CN105647195A - Method for improving water resistance and flexibility of polyvinyl alcohol film by polytrimethylene carbonate and polycaprolactone - Google Patents
Method for improving water resistance and flexibility of polyvinyl alcohol film by polytrimethylene carbonate and polycaprolactone Download PDFInfo
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- CN105647195A CN105647195A CN201610123813.9A CN201610123813A CN105647195A CN 105647195 A CN105647195 A CN 105647195A CN 201610123813 A CN201610123813 A CN 201610123813A CN 105647195 A CN105647195 A CN 105647195A
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- polyvinyl alcohol
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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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- 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
- 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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- 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
- C08J2469/00—Characterised by the use of polycarbonates; Derivatives of polycarbonates
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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
- C08L2201/00—Properties
- C08L2201/06—Biodegradable
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- 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
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Abstract
The invention discloses a method for improving water resistance and flexibility of a polyvinyl alcohol film by polytrimethylene carbonate and polycaprolactone. The method includes the steps of 1), adding carboxyl-terminated polytrimethylene carbonate monododecyl ether, a solvent, a condensing agent and polyvinyl alcohol into a dry reactor and reacting to obtain a polyvinyl alcohol-polytrimethylene carbonate grafted copolymer; 2), adding the polyvinyl alcohol-polytrimethylene carbonate grafted copolymer, carboxyl-terminated polycaprolactone monododecyl ether, the solvent and the condensing agent into the dry reactor and reacting to obtain a polyvinyl alcohol-polytrimethylene carbonate-polycaprolactone double-grafted copolymer; 3) adding the polyvinyl alcohol-polytrimethylene carbonate-polycaprolactone double-grafted copolymer, the polytrimethylene carbonate monododecyl ether and the solvent into the dry reactor, and mixing to form the film so as to obtain a target object. The method for improving the water resistance and the flexibility of the polyvinyl alcohol film by the polytrimethylene carbonate and the polycaprolactone is simple in preparation process and easy to master, and the water resistance and the flexibility of the obtained modified film are improved greatly.
Description
Technical field
The present invention relates to a kind of method that polyvinyl alcohol film resistance to water and compliance are improved, belong to field of polymer film preparing technology.
Background technology
Polyvinyl alcohol is a kind of biomaterial with good biocompatibility and biodegradability, polyvinyl alcohol film can be used as artificial skin etc., but polyvinyl alcohol film hydrophilic is too strong and more stiff, lack good resistance to water and compliance, thus limiting its application to a certain extent. PTMC and polycaprolactone are the biomaterials with excellent biocompatibility and biodegradability, have good hydrophobicity and compliance. first PTMC segment is introduced polyvinyl alcohol segments and form polyvinyl alcohol-PTMC graft copolymer, again polycaprolactone segment is introduced and the polyvinyl alcohol segments in polyvinyl alcohol-PTMC graft copolymer obtains polyvinyl alcohol-PTMC-polycaprolactone dual graft copolymer, then again PTMC segment is added polyvinyl alcohol-PTMC-polycaprolactone dual graft copolymer and form blend, prepare modified PVA membrane, thus drastically increasing resistance to water and the compliance of polyvinyl alcohol film.
Summary of the invention
It is an object of the invention to provide the method that polyvinyl alcohol film resistance to water and compliance are improved by a kind of simple to operate and effect preferably. Its technical scheme is:
A kind of method that polyvinyl alcohol film resistance to water and compliance are improved by PTMC and polycaprolactone, it is characterized in that: in Modified Membrane, the molecular weight of polyvinyl alcohol segments is 84000��92000, the molecular weight of PTMC segment is 2600��2700, and the molecular weight of polycaprolactone segment is 2000��2300; Its method of modifying adopts following steps:
1) preparation of polyvinyl alcohol-PTMC graft copolymer: add the PTMC monododecyl ether of carboxy blocking, solvent, condensing agent and polyvinyl alcohol in dry reactor, under inert atmosphere, in 29��35 DEG C of stirring reactions 2��3 days, terminate reaction, by filtering, dialyse, drying, obtain object;
2) preparation of polyvinyl alcohol-PTMC-polycaprolactone dual graft copolymer: add polyvinyl alcohol-PTMC graft copolymer, the polycaprolactone monododecyl ether of carboxy blocking, solvent and condensing agent in dry reactor, under inert atmosphere, in 29��34 DEG C of stirring reactions 2��4 days, terminate reaction, by filtering, dialyse, drying, obtain object;
3) preparation of PTMC and Polycaprolactone modified polyvinyl alcohol film: add polyvinyl alcohol-PTMC-polycaprolactone dual graft copolymer, PTMC monododecyl ether and solvent in dry reactor, under inert atmosphere, after stirring mixing 50��60 minutes in 47��51 DEG C, by the tape casting film forming and dry, obtain object.
The method that polyvinyl alcohol film resistance to water and compliance are improved by described a kind of PTMC and polycaprolactone, in step 1), the mol ratio of PTMC monododecyl ether and polyvinyl alcohol is 15��25:1.
The method that polyvinyl alcohol film resistance to water and compliance are improved by described a kind of PTMC and polycaprolactone, in step 1), condensing agent adoptsN,N��-dicyclohexylcarbodiimide,N,N��-DIC or 3-ethyl-1-(3-dimethylaminopropyl) carbodiimide, the mol ratio of condensing agent and polyvinyl alcohol is 1.07��1.8:1, and solvent adopts dimethyl sulfoxide, and reactant solution concentration is 5��15g:100ml.
The method that polyvinyl alcohol film resistance to water and compliance are improved by described a kind of PTMC and polycaprolactone, step 2) in, the mol ratio of the polyvinyl alcohol segments in polycaprolactone monododecyl ether and polyvinyl alcohol-PTMC graft copolymer is 15��25:1.
The method that polyvinyl alcohol film resistance to water and compliance are improved by described a kind of PTMC and polycaprolactone, step 2) in, condensing agent adoptsN,N��-dicyclohexylcarbodiimide,N,N��-DIC or 3-ethyl-1-(3-dimethylaminopropyl) carbodiimide, the mol ratio of the polyvinyl alcohol segments in condensing agent and polyvinyl alcohol-PTMC graft copolymer is 1.07��1.8:1, solvent adopts dimethyl sulfoxide, and reactant solution concentration is 5��15g:100ml.
The method that polyvinyl alcohol film resistance to water and compliance are improved by described a kind of PTMC and polycaprolactone, in step 3), PTMC monododecyl ether mass percent in Modified Membrane is 2��4%, solvent adopts dimethyl sulfoxide, and mixture solution concentration is 25��30g:100ml.
Compared with prior art, its advantage is the present invention:
1, the method that polyvinyl alcohol film resistance to water and compliance are improved by described a kind of PTMC and polycaprolactone, adopts two step esterifications and blended three kinds of means, simple to operate, be prone to grasp;
2, described polyvinyl alcohol modification film resistance to water and compliance are enhanced.
Detailed description of the invention
Embodiment 1
1) preparation of polyvinyl alcohol-PTMC graft copolymer
Add the PTMC monododecyl ether (molecular weight is 2600) of 18 grams of polyvinyl alcohol (molecular weight is 84000) and 9.7 grams of carboxy blockings at dry reactor, add 260ml dimethyl sulfoxide, add 0.056 gramN,N��-dicyclohexylcarbodiimide, under inert atmosphere, in 29 DEG C of stirring reactions 2 days, terminates reaction, by filtering, dialysis, dry, obtains object;
2) preparation of polyvinyl alcohol-PTMC-polycaprolactone dual graft copolymer
Add the polycaprolactone monododecyl ether (molecular weight is 2000) of 10 grams of polyvinyl alcohol-PTMC graft copolymers and 4.5 grams of carboxy blockings at dry reactor, add 144ml dimethyl sulfoxide, add 0.031 gramN,N��-dicyclohexylcarbodiimide, under inert atmosphere, in 29 DEG C of stirring reactions 2 days, terminates reaction, by filtering, dialysis, dry, obtains object;
3) preparation of PTMC and Polycaprolactone modified polyvinyl alcohol film
10 grams of polyvinyl alcohol-PTMC-polycaprolactone dual graft copolymers and 37ml dimethyl sulfoxide solvent is added in dry reactor, another addition accounts for the PTMC monododecyl ether (molecular weight is 2600) of Modified Membrane gross weight 2%, under inert atmosphere, in 47 DEG C of stirring mixing 50 minutes, use the tape casting film forming, dry in 50 DEG C of vacuum drying ovens and obtain object.
After tested: the surface contact angle of object of the present invention and water and elongation at break thereof are respectively than improve 12.5 �� and 12.8% before modified.
Embodiment 2
1) preparation of polyvinyl alcohol-PTMC graft copolymer
Add the PTMC monododecyl ether (molecular weight is 2600) of 18.2 grams of polyvinyl alcohol (molecular weight is 88000) and 9.8 grams of carboxy blockings at dry reactor, add 272ml dimethyl sulfoxide, add 0.034 gramN,N��-DIC, under inert atmosphere, in 32 DEG C of stirring reactions 3 days, terminates reaction, by filtering, dialysis, dry, obtains object;
2) preparation of polyvinyl alcohol-PTMC-polycaprolactone dual graft copolymer
Add the polycaprolactone monododecyl ether (molecular weight is 2100) of 10.3 grams of polyvinyl alcohol-PTMC graft copolymers and 4.4 grams of carboxy blockings at dry reactor, add 145ml dimethyl sulfoxide, add 0.019 gramN,N��-DIC, under inert atmosphere, in 32 DEG C of stirring reactions 3 days, terminates reaction, by filtering, dialysis, dry, obtains object;
3) preparation of PTMC and Polycaprolactone modified polyvinyl alcohol film
9.8 grams of polyvinyl alcohol-PTMC-polycaprolactone dual graft copolymers and 36ml dimethyl sulfoxide solvent is added in dry reactor, another addition accounts for the PTMC monododecyl ether (molecular weight is 2600) of Modified Membrane gross weight 3%, under inert atmosphere, in 49 DEG C of stirring mixing 55 minutes, use the tape casting film forming, dry in 50 DEG C of vacuum drying ovens and obtain object.
After tested: the surface contact angle of object of the present invention and water and elongation at break thereof are respectively than improve 12.9 �� and 13.3% before modified.
Embodiment 3
1) preparation of polyvinyl alcohol-PTMC graft copolymer
The PTMC monododecyl ether (molecular weight is 2700) of 18.3 grams of polyvinyl alcohol (molecular weight is 92000) and 10.2 grams of carboxy blockings is added at dry reactor, add 264ml dimethyl sulfoxide, add 0.051 gram of 3-ethyl-1-(3-dimethylaminopropyl) carbodiimide, under inert atmosphere, in 35 DEG C of stirring reactions 2 days, terminate reaction, by filtering, dialyse, drying, obtain object;
2) preparation of polyvinyl alcohol-PTMC-polycaprolactone dual graft copolymer
The polycaprolactone monododecyl ether (molecular weight is 2300) of 10 grams of polyvinyl alcohol-PTMC graft copolymers and 4.7 grams of carboxy blockings is added at dry reactor, add 146ml dimethyl sulfoxide, add 0.027 gram of 3-ethyl-1-(3-dimethylaminopropyl) carbodiimide, under inert atmosphere, in 34 DEG C of stirring reactions 4 days, terminate reaction, by filtering, dialyse, drying, obtain object;
3) preparation of PTMC and Polycaprolactone modified polyvinyl alcohol film
9.5 grams of polyvinyl alcohol-PTMC-polycaprolactone dual graft copolymers and 35ml dimethyl sulfoxide solvent is added in dry reactor, another addition accounts for the PTMC monododecyl ether (molecular weight is 2700) of Modified Membrane gross weight 4%, under inert atmosphere, in 51 DEG C of stirring mixing 60 minutes, use the tape casting film forming, dry in 50 DEG C of vacuum drying ovens and obtain object.
After tested: the surface contact angle of object of the present invention and water and elongation at break thereof are respectively than improve 13.4 �� and 13.8% before modified.
Claims (6)
1. method polyvinyl alcohol film resistance to water and compliance improved with PTMC and polycaprolactone, it is characterized in that: in Modified Membrane, the molecular weight of polyvinyl alcohol segments is 84000��92000, the molecular weight of PTMC segment is 2600��2700, and the molecular weight of polycaprolactone segment is 2000��2300; Its method of modifying adopts following steps:
1) preparation of polyvinyl alcohol-PTMC graft copolymer: add the PTMC monododecyl ether of carboxy blocking, solvent, condensing agent and polyvinyl alcohol in dry reactor, under inert atmosphere, in 29��35 DEG C of stirring reactions 2��3 days, terminate reaction, by filtering, dialyse, drying, obtain object;
2) preparation of polyvinyl alcohol-PTMC-polycaprolactone dual graft copolymer: add polyvinyl alcohol-PTMC graft copolymer, the polycaprolactone monododecyl ether of carboxy blocking, solvent and condensing agent in dry reactor, under inert atmosphere, in 29��34 DEG C of stirring reactions 2��4 days, terminate reaction, by filtering, dialyse, drying, obtain object;
3) preparation of PTMC and Polycaprolactone modified polyvinyl alcohol film: add polyvinyl alcohol-PTMC-polycaprolactone dual graft copolymer, PTMC monododecyl ether and solvent in dry reactor, under inert atmosphere, after stirring mixing 50��60 minutes in 47��51 DEG C, by the tape casting film forming and dry, obtain object.
2. the method that polyvinyl alcohol film resistance to water and compliance are improved by a kind of PTMC according to claim 1 and polycaprolactone, it is characterized in that: in step 1), the mol ratio of PTMC monododecyl ether and polyvinyl alcohol is 15��25:1.
3. the method that polyvinyl alcohol film resistance to water and compliance are improved by a kind of PTMC according to claim 1 and polycaprolactone, it is characterised in that: in step 1), condensing agent adoptsN,N��-dicyclohexylcarbodiimide,N,N��-DIC or 3-ethyl-1-(3-dimethylaminopropyl) carbodiimide, the mol ratio of condensing agent and polyvinyl alcohol is 1.07��1.8:1, and solvent adopts dimethyl sulfoxide, and reactant solution concentration is 5��15g:100ml.
4. the method that polyvinyl alcohol film resistance to water and compliance are improved by a kind of PTMC according to claim 1 and polycaprolactone, it is characterized in that: step 2) in, the mol ratio of the polyvinyl alcohol segments in polycaprolactone monododecyl ether and polyvinyl alcohol-PTMC graft copolymer is 15��25:1.
5. the method that polyvinyl alcohol film resistance to water and compliance are improved by a kind of PTMC according to claim 1 and polycaprolactone, it is characterised in that: step 2) in, condensing agent adoptsN,N��-dicyclohexylcarbodiimide,N,N��-DIC or 3-ethyl-1-(3-dimethylaminopropyl) carbodiimide, the mol ratio of the polyvinyl alcohol segments in condensing agent and polyvinyl alcohol-PTMC graft copolymer is 1.07��1.8:1, solvent adopts dimethyl sulfoxide, and reactant solution concentration is 5��15g:100ml.
6. the method that polyvinyl alcohol film resistance to water and compliance are improved by a kind of PTMC according to claim 1 and polycaprolactone, it is characterized in that: in step 3), PTMC monododecyl ether mass percent in Modified Membrane is 2��4%, solvent adopts dimethyl sulfoxide, and mixture solution concentration is 25��30g:100ml.
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| CN201610123813.9A CN105647195A (en) | 2016-03-07 | 2016-03-07 | Method for improving water resistance and flexibility of polyvinyl alcohol film by polytrimethylene carbonate and polycaprolactone |
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| CN201610123813.9A CN105647195A (en) | 2016-03-07 | 2016-03-07 | Method for improving water resistance and flexibility of polyvinyl alcohol film by polytrimethylene carbonate and polycaprolactone |
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Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106947266A (en) * | 2017-05-25 | 2017-07-14 | 山东理工大学 | A kind of method that polypropylene glycol improves polypropylene sorrel water resistance and compliance with polycaprolactone |
| CN106947259A (en) * | 2017-05-22 | 2017-07-14 | 山东理工大学 | A kind of method being improved with MPEGPLA and PTMC to polypropylene sorrel water resistance and compliance |
| CN106977948A (en) * | 2017-05-25 | 2017-07-25 | 山东理工大学 | A kind of method that PLA is improved with polycaprolactone to polypropylene sorrel water resistance and compliance |
| CN106977947A (en) * | 2017-05-25 | 2017-07-25 | 山东理工大学 | A kind of method that polycaprolactone improves polypropylene sorrel water resistance and compliance with PTMC |
| CN106987136A (en) * | 2017-05-25 | 2017-07-28 | 山东理工大学 | A kind of method that MPEGPLA improves polypropylene sorrel water resistance and compliance with PTMC |
| CN107011680A (en) * | 2017-05-25 | 2017-08-04 | 山东理工大学 | A kind of method that polycaprolactone is improved with PTMC to polypropylene sorrel water resistance and compliance |
| CN107011672A (en) * | 2017-05-22 | 2017-08-04 | 山东理工大学 | A kind of method that MPEGPLA improves polypropylene sorrel water resistance and compliance with polycaprolactone |
| CN107118570A (en) * | 2017-05-25 | 2017-09-01 | 山东理工大学 | A kind of method that PLA improves polypropylene sorrel water resistance and compliance with polycaprolactone |
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| CN103865274A (en) * | 2014-03-14 | 2014-06-18 | 山东理工大学 | Method for improving flexibility of polypeptide film by poly(lactic acid-glycolic acid) and poly(caprolactone-lactide) |
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Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106947259A (en) * | 2017-05-22 | 2017-07-14 | 山东理工大学 | A kind of method being improved with MPEGPLA and PTMC to polypropylene sorrel water resistance and compliance |
| CN107011672A (en) * | 2017-05-22 | 2017-08-04 | 山东理工大学 | A kind of method that MPEGPLA improves polypropylene sorrel water resistance and compliance with polycaprolactone |
| CN106947266A (en) * | 2017-05-25 | 2017-07-14 | 山东理工大学 | A kind of method that polypropylene glycol improves polypropylene sorrel water resistance and compliance with polycaprolactone |
| CN106977948A (en) * | 2017-05-25 | 2017-07-25 | 山东理工大学 | A kind of method that PLA is improved with polycaprolactone to polypropylene sorrel water resistance and compliance |
| CN106977947A (en) * | 2017-05-25 | 2017-07-25 | 山东理工大学 | A kind of method that polycaprolactone improves polypropylene sorrel water resistance and compliance with PTMC |
| CN106987136A (en) * | 2017-05-25 | 2017-07-28 | 山东理工大学 | A kind of method that MPEGPLA improves polypropylene sorrel water resistance and compliance with PTMC |
| CN107011680A (en) * | 2017-05-25 | 2017-08-04 | 山东理工大学 | A kind of method that polycaprolactone is improved with PTMC to polypropylene sorrel water resistance and compliance |
| CN107118570A (en) * | 2017-05-25 | 2017-09-01 | 山东理工大学 | A kind of method that PLA improves polypropylene sorrel water resistance and compliance with polycaprolactone |
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Application publication date: 20160608 |