CN108997141A - A kind of preparation method of 1,5- pentanediamine - Google Patents

A kind of preparation method of 1,5- pentanediamine Download PDF

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CN108997141A
CN108997141A CN201810985795.4A CN201810985795A CN108997141A CN 108997141 A CN108997141 A CN 108997141A CN 201810985795 A CN201810985795 A CN 201810985795A CN 108997141 A CN108997141 A CN 108997141A
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pentanediamine
lysine
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刘�东
闫利军
卢远峰
魏朝帅
张玉妹
高文杲
张玉新
金作宏
刘永英
李彦欣
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Hebei Mei Bang Engineering Science And Technology Limited-Liability Co
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Abstract

The present invention provides the preparation methods of one kind 1,5- pentanediamine, comprising the following steps: a, dissolves lysine salt to obtain lysine salt water solution;B, lysine decarboxylase and vitamin B6 coenzyme are added to progress lysine decarboxylic reaction in lysine salt water solution;C, molecular cut off is used to be filtered for 3000 ~ 6000 ultrafiltration membrane 1,5- pentanediamine salting liquid resulting to step b;D, selective absorption is carried out using the vitamin B6 coenzyme in macroporous absorbent resin 1,5- pentanediamine salt ultrafiltrate resulting to step c;E, the resulting 1,5- pentanediamine salting liquid dezymotized of step d is sent into two Room bipolar membrane electrodialysis devices and carries out desalination;F, by step e resulting 1,5- pentanediamine aqueous solution carries out thickening, is evaporated under reduced pressure later, light phase obtains 1,5- pentanediamine product after condensing.Preparation method of the present invention is at low cost, and environmental protection pressure is small, and product purity is high, is suitable for industrial applications.

Description

A kind of preparation method of 1,5- pentanediamine
Technical field
The present invention relates to technical field of organic chemistry, relate in particular to the preparation method of one kind 1,5- pentanediamine.
Background technique
1,5- pentanediamine (five methylene diamine) can be used for the preparation of high polymer, be used as organic synthesis intermediate, asphalt mixtures modified by epoxy resin Rouge curing agent etc., it can also be used to biological study.Wherein, synthetic nylon polymer is an important application of pentanediamine, 1,5- penta Diamines can synthetic nylon 56, full biology base nylon 510, these products can be widely applied to electronic apparatus, mechanical equipment, automotive department The multiple fields such as part.Whole world nylon polymer annual output is at 6,000,000 tons or more at present, and the consumption figure of China accounts for global nylon and produces The 30% of amount, therefore the dosage of 1,5- pentanediamine is also very big.
Currently, the primary raw material of 1,5- pentanediamine production is lysine sulphate (or lysine hydrochloride, lysine carbonic acid Salt etc.), decarboxylation is carried out to the lysine in lysine salt solution by lysine decarboxylase, 1,5- penta is generated after lysine decarboxylation Diamine salts (1,5- pentanediamine sulfate, 1,5- pentanediamine hydrochloride, 1,5- pentanediamine carbonate etc.) solution, then by adding alkali It is precipitated salt (sodium sulphate, sodium chloride, sodium carbonate etc.), then obtains 1,5- pentanediamine product after purification with the methods of extraction, distillation.This Kind of 1,5- pentanediamine production method, not only product purity and yield are relatively low, and that there are quantity of alkali consumptions is big, generate a large amount of with high salt The problems such as waste water, extraction process solvent dosage is big, and distillation process energy consumption is high, pollutes atmospheric environment, and employee working environment is poor.In mesh In the case that preceding Environmental Protection Situation is severe, this production method brings huge environmental protection pressure to enterprise, has been not suitable for the big rule of enterprise Mould production.
Patent CN102056889A discloses the manufacturing method of a kind of five methylene diamine and polyamide, will rely first The aqueous solution of propylhomoserin carbonate carries out decarboxylation and obtains five methylene diamine carbonate enzyme reaction solution, uses ultrafiltration membrane by penta 2 afterwards Macromolecule impurity removal in amine carbonate enzyme reaction solution, then five methylene diamine crude product is obtained in 180~200 DEG C of high temperature pyrolysis And carbon dioxide, it then distills five methylene diamine crude product and obtains product.This patented technology, which has been abandoned, to be added alkali process and extracted Journey avoids the generation of salt and the consumption of solvent, reduces production cost, improves employee working environment.But the technology is only fitted Make raw material production 1,5- pentanediamine, the limitation with industrialization for lysine carbonate.
Since the preparation of nylon polymer materials is high to the purity requirement of pentanediamine, develop a kind of green, ring It protects, is safe and efficient, it is highly important for can be realized the preparation method of widely applied 1, the 5- pentanediamine of industrialization.
Summary of the invention
It is an object of the invention to provide the preparation methods of one kind 1,5- pentanediamine, to solve existing method environmental protection pressure Greatly, high production cost and the relatively low problem of product purity.
The purpose of the present invention is what is be achieved through the following technical solutions: the preparation method of one kind 1,5- pentanediamine, including with Lower step:
A, lysine salt is dissolved in the water, obtains the lysine salt water solution that pH value is 6.0~7.0;
B, lysine decarboxylase and vitamin B6 coenzyme are added in the resulting lysine salt water solution of step a, 30~40 Lysine enzymatic decarboxylic reaction is carried out under the conditions of DEG C, obtains 1,5- pentanediamine salting liquid, and acid solution dimension is added during the reaction Holding pH value is 6.0~7.0;
C, molecular cut off is used to be filtered for 3000 ~ 6000 ultrafiltration membrane, 1,5- pentanediamine salting liquid resulting to step b, Obtain 1,5- pentanediamine salt ultrafiltrate and the lysine decarboxylase solution containing vitamin B6 coenzyme, the lysine decarboxylation isolated It is recycled after enzyme solutions processing;
D, it is selected using the vitamin B6 coenzyme in macroporous absorbent resin 1,5- pentanediamine salt ultrafiltrate resulting to step c Property absorption, 1 dezymotized, 5- pentanediamine salting liquid;
E, by resulting 1 dezymotized step d, 5- pentanediamine salting liquid is sent into two Room bipolar membrane electrodialysis devices, close in electric current Degree is 30~60mA/cm2, voltage be 20~100V, temperature carries out desalination under conditions of being 20~30 DEG C, obtaining mass concentration is 20%~30% 1,5- pentanediamine aqueous solution and concentration is the acid solution of 5~50g/L, and the acid solution recycling is for adjusting enzymatic The desorption of the pH and macroporous absorbent resin of decarboxylic reaction;
F, by the resulting mass concentration of step e be 20%~30% 1,5- pentanediamine aqueous solution under the conditions of normal pressure, 95~105 DEG C Thickening is carried out, is evaporated under reduced pressure under the conditions of 110~130 DEG C later, light phase produces after condensing up to 1,5- pentanediamine Product.
In step a, the lysine salt is lysine hydrochloride, lysine nitrate, lysine sulphate, lysine carbon One of hydrochlorate or lysine acetate.
In step b, the lysine decarboxylase dosage is the 1%~6% of lysine salt quality, and vitamin B6 coenzyme dosage is The conversion ratio of the 2 ‰ of lysine salt quality~8 ‰, lysine is greater than 99.9%.
In step b, the vitamin B6 coenzyme is one of pyridoxamine, pyridoxol, pyridoxal, phosphopyridoxal pyridoxal phosphate or two The combination of kind.
In step d, the macroporous absorbent resin is one of LX-3020, LXT-021, LXT-053 or LXT-095, greatly The volume of macroporous adsorbent resin is the 20%~33% of 1,5- pentanediamine salt ultrafiltrate volume, and charging rate is 1~3BV, feeding temperature It is 20~25 DEG C.
In step d, the macroporous absorbent resin after adsorption saturation is desorbed, the vitamin B6 coenzyme desorbed is through locating It is recycled after reason.
In step d, the macroporous absorbent resin desorption is filled using 25~32 DEG C of water or by two Room bipolar membrane electrodialysis The pH set is adjusted to 4.0~6.0 acid solution.
In step e, two Room bipolar membrane electrodialysis device is constituted using electrode and the membrane stack between electrode, The membrane stack is alternately made of several Bipolar Membranes, anion-exchange membrane, and the Bipolar Membrane is prepared by single membrane method or bi-membrane method Bipolar Membrane, band intermediate catalyst layer, the anion-exchange membrane are heterogeneous membrane, homogeneous membrane or half homogeneous membrane;Anode plate with it is adjacent The cathode side of Bipolar Membrane constitutes anode chamber, and the anode-side of cathode plate and adjacent bipolar film constitutes cathode chamber, anion-exchange membrane with The anode-side of Bipolar Membrane constitutes acid compartment, cathode side composition salt/alkaline chamber of anion-exchange membrane and Bipolar Membrane.
In step e, when two Room bipolar membrane electrodialysis device desalinations, sodium sulphate electrolyte is pumped into cathode chamber and anode chamber, 1, the 5- pentanediamine salting liquid dezymotized is pumped into salt/alkaline chamber, deionized water is pumped into acid compartment.
What the present invention obtained has the beneficial effect that:
(1) present invention is using the salt ion in two Room bipolar membrane electrodialysis desalination technologies removal 1,5- pentanediamine salting liquid, and existing There is technique to compare, without adding alkali to remove salt ion, reduces cost of material, and generate without abraum salt, high-salt wastewater, avoid simultaneously The use of solvent, improves employee working environment, reduces environmental protection pressure.
(2) acid solution generated in bipolar membrane electrodialysis desalination of the present invention, purity is very high, can direct reuse in lysine salt The desorption of the adjusting of pH and macroporous absorbent resin during decarboxylic reaction, realizes distributing rationally for resource.
(3) preparation process overall yield of the present invention high (total recovery > 92%), operating cost is low, operation is easy.
(4) present invention uses two Room bipolar membrane electrodialysis desalination technologies of specific process conditions, and cooperates other removal of impurities behaviour Make, 1, the 5- pentanediamine product purity of preparation is greater than 99.5%, and compared with traditional handicraft, purity is significantly improved, and can meet nylon Purity requirement in polymer material preparation to pentanediamine.
Detailed description of the invention
Fig. 1 is process flow chart of the invention.
Specific embodiment
Below with specific embodiment the present invention is described in detail.
Embodiment 1
A, 250g lysine hydrochloride is dissolved in the water, obtains the lysine hydrochloric acid saline solution that pH value is 6.6;
B, lysine decarboxylase and phosphopyridoxal pyridoxal phosphate are added in the resulting lysine hydrochloric acid saline solution of step a, at 32 DEG C Under the conditions of carry out lysine enzymatic decarboxylic reaction, obtain 1,5- pentanediamine HCI solution, during the reaction be added hydrochloric acid it is molten It is 6.6 that liquid, which maintains pH value,;
Wherein, lysine decarboxylase dosage is the 3% of lysine salt quality, and vitamin B6 coenzyme dosage is lysine salt quality 6.5 ‰, the conversion ratio of lysine is 99.96%.
C, molecular cut off is used to carry out for 5000 ultrafiltration membrane 1,5- pentanediamine HCI solution resulting to step b Filter, obtains 1,5- pentanediamine hydrochloride ultrafiltrate and the lysine decarboxylase solution containing phosphopyridoxal pyridoxal phosphate, the bad ammonia isolated It is recycled after the processing of acid decarboxylase solution;
D, using the phosphoric acid pyrrole in LX-3020 type macroporous absorbent resin 1,5- pentanediamine hydrochloride ultrafiltrate resulting to step c Aldehyde of trembling carries out selective absorption, 1, the 5- pentanediamine HCI solution dezymotized, by the macroporous absorbent resin after adsorption saturation It is desorbed, the phosphopyridoxal pyridoxal phosphate desorbed recycles after processing;
Wherein, the volume of macroporous absorbent resin is 25%, charging rate 2BV of 1,5- pentanediamine salt ultrafiltrate volume, charging temperature Degree is 25 DEG C;Macroporous absorbent resin desorption uses 27 DEG C of water or is adjusted to by the pH that two Room bipolar membrane electrodialysis devices obtain 5.0 hydrochloric acid solution;
E, by resulting 1 dezymotized step d, 5- pentanediamine HCI solution is sent into two Room bipolar membrane electrodialysis devices, in electricity Current density is 35mA/cm2, voltage 40V, temperature carry out desalination under conditions of being 25 DEG C, obtain 1,5- that mass concentration is 25% The hydrochloric acid solution that pentanediamine aqueous solution and concentration are 15g/L, the hydrochloric acid solution recycling is for adjusting the pH of enzymatic decarboxylation reaction With the desorption of macroporous absorbent resin;
Wherein, two Room bipolar membrane electrodialysis device is constituted using electrode and the membrane stack between electrode, the film Heap is alternately made of several Bipolar Membranes, anion-exchange membrane, and the Bipolar Membrane is the Bipolar Membrane of single membrane method preparation, and band centre is urged Change layer, the anion-exchange membrane is homogeneous membrane;The cathode side of anode plate and adjacent bipolar film constitutes anode chamber, cathode plate and phase The anode-side of adjacent Bipolar Membrane constitutes cathode chamber, the anode-side composition acid compartment of anion-exchange membrane and Bipolar Membrane, anion-exchange membrane Salt/alkaline chamber is constituted with the cathode side of Bipolar Membrane;
When two Room bipolar membrane electrodialysis device desalinations, sodium sulphate electrolyte is pumped into cathode chamber and anode chamber, 1,5- will dezymotized Pentanediamine HCI solution is pumped into salt/alkaline chamber, and deionized water is pumped into acid compartment;
F, the 1,5- pentanediamine aqueous solution that the resulting mass concentration of step e is 25% is concentrated under the conditions of normal pressure, 100 DEG C Dehydration, is evaporated under reduced pressure under the conditions of 115 DEG C later, and light phase obtains 1,5- that 185.61g purity is 99.67% after condensing Pentanediamine product, product yield 92.8%.
Embodiment 2
A, 340g lysine sulphate is dissolved in the water, obtains the lysine sulphate aqueous solution that pH value is 6.1;
B, lysine decarboxylase and pyridoxal are added in the resulting lysine sulphate aqueous solution of step a, in 36 DEG C of conditions Lower progress lysine enzymatic decarboxylic reaction, obtains 1,5- pentanediamine sulfate liquor, and sulfuric acid solution dimension is added during the reaction Holding pH value is 6.1;
Wherein, lysine decarboxylase dosage is the 4% of lysine sulphate quality, and pyridoxal dosage is lysine sulphate quality 5 ‰, the conversion ratio of lysine is 99.91%.
C, molecular cut off is used to carry out for 6000 ultrafiltration membrane 1,5- pentanediamine sulfate liquor resulting to step b Filter, obtains 1,5- pentanediamine sulfate ultrafiltrate and the lysine decarboxylase solution containing pyridoxal, and the lysine isolated is de- It is recycled after the processing of carboxylic acid solution;
D, using the pyridoxal in LXT-021 type macroporous absorbent resin 1,5- pentanediamine sulfate ultrafiltrate resulting to step c Selective absorption is carried out, 1, the 5- pentanediamine sulfate liquor dezymotized carries out the macroporous absorbent resin after adsorption saturation Desorption, the pyridoxal desorbed recycle after processing;
Wherein, the volume of macroporous absorbent resin is 30%, charging rate 3BV of 1,5- pentanediamine sulfate ultrafiltrate volume, into Material temperature degree is 22 DEG C;The pH tune that macroporous absorbent resin desorption uses 28 DEG C of water or obtained by two Room bipolar membrane electrodialysis devices To 5.5 sulfuric acid solution;
E, by resulting 1 dezymotized step d, 5- pentanediamine sulfate liquor is sent into two Room bipolar membrane electrodialysis devices, in electricity Current density is 45mA/cm2, voltage 30V, temperature carry out desalination under conditions of being 30 DEG C, obtain 1,5- that mass concentration is 30% The sulfuric acid solution that pentanediamine aqueous solution and concentration are 25g/L, the sulfuric acid solution recycling is for adjusting the pH of enzymatic decarboxylation reaction With the desorption of macroporous absorbent resin;
Wherein, two Room bipolar membrane electrodialysis device is constituted using electrode and the membrane stack between electrode, the film Heap is alternately made of several Bipolar Membranes, anion-exchange membrane, and the Bipolar Membrane is the Bipolar Membrane of bi-membrane method preparation, and band centre is urged Change layer, the anion-exchange membrane is heterogeneous membrane;The cathode side of anode plate and adjacent bipolar film constitutes anode chamber, cathode plate and phase The anode-side of adjacent Bipolar Membrane constitutes cathode chamber, the anode-side composition acid compartment of anion-exchange membrane and Bipolar Membrane, anion-exchange membrane Salt/alkaline chamber is constituted with the cathode side of Bipolar Membrane;
When two Room bipolar membrane electrodialysis device desalinations, sodium sulphate electrolyte is pumped into cathode chamber and anode chamber, 1,5- will dezymotized Pentanediamine sulfate liquor is pumped into salt/alkaline chamber, and deionized water is pumped into acid compartment;
F, the 1,5- pentanediamine aqueous solution that the resulting mass concentration of step e is 30% is concentrated under the conditions of normal pressure, 105 DEG C Dehydration, is evaporated under reduced pressure under the conditions of 120 DEG C later, and light phase obtains 1 that 189.48g purity is 99.58% after condensing, 5- pentanediamine product, product yield 93.2%.
Embodiment 3~4, comparative example 1~2
Change the current density and temperature (being specifically shown in Table 1) of two Room bipolar membrane electrodialysis devices, other conditions are the same as embodiment 1, examination Test that the results are shown in Table 1.
Table 1:
As shown in Table 1, the present invention significantly improves product purity using the bipolar membrane electrodialysis desalination technology of specified conditions, at this Under the conditions of invention current density and temperature, can guarantee products obtained therefrom purity with higher (> 99.5%) and yield (> 99.2%) current density and temperature range, limited beyond the present invention, product purity and yield are substantially reduced.
Comparative example 1:
A, 250g lysine hydrochloride is dissolved in the water, obtains the lysine hydrochloric acid saline solution that pH value is 6.6;
B, lysine decarboxylase and phosphopyridoxal pyridoxal phosphate are added in the resulting lysine hydrochloric acid saline solution of step a, at 32 DEG C Under the conditions of carry out lysine enzymatic decarboxylic reaction, obtain 1,5- pentanediamine HCI solution, during the reaction be added hydrochloric acid it is molten It is 6.6 that liquid, which maintains pH value,;
Wherein, lysine decarboxylase dosage is the 3% of lysine salt quality, and vitamin B6 coenzyme dosage is lysine salt quality 6.5 ‰, the conversion ratio of lysine is 99.93%.
C, molecular cut off is used to carry out for 5000 ultrafiltration membrane 1,5- pentanediamine HCI solution resulting to step b Filter, obtains 1,5- pentanediamine hydrochloride ultrafiltrate and the lysine decarboxylase solution containing phosphopyridoxal pyridoxal phosphate, the bad ammonia isolated It is recycled after the processing of acid decarboxylase solution;
D, using the phosphoric acid pyrrole in LX-3020 type macroporous absorbent resin 1,5- pentanediamine hydrochloride ultrafiltrate resulting to step c Aldehyde of trembling carries out selective absorption, 1, the 5- pentanediamine HCI solution dezymotized, by the macroporous absorbent resin after adsorption saturation It is desorbed, the phosphopyridoxal pyridoxal phosphate desorbed recycles after processing;
Wherein, the volume of macroporous absorbent resin is 25%, charging rate 2BV of 1,5- pentanediamine salt ultrafiltrate volume, charging temperature Degree is 25 DEG C;Macroporous absorbent resin desorption uses 27 DEG C of water or is adjusted to by the pH that two Room bipolar membrane electrodialysis devices obtain 5.0 hydrochloric acid solution;
E, into the resulting 1,5- pentanediamine HCI solution dezymotized of step d be added alkaline matter to be formed containing free state 1, The solution system of 5- pentanediamine, adding reaction temperature after alkali is 70 DEG C;
Wherein, the alkaline matter includes one of solid calcium hydroxide, magnesium hydroxide, calcium oxide, magnesia or a variety of;
F, step e being contained into free state 1, the solution system of 5- pentanediamine carries out thickening under the conditions of normal pressure, 100 DEG C, it It is evaporated under reduced pressure under the conditions of 115 DEG C afterwards, light phase obtains 1, the 5- pentanediamine that 171.76g purity is 90.5% after condensing and produces Product, heavy phase are high-salt wastewater, 1,5- pentanediamine product yield 85.9%.
Existing plus pure alkali carries preparation 1, the method for 5- pentanediamine, product purity and yield are substantially less than the present invention Technique.Compared to existing plus pure alkali carries preparation method, the present invention is generated without adding alkali, and without high-salt wastewater, cost of material drop Low 30%, environmentally friendly cost reduces by 80%.

Claims (9)

1. one kind 1, the preparation method of 5- pentanediamine, characterized in that the following steps are included:
A, lysine salt is dissolved in the water, obtains the lysine salt water solution that pH value is 6.0~7.0;
B, lysine decarboxylase and vitamin B6 coenzyme are added in the resulting lysine salt water solution of step a, 30~40 Lysine enzymatic decarboxylic reaction is carried out under the conditions of DEG C, obtains 1,5- pentanediamine salting liquid, and acid solution dimension is added during the reaction Holding pH value is 6.0~7.0;
C, molecular cut off is used to be filtered for 3000 ~ 6000 ultrafiltration membrane, 1,5- pentanediamine salting liquid resulting to step b, Obtain 1,5- pentanediamine salt ultrafiltrate and the lysine decarboxylase solution containing vitamin B6 coenzyme, the lysine decarboxylation isolated It is recycled after enzyme solutions processing;
D, it is selected using the vitamin B6 coenzyme in macroporous absorbent resin 1,5- pentanediamine salt ultrafiltrate resulting to step c Property absorption, 1 dezymotized, 5- pentanediamine salting liquid;
E, by resulting 1 dezymotized step d, 5- pentanediamine salting liquid is sent into two Room bipolar membrane electrodialysis devices, close in electric current Degree is 30~60mA/cm2, voltage be 20~100V, temperature carries out desalination under conditions of being 20~30 DEG C, obtaining mass concentration is 20%~30% 1,5- pentanediamine aqueous solution and concentration is the acid solution of 5~50g/L, and the acid solution recycling is for adjusting enzymatic The desorption of the pH and macroporous absorbent resin of decarboxylic reaction;
F, by the resulting mass concentration of step e be 20%~30% 1,5- pentanediamine aqueous solution under the conditions of normal pressure, 95~105 DEG C Thickening is carried out, is evaporated under reduced pressure under the conditions of 110~130 DEG C later, light phase produces after condensing up to 1,5- pentanediamine Product.
2. the preparation method of 1,5- pentanediamine according to claim 1, characterized in that in step a, the lysine salt is One of lysine hydrochloride, lysine nitrate, lysine sulphate, lysine carbonate or lysine acetate.
3. the preparation method of 1,5- pentanediamine according to claim 1, characterized in that in step b, the lysine decarboxylation Enzyme dosage is the 1%~6% of lysine salt quality, and vitamin B6 coenzyme dosage is 2 ‰~the 8 ‰ of lysine salt quality, lysine Conversion ratio be greater than 99.9%.
4. the preparation method of 1,5- pentanediamine according to claim 1, characterized in that in step b, the vitamin B6 is auxiliary Enzyme is the combination of one or both of pyridoxamine, pyridoxol, pyridoxal, phosphopyridoxal pyridoxal phosphate.
5. the preparation method of 1,5- pentanediamine according to claim 1, characterized in that in step d, the macroporous absorption tree Rouge is one of LX-3020, LXT-021, LXT-053 or LXT-095, and the volume of macroporous absorbent resin is 1,5- pentanediamine salt The 20%~33% of ultrafiltrate volume, charging rate are 1~3BV, and feeding temperature is 20~25 DEG C.
6. the preparation method of 1,5- pentanediamine according to claim 1, characterized in that in step d, after adsorption saturation Macroporous absorbent resin is desorbed, and the vitamin B6 coenzyme desorbed recycles after processing.
7. the preparation method of 1,5- pentanediamine according to claim 1, characterized in that in step d, the macroporous absorption tree Steatolysis inhales the water using 25~32 DEG C or is adjusted to 4.0~6.0 acid solution by the pH that two Room bipolar membrane electrodialysis devices obtain.
8. the preparation method of 1,5- pentanediamine according to claim 1, characterized in that in step e, two Room Bipolar Membrane Electrodialysis plant is constituted using electrode and the membrane stack between electrode, and the membrane stack is by several Bipolar Membranes, anion Exchange membrane alternately forms, and the Bipolar Membrane is single membrane method or Bipolar Membrane prepared by bi-membrane method, band intermediate catalyst layer, the anion Exchange membrane is heterogeneous membrane, homogeneous membrane or half homogeneous membrane;The cathode side of anode plate and adjacent bipolar film constitutes anode chamber, cathode plate Cathode chamber, the anode-side composition acid compartment of anion-exchange membrane and Bipolar Membrane are constituted with the anode-side of adjacent bipolar film, anion is handed over The cathode side for changing film and Bipolar Membrane constitutes salt/alkaline chamber.
9. the preparation method of 1,5- pentanediamine according to claim 8, characterized in that in step e, two Room Bipolar Membrane electric osmoses When analysis apparatus desalination, sodium sulphate electrolyte is pumped into cathode chamber and anode chamber, by 1, the 5- pentanediamine salting liquid dezymotized be pumped into salt/ Alkaline chamber, deionized water are pumped into acid compartment.
CN201810985795.4A 2018-08-28 2018-08-28 Preparation method of 1, 5-pentanediamine Active CN108997141B (en)

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CN110143882A (en) * 2019-06-25 2019-08-20 郑州中科新兴产业技术研究院 The method and separating and extracting process of L-lysine chemical decarboxylation production 1,5- pentanediamine
CN111362982A (en) * 2020-04-07 2020-07-03 河北美邦工程科技股份有限公司 Refining method of pyridoxal phosphate
CN111592454A (en) * 2019-02-21 2020-08-28 上海凯赛生物技术股份有限公司 Method for producing diamine salt, diamine salt solution, diamine salt and polymer
CN111939761A (en) * 2020-07-20 2020-11-17 青岛鼎海电化学科技有限公司 Application of bipolar membrane electrodialysis technology in N-alkylation reaction
CN112695048A (en) * 2020-06-19 2021-04-23 宁波酶赛生物工程有限公司 Method for synthesizing 1, 5-pentanediamine by L-lysine decarboxylase and enzyme method
CN114057582A (en) * 2021-11-16 2022-02-18 南京工业大学 Method for continuously separating and purifying pentanediamine hydrochloride crystals
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