CN105056937B - 一种用于硫化氢和甲醇制备甲硫醇的催化剂、制备方法及其应用 - Google Patents
一种用于硫化氢和甲醇制备甲硫醇的催化剂、制备方法及其应用 Download PDFInfo
- Publication number
- CN105056937B CN105056937B CN201510503200.3A CN201510503200A CN105056937B CN 105056937 B CN105056937 B CN 105056937B CN 201510503200 A CN201510503200 A CN 201510503200A CN 105056937 B CN105056937 B CN 105056937B
- Authority
- CN
- China
- Prior art keywords
- catalyst
- sno
- carrier
- methyl mercaptan
- hydrogen sulfide
- 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.)
- Active
Links
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 title claims abstract description 180
- 239000003054 catalyst Substances 0.000 title claims abstract description 165
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 title claims abstract description 128
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 title claims abstract description 53
- 229910000037 hydrogen sulfide Inorganic materials 0.000 title claims abstract description 52
- 238000002360 preparation method Methods 0.000 title claims abstract description 39
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims abstract description 100
- 229910052593 corundum Inorganic materials 0.000 claims abstract description 91
- 229910001845 yogo sapphire Inorganic materials 0.000 claims abstract description 91
- 238000006243 chemical reaction Methods 0.000 claims abstract description 29
- 239000000203 mixture Substances 0.000 claims abstract description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 47
- 238000001035 drying Methods 0.000 claims description 34
- 239000002994 raw material Substances 0.000 claims description 26
- 229910001868 water Inorganic materials 0.000 claims description 25
- 238000003756 stirring Methods 0.000 claims description 24
- 239000008367 deionised water Substances 0.000 claims description 22
- 229910021641 deionized water Inorganic materials 0.000 claims description 22
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 12
- XLYOFNOQVPJJNP-ZSJDYOACSA-N heavy water Substances [2H]O[2H] XLYOFNOQVPJJNP-ZSJDYOACSA-N 0.000 claims description 10
- 238000010792 warming Methods 0.000 claims description 10
- 239000006185 dispersion Substances 0.000 claims description 7
- 239000004480 active ingredient Substances 0.000 abstract 1
- 239000002131 composite material Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 description 22
- 239000000243 solution Substances 0.000 description 15
- 230000008569 process Effects 0.000 description 13
- 239000007789 gas Substances 0.000 description 12
- 238000000967 suction filtration Methods 0.000 description 12
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 12
- 238000005406 washing Methods 0.000 description 12
- 229910021627 Tin(IV) chloride Inorganic materials 0.000 description 11
- 239000003513 alkali Substances 0.000 description 10
- 238000001802 infusion Methods 0.000 description 10
- 239000003795 chemical substances by application Substances 0.000 description 9
- 230000000694 effects Effects 0.000 description 8
- 238000001704 evaporation Methods 0.000 description 8
- 229910052782 aluminium Inorganic materials 0.000 description 7
- 239000003426 co-catalyst Substances 0.000 description 7
- 238000004519 manufacturing process Methods 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- 238000000975 co-precipitation Methods 0.000 description 6
- 238000000151 deposition Methods 0.000 description 6
- 230000008021 deposition Effects 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 6
- 229910052718 tin Inorganic materials 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 239000011541 reaction mixture Substances 0.000 description 5
- QMMFVYPAHWMCMS-UHFFFAOYSA-N Dimethyl sulfide Chemical compound CSC QMMFVYPAHWMCMS-UHFFFAOYSA-N 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- XOLBLPGZBRYERU-UHFFFAOYSA-N SnO2 Inorganic materials O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 4
- 239000012752 auxiliary agent Substances 0.000 description 4
- 238000006555 catalytic reaction Methods 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 230000007613 environmental effect Effects 0.000 description 4
- 238000002803 maceration Methods 0.000 description 4
- 150000007524 organic acids Chemical class 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 230000003197 catalytic effect Effects 0.000 description 3
- 230000006872 improvement Effects 0.000 description 3
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 3
- 229910000027 potassium carbonate Inorganic materials 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 238000006722 reduction reaction Methods 0.000 description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 229910000272 alkali metal oxide Inorganic materials 0.000 description 2
- 229910000287 alkaline earth metal oxide Inorganic materials 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000005457 optimization Methods 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 239000002243 precursor Substances 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 238000006467 substitution reaction Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 230000007704 transition Effects 0.000 description 2
- 229910003158 γ-Al2O3 Inorganic materials 0.000 description 2
- 239000007848 Bronsted acid Substances 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 1
- 229910020494 K2WO4 Inorganic materials 0.000 description 1
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 1
- MXKIASVYJZPUMJ-UHFFFAOYSA-N S.SC Chemical compound S.SC MXKIASVYJZPUMJ-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- 229910004369 ThO2 Inorganic materials 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 239000004411 aluminium Substances 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 229910052792 caesium Inorganic materials 0.000 description 1
- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 description 1
- FJDQFPXHSGXQBY-UHFFFAOYSA-L caesium carbonate Chemical compound [Cs+].[Cs+].[O-]C([O-])=O FJDQFPXHSGXQBY-UHFFFAOYSA-L 0.000 description 1
- 229910000024 caesium carbonate Inorganic materials 0.000 description 1
- 229910001942 caesium oxide Inorganic materials 0.000 description 1
- KOPBYBDAPCDYFK-UHFFFAOYSA-N caesium oxide Chemical compound [O-2].[Cs+].[Cs+] KOPBYBDAPCDYFK-UHFFFAOYSA-N 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- AAQNGTNRWPXMPB-UHFFFAOYSA-N dipotassium;dioxido(dioxo)tungsten Chemical compound [K+].[K+].[O-][W]([O-])(=O)=O AAQNGTNRWPXMPB-UHFFFAOYSA-N 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910000042 hydrogen bromide Inorganic materials 0.000 description 1
- 229910000040 hydrogen fluoride Inorganic materials 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 229910000043 hydrogen iodide Inorganic materials 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 239000003317 industrial substance Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 229910052976 metal sulfide Inorganic materials 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- JKQOBWVOAYFWKG-UHFFFAOYSA-N molybdenum trioxide Inorganic materials O=[Mo](=O)=O JKQOBWVOAYFWKG-UHFFFAOYSA-N 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical compound O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 238000000926 separation method Methods 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
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000006104 solid solution Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000006273 synthetic pesticide Substances 0.000 description 1
- 230000009897 systematic effect Effects 0.000 description 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
- ZCUFMDLYAMJYST-UHFFFAOYSA-N thorium dioxide Chemical group O=[Th]=O ZCUFMDLYAMJYST-UHFFFAOYSA-N 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Abstract
Description
Claims (6)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201510503200.3A CN105056937B (zh) | 2015-08-17 | 2015-08-17 | 一种用于硫化氢和甲醇制备甲硫醇的催化剂、制备方法及其应用 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201510503200.3A CN105056937B (zh) | 2015-08-17 | 2015-08-17 | 一种用于硫化氢和甲醇制备甲硫醇的催化剂、制备方法及其应用 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN105056937A CN105056937A (zh) | 2015-11-18 |
CN105056937B true CN105056937B (zh) | 2017-08-18 |
Family
ID=54486576
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201510503200.3A Active CN105056937B (zh) | 2015-08-17 | 2015-08-17 | 一种用于硫化氢和甲醇制备甲硫醇的催化剂、制备方法及其应用 |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN105056937B (zh) |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2253013B1 (zh) * | 1973-11-30 | 1980-01-04 | Rhone Progil | |
CN1178136A (zh) * | 1996-09-26 | 1998-04-08 | 底古萨股份公司 | 催化剂、其制备方法和在合成甲硫醇中的应用 |
RU2120822C1 (ru) * | 1997-09-18 | 1998-10-27 | Институт катализа им.Г.К.Борескова СО РАН | Катализатор синтеза метилмеркаптана |
US6028228A (en) * | 1997-09-26 | 2000-02-22 | Georgia-Pacific Corporation | Production of formaldehyde from CH4 and H2 S |
EP1398080A1 (en) * | 2002-07-18 | 2004-03-17 | Nippon Shokubai Co., Ltd. | Liquid phase oxygenation reaction using tungsten species |
DE10319739A1 (de) * | 2003-04-30 | 2004-11-18 | Basf Ag | Katalysator zur Herstellung von Methylmercaptan aus Methanol und Schwefelwasserstoff |
-
2015
- 2015-08-17 CN CN201510503200.3A patent/CN105056937B/zh active Active
Also Published As
Publication number | Publication date |
---|---|
CN105056937A (zh) | 2015-11-18 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN109382104B (zh) | 由木质纤维素类生物质一步制备乙醇的方法及催化剂 | |
CN105582979B (zh) | 一种低碳烷烃脱氢催化剂及其制备方法 | |
CN105582977B (zh) | 一种脱氢催化剂的制备方法 | |
CN111225743B (zh) | 用于选择性和稳定地生产烯烃的复合催化剂 | |
US20210104442A1 (en) | Stable mixed oxide catalysts for direct conversion of ethanol to isobutene and process for making | |
CN112516996B (zh) | 甲烷氧化偶联催化剂及其制备方法和甲烷氧化偶联制备乙烯的方法 | |
CN105396582A (zh) | 一种丙烷脱氢制丙烯催化剂及其制备方法和应用 | |
CN105642282B (zh) | 一种低碳烷烃脱氢催化剂及其制备方法和应用 | |
CN101343559B (zh) | 加氢裂化催化剂及其制备方法 | |
CN104525244A (zh) | 一种合成碳酸二甲酯无氯CuY催化剂及制法和应用 | |
CN105056937B (zh) | 一种用于硫化氢和甲醇制备甲硫醇的催化剂、制备方法及其应用 | |
CN105709727B (zh) | 一种铂晶粒度分布集中的低碳烷烃脱氢催化剂的制备方法 | |
WO2016180000A1 (zh) | 一种纤维素两步法制备乙二醇和1,2-丙二醇的方法 | |
CN114425396A (zh) | 负载型非贵金属催化剂及其制备方法和应用以及低碳烷烃脱氢的方法 | |
CN104383963B (zh) | 一种配体修饰负载型乙炔加氢Pd催化剂及其制备方法 | |
JP2010042343A (ja) | 低級オレフィン製造用触媒、その製造方法及びこれを用いた低級オレフィンの製造方法 | |
CN102553566A (zh) | 一种二甲醚低温氧化制取甲酸甲酯的催化剂及其制备方法和应用 | |
CN107537556B (zh) | 二氧化碳温和氧化剂存在下异丁烷脱氢催化剂及其方法 | |
CN112871152A (zh) | 甲烷氧化偶联催化剂及其制备方法和甲烷氧化偶联制乙烯的方法 | |
CN112742385A (zh) | 用于汽油催化转化的催化剂及其制备方法以及汽油催化转化的方法 | |
CN112547049A (zh) | 负载型催化剂及其制备方法和甲烷氧化偶联制乙烯的方法 | |
CN110252302A (zh) | 一种催化甲烷低温选择性氧化制备甲醇的催化剂及其制备方法与应用 | |
KR101671436B1 (ko) | 글리세롤 탈수반응용 니오븀계 촉매 조성물 | |
JP7320216B2 (ja) | α-オレフィンの製造方法 | |
CN112934215B (zh) | 转化甲烷的催化剂及其制备方法和应用 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
GR01 | Patent grant | ||
GR01 | Patent grant | ||
CB03 | Change of inventor or designer information |
Inventor after: Chen Cong Inventor after: Wang Yong Inventor after: Chen Zhirong Inventor after: Wang Zhengjiang Inventor after: Wang Zhixuan Inventor after: Chen Fuchang Inventor after: Shen Dan Inventor before: Chen Cong Inventor before: Wang Zhixuan Inventor before: Chen Fuchang Inventor before: Shen Dan |
|
CB03 | Change of inventor or designer information | ||
EE01 | Entry into force of recordation of patent licensing contract |
Application publication date: 20151118 Assignee: Ningbo Zhenhai Refining and Chemical Xinhecheng Biotechnology Co.,Ltd. Assignor: SHANDONG XINHECHENG AMINO ACID Co.,Ltd. Contract record no.: X2024980000380 Denomination of invention: A catalyst, preparation method, and application for the preparation of methyl mercaptan from hydrogen sulfide and methanol Granted publication date: 20170818 License type: Common License Record date: 20240115 |
|
EE01 | Entry into force of recordation of patent licensing contract |