CN102671629A - Absorbent with high blood compatibility - Google Patents

Absorbent with high blood compatibility Download PDF

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Publication number
CN102671629A
CN102671629A CN2011100612517A CN201110061251A CN102671629A CN 102671629 A CN102671629 A CN 102671629A CN 2011100612517 A CN2011100612517 A CN 2011100612517A CN 201110061251 A CN201110061251 A CN 201110061251A CN 102671629 A CN102671629 A CN 102671629A
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active carbon
solution
heparin
grafting
oxidation
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孙万恒
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SHANGHAI CUIYI NEW MATERIAL TECHNOLOGY Co Ltd
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SHANGHAI CUIYI NEW MATERIAL TECHNOLOGY Co Ltd
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Abstract

The invention discloses an absorbent with high blood compatibility for a disposable blood perfusion device. Active carbon is oxidized, and polyvinyl alcohol is coated on the oxidized active carbon after the PH value of the active carbon is less than 5.5; and the coated active carbon reacts with a bifunctional crosslinking agent for grafting, and heparin reacts with a graft in the presence of a catalyst, so that firm bonding is realized on the surface of a polyvinyl alcohol film, and the blood compatibility of the active carbon is improved.

Description

A kind of adsorbent with good blood compatibility
Technical field
The present invention relates to biomedical materials field, particularly prepare the blood perfusion field and remove the plain adsorbent of septicemia
Background technology
Blood perfusion is the important component part of blood purification treatment technology.Its principle be blood by extracorporal circulatory system, introduce and to be equipped with in the container of solid adsorbent, with some exogenous or endogenous toxin in the adsorption removal blood.The core of this therapy is a sorbing material.The most frequently used sorbing material is active carbon and resin at present.Yet, because the blood compatibility of the common adsorbent that adopts is lower, blood platelet in the blood perfusion process, often occurs and descend, leucocyte reduces, side effects such as blood pressure drops, heating.Therefore, exploitation has the adsorbent of good blood compatibility, reduces the side effect in the blood perfusion process, and the security and the compliance of patients that promote the blood perfusion therapy are significant.
Summary of the invention
The objective of the invention is to prepare a kind of adsorbent, under the prerequisite that does not reduce the adsorbents adsorb ability, improve the blood compatibility of adsorbent with good blood compatibility.
A kind of adsorbent that the present invention is prepared with good blood compatibility; Its preparation process comprises the modification processing of active carbon; Grafting had the compound of good blood compatibility after modified activated carbon surface coating, overlay film active carbon carried out modification with the difunctionality based compound, and finally formed the present invention.
BET specific area as the active carbon of raw material should be greater than 700m2/g, preferably greater than 900m2/g.The shape characteristic of active carbon can be column, sheet or spherical, and is preferably spherical.
It is to place Oxidant to form the process of oxygen-containing functional group on its surface active carbon that the modification of said active carbon is handled.Said Oxidant can be a liquid phase oxidation property medium, like nitric acid, sulfuric acid, hydrogen peroxide solution etc., also can be the Oxidant that is gas phase under the normal temperature such as air, oxygen, ozone.It is to be that 1: 1~10 ratio places liquid phase oxidation property medium with active carbon with weight ratio that the modification of active carbon in liquid phase oxidation property medium handled, and oxidizing temperature is 30~100 ℃, and oxidization time is 1~48h; Gaseous oxidation is that active carbon is placed heating furnace, under 280~450 ℃ condition, feeds Oxidant 30min~10h.Oxidant can be air, oxygen or the mixture of the two, also can be the nitrogen of oxygen content 0.5~20%.Through the processing of Oxidant, the pH value of active carbon is less than 5.5.Other methods that can make activated carbon surface produce oxygen-containing functional group also can adopt, like ozone oxidation, plasma surface treatment etc.
Said modified activated carbon surface coating is that the active carbon after modification is handled places the container that has agitating device, adds the poly-vinyl alcohol solution of solid content 0.5~5%, under agitation active carbon is flooded.Poly-vinyl alcohol solution quality be quality of activated carbon 2-30 doubly.Dipping temperature is room temperature~80 ℃, dip time 0.5~12h.After dipping is accomplished, with active carbon and solution separating.The separate mode that is adopted is with filtration, solvent evaporates or add precipitating reagent and make in the method that macromolecule separates out one or more.Isolated active carbon is after fully free polyvinyl alcohol is removed in washing, at 100~150 ℃ of down dry active carbons that form surface coating.
The active carbon of surface coating impregnated in the cross-linking agent solution that contains catalyst.Said crosslinking agent can be one or more in the difunctional compounds such as butanedial, glutaraldehyde, hexandial, epoxychloropropane, epoxy chloroethanes, and the concentration of cross-linking agent solution is 0.5~20%.Said catalyst is one or more in sulfuric acid, hydrochloric acid, nitric acid, the phosphoric acid, and the concentration of catalyst in solution is 0.05~3%.The quality of cross-linking agent solution is 2~20 times of overlay film active carbon.Behind 50~95 ℃ of following cross-linking reaction 6~48h, behind the system cool to room temperature, through filtering, fully wash and the dry intermediate activity charcoal that forms.
It is in 0.5~2% the heparin solution that the intermediate activity charcoal impregnated in-5 ℃~15 ℃, concentration, and adds 1-(3-dimethylamino-propyl)-common stirring reaction 0.5~10h of 3-ethyl carbodiimide.To add 0.02~0.2 part of intermediate activity charcoal in 1 part of heparin solution, add 0.001~0.05 part of 1-(3-dimethylamino-propyl)-3-ethyl carbodiimide in this system.After reaction is accomplished at low temperatures, rising temperature to 20~40 ℃ continuation reaction 24~72 hours.After the filtering liquid phase, be drying to obtain active carbon after products therefrom cleaned with distilled water with good blood compatibility.
The specific embodiment:
● the test of sample absorption property:
According to the absorption property method of testing specimen of standard YY0464-2009 " disposable use blood perfusion device " absorption property to yellow Jackets, creatinine and cobalamin.
● whole blood blood coagulation experiment:
Testing sample 1g is added behind the teat glass at 37 ℃ of constant temperature.Add 2ml fresh pig blood in test tube along tube wall then, pick up counting.Every at a distance from 0.5min inclination test tube behind the 3min, blood does not flow and is designated as the clotting time to the test tube.
● the test of heparin load capacity
The heparin content of toluidine blue determination of color polyurethane surface
Embodiment 1:
Specific area is 945M 2It is in 68% the red fuming nitric acid (RFNA) that the spherical activated charcoal 100g of/g impregnated in 300g concentration, and in 80 ℃ of following oxidation 1h.Rinse out behind the free nitric acid 150 ℃ of following drying for standby with deionized water afterwards.This moment, the pH value of spherical activated charcoal was 3.5.
Spherical activated charcoal 80g through oxidation processes places the there-necked flask of taking back stream device and stirring, and adding concentration is 5% polyvinyl alcohol (1788) aqueous solution 1600g.Begin to be warming up to 80 ℃ after mixing speed is adjusted to 180r/min, and keep 5h with this understanding.Be cooled to close after the room temperature and stir and spherical activated charcoal is filtered out from solution.After hot water fully washs, at 120 ℃ of dry down active carbons that form surface coating.
With the surface be covered with polyvinyl alcohol spherical activated charcoal 80g to impregnated in the HCl mass concentration be that the mass concentration of glutaraldehyde is 10% among 1% the glutaraldehyde water solution 600g.At 80 ℃ down behind the reaction 24h, system is cooled to room temperature, filter out active carbon after, with its fully washing and in deionized water in 120 ℃ of dry down intermediate activity charcoals.
It is 1% that intermediate activity charcoal 80g impregnated in concentration, and temperature is among 0 ℃ the heparin solution 800g.Add 4g1-(3-dimethylamino-propyl)-3-ethyl carbodiimide stirring reaction 5h then.The temperature to 20 that raises afterwards ℃ continuation reaction 36h.After reaction finishes, remove liquid phase, products therefrom through fully forming target product after the washing, is had the active carbon of good blood compatibility, and tests its absorption property and clotting time through elimination.Test result is listed in table 1.
Embodiment 2:
Specific area is 1050M 2It is in 80% the concentrated sulfuric acid that the spherical activated charcoal 100g of/g impregnated in 300g concentration, and in 50 ℃ of following oxidation 5h.Rinse out behind the free sulfuric acid 130 ℃ of following drying for standby with deionized water afterwards.This moment, the pH value of spherical activated charcoal was 3.
Spherical activated charcoal 80g through oxidation processes places the there-necked flask of taking back stream device and stirring, and adding concentration is 1% polyvinyl alcohol (2488) aqueous solution 1600g.Begin to be warming up to 50 ℃ after mixing speed is adjusted to 180r/min, and keep 10h with this understanding.Be cooled to close after the room temperature and stir and spherical activated charcoal is filtered out from solution.After hot water fully washs, at 120 ℃ of dry down active carbons that form surface coating.
With the surface be covered with polyvinyl alcohol spherical activated charcoal 80g to impregnated in the HNO3 mass concentration be that the mass concentration of hexandial is 3% among 2% the hexandial aqueous solution 1600g.At 90 ℃ down behind the reaction 48h, system is cooled to room temperature, filter out active carbon after, with its fully washing and in deionized water in 120 ℃ of dry down intermediate activity charcoals.
It is 0.5% that intermediate activity charcoal 80g impregnated in concentration, and temperature is among-5 ℃ the heparin solution 400g.Add 12g1-(3-dimethylamino-propyl)-3-ethyl carbodiimide stirring reaction 3h then.The temperature to 20 that raises afterwards ℃ continuation reaction 24h.After reaction finishes, remove liquid phase, products therefrom through fully forming target product after the washing, is had the active carbon of good blood compatibility, and tests its absorption property and clotting time through elimination.Test result is listed in table 1.
Embodiment 3:
Specific area is 1050M 2It is in 20% the hydrogen peroxide solution that the spherical activated charcoal 100g of/g impregnated in 300g concentration, and in 40 ℃ of following oxidation 12h.Rinse out behind the free H2O2 120 ℃ of following drying for standby with deionized water afterwards.This moment, the pH value of spherical activated charcoal was 3.
Spherical activated charcoal 80g through oxidation processes places the there-necked flask of taking back stream device and stirring, and adding concentration is 5% polyvinyl alcohol (1799) aqueous solution 240g.Begin to be warming up to 80 ℃ after mixing speed is adjusted to 180r/min, and keep 1h with this understanding.Be cooled to close after the room temperature and stir and spherical activated charcoal is filtered out from solution.After hot water fully washs, at 120 ℃ of dry down active carbons that form surface coating.
With the surface be covered with polyvinyl alcohol spherical activated charcoal 80g to impregnated in the H3PO4 mass concentration be that the mass concentration of butanedial is 12% among 3% the butanedial aqueous solution 400g.At 90 ℃ down behind the reaction 20h, system is cooled to room temperature, filter out active carbon after, with its fully washing and in deionized water in 120 ℃ of dry down intermediate activity charcoals.
It is 2% that intermediate activity charcoal 80g impregnated in concentration, and temperature is among 3 ℃ the heparin solution 1000g.Add 50g 1-(3-dimethylamino-propyl)-3-ethyl carbodiimide stirring reaction 5h then.The temperature to 30 that raises afterwards ℃ continuation reaction 48h.After reaction finishes, remove liquid phase, products therefrom through fully forming target product after the washing, is had the active carbon of good blood compatibility, and tests its absorption property and clotting time through elimination.Test result is listed in table 1.
Embodiment 4:
Specific area is 1050M 2The spherical activated charcoal 200g of/g is in 350 ℃ of following oxidation 10h in 5% the nitrogen in oxygen content.The cooling back is taken out subsequent use.This moment, the pH value of spherical activated charcoal was 4.5.
Spherical activated charcoal 80g through oxidation processes places the there-necked flask of taking back stream device and stirring, and adding concentration is 5% polyvinyl alcohol (1788) aqueous solution 2400g.Begin to be warming up to 60 ℃ after mixing speed is adjusted to 180r/min, and keep 5h with this understanding.Be cooled to close after the room temperature and stir and spherical activated charcoal is filtered out from solution.After hot water fully washs, at 150 ℃ of dry down active carbons that form surface coating.
With the surface be covered with polyvinyl alcohol spherical activated charcoal 80g to impregnated in the H2SO4 mass concentration be that the mass concentration of epoxychloropropane is 15% among 3% the epoxy chloroethanes aqueous solution 800g.At 90 ℃ down behind the reaction 48h, system is cooled to room temperature, filter out active carbon after, with its fully washing and in deionized water in 120 ℃ of dry down intermediate activity charcoals.
It is % that intermediate activity charcoal 80g impregnated in concentration, and temperature is among 5 ℃ the heparin solution 300g.Add 3g 1-(3-dimethylamino-propyl)-3-ethyl carbodiimide stirring reaction 3h then.The temperature to 40 that raises afterwards ℃ continuation reaction 72h.After reaction finishes, remove liquid phase, products therefrom through fully forming target product after the washing, is had the active carbon of good blood compatibility, and tests its absorption property and clotting time through elimination.Test result is listed in table 1.
Embodiment 5:
Specific area is 1050M 2The spherical activated charcoal 200g of/g is in 300 ℃ of following oxidation 0.5h in 15% the nitrogen in oxygen content.The cooling back is taken out subsequent use.This moment, the pH value of spherical activated charcoal was 4.
Spherical activated charcoal 80g through oxidation processes places the there-necked flask of taking back stream device and stirring, and adding concentration is 2.5% polyvinyl alcohol (1799) aqueous solution 2400g.Begin to be warming up to 50 ℃ after mixing speed is adjusted to 180r/min, and keep 10h with this understanding.Be cooled to close after the room temperature and stir and spherical activated charcoal is filtered out from solution.After hot water fully washs, at 150 ℃ of dry down active carbons that form surface coating.
With the surface be covered with polyvinyl alcohol spherical activated charcoal 80g to impregnated in the HCl mass concentration be that the mass concentration of epoxychloropropane is 20% among 0.05% the epoxychloropropane aqueous solution 200g.At 95 ℃ down behind the reaction 6h, system is cooled to room temperature, filter out active carbon after, with its fully washing and in deionized water in 120 ℃ of dry down intermediate activity charcoals.
It is 2% that intermediate activity charcoal 80g impregnated in concentration, and temperature is among 15 ℃ the heparin solution 3500g.Add 1.5g 1-(3-dimethylamino-propyl)-3-ethyl carbodiimide stirring reaction 0.5h then.The temperature to 20 that raises afterwards ℃ continuation reaction 48h.After reaction finishes, remove liquid phase, products therefrom through fully forming target product after the washing, is had the active carbon of good blood compatibility, and tests its absorption property and clotting time through elimination.Test result is listed in table 1.
Comparative Examples
With specific area is 1050M 2The spherical activated charcoal 100g of/g impregnated in the ethanolic solution that 1000g concentration is 5% polyvinyl butyral resin.And in 50 ℃ of refluxed 12h.System be cooled to filter after the room temperature obtain behind the spherical activated charcoal with ethanol fully wash the back under 30 ℃ under-0.08MPa vacuum dry 1h, make the spherical activated charcoal of face coat polyvinyl butyral resin.
Table 1: the material properties test result is following:
Figure BSA00000450928000051
The spherical activated charcoal of coatings prepared polyvinyl alcohol and grafting heparin is suitable with Comparative Examples to creatinine, yellow Jackets, cobalamin equimolecular absorption property according to the present invention.Compare with Comparative Examples, the prepared adsorbent of the present invention has good blood compatibility.

Claims (7)

1. adsorbent that is used for disposable blood perfusion device with good blood compatibility.It is characterized in that this adsorbent is carrier with the active carbon, active carbon is less than 5.5 through the pH value after the oxidation processes; And fixed anticoagulative substance-heparin above that, the content of heparin is 0.5~3mg/g active carbon.
2. the described preparation of adsorbent method of claim 1 comprises the following step.
(1) used active carbon is handled through the surface oxidation modification;
(2) alcohol of the active carbon coating polyethylene after surface oxidation modification film;
(3) grafting has the organic compound of difunctional on the polyvinyl alcohol film;
(4) the heparin grafting is carried on the polyvinyl alcohol film;
3. the activated carbon surface oxidation modification processing method described in the claim 2 comprises having liquid phase oxidation property material and gaseous oxidation property material.When adopting the oxidation of liquid phase oxidation property material, oxidizing temperature is at 30~100 ℃; When adopting gaseous oxidation, its oxidizing temperature is 280~450 ℃.The pH value of active carbon is less than 5.5 after the modification;
4. the method for active carbon coating polyethylene alcohol film is that active carbon impregnated in concentration is in 0.5~5% the poly-vinyl alcohol solution after the described oxidation modification of claim 2; Dipping temperature is room temperature~80 ℃; The quality of poly-vinyl alcohol solution is 2~30 times (mass ratioes) of the quality of modified activated carbon.
5. the organic compound that grafting has a difunctional on the described polyvinyl alcohol film of claim 2 is that the active carbon behind the coating polyethylene alcohol impregnated in the solution that contains difunctional material and catalyst.The concentration of difunctional material is 0.5~20% (mass ratio) in the solution; The concentration of catalyst in solution is 0.05~3% (mass ratio); Temperature is 50~95 ℃; Dip time is 6~48h.
6. to be carried on the polyvinyl alcohol film be the active carbon behind the grafting difunctional organic compound to be impregnated in contain in the heparin solution to the described heparin grafting of claim 2.Heparin concentration in the solution is 0.5~2% (mass ratio); Also add 1-(3-dimethylamino-propyl)-3-ethyl carbodiimide in the solution, the mass ratio of this material and heparin solution is 0.001~0.05: 1; The active carbon of the grafting difunctional organic compound that adds and the mass ratio of heparin solution are 0.02~0.2: 1;
7. to be carried on the polyvinyl alcohol film be to react at-5~15oC with active carbon dipping behind the grafting difunctional organic compound and heparin solution and after adding 1-(3-dimethylamino-propyl)-3-ethyl carbodiimide to the described heparin grafting of claim 2; Reaction time is 0.5~10h; Temperature to the 20~40oC that raises afterwards continues reaction, and the reaction time is 24~72h.
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Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103230781A (en) * 2013-05-03 2013-08-07 重庆大学 Heparin-phenylalanine adsorption material for blood purification method for removing endotoxin
CN104525153A (en) * 2014-12-04 2015-04-22 珠海健帆生物科技股份有限公司 Adsorbent for removing LDL and preparation method thereof
CN106268703A (en) * 2015-11-04 2017-01-04 珠海健帆生物科技股份有限公司 DNA immunization adsorbent and preparation method thereof
WO2017075946A1 (en) * 2015-11-02 2017-05-11 李建中 Adsorption filler for dialysate, and manufacturing method and use thereof
CN109621912A (en) * 2018-12-21 2019-04-16 重庆希尔康血液净化器材研发有限公司 A kind of coating method of blood perfusion acticarbon
CN110372869A (en) * 2019-08-24 2019-10-25 思必康(厦门)新材料有限公司 A kind of polyvinyl alcohol-heparin polymer and its preparation method and application
CN110776043A (en) * 2019-10-23 2020-02-11 安徽国电能源设备工程有限公司 Preparation method of filter element for removing residual chlorine in water
CN111684284A (en) * 2018-02-06 2020-09-18 那慕尔大学Asbl Method for diagnosing hemostatic disorders using activated carbon
CN113426429A (en) * 2021-06-30 2021-09-24 西安大望山化工科技有限公司 Preparation method of dechlorinating agent
CN114100589A (en) * 2021-01-05 2022-03-01 河南省驼人医疗科技有限公司 Method for modifying blood perfusion resin adsorbent for acute and chronic poisoning of medicine
CN114288997A (en) * 2021-12-16 2022-04-08 健帆生物科技集团股份有限公司 Adsorption resin with self-anticoagulation property and preparation method and application thereof

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Cited By (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103230781A (en) * 2013-05-03 2013-08-07 重庆大学 Heparin-phenylalanine adsorption material for blood purification method for removing endotoxin
CN104525153A (en) * 2014-12-04 2015-04-22 珠海健帆生物科技股份有限公司 Adsorbent for removing LDL and preparation method thereof
CN104525153B (en) * 2014-12-04 2017-07-04 珠海健帆生物科技股份有限公司 A kind of adsorbent removed for LDL and preparation method thereof
WO2017075946A1 (en) * 2015-11-02 2017-05-11 李建中 Adsorption filler for dialysate, and manufacturing method and use thereof
CN106268703A (en) * 2015-11-04 2017-01-04 珠海健帆生物科技股份有限公司 DNA immunization adsorbent and preparation method thereof
CN106268703B (en) * 2015-11-04 2018-11-30 珠海健帆生物科技股份有限公司 DNA immunization adsorbent and preparation method thereof
CN111684284A (en) * 2018-02-06 2020-09-18 那慕尔大学Asbl Method for diagnosing hemostatic disorders using activated carbon
CN109621912A (en) * 2018-12-21 2019-04-16 重庆希尔康血液净化器材研发有限公司 A kind of coating method of blood perfusion acticarbon
CN110372869B (en) * 2019-08-24 2021-08-27 思必康(厦门)新材料有限公司 Polyvinyl alcohol-heparin polymer and preparation method and application thereof
CN110372869A (en) * 2019-08-24 2019-10-25 思必康(厦门)新材料有限公司 A kind of polyvinyl alcohol-heparin polymer and its preparation method and application
CN110776043A (en) * 2019-10-23 2020-02-11 安徽国电能源设备工程有限公司 Preparation method of filter element for removing residual chlorine in water
CN110776043B (en) * 2019-10-23 2023-10-31 安徽国电能源设备工程有限公司 Preparation method of filter element for removing residual chlorine in water
CN114100589A (en) * 2021-01-05 2022-03-01 河南省驼人医疗科技有限公司 Method for modifying blood perfusion resin adsorbent for acute and chronic poisoning of medicine
CN113426429A (en) * 2021-06-30 2021-09-24 西安大望山化工科技有限公司 Preparation method of dechlorinating agent
CN113426429B (en) * 2021-06-30 2022-12-27 西安大望山化工科技有限公司 Preparation method of dechlorinating agent
CN114288997A (en) * 2021-12-16 2022-04-08 健帆生物科技集团股份有限公司 Adsorption resin with self-anticoagulation property and preparation method and application thereof

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