CN105647199A - Method for improving water resistance and flexibility of polyvinyl alcohol film by poly(p-dioxanone) and polypeptide-polyethylene glycol - Google Patents
Method for improving water resistance and flexibility of polyvinyl alcohol film by poly(p-dioxanone) and polypeptide-polyethylene glycol Download PDFInfo
- Publication number
- CN105647199A CN105647199A CN201610149292.4A CN201610149292A CN105647199A CN 105647199 A CN105647199 A CN 105647199A CN 201610149292 A CN201610149292 A CN 201610149292A CN 105647199 A CN105647199 A CN 105647199A
- Authority
- CN
- China
- Prior art keywords
- poly
- polyvinyl alcohol
- polyethylene glycol
- peptide
- ppdo
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L87/00—Compositions of unspecified macromolecular compounds, obtained otherwise than by polymerisation reactions only involving unsaturated carbon-to-carbon bonds
- C08L87/005—Block or graft polymers not provided for in groups C08L1/00 - C08L85/04
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/18—Manufacture of films or sheets
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2387/00—Characterised by the use of unspecified macromolecular compounds, obtained otherwise than by polymerisation reactions only involving unsaturated carbon-to-carbon bonds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2487/00—Characterised by the use of unspecified macromolecular compounds, obtained otherwise than by polymerisation reactions only involving unsaturated carbon-to-carbon bonds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/06—Biodegradable
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2203/00—Applications
- C08L2203/16—Applications used for films
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
- C08L2205/025—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group containing two or more polymers of the same hierarchy C08L, and differing only in parameters such as density, comonomer content, molecular weight, structure
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Materials Engineering (AREA)
- Other Resins Obtained By Reactions Not Involving Carbon-To-Carbon Unsaturated Bonds (AREA)
Abstract
The invention discloses a method for improving the water resistance and the flexibility of a polyvinyl alcohol film by poly(p-dioxanone) and polypeptide-polyethylene glycol. The method comprises the following steps of (1), the synthesis of a polyvinyl alcohol-poly(p-dioxanone) graft copolymer: adding carboxyl-terminated poly(p-dioxanone) monotridecyl ether, a solvent, a condensating agent and polyvinyl alcohol into a dry reactor, stirring an obtained first mixture at a temperature of 30 DEG C to 34 DEG C to carry out a reaction for 2 to 4 days, ending the reaction, and obtaining a target object through filtration, dialysis and drying; (2), the preparation of the polyvinyl alcohol film modified by the poly(p-dioxanone) and the polypeptide-polyethylene glycol: adding the polyvinyl alcohol-poly(p-dioxanone) graft copolymer, the polypeptide-polyethylene glycol and a solvent into a dry reactor, stirring and mixing an obtained second mixture for 50 to 60 minutes at a temperature of 47 DEG C to 51 DEG C, afterwards, forming the film by using a tape casting method and drying the film, so as to obtain a target object of the invention. The method is simple in preparation process and is easy to master; the water resistance and the flexibility of the obtained modified film are increased greatly.
Description
Technical field
The present invention relates to a kind of method that polyvinyl alcohol film resistance to water and compliance are improved, belong to field of polymer film preparing technology.
Background technology
Polyvinyl alcohol is a kind of biomaterial with good biocompatibility and biodegradability, polyvinyl alcohol film can be used as artificial skin etc., but polyvinyl alcohol film hydrophilic is too strong and more stiff, lack good resistance to water and compliance, thus limiting its application to a certain extent. PPDO is to have the biomaterial of excellent biocompatibility and biodegradability, has good hydrophobicity and compliance. Poly-peptide-Polyethylene Glycol is the biomaterial with good biocompatibility and biodegradability, and poly-peptide segment has good hydrophobicity, and Polyethylene Glycol segment has compliance and has good blended property with polyvinyl alcohol segments. First PPDO segment is introduced polyvinyl alcohol segments and form polyvinyl alcohol-PPDO graft copolymer, then more poly-peptide-Polyethylene Glycol is added polyvinyl alcohol-PPDO graft copolymer and form blend, prepare modified PVA membrane, thus drastically increasing resistance to water and the compliance of polyvinyl alcohol film.
Summary of the invention
It is an object of the invention to provide the method that polyvinyl alcohol film resistance to water and compliance are improved by a kind of simple to operate and effect preferably. Its technical scheme is:
A kind of method that PPDO improves polyvinyl alcohol film resistance to water and compliance with poly-peptide-Polyethylene Glycol, it is characterized in that: in Modified Membrane, the molecular weight of polyvinyl alcohol segments is 82000��92000, the molecular weight of PPDO segment is 2300��3000, and the molecular weight of poly-peptide-Polyethylene Glycol is 4700��5500; Its method of modifying adopts following steps:
1) synthesis of polyvinyl alcohol-PPDO graft copolymer: add the PPDO list tridecyl ether of carboxy blocking, solvent, condensing agent and polyvinyl alcohol in dry reactor, under inert atmosphere, in 30��34 DEG C of stirring reactions 2��4 days, terminate reaction, by filtering, dialyse, drying, obtain object;
2) preparation of the polyvinyl alcohol film of PPDO and poly-peptide-poly ethyldiol modified: add polyvinyl alcohol-PPDO graft copolymer, poly-peptide-Polyethylene Glycol and solvent in dry reactor, under inert atmosphere, after stirring mixing 50��60 minutes in 47��51 DEG C, by the tape casting film forming and dry, obtain object.
The method that described a kind of PPDO improves polyvinyl alcohol film resistance to water and compliance with poly-peptide-Polyethylene Glycol, in step 1), the mol ratio of PPDO list tridecyl ether and polyvinyl alcohol is 15��25:1.
The method that described a kind of PPDO improves polyvinyl alcohol film resistance to water and compliance with poly-peptide-Polyethylene Glycol, 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, and reactant solution concentration is 5��15g:100ml.
The method that described a kind of PPDO improves polyvinyl alcohol film resistance to water and compliance with poly-peptide-Polyethylene Glycol, step 2) in, poly-peptide-Polyethylene Glycol adopts poly-peptide-Polyethylene Glycol diblock copolymer, poly-peptide adopts poly-(r-phenethyl-Pidolidone ester), poly-(r-ethyl-L-glutamate ester) or poly-(r-methyl-Pidolidone ester), the weight ratio of poly-peptide and Polyethylene Glycol is 90/10, poly-peptide-Polyethylene Glycol mass percent in Modified Membrane is 2��4%, solvent adopts dimethyl sulfoxide, and mixture solution concentration is 25��30g:100ml.
Compared with prior art, its advantage is the present invention:
1, the method that described PPDO and poly-peptide-Polyethylene Glycol improves polyvinyl alcohol film resistance to water and compliance, adopts esterification and blended two kinds of means, simple to operate, be prone to grasp;
2, described polyvinyl alcohol modification film resistance to water and compliance are enhanced.
Detailed description of the invention
Embodiment 1
1) preparation of polyvinyl alcohol-PPDO graft copolymer
Add the PPDO list tridecyl ether (molecular weight is 2300) of 20.1 grams of polyvinyl alcohol (molecular weight is 82000) and 10.5 grams of carboxy blockings at dry reactor, add 300ml dimethyl sulfoxide, add 0.062 gramN,N��-dicyclohexylcarbodiimide, under inert atmosphere, in 30 DEG C of stirring reactions 2 days, terminates reaction, by filtering, dialysis, dry, obtains object;
2) preparation of the polyvinyl alcohol film of PPDO and poly-peptide-poly ethyldiol modified
10 grams of polyvinyl alcohol-PPDO graft copolymers and 37ml dimethyl sulfoxide solvent is added in dry reactor, another addition accounts for poly-(r-phenethyl-Pidolidone ester)-Polyethylene Glycol (molecular weight is 4700) of Modified Membrane gross weight 2%, under inert atmosphere, in 47 DEG C of stirring mixing 50 minutes, use the tape casting film forming, dry in 50 DEG C of vacuum drying ovens and obtain object.
After tested: the surface contact angle of object of the present invention and water and elongation at break thereof are respectively than improve 12.3 �� and 13.8% before modified.
Embodiment 2
1) preparation of polyvinyl alcohol-PPDO graft copolymer
Add the PPDO list tridecyl ether (molecular weight is 2500) of 21.2 grams of polyvinyl alcohol (molecular weight is 89000) and 11 grams of carboxy blockings at dry reactor, add 305ml dimethyl sulfoxide, add 0.04 gramN,N��-DIC, under inert atmosphere, in 32 DEG C of stirring reactions 3 days, terminates reaction, by filtering, dialysis, dry, obtains object;
2) preparation of the polyvinyl alcohol film of PPDO and poly-peptide-poly ethyldiol modified
10 grams of polyvinyl alcohol-PPDO graft copolymers and 36ml dimethyl sulfoxide solvent is added in dry reactor, another addition accounts for poly-(r-ethyl-L-glutamate ester)-Polyethylene Glycol (molecular weight is 5000) of Modified Membrane gross weight 3%, under inert atmosphere, in 48 DEG C of stirring mixing 55 minutes, use the tape casting film forming, dry in 50 DEG C of vacuum drying ovens and obtain object.
After tested: the surface contact angle of object of the present invention and water and elongation at break thereof are respectively than improve 12.7 �� and 12.5% before modified.
Embodiment 3
1) preparation of polyvinyl alcohol-PPDO graft copolymer
The PPDO list tridecyl ether (molecular weight is 3000) of 22.1 grams of polyvinyl alcohol (molecular weight is 92000) and 13.5 grams of carboxy blockings is added at dry reactor, add 325ml dimethyl sulfoxide, add 0.058 gram of 3-ethyl-1-(3-dimethylaminopropyl) carbodiimide, under inert atmosphere, in 34 DEG C of stirring reactions 4 days, terminate reaction, by filtering, dialyse, drying, obtain object;
2) preparation of the polyvinyl alcohol film of PPDO and poly-peptide-poly ethyldiol modified
9.5 grams of polyvinyl alcohol-PPDO graft copolymers and 34.5ml dimethyl sulfoxide solvent is added in dry reactor, another addition accounts for poly-(r-methyl-Pidolidone ester)-Polyethylene Glycol (molecular weight is 5500) of Modified Membrane gross weight 4%, under inert atmosphere, in 51 DEG C of stirring mixing 60 minutes, use the tape casting film forming, dry in 50 DEG C of vacuum drying ovens and obtain object.
After tested: the surface contact angle of object of the present invention and water and elongation at break thereof are respectively than improve 13.5 �� and 12.2% before modified.
Claims (4)
1. the method that a PPDO improves polyvinyl alcohol film resistance to water and compliance with poly-peptide-Polyethylene Glycol, it is characterized in that: in Modified Membrane, the molecular weight of polyvinyl alcohol segments is 82000��92000, the molecular weight of PPDO segment is 2300��3000, and the molecular weight of poly-peptide-Polyethylene Glycol is 4700��5500; Its method of modifying adopts following steps:
1) synthesis of polyvinyl alcohol-PPDO graft copolymer: add the PPDO list tridecyl ether of carboxy blocking, solvent, condensing agent and polyvinyl alcohol in dry reactor, under inert atmosphere, in 30��34 DEG C of stirring reactions 2��4 days, terminate reaction, by filtering, dialyse, drying, obtain object;
2) preparation of the polyvinyl alcohol film of PPDO and poly-peptide-poly ethyldiol modified: add polyvinyl alcohol-PPDO graft copolymer, poly-peptide-Polyethylene Glycol and solvent in dry reactor, under inert atmosphere, after stirring mixing 50��60 minutes in 47��51 DEG C, by the tape casting film forming and dry, obtain object.
2. the method that a kind of PPDO according to claim 1 improves polyvinyl alcohol film resistance to water and compliance with poly-peptide-Polyethylene Glycol, it is characterized in that: in step 1), the mol ratio of PPDO list tridecyl ether and polyvinyl alcohol is 15��25:1.
3. the method that a kind of PPDO according to claim 1 improves polyvinyl alcohol film resistance to water and compliance with poly-peptide-Polyethylene Glycol, 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, and reactant solution concentration is 5��15g:100ml.
4. the method that a kind of PPDO according to claim 1 improves polyvinyl alcohol film resistance to water and compliance with poly-peptide-Polyethylene Glycol, it is characterized in that: step 2) in, poly-peptide-Polyethylene Glycol adopts poly-peptide-Polyethylene Glycol diblock copolymer, poly-peptide adopts poly-(r-phenethyl-Pidolidone ester), poly-(r-ethyl-L-glutamate ester) or poly-(r-methyl-Pidolidone ester), the weight ratio of poly-peptide and Polyethylene Glycol is 90/10, poly-peptide-Polyethylene Glycol mass percent in Modified Membrane is 2��4%, solvent adopts dimethyl sulfoxide, mixture solution concentration is 25��30g:100ml.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610149292.4A CN105647199A (en) | 2016-03-16 | 2016-03-16 | Method for improving water resistance and flexibility of polyvinyl alcohol film by poly(p-dioxanone) and polypeptide-polyethylene glycol |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610149292.4A CN105647199A (en) | 2016-03-16 | 2016-03-16 | Method for improving water resistance and flexibility of polyvinyl alcohol film by poly(p-dioxanone) and polypeptide-polyethylene glycol |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN105647199A true CN105647199A (en) | 2016-06-08 |
Family
ID=56493892
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201610149292.4A Pending CN105647199A (en) | 2016-03-16 | 2016-03-16 | Method for improving water resistance and flexibility of polyvinyl alcohol film by poly(p-dioxanone) and polypeptide-polyethylene glycol |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN105647199A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106977928A (en) * | 2017-05-22 | 2017-07-25 | 山东理工大学 | A kind of method being improved with MPEGPLA and PPDO to polypropylene sorrel water resistance and compliance |
| CN107011674A (en) * | 2017-05-22 | 2017-08-04 | 山东理工大学 | A kind of method that MPEGPLA improves polypropylene sorrel water resistance and compliance with PPDO |
| CN107057375A (en) * | 2017-05-22 | 2017-08-18 | 山东理工大学 | A kind of method that MPEGPLA improves polypropylene sorrel water resistance and compliance with PPDO |
Citations (2)
| 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 |
| 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
- 2016-03-16 CN CN201610149292.4A patent/CN105647199A/en active Pending
Patent Citations (2)
| 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 |
| 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) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106977928A (en) * | 2017-05-22 | 2017-07-25 | 山东理工大学 | A kind of method being improved with MPEGPLA and PPDO to polypropylene sorrel water resistance and compliance |
| CN107011674A (en) * | 2017-05-22 | 2017-08-04 | 山东理工大学 | A kind of method that MPEGPLA improves polypropylene sorrel water resistance and compliance with PPDO |
| CN107057375A (en) * | 2017-05-22 | 2017-08-18 | 山东理工大学 | A kind of method that MPEGPLA improves polypropylene sorrel water resistance and compliance with PPDO |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN105694474A (en) | Method for improving water resisting property and flexibility of polyvinyl alcohol film by means of poly trimethylene carbonate and poly lactic acid-glycolic acid | |
| CN105542479A (en) | Method for improving water resistance and flexibility of polyvinyl alcohol film through poly(p-dioxanone) and poly lactic acid-glycolic acid | |
| CN105542482A (en) | Method for modifying water resistance and flexibility of polyvinyl alcohol membrane through poly(p-dioxanone) and poly(lactic acid-glycolic acid) | |
| CN105542483A (en) | Method for modifying water resistance and flexibility of polyvinyl alcohol membrane through poly(trimethylene carbonate) and poly(p-dioxanone) | |
| CN105542481A (en) | Method for modifying water resistance and flexibility of polyvinyl alcohol membrane through poly(trimethylene carbonate) and polycaprolactone | |
| CN105542207A (en) | Method for improving water resistance and flexibility of polyvinyl alcohol film through polypropylene glycol and polypeptide-polyvinylpyrrolidone | |
| CN105670304A (en) | Method for improving water resistance and flexibility of polyvinyl alcohol film by using polycaprolactone and polylactic acid-glycollic acid | |
| CN105647195A (en) | Method for improving water resistance and flexibility of polyvinyl alcohol film by polytrimethylene carbonate and polycaprolactone | |
| CN105542208A (en) | Method for improving water resistance and flexibility of polyvinyl alcohol film through polycaprolactone and poly(p-dioxanone) | |
| CN105647200A (en) | Method for improving water resistance and flexibility of polyvinyl alcohol film by polycaprolactone and poly(lactic acid-glycolic acid) | |
| CN105585852A (en) | Method for improving water resistance and flexibility of polyvinyl alcohol film through polycaprolactone and poly(p-dioxanone) | |
| CN105504322A (en) | Method for improving water resistance and flexibility of polyvinyl alcohol films by aid of poly-trimethylene carbonate and poly-p-dioxanone | |
| CN105566663A (en) | Method for improving water resistance and compliance of polyvinyl alcohol film with poly (p-dioxanone) and P (CPP-SA)-polyethylene glycol | |
| CN105694476A (en) | Method for improving water resistance and flexibility of polyvinyl alcohol membrane through poly trimethylene carbonate and poly lactic acid-glycolic acid | |
| CN103865090B (en) | A kind of method that polycaprolactone and polyoxyethylene glycol improve poly-peptide film wetting ability | |
| CN105647199A (en) | Method for improving water resistance and flexibility of polyvinyl alcohol film by poly(p-dioxanone) and polypeptide-polyethylene glycol | |
| CN105647196A (en) | Method using polypeptide and polypropylene glycol-polyvinyl pyrrolidone to improve water resistance and flexibility of polyvinyl alcohol membrane | |
| CN105566922A (en) | Method for improving water resistance and compliance of polyvinyl alcohol film with poly trimethylene carbonate and P (CPP-SA)-polyethylene glycol | |
| CN103819907B (en) | A kind of method that polypropylene glycol and polyvinyl alcohol improve poly-peptide film wetting ability | |
| CN105754354A (en) | Method for improving water resistance and compliance of polyvinyl alcohol film with poly(p-dioxanone) and polycaprolactone-polyethylene glycol | |
| CN105542178A (en) | Method for improving water resistance and flexibility of polyvinyl alcohol film through poly(trimethylene carbonate) and polypeptide | |
| CN105542480A (en) | Method for improving water resistance and flexibility of polyvinyl alcohol film through polycaprolactone and P(CPP-SA)-polyethylene glycol | |
| CN105670306A (en) | Method for improving water resistance and flexibility of polyvinyl alcohol film by using poly(p-dioxanone) and polypeptide | |
| CN104448843A (en) | Method for improving hydrophilia and flexibility of poly peptide film through polycaprolactone and polyacrylic acid | |
| CN105670307A (en) | Method for improving water resistance and flexibility of polyvinyl alcohol membrane through polycaprolactone and poly(trimethylene carbonate)-polyvinylpyrrolidone |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20160608 |
|
| RJ01 | Rejection of invention patent application after publication |