Environment-friendly triacetonamine production process

By using weakly alkaline anion exchange resin to convert and recover ammonium nitrate catalysts, the problems of high-salt wastewater and heavy-component impurities in the triacetone amine production process are solved, and an efficient and environmentally friendly triacetone amine production process is achieved.

CN119528799AActive Publication Date: 2025-02-28HENGSHUI KAIYA CHEM +1
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Patent Information

Application Number
CN202411578326.2
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2024-11-07
Publication Date
2025-02-28
Estimated Expiration
2044-11-07

AI Technical Summary

Technical Problem

The existing triacetone amine production process has the risk of high saline-alkali wastewater generation, increased heavy component impurities, high energy consumption, and explosion of the catalyst ammonium nitrate, making it difficult to achieve industrial production.

Method used

Weak alkaline anion exchange resin is used to convert the ammonium nitrate catalyst into ammonia water to avoid the generation of high-salt wastewater, and ammonium nitrate is regenerated and recovered for the next batch of synthesis, reducing production costs and energy consumption.

Benefits of technology

The high yield and high purity production of triacetone amine is achieved, reducing the generation of wastewater and waste solids, reducing energy consumption and production costs, and reducing safety hazards.

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Abstract

The invention relates to an environment-friendly triacetonamine production process which comprises the following steps: (1) reacting acetone with ammonia gas or liquid ammonia in the presence of an ammonium nitrate aqueous solution catalyst to obtain a triacetonamine synthetic solution; and (2) enabling the triacetonamine synthetic liquid to pass through a resin bed filled with weakly basic anion exchange resin, wherein effluent is a triacetonamine crude product without ammonium nitrate. According to the process, the product yield and the product quality are improved, the generation of wastewater and waste solids is reduced, and the process is environment-friendly and green in production.
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Description

Technical Field

[0001] The invention relates to the field of chemical industry, and in particular to an environmentally friendly triacetoneamine production process. Background Art

[0002] The aging of polymer materials has brought great inconvenience and losses to industrial and agricultural production as well as people's lives. In industry, appropriate light stabilizers are often added to polymer materials to extend the service life of the materials and effectively inhibit the aging of polymer materials. Hindered amine light stabilizers (HALS) have been a hot topic in the field of polymer material stabilization in recent years because of their excellent light stabilization effect, and are also the most promising type of light stabilizers.

[0003] Triacetoneamine, chemical name 2,2,6,6-tetramethylpiperidinone, as the only parent for the synthesis of HALS, plays a fundamental role in the development of hindered amine light stabilizers. It can derive many very practical intermediates and hindered amine light stabilizers, such as 2,2,6,6-tetramethylpiperidinol, 1,2,2,6,6-pentamethylpiperidinol, light stabilizers 770, 944, 3346, etc. In particular, high-stability triacetoneamine has obvious quality and cost advantages in the manufacture of 2,2,6,6-tetramethylpiperidinamine, piperidine diamine, 2,2,6,6-tetramethylpiperidin-4-oxyl free radical and new light stabilizer NOR series products. With the growing demand for light stabilizers, the synthesis of triacetoneamine has been widely concerned by scientists, and related synthesis research reports are emerging in an endless stream. The synthesis routes of triacetoneamine reported in the literature are mainly divided into the following two types:

[0004] 1. The indirect method is to use acetone as a raw material, generate diacetone alcohol, acetone amine, phorone, etc. under the action of a catalyst, and then continue to react the obtained diacetone alcohol, dipropanolamine, acetone amine, phorone, etc. under the action of a catalyst to obtain 2,2,6,6-tetramethylpiperidone. US4252958 discloses a method for synthesizing 2,2,6,6-tetramethylpiperidone using diacetone alcohol as a raw material; US3953459 discloses a method for synthesizing 2,2,6,6-tetramethylpiperidone using acetone amine as a raw material; US3943139 discloses a method for obtaining 2,2,6,6-tetramethylpiperidone by reacting phorone with ammonia. Although these methods have acceptable yields, the synthesis and separation of acetone amine, phorone, and diacetone alcohol are quite difficult. Using these methods will greatly increase production costs, making it difficult to achieve industrial production.

[0005] 2. The direct method is a method of directly synthesizing triacetoneamine using acetone and ammonia as raw materials under the action of a catalyst. Compared with the indirect method, the steps of separating and purifying the intermediate product can be avoided, which can save manpower and material resources to a great extent and reduce production costs. Although the yield of this method is acceptable, the catalyst ammonium nitrate continues to play a catalytic role after reaching the end point of the reaction, producing a large amount of by-products, and the ammonium nitrate itself has an explosion risk, so the ammonium nitrate must be destroyed after the reaction reaches the end point. In the domestic industrial production of triacetoneamine, sodium hydroxide is used to destroy the ammonium nitrate in the synthetic liquid to terminate the catalytic effect, thereby generating alkali consumption and extremely difficult to handle high-salt alkali (sodium nitrate and sodium hydroxide) wastewater. The generated sodium nitrate always has an explosion risk during the post-treatment process, and the residual liquid alkali during the post-treatment process of the triacetoneamine reaction liquid causes the triacetoneamine in the reaction system to continue to have side reactions during the distillation process, thereby increasing the triacetoneamine residual discharge and increasing the production cost. Summary of the invention

[0006] The purpose of this patent is to provide an environmentally friendly triacetoneamine production process, which reduces the production of heavy component impurities, reduces energy consumption, improves the yield and realizes the recovery and reuse of the catalyst ammonium nitrate aqueous solution without generating a large amount of high-salt and alkaline wastewater.

[0007] An environmentally friendly triacetoneamine production process comprises the following steps:

[0008] (1) in the presence of an aqueous ammonium nitrate solution catalyst, acetone reacts with ammonia gas or liquid ammonia to obtain a triacetoneamine synthetic liquid;

[0009] (2) The triacetone amine synthesis solution passes through a weakly basic anion exchange resin, and the effluent is a crude triacetone amine product from which ammonium nitrate has been removed.

[0010] In the present invention, the ammonium nitrate catalyst is added in the form of an aqueous solution, which can reduce the risk of self-explosion. After the reaction is completed, the ammonium nitrate is converted into ammonia water by reacting with the ammonium nitrate catalyst through a weakly alkaline anion exchange resin, thereby avoiding the generation of high-salt wastewater caused by the use of sodium hydroxide to treat ammonium nitrate. The converted ammonia water can be recovered by deammoniation during the distillation of the product. The used resin bed can be converted into ammonium nitrate by a regeneration method, and continue to be applied in the next batch of triacetoneamine synthesis process, so as to achieve the effect of reducing costs and increasing efficiency, and being green and environmentally friendly.

[0011] In a specific embodiment, in step (2), the weakly basic anion exchange resin is selected from a chloride-type weakly basic anion exchange resin or a free radical-type weakly basic anion exchange resin, preferably a free radical-type weakly basic anion exchange resin.

[0012] In a specific embodiment, in step (2), the weakly basic anion exchange resin is an anion exchange resin containing amine functional groups, including an anion exchange resin containing tertiary amine functional groups, quaternary amine functional groups, secondary amine functional groups or polyamine groups.

[0013] The resin material includes one or more of acrylic resin, styrene resin, and styrene-divinylbenzene resin.

[0014] The weakly basic anion exchange resin in the present invention is selected from Dow MARATHON TM WBA, Mitsubishi WA10, WA20, WA30, WA30LL, DuPont AmberLite TM HPR6700、AmberLite TM HPR7000、AmberLite TM HPR9500、AmberLite TM HPR9600、AmberLite TM HPR9700, Lanxess MP62, MonoPius MP 64, MonoPius MP 68, Rohm and Haas AmberLite IRA67, AmberLite IRA67RF, AmberLite IRA96, AmberLite IRA96RF or more. Different resins affect the recovery rate of ammonium nitrate, the resin regeneration rate and the ammonia consumption. Preferably, the weakly basic anion exchange resin is Mitsubishi WA30LL, Lanxess MP62, Rohm and Haas AmberLite IRA96RF or more.

[0015] In a specific embodiment, in step (2), the weakly basic anion exchange resin is filled into the resin bed, and preferably, the filling volume of the weakly basic anion exchange resin is 10%-50% of the volume of the triacetoneamine synthesis solution, such as 10%, 15%, 20%, 25%, 30%, 35%, 40%, 45%, 50%. Preferably, it is 25-35%.

[0016] In a specific embodiment, in step (2), the temperature of the triacetoneamine synthesis solution passing through the weakly basic anion exchange resin bed is 20-80°C, such as 20°C, 30°C, 40°C, 50°C, 60°C, 70°C, 80°C, preferably 30-40°C.

[0017] The time for the triacetoneamine to pass through the weakly basic anion exchange resin bed is preferably sufficient for the ammonium nitrate catalyst to be completely converted. In a specific embodiment of the present invention, the passing time is 1-5 hours, preferably 2-3 hours.

[0018] In the present invention, the used weakly basic anion exchange resin can be reused after regeneration. In order to make each material reusable, the regeneration method comprises: respectively mixing ammonia water and purified water at 1-2 m 3 / h flow rate through the resin bed, specifically, the ammonia water can be passed through the resin bed at a flow rate of 1-2m 3 / h flow rate through the resin bed, the effluent is ammonium nitrate-ammonia solution, and then pure water is passed through the resin bed at the same flow rate and direction until the pH of the effluent is 8-10.

[0019] In the regeneration method, the concentration of the ammonia water used is 25% to 50%, and it can be freshly prepared ammonia water or recycled and reused ammonia water.

[0020] To achieve better regeneration effect and save energy, in a specific embodiment, in the weakly basic anion exchange resin regeneration method, the amount of ammonia water used is 2-5 times the volume of the resin, preferably 3-4 times. The amount of pure water used is 1-2 times the volume of the resin bed.

[0021] The ammonium nitrate-ammonia water solution of the present invention is recycled and applied to synthesis after deammoniation and concentration, and both the ammonia water and the ammonium nitrate can be recycled.

[0022] In a specific embodiment, in step (1), acetone and nitrate aqueous solution are added into a reaction container, and then liquid ammonia is introduced to react at a temperature-insulated state. After the reaction is completed, a triacetoneamine synthetic liquid is obtained.

[0023] In a specific embodiment, in step (1), the concentration of the aqueous ammonium nitrate solution is 50-70%, for example 50%, 55%, 60%, 65%, 70%. Within this concentration range, the reaction can be stably promoted and the risk of explosion can be reduced, which is suitable for industrial production.

[0024] In a specific embodiment, in step (1), the mass ratio of acetone to liquid ammonia is 15:1 to 45:1, preferably 25:1 to 35:1.

[0025] In a specific embodiment, in step (1), the mass ratio of acetone to ammonium nitrate is 30:1 to 70:1, preferably 40:1 to 50:1.

[0026] In a specific embodiment, in step (1), the reaction temperature is 40-100°C, preferably 60-80°C.

[0027] In a specific embodiment, in step (1), the temperature of passing ammonia is 30-70°C, preferably 50-60°C.

[0028] In a specific embodiment, in step (1), the reaction time in step (1) is 2-12 hours, preferably 7-9 hours.

[0029] In a specific embodiment, the production process further comprises:

[0030] Step (3): The crude triacetoneamine is distilled through a distillation tower to obtain a triacetoneamine product.

[0031] The distillation can be carried out by a method commonly used in the art. Preferably, the front fraction, i.e., the light component, in the distillation is recovered and reused, and a sample is taken from the top of the tower. After the sample is qualified, the finished product is collected.

[0032] The present invention has achieved the following positive effects:

[0033] (1) Weakly alkaline anion exchange resin adsorption can neutralize ammonium nitrate, avoiding the production of sodium nitrate, and also reducing the production of heavy component impurities in the distillation step, increasing the product yield by 2-5% and the purity to more than 99%.

[0034] (2) The use of weakly alkaline anion exchange resin eliminates the need to treat high-salt wastewater generated by the neutralization catalyst, thereby reducing pollution and energy consumption.

[0035] (3) The resin can be regenerated and the ammonium nitrate can be recycled, which reduces the generation of wastewater and waste solids, saves resources, reduces costs and increases efficiency. DETAILED DESCRIPTION

[0036] The present invention is described in detail below in conjunction with specific implementations, but it should be noted that the protection scope of the present invention is not limited by these specific implementations and principle explanations, but is determined by the claims.

[0037] In the present invention, except for the contents explicitly described, any matters or items not mentioned are directly applicable to those known in the art without any changes. Moreover, any embodiment described herein can be freely combined with one or more other embodiments described herein, and the technical solutions or technical ideas formed thereby are regarded as part of the original disclosure or original record of the present invention, and should not be regarded as new contents not disclosed or anticipated herein, unless a person skilled in the art considers that the combination is obviously unreasonable.

[0038] All features disclosed in the present invention may be arbitrarily combined, and these combinations should be understood as contents disclosed or recorded in the present invention, unless a person skilled in the art considers that the combination is obviously unreasonable.

[0039] The numerical points disclosed in this specification include not only the numerical points specifically disclosed in the embodiments, but also the endpoints of each numerical range in the specification. Any combination of these numerical points should be regarded as the scope disclosed or recorded in the present invention.

[0040] The technical and scientific terms in the present invention shall be based on their definitions if they are defined, and shall be understood according to the general meaning in the art if no definitions are given.

[0041] At present, in the industrial production, ammonium nitrate is used as a catalyst to prepare triacetone amine. In the post-treatment process, a strong base such as sodium hydroxide needs to be added to neutralize the ammonium nitrate used as a catalyst, which will produce a large amount of wastewater, which brings difficulties to the post-treatment. Improper treatment will also cause safety hazards. The present invention relates to an environmentally friendly triacetone amine post-treatment process, that is, using a weakly basic anion exchange resin to convert ammonium nitrate into ammonia water through ion exchange, and then recovering it through deamination during the triacetone amine distillation process. The used ion exchange resin is regenerated by eluting with ammonia water, and the generated ammonium nitrate aqueous solution continues to be used as a catalyst in the synthesis of the next batch of triacetone amine, so as to achieve the purpose of reducing costs, increasing efficiency, and being green and environmentally friendly.

[0042] The present invention provides an environmentally friendly triacetoneamine production process, comprising the following steps:

[0043] (1) adding acetone and ammonium nitrate aqueous solution to a reaction kettle in sequence, turning on stirring, raising the temperature to 30-70° C., and passing ammonia gas or liquid ammonia into the kettle. After the ammonia is passed, the insulation temperature is controlled at 40-100° C. and maintained for 2-12 hours. After the reaction is completed, the temperature of the reaction liquid is lowered to room temperature, and stirring is turned off to obtain a triacetoneamine synthetic liquid;

[0044] (2) passing the triacetone amine synthesis liquid through a resin bed filled with a weakly basic anion exchange resin, wherein the filling volume is 10% to 50% of the volume of the synthesis liquid, the passing temperature is 20 to 80° C., the passing time is 1 to 5 hours, and the effluent is a crude triacetone amine product from which ammonium nitrate has been removed;

[0045] (3) The crude triacetone amine product enters a distillation tower for distillation, the front fraction is recovered and reused, and after the top of the tower is sampled and qualified, the finished product is collected to obtain a high-content triacetone amine product;

[0046] (4) Resin regeneration: Ammonia water with a concentration of 25-50% and an amount 2-5 times the volume of the resin is passed through the resin bed for 2-3 hours. The effluent is an ammonium nitrate-ammonia solution. After deammoniation and concentration, it is recovered and reused in synthesis. Then, at the same flow rate and flow direction, deionized water with a volume 2 times the volume of the resin is prepared. The deionized water is passed until the pH of the effluent is about 8, and the resin bed is ready for use.

[0047] The process of the present application not only reduces the generation of wastewater and waste solids, but also improves the quality and yield of the product, and is highly operable and suitable for industrial production.

[0048] The following embodiments are used as examples to illustrate the technical solution of the present invention:

[0049] Example 1

[0050] (1) 100 g (1.72 mol) of acetone and 3.33 g of a 60% aqueous solution of ammonium nitrate were added to a reaction kettle in sequence, stirring was started, the temperature was raised to 50° C., and 4 g (0.235 mol) of liquid ammonia was introduced into the kettle. After the ammonia was introduced, the insulation temperature was controlled at 70° C. and maintained for 8 h. After the reaction was completed, cooling water was turned on to lower the temperature of the reaction liquid to room temperature, and stirring was turned off to obtain a triacetoneamine synthetic liquid;

[0051] (2) passing the triacetoneamine synthetic liquid through a resin bed filled with Rohm and Haas AmberLite IRA96RF weakly basic anion exchange resin, with the filling volume being 30% of the volume of the synthetic liquid, the passing temperature being 35° C., the passing time being 3 h, and the effluent being a crude triacetoneamine product from which ammonium nitrate has been removed, with a pH value of 10-11;

[0052] (3) The crude triacetone amine product enters a distillation tower for distillation, the front fraction is recovered and reused, and after the top of the tower is sampled and qualified, the finished product is collected to obtain 33.66 g (0.217 mol) of triacetone amine product, with a yield of 92.34% and a purity of 99.5%;

[0053] (4) Resin regeneration: Ammonia water with a concentration of 25% and an amount three times the volume of the resin is passed through the resin bed for 2 hours. The effluent is an ammonium nitrate-ammonia solution. After deammoniation and concentration, it is recovered and reused in synthesis. Then, water with a concentration of twice the volume of the resin is prepared at the same flow rate and direction. The water is passed until the pH of the effluent is about 8. The resin bed is ready for use.

[0054] Example 2

[0055] (1) Add 100 g of acetone and 3.33 g of a 60% aqueous solution of ammonium nitrate to a reaction kettle in sequence, turn on stirring, raise the temperature to 50° C., and pass 4 g of liquid ammonia into the kettle. After the ammonia is passed, control the insulation temperature at 70° C. and maintain it for 8 hours. After the reaction is completed, turn on the cooling water to lower the temperature of the reaction liquid to room temperature, turn off stirring, and obtain a triacetoneamine synthetic liquid;

[0056] (2) passing the triacetoneamine synthetic liquid through a resin bed filled with Rohm and Haas AmberLite IRA96RF weakly basic anion exchange resin (used after regeneration in Example 1), with the filling volume being 30% of the synthetic liquid volume, the passing temperature being 35° C., the passing time being 3 h, and the effluent being a crude triacetoneamine product from which ammonium nitrate has been removed, with a pH value of 10-11;

[0057] (3) The crude triacetone amine product enters a distillation tower for distillation, the front fraction is recovered and reused, and after the top of the tower is sampled and qualified, the finished product is collected to obtain 33.55 g of triacetone amine product, with a yield of 92.11% and a purity of 99.6%;

[0058] (4) Resin regeneration: Ammonia water with a concentration of 25% and an amount three times the volume of the resin is passed through the resin bed for 2 hours. The effluent is an ammonium nitrate-ammonia solution. After deammoniation and concentration, it is recovered and reused in synthesis. Then, water with a concentration of twice the volume of the resin is prepared at the same flow rate and direction. The water is passed until the pH of the effluent is about 8. The resin bed is ready for use.

[0059] Example 3

[0060] (1) 100 g of acetone and 3.33 g of the ammonium nitrate aqueous solution deaminated and concentrated to 60% in Example 2 were added to a reaction kettle in sequence, stirring was turned on, the temperature was raised to 50° C., 4 g of liquid ammonia was introduced into the kettle, and after the ammonia introduction was completed, the insulation temperature was controlled at 70° C. and maintained for 8 h. After the reaction was completed, cooling water was turned on to lower the temperature of the reaction liquid to room temperature, and stirring was turned off to obtain a triacetoneamine synthetic liquid;

[0061] (2) passing the triacetone amine synthesis liquid through a resin bed filled with a weakly basic anion exchange resin (used after regeneration in Example 2), wherein the filling volume is 30% of the volume of the synthesis liquid, the passing temperature is 35° C., the passing time is 3 h, and the effluent is a crude triacetone amine product from which ammonium nitrate has been removed, and the pH value is 10-11;

[0062] (3) The crude triacetone amine product enters a distillation tower for distillation, the front fraction is recovered and reused, and after the top of the tower is sampled and qualified, the finished product is collected to obtain 33.64 g of triacetone amine product, with a yield of 92.33% and a purity of 99.2%;

[0063] (4) Resin regeneration: Ammonia water with a concentration of 25% and an amount three times the volume of the resin is passed through the resin bed for 2 hours. The effluent is an ammonium nitrate-ammonia solution. After deammoniation and concentration, it is recovered and reused in synthesis. Then, water with a concentration of two times the volume of the resin is prepared at the same flow rate and direction. The water is passed until the pH of the effluent is about 8. The resin bed is then ready for use.

[0064] Example 4

[0065] (1) Add 100 g of acetone and 3.33 g of a 60% aqueous solution of ammonium nitrate to a reaction kettle in sequence, turn on stirring, raise the temperature to 50° C., and pass 4 g of liquid ammonia into the kettle. After the ammonia is passed, control the insulation temperature at 70° C. and maintain it for 8 hours. After the reaction is completed, turn on the cooling water to lower the temperature of the reaction liquid to room temperature, turn off stirring, and obtain a triacetoneamine synthetic liquid;

[0066] (2) passing the triacetoneamine synthetic liquid through a resin bed filled with Rohm and Haas AmberLite IRA96 weakly basic anion exchange resin, with the filling volume being 30% of the volume of the synthetic liquid, the passing temperature being 35° C., the passing time being 5 h, and the effluent being a crude triacetoneamine product from which ammonium nitrate has been removed, with a pH value of 10-11;

[0067] (3) The crude triacetone amine product enters a distillation tower for distillation, the front fraction is recovered and reused, and after the top of the tower is sampled and qualified, the finished product is collected to obtain 33.23 g of triacetone amine product, with a yield of 91.34% and a purity of 99.1%;

[0068] (4) Resin regeneration: Ammonia water with a concentration of 25% and an amount of 4 times the volume of the resin is passed through the resin bed for 4 hours. The effluent is an ammonium nitrate-ammonia solution. After deammoniation and concentration, it is recovered and reused in synthesis. Then, water 3 times the volume of the resin is prepared at the same flow rate and flow direction. The water is passed until the pH of the effluent is about 8. The resin bed is ready for use.

[0069] Example 5

[0070] (1) Add 100 g of acetone and 3.33 g of a 60% aqueous solution of ammonium nitrate to a reaction kettle in sequence, turn on stirring, raise the temperature to 50° C., and pass 4 g of liquid ammonia into the kettle. After the ammonia is passed, control the insulation temperature at 70° C. and maintain it for 8 hours. After the reaction is completed, turn on the cooling water to lower the temperature of the reaction liquid to room temperature, turn off stirring, and obtain a triacetoneamine synthetic liquid;

[0071] (2) passing the triacetoneamine synthetic liquid through a resin bed filled with Rohm and Haas AmberLite IRA96RF weakly basic anion exchange resin, with the filling volume being 10% of the volume of the synthetic liquid, the passing temperature being 70° C., the passing time being 10 h, and the effluent being a crude triacetoneamine product from which ammonium nitrate has been removed, with a pH value of 10-11;

[0072] (3) The crude triacetone amine product enters a distillation tower for distillation, the front fraction is recovered and reused, and after the top of the tower is sampled and qualified, the finished product is collected to obtain 33.34 g of triacetone amine product, with a yield of 91.64% and a purity of 99.2%;

[0073] (4) Resin regeneration: Ammonia water with a concentration of 25% and an amount of 4 times the volume of the resin is passed through the resin bed for 4 hours. The effluent is an ammonium nitrate-ammonia solution. After deammoniation and concentration, it is recovered and reused in synthesis. Then, water 3 times the volume of the resin is prepared at the same flow rate and flow direction. The water is passed until the pH of the effluent is about 8. The resin bed is ready for use.

[0074] Comparative Example 1

[0075] (1) 100 g of acetone and 3.33 g of a 60% aqueous solution of ammonium nitrate were added to a reaction kettle in sequence, stirring was started, the temperature was raised to 50° C., 4 g of liquid ammonia was introduced into the kettle, and after the ammonia introduction was completed, the insulation temperature was controlled at 70° C. and maintained for 8 h. After the reaction was completed, cooling water was turned on to reduce the temperature of the reaction liquid to room temperature, and stirring was turned off to obtain a triacetoneamine synthetic liquid;

[0076] (2) Add 3.5 g of caustic soda to the triacetone amine synthesis solution, stir for 1 h, let stand for 2 h, separate 6.71 g of high-salt wastewater, and obtain a crude triacetone amine product with a pH value of 9-10;

[0077] (3) The crude triacetone amine product enters a distillation tower for distillation, the front fraction is recovered and reused, and after the top of the tower is sampled and qualified, the finished product is collected to obtain 32.35 g of triacetone amine product, with a yield of 88.93% and a purity of 98.3%.

[0078] Although the present invention has been described in detail above by means of general description, specific implementation methods and tests, it is obvious to those skilled in the art that some modifications or improvements may be made to the present invention. Therefore, these modifications or improvements made without departing from the spirit of the present invention all fall within the scope of protection claimed by the present invention.

Claims

1. An environmentally friendly triacetoneamine production process comprises the following steps: (1) in the presence of an aqueous ammonium nitrate solution catalyst, acetone reacts with ammonia gas or liquid ammonia to obtain a triacetoneamine synthetic liquid; (2) The triacetone amine synthesis solution passes through a weakly basic anion exchange resin, and the effluent is a crude triacetone amine product from which ammonium nitrate has been removed.

2. The production process according to claim 1, characterized in that: In step (2), the weakly basic anion exchange resin is selected from a chloride-type weakly basic anion exchange resin or a free radical-type weakly basic anion exchange resin.

3. The production process according to claim 1, characterized in that: The weakly basic anion exchange resin is an anion exchange resin containing amine functional groups, including an anion exchange resin containing tertiary amine functional groups, quaternary amine functional groups, secondary amine functional groups or polyamine groups.

4. The production process according to claim 2 or 3, characterized in that: Weakly basic anion exchange resin selected from Dow MARATHON TM WBA, Mitsubishi WA10, WA20, WA30, WA30LL, DuPont AmberLite TM HPR6700、AmberLite TM HPR7000、AmberLite TM HPR9500、AmberLite TM HPR9600、AmberLite TM HPR9700, LANXESS MP62, MonoPius MP 64, MonoPius MP 68, Rohm and Haas AmberLite IRA67, AmberLiteIRA67RF, AmberLiteIRA96, AmberLiteIRA96RF or more. Preferably, the weakly basic anion exchange resin is one or more of Mitsubishi WA30LL, LANXESS MP62, and Rohm and Haas AmberLite IRA96RF.

5. The production process according to claim 1, characterized in that: The weakly basic anion exchange resin is filled into the resin bed. Preferably, the filling volume of the weakly basic anion exchange resin is 10%-50%, preferably 25-35%, of the volume of the triacetoneamine synthesis solution.

6. The production process according to any one of claims 1 to 5, characterized in that: The temperature of the triacetoneamine synthesis solution passing through the weakly basic anion exchange resin bed is 20-80°C.

7. The production process according to any one of claims 1 to 5, characterized in that: The used weakly basic anion exchange resin can be reused after regeneration; preferably, the regeneration method comprises: respectively mixing ammonia water and purified water at 1-2 m 3 / h flow rate through the resin bed.

8. The production process according to claim 7, characterized in that: The concentration of the ammonia water used is 25% to 50%; preferably, the amount of the ammonia water used is 2-5 times the volume of the resin bed; the amount of the pure water used is 1-2 times the volume of the resin bed.

9. The production process according to claim 1, characterized in that: In step (1), the concentration of the aqueous ammonium nitrate solution is 50-70%.

10. The production process according to claim 1, characterized in that: The production process also includes: Step (3): the crude triacetoneamine is distilled through a distillation tower to obtain a triacetoneamine product; preferably, the front fraction, i.e., the light component, is recovered and reused, and a sample is taken from the top of the tower, and the finished product is collected after the sample is qualified.

Citation Information

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