CN105504322A - Method for improving water resistance and flexibility of polyvinyl alcohol films by aid of poly-trimethylene carbonate and poly-p-dioxanone - Google Patents
Method for improving water resistance and flexibility of polyvinyl alcohol films by aid of poly-trimethylene carbonate and poly-p-dioxanone Download PDFInfo
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- CN105504322A CN105504322A CN201610125104.4A CN201610125104A CN105504322A CN 105504322 A CN105504322 A CN 105504322A CN 201610125104 A CN201610125104 A CN 201610125104A CN 105504322 A CN105504322 A CN 105504322A
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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
- 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
- C08G81/025—Block or graft polymers containing sequences of polymers of C08C or C08F and of polymers of C08G containing polyether sequences
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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
- 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
- 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
- C08L2203/00—Applications
- C08L2203/16—Applications used for films
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Abstract
The invention discloses a method for improving the water resistance and the flexibility of polyvinyl alcohol films by the aid of poly-trimethylene carbonate and poly-p-dioxanone. The method includes steps of 1), enabling carboxyl-terminated poly-trimethylene carbonate mono-dodecyl ether, solvents, condensing agents and polyvinyl alcohol to react to one another in a reactor to obtain polyvinyl alcohol-poly-trimethylene carbonate graft copolymers; 2), enabling the polyvinyl alcohol-poly-trimethylene carbonate graft copolymers, carboxyl-terminated poly-p-dioxanone mono- mono-dodecyl ether, solvents and condensing agents to react to one another in the reactor to obtain polyvinyl alcohol- poly-trimethylene carbonate-poly-p-dioxanone double-graft copolymers; 3), mixing the polyvinyl alcohol-poly-trimethylene carbonate-poly-p-dioxanone double-graft copolymers, poly-trimethylene carbonate mono-dodecyl ether and solvents with one another in the reactor and then forming the films to obtain target objects. The method has the advantages that preparation processes are simple, the method is easy to master, and the water resistance and the flexibility of the modified films can be greatly improved.
Description
Technical field
The present invention relates to a kind of method that polyvinyl alcohol film water tolerance and kindliness are improved, belong to field of polymer film preparing technology.
Background technology
Polyvinyl alcohol a kind ofly has good biocompatibility and the biomaterial of biodegradability, polyvinyl alcohol film can be used as artificial skin etc., but polyvinyl alcohol film wetting ability too by force and more stiff, lacks good water tolerance and kindliness, thus limit its application to a certain extent.PTMC and PPDO have excellent biocompatibility and the biomaterial of biodegradability, has good hydrophobicity and kindliness.First PTMC segment is introduced polyvinyl alcohol segments and form polyvinyl alcohol-PTMC graft copolymer, again PPDO segment is introduced in the polyvinyl alcohol segments in polyvinyl alcohol-PTMC graft copolymer and obtain polyvinyl alcohol-PTMC-PPDO dual graft multipolymer, and then PTMC segment is added polyvinyl alcohol-PTMC-PPDO dual graft multipolymer formation blend, obtained modified PVA membrane, thus drastically increase water tolerance and the kindliness of polyvinyl alcohol film.
Summary of the invention
The object of the present invention is to provide a kind of simple to operate and effect preferably to the method that polyvinyl alcohol film water tolerance and kindliness are improved.Its technical scheme is:
A kind of method that PTMC and PPDO are improved polyvinyl alcohol film water tolerance and kindliness, it is characterized in that: in modified membrane, the molecular weight of polyvinyl alcohol segments is 84000 ~ 93000, the molecular weight of PTMC segment is 2700 ~ 2800, and the molecular weight of PPDO segment is 2000 ~ 2400; 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 30 ~ 35 DEG C of stirring reactions 2 ~ 3 days, termination reaction, by filtration, dialysis, drying, obtain target compound;
2) preparation of polyvinyl alcohol-PTMC-PPDO dual graft multipolymer: add polyvinyl alcohol-PTMC graft copolymer, the PPDO monododecyl ether of carboxy blocking, solvent and condensing agent in dry reactor, under inert atmosphere, in 30 ~ 34 DEG C of stirring reactions 2 ~ 4 days, termination reaction, by filtration, dialysis, drying, obtain target compound;
3) preparation of the polyvinyl alcohol film of PTMC and PPDO modification: add polyvinyl alcohol-PTMC-PPDO dual graft multipolymer, PTMC monododecyl ether and solvent in dry reactor, under inert atmosphere, after being uniformly mixed 50 ~ 60 minutes in 47 ~ 52 DEG C, also dry by casting method film forming, obtain target compound.
The method that described a kind of PTMC and PPDO are improved polyvinyl alcohol film water tolerance and kindliness, in step 1), the mol ratio of PTMC monododecyl ether and polyvinyl alcohol is 15 ~ 25:1.
The method that described a kind of PTMC and PPDO are improved polyvinyl alcohol film water tolerance and kindliness, in step 1), condensing agent adopts
n, N '-dicyclohexylcarbodiimide,
n, N '-DIC or 3-ethyl-1-(3-dimethylaminopropyl) carbodiimide, the mol ratio of condensing agent and polyvinyl alcohol is 1.07 ~ 1.9:1, and solvent adopts dimethyl sulfoxide (DMSO), and reactant solution concentration is 5 ~ 15g:100ml.
The method that described a kind of PTMC and PPDO are improved polyvinyl alcohol film water tolerance and kindliness, step 2) in, the mol ratio of the polyvinyl alcohol segments in PPDO monododecyl ether and polyvinyl alcohol-PTMC graft copolymer is 15 ~ 25:1.
The method that described a kind of PTMC and PPDO are improved polyvinyl alcohol film water tolerance and kindliness, step 2) in, condensing agent adopts
n, 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 ~ 1.9:1, solvent adopts dimethyl sulfoxide (DMSO), and reactant solution concentration is 5 ~ 15g:100ml.
The method that described a kind of PTMC and PPDO are improved polyvinyl alcohol film water tolerance and kindliness, in step 3), the mass percent of PTMC monododecyl ether in modified membrane is 2 ~ 4%, solvent adopts dimethyl sulfoxide (DMSO), and mixture solution concentration is 25 ~ 30g:100ml.
Compared with prior art, its advantage is in the present invention:
1, the method that described a kind of PTMC and PPDO are improved polyvinyl alcohol film water tolerance and kindliness, adopts two step esterifications and blended three kinds of means, simple to operate, be easy to grasp;
2, described polyvinyl alcohol modification film water tolerance and kindliness are enhanced.
Embodiment
embodiment 1
1) preparation of polyvinyl alcohol-PTMC graft copolymer
Add the PTMC monododecyl ether (molecular weight is 2700) of 18 grams of polyvinyl alcohol (molecular weight is 84000) and 10.2 grams of carboxy blockings at dry reactor, add 260ml dimethyl sulfoxide (DMSO), then add 0.056 gram
n, N '-dicyclohexylcarbodiimide, under inert atmosphere, in 30 DEG C of stirring reactions 2 days, termination reaction, by filtering, dialysis, dry, obtains target compound;
2) preparation of polyvinyl alcohol-PTMC-PPDO dual graft multipolymer
Add the PPDO monododecyl ether (molecular weight is 2000) of 10 grams of polyvinyl alcohol-PTMC graft copolymer and 4.5 grams of carboxy blockings at dry reactor, add 142ml dimethyl sulfoxide (DMSO), then add 0.032 gram
n, N '-dicyclohexylcarbodiimide, under inert atmosphere, in 30 DEG C of stirring reactions 2 days, termination reaction, by filtering, dialysis, dry, obtains target compound;
3) preparation of the polyvinyl alcohol film of PTMC and PPDO modification
10 grams of polyvinyl alcohol-PTMC-PPDO dual graft multipolymers and 37ml dimethyl sulfoxide solvent is added in dry reactor, separately add the PTMC monododecyl ether (molecular weight is 2700) accounting for modified membrane gross weight 2%, under inert atmosphere, 50 minutes are uniformly mixed in 47 DEG C, use casting method film forming, in 50 DEG C of vacuum drying ovens, drying obtains target compound.
After tested: the surface contact angle of target compound of the present invention and water and elongation at break thereof are respectively than improve 12.6 ° and 12.9% before modified.
embodiment 2
1) preparation of polyvinyl alcohol-PTMC graft copolymer
Add the PTMC monododecyl ether (molecular weight is 2700) of 18.2 grams of polyvinyl alcohol (molecular weight is 88000) and 9.8 grams of carboxy blockings at dry reactor, add 263ml dimethyl sulfoxide (DMSO), then add 0.033 gram
n, N '-DIC, under inert atmosphere, in 32 DEG C of stirring reactions 3 days, termination reaction, by filtering, dialysis, dry, obtains target compound;
2) preparation of polyvinyl alcohol-PTMC-PPDO dual graft multipolymer
Add the PPDO monododecyl ether (molecular weight is 2200) of 10.3 grams of polyvinyl alcohol-PTMC graft copolymer and 4.6 grams of carboxy blockings at dry reactor, add 147ml dimethyl sulfoxide (DMSO), then add 0.019 gram
n, N '-DIC, under inert atmosphere, in 32 DEG C of stirring reactions 3 days, termination reaction, by filtering, dialysis, dry, obtains target compound;
3) preparation of the polyvinyl alcohol film of PTMC and PPDO modification
9.8 grams of polyvinyl alcohol-PTMC-PPDO dual graft multipolymers and 36ml dimethyl sulfoxide solvent is added in dry reactor, separately add the PTMC monododecyl ether (molecular weight is 2700) accounting for modified membrane gross weight 3%, under inert atmosphere, 55 minutes are uniformly mixed in 49 DEG C, use casting method film forming, in 50 DEG C of vacuum drying ovens, drying obtains target compound.
After tested: the surface contact angle of target compound of the present invention and water and elongation at break thereof are respectively than improve 13.1 ° and 13.4% before modified.
embodiment 3
1) preparation of polyvinyl alcohol-PTMC graft copolymer
The PTMC monododecyl ether (molecular weight is 2800) of 18.3 grams of polyvinyl alcohol (molecular weight is 93000) and 10.3 grams of carboxy blockings is added at dry reactor, add 264ml dimethyl sulfoxide (DMSO), add 0.049 gram of 3-ethyl-1-(3-dimethylaminopropyl again) carbodiimide, under inert atmosphere, in 35 DEG C of stirring reactions 2 days, termination reaction, by filtration, dialysis, drying, obtains target compound;
2) preparation of polyvinyl alcohol-PTMC-PPDO dual graft multipolymer
The PPDO monododecyl ether (molecular weight is 2400) of 10 grams of polyvinyl alcohol-PTMC graft copolymer and 4.7 grams of carboxy blockings is added at dry reactor, add 146ml dimethyl sulfoxide (DMSO), add 0.027 gram of 3-ethyl-1-(3-dimethylaminopropyl again) carbodiimide, under inert atmosphere, in 34 DEG C of stirring reactions 4 days, termination reaction, by filtration, dialysis, drying, obtains target compound;
3) preparation of the polyvinyl alcohol film of PTMC and PPDO modification
9.5 grams of polyvinyl alcohol-PTMC-PPDO dual graft multipolymers and 35ml dimethyl sulfoxide solvent is added in dry reactor, separately add the PTMC monododecyl ether (molecular weight is 2800) accounting for modified membrane gross weight 4%, under inert atmosphere, 60 minutes are uniformly mixed in 52 DEG C, use casting method film forming, in 50 DEG C of vacuum drying ovens, drying obtains target compound.
After tested: the surface contact angle of target compound of the present invention and water and elongation at break thereof are respectively than improve 13.6 ° and 14.1% before modified.
Claims (6)
1. method polyvinyl alcohol film water tolerance and kindliness improved by PTMC and PPDO, it is characterized in that: in modified membrane, the molecular weight of polyvinyl alcohol segments is 84000 ~ 93000, the molecular weight of PTMC segment is 2700 ~ 2800, and the molecular weight of PPDO segment is 2000 ~ 2400; 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 30 ~ 35 DEG C of stirring reactions 2 ~ 3 days, termination reaction, by filtration, dialysis, drying, obtain target compound;
2) preparation of polyvinyl alcohol-PTMC-PPDO dual graft multipolymer: add polyvinyl alcohol-PTMC graft copolymer, the PPDO monododecyl ether of carboxy blocking, solvent and condensing agent in dry reactor, under inert atmosphere, in 30 ~ 34 DEG C of stirring reactions 2 ~ 4 days, termination reaction, by filtration, dialysis, drying, obtain target compound;
3) preparation of the polyvinyl alcohol film of PTMC and PPDO modification: add polyvinyl alcohol-PTMC-PPDO dual graft multipolymer, PTMC monododecyl ether and solvent in dry reactor, under inert atmosphere, after being uniformly mixed 50 ~ 60 minutes in 47 ~ 52 DEG C, also dry by casting method film forming, obtain target compound.
2. a kind of PTMC according to claim 1 and PPDO method that polyvinyl alcohol film water tolerance and kindliness are improved, 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 improved polyvinyl alcohol film water tolerance and kindliness of a kind of PTMC according to claim 1 and PPDO, is characterized in that: in step 1), and condensing agent adopts
n, N '-dicyclohexylcarbodiimide,
n, N '-DIC or 3-ethyl-1-(3-dimethylaminopropyl) carbodiimide, the mol ratio of condensing agent and polyvinyl alcohol is 1.07 ~ 1.9:1, and solvent adopts dimethyl sulfoxide (DMSO), and reactant solution concentration is 5 ~ 15g:100ml.
4. a kind of PTMC according to claim 1 and PPDO method that polyvinyl alcohol film water tolerance and kindliness are improved, it is characterized in that: step 2) in, the mol ratio of the polyvinyl alcohol segments in PPDO monododecyl ether and polyvinyl alcohol-PTMC graft copolymer is 15 ~ 25:1.
5. the method improved polyvinyl alcohol film water tolerance and kindliness of a kind of PTMC according to claim 1 and PPDO, is characterized in that: step 2) in, condensing agent adopts
n, 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 ~ 1.9:1, solvent adopts dimethyl sulfoxide (DMSO), and reactant solution concentration is 5 ~ 15g:100ml.
6. a kind of PTMC according to claim 1 and PPDO method that polyvinyl alcohol film water tolerance and kindliness are improved, it is characterized in that: in step 3), the mass percent of PTMC monododecyl ether in modified membrane is 2 ~ 4%, solvent adopts dimethyl sulfoxide (DMSO), and mixture solution concentration is 25 ~ 30g:100ml.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201610125104.4A CN105504322B (en) | 2016-03-07 | 2016-03-07 | A kind of method being improved with PTMC and PPDO to polyvinyl alcohol film water resistance and compliance |
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| CN201610125104.4A CN105504322B (en) | 2016-03-07 | 2016-03-07 | A kind of method being improved with PTMC and PPDO to polyvinyl alcohol film water resistance and compliance |
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| CN105504322A true CN105504322A (en) | 2016-04-20 |
| CN105504322B CN105504322B (en) | 2018-02-02 |
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Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106947265A (en) * | 2017-05-25 | 2017-07-14 | 山东理工大学 | A kind of method that PPDO is improved with PTMC to polypropylene sorrel water resistance and compliance |
| CN106977943A (en) * | 2017-05-22 | 2017-07-25 | 山东理工大学 | A kind of method that PTMC improves polypropylene sorrel water resistance and compliance with PPDO |
| CN106977939A (en) * | 2017-05-22 | 2017-07-25 | 山东理工大学 | A kind of method being improved with PTMC and PPDO to polypropylene sorrel water resistance and compliance |
| CN106987132A (en) * | 2017-05-22 | 2017-07-28 | 山东理工大学 | A kind of method that MPEGPLA 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 |
| CN106987140A (en) * | 2017-05-25 | 2017-07-28 | 山东理工大学 | A kind of method that PPDO improves polypropylene sorrel water resistance and compliance with PTMC |
| CN107011673A (en) * | 2017-05-22 | 2017-08-04 | 山东理工大学 | A kind of method that PTMC improves polypropylene sorrel water resistance and compliance with PPDO |
| CN107118571A (en) * | 2017-05-25 | 2017-09-01 | 山东理工大学 | A kind of method that PLA is improved with PTMC to polypropylene sorrel water resistance and compliance |
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|---|---|---|---|---|
| CN103881398A (en) * | 2014-03-24 | 2014-06-25 | 山东理工大学 | Method for improving water resistance of polyvinyl alcohol film by using poly(trimethylene carbonate) and poly(p-dioxanone) |
| CN104479158A (en) * | 2015-01-06 | 2015-04-01 | 山东理工大学 | Method for improving hydrophilia and flexibility of polypeptide membrane through polydioxanone and polyethylene glycol |
| CN104559213A (en) * | 2015-01-06 | 2015-04-29 | 山东理工大学 | Method for improving hydrophily and flexibility of polypeptide membrane by poly(trimethylene carbonate) and polyethylene glycol |
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- 2016-03-07 CN CN201610125104.4A patent/CN105504322B/en not_active Expired - Fee Related
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103881398A (en) * | 2014-03-24 | 2014-06-25 | 山东理工大学 | Method for improving water resistance of polyvinyl alcohol film by using poly(trimethylene carbonate) and poly(p-dioxanone) |
| CN104479158A (en) * | 2015-01-06 | 2015-04-01 | 山东理工大学 | Method for improving hydrophilia and flexibility of polypeptide membrane through polydioxanone and polyethylene glycol |
| CN104559213A (en) * | 2015-01-06 | 2015-04-29 | 山东理工大学 | Method for improving hydrophily and flexibility of polypeptide membrane by poly(trimethylene carbonate) and polyethylene glycol |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106977943A (en) * | 2017-05-22 | 2017-07-25 | 山东理工大学 | A kind of method that PTMC improves polypropylene sorrel water resistance and compliance with PPDO |
| CN106977939A (en) * | 2017-05-22 | 2017-07-25 | 山东理工大学 | A kind of method being improved with PTMC and PPDO to polypropylene sorrel water resistance and compliance |
| CN106987132A (en) * | 2017-05-22 | 2017-07-28 | 山东理工大学 | A kind of method that MPEGPLA improves polypropylene sorrel water resistance and compliance with PTMC |
| CN107011673A (en) * | 2017-05-22 | 2017-08-04 | 山东理工大学 | A kind of method that PTMC improves polypropylene sorrel water resistance and compliance with PPDO |
| CN106947265A (en) * | 2017-05-25 | 2017-07-14 | 山东理工大学 | A kind of method that PPDO is improved with PTMC to polypropylene sorrel water resistance and compliance |
| 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 |
| CN106987140A (en) * | 2017-05-25 | 2017-07-28 | 山东理工大学 | A kind of method that PPDO improves polypropylene sorrel water resistance and compliance with PTMC |
| CN107118571A (en) * | 2017-05-25 | 2017-09-01 | 山东理工大学 | A kind of method that PLA is improved with PTMC to polypropylene sorrel water resistance and compliance |
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