CN102513147A - 一种制备二甲胺的分子筛催化剂的制备方法 - Google Patents
一种制备二甲胺的分子筛催化剂的制备方法 Download PDFInfo
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- CN102513147A CN102513147A CN2011103278034A CN201110327803A CN102513147A CN 102513147 A CN102513147 A CN 102513147A CN 2011103278034 A CN2011103278034 A CN 2011103278034A CN 201110327803 A CN201110327803 A CN 201110327803A CN 102513147 A CN102513147 A CN 102513147A
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- 239000003054 catalyst Substances 0.000 title claims abstract description 73
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 title claims abstract description 67
- 239000002808 molecular sieve Substances 0.000 title claims abstract description 34
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 title claims abstract description 34
- 238000002360 preparation method Methods 0.000 title claims abstract description 10
- 238000000034 method Methods 0.000 claims abstract description 32
- 238000005342 ion exchange Methods 0.000 claims abstract description 24
- 229910052761 rare earth metal Inorganic materials 0.000 claims abstract description 19
- 150000002910 rare earth metals Chemical class 0.000 claims abstract description 17
- VXEGSRKPIUDPQT-UHFFFAOYSA-N 4-[4-(4-methoxyphenyl)piperazin-1-yl]aniline Chemical compound C1=CC(OC)=CC=C1N1CCN(C=2C=CC(N)=CC=2)CC1 VXEGSRKPIUDPQT-UHFFFAOYSA-N 0.000 claims abstract description 15
- 239000005049 silicon tetrachloride Substances 0.000 claims abstract description 15
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims abstract description 11
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 10
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims abstract description 10
- 150000001342 alkaline earth metals Chemical class 0.000 claims abstract description 10
- 238000005470 impregnation Methods 0.000 claims abstract description 9
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims abstract description 6
- 229910017604 nitric acid Inorganic materials 0.000 claims abstract description 6
- 239000000243 solution Substances 0.000 claims description 20
- 238000001914 filtration Methods 0.000 claims description 17
- 239000007787 solid Substances 0.000 claims description 16
- 238000005406 washing Methods 0.000 claims description 16
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims description 15
- 239000010457 zeolite Substances 0.000 claims description 15
- 229910021536 Zeolite Inorganic materials 0.000 claims description 14
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 10
- 229910001413 alkali metal ion Inorganic materials 0.000 claims description 9
- 229910001420 alkaline earth metal ion Inorganic materials 0.000 claims description 9
- 229910001593 boehmite Inorganic materials 0.000 claims description 9
- FAHBNUUHRFUEAI-UHFFFAOYSA-M hydroxidooxidoaluminium Chemical compound O[Al]=O FAHBNUUHRFUEAI-UHFFFAOYSA-M 0.000 claims description 9
- 239000012266 salt solution Substances 0.000 claims description 9
- -1 alkali metal salt Chemical class 0.000 claims description 6
- 238000007598 dipping method Methods 0.000 claims description 6
- 238000001035 drying Methods 0.000 claims description 6
- 229910052680 mordenite Inorganic materials 0.000 claims description 6
- 238000010792 warming Methods 0.000 claims description 6
- 229910052675 erionite Inorganic materials 0.000 claims description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract description 108
- 238000006243 chemical reaction Methods 0.000 abstract description 39
- 150000001340 alkali metals Chemical class 0.000 abstract description 6
- 238000000465 moulding Methods 0.000 abstract description 3
- VXAUWWUXCIMFIM-UHFFFAOYSA-M aluminum;oxygen(2-);hydroxide Chemical compound [OH-].[O-2].[Al+3] VXAUWWUXCIMFIM-UHFFFAOYSA-M 0.000 abstract 1
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 38
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 29
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 22
- 229910021529 ammonia Inorganic materials 0.000 description 14
- 238000012986 modification Methods 0.000 description 10
- 230000004048 modification Effects 0.000 description 10
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
- 230000000694 effects Effects 0.000 description 8
- 230000008569 process Effects 0.000 description 8
- 239000011230 binding agent Substances 0.000 description 7
- 239000011734 sodium Substances 0.000 description 7
- 238000005303 weighing Methods 0.000 description 7
- 230000004913 activation Effects 0.000 description 6
- 239000004411 aluminium Substances 0.000 description 6
- 229910052782 aluminium Inorganic materials 0.000 description 6
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 5
- 230000008859 change Effects 0.000 description 5
- 239000007789 gas Substances 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 239000010703 silicon Substances 0.000 description 5
- 229910052710 silicon Inorganic materials 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 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 4
- 230000003197 catalytic effect Effects 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 238000005576 amination reaction Methods 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 3
- 238000006555 catalytic reaction Methods 0.000 description 3
- 238000005229 chemical vapour deposition Methods 0.000 description 3
- NGDQQLAVJWUYSF-UHFFFAOYSA-N 4-methyl-2-phenyl-1,3-thiazole-5-sulfonyl chloride Chemical compound S1C(S(Cl)(=O)=O)=C(C)N=C1C1=CC=CC=C1 NGDQQLAVJWUYSF-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- 238000013459 approach Methods 0.000 description 2
- 239000002738 chelating agent Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 238000012856 packing Methods 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- 239000011574 phosphorus Substances 0.000 description 2
- SIOXPEMLGUPBBT-UHFFFAOYSA-N picolinic acid Chemical compound OC(=O)C1=CC=CC=N1 SIOXPEMLGUPBBT-UHFFFAOYSA-N 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000012808 vapor phase Substances 0.000 description 2
- KBIWNQVZKHSHTI-UHFFFAOYSA-N 4-n,4-n-dimethylbenzene-1,4-diamine;oxalic acid Chemical compound OC(=O)C(O)=O.CN(C)C1=CC=C(N)C=C1 KBIWNQVZKHSHTI-UHFFFAOYSA-N 0.000 description 1
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
- 229910052684 Cerium Inorganic materials 0.000 description 1
- 238000006424 Flood reaction Methods 0.000 description 1
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Natural products OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 1
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 1
- 229910003902 SiCl 4 Inorganic materials 0.000 description 1
- 229910003910 SiCl4 Inorganic materials 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 229960004217 benzyl alcohol Drugs 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- 238000005341 cation exchange Methods 0.000 description 1
- GWXLDORMOJMVQZ-UHFFFAOYSA-N cerium Chemical compound [Ce] GWXLDORMOJMVQZ-UHFFFAOYSA-N 0.000 description 1
- 239000013522 chelant Substances 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
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- 239000000446 fuel Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 239000003349 gelling agent Substances 0.000 description 1
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- 238000005984 hydrogenation reaction Methods 0.000 description 1
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- 239000007791 liquid phase Substances 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 229910001629 magnesium chloride Inorganic materials 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 150000003956 methylamines Chemical class 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 150000002903 organophosphorus compounds Chemical class 0.000 description 1
- 229940081066 picolinic acid Drugs 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
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- 238000012216 screening Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- FDNAPBUWERUEDA-UHFFFAOYSA-N silicon tetrachloride Chemical compound Cl[Si](Cl)(Cl)Cl FDNAPBUWERUEDA-UHFFFAOYSA-N 0.000 description 1
- 239000011973 solid acid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
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- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 230000007306 turnover Effects 0.000 description 1
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- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
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Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN110833863A (zh) * | 2018-08-17 | 2020-02-25 | 中国石油化工股份有限公司 | 催化裂化催化剂及其制备方法和应用 |
CN110833861A (zh) * | 2018-08-17 | 2020-02-25 | 中国石油化工股份有限公司 | 改性y型分子筛及其制备方法 |
CN110833856A (zh) * | 2018-08-17 | 2020-02-25 | 中国石油化工股份有限公司 | 改性y型分子筛及其制备方法 |
CN110833860A (zh) * | 2018-08-17 | 2020-02-25 | 中国石油化工股份有限公司 | 催化裂化催化剂及其制备方法和应用 |
CN110833855A (zh) * | 2018-08-17 | 2020-02-25 | 中国石油化工股份有限公司 | 催化裂化催化剂及其制备方法和应用 |
CN112714670A (zh) * | 2018-08-30 | 2021-04-27 | 沙特基础工业全球技术公司 | 具有改良异构化的芳构化催化剂、其制造和使用方法 |
CN114426488A (zh) * | 2020-10-10 | 2022-05-03 | 中国石油化工股份有限公司 | 一种甲醇胺化制备甲胺的方法 |
CN116273144A (zh) * | 2023-03-17 | 2023-06-23 | 湖北兴发化工集团股份有限公司 | 改性丝光沸石制备高比例一甲胺催化剂的制备方法及产品 |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN85100759A (zh) * | 1985-04-01 | 1986-09-03 | 中国科学院山西煤炭化学研究所 | 沸石分子筛催化剂及其制备 |
CN1302692A (zh) * | 1999-10-22 | 2001-07-11 | 中国石油化工集团公司北京化工研究院 | 高比例二甲胺催化剂及其制法 |
-
2011
- 2011-10-25 CN CN201110327803.4A patent/CN102513147B/zh not_active Expired - Fee Related
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN85100759A (zh) * | 1985-04-01 | 1986-09-03 | 中国科学院山西煤炭化学研究所 | 沸石分子筛催化剂及其制备 |
CN1302692A (zh) * | 1999-10-22 | 2001-07-11 | 中国石油化工集团公司北京化工研究院 | 高比例二甲胺催化剂及其制法 |
Non-Patent Citations (1)
Title |
---|
徐青等: "化学液相沉积与沸石择形催化性能", 《催化学报》, vol. 19, no. 4, 31 July 1998 (1998-07-31), pages 349 - 353 * |
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN110833861B (zh) * | 2018-08-17 | 2022-05-03 | 中国石油化工股份有限公司 | 改性y型分子筛及其制备方法 |
CN110833861A (zh) * | 2018-08-17 | 2020-02-25 | 中国石油化工股份有限公司 | 改性y型分子筛及其制备方法 |
CN110833856A (zh) * | 2018-08-17 | 2020-02-25 | 中国石油化工股份有限公司 | 改性y型分子筛及其制备方法 |
CN110833860A (zh) * | 2018-08-17 | 2020-02-25 | 中国石油化工股份有限公司 | 催化裂化催化剂及其制备方法和应用 |
CN110833855A (zh) * | 2018-08-17 | 2020-02-25 | 中国石油化工股份有限公司 | 催化裂化催化剂及其制备方法和应用 |
CN110833863A (zh) * | 2018-08-17 | 2020-02-25 | 中国石油化工股份有限公司 | 催化裂化催化剂及其制备方法和应用 |
CN110833863B (zh) * | 2018-08-17 | 2022-05-03 | 中国石油化工股份有限公司 | 催化裂化催化剂及其制备方法和应用 |
CN110833856B (zh) * | 2018-08-17 | 2022-05-03 | 中国石油化工股份有限公司 | 改性y型分子筛及其制备方法 |
CN110833860B (zh) * | 2018-08-17 | 2022-05-03 | 中国石油化工股份有限公司 | 催化裂化催化剂及其制备方法和应用 |
CN110833855B (zh) * | 2018-08-17 | 2022-05-03 | 中国石油化工股份有限公司 | 催化裂化催化剂及其制备方法和应用 |
CN112714670A (zh) * | 2018-08-30 | 2021-04-27 | 沙特基础工业全球技术公司 | 具有改良异构化的芳构化催化剂、其制造和使用方法 |
CN114426488A (zh) * | 2020-10-10 | 2022-05-03 | 中国石油化工股份有限公司 | 一种甲醇胺化制备甲胺的方法 |
CN116273144A (zh) * | 2023-03-17 | 2023-06-23 | 湖北兴发化工集团股份有限公司 | 改性丝光沸石制备高比例一甲胺催化剂的制备方法及产品 |
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Address after: 100010 Chaoyangmen North Street, Dongcheng District, Dongcheng District, Beijing Co-patentee after: CNOOC TIANJIN CHEMICAL RESEARCH & DESIGN INSTITUTE Co.,Ltd. Patentee after: CHINA NATIONAL OFFSHORE OIL Corp. Address before: 100010 Chaoyangmen North Street, Dongcheng District, Dongcheng District, Beijing Co-patentee before: CNOOC Tianjin Chemical Research & Design Institute Patentee before: CHINA NATIONAL OFFSHORE OIL Corp. |
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Granted publication date: 20140604 |
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