Additives for medical device cleaning agents
The additive for medical device cleaning agents, comprising compounds like R1O-BOm/EOn and cationic surfactants, addresses the challenge of achieving effective cleaning without excessive foaming by enhancing cleaning performance and suppressing foam generation at low temperatures.
Patent Information
- Authority / Receiving Office
- JP · JP
- Patent Type
- Patents
- Current Assignee / Owner
- SANYO CHEM IND LTD
- Filing Date
- 2023-11-22
- Publication Date
- 2026-07-29
AI Technical Summary
Conventional medical instrument cleaning agents face challenges in achieving effective cleaning performance at low temperatures without excessive foaming, as high temperatures can denature protein dirt while low temperatures promote foaming.
An additive for medical device cleaning agents containing a compound represented by the general formula R1O-BOm/EOn, where R1 is a linear or branched aliphatic hydrocarbon group, BO is a butylene oxy group, EO is an ethylene oxy group, and m and n are moles of BO and EO added, respectively, combined with a cationic surfactant to suppress foam generation and enhance cleaning.
The additive achieves both improved cleaning performance and reduced foaming, even at low temperatures, by using specific compounds and surfactants in the cleaning agent formulation.
Smart Images
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Figure 0007896601000002
Abstract
Description
Technical Field
[0001] The present invention relates to an additive for medical instrument cleaning agents.
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 (for example, see 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, if the cleaning temperature is raised to a high temperature (for example, 80°C or higher), the protein will denature and it will be difficult for the dirt to fall off. On the other hand, if the cleaning temperature is low (for example, 20°C or lower), foaming of the cleaning agent is likely to occur. Therefore, in Patent Document 1 above, a cleaning agent composition with little foaming and excellent cleaning performance even at low temperatures has been proposed. However, when cleaning at a low temperature, 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 was a problem that foaming occurred with conventional ones. 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. In other words, the present invention is as follows: [1] An additive for medical device cleaning agents containing a compound represented by the following general formula (1). An additive for medical device cleaning agents 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 butylene oxy group, EO represents an ethylene oxy group, m is the number of moles of BO added per molecule of the compound represented by general formula (1), 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 general formula (1), a number between 1 and 10, and BOm / EOn indicates that the addition is block-like or random, and in the case of block-like addition, the order does not matter. [2] R in general formula (1) 1 The additive for medical device cleaning agents according to claim 1, wherein is a branched aliphatic hydrocarbon group having 12 to 18 carbon atoms. [3] The additive for medical device cleaning agents according to claim 1 or 2, further comprising a cationic surfactant. [Effects of the Invention]
[0006] According to the present invention, it is possible to provide an additive for medical instrument cleaning agents that achieves both cleaning performance and suppression of foam generation. [Modes for carrying out the invention]
[0007] The additive for medical device cleaning agents of the present invention contains a compound represented by the following general formula (1). By including the compound represented by general formula (1), it is possible to achieve both cleaning performance and suppression of foam generation. In the present invention, one compound represented by general formula (1) may be used alone, or two compounds may be used in combination. 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 butylene oxy group, EO represents an ethylene oxy group, m is the number of moles of BO added per molecule of the compound represented by general formula (1), 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 general formula (1), a number between 1 and 10, and BOm / EOn indicates that the addition is block-like or random, and in the case of block-like addition, the order does not matter.
[0008] In the following, "compounds represented by general formula (1)" may be referred to as "component (A)". In the following, "additives for medical device cleaning agents" may be referred to as "additives".
[0009] R in general formula (1) 1 This represents a linear or branched aliphatic hydrocarbon group having 10 to 18 carbon atoms. Examples of linear aliphatic hydrocarbon groups having 10 to 18 carbon atoms include linear alkyl groups having 10 to 18 carbon atoms such as decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, and octadecyl groups; and linear alkenyl groups having 10 to 18 carbon atoms such as decenyl, undecenyl, dodecenyl, tridecenyl, tetradecenyl, pentadecenyl, hexadecenyl, heptadecenyl, and octadecenyl groups.
[0010] The branched aliphatic hydrocarbon group having 10 to 18 carbon atoms is not particularly limited as long as it has branching. 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-tri Examples include branched alkyl groups having 10 to 18 carbon atoms, such as methylbutyl-1-octyl group and 2-hexyldodecyl group; and branched alkenyl groups having 10 to 18 carbon atoms, such as 2-ethyloctenyl group, 2-propyloctenyl group, 2-ethyldecenyl group, 2-propyldecenyl group, 2-butyldecenyl group, 2-pentyldecenyl group, 2-hexyldecenyl group, 2-heptyldecenyl group, and 2-octyldecenyl group. R 1 This may be an alkyl group with a carbon number distribution, such as an alkyl group derived from aliphatic alcohols obtained by reducing fatty acids obtained from coconut oil (coconut oil alkyl groups, mainly alkyl groups with 12 to 14 carbon atoms).
[0011] R 1 From the viewpoint of being excellent in suppressing foam generation (low foaming) and having excellent cleaning properties, it is preferably an aliphatic hydrocarbon group having 12 to 18 carbon atoms (linear or branched), more preferably a branched aliphatic hydrocarbon group having 12 to 18 carbon atoms, and even more preferably a branched aliphatic hydrocarbon group having 14 to 18 carbon atoms.
[0012] In general formula (1), m is the number of BO addition moles per molecule of the compound represented by general formula (1). In the present invention, m is a number greater than 0 and less than or equal to 1. From the viewpoint of excellent low-foaming properties, m is preferably 0.1 to 1, and more preferably 0.5 to 0.9. The butylene oxy group (BO) in general formula (1) may be linear or branched.
[0013] As a compound represented by general formula (1), m in general formula (1) is mA Compound (1A) and, when m in general formula (1) is 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, when using compound (1) as compound (1A-0) where m in general formula (1) is 0 and compound (1B-1) where m in general formula (1) is 1 in a ratio of 1:9, the number of moles of BO added per molecule of 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 compound (1) may include those with two or more BO added and / or those without BO added. For example, when compound (1) consists of compound (1A-0) where m in general formula (1) is 0 (a compound without BO added) and compound (1B-2) where m in general formula (1) is 2 (a compound with two BO added) and the molar ratio [(1A-0):(1B-2)] is 9:1. In this case, the number of moles of BO added per molecule of 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] [[ID=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 property, n is preferably from 1 to 6, and more preferably from 2 to 5.
[0015] As the compound represented by general formula (1), compound (1C) where n in general formula (1) is n c and compound (1D) where 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 added per molecule of the compound represented by general formula (1) (n) can be calculated by the following formula (3). n=[(n C ×X C )+(n D ×X D )] / (X C +X D ) (3)
[0016] In general formula (1), BOm / EOn indicates that the addition form is either block-like or random, and in the case of block-like, it means that the order does not matter. A "block-like" structure refers to a structure in which two or more identical alkylene oxy groups are bonded together, specifically, a structure in which two or more BO groups or two or more EO groups are bonded together. As mentioned above, compounds of general formula (1) may include compounds in which two or more BO groups are attached [compound (1B-2) mentioned above], and in compound (1B-2), the form of BO attachment may be block-like. R in general formula (1) 1 The alkylene oxy group directly bonded to O- may be either EO or BO.
[0017] As for compounds represented by general formula (1), from the viewpoint of having excellent low-foaming properties and excellent washing properties, R in general formula (1) 1 However, compounds that satisfy at least one of the following conditions are preferred: being an aliphatic hydrocarbon group having 12 to 18 carbon atoms, m in general formula (1) being 0.1 to 1, and n in general formula (1) being 1 to 6. More preferably, R in general formula (1) 1 The compound satisfies at least one of the following conditions: is a branched aliphatic hydrocarbon group having 12 to 18 carbon atoms; m in general formula (1) is 0.5 to 0.9; and n in general formula (1) is 2 to 5.
[0018] Compounds represented by general formula (1) can be produced, for example, by the following manufacturing method. The following manufacturing method is just one example, and the present invention is not limited thereto. Compounds represented by general formula (1) can be obtained by methods such as 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); reacting the alcohol with ethylene oxide and then adding butylene oxide (Method 2); reacting the alcohol with ethylene oxide and butylene oxide (Method 3); adding ethylene oxide to the alkylene oxide adduct of the alcohol obtained by Method 1 or Method 2 (Method 4); or adding ethylene oxide to the alkylene oxide adduct of the alcohol obtained by Method 3 (Method 5).
[0019] The "aliphatic hydrocarbon group" of an alcohol having a linear or branched aliphatic hydrocarbon group with 10 to 18 carbon atoms is "R in general formula (1) 1 This corresponds to "R in general formula (1)". Therefore, the linear or branched aliphatic hydrocarbon group having 10 to 18 carbon atoms that constitutes the alcohol is "R in general formula (1)". 1 The same thing as "[...]" is cited.
[0020] Examples of alcohols having a linear aliphatic hydrocarbon group with 10 to 18 carbon atoms include alcohols having a linear alkyl group with 10 to 18 carbon atoms, such as decanol, undecanol, dodecanol, tridecanol, tetradecanol, pentadecanol, hexadecanol, heptadecanol, and octadecanol; and linear alkenyl groups with 10 to 18 carbon atoms, such as decenyl alcohol, undecenyl alcohol, dodecenyl alcohol, tridecenyl alcohol, tetradecenyl alcohol, pentadecenyl alcohol, hexadecenyl alcohol, heptadecenyl alcohol, and octadecenyl alcohol.
[0021] Examples of alcohols having branched aliphatic hydrocarbon groups with 10 to 18 carbon atoms include 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, and 5,7,7-trimethyl-2-(1 Examples include alcohols having a branched alkyl group with 10 to 18 carbon atoms, such as 3,3-trimethylbutyl)-1-octyl alcohol and 2-hexyldodecyl alcohol; and alcohols having a branched 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, and 2-octyldecenyl alcohol.
[0022] The alcohol having a linear or branched aliphatic hydrocarbon group having 10 to 18 carbon atoms is preferably an alcohol having a linear or branched aliphatic hydrocarbon group having 12 to 18 carbon atoms, and more preferably an alcohol having a branched aliphatic hydrocarbon group having 12 to 18 carbon atoms.
[0023] From the viewpoint of low foaming properties, the additive of the present invention may further contain a cationic surfactant (B). Examples of such a cationic surfactant (B) include a cationic surfactant represented by the following general formula (4).
[0024] [ka] (In the formula, R 2 , R 3 , R 4 , R 5Each of these is independently an alkyl group or benzyl group having 1 to 18 carbon atoms, or a group (Y) represented by -(AO)pH, where AO is an alkylene oxy group having 2 to 4 carbon atoms, and p is a number from 1 to 5, X - (It is a monovalent or divalent anionic counterion.)
[0025] Examples of alkyl groups having 1 to 18 carbon atoms include methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, and octadecyl groups. Alkyl groups having 1 to 18 carbon atoms may be linear or branched. They may also be alkyl groups with a carbon number distribution, such as those derived from aliphatic alcohols obtained by reducing fatty acids from coconut oil (coconut oil alkyl groups, mainly alkyl groups with 12 to 14 carbon atoms).
[0026] In the group (Y) represented by -(AO)pH, AO is an alkylene oxy group having 2 to 4 carbon atoms. Examples of AO include ethylene oxy groups, propylene oxy groups, and butylene oxy groups. Propylene oxy groups and butylene oxy groups may be linear or branched. In the group (Y) represented by -(AO)pH, p is a number from 1 to 5. If there are two or more AOs, there may be one type of AO or a combination of two or more types. It is preferable that the AO includes an ethylene oxy group.
[0027] In general formula (4), X - X is a monovalent or divalent anionic counterion. - Examples of these include lactate ions, adipicate ions, methyl sulfate ions, and chloride ions. Of these, lactate ions, adipicate ions, and methyl sulfate ions are preferred from the viewpoint of low foaming properties.
[0028] As a cationic surfactant represented by general formula (4), R is considered to have excellent low-foaming properties. 2 , R 3, R 4 and R 5 At least one of the groups is an alkyl group or benzyl group having 6 to 18 carbon atoms, 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 represented by -(AO)pH (Y), and X - Compounds that satisfy at least one of the following are lactate ions, adipicates, or methylsulfates. More preferably, R in general formula (4) 2 , R 3 , R 4 and R 5 The compound is such that 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), a cationic surfactant represented by general formula (4) may be used alone or in combination of two or more types.
[0029] Examples of cationic surfactants (B) include salts of polyoxyethylene didecylmethylammonium and lactate anion, and salts of polyoxypropylene didecylmethylammonium and lactate anion. Cationic surfactants (B) may be used individually or in combination of two or more.
[0030] The content of the compound represented by general formula (1) [component (A)] in the additive of the present invention is preferably 1% to 100% by weight, and more preferably 20% to 99% by weight, based on the weight of the additive, from the viewpoint of achieving both low foaming and cleaning properties.
[0031] When the additive of the present invention contains component (B), the weight ratio of component (A) to component (B) [(A) / (B)] is preferably 0.3 to 200, and more preferably 10 to 100, from the viewpoint of achieving both low foaming and cleaning performance.
[0032] In addition to the compound represented by general formula (1) [component (A)] and the cationic surfactant (B) [component (B)], the additive of the present invention may also contain water and organic solvents (for example, ethylene glycol, 1,2-propylene glycol, 1,3-propylene glycol, 1,2-butylene glycol, 1,3-butylene glycol, methanol, ethanol, 1-propanol, and 2-propanol).
[0033] The water and / or organic solvent content in the additive of the present invention is preferably 0% to 70% by weight, based on the weight of the additive, from the viewpoint of easy mixing with the detergent (details of which will be described later).
[0034] The additive of the present invention, when added to a detergent, improves cleaning performance while suppressing foam generation during cleaning.
[0035] The cleaning agent to which the additive of the present invention is added is not particularly limited, as long as it can be used as a cleaning agent for medical device cleaning devices. Examples of cleaning agents include "MediPole ZR" manufactured by Inui Medics Co., Ltd. It is preferable to use the additive of the present invention in mixture with a cleaning agent for medical device cleaning devices. The method of mixing the cleaning agent for medical device cleaning devices and the additive of the present invention is not particularly limited and can be carried out using known equipment.
[0036] When preparing a detergent composition by mixing the additive of the present invention with a detergent, a solubilizer [for example, Teika Tox N5040 manufactured by Teika Co., Ltd.] may be used in addition to the additive and detergent of the present invention. The amount of solubilizer can be appropriately set considering the type and amount of additive and detergent used.
[0037] In a detergent composition comprising the additive of the present invention and a detergent, the amount of the additive of the present invention used is preferably such that the proportion of component (A) is 0.1 to 10% by weight, and more preferably 0.5 to 7% by weight, based on the weight of the detergent composition, from the viewpoint of achieving both low foaming and cleaning performance.
[0038] When the additive of the present invention contains component (B), the amount of the additive used is preferably such that, from the viewpoint of low foaming, the proportion of component (B) is 0.05 to 0.3% by weight based on the weight of the detergent composition. In such cases, the weight ratio of component (A) to component (B) [component (A) / component (B)] is preferably 0.3 to 200, and more preferably 10 to 100, from the viewpoint of achieving both low foaming and cleaning performance. [Examples]
[0039] Examples below (However, Examples 2 and 8 are for reference only.) The present invention will be further described by the above, but is not limited thereto. Hereinafter, unless otherwise specified, % refers to weight percent, and parts refers to parts by weight.
[0040] <Manufacturing Example 1: Manufacturing of (A-1)> In a pressure-resistant reaction vessel equipped with a stirrer, heating / cooling device, and dropping cylinder, 186 parts (1 mole) of carbon-12 alcohol (2-butyl-1-octanol (Sasol, ISOFOL12Alcohol)) and 0.6 parts of potassium hydroxide were added. After purging with nitrogen, the vessel was sealed and the temperature was raised to 90°C, and dehydration was carried out under reduced pressure for 1 hour. The temperature was raised to 130°C, and 36 parts (0.5 moles) of 1,2-butylene oxide were added dropwise over 2 hours at a pressure of 0.3 MPaG or less, and the mixture was aged at the same temperature for 3 hours. Subsequently, 88 parts (2 moles) of ethylene oxide were added dropwise over 2 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, 14 parts of Kyoward 600 (manufactured by Kyowa Chemical Industry Co., Ltd.) were added as an adsorbent, and the mixture was stirred for 1 hour. After treatment, the adsorbent was filtered to obtain (A-1), an adduct of 0.5 moles of 1,2-butylene oxide and 2 moles of ethylene oxide of a carbon-12 alcohol (2-butyl-1-octanol). (A-1) is the R in general formula (1). 1 The compound is represented by general formula (1), where is an aliphatic hydrocarbon group having a branched chain with 12 carbon atoms, m is 0.5, and n is 2.
[0041] <Manufacturing Example 2: Manufacturing of (A-2)> In a pressure-resistant reaction vessel equipped with a stirrer, heating / cooling device, and dropping cylinder, 220 parts (1 mole) of C14-C15 alcohol (Sasol, ISALCHEM145Alcohol) and 0.7 parts of potassium hydroxide were added. After purging with nitrogen, the vessel was sealed and the temperature was raised to 90°C, where dehydration was carried out under reduced pressure for 1 hour. The temperature was raised to 130°C, and 36 parts (0.5 moles) of 1,2-butylene oxide were added dropwise over 2 hours at a pressure of 0.3 MPaG or less, followed by aging at the same temperature for 3 hours. Subsequently, 88 parts (2 moles) of ethylene oxide were added dropwise over 2 hours at a pressure of 0.3 MPaG or less, followed by aging at the same temperature for 2 hours. After cooling to 60°C, 14 parts of Kyoward 600 (manufactured by Kyowa Chemical Industry Co., Ltd.) were added as an adsorbent, and the mixture was stirred for 1 hour. After treatment, the adsorbent was filtered to obtain (A-2), an adduct of 0.5 moles of 1,2-butylene oxide and 2 moles of ethylene oxide of C14-C15 alcohols. (A-2) is the R in general formula (1). 1 The compound is represented by general formula (1), where is an aliphatic hydrocarbon group having a branched chain with 14 to 15 carbon atoms, m is 0.5, and n is 2.
[0042] <Manufacturing Example 3: Manufacturing of (A-3)> In a pressure-resistant reaction vessel equipped with a stirrer, heating / cooling device, and dropping cylinder, 242 parts (1 mole) of carbon-16 alcohol (2-hexyldecanol (Sasol, ISOFOL16Alcohol)) and 0.3 parts of boron trifluoride diethyl ether complex were added. After purging with nitrogen, the vessel was sealed and the temperature was raised to 70°C. At a pressure of 0.3 MPaG or less, 7 parts (0.1 moles) of 1,2-butylene oxide were added dropwise over 1 hour, and the mixture was aged at the same temperature for 1 hour. Subsequently, 88 parts (2 moles) of ethylene oxide were added dropwise over 4 hours 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 adsorbent, and the mixture was stirred for 1 hour. The adsorbent was then filtered to obtain (A-3), an adduct of 0.1 moles of 1,2-butylene oxide and 2 moles of ethylene oxide of a carbon-16 alcohol (2-hexyldecanol). (A-3) is the R in general formula (1). 1The compound is represented by general formula (1), where is an aliphatic hydrocarbon group having a branched chain with 16 carbon atoms, m is 0.1, and n is 2.
[0043] <Manufacturing Example 4: Manufacturing of (A-4)> In a pressure-resistant reaction vessel equipped with a stirrer, heating / cooling device, and dropping cylinder, 242 parts (1 mole) of carbon-16 alcohol (2-hexyldecanol (Sasol, ISOFOL16Alcohol)) and 0.4 parts of boron trifluoride diethyl ether complex were added. After purging with nitrogen, the vessel was sealed and the temperature was raised to 70°C. At a pressure of 0.3 MPaG or less, 7 parts (0.1 moles) of 1,2-butylene oxide were added dropwise over 1 hour, and the mixture was aged at the same temperature for 1 hour. Subsequently, 132 parts (3 moles) of ethylene oxide were added dropwise over 5 hours 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 adsorbent, and the mixture was stirred for 1 hour. The adsorbent was then filtered to obtain (A-4), an adduct of 0.1 moles of 1,2-butylene oxide and 3 moles of ethylene oxide of a carbon-16 alcohol (2-hexyldecanol). (A-4) is the R in general formula (1). 1 The compound is represented by general formula (1), where is an aliphatic hydrocarbon group having a branched chain with 16 carbon atoms, m is 0.1, and n is 3.
[0044] <Manufacturing Example 5: Manufacturing of (A-5)> In a pressure-resistant reaction vessel equipped with a stirrer, heating / cooling device, and dropping cylinder, 242 parts (1 mole) of carbon-16 alcohol (2-hexyldecanol (Sasol, ISOFOL16Alcohol)) and 0.4 parts of boron trifluoride diethyl ether complex were added. After purging with nitrogen, the vessel was sealed and the temperature was raised to 70°C. At a pressure of 0.3 MPaG or less, 132 parts (3 moles) of ethylene oxide were added dropwise over 4 hours, and the mixture was aged at the same temperature for 1 hour. Subsequently, 36 parts (0.5 moles) 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 adsorbent, and the mixture was stirred for 1 hour. The adsorbent was then filtered to obtain (A-5), an adduct of a carbon-16 alcohol (2-hexyldecanol) containing 3 moles of ethylene oxide and 0.5 moles of 1,2-butylene oxide. (A-5) is the R in general formula (1). 1 The compound is represented by general formula (1), where is an aliphatic hydrocarbon group having a branched chain with 16 carbon atoms, m is 0.5, and n is 3.
[0045] <Manufacturing Example 6: Manufacturing of (A-6)> In a pressure-resistant reaction vessel equipped with a stirrer, heating / cooling device, and dropping cylinder, 242 parts (1 mole) of carbon-16 alcohol (2-hexyldecanol (Sasol, ISOFOL16Alcohol)) and 0.6 parts of boron trifluoride diethyl ether complex were added. After purging with nitrogen, the vessel was sealed and the temperature was raised to 70°C. At a pressure of 0.3 MPaG or less, 65 parts (0.9 moles) of 1,2-butylene oxide were added dropwise over 1 hour, and the mixture was aged at the same temperature for 2 hours. Subsequently, at a pressure of 0.3 M, the pressure was reduced to 0.3 M. At a temperature of PaG or lower, 220 parts (5 moles) of ethylene oxide were added dropwise over 6 hours, 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 adsorbent, and the mixture was stirred for 1 hour. After treatment, the adsorbent was filtered to obtain (A-6), an adduct of 0.9 moles of 1,2-butylene oxide and 5 moles of ethylene oxide of a carbon-16 alcohol (2-hexyldecanol). (A-6) is the R in general formula (1). 1The compound is represented by general formula (1), where is an aliphatic hydrocarbon group having a branched chain with 16 carbon atoms, m is 0.9, and n is 5.
[0046] <Manufacturing Example 7: Manufacturing of (A-7)> In a pressure-resistant reaction vessel equipped with a stirrer, heating / cooling device, and dropping cylinder, 270 parts (1 mole) of carbon-18 alcohol (5,7,7-trimethyl-2-(1,3,3-trimethylbutyl)-1-octanol (manufactured by Nissan Chemical Corporation, Fine Oxocol 180)) and 0.9 parts of potassium hydroxide were added. After purging with nitrogen, the vessel was sealed and the temperature was raised to 130°C, and dehydration was carried out under reduced pressure for 1 hour. 36 parts (0.5 moles) 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 2 hours. Subsequently, 132 parts (3 moles) of ethylene oxide were added dropwise over 3 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, 18 parts of Kyoward 600 (manufactured by Kyowa Chemical Industry Co., Ltd.) were added as an adsorbent, and the mixture was stirred for 1 hour. After treatment, the adsorbent was filtered to obtain (A-7), an adduct of 0.5 moles of 1,2-butylene oxide and 3 moles of ethylene oxide of the C18 alcohol ((5,7,7-trimethyl-2-(1,3,3-trimethylbutyl)-1-octanol). (A-7) is the R in general formula (1). 1 The compound is represented by general formula (1), where is an aliphatic hydrocarbon group having 18 carbon atoms in a branched chain, m is 0.5, and n is 3.
[0047] <Comparative Manufacturing Example 1: Manufacturing of (A'-1)> 214 parts (1 mole) of 1-tetradecanol (Kao Corporation, Calcol 4098) and 0.5 parts of potassium hydroxide were added to a pressure-resistant reaction vessel equipped with a stirrer, heating / cooling device and dropping cylinder. After purging with nitrogen, the vessel was sealed and the temperature was raised to 130°C, and dehydration was carried out under reduced pressure for 1 hour. 22 parts (0.5 moles) 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 (Kyowa Chemical Industry Co., Ltd.) were added as an adsorbent, and the mixture was stirred for 1 hour. After treatment, the adsorbent was filtered to obtain the 1-tetradecanol ethylene oxide 0.5 mole adduct (A'-1). (A'-1) is the R in general formula (1). 1 It is a compound with a linear aliphatic hydrocarbon group having 14 carbon atoms, m = 0, and n = 0.5.
[0048] <Comparative Manufacturing Example 2: Manufacturing of (A'-2)> 271 parts (1 mole) of 1-octadecanol (Kao Corporation, Calcol 8098) and 1.9 parts of potassium hydroxide were added to a pressure-resistant reaction vessel equipped with a stirrer, heating / cooling device and dropping cylinder. After purging with nitrogen, the vessel was sealed and the temperature was raised to 130°C, and dehydration was carried out under reduced pressure for 1 hour. 661 parts (15 moles) 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 (Kyowa Chemical Industry Co., Ltd.) were added as an adsorbent, and the mixture was stirred for 1 hour. After treatment, the adsorbent was filtered to obtain the 15 mole ethylene oxide adduct of 1-octadecanol (A'-2). (A'-2) is the R in general formula (1). 1 It is a compound with a linear aliphatic hydrocarbon group having 18 carbon atoms, m = 0, and n = 15.
[0049] <Manufacturing Example 8: Manufacturing of Cationic Surfactant (B-1)> In a 2L autoclave equipped with a stirrer, thermometer, pressure gauge, pressure-resistant dropping cylinder, and decompression and nitrogen introduction lines, 312 parts (1 mole) of didecylmethylamine, 110 parts (1.1 moles) of 90% lactic acid aqueous solution, and 72 parts of water were added, stirring was started, nitrogen was added, and the temperature was raised to 80°C. Next, 132 parts (3 moles) of ethylene oxide were added dropwise 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 obtained, yielding a solution containing a cationic surfactant (B-1) (solid content concentration: 84%). (B-1) is didecylmethylpolyoxyethyleneammonium lactate [R in general formula (4)] 2 and R 3 is a decyl group, R 4 is a methyl group, R 5 The group is represented by -(EO)pH, p is 3, X - [ is lactate ion], and is a compound represented by general formula (4). 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 for Examples 1-10 and Comparative Examples 2-3> For Examples 1-9, the (A) component of the type listed in Table 1 was used as an additive as is, and for Comparative Examples 2-3, the (A') component of the type listed in Table 1 was used as an additive as is. For Example 10, 1 part of (A-4) prepared in Production Example 4 was mixed with 0.12 parts of (B-1) [a solution containing a cationic surfactant (B-1)] prepared in Production Example 8 and mixed for 1 minute to prepare the additive. Detergent compositions were prepared using the additives of Examples 1 to 10 and Comparative Examples 2 to 3 by the following method, and the following evaluation tests were performed. The results are shown in Table 1.
[0051] <Preparation of detergent composition for evaluation> For Examples 1-10 and Comparative Examples 2-3, the additives and solubilizers listed in Table 1 were added in the amounts listed in Table 1 to the amount of medical device cleaning agent (C) listed in Table 1, and the mixture was mixed for 1 minute to prepare the cleaning agent composition. For Comparative Example 1, the medical device cleaning agent (C) of the type listed in the table was used as is.
[0052] <Evaluation Test> The following evaluation tests were conducted for Examples 1-10 and Comparative Examples 1 and 3. For Comparative Example 2, no evaluation test was performed because some of the components did not dissolve during the preparation of the detergent composition.
[0053] (1) Evaluation of low foaming properties 0.70g of sheep's blood (Kojin Bio Co., Ltd., heparinized whole sheep's blood) was added to 10g of each example detergent composition, heated at 60°C for 10 minutes, and then placed in a dishwasher (IAGREEA, "IA-DW01"). The foaming was observed visually when washed at 25°C and 50°C, and evaluated according to the following criteria. A smaller proportion of foam indicates superior low-foaming performance. The evaluation results below are ranked from best to worst as follows: 5, 4, 3, 2, and 1, with 2 to 5 being preferred.
[0054] [Evaluation Criteria] 5. The proportion of bubbles on the liquid surface is 10% or less. 4. The proportion of bubbles on the liquid surface is between 10% and 30%. 3: The proportion of bubbles on the liquid surface is between 30% and 50%. 2: The proportion of foam on the liquid surface is between 50% and 80%. 1: Foam accounts for more than 80% of the liquid surface.
[0055] (2) Evaluation of cleanability A cleaning solution was prepared by diluting 1 g of each example's cleaning agent composition with 99 g of water in a poly beaker. A cleaning evaluation indicator TOSI (manufactured by PEREG GmbH) was immersed in a cleaning solution heated to 50°C using a water bath. The TOSI was fixed in a poly beaker. After stirring at 50°C and 360 rpm for 10 minutes and rinsing with water, the amount of bloodstain remaining on the TOSI was visually observed and evaluated according to the following criteria. A lower amount of bloodstain indicates better cleaning performance. The evaluation results below are ranked from best to worst as follows: 4, 3, 2, and 1, with 2 to 4 being preferable.
[0056] [Evaluation Criteria] 4: Less than 30% of bloodstains remain. 3: The amount of bloodstain remaining is between 30% and 60%. 2: The amount of bloodstain remaining is between 60% and 90%. 1: Over 90% of bloodstains remain.
[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 [indicated 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 [indicated 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 [indicated as "Solid content concentration of (C) in the composition" in the table]. <(A) component> • (A-1): Manufactured in Manufacturing Example 1 • (A-2): Manufactured in manufacturing example 2 • (A-3): Manufactured in manufacturing example 3 • (A-4): Manufactured using manufacturing example 4 • (A-5): Manufactured in manufacturing example 5 • (A-6): Manufactured in manufacturing example 6 • (A-7): Manufactured using manufacturing example 7 <(A') component> • (A'-1): Manufactured in comparative manufacturing example 1 • (A'-2): Manufactured in comparative manufacturing example 2 <Cationic surfactant (B)> • (B-1): Produced in Manufacturing Example 8 [The amount used (parts) listed in Table 1 is the amount of (B-1) itself] <Solubilizer (C)> • (C-1): Teika Tox N5040 (manufactured by Teika Co., Ltd., solid content concentration 40% by weight) [The amount used (parts) listed in Table 1 is the amount of (C-1) itself] <Medical device cleaning agent (D)> • (D-1): Medipole ZR (manufactured by Inui Medics Co., Ltd.)
[0058] [Table 1]
[0059] As shown in Table 1, the detergent compositions using the additives of the examples containing the compound represented by general formula (1) [component (A)] had better cleaning performance than the comparative example detergent composition that did not contain component (A). Furthermore, the additives of the examples containing component (A) exhibited low foaming properties. These results indicate that the present invention can provide an additive for medical instrument detergents that achieves both low foaming (suppression of foam generation) and cleaning performance.
Claims
1. An additive for medical device cleaning agents containing a compound represented by the following general formula (1). R １ O-Bom / Eon (1) [In the formula, R １ is a branched aliphatic hydrocarbon group having 12 to 18 carbon atoms, and represents a residue obtained by removing a hydroxyl group from at least one compound selected from the group consisting of 2-butyl-1-octanol, 2-hexyldecanol, and 5,7,7-trimethyl-2-(1,3,3-trimethylbutyl)-1-octanol. BO represents a butylene oxy group, EO represents an ethylene oxy group, m is the number of moles of BO added per molecule of the compound represented by general formula (1), and is a number from 0.1 to 0.9, n is the number of moles of EO added per molecule of the compound represented by general formula (1), and is a number from 2 to 5. BOm / EOn indicates that the addition form is block-like or random, and in the case of block-like addition, the order does not matter.
2. The additive for medical device cleaning agents according to claim 1, further containing a cationic surfactant.