CN106977950A - A kind of method that poly (lactic acid-glycolic acid) improves polypropylene sorrel water resistance and compliance with PPDO - Google Patents
A kind of method that poly (lactic acid-glycolic acid) improves polypropylene sorrel water resistance and compliance with PPDO Download PDFInfo
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- CN106977950A CN106977950A CN201710376585.0A CN201710376585A CN106977950A CN 106977950 A CN106977950 A CN 106977950A CN 201710376585 A CN201710376585 A CN 201710376585A CN 106977950 A CN106977950 A CN 106977950A
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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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- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/18—Manufacture of films or sheets
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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 poly (lactic acid-glycolic acid) improves polypropylene sorrel water resistance and compliance with PPDO, 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 PPDO monododecyl ether, solvent and condensing agent are added in dry reactor, reacts 2~4 days, obtains polyacrylic acid poly (lactic acid-glycolic acid) PPDO dual graft copolymer；3）Dual graft copolymer, PPDO 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- to dioxy
Cyclohexanone 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 PPDO segment is grafted to the polyacrylic acid in poly acrylic acid-poly y graft copolymer
Poly acrylic acid-poly y-PPDO dual graft copolymer is formed on segment, then again will be poly- to dioxy ring
Hexanone segment adds poly acrylic acid-poly y-PPDO dual graft copolymer formation blend, is made and changes
Property polypropylene 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 poly (lactic acid-glycolic acid) improves the method for polypropylene sorrel water resistance and compliance, its feature with PPDO
It is：The molecular weight of polyacrylic acid segment is 83000~93000 in Modified Membrane, and the molecular weight of poly (lactic acid-glycolic acid) segment is
2600~2900, the molecular weight of PPDO 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-PPDO dual graft copolymer：Add in dry reactor
Enter poly acrylic acid-poly y graft copolymer, hydroxy-end capped PPDO monododecyl ether, solvent and
Under condensing agent, inert atmosphere, in 26~32 DEG C of stirring reactions 2~4 days, terminating reaction by filtering, dialysis, was dried, obtains mesh
Mark thing；
3）The preparation for the polypropylene sorrel that poly (lactic acid-glycolic acid) is improved with PPDO：Added in dry reactor poly-
Acrylic acid-poly (lactic acid-glycolic acid)-PPDO dual graft copolymer, PPDO monododecyl ether and molten
Under agent, inert atmosphere, after 47~53 DEG C of stirrings are mixed 50~60 minutes, with the tape casting film forming and drying, object is obtained.
A kind of described poly (lactic acid-glycolic acid) and PPDO improve polypropylene sorrel water resistance and compliance
Method, step 1）In, poly (lactic acid-glycolic acid) list tridecyl ether is using poly-（D,L）Y list tridecyl ether (lactic acid
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) and PPDO improve 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 1.07~1.8:1, solvent uses dimethyl
Sulfoxide, reactant solution concentration is 5~15 g:100 ml.
A kind of described poly (lactic acid-glycolic acid) and PPDO improve polypropylene sorrel water resistance and compliance
Method, step 2）In, PPDO monododecyl ether in poly acrylic acid-poly y graft copolymer with gathering
The mol ratio of acrylate is 15~25:1.
A kind of described poly (lactic acid-glycolic acid) and PPDO improve 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 chain in poly acrylic acid-poly y graft copolymer
The mol ratio of section 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) and PPDO improve polypropylene sorrel water resistance and compliance
Method, step 3）In, mass percent of the PPDO monododecyl ether in Modified Membrane is 2~4%, and solvent is adopted
With 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 of a kind of described poly (lactic acid-glycolic acid) and PPDO 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
15.8 grams of polyacrylic acid are added in dry reactor（Molecular weight is 83000）, 9.1 grams of hydroxy-end capped PLA ethanol
Sour list tridecyl ether（Molecular weight is 2600）, 246 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-PPDO dual graft copolymer
Added in dry reactor 12.2 grams of poly acrylic acid-poly y graft copolymers, 6.7 grams it is hydroxy-end capped poly-
Lanthanum Isopropoxide 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 PPDO
10.1 grams of poly acrylic acid-poly y-PPDO dual graft copolymers are added in dry reactor
With 37 ml dimethyl sulfoxide solvents, another addition accounts for the PPDO monododecyl ether of Modified Membrane gross weight 2%（Molecule
Measure as 2400）, under inert atmosphere, in 47 DEG C of stirring mixing 50 minutes, the tape casting film forming is used, is dried in 50 DEG C of vacuum drying chambers
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
12.1 ° 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）, 8.6 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-PPDO 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-
Lanthanum Isopropoxide monododecyl ether（Molecular weight is 2400）, 186 ml dimethyl sulfoxide (DMSO)s are added, 0.022 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 PPDO
Added in dry reactor 9.9 grams of poly acrylic acid-poly y-PPDO dual graft copolymers and
36 ml dimethyl sulfoxide solvents, it is another to add the PPDO monododecyl ether for accounting for Modified Membrane gross weight 3%（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
13.1 ° and 10.2%.
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）, 9.1 grams of hydroxy-end capped PLA ethanol
Sour list tridecyl ether（Molecular weight is 2900）, 249 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-PPDO dual graft copolymer
Added in dry reactor 11.6 grams of poly acrylic acid-poly y graft copolymers, 5.7 grams it is hydroxy-end capped poly-
Lanthanum Isopropoxide monododecyl ether（Molecular weight is 2500）, 173 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）The preparation for the polypropylene sorrel that poly (lactic acid-glycolic acid) is improved with PPDO
Added in dry reactor 9.5 grams of poly acrylic acid-poly y-PPDO dual graft copolymers and
35 ml dimethyl sulfoxide solvents, it is another to add the PPDO monododecyl ether for accounting for Modified Membrane gross weight 4%（Molecular weight
For 2500）, under inert atmosphere, in 53 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
13.7 ° and 10.6%.
Claims (6)
1. a kind of method that poly (lactic acid-glycolic acid) improves polypropylene sorrel water resistance and compliance with PPDO, it is special
Levy and be：The molecular weight of polyacrylic acid segment is 83000~93000 in Modified Membrane, and the molecular weight of poly (lactic acid-glycolic acid) segment is
2600~2900, the molecular weight of PPDO 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-PPDO dual graft copolymer：Add in dry reactor
Enter poly acrylic acid-poly y graft copolymer, hydroxy-end capped PPDO monododecyl ether, solvent and
Under condensing agent, inert atmosphere, in 26~32 DEG C of stirring reactions 2~4 days, terminating reaction by filtering, dialysis, was dried, obtains mesh
Mark thing；
3）The preparation for the polypropylene sorrel that poly (lactic acid-glycolic acid) is improved with PPDO：Added in dry reactor poly-
Acrylic acid-poly (lactic acid-glycolic acid)-PPDO dual graft copolymer, PPDO monododecyl ether and molten
Under agent, inert atmosphere, after 47~53 DEG C of stirrings are mixed 50~60 minutes, with the tape casting film forming and drying, object is obtained.
2. a kind of poly (lactic acid-glycolic acid) according to claim 1 improves polypropylene sorrel water resistance with PPDO
And the method for compliance, it is characterised in that：Step 1）In, poly (lactic acid-glycolic acid) list tridecyl ether is using poly-（D,L）Lactic acid second
Alkyd list tridecyl ether (lactic acid is 90/10 with glycolic mol ratio), poly (lactic acid-glycolic acid) list tridecyl ether and polypropylene
The mol ratio of acid is 15~25:1.
3. a kind of poly (lactic acid-glycolic acid) according to claim 1 and PPDO 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 improves polypropylene sorrel water resistance with PPDO
And the method for compliance, it is characterised in that：Step 2）In, PPDO monododecyl ether and poly acrylic acid-poly breast
The mol ratio of polyacrylic acid segment is 15~25 in sour glycolic graft copolymer:1.
5. a kind of poly (lactic acid-glycolic acid) according to claim 1 and PPDO 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 improves polypropylene sorrel water resistance with PPDO
And the method for compliance, it is characterised in that：Step 3）In, quality of the PPDO monododecyl ether in Modified Membrane
Percentage is 2~4%, and solvent uses dimethyl sulfoxide (DMSO), and mixture solution concentration is 25~30 g:100 ml.
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105542482A (en) * | 2016-03-16 | 2016-05-04 | 山东理工大学 | Method for modifying water resistance and flexibility of polyvinyl alcohol membrane through poly(p-dioxanone) and poly(lactic acid-glycolic acid) |
| CN105670304A (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 polycaprolactone and polylactic acid-glycollic acid |
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105670304A (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 polycaprolactone and polylactic acid-glycollic acid |
| CN105542482A (en) * | 2016-03-16 | 2016-05-04 | 山东理工大学 | Method for modifying water resistance and flexibility of polyvinyl alcohol membrane through poly(p-dioxanone) and poly(lactic acid-glycolic acid) |
Non-Patent Citations (1)
| Title |
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| 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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