Cleaning agent and cleaning method
The cleaning agent with a compound of general formula (I) and surfactants addresses the inadequacies of conventional agents by providing enhanced detergency and versatility, effectively cleaning both water-soluble and oil-based components, thereby reducing costs and management burdens.
Patent Information
- Authority / Receiving Office
- WO · WO
- Patent Type
- Applications
- Current Assignee / Owner
- Filing Date
- 2025-09-12
- Publication Date
- 2026-03-26
AI Technical Summary
Conventional cleaning agents, such as those described in Patent Documents 1 and 2, do not adequately address the need for enhanced detergency, safety, and economic efficiency, particularly in industrial cleaning applications.
A cleaning agent comprising a compound represented by general formula (I), which includes acyl groups with 2 to 5 carbon atoms, and optionally combined with surfactants like nonionic and anionic surfactants, exhibits excellent cleaning power for both water-soluble and oil-based components.
The cleaning agent demonstrates superior cleaning performance, reducing the need for multiple agents and lowering management and cost burdens by effectively removing a wide variety of deposits from industrial components.
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Abstract
Description
Cleaning agents and cleaning methods
[0001] The present invention relates to a cleaning agent and a cleaning method.
[0002] Cleaning various products and components is essential in industrial and daily life, and various cleaning agents are used depending on the material of the object to be cleaned, the type of deposits to be removed, etc. The types of cleaning agents vary widely depending on the application. Cleaning agents are classified, for example, into water-based cleaning agents, solvent-based cleaning agents, and semi-water-based cleaning agents depending on the type of solvent. Water-based cleaning agents use water as the main solvent and contain surfactants, and optionally cleaning aids and additives, and are widely used because they are excellent in terms of safety and economy. Solvent-based cleaning agents use organic solvents as the main solvent and are known to have excellent cleaning power for oily components. Semi-water-based cleaning agents generally use a combination of water-soluble solvents and water, and are known to have properties intermediate between water-based and solvent-based cleaning agents.
[0003] Traditionally, chlorine-based cleaning agents have been widely used, primarily in industrial cleaning applications. However, numerous legal regulations have made their use increasingly difficult. Therefore, in recent years, the importance of non-chlorine-based cleaning agents has grown, and various types of non-chlorine-based cleaning agents are being investigated and proposed.
[0004] Patent Document 1 discloses a detergent composition that minimizes environmental pollution, characterized by containing 36 to 70% by weight of a predetermined glycol ether compound, 10 to 44% by weight of at least one glycol ether ester selected from (B) propylene glycol alkyl ether acetate, dipropylene glycol alkyl ether acetate, ethylene glycol alkyl ether acetate, diethylene glycol alkyl ether acetate, and 3-methyl-3-methoxybutyl acetate, and (C) 20 to 45% by weight of water as essential components.
[0005] Patent Document 2 discloses a degreasing cleaner with high safety, which is a degreasing cleaner having a water-soluble solvent as the main solvent. The water-soluble solvent has a flash point of 21°C or higher, and the degreasing cleaner contains an aliphatic amine salt having 6 to 12 carbon atoms in an amount of 0.05% by weight or more and 3.0% by weight or less.
[0006] Japanese Patent Application Laid-Open No. 10-204497 Japanese Patent Application Laid-Open No. 2023-181754
[0007] The detergency of a cleaner is important from the viewpoints of the workability of cleaning, the productivity of various products, and the like. In recent years, from the viewpoints of safety, economy, and the like, it has been desired to enhance the detergency of a cleaner in order to reduce the amount of the cleaner used. The conventional cleaners described in Patent Documents 1 and 2 were not necessarily sufficient in terms of detergency.
[0008] The present invention has been made in view of such circumstances, and an object thereof is to provide a cleaner having good detergency and a cleaning method using the cleaner.
[0009] As a result of intensive studies to achieve the above object, the present inventors have found that the above problem can be solved by the following present invention. That is, the present invention provides the following [1] to
[33] . [1] A cleaner containing a compound (I) represented by the following general formula (1). (In the formula, X is a hydrogen atom or -C n H 2n+1 and n is an integer of 1 to 4, Y is a hydrogen atom or -C m H 2m+1 and m is an integer of 1 to 4. When X is -C n H 2n+1 and Y is -C m H 2m+1 n + m is an integer of 2 to 7. R 1 and R 2 are each independently a hydrogen atom or an acyl group having 2 to 5 carbon atoms, and at least one of R 1 and R 2 is an acyl group having 2 to 5 carbon atoms. R 3 and R 4 are each independently a hydrogen atom or a methyl group. p is an integer of 1 to 3. When p is 2 or 3, a plurality of R3 The Rs may be identical or different from each other, and there may be multiple Rs. 4 (These may be the same or different from each other.) [2] The cleaning agent described in [1] above, wherein the compound (I) is represented by the following general formula (2). (In the formula, R 1 and R 2 R in the general formula (1) is 1 and R 2 (This is the same as above.) [3] The detergent according to [2] above, wherein the compound (I) represented by the general formula (2) comprises two or more compounds selected from the group consisting of the compound represented by the following general formula (3), the compound represented by the following general formula (4), and the compound represented by the following general formula (5). (In the formula, R 5(I is an acyl group having 2 to 5 carbon atoms.) [4] The detergent according to any one of [1] to [3] above, wherein the acyl group having 2 to 5 carbon atoms is an acetyl group. [5] The detergent according to any one of [1] to [4] above, wherein the content of compound (I) is 0.01 to 100% by mass with respect to the total amount of the detergent. [6] The detergent according to any one of [1] to [5] above, further comprising water. [7] The detergent according to [6] above, further comprising a surfactant. [8] The detergent according to [7] above, wherein the surfactant comprises at least one selected from the group consisting of nonionic surfactants and anionic surfactants. [9] The detergent according to [7] above, wherein the surfactant comprises a nonionic surfactant.
[10] The cleaning agent according to [8] or [9] above, wherein the nonionic surfactant comprises at least one selected from the group consisting of polyoxyethylene alkyl ether, polyoxypropylene alkyl ether, polyoxyethylene polyoxypropylene alkyl ether, polyoxyethylene fatty acid ester, polyoxyethylene castor oil, polyoxyethylene castor oil fatty acid ester, polyoxyethylene hydrogenated castor oil, polyoxyethylene hydrogenated castor oil fatty acid ester, polyoxyethylene glycerin fatty acid ester, polyoxyethylene sorbitan fatty acid ester, and polyoxyethylene sorbitan fatty acid ester.
[11] The cleaning agent according to any one of [7] to
[10] above, wherein the content of the surfactant is 0.005 to 20% by mass with respect to the total amount of the cleaning agent.
[12] The cleaning agent according to any one of [6] to
[11] above, wherein the content of the water is 0.01 to 99.9% by mass with respect to the total amount of the cleaning agent.
[13] The cleaning agent according to any one of [1] to
[12] above, used for cleaning industrial components.
[14] The cleaning agent according to
[13] , wherein the industrial component is an electronic component, an optical component, a transport component, a manufacturing component, or a building component.
[15] The cleaning agent according to any one of [1] to
[14] , used for cleaning at least one component selected from the group consisting of resin components, metal components, glass components, ceramic components, stone, wood, natural fibers, and leather.
[16] The cleaning agent according to any one of [1] to
[12] , used for removing flux, oil, or paint adhering to an object to be cleaned.
[17] A cleaning method using any of the cleaning agents described in [1] to
[16] above.
[18] Use of a cleaning agent containing compound (I) represented by the following general formula (1) for cleaning. (In the formula, X is a hydrogen atom or -C) n H 2n+1 Here, n is an integer from 1 to 4, and Y is a hydrogen atom or -C m H 2m+1 And m is an integer from 1 to 4. X is -C n H 2n+1 , and Y is -C m H 2m+1 In this case, n+m is an integer between 2 and 7. 1 and R 2 These are, independently of each other, a hydrogen atom or an acyl group having 2 to 5 carbon atoms, and R 1 and R 2 At least one of them is an acyl group having 2 to 5 carbon atoms. 3 and R 4 R are, independently of each other, a hydrogen atom or a methyl group. p is an integer from 1 to 3. If p is 2 or 3, multiple R 3 The Rs may be identical or different from each other, and there may be multiple Rs. 4 (These may be the same or different from each other.)
[19] The use described in
[18] above, wherein the compound (I) is represented by the following general formula (2). (In the formula, R 1 and R 2 R in the general formula (1) is 1 and R 2 (This is the same as above.)
[20] The use described in
[19] above, wherein the compound (I) represented by the general formula (2) includes two or more compounds selected from the group consisting of the compound represented by the following general formula (3), the compound represented by the following general formula (4), and the compound represented by the following general formula (5). (In the formula, R 5( is an acyl group having 2 to 5 carbon atoms.)
[21] The use according to any one of
[18] to
[20] above, wherein the acyl group having 2 to 5 carbon atoms is an acetyl group.
[22] The use according to any one of
[18] to
[21] above, wherein the content of compound (I) is 0.01 to 100% by mass with respect to the total amount of the detergent.
[23] The use according to any one of
[18] to
[22] above, wherein the detergent further comprises water.
[24] The use according to
[23] above, wherein the detergent further comprises a surfactant.
[25] The use according to
[24] above, wherein the surfactant comprises at least one selected from the group consisting of nonionic surfactants and anionic surfactants.
[26] The use according to
[24] above, wherein the surfactant comprises a nonionic surfactant.
[27] The use according to
[25] or
[26] above, wherein the nonionic surfactant comprises at least one selected from the group consisting of polyoxyethylene alkyl ether, polyoxypropylene alkyl ether, polyoxyethylene polyoxypropylene alkyl ether, polyoxyethylene fatty acid ester, polyoxyethylene castor oil, polyoxyethylene castor oil fatty acid ester, polyoxyethylene hydrogenated castor oil, polyoxyethylene hydrogenated castor oil fatty acid ester, polyoxyethylene glycerin fatty acid ester, polyoxyethylene sorbitan fatty acid ester, and polyoxyethylene sorbitan fatty acid ester.
[28] The use according to any one of
[24] to
[27] above, wherein the content of the surfactant is 0.005 to 20% by mass with respect to the total amount of the cleaning agent.
[29] The use according to any one of
[23] to
[28] above, wherein the content of the water is 0.01 to 99.9% by mass with respect to the total amount of the cleaning agent.
[30] The use according to any one of
[18] to
[29] above for cleaning industrial components.
[31] The use according to
[30] , wherein the industrial component is an electronic component, an optical component, a transport component, a manufacturing component, or a building component.
[32] The use according to any one of
[18] to
[31] , for cleaning at least one component selected from the group consisting of resin components, metal components, glass components, ceramic components, stone, wood, natural fibers, and leather.
[33] The use described in any of
[18] to
[32] above for removing flux, oil, or paint adhering to an object to be cleaned.
[0010] According to the present invention, it is possible to provide a cleaning agent having good cleaning power and a cleaning method using the cleaning agent.
[0011] The following description will be based on an example of an embodiment of the present invention. However, the embodiments shown below are illustrative examples for embodying the technical concept of the present invention, and the present invention is not limited to the following description.
[0012] In this specification, preferred forms of embodiments are shown, but combinations of two or more individual preferred forms are also preferred forms. If there are several numerical ranges for a given item, a preferred form can be created by selectively combining the lower and upper limits of those ranges. In this specification, when a numerical range is described as "XX to YY," it means "XX or greater and YY or less."
[0013] [Cleaning agent] The cleaning agent of the present invention is a cleaning agent comprising compound (I) represented by the following general formula (1).
[0014] (In the formula, X is a hydrogen atom or -C) n H 2n+1 Here, n is an integer from 1 to 4, and Y is a hydrogen atom or -C m H 2m+1 And m is an integer from 1 to 4. X is -C n H 2n+1 , and Y is -C m H 2m+1 In this case, n+m is an integer between 2 and 7. 1 and R 2 These are, independently of each other, a hydrogen atom or an acyl group having 2 to 5 carbon atoms, and R 1 and R 2 At least one of them is an acyl group having 2 to 5 carbon atoms. 3 and R 4 R are, independently of each other, a hydrogen atom or a methyl group. p is an integer from 1 to 3. If p is 2 or 3, multiple R 3 The Rs may be identical or different from each other, and there may be multiple Rs.4 (The individuals may be identical or different from one another.)
[0015] The cleaning agent of the present invention has good cleaning power due to the inclusion of compound (I). The detailed reason for this is not entirely clear, but it is presumed to be as follows: Compound (I) has a hydrophobic acyl group, which gives it a high affinity for oily components, and it is also hydrophilic. Therefore, it is thought that good cleaning power is obtained in methods that dissolve oily and water-soluble components for cleaning.
[0016] The cleaning agent of the present invention exhibits excellent cleaning power for both water-soluble and oil-based components. Therefore, the cleaning agent of the present invention can remove a wide variety of deposits and is highly versatile. This reduces the need for other cleaning agents, thereby lowering management and cost burdens, such as those related to the manufacturing, storage, and wastewater treatment of the cleaning agent.
[0017] <Compound (I)> In the above general formula (1), X is a hydrogen atom or -C n H 2n+1 The expression is -C, where n is an integer from 1 to 4. n H 2n+1 Examples include methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, isobutyl group, t-butyl group, etc. X is considered to be -C from the viewpoint of the cleaning power of the detergent. n H 2n+1 A methyl group or an ethyl group is preferred, and a methyl group is even more preferred. In the above general formula (1), Y is a hydrogen atom or -C m H 2m+1 And m is an integer from 1 to 4. -C is represented by Y. m H 2m+1 Examples include methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, isobutyl group, t-butyl group, etc. As for Y, from the viewpoint of the cleaning power of the detergent, -C m H 2m+1 A methyl group or an ethyl group is preferred, and a methyl group is even more preferred. In the above general formula (1), X is -C n H 2n+1 , and Y is -C m H 2m+1When it is so, n + m is an integer of 2 to 7, and from the viewpoint of the detergency of the detergent, it is preferably an integer of 2 to 5, more preferably 2 or 3, and still more preferably 2.
[0018] In the above general formula (1), R 1 and R 2 are each independently a hydrogen atom or an acyl group having 2 to 5 carbon atoms, and at least one of R 1 and R 2 is an acyl group having 2 to 5 carbon atoms. Examples of the acyl group having 2 to 5 carbon atoms represented by R 1 and R 2 include, for example, an acetyl group, a propionyl group, a 2-methylpropionyl group, a 2,2-dimethylpropionyl group, a butyryl group, a 2-methylbutyryl group, a 3-methylbutyryl group, a pentanoyl group, and the like. Among these, from the viewpoint of easy availability, an acetyl group is preferable. In the above general formula (1), R 3 and R 4 are each independently a hydrogen atom or a methyl group, and it is preferable that at least one of R 3 and R 4 is a hydrogen atom, and it is more preferable that both R 3 and R 4 are hydrogen atoms. In the above general formula (1), p is an integer of 1 to 3, and from the viewpoint of the detergency of the detergent, it is preferably 2 or 3, and more preferably 2. When p is 2 or 3, the plurality of R 3 may be the same as or different from each other, and the plurality of R 4 may be the same as or different from each other.
[0019] In the above general formula (1), from the viewpoint of the antibacterial property of the composition, X is -C n H 2n+1 , Y is -C m H 2m+1 , n + m is an integer of 2 to 5, at least one of R 3 and R 4 is a hydrogen atom, it is preferable that p is 2 or 3, X is -C n H 2n+1 , and Y is -C m H 2m+1And n+m is an integer from 2 to 4, R 3 and R 4 At least one of them is a hydrogen atom, p is more preferably 2 or 3, X is a methyl group or an ethyl group, Y is a methyl group or an ethyl group, R 3 and R 4 At least one of them is a hydrogen atom, p is more preferably 2 or 3, X is a methyl group or an ethyl group, Y is a methyl group or an ethyl group, R 3 and R 4 R is a hydrogen atom, and it is more preferable that p is 2 or 3. Here, R 1 and R 2 R in the general formula (1) is 1 and R 2 It is the same as this.
[0020] From the viewpoint of the cleaning power of the detergent, compound (I) is preferably represented by the following general formula (2).
[0021] (In the formula, R 1 and R 2 R in the general formula (1) is 1 and R 2 It is the same as this.
[0022] Examples of compound (I) represented by the general formula (2) include the compound represented by the general formula (3) below (hereinafter also referred to as "compound (Ia)"), the compound represented by the general formula (4) below (hereinafter also referred to as "compound (Ib)"), the compound represented by the general formula (5) below (hereinafter also referred to as "compound (Ic)"), and so on.
[0023] (In the formula, R 5 (This refers to an acyl group with 2 to 5 carbon atoms.)
[0024] The detergent of the present invention may contain only one of compound (Ia), compound (Ib), and compound (Ic) as compound (I) represented by the general formula (2), or it may contain two or more compounds selected from the group consisting of compound (Ia), compound (Ib), and compound (Ic). Since compound (I) is usually obtained as a mixture containing two or more compounds selected from the group consisting of compound (Ia), compound (Ib), and compound (Ic), from the viewpoint of ease of manufacture, the detergent of the present invention preferably contains two or more compounds selected from the group consisting of compound (Ia), compound (Ib), and compound (Ic), and more preferably contains compound (Ia) and compound (Ic).
[0025] If the detergent of the present invention contains compound (Ia) and compound (I) other than compound (Ia) as compound (I) represented by the above general formula (2), the content of compound (Ia) in the total amount of compound (I) may be 50 to 99% by mass, 60 to 95% by mass, 70 to 93% by mass, or 75 to 90% by mass. If the detergent of the present invention contains compound (Ic) and compound (I) other than compound (Ic) as compound (I) represented by the above general formula (2), the content of compound (Ic) in the total amount of compound (I) may be 0.5 to 40% by mass, 1 to 30% by mass, 2 to 20% by mass, or 3 to 10% by mass.
[0026] Specific examples of compound (I) represented by the above general formula (1) include compounds represented by the following general formula (6), such as 4-hydroxy-4-methyl-1-pentyl acetate, 4-acetoxy-4-methyl-1-pentanol, 4-acetoxy-4-methyl-1-pentyl acetate, 4-hydroxy-4-methyl-1-pentylpropionate, 4-propionyloxy-4-methyl-1-pentanol, 4-propionyloxy-4-methyl-1-pentylpropionate, 4-hydroxy-4-methyl-1-pentyl butyrate, 4-butyryloxy-4-methyl-1-pentanol, 4-butyryloxy-4-methyl-1-pentyl butyrate, 4-hydroxy-4-methyl-1-pentylpentanoate, 4-pentanoyloxy-4-methyl-1-pentylpentanoate, etc. (In the formula, R 1 and R 2 R in the general formula (1) is 1 and R 2 It is the same as this.
[0027] Compounds represented by the following general formula (7), such as 3-hydroxy-3-methyl-1-butyl acetate, 3-acetoxy-3-methyl-1-butanol, 3-acetoxy-3-methyl-1-butyl acetate, 3-hydroxy-3-methyl-1-butyl propionate, 3-propionyloxy-3-methyl-1-butanol, 3-propionyloxy-3-methyl-1-butyl propionate, 3-hydroxy-3-methyl-1-butyl butyrate, 3-butyryloxy-3-methyl-1-butanol, 3-butyryloxy-3-methyl-1-butyl butyrate, 3-hydroxy-3-methyl-1-butylpentanoate, 3-pentanoyloxy-3-methyl-1-butanol, and 3-pentanoyloxy-3-methyl-1-butylpentanoate; (In the formula, R 1 and R 2 R in the general formula (1) is 1 and R 2 It is the same as this.
[0028] Compounds represented by the following general formula (8), such as 2-hydroxy-2-methyl-1-propyl acetate, 2-acetoxy-2-methyl-1-propanol, 2-acetoxy-2-methyl-1-propyl acetate, 2-hydroxy-2-methyl-1-propyl propionate, 2-propionyloxy-2-methyl-1-propanol, 2-propionyloxy-2-methyl-1-propyl propionate, 2-hydroxy-2-methyl-1-propyl butyrate, 2-butyryloxy-2-methyl-1-propanol, 2-butyryloxy-2-methyl-1-propyl butyrate, 2-hydroxy-2-methyl-1-propylpentanoate, 2-pentanoyloxy-2-methyl-1-propanol, and 2-pentanoyloxy-2-methyl-1-propylpentanoate; (In the formula, R 1 and R 2 R in the general formula (1) is 1 and R 2 It is the same as this.
[0029] Compounds represented by the following general formula (9), such as 4-hydroxy-4-ethyl-1-hexylacetate, 4-acetoxy-4-ethyl-1-hexanol, 4-acetoxy-4-ethyl-1-hexylacetate, 4-hydroxy-4-ethyl-1-hexylpropionate, 4-propionyloxy-4-ethyl-1-hexanol, 4-propionyloxy-4-ethyl-1-hexylpropionate, 4-hydroxy-4-ethyl-1-hexylbutyrate, 4-butyryloxy-4-ethyl-1-hexanol, 4-butyryloxy-4-ethyl-1-hexylbutyrate, 4-hydroxy-4-ethyl-1-hexylpentanoate, 4-pentanoyloxy-4-ethyl-1-hexylpentanoate, etc. (In the formula, R 1 and R 2 R in the general formula (1) is 1 and R 2 It is the same as this.
[0030] Compounds represented by the following general formula (10), such as 3-hydroxy-3-ethyl-1-pentyl acetate, 3-acetoxy-3-ethyl-1-pentanol, 3-acetoxy-3-ethyl-1-pentyl acetate, 3-hydroxy-3-ethyl-1-pentylpropionate, 3-propionyloxy-3-ethyl-1-pentanol, 3-propionyloxy-3-ethyl-1-pentylpropionate, 3-hydroxy-3-ethyl-1-pentyl butyrate, 3-butyryloxy-3-ethyl-1-pentanol, 3-butyryloxy-3-ethyl-1-pentyl butyrate, 3-hydroxy-3-ethyl-1-pentylpentanoate, 3-pentanoyloxy-3-ethyl-1-pentylpentanoate, etc. (In the formula, R 1 and R 2 R in the general formula (1) is 1 and R 2 It is the same as this.
[0031] Compounds represented by the following general formula (11), such as 2-hydroxy-2-ethyl-1-butyl acetate, 2-acetoxy-2-ethyl-1-butanol, 2-acetoxy-2-ethyl-1-butyl acetate, 2-hydroxy-2-ethyl-1-butyl propionate, 2-propionyloxy-2-ethyl-1-butanol, 2-propionyloxy-2-ethyl-1-butyl propionate, 2-hydroxy-2-ethyl-1-butyl butyrate, 2-butyryloxy-2-ethyl-1-butanol, 2-butyryloxy-2-ethyl-1-butyl butyrate, 2-hydroxy-2-ethyl-1-butylpentanoate, 2-pentanoyloxy-2-ethyl-1-butanol, and 2-pentanoyloxy-2-ethyl-1-butylpentanoate; (In the formula, R 1 and R 2 R in the general formula (1) is 1 and R 2 It is the same as this.
[0032] Compounds represented by the following general formula (12), such as 4-hydroxy-4-propyl-1-heptyl acetate, 4-acetoxy-4-propyl-1-heptanol, 4-acetoxy-4-propyl-1-heptyl acetate, 4-hydroxy-4-propyl-1-heptylpropionate, 4-propionyloxy-4-propyl-1-heptanol, 4-propionyloxy-4-propyl-1-heptylpropionate, 4-hydroxy-4-propyl-1-heptyl butyrate, 4-butyryloxy-4-propyl-1-heptanol, 4-butyryloxy-4-propyl-1-heptyl butyrate, 4-hydroxy-4-propyl-1-heptylpentanoate, 4-pentanoyloxy-4-propyl-1-heptanoate, and 4-pentanoyloxy-4-propyl-1-heptylpentanoate; (In the formula, R 1 and R 2 R in the general formula (1) is 1 and R 2 It is the same as this.
[0033] Compounds represented by the following general formula (13), such as 3-hydroxy-3-propyl-1-hexylacetate, 3-acetoxy-3-propyl-1-hexanol, 3-acetoxy-3-propyl-1-hexylacetate, 3-hydroxy-3-propyl-1-hexylpropionate, 3-propionyloxy-3-propyl-1-hexanol, 3-propionyloxy-3-propyl-1-hexylpropionate, 3-hydroxy-3-propyl-1-hexylbutyrate, 3-butyryloxy-3-propyl-1-hexanol, 3-butyryloxy-3-propyl-1-hexylbutyrate, 3-hydroxy-3-propyl-1-hexylpentanoate, 3-pentanoyloxy-3-propyl-1-hexylpentanoate, etc. (In the formula, R 1 and R 2 R in the general formula (1) is 1 and R 2 It is the same as this.
[0034] Compounds represented by the following general formula (14), such as 2-hydroxy-2-propyl-1-pentyl acetate, 2-acetoxy-2-propyl-1-pentanol, 2-acetoxy-2-propyl-1-pentyl acetate, 2-hydroxy-2-propyl-1-pentylpropionate, 2-propionyloxy-2-propyl-1-pentanol, 2-propionyloxy-2-propyl-1-pentylpropionate, 2-hydroxy-2-propyl-1-pentyl butyrate, 2-butyryloxy-2-propyl-1-pentanol, 2-butyryloxy-2-propyl-1-pentyl butyrate, 2-hydroxy-2-propyl-1-pentylpentanoate, 2-pentanoyloxy-2-propyl-1-pentylpentanoate, etc. (In the formula, R 1 and R 2 R in the general formula (1) is 1 and R 2 It is the same as this.
[0035] Compounds represented by the following general formula (15), such as 1,4-butanediol monoacetate, 1,4-butanediol diacetate, 1,4-butanediol monopropionate, 1,4-butanediol dipropionate, 1,4-butanediol monobutyrate, 1,4-butanediol dibutyrate, 1,4-butanediol monopentanoate, and 1,4-butanediol dipentanoate; (In the formula, R 1 and R 2 R in the general formula (1) is 1 and R 2 It is the same as this.
[0036] Compounds represented by the following general formula (16), such as 1,3-propanediol monoacetate, 1,3-propanediol diacetate, 1,3-propanediol monopropionate, 1,3-propanediol dipropionate, 1,3-propanediol monobutyrate, 1,3-propanediol dibutyrate, 1,3-propanediol monopentanoate, and 1,3-propanediol dipentanoate; (In the formula, R 1and R 2 R in the general formula (1) is 1 and R 2 It is the same as this.
[0037] Compounds represented by the following general formula (17), such as ethylene glycol monoacetate, ethylene glycol diacetate, ethylene glycol monopropionate, ethylene glycol dipropionate, ethylene glycol monobutyrate, ethylene glycol dibutyrate, ethylene glycol monopentanoate, and ethylene glycol dipentanoate; (In the formula, R 1 and R 2 R in the general formula (1) is 1 and R 2 It is the same as this.
[0038] Compounds represented by the following general formula (18), such as 1,2-propanediol-1-monoacetate, 2-acetoxy-1-propanol, 1,2-propanediol diacetate, 1,2-propanediol-1-monopropionate, 2-propionyloxy-1-propanol, 1,2-propanediol dipropionate, 1,2-propanediol-1-monobutyrate, 2-butyryloxy-1-propanol, 1,2-propanediol dibutyrate, 1,2-propanediol-1-monopentanoate, 2-pentanoyloxy-1-propanol, and 1,2-propanediol dipentanoate; (In the formula, R 1 and R 2 R in the general formula (1) is 1 and R 2 It is the same as this.
[0039] Compounds represented by the following general formula (19), such as 1,3-butanediol-1-monoacetate, 3-acetoxy-1-butanol, 1,3-butanediol diacetate, 1,3-butanediol-1-monopropionate, 3-propionyloxy-1-butanol, 1,3-butanediol dipropionate, 1,3-butanediol-1-monobutyrate, 3-butyryloxy-1-butanol, 1,3-butanediol dibutyrate, 1,3-butanediol-1-monopentanoate, 3-pentanoyloxy-1-butanol, and 1,3-butanediol dipentanoate; (In the formula, R 1 and R 2 R in the general formula (1) is 1 and R 2 It is the same as this.
[0040] Compounds represented by the following general formula (20), such as 3-hydroxy-1,3-dimethyl-1-butyl acetate, 3-acetoxy-1,3-dimethyl-1-butanol, 3-acetoxy-1,3-dimethyl-1-butyl acetate, 3-hydroxy-1,3-dimethyl-1-butyl propionate, 3-propionyloxy-1,3-dimethyl-1-butanol, 3-propionyloxy-1,3-dimethyl-1-butyl propionate, 3-hydroxy-1,3-dimethyl-1-butyl butyrate, 3-butyryloxy-1,3-dimethyl-1-butanol, 3-butyryloxy-1,3-dimethyl-1-butyl butyrate, 3-hydroxy-1,3-dimethyl-1-butylpentanoate, 3-pentanoyloxy-1,3-dimethyl-1-butanol, and 3-pentanoyloxy-1,3-dimethyl-1-butylpentanoate; (In the formula, R 1 and R 2 R in the general formula (1) is 1 and R 2 It is the same as this.
[0041] Examples include compounds represented by the following general formula (21), such as 2-methyl-1,3-propanediol monoacetate, 2-methyl-1,3-propanediol diacetate, 2-methyl-1,3-propanediol monopropionate, 2-methyl-1,3-propanediol dipropionate, 2-methyl-1,3-propanediol monobutyrate, 2-methyl-1,3-propanediol dibutyrate, 2-methyl-1,3-propanediol monopentanoate, and 2-methyl-1,3-propanediol dipentanoate. (In the formula, R 1 and R 2 R in the general formula (1) is 1 and R 2 It is the same as this.
[0042] Among these, at least one selected from the group consisting of the compound represented by general formula (7), the compound represented by general formula (16), the compound represented by general formula (18), the compound represented by general formula (19), the compound represented by general formula (20), and the compound represented by general formula (21) is preferred, and the compound represented by general formula (7) is more preferred. More specifically, 3-hydroxy-3-methyl-1-butyl acetate, 3-acetoxy-3-methyl-1-butanol, 3-acetoxy-3-methyl-1-butyl acetate, 3-hydroxy-3-methyl-1-butyl propionate, 3-propionyloxy-3-methyl-1-butanol, 3-propionyloxy-3-methyl-1-butyl propionate, 3-hydroxy-3-methyl-1-butyl butyrate, 3-butyryloxy-3 -Methyl-1-butanol, 3-butyryloxy-3-methyl-1-butylbutyrate, 3-hydroxy-3-methyl-1-butylpentanoate, 3-pentanoyloxy-3-methyl-1-butanol, 3-pentanoyloxy-3-methyl-1-butylpentanoate, 1,3-propanediol monoacetate, 1,3-propanediol diacetate, 1,3-propanediol monopropionate, 1,3-propanediol dipro Pionate, 1,3-propanediol monobutyrate, 1,3-propanediol dibutyrate, 1,3-propanediol monopentanoate, 1,3-propanediol dipentanoate, 1,2-propanediol-1-monoacetate, 2-acetoxy-1-propanol, 1,2-propanediol diacetate, 1,2-propanediol-1-monopropionate, 2-propionyloxy-1-propanol, 1,2-prop Butanediol dipropionate, 1,2-propanediol-1-monobutyrate, 2-butyryloxy-1-propanol, 1,2-propanediol dibutyrate, 1,2-propanediol-1-monopentanoate, 2-pentanoyloxy-1-propanol, 1,2-propanediol dipentanoate, 1,3-butanediol-1-monoacetate, 3-acetoxy-1-butanol, 1,3-butanediol diacetate, 1,3-Butanediol-1-monopropionate, 3-propionyloxy-1-butanol, 1,3-butanediol dipropionate, 1,3-butanediol-1-monobutyrate, 3-butyryloxy-1-butanol, 1,3-butanediol dibutyrate, 1,3-butanediol-1-monopentanoate, 3-pentanoyloxy-1-butanol, 1,3-butanediol dipentanoate 3-hydroxy-1,3-dimethyl-1-butylacetate, 3-acetoxy-1,3-dimethyl-1-butanol, 3-acetoxy-1,3-dimethyl-1-butylacetate, 3-hydroxy-1,3-dimethyl-1-butylpropionate, 3-propionyloxy-1,3-dimethyl-1-butanol, 3-propionyloxy-1,3-dimethyl-1-butylpropionate, 3-hydroxy-1,3-dimethyl-1-butylbutyrate, 3-butyryloxy-1,3-dimethyl-1-butanol, 3-butyryloxy-1,3-dimethyl-1-butylbutyrate, 3-hydroxy-1,3-dimethyl-1-butylpentanoate, 3-pentanoyloxy-1,3-dimethyl-1-butylpentanoate, 2-methyl-1,3- Propanediol monoacetate, 2-methyl-1,3-propanediol diacetate, 2-methyl-1,3-propanediol monopropionate, 2-methyl-1,3-propanediol dipropionate, 2-methyl-1,3-propanediol monobutyrate, 2-methyl-1,3-propanediol dibutyrate, 2-methyl-1,3-propanediol monopentanoate, 2-methyl-1,3-propanediol dipentanoate is preferred, and 3-hydroxy-3-methyl-1-butyl acetate, 3-acetoxy-3-methyl-1-butanol, 3-acetoxy-3-methyl-1-butyl acetate, 3-hydroxy-3-methyl-1-butyl propionate, 3-propionyloxy-3-methyl-1-butanol, 3-propionyloxy-3-methyl-1-butyl propionate, 3-hydroxy-3-methyl-1-butyl butyrate, 3-butyryloxy-3-methyl-1-butanol, 3-butyryloxy-3-methyl-1-butyl butyrate, 3-hydroxy-3-methyl-1-butylpentanoate, 3-pentanoyloxy-3-methyl-1-butanol, and 3-pentanoyloxy-3-methyl-1-butylpentanoate are more preferred.
[0043] (Method for producing compound (I)) The method for producing compound (I) is not particularly limited, but for example, it can be produced by acylating at least one of the two hydroxyl groups of the diol compound represented by the following general formula (1').
[0044] (In the formula, X, Y, R 3 , R 4 and p are X, Y, R in the general formula (1) above. 3 , R 4 (And it is the same as p.)
[0045] In the above general formula (1'), X, Y, R 3 , R 4The explanations for and p are the same as those for general formula (1) above, and the preferred embodiments are also the same. Acylation of a diol compound can be carried out by reacting the diol compound with an acyling agent (hereinafter also referred to as the "acylation reaction"). Examples of acyling agents include organic acids such as acetic acid, propionic acid, butyric acid, and isobutyric acid; and acid anhydrides, halides, esters, etc., of these organic acids. One acyling agent may be used alone, or two or more may be used in combination. In the acylation reaction, the amount of acyling agent used relative to the diol compound [acyling agent / diol compound] is not particularly limited, but from the viewpoint of the yield of compound (I), etc., it may be, for example, 1.0 to 10.0, 1.1 to 5.0, 1.3 to 3.0, 1.5 to 2.5, or 1.8 to 2.2 in molar terms.
[0046] From the viewpoint of reactivity, the acylation reaction is preferably carried out under heating. From the viewpoint of reaction rate and yield of compound (I), the reaction temperature for the acylation reaction is preferably 80 to 170°C, more preferably 100 to 160°C, and even more preferably 120 to 150°C. The reaction time for the acylation reaction can be appropriately determined according to the desired progress of the reaction, but for example, it may be 1 to 70 hours, 10 to 60 hours, or 20 to 50 hours. A solvent may or may not be used in the acylation reaction. Examples of solvents include ketone solvents such as acetone and methyl ethyl ketone; ether solvents such as tetrahydrofuran, diethyl ether, and diisopropyl ether; non-aromatic hydrocarbon solvents such as hexane and cyclohexane; aromatic hydrocarbon solvents such as toluene; and chlorine-based solvents such as chloroform. One solvent may be used alone, or two or more may be used in combination. When a solvent is used in the acylation reaction, the solvent content is preferably 1 to 60% by mass, more preferably 3 to 30% by mass, and even more preferably 5 to 10% by mass, relative to the total volume of the reaction solution containing the solvent. After the reaction is complete, if necessary, purification such as distillation or washing may be performed to remove unreacted materials, by-products, etc.
[0047] (Content of Compound (I)) The content of Compound (I) in the detergent of the present invention is not particularly limited and can be adjusted as appropriate depending on the application of the detergent. For example, the detergent of the present invention may contain only Compound (I), or it may contain Compound (I) and components other than Compound (I).
[0048] In one embodiment of the detergent of the present invention, the content of compound (I) is preferably 0.01 to 100% by mass, more preferably 0.03 to 100% by mass, even more preferably 0.05 to 100% by mass, and even more preferably 0.07 to 100% by mass, based on the total amount of the detergent. Alternatively, the content of compound (I) may be 95% by mass or less, or 90% by mass or less, based on the total amount of the detergent. When the content of compound (I) is above the above lower limit, the detergent power of compound (I) is more easily expressed.
[0049] In one embodiment of the detergent of the present invention, the content of compound (I) is preferably 0.01 to 50% by mass, more preferably 0.05 to 40% by mass, even more preferably 1 to 30% by mass, even more preferably 3 to 20% by mass, and even more preferably 5 to 15% by mass, based on the total amount of the detergent. When the content of compound (I) is above the lower limit, the effect of improving the cleaning power due to compound (I) is more easily obtained. Also, when the content of compound (I) is below the upper limit, the cleaning power due to solvents other than compound (I) is more easily obtained.
[0050] In one embodiment of the detergent of the present invention, the content of compound (I) is preferably 10 to 98% by mass, more preferably 30 to 95% by mass, even more preferably 40 to 90% by mass, and even more preferably 50 to 80% by mass, based on the total amount of the detergent. When the content of compound (I) is above the lower limit, the solubility of oily components by compound (I) becomes easier to obtain. Also, when the content of compound (I) is below the upper limit, the effects of adding components other than compound (I) become easier to obtain.
[0051] In one embodiment of the detergent of the present invention, the content of compound (I) is preferably 50 to 100% by mass, more preferably 60 to 100% by mass, even more preferably 70 to 100% by mass, and even more preferably 80 to 100% by mass, based on the total amount of the detergent. Alternatively, the content of compound (I) may be 95% by mass or less, or 90% by mass or less, based on the total amount of the detergent. When the content of compound (I) is above the above lower limit, the solubility of oily components by compound (I) becomes easier to obtain.
[0052] <Surfactants> The cleaning agent of the present invention may contain a surfactant. The cleaning agent of the present invention tends to exhibit better cleaning power when it contains a surfactant. One type of surfactant may be used alone, or two or more types may be used in combination.
[0053] Examples of surfactants include nonionic surfactants, anionic surfactants, and cationic surfactants.
[0054] Examples of nonionic surfactants include polyoxyethylene alkyl ethers such as polyoxyethylene lauryl ether, polyoxyethylene cetyl ether, and polyoxyethylene stearyl ether; polyoxypropylene alkyl ethers such as polyoxypropylene butyl ether; polyoxyethylene polyoxypropylene alkyl ethers such as polyoxyethylene polyoxypropylene lauryl ether, polyoxyethylene polyoxypropylene cetyl ether, and polyoxyethylene polyoxypropylene stearyl ether; polyoxyethylene fatty acid esters, polyoxyethylene castor oil, polyoxyethylene castor oil fatty acid esters, polyoxyethylene hydrogenated castor oil, polyoxyethylene hydrogenated castor oil fatty acid esters, polyoxyethylene glycerin fatty acid esters, polyoxyethylene sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters, polyglycerin fatty acid esters, polyethylene glycol fatty acid esters, polyoxyethylene polyoxypropylene glycol, alkyl glucosides, alkyl polyglucosides, (poly)alkylglyceryl ethers, fatty acid alkanolamides, and sucrose fatty acid esters.Among these, nonionic surfactants are preferable from the viewpoint of easily obtaining better cleaning power, and preferably contain at least one selected from the group consisting of polyoxyethylene alkyl ether, polyoxypropylene alkyl ether, polyoxyethylene polyoxypropylene alkyl ether, polyoxyethylene fatty acid ester, polyoxyethylene castor oil, polyoxyethylene castor oil fatty acid ester, polyoxyethylene hydrogenated castor oil, polyoxyethylene hydrogenated castor oil fatty acid ester, polyoxyethylene glycerin fatty acid ester, polyoxyethylene sorbitan fatty acid ester, and polyoxyethylene sorbitan fatty acid ester. More preferably, they contain at least one selected from the group consisting of polyoxyethylene alkyl ether, polyoxypropylene alkyl ether, polyoxyethylene polyoxypropylene alkyl ether, polyoxyethylene fatty acid ester, polyoxyethylene castor oil, and polyoxyethylene hydrogenated castor oil. Even more preferably, they contain at least one selected from the group consisting of polyoxyethylene alkyl ether and polyoxypropylene alkyl ether, and polyoxyethylene alkyl ether is even more preferable.
[0055] Examples of anionic surfactants include carboxylic acid type, phosphate ester type, sulfonic acid type, sulfate ester type, and amino acid type. Examples of carboxylic acid type surfactants include alkyl carboxylates such as sodium myristate, sodium palmitate, sodium stearate, sodium laurate, and potassium laurate; and alkyl ether carboxylates such as sodium polyoxyethylene tridecyl ether acetate. Examples of phosphate ester type surfactants include phosphate esters or salts thereof of higher alcohols such as lauryl phosphate and sodium lauryl phosphate, or ethylene oxide adducts of higher alcohols. Examples of sulfonic acid type surfactants include alkyl sulfonates such as sodium octyl sulfonate; dialkyl sulfosuccinates such as sodium dioctyl sulfosuccinate; linear alkylbenzene sulfonates such as sodium linear dodecylbenzenesulfonate; α-olefin sulfonates such as sodium tetradecene sulfonate; and α-sulfo fatty acid esters such as sodium 1-methyl 2-sulfotetradecanoate. Examples of sulfate ester types include alkyl sulfate esters such as sodium lauryl sulfate; alkyl ether sulfate esters such as sodium polyoxyethylene lauryl ether sulfate; and alkenyl ether sulfate esters such as sodium polyoxyethylene oleyl ether sulfate. Examples of amino acid types include acyl-N-methyl taurate salts such as sodium lauroyl methyl taurate. Among these, sulfonic acid types are preferred as anionic surfactants, and linear alkylbenzene sulfonates are more preferred.
[0056] Examples of cationic surfactants include amine salts, quaternary ammonium salts, and pyridinium salts. Examples of amine salts include alkylamine salts such as laurylamine hydrochloride. Examples of quaternary ammonium salts include long-chain alkyltrimethylammonium salts such as lauryltrimethylammonium chloride and stearyltrimethylammonium chloride; long-chain dialkyldimethylammonium salts such as dilauryldimethylammonium chloride and distearyldimethylammonium chloride; alkylbenzyldimethylammonium salts such as laurylbenzyldimethylammonium chloride and dodecylbenzyldimethylammonium chloride; ester-type alkylammonium salts such as N-{3-[octadecane (or hexadecane or tetradecane)amide]propyl}-N-methyl-2-[octadecanoyl (or hexadecanoyl or tetradecanoyl)oxy]ethylammonium chloride; and so on. Examples of pyridinium salts include alkylpyridinium salts such as laurylpyridinium chloride.
[0057] Among these, the surfactant preferably includes at least one selected from the group consisting of nonionic surfactants and anionic surfactants, and more preferably includes a nonionic surfactant, from the viewpoint of easily obtaining better cleaning power.
[0058] Among these, the surfactant preferably contains at least one selected from the group consisting of polyoxyethylene alkyl ether, polyoxypropylene alkyl ether, and linear alkylbenzene sulfonate, and more preferably contains at least one selected from the group consisting of polyoxyethylene alkyl ether and linear alkylbenzene sulfonate, from the viewpoint of easily obtaining better cleaning power.
[0059] From the viewpoint of increasing hydrophilicity, the surfactant includes a nonionic surfactant, and the nonionic surfactant is preferably a compound containing a polyoxyalkylene chain. From the viewpoint of further increasing hydrophilicity, the average number of moles of alkylene oxide added to the polyoxyalkylene chain is preferably 1 or more, more preferably 2 or more, even more preferably 4 or more, and even more preferably 5 or more. By having an average number of moles added above the lower limit, the cleaning power can be further increased. The upper limit of the average number of moles added is not limited as long as it can function as a surfactant, but for example, it may be 1,000 or less, 500 or less, or 100 or less. That is, the average number of moles of alkylene oxide added to the polyoxyalkylene chain is preferably 1 to 1,000, more preferably 1 to 500, even more preferably 2 to 500, even more preferably 4 to 100, and even more preferably 5 to 100.
[0060] The surfactant includes a nonionic surfactant from the viewpoint of increasing hydrophobicity and improving the solubility of the oil, and the nonionic surfactant is preferably a compound containing a long-chain alkyl group. From the viewpoint of further increasing hydrophobicity, the number of carbon atoms in the long-chain alkyl group is preferably 5 or more, more preferably 7 or more, even more preferably 9 or more, and even more preferably 10 or more. The upper limit of the number of carbon atoms in the long-chain alkyl group is not limited as long as it can function as a surfactant, but for example it may be 30 or less, 20 or less, or 18 or less. That is, the number of carbon atoms in the long-chain alkyl group is preferably 5 to 30, more preferably 7 to 30, even more preferably 7 to 20, even more preferably 9 to 20, and even more preferably 10 to 18.
[0061] From the viewpoint of balancing hydrophilicity and hydrophobicity, the surfactant includes a nonionic surfactant, and the nonionic surfactant is preferably a compound having a polyoxyalkylene chain and containing a long-chain alkyl group. The preferred range for the average number of added moles of alkylene oxide in the polyoxyalkylene chain is the same as described above. The preferred range for the number of carbon atoms in the long-chain alkyl group is the same as described above.
[0062] The HLB (Hydrophilic-Lypophilic Balance) value of a surfactant is preferably 8 to 18, more preferably 9 to 17, and even more preferably 10 to 16, from the viewpoint of easily obtaining better cleaning power. The above HLB value is a value that indicates the affinity of the surfactant for water and oil, and can be determined by the Griffin method from the following formula (1): HLB = 20 × [(Molecular weight of hydrophilic group contained in the surfactant) / (Molecular weight of the surfactant)] (1) When two or more surfactants are used, it is preferable to use two or more components whose HLB values are within the above range.
[0063] (Surfactant Content) In one embodiment of the detergent of the present invention, the surfactant content is preferably 0.005 to 20% by mass, more preferably 0.01 to 15% by mass, even more preferably 0.1 to 10% by mass, even more preferably 0.3 to 5% by mass, and even more preferably 0.5 to 2% by mass, based on the total amount of the detergent. When the surfactant content is above the lower limit, the effect of improving the cleaning power due to the surfactant is more easily obtained. Also, when the surfactant content is below the upper limit, the liquid stability of the detergent is more easily improved.
[0064] In one embodiment of the detergent of the present invention, the surfactant content may be 10% by mass or less, 5% by mass or less, 3% by mass or less, 1% by mass or less, 0.1% by mass or less, 0.01% by mass or less, 0.001% by mass or less, or 0% by mass, depending on the application of the detergent.
[0065] <Water> The detergent of the present invention may contain water. By containing water, the detergent of the present invention improves the solubility of water-soluble components and provides excellent safety and handling. The type of water is not particularly limited, and for example, tap water, pure water, ultrapure water, ion-exchanged water, distilled water, etc. may be used. One type of water may be used alone, or two or more types may be used in combination.
[0066] (Water Content) In one embodiment of the detergent of the present invention, the water content is preferably 0.01 to 99.9% by mass, more preferably 0.1 to 99.5% by mass, even more preferably 1 to 99.2% by mass, and even more preferably 15 to 99.0% by mass, based on the total amount of the detergent. When the water content is above the lower limit, the solubility of the water-soluble components by water is more easily obtained. Also, when the water content is below the upper limit, the effect of improving the cleaning power by compound (I) is more easily obtained.
[0067] In one embodiment of the detergent of the present invention, the water content is preferably 40 to 99.9% by mass, more preferably 50 to 99.6% by mass, even more preferably 60 to 99.4% by mass, even more preferably 70 to 99.2% by mass, and even more preferably 80 to 99.0% by mass, based on the total amount of the detergent. When the water content is above the lower limit, the solubility of the water-soluble components by water is more easily obtained. Also, when the water content is below the upper limit, the effect of improving the cleaning power by compound (I) is more easily obtained.
[0068] In one embodiment of the detergent of the present invention, the water content is preferably 1 to 40% by mass, more preferably 4 to 35% by mass, even more preferably 6 to 30% by mass, and even more preferably 10 to 25% by mass, based on the total amount of the detergent. When the water content is above the lower limit, the effect of adding water is more easily obtained. Also, when the water content is below the upper limit, the solubility of the oily component by compound (I) is more easily obtained.
[0069] In one embodiment of the detergent of the present invention, the water content may be 10% by mass or less, 5% by mass or less, 3% by mass or less, 1% by mass or less, 0.1% by mass or less, 0.01% by mass or less, 0.001% by mass or less, or 0% by mass, depending on the application of the detergent.
[0070] <Other Components> The cleaning agent of the present invention may contain other components in addition to the components listed above. Examples of other components include solvents other than compound (I) and water, inorganic alkaline agents, organic alkaline agents, acids, alkalis, water-soluble polymers, chelating agents, pH adjusters, viscosity reducers, antioxidants, rust inhibitors, enzyme stabilizers, defoaming agents, colorants, discoloration inhibitors, bleaching agents, fragrances, etc. The content of the other components is appropriately selected within a range that does not excessively impair the intended effects of the present invention. Each of the other components may be used alone or in combination of two or more.
[0071] Examples of solvents other than compound (I) and water include alcohols such as methanol, ethanol, 1-propanol, 2-propanol, and 1-butanol; glycols such as ethylene glycol, propylene glycol, butylene glycol, 3-methyl-1,3-butanediol (isoprene glycol), and hexylene glycol; polyglycols such as diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, and dipropylene glycol; glycol ethers or polyglycol ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, propylene glycol monomethyl ether (1-methoxy-2-hydroxypropane), propylene glycol monoethyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, diethylene glycol dimethyl ether, polyethylene glycol monomethyl ether, polyethylene glycol dimethyl ether, polypropylene glycol monomethyl ether, and polypropylene glycol dimethyl ether; methoxybutanols such as 3-methoxy-1-butanol and 3-methoxy-3-methyl-1-butanol; and the like. These solvents may be used individually or in combination of two or more.
[0072] Examples of inorganic alkaline agents include sodium hydroxide, potassium hydroxide, and calcium hydroxide. Examples of organic alkaline agents include carbonates such as sodium carbonate; basic amino acids such as arginine; monoethanolamine, diethanolamine, and the like. Examples of acids include hydrochloric acid, oxalic acid, citric acid, and acetic acid. Examples of water-soluble polymers include hydroxyethylcellulose and xanthan gum. Examples of chelating agents include sodium citrate and EDTA-2Na. Examples of pH adjusting agents include sodium acetate, sodium benzoate, sodium phosphate, tricalcium phosphate, calcium chloride, and sodium chloride. Among these, sodium acetate and sodium benzoate are preferred as pH adjusting agents from the viewpoint of maintaining the pH of the washing solution at a weakly basic level and suppressing the hydrolysis of ester components.
[0073] The detergent of the present invention may contain a diol compound represented by the above general formula (1'). The diol compound represented by the above general formula (1') may be included in the detergent of the present invention as an unreacted raw material when the diol compound represented by the above general formula (1') is used as a raw material for compound (I) contained in the detergent of the present invention. The content of the diol compound represented by the above general formula (1') in the detergent may be 0.01 to 50% by mass, 0.1 to 40% by mass, 1 to 30% by mass, 5 to 25% by mass, or 10 to 20% by mass, based on the total amount of compound (I) and the diol compound represented by the above general formula (1').
[0074] An example of the composition of the detergent of the present invention is a detergent containing compound (I), a surfactant, and water (hereinafter also referred to as "the detergent of the first embodiment"). In the detergent of the first embodiment, the content of compound (I) is preferably 0.01 to 50% by mass, more preferably 0.05 to 40% by mass, even more preferably 1 to 30% by mass, even more preferably 3 to 20% by mass, and even more preferably 5 to 15% by mass, based on the total amount of the detergent. In the detergent of the first embodiment, the content of the surfactant is preferably 0.005 to 20% by mass, more preferably 0.01 to 15% by mass, even more preferably 0.1 to 10% by mass, even more preferably 0.3 to 5% by mass, and even more preferably 0.5 to 2% by mass, based on the total amount of the detergent. In the first embodiment of the cleaning agent, the water content is preferably 40 to 99.9% by mass, more preferably 50 to 99.6% by mass, even more preferably 60 to 99.4% by mass, even more preferably 70 to 99.2% by mass, and even more preferably 80 to 99.0% by mass, based on the total amount of the cleaning agent. In the first embodiment of the cleaning agent, the total content of compound (I), surfactant, and water is preferably 90% by mass or more, more preferably 93% by mass or more, and even more preferably 95% by mass or more, based on the total amount of the cleaning agent. Furthermore, in the first embodiment of the cleaning agent, the total content of compound (I), surfactant, and water may be 100% by mass or 99% by mass or less. The first embodiment of the cleaning agent is suitable for cleaning industrial components, and is particularly suitable for cleaning fluxes, oils, etc. on industrial components.
[0075] Another example of the composition of the detergent of the present invention is a detergent containing compound (I) and water, wherein the water content is 40% by mass or less of the total amount of the detergent (hereinafter also referred to as the "second embodiment of the detergent"). In the second embodiment of the detergent, the content of compound (I) is preferably 10 to 98% by mass, more preferably 30 to 95% by mass, even more preferably 40 to 90% by mass, and even more preferably 50 to 80% by mass, based on the total amount of the detergent. In the second embodiment of the detergent, the water content is preferably 1 to 40% by mass, more preferably 4 to 35% by mass, even more preferably 6 to 30% by mass, and even more preferably 10 to 25% by mass, based on the total amount of the detergent. In the second embodiment of the detergent, the total content of compound (I) and water is preferably 80% by mass or more, more preferably 85% by mass or more, and even more preferably 87% by mass or more, based on the total amount of the detergent. Furthermore, in the second embodiment of the cleaning agent, the total content of compound (I) and water may be 100% by mass or 95% by mass or less. The second embodiment of the cleaning agent may or may not contain a surfactant. The preferred range for the surfactant content is the same as that of the first embodiment described above. The second embodiment of the cleaning agent is suitable for cleaning industrial components, and is more suitable for cleaning paint on industrial components.
[0076] Another example of the composition of the detergent of the present invention is a detergent containing compound (I) and substantially free of water (hereinafter also referred to as the "third embodiment of the detergent"). In the third embodiment of the detergent, the content of compound (I) is preferably 50 to 100% by mass, more preferably 60 to 100% by mass, even more preferably 70 to 100% by mass, and even more preferably 80 to 100% by mass, based on the total amount of the detergent. In addition, in the third embodiment of the detergent, the content of compound (I) may be 95% by mass or less, or 90% by mass or less, based on the total amount of the detergent. The third embodiment of the detergent may or may not contain a surfactant. The preferred range for the surfactant content is the same as that of the first embodiment described above. Note that "substantially free of water" means that the water content is 0.1% by mass or less, based on the total amount of the detergent, and may be 0.01% by mass or less, 0.001% by mass or less, or 0% by mass. The cleaning agent of the third embodiment is suitable for cleaning industrial components, and is more suitable for cleaning paint on industrial components.
[0077] <Method for Manufacturing the Detergent> The method for manufacturing the detergent of the present invention is not particularly limited. Compound (I) produced by the above method can be used as a detergent as is, or it can be obtained by mixing compound (I) with a surfactant, water, or other components as needed. The method for mixing each component is not particularly limited. For example, known mixing methods using a stirrer can be applied.
[0078] <Uses of the Cleaning Agent> The uses of the cleaning agent of the present invention are not particularly limited and can be used for both cleaning in daily life (general cleaning) and cleaning in the industrial field (industrial cleaning). Examples of general cleaning include cleaning, washing, and laundry performed in daily life. In general cleaning, cleaning of a single object to be cleaned (e.g., personal equipment) is usually performed intermittently. Examples of objects to be cleaned in general cleaning include toilets, baths, floors, tables, pillars, windows, clothes, curtains, and tableware. Industrial cleaning refers to cleaning of industrial components. Industrial cleaning includes high-pressure cleaning and chemical cleaning. Chemical cleaning includes cleaning that removes dirt and contamination using acids, alkalis, solvents, surfactants, water, etc. Examples of industrial cleaning include cleaning of the same type of object to be cleaned in batch or continuous order, and cleaning (maintenance) of large-scale industrial equipment performed periodically or at desired intervals. The cleaning agent of the present invention is preferably used for industrial cleaning, and more preferably for cleaning industrial components.
[0079] Industrial components are preferably components for electronic equipment, optical equipment, transportation equipment, manufacturing equipment, or building materials.
[0080] Examples of components for electronic devices include those for home appliances such as smartphones, personal computers, printers, clocks, lighting fixtures, air conditioners, washing machines, refrigerators, microwave ovens, and televisions; analytical instruments; and various control devices. Examples of components for electronic devices include printed circuit boards, semiconductor wafers, semiconductor chips, semiconductor packages, conductive circuits, lead frames, capacitors, diodes, connectors, heat sinks, batteries, touch panels, displays, and housings.
[0081] Examples of components for optical instruments include optical microscopes, electron microscopes, cameras, telescopes, binoculars and other observation equipment; projection equipment such as projectors; and various display equipment. Examples of components for optical instruments include lenses, glass, mirrors, prisms, and housings.
[0082] Examples of components for transportation equipment include those for bicycles, motorcycles, automobiles, trains, diesel locomotives, aircraft, ships, lifts, ropeways, elevators, escalators, etc., and include engines, motors, gears, shafts, sprockets, chains, wheels, tires, brakes, piping, housings, etc.
[0083] Examples of components for manufacturing equipment include components for agitators, mixers, grinders, reaction devices, refining devices, cutting devices, washing devices, packaging devices, and transport devices, as well as various containers, cutting blades, stirring blades, grinding media, conveyors, hoses, piping, and housings.
[0084] Examples of building components include sashes, shutters, tanks, doors, balconies, panels, roofing materials, stairs, windows, concrete walls, exterior walls, interior finishes, antennas, guardrails, road components, towers, chimneys, and other building materials.
[0085] Furthermore, the concepts of electronic equipment components, optical equipment components, transportation equipment components, manufacturing equipment components, and building components can overlap, and a given component may fall under two or more of these categories.
[0086] The material of the object to be cleaned with the cleaning agent of the present invention is not particularly limited, but the cleaning agent of the present invention is preferably used to clean at least one component selected from the group consisting of resin components, metal components, glass components, ceramic components, stone, wood, natural fibers, and leather, and more preferably used to clean at least one component selected from the group consisting of resin components, metal components, glass components, and ceramic components.
[0087] Examples of resin components include components containing resins such as thermoplastic resins and thermosetting resins. In this specification, materials obtained by mixing resins with components other than resins, such as resin compositions containing inorganic compounds, and materials formed by impregnating resins with components other than resins, such as glass epoxy, are classified as resin components.
[0088] Examples of metal components include those made from metals such as gold, silver, copper, iron, lead, tin, nickel, cobalt, molybdenum, chromium, bismuth, zinc, aluminum, and stainless steel.
[0089] Examples of glass components include components made from alkali-free glass, borosilicate glass, soda-lime glass, quartz glass, sapphire glass, and the like.
[0090] Examples of ceramic components include those made from alumina, zirconia, silicon nitride, aluminum nitride, boron nitride, silicon carbide, ferrite, and various types of ceramics.
[0091] Examples of stone materials include natural stone, concrete, mortar, brick, and sand. Examples of wood materials include solid wood, plywood, laminated wood, wood chips, and bark. Examples of natural fibers include plant fibers such as cotton, hemp, bamboo, kenaf, and rayon; and animal fibers such as wool and silk. Examples of leather materials include cowhide, pigskin, horsehide, sheepskin, and goatskin.
[0092] The type of deposits to be removed by the cleaning agent of the present invention is not particularly limited, and it can be used to clean flux, oils, paints, inks, adhesives, sealants, mold release agents, sebum, food oils, cosmetics, dust, cutting powder, polishing powder, etc. Among these, the cleaning agent of the present invention is particularly suitable for cleaning flux, oils, or paints.
[0093] Examples of fluxes include resin-based fluxes, organic acid-based fluxes, and inorganic acid-based fluxes, and among these, resin-based fluxes are particularly suitable for cleaning.
[0094] Resin-based fluxes generally contain a resin, an activator, and a solvent. Examples of resins include rosin-based resins and acrylic resins. Examples of activators include amine halogen salts, organic acids, and amine organic acid salts. Examples of solvents include alcohol-based solvents, butyl cellosolve-based solvents, glycol ether-based solvents, and ester-based solvents. For example, a resin-based flux may contain 40-60% by mass of rosin or synthetic resin, 30-40% by mass of solvent, and 0-10% by mass of activator.
[0095] Examples of lubricants include metalworking oils such as cutting oils, rolling oils, pressing oils, drawing oils, heat treatment oils, and rust-preventive oils; mechanical lubricants such as refrigeration oils, turbine oils, lubricating oils for internal combustion engines, gear oils, bearing oils, and electrical insulating oils; and waxes, pitches, paraffins, oils and fats, and greases.
[0096] Metalworking fluids are classified into water-soluble and water-insoluble types. Water-soluble fluids use mineral oil or vegetable oil as a base oil and contain emulsifiers and surfactants. The presence of emulsifiers and surfactants gives water-soluble fluids a moderate degree of hydrophilicity. This allows water-soluble fluids to be miscible with water during metal cutting, grinding, and shaping processes, providing cooling and lubrication, which contributes to extending tool life and improving machining accuracy.
[0097] Examples of metalworking oils include those containing 20 to 87% by mass of mineral oil or synthetic oil, 0 to 60% by mass of water, 5 to 20% by mass of surfactant, 5 to 10% by mass of extreme pressure agent, 2 to 5% by mass of rust inhibitor, and 1 to 5% by mass of additives such as antioxidants, defoamers, and disinfectants.
[0098] Examples of water-soluble processing oils include those containing 40-60% by mass of mineral oil or synthetic oil, 10-20% by mass of surfactant, 5-10% by mass of extreme pressure agent, 2-5% by mass of rust inhibitor, and 1-3% by mass of defoaming agent, disinfectant, etc.
[0099] Machine lubricants primarily use mineral oil as their base oil and generally contain little to no emulsifiers or surfactants. Compared to metalworking oils, especially water-soluble working oils, machine lubricants have lower miscibility with water and are hydrophobic. Machine lubricants contribute to preventing wear and facilitating smooth operation by forming an oil film on the moving parts of machinery.
[0100] Examples of machine lubricants include those containing 90-95% by mass of mineral oil, 1-3% by mass of antioxidants, 1-2% by mass of anti-wear agents, and 1-2% by mass of additives such as rust inhibitors and defoamers.
[0101] Examples of paints include acrylic urethane paints, acrylic resin paints, urethane resin paints, vinyl resin paints, polyester resin paints, alkyd resin paints, epoxy resin paints, and silicone resin paints.
[0102] [Cleaning Method] The cleaning method of the present invention is a cleaning method that uses the cleaning agent of the present invention. The cleaning means in the cleaning method of the present invention is not particularly limited, and known cleaning methods such as immersion cleaning, shower cleaning, spray cleaning, ultrasonic cleaning, agitation cleaning, jet cleaning, water jet cleaning, and hand wiping cleaning can be applied. After cleaning, the object to be cleaned may be rinsed with a rinsing solution as needed. After cleaning, the object to be cleaned can be dried by known drying methods such as natural drying, heat drying, hot air drying, vacuum drying, infrared irradiation, and wiping.
[0103] [Use] The present invention provides a cleaning agent comprising compound (I) represented by the following general formula (1) for cleaning purposes.
[0104] (In the formula, X is a hydrogen atom or -C) n H 2n+1 Here, n is an integer from 1 to 4, and Y is a hydrogen atom or -C m H 2m+1 And m is an integer from 1 to 4. X is -C n H 2n+1 , and Y is -C m H 2m+1 In this case, n+m is an integer between 2 and 7. 1and R 2 These are, independently of each other, a hydrogen atom or an acyl group having 2 to 5 carbon atoms, and R 1 and R 2 At least one of them is an acyl group having 2 to 5 carbon atoms. 3 and R 4 R are, independently of each other, a hydrogen atom or a methyl group. p is an integer from 1 to 3. If p is 2 or 3, multiple R 3 The Rs may be identical or different from each other, and there may be multiple Rs. 4 (The individuals may be identical or different from one another.)
[0105] The cleaning agent used in the present invention is preferably the cleaning agent of the present invention as described above. Therefore, the preferred embodiments, such as the components contained in the cleaning agent and their content, the object to be cleaned by the cleaning agent, and the cleaning method, are all as described above and will be omitted here.
[0106] The present invention will be described in more detail below using examples and comparative examples, but the present invention is not limited to the following examples.
[0107] [Gas Chromatography Analysis Conditions] The gas chromatography analysis of compound (I) produced in Production Example 1 was performed under the following conditions: • Analytical instrument: GC-2014S (Shimadzu Corporation) • Column: DB-1 (Agilent Technologies) • Carrier gas: Helium • Injection temperature: 270°C • Detector temperature: 270°C • Column oven temperature: Increased from 80°C to 280°C at a rate of 5°C / min.
[0108] [Preparation of Compound (I)] Preparation Example 1 320.8 g (3.08 mol) of 3-methyl-1,3-butanediol (manufactured by Kuraray Co., Ltd., "isoprene glycol"), 370.4 g (6.17 mol) of acetic acid, and 48 g of cyclohexane were added to a three-necked flask. The mixture was then heated to 140°C and the reaction was carried out under a nitrogen atmosphere and stirring with a magnetic stirrer, maintaining the reaction mixture temperature at 140°C. 38 hours after the start of the reaction, gas chromatography analysis under the above conditions confirmed that the decrease in the amount of 3-methyl-1,3-butanediol had stopped. After this, heating was stopped and the mixture was cooled to room temperature. The obtained crude product was collected by distillation at a pressure of 6.4 kPa and a distillation temperature of 108°C to recover cyclohexane and unreacted acetic acid. Subsequently, at a pressure of 6.4 kPa and a distillation temperature of 127.8°C, 193.7 g of a 3-methyl-1,3-butanediol-acetate mixture (hereinafter also referred to as "compound (I) mixture") was obtained as the main fraction. Gas chromatography analysis of the obtained compound (I) mixture under the above conditions revealed that it contained 12.6% by mass of the starting material 3-methyl-1,3-butanediol, 83.4% by mass of 3-hydroxy-3-methyl-1-butyl acetate (corresponding to compound (I)), and 4.0% by mass of 3-acetoxy-3-methyl-1-butyl acetate.
[0109] [Manufacturing and evaluation of cleaning performance of cleaning agents] The materials used in the manufacturing of the cleaning agents in the examples and comparative examples are as follows:
[0110] (Water-soluble solvent) • Compound (I) mixture: Compound (I) mixture obtained in Production Example 1 • Propylene glycol: Manufactured by Fujifilm Wako Pure Chemical Industries, Ltd. • Propylene glycol monomethyl ether (1-methoxy-2-hydroxypropane): Manufactured by Fujifilm Wako Pure Chemical Industries, Ltd. • 1-Methyl-2-pyrrolidone: Manufactured by Fujifilm Wako Pure Chemical Industries, Ltd. • 3-Methyl-1,3-butanediol: "Isoprene glycol" manufactured by Kuraray Co., Ltd.
[0111] (Surfactants) ・Nonionic surfactant (S1): Polyoxyethylene lauryl ether, manufactured by Kao Corporation as "Emulgen (registered trademark) 108" (average number of moles added to EO: 6, HLB value: 12.1) ・Anionic surfactant (S2): Linear alkylbenzene sulfonate sodium, manufactured by Fujifilm Wako Pure Chemical Industries Ltd. as "Linear alkylbenzene sulfonate sodium"
[0112] (Water) ・Pure water
[0113] Using the above components, cleaning agents were manufactured by the following method. Each cleaning agent was manufactured under conditions of 22°C. Visual inspection of the appearance of the cleaning agents obtained in each example revealed no separation of components.
[0114] <Examples 1-6> (Preparation of cleaning agents (X-1) to (X-6)) The amount of compound (I) mixture shown in Table 1 was placed in a beaker, and then the type and amount of surfactant shown in Table 1 was added and stirred for 1 minute using a magnetic stirrer to obtain a mixture. Next, the amount of pure water shown in Table 1 was added to the obtained mixture and stirred for 1 minute using a magnetic stirrer to obtain cleaning agents (X-1) to (X-6). (Evaluation of cleaning performance) The obtained cleaning agents (X-1) to (X-6) were used to perform cleaning performance evaluation 1 and cleaning performance evaluation 2 described below.
[0115] <Comparative Examples 1-3> (Production of cleaning agents (Y-1) to (Y-3)) Cleaning agents (Y-1) to (Y-3) were obtained in the same manner as in Example 1, except that the formulation composition was changed as shown in Table 1. (Evaluation of cleaning performance) The obtained cleaning agents (Y-1) to (Y-3) were used to perform cleaning performance evaluation 1 and cleaning performance evaluation 2 described below.
[0116] <Comparative Example 4> (Preparation of cleaning agent (Y-4)) The amount of nonionic surfactant (S1) shown in Table 1 was placed in a beaker, and then the amount of pure water shown in Table 1 was added and stirred for 1 minute using a magnetic stirrer to obtain cleaning agent (Y-4). (Evaluation of cleaning performance) The obtained cleaning agent (Y-4) was used to perform cleaning performance evaluation 1 and cleaning performance evaluation 2 described below.
[0117] <Example 7> (Preparation of cleaning agent (X-7)) The amount of compound (I) mixture shown in Table 2 was placed in a beaker, and then the amount of pure water shown in Table 2 was added and stirred for 1 minute using a magnetic stirrer to obtain cleaning agent (X-7). (Evaluation of cleaning performance) The obtained cleaning agent (X-7) was used to perform cleaning performance evaluation 1 described below.
[0118] <Comparative Example 5> (Production of cleaning agent (Y-5)) Cleaning agent (Y-5) was obtained in the same manner as in Example 7, except that the formulation composition was changed as shown in Table 2. (Evaluation of cleaning performance) The obtained cleaning agent (Y-5) was used to perform cleaning performance evaluation 1 described below.
[0119] <Example 8> (Production of cleaning agent (X-8)) The compound (I) mixture obtained in Production Example 1 was used as cleaning agent (X-8). (Evaluation of cleaning performance) The cleaning performance evaluation 3 described below was performed using the obtained cleaning agent (X-8).
[0120] <Example 9> (Preparation of cleaning agent (X-9)) The amount of compound (I) mixture shown in Table 3 was placed in a beaker, and then the amount of pure water shown in Table 3 was added and stirred for 1 minute using a magnetic stirrer to obtain cleaning agent (X-9). (Evaluation of cleaning performance) The obtained cleaning agent (X-9) was used to perform cleaning performance evaluation 3 described below.
[0121] <Comparative Example 6> (Production of cleaning agent (Y-6)) Cleaning agent (Y-6) was obtained in the same manner as in Example 9, except that the formulation composition was changed as shown in Table 3. (Cleaning test) The cleaning performance evaluation 3 described below was performed using the obtained cleaning agent (Y-6).
[0122] Details of the cleaning performance evaluations 1 to 3 conducted in each example and comparative example are as follows.
[0123] [Cleaning Performance Evaluation 1: Cleaning Test against Flux Residue] (Preparation of the object to be cleaned) On one surface of a universal circuit board manufactured by Enomoto Electronics Design Office (product name "Mesh Plane Universal Circuit Board BetaUni® ECO", model number "MPU-A8E", size: 52.5 mm x 74.25 mm x thickness 1.6 mm, material: resist-coated copper-clad glass cloth substrate epoxy resin laminate, mounted through-holes: φ1 mm dot pattern), 12 mg of solder paste manufactured by YMS LLC (YMS-PARTS® series, product name "Paste Solder", model number "YMS-SPA50", main component: solder powder (Sn63 / Pb37 alloy), flux composition: rosin, activator and solvent, thixotropic agent contained) was applied to each of the four through-holes. Then, the other surface of the universal circuit board was heated on a 200°C hot plate for 1 minute and 30 seconds. This resulted in obtaining a universal circuit board with solder fused onto the through-holes as the object to be cleaned.
[0124] Furthermore, on one surface of the universal substrate, a film-like flux residue formed during solder fusion was observed at the interface between the solder and the substrate, and on its outer periphery. The flux residue could also be observed visually due to light refraction, etc. It was presumed that the flux residue was the residue after solder paste sintering and mainly contained resin flux. For record-keeping purposes, one surface of the universal substrate before the cleaning test was photographed at 45x magnification using a stereomicroscope (OLYMPUS SZ61).
[0125] (Cleaning Test) Next, the universal substrate obtained as described above was immersed in 100 mL of the cleaning agent prepared in the Examples and Comparative Examples in a 200 mL beaker at 22°C. The beaker was placed in the cleaning tank of an ultrasonic cleaning device (Branson Ultrasonics "Bransonic 5210") and ultrasonically cleaned at a frequency of 47 kHz for 5 minutes. After cleaning, the universal substrate was removed from the cleaning agent. Subsequently, the universal substrate was immersed in 100 mL of pure water in a bathtub and agitated, then removed from the pure water and dried for 1 hour at 80°C using a forced-air constant temperature incubator (Yamato Scientific Co., Ltd. "DKM600") with the other surface of the universal substrate as the mounting surface. This obtained the universal substrate after the cleaning test. For record-keeping purposes, one surface of the universal substrate after the cleaning test was photographed at 45x magnification using a stereomicroscope (OLYMPUS "SZ61").
[0126] (Evaluation) By visually inspecting photographs of one surface of the universal substrate before and after the cleaning test, the amount of flux residue remaining on one surface of the universal substrate after the cleaning test was compared with the amount of flux residue on one surface of the universal substrate before the cleaning test. The degree of cleaning of flux residue on the interface between the solder and the substrate and its outer periphery was evaluated in the following three stages. The evaluation results are shown in Tables 1 and 2. A: No flux residue on the interface between the solder and the substrate and its outer periphery. B: Compared to before cleaning, the amount of flux residue on the interface between the solder and the substrate and its outer periphery has decreased, but some flux residue remains. C: Compared to before cleaning, no change is observed in the flux residue on the interface between the solder and the substrate and its outer periphery.
[0127] [Cleaning Performance Evaluation 2: Cleaning Test against Lubricants] (Preparation of Objects to be Cleaned) The following metalworking oil and machine lubricant were used as lubricants for the objects to be cleaned. Metalworking oil: Water-soluble cutting oil "UC-198P" manufactured by Nippon Kosaku-yu Co., Ltd. Machine lubricant: Compressor oil "OMEGA 613" manufactured by MAGNA INDUSTRIAL (contains mineral oil as the main component)
[0128] The objects to be cleaned using the above-mentioned metalworking oil and the objects to be cleaned using the above-mentioned machine lubricating oil were prepared according to the following procedure. 0.15 g of the above-mentioned metalworking oil or 0.15 g of the above-mentioned machine lubricating oil was applied as an oil to one surface of a SUS304 stainless steel plate (manufactured by Engineering Test Service Co., Ltd.) measuring 1.0 mm thick x 30 mm long x 50 mm wide, using a bar coater ("Non-Wire Bar Coater," manufactured by OSG System Products Co., Ltd., Φ10 x 60 mm wide, grit: #55, maximum film thickness 150 μm / wet) to a film thickness of 150 μm. As a result, two types of objects to be cleaned were obtained: a stainless steel plate with a film of metalworking oil adhering to the entire surface of one of its surfaces (the oil-coated surface), and a stainless steel plate with a film of machine lubricating oil adhering to the entire surface of one of its surfaces (the oil-coated surface). For record-keeping purposes, the oil-coated surface before the cleaning test was photographed at 1x magnification using a stereomicroscope (OLYMPUS SZ61).
[0129] (Cleaning Test) Next, each SUS plate obtained as described above was immersed in 100 mL of the cleaning agent prepared in the Examples and Comparative Examples in a 200 mL beaker at 22°C. The beaker was then placed in the cleaning tank of an ultrasonic cleaning device (Branson Ultrasonics "Bransonic 5210") and ultrasonically cleaned at a frequency of 47 kHz for 5 minutes. After cleaning, the SUS plates were removed from the cleaning agent and dried for 1 hour at 80°C using a forced-air constant-temperature incubator (Yamato Scientific Co., Ltd. "DKM600") with the other surface of the SUS plate as the mounting surface. This obtained the SUS plates after the cleaning test. For record-keeping purposes, the oil-coated surface of the SUS plates after the cleaning test was photographed at 1x magnification using a stereomicroscope (OLYMPUS "SZ61").
[0130] (Evaluation) After the cleaning test, photographs of the oil-coated surface of the SUS plate were taken to visually check the amount of oil remaining on the oil-coated surface of the SUS plate that had not been removed, and the degree of cleaning for each oil was evaluated in the following three stages. The evaluation results are shown in Table 1. A: No oil was seen on one surface of the SUS plate, and the surface of the SUS plate was visible. B: Some oil remained on one surface of the SUS plate, and part of the surface of the SUS plate was visible. C: Some oil remained on one surface of the SUS plate, and the surface of the SUS plate was not visible.
[0131] [Cleaning Performance Evaluation 3: Cleaning Test for Acrylic Urethane Paint] (Preparation of Objects to be Cleaned) For the preparation of the objects to be cleaned in Cleaning Performance Evaluation 3, acrylic urethane paint prepared according to the following procedure was used. (Preparation of acrylic urethane paint) In a 200 mL poly bottle, 20 parts by mass of water, 0.1 parts by mass of hydroxyethylcellulose (SZ800, manufactured by Daicel Mirise Co., Ltd.), 0.05 parts by mass of 0.1 M sodium hydroxide aqueous solution (manufactured by Fujifilm Wako Pure Chemical Industries Ltd.), 2.5 parts by mass of dispersant "SN Dispersant 5027" (manufactured by Sunopco Co., Ltd.), 1 part by mass of 3-methoxy-3-methyl-1-butanol (Solfit, manufactured by Kuraray Co., Ltd.), 30 parts by mass of titanium dioxide (CR-97, manufactured by Ishihara Chemical Co., Ltd.), 20 parts by mass of calcium carbonate (manufactured by Fujifilm Wako Pure Chemical Industries Ltd.), and 0.2 parts by mass of defoaming agent "SN Deformer 381" (manufactured by Sunopco Co., Ltd.) were added in that order, and the mixture was stirred at 500 rpm for 20 minutes using a mechanical stirrer to prepare a pigment dispersion. To this pigment dispersion, 90 parts by mass of "ACRIT WEM-200U" (manufactured by Taisei Fine Chemical Co., Ltd.), 8 parts by mass of 3-methoxy-3-methyl-1-butanol ("Solfit" manufactured by Kuraray Co., Ltd.), 1 part by mass of the thickener "SN Thickener 612" (manufactured by Sunopco Co., Ltd.), 0.2 parts by mass of the defoaming agent "SN Deformer 381" (manufactured by Sunopco Co., Ltd.), 0.05 parts by mass of the preservative "AN1000" (manufactured by BASF), 27.9 parts by mass of water, and 10.0 parts by mass of the pigment "LIOFAST BLACK M232A" (manufactured by Okajima Co., Ltd.) were added in that order, and the mixture was stirred at 250 rpm for 10 minutes to produce an acrylic urethane paint.
[0132] The object to be cleaned using the above-mentioned paint was prepared according to the following procedure. 0.15 g of acrylic urethane paint was applied to one surface of a SUS304 stainless steel plate (manufactured by Engineering Test Service Co., Ltd.) measuring 1.0 mm thick x 30 mm long x 50 mm wide, using a non-wire bar coater (manufactured by OSG System Products Co., Ltd., Φ10 x 60 mm wide, grit: #55, maximum film thickness 150 μm / wet) to a film thickness of 150 μm, and then dried at room temperature for 24 hours. As a result, a stainless steel plate was obtained with a coating of acrylic urethane paint adhering to the entire surface of one of its surfaces (the painted surface) as the object to be cleaned. For record-keeping purposes, the painted surface before the cleaning test was photographed at 1x magnification using a stereomicroscope (OLYMPUS SZ61).
[0133] (Cleaning Test) Next, the SUS plate obtained as described above was immersed in 100 mL of the cleaning agent prepared in the examples and comparative examples in a 200 mL beaker at 22°C, and left to stand for 5 minutes. Then, the beaker was placed in the cleaning tank of an ultrasonic cleaning device (Branson Ultrasonics "Bransonic 5210") and ultrasonically cleaned at a frequency of 47 kHz for 5 minutes. The SUS plate was removed from the cleaning agent after cleaning. This obtained the SUS plate after the cleaning test. For record-keeping purposes, the painted surface of the SUS plate after the cleaning test was photographed at 1x magnification using a stereomicroscope (OLYMPUS "SZ61").
[0134] (Evaluation) After the cleaning test, the amount of paint remaining on the painted surface of the SUS plate was visually inspected to determine the degree of paint removal. The degree of paint removal was evaluated in the following three stages. The evaluation results are shown in Table 3. A: No residue of acrylic urethane paint was observed on one surface of the SUS plate, and the surface of the SUS plate was visible. B: Some residue of acrylic urethane paint remained on one surface of the SUS plate, and part of the surface of the SUS plate was visible. C: Residue of acrylic urethane paint remained on one surface of the SUS plate, and the surface of the SUS plate was not visible.
[0135]
[0136]
[0137]
[0138] Tables 1 to 3 show that the cleaning agent of the present invention has good cleaning power. Furthermore, Tables 1 to 3 show that the cleaning agent of the present invention is a highly versatile cleaning agent that can be applied to the removal of flux, oils, paints, and the like.
Claims
1. A detergent containing a compound (I) represented by the following general formula (1). (In the formula, X is a hydrogen atom or -C n H 2n+1 ; n is an integer from 1 to 4; Y is a hydrogen atom or -C m H 2m+1 ; m is an integer from 1 to 4. When X is -C n H 2n+1 and Y is -C m H 2m+1 , n + m is an integer from 2 to 7. R 1 and R 2 are each independently a hydrogen atom or an acyl group having 2 to 5 carbon atoms, and at least one of R 1 and R 2 is an acyl group having 2 to 5 carbon atoms. R 3 and R 4 are each independently a hydrogen atom or a methyl group. p is an integer from 1 to 3. When p is 2 or 3, the plurality of R 3 may be the same as or different from each other, and the plurality of R 4 may be the same as or different from each other.) 2. The cleaning agent according to claim 1, wherein the compound (I) is represented by the following general formula (2). (In the formula, R 1 and R 2 R in the general formula (1) is 1 and R 2 It is the same as this.
3. The detergent according to claim 2, wherein the compound (I) represented by the general formula (2) comprises two or more compounds selected from the group consisting of the compound represented by the following general formula (3), the compound represented by the following general formula (4), and the compound represented by the following general formula (5). (In the formula, R 5 (This refers to an acyl group with 2 to 5 carbon atoms.) 4. The detergent according to any one of claims 1 to 3, wherein the acyl group having 2 to 5 carbon atoms is an acetyl group.
5. The cleaning agent according to any one of claims 1 to 4, wherein the content of compound (I) is 0.01 to 100% by mass relative to the total amount of the cleaning agent.
6. A cleaning agent according to any one of claims 1 to 5, further comprising water.
7. The cleaning agent according to claim 6, further comprising a surfactant.
8. The detergent according to claim 7, wherein the surfactant comprises at least one selected from the group consisting of nonionic surfactants and anionic surfactants.
9. The detergent according to claim 7, wherein the surfactant includes a nonionic surfactant.
10. The detergent according to claim 8 or 9, wherein the nonionic surfactant comprises at least one selected from the group consisting of polyoxyethylene alkyl ether, polyoxypropylene alkyl ether, polyoxyethylene polyoxypropylene alkyl ether, polyoxyethylene fatty acid ester, polyoxyethylene castor oil, polyoxyethylene castor oil fatty acid ester, polyoxyethylene hydrogenated castor oil, polyoxyethylene hydrogenated castor oil fatty acid ester, polyoxyethylene glycerin fatty acid ester, polyoxyethylene sorbitan fatty acid ester, and polyoxyethylene sorbitan fatty acid ester.
11. The detergent according to any one of claims 7 to 10, wherein the content of the surfactant is 0.005 to 20% by mass relative to the total amount of the detergent.
12. The cleaning agent according to any one of claims 6 to 11, wherein the water content is 0.01 to 99.9% by mass relative to the total amount of the cleaning agent.
13. A cleaning agent according to any one of claims 1 to 12, used for cleaning industrial components.
14. The cleaning agent according to claim 13, wherein the industrial component is an electronic component, an optical component, a transport component, a manufacturing component, or a building component.
15. A cleaning agent according to any one of claims 1 to 14, used for cleaning at least one component selected from the group consisting of resin components, metal components, glass components, ceramic components, stone materials, wood, natural fibers, and leather.
16. A cleaning agent according to any one of claims 1 to 12, used to remove flux, oil, or paint adhering to an object to be cleaned.
17. A cleaning method using the cleaning agent described in any one of claims 1 to 16.
18. Use of a cleaning agent containing compound (I) represented by the following general formula (1) for cleaning purposes. (In the formula, X is a hydrogen atom or -C) n H 2n+1 Here, n is an integer from 1 to 4, and Y is a hydrogen atom or -C m H 2m+1 And m is an integer from 1 to 4. X is -C n H 2n+1 , and Y is -C m H 2m+1 In this case, n+m is an integer between 2 and 7. 1 and R 2 These are, independently of each other, a hydrogen atom or an acyl group having 2 to 5 carbon atoms, and R 1 and R 2 At least one of them is an acyl group having 2 to 5 carbon atoms. 3 and R 4 R are, independently of each other, a hydrogen atom or a methyl group. p is an integer from 1 to 3. If p is 2 or 3, multiple R 3 The Rs may be identical or different from each other, and there may be multiple Rs. 4 (The individuals may be identical or different from one another.)
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