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N,N,N',N'-dodecyl-tetrasubstituted diphenyl ether sulfonate anionic gemini surfactant and synthesis method thereof

A technology of diphenyl ether sulfonate and dodecyl tetradecyl, which is applied in the direction of surface active detergent composition, sulfonate preparation, sulfonic acid preparation, etc., can solve the problem of gemini surfactant lateness, and achieve easy separation and purification, the synthesis method is simple, and the effect of mild reaction conditions

Active Publication Date: 2019-06-07
PETROCHINA CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] The research on gemini surfactants in China started relatively late. Although the current product types are relatively rich, there is still a certain gap with foreign countries in terms of product development, performance research and application. For excellent gemini surfactant aspects

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  • N,N,N',N'-dodecyl-tetrasubstituted diphenyl ether sulfonate anionic gemini surfactant and synthesis method thereof
  • N,N,N',N'-dodecyl-tetrasubstituted diphenyl ether sulfonate anionic gemini surfactant and synthesis method thereof
  • N,N,N',N'-dodecyl-tetrasubstituted diphenyl ether sulfonate anionic gemini surfactant and synthesis method thereof

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Embodiment Construction

[0040] In order to illustrate the present invention more clearly, the following further describes the present invention in combination with preferred embodiments. Those skilled in the art should understand that the content described below is illustrative rather than restrictive, and should not limit the protection scope of the present invention.

[0041] Preparation of N,N,N′,N′-dodecyl tetrasubstituted diphenyl ether sulfonate

[0042] (1) Synthesis of N,N,N′,N′-dodecyl tetrasubstituted diphenyl ether

[0043] Put 25.00g (124.85mmol) 4,4'-diaminodiphenyl ether, 10.46g (41.95mmol) bromododecane, 5.80g K in a three-necked flask equipped with a stirrer in a constant temperature water bath. 2 CO 3 (20wt%) as an acid binding agent, maintain the pH of the system = 7-10, and add 150 mL of DMF as a solvent under the protection of nitrogen. Stir and raise the temperature to 60°C. After 24 hours of reaction, the reaction is complete (TLC monitors the end of the reaction, the developing solve...

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Abstract

The invention discloses an N,N,N',N'-dodecyl-tetrasubstituted diphenyl ether sulfonate anionic gemini surfactant and a synthesis method thereof. The structural formula of the anionic gemini surfactantis shown in the description. The anionic gemini surfactant is prepared by a two-step reaction. The synthesis method comprises the following steps: S1, carrying out amine alkylation on 4,4'-diaminodiphenyl ether and bromododecane to obtain N,N,N',N'-dodecyl-tetrasubstituted diphenyl ether; and S2, carrying out a sulfuration reaction on N,N,N',N'-dodecyl-tetrasubstituted diphenyl ether and concentrated sulfuric acid to obtain the target product N,N,N',N'-dodecyl-tetrasubstituted diphenyl ether sulfonate. The surfactant of the invention has a high surface activity, and the synthesis method has the advantages of simplicity, mild reaction conditions, and easiness in separation and purification. The surfactant of the invention is expected to be applied to alkali / surfactant combination flooding,polymer / surfactant binary combination flooding, alkali / surfactant / polymer ternary combination flooding, micro-emulsion emulsifiers in tertiary oil recovery, and also can be compounded with common surfactants to reduce the use cost and create conditions for large-scale application.

Description

Technical field [0001] The invention relates to the field of surfactants, in particular to a N,N,N',N'-dodecyl tetra-substituted diphenyl ether sulfonate anionic gemini surfactant and its synthesis. Background technique [0002] In 1971, Bunton et al. para-alkylene-bis(alkyl dimethyl ammonium bromide) [C m H 2m+1 N + (CH 3 ) 2 -(CH 2 ) 5 -C m H 2m+ 1 N + (CH 3 ) 2 ]Br - 2 The surface activity of this type of surfactant was studied, and the properties of this type of surfactant when the linking groups were hydrophilic, hydrophobic, flexible and rigid groups were investigated. (C.A. Bunton, L. Robinson. Catalysis of nucleophil csubstituions by micelles of dieationic detergent[J]. F. J. Org. Chem, 1971(36): 2346-2352). In 1974, Deinega et al. synthesized a group of new amphiphilic molecules whose molecular structure sequence is: long hydrocarbon chain, ionic head group, linking group, second ionic head group, second hydrocarbon chain (YPZhu ,A.Masuyama,Deinega,Preparation and prope...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C309/49C07C303/32B01F17/12C09K8/584C09K23/12
CPCC09K8/584C09K8/52C07C309/46C11D1/24C09K8/604C09K2208/06C07C303/06C07C309/49
Inventor 耿向飞丁彬罗健辉黄波谢建勇王平美高阳彭宝亮
Owner PETROCHINA CO LTD
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