CN107011679A - A kind of method that MPEGPLA is improved with PPDO to polypropylene sorrel water resistance and compliance - Google Patents
A kind of method that MPEGPLA is improved with PPDO to polypropylene sorrel water resistance and compliance Download PDFInfo
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- CN107011679A CN107011679A CN201710376548.XA CN201710376548A CN107011679A CN 107011679 A CN107011679 A CN 107011679A CN 201710376548 A CN201710376548 A CN 201710376548A CN 107011679 A CN107011679 A CN 107011679A
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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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- 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
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/04—Polyesters derived from hydroxycarboxylic acids, e.g. lactones
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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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- C—CHEMISTRY; METALLURGY
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Abstract
The present invention discloses a kind of method that MPEGPLA is improved with PPDO to polypropylene sorrel water resistance and compliance, using following steps：1）Hydroxy-end capped PPDO monododecyl ether, solvent, condensing agent and polyacrylic acid is added in dry reactor, stirring reaction 2~4 days obtains polyacrylic acid PPDO graft copolymer；2）Polyacrylic acid PPDO graft copolymer, amino-terminated MPEGPLA, solvent and condensing agent, stirring reaction 2~4 days are added in dry reactor, polyacrylic acid MPEGPLA PPDO dual graft copolymers are obtained；3）Dual graft copolymer, MPEGPLA 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）With poly- to dioxocyclohex
Ketone is the biomaterial with excellent biocompatibility and biodegradability, with good hydrophobicity and compliance.First
PPDO segment is grafted on polyacrylic acid strand and obtains poly acrylic acid-poly Lanthanum Isopropoxide graft copolymerization
Thing, then MPEGPLA segments are grafted to shape on the polyacrylic acid segment in poly acrylic acid-poly Lanthanum Isopropoxide graft copolymer
Into polyacrylic acid-MPEGPLA- PPDO dual graft copolymers, MPEGPLA segments are then added into polypropylene again
Acid-MPEGPLA- PPDO dual grafts copolymer formation blend, is made modified polypropene sorrel, so that greatly
Improve 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 method that MPEGPLA is improved with PPDO to polypropylene sorrel water resistance and compliance, it is special
Levy and be：The molecular weight of polyacrylic acid segment is 83000~92000, the molecular weight of PPDO segment in Modified Membrane
It is 2300~2500 for the molecular weight of 2500~2700, MPEGPLA segments；Its method of modifying uses following steps：
1）The synthesis of poly acrylic acid-poly Lanthanum Isopropoxide graft copolymer：Hydroxy-end capped gather is added in dry reactor
Under Lanthanum Isopropoxide monododecyl ether, solvent, condensing agent and polyacrylic acid, inert atmosphere, in 26~34 DEG C of stirring reactions 2
~4 days, terminating reaction by filtering, dialysis, was dried, obtains object；
2）The synthesis of polyacrylic acid-MPEGPLA- PPDO dual graft copolymers：Added in dry reactor poly-
Under acrylic acid-PPDO graft copolymer, amino-terminated MPEGPLA, solvent and condensing agent, inert atmosphere, in
27~32 DEG C of stirring reactions 2~4 days, terminating reaction by filtering, dialysis, is dried, obtains object；
3）The preparation for the polypropylene sorrel that MPEGPLA is improved with PPDO：Polypropylene is added in dry reactor
Under acid-MPEGPLA- PPDO dual grafts copolymer, MPEGPLA and solvent, inert atmosphere, in 46~52 DEG C of stirrings
After mixing 50~60 minutes, with the tape casting film forming and drying, object is obtained.
What a kind of described MPEGPLA was improved with PPDO to polypropylene sorrel water resistance and compliance
Method, step 1）In, the mol ratio of PPDO monododecyl ether and polyacrylic acid is 15~25:1.
What a kind of described MPEGPLA was improved with PPDO to 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 1.07~1.9:1, solvent uses dimethyl
Sulfoxide, reactant solution concentration is 5~15 g:100 ml.
What a kind of described MPEGPLA was improved with PPDO to polypropylene sorrel water resistance and compliance
Method, step 2）In, MPEGPLA is poly- using mono methoxy polyethylene glycol（D,L）Lactic acid copolymer（Polyethylene glycol and PLA
Weight ratio is 10/90）, MPEGPLA and polyacrylic acid segment in poly acrylic acid-poly Lanthanum Isopropoxide graft copolymer mole
Than for 15~25:1.
What a kind of described MPEGPLA was improved with PPDO to 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, condensing agent and polyacrylic acid in poly acrylic acid-poly Lanthanum Isopropoxide graft copolymer
The mol ratio of segment is 1.07~1.9:1, solvent uses dimethyl sulfoxide (DMSO), and reactant solution concentration is 5~15 g:100 ml.
What a kind of described MPEGPLA was improved with PPDO to polypropylene sorrel water resistance and compliance
Method, step 3）In, MPEGPLA is poly- using mono methoxy polyethylene glycol（D,L）Lactic acid copolymer（Polyethylene glycol and PLA
Weight ratio is 10/90）, mass percents of the MPEGPLA in Modified Membrane is 2~3%, 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 side that a kind of described MPEGPLA and PPDO are improved to polypropylene sorrel water resistance and compliance
Method, using esterification, amidation process and blending three kinds of means, 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 poly acrylic acid-poly Lanthanum Isopropoxide graft copolymer
16.2 grams of polyacrylic acid are added in dry reactor（Molecular weight is 83000）, 9.1 grams it is hydroxy-end capped poly- to dioxy ring
Hexanone monododecyl ether（Molecular weight is 2500）, 253 ml dimethyl sulfoxide (DMSO)s are added, 0.051 gram is addedN,N’- two hexamethylenes
Under base carbodiimide, inert atmosphere, in 26 DEG C of stirring reactions 2 days, terminating reaction by filtering, dialysis, was dried, obtains target
Thing；
2）The preparation of polyacrylic acid-MPEGPLA- PPDO dual graft copolymers
Dry reactor add 12 grams of poly acrylic acid-poly Lanthanum Isopropoxide graft copolymers, 6.4 grams it is amino-terminated
MPEGPLA（Molecular weight is 2300）, 184 ml dimethyl sulfoxide (DMSO)s are added, 0.036 gram is addedN,N’- dicyclohexyl carbon two is sub-
Under amine, inert atmosphere, in 27 DEG C of stirring reactions 2 days, terminating reaction by filtering, dialysis, was dried, obtains object；
3）The preparation for the polypropylene sorrel that MPEGPLA is improved with PPDO
10 grams of polyacrylic acid-MPEGPLA- PPDO dual graft copolymers and 37 ml are added in dry reactor
Dimethyl sulfoxide solvent, it is another to add the MPEGPLA for accounting for Modified Membrane gross weight 2%（Molecular weight is 2300）, under inert atmosphere, in 46
DEG C stirring mixing 50 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
11.7 ° and 9.4%.
Embodiment 2
1）The preparation of poly acrylic acid-poly Lanthanum Isopropoxide graft copolymer
15 grams of polyacrylic acid are added in dry reactor（Molecular weight is 87000）, 8.8 grams it is hydroxy-end capped poly- to dioxocyclohex
Ketone monododecyl ether（Molecular weight is 2600）, 238 ml dimethyl sulfoxide (DMSO)s are added, 0.028 gram is addedN,N’- diisopropyl
Under carbodiimide, inert atmosphere, 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- PPDO dual graft copolymers
Dry reactor add 12.1 grams of poly acrylic acid-poly Lanthanum Isopropoxide graft copolymers, 6.3 grams it is amino-terminated
MPEGPLA（Molecular weight is 2400）, 184 ml dimethyl sulfoxide (DMSO)s are added, 0.021 gram is addedN,N’- diisopropyl carbon two is sub-
Under amine, 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 PPDO
9.9 grams of polyacrylic acid-MPEGPLA- PPDO dual graft copolymers and 36 ml are added in dry reactor
Dimethyl sulfoxide solvent, it is another to add the MPEGPLA 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
12.5 ° and 10.6%.
Embodiment 3
1）The preparation of poly acrylic acid-poly Lanthanum Isopropoxide graft copolymer
15.4 grams of polyacrylic acid are added in dry reactor（Molecular weight is 92000）, 8.3 grams it is hydroxy-end capped poly- to dioxy ring
Hexanone monododecyl ether（Molecular weight is 2700）, 237 ml dimethyl sulfoxide (DMSO)s are added, 0.04 gram of 3- ethyls -1- is added（3-
Dimethylaminopropyl）Under carbodiimide, inert atmosphere, in 34 DEG C of stirring reactions 4 days, terminating reaction by filtering, dialysis, was dried,
Obtain object；
2）The preparation of polyacrylic acid-MPEGPLA- PPDO dual graft copolymers
Dry reactor add 11.5 grams of poly acrylic acid-poly Lanthanum Isopropoxide graft copolymers, 5.8 grams it is amino-terminated
MPEGPLA（Molecular weight is 2500）, 173 ml dimethyl sulfoxide (DMSO)s are added, 0.029 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 PPDO
9.5 grams of polyacrylic acid-MPEGPLA- PPDO dual graft copolymers and 35 ml are added in dry reactor
Dimethyl sulfoxide solvent, it is another to add the MPEGPLA for accounting for Modified Membrane gross weight 2%（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
13.3 ° and 11.3%.
Claims (6)
1. a kind of method that MPEGPLA is improved with PPDO to polypropylene sorrel water resistance and compliance, its
It is characterised by：The molecular weight of polyacrylic acid segment is 83000~92000, the molecule of PPDO segment in Modified Membrane
The molecular weight measured as 2500~2700, MPEGPLA segments is 2300~2500；Its modification method uses following steps：
1）The synthesis of poly acrylic acid-poly Lanthanum Isopropoxide graft copolymer：Hydroxy-end capped gather is added in dry reactor
Under Lanthanum Isopropoxide monododecyl ether, solvent, condensing agent and polyacrylic acid, inert atmosphere, in 26~34 DEG C of stirring reactions 2
~4 days, terminating reaction by filtering, dialysis, was dried, obtains object；
2）The synthesis of polyacrylic acid-MPEGPLA- PPDO dual graft copolymers：Added in dry reactor poly-
Under acrylic acid-PPDO graft copolymer, amino-terminated MPEGPLA, solvent and condensing agent, inert atmosphere, in
27~32 DEG C of stirring reactions 2~4 days, terminating reaction by filtering, dialysis, is dried, obtains object；
3）The preparation for the polypropylene sorrel that MPEGPLA is improved with PPDO：Polypropylene is added in dry reactor
Under acid-MPEGPLA- PPDO dual grafts copolymer, MPEGPLA and solvent, inert atmosphere, in 46~52 DEG C of stirrings
After mixing 50~60 minutes, with the tape casting film forming and drying, object is obtained.
2. a kind of MPEGPLA according to claim 1 and PPDO are to polypropylene sorrel water resistance and submissive
The method that property is improved, it is characterised in that：Step 1）In, PPDO monododecyl ether and polyacrylic acid rub
You are than being 15~25:1.
3. a kind of MPEGPLA according to claim 1 and PPDO are to polypropylene sorrel water resistance and submissive
The method that property is improved, it is characterised in that：Step 1）In, condensing agent is usedN,N’- dicyclohexylcarbodiimide,N,N’- two
Diisopropylcarbodiimide or 3- ethyls -1-（3- dimethylaminopropyls）The mol ratio of carbodiimide, condensing agent and polyacrylic acid is
1.07~1.9:1, solvent uses dimethyl sulfoxide (DMSO), and reactant solution concentration is 5~15 g:100 ml.
4. a kind of MPEGPLA according to claim 1 and PPDO are to polypropylene sorrel water resistance and submissive
The method that property is improved, it is characterised in that：Step 2）In, MPEGPLA is poly- using mono methoxy polyethylene glycol（D,L）Lactic acid is total to
Polymers（The weight ratio of polyethylene glycol and PLA is 10/90）, MPEGPLA and the grafting of poly acrylic acid-poly Lanthanum Isopropoxide are common
The mol ratio of polyacrylic acid segment is 15~25 in polymers:1.
5. a kind of MPEGPLA according to claim 1 and PPDO are to polypropylene sorrel water resistance and submissive
The method that property is improved, it is characterised in that：Step 2）In, condensing agent is usedN,N’- dicyclohexylcarbodiimide,N,N’- two
Diisopropylcarbodiimide or 3- ethyls -1-（3- dimethylaminopropyls）Carbodiimide, condensing agent is with poly acrylic acid-poly to dioxocyclohex
The mol ratio of polyacrylic acid segment is 1.07~1.9 in ketone graft copolymer:1, solvent uses dimethyl sulfoxide (DMSO), reactant solution
Concentration is 5~15 g:100 ml.
6. a kind of MPEGPLA according to claim 1 and PPDO are to polypropylene sorrel water resistance and submissive
The method that property is improved, it is characterised in that：Step 3）In, MPEGPLA is poly- using mono methoxy polyethylene glycol（D,L）Lactic acid is total to
Polymers（The weight ratio of polyethylene glycol and PLA is 10/90）, mass percents of the MPEGPLA in Modified Membrane is 2~3%, molten
Agent uses dimethyl sulfoxide (DMSO), and mixture solution concentration is 25~30 g:100 ml.
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| CN105670306A (en) * | 2016-03-07 | 2016-06-15 | 山东理工大学 | Method for improving water resistance and flexibility of polyvinyl alcohol film by using poly(p-dioxanone) and polypeptide |
| CN105694474A (en) * | 2016-03-07 | 2016-06-22 | 山东理工大学 | Method for improving water resisting property and flexibility of polyvinyl alcohol film by means of poly trimethylene carbonate and poly lactic acid-glycolic acid |
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- 2017-05-25 CN CN201710376548.XA patent/CN107011679A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| CN105670306A (en) * | 2016-03-07 | 2016-06-15 | 山东理工大学 | Method for improving water resistance and flexibility of polyvinyl alcohol film by using poly(p-dioxanone) and polypeptide |
| CN105694474A (en) * | 2016-03-07 | 2016-06-22 | 山东理工大学 | Method for improving water resisting property and flexibility of polyvinyl alcohol film by means of poly trimethylene carbonate and poly lactic acid-glycolic acid |
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Application publication date: 20170804 |