阅读说明：本技术 一种织物防水增深整理剂的制备方法及其产品 (Preparation method of fabric waterproof deepening finishing agent and product thereof ) 是由 蔡露 吕存 康佳良 何雪梅 周天池 王丽丽 于 2020-07-31 设计创作，主要内容包括：本发明公开了一种织物防水增深整理剂的制备方法及其产品,包括,对丙烯酰氧基苯甲酸的制备；对羟基苯甲酸十三氟辛酯的制备；2-(全氟己基)乙基-4-[4-(丙烯酰氧基)-苯甲酰氧基]苯甲酸酯的制备；含氟烷基改性氨基硅油的制备；含氟烷基改性氨基硅油乳液的制备。本发明的织物防水增深整理剂分子结构中以2-(全氟己基)乙基-4-[4-(丙烯酰氧基)-苯甲酰氧基]苯甲酸酯为含氟功能单体,其通过酯基将两个刚性苯环连接起来,并利用其作为连接基将环境友好的短氟碳链键合至氨基硅油分子中,利用联苯基团的液晶效应促使短氟碳链朝外垂直于基体表面进行规整排列,提供更为显著有效的氟烷基屏蔽效果,从而带来优异的防水增深效果。(The invention discloses a preparation method of a fabric waterproof darkening finishing agent and a product thereof, comprising the steps of preparing p-acryloyloxy benzoic acid; preparing tridecafluorooctyl p-hydroxybenzoate; preparation of 2- (perfluorohexyl) ethyl-4- [4- (acryloyloxy) -benzoyloxy ] benzoate; preparing fluoroalkyl modified amino silicone oil; and (3) preparing the fluoroalkyl modified amino silicone oil emulsion. The molecular structure of the fabric waterproof darkening finishing agent takes 2- (perfluorohexyl) ethyl-4- [4- (acryloyloxy) -benzoyloxy ] benzoate as a fluorine-containing functional monomer, two rigid benzene rings are connected through an ester group, the rigid benzene rings are used as a connecting group to bond an environment-friendly short fluorocarbon chain into an amino silicone oil molecule, and the short fluorocarbon chain is enabled to be arranged in a regular manner to be perpendicular to the surface of a substrate outwards by utilizing the liquid crystal effect of a biphenyl group, so that a more obvious and effective fluoroalkyl shielding effect is provided, and an excellent waterproof darkening effect is brought.)

1. A preparation method of a fabric waterproof deepening finishing agent is characterized by comprising the following steps: comprises the steps of (a) preparing a mixture of a plurality of raw materials,

preparing p-acryloyloxybenzoic acid;

preparing tridecafluorooctyl p-hydroxybenzoate;

2- (perfluorohexyl) ethyl-4- [4- (acryloyloxy) -benzoyloxy]Preparation of benzoic acid ester: in a three-neck flask equipped with a magnetic stirring device, a thermometer, a constant pressure dropping funnel and a reflux condenser tube, 40 ml of tetrahydrofuran, 4.8 g of p-acryloyloxybenzoic acid, 12.1 g of tridecafluorooctyl p-hydroxybenzoate and 0.6 g of 4-dimethylaminopyridine are sequentially added, and N is introduced₂Removing air in the reaction system to obtain reaction liquid; after the temperature is raised to 35 ℃, 6.2 g of N, N' -dicyclohexylcarbodiimide is dissolved in 10 ml of tetrahydrofuran, slowly dripped into the reaction liquid through a constant pressure dropping funnel, and dripped to continue to react for 5 to 10 hours; after the reaction is finished, removing the by-product by suction filtration, collecting filtrate, and removing tetrahydrofuran by rotary evaporation to obtain a light yellow viscous solid target product 2- (perfluorohexyl) ethyl-4- [4- (acryloyloxy) -benzoyloxy]Benzoic acid esters;

preparing fluorine-containing alkyl modified amino silicone oil: adding 10-20 parts of tetrahydrofuran and 5-10 parts of amino silicone oil into a reactor which is provided with a thermometer, a reflux condenser tube and magnetic stirring according to the weight, heating the reaction liquid to 60 ℃, dissolving 5-10 parts of 2- (perfluorohexyl) ethyl-4- [4- (acryloyloxy) -benzoyloxy ] benzoate functional monomer into 10 parts of tetrahydrofuran solvent, dropwise adding the mixture into the reaction system through a constant-pressure dropping funnel, and continuing to react for 5-10 hours after dropwise adding; then, 2-5 parts of vinyl triethoxysilane is dissolved in 5-10 parts of tetrahydrofuran solvent, and the mixture is added into the reaction system dropwise through a constant pressure dropping funnel, and the reaction is continued for 3-5 hours after the dropwise addition is finished; after the reaction is finished, the temperature is reduced to room temperature, and the product is subjected to reduced pressure distillation under the condition of 45 ℃/666Pa to remove the solvent and low-boiling-point substances, so that the light yellow transparent fluorine-containing alkyl modified amino silicone oil with certain viscosity is obtained;

preparation of fluoroalkyl modified amino silicone oil emulsion: according to the weight, 10 parts of fluoroalkyl modified amino silicone oil, 90 parts of deionized water, 1-3 parts of nonionic surfactant AEO-6 and 1-3 parts of anionic surfactant SDS are added into a 500 ml beaker, and stirred for 10-30 minutes under the condition of 4000 revolutions per minute of 2000-plus-material, so that milky fluoroalkyl modified amino silicone oil emulsion is obtained, and the waterproof and deepening finishing agent for the fabric is obtained.

2. A process for preparing a water repellent darkening finish for fabrics of claim 1 wherein: the preparation of the p-acryloyloxybenzoic acid comprises the steps of sequentially adding 6.9 g of p-carboxybenzoic acid, 4.0 g of sodium hydroxide and 50 g of deionized water into a three-neck flask provided with a magnetic stirring and reflux condenser pipe and a thermometer; then 4.5 g of acryloyl chloride is dissolved in 8 g of acetone solvent, and is added into the reaction solution drop by drop through a constant pressure dropping funnel under the condition of room temperature, and the reaction continues for 3 to 5 hours at room temperature after the dropping is finished; after the reaction is finished, adding 30-100 ml of hydrochloric acid solution with the pH value of 2-4 into the reaction system, adjusting the pH value of the solution to be neutral, performing suction filtration, washing the obtained solid with deionized water at about 50 ℃ for 3-5 times, and then putting the solid into an oven to be dried for 2 hours to obtain a white solid intermediate product, namely p-acryloyloxybenzoic acid.

3. A process for preparing a water repellent darkening finish for fabrics of claim 1 wherein: the preparation of the tridecafluorooctyl p-hydroxybenzoate comprises the following steps,

4.2 g of p-carboxybenzoic acid, 11.0 g of tridecafluoroctanol, 0.8 g of p-toluenesulfonic acid and 100 ml of xylene are sequentially added into a three-neck flask provided with a magnetic stirring and water separating device, a reflux condenser and a thermometer, and the mixture is heated to 130-150 ℃ under the condition of N plus of nitrogen₂Reacting for 12-24 hours in the atmosphere. After the reaction is finished, cooling the reaction liquid to room temperature, carrying out suction filtration, washing with hot water, carrying out suction filtration to obtain a solid, and drying to obtain a white solid intermediate product, namely tridecafluorooctyl p-hydroxybenzoate.

4. A process for preparing a water repellent darkening finish for fabrics of claim 1 wherein: the preparation method of the amino silicone oil comprises the following steps,

pre-hydrolysis: adding 20-30 parts by weight of deionized water and 70-80 parts by weight of 3-aminopropylmethyldiethoxysilane into a reactor provided with a magnetic stirring device, a thermometer, a reflux condenser and an N2 protection device, stirring at room temperature for reaction for 1 hour, heating to 80 ℃, and continuing to react for 4-6 hours; stopping the reaction, cooling to room temperature, and distilling under reduced pressure to remove low-boiling-point substances to obtain a transparent 3-aminopropyl methyl diethoxy silane hydrolysate; in addition, 20-30 parts of deionized water and 40-50 parts of dimethyl dimethoxysilane are added into a reactor provided with a magnetic stirring, thermometer and reflux condenser, stirred and reacted for 1 hour at room temperature, and then heated to 80 ℃ for continuous reaction for 4-6 hours; then stopping the reaction, cooling to room temperature, and removing low-boiling-point substances by reduced pressure distillation to obtain a transparent dimethyl dimethoxysilane hydrolysate;

and (3) co-balancing: according to weight, 50-60 parts of 3-aminopropylmethyldiethoxysilane hydrolysate, 10-20 parts of dimethyldimethoxysilane hydrolysate, 10-20 parts of end-capping agent hexamethyldisiloxane and 1-2 parts of catalyst potassium hydroxide are sequentially added into a reactor provided with a magnetic stirring device, a thermometer, a reflux condenser and an N2 protection device, and the temperature is raised to 95 ℃ for reaction for 6-10 hours; and (3) cooling to room temperature after the reaction is finished, and distilling the product under reduced pressure at the temperature of 60 ℃ and the pressure of 666Pa to remove low-boiling-point substances to obtain colorless and transparent amino silicone oil with certain viscosity.

5. The product prepared by the preparation method of the fabric waterproof deepening finishing agent according to any one of claims 1 to 4.

6. The product of the process for preparing a water repellent darkening finishing agent for fabrics of claim 1, wherein: the waterproof and deepening finishing agent product for the fabric comprises 10 parts of fluoroalkyl modified amino silicone oil, 90 parts of deionized water, 1-3 parts of nonionic surfactant AEO-6 and 1-3 parts of anionic surfactant SDS.

7. Use of the product of the method of making a water repellent darkening finish for fabrics of claim 6 in the finishing of cotton fabrics.

8. The application of the product prepared by the preparation method of the fabric waterproof darkening finishing agent in the finishing of cotton fabrics, which is characterized in that: comprises the steps of (a) preparing a mixture of a plurality of raw materials,

preparing the emulsion type fluoroalkyl modified amino silicone oil emulsion into working solution with the concentration of 80 g/L;

soaking the cotton fabric in the finishing liquid for 30-60 minutes, and carrying out two-dipping and two-rolling, pre-drying at 80 ℃ for 3 minutes and baking at 160 ℃ for 2 minutes to obtain the finished fabric.

9. The application of the product prepared by the preparation method of the fabric waterproof darkening finishing agent of claim 9 in the finishing of cotton fabrics is characterized in that: the rolling residual rate of the two-dipping and two-rolling is 90-100%, and the working temperature is room temperature.

10. The application of the product prepared by the preparation method of the fabric waterproof darkening finishing agent of claim 9 in the finishing of cotton fabrics is characterized in that: the cotton fabric comprises one of plain-weave cotton fabric, twill-weave cotton fabric and satin-weave cotton fabric.

Technical Field

The invention belongs to the field of polymer material synthesis and textile chemical additives, and particularly relates to a preparation method of a waterproof and deepening finishing agent for fabrics and a product thereof.

Background

The amino silicone oil can be regarded as a product of dimethyl silicone oil with partial side or end methyl substituted by aminoalkyl, because the polarity of amino in the molecular structure is stronger, the amino can interact with hydroxyl, carboxyl and other groups in the fiber to generate extremely strong orientation and adsorptivity, so that siloxane is directionally arranged on the fiber, thereby endowing the fabric with soft, smooth and elastic finishing effect, and the amino silicone oil is known as a new generation of optimal silicone oil softener.

However, with the continuous improvement of living standard of people, the textile finishing agent with single function can not meet the requirements of people, and the fabric finished by the amino silicone oil has the defects of poor waterproof effect and easy yellowing. Meanwhile, the reactive dye has the problems of large dye consumption, dark dyeing, surface flooding, poor washing fastness and the like when the cotton fabric is dyed.

Therefore, under the severe situation that the single-function fabric finishing agent is gradually eliminated from the market, the search for the multifunctional fabric finishing agent with stable waterproof effect and fabric deepening effect becomes a problem to be solved urgently.

Disclosure of Invention

This section is for the purpose of summarizing some aspects of embodiments of the invention and to briefly introduce some preferred embodiments. In this section, as well as in the abstract and the title of the invention of this application, simplifications or omissions may be made to avoid obscuring the purpose of the section, the abstract and the title, and such simplifications or omissions are not intended to limit the scope of the invention.

The present invention has been made keeping in mind the above and/or other problems occurring in the prior art.

Therefore, the invention aims to overcome the defects in the prior art and provide a preparation method of the fabric waterproof deepening finishing agent.

In order to solve the technical problems, the invention provides the following technical scheme: a preparation method of a fabric waterproof deepening finishing agent comprises the steps of preparing p-acryloyloxy benzoic acid; preparing tridecafluorooctyl p-hydroxybenzoate; 2- (perfluorohexyl) ethyl-4- [4- (acryloyloxy) -benzoyloxy]Preparation of benzoic acid ester: in a three-neck flask equipped with a magnetic stirring device, a thermometer, a constant pressure dropping funnel and a reflux condenser tube, 40 ml of tetrahydrofuran, 4.8 g of p-acryloyloxybenzoic acid, 12.1 g of tridecafluorooctyl p-hydroxybenzoate and 0.6 g of 4-dimethylaminopyridine are sequentially added, and N is introduced₂Removing air in the reaction system to obtain reaction liquid; after the temperature is raised to 35 ℃, 6.2 g of N, N' -dicyclohexylcarbodiimide is dissolved in 10 ml of tetrahydrofuran, slowly dripped into the reaction liquid through a constant pressure dropping funnel, and dripped to continue to react for 5 to 10 hours; after the reaction is finished, removing the by-product by suction filtration, collecting filtrate, and removing tetrahydrofuran by rotary evaporation to obtain a light yellow viscous solid target product 2- (perfluorohexyl) ethyl-4- [4- (acryloyloxy) -benzoyloxy]Benzoic acid esters; preparing fluorine-containing alkyl modified amino silicone oil: adding 10-20 parts of tetrahydrofuran and 5-10 parts of amino silicone oil into a reactor which is provided with a thermometer, a reflux condenser tube and magnetic stirring according to weight, heating the reaction liquid to 60 ℃, and adding 5-10 parts of 2- (perfluorohexyl) ethyl-4- [4- (acryloyloxy) -benzoyloxy]Dissolving a benzoate functional monomer in 10 parts of tetrahydrofuran solvent, dropwise adding the mixture into the reaction system through a constant-pressure dropping funnel, and continuing to react for 5-10 hours after the dripping is finished; then, 2-5 parts of vinyl triethoxysilane is dissolved in 5-10 parts of tetrahydrofuran solvent, and the mixture is added into the reaction system dropwise through a constant pressure dropping funnel, and the reaction is continued for 3-5 hours after the dropwise addition is finished; cooling to room temperature after the reaction is finished, and distilling the product under reduced pressure at the temperature of 45 ℃/666Pa to remove the solvent and low-boiling-point substances to obtain the light yellow transparent fluorine-containing alkyl modified amino with certain viscosityA silicone oil; preparation of fluoroalkyl modified amino silicone oil emulsion: according to the weight, 10 parts of fluoroalkyl modified amino silicone oil, 90 parts of deionized water, 1-3 parts of nonionic surfactant AEO-6 and 1-3 parts of anionic surfactant SDS are added into a 500 ml beaker, and stirred for 10-30 minutes under the condition of 4000 revolutions per minute of 2000-plus-material, so that milky fluoroalkyl modified amino silicone oil emulsion is obtained, and the waterproof and deepening finishing agent for the fabric is obtained.

As a preferable scheme of the preparation method of the fabric waterproof and deepening finishing agent, the method comprises the following steps: the preparation of the p-acryloyloxybenzoic acid comprises the steps of sequentially adding 6.9 g of p-carboxybenzoic acid, 4.0 g of sodium hydroxide and 50 g of deionized water into a three-neck flask provided with a magnetic stirring and reflux condenser pipe and a thermometer; then 4.5 g of acryloyl chloride is dissolved in 8 g of acetone solvent, and is added into the reaction solution drop by drop through a constant pressure dropping funnel under the condition of room temperature, and the reaction continues for 3 to 5 hours at room temperature after the dropping is finished; after the reaction is finished, adding 30-100 ml of hydrochloric acid solution with the pH value of 2-4 into the reaction system, adjusting the pH value of the solution to be neutral, performing suction filtration, washing the obtained solid with deionized water at about 50 ℃ for 3-5 times, and then putting the solid into an oven to be dried for 2 hours to obtain a white solid intermediate product, namely p-acryloyloxybenzoic acid.

As a preferable scheme of the preparation method of the fabric waterproof and deepening finishing agent, the method comprises the following steps: the preparation of the tridecafluorooctyl p-hydroxybenzoate comprises the steps of sequentially adding 4.2 g of p-carboxybenzoic acid, 11.0 g of tridecafluorooctyl alcohol, 0.8 g of p-toluenesulfonic acid and 100 ml of dimethylbenzene into a three-neck flask provided with a magnetic stirring device, a water distribution device, a reflux condenser tube and a thermometer, heating to 130-150 ℃ under the condition of N-substituted benzene₂Reacting for 12-24 hours in the atmosphere. After the reaction is finished, cooling the reaction liquid to room temperature, carrying out suction filtration, washing with hot water, carrying out suction filtration to obtain a solid, and drying to obtain a white solid intermediate product, namely tridecafluorooctyl p-hydroxybenzoate.

As a preferable scheme of the preparation method of the fabric waterproof and deepening finishing agent, the method comprises the following steps: the preparation method of the amino silicone oil comprises the following steps: adding 20-30 parts by weight of deionized water and 70-80 parts by weight of 3-aminopropylmethyldiethoxysilane into a reactor provided with a magnetic stirring device, a thermometer, a reflux condenser and an N2 protection device, stirring at room temperature for reaction for 1 hour, heating to 80 ℃, and continuing to react for 4-6 hours; stopping the reaction, cooling to room temperature, and distilling under reduced pressure to remove low-boiling-point substances to obtain a transparent 3-aminopropyl methyl diethoxy silane hydrolysate; in addition, 20-30 parts of deionized water and 40-50 parts of dimethyl dimethoxysilane are added into a reactor provided with a magnetic stirring, thermometer and reflux condenser, stirred and reacted for 1 hour at room temperature, and then heated to 80 ℃ for continuous reaction for 4-6 hours; then stopping the reaction, cooling to room temperature, and removing low-boiling-point substances by reduced pressure distillation to obtain a transparent dimethyl dimethoxysilane hydrolysate; and (3) co-balancing: according to weight, 50-60 parts of 3-aminopropylmethyldiethoxysilane hydrolysate, 10-20 parts of dimethyldimethoxysilane hydrolysate, 10-20 parts of end-capping agent hexamethyldisiloxane and 1-2 parts of catalyst potassium hydroxide are sequentially added into a reactor provided with a magnetic stirring device, a thermometer, a reflux condenser and an N2 protection device, and the temperature is raised to 95 ℃ for reaction for 6-10 hours; and (3) cooling to room temperature after the reaction is finished, and distilling the product under reduced pressure at the temperature of 60 ℃ and the pressure of 666Pa to remove low-boiling-point substances to obtain colorless and transparent amino silicone oil with certain viscosity. .

It is still another object of the present invention to overcome the deficiencies of the prior art and to provide a product prepared by the method for preparing the fabric waterproof darkening finishing agent.

The preferable scheme of the product prepared by the preparation method of the fabric waterproof and deepening finishing agent is that: the fabric waterproof deepening finishing agent product comprises 10 parts of fluoroalkyl modified amino silicone oil, 90 parts of deionized water, 1-3 parts of nonionic surfactant AEO-6 and 1-3 parts of anionic surfactant SDS

The invention also aims to overcome the defects in the prior art and provide the application of the product prepared by the preparation method of the fabric waterproof deepening finishing agent in the cotton fabric finishing.

As a preferable aspect of the application of the present invention, wherein: comprises preparing 80g/L working solution from the emulsion type fluoroalkyl modified amino silicone oil emulsion; soaking the cotton fabric in the finishing liquid for 30-60 minutes, and carrying out two-dipping and two-rolling, pre-drying at 80 ℃ for 3 minutes and baking at 160 ℃ for 2 minutes to obtain the finished fabric.

As a preferable aspect of the application of the present invention, wherein: the rolling residual rate of the two-dipping and two-rolling is 90-100%, and the working temperature is room temperature.

As a preferable aspect of the application of the present invention, wherein: the cotton fabric comprises one of plain-weave cotton fabric, twill-weave cotton fabric and satin-weave cotton fabric.

The invention has the beneficial effects that:

(1) the molecular structure of the fabric waterproof darkening finishing agent takes 2- (perfluorohexyl) ethyl-4- [4- (acryloyloxy) -benzoyloxy ] benzoate as a fluorine-containing functional monomer, two rigid benzene rings are connected through an ester group, the rigid benzene rings are used as a connecting group to bond an environment-friendly short fluorocarbon chain into an amino silicone oil molecule, and the short fluorocarbon chain is enabled to be arranged in a regular manner to be perpendicular to the surface of a substrate outwards by utilizing the liquid crystal effect of a biphenyl group, so that a more obvious and effective fluoroalkyl shielding effect is provided, and an excellent waterproof darkening effect is brought.

(2) The fluoroalkyl adopted by the invention is a short fluorocarbon chain, does not belong to the range of forbidden fluorine-containing chemicals of perfluorooctyl sulfonamide derivatives, and does not have the problems of biological toxicity and accumulation; the product of the invention achieves the effect of endowing the fabric with multiple properties by one finishing agent, and avoids the problem of poor compatibility when multiple finishing agents are used for compounding.

(3) The emulsion type fluoroalkyl modified amino silicone oil can be obtained by adopting a conventional emulsification process, the emulsification process is simple and convenient, the raw materials are easy to obtain, and the emulsion type fluoroalkyl modified amino silicone oil is suitable for industrial production, popularization and application.

Drawings

In order to more clearly illustrate the technical solutions of the embodiments of the present invention, the drawings needed to be used in the description of the embodiments will be briefly introduced below, and it is obvious that the drawings in the following description are only some embodiments of the present invention, and it is obvious for those skilled in the art to obtain other drawings based on these drawings without inventive exercise. Wherein:

FIG. 1 is an infrared spectrum of 2- (perfluorohexyl) ethyl-4- [4- (acryloyloxy) -benzoyloxy ] benzoate in example 1 of the present invention.

FIG. 2 is a hydrogen nuclear magnetic spectrum of 2- (perfluorohexyl) ethyl-4- [4- (acryloyloxy) -benzoyloxy ] benzoate in example 1 of the present invention.

FIG. 3 is an infrared spectrum of a fluoroalkyl group-containing modified amino silicone oil in example 1 of the present invention.

FIG. 4 is a graph showing the results of measuring the contact angle of the finished fabric in example 1 of the present invention.

FIG. 5 is a K/S value chart before and after finishing of the dyed cotton fabric in example 1 of the present invention.

Detailed Description

In order to make the aforementioned objects, features and advantages of the present invention more comprehensible, specific embodiments thereof are described in detail below with reference to examples of the specification.

In the following description, numerous specific details are set forth in order to provide a thorough understanding of the present invention, but the present invention may be practiced in other ways than those specifically described and will be readily apparent to those of ordinary skill in the art without departing from the spirit of the present invention, and therefore the present invention is not limited to the specific embodiments disclosed below.

Furthermore, reference herein to "one embodiment" or "an embodiment" means that a particular feature, structure, or characteristic described in connection with the embodiment is included in at least one implementation of the invention. The appearances of the phrase "in one embodiment" in various places in the specification are not necessarily all referring to the same embodiment, nor are separate or alternative embodiments mutually exclusive of other embodiments.

The synthetic route of the fluoroalkyl modified amino silicone oil is as follows:

wherein x is 4-7, y is 4-7, m is 1-2, n is 3-5, a is 1-3, and b is 0-2.

The contact angle measuring method of the invention comprises the following steps: and (3) carrying out static contact angle test on the cotton fabric before and after the treatment by adopting a JC200D3 type contact angle measuring instrument at room temperature, selecting distilled water as a test liquid drop, wherein the volume of the liquid drop is 3 mu L, and taking the average value of the liquid drop after five times of test.

The invention relates to a method for testing the fabric deepening rate: and testing the change of the K/S value before and after finishing the dyed fabric by using a color tester. And folding the fabric to be tested into four layers, testing the fabric on a spectrophotometer and colorimeter for five times, and taking the average value of the fabric.

The raw materials used in the invention are as follows: p-hydroxybenzoic acid (chemical purity, national drug group chemical agents Co., Ltd.), tridecafluorooctanol (industrial grade, Shanghai fluorine science Co., Ltd.), acryloyl chloride (chemical purity, Shanghai Alatin Biochemical technology Co., Ltd.), 4-dimethylaminopyridine (chemical purity, Shanghai Alatin Biochemical technology Co., Ltd.), N-N '-dicyclohexylcarbodiimide (chemical purity, Shanghai Alatin Biochemical technology Co., Ltd.), 2,2' -azobisisobutyronitrile (chemical purity, national drug group chemical agents Co., Ltd.), sodium hydroxide (chemical purity, Jiangsu Qiangsheng functional chemical Co., Ltd.), concentrated hydrochloric acid (chemical purity, Jiangsu Qiangsheng functional chemical Co., Ltd.), p-toluenesulfonic acid (chemical purity, national drug group chemical agents Co., Ltd.), acetone (chemical purity, Jiangsu Qiangsheng functional chemical Co., Ltd.), xylene (chemical purity, Jiangsu Qiangsheng functional chemistry Co., Ltd.), tetrahydrofuran (chemical purity, Jiangsu Qiangsheng functional chemistry Co., Ltd.). Other raw materials, unless otherwise specified, are commonly commercially available.