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Aryl tertiary aliphatic amine and preparation method thereof

A technology of aliphatic tertiary amines and aryl groups, which is applied in the field of surfactant synthesis, which can solve problems such as high raw material prices, restrictions on the wide application of technologies, and low product yields

Active Publication Date: 2012-07-11
PETROCHINA CO LTD
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Combination flooding based on high-efficiency surfactants has become a major new technology for enhanced oil recovery, but the bottlenecks that limit the wide application of the technology are mainly its high raw material prices, low product yield and complicated process flow

Method used

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  • Aryl tertiary aliphatic amine and preparation method thereof
  • Aryl tertiary aliphatic amine and preparation method thereof
  • Aryl tertiary aliphatic amine and preparation method thereof

Examples

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Embodiment 1

[0042] (1) Esterification of rectified oleic acid with methanol: Mix oleic acid and methanol (excess methanol), add catalyst concentrated sulfuric acid or p-toluenesulfonic acid, and heat to reflux for 10 hours. Cool, neutralize with sodium methoxide to pH 8-9, wash with water until neutral, dry with anhydrous calcium chloride, and carry out vacuum distillation to obtain methyl oleate;

[0043] (2) Fowler's Alkylation: In a sealed reaction kettle, add (3.5mol) industrial toluene and (0.75mol) methanesulfonic acid, blow with nitrogen for 10min at room temperature, and then raise the temperature to 120- 135°C, then drop (1 mol) methyl alkenyl carboxylate, the reaction product of step (1), for a period of 6 hours. After the dropwise addition, continue the reaction for 3 hours. Cool to room temperature, let stand to separate layers, add slowly dropwise with ice water (equal volume to methanesulfonic acid), wash three times, separate the aqueous solution of methanesulfonic acid in ...

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Abstract

The invention relates to aryl tertiary aliphatic amine and a preparation method thereof. The aryl tertiary aliphatic amine is shown as a formula (I), wherein at least one of m and n is a positive integer of more than 0; R1 and R2 are H or alkyl independently; and R3 and R4 are alkyl independently. The preparation method comprises the following steps of: undergoing a Fourier reaction on olefine acid or polymethylmethacrylate and alkylbenzene or benzene under the catalytic action of protonic acid to obtain aryl alkyl carboxylic acid or aryl alkyl carboxylic ester, wherein the polymethylmethacrylate is an esterification product of olefine acid and a low-carbon alcohol; performing catalytic hydrogenation on aryl alkyl carboxylic acid or aryl alkyl carboxylic ester to obtain aryl fatty alcohol; and catalyzing aryl fatty alcohol and secondary amine a through Cu-Ni compound catalyst to generate aryl fatty tertiary amine. The raw material price is low, a route is mature, essential aromatic groups for a surfactant for triple oil mining are contained, and the aryl tertiary aliphatic amine has a great application prospect to the research of an efficient surfactant for triple oil mining.

Description

technical field [0001] The invention relates to the field of synthesis of surfactants, in particular to an aryl aliphatic tertiary amine and a preparation method thereof. Background technique [0002] Carbon chain length in C 8 ~C 18 Among them, fatty amines are an important class of organic chemical products and intermediates, widely used in petrochemical, pharmaceutical, agricultural chemical and surfactant manufacturing industries. At present, the annual output of fatty amines in the world is about 500,000 tons, and it is on the rise. Aliphatic amines are divided into three categories according to their molecular structure: primary amines, secondary amines and tertiary amines. In terms of output, more than 60% are fatty tertiary amines. The main use of tertiary amines is as a raw material for cationic or zwitterionic surfactants. It can be said that the vast majority of cationic and zwitterionic surfactants are derivatives of fatty tertiary amines. In the fine chemi...

Claims

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Application Information

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IPC IPC(8): C07C211/27C07C209/16B01F17/16C09K23/16
Inventor 马德胜刘春德朱友益蔡红岩
Owner PETROCHINA CO LTD
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