CN106977949A - A kind of method that polycaprolactone is improved with PPDO to polypropylene sorrel water resistance and compliance - Google Patents
A kind of method that polycaprolactone is improved with PPDO to polypropylene sorrel water resistance and compliance Download PDFInfo
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- CN106977949A CN106977949A CN201710376574.2A CN201710376574A CN106977949A CN 106977949 A CN106977949 A CN 106977949A CN 201710376574 A CN201710376574 A CN 201710376574A CN 106977949 A CN106977949 A CN 106977949A
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- ppdo
- polycaprolactone
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- graft copolymer
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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
- C08G81/027—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
Abstract
The present invention discloses a kind of method that polycaprolactone is improved with PPDO to polypropylene sorrel water resistance and compliance, using following steps：1）Hydroxy-end capped PPDO monododecyl ether, solvent, condensing agent and polyacrylic acid is added in dry reactor, reacts 2~4 days, obtains polyacrylic acid PPDO graft copolymer；2）Graft copolymer, amino-terminated polycaprolactone list tridecyl ether, solvent and condensing agent are added in dry reactor, reacts 2~4 days, obtains polyacrylic acid polycaprolactone PPDO dual graft copolymer；3）Dual graft copolymer, polycaprolactone list tridecyl 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.Polycaprolactone and PPDO are can with excellent biocompatibility and biology
The biomaterial of degradability, with good hydrophobicity and compliance.PPDO segment is first grafted to polypropylene
Poly acrylic acid-poly Lanthanum Isopropoxide graft copolymer is obtained on acid molecule chain, then polycaprolactone segment is grafted to polypropylene
Poly acrylic acid-poly caprolactone-poly- to dioxy ring is formed on polyacrylic acid segment in acid-PPDO graft copolymer
Hexanone dual graft copolymer, then adds poly acrylic acid-poly caprolactone-PPDO pair by polycaprolactone segment again and connects
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 is improved with PPDO to polypropylene sorrel water resistance and compliance, it is special
Levy and be：The molecular weight of polyacrylic acid segment is 83000~93000, the molecular weight of PPDO segment in Modified Membrane
For 2500~2700, the molecular weight of polycaprolactone segment is 2300~2400；Its method of modifying uses following steps：
1）The synthesis of poly acrylic acid-poly Lanthanum Isopropoxide graft copolymer：Hydroxy-end capped gather is added in dry reactor
Under Lanthanum Isopropoxide monododecyl ether, solvent, condensing agent and polyacrylic acid, inert atmosphere, in 28~34 DEG C of stirring reactions 2
~4 days, terminating reaction by filtering, dialysis, was dried, obtains object；
2）The synthesis of poly acrylic acid-poly caprolactone-PPDO dual graft copolymer：Added in dry reactor poly-
Acrylic acid-PPDO graft copolymer, amino-terminated polycaprolactone list tridecyl ether, solvent and condensing agent,
Under inert atmosphere, in 27~32 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 polycaprolactone is improved with PPDO：Polypropylene is added in dry reactor
Under acid-polycaprolactone-PPDO dual graft copolymer, polycaprolactone list tridecyl ether and solvent, inert atmosphere,
After 46~52 DEG C of stirrings are mixed 50~60 minutes, with the tape casting film forming and drying, object is obtained.
A kind of described polycaprolactone is improved with PPDO to polypropylene sorrel water resistance and compliance
Method, step 1）In, the mol ratio of PPDO monododecyl ether and polyacrylic acid is 15~25:1.
A kind of described polycaprolactone is improved with PPDO to polypropylene sorrel water resistance and compliance
Method, step 1）In, condensing agent is usedN,N’- dicyclohexylcarbodiimide,N,N’- DIC or 3- second
Base -1-（3- dimethylaminopropyls）The mol ratio of carbodiimide, condensing agent and polyacrylic acid is 1.06~1.9:1, solvent uses two
Methyl sulfoxide, reactant solution concentration is 5~15 g:100 ml.
A kind of described polycaprolactone is improved with PPDO to polypropylene sorrel water resistance and compliance
Method, step 2）In, polycaprolactone list tridecyl ether and in poly acrylic acid-poly Lanthanum Isopropoxide graft copolymer poly- third
The mol ratio of olefin(e) acid segment is 15~25:1.
A kind of described polycaprolactone is improved with PPDO to polypropylene sorrel water resistance and compliance
Method, step 2）In, condensing agent is usedN,N’- dicyclohexylcarbodiimide,N,N’- DIC or 3- second
Base -1-（3- dimethylaminopropyls）Carbodiimide, condensing agent and polypropylene in poly acrylic acid-poly Lanthanum Isopropoxide graft copolymer
The mol ratio of sour segment is 1.06~1.9:1, solvent uses dimethyl sulfoxide (DMSO), and reactant solution concentration is 5~15 g:100
ml。
A kind of described polycaprolactone is improved with PPDO to polypropylene sorrel water resistance and compliance
Method, step 3）In, mass percent of the polycaprolactone list tridecyl ether in Modified Membrane is 2~3%, and solvent uses two
Methyl sulfoxide, mixture solution concentration is 25~30 g:100 ml.
Compared with prior art, its advantage is the present invention：
1st, a kind of described polycaprolactone and PPDO are improved to polypropylene sorrel water resistance and compliance
Method, using 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 Lanthanum Isopropoxide graft copolymer
15.9 grams of polyacrylic acid are added in dry reactor（Molecular weight is 83000）, 9.1 grams it is hydroxy-end capped poly- to dioxy ring
Hexanone monododecyl ether（Molecular weight is 2500）, 250 ml dimethyl sulfoxide (DMSO)s are added, 0.049 gram is addedN,N’- two hexamethylenes
Under base carbodiimide, inert atmosphere, in 28 DEG C of stirring reactions 2 days, terminating reaction by filtering, dialysis, was dried, obtains target
Thing；
2）The preparation of poly acrylic acid-poly caprolactone-PPDO dual graft copolymer
Dry reactor add 12 grams of poly acrylic acid-poly Lanthanum Isopropoxide graft copolymers, 6.6 grams amino-terminated gather oneself
Lactone list tridecyl ether（Molecular weight is 2300）, 186 ml dimethyl sulfoxide (DMSO)s are added, 0.035 gram is addedN,N’- two hexamethylenes
Under base carbodiimide, inert atmosphere, in 27 DEG C of stirring reactions 2 days, terminating reaction by filtering, dialysis, was dried, obtains target
Thing；
3）The preparation for the polypropylene sorrel that polycaprolactone is improved with PPDO
10 grams of poly acrylic acid-poly caprolactone-PPDO dual graft copolymers and 37 ml are added in dry reactor
Dimethyl sulfoxide solvent, it is another to add the polycaprolactone list tridecyl ether for accounting for Modified Membrane gross weight 2%（Molecular weight is 2300）, it is lazy
Property atmosphere under, in 46 DEG C stirring mixing 50 minutes, use the tape casting film forming, object be 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
11.7 ° and 9.2%.
Embodiment 2
1）The preparation of poly acrylic acid-poly Lanthanum Isopropoxide graft copolymer
15.1 grams of polyacrylic acid are added in dry reactor（Molecular weight is 87000）, 8.5 grams it is hydroxy-end capped poly- to dioxy ring
Hexanone monododecyl ether（Molecular weight is 2600）, 235 ml dimethyl sulfoxide (DMSO)s are added, 0.028 gram is addedN,N’- diisopropyl
Under base carbodiimide, inert atmosphere, in 30 DEG C of stirring reactions 3 days, terminating reaction by filtering, dialysis, was dried, obtains target
Thing；
2）The preparation of poly acrylic acid-poly caprolactone-PPDO dual graft copolymer
Dry reactor add 12.1 grams of poly acrylic acid-poly Lanthanum Isopropoxide graft copolymers, 6.4 grams it is amino-terminated poly-
Caprolactone list tridecyl ether（Molecular weight is 2400）, 185 ml dimethyl sulfoxide (DMSO)s are added, 0.021 gram is addedN,N’- two is different
Under propyl group carbodiimide, inert atmosphere, in 29 DEG C of stirring reactions 3 days, terminating reaction by filtering, dialysis, was dried, obtains mesh
Mark thing；
3）The preparation for the polypropylene sorrel that polycaprolactone is improved with PPDO
9.9 grams of poly acrylic acid-poly caprolactone-PPDO dual graft copolymers and 36 are added in dry reactor
Ml dimethyl sulfoxide solvents, it is another to add the polycaprolactone list tridecyl ether for accounting for Modified Membrane gross weight 3%（Molecular weight is 2400）,
Under inert atmosphere, mixed 55 minutes in 48 DEG C of stirrings, use the tape casting film forming, target is dried to obtain in 50 DEG C of vacuum drying chambers
Thing.
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 10.5%.
Embodiment 3
1）The preparation of poly acrylic acid-poly Lanthanum Isopropoxide graft copolymer
15.6 grams of polyacrylic acid are added in dry reactor（Molecular weight is 93000）, 8.3 grams it is hydroxy-end capped poly- to dioxy ring
Hexanone monododecyl ether（Molecular weight is 2700）, 239 ml dimethyl sulfoxide (DMSO)s are added, 0.041 gram of 3- ethyls -1- is added（3-
Dimethylaminopropyl）Under carbodiimide, inert atmosphere, in 34 DEG C of stirring reactions 4 days, terminating reaction by filtering, dialysis, was dried,
Obtain object；
2）The preparation of poly acrylic acid-poly caprolactone-PPDO dual graft copolymer
Dry reactor add 11.5 grams of poly acrylic acid-poly Lanthanum Isopropoxide graft copolymers, 5.5 grams it is amino-terminated poly-
Caprolactone list tridecyl ether（Molecular weight is 2400）, 173 ml dimethyl sulfoxide (DMSO)s are added, 0.028 gram of 3- ethyls -1- is added
（3- dimethylaminopropyls）Under carbodiimide, inert atmosphere, in 32 DEG C of stirring reactions 4 days, terminating reaction, by filtering, dialysis, dry
It is dry, obtain object；
3）The preparation for the polypropylene sorrel that polycaprolactone is improved with PPDO
9.5 grams of poly acrylic acid-poly caprolactone-PPDO dual graft copolymers and 35 are added in dry reactor
Ml dimethyl sulfoxide solvents, it is another to add the polycaprolactone list tridecyl ether for accounting for Modified Membrane gross weight 2%（Molecular weight is 2400）,
Under inert atmosphere, mixed 60 minutes in 52 DEG C of stirrings, use the tape casting film forming, target is dried to obtain in 50 DEG C of vacuum drying chambers
Thing.
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 11.4%.
Claims (6)
1. a kind of method that polycaprolactone is improved with PPDO to polypropylene sorrel water resistance and compliance, its
It is characterised by：The molecular weight of polyacrylic acid segment is 83000~93000, the molecule of PPDO segment in Modified Membrane
Measure as 2500~2700, the molecular weight of polycaprolactone segment is 2300~2400；Its modification method uses following steps：
1）The synthesis of poly acrylic acid-poly Lanthanum Isopropoxide graft copolymer：Hydroxy-end capped gather is added in dry reactor
Under Lanthanum Isopropoxide monododecyl ether, solvent, condensing agent and polyacrylic acid, inert atmosphere, in 28~34 DEG C of stirring reactions 2
~4 days, terminating reaction by filtering, dialysis, was dried, obtains object；
2）The synthesis of poly acrylic acid-poly caprolactone-PPDO dual graft copolymer：Added in dry reactor poly-
Acrylic acid-PPDO graft copolymer, amino-terminated polycaprolactone list tridecyl ether, solvent and condensing agent,
Under inert atmosphere, in 27~32 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 polycaprolactone is improved with PPDO：Polypropylene is added in dry reactor
Under acid-polycaprolactone-PPDO dual graft copolymer, polycaprolactone list tridecyl ether and solvent, inert atmosphere,
After 46~52 DEG C of stirrings are mixed 50~60 minutes, with the tape casting film forming and drying, object is obtained.
2. a kind of polycaprolactone according to claim 1 and PPDO are to polypropylene sorrel water resistance and submissive
The method that property is improved, it is characterised in that：Step 1）In, PPDO monododecyl ether and polyacrylic acid rub
You are than being 15~25:1.
3. a kind of polycaprolactone according to claim 1 and PPDO are to polypropylene sorrel water resistance and soft
The pliable method improved, it is characterised in that：Step 1）In, condensing agent is usedN,N’- dicyclohexylcarbodiimide,N,N’-
DIC or 3- ethyls -1-（3- dimethylaminopropyls）The mol ratio of carbodiimide, condensing agent and polyacrylic acid is
1.06~1.9:1, solvent uses dimethyl sulfoxide (DMSO), and reactant solution concentration is 5~15 g:100 ml.
4. a kind of polycaprolactone according to claim 1 and PPDO are to polypropylene sorrel water resistance and submissive
The method that property is improved, it is characterised in that：Step 2）In, polycaprolactone list tridecyl ether is with poly acrylic acid-poly to dioxy
The mol ratio of polyacrylic acid segment is 15~25 in cyclohexanone graft copolymer:1.
5. a kind of polycaprolactone according to claim 1 and PPDO are to polypropylene sorrel water resistance and soft
The pliable method improved, it is characterised in that：Step 2）In, condensing agent is usedN,N’- dicyclohexylcarbodiimide,N,N’-
DIC or 3- ethyls -1-（3- dimethylaminopropyls）Carbodiimide, condensing agent is with poly acrylic acid-poly to dioxy ring
The mol ratio of polyacrylic acid segment is 1.06~1.9 in hexanone graft copolymer:1, solvent uses dimethyl sulfoxide (DMSO), and reactant is molten
Liquid concentration is 5~15 g:100 ml.
6. a kind of polycaprolactone according to claim 1 and PPDO are to polypropylene sorrel water resistance and submissive
The method that property is improved, it is characterised in that：Step 3）In, quality percentage of the polycaprolactone list tridecyl ether in Modified Membrane
Than for 2~3%, solvent uses dimethyl sulfoxide (DMSO), mixture solution concentration is 25~30 g:100 ml.
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| CN201710376574.2A CN106977949A (en) | 2017-05-25 | 2017-05-25 | A kind of method that polycaprolactone is improved with PPDO to polypropylene sorrel water resistance and compliance |
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101486806A (en) * | 2009-02-17 | 2009-07-22 | 四川大学 | Natural polymer / degradable polymer composite material and preparation thereof |
| 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) |
| CN105585852A (en) * | 2016-03-16 | 2016-05-18 | 山东理工大学 | Method for improving water resistance and flexibility of polyvinyl alcohol film through polycaprolactone and poly(p-dioxanone) |
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2017
- 2017-05-25 CN CN201710376574.2A patent/CN106977949A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101486806A (en) * | 2009-02-17 | 2009-07-22 | 四川大学 | Natural polymer / degradable polymer composite material and preparation thereof |
| 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) |
| CN105585852A (en) * | 2016-03-16 | 2016-05-18 | 山东理工大学 | Method for improving water resistance and flexibility of polyvinyl alcohol film through polycaprolactone and poly(p-dioxanone) |
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Application publication date: 20170725 |