CN103865085B - A kind of PTMC and polyvinylpyrrolidone improve the poly-hydrophilic method of peptide film - Google Patents
A kind of PTMC and polyvinylpyrrolidone improve the poly-hydrophilic method of peptide film Download PDFInfo
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- CN103865085B CN103865085B CN201410075526.6A CN201410075526A CN103865085B CN 103865085 B CN103865085 B CN 103865085B CN 201410075526 A CN201410075526 A CN 201410075526A CN 103865085 B CN103865085 B CN 103865085B
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Abstract
The present invention discloses a kind of PTMC and polyvinylpyrrolidone improves the poly-hydrophilic method of peptide film, adopt following steps: 1) add poly-peptide homopolymer, vulcabond, catalysts and solvents in dry reactor, in 50 ~ 55 DEG C of stirring reactions after 40 ~ 60 minutes, the poly-peptide homopolymer of end-NCO group must be contained; 2) poly-peptide homopolymer, the catalysts and solvents containing end-NCO group is added in dry reactor, add PTMC list tridecyl ether again, in 40 ~ 50 DEG C of stirring reactions after 50 ~ 70 minutes, obtain poly-peptide-PTMC Synthetic rubber, isoprene-styrene, hydrogenated, block, diblock; 3) poly-peptide-PTMC Synthetic rubber, isoprene-styrene, hydrogenated, block, diblock, polyvinylpyrrolidone and solvent is added in dry reactor, 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, 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.PTMC has good biocompatibility and biodegradability, and has good blended property with polyvinylpyrrolidone.Polyvinylpyrrolidone has good biocompatibility and biodegradability, and has excellent wetting ability.First PTMC segment is introduced poly-peptide segment and form poly-peptide-PTMC Synthetic rubber, isoprene-styrene, hydrogenated, block, diblock to improve the blended property of poly-peptide, and then polyvinylpyrrolidone segment is added poly-peptide-PTMC Synthetic rubber, isoprene-styrene, hydrogenated, block, diblock formation blend, obtained modification gathers peptide film, thus drastically increases the wetting ability of poly-peptide film.There is not been reported to the research that poly-peptide film wetting ability is improved for current PTMC and polyvinylpyrrolidone.
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 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) synthesis of the poly-peptide homopolymer containing 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) synthesis of poly-peptide-PTMC Synthetic rubber, isoprene-styrene, hydrogenated, block, diblock: add poly-peptide homopolymer, the catalysts and solvents containing end-NCO group in dry reactor, add PTMC list tridecyl ether again, under inert atmosphere, in 40 ~ 50 DEG C of stirring reactions 50 ~ 70 minutes, termination reaction, obtains target compound by filtration, dialysis, drying;
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, after being uniformly mixed 50 ~ 70 minutes in 40 ~ 50 DEG C, also dry by casting method film forming, 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-L-glutamate 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 ~ 15g:100ml.
Described a kind of PTMC and polyvinylpyrrolidone improve the poly-hydrophilic method of peptide film, step 2) in, PTMC list tridecyl ether with containing holding-mol ratio of the poly-peptide homopolymer of NCO group is 15 ~ 25:1.
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, catalyst charge be PTMC list tridecyl ether with containing holding-the poly-peptide homopolymer gross weight of NCO group 3 ~ 5 ‰, reactant solution concentration is 5 ~ 15g:100ml.
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 ~ 30g:100ml.
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 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 the poly-peptide homopolymer containing end-NCO group:
Add in dry reactor 20 gram molecular weights be 60000 poly-(r-phenmethyl-Pidolidone ester), 0.9 gram 2,4-tolylene diisocyanate and 280ml1,1,2-Separator, 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) synthesis of poly-peptide-PTMC Synthetic rubber, isoprene-styrene, hydrogenated, block, diblock:
In dry reactor, add 15 grams gather containing end-NCO group PTMC list tridecyl ether and the 420ml1 that (r-phenmethyl-Pidolidone esters), 11.8 gram molecular weights are 3000,1,2-Separator, add the dibutyl tin laurate of above-mentioned reactant gross weight 3 ‰ again, under inert atmosphere, in 40 DEG C of stirring reactions 50 minutes, termination reaction, by filtering, dialysis, drying obtain target compound;
3) preparation of the poly-peptide film of PTMC and polyvinyl pyrrolidone modified:
12 grams of poly-peptide-PTMC Synthetic rubber, isoprene-styrene, hydrogenated, block, diblocks and 47ml1 is added in dry reactor, 1,2-Separator, separately add the polyvinylpyrrolidone (molecular weight is 4000) accounting for modified membrane gross weight 1%, under inert atmosphere, be 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 12.5% before modified.
embodiment 2
1) synthesis of the poly-peptide homopolymer containing end-NCO group:
Add in dry reactor 20 gram molecular weights be 70000 poly-(r-ethyl-L-glutamate ester), 1.02 gram 2,4-tolylene diisocyanate and 217ml dimethyl sulfoxide solvent, 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) synthesis of poly-peptide-PTMC Synthetic rubber, isoprene-styrene, hydrogenated, block, diblock:
In dry reactor, add 15 grams gather containing end-NCO group PTMC list tridecyl ether and the 430ml dimethyl sulfoxide solvent that (r-ethyl-L-glutamate esters), 17.1 gram molecular weights are 4000, add the dibutyl tin laurate of above-mentioned reactant gross weight 4 ‰ again, under inert atmosphere, in 45 DEG C of stirring reactions 60 minutes, termination reaction, obtains target compound by filtration, dialysis, drying;
3) preparation of the poly-peptide film of PTMC and polyvinyl pyrrolidone modified:
12 grams of poly-peptide-PTMC Synthetic rubber, isoprene-styrene, hydrogenated, block, diblocks and 45ml dimethyl sulfoxide solvent is added in dry reactor, separately add the polyvinylpyrrolidone (molecular weight is 4500) accounting for modified membrane gross weight 2%, under inert atmosphere, 60 minutes are uniformly mixed 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 13.6% before modified.
embodiment 3
1) synthesis of the poly-peptide homopolymer containing end-NCO group:
Add in dry reactor 20 gram molecular weights be 80000 poly-(r-methyl-Pidolidone ester), 0.96 gram 2,4-tolylene diisocyanate and 150ml dimethyl sulfoxide solvent, 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) synthesis of poly-peptide-PTMC Synthetic rubber, isoprene-styrene, hydrogenated, block, diblock:
In dry reactor, add 15 grams gather containing end-NCO group PTMC list tridecyl ether and the 355ml dimethyl sulfoxide solvent that (r-methyl-Pidolidone esters), 20.1 gram molecular weights are 5000, add the dibutyl tin laurate of above-mentioned reactant gross weight 5 ‰ again, under inert atmosphere, in 50 DEG C of stirring reactions 70 minutes, termination reaction, obtains target compound by filtration, dialysis, drying;
3) preparation of the poly-peptide film of PTMC and polyvinyl pyrrolidone modified:
12 grams of poly-peptide-PTMC Synthetic rubber, isoprene-styrene, hydrogenated, block, diblocks and 43ml dimethyl sulfoxide solvent is added in dry reactor, separately add the polyvinylpyrrolidone (molecular weight is 5000) accounting for modified membrane gross weight 4%, under inert atmosphere, 70 minutes are uniformly mixed 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 15.5% before modified.
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) synthesis of the poly-peptide homopolymer containing 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, excessive vulcabond is removed by dialysis method, obtain 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) synthesis of poly-peptide-PTMC Synthetic rubber, isoprene-styrene, hydrogenated, block, diblock: add poly-peptide homopolymer, the catalysts and solvents containing end-NCO group in dry reactor, add PTMC list tridecyl ether again, under inert atmosphere, in 40 ~ 50 DEG C of stirring reactions 50 ~ 70 minutes, termination reaction, obtains target compound by filtration, dialysis, drying;
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, after being uniformly mixed 50 ~ 70 minutes in 40 ~ 50 DEG C, also dry by casting method film forming, 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), vulcabond adopts 2,4 toluene diisocyanate, and 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 ~ 15g:100ml.
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 with containing holding-mol ratio of the poly-peptide homopolymer of NCO group is 15 ~ 25:1.
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, catalyst charge be PTMC list tridecyl ether with containing holding-the poly-peptide homopolymer gross weight of NCO group 3 ~ 5 ‰, reactant solution concentration is 5 ~ 15g:100ml.
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 ~ 30g:100ml.
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| CN104497593B (en) * | 2015-01-05 | 2017-02-08 | 山东理工大学 | Method for improving hydrophilicity and flexibility of polyurethane and polyvinylpyrrolidone improved polypeptide film |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
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