CN103865090B - A kind of method that polycaprolactone and polyoxyethylene glycol improve poly-peptide film wetting ability - Google Patents
A kind of method that polycaprolactone and polyoxyethylene glycol improve poly-peptide film wetting ability Download PDFInfo
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- CN103865090B CN103865090B CN201410092356.2A CN201410092356A CN103865090B CN 103865090 B CN103865090 B CN 103865090B CN 201410092356 A CN201410092356 A CN 201410092356A CN 103865090 B CN103865090 B CN 103865090B
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Abstract
The present invention discloses a kind of method that polycaprolactone and polyoxyethylene glycol improve poly-peptide film wetting ability, adopt following steps: the 1) synthesis of poly-peptide-polycaprolactone graft copolymer: add poly-peptide homopolymer, polycaprolactone list tridecyl ether, solvent and catalyzer in dry reactor, under inert atmosphere, in 55 ~ 58 DEG C of stirring reactions after 3 ~ 4 days, by filtration, dialysis, dry obtained target compound; 2) preparation of polycaprolactone and poly ethyldiol modified poly-peptide film: add poly-peptide-polycaprolactone graft copolymer, polyoxyethylene glycol and solvent in dry reactor, under inert atmosphere, after being uniformly mixed 50 ~ 70 minutes in 40 ~ 50 DEG C, also dry by casting method film forming, obtain target compound of the present invention.Preparation technology of the present invention is simple, be easy to grasp, and gained modified membrane wetting ability is greatly improved.
Description
Technical field
The present invention relates to a kind of method that poly-peptide film wetting ability is improved, belong to field of polymer film preparing technology.
Background technology
Poly-peptide a kind ofly has good biocompatibility and the biomaterial of biodegradability, and poly-peptide film can be used as artificial skin etc., but poly-peptide film lacks good wetting ability, thus limit its application to a certain extent.Polycaprolactone has good biocompatibility and biodegradability, softer and have good blended property with polyoxyethylene glycol.Polyoxyethylene glycol has good biocompatibility and biodegradability, and has good wetting ability.First polycaprolactone segment is introduced poly-peptide segment and form poly-peptide-polycaprolactone graft copolymer to improve the blended property of poly-peptide, and then polyoxyethylene glycol segment is added poly-peptide-polycaprolactone graft copolymer formation blend, obtained modification gathers peptide film, thus drastically increases the wetting ability of poly-peptide 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 poly-peptide film wetting ability is improved.Its technical scheme is:
A kind of method that polycaprolactone and polyoxyethylene glycol improve poly-peptide film wetting ability, it is characterized in that: in modified membrane, the molecular weight of poly-peptide segment is 60000 ~ 80000, the molecular weight of polycaprolactone segment is 1000 ~ 2000, and the molecular weight of polyoxyethylene glycol segment is 4000 ~ 5000; Its method of modifying adopts following steps:
1) synthesis of poly-peptide-polycaprolactone graft copolymer: add poly-peptide homopolymer, polycaprolactone list tridecyl ether, solvent and catalyzer in dry reactor, under inert atmosphere, in 55 ~ 58 DEG C of stirring reactions after 3 ~ 4 days, by filtration, dialysis, dry obtained target compound;
2) preparation of polycaprolactone and poly ethyldiol modified poly-peptide film: add poly-peptide-polycaprolactone graft copolymer, polyoxyethylene glycol and solvent in dry reactor, under inert atmosphere, after being uniformly mixed 50 ~ 70 minutes in 40 ~ 50 DEG C, also dry by casting method film forming, obtain target compound.
The method that described a kind of polycaprolactone and polyoxyethylene glycol improve poly-peptide film wetting ability, in step 1), poly-peptide homopolymer adopts poly-(r-phenmethyl-Pidolidone ester), poly-(r-ethyl-L-glutamate ester) or poly-(r-methyl-Pidolidone ester), and the mol ratio of polycaprolactone list tridecyl ether and poly-peptide homopolymer is 15 ~ 25:1.
The method that described a kind of polycaprolactone and polyoxyethylene glycol improve poly-peptide film wetting ability, in step 1), catalyzer adopts tosic acid, the mol ratio of catalyzer and poly-peptide homopolymer is 25 ~ 45:1, solvent adopts 1,1,2-trichloroethane or dimethyl sulfoxide (DMSO), reactant solution concentration is 5 ~ 15g:100ml.
The method that described a kind of polycaprolactone and polyoxyethylene glycol improve poly-peptide film wetting ability, step 2) in, the mass percent of polyoxyethylene glycol in modified membrane is 1 ~ 3%, solvent adopts 1,1,2-trichloroethane or dimethyl sulfoxide (DMSO), mixture solution concentration is 25 ~ 30g:100ml.
Compared with prior art, its advantage is in the present invention:
1, described polycaprolactone and polyoxyethylene glycol improve the poly-hydrophilic method of peptide film, adopt graft copolymerization and blended two kinds of means, simple to operate, be easy to grasp;
2, described poly-peptide modified membrane wetting ability is greatly improved.
Embodiment
embodiment 1
1) synthesis of poly-peptide-polycaprolactone graft copolymer:
12 gram molecular weights are 60000 poly-(r-phenmethyl-Pidolidone esters), 3.1 gram molecular weights are 1000 polycaprolactone list tridecyl ether, 0.9 gram of tosic acid is added in dry reactor, add 260 milliliter 1 again, 1,2-Separator, under inert atmosphere, in 55 DEG C of stirring reactions after 3 days, termination reaction, then by filtration, dialysis, dry obtained target compound;
2) preparation of polycaprolactone and poly ethyldiol modified poly-peptide film:
10 grams of poly-peptide-polycaprolactone graft copolymers and 38 milliliter 1 is added in dry reactor, 1,2-Separator, separately add the polyoxyethylene glycol (molecular weight is 4000) accounting for modified membrane gross weight 1%, under inert atmosphere, after being uniformly mixed 50 minutes in 40 DEG C, use casting method film forming, in 50 DEG C of vacuum drying ovens, drying obtains target compound.
After tested: the hydrophilic rate of target compound of the present invention is than improve 11.6% before modified.
embodiment 2
1) synthesis of poly-peptide-polycaprolactone graft copolymer:
12 gram molecular weights are 70000 poly-(r-ethyl-L-glutamate esters), 5.3 gram molecular weights are 1500 polycaprolactone list tridecyl ether, 0.91 gram of tosic acid is added in dry reactor, add 230 milliliter 1 again, 1,2-Separator, under inert atmosphere, in 56 DEG C of stirring reactions after 4 days, termination reaction, then by filtration, dialysis, dry obtained target compound;
2) preparation of polycaprolactone and poly ethyldiol modified poly-peptide film:
10 grams of poly-peptide-polycaprolactone graft copolymers and 36 milliliter 1 is added in dry reactor, 1,2-Separator, separately add the polyoxyethylene glycol (molecular weight is 4500) accounting for modified membrane gross weight 2%, under inert atmosphere, after being uniformly mixed 60 minutes in 45 DEG C, use casting method film forming, in 50 DEG C of vacuum drying ovens, drying obtains target compound.
After tested: the hydrophilic rate of target compound of the present invention is than improve 12.8% before modified.
embodiment 3
1) synthesis of poly-peptide-polycaprolactone graft copolymer:
12 gram molecular weights are 80000 poly-(r-methyl-Pidolidone esters), 7.2 gram molecular weights are 2000 polycaprolactone list tridecyl ether, 1.03 grams of tosic acid are added in dry reactor, add 177 milliliters of dimethyl sulfoxide (DMSO) again, under inert atmosphere, in 58 DEG C of stirring reactions after 3 days, termination reaction, then by filtration, dialysis, dry obtained target compound;
2) preparation of polycaprolactone and poly ethyldiol modified poly-peptide film:
10 grams of poly-peptide-polycaprolactone graft copolymers and 35.5 milliliters of dimethyl sulfoxide (DMSO) are added in dry reactor, separately add the polyoxyethylene glycol (molecular weight is 5000) accounting for modified membrane gross weight 3%, under inert atmosphere, after being uniformly mixed 70 minutes in 50 DEG C, use casting method film forming, in 50 DEG C of vacuum drying ovens, drying obtains target compound.
After tested: the hydrophilic rate of target compound of the present invention is than improve 13.9% before modified.
Claims (4)
1. the method poly-peptide film wetting ability improved with polycaprolactone and polyoxyethylene glycol, it is characterized in that: in modified membrane, the molecular weight of poly-peptide segment is 60000 ~ 80000, the molecular weight of polycaprolactone segment is 1000 ~ 2000, and the molecular weight of polyoxyethylene glycol segment is 4000 ~ 5000; Its method of modifying adopts following steps:
1) synthesis of poly-peptide-polycaprolactone graft copolymer: add poly-peptide homopolymer, polycaprolactone list tridecyl ether, solvent and catalyzer in dry reactor, under inert atmosphere, in 55 ~ 58 DEG C of stirring reactions after 3 ~ 4 days, by filtration, dialysis, dry obtained target compound, wherein, poly-peptide homopolymer adopts poly-(γ-phenmethyl-Pidolidone ester), poly-(γ-ethyl-L-glutamate ester) or poly-(γ-methyl-Pidolidone ester);
2) preparation of polycaprolactone and poly ethyldiol modified poly-peptide film: add poly-peptide-polycaprolactone graft copolymer, polyoxyethylene glycol and solvent in dry reactor, under inert atmosphere, after being uniformly mixed 50 ~ 70 minutes in 40 ~ 50 DEG C, also dry by casting method film forming, obtain target compound.
2. the method improved poly-peptide film wetting ability of a kind of polycaprolactone according to claim 1 and polyoxyethylene glycol, it is characterized in that: in step 1), the mol ratio of polycaprolactone list tridecyl ether and poly-peptide homopolymer is 15 ~ 25:1.
3. a kind of polycaprolactone according to claim 1 and polyoxyethylene glycol method that poly-peptide film wetting ability is improved, it is characterized in that: in step 1), catalyzer adopts tosic acid, the mol ratio of catalyzer and poly-peptide homopolymer is 25 ~ 45:1, solvent adopts 1,1,2-trichloroethane or dimethyl sulfoxide (DMSO), reactant solution concentration is 5 ~ 15g:100ml.
4. a kind of polycaprolactone according to claim 1 and polyoxyethylene glycol method that poly-peptide film wetting ability is improved, it is characterized in that: step 2) in, the mass percent of polyoxyethylene glycol in modified membrane is 1 ~ 3%, solvent adopts 1,1,2-trichloroethane or dimethyl sulfoxide (DMSO), mixture solution concentration is 25 ~ 30g:100ml.
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| CN104559213B (en) * | 2015-01-06 | 2017-03-08 | 山东理工大学 | A kind of method that PTMC improves poly- peptide film hydrophilic and compliance with Polyethylene Glycol |
| CN104479157B (en) * | 2015-01-06 | 2017-07-11 | 山东理工大学 | A kind of method that polycaprolactone improves poly- peptide film hydrophily and compliance with polyethylene glycol |
| CN104559222B (en) * | 2015-01-12 | 2017-02-22 | 山东理工大学 | Method for improving hydrophilicity and flexibility of polypeptide film by polycaprolactone and carboxymethyl chitosan |
| CN104559219B (en) * | 2015-01-12 | 2017-06-16 | 山东理工大学 | A kind of method that polycaprolactone improves poly- peptide film hydrophily and compliance with aqueous polyurethane |
| CN105754122B (en) * | 2016-04-25 | 2018-08-21 | 苏州大学张家港工业技术研究院 | A kind of preparation method of hydrophily polycaprolactone membrane |
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| CN101215377A (en) * | 2007-12-27 | 2008-07-09 | 中国科学院长春应用化学研究所 | Aliphatic polyester-polyamino acid Y-type three-arm block copolymers and synthetic method thereof |
| CN101595211A (en) * | 2006-10-27 | 2009-12-02 | 戴念梓 | Graftskin and preparation method thereof and purposes |
| CN101766584A (en) * | 2008-12-30 | 2010-07-07 | 华东理工大学 | Long-circulating degradable polymer nano microcapsule synergistically modified by polyethylene glycol/water-soluble chitosan and preparation method thereof |
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| CN1850322A (en) * | 2006-01-17 | 2006-10-25 | 亚美滤膜（南通）有限公司 | Method for producing porose semi-permeation filtering film |
| CN101595211A (en) * | 2006-10-27 | 2009-12-02 | 戴念梓 | Graftskin and preparation method thereof and purposes |
| CN101215377A (en) * | 2007-12-27 | 2008-07-09 | 中国科学院长春应用化学研究所 | Aliphatic polyester-polyamino acid Y-type three-arm block copolymers and synthetic method thereof |
| CN101766584A (en) * | 2008-12-30 | 2010-07-07 | 华东理工大学 | Long-circulating degradable polymer nano microcapsule synergistically modified by polyethylene glycol/water-soluble chitosan and preparation method thereof |
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