CN109575309A - A kind of preparation method of biological high molecular material - Google Patents

A kind of preparation method of biological high molecular material Download PDF

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CN109575309A
CN109575309A CN201811565343.7A CN201811565343A CN109575309A CN 109575309 A CN109575309 A CN 109575309A CN 201811565343 A CN201811565343 A CN 201811565343A CN 109575309 A CN109575309 A CN 109575309A
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parts
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reaction kettle
tetrahydrofuran
high molecular
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左国幼
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    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G85/00General processes for preparing compounds provided for in this subclass

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Abstract

The present invention relates to field of new material preparation, particularly with regard to a kind of preparation method of biological high molecular material;Its technical solution are as follows: terminal hydroxy group poly- (N- isopropyl acrylamide) is dissolved in tetrahydrofuran, triethylamine is added, is reacted with acryloyl chloride, then adds macromole evocating agent, the reaction was continued with raw material, obtains product.Biology provided by the present invention has lower critical micelle concentration with high molecular material, it therefore can be with lower concentration, the specific biological function substance of stable carrying is present in biosystem, can be applied to the fields such as separation specific protein, medicine preparation, enzyme fixation.

Description

A kind of preparation method of biological high molecular material
Technical field
The present invention relates to biomaterial preparation fields, particularly with regard to a kind of preparation method of biological high molecular material.
Background technique
Functional high molecule material refers generally to that there is certain special function can either use under certain particular surroundings High molecular material.Can also refer to transmitting with matter energy and information, conversion and storage effect high molecular material and its Composite material.
In this patent, biological high molecular material includes biological medical polymer material, also refer to can be applied to it is specific Biological study and biological field play given efficacy high molecular material.
CN104845962A discloses a kind of preparation method of multi-layer immobilized lactase, comprising: 1) multi-layer is mesoporous The synthesis of silicon materials;2) preparation of immobilized lactase: taking multi-layer mesoporous silicon material made from 100mg, mixed with lactose enzyme solution It closes, oscillation absorption 0.5-3h obtains multi-layer immobilized lactase crude product;3) it washs: described in repeatedly being rinsed with phosphate buffer Multi-layer immobilized lactase crude product, obtains multi-layer immobilized lactase.The invention also discloses with immobilized lactase system The method of standby galactooligosaccharide.
CN101848988A discloses a kind of Lovastatin esterase being fixed on solid carrier not soluble in water, the enzyme It is covalently attached to the solid carrier activated with bifunctional coupling reagent at least, it is fixed in the presence of Simvastatin and/or its salt The Lovastatin esterase of change shows its hydrolysing activity to the hydrolysing activity of Lovastatin and its salt relatively to Simvastatin and its salt It is at least 5 times high.The invention further relates to a kind of methods in immobilised on solid support Lovastatin esterase not soluble in water, and The enzyme of the fixation on a solid carrier is used to prepare and/or separates and/or purifies the application of Simvastatin, and further relates to one kind The method of preparation and/or purifying Simvastatin, cuts down including the pungent of Lovastatin salt with Lovastatin esterase treatment containing residual quantity Statin salting liquid, until hydrolysis Lovastatin forms triol;Separate the triol;And it separates pungent substantially free of Lovastatin and cuts down Statin, wherein making the Simvastatin salting liquid of the Lovastatin salt containing residual quantity and being fixed on solid carrier not soluble in water Lovastatin esterase enzyme.In addition, the present invention relates to a kind of biocatalysis flow reactor with bed, includes reactor body (1), which has the inner space (2) of connection liquid-inlet (3) and liquid outlet (4), in the inner space (2) In the presence of the bed (5) containing the Lovastatin esterase being fixed on solid carrier not soluble in water
It is such as that specific biological enzyme is fixed on a support material in certain specific areas of biology and medical research, or screening tool When having the cell of specific antibodies, it would be desirable to be able to it is stabilized in research system with less quantity, the material persistently to play a role, Existing technology is still lacking in this respect.
Summary of the invention
To solve the above-mentioned problems, the present invention provides a kind of preparation methods of biological high molecular material.
A kind of preparation method of biological high molecular material, technology of preparing scheme are as follows:
Step 1. is dissolved in 500-600 parts according to mass fraction, by 30-35 parts of terminal hydroxy group poly- (N- isopropyl acrylamide) In tetrahydrofuran, 30-60min is stirred, the triethylamine for being then added 1.5-2.5 parts will react kettle temperature under stirring into reaction kettle Degree drops to 0 DEG C and is slowly added to the tetrahydrofuran solution containing 1.2-1.8 parts of acryloyl chloride hereinafter, leading under nitrogen protection, feeds Time is 120-150min;It maintains the temperature at 0-5 DEG C, is warming up to 25-30 DEG C after reacting 4-8h, the reaction was continued 18-24h;It completes Solution is filtered after reaction, after concentrating the filtrate to 300-350 parts, is added to 1000-2000 parts of second in the case of stirring It in ether, then filters, vacuum drying after washing filter residue 2-3 times with ether obtains intermediate, spare;
Step 2. is by intermediate made from 22-30 parts, 0.08-0.12 parts of macromole evocating agent, 18-22 parts of isopropanol and 18-22 parts of dimethyl sulfoxide is added in reaction kettle, and after stirring and dissolving, temperature of reaction kettle is dropped to 0 DEG C or less;Separately take 0.05-0.1 parts of pregnancy hydroxyl trimethylene tetramine and 0.03-0.08 parts of three (DPM dpm,dipivalomethanes Acid) neodymium, 0.05-0.1 parts N Α-(fluoro- 2, the 4- dinitrophenyl of 5-)-L- leucyl amine, the epicatechin of 0. 8 parts of 3-0. 2- (1H- benzo trisazo- L-1- yl) -1,1,3,3- tetramethylurea tetrafluoro boric acid ester that 0.05-0.1 parts of gallate, 4-8 The dimethyl sulfoxide of part is added in reaction kettle, and then reaction kettle is evacuated, then and is passed through inert gas, back and forth three times Afterwards by reaction kettle vacuum state, temperature is risen to 60-70 DEG C after closing, is added 150-200 parts after reacting 20-25h Tetrahydrofuran dilution is added in 200-300 parts of ether, so in the case of stirring after vacuum distillation removes tetrahydrofuran After filter, a kind of biology high molecular material can be obtained in vacuum drying 18-24h after washing filter residue 2-3 times with ether.
The terminal hydroxy group is poly- (N- isopropyl acrylamide), molecular weight 4000-5000.
The macromole evocating agent, preparation method are as follows:
According to mass fraction, 2-8 parts of polyethylene glycol is dissolved in 40-50 parts of tetrahydrofuran, it is molten after stirring 10-15min Then 0.5-1.5 parts of triethylamine is added in solution, 0.05-0.15 parts of 2- aminothiophene -3- formamide is into reaction kettle, stirring It is lower that temperature of reaction kettle is dropped to 0 DEG C hereinafter, being slowly added to four of the 2- bromine isobutyl acylbromide containing 1.0-1.5 parts under logical nitrogen protection 10-15 parts of hydrogen tetrahydrofuran solution, feed time 60-80min;0-5 DEG C is maintained the temperature at, is warming up to 25-30 DEG C after reacting 2-6h, The reaction was continued 18-24h;Solution is filtered after completing reaction, after filtrate solvent evaporated, is added to 30- in the case of stirring It in 50 parts of ether, then filters, vacuum drying for 24 hours, obtains macromole evocating agent crude product after washing filter residue 2-3 times with ether; The macromole evocating agent crude product of obtained 4-8 part is dissolved in 15-20 parts of water, pH value is adjusted to 8-9,18- is then added 25 parts of methylene chloride is extracted, and organic layer, solvent evaporated after drying, it can obtain macromole evocating agent are taken.
The polyethylene glycol, molecular weight 1000-4000.
The tetrahydrofuran solvent is by the pretreated tetrahydrofuran of drying.
Biology provided by the present invention has lower critical micelle concentration with high molecular material, therefore can be with lower Concentration, the specific biological function substance of stable carrying are present in biosystem, can be applied to separation specific protein, drug The fields such as preparation, enzyme fixation.
Specific embodiment
The invention is described further below by specific embodiment:
Embodiment 1
A kind of preparation method of biological high molecular material, technology of preparing scheme are as follows:
Step 1. is dissolved in 550 parts of tetrahydro furan according to mass fraction, by 33 parts of terminal hydroxy group poly- (N- isopropyl acrylamide) In muttering, stir 45min, 2.0 parts of triethylamine be then added into reaction kettle, under stirring by temperature of reaction kettle drop to 0 DEG C hereinafter, The tetrahydrofuran solution containing 1.5 parts of acryloyl chloride, feed time 130min are slowly added under logical nitrogen protection;Keep temperature Degree is warming up to 28 DEG C after reacting 6h, the reaction was continued 20h at 3 DEG C;Solution is filtered after completing reaction, concentrates the filtrate to 330 parts Afterwards, it is added in 1500 parts of ether, then filters in the case of stirring, be dried in vacuo, obtain after washing filter residue 3 times with ether It is spare to intermediate;
Step 2. is by intermediate made from 26 parts, and 0.1 part of macromole evocating agent, 20 parts of isopropanol and 20 parts of dimethyl are sub- Sulfone is added in reaction kettle, and after stirring and dissolving, temperature of reaction kettle is dropped to 0 DEG C or less;0.08 part of pregnancy hydroxyl Sanya is taken again Tetramine, 0.05 part three (DPM dpm,dipivalomethane acid) neodymiums, 0.07 part of N Α-(the fluoro- 2,4- dinitro of 5- Base phenyl)-L- leucyl amine, 0.5 part of L-Epicatechin gallate, 0.07 part of 2- (1H- benzo trisazo- L-1- Base) -1,1,3,3- tetramethylurea tetrafluoro boric acid ester, 6 parts of dimethyl sulfoxide is added in reaction kettle, is then pumped into reaction kettle Then vacuum and is passed through inert gas, temperature is back and forth risen to 65 after closing afterwards by reaction kettle vacuum state three times DEG C, the tetrahydrofuran dilution of 170 parts of addition after 23h is reacted, is evaporated under reduced pressure after removing tetrahydrofuran, is added in the case of stirring It into 250 parts of ether, then filters, 21h is dried in vacuo after washing filter residue 3 times with ether can be obtained the biological height Molecular material.
Poly- (the N- isopropyl acrylamide) molecular weight of the terminal hydroxy group is 4500.
The macromole evocating agent is prepared as follows:
According to mass fraction, 5 parts of polyethylene glycol is dissolved in 45 parts of tetrahydrofuran, stir 13min after dissolve, then plus Enter 1.0 parts of triethylamine, temperature of reaction kettle is dropped to 0 under stirring into reaction kettle by 0.09 part of 2- aminothiophene -3- formamide DEG C hereinafter, being slowly added to 13 parts of tetrahydrofuran solution of the 2- bromine isobutyl acylbromide containing 1.3 parts, feed time under logical nitrogen protection For 70min;It maintains the temperature at 3 DEG C, is warming up to 27 DEG C after reacting 4h, the reaction was continued 21h;Solution is filtered after completing reaction, it will It after filtrate solvent evaporated, is added in 40 parts of ether, then filters in the case of stirring, after washing filter residue 2 times with ether Vacuum drying for 24 hours, obtains macromole evocating agent crude product;Obtain 6 parts of macromole evocating agent crude product is dissolved in 18 parts of water In, pH value is adjusted to 8, and 23 parts of methylene chloride is then added and is extracted, organic layer, solvent evaporated after drying are taken, it can Obtain macromole evocating agent.
The molecular weight polyethylene glycol is 3000.
Critical micelle concentration of the gained sample in 25 DEG C of aqueous solutions is 2.38mg L-1, yield 90.6%.
Embodiment 2
A kind of preparation method of biological high molecular material, technology of preparing scheme are as follows:
Step 1. is dissolved in 500 parts of tetrahydro furan according to mass fraction, by 30 parts of terminal hydroxy group poly- (N- isopropyl acrylamide) In muttering, stir 30min, 1.5 parts of triethylamine be then added, into reaction kettle, under stirring by temperature of reaction kettle drop to 0 DEG C with Under, the tetrahydrofuran solution containing 1.2 parts of acryloyl chloride, feed time 120min are slowly added under logical nitrogen protection;It protects Temperature is held at 0 DEG C, is warming up to 25 DEG C after reacting 4h, the reaction was continued 18h;Solution is filtered after completing reaction, is concentrated the filtrate to It after 300 parts, is added in 1000 parts of ether, then filters in the case of stirring, vacuum is dry after washing filter residue 2 times with ether It is dry, intermediate is obtained, it is spare;
Step 2. is by intermediate, 0.08 part of macromole evocating agent, 18 parts of isopropanol and 18 parts of dimethyl made from 22 parts Sulfoxide is added in reaction kettle, and after stirring and dissolving, temperature of reaction kettle is dropped to 0 DEG C or less;0.05 part of pregnancy hydroxyl three is taken again Methenamine, 0.03 part three (DPM dpm,dipivalomethane acid) neodymiums, 0.05 part of N Α-(the fluoro- 2,4- bis- of 5- Nitrobenzophenone)-L- leucyl amine, 0.3 part of 0.05 part of L-Epicatechin gallate of 2- (1H- benzo trisazo- L-1- Base) -1,1,3,3- tetramethylurea tetrafluoro boric acid ester, 4 parts of dimethyl sulfoxide is added in reaction kettle, is then pumped into reaction kettle Then vacuum and is passed through inert gas, temperature is back and forth risen to 60 after closing afterwards by reaction kettle vacuum state three times DEG C, the tetrahydrofuran dilution of 150 parts of addition after 20h is reacted, is evaporated under reduced pressure after removing tetrahydrofuran, is added in the case of stirring It into 200 parts of ether, then filters, 18h is dried in vacuo after washing filter residue 2 times with ether can be obtained the biological height Molecular material.
Poly- (the N- isopropyl acrylamide) molecular weight of the terminal hydroxy group is 4000.
The macromole evocating agent is prepared as follows:
According to mass fraction, 2 parts of polyethylene glycol is dissolved in 40 parts of tetrahydrofuran, stir 10min after dissolve, then plus Enter 0.5 part of triethylamine, temperature of reaction kettle is dropped to 0 under stirring into reaction kettle by 0.05 part of 2- aminothiophene -3- formamide DEG C hereinafter, being slowly added to 10 parts of tetrahydrofuran solution of the 2- bromine isobutyl acylbromide containing 1.0 parts, feed time under logical nitrogen protection For 60min;It maintains the temperature at 0 DEG C, is warming up to 25 DEG C after reacting 2h, the reaction was continued 18h;Solution is filtered after completing reaction, it will It after filtrate solvent evaporated, is added in 30 parts of ether, then filters in the case of stirring, after washing filter residue 2 times with ether Vacuum drying for 24 hours, obtains macromole evocating agent crude product;Obtain 4 parts of macromole evocating agent crude product is dissolved in 15 parts of water In, pH value is adjusted to 8, and 18 parts of methylene chloride is then added and is extracted, organic layer, solvent evaporated after drying are taken, it can Obtain macromole evocating agent.
The molecular weight polyethylene glycol is 1000.
Critical micelle concentration of the gained sample in 25 DEG C of aqueous solutions is 2.48mg L-1, yield 90.3%.
Embodiment 3
A kind of preparation method of biological high molecular material, technology of preparing scheme are as follows:
Step 1. is dissolved in 600 parts of tetrahydro furan according to mass fraction, by 35 parts of terminal hydroxy group poly- (N- isopropyl acrylamide) In muttering, stir 60min, 2.5 parts of triethylamine be then added into reaction kettle, under stirring by temperature of reaction kettle drop to 0 DEG C hereinafter, The tetrahydrofuran solution containing 1.2-1.8 parts of acryloyl chloride, feed time 150min are slowly added under logical nitrogen protection;It protects Temperature is held at 5 DEG C, is warming up to 30 DEG C after reacting 8h, the reaction was continued for 24 hours;Solution is filtered after completing reaction, is concentrated the filtrate to After 350 parts, it is added in 2000 parts of ether, then filters in the case of stirring, vacuum after washing filter residue 2-3 times with ether It is dry, intermediate is obtained, it is spare;
Step 2. is by intermediate, 0.12 part of macromole evocating agent, 22 parts of isopropanol and 22 parts of dimethyl made from 30 parts Sulfoxide is added in reaction kettle, and after stirring and dissolving, temperature of reaction kettle is dropped to 0 DEG C or less;0.1 part of pregnancy hydroxyl Sanya is taken again Tetramine, 0.08 part three (DPM dpm,dipivalomethane acid) neodymiums, 0.1 part of N Α-(the fluoro- 2,4- bis- of 5- Nitrobenzophenone)-L- leucyl amine, 0.8 part of L-Epicatechin gallate, 0.1 part of 2- (1H- benzo trisazo- L-1- Base) -1,1,3,3- tetramethylurea tetrafluoro boric acid ester, 8 parts of dimethyl sulfoxide is added in reaction kettle, is then pumped into reaction kettle Then vacuum and is passed through inert gas, temperature is back and forth risen to 70 after closing afterwards by reaction kettle vacuum state three times DEG C, the tetrahydrofuran dilution of 200 parts of addition after 25h is reacted, is evaporated under reduced pressure after removing tetrahydrofuran, is added in the case of stirring It into 300 parts of ether, then filters, is dried in vacuo after washing filter residue 3 times with ether and a kind of slow releasing pharmaceutical load can be obtained for 24 hours Body new material.
Poly- (the N- isopropyl acrylamide) molecular weight of the terminal hydroxy group is 5000.
The macromole evocating agent is prepared as follows:
According to mass fraction, 8 parts of polyethylene glycol is dissolved in 50 parts of tetrahydrofuran, stir 15min after dissolve, then plus Enter 1.5 parts of triethylamine, temperature of reaction kettle is dropped to 0 under stirring into reaction kettle by 0.15 part of 2- aminothiophene -3- formamide DEG C hereinafter, being slowly added to 15 parts of tetrahydrofuran solution of the 2- bromine isobutyl acylbromide containing 1.5 parts, feed time under logical nitrogen protection For 80min;5 DEG C are maintained the temperature at, is warming up to 30 DEG C after reacting 6h, the reaction was continued for 24 hours;Solution is filtered after completing reaction, it will It after filtrate solvent evaporated, is added in 50 parts of ether, then filters in the case of stirring, after washing filter residue 3 times with ether Vacuum drying for 24 hours, obtains macromole evocating agent crude product;Obtain 8 parts of macromole evocating agent crude product is dissolved in 20 parts of water In, pH value is adjusted to 9, and 25 parts of methylene chloride is then added and is extracted, organic layer, solvent evaporated after drying are taken, it can Obtain macromole evocating agent.
The molecular weight polyethylene glycol is 4000.
Critical micelle concentration of the gained sample in 25 DEG C of aqueous solutions is 2.33mg L-1, yield 91.0%.
Comparative example 1
The described biology with being added without three (2,2,6,6- tetramethyl -3,5- heptadione acid) neodymiums in high molecular material preparation process, The other the same as in Example 1.
Critical micelle concentration of the gained sample in 25 DEG C of aqueous solutions is 3.16mg L-1, yield 80.3%.
Comparative example 2
The described biology is with being added without N Α-(the fluoro- dinitrophenyl group of 5-)-L- leucyl in high molecular material preparation process Amine, the other the same as in Example 1.
Critical micelle concentration of the gained sample in 25 DEG C of aqueous solutions is 3.24mg L-1, yield 81.6%.
Comparative example 3
The described biology is with being added without 2- (1H- benzo trisazo- L-1- yl) -1,1,3,3- four in high molecular material preparation process Methyl urea tetrafluoroborate, the other the same as in Example 1, the sample number into spectrum AC-5 being made.
Critical micelle concentration of the gained sample in 25 DEG C of aqueous solutions is 2.87mg L-1, yield 84.9%.
Comparative example 4
2- aminothiophene -3- formamide, the other the same as in Example 1 are added without in the macromole evocating agent preparation process.
Critical micelle concentration of the gained sample in 25 DEG C of aqueous solutions is 2.75mg L-1, yield 86.1%.
Comparative example 5
L-Epicatechin gallate, the other the same as in Example 1 are added without in the macromole evocating agent preparation process.
Critical micelle concentration of the gained sample in 25 DEG C of aqueous solutions is 3.02mg L-1, yield 83.4%.
Comparative example 6
The described biology is with being added without macromole evocating agent, the other the same as in Example 1 in high molecular material preparation process.
Critical micelle concentration of the gained sample in 25 DEG C of aqueous solutions is 5.08mg L-1, yield 63.5%.

Claims (5)

1. a kind of preparation method of biological high molecular material, it is characterised in that technology of preparing scheme is as follows:
Step 1. is dissolved in 500-600 parts according to mass fraction, by 30-35 parts of terminal hydroxy group poly- (N- isopropyl acrylamide) In tetrahydrofuran, 30-60min is stirred, the triethylamine for being then added 1.5-2.5 parts will react kettle temperature under stirring into reaction kettle Degree drops to 0 DEG C and is slowly added to the tetrahydrofuran solution containing 1.2-1.8 parts of acryloyl chloride hereinafter, leading under nitrogen protection, feeds Time is 120-150min;It maintains the temperature at 0-5 DEG C, is warming up to 25-30 DEG C after reacting 4-8h, the reaction was continued 18-24h;It completes Solution is filtered after reaction, after concentrating the filtrate to 300-350 parts, is added to 1000-2000 parts of second in the case of stirring It in ether, then filters, vacuum drying after washing filter residue 2-3 times with ether obtains intermediate, spare;
Step 2. is by intermediate made from 22-30 parts, 0.08-0.12 parts of macromole evocating agent, 18-22 parts of isopropanol and 18-22 parts of dimethyl sulfoxide is added in reaction kettle, and after stirring and dissolving, temperature of reaction kettle is dropped to 0 DEG C or less;Separately take 0.05-0.1 parts of pregnancy hydroxyl trimethylene tetramine and 0.03-0.08 parts of three (DPM dpm,dipivalomethanes Acid) neodymium, 0.05-0.1 parts N Α-(fluoro- 2, the 4- dinitrophenyl of 5-)-L- leucyl amine, the epicatechin of 0. 8 parts of 3-0. 2- (1H- benzo trisazo- L-1- yl) -1,1,3,3- tetramethylurea tetrafluoro boric acid ester that 0.05-0.1 parts of gallate, 4-8 The dimethyl sulfoxide of part is added in reaction kettle, and then reaction kettle is evacuated, then and is passed through inert gas, back and forth three times Afterwards by reaction kettle vacuum state, temperature is risen to 60-70 DEG C after closing, is added 150-200 parts after reacting 20-25h Tetrahydrofuran dilution is added in 200-300 parts of ether, so in the case of stirring after vacuum distillation removes tetrahydrofuran After filter, a kind of biology high molecular material can be obtained in vacuum drying 18-24h after washing filter residue 2-3 times with ether.
2. a kind of biological high molecular material according to claim 1, it is characterised in that: the macromole evocating agent, Preparation method is as follows:
According to mass fraction, 2-8 parts of polyethylene glycol is dissolved in 40-50 parts of tetrahydrofuran, it is molten after stirring 10-15min Then 0.5-1.5 parts of triethylamine is added in solution, 0.05-0.15 parts of 2- aminothiophene -3- formamide is into reaction kettle, stirring It is lower that temperature of reaction kettle is dropped to 0 DEG C hereinafter, being slowly added to four of the 2- bromine isobutyl acylbromide containing 1.0-1.5 parts under logical nitrogen protection 10-15 parts of hydrogen tetrahydrofuran solution, feed time 60-80min;0-5 DEG C is maintained the temperature at, is warming up to 25-30 DEG C after reacting 2-6h, The reaction was continued 18-24h;Solution is filtered after completing reaction, after filtrate solvent evaporated, is added to 30- in the case of stirring It in 50 parts of ether, then filters, vacuum drying for 24 hours, obtains macromole evocating agent crude product after washing filter residue 2-3 times with ether; The macromole evocating agent crude product of obtained 4-8 part is dissolved in 15-20 parts of water, pH value is adjusted to 8-9,18- is then added 25 parts of methylene chloride is extracted, and organic layer, solvent evaporated after drying, it can obtain macromole evocating agent are taken.
3. a kind of biological high molecular material according to claim 1, it is characterised in that: the terminal hydroxy group is poly-, and (N- is different Propyl acrylamide), molecular weight 4000-5000.
4. a kind of biological high molecular material according to claim 2, it is characterised in that: the polyethylene glycol, point Son amount is 1000-4000.
5. a kind of biological high molecular material according to claim 1, it is characterised in that: the tetrahydrofuran solvent, It is by the pretreated tetrahydrofuran of drying.
CN201811565343.7A 2018-12-20 2018-12-20 A kind of preparation method of biological high molecular material Pending CN109575309A (en)

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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20060069235A1 (en) * 2004-09-30 2006-03-30 Arnold Stephen C Lactam polymer derivatives
CN103705460A (en) * 2013-12-27 2014-04-09 南开大学 Preparation method of enzymatic cross-linking medicine carrying nano micelle
CN104789547A (en) * 2015-04-13 2015-07-22 西北大学 Preparation method and application of high-density RGD peptide modified material

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20060069235A1 (en) * 2004-09-30 2006-03-30 Arnold Stephen C Lactam polymer derivatives
CN103705460A (en) * 2013-12-27 2014-04-09 南开大学 Preparation method of enzymatic cross-linking medicine carrying nano micelle
CN104789547A (en) * 2015-04-13 2015-07-22 西北大学 Preparation method and application of high-density RGD peptide modified material

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Application publication date: 20190405