CN104649998A

CN104649998A - 2,4-bi(N,N-dihydroxyisopropylaminomethylsulfo)-thiadiazole and preparation method thereof

Info

Publication number: CN104649998A
Application number: CN201310598468.0A
Authority: CN
Inventors: 刘现梅
Original assignee: Individual
Current assignee: Individual
Priority date: 2013-11-25
Filing date: 2013-11-25
Publication date: 2015-05-27

Abstract

The invention discloses 2,4-bi(N,N-dihydroxyisopropylaminomethylsulfo)-thiadiazole and its preparation method. In the presence of an acid-binding agent, 2,5-dimercaptothiodiazole, dichloromethane and diisopropanolamine undergo a heating reflux reaction in isopropanol; and distillation is carried out to remove a solvent, dissolution is carried out by the use of deionized water, distillation is carried out to remove moisture and drying is carried out so as to prepare a 2,4-bi(N,N-dihydroxyisopropylaminomethylsulfo)-thiadiazole compound. Through functional group replacement and reaction and by introduction of a hydroxyalkyl group, water solubility is increased. The composition is an organic heterocyclic corrosion inhibitor. As two or more metal-binding controlled-release groups are contained in molecules, the composition has an excellent antirust effect. Reaction operations are simple and feasible. The preparation method is suitable for industrial production.

Description

A kind of 2,5-bis-(N, N-dihydroxy sec.-propyl aminomethyl sulfo)-thiadiazoles and preparation method thereof

Technical field

The present invention relates to rust-inhibiting additive synthesis technical field, espespecially a kind of 2,5-bis-(N, N-dihydroxy sec.-propyl aminomethyl sulfo)-thiadiazoles and preparation method thereof.

Background technology

Along with the development of mechanical industry, 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.

2; 5-dimercaptothiodiazole is a kind of heterocyclic inhibiter; by functional group and reaction; can 2 be synthesized; the derivative of 5-dimercaptothiodiazole, makes to contain plural eluting group in its molecule, adds 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 2,5-bis-(N, N-dihydroxy sec.-propyl aminomethyl sulfo)-thiadiazoles and preparation method thereof.

Technical solution of the present invention is: to achieve these goals, technical solution of the present invention is: under acid binding agent exists, 2, after 5-dimercaptothiodiazole carries out heating reflux reaction with methylene dichloride and diisopropanolamine (DIPA) in Virahol, again through distilling except desolventizing, deionized water dissolving, dephlegmate divide and after drying, obtain 2,5-bis-(N, N-dihydroxy sec.-propyl aminomethyl sulfo)-thiadiazole compound, specifically comprise following steps:

1). take Virahol as solvent, 2,5-dimercaptothiodiazole (I) and methylene dichloride and diisopropanolamine (DIPA), under existing in the catalyst, carry out heating reflux reaction 7 ~ 9 hours in 60 DEG C ~ 80 DEG C, generate 2,5-bis-(N, N-dihydroxy sec.-propyl aminomethyl sulfo)-thiadiazoles (II), 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, obtained 2,5-bis-(N, N-dihydroxy sec.-propyl aminomethyl sulfo)-thiadiazole compound.

Further, the mol ratio of described 2,5-dimercaptothiodiazoles, methylene dichloride and diisopropanolamine (DIPA) is 1 ﹕ 1 ~ 2 ﹕ 2 ~ 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 cyanuric chloride consumption.

One 2 of the present invention, 5-bis-(N, N-dihydroxy sec.-propyl aminomethyl sulfo)-thiadiazoles and preparation method thereof, its feature and advantage are: by functional group and reaction, the derivative of synthesis 2,5-dimercaptothiodiazole: 2,5-bis-(N, N-dihydroxy sec.-propyl aminomethyl sulfo)-thiadiazoles, introduce hydroxyalkyl, add 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, is applicable to suitability for industrialized production.

Embodiment

Embodiment 1

Whipping appts is being housed, in the four-hole bottle of reflux condensate device and thermometer, add 150mL Virahol, add 35 grams 2, 5-dimercaptothiodiazole, heating makes 2, 5-dimercaptothiodiazole dissolves completely, add the acid binding agent sodium carbonate of 49.5 grams of porphyrizes, add 39.5 grams of methylene dichloride and 92 grams of diisopropanolamine (DIPA) more in batches, heating reflux reaction is carried out 8 ~ 9 hours in 65 DEG C ~ 80 DEG C, generate 2, 5-bis-(N, N-dihydroxy sec.-propyl aminomethyl sulfo)-thiadiazoles, reaction mass is after distillation is except desolventizing Virahol, use 150mL deionized water dissolving again, suction filtration removing unreacted reactant, filtrate removes moisture through underpressure distillation, obtained 2, 5-bis-(N, N-dihydroxy sec.-propyl aminomethyl sulfo)-thiadiazole compound.

Embodiment 2

Whipping appts is being housed, in the four-hole bottle of reflux condensate device and thermometer, add 100mL Virahol, add 25 grams 2, 5-dimercaptothiodiazole, heating makes 2, 5-dimercaptothiodiazole dissolves completely, add 14 grams of acid binding agent sodium hydroxide, add 14.2 grams of methylene dichloride and 44.5 grams of diisopropanolamine (DIPA) more in batches, heating reflux reaction is carried out 7 ~ 8 hours in 60 DEG C ~ 70 DEG C, generate 2, 5-bis-(N, N-dihydroxy sec.-propyl aminomethyl sulfo)-thiadiazoles, reaction mass is after distillation is except desolventizing Virahol, use 100mL deionized water dissolving again, suction filtration removing unreacted reactant, filtrate removes moisture through underpressure distillation, obtained 2, 5-bis-(N, N-dihydroxy sec.-propyl aminomethyl sulfo)-thiadiazole compound.

Embodiment 3

Whipping appts is being housed, in the four-hole bottle of reflux condensate device and thermometer, add 120mL Virahol, add 30 grams 2, 5-dimercaptothiodiazole, heating makes 2, 5-dimercaptothiodiazole dissolves completely, add the acid binding agent salt of wormwood of 39.5 grams of porphyrizes, add 25 grams of methylene dichloride and 66 grams of diisopropanolamine (DIPA) more in batches, heating reflux reaction is carried out 8 ~ 9 hours in 70 DEG C ~ 80 DEG C, generate 2, 5-bis-(N, N-dihydroxy sec.-propyl aminomethyl sulfo)-thiadiazoles, reaction mass is after distillation is except desolventizing Virahol, use 150mL deionized water dissolving again, suction filtration removing unreacted reactant, filtrate removes moisture through underpressure distillation, obtained 2, 5-bis-(N, N-dihydroxy sec.-propyl aminomethyl sulfo)-thiadiazole 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. one kind 2,5-bis-(N, N-dihydroxy sec.-propyl aminomethyl sulfo)-thiadiazoles and preparation method thereof, it is characterized in that: under acid binding agent exists, 2, after 5-dimercaptothiodiazole carries out heating reflux reaction with methylene dichloride and diisopropanolamine (DIPA) in Virahol, again through distilling except desolventizing, deionized water dissolving, dephlegmate divide and after drying, obtain 2,5-bis-(N, N-dihydroxy sec.-propyl aminomethyl sulfo)-thiadiazole compound, specifically comprise following steps:

1). take Virahol as solvent, 2,5-dimercaptothiodiazole and methylene dichloride and diisopropanolamine (DIPA), under existing in the catalyst, carry out heating reflux reaction 7 ~ 9 hours in 60 DEG C ~ 80 DEG C, generate 2,5-bis-(N, N-dihydroxy sec.-propyl aminomethyl sulfo)-thiadiazoles;

2. a kind of 2,5-bis-(N, N-dihydroxy sec.-propyl aminomethyl sulfo)-thiadiazoles according to claim 1 and preparation method thereof, is characterized in that: the mol ratio of described 2,5-dimercaptothiodiazoles, methylene dichloride and diisopropanolamine (DIPA) is 1 ﹕ 1 ~ 2 ﹕ 2 ~ 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 cyanuric chloride consumption.