the present invention in any way. Those skilled in the art will be able to make numerous insubstantial modifications and adaptations in light of the above disclosure.
Catalyst A: selecting 5g of supported platinum group metal catalyst for catalysisThe catalyst carrier is columnar alumina with the particle size of 10 meshes, the catalyst loading is 0.2wt%, the particle size of active center palladium nano particles is 2nm, and fresh catalyst is used in the catalytic reaction of nitrobenzene hydrogenation (the reaction gas contains 250ppm H) 2 S) the catalytic activity is 99%, the selectivity is 99%, then the catalyst is continuously used for nitrobenzene hydrogenation experiments, and when the activity of the catalyst is reduced to 15%, the catalyst is taken out for standby.
Catalyst B: selecting 5g of supported platinum group metal catalyst, wherein the carrier of the catalyst is spherical active carbon with the particle size of 20 meshes, the loading capacity of the catalyst is 0.7wt%, the particle size of active center ruthenium nano particles is 4nm, and fresh catalyst is used in m-nitrobenzenesulfonic acid hydrogenation reaction (the reaction gas contains 250ppm H) 2 S) the catalytic activity is 98.5%, the selectivity is 99.2%, the catalyst is used for the m-nitrobenzenesulfonic acid hydrogenation experiment, and when the activity of the catalyst is reduced to 18.8%, the catalyst is taken out for standby.
Catalyst C: selecting 5g of supported platinum group metal catalyst, wherein the carrier of the catalyst is spherical titanium dioxide with the particle size of 50 meshes, the loading capacity of the catalyst is 0.9wt%, the particle size of active center rhodium nano particles is 6nm, and the fresh catalyst is used in the catalytic reaction of acetylene hydrogenation (the reaction gas contains 250ppm H) 2 S) the catalytic activity is 97.2%, the selectivity is 97.2%, the catalyst is continuously used for acetylene hydrogenation experiments, and when the activity of the catalyst is reduced to 14.3%, the catalyst is taken out for standby.
Catalyst D: selecting 5g of supported platinum group metal catalyst, wherein the carrier of the catalyst is spherical carbon nano tube with the particle diameter of 60 meshes, the loading capacity of the catalyst is 1wt%, the particle diameter of active center iridium nano particles is 10nm, and the fresh catalyst is used in the catalytic reaction of nitrobenzene hydrogenation (the reaction gas contains 250ppm H) 2 S) the catalytic activity is 97.4%, the selectivity is 97.8%, then the catalyst is continuously used for nitrobenzene hydrogenation experiments, and when the activity of the catalyst is reduced to 17.8%, the catalyst is taken out for standby.
Catalyst E: selecting 5g of supported platinum group metal catalyst, wherein the carrier of the catalyst is beta molecular sieve, the loading capacity of the catalyst is 1.2wt%, the particle size of active center platinum nano particles is 12nm, and the fresh catalyst is used in the catalytic reaction (reaction) of nitrobenzene hydrogenationThe gas contained 250ppm H 2 S) the catalytic activity is 97.9%, the selectivity is 98.2%, then the catalyst is continuously used for nitrobenzene hydrogenation experiments, and when the activity of the catalyst is reduced to 16.4%, the catalyst is taken out for standby.
Example 1
5g of deactivated catalyst A was weighed and placed at 120℃and purged in a nitrogen atmosphere for 4 hours, and then cooled to room temperature. The obtained catalyst is irradiated under the X-ray with the radiation frequency of 30PHz, 20ml of monobutyl trimethyl imidazole perchlorate ion liquid is added as a regeneration reagent, and the catalyst is soaked for 2 hours, and the stirring speed is 100r/min. And washing the catalyst with deionized water until the washing liquid is neutral, recovering the filtrate after washing, and vacuum drying the catalyst after washing for 24 hours at 50 ℃. Thus obtaining the regenerated supported platinum group metal catalyst. The obtained filtrate is subjected to rotary evaporation by a rotary evaporator at the temperature of 60 ℃ and the pressure of 400mmHg until the quality of the liquid is not changed, and the product after rotary evaporation is subjected to heating treatment at the temperature of 150 ℃ for 2 hours, so that the recyclable regeneration reagent is obtained.
Example 2
5g of the deactivated catalyst B was weighed and placed at 115℃and purged in an argon atmosphere for 4 hours, and then cooled to room temperature. The obtained catalyst is irradiated under the X-ray with the radiation frequency of 100PHz, 20ml of tributyl ethyl phosphine bromide ionic liquid is added as a regeneration reagent, and the catalyst is soaked for 2 hours, and the stirring speed is 300r/min. And washing the catalyst with a mixed solution of ethanol and methanol in equal proportion until the washing solution is neutral, recovering a filtrate after washing, and vacuum drying the washed catalyst for 18h at 80 ℃. Thus obtaining the regenerated supported platinum group metal catalyst. The obtained filtrate is subjected to rotary evaporation by a rotary evaporator at the temperature of 70 ℃ and the pressure of 450mmHg until the quality of the liquid is not changed, and the product after rotary evaporation is subjected to heating treatment at 160 ℃ for 4 hours, so that the recyclable regeneration reagent is obtained.
Example 3
5g of the deactivated catalyst C was weighed and placed at 110℃and purged in a helium atmosphere for 4 hours, followed by cooling to room temperature. The obtained catalyst is irradiated under the X-ray with the radiation frequency of 500PHz, 20ml of triethyl methyl amine bromide ionic liquid is added as a regeneration reagent, and the catalyst is soaked for 2 hours, and the stirring speed is 500r/min. And washing the catalyst with acetone until the washing liquid is neutral, recovering the filtrate after washing, and vacuum drying the washed catalyst for 12h at 90 ℃. Thus obtaining the regenerated supported platinum group metal catalyst. The obtained filtrate is subjected to rotary evaporation by a rotary evaporator at the temperature of 80 ℃ and the pressure of 500mmHg until the quality of the liquid is not changed, and then the product after rotary evaporation is subjected to heating treatment at 170 ℃ for 6 hours, so that the recyclable regeneration reagent is obtained.
Example 4
5g of the D deactivated catalyst is weighed and placed at 105 ℃ and purged in an argon-nitrogen equal proportion mixed gas atmosphere for 4 hours, and then cooled to room temperature. The obtained catalyst is irradiated under the X-ray with the radiation frequency of 1EHz, 20ml of N-butyl-N-methyl pyrrolidone bromide ionic liquid is added as a regeneration reagent, and the catalyst is soaked for 2 hours, wherein the stirring speed is 600r/min. And washing the catalyst with tetrahydrofuran until the washing liquid is neutral, recovering the filtrate after washing, and vacuum drying the catalyst after washing for 10 hours at 100 ℃. Thus obtaining the regenerated supported platinum group metal catalyst. The obtained filtrate is subjected to rotary evaporation by a rotary evaporator at 90 ℃ and 550mmHg until the quality of liquid is not changed, and the product after rotary evaporation is subjected to heating treatment at 180 ℃ for 8 hours, so that the recyclable regeneration reagent is obtained.
Example 5
5g of E deactivated catalyst was weighed and placed at 100℃and purged in a nitrogen atmosphere for 4 hours, followed by cooling to room temperature. The obtained catalyst is irradiated under the X-ray with the radiation frequency of 10EHz, 20ml of N-butylpyridine bis (trifluoromethanesulfonyl) imide ionic liquid is added as a regeneration reagent, and the catalyst is soaked for 2 hours, and the stirring speed is 700r/min. And washing the catalyst with deionized water until the washing liquid is neutral, recovering the filtrate after washing, and vacuum drying the washed catalyst for 8 hours at 110 ℃. The filtrate obtained by the regenerated supported platinum group metal catalyst is subjected to rotary evaporation by a rotary evaporator at the temperature of 100 ℃ and the pressure of 600mmHg until the quality of liquid is not changed, and the product after rotary evaporation is subjected to heating treatment for 7h at the temperature of 200 ℃ to obtain the recyclable regenerated reagent.
Comparative example 1
Comparative example 1 is a comparison with example 1, illustrating the irreplaceability of the regeneration reagent in catalyst regeneration.
5g of deactivated catalyst A was weighed and placed at 120℃and purged in a nitrogen atmosphere for 4 hours, and then cooled to room temperature. The catalyst obtained was irradiated with X-rays having a radiation frequency of 30PHz, and then 20ml of deionized water was added as a regeneration reagent, followed by immersing for 2 hours at a stirring speed of 100r/min. And washing the catalyst with deionized water until the washing liquid is neutral, recovering the filtrate after washing, and vacuum drying the catalyst after washing for 24 hours at 50 ℃. Thus obtaining the regenerated supported platinum group metal catalyst. The catalytic hydrogenation activity of the regenerated supported platinum group metal catalyst is 20% and the selectivity is 26.3%.
Comparative example 2
Comparative example 2 is compared with example 2 to demonstrate the irreplaceability of the heat treatment to recycle the regeneration agent.
5g of the deactivated catalyst B was weighed and placed at 115℃and purged in an argon atmosphere for 4 hours, and then cooled to room temperature. The obtained catalyst is irradiated under the X-ray with the radiation frequency of 100PHz, 20ml of tributyl ethyl phosphine bromide ionic liquid which is not subjected to heating treatment is added as a regeneration reagent, and the catalyst is soaked for 2 hours, and the stirring speed is 300r/min. And washing the catalyst with a mixed solution of ethanol and methanol in equal proportion until the washing solution is neutral, recovering a filtrate after washing, and vacuum drying the washed catalyst for 18h at 80 ℃. Thus obtaining the regenerated supported platinum group metal catalyst. The catalytic hydrogenation activity of the regenerated supported platinum group metal catalyst is 35% and the selectivity is 66.3%.
Comparative example 3
Comparative example 3 is a comparison with example 3 and illustrates the irreplaceability of X-ray irradiation for catalyst regeneration.
5g of the deactivated catalyst B was weighed and placed at 115℃and purged in an argon atmosphere for 4 hours, and then cooled to room temperature. 20ml of tributyl ethyl phosphine bromide ionic liquid is added as a regeneration reagent, soaked for 2 hours and stirred at a speed of 500r/min. And washing the catalyst with a mixed solution of ethanol and methanol in equal proportion until the washing solution is neutral, recovering a filtrate after washing, and vacuum drying the washed catalyst for 18h at 80 ℃. Thus obtaining the regenerated supported platinum group metal catalyst. The catalytic hydrogenation activity of the regenerated supported platinum group metal catalyst is 60% and the selectivity is 67.8%.
Claims (6)
1. A method for regenerating a supported platinum group metal catalyst, wherein the supported platinum group metal catalyst is deactivated by sulfur species poisoning during a catalytic hydrogenation reaction, the method comprising:
(1) Drying the deactivated supported platinum group metal catalyst in an inert gas atmosphere, stirring and soaking the dried catalyst for 1-3 hours with a regeneration reagent under the condition of X-ray irradiation, filtering, washing with a solvent until a washing solution is neutral, recovering a washing filtrate, and vacuum drying the filtered catalyst at 40-110 ℃ for 8-24 hours to obtain the regenerated supported platinum group metal catalyst;
the regeneration reagent is selected from one or a mixture of any of the following: imidazole ionic liquid, quaternary phosphonium ionic liquid, quaternary ammonium ionic liquid, pyrrolidine ionic liquid, pyrrolidone ionic liquid, piperidine ionic liquid and pyridine ionic liquid;
(2) And (3) rotationally steaming the filtrate recovered in the step (1) by using a rotary evaporator until the quality of the liquid is not changed, and heating the rotationally steamed liquid at 150-200 ℃ for 2-8 h to complete recovery of the regeneration reagent.
2. The method for regenerating a supported platinum group metal catalyst according to claim 1, wherein in step (1):
the cation of the imidazole ionic liquid is dialkyl substituted imidazole cation or trialkyl substituted imidazole cation, the alkyl is independently selected from C1-C16 alkyl, and the anion of the imidazole ionic liquid is halogen ion, tetrafluoroborate, hexafluorophosphate, nitrate, hydrogen sulfate, perchlorate, dinitrile amine, acetate, trifluoroacetate, phosphate or dihydrogen phosphate;
the quaternary phosphonium ionic liquid is tributyl ethyl phosphine bromide, tributyl ethyl phosphine chloride, tributyl hexyl phosphine bromide, tributyl hexyl phosphine chloride, tributyl hexyl phosphine bis (trifluoromethanesulfonyl) imide salt, tributyl ethyl phosphine bis (trifluoromethanesulfonyl) imide salt, tetrabutyl phosphine bromide, tetrabutyl phosphine chloride, triphenyl ethyl phosphine bromide, triphenyl ethyl phosphine chloride, tetraphenyl phosphine bromide or tetraphenyl phosphine chloride;
the quaternary ammonium ionic liquid is trialkyl methyl ammonium (trifluoromethanesulfonyl) imide salt or trialkyl methyl ammonium chloride, wherein the alkyl is independently C1-C16 alkyl;
the pyrrolidine ionic liquid is N-butyl-N-methylpyrrolidine bis (trifluoromethanesulfonyl) imide salt or N-butyl-N-methylpyrrolidine bromide;
the pyrrolidone ionic liquid is N-methyl pyrrolidone hydrochloride, N-hydroxy pyrrolidone bis (trifluoromethanesulfonyl) imide salt or N-butyl-N-methyl pyrrolidone bromide;
the piperidine ionic liquid is N-butyl-N-methylpiperidine bis (trifluoromethanesulfonyl) imide salt or N-butyl-N-methylpiperidine bromide;
the pyridine ionic liquid is N-ethyl pyridine bromide, N-butyl pyridine bis (trifluoromethanesulfonyl) imide salt or N-butyl hexafluorophosphate.
3. The method for regenerating a supported platinum group metal catalyst according to claim 1, wherein in step (1), the irradiation frequency of the X-rays is from 30PHz to 30 EHz.
4. The method for regenerating a supported platinum group metal catalyst according to claim 1, wherein in step (1), the solvent used for washing is at least one of deionized water, ethanol, methanol, acetone, and tetrahydrofuran.
5. The method for regenerating a supported platinum group metal catalyst according to claim 1, wherein in step (2), the rotary evaporation temperature is 60 to 100 ℃, and the rotary evaporation pressure is reduced to 400 to 600mmHg.
6. The method of regenerating a supported platinum group metal catalyst according to claim 1, wherein the support of the supported platinum group metal catalyst is a porous solid material selected from the group consisting of activated carbon, mesoporous carbon, carbon nanotubes, graphene, silica, alumina, titania, molecular sieves, metal organic framework compounds, covalent organic framework compounds, non-metal heteroatom doped carbon materials, C 3 N 4 One or a mixture of any of boron nitride, boron carbide, silicon nitride and silicon boride;
the active component of the supported platinum group metal catalyst is platinum group metal, the loading rate is 0.01-10wt%, the platinum group metal is iridium, rhodium, palladium, platinum, osmium and ruthenium, and the platinum group metal is nano particles with the particle size of 2-30 nm.
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