CN106117088A - A kind of 3 rings amine 1 propanesulfonic acid preparation method - Google Patents
A kind of 3 rings amine 1 propanesulfonic acid preparation method Download PDFInfo
- Publication number
- CN106117088A CN106117088A CN201610442348.5A CN201610442348A CN106117088A CN 106117088 A CN106117088 A CN 106117088A CN 201610442348 A CN201610442348 A CN 201610442348A CN 106117088 A CN106117088 A CN 106117088A
- Authority
- CN
- China
- Prior art keywords
- amine
- ring
- acid
- propane sulfonic
- acetone
- 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
Links
Classifications
-
- 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
- C07C303/02—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
- C07C303/04—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by substitution of hydrogen atoms by sulfo or halosulfonyl groups
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/10—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of rare earths
-
- 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
- C07C303/02—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
- C07C303/20—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by addition of sulfurous acid or salts thereof to compounds having carbon-to-carbon multiple bonds
-
- 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
- C07C303/42—Separation; Purification; Stabilisation; Use of additives
- C07C303/44—Separation; Purification
Abstract
The invention discloses a kind of 3 rings amine 1 propanesulfonic acid preparation method, the catalyst that it is prepared uses the nano titanic oxide catalyst that cerium mixes, this catalyst catalytic performance is high, the carrying out of reaction can be realized under without Infrared irradiation, described step (1) sulphite and bisulfites are calcium sulfite, calcium bisulfite, this salt wide material sources, it is easy in the reaction remove, in described (5), the acetone of washing with acetone and the ratio of 3 rings amine 1 propane sulfonic acid crude product are 5:8, under this ratio, polyether-ether-ketone can get effective washing, ensure that simultaneously and farthest save acetone, reduce production cost.
Description
Technical field
The invention belongs to chemical field, particularly to a kind of 3-ring amine-1-propanesulfonic acid preparation method.
Background technology
3-ring amine-1-propane sulfonic acid is a kind of biological buffer separating alkalescent medicine for enzymology and HPLC.Modern
Producing in order to reduce reaction condition in this kind of buffer agent, general employing catalyst is carried out under the conditions of adding Infrared irradiation, so makes
Obtain production cost to improve, simultaneously because the consummate degree that the instability of reaction condition causes preparation is difficult to improve.
Summary of the invention
Problem to be solved by this invention is to provide a kind of 3-ring amine-1-propanesulfonic acid preparation method.
To achieve these goals, the technical scheme that the present invention takes is:
A kind of 3-ring amine-1-propanesulfonic acid preparation method, comprises the steps:
(1) sulphite, bisulfites react preparation 1,3-N-morpholinopropanesulfonic acid salt, reaction with propenyl under special catalyst action
Temperature is 65-90 DEG C, and pH value is 6-6.5, and the response time is 4-12 hour, and reaction molar concentration rate is: propenyl: bisulfite
Salt: sulphite=1: 1.1-1.7: 0.1-0.6；
(2) 1 will obtained, 3-N-morpholinopropanesulfonic acid salt reacts with carbonic acid, is 30-50 DEG C in temperature, reacts 1-2h, obtains 1,3-the third sulphur
Acid；
(3) 1 will obtained, 3-N-morpholinopropanesulfonic acid and ring amine at temperature 70-90 DEG C, water-bath 2-5h, i.e. can get 3-ring
The thick product of amine-1-propane sulfonic acid；
(4) the 3-ring thick product of amine-1-propane sulfonic acid is used molecular distillation technique temperature be 140-150 DEG C, pressure be 13-
266Pa condition is dehydrated；
(5) washing with acetone is used to remove ring amine for 3-7 time, finally with distilled water wash 3-ring amine-1-propane sulfonic acid crude product 3-7
Secondary, use 500ml distilled water every time, obtain refined 3-ring amine-1-propane sulfonic acid；
Preferably, described step (1) special catalyst is the nano titanic oxide catalyst that rare earth mixes.
Preferably, the rare earth that described step (1) special catalyst mixes is cerium light rare earth.
Preferably, described step (1) special method for preparing catalyst is: by titanium valve with cerium light rare earth according to weight ratio be
10:1 mixes, and calcines 15h, be then dissolved in distilled water, shake it in water-bath in the Muffle furnace that temperature is 650 DEG C
In, with 65 DEG C of concussion mixing 60min, last filtration drying.
Preferably, described step (1) sulphite and bisulfites are calcium sulfite, calcium bisulfite.
Preferably, in described step (5), the acetone of washing with acetone and the volume ratio of 3-ring amine-1-propane sulfonic acid crude product are
5:8。
Beneficial effect: the invention provides a kind of 3-ring amine-1-propanesulfonic acid preparation method, the catalyst that it is prepared uses
The nano titanic oxide catalyst that cerium mixes, this catalyst catalytic performance is high, it is possible under without Infrared irradiation i.e.
Can realize the carrying out of reaction, described step (1) sulphite and bisulfites are calcium sulfite, calcium bisulfite, this salt
Wide material sources, are easy to remove, the acetone of washing with acetone and the ratio of 3-ring amine-1-propane sulfonic acid crude product in described (5) in the reaction
Example is 5:8, and under this ratio, polyether-ether-ketone can get effective washing, and ensure that simultaneously and farthest saves acetone,
Reduce production cost.
Detailed description of the invention
Embodiment 1:
A kind of 3-ring amine-1-propanesulfonic acid preparation method, its processing technique comprises the steps:
(1) it is that 10:1 mix with cerium light rare earth according to weight ratio by titanium valve, calcines in the Muffle furnace that temperature is 650 DEG C
15h, is then dissolved in distilled water, shakes wherein in water-bath, with 65 DEG C of concussion mixing 60min, last filtration drying, obtains spy
Catalyst processed；
(2) calcium sulfite, calcium bisulfite react preparation 1,3-N-morpholinopropanesulfonic acid salt, reaction with propenyl under special catalyst action
Temperature is 65 DEG C, and pH value is 6, and the response time is 8 hours, and reaction molar concentration rate is: propenyl: calcium bisulfite: sulfurous acid
Calcium=1: 1.1: 0.3；
(3) 1 will obtained, 3-N-morpholinopropanesulfonic acid salt reacts with carbonic acid, is 35 DEG C in temperature, reacts 2h, obtains 1,3-N-morpholinopropanesulfonic acid；
(4) 1 will obtained, 3-N-morpholinopropanesulfonic acid and ring amine at temperature 75 DEG C, water-bath 5h, i.e. can get 3-ring amine-1-
The thick product of propane sulfonic acid；
(5) the 3-ring thick product of amine-1-propane sulfonic acid is used molecular distillation technique temperature be 140 DEG C, pressure be 95Pa condition
It is dehydrated；
(6) using washing with acetone to remove ring amine 3 times, the volume ratio of acetone and 3-ring amine-1-propane sulfonic acid crude product is 5:8,
Finally with distilled water wash 3-ring amine-1-propane sulfonic acid crude product 3 times, use 500ml distilled water every time, obtain refined 3-ring
Amine-1-propane sulfonic acid；
Embodiment 2:
A kind of 3-ring amine-1-propanesulfonic acid preparation method, its processing technique comprises the steps:
(1) it is that 10:1 mix with cerium light rare earth according to weight ratio by titanium valve, calcines in the Muffle furnace that temperature is 650 DEG C
15h, is then dissolved in distilled water, shakes wherein in water-bath, with 65 DEG C of concussion mixing 60min, last filtration drying, obtains spy
Catalyst processed；
(2) calcium sulfite, calcium bisulfite react preparation 1,3-N-morpholinopropanesulfonic acid salt, reaction with propenyl under special catalyst action
Temperature is 65 DEG C, and pH value is 6.5, and the response time is 12 hours, and reaction molar concentration rate is: propenyl: calcium bisulfite: sulfurous
Acid calcium=1: 1.5: 0.5；
(3) 1 will obtained, 3-N-morpholinopropanesulfonic acid salt reacts with carbonic acid, is 50 DEG C in temperature, reacts 1h, obtains 1,3-N-morpholinopropanesulfonic acid；
(4) 1 will obtained, 3-N-morpholinopropanesulfonic acid and ring amine at temperature 85 DEG C, water-bath 2h, i.e. can get 3-ring amine-1-
The thick product of propane sulfonic acid；
(5) the 3-ring thick product of amine-1-propane sulfonic acid is used molecular distillation technique temperature be 150 DEG C, pressure be 266Pa condition
It is dehydrated；
(6) using washing with acetone to remove ring amine 5 times, the volume ratio of acetone and 3-ring amine-1-propane sulfonic acid crude product is 5:8,
Finally with distilled water wash 3-ring amine-1-propane sulfonic acid crude product 5 times, use 500ml distilled water every time, obtain refined 3-ring
Amine-1-propane sulfonic acid；
Embodiment 3:
A kind of 3-ring amine-1-propanesulfonic acid preparation method, its processing technique comprises the steps:
(1) it is that 10:1 mix with cerium light rare earth according to weight ratio by titanium valve, calcines in the Muffle furnace that temperature is 650 DEG C
15h, is then dissolved in distilled water, shakes wherein in water-bath, with 65 DEG C of concussion mixing 60min, last filtration drying, obtains spy
Catalyst processed；
(2) calcium sulfite, calcium bisulfite react preparation 1,3-N-morpholinopropanesulfonic acid salt, reaction with propenyl under special catalyst action
Temperature is 90 DEG C, and pH value is 6.5, and the response time is 4 hours, and reaction molar concentration rate is: propenyl: calcium bisulfite: sulfurous
Acid calcium=1: 1.7: 0.6；
(3) 1 will obtained, 3-N-morpholinopropanesulfonic acid salt reacts with carbonic acid, is 50 DEG C in temperature, reacts 1.5h, obtains 1,3-N-morpholinopropanesulfonic acid；
(4) 1 will obtained, 3-N-morpholinopropanesulfonic acid and ring amine at temperature 90 DEG C, water-bath 2h, i.e. can get 3-ring amine-1-
The thick product of propane sulfonic acid；
(5) the 3-ring thick product of amine-1-propane sulfonic acid is used molecular distillation technique temperature be 145 DEG C, pressure be 247Pa condition
It is dehydrated；
(6) using washing with acetone to remove ring amine 5 times, the volume ratio of acetone and 3-ring amine-1-propane sulfonic acid crude product is 5:8,
Finally with distilled water wash 3-ring amine-1-propane sulfonic acid crude product 5 times, use 500ml distilled water every time, obtain refined 3-ring
Amine-1-propane sulfonic acid；
After process above, taking out sample respectively, measurement result is as follows:
Can draw according to above table data, when embodiment 3 parameter, the 3-ring consummate degree of amine-1-propane sulfonic acid after preparation is
99.99%, the production cycle is 25h, and unit cost is 232 yuan/ton, and the shelf-life is 10 years, and prior art standard is consummate degree is
99.90%, the production cycle is 48h, and unit cost is 307 yuan/ton, and the shelf-life is 8 years, and this shows the 3-ring amine-1-of the present invention
Propane sulfonic acid purity is high, with short production cycle, low cost, and the value preserving time is long, so the present invention has significant superiority.
The invention provides a kind of 3-ring amine-1-propanesulfonic acid preparation method, the catalyst that it is prepared uses cerium ginseng
Miscellaneous nano titanic oxide catalyst, this catalyst catalytic performance is high, it is possible to can realize anti-under without Infrared irradiation
The carrying out answered, described step (1) sulphite and bisulfites are calcium sulfite, calcium bisulfite, this salt wide material sources,
Being easy in the reaction remove, in described (5), the acetone of washing with acetone and the ratio of 3-ring amine-1-propane sulfonic acid crude product are 5:8,
Under this ratio, polyether-ether-ketone can get effective washing, and ensure that simultaneously and farthest saves acetone, reduces and produces into
This.
The foregoing is only embodiments of the invention, not thereby limit the scope of the claims of the present invention, every utilize this
Equivalent structure or equivalence flow process that bright description is made convert, or are directly or indirectly used in other relevant technology necks
Territory, is the most in like manner included in the scope of patent protection of the present invention.
Claims (6)
1. a 3-ring amine-1-propanesulfonic acid preparation method, it is characterised in that its preparation technology includes:
(1) sulphite, bisulfites react preparation 1,3-N-morpholinopropanesulfonic acid salt, reaction with propenyl under special catalyst action
Temperature is 65-90 DEG C, and pH value is 6-6.5, and the response time is 4-12 hour, and reaction molar concentration rate is: propenyl: bisulfite
Salt: sulphite=1: 1.1-1.7: 0.1-0.6；
(2) 1 will obtained, 3-N-morpholinopropanesulfonic acid salt reacts with carbonic acid, is 30-50 DEG C in temperature, reacts 1-2h, obtains 1,3-the third sulphur
Acid；
(3) 1 will obtained, 3-N-morpholinopropanesulfonic acid and ring amine at temperature 70-90 DEG C, water-bath 2-5h, i.e. can get 3-ring
The thick product of amine-1-propane sulfonic acid；
(4) the 3-ring thick product of amine-1-propane sulfonic acid is used molecular distillation technique temperature be 140-150 DEG C, pressure be 13-
266Pa condition is dehydrated；
(5) washing with acetone is used to remove ring amine for 3-7 time, finally with distilled water wash 3-ring amine-1-propane sulfonic acid crude product 3-7
Secondary, use 500ml distilled water every time, obtain refined 3-ring amine-1-propane sulfonic acid.
2. the 3-ring that a kind is processed described in claim 1 amine-1-propanesulfonic acid preparation method, it is characterised in that: described step (1)
Special catalyst is the nano titanic oxide catalyst that rare earth mixes.
3. according to the special catalyst described in claim 2, it is characterised in that: its rare earth mixed is cerium light rare earth.
4. according to the special catalyst described in claim 2, it is characterised in that: its preparation method is: by titanium valve and cerium light rare earth
It is that 10:1 mixes according to weight ratio, the Muffle furnace that temperature is 650 DEG C is calcined 15h, is then dissolved in distilled water,
Water-bath is shaken wherein, with 65 DEG C of concussion mixing 60min, last filtration drying.
5. the 3-ring that a kind is processed described in claim 1 amine-1-propanesulfonic acid preparation method, it is characterised in that: described step (1)
Sulphite and bisulfites are calcium sulfite, calcium bisulfite.
6. the 3-ring that a kind is processed described in claim 1 amine-1-propanesulfonic acid preparation method, it is characterised in that: described step (5)
The volume ratio of the acetone of middle washing with acetone and 3-ring amine-1-propane sulfonic acid crude product is 5:8.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610442348.5A CN106117088A (en) | 2016-06-21 | 2016-06-21 | A kind of 3 rings amine 1 propanesulfonic acid preparation method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610442348.5A CN106117088A (en) | 2016-06-21 | 2016-06-21 | A kind of 3 rings amine 1 propanesulfonic acid preparation method |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN106117088A true CN106117088A (en) | 2016-11-16 |
Family
ID=57470197
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201610442348.5A Pending CN106117088A (en) | 2016-06-21 | 2016-06-21 | A kind of 3 rings amine 1 propanesulfonic acid preparation method |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN106117088A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110156138A (en) * | 2019-06-06 | 2019-08-23 | 辽宁大学 | A method of containing a chloronaphthalene waste water using the degradation of Titanium Dioxide sulphite |
| CN110790687A (en) * | 2019-11-13 | 2020-02-14 | 湖南韵邦生物医药有限公司 | Production method of 3- (cyclohexylamine) -1-propanesulfonic acid |
| CN110885299A (en) * | 2019-12-05 | 2020-03-17 | 湖北吉和昌化工科技有限公司 | Preparation method of 3-cyclohexylamine-1-propanesulfonic acid |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4085134A (en) * | 1974-02-15 | 1978-04-18 | Petrolite Corporation | Amino-phosphonic-sulfonic acids |
| CN101012218A (en) * | 2007-01-23 | 2007-08-08 | 王四新 | Method of synthesizing 1,3-propane sultone |
-
2016
- 2016-06-21 CN CN201610442348.5A patent/CN106117088A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4085134A (en) * | 1974-02-15 | 1978-04-18 | Petrolite Corporation | Amino-phosphonic-sulfonic acids |
| CN101012218A (en) * | 2007-01-23 | 2007-08-08 | 王四新 | Method of synthesizing 1,3-propane sultone |
Non-Patent Citations (1)
| Title |
|---|
| 张金生 等: "1,3-丙磺酸内酯合成工艺的研究", 《化工文摘》 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110156138A (en) * | 2019-06-06 | 2019-08-23 | 辽宁大学 | A method of containing a chloronaphthalene waste water using the degradation of Titanium Dioxide sulphite |
| CN110790687A (en) * | 2019-11-13 | 2020-02-14 | 湖南韵邦生物医药有限公司 | Production method of 3- (cyclohexylamine) -1-propanesulfonic acid |
| CN110885299A (en) * | 2019-12-05 | 2020-03-17 | 湖北吉和昌化工科技有限公司 | Preparation method of 3-cyclohexylamine-1-propanesulfonic acid |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN106117088A (en) | A kind of 3 rings amine 1 propanesulfonic acid preparation method | |
| CN106834688B (en) | A kind of production method of LITHIUM BATTERY vanadium oxide | |
| CN102643215B (en) | Preparation method of carbodiimide | |
| CN106672995B (en) | A kind of Modified Zeolite Y and preparation method thereof | |
| CN105478133A (en) | Low-cost SCR denitration catalyst and preparation method thereof | |
| CN105271413A (en) | Method for extracting tungsten from phosphotungstic acid/phosphotungstate solution | |
| CN106467315B (en) | One pot of precipitation method prepares Ce0.8Sm0.2O1.9‑La1‑xSrxFe1‑yCoyO3‑δThe method of superfine powder | |
| CN107287651A (en) | A kind of method for preparing alkali formula magnesium borate crystal whisker | |
| CN107447256A (en) | A kind of method for preparing alkali formula magnesium iodide whisker | |
| CN103691574A (en) | Preparation method and application of dolomite inhibitor | |
| CN106187830A (en) | A kind of preparation method of sulfaguanidine | |
| CN103657732B (en) | Preparation method of SO4<2->/TiO2-ZnO mixed crystal solid acid carrier coordination catalyst | |
| CN103012114A (en) | Method of synchronously preparing DL-tartaric acid and DL-potassium hydrogen tartrate | |
| CN109988923A (en) | A kind of tungsten separation method | |
| CN111302981B (en) | Method for preparing taurine | |
| NO20015874L (en) | Process for the preparation of alginate having a high mannuronic acid content | |
| CN106278870A (en) | A kind of preparation method of bismuth potassium citrate | |
| CN108530318A (en) | A kind of method of Adiponitrile | |
| CN102851712B (en) | The preparation method of citric acid gold potassium for gilding | |
| CN109399661A (en) | A kind of preparation method of Fe-SSZ-24 molecular sieve | |
| CN109338122A (en) | A kind of leaching method of heterogenite | |
| CN104672105B (en) | The preparation method of L-3-(3,4-Dimethoxyphenyl)-2-amino-2-methyl propionitrile hydrochlorate | |
| CN110563005A (en) | Process for producing potassium sulfate | |
| CN108940369A (en) | A kind of preparation method and applications of salen Cu (II) catalyst | |
| CN106397124B (en) | A kind of desalination method of saliferous ethylene glycol solution |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20161116 |
|
| RJ01 | Rejection of invention patent application after publication |