CN106977935A - A kind of method that polycaprolactone improves polypropylene sorrel water resistance and compliance with polypropylene glycol - Google Patents
A kind of method that polycaprolactone improves polypropylene sorrel water resistance and compliance with polypropylene glycol Download PDFInfo
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- CN106977935A CN106977935A CN201710362686.2A CN201710362686A CN106977935A CN 106977935 A CN106977935 A CN 106977935A CN 201710362686 A CN201710362686 A CN 201710362686A CN 106977935 A CN106977935 A CN 106977935A
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- polycaprolactone
- polypropylene glycol
- polypropylene
- water resistance
- compliance
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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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- 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
- C08J2467/04—Polyesters derived from hydroxy carboxylic acids, e.g. lactones
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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 present invention discloses a kind of method that polycaprolactone improves polypropylene sorrel water resistance and compliance with polypropylene glycol, using following steps：1）The synthesis of polyacrylic acid polycaprolactone graft copolymer：Add hydroxy-end capped polycaprolactone list tridecyl ether, solvent, condensing agent and polyacrylic acid in dry reactor, stirring reaction 2~4 days, terminating reaction obtains object；2）The preparation of polycaprolactone and the polypropylene sorrel of polypropylene glycol modified：Polyacrylic acid polycaprolactone graft copolymer, polypropylene glycol monobutyl ether and solvent are added in dry reactor, after stirring is mixed 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 being 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.Polycaprolactone and polypropylene glycol（Molecular weight more than 2000）It is with excellent bio-compatible
The biomaterial of property and biodegradability, with hydrophobicity and compliance.Polycaprolactone segment is first introduced into polyacrylic acid chain
Section forms poly acrylic acid-poly caprolactone graft copolymer, then again connects polypropylene glycol segment addition poly acrylic acid-poly caprolactone
Graft copolymer formation blend, is made modified polypropene sorrel, so as to drastically increase the water resistance of polypropylene sorrel and soft
It is pliable.
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 polycaprolactone improves polypropylene sorrel water resistance and compliance with polypropylene glycol, it is characterised in that：It is modified
The molecular weight of polyacrylic acid segment is 82000~89000 in film, and the molecular weight of polycaprolactone segment is 2200~2500, poly- third
The molecular weight of glycol segment is 5200~6300；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 single tridecyl ether, solvent, condensing agent and polyacrylic acid, inert atmosphere, in 26~33 DEG C of stirring reactions 2~4 days, terminate anti-
Should, by filtering, dialysis, dry, obtain object；
2）The preparation of polycaprolactone and the polypropylene sorrel of polypropylene glycol modified：Poly acrylic acid-poly is added in dry reactor
Under caprolactone graft copolymer, polypropylene glycol monobutyl ether and solvent, inert atmosphere, mixed 50~60 minutes in 47~54 DEG C of stirrings
Afterwards, with the tape casting film forming and drying, object is obtained.
A kind of described polycaprolactone improves the method for polypropylene sorrel water resistance and compliance, step 1 with polypropylene glycol）
In, the mol ratio of polycaprolactone list tridecyl ether and polyacrylic acid is 15~25:1.
A kind of described polycaprolactone improves the method for polypropylene sorrel water resistance and compliance, step 1 with polypropylene glycol）
In, condensing agent is usedN,N’- dicyclohexylcarbodiimide,N,N’- DIC or 3- ethyls -1-（3- diformazan ammonia
Propyl group）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.
A kind of described polycaprolactone improves the method for polypropylene sorrel water resistance and compliance, step 2 with polypropylene glycol）
In, mass percent of the polypropylene glycol monobutyl ether in Modified Membrane is 2~4%, and solvent uses dimethyl sulfoxide (DMSO), mixture 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 polycaprolactone and polypropylene glycol improve polypropylene sorrel water resistance and compliance, using esterification
Reaction and blending two kinds of means, it is simple to operate, be easy to grasp；
2nd, described polyacrylic acid modified film water resistance and compliance are enhanced.
Embodiment
Embodiment 1
1）The preparation of poly acrylic acid-poly caprolactone graft copolymer
19.2 grams of polyacrylic acid are added in dry reactor（Molecular weight is 82000）With 9.4 grams of hydroxy-end capped polycaprolactones
Single tridecyl ether（Molecular weight is 2200）, 285 ml dimethyl sulfoxide (DMSO)s are added, 0.062 gram is addedN,N’- dicyclohexyl carbon
Under diimine, inert atmosphere, in 26 DEG C of stirring reactions 2 days, terminating reaction by filtering, dialysis, was dried, obtains object；
2）The preparation of polycaprolactone and the polypropylene sorrel of polypropylene glycol modified
10 grams of poly acrylic acid-poly caprolactone graft copolymers and 37 ml dimethyl sulfoxide solvents are added in dry reactor, separately
Add the polypropylene glycol monobutyl ether for accounting for Modified Membrane gross weight 2%（Molecular weight is 5200）, under inert atmosphere, in 47 DEG C of stirring mixing
50 minutes, the tape casting film forming is used, 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
11.6 ° and 9.3%.
Embodiment 2
1）The preparation of poly acrylic acid-poly caprolactone graft copolymer
21 grams of polyacrylic acid are added in dry reactor（Molecular weight is 85000）With 10.8 grams of hydroxy-end capped polycaprolactone lists
Tridecyl ether（Molecular weight is 2400）, 316 ml dimethyl sulfoxide (DMSO)s are added, 0.039 gram is addedN,N’- diisopropyl carbon two
Under imines, inert atmosphere, in 30 DEG C of stirring reactions 3 days, terminating reaction by filtering, dialysis, was dried, obtains object；
2）The preparation of polycaprolactone and the polypropylene sorrel of polypropylene glycol modified
10.1 grams of poly acrylic acid-poly caprolactone graft copolymers are added in dry reactor and 36.5 ml dimethyl sulfoxide (DMSO)s are molten
Agent, it is another to add the polypropylene glycol monobutyl ether for accounting for Modified Membrane gross weight 3%（Molecular weight is 5600）, under inert atmosphere, in 49 DEG C of stirrings
Mixing 55 minutes, uses 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
12.5 ° and 9.9%.
Embodiment 3
1）The preparation of poly acrylic acid-poly caprolactone graft copolymer
21.3 grams of polyacrylic acid are added in dry reactor（Molecular weight is 89000）With 11.1 grams of hydroxy-end capped polycaprolactones
Single tridecyl ether（Molecular weight is 2500）, 323 ml dimethyl sulfoxide (DMSO)s are added, 0.058 gram of 3- ethyls -1- is added（3- diformazans
Aminopropyl）Under carbodiimide, inert atmosphere, in 33 DEG C of stirring reactions 4 days, terminating reaction by filtering, dialysis, was dried, obtained
Object；
2）The preparation of polycaprolactone and the polypropylene sorrel of polypropylene glycol modified
9.6 grams of poly acrylic acid-poly caprolactone graft copolymers and 35 ml dimethyl sulfoxide solvents are added in dry reactor,
It is another to add the polypropylene glycol monobutyl ether for accounting for Modified Membrane gross weight 4%（Molecular weight is 6300）, it is mixed in 54 DEG C of stirrings under inert atmosphere
Close 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
13.2 ° and 10.4%.
Claims (4)
1. a kind of method that polycaprolactone improves polypropylene sorrel water resistance and compliance with polypropylene glycol, it is characterised in that：Change
Property film in the molecular weight of polyacrylic acid segment be 82000~89000, the molecular weight of polycaprolactone segment is 2200~2500, is gathered
The molecular weight of propane diols segment is 5200~6300；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 single tridecyl ether, solvent, condensing agent and polyacrylic acid, inert atmosphere, in 26~33 DEG C of stirring reactions 2~4 days, terminate anti-
Should, by filtering, dialysis, dry, obtain object；
2）The preparation of polycaprolactone and the polypropylene sorrel of polypropylene glycol modified：Poly acrylic acid-poly is added in dry reactor
Under caprolactone graft copolymer, polypropylene glycol monobutyl ether and solvent, inert atmosphere, mixed 50~60 minutes in 47~54 DEG C of stirrings
Afterwards, with the tape casting film forming and drying, object is obtained.
2. a kind of polycaprolactone according to claim 1 and polypropylene glycol improve polypropylene sorrel water resistance and compliance
Method, it is characterised in that：Step 1）In, the mol ratio of polycaprolactone list tridecyl ether and polyacrylic acid is 15~25:1.
3. a kind of polycaprolactone according to claim 1 and polypropylene glycol improve polypropylene sorrel water resistance and compliance
Method, it is characterised in that：Step 1）In, condensing agent is usedN,N’- dicyclohexylcarbodiimide,N,N’- diisopropyl carbon two is sub-
Amine or 3- ethyls -1-（3- dimethylaminopropyls）The mol ratio of carbodiimide, condensing agent and polyacrylic acid is 1.06~1.9:1, it is molten
Agent uses dimethyl sulfoxide (DMSO), and reactant solution concentration is 5~15 g:100 ml.
4. a kind of polycaprolactone according to claim 1 and polypropylene glycol improve polypropylene sorrel water resistance and compliance
Method, it is characterised in that：Step 2）In, mass percent of the polypropylene glycol monobutyl ether in Modified Membrane is 2~4%, and solvent is used
Dimethyl sulfoxide (DMSO), mixture solution concentration is 25~30 g:100 ml.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710362686.2A CN106977935A (en) | 2017-05-22 | 2017-05-22 | A kind of method that polycaprolactone improves polypropylene sorrel water resistance and compliance with polypropylene glycol |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710362686.2A CN106977935A (en) | 2017-05-22 | 2017-05-22 | A kind of method that polycaprolactone improves polypropylene sorrel water resistance and compliance with polypropylene glycol |
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| CN106977935A true CN106977935A (en) | 2017-07-25 |
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| CN201710362686.2A Withdrawn CN106977935A (en) | 2017-05-22 | 2017-05-22 | A kind of method that polycaprolactone improves polypropylene sorrel water resistance and compliance with polypropylene glycol |
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103834180A (en) * | 2014-03-04 | 2014-06-04 | 山东理工大学 | Method for improving flexibility of polypeptide membrane by using polycaprolactone and polypropylene glycol |
| CN103865086A (en) * | 2014-03-04 | 2014-06-18 | 山东理工大学 | Method for improving flexibility of polypeptide membrane by polycaprolactone and polypropylene glycol |
| CN104559214A (en) * | 2015-01-06 | 2015-04-29 | 山东理工大学 | Method for improving hydrophily and flexibility of polypeptide membrane by polypropylene glycol and polyacrylic acid |
-
2017
- 2017-05-22 CN CN201710362686.2A patent/CN106977935A/en not_active Withdrawn
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103834180A (en) * | 2014-03-04 | 2014-06-04 | 山东理工大学 | Method for improving flexibility of polypeptide membrane by using polycaprolactone and polypropylene glycol |
| CN103865086A (en) * | 2014-03-04 | 2014-06-18 | 山东理工大学 | Method for improving flexibility of polypeptide membrane by polycaprolactone and polypropylene glycol |
| CN104559214A (en) * | 2015-01-06 | 2015-04-29 | 山东理工大学 | Method for improving hydrophily and flexibility of polypeptide membrane by polypropylene glycol and polyacrylic acid |
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Application publication date: 20170725 |