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A kind of polymerizable surfactant containing aromatic hydrocarbon structure and preparation method thereof

A technology for surfactants and aromatic hydrocarbon structures, applied in the field of polymerizable surfactants containing aromatic hydrocarbon structures and its preparation, can solve the problems of not providing a preparation method for polymerizable surfactants, achieve high yield, simple treatment process, Store convenient effects

Active Publication Date: 2022-07-05
PETROCHINA CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But above-mentioned literature does not provide the preparation method of the polymerizable surfactant of aromatic hydrocarbon structure (matching with heavy oil heavy component structure)

Method used

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  • A kind of polymerizable surfactant containing aromatic hydrocarbon structure and preparation method thereof
  • A kind of polymerizable surfactant containing aromatic hydrocarbon structure and preparation method thereof
  • A kind of polymerizable surfactant containing aromatic hydrocarbon structure and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0068] Embodiment 1 (method one)

[0069] (1) Add 3.0000g (6.383mmol) di-tert-butylphenoxy polyoxyethylene ether (n=6 ) and 40mL of toluene were stirred until completely dissolved, then added 0.0600g (0.545mmol) hydroquinone, 0.0572g (0.332mmol) p-toluenesulfonic acid, stirred until dissolved, finally added 0.8100g (11.241mmol) acrylic acid, warming up to 120 ℃ and react at this temperature for 6 h, and separate the water generated by the reaction.

[0070] (2) Pour the reaction solution in step (1) into a separatory funnel, wash several times with 5wt% aqueous sodium bicarbonate solution and saturated aqueous sodium chloride solution respectively, remove the solvent from the obtained organic phase and then vacuum dry for 24h to obtain a pale yellow oily compound, which is di-tert-butylphenoxy polyoxyethylene ether acrylate (DPP) containing 6 ethyleneoxy EO units 6 AA) 2.85 g.

[0071] The liquid chromatography-mass spectrometry (LC-MS) diagram of the pale yellow oil prepar...

Embodiment 2

[0074] Embodiment 2 (method one)

[0075] The preparation method is the same as in Example 1, except that: in step (1), 5.0000g (14.793mmol) of di-tert-butylphenoxy polyoxyethylene ether (n=3) containing 3 ethyleneoxy EO units are added ), 0.1200 g (1.090 mmol) hydroquinone, 0.1366 g (0.793 mmol) p-toluenesulfonic acid and 1.8300 g (25.396 mmol) acrylic acid.

[0076] The obtained yellow oil is di-tert-butylphenoxy polyoxyethylene ether acrylate (DPP) containing 3 ethyleneoxy EO units. 3 AA) 4.7 g.

[0077] Its H NMR data are as follows:

[0078] 1 H NMR (400MHz, CDCl 3 ): δ(ppm) 6.9-7.3 (3H, hydrogen on benzene ring), 6.39 (1H, hydrogen on double bond C=CH 2 ), 6.13 (1H, hydrogen on double bond C=CH-CO), 5.81 (1H, hydrogen on double bond C=CH 2 ),3.0-4.5(12H, is 3-OCH 2 CH 2 O-), 0.5-2.2 (18H, which is tert-butyl hydrogen).

[0079] The obtained product was confirmed to be di-tert-butylphenoxy polyoxyethylene ether acrylate (DPP) containing 3 ethyleneoxy EO units thr...

Embodiment 3

[0080] Embodiment 3 (method one)

[0081] The preparation method is the same as in Implementation 1, except that: in step (1), 5.0000g (8.993mmol) of 3-ethyl-5-nonylphenoxypolyoxyethylene containing 7 ethyleneoxy EO units are added Ether (n=7), 0.0842 g (0.7647 mmol) hydroquinone, 0.0693 g (0.402 mmol) p-toluenesulfonic acid, 1.2961 g (17.986 mmol) acrylic acid.

[0082] The obtained yellow oil was 4.83 g of 3-ethyl-5-nonylphenoxy polyoxyethylene ether acrylate containing 7 ethyleneoxy EO units.

[0083] Its H NMR data are as follows:

[0084] 1 H NMR (400MHz, CDCl 3 ): δ(ppm) 6.9-7.3 (3H, hydrogen on benzene ring), 6.39 (1H, hydrogen on double bond C=CH 2 ), 6.13 (1H, hydrogen on double bond C=CH-CO), 5.81 (1H, hydrogen on double bond C=CH 2 ),3.0-4.5(28H, is 7-OCH 2 CH 2 O-), 0.5-2.2 (24H, is the alkyl hydrogen on the benzene ring).

[0085] The obtained product was confirmed to be 3-ethyl-5-nonylphenoxy polyoxyethylene ether acrylate containing 7 ethyleneoxy EO unit...

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Abstract

The invention provides a polymerizable surfactant containing an aromatic hydrocarbon structure and a preparation method thereof. The surfactant has the structure shown in the following formula (I): R 1 , R 2 Each independently is selected from a hydrogen atom or an alkyl group having 1-20 carbon atoms; n=1-30. The raw materials used in the present invention are easy to obtain, simple to prepare, safe to use and convenient to store. The preparation method provided by the invention has mild reaction conditions, high yield and simple product post-treatment process.

Description

technical field [0001] The invention relates to the field of chemical industry, in particular, the invention relates to a polymerizable surfactant containing an aromatic hydrocarbon structure and a preparation method thereof. Background technique [0002] Crude oil is mainly composed of light components (saturated hydrocarbons, aromatic hydrocarbons) and heavy components (colloids, asphaltenes). Heavy oil has more heavy components and less light components. It is reported in the literature (Oilfield Chemistry, 1995, 12(4): 347-352) that the viscosity of heavy oil is closely related to the content of colloid and asphaltene. Generally, the higher the colloid and asphaltene content of crude oil, the higher the viscosity. The main reason is It is: (1) The basic structure of asphaltenes and colloids is based on a fused aromatic ring (the interaction between the molecular planes is large) as the core, surrounded by several cycloalkanes and heterocycles, and the ring has a normal ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C69/54C07C67/08C09K8/584C09K8/588C08F220/30C08F220/06C08F220/58
CPCC07C69/54C07C67/08C09K8/584C08F220/30
Inventor 张付生孟卫东刘国良徐小芳朱卓岩李雪凝苏慧敏廖龚晴
Owner PETROCHINA CO LTD
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