CN102887958A - Preparation method of hydroxyethyl starch - Google Patents
Preparation method of hydroxyethyl starch Download PDFInfo
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- CN102887958A CN102887958A CN2011102020843A CN201110202084A CN102887958A CN 102887958 A CN102887958 A CN 102887958A CN 2011102020843 A CN2011102020843 A CN 2011102020843A CN 201110202084 A CN201110202084 A CN 201110202084A CN 102887958 A CN102887958 A CN 102887958A
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Abstract
The invention provides a preparation method of hydroxyethyl starch and is characterized in that the preparation method comprises the following steps of: adding a water solution into a reactor, pouring starch with stirring, adding sodium hydroxide or sodium carbonate, stirring and reacting at 30-50 DEG C, filtering to obtain alkaline activated starch for later use; adding an ethanol solution into the reactor, pouring the alkaline activated starch and sodium hydroxide, evenly stirring, sealing the reactor, vacuumizing, adding epoxy ethane, stirring, and filtering to obtain hydroxyethyl starch. By the adoption of the method, the amount of alkali during hydroxyethylation can be reduced, and even the alkali can not be added. Therefore, intensity of the reaction and side reaction are greatly reduced, the reaction condition is mild, and the quality is better controlled.
Description
Technical field
The present invention relates to a kind of preparation method, particularly a kind of preparation method of hydroxyethylamyle belongs to the medical biotechnology field.
Background technology
Hydroxyethylamyle (hydroxyethyl starch, HES) can be used for different fields, such as papermaking, stamp, size mixing etc., is used for clinically Q volume of blood and expands, and become clinically irreplaceable part.The synthetic method of hydroxyethylamyle is many, be generally solution rheological problem, mostly adopt and first starch material is hydrolyzed the to a certain degree rear hydroxyethylation that under alkaline condition, carries out, in fact this reactive mode has destroyed the structure of starch, also changed the composition of raw starch, such as the composition of side chain and amylose starch, make the inhomogeneous and a lot of side reactions of meeting generation under this reaction conditions of reaction, thus bad control quality product; Another kind of mode is directly to drop into raw material, but the natural structure of this mode starch becomes dyssynthesis, carry out under very violent condition, the bad control of condition, and quality product is also uncontrollable; Another mode is to react behind gelatinization or the gelling starches, and this mode has not only been destroyed starch structure, and the bad control of reaction stream sex change, and the simultaneous reactions by product is also more.
Summary of the invention
The object of the invention is to disclose a kind of preparation method of hydroxyethylamyle.
The present invention seeks to be achieved through the following technical solutions:
The preparation method of hydroxyethylamyle of the present invention comprises the steps:
A, the alkaline active starch of preparation
In reactor, add the aqueous solution 30～50 parts by volume, stir lower starch 5～15 weight parts that drop into, filtration after 30～50 ℃ of Water Unders are washed; Get 20～40 parts by volume water and add reactor, then add the starch after washing, stir lower sodium hydroxide or yellow soda ash 0.05～0.15 weight part of adding, stirring reaction filtered after 60～150 minutes under 30～50 ℃ of conditions, got alkaline active starch;
B, preparation hydroxyethylamyle
In reactor, add 85%～95% ethanolic soln, 20～40 parts by volume, stir after dropping into the sodium hydroxide of alkaline active starch 10～15 weight parts and 0～0.15 weight part, reactor is airtight, vacuumize, add oxyethane 1.7～2.5 weight parts, 30～50 ℃ of stirring reactions 18～23 hours filter, and get hydroxyethylamyle.
The preparation method of hydroxyethylamyle of the present invention is preferably following steps:
A, the alkaline active starch of preparation
In reactor, add the aqueous solution 40 parts by volume, stir lower starch 10 weight parts that drop into, filtration after 40 ℃ of Water Unders are washed; Get 30 parts by volume water and add reactor, then add the starch after washing, stir lower sodium hydroxide or yellow soda ash 0.10 weight part of adding, filter after 90 minutes at 40 ℃ of condition stirring reactions, get alkaline active starch;
B, preparation hydroxyethylamyle
In reactor, add 90% ethanolic soln, 30 parts by volume, stir after dropping into alkaline active starch 10 weight parts, reactor is airtight, vacuumize, add oxyethane 2.1 weight parts, 40 ℃ of stirring reactions 21 hours filter, and namely get hydroxyethylamyle.
The preparation method of hydroxyethylamyle of the present invention can also be preferably following steps:
A, the alkaline active starch of preparation
In reactor, add the aqueous solution 35 parts by volume, stir lower starch 12 weight parts that drop into, filtration after 45 ℃ of Water Unders are washed; Add 27 parts by volume water and add reactor, then add the starch after washing, stir lower add sodium hydroxide or yellow soda ash 0.05 weight part, filter after 30 minutes at 40 ℃ of condition stirring reactions, get the starch after the above-mentioned washing, stir lower adding sodium hydroxide or yellow soda ash 0.10 weight part, filter after 120 minutes at 40 ℃ of condition stirring reactions, get alkaline active starch;
B, preparation hydroxyethylamyle
Add in reactor, 85% ethanolic soln, 25 parts by volume stir after dropping into the sodium hydroxide of alkaline active starch 10 weight parts and 0.05 weight part, reactor is airtight, vacuumize, add oxyethane 1.8 weight parts, 45 ℃ of stirring reactions 18 hours filter, and get hydroxyethylamyle.
The preparation method of hydroxyethylamyle of the present invention can also be preferably following steps:
A, the alkaline active starch of preparation
In reactor, add the aqueous solution 45 parts by volume, stir lower starch 8 weight parts that drop into, filtration after 35 ℃ of Water Unders are washed; Get 35 parts by volume water and add reactor, then add the starch after washing, stir lower adding sodium hydroxide or yellow soda ash 0.12 weight part, filter after 110 minutes at 45 ℃ of condition stirring reactions, get alkaline active starch;
B, preparation hydroxyethylamyle
In reactor, add 87% ethanolic soln, 35 parts by volume, stir after dropping into the sodium hydroxide of alkaline active starch 15 weight parts and 0.10 weight part, reactor is airtight, vacuumize, add oxyethane 3.4 weight parts, 35 ℃ of stirring reactions 23 hours, filter, namely get hydroxyethylamyle.
Weight part among the invention described above pharmaceutical composition preparation method and the pass of parts by volume are the relation of g/ml.
The hydroxyethylamyle of the inventive method preparation can be by being hydrolyzed to get the hydroxyethylamyle of different molecular weight; Ethanol is substituted by methyl alcohol or propyl alcohol in the preparation method B step of hydroxyethylamyle of the present invention; Everyly under inventive concept instructs, do any flexible behavior, as in this step, adding the salt inhibitor, or change some parameter, all within protection domain of the present invention.
Hydroxyethylamyle preparation method of the present invention can reduce the charging capacity of alkali when hydroxyethylation, does not even drop into alkali, greatly reduces like this severe degree of reaction and the generation of side reaction, makes condition very gentle, better quality control.Following experimental example and embodiment are used for further specifying but are not limited to the present invention.
Experimental example one: contrast experiment
*The inventive method is seen embodiment one.
*Direct feeding method: 1. 30g starch is put into and be added with in the 200ml water, then add 0.3g sodium hydroxide, stir and be warming up to 95 ℃, make gelation, then be cooled to below 10 ℃, add oxyethane 6.8g.Stirring is warming up to 40 ℃, keeps 21 hours.2. regulate pH1.0 with hydrochloric acid,, with the sodium hydroxide neutralization, filter and get final product again after 4 hours 80 ℃ of hydrolysis.
* *First hydroxyethylation method after the hydrolysis: 1. 30g starch is put into and be added with in the 150ml water, regulate pH1.0 with hydrochloric acid, 80 ℃ of hydrolysis after 4 hours, with the sodium hydroxide neutralization, 2. then add 0.5g sodium hydroxide, stirring and dissolving again, be cooled to below 10 ℃, add oxyethane 6.8g.Stirring is warming up to 40 ℃, keeps 23 hours.Filter and get final product.
Table one: contrast and experiment (by the calculating that feeds intake of 30g starch)
Conclusion: hydroxyethylamyle preparation method reaction conditions of the present invention is gentle, and side reaction is low, better quality control.
Following embodiment all can realize the effect of above-mentioned experimental example.
Embodiment
Embodiment one:
A, the alkaline active starch of preparation
In reactor, add aqueous solution 40ml, stir the lower starch 10g that drops into, under 40 ℃ of conditions, filter behind the washing starch, get 30ml water in reactor, add the starch after washing, stir the lower sodium hydroxide 0.10g that adds, filter after 90 minutes at 40 ℃ of condition stirring reactions, namely get alkaline active starch;
B, preparation hydroxyethylamyle
In reactor, add 90% ethanolic soln 30ml, stir after dropping into alkaline active starch 10g, reactor is airtight, vacuumize, add oxyethane 2.1g, 40 ℃ of stirring reactions 21 hours filter, and namely get hydroxyethylamyle.
Embodiment two:
A, the alkaline active starch of preparation
In reactor, add aqueous solution 35ml, stir lower input starch 12g, under 45 ℃ of conditions, filter behind the washing starch, add 27ml water in reactor, add the starch after washing, stir the lower yellow soda ash 0.05g that adds, filter after 30 minutes at 40 ℃ of condition stirring reactions, add again above-mentioned starch, stir lower adding yellow soda ash 0.10g, filter after 120 minutes at 40 ℃ of condition stirring reactions, namely get alkaline active starch;
B, preparation hydroxyethylamyle
Add in reactor, 85% methanol solution 25ml stirs after dropping into the sodium hydroxide of alkaline active starch 10g and 0.05g, and reactor is airtight, vacuumizes, and adds oxyethane 1.8g, and 45 ℃ of stirring reactions 18 hours filter, and namely get hydroxyethylamyle;
The hydroxyethylamyle that makes is made into 20% concentration, regulates PH to 1.5, reaction is 5 hours under 60 ℃ of conditions, makes the hydroxyethylamyle of molecular weight 200KD.
Embodiment three:
A, the alkaline active starch of preparation
In reactor, add aqueous solution 45ml, stir the lower starch 8g that drops into, under 35 ℃ of conditions, filter behind the washing starch, get 35ml water in reactor, add the starch after washing, stir the lower sodium hydroxide 0.12g that adds, filter after 110 minutes at 45 ℃ of condition stirring reactions, namely get alkaline active starch;
B, preparation hydroxyethylamyle
In reactor, add 87% ethanolic soln 35ml, stir after dropping into the sodium hydroxide of alkaline active starch 15g and 0.10g, reactor is airtight, vacuumize, add oxyethane 3.4g, 35 ℃ of stirring reactions 23 hours filter, and namely get hydroxyethylamyle;
The hydroxyethylamyle that makes is made into 25% concentration, regulates PH to 1.0, reaction is 4 hours under 60 ℃ of conditions, makes the hydroxyethylamyle of molecular weight 130KD.
Embodiment four:
A, the alkaline active starch of preparation
In reactor, add aqueous solution 40ml, stir lower input starch 8g, under 42 ℃ of conditions, filter behind the washing starch, add again the above-mentioned starch of 30ml, stir the lower sodium hydroxide 0.15g that adds, stirring reaction filtered after 100 minutes under 50 ℃ of conditions, namely got alkaline active starch;
B, preparation hydroxyethylamyle
In reactor, add ethanolic soln 25ml, stir after dropping into the active starch of 14g alkalescence, contain the sodium hydroxide solution of 0.1g in adding after, reactor is airtight, vacuumize, add oxyethane 2.0g, 40 ℃ of stirring reactions 19 hours filter, and namely get hydroxyethylamyle.
The hydroxyethylamyle that makes is made into 10% concentration, regulates PH to 1.0, reaction is 2 hours under 60 ℃ of conditions, makes the hydroxyethylamyle of molecular weight 110KD.
Embodiment five:
A, the alkaline active starch of preparation
In reactor, add aqueous solution 28ml, stir lower input starch 11g, under 38 ℃ of conditions, filter behind the washing starch, get 22ml water in reactor, add the starch after washing, stir lower adding yellow soda ash 0.14g, filter after 120 minutes at 48 ℃ of condition stirring reactions, namely get alkaline active starch;
B, preparation hydroxyethylamyle
In reactor, add 90% acetone soln 36ml, stir after dropping into alkaline active starch 12g, reactor is airtight, vacuumize, add oxyethane 2.0g, 40 ℃ of stirring reactions 22 hours filter, and namely get hydroxyethylamyle; The hydroxyethylamyle that makes is made into 20% concentration, regulates PH to 1.0, reaction is 3 hours under 70 ℃ of conditions, makes the hydroxyethylamyle of molecular weight 480KD.
Claims (6)
1. the preparation method of a hydroxyethylamyle is characterized in that this hydroxyethylamyle preparation method comprises the steps:
A, the alkaline active starch of preparation
In reactor, add the aqueous solution 30～50 parts by volume, stir lower starch 5～15 weight parts that drop into, filtration after 30～50 ℃ of Water Unders are washed; In reactor, add 20～40 parts by volume water, then add the starch after washing, stir lower sodium hydroxide or yellow soda ash 0.05～0.15 weight part of adding, filter after 60～150 minutes at 30～50 ℃ of condition stirring reactions, namely get alkaline active starch;
B, preparation hydroxyethylamyle
In reactor, add 85%～95% ethanolic soln, 20～40 parts by volume, stir after dropping into the sodium hydroxide of alkaline active starch 10～15 weight parts and 0～0.15 weight part, reactor is airtight, vacuumize, add oxyethane 1.7～2.5 weight parts, 30～50 ℃ of stirring reactions 18～23 hours filter, and namely get hydroxyethylamyle.
2. the preparation method of hydroxyethylamyle as claimed in claim 1 is characterized in that this hydroxyethylamyle preparation method comprises the steps:
A, the alkaline active starch of preparation
In reactor, add the aqueous solution 40 parts by volume, stir lower starch 10 weight parts that drop into, after washing, filter 40 ℃ of Water Unders, in reactor, add 30 parts by volume water, then add the starch after washing, stir lower adding sodium hydroxide or yellow soda ash 0.10 weight part, filter after 90 minutes at 40 ℃ of condition stirring reactions, namely get alkaline active starch;
B, preparation hydroxyethylamyle
In reactor, add 90% ethanolic soln, 30 parts by volume, stir after dropping into alkaline active starch 10 weight parts, reactor is airtight, vacuumize, add oxyethane 2.1 weight parts, 40 ℃ of stirring reactions 21 hours filter, and namely get hydroxyethylamyle.
3. the preparation method of hydroxyethylamyle as claimed in claim 1 is characterized in that this hydroxyethylamyle preparation method comprises the steps:
A, the alkaline active starch of preparation
In reactor, add the aqueous solution 35 parts by volume, stir lower starch 12 weight parts that drop into, filtration after 45 ℃ of Water Unders are washed; In reactor, add 27 parts by volume water, then add the starch after the above-mentioned washing, stir lower add sodium hydroxide or yellow soda ash 0.05 weight part, filter after 30 minutes at 40 ℃ of condition stirring reactions, add again above-mentioned starch, stir lower adding sodium hydroxide or yellow soda ash 0.10 weight part, filter after 120 minutes at 40 ℃ of condition stirring reactions, namely get alkaline active starch;
B, preparation hydroxyethylamyle
Add in reactor, 85% ethanolic soln, 25 parts by volume stir after dropping into the sodium hydroxide of alkaline active starch 10 weight parts and 0.05 weight part, reactor is airtight, vacuumize, add oxyethane 1.8 weight parts, 45 ℃ of stirring reactions 18 hours filter, and namely get hydroxyethylamyle.
4. the preparation method of hydroxyethylamyle as claimed in claim 1 is characterized in that this hydroxyethylamyle preparation method comprises the steps:
A, the alkaline active starch of preparation
In reactor, add the aqueous solution 45 parts by volume, stir lower starch 8 weight parts that drop into, after washing, filter 35 ℃ of Water Unders, in reactor, add 35 parts by volume water, then add the starch after the above-mentioned washing, stir lower adding sodium hydroxide or yellow soda ash 0.12 weight part, filter after 110 minutes at 45 ℃ of condition stirring reactions, namely get alkaline active starch;
B, preparation hydroxyethylamyle
In reactor, add 87% ethanolic soln, 35 parts by volume, stir after dropping into the sodium hydroxide of alkaline active starch 15 weight parts and 0.10 weight part, reactor is airtight, vacuumize, add oxyethane 3.4 weight parts, 35 ℃ of stirring reactions 23 hours, filter, namely get hydroxyethylamyle.
5. such as the preparation method of the arbitrary described hydroxyethylamyle of claim 1-4, it is characterized in that ethanol is substituted by methyl alcohol or propyl alcohol in the preparation method B step.
6. such as the preparation method of the arbitrary described hydroxyethylamyle of claim 1-4, it is characterized in that hydroxyethylamyle is by being hydrolyzed to get the hydroxyethylamyle of different molecular weight.
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| CN201110202084.3A CN102887958B (en) | 2011-07-19 | 2011-07-19 | Preparation method of hydroxyethyl starch |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105777920A (en) * | 2016-05-19 | 2016-07-20 | 郑桂富 | Method for preparing hydroxyethyl starch 200/0.5 |
| CN109810199A (en) * | 2018-12-28 | 2019-05-28 | 东莞建泰生物科技有限公司 | A kind of preprocess method and system of starch size |
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| DE2700011A1 (en) * | 1977-01-03 | 1978-07-06 | Hideo Omoto | Prodn. of hydroxyethyl starch for use as plasma substitute - from waxy starch by reaction with ethylene oxide then controlled acid hydrolysis |
| JPS5469193A (en) * | 1977-11-14 | 1979-06-02 | Kyorin Seiyaku Kk | Method of making hydroxylethyl starch |
| US6015700A (en) * | 1997-06-13 | 2000-01-18 | Mayo Foundation For Medical Education And Research | Cdc2 protein kinase from pneumocystis carinii |
| CN1926155A (en) * | 2004-03-01 | 2007-03-07 | B·布朗·梅尔松根有限公司 | Hydroxyethyl starch |
| CN101402690A (en) * | 2008-09-27 | 2009-04-08 | 杭州民生药业集团有限公司 | Method for preparation of hydroxyethyl starch |
| CN101775076A (en) * | 2010-02-25 | 2010-07-14 | 成都青山利康药业有限公司 | Method for preparing hydroxyethyl starch |
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Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
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| US4016354A (en) * | 1974-10-07 | 1977-04-05 | The United States Of America As Represented By The Secretary Of The Navy | Preparation of pharmacologically active hydroxyalkyl starch |
| DE2700011A1 (en) * | 1977-01-03 | 1978-07-06 | Hideo Omoto | Prodn. of hydroxyethyl starch for use as plasma substitute - from waxy starch by reaction with ethylene oxide then controlled acid hydrolysis |
| JPS5469193A (en) * | 1977-11-14 | 1979-06-02 | Kyorin Seiyaku Kk | Method of making hydroxylethyl starch |
| US6015700A (en) * | 1997-06-13 | 2000-01-18 | Mayo Foundation For Medical Education And Research | Cdc2 protein kinase from pneumocystis carinii |
| CN1926155A (en) * | 2004-03-01 | 2007-03-07 | B·布朗·梅尔松根有限公司 | Hydroxyethyl starch |
| CN101402690A (en) * | 2008-09-27 | 2009-04-08 | 杭州民生药业集团有限公司 | Method for preparation of hydroxyethyl starch |
| CN101775076A (en) * | 2010-02-25 | 2010-07-14 | 成都青山利康药业有限公司 | Method for preparing hydroxyethyl starch |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105777920A (en) * | 2016-05-19 | 2016-07-20 | 郑桂富 | Method for preparing hydroxyethyl starch 200/0.5 |
| CN109810199A (en) * | 2018-12-28 | 2019-05-28 | 东莞建泰生物科技有限公司 | A kind of preprocess method and system of starch size |
| CN109810199B (en) * | 2018-12-28 | 2021-04-06 | 东莞建泰生物科技有限公司 | Pretreatment method and system of starch slurry |
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