CN101343369A - Dialdehyde starch crosslinked chitosan magnetic microsphere and preparation thereof - Google Patents
Dialdehyde starch crosslinked chitosan magnetic microsphere and preparation thereof Download PDFInfo
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- CN101343369A CN101343369A CNA2008100290367A CN200810029036A CN101343369A CN 101343369 A CN101343369 A CN 101343369A CN A2008100290367 A CNA2008100290367 A CN A2008100290367A CN 200810029036 A CN200810029036 A CN 200810029036A CN 101343369 A CN101343369 A CN 101343369A
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Abstract
The invention relates to diadehyde starch cross-linking chitosan magnetic microsphere and the preparation method, and the diadehyde starch cross-linking chitosan magnetic microsphere belongs to the functional macromolecule material. The preparation method comprises the following steps: firstly, the diadehyde starch is prepared; secondly, the diadehyde starch cross-linking magnetic microsphere is prepared; and thirdly, the diadehyde starch cross-linking chitosan magnetic microsphere is prepared. The diadehyde starch cross-linking chitosan magnetic microsphere uses the magnetic microsphere prepared through the cross-linking reaction of the chitosan and the diadehyde starch, the magnetic microsphere has no toxic side effect to the human body. The diadehyde starch cross-linking chitosan magnetic microsphere prepared through the invention is used for the targeting drug carrier, and the diadehyde starch cross-linking chitosan magnetic microsphere contains a large quantity of aldehyde groups, which is convenient for the combination of the amino groups in the drug, thereby enhancing the drug carrying amount, and simultaneously after the drug arrives at the lesion location, which can be easily combined with the proteases in the human body, to fully exert the drug effect.. The diadehyde starch cross-linking chitosan magnetic microsphere and the preparation methodare particularly suitable for the treatment to the tumour.
Description
Technical field
The invention belongs to functional high polymer material field, relate to a kind of dialdehyde starch crosslinked chitosan magnetic microsphere and preparation method thereof.
Background technology
The research of magnetic nano drug polymer carrier microballoon starts from the eighties in 20th century, and it also has surface of good effect, volume effect, magnetic effect, biocompatibility and functional group characteristic except having polymer balling-up well.At aspects such as immobilized enzyme, target administration, cellular segregation, medical science detection and immunoassays, in oncotherapy, have a good application prospect especially.Chitosan is commonly used for materials such as artificial skin and wound dressing because of having biological functions such as good biological activity, biocompatibility, biodegradability.Up to the present, bibliographical information is with Fe
3O
4Particulate is a magnetic nuclear, chitosan and glutaraldehyde, epoxy chloropropane, polyoxyethylene glycol crosslinking reaction are prepared magnetic microsphere, but these glue crosslinking agents itself is exactly the very strong material of toxicity, and is harmful to HUMAN HEALTH, is restricted as medical material.
Dialdehyde starch is as a kind of important chemical material, has advantages such as easy cross-linked graft, bonding force be strong, nontoxic, has been widely used in industrial circles such as food and medicine.Free aldehyde in the dialdehyde starch solution is few, mainly is and C
6Primary hydroxyl group compound formation hemiacetal structure circularizes structure with water molecules, and the pure and mild hemiacetal linkage of this potential semialdehyde is all unstable, is easy to break to form aldehyde radical, can carry out crosslinking reaction with materials such as acid, alcohols, amine, hydrazine classes.The research and development that dialdehyde starch are applied to the magnetic medicine carrier microballoon have important significance for theories and economic benefit, can overcome on the one hand and contain amino medicine and be difficult to immobilized contradiction on magnetic microsphere, this on the other hand magnetic microsphere easily combines with the intravital proteolytic enzyme of people.
Summary of the invention
The objective of the invention is to problem, a kind of dialdehyde starch crosslinked chitosan magnetic microsphere that human body is had no side effect and preparation method thereof is provided at the deficiencies in the prior art and existence.
The present invention is achieved through the following technical solutions.
A kind of preparation method of dialdehyde starch crosslinked chitosan magnetic microsphere comprises the steps:
(1), preparation dialdehyde starch
Adopting this sweet potato starch is raw material, sodium periodate is an oxygenant, tapioca (flour) quality/sodium periodate quality is 1: (0.9-1.4), controlled temperature 40-50 ℃, hydrochloric acid control pH is 2-4, and lucifuge condition lower magnetic force stirred 4-8 hour, centrifuging, distilled water wash to solution is neutral and does not have chlorion and detects, and obtains dialdehyde starch.
(2), preparation dialdehyde starch magnetic microsphere
The dialdehyde starch of preparation is placed in the 500mL round-bottomed flask with dissolved in distilled water, controlled temperature 30-40 ℃, adds 150mL 0.6mol/L Fe
2+And Fe
3+Mixing solutions, drip 2mol/L ammoniacal liquor rapidly to solution light tone darkly, magnetic agitation 30-60 minute, obtain the dialdehyde starch magnetic microsphere.
(3), preparation dialdehyde starch crosslinked chitosan magnetic microsphere
The dialdehyde starch magnetic microsphere reaction solution of preparation is placed ultrasonic disperser, sonic oscillation 30 minutes.With chitosan and 5% acetum of 0.1-0.3g, press 1g (quality): 100～150mL (volume) and mix, be stirred to dissolving fully.Above-mentioned dialdehyde starch magnetic microsphere reaction solution is mixed with chitosan solution, and controlled temperature 50-60 ℃, magnetic agitation crosslinking reaction 10-12 hour makes chitosan and dialdehyde starch that crosslinking reaction fully take place.Centrifugation, distilled water wash, drying is pulverized, and obtains dialdehyde starch crosslinked chitosan magnetic microsphere.
Beneficial effect of the present invention: the present invention uses chitosan and dialdehyde starch crosslinked prepared in reaction magnetic microsphere, and human body is had no side effect.When this magnetic microsphere is used for target medicine carrier,, make it to be easy to the amino combination in the medicine, help improving drug loading, be easy to the intravital proteolytic enzyme combination of people after arriving diseased region simultaneously, give full play to drug effect because of itself containing a large amount of aldehyde radicals.Be specially adapted to tumor treatment.
Embodiment
Below in conjunction with specific embodiment the present invention is done nearly one description that goes on foot, but the present invention's scope required for protection is not limited to the described scope of embodiment.
Embodiment 1
(1), preparation dialdehyde starch
Take by weighing tapioca (flour) 9g, sodium periodate 10g adds the 50mL water dissolution respectively.Sodium periodate solution slowly is added dropwise in the amidin, 40 ℃ of controlled temperature, hydrochloric acid control pH is 2, lucifuge condition lower magnetic force stirred 4 hours, centrifuging, distilled water wash to solution is neutral and does not have chlorion and detects, and obtains dialdehyde starch.
(2), preparation dialdehyde starch magnetic microsphere
The dialdehyde starch of preparation is placed on 100 dissolved in distilled water in the round-bottomed flask of 500mL, is under-40 ℃ of conditions in temperature, adds the mixing solutions (Fe of 150mL 0.6mol/L iron(ic) chloride and iron protochloride
2+: Fe
3+=1: 2), drip 2mol/L ammoniacal liquor rapidly to solution light tone darkly, magnetic agitation 40 minutes obtains the dialdehyde starch magnetic microsphere.
(3), preparation dialdehyde starch crosslinked chitosan magnetic microsphere
The reaction solution of dialdehyde starch magnetic microsphere of preparation is placed ultrasonic disperser, sonic oscillation 30 minutes.The 0.20g chitosan is mixed with 5% acetum 25mL, be stirred to dissolving fully.Above-mentioned dialdehyde starch magnetic microsphere reaction solution is mixed with chitosan solution, is under 50 ℃ of conditions in temperature, and magnetic agitation crosslinking reaction 10 hours makes chitosan and dialdehyde starch that crosslinking reaction fully take place.Centrifugation, distilled water wash, drying is pulverized, and obtains dialdehyde starch crosslinked chitosan magnetic microsphere.
Embodiment 2
(1), preparation dialdehyde starch
Take by weighing tapioca (flour) 10g, sodium periodate 11g adds the 50mL water dissolution respectively.Sodium periodate solution slowly is added dropwise in the amidin, 40 ℃ of controlled temperature, hydrochloric acid control pH is 2, lucifuge condition lower magnetic force stirred 6 hours, centrifuging, distilled water wash is neutral and does not have chlorion up to solution and detects, and obtains dialdehyde starch.
(2), preparation dialdehyde starch magnetic microsphere
The dialdehyde starch of preparation is placed on 100 dissolved in distilled water in the round-bottomed flask of 500mL, is under 40 ℃ of conditions in temperature, adds the mixing solutions (Fe of 150mL 0.6mol/L iron(ic) chloride and iron protochloride
2+: Fe
3+=1: 2), drip 2mol/L ammoniacal liquor rapidly to solution light tone darkly, magnetic agitation 40 minutes obtains the dialdehyde starch magnetic microsphere.
(3), preparation dialdehyde starch crosslinked chitosan magnetic microsphere
The dialdehyde starch magnetic microsphere reaction solution of preparation is placed ultrasonic disperser, sonic oscillation 30 minutes.The 0.20g chitosan is mixed with 5% acetum 25mL, be stirred to dissolving fully.Above-mentioned dialdehyde starch magnetic microsphere reaction solution is mixed with chitosan solution, is under 50 ℃ of conditions in temperature, and magnetic agitation crosslinking reaction 10 hours makes chitosan and dialdehyde starch that crosslinking reaction fully take place.Centrifugation, distilled water wash, drying is pulverized, and obtains dialdehyde starch crosslinked chitosan magnetic microsphere.
Embodiment 3
(1), preparation dialdehyde starch
Take by weighing tapioca (flour) 11g, sodium periodate 14g adds the 50mL water dissolution respectively.Sodium periodate solution slowly is added dropwise in the amidin, 40 ℃ of controlled temperature, hydrochloric acid control pH is 2, lucifuge condition lower magnetic force stirred 8 hours, centrifuging, distilled water wash is neutral and does not have chlorion up to solution and detects, and obtains dialdehyde starch.
(2), preparation dialdehyde starch magnetic microsphere
The dialdehyde starch of preparation is placed on 100 dissolved in distilled water in the round-bottomed flask of 500mL, is under 40 ℃ of conditions in temperature, adds the mixing solutions (Fe of 150mL 0.6mol/L iron(ic) chloride and iron protochloride
2+: Fe
3+=1: 2), drip 2mol/L ammoniacal liquor rapidly to solution light tone darkly, magnetic agitation 40 minutes obtains the dialdehyde starch magnetic microsphere.
(3), preparation dialdehyde starch crosslinked chitosan magnetic microsphere
The reaction solution of dialdehyde starch magnetic microsphere of preparation is placed ultrasonic disperser, sonic oscillation 30 minutes.The 0.20g chitosan is mixed with 5% acetum 25mL, be stirred to dissolving fully.Above-mentioned dialdehyde starch magnetic microsphere reaction solution is mixed with chitosan solution, is under 50 ℃ of conditions in temperature, and magnetic agitation crosslinking reaction 10 hours makes chitosan and dialdehyde starch that crosslinking reaction fully take place.Centrifugation, distilled water wash, drying is pulverized, and obtains dialdehyde starch crosslinked chitosan magnetic microsphere.
Embodiment 4
(1), preparation dialdehyde starch
Take by weighing tapioca (flour) 10g, sodium periodate 11g adds the 50mL water dissolution respectively.Sodium periodate solution slowly is added dropwise in the amidin, 40 ℃ of controlled temperature, hydrochloric acid control pH is 2, lucifuge condition lower magnetic force stirred 6 hours, centrifuging, distilled water wash is neutral and does not have chlorion up to solution and detects, and obtains dialdehyde starch.
(2), preparation dialdehyde starch magnetic microsphere
The dialdehyde starch of preparation is placed on 100 dissolved in distilled water in the round-bottomed flask of 500mL, is under 40 ℃ of conditions in temperature, adds the mixing solutions (Fe of 150mL 0.6mol/L iron(ic) chloride and iron protochloride
2+: Fe
3+=1: 2), drip 2mol/L ammoniacal liquor rapidly to solution light tone darkly, magnetic agitation 40 minutes obtains the dialdehyde starch magnetic microsphere.
(3), preparation dialdehyde starch crosslinked chitosan magnetic microsphere
The dialdehyde starch magnetic microsphere reaction solution of preparation is placed ultrasonic disperser, sonic oscillation 30 minutes.The 0.15g chitosan is mixed with 5% acetum 20mL, be stirred to dissolving fully.Above-mentioned dialdehyde starch magnetic microsphere reaction solution is mixed with chitosan solution, is under 50 ℃ of conditions in temperature, and magnetic agitation crosslinking reaction 10 hours makes chitosan and dialdehyde starch that crosslinking reaction fully take place.Centrifugation, distilled water wash, drying is pulverized, and obtains dialdehyde starch crosslinked chitosan magnetic microsphere.
Embodiment 5
(1), preparation dialdehyde starch
Take by weighing tapioca (flour) 10g, sodium periodate 11g adds the 50mL water dissolution respectively.Sodium periodate solution slowly is added dropwise in the amidin, 40 ℃ of controlled temperature, hydrochloric acid control pH is 2, lucifuge condition lower magnetic force stirred 6 hours, centrifuging, distilled water wash is neutral and does not have chlorion up to solution and detects, and obtains dialdehyde starch.
(2), preparation dialdehyde starch magnetic microsphere
The dialdehyde starch of preparation is placed on 100 dissolved in distilled water in the round-bottomed flask of 500mL, is under 40 ℃ of conditions in temperature, adds the mixing solutions (Fe of 150mL 0.6mol/L iron(ic) chloride and iron protochloride
2+: Fe
3+=1: 2), drip 2mol/L ammoniacal liquor rapidly to solution light tone darkly, magnetic agitation 40 minutes obtains the dialdehyde starch magnetic microsphere.
(3), preparation dialdehyde starch crosslinked chitosan magnetic microsphere
The dialdehyde starch magnetic microsphere reaction solution of preparation is placed ultrasonic disperser, sonic oscillation 30 minutes.The 0.25g chitosan is mixed with 5% acetum 30mL, be stirred to dissolving fully.Above-mentioned dialdehyde starch magnetic microsphere reaction solution is mixed with chitosan solution, is under 50 ℃ of conditions in temperature, and magnetic agitation crosslinking reaction 12 hours makes chitosan and dialdehyde starch that crosslinking reaction fully take place.Centrifugation, distilled water wash, drying is pulverized, and obtains dialdehyde starch crosslinked chitosan magnetic microsphere.
The method of the invention adopts IR, XRD, means such as SEM, TG that prepared dialdehyde starch crosslinked chitosan magnetic microsphere is characterized, and determines that its chemical structure is the core-shell type structure.The fundamental property of dialdehyde starch crosslinked chitosan magnetic microsphere: the particle average particle diameter is about 156nm, and is evenly distributed, and susceptibility is greater than 9.87 * 10
-5Cm
3/ g has superparamagnetism.
Claims (2)
1, a kind of dialdehyde starch crosslinked chitosan magnetic microsphere and preparation method thereof is characterized in that comprising the steps:
(1), preparation dialdehyde starch
The employing tapioca (flour) is a raw material, sodium periodate is an oxygenant, tapioca (flour) quality/sodium periodate quality is 1: (0.9-1.4), controlled temperature 40-50 ℃, hydrochloric acid control pH is 2-4, and lucifuge condition lower magnetic force stirred 4-8 hour, centrifuging, distilled water wash to solution is neutral and does not have chlorion and detects, and obtains dialdehyde starch;
(2), preparation dialdehyde starch magnetic microsphere
The dialdehyde starch of preparation is placed in the 500mL round-bottomed flask with dissolved in distilled water, controlled temperature 30-40 ℃, adds 150mL 0.6mol/L Fe
2+And Fe
3+Mixing solutions, drip 2mol/L ammoniacal liquor rapidly to solution light tone darkly, magnetic agitation 30-60 minute, obtain the dialdehyde starch magnetic microsphere;
(3), preparation dialdehyde starch crosslinked chitosan magnetic microsphere
The dialdehyde starch magnetic microsphere reaction solution of preparation is placed ultrasonic disperser, sonic oscillation 30 minutes.With chitosan and 5% acetum of 0.1-0.3g, press 1g (quality): 100～150mL (volume) and mix, be stirred to dissolving fully; Above-mentioned dialdehyde starch magnetic microsphere reaction solution is mixed with chitosan solution, and controlled temperature 50-60 ℃, magnetic agitation crosslinking reaction 10-12 hour makes chitosan and dialdehyde starch that crosslinking reaction fully take place; Centrifugation, distilled water wash, drying is pulverized, and obtains dialdehyde starch crosslinked chitosan magnetic microsphere.
2, a kind of dialdehyde starch crosslinked chitosan magnetic microsphere according to claim 1 and preparation method thereof is characterized in that, control Fe in the described step (2)
2+: Fe
3+Mol ratio 1: (1-3).
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|---|---|---|---|
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| CN102335575A (en) * | 2010-07-14 | 2012-02-01 | 中国科学院化学研究所 | Layer-by-layer assembled microcapsule and its preparation method |
| CN102964607A (en) * | 2012-10-31 | 2013-03-13 | 中科院广州化学有限公司 | Metal ion / starch aggregate and preparation method thereof |
| CN103030701A (en) * | 2012-12-05 | 2013-04-10 | 深圳先进技术研究院 | Preparation method of modified starch crosslinking agent |
| CN103289135A (en) * | 2013-06-20 | 2013-09-11 | 上海应用技术学院 | Starch microsphere and preparation method thereof |
| CN103709267A (en) * | 2013-11-28 | 2014-04-09 | 江南大学 | Preparation method of dialdehyde carboxymethyl chitosan |
| CN107586461A (en) * | 2017-09-13 | 2018-01-16 | 广西大学 | A kind of preparation method of formaldehydeless flame retardant type fiberboard |
| CN107988198A (en) * | 2018-01-14 | 2018-05-04 | 浙江工商大学 | Magnetic flexible carrier Fe3O4The preparation method and applications of-PDA-DAS |
| CN108162127A (en) * | 2017-11-23 | 2018-06-15 | 湖北工业大学 | A kind of method that formaldehyde-free straw fiber board is prepared using dialdehyde starch crosslinked agricultural crop straw |
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| CN102335575B (en) * | 2010-07-14 | 2015-09-16 | 中国科学院化学研究所 | Microcapsules of a kind of layer assembly and preparation method thereof |
| CN102335575A (en) * | 2010-07-14 | 2012-02-01 | 中国科学院化学研究所 | Layer-by-layer assembled microcapsule and its preparation method |
| CN102964607A (en) * | 2012-10-31 | 2013-03-13 | 中科院广州化学有限公司 | Metal ion / starch aggregate and preparation method thereof |
| CN102964607B (en) * | 2012-10-31 | 2014-07-30 | 中科院广州化学有限公司 | Metal ion / starch aggregate and preparation method thereof |
| CN103030701A (en) * | 2012-12-05 | 2013-04-10 | 深圳先进技术研究院 | Preparation method of modified starch crosslinking agent |
| CN103030701B (en) * | 2012-12-05 | 2015-07-08 | 深圳先进技术研究院 | Preparation method of modified starch crosslinking agent |
| CN103289135A (en) * | 2013-06-20 | 2013-09-11 | 上海应用技术学院 | Starch microsphere and preparation method thereof |
| CN103289135B (en) * | 2013-06-20 | 2015-07-22 | 上海应用技术学院 | Starch microsphere and preparation method thereof |
| CN103709267A (en) * | 2013-11-28 | 2014-04-09 | 江南大学 | Preparation method of dialdehyde carboxymethyl chitosan |
| CN107586461A (en) * | 2017-09-13 | 2018-01-16 | 广西大学 | A kind of preparation method of formaldehydeless flame retardant type fiberboard |
| CN108162127A (en) * | 2017-11-23 | 2018-06-15 | 湖北工业大学 | A kind of method that formaldehyde-free straw fiber board is prepared using dialdehyde starch crosslinked agricultural crop straw |
| CN107988198A (en) * | 2018-01-14 | 2018-05-04 | 浙江工商大学 | Magnetic flexible carrier Fe3O4The preparation method and applications of-PDA-DAS |
| CN107988198B (en) * | 2018-01-14 | 2020-10-30 | 浙江工商大学 | Magnetically flexible carrier Fe3O4Preparation method and application of PDA-DAS |
| CN108273069A (en) * | 2018-01-15 | 2018-07-13 | 湖北省中医院 | A kind of preparation method of beta-glucosidase conjugated magnetic nano-particle |
| CN108273069B (en) * | 2018-01-15 | 2023-09-05 | 湖北省中医院 | Preparation method of beta-glucosidase coupled magnetic nano particles |
| CN108619555A (en) * | 2018-06-19 | 2018-10-09 | 佛山皖阳生物科技有限公司 | A kind of preparation method of organic/inorganic compound hemostatic material |
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