CN104830011A - TPE composition and high performance antibacterial medical tourniquet prepared from TPE composition - Google Patents
TPE composition and high performance antibacterial medical tourniquet prepared from TPE composition Download PDFInfo
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Abstract
The invention discloses a TPE composition containing SEBS, PP, and quaternary ammonium salt modified chitosan. The invention also discloses a method for preparation of a high performance antibacterial medical tourniquet prepared from the TPE composition under the condition of vacuum injection molding.
Description
Technical field
The present invention relates to TPE composition and tourniquet prepared therefrom.More specifically, the present invention relates to medical TPE tourniquet with high anti-microbial property and preparation method thereof.
Background technology
Thermoplastic elastomer TPE (Thermoplastic Elastomer) is a kind of snappiness, high strength, high resilience with rubber, and having again can the material of injection molding feature.There is environment-protecting asepsis safety, durometer level is wide, has excellent tint permanence, soft-touch, weathering resistance, fatigue resistance and temperature tolerance, processing characteristics is superior, need not sulfuration, can recycle and reduce costs, both can secondary injection molding, with body material coating and bondings such as PP, PE, PC, PS, ABS, also can be shaping separately.
Thermoplastic elastomer TPE tourniquet is as a kind of Novel environment-friendlymaterial material, and alternative former tube for blood transfusion,latex, plays the effect temporarily suppressing blood flow, tube for blood transfusion,latex than original substitute has cheap, easy to carry, use the advantage of health, there are market outlook widely.Medical TPE tourniquet is generally that raw material prepares with thermoplastics polypropylene (PP), thermoplastic elastomer hydrogenated styrene-butadiene-styrene block copolymers (SEBS) and suitable filler.Wherein, SEBS has excellent caoutchouc elasticity, excellent weathering resistance, lower temperature resistance, environmental-protecting performance etc., is suitable for very much preparing medical tourniquet.Use PP modified SEBS, SEBS melt viscosity can be reduced on the one hand, make SEBS be easy to processing; Effectively can improve the mechanical property of SEBS elastomer system on the other hand.In addition, PP is cheap, can reduce the cost of SEBS elastomer material.Filler being applied in the polymer can be improved the mechanical property of material and thermomechanical property to a certain extent, meanwhile, filler add the cost also greatly reducing material, become more economical, practical.
Owing to using as medical material, requiring that tourniquet has good antimicrobial property, in prior art, generally improving the performance of TPE tourniquet by adding nano silver antimicrobials in thermoplastic elastomer, but, on the one hand, nanometer silver expensive, causes product cost high, on the other hand, the dispersiveness of nanometer silver in thermoplastic elastomer is also bad, and this both can cause the decline of anti-microbial property, can cause again the reduction of mechanical strength.
Therefore, be starved of the improvement by formula and production technique, develop a kind of medical TPE tourniquet self possessing good anti-microbial property and higher force intensity.
In prior art, the report of existing quaternary ammonium salt-modified chitosan anti-bacteria, but its Antibacterial Mechanism is still not clear.Applicant finds that the chemical structure of quaternary ammonium salt has obvious impact to antibacterial effect, and by effectiveness ranking, its order is (3) > (1) > (2).
In one embodiment, the particle diameter of described quaternary ammonium salt-modified chitosan is 30 ~ 50 nanometers.
In one embodiment, with the total amount of SEBS (A) and PP (B) for benchmark, in described TPE composition, also containing the white oil of 30 ~ 60 % by weight, the potter's clay of 10 ~ 20 % by weight and 0.2 ~ 1 % by weight zinc oxide.
Another aspect of the present invention provides a kind of high-performance antibiosis medical tourniquet, is prepared by described TPE composition.
Another aspect provides the preparation method of high-performance antibiosis medical tourniquet, comprise the following steps:
(1) by described TPE composition, through double-screw extruding pelletizing;
(2) by the product of step (1) gained, in 170 DEG C ~ 200 DEG C vacuum injections in mould, and under vacuum, keep this injection temperature after 8 hours, then cooling curing obtain.
Applicant is surprised to find that, by vacuum injection also under vacuum, keeps pyroprocessing, can improve the cross-linking density of tourniquet further.This is due to graphene oxide containing a large amount of carboxyls; at high temperature and under the condition of vacuum hydro-extraction; can with the phenyl ring generation friedel-crafts acylation on styrene units in SEBS and MAH-g-SEBS, thus occur further crosslinked, to provide Advantageous Effects of the present invention.
Below by embodiment, the present invention is specifically described.What be necessary to herein means out is; following examples are only for the invention will be further described; limiting the scope of the invention can not be interpreted as; some nonessential improvement and adjustment that the professional and technical personnel in this field makes according to the content of the invention described above, still belong to protection scope of the present invention.
In addition, if do not have other to illustrate, raw materials used is all commercially available, and following material number used is weight part.
Raw material:
A1：SEBS
A2:MAH-g-SEBS (percentage of grafting of MAH is 1%)
A3:MAH-g-SEBS (percentage of grafting of MAH is 3%)
B1：PP
B2:MAH-g-PP (percentage of grafting of MAH is 1%)
B3:MAH-g-PP (percentage of grafting of MAH is 3%)
C1: quaternary ammonium salt-modified chitosan (2,3-epoxypropyltrimethylchloride chloride grafted chitosan, amino residual quantity is 20%, and particle diameter is 30 nanometers)
C2: quaternary ammonium salt-modified chitosan (2,3-Epoxypropyl triethyl ammonium chloride grafted chitosan, amino residual quantity is 20%, and particle diameter is 30 nanometers)
C3: quaternary ammonium salt-modified chitosan (epoxy morpholine quaternary ammonium salt grafted chitosan, amino residual quantity is 20%, and particle diameter is 30 nanometers)
C4: quaternary ammonium salt-modified chitosan (epoxy morpholine quaternary ammonium salt grafted chitosan, amino residual quantity is 30%, and particle diameter is 30 nanometers)
C5: quaternary ammonium salt-modified chitosan (epoxy morpholine quaternary ammonium salt grafted chitosan, amino residual quantity is 30%, and particle diameter is 50 nanometers)
D1: containing amino group Graphene (electrochemical production, with reference to Chinese patent CN103898612A, wherein, the ratio of the nitrogen element in amino and the oxygen element in carboxyl is respectively 10at% and 15at%)
D2: containing amino group Graphene (NH
2-PI-g-GO, wherein, the ratio of the nitrogen element in amino and the oxygen element in carboxyl is respectively 10at% and 15at%, 4,4'-benzidines used and Isosorbide-5-Nitrae, and the mol ratio of 5,8-naphthalenetetracarbacidic acidic dianhydride is 1:0.8)
D3: containing amino group Graphene (NH
2-PI-g-GO, wherein, the ratio of the nitrogen element in amino and the oxygen element in carboxyl is respectively 10at% and 15at%, 4,4'-benzidines used and Isosorbide-5-Nitrae, and the mol ratio of 5,8-naphthalenetetracarbacidic acidic dianhydride is 1:0.85)
D4: containing amino group Graphene (NH
2-PI-g-GO, wherein, the ratio of the nitrogen element in amino and the oxygen element in carboxyl is respectively 10at% and 15at%, 4,4'-benzidines used and Isosorbide-5-Nitrae, and the mol ratio of 5,8-naphthalenetetracarbacidic acidic dianhydride is 1:0.9)
D5: containing amino group Graphene (NH
2-PI-g-GO, wherein, the ratio of the nitrogen element in amino and the oxygen element in carboxyl is respectively 12at% and 18at%, 4,4'-benzidines used and Isosorbide-5-Nitrae, and the mol ratio of 5,8-naphthalenetetracarbacidic acidic dianhydride is 1:0.85)
E1: white oil
F1: potter's clay
G1: zinc oxide
Summary of the invention
In order to solve the problem, one aspect of the present invention provides TPE composition, and it contains:
(A)SEBS、
(B) PP and
(C) quaternary ammonium salt-modified chitosan,
With the total amount of SEBS (A) and PP (B) for benchmark, the amount of quaternary ammonium salt-modified chitosan (C) is 2 ~ 15 % by weight.
In one embodiment, described TPE composition also contains:
(D) MAH-g-SEBS and
(E)MAH-g-PP，
With the total amount of SEBS (A) and PP (B) for benchmark, the amount of MAH-g-SEBS (D) is the amount of 10 ~ 30 % by weight, MAH-g-PP (E) is 10 ~ 30 % by weight.
In one embodiment, described TPE composition is also containing containing amino group Graphene, and with the total amount of SEBS (A) and PP (B) for benchmark, the amount containing amino group Graphene is 5 ~ 10 % by weight.
In one embodiment, in described TPE composition is amino-terminated polyimide preformed polymer grafted graphene oxide (NH containing amino group Graphene
2-PI-g-GO).
In one embodiment, described containing in amino group Graphene, the nitrogen element in amino and the oxygen element in carboxyl are respectively 10at% ~ 15at% and 15at% ~ 20at%.
In one embodiment, in described quaternary ammonium salt-modified chitosan, amino number is 20% ~ 30% (namely amino residual quantity is 20% ~ 30%) of number of amino groups in unmodified chitosan.
In one embodiment, in described quaternary ammonium salt-modified chitosan, the chemical structure of quaternary ammonium salt is selected from the one in front three amine salt, triethylamine salt and N-methylmorpholine salt.
In one embodiment, the particle diameter of described quaternary ammonium salt-modified chitosan is 30 ~ 50 nanometers.
Another aspect of the present invention provides a kind of high-performance antibiosis medical tourniquet, is prepared by described TPE composition.
Another aspect provides the preparation method of high-performance antibiosis medical tourniquet, comprise the following steps:
(1) by described TPE composition, through double-screw extruding pelletizing;
(2) by the product of step (1) gained, in 170 DEG C ~ 200 DEG C vacuum injections in mould, and under vacuum, keep this injection temperature after 8 hours, then cooling curing obtain.
Be easier to understand the above-mentioned of the application and other features, aspect and advantage with reference to following detailed description.
Embodiment
The detailed description of the following preferred implementation method of the present invention of participation in the election and the embodiment comprised more easily can understand present disclosure.Can mention a large amount of term in following specification sheets and claims, these terms are defined as following implication.
Singulative comprises plural number and object is discussed, unless clearly indicated in addition in context.
" optional " or " optionally " refers to that the item that describes thereafter or event can occur or not occur, and this description comprises situation that event occurs and the situation that event does not occur.
Approximate term in specification sheets and claims is used for modifying quantity, represents that the present invention is not limited to this concrete quantity, also comprises close to this quantity acceptable and can not cause the part of the correction of the change of relevant basic function.Accordingly, modify a numerical value with " approximately ", " about " etc., mean and the invention is not restricted to this exact numerical.In some example, approximate term may correspond to the precision of the instrument measuring numerical value.In present specification and claims, scope limits and can combine and/or exchange, if do not illustrate that these scopes comprise contained all subranges therebetween in addition.
In order to solve the problem, one aspect of the present invention provides TPE composition, and it contains:
(A)SEBS、
(B) PP and
(C) quaternary ammonium salt-modified chitosan,
With the total amount of SEBS (A) and PP (B) for benchmark, the amount of quaternary ammonium salt-modified chitosan (C) is 2 ~ 15 % by weight.
The term " SEBS " used in the application refers to polystyrene to be end segment, the ethylene-butene copolymer obtained with polyhutadiene hydrogenation is the linear three embedding multipolymers of middle spring block, for the application SEBS and have no special requirements, can be commercially available, also can be obtained by synthesis.
Weight ratio in described TPE composition between SEBS (A) and PP (B) also has no special requirements, and can be arbitrary proportion, but preferably, the weight ratio of SEBS (A) and PP (B) is 1 ~ 6:1; More preferably, the weight ratio of SEBS (A) and PP (B) is 4:1.
In one embodiment, described TPE composition also contains:
(D) maleic anhydride modified SEBS (MAH-g-SEBS) and
(E) maleic anhydride modified PP (MAH-g-PP),
With the total amount of SEBS (A) and PP (B) for benchmark, the amount of MAH-g-SEBS (D) is the amount of 10 ~ 30 % by weight, MAH-g-PP (E) is 10 ~ 30 % by weight.
In the application, the graft modification of SEBS can adopt solution graft copolymerization and fusion-grafting two kinds of methods, wherein, when solution grafting carries out SEBS grafting MAH, the graft reaction time is long, and grafting efficiency is low, need to consume poisonous, flammable solvent in a large number, production cost is high, large to human injury, contaminate environment, take up an area large, be difficult to realize continuous operation.Therefore, preferably melt grafting is adopted.
In one embodiment, described TPE composition is also containing containing amino group Graphene, and with the total amount of SEBS (A) and PP (B) for benchmark, the amount containing amino group Graphene is 5 ~ 10 % by weight.
The term " graphene oxide " used in the application is that powdered graphite is through chemical oxidation and the product after peeling off, graphene oxide is single atomic shell, some tens of pm can be expanded at any time on lateral dimension, therefore, its construct trans typical size of general chemistry and Materials science.Graphene oxide can be considered a kind of flexible material of non-traditional kenel, has polymkeric substance, colloid, film, and amphiphilic characteristic.After oxide treatment, graphite oxide still keeps the laminate structure of graphite, but on the Graphene monolithic of every one deck, introduce many oxygen base functional groups.Graphene oxide is generally oxidized through strong acid by graphite and obtains.Mainly contain the method that three kinds are prepared graphite oxide: Brodie method, Staudenmaier method and Hummers method.Wherein Hummers method preparation process ageing relatively better and also safer in preparation process, be one the most frequently used at present.Potassium permanganate in its employing vitriol oil and powdered graphite are after oxidizing reaction, obtain the brown graphite flake having derivative carboxylic acid group at edge and be mainly phenolic hydroxyl group and epoxide group in the plane, this graphene layers can be peeled off as graphene oxide through ultrasonic or high-shear vigorous stirring, and in water, form single-layer graphene oxide suspension that is stable, sundown.Because conjugate network is subject to serious functionalized, graphene oxide thin slice has the speciality of insulation.Can partial reduction be carried out through reduction treatment, obtain the graphene platelet of chemically modified.At present, prepare graphene oxide novel method and emerged in an endless stream, be divided into top-down approach and the large class of Bottom-up approach two substantially.The former thinking splits crystalline flake graphite etc. to prepare graphene oxide, improves one's methods as representative with traditional three methods, also comprises method of fractionation (breaking) carbon nanotube etc.The latter is the method for synthesizing by various carbon source, and concrete grammar is multifarious, of a great variety.
" containing amino group Graphene " in the application refers to the method by modification or grafting, makes in graphite oxide containing active amino.
Containing the amino in amino group Graphene, can react with the anhydride group in MAH-g-SEBS and MAH-g-PP, thus form crosslinking structure, to improve cross-linking density, thus provide Advantageous Effects of the present invention.
In one embodiment, the described amino group Graphene that contains can by electrochemical method preparation (with reference to Chinese patent CN103898612A), prepared by the method also by chemical graft.
In one preferably embodiment, in described TPE composition is amino-terminated polyimide preformed polymer grafted graphene oxide (NH containing amino group Graphene
2-PI-g-GO), its synthetic method is as follows:
(1) in the there-necked flask of complete drying, add 4, the 4'-benzidines of 1 mole, appropriate meta-cresol and triethylamine, stir under protection of inert gas, after dissolving completely, add the Isosorbide-5-Nitrae of 0.8 ~ 0.9 mole, 5, the phenylformic acid of 8-naphthalenetetracarbacidic acidic dianhydride and 3 moles, after at room temperature stirring 30min, be heated to 75 ~ 85 DEG C, reaction 3.5 ~ 4.5h, again at 175 ~ 185 DEG C, reaction 3.5 ~ 4.5h; After reaction terminates, be down to room temperature, solution poured in methyl alcohol, has Precipitation; Filter after removing solvent with methyl alcohol repetitive scrubbing, in vacuum drying oven, dry 22 ~ 24h at 50 DEG C, obtain amino-terminated polyimide preformed polymer;
(2) take 50mg graphene oxide and put into 15mLDMF, ultrasonic disperse 0.5 ~ 1h, obtains uniform dispersion.Add the above-mentioned amino-terminated polyimide preformed polymer of 0.2 ~ 0.4g again, ultrasonic disperse 0.5 ~ 1h makes it dissolve completely, above-mentioned dispersion liquid is proceeded to in teflon-lined stainless steel cauldron, 1h is reacted at 120 DEG C, reaction product is after ethanol centrifuge washing three times, and at 30 DEG C, vacuum-drying obtains the graphene oxide of amino-terminated polyimide preformed polymer grafting.
In one preferably mode, in above-mentioned synthetic method, 4,4'-benzidine and Isosorbide-5-Nitrae, the mol ratio of 5,8-naphthalenetetracarbacidic acidic dianhydride is 1:0.85.
In one embodiment, described containing in amino group Graphene, the nitrogen element in amino and the oxygen element in carboxyl are respectively 10at% ~ 15at% and 15at% ~ 20at%; Preferably, described containing in amino group Graphene, the ratio of the nitrogen element in amino and the oxygen element in carboxyl is respectively 12at% and 18at%.
In one preferably mode, in above-mentioned synthetic method, 4,4'-benzidine and Isosorbide-5-Nitrae, the mol ratio of 5,8-naphthalenetetracarbacidic acidic dianhydride is 1:0.85.
The term " quaternary ammonium salt-modified chitosan " of the application refers to the modified chitosan containing at least one quaternary ammonium salt group, and described quaternary ammonium salt group can be prepared by the method for solution graft copolymerization.In TPE tourniquet, introduce quaternary ammonium salt-modified chitosan can effectively improve its anti-microbial property.
In one embodiment, described quaternary ammonium salt-modified chitosan can be obtained by epoxy type quaternary ammonium salt and chitosan reaction, and wherein, epoxy type quaternary ammonium salt refers to the quaternary ammonium salt containing active epoxy group.Described epoxy type quaternary ammonium salt can be obtained by reacting in acetonitrile solvent by epoxy chloropropane and Trimethylamine 99, triethylamine or N-methylmorpholine; Concrete preparation method can be:
In 100ml three-necked bottle, add the epoxy type quaternary ammonium salt 0.01 ~ 0.2mol of chitosan 0.1mol and above-mentioned synthesis, after stirred at ambient temperature is even; Take the sodium hydroxide of 0.01 ~ 0.3mol and with after water dissolution, add in said mixture, reacting after 10 ~ 24 hours at 30 ~ 60 DEG C, neutralize with acetic acid and after using ethanol repetitive scrubbing, suction filtration and dry must described quaternary ammonium salt-modified chitosan;
By controlling the mol ratio of epoxy type quaternary ammonium salt and chitosan reaction, the percentage of grafting of quaternary ammonium salt can be controlled, making retained part in quaternary ammonium salt-modified chitosan amino.Therefore, while providing anti-microbial property, the amino of reservation can also react with the anhydride group on MAH-g-SEBS and MAH-g-PP, to improve cross-linking density.
In one embodiment, in described quaternary ammonium salt-modified chitosan, amino number is 20% ~ 30% (namely amino residual quantity is 20% ~ 30%) of number of amino groups in unmodified chitosan.
In one embodiment, in described quaternary ammonium salt-modified chitosan, the chemical structure of quaternary ammonium salt is selected from the one in front three amine salt, triethylamine salt and N-methylmorpholine salt; Its concrete general formula is:
Embodiment 1 ~ 8 and comparative example 1:
High-performance antibiosis medical tourniquet is prepared, preparation method's following (consumption of following component is parts by weight) according to the formula in following table:
(1) after described raw material being mixed by weight, through double-screw extruding pelletizing;
(2) by the product of step (1) gained, in 195 DEG C of vacuum injections in mould, and under vacuum, keep this temperature after 8 hours, then cooling curing obtain.
Comparative example 2 and comparative example 3 (not adopting vacuum injection):
High-performance antibiosis medical tourniquet is prepared, preparation method's following (consumption of following component is parts by weight) according to the formula in following table 1:
(1) after described raw material being mixed by weight, through double-screw extruding pelletizing;
(2) by the product of step (1) gained, in 195 DEG C of vacuum injections in mould, keep this temperature after 8 hours, then cooling curing obtain.
Table 1 is for preparing composition of raw materials and the consumption (parts by weight) of high-performance antibiosis medical tourniquet
testing method
Tensile property: tensile strength and elongation at break measure according to JIS K6251.
Anti-microbial property: measure according to Japanese Industrial Standards JIS Z2801.
Above-mentioned test result is in table 2.
Table 2
Above data can be found out, with do not use quaternary ammonium salt-modified chitosan, containing amino group Graphene and do not adopt vacuum injection product compared with, medical TPE tourniquet of the present invention is while having better tensile strength and screen resilience, also there is very excellent anti-microbial property, because herein is provided Advantageous Effects of the present invention.
Aforesaid example is only illustrative, for explaining some features of feature of the present disclosure.Appended claim is intended to the scope wide as far as possible that requirement it is contemplated that, and the embodiment presented herein is only the explanation of the embodiment of the selection of combination according to all possible embodiment.Therefore, the purpose of applicant is the selectional restriction that appended claim is not illustrated the example of feature of the present invention.And progress in science and technology is not replaced to be formed due to the inaccurate reason of language performance by the possible equivalent considered at present or son, and these changes also should be interpreted as being covered by appended claim in the conceived case.
Claims (10)
1.TPE composition, it contains:
(A)SEBS、
(B) PP and
(C) quaternary ammonium salt-modified chitosan,
With the total amount of SEBS (A) and PP (B) for benchmark, the amount of quaternary ammonium salt-modified chitosan (C) is 2 ~ 15 % by weight.
2. TPE composition as claimed in claim 1, it also contains:
(D) MAH-g-SEBS and
(E)MAH-g-PP，
With the total amount of SEBS (A) and PP (B) for benchmark, the amount of MAH-g-SEBS (D) is the amount of 10 ~ 30 % by weight, MAH-g-PP (E) is 10 ~ 30 % by weight.
3. TPE composition as claimed in claim 2, it is also containing containing amino group Graphene, and with the total amount of SEBS (A) and PP (B) for benchmark, the amount containing amino group Graphene is 5 ~ 10 % by weight.
4. TPE composition as claimed in claim 3, wherein, is NH containing amino group Graphene
2-PI-g-GO.
5. TPE composition as claimed in claim 4, wherein, containing in amino group Graphene, amino nitrogen element and the oxygen element of carboxyl are respectively 10at% ~ 15at% and 15at% ~ 20at%.
6. the TPE composition according to any one of Claims 1 to 5, wherein, in quaternary ammonium salt-modified chitosan, amino number is 20% ~ 30% of number of amino groups in unmodified chitosan.
7. TPE composition as described in claim 6, wherein, the quaternary ammonium salt in quaternary ammonium salt-modified chitosan is selected from the one in front three amine salt, triethylamine salt and N-methylmorpholine salt.
8. TPE composition as described in claim 6, wherein, the particle diameter of quaternary ammonium salt-modified chitosan is 30 ~ 50 nanometers.
9. high-performance antibiosis medical tourniquet, the TPE composition according to any one of claim 1 ~ 8 prepares.
10. the preparation method of high-performance antibiosis medical tourniquet, comprises the following steps:
(1) by the TPE composition according to any one of claim 1 ~ 8, through double-screw extruding pelletizing;
(2) by the product of step (1) gained, in 170 DEG C ~ 200 DEG C vacuum injections in mould, and under vacuum, keep this injection temperature after 8 hours, then cooling curing obtain.
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