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Polymerisable monomer, its preparation method and application

A technology for polymerizing monomers and monomers, used in the field of polymerizable monomers and their preparation, can solve the problems of solution viscosity drop, shear thinning, high temperature decomposition, etc. warm effect

Active Publication Date: 2014-11-05
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, this kind of polymer has the disadvantages of shear thinning, pyrolysis, and viscosity reduction when encountering salt. Moreover, in the tertiary oil recovery stage, the oil layer is deep and the temperature in the oil well is high. Phase separation is prone to occur in higher oil layers, resulting in a sharp drop in solution viscosity

Method used

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  • Polymerisable monomer, its preparation method and application
  • Polymerisable monomer, its preparation method and application
  • Polymerisable monomer, its preparation method and application

Examples

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preparation example Construction

[0022] The present invention provides the preparation method of polymerizable monomer in above-mentioned formula (I), this method comprises:

[0023] (1) Under the condensation reaction conditions, the general formula is NH 2 -(CH 2 ) n -NH 2 The diamine is contacted with the carboxylic acid of the general formula R-COOH to obtain the intermediate M, wherein n is an integer of 2-8, and R is C 11 -C 24 The hydrocarbon group, intermediate M is shown in formula (II):

[0024]

[0025] (2) Under amidation reaction conditions, the acryloyl chloride is contacted with the intermediate M to obtain a polymerizable monomer represented by formula (I), where n and R are as defined above.

[0026] For the sake of distinction, in the present invention, the reaction of carboxylic acid and amine to obtain amide by removing a molecule of water is called condensation reaction, and the reaction of acid chloride and amine to obtain amide by removing a molecule of HCl is called amidation r...

Embodiment 1

[0039] This example is used to illustrate the preparation of the polymerizable monomer provided by the present invention.

[0040] (1) Preparation of intermediates

[0041] Mix 0.1 mol of ethylenediamine and 0.12 mol of lauric acid in a three-necked flask, stir evenly, heat to 120° C., and react for 2 hours to obtain a product containing an intermediate represented by formula (III).

[0042]

[0043] (2) Preparation of polymerizable monomers

[0044] In the product obtained in step (1), add 0.006 g of p-hydroxyanisole, dropwise add 0.12 mol of acryloyl chloride, react at 80 ° C for 6 hours and then filter, then use acetone solvent to recrystallize the filtered product to obtain 0.09 mol of polymerizable monomer D1. D1 was characterized by infrared spectroscopy, the results are as follows figure 1 As shown, of which, 2853.2cm -1 、2924.7cm -1 Symmetric and asymmetric stretching vibration absorption peaks of methyl and methylene, 1397.3cm -1 、1441.8cm -1 、1503.5cm -1 I...

Embodiment 2

[0046] This example is used to illustrate the preparation of the polymerizable monomer provided by the present invention.

[0047] (1) Preparation of intermediates

[0048] 0.1 mol of hexamethylenediamine and 0.11 mol of lauric acid were mixed in a three-necked flask, stirred evenly, heated to 140° C., and reacted for 4 hours to obtain a product containing an intermediate shown in formula (IV):

[0049]

[0050] (2) Preparation of polymerizable monomers

[0051] In the product obtained in step (1), add 0.006 g of p-hydroxyanisole, dropwise add 0.12 mol of acryloyl chloride, react at 90 ° C for 5 hours and then filter, and use acetone solvent to recrystallize the filtered product to obtain 0.09 mol The polymerizable monomer D2. D2 was characterized by infrared spectroscopy, and the result IR spectrum was consistent with figure 1 similar.

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Abstract

The invention provides a polymerisable monomer, and its preparation method and application. The preparation method comprises the following steps: (1) under the condition of condensation reaction, contacting diamine represented by NH2-(CH2)n-NH2 with carboxylic acid represented by R-COOH to obtain an intermediate M of formula (II), wherein n is an integer of 2-8, and R is C11-C24 alkyl; and (2) under the condition of amidation reaction, contacting the intermediate M with acryloyl chloride to obtain the polymerisable monomer of formula (I), wherein n is an integer of 2-8, and R is C11-C24 alkyl. According to the invention, polymers prepared by using the polymerisable monomer provided by the invention have high apparent viscosity under the conditions consisting of a temperature of 85 DEG C and a degree of mineralization being 32868 mg / L.

Description

technical field [0001] The invention relates to a polymerizable monomer and its preparation method and application. Background technique [0002] With the in-depth development of oil mining, all major oil fields in my country have entered the middle and late stage of mining, the water content of the produced oil is as high as 90%, and the salinity and oil production temperature of the oil field have been greatly improved. Primary and secondary oil recovery technologies It has been unable to meet the increasing demand for crude oil. Therefore, the use of tertiary oil recovery technology to enhance oil recovery has become an important strategic measure of my country's oil industry. [0003] Polymer flooding is one of the most effective methods in tertiary oil recovery technology. Polymer flooding requires that the polymer must have excellent viscosity-increasing properties under reservoir conditions, and must have a high viscosity retention rate under the action of temperature...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C233/38C07C231/02C09K8/588
Inventor 赵方园毛炳权
Owner CHINA PETROLEUM & CHEM CORP