CN105732451A - Method for producing zinc dimethyldithiocarbamate rubber vulcanization accelerant without wastewater generation - Google Patents
Method for producing zinc dimethyldithiocarbamate rubber vulcanization accelerant without wastewater generation Download PDFInfo
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- CN105732451A CN105732451A CN201610068593.4A CN201610068593A CN105732451A CN 105732451 A CN105732451 A CN 105732451A CN 201610068593 A CN201610068593 A CN 201610068593A CN 105732451 A CN105732451 A CN 105732451A
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- dimethylamine
- waste water
- ethanol
- thiofide
- nonionic surfactant
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C333/00—Derivatives of thiocarbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C333/14—Dithiocarbamic acids; Derivatives thereof
- C07C333/16—Salts of dithiocarbamic acids
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Abstract
The invention discloses a method for producing a zinc dimethyldithiocarbamate rubber vulcanization accelerant without wastewater generation.Ethyl alcohol is taken as solvent, dimethylamine, carbon disulfide, a nonionic surfactant and zinc oxide are taken as raw materials, and the weight ratio of dimethylamine to carbon disulfide to the nonionic surfactant to zinc oxide to ethyl alcohol is 1.0:(1.05-1.15):(0.01-0.015):(0.50-0.55):(5.05-5.5).According to the method, no water is brought into the system, no wastewater is drained, the reaction time is shortened by taking ethyl alcohol as solvent, usage of ethyl alcohol has no pollution to the environment, ethyl alcohol can be recycled and reused, the win-win effect of saving energy and reducing consumption and being green and protecting the environment is achieved, and clean production of a product is achieved; the product is good in quality, the initial melting point is higher than or equal to 245 DEG C, and the purity is higher than or equal to 99.5%; the technology is simple, the reaction conditions are mild, the requirement for equipment is not strict, and the product yield is higher than or equal to 96%.
Description
Technical field
The present invention relates to thiofide, refer specifically to a kind of without waste water production vulcanization of rubber rush
Enter agent PZ.
Background technology
Recently as the development of rubber industry, the research of vulcanization accelerator is increasingly subject to producing
To paying attention to.This product system natural gum and rubber polymer ultras and latex are with usually promoting
Agent, it is particularly well-suited to the little butyl rubber of compression and requires the fourth that ageing-resistant performance is excellent
Nitrile rubber, is also applied for the lowest ethylene propylene diene rubber of curing temperature.Owing to it is nontoxic, tasteless,
Do not pollute, invariant color, be therefore also applied for adhesive plaster, food and druggist rubber sundrier.
Thiofide PZ (PZ) belongs to inorganic dithio
Carbamates ultra fast accelerator, uses the most widely.In prior art, with two
Footwork synthesization of dimethyl disulfide is for carbaminate.Add sodium hydroxide the most in the reactor molten
Liquid and Carbon bisulfide, drip dimethylamine the most under agitation, and reaction temperature controls at 30 DEG C
Hereinafter, dimethylamine drips complete follow-up continuous reaction 30min, and intermediate product is faint yellow, finally
Dropping liquor zinci chloridi, after reaction terminates, product is through filtering, washing and be drying to obtain product.
But this production technology product fusing point is low, yield is low, outward appearance is dark, substantial amounts of waste water can be produced,
And waste water contains the salt being difficult to direct biochemical treatment in a large number, bring the biggest to environment protection treating
Difficulty, it is difficult to realize " cleaning green " and produce, do not meet national environmental protection policy in this approach
High-end requirement with domestic and international market.The Chinese invention patent of Publication No. CN102295592A
The method disclosing zinc oxide one-step synthesis method PZ, the process of the method is: to filling pure water
Reactor in, be sequentially added into the dimethylamine of ormal weight, non-ionic surface active under stirring
Agent, zinc oxide, drip Carbon bisulfide liquid, finally carry out solid-liquid separation after stirring, liquid is given up
Abandoning, solid is dried, pulverizes, is sieved, and obtains PZ product.But, the method accelerator PZ
Yield be 95.4% to the maximum.Further, the solvent of above-mentioned process is all to use water, finally
Solid-liquid separation, liquid is given up, and can produce substantial amounts of waste water, environment is caused severe contamination.
Therefore, its synthetic method carrying out Improvement, research and development one makes product yield higher,
And can save energy and reduce the cost in process of production, environmental protection without waste water produce the vulcanization of rubber promote
The method of agent PZ seems necessary.
Summary of the invention
The technical problem to be solved seeks to provide a kind of and produces rubber sulfur without waste water
The method changing accelerator PZ, can realize product by the method
Cleaning produce.
The method producing thiofide PZ without waste water, with
Ethanol is solvent, is former with dimethylamine, Carbon bisulfide, nonionic surfactant and zinc oxide
Material, the weight ratio of dimethylamine, Carbon bisulfide, nonionic surfactant, zinc oxide and ethanol
For 1.0:1.05-1.15:0.01-0.015:0.50-0.55:5.05-5.5.
Preferably, dimethylamine, Carbon bisulfide, nonionic surfactant, zinc oxide and ethanol
Weight ratio be 1.0:1.1-1.15:0.012-0.015:0.53-0.55:5.35-5.45.
Further, dimethylamine, Carbon bisulfide, nonionic surfactant, zinc oxide and second
The weight ratio of alcohol is 1.0:1.13:0.014:0.53:5.40.
Further, nonionic surfactant is tween 20, OPEO, fat
The mixture of one or more in fat acid polyoxyethylene ester, sorbitan ester.
Further, nonionic surfactant is tween 20, OPEO, fat
Fat acid polyoxyethylene ester, sorbitan ester form by weight for 4:2:1:1.
The method producing thiofide PZ without waste water, bag
Include following steps:
1) in the reactor of the ethanol filling weight portion, by weight drum under stirring
Enter dimethylamine；
2) again by weight nonionic surfactant, zinc oxide are put into reactor successively
In, stirring, control mixing time is 20-30min；
3) being slowly added dropwise Carbon bisulfide the most by weight, control time for adding is 1-1.5h, control
Temperature processed is 20-30 DEG C；After being added dropwise to complete, continuing stirring, control mixing time is 0.5h；
4) carry out solid-liquid separation, gained liquid is filtered, rectification, reclaim ethanol；By gained
Solid dries, pulverize, sieve after, obtain thiofide Methyl disulfide for amino first
Acid zinc.
Further, step 2) in, control mixing time is 20min.
Further, step 3) in, control time for adding is 1.3h, and controlling temperature is 20 DEG C.
Dimethylamine is anhydrous dimethyl amine.
Advantages of the present invention is mainly reflected in following several respects:
One, system of the present invention is anhydrous brings into, and non-wastewater discharge makees solvent with ethanol, shortens
In the response time, environment do not pollutes by the use of ethanol, and recyclable recycling has reached joint
Energy consumption reduction, the effect of environmental protection doulbe-sides' victory, it is achieved that the cleaning of product produces, and meets present stage
Environmental protection concept；
Its two, the thiofide PZ that the present invention synthesizes
Best in quality, first fusing point >=245 DEG C, purity >=99.5%；
Its three, present invention process is simple, and reaction condition is gentle, the harshest to equipment requirements, produces
Product yield >=96%.
Detailed description of the invention
Below in conjunction with specific embodiment, the present invention is described in further detail, but this embodiment
Should not be construed limitation of the present invention.
The method producing thiofide PZ without waste water, with
Ethanol is solvent, is former with dimethylamine, Carbon bisulfide, nonionic surfactant and zinc oxide
Material, the weight ratio of dimethylamine, Carbon bisulfide, nonionic surfactant, zinc oxide and ethanol
For 1.0:1.05-1.15:0.01-0.015:0.50-0.55:5.05-5.5.
Preferably, dimethylamine, Carbon bisulfide, nonionic surfactant, zinc oxide and ethanol
Weight ratio be 1.0:1.1-1.15:0.012-0.015:0.53-0.55:5.35-5.45.
Further, dimethylamine, Carbon bisulfide, nonionic surfactant, zinc oxide and second
The weight ratio of alcohol is 1.0:1.13:0.014:0.53:5.40.
Further, nonionic surfactant is tween 20, OPEO, fat
The mixture of one or more in fat acid polyoxyethylene ester, sorbitan ester.
Further, nonionic surfactant is tween 20, OPEO, fat
Fat acid polyoxyethylene ester, sorbitan ester form by weight for 4:2:1:1.
The method producing thiofide PZ without waste water, bag
Include following steps:
1) in the reactor of the ethanol filling weight portion, by weight drum under stirring
Enter dimethylamine；
2) again by weight nonionic surfactant, zinc oxide are put into reactor successively
In, stirring, control mixing time is 20-30min；
3) being slowly added dropwise Carbon bisulfide the most by weight, control time for adding is 1-1.5h, control
Temperature processed is 20-30 DEG C；After being added dropwise to complete, continuing stirring, control mixing time is 0.5h；
4) carry out solid-liquid separation, gained liquid is filtered, rectification, reclaim ethanol；By gained
Solid dries, pulverize, sieve after, obtain thiofide Methyl disulfide for amino first
Acid zinc.
Further, step 2) in, control mixing time is 20min.
Further, step 3) in, control time for adding is 1.3h, and controlling temperature is 20 DEG C.
Embodiment 1
The method producing thiofide PZ without waste water, with
Ethanol is solvent, is former with dimethylamine, Carbon bisulfide, nonionic surfactant and zinc oxide
Material, the weight ratio of dimethylamine, Carbon bisulfide, nonionic surfactant, zinc oxide and ethanol
For 1.0:1.13:0.014:0.53:5.40.Wherein, nonionic surfactant is tween 20, pungent
Base phenol polyethenoxy ether, polyoxyethylene carboxylate, sorbitan ester are by weight
4:2:1:1 forms.
The method producing thiofide PZ without waste water, bag
Include following steps:
1) in the reactor of the ethanol filling weight portion, by weight drum under stirring
Enter dimethylamine；
2) again by weight nonionic surfactant, zinc oxide are put into reactor successively
In, stirring, control mixing time is 20min；
3) being slowly added dropwise Carbon bisulfide the most by weight, control time for adding is 1.3h, control
Temperature processed is 20 DEG C；After being added dropwise to complete, continuing stirring, control mixing time is 0.5h；
4) carry out solid-liquid separation, gained liquid is filtered, rectification, reclaim ethanol；By gained
Solid dries, pulverize, sieve after, obtain thiofide Methyl disulfide for amino first
Acid zinc.
Products obtained therefrom yield is 99.1%, and product purity is 99.8%.
Embodiment 2
The method producing thiofide PZ without waste water, with
Ethanol is solvent, is former with dimethylamine, Carbon bisulfide, nonionic surfactant and zinc oxide
Material, the weight ratio of dimethylamine, Carbon bisulfide, nonionic surfactant, zinc oxide and ethanol
For 1.0:1.1:0.015:0.52:5.05.Wherein, nonionic surfactant is tween 20.
The method producing thiofide PZ without waste water, bag
Include following steps:
1) in the reactor of the ethanol filling weight portion, by weight drum under stirring
Enter dimethylamine；
2) again by weight nonionic surfactant, zinc oxide are put into reactor successively
In, stirring, control mixing time is 30min；
3) being slowly added dropwise Carbon bisulfide the most by weight, control time for adding is 1.5h, control
Temperature processed is 25 DEG C；After being added dropwise to complete, continuing stirring, control mixing time is 0.5h；
4) carry out solid-liquid separation, gained liquid is filtered, rectification, reclaim ethanol；By gained
Solid dries, pulverize, sieve after, obtain thiofide Methyl disulfide for amino first
Acid zinc.
Products obtained therefrom yield is 98.3%, and product purity is 99.6%.
Embodiment 3
The method producing thiofide PZ without waste water, with
Ethanol is solvent, is former with dimethylamine, Carbon bisulfide, nonionic surfactant and zinc oxide
Material, the weight ratio of dimethylamine, Carbon bisulfide, nonionic surfactant, zinc oxide and ethanol
For 1.0:1.15:0.012:0.55:5.45.Wherein, nonionic surfactant is tween 20, fat
Fat acid polyoxyethylene ester forms by weight for 2:1.
The method producing thiofide PZ without waste water, bag
Include following steps:
1) in the reactor of the ethanol filling weight portion, by weight drum under stirring
Enter dimethylamine；
2) again by weight nonionic surfactant, zinc oxide are put into reactor successively
In, stirring, control mixing time is 23min；
3) being slowly added dropwise Carbon bisulfide the most by weight, control time for adding is 1h, controls
Temperature is 21 DEG C；After being added dropwise to complete, continuing stirring, control mixing time is 0.5h；
4) carry out solid-liquid separation, gained liquid is filtered, rectification, reclaim ethanol；By gained
Solid dries, pulverize, sieve after, obtain thiofide Methyl disulfide for amino first
Acid zinc.
Products obtained therefrom yield is 97.5%, and product purity is 99.6%.
Embodiment 4
The method producing thiofide PZ without waste water, with
Ethanol is solvent, is former with dimethylamine, Carbon bisulfide, nonionic surfactant and zinc oxide
Material, the weight ratio of dimethylamine, Carbon bisulfide, nonionic surfactant, zinc oxide and ethanol
For 1.0:1.12:0.013:0.50:5.45.Wherein, nonionic surfactant is tween 20, pungent
Base phenol polyethenoxy ether, sorbitan ester form by weight for 3:3:1.
The method producing thiofide PZ without waste water, bag
Include following steps:
1) in the reactor of the ethanol filling weight portion, by weight drum under stirring
Enter dimethylamine；
2) again by weight nonionic surfactant, zinc oxide are put into reactor successively
In, stirring, control mixing time is 28min；
3) being slowly added dropwise Carbon bisulfide the most by weight, control time for adding is 1.2h, control
Temperature processed is 30 DEG C；After being added dropwise to complete, continuing stirring, control mixing time is 0.5h；
4) carry out solid-liquid separation, gained liquid is filtered, rectification, reclaim ethanol；By gained
Solid dries, pulverize, sieve after, obtain thiofide Methyl disulfide for amino first
Acid zinc.
Products obtained therefrom yield is 96.7%, and product purity is 99.5%.
Embodiment 5
The method producing thiofide PZ without waste water, with
Ethanol is solvent, is former with dimethylamine, Carbon bisulfide, nonionic surfactant and zinc oxide
Material, the weight ratio of dimethylamine, Carbon bisulfide, nonionic surfactant, zinc oxide and ethanol
For 1.0:1.14:0.010:0.54:5.50.Wherein, nonionic surfactant is tween 20, pungent
Base phenol polyethenoxy ether, polyoxyethylene carboxylate, sorbitan ester are by weight
1:1:1:1 forms.
The method producing thiofide PZ without waste water, bag
Include following steps:
1) in the reactor of the ethanol filling weight portion, by weight drum under stirring
Enter dimethylamine；
2) again by weight nonionic surfactant, zinc oxide are put into reactor successively
In, stirring, control mixing time is 21min；
3) being slowly added dropwise Carbon bisulfide the most by weight, control time for adding is 1.1h, control
Temperature processed is 28 DEG C；After being added dropwise to complete, continuing stirring, control mixing time is 0.5h；
4) carry out solid-liquid separation, gained liquid is filtered, rectification, reclaim ethanol；By gained
Solid dries, pulverize, sieve after, obtain thiofide Methyl disulfide for amino first
Acid zinc.
Products obtained therefrom yield is 97.4%, and product purity is 99.7%.
Embodiment 6
The method producing thiofide PZ without waste water, with
Ethanol is solvent, is former with dimethylamine, Carbon bisulfide, nonionic surfactant and zinc oxide
Material, the weight ratio of dimethylamine, Carbon bisulfide, nonionic surfactant, zinc oxide and ethanol
For 1.0:1.05:0.01:0.5:5.40.Wherein, nonionic surfactant is octyl phenol polyoxyethylene
Ether, polyoxyethylene carboxylate, sorbitan ester form by weight for 2:1:3.
The method producing thiofide PZ without waste water, bag
Include following steps:
1) in the reactor of the ethanol filling weight portion, by weight drum under stirring
Enter dimethylamine；
2) again by weight nonionic surfactant, zinc oxide are put into reactor successively
In, stirring, control mixing time is 27min；
3) being slowly added dropwise Carbon bisulfide the most by weight, control time for adding is 1.4h, control
Temperature processed is 27 DEG C；After being added dropwise to complete, continuing stirring, control mixing time is 0.5h；
4) carry out solid-liquid separation, gained liquid is filtered, rectification, reclaim ethanol；By gained
Solid dries, pulverize, sieve after, obtain thiofide Methyl disulfide for amino first
Acid zinc.
Products obtained therefrom yield is 98.2%, and product purity is 99.6%.
Embodiment 7
The method producing thiofide PZ without waste water, with
Ethanol is solvent, is former with dimethylamine, Carbon bisulfide, nonionic surfactant and zinc oxide
Material, the weight ratio of dimethylamine, Carbon bisulfide, nonionic surfactant, zinc oxide and ethanol
For 1.0:1.1:0.013:0.55:5.40.Wherein, nonionic surfactant is sorbitan ester.
The method producing thiofide PZ without waste water, bag
Include following steps:
1) in the reactor of the ethanol filling weight portion, by weight drum under stirring
Enter dimethylamine；
2) again by weight nonionic surfactant, zinc oxide are put into reactor successively
In, stirring, control mixing time is 25min；
3) being slowly added dropwise Carbon bisulfide the most by weight, control time for adding is 1.5h, control
Temperature processed is 26 DEG C；After being added dropwise to complete, continuing stirring, control mixing time is 0.5h；
4) carry out solid-liquid separation, gained liquid is filtered, rectification, reclaim ethanol；By gained
Solid dries, pulverize, sieve after, obtain thiofide Methyl disulfide for amino first
Acid zinc.
Products obtained therefrom yield is 97.6%, and product purity is 99.6%.
The content not being described in detail in this specification, belongs to existing known to those skilled in the art
There is technology.
Claims (8)
1. one kind produces thiofide PZ without waste water
Method, it is characterised in that: with ethanol as solvent, with dimethylamine, Carbon bisulfide, nonionic table
Face activating agent and zinc oxide are raw material, dimethylamine, Carbon bisulfide, nonionic surfactant,
The weight ratio of zinc oxide and ethanol is 1.0:1.05-1.15:0.01-0.015:0.50-0.55:5.05-5.5.
The most according to claim 1 without waste water production thiofide dimethyl two
The method of zinc thiocarbamate, it is characterised in that: dimethylamine, Carbon bisulfide, nonionic table
The weight ratio of face activating agent, zinc oxide and ethanol is
1.0:1.1-1.15:0.012-0.015:0.53-0.55:5.35-5.45。
The most according to claim 1 without waste water production thiofide dimethyl two
The method of zinc thiocarbamate, it is characterised in that: dimethylamine, Carbon bisulfide, nonionic table
The weight ratio of face activating agent, zinc oxide and ethanol is 1.0:1.13:0.014:0.53:5.40.
The most according to claim 1 without waste water production thiofide dimethyl two
The method of zinc thiocarbamate, it is characterised in that: described nonionic surfactant is tween
-20, the one in OPEO, polyoxyethylene carboxylate, sorbitan ester
Or several mixture.
The most according to claim 4 without waste water production thiofide dimethyl two
The method of zinc thiocarbamate, it is characterised in that: described nonionic surfactant is tween
-20, OPEO, polyoxyethylene carboxylate, sorbitan ester are by weight
Form for 4:2:1:1.
6. according to described in claim 1 or 2 or 3 or 4 or 5 without waste water produce rubber sulfur
The method changing accelerator PZ, it is characterised in that include walking as follows
Rapid:
1) in the reactor of the ethanol filling weight portion, by weight drum under stirring
Enter dimethylamine；
2) again by weight nonionic surfactant, zinc oxide are put into reactor successively
In, stirring, control mixing time is 20-30min；
3) being slowly added dropwise Carbon bisulfide the most by weight, control time for adding is 1-1.5h, control
Temperature processed is 20-30 DEG C；After being added dropwise to complete, continuing stirring, control mixing time is 0.5h；
4) carry out solid-liquid separation, gained liquid is filtered, rectification, reclaim ethanol；By gained
Solid dries, pulverize, sieve after, obtain thiofide Methyl disulfide for amino first
Acid zinc.
The most according to claim 6 without waste water production thiofide dimethyl two
The method of zinc thiocarbamate, it is characterised in that: described step 2) in, when controlling stirring
Between be 20min.
The most according to claim 7 without waste water production thiofide dimethyl two
The method of zinc thiocarbamate, it is characterised in that: described step 3) in, when controlling dropping
Between be 1.3h, control temperature be 20 DEG C.
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| CN201610068593.4A CN105732451B (en) | 2016-02-01 | 2016-02-01 | Thiofide PZ is produced without waste water |
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|---|---|---|---|
| CN201610068593.4A CN105732451B (en) | 2016-02-01 | 2016-02-01 | Thiofide PZ is produced without waste water |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108003078A (en) * | 2017-12-21 | 2018-05-08 | 蔚林新材料科技股份有限公司 | The preparation method of thiofide EZ |
| CN110483355A (en) * | 2019-07-30 | 2019-11-22 | 上海裕诚化工有限公司 | The synthetic method of dialkyldithiocarbamates zinc salt |
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| CN102295592A (en) * | 2011-06-22 | 2011-12-28 | 濮阳蔚林化工股份有限公司 | Preparation method of rubber vulcanization accelerator zinc dimethyldithiocarbamate |
| CN105061277A (en) * | 2015-07-16 | 2015-11-18 | 山东阳谷华泰化工股份有限公司 | Environment-friendly preparation method of accelerator zinc dibenzyldithiocarbamate |
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| CN1935788A (en) * | 2006-10-08 | 2007-03-28 | 河北冠龙农化有限公司 | Method for preparing ziram |
| CN102295592A (en) * | 2011-06-22 | 2011-12-28 | 濮阳蔚林化工股份有限公司 | Preparation method of rubber vulcanization accelerator zinc dimethyldithiocarbamate |
| CN105061277A (en) * | 2015-07-16 | 2015-11-18 | 山东阳谷华泰化工股份有限公司 | Environment-friendly preparation method of accelerator zinc dibenzyldithiocarbamate |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108003078A (en) * | 2017-12-21 | 2018-05-08 | 蔚林新材料科技股份有限公司 | The preparation method of thiofide EZ |
| CN110483355A (en) * | 2019-07-30 | 2019-11-22 | 上海裕诚化工有限公司 | The synthetic method of dialkyldithiocarbamates zinc salt |
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| CN105732451B (en) | 2018-03-27 |
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