CN1821224A - Process for preparing 5-sodium sulfo isophthalate - Google Patents
Process for preparing 5-sodium sulfo isophthalate Download PDFInfo
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- CN1821224A CN1821224A CN 200610043229 CN200610043229A CN1821224A CN 1821224 A CN1821224 A CN 1821224A CN 200610043229 CN200610043229 CN 200610043229 CN 200610043229 A CN200610043229 A CN 200610043229A CN 1821224 A CN1821224 A CN 1821224A
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Abstract
The present invention relates to chemical preparation process, and is especially preparation process of 5-sodium sulfo isophthalate. The preparation process includes the following steps: the first sulfonation reaction between isophthalic acid and fuming sulfuric acid; the subsequent neutralization of the reaction product with alkali; and refining the product through centrifugation, hot dissolving and drying. The present invention features the sulfonating agent of fuming sulfuric acid in certain concentration and the closed loop circulation of the mother liquid after refining product, and has no environmental pollution, high product yield up to 80 %, low material consumption and high product quality.
Description
One, technical field:
The present invention relates to a kind of chemical industry preparation method, particularly a kind of preparation method of 5-sodium sulfo isophthalate.
Two, background technology:
5-sodium sulfo isophthalate has another name called: the different metatitanic acid of 5-(sodium is for sulfo group), English code name 5-SSIPA mainly as the important dyeability modifier of water soluble paint additive and the cationic chromophilous polyester of production, also can be used as and produces medicine, pesticide intermediate etc.
5-sodium sulfo isophthalate lacks two methoxycarbonyies than dimethyl isophthalate-5-sodium sulfonate (SIPM), be the m-phthalic acid sulfonation without esterification directly neutralize, refining obtaining.Produce the terylene polyester with dimethyl isophthalate-5-sodium sulfonate (SIPM), before polymerization, at first need dimethyl isophthalate-5-sodium sulfonate (SIPM) is carried out transesterification reaction with ethylene glycol earlier, dimethyl isophthalate-5-sodium sulfonate (SIPM) is converted into m-phthalic acid binaryglycol ester-5-sodium sulfonate (SIPE), generates methyl alcohol simultaneously.And produce the terylene polyester with 5-sodium sulfo isophthalate, and can save transesterification reaction in front, directly 5-sodium sulfo isophthalate is dropped into the polymeric kettle polymerization, in this process, do not generate methyl alcohol yet.Therefore replace dimethyl isophthalate-5-sodium sulfonate (SIPM) can reduce the cost of polyester enterprise greatly with 5-sodium sulfo isophthalate, reduce environmental pollution as properties-correcting agent.
The problem that exists is at present: for many years, domestic many manufacturing enterprises are constantly studied the production technique of 5-sodium sulfo isophthalate, attempt can have breakthrough in this field, but owing to can not solve the problem of quality and yield, always can not suitability for industrialized production.
Three, summary of the invention:
Purpose of the present invention is exactly the above-mentioned defective that exists at prior art, and a kind of preparation method of 5-sodium sulfo isophthalate that can suitability for industrialized production is provided.
Its technical scheme is: comprise following processing step:
At first, m-phthalic acid and oleum are carried out sulfonation in proportion; In second step, above-mentioned reaction product is added alkali neutralize; In the 3rd step, the rapid reactant of previous step is centrifugal, thermosol is made with extra care, and drying obtains finished product.
Preferable technical scheme is to comprise following more detailed processing step:
(1) m-phthalic acid and oleum reacted 5-10 hour in 150-200 ℃ in the sulfonation still in proportion;
(2) the sulfonation material is put in and still, be cooled to 100-130 ℃ and add alkali, fully centrifugal behind the stirring reaction, in and mother liquor go aftertreatment to reclaim 5-sodium sulfo isophthalate;
(3) it is centrifugal that the above-mentioned centrifugal material of neutralization is put into the washing of washing still, the washing mother liquid recycling, wash centrifugal material and add a thermosol still, adding deionized water, discoloring agent, oxygenant then is warming up to 60-100 ℃ and carries out refining filtration of thermosol one time, in the primary crystallization still, be cooled to room temperature, centrifugal, the primary crystallization mother liquid recycling;
(4) the centrifugal material of above-mentioned primary crystallization adds secondary thermosol still again, filters through the secondary thermosol is refining, is cooled to room temperature, centrifugal in the secondary crystal still, secondary crystal mother liquid recycling, the dry finished product that gets of the centrifugal material of secondary crystal.
Go aftertreatment as follows with mother liquor in the described step (2) to reclaim the 5-sodium sulfo isophthalate step:
In and mother liquor to add sodium sulfate centrifugal in the still of saltouing, the centrifugal material that obtains returns the thermosol still one time; The salting-out mother liquor that obtains adds organic solvent and acid extraction in extraction kettle, lower floor is a discard solution, upper solution in and add alkali neutralization in the still, and be recycled to the thermosol still one time.
The mol ratio of described m-phthalic acid and oleum is 1: (1-1.5).Described discoloring agent is a gac.
Described oxygenant is a hydrogen peroxide.Described organic solvent can be toluene.
The invention has the beneficial effects as follows: the oleum of this process using specific concentrations carries out schemes such as closed cycle as mother liquor in sulphonating agent, the product purification process be domestic initiation, well avoided pollution to environment, improved product yield, yield reaches more than 80%, reduced raw material consumption, made on the quality product a new step.
Four, description of drawings:
Accompanying drawing 1 is a process flow sheet of the present invention.
Five, embodiment:
In conjunction with the accompanying drawings, the invention will be further described:
By preferable mol ratio is 1: m-phthalic acid (1-1.5) and oleum reacted 5-10 hour in 150-200 ℃ in the sulfonation still, after sampling reaches the sulfonation terminal point, with the sulfonation material put in and still, be cooled to 100-130 ℃ and add deionized water, after being cooled to room temperature, slowly add alkali, can be sodium hydroxide, yellow soda ash, sodium bicarbonate etc., fully centrifugal behind the stirring reaction, wherein, in and mother liquor to add sodium sulfate in the still of saltouing centrifugal, the centrifugal material that obtains returns the thermosol still one time, the salting-out mother liquor that obtains adds toluene in extraction kettle and sulfuric acid extracts, lower floor is a discard solution, upper solution in and add alkali neutralization in the still, and be recycled to the thermosol still one time, thereby reclaim 5-sodium sulfo isophthalate; The centrifugal material that neutralizes is centrifugal to washing the still washing, the washing mother liquor is as in next batch of material and use, wash in centrifugal material to the time thermosol still, and adding deionized water, discoloring agent, oxygenants etc. are warmed up to 60-100 ℃, and to carry out thermosol refining, after-filtration was to the primary crystallization still in 30 minutes, be chilled to room temperature, centrifugal, the primary crystallization mother liquor recycles as washing next time, the primary crystallization material adds deionized water again in secondary thermosol still, discoloring agent, oxygenants etc. are warmed up to 60-100 ℃, and to carry out the secondary thermosol refining, after-filtration was to the secondary crystal still in 30 minutes, be cooled to room temperature, centrifugal, the secondary crystal mother liquor recycles as the primary crystallization of next time, secondary crystal material drying gets finished product, and product yield is more than 80%.
Above-mentioned discoloring agent can be gac, and oxygenant is a hydrogen peroxide, and organic solvent can be toluene.
Claims (7)
1, a kind of preparation method of 5-sodium sulfo isophthalate is characterized in that comprising following processing step:
At first, m-phthalic acid and oleum are carried out sulfonation in proportion; In second step, above-mentioned reaction product is added alkali neutralize; In the 3rd step, the rapid reactant of previous step is centrifugal, thermosol is made with extra care, and drying obtains finished product.
2, the preparation method of 5-sodium sulfo isophthalate according to claim 1 is characterized in that comprising following more detailed processing step:
(1) m-phthalic acid and oleum reacted 5-10 hour in 150-200 ℃ in the sulfonation still in proportion;
(2) the sulfonation material is put in and still, be cooled to 100-130 ℃ and add alkali, fully centrifugal behind the stirring reaction, in and mother liquor go aftertreatment to reclaim 5-sodium sulfo isophthalate;
(3) it is centrifugal that the above-mentioned centrifugal material of neutralization is put into the washing of washing still, the washing mother liquid recycling, wash centrifugal material and add a thermosol still, adding deionized water, discoloring agent, oxygenant then is warming up to 60-100 ℃ and carries out refining filtration of thermosol one time, in the primary crystallization still, be cooled to room temperature, centrifugal, the primary crystallization mother liquid recycling;
(4) the centrifugal material of above-mentioned primary crystallization adds secondary thermosol still again, filters through the secondary thermosol is refining, is cooled to room temperature, centrifugal in the secondary crystal still, secondary crystal mother liquid recycling, the dry finished product that gets of the centrifugal material of secondary crystal.
3, the preparation method of 5-sodium sulfo isophthalate according to claim 2 is characterized in that: go aftertreatment as follows to reclaim the 5-sodium sulfo isophthalate step with mother liquor in the described step (2):
In and mother liquor to add sodium sulfate centrifugal in the still of saltouing, the centrifugal material that obtains returns the thermosol still one time; The salting-out mother liquor that obtains adds organic solvent and acid extraction in extraction kettle, lower floor is a discard solution, upper solution in and add alkali neutralization in the still, and be recycled to the thermosol still one time.
4, according to the preparation method of claim 2 or 3 described 5-sodium sulfo isophthalates, it is characterized in that: the mol ratio of described m-phthalic acid and oleum is 1: (1-1.5).
5, according to the preparation method of claim 2 or 3 described 5-sodium sulfo isophthalates, it is characterized in that: described discoloring agent is a gac.
6, according to the preparation method of claim 2 or 3 described 5-sodium sulfo isophthalates, it is characterized in that: described oxygenant is a hydrogen peroxide.
7, the preparation method of 5-sodium sulfo isophthalate according to claim 3 is characterized in that: described organic solvent can be toluene.
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| CNB2006100432299A CN1332940C (en) | 2006-03-20 | 2006-03-20 | Process for preparing 5-sodium sulfo isophthalate |
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| CNB2006100432299A CN1332940C (en) | 2006-03-20 | 2006-03-20 | Process for preparing 5-sodium sulfo isophthalate |
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Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8404886B2 (en) | 2009-02-27 | 2013-03-26 | Future Fuel Chemical Company | Purification of 5-sulfoisophthalic acid by the use of an acetic acid wash on a crude cake |
| CN102993063A (en) * | 2012-07-30 | 2013-03-27 | 枣庄市泰瑞精细化工有限公司 | Preparation method of isophthalic acid-5-sodium sulfonate |
| US8809565B2 (en) | 2011-08-29 | 2014-08-19 | Futurefuel Chemical Company | 5-sulfoisophthalic acid salts and process for the preparation thereof |
| CN103992250A (en) * | 2014-06-13 | 2014-08-20 | 山东金盛新材料科技有限公司 | Technique for preparing sodium dimethyl 5-sulfoisophthalate |
| US8884045B2 (en) | 2010-10-19 | 2014-11-11 | Future Fuel Chemical Company | Use of an acetic acid wash to prepare low-sulfate 5-sulfoisophthalic acid, mono-lithium salt |
| US9193677B2 (en) | 2011-03-02 | 2015-11-24 | Futurefuel Chemical Company | Metal salts of a dialkyl ester of 5-sulfoisophthalic acid and method of preparing same |
| CN105523967A (en) * | 2016-01-17 | 2016-04-27 | 枣庄市泰瑞精细化工有限公司 | Method for producing sodium m-phthalate-5-sulfonate |
| US9359292B2 (en) | 2009-10-20 | 2016-06-07 | Futurefuel Chemical Company | Use of an acetic acid/water solvent mixture for the preparation of low-sulfate 5-sulfoisophthalic acid, mono-lithium salt from 5-sulfoisophthalic acid |
| CN106608844A (en) * | 2015-11-22 | 2017-05-03 | 宁夏际华环境安全科技有限公司 | Production process of 5-sulfoisophthalic acid monosodium salt (Na-SIP) |
| CN109020840A (en) * | 2018-09-19 | 2018-12-18 | 青岛中科荣达新材料有限公司 | A kind of production method improving M-phthalic acid -5- sulfonic acid yield |
| CN109180538A (en) * | 2018-09-19 | 2019-01-11 | 泰山医学院 | A kind of production method for improving the synthesis of three monomers and using M-phthalic acid -5- sulfonic acid yield |
| CN114163358A (en) * | 2021-11-08 | 2022-03-11 | 山东德康化工有限公司 | Process for producing 5-sodium sulfoisophthalate |
| CN115947674A (en) * | 2022-12-20 | 2023-04-11 | 潍坊沃尔特科技有限公司 | Production process of m-phthalic acid-5-sodium sulfonate |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1203909A (en) * | 1997-06-28 | 1999-01-06 | 天津石油化工公司研究所 | Method for preparing 3,5-phthalic dimethyl ester sulfonate sodium |
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2006
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Cited By (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8404886B2 (en) | 2009-02-27 | 2013-03-26 | Future Fuel Chemical Company | Purification of 5-sulfoisophthalic acid by the use of an acetic acid wash on a crude cake |
| US9359292B2 (en) | 2009-10-20 | 2016-06-07 | Futurefuel Chemical Company | Use of an acetic acid/water solvent mixture for the preparation of low-sulfate 5-sulfoisophthalic acid, mono-lithium salt from 5-sulfoisophthalic acid |
| US8884045B2 (en) | 2010-10-19 | 2014-11-11 | Future Fuel Chemical Company | Use of an acetic acid wash to prepare low-sulfate 5-sulfoisophthalic acid, mono-lithium salt |
| US9193677B2 (en) | 2011-03-02 | 2015-11-24 | Futurefuel Chemical Company | Metal salts of a dialkyl ester of 5-sulfoisophthalic acid and method of preparing same |
| US8809565B2 (en) | 2011-08-29 | 2014-08-19 | Futurefuel Chemical Company | 5-sulfoisophthalic acid salts and process for the preparation thereof |
| US9212133B2 (en) | 2011-08-29 | 2015-12-15 | Futurefuel Chemical Company | 5-sulfoisophthalic acid salts and process for the preparation thereof |
| CN102993063A (en) * | 2012-07-30 | 2013-03-27 | 枣庄市泰瑞精细化工有限公司 | Preparation method of isophthalic acid-5-sodium sulfonate |
| CN103992250A (en) * | 2014-06-13 | 2014-08-20 | 山东金盛新材料科技有限公司 | Technique for preparing sodium dimethyl 5-sulfoisophthalate |
| CN103992250B (en) * | 2014-06-13 | 2016-03-30 | 山东金盛新材料科技有限公司 | A kind of technique preparing Sodium Dimethyl Isophthalate-5-sulfonate |
| CN106608844A (en) * | 2015-11-22 | 2017-05-03 | 宁夏际华环境安全科技有限公司 | Production process of 5-sulfoisophthalic acid monosodium salt (Na-SIP) |
| CN105523967A (en) * | 2016-01-17 | 2016-04-27 | 枣庄市泰瑞精细化工有限公司 | Method for producing sodium m-phthalate-5-sulfonate |
| CN109020840A (en) * | 2018-09-19 | 2018-12-18 | 青岛中科荣达新材料有限公司 | A kind of production method improving M-phthalic acid -5- sulfonic acid yield |
| CN109180538A (en) * | 2018-09-19 | 2019-01-11 | 泰山医学院 | A kind of production method for improving the synthesis of three monomers and using M-phthalic acid -5- sulfonic acid yield |
| CN109180538B (en) * | 2018-09-19 | 2021-04-16 | 山东第一医科大学(山东省医学科学院) | Production method for improving yield of m-phthalic acid-5-sulfonic acid for synthesizing three monomers |
| CN114163358A (en) * | 2021-11-08 | 2022-03-11 | 山东德康化工有限公司 | Process for producing 5-sodium sulfoisophthalate |
| CN115947674A (en) * | 2022-12-20 | 2023-04-11 | 潍坊沃尔特科技有限公司 | Production process of m-phthalic acid-5-sodium sulfonate |
| CN115947674B (en) * | 2022-12-20 | 2024-01-23 | 潍坊沃尔特科技有限公司 | Production process of isophthalic acid-5-sodium sulfonate |
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| CN1332940C (en) | 2007-08-22 |
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Address after: 257200 No. 2, Qing River Road, Hekou economic and Technological Development Zone, Dongying, Shandong Patentee after: Sahndong Xuye New Materials Co., Ltd. Address before: 257200 No. 2, Qing River Road, Hekou economic and Technological Development Zone, Dongying, Shandong Patentee before: Dongying Xuye Chemical Co., Ltd. Address after: 257200 No. 2, Qing River Road, Hekou economic and Technological Development Zone, Dongying, Shandong Patentee after: Sahndong Xuye New Materials Co., Ltd. Address before: 257200 No. 2, Qing River Road, Hekou economic and Technological Development Zone, Dongying, Shandong Patentee before: Dongying Xuye Chemical Co., Ltd. |
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Effective date of registration: 20200514 Address after: 261300 Changyi Coastal Economic Development Zone, Weifang, Shandong Patentee after: Weifang Derun Chemical Co.,Ltd. Address before: 257200 No. 2, Qing River Road, Hekou economic and Technological Development Zone, Dongying, Shandong Patentee before: SHANDONG XUYE NEW MATERIALS Co.,Ltd. |