CN105542483B - A kind of method that polytrimethylene carbonate improves polyvinyl alcohol film water resistance and compliance with polydioxanone - Google Patents
A kind of method that polytrimethylene carbonate improves polyvinyl alcohol film water resistance and compliance with polydioxanone Download PDFInfo
- Publication number
- CN105542483B CN105542483B CN201610148914.1A CN201610148914A CN105542483B CN 105542483 B CN105542483 B CN 105542483B CN 201610148914 A CN201610148914 A CN 201610148914A CN 105542483 B CN105542483 B CN 105542483B
- Authority
- CN
- China
- Prior art keywords
- polydioxanone
- polyvinyl alcohol
- polytrimethylene carbonate
- compliance
- ether
- 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.)
- Expired - Fee Related
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
- C08G81/027—Block or graft polymers containing sequences of polymers of C08C or C08F and of polymers of C08G containing polyester or polycarbonate sequences
-
- 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
- C08J2467/00—Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
- C08J2467/04—Polyesters derived from hydroxy carboxylic acids, e.g. lactones
-
- 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
Abstract
The present invention discloses a kind of method that polytrimethylene carbonate improves polyvinyl alcohol film water resistance and compliance with polydioxanone, using following steps：1）The polytrimethylene carbonate monododecyl ether of carboxy blocking, polydioxanone list tridecyl ether, solvent, condensing agent and the polyvinyl alcohol of carboxy blocking are added in dry reactor, it is stirred to react in 31~34 DEG C 2~4 days, obtains polyvinyl alcohol polytrimethylene carbonate polydioxanone dual graft copolymer；2）Polyvinyl alcohol polytrimethylene carbonate polydioxanone dual graft copolymer, polydioxanone list tridecyl ether and solvent are added in dry reactor, it is stirred 50 in 48~53 DEG C~after sixty minutes, it forms a film and dries, obtain object of the present invention.Preparation process of the present invention is simple, is easy to grasp, and gained Modified Membrane water resistance and compliance are greatly improved.
Description
Technical field
The present invention relates to a kind of methods being improved to polyvinyl alcohol film water resistance and compliance, belong to thin polymer film
Preparing technical field.
Background technology
Polyvinyl alcohol is a kind of biomaterial with good biocompatibility and biodegradability, polyvinyl alcohol film
It can be used as artificial skin etc., but polyvinyl alcohol film hydrophily is too strong and more stiff, lack preferable water resistance and compliance, to
Its application is limited to a certain extent.Polytrimethylene carbonate and polydioxanone are that have excellent biocompatibility
With the biomaterial of biodegradability, there is good hydrophobicity and compliance.First by polytrimethylene carbonate segment and
It is poly- to dioxy that polydioxanone segment introduces polyvinyl alcohol segments formation polyvinyl alcohol-polytrimethylene carbonate-simultaneously
Then polydioxanone segment is added polyvinyl alcohol-polytrimethylene carbonate-again and gathered by cyclohexanone dual graft copolymer
Lanthanum Isopropoxide dual graft copolymer forms blend, modified PVA membrane is made, to greatly improve polyethylene
The water resistance and compliance of alcohol film.
Invention content
The purpose of the present invention is to provide a kind of easy to operate and effects preferably to polyvinyl alcohol film water resistance and submissive
The method that property is improved.Its technical solution is：
A kind of polytrimethylene carbonate improves the side of polyvinyl alcohol film water resistance and compliance with polydioxanone
Method, it is characterised in that：The molecular weight of polyvinyl alcohol segments is 87000~93000 in Modified Membrane, polytrimethylene carbonate segment
Molecular weight be 2600~2700, the molecular weight of polydioxanone segment is 2600~2700；Its method of modifying use with
Lower step：
1）The synthesis of polyvinyl alcohol-polytrimethylene carbonate-polydioxanone dual graft copolymer：Dry anti-
Answer the polydioxanone list ten of polytrimethylene carbonate monododecyl ether, carboxy blocking that carboxy blocking is added in device
Trialkyl ether, solvent, condensing agent and polyvinyl alcohol under inert atmosphere, are stirred to react 2~4 days in 31~34 DEG C, terminate reaction,
By filtering, dialysis, drying, object is obtained；
2）The preparation for the polyvinyl alcohol film that polytrimethylene carbonate is modified with polydioxanone：In dry reactor
Interior addition polyvinyl alcohol-polytrimethylene carbonate-polydioxanone dual graft copolymer, polydioxanone list ten
Trialkyl ether and solvent, under inert atmosphere, it is stirred 50 in 48~53 DEG C~after sixty minutes, it is formed a film and is dried with the tape casting,
Obtain object.
A kind of polytrimethylene carbonate and polydioxanone improve polyvinyl alcohol film water resistance and submissive
The method of property, step 1）In, the molar ratio of polytrimethylene carbonate monododecyl ether and polyvinyl alcohol is 15~25:1, gather
The molar ratio of Lanthanum Isopropoxide list tridecyl ether and polyvinyl alcohol is 15~25:1.
A kind of polytrimethylene carbonate and polydioxanone improve polyvinyl alcohol film water resistance and submissive
The method of property, step 1）In, condensing agent usesN,N’Dicyclohexylcarbodiimide,N,N’Diisopropylcarbodiimide or 3- second
Base -1-（3- dimethylaminopropyls）The molar ratio of carbodiimide, condensing agent and polyvinyl alcohol is 1.07~1.8:1, solvent uses two
Methyl sulfoxide, a concentration of 5~15 g of reactant solution:100 ml.
A kind of polytrimethylene carbonate and polydioxanone improve polyvinyl alcohol film water resistance and submissive
The method of property, step 2）In, mass percent of the polydioxanone list tridecyl ether in Modified Membrane is 2~4%, molten
Agent uses dimethyl sulfoxide (DMSO), a concentration of 25~30 g of mixture solution:100 ml.
Compared with prior art, the present invention its advantage is：
1, a kind of described polytrimethylene carbonate and polydioxanone improve polyvinyl alcohol film water resistance and soft
Pliable method is carried out at the same time the reaction of esterification using a kind of polymer polymeric monomer different from two kinds and two kinds of means is blended,
It is easy to operate, be easy to grasp；
2, the polyvinyl alcohol modification film water resistance and compliance are enhanced.
Specific implementation mode
Embodiment 1
1）The preparation of polyvinyl alcohol-polytrimethylene carbonate-polydioxanone dual graft copolymer
18.1 grams of polyvinyl alcohol are added in dry reactor（Molecular weight is 87000）, 10.1 grams of carboxy blockings poly- Sanya
Methyl carbonic monododecyl ether（Molecular weight is 2600）With the polydioxanone list tridecane of 10.1 grams of carboxy blockings
Base ether（Molecular weight is 2600）, 355 ml dimethyl sulfoxide (DMSO)s are added, add 0.055 gramN,N’Dicyclohexylcarbodiimide, it is lazy
Property atmosphere under, be stirred to react in 31 DEG C 2 days, terminate reaction, by filtering, dialysis, drying, obtain object；
2）The preparation for the polyvinyl alcohol film that polytrimethylene carbonate is modified with polydioxanone
10 grams of polyvinyl alcohol-polytrimethylene carbonate-polydioxanone dual grafts are added in dry reactor
Copolymer and 37 ml dimethyl sulfoxide solvents, it is another that the polydioxanone list tridecyl for accounting for Modified Membrane total weight 2% is added
Ether（Molecular weight is 2600）, under inert atmosphere, it is stirred in 48 DEG C 50 minutes, is formed a film with the tape casting, is dried in vacuo at 50 DEG C
Object is dried to obtain in case.
After tested：The surface contact angle and its elongation at break of object and water of the present invention respectively than improving before modified
12.5 ° and 12.7%.
Embodiment 2
1）The preparation of polyvinyl alcohol-polytrimethylene carbonate-polydioxanone dual graft copolymer
21.6 grams of polyvinyl alcohol are added in dry reactor（Molecular weight is 89000）, 11.8 grams of carboxy blockings poly- Sanya
Methyl carbonic monododecyl ether（Molecular weight is 2700）With the polydioxanone list tridecane of 11.8 grams of carboxy blockings
Base ether（Molecular weight is 2700）, 443 ml dimethyl sulfoxide (DMSO)s are added, add 0.038 gramN,N’Diisopropylcarbodiimide, it is lazy
Property atmosphere under, be stirred to react in 32 DEG C 3 days, terminate reaction, by filtering, dialysis, drying, obtain object；
2）The preparation for the polyvinyl alcohol film that polytrimethylene carbonate is modified with polydioxanone
10 grams of polyvinyl alcohol-polytrimethylene carbonate-polydioxanone dual grafts are added in dry reactor
Copolymer and 36 ml dimethyl sulfoxide solvents, it is another that the polydioxanone list tridecyl for accounting for Modified Membrane total weight 3% is added
Ether（Molecular weight is 2700）, under inert atmosphere, it is stirred in 50 DEG C 55 minutes, is formed a film with the tape casting, is dried in vacuo at 50 DEG C
Object is dried to obtain in case.
After tested：The surface contact angle and its elongation at break of object and water of the present invention respectively than improving before modified
13.3 ° and 13.6%.
Embodiment 3
1）The preparation of polyvinyl alcohol-polytrimethylene carbonate-polydioxanone dual graft copolymer
22.1 grams of polyvinyl alcohol are added in dry reactor（Molecular weight is 93000）, 12 grams of carboxy blockings poly- three methylene
Base carbonic ester monododecyl ether（Molecular weight is 2700）With the polydioxanone list tridecyl ether of 12 grams of carboxy blockings
（Molecular weight is 2700）, 453 ml dimethyl sulfoxide (DMSO)s are added, add 0.058 gram of 3- ethyls -1-（3- dimethylaminopropyls）Carbon two
Imines under inert atmosphere, is stirred to react 4 days in 34 DEG C, is terminated reaction, by filtering, dialysis, drying, is obtained object；
2）The preparation for the polyvinyl alcohol film that polytrimethylene carbonate is modified with polydioxanone
9.5 grams of polyvinyl alcohol-polytrimethylene carbonate-polydioxanone dual grafts are added in dry reactor
Copolymer and 35 ml dimethyl sulfoxide solvents, it is another that the polydioxanone list tridecyl for accounting for Modified Membrane total weight 4% is added
Ether（Molecular weight is 2700）, under inert atmosphere, it is stirred in 53 DEG C 60 minutes, is formed a film with the tape casting, is dried in vacuo at 50 DEG C
Object is dried to obtain in case.
After tested：The surface contact angle and its elongation at break of object and water of the present invention respectively than improving before modified
13.8 ° and 14.1%.
Claims (4)
1. a kind of method that polytrimethylene carbonate improves polyvinyl alcohol film water resistance and compliance with polydioxanone,
It is characterized in that：The molecular weight of polyvinyl alcohol segments is 87000~93000 in Modified Membrane, polytrimethylene carbonate segment
Molecular weight is 2600~2700, and the molecular weight of polydioxanone segment is 2600~2700；Its method of modifying is using following
Step：
1）The synthesis of polyvinyl alcohol-polytrimethylene carbonate-polydioxanone dual graft copolymer：In dry reactor
The polydioxanone list tridecane of the interior polytrimethylene carbonate monododecyl ether that carboxy blocking is added, carboxy blocking
Base ether, solvent, condensing agent and polyvinyl alcohol under inert atmosphere, are stirred to react 2~4 days in 31~34 DEG C, are terminated reaction, are passed through
Filtering, dialysis, drying, obtain object；
2）The preparation for the polyvinyl alcohol film that polytrimethylene carbonate is modified with polydioxanone：Add in dry reactor
Enter polyvinyl alcohol-polytrimethylene carbonate-polydioxanone dual graft copolymer, polydioxanone list tridecane
Base ether and solvent, under inert atmosphere, it is stirred 50 in 48~53 DEG C~after sixty minutes, it is formed a film and is dried with the tape casting, obtained
Object.
2. a kind of polytrimethylene carbonate according to claim 1 and polydioxanone improvement polyvinyl alcohol film are resistance to
Aqueous and compliance method, it is characterised in that：Step 1）In, polytrimethylene carbonate monododecyl ether and polyvinyl alcohol
Molar ratio be 15~25:1, the molar ratio of polydioxanone list tridecyl ether and polyvinyl alcohol is 15~25:1.
3. a kind of polytrimethylene carbonate according to claim 1 improves polyvinyl alcohol film with polydioxanone
The method of water resistance and compliance, it is characterised in that：Step 1）In, condensing agent usesN,N’Dicyclohexylcarbodiimide,N, N’Diisopropylcarbodiimide or 3- ethyls -1-（3- dimethylaminopropyls）The molar ratio of carbodiimide, condensing agent and polyvinyl alcohol
It is 1.07~1.8:1, solvent uses dimethyl sulfoxide (DMSO), a concentration of 5~15 g of reactant solution:100 ml.
4. a kind of polytrimethylene carbonate according to claim 1 and polydioxanone improvement polyvinyl alcohol film are resistance to
Aqueous and compliance method, it is characterised in that：Step 2）In, polydioxanone list tridecyl ether is in Modified Membrane
Mass percent is 2~4%, and solvent uses dimethyl sulfoxide (DMSO), a concentration of 25~30 g of mixture solution:100 ml.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610148914.1A CN105542483B (en) | 2016-03-16 | 2016-03-16 | A kind of method that polytrimethylene carbonate improves polyvinyl alcohol film water resistance and compliance with polydioxanone |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610148914.1A CN105542483B (en) | 2016-03-16 | 2016-03-16 | A kind of method that polytrimethylene carbonate improves polyvinyl alcohol film water resistance and compliance with polydioxanone |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN105542483A CN105542483A (en) | 2016-05-04 |
| CN105542483B true CN105542483B (en) | 2018-07-13 |
Family
ID=55822063
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201610148914.1A Expired - Fee Related CN105542483B (en) | 2016-03-16 | 2016-03-16 | A kind of method that polytrimethylene carbonate improves polyvinyl alcohol film water resistance and compliance with polydioxanone |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN105542483B (en) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107011668A (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 PTMC |
| CN106977943A (en) * | 2017-05-22 | 2017-07-25 | 山东理工大学 | A kind of method that PTMC improves polypropylene sorrel water resistance and compliance with PPDO |
| CN107118566A (en) * | 2017-05-22 | 2017-09-01 | 山东理工大学 | A kind of method being improved with PPDO and polypropylene glycol to polypropylene sorrel water resistance and compliance |
| CN106977938A (en) * | 2017-05-22 | 2017-07-25 | 山东理工大学 | A kind of method that PTMC improves polypropylene sorrel water resistance and compliance with polypropylene glycol |
| CN106977953A (en) * | 2017-05-25 | 2017-07-25 | 山东理工大学 | A kind of method that PLA is improved with PPDO to polypropylene sorrel water resistance and compliance |
| CN106977945A (en) * | 2017-05-25 | 2017-07-25 | 山东理工大学 | A kind of method that polypropylene glycol improves polypropylene sorrel water resistance and compliance with PTMC |
| CN106987140A (en) * | 2017-05-25 | 2017-07-28 | 山东理工大学 | A kind of method that PPDO improves polypropylene sorrel water resistance and compliance with PTMC |
| CN106987141A (en) * | 2017-05-25 | 2017-07-28 | 山东理工大学 | A kind of method that PLA improves polypropylene sorrel water resistance and compliance with PPDO |
| CN106987137A (en) * | 2017-05-25 | 2017-07-28 | 山东理工大学 | A kind of method that polypropylene glycol is improved with PTMC to polypropylene sorrel water resistance and compliance |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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) |
| CN104479158A (en) * | 2015-01-06 | 2015-04-01 | 山东理工大学 | Method for improving hydrophilia and flexibility of polypeptide membrane through polydioxanone and polyethylene glycol |
| CN104559213A (en) * | 2015-01-06 | 2015-04-29 | 山东理工大学 | Method for improving hydrophily and flexibility of polypeptide membrane by poly(trimethylene carbonate) and polyethylene glycol |
-
2016
- 2016-03-16 CN CN201610148914.1A patent/CN105542483B/en not_active Expired - Fee Related
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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) |
| CN104479158A (en) * | 2015-01-06 | 2015-04-01 | 山东理工大学 | Method for improving hydrophilia and flexibility of polypeptide membrane through polydioxanone and polyethylene glycol |
| CN104559213A (en) * | 2015-01-06 | 2015-04-29 | 山东理工大学 | Method for improving hydrophily and flexibility of polypeptide membrane by poly(trimethylene carbonate) and polyethylene glycol |
Non-Patent Citations (2)
| Title |
|---|
| 溶液聚合法制备PVA-g-PPDO 接枝共聚物的研究;陈思翀，等;《中国科技论文在线》;20070831;第2卷(第8期);第582-587页 * |
| 聚乙烯醇／聚氨酯共混薄膜制备及性能研究;朱国全，等;《山东理工大学学报（自然科学版）》;20120930;第26卷(第5期);第21-25页 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN105542483A (en) | 2016-05-04 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN105542483B (en) | A kind of method that polytrimethylene carbonate improves polyvinyl alcohol film water resistance and compliance with polydioxanone | |
| CN105694474B (en) | A kind of method being improved with polytrimethylene carbonate and poly (lactic acid-glycolic acid) to polyvinyl alcohol film water resistance and compliance | |
| CN105694476B (en) | A kind of method that polytrimethylene carbonate improves polyvinyl alcohol film water resistance and compliance with poly (lactic acid-glycolic acid) | |
| CN105566663B (en) | A method of improving polyvinyl alcohol film water resistance and compliance with polydioxanone and P (CPP-SA)-polyethylene glycol | |
| CN104479158A (en) | Method for improving hydrophilia and flexibility of polypeptide membrane through polydioxanone and polyethylene glycol | |
| CN104559213A (en) | Method for improving hydrophily and flexibility of polypeptide membrane by poly(trimethylene carbonate) and polyethylene glycol | |
| CN104479157A (en) | Method for improving hydrophilia and flexibility of polypeptide membrane through polycaprolactone and polyethylene glycol | |
| CN105585852A (en) | Method for improving water resistance and flexibility of polyvinyl alcohol film through polycaprolactone and poly(p-dioxanone) | |
| CN105754354A (en) | Method for improving water resistance and compliance of polyvinyl alcohol film with poly(p-dioxanone) and polycaprolactone-polyethylene glycol | |
| CN104448843B (en) | A kind of method that polycaprolactone improves poly-peptide film hydrophily and compliance with polyacrylic acid | |
| CN105566664B (en) | The method that polytrimethylene carbonate improves polyvinyl alcohol film water resistance and compliance with polyanhydride-polyvinylpyrrolidone | |
| CN104559216A (en) | Method for improving hydrophily and flexibility of polypeptide membrane by poly(trimethylene carbonate) and polyacrylic acid | |
| CN105694475B (en) | A kind of method that poly- peptide improves polyvinyl alcohol film water resistance and compliance with polytrimethylene carbonate | |
| CN104559211A (en) | Method for improving hydrophily and flexibility of polypeptide membrane by poly(p-dioxanone) and polyacrylic acid | |
| CN105694477B (en) | A method of improving polyvinyl alcohol film water resistance and compliance with polydioxanone and P (CPP-SA)-polyvinylpyrrolidone | |
| CN105601967B (en) | A kind of method that poly- peptide improves polyvinyl alcohol film water resistance and compliance with polydioxanone-polyvinylpyrrolidone | |
| CN105778523A (en) | Method for improving water tolerance and flexibility of polyvinyl alcohol membrane with poly (p-dioxanone) and polycaprolactone-polyvinyl pyrrolidone | |
| CN105670305A (en) | Method for improving water resistance and flexibility of polyvinyl alcohol film by using polycaprolactone and polypeptide-polyethylene glycol | |
| CN107057373A (en) | A kind of method that PTMC improves polypropylene sorrel water resistance and compliance with poly (lactic acid-glycolic acid) | |
| CN104448842B (en) | A kind of method that polylactic acid improves poly-peptide film hydrophilic and compliance with polyacrylic acid | |
| CN106977943A (en) | A kind of method that PTMC improves polypropylene sorrel water resistance and compliance with PPDO | |
| CN107011672A (en) | A kind of method that MPEGPLA improves polypropylene sorrel water resistance and compliance with polycaprolactone | |
| CN106987138A (en) | A kind of method that MPEGPLA is improved with PTMC to polypropylene sorrel water resistance and compliance | |
| CN107011678A (en) | A kind of method that MPEGPLA improves polypropylene sorrel water resistance and compliance with polycaprolactone | |
| CN107011670A (en) | A kind of method that PPDO improves polypropylene sorrel water resistance and compliance with PLA |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant | ||
| CF01 | Termination of patent right due to non-payment of annual fee | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20180713 Termination date: 20190316 |