Polarizing agent

Abstract

The present invention relates to a novel stirring agent which contains a compound having an aromatic hydrocarbon ring as a parent structure, and which can impart liquid stirring properties to a fiber product and / or a paper product. The dialing agent contains a compound [alpha] represented by the following formula: A (-X-Rn) m [in the formula, A is an m-valent group obtained by removing m hydrogen atoms from an optionally substituted aromatic hydrocarbon ring, X is independently a direct bond or a 1 + n-valent group at each occurrence, R is independently an optionally substituted aliphatic hydrocarbon group having 6-40 carbon atoms, m is an integer of 1-5, and m is an integer of 1-5. N is independently an integer of 1-3 (inclusive) at each occurrence, and m is an integer of 1-6 (inclusive). ]

Description

Technical Field

[0001] The present invention relates to a displacing agent and products (especially fiber products and paper products) treated with the displacing agent. Background Art

[0002] In recent years, the development of fluorine-free repellents capable of imparting liquid repellency (water repellency and / or oil repellency) to various substrates has been advanced.

[0003] Patent Document 1 discloses a compound in which an aliphatic group having 14 to 100 carbon atoms, an aromatic group having 14 to 100 carbon atoms, or a heterocyclic group having 14 to 100 carbon atoms is bonded to a heterocyclic group as a parent structure via a divalent linking group as a component of a metal surface treatment agent.

[0004] Prior Art Literature

[0005] Patent Literature

[0006] Patent Document 1: Japanese Patent Application Publication No. 2001-247981 Summary of the invention

[0007] Problems to be solved by the invention

[0008] The compound in the metal surface treatment agent described in Patent Document 1 has a heterocyclic ring as an essential component, but there is no description or suggestion of the use of an aromatic hydrocarbon ring. Furthermore, Patent Document 1 is a metal surface treatment agent, and is not intended for treating fiber products or paper products.

[0009] The object of the present invention is to provide a novel liquid repellent containing a compound having an aromatic hydrocarbon ring as a parent structure, which can impart liquid repellency to fiber products and / or paper products.

[0010] Technical means to solve the problem

[0011] The present invention includes the following aspects.

[0012] [Item 1]

[0013] A dispelling agent comprising a compound α represented by the following formula:

[0014] A(-XR n ) m

[0015] [In the formula, A is an m-valent group obtained by removing m hydrogen atoms from an aromatic hydrocarbon ring which may have a substituent,

[0016] X is independently a direct bond or a 1+n-valent group at each occurrence,

[0017] R, when present, is independently an aliphatic hydrocarbon group having 6 or more and 40 or less carbon atoms which may have a substituent,

[0018] n is independently an integer greater than or equal to 1 and less than or equal to 3 at each occurrence,

[0019] m is an integer of 1 to 6.]

[0020] [Item 2]

[0021] The expelling agent according to item 1, wherein R has 12 or more carbon atoms.

[0022] [Item 3]

[0023] The expelling agent according to item 1 or 2, wherein the compound α has two or more Rs.

[0024] [Item 4]

[0025] The expelling agent according to any one of items 1 to 3, wherein

[0026] X is selected from X 1 and X 2 A 1+n valent group consisting of one or more

[0027] Among them, X 1 Selected from direct bond, -O-, -C(=O)-, -S(=O) 2 -, -NR'-, -C(OR')R'- and -C(OR')(-) 2 wherein R' is independently a hydrogen atom or a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent, and X 2 It is a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent.

[0028] [Item 5]

[0029] The expelling agent according to any one of items 1 to 4, wherein

[0030] X is -X 1 -or-X 1 -X 2 -X 1 - the group shown,

[0031] [Wherein, X 1 In each occurrence, independently

[0032] Direct bonding,

[0033] -O-,

[0034] -O-C(=O)-,

[0035] -O-C(=O)-O-,

[0036] -O-C(=O)-NR'-,

[0037] -NR'-

[0038] -NR'-C(=O)-,

[0039] -NR'-C(=O)-O-,

[0040] -NR'-C(=O)-NR'-,

[0041] -C(=O)-,

[0042] -C(=O)-O-,

[0043] -C(=O)-NR'-,

[0044] -SO 2 -

[0045] -SO 2 NR'-、

[0046] -C(OR')R'-or

[0047] -C(OR')(-) 2 The group represented by

[0048] (wherein, R' is independently a hydrogen atom or a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent, each time it occurs.)

[0049] X 2 It is a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent.]

[0050] [Item 6]

[0051] The expelling agent according to any one of items 1 to 5, wherein

[0052] X is

[0053] -O-C(=O)-NR'-,

[0054] -C(=O)-NR'-,

[0055] -SO 2 NH-、

[0056] -C(OR')R'-, or

[0057] -C(OR')(-) 2

[0058] [In the formula, R' is a hydrogen atom or a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent. ]

[0059] [Item 7]

[0060] The expelling agent according to any one of items 1 to 6, wherein the compound α is an alkyl group which may have a hydroxyl group.

[0061] [Item 8]

[0062] The repellent according to any one of items 1 to 7, wherein the repellent is a dispersion or solution containing water, an organic solvent, or a mixture of water and an organic solvent.

[0063] [Item 9]

[0064] The expelling agent according to any one of items 1 to 8, comprising at least one selected from the group consisting of polysaccharides, paper strength enhancers, aggregating agents, fixing agents, yield enhancers, coagulants, silicone waxes and blocked isocyanates.

[0065] [Item 10]

[0066] The repelling agent according to any one of items 1 to 9, wherein the repelling agent is a repelling agent for fiber products.

[0067] [Item 11]

[0068] The repelling agent according to any one of items 1 to 9, wherein the repelling agent is a repelling agent for paper products.

[0069] [Item 12]

[0070] The repelling agent according to any one of items 1 to 11, wherein the repelling agent does not contain a fluorine atom.

[0071] [Item 13]

[0072] A fiber product treated with the repellent according to any one of items 1 to 12.

[0073] [Item 14]

[0074] A paper product treated with the expelling agent according to any one of items 1 to 12.

[0075] Effects of the Invention

[0076] The repellent of the present invention can impart liquid repellency to fiber products and / or paper products. DETAILED DESCRIPTION

[0077] <Definition of terms>

[0078] When "n-valent group" is used in this specification, it refers to a group having n bondings, that is, a group that can form n bonds. In addition, "n-valent organic group" refers to a carbon-containing n-valent group. Such organic groups may be, but are not particularly limited to, hydrocarbon groups or their derivatives. A derivative of a hydrocarbon group refers to a group having one or more N, O, S, Si, amide, sulfonyl, siloxane, carbonyl, carbonyloxy, etc. at the end of the hydrocarbon group or in the molecular chain.

[0079] When "hydrocarbon group" is used in this specification, it means a group containing carbon and hydrogen, and a hydrogen atom is removed from a hydrocarbon. Examples of the hydrocarbon group include, but are not particularly limited to, C 1-20 Hydrocarbon groups, such as aliphatic hydrocarbon groups, aromatic hydrocarbon groups, etc. The above-mentioned "aliphatic hydrocarbon groups" can be any form of linear, branched or cyclic, and can also be any state of saturation or unsaturation. In addition, the hydrocarbon group can also contain one or more ring structures. The hydrocarbon group can be substituted by one or more substituents.

[0080] In this specification, regardless of whether "independently at each occurrence", "independently of each other", "independent of each other" or similar expressions are explicitly stated, unless there is a statement such as "this is an exception", when a term (symbol) that appears multiple times in a chemical structure is defined, these definitions apply independently at each occurrence.

[0081] <Dialysis Agent>

[0082] The repellent of the present invention is a preparation that imparts liquid repellency to a substrate (eg, a fiber substrate, a paper substrate), and can function as at least one selected from a water repellent, an oil repellent, an oil-proofing agent, and a water-proofing agent.

[0083] The expelling agent of the present invention comprises compound α. The expelling agent of the present invention may be only compound α. The expelling agent of the present invention may also comprise other components such as a liquid medium in addition to compound α.

[0084] The repellent of the present invention may not contain any one selected from the group consisting of a compound having a fluoroalkyl group with a carbon number of 8 or more, a compound having a perfluoroalkyl group with a carbon number of 8 or more, a compound having a fluoroalkyl group with a carbon number of 4 or more, a compound having a perfluoroalkyl group, a compound having a fluoroalkyl group, and a compound having a fluorine atom. The repellent of the present invention can impart liquid repellency to the substrate even if it does not contain these fluorine compounds.

[0085] [Compound α]

[0086] The compound α of the present invention is a compound that can adhere to a substrate and impart liquid repellency to the substrate.

[0087] The water contact angle of compound α can be 35° or more, 40° or more, 45° or more, 50° or more, 55° or more, 65° or more, 75° or more, 85° or more, 90° or more, or 100° or more, preferably 40° or more, for example, 60° or more. The water contact angle of compound α can be 160° or less, 140° or less, 130° or less, 120° or less, 110° or less, 100° or less, or 90° or less. Since compound α has a water contact angle above the above lower limit, it can impart good liquid repellency (especially water repellency) to the substrate. As shown in the examples, the water contact angle is the static contact angle of compound α relative to the spin-coated film, which is obtained by dropping 2 μL of water on the spin-coated film and measuring the contact angle after 1 second of the drop contact.

[0088] The HD (hexadecane) contact angle of compound α may be 10° or more, 15° or more, 25° or more, 35° or more, 55° or more, 60° or more, or 65° or more. The HD contact angle of compound α may be 100° or less, 90° or less, or 75° or less. Since compound α has an HD contact angle above the above lower limit, it can impart good liquid repellency (especially oil repellency) to the substrate. As shown in the examples, the HD contact angle refers to the static contact angle of compound α relative to the spin-coated film, which is a value obtained by dropping 2 μL of HD on the spin-coated film and measuring the contact angle after 1 second of the drop contact.

[0089] The compound α of the present invention may not contain any one selected from the group consisting of a fluoroalkyl group having 8 or more carbon atoms, a perfluoroalkyl group having 8 or more carbon atoms, a fluoroalkyl group having 4 or more carbon atoms, a perfluoroalkyl group having 4 or more carbon atoms, a perfluoroalkyl group, a fluoroalkyl group, and a fluorine atom. Even if the compound α does not contain these fluorine-containing groups, liquid repellency can be imparted to the substrate.

[0090] The compound α of the present invention may not have a group containing active hydrogen. Examples of the group containing active hydrogen include amino, hydroxyl or carboxyl. In particular, from the perspective of improving liquid repellency, the compound α of the present invention may not have a hydroxyl group.

[0091] The compound α of the present invention is represented by the following formula.

[0092] A(-XR n ) m

[0093] [Wherein,

[0094] A is an m-valent group obtained by removing m hydrogen atoms from an aromatic hydrocarbon ring which may have a substituent,

[0095] X is independently a direct bond or a 1+n-valent group at each occurrence,

[0096] R, when present, is independently an aliphatic hydrocarbon group having 6 or more and 40 or less carbon atoms which may have a substituent,

[0097] n is independently an integer greater than or equal to 1 and less than or equal to 3 at each occurrence,

[0098] m is an integer of 1 to 6.]

[0099] [A]

[0100] A is an m-valent group obtained by removing m hydrogen atoms from an aromatic hydrocarbon ring which may have a substituent. m may be 1 or more, 2 or more, 3 or more, 4 or more, or 5 or more, preferably 2 or more (e.g., 3 or more). m may be 6 or less, 5 or less, 4 or less, 3 or less, or 2 or less, preferably 4 or less.

[0101] Examples of the aromatic hydrocarbon ring include benzene, naphthalene, anthracene, phenanthrene, tetracene, pentacene, pyrene, coronene and the like.

[0102] The aromatic hydrocarbon ring may have a substituent. Examples of the substituent of the aromatic hydrocarbon ring include, but are not particularly limited to, -OR', -N(R') 2 , -COOR' (wherein R' is a hydrogen atom or a hydrocarbon group having 1 to 4 carbon atoms), a halogen atom, a C 1～6 Alkyl, C 2～6 Alkenyl, C 2～6 Alkynyl, C 3～10 Cycloalkyl, C 3～10 Unsaturated cycloalkyl, 5-10 membered heterocyclic group, 5-10 membered unsaturated heterocyclic group, C 6～10 One or more aryl and 5- to 10-membered heteroaryl groups.

[0103] The number of carbon atoms in the aromatic hydrocarbon ring may be 6 or more, 8 or more, or 10 or more. The number of carbon atoms in the aromatic hydrocarbon ring may be 30 or less, 20 or less, 16 or less, 12 or less, or 8 or less.

[0104] The aromatic hydrocarbon ring may be a condensed polycyclic compound containing a plurality of (eg, 2 to 5, preferably 2 to 3) aromatic hydrocarbons and / or non-aromatic hydrocarbons.

[0105] [X]

[0106] X is a direct bond or a 1+n valent group. n can be 1-3, 2-3, 1-2, 1, 2 or 3.

[0107] The molecular weight of X may be 3000 or less, 2500 or less, 2000 or less, 1500 or less, 1000 or less, 750 or less, or 500 or less. The molecular weight of X may be 10 or more, 50 or more, 100 or more, 200 or more, 300 or more, 500 or more, or 750 or more.

[0108] X can be selected from X 1 and X 2 A 1+n valent group composed of one or more of 1 Selected from direct bond, -O-, -C(=O)-, -S(=O) 2 -, -NR'-, -C(OR')R'- and -C(OR')(-) 2 (wherein, R' is independently a hydrogen atom or a hydrocarbon group having 1 to 40 carbon atoms (e.g., 1 to 20, 1 to 12, 1 to 8 or 1 to 4) which may have a substituent.) and X 2 It is a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent. In addition, in this specification, the right side of the group represented by X is bonded to R.

[0109] [X 1 ]

[0110] X 1 A non-hydrocarbon linking group.

[0111] X 1 It is a direct bond or a divalent or higher group. 1 The valence of X can be 2 to 4, 2 to 3 or 2. 1 Preferably, there are not only direct bonds.

[0112] X 1 The molecular weight of X may be 2000 or less, 1500 or less, 1000 or less, 750 or less, or 500 or less. 1 The molecular weight may be 10 or more, 50 or more, 100 or more, 200 or more, 300 or more, or 500 or more.

[0113] X 1 Selected from -O-, -C(=O)-, -S(=O) 2 -, -NR'-, -C(OR')R'- and -C(OR')(-) 2 (wherein, R' is independently a hydrogen atom or a hydrocarbon group having 1 to 40 (eg, 1 to 20, 1 to 12, 1 to 8 or 1 to 4) carbon atoms which may have a substituent.) at each occurrence.

[0114] The hydrocarbon group having 1 to 40 carbon atoms which may have a substituent in R' may be a hydrocarbon group having a substituent or an unsubstituted hydrocarbon group. Examples of the substituent include -OR', -N(R') 2 , -COOR' and halogen atoms, etc., wherein R' is independently a hydrogen atom or a hydrocarbon group having 1 to 4 carbon atoms at each occurrence. The substituent may have active hydrogen or may not have it. The number of substituents may be 6 or less, 5 or less, 4 or less, 3 or less, 2 or less, 1 or less or 0. In the hydrocarbon group having a substituent, the carbon atom content relative to the total amount of carbon atoms and heteroatoms may be 70 mol% or more, 80 mol% or more, 90 mol% or more, 95 mol% or more or 99 mol% or more, preferably 75 mol% or more. In the hydrocarbon group having a substituent, the carbon atom content relative to the total amount of carbon atoms and heteroatoms may be 95 mol% or less, 90 mol% or less, 85 mol% or less or 80 mol% or less. For example, a group having 6 or more and 40 or less carbon atoms may have 1 to 3 (for example, 1) -OR' (particularly -OH) as a substituent (for example, other than the terminal).

[0115] As X 1 Examples include

[0116] Direct bonding,

[0117] -O-,

[0118] -O-C(=O)-,

[0119] -O-C(=O)-O-,

[0120] -O-C(=O)-NR'-,

[0121] -NR'-

[0122] -NR'-C(=O)-,

[0123] -NR'-C(=O)-O-,

[0124] -NR'-C(=O)-NR'-,

[0125] -C(=O)-,

[0126] -C(=O)-O-,

[0127] -C(=O)-NR'-,

[0128] -SO 2 -

[0129] -SO 2 NR'-、

[0130] -C(OR')R'-,

[0131] -C(OR')(-) 2 wait

[0132] (In the formula, R' is independently a hydrogen atom or a hydrocarbon group having 1 to 40 (eg, 1 to 20, 1 to 12, 1 to 8 or 1 to 4) carbon atoms which may have a substituent.)

[0133] [X 2 ]

[0134] X 2 It is a hydrocarbon linking group, which is a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent.

[0135] X 2 The hydrocarbon group having 1 to 40 carbon atoms which may have a substituent may be a hydrocarbon group having a substituent or an unsubstituted hydrocarbon group. Examples of the substituent include -OR', -N(R') 2 , -COOR' and halogen atoms, etc. (wherein R' is independently a hydrogen atom or a hydrocarbon group having 1 to 4 carbon atoms at each occurrence). The substituent may have active hydrogen or may not have it. The number of substituents may be 6 or less, 5 or less, 4 or less, 3 or less, 2 or less, 1 or less, or 0. In the hydrocarbon group having a substituent, the carbon atom content relative to the total amount of carbon atoms and heteroatoms may be 70 mol% or more, 80 mol% or more, 90 mol% or more, 95 mol% or more, or 99 mol% or more, preferably 75 mol% or more. In the hydrocarbon group having a substituent, the carbon atom content relative to the total amount of carbon atoms and heteroatoms may be 95 mol% or less, 90 mol% or less, 85 mol% or less, or 80 mol% or less. For example, a group having 6 or more and 40 or less carbon atoms may have 1 to 3 (for example, 1) -OR' (particularly -OH) as a substituent (for example, other than the terminal).

[0136] X 2 is a divalent or higher group. 2 The valence of can be 2-4, 2-3 or 2, for example.

[0137] X 2 The number of carbon atoms in may be 1 or more, 2 or more, 3 or more, 4 or more, 6 or more, 8 or more, 10 or more, 12 or more, 14 or more, 16 or more, or 18 or more. 2 The number of carbon atoms may be 40 or less, 35 or less, 30 or less, 25 or less, 20 or less, 15 or less, 10 or less, or 5 or less.

[0138] X 2It may have a substituent and may be a cyclic, branched or straight chain hydrocarbon group. 2 It may be an aromatic hydrocarbon group or an aliphatic hydrocarbon group, for example, it may be an aliphatic hydrocarbon group (for example, a saturated aliphatic hydrocarbon group).

[0139] As X 2 Examples include

[0140] -(CH 2 ) p - (p is 1 to 40, for example, 1 to 10),

[0141] a linear hydrocarbon group having 1 to 40 carbon atoms, for example, 1 to 10 unsaturated bonds,

[0142] A hydrocarbon group having a branched structure with 1 to 40 carbon atoms, for example, 1 to 10 carbon atoms,

[0143] -(CH 2 ) q -C 6 H 4 -(CH 2 ) r -(q and r are each independently 0 to 40, for example, 1 to 10, -C 6 H 4 - is phenylene) etc.

[0144] [Example of X]

[0145] Examples of X are given below. It should be noted that, in the following, R' is independently a hydrogen atom or a hydrocarbon group having 1 to 40 carbon atoms (eg, 1 to 20, 1 to 12, 1 to 8 or 1 to 4) which may have a substituent.

[0146] As a preferred example of X, -X 1 -or-X 1 -X 2 -X 1 -

[0147] X is preferably -X 1 -or-X 1 -X 2 -X 1 - Group represented by

[0148] [Wherein, X 1 In each occurrence, independently

[0149] Direct bonding,

[0150] -O-,

[0151] -O-C(=O)-,

[0152] -O-C(=O)-O-,

[0153] -O-C(=O)-NR'-,

[0154] -NR'-

[0155] -NR'-C(=O)-,

[0156] -NR'-C(=O)-O-,

[0157] -NR'-C(=O)-NR'-,

[0158] -C(=O)-,

[0159] -C(=O)-O-,

[0160] -C(=O)-NR'-,

[0161] -SO 2 -

[0162] -SO 2 NR'-、

[0163] -C(OR')R'-or

[0164] -C(OR')(-) 2

[0165] (In the formula, R' is independently a hydrogen atom or a hydrocarbon group having 1 to 40 (eg, 1 to 20, 1 to 12, 1 to 8 or 1 to 4) carbon atoms which may have a substituent.)

[0166] X 2 It is a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent. This can impart good liquid repellency to the substrate.]

[0167] X may have an amide group, a urea group or a urethane group. Examples of such X include

[0168] -O-C(=O)-NR'-,

[0169] -NR'-C(=O)-,

[0170] -NR'-C(=O)-O-,

[0171] -NR'-C(=O)-NR'-,

[0172] -C(=O)-NR'-, etc. The NR' group in the amide group, urea group or urethane group may not be adjacent to the aromatic ring.

[0173] As an example of X, when X is divalent, -X 1-, -X 1 -C(=O)-, -C(=O)-X 1 -, -X 1 -C(=O)-X 1 -, -X 1 -X 2 -, -X 1 -X 2 -X 1 -, -X 1 -X 2 -X 1 -C(=O)-, -X 1 -X 2 -C(=O)-X 1 -, -X 1 -X 2 -X 1 -C(=O)-X 1 -, -X 1 -X 2 -X 1 -X 2 -wait.

[0174] As an example of X, when X is trivalent, -X 1 (-) 2 , -X 1 -X 1 (-) 2 , -X 1 -X 2 (-X 1 -) 2 , -X 2 (-X 1 -) 2 , -X 2 (-X 1 -C(=O)-) 2 , -X 2 (-C(=O)-X 1 -) 2 , -X 2 (-X 1 -C(=O)-X 1 -) 2 , -X 2 (-X 1 -X 2 -) 2 , -X 2 (-X 1 -X 2 -X 1 -) 2 , -X 2 (-X 1 -X 2 -X1 -C(=O)-) 2 , -X 2 (-X 1 -X 2 -C(=O)-X 1 -) 2 , -X 2 (-X 1 -X 2 -X 1 -C(=O)-X 1 -) 2 , -X 2 (-X 1 -X 2 -X 1 -X 2 -) 2 wait.

[0175] As an example of X, when X is tetravalent, -X 1 -X 2 (-X 1 -) 3 , -X 2 (-X 1 -) 3 , -X 2 (-X 1 -C(=O)-) 3 , -X 2 (-C(=O)-X 1 -) 3 , -X 2 (-X 1 -C(=O)-X 1 -) 3 , -X 2 (-X 1 -X 2 -) 3 , -X 2 (-X 1 -X 2 -X 1 -) 3 , -X 2 (-X 1 -X 2 -X 1 -C(=O)-) 3 , -X 2 (-X 1 -X 2 -C(=O)-X 1 -) 3 , -X 2 (-X 1 -X 2 -X 1–C(=O)–X 1 –) 3 、–X 2 (–X 1 –X 2 –X 1 –X 2 –) 3 etc.

[0176] As a specific example of X, when X is divalent, examples include –O–, –O–C(=O)–, –O–C(=O)–O–, –O–C(=O)–NR'–, –O–X 2 –S(=O) 2 –NR'–, –O–X 2 –NR'–, –O–X 2 –NR'–S(=O) 2 –, –O–X 2 –NR'–C(=O)–, –O–X 2 –NR'–C(=O)–O–, –O–X 2 –NR'–C(=O)–NR'–, –O–X 2 –NR'–X 2 –, –O–X 2 –O–, –O–X 2 –O–C(=O)–, –O–X 2 –O–C(=O)–NR'–, –O–X 2 –C(=O)–O–, –O–X 2 –C(=O)–NR'–, –O–X 2 –O–X 2 –, –O–X 2 –, –NR'–, –NR'–C(=O)–, –NR'–C(=O)–O–, –NR'–C(=O)–NR'–, –NR'–X 2 –S(=O) 2 –NR'–, –NR'–X 2 –NR'–, –NR'–X 2 –NR'–S(=O) 2 –, –NR'–X 2 –NR'–C(=O)–, –NR'–X 2 –NR'–C(=O)–O–, –NR'–X 2 –NR'–C(=O)–NR'–, –NR'–X 2 –NR'–X 2 –, –NR'–X 2 –O–, –NR'–X 2-O-C(=O)-, -NR'-X 2 -O-C(=O)-NR'-, -NR'-X 2 -O-X 2 -、-NR'-X 2 -C(=O)-O-, -NR'-X 2 -C(=O)-NR'-, -NR'-X 2 -, -C(=O)-, -C(=O)-O-, -C(=O)-NR'-, -C(=O)-S-, -SO 2 -、-SO 2 NR'-,-C(OR')(R')(-), etc.

[0177] As a specific example of X, when X is trivalent, -X 2 (-O-) 2 -, -X 2 (-O-C(=O)-) 2 -, -X 2 (-O-C(=O)-O-) 2 -, -X 2 (-O-C(=O)-NR'-) 2 -, -X 2 (-O-X 2 -S(=O) 2 -NR'-) 2 -, -X 2 (-O-X 2 -NR'-) 2 -, -X 2 (-O-X 2 -NR'-S(=O) 2 -) 2 -, -X 2 (-O-X 2 -NR'-C(=O)-) 2 -, -X 2 (-O-X 2 -NR'-C(=O)-O-) 2 -, -X 2 (-O-X 2 -NR'-C(=O)-NR'-) 2 -, -X 2 (-O-X 2 -NR'-X 2 -) 2 -, -X 2 (-O-X 2 -O-) 2 -, -X 2 (-O-X2 -O-C(=O)-) 2 -、-X 2 (-O-X 2 -O-C(=O)-NR'-) 2 -、-X 2 (-O-X 2 -C(=O)-O-) 2 -、-X 2 (-O-X 2 -C(=O)-NR'-) 2 -、-X 2 (-O-X 2 -O-X 2 -) 2 -、-X 2 (-O-X 2 -) 2 -、-X 2 (-NR'-) 2 -、-X 2 (-NR'-C(=O)-) 2 -、-X 2 (-NR'-C(=O)-O-) 2 -、-X 2 (-NR'-C(=O)-NR'-) 2 -、-X 2 (-NR'-X 2 -S(=O) 2 -NR'-) 2 -、-X 2 (-NR'-X 2 -NR'-) 2 -、-X 2 (-NR'-X 2 -NR'-S(=O) 2 -) 2 -、-X 2 (-NR'-X 2 -NR'-C(=O)-) 2 -、-X 2 (-NR'-X 2 -NR'-C(=O)-O-) 2 -、-X 2 (-NR'-X 2 -NR'-C(=O)-NR'-) 2 -、-X 2 (-NR'-X 2 -NR'-X 2 -) 2 -、-X 2 (-NR'-X2 -O-) 2 -, -X 2 (-NR'-X 2 -O-C(=O)-) 2 -, -X 2 (-NR'-X 2 -O-C(=O)-NR'-) 2 -, -X 2 (-NR'-X 2 -O-X 2 -) 2 -, -X 2 (-NR'-X 2 -C(=O)-O-) 2 -, -X 2 (-NR'-X 2 -C(=O)-NR'-) 2 -, -X 2 (-NR'-X 2 -) 2 -, -X 2 (-C(=O)-) 2 -, -X 2 (-C(=O)-O-) 2 -, -X 2 (-C(=O)-NR'-) 2 -, -X 2 (-C(=O)-S-) 2 -, -X 2 (-SO 2 -) 2 -, -X 2 (-SO 2 NR'-) 2 -, -X 2 (-C(OR')(R')(-)) 2 -, -C(OR')(-) 2 wait.

[0178] Specific examples of X include -X when X is tetravalent. 2 (-O-) 3 -, -X 2 (-O-C(=O)-) 3 -, -X 2 (-O-C(=O)-O-) 3 -, -X 2 (-O-C(=O)-NR'-) 3 -, -X 2 (-O-X 2 -S(=O) 2-NR'-) 3 -、-X 2 (-O-X 2 -NR'-) 3 -、-X 2 (-O-X 2 -NR'-S(=O) 2 -) 3 -、-X 2 (-O-X 2 -NR'-C(=O)-) 3 -、-X 2 (-O-X 2 -NR'-C(=O)-O-) 3 -、-X 2 (-O-X 2 -NR'-C(=O)-NR'-) 3 -、-X 2 (-O-X 2 -NR'-X 2 -) 3 -、-X 2 (-O-X 2 -O-) 3 -、-X 2 (-O-X 2 -O-C(=O)-) 3 -、-X 2 (-O-X 2 -O-C(=O)-NR'-) 3 -、-X 2 (-O-X 2 -C(=O)-O-) 3 -、-X 2 (-O-X 2 -C(=O)-NR'-) 3 -、-X 2 (-O-X 2 -O-X 2 -) 3 -、-X 2 (-O-X 2 -) 3 -、-X 2 (-NR'-) 3 -、-X 2 (-NR'-C(=O)-) 3 -、-X 2 (-NR'-C(=O)-O-) 3 -、-X 2 (-NR'-C(=O)-NR'-) 3 -、-X 2(-NR'-X 2 -S(=O) 2 -NR'-) 3 -、-X 2 (-NR'-X 2 -NR'-) 3 -、-X 2 (-NR'-X 2 -NR'-S(=O) 2 -) 3 -、-X 2 (-NR'-X 2 -NR'-C(=O)-) 3 -、-X 2 (-NR'-X 2 -NR'-C(=O)-O-) 3 -、-X 2 (-NR'-X 2 -NR'-C(=O)-NR'-) 3 -、-X 2 (-NR'-X 2 -NR'-X 2 -) 3 -、-X 2 (-NR'-X 2 -O-) 3 -、-X 2 (-NR'-X 2 -O-C(=O)-) 3 -、-X 2 (-NR'-X 2 -O-C(=O)-NR'-) 3 -、-X 2 (-NR'-X 2 -O-X 2 -) 3 -、-X 2 (-NR'-X 2 -C(=O)-O-) 3 -、-X 2 (-NR'-X 2 -C(=O)-NR'-) 3 -、-X 2 (-NR'-X 2 -) 3 -、-X 2 (-C(=O)-) 3 -、-X 2 (-C(=O)-O-) 3 -、-X 2 (-C(=O)-NR'-) 3 -、-X2 (-C(=O)-S-) 3 -, -X 2 (-SO 2 -) 3 -, -X 2 (-SO 2 NR'-) 3 -, -X 2 (-C(OR')(R')(-)) 3 -wait.

[0179] [R]

[0180] R is a monovalent aliphatic hydrocarbon group having 6 or more and 40 or less carbon atoms which may have a substituent. R may be cyclic, branched, or linear, preferably branched or linear, more preferably linear. R is preferably a saturated aliphatic hydrocarbon group (alkyl) which may have a substituent.

[0181] The number of carbon atoms of R may be 6 or more, 8 or more, 10 or more, 12 or more, 14 or more, 16 or more, or 18 or more, preferably 10 or more, and more preferably 12 or more. The number of carbon atoms of R may be 40 or less, 35 or less, 30 or less, 25 or less, 20 or less, 15 or less, or 10 or less, preferably 30 or less, and more preferably 25 or less.

[0182] The monovalent aliphatic hydrocarbon group having 6 or more and 40 or less carbon atoms which may have a substituent as R may be a hydrocarbon group having a substituent or an unsubstituted hydrocarbon group. Examples of the substituent include -OR', -N(R') 2 , -COOR' and halogen atoms, etc. (wherein R' is independently a hydrogen atom or a hydrocarbon group having 1 to 4 carbon atoms at each occurrence). The substituent may have active hydrogen or may not have it. The number of substituents may be 6 or less, 5 or less, 4 or less, 3 or less, 2 or less, 1 or less, or 0. In the hydrocarbon group having a substituent, the amount of carbon atoms relative to the total amount of carbon atoms and heteroatoms may be 70 mol% or more, 80 mol% or more, 90 mol% or more, 95 mol% or more, or 99 mol% or more, preferably 75 mol% or more. In the hydrocarbon group having a substituent, the amount of carbon atoms relative to the total amount of carbon atoms and heteroatoms may be 95 mol% or less, 90 mol% or less, 85 mol% or less, or 80 mol% or less. For example, a group having 6 or more and 40 or less carbon atoms may have 1 to 3 (for example, 1) -OR' (particularly -OH) as a substituent (for example, other than the terminal).

[0183] [Method for producing compound α]

[0184] There is no particular limitation on the method of modifying the aromatic hydrocarbon ring with a hydrocarbon group having 6 to 40 carbon atoms which may have a substituent. For example, urethane bond formation reaction, urea bond formation reaction, ester bond formation reaction, amide bond formation reaction, and ether bond formation reaction can be used. In the bond formation reaction, an acylating agent, a condensing agent, a catalyst, etc. can be used appropriately.

[0185] The modification of the aromatic hydrocarbon ring with a hydrocarbon group having 6 to 40 carbon atoms which may have a substituent can be achieved by reacting with a hydrocarbon group-containing reactant. The hydrocarbon group-containing reactant is a compound having a hydrocarbon group and a group that can react with the functional group of the aromatic hydrocarbon ring.

[0186] Examples of hydrocarbyl-containing reactants are described below.

[0187] H 2 N-R

[0188] HO-R

[0189] HO(O=)C-R

[0190] G(O=)C-R

[0191] RC(=O)OC(=O)R

[0192] O=C=N-R

[0193] S=C=N-R

[0194] (CH 2 OCH)CH 2 OR

[0195] G-R

[0196] [In the formula, R is an aliphatic hydrocarbon group having 6 or more and 40 or less, as defined above. G is a halogen atom (especially F, Cl, Br or I).]

[0197] (Formation of urethane bond)

[0198] The aromatic hydrocarbon ring and the hydrocarbon group can be bonded via a urethane bond. The urethane bond can be formed, for example, by reacting a hydroxyl-containing aromatic hydrocarbon ring with an isocyanate containing an aliphatic hydrocarbon. In the reaction process, a tin catalyst and an amine can be used as a catalyst. For example, a hydroxyl-containing aromatic hydrocarbon ring and an isocyanate containing a hydrocarbon group can be reacted in an organic solvent for a certain period of time to allow the hydroxyl group to react with the isocyanate group, thereby obtaining a compound α in which the aromatic hydrocarbon ring and the hydrocarbon group are bonded via a urethane bond.

[0199] (Formation of urea bond)

[0200] The aromatic hydrocarbon ring and the hydrocarbon group can be bonded through a urea bond. The urea bond can be formed by, for example, reacting an amino-containing aromatic hydrocarbon ring with an isocyanate group containing a hydrocarbon group (or by reacting an isocyanate-containing aromatic hydrocarbon ring with an amine containing a hydrocarbon group). In the reaction process, a catalyst can be appropriately used. For example, the amino group and the isocyanate group can be reacted by reacting an amino-containing aromatic hydrocarbon ring with an aliphatic hydrocarbon-containing isocyanate for a certain period of time in an organic solvent to obtain a compound α in which the aromatic hydrocarbon ring and the hydrocarbon group are bonded through a urea bond.

[0201] (ester bond formation)

[0202] The aromatic hydrocarbon ring and the hydrocarbon group can be bonded by an ester bond. The ester bond can be formed by, for example, the reaction of a hydroxyl-containing aromatic hydrocarbon ring with a hydrocarbon-containing carboxylic acid (or by the reaction of a carboxylic acid-containing aromatic hydrocarbon ring with a hydrocarbon-containing alcohol). In the reaction process, an acylation catalyst, a condensation agent, etc. can be used. For example, the hydroxyl group can be reacted with the carboxylic acid by reacting the hydroxyl-containing aromatic hydrocarbon ring with the hydrocarbon-containing carboxylic acid in an organic solvent for a certain period of time to obtain a compound α in which the aromatic hydrocarbon ring and the hydrocarbon group are bonded by an ester bond.

[0203] (Amide bond formation)

[0204] The aromatic hydrocarbon ring and the hydrocarbon group can be bonded by an amide bond. The amide bond can be formed by, for example, reacting an amino-containing aromatic hydrocarbon ring with a hydrocarbon-containing carboxylic acid (or by reacting a carboxylic acid-containing aromatic hydrocarbon ring with a hydrocarbon-containing amine). During the reaction, an acylation catalyst, a condensing agent, etc. can be used. For example, the amino group and the carboxylic acid can be reacted by reacting an amino-containing aromatic hydrocarbon ring with a hydrocarbon-containing carboxylic acid in an organic solvent for a certain period of time to obtain a compound α in which the aromatic hydrocarbon ring and the hydrocarbon group are bonded by an amide bond.

[0205] (Ether bond formation)

[0206] The aromatic hydrocarbon ring and the hydrocarbon group can be bonded via an ether bond. The ether bond can be formed, for example, by the reaction of a halogen-containing aromatic hydrocarbon ring with an alcohol containing a hydrocarbon group (or by the reaction of a hydroxyl-containing aromatic hydrocarbon ring with a halide containing a hydrocarbon group). In the reaction process, an acid catalyst, a base catalyst, etc. can be used. For example, by heating and reacting a halogen-containing aromatic hydrocarbon ring and an alcohol containing a hydrocarbon group in an organic solvent in the presence of a catalyst, the alcohol containing the hydrocarbon group can act as a nucleophilic agent to obtain a compound α in which the aromatic hydrocarbon ring and the hydrocarbon group are bonded via an ether bond.

[0207] [Compound α amount]

[0208] In the dilution agent, the amount of compound α can be 0.01% by weight or more, 0.5% by weight or more, 1% by weight or more, 3% by weight or more, 5% by weight or more, 10% by weight or more, 20% by weight or more, or 30% by weight or more. The amount of compound α in the dilution agent can be 60% by weight or less, 50% by weight or less, 40% by weight or less, 30% by weight or less, 20% by weight or less, 10% by weight or less, 5% by weight or less, or 3% by weight or less.

[0209] [Liquid medium]

[0210] The dispersing agent in the present invention may include a liquid medium. The liquid medium may be water, an organic solvent or a mixture of water and an organic solvent. The dispersing agent may be a dispersion or a solution.

[0211] Examples of organic solvents include esters (e.g., esters having 2 to 40 carbon atoms, specifically ethyl acetate and butyl acetate), ketones (e.g., ketones having 2 to 40 carbon atoms, specifically methyl ethyl ketone and diisobutyl ketone), alcohols (e.g., alcohols having 1 to 40 carbon atoms, specifically isopropanol), aromatic solvents (e.g., toluene and xylene), and petroleum solvents (e.g., alkanes having 5 to 10 carbon atoms, specifically naphtha and kerosene). The organic solvent is preferably a water-soluble organic solvent. The water-soluble organic solvent may include a compound having at least one hydroxyl group (e.g., polyols such as alcohols and glycol-based solvents, etherified products of polyols (e.g., monoetherified products), etc.). These organic solvents may be used alone or in combination of two or more.

[0212] [Liquid medium amount]

[0213] Relative to 1 part by weight (or 10 parts by weight, or 100 parts by weight) of compound α, the amount of liquid medium can be 1 part by weight or more, 3 parts by weight or more, 5 parts by weight or more, 10 parts by weight or more, 20 parts by weight or more, 30 parts by weight or more, 40 parts by weight or more, or 50 parts by weight or more. Relative to 1 part by weight (or 10 parts by weight, or 100 parts by weight) of compound α, the amount of liquid medium can be 200 parts by weight or less, 175 parts by weight or less, 150 parts by weight or less, 125 parts by weight or less, 100 parts by weight or less, 80 parts by weight or less, 60 parts by weight or less, 40 parts by weight or less, 20 parts by weight or less, or 10 parts by weight or less.

[0214] The amount of water may be 1 part by weight or more, 3 parts by weight or more, 5 parts by weight or more, 10 parts by weight or more, 20 parts by weight or more, 30 parts by weight or more, 40 parts by weight or more, or 50 parts by weight or more relative to 1 part by weight (or 10 parts by weight, or 100 parts by weight) of compound α. The amount of the organic solvent may be 200 parts by weight or less, 175 parts by weight or less, 150 parts by weight or less, 125 parts by weight or less, 100 parts by weight or less, 80 parts by weight or less, 60 parts by weight or less, 40 parts by weight or less, 20 parts by weight or less, or 10 parts by weight or less relative to 1 part by weight (or 10 parts by weight, or 100 parts by weight) of compound α.

[0215] The amount of the organic solvent may be 1 part by weight or more, 3 parts by weight or more, 5 parts by weight or more, 10 parts by weight or more, 20 parts by weight or more, 30 parts by weight or more, 40 parts by weight or more, or 50 parts by weight or more relative to 1 part by weight (or 10 parts by weight, or 100 parts by weight) of compound α. The amount of the organic solvent may be 200 parts by weight or less, 175 parts by weight or less, 150 parts by weight or less, 125 parts by weight or less, 100 parts by weight or less, 80 parts by weight or less, 60 parts by weight or less, 40 parts by weight or less, 20 parts by weight or less, or 10 parts by weight or less relative to 1 part by weight (or 10 parts by weight, or 100 parts by weight) of compound α.

[0216] [Surfactant]

[0217] The expelling agent may include a surfactant. The surfactant may include one or more surfactants selected from nonionic surfactants, cationic surfactants, anionic surfactants and amphoteric surfactants.

[0218] [Nonionic surfactant]

[0219] As examples of nonionic surfactants, there may be mentioned ethers, esters, ester ethers, alkanolamides, polyols and amine oxides.

[0220] Examples of ethers are compounds having an oxyalkylene group (preferably a polyoxyethylene group).

[0221] Examples of esters are fatty acid esters of alcohols and fatty acids. Examples of alcohols are monovalent to hexavalent (particularly divalent to pentavalent) alcohols (e.g., fatty alcohols) having 1 to 50 carbon atoms (particularly 10 to 30 carbon atoms). Examples of fatty acids are saturated or unsaturated fatty acids having 2 to 50 carbon atoms, particularly 5 to 30 carbon atoms.

[0222] Examples of ester ethers are compounds in which an oxyalkylene group (particularly an oxyethylene group) is added to an ester of an alcohol and a fatty acid. Examples of alcohols are monovalent to hexavalent (particularly divalent to pentavalent) alcohols (e.g., aliphatic alcohols) having 1 to 50 carbon atoms (particularly 3 to 30 carbon atoms). Examples of fatty acids are saturated or unsaturated fatty acids having 2 to 50 carbon atoms, particularly 5 to 30 carbon atoms.

[0223] Examples of alkanolamides are formed from fatty acids and alkanolamines. Alkanolamides may be monoalkanolamides or dialkanolamines. Examples of fatty acids are saturated or unsaturated fatty acids having 2 to 50 carbon atoms, particularly 5 to 30 carbon atoms. Alkanolamines may be alkanols having 2 to 50 carbon atoms, particularly 5 to 30 carbon atoms, and having 1 to 3 amino groups and 1 to 5 hydroxyl groups.

[0224] The polyol may be a divalent to pentavalent alcohol having 10 to 30 carbon atoms.

[0225] The amine oxide may be an oxide of an amine (secondary amine or preferably tertiary amine) (for example, having 5 to 50 carbon atoms).

[0226] The nonionic surfactant is preferably a nonionic surfactant having an oxyalkylene group (preferably a polyoxyethylene group). The carbon number of the alkylene group in the oxyalkylene group is preferably 2 to 10. The number of oxyalkylene groups in the nonionic surfactant molecule is usually preferably 2 to 100.

[0227] The nonionic surfactant is selected from ethers, esters, ester ethers, alkanolamides, polyols and amine oxides, preferably a nonionic surfactant having an oxyalkylene group.

[0228] The nonionic surfactant may be an alkylene oxide adduct of a linear and / or branched aliphatic (saturated and / or unsaturated) group, a polyalkylene glycol ester of a linear and / or branched fatty acid (saturated and / or unsaturated), a polyoxyethylene (POE) / polyoxypropylene (POP) copolymer (random copolymer or block copolymer), an alkylene oxide adduct of acetylene glycol, etc. Among them, preferably, the compound in which the structure of the alkylene oxide adduct part and the polyalkylene glycol part is polyoxyethylene (POE) or polyoxypropylene (POP) or a POE / POP copolymer, wherein the random copolymer or the block copolymer may be used.

[0229] Furthermore, from the viewpoint of environmental issues (biodegradability, environmental hormones, etc.), the nonionic surfactant preferably has a structure not containing an aromatic group.

[0230] The nonionic surfactant may be a compound represented by the following formula.

[0231] R 1 O-(CH 2 CH2 O) p -(R 2 O) q -R 3

[0232] [Where R 1 is an alkyl group having 1 to 22 carbon atoms, an alkenyl group having 2 to 22 carbon atoms, or an acyl group,

[0233] R 2 are each independently the same or different alkylene groups having 3 or more (e.g., 3 to 10) carbon atoms,

[0234] R 3 is a hydrogen atom, an alkyl group having 1 to 22 carbon atoms, or an alkenyl group having 2 to 22 carbon atoms, and p is a number greater than or equal to 2.

[0235] q is a number greater than or equal to 0 or 1.]

[0236] R 1 The number of carbon atoms is preferably 8 to 20, and particularly preferably 10 to 18. 1 Specific preferred examples include lauryl, tridecyl and oleyl.

[0237] R 2 Examples are propenyl and butenyl.

[0238] In nonionic surfactants, p can be a number greater than 3, such as 5 to 200. q can be a number greater than 2 (such as 5 to 200). That is, -(R 2 O) q -Can form polyoxyalkylene chains.

[0239] The nonionic surfactant may be a polyoxyethylene alkylene alkyl ether containing a hydrophilic polyoxyethylene chain and a hydrophobic oxyalkylene chain (particularly a polyoxyalkylene chain) in the center. Examples of the hydrophobic oxyalkylene chain include oxypropylene chains, oxybutylene chains, and styrene chains, among which oxypropylene chains are preferred.

[0240] Specific examples of nonionic surfactants include ethylene oxide and hexylphenol, isooctylphenol, hexadecanol, oleic acid, alkanes (C 12 ~C 16 ) thiol, sorbitol monofatty acid (C 7 ~C 19 ) or alkyl (C 12 ~C 18 ) condensation products of amines, etc.

[0241] The proportion of the polyoxyethylene segments relative to the molecular weight of the nonionic surfactant (copolymer) may be 5 to 80% by weight, such as 30 to 75% by weight, and particularly 40 to 70% by weight.

[0242] The average molecular weight of the nonionic surfactant is usually 300 to 5000, for example 500 to 3000.

[0243] The nonionic surfactant may be a mixture of a compound having an HLB (hydrophilic-hydrophobic balance) of less than 15 (particularly less than 5) and a compound having an HLB of 15 or more. An example of a compound having an HLB of less than 15 is a sorbitan fatty acid ester. An example of a compound having an HLB of more than 15 is a polyoxyethylene alkyl ether. The weight ratio of the compound having an HLB of less than 15 to the compound having an HLB of more than 15 may be 90:10 to 20:80, for example, 85:15 to 55:45.

[0244] The nonionic surfactant may be a single species or a mixture of two or more species.

[0245] [Cationic surfactant]

[0246] The cationic surfactant is preferably a compound having no amide group.

[0247] The cationic surfactant may be an amine salt, a quaternary ammonium salt or an ethylene oxide addition type ammonium salt. Specific examples of the cationic surfactant include, but are not particularly limited to, amine salt-type surfactants such as alkylamine salts, amino alcohol fatty acid derivatives, polyamine fatty acid derivatives, and imidazolines, quaternary ammonium salt-type surfactants such as alkyltrimethylammonium salts, dialkyldimethylammonium salts, alkyldimethylbenzylammonium salts, pyridinium salts, alkylisoquinolinium salts, benzalkonium chloride, and benzethonium chloride.

[0248] Preferred examples of the cationic surfactant include compounds represented by the following formula.

[0249] R 21 -N + (-R 22 )(-R 23 (-R 24 )X-

[0250] [Where R 21 , R 22 , R 23 and R 24 is a hydrocarbon group having 1 to 40 carbon atoms, and X is an anionic group.]

[0251] R 21 , R 22 , R 23 and R 24 Specific examples of are alkyl groups (eg, methyl, butyl, stearyl, palmityl). Specific examples of X are halogens (eg, chlorine), acids (eg, hydrochloric acid, acetic acid).

[0252] The cationic surfactant is particularly preferably a monoalkyltrimethylammonium salt (the alkyl group has 4 to 40 carbon atoms).

[0253] The cationic surfactant is preferably an ammonium salt. The cationic surfactant may also be an ammonium salt represented by the following formula.

[0254] R 1 p -N+R 2 q X-

[0255] [Where R 1 C12 or above (e.g. C 12 ~C 50 ) of a straight-chain and / or branched aliphatic (saturated and / or unsaturated) group;

[0256] R 2 H or C1-4 alkyl, benzyl, polyoxyethylene (the number of oxyethylene groups is, for example, 1 (especially 2, especially 3) to 50)

[0257] (particularly preferably CH 3 , C 2 H 5 );

[0258] X is a halogen atom (for example), C 1 ~C 4 fatty acid salt base;

[0259] p is 1 or 2; q is 2 or 3, p+q=4.]

[0260] R 1 The number of carbon atoms in may be 12 to 50, for example, 12 to 30.

[0261] Specific examples of the cationic surfactant include dodecyltrimethylammonium acetate, trimethyltetradecylammonium chloride, hexadecyltrimethylammonium bromide, trimethyloctadecylammonium chloride, (dodecylmethylbenzyl)trimethylammonium chloride, benzyldodecyldimethylammonium chloride, methyldodecyldi(hydrogenated polyoxyethylene)ammonium chloride, benzyldodecyldi(hydrogenated polyoxyethylene)ammonium chloride, and N-[2-(diethylamino)ethyl]oleamide hydrochloride.

[0262] [Anionic surfactant]

[0263] Examples of anionic surfactants include alkyl ether sulfates, alkyl sulfates, alkenyl ether sulfates, alkenyl sulfates, olefin sulfonates, alkane sulfonates, saturated or unsaturated fatty acid salts, alkyl or alkenyl ether carboxylates, α-sulfonic acid fatty acid salts, N-acylamino acid type surfactants, phosphoric acid monoester or diester type surfactants, and sulfosuccinates.

[0264] [Amphoteric surfactants]

[0265] Examples of the amphoteric surfactant include alanines, imidazolinium betaines, amide betaines, acetic acid betaines, and the like. Specifically, lauryl betaine, stearyl betaine, lauryl carboxymethyl hydroxyethyl imidazolinium betaine, lauryl dimethylaminoacetic acid betaine, and fatty acid amide propyl dimethylaminoacetic acid betaine can be mentioned.

[0266] The nonionic surfactant, cationic surfactant and amphoteric surfactant among the surfactants can be one or a combination of two or more.

[0267] [Amount of surfactant]

[0268] The amount of the surfactant may be 0.01 parts by weight or more, 0.1 parts by weight or more, 1 parts by weight or more, 3 parts by weight or more, 5 parts by weight or more, 10 parts by weight or more, 15 parts by weight or more, 20 parts by weight or more, 50 parts by weight or more, 100 parts by weight or more, 200 parts by weight or more, or 300 parts by weight or more relative to 100 parts by weight of compound α. The amount of the surfactant may be 500 parts by weight or less, 300 parts by weight or less, 200 parts by weight or less, 100 parts by weight or less, 75 parts by weight or less, 50 parts by weight or less, 30 parts by weight or less, 20 parts by weight or less, 10 parts by weight or less, 5 parts by weight or less, 3 parts by weight or less, or 1 part by weight or less relative to 100 parts by weight of compound α.

[0269] [Silicone]

[0270] The repellent of the present invention may contain polyorganosiloxane. Due to the inclusion of polyorganosiloxane, in addition to having good liquid repellency, the repellent also has good texture and durability.

[0271] As the organosilicon, known organosilicon can be used, and examples of organosilicon include polydimethylsiloxane, modified organosilicon (amino-modified organosilicon, epoxy-modified organosilicon, carboxyl-modified organosilicon, methylhydrodiene organosilicon, etc.). The organosilicon may be a silicone wax having waxy properties. These organosilicones may be used alone, or two or more may be used in combination.

[0272] The weight average molecular weight of the silicone may be 1000 or more, 10000 or more, or 50000 or more. The weight average molecular weight of the silicone may be 500000 or less, 2500000 or less, 100000 or less, or 50000 or less.

[0273] [Silicone content]

[0274] The amount of the organosilicon may be 0.1 parts by weight or more, 1 part by weight or more, 3 parts by weight or more, 5 parts by weight or more, 10 parts by weight or more, 15 parts by weight or more, 20 parts by weight or more, 50 parts by weight or more, 100 parts by weight or more, 200 parts by weight or more, or 300 parts by weight or more relative to 100 parts by weight of the compound α. The amount of the organosilicon may be 500 parts by weight or less, 300 parts by weight or less, 200 parts by weight or less, 100 parts by weight or less, 75 parts by weight or less, 50 parts by weight or less, 40 parts by weight or less, 30 parts by weight or less, 20 parts by weight or less, 10 parts by weight or less, or 5 parts by weight or less relative to 100 parts by weight of the compound α.

[0275] [wax]

[0276] The repellent of the present invention may contain wax. By containing wax, the base material can be well endowed with liquid repellency.

[0277] Examples of waxes include paraffin wax, microcrystalline wax, Fischer-Tropsch wax, polyolefin wax (polyethylene wax, polypropylene wax, etc.), oxidized polyolefin wax, silicone wax, animal and plant wax, and mineral wax. Paraffin wax is preferred. Specific examples of compounds constituting waxes are n-alkanes, such as tricosane, tetracosane, pentacosane, hexacosane, heptacosane, octacosane, nonacosane, triacontanes, hetriacontanes, dotriacontanes, tritriacontanes, tetratriacontanes, pentacontanes, and hexacontanes; n-olefins, such as 1-eicosene, 1-docosene, 1-tricosene, 1-tetracosene, 1-pentacosene, 1-hexacosene, 1-heptacosene, 1-octacosene, 1-nonacosene, triacontanes, hetriacontanes, dotriacontanes, tritriacontanes, tetratriacontanes, pentacontanes, and hexacontanes; The number of carbon atoms of the compound constituting the wax is preferably 20 to 60, for example 25 to 45. The molecular weight of the wax may be 200 to 2000, for example 250 to 1500, 300 to 1000. These waxes may be used alone or in combination of two or more.

[0278] The melting point of the wax may be 50° C. or higher, 55° C. or higher, 60° C. or higher, 65° C. or higher, or 70° C. or higher, preferably 55° C. or higher, more preferably 60° C. or higher. The melting point of the wax is measured in accordance with JIS K2235-1991.

[0279] [Wax amount]

[0280] The amount of the wax may be 0.1 parts by weight or more, 1 part by weight or more, 3 parts by weight or more, 5 parts by weight or more, 10 parts by weight or more, 15 parts by weight or more, 20 parts by weight or more, 50 parts by weight or more, 100 parts by weight or more, 200 parts by weight or more, or 300 parts by weight or more relative to 100 parts by weight of compound α. The amount of the wax may be 500 parts by weight or less, 300 parts by weight or less, 200 parts by weight or less, 100 parts by weight or less, 75 parts by weight or less, 50 parts by weight or less, 40 parts by weight or less, 30 parts by weight or less, 20 parts by weight or less, 10 parts by weight or less, or 5 parts by weight or less relative to 100 parts by weight of compound α.

[0281] [Organic acid]

[0282] The dispersing agent may contain an organic acid. As the organic acid, a known organic acid may be used. As the organic acid, preferably carboxylic acid, sulfonic acid, sulfinic acid, etc. may be mentioned, and carboxylic acid is particularly preferred. As the carboxylic acid, formic acid, acetic acid, propionic acid, butyric acid, oxalic acid, succinic acid, glutaric acid, adipic acid, malic acid, citric acid, etc. may be mentioned, and formic acid and acetic acid are particularly preferred. In the present invention, the organic acid may be used alone or in combination of two or more. For example, formic acid and acetic acid may be used in combination.

[0283] [Organic acid content]

[0284] The amount of the organic acid may be 0.1 parts by weight or more, 1 part by weight or more, 3 parts by weight or more, 5 parts by weight or more, 10 parts by weight or more, 15 parts by weight or more, 20 parts by weight or more, 50 parts by weight or more, 100 parts by weight or more, 200 parts by weight or more, or 300 parts by weight or more relative to 100 parts by weight of compound α. The amount of the organic acid may be 500 parts by weight or less, 300 parts by weight or less, 200 parts by weight or less, 100 parts by weight or less, 75 parts by weight or less, 50 parts by weight or less, 40 parts by weight or less, 30 parts by weight or less, 20 parts by weight or less, 10 parts by weight or less, or 5 parts by weight or less relative to 100 parts by weight of compound α. The amount of the organic acid may be adjusted so that the pH value of the expelling agent is 3 to 10, for example, 5 to 9, and particularly 6 to 8. The expelling agent may be acidic (pH value is 7 or less, for example, 6 or less).

[0285] [Curing agent]

[0286] The expelling agent may contain a curing agent (a compound that can react with active hydrogen or a compound containing active hydrogen).

[0287] The curing agent (crosslinking agent) in the curing agent can cure the compound α well. The curing agent can be a compound that can react with active hydrogen or a compound containing active hydrogen that can react with the active hydrogen or the group that can react with active hydrogen possessed by the compound α. Examples of compounds that can react with active hydrogen are isocyanate compounds, epoxy compounds, chloromethyl-containing compounds, carboxyl-containing compounds, and hydrazide compounds. Examples of compounds containing active hydrogen are hydroxyl-containing compounds, amino-containing compounds, carboxyl-containing compounds, keto-containing compounds, hydrazide compounds, and melamine compounds.

[0288] The curing agent may include an isocyanate compound. The isocyanate compound may be a polyisocyanate compound. A polyisocyanate compound is a compound having two or more isocyanate groups in one molecule. The polyisocyanate compound may act as a crosslinking agent. Examples of polyisocyanate compounds include aliphatic polyisocyanates, alicyclic polyisocyanates, aromatic aliphatic polyisocyanates, aromatic polyisocyanates, and derivatives of these polyisocyanates. The isocyanate compound is a blocked isocyanate compound (for example, it may be a blocked polyisocyanate compound). The blocked isocyanate compound is a compound in which the isocyanate group of the isocyanate compound is blocked with a blocking agent to inhibit the reaction.

[0289] Examples of the aliphatic polyisocyanate include trimethylene diisocyanate, tetramethylene diisocyanate, hexamethylene diisocyanate, pentamethylene diisocyanate, 1,2-propylene diisocyanate, 1,2-butylene diisocyanate, 2,3-butylene diisocyanate, 1,3-butylene diisocyanate, 2,4,4- or 2,2,4-trimethylhexamethylene diisocyanate, 2,6-diisocyanate methylhexanoate and the like; and aliphatic triisocyanates such as lysine triisocyanate, 1,4,8-triisocyanato octane, 1,6,11-triisocyanato undecane, 1,8-diisocyanato-4-isocyanato methyl octane, 1,3,6-triisocyanato hexane, and 2,5,7-trimethyl-1,8-diisocyanato-5-isocyanato methyl octane. These aliphatic polyisocyanates may be used alone or in combination of two or more.

[0290] Examples of alicyclic polyisocyanates include alicyclic diisocyanates and alicyclic triisocyanates. Specific examples of alicyclic polyisocyanates include 1,3-cyclopentene diisocyanate, 3-isocyanatomethyl-3,5,5-trimethylcyclohexyl isocyanate (isophorone diisocyanate), and 1,3,5-triisocyanatocyclohexane. These alicyclic polyisocyanates may be used alone or in combination of two or more.

[0291] Examples of aromatic aliphatic polyisocyanates include aromatic aliphatic diisocyanates and aromatic aliphatic triisocyanates. Specific examples of aromatic aliphatic polyisocyanates include 1,3- or 1,4-xylene diisocyanate or a mixture thereof, 1,3- or 1,4-bis(1-isocyanato-1-methylethyl)benzene (tetramethylxylene diisocyanate) or a mixture thereof, and 1,3,5-triisocyanatomethylbenzene. These aromatic aliphatic polyisocyanates may be used alone or in combination of two or more.

[0292] Examples of aromatic polyisocyanates include aromatic diisocyanates, aromatic triisocyanates, and aromatic tetraisocyanates. Specific examples of aromatic polyisocyanates include m-phenylene diisocyanate, p-phenylene diisocyanate, 4,4'-diphenyl diisocyanate, 1,5-naphthalene diisocyanate, 2,4'- or 4,4'-diphenylmethane diisocyanate or a mixture thereof, 2,4- or 2,6-toluene diisocyanate or a mixture thereof, triphenylmethane-4,4',4"-triisocyanate, and 4,4'-diphenylmethane-2,2',5,5'-tetraisocyanate. These aromatic polyisocyanates may be used alone or in combination of two or more.

[0293] The derivatives of polyisocyanate include, for example, various derivatives of the above-mentioned polyisocyanate compounds such as dimers, trimers, biuret, allophanate, carbodiimide, uretonimine, isocyanurate, and iminooxadiazinones. These derivatives can be used alone or in combination of two or more.

[0294] These polyisocyanates may be used alone or in combination of two or more.

[0295] As the polyisocyanate compound, a blocked polyisocyanate compound (blocked isocyanate) which is a compound in which the isocyanate group of the polyisocyanate compound is blocked by a blocking agent is preferably used. The blocked polyisocyanate compound is preferably used because it is relatively stable in solution and can be used in the same solution with a blocking agent.

[0296] Blocking agents are agents used to block free isocyanate groups. Blocked polyisocyanate compounds can be easily heated to, for example, above 100° C., such as above 130° C. to regenerate isocyanate groups and react with hydroxyl groups. Examples of blocking agents are phenolic compounds, lactam compounds, fatty alcohol compounds, oxime compounds, etc. The polyisocyanate compounds can be used alone or in combination of two or more.

[0297] The epoxy compound is a compound having an epoxy group. Examples of the epoxy compound are epoxy compounds having a polyoxyalkylene group, such as polyglycerol polyglycidyl ether and polypropylene glycol diglycidyl ether, and sorbitol polyglycidyl ether.

[0298] The chloromethyl group-containing compound is a compound having a chloromethyl group. Examples of the chloromethyl group-containing compound include chloromethyl polystyrene and the like.

[0299] The carboxyl group-containing compound is a compound having a carboxyl group. Examples of the carboxyl group-containing compound include (poly)acrylic acid, (poly)methacrylic acid, and the like.

[0300] Specific examples of the keto group-containing compound include (poly) diacetone acrylamide, diacetone alcohol, and the like.

[0301] Specific examples of the hydrazide compound include hydrazine, carbohydrazide, adipic dihydrazide and the like.

[0302] Specific examples of the melamine compound include melamine resins and methyl etherified melamine resins.

[0303] [Curing dosage]

[0304] The amount of the curing agent may be 0.1 parts by weight or more, 1 part by weight or more, 3 parts by weight or more, 5 parts by weight or more, 10 parts by weight or more, 15 parts by weight or more, 20 parts by weight or more, 50 parts by weight or more, 100 parts by weight or more, 200 parts by weight or more, or 300 parts by weight or more relative to 100 parts by weight of the compound α. The amount of the curing agent may be 500 parts by weight or less, 300 parts by weight or less, 200 parts by weight or less, 100 parts by weight or less, 75 parts by weight or less, 50 parts by weight or less, 40 parts by weight or less, 30 parts by weight or less, 20 parts by weight or less, 10 parts by weight or less, or 5 parts by weight or less relative to 100 parts by weight of the compound α.

[0305] [Other ingredients]

[0306] The dispersing agent may also contain other ingredients in addition to the above-mentioned ingredients. Examples of other ingredients include polysaccharides, paper strength enhancers, coagulants, yield enhancers, coagulants, adhesive resins, antislip agents, sizing agents, paper strength enhancers, fillers, antistatic agents, preservatives, ultraviolet light absorbers, antibacterial agents, deodorants, fragrances, etc. These other ingredients may be used alone or in combination of two or more.

[0307] In addition to the above ingredients, other ingredients may be added, such as other water-repellent and / or oil-repellent agents, dispersants, texture regulators, softeners, flame retardants, paint fixatives, anti-wrinkle agents, drying speed regulators, cross-linking agents, film-forming aids, compatibilizers, antifreeze agents, viscosity regulators, ultraviolet absorbers, antioxidants, pH regulators, insect repellents, defoamers, shrink-proof agents, detergents, shape retainers, drape retainers, ironing improvers, brighteners, whitening agents, fabric softeners, polyvinyl pyrrolidone and other anti-dyeing agents, polymer dispersants, detergents, scum dispersants, 4,4-bis(2-sulfonate styrene)biphenyl disodium (Chinopearl manufactured by Ciba Specialty Chemicals) CBS-X), dye fixing agent, anti-fading agent such as 1,4-bis(3-aminopropyl)piperazine, dye remover, enzyme as fiber surface modifier, enzyme such as cellulase, amylase, protease, lipase, cutinase, defoamer, silk protein powder that can bring the texture and function of silk fabrics such as water release, its surface modifier or its emulsified dispersion (for example, K-50, K-30, K-10, A-705, S-702, L-710, FP series (Idemitsu Petrochemical), hydrolyzed silk solution (Uemo), SILKGEN G SOLVER S (Ichimaru Natural Beauty Co., Ltd.)), stain inhibitor (for example, non-ionic polymer compound composed of alkylene terephthalate and / or alkylene isophthalate unit and polyoxyalkylene unit (for example, FR627 manufactured by Huying Chemical Industry, SRC-1 manufactured by Clariant Japan, etc.). These other components can be used alone or in combination of two or more.

[0308] [Polysaccharides]

[0309] Examples of polysaccharides include starch, xanthan gum, carrageenan, welan gum, guar gum, pectin, tamarind gum, carrageenan, chitosan, gum arabic, locust bean gum, cellulose, alginic acid, agar, dextran and pullulan, etc. The polysaccharides may also be substituted modified polysaccharides, in particular, modified polysaccharides into which hydroxyl groups or cationic groups are introduced.

[0310] [Paper strength enhancer, agglutinating agent, yield enhancer or coagulant]

[0311] Examples of paper strength enhancers, aggregating agents, yield enhancers and coagulants include styrene polymers (styrene / maleic acid polymers, styrene / acrylic acid polymers), urea-formaldehyde polymers, polyethylene imine, melamine-formaldehyde polymers, polyamidoamine-epichlorohydrin polymers, polyacrylamide polymers, polyamine polymers, polydiallyldimethylammonium chloride, alkylamine-epichlorohydrin condensates, condensates of dichloroalkyl and polyalkylene polyamines, dicyandiamide-formaldehyde condensates, dimethyldiallylammonium chloride polymers, and olefin / maleic anhydride polymers.

[0312] [Sizing agent]

[0313] Examples of sizing agents include cellulose reactive sizing agents such as rosin-based sizing agents such as rosin-based alkalis, rosin-based emulsions / dispersions, cellulose reactive sizing agents such as emulsions / dispersions of acid anhydrides such as alkyl and alkenyl succinic anhydrides (ASA), polymers such as alkenyl and alkyl ketene dimers (AKD), and anionic, cationic and amphoteric polymers of ethylenically unsaturated monomers, such as copolymers of styrene and acrylates.

[0314] [Antistatic Agent]

[0315] As examples of antistatic agents, cationic antistatic agents with cationic functional groups such as quaternary ammonium salts, pyridinium salts, and primary amines, secondary amines, and tertiary amines can be cited; anionic antistatic agents with anionic functional groups such as sulfonates, sulfates, phosphates, and phosphates; amphoteric antistatic agents such as alkyl betaines and derivatives thereof, imidazolines and derivatives thereof, alanine and derivatives thereof; nonionic antistatic agents such as amino alcohols and derivatives thereof, glycerol and derivatives thereof, polyethylene glycol and derivatives thereof, etc. can be cited. It can also be an ion-conducting polymer obtained by polymerization or copolymerization of monomers with ionic conductive groups of these cationic, anionic, and zwitterionic types. These antistatic agents can be used alone, or two or more can be used in combination.

[0316] [preservative]

[0317] Preservatives are mainly used to enhance the antiseptic and bactericidal properties and can be used to ensure the antiseptic properties during long-term storage. Examples of preservatives include isothiazolone-based organic sulfur compounds, benzisothiazolone-based organic sulfur compounds, benzoic acids, and 2-bromo-2-nitro-1,3-propanediol.

[0318] [Ultraviolet light absorber]

[0319] Ultraviolet light absorbers are preparations with ultraviolet light protection effects, and are components that absorb ultraviolet light and convert it into infrared light or visible light for emission. Examples of ultraviolet light absorbers include aminobenzoic acid derivatives, salicylic acid derivatives, cinnamic acid derivatives, benzophenone derivatives, azole compounds, and 4-tert-butyl-4'-methoxybenzoylmethane.

[0320] [Antibacterial agent]

[0321] Antimicrobial agents are ingredients that inhibit the growth of bacteria on fibers and, in turn, inhibit the generation of unpleasant odors from microbial decomposition products. Examples of antimicrobial agents include cationic fungicides such as quaternary ammonium salts, bis-(2-pyridylthio-1-oxide) zinc, polyhexamethylene biguanide hydrochloride, 8-oxoquinoline, and polylysine.

[0322] [Deodorant]

[0323] Examples of the deodorant include highly branched cyclodextrin (Cluster Dextrin), methyl-β-cyclodextrin, 2-hydroxypropyl-β-cyclodextrin, monoacetyl-β-cyclodextrin, acylamidopropyl dimethylamine oxide, and aminocarboxylic acid-based metal complexes (zinc complex of trisodium methylglycine diacetate described in International Publication No. 2012 / 090580).

[0324] [Amount of other ingredients]

[0325] The content or total amount of the other components may be 0.1 parts by weight or more, 1 part by weight or more, 3 parts by weight or more, 5 parts by weight or more, 10 parts by weight or more, 15 parts by weight or more, 20 parts by weight or more, 50 parts by weight or more, 100 parts by weight or more, 200 parts by weight or more, or 300 parts by weight or more relative to 100 parts by weight of compound α. The content or total amount of the other components may be 500 parts by weight or less, 300 parts by weight or less, 200 parts by weight or less, 100 parts by weight or less, 75 parts by weight or less, 50 parts by weight or less, 40 parts by weight or less, 30 parts by weight or less, 20 parts by weight or less, 10 parts by weight or less, or 5 parts by weight or less relative to 100 parts by weight of compound α.

[0326] <Method for producing treated fiber or paper products>

[0327] The method for manufacturing the product treated with a repelling agent in the present invention comprises a step of treating a substrate with the repelling agent.

[0328] "Treatment" means applying the repellent to the substrate by dipping, spraying, coating, etc. By the treatment, the compound α as the active ingredient of the repellent will penetrate into the interior of the substrate and / or adhere to the surface of the substrate.

[0329] [Base material]

[0330] The substrate treated with the expelling agent in the present invention is preferably, but not limited to, a fiber product or a paper product.

[0331] Examples of the base material of fiber products include natural fibers of plants and animals such as cotton, linen, wool, and silk, synthetic fibers such as polyamide, polyester, polyvinyl alcohol, polyacrylonitrile, polyvinyl chloride, and polypropylene, semi-synthetic fibers such as rayon and acetate, inorganic fibers such as glass fibers, carbon fibers, and asbestos fibers, or mixed fibers of the above fibers. Fiber products include textiles, woven fabrics and non-woven fabrics, cloth in the form of clothing, and blankets. Fibers, threads, and intermediate fiber products (such as slivers or rovings, etc.) in the state before being made into cloth can be processed.

[0332] Examples of paper product substrates include bleached or unbleached chemical pulps such as kraft pulp or sulfite pulp, bleached or unbleached high-yield pulps such as ground wood pulp, mechanical pulp, and thermomechanical pulp, paper made from waste paper pulp such as waste newspapers, waste magazine paper, old corrugated paper, and old deinked paper, containers made of paper, and molded bodies made of paper. Specific examples of paper products include food packaging paper, gypsum board base paper, coated base paper, medium-quality paper, general-purpose base paper and core paper, neutral pure white roll paper, neutral base paper, rust-proof base paper and metal laminated paper, kraft paper, neutral printing and writing paper, neutral coated base paper, neutral PPC paper, neutral thermal paper, neutral pressure-sensitive base paper, neutral inkjet paper and neutral information paper, molded paper (molded container), and the like.

[0333] The substrates treated with the stripping agent of the present invention are not limited to fiber products and paper products. Other substrates that can be mentioned include stone, filters (such as electrostatic filters), dust masks, fuel cell components (such as gas diffusion electrodes and gas diffusion carriers), glass, wood, leather, fur, asbestos, bricks, cement, metals and oxides, ceramic products, plastics, coating surfaces and gypsum.

[0334] [Handling method]

[0335] The dispensing agent of the present invention can be applied to the substrate as a treatment agent (particularly a surface treatment agent) by a known method in the past. As a treatment method, the dispensing agent of the present invention can be dispersed and diluted in an organic solvent or water as required, and attached to the substrate surface and dried by known methods such as dipping, spraying, and foaming. After drying, a fiber product with solid components in the dispensing agent attached is obtained. In addition, as required, a suitable cross-linking agent can also be applied simultaneously for curing. As required, the dispensing agent of the present invention can also be used in combination with various additives such as water-repellent and / or oil-repellent, anti-slip agent, antistatic agent, texture regulator, softener, antibacterial agent, flame retardant, coating fixative, anti-wrinkle agent, drying speed regulator, cross-linking agent, film-forming aid, compatibilizer, antifreeze agent, viscosity regulator, ultraviolet absorber, antioxidant, pH value regulator, insect repellent, defoamer, etc. As various additive examples, it can be the same product as the preparation described in the "other ingredients" in the above-mentioned waterproofing agent composition. The concentration of the expelling agent in the treatment agent to be brought into contact with the substrate can be appropriately changed depending on the application, and may be 0.01 to 10% by weight, for example, 0.05 to 5% by weight.

[0336] The repellent can be applied to the substrate by any known method of treating the substrate with a liquid. The substrate can be immersed in the repellent, or the solution can be attached or sprayed on the substrate. The treated substrate is preferably dried and cured by heating to exhibit liquid repellency. The heating temperature can be, for example, 100°C to 200°C, 100°C to 170°C or 100°C to 120°C. In the present invention, good performance can be obtained even with low temperature heating (for example, 100°C to 140°C). In the present invention, the heating time can be 5 seconds to 60 minutes, for example, 30 seconds to 3 minutes. In the case where the fiber product is paper, it can be coated on the paper, or the solution can be attached or sprayed on the paper, or it can be mixed with the pulp slurry before papermaking for treatment. The treatment can be a surface sizing treatment or an internal sizing treatment. Alternatively, the repellent can be applied to the fiber product by a cleaning method, for example, it can be applied to the fiber product in a washing application or a dry cleaning method.

[0337] [Paper handling]

[0338] Examples of the paper substrate include paper, containers made of paper, and molded articles made of paper (eg, pulp molded articles).

[0339] As a method for treating the paper substrate, there can be mentioned a process of performing a surface sizing treatment or an internal sizing treatment.

[0340] Paper can be produced by a conventionally known production method, which may be an internal sizing method of adding a repellent to the pulp before papermaking, or a surface sizing method of applying a repellent to the paper after papermaking.

[0341] The internal sizing treatment method refers to a treatment method of adding a dispersing agent to the pulp slurry before papermaking. As an internal sizing treatment method, it can include the process of adding a dispersing agent to the pulp slurry and stirring and mixing; the process of allowing the pulp composition prepared in the process to be suction-dehydrated through a mesh body of a predetermined shape to deposit the pulp composition to form a pulp molded product intermediate; the process of forming and drying the pulp molded product intermediate using a heated forming mold to obtain paper, a container made of paper, and a molded body made of paper. One or more steps, but not limited to this. The treated paper can be simply dried at room temperature or high temperature, and then optionally heat-treated based on the properties of the paper. The temperature of the heat treatment can be above 150°C, above 180°C, or above 210°C, can be below 300°C, below 250°C, or below 200°C, and in particular can be 80°C to 180°C. By heat-treating within such a temperature range, excellent oil resistance and water resistance can be exhibited.

[0342] The size press of surface sizing treatment method can be divided into the following types according to the coating method.

[0343] One coating method is to supply the coating liquid (sizing liquid) to the paper through the roller gap formed between two rubber rollers to form a coating liquid storage area called a glue pond. The paper passes through the coating liquid storage area, and the sizing liquid is coated on both sides of the paper. This is called a glue pond type double-roll size press. Other coating methods include a gate roller type and a glue stick metering type size press in which the sizing liquid is applied through a surface transfer type. In the glue pond type double-roll size press, the sizing liquid easily penetrates into the interior of the paper, while in the surface transfer type, the sizing liquid components are easily retained on the surface of the paper. Compared with the glue pond type double-roll size press, the coating layer in the surface transfer type is more likely to be retained on the surface of the paper, and the coating layer formed on the surface is more than that in the glue pond type double-roll size press. In the present invention, even when the former double-roll size press is used, the performance can be imparted to the paper. The paper treated in this way, after simple drying at room temperature or high temperature, can show excellent oil resistance and water resistance, etc., with optional heat treatment at a temperature up to 300°C, for example up to 200°C, especially in the temperature range of 80°C to 180°C based on the properties of the paper.

[0344] The invention can be used in gypsum board base paper, coated base paper, medium-quality paper, general base paper and core paper, neutral pure white roll paper, neutral base paper, anti-rust base paper and metal laminated paper, kraft paper, etc. In addition, it can also be used in neutral printing and writing paper, neutral coated base paper, neutral PPC paper, neutral thermal paper, neutral pressure-sensitive base paper, neutral inkjet paper and neutral information paper, etc.

[0345] As the pulp raw material, any of bleached or unbleached chemical pulps such as kraft pulp or sulfite pulp, bleached or unbleached high-yield pulps such as ground wood pulp, mechanical pulp or thermomechanical pulp, and waste paper pulps such as waste newspapers, waste magazine paper, old corrugated paper or old deinked paper can be used. In addition, a mixture of the above pulp raw materials and synthetic fibers such as asbestos, polyamide, polyimide, polyester, polyolefin, polyvinyl alcohol, etc. can also be used.

[0346] Adding a sizing agent can improve the water resistance of paper. Examples of sizing agents include cationic sizing agents, anionic sizing agents, and rosin-based sizing agents (such as acidic rosin-based sizing agents and neutral rosin-based sizing agents). The amount of sizing agent can be 0.01 to 5% by weight relative to the pulp.

[0347] As required, as a commonly used papermaking preparation, paper strength enhancers such as starch, modified starch, carboxymethyl cellulose, polyamide polyamine-epichlorohydrin resin, coagulants, fixatives, yield improvers, dyes, fluorescent dyes, slime control agents, defoamers, etc. can also be used in paper. Starch and modified starch are preferably used. As required, starch, polyvinyl alcohol, dyes, coating pigments, anti-slip agents, etc. can be used to apply the dilution agent on paper by a sizing machine, a gate roll coater, a billblade coating machine, a calender, etc.

[0348] In the surface sizing treatment, the amount of the liquid repellent compound contained in the coating layer is preferably 0.01 to 2.0 g / m 2 , particularly preferably 0.1 to 1.0 g / m 2 The coating layer is preferably formed of a paper dispersing agent and starch and / or modified starch. The solid content of the paper dispersing agent in the coating layer is preferably 2 g / m 2 the following.

[0349] In the internal sizing treatment, the dispersant is preferably mixed with the pulp in an amount of 0.01 to 50 parts by weight or 0.01 to 30 parts by weight, for example 0.01 to 10 parts by weight, particularly 0.2 to 5.0 parts by weight, based on 100 parts by weight of pulp forming the paper.

[0350] In the surface sizing treatment, even if a so-called sizing groove type double roll sizing treatment is adopted in which a treatment liquid is retained between the rolls and the base paper is passed through the treatment liquid between the rolls at a selectable roll speed and roll nip pressure, oil resistance can be imparted to the paper.

[0351] In the surface sizing treatment, the paper substrate may contain additives such as sizing agents, paper strengthening agents, coagulants, yield-enhancing agents or coagulants. The additives may be nonionic, cationic, anionic or amphoteric. The ionic charge density of the additive may be -10000 to 10000 μeq / g, preferably -4000 to 8000 μeq / g, and more preferably -1000 to 7000 μeq / g. Additives such as sizing agents, paper strengthening agents, coagulants, yield-enhancing agents or coagulants (solid components or active components) are usually used in an amount of 0.1 to 10% by weight (e.g., 0.2 to 5.0% by weight) relative to the pulp. In the case of a paper substrate containing a cationic additive (e.g., a sizing agent, paper strengthening agent, coagulant, yield-enhancing agent or coagulant), the dispersion agent is preferably anionic.

[0352] In the internal sizing treatment, it is preferred to use a pulp slurry with a pulp concentration of 0.5 to 5.0% by weight (e.g., 2.5 to 4.0% by weight) for papermaking. Additives (e.g., sizing agents, paper strengthening agents, coagulants, extenders, or coagulants) and liquid-repellent compounds may be added to the pulp slurry. Examples of additives (e.g., sizing agents, paper strengthening agents, coagulants, extenders, or coagulants) are alkyl ketone dimers, alkenyl succinic anhydrides, styrene polymers (styrene / maleic acid polymers, styrene / acrylic acid polymers), urea-formaldehyde polymers, polyethyleneimine, melamine-formaldehyde polymers, polyamidoamine-epichlorohydrin polymers, polyacrylamide polymers, polyamine polymers, polydiallyldimethylammonium chloride, alkylamine-epichlorohydrin condensates, condensates of alkyl dichlorides and polyalkylene polyamines, dicyandiamide-formaldehyde condensates, dimethyldiallylammonium chloride polymers, and olefin / maleic anhydride polymers.

[0353] [Pretreatment of fiber products]

[0354] The fiber product may be pretreated before being treated with the expelling agent of the present invention. By pretreating the fiber product, the fiber product treated with the expelling agent can have excellent fastness.

[0355] Examples of pretreatment of fiber products include cationization treatment such as reaction with reactive quaternary ammonium salts, anionization treatment such as sulfonation, carboxylation, phosphorylation, acetylation treatment after anionization treatment, benzoylation treatment, carboxymethylation treatment, grafting treatment, tannic acid treatment, polymer coating treatment, etc.

[0356] There is no limitation on the method for pre-treating the fiber products, and the fiber products can be pre-treated by the conventional known methods. Alternatively, the pre-treatment liquid can be dispersed and diluted in an organic solvent or water as required, and attached to the surface of the substrate by known methods such as dip coating, spray coating, and foam coating, and then dried. The pH value and temperature of the pre-treatment liquid can be adjusted according to the required degree of treatment. As an example of the method for pre-treating the fiber products, a method for pre-treating the fiber products with a hydrocarbon-based expelling agent is described in detail.

[0357] The pretreatment method of the fiber product can include imparting to the fiber a selected from -SO 3 M 1 (Where M 1 represents a monovalent cation), a monovalent group, -COOM 2 (Where M 2 represents a monovalent cation) and -O-P(O)(OX 1 )(OX 2 )(where X 1 and X 2A step of preparing a functional group (hereinafter sometimes referred to as a "specific functional group") which each independently represents at least one kind of monovalent group represented by a hydrogen atom or an alkyl group having 1 to 22 carbon atoms.

[0358] As M 1 , H, K, Na or an ammonium ion which may have a substituent can be mentioned. 2 , H, K, Na or an ammonium ion which may have a substituent may be mentioned. 1 and X 2 In the case of an alkyl group, an alkyl group having 1 to 22 carbon atoms is preferred, and an alkyl group having 4 to 12 carbon atoms is more preferred.

[0359] The fiber containing the above-mentioned specific functional group (hereinafter sometimes also referred to as "functional group-containing fiber") can be produced by, for example, the following method.

[0360] (i) The compound having the above-mentioned specific functional group is attached to the fiber material. It should be noted that the compound may be attached in a state where part of the compound is chemically bonded to part of the fiber, as long as the above-mentioned specific functional group remains in a sufficient amount.

[0361] (ii) Preparation of fibers in which the above-mentioned specific functional groups are directly introduced into the material constituting the fibers.

[0362] In the case of (i), fibers having a functional group can be obtained by, for example, a functional group introduction step of treating a fiber material with a pretreatment solution containing one or more compounds having the above-mentioned specific functional groups.

[0363] As the material of the fiber material, there can be mentioned, but not particularly limited to, natural fibers such as cotton, linen, silk, wool, etc., semi-synthetic fibers such as rayon and acetate, synthetic fibers such as polyamide (nylon, etc.), polyester, polyurethane, polypropylene, and their composite fibers, blended fibers, etc. The fiber material can be in the form of any of fibers (tows, fiber strips, etc.), yarns, braids (including mixed braids), textiles (including mixed weaves), non-woven fabrics, etc.

[0364] In this embodiment, from the perspective of improving the water repellency of the obtained fiber product, it is preferred to use fiber materials containing polyamide and polyester as raw materials, and it is particularly preferred to use nylons such as nylon 6 and nylon 6,6, polyesters such as polyethylene terephthalate (PET), polytrimethyl terephthalate, polylactic acid, and mixed fibers containing these materials.

[0365] As the above-mentioned 3 M 1 As the compound, a phenolic polymer can be used. As such a phenolic polymer, for example, a phenolic polymer containing at least one compound represented by the following general formula can be cited.

[0366]

[0367] [Wherein, X 2 Representation - SO 3 M 3 (Where M 3 represents a monovalent cation) or a group represented by the following general formula, wherein n is an integer of 20 to 3000.]

[0368]

[0369] [Wherein, M 4 represents a monovalent cation.]

[0370] As the above M 3 , H, K, Na or an ammonium ion which may have a substituent may be mentioned.

[0371] As the above M 4 , H, K, Na or an ammonium ion which may have a substituent may be mentioned.

[0372] The compound represented by the above general formula may be, for example, a formaldehyde condensate of phenolsulfonic acid, a formaldehyde condensate of sulfonated bisphenol S, or the like.

[0373] As a company with the above-mentioned 2 Examples of the compound include polycarboxylic acid polymers.

[0374] As the polycarboxylic acid polymer, for example, a polymer synthesized by a conventionally known radical polymerization method using acrylic acid, methacrylic acid, maleic acid, etc. as a monomer, or a commercially available product can be used.

[0375] As a method for producing a polycarboxylic acid polymer, for example, a method in which a free radical polymerization initiator is added to an aqueous solution of the above-mentioned monomers and / or their salts, and a heating reaction is carried out at a temperature of 30 to 150° C. for 2 to 5 hours. At this time, alcohols such as methanol, ethanol, isopropanol, and aqueous solvents such as acetone may be added to the aqueous solution of the above-mentioned monomers and / or their salts. As a free radical polymerization initiator, for example, persulfates such as potassium persulfate, sodium persulfate, and ammonium persulfate, redox polymerization initiators composed of a combination of persulfate and sodium bisulfite, hydrogen peroxide, and water-soluble azo polymerization initiators may be mentioned. These free radical polymerization initiators may be used alone, or two or more may be used in combination. In addition, a chain transfer agent (e.g., octyl thioglycolate) may be added during the free radical polymerization process for the purpose of adjusting the degree of polymerization.

[0376] In addition to the above-mentioned monomers, copolymerizable monomers can be used in the free radical polymerization process. As copolymerizable monomers, vinyl monomers such as ethylene, vinyl chloride, vinyl acetate, acrylamide, acrylate, and methacrylate can be mentioned. Acrylate and methacrylate preferably contain a hydrocarbon group with 1 to 3 carbon atoms that may have a substituent such as a hydroxyl group. As such acrylate or methacrylate, methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, propyl acrylate, propyl methacrylate, etc. can be mentioned. These copolymerizable monomers can be used alone, or two or more kinds can be used in combination.

[0377] The carboxyl groups in the polycarboxylic acid polymer may be free or neutralized with an alkali metal or an amine compound, etc. Examples of the alkali metal include sodium, potassium, lithium, etc., and examples of the amine compound include ammonia, monoethanolamine, diethanolamine, triethanolamine, etc.

[0378] The weight average molecular weight of the polycarboxylic acid polymer is preferably 1,000 to 20,000, more preferably 3,000 to 15,000, from the viewpoint of improving the water repellency of the obtained fiber product.

[0379] As the polycarboxylic acid polymer, commercially available products such as Neocrystal 770 (trade name, manufactured by Nikka Chemical Co., Ltd.) and Cellopol PC-300 (trade name, manufactured by Sanyo Chemical Industries, Ltd.) can be used.

[0380] As the above-mentioned -O-P(O)(OX 1 )(OX 2 ) compounds, for example, phosphate compounds represented by the following general formula can be mentioned.

[0381]

[0382] [Wherein, X 1 , X 2 Synonymous with the above, X 3 represents an alkyl group having 1 to 22 carbon atoms.]

[0383] As the phosphoric acid ester compound, phosphoric acid monoesters, diesters and triesters in which the alkyl ester portion is an alkyl group having 1 to 22 carbon atoms, and mixtures thereof can be used.

[0384] From the viewpoint of improving the water repellency of the obtained fiber product, lauryl phosphate and decyl phosphate are preferably used.

[0385] As the phosphoric acid ester compound, for example, a commercially available product such as "Phosphanol ML-200" (trade name, manufactured by Toho Chemical Industry Co., Ltd.) can be used.

[0386] The pretreatment liquid containing one or more compounds having specific functional groups can be, for example, an aqueous solution of the above compounds. In addition, the pretreatment liquid can also contain an acid, an alkali, a surfactant, a chelating agent, and the like.

[0387] As a method for treating the fiber material with the above-mentioned pretreatment liquid, for example, pad dyeing, dipping, spraying, coating, etc. can be cited. As a pad dyeing, for example, a method using the pad dyeing device described in "Dictionary of Fiber Dyeing Processing" (1963, published by Nikkan Kogyo Shimbun) pages 396-397 and "Dyeing Chemistry III" (1975, published by Jikyo Publishing Co., Ltd.) pages 256-260 can be cited. As a coating, for example, a method using a coating machine described in "Overview of Dyeing and Finishing Equipment" (1981, published by Textile Society) pages 473-477 can be cited. As an immersion treatment, for example, a method using a batch dyeing machine described in "Overview of Dyeing and Finishing Equipment" (1981, published by Textile Society) pages 196-247 can be cited, and a liquid flow dyeing machine, an air flow dyeing machine, a drum dyeing machine, a hank dyeing machine, a washing and dyeing machine, and a cheese dyeing machine can be used. As a spray treatment, for example, a method using an air sprayer that uses compressed air to spray the treatment liquid in a mist form, or an air sprayer using a hydraulic atomization method can be cited. In this case, the treatment conditions such as the concentration of the treatment liquid and the heat treatment after feeding can be appropriately adjusted in consideration of various conditions such as its purpose and performance. In addition, when the pretreatment liquid contains water, it is preferably dried to remove moisture after adhering to the fiber material. The drying method is not particularly limited, and it can be any of a dry heat method and a wet heat method. The drying temperature can, for example, be, but not particularly limited to, drying at a temperature of room temperature to 200°C for 10 seconds to several days. If necessary, a heating treatment at a temperature of 100 to 180°C for 10 seconds to 5 minutes can also be performed after drying.

[0388] It should be noted that, when dyeing fiber materials, although the treatment with the pretreatment liquid can be carried out before dyeing or in the same water bath as dyeing, when reducing soap washing is carried out, the compounds with the above-mentioned special functional groups (such as phenolic polymer compounds) adsorbed in the process may fall off. Therefore, it is preferred to carry out reducing soap washing after dyeing.

[0389] The treatment temperature of the immersion treatment can be set to 60 to 130° C. The treatment time can be set to 5 to 60 minutes.

[0390] In the functional group introduction step using the pretreatment liquid, the compound having the specific functional group is preferably treated in an amount of 1.0 to 7.0 parts by weight relative to 100 parts by weight of the fiber material. Within this range, both durable water repellency and good texture can be achieved at a high level.

[0391] The pH of the pretreatment liquid is preferably adjusted to 3 to 5. A pH adjuster such as acetic acid or malic acid can be used for pH adjustment.

[0392] The pretreatment liquid may also contain salts in order to effectively adsorb the compound having the above-mentioned specific functional group to the fiber material by utilizing the salting-out effect. Examples of the salts that can be used include sodium chloride, sodium carbonate, ammonium sulfate, and sodium sulfate.

[0393] In the functional group introduction process using the pretreatment liquid, it is preferred to remove the compound having the above-mentioned specific functional group that has been over-treated. As a removal method, a method using water washing can be cited. By performing sufficient removal, it is possible to suppress the hindrance to the performance of water repellency in the subsequent waterproofing process, and the texture of the obtained fiber product is improved. In addition, it is preferred that the obtained functional group-containing fiber is fully dried before contacting with the hydrocarbon-based water repellent agent.

[0394] (ii) Fibers in which the above-mentioned specific functional group is directly introduced into a material constituting the fiber include, for example, cationic dyeable polyester (CD-PET).

[0395] From the viewpoint of improving the water repellency of the obtained fiber product, the surface zeta potential of the functional group-containing fiber is preferably -100 to -0.1 mV, more preferably -50 to -1 mV. The zeta potential of the fiber surface can be measured using, for example, the zeta potential / particle size measurement system ELSZ-1000ZS (manufactured by Otsuka Electronics Co., Ltd.).

[0396] Although the embodiments are described above, it is understood that various changes may be made to the modes and details without departing from the spirit and scope of the invention.

[0397] Example

[0398] Hereinafter, the present invention will be described in detail with reference to Examples, but the present invention is not limited to these Examples.

[0399] <Test Method>

[0400] The test procedure is as follows.

[0401] [Water contact angle]

[0402] A solution of a liquid repellent compound having a solid content concentration of 1.0% was spin-coated on a silicon wafer to obtain a smooth spin-coated film. 2 μL of water was dropped on the spin-coated film, and the contact angle after 1 second of the drop was taken as the water contact angle of the liquid repellent compound.

[0403] [HD contact angle]

[0404] A solution of a liquid repellent compound having a solid content concentration of 1.0% was spin-coated on a silicon wafer to obtain a smooth spin-coated film. 2 μL of HD was dropped on the spin-coated film, and the contact angle after 1 second of the drop was taken as the HD contact angle of the liquid repellent compound.

[0405] [Preparation of treated cloth]

[0406] The compound was dissolved in chloroform at a ratio of 22.5 mg / mL to prepare a treatment solution. Polyethylene terephthalate cloth (weight 88 g / m 2 , 70 denier, gray) was immersed in the treatment solution, air-dried, and then dried at 150° C. for 3 minutes.

[0407] [Water repellency of fabric]

[0408] Drop a drop of water onto the treated cloth and, after 15 seconds, visually judge the water repellency and the degree of staining after wiping.

[0409] Repels water droplets, leaving no stains after wiping: ○

[0410] Although it repels water droplets, it will leave stains after wiping:△

[0411] Water droplets spread: ×

[0412] [Preparation of treated paper]

[0413] As wood pulp, a pulp slurry with a weight ratio of 60 wt% and 40 wt% of LBKP (bleached kraft pulp of hardwood) and 40 wt% of NBKP (bleached kraft pulp of softwood) and a pulp filterability (freeness) of 400 ml (Canadian Standard Freeness) was prepared, a wet paper strength agent and a sizing agent were added to the pulp slurry, and a paper density of 0.58 g / cm was obtained using a fourdrinier papermaking machine. 3 , Basis weight 45g / m 2 The paper is used as the base paper for surface sizing treatment (size press treatment). The oil resistance (KIT value) of the base paper is 0 and the water resistance (Cobb value) is 52g / m 2 .

[0414] A treatment solution of the compound dissolved in chloroform at a ratio of 14.9 mg / mL was applied to the base paper using a Baker applicator with a gap set to 0 mil and dried. The operation was repeated 3 times and dried at 140°C for 1 minute to prepare treated paper.

[0415] [KIT test]

[0416] The test was measured by the 3M KIT test (TAPPI T-559cm-02). In the 3M KIT test, a test oil containing castor oil, toluene, and heptane is placed on the surface of the treated paper, and after 15 seconds, the test oil is wiped off to evaluate whether there is oil stain on the treated paper. The test was carried out using test oils of KIT numbers 1 to 6, and the maximum KIT number with no stain was used as the oil resistance evaluation result.

[0417] [Water repellency of paper]

[0418] Drop a drop of water onto the treated paper and after 15 seconds, visually judge whether there is any bleeding after wiping.

[0419] No stains after wiping: ○

[0420] There are stains after wiping: ×

[0421] <Synthesis of Compound 1>

[0422] After 4.44 g of stearylamide was dissolved in 15.0 mL of anhydrous tetrahydrofuran, 1.3 g of triethyl 1,3,5-benzenetricarboxylate was added, and the mixture was stirred overnight in an oil bath at 52° C. The next day, the mixture was cooled to room temperature, filtered, and dried to obtain 3.18 g of Compound 1 shown below.

[0423]

[0424] <Synthesis of Compound 2>

[0425] After dissolving 0.58 g of magnesium and 1 grain of iodine in 40 mL of anhydrous tetrahydrofuran, 4 g of 1-bromooctadecane was added and stirred at room temperature. After 20 minutes, 4 g of 1-bromooctadecane was added and stirred for another 2 hours at room temperature. After 2 hours, the reaction solution was cooled in an ice bath, and 1 g of dimethyl isophthalate was added in 3 portions and stirred overnight. The next day, after neutralization with 3N hydrochloric acid, the solution was filtered and the solid was washed with acetone and ether to obtain 3.19 g of the compound 2 shown below.

[0426]

[0427] <Synthesis of Compound 3>

[0428] After 0.5 g of pyrogallol was dissolved in 20.0 mL of anhydrous tetrahydrofuran, 3.75 g of octadecyl isocyanate, 1.71 mL of triethylamine, and 3 drops of dibutyltin dilaurate were added in sequence, and stirred overnight in an oil bath at a temperature of 60° C. The next day, the mixture was cooled and filtered. The obtained solid was washed with acetone, methanol, and dichloromethane to obtain 3.27 g of the compound 3 shown below.

[0429]

[0430] <Synthesis of Compound 4>

[0431] Compound 4 is a known compound. Referring to Tetrahedron Letters (1999), 40(29), 5323-5326, Compound 4 shown below was obtained.

[0432]

[0433] <Synthesis of Compound 5>

[0434] Compound 5 is a known compound, and the compound 5 shown below was obtained with reference to U.S. Gazette No. US20220089508 A1 (publication date: March 24, 2022).

[0435]

[0436] <Example 1>

[0437] Using compound 1, evaluations of contact angle, cloth water repellency, KIT test, and paper water repellency were carried out.

[0438] <Example 2>

[0439] The evaluation was carried out in the same manner as in Example 1 except that Compound 2 was used instead of Compound 1.

[0440] <Example 3>

[0441] Evaluation was carried out in the same manner as in Example 1, except that Compound 3 was used instead of Compound 1.

[0442] <Comparative Example 1>

[0443] The same performance evaluation as in Example 1 was carried out on the silicon wafer, polyethylene terephthalate cloth, and base paper without any compound treatment.

[0444] <Example 4>

[0445] Using Compound 4, the contact angle and water repellency of the cloth were evaluated.

[0446] <Example 5>

[0447] Evaluation was carried out in the same manner as in Example 4 except that Compound 5 was used instead of Compound 4.

[0448] The test results are summarized in the following table.

[0449] [Table 1: Contact angle test]

[0450] Compound Water contact angle / ° HD contact angle / ° Example 1 Compound 1 100.5 40.2 Example 2 Compound 2 62.7 35.6 Example 3 Compound 3 84.2 37.1 Example 4 Compound 4 72.9 26.9 Example 5 Compound 5 77.5 10.3 Comparative Example 1 ﹣ 31.3 7.1

[0451] [Table 2: Fabric Test]

[0452]

[0453] [Table 3: Paper test]

[0454]

Claims

1. A dilution agent, characterized in that: It contains a compound α represented by the following formula, A(-X-R n ) m In the formula, A is an m-valent group obtained by removing m hydrogen atoms from an aromatic hydrocarbon ring which may have a substituent, X is independently a direct bond or a 1+n-valent group at each occurrence, R, when present, is independently an aliphatic hydrocarbon group having 6 or more and 40 or less carbon atoms which may have a substituent, n is independently an integer greater than or equal to 1 and less than or equal to 3 at each occurrence, m is an integer of 1 to 6.

2. The dilution agent according to claim 1, characterized in that: The number of carbon atoms in R is 12 or more.

3. The dilution agent according to claim 1 or 2, characterized in that: The compound α has two or more Rs.

4. The dilution agent according to any one of claims 1 to 3, characterized in that: X is selected from X 1 and X 2 A 1+n-valent group composed of one or more Among them, X 1 It is composed of one or more selected from a direct bond, -O-, -C(=O)-, -S(=O)2-, -NR'-, -C(OR')R'- and -C(OR')(-)2, wherein R' is independently a hydrogen atom or a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent, and X 2 It is a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent.

5. The dilution agent according to any one of claims 1 to 4, characterized in that: X is -X 1 -or-X 1 -X 2 -X 1 - the group shown, Where, X 1 In each occurrence, independently Direct bonding, －O－、 -O-C(=O)-, -O-C(=O)-O-, -O-C(=O)-NR'-, -NR'- -NR'-C(=O)-, -NR'-C(=O)-O-, -NR'-C(=O)-NR'-, -C(=O)-, -C(=O)-O-, -C(=O)-NR'-, -SO2-, -SO2NR'-, -C(OR')R'-, or - a group represented by C(OR')(-)2, In the formula, R' is independently a hydrogen atom or a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent, X 2 It is a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent.

6. The dilution agent according to any one of claims 1 to 5, characterized in that: X is -O-C(=O)-NR'-, -C(=O)-NR'-, -SO2NH-, -C(OR')R'-, or -C(OR')(-)2, In the formula, R' is a hydrogen atom or a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent.

7. The expelling agent according to any one of claims 1 to 6, characterized in that: The compound α is an alkyl group which may have a hydroxyl group.

8. The expelling agent according to any one of claims 1 to 7, characterized in that: The dispersant is a dispersion or solution containing water, an organic solvent, or a mixture of water and an organic solvent.

9. The dilution agent according to any one of claims 1 to 8, characterized in that: The invention comprises at least one selected from the group consisting of polysaccharides, paper strength enhancers, aggregating agents, fixing agents, yield enhancers, coagulants, silicone waxes and blocked isocyanates.

10. The dilution agent according to any one of claims 1 to 9, characterized in that: The dispersing agent is a dispersing agent for fiber products.

11. The dilution agent according to any one of claims 1 to 9, characterized in that: The spreading agent is a spreading agent for paper products.

12. The expelling agent according to any one of claims 1 to 11, characterized in that: The expelling agent does not contain fluorine atoms.

13. A fiber product, characterized in that: The fiber product is treated with the repellent according to any one of claims 1 to 12.

14. A paper product, characterized in that: The paper product is treated with the expelling agent according to any one of claims 1 to 12.

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