CN107281493A - A kind of copolymerized material of polylactic-co-glycolic acid and preparation method thereof - Google Patents
A kind of copolymerized material of polylactic-co-glycolic acid and preparation method thereof Download PDFInfo
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- CN107281493A CN107281493A CN201710469034.9A CN201710469034A CN107281493A CN 107281493 A CN107281493 A CN 107281493A CN 201710469034 A CN201710469034 A CN 201710469034A CN 107281493 A CN107281493 A CN 107281493A
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- Prior art keywords
- parts
- acid
- polyglycolic acid
- copolymerized material
- dichloromethane
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Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
- A61K47/34—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyesters, polyamino acids, polysiloxanes, polyphosphazines, copolymers of polyalkylene glycol or poloxamers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K48/00—Medicinal preparations containing genetic material which is inserted into cells of the living body to treat genetic diseases; Gene therapy
- A61K48/0008—Medicinal preparations containing genetic material which is inserted into cells of the living body to treat genetic diseases; Gene therapy characterised by an aspect of the 'non-active' part of the composition delivered, e.g. wherein such 'non-active' part is not delivered simultaneously with the 'active' part of the composition
- A61K48/0025—Medicinal preparations containing genetic material which is inserted into cells of the living body to treat genetic diseases; Gene therapy characterised by an aspect of the 'non-active' part of the composition delivered, e.g. wherein such 'non-active' part is not delivered simultaneously with the 'active' part of the composition wherein the non-active part clearly interacts with the delivered nucleic acid
- A61K48/0041—Medicinal preparations containing genetic material which is inserted into cells of the living body to treat genetic diseases; Gene therapy characterised by an aspect of the 'non-active' part of the composition delivered, e.g. wherein such 'non-active' part is not delivered simultaneously with the 'active' part of the composition wherein the non-active part clearly interacts with the delivered nucleic acid the non-active part being polymeric
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/06—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from hydroxycarboxylic acids
- C08G63/08—Lactones or lactides
Abstract
The invention discloses copolymerized material of a kind of polylactic-co-glycolic acid and preparation method thereof, by weight, the composite includes following components：20~41 parts of polyglycolic acid, 25~45 parts of PLA, 12~19 parts of Polyethylenimine, 2~13 parts of polyvinyl alcohol, 2~11 parts of magnesium sulfate, 3~19 parts of L lactide monomers, 2~11 parts of maleic anhydride, 3~12 parts of hydroxyacetic acid, 5~18 parts of dichloromethane, 3~18 parts of absolute ether.(1) the copolymerized material of polylactic-co-glycolic acid of the present invention can be as preferable genophore, non-toxic, non-immunogenicity；(2) the copolymerized material of polylactic-co-glycolic acid of the present invention as genophore when have the advantages that Stability Analysis of Structures, targeting are high；(3) the copolymerized material of polylactic-co-glycolic acid of the present invention is high as drug release rate during genophore.
Description
Technical field
The invention belongs to technical field of material chemistry, it is related to a kind of composite, specially a kind of polylactic acid-polyglycolic acid copolymerization
Composite and preparation method thereof.
Background technology
Gene therapy is that target gene is delivered into intracellular specific tissue by suitable carrier suitably to be expressed
To reach the purpose for treating or preventing disease, it is to trigger the missing gene of disease by correcting or by correct channel genes
Repair in vivo or substitute faulty gene and carry out.The primary difficulty that gene therapy is faced is how the gene for the treatment of to be pacified
Entirely and efficiently it is sent in specific sick cell or tissue.Develop preferable genophore be current research focus it
One.
Preferable genophore should possess nontoxicity, non-immunogenicity, biodegradable, Stability Analysis of Structures, targeting specific,
The features such as easily preparing, easily enter cell, be conducive to gene efficient transfer and long-term expression.Traditional gene vector system point
For virus carrier system and the class of non-viral carrier systems two.Immunogenicity, oncogenicity and the non-virus carrier of existing viral vector
Low transmission efficiency the problems such as have become the bottleneck that further develops of repressor gene treatment.It is at full speed with nanometer biotechnology
Development, the non-viral carrier systems based on nano particle show tempting application prospect, are expected to break through this bottleneck.
The content of the invention
Present invention solves the technical problem that：In order to overcome the defect of prior art, a kind of transmission efficiency height is obtained, to human body
Nontoxic carrier material, the invention provides copolymerized material of a kind of polylactic acid-polyglycolic acid and preparation method thereof.
Technical scheme：A kind of copolymerized material of polylactic acid-polyglycolic acid, by weight, the composite is included
Following components：20~41 parts of polyglycolic acid, 25~45 parts of PLA, 12~19 parts of Polyethylenimine, 2~13 parts of polyvinyl alcohol, sulphur
Sour 2~11 parts of magnesium, 3~19 parts of L- lactide monomers, 2~11 parts of maleic anhydride, 3~12 parts of hydroxyacetic acid, dichloromethane 5~18
Part, 3~18 parts of absolute ether.
It is preferred that, by weight, the composite includes following components：It is 34 parts of polyglycolic acid, 42 parts of PLA, poly-
15 parts of monoethanolamine, 9 parts of polyvinyl alcohol, 8 parts of magnesium sulfate, 14 parts of L- lactide monomers, 8 parts of maleic anhydride, 7 parts of hydroxyacetic acid, two
14 parts of chloromethanes, 13 parts of absolute ether.
A kind of preparation method of the described copolymerized material of polylactic acid-polyglycolic acid, is comprised the steps of：
(1) PLA, polyglycolic acid, Polyethylenimine and polyvinyl alcohol are dissolved in dichloromethane, magnetic agitation is to complete
Dissolving, rotates 1~3 hour to remove dichloromethane；
(2) product for obtaining step (1) is placed in baking oven and dried, and crushes, and is subsequently placed in vacuum drying chamber and dries 1
~3 hours, wherein vacuum was -0.3Pa~-0.1Pa, and temperature is 72~85 DEG C；
(3) under anhydrous, vacuum state, the product of step (2) is mixed with L- lactide monomers and maleic anhydride, solvent
For absolute ether, reacted 1~3 hour under the conditions of 55~70 DEG C；Nitrogen is then charged with, is warming up to after 130 DEG C, catalyst is instilled
Stannous octoate, magnetic agitation, reaction is cooled down at room temperature after 20~50 minutes；
(4) product of magnesium sulfate, hydroxyacetic acid and step (3) is mixed, be placed in after vacuum drying in mill, mill
Temperature is 170 DEG C~190 DEG C in double roller, to complete melting, is transferred to hot-forming on vulcanizing press.
It is preferred that, PLA, polyglycolic acid, Polyethylenimine and polyvinyl alcohol are dissolved in dichloromethane by step in (1), magnetic
Power is stirred to being completely dissolved, and rotates 1.5 hours to remove dichloromethane.
It is preferred that, the product for obtaining step (1) in step (2) is placed in baking oven and dried, and crushes, and is subsequently placed in vacuum
Dried in drying box 2 hours, wherein vacuum is -0.2Pa, and temperature is 81 DEG C.
It is preferred that, in step (3) under anhydrous, vacuum state, by the product of step (2) and L- lactide monomers and Malaysia
Acid anhydrides is mixed, and solvent is absolute ether, is reacted 3 hours under the conditions of 64 DEG C；Nitrogen is then charged with, is warming up to after 130 DEG C, is instilled
Octoate catalyst stannous, magnetic agitation, reaction is cooled down at room temperature after 40 minutes.
It is preferred that, the product of magnesium sulfate, hydroxyacetic acid and step (3) is mixed in step (4), is placed in out after vacuum drying
In mill, temperature is 187 DEG C in mill double roller, to complete melting, is transferred to hot-forming on vulcanizing press.
Beneficial effect：(1) the copolymerized material of polylactic acid-polyglycolic acid of the present invention can be carried as preferable gene
Body, non-toxic, non-immunogenicity；(2) the copolymerized material of polylactic acid-polyglycolic acid of the present invention as genophore when have
Have the advantages that Stability Analysis of Structures, targeting are high；(3) the copolymerized material of polylactic acid-polyglycolic acid of the present invention is carried as gene
Drug release rate is high during body.
Embodiment
Embodiment 1
A kind of copolymerized material of polylactic acid-polyglycolic acid, by weight, the composite include following components：
20 parts of polyglycolic acid, 25 parts of PLA, 12 parts of Polyethylenimine, 2 parts of polyvinyl alcohol, 2 parts of magnesium sulfate, 3 parts of L- lactide monomers, horse
Come 2 parts of acid anhydrides, 3 parts of hydroxyacetic acid, 5 parts of dichloromethane, 3 parts of absolute ether.
A kind of preparation method of the described copolymerized material of polylactic acid-polyglycolic acid, is comprised the steps of：
(1) PLA, polyglycolic acid, Polyethylenimine and polyvinyl alcohol are dissolved in dichloromethane, magnetic agitation is to complete
Dissolving, rotates 1 hour to remove dichloromethane；
(2) product for obtaining step (1) is placed in baking oven and dried, and crushes, and is subsequently placed in vacuum drying chamber and dries 1
Hour, wherein vacuum is -0.3Pa, and temperature is 72 DEG C；
(3) under anhydrous, vacuum state, the product of step (2) is mixed with L- lactide monomers and maleic anhydride, solvent
For absolute ether, reacted 1 hour under the conditions of 55 DEG C；Nitrogen is then charged with, is warming up to after 130 DEG C, octoate catalyst is instilled sub-
Tin, magnetic agitation, reaction is cooled down at room temperature after 20 minutes；
(4) product of magnesium sulfate, hydroxyacetic acid and step (3) is mixed, be placed in after vacuum drying in mill, mill
Temperature is 170 DEG C in double roller, to complete melting, is transferred to hot-forming on vulcanizing press.
Embodiment 2
A kind of copolymerized material of polylactic acid-polyglycolic acid, by weight, the composite include following components：
34 parts of polyglycolic acid, 42 parts of PLA, 15 parts of Polyethylenimine, 9 parts of polyvinyl alcohol, 8 parts of magnesium sulfate, 14 parts of L- lactide monomers,
8 parts of maleic anhydride, 7 parts of hydroxyacetic acid, 14 parts of dichloromethane, 13 parts of absolute ether.
A kind of preparation method of the described copolymerized material of polylactic acid-polyglycolic acid, is comprised the steps of：
(1) PLA, polyglycolic acid, Polyethylenimine and polyvinyl alcohol are dissolved in dichloromethane, magnetic agitation is to complete
Dissolving, rotates 1.5 hours to remove dichloromethane；
(2) product for obtaining step (1) is placed in baking oven and dried, and crushes, and is subsequently placed in vacuum drying chamber and dries 2
Hour, wherein vacuum is -0.2Pa, and temperature is 81 DEG C；
(3) under anhydrous, vacuum state, the product of step (2) is mixed with L- lactide monomers and maleic anhydride, solvent
For absolute ether, reacted 3 hours under the conditions of 64 DEG C；Nitrogen is then charged with, is warming up to after 130 DEG C, octoate catalyst is instilled sub-
Tin, magnetic agitation, reaction is cooled down at room temperature after 40 minutes；
(4) product of magnesium sulfate, hydroxyacetic acid and step (3) is mixed, be placed in after vacuum drying in mill, mill
Temperature is 187 DEG C in double roller, to complete melting, is transferred to hot-forming on vulcanizing press.
Embodiment 3
A kind of copolymerized material of polylactic acid-polyglycolic acid, by weight, the composite include following components：
41 parts of polyglycolic acid, 45 parts of PLA, 19 parts of Polyethylenimine, 13 parts of polyvinyl alcohol, 11 parts of magnesium sulfate, L- lactide monomers 19
Part, 11 parts of maleic anhydride, 12 parts of hydroxyacetic acid, 18 parts of dichloromethane, 18 parts of absolute ether.
A kind of preparation method of the described copolymerized material of polylactic acid-polyglycolic acid, is comprised the steps of：
(1) PLA, polyglycolic acid, Polyethylenimine and polyvinyl alcohol are dissolved in dichloromethane, magnetic agitation is to complete
Dissolving, rotates 3 hours to remove dichloromethane；
(2) product for obtaining step (1) is placed in baking oven and dried, and crushes, and is subsequently placed in vacuum drying chamber and dries 3
Hour, wherein vacuum is -0.1Pa, and temperature is 85 DEG C；
(3) under anhydrous, vacuum state, the product of step (2) is mixed with L- lactide monomers and maleic anhydride, solvent
For absolute ether, reacted 3 hours under the conditions of 70 DEG C；Nitrogen is then charged with, is warming up to after 130 DEG C, octoate catalyst is instilled sub-
Tin, magnetic agitation, reaction is cooled down at room temperature after 50 minutes；
(4) product of magnesium sulfate, hydroxyacetic acid and step (3) is mixed, be placed in after vacuum drying in mill, mill
Temperature is 190 DEG C in double roller, to complete melting, is transferred to hot-forming on vulcanizing press.
The copolymerized material of hyaluronic acid-poly lactic acid that embodiment 1~3 is prepared is used as pharmaceutical carrier, and to it
Performance test is carried out, it is as a result as shown in the table：
Claims (7)
1. a kind of copolymerized material of polylactic acid-polyglycolic acid, it is characterised in that by weight, the composite is included
Following components：20~41 parts of polyglycolic acid, 25~45 parts of PLA, 12~19 parts of Polyethylenimine, 2~13 parts of polyvinyl alcohol, sulphur
Sour 2~11 parts of magnesium, 3~19 parts of L- lactide monomers, 2~11 parts of maleic anhydride, 3~12 parts of hydroxyacetic acid, dichloromethane 5~18
Part, 3~18 parts of absolute ether.
2. the copolymerized material of a kind of polylactic acid-polyglycolic acid according to claim 1, it is characterised in that by weight
Meter, the composite includes following components：34 parts of polyglycolic acid, 42 parts of PLA, 15 parts of Polyethylenimine, 9 parts of polyvinyl alcohol,
8 parts of magnesium sulfate, 14 parts of L- lactide monomers, 8 parts of maleic anhydride, 7 parts of hydroxyacetic acid, 14 parts of dichloromethane, 13 parts of absolute ether.
3. a kind of preparation method of the copolymerized material of polylactic acid-polyglycolic acid described in claim 1 or 2, it is characterised in that
Comprise the steps of：
(1) PLA, polyglycolic acid, Polyethylenimine and polyvinyl alcohol are dissolved in dichloromethane, magnetic agitation to being completely dissolved,
1~3 hour is rotated to remove dichloromethane；
(2) product for obtaining step (1) is placed in baking oven and dried, and crushes, and is subsequently placed in vacuum drying chamber and dries 1~3
Hour, wherein vacuum is -0.3Pa~-0.1Pa, and temperature is 72~85 DEG C；
(3) under anhydrous, vacuum state, the product of step (2) is mixed with L- lactide monomers and maleic anhydride, solvent is nothing
Water ether, reacts 1~3 hour under the conditions of 55~70 DEG C；Nitrogen is then charged with, is warming up to after 130 DEG C, octoate catalyst is instilled
Stannous, magnetic agitation, reaction is cooled down at room temperature after 20~50 minutes；
(4) product of magnesium sulfate, hydroxyacetic acid and step (3) is mixed, be placed in after vacuum drying in mill, mill double roller
Interior temperature is 170 DEG C~190 DEG C, to complete melting, is transferred to hot-forming on vulcanizing press.
4. a kind of preparation method of the copolymerized material of polylactic acid-polyglycolic acid according to claim 3, its feature exists
In PLA, polyglycolic acid, Polyethylenimine and polyvinyl alcohol are dissolved in dichloromethane by step in (1), and magnetic agitation is to complete
Dissolving, rotates 1.5 hours to remove dichloromethane.
5. a kind of preparation method of the copolymerized material of polylactic acid-polyglycolic acid according to claim 3, its feature exists
In the product for obtaining step (1) in step (2) is placed in baking oven and dried, and crushes, and is subsequently placed in vacuum drying chamber and dries
2 hours, wherein vacuum was -0.2Pa, and temperature is 81 DEG C.
6. a kind of preparation method of the copolymerized material of polylactic acid-polyglycolic acid according to claim 3, its feature exists
In, in step (3) under anhydrous, vacuum state, the product of step (2) is mixed with L- lactide monomers and maleic anhydride, it is molten
Agent is absolute ether, is reacted 3 hours under the conditions of 64 DEG C；Nitrogen is then charged with, is warming up to after 130 DEG C, octoate catalyst is instilled
Stannous, magnetic agitation, reaction is cooled down at room temperature after 40 minutes.
7. a kind of preparation method of the copolymerized material of polylactic acid-polyglycolic acid according to claim 3, its feature exists
In the product of magnesium sulfate, hydroxyacetic acid and step (3) is mixed in step (4), is placed in after vacuum drying in mill, mill
Temperature is 187 DEG C in machine double roller, to complete melting, is transferred to hot-forming on vulcanizing press.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710469034.9A CN107281493A (en) | 2017-06-20 | 2017-06-20 | A kind of copolymerized material of polylactic-co-glycolic acid and preparation method thereof |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201710469034.9A CN107281493A (en) | 2017-06-20 | 2017-06-20 | A kind of copolymerized material of polylactic-co-glycolic acid and preparation method thereof |
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|---|---|---|---|---|
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2017
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