CN105669993A - Preparation method of polyvinyl alcohol-polypeptide-polycaprolactone-poly(p-dioxocyclohexanone) ternary graft copolymer - Google Patents
Preparation method of polyvinyl alcohol-polypeptide-polycaprolactone-poly(p-dioxocyclohexanone) ternary graft copolymer Download PDFInfo
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- CN105669993A CN105669993A CN201610118900.5A CN201610118900A CN105669993A CN 105669993 A CN105669993 A CN 105669993A CN 201610118900 A CN201610118900 A CN 201610118900A CN 105669993 A CN105669993 A CN 105669993A
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- poly
- polyvinyl alcohol
- polycaprolactone
- peptide
- ppdo
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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 preparation method of a polyvinyl alcohol-polypeptide-polycaprolactone-poly(p-dioxocyclohexanone) ternary graft copolymer. The method comprises the following steps: adding polyvinyl alcohol, carboxyl-capped polypeptide homopolymer, carboxyl-capped polycaprolactone monolauryl ether, carboxyl-capped poly(p-dioxocyclohexanone) monotridecyl ether, a solvent and a condensing agent into a drying reactor; in an inert atmosphere, stirring at 27-33 DEG C for reacting for 2-3 days; terminating the reactions; and filtering, dialyzing and drying to obtain the target object. The method disclosed by the invention is simple in preparation technology and easy to master; and the obtained target object is a novel degradable biological material.
Description
Technical field
The preparation method that the present invention relates to a kind of polyvinyl alcohol-poly-peptide-polycaprolactone-PPDO three graft copolymer, belongs to biodegradated polymer materal preparing technical field.
Background technology
Polyvinyl alcohol is a kind of biomaterial with good biocompatibility and biodegradability, has excellent hydrophilic, in medicine extensive application. Poly-peptide, polycaprolactone and PPDO are to have the biomaterial of excellent biocompatibility and biodegradability, have good hydrophobicity, are widely used at medicine. The advantage that poly-peptide segment, polycaprolactone segment and PPDO segment are grafted to simultaneously polyvinyl alcohol-poly-peptide-polycaprolactone-PPDO three graft copolymer set obtained on polyvinyl alcohol molecule chain polyvinyl alcohol, poly-peptide, polycaprolactone and PPDO, it is a kind of there is amphipathic novel degradable biomaterial, certainly will have a good application prospect in preparing sustained-release drug carrier.
Summary of the invention
It is an object of the invention to provide a kind of simple to operate and the good polyvinyl alcohol of effect-poly-peptide-polycaprolactone-PPDO three graft copolymer preparation method. Its technical scheme is:
A kind of preparation method of polyvinyl alcohol-poly-peptide-polycaprolactone-PPDO three graft copolymer, it is characterized in that: in copolymer, the molecular weight of polyvinyl alcohol segments is 43000~51000, the molecular weight of poly-peptide segment is 2100~2400, the molecular weight of polycaprolactone segment is 2100~2400, and the molecular weight of PPDO segment is 2100~2400; Its preparation method is as follows:
Polyvinyl alcohol, the poly-peptide homopolymer of carboxy blocking, the polycaprolactone monododecyl ether of carboxy blocking, the PPDO list tridecyl ether of carboxy blocking, solvent and condensing agent is added in dry reactor, under inert atmosphere, in 27~33 DEG C of stirring reactions 2~3 days, terminate reaction, by filtering, dialyse, drying, obtain object.
The preparation method of described a kind of polyvinyl alcohol-poly-peptide-polycaprolactone-PPDO three graft copolymer, poly-peptide homopolymer employing poly-(r-benzyl-Pidolidone ester), poly-(r-ethyl-L-glutamate ester) or poly-(r-methyl-Pidolidone ester), the mol ratio of poly-peptide homopolymer and polyvinyl alcohol is 15~25:1.
The preparation method of described a kind of polyvinyl alcohol-poly-peptide-polycaprolactone-PPDO three graft copolymer, the mol ratio of polycaprolactone monododecyl ether and polyvinyl alcohol is 15~25:1, and the mol ratio of PPDO list tridecyl ether and polyvinyl alcohol is 15~25:1.
The preparation method of described a kind of polyvinyl alcohol-poly-peptide-polycaprolactone-PPDO three graft copolymer, 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 1.08~1.9:1, and solvent adopts dimethyl sulfoxide, and reactant solution concentration is 5~15g:100ml.
Compared with prior art, its advantage is the present invention:
1, the preparation method of described a kind of polyvinyl alcohol-poly-peptide-polycaprolactone-PPDO three graft copolymer, adopts a kind of polymer and three kinds of different polymeric monomer to carry out the means of esterification simultaneously, simple to operate, be prone to grasp;
2, described a kind of polyvinyl alcohol-poly-peptide-polycaprolactone-PPDO three graft copolymer is a kind of novel degradable biomaterial.
Detailed description of the invention
Embodiment 1
The PPDO list tridecyl ether (molecular weight is 2100) of 12.1 grams of polyvinyl alcohol (molecular weight is 43000), poly-(r-benzyl-Pidolidone ester) (molecular weight is 2100) of 11.1 grams of carboxy blockings, the polycaprolactone monododecyl ether (molecular weight is 2100) of 11.2 grams of carboxy blockings and 11.2 grams of carboxy blockings is added at dry reactor, add 420ml dimethyl sulfoxide, add 0.077 gramN,N’-dicyclohexylcarbodiimide, under inert atmosphere, in 27 DEG C of stirring reactions 2 days, terminates reaction, by filtering, dialysis, dry, obtains object.
Embodiment 2
The PPDO list tridecyl ether (molecular weight is 2200) of 13.1 grams of polyvinyl alcohol (molecular weight is 47000), poly-(r-ethyl-L-glutamate ester) (molecular weight is 2200) of 11.2 grams of carboxy blockings, the polycaprolactone monododecyl ether (molecular weight is 2200) of 11.3 grams of carboxy blockings and 11.2 grams of carboxy blockings is added at dry reactor, add 429ml dimethyl sulfoxide, add 0.044 gramN,N’-DIC, under inert atmosphere, in 30 DEG C of stirring reactions 2 days, terminates reaction, by filtering, dialysis, dry, obtains object.
Embodiment 3
14 grams of polyvinyl alcohol (molecular weight is 51000) are added at dry reactor, poly-(r-methyl-Pidolidone ester) (molecular weight is 2400) 11.9 of gram carboxy blocking, 11.9 the PPDO list tridecyl ether (molecular weight is 2400) of the polycaprolactone monododecyl ether of gram carboxy blocking (molecular weight is 2400) and 11.9 grams of carboxy blockings, add 451ml dimethyl sulfoxide, add 0.067 gram of 3-ethyl-1-(3-dimethylaminopropyl) carbodiimide, under inert atmosphere, in 33 DEG C of stirring reactions 3 days, terminate reaction, by filtering, dialysis, dry, obtain object.
Claims (4)
1. the preparation method of polyvinyl alcohol-poly-peptide-polycaprolactone-PPDO three graft copolymer, it is characterized in that: in copolymer, the molecular weight of polyvinyl alcohol segments is 43000~51000, the molecular weight of poly-peptide segment is 2100~2400, the molecular weight of polycaprolactone segment is 2100~2400, and the molecular weight of PPDO segment is 2100~2400;Its preparation method is as follows:
Polyvinyl alcohol, the poly-peptide homopolymer of carboxy blocking, the polycaprolactone monododecyl ether of carboxy blocking, the PPDO list tridecyl ether of carboxy blocking, solvent and condensing agent is added in dry reactor, under inert atmosphere, in 27~33 DEG C of stirring reactions 2~3 days, terminate reaction, by filtering, dialyse, drying, obtain object.
2. the preparation method of a kind of polyvinyl alcohol according to claim 1-poly-peptide-polycaprolactone-PPDO three graft copolymer, it is characterized in that: poly-peptide homopolymer employing poly-(r-benzyl-Pidolidone ester), poly-(r-ethyl-L-glutamate ester) or poly-(r-methyl-Pidolidone ester), the mol ratio of poly-peptide homopolymer and polyvinyl alcohol is 15~25:1.
3. the preparation method of a kind of polyvinyl alcohol according to claim 1-poly-peptide-polycaprolactone-PPDO three graft copolymer, it is characterized in that: the mol ratio of polycaprolactone monododecyl ether and polyvinyl alcohol is 15~25:1, the mol ratio of PPDO list tridecyl ether and polyvinyl alcohol is 15~25:1.
4. the preparation method of a kind of polyvinyl alcohol according to claim 1-poly-peptide-polycaprolactone-PPDO three graft copolymer, it is characterised in that: 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 1.08~1.9:1, and solvent adopts dimethyl sulfoxide, and reactant solution concentration is 5~15g:100ml.
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CN201610118900.5A CN105669993A (en) | 2016-03-03 | 2016-03-03 | Preparation method of polyvinyl alcohol-polypeptide-polycaprolactone-poly(p-dioxocyclohexanone) ternary graft copolymer |
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CN201610118900.5A CN105669993A (en) | 2016-03-03 | 2016-03-03 | Preparation method of polyvinyl alcohol-polypeptide-polycaprolactone-poly(p-dioxocyclohexanone) ternary graft copolymer |
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Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN103865091A (en) * | 2014-03-24 | 2014-06-18 | 山东理工大学 | Method for improving water resisting performance of polyvinyl alcohol film from polycaprolactone and polylactic acid |
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) |
CN103937269A (en) * | 2014-03-24 | 2014-07-23 | 山东理工大学 | Method for modifying water proofness of polyvinyl alcohol membrane by polypeptide and polycaprolactone |
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2016
- 2016-03-03 CN CN201610118900.5A patent/CN105669993A/en active Pending
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN103865091A (en) * | 2014-03-24 | 2014-06-18 | 山东理工大学 | Method for improving water resisting performance of polyvinyl alcohol film from polycaprolactone and polylactic acid |
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) |
CN103937269A (en) * | 2014-03-24 | 2014-07-23 | 山东理工大学 | Method for modifying water proofness of polyvinyl alcohol membrane by polypeptide and polycaprolactone |
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Application publication date: 20160615 |