KR0153754B1 - Coating composition for surgical sutures and surgical sutures coated therewith - Google Patents

Abstract

The present invention discloses a composition coated on a surgical suture and a suture manufactured by applying the same. That is, at least one selected from the group consisting of a powdered lubricant and a surfactant insoluble in an organic solvent, and a composition containing the polymer material in the organic solvent at a ratio of 50% by weight or more and 50% by weight or less to fix it to the suture Surgical sutures can satisfy both knot slip and knot firmness.

Description

Surgical suture coating composition and suture using the same

The present invention relates to a surgical suture coating composition used in the surgical field and a surgical suture coated with the composition.

Surgical sutures have been used by coating to improve the processability and absorption. For example, US Pat. No. 3,297,030 discloses a method of coating polyglycolic acid-based surgical sutures with silicone or beeswax, but this method does not immediately absorb the coating material after the suture itself is absorbed in the body and remains in the tissue. The disadvantage is that. In addition, U.S. Patent No. 4,027,676 discloses a multicomponent coating composition comprising a polymer surface film forming material, a hydrophobic material, a lubricant, etc., but it is difficult to mix various components; In US Pat. No. 4,047,533, a polyoxyethylene-polyoxypropylene copolymer lubricant is used as a suture coding agent. However, when the suture is moistened by moisture and blood at the time of surgery, the knot slips away, which is inconvenient for the procedure.

Therefore, many researchers have been researching and developing a technology that allows the suture's knot to slide down well even when wetted by moisture, body fluid, and blood. U.S. Patent No. 4,624,256 describes coatings of caprolactone polymers, copolymers in which at least 90% of caprolactone and other absorbent monomers are copolymerized with each other, or blends of at least 50% of the caprolactone polymer or copolymer with the remainder of other absorbent lubricants. It is disclosed as a composition. US Patent No. 4,788.979 discloses a copolymer of 50-80% of caprolactone with lactide, lactone or carbonate as a coating composition; U.S. Patent 4,994,074 uses a copolymer of excess caprolactone and a small amount of glycolide or glycolic acid as a coating composition.

Many patents have already been disclosed using caprolactone polymers or copolymers as coating compositions, but they have only been developed to improve the processability by emphasizing aspects that make the knot slip well even in wet conditions. However, as the knot slipperiness is improved, the knot slips more easily to the opposite side of the wound, so that the inherent performance of the suture to tightly bind the wound, ie, the knot tightness, is degraded.

The methods developed by other researchers so far have been to prepare a copolymer or a blend by adding a part of the main component constituting the suture to the coating composition to increase the affinity between the coating composition and the suture so that they can adhere well to each other. Since the coating composition thus prepared is not peeled off under the pressure applied to the knot during the usual procedure, the knot is easily slipped in the opposite direction after the knot is slid down the wound. In order to improve this problem, the knot slippage and the knot firmness can not be achieved when wet by appropriately adjusting the content of the coding composition contained in the suture.

The present inventors have completed the present invention after repeatedly studying to solve the above problems and to provide a more improved surgical suture by at the same time achieving the slip and knot tightness of the knot.

It is an object of the present invention to provide a surgical suture coating composition that simultaneously provides the suture's knot slip and knot firmness.

Another object of the present invention is to provide a surgical coating suture improved knot slipability and knot tightness, to which the coating composition is applied.

Surgical suture coating composition of the present invention for achieving the above object is at least one selected from the group consisting of a powdered lubricant and a surfactant insoluble in an organic solvent and at least 50% by weight of the polymer material for fixing it to the suture: 50% by weight It is characterized by including in an organic solvent in the ratio of% or less.

Surgical suture for achieving the other object of the present invention is characterized in that the coating composition is applied and dried.

Hereinafter, the present invention will be described in detail.

When the material constituting the suture is hydrophobic, when the coating composition is also hydrophobic, affinity exists between each other to facilitate adhesion and desorption of the film coated on the suture cloth, whereas when the coating composition is made hydrophilic, the suture is not affinity. It becomes difficult to adhere to the surface and the coating film formation becomes impossible. However, when the hydrophobic material and the hydrophilic material are mixed and used together in an appropriate ratio, the coating composition is easily attached to the surface of the suture regardless of the hydrophobicity or hydrophilicity of the suture, and the knot slips during the usual procedure. Desorption of the coating can also be facilitated.

In addition, when the suture material is hydrophobic and one component of the coating composition is hydrophobic or the suture material is hydrophilic and one component of the coating composition is hydrophilic, the other component is insoluble in the organic solvent and can be dispersed evenly in the coated coating of the suture in powder form. If so, by appropriately adjusting the blending ratio thereof, the surface of the suture can be easily attached and the coating coated with these particles under a certain pressure can be physically peeled off to facilitate the detachment of the coating.

In view of this point, in the present invention, a two-component composition composed of a surfactant in which a hydrophilic part and a hydrophobic part coexist, and a polymer material for fixing the surfactant; A two-component composition comprising a lubricant insoluble in an organic solvent and in a powder state, and a polymer material for fixing the same; Alternatively, by applying the three-component composition composed of the surfactant, the lubricant and a polymer material to fix them to the suture, the layer coated with the polymer material is broken under the pressure that the knot slips during the usual procedure, so that the knot is wound toward the wound. When slipped, it was pushed by a knot and removed. As a result, slip in the wound direction is possible, but the suture surface of the already slipped portion is prevented from slipping in the opposite direction because the coated layer is removed, thereby achieving knot slip and knot firmness at the same time. will be.

That is, the present invention is based on the fact that, in order to obtain a somewhat opposite effect of knot slip and knot firmness, it is possible to slide while removing the coating composition applied to the suture surface when the knot slips.

In the coating composition of the present invention, a combination of a two-component system or a three-component system in which an immobilized polymer is commonly used and a powdered lubricant insoluble in a surfactant and / or an organic solvent is added thereto is possible. A total of four or more components can be selected by selecting two or more substances in the composition.

Surfactants contain both hydrophilic and hydrophobic groups and are usually solid at room temperature or in some cases liquid at room temperature. As the surfactant used in the coating composition of the present invention, at least one selected from the group consisting of copolymers of polyethylene oxide and fatty acid esters and copolymers of polyethylene oxide and polypropylene oxide is preferable, and the air of polyethylene oxide and fatty acid esters is preferable. More preferred is coalescence. Commercially available products include poloxamer 188 (copolymer of polyethylene oxide and polypropylene oxide) and polysorbate 80 (polyoxyethylene sorbitan monooleate).

The powdered lubricant insoluble in the organic solvent is preferably a fatty acid salt having 6 or more carbon atoms, more preferably magnesium stearate.

As a polymer for fixing the surfactant and / or lubricant to the suture surface, polycaprolactone is preferable.

If the coating composition is composed of only the surfactant and / or lubricant without the immobilizing polymer, the film is not formed, on the contrary, if the coating composition is composed of only the immobilizing polymer, the knot is formed because there is no surfactant and / or lubricant to reduce the frictional force of the suture Slipperiness is reduced by forming agglomerates that do not slip or are pushed onto the coating. Therefore, in order to achieve knot slip and knot firmness at the same time, it is important to use an immobilizing polymer material and a surfactant and / or a lubricant component at an optimum ratio. Among the components of the coating composition of the present invention, polysorbate 80 as a surfactant helps to soften the appearance, and magnesium stearate as a powdered lubricant insoluble in organic solvents serves to physically peel off the coated film. Helps to improve robustness

In the coating composition of the present invention, the powdered lubricant and / or the surfactant insoluble in the organic solvent and the polymer material for immobilization are used at 50 wt% or more: 50 wt% or less. In particular, the polymer material for immobilization is preferably 20 to 50% by weight, more preferably 40 to 45% by weight. In addition, the content of the other components except the immobilized polymer material as a solid component of the coating composition is preferably 50 to 80% by weight, more preferably 60% by weight or more. The other component may be a surfactant alone, a powdered lubricant insoluble in an organic solvent, or a mixture of these two components. At this time, in the case of a mixture of two components, the content of the surfactant is preferably 17 to 33% by weight of the total other components.

As the organic solvent, an aliphatic organic solvent or an aromatic organic solvent may be used, and the aliphatic organic solvent may include, for example, methylene chloride, chloroform, 1,1,2-trichloroethane, acetone, acetonitrile, and ethanol. Examples of the aromatic organic solvent include benzene, toluene, xylene, and the like.

After dispersing the coating composition in an organic solvent, it is applied to the suture by a suitable method such as spraying or dipping, the organic solvent is evaporated and then dried to obtain a surgical coating suture of the present invention excellent in knot slip and knot tightness. Can be. In some cases, the step of immersing the suture in the coating composition solution to increase the content of the coating agent in the suture may be repeated two or more times, preferably repeating the process one or two times. . The content of the coating agent in the coated suture after drying is preferably 6 to 18% by weight based on the weight of the suture before coating.

The coating composition of the present invention can be applied to sutures of any material, in particular synthetic absorbent sutures, for example, polyglycolic acid, copolymers of lactide and glycolide, synthetic nonabsorbable sutures such as poly-p-dioxanone, For example, it is useful for polyester-based and polyamide-based sutures, and is also applicable to natural sutures such as silk or catgut.

The suture is melt-spun into the raw materials to form a yarn, and then three or more threads are manufactured into a suture by a braiding process. The braiding process is twisting the thread and can be braided from 3 strands or more, and a typical surgical suture is generally braided into 3 strands, 8 strands, 12 strands or 16 strands, and in some cases, can be braided with more strands. .

In the following, the present invention will be described in more detail based on examples. However, the following examples are intended to specifically illustrate preferred embodiments of the present invention and are not intended to limit the scope of the present invention.

Example 1

Chemically pure and dried glycolide was polymerized to obtain polyglycolic acid having a high molecular weight of about 50,000 to 100,000 with a number average molecular weight, and then melt-spun to form a yarn. The resulting yarn was made into a suture by the braid process. The sutures prepared comprise a mixture of 12% polycaprolactone P300 (US Union Carbide) and Polysorbate 80 (ICI) (4: 6 (w / w)) as surfactant in methylene chloride After immersing in a coating solution, the organic solvent was removed by evaporation and dried to obtain a coated suture. Polycaprolactone P300 used as the polymer material in the coating agent in this Example had a viscosity of 500 to 2500 cps at 204 ° C. as measured by a type B viscometer.

The appearance of the coating suture obtained in this example was clean and uniform, and the amount of the coating agent remaining in the suture was 13% by weight based on the weight of the suture before coating. Both the knot slip and knot firmness on the wetting of the coating sutures were good, and the extent to which the coating layer was removed during sliding was also good. The results are shown in Table 21 below.

In Table 1, the criteria for determining the knot slip and knot tightness when wetting sutures are as follows.

Knot slip when wet ◎: Slip to the target area at once

○: Slip after one stop during slip

△: slip after 2 or more stops of slipping

X: It does not slip.

Knot tightness ◎: The knot does not slide in the opposite direction.

○: The knot slips within 1 cm in the opposite direction.

(Triangle | delta): A knot slips at 1 cm or more and 5 cm or less in a reverse direction.

X: The knot slips more than 5 cm in the opposite direction.

Example 2

Sutures coated according to the procedure of Example 1 were prepared using the same coating agent and organic solvent as in Example 1 in the proportions shown in Table 1 below. The results are shown in Table 1. Under these conditions, all the properties of the suture were good.

[Examples 3 to 6]

Polycaprolactone P767 (Union Carbide) having a number average molecular weight of 43,000 as a polymer in the coating agent and Polysorbate 80, Poloxamer 188 (BASF) as an surfactant, and an organic solvent were used in the ratio as shown in Table 2 below. Except for obtaining the coated suture according to the same procedure as in Example 1. The results are shown in Table 2. The sutures prepared in these examples showed that the degree of peeling of the coating during the knot slipping was normal.

[Examples 7 to 11]

A suture coated according to the same procedure as in Example 1 was used except that magnesium stearate and an organic solvent were used at a ratio as shown in Table 3 as polycaprolactone P767 as a polymer and a powdery lubricant inert to the organic solvent. Obtained. The results are shown in Table 3.

The sutures produced in these examples showed a normal appearance of the suture among the characteristics.

[Examples 12 to 17]

Polycaprolactone P767 as a polymer in the coating agent and magnesium stearate as a powdered lubricant insoluble in an organic solvent, polysorbate as a surfactant and an organic solvent in the same ratio as shown in Table 4 except that The sutures were coated according to the procedure. The results are shown in Table 4.

The sutures prepared in these examples were found to be excellent in all properties.

[Examples 18 to 21]

The yarn was formed by melt spinning at 290 ° C. using polyethylene terephthalate with a melt viscosity of 3,000 poise. Next, as in Example 1, a braid and a coating process were performed to obtain a coated suture. The results are shown in Table 5.

The sutures prepared in these examples were found to be excellent in all properties.

[Comparative Examples 1 to 3]

Sutures coated according to the procedure of Example 1 were prepared using the same coating agent and organic solvent as in Examples 1 and 2, respectively, in the proportions shown in Table 6 below. The results are shown in Table 6.

[Comparative Examples 4 to 9]

Sutures coated according to the procedure of Example 1 were prepared using the same coating agent and organic solvent as in Examples 3 to 6, respectively, in the proportions shown in Table 7 below. The results are shown in Table 7.

[Comparative Examples 10 to 13]

Sutures coated according to the procedure of Example 1 were prepared using the same coating and organic solvents as in Examples 7 to 11 in the proportions shown in Table 8 below. The results are shown in Table 8.

Comparative Examples 14 to 15

Sutures coated according to the procedure of Example 1 were prepared using the same coating agent and organic solvent as in Examples 12 to 17, respectively, in the proportions shown in Table 9. The results are shown in Table 9.

Comparative Examples 16 to 19

Sutures coated according to the procedure of Example 1 were prepared using the same coating agent and organic solvent as in Examples 18 to 21, respectively, in the proportions shown in Table 10 below. The results are shown in Table 10.

In the above example, the peeling of the coating when the knot slipped was visually observed in the coating content shown above, and at 6% of the coating content, the peeling degree was very fine and could be observed by a microscope. Depending on the combination of coatings, they may be peeled off in the liquid phase or in the solid phase. There was no difference in knot performance according to the molecular weight of polycaprolactone used as the immobilization polymer.

In addition, in the case of a suture coated with a polymer for immobilization or a composition using a powdery lubricant which is insoluble in a surfactant or an organic solvent alone, knot slippage and knot tightness at the time of wetting could not be simultaneously achieved. By using it in an appropriate ratio, it was possible to satisfy the above characteristics required as a surgical suture. In addition, the sutures were further immersed in the coating composition and then dried to increase the coating content, thereby further meeting the above characteristics.

As discussed above, the suture coated with the coating composition of the present invention can be used as an improved surgical suture having both good knot slipability and no knot firmness in the opposite direction when wet.

Although the present invention has been described as described above, modifications and substitutions apparent to those skilled in the art without departing from the spirit of the present invention should be understood as falling within the scope of the present invention.

Claims (8)

50 wt% or more of polycaprolactone (B), a polymer material, for fixing at least one selected from the group consisting of a particulate lubricant and a surfactant insoluble in an organic solvent and the component (A) to a suture. The coating composition of the surgical suture, characterized in that contained in the organic solvent in a proportion of less than or equal to weight%. The coating composition of claim 1, wherein the surfactant is at least one selected from the group consisting of copolymers of polyethylene oxide and fatty acid esters, and copolymers of polyethylene oxide and polypropylene oxide. The coating composition of claim 1, wherein the lubricant is a fatty acid salt having 6 or more carbon atoms. The coating composition of claim 1, wherein the coating composition comprises 20 to 50 weight percent of a polymeric material. The coating composition of claim 1, wherein at least one component selected from lubricants and surfactants in the coating composition is 50-80% by weight. A surgical coating suture to which the coating composition of any one of claims 1 to 3, 4 and 5 is applied and dried. The coated suture of claim 6, wherein the suture is at least one selected from the group consisting of polyglycolic acid, copolymers of glycolide and lactide, polyamides, and polyesters. The coating suture according to claim 6, wherein the content of the coating agent in the dried coating suture is 6 to 18% by weight based on the weight of the suture before coating.