CN106987142A - A kind of method that poly (lactic acid-glycolic acid) improves polypropylene sorrel water resistance and compliance with PTMC - Google Patents
A kind of method that poly (lactic acid-glycolic acid) improves polypropylene sorrel water resistance and compliance with PTMC Download PDFInfo
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- CN106987142A CN106987142A CN201710376582.7A CN201710376582A CN106987142A CN 106987142 A CN106987142 A CN 106987142A CN 201710376582 A CN201710376582 A CN 201710376582A CN 106987142 A CN106987142 A CN 106987142A
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- 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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Abstract
The present invention discloses a kind of method that poly (lactic acid-glycolic acid) improves polypropylene sorrel water resistance and compliance with PTMC, using following steps：1）Hydroxy-end capped poly (lactic acid-glycolic acid) list tridecyl ether, solvent, condensing agent and polyacrylic acid is added in dry reactor, reacts 2~4 days, obtains polyacrylic acid poly (lactic acid-glycolic acid) graft copolymer；2）Graft copolymer, hydroxy-end capped PTMC monododecyl ether, solvent and condensing agent are added in dry reactor, reacts 2~4 days, obtains polyacrylic acid poly (lactic acid-glycolic acid) PTMC dual graft copolymer；3）Dual graft copolymer, PTMC monododecyl ether and solvent are added in dry reactor, after mixing 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.It is poly-（D,L）Y（Lactic acid is 90/10 with glycolic mol ratio）With poly- three methylene
Base carbonic ester is the biomaterial with excellent biocompatibility and biodegradability, with good hydrophobicity and submissive
Property.First poly (lactic acid-glycolic acid) segment is grafted on polyacrylic acid strand and obtains the grafting of poly acrylic acid-poly y altogether
Polymers, then PTMC segment is grafted to the polypropylene in poly acrylic acid-poly y graft copolymer
Poly acrylic acid-poly y-PTMC dual graft copolymer is formed on sour segment, then again by poly- Sanya
Methyl carbonic segment adds poly acrylic acid-poly y-PTMC dual graft copolymer formation blending
Thing, 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 method that poly (lactic acid-glycolic acid) improves polypropylene sorrel water resistance and compliance with PTMC, it is special
Levy and be：The molecular weight of polyacrylic acid segment is 81000~93000 in Modified Membrane, and the molecular weight of poly (lactic acid-glycolic acid) segment is
2600~2700, the molecular weight of PTMC segment is 2400~2500；Its method of modifying uses following steps：
1）The synthesis of poly acrylic acid-poly y graft copolymer：Hydroxy-end capped poly- breast is added in dry reactor
Under sour glycolic list tridecyl ether, solvent, condensing agent and polyacrylic acid, inert atmosphere, in 27~32 DEG C of stirring reactions 2~4
My god, terminating reaction by filtering, dialysis, is dried, obtains object；
2）The synthesis of poly acrylic acid-poly y-PTMC dual graft copolymer：In dry reactor
Add poly acrylic acid-poly y graft copolymer, it is hydroxy-end capped PTMC monododecyl ether, molten
Under agent and condensing agent, inert atmosphere, in 26~32 DEG C of stirring reactions 2~4 days, terminating reaction by filtering, dialysis, was dried, obtained
To object；
3）The preparation for the polypropylene sorrel that poly (lactic acid-glycolic acid) is improved with PTMC：Added in dry reactor
Poly acrylic acid-poly y-PTMC dual graft copolymer, PTMC list dodecyl
Under ether and solvent, inert atmosphere, after 47~52 DEG C of stirrings are mixed 50~60 minutes, with the tape casting film forming and drying, mesh is obtained
Mark thing.
A kind of described poly (lactic acid-glycolic acid) improves polypropylene sorrel water resistance and compliance with PTMC
Method, step 1）In, poly (lactic acid-glycolic acid) list tridecyl ether is using poly-（D,L）Y list tridecyl ether (breast
Acid is with glycolic mol ratio for 90/10), the mol ratio of poly (lactic acid-glycolic acid) list tridecyl ether and polyacrylic acid is 15~25:
1。
A kind of described poly (lactic acid-glycolic acid) improves polypropylene sorrel water resistance and compliance with PTMC
Method, step 1）In, condensing agent is usedN,N’- dicyclohexylcarbodiimide,N,N’- DIC or 3- second
Base -1-（3- dimethylaminopropyls）The mol ratio of carbodiimide, condensing agent and polyacrylic acid is 1.07~1.8:1, solvent uses two
Methyl sulfoxide, reactant solution concentration is 5~15 g:100 ml.
A kind of described poly (lactic acid-glycolic acid) improves polypropylene sorrel water resistance and compliance with PTMC
Method, step 2）In, PTMC monododecyl ether and poly acrylic acid-poly y graft copolymer
The mol ratio of middle polyacrylic acid segment is 15~25:1.
A kind of described poly (lactic acid-glycolic acid) improves polypropylene sorrel water resistance and compliance with PTMC
Method, step 2）In, condensing agent is usedN,N’- dicyclohexylcarbodiimide,N,N’- DIC or 3- second
Base -1-（3- dimethylaminopropyls）Carbodiimide, condensing agent and polyacrylic acid in poly acrylic acid-poly y graft copolymer
The mol ratio of segment is 1.07~1.8:1, solvent uses dimethyl sulfoxide (DMSO), and reactant solution concentration is 5~15 g:100 ml.
A kind of described poly (lactic acid-glycolic acid) improves polypropylene sorrel water resistance and compliance with PTMC
Method, step 3）In, mass percent of the PTMC monododecyl ether in Modified Membrane is 2~4%, molten
Agent 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 poly (lactic acid-glycolic acid) and PTMC improvement polypropylene sorrel water resistance and compliance
Method, 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 poly acrylic acid-poly y graft copolymer
15.7 grams of polyacrylic acid are added in dry reactor（Molecular weight is 81000）, 9.1 grams of hydroxy-end capped PLA ethanol
Sour list tridecyl ether（Molecular weight is 2600）, 247 ml dimethyl sulfoxide (DMSO)s are added, 0.049 gram is addedN,N’- dicyclohexyl
Under carbodiimide, inert atmosphere, in 27 DEG C of stirring reactions 2 days, terminating reaction by filtering, dialysis, was dried, obtains object；
2）The preparation of poly acrylic acid-poly y-PTMC dual graft copolymer
Added in dry reactor 12.2 grams of poly acrylic acid-poly y graft copolymers, 6.8 grams it is hydroxy-end capped poly-
Trimethylene carbonate monododecyl ether（Molecular weight is 2400）, 189 ml dimethyl sulfoxide (DMSO)s are added, 0.035 gram is addedN, N’Under-dicyclohexylcarbodiimide, inert atmosphere, in 26 DEG C of stirring reactions 2 days, terminating reaction by filtering, dialysis, was dried,
Obtain object；
3）The preparation for the polypropylene sorrel that poly (lactic acid-glycolic acid) is improved with PTMC
10.1 grams of poly acrylic acid-poly y-PTMC dual graft copolymerization are added in dry reactor
Thing and 37 ml dimethyl sulfoxide solvents, it is another to add the PTMC monododecyl ether for accounting for Modified Membrane gross weight 2%
（Molecular weight is 2400）, under inert atmosphere, in 47 DEG C of stirring mixing 50 minutes, the tape casting film forming is used, in 50 DEG C of vacuum drying chambers
In be dried 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
12.3 ° and 9.3%.
Embodiment 2
1）The preparation of poly acrylic acid-poly y graft copolymer
15 grams of polyacrylic acid are added in dry reactor（Molecular weight is 87000）, 8.7 grams of hydroxy-end capped poly (lactic acid-glycolic acid)s
Single tridecyl ether（Molecular weight is 2700）, 238 ml dimethyl sulfoxide (DMSO)s are added, 0.028 gram is addedN,N’- diisopropyl carbon
Under diimine, inert atmosphere, in 30 DEG C of stirring reactions 3 days, terminating reaction by filtering, dialysis, was dried, obtains object；
2）The preparation of poly acrylic acid-poly y-PTMC dual graft copolymer
Added in dry reactor 12.1 grams of poly acrylic acid-poly y graft copolymers, 6.4 grams it is hydroxy-end capped poly-
Trimethylene carbonate monododecyl ether（Molecular weight is 2400）, 186 ml dimethyl sulfoxide (DMSO)s are added, 0.021 gram is addedN, N’Under-DIC, inert atmosphere, in 30 DEG C of stirring reactions 3 days, terminating reaction by filtering, dialysis, was dried,
Obtain object；
3）The preparation for the polypropylene sorrel that poly (lactic acid-glycolic acid) is improved with PTMC
9.9 grams of poly acrylic acid-poly y-PTMC dual graft copolymers are added in dry reactor
With 36 ml dimethyl sulfoxide solvents, another addition accounts for the PTMC monododecyl ether of Modified Membrane gross weight 3%（Point
Son amount is 2400）, under inert atmosphere, in 49 DEG C of stirring mixing 55 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
12.8 ° and 10.1%.
Embodiment 3
1）The preparation of poly acrylic acid-poly y graft copolymer
15.8 grams of polyacrylic acid are added in dry reactor（Molecular weight is 93000）, 8.5 grams of hydroxy-end capped PLA ethanol
Sour list tridecyl ether（Molecular weight is 2700）, 243 ml dimethyl sulfoxide (DMSO)s are added, 0.041 gram of 3- ethyls -1- is added（3- bis-
First aminopropyl）Under carbodiimide, inert atmosphere, in 32 DEG C of stirring reactions 4 days, terminating reaction by filtering, dialysis, was dried, obtained
To object；
2）The preparation of poly acrylic acid-poly y-PTMC dual graft copolymer
Added in dry reactor 11.5 grams of poly acrylic acid-poly y graft copolymers, 5.7 grams it is hydroxy-end capped poly-
Trimethylene carbonate monododecyl ether（Molecular weight is 2500）, 173 ml dimethyl sulfoxide (DMSO)s are added, 0.028 gram of 3- is added
Ethyl -1-（3- dimethylaminopropyls）Under carbodiimide, inert atmosphere, in 32 DEG C of stirring reactions 4 days, terminating reaction, by filtering,
Dialyse, dry, obtain object；
3）The preparation for the polypropylene sorrel that poly (lactic acid-glycolic acid) is improved with PTMC
9.5 grams of poly acrylic acid-poly y-PTMC dual graft copolymers are added in dry reactor
With 35 ml dimethyl sulfoxide solvents, another addition accounts for the PTMC monododecyl ether of Modified Membrane gross weight 4%（Point
Son amount is 2500）, under inert atmosphere, in 52 DEG C of stirring mixing 60 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
13.6 ° and 10.7%.
Claims (6)
1. a kind of method that poly (lactic acid-glycolic acid) improves polypropylene sorrel water resistance and compliance with PTMC, its
It is characterised by：The molecular weight of polyacrylic acid segment is 81000~93000, the molecular weight of poly (lactic acid-glycolic acid) segment in Modified Membrane
For 2600~2700, the molecular weight of PTMC segment is 2400~2500；Its modification method uses following steps：
1）The synthesis of poly acrylic acid-poly y graft copolymer：Hydroxy-end capped poly- breast is added in dry reactor
Under sour glycolic list tridecyl ether, solvent, condensing agent and polyacrylic acid, inert atmosphere, in 27~32 DEG C of stirring reactions 2~4
My god, terminating reaction by filtering, dialysis, is dried, obtains object；
2）The synthesis of poly acrylic acid-poly y-PTMC dual graft copolymer：In dry reactor
Add poly acrylic acid-poly y graft copolymer, it is hydroxy-end capped PTMC monododecyl ether, molten
Under agent and condensing agent, inert atmosphere, in 26~32 DEG C of stirring reactions 2~4 days, terminating reaction by filtering, dialysis, was dried, obtained
To object；
3）The preparation for the polypropylene sorrel that poly (lactic acid-glycolic acid) is improved with PTMC：Added in dry reactor
Poly acrylic acid-poly y-PTMC dual graft copolymer, PTMC list dodecyl
Under ether and solvent, inert atmosphere, after 47~52 DEG C of stirrings are mixed 50~60 minutes, with the tape casting film forming and drying, mesh is obtained
Mark thing.
2. a kind of poly (lactic acid-glycolic acid) according to claim 1 and PTMC improvement polypropylene sorrel are water-fast
The method of property and compliance, it is characterised in that：Step 1）In, poly (lactic acid-glycolic acid) list tridecyl ether is using poly-（D,L）Lactic acid
Glycolic list tridecyl ether (lactic acid is 90/10 with glycolic mol ratio), poly (lactic acid-glycolic acid) list tridecyl ether and poly- third
The mol ratio of olefin(e) acid is 15~25:1.
3. a kind of poly (lactic acid-glycolic acid) according to claim 1 and PTMC improvement polypropylene sorrel are water-fast
The method of property and compliance, 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
1.07~1.8:1, solvent uses dimethyl sulfoxide (DMSO), and reactant solution concentration is 5~15 g:100 ml.
4. a kind of poly (lactic acid-glycolic acid) according to claim 1 and PTMC improvement polypropylene sorrel are water-fast
The method of property and compliance, it is characterised in that：Step 2）In, PTMC monododecyl ether and polyacrylic acid-
The mol ratio of polyacrylic acid segment is 15~25 in poly (lactic acid-glycolic acid) graft copolymer:1.
5. a kind of poly (lactic acid-glycolic acid) according to claim 1 and PTMC improvement polypropylene sorrel are water-fast
The method of property and compliance, 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 and poly acrylic acid-poly y
The mol ratio of polyacrylic acid segment is 1.07~1.8 in graft copolymer:1, solvent uses dimethyl sulfoxide (DMSO), and reactant solution is dense
Spend for 5~15 g:100 ml.
6. a kind of poly (lactic acid-glycolic acid) according to claim 1 and PTMC improvement polypropylene sorrel are water-fast
The method of property and compliance, it is characterised in that：Step 3）In, PTMC monododecyl ether is in Modified Membrane
Mass percent is 2~4%, and solvent uses dimethyl sulfoxide (DMSO), and mixture solution concentration is 25~30 g:100 ml.
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Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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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