Additive for medical instrument cleaning agent

An additive for medical instrument cleaners, featuring a compound with specific alkyl and ethyleneoxy groups, addresses the challenge of achieving effective cleaning and foam suppression at lower temperatures, enhancing the efficiency of medical instrument cleaning.

JP2025084157AInactive Publication Date: 2025-06-03SANYO CHEM IND LTD
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Patent Information

Application Number
JP2023197811
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Filing Date
2023-11-22
Publication Date
2025-06-03
Estimated Expiration
Not applicable · inactive patent

AI Technical Summary

Technical Problem

Conventional medical instrument cleaning agents face challenges in achieving effective cleaning performance at lower temperatures without excessive foaming, and existing solutions may not adequately address both issues simultaneously.

Method used

The development of an additive for medical instrument cleaners containing a compound represented by the general formula R1O-POm-EOn, where R1 is a linear or branched aliphatic hydrocarbon group with 10 to 18 carbon atoms, and m and n are specific mole ratios of propyleneoxy and ethyleneoxy groups, respectively, which helps in achieving both cleaning performance and foam suppression.

Benefits of technology

The additive effectively enhances cleaning performance while minimizing foam generation, even at lower temperatures, thereby improving the efficiency of medical instrument cleaning processes.

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Abstract

To provide an additive for a medical instrument cleaning agent that achieves both detergency and foaming suppression.SOLUTION: An additive for a medical instrument cleaning agent contains a compound represented by the general formula (1), R1O-POm-EOn, where R1 represents a linear or branched aliphatic hydrocarbon group having 10 to 18 carbon atoms, PO represents a propyleneoxy group, EO represents an ethyleneoxy group, m represents the number of moles of PO added per molecule of the compound represented by the general formula (1) and is greater than 0 and less than 1, and n represents the number of moles of EO added per molecule of the compound represented by the general formula (1) and is equal to or greater than 1 and less than 6, where m+n<6 is satisfied.SELECTED DRAWING: None
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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, when the cleaning temperature is high (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 low (for example, 20°C or lower), foaming of the cleaning agent is likely to occur. Therefore, in Patent Document 1 mentioned above, a cleaning agent composition with less foaming and excellent cleaning performance even at low temperatures has been proposed. However, when cleaning at low temperatures, the cleaning performance may be insufficient. Considering such circumstances, when examining 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 products. An object of the present invention is to provide an additive for medical instrument cleaning agents 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). R 1 O-POm-EOn (1) [In the formula, R 1 represents a linear or branched aliphatic hydrocarbon group having 10 to 18 carbon atoms, PO represents a propyleneoxy group, EO represents an ethyleneoxy group, m is the number of moles of PO added per molecule of the compound represented by the general formula (1), and is a number greater than 0 and less than 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 of 1 or more and less than 6, and m + n < 6.] [2] The additive for a medical instrument cleaner according to claim 1, wherein R1 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 cleaning performance and suppression of foam generation.

Embodiments 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 including the compound represented by the general formula (1), it is possible to achieve both cleaning performance 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. R 1 O-POm-EOn (1) [In the formula, R 1represents a linear or branched aliphatic hydrocarbon group having 10 to 18 carbon atoms, PO represents a propyleneoxy group, EO represents an ethyleneoxy group, m is the number of moles of PO added per molecule of the compound represented by the general formula (1), which is a number greater than 0 and less than 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 of 1 or more and less than 6, and m + n < 6.

[0008] Hereinafter, the "compound represented by the general formula (1)" may be referred to as the "(A) component". Hereinafter, the "additive for medical instrument 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 the group has a branch. Specifically, for example, branched-chain alkyl groups having 10 to 18 carbon atoms such as 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, etc.; branched-chain 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, 2-octyldecenyl group, etc. may 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 PO added per molecule of the compound represented by the general formula (1). In the present invention, m is a number exceeding 0 and less than 1. From the viewpoint of being excellent in low foaming property, m is preferably 0.1 to 0.9, and more preferably 0.5 to 0.9.

[0013] As the compound represented by the general formula (1), the compound (1A) in which m in the general formula (1) is m A and the compound in which m in the general formula (1) is m BThe compound (1B) is used in a molar ratio of X A :X B [(1A):(1B)], the number of moles of PO added per molecule of the compound represented by the 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 the compound (1A-0) with m = 0 in the general formula (1) and the compound (1B-1) with m = 1 in the general formula (1) are used in a ratio of 1:9, the number of moles of PO 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 1.

[0014] In the general formula (1), n is the number of moles of EO added per molecule of the compound represented by the general formula (1). In the present invention, n is a number of 1 or more and less than 6. From the viewpoint of excellent low foaming property, n is preferably 1 to 5, more preferably 1 to 4.

[0015] As the compound represented by the general formula (1), when the compound (1C) with n = n c in the general formula (1) and the compound (1D) with n = n D in the general formula (1) are used in a molar ratio of X C :X D [(1C):(1D)], the number of moles of EO added per molecule of the compound represented by the 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 the compound represented by the general formula (1), m + n is less than 6. From the viewpoint of excellent low foaming property, m + n is preferably 1 or more and 5.9 or less, and more preferably 2 or more and 5.9 or less.

[0017] As the compound represented by the general formula (1), from the viewpoints of excellent low foaming property and excellent detergency, R in the general formula (1) 1 is preferably a compound satisfying at least one of the following conditions: an aliphatic hydrocarbon group having 12 to 18 carbon atoms, m in the general formula (1) is 0.1 to 0.9, and n in the general formula (1) is 1 to 5. More preferably, R in the general formula (1) 1 is a branched-chain aliphatic hydrocarbon group having 12 to 18 carbon atoms, and the compound satisfies at least one of the following conditions: m in the general formula (1) is 0.5 to 0.9, and n in the general formula (1) is 1 to 4.

[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. React an alcohol having a linear or branched aliphatic hydrocarbon group having 10 to 18 carbon atoms with propylene oxide to obtain a propylene oxide adduct of the alcohol, and then add ethylene oxide 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 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; alcohols having a linear alkenyl group 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 the alcohol having a branched aliphatic hydrocarbon group with 10 to 18 carbon atoms include alcohols having a branched 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, and 2-hexyldodecyl alcohol; 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 with 10 to 18 carbon atoms is preferably an alcohol having a (linear or branched) aliphatic hydrocarbon group with 12 to 18 carbon atoms, and more preferably an alcohol having a branched aliphatic hydrocarbon group with 12 to 18 carbon atoms.

[0023] The additive of the present invention may be composed only of the compound represented by the general formula (1), or 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

[0025] Specific examples of the alkyl group having 1 to 18 carbon atoms include methyl group, ethyl group, propyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group, heptadecyl group, octadecyl group, etc. The alkyl group having 1 to 18 carbon atoms may be a straight-chain alkyl group or a branched alkyl group. Also, 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 be used.

[0026] In the group (Y) represented by -(AO)p-H, AO 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] X in the general formula (4) - is a monovalent or divalent anionic counterion. Examples of X - include lactate ion, adipate ion, methyl sulfate ion, chloride ion, and the like. Among these, from the viewpoint of low foaming property, lactate ion, adipate ion, and methyl sulfate ion are preferable.

[0028] As the cationic surfactant represented by the general formula (4), from the viewpoint of excellent low foaming property, at least one of R 2 , R 3 , R 4 and R 5 is an alkyl group having 6 to 18 carbon atoms or a benzyl group, at least one of R 2 , R 3 , R 4 and R 5 is an alkyl group having 1 to 3 carbon atoms or a group (Y) represented by -(AO)p-H, and X - is lactate ion, adipate ion or methyl sulfate ion. Among these, a compound satisfying at least one of them is preferable. More preferably, at least one of R 2 , R 3 , R 4 and R 5 in the general formula (4) 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, salts of polyoxypropylene didecylmethylammonium and lactate anion, and the like. 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 represented by the general formula (1) [(A) component] 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 of the (A) component to the (B) component [(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.

[0032] In addition to the compound represented by the general formula (1) [(A) component] and the cationic surfactant (B) [(B) component], the additive of the present invention may 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, 2-propanol, etc.).

[0033] From the viewpoint of being easily mixed with a detergent (details will be described later), the content of water and / or 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 has an effect of improving detergency while suppressing the generation of foam during washing when added to a detergent and used.

[0035] As the cleaning agent to which the additive of the present invention is added, there is no particular limitation as long as it can be used as a cleaning agent for a medical instrument cleaning device. Examples of the cleaning agent include "Medipole ZR" manufactured by Inui Medical Co., Ltd. The additive of the present invention is preferably used by mixing it with a cleaning agent for a medical instrument cleaning device. The method of mixing the cleaning agent for a medical instrument cleaning 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 cleaning agent composition by mixing the additive of the present invention and a cleaning agent, a solubilizing agent [for example, Teika Tox N5040 manufactured by Teika Co., Ltd.] may be used in addition to the additive and the cleaning agent of the present invention. The amount of the solubilizing agent can be appropriately set in consideration of the types and usage amounts of the additive and the cleaning agent.

[0037] In the cleaning agent composition containing the additive and the cleaning agent of the present invention, from the viewpoint of achieving both low foaming property and detergency, the usage amount of the additive of the present invention is preferably an amount such that the proportion of the (A) component is 0.1 to 10% by weight based on the weight of the cleaning agent composition, and more preferably an amount such that it is 0.5 to 7% by weight.

[0038] When the additive of the present invention contains the (B) component, from the viewpoint of low foaming property, the usage amount of the additive of the present invention is preferably an amount such that the proportion of the (B) component is 0.05 to 0.3% by weight based on the weight of the cleaning agent composition. Also, in such a case, the weight ratio of the (A) component to the (B) component [(A) component / (B) component] is preferably 0.3 to 200, and more preferably 10 to 100, from the viewpoint of achieving both low foaming property and detergency.

[0039] The cleaning agent composition containing the additive and the cleaning agent of the present invention preferably has a cloud point of over 20°C, and more preferably 40°C or higher, from the viewpoints of storage stability, detergency, rinsability, etc.

Examples

[0040] Hereinafter, the present invention will be further described by way of examples, but the present invention is not limited thereto. Hereinafter, unless otherwise specified, % indicates % by weight and parts indicate parts by weight.

[0041] <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 0.7 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. After purging with nitrogen and sealing, 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 52 parts (0.9 mol part) of propylene oxide was dropped over 2 hours at a pressure of 0.3 MPaG or less, and aging was carried out at the same temperature for 2 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 aging was carried out at the same temperature for 2 hours. After cooling to 60°C, 13 parts of Kyoward 600 (manufactured by Kyowa Chemical Industry Co., Ltd.) was added as an adsorption treatment agent, and after stirring for 1 hour for treatment, the adsorption treatment agent was filtered to obtain an adduct (A-1) of 0.9 mol of propylene oxide and 2 mol of ethylene oxide of an alcohol having 12 carbon atoms (2-butyl-1-octanol). In (A-1), R in the general formula (1) 1 is an aliphatic hydrocarbon group having a branched chain of 12 carbon atoms, m is 0.9, n is 2, and it is a compound represented by the general formula (1).

[0042] <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 molar part) of an alcohol having 14 to 15 carbon atoms (ISALCHEM 145 Alcohol manufactured by Sasol) and 0.7 part of potassium hydroxide were charged. After nitrogen substitution, the vessel was sealed, heated to 90 °C, and dehydrated under reduced pressure for 1 hour. The temperature was raised to 130 °C, and 52 parts (0.9 molar part) of propylene oxide were dropped over 4 hours at a pressure of 0.3 MPaG or less, and the mixture was aged at the same temperature for 3 hours. Next, 88 parts (2 molar parts) of ethylene oxide were dropped 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, 15 parts of Kyoward 600 (manufactured by Kyowa Chemical Industry Co., Ltd.) as an adsorption treatment agent were added, stirred for 1 hour for treatment, and then the adsorption treatment agent was filtered to obtain an adduct (A-2) of 0.9 mol of propylene oxide and 2 mol of ethylene oxide with 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 branch of 14 to 15 carbon atoms, m is 0.9, n is 2, and it is a compound represented by the general formula (1).

[0043] <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 molar part) of an alcohol having 16 carbon atoms (2-hexyldecanol (ISOFOL 16 Alcohol manufactured by Sasol)) and 0.4 part of boron trifluoride diethyl ether complex were charged. After nitrogen substitution, the vessel was sealed, heated to 70 °C, and 52 parts (0.9 molar part) of propylene oxide were dropped over 1 hour at a pressure of 0.3 MPaG or less, and the mixture was aged at the same temperature for 1 hour. Next, 88 parts (2 molar parts) of ethylene oxide were dropped over 4 hours at a pressure of 0.3 MPaG or less, and the mixture was aged at the same temperature for 8 hours. After cooling to 60 °C, 4 parts of Kyoward 600 (manufactured by Kyowa Chemical Industry Co., Ltd.) as an adsorption treatment agent were added, stirred for 1 hour for treatment, and then the adsorption treatment agent was filtered to obtain an adduct (A-3) of 0.9 mol of propylene oxide and 2 mol of ethylene oxide with an alcohol having 16 carbon atoms (2-hexyldecanol). (A-3) 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 0.9, n is 2, and it is a compound represented by the general formula (1).

[0044] <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 having 16 carbon atoms (2-hexyldecanol (manufactured by Sasol, ISOFOL16 Alcohol)) and 0.4 part of boron trifluoride diethyl ether complex were charged. After purging with nitrogen, the vessel was sealed, heated to 70°C, and 29 parts (0.5 mol part) of propylene oxide were dropped therein over 1 hour at a pressure of 0.3 MPaG or less, followed by aging at the same temperature for 1 hour. Next, 132 parts (3 mol parts) of ethylene oxide were dropped therein over 4 hours at a pressure of 0.3 MPaG or less, followed by aging at the same temperature for 1 hour. After cooling to 60°C, 4 parts of Kyoward 600 (manufactured by Kyowa Chemical Industry Co., Ltd.) as an adsorption treatment agent were charged, stirred for 1 hour for treatment, and then the adsorption treatment agent was filtered to obtain an adduct (A-4) of 0.5 mol of propylene oxide and 3 mol of ethylene oxide with an alcohol having 16 carbon atoms (2-hexyldecanol). In (A-4), R in the general formula (1) 1 is an aliphatic hydrocarbon group having a branched chain of 16 carbon atoms, m is 0.5, n is 3, and it is a compound represented by the general formula (1).

[0045] <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 purging with nitrogen, the vessel was sealed, heated to 70°C, and 29 parts (0.5 mol part) of propylene oxide were dropped therein over 1 hour at a pressure of 0.3 MPaG or less, followed by aging at the same temperature for 1 hour. Next, 176 parts (4 mol parts) of ethylene oxide were dropped therein over 6 hours at a pressure of 0.3 MPaG or less, followed by aging at the same temperature for 6 hours. After cooling to 60°C, 4 parts of Kyoward 600 (manufactured by Kyowa Chemical Industry Co., Ltd.) as an adsorption treatment agent were charged, stirred for 1 hour for treatment, and then the adsorption treatment agent was filtered to obtain an adduct (A-5) of 0.5 mol of propylene oxide and 4 mol of ethylene oxide with an alcohol having 16 carbon atoms (2-hexyldecanol). In (A-5), R in the general formula (1) 1is an aliphatic hydrocarbon group having a branched chain with 16 carbon atoms, m is 0.5, n is 4, and it is a compound represented by the general formula (1).

[0046] <Production Example 6: Production of (A-6)>[ 242 parts (1 mol part) of an alcohol having 16 carbon atoms (2-hexyldecanol (manufactured by Sasol, ISOFOL16Alcohol)) and 0.5 part of boron trifluoride diethyl ether complex were charged into a pressure-resistant reaction vessel equipped with a stirrer, a heating and cooling device, and a dropping funnel. After purging with nitrogen, the vessel was sealed, heated to 70°C, and 52 parts (0.9 mol part) of propylene 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, 220 parts (5 mol parts) of ethylene oxide was dropped over 6 hours at a pressure of 0.3 MPaG or less, and aged at the same temperature for 2 hours. After cooling to 60°C, 5 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-6) of 0.9 mol of propylene oxide and 5 mol of ethylene oxide of an alcohol having 16 carbon atoms (2-hexyldecanol). (A-6) has an R in the general formula (1) 1 is an aliphatic hydrocarbon group having a branched chain with 16 carbon atoms, m is 0.9, n is 5, and it is a compound represented by the general formula (1).

[0047] <Production Example 7: Production of (A-7)>[ In a pressure-resistant reaction vessel equipped with a stirrer, a heating and cooling device, and a dropping cylinder, 270 parts (1 mol part) of an 18-carbon alcohol (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. After nitrogen substitution, the vessel was sealed, heated to 130°C, and dehydrated under reduced pressure for 1 hour. 52 parts (0.9 mol part) of propylene oxide were dropped over 2 hours at a pressure of 0.3 MPaG or less, and the mixture was aged at the same temperature for 6 hours. Next, 132 parts (3 mol parts) of ethylene oxide were dropped over 2 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, 18 parts of Kyoward 600 (manufactured by Kyowa Chemical Industry Co., Ltd.) were 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 0.9 mol of propylene oxide and 3 mol of ethylene oxide of an 18-carbon alcohol (5,7,7-trimethyl-2-(1,3,3-trimethylbutyl)-1-octanol). (A-7) is a compound represented by the general formula (1) in which R 1 is an aliphatic hydrocarbon group having a branched chain of 18 carbon atoms, m is 0.9, n is 3, and it is a compound represented by the general formula (1).

[0048] <Comparative Production Example 1: Production of (A'-1)> In a pressure-resistant reaction vessel equipped with a stirrer, a heating and cooling device, and a dropping cylinder, 214 parts (1 mol part) of 1-tetradecanol (manufactured by Kao Corporation, Calcol 4098) and 0.5 part of potassium hydroxide were charged. After nitrogen substitution, 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 dropped 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 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'-1) of 0.5 mol of ethylene oxide of 1-tetradecanol. (A'-1) is a compound in which R in the general formula (1) 1 is a straight-chain aliphatic hydrocarbon group of 14 carbon atoms, m is 0, and n is 0.5.

[0049] <Comparative 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, 271 parts (1 mol part) of 1-octadecanol (manufactured by Kao Corporation, Calcol 8098) and 1.9 parts of potassium hydroxide were charged. After nitrogen substitution, the vessel was sealed and heated to 130°C, and dehydration was carried out under reduced pressure for 1 hour. At a pressure of 0.3 MPaG or less, 661 parts (15 mol parts) of ethylene oxide were added dropwise over 9 hours, and aging was carried out at the same temperature for 3 hours. After cooling to 60°C, 37 parts of Kyoward 600 (manufactured by Kyowa Chemical Industry Co., Ltd.) was added as an adsorption treatment agent, and after stirring for 1 hour for treatment, 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 1 in the general formula (1) is a linear aliphatic hydrocarbon group having 18 carbon atoms, m is 0, and n is 15.

[0050] <Production Example 8: Production of Cationic Surfactant (B-1)> Into a 2 L autoclave equipped with a stirrer, a thermometer, a pressure gauge, a pressure-resistant dropping cylinder, a vacuum pump, and a nitrogen introduction line, 312 parts (1 mol part) of didodecylmethylamine, 110 parts (1.1 mol parts) of a 90% aqueous lactic acid solution, and 72 parts of water were added. Stirring was started, nitrogen was sealed in, and the temperature was raised to 80°C. Next, at a pressure of 0.3 MPaG or less, 132 parts (3 mol parts) of ethylene oxide were added dropwise over 4 hours, and stirring was carried out at the same temperature for 1 hour until pressure equilibrium was reached to obtain a solution containing a cationic surfactant (B-1) (solid content concentration: 84%). (B-1) is didodecylmethylpolyoxyethyleneammonium lactate [R 2 and R 3 in the general formula (4) are decyl groups, R 4 is a methyl group, R 5 is a group represented by -(EO)p-H, p is 3, and 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.

[0051] <Preparation of Additives in Examples 1 to 10 and Additives in Comparative Examples 2 to 3> For Examples 1 to 9, the (A) component of the type described in Table 1 was used as an additive as it was, and for Comparative Examples 2 to 3, the (A') component of the type described in Table 1 was used as an additive as it was. For Example 10, 0.12 part of the solution (B-1) containing a cationic surfactant, which was 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.

[0052] <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 instrument 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 instrument detergent (C) of the type described in the table was used as it was.

[0053] <Evaluation Tests> For Examples 1 to 10 and Comparative Examples 1 and 3, the following evaluation tests were conducted. For Comparative Example 2, since a part of the components did not dissolve during the preparation of the detergent composition, the evaluation tests were not conducted.

[0054] (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 from the best, and 2 to 5 are preferable.

[0055] [Evaluation Criteria] 5: The proportion of foam occupying the liquid surface is 10% or less. 4: The proportion of foam occupying the liquid surface is more than 10% and 30% or less. 3: The proportion of foam occupying the liquid surface is more than 30% and 50% or less. 2: The proportion of the liquid surface occupied by bubbles is more than 50% and less than or equal to 80%. 1: The proportion of the liquid surface occupied by bubbles is more than 80%.

[0056] (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. It was stirred at 50 °C and 360 rpm for 10 minutes, and the remaining amount of blood stain remaining on TOSI after rinsing with water was visually observed and evaluated according to the following criteria. The less the remaining amount of blood stain, the better the detergency. The following evaluation results are 5, 4, 3, 2, 1 in descending order of excellence, and it is preferable that they are 2 to 5.

[0057] [Evaluation criteria] 5: The remaining amount of blood stain is 1% or less. 4: The remaining amount of blood stain is more than 1% and less than or equal to 3%. 3: The remaining amount of blood stain is more than 3% and less than or equal to 6%. 2: The remaining amount of blood stain is more than 6% and less than or equal to 9%. 1: The remaining amount of blood stain is more than 9%.

[0058] (3) Solubilization evaluation The cloud point of each detergent composition was measured and evaluated according to the following criteria. A cloud point exceeding 40 °C indicates excellent solubilization. [Evaluation criteria] 3: The cloud point exceeds 40 °C. 2: The cloud point is more than 20 °C and less than or equal to 40 °C. 1: The cloud point is 20 °C or lower or it does not dissolve.

[0059] 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): The product manufactured in Production Example 1 ·(A-2): The product manufactured in Production Example 2 ·(A-3): The product manufactured in Production Example 3 ·(A-4): The product manufactured in Production Example 4 ·(A-5): The product manufactured in Production Example 5 ·(A-6): The product manufactured in Production Example 6 ·(A-7): The product manufactured in Production Example 7 <Component (A')> ·(A'-1): The product manufactured in Comparative Production Example 1 ·(A'-2): The product manufactured in Comparative Production Example 2 <Cationic surfactant (B)> ·(B-1): The product manufactured in Production Example 8 [The amount (parts) described in Table 1 is the amount of (B-1) itself] <Solubilizer (C)> ·(C-1): Teicatox N5040 (manufactured by Teica Co., Ltd., solid content concentration 40% by weight) [The amount (parts) described in Table 1 is the amount of (C-1) itself] <Cleaning agent (D) for medical instruments> ·(D-1): Medipole ZR (manufactured by Inui Medical Index Co., Ltd.)

[0060]

Table 1

[0061] 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. Also, 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 instrument 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-POm-EO n (1) [In the formula, R 1 represents a linear or branched aliphatic hydrocarbon group having 10 to 18 carbon atoms, PO represents a propyleneoxy group, EO represents an ethyleneoxy group, m is the number of moles of PO added per molecule of the compound represented by the general formula (1), which is a number greater than 0 and less than 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 of 1 or more and less than 6, and m + n < 6.]

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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