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CN113185441A - Purification method for reducing chroma of N-methyl pyrrolidone - Google Patents

Purification method for reducing chroma of N-methyl pyrrolidone Download PDF

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Publication number
CN113185441A
CN113185441A CN202110452589.9A CN202110452589A CN113185441A CN 113185441 A CN113185441 A CN 113185441A CN 202110452589 A CN202110452589 A CN 202110452589A CN 113185441 A CN113185441 A CN 113185441A
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CN
China
Prior art keywords
methyl pyrrolidone
crude product
methylpyrrolidone
reducing
chroma
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
CN202110452589.9A
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Chinese (zh)
Inventor
周浩杰
马潇
李庆伟
陈情丽
顾大公
毛智彪
许从应
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Ningbo Nata Opto Electronic Material Co Ltd
Original Assignee
Ningbo Nata Opto Electronic Material Co Ltd
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Publication date
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Priority to CN202110452589.9A priority Critical patent/CN113185441A/en
Publication of CN113185441A publication Critical patent/CN113185441A/en
Pending legal-status Critical Current

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/24Oxygen or sulfur atoms
    • C07D207/262-Pyrrolidones
    • C07D207/2632-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms
    • C07D207/2672-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to the ring nitrogen atom

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyrrole Compounds (AREA)

Abstract

The embodiment of the invention discloses a purification method for reducing the chroma of N-methyl pyrrolidone, which comprises the following steps: introducing the N-methyl pyrrolidone crude product into a primary reaction kettle, and adding activated carbon for adsorption treatment to obtain an adsorbed crude product; removing the active carbon in the crude product after the adsorption treatment, and then putting the crude product into a rectifying tower for rectifying to obtain rectified N-methyl pyrrolidone; and filtering the rectified N-methyl pyrrolidone to obtain purified N-methyl pyrrolidone. In the process of purifying the N-methyl pyrrolidone crude product by the method, the N-methyl pyrrolidone crude product is adsorbed by activated carbon, and the N-methyl pyrrolidone after adsorption treatment is rectified and filtered, so that the chroma of the purified N-methyl pyrrolidone is lower than 2, the purity of the N-methyl pyrrolidone is ensured, and the requirement of a photoetching process is greatly met.

Description

Purification method for reducing chroma of N-methyl pyrrolidone
Technical Field
The invention relates to the technical field of chemical industry, in particular to a refining method for reducing the chroma of N-methyl pyrrolidone.
Background
N-methylpyrrolidinone (also called 1-methyl 2-pyrrolidone), NMP for short, is a polar aprotic solvent, and has the advantages of high boiling point, strong polarity, low viscosity, strong dissolving capacity, no corrosion, low toxicity, strong biodegradation capacity, low volatility, good chemical stability and good thermal stability. The N-methyl pyrrolidone is mainly applied to the industries of petrochemical industry, plastic industry, medicine, pesticide, dye, lithium ion battery manufacturing industry and the like, and is also applied to the aspects of photoresist remover, production of other electronic products, cleaning agent and the like. In the prior art, how to reduce the chroma of the N-methylpyrrolidone is not considered in the process of improving the quality of the N-methylpyrrolidone, for example, in patents CN201010602514 and CN201710287359, only cost investment, dangerousness and the like when the quality of the N-methylpyrrolidone is improved are considered, the chroma of the N-methylpyrrolidone is not considered, and the chroma of the N-methylpyrrolidone is lower than 2 when the N-methylpyrrolidone is used for a photoresist remover, so that the quality of photoetching is greatly reduced.
Disclosure of Invention
The embodiment of the invention provides a purification method for reducing the chroma of N-methyl pyrrolidone, and aims to solve the problem that the chroma of N-methyl pyrrolidone cannot be reduced when N-methyl pyrrolidone is used for a photoresist remover in the prior art.
The embodiment of the invention provides a refining method for reducing the chroma of N-methyl pyrrolidone, which comprises the following steps:
s1, introducing the N-methyl pyrrolidone crude product into a primary reaction kettle, and adding activated carbon for adsorption treatment to obtain an adsorbed crude product;
s2, removing the activated carbon in the crude product after adsorption treatment, and then putting the crude product into a rectifying tower for rectification to obtain rectified N-methylpyrrolidone;
s3, filtering the rectified N-methyl pyrrolidone to obtain purified N-methyl pyrrolidone.
Preferably, in the purification method for reducing the chroma of the N-methyl pyrrolidone, the mass of the activated carbon is 1-5% of the mass of the crude product of the N-methyl pyrrolidone.
Preferably, in the purification method for reducing the chroma of N-methylpyrrolidone, the adsorption treatment with activated carbon is performed, and the method comprises the following steps: adding activated carbon, and stirring at 20-60 deg.C for 20-100min to complete the adsorption treatment.
Preferably, in the purification method for reducing the chroma of N-methylpyrrolidone, the rectification is vacuum rectification.
Preferably, in the purification method for reducing the chromaticity of N-methylpyrrolidone, the bottom temperature in the rectifying tower is 100-120 ℃, the top temperature is 96-108 ℃, the temperature of condensed water is 0-5 ℃, and the reflux ratio is (10-50): 1. the absolute pressure at the bottom of the kettle is 800-5000 Pa.
Preferably, in the purification method for reducing the chromaticity of N-methylpyrrolidone, the rectification tower is made of quartz, and a valve in the rectification tower is made of PFA, PTFE or PVDF.
Preferably, in the purification method for reducing the chroma of N-methylpyrrolidone, the rectified N-methylpyrrolidone is filtered by a filter with a pore size of 1-10 microns.
Preferably, in the purification method for reducing the chromaticity of N-methylpyrrolidone, the housing of the filter is made of PVDF, PTFE, PFA, or PP.
Preferably, in the purification method for reducing the chromaticity of N-methylpyrrolidone, step S1, step S2, and step S3 are all under the condition of protective gas.
Preferably, in the purification method for reducing the chroma of the N-methyl pyrrolidone, the protective gas is nitrogen, and the purity of the nitrogen is higher than 99.9999%.
Compared with the prior art, the embodiment of the invention provides a purification method for reducing the chroma of N-methyl pyrrolidone, which comprises the following steps: introducing the N-methyl pyrrolidone crude product into a primary reaction kettle, and adding activated carbon for adsorption treatment to obtain an adsorbed crude product; removing the active carbon in the crude product after the adsorption treatment, and then putting the crude product into a rectifying tower for rectifying to obtain rectified N-methyl pyrrolidone; and filtering the rectified N-methyl pyrrolidone to obtain purified N-methyl pyrrolidone. In the process of purifying the N-methyl pyrrolidone crude product by the method, the N-methyl pyrrolidone crude product is adsorbed by activated carbon, and the N-methyl pyrrolidone after adsorption treatment is rectified and filtered, so that the chroma of the purified N-methyl pyrrolidone is lower than 2, the purity of the N-methyl pyrrolidone is ensured, and the requirement of a photoetching process is greatly met.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the embodiments of the present invention, and it is obvious that the described embodiments are some, but not all, embodiments of the present invention. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
It will be understood that the terms "comprises" and/or "comprising," when used in this specification and the appended claims, specify the presence of stated features, integers, steps, operations, elements, and/or components, but do not preclude the presence or addition of one or more other features, integers, steps, operations, elements, components, and/or groups thereof.
It is also to be understood that the terminology used in the description of the invention herein is for the purpose of describing particular embodiments only and is not intended to be limiting of the invention. As used in the specification of the present invention and the appended claims, the singular forms "a," "an," and "the" are intended to include the plural forms as well, unless the context clearly indicates otherwise.
It should be further understood that the term "and/or" as used in this specification and the appended claims refers to and includes any and all possible combinations of one or more of the associated listed items.
The invention provides a purification method for reducing the chroma of N-methyl pyrrolidone, wherein the method comprises the following steps: introducing the N-methyl pyrrolidone crude product into a primary reaction kettle, and adding activated carbon for adsorption treatment to obtain an adsorbed crude product; removing the active carbon in the crude product after the adsorption treatment, and then putting the crude product into a rectifying tower for rectifying to obtain rectified N-methyl pyrrolidone; and filtering the rectified N-methyl pyrrolidone to obtain purified N-methyl pyrrolidone.
Wherein the N-methyl pyrrolidone crude product is prepared by thermal condensation reaction of gamma-butyrolactone and methylamine (40%) in a molar ratio of (1: 1.1-1.2), concentration and reduced pressure distillation, and the purity of the N-methyl pyrrolidone crude product is more than 99%.
In the embodiment of the invention, in the process of purifying the N-methyl pyrrolidone crude product, all operation processes are operated under the condition of protective gas, wherein the protective gas is nitrogen, the purity of the nitrogen is higher than 99.9999%, the mass of the activated carbon is 1-5% of the mass of the N-methyl pyrrolidone crude product, meanwhile, the crude product after adsorption treatment is rectified in a rectifying tower in a reduced pressure rectification mode, and then is filtered, so that the purification of the N-methyl pyrrolidone is completed, wherein the bottom temperature in the rectifying tower is 120-: 1. the absolute pressure at the bottom of the kettle is 800-5000 Pa; the rectification tower is made of quartz, a valve in the rectification tower is made of PFA (Poly fluoro alkoxy) material, PTFE (Polytetrafluoroethylene) material or PVDF (polyvinylidene fluoride), the activated carbon needs to be dried before adsorbing the N-methyl pyrrolidone crude product, and the activated carbon is stirred for 20-100min at the temperature of 20-60 ℃ to adsorb the N-methyl pyrrolidone crude product. In addition, when the N-methyl pyrrolidone is filtered after the rectification is finished, a filter with the aperture of 1-10 microns is adopted for filtering, and a filter with the aperture of 1-10 microns is adopted for filtering.
The chroma of N-methyl pyrrolidone purified in the following specific examples is below 2.
Example 1
S1, introducing the N-methyl pyrrolidone crude product into a primary reaction kettle, adding activated carbon, and stirring at 60 ℃ for 60min to complete the adsorption treatment, thereby obtaining an adsorption treated crude product; wherein the mass of the activated carbon is 1 percent of that of the crude product of the N-methyl pyrrolidone,
s2, removing the activated carbon in the crude product after adsorption treatment, and then putting the crude product into a rectifying tower for rectification to obtain rectified N-methylpyrrolidone; wherein the bottom temperature of the rectifying tower is 120 ℃, the top temperature of the rectifying tower is 108 ℃, the temperature of condensed water is 0 ℃, and the reflux ratio is 10: 1. the absolute pressure of the kettle bottom is 5000 Pa;
s3, filtering the rectified N-methyl pyrrolidone by using a filter with the pore size of 5 microns to obtain the purified N-methyl pyrrolidone.
Example 2
S1, introducing the N-methyl pyrrolidone crude product into a primary reaction kettle, adding activated carbon, and stirring at 40 ℃ for 40min to complete the adsorption treatment, thereby obtaining an adsorption treated crude product; wherein the mass of the activated carbon is 4 percent of that of the crude product of the N-methyl pyrrolidone,
s2, removing the activated carbon in the crude product after adsorption treatment, and then putting the crude product into a rectifying tower for rectification to obtain rectified N-methylpyrrolidone; wherein the bottom temperature of the rectifying tower is 100 ℃, the top temperature of the rectifying tower is 98 ℃, the temperature of the condensate water is 0 ℃, and the reflux ratio is 20: 1. the absolute pressure of the kettle bottom is 4000 Pa;
s3, filtering the rectified N-methyl pyrrolidone by using a filter with the pore diameter of 3 microns to obtain purified N-methyl pyrrolidone.
Example 3
S1, introducing the N-methyl pyrrolidone crude product into a primary reaction kettle, adding activated carbon, and stirring for 80min at 50 ℃ to complete the adsorption treatment, thereby obtaining an adsorption treated crude product; wherein the mass of the activated carbon is 2 percent of that of the crude product of the N-methyl pyrrolidone,
s2, removing the activated carbon in the crude product after adsorption treatment, and then putting the crude product into a rectifying tower for rectification to obtain rectified N-methylpyrrolidone; wherein the bottom temperature of the rectifying tower is 110 ℃, the top temperature of the rectifying tower is 103 ℃, the temperature of the condensate water is 0 ℃, and the reflux ratio is 30: 1, the absolute pressure of the kettle bottom is 4500 Pa;
s3, filtering the rectified N-methyl pyrrolidone by using a filter with the pore diameter of 8 microns to obtain purified N-methyl pyrrolidone.
While the invention has been described with reference to specific embodiments, the invention is not limited thereto, and various equivalent modifications and substitutions can be easily made by those skilled in the art within the technical scope of the invention. Therefore, the protection scope of the present invention shall be subject to the protection scope of the claims.

Claims (10)

1. A purification process for reducing the color of N-methyl pyrrolidone comprising the steps of:
s1, introducing the N-methyl pyrrolidone crude product into a primary reaction kettle, and adding activated carbon for adsorption treatment to obtain an adsorbed crude product;
s2, removing the activated carbon in the crude product after adsorption treatment, and then putting the crude product into a rectifying tower for rectification to obtain rectified N-methylpyrrolidone;
s3, filtering the rectified N-methyl pyrrolidone to obtain purified N-methyl pyrrolidone.
2. A purification process for reducing the colour of N-methylpyrrolidone, according to claim 1, characterized in that the mass of activated carbon is 1-5% of the mass of the crude product of N-methylpyrrolidone.
3. A purification process for reducing the chroma of N-methylpyrrolidone, according to claim 1, characterized in that said addition of activated carbon for the adsorption treatment comprises:
adding activated carbon, and stirring at 20-60 deg.C for 20-100min to complete the adsorption treatment.
4. A purification process for reducing the chroma of N-methylpyrrolidone, according to claim 1, characterized in that the rectification is a vacuum rectification.
5. A purification method for reducing the chroma of N-methylpyrrolidone, as claimed in claim 4, wherein the bottom temperature of the rectification column is 100-120 ℃, the top temperature of the rectification column is 96-108 ℃, the temperature of the condensed water is 0-5 ℃, and the reflux ratio is (10-50): 1. the absolute pressure at the bottom of the kettle is 800-5000 Pa.
6. The purification method for reducing the chromaticity of N-methylpyrrolidone according to claim 5, wherein the distillation column is made of quartz, and the valve in the distillation column is made of PFA, PTFE or PVDF.
7. A purification process for reducing the chroma of N-methylpyrrolidone, according to claim 1, characterized in that the rectified N-methylpyrrolidone is filtered with a filter having a pore size of 1-10 microns.
8. The purification method for reducing the chroma of N-methylpyrrolidone, according to claim 7, wherein the filter housing is made of PVDF, PTFE, PFA or PP.
9. The purification method for reducing the chroma of N-methylpyrrolidone according to claim 1, wherein steps S1, S2 and S3 are under the condition of protective gas.
10. A purification process according to claim 9, wherein the shielding gas is nitrogen and the purity of the nitrogen is higher than 99.9999%.
CN202110452589.9A 2021-04-26 2021-04-26 Purification method for reducing chroma of N-methyl pyrrolidone Pending CN113185441A (en)

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Citations (8)

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CN101696182A (en) * 2009-09-10 2010-04-21 北京益利精细化学品有限公司 Purifying method of N-methylpyrrolidone
CN102224137A (en) * 2008-11-24 2011-10-19 巴斯夫欧洲公司 Process for preparing an n-alkyllactam with improved color quality
CN102399179A (en) * 2010-09-17 2012-04-04 上海化学试剂研究所 The production method of ultrapure N-methylpyrrolidone
CN204689921U (en) * 2015-04-29 2015-10-07 东莞市致格电池科技有限公司 A kind of N-Methyl pyrrolidone purification devices
CN108299266A (en) * 2018-01-30 2018-07-20 宁波大学 The preparation method of high purity N-methyl pyrrolidone
CN111100055A (en) * 2018-10-25 2020-05-05 中国石油化工股份有限公司 Extraction-rectification recovery method of N-methyl pyrrolidone in waste solvent
CN111892525A (en) * 2020-05-08 2020-11-06 迈奇化学股份有限公司 N-methyl pyrrolidone for liquid crystal panel and production process thereof
CN111978233A (en) * 2020-09-15 2020-11-24 安徽英特力工业工程技术有限公司 Device for improving purity of NMP crude product after methylamine removal

Patent Citations (8)

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CN102224137A (en) * 2008-11-24 2011-10-19 巴斯夫欧洲公司 Process for preparing an n-alkyllactam with improved color quality
CN101696182A (en) * 2009-09-10 2010-04-21 北京益利精细化学品有限公司 Purifying method of N-methylpyrrolidone
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CN204689921U (en) * 2015-04-29 2015-10-07 东莞市致格电池科技有限公司 A kind of N-Methyl pyrrolidone purification devices
CN108299266A (en) * 2018-01-30 2018-07-20 宁波大学 The preparation method of high purity N-methyl pyrrolidone
CN111100055A (en) * 2018-10-25 2020-05-05 中国石油化工股份有限公司 Extraction-rectification recovery method of N-methyl pyrrolidone in waste solvent
CN111892525A (en) * 2020-05-08 2020-11-06 迈奇化学股份有限公司 N-methyl pyrrolidone for liquid crystal panel and production process thereof
CN111978233A (en) * 2020-09-15 2020-11-24 安徽英特力工业工程技术有限公司 Device for improving purity of NMP crude product after methylamine removal

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Application publication date: 20210730