CN108906125A - Three dish alkene polymer DTP/ zinc-cadmium sulfide Cd of one kind0.5Zn0.5The preparation method of S composite photo-catalyst - Google Patents
Three dish alkene polymer DTP/ zinc-cadmium sulfide Cd of one kind0.5Zn0.5The preparation method of S composite photo-catalyst Download PDFInfo
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- CN108906125A CN108906125A CN201810599827.7A CN201810599827A CN108906125A CN 108906125 A CN108906125 A CN 108906125A CN 201810599827 A CN201810599827 A CN 201810599827A CN 108906125 A CN108906125 A CN 108906125A
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- Prior art keywords
- dtp
- dish alkene
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- zinc
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- 150000001336 alkenes Chemical class 0.000 title claims abstract description 64
- 229920000642 polymer Polymers 0.000 title claims abstract description 32
- 238000002360 preparation method Methods 0.000 title claims abstract description 30
- 239000002131 composite material Substances 0.000 title claims abstract description 28
- UQMZPFKLYHOJDL-UHFFFAOYSA-N zinc;cadmium(2+);disulfide Chemical compound [S-2].[S-2].[Zn+2].[Cd+2] UQMZPFKLYHOJDL-UHFFFAOYSA-N 0.000 title claims abstract description 26
- 239000011941 photocatalyst Substances 0.000 title claims abstract description 24
- 239000011701 zinc Substances 0.000 claims abstract description 55
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 35
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 27
- 239000000243 solution Substances 0.000 claims description 18
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 16
- 239000000203 mixture Substances 0.000 claims description 15
- 229910001868 water Inorganic materials 0.000 claims description 15
- 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 description 14
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 12
- XLYOFNOQVPJJNP-ZSJDYOACSA-N heavy water Substances [2H]O[2H] XLYOFNOQVPJJNP-ZSJDYOACSA-N 0.000 claims description 11
- 238000003756 stirring Methods 0.000 claims description 11
- 239000012153 distilled water Substances 0.000 claims description 9
- 229910000027 potassium carbonate Inorganic materials 0.000 claims description 9
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 claims description 9
- 239000012265 solid product Substances 0.000 claims description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 8
- 238000006243 chemical reaction Methods 0.000 claims description 8
- 239000008367 deionised water Substances 0.000 claims description 8
- 229910021641 deionized water Inorganic materials 0.000 claims description 8
- 239000007864 aqueous solution Substances 0.000 claims description 7
- 239000002904 solvent Substances 0.000 claims description 7
- 229910021589 Copper(I) bromide Inorganic materials 0.000 claims description 6
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 claims description 6
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 6
- 238000001816 cooling Methods 0.000 claims description 6
- 229960000935 dehydrated alcohol Drugs 0.000 claims description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- 239000003208 petroleum Substances 0.000 claims description 6
- 239000000047 product Substances 0.000 claims description 6
- 238000010992 reflux Methods 0.000 claims description 6
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 claims description 6
- 229910052979 sodium sulfide Inorganic materials 0.000 claims description 6
- 239000000126 substance Substances 0.000 claims description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N tetrahydrofuran Substances C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 6
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 claims description 5
- -1 4,4 '-biphenyl hypoboric acid Chemical compound 0.000 claims description 5
- 239000011734 sodium Substances 0.000 claims description 5
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 claims description 4
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 4
- 238000005406 washing Methods 0.000 claims description 4
- FANCTJAFZSYTIS-IQUVVAJASA-N (1r,3s,5z)-5-[(2e)-2-[(1r,3as,7ar)-7a-methyl-1-[(2r)-4-(phenylsulfonimidoyl)butan-2-yl]-2,3,3a,5,6,7-hexahydro-1h-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol Chemical compound C([C@@H](C)[C@@H]1[C@]2(CCCC(/[C@@H]2CC1)=C\C=C\1C([C@@H](O)C[C@H](O)C/1)=C)C)CS(=N)(=O)C1=CC=CC=C1 FANCTJAFZSYTIS-IQUVVAJASA-N 0.000 claims description 3
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 claims description 3
- 238000007445 Chromatographic isolation Methods 0.000 claims description 3
- 239000007832 Na2SO4 Substances 0.000 claims description 3
- 229910000564 Raney nickel Inorganic materials 0.000 claims description 3
- YLEIFZAVNWDOBM-ZTNXSLBXSA-N ac1l9hc7 Chemical compound C([C@H]12)C[C@@H](C([C@@H](O)CC3)(C)C)[C@@]43C[C@@]14CC[C@@]1(C)[C@@]2(C)C[C@@H]2O[C@]3(O)[C@H](O)C(C)(C)O[C@@H]3[C@@H](C)[C@H]12 YLEIFZAVNWDOBM-ZTNXSLBXSA-N 0.000 claims description 3
- NDBYHKKGKAWTJG-UHFFFAOYSA-N acetic acid;cadmium;dihydrate Chemical compound O.O.[Cd].CC(O)=O NDBYHKKGKAWTJG-UHFFFAOYSA-N 0.000 claims description 3
- WEUCTTBUEWINIJ-UHFFFAOYSA-N acetic acid;zinc;dihydrate Chemical compound O.O.[Zn].CC(O)=O WEUCTTBUEWINIJ-UHFFFAOYSA-N 0.000 claims description 3
- SRVFFFJZQVENJC-IHRRRGAJSA-N aloxistatin Chemical compound CCOC(=O)[C@H]1O[C@@H]1C(=O)N[C@@H](CC(C)C)C(=O)NCCC(C)C SRVFFFJZQVENJC-IHRRRGAJSA-N 0.000 claims description 3
- OSVHLUXLWQLPIY-KBAYOESNSA-N butyl 2-[(6aR,9R,10aR)-1-hydroxy-9-(hydroxymethyl)-6,6-dimethyl-6a,7,8,9,10,10a-hexahydrobenzo[c]chromen-3-yl]-2-methylpropanoate Chemical compound C(CCC)OC(C(C)(C)C1=CC(=C2[C@H]3[C@H](C(OC2=C1)(C)C)CC[C@H](C3)CO)O)=O OSVHLUXLWQLPIY-KBAYOESNSA-N 0.000 claims description 3
- 238000005119 centrifugation Methods 0.000 claims description 3
- 238000009833 condensation Methods 0.000 claims description 3
- 230000005494 condensation Effects 0.000 claims description 3
- NKNDPYCGAZPOFS-UHFFFAOYSA-M copper(i) bromide Chemical compound Br[Cu] NKNDPYCGAZPOFS-UHFFFAOYSA-M 0.000 claims description 3
- 239000012043 crude product Substances 0.000 claims description 3
- 238000001035 drying Methods 0.000 claims description 3
- 239000000706 filtrate Substances 0.000 claims description 3
- 238000010438 heat treatment Methods 0.000 claims description 3
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 claims description 3
- 238000002390 rotary evaporation Methods 0.000 claims description 3
- 239000013049 sediment Substances 0.000 claims description 3
- 235000010288 sodium nitrite Nutrition 0.000 claims description 3
- 229910052938 sodium sulfate Inorganic materials 0.000 claims description 3
- WHRNULOCNSKMGB-UHFFFAOYSA-N tetrahydrofuran thf Chemical compound C1CCOC1.C1CCOC1 WHRNULOCNSKMGB-UHFFFAOYSA-N 0.000 claims description 3
- 238000001291 vacuum drying Methods 0.000 claims description 3
- 238000010792 warming Methods 0.000 claims description 3
- 239000004305 biphenyl Substances 0.000 claims description 2
- 239000003480 eluent Substances 0.000 claims description 2
- SKOWZLGOFVSKLB-UHFFFAOYSA-N hypodiboric acid Chemical compound OB(O)B(O)O SKOWZLGOFVSKLB-UHFFFAOYSA-N 0.000 claims description 2
- 230000035484 reaction time Effects 0.000 claims description 2
- 238000010025 steaming Methods 0.000 claims description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 1
- 230000003111 delayed effect Effects 0.000 claims 1
- 229910052738 indium Inorganic materials 0.000 claims 1
- 229910052698 phosphorus Inorganic materials 0.000 claims 1
- 239000011574 phosphorus Substances 0.000 claims 1
- 230000001699 photocatalysis Effects 0.000 abstract description 7
- 239000003054 catalyst Substances 0.000 abstract description 6
- 238000007146 photocatalysis Methods 0.000 abstract description 3
- 230000009286 beneficial effect Effects 0.000 abstract description 2
- 239000001257 hydrogen Substances 0.000 description 23
- 229910052739 hydrogen Inorganic materials 0.000 description 23
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 22
- 238000004519 manufacturing process Methods 0.000 description 10
- 230000000694 effects Effects 0.000 description 8
- NGDCLPXRKSWRPY-UHFFFAOYSA-N Triptycene Chemical compound C12=CC=CC=C2C2C3=CC=CC=C3C1C1=CC=CC=C12 NGDCLPXRKSWRPY-UHFFFAOYSA-N 0.000 description 6
- 239000007789 gas Substances 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 4
- 238000000354 decomposition reaction Methods 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- CEKJAYFBQARQNG-UHFFFAOYSA-N cadmium zinc Chemical compound [Zn].[Cd] CEKJAYFBQARQNG-UHFFFAOYSA-N 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 238000006555 catalytic reaction Methods 0.000 description 2
- 238000013461 design Methods 0.000 description 2
- 238000003760 magnetic stirring Methods 0.000 description 2
- 239000002114 nanocomposite Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000002861 polymer material Substances 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 238000005070 sampling Methods 0.000 description 2
- 239000004065 semiconductor Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 230000002459 sustained effect Effects 0.000 description 2
- 238000004073 vulcanization Methods 0.000 description 2
- 229910052724 xenon Inorganic materials 0.000 description 2
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 2
- 241000234282 Allium Species 0.000 description 1
- 235000002732 Allium cepa var. cepa Nutrition 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 229910004576 Cd1-xZnxS Inorganic materials 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 239000005083 Zinc sulfide Substances 0.000 description 1
- 229940101006 anhydrous sodium sulfite Drugs 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- SXDBWCPKPHAZSM-UHFFFAOYSA-N bromic acid Chemical compound OBr(=O)=O SXDBWCPKPHAZSM-UHFFFAOYSA-N 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- FRLJSGOEGLARCA-UHFFFAOYSA-N cadmium sulfide Chemical compound [S-2].[Cd+2] FRLJSGOEGLARCA-UHFFFAOYSA-N 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 239000012159 carrier gas Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 208000002925 dental caries Diseases 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000007210 heterogeneous catalysis Methods 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052976 metal sulfide Inorganic materials 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- 239000002086 nanomaterial Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000002096 quantum dot Substances 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 229940001482 sodium sulfite Drugs 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000002604 ultrasonography Methods 0.000 description 1
- DRDVZXDWVBGGMH-UHFFFAOYSA-N zinc;sulfide Chemical compound [S-2].[Zn+2] DRDVZXDWVBGGMH-UHFFFAOYSA-N 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
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/30—Catalysts, in general, characterised by their form or physical properties characterised by their physical properties
- B01J35/39—Photocatalytic properties
-
- 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
- B01J31/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B3/00—Hydrogen; Gaseous mixtures containing hydrogen; Separation of hydrogen from mixtures containing it; Purification of hydrogen
- C01B3/02—Production of hydrogen or of gaseous mixtures containing a substantial proportion of hydrogen
- C01B3/04—Production of hydrogen or of gaseous mixtures containing a substantial proportion of hydrogen by decomposition of inorganic compounds, e.g. ammonia
- C01B3/042—Decomposition of water
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B2203/00—Integrated processes for the production of hydrogen or synthesis gas
- C01B2203/02—Processes for making hydrogen or synthesis gas
- C01B2203/0266—Processes for making hydrogen or synthesis gas containing a decomposition step
- C01B2203/0277—Processes for making hydrogen or synthesis gas containing a decomposition step containing a catalytic decomposition step
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B2203/00—Integrated processes for the production of hydrogen or synthesis gas
- C01B2203/10—Catalysts for performing the hydrogen forming reactions
- C01B2203/1041—Composition of the catalyst
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/30—Hydrogen technology
- Y02E60/36—Hydrogen production from non-carbon containing sources, e.g. by water electrolysis
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Inorganic Chemistry (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Combustion & Propulsion (AREA)
- Catalysts (AREA)
Abstract
The present invention relates to three dish alkene polymer DTP/ zinc-cadmium sulfide Cd of one kind0.5Zn0.5The preparation of S composite photo-catalyst, including step：The preparation of dish alkene polymer DTP, zinc-cadmium sulfide Cd0.5Zn0.5The preparation of S and three dish alkene polymer DTP doped zinc sulphide cadmium (DTP@Cd0.5Zn0.5S) the preparation of composite photo-catalyst.The beneficial effects of the invention are as follows：The preparation method is relatively simple, and preparation condition is easy to control, three prepared dish alkene polymer DTP doped zinc sulphide cadmium Cd0.5Zn0.5S composite catalyst has many advantages, such as without secondary pollution, and photocatalysis efficiency is high, has certain application value.
Description
Technical field
The invention belongs to nano material preparation and applied technical field, be related to it is a kind of prepare three dish alkene polymer DTP/ vulcanization
Zinc cadmium Cd0.5Zn0.5The preparation method of S composite photo-catalyst, belongs to organic chemical synthesis field.
Background technique
Under sunlight irradiation, hydrogen is prepared using radiation of visible light from water by using semiconductor material, for us
A kind of promising method using solar energy is provided, the attention of scientists is also gradually caused.Design prepares visible light
Driving the photochemical catalyst with high activity and better stability, can adequately absorb sunlight, become one it is important
Research topic.Wherein Cd1-xZnxThe binary metals sulfide such as S has can be by changing the ratio of Cd/Zn, and then changes binary
The band gap of metal sulfide matches it more with other substance band gap, and then makes full use of solar energy.Due to its excellent light
Catalytic activity, these materials have caused our very big concern.Nevertheless, Cd1-xZnxS photo-generated carrier it is compound still compared with
Fastly, and compare property Cd similar to cadmium sulfide1-xZnxS bulky grain is also easier to assemble, and causes structural instability.In order to
This defect is overcome, by Cd1-xZnxIt is modification Cd that S and other semiconductor substrates, which are assembled into hetero-junctions,1-xZnxThe available strategy of S.Example
Such as, Cd0.5Zn0.5S quantum dot and onion shape carbon matrix have been reported for the generation of enhancing photocatalysis hydrogen.It sets on a molecular scale
A kind of novel porous polymer is counted to match Cd0.5Zn0.5The band gap of S is challenging.Therefore, design prepares visible CD-ROM drive
The dynamic photochemical catalyst with high activity and better stability, can adequately absorb sunlight, become one and important grind
Study carefully project.
Triptycene has unique three-dimensional rigid structure, is made up of 3 phenyl ring bridging carbon atom, wherein each benzene
The angle of interannular is 120o, which has 3 open electron rich cavitys.The skeleton structure of triptycene is highly stable,
Therefore triptycene and its derivative have good thermal stability and chemical stability.So, the application range of triptycene
More extensively, heterogeneous catalysis field popular in this way can be related to.One has been synthesized using triptycene and its derivative as starting point
The complex and polymer of Novel series triptycene, and one type is had chosen with good thermal stability and solvent stability
Polymer is applied on the direction of photocatalytic hydrogen production by water decomposition as carrier, achieves good catalytic reaction activity, has weight
Realistic meaning and huge applications is wanted to be worth.
Literature survey discovery, DTP-Cd0.5Zn0.5The Photocatalyzed Hydrogen Production activity of S nanocomposite is not yet thoroughly studied.This
In we prepare one kind on novel three dish alkene polymer DTP the precipitation method load zinc-cadmium sulfide Cd0.5Zn0.5The composite photocatalyst of S
Agent, novel three dish alkene polymer DTP stability is high, using it as research object, the results showed that, prepared DTP-Cd0.5Zn0.5S
Nanocomposite shows sizable production hydrogen efficiency.Therefore, researching and developing this novel composite photo-catalyst is ten
Divide significant.
Summary of the invention
The technical problem to be solved by the present invention is to：Based on the above issues, the present invention provides a kind of novel three dish alkene polymer
Material DTP/ zinc-cadmium sulfide Cd0.5Zn0.5The preparation method of S composite photo-catalyst.
The present invention solves a technical solution used by its technical problem：A kind of novel three dish alkene polymer material
DTP doped zinc sulphide cadmium Cd0.5Zn0.5The preparation method of S composite photo-catalyst, includes the following steps：
(1)Cd0.5Zn0.5The preparation of S
By Na2The Cd (OAc) containing stoichiometry is added dropwise in S aqueous solution2·2H2O and Zn (OAc)2·2H2O's is water-soluble
In liquid (40mL) (n (Cd)+n (Zn)=0.02mol), it is stirred at room temperature for 24 hours.Then, product is filtered, and uses deionized water
It washs for several times, the dry 5h in 80 DEG C of baking ovens.
(2) preparation of DTP
a：Three dish alkene are placed in 100mL three-necked flask, dense HNO is added3(50mL), mixture heating stirring at 75 DEG C
For 24 hours, and reflux condensation mode.Reaction solution is brown solution, is cooled to room temperature, is subsequently poured into H2Stirring in O (1000mL)
30min.Sediment is collected, is washed with distilled water, then dries in air.Crude product eluant dichloromethane/petroleum ether
(1:1) it purifies, obtains 2,6,14- trinitro- of white solid product, three dish alkene (2a) and 2,7,14- trinitro-, three dish alkene (2b).
b：Compound 2a or 2b are placed in the peak 50mL pipe, is added Raney's nickel Ni (~1.0g), under nitrogen protection, makes it
It is dissolved in and newly steams anhydrous THF (20mL), and inject hydrazine hydrate N with needle tubing2H4·H2O is into solution.Reaction is heated at 60 DEG C,
Until being cooled to room temperature mixture after being quenched, filter.Filtrate is concentrated to remove solvent in rotary evaporation, obtains quantitative production
The three dish alkene (3b) of three dish alkene (3a) of white solid product 2,6,14- triamido and 2,7,14- triamido of rate.
c：Compound 3a or 3b are set in a round bottom flask, is added water (10mL), is added concentrated hydrobromic acid HBr (3mL), make
It is cooling in ice salt bath；Sodium nitrite NaNO is slowly added dropwise thereto2Aqueous solution (5mL), stir 20min after, will mix
Object is slowly added into the reflux mixture of cuprous bromide CuBr and concentrated hydrobromic acid HBr (5mL).Mixture is flowed back 2h, it is cooling,
Then it is extracted with methylene chloride (30mL × 3).The extract liquor of the merging is washed with water (20mL × 2), then uses anhydrous sodium sulfate
Na2SO4It dries, filters, revolving removes solvent.Product is subjected to chromatographic isolation, with methylene chloride and petroleum ether (1:10) it is used as and washes
De- liquid, obtains 2,6,14- tribromo of white solid product, three dish alkene (4a) and 2,7,14- tribromo, three dish alkene (4b).
d：4a or 4b is added in peak pipe, 4,4 '-biphenyl hypoboric acid, acid chloride Pd (Ac) are sequentially added2, triphenyl phosphorus
PPh3, potassium carbonate K2CO3(successively molar ratio is 1 to substance:1.5:0.0321:0.075:7.929), vacuum and exchange nitrogen keeps its molten
Solution reinjects 10mL deionized water in 25mL tetrahydrofuran THF, is warming up to 65 DEG C, reacts 12h.It is cooled to room temperature, filters,
THF is washed twice, and twice, dehydrated alcohol is washed twice, in 50 DEG C of vacuum drying 10h, obtains the fluffy shaped polymer of dark-brown for washing
5a and 5b.
(3) three dish alkene polymer DTP/ zinc-cadmium sulfide Cd0.5Zn0.5The preparation of S composite photo-catalyst
a:By acetic acid dihydrate cadmium Cd (OAc)2·2H2O and acetic acid dihydrate zinc Zn (OAc)2·2H2It is small that O is put into 100mL
In beaker, be added 30mL distilled water, stirring at normal temperature 10min to dissolve, the DTP of certain mass is added, to solution in be added dropwise 1mL without
Water-ethanol；
b:By anhydrous sodium sulfide Na2S is put into 100mL small beaker, makes it dissolve in 30mL distilled water, and it is molten to draw this with dropper
Liquid instills solution described in a dropwise, is stirred at room temperature for 24 hours.Centrifugation, twice, dehydrated alcohol is washed twice for washing, drying.
Further, Cd (OAc) in the step (1)2·2H2O and Zn (OAc)2·2H2The molar ratio of O is 1：1；
Further, product 4a or 4b and 4 in the step (2) d, 4 '-biphenyl hypoboric acid, acid chloride Pd (OAc)2,
Triphenyl phosphorus PPh3, potassium carbonate K2CO3The successively molar ratio of substance is 1:1.5:0.0321:0.075:7.929；
Further, DTP in the step (3):Cd0.5Zn0.5S mass ratio is respectively 1:10,1:5,1:1；
Further, the step (3) conditional temperature is room temperature, and the reaction time is for 24 hours.
Three dish alkene capillary copolymer material DTP/ zinc-cadmium sulfide Cd0.5Zn0.5The application of S composite catalyst is used for photocatalysis
Hydrogen production by water decomposition carries out as steps described below：
a:Photocatalytic hydrogen production by water decomposition system is divided into light source, and gas generates and collection device three parts, and gas is generated and received
Acquisition means include Photoreactor and gas-circulating system two parts, and the gas analyzing apparatus in photocatalytic hydrogen production by water decomposition system is
Chromatography of gases, target detection thing are hydrogen and oxygen, and chromatographic column selects 5A molecular sieve, and high-purity argon gas (99.999% is selected in carrier gas
Ar).This experiment produces hydrogen storage equipment and is provided by Beijing Bo Feilai Science and Technology Ltd..
b:Under magnetic stirring by three dish alkene polymer DTP/ zinc-cadmium sulfide Cd of composite material0.5Zn0.5S and sacrifice agent vulcanize
Sodium Na2S and sodium sulfite Na2SO3It is dissolved in 100mL deionized water, ultrasonic 30min, particle point is kept using strength magnetic agitation
It dissipates uniformly, is vacuumized to hydrogen reactor is produced, pressure maintaining operation, under xenon lamp irradiation, every 20min automatic sampling is primary, produces hydrogen
Sustained response 3h.The DTP-Cd of different quality ratio is measured with the mole of the generation hydrogen of reaction 3h0.5Zn0.5S complex light is urged
The Photocatalyzed Hydrogen Production activity of agent.
The beneficial effects of the invention are as follows：The preparation method is relatively simple, and preparation condition is easy to control, three prepared dish alkene
Polymer DTP doped zinc sulphide cadmium Cd0.5Zn0.5S composite photo-catalyst has many advantages, such as pollution-free, high catalytic efficiency, has one
Fixed application value.Detailed description of the invention
The following further describes the present invention with reference to the drawings.
Fig. 1 is the DTP-Cd that the embodiment of the present invention 1 is prepared0.5Zn0.5The transmission electron microscope picture (a) of S composite photo-catalyst
With scanning electron microscope (SEM) photograph (b)；
Fig. 2 is the three dish alkene polymer DTP doped zinc sulphide cadmium Cd that the embodiment of the present invention 1 is prepared0.5Zn0.5S is compound
The X-ray diffractogram of photochemical catalyst；
Fig. 3 is the three dish alkene polymer DTP doped zinc sulphide cadmium Cd that the embodiment of the present invention 1 is prepared0.5Zn0.5S is compound
Photochemical catalyst produces the activity figure of hydrogen.
Specific embodiment
Presently in connection with specific embodiment, the invention will be further described, following embodiment be intended to illustrate invention rather than
Limitation of the invention further.
Embodiment 1
(1)Cd0.5Zn0.5The preparation of S
By Na2S (1.5608g, 20mmol) is dissolved in 40mL deionized water, is added Cd (OAc)2·2H2O (2.305g,
10mmol) and Zn (OAc)2·2H2In the aqueous solution 40mL of O (1.8348g, 10mmol), it is stirred at room temperature for 24 hours.Then, will
Product filtering, and be washed with deionized for several times, the dry 5h in 80 DEG C of baking ovens.
(2) preparation of DTP
a：Three dish alkene (1.25g, 5mmol) are placed in three-necked flask, dense HNO is added350mL, mixture is at 75 DEG C
Heating stirring for 24 hours, and reflux condensation mode.Reaction solution is brown solution, is cooled to room temperature, is subsequently poured into H2O(1000mL)
Middle stirring 30min.Sediment is collected, is washed with distilled water, then dries in air.Crude product with eluant dichloromethane/
Petroleum ether (1:1) it purifies, obtains 2,6,14- trinitro- of white solid product, three dish alkene (2a) and 2,7,14- trinitro-, three dish alkene
(2b)。
b：Compound 2a or 2b (1.0g, 2.6mmol) are placed in the peak 50ml pipe, are added Raney's nickel Ni (~1.0g),
It under nitrogen protection, makes it dissolve in newly steaming anhydrous THF (20mL), and injects hydrazine hydrate N with needle tubing2H4·H2O (1.5mL) is extremely molten
In liquid.Reaction is heated at 60 DEG C, until being cooled to room temperature mixture after being quenched, is filtered.Filtrate is concentrated in rotary evaporation
To remove solvent, 2,6,14- triamido of white solid product, the three dish alkene (3a) and 2 of quantitative yield, 7,14- triamidos three are obtained
Dish alkene (3b).
c：Compound 3a or 3b (1.0g, 3.6mmol) are set in a round bottom flask, is added water (10mL), adds dense hydrogen
Bromic acid HBr (3mL) keeps it cooling in ice salt bath；Sodium nitrite NaNO is slowly added dropwise thereto2(0.8g, 12.6mmol's)
Mixture is slowly added into cuprous bromide CuBr (2.2g, 15.0mmol) and dense hydrogen bromine after stirring 20min by aqueous solution (5mL)
In the reflux mixture of sour HBr (5mL).Mixture is flowed back 2h, it is cooling, then extracted with methylene chloride (30mL × 3).The conjunction
And extract liquor washed with water (20mL × 2), then use anhydrous sodium sulfate Na2SO4It dries, filters, revolving removes solvent.It will produce
Object carries out chromatographic isolation, with methylene chloride and petroleum ether (1:10) it is used as eluent, obtains 2,6,14- tribromo of white solid product
Three dish alkene (4b) of three dish alkene (4a) and 2,7,14- tribromo.
d：4a or 4b (0.2g, 0.4mmol) are added in peak pipe, add 4,4 '-biphenyl hypoboric acid (0.1572g,
0.65mmol), acid chloride Pd (OAc)2(0.0029g, 0.0128mmol), triphenyl phosphorus PPh3(0.0079g, 0.03mmol), carbon
Sour potassium K2CO3(0.4383g, 3.1716mmol), vacuum and exchange nitrogen make it dissolve in 25mL tetrahydrofuran THF, reinject
10mL deionized water is warming up to 65 DEG C, reacts 12h.It is cooled to room temperature, filters, THF is washed twice, and is washed twice, dehydrated alcohol
It washes twice, in 50 DEG C of vacuum drying 10h, obtains the fluffy shaped polymer 5a and 5b of dark-brown.
(3) three dish alkene polymer DTP/ zinc-cadmium sulfide Cd0.5Zn0.5The preparation of S composite photo-catalyst
a:By acetic acid dihydrate cadmium Cd (OAc)2·2H2O (0.0953g, 0.4134mmol) and acetic acid dihydrate zinc Zn
(OAc)2·2H2O (0.0758g, 0.4134mmol) is put into 100mL small beaker, and 30mL distilled water, stirring at normal temperature 10min is added
To dissolution, DTP 20mg is added, to solution in 1mL dehydrated alcohol is added dropwise；
b:By anhydrous sodium sulfide Na2S (0.0645g, 0.8268mmol) is put into 100mL small beaker, makes it dissolve in 30mL
Distilled water draws the solution with dropper, instills solution described in a dropwise, is stirred at room temperature for 24 hours.Centrifugation is washed twice, anhydrous second
Alcohol is washed twice, drying, and obtaining mass ratio is 1:5 DTP1 [Cd0.5Zn0.5S]5。
Scanning electron microscope (SEM) photograph is as shown in Figure 1, as can be seen from Fig., three dish alkene polymer DTP of present embodiment preparation are adulterated
Zinc-cadmium sulfide Cd0.5Zn0.5The pattern of S composite photo-catalyst is the vulcanization of three dish alkene polymer DTP area load graininess of sheet
Zinc cadmium Cd0.5Zn0.5S, and be distributed more uniform.
X ray diffracting spectrum is as shown in Fig. 2, as seen from the figure, three dish alkene polymer DTP doped zinc sulphide cadmiums of preparation
Cd0.5Zn0.5S composite photo-catalyst XRD diffraction can be seen in the figure at 27.5 °, 44.8 °, and 53.9 ° zinc-cadmium sulfide occur
Cd0.5Zn0.5The characteristic diffraction peak of S.Therefore, three dish alkene polymer DTP and zinc-cadmium sulfide Cd can be proved0.5Zn0.5S is compounded in one
It rises, and has not been changed itself crystal form, this is consistent with the result of Electronic Speculum.
(4) light-catalyzed reaction
It is under magnetic stirring 1 by 10mg mass ratio:5 DTP1 [Cd0.5Zn0.5S] 5 composite materials and vulcanized sodium Na2S
(2.7314g, 25mmol), anhydrous sodium sulfite Na2SO3(3.1510g, 35mmol) is dissolved in 100mL deionized water, ultrasound
30min keeps particle to be uniformly dispersed using strength magnetic agitation, vacuumizes to hydrogen reactor is produced, pressure maintaining operation, in xenon lamp
Under irradiation, every 20min automatic sampling is primary, produces hydrogen sustained response 3h, carries out 9 hydrogen acquisitions.By comparing light reaction 3h's
The mole of hydrogen is generated to measure the Photocatalyzed Hydrogen Production activity of the composite photo-catalyst of different quality ratio.
With above method to different quality ratio (1:10,1:5,1:1) three dish alkene polymers/zinc-cadmium sulfide composite photocatalyst
Agent and simple DTP and Cd0.5The production hydrogen activity of Zn0.5S is compared, and as seen from Figure 3, in 3h, hydrogen output is had reached
Volume 54.65mL, 2439.81 μm of ol of mole, it is seen that prepared DTP@Cd0.5Zn0.5S composite photo-catalyst is with higher
Photocatalytic activity.
Claims (5)
1. three dish alkene polymer DTP/ zinc-cadmium sulfide Cd of one kind0.5Zn0.5The preparation method of S composite photo-catalyst, which is characterized in that
Include the following steps：
(1)Cd0.5Zn0.5The preparation of S
By Na2The Cd (OAc) containing stoichiometry is added dropwise in S aqueous solution2·2H2O and Zn (OAc)2·2H2The aqueous solution of O
In (40mL) (n (Cd)+n (Zn)=0.02mol), it is stirred at room temperature for 24 hours.Then, product is filtered, and be washed with deionized water
It washs for several times, the dry 5h in 80 DEG C of baking ovens.
(2) preparation of DTP
a：Three dish alkene are placed in 100mL three-necked flask, dense HNO is added3(50mL), mixture at 75 DEG C heating stirring for 24 hours,
And reflux condensation mode.Reaction solution is brown solution, is cooled to room temperature, is subsequently poured into H230min is stirred in O (1000mL).
Sediment is collected, is washed with distilled water, then dries in air.Crude product eluant dichloromethane/petroleum ether (1:1) it mentions
It is pure, obtain 2,6,14- trinitro- of white solid product, three dish alkene (2a) and 2,7,14- trinitro-, three dish alkene (2b).
b：Compound 2a or 2b are placed in the peak 50mL pipe, is added Raney's nickel Ni (~1.0g), under nitrogen protection, makes it dissolve
Hydrazine hydrate N is injected in newly steaming anhydrous THF (20mL), and with needle tubing2H4·H2O is into solution.Reaction is heated at 60 DEG C, until
After being quenched, mixture is cooled to room temperature, is filtered.Filtrate is concentrated to remove solvent in rotary evaporation, obtains quantitative yield
Three dish alkene (3b) of three dish alkene (3a) of white solid product 2,6,14- triamido and 2,7,14- triamido.
c：By compound 3a or 3b set in a round bottom flask, be added water (10mL), add concentrated hydrobromic acid HBr (3mL), make its
It is cooling in ice salt bath；Sodium nitrite NaNO is slowly added dropwise thereto2Aqueous solution (5mL), stir 20min after, mixture is delayed
Slowly it is added in the reflux mixture of cuprous bromide CuBr and concentrated hydrobromic acid HBr (5mL).Mixture is flowed back 2h, it is cooling, then
It is extracted with methylene chloride (30mL × 3).The extract liquor of the merging is washed with water (20mL × 2), then uses anhydrous sodium sulfate Na2SO4
It dries, filters, revolving removes solvent.Product is subjected to chromatographic isolation, with methylene chloride and petroleum ether (1:10) it is used as eluent,
Obtain three dish alkene (4b) of three dish alkene (4a) of white solid product 2,6,14- tribromo and 2,7,14- tribromo.
d：4a or 4b is added in peak pipe, 4,4 '-biphenyl hypoboric acid, acid chloride Pd (Ac) are sequentially added2, triphenyl phosphorus PPh3,
Potassium carbonate K2CO3(successively molar ratio is 1 to substance:1.5:0.0321:0.075:7.929), vacuum and exchange nitrogen, make it dissolve in
In 25mL tetrahydrofuran THF, 10mL deionized water is reinjected, is warming up to 65 DEG C, reacts 12h.It is cooled to room temperature, filters, THF is washed
Wash twice, twice, dehydrated alcohol is washed twice for washing, in 50 DEG C of vacuum drying 10h, obtain the fluffy shaped polymer 5a of dark-brown with
5b。
(3) three dish alkene polymer DTP/ zinc-cadmium sulfide Cd0.5Zn0.5The preparation of S composite photo-catalyst
a:By acetic acid dihydrate cadmium Cd (OAc)2·2H2O and acetic acid dihydrate zinc Zn (OAc)2·2H2O is put into 100mL small beaker
In, be added 30mL distilled water, stirring at normal temperature 10min to dissolve, the DTP of certain mass is added, to solution in be added dropwise the anhydrous second of 1mL
Alcohol；
b:By anhydrous sodium sulfide Na2S is put into 100mL small beaker, makes it dissolve in 30mL distilled water, draws the solution with dropper, by
Drop instills solution described in a, is stirred at room temperature for 24 hours.Centrifugation, twice, dehydrated alcohol is washed twice for washing, drying.
2. a kind of three dish alkene polymer DTP/ zinc-cadmium sulfide Cd according to claim 10.5Zn0.5S composite photo-catalyst
Preparation method, it is characterized in that：Cd (OAc) in the step (1)2·2H2O and Zn (OAc)2·2H2The molar ratio of O is 1:1.
3. a kind of three dish alkene polymer DTP/ zinc-cadmium sulfide Cd according to claim 10.5Zn0.5S composite photo-catalyst
Preparation method, it is characterized in that：4a or 4b and 4 in described step (2) d, 4 '-biphenyl hypoboric acid, acid chloride Pd (OAc)2, triphen
Base phosphorus PPh3, potassium carbonate K2CO3The successively molar ratio of substance is 1:1.5:0.0321:0.075:7.929；.
4. a kind of three dish alkene polymer DTP/ zinc-cadmium sulfide Cd according to claim 10.5Zn0.5S composite photo-catalyst
Preparation method, it is characterized in that：DTP in the step (3):Cd0.5Zn0.5S mass ratio is respectively 1:10,1:5,1:1.
5. a kind of three dish alkene polymer DTP/ zinc-cadmium sulfide Cd according to claim 10.5Zn0.5S composite photo-catalyst
Preparation method, it is characterized in that：Conditions Temperature is room temperature, and the reaction time is for 24 hours.
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