CN104649992A

CN104649992A - 1-phenyl-5-(N, N-dihydroxyl amino methyne thio)-tetrazole and preparation method thereof

Info

Publication number: CN104649992A
Application number: CN201310602057.4A
Authority: CN
Inventors: 刘现梅
Original assignee: Individual
Current assignee: Individual
Priority date: 2013-11-26
Filing date: 2013-11-26
Publication date: 2015-05-27

Abstract

The invention discloses 1-phenyl-5-(N, N-dihydroxyl amino methyne thio)-tetrazole and a preparation method thereof. The preparation method is characterized by comprising the following steps: heating and carrying out a reflux reaction on 1-phenyl-5-tetrazole-thione in an ethanol solution and dichloromethane and hydroxyalkyl amine; then distilling to remove the solvent, dissolving by deionized water and distilling to remove water to prepare a 1-phenyl-5-(N, N-dihydroxyl amino methyne thio)-tetrazole compound; through functional replacement and reaction, synthesizing a derivative of 1-phenyl-5-tetrazole-thione: 1-phenyl-5-(N, N-dihydroxyl amino methyne thio)-tetrazole, wherein hydroxyalkyl is introduced, so that the water solubility is increased. The synthetic compound is a corrosion inhibitor of an organic heterocyclic ring. The molecule of the compound contains more than two controlled-release radicals combined with metals, thereby playing an excellent anti-rust role; the reaction operation is simple and feasible.

Description

A kind of 1-phenyl-5-(the amino methyne sulfo-of N, N-dihydroxy ethyl)-tetrazole and preparation method thereof

Technical field

The present invention relates to rust-inhibiting additive synthesis technical field, espespecially a kind of 1-phenyl-5-(N, the amino methyne sulfo-of N-dihydroxy ethyl) -tetrazole and preparation method thereof.

Background technology

Along with the development of mechanical industry, the range of application of rust-inhibiting additive is in continuous expansion, water-based metal working fluid is because having excellent cooling, cleaning, rust-preventing characteristic, the advantage such as economy and security, be developed rapidly, and be widely used in cutting, grinding, calendering, the metal processing sectors such as punching press and tapping, rust-inhibiting additive is the important component part of water-based metal working fluid, along with the development and application of organic rust preventing additive, inorganic salts rust-inhibiting additive is substituted gradually, mostly practical organic rust preventing additive is by containing N, O, S, P etc. easily provide the organic compound of the atom of lone-pair electron or the active group of unsaturated link(age), carboxyl is natural organic ligand, it is the essential groups with melts combine, the size of its corrosion inhibition, depend primarily on molecular structure, in metallic surface, keying action is played to molecular adsorption.

1-phenyl-5-mercapto tetrazole is a kind of heterocyclic inhibiter; by functional group and reaction; the derivative of synthesis 1-phenyl-5-mercapto tetrazole; make in its molecule containing plural eluting group; add water-soluble; and by physical adsorption be chemisorbed on metallic surface and form the protective membrane aligned, thus more effectively slow down and suppress corrosion of metal.

Summary of the invention

The object of the present invention is to provide a kind of 1-phenyl-5-(N, the amino methyne sulfo-of N-dihydroxy ethyl) -tetrazole and preparation method thereof.。

Technical solution of the present invention is: to achieve these goals, technical solution of the present invention is: after 1-phenyl-5-mercapto tetrazole carries out heating reflux reaction with methylene dichloride and hydroxyalkyl amine in ethanolic soln, again through distillation except after desolventizing, deionized water dissolving, dephlegmate divide, obtained 1-phenyl-5-(N, the amino methyne sulfo-of N-dihydroxy ethyl) -tetrazotized zole compound, specifically comprises following steps:

1). take ethanol as solvent, under acid binding agent exists, 1-phenyl-5-mercapto tetrazole (I) and methylene dichloride (II) and diethanolamine (III), under existing in the catalyst, heating reflux reaction is carried out 6 ~ 8 hours in 60 DEG C ~ 70 DEG C, generate 1-phenyl-5-(N, the amino methyne sulfo-of N-dihydroxy ethyl) -tetrazole (IV), its main chemical reactions is:

2). reaction mass after distillation is except desolventizing, then uses deionized water dissolving, suction filtration removing unreacted reactant, and filtrate removes moisture through underpressure distillation, dry, obtained 1-phenyl-5-(N, the amino methyne sulfo-of N-dihydroxy ethyl) -tetrazotized zole compound.

Further, the mol ratio of described 1-phenyl-5-mercapto tetrazole, methylene dichloride and diethanolamine is 1 ﹕ 1 ~ 2 ﹕ 1 ~ 1.3.

Described acid binding agent is one or both in sodium hydroxide, potassium hydroxide, sodium carbonate and salt of wormwood, and its consumption is 90% ~ 160% of methylene chloride.

A kind of 1-phenyl of the present invention-5-(N, the amino methyne sulfo-of N-dihydroxy ethyl) -tetrazole and preparation method thereof, its feature and advantage are: by functional group and reaction, have synthesized the derivative of 1-phenyl-5-mercapto tetrazole: 1-phenyl-5-(N, the amino methyne sulfo-of N-dihydroxy ethyl) -tetrazole, introduces hydroxyalkyl, adds water-soluble; Synthetics is a kind of inhibiter of organic heterocyclic, contains the eluting group of two or more and melts combine in molecule, can play excellent rust inhibition; Operation is simple.

Embodiment

Embodiment 1

In the four-hole bottle that whipping appts, reflux condensate device and thermometer are housed, add 80mL ethanol, add the 1-phenyl-5-mercapto tetrazole of 27 grams, heating makes 1-phenyl-5-mercapto tetrazole dissolve completely, add the acid binding agent salt of wormwood of 30 grams of porphyrizes, then add 19 grams of methylene dichloride and 18 grams of diethanolamine in batches, carry out heating reflux reaction 6 ~ 7 hours in 60 DEG C ~ 70 DEG C, generate 1-phenyl-5-(N, the amino methyne sulfo-of N-dihydroxy ethyl) -tetrazole, reaction mass after distillation removing etoh solvent, then uses 100mL deionized water dissolving, suction filtration removing unreacted reactant, and filtrate removes moisture through underpressure distillation, obtained 1-phenyl-5-(N, the amino methyne sulfo-of N-dihydroxy ethyl) -tetrazotized zole compound.

Embodiment 2

In the four-hole bottle that whipping appts, reflux condensate device and thermometer are housed, add 100mL ethanol, add the 1-phenyl-5-mercapto tetrazole of 30 grams, heating makes 1-phenyl-5-mercapto tetrazole dissolve completely, add 14 grams of sodium hydroxide, then add 14.3 grams of methylene dichloride and 17.7 grams of diethanolamine in batches, carry out heating reflux reaction 6 ~ 8 hours in 60 DEG C ~ 70 DEG C, generate 1-phenyl-5-(N, the amino methyne sulfo-of N-dihydroxy ethyl) -tetrazole, reaction mass after distillation removing etoh solvent, then uses 150mL deionized water dissolving, suction filtration removing unreacted reactant, and filtrate removes moisture through underpressure distillation, obtained 1-phenyl-5-(N, the amino methyne sulfo-of N-dihydroxy ethyl) -tetrazotized zole compound.

Embodiment 3

In the four-hole bottle that whipping appts, reflux condensate device and thermometer are housed, add 70mL ethanol, add the 1-phenyl-5-mercapto tetrazole of 23 grams, heating makes 1-phenyl-5-mercapto tetrazole dissolve completely, add the acid binding agent sodium carbonate of 27.5 grams of porphyrizes, then add 21.9 grams of methylene dichloride and 17.5 grams of diethanolamine in batches, carry out heating reflux reaction 7 ~ 8 hours in 60 DEG C ~ 70 DEG C, generate 1-phenyl-5-(N, the amino methyne sulfo-of N-dihydroxy ethyl) -tetrazole, reaction mass after distillation removing etoh solvent, then uses 100mL deionized water dissolving, suction filtration removing unreacted reactant, and filtrate removes moisture through underpressure distillation, obtained 1-phenyl-5-(N, the amino methyne sulfo-of N-dihydroxy ethyl) -tetrazotized zole compound.

The above; embodiment is only be described the preferred embodiment of the present invention; not scope of the present invention is limited; under the prerequisite of spirit not departing from the technology of the present invention; the various distortion that this area engineering technical personnel make technical scheme of the present invention and improvement, all should fall in protection domain that claims of the present invention determine.

Claims

1. a 1-phenyl-5-(N, the amino methyne sulfo-of N-dihydroxy ethyl) -tetrazole and preparation method thereof, it is characterized in that: after 1-phenyl-5-mercapto tetrazole carries out heating reflux reaction with methylene dichloride and hydroxyalkyl amine in ethanolic soln, again through distillation except after desolventizing, deionized water dissolving, dephlegmate divide, obtained 1-phenyl-5-(N, the amino methyne sulfo-of N-dihydroxy ethyl) -tetrazotized zole compound, specifically comprises following steps:

1). take ethanol as solvent, under acid binding agent exists, 1-phenyl-5-mercapto tetrazole and methylene dichloride and diethanolamine, under existing in the catalyst, carry out heating reflux reaction 6 ~ 8 hours in 60 DEG C ~ 70 DEG C, generate 1-phenyl-5-(N, the amino methyne sulfo-of N-dihydroxy ethyl) -tetrazole;

2. a kind of 1-phenyl-5-(N according to claim 1, the amino methyne sulfo-of N-dihydroxy ethyl) -tetrazole and preparation method thereof, is characterized in that: the mol ratio of described 1-phenyl-5-mercapto tetrazole, methylene dichloride and diethanolamine is 1 ﹕ 1 ~ 2 ﹕ 1 ~ 1.3; Described acid binding agent is one or both in sodium hydroxide, potassium hydroxide, sodium carbonate and salt of wormwood, and its consumption is 90% ~ 160% of methylene chloride.