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A kind of Bola-type surfactant with anion and cation inversion ability and preparation method thereof

A surfactant, anion and cation technology, applied in chemical instruments and methods, organic chemistry, transportation and packaging, etc., can solve the problems of backward technology, single surfactant variety, simple structure, etc.

Active Publication Date: 2022-07-22
甘肃智仑新材料科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the weak foundation of the surfactant industry for a long time, the surfactant still has defects such as single variety, simple structure, and backward technology.

Method used

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  • A kind of Bola-type surfactant with anion and cation inversion ability and preparation method thereof
  • A kind of Bola-type surfactant with anion and cation inversion ability and preparation method thereof
  • A kind of Bola-type surfactant with anion and cation inversion ability and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] (1) 1,12-diaminododecane (20.0g, 0.1mol) and cyclobut-3-enedicarboxylic anhydride (49.6g, 0.4mol) were added dropwise to a 250mL three-necked flask equipped with a reflux condenser. , nitrogen was passed 3 times, then heated to 180° C. for 3 h, and the completion of the reaction was monitored by TLC (Thin Layer Chromatography). After the reaction was completed, it was cooled to room temperature, 50 mL of distilled water was added, extracted three times with 80 mL of ethyl acetate, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure to obtain a crude product, which was finally separated by column to obtain a colorless oily imide.

[0038] (2) 80 mL of tetrahydrofuran dried with metallic sodium was added to a 250 mL three-necked flask, cooled to 0°C using an ice-salt bath, and 7.6 g of LiAlH was slowly added in batches 4 After stirring for 3 minutes, the imide dissolved in tetrahydrofuran was slowly added dropwise to the three-necked ...

Embodiment 2

[0042] (1) 1,12-diaminododecane (20.0g, 0.1mol) and cyclobut-3-enedicarboxylic anhydride (49.6g, 0.4mol) were added dropwise to a 250mL three-necked flask equipped with a reflux condenser. , pass nitrogen for 3 times, then heat to 150° C. to react for 2 h, and TLC (Thin Layer Chromatography, thin layer chromatography) monitors the completion of the reaction. After the reaction was completed, it was cooled to room temperature, 50 mL of distilled water was added, extracted three times with 80 mL of ethyl acetate, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure to obtain a crude product, which was finally separated by column to obtain a colorless oily imide.

[0043] (2) 90mL of tetrahydrofuran dried with metallic sodium was added to a 250mL three-necked flask, cooled to 0°C using an ice-salt bath, and 8.36g LiAlH was slowly added in batches 4 After stirring for 3 minutes, the imide dissolved in tetrahydrofuran was slowly added dropwise t...

Embodiment 3

[0047] (1) 1,12-diaminododecane (20.0g, 0.1mol) and cyclobut-3-enedicarboxylic anhydride (49.6g, 0.4mol) were added dropwise to a 250mL three-necked flask equipped with a reflux condenser. , pass nitrogen for 3 times, then heat to 200° C. for 5 h, and TLC (Thin Layer Chromatography, thin layer chromatography) monitors the completion of the reaction. After the reaction was completed, it was cooled to room temperature, 50 mL of distilled water was added, extracted with 80 mL of ethyl acetate for 3 times, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure to obtain the crude product, and finally the colorless oily imine was obtained by column separation.

[0048] (2) 100 mL of tetrahydrofuran dried with metallic sodium was added to a 250 mL three-necked flask, cooled to 0°C using an ice-salt bath, and 9.12 g LiAlH was slowly added in batches 4 After stirring for 3 min, the imide dissolved in tetrahydrofuran was slowly added dropwise to the t...

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Abstract

The invention discloses a Bola-type surfactant with anion and cation inversion capability and a preparation method thereof. The preparation method comprises: 1) adding 1,12-diaminododecane and cyclobut-3-ene into a three-necked flask Diformic anhydride was purged with nitrogen, and the nucleophilic addition-elimination reaction was carried out to generate imide; followed by LiAlH 4 Reduction of carbonyl. 2) above-mentioned product is diluted, potassium permanganate is added, and the temperature rises to carry out oxidation reaction to generate carboxyl group; after the reaction finishes, add sodium sulfite to remove excess potassium permanganate, adopt diatomaceous earth filtration and ethyl acetate to extract impurities, collect water phase, The final product was obtained by filtration and drying to constant weight. The surfactant has excellent anion and cation reversal properties, and the surfactant type can be changed according to the external environment. When the external environment is alkaline, it is an anionic surfactant, and when the external environment is acidic, it is a cationic surfactant.

Description

technical field [0001] The invention belongs to the field of functional surfactants, and particularly relates to a Bola type surfactant with anion and cation inversion ability and a preparation method thereof. Background technique [0002] Surfactants refer to amphiphilic compounds containing non-polar lipophilic groups and polar hydrophilic groups in the molecular structure, which can form directional arrangements at the gas-liquid and solid-liquid interfaces. Surface tension can effectively change the physical and chemical properties of the interface. Therefore, it is widely used in daily life, industry and agriculture and high-tech fields, and has become one of the important industries of chemical technology. Due to the weak foundation of the surfactant industry for a long time, the surfactants still have defects such as single variety, simple structure and backward technology. SUMMARY OF THE INVENTION [0003] In order to enrich the types of surfactants and endow the...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D207/16C09K23/32
CPCC07D207/16C09K23/00
Inventor 张康李旭红王晨杨晓武李刚辉
Owner 甘肃智仑新材料科技有限公司
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