CN107118568A - A kind of method that polypropylene glycol is improved with polycaprolactone to polypropylene sorrel water resistance and compliance - Google Patents
A kind of method that polypropylene glycol is improved with polycaprolactone to polypropylene sorrel water resistance and compliance Download PDFInfo
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- CN107118568A CN107118568A CN201710376545.6A CN201710376545A CN107118568A CN 107118568 A CN107118568 A CN 107118568A CN 201710376545 A CN201710376545 A CN 201710376545A CN 107118568 A CN107118568 A CN 107118568A
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- 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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- 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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- 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
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Abstract
The present invention discloses a kind of method that polypropylene glycol is improved with polycaprolactone to polypropylene sorrel water resistance and compliance, using following steps：1）Hydroxy-end capped polycaprolactone monododecyl ether, solvent, condensing agent and polyacrylic acid is added in dry reactor, reacts 2~4 days, obtains polyacrylic acid polycaprolactone graft copolymer；2）Graft copolymer, amino-terminated polypropylene glycol monobutyl ether, solvent and condensing agent are added in dry reactor, reacts 2~4 days, obtains polyacrylic acid polypropylene glycol polycaprolactone dual graft copolymer；3）Dual graft copolymer, polypropylene glycol monobutyl 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.Polypropylene glycol（Molecular weight more than 2000）It is with excellent bio-compatible with polycaprolactone
The biomaterial of property and biodegradability, with hydrophobicity and compliance.Polycaprolactone segment is first grafted to polyacrylic acid
Obtain poly acrylic acid-poly caprolactone graft copolymer on strand, then polypropylene glycol segment is grafted to poly acrylic acid-poly in oneself
Poly acrylic acid-poly propane diols-polycaprolactone dual graft copolymer is formed on polyacrylic acid segment in ester graft copolymer, then
Polypropylene glycol segment is added into poly acrylic acid-poly propane diols-polycaprolactone dual graft copolymer formation blend again, is made and is modified
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 method that polypropylene glycol is improved with polycaprolactone to polypropylene sorrel water resistance and compliance, its feature exists
In：The molecular weight of polyacrylic acid segment is 81000~92000 in Modified Membrane, the molecular weight of polycaprolactone segment for 2600~
2800, the molecular weight of polypropylene glycol segment is 2400~2500；Its method of modifying uses following steps：
1）The synthesis of poly acrylic acid-poly caprolactone graft copolymer：Hydroxy-end capped polycaprolactone is added in dry reactor
Under monododecyl ether, solvent, condensing agent and polyacrylic acid, inert atmosphere, in 27~34 DEG C of stirring reactions 2~4 days, terminate anti-
Should, by filtering, dialysis, dry, obtain object；
2）The synthesis of poly acrylic acid-poly propane diols-polycaprolactone dual graft copolymer：Polypropylene is added in dry reactor
Under acid-polycaprolactone graft copolymer, amino-terminated polypropylene glycol monobutyl ether, solvent and condensing agent, inert atmosphere, in 26~
33 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 polypropylene glycol is improved with polycaprolactone：Poly acrylic acid-poly is added in dry reactor
It is mixed in 47~52 DEG C of stirrings under propane diols-polycaprolactone dual graft copolymer, polypropylene glycol monobutyl ether and solvent, inert atmosphere
After closing 50~60 minutes, with the tape casting film forming and drying, object is obtained.
The method that a kind of described polypropylene glycol is improved with polycaprolactone to polypropylene sorrel water resistance and compliance,
Step 1）In, the mol ratio of polycaprolactone monododecyl ether and polyacrylic acid is 15~25:1.
The method that a kind of described polypropylene glycol is improved with polycaprolactone to polypropylene sorrel water resistance and compliance,
Step 1）In, condensing agent is usedN,N’- dicyclohexylcarbodiimide,N,N’- DIC or 3- ethyls -1-（3-
Dimethylaminopropyl）The mol ratio of carbodiimide, condensing agent and polyacrylic acid is 1.06~1.9:1, solvent uses dimethyl sulfoxide (DMSO),
Reactant solution concentration is 5~15 g:100 ml.
The method that a kind of described polypropylene glycol is improved with polycaprolactone to polypropylene sorrel water resistance and compliance,
Step 2）In, polypropylene glycol monobutyl ether and the mol ratio of polyacrylic acid segment in poly acrylic acid-poly caprolactone graft copolymer are
15~25:1.
The method that a kind of described polypropylene glycol is improved with polycaprolactone to polypropylene sorrel water resistance and compliance,
Step 2）In, condensing agent is usedN,N’- dicyclohexylcarbodiimide,N,N’- DIC or 3- ethyls -1-（3-
Dimethylaminopropyl）Carbodiimide, the mol ratio of condensing agent and polyacrylic acid segment in poly acrylic acid-poly caprolactone graft copolymer
For 1.06~1.9:1, solvent uses dimethyl sulfoxide (DMSO), and reactant solution concentration is 5~15 g:100 ml.
The method that a kind of described polypropylene glycol is improved with polycaprolactone to polypropylene sorrel water resistance and compliance,
Step 3）In, mass percent of the polypropylene glycol monobutyl ether in Modified Membrane is 2~3%, and solvent uses dimethyl sulfoxide (DMSO), mixing
Thing solution concentration is 25~30 g:100 ml.
Compared with prior art, its advantage is the present invention：
1st, the method that a kind of described polypropylene glycol and polycaprolactone are improved to polypropylene sorrel water resistance and compliance, is adopted
With 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 caprolactone graft copolymer
15.5 grams of polyacrylic acid are added in dry reactor（Molecular weight is 81000）, 9.3 grams of hydroxy-end capped polycaprolactone lists
Lauryl ether（Molecular weight is 2600）, 246 ml dimethyl sulfoxide (DMSO)s are added, 0.049 gram is addedN,N’- dicyclohexyl carbon two
Under imines, 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 propane diols-polycaprolactone dual graft copolymer
Added in dry reactor 12.1 grams of poly acrylic acid-poly caprolactone graft copolymers, 6.8 grams amino-terminated poly- the third two
Alcohol monobutyl ether（Molecular weight is 2400）, 187 ml dimethyl sulfoxide (DMSO)s are added, 0.036 gram is addedN,N’- dicyclohexyl carbon two is sub-
Under amine, inert atmosphere, in 26 DEG C of stirring reactions 2 days, terminating reaction by filtering, dialysis, was dried, obtains object；
3）The preparation for the polypropylene sorrel that polypropylene glycol is improved with polycaprolactone
10.1 grams of poly acrylic acid-poly propane diols-polycaprolactone dual graft copolymers and 37 ml diformazans are added in dry reactor
Base sulfoxide solvent, it is another to add the polypropylene glycol monobutyl ether for accounting for Modified Membrane gross weight 2%（Molecular weight is 2400）, under inert atmosphere, in
47 DEG C of stirrings are mixed 50 minutes, use the tape casting film forming, object is 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
11.8 ° and 9.6%.
Embodiment 2
1）The preparation of poly acrylic acid-poly caprolactone graft copolymer
15 grams of polyacrylic acid are added in dry reactor（Molecular weight is 87000）, 8.8 grams of hydroxy-end capped polycaprolactone lists ten
Dialkyl ether（Molecular weight is 2700）, 238 ml dimethyl sulfoxide (DMSO)s are added, 0.028 gram is addedN,N’- diisopropyl carbon two is sub-
Under amine, 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 propane diols-polycaprolactone dual graft copolymer
Added in dry reactor 12.2 grams of poly acrylic acid-poly caprolactone graft copolymers, 6.4 grams amino-terminated poly- the third two
Alcohol monobutyl ether（Molecular weight is 2400）, 185 ml dimethyl sulfoxide (DMSO)s are added, 0.021 gram is addedN,N’- diisopropyl carbon two is sub-
Under amine, inert atmosphere, in 30 DEG C of stirring reactions 3 days, terminating reaction by filtering, dialysis, was dried, obtains object；
3）The preparation for the polypropylene sorrel that polypropylene glycol is improved with polycaprolactone
9.9 grams of poly acrylic acid-poly propane diols-polycaprolactone dual graft copolymers and 36 ml diformazans are added in dry reactor
Base sulfoxide solvent, it is another to add the polypropylene glycol monobutyl ether for accounting for Modified Membrane gross weight 3%（Molecular weight is 2400）, under inert atmosphere, in
48 DEG C of stirrings are mixed 55 minutes, use the tape casting film forming, object is 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
12.4 ° and 10.3%.
Embodiment 3
1）The preparation of poly acrylic acid-poly caprolactone graft copolymer
15.5 grams of polyacrylic acid are added in dry reactor（Molecular weight is 92000）, 8.7 grams of hydroxy-end capped polycaprolactone lists
Lauryl ether（Molecular weight is 2800）, 242 ml dimethyl sulfoxide (DMSO)s are added, 0.041 gram of 3- ethyls -1- is added（3- diformazan ammonia
Propyl group）Under carbodiimide, inert atmosphere, in 34 DEG C of stirring reactions 4 days, terminating reaction by filtering, dialysis, was dried, obtains mesh
Mark thing；
2）The preparation of poly acrylic acid-poly propane diols-polycaprolactone dual graft copolymer
Added in dry reactor 11.5 grams of poly acrylic acid-poly caprolactone graft copolymers, 5.7 grams amino-terminated poly- the third two
Alcohol monobutyl ether（Molecular weight is 2500）, 173 ml dimethyl sulfoxide (DMSO)s are added, 0.028 gram of 3- ethyls -1- is added（3- diformazans ammonia third
Base）Under carbodiimide, inert atmosphere, in 33 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 polypropylene glycol is improved with polycaprolactone
9.5 grams of poly acrylic acid-poly propane diols-polycaprolactone dual graft copolymers and 35 ml diformazans are added in dry reactor
Base sulfoxide solvent, it is another to add the polypropylene glycol monobutyl ether for accounting for Modified Membrane gross weight 2%（Molecular weight is 2500）, under inert atmosphere, in
52 DEG C of stirrings are mixed 60 minutes, use the tape casting film forming, object is 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 11.2%.
Claims (6)
1. a kind of method that polypropylene glycol is improved with polycaprolactone to polypropylene sorrel water resistance and compliance, its feature exists
In：The molecular weight of polyacrylic acid segment is 81000~92000 in Modified Membrane, the molecular weight of polycaprolactone segment for 2600~
2800, the molecular weight of polypropylene glycol segment is 2400~2500；Its modification method uses following steps：
1）The synthesis of poly acrylic acid-poly caprolactone graft copolymer：Hydroxy-end capped polycaprolactone is added in dry reactor
Under monododecyl ether, solvent, condensing agent and polyacrylic acid, inert atmosphere, in 27~34 DEG C of stirring reactions 2~4 days, terminate anti-
Should, by filtering, dialysis, dry, obtain object；
2）The synthesis of poly acrylic acid-poly propane diols-polycaprolactone dual graft copolymer：Polypropylene is added in dry reactor
Under acid-polycaprolactone graft copolymer, amino-terminated polypropylene glycol monobutyl ether, solvent and condensing agent, inert atmosphere, in 26~
33 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 polypropylene glycol is improved with polycaprolactone：Poly acrylic acid-poly is added in dry reactor
It is mixed in 47~52 DEG C of stirrings under propane diols-polycaprolactone dual graft copolymer, polypropylene glycol monobutyl ether and solvent, inert atmosphere
After closing 50~60 minutes, with the tape casting film forming and drying, object is obtained.
2. a kind of polypropylene glycol according to claim 1 is carried out with polycaprolactone to polypropylene sorrel water resistance and compliance
The method of improvement, it is characterised in that：Step 1）In, the mol ratio of polycaprolactone monododecyl ether and polyacrylic acid for 15~
25:1。
3. a kind of polypropylene glycol according to claim 1 enters with polycaprolactone to polypropylene sorrel water resistance and compliance
The method of row improvement, it is characterised in that：Step 1）In, condensing agent is usedN,N’- dicyclohexylcarbodiimide,N,N’- diisopropyl
Base carbodiimide or 3- ethyls -1-（3- dimethylaminopropyls）The mol ratio of carbodiimide, condensing agent and polyacrylic acid be 1.06~
1.9:1, solvent uses dimethyl sulfoxide (DMSO), and reactant solution concentration is 5~15 g:100 ml.
4. a kind of polypropylene glycol according to claim 1 is carried out with polycaprolactone to polypropylene sorrel water resistance and compliance
The method of improvement, it is characterised in that：Step 2）In, in polypropylene glycol monobutyl ether and poly acrylic acid-poly caprolactone graft copolymer
The mol ratio of polyacrylic acid segment is 15~25:1.
5. a kind of polypropylene glycol according to claim 1 enters with polycaprolactone to polypropylene sorrel water resistance and compliance
The method of row improvement, it is characterised in that：Step 2）In, condensing agent is usedN,N’- dicyclohexylcarbodiimide,N,N’- diisopropyl
Base carbodiimide or 3- ethyls -1-（3- dimethylaminopropyls）Carbodiimide, condensing agent and poly acrylic acid-poly caprolactone graft copolymerization
The mol ratio of polyacrylic acid segment is 1.06~1.9 in thing:1, solvent uses dimethyl sulfoxide (DMSO), and reactant solution concentration is 5~
15 g:100 ml。
6. a kind of polypropylene glycol according to claim 1 is carried out with polycaprolactone to polypropylene sorrel water resistance and compliance
The method of improvement, it is characterised in that：Step 3）In, mass percent of the polypropylene glycol monobutyl ether 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 |
|---|---|---|---|---|
| CN105542208A (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 polycaprolactone and poly(p-dioxanone) |
| CN105647194A (en) * | 2016-03-07 | 2016-06-08 | 山东理工大学 | Method for improving water resistance and flexibility of polyvinyl alcohol film by polycaprolactone and polypeptide |
| 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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- 2017-05-25 CN CN201710376545.6A patent/CN107118568A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105542208A (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 polycaprolactone and poly(p-dioxanone) |
| CN105647194A (en) * | 2016-03-07 | 2016-06-08 | 山东理工大学 | Method for improving water resistance and flexibility of polyvinyl alcohol film by polycaprolactone and polypeptide |
| 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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