Classifications

• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
  • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
  • C09D5/16—Antifouling paints; Underwater paints
  • C09D5/1656—Antifouling paints; Underwater paints characterised by the film-forming substance
  • C09D5/1662—Synthetic film-forming substance
  • C09D5/1675—Polyorganosiloxane-containing compositions
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
  • C08G77/48—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms
  • C08G77/54—Nitrogen-containing linkages
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L101/00—Compositions of unspecified macromolecular compounds
  • C08L101/02—Compositions of unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups
  • C08L101/10—Compositions of unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups containing hydrolysable silane groups
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
  • C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
  • C09D183/14—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
  • C09D201/00—Coating compositions based on unspecified macromolecular compounds
  • C09D201/02—Coating compositions based on unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups
  • C09D201/10—Coating compositions based on unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups containing hydrolysable silane groups
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
  • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
  • C09D7/40—Additives
  • C09D7/60—Additives non-macromolecular
  • C09D7/61—Additives non-macromolecular inorganic
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
  • C09K3/00—Materials not provided for elsewhere

Definitions

• the present disclosure relates to a composition, a surface treatment agent, an article, and a method for manufacturing an article.
• a specific method known is to perform a surface treatment on the surface of the article using a surface treatment agent.
• Patent Document 1 describes the use of a silane compound containing a siloxane group with a specific structure as a surface treatment agent.
• one embodiment of the present disclosure relates to providing a composition and a surface treatment agent capable of forming a surface treatment layer with excellent appearance and abrasion resistance, as well as an article having a surface treatment layer with excellent appearance and abrasion resistance, and a method for manufacturing the same.
• Means for solving the above problems include the following aspects.
• a composition comprising a compound having a chain group and a reactive silyl group, and a metal atom, wherein the amount of the metal atom is 10 to 10,000 ppm by mass relative to the amount of the compound having the chain group and the reactive silyl group.
• the compound having a chain group and a reactive silyl group is a compound having a chain organo(poly)siloxane residue and a reactive silyl group.
• ⁇ 3> The composition according to ⁇ 1> or ⁇ 2>, comprising two or more kinds of the metal atoms.
• metal atoms include Pt and metal atoms other than Pt.
• the metal atom includes a transition metal.
• the metal atom includes at least one selected from the group consisting of Al, Ti, V, Cr, Mn, Fe, Co, Ni, Zr, Nb, Mo, Ru, Rh, Pd, Sn, Hf, Ta, W, Ir, Pt, Zn, and Cu.
• R2 is 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 from 0 to 2.
• Each L2 independently represents a hydrolyzable group, a group having a hydrolyzable group, a hydroxyl group, or a hydrocarbon group; Among L2 , at least four L2 are a hydrolyzable group, a group having a hydrolyzable group, or a hydroxyl group; Each P is independently an oxygen atom or an organic group having one carbon atom bonded to adjacent Si atoms on both sides, r1 is an integer from 1 to 3.
• formula (B1) Each R3 is independently a hydrocarbon group; k1 is a number equal to or greater than 1, * indicates a bonding site with an adjacent atom.
• k1 is an integer of 1 to 600.
• T 11 is a monovalent group not containing a reactive silyl group
• Each r is independently 0 or 1
• Each R3 is independently a hydrocarbon group
• Each k1 is independently a number of 1 or more
• p1 is an integer of 1 or more
• a 11 is a (p1+q1)-valent linking group
• q1 is an integer of 1 or more
• R2 is independently a hydrocarbon group
• L each independently represents a hydrolyzable group, a group having a hydrolyzable group, or a hydroxyl group
• Each n is independently an integer of 0 to 2.
• Each L2 independently represents a hydrolyzable group, a group having a hydrolyzable group, a hydroxyl group, or a hydrocarbon group; Among L2 , at least four L2 are a hydrolyzable group, a group having a hydrolyzable group, or a hydroxyl group; Each P is independently an oxygen atom or an organic group having one carbon atom bonded to adjacent Si atoms on both sides, r1 is an integer from 1 to 3; The definitions of T 11 , B, r, R 3 , k1, p1, A 11 and q1 are the same as those in formula (C).
• Each L2 independently represents a hydrolyzable group, a group having a hydrolyzable group, a hydroxyl group, or a hydrocarbon group; Among L2 , at least four L2 are a hydrolyzable group, a group having a hydrolyzable group, or a hydroxyl group; Each P is independently an oxygen atom or an organic group having one carbon atom bonded to adjacent Si atoms on both sides, Each r1 is independently an integer from 1 to 3; The definitions of R 4 , k1, A 12 and q1 are the same as those in formula (D).
• B 11 is a monovalent group containing at least one selected from the group consisting of Si, Ge, and Sn to which a hydroxyl group or a hydrolyzable group is not directly bonded; or a monovalent group containing a branched alkyl group, u1 is an integer of 1 or more, A 13 is a (q1+u1)-valent linking group, q1 is an integer of 1 or more, Each R2 is independently a hydrocarbon group; Each L is independently a hydrolyzable group, a group having a hydrolyzable group, or a hydroxyl group; Each n is independently an integer of 0 to 2.
• Each L2 independently represents a hydrolyzable group, a group having a hydrolyzable group, a hydroxyl group, or a hydrocarbon group; Among L2 , at least four L2 are a hydrolyzable group, a group having a hydrolyzable group, or a hydroxyl group; Each P is independently an oxygen atom or an organic group having one carbon atom bonded to adjacent Si atoms on both sides, Each r1 is independently an integer from 1 to 3; The definitions of B 11 , u1, A 13 and q1 are the same as those in formula (E).
• q1 is an integer of 1 to 4
• q1 each independently represents an integer of 1 to 4.
• ⁇ 13> The composition according to any one of ⁇ 1> to ⁇ 12>, further comprising a liquid medium.
• a surface treatment agent comprising the composition according to any one of ⁇ 1> to ⁇ 13>.
• a method for producing an article comprising: performing a surface treatment on a substrate using the surface treatment agent according to ⁇ 14>; and producing an article having a surface treatment layer formed on the substrate.
• ⁇ 16> An article comprising a substrate and a surface treatment layer disposed on the substrate and surface-treated with the surface treatment agent according to ⁇ 14>.
• ⁇ 17> The article according to ⁇ 16>, which is an optical member.
• ⁇ 18> The article according to ⁇ 16> or ⁇ 17>, which is a display or a touch panel.
• composition and a surface treatment agent capable of forming a surface treatment layer having excellent appearance and abrasion resistance, as well as an article having a surface treatment layer having excellent appearance and abrasion resistance and a method for manufacturing the same.
• the term "step” includes not only a step that is independent of other steps, but also a step that cannot be clearly distinguished from other steps as long as the purpose of the step is achieved.
• the numerical ranges indicated using “to” include the numerical values before and after "to” as the minimum and maximum values, respectively.
• the upper or lower limit value described in one numerical range may be replaced with the upper or lower limit value of another numerical range described in stages.
• the upper or lower limit value of the numerical range may be replaced with a value shown in the examples.
• each component may contain multiple types of the corresponding substance.
• the content or amount of each component means the total content or amount of the multiple substances present in the composition, unless otherwise specified.
• the term "surface treatment layer” refers to a layer formed on the surface of a substrate by surface treatment.
• 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.
• organo(poly)siloxane residue means an organosiloxane residue or an organopolysiloxane residue.
• Me may refer to a methyl group
• Et may refer to an ethyl group.
• composition of the present disclosure comprises a compound having a chain group and a reactive silyl group, and a metal atom, and the amount of the metal atom is 10 to 10,000 ppm by mass relative to the amount of the compound having the chain organo(poly)siloxane residue and the reactive silyl group.
• the composition of the present disclosure comprises a compound having a linear organo(poly)siloxane residue and a reactive silyl group, and a metal atom, and the amount of the metal atom is preferably 10 to 10,000 ppm by mass relative to the amount of the compound having the linear organo(poly)siloxane residue and the reactive silyl group.
• the compound having a chain group and a reactive silyl group will also be referred to as a "specific silane compound", and among these, the compound having a chain organo(poly)siloxane residue and a reactive silyl group will also be referred to as a "specific silane compound A".
• the explanation of the specific silane compound also applies when the "specific silane compound” is read as the “specific silane compound A” unless there is a contradiction.
• the amount of metal atoms in the composition of the present disclosure represents the total amount of metal atoms contained in the composition. Each component contained in the composition will be described in detail below.
• the specific silane compound has a chain group and a reactive silyl group.
• the specific silane compound A has a chain organo(poly)siloxane residue and a reactive silyl group.
• the composition of the present disclosure may contain only one type of the specific silane compound, or may contain two or more types.
• the specific silane compound contains a chain group.
• the chain group may be a straight chain without a branch, or may contain a branch.
• the specific silane compound may or may not have another structure, such as a cyclic structure.
• R d is a hydrogen atom or an alkyl group (preferably having 1 to
• Examples of the chain hydrocarbon group include linear or branched chain hydrocarbon groups having 2 to 100 carbon atoms, preferably 5 to 90 carbon atoms, and more preferably 10 to 80 carbon atoms.
• As the chain hydrocarbon group an alkylene group is preferred, and an alkylene group having the above carbon number is more preferred. From the viewpoint of forming a surface treatment layer having excellent acid resistance, hot water resistance, abrasion resistance, etc., the chain hydrocarbon group is preferably an alkylene group having 13 or more carbon atoms.
• R d is a hydrogen atom or an alkyl group (preferably having 1 to 10 carbon atoms).
• the chain group is preferably a chain organo(poly)siloxane residue.
• Chain organo(poly)siloxane residues are described in detail below.
• the specific silane compound may contain one linear organo(poly)siloxane residue or two or more linear organo(poly)siloxane residues.
• the specific silane compound contains two or more linear organo(poly)siloxane residues, the two or more linear organo(poly)siloxane residues may be the same or different.
• the linear organo(poly)siloxane residue may be represented by the following formula (B1) or (B2):
• R 4 is independently a hydrocarbon group or T 11 -B r -(SiR 3 2 -O) k1 -;
• T 11 is independently a monovalent group;
• Each r is independently 0 or 1;
• Each R3 is independently a hydrocarbon group;
• Each k1 is independently a number of 1 or more, * indicates a bonding site with an adjacent atom.
• examples of the hydrocarbon group represented by R3 include aliphatic hydrocarbon groups and aromatic hydrocarbon groups.
• the hydrocarbon group is preferably an aliphatic hydrocarbon group, and 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 is preferably a linear alkyl group, more preferably a methyl group, an ethyl group, an n-propyl group, or an n-butyl group, and even more preferably a methyl group.
• the aromatic hydrocarbon group is preferably a phenyl group.
• k1 is a number of 1 or more, preferably a number from 1 to 600, more preferably a number from 1 to 500, even more preferably a number from 3 to 500, particularly preferably a number from 9 to 50, extremely preferably a number from 11 to 30, and most preferably a number from 11 to 25.
• R 4 is each independently a hydrocarbon group or T 11 -B r -(SiR 3 2 -O) k1 -, preferably a hydrocarbon group. Details of the hydrocarbon group are the same as those of the hydrocarbon group represented by R 3 .
• T 11 is each independently a monovalent group, and specific embodiments are the same as T 11 in formula (C) described below. Specific embodiments of B and r are the same as those of B and r in formula (C) described later.
• the number of reactive silyl groups contained in the specific silane compound is 1 or more, and from the viewpoint of further improving the abrasion resistance of the surface treatment layer, it is preferably 1 to 18, more preferably 1 to 12, even more preferably 1 to 8, particularly preferably 1 to 6, and extremely preferably 1 to 4. In one embodiment, the number of reactive silyl groups contained in the specific silane compound is preferably 2 to 18, more preferably 2 to 12, even more preferably 2 to 8, and particularly preferably 2 to 6. The number of reactive silyl groups may be 1.
• a reactive silyl group means a group in which a reactive group is bonded to a Si atom.
• the reactive group is preferably 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 1 (L 1 is a hydrolyzable group) 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.
• 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.
• the alkoxy group is preferably an alkoxy group having 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 includes 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.
• Each R r is independently an alkyl group having 1 to 10 carbon atoms.
• Examples of the group having a hydrolyzable group include the groups having a hydrolyzable group exemplified above.
• the group having a hydrolyzable group is preferably -OL A -LB.
• LA is an alkylene group
• LB is a hydrolyzable group.
• the alkylene group preferably has 1 to 10 carbon atoms.
• the hydrolyzable group represented by LB has the same meaning as the hydrolyzable group described above, and the preferred embodiments are also the same.
• the reactive silyl group is preferably a group represented by the following formula (S1). -Si(R 2 ) n L 3-n ...(S1)
• Each R2 is independently a monovalent hydrocarbon group;
• Each L is independently a hydrolyzable group, a group having a hydrolyzable group, or a hydroxyl group;
• n is an integer from 0 to 2.
• the multiple reactive silyl groups may be the same or different from each other. From the viewpoint of availability of raw materials and ease of manufacturing the compound, it is preferable that the multiple reactive silyl groups are the same.
• Each R2 is independently a monovalent hydrocarbon group, and preferably a monovalent saturated hydrocarbon group.
• R2 preferably has 1 to 6 carbon atoms, more preferably 1 to 3 carbon atoms, and even more preferably 1 or 2 carbon atoms.
• Each L is independently a hydrolyzable group, a group having a hydrolyzable group, or a hydroxyl group. Details of the hydrolyzable group and the group having a hydrolyzable group are as described above.
• L is an alkoxy group having 1 to 4 carbon atoms or a halogen atom. From the viewpoint of less outgassing during application and better storage stability of the compound, it is preferable that L is an alkoxy group having 1 to 4 carbon atoms, and an ethoxy group or a methoxy group is more preferable.
• n is an integer from 0 to 2, preferably 0 or 1, and more preferably 0.
• Ls is an integer from 0 to 2, preferably 0 or 1, and more preferably 0.
• the multiple Ls present in one molecule may be the same or different from each other. From the viewpoint of availability of raw materials and ease of manufacturing the compound, it is preferable that the multiple Ls are the same.
• the multiple Rs present in one molecule may be the same or different from each other. From the viewpoint of availability of raw materials and ease of manufacturing the compound, it is preferable that the multiple Rs are the same.
• the reactive silyl group is preferably an alkoxysilyl group or a trichlorosilyl group. From the viewpoint of ease of handling of by-products generated in the reaction with the substrate, the reactive silyl group is more preferably an alkoxysilyl group.
• the alkoxysilyl group a dialkoxysilyl group or a trialkoxysilyl group is preferred, and a trialkoxysilyl group is more preferred.
• the reactive silyl group may be a group represented by the following formula (S2). > SiL2 ...(S2) L is the same as L in formula (S1).
• the reactive silyl group is also preferably a group represented by the following formula (S3). -[Si(L 2 ) 2 -P] r1 -Si(L 2 ) 3 ...(S3)
• Each L2 independently represents a hydrolyzable group, a group having a hydrolyzable group, a hydroxyl group, or a hydrocarbon group; Among L2 , at least four L2 are a hydrolyzable group, a group having a hydrolyzable group, or a hydroxyl group; Each P is independently an oxygen atom or an organic group having one carbon atom bonded to adjacent Si atoms on both sides, r1 is an integer from 1 to 3.
• the multiple groups (S3) 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 multiple groups (S3) are the same.
• Each L2 independently represents a hydrolyzable group, a group having a hydrolyzable group, a hydroxyl group, or a hydrocarbon group. Details of the hydrolyzable group and the group having a hydrolyzable group are as described above. Among these, from the viewpoint of ease of production of the compound, the hydrolyzable group or the group having a hydrolyzable group in L2 is preferably an alkoxy group having 1 to 4 carbon atoms, an alkylene oxide-modified alkoxy group, or a halogen atom.
• L2 is preferably an alkoxy group having 1 to 4 carbon atoms, and more preferably an ethoxy group or a methoxy group.
• the hydrocarbon group represented by L2 include an alkyl group, a cycloalkyl group, an alkenyl group, an allyl group, etc., and from the viewpoint of ease of synthesis, etc., a saturated hydrocarbon group is preferable, and an alkyl group is more preferable.
• the number of carbon atoms in the hydrocarbon group is preferably 1 to 6, more preferably 1 to 3, and even more preferably 1 to 2.
• r1 is an integer from 1 to 3, and from the viewpoint of ease of synthesis, 1 or 2 is preferable, and 1 is more preferable.
• the multiple L2s in one group (S3) at least four are hydrolyzable groups, groups having a hydrolyzable group, or hydroxyl groups. This allows the group (S3) to be more strongly bonded to the substrate, resulting in a surface treatment layer with excellent durability.
• the number of hydrolyzable groups, groups having a hydrolyzable group, and hydroxyl groups in the group (S3) is preferably 4 to 9, more preferably 4 to 7, and even more preferably 4 or 5.
• multiple L2s present in one molecule may be the same or different from each other. For example, multiple L2s may be the same hydrolyzable group.
• Each P is independently an oxygen atom or an organic group having one carbon atom bonded to adjacent Si on both sides.
• an organic group having one carbon atom bonded to adjacent Si on both sides means that Si is linked to each other via one carbon atom.
• Examples of P include a hydrocarbon group, and may be, for example, -CH 2 -, -C(CH 3 ) 2 -, etc. From the viewpoint of durability of the surface treatment layer, P is preferably an oxygen atom, -CH 2 -, or -C(CH 3 ) 2 -, more preferably an oxygen atom or -CH 2 -, and even more preferably an oxygen atom.
• R 12 is each independently 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.
• the number of carbon atoms in R 12 is preferably 1 to 6, more preferably 1 to 3, and even more preferably 1 or 2.
• group (S3) include -Si(OCH 3 ) 2 -O-Si(OCH 3 ) 3 , -Si(OCH 3 ) 2 -CH 2 -Si(OCH 3 ) 3 , -Si(OCH 3 ) 2 -C(CH 3 ) 2 -Si(OCH 3 ) 3 , -Si(OCH 2 CH 3 ) 2 -O-Si(OCH 3 ) 3 , -Si(OCH 3 ) 2 -O-Si(OCH 2 CH 3 ) 3 , -Si(OCH 2 CH 3 ) 2 -O-Si(OCH 2 CH 3 ) 3 , -Si(OCH 2 CH 3 ) 2 -O-Si(OCH 2 CH 3 ) 3 , -Si(OCH 2 CH 3 ) 2 -CH 2 -Si(OCH 3 ) 3 , -Si(OCH 3 ) 2 -CH 2
• the number average molecular weight (Mn) of the specific silane compound is preferably from 500 to 20,000, more preferably from 600 to 18,000, and even more preferably from 700 to 15,000.
• Mn is 500 or more
• the abrasion resistance of the surface treatment layer is more excellent.
• Mn is 20,000 or less
• the viscosity can be easily adjusted within an appropriate range, and the solubility is improved, so that the handling property during film formation is excellent.
• composition of the present disclosure may contain impurities such as by-products produced during the manufacturing process of the specific silane compound.
• the content of the specific silane compound is preferably 0.001 to 50 mass%, more preferably 0.01 to 20 mass%, and even more preferably 0.1 to 10 mass%, based on the total amount of the composition of the present disclosure.
• the content of the specific silane compound may be 0.01 to 10 mass%, 0.02 to 5 mass%, 0.03 to 3 mass%, or 0.05 to 2 mass%, based on the total amount of the composition of the present disclosure.
• Examples of the specific silane compound include a compound having a linear organo(poly)siloxane residue and a reactive silyl group linked to only one end of the linear organo(poly)siloxane residue (hereinafter also referred to as a "first compound"), and a compound having a linear organo(poly)siloxane residue and reactive silyl groups linked to both ends of the linear organo(poly)siloxane residue (hereinafter also referred to as a "second compound").
• the first compound may be used alone, the second compound may be used alone, or the first compound and the second compound may be used in combination. In either case, as the first compound, one type may be used alone, or two or more types may be used in combination, and as the second compound, one type may be used alone, or two or more types may be used in combination.
• the first compound has a linear organo(poly)siloxane residue and a reactive silyl group linked to only one end of the linear organo(poly)siloxane residue.
• the term "reactive silyl group linked to only one end of the linear organo(poly)siloxane residue” refers to a reactive silyl group linked directly or indirectly via another chemical structure to only one end of the linear organo(poly)siloxane residue.
• the first compound contains a linear organo(poly)siloxane residue.
• the linear organo(poly)siloxane residue contained in the first compound may be one or more than two.
• the first compound contains two or more linear organo(poly)siloxane residues, the two or more linear organo(poly)siloxane residues may be the same or different.
• the first compound contains two or more linear organo(poly)siloxane residues, there is no linear organo(poly)siloxane residue with reactive silyl groups linked to both ends, and at least one linear organo(poly)siloxane residue may have a reactive silyl group linked to one end.
• linear organo(poly)siloxane residue Details of the linear organo(poly)siloxane residue are as described above in the section on linear organo(poly)siloxane residues contained in the specific silane compound.
• the linear organo(poly)siloxane residue is preferably represented by formula (B1) or (B2), and more preferably represented by formula (B1).
• the number of reactive silyl groups contained in the first compound is 1 or more, and from the viewpoint of further improving the abrasion resistance of the surface treatment layer, it is preferably 1 to 18, more preferably 1 to 12, even more preferably 1 to 8, particularly preferably 1 to 6, and extremely preferably 1 to 4. In one embodiment, the number of reactive silyl groups contained in the first compound is preferably 2 to 18, more preferably 2 to 12, even more preferably 2 to 8, and particularly preferably 2 to 6. The number of reactive silyl groups may be 1.
• the first compound is preferably represented by the following formula (C):
• T 11 is a monovalent group not containing a reactive silyl group
• Each r is independently 0 or 1
• Each R3 is independently a hydrocarbon group
• Each k1 is independently a number of 1 or more
• p1 is an integer of 1 or more
• a 11 is a (p1+q1)-valent linking group
• q1 is an integer of 1 or more
• Each R2 is independently a hydrocarbon group
• Each L is independently a hydrolyzable group, a group having a hydrolyzable group, or a hydroxyl group
• Each n is independently an integer of 0 to 2.
• R3 and k1 are the same as those of R3 and k1 in formula (B1).
• R 2 , L, and n are the same as those of R 2 , L, and n in formula (S1).
• T 11 is a monovalent group.
• T 11 include an alkyl group, T 1 3 M 1 - (wherein M 1 is Si, Sn, or Ge, and each T 1 is independently a hydrocarbon group or a trialkylsilyloxy group), T 1 3 M 1 -R 1 - (wherein M 1 is Si, Sn, or Ge, and each T 1 is independently a hydrocarbon group or a trialkylsilyloxy group, and R 1 is an alkylene group), a monovalent cyclic polysiloxane residue or a monovalent cage polysiloxane residue, and a combination of a monovalent cyclic polysiloxane residue or a monovalent cage polysiloxane residue with a divalent hydrocarbon group.
• the alkyl group represented by T11 may be any of a linear alkyl group, a branched alkyl group, and a cyclic alkyl group, and is preferably a linear alkyl group or a branched alkyl group.
• the number of carbon atoms in the alkyl group may be 1 or 2 or more. When the number of carbon atoms in the alkyl group is 2 or more, the number of carbon atoms is preferably 2 to 30, more preferably 3 to 28, and even more preferably 4 to 22.
• Si is preferable.
• T 1 in T 1 3 M 1 - and T 1 3 M 1 -R 1 - is preferably an alkyl group or a trialkylsilyloxy group, and more preferably a methyl group, a butyldimethylsilyloxy group, a trimethylsilyloxy group, or a triethylsilyloxy group.
• R 1 is preferably an alkylene group having 1 to 20 carbon atoms, more preferably an alkylene group having 1 to 10 carbon atoms, further preferably an alkylene group having 1 to 5 carbon atoms, and particularly preferably an ethylene group.
• T 11 is preferably an alkyl group or a trialkylsilyl group, more preferably a methyl group or a trimethylsilyl group.
• the monovalent cyclic polysiloxane residue is preferably a group represented by the following formula (T1).
• R and T each independently represent a hydrocarbon group or a hydrocarbon group having a substituent; s is an integer from 1 to 4.
• Examples of the hydrocarbon group represented by R 1 T include an aliphatic hydrocarbon group and an aromatic hydrocarbon group. Among them, the hydrocarbon group is preferably an aliphatic hydrocarbon group, and 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 alkyl group is preferably a methyl group, an ethyl group, an n-propyl group, or an n-butyl group, and more preferably a methyl group.
• Examples of the hydrocarbon group contained in the hydrocarbon group having a substituent represented by R T include an aliphatic hydrocarbon group and an aromatic hydrocarbon group.
• the hydrocarbon group is preferably an aliphatic hydrocarbon group, and 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 contained in the substituted alkyl group is preferably 1 to 10, more preferably 1 to 8, and even more preferably 2 to 4.
• Examples of the substituent in the substituted hydrocarbon group represented by R T include a halogen atom, a hydroxyl group, an alkoxy group, a trialkylsilyl ether group, a trialkylsilyl group, an amino group, a nitro group, a cyano group, a sulfonyl group, and a trifluoromethyl group.
• the multiple R 1 T 's may be the same or different from one another, but from the viewpoint of ease of production, they are preferably the same.
• Examples of monovalent cyclic polysiloxane residues include the following groups:
• the monovalent cage-shaped polysiloxane residue is preferably a group represented by the following formula (T2).
• T2 Each R5 is independently a hydrocarbon group or a trialkylsilyloxy group.
• Examples of the hydrocarbon group represented by R5 include an aliphatic hydrocarbon group and an aromatic hydrocarbon group.
• the hydrocarbon group is preferably an aliphatic hydrocarbon group, and 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 is preferably a linear alkyl group or a branched alkyl group, more preferably a methyl group, an ethyl group, an n-propyl group, an n-butyl group, or an isobutyl group, and even more preferably an isobutyl group.
• the alkyl group contained in the trialkylsilyloxy group represented by R5 may be any one of a linear alkyl group, a branched alkyl group, and a cyclic alkyl group, but is preferably a linear alkyl group, more preferably a methyl group, an ethyl group, an n-propyl group, or an n-butyl group, and even more preferably a methyl group.
• R5 is a trialkylsilyloxy group
• the three alkylsilyloxy groups may be the same or different from each other, but are preferably the same from the viewpoint of ease of production.
• Examples of monovalent cage-shaped polysiloxane residues include the following groups:
• the divalent hydrocarbon group may be an alkylene group.
• the alkylene group preferably has 1 to 20 carbon atoms, more preferably 1 to 10 carbon atoms, and even more preferably 1 to 5 carbon atoms.
• p1 is an integer of 1 or more, preferably an integer of 1 to 3, more preferably 1 or 2, and even more preferably 1.
• p1 is 2 or 3
• multiple T 11 -B r -[Si(R 3 ) 2 -O] k1 -Si(R 3 ) 2 - may be the same or different from each other.
• a 11 is a (p1+q1)-valent linking group.
• Examples of A 11 include an alkylene group, an organo(poly)siloxane residue, a polyalkylene oxide group, and combinations thereof; and combinations of these with a (p1+1)-valent group and/or a (q1+1)-valent group.
• organo(poly)siloxane residue examples include the groups represented by the above formula (B1) or (B2).
• the polyalkylene oxide group may be a group represented by the formula (XO) m , where each X is independently an alkylene group having 1 to 5 carbon atoms, and m is an integer of 1 or more.
• the number of carbon atoms in X is preferably 1 to 4, and more preferably 2 or 3.
• m is preferably 1 to 200, more preferably 1 to 20, and even more preferably 1 to 10.
• a 11 include A in the formula A(Si(R 2 ) n L 3-n ) q1 described below.
• q1 is an integer of 1 or more, preferably 1 to 18, more preferably 1 to 12, even more preferably 1 to 8, particularly preferably 1 to 6, and extremely preferably 1 to 4.
• q1 is preferably 2 to 18, more preferably 2 to 12, even more preferably 2 to 8, particularly preferably 2 to 6, and extremely preferably 2 to 4.
• q1 may be 1.
• multiple [Si(R 2 ) n L 3-n ] may be the same or different from each other.
• T 11 in formula (C) is preferably a trialkylsilyl group or an alkyl group, more preferably a trimethylsilyl group or a methyl group.
• B is preferably O and r is 0 or 1.
• R3 is preferably a methyl group.
• k1 is 1 to 100.
• p1 is 1.
• a 11 is preferably an alkylene group having 1 to 30 carbon atoms or a group obtained by removing Si(R 2 ) n L 3-n from the group (3-1A) described below, and more preferably an alkylene group having 1 to 30 carbon atoms or a group obtained by removing Si(R 2 ) n L 3-n from the group (3-1A-4) described below.
• q1 is an integer of 1 to 4.
• the first compound is preferably represented by the following formula (C2).
• Each L2 independently represents a hydrolyzable group, a group having a hydrolyzable group, a hydroxyl group, or a hydrocarbon group; Among L2 , at least four L2 are a hydrolyzable group, a group having a hydrolyzable group, or a hydroxyl group; Each P is independently an oxygen atom or an organic group having one carbon atom bonded to adjacent Si atoms on both sides, r1 is an integer from 1 to 3; The definitions of T 11 , B, r, R 3 , k1, p1, A 11 and q1 are the same as those in formula (C).
• the number average molecular weight (Mn) of the first compound is preferably 500 to 20,000, more preferably 600 to 18,000, and even more preferably 700 to 15,000.
• the Mn of the first compound may be 500 to 5,000 or 500 to 3,000.
• Mn is 500 or more, the abrasion resistance of the surface treatment layer is more excellent.
• Mn is 20,000 or less, the viscosity can be easily adjusted within an appropriate range, and the solubility is improved, so that the handling property during film formation is excellent.
• composition of the present disclosure may contain only one type of first compound, or may contain two or more types.
• composition of the present disclosure may contain impurities such as by-products produced during the manufacturing process of the first compound.
• the content of the first compound is preferably 0.001 to 50 mass%, more preferably 0.01 to 20 mass%, and even more preferably 0.1 to 10 mass%, based on the total amount of the composition of the present disclosure.
• the content of the first compound may be 0.01 to 10 mass%, 0.02 to 5 mass%, 0.03 to 3 mass%, or 0.05 to 2 mass%, based on the total amount of the composition of the present disclosure.
• the content of the first compound is preferably 50.000 to 99.999 mass%, and more preferably 90.000 to 99.999 mass%, based on the total solid content of the composition of the present disclosure.
• the second compound has a linear organo(poly)siloxane residue and reactive silyl groups linked to both ends of the linear organo(poly)siloxane residue.
• reactive silyl groups linked to both ends of the linear organo(poly)siloxane residue refers to reactive silyl groups linked to both ends of the linear organo(poly)siloxane residue directly or indirectly via another chemical structure.
• the second compound contains a linear organo(poly)siloxane residue.
• the linear organo(poly)siloxane residue contained in the second compound may be one or more.
• the second compound contains two or more linear organo(poly)siloxane residues, the two or more linear organo(poly)siloxane residues may be the same or different.
• the second compound contains two or more linear organo(poly)siloxane residues, it is sufficient that reactive silyl groups are linked to both terminal sides of at least one linear organo(poly)siloxane residue.
• linear organo(poly)siloxane residue Details of the linear organo(poly)siloxane residue are as described above in the section on linear organo(poly)siloxane residues contained in the specific silane compound.
• the linear organo(poly)siloxane residue is preferably represented by formula (B1) or (B2), and more preferably represented by formula (B1).
• the number of reactive silyl groups contained in the second compound is 2 or more, and from the viewpoint of further improving the abrasion resistance of the surface treatment layer, it is preferably 1 to 18, more preferably 1 to 12, even more preferably 1 to 8, particularly preferably 1 to 6, and extremely preferably 1 to 4 per one end of the linear organo(poly)siloxane residue.
• the number of reactive silyl groups contained in the second compound is preferably 2 to 18, more preferably 2 to 12, even more preferably 2 to 8, and particularly preferably 2 to 6 per one end of the linear organo(poly)siloxane residue.
• the number of reactive silyl groups may be 1 per one end of the linear organo(poly)siloxane residue.
• the second compound is preferably represented by the following formula (D):
• R4 and k1 are the same as those of R4 and k1 in formula (B2).
• R 2 , L, and n are the same as those of R 2 , L, and n in formula (S1).
• a 12 includes an alkylene group, an organo(poly)siloxane residue, a polyalkylene oxide group, and a combination thereof; and a combination of these with a (q1+1)-valent group.
• Each q1 is independently an integer of 1 or more, and each independently is preferably 1 to 18, more preferably 1 to 12, even more preferably 1 to 8, particularly preferably 1 to 6, and extremely preferably 1 to 4. In one embodiment, q1 is preferably 2 to 18, more preferably 2 to 12, even more preferably 2 to 8, particularly preferably 2 to 6, and extremely preferably 2 to 4. q1 may be 1. When q1 is an integer of 2 or more, multiple [Si(R 2 ) n L 3-n ] may be the same or different from each other.
• R4 is preferably a methyl group. It is preferable that k1 is a number from 1 to 100.
• a 12 is preferably an alkylene group having 1 to 30 carbon atoms or a group obtained by removing Si(R 2 ) n L 3-n from the group (3-1A) described below, and more preferably an alkylene group having 1 to 30 carbon atoms or a group obtained by removing Si(R 2 ) n L 3-n from the group (3-1A-4) described below. It is preferable that q1 is an integer of 1 to 4.
• the second compound is preferably represented by the following formula (D2).
• Each L2 independently represents a hydrolyzable group, a group having a hydrolyzable group, a hydroxyl group, or a hydrocarbon group; Among L2 , at least four L2 are a hydrolyzable group, a group having a hydrolyzable group, or a hydroxyl group; Each P is independently an oxygen atom or an organic group having one carbon atom bonded to adjacent Si atoms on both sides, Each r1 is independently an integer from 1 to 3; The definitions of R 4 , k1, A 12 and q1 are the same as those in formula (D).
• the number average molecular weight (Mn) of the second compound is preferably 500 to 20,000, more preferably 600 to 18,000, and even more preferably 700 to 15,000.
• the Mn of the second compound may be 500 to 5,000, or may be 500 to 3,000.
• Mn is 500 or more, the abrasion resistance of the surface treatment layer is more excellent.
• Mn is 20,000 or less, the viscosity can be easily adjusted within an appropriate range, and the solubility is improved, so that the handling property during film formation is excellent.
• composition of the present disclosure may contain only one type of second compound, or may contain two or more types.
• composition of the present disclosure may contain impurities such as by-products produced during the manufacturing process of the second compound.
• the content of the second compound is preferably 0.001 to 50 mass%, more preferably 0.01 to 20 mass%, and even more preferably 0.1 to 10 mass%, based on the total amount of the composition of the present disclosure.
• the content of the second compound may be 0.01 to 10 mass%, 0.02 to 5 mass%, 0.03 to 3 mass%, or 0.05 to 2 mass%, based on the total amount of the composition of the present disclosure.
• the content of the second compound is preferably 50.000 to 99.999 mass%, and more preferably 90.000 to 99.999 mass%, based on the total solid content of the composition of the present disclosure.
• the specific silane compound may be a compound represented by formula (E).
• B 11 is a monovalent group containing at least one selected from the group consisting of Si, Ge, and Sn to which a hydroxyl group or a hydrolyzable group is not directly bonded; or a monovalent group containing a branched alkyl group, u1 is an integer of 1 or more, A 13 is a (q1+u1)-valent linking group, q1 is an integer of 1 or more, Each R2 is independently a hydrocarbon group; Each L is independently a hydrolyzable group, a group having a hydrolyzable group, or a hydroxyl group; Each n is independently an integer of 0 to 2.
• R 2 , L, and n are the same as R 2 , L, and n in formula (S1).
• q1 is the same as q1 in formula (C).
• B11 is a monovalent group containing at least one selected from the group consisting of Si, Ge, and Sn to which a hydroxyl group or a hydrolyzable group is not directly bonded; or a monovalent group containing a branched alkyl group.
• the monovalent group containing at least one selected from the group consisting of Si, Ge, and Sn to which a hydroxyl group or a hydrolyzable group is not directly bonded may or may not contain Si, Ge, or Sn to which a hydroxyl group or a hydrolyzable group is directly bonded.
• B 11 may be a group having group (a) or group (b).
• R 51 is a group represented by -(R 61 -SiR 53 2 ) ma -R 53 , where each R 61 is independently an oxygen atom or an alkylene group having 1 to 6 carbon atoms, each R 53 is independently a hydrocarbon group or R 51' , R 51' has the same meaning as R 51 , ma is an integer of 1 to 5, and the number of R 51' in R 51 is 20 or less, R 52 is a hydrocarbon group; n a is an integer from 1 to 3, z is 0 or 1; * indicates a bonding site with an adjacent atom.
• Each R 54 is independently a hydrocarbon group; nb is an integer from 1 to 5, z is 0 or 1; * indicates a bonding site with an adjacent atom.
• the alkylene group having 1 to 6 carbon atoms in R 61 may be a straight chain or a branched chain.
• the alkylene group having 1 to 6 carbon atoms is preferably an alkylene group having 1 to 4 carbon atoms, and more preferably an alkylene group having 2 to 4 carbon atoms.
• the hydrocarbon group represented by R53 is preferably an alkyl group or an aryl group.
• the alkyl group may be linear or branched.
• the alkyl group is preferably an alkyl group having 1 to 6 carbon atoms, more preferably an alkyl group having 1 to 4 carbon atoms, and further preferably a methyl group, an ethyl group, an n-propyl group, an isopropyl group, or a tert-butyl group.
• the hydrocarbon group represented by R 52 is preferably an alkyl group or an aryl group.
• the alkyl group may be linear or branched.
• the alkyl group is preferably an alkyl group having 1 to 6 carbon atoms, more preferably an alkyl group having 1 to 4 carbon atoms, and further preferably a methyl group, an ethyl group, an n-propyl group, an isopropyl group, or a tert-butyl group.
• the hydrocarbon group represented by R54 is preferably an alkyl group or an aryl group.
• the alkyl group may be linear or branched.
• the alkyl group is preferably an alkyl group having 1 to 6 carbon atoms, more preferably an alkyl group having 1 to 4 carbon atoms, and further preferably a methyl group, an ethyl group, an n-propyl group, an isopropyl group, or a tert-butyl group.
• nb is an integer from 1 to 5, preferably 2 or 3.
• Examples of the group having the group (a) or the group (b) include the group (a) or the group (b) alone, and groups in which a chain group is linked to the group (a) or the group (b).
• the chain hydrocarbon group may be a straight-chain or branched chain hydrocarbon group having 2 to 100 carbon atoms, preferably 5 to 90 carbon atoms, and more preferably 10 to 80 carbon atoms.
• the chain hydrocarbon group is preferably an alkylene group, and from the viewpoint of forming a surface treatment layer having excellent acid resistance, hot water resistance, abrasion resistance, etc., the chain hydrocarbon group is preferably an alkylene group having 13 or more carbon atoms.
• R d is a hydrogen atom or an alkyl group (preferably having 1 to 10 carbon atoms).
• the linear organo(poly)siloxane residue may be the same as the examples given above for the linear organo(poly)siloxane residue in the specific silane compound.
• B 11 may be a group having a group (c). -M 31 (R 31 ) 2 - ... (c)
• M31 is Sn or Ge;
• R 31 independently represents a hydrocarbon group or a trialkylsilyloxy group.
• M 31 is Sn or Ge.
• M 31 is preferably Ge because Ge has a larger atomic size than Sn, can reduce the surface free energy more, and can form a surface treatment layer with excellent fingerprint removability.
• R 31 is a hydrocarbon group or a trialkylsilyloxy group.
• the hydrocarbon group include an alkyl group, a cycloalkyl group, an alkenyl group, and an allyl group, and from the viewpoint of ease of synthesis, a saturated hydrocarbon group is preferable, and an alkyl group is more preferable.
• the number of carbon atoms in R 31 is preferably 1 to 6, more preferably 1 to 3, and among these, -CH 3 or -CH 2 CH 3 is preferable.
• the trialkylsilyloxy group is preferably a group represented by -O-SiR 40 3. Each R 40 is independently a hydrocarbon group.
• the hydrocarbon group in R 40 is preferably an alkyl group or an aryl group, more preferably an alkyl group.
• the number of carbon atoms in R 40 is preferably 1 to 6, more preferably 1 to 4, and even more preferably 1 to 2.
• Specific examples of the hydrocarbon group in R 40 include -CH 3 , -CH 2 CH 3 , and -C(CH 3 ) 3 .
• Examples of the group having the group (c) include the group (c) alone and a group in which an organic group is linked to one or both sides of M 31 of the group (c).
• Examples of the organic group include a monovalent organic group, a divalent organic group, and a combination thereof. However, the monovalent organic group is not linked to both sides.
• the monovalent organic group may be a hydrocarbon group, a trialkylsilyloxy group, or an organopolysiloxane group.
• the group (c) may be M 31 (R 31 ) 3 —.
• R d is a hydrogen atom or an alkyl group (preferably having 1 to 10 carbon atoms).
• the chain hydrocarbon group may be a straight or branched chain hydrocarbon group having 2 to 100 carbon atoms, preferably 5 to 90 carbon atoms, and more preferably 10 to 80 carbon atoms.
• the chain hydrocarbon group may be an alkyl group or an alkylene group. From the viewpoint of forming a surface treatment layer having excellent acid resistance, hot water resistance, abrasion resistance, etc., the chain hydrocarbon group is preferably an alkylene group having 13 or more carbon atoms.
• R d is a hydrogen atom or an alkyl group (preferably having 1 to 10 carbon atoms).
• the linear organo(poly)siloxane residue may be the same as the examples given above for the linear organo(poly)siloxane residue in the specific silane compound.
• B 11 may be a monovalent group containing a branched alkyl group.
• the branched alkyl group is preferably unsubstituted.
• the branched alkyl group is preferably a tert-butyl group or contains a tert-butyl group.
• the branched alkyl group may contain one branch or may contain multiple branches.
• the number of branches in the branched alkyl group may be 1 to 30, 1 to 20, 1 to 10, or 1 to 5.
• branched alkyl groups include groups represented by the following formula: [(CH 3 ) 3 C-R 22 -] m22 C(CH 3 ) 3-m22 -
• R 22 independently represents an alkylene group having 1 to 6 carbon atoms; m22 is an integer from 0 to 3.
• Examples of the monovalent group containing a branched alkyl group include groups in which a chain group is linked to the carbon atom that is the branch point of the branched alkyl group.
• the chain hydrocarbon group may be a straight-chain or branched chain hydrocarbon group having 2 to 100 carbon atoms, preferably 5 to 90 carbon atoms, and more preferably 10 to 80 carbon atoms.
• the chain hydrocarbon group is preferably an alkylene group, and from the viewpoint of forming a surface treatment layer having excellent acid resistance, hot water resistance, abrasion resistance, etc., the chain hydrocarbon group is preferably an alkylene group having 13 or more carbon atoms.
• R d is a hydrogen atom or an alkyl group (preferably having 1 to 10 carbon atoms).
• the linear organo(poly)siloxane residue may be the same as the examples given above for the linear organo(poly)siloxane residue in the specific silane compound.
• u1 is an integer of 1 or more. From the standpoint of ease of manufacture, u1 is preferably an integer of 1 to 6, and more preferably an integer of 1 to 4.
• a 13 is a (q1+u1)-valent linking group. Specific examples of A 13 include the same as those of A 11 in formula (C).
• Compound (E) may be a compound in which B 11 is group (a) or M 31 (R 31 ) 3 -, u1 is 1,
• Compound (E) may be a compound in which B 11 is group (a) or M 31 (R 31 ) 3 -, u1 is 1,
• R d is a hydrogen atom or an alkyl group (preferably having 1 to 10 carbon
• compound (E) include the following compounds.
• sa is preferably 1 to 30, more preferably 4 to 20, and even more preferably 5 to 15.
• the specific silane compound may be a compound represented by formula (E2).
• Each L2 independently represents a hydrolyzable group, a group having a hydrolyzable group, a hydroxyl group, or a hydrocarbon group; Among L2 , at least four L2 are a hydrolyzable group, a group having a hydrolyzable group, or a hydroxyl group; Each P is independently an oxygen atom or an organic group having one carbon atom bonded to adjacent Si atoms on both sides, Each r1 is independently an integer from 1 to 3; The definitions of B 11 , u1, A 13 and q1 are the same as those in formula (E).
• the group represented by A(Si(R 2 ) n L 3-n ) q1 is preferably the group (3-1A) or the group (3-1B), and more preferably the group (3-1A).
• Q a represents a single bond or a divalent linking group.
• the divalent linking group include a divalent hydrocarbon group, a divalent heterocyclic group, -O-, -S-, -SO 2 -, -N(R d )-, -C(O)-, -Si(R a ) 2 -, and groups formed 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 may be, for example, an alkylene group.
• groups combining two or more of these groups include -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 -, an alkylene group having -C(O)N(R d )-, an alkylene group having -N(R d )C(O)-, -OC(O)N(R d )-, an alkylene group having an etheric oxygen atom, an alkylene group having -S-, an alkylene group having -OC(O)-, an alkylene group having -C(O
• X 31 is a single bond, an alkylene group, a carbon atom, a nitrogen atom, a silicon atom, a divalent to octavalent organo(poly)siloxane residue, or a group having a (h+i+1)-valent ring.
• the alkylene group may have -O-, a silphenylene skeleton group, a divalent organo(poly)siloxane residue, 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 organo(poly)siloxane residue, and a dialkylsilylene group.
• the alkylene group represented by X 31 preferably has 1 to 20 carbon atoms, and more preferably has 1 to 10 carbon atoms.
• Examples of the divalent to octavalent organo(poly)siloxane residue include a divalent organo(poly)siloxane residue and a (w2+1)-valent organo(poly)siloxane residue described below.
• the ring in X31 may be any of a monocycle, a condensed polycycle, a bridged ring, a spiro ring, and an aggregate polycycle, and the atoms constituting the ring may be a carbon ring consisting of only carbon atoms, or a heterocycle consisting of a heteroatom having a valence of 2 or more and a carbon atom.
• the bond between the atoms constituting the ring may be a single bond or a multiple bond.
• the ring may be an aromatic ring or a non-aromatic ring.
• a 4- to 8-membered ring is preferred, and a 5-membered ring and a 6-membered ring are more preferred.
• the condensed polycyclic ring a condensed polycyclic ring in which two or more 4- to 8-membered rings are condensed is preferred, and a condensed polycyclic ring in which two or three rings selected from a 5-membered ring and a 6-membered ring are bonded, and a condensed polycyclic ring in which one or two rings selected from a 5-membered ring and a 6-membered ring are bonded to one 4-membered ring are more preferred.
• the ring for X 31 from the viewpoints of ease of production of the compound and further superior abrasion resistance of the surface treatment layer, it is preferable to use one selected from the group consisting of a 3- to 8-membered aliphatic ring, a benzene ring, a 3- to 8-membered heterocycle, a condensed ring in which two or three of these rings are condensed, a bridged ring in which the maximum ring is a 5- or 6-membered ring, and an assembled polycycle 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 heterocycle having a nitrogen atom or an oxygen atom, and a condensed ring of a 5- or 6-membered carbocycle with a 4- to 6-membered heterocycle.
• Q a and (-Q b -Si(R 2 ) n L 3-n ) may be bonded to that one carbon atom, or two (-Q b -Si(R 2 ) n L 3-n ) may be bonded to that one carbon atom. It is preferable that Q a is bonded to a ring-constituting atom other than (-Q b -Si(R 2 ) n L 3-n ) or R 31 .
• X 31 is preferably a carbon atom, a nitrogen atom, a silicon atom, a tetravalent to octavalent organo(poly)siloxane residue, or a group having a (h+i+1)-valent ring, and more preferably a carbon atom.
• Q b is a single bond or a divalent linking group.
• the divalent linking group is the same as that explained above in relation to Qa .
• 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 be 1 to 10.
• R 31 is 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.
• i 0.
• Q c is a single bond or a divalent linking group.
• the divalent linking group is the same as that explained above in relation to Qa .
• R 32 is a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, and is preferably a hydrogen atom in terms of ease of production of the compound.
• the alkyl group is preferably a methyl group.
• Q d is a single bond or an alkylene group.
• the number of carbon atoms in the alkylene group is preferably 1 to 10, and more preferably 1 to 6. From the viewpoint of ease of production of the compound, Q d is preferably a single bond or CH 2 —.
• R 33 is a hydrogen atom or a halogen atom, and is preferably a hydrogen atom in terms of ease of production of the compound.
• y is an integer of 1 to 10, and preferably an integer of 1 to 6.
• Two or more of [CH 2 C(R 32 )(-Q d -Si(R 2 ) n L 3-n )] may be the same or different.
• group (3-1A) is preferably group (3-1A-4).
• 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 organo(poly)siloxane residue, and a dialkylsilylene group.
• the alkylene group has --O--, a silphenylene skeleton group, a divalent organo(poly)siloxane residue or a dialkylsilylene group, it is preferable that such a group be present between carbon atoms.
• the alkylene group represented by Q b1 has preferably 1 to 30 carbon atoms, more preferably 1 to 20, further preferably 2 to 20, and particularly preferably 2 to 6. The number of carbon atoms may be 1 to 10.
• 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 )—; or a combination of these with a divalent linking group.
• Rd is as described above.
• s2 is 0 or 1.
• s2 is preferably 0 from the viewpoint of ease of production of the compound.
• divalent linking group is bonded to Si(R 3 ) 2 of formula (C), Si(R 4 ) 2 of formula (D), or B 11 of formula (E).
• Divalent linking groups include alkylene groups, organo(poly)siloxane residues, polyalkylene oxide groups, and combinations thereof.
• Q a2 is a single bond, an alkylene group, -C(O)-, or an alkylene group having 2 or more carbon atoms having an etheric oxygen atom between carbon atoms, -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-.
• the alkylene group represented by Q a2 preferably has 1 to 20 carbon atoms, more preferably 1 to 10 carbon atoms, further preferably 1 to 6 carbon atoms, and particularly preferably 1 to 3 carbon atoms.
• Q b2 is an alkylene group or an alkylene group having 2 or more carbon atoms which has a divalent organo(poly)siloxane residue, an ether oxygen atom, or an --NH-- group between carbon atoms.
• the number of carbon atoms in the alkylene group represented by Q b2 is preferably 1 to 30, more preferably 1 to 20, and still more preferably 2 to 20, and 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.
• the alkylene group having 2 or more carbon atoms represented by Q b2 preferably has 2 to 10 carbon atoms, and more preferably has 2 to 6 carbon atoms, in the divalent organo(poly)siloxane residue, the etheric oxygen atom, or the group having -NH- between carbon atoms.
• the number of carbon atoms in the group having an ether oxygen atom or a divalent organo(poly)siloxane residue between carbon atoms of the alkylene group having 2 or more carbon atoms, represented by Q b3 , is preferably 2 to 20, more preferably 2 to 10, and still more preferably 2 to 6.
• Q 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 CH 2 - from the viewpoint of ease of production of the compound.
• the two [-Q b3 -Si(R 2 ) n L 3-n ] may be the same or different.
• Q e is —C(O)O—, —SO 2 N(R d )—, —N(R d )SO 2 —, —N(R d )C(O)—, or —C(O)N(R d )—; or a combination of these with a divalent linking group.
• Divalent linking groups include alkylene groups, organo(poly)siloxane residues, polyalkylene oxide groups, and combinations thereof.
• R 31 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 alkylene group which may have an etheric oxygen atom preferably has 1 to 20 carbon atoms, more preferably 1 to 10 carbon atoms, further preferably 1 to 6 carbon atoms, and particularly preferably 1 to 3 carbon atoms.
• t4 is 0 or 1 (provided that when Q a4 is a single bond, t4 is 0).
• u4 is 0 or 1.
• -(O) u4 -Q b4 - -CH 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 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 - are preferred from the viewpoint of ease of production of the compound (wherein the right side is bonded to Si).
• 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.
• Q a5 from the viewpoint of ease of production of the compound, -OCH 2 CH 2 CH 2 -, -OCH 2 CH 2 OCH 2 CH 2 CH 2 -, -CH 2 CH 2 - and -CH 2 CH 2 CH 2 - are preferred (wherein the right side is bonded to Si).
• Q b5 is an alkylene group or a group having an ether oxygen atom or a divalent organo(poly)siloxane residue between carbon atoms in an alkylene group having 2 or more carbon atoms.
• the number of carbon atoms in the alkylene group represented by Q b5 is preferably 1 to 30, more preferably 1 to 20, and still more preferably 2 to 20, and 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.
• the number of carbon atoms in the group having an ether oxygen atom or a divalent organo(poly)siloxane residue between carbon atoms of the alkylene group having 2 or more carbon atoms, represented by Q b5 is preferably 2 to 20, more preferably 2 to 10, and still more preferably 2 to 6.
• Q b5 from the viewpoint of ease of production of the compound, --CH 2 CH 2 CH 2 -- and --CH 2 CH 2 OCH 2 CH 2 CH 2 -- are preferred (wherein the right side is bonded to Si(R 2 ) n L 3-n ).
• the three [-Q b5 -Si(R 2 ) n L 3-n ] may be the same or different.
• the number of carbon atoms in the group having an ether oxygen atom or a divalent organo(poly)siloxane residue between carbon atoms of the alkylene group having 2 or more carbon atoms, represented by Q b6 is preferably 2 to 20, more preferably 2 to 10, and even more preferably 2 to 6.
• Q b6 is preferably —CH 2 CH 2 — or —CH 2 CH 2 CH 2 — from the viewpoint of ease of production of the compound.
• the w2 groups of [-Q b6 -Si(R 2 ) n L 3-n ] may be the same or different.
• a in the formula A(Si(R 2 ) n L 3-n ) q1 may be any of the groups (g2-1) to (g2-7).
• A1 is bonded to Si(R 3 ) 2 , Si(R 4 ) 2 or B 11 , and Q 22 , Q 23 , Q 24 , Q 25 or Q 26 is bonded to [—Si(R 2 ) n L 3-n ].
• a 1 is 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 —.
• Q13 is a single bond (with the proviso that A1 is -C(O)-), an alkylene group, an alkylene group having 2 or more carbon atoms having -C(O) NR6- , -C(O)-, -NR6- or O- between carbon atoms, or an alkylene group having -C(O)- at the N-terminal.
• Q14 is Q12 when the atom in Z4 to which Q14 is bonded is a carbon atom, and is Q13 when the atom in Z4 to which Q14 is bonded is a nitrogen atom.
• the two or more Q14s may be the same or different.
• Q 15 is an alkylene group or a group having -C(O)NR 6 -, -C(O)-, -NR 6 - or O- between carbon atoms of an alkylene group having 2 or more carbon atoms, and when A has 2 or more Q 15 , the 2 or more Q 15 may be the same or different.
• Q 23 is an alkylene group or a group having --C(O)NR 6 --, --C(O)--, --NR 6 -- or O-- between carbon atoms of an alkylene group having 2 or more carbon atoms, and two Q 23 's may be the same or different.
• Q24 is Q22 when the atom in Z4 to which Q24 is bonded is a carbon atom, and is Q23 when the atom in Z4 to which Q24 is bonded is a nitrogen atom.
• the two or more Q24s may be the same or different.
• h1 is an integer of 1 or more, and is preferably 1 or 2.
• h2 is an integer of 1 or more, and is preferably 2 or 3.
• i1+i2 is 3 or 4.
• i1 is an integer of 1 to 3, and is preferably 1 or 2.
• i2 is an integer of 1 to 3, and is preferably 2 or 3.
• i3 is 2 or 3.
• the number of carbon atoms in the alkyl group of R e1 , R e2 or R e3 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.
• the number of carbon atoms in the alkyl group portion of the acyloxy group for R e2 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 viewpoints of ease of production of the compound and of further improving the abrasion resistance of the surface treatment layer.
• 2 to 6 are preferable, 2 to 4 are more preferable, and 2 or 3 is particularly preferable.
• A1 is bonded to Si(R 3 ) 2 , Si(R 4 ) 2 or B 11 , and G1 is bonded to [--Si(R 2 ) n L 3-n ].
• G 1 is the following group (g3), and two or more G 1s in A may be the same or different.
• the symbols other than G 1 are the same as the symbols in formulae (g2-1) to (g2-7).
• -Si(R 13 ) 3-k3 (-Q 3 -) k3 ...(g3)
• the Si side is connected to Q 22 , Q 23 , Q 24 , Q 25 and Q 26
• the Q 3 side is connected to [-Si(R 2 ) n L 3-n ].
• R 13 is an alkyl group.
• first compound and the second compound Specific examples of the first compound and the second compound will be described in detail below.
• Specific examples of the first compound include the following compounds (1) to (3), (4A), and (5).
• a specific example of the second compound is the following compound (4B).
• Compound (1) A compound comprising the following group 1a, a chain organo(poly)siloxane residue, a partial structure which is an alkylene chain or a polyalkylene oxide chain having 3 or more carbon atoms, and the following group 1b: Group 1a: -M 1 T 1 3 Group 1b: -Si(R 2 ) n L 3-n M1 is Si, Sn, or Ge; Each T1 is independently a hydrocarbon group or a trialkylsilyloxy group; Each R2 is independently a monovalent hydrocarbon group; Each L is independently a hydrolyzable group, a group having a hydrolyzable group, or a hydroxyl group; Each n is independently an integer of 0 to 2. R 2 , L, and n are the same as R 2 , L, and n in the above formula (S1). Details of group 1a are the same as those of T 1 3 M 1 - in the description of T 11 in formula (C).
• Compound (2) A compound containing an alkyl group having two or more carbon atoms, a linear organo(poly)siloxane residue, and a reactive silyl group.
• R g1 and R h1 are each independently -Z 84 -SiL n81 R 2 3-n81 , -Z 84 -SiR a1 k81 L l81 R c1 m81 , or -Z 84 -CR d1 k82 R e1 l82 R f1 m82 ;
• Each Z 84 independently represents a single bond, an oxygen atom, or a divalent organic group; However, in formulae (W1), (W2), (W3), and (W4), there are at least two Si atoms to which a hydrolyzable group, a group having a hydrolyzable group, or a hydroxyl group is bonded.
• R2 and L are the same as R2 and L in the above formula (S1).
• X 53 is a single bond, —O—, —CO—, —CONR 54 —, —O—CONR 54 —, —O—(CH 2 ) u5 —CONR 54 — or —O—(CH 2 ) u5 —CO—;
• R 54 is independently at each occurrence a hydrogen atom, a phenyl group, an alkyl group having 1 to 6 carbon atoms, or an oxyalkylene-containing group having 1 to 10 carbon atoms;
• s5 is an integer from 1 to 20, t5 is an integer from 1 to 20, It is preferable that u5 is an integer of 1 to 20.
• Y represents a single bond or *-Si(R s2 ) 2 -L s1 -, where * represents a bond to an oxygen atom.
• Z represents an oxygen atom or a divalent hydrocarbon group having 1 to 10 carbon atoms.
• Each R a9 independently represents a hydrocarbon group or a trialkylsilyloxy group, provided that when all of R a9 are hydrocarbon groups, the hydrocarbon group represented by R a9 is an alkyl group.
• R s1 and R s2 each independently represent an alkyl group having 1 to 10 carbon atoms.
• L s1 represents a divalent hydrocarbon group having 1 to 10 carbon atoms.
• X represents a group represented by any one of the following formulas (X-1) to (X-3).
• n9 represents a number from 1 to 150.
• L x1 and L x2 each independently represent a divalent hydrocarbon group having 1 to 20 carbon atoms, and a methylene group (-CH 2 -) contained in the divalent hydrocarbon group may be replaced by -O- or -O-Si(R x7 ) 2 -.
• R x1 to R x7 each independently represent a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms.
• Each X a1 independently represents a hydrolyzable group, a group having a hydrolyzable group, or a trialkoxysilyloxy group.
• Each Xa2 independently represents a trialkylsilyl-containing group, a hydrocarbon chain-containing group, a siloxane skeleton-containing group, a hydrolyzable group, a group having a hydrolyzable group, or a trialkoxysilyloxy group, and when Xa2 is a hydrolyzable group, Xa2 and Xa1 may be the same or different.
• n2 represents an integer of 1 to 50.
• n3 represents a number from 2 to 5.
• n4 represents a number from 0 to 5.
• M1 is Si, Sn, or Ge;
• T1 is independently a hydrocarbon group or a trialkylsilyloxy group;
• r is 0 or 1;
• Z1 's are each independently an alkylene chain or a polyalkylene oxide chain, or a combination of an alkylene chain and a divalent linear organo(poly)siloxane residue,
• A is a single bond or a (p1+q1)-valent linking group,
• Each R2 is independently a monovalent hydrocarbon group;
• L each independently represents a hydrolyzable group, a group having a hydrolyzable group, or a hydroxyl group;
• n is independently an integer from 0 to 2,
• p1 and q1 each independently represent an integer of 1 or more.
• A is a (p1+q1)-valent linking group containing a linear organo(poly)siloxane residue.
• A may be any group that does not impair the effects of the present disclosure, and examples thereof include an alkylene group which may have an ethereal oxygen atom or a divalent linear organo(poly)siloxane residue, a carbon atom, a nitrogen atom, a silicon atom, a divalent to octavalent organo(poly)siloxane residue, and groups obtained by excluding Si(R 2 ) n L 3-n from the above groups (3-1A), (3-1B), and (3-1A-1) to (3-1A-7).
• A may contain a triptycene structure.
• the triptycene structure refers to a partial structure in which two or more hydrogen atoms are removed from triptycene.
• the multiple [T 1 3 M 1 -(O) r -Z 1 ] may be the same or different from each other.
• T 1 is the same as T 1 in group 1a.
• R3 is the same as R3 in formula (B1).
• k31 is the same as k31 in formula (D5).
• the group represented by A(Si(R 2 ) n L 3-n ) q1 is the same as the group represented by A(Si(R 2 ) n L 3-n ) q1 in formula (1A).
• Ak4 is the same as Ak4 in formula (D5).
• compound (1) include the following compounds:
• n10 is a number equal to or greater than 1, and n10 is preferably a number from 1 to 60, may be a number from 3 to 50, may be a number from 5 to 30, or may be a number from 7 to 25.
• k is preferably 1 to 80, more preferably 3 to 50, and even more preferably 3 to 30.
• m is preferably 1 to 30, more preferably 3 to 20, and even more preferably 3 to 10.
• t is preferably 1 to 30, more preferably 3 to 20, and even more preferably 3 to 10.
• n10 is a number of 1 or more, and n10 is preferably a number from 1 to 60, may be a number from 3 to 50, may be a number from 5 to 30, or may be a number from 7 to 25.
• n10 is a number equal to or greater than 1, and n10 is preferably a number from 1 to 60, may be a number from 3 to 50, may be a number from 5 to 30, or may be a number from 7 to 25.
• the alkyl group means an unsubstituted 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 or a branched alkyl group is preferred.
• the number of carbon atoms in the alkyl group is preferably 2 to 30, more preferably 3 to 28, and even more preferably 4 to 22.
• the compound may contain only one alkyl group, or may contain two or more alkyl groups. Since the alkyl group is a monovalent group, it is located at the terminal of the compound.
• the compound (2) is preferably a compound represented by the following formula (2A).
• T2 is an alkyl group having 2 or more carbon atoms;
• Z2 is a divalent linear organo(poly)siloxane residue;
• A is a single bond or a (p1+q1)-valent linking group,
• Each R2 is independently a monovalent hydrocarbon group;
• Each L is independently a hydrolyzable group, a group having a hydrolyzable group, or a hydroxyl group;
• n is an integer from 0 to 2, p1 and q1 each independently represent an integer of 1 or more.
• X 31 is a single bond, an alkylene group, a carbon atom, a nitrogen atom, a silicon atom, a divalent to octavalent organo(poly)siloxane residue, or a group having a (h+i+1)-valent ring.
• Q a is a single bond
• the end of X 31 on the side bonding to Z 2 is not an oxysilyl group. In cases other than the above, the end of X 31 may be an oxysilyl group.
• Q c is a single bond or a divalent linking group. However, the end of Qc bonding to Z2 is not an oxysilyl group.
• X 33 is preferably —O—, —C(O)O—, or —C(O)N(R d )—.
• A1 is bonded to Z2
• Q22 , Q23 , Q24 , Q25 or Q26 is bonded to [--Si( R2 ) nL3 -n ].
• the compound (2) is preferably a compound represented by the following formula (2B):
• t1 is 0 or 1.
• the compound (3) is preferably a compound represented by the following formula (3A). [T 3 -(O) r -Z 3 ] p1 A(Si(R 2 ) n L 3-n ) q1 ...(3A)
• T3 is a monovalent cyclic polysiloxane residue or a monovalent cage-shaped polysiloxane residue; r is 0 or 1; Z3 is a divalent linear organo(poly)siloxane residue or a combination of a divalent linear organo(poly)siloxane residue and at least one of an alkylene chain and a polyalkylene oxide chain;
• A is a single bond or a (p1+q1)-valent linking group,
• Each R2 is independently a monovalent hydrocarbon group;
• the group represented by A(Si(R 2 ) n L 3-n ) q1 is preferably the group (3-1A) or the group (3-1B), and more preferably the group (3-1A).
• Q a represents a single bond or a divalent linking group.
• the end of Qa on the side bonding to Z3 is not an alkylene group, a polyalkylene oxide chain, or a divalent organo(poly)siloxane residue.
• Qa is a divalent hydrocarbon group other than an alkylene group, a divalent heterocyclic group, an alkylene group having -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 )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 )-, -N(R
• Qa is 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)N-, -OC(O)N(R d )-, -SO 2 N(R d )-, -N(R d )SO 2 -, -C(O)N(R d )N(R d )-, -C(O)N(R d )-, -SO
• X32 is preferably -C(O)-, -C(O)O-, -C(O)S-, -SO2N ( Rd )- or -C(O)N( Rd )-, and more preferably -C(O)-.
• a in formula (3A) may be any of groups (g2-1) to (g2-7).
• R 54 is independently a hydrogen atom, a phenyl group, an alkyl group having 1 to 6 carbon atoms, or an oxyalkylene-containing group having 1 to 10 carbon atoms; s7 is an integer from 1 to 20, t7 is an integer from 1 to 20, u7 is an integer from 1 to 20.
• each XA is independently a group represented by the following formula (W6).
• each Xa independently represents a single bond or a divalent organic group.
• n10 is a number of 1 or more, and is preferably a number from 1 to 60, may be a number from 3 to 50, may be a number from 5 to 30, or may be a number from 7 to 25.
• the compositions of the present disclosure include metal atoms.
• the metal atom preferably comprises a transition metal (ie, an element in Groups 3-12).
• the metal atom preferably includes at least one selected from the group consisting of Al, Ti, V, Cr, Mn, Fe, Co, Ni, Zr, Nb, Mo, Ru, Rh, Pd, Sn, Hf, Ta, W, Ir, Pt, Zn, and Cu, more preferably includes at least one selected from the group consisting of Ti, Cr, Mn, Fe, Co, Ni, Zr, Ru, Rh, Pd, Ir, Pt, Zn, and Cu, and may include at least one selected from the group consisting of Mn, Fe, Co, Ru, Rh, Pd, Ir, Pt, Zn, and Cu, and may include at least one selected from the group consisting of Ti, Cr, Mn, Fe, Co, Ni, Zr, Pd, Ir, Zn, and Cu.
• Mn, Fe, Co, Pd, Ir, Zn, and Cu may include at least one selected from the group consisting of Cr, Mn, Fe, Co, Ru, Rh, Pd, Ir, Pt, Zn, and Cu; may include at least one selected from the group consisting of Cr, Mn, Co, Ni, Ru, Rh, Pd, Ir, Pt, Zn, and Cu; may include at least one selected from the group consisting of Cr, Mn, Co, Ni, Ru, Rh, Pd, Ir, Pt, Zn, and Cu; may include at least one selected from the group consisting of Cr, Mn, Co, Ru, Rh, Pd, Ir, Pt, Zn, and Cu; may include at least one selected from the group consisting of Cr, Mn, Co, Ru, Rh, Pd, Ir, Pt, Zn, and Cu; may include at least one selected from the group consisting of Mn, Co, Pd, Ir, Pt, Zn, and Cu.
• the composition includes only two metal atoms, one of which may be a transition metal and one of which may be a metal other than a transition metal, or in one embodiment, the composition includes three or more metal atoms, one of which may be a transition metal, two of which may be transition metals, or three or more of which may be transition metals.
• organic solvents include compounds consisting only of hydrogen atoms and carbon atoms, and compounds consisting only of hydrogen atoms, carbon atoms, and oxygen atoms.
• organic solvents include hydrocarbon organic solvents, ketone organic solvents, ether organic solvents, ester organic solvents, glycol organic solvents, and alcohol organic solvents.
• ketone organic solvent examples 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.
• ether-based organic solvent examples include diethyl ether, cyclopentyl methyl ether, tetrahydrofuran, and 1,4-dioxane.
• ester-based organic solvent examples 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, diethylene glycol Cholesterol monoethyl ether acetate,
• Nitrogen-containing compounds include nitrobenzene, acetonitrile, benzonitrile, N,N-dimethylformamide, N,N-dimethylacetamide, N-methylpyrrolidone, and 1,3-dimethyl-2-imidazolidinone.
• any appropriate acid or base a sulfur-containing compound having an unshared electron pair in the molecular structure, a nitrogen-containing compound (e.g., a sulfoxide compound, an aliphatic amine compound, an aromatic amine compound, a phosphoric acid amide compound, an amide compound, a urea compound), or the like can be used.
• Acid catalysts include, for example, acetic acid, formic acid, trifluoroacetic acid, hydrochloric acid, nitric acid, sulfuric acid, phosphoric acid, sulfonic acid, methanesulfonic acid, and p-toluenesulfonic acid.
• the base catalyst include ammonia, sodium hydroxide, potassium hydroxide, and organic amines such as triethylamine and diethylamine.
• examples of the hydrolyzable group represented by X b1 include the same hydrolyzable groups as those represented by L in [—Si(R 2 ) n L 3-n ] in the above reactive silyl group.
• the siloxane skeleton-containing group is preferably a group represented by * -(O-Si(CH 3 ) 2 ) n CH 3 , where n is an integer of 1 to 5, and * represents a bonding site with an adjacent atom.
• compound represented by formula (M1) compounds represented by the following formulas (M1-1) to (M1-5) are preferred, and the compound represented by formula (M1-1) is more preferred.
• compound represented by formula (M1-1) tetraethoxysilane, tetramethoxysilane, and triethoxymethylsilane are preferred.
• the hydrolyzable silane oligomer residue may have one or more of these alkoxy groups, and preferably has one.
• Examples of hydrolyzable silane oligomer residues include (C 2 H 5 O) 3 Si-(OSi(OC 2 H 5 ) 2 ) 4 O- * , where * represents a bond site with an adjacent atom.
• 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, based on the total amount of the composition of the present disclosure.
• the content of the compounds represented by formulas (M1) to (M3) 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, based on the total amount of the composition of the present disclosure.
• 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.
• 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 on the surface of the substrate in the form of a film, or may be scattered in the form of dots.
• 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 a dehydration condensation reaction of the silanol groups has progressed.
• the thickness of the surface treatment layer is preferably 1 to 100 nm, and 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 vibration period of the interference pattern obtained by obtaining an interference pattern of reflected X-rays by X-ray reflectivity method using a thin film analysis X-ray diffractometer (product name "ATX-G", manufactured by RIGAKU Corporation).
• a substrate for a touch panel As the substrate, a substrate for a touch panel, a substrate for a display, or a lens for glasses is suitable, and a substrate for a touch panel is particularly suitable.
• a substrate for a touch panel As the material for the substrate for a touch panel, glass or a transparent resin is preferred.
• the substrate may be a substrate having one or both surfaces subjected to a surface treatment such as corona discharge treatment, plasma treatment, or plasma graft polymerization treatment.
• a substrate having been subjected to a surface treatment has better adhesion to the surface treatment layer, and the abrasion resistance of the surface treatment layer is improved. For this reason, it is preferable to perform a surface treatment on the surface of the substrate that comes into contact with the surface treatment layer.
• a base layer which will be described later, is provided on the substrate having been subjected to a surface treatment, the adhesion to the base layer is better, and the abrasion resistance of the surface treatment layer is improved. For this reason, when a base layer is provided, it is preferable to perform a surface treatment on the surface of the substrate that comes into contact with the base layer.
• the surface treatment layer may be provided directly on the surface of the substrate, or a base 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, it is preferable that the article of the present disclosure includes a substrate, a base layer disposed on the substrate, and a surface treatment layer that is surface-treated with the surface treatment agent of the present disclosure and disposed on the base layer.
• 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.
• Group 1 elements of the periodic table refer to lithium, sodium, potassium, rubidium, and cesium.
• Group 1 elements lithium, sodium, and potassium are preferred, and sodium and potassium are more preferred, from the viewpoint of being able to form a surface treatment layer on the underlayer more uniformly without defects, or of further suppressing variation in the composition of the underlayer between samples.
• the underlayer may contain two or more types of Group 1 elements.
• Group 4 elements of the periodic table refer to titanium, zirconium, and hafnium.
• 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.
• Group 5 elements of the periodic table refer to vanadium, niobium, and tantalum.
• Group 5 element vanadium is particularly preferred from the viewpoint of providing a surface treatment layer with superior abrasion resistance.
• the undercoat layer may contain two or more Group 5 elements.
• Group 1 elements, Group 2 elements, and Group 13 elements are preferred because they provide a surface treatment layer with superior abrasion resistance, Group 1 elements and Group 2 elements are more preferred, and Group 1 elements are even more preferred.
• the specific element may be one type of element or two or more types of elements.
• the undercoat layer can be formed, for example, by a deposition method using a deposition material or a wet coating method.
• silicon e.g., powder made of silicon oxide, silica sand, silica gel
• a specific element e.g., powder of an oxide, carbonate, sulfate, nitrate, oxalate, hydroxide of a specific element
• examples include a case where silica and a specific source are mixed in the same boat and used, a case where silica and a specific element source are placed in separate boats and co-deposited, and a case where they are placed in separate boats and alternately deposited.
• the deposition conditions, order, etc. are appropriately selected depending on the configuration of the underlayer.
• the liquid medium may be the same as the liquid medium that may be contained in the surface treatment agent of the present disclosure.
• the content of the liquid medium is preferably 80 to 99.99% by mass, and more preferably 90 to 99.9% by mass, based on the total amount of the coating liquid used to form the undercoat layer.
• 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, the Langmuir-Blodgett method, and gravure coating.
• Wet coating methods include, for example, 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.
• the water contact angle was evaluated as follows. Approximately 2 ⁇ L of distilled water was dropped onto the surface treatment layer of the article, and the 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 2 ⁇ method was used to calculate the water contact angle.
• the conditions and evaluation results of Experimental Example 4 are shown in Table 4.
• the metal content indicates the concentration of metal atoms relative to the specific silane compound (ppm by mass, metal atom equivalent).
• the composition prepared in Experimental Example 4 contains 5 ppm by mass of Pt relative to the specific silane compound, and each metal atom at the concentration shown in Table 4.
• the surface treatment agents of Examples 32 to 39 provide surface treatment layers with excellent appearance and abrasion resistance.
• Example 5 1.0 g of compound (F3) was dissolved in 10 g of SR solvent (1,3-bistrifluoromethylbenzene), treated with 1 g of activated carbon, and then washed with additional SR solvent to recover the treated solution. The solution was concentrated under reduced pressure to obtain 0.83 g of a colorless, transparent compound from which platinum had been removed. The metal compound and SR solvent were mixed and dissolved so that the amount of Pt atoms per 1 g of the specific silane compound was 5 ppm by mass, 500 ppm by mass, or 15,000 ppm by mass, and then concentrated under reduced pressure.
• SR solvent 1,3-bistrifluoromethylbenzene
• the conditions and evaluation results of Experimental Example 5 are shown in Table 5.
• the metal content indicates the concentration of metal atoms in a specific silane compound (ppm by mass, metal atom equivalent).
• the composition prepared in Experimental Example 5 contains each metal atom at the concentration shown in the table below, and the rhodium concentration is below the detection limit by ICP-MS.
• a surface treatment layer with excellent appearance and abrasion resistance can be formed by using a composition containing a specific silane compound and 10 to 10,000 mass ppm of metal atoms relative to the amount of the specific silane compound as a surface treatment agent.
• composition and surface treatment agent of the present disclosure can be used for substrates in, for example, display devices such as touch panel displays, optical elements, semiconductor elements, building materials, automobile parts, nanoimprint technology, etc.
• the composition and surface treatment agent can also be used for bodies, window glass (front glass, side glass, rear glass), mirrors, bumpers, etc. in transport equipment such as trains, automobiles, ships, and aircraft.
• the composition and surface treatment agent can also be used for outdoor items such as building exterior walls, tents, solar power generation modules, soundproofing boards, and concrete; fishing nets, insect nets, and aquariums.
• composition and the surface treatment agent can also be used for car navigation systems, mobile phones, smartphones, digital cameras, digital video cameras, PDAs, portable audio players, car audio, 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, anti-reflection films, and other optical components.
• displays e.g., liquid crystal displays, organic EL displays, plasma displays, touch panel displays), touch panels, protective films, anti-reflection films, and other optical components.
• a composition comprising a compound having a linear organo(poly)siloxane residue and a reactive silyl group, and a metal atom, wherein the amount of the metal atom is 10 to 10,000 ppm by mass relative to the amount of the compound having the linear organo(poly)siloxane residue and the reactive silyl group.
• the composition according to ⁇ 1> comprising two or more kinds of the metal atoms.
• R2 is 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 from 0 to 2.
• formula (B1) Each R3 is independently a hydrocarbon group; k1 is a number equal to or greater than 1, * indicates a bonding site with an adjacent atom.
• T 11 is a monovalent group not containing a reactive silyl group
• Each r is independently 0 or 1
• Each R3 is independently a hydrocarbon group
• Each k1 is independently a number of 1 or more
• p1 is an integer of 1 or more
• a 11 is a (p1+q1)-valent linking group
• q1 is an integer of 1 or more
• R2 is independently a hydrocarbon group
• Each L is independently a hydrolyzable group, a group having a hydrolyzable group, or a hydroxyl group
• Each n is independently an integer of 0 to 2.

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• 2024
  • 2024-10-07 JP JP2025550400A patent/JPWO2025075202A1/ja active Pending
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