CN114789063B - Silicon-aluminum solid acid catalyst, preparation method and application - Google Patents
Silicon-aluminum solid acid catalyst, preparation method and application Download PDFInfo
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- CN114789063B CN114789063B CN202210708087.2A CN202210708087A CN114789063B CN 114789063 B CN114789063 B CN 114789063B CN 202210708087 A CN202210708087 A CN 202210708087A CN 114789063 B CN114789063 B CN 114789063B
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- 239000003054 catalyst Substances 0.000 title claims abstract description 51
- 239000011973 solid acid Substances 0.000 title claims abstract description 42
- CSDREXVUYHZDNP-UHFFFAOYSA-N alumanylidynesilicon Chemical compound [Al].[Si] CSDREXVUYHZDNP-UHFFFAOYSA-N 0.000 title abstract description 23
- 238000002360 preparation method Methods 0.000 title abstract description 13
- YAIQCYZCSGLAAN-UHFFFAOYSA-N [Si+4].[O-2].[Al+3] Chemical compound [Si+4].[O-2].[Al+3] YAIQCYZCSGLAAN-UHFFFAOYSA-N 0.000 claims abstract description 57
- 238000006243 chemical reaction Methods 0.000 claims abstract description 33
- 239000002253 acid Substances 0.000 claims abstract description 28
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 25
- 229910052710 silicon Inorganic materials 0.000 claims abstract description 25
- 239000010703 silicon Substances 0.000 claims abstract description 22
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims abstract description 21
- 229910052782 aluminium Inorganic materials 0.000 claims abstract description 21
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims abstract description 18
- MOADXICVXMBHET-UHFFFAOYSA-N tricyclohexylmethylphosphane Chemical group C1CCCCC1C(C1CCCCC1)(P)C1CCCCC1 MOADXICVXMBHET-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000000243 solution Substances 0.000 claims abstract description 15
- 229910018072 Al 2 O 3 Inorganic materials 0.000 claims abstract description 13
- 238000001035 drying Methods 0.000 claims abstract description 12
- LPSKDVINWQNWFE-UHFFFAOYSA-M tetrapropylazanium;hydroxide Chemical compound [OH-].CCC[N+](CCC)(CCC)CCC LPSKDVINWQNWFE-UHFFFAOYSA-M 0.000 claims abstract description 12
- 229910004298 SiO 2 Inorganic materials 0.000 claims abstract description 11
- 239000013078 crystal Substances 0.000 claims abstract description 11
- 229910021419 crystalline silicon Inorganic materials 0.000 claims abstract description 10
- 238000001027 hydrothermal synthesis Methods 0.000 claims abstract description 10
- 239000012670 alkaline solution Substances 0.000 claims abstract description 8
- 239000000463 material Substances 0.000 claims abstract description 5
- 239000003513 alkali Substances 0.000 claims abstract description 4
- 238000004140 cleaning Methods 0.000 claims abstract description 4
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 67
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 25
- 238000006555 catalytic reaction Methods 0.000 claims description 20
- 150000007524 organic acids Chemical class 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 10
- 239000000126 substance Substances 0.000 claims description 9
- 150000001720 carbohydrates Chemical class 0.000 claims description 8
- 150000007522 mineralic acids Chemical class 0.000 claims description 8
- 125000002843 carboxylic acid group Chemical group 0.000 claims description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 3
- DIZPMCHEQGEION-UHFFFAOYSA-H aluminium sulfate (anhydrous) Chemical group [Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O DIZPMCHEQGEION-UHFFFAOYSA-H 0.000 claims description 3
- 230000007062 hydrolysis Effects 0.000 claims description 3
- 238000006460 hydrolysis reaction Methods 0.000 claims description 3
- 230000035484 reaction time Effects 0.000 claims description 2
- 230000003197 catalytic effect Effects 0.000 abstract description 40
- 230000000052 comparative effect Effects 0.000 description 24
- 239000000047 product Substances 0.000 description 16
- 238000001914 filtration Methods 0.000 description 15
- 238000002791 soaking Methods 0.000 description 14
- 230000002378 acidificating effect Effects 0.000 description 13
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 8
- 230000000694 effects Effects 0.000 description 8
- 239000008103 glucose Substances 0.000 description 8
- 239000002994 raw material Substances 0.000 description 8
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 7
- 238000001816 cooling Methods 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- 239000002245 particle Substances 0.000 description 6
- 238000001179 sorption measurement Methods 0.000 description 6
- 239000013067 intermediate product Substances 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 125000000542 sulfonic acid group Chemical group 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 238000007171 acid catalysis Methods 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 3
- 239000011949 solid catalyst Substances 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 238000010668 complexation reaction Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000013618 particulate matter Substances 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 241001391944 Commicarpus scandens Species 0.000 description 1
- HMFHBZSHGGEWLO-SOOFDHNKSA-N D-ribofuranose Chemical compound OC[C@H]1OC(O)[C@H](O)[C@@H]1O HMFHBZSHGGEWLO-SOOFDHNKSA-N 0.000 description 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 1
- PYMYPHUHKUWMLA-LMVFSUKVSA-N Ribose Natural products OC[C@@H](O)[C@@H](O)[C@@H](O)C=O PYMYPHUHKUWMLA-LMVFSUKVSA-N 0.000 description 1
- 238000002441 X-ray diffraction Methods 0.000 description 1
- HMFHBZSHGGEWLO-UHFFFAOYSA-N alpha-D-Furanose-Ribose Natural products OCC1OC(O)C(O)C1O HMFHBZSHGGEWLO-UHFFFAOYSA-N 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- -1 citrate radical Chemical class 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000006911 enzymatic reaction Methods 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 150000005837 radical ions Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000002210 silicon-based material Substances 0.000 description 1
- 238000012430 stability testing Methods 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
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- 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
- B01J29/00—Catalysts comprising molecular sieves
- B01J29/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
- B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- B01J29/40—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the pentasil type, e.g. types ZSM-5, ZSM-8 or ZSM-11, as exemplified by patent documents US3702886, GB1334243 and US3709979, respectively
-
- 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
- B01J35/60—Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
- B01J35/61—Surface area
- B01J35/617—500-1000 m2/g
-
- 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
- B01J37/0009—Use of binding agents; Moulding; Pressing; Powdering; Granulating; Addition of materials ameliorating the mechanical properties of the product catalyst
- B01J37/0018—Addition of a binding agent or of material, later completely removed among others as result of heat treatment, leaching or washing,(e.g. forming of pores; protective layer, desintegrating by heat)
-
- 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
- B01J37/08—Heat treatment
- B01J37/10—Heat treatment in the presence of water, e.g. steam
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B39/00—Compounds having molecular sieve and base-exchange properties, e.g. crystalline zeolites; Their preparation; After-treatment, e.g. ion-exchange or dealumination
- C01B39/02—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof; Direct preparation thereof; Preparation thereof starting from a reaction mixture containing a crystalline zeolite of another type, or from preformed reactants; After-treatment thereof
- C01B39/36—Pentasil type, e.g. types ZSM-5, ZSM-8 or ZSM-11
- C01B39/38—Type ZSM-5
- C01B39/40—Type ZSM-5 using at least one organic template directing agent
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
-
- 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
- B01J2229/00—Aspects of molecular sieve catalysts not covered by B01J29/00
- B01J2229/10—After treatment, characterised by the effect to be obtained
- B01J2229/24—After treatment, characterised by the effect to be obtained to stabilize the molecular sieve structure
-
- 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
- B01J2229/00—Aspects of molecular sieve catalysts not covered by B01J29/00
- B01J2229/30—After treatment, characterised by the means used
- B01J2229/34—Reaction with organic or organometallic 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
- B01J2229/00—Aspects of molecular sieve catalysts not covered by B01J29/00
- B01J2229/30—After treatment, characterised by the means used
- B01J2229/37—Acid treatment
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Life Sciences & Earth Sciences (AREA)
- Geology (AREA)
- Biochemistry (AREA)
- Thermal Sciences (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Physics & Mathematics (AREA)
- Health & Medical Sciences (AREA)
- Inorganic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Catalysts (AREA)
Abstract
Description
Group of | Specific surface area (square meter/gram) |
Comparative example 2 | 220 |
Comparative example 3 | 687 |
Comparative example 4 | 691 |
Example 1 | 689 |
Example 2 | 743 |
Example 3 | 769 |
Example 4 | 791 |
Example 5 | 785 |
Group of | Catalytic ratio (%) |
Comparative example 1 | 90 |
Comparative example 2 | 65 |
Comparative example 3 | 86 |
Comparative example 4 | 79 |
Example 1 | 91 |
Example 2 | 93 |
Example 3 | 94 |
Example 4 | 96 |
Example 5 | 95 |
Item | First catalytic ratio (%) | Second catalytic ratio (%) | Third catalytic ratio (%) | Fourth catalytic ratio (%) | Fifth catalytic ratio (%) |
Comparative example 2 | 65 | 59 | 46 | 37 | 34 |
Comparative example 3 | 86 | 80 | 76 | 70 | 64 |
Comparative example 4 | 79 | 70 | 61 | 55 | 51 |
Example 1 | 91 | 89 | 85 | 78 | 72 |
Example 2 | 93 | 90 | 84 | 77 | 73 |
Example 3 | 94 | 92 | 89 | 85 | 79 |
Example 4 | 96 | 95 | 90 | 86 | 81 |
Example 5 | 95 | 93 | 90 | 84 | 79 |
Claims (6)
Priority Applications (1)
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CN114789063B true CN114789063B (en) | 2022-10-11 |
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CN114984978B (en) | 2022-07-28 | 2022-11-04 | 浙江晟格生物科技有限公司 | Solid acid catalyst for preparing D-galactose and preparation method thereof |
CN115006967B (en) * | 2022-08-04 | 2022-11-18 | 浙江晨阳新材料有限公司 | Method and device for treating alcohol-containing waste gas in fuel cell production |
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JP4176282B2 (en) * | 2000-04-21 | 2008-11-05 | 三菱重工業株式会社 | Method for producing mesoporous inorganic porous material |
US7585490B2 (en) * | 2005-04-15 | 2009-09-08 | University Of Iowa Research Foundation | Synthesis and use of nanocrystalline zeolites |
US8309486B2 (en) * | 2009-10-29 | 2012-11-13 | China Petroleum Chemical Corporation | Composite solid acid catalyst, preparing process and application in the alkylation |
CN106276964B (en) * | 2015-06-02 | 2019-03-22 | 中国石油化工股份有限公司 | A kind of transgranular phosphorous ZSM-5 molecular sieve and preparation method thereof |
CN106276966B (en) * | 2015-06-02 | 2019-03-22 | 中国石油化工股份有限公司 | A kind of alkali metal-free system synthetic method of transgranular phosphorous ZSM-5 molecular sieve |
CN107199028B (en) * | 2016-03-18 | 2020-03-24 | 中国石油化工股份有限公司 | Solid acid catalyst, preparation method and application thereof, and method for preparing furfural compound |
CN108264057B (en) * | 2016-12-30 | 2020-09-04 | 中国石油天然气股份有限公司 | Method for solid-phase synthesis of wettability-controllable ZSM-5 zeolite |
CN107029795A (en) * | 2017-04-24 | 2017-08-11 | 东莞市佳乾新材料科技有限公司 | A kind of zeolite molecular sieve catalyst based on load acid and its application in gasoline alkylate |
KR102621017B1 (en) * | 2017-10-26 | 2024-01-08 | 차이나 페트로리움 앤드 케미컬 코포레이션 | Molecular sieve with mesopores, manufacturing method and application thereof |
CN108160101B (en) * | 2018-01-02 | 2019-01-22 | 中国矿业大学 | A kind of methanol-to-olefin catalyst and its preparation method and application |
CN108889333B (en) * | 2018-07-05 | 2021-06-01 | 中国矿业大学 | Method for preparing solid acid catalyst by loading sulfated zirconia on HZSM-5 molecular sieve and application |
CN110902692A (en) * | 2018-09-18 | 2020-03-24 | 中国石油天然气股份有限公司 | Synthetic method capable of improving wettability of ZSM-5 zeolite molecular sieve |
CN110342535A (en) * | 2019-08-12 | 2019-10-18 | 中山大学 | A kind of preparation method for the porous HZSM-5 zeolite molecular sieve that soda acid is modified |
CN112808299B (en) * | 2019-11-18 | 2022-05-03 | 中国石油化工股份有限公司 | Solid acid alkylation catalyst and preparation method thereof |
CN111330630B (en) * | 2020-03-18 | 2022-12-13 | 国家能源集团宁夏煤业有限责任公司 | Molecular sieve catalyst, preparation method thereof and liquefied petroleum gas alkylation reaction method |
CN112138708B (en) * | 2020-10-23 | 2022-10-21 | 山东岩海建设资源有限公司 | Solid acid catalyst and preparation method and application thereof |
CN113528176B (en) * | 2021-08-18 | 2022-11-29 | 陕西理工大学 | Preparation method of biomass liquid fuel |
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