CN103865085A - Method for improving hydrophilia of polypeptide membrane by poly-trimethylene carbonate and polyvinylpyrrolidone - Google Patents
Method for improving hydrophilia of polypeptide membrane by poly-trimethylene carbonate and polyvinylpyrrolidone Download PDFInfo
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- CN103865085A CN103865085A CN201410075526.6A CN201410075526A CN103865085A CN 103865085 A CN103865085 A CN 103865085A CN 201410075526 A CN201410075526 A CN 201410075526A CN 103865085 A CN103865085 A CN 103865085A
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Abstract
The invention discloses a method for improving the hydrophilia of a polypeptide membrane by poly-trimethylene carbonate and polyvinylpyrrolidone. The method comprises the following steps: (1) adding polypeptide homopolymer, diisocyanate, a catalyst and a solvent into a drying reactor, and stirring to react for 40-60 minutes at 50-55 DEG C to obtain polypeptide homopolymer containing -NCO-terminated group; (2) adding the polypeptide homopolymer containing -NCO-terminated group, a catalyst and a solvent into the drying reactor, adding poly-trimethylene carbonate monotridecyl ether, and stirring to react for 50-70 minutes at 40-50 DEG C to obtain polypeptide-poly-trimethylene carbonate diblock copolymer; (3) adding the polypeptide-poly-trimethylene carbonate diblock copolymer, polyvinylpyrrolidone and a solvent into the drying reactor, stirring and mixing for 50-70 minutes at 40-50 DEG C, forming a membrane by using a tape casting method, and drying to obtain a target product. According to the invention, the preparation process is simple, and the hydrophilia of the modified membrane is greatly improved.
Description
Technical field
The present invention relates to one poly-peptide film wetting ability is carried out to improved method, belong to field of polymer film preparing technology.
Background technology
Poly-peptide is a kind of have good biocompatibility and biomaterial of biodegradability, and poly-peptide film can be used as artificial skin etc., but poly-peptide film lacks good wetting ability, thereby has limited to a certain extent its application.PTMC has good biocompatibility and biodegradability, and has good blend with polyvinylpyrrolidone.Polyvinylpyrrolidone has good biocompatibility and biodegradability, and has good wetting ability.First PTMC segment is introduced to poly-peptide segment and formed poly-peptide-PTMC Synthetic rubber, isoprene-styrene, hydrogenated, block, diblock to improve the blend of poly-peptide, and then add poly-peptide-PTMC Synthetic rubber, isoprene-styrene, hydrogenated, block, diblock to form blend polyvinylpyrrolidone segment, make the poly-peptide film of modification, thereby greatly improved the wetting ability of poly-peptide film.With PTMC and polyvinylpyrrolidone, poly-peptide film wetting ability is carried out to improved research at present and there is not yet report.
Summary of the invention
The object of the present invention is to provide a kind of simple to operate and effect preferably poly-peptide film wetting ability to be carried out to improved method.Its technical scheme is:
A kind of PTMC and polyvinylpyrrolidone improve the poly-hydrophilic method of peptide film, it is characterized in that: in modified membrane, the molecular weight of poly-peptide segment is 60000～80000, the molecular weight of PTMC segment is 3000～5000, and the molecular weight of polyvinylpyrrolidone segment is 4000～5000; Its method of modifying adopts following steps:
1) synthesizing of the poly-peptide homopolymer that contains end-NCO group: add poly-peptide homopolymer, vulcabond, catalysts and solvents in dry reactor, under inert atmosphere, in 50～55 DEG C of stirring reactions 40～60 minutes, termination reaction, remove excessive vulcabond by dialysis method, obtain target compound;
2) poly-peptide-PTMC Synthetic rubber, isoprene-styrene, hydrogenated, block, diblock is synthetic: in dry reactor, add the poly-peptide homopolymer, the catalysts and solvents that contain end-NCO group, add again PTMC list tridecyl ether, under inert atmosphere, in 40～50 DEG C of stirring reactions 50～70 minutes, termination reaction, obtains target compound by filtering, dialyse, being dried;
3) preparation of the poly-peptide film of PTMC and polyvinyl pyrrolidone modified: add poly-peptide-PTMC Synthetic rubber, isoprene-styrene, hydrogenated, block, diblock, polyvinylpyrrolidone and solvent in dry reactor, under inert atmosphere, be uniformly mixed after 50～70 minutes in 40～50 DEG C, by casting method film forming dry, obtain target compound.
Described a kind of PTMC and polyvinylpyrrolidone improve the poly-hydrophilic method of peptide film, in step 1), poly-peptide homopolymer adopts poly-(r-phenmethyl-Pidolidone ester), poly-(r-ethyl-Pidolidone ester) or poly-(r-methyl-Pidolidone ester), vulcabond adopts 2,4-tolylene diisocyanate, the mol ratio of vulcabond and poly-peptide homopolymer is 15～25:1.
Described a kind of PTMC and polyvinylpyrrolidone improve the poly-hydrophilic method of peptide film, in step 1), catalyzer adopts dibutyl tin laurate, add-on is 3～5 ‰ of poly-peptide homopolymer and vulcabond gross weight, solvent adopts 1,1,2-trichloroethane or dimethyl sulfoxide (DMSO), reactant solution concentration is 5～15 g:100 ml.
Described a kind of PTMC and polyvinylpyrrolidone improve the poly-hydrophilic method of peptide film, step 2) in, PTMC list tridecyl ether is 15～25:1 with the mol ratio of the poly-peptide homopolymer that contains end-NCO group.
Described a kind of PTMC and polyvinylpyrrolidone improve the poly-hydrophilic method of peptide film, step 2) in, solvent adopts 1,1,2-trichloroethane or dimethyl sulfoxide (DMSO), catalyzer adopts dibutyl tin laurate, and catalyzer add-on is PTMC list tridecyl ether and 3～5 ‰ of the poly-peptide homopolymer gross weight that contains end-NCO group, and reactant solution concentration is 5～15 g:100 ml.
Described a kind of PTMC and polyvinylpyrrolidone improve the poly-hydrophilic method of peptide film, in step 3), the mass percent of polyvinylpyrrolidone in modified membrane is 1～4%, solvent adopts 1,1,2-trichloroethane or dimethyl sulfoxide (DMSO), mixture solution concentration is 25～30 g:100 ml.
Compared with prior art, its advantage is in the present invention:
1, described PTMC and polyvinylpyrrolidone improve the poly-hydrophilic method of peptide film, adopt block copolymerization and two kinds of means of blend, simple to operate, be easy to grasp;
2, described poly-peptide modified membrane wetting ability is greatly improved.
Embodiment
embodiment 1
1) synthesizing of the poly-peptide homopolymer that contains end-NCO group:
In dry reactor, add 20 gram molecular weights be 60000 poly-(r-phenmethyl-Pidolidone ester), 0.9 gram 2,4-tolylene diisocyanate and 280 ml 1,1,2-trichloroethane solvent, separately add the dibutyl tin laurate of above-mentioned reactant gross weight 3 ‰, under inert atmosphere, in 50 DEG C of stirring reactions 40 minutes, termination reaction, removes excessive vulcabond by dialysis method and obtains target compound;
2) poly-peptide-PTMC Synthetic rubber, isoprene-styrene, hydrogenated, block, diblock is synthetic:
In dry reactor, add 15 grams containing poly-(r-phenmethyl-Pidolidone ester) of end-NCO group, PTMC list tridecyl ether and 420 ml 1 that 11.8 gram molecular weights are 3000,1,2-trichloroethane solvent, add again the dibutyl tin laurate of above-mentioned reactant gross weight 3 ‰, under inert atmosphere, in 40 DEG C of stirring reactions 50 minutes, termination reaction, by filtering, dialysis, the dry target compound that obtains;
3) preparation of the poly-peptide film of PTMC and polyvinyl pyrrolidone modified:
In dry reactor, add 12 grams of poly-peptide-PTMC Synthetic rubber, isoprene-styrene, hydrogenated, block, diblocks and 47 ml 1,1,2-trichloroethane solvent, separately add the polyvinylpyrrolidone (molecular weight is 4000) that accounts for modified membrane gross weight 1%, under inert atmosphere, be uniformly mixed 50 minutes in 40 DEG C, use casting method film forming, the dry target compound that obtains in 50 DEG C of vacuum drying ovens.
After tested: the hydrophilic rate of target compound of the present invention has improved 12.5% before than modification.
embodiment 2
1) synthesizing of the poly-peptide homopolymer that contains end-NCO group:
In dry reactor, add 20 gram molecular weights be 70000 poly-(r-ethyl-Pidolidone ester), 1.02 gram 2,4-tolylene diisocyanate and 217 ml dimethyl sulfoxide solvents, separately add the dibutyl tin laurate of above-mentioned reactant gross weight 4 ‰, under inert atmosphere, in 52 DEG C of stirring reactions 50 minutes, termination reaction, removes excessive vulcabond by dialysis method and obtains target compound;
2) poly-peptide-PTMC Synthetic rubber, isoprene-styrene, hydrogenated, block, diblock is synthetic:
In dry reactor, add 15 grams containing poly-(r-ethyl-Pidolidone ester) of end-NCO group, PTMC list tridecyl ether and the 430 ml dimethyl sulfoxide solvents that 17.1 gram molecular weights are 4000, add again the dibutyl tin laurate of above-mentioned reactant gross weight 4 ‰, under inert atmosphere, in 45 DEG C of stirring reactions 60 minutes, termination reaction, obtains target compound by filtering, dialyse, being dried;
3) preparation of the poly-peptide film of PTMC and polyvinyl pyrrolidone modified:
In dry reactor, add 12 grams of poly-peptide-PTMC Synthetic rubber, isoprene-styrene, hydrogenated, block, diblocks and 45 ml dimethyl sulfoxide solvents, separately add the polyvinylpyrrolidone (molecular weight is 4500) that accounts for modified membrane gross weight 2%, under inert atmosphere, be uniformly mixed 60 minutes in 45 DEG C, use casting method film forming, the dry target compound that obtains in 50 DEG C of vacuum drying ovens.
After tested: the hydrophilic rate of target compound of the present invention has improved 13.6% before than modification.
embodiment 3
1) synthesizing of the poly-peptide homopolymer that contains end-NCO group:
In dry reactor, add 20 gram molecular weights be 80000 poly-(r-methyl-Pidolidone ester), 0.96 gram 2,4-tolylene diisocyanate and 150 ml dimethyl sulfoxide solvents, separately add the dibutyl tin laurate of above-mentioned reactant gross weight 5 ‰, under inert atmosphere, in 55 DEG C of stirring reactions 60 minutes, termination reaction, removes excessive vulcabond by dialysis method and obtains target compound;
2) poly-peptide-PTMC Synthetic rubber, isoprene-styrene, hydrogenated, block, diblock is synthetic:
In dry reactor, add 15 grams containing poly-(r-methyl-Pidolidone ester) of end-NCO group, PTMC list tridecyl ether and the 355 ml dimethyl sulfoxide solvents that 20.1 gram molecular weights are 5000, add again the dibutyl tin laurate of above-mentioned reactant gross weight 5 ‰, under inert atmosphere, in 50 DEG C of stirring reactions 70 minutes, termination reaction, obtains target compound by filtering, dialyse, being dried;
3) preparation of the poly-peptide film of PTMC and polyvinyl pyrrolidone modified:
In dry reactor, add 12 grams of poly-peptide-PTMC Synthetic rubber, isoprene-styrene, hydrogenated, block, diblocks and 43 ml dimethyl sulfoxide solvents, separately add the polyvinylpyrrolidone (molecular weight is 5000) that accounts for modified membrane gross weight 4%, under inert atmosphere, be uniformly mixed 70 minutes in 50 DEG C, use casting method film forming, the dry target compound that obtains in 50 DEG C of vacuum drying ovens.
After tested: the hydrophilic rate of target compound of the present invention has improved 15.5% before than modification.
Claims (6)
1. a PTMC and polyvinylpyrrolidone improve the poly-hydrophilic method of peptide film, it is characterized in that: in modified membrane, the molecular weight of poly-peptide segment is 60000～80000, the molecular weight of PTMC segment is 3000～5000, and the molecular weight of polyvinylpyrrolidone segment is 4000～5000; Its method of modifying adopts following steps:
1) synthesizing of the poly-peptide homopolymer that contains end-NCO group: add poly-peptide homopolymer, vulcabond, catalysts and solvents in dry reactor, under inert atmosphere, in 50～55 DEG C of stirring reactions 40～60 minutes, termination reaction, remove excessive vulcabond by dialysis method, obtain target compound;
2) poly-peptide-PTMC Synthetic rubber, isoprene-styrene, hydrogenated, block, diblock is synthetic: in dry reactor, add the poly-peptide homopolymer, the catalysts and solvents that contain end-NCO group, add again PTMC list tridecyl ether, under inert atmosphere, in 40～50 DEG C of stirring reactions 50～70 minutes, termination reaction, obtains target compound by filtering, dialyse, being dried;
3) preparation of the poly-peptide film of PTMC and polyvinyl pyrrolidone modified: add poly-peptide-PTMC Synthetic rubber, isoprene-styrene, hydrogenated, block, diblock, polyvinylpyrrolidone and solvent in dry reactor, under inert atmosphere, be uniformly mixed after 50～70 minutes in 40～50 DEG C, by casting method film forming dry, obtain target compound.
2. a kind of PTMC according to claim 1 and polyvinylpyrrolidone improve the poly-hydrophilic method of peptide film, it is characterized in that: in step 1), poly-peptide homopolymer adopts poly-(r-phenmethyl-Pidolidone ester), poly-(r-ethyl-Pidolidone ester) or poly-(r-methyl-Pidolidone ester), vulcabond adopts 2,4-tolylene diisocyanate, the mol ratio of vulcabond and poly-peptide homopolymer is 15～25:1.
3. a kind of PTMC according to claim 1 and polyvinylpyrrolidone improve the poly-hydrophilic method of peptide film, it is characterized in that: in step 1), catalyzer adopts dibutyl tin laurate, add-on is 3～5 ‰ of poly-peptide homopolymer and vulcabond gross weight, solvent adopts 1,1,2-trichloroethane or dimethyl sulfoxide (DMSO), reactant solution concentration is 5～15 g:100 ml.
4. a kind of PTMC according to claim 1 and polyvinylpyrrolidone improve the poly-hydrophilic method of peptide film, it is characterized in that: step 2) in, PTMC list tridecyl ether is 15～25:1 with the mol ratio of the poly-peptide homopolymer that contains end-NCO group.
5. a kind of PTMC according to claim 1 and polyvinylpyrrolidone improve the poly-hydrophilic method of peptide film, it is characterized in that: step 2) in, solvent adopts 1,1,2-trichloroethane or dimethyl sulfoxide (DMSO), catalyzer adopts dibutyl tin laurate, and catalyzer add-on is PTMC list tridecyl ether and 3～5 ‰ of the poly-peptide homopolymer gross weight that contains end-NCO group, and reactant solution concentration is 5～15 g:100 ml.
6. a kind of PTMC according to claim 1 and polyvinylpyrrolidone improve the poly-hydrophilic method of peptide film, it is characterized in that: in step 3), the mass percent of polyvinylpyrrolidone in modified membrane is 1～4%, solvent adopts 1,1,2-trichloroethane or dimethyl sulfoxide (DMSO), mixture solution concentration is 25～30 g:100 ml.
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Cited By (8)
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| CN104497593A (en) * | 2015-01-05 | 2015-04-08 | 山东理工大学 | Method for improving hydrophilicity and flexibility of polyurethane and polyvinylpyrrolidone improved polypeptide film |
| CN104559226A (en) * | 2015-01-12 | 2015-04-29 | 山东理工大学 | Method for improving hydrophilicity and flexibility of polypeptide film by polytrimethylene carbonate and carboxymethyl chitosan |
| CN105542484A (en) * | 2016-03-16 | 2016-05-04 | 山东理工大学 | Method for modifying water resistance and flexibility of polyvinyl alcohol membrane through polypeptide and poly(trimethylene carbonate)-polyvinylpyrrolidone |
| CN105622954A (en) * | 2016-03-03 | 2016-06-01 | 山东理工大学 | Preparation method of polyvinyl alcohol-polypeptide-poly(trimethylene carbonate)-poly(lactic acid-glycolic acid) tri-grafted copolymer |
| CN105622951A (en) * | 2016-03-03 | 2016-06-01 | 山东理工大学 | Method for preparing polyvinyl alcohol-polytrimethylene carbonate-polypeptide double grafted copolymer |
| CN105669991A (en) * | 2016-03-03 | 2016-06-15 | 山东理工大学 | Method for preparing polyvinyl alcohol-polycaprolactone-poly(trimethylene carbonate) binary graft copolymer |
| CN105778522A (en) * | 2016-03-16 | 2016-07-20 | 山东理工大学 | Method for improving water tolerance and flexibility of polyvinyl alcohol membrane with poly (trimethylene carbonate) and polypeptide-polyvinyl pyrrolidone |
| CN105778521A (en) * | 2016-03-07 | 2016-07-20 | 山东理工大学 | Method for improving water resistance and flexibility of polyvinyl alcohol membrane through poly(trimethylene carbonate) and polypeptide-polyethylene glycol |
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Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN104497593A (en) * | 2015-01-05 | 2015-04-08 | 山东理工大学 | Method for improving hydrophilicity and flexibility of polyurethane and polyvinylpyrrolidone improved polypeptide film |
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| CN104559226A (en) * | 2015-01-12 | 2015-04-29 | 山东理工大学 | Method for improving hydrophilicity and flexibility of polypeptide film by polytrimethylene carbonate and carboxymethyl chitosan |
| CN104559226B (en) * | 2015-01-12 | 2017-02-22 | 山东理工大学 | Method for improving hydrophilicity and flexibility of polypeptide film by polytrimethylene carbonate and carboxymethyl chitosan |
| CN105622954A (en) * | 2016-03-03 | 2016-06-01 | 山东理工大学 | Preparation method of polyvinyl alcohol-polypeptide-poly(trimethylene carbonate)-poly(lactic acid-glycolic acid) tri-grafted copolymer |
| CN105622951A (en) * | 2016-03-03 | 2016-06-01 | 山东理工大学 | Method for preparing polyvinyl alcohol-polytrimethylene carbonate-polypeptide double grafted copolymer |
| CN105669991A (en) * | 2016-03-03 | 2016-06-15 | 山东理工大学 | Method for preparing polyvinyl alcohol-polycaprolactone-poly(trimethylene carbonate) binary graft copolymer |
| CN105778521A (en) * | 2016-03-07 | 2016-07-20 | 山东理工大学 | Method for improving water resistance and flexibility of polyvinyl alcohol membrane through poly(trimethylene carbonate) and polypeptide-polyethylene glycol |
| CN105542484A (en) * | 2016-03-16 | 2016-05-04 | 山东理工大学 | Method for modifying water resistance and flexibility of polyvinyl alcohol membrane through polypeptide and poly(trimethylene carbonate)-polyvinylpyrrolidone |
| CN105778522A (en) * | 2016-03-16 | 2016-07-20 | 山东理工大学 | Method for improving water tolerance and flexibility of polyvinyl alcohol membrane with poly (trimethylene carbonate) and polypeptide-polyvinyl pyrrolidone |
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