CN102964306A - Preparation method of imidazoline corrosion inhibitor - Google Patents
Preparation method of imidazoline corrosion inhibitor Download PDFInfo
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Abstract
The invention provides a preparation method of an imidazoline corrosion inhibitor, the raw materials of which include: an organic acid, which consists of caprylic acid, capric acid, hexanoic acid, lauric acid, oleic acid, linoleic acid, palmitic acid, stearic acid, tetradecanoic acid, and naphthenic acid that has a molecular weight of 180-350; and an amine material, which consists of hydroxyethyl ethylenediamine, diethylenetriamine, triethylene tetramine, and tetraethylenepentamine. The preparation method comprises: taking the organic acid and amine raw materials to conduct preparation in a mole ratio of 1:1.1-1.3, placing them in a three-neck bottle to conduct heating in order, when the acid is completely melted, starting stirring, leaving the materials to react for 2-3h under the condition of 115-125DEG C, then raising the temperature to 180-200DEG C within 2h, carrying out heat preservation for 2.5-3.0h, further raising the temperature to 270DEG C within 2h, and leaving the materials to react for 2-3h at 265-275DEG C, thus obtaining the imidazoline corrosion inhibitor.
Description
Technical field
The present invention relates to the preparation of inhibiter, be particularly useful for obtaining of imidazoline inhibitor, with vacuum method and solvent method, to compare technique simpler, and method is more practical.
Background technology
Imidazolidine derivatives is oil field a kind of type of inhibitor commonly used, generally by organic acid and amine, carrying out condensation reaction in organic solvent obtains, because generating to be unfavorable for reacting, the water in condensation reaction carries out, so at first synthetic imidazolines inhibiter needs to carry out processed, general dehydration adopts two kinds of methods: (1) vacuum method: in this method, reactant is than Hybrid Heating under low pressure, after dewatering for the first time, moisture is removed in the temperature programming step-down, completes dehydration for the second time; (2) solvent method: dewater for the first time and carry out under normal pressure, take toluene or dimethylbenzene as azeotropic agent, by azeotropic agent and water azeotropic, water is taken out of from reaction vessel, thereby promote dehydration reaction, carry out, after having dewatered for the first time, then the decompression intensification is dewatered for the second time, complete cyclization, the water production rate that can react by measurement and product acid number are determined the terminal of reaction.Aforesaid method cuts both ways.The temperature of reaction that the solvent synthesis method needs is low, product is not perishable, but adopt aquifer yield and product acid number to judge that the needed time of reaction end is long, and yield is low, solvent method adopts toluene, dimethylbenzene equal solvent to be dewatered simultaneously, these solvents are harmful, its input and recycle and reuse also more complicated of process; The solvent-free recovery problem of vacuum rule, but long reaction time require the long-time vacuum system of using simultaneously, higher to the sealing requirements of conversion unit, otherwise product is apt to deteriorate, and the amine in raw material easily is pumped.
Literature search discloses: 1. the kingly way woods is by being used solid phosgene to substitute phosgene production chloro 1, and 3-dimethyl-2-climiqualine, have yield characteristics high, safe, pollution-free, easy and simple to handle, can meet the requirement of large-scale production.2. the people such as Zhao Yun, Xiong Rongchun be take coconut oil and diethylenetriamine as reactant, dimethylbenzene are azeotropic agent, has prepared alkyl imidazoline class inhibiter, has studied the preparation technology, molecular structure of this inhibiter and in the relation of the corrosion inhibition of boiler water system.3. Zhang Guicai, Ma Tao etc. are with oleic acid, diethylenetriamine is that raw material has synthesized serial tetrahydroglyoxaline at 160 ℃ through the differential responses time, the application infrared spectra, ultraviolet spectrophotometry is identified synthetic product and is analyzed, the producing water ratio of differential responses times and the acid number of product have been measured, and investigated the corrosion inhibition of product by polarization curve. 4. Liu Rui is refined, Wang Huilong etc. have synthesized three kinds of high fatty acid amide base alkyl imidazoline intermediates, utilize orthogonal test, in nitrogen protection, temperature programming, optimization optimum process condition under condition of negative pressure, determine the structure of tetrahydroglyoxaline intermediate by infrared spectra and fusing point test, the impact of reaction conditions on high fatty acid amide base alkyl imidazoline intermediate yield has been discussed.5. the new catalysis synthesis process that horse is extensively deposited, Wei Fenghua has studied imidazoline cationic surfactant, optimized processing condition, selects composite solid-acid catalyst can make the reaction times greatly shorten, and alkyl imidazoline produces 90-95%.6. to take oleic acid, N-hydroxyethyl-ethylenediamine etc. be raw material to Peng Weien, utilize the vacuum decompression method to synthesize tetrahydroglyoxaline and modified quaternary ammonium salt thereof, the impact on reaction yield of material proportion, temperature, time and vacuum tightness has been discussed, determine best synthetic technological condition, and carried out suitability for industrialized production with this condition.
The present invention is according to the characteristics of tetrahydroglyoxaline building-up reactions, imidazoline inhibitor one kettle way synthesis technique has been proposed, one kettle way is from the selection of raw material, without processed, the step that not only simplified the operation but also improved quality product, for the imidazoline inhibitor suitability for industrialized production provides a kind of novel method
.
Summary of the invention
Order of the present invention is: adopt the novel method prepare imidazoline inhibitor, changed in processed the deficiency that adopts vacuum method, solvent method to exist, for enterprise energy-saving and cost-reducing provides efficient technical measures.
The preparation method that order of the present invention is achieved in that a kind of imidazoline inhibitor, implement step by step;
Raw material: organic acid is by sad, capric acid, caproic acid, lauric acid, oleic acid, linolic acid, palmitinic acid, stearic acid, tetradecanoic acid, and naphthenic acid forms; Amine is comprised of hydroxyethylethylene diamine, diethylenetriamine, triethylene tetramine, tetraethylene pentamine; Wherein the naphthenic acid molecule amount is 180-350;
Through preparing: get organic acid and amine raw material, with its mol ratio 1:1.1-1.3 preparation, be placed in successively three-necked bottle and heat, until completely melted, open and stir, under 115-125 ℃ of condition, react 2-3h, then heat up, be warming up to 180-200 ℃ in 2h, insulation 2-3h, continue to heat up, and is warming up to 270 ℃ in 2h, react 2-3h under 265-275 ℃, obtain imidazoline inhibitor.
Technical scheme of the present invention is started with from selecting materials, and selects organic acid acid or ester and organic amine raw material to implement scientific and reasonable preparation, effective; Production technique is implemented to improve, by adjusting temperature of reaction, change heat-up rate and gradient, being optimized to the ring temperature of reaction, determined " one kettle way " synthesis technique, overcome the shortcoming that vacuum method, solvent method synthesize tetrahydroglyoxaline, effectively shortened the products production time, simplified the tetrahydroglyoxaline production process, guaranteed the productive rate of imidazoline inhibitor, after the application of putting into production, obtain good effect, shown technical progress.
Embodiment
The present invention is described further in conjunction with the embodiments.
Embodiment 1
To adding sad and 22.9g (0.22moL) hydroxyethylethylene diamine of 28.8g (0.2mol) in three-necked bottle, heating makes sad fusing fully, opens and stirs, and under 120 ℃ of conditions, reaction is 2 hours, then be raised to 180 ℃ from 120 ℃ in 2h, 190 ℃ of insulations 2.5 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 2 hours, obtain imidazoline inhibitor.
Embodiment 2
To adding sad and 22.7g (0.22moL) diethylenetriamine of 28.8g (0.2mol) in three-necked bottle, heating makes sad fusing fully, opens and stirs, and under 120 ℃ of conditions, reaction is 2 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 190 ℃ of insulations 2.5 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 2 hours, obtain imidazoline inhibitor.
Embodiment 3
To adding sad and 32.2g (0.22moL) triethylene tetramine of 28.8g (0.2mol) in three-necked bottle, heating makes sad fusing fully, opens and stirs, and under 120 ℃ of conditions, reaction is 2 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 190 ℃ of insulations 2.5 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 2 hours, obtain imidazoline inhibitor.
Embodiment 4
To adding sad and 41.6g (0.22moL) tetraethylene pentamine of 28.8g (0.2mol) in three-necked bottle, heating makes sad fusing fully, opens and stirs, and under 120 ℃ of conditions, reaction is 2 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 190 ℃ of insulations 2.5 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 2 hours, obtain imidazoline inhibitor.
Embodiment 5
Add 34.4g (0.2mol) capric acid and 27.1g (0.26moL) hydroxyethylethylene diamine in three-necked bottle, heating is melted capric acid fully, opens and stirs, and under 120 ℃ of conditions, reaction is 2 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 190 ℃ of insulations 2.5 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 2 hours, obtain imidazoline inhibitor.
Embodiment 6
Add 34.4g (0.2mol) capric acid and 26.8g (0.26moL) diethylenetriamine in three-necked bottle, heating is melted capric acid fully, opens and stirs, and under 120 ℃ of conditions, reaction is 2 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 190 ℃ of insulations 2.5 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 3 hours, obtain imidazoline inhibitor.
Embodiment 7
Add 34.4g (0.2mol) capric acid and 38.0g (0.26moL) triethylene tetramine in three-necked bottle, heating is melted capric acid fully, opens and stirs, and under 120 ℃ of conditions, reaction is 2 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 190 ℃ of insulations 2.5 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 3 hours, obtain imidazoline inhibitor.
Embodiment 8
Add 34.4g (0.2mol) capric acid and 49.2g (0.26moL) tetraethylene pentamine in three-necked bottle, heating is melted capric acid fully, opens and stirs, and under 120 ℃ of conditions, reaction is 2 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 190 ℃ of insulations 2.5 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 3 hours, obtain imidazoline inhibitor.
Embodiment 9
Add 23.2g (0.2mol) caproic acid and 23.9g (0.23moL) hydroxyethylethylene diamine in three-necked bottle, heating is opened and is stirred simultaneously, and under 120 ℃ of conditions, reaction is 2 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 190 ℃ of insulations 2.5 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 2 hours, obtain imidazoline inhibitor.
Embodiment 10
Add 23.2g (0.2mol) caproic acid and 23.7g (0.23moL) diethylenetriamine in three-necked bottle, heating is opened and is stirred simultaneously, and under 120 ℃ of conditions, reaction is 2 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 190 ℃ of insulations 2.5 hours; Then be warming up to 265 ℃ in 2h, 265 ℃ of lower insulation reaction 3 hours, obtain imidazoline inhibitor.
Embodiment 11
Add 23.2g (0.2mol) caproic acid and 33.7g (0.23moL) triethylene tetramine in three-necked bottle, heating is opened and is stirred simultaneously, and under 115 ℃ of conditions, reaction is 3 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 190 ℃ of insulations 2.5 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 2 hours, obtain imidazoline inhibitor.
Embodiment 12
Add 23.2g (0.2mol) caproic acid and 43.5g (0.23moL) tetraethylene pentamine in three-necked bottle, heating is opened and is stirred simultaneously, and under 120 ℃ of conditions, reaction is 2 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 190 ℃ of insulations 3 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 2 hours, obtain imidazoline inhibitor.
Embodiment 13
Add 35.8g (0.2mol) lauric acid and 25.0g (0.24moL) hydroxyethylethylene diamine in three-necked bottle, heating is melted lauric acid fully, opens and stirs, and under 120 ℃ of conditions, reaction is 2 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 190 ℃ of insulations 2.5 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 3 hours, obtain imidazoline inhibitor.
Embodiment 14
Add 35.8g (0.2mol) lauric acid and 24.8g (0.24moL) diethylenetriamine in three-necked bottle, heating is melted lauric acid fully, opens and stirs, and under 120 ℃ of conditions, reaction is 2 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 190 ℃ of insulations 2.5 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 2 hours, obtain imidazoline inhibitor.
Embodiment 15
Add 35.8g (0.2mol) lauric acid and 35.1g (0.24moL) triethylene tetramine in three-necked bottle, heating is melted lauric acid fully, opens and stirs, and under 120 ℃ of conditions, reaction is 2 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 190 ℃ of insulations 2.5 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 2 hours, obtain imidazoline inhibitor.
Embodiment 16
Add 35.8g (0.2mol) lauric acid and 45.4g (0.24moL) tetraethylene pentamine in three-necked bottle, heating is melted lauric acid fully, opens and stirs, and under 120 ℃ of conditions, reaction is 2 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 190 ℃ of insulations 2.5 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 2 hours, obtain imidazoline inhibitor.
Embodiment 17
Add 56.5g (0.2mol) oleic acid and 26.0g (0.25moL) hydroxyethylethylene diamine in three-necked bottle, heating is opened and is stirred simultaneously, and under 120 ℃ of conditions, reaction is 2 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 190 ℃ of insulations 2.5 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 2 hours, obtain imidazoline inhibitor.
Embodiment 18
Add 56.5g (0.2mol) oleic acid and 25.8g (0.25moL) diethylenetriamine in three-necked bottle, heating is opened and is stirred simultaneously, and under 120 ℃ of conditions, reaction is 2 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 190 ℃ of insulations 2.5 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 2 hours, obtain imidazoline inhibitor.
Embodiment 19
Add 56.5g (0.2mol) oleic acid and 36.6g (0.25moL) triethylene tetramine in three-necked bottle, heating is opened and is stirred simultaneously, and under 120 ℃ of conditions, reaction is 2 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 190 ℃ of insulations 2.5 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 2 hours, obtain imidazoline inhibitor.
Embodiment 20
Add 56.5g (0.2mol) oleic acid and 47.3g (0.25moL) tetraethylene pentamine in three-necked bottle, heating is opened and is stirred simultaneously, and under 120 ℃ of conditions, reaction is 2 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 190 ℃ of insulations 2.5 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 2 hours, obtain imidazoline inhibitor.
Embodiment 21
Add 56.1g (0.2mol) linolic acid and 22.9g (0.22moL) hydroxyethylethylene diamine in three-necked bottle, heating is opened and is stirred simultaneously, and under 125 ℃ of conditions, reaction is 2 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 190 ℃ of insulations 2.5 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 2 hours, obtain imidazoline inhibitor.
Embodiment 22
Add 56.1g (0.2mol) linolic acid and 22.7g (0.22moL) diethylenetriamine in three-necked bottle, heating is opened and is stirred simultaneously, and under 120 ℃ of conditions, reaction is 2 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 180 ℃ of insulations 3 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 2 hours, obtain imidazoline inhibitor.
Embodiment 23
Add 56.1g (0.2mol) linolic acid and 32.2g (0.22moL) triethylene tetramine in three-necked bottle, heating is opened and is stirred simultaneously, and under 120 ℃ of conditions, reaction is 2 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 190 ℃ of insulations 2.5 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 2.5 hours, obtain imidazoline inhibitor.
Embodiment 24
Add 56.1g (0.2mol) linolic acid and 41.6g (0.22moL) tetraethylene pentamine in three-necked bottle, heating is opened and is stirred simultaneously, and under 115 ℃ of conditions, reaction is 3 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 190 ℃ of insulations 2.5 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 2 hours, obtain imidazoline inhibitor.
Embodiment 25
Add 51.3g (0.2mol) palmitinic acid and 22.9g (0.22moL) hydroxyethylethylene diamine in three-necked bottle, heating is melted palmitinic acid fully, opens and stirs, and under 120 ℃ of conditions, reaction is 2 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 200 ℃ of insulations 2.5 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 2 hours, obtain imidazoline inhibitor.
Embodiment 26
Add 51.3g (0.2mol) palmitinic acid and 22.7g (0.22moL) diethylenetriamine in three-necked bottle, heating is melted palmitinic acid fully, opens and stirs, and under 120 ℃ of conditions, reaction is 2 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 190 ℃ of insulations 2.5 hours; Then be warming up to 270 ℃ in 2h, 275 ℃ of lower insulation reaction 3 hours, obtain imidazoline inhibitor.
Embodiment 27
Add 51.3g (0.2mol) palmitinic acid and 32.2g (0.22moL) triethylene tetramine in three-necked bottle, heating is melted palmitinic acid fully, opens and stirs, and under 125 ℃ of conditions, reaction is 2 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 190 ℃ of insulations 2.5 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 2 hours, obtain imidazoline inhibitor.
Embodiment 28
Add 51.3g (0.2mol) palmitinic acid and 41.6g (0.22moL) tetraethylene pentamine in three-necked bottle, heating is melted palmitinic acid fully, opens and stirs, and under 125 ℃ of conditions, reaction is 2 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 190 ℃ of insulations 3 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 2 hours, obtain imidazoline inhibitor.
Embodiment 29
Add 56.9g (0.2mol) stearic acid and 22.9g (0.22moL) hydroxyethylethylene diamine in three-necked bottle, heating is melted stearic acid fully, opens and stirs, and under 122 ℃ of conditions, reaction is 2 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 195 ℃ of insulations 2.5 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 2 hours, obtain imidazoline inhibitor.
Embodiment 30
Add 56.9g (0.2mol) stearic acid and 22.7g (0.22moL) diethylenetriamine in three-necked bottle, heating is melted stearic acid fully, opens and stirs, and under 118 ℃ of conditions, reaction is 2.5 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 190 ℃ of insulations 2.5 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 2 hours, obtain imidazoline inhibitor.
Embodiment 31
Add 56.9g (0.2mol) stearic acid and 32.2g (0.22moL) triethylene tetramine in three-necked bottle, heating is melted stearic acid fully, opens and stirs, and under 120 ℃ of conditions, reaction is 2 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 200 ℃ of insulations 3 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 2 hours, obtain imidazoline inhibitor.
Embodiment 32
Add 56.9g (0.2mol) stearic acid and 41.6g (0.22moL) tetraethylene pentamine in three-necked bottle, heating is melted stearic acid fully, opens and stirs, and under 125 ℃ of conditions, reaction is 2 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 180 ℃ of insulations 3 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 2 hours, obtain imidazoline inhibitor.
Embodiment 33
Add 49.1g (0.2mol) tetradecanoic acid and 22.9g (0.22moL) hydroxyethylethylene diamine in three-necked bottle, heating is melted tetradecanoic acid fully, opens and stirs, and under 120 ℃ of conditions, reaction is 2 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 180 ℃ of insulations 3 hours; Then be warming up to 270 ℃ in 2h, 275 ℃ of lower insulation reaction 2 hours, obtain imidazoline inhibitor.
Embodiment 34
Add 49.1g (0.2mol) tetradecanoic acid and 22.7g (0.22moL) diethylenetriamine in three-necked bottle, heating is melted tetradecanoic acid fully, opens and stirs, and under 120 ℃ of conditions, reaction is 3 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 190 ℃ of insulations 2.5 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 3 hours, obtain imidazoline inhibitor.
Embodiment 35
Add 49.1g (0.2mol) tetradecanoic acid and 32.2g (0.22moL) triethylene tetramine in three-necked bottle, heating is melted tetradecanoic acid fully, opens and stirs, and under 118 ℃ of conditions, reaction is 3 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 195 ℃ of insulations 2.5 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 2 hours, obtain imidazoline inhibitor.
Embodiment 36
Add 49.1g (0.2mol) tetradecanoic acid and 41.6g (0.22moL) tetraethylene pentamine in three-necked bottle, heating is melted tetradecanoic acid fully, opens and stirs, and under 120 ℃ of conditions, reaction is 2 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 185 ℃ of insulations 3 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 2 hours, obtain imidazoline inhibitor.
Embodiment 37
Add 0.2mol naphthenic acid (molecular weight 180-350) and 22.9g (0.22moL) hydroxyethylethylene diamine in three-necked bottle, heating is opened and is stirred simultaneously, and under 120 ℃ of conditions, reaction is 3 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 200 ℃ of insulations 2.5 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 3 hours, obtain imidazoline inhibitor.
Embodiment 38
Add 0.2mol naphthenic acid (molecular weight 180-350) and 22.7g (0.22moL) diethylenetriamine in three-necked bottle, heating is opened and is stirred simultaneously, and under 125 ℃ of conditions, reaction is 2 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 185 ℃ of insulations 3 hours; Then be warming up to 270 ℃ in 2h, 270 ℃ of lower insulation reaction 3 hours, obtain imidazoline inhibitor.
Embodiment 39
Add 0.2mol naphthenic acid (molecular weight 180-350) and 32.2g (0.22moL) triethylene tetramine in three-necked bottle, heating is opened and is stirred simultaneously, and under 125 ℃ of conditions, reaction is 2 hours; Then temperature rose to gradually 180 ℃ from 120 ℃ in 2h, 180 ℃ of insulations 2.5 hours; Then be warming up to 270 ℃ in 2h, 275 ℃ of lower insulation reaction 2 hours, obtain imidazoline inhibitor.
Embodiment 40
Add 0.2mol naphthenic acid (molecular weight 180-350) and 41.6g (0.22moL) tetraethylene pentamine in three-necked bottle, heating is opened and is stirred simultaneously, and under (120-125) ℃ condition, reaction is 2 hours; Then temperature rose to gradually 180 ℃ from 125 ℃ in 2h, 190 ℃ of insulations 2.5 hours; Then be warming up to 275 ℃ in 2h, 270 ℃ of lower insulation reaction 2 hours, obtain imidazoline inhibitor.
The lauric acid that present method is selected, stearic acid, oleic acid, linolic acid, palmitinic acid are Malaysian leaf tree board product, and sad, capric acid, caproic acid, tetradecanoic acid are the reagent that Tianjin wind ship chemical reagent Science and Technology Ltd. produces; Naphthenic acid (molecular weight 180-350) is the industrial goods that Xinjiang quintar Investment Co., Ltd produces.
The hydroxyethylethylene diamine that present method is selected is the reagent that Shanghai Jing Chun Industrial Co., Ltd. produces; Diethylenetriamine, triethylene tetramine, tetraethylene pentamine are the industrial goods that Japanese TOSOH Co., Ltd produces.
Claims (2)
1. the preparation method of an imidazoline inhibitor, is characterized in that: implement step by step;
Raw material: organic acid is by sad, capric acid, caproic acid, lauric acid, oleic acid, linolic acid, palmitinic acid, stearic acid, tetradecanoic acid, and naphthenic acid forms; Amine is comprised of hydroxyethylethylene diamine, diethylenetriamine, triethylene tetramine, tetraethylene pentamine; Wherein the naphthenic acid molecule amount is 180-350;
Through preparing: get organic acid and amine raw material, with its mol ratio 1:1.1-1.3 preparation, be placed in successively three-necked bottle and heat, until completely melted, open and stir, under 115-125 ℃ of condition, react 2-3h, then heat up, be warming up to 180-200 ℃ in 2h, insulation 2-3h, continue to heat up, and is warming up to 270 ℃ in 2h, react 2-3h under 265-275 ℃, obtain imidazoline inhibitor.
2. method according to claim 1, is characterized in that: prepare and select raw material to be commercially available prod.
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| CN104403646A (en) * | 2014-10-24 | 2015-03-11 | 中国石油天然气集团公司 | High temperature resistant emulsifier for oil based drilling fluid, preparation method and application thereof |
| CN104513991A (en) * | 2014-12-16 | 2015-04-15 | 中国石油天然气股份有限公司 | Imidazoline corrosion inhibitor, synthetic method and application thereof |
| CN104893691A (en) * | 2015-05-27 | 2015-09-09 | 中国石油大学(北京) | Dimer acid-organic amine copolymer, preparation method and application thereof, water-in-oil emulsified drilling fluid shear strength improving agent and drilling fluid |
| CN105088253A (en) * | 2015-08-19 | 2015-11-25 | 广东工业大学 | Method of preparing imidazoline corrosion inhibitor by employing genetically modified soybean oil |
| CN105585530A (en) * | 2014-10-21 | 2016-05-18 | 中国石油化工股份有限公司 | Preparation method of imidazoline |
| CN105968052A (en) * | 2016-05-04 | 2016-09-28 | 辽宁科技学院 | Imidazoline corrosion inhibitor and preparation method thereof |
| CN106588776A (en) * | 2015-10-16 | 2017-04-26 | 北京泰科安德科技发展有限公司 | Preparation method of corrosion inhibitor for high-content H2S/CO2 |
| CN107365576A (en) * | 2017-07-12 | 2017-11-21 | 中国地质大学（北京） | For hypotonic or Oil in Super-low Permeability oil reservoir CO2The fluidity control system of the displacement of reservoir oil and application |
| CN107699214A (en) * | 2017-11-06 | 2018-02-16 | 中国石油集团川庆钻探工程有限公司 | Suitable for the preparation method of the imidazoline inhibitor of drilling fluid |
| CN107936921A (en) * | 2016-12-28 | 2018-04-20 | 周生智 | A kind of anti-icing synthetic method for blocking up difunctional pipeline chemical addition agent of anti-corrosion |
| CN108103544A (en) * | 2017-11-22 | 2018-06-01 | 浙江大学宁波理工学院 | A kind of resistance rust means of defence of armored concrete |
| CN110250194A (en) * | 2019-06-27 | 2019-09-20 | 胜利油田盛嘉化工有限责任公司 | A kind of oil field composite sterilizer corrosion inhibiter and preparation method thereof |
| CN110358572A (en) * | 2018-04-10 | 2019-10-22 | 广州精至百特利化工科技有限公司 | A kind of higher fatty acids imidazoline inhibitor synthesis process generates the recoverying and utilizing method of waste water |
| CN111718298A (en) * | 2020-04-26 | 2020-09-29 | 西南石油大学 | Imidazoline derivative, synthesis method and application thereof |
| CN112442348A (en) * | 2020-12-17 | 2021-03-05 | 西安文理学院 | Acidizing corrosion inhibitor for acidizing and plugging removal and preparation method thereof |
| CN113862679A (en) * | 2021-09-14 | 2021-12-31 | 中国林业科学研究院林产化学工业研究所 | Oil-soluble imidazoline corrosion inhibitor and preparation method and application thereof |
| CN115466216A (en) * | 2021-06-11 | 2022-12-13 | 中国石油天然气股份有限公司 | Preparation method of nonionic corrosion inhibitor and nonionic corrosion inhibitor |
| CN116554940A (en) * | 2023-04-18 | 2023-08-08 | 江苏太湖新材料技术研发有限公司 | Oily corrosion inhibitor and preparation method thereof |
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| CN105585530A (en) * | 2014-10-21 | 2016-05-18 | 中国石油化工股份有限公司 | Preparation method of imidazoline |
| CN105585530B (en) * | 2014-10-21 | 2020-05-19 | 中国石油化工股份有限公司 | Preparation method of imidazoline |
| CN104403646A (en) * | 2014-10-24 | 2015-03-11 | 中国石油天然气集团公司 | High temperature resistant emulsifier for oil based drilling fluid, preparation method and application thereof |
| CN104513991A (en) * | 2014-12-16 | 2015-04-15 | 中国石油天然气股份有限公司 | Imidazoline corrosion inhibitor, synthetic method and application thereof |
| US9365762B1 (en) | 2015-05-27 | 2016-06-14 | China University Of Petroleum (Beijing) | Copolymer of dimer acid-organic amine and shear strength improving agent of water in oil emulsion drilling fluid and drilling fluid |
| CN104893691A (en) * | 2015-05-27 | 2015-09-09 | 中国石油大学(北京) | Dimer acid-organic amine copolymer, preparation method and application thereof, water-in-oil emulsified drilling fluid shear strength improving agent and drilling fluid |
| CN105088253A (en) * | 2015-08-19 | 2015-11-25 | 广东工业大学 | Method of preparing imidazoline corrosion inhibitor by employing genetically modified soybean oil |
| CN106588776A (en) * | 2015-10-16 | 2017-04-26 | 北京泰科安德科技发展有限公司 | Preparation method of corrosion inhibitor for high-content H2S/CO2 |
| CN105968052A (en) * | 2016-05-04 | 2016-09-28 | 辽宁科技学院 | Imidazoline corrosion inhibitor and preparation method thereof |
| CN107936921A (en) * | 2016-12-28 | 2018-04-20 | 周生智 | A kind of anti-icing synthetic method for blocking up difunctional pipeline chemical addition agent of anti-corrosion |
| CN107365576A (en) * | 2017-07-12 | 2017-11-21 | 中国地质大学（北京） | For hypotonic or Oil in Super-low Permeability oil reservoir CO2The fluidity control system of the displacement of reservoir oil and application |
| CN107699214A (en) * | 2017-11-06 | 2018-02-16 | 中国石油集团川庆钻探工程有限公司 | Suitable for the preparation method of the imidazoline inhibitor of drilling fluid |
| CN108103544B (en) * | 2017-11-22 | 2019-10-29 | 浙江大学宁波理工学院 | A kind of resistance rust means of defence of armored concrete |
| CN108103544A (en) * | 2017-11-22 | 2018-06-01 | 浙江大学宁波理工学院 | A kind of resistance rust means of defence of armored concrete |
| CN110358572A (en) * | 2018-04-10 | 2019-10-22 | 广州精至百特利化工科技有限公司 | A kind of higher fatty acids imidazoline inhibitor synthesis process generates the recoverying and utilizing method of waste water |
| CN110250194A (en) * | 2019-06-27 | 2019-09-20 | 胜利油田盛嘉化工有限责任公司 | A kind of oil field composite sterilizer corrosion inhibiter and preparation method thereof |
| CN111718298A (en) * | 2020-04-26 | 2020-09-29 | 西南石油大学 | Imidazoline derivative, synthesis method and application thereof |
| CN112442348A (en) * | 2020-12-17 | 2021-03-05 | 西安文理学院 | Acidizing corrosion inhibitor for acidizing and plugging removal and preparation method thereof |
| CN115466216A (en) * | 2021-06-11 | 2022-12-13 | 中国石油天然气股份有限公司 | Preparation method of nonionic corrosion inhibitor and nonionic corrosion inhibitor |
| CN115466216B (en) * | 2021-06-11 | 2024-03-26 | 中国石油天然气股份有限公司 | Preparation method of nonionic corrosion inhibitor and nonionic corrosion inhibitor |
| CN113862679A (en) * | 2021-09-14 | 2021-12-31 | 中国林业科学研究院林产化学工业研究所 | Oil-soluble imidazoline corrosion inhibitor and preparation method and application thereof |
| CN116554940A (en) * | 2023-04-18 | 2023-08-08 | 江苏太湖新材料技术研发有限公司 | Oily corrosion inhibitor and preparation method thereof |
| CN116554940B (en) * | 2023-04-18 | 2023-11-03 | 江苏太湖新材料控股有限公司 | Oily corrosion inhibitor and preparation method thereof |
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