PARK SUNG-HUI (KR)
| WO2003066030A2 | 2003-08-14 |
| KR20070029955A | 2007-03-15 | |||
| KR20060034334A | 2006-04-24 | |||
| EP1330164B1 | 2005-12-07 | |||
| US20040214752A1 | 2004-10-28 |
WHAT IS CLAIMED IS:
1. A reactive antibiotic represented by the following chemical formula 1: (Chemical formula 1)
2. A process of preparing a reactive antibiotic represented by the following chemical formula 1, obtained by carrying out condensation of sulfa based antibiotic represented by general formula 1 with cyanuric chloride represented by general formula 2:
(General formula 1) Sulfa based antibiotic
(Chemical formula 1)
3. An antibacterial fiber processed by using the reactive antibiotic as defined in Claim 1. |
REACTIVE ANTIBIOTICS AND A METHOD OF PREPARING THE SAME AND ANTIBACTERIAL FIBER TREATED THEREBY
TECHNICAL FIELD The present invention relates to reactive antibiotics comprising reactive groups bonded to sulfadiazine (that is, 4-amino-N-2- pyrimidinylbezene sulfonamide) having strong anti-bacterial properties, the reactive groups of which are covalently bondable to natural fibers and regenerated fibers such as cotton, rayon, wool, polyvinylalcohol fiber, Lyocell, etc., a process of preparing the same and antibacterial fibers treated with the same.
Generally, a fabric product used in garment or bedclothes needs to undergo a fiber material dyeing process with desired colors to satisfy different tastes of consumers. Such manufactured fabric product often becomes habitable for microorganisms due to poor care, allowing the microorganisms to inhabit and grow with normal bodily secretions as nutrient when the microorganisms contact directly with a human body so that it threatens health of the human body and/ or results bad odor, contamination, discoloration, brittleness of fiber, etc., thereby being a major cause to deteriorate quality of the fabric product such as durability, color fastness or the like.
Accordingly, the fabric product may become a medium or habitat for pathogenic bacteria to invade the human body. However, if the fabric product has anti-bacterial properties, it will become a
functional fabric product that inhibits inhabitation or growth of microorganisms and, as a result, protects against infectious disease and bad odor, and prevents staining and brittleness of fiber of the fabric product.
BACKGROUND ART
It is well known that an ti- bacterial and deodorization processes are generally classified into post-treatment processes and fiber improving processes. The post-treatment processes include: as disclosed in Korean Patent Laid-Open No. 2000-007593, a method for giving anti-bacterial properties to fibers, which includes extraction of dyeing ingredient from a natural material such as Saururus chinensis (Lour.) Baill with anti-bacterial properties; a method which cross-links an anti-bacterial material such as organometallic compound or organic material with fibers and thermally fixes the bonded product to surface of the fibers by using a reactant resin; a method which fixes an antibacterial material to surface of fibers by adsorption and so on. On the other hand, the fiber improving processes include: a method which comprises introducing an inorganic anti-bacterial agent within fibers by blend- spinning the inorganic anti-bacterial agent into polymer in a process of manufacturing synthetic fibers; a method which disperses a copper compound into fibers during coagulating and regenerating in a process of manufacturing regenerated fibers; a method for synthesizing polymer, which comprises organic copolymer ingredients with anti- bacterial properties and so on.
The anti-bacterial and deodorization processes have not a purpose of sterilization or treatment of diseases but are to inhibit inhabitation and growth of microbes and/or fungi on fibers. Therefore, the processes require that an anti-bacterial effect is continuously maintained at least a predetermined level rather than only exhibiting high anti-bacterial properties for a short time and must safe to human bodies. Under these circumstances, although organic mercury compound, organic tin compound, organic copper compound and organic zinc compound among the organometallic compounds used in the post- treatment processes have very superior anti-bacterial properties, they also have a problem of safety to a human body such as toxicity. As a result, most of the organometallic compounds for garments are prohibited by countries such as Japan, U.S.A., etc. but are partially used in applications that do not involve direct contact with the human body, for example, production of carpet or wallpaper, or other industrial fields. Furthermore, such organometallic compounds that have demonstrated problems of undesired adhesion to fibers and low laundry durability are restricted in their permanent anti-bacterial effect. Also, general organic anti-bacterial materials that could be easily processed compared with inorganic materials and do not affect mechanical properties, transparency, color, etc., as much are widely used at present. However, use of the organic anti-bacterial materials is limited because their anti-bacterial effect is not continued for a long term as described above and they have inferior heat-resistance.
Alternatively, some of the organic anti-bacterial materials often have disadvantages of causing skin irritation, tearing property and so on. Dyes extracted from natural materials have a merit that anti-bacterial properties are early given to fibers in a dyeing process. But, they have a restriction in extracting the dyes due to seasonal limitation and a disadvantage that mordant dyeing accompanied with additional heavy metals is required to improve color fastness as a defect of natural dyes.
Inorganic anti-bacterial materials are obtained by substitution of an inorganic carrier such as zeolite, silica, alumina, etc. with metal ions such as copper, zinc, etc. having excellent anti-bacterial properties. The inorganic anti-bacterial materials that have three-dimensional structure formed with micro-fine pores demonstrate a large surface area and excellent heat- resistance. It is believed as of now that copper and zinc belong to a few metals with superior anti-bacterial effect and safety, and are harmless to the human body. The inorganic anti-bacterial materials have higher heat-resistance and stability sufficient not to cause volatilization and decomposition thereof in comparison to conventional organic anti-bacterial materials, thereby being used in a wide variety of applications. In addition, since they express anti-bacterial effect via activated oxygen ions, the inorganic anti-bacterial materials have an excellent anti-bacterial effect superior to the organic anti-bacterial materials. However, such metal ions, for example, copper or zinc that are apt to deteriorate resin or cause yellowing have a possibility of significantly lowering value of goods containing the same. There is another concern with the inorganic anti-bacterial materials in that they
may cause cutting of thread if the inorganic anti-bacterial materials are added to micro-fine fibers during blend-spinning, since they generally have a larger average particle diameter above micron units and a wider distribution of particle size. Korean Patent Laid-Open No. 2002-57322 discloses a reactive azo dye with strong anti-bacterial ability prepared by introducing silver sulfadiazine group, which is anti-bacterial component, into reactive azo dye molecules.
However, such known reactive azo dyes have low reaction yield when the reactive azo dye molecules react with silver sulfadiazine, are not applicable to endow anti-bacterial properties to fabric requiring no dyeing process, and need dyeing temperature raised to 98°C when they dye cotton fiber although the cotton fiber is sufficiently dyed at 60 0 C, since the azo dyes have reaction temperature of about 98°C. Accordingly, the above azo dyes have a serious problem of severe energy waste.
DISCLOSURE OF THE INVENTION
(TECHNICAL PROBLEM) An object of the present invention is to provide reactive antibiotics that give anti-bacterial and anti-fungal properties to a fabric product while not dyeing the product with specific color, have lowered reaction temperature of about 60 0 C and prevent undesirable waste of energy when the dyes are used to dye natural fibers such as cotton or wool, or rayon fiber, and a process of preparing the same.
(TECHNICAL MEANS TO SOLVE THE PROBLEM)
Hereinafter, the present invention will be described in detail.
A reactive antibiotic of the present invention has a structure of reactive groups represented by the following chemical formula 1 bonded to sulfadiazine having strong anti-bacterial and anti-fungal properties, the reactive groups of which are covalently bondable to natural fibers and rayon fibers.
(Chemical formula 1)
Sulfadiazine is sulfa drug effective for treating and protecting infectious diseases including, for example, meningitis caused by
Haemophilus influenzae, chancroid, acute urinary track disease, lymphoganuloma venereum caused by chloroquine-resistant plasmodia, early onset of falciparum malaria and so on.
A process of preparing the reactive antibiotics represented by the chemical formula 1 according to the present invention will be described in detail below.
First, sulfadiazine represented by general formula 1 is dissolved in water and maintained at 0 to 5°C. In an alternative beaker, cyanuric chloride represented by general formula 2 is treated as same to sulfadiazine represented by the general formula 1. After a constant time, the cyanuric chloride solution is slowly added to the sulfadiazine
solution to proceed condensation and synthesize the reactive antibiotics represented by the chemical formula 1
(General formula 1) Sulfa based antibiotic
(General formula 2) Cyanuric chloride
(Chemical formula 1)
(ADVANTAGEOUS EFFECTS)
As described in detail above, the inventive antibiotic can form covalent bond with natural fibers and rayon fibers to give anti-bacterial and anti-fungal properties to the fibers without adverse effect to color of the fibers.
If the present reactive antibiotic is employed in a fiber dyeing process, it does not require increase of dyeing temperature above normal dyeing temperature in order to proceed covalent bonding process between the antibiotic and fibers, since the reactive antibiotic
has reaction temperature lower than typical dyeing temperature of natural fibers and rayon fibers. Consequently, it results in a simple dyeing process and prevents waste of energy or saves energy consumption.
BEST MODE FOR CARRYING OUT THE INVENTION
Features of the present invention described above and other advantages will be more clearly understood by the following non-limited examples, which are not intended to restrict the scope of the invention but are instead illustrative embodiments of the present invention. Accordingly, it will be obvious to those skilled in the art that the present invention is not restricted to the specific matters stated above and the examples below.
[Example 1 : Preparation of a reactive antibiotic represented by the chemical formula 1]
0.01 moles of cyanuric chloride represented by the general formula 2 is mixed with small amount of acid, fed into 100ml of distilled water under agitation, and uniformly dispersed in the distilled water while maintaining the dispersion at 3°C. Alternatively, 0.01 moles of sulfadiazine represented by the general formula 1 is fed into distilled water, mixed with small amount of acid and dissolved in the distilled water while maintaining the solution at 3°C. The sulfadiazine solution is slowly added to the cyanuric chloride solution to proceed condensation for 2 hours. After completing the reaction, the obtained solution is subjected to cooling, neutralization and water removal, and dried under
vacuum conditions to produce the reactive antibiotic represented by the chemical formula 1 :
0.1% o.w.f. solution is produced by using the prepared reactive antibiotic represented by the chemical formula 1 in water and glacial acetic acid is added thereto to obtain a dye solution anti-bacterially treated. To the treated solution, cotton fiber is introduced and treated at
40 0 C for 30 minutes, soaped and dried to form antibacterial fiber.
Following experiment for determining anti-bacterial properties of the above treated antibacterial fiber, the result is shown in Table 1 below.
[Test of anti-bacterial properties]
Conditions of the test for determining anti-bacterial properties of the antibacterial fiber according to the present invention are as follows:
1. Test method : KSK 0693-2001
2. Test types of strain
1) Strain I : Straphylococcus aureus ATCC 6538
2) Strain II : Klebsiella pneumoniae ATCC 4352
3. Concentration of challenged strain of bacteria
1) Strain I : 1.3 x 10 5 numbers/ ml
2) Strain II : 1.5 x 10 5 numbers/ ml
TABLE 1
Test result for anti- bacterial properties of colored antibacterial fiber
INDUSTRIAL APPLICABILITY As described in detail above, the present inventive antibiotic can form covalent bond with natural fibers and rayon fibers to give antibacterial and anti-fungal properties to the fibers without adverse effect to color of the fibers.
If the present reactive antibiotic is employed in a fiber grinding process, it does not require increase of dyeing temperature above normal dyeing temperature in order to proceed covalent bonding process between the antibiotic and fibers, since the reactive antibiotic has reaction temperature lower than typical dyeing temperature of natural fibers and rayon fibers. Consequently, it results in a simple dyeing process and prevents waste of energy or saves energy consumption .
While the present invention has been described with reference to
exemplary embodiments thereof, it will be understood by those skilled in the art that various modifications and variations may be made therein without departing from the scope of the present invention as defined by the appended claims.