Compound, composition, surface treatment agent, article, and method for producing article

Abstract

The purpose of the present invention is to provide: a novel compound which is useful as a surface treatment agent that is capable of forming, on a base material, a surface treatment layer that has excellent water repellency and wear resistance; and the like.　Disclosed is a compound which contains deuterium and group 1 described below, wherein the ratio of the deuterium to light hydrogen is 0.1% by mole or more. Group 1: -Si(R2)nL3-n In group 1, each R1 independently represents a hydrocarbon group, each L independently represents a group having a hydrolyzable group, and n is an integer of 0 to 2.

Description

Compound, composition, surface treatment agent, article, and method for manufacturing article

[0001] The present disclosure relates to compounds, compositions, surface treatments, articles, and methods for making articles.

[0002] In recent years, there has been a demand for technologies that make surfaces of articles less susceptible to fingerprints and that make them easier to remove stains, in order to improve performance such as appearance and visibility. As a specific method, a method of performing a surface treatment on the surface of an article using a surface treatment agent is known.

[0003] For example, Patent Document 1 describes a composition containing an organosilicon compound having at least one trialkylsilyl group and two or more hydrolyzable silicon groups, and a metal compound in which at least one hydrolyzable group is bonded to a metal atom. Patent Document 2 describes a specific siloxane group-containing silane compound having a divalent linear organopolysiloxane group and a hydrolyzable silyl group.

[0004] JP 2017-119849 A International Publication No. 2023 / 017830

[0005] Further improvements in surface treatment agents are required from the viewpoint of liquid repellency and the like.

[0006] The present disclosure has been made in consideration of the above circumstances, and aims to provide a novel compound capable of forming a surface treatment layer with excellent liquid repellency, a composition and surface treatment agent containing the novel compound, an article having a surface treatment layer with excellent liquid repellency, and a method for manufacturing the same.

[0007] The present disclosure includes the following aspects. [1] A compound containing deuterium and the following group 1, wherein the ratio of the deuterium to the protium is 0.1 mol % or more. Group 1: —Si(R １ ) ｎ L ３－ｎ However, R １ are each independently a hydrocarbon group, each L is independently a hydrolyzable group, a group having a hydrolyzable group, or a hydroxyl group, and n is an integer of 0 to 2. [2] The compound according to [1], which contains at least one of the deuterium atoms as the structure of the following group 2 or group 3. Group 2: -Si(CE ｂ１ H３－ｂ１ ) ａ１ (R ２ ) ２－ａ１ -O- Group 3: -M １ (CE ｂ２ H ３－ｂ２ ) ａ２ (R ２ ) ２－ａ２ -(Q) ｒ１ -R １０ provided that each E is independently D or T; ２ are each independently a hydrocarbon group; R １０ represents a hydrocarbon group, a trialkylsilyl group, a linear organopolysiloxane group, a cyclic organopolysiloxane group, or a cage-shaped organopolysiloxane group, and the hydrogen atoms in these groups may be deuterium atoms; Q represents -O- or -OC(=O)-; M １ is Si, Sn, or Ge; r1 is 0 or 1; a1 is 1 or 2; b1 is 1, 2, or 3; a2 is 1 or 2; and b2 is 1, 2, or 3. [3] The compound according to [2], wherein the structure of Group 2 or Group 3 is represented by Group 2a or Group 3a below. Group 2a: -Si(CD ３ ) ２ -O- Group 3a: -M １ (CD ３ ) ３ However, M １ is Si, Sn, or Ge. [4] A compound represented by the following formula (1a) or the following formula (2a): [{R １１ -(Q) ｒ１} ｕ１ - (M １１ ) ｒ１１ -(Q) ｒ２ -Z １ ] ｐ１ A １１ -G ｑ１ ...(1a) G ｑ１ -A １２ [Z １ -(Q) ｒ１ - (M １２ ) ｒ１２ -(Q) ｒ２ -Z １ ]A １２ -G ｑ１...(2a) where R １１ are each independently the following Group 3, or a hydrocarbon group, a trialkylsilyl group, a linear organopolysiloxane group, a cyclic organopolysiloxane group, or a cage-shaped organopolysiloxane group, and the hydrogen atoms in these groups may be deuterium atoms; M １１ are each independently Si, Sn, or Ge, or a group containing a partial structure in which 2 to 5 atoms selected from Si, Sn, and Ge are linked together, and M １２ are each independently a group containing a partial structure in which 2 to 5 atoms selected from Si, Sn, and Ge are linked together, Q is each independently -O- or -OC(=O)-, u1 is M １１ is 3 when is Si, Sn or Ge, and u1 is M １１ is a group containing a partial structure in which 2 to 5 atoms selected from Si, Sn, and Ge are linked together, or when r11 is 0, it is 1, each r1 is independently 0 or 1, each r2 is independently 0 or 1, each r11 is independently 0 or 1, each r12 is independently 0 or 1, when r11 is 0, r1+r2 is 0 or 1, when r12 is 0, r1+r2 is 0 or 1, Z １ are each independently an alkylene group, a polyalkylene oxide group, an organopolysiloxane group, an organopolysiloxane group containing the following group 2, a combination of an alkylene group and an organopolysiloxane group, or a combination of an alkylene group and an organopolysiloxane group containing the following group 2, １１ represents a single bond or a (p1+q1)-valent linking group, １２ are each independently a single bond or a (1+q1)-valent linking group; G is the following Group 1; p1 and q1 are each independently an integer of 1 or more; Group 1 is -Si(R １ ) ｎ L ３－ｎ and Group 2 is —Si(CE ｂ１ H ３－ｂ１ ) ａ１ (R ２ ) ２－ａ１ -O-, and group 3 is -M １(CE ｂ２ H ３－ｂ２ ) ａ２ (R ２ ) ２－ａ２ -(Q) ｒ１ -R １０ and R １ are each independently a hydrocarbon group, L is each independently a hydrolyzable group, a group having a hydrolyzable group, or a hydroxyl group, n is an integer of 0 to 2, E is each independently D or T, R ２ are each independently a hydrocarbon group; R １０ represents a hydrocarbon group, a trialkylsilyl group, a linear organopolysiloxane group, a cyclic organopolysiloxane group, or a cage-shaped organopolysiloxane group, and the hydrogen atoms in these groups may be deuterium atoms; M １ is Si, Sn or Ge, a1 is 1 or 2, b1 is 1, 2 or 3, a2 is 1 or 2, and b2 is 1, 2 or 3, provided that in formula (1a), R １１ At least one of R １１ and Z １ at least one of the formulas (2a) contains an organopolysiloxane group containing group 2; １ At least one of the above formulas contains an organopolysiloxane group containing Group 2. [5] A compound represented by the following formula (1b) or the following formula (2b): [{R １１ -(Q) ｒ１} ｕ２ - (M ２１ ) ｒ２１ -Z １ ] ｐ１ A １１ -G ｑ１ ... (1b) G ｑ１ -A １２ -Z ２ -A １２ -G ｑ１ ...(2b) where R １１are each independently the following Group 3, or a hydrocarbon group, a trialkylsilyl group, a linear organopolysiloxane group, a cyclic organopolysiloxane group, or a cage-shaped organopolysiloxane group, and the hydrogen atoms in these groups may be deuterium; each Q is independently -O- or -OC(=O)-; each r1 is independently 0 or 1; M ２１ is Si, Sn, or Ge; r21 is 0 or 1; u2 is 1 when r21 is 0, and 3 when r21 is 1; Z １ are each independently an alkylene group, a polyalkylene oxide group, an organopolysiloxane group, an organopolysiloxane group containing the following group 2, a combination of an alkylene group and an organopolysiloxane group, or a combination of an alkylene group and an organopolysiloxane group containing the following group 2, and Z ２ is an organopolysiloxane group containing the following group 2, or a combination of an alkylene group and an organopolysiloxane group containing the following group 2, １１ represents a single bond or a (p1+q1)-valent linking group, １２ are each independently a single bond or a (1+q1)-valent linking group, G is the following Group 1, p1 and q1 are each independently an integer of 1 or more, and Group 1 is -Si(R １ ) ｎ L ３－ｎ and Group 2 is —Si(CE ｂ１ H ３－ｂ１ ) ａ１ (R ２ ) ２－ａ１ -O-, and group 3 is -M １ (CE ｂ２ H ３－ｂ２ ) ａ２ (R ２ ) ２－ａ２ -(Q) ｒ１ -R １０ and R １ are each independently a hydrocarbon group, L is each independently a hydrolyzable group, a group having a hydrolyzable group, or a hydroxyl group, n is an integer of 0 to 2, E is each independently D or T, R ２are each independently a hydrocarbon group; R １０ represents a hydrocarbon group, a trialkylsilyl group, a linear organopolysiloxane group, a cyclic organopolysiloxane group, or a cage-shaped organopolysiloxane group, and a hydrogen atom in these groups may be substituted by E; M １ is Si, Sn or Ge, a1 is 1 or 2, b1 is 1, 2 or 3, a2 is 1 or 2, and b2 is 1, 2 or 3, provided that in formula (1b), R １１ At least one of R １１ and Z １ At least one of the Z groups contains an organopolysiloxane group containing Group 2. [6] １ are each independently a group represented by the following formula (3): -{Si(R Ｅ１ ) ２ -O} ｓ１ -Si(R Ｅ１ ) ２ -(O) ｓ２ - (R ２１ ) ｓ３ - ... (3) However, R Ｅ１ are each independently a hydrocarbon group in which a hydrogen atom may be deuterium; R ２１ is an alkylene group, s1 is an integer of 0 to 500, s2 is 0 or 1, and s3 is 0 or 1. [7] The Z ２ is a group represented by the following formula (4): ２１ ) ｓ３ -(O) ｓ２ -{Si(R Ｅ１ ) ２ -O} ｓ１ -Si(R Ｅ１ ) ２ -(O) ｓ２ - (R ２１ ) ｓ３ - ... (4) However, R Ｅ１ are each independently a hydrocarbon group in which a hydrogen atom may be deuterium; R ２１are each independently an alkylene group, s1 is an integer of 0 to 500, s2 is each independently 0 or 1, and s3 is each independently 0 or 1. [8] A compound represented by the following formula (1c) or the following formula (2c): [R １１ -(O) ｒ１ -{Si(R ４ ) ２ -O} ｓ１－ｓ４ · {Si(CE ｂ１ H ３－ｂ１ ) ａ１ (R ２ ) ２－ａ１ -O} ｓ４ -Si(R ４ ) ２ -(O) ｓ２ - (R ２１ ) ｓ３ ] ｐ１ A １１ -G ｑ１ ...(1c) G ｑ１ -A １２ [(R ２１ ) ｓ３ -(O) ｓ２ -{Si(R ４ ) ２ -O} ｓ１－ｓ５ · {Si(CE ｂ１ H ３－ｂ１ ) ａ１ (R ２ ) ２－ａ１ -O} ｓ５ -Si(R ４ ) ２ -(O) ｓ２ - (R ２１ ) ｓ３ ]A １２ -G ｑ１ ...(2c) where R １１ are each independently a hydrocarbon group, a trialkylsilyl group, a linear organopolysiloxane group, a cyclic organopolysiloxane group, a cage-shaped organopolysiloxane group, or the following group 3, ４ are each independently a hydrocarbon group, E is each independently D or T, R ２１are each independently an alkylene group, r1 is each independently 0 or 1, a1 is 1 or 2, b1 is 1, 2 or 3, s1 is an integer of 0 to 500, s2 is each independently 0 or 1, s3 is each independently 0 or 1, s4 is an integer of 0 to s1, and R １１ When A is a group other than Group 3, it is an integer of 1 or more, s5 is an integer of 1 to s1, １１ represents a single bond or a (p1+q1)-valent linking group, １２ are each independently a single bond or a (1+q1)-valent linking group; G is the following Group 1; p1 and q1 are each independently an integer of 1 or more; Group 1 is -Si(R １ ) ｎ L ３－ｎ and group 3 is -M １ (CE ｂ２ H ３－ｂ２ ) ａ２ (R ２ ) ２－ａ２ -(Q) ｒ１ -R １０ and R １ are each independently a hydrocarbon group, L is each independently a hydrolyzable group, a group having a hydrolyzable group, or a hydroxyl group, n is an integer of 0 to 2, E is each independently D or T, R ２ are each independently a hydrocarbon group; R １０ represents a hydrocarbon group, a trialkylsilyl group, a linear organopolysiloxane group, a cyclic organopolysiloxane group, or a cage-shaped organopolysiloxane group, and a hydrogen atom in these groups may be substituted by E; M １is Si, Sn, or Ge, a2 is 1 or 2, and b2 is 1, 2, or 3. [9] The compound according to [8], wherein s1 is an integer of 1 or more.

[10] The compound according to [8] or [9], wherein s3 is 1.

[11] The compound according to any one of [8] to

[10] , wherein p1 is an integer of 1 to 4.

[12] The compound according to any one of [8] to

[11] , wherein each q1 is independently an integer of 1 to 4.

[13] A composition comprising the compound according to any one of [1] to

[12] and a liquid medium.

[14] A surface treatment agent comprising the compound according to any one of [1] to

[12] .

[15] A surface treatment agent comprising the compound according to any one of [1] to

[12] and a liquid medium.

[16] A method for producing an article, comprising surface-treating a substrate with a surface treatment agent containing the compound according to any one of [1] to

[12] , to produce an article having a surface-treated layer formed on the substrate.

[17] An article comprising a substrate and a surface-treated layer disposed on the substrate and surface-treated with a surface treatment agent containing the compound according to any one of [1] to

[12] .

[18] The article according to

[17] , which is an optical member.

[19] The article according to

[17] or

[18] , which is a display or a touch panel.

[0008] According to one embodiment of the present disclosure, there can be provided a novel compound capable of forming a surface treatment layer having excellent liquid repellency, a composition and a surface treatment agent containing the novel compound, an article having a surface treatment layer having excellent liquid repellency, and a method for manufacturing the same.

[0009] In the present specification, a numerical range indicated using "to" includes the numerical values ​​before and after "to" as the minimum and maximum values, respectively. In the numerical ranges described in stages in the present specification, the upper or lower limit value described in one numerical range may be replaced with the upper or lower limit value of another staged numerical range. Furthermore, in the numerical ranges described in the present specification, the upper or lower limit value of the numerical range may be replaced with a value shown in the Examples. In the present specification, the "surface treatment layer" means a layer formed on the surface of a substrate by surface treatment. In the present specification, when a compound or group is represented by a specific formula (X), the compound or group represented by the formula (X) may be referred to as compound (X) or compound X, and group (X) or group X, respectively. In the present specification, "heuterium" is a collective term for deuterium (D) and tritium (T), and (E) may be used as an abbreviation. "Proton" refers to a hydrogen atom whose nucleus has one proton ( １ H). In this specification, "Me" may mean a methyl group, "Et" may mean an ethyl group, and "n-Bu" may mean an n-butyl group. When the same symbol is present in one chemical formula, the same symbol may have the same structure as each other, or may have different structures within the specified range. The bonding direction of a divalent group represented in this specification is not limited unless otherwise specified. For example, when Y is -COO- in a compound represented by the formula "X-Y-Z", Y may be -CO-O- or may be -O-CO-. Furthermore, the above compound may be "X-CO-O-Z" or "X-O-CO-Z".

[0010] [Compound] The compound of the present disclosure contains deuterium and the following group 1, and the ratio of the deuterium to the proton is 0.1 mol % or more. Group 1: —Si(R １ ) ｎ L ３－ｎ However, R １ are each independently a hydrocarbon group; each L is independently a hydrolyzable group, a group having a hydrolyzable group, or a hydroxyl group; and n is an integer of 0 to 2.

[0011] When the compound of the present disclosure is used as a surface treatment agent, a surface treatment layer with excellent liquid repellency can be formed. The reason for this is unclear, but is presumed to be as follows. The present compound containing the above group 1 has high adhesion between the group 1 and a substrate, and can form a surface treatment layer with excellent durability on the substrate. Furthermore, it is presumed that the present compound containing deuterium at a ratio exceeding the natural abundance ratio reduces surface tension due to the deuterium isotope effect. As a result, a surface treatment layer with excellent liquid repellency (water repellency and oil repellency) is formed.

[0012] <Group 1> The compound of the present disclosure contains the above-mentioned Group 1. The compound may contain only one Group 1, or may contain two or more Groups 1. For example, the number of Groups 1 may be 1 to 18, 2 to 12, or 2 to 8. Group 1 is a monovalent group and is therefore located at the terminal of the compound. Group 1: -Si(R １ ) ｎ L ３－ｎ R １ are each independently a hydrocarbon group; each L is independently a hydrolyzable group, a group having a hydrolyzable group, or a hydroxyl group; and n is an integer of 0 to 2.

[0013] When a molecule contains a plurality of groups 1, the groups 1 may be the same or different from each other. From the viewpoint of availability of raw materials and ease of production of the compound, it is preferable that the groups 1 are the same.

[0014] R １ R is a hydrocarbon group. Examples of the hydrocarbon group include an alkyl group, a cycloalkyl group, an alkenyl group, and an allyl group. From the viewpoint of ease of synthesis, a saturated hydrocarbon group is preferred, and an alkyl group is more preferred. １ The number of carbon atoms is preferably 1 to 6, more preferably 1 to 3, and even more preferably 1 or 2.

[0015] Each L is independently a hydrolyzable group, a group having a hydrolyzable group, or a hydroxyl group. A hydrolyzable group is a group that becomes a hydroxyl group through a hydrolysis reaction. That is, a hydrolyzable silyl group represented by Si-L becomes a silanol group represented by Si-OH through a hydrolysis reaction. The silanol groups further react with each other to form Si-O-Si bonds. Furthermore, the silanol groups can undergo a dehydration condensation reaction with silanol groups derived from oxides present on the surface of the substrate to form Si-O-Si bonds.

[0016] Examples of hydrolyzable groups include an alkoxy group, an aryloxy group, a halogen atom, an acyl group, an acyloxy group, and an isocyanato group (-NCO). The alkoxy group preferably has 1 to 6 carbon atoms, and more preferably has 1 to 4 carbon atoms. The aryloxy group is preferably an aryloxy group having 3 to 10 carbon atoms. However, the aryl group of the aryloxy group may be a heteroaryl group. The halogen atom is preferably a chlorine atom. The acyl group is preferably an acyl group having 1 to 6 carbon atoms. The acyloxy group is preferably an acyloxy group having 1 to 6 carbon atoms. The alkylene oxide-modified alkoxy group is preferably -(O-R ６１ ) ｎ１１ -L １ (However, R ６１ is an alkylene group having 1 to 10 carbon atoms, and L １ is an alkoxy group having 1 to 6 carbon atoms, and n11 is an integer of 1 to 6), and among these, groups represented by R ６１ is preferably an alkylene group having 1 to 6 carbon atoms, and n11 is preferably 1.

[0017] The group having a hydrolyzable group may be, for example, any of the groups having a hydrolyzable group exemplified above. Ａ -L Ｂ is preferred. Ａ is an alkylene group, and L Ｂ is a hydrolyzable group. The alkylene group preferably has 1 to 10 carbon atoms. Ｂ The hydrolyzable group represented by the formula (I) has the same meaning as the hydrolyzable group represented by the formula (I), and the preferred embodiments are also the same. Specific examples of the group having a hydrolyzable group include -O-CH ２ CH２ -OCH ３ Examples include:

[0018] Among these, from the viewpoint of ease of production of the compound, L is preferably an alkoxy group having 1 to 4 carbon atoms, an alkylene oxide-modified alkoxy group, or a halogen atom. L is preferably an alkoxy group having 1 to 4 carbon atoms, more preferably an ethoxy group or a methoxy group, from the viewpoint of less outgassing during coating and better storage stability of the compound.

[0019] n is an integer of 0 to 2, preferably 0 or 1, and more preferably 0. The presence of a plurality of Ls strengthens the adhesion of the surface treatment layer to the substrate. When n is 1 or less, the plurality of Ls present in one molecule may be the same or different from each other. From the viewpoint of the ease of obtaining raw materials and the ease of manufacturing the compound, it is preferable that the plurality of Ls are the same. When n is 2, the plurality of Rs present in one molecule may be the same or different from each other. １ may be the same or different from each other. From the viewpoint of availability of raw materials and ease of production of the compound, it is preferable to use a plurality of R １ are preferably the same.

[0020] Specific examples of Group 1 include —Si(OCH ３ ) ３ , -SiCH ３ (OCH ３ ) ２ , -Si(OCH ２ CH ３ ) ３ , -SiCl ３ , -Si(OCOCH ３ ) ３ , —Si(NCO) ３ , -Si(OCH ２ CH ２ OCH ３ ) ３ Examples include:

[0021] <Deuterium> The compound of the present disclosure contains deuterium, and the ratio (E / H) of deuterium (E) to hydrogen (H) is 0.1 mol% or more. By performing surface treatment with the present compound containing deuterium, a surface treatment layer with excellent liquid repellency can be obtained. From the viewpoint of liquid repellency, the E / H is preferably 0.5 mol% or more, more preferably 0.8 mol% or more. Meanwhile, the E / H is usually 50 mol% or less, and a sufficient effect is obtained even if it is 20 mol% or less, or even 10 mol% or less. The deuteration rate is determined by the ratio of the target compound. ２ The deuterium concentration can be calculated from the results of H-NMR measurements. In addition, when the position of deuterium in a compound is specified, a method of site-specific natural isotope fractionation-nuclear magnetic resonance (SNIF-NMR) can be used.

[0022] In order to form a surface treatment layer with better liquid repellency, it is preferable that deuterium is contained in the structure of the following group 2 or group 3. Group 2 is -Si(CE ｂ１ H ３－ｂ１ ) ａ１ (R ２ ) ２－ａ１ -O- group 3 is -M １ (CE ｂ２ H ３－ｂ２ ) ａ２ (R ２ ) ２－ａ２ -(Q) ｒ１ -R １０ provided that each E is independently D or T; ２ are each independently a hydrocarbon group; R １０ represents a hydrocarbon group, a trialkylsilyl group, a linear organopolysiloxane group, a cyclic organopolysiloxane group, or a cage-shaped organopolysiloxane group, and a hydrogen atom in these groups may be substituted by E; Q represents -O- or -OC(=O)-; M １ is Si, Sn or Ge; r1 is 0 or 1; a1 is 1 or 2; b1 is 1, 2 or 3; a2 is 1 or 2; and b2 is 1, 2 or 3.

[0023] <Group 2> Group 2: -Si(CE ｂ１ H ３－ｂ１ ) ａ１ (R２ ) ２－ａ１ The compound may contain only one or more of the above-mentioned —O— group 2. When the compound has two or more groups 2, the plurality of groups 2 may be linked together.

[0024] R ２ R is a hydrocarbon group. Examples of the hydrocarbon group include an alkyl group, a cycloalkyl group, an alkenyl group, and an allyl group. From the viewpoint of ease of synthesis, a saturated hydrocarbon group is preferred, and an alkyl group is more preferred. ２ The number of carbon atoms in —CH is preferably 1 to 6, more preferably 1 to 3, and particularly preferably —CH ３ or -CH ２ CH ３ is preferred.

[0025] Each E is independently D or T, and D is preferred in terms of the stability of the compound. b1 represents the number of E, and from the viewpoint of liquid repellency, b1 is preferably 2 to 3, more preferably 3. Furthermore, a1 is (CE ｂ１ H ３－ｂ１ ) and a1 is preferably 2 in terms of excellent liquid repellency.

[0026] CE ｂ１ H ３－ｂ１ A specific example of this is CD ３ , CDs ２ H, CDH ２ , C.T. ３ , C.T. ２ H, CTH ２ , CDs ２ T, CDT ２ , CDTH, and CD ３ , CDs ２ H, CDH ２ is preferred, and CD ３ is more preferred.

[0027] Specific examples of group 2 include -Si(CD ３ ) ２ -O-, -Si(CD ３ ) (CH ３ )-O-,-Si(CD ３ ) (CH ２ CH ３ )-O-.

[0028] The Si-side bond of group 2 is CE ｂ１ H ３－ｂ１ In this case, group 2 may be linked to (CE ｂ１ H ３－ｂ１ ) ３ The terminal is represented by Si—O—. Specific examples of the group 2 that constitutes the terminal include (CD ３ ) ３ Examples thereof include Si—O—.

[0029] Group 2 may be contained in an organopolysiloxane group. Examples of organopolysiloxane groups containing Group 2 include Group (A1). However, R Ｅ１ are each independently CE ｂ３ H ３－ｂ３ or R ２ and R Ｅ１ At least one of them is CE ｂ３ H ３－ｂ３ wherein b3 is 1, 2, or 3; k1 is a number of 1 or more; and t1 is 0 or 1.

[0030] R ２ and E are as described above. From the viewpoint of liquid repellency, b3 is preferably 2 to 3, and more preferably 3. k1 may be 1 or more, and is preferably 2 to 500, and more preferably 3 to 300. Specific examples of organopolysiloxane groups containing group 2 include -Si(CD ３ ) ２ OSi (CD ３ ) ２ O-, -Si(CD ３ ) ２ OSi (CD ３ ) ２ OSi (CD ３ ) ２ O- is an example.

[0031] The group 2 is preferably the following group 2a, from the viewpoint of having better liquid repellency. Group 2a: —Si(CD ３ ) ２ -O-

[0032] <Group 3> Group 3: -M １ (CE ｂ２ H ３－ｂ２ ) ａ２ (R ２ )２－ａ２ -(Q) ｒ１ -R １０ The compound may contain only one or two or more of the above group 3. The group 3 is a monovalent group and is located at the terminal.

[0033] R ２ and E are the same as those described for Group 2. From the viewpoint of liquid repellency, b2 is preferably 2 to 3, more preferably 3. From the viewpoint of liquid repellency, a2 is preferably 2. Q is -O- or -OC(=O)-, and when r1 is 0, M １ and R １０ and are directly bonded.

[0034] R １０ is a hydrocarbon group, a trialkylsilyl group, a linear organopolysiloxane group, a cyclic organopolysiloxane group, or a cage-shaped organopolysiloxane group, and the hydrogen atoms in these groups may be deuterium.

[0035] Examples of the hydrocarbon group include an alkyl group, a cycloalkyl group, and an aryl group. From the viewpoint of ease of synthesis, a saturated hydrocarbon group is preferred, and an alkyl group is more preferred. １０ The number of carbon atoms in R is preferably 1 to 8, more preferably 1 to 4, and even more preferably 1 or 2. １０ Specific examples of the hydrocarbon group in ３ , -CH ２ CH ３ , -C(CH ３ ) ３ , -CD ３ , -CD ２ CD ３ , -C(CD ３ ) ３ Examples include:

[0036] The trialkylsilyl group is —SiR ４０ ３ Preferably, R ４０ are each independently a hydrocarbon group. ４０ The hydrocarbon group in R is preferably an alkyl group or an aryl group, and more preferably an alkyl group. ４０ The number of carbon atoms in R is preferably 1 to 6, more preferably 1 to 4, and even more preferably 1 or 2.４０ Specific examples of the hydrocarbon group in ３ , -CH ２ CH ３ , -C(CH ３ ) ３ , -CD ３ , -CD ２ CD ３ , -C(CD ３ ) ３ In addition, when Q is -O- and R １０ is a trialkylsilyl group, QR １０ is a trialkylsilyloxy group.

[0037] The linear organopolysiloxane group is preferably the following group (A2). However, R ５ are each independently a hydrocarbon group, and t2 is a number of 1 or more.

[0038] R ５ The hydrocarbon group of R is preferably an alkyl group or an aryl group, and more preferably an alkyl group. ５ The number of carbon atoms in R is preferably 1 to 6, more preferably 1 to 4, and even more preferably 1 or 2. ５ Specific examples of the hydrocarbon group in ３ , -CH ２ CH ３ , -C(CH ３ ) ３ , -CD ３ , -CD ２ CD ３ , -C(CD ３ ) ３ k2 is not limited as long as it is 1 or more, and is preferably 2 to 500, and more preferably 3 to 300.

[0039] The cyclic organopolysiloxane group is preferably the following group (A3). However, R ６ are each independently a hydrocarbon group, a hydrocarbon group having a substituent, or a trialkylsilyloxy group, and t3 is a number from 1 to 4.

[0040] R ６The hydrocarbon group in is preferably an alkyl group or an aryl group, more preferably an alkyl group. The alkyl group may be any of a linear alkyl group, a branched alkyl group, and a cyclic alkyl group, but a linear alkyl group is preferred. The number of carbon atoms in the alkyl group is preferably 1 to 10, more preferably 1 to 8, and even more preferably 1 to 4. The same applies to the alkyl group in the trialkylsilyloxy group. In the hydrocarbon group having a substituent, examples of the substituent include a halogen atom, a hydroxyl group, an alkoxy group, a trialkylsilyloxy group, a trialkylsilyl group, an amino group, a nitro group, a cyano group, a sulfonyl group, and a trifluoromethyl group. R ６ Specific examples of the group include -CH ３ , -CH ２ CH ３ , -C(CH ３ ) ３ , -CD ３ , -CD ２ CD ３ , -C(CD ３ ) ３ , —OSi(CH ３ ) ３ , -OSi(CD ３ ) ３ Examples include:

[0041] Specific examples of the cyclic organopolysiloxane group include the following groups, where hydrogen may be replaced by deuterium.

[0042]

[0043]

[0044] The cage-shaped organopolysiloxane group is preferably the following group (A4). However, R ７ are each independently a hydrocarbon group, a hydrocarbon group having a substituent, or a trialkylsilyloxy group.

[0045] R ７The hydrocarbon group in is preferably an alkyl group or an aryl group, more preferably an alkyl group. The alkyl group may be any of a linear alkyl group, a branched alkyl group, and a cyclic alkyl group, but a linear alkyl group is preferred. The number of carbon atoms in the alkyl group is preferably 1 to 10, more preferably 1 to 8, and even more preferably 1 to 4. The same applies to the alkyl group in the trialkylsilyloxy group. In the hydrocarbon group having a substituent, examples of the substituent include a halogen atom, a hydroxyl group, an alkoxy group, a trialkylsilyloxy group, a trialkylsilyl group, an amino group, a nitro group, a cyano group, a sulfonyl group, and a trifluoromethyl group. R ７ Specific examples of the group include -CH ３ , -CH ２ CH ３ , -C(CH ３ ) ３ , -CD ３ , -CD ２ CD ３ , -C(CD ３ ) ３ , —OSi(CH ３ ) ３ , -OSi(CD ３ ) ３ Examples include:

[0046] Specific examples of the cage-shaped organopolysiloxane group include the following groups, where the hydrogen may be replaced by deuterium.

[0047]

[0048] The group 3 is preferably represented by the following group 3a, in view of having better liquid repellency. Group 3a: -M １ (CD ３ ) ３ However, M １ is Si, Sn, or Ge. The compounds of the present disclosure will be described in more detail below by showing general formulas. However, for the same groups as those described above, detailed descriptions may be omitted after referring to the above.

[0049] <Compound (1a) and Compound (2a)> One embodiment of the compound of the present disclosure is a compound represented by the following formula (1a) or (2a): [{R １１ -(Q) ｒ１} ｕ１ - (M １１ ) ｒ１１ -(Q) ｒ２ -Z １ ] ｐ１ A １１ -G ｑ１ ...(1a) G ｑ１ -A １２ [Z １ -(Q) ｒ１ - (M １２ ) ｒ１２ -(Q) ｒ２ -Z １ ]A １２ -G ｑ１ ...(2a) where R １１ are each independently the following Group 3, or a hydrocarbon group, a trialkylsilyl group, a linear organopolysiloxane group, a cyclic organopolysiloxane group, or a cage-shaped organopolysiloxane group, and the hydrogen atoms in these groups may be deuterium atoms; M １１ are each independently Si, Sn, or Ge, or a group containing a partial structure in which 2 to 5 atoms selected from Si, Sn, and Ge are linked together, and M １２ are each independently a group containing a partial structure in which 2 to 5 atoms selected from Si, Sn, and Ge are linked together, Q is each independently -O- or -OC(=O)-, u1 is M １１ is 3 when is Si, Sn or Ge, and u1 is M １１ is a group containing a partial structure in which 2 to 5 atoms selected from Si, Sn, and Ge are linked together, or when r11 is 0, it is 1, each r1 is independently 0 or 1, each r2 is independently 0 or 1, each r11 is independently 0 or 1, each r12 is independently 0 or 1, when r11 is 0, r1+r2 is 0 or 1, when r12 is 0, r1+r2 is 0 or 1, Z １are each independently an alkylene group, a polyalkylene oxide group, an organopolysiloxane group, an organopolysiloxane group containing the following group 2, a combination of an alkylene group and an organopolysiloxane group, or a combination of an alkylene group and an organopolysiloxane group containing the following group 2, １１ represents a single bond or a (p1+q1)-valent linking group, １２ are each independently a single bond or a (1+q1)-valent linking group; G is the following Group 1; p1 and q1 are each independently an integer of 1 or more; Group 1 is -Si(R １ ) ｎ L ３－ｎ and Group 2 is —Si(CE ｂ１ H ３－ｂ１ ) ａ１ (R ２ ) ２－ａ１ -O-, and group 3 is -M １ (CE ｂ２ H ３－ｂ２ ) ａ２ (R ２ ) ２－ａ２ -(Q) ｒ１ -R １０ and R １ are each independently a hydrocarbon group, each L is independently a hydrolyzable group or a hydroxyl group, n is an integer of 0 to 2, each E is independently D or T, R ２ are each independently a hydrocarbon group; R １０ represents a hydrocarbon group, a trialkylsilyl group, a linear organopolysiloxane group, a cyclic organopolysiloxane group, or a cage-shaped organopolysiloxane group, and the hydrogen atoms in these groups may be deuterium atoms; M １ is Si, Sn or Ge, a1 is 1 or 2, b1 is 1, 2 or 3, a2 is 1 or 2, and b2 is 1, 2 or 3, provided that in formula (1a), R １１ At least one of R １１ and Z １ at least one of the formulas (2a) contains an organopolysiloxane group containing group 2; １At least one of the groups contains an organopolysiloxane group containing Group 2.

[0050] R １１ are each independently the following Group 3, or a hydrocarbon group, a trialkylsilyl group, a linear organopolysiloxane group, a cyclic organopolysiloxane group, or a cage-shaped organopolysiloxane group, which may contain deuterium. Of these, the hydrocarbon group, the trialkylsilyl group, the linear organopolysiloxane group, the cyclic organopolysiloxane group, and the cage-shaped organopolysiloxane group are the same as those of the above R １０ Group 3 is the same as above.

[0051] Each Q is independently —O— or —OC(═O)—, and when r1 or r2 is 0, it is a single bond.

[0052] M １１ are each independently Si, Sn, or Ge, or a group containing a partial structure in which 2 to 5 atoms selected from Si, Sn, and Ge are linked together. １１ The surface treatment layer using a compound containing M has excellent liquid repellency. １１ When is Si, Sn, or Ge, u1 is 3, and compound (1a) is represented by formula (1aa). １１ -(Q) ｒ１} ３ - (M １１ ) ｒ１１ -(Q) ｒ２ -Z １ ] ｐ１ A １１ -G ｑ１ ... (1aa) where the symbols in the formula are as defined above.

[0053] M １１ is a group containing a partial structure in which 2 to 5 atoms selected from Si, Sn, and Ge are linked together, u1 is 1, and compound (1a) is represented by formula (1ab). A compound represented by the following formula (1a) or the following formula (2a): [R １１ -(Q) ｒ１ - (M １１ ) ｒ１１ -(Q) ｒ２ -Z １ ] ｐ１ A１１ -G ｑ１ ...(1ab)

[0054] M in formula (1ab) １１ Specific examples of -MR include the following groups: where each M is independently Si, Sn, or Ge, each R is independently a hydrocarbon group, and hydrogen may be deuterium. ２ MR ２ -, -MR (MR ３ ) -, -MR ２ MR ２ MR ２ -, -MR (MR ３ ) MR ２ --, --MR ２ MR (MR ３ ) -, -M (MR ３ ) ２ -, -MR (MR ２ MR ３ ) -, -MR ２ MR ２ MR ２ MR ２ -, -MR (MR ３ ) MR ２ MR ２ --, --MR ２ MR (MR ３ ) MR ２ --, --MR ２ MR ２ MR (MR ３ ) -, -M (MR ３ ) ２ MR ２ --, --MR ２ M (MR ３ ) ２ -, -MR (MR ３ ) MR (MR ３ ) -, -M (MR ３ ) (MR ２ MR ３ ) -, -MR (MR ２ MR ２ MR ３ ) -, -MR ２ MR ２ MR ２ MR ２ MR ２ -, -MR (MR ３ ) MR ２ MR２ MR ２ -、-MR ２ MR(MR ３ )MR ２ MR ２ -、-MR ２ MR ２ MR(MR ３ )MR ２ -、-MR ２ MR ２ MR ２ MR(MR ３ )-、-MR(MR ３ )MR(MR ３ )MR ２ -、-MR ２ MR(MR ３ )MR(MR ３ )-、-MR(MR ３ )MR ２ MR(MR ３ )-、-M(MR ３ ) ２ MR ２ MR ２ -、-MR ２ M(MR ３ ) ２ MR ２ -、-MR ２ MR ２ MR(MR ３ ) ２ -、-MR(MR ２ MR ３ )MR ２ MR ２ -、-MR ２ MR(MR ２ MR ３ )MR ２ -、-MR ２ MR ２ MR(MR ２ MR ３ )-、-M(MR ３ )(MR ２ MR ３ )MR ２ -、-MR ２ M(MR ３ )(MR ２ MR ３ )-、-MR(MR ３ )MR(MR ３ ) ２ -、-MR(MR ３ )２ MR (MR ３ ) -, -MR (MR ３ ) MR (MR ２ MR ３ ) -, -MR (MR ２ MR ３ ) MR (MR ３ ) -, -MR (MR ２ MR ２ MR ３ ) MR ２ --, --MR ２ MR (MR ２ MR ２ MR ３ ) -, -MR (MR ２ MR ２ MR ２ MR ３ ) -, -MR (MR ３ ) (MR ２ MR ２ MR ３ ) -, -MR (MR ２ MR ３ ) ２ -.

[0055] M １１ The multiple M's in the compound may be the same or different, but from the viewpoint of ease of production, they are preferably the same, and more preferably Si. １１ The number of M in R may be 2 to 5, and from the viewpoint of ease of production, 2 to 4 is preferred, and 2 is more preferred. Examples of the hydrocarbon group in R include an alkyl group, a cycloalkyl group, and an aryl group, and from the viewpoint of ease of synthesis, a saturated hydrocarbon group is preferred, and an alkyl group is more preferred. The number of carbon atoms in R is preferably 1 to 8, more preferably 1 to 4, and even more preferably 1 to 2. Specific examples of the hydrocarbon group in R include -CH ３ , -CH ２ CH ３ , -C(CH ３ ) ３ , -CD ３ , -CD ２ CD ３ , -C(CD ３ ) ３ Examples include:

[0056] From the viewpoint of liquid repellency and ease of production, M １１Examples of the compound include -Si(CH ３ ) ２ Si(CH ３ ) ２ -, -Si(CD ３ ) ２ Si(CD ３ ) ２ -, -Si(CH ３ ) ２ Si(CD ３ ) ２ -, -Sn(CH ３ ) ２ Sn(CH ３ ) ２ -, -Sn(CD ３ ) ２ Sn(Cd ３ ) ２ -, -Sn(CH ３ ) ２ Sn(Cd ３ ) ２ -, -Ge(CH ３ ) ２ Ge(CH ３ ) ２ -, -Ge(CD ３ ) ２ Ge(Cd ３ ) ２ -, -Ge(CH ３ ) ２ Ge(Cd ３ ) ２ - is more preferable.

[0057] M １２ are each independently a group containing a partial structure in which 2 to 5 atoms selected from Si, Sn, and Ge are linked together. １１ It is similar to that in

[0058] r11 is 0 or 1. When r11 is 0, u1 is 1, and r1 + r2 is 0 or 1. That is, when r11 is 0, compound (1a) is represented by formula (1ac). [{R １１ -(Q) ｒ４ -Z １ ] ｐ１ A １１ -G ｑ１ ...(1ac) where r4 is 0 or 1, and the other symbols are as described above.

[0059] r12 is 0 or 1. When r12 is 0, r1+r2 is 0 or 1. That is, when r12 is 0, compound (2a) is represented by formula (2aa). G ｑ１ -A １２ [Z １ -(Q) ｒ４ -Z １ ]A １２ -G ｑ１ ...(2aa) where r4 is 0 or 1, and the other symbols are as described above.

[0060] Z １ are each independently an alkylene group, a polyalkylene oxide group, an organopolysiloxane group, an organopolysiloxane group containing Group 2, a combination of an alkylene group and an organopolysiloxane group, or a combination of an alkylene group and an organopolysiloxane group containing Group 2.

[0061] Z １ The alkylene group in Z may have one or more carbon atoms, and from the viewpoint of water repellency, the number of carbon atoms is preferably two or more, and more preferably four or more. The upper limit of the number of carbon atoms in the alkylene group is not particularly limited, but is, for example, 30 or less, and preferably 24 or less. １ The alkylene group in may be any of linear, branched, and cyclic, preferably linear or branched, and more preferably linear.

[0062] The polyalkylene oxide group is preferably the following group (A5): *-(R ４２ O) ｎ１２ - (R ４２ ) ｎ１３ -** ... (A5) However, R ４２ are each independently an alkylene group having 1 to 10 carbon atoms, n12 is an integer of 1 to 200, n13 is 0 or 1, * is a bond on the Q side, ** is A １１ or A １２ It is a bond on the R side. ４２ In view of ease of production, the alkylene group preferably has 1 to 4 carbon atoms, more preferably 1 or 2. In view of ease of production, n12 is preferably 3 to 200, more preferably 5 to 150.

[0063] The organopolysiloxane group is preferably the following group (A6). However, R ８ are each independently a hydrocarbon group, k6 is an integer of 1 or more, j6 is 0 or 1, * is a bond on the Q side, ** is A １１ or A １２ It is a bond on the R side. ８ Examples of the hydrocarbon group in R include an alkyl group, a cycloalkyl group, an alkenyl group, and an allyl group. From the viewpoint of ease of synthesis, a saturated hydrocarbon group is preferred, and an alkyl group is more preferred. ８ The number of carbon atoms in —CH is preferably 1 to 6, more preferably 1 to 3, and particularly preferably —CH ３ or -CH ２ CH ３ It is sufficient that k6 is 1 or more, and it is preferably 2 to 500, and more preferably 3 to 300.

[0064] The organopolysiloxane group containing group 2 is preferably group (A1) explained above in the section on <Group 2>.

[0065] Examples of the combination of an alkylene group and an organopolysiloxane group, and the combination of an alkylene group and an organopolysiloxane group containing Group 2 include the following groups (B1) to (B4): *-R Ｓｉ -Ak １ -**...(B1) *-Ak １ -R Ｓｉ -**...(B2) *-Ak １ -R Ｓｉ -Ak １ -**...(B3) *-R Ｓｉ -Ak １ -R Ｓｉ -** ... (B4) where Ak １ are each independently an alkylene group, and R Ｓｉ are each independently the group (A1) or the group (A6), * represents a bond on the Q side, ** represents A １１ or A １２ It is the connecting hand on the side.

[0066] Ak １The alkylene group in Ak may have one or more carbon atoms, and from the viewpoint of water repellency, the number of carbon atoms is preferably two or more, and more preferably four or more. The upper limit of the number of carbon atoms in the alkylene group is not particularly limited, but is, for example, 30 or less, and preferably 24 or less. １ The alkylene group in the formula (I) is preferably linear or branched, more preferably linear.

[0067] As for the combination of an alkylene group and an organopolysiloxane group, or the combination of an alkylene group and an organopolysiloxane group containing Group 2, from the viewpoint of water repellency, the group (B1), the group (B3), or the group (B4) is preferred, the group (B1) or the group (B4) is more preferred, and from the viewpoint of ease of production, the group (B1) is even more preferred.

[0068] A １１ is a single bond or a (p1+q1)-valent linking group. １２ is a single bond or a (1+q1)-valent linking group. １１ We will explain the following. １２ is the following A １１ In the explanation, it is understood that p1 is limited to 1.

[0069] A １１ is any group that does not impair the effects of the present disclosure, and examples thereof include alkylene groups that may have an etheric oxygen atom or a divalent organopolysiloxane group, carbon atoms, nitrogen atoms, silicon atoms, divalent to octavalent organopolysiloxane groups, and —Si(R １ ) ｎ L ３－ｎ (Group 1) except for Z １ A １１ When the terminal on the side bonding to A is an alkylene group, １１ Z １ The terminal on the side bonding to Z is not an alkylene group. １ When A is a polyalkylene oxide group, １１ Z １ The terminal on the side bonding to the alkylene group is not an alkylene oxide group.

[0070] Also, A１１ may be any of the groups (g2-1) to (g2-14) described below.

[0071] p1 is an integer of 1 or more. In order to improve the water repellency of the surface treatment layer, p1 is preferably 1 to 6, and more preferably 1 to 4.

[0072] q1 is an integer of 1 or more. In order to provide a surface treatment layer with better abrasion resistance, q1 is preferably 1 to 15, more preferably 1 to 6, even more preferably 2 to 4, and particularly preferably 2 or 3.

[0073] A in formula (1a) １１ -G ｑ１ The group represented by the formula (3-1A) is preferably the group (3-1A) or the group (3-1B), and more preferably the group (3-1A).

[0074] -Q ａ -X ３１ (-Q ｂ -Si(R １ ) ｎ L ３－ｎ ) ｈ (-R ３１ ) ｉ …(3-1A) -Q ｃ - [CH ２ C (R ３２ ) (-Q ｄ -Si(R １ ) ｎ L ３－ｎ )] ｙ -R ３３ ...(3-1B) In addition, in the formula (3-1A) and the formula (3-1B), R １ , L, and n are defined as above.

[0075] In formula (3-1A), Q ａ is a single bond or a divalent linking group. １ A １１ When the terminal of the bonded side is an alkylene group, Q ａ Z １ The terminal on the side bonding to Z is not an alkylene group. １ When is a polyalkylene oxide group, Q ａ Z １The terminal on the side bonding to is not an alkylene oxide group. Examples of the divalent linking group include a divalent hydrocarbon group, a divalent heterocyclic group, —O—, —S—, and —SO ２ -, -N(R ｄ )-, -C(O)-, -Si(R ａ ) ２ - and groups obtained by combining two or more of these. The divalent hydrocarbon group may be a divalent saturated hydrocarbon group, a divalent aromatic hydrocarbon group, an alkenylene group, or an alkynylene group. The divalent saturated hydrocarbon group may be linear, branched, or cyclic, and examples thereof include alkylene groups. The alkylene group preferably has 1 to 30 carbon atoms, more preferably 1 to 20, still more preferably 4 to 20, and particularly preferably 5 to 15. Furthermore, the divalent aromatic hydrocarbon group preferably has 5 to 20 carbon atoms, and examples thereof include a phenylene group. In addition, the group may be an alkenylene group having 2 to 20 carbon atoms or an alkynylene group having 2 to 20 carbon atoms. The R ａ is an alkyl group (preferably having 1 to 10 carbon atoms) or a phenyl group. ｄ is a hydrogen atom or an alkyl group (preferably having 1 to 10 carbon atoms). Examples of groups formed by combining two or more of these groups include -OC(O)-, -C(O)O-, -C(O)S-, and -C(O)N(R ｄ ) -, -N(R ｄ )C(O)-,-N(R ｄ )C(O)N(R ｄ ) -, -N(R ｄ )C(O)O-, -OC(O)N(R ｄ ) -, -SO ２ N (R ｄ ) -, -N(R ｄ ) SO ２ -, -C(O)N(R ｄ an alkylene group having —N(R ｄ )C(O)-, an alkylene group having —OC(O)N(R ｄ an alkylene group having —OC(O)—, an alkylene group having —C(O)O—, an alkylene group having —C(O)S—, an alkylene group having —N(Rｄ an alkylene group having —N(R ｄ )C(O)N(R ｄ an alkylene group having —SO ２ N (R ｄ an alkylene group having the alkylene group —Si(R ａ ) ２ -phenylene group -Si(R ａ ) ２ Among them, Z １ A １１ When the terminal bonded to Q is an alkylene group, ａ represents a divalent hydrocarbon group other than an alkylene group, a divalent heterocyclic group, —O—, —S—, —SO ２ -, -N(R ｄ )-, -C(O)-, -Si(R ａ ) ２ -, -OC(O)-, -C(O)O-, -C(O)S-, -C(O)N(R ｄ ) -, -N(R ｄ )C(O)-,-N(R ｄ )C(O)N(R ｄ ) -, -N(R ｄ )C(O)O-, -OC(O)N(R ｄ ) -, -SO ２ N (R ｄ ) -, -N(R ｄ ) SO ２ -, -C(O)N(R ｄ an alkylene group having —N(R ｄ )C(O)-, an alkylene group having —OC(O)N(R ｄ an alkylene group having —OC(O)—, an alkylene group having —C(O)O—, an alkylene group having —C(O)S—, an alkylene group having —N(R ｄ an alkylene group having —N(R ｄ )C(O)N(R ｄ )- or -SO ２ N (R ｄ )- is preferred, and an alkylene group having —OC(O)—, —C(O)N(R ｄ )-, an alkylene group having —OC(O)N(Rｄ an alkylene group having —C(O)O—, an alkylene group having —C(O)S—, an alkylene group having —N(R ｄ an alkylene group having —N(R ｄ )C(O)N(R ｄ An alkylene group having —C(O)O— or —C(O)N(R ｄ Alkylene groups having Z are more preferred. １ When Q is a polyalkylene oxide group, ａ represents a divalent hydrocarbon group, a divalent heterocyclic group, —SO ２ -, -C(O)-, -Si(R ａ ) ２ -, -C(O)O-, -C(O)S-, -C(O)N(R ｄ ) -, -SO ２ N (R ｄ )-, -C(O)N(R ｄ an alkylene group having —C(O)O—; an alkylene group having —SO ２ N (R ｄ an alkylene group having the alkylene group —Si(R ａ ) ２ -phenylene group -Si(R ａ ) ２ is preferred, and —C(O)— is more preferred.

[0076] In formula (3-1A), X ３１ represents a single bond, an alkylene group, a carbon atom, a nitrogen atom, a silicon atom, a divalent to octavalent organopolysiloxane group, or a group having a (h+i+1)-valent ring. １ A １１ The terminal bonded to Q is an alkylene group, and ａ When is a single bond, X ３１ Z １ The terminal on the side bonding to Z is not an alkylene group. １ is a polyalkylene oxide group, and Q ａ When is a single bond, X ３１ Z １The terminal on the side bonding to X is not a polyalkylene oxide group. ３１ The terminal of X may be an alkylene group or an alkylene oxide group. The alkylene group may have -O-, a silphenylene skeleton group, a divalent organopolysiloxane group, or a dialkylsilylene group. The alkylene group may have a plurality of groups selected from the group consisting of -O-, a silphenylene skeleton group, a divalent organopolysiloxane group, and a dialkylsilylene group. X ３１ The number of carbon atoms in the alkylene group represented by the formula (I) is preferably 1 to 20, and more preferably 1 to 10. Examples of the divalent to octavalent organopolysiloxane group include a divalent organopolysiloxane group and a (w+1)-valent organopolysiloxane group described below.

[0077] In formula (3-1A), X ３１ is a group having a (h+i+1)-valent ring, Q ａ , (-Q ｂ -Si(R １ ) ｎ L ３－ｎ ) and R ３１ is directly bonded to an atom constituting the ring, provided that the ring is a ring other than an organopolysiloxane ring. ３１The ring in may be any of a monocycle, a fused polycycle, a bridged ring, a spiro ring, and an aggregate polycycle, and the atoms constituting the ring may be a carbocycle consisting of only carbon atoms, or a heterocycle consisting of a heteroatom having a valence of divalent or higher and a carbon atom. The bond between the atoms constituting the ring may be a single bond or a multiple bond. Furthermore, the ring may be an aromatic ring or a non-aromatic ring. As the monocycle, a 4- to 8-membered ring is preferred, and a 5- or 6-membered ring is more preferred. As the fused polycycle, a fused polycycle in which two or more 4- to 8-membered rings are fused is preferred, and a fused polycycle in which two or three rings selected from 5- and 6-membered rings are bonded, and a fused polycycle in which one or two rings selected from 5- or 6-membered rings are bonded to one 4-membered ring are more preferred. The bridged ring is preferably a bridged ring having a 5-membered or 6-membered ring as the largest ring, and the spiro ring is preferably a spiro ring consisting of two 4- to 6-membered rings. The assembled polycycle is preferably an assembled polycycle in which two or three rings selected from the 5-membered and 6-membered rings are bonded via a single bond, 1 to 3 carbon atoms, or one heteroatom having a valence of 2 or 3. In the assembled polycycle, each ring may have a Q ａ , (-Q ｂ -Si(R １ ) ｎ L ３－ｎ ) and R ３１ (when i = 1 or more) is preferably bonded. As heteroatoms constituting the ring, nitrogen atoms, oxygen atoms, and sulfur atoms are preferred, and nitrogen atoms and oxygen atoms are more preferred. The number of heteroatoms constituting the ring is preferably 3 or less. Furthermore, when the number of heteroatoms constituting the ring is 2 or more, the heteroatoms may be different.

[0078] X ３１In terms of ease of production of the compound and further improved abrasion resistance of the surface treatment layer, the ring in the formula (I) is preferably one selected from the group consisting of a 3- to 8-membered aliphatic ring, a benzene ring, a 3- to 8-membered heterocyclic ring, a fused ring in which two or three of these rings are fused, a bridged ring in which the largest ring is a 5- or 6-membered ring, and an assembled polycyclic ring having two or more of these rings and in which the linking group is a single bond, an alkylene group having 3 or less carbon atoms, an oxygen atom, or a sulfur atom. Preferred rings are a benzene ring, a 5- or 6-membered aliphatic ring, a 5- or 6-membered heterocyclic ring having a nitrogen atom or an oxygen atom, and a fused ring of a 5- or 6-membered carbocyclic ring with a 4- to 6-membered heterocyclic ring. Specific examples of the ring include the rings shown below, as well as a 1,3-cyclohexadiene ring, a 1,4-cyclohexadiene ring, an anthracene ring, a cyclopropane ring, a decahydronaphthalene ring, a norbornene ring, a norbornadiene ring, a furan ring, a pyrrole ring, a thiophene ring, a pyrazine ring, a morpholine ring, an aziridine ring, an isoquinoline ring, an oxazole ring, an isoxazole ring, a thiazole ring, an imidazole ring, a pyrazole ring, a pyran ring, a pyridazine ring, a pyrimidine ring, and an indene ring. Rings having an oxo group (═O) are also shown below.

[0079]

[0080] X ３１ The bond that does not constitute the ring of the atom that constitutes the ring in ａ , (-Q ｂ -Si(R １ ) ｎ L ３－ｎ ) or R ３１ When there are remaining bonds, the remaining bonds are bonded to a hydrogen atom or a substituent. Examples of the substituent include a halogen atom, an alkyl group (which may contain an etheric oxygen atom between carbon atoms), a cycloalkyl group, an alkenyl group, an allyl group, an alkoxy group, and an oxo group (=O). In addition, when one of the carbon atoms constituting the ring is bonded to Q ａ , (-Q ｂ -Si(R １ ) ｎ L ３－ｎ ) or R ３１When there are two bonds bonded to one of the carbon atoms, Q ａ and (-Q ｂ -Si(R １ ) ｎ L ３－ｎ ) may be bonded to two (-Q ｂ -Si(R ２ ) ｎ L ３－ｎ ) may be bonded. ａ and (-Q ｂ -Si(R １ ) ｎ L ３－ｎ ) or R ３１ It is preferable that h (-Q ｂ -Si(R １ ) ｎ L ３－ｎ ) may be bonded to different ring-constituting atoms, and two of them may be bonded to one ring-constituting carbon atom, and two (-Q ｂ -Si(R １ ) ｎ L ３－ｎ There may be two or more ring-constituting carbon atoms to which i R ３１ may be bonded to different ring-constituting atoms, two of which may be bonded to one ring-constituting carbon atom, and two R ３１ There may be two or more ring-constituting carbon atoms to which is bonded.

[0081] Among them, X ３１ From the viewpoint of improving the abrasion resistance of the surface treatment layer, is preferably a carbon atom, a nitrogen atom, a silicon atom, a tetravalent to octavalent organopolysiloxane group, or a group having a (h+i+1)-valent ring, and more preferably a carbon atom.

[0082] In formula (3-1A), Q ｂ is a single bond or a divalent linking group. The definition of a divalent linking group is the same as that of Q ａ However, Z １ A １１ The terminal bonded to Q is an alkylene group, and ａ and X ３１ If is a single bond, Q ｂ Z１ The terminal on the side bonding to Z is not an alkylene group. １ is a polyalkylene oxide group, and Q ａ and X ３１ If is a single bond, Q ｂ The terminal of Q that is bonded to Z is not an alkylene oxide group. ｂ The terminal of the alkylene group may be an alkylene group or an alkylene oxide group.

[0083] Among them, Q ｂ is preferably an alkylene group which may have an etheric oxygen atom. The number of carbon atoms in the alkylene group is preferably 1 to 30, more preferably 1 to 20, and even more preferably 2 to 20, and may be 2 to 10, 2 to 6, or 2 to 5. Examples include 2, 3, 8, 9, and 11. The number of carbon atoms may also be 1 to 10.

[0084] In formula (3-1A), R ３１ represents a hydrogen atom, a hydroxyl group, or an alkyl group. The alkyl group preferably has 1 to 5 carbon atoms, more preferably 1 to 3 carbon atoms, and even more preferably 1 carbon atom.

[0085] X ３１ When X is a single bond or an alkylene group, h is 1 and i is 0; ３１ is a nitrogen atom, h is an integer of 1 to 2, i is an integer of 0 to 1, and h+i=2 is satisfied; ３１ is a carbon atom or a silicon atom, h is an integer of 1 to 3, i is an integer of 0 to 2, and h+i=3 is satisfied; ３１ When X is a divalent to octavalent organopolysiloxane group, h is an integer of 1 to 7, i is an integer of 0 to 6, and h+i=1 to 7. ３１ is a group having a (h+i+1)-valent ring, h is an integer of 1 to 7, i is an integer of 0 to 6, and h+i=1 to 7 is satisfied. ｂ -Si(R １ ) ｎ L ３－ｎ If there are two or more (-Q ｂ -Si(R １ ) ｎ L ３－ｎ) may be the same or different. ３１ If there are two or more, there are two or more (-R ３１ ) may be the same or different.

[0086] In particular, from the viewpoint of improving the abrasion resistance of the surface treatment layer, i is preferably 0.

[0087] In formula (3-1A), Q ａ , X ３１ , and Q ｂ is a single bond, [Si(R １ ) ｎ L ３－ｎ ] is Z １ directly bonded to Z １ is an alkylene group.

[0088] In formula (3-1B), Q ｃ is a single bond or a divalent linking group. １ A １１ When the terminal of the bonded side is an alkylene group, Q ｃ Z １ The terminal on the side bonding to Z is not an alkylene group. １ When is a polyalkylene oxide group, Q ｃ Z １ The terminal on the side bonding to is not an alkylene oxide group. ａ This is the same as the definition explained in

[0089] In formula (3-1B), R ３２ is a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, and is preferably a hydrogen atom in view of ease of production of the compound. As the alkyl group, a methyl group is preferred.

[0090] In formula (3-1B), Q ｄ is a single bond or an alkylene group. The number of carbon atoms in the alkylene group is preferably 1 to 10, more preferably 1 to 6. From the viewpoint of ease of production of the compound, Q ｄ is a single bond or CH ２ - is preferred.

[0091] In formula (3-1B), R ３３is a hydrogen atom or a halogen atom, and is preferably a hydrogen atom in view of ease of producing the compound.

[0092] y is an integer of 1 to 10, preferably an integer of 1 to 6. ２ C (R ３２ ) (-Q ｄ -Si(R １ ) ｎ L ３－ｎ ) )] may be the same or different.

[0093] As the group (3-1A), groups (3-1A-1) to (3-1A-7) are preferred.

[0094] -(X ３２ ) ｓ１ -Q ｂ１ -Si(R １ ) ｎ L ３－ｎ ...(3-1A-1) -(X ３３ ) ｓ２ -Q ａ２ -N[-Q ｂ２ -Si(R １ ) ｎ L ３－ｎ ] ２ ...(3-1A-2) -Q ａ３ -Si(R ｇ ) [-Q ｂ３ -Si(R １ ) ｎ L ３－ｎ ] ２ ...(3-1A-3) -[Q ｅ ] ｓ４ -Q ａ４ -(O) ｔ４ -C[-(O) ｕ４ -Q ｂ４ -Si(R １ ) ｎ L ３－ｎ ] ３－ｗ１ (-R ３１ ) ｗ１ ...(3-1A-4) -Q ａ５ -Si[-Q ｂ５ -Si(R １ ) ｎ L ３－ｎ ] ３ ...(3-1A-5) -[Q ｅ ]ｖ -Q ａ６ -Z ａ [-Q ｂ６ -Si(R １ ) ｎ L ３－ｎ ] ｗ２ ...(3-1A-6) -[Q ｅ ] ｓ４ -Q ａ４ -(O) ｔ４ -Z ｃ [-(O-Q ｂ４ ) ｕ４ -Si(R １ ) ｎ L ３－ｎ ] ｗ３ (-OH) ｗ４ ...(3-1A-7) In the formulas (3-1A-1) to (3-1A-7), R １ , L, and n are defined as above. １ A １１ When the terminal bonded to the group (3-1A-1) to the group (3-1A-7) is an alkylene group, Z １ The terminal on the side bonding to Z is not an alkylene group. １ When is a polyalkylene oxide group, Z in groups (3-1A-1) to (3-1A-7) １ The terminal on the side bonding to is not an alkylene oxide group.

[0095] Among these, the group (3-1A) is preferably the group (3-1A-4).

[0096] In the group (3-1A-1), X ３２ is -O-, -S-, -N(R ｄ )-, -C(O)-, -C(O)O-, -C(O)S-, -SO ２ N (R ｄ ) -, -N(R ｄ ) SO ２ -, -N(R ｄ )C(O)-,-N(R ｄ )C(O)N(R ｄ )-,-OC(O)N(R ｄ )-, or -C(O)N(R ｄ ) - (where N in the formula is Q ｂ１ (Binds to R ｄThe definition of is as described above. s1 is 0 or 1.

[0097] Among them, Z １ A １１ When the terminal bonded to X is an alkylene group, ３２ is -O-, -S-, -N(R ｄ )-, -C(O)-, -C(O)O-, -C(O)S-, -SO ２ N (R ｄ ) -, -N(R ｄ ) SO ２ -, -N(R ｄ )C(O)-,-N(R ｄ )C(O)N(R ｄ )-,-OC(O)N(R ｄ )- or -C(O)N(R ｄ )- is preferred, and —O—, —S—, —N(R ｄ )-, -C(O)O-, -C(O)S-, -N(R ｄ )C(O)N(R ｄ )-,-OC(O)N(R ｄ )-, or -C(O)N(R ｄ )- is more preferred, and -C(O)O- or -C(O)N(R ｄ )- is more preferred. １ When X is a polyalkylene oxide group, ３２ is -C(O)O-, -C(O)S-, -SO ２ N (R ｄ )-, or -C(O)N(R ｄ )- is preferred, and -C(O)- is more preferred.

[0098] Q ｂ１ is a single bond or an alkylene group. The alkylene group may have -O-, a silphenylene skeleton group, or a dialkylsilylene group. The alkylene group may have a plurality of groups selected from the group consisting of -O-, a silphenylene skeleton group, a divalent organopolysiloxane group, and a dialkylsilylene group. When the alkylene group has -O-, a silphenylene skeleton group, a divalent organopolysiloxane group, or a dialkylsilylene group, it is preferable that these groups be present between carbon atoms. Q ｂ１The number of carbon atoms in the alkylene group represented by the formula (I) is preferably 1 to 30, more preferably 1 to 20, still more preferably 2 to 20, and particularly preferably 2 to 6. The number of carbon atoms may also be 1 to 10.

[0099] Among them, Z １ A １１ When the terminal bonded to Q is an alkylene group, s1 is preferably 1. ｂ１ is preferably an alkylene group having 2 to 6 carbon atoms. １ When Q is a polyalkylene oxide group, s1 is preferably 0, and Q ｂ１ is preferably an alkylene group having 2 to 6 carbon atoms.

[0100] Z １ A １１ When the terminal bonded to Z is an alkylene group, specific examples of the group (3-1A-1) include the following groups. １ represents the bonding position with

[0101] Z １ When is a polyalkylene oxide group, specific examples of the group (3-1A-1) include the following groups. １ represents the bonding position with

[0102] In the group (3-1A-2), X ３３ is -O-, -S-, -N(R ｄ )-, -C(O)-, -C(O)O-, -C(O)S-, -SO ２ N (R ｄ ) -, -N(R ｄ ) SO ２ -, -N(R ｄ )C(O)-,-N(R ｄ )C(O)N(R ｄ )-,-OC(O)N(R ｄ )-, or -C(O)N(R ｄ )-. R ｄ The definition of is as described above. s2 is 0 or 1. s2 is preferably 0 in view of ease of production of the compound.

[0103] Among them, Z １A １１ When the terminal bonded to X is an alkylene group, ３３ is -O-, -S-, -N(R ｄ )-, -C(O)-, -C(O)O-, -C(O)S-, -SO ２ N (R ｄ ) -, -N(R ｄ ) SO ２ -, -N(R ｄ )C(O)-,-N(R ｄ )C(O)N(R ｄ )-,-OC(O)N(R ｄ )- or -C(O)N(R ｄ )- is preferred. １ When X is a polyalkylene oxide group, ３３ is -C(O)O-, -C(O)S-, -SO ２ N (R ｄ )-, or -C(O)N(R ｄ )- is preferred.

[0104] Q ａ２ represents a single bond, an alkylene group, -C(O)-, or an etheric oxygen atom, -C(O)-, -C(O)O-, -OC(O)-, -C(O)N(R ｄ ) -, -N(R ｄ )C(O)-,-N(R ｄ )C(O)N(R ｄ ) -, -N(R ｄ )C(O)O-, -OC(O)N(R ｄ ) -, -SO ２ N (R ｄ ) -, -N(R ｄ ) SO ２ -, -C(O)N(R ｄ )- or -NH-. ａ２ The number of carbon atoms in the alkylene group represented by the formula (I) is preferably 1 to 20, more preferably 1 to 10, still more preferably 1 to 6, and particularly preferably 1 to 3. ａ２ an etheric oxygen atom between carbon atoms of an alkylene group having two or more carbon atoms, represented by —C(O)—, —C(O)O—, —OC(O)—, —C(O)N(R ｄ ) -, -N(R ｄ)C(O)-,-N(R ｄ )C(O)N(R ｄ ) -, -N(R ｄ )C(O)O-, -OC(O)N(R ｄ ) -, -SO ２ N (R ｄ ) -, -N(R ｄ ) SO ２ -, -C(O)N(R ｄ The group having — or —NH— preferably has 2 to 10 carbon atoms, more preferably 2 to 6 carbon atoms.

[0105] Q ａ２ is preferably a single bond in terms of ease of production of the compound.

[0106] Q ｂ２ is an alkylene group or an alkylene group having two or more carbon atoms and having a divalent organopolysiloxane group, an etheric oxygen atom, or an -NH- group between carbon atoms. ｂ２ The number of carbon atoms in the alkylene group represented by the formula (I) is preferably 1 to 30, more preferably 1 to 20, and even more preferably 2 to 20, and may be 2 to 10 or 2 to 6. Examples include 2, 3, 8, 9, and 11. The number of carbon atoms may also be 1 to 10. Q ｂ２ The number of carbon atoms in the divalent organopolysiloxane group, the group having an etheric oxygen atom or an —NH— group between carbon atoms of the alkylene group having 2 or more carbon atoms, represented by the following formula (I), is preferably 2 to 10, and more preferably 2 to 6.

[0107] Q ｂ２ As the compound, -CH ２ CH ２ CH ２ -, -CH ２ CH ２ OCH ２ CH ２ CH ２ - is preferred (where the right side is bonded to Si).

[0108] Two [-Q ｂ２ -Si(R １ ) ｎ L ３－ｎ ] may be the same or different.

[0109] Z １ A １１ When the terminal bonded to Z is an alkylene group, specific examples of the group (3-1A-2) include the following groups: １ In addition, in the formula, the bond to the reactive silyl group (CH ２ ) α In the formula, α is an integer representing the number of methylene groups, and is preferably 1 to 30, more preferably 1 to 20, and even more preferably 2 to 20. It may be 2 to 10, or may be 2 to 6. Examples include 2, 3, 8, 9, and 11. The number of carbon atoms may be 1 to 10. Multiple α's contained in the same compound may be the same or different, but are preferably the same. For example, multiple α's contained in the same compound are all 2, 3, 8, 9, and 11. The same applies hereinafter.

[0110] Z １ When is a polyalkylene oxide group, specific examples of the group (3-1A-2) include the following groups: １ represents the bonding position with

[0111] In the group (3-1A-3), Q ａ３ is a single bond or an alkylene group which may have an etheric oxygen atom. ａ３ The alkylene group which may have an etheric oxygen atom preferably has 1 to 10 carbon atoms, and particularly preferably has 2 to 6 carbon atoms.

[0112] R ｇ is a hydrogen atom, a hydroxyl group, or an alkyl group. ｇ From the viewpoint of ease of production of the compound, a hydrogen atom or an alkyl group is preferred. The alkyl group preferably has 1 to 10 carbon atoms, more preferably 1 to 4 carbon atoms, and further preferably is a methyl group.

[0113] Q ｂ３ is an alkylene group or a group having an etheric oxygen atom or a divalent organopolysiloxane group between carbon atoms of an alkylene group having two or more carbon atoms. ｂ３The number of carbon atoms in the alkylene group represented by the formula (I) is preferably 1 to 30, more preferably 1 to 20, and even more preferably 2 to 20, and may be 2 to 10 or 2 to 6. Examples include 2, 3, 8, 9, and 11. The number of carbon atoms may also be 1 to 10. Q ｂ３ The number of carbon atoms in the group having an etheric oxygen atom or a divalent organopolysiloxane group between carbon atoms in the alkylene group having 2 or more carbon atoms, represented by the formula (I), is preferably 2 to 20, more preferably 2 to 10, and even more preferably 2 to 6. ｂ３ is preferably -CH ２ CH ２ -, -CH ２ CH ２ CH ２ - or -CH ２ CH ２ CH ２ CH ２ CH ２ CH ２ CH ２ CH ２ - is preferred.

[0114] Two [-Q ｂ３ -Si(R １ ) ｎ L ３－ｎ ] may be the same or different.

[0115] Z １ A １１ When the terminal bonded to Z is an alkylene group, specific examples of the group (3-1A-3) include the following groups: １ represents the bonding position with

[0116] Z １ When is a polyalkylene oxide group, specific examples of the group (3-1A-3) include the following groups: １ represents the bonding position with

[0117] In the group (3-1A-4), Q ｅ is -C(O)O-, -SO ２ N (R ｄ ) -, -N(R ｄ ) SO２ -, -N(R ｄ )C(O)- or -C(O)N(R ｄ )-. R ３１ The definition of is as described above. When w1 is 1 or 2, R ３１ is preferably a hydrogen atom. s4 is 0 or 1. Q ａ４ is a single bond or an alkylene group which may have an etheric oxygen atom. The number of carbon atoms in the alkylene group which may have an etheric oxygen atom is preferably 1 to 20, more preferably 1 to 10, still more preferably 1 to 6, and particularly preferably 1 to 3. t4 is 0 or 1 (provided that Q ａ４ If -Q is a single bond, it is 0. ａ４ -(O) ｔ４ When s4 is 0, a single bond or —CH ２ O-, -CH ２ OCH ２ -, -CH ２ OCH ２ CH ２ O-, -CH ２ OCH ２ CH ２ OCH ２ -, -CH ２ OCH ２ CH ２ CH ２ CH ２ OCH ２ When s4 is 1, a single bond or —CH ２ -, -CH ２ CH ２ - is preferred.

[0118] Q ｂ４ is an alkylene group, and the alkylene group is —O—, —C(O)N(R ｄ )-(R ｄ The definition of is as described above. ), may have a silphenylene skeleton group, a divalent organopolysiloxane group, or a dialkylsilylene group. When the alkylene group has -O- or a silphenylene skeleton group, it is preferable that the alkylene group has an -O- or silphenylene skeleton group between carbon atoms. In addition, when the alkylene group is -C(O)N(R ｄ)-, dialkylsilylene group or divalent organopolysiloxane group, carbon atom-carbon atom or (O) ｕ４ It is preferable that these groups are present at the end of the bond with Q. ｂ４ The number of carbon atoms in the alkylene group represented by the formula (I) is preferably 1 to 30, more preferably 1 to 20, and still more preferably 2 to 20, and may be 2 to 10 or 2 to 6. Examples include 2, 3, 8, 9, and 11. The number of carbon atoms may also be 1 to 10.

[0119] u4 is 0 or 1. -(O) ｕ４ -Q ｂ４ As the -, -CH is preferred from the viewpoint of ease of production of the compound. ２ CH ２ -, -CH ２ CH ２ CH ２ -, -CH ２ OCH ２ CH ２ CH ２ -, -CH ２ OCH ２ CH ２ CH ２ CH ２ CH ２ -, -OCH ２ CH ２ CH ２ -, -OSi(CH ３ ) ２ CH ２ CH ２ CH ２ -, -OSi(CH ３ ) ２ OSi(CH ３ ) ２ CH ２ CH ２ CH ２ -, -CH ２ CH ２ CH ２ Si(CH ３ ) ２ PhSi(CH ３ ) ２ CH ２ CH ２ - is preferred (where the right side is bonded to Si).

[0120] w1 is an integer of 0 to 2, preferably 0 or 1, and particularly preferably 0. [-(O) ｕ４ -Q ｂ４ -Si(R １ ) ｎ L ３－ｎ If there are two or more [-(O) ｕ４ -Q ｂ４ -Si(R １ ) ｎ L ３－ｎ ] may be the same or different. ３１ If there are two or more, there are two or more (-R ３１ ) may be the same or different.

[0121] Z １ A １１ When the terminal bonded to Z is an alkylene group, specific examples of the group (3-1A-4) include the following groups: １ represents the bonding position with

[0122] Z １ When is a polyalkylene oxide group, specific examples of the group (3-1A-4) include the following groups: １ represents the bonding position with

[0123] In the group (3-1A-5), Q ａ５ is an alkylene group which may have an etheric oxygen atom. The alkylene group which may have an etheric oxygen atom preferably has 1 to 10 carbon atoms, and particularly preferably has 2 to 6 carbon atoms. ａ５ As the compound, -OCH ２ CH ２ CH ２ -, -OCH ２ CH ２ OCH ２ CH ２ CH ２ -, -CH ２ CH ２ -, -CH ２ CH ２ CH ２ - is preferred (where the right side is bonded to Si).

[0124] Q ｂ５ is an alkylene group or a group having an etheric oxygen atom or a divalent organopolysiloxane group between carbon atoms of an alkylene group having two or more carbon atoms. ｂ５ The number of carbon atoms in the alkylene group represented by the formula (I) is preferably 1 to 30, more preferably 1 to 20, and even more preferably 2 to 20, and may be 2 to 10 or 2 to 6. Examples include 2, 3, 8, 9, and 11. The number of carbon atoms may also be 1 to 10. Q ｂ５ The number of carbon atoms in the group having an etheric oxygen atom or a divalent organopolysiloxane group between carbon atoms in the alkylene group having 2 or more carbon atoms, represented by the formula (I), is preferably 2 to 20, more preferably 2 to 10, and even more preferably 2 to 6. ｂ５ As the compound, -CH ２ CH ２ CH ２ -, -CH ２ CH ２ OCH ２ CH ２ CH ２ - is preferred (however, the right side is Si(R １ ) ｎ L ３－ｎ Bind to. ).

[0125] Three [-Q ｂ５ -Si(R １ ) ｎ L ３－ｎ ] may be the same or different.

[0126] Z １ A １１ When the terminal bonded to Z is an alkylene group, specific examples of the group (3-1A-5) include the following groups: １ represents the bonding position with

[0127] Z １ When is a polyalkylene oxide group, specific examples of the group (3-1A-5) include the following groups: １ represents the bonding position with

[0128] Q in group (3-1A-6) ｅ is as defined in the above group (3-1A-4). v is 0 or 1.

[0129] Q ａ６ is an alkylene group which may have an etheric oxygen atom. The alkylene group which may have an etheric oxygen atom preferably has 1 to 10 carbon atoms, and particularly preferably has 2 to 6 carbon atoms. ａ６ As the compound, -CH ２ OCH ２ CH ２ CH ２ -, -CH ２ OCH ２ CH ２ OCH ２ CH ２ CH ２ -, -CH ２ CH ２ -, -CH ２ CH ２ CH ２ - is preferred (however, the right side is Z ａ Bind to. ).

[0130] Z ａ is a (w2+1)-valent organopolysiloxane group, or a (w2+1)-valent group having an alkylene group between the organopolysiloxane groups. w2 is an integer from 2 to 7. Examples of the (w2+1)-valent organopolysiloxane group and the (w2+1)-valent group having an alkylene group between the organopolysiloxane groups include the following groups. However, R in the following formula ａ * indicates a binding site.

[0131] Q ｂ６ is an alkylene group or a group having an etheric oxygen atom or a divalent organopolysiloxane group between carbon atoms of an alkylene group having two or more carbon atoms. ｂ６The number of carbon atoms in the alkylene group represented by the formula (I) is preferably 1 to 30, more preferably 1 to 20, and even more preferably 2 to 20, and may be 2 to 10 or 2 to 6. Examples include 2, 3, 8, 9, and 11. The number of carbon atoms may also be 1 to 10. Q ｂ６ The number of carbon atoms in the group having an etheric oxygen atom or a divalent organopolysiloxane group between carbon atoms in the alkylene group having 2 or more carbon atoms, represented by the formula (I), is preferably 2 to 20, more preferably 2 to 10, and even more preferably 2 to 6. ｂ６ As the compound, -CH ２ CH ２ -, -CH ２ CH ２ CH ２ - is preferred. ｂ６ -Si(R １ ) ｎ L ３－ｎ ] may be the same or different.

[0132] Specific examples of the group (3-1A-6) include the following groups. In the following formula, * represents Z １ represents the bonding position with

[0133] In the group (3-1A-7), Z ｃ is a hydrocarbon group having a valence of (w3+w4+1). w3 is an integer of 4 or more. w4 is an integer of 0 or more. Q ｅ , s4, Q ａ４ , t4, Q ｂ４ The definitions and preferred ranges of u4 and u5 are the same as those of the respective symbols in group (3-1A-4).

[0134] Z ｃ may be composed of a hydrocarbon chain, and may have an etheric oxygen atom between carbon atoms in the hydrocarbon chain, and is preferably composed of a hydrocarbon chain. ｃ The valence of Z is preferably from 5 to 20, more preferably from 5 to 10, still more preferably from 5 to 8, and particularly preferably from 5 to 6. ｃThe number of carbon atoms in [-(O-Q ｂ４ ) ｕ４ -Si(R １ ) ｎ L ３－ｎ If there are two or more [-(O-Q ｂ４ ) ｕ４ -Si(R １ ) ｎ L ３－ｎ ] may be the same or different.

[0135] Z １ A １１ When the side terminal is an alkylene group, specific examples of the group (3-1A-7) include the following groups. In the following formula, * represents Z １ represents the bonding position with

[0136] Z １ A １１ When the side terminal is a polyalkylene oxide group, specific examples of the group (3-1A-7) include the following groups. In the following formula, * represents Z １ represents the bonding position with

[0137] A １１ may be a group (g2-1) (where j1=d1+d3, g1=d2+d4), a group (g2-2) (where j1=e1, g1=e2), a group (g2-3) (where j1=1, g1=2), a group (g2-4) (where j1=h1, g1=h2), a group (g2-5) (where j1=i1, g1=i2), a group (g2-6) (where j1=1, g1=1), or a group (g2-7) (where j1=1, g1=i3).

[0138]

[0139] (-A １ -Q １２-) ｅ１ C (R ｅ２ ) ４－ｅ１－ｅ２ (-Q ２２ -) ｅ２ ... (g2-2) -A １ -Q １３ -N(-Q ２３ -) ２ ...(g2-3) (-A １ -Q １４ -) ｈ１ Z(-Q ２４ -) ｈ２ ...(g2-4) (-A １ -Q １５ -) ｉ１ Si(R ｅ３ ) ４－ｉ１－ｉ２ (-Q ２５ -) ｉ２ ... (g2-5) -A １ -Q ２６ - (g2-6) -A １ -Q １２ -CH(-Q ２２ -)-Si(R ｅ３ ) ３－ｉ３ (-Q ２５ -) ｉ３ …(g2-7)

[0140] However, in formulas (g2-1) to (g2-7), A １ The side is bonded to Z, and Q ２２ , Q ２３ , Q ２４ , Q ２５ or Q ２６ The side is [-Si(R ２ ) ｎ L ３－ｎ ]. A of Z １ When the terminal on the side bonding to A is an alkylene group, １ The terminal of the side bonded to Z is not an alkylene group. When Z is a polyalkylene oxide group, A １ The terminal of the group bonded to Z is not an alkylene oxide group. １ represents a single bond, -C(O)NR ６ -, -C(O)-, -OC(O)O-, -NHC(O)O-, -NHC(O)NR ６ -, -O- or SO ２ NR ６- is. １１ represents a single bond, —O—, an alkylene group, or —C(O)NR between carbon atoms of an alkylene group having two or more carbon atoms. ６ -, -C(O)-, -NR ６ - or O-. １２ represents a single bond, an alkylene group, or an alkylene group having two or more carbon atoms with —C(O)NR between carbon atoms. ６ -, -C(O)-, -NR ６ - or O-, and A １１ GaQ １２ If there are two or more, there are two or more Q １２ may be the same or different. １３ is a single bond (where A １ is —C(O)—), an alkylene group, an alkylene group having 2 or more carbon atoms having —C(O)NR between carbon atoms. ６ -, -C(O)-, -NR ６ Q is a group having - or O-, or a group having -C(O)- at the N-terminal of the alkylene group. １４ Is, Q １４ When the atom in Z to which is bonded is a carbon atom, Q １２ and Q １４ When the atom in Z to which is bonded is a nitrogen atom, Q １３ and A １１ GaQ １４ If there are two or more, there are two or more Q １４ may be the same or different. １５ represents an alkylene group or an alkylene group having two or more carbon atoms with —C(O)NR between carbon atoms. ６ -, -C(O)-, -NR ６ - or O-, and A １１ GaQ １５ If there are two or more, there are two or more Q １５ may be the same or different. ２２ represents an alkylene group, an alkylene group having 2 or more carbon atoms, and a —C(O)NR group between carbon atoms. ６ -, -C(O)-, -NR ６ a group having - or O-, and -C(O)NR at the end of the alkylene group not connected to Si;６ -, -C(O)-, -NR ６ A group having - or O-, or an alkylene group having 2 or more carbon atoms having -C(O)NR between carbon atoms. ６ -, -C(O)-, -NR ６ - or O- and -C(O)NR at the end not connected to Si ６ -, -C(O)-, -NR ６ - or O-, and A １１ GaQ ２２ If there are two or more, there are two or more Q ２２ may be the same or different. ２３ represents an alkylene group or an alkylene group having two or more carbon atoms with —C(O)NR between carbon atoms. ６ -, -C(O)-, -NR ６ - or O-, and two Q ２３ may be the same or different. ２４ Is, Q ２４ When the atom in Z to which is bonded is a carbon atom, Q ２２ and Q ２４ When the atom in Z to which is bonded is a nitrogen atom, Q ２３ and A １１ GaQ ２４ If there are two or more, there are two or more Q ２４ may be the same or different. ２５ represents an alkylene group or an alkylene group having two or more carbon atoms with —C(O)NR between carbon atoms. ６ -, -C(O)-, -NR ６ - or O-, and A １１ GaQ ２５ If there are two or more, there are two or more Q ２５ may be the same or different. ２６ represents an alkylene group or an alkylene group having two or more carbon atoms with —C(O)NR between carbon atoms. ６ -, -C(O)-, -NR ６ - or O- containing group. ２２ , Q ２３ , Q ２４ , Q ２５ , Q ２６When Z is an alkylene group, it preferably has 1 to 20 carbon atoms, more preferably 1 to 10 carbon atoms, and even more preferably 1 to 6 carbon atoms. １４ has a carbon atom or nitrogen atom to which Q is directly bonded, ２４ is a group having a (h1+h2)-valent ring structure having a carbon atom or nitrogen atom to which R is directly bonded. ｅ１ is a hydrogen atom or an alkyl group, and A １１ is R ｅ１ When there are two or more R ｅ１ may be the same or different. ｅ２ is a hydrogen atom, a hydroxyl group, an alkyl group, or an acyloxy group. ｅ３ is an alkyl group. ６ is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or a phenyl group.

[0141] d1 is an integer of 0 to 3, preferably 1 or 2. d2 is an integer of 0 to 3, preferably 1 or 2. d1 + d2 is an integer of 1 to 3. d3 is an integer of 0 to 3, preferably 0 or 1. d4 is an integer of 0 to 3, preferably 2 or 3. d3 + d4 is an integer of 1 to 3. d1 + d3 is an integer of 1 to 5, preferably 1 or 2. d2 + d4 is an integer of 1 to 5, preferably 4 or 5. e1 + e2 is 3 or 4. e1 is an integer of 1 to 3, preferably 1 or 2. e2 is an integer of 1 to 3, preferably 2 or 3. h1 is an integer of 1 or more, preferably 1 or 2. h2 is an integer of 1 or more, preferably 2 or 3. i1 + i2 is 3 or 4. i1 is an integer of 1 to 3, preferably 1 or 2. i2 is an integer of 1 to 3, preferably 2 or 3. i3 is 2 or 3.

[0142] Q １１ , Q １２ , Q １３ , Q １４ , Q １５ , Q ２２ , Q ２３ , Q ２４ , Q ２５ and Q ２６The number of carbon atoms in the alkylene group is preferably 1 to 30, more preferably 1 to 20, and even more preferably 2 to 20, from the viewpoints of ease of production of the compound and further superior abrasion resistance of the surface treatment layer, and may be 2 to 10 or 2 to 6. Examples include 2, 3, 8, 9, and 11. The number of carbon atoms may also be 1 to 10, 1 to 6, or 1 to 4. However, when a specific bond is present between carbon atoms, the lower limit of the number of carbon atoms in the alkylene group is 2.

[0143] Examples of the ring structure in Z include the ring structures described above, and the preferred embodiments are also the same. １４ YaQ ２４ is directly bonded to the ring structure, for example, an alkylene group is linked to the alkylene group, and Q １４ YaQ ２４ are never connected.

[0144] R ｅ１ , R ｅ２ or R ｅ３ The number of carbon atoms in the alkyl group of R is preferably 1 to 6, more preferably 1 to 3, and particularly preferably 1 or 2, from the viewpoint of ease of production of the compound. ｅ２ The number of carbon atoms in the alkyl group portion of the acyloxy group is preferably 1 to 6, more preferably 1 to 3, and particularly preferably 1 or 2, from the viewpoint of ease of production of the compound. h1 is preferably 1 to 6, more preferably 1 to 4, even more preferably 1 or 2, and particularly preferably 1, from the viewpoint of ease of production of the compound and further excellent abrasion resistance of the surface treatment layer. h2 is preferably 2 to 6, more preferably 2 to 4, and particularly preferably 2 or 3, from the viewpoint of ease of production of the compound and further excellent abrasion resistance of the surface treatment layer.

[0145] A １１Other forms of the formula include a group (g2-8) (where j1=d1+d3, g1=d2×k3+d4×k3), a group (g2-9) (where j1=e1, g1=e2×k3), a group (g2-10) (where j1=1, g1=2×k3), a group (g2-11) (where j1=h1, g1=h2×k3), a group (g2-12) (where j1=i1, g1=i2×k3), a group (g2-13) (where j1=1, g1=k3), or a group (g2-14) (where j1=1, g1=i3×k3).

[0146]

[0147] (-A １ -Q １２ -) ｅ１ C (R ｅ２ ) ４－ｅ１－ｅ２ (-Q ２２ -G １ ) ｅ２ ... (g2-9) -A １ -Q １３ -N(-Q ２３ -G １ ) ２ ...(g2-10) (-A １ -Q １４ -) ｈ１ Z(-Q ２４ -G １ ) ｈ２ ...(g2-11) (-A １ -Q １５ -) ｉ１ Si(R ｅ３ ) ４－ｉ１－ｉ２ (-Q ２５ -G １ ) ｉ２ ...(g2-12) -A １ -Q ２６ -G １ ...(g2-13) -A １ -Q １２ -CH(-Q ２２ -G １ )-Si(R ｅ３ ) ３－ｉ３ (-Q ２５ -G １ ) ｉ３ …(g2-14)

[0148] However, in formulas (g2-8) to (g2-14), A １ Side is Z １ and binds to G １ The side is [-Si(R ２ ) ｎ L ３－ｎ ]. １ A １ When the terminal on the side bonding to A is an alkylene group, １ Z １ The terminal on the side bonding to Z is not an alkylene group. １ When A is a polyalkylene oxide group, １ Z １ The terminal on the side bonding to is not an alkylene oxide group.

[0149] G １ is the following group (g3), and A １１ Two or more Gs １ may be the same or different. １ The symbols other than are the same as those in formulas (g2-1) to (g2-7). ８ ) ３－ｋ３ (-Q ３ -) ｋ３ ...(g3) In the group (g3), the Si side is Q ２２ , Q ２３ , Q ２４ , Q ２５ and Q ２６ Connect to Q ３ The side is [-Si(R ２ ) ｎ L ３－ｎ ]. ８ is an alkyl group. ３ represents an alkylene group, an alkylene group having 2 or more carbon atoms, and a —C(O)NR group between carbon atoms. ６ -, -C(O)-, -NR ６ - or -O- containing group, or (OSi(R ９ ) ２ ) ｐ -O-, and two or more Q ３ may be the same or different. k3 is 2 or 3. R ６is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or a phenyl group. ９ is an alkyl group, a phenyl group, or an alkoxy group, and two R ９ may be the same or different. p is an integer of 0 to 5, and when p is 2 or more, there are two or more (OSi(R ９ ) ２ ) may be the same or different.

[0150] Q ３ The number of carbon atoms in the alkylene group is preferably 1 to 30, more preferably 1 to 20, and even more preferably 2 to 20, from the viewpoint of ease of production of the compound and further superior abrasion resistance of the surface treatment layer, and may be 2 to 10 or 2 to 6. Examples include 2, 3, 8, 9, and 11. The number of carbon atoms may be 1 to 10, 1 to 6, or 1 to 4. However, when there is a specific bond between carbon atoms, the lower limit of the number of carbon atoms in the alkylene group is 2. R ８ The number of carbon atoms in the alkyl group of R is preferably 1 to 6, more preferably 1 to 3, and even more preferably 1 or 2, from the viewpoint of ease of production of the compound. ９ The number of carbon atoms in the alkyl group of R is preferably 1 to 6, more preferably 1 to 3, and even more preferably 1 or 2, from the viewpoint of ease of production of the compound. ９ In view of excellent storage stability of the compound, the number of carbon atoms in the alkoxy group is preferably 1 to 6, more preferably 1 to 3, and particularly preferably 1 or 2. p is preferably 0 or 1.

[0151] Examples of the compound of the present disclosure include compounds of the following formula: The compound of the following formula is preferred because it is easy to produce industrially, easy to handle, and provides a surface treatment layer with even better water repellency and abrasion resistance. ｔ is the [R １１ -(Q) ｒ１ - (M １１ ) ｒ１１ -(Q) ｒ２ -Z １ ] and the preferred embodiments are also the same.

[0152] Z １ A １１When the terminal on the side bonding to is an alkylene group, A in Formula 1 １１ Examples of compounds in which is group (g2-1) include compounds of the following formula:

[0153] Z １ When A is a polyalkylene oxide group, A in Formula 1 １１ Examples of compounds in which is group (g2-1) include compounds of the following formula:

[0154] Z １ A １１ When the terminal on the side bonding to is an alkylene group, A in Formula 1 １１ Examples of compounds in which is a group (g2-2) include compounds of the following formula: In the following formula, Ak represents an alkyl group (for example, an alkyl group having 1 to 15 carbon atoms).

[0155] Z １ When A is a polyalkylene oxide group, A in formula (1a) １１ Examples of compounds in which is a group (g2-2) include compounds of the following formula:

[0156] Z １ A １１ When the terminal on the side bonding to is an alkylene group, A in Formula 1 １１ Examples of compounds in which is a group (g2-3) include compounds of the following formula:

[0157]

[0158] Z １ When A is a polyalkylene oxide group, A in Formula 1 １１ Examples of compounds in which is a group (g2-3) include compounds of the following formula:

[0159]

[0160] Z １ A １１ When the terminal on the side bonding to is an alkylene group, A in Formula 1 １１Examples of compounds in which is a group (g2-4) include compounds of the following formula:

[0161] Z １ When A is a polyalkylene oxide group, A in Formula 1 １１ Examples of compounds in which is a group (g2-4) include compounds of the following formula:

[0162] Z １ A １１ When the terminal on the side bonding to is an alkylene group, A in Formula 1 １１ Examples of compounds in which is a group (g2-5) include compounds of the following formula:

[0163] Z １ When A is a polyalkylene oxide group, A in Formula 1 １１ Examples of compounds in which is a group (g2-5) include compounds of the following formula:

[0164] Z １ A １１ When the terminal on the side bonding to is an alkylene group, A in Formula 1 １ Examples of compounds in which is a group (g2-6) include compounds of the following formula:

[0165] Z １ When A is a polyalkylene oxide group, A in Formula 1 １１ Examples of compounds in which is a group (g2-6) include compounds of the following formula:

[0166] Z １ A １１ When the terminal on the side bonding to is an alkylene group, A in Formula 1 １１ Examples of compounds in which is a group (g2-7) include compounds of the following formula:

[0167] Z １ When A is a polyalkylene oxide group, A in Formula 1 １１ Examples of compounds in which is a group (g2-7) include compounds of the following formula:

[0168] Z １ A １１ When the terminal on the side bonding to is an alkylene group, A in Formula 1 １１ Examples of compounds in which is a group (g2-8) include compounds of the following formula:

[0169] Z １ When A is a polyalkylene oxide group, A in Formula 1 １１ Examples of compounds in which is a group (g2-8) include compounds of the following formula:

[0170] A in Formula 1 １１ Examples of compounds in which is a group (g2-9) include compounds of the following formula:

[0171] Z １ A １１ When the terminal on the side bonding to is an alkylene group, A in Formula 1 １１ Examples of compounds in which is a group (g2-10) include compounds of the following formula:

[0172] Z １ When A is a polyalkylene oxide group, A in Formula 1 １１ Examples of compounds in which is a group (g2-10) include compounds of the following formula:

[0173] Z １ A １１ When the terminal on the side bonding to is an alkylene group, A in Formula 1 １１ Examples of compounds in which is a group (g2-11) include compounds of the following formula:

[0174] Z １ When A is a polyalkylene oxide group, A in Formula 1 １１ Examples of compounds in which is a group (g2-11) include compounds of the following formula:

[0175] Z １ A １１When the terminal on the side bonding to is an alkylene group, A in Formula 1 １１ Examples of compounds in which is a group (g2-12) include compounds of the following formulae:

[0176] Z １ When A is a polyalkylene oxide group, A in Formula 1 １１ Examples of compounds in which is a group (g2-12) include compounds of the following formulae:

[0177] Z １ A １１ When the terminal on the side bonding to is an alkylene group, A in Formula 1 １１ Examples of compounds in which is a group (g2-13) include compounds of the following formulae:

[0178] Z １ When A is a polyalkylene oxide group, A in Formula 1 １１ Examples of compounds in which is a group (g2-13) include compounds of the following formulae:

[0179] A in Formula 1 １１ Examples of compounds in which is a group (g2-14) include compounds of the following formulae:

[0180] <Compound (1b) and Compound (2b)> In terms of abrasion resistance and water repellency, in formula (1a), r11 is 0 or r11 is 1 and M １１ is preferably Si, Sn, or Ge. In terms of abrasion resistance and water repellency, r12 in formula (2a) is preferably 0. In terms of abrasion resistance and water repellency, compounds represented by the following formula (1b) or (2b) are particularly preferred. １１ -(Q) ｒ１} ｕ２ - (M ２１ ) ｒ２１ -Z １ ] ｐ１ A １１ -G ｑ１ ... (1b) G ｑ１ -A １２ -Z ２-A １２ -G ｑ１ ...(2b) However, M ２１ is Si, Sn, or Ge; r21 is 0 or 1; u2 is 1 when r21 is 0, and 3 when r21 is 1; Z ２ represents an organopolysiloxane group containing Group 2, or a combination of an alkylene group and an organopolysiloxane group containing Group 2; the other symbols are the same as the symbols in Formula (1a) and Formula (2a); and in Formula (1b), R １１ At least one of R １１ Or Z １ At least one of the groups contains an organopolysiloxane group containing Group 2.

[0181] Z ２ The organopolysiloxane group containing group 2 in the formula (A1) is the same as the group (A1), and preferred embodiments are also the same. ２ In the formula (B), examples of the combination of the alkylene group and the organopolysiloxane group containing Group 2 include the groups (B1) to (B4). Ｓｉ At least one of the groups is the group (A1). ２ In the formula (B1) to (B4), * and ** are each A １２ It is a bond with Z. ２ In the above, the combination of an alkylene group and an organopolysiloxane group containing group 2 is preferably group (B3).

[0182] In compounds (1a) and (1b), Z １ is preferably a group represented by the following formula (3): -{Si(R Ｅ１ ) ２ -O} ｓ１ -Si(R Ｅ１ ) ２ -(O) ｓ２ - (R ２１ ) ｓ３ - ... (3) However, R Ｅ１ are each independently a hydrocarbon group in which a hydrogen atom may be deuterium; R ２１is an alkylene group in which a hydrogen atom may be a deuterium atom, s1 is an integer of 0 to 500, s2 is 0 or 1, and s3 is 0 or 1. The group (3) has one or more deuterium atoms.

[0183] R Ｅ１ represents R in formula (A1). Ｅ１ The same applies to the preferred embodiments. Ｅ１ At least one of R is preferably a hydrocarbon group containing deuterium. ２１ The alkylene group in the formula (I) may have one or more carbon atoms, preferably two or more, and more preferably four or more. The upper limit of the number of carbon atoms in the alkylene group is not particularly limited, but is, for example, 30 or less, and preferably 24 or less. １ The alkylene group in the formula (I) is preferably linear or branched, more preferably linear.

[0184] The group represented by the above formula (3) is further preferably a group represented by the following formula (3A): -{Si(R ４ ) ２ -O} ｓ１－ｓ４ · {Si(CE ｂ１ H ３－ｂ１ ) ａ１ (R ２ ) ２－ａ１ -O} ｓ４ -Si(R ４ ) ２ -(O) ｓ２ - (R ２１ ) ｓ３ ...(3A) where R ４ is a hydrocarbon group not containing deuterium, s4 is an integer of 0 to s1, and the other symbols are the same as the symbols in formula (1a) and formula (3). s4 is preferably 1 to 24, and more preferably 1 to 12.

[0185] In addition, in compound (2b), Z ２ is preferably a group represented by the following formula (4): ２１ ) ｓ３ -(O) ｓ２ -{Si(R Ｅ１ ) ２ -O} ｓ１ -Si(R Ｅ１ )２ -(O) ｓ２ - (R ２１ ) ｓ３ - (4) where each symbol is the same as in the above formula (3).

[0186] The group represented by the above formula (4) is further preferably a group represented by the following formula (4A): -(R ２１ ) ｓ３ -(O) ｓ２ -{Si(R ４ ) ２ -O} ｓ１－ｓ５ · {Si(CE ｂ１ H ３－ｂ１ ) ａ１ (R ２ ) ２－ａ１ -O} ｓ５ -Si(R ４ ) ２ -(O) ｓ２ - (R ２１ ) ｓ３ - ... (4A) where R ４ is a hydrocarbon group not containing deuterium, s5 is an integer of 0 to s1, and the other symbols are the same as the symbols in formula (1b) and formula (4). s5 is preferably 1 to 24, and more preferably 1 to 12.

[0187] <Compound (1c) and Compound (2c)> From the viewpoint of abrasion resistance and water repellency, the present compound is preferably a compound represented by the following formula (1c) or (2c): [R １１ -(O) ｒ１ -{Si(R ４ ) ２ -O} ｓ１－ｓ４ · {Si(CE ｂ１ H ３－ｂ１ ) ａ１ (R ２ ) ２－ａ１ -O} ｓ４ -Si(R ４ ) ２ -(O) ｓ２ - (R ２１ ) ｓ３ ] ｐ１ A １１ -G ｑ１ ...(1c) G ｑ１ -A １２ [(R ２１ )ｓ３ -(O) ｓ２ -{Si(R ４ ) ２ -O} ｓ１－ｓ５ · {Si(CE ｂ１ H ３－ｂ１ ) ａ１ (R ２ ) ２－ａ１ -O} ｓ５ -Si(R ４ ) ２ -(O) ｓ２ - (R ２１ ) ｓ３ ]A １２ -G ｑ１ ...(2c) where the symbols in the formula are as described above.

[0188] Specific examples of compounds of the present disclosure include, but are not limited to, the following compounds:

[0189] The number average molecular weight (Mn) of the compound of the present disclosure is preferably 500 to 20,000, more preferably 600 to 18,000, and even more preferably 700 to 15,000. When Mn is 500 or more, the abrasion resistance of the surface treatment layer is superior. When Mn is 20,000 or less, the viscosity can be easily adjusted within an appropriate range and solubility is improved, resulting in excellent handleability during film formation.

[0190] [Method for producing the present compound] The method for producing the present compound is not particularly limited. For example, dimethylchlorosilane may be added to a compound having an unsaturated double bond to produce ClSi(Me). ２ A compound represented by —R (where R is an organic group capable of introducing group 1) is synthesized, and Si(CH ３ )OH, Ya(-Si(CH ３ ) ２ O-) ｎ In this reaction, organopolysiloxane can be introduced by reacting Si(CD ３ ) ３ OH, Ya(-Si(CD ３ ) ２ O-) ｎBy using the above-mentioned Si(CD), a compound having an organopolysiloxane group containing group 2 can be synthesized. Then, group 1 is introduced by a known method to obtain the present compound. ３ ) ３ OH, (-Si(CD ３ ) ２ O-) ｎ can be synthesized by known methods, for example, see Examples 1 and 2 described below. Another production method includes a method of producing this compound by subjecting a compound having Group 1 to a hydrogen-deuterium exchange reaction.

[0191] [Composition] The composition of the present disclosure may contain a compound of the present disclosure, and components other than the compound of the present disclosure are not particularly limited. That is, the composition of the present disclosure may contain at least one selected from compound (1a), compound (1b), compound (1c), compound (2a), compound (2b), and compound (2c). The composition of the present disclosure may contain both at least one selected from compound (1a), compound (1b), and compound (1c) and at least one selected from compound (2a), compound (2b), and compound (2c), for example, compound (1a) and compound (2a). The composition of the present disclosure preferably contains a compound of the present disclosure and a liquid medium. When a liquid medium is included, the composition of the present disclosure may be in a liquid state, and may be a solution or a dispersion. The composition of the present disclosure may contain a compound of the present disclosure, and may contain impurities such as by-products produced in the production process of the compound of the present disclosure.

[0192] The content of the compound of the present disclosure is preferably 0.001 to 40% by mass, more preferably 0.01 to 20% by mass, and even more preferably 0.1 to 10% by mass, relative to the total amount of the composition of the present disclosure. In the case of a composition of the present disclosure used in a wet coating method, the content of the compound of the present disclosure may be 0.01 to 10% by mass, 0.02 to 5% by mass, 0.03 to 3% by mass, or 0.05 to 2% by mass, relative to the total amount of the composition of the present disclosure. The composition of the present disclosure may contain only one type of liquid medium, or two or more types of liquid medium.

[0193] The liquid medium is preferably an organic solvent.

[0194] Examples of organic solvents include compounds consisting only of hydrogen atoms and carbon atoms, and compounds consisting only of hydrogen atoms, carbon atoms, and oxygen atoms, and specific examples include hydrocarbon organic solvents, ketone organic solvents, ether organic solvents, ester organic solvents, glycol organic solvents, and alcohol organic solvents. Specific examples of hydrocarbon organic solvents include pentane, hexane, heptane, octane, hexadecane, isohexane, isooctane, isononane, cycloheptane, cyclohexane, bicyclohexyl, benzene, toluene, ethylbenzene, o-xylene, m-xylene, p-xylene, o-diethylbenzene, m-diethylbenzene, p-diethylbenzene, n-butylbenzene, sec-butylbenzene, and tert-butylbenzene. Specific examples of ketone-based organic solvents include acetone, methyl ethyl ketone, methyl isobutyl ketone, diisobutyl ketone, cyclohexanone, 2-heptanone, 4-heptanone, 3,5,5-trimethyl-2-cyclohexen-1-one, 3,3,5-trimethylcyclohexanone, and isophorone.Specific examples of ether-based organic solvents include diethyl ether, cyclopentyl methyl ether, tetrahydrofuran, and 1,4-dioxane.Specific examples of ester-based organic solvents include methyl acetate, ethyl acetate, propyl acetate, isopropyl acetate, butyl acetate, isobutyl acetate, tert-butyl acetate, amyl acetate, isoamyl acetate, ethyl 3-ethoxypropionate, ethyl lactate, ethylene glycol monobutyl ether acetate, diethylene glycol monobutyl ether acetate, propylene glycol monomethyl ether acetate, dipropylene glycol methyl ether acetate, 3-methoxy-3-methylbutyl acetate, 3-methoxybutyl acetate, propylene glycol monomethyl acetate, propylene glycol dimethyl acetate, ethylene glycol monoethyl ether acetate, ethylene glycol monomethyl ether acetate, and diethylene glycol monoethyl ether acetate, cyclohexanol acetate, propylene glycol diacetate, propylene glycol monomethyl ether acetate, propylene glycol monomethyl ether propionate, propylene glycol monoethyl ether acetate, propylene glycol monobutyl ether acetate, propylene glycol monopropyl ether acetate, propylene glycol diacetate, dipropylene glycol methyl ether acetate, 1,3-butylene glycol diacetate, 1,4-butanediol diacetate, 1,3-butylene glycol diacetate, 1,6-hexanediol diacetate, γ-butyrolactone, triacetin, 2,2,4-trimethyl-1,3-pentanediol monoisobutyrate.Specific examples of glycol-based organic solvents include ethylene glycol, ethylene glycol monobutyl ether, diethylene glycol monobutyl ether, triethylene glycol monobutyl ether, tetraethylene glycol monobutyl ether, ethylene glycol monohexyl ether, diethylene glycol monohexyl ether, ethylene glycol mono-2-ethylhexyl ether, diethylene glycol mono-2-ethylhexyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monobutyl ether, propylene glycol monopropyl ether, ethylene glycol monoisopropyl ether, ethylene glycol monoethyl ether, ethylene glycol mono-tert-butyl ether, ethylene glycol monopropyl ether, ethylene glycol monomethyl ether, diethylene glycol monoisopropyl ether, diethylene glycol monomethyl ether, dipropylene glycol monoethyl ether, dipropylene glycol monobutyl ether, and dipropylene glycol monomethyl ether. glycol monopropyl ether, dipropylene glycol monomethyl ether, tripropylene glycol monobutyl ether, tripropylene glycol monomethyl ether, propylene glycol monophenyl ether, 1,3-butylene glycol, propylene glycol n-propyl ether, propylene glycol n-butyl ether, diethylene glycol monoethyl ether, dipropylene glycol n-propyl ether, dipropylene glycol n-butyl ether, tripropylene glycol methyl ether, tripropylene glycol n-butyl ether, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, ethylene glycol dibutyl ether, diethylene glycol diethyl ether, diethylene glycol dimethyl ether, dipropylene glycol dimethyl ether, diethylene glycol dibutyl ether, tetraethylene glycol dimethyl ether, dipropylene glycol dimethyl ether pentane, triethylene glycol dimethyl ether, polyethylene glycol dimethyl ether.Specific examples of alcohol-based organic solvents include methanol, ethanol, 1-propanol, isopropyl alcohol, n-butanol, diacetone alcohol, isobutanol, sec-butanol, tert-butanol, pentanol, 3-methyl-1,3-butanediol, 1,3-butanediol, 1,3-butylene glycol, octanediol, 2,4-diethylpentanediol, butylethylpropanediol, 2-methyl-1,3-propanediol, 4-hydroxy-4-methyl-2-pentanone, 2-ethyl-1-hexanol, 3,5,5-trimethyl-1-hexanol, isodecanol, isotridecanol, 3-methoxy-3-methyl-1-butanol, 2-methoxybutanol, 3-methoxybutanol, cyclohexanol, furfuryl alcohol, tetrahydrofurfuryl alcohol, benzyl alcohol, and methylcyclohexanol.

[0195] Examples of the organic solvent include halogen-based organic solvents, nitrogen-containing compounds, sulfur-containing compounds, siloxane compounds, and fluorine-containing organic solvents.

[0196] Specific examples of halogen-based organic solvents include dichloromethane, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene, o-chlorotoluene, m-chlorotoluene, p-chlorotoluene, m-dichlorobenzene, and 1,2,3-trichloropropane.

[0197] Examples of the nitrogen-containing compound include nitrobenzene, acetonitrile, benzonitrile, N,N-dimethylformamide, N,N-dimethylacetamide, N-methylpyrrolidone, and 1,3-dimethyl-2-imidazolidinone.

[0198] Examples of sulfur-containing compounds include carbon disulfide and dimethyl sulfoxide.

[0199] Examples of the siloxane compound include hexamethyldisiloxane, hexaethyldisiloxane, octamethyltrisiloxane, octaethyltrisiloxane, hexamethylcyclotrisiloxane, hexaethylcyclotrisiloxane, octamethylcyclotetrasiloxane, octaethylcyclotetrasiloxane, and decamethyltetrasiloxane.

[0200] Examples of the fluorine-containing organic solvent include polyfluoroaromatic hydrocarbons (e.g., 1,3-bis(trifluoromethyl)benzene); polyfluoroaliphatic hydrocarbons (e.g., C ６ F １３ CH ２ CH ３ (e.g., Asahiklin (registered trademark) AC-6000 manufactured by AGC Corporation), 1,1,2,2,3,3,4-heptafluorocyclopentane (e.g., Zeorora (registered trademark) H manufactured by Zeon Corporation); hydrofluoroethers (HFEs) (e.g., perfluoropropyl methyl ether (C ３ F ７ OCH ３ ) (e.g., Novec (trademark) 7000 manufactured by Sumitomo 3M Limited), perfluorobutyl methyl ether (C ４ F ９ OCH ３ ) (e.g., Novec (trademark) 7100 manufactured by Sumitomo 3M Limited), perfluorobutyl ethyl ether (C ４ F ９ O.C. ２ H ５ ) (e.g., Novec (trademark) 7200 manufactured by Sumitomo 3M Limited), perfluorohexyl methyl ether (C ２ F ５ CF (OCH ３ ) C ３ F ７ ) (e.g., Novec™ 7300 manufactured by Sumitomo 3M Limited) and other alkyl perfluoroalkyl ethers (the perfluoroalkyl group and the alkyl group may be linear or branched), and CF ３ CH ２ OCF ２ CHF ２(for example, Asahiklin (registered trademark) AE-3000 manufactured by AGC Corporation); hydrofluoroolefins (HFOs) (for example, 1-chloro-2,3,3-trifluoro-1-propene (HCFO-1233yd) (for example, Amorea (registered trademark) AS-300 manufactured by AGC Corporation)).

[0201] The content of the liquid medium is preferably 60 to 99.999 mass%, more preferably 80 to 99.99 mass%, and even more preferably 90 to 99.9 mass%, relative to the total amount of the composition of the present disclosure. In the case of a composition of the present disclosure used in a wet coating method, the content of the liquid medium may be 90 to 99.99 mass%, 95 to 99.98 mass%, 97 to 99.97 mass%, or 98 to 99.95 mass%, relative to the total amount of the composition of the present disclosure.

[0202] The composition of the present disclosure may contain other components in addition to the compound and liquid medium of the present disclosure, as long as the effects of the present disclosure are not impaired. Examples of other components include known additives such as acid catalysts and basic catalysts that promote the hydrolysis and condensation reaction of reactive silyl groups.

[0203] The catalyst may be any appropriate acid or base, transition metal (e.g., Ti, Ni, Sn, Zr, Al, B, etc.), sulfur-containing compounds having an unshared electron pair in their molecular structure, nitrogen-containing compounds (e.g., sulfoxide compounds, aliphatic amine compounds, aromatic amine compounds, phosphoric acid amide compounds, amide compounds, urea compounds), etc. Examples of acid catalysts include acetic acid, formic acid, trifluoroacetic acid, hydrochloric acid, nitric acid, sulfuric acid, phosphoric acid, sulfonic acid, methanesulfonic acid, and p-toluenesulfonic acid. Examples of base catalysts include ammonia, sodium hydroxide, potassium hydroxide, and organic amines such as triethylamine and diethylamine.

[0204] Other components also include metal compounds having a hydrolyzable group (hereinafter, metal compounds having a hydrolyzable group are also referred to as "specific metal compounds"). When the composition of the present disclosure contains a specific metal compound, the slip properties and antifouling properties of the surface treatment layer can be further improved. Examples of the specific metal compounds include those represented by the following formulas (M1) to (M3).

[0205] M (X ｂ１ ) ｍ１ (X ｂ２ ) ｍ２ (X ｂ３ ) ｍ３ ... (M1) Si (X ｂ４ ) (X ｂ５ ) ３ ... (M2) (X ｂ６ ) ３ Si-(Y ｂ１ )-Si(X ｂ７ ) ３ …(M3)

[0206] In formula (M1), M represents a trivalent or tetravalent metal atom. ｂ１ Each of X independently represents a hydrolyzable group. ｂ２ Each of X independently represents a siloxane skeleton-containing group. ｂ３ each independently represents a hydrocarbon chain-containing group, m1 is an integer of 2 to 4, m2 and m3 are each independently an integer of 0 to 2, when M is a trivalent metal atom, m1 + m2 + m3 is 3, and when M is a tetravalent metal atom, m1 + m2 + m3 is 4.

[0207] In formula (M2), X ｂ４ represents a hydrolyzable silane oligomer group. ｂ５ each independently represents a hydrolyzable group or an alkyl group having 1 to 4 carbon atoms.

[0208] In formula (M3), X ｂ６ and X ｂ７ each independently represents a hydrolyzable group or a hydroxyl group. ｂ１ represents a divalent organic group.

[0209] In formula (M1), the metal represented by M also includes semimetals such as Si and Ge. M is preferably a trivalent metal or a tetravalent metal, more preferably Al, Fe, In, Hf, Si, Ti, Sn, or Zr, still more preferably Al, Si, Ti, or Zr, and particularly preferably Si.

[0210] In formula (M1), X ｂ１ The hydrolyzable group represented by the formula (I) is the reactive silyl group represented by the formula (I). １ ) ｎ L ３－ｎ Examples of the hydrolyzable group include the same as the hydrolyzable group represented by L in the formula (1).

[0211] X ｂ２ The siloxane skeleton-containing group represented by the formula (I) has a siloxane unit (—Si—O—) and may be linear or branched. Examples of the siloxane unit include a dialkylsilyloxy group, such as a dimethylsilyloxy group or a diethylsilyloxy group. The number of repeating siloxane units in the siloxane skeleton-containing group is 1 or more, preferably 1 to 5, more preferably 1 to 4, and even more preferably 1 to 3. The siloxane skeleton-containing group may contain a divalent hydrocarbon group as part of the siloxane skeleton. Specifically, some oxygen atoms in the siloxane skeleton may be replaced with a divalent hydrocarbon group. Examples of the divalent hydrocarbon group include alkylene groups such as methylene, ethylene, propylene, and butylene. A hydrolyzable group, a hydrocarbon group (preferably an alkyl group), or the like may be bonded to the terminal silicon atom of the siloxane skeleton-containing group. The number of elements in the siloxane skeleton-containing group is preferably 100 or less, more preferably 50 or less, and even more preferably 30 or less. The number of elements is preferably 10 or more. Examples of the siloxane skeleton-containing group include: ＊ -(O-Si(CH ３ ) ２ ) ｎ CH ３ In this case, n is an integer of 1 to 5, and * represents a bonding site with an adjacent atom.

[0212] X ｂ３The hydrocarbon chain-containing group represented by the formula (I) may be a group consisting of only a hydrocarbon chain, or may be a group having an etheric oxygen atom between carbon atoms in the hydrocarbon chain. The hydrocarbon chain may be a straight chain or a branched chain, with a straight chain being preferred. The hydrocarbon chain may be a saturated hydrocarbon chain or an unsaturated hydrocarbon chain, with a saturated hydrocarbon chain being preferred. The number of carbon atoms in the hydrocarbon chain-containing group is preferably 1 to 3, more preferably 1 to 2, and even more preferably 1. The hydrocarbon chain-containing group is preferably an alkyl group, and more preferably a methyl group, an ethyl group, or a propyl group.

[0213] m1 is preferably 3 or 4.

[0214] The compound represented by formula (M1) is preferably a compound represented by the following formulas (M1-1) to (M1-5) in which M is Si, and more preferably a compound represented by formula (M1-1). Preferred compounds represented by formula (M1-1) are tetraethoxysilane, tetramethoxysilane, and triethoxymethylsilane.

[0215] Si(X ｂ１ ) ４ ... (M1-1) CH ３ -Si(X ｂ１ ) ３ …(M1-2) C ２ H ５ -Si(X ｂ１ ) ３ ...(M1-3) n-C ３ H ７ -Si(X ｂ１ ) ３ ...(M1-4) (CH ３ ) ２ CH—Si(X ｂ１ ) ３ …(M1-5)

[0216] In formula (M2), X ｂ４The number of silicon atoms contained in the hydrolyzable silane oligomer group represented by the formula (I) is preferably 3 or more, more preferably 5 or more, and even more preferably 7 or more. The number of silicon atoms is preferably 15 or less, more preferably 13 or less, and even more preferably 10 or less. The hydrolyzable silane oligomer group may have an alkoxy group bonded to a silicon atom. Examples of the alkoxy group include a methoxy group, an ethoxy group, a propoxy group, and a butoxy group, with a methoxy group and an ethoxy group being preferred. The hydrolyzable silane oligomer group may have one or more of these alkoxy groups, and preferably has one type. Examples of the hydrolyzable silane oligomer group include (C ２ H ５ O) ３ Si-(OSi(OC) ２ H ５ ) ２ ) ４ O- ＊ Here, * represents a bonding site with an adjacent atom.

[0217] In formula (M2), X ｂ５ The hydrolyzable group represented by the formula (I) is the reactive silyl group represented by the formula (I). １ ) ｎ L ３－ｎ Examples of the hydrolyzable group include the same as the hydrolyzable group represented by L in the formula (1), a cyano group, a hydrogen atom, and an allyl group, and an alkoxy group or an isocyanato group is preferred. The alkoxy group is preferably an alkoxy group having 1 to 4 carbon atoms. X ｂ５ As the group, a hydrolyzable group is preferred.

[0218] The compound represented by formula (M2) includes (H ５ C ２ O) ３ -Si-(OSi(OC) ２ H ５ ) ２ ) ４ O.C. ２ H ５ etc.

[0219] The compound represented by formula (M3) is a compound having reactive silyl groups at both ends of a divalent organic group, i.e., a bissilane. ｂ６ and Xｂ７ Examples of the hydrolyzable group represented by formula (M3) include an alkoxy group, an acyloxy group, a ketoxime group, an alkenyloxy group, an amino group, an aminoxy group, an amide group, an isocyanato group, and a halogen atom, and an alkoxy group and an isocyanato group are preferred. As the alkoxy group, an alkoxy group having 1 to 4 carbon atoms is preferred, and a methoxy group and an ethoxy group are more preferred. In formula (M3), X ｂ６ and X ｂ７ may be the same group or different groups. ｂ６ and X ｂ７ are preferably the same groups.

[0220] In formula (M3), Y ｂ１ is a divalent organic group that connects the reactive silyl groups at both ends. ｂ１ The number of carbon atoms in Y is preferably 1 to 8, and more preferably 1 to 3. ｂ１ Examples of the alkylene group include an alkylene group, a phenylene group, and an alkylene group having an etheric oxygen atom between carbon atoms. ２ CH ２ -, -CH ２ CH ２ CH ２ -, -CH ２ CH ２ CH ２ CH ２ -, -CH ２ CH ２ CH ２ CH ２ CH ２ -, -CH ２ CH ２ CH ２ CH ２ CH ２ CH ２ -, -CH ２ C(CH ３ ) ２ CH ２ -, -C(CH ３ ) ２ CH ２ CH ２ C(CH ３ ) ２ -, -CH ２ CH ２ OCH ２ CH２ -, -CH ２ CH ２ CH ２ OCH ２ CH ２ CH ２ -, -CH(CH ３ ) CH ２ OCH ２ CH (CH ３ ) -, -C ６ H ４ - are some examples.

[0221] The compound represented by formula (M3) includes (CH ３ O) ３ Si(CH ２ ) ２ Si(OCH ３ ) ３ , (C ２ H ５ O) ３ Si(CH ２ ) ２ Si(OC ２ H ５ ) ３ , (OCN) ３ Si(CH ２ ) ２ Si(NCO) ３ , Cl ３ Si(CH ２ ) ２ SiCl ３ , (CH ３ O) ３ Si(CH ２ ) ６ Si(OCH ３ ) ３ , (C ２ H ５ O) ３ Si(CH ２ ) ６ Si(OC ２ H ５ ) ３ Examples include:

[0222] The content of other components that may be included in the composition of the present disclosure is preferably 10% by mass or less, and more preferably 1% by mass or less, relative to the total amount of the composition of the present disclosure. When the composition of the present disclosure contains a specific metal compound, the content of the specific metal compound is preferably 0.01 to 30% by mass, more preferably 0.01 to 10% by mass, and even more preferably 0.05 to 5% by mass, relative to the total amount of the composition of the present disclosure.

[0223] The total content of the compound of the present disclosure and other components (hereinafter also referred to as "solid content concentration") is preferably 0.001 to 40 mass%, more preferably 0.01 to 20 mass%, and even more preferably 0.1 to 10 mass%, relative to the total amount of the composition of the present disclosure. The solid content concentration of the composition of the present disclosure is a value calculated from the mass of the composition before heating and the mass after heating for 4 hours in a convection dryer at 120°C.

[0224] The composition of the present disclosure contains a liquid medium, and is therefore useful for coating applications and can be used as a coating liquid.

[0225] The other components include a compound represented by the following formula (5): [Y １ ３ Y ２ -(O) ｖ１ -Y ３ ] ｖ２ Y ４ (Si(Y ５ ) ｖ３ (Y ６ ) ３－ｖ３ ) ｖ４ ...(5) In formula 5, Y ２ is Si, Sn, or Ge, and Y １ are each independently a hydrocarbon group or a trialkylsilyloxy group, v1 is 0 or 1, and Y ３ are each independently an alkylene chain or a polyalkylene oxide chain, or a combination of an alkylene chain and a divalent polysiloxane residue; Y ４ represents a single bond or a (v2+v4)-valent linking group, and Y ５ are each independently a hydrocarbon group; ６are each independently a hydrolyzable group or a hydroxyl group; v3 is each independently an integer of 0 to 2; and v2 and v4 are each independently an integer of 1 or more.

[0226] The alkyl group (which may contain an etheric oxygen atom between carbon atoms) includes Y ３ is an alkylene chain or a polyalkylene oxide chain. Specific examples of compound (5) include the following compounds: In the formula, γ is preferably 9 to 50, more preferably 11 to 30, and particularly preferably 11 to 25.

[0227]

[0228] When the other component in the present surface treatment agent is compound (5), the content of compound (5) is preferably 50 mass % or less, more preferably 40 mass % or less.

[0229] [Surface Treatment Agent] In one embodiment, the surface treatment agent of the present disclosure contains the compound of the present disclosure. That is, the surface treatment agent of the present disclosure may contain at least one selected from compound (1a), compound (1b), compound (1c), compound (2a), compound (2b), and compound (2c). The surface treatment agent of the present disclosure may contain both at least one selected from compound (1a), compound (1b), and compound (1c) and at least one selected from compound (2a), compound (2b), and compound (2c), for example, compound (1a) and compound (2a). The surface treatment agent of the present disclosure may also contain the compound of the present disclosure and a liquid medium. The surface treatment agent of the present disclosure may be a composition of the present disclosure. Preferred aspects of the liquid medium contained in the surface treatment agent are the same as preferred aspects of the liquid medium contained in the composition of the present disclosure.

[0230] The compound of the present disclosure contains an alkyl group having two or more carbon atoms, an organopolysiloxane group, and a reactive silyl group. Therefore, by using a surface treatment agent containing the compound of the present disclosure, it is possible to form a surface treatment layer that is excellent in water repellency and abrasion resistance.

[0231] The surface treatment agent of the present disclosure is particularly preferably used for optical members.

[0232] [Article] In one embodiment, the article of the present disclosure includes a substrate and a surface treatment layer disposed on the substrate and surface-treated with the surface treatment agent of the present disclosure.

[0233] The surface treatment layer may be formed on a part of the surface of the substrate, or may be formed on the entire surface of the substrate. The surface treatment layer may be spread in the form of a film on the surface of the substrate, or may be scattered in the form of dots. In the surface treatment layer, the compound of the present disclosure is contained in a state in which hydrolysis of some or all of the reactive silyl groups has progressed and dehydration condensation reaction of the silanol groups has progressed.

[0234] The thickness of the surface treatment layer is preferably 1 to 100 nm, more preferably 1 to 50 nm. If the thickness of the surface treatment layer is 1 nm or more, the effect of the surface treatment is likely to be sufficient. If the thickness of the surface treatment layer is 100 nm or less, the utilization efficiency is high. The thickness of the surface treatment layer can be calculated from the oscillation period of the interference pattern obtained by X-ray reflectivity using a thin film analysis X-ray diffractometer (product name "ATX-G", manufactured by RIGAKU Corporation).

[0235] The type of substrate is not particularly limited, and examples thereof include substrates that are required to be water-repellent. Examples of substrates include substrates that may be used by contacting other articles (e.g., stylus) or human fingers; substrates that may be held by human fingers during operation; and substrates that may be placed on other articles (e.g., a mounting table). Examples of substrate materials include metal, resin, glass, sapphire, ceramic, semiconductor, stone, fiber, nonwoven fabric, paper, wood, fur, natural leather, artificial leather, ceramics, and composite materials thereof. Glass may be chemically strengthened.

[0236] Examples of the substrate include glass or resin used for building materials, decorative building materials, interior goods, transportation equipment (e.g., automobiles), signs, bulletin boards, drinking vessels, tableware, aquariums, ornamental equipment (e.g., frames, boxes), laboratory equipment, furniture, textile products, packaging containers, art, sports, games, etc., and glass or resin used for the exterior parts (excluding display parts) of devices such as mobile phones (e.g., smartphones), personal digital assistants, game consoles, remote controls, etc. The shape of the substrate may be a plate or a film.

[0237] The substrate is preferably a substrate for a touch panel, a substrate for a display, or a lens for glasses, and is particularly preferably a substrate for a touch panel.The material of the substrate for a touch panel is preferably glass or a transparent resin.

[0238] The substrate may be a substrate whose one or both surfaces have been subjected to a surface treatment such as corona discharge treatment, plasma treatment, or plasma graft polymerization treatment. A surface-treated substrate has better adhesion to the surface treatment layer and further improved abrasion resistance of the surface treatment layer. Therefore, it is preferable to perform the surface treatment on the surface of the substrate that comes into contact with the surface treatment layer. Furthermore, when a base layer described below is provided on the surface-treated substrate, it has better adhesion to the base layer and further improved abrasion resistance of the surface treatment layer. Therefore, when a base layer is provided, it is preferable to perform the surface treatment on the surface of the substrate that comes into contact with the base layer.

[0239] The surface treatment layer may be provided directly on the surface of the substrate, or a primer layer may be provided between the substrate and the surface treatment layer. From the viewpoint of further improving the water repellency and abrasion resistance of the surface treatment layer, the article of the present disclosure preferably includes a substrate, a primer layer disposed on the substrate, and a surface treatment layer surface-treated with the surface treatment agent of the present disclosure, disposed on the primer layer.

[0240] The underlayer is preferably a layer containing an oxide containing silicon and at least one specific element selected from the group consisting of Group 1 elements, Group 2 elements, Group 4 elements, Group 5 elements, Group 13 elements, and Group 15 elements of the periodic table.

[0241] The Group 1 elements of the periodic table (hereinafter also referred to as "Group 1 elements") refer to lithium, sodium, potassium, rubidium, and cesium. As the Group 1 elements, lithium, sodium, and potassium are preferred, and sodium and potassium are more preferred, from the viewpoint of enabling a surface treatment layer to be formed more uniformly on the underlayer without defects, or from the viewpoint of further suppressing variation in the composition of the underlayer between samples. The underlayer may contain two or more types of Group 1 elements.

[0242] The Group 2 elements of the periodic table (hereinafter also referred to as "Group 2 elements") refer to beryllium, magnesium, calcium, strontium, and barium. As the Group 2 elements, magnesium, calcium, and barium are preferred, and magnesium and calcium are more preferred, from the viewpoint of enabling a surface treatment layer to be formed more uniformly on the underlayer without defects, or from the viewpoint of further suppressing variation in the composition of the underlayer between samples. The underlayer may contain two or more Group 2 elements.

[0243] The Group 4 elements of the periodic table (hereinafter also referred to as "Group 4 elements") refer to titanium, zirconium, and hafnium. As the Group 4 elements, titanium and zirconium are preferred, and titanium is more preferred, from the viewpoint of being able to form a surface treatment layer on the underlayer more uniformly without defects, or from the viewpoint of further suppressing variation in the composition of the underlayer between samples. The underlayer may contain two or more types of Group 4 elements.

[0244] The Group 5 elements of the periodic table (hereinafter also referred to as "Group 5 elements") refer to vanadium, niobium, and tantalum. As the Group 5 element, vanadium is particularly preferred from the viewpoint of providing a surface treatment layer with better abrasion resistance. The underlayer may contain two or more Group 5 elements.

[0245] The Group 13 elements of the periodic table (hereinafter also referred to as "Group 13 elements") refer to boron, aluminum, gallium, and indium. As the Group 13 elements, boron, aluminum, and gallium are preferred, and boron and aluminum are more preferred, from the viewpoint of enabling the surface treatment layer to be formed more uniformly on the underlayer without defects, or from the viewpoint of further suppressing variation in the composition of the underlayer between samples. The underlayer may contain two or more Group 13 elements.

[0246] The Group 15 elements of the periodic table (hereinafter also referred to as "Group 15 elements") refer to nitrogen, phosphorus, arsenic, antimony, and bismuth. As the Group 15 elements, phosphorus, antimony, and bismuth are preferred, and phosphorus and bismuth are more preferred, from the viewpoint of enabling a surface treatment layer to be formed more uniformly on the underlayer without defects, or from the viewpoint of further suppressing variation in the composition of the underlayer between samples. The underlayer may contain two or more Group 15 elements.

[0247] As the specific element contained in the underlayer, Group 1 elements, Group 2 elements, and Group 13 elements are preferred because they provide better abrasion resistance to the surface treatment layer, and Group 1 elements and Group 2 elements are more preferred, with Group 1 elements being even more preferred. The specific element may contain only one type of element or two or more types of elements.

[0248] The oxide contained in the underlayer may be a mixture of oxides of the above elements (silicon and the specific element) alone (for example, a mixture of silicon oxide and an oxide of the specific element), a composite oxide containing two or more of the above elements, or a mixture of an oxide of the above elements alone and a composite oxide.

[0249] From the viewpoint of achieving superior abrasion resistance of the surface treatment layer, the ratio of the total molar concentration of the specific elements in the underlayer to the molar concentration of silicon in the underlayer (specific elements / silicon) is preferably 0.02 to 2.90, more preferably 0.10 to 2.00, and even more preferably 0.20 to 1.80. The molar concentrations (mol %) of each element in the underlayer can be measured, for example, by depth profile analysis by X-ray photoelectron spectroscopy (XPS) using ion sputtering.

[0250] The underlayer may be a single layer or multiple layers. The underlayer may have an uneven surface. The thickness of the underlayer is preferably 1 to 100 nm, more preferably 1 to 50 nm, and even more preferably 2 to 20 nm. When the thickness of the underlayer is equal to or greater than the above lower limit, the adhesion of the underlayer to the surface treatment layer is further improved, and the surface treatment layer has better abrasion resistance. When the thickness of the underlayer is equal to or less than the above upper limit, the underlayer itself has excellent abrasion resistance. The thickness of the underlayer is measured by observing the cross section of the underlayer using a transmission electron microscope (TEM).

[0251] The underlayer can be formed by, for example, a vapor deposition method using a vapor deposition material or a wet coating method.

[0252] The deposition material used in the deposition method preferably contains an oxide containing silicon and a specific element. Specific examples of the form of the deposition material include powder, melt, sintered body, granules, and crushed body, with melt, sintered body, and granules being preferred from the viewpoint of ease of handling. Here, the melt refers to a solid obtained by melting the powder of the deposition material at a high temperature and then cooling and solidifying it. The sintered body refers to a solid obtained by firing the powder of the deposition material. If necessary, a molded body may be used by press-molding the powder instead of the powder of the deposition material. The granule refers to a solid obtained by kneading the powder of the deposition material with a liquid medium (e.g., water, organic solvent) to obtain particles, and then drying the particles.

[0253] The vapor deposition material can be produced by, for example, the following methods: A method of mixing silicon oxide powder with a powder of an oxide of a specific element to obtain a vapor deposition material powder. A method of kneading the vapor deposition material powder with water to obtain particles, and then drying the particles to obtain granules of the vapor deposition material. A method of mixing a powder containing silicon (e.g., silicon oxide powder, silica sand, silica gel), a powder containing a specific element (e.g., oxide powder, carbonate, sulfate, nitrate, oxalate, hydroxide of the specific element), and water, drying the mixture, and then firing the dried mixture or a compact obtained by pressing the dried mixture to obtain a sintered body. A method of melting a powder containing silicon (e.g., silicon oxide powder, silica sand, silica gel) and a powder containing a specific element (e.g., oxide powder, carbonate, sulfate, nitrate, oxalate, hydroxide of the specific element) at a high temperature, and then cooling and solidifying the melt to obtain a melt.

[0254] A specific example of a vapor deposition method using a vapor deposition material is a vacuum vapor deposition method. The vacuum vapor deposition method is a method in which a vapor deposition material is evaporated in a vacuum chamber and attached to the surface of a substrate. The temperature during vapor deposition (for example, the temperature of the boat in which the vapor deposition material is placed when a vacuum vapor deposition apparatus is used) is preferably 100 to 3,000°C, and more preferably 500 to 3,000°C. The pressure during vapor deposition (for example, the pressure in the chamber in which the vapor deposition material is placed when a vacuum vapor deposition apparatus is used) is preferably 1 Pa or less, and more preferably 0.1 Pa or less. When forming an underlayer using a vapor deposition material, one vapor deposition material may be used, or two or more vapor deposition materials containing different elements may be used.

[0255] Specific examples of evaporation methods for the deposition material include a resistance heating method, in which the deposition material is melted and evaporated on a resistance heating boat made of a high-melting-point metal, and an electron gun method, in which the deposition material is irradiated with an electron beam to directly heat the deposition material, melting and evaporating the surface. The electron gun method is preferred as an evaporation method for the deposition material because it can evaporate high-melting-point substances due to its ability to locally heat the material, and because areas not irradiated by the electron beam are at low temperatures, eliminating the risk of reaction with the container or the inclusion of impurities. The evaporation method for the deposition material may use multiple boats, or all of the deposition materials may be placed in a single boat. The deposition method may be co-evaporation or alternating deposition. Specific examples include mixing silica and a specific source in the same boat, co-evaporating silica and a specific element source in separate boats, or similarly placing them in separate boats and alternately depositing them. The deposition conditions, order, etc., are appropriately selected depending on the composition of the underlayer.

[0256] In the wet coating method, it is preferable to form an undercoat layer on a substrate by a wet coating method using a coating liquid containing a silicon-containing compound, a compound containing a specific element, and a liquid medium.

[0257] Specific examples of the silicon compound include silicon oxide, silicic acid, partial condensates of silicic acid, alkoxysilanes, and partial hydrolysis condensates of alkoxysilanes.

[0258] Specific examples of compounds containing a specific element include oxides of the specific element, alkoxides of the specific element, carbonates of the specific element, sulfates of the specific element, nitrates of the specific element, oxalates of the specific element, and hydroxides of the specific element.

[0259] Examples of the liquid medium include the same liquid medium as that contained in the composition of the present disclosure.

[0260] The content of the liquid medium is preferably 0.01 to 20% by mass, and more preferably 0.1 to 10% by mass, based on the total amount of the coating liquid used to form the underlayer. Specific examples of wet coating methods for forming the underlayer include spin coating, wipe coating, spray coating, squeegee coating, dip coating, die coating, inkjet coating, flow coating, roll coating, casting, Langmuir-Blodgett coating, and gravure coating.

[0261] After wet-coating the coating liquid, it is preferable to dry the coating film. The drying temperature for the coating film is preferably 20 to 200°C, more preferably 80 to 160°C.

[0262] The article of the present disclosure may be an optical material having a surface treatment layer as the outermost layer. Examples of the optical material include optical materials related to displays and the like, as well as a wide variety of other optical materials. Examples of the optical material include displays such as cathode ray tubes (CRTs; for example, personal computer monitors), liquid crystal displays, plasma displays, organic electroluminescent displays, inorganic thin-film electroluminescent dot matrix displays, rear projection displays, fluorescent display tubes (VFDs), and field emission displays (FEDs), as well as protective plates for such displays, or displays whose surfaces have been treated with an anti-reflection film.

[0263] The article of the present disclosure is preferably an optical component. Examples of optical components include car navigation systems, mobile phones, smartphones, digital cameras, digital video cameras, PDAs, portable audio players, car audio systems, game consoles, eyeglass lenses, camera lenses, lens filters, sunglasses, medical equipment such as gastroscopes, copiers, PCs, displays (e.g., liquid crystal displays, organic EL displays, plasma displays, touch panel displays), touch panels, protective films, and anti-reflection films. Examples of optical components include front protective plates, anti-reflection plates, polarizing plates, and anti-glare plates for displays such as PDPs and LCDs; disc surfaces of optical discs such as Blu-ray (registered trademark) discs, DVD discs, CD-Rs, and MO discs; optical fibers; and the display surfaces of watches. In particular, the article of the present disclosure is preferably a display or a touch panel.

[0264] The article of the present disclosure may be a medical device or a medical material. The article of the present disclosure may also be an automobile interior or exterior component. Examples of exterior components include windows, light covers, and exterior camera covers. Examples of interior components include instrument panel covers, navigation system touch panels, and decorative interior components.

[0265] When the article of the present disclosure is an optical component, the material constituting the surface of the substrate is a material for optical components, such as glass or transparent plastic. When the article of the present disclosure is an optical component, a functional layer such as a hard coat layer or an anti-reflection layer may be formed on the surface (outermost layer) of the substrate. The anti-reflection layer may be either a single-layer anti-reflection layer or a multi-layer anti-reflection layer. Examples of inorganic materials that can be used for the anti-reflection layer include SiO ２ , SiO, ZrO ２ , TiO ２ , TiO, Ti ２ O ３ , Ti ２ O ５ , Al ２ O ３ , Ta ２ O ５ , Ta ３ O ５, Nb ２ O ５ , HfO ２ , Si ３ N ４ , CeO ２ , MgO, Y ２ O ３ , SnO ２ , MgF ２ , and W.O. ３ These inorganic substances may be used alone or in combination of two or more (for example, as a mixture). When a multi-layer antireflection layer is formed, the outermost layer may contain SiO ２ and / or SiO is preferably used. When the article of the present disclosure is an optical glass component for a touch panel, a transparent electrode, for example, a thin film using indium tin oxide (ITO) or indium zinc oxide, may be provided on a portion of the surface of the substrate (glass). Furthermore, the substrate may have an insulating layer, an adhesive layer, a protective layer, a decorative frame layer (I-CON), an atomization film layer, a hard coating film layer, a polarizing film, a phase difference film, a liquid crystal display module, or the like, depending on its specific specifications.

[0266] [Method for manufacturing an article] The method for manufacturing an article according to the present disclosure is, for example, a method for manufacturing an article having a surface-treated layer formed on a substrate by performing a surface treatment on a substrate using the surface treatment agent according to the present disclosure. Examples of the surface treatment include a dry coating method and a wet coating method.

[0267] Examples of dry coating methods include vacuum deposition, CVD, and sputtering. Vacuum deposition is preferred as a dry coating method from the viewpoints of suppressing decomposition of the compound and simplicity of the equipment. For vacuum deposition, a pellet-shaped substance obtained by impregnating a metal porous body such as iron or steel with the compound of the present disclosure may be used. A composition containing the compound of the present disclosure and a liquid medium may be impregnated into a metal porous body such as iron or steel, and the liquid medium may be dried to obtain a pellet-shaped substance impregnated with the compound of the present disclosure.

[0268] Examples of wet coating methods include spin coating, wipe coating, spray coating, squeegee coating, dip coating, die coating, inkjet coating, flow coating, roll coating, casting, Langmuir-Blodgett coating, and gravure coating.

[0269] In order to improve the abrasion resistance of the surface treatment layer, an operation to promote the reaction between the compound of the present disclosure and the substrate may be performed as necessary. Examples of such an operation include heating, humidification, and light irradiation. For example, the substrate on which the surface treatment layer is formed can be heated in a humid atmosphere to promote reactions such as the hydrolysis reaction of hydrolyzable groups, the reaction between hydroxyl groups on the surface of the substrate and silanol groups, and the formation of siloxane bonds through the condensation reaction of silanol groups. After surface treatment, compounds in the surface treatment layer that are not chemically bonded to other compounds or the substrate may be removed as needed. Examples of removal methods include pouring a solvent over the surface treatment layer and wiping with a cloth soaked in the solvent.

[0270] The present invention will be described in more detail below using examples, but the present invention is not limited to these examples. Among Examples 1 to 9, Examples 1 to 8 are working examples, and Example 9 is a comparative example.

[0271] <Compound I-1> Under a nitrogen atmosphere, 2,3,4,5,6-pentafluorophenol (6.8 g), THF (tetrahydrofuran, 42 mL), and triethylamine (5.1 g) were placed in a 100 mL flask and stirred at 25° C. Next, 10-undecenoyl chloride (5.0 g) was added dropwise, and the mixture was stirred at 25° C. for 1 hour. The reaction liquid was filtered, and the solvent and low-boiling components were distilled off under reduced pressure. The residue was subjected to flash column chromatography using silica gel (developing solvent: hexane / ethyl acetate), yielding 7.9 g of compound I-1.

[0272]

[0273] <Compound I-2> Under a nitrogen atmosphere, compound I-1 (5.6 g), THF (5.0 mL), chlorodimethylsilane (2.3 g), and a xylene solution of platinum / 1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (platinum content: 3% by mass, 0.10 mL) were placed in a 200 mL flask and stirred for 2 hours at 25° C. The solvent and low-boiling components were distilled off under reduced pressure, yielding 7.2 g of compound I-2.

[0274]

[0275] <Compound I-3> Diethyl ether (150 mL), ion-exchanged water (50 mL), and triethylamine (1.87 g) were added to a 500 mL flask and cooled in an ice bath. Next, trimethyl-d9-chlorosilane (2 g) was added dropwise while cooling in the ice bath, and the mixture was heated to 25°C and stirred at 25°C for 1 hour. Hexane (150 mL) was added to the reaction solution, which was then washed with ion-exchanged water, dehydrated with magnesium sulfate, and evaporated under reduced pressure to obtain 1.5 g of compound I-3.

[0276]

[0277] <Compound I-4> Under a nitrogen atmosphere, compound I-3 (0.19 g) and THF (5 mL) were placed in a 100 mL three-neck flask and stirred at 25°C. Next, the mixture was cooled to 0°C, and a hexane solution of n-BuLi (1.6 M, 0.9 mL) was added dropwise. Next, a THF solution of hexamethylcyclotrisiloxane (1.2 M, 1 mL) was added dropwise, followed by a THF solution of hexamethylcyclotrisiloxane (1.2 M, 9 mL) and stirring at 25°C for 2 hours. Thereafter, compound I-2 (1.28 g) was added and stirred for 1 hour, after which 2,2-diallylpent-4-en-1-amine (0.95 g) was added and stirred for 1 hour at 25°C. Hexane and ion-exchanged water were added to the reaction solution, the mixture was separated, and the organic layer was separated. The solvent and low-boiling components were distilled off under reduced pressure, and then flash column chromatography using silica gel (developing solvent: hexane / ethyl acetate) was performed to obtain 1.0 g of compound I-4. The structure of compound I-4 was confirmed by the following NMR data. In compound I-4, the average value of n was 18.

[0278]

[0279] 1 H-NMR (400MHz, CDCl3): δ=5.80(ddt, J=17.7,10.6,7.4 Hz,3H), 5.15-4.90(m,6H), 3.12(d, J=6.3Hz, 2H), 2.09(t, J=7.5Hz, 2H), 1.96(dd, J=7.6, 1.3Hz, 6H), 1.34-1.07(m, 16H), 0.45(t, J=7.6Hz, 2H), 0.06--0.10(m,114H).

[0280] <Compound I-5> Dichloromethane (10 g), compound I-4 (0.80 g), a toluene solution of platinum / 1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (platinum content: 3% by mass, 4.1 mg), aniline (2.6 mg), and trimethoxysilane (0.40 g) were placed in a 100 mL flask and stirred at 25°C for 2 hours. The solvent was distilled off under reduced pressure to obtain 0.70 g of compound I-5. The structure of compound I-5 was confirmed by the following NMR data. In compound I-5, the average value of n was 18. As a result of GPC measurement, the number average molecular weight (Mn) was 2,108.

[0281]

[0282] 1 H-NMR (400MHz, CDCl3): δ=5.66(d, J=6.4Hz, 1H), 3.46(s, 27H), 2.12(t, J=7.5Hz, 2H), 1.61-1.42(m, 2H), 1.32-1.02(m, 26H), 0.53(t, J=7.7Hz, 6H), 0.45(t, J=7.0Hz, 2H), 0.22--0.24(m,114H).

[0283] <Compound II-1> Compound II-1 was obtained according to the method described in a non-patent document (Macromolecules 1982, 15, 1594).

[0284]

[0285] ​​<Compound II-2> Under a nitrogen atmosphere, trimethylsilanol (0.19 g) and THF (5 mL) were placed in a 100 mL three-neck flask and stirred at 25°C. Next, the mixture was cooled to 0°C, and a hexane solution of n-BuLi (1.6 M, 0.9 mL) was added dropwise. Next, a THF solution of Compound II-1 (1.2 M, 1 mL) was added dropwise, followed by a THF solution of Compound II-1 (1.2 M, 9 mL), and then the mixture was stirred for 2 hours. Thereafter, Compound I-1 (1.28 g) was added, and the mixture was stirred at 25°C for 1 hour. After that, 2,2-diallylpent-4-en-1-amine (0.95 g) was added, and the mixture was stirred at 25°C for 1 hour. Hexane and ion-exchanged water were added to the reaction solution, and the mixture was separated, and the organic layer was separated. The solvent and low-boiling components were removed by distillation under reduced pressure, and then flash column chromatography using silica gel (developing solvent: hexane / ethyl acetate) was performed to obtain 1.1 g of Compound II-2. The structure of Compound II-2 was confirmed by the following NMR data.

[0286]

[0287] 1 H-NMR (400 MHz, CDCl3): δ=5.80(ddt, J=17.7, 10.6, 7.4Hz, 3H), 5.15-4.90(m, 6H), 3.12(d, J=6.3Hz, 2H), 2.09(t, J=7.5Hz, 2H), 1.96(dd, J=7.6, 1.3Hz, 6H), 1.34-1.07(m, 16H), 0.45(t, J=7.6Hz, 2H), 0.06--0.10(m, 15H).

[0288] <Compound II-3> Dichloromethane (10 g), Compound II-2 (0.80 g), a toluene solution of platinum / 1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (platinum content: 3% by mass, 4.1 mg), aniline (2.6 mg), and trimethoxysilane (0.40 g) were placed in a 100 mL flask and stirred at 25°C for 2 hours. The solvent was distilled off under reduced pressure to obtain 0.70 g of Compound II-3. The structure of Compound II-3 was confirmed by the following NMR data. As a result of GPC measurement, the number average molecular weight (Mn) was 2,198.

[0289] ​

[0290] 1 H-NMR(400 MHz, CDCl3) :δ=5.66(d, J=6.4 Hz, 1H), 3.46(s, 27H), 2.12(t, J=7.5 Hz, 2H), 1.61-1.42(m, 2H), 1.32-1.02(m, 26H), 0.53(t, J=7.7Hz, 6H), 0.45(t, J= 7.0Hz, 2H), 0.22--0.24(m, 15H).

[0291] <Compound III-1> Compound III-1 was synthesized according to Example 1 of WO 2023 / 017830.

[0292]

[0293] <Compound IV-1> 18-bromo-1-octadecene (3 g), trichlorosilane (4 mL), and a toluene solution of platinum / 1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (platinum content: 3% by mass, 36 mg) were added to a 30 mL vial and stirred at 25°C for 1 hour. After the low-boiling point components were distilled off under reduced pressure, a diethyl ether solution (1 M, 13 mL) of THF and methyl-d3-magnesium iodide was added dropwise at 0°C and stirred for 3 hours. A mixed solution of triethylamine and water (1 mL / 1 mL) was added and stirred for 30 minutes. Hexane and saturated saline were added to the reaction solution, and the mixture was separated, and the organic layer was isolated. After the solvent and low-boiling point components were distilled off under reduced pressure, flash column chromatography using silica gel (developing solvent: hexane / ethyl acetate) was performed to obtain 1.3 g of Compound IV-1. The structure of compound IV-1 was confirmed by the following NMR data.

[0294]

[0295] 1 H-NMR (400 MHz, CDCl3) :δ= 3.41 (t, J = 6.9 Hz, 2H), 1.85 (m, 2H), 1.25 (s, 30H), 0.73 - 0.50 (m, 2H).

[0296] ​​<Compound IV-2> Compound IV-2 was obtained according to the method described in a non-patent document (Journal of the American Chemical Society 2016, 138, 4210).

[0297]

[0298] <Compound IV-3> Compound IV-3 was obtained according to the method described in Non-Patent Document (Polymer Chemistry 2020, 11, 7625).

[0299]

[0300] <Compound IV-4> Compound IV-2 (1.0 g), THF (10 mL), and triethylamine (0.9 mL) were added to a 30 mL vial, and compound IV-3 (1.34 g) was added dropwise thereto, followed by stirring at 25°C for 2 hours. Hexane and ion-exchanged water were added, and the mixture was separated and the organic layer was isolated. The solvent and low-boiling components were removed by distillation under reduced pressure, followed by flash column chromatography using silica gel (developing solvent: hexane / ethyl acetate), yielding 1.0 g of compound IV-4. The structure of compound IV-4 was confirmed by the following NMR data.

[0301]

[0302] 1 H-NMR (400 MHz, CDCl3) :δ=4.70 (sept, J = 2.9 Hz, 1H), 0.26 - -0.09 (m, 45H).

[0303] <Compound IV-5> Compound IV-5 (2 g), carbon tetrachloride (3.7 mL), and palladium chloride (0.007 g) were added to a 30 mL vial and stirred at 25°C for 12 hours. The reaction solution was filtered, and the solvent and low-boiling components were distilled off under reduced pressure to obtain 2.1 g of compound IV-5. The structure of compound IV-5 was confirmed by the following NMR data.

[0304]

[0305] 1 ​​H-NMR (400 MHz, CDCl3) :δ=0.45 (s, 6H), 0.26 - -0.09 (m, 39H).

[0306] <Compound IV-6> Compound IV-1 (0.4 g), dichloromethane (2 mL), and triethylamine (0.17 mL) were added to a 30 mL vial, and compound IV-5 (0.5 g) was added dropwise thereto, followed by stirring at 25°C for 2 hours. Hexane and ion-exchanged water were added to the reaction solution, followed by separation, and the organic layer was separated. The solvent and low-boiling components were distilled off under reduced pressure, and then flash column chromatography using silica gel (developing solvent: hexane / ethyl acetate) was performed to obtain 0.5 g of compound IV-6. The structure of compound IV-6 was confirmed by the following NMR data.

[0307]

[0308] 1 H-NMR (400 MHz, CDCl3) :δ=3.41 (t, J = 6.9 Hz, 2H), 1.85 (dt, J = 14.5, 7.0 Hz, 2H), 1.26 (d, J = 4.1 Hz, 30H), 0.52 (m, 2H), 0.29 - -0.27 (m, 45H).

[0309] <Compound IV-7> Compound IV-6 (0.5 g) and a THF solution (2.0 M, 1.4 mL) of an allyl Grignard reagent were added under a nitrogen atmosphere and stirred at 0°C for 12 hours. A saturated aqueous ammonium chloride solution and hexane were added successively to the reaction solution, followed by separation and the organic layer was separated. The solvent and low-boiling components were distilled off under reduced pressure, and flash column chromatography using silica gel (developing solvent: hexane) was performed to obtain 0.25 g of compound IV-7. The structure of compound IV-7 was confirmed by the following NMR data.

[0310]

[0311] 1 ​H-NMR (400 MHz, CDCl3) :δ= 5.81 (ddt, J = 17.0, 10.2, 6.7 Hz, 1H), 4.95 (m, 2H), 2.03 (m, 2H), 1.25 (m, 34H), 0.52 (m, J = 7.7 Hz, 2H), 0.22 - -0.14 (m, 45H).

[0312] <Compound IV-8> Dichloromethane (1 g), Compound IV-7 (0.25 g), a toluene solution of platinum / 1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (platinum content: 3% by mass, 0.004 mg), aniline (0.3 mg), and trimethoxysilane (0.05 g) were placed in a 30 mL vial and stirred at 25°C for 2 hours. The solvent was distilled off under reduced pressure to obtain 0.23 g of Compound IV-7. The structure of Compound IV-8 was confirmed from the following NMR data.

[0313]

[0314] 1 H-NMR (400 MHz, CDCl3) :δ=3.57 (s, 9H), 1.25 (m, 38H), 0.65 (m, 2H), 0.52 (m, 2H), 0.31 - -0.14 (m, 45H).

[0315] <Compound V-1> Compound IV-1 (1.0 g), dichloromethane (2 mL), and triethylamine (0.17 mL) were added to a 30 mL vial, and 1,7-dichloro-1,1,3,3,5,5,7,7-octamethyltetrasiloxane (1.0 g) was added dropwise thereto, followed by stirring at 25°C for 2 hours. Hexane and ion-exchanged water were added to the reaction solution, followed by separation, and the organic layer was separated. The solvent and low-boiling point components were removed by distillation under reduced pressure, followed by flash column chromatography using silica gel (developing solvent: hexane / ethyl acetate), yielding 1.1 g of Compound V-1. The structure of Compound V-1 was confirmed by the following NMR data.

[0316]

[0317] 1 ​​H-NMR (400 MHz, CDCl3) :δ=3.41 (t, J = 6.9 Hz, 4H), 1.85 (dt, J = 14.5, 7.0 Hz, 4H), 1.26 (d, J = 4.1 Hz, 60H), 0.52 (m, 4H), 0.29 - -0.27 (m, 24H).

[0318] <Compound V-2> Under a nitrogen atmosphere, compound V-1 (1.0 g) and a THF solution (2.0 M, 3.0 mL) of an allyl Grignard reagent were added and stirred at 0°C for 12 hours. A saturated aqueous ammonium chloride solution and hexane were added successively to the reaction solution, followed by separation and the organic layer was separated. The solvent and low-boiling components were distilled off under reduced pressure, and flash column chromatography using silica gel (developing solvent: hexane) was performed to obtain 0.7 g of compound V-2. The structure of compound V-2 was confirmed by the following NMR data.

[0319]

[0320] 1 H-NMR (400 MHz, CDCl3) :δ= 5.81 (ddt, J = 17.0, 10.2, 6.7 Hz, 2H), 4.95 (m, 4H), 2.03 (m, 4H), 1.25 (m, 68H), 0.52 (m, J = 7.7 Hz, 4H), 0.22 - -0.14 (m, 24H).

[0321] <Compound V-3> Dichloromethane (1 g), Compound V-2 (0.5 g), a toluene solution of platinum / 1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (platinum content: 3% by mass, 0.004 mg), aniline (0.3 mg), and trimethoxysilane (0.3 g) were placed in a 30 mL vial and stirred at 25°C for 2 hours. The solvent was distilled off under reduced pressure to obtain 0.5 g of Compound V-3. The structure of Compound V-3 was confirmed from the following NMR data.

[0322]

[0323] 1 ​​H-NMR (400 MHz, CDCl3) :δ=3.57 (s, 18H), 1.25 (m, 76H), 0.65 (m, 4H), 0.52 (m, 4H), 0.31 - -0.14 (m, 24H).

[0324] <Compound VI-1> Under a nitrogen atmosphere, hexane (2 mL) and methyldichlorosilane (2 g) were added to a 100 mL two-neck flask, and a hexane solution (10 mL) containing pyridine (3.3 mL) and compound I-3 (4 g) was added dropwise while heating to 60°C. After the dropwise addition, the mixture was cooled to 25°C and stirred for 12 hours. The reaction solution was filtered, and hexane and ion-exchanged water were added to the filtrate, followed by liquid separation, and the organic layer was separated. The solvent and low-boiling point components were distilled off under reduced pressure, and then flash column chromatography using silica gel (developing solvent: hexane / ethyl acetate) was performed to obtain 2 g of compound VI-1. The structure of compound VI-1 was confirmed by the following NMR data.

[0325]

[0326] 1 H-NMR (400 MHz, CDCl3) :δ= 4.64 (s, 1H), 0.12 (s, 3H).

[0327] <Compound VI-2> 18-bromo-1-octadecene (1 g), Compound VI-1 (1 g), and a toluene solution of platinum / 1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (platinum content: 3% by mass, 36 mg) were placed in a 30 mL vial and stirred at 25°C for 1 hour. Hexane and saturated brine were added to the reaction solution, and the mixture was separated, and the organic layer was isolated. The solvent and low-boiling components were removed by distillation under reduced pressure, followed by flash column chromatography using silica gel (developing solvent: hexane / ethyl acetate), yielding 1.3 g of Compound VI-2. The structure of Compound VI-2 was confirmed by the following NMR data.

[0328]

[0329] 1 ​​H-NMR (400 MHz, CDCl3) :δ= 3.41 (t, J = 6.9 Hz, 2H), 1.85 (m, 2H), 1.25 (s, 30H), 0.73 - 0.50 (m, 2H), 0.12 (s, 3H).

[0330] <Compound VI-3> Compound VI-2 (0.5 g) and a THF solution (2.0 M, 1.4 mL) of an allyl Grignard reagent were added under a nitrogen atmosphere and stirred at 0°C for 12 hours. A saturated aqueous ammonium chloride solution and hexane were added successively to the reaction solution, followed by separation and the organic layer was separated. The solvent and low-boiling components were distilled off under reduced pressure, and flash column chromatography using silica gel (developing solvent: hexane) was performed to obtain 0.5 g of Compound VI-3. The structure of Compound VI-3 was confirmed by the following NMR data.

[0331]

[0332] 1 H-NMR(400 MHz, CDCl3) :δ= 5.81 (ddt, J = 17.0, 10.2, 6.7 Hz, 1H), 4.95 (m, 2H), 2.03 (m, 2H), 1.25 (m, 34H), 0.52 (m, J = 7.7 Hz, 2H), 0.12 (s, 3H).

[0333] <Compound VI-4> Dichloromethane (1 g), Compound VI-3 (0.3 g), a toluene solution of platinum / 1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (platinum content: 3% by mass, 0.004 mg), aniline (0.3 mg), and trimethoxysilane (0.1 g) were placed in a 30 mL vial and stirred at 25°C for 2 hours. The solvent was removed by distillation under reduced pressure to obtain 0.28 g of Compound VI-4. The structure of Compound VI-4 was confirmed by the following NMR data.

[0334]

[0335] 1 ​​H-NMR(400 MHz, CDCl3) :δ=3.57 (s, 9H), 1.25 (m, 38H), 0.65 (m, 2H), 0.52 (m, 2H), 0.12 (s, 3H).

[0336] <Compound VII-1> 17-Octadecenoic acid (1 g), Compound VI-2 (1 g), and a toluene solution of platinum / 1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (platinum content: 3% by mass, 36 mg) were placed in a 30 mL vial and stirred at 25°C for 1 hour. Hexane and saturated brine were added to the reaction solution, and the mixture was separated, and the organic layer was isolated. The solvent and low-boiling components were removed by distillation under reduced pressure, followed by flash column chromatography using silica gel (developing solvent: hexane / ethyl acetate), yielding 0.4 g of Compound VII-1. The structure of Compound VII-1 was confirmed by the following NMR data.

[0337]

[0338] 1 H-NMR(400 MHz, CDCl3) :δ= 2.35 (t, J = 7.6 Hz, 2 H), 1.63 (m, 2H), 1.25 (s, 28H), 0.73 - 0.50 (m, 2H), 0.12 (s, 3H).

[0339] <Compound VII-2> Compound VII-1 (0.4 g), 2-allylpent-4-en-1-amine (0.4 g), triethylamine (0.5 mL), and ethyl acetate (2 mL) were added to a 30 mL vial and stirred. A 50% propylphosphonic anhydride / ethyl acetate solution (1 mL) was added thereto, and the mixture was stirred at 25°C for 12 hours. Hexane and aqueous hydrochloric acid (1 M) were added to the reaction solution, and the mixture was separated and the organic layer was isolated. The solvent and low-boiling components were removed by distillation under reduced pressure, followed by flash column chromatography using silica gel (developing solvent: hexane / ethyl acetate) to obtain 0.2 g of Compound VII-2. The structure of Compound VII-2 was confirmed by the following NMR data.

[0340]

[0341] 1 ​​H-NMR(400 MHz, CDCl3) :δ= 5.80(m, 1H), 5.41 (s, 1H), 5.10(m,2H), 3.21(m, 2H), 2.15 (t, J = 7.6 Hz, 2H), 1.75 (m, 2H), 1.25 (s, 28H), 0.73 - 0.50 (m, 2H), 0.12 (s, 3H).

[0342] <Compound VII-3> Dichloromethane (1 g), Compound VII-2 (0.2 g), a toluene solution of platinum / 1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (platinum content: 3% by mass, 0.004 mg), aniline (0.3 mg), and trimethoxysilane (0.2 g) were placed in a 30 mL vial and stirred at 25°C for 2 hours. The solvent was distilled off under reduced pressure to obtain 0.22 g of Compound VII-3. The structure of Compound VII-3 was confirmed by the following NMR data.

[0343]

[0344] 1 H-NMR(400 MHz, CDCl3) :δ=5.41 (s, 1H), 3.57 (s, 18H), 3.21(m, 2H), 2.15 (t, J = 7.6 Hz, 2H), 1.25 (m, 38H), 0.65 (m, 2H), 0.52 (m, 2H), 0.12 (s, 3H).

[0345] <Compound VIII-1> Triethylamine (1.5 g), dichloromethane (10 g), and chlorotrimethyl-d9-silane (0.3 g) were added to compound IV-1 (0.5 g), and the mixture was stirred at 30°C for 3 hours. After removing low-boiling components by distillation under reduced pressure, flash column chromatography using silica gel (developing solvent: hexane / dichloromethane) was performed to obtain 0.5 g of compound VIII-1. The structure of compound VIII-1 was confirmed by the following NMR data.

[0346]

[0347] 1 ​​H NMR (400 MHz, CDCl3) δ 3.41 (t, J = 6.9 Hz, 2H), 1.99 - 1.72 (m, 2H), 1.49 - 0.97 (m, 30H), 0.50 (dd, J = 9.5, 5.7 Hz, 2H).

[0348] <Compound VIII-2> THF (20 g) and magnesium (1.1 g) were added to 11-bromo-1-undecene (3.0 g), and the mixture was stirred at 60°C for 2 hours. After filtering the reaction solution, VIII-1 (0.5 g) and copper(II) chloride (0.05 g) were added, and the mixture was stirred at 40°C for 24 hours. Hydrochloric acid and hexane were added for extraction, and low-boiling components were distilled off under reduced pressure. 0.3 g of VIII-2 was obtained by flash column chromatography using 10% silver nitrate silica gel (developing solvent: hexane / dichloromethane). The structure of Compound VIII-2 was confirmed by the following NMR data.

[0349]

[0350] 1 H NMR (400 MHz, CDCl3) δ 5.81 (ddt, J = 16.9, 10.1, 6.7 Hz, 1H), 5.10 - 4.69 (m, 2H), 2.04 (q, J = 7.0 Hz, 2H), 1.49 - 0.97 (m, 50H), 0.49 (t, J = 7.6 Hz, 2H).

[0351] <Compound VIII-3> A toluene solution of platinum / 1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (platinum content: 3% by mass, 5 mg), aniline (3 mg), and trimethoxysilane (0.60 g) were added to Compound VIII-2 (0.3 g) dissolved in dichloromethane (10 g), and the mixture was stirred at 50°C for 2 hours. The solvent was distilled off under reduced pressure to obtain 0.4 g of Compound VIII-3. The structure of Compound VIII-3 was confirmed by the following NMR data.

[0352]

[0353] 1 ​​H NMR (400 MHz, CDCl3) δ 3.57 (s, 9H), 1.49 - 0.97 (m, 54H), 0.73 - 0.57 (m, 2H), 0.49 (t, J = 6.8 Hz, 2H)

[0354] <Compound IX-1> Dichloromethane (10 g), trichlorosilane (3.0 g), triacetoxymethylsilane (0.05 g), and a toluene solution of platinum / 1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (platinum content: 3% by mass, 4.1 mg) were added to 18-bromo-1-octadecene (1.0 g), and the mixture was stirred at 25°C for 2 hours. After the low-boiling point components were distilled off under reduced pressure, a diethyl ether solution (1.0 M) (20 mL) of methyl-d3-magnesium iodide was added, and the mixture was stirred at 25°C for 24 hours. Hydrochloric acid and hexane were added for extraction, and the low-boiling point components were distilled off under reduced pressure. Then, flash column chromatography using silica gel (developing solvent: hexane / dichloromethane) was performed to obtain 1.0 g of Compound IX-1. The structure of Compound IX-1 was confirmed by the following NMR data.

[0355]

[0356] 1 H NMR (400 MHz, CDCl3) δ 3.41 (t, J = 6.9 Hz, 2H), 1.90 - 1.69 (m, 2H), 1.47 - 1.00 (m, 30H), 0.48 (dq, J = 10.3, 6.4, 5.7 Hz, 2H).

[0357] <Compound IX-2> THF (20 mL), a THF solution of allyl magnesium chloride (2.0 M, 20 mL), and copper(II) chloride (0.02 g) were added to compound IX-1 (1.0 g), and the mixture was stirred at 50°C for 2 hours. Hydrochloric acid and hexane were added for extraction, and low-boiling components were distilled off under reduced pressure. Flash column chromatography using silica gel (developing solvent: hexane / dichloromethane) was then performed to obtain 0.8 g of compound IX-2. The structure of compound IX-2 was confirmed by the following NMR data.

[0358] ​

[0359] 1 H NMR (400 MHz, CDCl3) δ 5.84 (ddt, J = 16.9, 10.2, 6.6 Hz, 1H), 5.21 - 4.79 (m, 2H), 2.18 - 1.87 (m, 2H), 1.47 - 1.00 (m, 34H), 0.64 - 0.35 (m, 2H).

[0360] <Compound IX-3> Compound IX-2 (0.8 g) was dissolved in dichloromethane (10 g). Next, a toluene solution of platinum / 1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (platinum content: 3% by mass, 4.1 mg), aniline (2.6 mg), and trimethoxysilane (2.0 g) were added and stirred at 30°C for 24 hours. The solvent was removed by distillation under reduced pressure to obtain 1.1 g of compound IX-3. The structure of compound IX-3 was confirmed by the following NMR data.

[0361]

[0362] 1 H NMR (400 MHz, CDCl3) δ 3.52 (s, 9H), 1.47 - 1.00 (m, 38H), 0.66 - 0.55 (m, 2H), 0.42 (t, J = 7.7 Hz, 2H).

[0363] [Production of Articles] Substrates were surface-treated using Compound I-5, Compound II-3, Compound III-1, Compound IV-8, Compound V-3, Compound VI-4, Compound VII-3, Compound VIII-3, and Compound IX-3 to obtain articles of Examples 1 to 3. The surface treatment method used in each example was the wet coating method described below. Chemically strengthened glass was used as the substrate. The obtained articles were evaluated by the following methods. The results are shown in Table 1. 30 g of silicon oxide was placed as a deposition source in a copper hearth in a vacuum deposition apparatus (VTR-350M manufactured by ULVAC KIKO Co., Ltd.). A glass substrate was placed in the vacuum deposition apparatus, and the interior of the vacuum deposition apparatus was heated to 5 × 10 －３ ​​The chamber was evacuated to a pressure of 100 Pa or less. The hearth was heated to approximately 2,000°C, and silicon oxide was vacuum-deposited onto the surface of the substrate, preparing a silicon oxide layer-coated substrate having a silicon oxide layer approximately 20 nm thick. The silicon oxide layer-coated substrate was placed on the sample stage of a spray coater (API-90RS, manufactured by Apiros Co., Ltd.) with the silicon oxide layer facing up. Next, 13 g of a heptane solution containing 0.2 mass% of the compound obtained in each example was loaded into a syringe in the spray coater and spray-coated at an atomization pressure of 130 kPa, a nozzle-to-sample surface distance of 50 mm, and a scanning speed of 300 mm / sec (wet coating method). The silicon oxide layer-coated substrate with the compound coated on its surface was then heat-treated at 140°C for 30 minutes, yielding an evaluation sample (article) in which the substrate, silicon oxide layer, and surface treatment layer were laminated in this order.

[0364] [Evaluation] <Water repellency> Approximately 2 μL of distilled water was dropped onto the surface treatment layer of the article, and the initial water contact angle was measured using a contact angle measuring device (product name "DM-500", manufactured by Kyowa Interface Science Co., Ltd.). The average value measured at five points on the surface treatment layer was taken as the water contact angle. The water repellency of the surface treatment layer was evaluated based on the following criteria. The 2θ method was used to calculate the water contact angle. A: Initial water contact angle greater than 104° B: Initial water contact angle of 100 to 104° C: Initial water contact angle less than 100°

[0365] <Oil repellency> Approximately 2 μL of oleic acid was dropped onto the surface treatment layer of the article, and the initial oil contact angle (oleic acid contact angle) was measured using a contact angle measuring device (product name "DM-500", manufactured by Kyowa Interface Science Co., Ltd.). The average value measured at five points on the surface treatment layer was taken as the oil contact angle. The oil repellency of the surface treatment layer was evaluated based on the following evaluation criteria. The 2θ method was used to calculate the oil contact angle. A: Initial oil contact angle greater than 54° B: Initial oil contact angle of 50 to 54° C: Initial oil contact angle less than 50°

[0366]

[0367] As shown in Table 1, it was revealed that the articles of Examples 1 to 8, in which Compounds I-5, II-3, IV-8, V-3, VI-4, VII-3, VIII-3, and IX-3, each having Group 1 and deuterium, were used as surface treatment agents, were able to form surface treatment layers with even better water repellency and oil repellency than the article of Example 9, in which Compound III-1, which does not have deuterium, was used.

[0368] The compounds of the present disclosure are useful as surface treatment agents. The surface treatment agents can be used, for example, for display devices such as touch panel displays, optical elements, semiconductor elements, building materials, automotive parts, and substrates used in nanoimprint technology. The surface treatment agents can also be used for the bodies, window glass (windshields, side glass, rear glass), mirrors, bumpers, and the like of transportation equipment such as trains, automobiles, ships, and aircraft. Furthermore, the surface treatment agents can be used for outdoor items such as building exterior walls, tents, solar power generation modules, soundproofing panels, and concrete; fishing nets, insect nets, and aquariums. The surface treatment agents can also be used for various indoor facilities such as kitchens, bathrooms, sinks, mirrors, and toilet peripherals; ceramics such as chandeliers and tiles; artificial marble, and air conditioners. The surface treatment agents can also be used for antifouling treatment of jigs, interior walls, piping, and the like in factories. The surface treatment agents can also be used for goggles, eyeglasses, helmets, pachinko machines, textiles, umbrellas, playground equipment, and soccer balls. The surface treatment agents can also be used as anti-adhesion agents for various packaging materials such as food packaging, cosmetic packaging, and the inside of pots. The surface treatment agent can also be used for optical components such as car navigation systems, mobile phones, smartphones, digital cameras, digital video cameras, PDAs, portable audio players, car audio equipment, game machines, eyeglass lenses, camera lenses, lens filters, sunglasses, medical equipment such as gastroscopes, copiers, PCs, displays (e.g., liquid crystal displays, organic EL displays, plasma displays, touch panel displays), touch panels, protective films, and antireflection films.

[0369] This application claims priority based on Japanese Patent Application No. 2023-129135, filed on August 8, 2023, the disclosure of which is incorporated herein in its entirety by reference.

Claims

1. A compound containing deuterium and the following group 1, the ratio of the deuterium to the light hydrogen being 0.1 mol % or more. Group 1: -Si(R １ ) ｎ L ３－ｎ However, R １ each independently represents a hydrocarbon group; each L independently represents a hydrolyzable group, a group having a hydrolyzable group, or a hydroxyl group; and n is an integer of 0 to 2.

2. The compound according to claim 1, which contains at least one of the deuterium atoms as the structure of the following group 2 or group 3: Group 2: -Si(CE ｂ１ H ３－ｂ１ ) ａ１ (R ２ ) ２－ａ１ -O- Group 3: -M １ (C.E. ｂ２ H ３－ｂ２ ) ａ２ (R ２ ) ２－ａ２ - (Q) ｒ１ -R １０ provided that each E is independently D or T; ２ are each independently a hydrocarbon group; R １０ is a hydrocarbon group, a trialkylsilyl group, a linear organopolysiloxane group, a cyclic organopolysiloxane group, or a cage-shaped organopolysiloxane group, and the hydrogen atoms in these groups may be deuterium atoms; Q is -O- or -OC(=O)-; M １ is Si, Sn or Ge; r1 is 0 or 1; a1 is 1 or 2; b1 is 1, 2 or 3; a2 is 1 or 2; and b2 is 1, 2 or 3.

3. The compound according to claim 2, wherein the structure of the group 2 or group 3 is represented by the following group 2a or group 3a. Group 2a: -Si(CD ３ ) ２ -O- Group 3a: -M １ (CD ３ ) ３ However, M １ is Si, Sn or Ge.

4. A compound represented by the following formula (1a) or the following formula (2a): １１ - (Q) ｒ１ } ｕ１ - (M １１ ) ｒ１１ - (Q) ｒ２ -Z １ ] ｐ１ A １１ -G ｑ１ ... (1a) G ｑ１ -A １２ [Z １ - (Q) ｒ１ - (M １２ ) ｒ１２ - (Q) ｒ２ -Z １ ]A １２ -G ｑ１ … (2a) where R １１ each independently represents the following Group 3, or a hydrocarbon group, a trialkylsilyl group, a linear organopolysiloxane group, a cyclic organopolysiloxane group, or a cage-shaped organopolysiloxane group, in which the hydrogen atoms may be deuterium atoms; M １１ are each independently Si, Sn, or Ge, or a group containing a partial structure in which 2 to 5 atoms selected from Si, Sn, and Ge are linked together; M １２ are each independently a group containing a partial structure in which 2 to 5 atoms selected from Si, Sn, and Ge are linked together; each Q is independently -O- or -OC(=O)-; u1 is M １１ is 3 when is Si, Sn or Ge, u1 is M １１ is a group containing a partial structure in which 2 to 5 atoms selected from Si, Sn, and Ge are linked together, or when r11 is 0, it is 1; each r1 is independently 0 or 1; each r2 is independently 0 or 1; each r11 is independently 0 or 1; each r12 is independently 0 or 1; when r11 is 0, r1+r2 is 0 or 1; when r12 is 0, r1+r2 is 0 or 1; Z １ each independently represents an alkylene group, a polyalkylene oxide group, an organopolysiloxane group, an organopolysiloxane group containing the following group 2, a combination of an alkylene group and an organopolysiloxane group, or a combination of an alkylene group and an organopolysiloxane group containing the following group 2, １１ represents a single bond or a (p1+q1)-valent linking group; １２ are each independently a single bond or a (1+q1)-valent linking group; G is the following Group 1; p1 and q1 are each independently an integer of 1 or more; Group 1 is -Si(R １ ) ｎ L ３－ｎ Group 2 is -Si(CE ｂ１ H ３－ｂ１ ) ａ１ (R ２ ) ２－ａ１ -O-; group 3 is -M １ (C.E. ｂ２ H ３－ｂ２ ) ａ２ (R ２ ) ２－ａ２ - (Q) ｒ１ -R １０ And R １ are each independently a hydrocarbon group, each L is independently a hydrolyzable group, a group having a hydrolyzable group, or a hydroxyl group, n is an integer of 0 to 2, each E is independently D or T, R ２ are each independently a hydrocarbon group; R １０ is a hydrocarbon group, a trialkylsilyl group, a linear organopolysiloxane group, a cyclic organopolysiloxane group, or a cage-shaped organopolysiloxane group, in which the hydrogen atoms may be deuterium atoms; M １ is Si, Sn or Ge; a1 is 1 or 2; b1 is 1, 2 or 3; a2 is 1 or 2; and b2 is 1, 2 or 3, provided that in formula (1a), R １１ At least one of R １１ and Z １ At least one of the groups represented by formula (2a) contains an organopolysiloxane group containing group 2, １ At least one of the groups contains an organopolysiloxane group containing Group 2.

5. A compound represented by the following formula (1b) or the following formula (2b): １１ - (Q) ｒ１ } ｕ２ - (M ２１ ) ｒ２１ -Z １ ] ｐ１ A １１ -G ｑ１ ... (1b) G ｑ１ -A １２ -Z ２ -A １２ -G ｑ１ … (2b) where R １１ are each independently the following Group 3, or a hydrocarbon group, a trialkylsilyl group, a linear organopolysiloxane group, a cyclic organopolysiloxane group, or a cage-shaped organopolysiloxane group, and the hydrogen atoms in these groups may be deuterium; each Q is independently -O- or -OC(=O)-; each r1 is independently 0 or 1; M ２１ is Si, Sn, or Ge; r21 is 0 or 1; u2 is 1 when r21 is 0, and is 3 when r21 is 1; Z １ each independently represents an alkylene group, a polyalkylene oxide group, an organopolysiloxane group, an organopolysiloxane group containing the following group 2, a combination of an alkylene group and an organopolysiloxane group, or a combination of an alkylene group and an organopolysiloxane group containing the following group 2; Z ２ is an organopolysiloxane group containing the following group 2, or a combination of an alkylene group and an organopolysiloxane group containing the following group 2, １１ represents a single bond or a (p1+q1)-valent linking group; １２ are each independently a single bond or a (1+q1)-valent linking group; G is the following Group 1; p1 and q1 are each independently an integer of 1 or more; Group 1 is -Si(R １ ) ｎ L ３－ｎ Group 2 is -Si(CE ｂ１ H ３－ｂ１ ) ａ１ (R ２ ) ２－ａ１ -O-; group 3 is -M １ (C.E. ｂ２ H ３－ｂ２ ) ａ２ (R ２ ) ２－ａ２ - (Q) ｒ１ -R １０ And R １ are each independently a hydrocarbon group, each L is independently a hydrolyzable group, a group having a hydrolyzable group, or a hydroxyl group, n is an integer of 0 to 2, each E is independently D or T, R ２ are each independently a hydrocarbon group; R １０ represents a hydrocarbon group, a trialkylsilyl group, a linear organopolysiloxane group, a cyclic organopolysiloxane group, or a cage-shaped organopolysiloxane group, and a hydrogen atom in these groups may be substituted by E; M １ is Si, Sn or Ge; a1 is 1 or 2; b1 is 1, 2 or 3; a2 is 1 or 2; and b2 is 1, 2 or 3, provided that in formula (1b), R １１ At least one of R １１ and Z １ At least one of the groups contains an organopolysiloxane group containing Group 2.

6. Said Z １ The compound according to claim 4, wherein each of -{Si(R Ｅ１ ) ２ -O} ｓ１ -Si(R Ｅ１ ) ２ - (O) ｓ２ - (R ２１ ) ｓ３ - ... (3) where R Ｅ１ are each independently a hydrocarbon group in which a hydrogen atom may be a deuterium atom; R ２１ is an alkylene group; s1 is an integer from 0 to 500; s2 is 0 or 1; and s3 is 0 or 1.

7. Said Z ２ The compound according to claim 5, wherein R is a group represented by the following formula (4): ２１ ) ｓ３ - (O) ｓ２ - {Si(R Ｅ１ ) ２ -O} ｓ１ -Si(R Ｅ１ ) ２ - (O) ｓ２ - (R ２１ ) ｓ３ - ... (4) where R Ｅ１ are each independently a hydrocarbon group in which a hydrogen atom may be a deuterium atom; R ２１ each independently represents an alkylene group; s1 represents an integer of 0 to 500; each independently represents 0 or 1; and each independently represents 0 or 1.

8. A compound represented by the following formula (1c) or the following formula (2c): [R １１ - (O) ｒ１ - {Si(R ４ ) ２ -O} ｓ１－ｓ４ · {Si(CE ｂ１ H ３－ｂ１ ) ａ１ (R ２ ) ２－ａ１ -O} ｓ４ -Si(R ４ ) ２ - (O) ｓ２ - (R ２１ ) ｓ３ ] ｐ１ A １１ -G ｑ１ …(1c) G ｑ１ -A １２ [(R ２１ ) ｓ３ - (O) ｓ２ - {Si(R ４ ) ２ -O} ｓ１－ｓ５ · {Si(CE ｂ１ H ３－ｂ１ ) ａ１ (R ２ ) ２－ａ１ -O} ｓ５ -Si(R ４ ) ２ - (O) ｓ２ - (R ２１ ) ｓ３ ]A １２ -G ｑ１ …(2c) where R １１ each independently represents a hydrocarbon group, a trialkylsilyl group, a linear organopolysiloxane group, a cyclic organopolysiloxane group, a cage-shaped organopolysiloxane group, or the following group 3: ４ are each independently a hydrocarbon group; E is each independently D or T; R ２１ are each independently an alkylene group; each r1 is independently 0 or 1; a1 is 1 or 2; b1 is 1, 2, or 3; s1 is an integer from 0 to 500; each s2 is independently 0 or 1; each s3 is independently 0 or 1; s4 is an integer from 0 to s1; R １１ is an integer of 1 or more when it is a group other than Group 3, s5 is an integer of 1 to s1, １１ represents a single bond or a (p1+q1)-valent linking group; １２ are each independently a single bond or a (1+q1)-valent linking group; G is the following Group 1; p1 and q1 are each independently an integer of 1 or more; Group 1 is -Si(R １ ) ｎ L ３－ｎ Group 3 is -M １ (C.E. ｂ２ H ３－ｂ２ ) ａ２ (R ２ ) ２－ａ２ - (Q) ｒ１ -R １０ And R １ are each independently a hydrocarbon group, each L is independently a hydrolyzable group, a group having a hydrolyzable group, or a hydroxyl group, n is an integer of 0 to 2, each E is independently D or T, R ２ are each independently a hydrocarbon group; R １０ represents a hydrocarbon group, a trialkylsilyl group, a linear organopolysiloxane group, a cyclic organopolysiloxane group, or a cage-shaped organopolysiloxane group, and a hydrogen atom in these groups may be substituted by E; M １ is Si, Sn or Ge; a2 is 1 or 2; and b2 is 1, 2 or 3.

9. The compound according to claim 8, wherein s1 is an integer of 1 or more.

10. The compound of claim 8, wherein s3 is 1.

11. The compound according to claim 8, wherein p1 is an integer from 1 to 4.

12. The compound according to claim 8, wherein each q1 is independently an integer of 1 to 4.

13. A composition comprising a compound according to any one of claims 1 to 12 and a liquid medium.

14. A surface treatment agent comprising the compound according to any one of claims 1 to 12.

15. A surface treatment agent comprising the compound according to any one of claims 1 to 12 and a liquid medium.

16. A method for producing an article, comprising: performing a surface treatment on a substrate using a surface treatment agent containing a compound according to any one of claims 1 to 12; and producing an article having a surface treatment layer formed on the substrate.

17. An article comprising a substrate, and a surface treatment layer disposed on the substrate and surface-treated with a surface treatment agent containing the compound according to any one of claims 1 to 12.

18. The article of claim 17 which is an optical component.

19. The article according to claim 17, which is a display or a touch panel.

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