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Preparation method of organic cation-anion pair

An anion, cation, and organic technology, applied in the field of polymer material preparation, can solve the problems of poor solubility, poor reaction repeatability, unfavorable scale-up, etc., and achieve the effect of convenient preparation, simple process, and good solubility

Inactive Publication Date: 2013-01-23
UNIV OF SCI & TECH OF CHINA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Currently used transition metals are mainly concentrated on palladium Pd, copper Cu, nickel Ni, and the alkali used is mainly alkali metal or alkaline earth metal salt (such as: potassium phosphate K 3 PO 4 , potassium carbonate K 2 CO 3 , sodium carbonate Na 2 CO 3 , sodium carbonate Cs 2 CO 3 ), the problem faced by this type of base is that it has poor solubility in organic solvents, especially non-polar solvents, which will lead to poor reproducibility of the reaction and unfavorable problems such as scale-up

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  • Preparation method of organic cation-anion pair
  • Preparation method of organic cation-anion pair
  • Preparation method of organic cation-anion pair

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[0019] The embodiment of the present invention provides a method for preparing an organic anion-cation pair, using a quaternary ammonium base or a quaternary phosphine base to prepare various types of organic anion-cation pairs with a low-cost ion exchange, and the prepared organic anion-cation pairs can be used as The base is used in the metal-catalyzed coupling reaction, and the preparation method specifically includes:

[0020] After the tetraalkyl ammonium hydroxide or phosphine hydroxide aqueous solution is mixed with the acid, the N 2 Stir under protection for 8-12 hours to obtain an ion exchange product, freeze-dry it for 24 hours to obtain a solid-state ion-exchange product, vacuum-dry the solid-state ion-exchange product at a temperature of 30-50°C, and obtain the ion-exchange product after 24 hours Organic anion-cation pairs.

[0021] The organic anion and cation pair prepared above can be used as a base in a metal-catalyzed coupling reaction, and the reaction metho...

Embodiment 1

[0028] This example provides a method for preparing organic anion and cation pairs, which is a method for preparing various types of organic anion and cation pairs with low-cost ion exchange using quaternary ammonium bases or phosphonium bases as raw materials. Organic anion-cation pairs can be used as bases in metal-catalyzed coupling reactions, and the method specifically includes:

[0029] a. After tetraalkyl ammonium hydroxide or phosphine hydroxide and acid are miscible in water, a reaction mixture is obtained;

[0030] b. the resulting reaction mixture was placed under nitrogen N 2 Stirring under protection for 8 to 12 hours to obtain an ion exchange product;

[0031] c. Freeze-drying the obtained ion-exchange product for 24 to 48 hours, and obtaining the ion-exchange product in solid form after freeze-drying;

[0032] d. After vacuum-drying the obtained solid-state ion-exchange product at a temperature of 30-50°C for 24-36 hours, an organic anion-cation pair is obtain...

Embodiment 2

[0042] This embodiment provides a method for preparing an organic anion-cation pair, which specifically includes the following steps:

[0043] a. taking tetraalkylammonium hydroxide or tetraalkylphosphine hydroxide as raw material and equimolar acid in aqueous solution to obtain the first mixture;

[0044] b. Stir with nitrogen protection for 12 hours, the organic ion pair product of ammonium salt cation or phosphonium salt cation and acid radical anion;

[0045] c. After the above-mentioned organic ion pair product is freeze-dried, the organic ion pair product of ammonium salt cation or phosphonium salt cation and acid radical anion in solid form can be obtained;

[0046] d. Dry the organic ion pair product of ammonium salt cation or phosphonium salt cation and acid radical anion in a solid state at 30-50°C for 24 hours in vacuum to obtain an organic anion-cation pair; in practice, the preferred drying temperature is 40°C, The drying time is 24 hours. If the drying time is l...

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Abstract

The invention discloses a method for preparing organic anion-cation pairs, which belong to the field of preparation of polymers. The method for preparing the organic anion-cation pairs comprises: a, mixing and dissolving tetraalkyl ammonium hydroxide or tetraalkyl phosphine hydroxide and an acid into water, and obtaining a reaction mixture; b, stirring the obtained reaction mixture for 8 to 12 hours under the protection of nitrogen N2, and obtaining ion-exchange products; C, performing freeze drying on the obtained ion-exchange products for 24 to 48 hours, and obtaining solid ion-exchange products after freeze drying; and d, performing vacuum drying on the obtained solid ion-exchange products for 24 to 36 hours at a temperature of between 30 and 50 DEG C, and obtaining the organic anion-cation pairs. The method for preparing the organic anion-cation pairs has simple technique, is convenient to prepare, effectively reduces the cost of alkali in coupling reaction due to low cost of quaternary ammonium hydroxide, and well solves the problem that inorganic alkali is difficult to dissolve in an organic solvent because quaternary ammonium cation or quaternary phosphine cation is easy to dissolve in the organic solvent.

Description

technical field [0001] The invention relates to the field of polymer material preparation, in particular to a method for preparing an organic anion-cation pair. Background technique [0002] Quaternary ammonium salts and quaternary phosphonium salts are typical cationic surfactants, and are also used industrially as textile printing and dyeing auxiliaries, daily chemical product functional auxiliaries, bactericidal algicides, etc., and can also be used to prepare organic bentonite, which is a A rheology regulator, it is used in the coatings industry to control the fluidity of paints, used in oil field drilling to prepare drilling oil paddles and as lubricants in various processes; in addition, it is the most commonly used phase transfer catalyst, and Compared with other phase transfer catalysts, its salient features are non-toxic and cheap. [0003] Coupling reactions catalyzed by transition metals are an important means of modern organic synthesis (de Meijere, A. et al; Me...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C211/63C07F9/54C07C209/68C07B43/04C07B45/06C07C209/10C07C319/14C07D233/58C07D231/12
Inventor 杨楚汀傅尧刘磊郭庆祥
Owner UNIV OF SCI & TECH OF CHINA
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