CN105622951A - Method for preparing polyvinyl alcohol-polytrimethylene carbonate-polypeptide double grafted copolymer - Google Patents
Method for preparing polyvinyl alcohol-polytrimethylene carbonate-polypeptide double grafted copolymer Download PDFInfo
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- CN105622951A CN105622951A CN201610118876.5A CN201610118876A CN105622951A CN 105622951 A CN105622951 A CN 105622951A CN 201610118876 A CN201610118876 A CN 201610118876A CN 105622951 A CN105622951 A CN 105622951A
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- Prior art keywords
- polyvinyl alcohol
- ptmc
- poly
- peptide
- condensing agent
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- 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
- C08G81/00—Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers
- C08G81/02—Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers at least one of the polymers being obtained by reactions involving only carbon-to-carbon unsaturated bonds
- C08G81/024—Block or graft polymers containing sequences of polymers of C08C or C08F and of polymers of C08G
- C08G81/027—Block or graft polymers containing sequences of polymers of C08C or C08F and of polymers of C08G containing polyester or polycarbonate sequences
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- 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
- C08G2230/00—Compositions for preparing biodegradable polymers
Abstract
The invention discloses a method for preparing a polyvinyl alcohol-polytrimethylene carbonate-polypeptide double grafted copolymer. The method comprises the following steps of 1 preparing a polyvinyl alcohol-polytrimethylene carbonate grafted copolymer, wherein polyvinyl alcohol, polytrimethylene carbonate monododecyl ether with the closed carboxyl end, a solvent and a condensing agent are added into a drying reactor, stirring is performed at the temperature of 26-32 DEG C for 2-4 d, the reaction is stopped, and filtering, dialysis and drying are performed to obtain the target object; 2, preparing a polyvinyl alcohol-polytrimethylene carbonate-polypeptide double grafted copolymer, wherein the polyvinyl alcohol-polytrimethylene carbonate grafted copolymer, a polypepetide homopolymer with the closed carboxyl end, a solvent and a condensing agent are added into the drying reactor, stirring is performed at the temperature of 25-33 DEG C for 2-4 d, the reaction is stopped, and filtering, dialysis and drying are performed to obtain the target object. The preparation technology is simple and easy to master, and the target object is a novel degradable biological material.
Description
Technical field
The present invention relates to a kind of method preparing polyvinyl alcohol-PTMC-poly-peptide dual graft multipolymer, belong to biodegradated polymer materal preparing technical field.
Background technology
Polyvinyl alcohol a kind of has good biocompatibility and the biomaterial of biodegradability, has excellent wetting ability, is widely used in medicine and pharmacology aspect. PTMC and poly-peptide have excellent biocompatibility and the biomaterial of biodegradability, all has good hydrophobicity, has a wide range of applications at medicine. First PTMC segment is grafted on polyvinyl alcohol molecular chain and obtains polyvinyl alcohol-PTMC graft copolymer, poly-peptide segment is grafted in the polyvinyl alcohol segments in polyvinyl alcohol-PTMC graft copolymer polyvinyl alcohol-PTMC of obtaining-poly-peptide dual graft multipolymer set advantage of polyvinyl alcohol, PTMC and poly-peptide three again, it is a kind of there is amphipathic novel degradable biomaterial, certainly will have a good application prospect in slow releasing pharmaceutical carrier preparing.
Summary of the invention
It is an object of the invention to provide a kind of method that simple to operate and effect prepares polyvinyl alcohol-PTMC-poly-peptide dual graft multipolymer preferably. Its technical scheme is:
A kind of method preparing polyvinyl alcohol-PTMC-poly-peptide dual graft multipolymer, it is characterized in that: in multipolymer, the molecular weight of polyvinyl alcohol segments is 42000��52000, the molecular weight of PTMC segment is 2400��2700, and the molecular weight of poly-peptide segment is 2100��2300; Its preparation method adopts following step:
1) preparation of polyvinyl alcohol-PTMC graft copolymer: add polyvinyl alcohol, the PTMC monododecyl ether of carboxy blocking, solvent and condensing agent in dry reactor, under inert atmosphere, in 26��32 DEG C of stirring reactions 2��4 days, termination reaction, by filtration, dialysis, drying, obtain target compound;
2) preparation of polyvinyl alcohol-PTMC-poly-peptide dual graft multipolymer: add polyvinyl alcohol-PTMC graft copolymer, the poly-peptide homopolymer of carboxy blocking, solvent and condensing agent in dry reactor, under inert atmosphere, in 25��33 DEG C of stirring reactions 2��4 days, termination reaction, by filtration, dialysis, drying, obtain target compound.
A kind of described method preparing polyvinyl alcohol-PTMC-poly-peptide dual graft multipolymer, in step 1), the mol ratio of PTMC monododecyl ether and polyvinyl alcohol is 15��25:1.
A kind of described method preparing polyvinyl alcohol-PTMC-poly-peptide dual graft multipolymer, in step 1), condensing agent adoptsN,N��-dicyclohexylcarbodiimide,N,N��-DIC or 3-ethyl-1-(3-dimethylaminopropyl) carbodiimide, the mol ratio of condensing agent and polyvinyl alcohol is 1.08��1.8:1, and solvent adopts dimethyl sulfoxide (DMSO), and reactant solution concentration is 5��15g:100ml.
A kind of described method preparing polyvinyl alcohol-PTMC-poly-peptide dual graft multipolymer, step 2) in, in poly-peptide homopolymer employing poly-(r-phenmethyl-Pidolidone ester), poly-(r-ethyl-L-glutamate ester) or poly-(r-methyl-Pidolidone ester), poly-peptide homopolymer and polyvinyl alcohol-PTMC graft copolymer, the mol ratio of polyvinyl alcohol segments is 15��25:1.
A kind of described method preparing polyvinyl alcohol-PTMC-poly-peptide dual graft multipolymer, step 2) in, condensing agent adoptsN,N��-dicyclohexylcarbodiimide,N,N��-DIC or 3-ethyl-1-(3-dimethylaminopropyl) carbodiimide, in condensing agent and polyvinyl alcohol-PTMC graft copolymer, the mol ratio of polyvinyl alcohol segments is 1.07��1.8:1, solvent adopts dimethyl sulfoxide (DMSO), and reactant solution concentration is 5��15g:100ml.
Compared with prior art, its advantage is in the present invention:
1, a kind of described method preparing polyvinyl alcohol-PTMC-poly-peptide dual graft multipolymer, adopts the means of two step esterifications, simple to operate, be easy to grasp;
2, described a kind of polyvinyl alcohol-PTMC-poly-peptide dual graft multipolymer is a kind of novel degradable biomaterial.
Embodiment
Embodiment 1
1) preparation of polyvinyl alcohol-PTMC graft copolymer
In dry reactor, add the PTMC monododecyl ether (molecular weight is 2400) of 12.1 grams of polyvinyl alcohol (molecular weight is 42000), 12.9 grams of carboxy blockings, add 241 milliliters of dimethyl sulfoxide (DMSO), then add 0.076 gramN,N��-dicyclohexylcarbodiimide, under inert atmosphere, in 26 DEG C of stirring reactions 2 days, termination reaction, by filtering, dialysis, dry, obtains target compound;
2) preparation of polyvinyl alcohol-PTMC-poly-peptide dual graft multipolymer
In dry reactor, add poly-(r-phenmethyl-Pidolidone ester) (molecular weight is 2100) of 10 grams of polyvinyl alcohol-PTMC graft copolymer, 9.2 grams of carboxy blockings, add 191 milliliters of dimethyl sulfoxide (DMSO), then add 0.058 gramN,N��-dicyclohexylcarbodiimide, under inert atmosphere, in 25 DEG C of stirring reactions 2 days, termination reaction, by filtering, dialysis, dry, obtains target compound.
Embodiment 2
1) preparation of polyvinyl alcohol-PTMC graft copolymer
In dry reactor, add the PTMC monododecyl ether (molecular weight is 2500) of 12.3 grams of polyvinyl alcohol (molecular weight is 46000), 12.2 grams of carboxy blockings, add 243 milliliters of dimethyl sulfoxide (DMSO), then add 0.043 gramN,N��-DIC, under inert atmosphere, in 30 DEG C of stirring reactions 3 days, termination reaction, by filtering, dialysis, dry, obtains target compound;
2) preparation of polyvinyl alcohol-PTMC-poly-peptide dual graft multipolymer
In dry reactor, add poly-(r-ethyl-L-glutamate ester) (molecular weight is 2200) of 10.2 grams of polyvinyl alcohol-PTMC graft copolymer, 8.9 grams of carboxy blockings, add 190 milliliters of dimethyl sulfoxide (DMSO), then add 0.036 gramN,N��-DIC, under inert atmosphere, in 28 DEG C of stirring reactions 3 days, termination reaction, by filtering, dialysis, dry, obtains target compound.
Embodiment 3
1) preparation of polyvinyl alcohol-PTMC graft copolymer
The PTMC monododecyl ether (molecular weight is 2700) of 12.3 grams of polyvinyl alcohol (molecular weight is 52000), 11.8 grams of carboxy blockings is added in dry reactor, add 241 milliliters of dimethyl sulfoxide (DMSO), add 0.055 gram of 3-ethyl-1-(3-dimethylaminopropyl again) carbodiimide, under inert atmosphere, in 32 DEG C of stirring reactions 4 days, termination reaction, by filtration, dialysis, drying, obtains target compound;
2) preparation of polyvinyl alcohol-PTMC-poly-peptide dual graft multipolymer
Poly-(r-methyl-Pidolidone ester) (molecular weight is 2300) of 10.2 grams of polyvinyl alcohol-PTMC graft copolymer, 8.5 grams of carboxy blockings is added in dry reactor, add 195 milliliters of dimethyl sulfoxide (DMSO), add 0.046 gram of 3-ethyl-1-(3-dimethylaminopropyl again) carbodiimide, under inert atmosphere, in 33 DEG C of stirring reactions 4 days, termination reaction, by filtration, dialysis, drying, obtains target compound.
Claims (5)
1. prepare the method for polyvinyl alcohol-PTMC-poly-peptide dual graft multipolymer for one kind, it is characterized in that: in multipolymer, the molecular weight of polyvinyl alcohol segments is 42000��52000, the molecular weight of PTMC segment is 2400��2700, and the molecular weight of poly-peptide segment is 2100��2300; Its preparation method adopts following step:
1) preparation of polyvinyl alcohol-PTMC graft copolymer: add polyvinyl alcohol, the PTMC monododecyl ether of carboxy blocking, solvent and condensing agent in dry reactor, under inert atmosphere, in 26��32 DEG C of stirring reactions 2��4 days, termination reaction, by filtration, dialysis, drying, obtain target compound;
2) preparation of polyvinyl alcohol-PTMC-poly-peptide dual graft multipolymer: add polyvinyl alcohol-PTMC graft copolymer, the poly-peptide homopolymer of carboxy blocking, solvent and condensing agent in dry reactor, under inert atmosphere, in 25��33 DEG C of stirring reactions 2��4 days, termination reaction, by filtration, dialysis, drying, obtain target compound.
2. a kind of method preparing polyvinyl alcohol-PTMC-poly-peptide dual graft multipolymer according to claim 1, it is characterised in that: in step 1), the mol ratio of PTMC monododecyl ether and polyvinyl alcohol is 15��25:1.
3. a kind of method preparing polyvinyl alcohol-PTMC-poly-peptide dual graft multipolymer according to claim 1, it is characterised in that: in step 1), condensing agent adoptsN,N��-dicyclohexylcarbodiimide,N,N��-DIC or 3-ethyl-1-(3-dimethylaminopropyl) carbodiimide, the mol ratio of condensing agent and polyvinyl alcohol is 1.08��1.8:1, and solvent adopts dimethyl sulfoxide (DMSO), and reactant solution concentration is 5��15g:100ml.
4. a kind of method preparing polyvinyl alcohol-PTMC-poly-peptide dual graft multipolymer according to claim 1, it is characterized in that: step 2) in, in poly-peptide homopolymer employing poly-(r-phenmethyl-Pidolidone ester), poly-(r-ethyl-L-glutamate ester) or poly-(r-methyl-Pidolidone ester), poly-peptide homopolymer and polyvinyl alcohol-PTMC graft copolymer, the mol ratio of polyvinyl alcohol segments is 15��25:1.
5. a kind of method preparing polyvinyl alcohol-PTMC-poly-peptide dual graft multipolymer according to claim 1, it is characterised in that: step 2) in, condensing agent adoptsN,N��-dicyclohexylcarbodiimide,N,N��-DIC or 3-ethyl-1-(3-dimethylaminopropyl) carbodiimide, in condensing agent and polyvinyl alcohol-PTMC graft copolymer, the mol ratio of polyvinyl alcohol segments is 1.07��1.8:1, solvent adopts dimethyl sulfoxide (DMSO), and reactant solution concentration is 5��15g:100ml.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201610118876.5A CN105622951A (en) | 2016-03-03 | 2016-03-03 | Method for preparing polyvinyl alcohol-polytrimethylene carbonate-polypeptide double grafted copolymer |
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| CN201610118876.5A CN105622951A (en) | 2016-03-03 | 2016-03-03 | Method for preparing polyvinyl alcohol-polytrimethylene carbonate-polypeptide double grafted copolymer |
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Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102181060A (en) * | 2011-03-20 | 2011-09-14 | 山东理工大学 | Polyvinyl alcohol-polypeptide-polyethylene glycol graft copolymer and preparation method thereof |
| CN103819907A (en) * | 2014-03-10 | 2014-05-28 | 山东理工大学 | Method for improving polypeptide membrane hydrophilicity by adopting polypropylene glycol and polyvinyl alcohol |
| CN103819906A (en) * | 2014-03-10 | 2014-05-28 | 山东理工大学 | Method for improving polypeptide membrane flexibility by adopting polypropylene glycol and poly trimethylene carbonate |
| CN103865085A (en) * | 2014-03-04 | 2014-06-18 | 山东理工大学 | Method for improving hydrophilia of polypeptide membrane by poly-trimethylene carbonate and polyvinylpyrrolidone |
| CN103881398A (en) * | 2014-03-24 | 2014-06-25 | 山东理工大学 | Method for improving water resistance of polyvinyl alcohol film by using poly(trimethylene carbonate) and poly(p-dioxanone) |
-
2016
- 2016-03-03 CN CN201610118876.5A patent/CN105622951A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102181060A (en) * | 2011-03-20 | 2011-09-14 | 山东理工大学 | Polyvinyl alcohol-polypeptide-polyethylene glycol graft copolymer and preparation method thereof |
| CN103865085A (en) * | 2014-03-04 | 2014-06-18 | 山东理工大学 | Method for improving hydrophilia of polypeptide membrane by poly-trimethylene carbonate and polyvinylpyrrolidone |
| CN103819907A (en) * | 2014-03-10 | 2014-05-28 | 山东理工大学 | Method for improving polypeptide membrane hydrophilicity by adopting polypropylene glycol and polyvinyl alcohol |
| CN103819906A (en) * | 2014-03-10 | 2014-05-28 | 山东理工大学 | Method for improving polypeptide membrane flexibility by adopting polypropylene glycol and poly trimethylene carbonate |
| CN103881398A (en) * | 2014-03-24 | 2014-06-25 | 山东理工大学 | Method for improving water resistance of polyvinyl alcohol film by using poly(trimethylene carbonate) and poly(p-dioxanone) |
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