CN110511165A - A kind of synthetic method of taurine precursor 2- ethylaminoethanol sulfuric ester - Google Patents
A kind of synthetic method of taurine precursor 2- ethylaminoethanol sulfuric ester Download PDFInfo
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- CN110511165A CN110511165A CN201910707378.8A CN201910707378A CN110511165A CN 110511165 A CN110511165 A CN 110511165A CN 201910707378 A CN201910707378 A CN 201910707378A CN 110511165 A CN110511165 A CN 110511165A
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- sulfuric ester
- ethylaminoethanol
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/24—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of esters of sulfuric acids
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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Abstract
The present invention relates to a kind of synthetic methods of taurine precursor 2- ethylaminoethanol sulfuric ester, by synthesizing 2- ethylaminoethanol sulfuric ester in the presence of sulfuric acid and phase transfer catalyst tetrabutylammonium bromide using ethanol amine as starting material.The synthetic method of 2- ethylaminoethanol sulfuric ester provided by the invention, synthetic line is shorter, and reaction efficiency is higher；The purity of products therefrom is more preferable simultaneously, and yield is higher.In addition the present invention is not required to expensive special producing equipment, and raw material sources are extensive, cheap, to effectively reduce production cost, can obtain good economic benefit.
Description
Technical field
The present invention relates to pharmaceutical intermediate field more particularly to a kind of conjunctions of taurine precursor 2- ethylaminoethanol sulfuric ester
At method.
Background technique
2- ethylaminoethanol sulfuric ester is widely used as a kind of important chemical industry or medicine intermediate, such as industrializing
In synthesizing taurine.
Taurine, the entitled 2-aminoethanesulfonic acid of chemistry, is existing a kind of sulfur-bearing with different physiological roles in human body
Amino acid has the effects that promote brain development, enhancing eyesight, anti-inflammatory, antipyretic, blood pressure lowering, hypoglycemic, strong liver cholagogic, to baby
Perfect and calcium the absorption of child's brain development, nerve conduction, visual capacity has good effect, is most important in human body
One of amino acid is a kind of important nutrition fortifier, can promote to be metabolized in vivo, build up health, relieving fatigue, and a kind of excellent
Good food additives.Taurine is colourless, tasteless, and without any side effects, therefore developed country to its research and applies ten
Divide and payes attention to.Recently as the further investigation to its physiological action, nutritive value, application becomes very extensive.Taurine exists
It is external to be largely used as nutrient and healthcare products and food additives.It is reported that the U.S. and Japan are most important country of consumption, annual consumption
Respectively up to 10,000 tons and 5000 tons.The mature technology of taurine production at present passes through esterification, sulphur mainly using monoethanolamine as raw material
Change reactive chemistry synthesizing taurine, synthetic route is as follows:
In terms of synthetic route, the height of intermediate product of the 2- amino-ethyl sulfuric ester as synthesizing taurine, yield will
Directly influence the production cost of taurine.
People compare attention to the economic value of taurine itself for a long time.But since its synthetic route is simpler
It is single, in terms of advanced optimizing synthesis technology, enough attention can not be caused, it is easy to be ignored by scientific research personnel, therefore phase
The patent report of pass is also very limited or even two during the last ten years, and the production technology upgrading of taurine is all chronically at stagnation or half
Dead state, so far all in the technique for continuing to use last century Mo.Patent about taurine precursor substance 2- amino-ethyl sulfuric ester
It reports even more fewer and fewer.Known method is synthesizing about 2- amino-ethyl sulfuric ester for patent CN107739349 report
Application in 3- benzyl -1,3- thiazole -2- thioketones.The patent focuses on to have inquired into the different conjunctions of 3- benzyl -1,3- thiazole -2- thioketones
At the selection of method and synthetic route, but for 2- amino-ethyl sulfuric ester synthesis only it is recapitulative set forth it is existing
Synthetic method does not discuss, and more not deep discussion efficiently synthesizes all technical of 2- amino-ethyl sulfuric ester.
There is no extra high reference value for upgrading existing production technology.
Summary of the invention
The present invention overcomes the deficiencies in the prior art, provide a kind of synthesis of taurine precursor 2- ethylaminoethanol sulfuric ester
Method.The present invention closes in the presence of sulfuric acid and phase transfer catalyst tetrabutylammonium bromide using ethanol amine as starting material
At 2- ethylaminoethanol sulfuric ester.
In order to achieve the above objectives, the technical solution adopted by the present invention are as follows: provide a kind of taurine precursor 2- amino second
The synthetic method of alcohol sulfuric ester, it is characterised in that: a kind of synthetic method of taurine precursor 2- ethylaminoethanol sulfuric ester, it is special
Sign is: the following steps are included:
(1) ethanol amine, phase transfer catalyst are added in solvent；50 DEG C of temperature control or less the dropwise addition concentrated sulfuric acids, time for adding
At least 1 hour；It is stirred at least 30 minutes after being added dropwise to complete；
(2) at least 110 DEG C of reflux dewaterings are warming up to；It will reaction after there is no water to continue to separate in oily water separating equipment
Liquid is cooled to 30 DEG C or less；It is filtered, washed filter cake, is dried to obtain 2- ethylaminoethanol sulfuric ester.
As a preferred embodiment, in the step (1), phase transfer catalyst is tetrabutylammonium bromide.
As a kind of more preferable scheme, in the step (1), the equivalent of phase transfer catalyst is 0.1 equivalent.
As a preferred embodiment, in the step (1), solvent is toluene.
As a kind of more preferable scheme, in the step (1), the volume ratio of toluene and ethanol amine is 4:1.
As a preferred embodiment, in the step (1), sulfuric acid concentration 98%, sulfuric acid equivalents is 1.1 equivalents.
As a preferred embodiment, in the step (1), temperature control is at 40 DEG C hereinafter, time for adding when sulfuric acid is added dropwise
For 1 hour.
As a preferred embodiment, in the step (2), 110 DEG C of reflux dewaterings are warming up to.
As a preferred embodiment, in the step (2), washing filter cake is carried out using dehydrated alcohol.
Advantageous effects are the present invention compared with prior art:
(1) compared to conventional synthesis process, the synthetic method of 2- ethylaminoethanol sulfuric ester provided by the invention, synthetic line
Shorter, reaction efficiency is higher；The purity of products therefrom is more preferable simultaneously, and yield is higher.
(2) present invention is not required to expensive special producing equipment, and raw material sources are extensive, cheap, thus effectively
Production cost is reduced, good economic benefit can be obtained.
Detailed description of the invention
Present invention will be further explained below with reference to the attached drawings and examples.
Fig. 1 is composition principle figure of the invention.
Fig. 2 is the quantitative nuclear magnetic spectrogram of the 2- amino-ethyl sulfuric ester of the embodiment of the present invention 1.
Fig. 3 is the nuclear magnetic spectrogram of the 2- amino-ethyl sulfuric ester of the embodiment of the present invention 1.
Specific embodiment
The invention will be further described combined with specific embodiments below.Following embodiment is only used for clearly illustrating
Technical solution of the present invention, and not intended to limit the protection scope of the present invention.
Embodiment 1
Such as Fig. 1, the present invention provides a kind of synthesis of taurine precursor 2- amino-ethyl sulfuric ester, including following step
It is rapid:
(1) 100mL ethanol amine is added in 400mL toluene, and 100mg phase transfer catalyst TBAB (tetrabutyl bromine is added
Change ammonium), the concentrated sulfuric acid (1.1 equivalent) of 40 DEG C of temperature control or less dropwise additions 98%；It is added dropwise 1 hour and completes, 30 are stirred after being added dropwise to complete
Minute；
Wherein: the concentrated sulfuric acid is used as reaction substrate to participate in reaction, also provides acidic environment, while also conduct as catalyst
Dehydrating agent and then pulling reaction are balanced to the progress of the direction of product；
The addition of phase transfer catalyst TBAB, the substrate molecule to dissociate in capture reaction system that can be stronger, In
Esterification occurs for the interface zone of two-phase, allow reaction speed faster, more thoroughly；Shorten time cost, reduction energy to realize
Consumption, the purpose for improving reaction yield；
(2) oil water separator is installed, 110 DEG C of reflux dewaterings are warming up to, does not have water to continue point after 1 hour in separator
Out；Reaction solution is cooled to 30 DEG C hereinafter, filtering, filter cake ethanol rinse (filter cake is 1:1 with ethyl alcohol volume ratio) are dry later
Obtain 2- ethylaminoethanol sulfuric ester pulverulent solids；
Wherein: reflux dewatering nail benzene-water azeotropic system dehydration process can be removed timely in reaction process and be generated
Water can effectively maintain the concentration of the concentrated sulfuric acid, guarantee the catalytic efficiency and water separation capability of the concentrated sulfuric acid.
Through detecting: product purity 99%, the quantification of 97wt% of nuclear-magnetism (Fig. 2), yield 99%；Fusing point is 300 DEG C.
1H NMR(400MHz,CD3OD) (Fig. 3):
δ 3.35-3.38 (t, 2H), 4.30-4.32 (t, 2H).
Embodiment 2
Such as Fig. 1, the present invention provides a kind of synthesis of taurine precursor 2- amino-ethyl sulfuric ester, including following step
It is rapid:
(1) 100mL ethanol amine is added in 800mL toluene, be added 100mg phase transfer catalyst TBAB, 40 DEG C of temperature control
98% concentrated sulfuric acid (1.1 equivalent) is added dropwise below；It is added dropwise 1 hour and completes, stirred 30 minutes after being added dropwise to complete；
(2) oil water separator is installed, 110 DEG C of reflux dewaterings are warming up to, does not have water to continue point after 1 hour in separator
Out；Reaction solution is cooled to 30 DEG C hereinafter, filtering, filter cake ethanol rinse (filter cake is 1:1 with ethyl alcohol volume ratio) are dry later
Obtain 2- ethylaminoethanol sulfuric ester pulverulent solids.
Through detecting: product purity 99%, yield 96%.
1H NMR(400MHz,CD3OD): δ 3.35-3.38 (t, 2H), 4.30-4.32 (t, 2H).
It is observed that there is violent boiling phenomenon since toluene amount is excessive in comparison during azeotropic water removing；And if toluene amount
Less than four times volumes will appear apparent carbonization phenomenon, be 4 times it is advantageous to the addition volume of toluene.
Embodiment 3
Such as Fig. 1, the present invention provides a kind of synthesis of taurine precursor 2- amino-ethyl sulfuric ester, including following step
It is rapid:
(1) 100mL ethanol amine is added in 400mL toluene, be added 150mg phase transfer catalyst TBAB, 40 DEG C of temperature control
98% concentrated sulfuric acid (1.1 equivalent) is added dropwise below；It is added dropwise 1 hour and completes, stirred 30 minutes after being added dropwise to complete；
(2) oil water separator is installed, 110 DEG C of reflux dewaterings are warming up to, does not have water to continue point after 1 hour in separator
Out；Reaction solution is cooled to 30 DEG C hereinafter, filtering, filter cake ethanol rinse (filter cake is 1:1 with ethyl alcohol volume ratio) are dry later
Obtain 2- ethylaminoethanol sulfuric ester pulverulent solids.
Through detecting: product purity 98%, yield 96%.
1H NMR(400MHz,CD3OD): δ 3.35-3.38 (t, 2H), 4.30-4.32 (t, 2H).
It is observed that comparison, after phase transfer catalyst TBAB increases dosage, results in product purity decline；And if be less than
0.1% will lead to the phenomenon that reaction time is too long, and reaction solution is carbonized, and product yield reduces, and appearance is deteriorated.It is advantageous to
TBAB usage amount is 0.1%.
Embodiment 4
Such as Fig. 1, the present invention provides a kind of synthesis of taurine precursor 2- amino-ethyl sulfuric ester, including following step
It is rapid:
(1) 100mL ethanol amine is added in 400mL toluene, be added 100mg phase transfer catalyst TBAB, 40 DEG C of temperature control
98% concentrated sulfuric acid (0.95 equivalent) is added dropwise below；It is added dropwise 1 hour and completes, stirred 30 minutes after being added dropwise to complete；
(2) oil water separator is installed, 110 DEG C of reflux dewaterings are warming up to, does not have water to continue point after 3 hours in separator
Out；Reaction solution is cooled to 30 DEG C hereinafter, filtering, filter cake ethanol rinse (filter cake is 1:1 with ethyl alcohol volume ratio) are dry later
Obtain 2- ethylaminoethanol sulfuric ester pulverulent solids.
It is observed that comparison, after sulfuric acid dosage is reduced, results in reaction speed and is decreased obviously (after 3 hours in separator
There is no water to continue to separate), reaction solution is carbonized, product yield reduce, appearance be deteriorated the phenomenon that.It is advantageous to sulfuric acid uses
Amount is 1.1 equivalents.
Embodiment 5
The present invention provides a kind of synthesis of taurine precursor 2- amino-ethyl sulfuric ester, comprising the following steps:
(1) 100mL ethanol amine is added in 400mL dimethylbenzene, and 100mg phase transfer catalyst TBAB, temperature control 40 is added
DEG C or less be added dropwise 98% the concentrated sulfuric acid (1.1 equivalent)；It is added dropwise 1 hour and completes, stirred 30 minutes after being added dropwise to complete；
(2) oil water separator is installed, 140 DEG C of reflux dewaterings are warming up to, does not have water to continue point after 1 hour in separator
Out；Reaction solution is cooled to 30 DEG C hereinafter, filtering, filter cake ethanol rinse (filter cake is 1:1 with ethyl alcohol volume ratio) are dry later
Obtain 2- ethylaminoethanol sulfuric ester pulverulent solids.
Embodiment 6
The present invention provides a kind of synthesis of taurine precursor 2- amino-ethyl sulfuric ester, comprising the following steps:
(1) 100mL ethanol amine is added in 400mL cyclohexene, and 100mg phase transfer catalyst TBAB, temperature control 40 is added
DEG C or less be added dropwise 98% the concentrated sulfuric acid (1.1 equivalent)；It is added dropwise 1 hour and completes, stirred 30 minutes after being added dropwise to complete；
(2) oil water separator is installed, 110 DEG C of reflux dewaterings are warming up to, does not have water to continue point after 3 hours in separator
Out；Reaction solution is cooled to 30 DEG C hereinafter, filtering, filter cake ethanol rinse (filter cake is 1:1 with ethyl alcohol volume ratio) are dry later
Obtain 2- ethylaminoethanol sulfuric ester pulverulent solids.
In conjunction with the experiment process of example 1,5,6, solvent using toluene as reaction dissolvent and azeotropic water removing, reaction speed
Faster, reaction condition milder.
Comparative example 1
The present invention provides a kind of synthesis of taurine precursor 2- amino-ethyl sulfuric ester, comprising the following steps:
(1) 100mL ethanol amine is added in 400mL toluene, is added without phase transfer catalyst TBAB, and 40 DEG C of temperature control or less
98% concentrated sulfuric acid (1.1 equivalent) is added dropwise；It is added dropwise 1 hour and completes, stirred 30 minutes after being added dropwise to complete；
(2) oil water separator is installed, 110 DEG C of reflux dewaterings are warming up to, does not have water to continue point after 5 hours in separator
Out；Reaction solution is cooled to 30 DEG C hereinafter, filtering, filter cake ethanol rinse (filter cake is 1:1 with ethyl alcohol volume ratio) are dry later
Obtain 2- ethylaminoethanol sulfuric ester pulverulent solids.
It is observed that comparison, does not add phase transfer catalyst and results in reaction speed being decreased obviously.
Comparative example 2
The present invention provides a kind of synthesis of taurine precursor 2- amino-ethyl sulfuric ester, comprising the following steps:
(1) 100mL ethanol amine is added in 400mL water, is added 100mg phase transfer catalyst TBAB, 40 DEG C of temperature control with
The concentrated sulfuric acid (1.1 equivalent) of lower dropwise addition 98%；It is added dropwise 1 hour and completes, stirred 30 minutes after being added dropwise to complete；
(2) be warming up to 150 DEG C of reflux dewaterings terminates for 5 hours；Reaction solution is cooled to 30 DEG C hereinafter, filtering, filter cake later
With ethanol rinse (filter cake is 1:1 with ethyl alcohol volume ratio), it is dried to obtain 2- ethylaminoethanol sulfuric ester blocks of solid.
It is observed that reaction temperature greatly improved as solvent in comparison, water, energy consumption is larger, while product quality and character are all
It is deteriorated.
Comparative example 3
The present invention provides a kind of synthesis of taurine precursor 2- amino-ethyl sulfuric ester, comprising the following steps:
(1) 100mL ethanol amine is added in 400mL toluene, be added 100mg phase transfer catalyst TBAB, 40 DEG C of temperature control
98% concentrated sulfuric acid (1.1 equivalent) is added dropwise below；It is added dropwise 1 hour and completes, stirred 30 minutes after being added dropwise to complete；
(2) oil water separator is installed, 110 DEG C of reflux dewaterings are warming up to, does not have water to continue point after 1 hour in separator
Out；Reaction solution is cooled to 30 DEG C hereinafter, filtering, filter cake water elution (filter cake is 1:1 with water volume ratio), are dried to obtain later
2- ethylaminoethanol sulfuric ester pulverulent solids.
It is observed that comparison, ethyl alcohol rinses large-tonnage product caused by filter cake and loses as rinse solvent, water.
Based on the above description of the preferred embodiments of the present invention, through the above description, related personnel completely can be with
Without departing from the scope of the technological thought of the present invention', various changes and amendments are carried out.The technical scope of this invention
It is not limited to the contents of the specification, it is necessary to determine the technical scope according to the scope of the claims.
Claims (9)
1. a kind of synthetic method of taurine precursor 2- ethylaminoethanol sulfuric ester, it is characterised in that: the following steps are included:
(1) ethanol amine, phase transfer catalyst are added in solvent；50 DEG C of temperature control or less the dropwise addition concentrated sulfuric acids, time for adding at least 1
Hour；It is stirred at least 30 minutes after being added dropwise to complete；
(2) at least 110 DEG C of reflux dewaterings are warming up to；Reaction solution is dropped after not having water to continue to separate in oily water separating equipment
Temperature is to 30 DEG C or less；It is filtered, washed filter cake, is dried to obtain 2- ethylaminoethanol sulfuric ester.
2. the synthetic method of taurine precursor 2- ethylaminoethanol sulfuric ester according to claim 1, it is characterised in that: institute
It states in step (1), phase transfer catalyst is tetrabutylammonium bromide.
3. the synthetic method of taurine precursor 2- ethylaminoethanol sulfuric ester according to claim 2, it is characterised in that: institute
It states in step (1), the equivalent of phase transfer catalyst is 0.1 equivalent.
4. the synthetic method of taurine precursor 2- ethylaminoethanol sulfuric ester according to claim 1, it is characterised in that: institute
It states in step (1), solvent is toluene.
5. the synthetic method of taurine precursor 2- ethylaminoethanol sulfuric ester according to claim 4, it is characterised in that: institute
It states in step (1), the volume ratio of toluene and ethanol amine is 4:1.
6. the synthetic method of taurine precursor 2- ethylaminoethanol sulfuric ester according to claim 1, it is characterised in that: institute
It states in step (1), sulfuric acid concentration 98%, sulfuric acid equivalents is 1.1 equivalents.
7. the synthetic method of taurine precursor 2- ethylaminoethanol sulfuric ester according to claim 6, it is characterised in that: institute
It states in step (1), temperature control is at 40 DEG C hereinafter, time for adding is 1 hour when sulfuric acid is added dropwise.
8. the synthetic method of taurine precursor 2- ethylaminoethanol sulfuric ester according to claim 1, it is characterised in that: institute
It states in step (2), is warming up to 110 DEG C of reflux dewaterings.
9. the synthetic method of taurine precursor 2- ethylaminoethanol sulfuric ester according to claim 1, it is characterised in that: institute
It states in step (2), washing filter cake is carried out using dehydrated alcohol.
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| CN201910707378.8A CN110511165A (en) | 2019-08-01 | 2019-08-01 | A kind of synthetic method of taurine precursor 2- ethylaminoethanol sulfuric ester |
| CN202210415402.2A CN114736141A (en) | 2019-08-01 | 2019-08-01 | Synthetic method of taurine precursor 2-aminoethanol sulfate |
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| CN201910707378.8A CN110511165A (en) | 2019-08-01 | 2019-08-01 | A kind of synthetic method of taurine precursor 2- ethylaminoethanol sulfuric ester |
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| CN202210415402.2A Pending CN114736141A (en) | 2019-08-01 | 2019-08-01 | Synthetic method of taurine precursor 2-aminoethanol sulfate |
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Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20080319215A1 (en) * | 2005-12-02 | 2008-12-25 | Basf Se | Process For Preparing Sulfuric Monoesters From Amino Alkanols |
| CN102503862A (en) * | 2011-09-21 | 2012-06-20 | 江苏远洋药业股份有限公司 | Method for synthesizing sulfuric acid amino ethyl ester |
| CN102633689A (en) * | 2012-04-09 | 2012-08-15 | 郑州大学 | Method for preparing taurine by adopting sulfonation of ammonium sulfite |
| CN104478776A (en) * | 2014-12-19 | 2015-04-01 | 上海浩登材料科技有限公司 | Preparation method of aziridine cross-linking agent |
| CN105152985A (en) * | 2013-12-30 | 2015-12-16 | 胡松洲 | Cyclic process for the production of taurine from monoethanolamine |
| CN106810472A (en) * | 2015-11-27 | 2017-06-09 | 姜殿凯 | A kind of improved taurine production technology |
| CN107722953A (en) * | 2017-11-10 | 2018-02-23 | 西南石油大学 | The preparation method and shale intercalation inhibitor of a kind of branched polyethylene imine |
| CN108658818A (en) * | 2018-04-27 | 2018-10-16 | 韶关凌化工有限公司 | A kind of preparation method of Mercaptamine |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1385420A (en) * | 2002-05-17 | 2002-12-18 | 江阴南极星生物制品有限公司 | Water-saving type high-efficient novel process for preparing tauvine by sulfuric acid method |
-
2019
- 2019-08-01 CN CN201910707378.8A patent/CN110511165A/en active Pending
- 2019-08-01 CN CN202210415402.2A patent/CN114736141A/en active Pending
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20080319215A1 (en) * | 2005-12-02 | 2008-12-25 | Basf Se | Process For Preparing Sulfuric Monoesters From Amino Alkanols |
| CN102503862A (en) * | 2011-09-21 | 2012-06-20 | 江苏远洋药业股份有限公司 | Method for synthesizing sulfuric acid amino ethyl ester |
| CN102633689A (en) * | 2012-04-09 | 2012-08-15 | 郑州大学 | Method for preparing taurine by adopting sulfonation of ammonium sulfite |
| CN105152985A (en) * | 2013-12-30 | 2015-12-16 | 胡松洲 | Cyclic process for the production of taurine from monoethanolamine |
| CN104478776A (en) * | 2014-12-19 | 2015-04-01 | 上海浩登材料科技有限公司 | Preparation method of aziridine cross-linking agent |
| CN106810472A (en) * | 2015-11-27 | 2017-06-09 | 姜殿凯 | A kind of improved taurine production technology |
| CN107722953A (en) * | 2017-11-10 | 2018-02-23 | 西南石油大学 | The preparation method and shale intercalation inhibitor of a kind of branched polyethylene imine |
| CN108658818A (en) * | 2018-04-27 | 2018-10-16 | 韶关凌化工有限公司 | A kind of preparation method of Mercaptamine |
Non-Patent Citations (3)
| Title |
|---|
| 唐宏科等: "乙醇胺酯化法制备牛磺酸的新工艺研究 ", 《石油化工》 * |
| 杨洁等: "牛磺酸合成工艺的优化 ", 《化工进展》 * |
| 邱方利: "牛磺酸合成的新工艺研究 ", 《河北化工》 * |
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