CN102219757A - Thiazole heterocyclic compound as well as preparation and application thereof - Google Patents

Thiazole heterocyclic compound as well as preparation and application thereof Download PDF

Info

Publication number
CN102219757A
CN102219757A CN2011101324076A CN201110132407A CN102219757A CN 102219757 A CN102219757 A CN 102219757A CN 2011101324076 A CN2011101324076 A CN 2011101324076A CN 201110132407 A CN201110132407 A CN 201110132407A CN 102219757 A CN102219757 A CN 102219757A
Authority
CN
China
Prior art keywords
methyl
acetate
sulfydryl
thiadiazoles
hydrazides
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
Application number
CN2011101324076A
Other languages
Chinese (zh)
Other versions
CN102219757B (en
Inventor
李伟华
白雪
田惠文
曹琨
侯保荣
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Institute of Oceanology of CAS
Original Assignee
Institute of Oceanology of CAS
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Institute of Oceanology of CAS filed Critical Institute of Oceanology of CAS
Priority to CN 201110132407 priority Critical patent/CN102219757B/en
Publication of CN102219757A publication Critical patent/CN102219757A/en
Application granted granted Critical
Publication of CN102219757B publication Critical patent/CN102219757B/en
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Landscapes

  • Preventing Corrosion Or Incrustation Of Metals (AREA)
  • Lubricants (AREA)

Abstract

The invention relates to a seawater corrosion inhibitor of copper, namely, a low-toxic and high-efficiency thiazole heterocyclic compound used for inhibiting corrosion of metal copper and products thereof in seawater or a sodium chloride medium, as well as preparation and application of the low-toxic and high-efficiency thiazole heterocyclic compound. The low-toxic and high-efficiency thiazole heterocyclic compound is (5-methyl-[1,3,4] thiadiazole-2-sulfydryl)-acetic acid (4-N,N-dimethylamine-benzylidene)-hydrazide with the following structural formula, wherein the low-toxic and high-efficiency thiazole heterocyclic compound can be used as the seawater corrosion inhibitor of the copper. In the invention, global corrosion and local corrosion of the metal copper in the process of contacting with the seawater or the sodium chloride solution by using the low-toxic and high-efficiency thiazole heterocyclic compound as the corrosion inhibitor can be prevented. The compound has not been used as the metal corrosion inhibitor at present. The corrosion inhibitor provided by the invention has the advantages of less consumption, low toxicity, high efficiency, strong ability in sustained action and broad application prospect; and by using the corrosion inhibitor, the corrosion damage of the metal copper can be effectively inhibited.

Description

A kind of thiazoles heterogeneous ring compound and preparation and application
Technical field
The present invention relates to the corrosion inhibitor of sea water of copper, promptly in order to suppress metallic copper and a kind of low toxicity of the corrosive of goods in seawater or sodium chloride medium thereof, thiazoles heterogeneous ring compound and preparation and application efficiently.
Background technology
Along with the continuous consumption of the various resources in land, the development and utilization oceanic resources become the inevitable approach that solves current resource exhaustion.But seawater belongs to strong electrolyte solution, has intensive corrodibility, has limited the development and utilization of oceanic resources dramatically.Therefore, have only to have solved the etching problem of metallic substance in seawater, could really embody the development and utilization of marine resources and be worth.
Copper has characteristics such as good physical strength, workability, electroconductibility, thermal conductivity, weldability, is used widely in industry, field such as military and civilian for a long time.Yet, though copper comes hydrogen in metal reactivity sequence list after, activity is relatively poor, but copper is in containing corrosive medium systems such as chlorion, vitriol, nitrate, also very easily be subjected to corrosion failure in various degree, thereby lose its original various performances, even bring huge disaster.
At present, though having been arranged, many bibliographical informations cross the corrosion inhibitor of sea water of metallic copper, but the inhibiter quantity that can be applied in the actual production is but very rare, major part is still continued to use traditional benzotriazole compound as copper inhibitor, brings a series of economy and environmental problem to production process.
Summary of the invention
The object of the present invention is to provide a kind of thiazoles heterogeneous ring compound and preparation and application, in order to suppress metallic copper and the corrosion of goods in seawater or sodium chloride medium thereof.
For achieving the above object, the technical solution used in the present invention is:
A kind of thiazole compound: it is (5-methyl-[1,3,4] thiadiazoles-2-sulfydryl)-acetate (4-N, N dimethyl amine-Ben Yajiaji)-hydrazides, and structural formula is:
Figure BSA00000500639400011
The preparation method of thiazole compound, chemical equation is:
Figure BSA00000500639400021
Concrete preparation process is as follows,
(1) at first moles such as acetate and methyl alcohol are mixed, the reaction dehydration obtains methyl acetate (I);
(2) product (I) is mixed with excessive hydrazine hydrate, 60-90 ℃ of oil bath 2-3h reaction, acethydrazide (II);
(3) reaction product (II) that obtains is blended in reacting generating compound under the alkaline environment (III) with excessive dithiocarbonic anhydride;
(4) with product (III) under sulphuric acid catalysis, carry out cyclisation 1-2h under oil bath temperature 60-85 ℃, obtain 2-sulfydryl-5-methyl-[1,3,4] thiadiazoles (IV), then under alkaline condition with excessive chloracetic acid ethyl ester reaction, obtain (V);
(5) with product (V) and excessive hydrazine hydrate reaction, obtain (VI), and with gained (VI) and excessive p-N, the reaction of N-dimethylbenzaldehyde obtains product (5-methyl-[1,3,4] thiadiazoles-2-sulfydryl)-acetate (4-N, N dimethyl amine-Ben Yajiaji)-hydrazides (VII).
Thiazole compound application: thiazole compound can be used as copper seawater corrosion inhibitor, and the brass work in seawater or the sodium chloride medium is carried out corrosion prevention.
Thiazole compound is (5-methyl-[1,3,4] thiadiazoles-2-sulfydryl)-acetate (4-N, N dimethyl amine-Ben Yajiaji)-hydrazides, and structural formula is:
Described sodium chloride medium is that mass concentration is the sodium chloride solution of 0.1%-5%.
Before the application, with (5-methyl-[1,3,4] thiadiazoles-2-sulfydryl)-acetate (4-N, N dimethyl amine-Ben Yajiaji)-and hydrazides is dissolved in the pimelinketone, and the weight ratio of itself and pimelinketone is 1: 10-1: 20, then at room temperature mixing solutions is carried out making it to dissolve fully in ultrasonic dispersing 20-30 minute; Then, with fully the dissolving after solution join in the OP-10 emulsifying agent, the add-on of OP-10 emulsifying agent and pimelinketone and weight ratio be 1: 1, stirring under the room temperature obtains inhibiter, can use.
Brass work is immersed in the seawater or sodium chloride medium that adds inhibiter, the submergence temperature is 25 ℃, the pH scope is 5.5-9.5, wherein in every liter of seawater or the sodium chloride medium (5-methyl-[1 is arranged, 3,4] thiadiazoles-2-sulfydryl)-acetate (4-N, N dimethyl amine-Ben Yajiaji)-the hydrazides amount is 5-100mg.
Brass work is immersed in the seawater of adding inhibiter or the time of sodium chloride medium is not strict with, general inhibition efficiency can increase along with the increase of soak time within a certain period of time, after reaching certain hour, inhibition efficiency maintains certain level, but this time point is indefinite.
Seawater is the corrosive environment of a complexity, but cause that the main chemical substance of metal corrosive in seawater is a chlorion, and therefore, we can be in the laboratory come in the simulated seawater chlorion to corrosion of metal by the configuration sodium chloride solution.
The invention has the beneficial effects as follows:
1. cost is low.Inhibiter effective constituent of the present invention is (5-methyl-[1,3,4] thiadiazoles-2-sulfydryl)-acetate (4-N, N dimethyl amine-Ben Yajiaji)-hydrazides, and is synthetic convenient, cheap.
2. low toxic and environment-friendly.Inhibiter of the present invention is compared with traditional organic copper inhibiter with inorganic copper inhibitor commonly used at present, and natural degradation is nontoxic or low toxicity material in the sun, can not bring load to environment, meets the trend of green corrosion inhibitor development.
3. suitability is strong.Inhibiter of the present invention applied widely all has good corrosion inhibition under different salinity, temperature, pH.
4. high efficiency.The present invention adds a spot of inhibiter just can effectively suppress the destruction of metallic copper in corrosive medium.
5. good endurance.Inhibiter of the present invention has good weather resistance, can keep higher corrosion inhibition for a long time.
Compound occurs unimodally at chemical shift 2.4 places, be the cutting edge of a knife or a sword of methyl on the thiazole; 2.8-3.2 locate cutting edge of a knife or a sword and be N go up replace the cutting edge of a knife or a sword of two methyl; 4.063 unimodal S of being that locates and the methyl cutting edge of a knife or a sword between the carbonyl; 8.149 locate to be the parahelium cutting edge of a knife or a sword; 8.486 locate to be the cutting edge of a knife or a sword on the CH=N; 6.7-7.8 between two cutting edges of a knife or a sword that cutting edge of a knife or a sword is a phenyl ring.
Embodiment
The present invention adopts electrochemical impedance spectroscopy and two kinds of electrochemical methods of electrokinetic potential polarization to carry out corrosion inhibition and characterizes.Though the inhibition efficiency that two kinds of methods obtain has certain difference, the general trend of the whole bag of tricks is consistent, and this compound all has good corrosion inhibition under different condition as can be seen.
Embodiment 1
(5-methyl-[1,3,4] thiadiazoles-2-sulfydryl)-acetate (4-N, N dimethyl amine-Ben Yajiaji)-hydrazides preparation method:
Chemical equation is:
Figure BSA00000500639400041
At first moles such as acetate and methyl alcohol are mixed, the reaction dehydration obtains methyl acetate (I), and product (I) is mixed with excess hydrazine hydrate, and 2h are reacted in 80 ℃ of oil baths, obtain acethydrazide (II), will obtain reaction product (II) and excessive dithiocarbonic anhydride at KOH (or NaOH, Ca 2OH) reacting generating compound under the alkaline environment (III) under sulphuric acid catalysis, carries out cyclisation 1.5h under 75 ℃ of the oil bath temperatures with product (III), obtains product (IV), i.e. 2-sulfydryl-5-methyl-[1,3,4] thiadiazoles is then at NaOH (or KOH, Ca 2OH) product (IV) gets product (V) with excess chlorine for acetic acid ethyl reaction under the alkaline condition, with product (V) and excess hydrazine hydrate reaction, obtain product (VI), at last with product (VI) and excessive p-N, the reaction of N-dimethylbenzaldehyde obtains product (5-methyl-[1,3,4] thiadiazoles-2-sulfydryl)-acetate (4-N, N dimethyl amine-Ben Yajiaji)-hydrazides (VII).
Through Spectrum Analysis, the gained compound occurs unimodally at chemical shift 2.4 places, be the cutting edge of a knife or a sword of methyl on the thiazole; 2.8-3.2 locate cutting edge of a knife or a sword and be N go up replace the cutting edge of a knife or a sword of two methyl; 4.063 unimodal S of being that locates and the methyl cutting edge of a knife or a sword between the carbonyl; 8.149 locate to be the parahelium cutting edge of a knife or a sword; 8.486 locate to be the cutting edge of a knife or a sword on the CH=N; 6.7-7.8 between two cutting edges of a knife or a sword cutting edge of a knife or a sword that is phenyl ring then above-mentioned gained compound is carried out corrosion inhibition and characterizes experiment:
Condition: experiment material is red copper (99.999%), with above-mentioned (the 5-methyl-[1 that makes, 3,4] thiadiazoles-2-sulfydryl)-acetate (4-N, N dimethyl amine-Ben Yajiaji)-hydrazides is mixed with inhibiter, medium is 3.5% sodium chloride solution, the red copper goods are immersed in the medium that adds inhibiter, submergence 30min temperature is 25 ℃, pH=7.5, and its medium consumption is 0.5L, (5-methyl-[1 in the medium, 3,4] thiadiazoles-2-sulfydryl)-acetate (4-N, N dimethyl amine-Ben Yajiaji)-the hydrazides add-on is 0.0025g.
Inhibiter is: with (5-methyl-[1,3,4] thiadiazoles-2-sulfydryl)-acetate (4-N, N dimethyl amine-Ben Yajiaji)-hydrazides is dissolved in the pimelinketone, the weight ratio of itself and pimelinketone is 1: 20, then at room temperature mixing solutions is carried out ultrasonic dispersing with ultrasonic disperser and mixing solutions is dissolved fully in 20 minutes; Then, with fully the dissolving after solution join in the OP-10 emulsifying agent (Da Mao chemical apparatus supply station, Tianjin, commodity are called emulsifier op-10), the add-on of OP-10 emulsifying agent and pimelinketone and weight ratio be 1: 1, stir under the room temperature and obtain inhibiter, can use.
Obtaining inhibition efficiency by experimental test is respectively: electrochemical impedance spectroscopy 97.2%, electrokinetic potential polarization 94.36% is shown as the inhibiter that consumption is low, efficient is high.
Corrosion of metal is an electrochemical process, seriously corroded whether and protection whether proper, can judge from corrosion current and charge transfer resistance, and the main means of measuring galvanic corrosion are exactly electrochemical impedance spectroscopy and method of polarization curve.By ac impedance spectroscopy, can obtain the charge transfer resistance of copper, charge transfer resistance is big more, illustrates that the inhibiter molecule is fine and close more at the protective membrane on copper surface, and is also good more to the protection of copper, just can obtain the inhibition efficiency of inhibiter to copper by formula (1).On the other hand, by method of polarization curve, can obtain the corrosion current of copper, corrosion current is big more, illustrates that the corrosive situation is serious more, therefore utilizes corrosion current, obtains the inhibition efficiency of inhibiter according to formula (2), thereby estimates the protection effect of inhibiter.
IE%=(R ct-R 0 ct)/R ct (1)
IE%=(I 0 corr-I corr)/I 0 corr (2)
Embodiment 2
Condition: experiment material is red copper (99.999%), with (5-methyl-[1,3,4] thiadiazoles-2-sulfydryl)-acetate (4-N, N dimethyl amine-Ben Yajiaji)-and hydrazides and emulsifying agent be mixed with microemulsion, and medium is 3.5% sodium chloride solution, consumption 0.5L, add (5-methyl-[1 in the medium, 3,4] thiadiazoles-2-sulfydryl)-acetate (4-N, N dimethyl amine-Ben Yajiaji)-the hydrazides amount is 0.0050g, temperature is 25 ℃, pH=7.5.
Obtaining inhibition efficiency by experimental test is respectively: electrochemical impedance spectroscopy 98.04%, electrokinetic potential polarization 96.95% is shown as the inhibiter that consumption is low, efficient is high.
Embodiment 3
Condition: experiment material is red copper (99.999%), with (5-methyl-[1,3,4] thiadiazoles-2-sulfydryl)-acetate (4-N, N dimethyl amine-Ben Yajiaji)-and hydrazides and emulsifying agent be mixed with microemulsion, and medium is 3.5% sodium chloride solution, consumption 0.5L, add (5-methyl-[1 in the medium, 3,4] thiadiazoles-2-sulfydryl)-acetate (4-N, N dimethyl amine-Ben Yajiaji)-the hydrazides amount is 0.0100g, temperature is 25 ℃, pH=7.5.
Obtaining inhibition efficiency by experimental test is respectively: electrochemical impedance spectroscopy 98.76%, electrokinetic potential polarization 97.85% is shown as the inhibiter that consumption is low, efficient is high.
Embodiment 4
Condition: experiment material is red copper (99.999%), with (5-methyl-[1,3,4] thiadiazoles-2-sulfydryl)-acetate (4-N, N dimethyl amine-Ben Yajiaji)-and hydrazides and emulsifying agent be mixed with microemulsion, and medium is 3.5% sodium chloride solution, consumption 0.5L, add (5-methyl-[1 in the medium, 3,4] thiadiazoles-2-sulfydryl)-acetate (4-N, N dimethyl amine-Ben Yajiaji)-the hydrazides amount is 0.0250g, temperature is 25 ℃, pH=7.5.
Obtaining inhibition efficiency by experimental test is respectively: electrochemical impedance spectroscopy 99.33%, electrokinetic potential polarization 98.2% is shown as the inhibiter that consumption is low, efficient is high.
Embodiment 5
Condition: experiment material is red copper (99.999%), with (5-methyl-[1,3,4] thiadiazoles-2-sulfydryl)-acetate (4-N, N dimethyl amine-Ben Yajiaji)-and hydrazides and emulsifying agent be mixed with microemulsion, and medium is 3.5% sodium chloride solution, consumption 0.5L, add (5-methyl-[1 in the medium, 3,4] thiadiazoles-2-sulfydryl)-acetate (4-N, N dimethyl amine-Ben Yajiaji)-the hydrazides amount is 0.0500g, temperature is 25 ℃, pH=7.5.
Obtaining inhibition efficiency by experimental test is respectively: electrochemical impedance spectroscopy 99.29%, electrokinetic potential polarization 98.48% is shown as the inhibiter that consumption is low, efficient is high.
Embodiment 6
Condition: experiment material is red copper (99.999%), with (5-methyl-[1,3,4] thiadiazoles-2-sulfydryl)-acetate (4-N, N dimethyl amine-Ben Yajiaji)-and hydrazides and emulsifying agent be mixed with microemulsion, and medium is 3.5% sodium chloride solution, consumption 0.5L, add (5-methyl-[1 in the medium, 3,4] thiadiazoles-2-sulfydryl)-acetate (4-N, N dimethyl amine-Ben Yajiaji)-the hydrazides amount is 0.0250g, temperature is 25 ℃, pH=5.5.
Obtaining inhibition efficiency by experimental test is respectively: electrochemical impedance spectroscopy 96.46%, electrokinetic potential polarization 88.95% is shown as high-level efficiency inhibiter under the acidic conditions.
Embodiment 7
Condition: experiment material is red copper (99.999%), with (5-methyl-[1,3,4] thiadiazoles-2-sulfydryl)-acetate (4-N, N dimethyl amine-Ben Yajiaji)-and hydrazides and emulsifying agent be mixed with microemulsion, and medium is 3.5% sodium chloride solution, consumption 0.5L, add (5-methyl-[1 in the medium, 3,4] thiadiazoles-2-sulfydryl)-acetate (4-N, N dimethyl amine-Ben Yajiaji)-the hydrazides amount is 0.0250g, temperature is 25 ℃, pH=6.5.
Obtaining inhibition efficiency by experimental test is respectively: electrochemical impedance spectroscopy 97.02%, electrokinetic potential polarization 97.11% is shown as high-level efficiency inhibiter under the solutions of weak acidity.
Embodiment 8
Condition: experiment material is red copper (99.999%), with (5-methyl-[1,3,4] thiadiazoles-2-sulfydryl)-acetate (4-N, N dimethyl amine-Ben Yajiaji)-and hydrazides and emulsifying agent be mixed with microemulsion, and medium is 3.5% sodium chloride solution, consumption 0.5L, add (5-methyl-[1 in the medium, 3,4] thiadiazoles-2-sulfydryl)-acetate (4-N, N dimethyl amine-Ben Yajiaji)-the hydrazides amount is 0.0250g, temperature is 25 ℃, pH=8.5.
Obtaining inhibition efficiency by experimental test is respectively: electrochemical impedance spectroscopy 99.69%, electrokinetic potential polarization 98.55% is shown as high-level efficiency inhibiter under the weak basic condition.
Embodiment 9
Condition: experiment material is red copper (99.999%), with (5-methyl-[1,3,4] thiadiazoles-2-sulfydryl)-acetate (4-N, N dimethyl amine-Ben Yajiaji)-and hydrazides and emulsifying agent be mixed with microemulsion, and medium is 3.5% sodium chloride solution, consumption 0.5L, add (5-methyl-[1 in the medium, 3,4] thiadiazoles-2-sulfydryl)-acetate (4-N, N dimethyl amine-Ben Yajiaji)-the hydrazides amount is 0.0250g, temperature is 25 ℃, pH=9.5.
Obtaining inhibition efficiency by experimental test is respectively: electrochemical impedance spectroscopy 99.88%, electrokinetic potential polarization 99.0% is shown as high-level efficiency inhibiter under the alkaline condition.
Embodiment 10
Condition: experiment material is red copper (99.999%), with (5-methyl-[1,3,4] thiadiazoles-2-sulfydryl)-and acetate (4-N, N dimethyl amine-Ben Yajiaji)-hydrazides and emulsifying agent be mixed with microemulsion, and medium is 3.5% sodium chloride solution, consumption 0.5L, add (5-methyl-[1,3,4] thiadiazoles-2-sulfydryl)-acetate (4-N in the medium, N dimethyl amine-Ben Yajiaji)-the hydrazides amount is 0.0250g, temperature is 25 ℃, pH=7.5, soak time 1 day.
Obtaining inhibition efficiency by experimental test is respectively: electrochemical impedance spectroscopy 99.89% is shown as high-level efficiency inhibiter under the long period.
Embodiment 11
Condition: experiment material is red copper (99.999%), with (5-methyl-[1,3,4] thiadiazoles-2-sulfydryl)-and acetate (4-N, N dimethyl amine-Ben Yajiaji)-hydrazides and emulsifying agent be mixed with microemulsion, and medium is 3.5% sodium chloride solution, consumption 0.5L, add (5-methyl-[1,3,4] thiadiazoles-2-sulfydryl)-acetate (4-N in the medium, N dimethyl amine-Ben Yajiaji)-the hydrazides amount is 0.0250g, temperature is 25 ℃, pH=7.5, soak time 3 days.
Obtaining inhibition efficiency by experimental test is respectively: electrochemical impedance spectroscopy 99.88% is shown as long-time high-level efficiency inhibiter down.
Embodiment 12
Condition: experiment material is red copper (99.999%), with (5-methyl-[1,3,4] thiadiazoles-2-sulfydryl)-and acetate (4-N, N dimethyl amine-Ben Yajiaji)-hydrazides and emulsifying agent be mixed with microemulsion, and medium is 3.5% sodium chloride solution, consumption 0.5L, add (5-methyl-[1,3,4] thiadiazoles-2-sulfydryl)-acetate (4-N in the medium, N dimethyl amine-Ben Yajiaji)-the hydrazides amount is 0.0250g, temperature is 25 ℃, p H=7.5, soak time 5 days.
Obtaining inhibition efficiency by experimental test is respectively: electrochemical impedance spectroscopy 99.76% is shown as long-time high-level efficiency inhibiter down.
Embodiment 13
Condition: experiment material is red copper (99.999%), with (5-methyl-[1,3,4] thiadiazoles-2-sulfydryl)-and acetate (4-N, N dimethyl amine-Ben Yajiaji)-hydrazides and emulsifying agent be mixed with microemulsion, and medium is 3.5% sodium chloride solution, consumption 0.5L, add (5-methyl-[1,3,4] thiadiazoles-2-sulfydryl)-acetate (4-N in the medium, N dimethyl amine-Ben Yajiaji)-the hydrazides amount is 0.0250g, temperature is 25 ℃, pH=7.5, soak time 10 days.
Obtaining inhibition efficiency by experimental test is respectively: electrochemical impedance spectroscopy 99.84% is shown as long-time high-level efficiency inhibiter down.
Embodiment 14
Condition: experiment material is red copper (99.999%), with (5-methyl-[1,3,4] thiadiazoles-2-sulfydryl)-and acetate (4-N, N dimethyl amine-Ben Yajiaji)-hydrazides and emulsifying agent be mixed with microemulsion, and medium is 3.5% sodium chloride solution, consumption 0.5L, add (5-methyl-[1,3,4] thiadiazoles-2-sulfydryl)-acetate (4-N in the medium, N dimethyl amine-Ben Yajiaji)-the hydrazides amount is 0.0250g, temperature is 25 ℃, pH=7.5, soak time 15 days.
Obtaining inhibition efficiency by experimental test is respectively: electrochemical impedance spectroscopy 99.53% is shown as long-time high-level efficiency inhibiter down.

Claims (7)

1. thiazole compound is characterized in that: it is (5-methyl-[1,3,4] thiadiazoles-2-sulfydryl)-acetate (4-N, N dimethyl amine-Ben Yajiaji)-hydrazides, and structural formula is:
Figure FSA00000500639300011
2. the preparation method of the described thiazole compound of claim 1 is characterized in that:
Chemical equation is:
Concrete preparation process is as follows,
(1) at first moles such as acetate and methyl alcohol are mixed, the reaction dehydration obtains methyl acetate (I);
(2) product (I) is mixed with excessive hydrazine hydrate, 60-90 ℃ of oil bath 2-3h reaction, acethydrazide (II);
(3) reaction product (II) that obtains is blended in reacting generating compound under the alkaline environment (III) with excessive dithiocarbonic anhydride;
(4) with product (III) under sulphuric acid catalysis, carry out cyclisation 1-2h under oil bath temperature 60-85 ℃, obtain 2-sulfydryl-5-methyl-[1,3,4] thiadiazoles (IV), then under alkaline condition with excessive chloracetic acid ethyl ester reaction, obtain (V);
(5) with product (V) and excessive hydrazine hydrate reaction, obtain (VI), and with gained (VI) and excessive p-N, the reaction of N-dimethylbenzaldehyde obtains product (5-methyl-[1,3,4] thiadiazoles-2-sulfydryl)-acetate (4-N, N dimethyl amine-Ben Yajiaji)-hydrazides (VII).
The described thiazole compound of claim 1 application, it is characterized in that: thiazole compound can be used as copper seawater corrosion inhibitor, and the brass work in seawater or the sodium chloride medium is carried out corrosion prevention.
Thiazole compound according to claim 3 application, it is characterized in that: thiazole compound is (5-methyl-[1,3,4] thiadiazoles-2-sulfydryl)-acetate (4-N, N dimethyl amine-Ben Yajiaji)-hydrazides, structural formula is:
Figure FSA00000500639300021
Thiazole compound according to claim 3 application, it is characterized in that: described sodium chloride medium is that mass concentration is the sodium chloride solution of 0.1%-5%.
Thiazole compound according to claim 4 application, it is characterized in that: before the application, with (5-methyl-[1,3,4] thiadiazoles-2-sulfydryl)-acetate (4-N, N dimethyl amine-Ben Yajiaji)-and hydrazides is dissolved in the pimelinketone, and the weight ratio of itself and pimelinketone is 1: 10-1: 20, then at room temperature mixing solutions is carried out making it to dissolve fully in ultrasonic dispersing 20-30 minute; Then, with fully the dissolving after solution join in the OP-10 emulsifying agent, the add-on of OP-10 emulsifying agent and pimelinketone and weight ratio be 1: 1, stirring under the room temperature obtains inhibiter, can use.
7. the application of inhibiter according to claim 4, it is characterized in that: brass work is immersed in the seawater or sodium chloride medium that adds inhibiter, the submergence temperature is 25 ℃, p H scope is 5.5-9.5, wherein in every liter of seawater or the sodium chloride medium (5-methyl-[1,3 is arranged, 4] thiadiazoles-2-sulfydryl)-acetate (4-N, N dimethyl amine-Ben Yajiaji)-the hydrazides amount is 5-100mg.
CN 201110132407 2011-05-11 2011-05-11 Thiazole heterocyclic compound as well as preparation and application thereof Expired - Fee Related CN102219757B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN 201110132407 CN102219757B (en) 2011-05-11 2011-05-11 Thiazole heterocyclic compound as well as preparation and application thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN 201110132407 CN102219757B (en) 2011-05-11 2011-05-11 Thiazole heterocyclic compound as well as preparation and application thereof

Publications (2)

Publication Number Publication Date
CN102219757A true CN102219757A (en) 2011-10-19
CN102219757B CN102219757B (en) 2013-05-15

Family

ID=44776487

Family Applications (1)

Application Number Title Priority Date Filing Date
CN 201110132407 Expired - Fee Related CN102219757B (en) 2011-05-11 2011-05-11 Thiazole heterocyclic compound as well as preparation and application thereof

Country Status (1)

Country Link
CN (1) CN102219757B (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102372681A (en) * 2011-10-28 2012-03-14 中国科学院海洋研究所 Environment-friendly thiazole compound as well as preparation and application thereof
CN103288775A (en) * 2012-03-01 2013-09-11 中国科学院海洋研究所 Triazole compound, and preparation method and application thereof
CN103373993A (en) * 2012-04-12 2013-10-30 南京大学 Pyrazine ring- containing thiadiazole derivatives, preparation method and applications

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102108515A (en) * 2011-04-11 2011-06-29 李佃场 Application of environment-friendly corrosion inhibitor to copper in seawater
CN102181870A (en) * 2011-04-11 2011-09-14 李佃场 Application of efficient copper seawater corrosion inhibitor

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102108515A (en) * 2011-04-11 2011-06-29 李佃场 Application of environment-friendly corrosion inhibitor to copper in seawater
CN102181870A (en) * 2011-04-11 2011-09-14 李佃场 Application of efficient copper seawater corrosion inhibitor

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
ACS: "299904-19-1", 《STN(REGISTRY)》 *
ACS: "Synthesis and biological activity of some new N5-arylamino-1,3,4-thiadiazol-2-ylthioacetyl-N1"-benzylidene hydrazines", 《STN(CA)》 *
刘莉: "影响噻二唑合成的相关因素研究", 《黑龙江医药》 *

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102372681A (en) * 2011-10-28 2012-03-14 中国科学院海洋研究所 Environment-friendly thiazole compound as well as preparation and application thereof
CN103288775A (en) * 2012-03-01 2013-09-11 中国科学院海洋研究所 Triazole compound, and preparation method and application thereof
CN103373993A (en) * 2012-04-12 2013-10-30 南京大学 Pyrazine ring- containing thiadiazole derivatives, preparation method and applications
CN103373993B (en) * 2012-04-12 2016-03-02 南京大学 One class is containing the thiadiazoles derivative of pyrazine ring and method for making thereof and purposes

Also Published As

Publication number Publication date
CN102219757B (en) 2013-05-15

Similar Documents

Publication Publication Date Title
CN102329273B (en) Schiff base containing nitrogenous heterocyclic compound and preparation method and application thereof
CN102115471B (en) Triazole compound as well as preparation method and application thereof
CN102219757B (en) Thiazole heterocyclic compound as well as preparation and application thereof
CN102108515B (en) Application of environment-friendly corrosion inhibitor to copper in seawater
CN102329274B (en) Triazole heterocyclic compound and preparation and application thereof
CN102775370B (en) Thiazole compound, its preparation and application
CN102115892B (en) Application of environment-friendly copper seawater corrosion inhibitor
CN102372681B (en) Environment-friendly thiazole compound as well as preparation and application thereof
CN103225085A (en) Application of triazole compound containing salicylaldehyde as high efficiency corrosion inhibitor
CN115322755A (en) Low-conductivity hydrogen fuel cell cooling liquid with corrosion inhibition performance and preparation method thereof
CN103225083B (en) A kind of application of acethydrazide compound as inhibiter containing thiophene heterocycle
CN102432564B (en) Disubstituted thiadiazole compound, preparation method and application thereof
CN102115464B (en) Triazole compound as well as preparation method and application thereof
CN102516201B (en) Heterocyclic nitrogen compound, preparation and application thereof
CN102181870B (en) Application of efficient copper seawater corrosion inhibitor
CN102285940B (en) Thiazoles compound and preparation and application thereof
CN105002504A (en) Application of alkaline hexapyranose-like compound oligochitosan as effective corrosion inhibitor
CN103233231A (en) Application of furan-containing triazole compound used as effective corrosion inhibitor
CN103288766A (en) Triazole compound, and preparation method and application thereof
CN103288775A (en) Triazole compound, and preparation method and application thereof
CN107964658B (en) Corrosion inhibitor for copper and metal products thereof, and preparation method and application thereof
CN103225084B (en) Application of acethydrazide type compound containing furan nitrogen heterocycle and being used as corrosion inhibitor
CN103243334A (en) Application of triazole compound containing anisic aldehyde as efficient corrosion inhibitor
CN101892485B (en) Application of heterocyclic alcohol high-efficiency corrosion inhibitor for cupper in seawater
CN102115891A (en) Application of triazole compounds in corrosion inhibitor for copper in seawater

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C14 Grant of patent or utility model
GR01 Patent grant
CF01 Termination of patent right due to non-payment of annual fee

Granted publication date: 20130515

Termination date: 20170511

CF01 Termination of patent right due to non-payment of annual fee