CN107118567A - A kind of method that MPEGPLA improves polypropylene sorrel water resistance and compliance with polylactide - Google Patents
A kind of method that MPEGPLA improves polypropylene sorrel water resistance and compliance with polylactide Download PDFInfo
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- CN107118567A CN107118567A CN201710376514.0A CN201710376514A CN107118567A CN 107118567 A CN107118567 A CN 107118567A CN 201710376514 A CN201710376514 A CN 201710376514A CN 107118567 A CN107118567 A CN 107118567A
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- 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
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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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- 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
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- 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
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- 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
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Abstract
The present invention discloses a kind of method that MPEGPLA improves polypropylene sorrel water resistance and compliance with polylactide, using following steps：1）Hydroxy-end capped MPEGPLA, solvent, condensing agent and polyacrylic acid are added in dry reactor, stirring reaction 2~4 days obtains polyacrylic acid MPEGPLA graft copolymers；2）Polyacrylic acid MPEGPLA graft copolymers are added in dry reactor, it is hydroxy-end capped poly-（Lactide glycolide）Monododecyl ether, solvent and condensing agent, stirring reaction 2~4 days obtain polyacrylic acid MPEGPLA and gathered（Lactide glycolide）Dual graft copolymer；3）Dual graft copolymer is added in dry reactor, is gathered（Lactide glycolide）Monododecyl ether and solvent, after stirring is mixed 50~60 minutes, with the tape casting film forming and drying, obtain object of the present invention.Preparation technology of the present invention is simple, be 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 method improved to polypropylene sorrel water resistance and compliance, belong to thin polymer film
Preparing technical field.
Background technology
Polyacrylic acid is a kind of biomaterial with good biocompatibility and biodegradability, polypropylene sorrel
It can be used as artificial skin etc., but polypropylene sorrel hydrophily is too strong and more stiff, lacks preferable water resistance and compliance, so that
Its application is limited to a certain extent.MPEGPLA（The weight ratio of polyethylene glycol and PLA is 10/90）With it is poly-（D, L- third is handed over
Ester-glycolide）（The weight ratio of lactide and glycolide is 90/10）It is with excellent biocompatibility and biodegradability
Biomaterial, with good hydrophobicity and compliance.First MPEGPLA segments are grafted on polyacrylic acid strand and obtained
Polyacrylic acid-MPEGPLA graft copolymers, then will be poly-（Lactide coglycolide）Segment is grafted to polyacrylic acid-MPEGPLA and connect
Polyacrylic acid-MPEGPLA- is formed on polyacrylic acid segment in graft copolymer to gather（Lactide coglycolide）Dual graft copolymer,
Then again will be poly-（Lactide coglycolide）Segment adds polyacrylic acid-MPEGPLA- and gathered（Lactide coglycolide）Dual graft copolymerization
Thing formation blend, is made modified polypropene sorrel, so as to drastically increase the water resistance and compliance of polypropylene sorrel.
The content of the invention
It is preferable to polypropylene sorrel water resistance and submissive it is an object of the invention to provide a kind of simple to operate and effect
The method that property is improved.Its technical scheme is：
A kind of MPEGPLA is with gathering（Lactide coglycolide）The method for improveing polypropylene sorrel water resistance and compliance, its feature exists
In：In Modified Membrane the molecular weight of polyacrylic acid segment be the molecular weight of 81000~92000, MPEGPLA segments be 2600~
2800, gather（Lactide coglycolide）The molecular weight of segment is 2400~2500；Its method of modifying uses following steps：
1）The synthesis of polyacrylic acid-MPEGPLA graft copolymers：Hydroxy-end capped MPEGPLA is added in dry reactor, it is molten
Under agent, condensing agent and polyacrylic acid, inert atmosphere, in 27~34 DEG C of stirring reactions 2~4 days, terminating reaction, by filtering, thoroughly
Analyse, dry, obtain object；
2）Polyacrylic acid-MPEGPLA- gathers（Lactide coglycolide）The synthesis of dual graft copolymer：Added in dry reactor
It is polyacrylic acid-MPEGPLA graft copolymers, hydroxy-end capped poly-（Lactide coglycolide）Monododecyl ether, solvent and condensation
Under agent, inert atmosphere, in 26~32 DEG C of stirring reactions 2~4 days, terminating reaction by filtering, dialysis, was dried, obtains target
Thing；
3）MPEGPLA is with gathering（Lactide coglycolide）The preparation of the polypropylene sorrel of improvement：Poly- third is added in dry reactor
Olefin(e) acid-MPEGPLA- gathers（Lactide coglycolide）It is dual graft copolymer, poly-（Lactide coglycolide）Monododecyl ether and molten
Under agent, inert atmosphere, after 47~52 DEG C of stirrings are mixed 50~60 minutes, with the tape casting film forming and drying, object is obtained.
A kind of described MPEGPLA is with gathering（Lactide coglycolide）Improve the side of polypropylene sorrel water resistance and compliance
Method, step 1）In, MPEGPLA is poly- using mono methoxy polyethylene glycol（D,L）Lactic acid copolymer（The weight of polyethylene glycol and PLA
Amount is than being 10/90）, the mol ratio of MPEGPLA and polyacrylic acid is 15~25:1.
A kind of described MPEGPLA is with gathering（Lactide coglycolide）Improve the side of polypropylene sorrel water resistance and compliance
Method, step 1）In, condensing agent is usedN,N’- dicyclohexylcarbodiimide,N,N’- DIC or 3- ethyls -1-
（3- dimethylaminopropyls）The mol ratio of carbodiimide, condensing agent and polyacrylic acid is 1.06~1.8:1, solvent is sub- using dimethyl
Sulfone, reactant solution concentration is 5~15 g:100 ml.
A kind of described MPEGPLA is with gathering（Lactide coglycolide）Improve the side of polypropylene sorrel water resistance and compliance
Method, step 2）In, gather（Lactide coglycolide）Monododecyl ether is using poly-（D, L- lactide coglycolide）Single dodecyl
Ether（The weight ratio of lactide and glycolide is 90/10）, gather（Lactide coglycolide）Monododecyl ether and polyacrylic acid-
The mol ratio of polyacrylic acid segment is 15~25 in MPEGPLA graft copolymers:1.
A kind of described MPEGPLA is with gathering（Lactide coglycolide）Improve the side of polypropylene sorrel water resistance and compliance
Method, step 2）In, condensing agent is usedN,N’- dicyclohexylcarbodiimide,N,N’- DIC or 3- ethyls -1-
（3- dimethylaminopropyls）Carbodiimide, mole of condensing agent and polyacrylic acid segment in polyacrylic acid-MPEGPLA graft copolymers
Than for 1.06~1.8:1, solvent uses dimethyl sulfoxide (DMSO), and reactant solution concentration is 5~15 g:100 ml.
A kind of described MPEGPLA is with gathering（Lactide coglycolide）Improve the side of polypropylene sorrel water resistance and compliance
Method, step 3）In, gather（Lactide coglycolide）Monododecyl ether is using poly-（D, L- lactide coglycolide）Single dodecyl
Ether（The weight ratio of lactide and glycolide is 90/10）, gather（Lactide coglycolide）Matter of the monododecyl ether in Modified Membrane
It is 2~4% to measure percentage, and solvent uses dimethyl sulfoxide (DMSO), and mixture solution concentration is 25~30 g:100 ml.
Compared with prior art, its advantage is the present invention：
1st, a kind of described MPEGPLA is with gathering（Lactide coglycolide）The method for improveing polypropylene sorrel water resistance and compliance,
It is simple to operate, be easy to grasp using two step esterifications and the means that are combined of blending；
2nd, described polyacrylic acid improvement film water resistance and compliance are enhanced.
Embodiment
Embodiment 1
1）The preparation of polyacrylic acid-MPEGPLA graft copolymers
15.9 grams of polyacrylic acid are added in dry reactor（Molecular weight is 81000）, 9.4 grams of hydroxy-end capped MPEGPLA（Point
Son amount is 2600）, 253 ml dimethyl sulfoxide (DMSO)s are added, 0.049 gram is addedN,N’- dicyclohexylcarbodiimide, inert atmosphere
Under, in 27 DEG C of stirring reactions 2 days, terminating reaction by filtering, dialysis, was dried, obtains object；
2）Polyacrylic acid-MPEGPLA- gathers（Lactide coglycolide）The preparation of dual graft copolymer
Dry reactor add 12 grams of polyacrylic acid-MPEGPLA graft copolymers, 6.5 grams it is hydroxy-end capped poly-（Lactide-
Glycolide）Monododecyl ether（Molecular weight is 2400）, 185 ml dimethyl sulfoxide (DMSO)s are added, 0.036 gram is addedN,N’- two rings
Under hexyl carbodiimide, inert atmosphere, in 26 DEG C of stirring reactions 2 days, terminating reaction by filtering, dialysis, was dried, obtains mesh
Mark thing；
3）MPEGPLA is with gathering（Lactide coglycolide）The preparation of the polypropylene sorrel of improvement
10.1 grams of polyacrylic acid-MPEGPLA- are added in dry reactor to gather（Lactide coglycolide）Dual graft copolymer and
37 ml dimethyl sulfoxide solvents, another add accounts for the poly- of Modified Membrane gross weight 2%（Lactide coglycolide）Monododecyl ether（Point
Son amount is 2400）, under inert atmosphere, in 47 DEG C of stirring mixing 50 minutes, the tape casting film forming is used, is done in 50 DEG C of vacuum drying chambers
It is dry to obtain object.
After tested：The surface contact angle and its elongation at break of object and water of the present invention respectively than improving before modified
12.2 ° and 10.1%.
Embodiment 2
1）The preparation of polyacrylic acid-MPEGPLA graft copolymers
15.2 grams of polyacrylic acid are added in dry reactor（Molecular weight is 87000）, 8.8 grams of hydroxy-end capped MPEGPLA（Point
Son amount is 2700）, 241 ml dimethyl sulfoxide (DMSO)s are added, 0.029 gram is addedN,N’- DIC, inert atmosphere
Under, in 30 DEG C of stirring reactions 3 days, terminating reaction by filtering, dialysis, was dried, obtains object；
2）Polyacrylic acid-MPEGPLA- gathers（Lactide coglycolide）The preparation of dual graft copolymer
Dry reactor add 12.2 grams of polyacrylic acid-MPEGPLA graft copolymers, 6.3 grams it is hydroxy-end capped poly-（Third hands over
Ester-glycolide）Monododecyl ether（Molecular weight is 2400）, 185 ml dimethyl sulfoxide (DMSO)s are added, 0.021 gram is addedN,N’-
Under DIC, inert atmosphere, in 29 DEG C of stirring reactions 3 days, terminating reaction by filtering, dialysis, was dried, obtained
To object；
3）MPEGPLA is with gathering（Lactide coglycolide）The preparation of the polypropylene sorrel of improvement
9.9 grams of polyacrylic acid-MPEGPLA- are added in dry reactor to gather（Lactide coglycolide）Dual graft copolymer and 36
Ml dimethyl sulfoxide solvents, another add accounts for the poly- of Modified Membrane gross weight 3%（Lactide coglycolide）Monododecyl ether（Molecular weight
For 2400）, under inert atmosphere, in 49 DEG C of stirring mixing 55 minutes, the tape casting film forming is used, it is dry in 50 DEG C of vacuum drying chambers
To object.
After tested：The surface contact angle and its elongation at break of object and water of the present invention respectively than improving before modified
12.8 ° and 10.7%.
Embodiment 3
1）The preparation of polyacrylic acid-MPEGPLA graft copolymers
15 grams of polyacrylic acid are added in dry reactor（Molecular weight is 92000）, 9.1 grams of hydroxy-end capped MPEGPLA（Molecule
Measure as 2800）, 241 ml dimethyl sulfoxide (DMSO)s are added, 0.038 gram of 3- ethyls -1- is added（3- dimethylaminopropyls）Carbodiimide,
Under inert atmosphere, in 34 DEG C of stirring reactions 4 days, terminating reaction by filtering, dialysis, was dried, obtains object；
2）Polyacrylic acid-MPEGPLA- gathers（Lactide coglycolide）The preparation of dual graft copolymer
Dry reactor add 11.6 grams of polyacrylic acid-MPEGPLA graft copolymers, 5.9 grams it is hydroxy-end capped poly-（Third hands over
Ester-glycolide）Monododecyl ether（Molecular weight is 2500）, 175 ml dimethyl sulfoxide (DMSO)s are added, 0.028 gram of 3- second is added
Base -1-（3- dimethylaminopropyls）Under carbodiimide, inert atmosphere, in 32 DEG C of stirring reactions 4 days, terminating reaction, by filtering, thoroughly
Analyse, dry, obtain object；
3）MPEGPLA is with gathering（Lactide coglycolide）The preparation of the polypropylene sorrel of improvement
9.5 grams of polyacrylic acid-MPEGPLA- are added in dry reactor to gather（Lactide coglycolide）Dual graft copolymer and 35
Ml dimethyl sulfoxide solvents, another add accounts for the poly- of Modified Membrane gross weight 4%（Lactide coglycolide）Monododecyl ether（Molecular weight
For 2500）, under inert atmosphere, in 52 DEG C of stirring mixing 60 minutes, the tape casting film forming is used, it is dry in 50 DEG C of vacuum drying chambers
To object.
After tested：The surface contact angle and its elongation at break of object and water of the present invention respectively than improving before modified
13.5 ° and 11.3%.
Claims (6)
1. a kind of method that MPEGPLA improves polypropylene sorrel water resistance and compliance with polylactide, its feature exists
In：In Modified Membrane the molecular weight of polyacrylic acid segment be the molecular weight of 81000~92000, MPEGPLA segments be 2600~
2800, gather（Lactide coglycolide）The molecular weight of segment is 2400~2500；Its modification method uses following steps：
1）The synthesis of polyacrylic acid-MPEGPLA graft copolymers：Hydroxy-end capped MPEGPLA is added in dry reactor, it is molten
Under agent, condensing agent and polyacrylic acid, inert atmosphere, in 27~34 DEG C of stirring reactions 2~4 days, terminating reaction, by filtering, thoroughly
Analyse, dry, obtain object；
2）Polyacrylic acid-MPEGPLA- gathers（Lactide coglycolide）The synthesis of dual graft copolymer：Added in dry reactor
It is polyacrylic acid-MPEGPLA graft copolymers, hydroxy-end capped poly-（Lactide coglycolide）Monododecyl ether, solvent and condensation
Under agent, inert atmosphere, in 26~32 DEG C of stirring reactions 2~4 days, terminating reaction by filtering, dialysis, was dried, obtains target
Thing；
3）MPEGPLA is with gathering（Lactide coglycolide）The preparation of the polypropylene sorrel of improvement：Poly- third is added in dry reactor
Olefin(e) acid-MPEGPLA- gathers（Lactide coglycolide）It is dual graft copolymer, poly-（Lactide coglycolide）Monododecyl ether and molten
Under agent, inert atmosphere, after 47~52 DEG C of stirrings are mixed 50~60 minutes, with the tape casting film forming and drying, object is obtained.
2. a kind of MPEGPLA according to claim 1 is with gathering（Lactide coglycolide）Improve polypropylene sorrel water resistance and
The method of compliance, it is characterised in that：Step 1）In, MPEGPLA is poly- using mono methoxy polyethylene glycol（D,L）Lactic acid copolymer
（The weight ratio of polyethylene glycol and PLA is 10/90）, the mol ratio of MPEGPLA and polyacrylic acid is 15~25:1.
3. a kind of MPEGPLA according to claim 1 is with gathering（Lactide coglycolide）Improve polypropylene sorrel water resistance and
The method of compliance, it is characterised in that：Step 1）In, condensing agent is usedN,N’- dicyclohexylcarbodiimide,N,N’- diisopropyl
Base carbodiimide or 3- ethyls -1-（3- dimethylaminopropyls）The mol ratio of carbodiimide, condensing agent and polyacrylic acid be 1.06~
1.8:1, solvent uses dimethyl sulfoxide (DMSO), and reactant solution concentration is 5~15 g:100 ml.
4. a kind of MPEGPLA according to claim 1 is with gathering（Lactide coglycolide）Improve polypropylene sorrel water resistance and
The method of compliance, it is characterised in that：Step 2）In, gather（Lactide coglycolide）Monododecyl ether is using poly-（D, L- third is handed over
Ester-glycolide）Monododecyl ether（The weight ratio of lactide and glycolide is 90/10）, gather（Lactide coglycolide）Single 12
The mol ratio of alkyl ether and polyacrylic acid segment in polyacrylic acid-MPEGPLA graft copolymers is 15~25:1.
5. a kind of MPEGPLA according to claim 1 is with gathering（Lactide coglycolide）Improve polypropylene sorrel water resistance and
The method of compliance, it is characterised in that：Step 2）In, condensing agent is usedN,N’- dicyclohexylcarbodiimide,N,N’- diisopropyl
Base carbodiimide or 3- ethyls -1-（3- dimethylaminopropyls）Carbodiimide, condensing agent and polyacrylic acid-MPEGPLA graft copolymerizations
The mol ratio of polyacrylic acid segment is 1.06~1.8 in thing:1, solvent uses dimethyl sulfoxide (DMSO), and reactant solution concentration is 5~
15 g:100 ml。
6. a kind of MPEGPLA according to claim 1 is with gathering（Lactide coglycolide）Improve polypropylene sorrel water resistance and
The method of compliance, it is characterised in that：Step 3）In, gather（Lactide coglycolide）Monododecyl ether is using poly-（D, L- third is handed over
Ester-glycolide）Monododecyl ether（The weight ratio of lactide and glycolide is 90/10）, gather（Lactide coglycolide）Single 12
Mass percent of the alkyl ether in Modified Membrane is 2~4%, and solvent uses dimethyl sulfoxide (DMSO), and mixture solution concentration is 25~30
g:100 ml。
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| CN201710376514.0A CN107118567A (en) | 2017-05-25 | 2017-05-25 | A kind of method that MPEGPLA improves polypropylene sorrel water resistance and compliance with polylactide |
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103865074A (en) * | 2014-04-11 | 2014-06-18 | 山东理工大学 | Preparation method of polypeptide-poly(caprolactone-lactide)-MPEGPLA double-graft copolymer |
| CN105542479A (en) * | 2016-03-07 | 2016-05-04 | 山东理工大学 | Method for improving water resistance and flexibility of polyvinyl alcohol film through poly(p-dioxanone) and poly lactic acid-glycolic acid |
-
2017
- 2017-05-25 CN CN201710376514.0A patent/CN107118567A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103865074A (en) * | 2014-04-11 | 2014-06-18 | 山东理工大学 | Preparation method of polypeptide-poly(caprolactone-lactide)-MPEGPLA double-graft copolymer |
| CN105542479A (en) * | 2016-03-07 | 2016-05-04 | 山东理工大学 | Method for improving water resistance and flexibility of polyvinyl alcohol film through poly(p-dioxanone) and poly lactic acid-glycolic acid |
Non-Patent Citations (1)
| Title |
|---|
| 蔡邦肖等: "高分离性能聚丙烯酸膜制备工艺的初步研究", 《第一届全国化学工程与生物化工年会论文摘要集（上）》 * |
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