Additive for medical instrument cleaning agent
An additive for medical instrument cleaners, featuring a compound with a specific aliphatic hydrocarbon group and ethyleneoxy/butyleneoxy structure, addresses the challenge of achieving effective cleaning and minimizing foam at lower temperatures, thereby enhancing the efficiency of medical instrument cleaning.
Patent Information
- Application Number
- JP2023197813
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Filing Date
- 2023-11-22
- Publication Date
- 2025-06-03
- Estimated Expiration
- 2043-11-22
AI Technical Summary
Conventional medical instrument cleaning agents face challenges in achieving effective cleaning performance at lower temperatures while minimizing foam generation, as high temperatures can denature proteins and lead to inadequate cleaning, while low temperatures often result in excessive foaming.
The development of an additive for medical instrument cleaners containing a compound represented by the general formula R1O-BOm/EOn, where R1 is a linear or branched aliphatic hydrocarbon group with 10 to 18 carbon atoms, and the addition form is block or random, which helps in achieving both detergency and suppression of foam generation.
The additive effectively enhances cleaning performance at lower temperatures while significantly reducing foam generation, thereby improving the overall efficiency of medical instrument cleaning processes.
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Figure 2025084158000002
Abstract
Description
Technical Field
[0001] The present invention relates to an additive for a medical instrument cleaning agent.
Background Art
[0002] In recent years, automatic cleaning machines have also been introduced in the cleaning of medical instruments. As such cleaning agents for medical instrument cleaning machines, various cleaning agents are known (see, for example, Patent Document 1).
Prior Art Documents
Patent Documents
[0003]
Patent Document 1
Summary of the Invention
Problems to be Solved by the Invention
[0004] Generally, the higher the cleaning temperature, the higher the cleaning performance. However, since the dirt adhering to medical instruments is protein dirt such as blood, when the cleaning temperature is raised to a high temperature (for example, 80°C or higher), the protein denatures and the dirt becomes difficult to remove. On the other hand, when the cleaning temperature is lowered (for example, 20°C or lower), foaming of the cleaning agent tends to occur. Therefore, in Patent Document 1, a cleaning agent composition with little foaming and excellent cleaning performance even at low temperatures has been proposed. However, when cleaning at low temperatures, the cleaning performance may be insufficient. In view of such circumstances, when considering cleaning with cleaning water heated to a temperature lower than the denaturation temperature of the protein (for example, 50°C), there has been a problem that foaming occurs with conventional products. An object of the present invention is to provide an additive for a medical instrument cleaning agent that can achieve both cleaning performance and suppression of foam generation.
Means for Solving the Problems
[0005] As a result of intensive studies to solve the above problems, the present inventor has reached the present invention. That is, the present invention is as follows. [1] An additive for a medical instrument cleaner containing a compound represented by the following general formula (1). An additive for a medical instrument cleaner containing a compound represented by the following general formula (1). R 1 O-BOm / EOn (1) [In the formula, R 1 represents a linear or branched aliphatic hydrocarbon group having 10 to 18 carbon atoms, BO represents a butyleneoxy group, EO represents an ethyleneoxy group, m is the number of moles of BO added per molecule of the compound represented by the general formula (1), which is a number greater than 0 and less than or equal to 1, n is the number of moles of EO added per molecule of the compound represented by the general formula (1), which is a number from 1 to 10, and BOm / EOn represents that the addition form is block or random, and in the case of block form, the order does not matter.] [2] The additive for a medical instrument cleaner according to claim 1, wherein R 1 in the general formula (1) is a branched aliphatic hydrocarbon group having 12 to 18 carbon atoms. [3] The additive for a medical instrument cleaner according to claim 1 or 2, further containing a cationic surfactant.
Advantages of the Invention
[0006] According to the present invention, it is possible to provide an additive for a medical instrument cleaner that achieves both detergency and suppression of foam generation.
Modes for Carrying Out the Invention
[0007] The additive for a medical instrument cleaner of the present invention contains a compound represented by the following general formula (1). By containing the compound represented by the general formula (1), it is possible to achieve both detergency and suppression of foam generation. In the present invention, the compound represented by the general formula (1) may be used alone or in combination of two kinds. R 1 O-BOm / EOn (1) [In the formula, R 1represents a linear or branched aliphatic hydrocarbon group having 10 to 18 carbon atoms, BO represents a butyleneoxy group, EO represents an ethyleneoxy group, m is the number of moles of BO added per molecule of the compound represented by the general formula (1), which is a number greater than 0 and less than or equal to 1, n is the number of moles of EO added per molecule of the compound represented by the general formula (1), which is a number from 1 to 10, and BOm / EOn represents that the addition form is block or random, and in the case of the block form, the order does not matter.
[0008] Hereinafter, the "compound represented by the general formula (1)" may be referred to as the "(A) component". Hereinafter, the "additive for medical device cleaners" may be referred to as the "additive".
[0009] R in the general formula (1) 1 represents a linear or branched aliphatic hydrocarbon group having 10 to 18 carbon atoms. Examples of the linear aliphatic hydrocarbon group having 10 to 18 carbon atoms include linear alkyl groups having 10 to 18 carbon atoms such as decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group, heptadecyl group, octadecyl group; linear alkenyl groups having 10 to 18 carbon atoms such as decenyl group, undecenyl group, dodecenyl group, tridecenyl group, tetradecenyl group, pentadecenyl group, hexadecenyl group, heptadecenyl group, octadecenyl group, etc.
[0010] The branched-chain aliphatic hydrocarbon group having 10 to 18 carbon atoms is not particularly limited as long as it has a branch in the group. Specifically, for example, 2-propylheptyl group, 2-ethyloctyl group, 2-propyloctyl group, 2-butyloctyl group, 2-ethyldecyl group, 2-propyldecyl group, 2-butyldecyl group, 2-pentyldecyl group, 2-hexyldecyl group, 2-heptyldecyl group, 2-octyldecyl group, 8-methyl-2-(4-methylhexyl)-1-decyl group, 5,7,7-trimethyl-2-(1,3,3-trimethylbutyl)-1-octyl group, 2-hexyldodecyl group and other branched-chain alkyl groups having 10 to 18 carbon atoms; 2-ethyloctenyl group, 2-propyloctenyl group, 2-ethyldecenyl group, 2-propyldecenyl group, 2-butyldecenyl group, 2-pentyldecenyl group, 2-hexyldecenyl group, 2-heptyldecenyl group, 2-octyldecenyl group and other branched-chain alkenyl groups having 10 to 18 carbon atoms, etc. can be mentioned. R 1 may be an alkyl group having a carbon number distribution such as an alkyl group derived from an aliphatic alcohol obtained by reducing a fatty acid obtained from coconut oil (coconut oil alkyl group, mainly an alkyl group having 12 to 14 carbon atoms), etc.
[0011] R 1 From the viewpoint of being excellent in suppressing the generation of foam (low foaming property) and excellent in detergency, it is preferably an aliphatic hydrocarbon group having 12 to 18 (linear or branched) carbon atoms, more preferably a branched-chain aliphatic hydrocarbon group having 12 to 18 carbon atoms, and still more preferably a branched-chain aliphatic hydrocarbon group having 14 to 18 carbon atoms.
[0012] In the general formula (1), m is the number of moles of BO added per molecule of the compound represented by the general formula (1). In the present invention, m is a number exceeding 0 and 1 or less. From the viewpoint of being excellent in low foaming property, m is preferably 0.1 to 1, more preferably 0.5 to 0.9. The butyleneoxy group (BO) in the general formula (1) may be linear or branched.
[0013] As the compound represented by the general formula (1), when m in the general formula (1) is mA Compound (1A) and m in general formula (1) being m B Compound (1B) are used in a molar ratio of X A :X B [(1A):(1B)], the number of moles of BO added per molecule of the compound represented by general formula (1) (m) can be calculated by the following formula (2). m = [(m A × X A ) + (m B × X B )] / (X A + X B ) (2) Specifically, as the compound (1), when a compound (1A-0) in which m in general formula (1) is 0 and a compound (1B-1) in which m in general formula (1) is 1 are used in a ratio of 1:9, the number of moles of BO added per molecule of the compound (1) (m) is {[(0 × 1) + (1 × 9)] / (1 + 9) = 0.9}. In this case, m is 0.9, which is a number greater than 0 and less than or equal to 1. Note that the compound (1) may include those with two or more BO added and / or those without BO added. For example, when the compound (1) consists of a compound (1A-0) in which m in general formula (1) is 0 (a compound without BO added) and a compound (1B-2) in which m in general formula (1) is 2 (with two BO added), and the molar ratio [(1A-0):(1B-2)] is 9:1, etc. In this case, the number of moles of BO added per molecule of the compound (1) (m) is {[(0 × 9) + (2 × 1)] / (1 + 9) = 0.2}, and m is a number greater than 0 and less than or equal to 1.
[0014] n in general formula (1) is the number of moles of EO added per molecule of the compound represented by general formula (1). In the present invention, n is a number from 1 to 10. From the viewpoint of excellent low foaming properties, n is preferably from 1 to 6, more preferably from 2 to 5.
[0015] As the compound represented by general formula (1), a compound (1C) in which n in general formula (1) is n c and a compound (1D) in which n in general formula (1) is n D are used in a molar ratio of X C :XD When used in [(1C):(1D)], the number of moles of EO addition per molecule of the compound represented by the general formula (1) can be calculated by the following formula (3). n = [(n C × X C ) + (n D × X D )] / (X C + X D ) (3)
[0016] BOm / EOn in the general formula (1) represents that the addition form is block or random, and in the case of block form, it means that the order does not matter. The block form refers to a structure in which two or more identical alkyleneoxy groups are bonded. Specifically, it refers to a structure in which two or more BO groups are bonded or two or more EO groups are bonded. The compound of the general formula (1) may include a compound in which two or more BO groups are added [the above-mentioned compound (1B-2)]. In the compound (1B-2), the addition form of BO may be block. R 1 The alkyleneoxy group directly bonded to O- may be EO or BO.
[0017] As the compound represented by the general formula (1), from the viewpoints of excellent low foaming property and excellent detergency, at least one of the following conditions is preferably satisfied: R 1 in the general formula (1) is an aliphatic hydrocarbon group having 12 to 18 carbon atoms, m in the general formula (1) is 0.1 to 1, and n in the general formula (1) is 1 to 6. More preferably, at least one of the following conditions is satisfied: R 1 in the general formula (1) is a branched aliphatic hydrocarbon group having 12 to 18 carbon atoms, m in the general formula (1) is 0.5 to 0.9, and n in the general formula (1) is 2 to 5.
[0018] The compound represented by the general formula (1) can be produced, for example, by the following production method. The following production method is an example, and the present invention is not limited thereto. A method of reacting an alcohol having a linear or branched aliphatic hydrocarbon group having 10 to 18 carbon atoms with butylene oxide and then adding ethylene oxide (Method 1), a method of reacting the alcohol with ethylene oxide and then adding butylene oxide (Method 2), a method of reacting the alcohol with ethylene oxide and butylene oxide (Method 3), a method of further adding ethylene oxide to the alkylene oxide adduct of the alcohol obtained by Method 1 or Method 2 (Method 4), a method of further adding ethylene oxide to the alkylene oxide adduct of the alcohol obtained by Method 3 (Method 5), etc., can be used to obtain a compound represented by the general formula (1).
[0019] The "aliphatic hydrocarbon group" of the alcohol having a linear or branched aliphatic hydrocarbon group having 10 to 18 carbon atoms corresponds to "R in the general formula (1)". 1 Therefore, examples of the linear or branched aliphatic hydrocarbon group having 10 to 18 carbon atoms that constitutes the alcohol include the same ones as "R in the general formula (1)". 1
[0020] Examples of the alcohol having a linear aliphatic hydrocarbon group having 10 to 18 carbon atoms include alcohols having a linear alkyl group having 10 to 18 carbon atoms such as decanol, undecanol, dodecanol, tridecanol, tetradecanol, pentadecanol, hexadecanol, heptadecanol, and octadecanol; decenyl alcohol, undecenyl alcohol, dodecenyl alcohol, tridecenyl alcohol, tetradecenyl alcohol, pentadecenyl alcohol, hexadecenyl alcohol, heptadecenyl alcohol, and octadecenyl alcohol, and linear alkenyl groups having 10 to 18 carbon atoms.
[0021] Examples of the alcohol having a branched-chain aliphatic hydrocarbon group with 10 to 18 carbon atoms include alcohols having a branched-chain alkyl group with 10 to 18 carbon atoms, such as 2-propylheptyl alcohol, 2-ethyloctyl alcohol, 2-propyloctyl alcohol, 2-butyloctyl alcohol, 2-ethyldecyl alcohol, 2-propyldecyl alcohol, 2-butyldecyl alcohol, 2-pentyldecyl alcohol, 2-hexyldecyl alcohol, 2-heptyldecyl alcohol, 2-octyldecyl alcohol, 8-methyl-2-(4-methylhexyl)-1-decyl alcohol, 5,7,7-trimethyl-2-(1,3,3-trimethylbutyl)-1-octyl alcohol, 2-hexyldodecyl alcohol, etc.; alcohols having a branched-chain alkenyl group with 10 to 18 carbon atoms, such as 2-ethyloctenyl alcohol, 2-propyloctenyl alcohol, 2-ethyldecenyl alcohol, 2-propyldecenyl alcohol, 2-butyldecenyl alcohol, 2-pentyldecenyl alcohol, 2-hexyldecenyl alcohol, 2-heptyldecenyl alcohol, 2-octyldecenyl alcohol, etc.
[0022] The alcohol having a linear or branched-chain aliphatic hydrocarbon group with 10 to 18 carbon atoms is preferably an alcohol having a (linear or branched-chain) aliphatic hydrocarbon group with 12 to 18 carbon atoms, and more preferably an alcohol having a branched-chain aliphatic hydrocarbon group with 12 to 18 carbon atoms.
[0023] From the viewpoint of low foaming property, the additive of the present invention may further contain a cationic surfactant (B). Examples of such a cationic surfactant (B) include cationic surfactants represented by the following general formula (4).
[0024] [Chemical formula] (In the formula, R 2 , R 3 , R 4 , R 5is independently an alkyl group having 1 to 18 carbon atoms, a benzyl group, or a group (Y) represented by -(AO)p-H, where AO is an alkyleneoxy group having 2 to 4 carbon atoms, p is a number from 1 to 5, and X - is a monovalent or divalent anionic counterion.)
[0025] Specific examples of the alkyl group having 1 to 18 carbon atoms include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, a decyl group, an undecyl group, a dodecyl group, a tridecyl group, a tetradecyl group, a pentadecyl group, a hexadecyl group, a heptadecyl group, an octadecyl group, and the like. The alkyl group having 1 to 18 carbon atoms may be a linear alkyl group or a branched alkyl group. Further, an alkyl group having a carbon number distribution such as an alkyl group derived from an aliphatic alcohol obtained by reducing a fatty acid obtained from coconut oil (coconut oil alkyl group, mainly an alkyl group having 12 to 14 carbon atoms) may also be used.
[0026] AO in the group (Y) represented by -(AO)p-H is an alkyleneoxy group having 2 to 4 carbon atoms. Examples of AO include an ethyleneoxy group, a propyleneoxy group, and a butyleneoxy group. The propyleneoxy group and the butyleneoxy group may be linear or branched. p in the group (Y) represented by -(AO)p-H is a number from 1 to 5. When there are two or more AOs, the AOs may be of one kind or a combination of two or more kinds. It is preferable that AO contains an ethyleneoxy group.
[0027] In the general formula (4), X - is a monovalent or divalent anionic counterion. X - Examples of X include a lactate ion, an adipate ion, a methyl sulfate ion, and a chloride ion. Among these, from the viewpoint of low foaming property, a lactate ion, an adipate ion, and a methyl sulfate ion are preferable.
[0028] As the cationic surfactant represented by the general formula (4), from the viewpoint of excellent low foaming property, R 2 、R 3, R 4 and R 5 at least one of the groups is an alkyl group having 6 to 18 carbon atoms or a benzyl group, R 2 , R 3 , R 4 and R 5 at least one of the groups is an alkyl group having 1 to 3 carbon atoms or a group (Y) represented by -(AO)p-H, and X - is preferably a compound that satisfies at least one of being a lactate ion, an adipate ion, or a methyl sulfate ion. More preferably, R in the general formula (4) 2 , R 3 , R 4 and R 5 at least one of the groups is an alkyl group having 8 to 10 carbon atoms, and at least one of the remaining three groups is an alkyl group having 1 to 3 carbon atoms. As the cationic surfactant (B), the cationic surfactant represented by the general formula (4) may be used alone or in combination of two or more.
[0029] Examples of the cationic surfactant (B) include salts of polyoxyethylene didecylmethylammonium and lactate anion, and salts of polyoxypropylene didecylmethylammonium and lactate anion. The cationic surfactant (B) may be used alone or in combination of two or more.
[0030] From the viewpoint of achieving both low foaming property and detergency, the content of the compound [(A) component] represented by the general formula (1) in the additive of the present invention is preferably 1% by weight to 100% by weight, more preferably 20% by weight to 99% by weight, based on the weight of the additive.
[0031] When the additive of the present invention contains the (B) component, the weight ratio [(A) component / (B) component] of the (A) component to the (B) component is preferably 0.3 to 200, more preferably 10 to 100, from the viewpoint of achieving both low foaming property and detergency.
[0032] In addition to the compound represented by the general formula (1) [(A) component] and the cationic surfactant (B) [(B) component] of the additive of the present invention, water and an organic solvent (for example, ethylene glycol, 1,2-propylene glycol, 1,3-propylene glycol, 1,2-butylene glycol, 1,3-butylene glycol, methanol, ethanol, 1-propanol, 2-propanol, etc.) may be included.
[0033] From the viewpoint of being easily mixed with a detergent (details will be described later), the content of water and / or the organic solvent in the additive of the present invention is preferably 0% by weight to 70% by weight based on the weight of the additive.
[0034] The additive of the present invention, when added to a detergent and used, has the effect of improving the detergency while suppressing the generation of foam during washing.
[0035] The detergent to which the additive of the present invention is added is not particularly limited as long as it can be used as a detergent for a medical instrument washing device. Examples of the detergent include "Medipole ZR" manufactured by Inui Medical Co., Ltd. It is preferable to use the additive of the present invention by mixing it with a detergent for a medical instrument washing device. The method of mixing the detergent for a medical instrument washing device and the additive of the present invention is not particularly limited and can be carried out using a known device.
[0036] When preparing a detergent composition by mixing the additive of the present invention and a detergent, a solubilizer [for example, Teika Tox N5040 manufactured by Teika Co., Ltd., etc.] may be used in addition to the additive and the detergent of the present invention. The amount of the solubilizer can be appropriately set in consideration of the types and amounts of use of the additive and the detergent.
[0037] In the detergent composition containing the additive and the detergent of the present invention, from the viewpoint of achieving both low foaming property and detergency, the amount of the additive of the present invention used is preferably an amount such that the ratio of the (A) component is 0.1 to 10% by weight based on the weight of the detergent composition, and more preferably an amount such that the ratio is 0.5 to 7% by weight.
[0038] When the additive of the present invention contains component (B), the amount of the additive of the present invention used is preferably an amount such that the proportion of component (B) is 0.05 to 0.3% by weight based on the weight of the detergent composition from the viewpoint of low foaming property. Further, in such a case, the weight ratio of component (A) to component (B) [(A) component / (B) component] is preferably 0.3 to 200, more preferably 10 to 100, from the viewpoint of achieving both low foaming property and detergency.
Examples
[0039] Hereinafter, the present invention will be further described with reference to examples, but the present invention is not limited thereto. Hereinafter, unless otherwise specified, % represents % by weight and parts represent parts by weight.
[0040] <Production Example 1: Production of (A-1)> 186 parts (1 mol part) of an alcohol having 12 carbon atoms (2-butyl-1-octanol (manufactured by Sasol, ISOFOL12Alcohol)) and 0.6 part of potassium hydroxide were charged into a pressure-resistant reaction vessel equipped with a stirrer, a heating and cooling device, and a dropping cylinder, purged with nitrogen, sealed, heated to 90 ° C, and dehydrated under reduced pressure for 1 hour. The temperature was raised to 130 ° C, and 36 parts (0.5 mol part) of 1,2-butylene oxide was dropped over 2 hours at a pressure of 0.3 MPaG or less, and aged at the same temperature for 3 hours. Next, 88 parts (2 mol parts) of ethylene oxide was dropped over 2 hours at a pressure of 0.3 MPaG or less, and aged at the same temperature for 2 hours. After cooling to 60 ° C, 14 parts of Kyoward 600 (manufactured by Kyowa Chemical Industry Co., Ltd.) was added as an adsorption treatment agent, stirred for 1 hour for treatment, and then the adsorption treatment agent was filtered to obtain an adduct (A-1) of 0.5 mol of 1,2-butylene oxide and 2 mol of ethylene oxide of an alcohol having 12 carbon atoms (2-butyl-1-octanol). (A-1) is a compound represented by the general formula (1) in which R 1 is an aliphatic hydrocarbon group having a branched chain of 12 carbon atoms, m is 0.5, n is 2.
[0041] <Production Example 2: Production of (A-2)> Into a pressure-resistant reaction vessel equipped with a stirrer, a heating and cooling device, and a dropping cylinder, 220 parts (1 mol part) of an alcohol having 14 to 15 carbon atoms (manufactured by Sasol, ISALCHEM145Alcohol) and 0.7 part of potassium hydroxide were charged. After nitrogen substitution, it was sealed, heated to 90 °C, and dehydrated under reduced pressure for 1 hour. It was heated to 130 °C, and 36 parts (0.5 mol part) of 1,2-butylene oxide were dropped over 2 hours at a pressure of 0.3 MPaG or less, and aged at the same temperature for 3 hours. Next, 88 parts (2 mol parts) of ethylene oxide were dropped over 2 hours at a pressure of 0.3 MPaG or less, and aged at the same temperature for 2 hours. After cooling to 60 °C, 14 parts of Kyoward 600 (manufactured by Kyowa Chemical Industry Co., Ltd.) was charged as an adsorption treatment agent, stirred for 1 hour for treatment, and then the adsorption treatment agent was filtered to obtain an adduct (A-2) of 0.5 mol of 1,2-butylene oxide and 2 mol of ethylene oxide of an alcohol having 14 to 15 carbon atoms. (A-2) is a compound represented by the general formula (1) in which R 1 is an aliphatic hydrocarbon group having a branched chain of 14 to 15 carbon atoms, m is 0.5, n is 2, and is a compound represented by the general formula (1).
[0042] <Production Example 3: Production of (A-3)> Into a pressure-resistant reaction vessel equipped with a stirrer, a heating and cooling device, and a dropping cylinder, 242 parts (1 mol part) of an alcohol having 16 carbon atoms (2-hexyldecanol (manufactured by Sasol, ISOFOL16Alcohol)) and 0.3 part of boron trifluoride diethyl ether complex were charged. After nitrogen substitution, it was sealed, heated to 70 °C, and 7 parts (0.1 mol part) of 1,2-butylene oxide were dropped over 1 hour at a pressure of 0.3 MPaG or less, and aged at the same temperature for 1 hour. Next, 88 parts (2 mol parts) of ethylene oxide were dropped over 4 hours at a pressure of 0.3 MPaG or less, and aged at the same temperature for 1 hour. After cooling to 60 °C, 4 parts of Kyoward 600 (manufactured by Kyowa Chemical Industry Co., Ltd.) was charged as an adsorption treatment agent, stirred for 1 hour for treatment, and then the adsorption treatment agent was filtered to obtain an adduct (A-3) of 0.1 mol of 1,2-butylene oxide and 2 mol of ethylene oxide of an alcohol having 16 carbon atoms (2-hexyldecanol). (A-3) is a compound represented by the general formula (1) in which R 1is an aliphatic hydrocarbon group having a branched chain with 16 carbon atoms, m is 0.1, n is 2, and it is a compound represented by the general formula (1).
[0043] <Production Example 4: Production of (A-4)> Into a pressure-resistant reaction vessel equipped with a stirrer, a heating and cooling device, and a dropping funnel, 242 parts (1 mol part) of an alcohol with 16 carbon atoms (2-hexyldecanol (manufactured by Sasol, ISOFOL16Alcohol)) and 0.4 part of boron trifluoride diethyl ether complex were charged. After purging with nitrogen, it was sealed, heated to 70 °C, and 7 parts (0.1 mol part) of 1,2-butylene oxide was dropped over 1 hour at a pressure of 0.3 MPaG or less, and aged at the same temperature for 1 hour. Next, 132 parts (3 mol parts) of ethylene oxide was dropped over 5 hours at a pressure of 0.3 MPaG or less, and aged at the same temperature for 1 hour. After cooling to 60 °C, 4 parts of Kyoward 600 (manufactured by Kyowa Chemical Industry Co., Ltd.) was added as an adsorption treatment agent, stirred for 1 hour for treatment, and then the adsorption treatment agent was filtered to obtain an adduct (A-4) of 0.1 mol of 1,2-butylene oxide and 3 mol of ethylene oxide of an alcohol with 16 carbon atoms (2-hexyldecanol). (A-4) has an R in the general formula (1) 1 is an aliphatic hydrocarbon group having a branched chain with 16 carbon atoms, m is 0.1, n is 3, and it is a compound represented by the general formula (1).
[0044] <Production Example 5: Production of (A-5)> Into a pressure-resistant reaction vessel equipped with a stirrer, a heating and cooling device, and a dropping funnel, 242 parts (1 mol part) of an alcohol having 16 carbon atoms (2-hexyldecanol (manufactured by Sasol, ISOFOL16 Alcohol)) and 0.4 part of boron trifluoride diethyl ether complex were charged. After nitrogen substitution, the vessel was sealed, heated to 70 °C, and 132 parts (3 mol parts) of ethylene oxide were added dropwise over 4 hours at a pressure of 0.3 MPaG or less, followed by aging at the same temperature for 1 hour. Next, 36 parts (0.5 mol part) of 1,2-butylene oxide were added dropwise over 1 hour at a pressure of 0.3 MPaG or less, and the mixture was aged at the same temperature for 1 hour. After cooling to 60 °C, 4 parts of Kyoward 600 (manufactured by Kyowa Chemical Industry Co., Ltd.) were added as an adsorption treatment agent, and the mixture was stirred for 1 hour for treatment. Then, the adsorption treatment agent was filtered to obtain an adduct (A-5) of 3 moles of ethylene oxide and 0.5 mole of 1,2-butylene oxide with an alcohol having 16 carbon atoms (2-hexyldecanol). (A-5) is a compound represented by the general formula (1) in which R 1 is an aliphatic hydrocarbon group having a branched chain of 16 carbon atoms, m is 0.5, n is 3, and is represented by the general formula (1).
[0045] <Production Example 6: Production of (A-6)> Into a pressure-resistant reaction vessel equipped with a stirrer, a heating and cooling device, and a dropping funnel, 242 parts (1 mol part) of an alcohol having 16 carbon atoms (2-hexyldecanol (manufactured by Sasol, ISOFOL16 Alcohol)) and 0.6 part of boron trifluoride diethyl ether complex were charged. After nitrogen substitution, the vessel was sealed, heated to 70 °C, and 65 parts (0.9 mol part) of 1,2-butylene oxide were added dropwise over 1 hour at a pressure of 0.3 MPaG or less, followed by aging at the same temperature for 2 hours. Next, 220 parts (5 mol parts) of ethylene oxide were added dropwise over 6 hours at a pressure of 0.3 MPaG or less, and the mixture was aged at the same temperature for 2 hours. After cooling to 60 °C, 6 parts of Kyoward 600 (manufactured by Kyowa Chemical Industry Co., Ltd.) were added as an adsorption treatment agent, and the mixture was stirred for 1 hour for treatment. Then, the adsorption treatment agent was filtered to obtain an adduct (A-6) of 0.9 mole of 1,2-butylene oxide and 5 moles of ethylene oxide with an alcohol having 16 carbon atoms (2-hexyldecanol). (A-6) is a compound represented by the general formula (1) in which R 1is an aliphatic hydrocarbon group having a branched chain with 16 carbon atoms, m is 0.9, n is 5, and it is a compound represented by the general formula (1).
[0046] <Production Example 7: Production of (A-7)> 270 parts (1 mol part) of an alcohol with 18 carbon atoms (5,7,7-trimethyl-2-(1,3,3-trimethylbutyl)-1-octanol (manufactured by Nissan Chemical Industries, Ltd., Fine Oxocol 180)) and 0.9 part of potassium hydroxide were charged into a pressure-resistant reaction vessel equipped with a stirrer, a heating and cooling device, and a dropping funnel. After nitrogen substitution, it was sealed and heated to 130°C, and dehydration was carried out under reduced pressure for 1 hour. 36 parts (0.5 mol part) of 1,2-butylene oxide was dropped over 1 hour at a pressure of 0.3 MPaG or less, and aged at the same temperature for 2 hours. Next, 132 parts (3 mol parts) of ethylene oxide was dropped over 3 hours at a pressure of 0.3 MPaG or less, and aged at the same temperature for 2 hours. After cooling to 60°C, 18 parts of Kyoward 600 (manufactured by Kyowa Chemical Industry Co., Ltd.) was charged as an adsorption treatment agent, stirred for 1 hour for treatment, and then the adsorption treatment agent was filtered to obtain an adduct (A-7) of 0.5 mol of 1,2-butylene oxide and 3 mol of ethylene oxide of an alcohol with 18 carbon atoms ((5,7,7-trimethyl-2-(1,3,3-trimethylbutyl)-1-octanol). (A-7) has an R in the general formula (1) 1 is an aliphatic hydrocarbon group having a branched chain with 18 carbon atoms, m is 0.5, n is 3, and it is a compound represented by the general formula (1).
[0047] <Comparative Production Example 1: Production of (A'-1)> A pressure-resistant reaction vessel equipped with a stirrer, a heating and cooling device, and a dropping funnel was charged with 214 parts (1 mol part) of 1-tetradecanol (manufactured by Kao Corporation, Calcohol 4098) and 0.5 part of potassium hydroxide. After purging with nitrogen, the vessel was sealed, heated to 130°C, and dehydrated under reduced pressure for 1 hour. 22 parts (0.5 mol part) of ethylene oxide were added dropwise over 1 hour at a pressure of 0.3 MPaG or less, and the mixture was aged at the same temperature for 1 hour. After cooling to 60°C, 9 parts of Kyoward 600 (manufactured by Kyowa Chemical Industry Co., Ltd.) were added as an adsorption treatment agent, and the mixture was stirred for 1 hour for treatment. Then, the adsorption treatment agent was filtered to obtain an ethylene oxide 0.5 mol adduct (A'-1) of 1-tetradecanol. (A'-1) is a compound in which R in the general formula (1) 1 is a linear aliphatic hydrocarbon group having 14 carbon atoms, m is 0, and n is 0.5.
[0048] <Comparative Production Example 2: Production of (A'-2)> A pressure-resistant reaction vessel equipped with a stirrer, a heating and cooling device, and a dropping funnel was charged with 271 parts (1 mol part) of 1-octadecanol (manufactured by Kao Corporation, Calcohol 8098) and 1.9 parts of potassium hydroxide. After purging with nitrogen, the vessel was sealed, heated to 130°C, and dehydrated under reduced pressure for 1 hour. 661 parts (15 mol parts) of ethylene oxide were added dropwise over 9 hours at a pressure of 0.3 MPaG or less, and the mixture was aged at the same temperature for 3 hours. After cooling to 60°C, 37 parts of Kyoward 600 (manufactured by Kyowa Chemical Industry Co., Ltd.) were added as an adsorption treatment agent, and the mixture was stirred for 1 hour for treatment. Then, the adsorption treatment agent was filtered to obtain an ethylene oxide 15 mol adduct (A'-2) of 1-octadecanol. (A'-2) is a compound in which R in the general formula (1) 1 is a linear aliphatic hydrocarbon group having 18 carbon atoms, m is 0, and n is 15.
[0049] <Production Example 8: Production of Cationic Surfactant (B-1)> Into a 2L autoclave equipped with a stirrer, thermometer, pressure gauge, pressure-resistant dropping funnel, vacuum and nitrogen introduction lines, 312 parts (1 mole part) of didecylmethylamine, 110 parts (1.1 mole parts) of a 90% aqueous lactic acid solution, and 72 parts of water were added, stirring was started, nitrogen was enclosed, and the temperature was raised to 80°C. Next, 132 parts (3 mole parts) of ethylene oxide were dropped over 4 hours at a pressure of 0.3 MPaG or less, and the mixture was stirred for 1 hour at the same temperature until pressure equilibrium was reached to obtain a solution (solid content concentration: 84%) containing a cationic surfactant (B-1). (B-1) is didecylmethylpolyoxyethyleneammonium lactate [R in the general formula (4) 2 and R 3 are decyl groups, R 4 is a methyl group, R 5 is a group represented by -(EO)p-H, p is 3, X - is a lactate ion], and is a compound represented by the general formula (4). The solid content refers to the residue after heating and drying 1 g of the sample in a glass petri dish without a lid in a circulating air dryer at 105°C for 90 minutes.
[0050] <Preparation of Additives of Examples 1 to 10 and Additives of Comparative Examples 2 to 3> For Examples 1 to 9, the component (A) of the type described in Table 1 was used as the additive as it was, and for Comparative Examples 2 to 3, the component (A') of the type described in Table 1 was used as the additive as it was. For Example 10, 0.12 part of the solution (B-1) containing a cationic surfactant, which was (B-1) produced in Production Example 8, was added to 1 part of (A-4) produced in Production Example 4 and mixed for 1 minute to prepare an additive. Using the additives of Examples 1 to 10 and the additives of Comparative Examples 2 to 3, a detergent composition was prepared by the following method, and the following evaluation tests were conducted. The results are shown in Table 1.
[0051] <Preparation of Detergent Composition for Evaluation> For Examples 1 to 10 and Comparative Examples 2 to 3, the additives and solubilizers described in Table 1 were added to the medical device detergent (C) in the amounts described in the table and mixed for 1 minute to prepare a detergent composition. For Comparative Example 1, the medical device detergent (C) of the type described in the table was used as it was.
[0052] <Evaluation Test> For Examples 1 to 10 and Comparative Examples 1 and 3, the following evaluation tests were conducted. For Comparative Example 2, since some of the components did not dissolve during the preparation of the detergent composition, the evaluation test was not performed.
[0053] (1) Evaluation of Low Foaming Property To 10 g of the detergent composition of each example, 0.70 g of sheep blood (Corgenix Bio, Inc., heparin-treated whole sheep blood) was added, and after heating this at 60 °C for 10 minutes, it was placed in a dishwashing machine (IAGREEA, "IA-DW01"), and the foaming when washing at 25 °C and 50 °C was visually observed and evaluated according to the following criteria. The lower the proportion of the foam, the better the low foaming property. The following evaluation results are 5, 4, 3, 2, 1 in descending order of excellence, and 2 to 5 are preferable.
[0054] [Evaluation Criteria] 5: The proportion of the foam occupying the liquid surface is 10% or less. 4: The proportion of the foam occupying the liquid surface is more than 10% and 30% or less. 3: The proportion of the foam occupying the liquid surface is more than 30% and 50% or less. 2: The proportion of the foam occupying the liquid surface is more than 50% and 80% or less. 1: The proportion of the foam occupying the liquid surface is more than 80%.
[0055] (2) Evaluation of Detergency 1 g of the detergent composition of each example was diluted with 99 g of water in a poly beaker to prepare a cleaning solution. The cleaning evaluation indicator TOSI (manufactured by PEREG GmbH) was immersed in the cleaning solution whose temperature was adjusted to 50 °C using a water bath. At this time, TOSI was fixed to the poly beaker. After stirring at 50 °C and 360 rpm for 10 minutes and rinsing with water, the remaining amount of blood stain remaining on TOSI was visually observed and evaluated according to the following criteria. The lower the remaining amount of blood stain, the better the detergency. The following evaluation results are 4, 3, 2, 1 in descending order of excellence, and it is preferable that they are 2 to 4.
[0056] [Evaluation Criteria] 4: The remaining amount of blood stain is 30% or less. 3: The remaining amount of blood stain is more than 30% and 60% or less. 2: The remaining amount of blood stain is more than 60% and less than or equal to 90%. 1: The remaining amount of blood stain is more than 90%.
[0057] The details of each component shown in Table 1 are as follows. Table 1 also shows the concentration of component (A) or component (A’) in the detergent composition [described as "concentration of (A) or (A’) in the composition" in the table], the solid content concentration of the cationic surfactant (B) in the detergent composition [described as "solid content concentration of (B) in the composition" in the table], and the solid content concentration of the solubilizer (C) in the detergent composition [described as "solid content concentration of (C) in the composition" in the table]. <Component (A)> · (A-1): Produced in Production Example 1 · (A-2): Produced in Production Example 2 · (A-3): Produced in Production Example 3 · (A-4): Produced in Production Example 4 · (A-5): Produced in Production Example 5 · (A-6): Produced in Production Example 6 · (A-7): Produced in Production Example 7 <Component (A’)> · (A’-1): Produced in Comparative Production Example 1 · (A’-2): Produced in Comparative Production Example 2 <Cationic surfactant (B)> · (B-1): Produced in Production Example 8 [the amount used (parts) described in Table 1 is the amount of (B-1) itself] <Solubilizer (C)> · (C-1): Teikatox N5040 (manufactured by Teika Co., Ltd., solid content concentration 40% by weight) [the amount used (parts) described in Table 1 is the amount of (C-1) itself] <Detergent for medical instruments (D)> · (D-1): Medipole ZR (manufactured by Inui Medical Co., Ltd.)
[0058]
Table 1
[0059] As shown in Table 1, the cleaning agent composition using the additive of the example containing the compound [(A) component] represented by the general formula (1) had a detergency higher than that of the cleaning agent composition of the comparative example not containing the (A) component. Further, the additive of the example containing the (A) component had low foaming properties. From these results, it was found that according to the present invention, it is possible to provide an additive for a medical device cleaning agent that achieves both low foaming properties (suppression of foam generation) and detergency.
Claims
1. An additive for a medical instrument cleaner containing a compound represented by the following general formula (1). R 1 RO-BOm / EO n (1) [In the formula, R 1 represents a linear or branched aliphatic hydrocarbon group having 10 to 18 carbon atoms, BO represents a butyleneoxy group, EO represents an ethyleneoxy group, m is the number of moles of BO added per molecule of the compound represented by the general formula (1), and is a number greater than 0 and less than or equal to 1, n is the number of moles of EO added per molecule of the compound represented by the general formula (1), and is a number from 1 to 10, and BOm / EO n represents that the addition form is block or random, and in the case of the block form, the order does not matter.]
2. R in the general formula (1) 1 The additive for a medical instrument cleaning agent according to claim 1, wherein 1 is a branched aliphatic hydrocarbon group having 12 to 18 carbon atoms.
3. The additive for a medical instrument cleaner according to claim 1 or 2, further containing a cationic surfactant.
Citation Information
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