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

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

CN109851530AActive Publication Date: 2019-06-07PETROCHINA CO LTD

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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

Patent Timeline
07 Jun 2019
Publication
CN109851530A
IPC
C07C309/49; C07C303/32; B01F17/12; C09K8/584; C09K23/12
CPC
C09K8/584; C09K8/52; C07C309/46; C11D1/24; C09K8/604; C09K2208/06; C07C303/06; C07C309/49
Inventors
耿向飞; 丁彬