CN102898970A - Method for preparing ultraviolet light polymerization environment-friendly antibacterial acrylic ester medical pressure sensitive adhesive product - Google Patents
Method for preparing ultraviolet light polymerization environment-friendly antibacterial acrylic ester medical pressure sensitive adhesive product Download PDFInfo
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- CN102898970A CN102898970A CN2012104306892A CN201210430689A CN102898970A CN 102898970 A CN102898970 A CN 102898970A CN 2012104306892 A CN2012104306892 A CN 2012104306892A CN 201210430689 A CN201210430689 A CN 201210430689A CN 102898970 A CN102898970 A CN 102898970A
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Abstract
The invention discloses a method for preparing an ultraviolet light polymerization environment-friendly antibacterial acrylic ester medical pressure sensitive adhesive product. The method comprises the following steps of: (a), preparing an acrylic ester oligomer; (b), uniformly mixing protective colloid, a broad-spectrum antibacterial medicine, a polymer elastomer and the acrylic ester oligomer; and (c), dissolving the mixture mixed in the step (b) in a polymerizable monomer to obtain pressure sensitive adhesive cement capable of coating at normal temperature, coating the pressure sensitive adhesive cement on a base material, and performing ultraviolet light polymerization to obtain the medical pressure sensitive adhesive product. The medical pressure sensitive adhesive product is environment-friendly and antibacterial, has good adhesion property on skins, and can well absorb moisture and release sweat; when the pressure sensitive adhesive product is pasted and removed, a user does not feel pain, and residual adhesives are avoided; and the medical pressure sensitive adhesive product has good biocompatibility, does not irritate the skins, and can effectively prevent infection of wounds or surgical incision sites.
Description
Technical field:
The present invention relates to the production technical field of medical pressure sensitive adhesive and goods thereof, relate in particular to a kind of preparation method of ultraviolet light polymerization environment-friendly antibacterial ester acrylate pressure-sensitive glue for medical use goods.
Background technology:
Medical pressure sensitive adhesive is widely used in making pressure sensitive adhesive goods and some medical composite materials of medicine and hygiene fields.It is a kind of new trend that ultraviolet (UV) light-cured acrylate pressure sensitive adhesive is applied to medicine and hygiene fields, has good advantage.UV photocuring medical acrylic acid ester pressure-sensitive does not contain solvent, can not cause environmental pollution, is a kind of environmentally friendly pressure-sensitive adhesive; The medical adhesive dressing goods made from its coating have reasonable adhesion property to skin, the reasonable moisture absorbing and sweat releasing of energy, paste and take Shi Buhui off and cause pain, there is no cull stays, good biocompatibility is arranged, skin not being produced stimulates, and can also directly be coated on the porous coarse textiles and non-woven.
China UV light-cured acrylate pressure sensitive adhesive also is in the research and development stage at present.Domestic in recent years also have some patent reports to cross relevant acrylic acid series photocuring technology.A kind of preparation method of UV photocuring pressure-sensitive adhesive is disclosed such as the patent (ZL01120215.7) of plum snowy peak etc.But this pressure-sensitive adhesive can only be for the manufacture of industrial pressure sensitive adhesive goods, can't be for the preparation of the medical pressure sensitive adhesive goods, and broad-spectrum antibacterial medical pressure sensitive adhesive goods especially.
Summary of the invention:
Purpose of the present invention is exactly the deficiency for prior art, and a kind of preparation method of ultraviolet light polymerization environmental protective broad spectrum antimicrobial acrylic ester medical pressure sensitive adhesive goods is provided.
When this ultraviolet light polymerization environmental protective broad spectrum antimicrobial acrylic ester medical pressure sensitive adhesive goods of preparation, the present invention has mainly adopted following technical skill measure: 1) at first prepare the acrylate oligomer with the free radical thermopolymerization, and just add a certain amount of polyalcohols wetting Agent for Printing Inks at the polyreaction initial stage in reaction system.These wetting Agent for Printing Inkss commonly used in medical adhesive not only can make the pressure sensitive adhesive goods that finally make have preferably biocompatibility, not skin irritation, can moisture absorbing and sweat releasing, and when carrying out the free radical thermopolymerization, can also play Acrylic Acid Monomer the effect of transferred free radical chain and diluting monomer concentration, thereby can control and regulate the molecular weight of acrylate oligomer, and stable polymerization reaction is carried out, ' implode ' phenomenon that unlikely generation is fearful.2) when preparing the pressure-sensitive rubber cement of UV light curable by the acrylate oligomer, adopted the method for mixing and mixing with some polymer elastomer and polymerisable monomer.The performance of the UV photocuring pressure sensitive adhesive that makes like this can be regulated in the larger context, and easily obtains better over-all properties.3) when the pressure-sensitive rubber cement of preparation, added some extensive pedigree antibiotic, made the medical pressure sensitive adhesive goods that finally make have certain broad spectrum antibacterial performance; And when adding extensive pedigree antibiotic, also added some protective colloid, system can more easily be mixed, thereby bring into play better the anti-microbial effect of medicine.
The preparation method of this ultraviolet light polymerization environment-friendly antibacterial ester acrylate pressure-sensitive glue for medical use goods, specifically carry out according to the following steps:
The preparation of a, acrylate oligomer
With soft monomer 60～95 weight parts, hard monomer 2～30 weight parts, function monomer 2～12 weight parts are mixed into the acrylate monomer blend of 100 weight parts, 20～40 weight parts of getting aforesaid propylene acid ester monomer mixture join in the reaction vessel, the wetting Agent for Printing Inks that adds again the 2-18 weight part, logical nitrogen protection also is heated to 50～80 ℃, be added dropwise to 0.2～2 weight part benzoyl peroxide solution with the above-mentioned monomer dissolved mixture of 5～20 weight parts, react and drip again remaining above-mentioned monomer mixture after 0.5～1 hour, 0.5 dripped off in～2 hours, and reacted again after dripping off and namely got the acrylate oligomer in 1～4 hour;
B, whole oligomers that 0.1～3 weight part protective colloid, 1-5 weight part light trigger, 1-10 weight part extensive pedigree antibiotic, 0-20 parts by weight polymer elastomerics are made in a carry out mixing making it and fully mix;
C, the mixture that mixes among the b is dissolved in makes the pressure-sensitive rubber cement that can be coated with in the 0-50 weight part polymerisable monomer, this rubber cement is evenly coated on the base material at normal temperatures, solidify through ultraviolet light irradiation and make the medical pressure sensitive adhesive goods with anti-microbial property.
Described soft monomer is ethyl propenoate, butyl acrylate, ethyl acrylate; Described hard monomer is methyl acrylate, methyl methacrylate, vinyl-acetic ester, vinylbenzene, vinyl cyanide; Described function monomer is: vinylformic acid, methacrylic acid, Hydroxyethyl acrylate, Propylene glycol monoacrylate, hydroxyethyl methylacrylate, Rocryl 410, acrylamide, N hydroxymethyl acrylamide, glycidyl methacrylate.
Described polymer elastomer is linear styrene-isoprene-vinylbenzene (SIS) camphane section multipolymer, linear styrene-butadiene-styrene (SBS) segmented copolymer or nitrile rubber.
Described wetting Agent for Printing Inks is hydroaropic substance ethylene glycol, propylene glycol, polyoxyethylene glycol, glycerine.
Described protective colloid is sorbester p18, sorbester p17, polysorbate60, tween 80, sodium polyacrylate.
Described light trigger is the wherein mixture of one or more of benzoin methyl ether, Benzoin ethyl ether, benzophenone or diethoxy acetophenone.
Described polymerisable monomer is the wherein mixture of one or more of ethyl acrylate, butyl acrylate, benzyl acrylate or vinylformic acid tetrahydrofuran ester.
Described extensive pedigree antibiotic is the wherein mixture of one or more of xeroform, chlorhexidine acetate or Sulfadiazine Silver.
Described base material is that polyester (PET) film, polypropylene (PP) film, cotton, synthon are weaved cotton cloth, blending is weaved cotton cloth or non-woven fabrics etc.
Beneficial effect of the present invention is:
1, do not contain solvent in the ultraviolet light polymerization medical polyacrylate pressure-sensitive adhesive that adopts, can not cause environmental pollution, it is a kind of environment friendly pressure sensitive, the medical adhesive dressing goods made from its coating have preferably adhesion property to skin, the reasonable moisture absorbing and sweat releasing of energy, paste and take Shi Buhui off and cause pain, there is no cull and stay, good biocompatibility is arranged, skin not being produced stimulates, and can also directly be coated on the porous coarse textiles and non-woven.
2, by special manufacturing process, extensive pedigree antibiotic xeroform, chlorhexidine acetate or Sulfadiazine Silver in this pressure sensitive adhesive, have been added, give the medical adhesive dressing goods made from this pressure sensitive adhesive certain broad-spectrum antibacterial action, can effectively prevent the infection at wound or operative incision position.
Specific embodiment:
Below be a kind of ultraviolet light polymerization environment-friendly antibacterial ester acrylate pressure-sensitive glue for medical use goods preparation method's embodiment, patent application of the present invention is not limited to these embodiment.
Embodiment 1
Carry out with preparation technology according to the following formulation:
The preparation of a, acrylate oligomer
With 86 parts of (weight parts of soft monomer ethyl acrylate, lower same), 10 parts of hard monomer methyl methacrylates, 3 parts of 1 part of function monomer methacrylic acid and Hydroxyethyl acrylates are mixed into olefin(e) acid ester monomer mixture in 100 parts, getting 30 parts of this acrylate monomer blend joins in the reaction vessel, add again 10 parts of wetting Agent for Printing Inks ethylene glycol, stir lower logical nitrogen protection and be heated to 70 ℃, be added dropwise to 1.0 parts of benzoyl peroxide solution with 10 parts of above-mentioned monomer dissolved mixtures, react and drip again remaining aforesaid propylene acid ester monomer mixture after 0.5 hour, dripped off in 1 hour; React again after dripping off and namely got the acrylate oligomer in 2.5 hours;
B, whole oligomers that 2 parts of protective colloid sodium polyacrylates, 3 parts of light trigger Benzoin ethyl ethers, 5 parts of extensive pedigree antibiotic xeroforms, 10 parts of polymer elastomer linear styrene-isoprene-vinylbenzene (SIS) down section multipolymers are made in a carry out mixing and make it fully to mix;
C, the mixture that mixes among the b is dissolved in makes the pressure-sensitive rubber cement that can be coated with in 25 parts of polymerisable monomer ethyl acrylates, this rubber cement is evenly coated on the PET base material at normal temperatures, after ultraviolet light irradiation solidifies, namely got the medical pressure-sensing adhesive article with certain anti-microbial property.
Embodiment 2
Carry out with preparation technology according to the following formulation:
The preparation of a, acrylate oligomer
With 12 parts of 76 parts of soft monomer ethyl acrylates and butyl acrylates, 8 parts of hard monomer methyl methacrylates, 3 parts of 1 part in function monomer vinylformic acid and Hydroxyethyl acrylates are mixed into 100 parts of acrylate monomer blend, getting 30 parts of this acrylate monomer blend joins in the reaction vessel, the wetting Agent for Printing Inks propylene glycol that adds again 8 parts, logical nitrogen protection also is heated to 70 ℃, be added dropwise to 1.0 parts of benzoyl peroxide solution with 10 parts of above-mentioned monomer dissolved mixtures, react and drip again remaining aforesaid propylene acid ester monomer mixture after 0.5 hour, dripped off in 1 hour, and reacted again after dripping off and namely got the acrylate oligomer in 2.5 hours;
B, whole oligomers that 1 part of protective colloid sorbester p18,3 parts of light trigger benzoin methyl ethers, 5 parts of extensive pedigree antibiotic chlorhexidine acetates, 5 parts of polymer elastomer linear styrene-isoprene-vinylbenzene (SIS) down section multipolymers are made in a carry out mixing making it and fully mix;
C, the mixture that mixes among the b is dissolved in makes the pressure-sensitive rubber cement that can be coated with in 12 parts of polymerisable monomer ethyl acrylates, this rubber cement is at room temperature evenly coated on the PET base material, after ultraviolet light irradiation solidifies, namely got the medical pressure-sensing adhesive article with certain anti-microbial property.
Embodiment 3
Carry out with preparation technology according to the following formulation:
The preparation of a, acrylate oligomer
With 86 parts of (weight parts of soft monomer ethyl acrylate, lower same), 10 parts of hard monomer methyl methacrylates, 3 parts of 1 part of function monomer methacrylic acid and Propylene glycol monoacrylates are mixed into 100 parts of acrylate monomer blend, getting 25 parts of this interior olefin(e) acid ester monomer mixtures joins in the reaction vessel, the wetting Agent for Printing Inks ethylene glycol that adds again 6 parts, logical nitrogen protection also is heated to 70 ℃, be added dropwise to 1.0 parts of benzoyl peroxide solution with 10 parts of above-mentioned monomer dissolved mixtures, react and drip again remaining aforesaid propylene acid ester monomer mixture after 0.5 hour, dripped off in 1 hour, and reacted again after dripping off and namely got the acrylate oligomer in 2.5 hours;
B, whole oligomers that 2 parts of protective colloid polysorbate60s, 4 parts of light trigger benzophenone, 6 parts of extensive pedigree antibiotic Sulfadiazine Silvers, 10 parts of polymer elastomer linear styrene-isoprene-vinylbenzene (SIS) camphane section multipolymers are made in a carry out mixing and make it fully to mix;
C, the mixture that mixes among the b is dissolved in makes the pressure-sensitive rubber cement that can be coated with in 25 parts of polymerisable monomer ethyl acrylates, this rubber cement is at room temperature evenly coated on the PET base material, after ultraviolet light irradiation solidifies, namely got the medical pressure-sensing adhesive article with certain anti-microbial property.
Embodiment 4
Carry out with preparation technology according to the following formulation:
The preparation of a, acrylate oligomer
With 86 parts of the own esters of soft monomer vinylformic acid-2 second-Ji, 8 parts of hard monomer methyl methacrylates, 1 part of function monomer methacrylic acid, 3 parts of 2 parts of Hydroxyethyl acrylates and glycidyl methacrylate are mixed into 100 parts of acrylate monomer blend, getting 30 parts of this acrylate monomer blend joins in the reaction vessel, add again 8 parts of wetting Agent for Printing Inks propylene glycol, logical nitrogen protection also is heated to 70 ℃, be added dropwise to 1.0 parts of benzoyl peroxide solution with 10 parts of above-mentioned monomer dissolved mixtures, react and drip again remaining aforesaid propylene acid ester monomer mixture after 0.5 hour, dripped off in 1 hour; React again after dripping off and namely got the acrylate oligomer in 2.5 hours;
B, whole oligomers that 2 parts of protective colloid sodium polyacrylates, 3 parts of light trigger Benzoin ethyl ethers, 5 parts of extensive pedigree antibiotic xeroforms, 6 parts of polymer elastomer linear styrene-isoprene-vinylbenzene (SIS) camphane section multipolymers are made in a carry out mixing making it and fully mix;
C, the mixture that mixes among the b is dissolved in makes the pressure-sensitive rubber cement that can be coated with in 15 parts of polymerisable monomer ethyl acrylates, this rubber cement is evenly coated on the PET base material at normal temperatures, after ultraviolet light irradiation solidifies, namely got the medical pressure-sensing adhesive article with certain anti-microbial property.
Claims (9)
1. the preparation method of ultraviolet light polymerization environment-friendly antibacterial ester acrylate pressure-sensitive glue for medical use goods is characterized in that carrying out according to the following steps:
The preparation of a, acrylate oligomer
With soft monomer 60～95 weight parts, hard monomer 2～30 weight parts, function monomer 2～12 weight parts are mixed into the acrylate monomer blend of 100 weight parts, 20～40 weight parts of getting aforesaid propylene acid ester monomer mixture join in the reaction vessel, the wetting Agent for Printing Inks that adds again the 2-18 weight part, logical nitrogen protection also is heated to 50～80 ℃, be added dropwise to 0.2～2 weight part benzoyl peroxide solution with the above-mentioned monomer dissolved mixture of 5～20 weight parts, react and drip again remaining above-mentioned monomer mixture after 0.5～1 hour, 0.5 dripped off in～2 hours, and reacted again after dripping off and namely got the acrylate oligomer in 1～4 hour;
B, whole oligomers that 0.1～3 weight part protective colloid, 1-5 weight part light trigger, 1-10 weight part extensive pedigree antibiotic, 0-20 parts by weight polymer elastomerics are made in a carry out mixing making it and fully mix;
C, the mixture that mixes among the b is dissolved in makes the pressure-sensitive rubber cement that can be coated with in the 0-50 weight part polymerisable monomer, this rubber cement is evenly coated on the base material at normal temperatures, after ultraviolet light irradiation solidifies, make the medical pressure sensitive adhesive goods with anti-microbial property.
2. the preparation method of a kind of ultraviolet light polymerization environment-friendly antibacterial ester acrylate pressure-sensitive glue for medical use goods according to claim 1, it is characterized in that: described soft monomer is the wherein mixture of one or more of ethyl propenoate, butyl acrylate or ethyl acrylate; Described hard monomer is the wherein mixture of one or more of methyl acrylate, methyl methacrylate, vinyl-acetic ester, vinylbenzene or vinyl cyanide; Described function monomer is the wherein mixture of one or more of vinylformic acid, methacrylic acid, Hydroxyethyl acrylate, interior olefin(e) acid hydroxypropyl acrylate, hydroxyethyl methylacrylate, Rocryl 410, acrylamide, N hydroxymethyl acrylamide or glycidyl methacrylate.
3. the preparation method of a kind of ultraviolet light polymerization environment-friendly antibacterial ester acrylate pressure-sensitive glue for medical use goods according to claim 1 is characterized in that: described polymer elastomer is linear styrene-isoprene-vinylbenzene down section multipolymer, linear styrene-butadiene-styrene camphane section multipolymer or nitrile rubber.
4. the preparation method of a kind of ultraviolet light polymerization environment-friendly antibacterial ester acrylate pressure-sensitive glue for medical use goods according to claim 1, it is characterized in that: described wetting Agent for Printing Inks is hydroaropic substance ethylene glycol, propylene glycol, polyoxyethylene glycol, glycerine.
5. the preparation method of a kind of ultraviolet light polymerization environment-friendly antibacterial ester acrylate pressure-sensitive glue for medical use goods according to claim 1, it is characterized in that: described protective colloid is sorbester p18, sorbester p17, polysorbate60, tween 80, sodium polyacrylate.
6. the preparation method of a kind of ultraviolet light polymerization environment-friendly antibacterial ester acrylate pressure-sensitive glue for medical use goods according to claim 1, it is characterized in that: described light trigger is the wherein mixture of one or more of benzoin methyl ether, Benzoin ethyl ether, benzophenone or diethoxy acetophenone.
7. the preparation method of a kind of ultraviolet light polymerization environment-friendly antibacterial ester acrylate pressure-sensitive glue for medical use goods according to claim 1, it is characterized in that: described polymerisable monomer is the wherein mixture of one or more of ethyl acrylate, butyl acrylate, benzyl acrylate or vinylformic acid tetrahydrofuran ester.
8. the preparation method of a kind of ultraviolet light polymerization environment-friendly antibacterial ester acrylate pressure-sensitive glue for medical use goods according to claim 1, it is characterized in that: described spectrum antibacterials are the wherein mixture of one or more of xeroform, chlorhexidine acetate or Sulfadiazine Silver.
9. the preparation method of a kind of ultraviolet light polymerization environment-friendly antibacterial ester acrylate pressure-sensitive glue for medical use goods according to claim 1 is characterized in that: described base material is that polyester film, polypropylene screen, cotton, synthon are weaved cotton cloth, blending is weaved cotton cloth or non-woven fabrics etc.
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Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN104449414A (en) * | 2014-11-25 | 2015-03-25 | 苏州市贝克生物科技有限公司 | Medical acrylate pressure-sensitive adhesive and preparation method thereof |
| CN105925220A (en) * | 2016-06-14 | 2016-09-07 | 绍兴振德医用敷料有限公司 | Medical pressure-sensitive adhesive capable of being excellently adhered to skin and preparation method and application thereof |
| CN106433525A (en) * | 2016-09-28 | 2017-02-22 | 四川三和医用材料有限公司 | Medical pressure-sensitive adhesive |
| CN106543934A (en) * | 2016-09-28 | 2017-03-29 | 四川三和医用材料有限公司 | A kind of medical antiinflammatory sterilization pressure-sensitive adhesive |
| CN107400464A (en) * | 2017-07-18 | 2017-11-28 | 南京工业职业技术学院 | A kind of medical acrylate conducting resinl and preparation method thereof |
| CN108300348A (en) * | 2018-02-10 | 2018-07-20 | 张芸 | A kind of preparation method of Breathable medical adhesive tape |
| CN110833632A (en) * | 2019-08-20 | 2020-02-25 | 北京派尔特医疗科技股份有限公司 | Polydopamine film and preparation method and application thereof |
| CN113122166A (en) * | 2021-04-19 | 2021-07-16 | 黑龙江大学 | Composite antibacterial pressure-sensitive adhesive composition and preparation method thereof |
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Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN104449414A (en) * | 2014-11-25 | 2015-03-25 | 苏州市贝克生物科技有限公司 | Medical acrylate pressure-sensitive adhesive and preparation method thereof |
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| CN105925220A (en) * | 2016-06-14 | 2016-09-07 | 绍兴振德医用敷料有限公司 | Medical pressure-sensitive adhesive capable of being excellently adhered to skin and preparation method and application thereof |
| CN106433525A (en) * | 2016-09-28 | 2017-02-22 | 四川三和医用材料有限公司 | Medical pressure-sensitive adhesive |
| CN106543934A (en) * | 2016-09-28 | 2017-03-29 | 四川三和医用材料有限公司 | A kind of medical antiinflammatory sterilization pressure-sensitive adhesive |
| CN107400464A (en) * | 2017-07-18 | 2017-11-28 | 南京工业职业技术学院 | A kind of medical acrylate conducting resinl and preparation method thereof |
| CN108300348A (en) * | 2018-02-10 | 2018-07-20 | 张芸 | A kind of preparation method of Breathable medical adhesive tape |
| CN110833632A (en) * | 2019-08-20 | 2020-02-25 | 北京派尔特医疗科技股份有限公司 | Polydopamine film and preparation method and application thereof |
| CN110833632B (en) * | 2019-08-20 | 2022-04-12 | 北京派尔特医疗科技股份有限公司 | Polydopamine film and preparation method and application thereof |
| CN113122166A (en) * | 2021-04-19 | 2021-07-16 | 黑龙江大学 | Composite antibacterial pressure-sensitive adhesive composition and preparation method thereof |
| CN113122166B (en) * | 2021-04-19 | 2023-10-20 | 黑龙江大学 | Composite antibacterial pressure-sensitive adhesive composition and preparation method thereof |
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| CN102898970B (en) | 2014-10-08 |
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Address after: 312035 Zhejiang province Shaoxing city Gao Gao Bu Town North Industrial Zone Patentee after: Vibration medical supplies Limited by Share Ltd Address before: The city of Zhejiang city of Shaoxing province Gao Bu Town 312035 Patentee before: Shaoxing Zhende Surgical Dressing Co., Ltd. |