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Sulfonated aromatic diamine compound as well as preparation method and application thereof

A technology for sulfonating aromatic diamines and compounds, which is applied in the preparation of sulfonic acid, dehydration/demulsification by chemical methods, and organic chemistry, etc., can solve the problems of affecting the demulsification effect, etc. Affinity enhancing effect

Active Publication Date: 2014-06-18
CHINA NAT OFFSHORE OIL CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

For the synthesis of dendritic or network demulsifiers, the selection of the initiator core is very important. The structure and type of the initiator will affect the hydrophilic / hydrophobic properties, interfacial activity, and three-dimensional configuration of the agent, thereby affecting the demulsification. Effect

Method used

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  • Sulfonated aromatic diamine compound as well as preparation method and application thereof
  • Sulfonated aromatic diamine compound as well as preparation method and application thereof
  • Sulfonated aromatic diamine compound as well as preparation method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0030] The synthesis of sulfonated aromatic diamine compound shown in embodiment 1, formula I

[0031] (1) Synthesis of aromatic diamines

[0032] Add 37.20g (0.40mol) of aniline and 70mL of distilled water to a three-necked flask equipped with mechanical stirring, a condenser, and a nitrogen port, and stir thoroughly under nitrogen protection. Slowly add 50.00mL concentrated hydrochloric acid (mass fraction 37%) dropwise, keep the system temperature at 40°C, then add 29.52g (0.22mol) 3,5-dimethylbenzaldehyde in batches. After the system was vigorously stirred under reflux for 12 hours, the temperature of the reaction system was lowered to 50° C., and 34.60 g of anhydrous potassium carbonate powder was added in batches under stirring until the system no longer produced bubbles. The solution was subjected to steam distillation, and a solid powder was obtained after suction filtration. Rinse the solid powder with hot water, recrystallize with ethanol, and dry to obtain 53.10 g...

Embodiment 2

[0037] Synthesis of sulfonated aromatic diamine compound shown in embodiment 2, formula I

[0038] (1) Synthesis of aromatic diamines

[0039] Add 48.47g (0.40mol) of 2,6-dimethylaniline and 60.00mL of distilled water to a three-necked flask equipped with mechanical stirring, a condenser, and a nitrogen port, and stir fully under nitrogen protection. 45.00 mL of concentrated hydrochloric acid (37% by mass) was slowly added dropwise, and the temperature of the system was maintained at 40°C, and then 22.28 g (0.21 mol) of benzaldehyde was added in batches. After the system was vigorously stirred under reflux for 8 hours, the temperature of the reaction system was lowered to 40° C., and 31.50 g of anhydrous potassium carbonate powder was added in batches under stirring until the system no longer produced bubbles. The solution was subjected to steam distillation, and a solid powder was obtained after suction filtration. Rinse the solid powder with hot water, recrystallize with e...

Embodiment 3

[0044] Synthesis of sulfonated aromatic diamine compound shown in embodiment 3, formula I

[0045] (1) Synthesis of aromatic diamines

[0046] Add 59.68g (0.40mol) of 2,6-diethylaniline and 120.00mL of distilled water to a three-necked flask equipped with mechanical stirring, a condenser, and a nitrogen port, and stir thoroughly under nitrogen protection. 61.50 mL of sulfuric acid solution (35% by mass) was slowly added dropwise, and the system temperature was maintained at 30°C, and then 28.56 g (0.21 mol) of 4-methoxybenzaldehyde was added in batches. After the system was vigorously stirred under reflux for 6 hours, the temperature of the reaction system was lowered to 50° C., and 36.90 g of sodium bicarbonate powder was added in batches under stirring until the system no longer produced bubbles. The solution was subjected to steam distillation, and a solid powder was obtained after suction filtration. Rinse the solid powder with hot water, recrystallize with ethanol, and ...

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Abstract

The invention discloses a sulfonated aromatic diamine compound as well as a preparation method and application thereof. The sulfonated aromatic diamine compound is as shown in the formula I in the specification. The preparation method of the sulfonated aromatic diamine compound as shown in the formula I comprises the following steps: (1) in the presence of acid, reacting a phenylamine compound as shown in a formula II with a benzaldehyde compound as shown in a formula III in water, after the reaction is accomplished, neutralizing the reaction system by using alkali, and recrystallizing to obtain an aromatic diamine compound as shown in a formula IV; (2) under an ice-bath condition, adding the aromatic diamine compound as shown in the formula IV into concentrated sulfuric acid, and subsequently adding fuming sulfuric acid for reaction so as to obtain the sulfonated aromatic diamine compound as shown in the formula I. As a key initiating agent or functional monomer of a novel efficient demulsifying agent or water clarifier, the sulfonated aromatic diamine compound disclosed by the invention has important values in treating polymer flooding produced liquids.

Description

technical field [0001] The invention relates to a sulfonated aromatic diamine compound and its preparation method and application, which are used for synthesizing novel high-efficiency crude oil demulsifiers and water purifiers, and belong to the technical field of petroleum processing. Background technique [0002] In the field of oil production, polymer flooding is an important chemical flooding method, that is, adding a small amount of polymer to the injected water to increase the viscosity of the injected water and expand the swept volume, so as to achieve the purpose of enhancing the recovery factor. This technology has achieved good application results in onshore oilfields, and has become the most important technical method for enhancing oil recovery in onshore oilfields in my country, and has gradually been popularized and applied in offshore oilfields. With the injection of polymers such as partially hydrolyzed polyacrylamide (HPAM), polymer flooding produces a large...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C309/46C07C309/49C07C303/06C08G18/50C08G65/26C08G83/00C08F283/00C10G33/04
Inventor 翟磊张健靖波檀国荣薛新生
Owner CHINA NAT OFFSHORE OIL CORP
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