CN104084206A - Aromatic amine hydrogenation catalyst recycling method - Google Patents
Aromatic amine hydrogenation catalyst recycling method Download PDFInfo
- Publication number
- CN104084206A CN104084206A CN201410265355.3A CN201410265355A CN104084206A CN 104084206 A CN104084206 A CN 104084206A CN 201410265355 A CN201410265355 A CN 201410265355A CN 104084206 A CN104084206 A CN 104084206A
- Authority
- CN
- China
- Prior art keywords
- catalyst
- hydrogenation
- aromatic amine
- enters
- sedimentation separation
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000003054 catalyst Substances 0.000 title claims abstract description 115
- 238000005984 hydrogenation reaction Methods 0.000 title claims abstract description 66
- 238000000034 method Methods 0.000 title claims abstract description 34
- 150000004982 aromatic amines Chemical class 0.000 title claims abstract description 22
- 238000004064 recycling Methods 0.000 title abstract description 6
- 238000000926 separation method Methods 0.000 claims abstract description 62
- 238000004062 sedimentation Methods 0.000 claims abstract description 51
- 239000012528 membrane Substances 0.000 claims abstract description 22
- 239000007788 liquid Substances 0.000 claims abstract description 21
- 230000000694 effects Effects 0.000 claims abstract 3
- 238000007599 discharging Methods 0.000 claims description 25
- 239000012530 fluid Substances 0.000 claims description 20
- 230000000149 penetrating effect Effects 0.000 claims description 20
- 238000005374 membrane filtration Methods 0.000 claims description 8
- 239000002245 particle Substances 0.000 claims description 7
- 238000006243 chemical reaction Methods 0.000 claims description 6
- 239000011148 porous material Substances 0.000 claims description 6
- -1 aromatic nitro compound Chemical class 0.000 claims description 5
- 239000012141 concentrate Substances 0.000 claims description 5
- 229910052751 metal Inorganic materials 0.000 claims description 5
- 239000002184 metal Substances 0.000 claims description 5
- 239000002002 slurry Substances 0.000 claims description 5
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 4
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 4
- 238000009903 catalytic hydrogenation reaction Methods 0.000 claims description 3
- 229910052741 iridium Inorganic materials 0.000 claims description 2
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052763 palladium Inorganic materials 0.000 claims description 2
- 229910052697 platinum Inorganic materials 0.000 claims description 2
- 229910052703 rhodium Inorganic materials 0.000 claims description 2
- 239000010948 rhodium Substances 0.000 claims description 2
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims description 2
- 239000002699 waste material Substances 0.000 abstract description 2
- 238000001914 filtration Methods 0.000 abstract 5
- 239000006228 supernatant Substances 0.000 abstract 3
- 239000000463 material Substances 0.000 abstract 2
- 238000012545 processing Methods 0.000 description 14
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 description 8
- 239000000843 powder Substances 0.000 description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 238000009776 industrial production Methods 0.000 description 3
- VOZKAJLKRJDJLL-UHFFFAOYSA-N 2,4-diaminotoluene Chemical compound CC1=CC=C(N)C=C1N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 239000000919 ceramic Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- NTBYINQTYWZXLH-UHFFFAOYSA-N 1,2-dichloro-4-nitrobenzene Chemical compound [O-][N+](=O)C1=CC=C(Cl)C(Cl)=C1 NTBYINQTYWZXLH-UHFFFAOYSA-N 0.000 description 1
- WDCYWAQPCXBPJA-UHFFFAOYSA-N 1,3-dinitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC([N+]([O-])=O)=C1 WDCYWAQPCXBPJA-UHFFFAOYSA-N 0.000 description 1
- 229910000838 Al alloy Inorganic materials 0.000 description 1
- AFBPFSWMIHJQDM-UHFFFAOYSA-N N-methylaniline Chemical compound CNC1=CC=CC=C1 AFBPFSWMIHJQDM-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- LZVRUDMTJCUUNP-UHFFFAOYSA-N [N+](=O)([O-])C1=C(OC)C=CC(C1)(N)C(C)=O Chemical compound [N+](=O)([O-])C1=C(OC)C=CC(C1)(N)C(C)=O LZVRUDMTJCUUNP-UHFFFAOYSA-N 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- UQZIWOQVLUASCR-UHFFFAOYSA-N alumane;titanium Chemical compound [AlH3].[Ti] UQZIWOQVLUASCR-UHFFFAOYSA-N 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000008676 import Effects 0.000 description 1
- 230000002779 inactivation Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- DADSZOFTIIETSV-UHFFFAOYSA-N n,n-dichloroaniline Chemical compound ClN(Cl)C1=CC=CC=C1 DADSZOFTIIETSV-UHFFFAOYSA-N 0.000 description 1
- 150000002828 nitro derivatives Chemical class 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 238000012805 post-processing Methods 0.000 description 1
- 238000011112 process operation Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000011946 reduction process Methods 0.000 description 1
- 238000007616 round robin method Methods 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
Classifications
-
- 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
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/584—Recycling of catalysts
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Description
Claims (9)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201410265355.3A CN104084206B (en) | 2014-06-13 | 2014-06-13 | Aromatic amine hydrogenation catalyst recycling method |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201410265355.3A CN104084206B (en) | 2014-06-13 | 2014-06-13 | Aromatic amine hydrogenation catalyst recycling method |
Publications (2)
Publication Number | Publication Date |
---|---|
CN104084206A true CN104084206A (en) | 2014-10-08 |
CN104084206B CN104084206B (en) | 2017-01-11 |
Family
ID=51632023
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201410265355.3A Active CN104084206B (en) | 2014-06-13 | 2014-06-13 | Aromatic amine hydrogenation catalyst recycling method |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN104084206B (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN108047096A (en) * | 2017-12-29 | 2018-05-18 | 烟台安诺其精细化工有限公司 | The preparation method of 1-naphthylamine-5-sulfonic acid |
CN114308141A (en) * | 2021-12-15 | 2022-04-12 | 安徽华尔泰化工股份有限公司 | Separation process and separation system for phenylenediamine hydrogenation reduction liquid catalyst |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1377875A (en) * | 2002-03-15 | 2002-11-06 | 南京工业大学 | Production process of p-aminophenol |
US20060144787A1 (en) * | 2005-01-06 | 2006-07-06 | Eet Corporation | Integrated electro-pressure membrane deionization system |
CN103846008A (en) * | 2012-12-04 | 2014-06-11 | 厦门市天泉鑫膜科技股份有限公司 | Device for continuously concentrating and separating substance by membrane and separation method |
-
2014
- 2014-06-13 CN CN201410265355.3A patent/CN104084206B/en active Active
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1377875A (en) * | 2002-03-15 | 2002-11-06 | 南京工业大学 | Production process of p-aminophenol |
US20060144787A1 (en) * | 2005-01-06 | 2006-07-06 | Eet Corporation | Integrated electro-pressure membrane deionization system |
CN103846008A (en) * | 2012-12-04 | 2014-06-11 | 厦门市天泉鑫膜科技股份有限公司 | Device for continuously concentrating and separating substance by membrane and separation method |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN108047096A (en) * | 2017-12-29 | 2018-05-18 | 烟台安诺其精细化工有限公司 | The preparation method of 1-naphthylamine-5-sulfonic acid |
CN114308141A (en) * | 2021-12-15 | 2022-04-12 | 安徽华尔泰化工股份有限公司 | Separation process and separation system for phenylenediamine hydrogenation reduction liquid catalyst |
Also Published As
Publication number | Publication date |
---|---|
CN104084206B (en) | 2017-01-11 |
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Legal Events
Date | Code | Title | Description |
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C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
GR01 | Patent grant | ||
GR01 | Patent grant | ||
TR01 | Transfer of patent right |
Effective date of registration: 20170828 Address after: 312369 weft three road, Shangyu Industrial Park, Hangzhou Bay, Zhejiang, Hangzhou Co-patentee after: SHANGHAI HONGYUAN XINCHUANG MATERIAL TECHNOLOGY CO., LTD. Patentee after: Zhejiang Hongsheng Chemical Research Limited Co-patentee after: Zhejiang Longsheng Chemicals Co., Ltd. Address before: Hangzhou Bay Industrial Park three weft road 312369 Zhejiang province Shaoxing City, Shangyu City, No. 15 Co-patentee before: Zhejiang Hongsheng Chemical Research Limited Patentee before: Zhejiang Longsheng Chemicals Co., Ltd. Co-patentee before: Zhejiang Longsheng Group Co., Ltd. |
|
TR01 | Transfer of patent right | ||
CB03 | Change of inventor or designer information |
Inventor after: He Xubin Inventor after: Wang Xinwu Inventor after: Yang Risheng Inventor after: Yuan Wenbing Inventor after: Ruan Liangfeng Inventor after: Zhu Jingxin Inventor after: Tao Jianguo Inventor after: Meng Ming Inventor before: He Xubin Inventor before: Wang Xinwu Inventor before: Yang Risheng Inventor before: Yuan Wenbing Inventor before: Ruan Liangfeng Inventor before: Zhu Jingxin Inventor before: Tao Jianguo Inventor before: Meng Ming |
|
CB03 | Change of inventor or designer information |