CN110327893A - One kind is for bilirubin blood purification polymer microsphere and preparation method thereof - Google Patents
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- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
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Abstract
The invention discloses one kind for bilirubin blood purification polymer microsphere and preparation method thereof, by the way that dispersant solution and organic phase to be stirred, carries out polymerization reaction using gradient increased temperature, obtains polymer;Polymer is scattered in reaction dissolvent, and liquor ferri trichloridi is added, and reaction obtains the microballoon of chloromethylation;The microballoon of chloromethylation is scattered in addition trimethylamine saturated aqueous solution in ethanol water and reacts to obtain quaternary ammoniated microballoon;Quaternary ammoniated microballoon is dispersed in water, and modifying agent is added, and insulation reaction 3h ~ 5h is obtained for bilirubin blood purification polymer microsphere.The present invention is prepared that aperture is big, adsorption rate is high, selectivity is high for bilirubin blood purification polymer microsphere by forming compatible layer.
Description
Technical field
The present invention relates to one kind for bilirubin blood purification polymer microsphere and preparation method thereof, belongs to polymer adsorption
Technical field of material.
Background technique
Bilirubin is one kind of BILE PIGMENTS, is the primary pigments in human bile, including total bilirubin, bilirubin direct and
Connect bilirubin.Excessively high bilirubin is a kind of common disease, will lead to dead generation.Current most effective treatment method is to pass through blood
Liquid adsorbent adsorbs excessive bilirubin.Conventional blood absorbence is only used for the absorption of blood plasma bilirubin, for complete
It will lead to blood clotting when blood.
Publication No. discloses micro- for the polystyrene-divinylbenzene of blood purification for the patent of invention of CN101612543
The polymer microsphere of the preparation of ball, preparation is synthesized using seed emulsion swollen-state polymerization method, and used seed microballoon is diameter
For 6-8 microns of larger diameter linear polystyrene microballoon, used monomer and crosslinking agent are respectively styrene, divinyl
Benzene.Used pore-foaming agent be toluene, ethylbenzene, phthalic acid lipid, normal heptane, normal octane, n-heptanol or above-mentioned substance it
Between mixture.Prepared polymer microsphere is used for place to go bilirubin for blood purification.The features such as stable mechanical strength,
Preparation process yield is high.But in use, compared with high adsorption capacity requirement and it is highly selective under conditions of cannot still reach
To requirement, need to prepare biocompatible material to solve blood clotting problems, the stability of wrapping biological compatible layer is always not
It is too perfect, therefore it is the key that solve bilirubin adsorption that biocompatibility layer and material itself, which are formed integrated adsorbent material,.
Summary of the invention
The technical problem to be solved by the present invention is to overcome the deficiencies of existing technologies, provide a kind of net for bilirubin blood
Change polymer microsphere and preparation method thereof, by forming compatible layer, the use that aperture is big, adsorption rate is high, selectivity is high is prepared
In bilirubin blood purification polymer microsphere.
Above-mentioned technical purpose of the invention has the technical scheme that
A kind of preparation method for bilirubin blood purification polymer microsphere, comprising the following steps:
(1) methyl blue aqueous solution is added in polyvinyl alcohol water solution, is configured to dispersant solution;
(2) benzoyl peroxide, pore-foaming agent, styrene and divinylbenzene are mixed, is configured to organic phase;
(3) dispersant solution of above-mentioned preparation and organic phase are stirred, polymerization reaction is carried out using gradient increased temperature, is gathered
Close object;
(4) it disperses polymer in reaction dissolvent, keeping temperature of reaction system is 10 DEG C ~ 30 DEG C, is slowly added to ferric trichloride
Solution after addition, is warming up to 40 DEG C ~ 60 DEG C reaction 5h ~ 8h, obtains the microballoon of chloromethylation;
(5) it disperses the microballoon of chloromethylation in ethanol water, solid content is 10% ~ 30%, and it is water-soluble that trimethylamine saturation is added
Liquid keeps system temperature at 10 DEG C ~ 40 DEG C, reacts for 24 hours ~ 48h, obtains quaternary ammoniated microballoon;
(6) quaternary ammoniated microballoon is dispersed in water, makes system solid content 10% ~ 20%, be warming up to 70 DEG C ~ 80 DEG C, addition changes
Property agent, insulation reaction 3h ~ 5h obtains for bilirubin blood purification polymer microsphere.
Preferably, the pore-foaming agent be include component A, B component;The component A is in liquid alcohol of the carbon atom number greater than 6
One kind, the B component is one of n-butyl ether, normal hexane, normal heptane or phthalic acid ester.
Preferably, the mass ratio of the component A and B component be 4:1.
Preferably, the gradient increased temperature is to rise to 60 DEG C by 0.5h, keeps the temperature 1h;Using 0.5h, 70 DEG C are risen to, is protected
Warm 2h;80 DEG C are risen to finally by 0.5h, keeps the temperature 6h.
By using above-mentioned technical proposal, gathered using the heating mode of mitigation so that polymerization reaction progress is more complete
It is right higher, it is more advantageous to the preparation of subsequent material.
Preferably, the reaction dissolvent in the step (4) is what dimethoxym ethane, paraformaldehyde, water and chlorosulfonic acid were mixed to form
Mixed solution.
Preferably, the modifying agent is one of hydroxy-ethyl acrylate or vinyl pyrrolidone.
The present invention also provides one kind to be used for bilirubin blood purification polymer microsphere, by any one of claim 1 ~ 6 institute
A kind of preparation method for bilirubin blood purification polymer microsphere stated is prepared.
Preferably, the microspherulite diameter is 300 μm ~ 1.2 mm.
In conclusion the invention has the following advantages:
(1) present invention by copolymerization be prepared with biocompatibility layer, macropore, quaternary ammoniated inner surface highly selective bilirubin
Blood purification polymer microsphere, the bilirubin blood purification polymer microsphere of preparation remain height while absorbing bilirubin
The albumin of concentration, it is strong for the selection absorbability of bilirubin, and blood homeostasis will not be destroyed;Moreover, relative to commercial product,
The loss late of the bilirubin blood purification polymer microsphere of preparation is small;
(2) preparation method for bilirubin blood purification polymer microsphere of the invention is not necessarily to secondary embedding, passes through copolymerization
The preparation for completing biocompatibility layer, reduces processing step, saves the preparation cost.
Detailed description of the invention
Fig. 1 is the structural schematic diagram for bilirubin blood purification polymer microsphere of the invention;
Fig. 2 is the microscope figure for bilirubin blood purification polymer microsphere of the invention;
Fig. 3 is the graph of pore diameter distribution for bilirubin blood purification polymer microsphere of the invention.
Specific embodiment
The invention will be further described below.Following embodiment is only used for clearly illustrating technical side of the invention
Case, and not intended to limit the protection scope of the present invention.
A kind of preparation method for bilirubin blood purification polymer microsphere, comprising the following steps:
(1) methyl blue aqueous solution is added in polyvinyl alcohol water solution, is configured to dispersant solution;
(2) benzoyl peroxide, pore-foaming agent, styrene and divinylbenzene are mixed, is configured to organic phase;
(3) dispersant solution of above-mentioned preparation and organic phase are stirred, polymerization reaction is carried out using gradient increased temperature, is gathered
Close object;
(4) it disperses polymer in reaction dissolvent, keeping temperature of reaction system is 10 DEG C ~ 30 DEG C, is slowly added to ferric trichloride
Solution after addition, is warming up to 40 DEG C ~ 60 DEG C reaction 5h ~ 8h, obtains the microballoon of chloromethylation;
(5) it disperses the microballoon of chloromethylation in ethanol water, solid content is 10% ~ 30%, and it is water-soluble that trimethylamine saturation is added
Liquid keeps system temperature at 10 DEG C ~ 40 DEG C, reacts for 24 hours ~ 48h, obtains quaternary ammoniated microballoon;
(6) quaternary ammoniated microballoon is dispersed in water, makes system solid content 10% ~ 20%, be warming up to 70 DEG C ~ 80 DEG C, addition changes
Property agent, insulation reaction 3h ~ 5h obtains for bilirubin blood purification polymer microsphere.
Obtained microspherulite diameter is 300 μm ~ 1.2 mm, and the structure of obtained bilirubin blood purification polymer microsphere is shown
It is intended to as shown in Figure 1, the microscope figure of obtained bilirubin blood purification polymer microsphere is as shown in Fig. 2, can from figure
Out, the microballoon obtained is the smooth regular spherical in surface, the graph of pore diameter distribution of obtained bilirubin blood purification polymer microsphere
As shown in figure 3, as can be seen from the figure aperture is mainly distributed on 10 ~ 100nm, aperture is relatively uniform, can be used for adsorbing bilirubin.
Embodiment 1
A kind of preparation method for bilirubin blood purification polymer microsphere, comprising the following steps:
(1) 50g polyvinyl alcohol is added in 1L water and stirs to get polyvinyl alcohol water solution, it is dense that mass percent is added thereto
Degree is 0.1% methylene blue aqueous solution 16ml, is configured to dispersant solution;
It (2) is 60% divinylbenzene, 35g benzene by 0.4g benzoyl peroxide, n-nonyl alcohol 32g, n-butyl ether 8g, 40g mass fraction
Ethylene is uniformly mixed, and is configured to organic phase;
(3) dispersant solution of above-mentioned preparation and organic phase are stirred, rise to 60 DEG C by 0.5h using gradient increased temperature,
Keep the temperature 1h;Using 0.5h, 70 DEG C are risen to, keeps the temperature 2h;80 DEG C are risen to finally by 0.5h, keeps the temperature 6h, carries out polymerization reaction, instead
After answering, product is filtered, and is washed 3 times, is obtained 60g polymer;
(4) (180 ml dimethoxym ethanes, 4.05 g paraformaldehydes, 51.9 g water, 192 are dispersed in mixed solution by 60g polymer
Agitated be uniformly mixed of ml chlorosulfonic acid is prepared), keeping system temperature is 10 DEG C, and being slowly added to 100g mass fraction is 50%
Ferric chloride aqueous solutions, after addition, be warming up to 40 DEG C of reaction 5h, obtain the microballoon of chloromethylation;
(5) it disperses the microballoon of 67g chloromethylation in the ethanol water that 250ml mass fraction is 50%, solid content is
21%, 150ml trimethylamine saturated aqueous solution is added, keeps system temperature at 10 DEG C, reacts 48h, obtains quaternary ammoniated microballoon;
(6) it disperses the quaternary ammoniated microballoon of 80g in 720ml water, makes system solid content 10%, be warming up to 70 DEG C, 5g third is added
Olefin(e) acid hydroxyl ethyl ester, insulation reaction 3h are obtained for bilirubin blood purification polymer microsphere.
After taking 1ml micro-sphere material to adsorb two hours in blood plasma, blood plasma bilirubin and albumin residual quantity are surveyed, is surveyed
Test result is as shown in table 1.
Table 1
Title | Bilirubin (mmol/L) | Adsorption rate (%) | Albumin residual concentration (mg/L) | Loss late (%) |
Prepare product | 0.11 | 71 | 46.1 | 7.2 |
Commercial product | 0.19 | 50 | 45.6 | 8.2 |
Blood plasma blank sample | 0.38 | / | 49.7 | / |
Embodiment 2
A kind of preparation method for bilirubin blood purification polymer microsphere, comprising the following steps:
(1) 50g polyvinyl alcohol is added in 1L water and stirs to get polyvinyl alcohol water solution, it is dense that mass percent is added thereto
Degree is 0.1% methylene blue aqueous solution 16ml, is configured to dispersant solution;
It (2) is 60% divinylbenzene, 55g benzene by 0.4g benzoyl peroxide, n-heptanol 32g, normal hexane 8g, 40g mass fraction
Ethylene is uniformly mixed, and is configured to organic phase;
(3) dispersant solution of above-mentioned preparation and organic phase are stirred, rise to 60 DEG C by 0.5h using gradient increased temperature,
Keep the temperature 1h;Using 0.5h, 70 DEG C are risen to, keeps the temperature 2h;80 DEG C are risen to finally by 0.5h, keeps the temperature 6h, carries out polymerization reaction, instead
After answering, product is filtered, and is washed 3 times, is obtained 70g polymer;
(4) (200 ml dimethoxym ethanes, 5.25 g paraformaldehydes, 62.5 g water, 206ml are dispersed in mixed solution by 70g polymer
Agitated be uniformly mixed of chlorosulfonic acid is prepared), keeping system temperature is 30 DEG C, and being slowly added to 120g mass fraction is 50%
Ferric chloride aqueous solutions after addition, are warming up to 60 DEG C of reaction 8h, obtain the microballoon of chloromethylation;
(5) it disperses the microballoon of 80g chloromethylation in the ethanol water that 190ml mass fraction is 50%, solid content is
30%, 160ml trimethylamine saturated aqueous solution is added, keeps system temperature at 40 DEG C, reaction for 24 hours, obtains quaternary ammoniated microballoon;
(6) it disperses the quaternary ammoniated microballoon of 86g in 345ml water, makes system solid content 20%, be warming up to 80 DEG C, 5g second is added
Vinyl pyrrolidone, insulation reaction 5h are obtained for bilirubin blood purification polymer microsphere.
After taking 1ml micro-sphere material to adsorb two hours in blood plasma, blood plasma bilirubin and albumin residual quantity are surveyed, is surveyed
Test result is as shown in table 2.
Table 2
Title | Bilirubin (mmol/L) | Adsorption rate (%) | Albumin residual concentration (mg/L) | Loss late (%) |
Prepare product | 0.09 | 76 | 46.6 | 7.0 |
Commercial product | 0.19 | 50 | 45.6 | 8.2 |
Blood plasma blank sample | 0.38 | / | 49.7 | / |
As can be seen that the bilirubin blood purification polymer microsphere of preparation is while absorbing bilirubin from table 1, table 2, retain
The albumin of high concentration, it is for the selection absorbability of bilirubin strong, and blood homeostasis will not be destroyed;Moreover, relative to commercially available
The loss late of product, the bilirubin blood purification polymer microsphere of preparation is small.
The above is only a preferred embodiment of the present invention, protection scope of the present invention is not limited merely to above-mentioned implementation
Example, all technical solutions belonged under thinking of the present invention all belong to the scope of protection of the present invention.It should be pointed out that for the art
Those of ordinary skill for, several improvements and modifications without departing from the principles of the present invention, these improvements and modifications
It should be regarded as protection scope of the present invention.
Claims (8)
1. a kind of preparation method for bilirubin blood purification polymer microsphere, characterized in that the following steps are included:
(1) methyl blue aqueous solution is added in polyvinyl alcohol water solution, is configured to dispersant solution;
(2) benzoyl peroxide, pore-foaming agent, styrene and divinylbenzene are mixed, is configured to organic phase;
(3) dispersant solution of above-mentioned preparation and organic phase are stirred, polymerization reaction is carried out using gradient increased temperature, is gathered
Close object;
(4) it disperses polymer in reaction dissolvent, keeping temperature of reaction system is 10 DEG C ~ 30 DEG C, is slowly added to ferric trichloride
Solution after addition, is warming up to 40 DEG C ~ 60 DEG C reaction 5h ~ 8h, obtains the microballoon of chloromethylation;
(5) it disperses the microballoon of chloromethylation in ethanol water, solid content is 10% ~ 30%, and it is water-soluble that trimethylamine saturation is added
Liquid keeps system temperature at 10 DEG C ~ 40 DEG C, reacts for 24 hours ~ 48h, obtains quaternary ammoniated microballoon;
(6) quaternary ammoniated microballoon is dispersed in water, makes system solid content 10% ~ 20%, be warming up to 70 DEG C ~ 80 DEG C, addition changes
Property agent, insulation reaction 3h ~ 5h obtains for bilirubin blood purification polymer microsphere.
2. a kind of preparation method for bilirubin blood purification polymer microsphere according to claim 1, characterized in that
The pore-foaming agent be include component A, B component;
The component A is one of the liquid alcohol that carbon atom number is greater than 6, and the B component is n-butyl ether, normal hexane, normal heptane
Or one of phthalic acid ester.
3. a kind of preparation method for bilirubin blood purification polymer microsphere according to claim 2, characterized in that
The mass ratio of the component A and B component be 4:1.
4. a kind of preparation method for bilirubin blood purification polymer microsphere according to claim 1, characterized in that
The gradient increased temperature is to rise to 60 DEG C by 0.5h, keeps the temperature 1h;Using 0.5h, 70 DEG C are risen to, keeps the temperature 2h;Finally by
0.5h rises to 80 DEG C, keeps the temperature 6h.
5. a kind of preparation method for bilirubin blood purification polymer microsphere according to claim 1, characterized in that
Reaction dissolvent in the step (4) is the mixed solution that dimethoxym ethane, paraformaldehyde, water and chlorosulfonic acid are mixed to form.
6. a kind of preparation method for bilirubin blood purification polymer microsphere according to claim 1, characterized in that
The modifying agent is one of hydroxy-ethyl acrylate or vinyl pyrrolidone.
7. one kind is used for bilirubin blood purification polymer microsphere, described in any item a kind of red for gallbladder by claim 1 ~ 6
The preparation method of plain blood purification polymer microsphere is prepared.
8. according to claim 7 a kind of for bilirubin blood purification polymer microsphere, characterized in that the framboid
Diameter is 300 μm ~ 1.2 mm.
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CN110787775A (en) * | 2019-10-31 | 2020-02-14 | 武汉瑞法医疗器械有限公司 | Bilirubin adsorption film with three-dimensional structure and preparation method thereof |
CN115073645A (en) * | 2022-07-21 | 2022-09-20 | 河北利江生物科技有限公司 | Preparation method and application of resin for purifying serum |
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Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
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CN110787775A (en) * | 2019-10-31 | 2020-02-14 | 武汉瑞法医疗器械有限公司 | Bilirubin adsorption film with three-dimensional structure and preparation method thereof |
CN110787775B (en) * | 2019-10-31 | 2022-06-21 | 武汉瑞法医疗器械有限公司 | Bilirubin adsorption film with three-dimensional structure and preparation method thereof |
CN115073645A (en) * | 2022-07-21 | 2022-09-20 | 河北利江生物科技有限公司 | Preparation method and application of resin for purifying serum |
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