CN107011682A - A kind of method that MPEGPLA improves polypropylene sorrel water resistance and compliance with polypropylene glycol - Google Patents
A kind of method that MPEGPLA improves polypropylene sorrel water resistance and compliance with polypropylene glycol Download PDFInfo
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- CN107011682A CN107011682A CN201710376570.4A CN201710376570A CN107011682A CN 107011682 A CN107011682 A CN 107011682A CN 201710376570 A CN201710376570 A CN 201710376570A CN 107011682 A CN107011682 A CN 107011682A
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- mpegpla
- polypropylene glycol
- polyacrylic acid
- polypropylene
- water resistance
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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
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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
- 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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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
- C08L71/02—Polyalkylene oxides
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- 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
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- 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
- C08J2471/00—Characterised by the use of polyethers obtained by reactions forming an ether link in the main chain; Derivatives of such polymers
- C08J2471/02—Polyalkylene oxides
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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
- C08L2203/00—Applications
- C08L2203/16—Applications used for films
Abstract
The present invention discloses a kind of method that MPEGPLA improves polypropylene sorrel water resistance and compliance with polypropylene glycol, 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, hydroxy-end capped polypropylene glycol monobutyl ether, solvent and condensing agent, stirring reaction 2~4 days are added in dry reactor, polyacrylic acid MPEGPLA polypropylene glycol dual graft copolymers are obtained；3）Dual graft copolymer, polypropylene glycol monobutyl ether and solvent are added in dry reactor, after stirring is mixed 50~60 minutes, with the tape casting film forming and drying, object of the present invention is obtained.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）And polypropylene glycol（Point
Son amount more than 2000）It is the biomaterial with excellent biocompatibility and biodegradability, with hydrophobicity and submissive
Property.First MPEGPLA segments are grafted on polyacrylic acid strand and obtain polyacrylic acid-MPEGPLA graft copolymers, then will be poly-
Propane diols segment be grafted on the polyacrylic acid segment in polyacrylic acid-MPEGPLA graft copolymers formed polyacrylic acid-
MPEGPLA- polypropylene glycol dual graft copolymers, then add polyacrylic acid-MPEGPLA- poly- the third two by polypropylene glycol segment again
Alcohol dual graft copolymer formation blend, is made modified polypropene sorrel, so as to drastically increase the water-fast of polypropylene sorrel
Property and compliance.
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 method that MPEGPLA improves polypropylene sorrel water resistance and compliance with polypropylene glycol, it is characterised in that：Modified Membrane
The molecular weight of middle polyacrylic acid segment is that the molecular weight of 82000~92000, MPEGPLA segments is 2600~2800, polypropylene glycol
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 28~34 DEG C of stirring reactions 2~4 days, terminating reaction, by filtering, thoroughly
Analyse, dry, obtain object；
2）The synthesis of polyacrylic acid-MPEGPLA- polypropylene glycol dual graft copolymers：In dry reactor add polyacrylic acid-
Under MPEGPLA graft copolymers, hydroxy-end capped polypropylene glycol monobutyl ether, solvent and condensing agent, inert atmosphere, in 27~32 DEG C
Stirring reaction 2~4 days, terminating reaction by filtering, dialysis, is dried, obtains object；
3）The preparation for the polypropylene sorrel that MPEGPLA is improved with polypropylene glycol：In dry reactor add polyacrylic acid-
It is mixed in 47~52 DEG C of stirrings under MPEGPLA- polypropylene glycol dual grafts copolymer, polypropylene glycol monobutyl ether and solvent, inert atmosphere
After closing 50~60 minutes, with the tape casting film forming and drying, object is obtained.
A kind of described MPEGPLA improves the method for polypropylene sorrel water resistance and compliance, step 1 with polypropylene glycol）
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.
A kind of described MPEGPLA improves the method for polypropylene sorrel water resistance and compliance, step 1 with polypropylene glycol）
In, condensing agent is usedN,N’- dicyclohexylcarbodiimide,N,N’- DIC or 3- ethyls -1-（3- diformazan ammonia
Propyl group）The mol ratio of carbodiimide, condensing agent and polyacrylic acid is 1.06~1.8:1, solvent uses dimethyl sulfoxide (DMSO), reactant
Solution concentration is 5~15 g:100 ml.
A kind of described MPEGPLA improves the method for polypropylene sorrel water resistance and compliance, step 2 with polypropylene glycol）
In, the mol ratio of polypropylene glycol monobutyl ether and polyacrylic acid segment in polyacrylic acid-MPEGPLA graft copolymers is 15~25:
1。
A kind of described MPEGPLA improves the method for polypropylene sorrel water resistance and compliance, step 2 with polypropylene glycol）
In, condensing agent is usedN,N’- dicyclohexylcarbodiimide,N,N’- DIC or 3- ethyls -1-（3- diformazan ammonia
Propyl group）The mol ratio of carbodiimide, condensing agent and polyacrylic acid segment in polyacrylic acid-MPEGPLA graft copolymers is 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 improves the method for polypropylene sorrel water resistance and compliance, step 3 with polypropylene glycol）
In, mass percent of the polypropylene glycol monobutyl ether in Modified Membrane is 2~4%, and solvent uses dimethyl sulfoxide (DMSO), mixture solution
Concentration is 25~30 g:100 ml.
Compared with prior art, its advantage is the present invention：
1st, the method for a kind of described MPEGPLA and polypropylene glycol improvement polypropylene sorrel water resistance and compliance, using two steps
Esterification and the means that are combined of blending, it is simple to operate, be easy to grasp；
2nd, described polyacrylic acid improvement film water resistance and compliance are enhanced.
Embodiment
Embodiment 1
1）The preparation of polyacrylic acid-MPEGPLA graft copolymers
16 grams of polyacrylic acid are added in dry reactor（Molecular weight is 82000）, 9.4 grams of hydroxy-end capped MPEGPLA（Molecule
Measure as 2600）, 252 ml dimethyl sulfoxide (DMSO)s are added, 0.049 gram is addedN,N’Under-dicyclohexylcarbodiimide, inert atmosphere,
In 28 DEG C of stirring reactions 2 days, terminating reaction by filtering, dialysis, was dried, obtains object；
2）The preparation of polyacrylic acid-MPEGPLA- polypropylene glycol dual graft copolymers
12 grams of polyacrylic acid-MPEGPLA graft copolymers, 6.5 grams of hydroxy-end capped polypropylene glycol lists are added in dry reactor
Butyl ether（Molecular weight is 2400）, 184 ml dimethyl sulfoxide (DMSO)s are added, 0.036 gram is addedN,N’- dicyclohexylcarbodiimide, it is lazy
Property atmosphere under, in 27 DEG C of stirring reactions 2 days, terminating reaction by filtering, dialysis, was dried, and obtains object；
3）The preparation for the polypropylene sorrel that MPEGPLA is improved with polypropylene glycol
10.1 grams of polyacrylic acid-MPEGPLA- polypropylene glycol dual graft copolymers and 37 ml diformazans are added in dry reactor
Base sulfoxide solvent, it is another to add the polypropylene glycol monobutyl ether for accounting for Modified Membrane gross weight 2%（Molecular weight is 2400）, under inert atmosphere, in
47 DEG C of stirrings are mixed 50 minutes, use the tape casting film forming, object is dried to obtain in 50 DEG C of vacuum drying chambers.
After tested：The surface contact angle and its elongation at break of object and water of the present invention respectively than improving before modified
12.1 ° and 9.9%.
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）The preparation of polyacrylic acid-MPEGPLA- polypropylene glycol dual graft copolymers
12.1 grams of polyacrylic acid-MPEGPLA graft copolymers, 6.4 grams of hydroxy-end capped polypropylene glycols are added in dry reactor
Monobutyl ether（Molecular weight is 2400）, 186 ml dimethyl sulfoxide (DMSO)s are added, 0.021 gram is addedN,N’- DIC,
Under inert atmosphere, in 29 DEG C of stirring reactions 3 days, terminating reaction by filtering, dialysis, was dried, obtains object；
3）The preparation for the polypropylene sorrel that MPEGPLA is improved with polypropylene glycol
9.9 grams of polyacrylic acid-MPEGPLA- polypropylene glycol dual graft copolymers and 36 ml dimethyl are added in dry reactor
Sulfoxide solvent, it is another to add the polypropylene glycol monobutyl ether for accounting for Modified Membrane gross weight 3%（Molecular weight is 2400）, under inert atmosphere, in 49
DEG C stirring mixing 55 minutes, use the tape casting film forming, object be dried to obtain in 50 DEG C of vacuum drying chambers.
After tested：The surface contact angle and its elongation at break of object and water of the present invention respectively than improving before modified
12.7 ° and 10.6%.
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 grams of hydroxy-end capped MPEGPLA（Molecular weight
For 2800）, 239 ml dimethyl sulfoxide (DMSO)s are added, 0.038 gram of 3- ethyls -1- is added（3- dimethylaminopropyls）Carbodiimide, it is lazy
Property atmosphere under, in 34 DEG C of stirring reactions 4 days, terminating reaction by filtering, dialysis, was dried, and obtains object；
2）The preparation of polyacrylic acid-MPEGPLA- polypropylene glycol dual graft copolymers
11.6 grams of polyacrylic acid-MPEGPLA graft copolymers, 5.9 grams of hydroxy-end capped polypropylene glycols are added in dry reactor
Monobutyl ether（Molecular weight is 2500）, 174 ml dimethyl sulfoxide (DMSO)s are added, 0.028 gram of 3- ethyls -1- is added（3- diformazans ammonia third
Base）Under carbodiimide, inert atmosphere, in 32 DEG C of stirring reactions 4 days, terminating reaction by filtering, dialysis, was dried, obtains target
Thing；
3）The preparation for the polypropylene sorrel that MPEGPLA is improved with polypropylene glycol
9.5 grams of polyacrylic acid-MPEGPLA- polypropylene glycol dual graft copolymers and 35 ml dimethyl are added in dry reactor
Sulfoxide solvent, it is another to add the polypropylene glycol monobutyl ether for accounting for Modified Membrane gross weight 4%（Molecular weight is 2500）, under inert atmosphere, in 52
DEG C stirring mixing 60 minutes, use the tape casting film forming, object be dried to obtain in 50 DEG C of vacuum drying chambers.
After tested：The surface contact angle and its elongation at break of object and water of the present invention respectively than improving before modified
13.4 ° and 11.3%.
Claims (6)
1. a kind of method that MPEGPLA improves polypropylene sorrel water resistance and compliance with polypropylene glycol, it is characterised in that：It is modified
The molecular weight of polyacrylic acid segment is that the molecular weight of 82000~92000, MPEGPLA segments is 2600~2800 in film, poly- the third two
The molecular weight of alcohol 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 28~34 DEG C of stirring reactions 2~4 days, terminating reaction, by filtering, thoroughly
Analyse, dry, obtain object；
2）The synthesis of polyacrylic acid-MPEGPLA- polypropylene glycol dual graft copolymers：In dry reactor add polyacrylic acid-
Under MPEGPLA graft copolymers, hydroxy-end capped polypropylene glycol monobutyl ether, solvent and condensing agent, inert atmosphere, in 27~32 DEG C
Stirring reaction 2~4 days, terminating reaction by filtering, dialysis, is dried, obtains object；
3）The preparation for the polypropylene sorrel that MPEGPLA is improved with polypropylene glycol：In dry reactor add polyacrylic acid-
It is mixed in 47~52 DEG C of stirrings under MPEGPLA- polypropylene glycol dual grafts copolymer, polypropylene glycol monobutyl ether and solvent, inert atmosphere
After closing 50~60 minutes, with the tape casting film forming and drying, object is obtained.
2. a kind of MPEGPLA according to claim 1 and polypropylene glycol improve polypropylene sorrel water resistance and compliance
Method, it is characterised in that：Step 1）In, MPEGPLA is poly- using mono methoxy polyethylene glycol（D,L）Lactic acid copolymer（Poly- second two
The weight ratio of alcohol 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 and polypropylene glycol improve polypropylene sorrel water resistance and compliance
Method, it is characterised in that：Step 1）In, condensing agent is usedN,N’- dicyclohexylcarbodiimide,N,N’- diisopropyl carbon two is sub-
Amine or 3- ethyls -1-（3- dimethylaminopropyls）The mol ratio of carbodiimide, condensing agent and polyacrylic acid is 1.06~1.8:1, it is molten
Agent uses dimethyl sulfoxide (DMSO), and reactant solution concentration is 5~15 g:100 ml.
4. a kind of MPEGPLA according to claim 1 and polypropylene glycol improve polypropylene sorrel water resistance and compliance
Method, it is characterised in that：Step 2）In, polypropylene glycol monobutyl ether and polyacrylic acid in polyacrylic acid-MPEGPLA graft copolymers
The mol ratio of segment is 15~25:1.
5. a kind of MPEGPLA according to claim 1 and polypropylene glycol improve polypropylene sorrel water resistance and compliance
Method, it is characterised in that：Step 2）In, condensing agent is usedN,N’- dicyclohexylcarbodiimide,N,N’- diisopropyl carbon two is sub-
Amine or 3- ethyls -1-（3- dimethylaminopropyls）Carbodiimide, condensing agent and in polyacrylic acid-MPEGPLA graft copolymers poly- third
The mol ratio of olefin(e) acid segment is 1.06~1.8:1, solvent uses dimethyl sulfoxide (DMSO), and reactant solution concentration is 5~15 g:100
ml。
6. a kind of MPEGPLA according to claim 1 and polypropylene glycol improve polypropylene sorrel water resistance and compliance
Method, it is characterised in that：Step 3）In, mass percent of the polypropylene glycol monobutyl ether in Modified Membrane is 2~4%, and solvent is used
Dimethyl sulfoxide (DMSO), mixture solution concentration is 25~30 g:100 ml.
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| CN201710376570.4A CN107011682A (en) | 2017-05-25 | 2017-05-25 | A kind of method that MPEGPLA improves polypropylene sorrel water resistance and compliance with polypropylene glycol |
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| CN201710376570.4A CN107011682A (en) | 2017-05-25 | 2017-05-25 | A kind of method that MPEGPLA improves polypropylene sorrel water resistance and compliance with polypropylene glycol |
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Citations (3)
| 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 |
| CN105542207A (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 polypropylene glycol and polypeptide-polyvinylpyrrolidone |
| 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 CN201710376570.4A patent/CN107011682A/en active Pending
Patent Citations (3)
| 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 |
| CN105542207A (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 polypropylene glycol and polypeptide-polyvinylpyrrolidone |
| 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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Application publication date: 20170804 |