CN106238095A - Sulfur non-metallic catalyst and preparation method and application is mixed for what acetylene hydrochlorination reacted - Google Patents
Sulfur non-metallic catalyst and preparation method and application is mixed for what acetylene hydrochlorination reacted Download PDFInfo
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Abstract
The invention discloses a kind of for acetylene hydrochlorination reaction mix sulfur non-metallic catalyst and preparation method and application, preparation method is: the nonmetallic compound of sulfur-bearing is put in solvent by (1), stirring make it dissolve to obtain impregnation liquid；(2) catalyst carrier is immersed in impregnation liquid, dipping, it is dried, rises to 600-900 DEG C with the heating rate of 4-6 DEG C/min under an inert atmosphere, keep, be cooled to room temperature.With the catalyst of the present invention, environmentally friendly, reduce vinyl chloride production cost；200 DEG C, acetylene air speed be 90h-1, unstripped gas proportioning VC2H2/VHC1Under conditions of=1:1.1, the initial conversion of its acetylene compares the activated-carbon catalyst of unsupported nonmetallic ingredient sulfur can improve 10%-100%, generates vinyl chloride selectivity more than 99%.
Description
Technical field
The present invention relates to a kind of mix the nonmetallic modifying catalyst of sulfur and preparation method and acetylene hydrochlorination react in application.Belong to
Organic synthesis catalyst preparation technology and application.
Background technology
Polrvinyl chloride (PVC) be the big general-purpose plastics in the world five (polrvinyl chloride (PVC), polyethylene (PE), polypropylene (PP),
One of polystyrene (PS) and acrylonitrile-butadiene-styrene (ABS) co-polymer (ABS)).
Vinyl chloride is the important monomer of synthesizing polyvinyl chloride, and the method producing vinyl chloride in the world is substantially divided according to the difference of raw material
For following four: ethane method, ethylene process, acetylene method and mixing eneyne method.Due to the resource distribution situation that China's richness coal is oil-poor,
Being suitable for acetylene method route is main production vinyl chloride (VCM).Application the method produces the Industrial Catalysis that VCM is used at present
The main component of agent is mercuric chloride environment being had pollution, being hazardous to the human body, therefore works out the catalyst without mercury substituting mercuric chloride
Be solve problem of environmental pollution, it is achieved PVC industry value chain must be by approach.
About the research of catalyst without mercury, main point of two classes: 1) metal catalyst without mercury, including Au, Pd, Pt, Ir, Rh,
The non-precious metal catalysts such as noble metal and Cu, Bi, Zn, Ni such as Ru；2) nonmetal catalyst without mercury, mainly hetero atom are mixed
Miscellaneous material with carbon element；Such as, Dai Bin etc. utilize dicyandiamide to synthesize charcoal nitrogen composite g-C as nitrogen source3N4, this material is in reaction
Temperature is 180 DEG C, acetylene air speed is 50h-1、VHCl/VC2H2When=1.15, the conversion ratio of acetylene be can reach 72% [Jounal of
Catalysis, 2014,311:288-294]；They also use polyaniline activated carbon carries out post processing and is at high temperature pyrolyzed
Be prepared for N-AC catalyst, reaction temperature be 180 DEG C, acetylene air speed be 36h-1、VHCl/VC2H2When=1.15, acetylene
Conversion ratio can reach 76% [RSC Advances, 2015,5 (10): 7461-7468].Bag letter and etc. synthesized leaded wastewater be about
The mesoporous activated Pd/carbon catalyst of N doping of 4.4%, reaction temperature be 200 DEG C, air speed be 1.0mL min-1·g-1Under conditions of,
Conversion of alkyne is about 77%, and vinyl chloride selectivity is more than 98% [Journal of Energy Chemistry, 2014,23,131-135].
Dai Bin etc. have prepared the non-metallic catalyst of N-B codope, are 150 DEG C in reaction temperature, and acetylene air speed is 36h-1Under the conditions of,
The initial conversion of acetylene can reach 95%.[ACS Catalysis, 2015,5,2541-2547]
About mix sulfur non-metallic catalyst and acetylene hydrochlorination react in application have not yet to see document report.
Summary of the invention
It is an object of the invention to provide a kind of for acetylene hydrochlorination reaction mix sulfur non-metallic catalyst.
Second object of the present invention is to provide a kind of preparation method mixing sulfur non-metallic catalyst for acetylene hydrochlorination reaction.
Third object of the present invention be to provide a kind of for acetylene hydrochlorination reaction mix sulfur non-metallic catalyst for acetylene hydrogen chlorine
Change the catalysis of reaction, prepare the purposes of vinyl chloride.
Technical solution of the present invention is summarized as follows:
A kind of preparation method mixing sulfur non-metallic catalyst for acetylene hydrochlorination reaction, comprises the steps:
(1) putting in 17-20ml solvent by the nonmetallic compound of 2-4.3g sulfur-bearing in proportion, stirring makes it dissolve to obtain impregnation liquid；
Described solvent is ethanol, acetonitrile, benzene,toluene,xylene or acetone；
(2) in proportion 10g catalyst carrier is immersed in described impregnation liquid, at water-bath 60-80 DEG C, stirring dipping 12-24h,
It is dried, rises to 600-900 DEG C with the heating rate of 4-6 DEG C/min under an inert atmosphere, keep 1-4h, be cooled to room temperature, obtain one
Plant and mix sulfur non-metallic catalyst for what acetylene hydrochlorination reacted.
The nonmetallic compound of described sulfur-bearing is preferably dibenzothiophenes, benzyldithio toluene, ethyl mercaptan or Diphenyl disulfide ether.
Described catalyst carrier is preferably cocoanut active charcoal, active carbon from coal, asphalt-base spherical activated carbon, column-shaped active carbon, carbon
Nanotube or titanium dioxide.
Said method make a kind of for acetylene hydrochlorination reaction mix sulfur non-metallic catalyst, for acetylene hydrochlorination reaction mix
In sulfur non-metallic catalyst, sulfur mass content is 3%-6.7%.
Above-mentioned a kind of mix sulfur non-metallic catalyst acetylene hydrochlorination react in application.
Advantages of the present invention:
Mix sulfur non-metallic catalyst by the one of the present invention, reduce vinyl chloride production cost；It is 200 DEG C, second in reaction temperature
Alkynes air speed is 90h-1, unstripped gas proportioning VC2H2/VHC1Under conditions of=1:1.1, the initial conversion of acetylene is compared unsupported non-
The activated-carbon catalyst of metal component sulfur can improve 10%-100%, generates the selectivity of vinyl chloride more than 99%.
Detailed description of the invention
Below by embodiment, the present invention is specifically described, in order to make those skilled in the art can be better understood from this
Invention.But illustrated embodiment is not as a limitation of the invention.
Embodiment 1
Catalyst activity test device
With the rustless steel fixed bed reactors that internal diameter is 10mm, catalyst is carried out performance evaluation.
Unstripped gas acetylene, hydrogen chloride and nitrogen control via respective air circuit breaker, and remove impurity by filter；
Above-mentioned gas, after purifying, by respective mass flowmenter and one way stop peturn valve, mixing, enters rustless steel fixed bed
Reactor, rustless steel fixed bed reactors use the CKW-1100 temperature controller temperature control that Beijing City Chaoyang Automatization Instruments Factory produces,
Temperature in heating furnace and rustless steel fixed bed reactors is detected by thermocouple.
The buffered tank of tail gas stream and absorption bottle use Shimadzu GC-2014C type chromatograph to be analyzed after alkali liquor absorption.FID examines
Survey device, GDX-301 (2m × 4mm) packed column.
Embodiment 2
The test that cocoanut active charcoal (reference) reacts as catalyst acetylene hydrochlorination
In the equipment of embodiment 1, reaction condition is that hydrogen chloride activates 30min, acetylene air speed 90h-1, reaction temperature 200 DEG C,
Unstripped gas proportioning VC2H2/VHC1=1:1.1, cocoanut active charcoal loadings after pretreatment is 5ml；
This activated carbon catalyzing acetylene hydrochlorination under these conditions, the initial conversion obtaining acetylene is 26.0%, vinyl chloride
Selectivity more than 99.0%.
Embodiment 3
A kind of preparation method mixing sulfur non-metallic catalyst for acetylene hydrochlorination reaction, comprises the steps:
(1) 2g dibenzothiophenes is put in 20ml acetonitrile, be stirred to dissolve and obtain impregnation liquid；
(2) immersing in impregnation liquid by 10g cocoanut active charcoal after pretreatment, at water-bath 60 DEG C, stirring dipping 16h, treats table
After face is completely dried, put into 110 DEG C of dry 12h in baking oven；Put in tube furnace, under an argon atmosphere with the intensification of 4 DEG C/min
Speed rises to 800 DEG C, keep 2h, be cooled to room temperature, obtain a kind of for acetylene hydrochlorination reaction mix sulfur non-metallic catalyst,
Sulfur mass content in sulfur non-metallic catalyst of mixing for acetylene hydrochlorination reaction is 3%；
Cocoanut active charcoal pretreatment: cocoanut active charcoal is put into 4h in the aqueous hydrochloric acid solution of 1M, is washed with water to neutrality.
In the equipment of embodiment 1, reaction condition is that hydrogen chloride activates 30min, acetylene air speed 90h-1, reaction temperature 200 DEG C,
Unstripped gas proportioning VC2H2/VHC1=1:1.1.Loaded catalyst is 5ml；This catalyst under these conditions, catalyzing acetylene hydrogen chlorine
Changing reaction, the initial conversion obtaining acetylene is 42%, and the selectivity of vinyl chloride is more than 99%.That compares embodiment 2 does not mixes sulfur
Catalyst, the present invention for acetylene hydrochlorination reaction sulfur non-metallic catalyst acetylene initial conversion of mixing improve 61.5%.
Embodiment 4
A kind of preparation method mixing sulfur non-metallic catalyst for acetylene hydrochlorination reaction, comprises the steps:
(1) 2g benzyldithio toluene is put in 20ml toluene, be stirred to dissolve and obtain impregnation liquid；
(2) immersing in impregnation liquid by pretreated 10g active carbon from coal, at water-bath 70 DEG C, stirring dipping 24h, treats surface
After being completely dried, put into 110 DEG C of dry 12h in baking oven；Put in tube furnace, under an argon atmosphere with the intensification speed of 5 DEG C/min
Rate rises to 900 DEG C, keeps 1h, is cooled to room temperature, obtains a kind of mixing sulfur non-metallic catalyst for acetylene hydrochlorination reaction, uses
Sulfur mass content in sulfur non-metallic catalyst of mixing in acetylene hydrochlorination reaction is 4.3%；
Active carbon from coal processing method is: active carbon from coal is put into 4h in the aqueous hydrochloric acid solution of 1M, is washed with water to neutrality.
In the equipment of embodiment 1, reaction condition is that hydrogen chloride activates 30min, acetylene air speed 90h-1, reaction temperature 200 DEG C,
Unstripped gas proportioning VC2H2/VHC1=1:1.1.Loaded catalyst is 5ml；This catalyst under these conditions, catalyzing acetylene hydrogen chlorine
Changing reaction, the initial conversion obtaining acetylene is 45%, and the selectivity of vinyl chloride is more than 99%.That compares embodiment 2 does not mixes sulfur
Catalyst, the present invention for acetylene hydrochlorination reaction sulfur non-metallic catalyst acetylene initial conversion of mixing improve 73%.
Embodiment 5
A kind of preparation method mixing sulfur non-metallic catalyst for acetylene hydrochlorination reaction, comprises the steps:
(1) 3g Diphenyl disulfide ether is put in 20ml dimethylbenzene, be stirred to dissolve and obtain impregnation liquid；
(2) immersing in impregnation liquid by 10g asphalt-base spherical activated carbon, at water-bath 60 DEG C, stirring dipping 12h, treats that surface is complete
After drying, 100 DEG C of dry 12h in baking oven are put into；Put in tube furnace, under an argon atmosphere with the heating rate liter of 5 DEG C/min
To 700 DEG C, keep 2h, be cooled to room temperature, obtain a kind of for acetylene hydrochlorination reaction mix sulfur non-metallic catalyst.For second
The sulfur mass content in sulfur non-metallic catalyst of mixing of alkynes hydrochlorination is 6.7%；
In the equipment of embodiment 1, reaction condition is that hydrogen chloride activates 30min, acetylene air speed 90h-1, reaction temperature 200 DEG C,
Unstripped gas proportioning VC2H2/VHC1=1:1.1.Loaded catalyst is 5ml；This catalyst under these conditions, catalyzing acetylene hydrogen chlorine
Changing reaction, the initial conversion obtaining acetylene is 50%, and the selectivity of vinyl chloride is more than 99%.Compare the sulfur of not mixing of example 2
Catalyst, the sulfur non-metallic catalyst acetylene initial conversion of mixing for acetylene hydrochlorination reaction of the present invention improves 96%.
It is demonstrated experimentally that the dimethylbenzene substituted in this example with ethanol makees solvent, the impregnation liquid of preparation, prepare that to mix sulfur accordingly non-
Metallic catalyst, can improve the initial conversion of acetylene, and the selectivity of vinyl chloride is more than 99%.
Embodiment 6
A kind of preparation method mixing sulfur non-metallic catalyst for acetylene hydrochlorination reaction, comprises the steps:
(1) 5ml (4.3g) ethyl mercaptan is put in 17ml benzene, be stirred to dissolve and obtain impregnation liquid；
(2) 10g column-shaped active carbon is immersed in impregnation liquid, at water-bath 80 DEG C, impregnate 24h, after surface is completely dried, put
Enter 120 DEG C of dry 12h in baking oven；Put in tube furnace, under helium atmosphere, rise to 800 DEG C with the heating rate of 6 DEG C/min,
Keep 2h, be cooled to room temperature, obtain a kind of for acetylene hydrochlorination reaction mix sulfur non-metallic catalyst.Anti-for acetylene hydrochlorination
The sulfur mass content in sulfur non-metallic catalyst of mixing answered is 5.2%.
In the equipment of embodiment 1, reaction condition is that hydrogen chloride activates 30min, acetylene air speed 90h-1, reaction temperature 200 DEG C,
Unstripped gas proportioning VC2H2/VHC1=1:1.1.Loaded catalyst is 5ml；This catalyst under these conditions, catalyzing acetylene hydrogen chlorine
Changing reaction, the initial conversion obtaining acetylene is 41%, and the selectivity of vinyl chloride is more than 99%.That compares embodiment 2 does not mixes sulfur
Catalyst, the present invention for acetylene hydrochlorination reaction sulfur non-metallic catalyst acetylene initial conversion of mixing improve 57.7%.
CNT replaces the column-shaped active carbon of the present embodiment, other same the present embodiment, prepared for acetylene hydrochlorination reaction
Mix the selectivity of sulfur non-metallic catalyst vinyl chloride more than 99%.
Embodiment 7
A kind of preparation method mixing sulfur non-metallic catalyst for acetylene hydrochlorination reaction, comprises the steps:
(1) 5ml (4.3g) ethyl mercaptan is put in 17ml acetone, be stirred to dissolve and obtain impregnation liquid；
(2) 10g titanium dioxide is immersed in impregnation liquid, stirring dipping 20h at water-bath 80 DEG C, after surface is completely dried,
Put into 120 DEG C of dry 12h in baking oven；Put in tube furnace, rise to 600 DEG C with the heating rate of 5 DEG C/min under an argon atmosphere,
Keep 4h, be cooled to room temperature, obtain a kind of mixing sulfur non-metallic catalyst for acetylene hydrochlorination reaction, anti-for acetylene hydrochlorination
The sulfur mass content in sulfur non-metallic catalyst of mixing answered is 5.2%；
In the equipment of embodiment 1, reaction condition is that hydrogen chloride activates 30min, acetylene air speed 90h-1, reaction temperature 200 DEG C,
Unstripped gas proportioning VC2H2/VHC1=1:1.1.Loaded catalyst is 5ml；This catalyst under these conditions, catalyzing acetylene hydrogen chlorine
Changing reaction, the initial conversion obtaining acetylene is 36%, and the selectivity of vinyl chloride is more than 99%.That compares embodiment 2 does not mixes sulfur
Catalyst, the present invention for acetylene hydrochlorination reaction sulfur non-metallic catalyst acetylene initial conversion of mixing improve 38.4%.
Claims (5)
1., for the preparation method mixing sulfur non-metallic catalyst of acetylene hydrochlorination reaction, its feature comprises the steps:
(1) putting in 17-20ml solvent by the nonmetallic compound of 2-4.3g sulfur-bearing in proportion, stirring makes it dissolve to obtain impregnation liquid；
Described solvent is ethanol, acetonitrile, benzene,toluene,xylene or acetone；
(2) in proportion 10g catalyst carrier is immersed in described impregnation liquid, at water-bath 60-80 DEG C, stirring dipping 12-24h,
It is dried, rises to 600-900 DEG C with the heating rate of 4-6 DEG C/min under an inert atmosphere, keep 1-4h, be cooled to room temperature, obtain one
Plant and mix sulfur non-metallic catalyst for what acetylene hydrochlorination reacted.
A kind of preparation method mixing sulfur non-metallic catalyst the most according to claim 1, is characterized in that the non-gold of described sulfur-bearing
Genus compound is dibenzothiophenes, benzyldithio toluene, ethyl mercaptan or Diphenyl disulfide ether.
A kind of preparation method mixing sulfur non-metallic catalyst the most according to claim 1, is characterized in that described catalyst carrier
For cocoanut active charcoal, active carbon from coal, asphalt-base spherical activated carbon, column-shaped active carbon, CNT or titanium dioxide.
4. the method for one of claim 1-3 make a kind of for acetylene hydrochlorination reaction mix sulfur non-metallic catalyst.
5. a kind of of claim 4 mixes the application in acetylene hydrochlorination reacts of the sulfur non-metallic catalyst.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111203266A (en) * | 2019-09-05 | 2020-05-29 | 浙江工业大学 | Regeneration method of non-metal catalyst |
| CN112007695A (en) * | 2020-09-23 | 2020-12-01 | 中国科学院大连化学物理研究所 | Sulfur-containing silane coupling agent modified gold catalyst for acetylene hydrochlorination |
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| CN101879464A (en) * | 2010-05-28 | 2010-11-10 | 于志勇 | Catalyst system for preparing vinyl chloride by hydrochlorinating acetylene and preparation and application thereof |
| CN103272619A (en) * | 2013-06-07 | 2013-09-04 | 天津大学 | Anion modified mercury-free catalyst for ethyne hydrochlorination reaction, and preparation method thereof |
| CN103623836A (en) * | 2012-08-24 | 2014-03-12 | 天津大学 | Ru-Pt-Ni catalyst used for synthesizing vinyl chloride by hydrochlorinating acetylene |
| CN104525257A (en) * | 2015-01-07 | 2015-04-22 | 中国科学院上海高等研究院 | Polypyrrole activated carbon catalyst and application thereof in vinyl chloride synthesis |
| CN104549401A (en) * | 2013-10-28 | 2015-04-29 | 天津大学 | Nonmetallic catalyst for acetylene hydrochlorination, as well as preparation method and application |
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2015
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Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101879464A (en) * | 2010-05-28 | 2010-11-10 | 于志勇 | Catalyst system for preparing vinyl chloride by hydrochlorinating acetylene and preparation and application thereof |
| CN103623836A (en) * | 2012-08-24 | 2014-03-12 | 天津大学 | Ru-Pt-Ni catalyst used for synthesizing vinyl chloride by hydrochlorinating acetylene |
| CN103272619A (en) * | 2013-06-07 | 2013-09-04 | 天津大学 | Anion modified mercury-free catalyst for ethyne hydrochlorination reaction, and preparation method thereof |
| CN104549401A (en) * | 2013-10-28 | 2015-04-29 | 天津大学 | Nonmetallic catalyst for acetylene hydrochlorination, as well as preparation method and application |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111203266A (en) * | 2019-09-05 | 2020-05-29 | 浙江工业大学 | Regeneration method of non-metal catalyst |
| CN112007695A (en) * | 2020-09-23 | 2020-12-01 | 中国科学院大连化学物理研究所 | Sulfur-containing silane coupling agent modified gold catalyst for acetylene hydrochlorination |
| CN112007695B (en) * | 2020-09-23 | 2021-10-08 | 中国科学院大连化学物理研究所 | Sulfur-containing silane coupling agent modified gold catalyst for acetylene hydrochlorination |
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