CN101914226B - Method for preparing chitosan/attapulgite composite material for medicament sustained release - Google Patents
Method for preparing chitosan/attapulgite composite material for medicament sustained release Download PDFInfo
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- CN101914226B CN101914226B CN201010251789.XA CN201010251789A CN101914226B CN 101914226 B CN101914226 B CN 101914226B CN 201010251789 A CN201010251789 A CN 201010251789A CN 101914226 B CN101914226 B CN 101914226B
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- 229920001661 Chitosan Polymers 0.000 title claims abstract description 46
- 239000002131 composite material Substances 0.000 title claims abstract description 31
- 239000003814 drug Substances 0.000 title claims abstract description 16
- 229960000892 attapulgite Drugs 0.000 title claims abstract description 14
- 229910052625 palygorskite Inorganic materials 0.000 title claims abstract description 14
- 238000000034 method Methods 0.000 title claims abstract description 9
- 238000013268 sustained release Methods 0.000 title abstract description 7
- 239000012730 sustained-release form Substances 0.000 title abstract description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract description 26
- 238000004132 cross linking Methods 0.000 claims abstract description 26
- 239000000463 material Substances 0.000 claims abstract description 23
- 239000000725 suspension Substances 0.000 claims abstract description 19
- 239000002002 slurry Substances 0.000 claims abstract description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 11
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims abstract description 9
- 238000005406 washing Methods 0.000 claims abstract description 9
- 238000001291 vacuum drying Methods 0.000 claims abstract description 8
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 3
- 239000002689 soil Substances 0.000 claims description 32
- 239000000203 mixture Substances 0.000 claims description 17
- 150000001875 compounds Chemical class 0.000 claims description 13
- 238000002360 preparation method Methods 0.000 claims description 13
- 229940079593 drug Drugs 0.000 claims description 10
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 claims description 8
- 239000008367 deionised water Substances 0.000 claims description 8
- 229910021641 deionized water Inorganic materials 0.000 claims description 8
- 230000006196 deacetylation Effects 0.000 claims description 7
- 238000003381 deacetylation reaction Methods 0.000 claims description 7
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 238000000967 suction filtration Methods 0.000 claims description 4
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 claims description 4
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 claims description 4
- 235000012141 vanillin Nutrition 0.000 claims description 4
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 claims description 3
- 238000011068 loading method Methods 0.000 claims description 3
- 230000004048 modification Effects 0.000 claims description 3
- 238000012986 modification Methods 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 claims description 2
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims description 2
- 238000005215 recombination Methods 0.000 claims description 2
- 230000006798 recombination Effects 0.000 claims description 2
- 238000000926 separation method Methods 0.000 abstract description 4
- 239000002994 raw material Substances 0.000 abstract description 2
- 239000007939 sustained release tablet Substances 0.000 abstract description 2
- 239000000243 solution Substances 0.000 abstract 4
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 238000013329 compounding Methods 0.000 abstract 1
- 230000007547 defect Effects 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 230000007935 neutral effect Effects 0.000 abstract 1
- 238000002791 soaking Methods 0.000 abstract 1
- 239000002699 waste material Substances 0.000 abstract 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
- 238000003756 stirring Methods 0.000 description 10
- 239000004927 clay Substances 0.000 description 5
- 238000011160 research Methods 0.000 description 3
- 238000010792 warming Methods 0.000 description 3
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 2
- 229920002101 Chitin Polymers 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 230000008961 swelling Effects 0.000 description 2
- LVHOHZHTZXRVRJ-CMDGGOBGSA-N (e)-3-(3-methoxyphenyl)-n-(3,4,5-trimethoxyphenyl)prop-2-enamide Chemical compound COC1=CC=CC(\C=C\C(=O)NC=2C=C(OC)C(OC)=C(OC)C=2)=C1 LVHOHZHTZXRVRJ-CMDGGOBGSA-N 0.000 description 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000002929 anti-fatigue Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 238000013270 controlled release Methods 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 229920006237 degradable polymer Polymers 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000012377 drug delivery Methods 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- 238000005538 encapsulation Methods 0.000 description 1
- 239000008098 formaldehyde solution Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 238000000703 high-speed centrifugation Methods 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000002114 nanocomposite Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 150000004760 silicates Polymers 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002594 sorbent Substances 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
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- Medicinal Preparation (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Abstract
The invention discloses a method for preparing a chitosan/attapulgite composite material for medicament sustained release, which comprises the following steps of: dispersing organically modified attapulgite in aqueous solution to prepare suspension at certain concentration, slowly dripping the suspension into solution of chitosan and acetic acid at certain concentration and compounding at a certain temperature to obtain composite slurry; adding a cross-linking agent into the composite slurry for curing to obtain a cross-linking product; and filtering the cross-linking product, washing with water, soaking in 1mol/L solution of hydrochloric acid, washing with the water until solution becomes neutral, washing with alcohol and performing vacuum drying to obtain a composite sustained release material. The method overcomes the defects of difficult composite separation caused by the viscosity of the solution of chitosan and raw material waste caused thereby; and the release rate of the sustained release material on medicaments is controllable and the material can be directly used for preparing medicament sustained release tablets by tabletting.
Description
Technical field
The invention belongs to the slow-release material field, be specifically related to a kind of preparation method of medicinal slow-releasing chitosan/attapulgite composite material.
Background technology
In numerous slow-release materials, chitosan is as a kind of cationic high-molecular polymkeric substance, can wrap pharmaceutical pack by modes of action such as chemically crosslinked, electrostatic adhesion, form one deck semi-permeable membranes at medical surfaces, overcome the obstruction of macromolecular skeleton when making drug release, time of releasing significant prolongation, thereby reach the purpose of sustained-release and controlled release, as the natural degradable polymkeric substance with biocompatibility, chitosan has become one of the most popular slow releasing carrier of medication.But the defective of the ubiquitous mechanical property of chitin carrier, stability and processing characteristics aspect is to restrict it to become the main yoke of ideal carrier, and therefore making its solid support material that becomes excellent combination property by various modification technologies is one of main contents of research at present.
Development along with composite organic-inorganic material, on the basis of polymer/laminated silicate clay matrix material broad research, carried out both at home and abroad in recent years with the nano level silicate clay be nuclear, with the band functional group degradable polymer be the new polymers/applied research of clay nano mixture in drug delivery system of shell.Discover and in chitosan-based, add degree of crosslinking, mechanical property, swelling behavior and the antifatigue degree that clay can obviously increase the polymer nanometer hybrid system, promote drug loading, encapsulation rate and the slow releasing function of chitin carrier.
In present existing bibliographical information and patent, mainly be method for the preparation of this nano composite material by solution blending, be about to clay and be scattered in the water, compound with the chitosan-acetic acid solution blend, separate suspension, dry mixture.In this process, the separation of compound suspendible system is owing to the toughness of chitosan solution becomes very difficult, and method commonly used is a high speed centrifugation, not only can not satisfy industrial requirement, and can cause the loss of a large amount of chitosans, thereby influence the sustained release performance of material.
Summary of the invention
The objective of the invention is to: the preparation method that a kind of medicinal slow-releasing chitosan/attapulgite composite material is provided, solidify by the crosslinked chitosan/attapulgite composite material that makes, be beneficial to solid-liquid separation, raw material is fully utilized, effectively cushion is dashed forward and is released phenomenon, and sustained release performance is controlled, and the gained slow-release material can be directly used in compressing tablet and prepare medicament sustained-release tablets, helps suitability for industrialized production.
Technical solution of the present invention is: the preparation method of this medicinal slow-releasing chitosan/attapulgite composite material is made up of following steps:
(1) modification: according to drug loading and release needs recessed soil is carried out acidifying earlier, carry out organically-modified then;
(2) disperse: the recessed soil after organically-modified is scattered in makes certain density suspension in the water;
(3) compound: suspension slowly splashes in the certain density chitosan-acetic acid solution, the compound at a certain temperature mixture slurry that obtains;
(4) crosslinked: in the mixture slurry, add linking agent solidify cross-linking products;
(5) separate: with being soaked in the hydrochloric acid soln of 1mol/L after cross-linking products suction filtration, the washing, be washed to neutrality, alcohol is washed the dry composite slow release material that gets of final vacuum.
Among the preparation method of medicinal slow-releasing chitosan/attapulgite composite material of the present invention, the acidifying of recessed soil is that recessed soil is soaked in the concentrated hydrochloric acid with mass ratio at 1: 10, suction filtration behind the 12h, is washed to neutrality, dry the recessed soil of acidifying; Organically-modified employing ultrasonic method, be about to the recessed soil of acidifying is scattered in the deionized water with mass ratio at 1: 40, the cetyl trimethylammonium bromide that adds the recessed soil amount of acidifying 10% (w/w), ultrasonic 15min, be washed to neutrality, filtered water is washed till no bromide anion and detects, and dries, grinds, crosses 200 mesh sieves and get organic recessed soil.
Among the preparation method of medicinal slow-releasing chitosan/attapulgite composite material of the present invention, organic recessed native concentration is 1%～5% (w/w) in the suspension.
Among the preparation method of medicinal slow-releasing chitosan/attapulgite composite material of the present invention, described chitosan molecule amount is 300,000～600,000, deacetylation is 90%～95%, and chitosan-acetic acid solution concentration is 0.5%～2%, its pH is transferred to 5 before compound; Organic recessed soil is 1: 0.2～4 with the chitosan mass ratio, and the combined temp of chitosan and recessed soil is 25 ℃～80 ℃, and be 6h～48h recombination time.
Among the preparation method of medicinal slow-releasing chitosan/attapulgite composite material of the present invention, described linking agent is a kind of in formaldehyde, glutaraldehyde, the Vanillin, consumption is 50%～150% of a chitosan mass according to the drug release needs, crosslinking temperature is 40 ℃～70 ℃, crosslinking time is 1h～3h, and crosslinking reaction pH value of solution value is 8～9, and the gained cross-linking products need be soaked in 1mol/L hydrochloric acid soln 2h, be washed to neutrality, 60 ℃ of vacuum-dryings.
The present invention has following advantage:
1. the gained compound slurry is carried out crosslinking curing, overcome in the preparation process separation difficulty that the viscosity because of chitosan solution brings, and the wastage of material that causes therefrom, simplify the operation save energy.
2. form cross-linked structure by chitosan crosslinked at composite material surface, effectively avoided the prominent phenomenon of releasing in the drug release process, and can reduce drug release rate by the absorption and the chitosan swelling dual function of recessed soil.
3. drug releasing rate can be effectively controlled by regulating dosage of crosslinking agent as required.
4. the gained slow-release material is yellow or orange-yellow powder, not only can be used for medicine carrying, also can be used as sorbent material.
Embodiment
Below by embodiment in detail technical solution of the present invention is described in detail, but technical scheme of the present invention is not limited to following embodiment.
Embodiment 1: prepare chitosan/recessed native composite slow release material according to following steps:
The recessed soil of 60g is soaked in the 600ml concentrated hydrochloric acid solution, suction filtration behind the 12h, is washed to neutrality, dry the recessed soil of acidifying; The recessed soil of 50g acidifying is scattered in the 2000ml deionized water, adds the 5g cetyl trimethylammonium bromide, ultrasonic 15min, filtered water is washed till no bromide anion and detects, and oven dry was ground 200 mesh sieves and was got organic recessed soil; The organic recessed soil of 4g is scattered in the 150ml deionized water for stirring to spend the night and obtains organic recessed native suspension; With the 4g molecular weight is 500,000, deacetylation is that 95% chitosan is dissolved in the acetum of 400ml mass concentration 1%, chitosan-acetic acid solution is warming up to 50 ℃, splash into organic recessed native suspension under in this solution, stirring, regulator solution pH is 5, and compound 18h gets the mixture slurry under this temperature; Add mass concentration 25% glutaraldehyde 15ml and be warming up to 60 ℃ in the mixture slurry, adding 1mol/L sodium hydroxide solution regulator solution pH simultaneously is 8, crosslinked 2h, filter wash cross-linking products; Cross-linking products is soaked in 1mol/L hydrochloric acid soln 2h, is washed to neutrality, and removes glutaraldehyde with the small amount of ethanol washing, and 60 ℃ of vacuum-dryings get chitosan/recessed native composite slow release material.
Embodiment 2: prepare chitosan/recessed native composite slow release material according to following steps:
The acidifying of recessed soil and organically-modified step be with embodiment 1, the organic recessed soil of 10g is scattered in the 200ml deionized water for stirring spends the night and obtain organic recessed native suspension; With the 40g molecular weight is 300,000, and deacetylation is that 90% chitosan is dissolved in the acetum of 2000ml mass concentration 1%, splashes into organic recessed native suspension under 80 ℃ of stirrings in this solution, and regulator solution pH is about 5, and compound 6h gets the mixture slurry in this temperature; Add 160ml formaldehyde solution and controlled temperature to 70 ℃ in the mixture slurry, adding 1mol/L sodium hydroxide solution regulator solution pH simultaneously is 9, crosslinked 1h, filter wash cross-linking products; Cross-linking products is soaked in 1mol/L hydrochloric acid soln 2h, is washed to neutrality, and 60 ℃ of vacuum-dryings get chitosan/recessed native composite slow release material.
Embodiment 3: prepare chitosan/recessed native composite slow release material according to following steps:
The acidifying of recessed soil and organically-modified step be with embodiment 1, the organic recessed soil of 4g is scattered in the 400ml deionized water for stirring spends the night and obtain organic recessed native suspension; With the 1g molecular weight is 600,000, deacetylation is that 95% chitosan is dissolved in the acetum of 200ml mass concentration 1%, and chitosan solution is warming up to 60 ℃, splashes into recessed native suspension under stirring in this solution, regulator solution pH is about 5, and compound 8h gets the mixture slurry under this temperature; Add the 0.5g Vanillin in the mixture slurry, adding 1mol/L sodium hydroxide solution regulator solution pH simultaneously is 8.5, at this temperature crosslink 2h, filter wash cross-linking products; Cross-linking products is soaked in 1mol/L hydrochloric acid soln 2h, is washed to neutrality, and removes Vanillin with the small amount of ethanol washing, and 60 ℃ of vacuum-dryings get chitosan/recessed native composite slow release material.
Embodiment 4: prepare chitosan/recessed native composite slow release material according to following steps:
The acidifying of recessed soil and organically-modified step be with embodiment 1, the organic recessed soil of 4g is scattered in the 100ml deionized water for stirring spends the night and obtain organic recessed native suspension; With the 8g molecular weight is 500,000, deacetylation is that 95% chitosan is dissolved in the acetum of 800ml mass concentration 2%, splash into recessed native suspension under 25 ℃ of stirrings in this solution, regulator solution pH is about 5, and compound 48h gets the mixture slurry under this temperature; Add mass concentration 25% glutaraldehyde 24ml in the mixture slurry, adding 1mol/L sodium hydroxide solution regulator solution pH simultaneously is 8, at 40 ℃ of crosslinked 3h, filter wash cross-linking products; Cross-linking products is soaked in 1mol/L hydrochloric acid soln 2h, is washed to neutrality, and removes glutaraldehyde with the small amount of ethanol washing, and 60 ℃ of vacuum-dryings get chitosan/recessed native composite slow release material.
Embodiment 5: prepare chitosan/recessed native composite slow release material according to following steps:
The acidifying of recessed soil and organically-modified step be with embodiment 1, the organic recessed soil of 2g is scattered in the 100ml deionized water for stirring spends the night and obtain organic recessed native suspension; With the 6g molecular weight is 400,000, deacetylation is that 90% chitosan is dissolved in the acetum of 400ml mass concentration 2%, splash into recessed native suspension under 40 ℃ of stirrings in this solution, regulator solution pH is about 5, and compound 24h gets the mixture slurry under this temperature; Add mass concentration 25% glutaraldehyde 30ml in the mixture slurry, adding 1mol/L sodium hydroxide solution regulator solution pH simultaneously is 9, at 50 ℃ of crosslinked 2.5h, filter wash cross-linking products; Cross-linking products is soaked in 1mol/L hydrochloric acid soln 2h, is washed to neutrality, and removes glutaraldehyde with the small amount of ethanol washing, and 60 ℃ of vacuum-dryings get chitosan/recessed native composite slow release material.
Claims (2)
1. the preparation method of a medicinal slow-releasing chitosan/attapulgite composite material is characterized in that this preparation method is made up of following steps: (1) modification: according to drug loading and release needs recessed soil is carried out acidifying earlier, carry out organically-modified then;
(2) disperse: the recessed soil after organically-modified is scattered in makes suspension in the water, organic recessed native concentration is 1%～5% (w/w) in the suspension; (3) compound: it is in 0.5%～2% the chitosan-acetic acid solution, at 25 ℃～80 ℃ compound mixture slurries that obtain that suspension slowly splashes into concentration; (4) crosslinked: in the mixture slurry, add linking agent solidify cross-linking products; (5) separate: with being soaked in the hydrochloric acid soln of 1mol/L after cross-linking products suction filtration, the washing, be washed to neutrality, alcohol is washed the dry composite slow release material that gets of final vacuum; Wherein, the acidifying of recessed soil is with mass ratio 1: 10 recessed soil to be soaked in concentrated hydrochloric acid, and soak time is 12h; The organically-modified employing ultrasonic method of the recessed soil of acidifying promptly is scattered in the recessed soil of acidifying in the deionized water with mass ratio 1: 40, adds the cetyl trimethylammonium bromide of the recessed soil amount of acidifying 10% (w/w), and ultrasonic time is 15min; Wherein, compound preceding pH with chitosan-acetic acid solution transfers to 5, and organic recessed soil is 1: 0.2～4 with the chitosan mass ratio, and be 6h～48h recombination time; Wherein, linking agent is a kind of in formaldehyde, glutaraldehyde, the Vanillin, dosage of crosslinking agent is 50%～150% of a chitosan mass according to the drug release needs, crosslinking temperature is 40 ℃～70 ℃, crosslinking time is 1h～3h, and crosslinking reaction pH value of solution value is 8～9, and the gained cross-linking products need be soaked in 1mol/L hydrochloric acid soln 2h, be washed to neutrality, 60 ℃ of vacuum-dryings.
2. the preparation method of a kind of medicinal slow-releasing chitosan/attapulgite composite material according to claim 1, it is characterized in that: described chitosan molecule amount is 300,000～700,000, deacetylation is 90%～95%.
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| CN107320488B (en) * | 2017-07-06 | 2019-11-19 | 中国科学院兰州化学物理研究所盱眙凹土应用技术研发中心 | A kind of preparation method of chitosan oligosaccharide/ZnO/ palygorskite nano complex antimicrobials |
| CN109158058B (en) * | 2018-09-11 | 2020-05-22 | 淮阴工学院 | Attapulgite-chitosan composite gel and preparation method thereof |
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