CN107011681A - A kind of method that polypropylene glycol improves polypropylene sorrel water resistance and compliance with PPDO - Google Patents
A kind of method that polypropylene glycol improves polypropylene sorrel water resistance and compliance with PPDO Download PDFInfo
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- CN107011681A CN107011681A CN201710376553.0A CN201710376553A CN107011681A CN 107011681 A CN107011681 A CN 107011681A CN 201710376553 A CN201710376553 A CN 201710376553A CN 107011681 A CN107011681 A CN 107011681A
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- ppdo
- polypropylene glycol
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- water resistance
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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
- C08G81/025—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
- 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
- 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
- C08J2467/00—Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
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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
Abstract
The present invention discloses a kind of method that polypropylene glycol improves polypropylene sorrel water resistance and compliance with PPDO, using following steps：1）Hydroxy-end capped polypropylene glycol monobutyl ether, solvent, condensing agent and polyacrylic acid is added in dry reactor, reacts 2~4 days, obtains polyacrylic acid polypropylene glycol 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 polypropylene glycol 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.Polypropylene glycol（Molecular weight more than 2000）It is with excellent life with PPDO
The biomaterial of thing compatibility and biodegradability, with hydrophobicity and compliance.First polypropylene glycol segment is grafted to poly-
Poly acrylic acid-poly propane diols graft copolymer is obtained on acrylic molecules chain, then PPDO segment is grafted to poly-
Poly acrylic acid-poly propane diols-poly- to dioxocyclohex is formed on polyacrylic acid segment in acrylic acid-polypropylene glycol graft copolymer
Ketone dual graft copolymer, then adds poly acrylic acid-poly propane diols-PPDO by PPDO segment again
Dual graft copolymer formation blend, is made modified polypropene sorrel, so as to drastically increase the water resistance of polypropylene sorrel
And compliance.
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 improves polypropylene sorrel water resistance and compliance with PPDO, its feature exists
In：The molecular weight of polyacrylic acid segment is 80000~93000 in Modified Membrane, the molecular weight of polypropylene glycol segment for 2500~
2700, the molecular weight of PPDO segment is 2300~2500；Its method of modifying uses following steps：
1）The synthesis of poly acrylic acid-poly propane diols graft copolymer：Hydroxy-end capped polypropylene glycol is added in dry reactor
Under monobutyl ether, solvent, condensing agent and polyacrylic acid, inert atmosphere, in 27~35 DEG C of stirring reactions 2~4 days, terminating reaction was led to
Filter, dialyse, dry, obtain object；
2）The synthesis of poly acrylic acid-poly propane diols-PPDO dual graft copolymer：Added in dry reactor poly-
Acrylic acid-polypropylene glycol graft copolymer, hydroxy-end capped PPDO monododecyl ether, solvent and condensing agent,
Under inert atmosphere, in 27~33 DEG C of stirring reactions 2~4 days, terminating reaction by filtering, dialysis, was dried, obtains object；
3）The preparation for the polypropylene sorrel that polypropylene glycol is improved with PPDO：Polypropylene is added in dry reactor
Acid-polypropylene glycol-PPDO dual graft copolymer, PPDO monododecyl ether and solvent, inertia
Under atmosphere, after 47~53 DEG C of stirrings are mixed 50~60 minutes, with the tape casting film forming and drying, object is obtained.
The method that a kind of described polypropylene glycol improves polypropylene sorrel water resistance and compliance with PPDO,
Step 1）In, the mol ratio of polypropylene glycol monobutyl ether and polyacrylic acid is 15~25:1.
The method that a kind of described polypropylene glycol improves polypropylene sorrel water resistance and compliance with PPDO,
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 1.06~1.8:1, solvent uses dimethyl sulfoxide (DMSO),
Reactant solution concentration is 5~15 g:100 ml.
The method that a kind of described polypropylene glycol improves polypropylene sorrel water resistance and compliance with PPDO,
Step 2）In, PPDO monododecyl ether and polyacrylic acid chain in poly acrylic acid-poly propane diols graft copolymer
The mol ratio of section is 15~25:1.
The method that a kind of described polypropylene glycol improves polypropylene sorrel water resistance and compliance with PPDO,
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 propane diols graft copolymer
For 1.06~1.8:1, solvent uses dimethyl sulfoxide (DMSO), and reactant solution concentration is 5~15 g:100 ml.
The method that a kind of described polypropylene glycol improves polypropylene sorrel water resistance and compliance with PPDO,
Step 3）In, mass percent of the PPDO monododecyl ether in Modified Membrane is 2~4%, and solvent uses diformazan
Base sulfoxide, mixture solution concentration is 25~30 g:100 ml.
Compared with prior art, its advantage is the present invention：
1st, the method for a kind of described polypropylene glycol and PPDO improvement polypropylene sorrel water resistance and compliance, is adopted
It is simple to operate, be easy to grasp with 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 propane diols graft copolymer
15.3 grams of polyacrylic acid are added in dry reactor（Molecular weight is 80000）, 8.8 grams of hydroxy-end capped polypropylene glycol lists
Butyl ether（Molecular weight is 2500）, 241 ml dimethyl sulfoxide (DMSO)s are added, 0.049 gram is addedN,N’- dicyclohexylcarbodiimide, it is lazy
Property atmosphere under, in 27 DEG C of stirring reactions 2 days, terminating reaction by filtering, dialysis, was dried, and obtains object；
2）The preparation of poly acrylic acid-poly propane diols-PPDO dual graft copolymer
Added in dry reactor 12.1 grams of poly acrylic acid-poly propane diols graft copolymers, 6.5 grams it is hydroxy-end capped poly- to two
Oxygen cyclohexanone monododecyl ether（Molecular weight is 2300）, 186 ml dimethyl sulfoxide (DMSO)s are added, 0.036 gram is addedN,N’- two
Under carbodicyclo hexylimide, inert atmosphere, in 27 DEG C of stirring reactions 2 days, terminating reaction by filtering, dialysis, was dried, obtained
Object；
3）The preparation for the polypropylene sorrel that polypropylene glycol is improved with PPDO
10 grams of poly acrylic acid-poly propane diols-PPDO dual graft copolymers and 37 ml are added in dry reactor
Dimethyl sulfoxide solvent, it is another to add the PPDO monododecyl ether for accounting for Modified Membrane gross weight 2%（Molecular weight is
2300）, under inert atmosphere, in 47 DEG C of stirring mixing 50 minutes, the tape casting film forming is used, is dried to obtain in 50 DEG C of vacuum drying chambers
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
12.2 ° and 9.2%.
Embodiment 2
1）The preparation of poly acrylic acid-poly propane diols graft copolymer
15 grams of polyacrylic acid are added in dry reactor（Molecular weight is 87000）, 8.7 grams of hydroxy-end capped polypropylene glycol monobutyls
Ether（Molecular weight is 2600）, 236 ml dimethyl sulfoxide (DMSO)s are added, 0.028 gram is addedN,N’- DIC, inertia
Under 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-PPDO dual graft copolymer
Added in dry reactor 12.2 grams of poly acrylic acid-poly propane diols graft copolymers, 6.4 grams it is hydroxy-end capped poly- to two
Oxygen cyclohexanone monododecyl ether（Molecular weight is 2400）, 186 ml dimethyl sulfoxide (DMSO)s are added, 0.022 gram is addedN,N’- two
Under diisopropylcarbodiimide, inert atmosphere, in 30 DEG C of stirring reactions 3 days, terminating reaction by filtering, dialysis, was dried, obtained
Object；
3）The preparation for the polypropylene sorrel that polypropylene glycol is improved with PPDO
9.9 grams of poly acrylic acid-poly propane diols-PPDO dual graft copolymers and 36 are added in dry reactor
Ml dimethyl sulfoxide solvents, it is another to add the PPDO monododecyl ether for accounting for Modified Membrane gross weight 3%（Molecular weight is
2400）, under inert atmosphere, in 49 DEG C of stirring mixing 55 minutes, the tape casting film forming is used, is dried to obtain in 50 DEG C of vacuum drying chambers
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 propane diols graft copolymer
15.8 grams of polyacrylic acid are added in dry reactor（Molecular weight is 93000）, 8.7 grams of hydroxy-end capped polypropylene glycol lists
Butyl ether（Molecular weight is 2700）, 244 ml dimethyl sulfoxide (DMSO)s are added, 0.041 gram of 3- ethyls -1- is added（3- dimethylaminopropyls）
Under carbodiimide, inert atmosphere, in 35 DEG C of stirring reactions 4 days, terminating reaction by filtering, dialysis, was dried, obtains object；
2）The preparation of poly acrylic acid-poly propane diols-PPDO dual graft copolymer
Added in dry reactor 11.6 grams of poly acrylic acid-poly propane diols graft copolymers, 5.8 grams it is hydroxy-end capped poly- to two
Oxygen cyclohexanone monododecyl ether（Molecular weight is 2500）, add 173 ml dimethyl sulfoxide (DMSO)s, add 0.028 gram of 3- ethyl-
1-（3- dimethylaminopropyls）Under carbodiimide, inert atmosphere, in 33 DEG C of stirring reactions 4 days, terminating reaction, by filtering, dialysis,
Dry, obtain object；
3）The preparation for the polypropylene sorrel that polypropylene glycol is improved with PPDO
9.5 grams of poly acrylic acid-poly propane diols-PPDO dual graft copolymers and 35 are added in dry reactor
Ml dimethyl sulfoxide solvents, it is another to add the PPDO monododecyl ether for accounting for Modified Membrane gross weight 4%（Molecular weight is
2500）, under inert atmosphere, in 53 DEG C of stirring mixing 60 minutes, the tape casting film forming is used, is dried to obtain in 50 DEG C of vacuum drying chambers
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
13.5 ° and 10.8%.
Claims (6)
1. a kind of method that polypropylene glycol improves polypropylene sorrel water resistance and compliance with PPDO, its feature exists
In：The molecular weight of polyacrylic acid segment is 80000~93000 in Modified Membrane, the molecular weight of polypropylene glycol segment for 2500~
2700, the molecular weight of PPDO segment is 2300~2500；Its modification method uses following steps：
1）The synthesis of poly acrylic acid-poly propane diols graft copolymer：Hydroxy-end capped polypropylene glycol is added in dry reactor
Under monobutyl ether, solvent, condensing agent and polyacrylic acid, inert atmosphere, in 27~35 DEG C of stirring reactions 2~4 days, terminating reaction was led to
Filter, dialyse, dry, obtain object；
2）The synthesis of poly acrylic acid-poly propane diols-PPDO dual graft copolymer：Added in dry reactor poly-
Acrylic acid-polypropylene glycol graft copolymer, hydroxy-end capped PPDO monododecyl ether, solvent and condensing agent,
Under inert atmosphere, in 27~33 DEG C of stirring reactions 2~4 days, terminating reaction by filtering, dialysis, was dried, obtains object；
3）The preparation for the polypropylene sorrel that polypropylene glycol is improved with PPDO：Polypropylene is added in dry reactor
Acid-polypropylene glycol-PPDO dual graft copolymer, PPDO monododecyl ether and solvent, inertia
Under 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 polypropylene glycol according to claim 1 improves polypropylene sorrel water resistance and soft with PPDO
Pliable method, it is characterised in that：Step 1）In, the mol ratio of polypropylene glycol monobutyl ether and polyacrylic acid is 15~25:1.
3. a kind of polypropylene glycol according to claim 1 and PPDO improve polypropylene sorrel water resistance and
The method of compliance, 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~
1.8:1, 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 improves polypropylene sorrel water resistance and soft with PPDO
Pliable method, it is characterised in that：Step 2）In, PPDO monododecyl ether and poly acrylic acid-poly propane diols
The mol ratio of polyacrylic acid segment is 15~25 in graft copolymer:1.
5. a kind of polypropylene glycol according to claim 1 and PPDO improve polypropylene sorrel water resistance and
The method of compliance, 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 propane diols graft copolymerization
The mol ratio of polyacrylic acid segment is 1.06~1.8 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 improves polypropylene sorrel water resistance and soft with PPDO
Pliable method, it is characterised in that：Step 3）In, quality percentage of the PPDO monododecyl ether in Modified Membrane
Than for 2~4%, solvent uses dimethyl sulfoxide (DMSO), mixture solution concentration is 25~30 g:100 ml.
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| CN201710376553.0A CN107011681A (en) | 2017-05-25 | 2017-05-25 | A kind of method that polypropylene glycol improves polypropylene sorrel water resistance and compliance with PPDO |
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| CN201710376553.0A CN107011681A (en) | 2017-05-25 | 2017-05-25 | A kind of method that polypropylene glycol improves polypropylene sorrel water resistance and compliance with PPDO |
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| CN105542207A (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 polypropylene glycol and polypeptide-polyvinylpyrrolidone |
| CN105670306A (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 poly(p-dioxanone) and polypeptide |
-
2017
- 2017-05-25 CN CN201710376553.0A patent/CN107011681A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| CN105542207A (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 polypropylene glycol and polypeptide-polyvinylpyrrolidone |
| CN105670306A (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 poly(p-dioxanone) and polypeptide |
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Application publication date: 20170804 |