CN110124628A - A kind of timely preparation method of low-density lipoprotein adsorbent membrane material - Google Patents

A kind of timely preparation method of low-density lipoprotein adsorbent membrane material Download PDF

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Publication number
CN110124628A
CN110124628A CN201810106324.1A CN201810106324A CN110124628A CN 110124628 A CN110124628 A CN 110124628A CN 201810106324 A CN201810106324 A CN 201810106324A CN 110124628 A CN110124628 A CN 110124628A
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CN
China
Prior art keywords
membrane material
polyurethane
adsorbent
hepari
density lipoprotein
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Pending
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CN201810106324.1A
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Chinese (zh)
Inventor
王红梅
罗章凯
张文
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CHONGQING XIERKANG BLOOD PURIFICATION EQUIPMENT RESEARCH AND DEVELOPMENT Co Ltd
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CHONGQING XIERKANG BLOOD PURIFICATION EQUIPMENT RESEARCH AND DEVELOPMENT Co Ltd
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Priority to CN201810106324.1A priority Critical patent/CN110124628A/en
Publication of CN110124628A publication Critical patent/CN110124628A/en
Pending legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61M—DEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
    • A61M1/00—Suction or pumping devices for medical purposes; Devices for carrying-off, for treatment of, or for carrying-over, body-liquids; Drainage systems
    • A61M1/34—Filtering material out of the blood by passing it through a membrane, i.e. hemofiltration or diafiltration
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
    • B01J20/26—Synthetic macromolecular compounds
    • B01J20/265—Synthetic macromolecular compounds modified or post-treated polymers
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/28—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties
    • B01J20/28014—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties characterised by their form
    • B01J20/28016—Particle form
    • B01J20/28019—Spherical, ellipsoidal or cylindrical
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/28—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties
    • B01J20/28014—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties characterised by their form
    • B01J20/28026—Particles within, immobilised, dispersed, entrapped in or on a matrix, e.g. a resin
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/28—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties
    • B01J20/28014—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties characterised by their form
    • B01J20/28033—Membrane, sheet, cloth, pad, lamellar or mat

Abstract

The invention discloses a kind of adsorbent membrane materials and preparation method thereof, it is characterized in that carrying out coating processing to base ball using polyurethane test tube of hepari membrane material, polyurethane test tube of hepari coating solution is prepared, coating liquid is prepared with the membrane material, and coating processing is carried out to base ball, treated, and adsorbent material is higher than 60% to low-density lipoprotein (LDL) absorption in external blood plasma, the adsorbent blood compatibility is good, and hydrophily significantly improves.Its preparation process is simple and environmentally-friendly, it is safe, at low cost, can be with scale industrial production.

Description

A kind of timely preparation method of low-density lipoprotein adsorbent membrane material
Technical field
The present invention relates to a kind of medical material for blood perfusion, in particular to a kind of adsorbent membrane material and its preparation Method.
Background technique
Hypercholesterolemia generally means that high-caliber total cholesterol or low density lipoprotein cholesterol.Hypercholesteremia Disease and many vascular diseases are closely related, most significantly ischemic heart disease.Asia-Pacific group collaboration research tissue (APCSC) report Road, the every mortality risk for increasing 1 mmol/L coronary heart disease of cholesterol level increase about 35 %, fatal or non-lethal apoplexy hair Life rate also will increase 7 %.Blood Cholesterol raising is the increase due to lipoprotein content, wherein most closely related rouge egg White is low-density lipoprotein (low-density lipoprotein, LDL) and high-density lipoprotein (high-density Lipoprotein, HLDL).
The content of low-density and high-density lipoprotein ratio is 1:2 in serum.Cholesterol is transported to whole body group from liver by LDL It knits, the cholesterol of tissue is shipped back liver metabolism by HLDL, and when LDL excess, the cholesterol that it is carried just accumulates in arterial wall On, long time integration easily causes atheroma.Therefore, when preventing or treating hypercholesterolemia, holding/maintenance LDL It is most important with the balance of HLDL.
The density of LDL is 1.006-1.063 g/mL, is a kind of spheric granules, is had by cholesteryl ester and triglycerides The hydrophobic oiliness inner core molecule structure of composition, is made of phosphatide, free cholesterol and Apolipoprotein B-100 (Apo B-100) Hydrophilic outer layer.The outer layer of LDL particle contains a large amount of phosphatide, and main component is phosphatidyl choline and sphingomyelins, and content is respectively 450 molecules and 180 molecules.The cholesterol that LDL is carried accounts for about 2/3 of total cholesterol in serum.How selective clearing is low Density lipoprotein is always the key point for treating hypercholesterolemia.
Clinically it can be divided into three kinds for treating hyperlipidemia at present, food is adjusted, and drug therapy and LDL blood are net Change.Wherein the above two for serum lipid concentrations be not very high (LDL-C concentration > 130 mg/dL) when effect it is preferable, the latter couple It is higher (LDL-C concentration > 200 mg/dl) in serum lipid concentrations, by long-term repetitive treatment, serum lipid concentrations can be substantially reduced.At present Clinically the treatment method for LDL purification mainly has 5 kinds, is respectively: multistage filtering, immuno absorbence, heparin-induced heavy Drop, the absorption of sulfonation glucan and LDL whole blood perfusion.
The filtering of multistage filtering (Cascade Filtration, CF), also referred to as film difference, this technology are the Agishi of Japan It is research and development and first for treating the technology semi-selective of hypercholesterolemia.The technology is to intercept to remove by molecular weight LDL, the secondary membrane in multistage filtering can intercept the molecule that molecular weight is million, and the molecule of LDL-C molecule is about 2, and 300, 000, therefore can remove.Studies have shown that the blood plasma of separation 2500-3000 mL, can reduce total cholesterol amount 30-50 %, Wherein LDL-C is about 30-45 %, however its poor selectivity, a large amount of useful fibrins in blood plasma, immunoglobulin, HDL etc. is also removed, and the separative efficiency of this method and selectivity are still within the exploratory stage so far.
Immuno absorbence (Immunoadsorption) system is by continuously flowing cyto-centrifuge, blood plasma pump and two absorption Tower composition, the adsorbent are the Sepharose 4B gels for being coupled the anti-apolipoprotein B100 antibody of polyclonal goat, each Pillar can fill the agarose particle of 300-320 mL, and adsorbable about 3 g LDL cholesterol, which can be by inhaling automatically Attached-desorption component regenerates in buffered with amino acid liquid and sodium chloride solution.3-6 liters of blood plasma per treatment, in blood samples of patients LDL cholesterol can be reduced to 30-40 %, and the isoconcentrations such as HDL, haemocyanin, immunoglobulin, fibrinogen reduce 15- 20 %(can restore at 24 hours).The technology has many advantages, such as that highly selective, high efficiency and pillar are renewable, however is controlling Treatment process and regenerative process it is at high cost, therefore be subject to certain restrictions.
Heparin-induced sedimentation (Heparin-Induced LDL Precipitation, HELP), patient's blood of equivalent volumes The LDL and fibrinogen of precipitating are passed through the poly- carbon of 0.4 micron pore size by slurry and heparin buffer solution (pH=4.85), the method Acid esters membrane filter, sediment is discarded, filtrate by ion-exchange remove heparin, blood plasma adjust back to normal pH value and Electrolyte concentration, ultrafiltration is to remove excessive water, and after finally recalling to the blood plasma that patient mixes purifying again, with washed corpuscles Human body is returned to together.It but still is one reliable and effective although this technology is than complicated.But in addition to cholesterol, This method is simultaneously to C3, C4, fibrinogen, the non-selective removal such as plasminogen.This method may make disposable blood plasma LDL and lipoprotein (a) reduce by about 60 %, and fibrinogen reduces by 50 %, therefore is subject to certain restrictions.
In short, the selective adsorption capacity of current LDL adsorbent is not high, and the adsorbent valence that selective adsorption capacity is high Lattice are expensive, and up to 100,000 or more.In order to solve these problems, this technology is prepared using relatively inexpensive raw material with high selection The membrane material of property adsorption capacity, which is attached on various adsorbents can reach higher absorption to LDL.
Summary of the invention
The purpose of the present invention is to provide one kind to inhale adsorbent membrane material and preparation method thereof for ex vivo whole blood perfusion.
Polyurethane test tube of hepari membrane material provided by the invention, it is characterised in that using polyethylene glycol as soft segment, 4,4'- bis- hexamethylenes Dicyclohexylmethane diisocyanate (HMDI) is hard section, and Pehanorm base propane sulfonic acid is chain extender, in metal compound as catalyst Under effect, higher aliphatic carries out end capping reaction, has synthesized side chain containing sulfonic polyurethane, the reaction dissolvent of the reaction is two Chloroethanes.Side chain carries out esterification condensation with NaOH containing sulfonic polyurethane and reacts, and product is reacted with heparin sodium, generates test tube of hepari Polyurethane film material.The membrane material is configured to 4 ~ 8% concentration, is added in adsorbent, coating is stirred, filters off coating liquid, is done It is dry, the adsorbent with absorption LDL is made.
Higher aliphatic described in the above membrane material is one kind of C12 ~ C18 alcohol.
Metal compound as catalyst described in the above membrane material is dibutyltin diacetate, dibutyl tin dilaurate, ring One of metal compound as catalyst such as alkanoic acid zinc, cobalt naphthenate, lead naphthenate, stannous octoate.
The concentration of NaOH described in the above membrane material is 8% ~ 12%.
Coating method of the invention, which uses, stirs coating, and the volume ratio of adsorbent and coating liquid is 1:1 ~ 4, and mixing time is After 20min ~ 40min, forced air drying 3h, duplicate packages membrane operations, until the heparin grafting amount of adsorbent surface reaches 2.00 μ g/ cm2More than.Obtain the adsorption production with absorption LDL.
Compared with prior art, the present invention having the positive effect that:
1, the present invention introduces heparin using sulfonic method is introduced on polyurethane, and heparin is grafted stronger, the heparin of preparation Change membrane material good biocompatibility, is not easy to cause platelet adhesion reaction, hemolysis rate is low, no cytotoxicity；
2, the present invention provides a kind of membrane material, which can be used on a variety of base balls, with the side for being grafted heparin on base ball Method is compared, and operation of the present invention is simpler, and utilization is wider, and the requirement to base ball is lower；
3, the present invention use HMDI for raw material, obtained non yellowing polyurethane products, the polyurethane material with excellent light stability, The polyurethane material of weatherability, mechanical performance, mechanical property, hydrolytic resistance and chemical resistance；
4, preparation method simple process provided by the invention, environmental protection, safe, at low cost, thus can be with scale industrial production.
Specific embodiment
Embodiment 1
(1) polyethylene glycol, HMDI and solvent are weighed to be added in reactor, under nitrogen protection, is blended uniformly, is warming up to 50 DEG C, Catalyst is added, continues to heat up by reaction heat, reaction temperature must not exceed 75 DEG C, and after reacting 2h, temperature is down to 60 DEG C, be added Chain extender the reaction was continued 2 h, temperature are not more than 70 DEG C, finally add catalyst, are warming up to 80 DEG C of 3 h of isothermal reaction, and side is made Chain contains sulfonic polyurethane；
(2) 8%NaOH solution is added into (1) synthetic product；
(3) 4% heparin sodium is added into (1) synthetic product, 0 DEG C is reacted 24 ~ 48 hours, and test tube of hepari polyurethane is made；
(4) membrane material made from (3) being configured to 4%, the volume ratio of resin and coating liquid is 1:2, mixing time 20min, After 30,40min, forced air drying 3h, absorption according to YY0464-2009 standard operation to yellow Jackets, VB12, creatinine, tree Rouge/external Plasma volumes carry out adsorption test than 1/10, and absorption result is shown in Table 1.
Absorption of the adsorbent to yellow Jackets, VB12, creatinine and external blood plasma after 1. coating of table
The coating time Yellow Jackets VB12 Creatinine External blood plasma
20min 85% 90% 20% 55%
30min 92% 95% 23% 60%
40min 87% 93% 21% 58%
Embodiment 2
(1) polyethylene glycol, HMDI and solvent are weighed to be added in reactor, under nitrogen protection, is blended uniformly, is warming up to 50 DEG C, Catalyst is added, continues to heat up by reaction heat, reaction temperature must not exceed 75 DEG C, and after reacting 2h, temperature is down to 60 DEG C, be added Chain extender the reaction was continued 2 h, temperature are not more than 70 DEG C, finally add catalyst, are warming up to 80 DEG C of 3 h of isothermal reaction, and side is made Chain contains sulfonic polyurethane；
(2) 10%NaOH solution is added into (1) synthetic product；
(3) 6% heparin sodium is added into (1) synthetic product, 0 DEG C is reacted 24 ~ 48 hours, and test tube of hepari polyurethane is made；
(4) membrane material made from (3) being configured to 6%, the volume ratio of resin and coating liquid is 1:2, mixing time 20min, After 30,40min, forced air drying 3h, absorption according to YY0464-2009 standard operation to yellow Jackets, VB12, creatinine, tree Rouge/external Plasma volumes carry out adsorption test than 1/10, and absorption result is shown in Table 2.
Absorption of the adsorbent to yellow Jackets, VB12, creatinine and external blood plasma after 2. coating of table
The coating time Yellow Jackets VB12 Creatinine External blood plasma
20min 91% 94% 32% 58%
30min 90% 95% 30% 69%
40min 89% 92% 25% 60%
Embodiment 3
(1) polyethylene glycol, HMDI and solvent are weighed to be added in reactor, under nitrogen protection, is blended uniformly, is warming up to 50 DEG C, Catalyst is added, continues to heat up by reaction heat, reaction temperature must not exceed 75 DEG C, and after reacting 2h, temperature is down to 60 DEG C, be added Chain extender the reaction was continued 2 h, temperature are not more than 70 DEG C, finally add catalyst, are warming up to 80 DEG C of 3 h of isothermal reaction, and side is made Chain contains sulfonic polyurethane；
(2) 10%NaOH solution is added into (1) synthetic product；
(3) 6% heparin sodium is added into (1) synthetic product, 0 DEG C is reacted 24 ~ 48 hours, and test tube of hepari polyurethane is made；
(4) membrane material made from (3) being configured to 6%, the volume ratio of resin and coating liquid is 1:2, mixing time 20min, After 30,40min, forced air drying 3h, repetitive operation is that heparin grafting reaches 2.00 μ g/cm on base ball2, according to YY0464-2009 Absorption of the standard operation to yellow Jackets, VB12, creatinine, resin/external Plasma volumes carry out adsorption test, absorption than 1/10 It the results are shown in Table 3.
Absorption of the adsorbent to yellow Jackets, VB12, creatinine and external blood plasma after 3. coating of table
The coating time Yellow Jackets VB12 Creatinine External blood plasma
20min 91% 94% 32% 65%
30min 90% 95% 30% 68%
40min 89% 92% 25% 66%

Claims (9)

1. a kind of timely preparation method of low-density lipoprotein adsorbent membrane material, it is characterised in that using various base balls as carrier, with Polyurethane test tube of hepari membrane material prepares coating liquid, and membrane material packet is attached on resin, and being prepared into has absorption low-density lipoprotein Adsorbent.
2. the preparation method of polyurethane test tube of hepari membrane material according to claim 1, it is characterised in that be with polyethylene glycol Soft segment, 4,4'- dicyclohexyl methyl hydride diisocyanates (HMDI) are hard section, and Pehanorm base propane sulfonic acid is chain extender, gold Category compound is catalyst, and higher aliphatic carries out end capping reaction, has synthesized side chain containing sulfonic polyurethane, the reaction it is anti- Answering solvent is dichloroethanes.
3. a kind of low-density lipoprotein adsorbent membrane material and preparation method thereof according to claim 1, it is characterised in that side Chain is reacted containing sulfonic polyurethane with NaOH, and product is reacted with heparin sodium aqua, generates test tube of hepari polyurethane film material.
4. polyurethane test tube of hepari membrane material according to claim 1, it is characterised in that heparin is grafted on polyurethane and is made Standby to form, material surface heparin grafting amount is more than or equal to 2.01 μ g/cm2。
5. base ball according to claim 1, it is characterised in that it is one of glucan, polystyrene, polyurethane.
6. the concentration of heparin sodium according to claim 1 is 2%-6%, the concentration of membrane material is 4% ~ 8%.
7. metallic compound according to claim 1, it is characterised in that be dibutyltin diacetate, di lauric dibutyl One of metal compound as catalyst such as tin, zinc naphthenate, cobalt naphthenate, lead naphthenate, stannous octoate.
8. higher aliphatic according to claim 2, it is characterised in that one of C12 ~ C18 alcohol.
9. coating liquid concentration according to claim 2, it is characterised in that the volume ratio of adsorbent and coating liquid is 1:1 ~ 4, Coating is stirred, mixing time is 20min ~ 40min, after forced air drying 3h, repetitive operation 1-4 times.
CN201810106324.1A 2018-02-02 2018-02-02 A kind of timely preparation method of low-density lipoprotein adsorbent membrane material Pending CN110124628A (en)

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL7610488A (en) * 1975-09-22 1977-03-24 Rhone Poulenc Ind POLYURETHANES, IN PARTICULAR FOR PRODUCTS USED FOR MEDICAL APPLICATIONS, AND METHOD FOR PREPARING THEM.
CN1923357A (en) * 2006-09-28 2007-03-07 重庆大学 Selective adsorbent low density lipoprotein cholesterol and method for preparing same
CN102091595A (en) * 2011-01-12 2011-06-15 华东理工大学 Method for preparing spherical carbon aerogel with specific absorbability for low density lipoprotein
CN102258946A (en) * 2011-04-27 2011-11-30 浙江大学 Method for preparing low-density lipoprotein affinity adsorption hemodialysis membrane material
CN104629058A (en) * 2014-12-10 2015-05-20 胡学明 Novel heparinized polyester film preparation method

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL7610488A (en) * 1975-09-22 1977-03-24 Rhone Poulenc Ind POLYURETHANES, IN PARTICULAR FOR PRODUCTS USED FOR MEDICAL APPLICATIONS, AND METHOD FOR PREPARING THEM.
CN1923357A (en) * 2006-09-28 2007-03-07 重庆大学 Selective adsorbent low density lipoprotein cholesterol and method for preparing same
CN102091595A (en) * 2011-01-12 2011-06-15 华东理工大学 Method for preparing spherical carbon aerogel with specific absorbability for low density lipoprotein
CN102258946A (en) * 2011-04-27 2011-11-30 浙江大学 Method for preparing low-density lipoprotein affinity adsorption hemodialysis membrane material
CN104629058A (en) * 2014-12-10 2015-05-20 胡学明 Novel heparinized polyester film preparation method

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Application publication date: 20190816