TWI267387B - The novel preparation of two-layer burn wound dressings - Google Patents

Abstract

Preparation of radiation-induced grafted acrylic acid N-isopropylacrylamide (NIPAAm) temporary wound dressing materials is disclosed in the present invention. The nonwoven fabric of polypropylene (PP) can be modified by UV simultaneous irradiation with acrylic acid and N-isopropylacrylamide. As the enhancement of water vapour transmission rates, wettability and antibacterial activity of the modified nonwoven fabric of polypropylene, the modified nonwoven fabric of polypropylene can be used for the wound dressing.

Description

1267387 V. INSTRUCTION DESCRIPTION (1) XI, TECHNICAL FIELD OF THE INVENTION: The present invention relates to a method for manufacturing a burnt dressing, in particular to irradiating with UV light on a non-woven fabric to make acrylic acid and isopropyl propylene oxime The amine is grafted and polymerized, and is fixed on the surface and the surface of the non-woven fabric to form a method for burning the burn dressing. 2. [Prior Art] The skin is the largest organ in the human body. For example, the epidermis of the 65k g|zone is about 21112^ small, which has functions such as protecting the body, regulating body temperature, secreting and perspiration, feeling and storing nutrients. General burns can be divided into three levels: Grade 1 (degrees) burns epidermal burns grade 2 (degrees) burns shallow dermis burns, or deep dermis burns grade 3 (degrees) burns subcutaneous burns (tissue necrosis) severe cases more than 30% 3 degrees or more than 10% of the 3 degree burn, if the 3 degree injury above 70 ° / 〇 is the most serious, life-threatening, need special medical care. In the case of treatment, in the case of cultivating the skin, it is necessary to have a temporary protective dressing, the main function of which is to prevent evaporation of water in the body and prevent infection, and to supply an environment in which living tissues such as epidermal cells enter and reproduce. Traditional burns and dressings are most commonly gauze, but when gauze is used to cover the wound, the gauze will completely absorb the body fluid (e X udate ) exuded by the wound, and the body fluid usually contains some substances needed for wound healing, thus causing wound healing. When it is sluggish, and when the gauze is removed, the gauze usually pulls the wound, causing secondary damage to the wound and leaving the fines on the wound. In addition, bacteria can penetrate the gauze and reach the wound, which in turn produces a wound infection. The amount of oxygen content has a great influence on the healing process of the wound.

1267387 V. INSTRUCTIONS (2) Therefore, if the wound produced by the covered wound is not easy to enter the wound after the penetrating dressing, the liquid may be too much, which may cause the oxygen dressing to not easily cover the wound and cause the body fluid to proceed. The more the process, and easy to make a material for burning burns, the first $ out of the problem. Therefore, the ability to do (hydrophilicity) and the passage of gas must take into account its absorption of body fluids. Rate (air, water, gas, etc.), and anti-in addition, by light irradiation, grafting and photo-implanting NIPAAm for high-scoring applications, such as · Xie Xiangjun, etc. have been published in the plastics industry has been widely Sub-medical film to improve wet skidness Η······························································ No. 7 reveals the polyester non-woven fabric. 2. After the US patent first line irradiation, it is immersed in the liquid temperature Dharma, and the fiber material is first introduced into the vapor of the acrylic acid solution by free radiation, and then $= two women's acid solution, and then there is See the use of polypropylene (PP) non-woven fabric 2 for its j-branched polymerization. However, the grafted acrylic acid and isopropyl propylene t have not been irradiated yet, and the surface of the non-woven fabric for non-woven fabrics for burns and burns is made by uv* irradiation, and the non-woven fabric is porous, 4 large in area, and high in pores: , rate, dust, easy processing, surface modification and other functions are very suitable for; Acrylic acid has good hydrophilicity with a tickic acid group, can be used to receive a large amount of water, and has good biocompatibility. N-isopropy lacry lamide (NIPAAm) is temperature sensitive, and its minimum critical solution temperature (LCST) is about 32 ° C. When the temperature is in LCST In the following, it is 1267387. V. Inventive Note (3) It will be water-swellable and is a hydrophilic substance with poor mechanical properties. However, when the temperature is higher than LCST, it will agglomerate and shrink into a hydrophobic substance. Its mechanical properties are better. Therefore, when the non-woven fabric having the two chemical materials covers the human skin, since the body temperature is greater than the LCST, the MIPAAm portion is hydrophobic at this time; if it is to be peeled off, it is only required to be immersed in the cold water below the LCST. In this case, NIPAAm automatically absorbs water and is hydrophilic, which makes it easy to peel off, thus avoiding peeling damage to the wound. Moreover, the light irradiation method is more uniform and most convenient to process and clean, so it is often applied to the modification of polymer materials.

III. [Description of the Invention] The present invention has been completed by the inventors and the like in connection with the characteristics of the above-mentioned light-irradiation graft polymerization reaction and the characteristics of acrylic acid and isopropyl propylene phthalate, and the characteristics and advantages of the nonwoven fabric. Accordingly, an object of the present invention is to provide a method for producing a burnt dressing. The main method is to irradiate a non-woven fabric which has been pre-impregnated with a mixed solution of acrylic acid and iso-p-acrylamide by UV light irradiation to adjust the acrylic monomer. The two-based acrylamide is graft-polymerized onto the non-woven fabric to form a burnt dressing having suitable gas permeability, hydrophilicity, temperature sensitivity and antibacterial property.

In order to achieve the above object, the burn-in dressing of the present invention mainly uses a non-woven fabric having a high gas permeability and a porous material as a base material, and after directly immersing the mixed solution of acrylic acid and isopropyl acrylonitrile, the non-woven fabric is directly irradiated with UV light. The polymerization reaction is carried out, and acrylic acid and isopropyl acrylamide are graft-polymerized on the non-woven fabric, so that the modified non-woven fabric has hydrophilicity, temperature: sensitivity, gas permeability and antibacterial property, etc., and satisfies the burnt burn. The necessity of dressing

Page 8 1267387 ---- V. Invention Description (4) ^ Requirements, and used as a burn dressing. The present invention aims to provide a method for preparing a burnt dressing by directly impregnating acrylic acid and isopropyl on a non-woven fabric impregnated with a mixture solution of acrylic acid and isopropyl acrylamide. The acrylamide is grafted onto the surface of the non-woven fabric to form a breathable, hydrophilic, and antibacterial burn dressing. ^ The method for manufacturing the burn-in dressing according to the present invention is to prepare a polypropylene (PP) $non-woven fabric/bubble in a mixed solution of acrylic acid and isopropylacrylamide (NIPAAm) prepared according to a predetermined mixing ratio, an acrylic acid solution [i 〇 %( v / v), soluble in ethanol] ratio of NIPAAm solution (〇· 148g NIpAAm / lml ethanol) = I in the range of 0~3:3~0, depending on the situation, soak 1~ 2 days < : No 2 woven cloth is taken out on the Teflon plate, and then an appropriate amount of 〇〇8~〇16 = (for example, 5~i〇mi is added to a substrate of 8cmx 8cm) and ^, Two ^ CM ^.醯 ^ mixed solution on the non-woven fabric, this solution is best contained in the solution from the 卞丨, t 偶 marriage. Ether (benZ〇in ethy 1 ether, BEE) is used as the initiator, and then the non-woven fabric is taken out after the non-woven fabric is irradiated, and the surface irradiation time is 1 〇, and the product layer is divided into a layer, and the product is a graft polymer structure. Also 'the above acrylic acid and its two secret properties i pounds also Μ sand carving e propyl propylene § diamine mixed solution can also use the shell I like the early body 'that is, C is too acid and inside ^ - ψ 7 ^ ^ The c:m^-na, propyl acrylamide solution may be an analog monomer of a reactive type, a derivative of the steroid, a guanidine propyl ... a cool, an alkenyl pyridine and a derivative thereof. Qiu Juan is relatively simple.

1267387 V. INSTRUCTIONS (5) IV. [Embodiment] [Example 1] First, prepare a non-woven substrate (ρρ, a small size of 8 cm X 8 cm) as a test sample, and boring without the method of the present invention. The surface i of the non-woven sample A 0 and the SE Μ photograph of the cross section are as shown in the first figure and the second figure. ! Also prepare in advance with the following mixing ratio, that is, by volume ratio

:1:0,3:1,1:1,1:3,〇:i(v/V)i ratio prepared acrylic solution 丨 (10% (V/V), soluble in ethanol) and iso-diyl Five kinds of mixed lysine solution of acrylamide solution (NIPAAm; 〇·148g/lml ethanol). Then 'immerse the non-woven fabric in a mixed solution of acrylic acid solution (10% (v / V), soluble in ethanol) and isopropyl acrylamide to 1: (that is, only two motholic acid solution), soak for 2 days. 'Then then remove the non-woven fabric on the Teflon plate' and then add 1 〇m 1 acrylic acid solution to the non-woven fabric. The solution contains less than 5% by weight of benzoin ethyl ether (BEE) as a photoinitiator, and then After the IJV light is irradiated, the irradiation time is 10 to 10 minutes, and after the irradiation, a gel layer is formed, that is, the burn wound dressing (AN 01 ) of the present invention is completed, and the SEM photograph of the surface and the cross section is as follows. The figure and the fourth figure are shown. [Example 2]

The same non-woven fabric as in Example 1 was used as the substrate AO (pp, 8 cm X 8 cm, the first figure and the second figure, the SE Μ photo which was not in front of j), and the non-woven fabric was immersed in: acrylic acid and isopropyl acid. In a mixed solution of acrylamide (NIPAAm), acrylic acid: solution [10% (v / V), soluble in ethanol] in isopropyl acrylamide solution (〇.148g NIPAAm / lml ethanol) The mixture ratio is 1/1 (V/V), soaked for 2 days, then the non-woven fabric is taken out on the Teflon plate, and then dropped.

1267387 V. INSTRUCTIONS (6) A mixed solution of acrylic acid and isopropyl acrylamide on a non-woven fabric containing less than 5% by weight of benzoin ethyl ether (BEE) as a photoinitiator, and then After the UV light is irradiated, it is taken out for 1 〇~1 〇〇, and after irradiation, it forms a layer of a gel layer, that is, the product (AN 11) of the present invention is completed, and the fifth and sixth images are SEM photograph of the surface and section. I [Example 3] The same non-woven fabric as in Example 1 was used as a substrate (pp, 8 cm x 8 cm, the first and second photographs are SEM photographs thereof), and the nonwoven fabric was immersed in an isopropylpropionamidine solution ( 0.148g NIPAAm / lml ethanol) (ie a solution of a mixture of acrylic acid and isopropyl acrylamide) of 0:1, soak for 2 days, then remove the non-woven fabric on the Teflon plate, and then drop Into 10 m 1 of a mixed solution of acrylic acid and isopropyl acrylamide on a non-woven fabric, the solution contains less than 5% by weight of benzoin ethyl ether as a photoinitiator, and then irradiated with UV light, and the irradiation time is 10 ~100 points, after the irradiation, it forms a layer of glue, that is, the product (AN01) is completed, and the seventh and eighth pictures are SEM photographs of the surface and the cross section. As is apparent from the above respective examples, the surface of the nonwoven fabric treated by the method of the present invention all showed graft polymerization (third to eighth). [Example 4] The same non-woven fabric as in Example 1 was used as the substrate A 0 , and a mixture ratio of acrylic acid to isopropyl acrylamide was 3:1, and the other treatment conditions were the same as the steps: Invention product (AN31). [Example 5] The same non-woven fabric as in Example 1 was used as the substrate A0, and a mixing ratio of acrylic acid to I isopropyl acrylamide was 1:3, and other treatment conditions were as follows.

1267387 V. INSTRUCTIONS (7) The steps are the same, and the product of the invention (AN 1 3 ) is obtained. After treatment by UV light irradiation, the amount of _ _ acid and isopropyl acrylamide on the grafted non-woven fabric affected its hydrophilicity and gas permeable properties, as shown in Tables 1 and 3. It can be seen from Table 1 that as the content of acrylic acid is less, the content of isopropyl acrylamide increases, and the relative water absorption time is also strong, but its WVTR (water vapour transmission rates), 'water, and gas permeability are both Showing a downward trend. This is because acrylic acid is more absorbent than propyl propylene oxide, so when the amount of acrylic acid is reduced, it reduces "water and water vapor permeability. The non-woven fabric treated with UV light irradiation & μ will have its own properties. The effect of too much is shown in Table 2. It is known that the treated sample containing acrylic acid and isopropyl acrylamide has the same stress and is not woven, indicating that the tensile strength of the material itself is not affected after the modification. However, the strain is smaller than that of non-woven fabric. Table 1 · The grafting rate of the product obtained by UV light irradiation is relative to the relative grafting time (Graft-ratio vs. relative wicking time) sample grafting ratio (wt %) 0.000 1. 0 0 0± 0 . 0 9 6 ΑΝ10 680.380 0.017± 〇.〇〇9 ΑΝ31 8 6 3. 1 6 0 0.114± 〇.〇35 ΑΝ11 921.770 0.38 4± 〇.〇55 ΑΝ13 1084.810 0.45 6± 0.〇37 ΑΝ01 1180.130 0.48 9± 〇.〇27

Page 12 1267387 V. Description of invention (8)

丄. Acrylic/isopropenyl acrylate prepared by UV light irradiation, such as a mixed solution with a ratio of 1 / 〇 2 · A non-woven fabric sample (AN 1 0 ) with acrylic acid/isopropyl is irradiated with UV light. The prepared makeup-to-mix ratio of 3 / 1 mixed solution 3. Acrylic / isopropyl-based detection of non-woven fabric sample (AN31) The mixture of 'heart-to-heart ratio ratio '1 / 1 prepared by UV light irradiation Solution 4. Acrylic/isopropyl isopropyl amide 9 cloth sample (ΑΝ11) 5% mixed solution prepared by UV light irradiation 5 · Brewing with acrylic acid / isopropyl propylene Cloth sample (A Ν 1 3 ) A mixed solution prepared by UV light with a ratio of 〇 / 1 is not mixed. 6 · Relative water absorption time is 2 5QC 眭 ί cloth sample (AN 0 1 )

The stress and stress of the product (Stress and Strain) produced by UV light irradiation (Kg/mm2) should be # ( %) A0 0.2 3 0 ± Ο.Τϊ〇, sL·V /U / AN10. 0.190 ± 0.〇6〇19.370 ± 6.260 AN31 0.200 ± 0.〇5〇3.710 ± 0. 750 AN11 0.210 ± 〇.〇8〇6.880 ± 1.430 AN13 0.230 ± 0.〇8〇6. 0 4 0 ± 1. 91 〇AN01 0.210+ 〇.〇6〇- ---J 12.860 ± 3.460 1 1. 3 5 0 ± 3.29 0 —~—-------

1267387 V. INSTRUCTIONS (9) Table 3. Water vapor transmission test (WVTR, Permeance, and Permeability of samples) by UV light irradiation _ Sample water vapor transmission rate (WVTR) (g / m V day ) Permeance (Kg/m2/Pa/s) x 108 Permeability (Kg/m/Pa/s) x 1 0 12 A0 12869.000 4. 750 4. 040 AN10 18915.800 6.980 9.770 AN31 10200.500 3.760 8.660 AN1 1 3238.300 1.190 4.000 AN13 2521.000 0.930 1.860 AN01 3174.300 1.170 2.580 WVTR = water vapor transmission rates, water vapor transmission rate

Further, after the treatment by the UV light irradiation method, the non-woven fabric containing isopropyl acrylamide was temperature-sensitive, as shown in Table 4, and it is understood from Table 4 that isopropyl propylene hydride is contained at 15 C, 2 5 C. The non-woven fabric of the amine has a water absorption time smaller than that at 41 Ό and 53 jC, which indicates that it is at 丨%, 25. Hydrophilicity is good at the time of hydrazine, and hydrophilicity is poor at 4 1 C and 5 3 C, and the change in hydrophilicity can prove that the nonwoven fabric containing isopropyl acrylamide is temperature sensitive. Finally, the non-woven fabric containing acrylic acid and isopropyl acrylamide is treated by UV light irradiation.

1267387 __, 丨5, invention description (10), has a better bactericidal effect, as shown in Table 5, it can be seen from Table 5 that the non-woven fabric itself will not sterilize but will promote bacterial growth, while the non-woven fabric contains acrylic acid and isopropyl propylene. After the indoleamine, it has a fungus effect and can greatly reduce the number of bacteria. Table 4 - Temperature effect in relative wicking time of various samples 15 25 41 53 AO 1·000±0·001 1.000±0.096 1.000±0.004 1.000± 0.009 AN10 0.036±0.004 0.017±0.009 0.111±0.014 0.151±0.035 AN31 0.039±0.006 0.114±0.035 0.160±0.〇12 0.269±0.055 AN11 0.042±0.005 0.384±0.055 0.637±0.018 0.529±0.009 AN13 0.043±0.005 0.456±0.037 0.651±0.013 0.645±0.019 AN01 0.049±0.002 0.489±0.027 0.659±0.0146 0.666±0.028

Page 15 1267387 V. INSTRUCTIONS (11) A Table 5 - Antibacterial assessment of various samples by UV light irradiation Samples of Pseudomonas aeruginosa (CFU/ml) X 1〇-7 Staphylococcus aureus (CFU/ml) X 1〇-7 Blank A0 AN10 AN31 AN1 1 AN13 AN01 4 6 8 0 0 . 0 0 0± 3 3 3 0 0.0 0 0 8 8 1 0 0 · 0 0 0± 6 9 1 0 0 · 0 0 0 1. 8 7 0± 1.300 3.9 0 0+ 1.6 1 0 1 4. 8 0 0± 11.900 2 1 4 . 0 0 0± 212.000 3 0 3. 0 0 0± 1 6 7.0 0 0 3 0 0 0.0 0 0+ 2 0 0 0.0 0 0 2 5 6 0 0.0 0 0+ 1 5 5 0 0.0 0 0 0.017+ 0.009 0 · 0 2 0± 0 · 〇1 〇0.1 0 6+ 0.0 7 4 7 6.0 0 0+ 3 3.9 0 0 1 7 1.0 0 0+ 4 9.5 0 0 It can be seen from the above examples and test_table that the present invention has the following several advantages: 1. The present invention uses an inexpensive non-woven fabric as a substrate. And then modified with propyl propyl acrylamide, so the manufacturing cost is not high, and has economic benefits. The acrylic monomer and its manufacturing procedure are simple. 2. The invention uses UV light irradiation to irradiate non-woven isopropyl propylene. Grafting of fine acid amine to no, weaving on the sheet, Clean, non-polluting. 3. The body fluid produced by the method of the present invention which absorbs a large amount of wounds, has good hydrophilicity (Table 1), and keeps the wound in a proper wet condition.

1267387___ V. INSTRUCTIONS (12) - The moisturizing condition allows the wound to have a better healing effect. In addition, the product also has a bactericidal effect to reduce the chance of bacterial infection of the wound (Table 5). 4. The product produced by the method of the invention has better peelability (Table 4) and antibacterial property than the traditional gauze, and does not cause secondary damage to the wound, and has great medical application value. 5. The standard WVTR value of commercial burned dressings should be between 30 and 1 0 0 0 (g/m2/day), and the WVTR value of the products manufactured by this product method is also in this range (Table 3), so the breathability of this product is not worse than some commercial burns and burns.

Page 17 1267387

A brief description of the schema The first flaw is the unfinished, rationally non-woven (Ao) sheet (SEM) photograph. Electron microscopy of φ The second image shows a non-woven (Α〇) cut (SEM) photograph. Electron Microscope of the Battle Surface The third picture is an electron microscope (SEM) photograph of the surface of the high-energy radiation by gamma rays. The product produced by the company Α40 The fourth picture is a high-energy light-emitting gamma ray, and a cross-section electron microscope (SEM) photograph. Go to the product produced Α40 The fifth picture is a sub-microscope (SEM) photo produced by UV light irradiation. Out of the product AN 10 surface electricity

The sixth picture is a photomicrograph (SEM) of a photomicrograph by means of UV light irradiation. The product of the AN product of the yang product is shown in the seventh section by a UV light irradiation method. The electric power of the surface of the product AN11 is shown in the eighth image by a UV light irradiation method & _ ... & Printed product AN11 cross section electric ninth image Φ submicroscope (SEM) photograph produced by UV light irradiation*. ® Product AN01 Surface Electricity Figure 10 by UV Light Irradiation

Microscope (SEM) photo. The electronic product of the product AN01 cross-section - the twentieth image of the product produced by the gamma ray 妗 钴 照射 照射 鲢 鲢 鲢 鲢 鲢 知 知 知 知 知 知 知 知 知 藉 藉 藉 藉 藉 藉 藉 藉 藉 藉 藉 藉 藉 藉 藉 藉 藉Dose rate versus grafting rate = ^ radiation method for the production of products

苐18 pages

Claims (1)

1267387 ^ VI. Application No. 1 - A method for preparing a burnt dressing is to use polypropylene (pp) non-woven fabric as a substrate, and immersed in a mixed solution of acrylic acid and isopropyl acrylamide monomer and the like. The mixing ratio of the acrylic acid to the isopropyl acrylamide is in the range of 0 to 3 / 3 to 0 in a volume ratio; after immersing for 1 to 2 days, the non-woven fabric is irradiated with UV light to make the above-mentioned The monomer and the non-woven fabric are subjected to a polymerization reaction to graft-polymerize the monomer onto the non-woven fabric; the reaction is then washed through a non-woven fabric and dried to obtain a polymer dressing for burning. 2 . According to the preparation method of the first aspect of the patent application, the analog of acrylic acid and isopropenylamine monomer is an analog monomer of a vinyl reactive monomer, including, for example, acrylic acid and isopropyl propylene. The guanamine solution may be an analog monomer of the vinyl-reactive monomer, such as acrylic acid, isopropyl acrylamide and its derivatives, 2-hydroxyethyl methacrylate, methacrylic acid- 2-Hydroxyethyl ester and its derivatives, ethylene group [I 唆, vinyl pyridine and its derivatives. 3 · According to the preparation method of the patent application scope or the second item, the monomer solution concentration is less than 50%. 4. According to the preparation method of the first or the second aspect of the patent application, the monomer solution concentration contains a photoinitiator. 5. The preparation method according to item 4 of the patent application scope, wherein the photoinitiator is benzoin ethyl ether (BEE) and the solution concentration thereof is less than 5%. 6. According to the preparation method of the first aspect of the patent application, the polymerization of the monomer and the non-woven fabric is carried out under the conditions of UV light irradiation time of 10 to 100 minutes. Page 19