WO2022097405A1 - Composé contenant un groupe polyéther qui contient du fluor - Google Patents

Composé contenant un groupe polyéther qui contient du fluor Download PDF

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WO2022097405A1
WO2022097405A1 PCT/JP2021/036684 JP2021036684W WO2022097405A1 WO 2022097405 A1 WO2022097405 A1 WO 2022097405A1 JP 2021036684 W JP2021036684 W JP 2021036684W WO 2022097405 A1 WO2022097405 A1 WO 2022097405A1
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group
appearance
independently
integer
fluorine
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PCT/JP2021/036684
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Japanese (ja)
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恒雄 山下
健 前平
尚志 三橋
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ダイキン工業株式会社
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    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • 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
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/32—Polymers modified by chemical after-treatment
    • C08G65/329—Polymers modified by chemical after-treatment with organic compounds
    • C08G65/333—Polymers modified by chemical after-treatment with organic compounds containing nitrogen
    • 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
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/32—Polymers modified by chemical after-treatment
    • C08G65/329—Polymers modified by chemical after-treatment with organic compounds
    • C08G65/336—Polymers modified by chemical after-treatment with organic compounds containing silicon
    • 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
    • C08G77/42—Block-or graft-polymers containing polysiloxane sequences
    • C08G77/46—Block-or graft-polymers containing polysiloxane sequences containing polyether sequences
    • 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
    • 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
    • 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
    • C09K3/18—Materials not provided for elsewhere for application to surfaces to minimize adherence of ice, mist or water thereto; Thawing or antifreeze materials for application to surfaces
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
    • G02B1/10—Optical coatings produced by application to, or surface treatment of, optical elements
    • G02B1/18—Coatings for keeping optical surfaces clean, e.g. hydrophobic or photo-catalytic films

Definitions

  • the present invention relates to a compound containing a fluorine-containing polyether group.
  • fluorine-containing silane compounds can provide excellent water repellency, oil repellency, stain resistance, etc. when used for surface treatment of a base material.
  • the layer obtained from the surface treatment agent containing a fluorine-containing silane compound (hereinafter, also referred to as “surface treatment layer”) is applied as a so-called functional thin film to various base materials such as glass, plastic, fiber, and building materials. ing.
  • a perfluoropolyether group-containing silane compound having a perfluoropolyether group in the molecular main chain and a hydrolyzable group bonded to a Si atom at the end or end of the molecule is known. (See Patent Documents 1 and 2).
  • An object of the present disclosure is to provide a compound having a new structure showing good wear durability.
  • Equation (I) A compound containing a fluorine-containing polyether group represented by.
  • R 1 is a group represented by R h1 m2 R h2 3-m2 Si-X b1- (O-X b2 ) n3 -X b3-
  • R 2 is a group represented by (R f-X f1 -R FE -X f2 ) ⁇ X 1-
  • R 3 is R h1 m2 R h2 3-m2 Si-X b1- (O-X).
  • R h1 is an independently hydroxyl group or a hydrolyzable group
  • R h2 is independently a hydrogen atom or an alkyl group having 1 to 20 carbon atoms
  • m2 is an integer from 1 to 3
  • X b1 represents a C 1-4 alkylene group that may be substituted with one or more fluorine atoms
  • X b2 are each independently a C 1-5 alkylene group
  • n3 is an integer from 1 to 10
  • X b3 is O, or NH
  • ⁇ is an integer from 1 to 9
  • Rf represents a C 1-16 alkyl group optionally substituted with one or more fluorine atoms
  • X f1 is represented by (X f11 ) z
  • X f11 is a C 1-6 alkylene group optionally substituted with one or more fluorine atoms
  • z is 0 or 1;
  • R f1 is independently R 41 r1 R 42 r2 R 43 r3 Si-Z 1- at each appearance;
  • Z 1 is an oxygen atom or a divalent organic group, independently of each appearance;
  • R 41 is independently R 41'r1'R 42' r2'R 43'r3'Si - Z 1' -in each appearance;
  • Z 1' is an oxygen atom or a divalent organic group, independently of each appearance;
  • Z 1 " is an oxygen atom or a divalent organic group, independently of each appearance;
  • R 41 " is an independent hydroxyl group or hydrolyzable group at each appearance;
  • R 42 " is an independent hydrogen atom or monovalent organic group at each appearance;
  • r1" is an integer of 0 to 3 independently for each appearance;
  • r2 is an integer from 0 to 3 independently for each appearance;
  • R 42' is a hydroxy
  • R 51' is independently R 51 " m1” R 52 " 3-m1" Si-Z 3- at each appearance;
  • Z 3 is an oxygen atom or a divalent organic group, independently of each appearance;
  • R 51 " is a hydroxyl group or a hydrolyzable group independently at each appearance;
  • R 52 " is an independent hydrogen atom or monovalent organic group at each appearance;
  • R 52' is a hydrogen atom, a hydroxyl group or a monovalent organic group independently at each appearance;
  • s1' is an integer from 0 to 3 independently for each occurrence;
  • s2' is an integer from 0 to 3 independently for each occurrence;
  • R 52 is independently R 51 " m1” R 52 " 3-m1" Si-Z 3- at each appearance;
  • “m1" is an integer from 0 to 3 independently for each appearance;
  • R 53 is a hydrogen atom, a hydroxyl group or a monovalent organic group independently at each appearance;
  • s1 is an integer from 0 to 3 independently
  • R 3 is a fluorine-containing polyether group-containing compound according to [1], which is a group represented by R Si ⁇ .
  • X b1 is a fluorine-containing polyether group-containing compound according to any one of [1] to [3], which is a C 1-3 alkylene group.
  • X b2 is a fluorine-containing polyether group-containing compound according to any one of [1] to [3], which is a C 1-3 alkylene group.
  • X 1 is independently (-(R 11 ) n16- ) 2 N- (R 12 ) n17 -,-(R 11 ) n18- X 11- (R 12 ) n19- , or-in each appearance.
  • R FE independently in each appearance, the following equations (f1), (f2), (f3), (f4) or (f5): -(OC 3 F 6 ) d- (OC 2 F 4 ) e- (f1) [In the formula, d is an integer from 1 to 200, and e is 0 or 1. ] -(OC 4 F 8 ) c- (OC 3 F 6 ) d- (OC 2 F 4 ) e- (OCF 2 ) f- ( f2 ) [In the equation, c and d are independently integers of 0 or more and 30 or less, and e and f are independently integers of 1 or more and 200 or less.
  • e is an integer of 1 or more and 200 or less, and a, b, c, d and f are independently integers of 0 or more and 200 or less, and a, b, c, d, e.
  • the sum of and f is at least 1, and the order of existence of each repeating unit in parentheses with a, b, c, d, e or f is arbitrary in the equation.
  • f is an integer of 1 or more and 200 or less, and a, b, c, d and e are independently integers of 0 or more and 200 or less, and a, b, c, d, e.
  • the sum of and f is at least 1, and the order of existence of each repeating unit in parentheses with a, b, c, d, e or f is arbitrary in the equation.
  • a compound having a new structure showing good wear durability is provided.
  • hydrocarbon group means a group containing carbon and hydrogen, from which one hydrogen atom has been desorbed from the hydrocarbon.
  • the hydrocarbon group is not particularly limited, but may be substituted with one or more substituents, such as a hydrocarbon group having 1 to 20 carbon atoms, for example, an aliphatic hydrocarbon group. Examples include aromatic hydrocarbon groups.
  • the above-mentioned "aliphatic hydrocarbon group” may be linear, branched or cyclic, and may be saturated or unsaturated.
  • the hydrocarbon group may contain one or more ring structures.
  • the hydrocarbon group may have one or more N, O, S, Si, amide, sulfonyl, siloxane, carbonyl, carbonyloxy and the like at its terminal or molecular chain.
  • the substituent of the "hydrocarbon group” is not particularly limited, but may be, for example, a halogen atom; substituted with one or more halogen atoms, C 1-6 alkyl.
  • a halogen atom substituted with one or more halogen atoms, C 1-6 alkyl.
  • Examples include one or more groups selected from groups, C 6-10 aryl groups and 5-10 membered heteroaryl groups.
  • organic group means a group containing carbon.
  • the organic group is not particularly limited, but may be a hydrocarbon group.
  • the "2 to 10 valent organic group” means a 2 to 10 valent group containing carbon.
  • the 2 to 10 valent organic group is not particularly limited, and examples thereof include a 2 to 10 valent group obtained by desorbing 1 to 9 hydrogen atoms from a hydrocarbon group.
  • the divalent organic group is not particularly limited, and examples thereof include a divalent group obtained by desorbing one hydrogen atom from a hydrogen group.
  • hydrolyzable group means a group capable of undergoing a hydrolysis reaction, i.e., a group capable of being removed from the main skeleton of a compound by a hydrolysis reaction. Means.
  • R a1 includes an unsubstituted alkyl group such as a methyl group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group and an isobutyl group; and a substituted alkyl group such as a chloromethyl group.
  • an alkyl group, particularly an unsubstituted alkyl group is preferable, and a methyl group or an ethyl group is more preferable.
  • the hydrolyzable group is a methoxy group. In another embodiment, the hydrolyzable group is an ethoxy group.
  • the fluorine-containing polyether group-containing compound of the present disclosure is represented by the formula (I): It is represented by.
  • the fluorine-containing polyether group-containing compound of the present disclosure has a triazine ring in the molecular structure as described in the above formula (I).
  • the triazine ring has a ring structure having a high electron density and has the smallest ring structure among organic compounds forming a 6-membered ring. From this, the nucleophilic substitution reaction of the anionic compound is unlikely to occur in the fluorine-containing polyether group-containing compound of the present disclosure, and the fluorine-containing polyether group-containing compound of the present disclosure can stably exist even under alkaline conditions, for example.
  • the fluorine-containing polyether group-containing compound of the present disclosure is less susceptible to hydrolysis in the presence of an acid or an alkali. Further, since the triazine ring has good heat resistance and durability against ultraviolet rays (UV), the heat resistance of the fluorine-containing polyether group-containing compound of the present disclosure, UV durability, and the surface of the substrate (for example, metal) Adhesion with the surface of the base material) can be improved.
  • UV ultraviolet rays
  • R 1 is a group represented by R h1 m2 R h2 3-m2 Si-X b1- (O-X b2 ) n3 -X b3- .
  • R 2 is a group represented by (R f-X f1 -R FE -X f2 ) ⁇ X 1-
  • R 3 is R h1 m2 R h2 3-m2 Si-X b1- (O-X).
  • b2 A group represented by n3 -X b3- or RSi- . When viewed from R 1 , R 3 may be present in the right hand and R 2 may be present in the left hand.
  • R 1 is a group represented by R h1 m2 R h2 3-m2 Si-X b1- (O-X b2 ) n3 -X b3- .
  • R 2 is a group represented by (R f-X f1 -R FE -X f2 ) ⁇ X 1-
  • R 3 is a group represented by R Si- .
  • R 1 and R 3 are independent groups represented by R h1 m2 R h2 3-m2 Si-X b1- (OX b2 ) n3 -X b3- .
  • R 2 is a group represented by (Rf-X f1 -R FE -X f2 ) ⁇ X 1- .
  • the hydrolysis of the R h1 m2 R h2 3-m2 Si portion is promoted in order to improve the wettability, and the adhesion to the surface of the base material is further improved.
  • having the above group can suppress the formation of a micellar structure between the fluorine-containing polyether group-containing compounds, and as a result, a more uniform layer can be formed from the fluorine-containing polyether group-containing compound. Such a layer is believed to have better water and oil repellency and friction durability.
  • the fluorine-containing polyether group-containing compound of the present disclosure can suppress the formation of the micellar structure as follows.
  • the fluorine-containing polyether group-containing compound may have a reverse micelle structure in which a group represented by Rf-X f1 -R FE -X f2 -containing a large amount of fluorine atoms exists on the outside.
  • a compound having a small number of groups containing a large amount of fluorine atoms that is, a compound having a small number of portions having a high affinity for a fluorine-containing solvent, such as the fluorine-containing polyether group-containing compound of the present disclosure, is particularly liable to form an inverted micelle structure. it is conceivable that.
  • the fluorine-containing polyether group-containing compound of the present disclosure has a group represented by-(OX b2 ) n3- , the affinity for the fluorine-containing solvent is low in the portion having low affinity for the fluorine-containing solvent. It is considered that the sex can be enhanced, and as a result, the formation of the inverted micelle structure can be suppressed.
  • R h1 is a hydroxyl group or a hydrolyzable group, respectively. Hydrolyzable groups have the same meaning as above. The presence of R h1 causes the Si atom to have a group bonded to a hydroxyl group or a hydrolyzable group, which can contribute to the formation of a surface-treated layer having a good bonding ability to the substrate.
  • R h1 is preferably a hydrolyzable group, more preferably a methoxy group or an ethoxy group.
  • Each of R h2 is independently a hydrogen atom or an alkyl group having 1 to 20 carbon atoms, preferably an alkyl group having 1 to 6 carbon atoms, more preferably a methyl group, an ethyl group, a propyl group, and particularly preferably methyl. It is the basis.
  • M2 is an integer of 1 to 3.
  • m2 is preferably 2 or 3, more preferably 3.
  • X b1 is a C 1-4 alkylene group which may be substituted with one or more fluorine atoms.
  • the alkylene group may be a straight chain or a branched chain.
  • X b1 is preferably a linear or branched C 1-3 alkylene group, for example a linear C 1-3 alkylene group, and more specifically a linear propylene group.
  • X b1 may be an alkylene group not substituted with a fluorine atom.
  • X b1 may be ⁇ (CH 2 ) nb ⁇ (nb is an integer of 1 to 4).
  • X b2 is a C 1-5 alkylene group independently of each other. That is, in the fluorine-containing polyether group-containing compound of the present disclosure, the linker portion connecting the Si atom at the molecular terminal and the triazine ring contains an alkylene oxide group.
  • X b2 is preferably a C 1-3 alkylene group, more preferably an ethylene group. In another embodiment, X b2 is a propylene group.
  • N3 is an integer of 1 to 10, preferably an integer of 1 to 6, and is, for example, 1.
  • X b3 is O or NH.
  • X b3 is O.
  • the basicity of the triazine ring is lowered, so that the fluorine-containing polyether group-containing compound (or the composition containing the fluorine-containing polyether group-containing compound) is excellent in storage stability.
  • X b3 is NH.
  • the layer formed by using the fluorine-containing polyether group-containing compound of the present disclosure has water repellency, oil repellency, and chemical resistance (for example, salt water, acid or basic aqueous solution, acetone, oleic acid or Durability against hexane), UV durability, etc. can be improved.
  • Rf represents an alkyl group having 1 to 16 carbon atoms which may be independently substituted with one or more fluorine atoms at each appearance.
  • alkyl group having 1 to 16 carbon atoms in the alkyl group having 1 to 16 carbon atoms which may be substituted with one or more fluorine atoms is a branched chain even if it is a straight chain. It may be a linear or branched alkyl group having 1 to 6 carbon atoms, particularly an alkyl group having 1 to 3 carbon atoms, and more preferably a linear alkyl group having 1 to 3 carbon atoms. Is.
  • the Rf is preferably an alkyl group having 1 to 16 carbon atoms substituted with one or more fluorine atoms, more preferably a CF 2HC 1-15 fluoroalkylene group, and further. It is preferably a perfluoroalkyl group having 1 to 16 carbon atoms.
  • the perfluoroalkyl group having 1 to 16 carbon atoms may be linear or branched, preferably linear or branched chains having 1 to 6 carbon atoms, particularly carbon atoms. It is a perfluoroalkyl group having a number of 1 to 3, more preferably a linear perfluoroalkyl group having 1 to 3 carbon atoms, specifically -CF 3 , -CF 2 CF 3 , or -CF 2 CF 2 . It is CF 3 .
  • RFE is a divalent organic group, and the formula: -(OC 6 F 12 ) a- (OC 5 F 10 ) b- (OC 4 F 8 ) c- (OC 3 R Fa 6 ) d- (OC 2 F 4 ) e- (OCF 2 ) f- It is a group represented by. In the present specification, the group described as RFE binds to X f1 on the left and to X f2 on the right.
  • R Fa is independently a hydrogen atom, a fluorine atom or a chlorine atom at each appearance, preferably a hydrogen atom or a fluorine atom, and more preferably a fluorine atom.
  • RFE a, b, c, d, e and f are independently integers of 0 or more and 200 or less, and the sum of a, b, c, d, e and f is at least 1.
  • a, b, c, d, e and f are each independently an integer of 0 or more and 100 or less.
  • the sum of a, b, c, d, e and f is 5 or more, and more preferably 10 or more, for example, 10 or more and 100 or less.
  • the order of existence of each repeating unit in parentheses with a, b, c, d, e or f is arbitrary in the equation.
  • repeating units may be linear or branched, but are preferably linear.
  • -(OC 6 F 12 )- is-(OCF 2 CF 2 CF 2 CF 2 CF 2 CF 2 )-,-(OCF (CF 3 ) CF 2 CF 2 CF 2 )-,-(OCF) 2 CF (CF 3 ) CF 2 CF 2 CF 2 )-,-(OCF 2 CF 2 CF (CF 3 ) CF 2 CF 2 )-,-(OCF 2 CF 2 CF 2 CF (CF 3 ) CF 2 )-,-(OCF 2 CF 2 CF 2 CF (CF 3 ))-etc., But preferably-(OCF 2 CF 2 CF 2 CF 2 CF 2 CF 2 CF 2 )-.
  • -(OC 3 F 6 )-(that is, R Fa is a fluorine atom in the above formula) is-(OCF 2 CF 2 CF 2 )-,-(OCF (CF 3 ) CF 2 )-and-(. It may be any of OCF 2 CF (CF 3 ))-, but preferably-(OCF 2 CF 2 CF 2 )-. Further,-(OC 2 F 4 )-may be any of-(OCF 2 CF 2 )-and-(OCF (CF 3 ))-, but preferably-(OCF 2 CF 2 )-. be.
  • the RFE is independently at each appearance and has the following equations (f1), (f2), (f3), (f4) or (f5) :. -(OC 3 F 6 ) d- (OC 2 F 4 ) e- (f1) [In the formula, d is an integer from 1 to 200, and e is 0 or 1. ] -(OC 4 F 8 ) c- (OC 3 F 6 ) d- (OC 2 F 4 ) e- (OCF 2 ) f- ( f2 ) [In the equation, c and d are independently integers of 0 or more and 30 or less, and e and f are independently integers of 1 or more and 200 or less.
  • e is an integer of 1 or more and 200 or less, and a, b, c, d and f are independently integers of 0 or more and 200 or less, and a, b, c, d and e.
  • the sum of and f is at least 1, and the order of existence of each repeating unit in parentheses with a, b, c, d, e or f is arbitrary in the equation.
  • f is an integer of 1 or more and 200 or less, and a, b, c, d and e are independently integers of 0 or more and 200 or less, and a, b, c, d, e.
  • the sum of and f is at least 1, and the order of existence of each repeating unit in parentheses with a, b, c, d, e or f is arbitrary in the equation.
  • d is preferably an integer of 5 to 200, more preferably 10 to 100, still more preferably 15 to 50, for example 25 to 35.
  • (OC 3 F 6 ) in the above formula (f1) is preferably a group represented by (OCF 2 CF 2 CF 2 ) or (OCF (CF 3 ) CF 2 ), and more preferably (OCF 2 ).
  • (OC 2 F 4 ) in the above formula (f1) is preferably a group represented by (OCF 2 CF 2 ) or (OCF (CF 3 )), and more preferably (OCF 2 CF 2 ). It is the basis to be represented.
  • e is 0. In another embodiment, e is 1.
  • e and f are independently integers of preferably 5 or more and 200 or less, and more preferably 10 to 200. Further, the sum of c, d, e and f is preferably 5 or more, more preferably 10 or more, and may be, for example, 15 or more or 20 or more. In one embodiment, the sum of c, d, e and f is an integer of 10 or more and 200 or less. In one embodiment, the above formula (f2) is preferably ⁇ (OCF 2 CF 2 CF 2 CF 2 ) c ⁇ (OCF 2 CF 2 CF 2 ) d ⁇ (OCF 2 CF 2 ) e ⁇ (OCF 2 ). It is a group represented by f ⁇ . In another embodiment, the formula (f2) may be a group represented by ⁇ (OC 2 F 4 ) e ⁇ (OCF 2 ) f ⁇ .
  • R 6 is preferably OC 2 F 4 .
  • R 7 is preferably a group selected from OC 2 F 4 , OC 3 F 6 and OC 4 F 8 , or 2 or independently selected from these groups. It is a combination of three groups, more preferably a group selected from OC 3 F 6 and OC 4 F 8 .
  • the combination of two or three groups independently selected from OC 2 F 4 , OC 3 F 6 and OC 4 F 8 is not particularly limited, but is, for example, -OC 2 F 4 OC 3 F 6- , -OC.
  • g is preferably an integer of 3 or more, more preferably 5 or more.
  • the above g is preferably an integer of 50 or less.
  • OC 2 F 4 , OC 3 F 6 , OC 4 F 8 , OC 5 F 10 and OC 6 F 12 may be either linear or branched, preferably straight. It is a chain.
  • the above formula (f3) is preferably ⁇ (OC 2 F 4 ⁇ OC 3 F 6 ) g ⁇ or ⁇ (OC 2 F 4 ⁇ OC 4 F 8 ) g ⁇ .
  • e is preferably an integer of 1 or more and 100 or less, more preferably 5 or more and 100 or less.
  • the sum of a, b, c, d, e and f is preferably 5 or more, more preferably 10 or more, for example, 10 or more and 100 or less.
  • f is preferably an integer of 1 or more and 100 or less, and more preferably 5 or more and 100 or less.
  • the sum of a, b, c, d, e and f is preferably 5 or more, more preferably 10 or more, for example, 10 or more and 100 or less.
  • the RFE is a group represented by the above formula (f1).
  • the RFE is a group represented by the above formula (f2).
  • the RFE is a group represented by the above formula (f3).
  • the RFE is a group represented by the above formula (f4).
  • the RFE is a group represented by the above formula (f5).
  • RFE is expressed by equation (f2) :. -(OC 4 F 8 ) c- (OC 3 F 6 ) d- (OC 2 F 4 ) e- (OCF 2 ) f- It is a group represented by.
  • c and d are independently integers of 0 or more and 30 or less
  • e and f are independently 1 or more and 200 or less, preferably 5 or more and 200 or less, and more preferably 10 or more and 200 or less.
  • the order of existence of each repeating unit, which is an integer and is enclosed in parentheses with a subscript e or f, is arbitrary in the formula. More specifically, RFE is a group represented by-(OC 2 F 4 ) e- (OCF 2 ) f-.
  • a, b, c and d are independently integers of 0 or more and 30 or less, respectively.
  • e and f are independently integers of 1 or more and 200 or less, preferably 5 or more and 200 or less, and more preferably 10 or more and 200 or less.
  • the sum of a, b, c, d, e and f is at least 5 or more, preferably 10 or more.
  • the order of existence of each repeating unit with the subscripts a, b, c, d, e or f enclosed in parentheses is arbitrary in the equation.
  • the ratio of e to f (hereinafter referred to as “e / f ratio”) is 0.1 or more and 10 or less, preferably 0.2 or more and 5 or less, and more preferably 0.2 or more and 2 It is less than or equal to, more preferably 0.2 or more and 1.5 or less, and even more preferably 0.2 or more and 0.85 or less.
  • e / f ratio the slipperiness, friction durability and chemical resistance (for example, resistance to artificial sweat) of the surface treatment layer obtained from this compound are further improved.
  • the smaller the e / f ratio the better the slipperiness and friction durability of the surface treatment layer.
  • the stability of the compound can be further enhanced. The larger the e / f ratio, the better the stability of the compound.
  • the e / f ratio is 0.2 or more and 0.95 or less, more preferably 0.2 or more and 0.9 or less.
  • the e / f ratio is less than 0.9, preferably 0.8 or less, 0.7 or less, and may be 0.65 or less.
  • the e / f ratio is, for example, 0.2 or more, 0.3 or more, 0.4 or more, 0.5 or more, and 0.55 or more.
  • the e / f ratio can be, for example, 0.2 or more and less than 0.9, specifically 0.4 or more and 0.8 or less, and more specifically 0.5 or more and 0.8 or less.
  • the e / f ratio may be 0.4 or more and 0.7 or less, 0.5 or more and 0.7 or less, and 0.55 or more and 0.7 or less. It may be 0.55 or more and 0.65 or less.
  • the e / f ratio is preferably 1.0 or more, and more preferably 1.0 or more and 2.0 or less.
  • the number average molecular weight of the -RFE -part is not particularly limited, but is, for example, 500 to 30,000, preferably 1,500 to 30,000, and more preferably 2,000 to 10,000.
  • the number average molecular weight is a value measured by 19 F-NMR.
  • the -RFE -part has a number average molecular weight of 500-30,000, preferably 1,000-20,000, more preferably 2,000-15,000, even more preferably 2,000. It can be up to 10,000, for example 3,000 to 6,000.
  • the number average molecular weight of the -RFE -part can be 4,000 to 30,000, preferably 5,000 to 10,000, more preferably 6,000 to 10,000.
  • ⁇ is an integer from 1 to 9. ⁇ can vary depending on the valence of X 1 . For example, if X 1 is a 10-valent organic group, ⁇ is 9. If X 1 is a single bond, ⁇ is 1.
  • X f1 is a group represented by (X f11 ) z .
  • the group described as X f1 is bonded to a group represented by Rf on the left side and a group represented by PE on the right side.
  • X f11 is a C 1-6 alkylene group which may be substituted with one or more fluorine atoms, preferably a C 1-3 alkylene group, more preferably a C 1-2 alkylene group, for example a methylene group. .. X f11 is preferably an alkylene group in which a hydrogen atom contained in the alkylene group is substituted with a fluorine atom, and more preferably a perfluoroalkylene group. X f11 may be linear or may have a branched chain. Preferably, X f11 is linear.
  • X f11 include, for example, -CF 2- , -C 2 F 4- , -C 3 F 6- , -C 4 F 8- , -C 5 F 10- or -C 6 F 12- .
  • Perfluoroalkylene groups such as-CHF-, a fluoroalkylene group in which some hydrogen atoms are substituted with fluorine atoms can be mentioned.
  • -C 6 F 12- is-CF 2 CF 2 CF 2 CF 2 CF 2 CF 2- , -CF (CF 3 ) CF 2 CF 2 CF 2 CF 2- , -CF 2 CF (CF 3 ) CF 2 CF 2 CF 2- , -CF 2 CF 2 CF (CF 3 ) CF 2 CF 2- , -CF 2 CF 2 CF (CF 3 ) CF 2 CF 2- , -CF 2 CF 2 CF 2 CF (CF 3 ) CF 2- , -CF 2 CF 2 CF 2 CF 2 CF (CF 3 ) )-Etc., but preferably -CF 2 CF 2 CF 2 CF 2 CF 2- .
  • -C 5 F 10- is-CF 2 CF 2 CF 2 CF 2 CF 2-, -CF (CF 3) CF 2 CF 2 CF 2-, -CF 2 CF (CF 3 ) CF 2 CF 2 - , - CF 2 CF 2 CF (CF 3 ) CF 2- , -CF 2 CF 2 CF (CF 3 )-etc., but preferably -CF 2 CF 2 CF 2 CF 2 CF 2- . ..
  • -C 4 F 8- is -CF 2 CF 2 CF 2 CF 2- , -CF (CF 3 ) CF 2 CF 2- , -CF 2 CF (CF 3 ) CF 2- , -CF 2 CF 2 CF ( CF 3 )-, -C (CF 3 ) 2 CF 2- , -CF 2 C (CF 3 ) 2- , -CF (CF 3 ) CF (CF 3 )-, -CF (C 2 F 5 ) CF 2 -And -CF 2 CF (C 2 F 5 )-may be either, but -CF 2 CF 2 CF 2 CF 2- .
  • -C 3 F 6- may be any of -CF 2 CF 2 CF 2- , -CF (CF 3 ) CF 2- and -CF 2 CF (CF 3 )-, but -CF 2 is preferable.
  • -C 2 F 4- may be either -CF 2 CF 2- or -CF (CF 3 )-.
  • X f1 is more preferably -CF 2- , -CF 2 CF 2- , or -CF (CF 3 )-, and even more preferably -CF 2- or -CF 2 CF 2- . Particularly preferably-CF 2- .
  • X f2 is a group represented by (O) y .
  • z is 0 or 1 independently at each appearance, and y is 0 or 1 independently at each appearance. Specifically, z is 0 and y is 0; z is 0 and y is 1; z is 1 and y is 0; z is 1 and y is 1. Preferably, the sum of z and y is 0 or 1.
  • y the group represented by X f2 is a single bond.
  • X f1 is a single bond.
  • X 1 is understood to be a linker linking a fluorine-containing polyether moiety (a portion represented by RFE ) mainly providing water repellency, surface slipperiness, etc., and a triazine ring. Therefore, the X 1 may be a single bond or any organic group as long as the compound represented by the formula (I) can be stably present.
  • X 1 is a single bond, an oxygen atom, a nitrogen atom, a sulfur atom, -NH-, -SO 2 NH-, -SO 2- , or a 2- to 10-valent organic group independently at each appearance.
  • X 1 is -NCH 3- , or -SO 2 NCH 3- .
  • X 1 is a nitrogen atom.
  • the group represented by (Rf-X f1 -R FE -X f2 ) ⁇ X 1- is represented by (Rf-X f1 -R FE -X f2 ) 2 N-.
  • X 1 is a 2- to 10-valent organic group.
  • X 1 is preferably a 2- to 7-valent, more preferably 2- to 4-valent, and even more preferably a 2- to 3-valent organic group.
  • X 1 can be a 3-10 valent organic group and ⁇ is 2-9.
  • X 1 is a trivalent organic group and ⁇ is 2.
  • X 1 is a divalent organic group and ⁇ is 1.
  • X 1 is an independently divalent organic group at each appearance, the divalent organic group being -CONH-, -NHCO-, -NHCONH-, -OCONH-, or. -NHCOO-.
  • X 1 is independent at each appearance, (-(R 11 ) n16- ) 2 N- (R 12 ) n17 -,-(R 11 ) n18- X 11- (R 12 ). It is a trivalent or divalent organic group represented by n19 ⁇ or ⁇ R 13 ⁇ .
  • X 1 is represented by (-(R 11 ) n16- ) 2 N- (R 12 ) n17- , it is represented by (Rf-X f1 -R FE -X f2 ) ⁇ X 1- .
  • the group is represented by ((Rf-X f1 -R FE -X f2 )-(R 11 ) n16- ) 2 N- (R 12 ) n17- ;
  • X 1 is represented by-(R 11 ) n18 -X 11- (R 12 ) n19-
  • the group represented by (Rf-X f1 -R FE -X f2 ) ⁇ -X 1- is (R f-X f1-R FE-X f2).
  • Rf-X f1 -R FE -X f2 Represented by Rf-X f1 -R FE -X f2 )-(R 11 ) n18 -X 11- (R 12 ) n19- ;
  • X 1 is represented by -R 13-
  • the group represented by (Rf-X f1 -R FE -X f2 ) ⁇ -X 1- is (Rf-X f1 -R FE -X f2 )-. It is represented by R13- .
  • X 1 is preferably a group represented by (-(R 11 ) n16- ) 2 N- (R 12 ) n17 -or-(R 11 ) n18- X 11- (R 12 ) n19- . More preferably, it is a group represented by ⁇ (R 11 ) n18 ⁇ X 11 ⁇ (R 12 ) n19 ⁇ .
  • R 11 is a group or a bond bonded to the fluorine-containing polyether group (group represented by RFE ) side.
  • RFE fluorine-containing polyether group
  • the left side of the structure described as R 11 is attached with ⁇ and attached to the group enclosed in parentheses.
  • R 11 may be independently substituted with one or more fluorine atoms at each appearance-(CH 2 ) n11 -or represents an o-, m- or p-phenylene group, preferably 1 or more. It may be substituted with a fluorine atom of ⁇ (CH 2 ) n11 ⁇ , and more preferably not substituted with a fluorine atom ⁇ (CH 2 ) n11 ⁇ .
  • n11 is an integer of 1 to 20, preferably an integer of 1 to 6, more preferably an integer of 1 to 3, and even more preferably 1 or 2.
  • R 12 is a group or bond attached to the triazine ring.
  • the right side of the structure described as R12 is attached to the triazine ring.
  • R 12 may be independently substituted with one or more fluorine atoms at each appearance-(CH 2 ) n12 -or represents an o-, m- or p-phenylene group, preferably 1 or more. It may be substituted with a fluorine atom of ⁇ (CH 2 ) n12 ⁇ , and more preferably not substituted with a fluorine atom ⁇ (CH 2 ) n12 ⁇ .
  • n12 is an integer of 1 to 20, preferably an integer of 1 to 6, more preferably an integer of 1 to 3, and even more preferably 1.
  • N16 is 0 or 1 independently at each appearance, and n17 is 0 or 1 independently at each appearance.
  • the total of n16 and n17 is preferably 1 or more.
  • n16 is 0 and n17 is 1, or n16 is 1, and n17 is 0, and more preferably, n16 is 1 and n17 is 0.
  • the left side of the structure described as X 11 is bound to the group represented by R 11
  • the right side is bound to the group represented by R 12 .
  • R 63 is a hydrogen atom, a phenyl group or an alkyl group having 1 to 6 carbon atoms (preferably a methyl group) independently of each other at each appearance, preferably a hydrogen atom or a methyl group, and more preferably a hydrogen atom. be.
  • R 63 is a hydrogen atom
  • R 61 is an alkylene group of C 1-6 independently at each appearance, preferably an alkylene group of C 1-3 .
  • R 62 independently represents a phenyl group, a C 1-6 alkyl group or a C 1-6 alkoxy group at each appearance, preferably a phenyl group or a C 1-6 alkyl group, more preferably a methyl group.
  • Is. n14 is an integer of 1 to 5, preferably an integer of 1 to 3, and more preferably 1 independently at each appearance.
  • n15 is an integer of 1 to 100, preferably an integer of 1 to 20, independently of each appearance.
  • the hydrogen atom of X 11 may be substituted with one or more substituents selected from a fluorine atom, a C 1-3 alkyl group and a C 1-3 fluoroalkyl group.
  • N18 is 0 or 1 independently at each appearance, and n19 is 0 or 1 independently at each appearance.
  • the total of n18 and n19 is preferably 1 or more.
  • n18 is 0 and n19 is 1, or n18 is 1, and n19 is 0, and more preferably, n18 is 1 and n19 is 0.
  • R 13 is preferably ⁇ (CH 2 ) n13 ⁇ independently of each appearance.
  • n13 is an integer of 1 to 20, preferably an integer of 1 to 6, and more preferably an integer of 1 to 3.
  • R13 is preferably — (CH 2 ) n13 — which may be independently substituted with one or more fluorine atoms at each appearance.
  • X 1 is a group represented by-(R 11 ) n18- X 11- (R 12 ) n19- , where n18 is 1 and n19 is 0.
  • X 11 is preferably —O— or ⁇ NH—
  • R 11 is preferably ⁇ (CH 2 ) n11 ⁇
  • n11 is preferably an integer of 1 to 3. It is more preferable that n11 is 1 or 2.
  • the fluorine-containing polyether group-containing compound of the present disclosure has a group represented by RS- .
  • the fluorine-containing polyether group-containing compound of the present disclosure can contribute to the formation of a surface-treated layer having a good binding ability to a substrate.
  • the group represented by R Si ⁇ is either a hydroxyl group or a group having a Si atom bonded to a hydrolyzable group at the terminal represented by the formulas (A1) to (A5) independently at each appearance. be. Equations (A1) to (A5):
  • ⁇ 1 is an integer of 1 to 9.
  • ⁇ 1 can change depending on the valence of Xa1 . For example, if X a1 is a 10-valent organic group, ⁇ 1 is 9. If X a1 is a single bond, ⁇ 1 is 1.
  • ⁇ 1 is 1. In one embodiment, ⁇ 1 is 2.
  • the X a1 represents a single bond, an oxygen atom, a nitrogen atom, a sulfur atom, -NH-, -SO 2 NH-, -SO 2- , or a 2- to 10-valent organic group.
  • X a1 is preferably a divalent to 7 valent, more preferably 2 to 4 valent, more preferably a divalent or trivalent organic group, and may be a divalent organic group.
  • the right side of the structure described as Xa1 is bonded to the triazine ring.
  • Xa1 is a divalent organic group, the divalent organic group being -CONH-, -NHCO-, -NHCONH-, -OCONH-, or -NHCOO-.
  • X a1 is -NCH 3- or -SO 2 NCH 3- .
  • X a1 is -X b1- (OX b2 ) n3 -X b3- , (-(R 71 ) n21- ) 2 N- (R 72 ) n22 -,-(R 71 ) n28. -X 3- (R 72 ) n29- , -R 73- , or a trivalent or divalent organic group represented by -YO-.
  • X a1 is a group represented by -X b1- (OX b2 ) n3 -O-.
  • X b1 , X b2 , and n3 have the same meanings as described above.
  • the X a1 is (-(R 71 ) n21- ) 2 N- (R 72 ) n22 -,-(R 71 ) n28- X 3- (R 72 ) n29- , -R 73- , or. It is a trivalent or divalent organic group represented by —YO—.
  • R 71 is an atom enclosed in parentheses with ⁇ 1 in the formula (A1).
  • R 72 connects the nitrogen atom contained in X a1 with the triazine ring in the formula (I).
  • R 71 is represented by the group enclosed in parentheses with ⁇ 1 in the formula ( A1) and X3.
  • R 72 connects the group represented by X 3 with the triazine ring in formula (I).
  • X a1 is represented by -R 73-
  • R 73 connects the group in parentheses with ⁇ 1 in formula (A1) to the triazine ring in formula (I).
  • X a1 is represented by —Y—O—, O connects Y with the triazine ring.
  • X a1 is preferably a group represented by (-(R 71 ) n21- ) 2 N- (R 72 ) n22 -or-(R 71 ) n28- X 3- (R 72 ) n29- . .. In one embodiment, X a1 is a group represented by-(R 71 ) n28- X 3- (R 72 ) n29- . In one embodiment, X a1 is a group represented by (-(R 71 ) n21- ) 2 N- (R 72 ) n22- .
  • the R 71 may be independently substituted with one or more fluorine atoms at each appearance-(CH 2 ) n23 -or represents an o-, m- or p-phenylene group, preferably 1. It may be substituted with the above-mentioned fluorine atom- (CH 2 ) n23- , and more preferably not substituted with a fluorine atom- (CH 2 ) n23- .
  • n23 is an integer of 1 to 20, preferably an integer of 1 to 6, and more preferably an integer of 1 to 3, for example, 3 independently at each appearance. In another embodiment, n23 is 1 or 2.
  • the left side of the structure described as R 71 is attached with ⁇ 1 and bonded to the group enclosed in parentheses.
  • R 72 is a group or bond that binds to the triazine ring.
  • R 72 may be independently substituted with one or more fluorine atoms at each appearance-(CH 2 ) n24 -or represents an o-, m- or p-phenylene group, preferably 1 or more. It may be substituted with a fluorine atom of ⁇ (CH 2 ) n24 ⁇ , and more preferably not substituted with a fluorine atom ⁇ (CH 2 ) n24 ⁇ .
  • n24 is an integer of 1 to 20, preferably an integer of 1 to 6, more preferably an integer of 1 to 3, and even more preferably 1 or 2, independently of each appearance.
  • N21 is 0 or 1 and n22 is 0 or 1.
  • the total of n21 and n22 is preferably 1 or more.
  • n21 is 0 and n22 is 1, or n21 is 1, and n22 is 0, and more preferably, n21 is 1 and n22 is 0.
  • N28 is 0 or 1 and n29 is 0 or 1.
  • the total of n28 and n29 is preferably 1 or more.
  • n28 is 0 and n29 is 1, or n28 is 1, and n29 is 0, and more preferably, n28 is 1 and n29 is 0.
  • the left side of the structure described as X 3 is bonded to the group represented by R 71
  • the right side is bonded to the group represented by R 72 .
  • R 76 is a hydrogen atom, a phenyl group or a C 1-6 alkyl group (preferably a methyl group), preferably a hydrogen atom or a methyl group, and more preferably a hydrogen atom.
  • R 74 is an independent C 1-6 alkylene group at each appearance, preferably a C 1-3 alkylene group.
  • R 75 independently represents a phenyl group, a C 1-6 alkyl group or a C 1-6 alkoxy group at each appearance, preferably a phenyl group or a C 1-6 alkyl group, more preferably a methyl group.
  • Is. n25 is an integer of 1 to 5, preferably an integer of 1 to 3, and more preferably 1 at each appearance independently.
  • n26 is an integer of 1 to 100, preferably an integer of 1 to 20, independently of each appearance.
  • the hydrogen atom of X 3 may be substituted with one or more substituents selected from a fluorine atom, a C 1-3 alkyl group and a C 1-3 fluoroalkyl group.
  • R 73 is preferably ⁇ (CH 2 ) n27 ⁇ independently of each appearance.
  • n27 is an integer of 1 to 20, preferably an integer of 1 to 6, and more preferably an integer of 1 to 3.
  • the Y is a 2- to 6-valent, preferably 2- to 4-valent, more preferably divalent organic group that bonds an oxygen atom and a Si atom, and may have a silicon atom and / or a siloxane bond.
  • Y has a silicon atom and / or a siloxane bond.
  • the Y is an alkylene group having 2 to 10 carbon atoms such as an ethylene group, a propylene group (trimethylene group, methylethylene group), a butylene group (tetramethylene group, methylpropylene group), and a hexamethylene group.
  • An alkylene group having 2 to 6 carbon atoms including a diorganosylylene group and an alkylene group having 2 to 8 carbon atoms are interposed via a sylalkylene structure having 1 to 4 carbon atoms or a sylarylene structure having 6 to 10 carbon atoms.
  • 2 to 10 carbon atoms preferably 2 to 5 linear, branched or cyclic 2 to 6 valent organopolysiloxane residues attached to the divalent group, preferably 2 to 5 silicon atoms.
  • 2 to 10 carbon atoms in the bond of 2 to 6 alkylene groups 2 to 10 silicon atoms, preferably 2 to 5 linear, branched or cyclic 2- to 6-valent organopolysiloxane residues.
  • Examples thereof include a 2- to 6-valent group to which the alkylene group of the above is bonded, preferably an alkylene group having 3 to 10 carbon atoms, an alkylene group having 2 to 6 carbon atoms including a phenylene group, and a dimethylsilylene group.
  • An alkylene group having 2 to 6 carbon atoms and an alkylene group having 2 to 4 carbon atoms are bonded to each other via a sylalkylene structure having 1 to 4 carbon atoms or a sylarylene structure having 6 to 10 carbon atoms2.
  • Y As a specific structure of Y, for example, the following structure can be mentioned.
  • the left side of the structure described as Y is bonded to the "O" atom contained in the group represented by -YO-; two or more bonds are bonded.
  • ⁇ 1 is attached to the group enclosed in parentheses, and at least one bond is attached to the "O" atom contained in the group represented by -YO-.
  • Join is attached to the "O" atom contained in the group represented by -YO-.
  • X a1 is a group represented by-(R 71 ) n28- X 3- (R 72 ) n29- , or -R 73- , independently of each appearance, preferably.
  • n28 is 1, n29 is 0,
  • R 71 is-(CH 2 ) n23- (n23 is an integer of 1 to 6, more preferably an integer of 1 to 3, and even more preferably 1 or 2).
  • X 3 is -O-, or -NR 76- (eg, -NH-), R 73 is-(CH 2 ) n27- (n27 is an integer of 1 to 6, preferably 1). It is preferably an integer of 3).
  • X a1 is a group represented by (-(R 71 ) n21- ) 2 N- (R 72 ) n22- .
  • R 71 is-(CH 2 ) n23-
  • n23 is an integer of 1 to 6, preferably an integer of 1 to 3, for example 3
  • R 72 is-(CH 2 ) n24- , n24. Is an integer of 1 to 6, preferably an integer of 1 to 3, and more preferably 1 or 2.
  • n21 is 0 and n22 is 1, or n21 is 1, and n22 is 0, preferably n21 is 1 and n22 is 0.
  • the Xa2 represents a single bond or a divalent organic group independently at each appearance.
  • X a2 is preferably an alkylene group having 1 to 20 carbon atoms.
  • the C 1-20 alkylene group may be a straight chain or a branched chain, but is preferably a straight chain.
  • X a2 is a single-bonded or straight-chain C 1-6 alkylene group, preferably a single-bonded or straight-chain C 1-3 alkylene group, more preferably a single-bonded or straight-chain C 1-2 alkylene group. Yes, more preferably a straight chain C 1-2 alkylene group.
  • t is an integer of 2 to 10 independently of each other. In a preferred embodiment, t is an integer of 2-6.
  • R 31 independently represents a hydrogen atom or a halogen atom at each appearance.
  • the halogen atom is preferably an iodine atom, a chlorine atom or a fluorine atom, and more preferably a fluorine atom.
  • R 31 is a hydrogen atom.
  • R 32 independently represents a hydrogen atom or a monovalent organic group, preferably a hydrogen atom or an alkyl group having 1 to 20 carbon atoms, and more preferably a hydrogen atom or carbon. It is an alkyl group having 1 to 6 atoms (for example, a methyl group, an ethyl group, a propyl group), preferably a hydrogen atom or a methyl group. Such an alkyl group may be a straight chain or a branched chain, but is preferably a straight chain.
  • R 32 is an alkyl group having 1 to 6 carbon atoms (eg, a methyl group, an ethyl group, a propyl group).
  • Ra is a hydroxyl group or a hydrolyzable group independently at each appearance. Hydrolyzable groups have the same meaning as above. Ra is preferably a hydrolyzable group.
  • the R b is a hydrogen atom or a monovalent organic group independently at each appearance.
  • the monovalent organic group is a monovalent organic group excluding the hydrolyzable group.
  • R b independently represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms at each appearance, preferably an alkyl group having 1 to 6 carbon atoms, more preferably a methyl group, an ethyl group, or a propyl group, particularly. It is preferably a methyl group.
  • m1 is an integer of 0 to 3 independently for each unit (R a m1 R b 3-m1 Si-).
  • R a m1 R b 3-m1 Si- there is at least one R a m1 R b 3-m1 Si- in which m1 is 1 to 3. That is, not all m1s become 0 at the same time.
  • the terminal portion of the formula (A1) in other words, the RSi portion at the terminal of the formula (A1)), there is at least one Si atom to which a hydroxyl group or a hydrolyzable group is bonded.
  • m1 is an integer of preferably 1 to 3, more preferably 2 to 3, and even more preferably 3 independently for each unit (R a m1 R b 3-m1 Si ⁇ ).
  • the formula (A1) it is preferable that at least two m1s are 1 or more. In other words, in the formula (A1), it is preferable that at least two R a m1 R b 3-m1 Si ⁇ having m1 of 1 or more are present.
  • m1 is an integer of 1 to 3, and more preferably 2 or 3.
  • m1 is 3.
  • R a m1 R b 3-m1 Si ⁇ is represented by R a3 Si ⁇ .
  • ⁇ 2 is an integer of 1 to 9.
  • ⁇ 2 can vary depending on the valence of X a3 . For example, if X a3 is a 10-valent organic group, ⁇ 2 is 9. If X a3 is a single bond, ⁇ 2 is 1.
  • ⁇ 2 is 1. In one embodiment, ⁇ 2 is 2.
  • the X a3 represents a single bond, an oxygen atom, a nitrogen atom, a sulfur atom, -NH-, -SO 2 NH-, -SO 2- , or a 2- to 10-valent organic group.
  • the Xa3 preferably represents a single bond or a 2- to 10-valent organic group, more preferably a 2- to 7-valent, still more preferably a 2- to 4-valent, particularly preferably a divalent or trivalent organic group. Yes, it may be a divalent organic group.
  • the right side of the structure described as Xa3 is bonded to the triazine ring.
  • the X a3 is not particularly limited, and examples thereof include the same as those described for the X a1 .
  • the description "formula (A1)” regarding X a1 shall be read as “formula (A2)”, and " ⁇ 1” shall be read as “ ⁇ 2”.
  • X a3 is (-(R 71 ) n21- ) 2 N- (R 72 ) n22 -,-(R 71 ) n28 -X 3- (R 72 ) n29- , -R 73- , or-. It is a trivalent or divalent organic group represented by YO-.
  • Each reference numeral has the same meaning as described above.
  • X a3 is a group represented by (-(R 71 ) n21- ) 2 N- (R 72 ) n22 -or-(R 71 ) n28- X 3- (R 72 ) n29- . Is. Each reference numeral has the same meaning as described above.
  • X a3 is a group represented by-(R 71 ) n28- X 3- (R 72 ) n29 -or -R 73- , more preferably-(R 71 ) n28-. It is a group represented by X 3- (R 72 ) n29- . n28 is 1, n29 is 0, R71 is-(CH 2 ) n23- (n23 is an integer of 1 to 6, more preferably an integer of 1 to 3, and even more preferably 1 or 2).
  • X 3 is -O-, or -NR 76- (for example, -NH-), R 73 is- (CH 2 ) n27- (n27 is an integer of 1 to 6, preferably an integer of 1 to 3). It is preferable to have.
  • Each reference numeral has the same meaning as described above.
  • X a3 is a group represented by (-(R 71 ) n21- ) 2 N- (R 72 ) n22- .
  • R 71 is ⁇ (CH 2 ) n23 ⁇
  • n23 is an integer of 1 to 6, preferably an integer of 1 to 3, for example 3
  • R 72 is ⁇ (CH 2 ) n24 ⁇ , n24.
  • n21 is 0 and n22 is 1, or n21 is 1, and n22 is 0, preferably n21 is 1 and n22 is 0.
  • m1 is an integer of 0 to 3 independently for each unit (R a m1 R b 3-m1 Si-).
  • R a m1 R b 3-m1 Si- there is at least one R a m1 R b 3-m1 Si- in which m1 is 1 to 3. That is, not all m1s become 0 at the same time.
  • the terminal portion of the formula (A2) in other words, the RSi portion at the terminal of the formula (A2)
  • R a and R b have the same meanings as described above, respectively.
  • m1 is preferably 1 to 3, and more preferably 2 or 3.
  • m1 is 3.
  • the group represented by R a m1 R b 3-m1 Si- is represented by R a 3 Si-.
  • ⁇ 3 is an integer of 1 to 9.
  • ⁇ 3 can vary depending on the valence of X a4 . For example, if X a4 is a 10-valent organic group, ⁇ 3 is 9. If X a4 is a single bond, ⁇ 3 is 1.
  • ⁇ 3 is 1. In one embodiment, ⁇ 3 is 2.
  • the X a4 represents a single bond, an oxygen atom, a nitrogen atom, a sulfur atom, -NH-, -SO 2 NH-, -SO 2- , or a 2- to 10-valent organic group.
  • the Xa4 preferably represents a single bond or a 2- to 10-valent organic group, more preferably a 2- to 7-valent, still more preferably a 2- to 4-valent, particularly preferably a divalent or trivalent organic group. Yes, it may be a divalent organic group.
  • the right side of the structure described as Xa4 is bonded to the triazine ring.
  • the X a4 is not particularly limited, and examples thereof include the same as those described for the X a1 .
  • the description "formula (A1)” regarding X a1 shall be read as “formula (A3)”, and " ⁇ 1” shall be read as " ⁇ 3".
  • X a4 is (-(R 71 ) n21- ) 2 N- (R 72 ) n22 -,-(R 71 ) n28 -X 3- (R 72 ) n29- , -R 73- , or-. It is a trivalent or divalent organic group represented by YO-. Each reference numeral has the same meaning as described above.
  • the preferred X a4 is represented by (-(R 71 ) n21- ) 2 N- (R 72 ) n22 -or-(R 71 ) n28- X 3- (R 72 ) n29- . Is the basis. Each reference numeral has the same meaning as described above.
  • X a4 is a group represented by-(R 71 ) n28- X 3- (R 72 ) n29 -or -R 73- , preferably-(R 71 ) n28- X.
  • X 3 is -O-, or -NR 76- (for example, -NH-), R 73 is- (CH 2 ) n27- (n27 is an integer of 1 to 6, preferably an integer of 1 to 3). It is preferable to have.
  • Each reference numeral has the same meaning as described above.
  • X a4 is a group represented by (-(R 71 ) n21- ) 2 N- (R 72 ) n22- .
  • R 71 is ⁇ (CH 2 ) n23 ⁇
  • n23 is an integer of 1 to 6, preferably an integer of 1 to 3, for example 3
  • R 72 is ⁇ (CH 2 ) n24 ⁇ , n24.
  • n21 is 0 and n22 is 1, or n21 is 1, and n22 is 0, preferably n21 is 1 and n22 is 0.
  • R f1 is independently R 41 r1 R 42 r2 R 43 r3 Si—Z 1 ⁇ at each appearance.
  • Z 1 is an oxygen atom or a divalent organic group independently at each appearance.
  • the left side of the structure described as Z 1 is bonded to the "Si" atom contained in the group represented by R 41 r1 R 42 r2 R 43 r3 Si-Z 1- .
  • Z 1 is preferably a divalent organic group and does not contain a Si atom (Si atom to which R f1 is bonded) at the end of the molecular main chain in the formula (A3) to form a siloxane bond. .. That is, in the formula (A3), (Si—Z1 - Si) does not contain a siloxane bond.
  • Z 1 is preferably a C 1-6 alkylene group,-(CH 2 ) l11 -O- (CH 2 ) l12- (in the formula, l11 is an integer of 0 to 6, for example, an integer of 1 to 6).
  • l12 is an integer from 0 to 6, for example an integer from 1 to 6) or-(CH 2 ) l13 -phenylene- (in the formula, l13 is an integer from 0 to 6), and more. It is preferably a C 1-3 alkylene group.
  • These groups may be substituted with one or more substituents selected from, for example, a fluorine atom, a C 1-6 alkyl group, a C 2-6 alkenyl group, and a C 2-6 alkynyl group. ..
  • Z 1 can be a C 1-6 alkylene group or-(CH 2 ) l3 -phenylene-.
  • Z 1 is the above group, light resistance, especially UV resistance, can be higher.
  • l3 is an integer of 0 to 6.
  • the Z 1 is preferably a C 1-6 alkylene group, and more preferably a C 1-3 alkylene group. In one embodiment, Z 1 can be -CH 2 CH 2 CH 2- . In another embodiment, Z 1 can be -CH 2 CH 2- .
  • R 41 is independently R 41'r1'R 42' r2'R 43'r3'Si - Z 1' -in each appearance.
  • the Z 1' is an oxygen atom or a divalent organic group independently at each appearance.
  • the structure described as Z 1' is bonded to the Si atom of the group represented by R 41'r1'R 42'r2'R 43'r3'Si- on the left side .
  • Z 1' is a divalent organic group.
  • Z 1' preferably does not contain those forming a siloxane bond with the Si atom to which R 41 is bonded. That is, in the formula (A3), (Si-Z 1' - Si) does not contain a siloxane bond.
  • Z 1' is preferably a C 1-6 alkylene group,-(CH 2 ) l11'-O- (CH 2 ) l12' - (in the formula, l11' is an integer of 0 to 6, for example 1 to 6 12'is an integer of 0 to 6, for example, an integer of 1 to 6) or-(CH 2 ) l13' -phenylene- (in the formula, l13'is an integer of 0 to 6).
  • Is more preferably a C 1-3 alkylene group.
  • These groups may be substituted with one or more substituents selected from, for example, a fluorine atom, a C 1-6 alkyl group, a C 2-6 alkenyl group, and a C 2-6 alkynyl group. ..
  • Z 1' can be a C 1-6 alkylene group or-(CH 2 ) l3' -phenylene-.
  • Z 1' is the above group, light resistance, especially UV resistance, can be higher.
  • l3' is an integer from 0 to 6.
  • the Z 1' is a C 1-6 alkylene group, and more preferably a C 1-3 alkylene group.
  • Z 1'can be -CH 2 CH 2 CH 2- .
  • Z 1'can be -CH 2 CH 2- .
  • R 41' is independently R 41 " r1" R 42 " r2" Si-Z 1 " -in each appearance.
  • Z 1 " is an oxygen atom or a divalent organic group independently at each appearance.
  • the structure described as Z 1" has R 41 " r1" R 42 " r2" Si- on the left side. It is bonded to the Si atom of the group represented by.
  • Z 1 " is a divalent organic group.
  • Z 1" preferably does not include those forming a siloxane bond with the Si atom to which R 41'is attached. That is, in the formula (A3), (Si-Z 1 " -Si) does not contain a siloxane bond.
  • Z 1 " is preferably a C 1-6 alkylene group,-(CH 2 ) l11 " -O- (CH 2 ) l12 " -(in the formula, l11” is an integer of 0 to 6, for example 1 to 6 12 "is an integer of 0 to 6, for example, an integer of 1 to 6) or-(CH 2 ) l13" -phenylene- (in the formula, l13 "is an integer of 0 to 6. ), More preferably a C 1-3 alkylene group, which can be selected from, for example, a fluorine atom, a C 1-6 alkyl group, a C 2-6 alkenyl group, and a C 2-6 alkynyl group. It may be substituted with one or more substituents.
  • Z 1 " can be a C 1-6 alkylene group or-(CH 2 ) l 3" -phenylene- .
  • Z 1 " is the above group, light resistance, especially UV resistance, can be higher.
  • l3" is an integer of 0-6.
  • the Z 1 " is preferably a C 1-6 alkylene group, more preferably a C 1-3 alkylene group. In one embodiment, the Z 1" is -CH 2 CH 2 It can be CH 2- . In another embodiment, Z 1 " can be -CH 2 CH 2- .
  • the R 41 " is an hydroxyl group or a hydrolyzable group independently at each appearance, and is preferably a hydrolyzable group.
  • the hydrolyzable group has the same meaning as the above.
  • the R 42 " is independently a hydrogen atom or a monovalent organic group at each appearance.
  • the monovalent organic group is a monovalent organic group excluding the hydrolyzable group.
  • the monovalent organic group is preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group, still more preferably a methyl group, an ethyl group, a propyl group, and particularly preferably a methyl group. Is.
  • the total of r1 "and r2" is 3 in the unit of (R 41 “ r1” R 42 “ r2" Si).
  • r1 is (R 41 " r1” R 42 “ r2" Si) independently for each unit, and is preferably an integer of 1 to 3, more preferably 2 to 3, and even more preferably 3.
  • the R 42' is a hydroxyl group or a hydrolyzable group independently at each appearance, and is preferably a hydrolyzable group.
  • Hydrolyzable groups have the same meaning as above.
  • the R 43' is a hydrogen atom or a monovalent organic group independently at each appearance.
  • the monovalent organic group is a monovalent organic group excluding the hydrolyzable group.
  • the monovalent organic group is preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group, still more preferably a methyl group, an ethyl group, a propyl group, and particularly preferably a methyl group. Is.
  • the r1' is an integer of 0 to 3 independently at each appearance
  • the r2' is an integer of 0 to 3 independently at each appearance
  • the r3' is an integer of 0 to 3 independently at each appearance.
  • Each is an integer from 0 to 3 independently.
  • the total of r1', r2' and r3' is 3 in the unit of (R 41' r1'R 42 ' r2' R 43'r3'Si ).
  • r1' is 0.
  • r1' is an integer of 1 to 3 or an integer of 2 to 3 or 3 independently for each unit (R 41' r1'R 42 ' r2'R 43'r3'Si ). There may be. In a preferred embodiment, r1'is 3.
  • r2' is an integer of 1 to 3, preferably an integer of 2 to 3, independently for each unit (R 41' r1'R 42' r2'R 43' r3'Si ). , More preferably 3.
  • r1' is 0 and r2'is an integer of 1 to 3 independently for each unit (R 41'r1'R 42'r2'R 43'r3'Si ) . It is preferably an integer of 2 to 3, and more preferably 3.
  • r1'is 0, r2' is an integer of 1 to 3
  • r3'Is an integer of 0 to 2
  • r1'and r3' are integers. It is 0 and r2'is 3.
  • the R 42 is a hydroxyl group or a hydrolyzable group independently at each appearance, and is preferably a hydrolyzable group. Hydrolyzable groups have the same meaning as above.
  • the R 43 is a hydrogen atom or a monovalent organic group independently at each appearance.
  • the monovalent organic group is a monovalent organic group excluding the hydrolyzable group.
  • the monovalent organic group is preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group, still more preferably a methyl group, an ethyl group, a propyl group, and particularly preferably a methyl group. be.
  • the above r1 is an integer of 0 to 3 independently at each appearance
  • the above r2 is an integer of 0 to 3 independently at each appearance
  • the above r3 is an independent integer at each appearance. It is an integer of 0 to 3.
  • the total of r1, r2 and r3 is 3 in the unit of (R 41 r1 R 42 r2 R 43 r3 Si).
  • r1 is 0.
  • r1 may be an integer of 1 to 3, an integer of 2 to 3, or 3 independently for each unit (R 41 r1 R 42 r2 R 43 r3 Si). In a preferred embodiment, r1 is 3.
  • r2 is an integer of 1 to 3, preferably an integer of 2 to 3, and more preferably 3 independently for each unit (R 41 r1 R 42 r2 R 43 r3 Si). ..
  • r1 is 0 and r2 is an integer of 1 to 3, preferably an integer of 2 to 3, independently for each unit (R 41 r1 R 42 r2 R 43 r3 Si). More preferably, it is 3.
  • r1 is 0, r2 is an integer of 1 to 3, and r3 is an integer of 0 to 2.
  • r1 is 0, r2 is an integer of 2 to 3
  • r3 is an integer of 0 to 1, and more preferably r1 and r3 are 0 and r2 is 3.
  • the R f2 is a hydroxyl group or a hydrolyzable group independently at each appearance, and is preferably a hydrolyzable group. Hydrolyzable groups have the same meaning as above.
  • the R f3 is a hydrogen atom or a monovalent organic group independently at each appearance.
  • the monovalent organic group is a monovalent organic group excluding the hydrolyzable group.
  • the monovalent organic group is preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group, still more preferably a methyl group, an ethyl group, a propyl group, and particularly preferably a methyl group. be.
  • the p1 is an integer of 0 to 3 independently at each appearance
  • the p2 is an integer of 0 to 3 independently at each appearance
  • the p3 is an independent integer at each appearance. It is an integer of 0 to 3.
  • the total of p1, p2 and p3 is 3 in the unit of (R f3 p3 R f2 p2 R f1 p1 Si).
  • p1 is 0.
  • p1 may be an integer of 1 to 3, an integer of 2 to 3, or 3 independently for each unit (R f3 p3 R f2 p2 R f1 p1 Si). In a preferred embodiment, p1 is 3.
  • (R f3 p3 R f2 p2 R f1 p1 Si) is independent for each unit, p1 is an integer of 1 to 3, p2 is an integer of 0 to 2, and p3 is an integer of 0 to 2, preferably.
  • P1 is an integer of 2 to 3
  • p2 is an integer of 0 to 1
  • p3 is an integer of 0 to 1
  • more preferably p1 is 3.
  • p2 is an integer of 1 to 3, preferably an integer of 2 to 3, and more preferably 3 independently for each unit (R f3 p3 R f2 p2 R f1 p1 Si). ..
  • p1 is 0 and p2 is an integer of 1 to 3, preferably an integer of 2 to 3, independently of each unit (R f3 p3 R f2 p2 R f1 p1 Si). More preferably, it is 3.
  • At least one Si atom bonded to a hydroxyl group or a hydrolyzable group is present, preferably two.
  • At least one of the terminal portions of the group represented by the formula (A3) is R f3 p3 R f2 p2 (R 42 r2 R 43 r3 Si-Z 1- ) 2 Si- (where r2 and The total value of r3 is 3, the total value of p2 and p3 is 1), or (R 42 r2 R 43 r3 Si-Z 1- ) 3 Si- (where the total value of r2 and r3 is 3). , Preferably (R 42 r2 R 43 r3 Si-Z 1- ) 3 Si- (where the total value of r2 and r3 is 3).
  • r2 is an integer of 1 to 3, preferably 2 or 3.
  • the unit of (R 42 r2 R 43 r3 Si-Z 1- ) is preferably (R 42 3 Si-Z 1- ).
  • all the terminal portions of the group represented by the formula (A3) are (R 42 r2 R 43 r3 Si-Z 1 ) 3 -Si-, and more preferably (R 42 3 Si-Z 1 ) 3 . It can be -Si-.
  • p1 is preferably an integer of 1 to 3, more preferably 2 or 3, and particularly preferably 3.
  • r2 is preferably 1 to 3, more preferably 2 or 3, and even more preferably 3.
  • p1 is preferably an integer of 1 to 3
  • p2 is an integer of 0 to 2
  • p3 is an integer of 0 to 2
  • p2 is an integer of 0 to 1
  • p3 is an integer of 0 to 1
  • preferably p1 is 3.
  • r2 is an integer of 1 to 3
  • r3 is an integer of 0 to 2
  • r3 is 0 or 1.
  • r2 is 3.
  • p1 is an integer of 1 to 3
  • r2 is preferably 2 or 3
  • p1 is 2 or 3
  • r2 is 2 or 3. Is more preferable, p1 is 3, and r2 is more preferably 2 or 3.
  • p1 is an integer of 1 to 3
  • p2 is an integer of 0 to 2
  • p3 is an integer of 0 to 2
  • r1 is 0, and r2 is 2 or 3.
  • r3 is 0 or 1, more preferably p1 is 2 or 3
  • p2 is 0 or 1
  • p3 is 0 or 1
  • r1 is 0, and r2 is 2 or 3.
  • r3 is 0 or 1, more preferably p1 is 3, r2 is 2 or 3, and r3 is 0 or 1.
  • p1 is an integer of 1 to 3
  • r2 is preferably 3
  • p1 is 2 or 3
  • r2 is more preferably 3. It is more preferable that p1 is 3 and r2 is 3.
  • p1 is an integer of 1 to 3
  • p2 is an integer of 0 to 2
  • p3 is an integer of 0 to 2
  • r2 is 3, more preferably.
  • p1 is 2 or 3
  • p2 is an integer of 0 to 1
  • p3 is an integer of 0 to 1
  • r2 is 3, and more preferably p1 is 3 and r2 is. It is 3.
  • p1 is an integer of 1 to 3 and Z1 is a divalent organic group.
  • the Z 1 does not include one that forms a siloxane bond with the Si atom (Si atom to which R f1 is bonded) at the end of the molecular main chain in the formula (A3).
  • the above Z 1 is preferably a C 1-6 alkylene group,-(CH 2 ) l11 -O- (CH 2 ) l12- (in the formula, l11 is an integer of 1 to 6 and l12. Is an integer of 1 to 6) or-phenylene- (CH 2 ) l13- (in the formula, l13 is an integer of 0 to 6), more preferably a C1-3 alkylene group. ..
  • ⁇ 4 is an integer of 1 to 9.
  • ⁇ 4 can vary depending on the valence of X a5 . For example, if X a5 is a 10-valent organic group, ⁇ 4 is 9. If X a5 is a single bond, ⁇ 4 is 1.
  • ⁇ 4 is 1. In one embodiment, ⁇ 4 is 2.
  • the X a5 represents a single bond, an oxygen atom, a nitrogen atom, a sulfur atom, -NH-, -SO 2 NH-, -SO 2- , or a 2- to 10-valent organic group.
  • the Xa5 preferably represents a single bond or a 2- to 10-valent organic group, more preferably a 2- to 7-valent, still more preferably a 2- to 4-valent, particularly preferably a divalent or trivalent organic group. Yes, it may be a divalent organic group.
  • the right side of the structure described as Xa5 is bonded to the triazine ring.
  • the X a5 is not particularly limited, and examples thereof include the same as those described for the X a1 .
  • the description "formula (A1)” regarding X a1 shall be read as “formula (A4)”, and " ⁇ 1” shall be read as " ⁇ 4".
  • X a5 is (-(R 71 ) n21- ) 2 N- (R 72 ) n22 -,-(R 71 ) n28 -X 3- (R 72 ) n29- , -R 73- , or-. It is a trivalent or divalent organic group represented by YO-.
  • Each reference numeral has the same meaning as described above.
  • the preferred X a5 is represented by (-(R 71 ) n21- ) 2 N- (R 72 ) n22 -or-(R 71 ) n28- X 3- (R 72 ) n29- . Is the basis. Each reference numeral has the same meaning as described above.
  • X a5 is a group represented by-(R 71 ) n28- X 3- (R 72 ) n29 -or -R 73- , preferably-(R 71 ) n28- X.
  • n28 is 1, n29 is 0,
  • R71 is-(CH 2 ) n23- (n23 is an integer of 1 to 6, more preferably an integer of 1 to 3, and even more preferably 1 or 2).
  • X 3 is -O- or -NR 76- (for example, -NH-)
  • R 73 is- (CH 2 ) n27- (n27 is an integer of 1 to 6, preferably an integer of 1 to 3). It is preferable to have.
  • Each reference numeral has the same meaning as described above.
  • X a5 is a group represented by (-(R 71 ) n21- ) 2 N- (R 72 ) n22- .
  • R 71 is ⁇ (CH 2 ) n23 ⁇
  • n23 is an integer of 1 to 6, preferably an integer of 1 to 3, for example 3
  • R 72 is ⁇ (CH 2 ) n24 ⁇ , n24.
  • n21 is 0 and n22 is 1, or n21 is 1, and n22 is 0, preferably n21 is 1 and n22 is 0.
  • R g1 independently represents R 51 s1 R 52 s2 R 53 s3 C-Z 2- at each appearance.
  • the above Z 2 independently represents an oxygen atom or a divalent organic group at each appearance.
  • the left side of the structure described as Z 2 is bonded to the "C" atom contained in the group represented by R 51 s1 R 52 s2 R 53 s3 C-Z 2- .
  • Z 2 is preferably a divalent organic group.
  • Z 2 is preferably a C 1-6 alkylene group,-(CH 2 ) l21 -O- (CH 2 ) l22- (in the formula, l21 is an integer of 0 to 6, for example, an integer of 1 to 6).
  • L22 is an integer of 0 to 6, for example, an integer of 1 to 6) or-(CH 2 ) l23 -phenylene- (in the formula, l23 is an integer of 0 to 6), which is more preferable.
  • These groups may be substituted with one or more substituents selected from, for example, a fluorine atom, a C 1-6 alkyl group, a C 2-6 alkenyl group, and a C 2-6 alkynyl group. ..
  • Z 2 can be a C 1-6 alkylene group or-(CH 2 ) l23 -phenylene-.
  • Z 2 is the above group, light resistance, especially UV resistance, can be higher.
  • l23 is an integer of 0 to 6.
  • Z 2 is preferably a C 1-6 alkylene group, and more preferably a C 1-3 alkylene group.
  • Z 2 can be -CH 2 CH 2 CH 2- .
  • Z 2 can be -CH 2 CH 2- .
  • R 51 is independently R 51's1'R 52's2'CZ 2' - in each appearance.
  • the Z 2' is an oxygen atom or a divalent organic group independently at each appearance.
  • the structure described as Z 2' is bonded to the C atom of the group represented by R 51 's 1'R 52 's 2'C- on the left side.
  • Z 2' is preferably a divalent organic group.
  • Z 2' is preferably a C 1-6 alkylene group,-(CH 2 ) l21' -O- (CH 2 ) l22' -(in the formula, l21' is an integer of 0 to 6, for example 1 to 6
  • l22' is an integer of 0 to 6, for example, an integer of 1 to 6) or-(CH 2 ) l23' -phenylene- (in the formula, l23'is an integer of 0 to 6).
  • Is more preferably a C 1-3 alkylene group.
  • These groups may be substituted with one or more substituents selected from, for example, a fluorine atom, a C 1-6 alkyl group, a C 2-6 alkenyl group, and a C 2-6 alkynyl group. ..
  • Z 2' can be a C 1-6 alkylene group or-(CH 2 ) l23' -phenylene-.
  • Z 2' is the above group, light resistance, especially UV resistance, can be higher.
  • l23' is an integer of 0 to 6.
  • the Z 2' is preferably a C 1-6 alkylene group, more preferably a C 1-3 alkylene group.
  • Z 2'can be -CH 2 CH 2 CH 2- .
  • Z 2'can be -CH 2 CH 2- .
  • the R 51' is independently R 51 " m1" R 52 " 3-m1" Si-Z 3- at each appearance.
  • Z 3 is an oxygen atom or a divalent organic group independently at each appearance.
  • the structure described as Z 3 is bonded to the Si atom of the group represented by R 51 " m1" R 52 " 3-m1" Si- on the left side.
  • Z 3 is an oxygen atom.
  • Z 3 is preferably a divalent organic group.
  • Z 3 is a C 1-6 alkylene group,-(CH 2 ) l31- O- (CH 2 ) l32- (in the formula, l31 is an integer of 0-6, for example an integer of 1-6. Yes, l32 is an integer of 0 to 6, for example, an integer of 1 to 6) or-(CH 2 ) l33 -phenylene- (in the formula, l33 is an integer of 0 to 6).
  • These groups may be substituted with one or more substituents selected from, for example, a fluorine atom, a C 1-6 alkyl group, a C 2-6 alkenyl group, and a C 2-6 alkynyl group. ..
  • Z 3 can be a C 1-6 alkylene group or-(CH 2 ) l33 -phenylene-.
  • Z 3 is the above group, light resistance, especially UV resistance, can be higher.
  • l33 is an integer of 0 to 6.
  • Z 3 is a C 1-6 alkylene group, more preferably a C 2-3 alkylene group.
  • Z 3 can be -CH 2 CH 2 CH 2- .
  • Z 3 can be -CH 2 CH 2- .
  • the R 51 ′′ is a hydroxyl group or a hydrolyzable group independently at each appearance, and is preferably a hydrolyzable group.
  • the hydrolyzable group has the same meaning as the above.
  • the R 52 ′′ is a hydrogen atom or a monovalent organic group independently at each appearance.
  • the monovalent organic group is a monovalent organic group excluding the hydrolyzable group.
  • the monovalent organic group is preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group, still more preferably a methyl group, an ethyl group, a propyl group, and particularly preferably a methyl group. Is.
  • m1 " is an integer of 0 to 3 independently for each (R 51" m1 " R 52" 3-m1 " Si) unit.
  • m1" There are at least two R 51 " m1” R 52 " 3-m1” Si- having a value of 1 to 3. That is, not all m1 ”s are zero at the same time at the terminal portion, in other words, at least one Si atom to which a hydroxyl group or a hydrolyzable group is bonded is present at the terminal portion.
  • m1 is an integer of preferably 1 to 3, more preferably 2 to 3, and further preferably 3 independently for each (R 51 " m1" R 52 " 3-m1" Si-) unit. be.
  • the R 52' is a hydrogen atom, a hydroxyl group or a monovalent organic group independently at each appearance.
  • the monovalent organic group is a monovalent organic group excluding the hydrolyzable group.
  • the monovalent organic group is preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group, still more preferably a methyl group, an ethyl group, a propyl group, and particularly preferably a methyl group. Is.
  • R 52' is a hydroxyl group.
  • R 52' it is a monovalent organic group, preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group, still more preferably a methyl group, an ethyl group, a propyl group. , Particularly preferably a methyl group.
  • the s1' is an integer of 0 to 3 independently at each appearance
  • the s2' is an integer of 0 to 3 independently at each appearance.
  • the total of s1'and s2' is 3 in the unit of (R 51's1'R 52's2'C- ).
  • s2' is an integer of preferably 1 to 3, more preferably 2 to 3, and even more preferably 3 independently for each unit (R 51 's 1'R 52' s2'C- ).
  • the R 52 is independently R 51 " m1" R 52 " 3-m1” Si-Z 3- at each appearance.
  • R 51 " m1" R 52 " 3-m1” Si-Z 3- has the same meaning as the description of R 51' .
  • the R 53 is a hydrogen atom, a hydroxyl group or a monovalent organic group independently at each appearance.
  • the monovalent organic group is a monovalent organic group excluding the hydrolyzable group.
  • the monovalent organic group is preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group, still more preferably a methyl group, an ethyl group, a propyl group, and particularly preferably a methyl group. be.
  • R 53 is a hydroxyl group.
  • a monovalent organic group preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group, and even more preferably a methyl group, an ethyl group, a propyl group, Particularly preferably, it is a methyl group.
  • the above s1 is an integer of 0 to 3 independently at each appearance
  • the above s2 is an integer of 0 to 3 independently at each appearance
  • the above s3 is an independent integer at each appearance. It is an integer of 0 to 3.
  • the sum of s1, s2, and s3 is 3 in each (R 51 s1 R 52 s2 R 53 s3 C-) unit.
  • s1 is 0.
  • s1 may be an integer of 1 to 3, an integer of 2 to 3, or 3 independently for each unit (R 51 s1 R 52 s2 R 53 s3 C-). In a preferred embodiment, 22 is 3.
  • s2 is an integer of 1 to 3 independently of each unit (R 51 s1 R 52 s2 R 53 s3 C-), preferably an integer of 2 to 3, and more preferably 3. be.
  • s1 is 0 and s2 is an integer of 1 to 3, preferably an integer of 2 to 3, independently for each unit (R 51 s1 R 52 s2 R 53 s3 C-). , More preferably 3.
  • R g2 is independently R 51 " m1" R 52 " 3-m1” Si-Z 3- at each appearance.
  • R 51 " m1” R 52 " 3-m1” Si-Z 3- has the same meaning as the description of R 51' .
  • the R g3 is a hydrogen atom, a hydroxyl group or a monovalent organic group independently at each appearance.
  • the monovalent organic group is a monovalent organic group excluding the hydrolyzable group.
  • the monovalent organic group is preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group, and even more preferably a methyl group.
  • R g3 is a hydroxyl group.
  • the monovalent organic group of R g3 is preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group.
  • the above q1 is an integer of 0 to 3 independently at each appearance
  • the above q2 is an integer of 0 to 3 independently at each appearance
  • the above q3 is an independent integer at each appearance. It is an integer of 0 to 3.
  • the sum of q1, q2 and q3 is 3.
  • q1 of at least 1 is an integer of 1 to 3, preferably 2 or 3, and more preferably 3.
  • q1 is an integer of 1 to 3, preferably 2 or 3, and more preferably 3.
  • q2 is 2 or 3, preferably 3. In this embodiment, q1 is preferably 0.
  • R 52 (where m1 "is an integer of 1 to 3 in the R 52 ) or R g2 (where m1" is an integer of 1 to 3 in the R g 2) is at least 2. It is preferable to be present. In other words, in the formula (A4), at least two m1 "s are preferably 1 or more. M1" is more preferably 2 or 3, and even more preferably 3.
  • the fluorine-containing polyether group-containing compound has better UV durability, water repellency, oil repellency, antifouling property (for example, preventing the adhesion of stains such as soil and fingerprints), and heat resistance.
  • a surface treatment layer having good properties, high friction durability, hydrolysis resistance, chemical resistance, moisture resistance, antifogging property, etc., particularly good UV durability, high friction durability, chemical resistance, etc. can be formed. ..
  • R g3 (R 51 " m1” R 52 " 3-m1” Si-Z 3- ) 2 C- or (R 51 " m1” R 52 " 3-m1” Si-Z. 3- )
  • m1 is an integer of 1 to 3, preferably 2 or 3, and more preferably 3.
  • m1 is preferably 1 to 3, and more preferably 3.
  • the unit of (R 51 " m1" R 52 " 3-m1” Si-) is R 51 " 2 R 52" Si- or R 51 " 3 Si-. It is preferably R 51 " 3 Si-.
  • q2 is preferably an integer of 1 to 3
  • m1 is an integer of 1 to 3.
  • q1 is preferably an integer of 0 to 2
  • q2 is an integer of 1 to 3
  • q3 is an integer of 0 to 2
  • m1 is an integer of 1 to 3
  • q1 is 0.
  • q2 is an integer of 1 to 3
  • q3 is an integer of 0 to 2
  • m1 is an integer of 1 to 3.
  • more preferably, q1 is 0.
  • q2 is an integer of 1 to 3
  • m1" is 3.
  • q1 is an integer of 0 to 2
  • q2 is an integer of 1 to 3
  • q3 is an integer of 0 to 2
  • m1 is 2 or 3, more preferably q1.
  • q2 is an integer of 1 to 3
  • q3 is an integer of 0 to 2
  • m1 is 3.
  • more preferably, q1 is 0.
  • q2 is 2 or 3
  • m1 is an integer of 1-3, more preferably q2 is 3, and m1" is an integer of 1-3.
  • q2 is 3 and m1 ”is 3.
  • q1 is 0 or 1
  • q2 is 2 or 3
  • q3 is 0 or 1
  • m1 is an integer of 1 to 3 and more preferably q2 is 3.
  • m1 is an integer of 1 to 3, and particularly preferably q2 is 3, and m1 "is 3.
  • R Si is a group represented by the formula (A4)
  • m1 " is 1 to 3, preferably 2 or 3, more preferably 3 (R 51" m1 " R 52" 3
  • m1' is an integer of 1 to 3, preferably 2 or 3, more in at least one, preferably all R 52' . It is preferably 3.
  • m1 is an integer of 1 to 3, preferably 2 or 3, in at least one, preferably all R 51' . It is preferably 3.
  • m1 is an integer of 1 to 3, preferably 2 or 3, more preferably in at least one, preferably all R g2 . It is 3.
  • ⁇ 5 is an integer of 1 to 9.
  • ⁇ 5 can vary depending on the valence of X a6 . For example, if X a6 is a 10-valent organic group, ⁇ 5 is 9. If X a6 is a single bond, ⁇ 5 is 1.
  • ⁇ 5 is 1. In one embodiment, ⁇ 5 is 2.
  • the X a6 represents a single bond, an oxygen atom, a nitrogen atom, a sulfur atom, -NH-, -SO 2 NH-, -SO 2- , or a 2- to 10-valent organic group.
  • the Xa6 preferably represents a single bond or a 2- to 10-valent organic group, more preferably a 2- to 7-valent, still more preferably a 2- to 4-valent, particularly preferably a divalent or trivalent organic group. It may be a divalent organic group.
  • the right side of the structure described as Xa6 is bonded to the triazine ring.
  • the X a6 is not particularly limited, and examples thereof include the same as those described for the X a1 .
  • the description "formula (A1)” relating to X a1 shall be read as “formula (A5)”, and " ⁇ 1” shall be read as " ⁇ 5".
  • X a6 is (-(R 71 ) n21- ) 2 N- (R 72 ) n22 -,-(R 71 ) n28 -X 3- (R 72 ) n29- , -R 73- , or-. It is a trivalent or divalent organic group represented by YO-. Each reference numeral has the same meaning as described above.
  • the preferred X a6 is represented by (-(R 71 ) n21- ) 2 N- (R 72 ) n22 -or-(R 71 ) n28- X 3- (R 72 ) n29- . Is the basis. Each reference numeral has the same meaning as described above.
  • X a6 is a group represented by-(R 71 ) n28- X 3- (R 72 ) n29 -or -R 73- , preferably-(R 71 ) n28- X.
  • n28 is 1, n29 is 0,
  • R71 is-(CH 2 ) n23- (n23 is an integer of 1 to 6, more preferably an integer of 1 to 3, and even more preferably 1 or 2).
  • X 3 is -O- or -NR 76- (for example, -NH-)
  • R 73 is- (CH 2 ) n27- (n27 is an integer of 1 to 6, preferably an integer of 1 to 3). It is preferable to have.
  • Each reference numeral has the same meaning as described above.
  • X a6 is a group represented by (-(R 71 ) n21- ) 2 N- (R 72 ) n22- .
  • R 71 is ⁇ (CH 2 ) n23 ⁇
  • n23 is an integer of 1 to 6, preferably an integer of 1 to 3, for example 3
  • R 72 is ⁇ (CH 2 ) n24 ⁇ , n24.
  • n21 is 0 and n22 is 1, or n21 is 1, and n22 is 0, preferably n21 is 1 and n22 is 0.
  • X a6 is a group represented by -R 73- .
  • R 73 has the same meaning as above.
  • X a6 is a single bond.
  • the R c1 is R 81 t1 R 82 3-t1 Si-Z 4 -independently at each appearance.
  • Z 4 is an oxygen atom or a divalent organic group independently at each appearance.
  • the left side of the structure described as Z 4 is bonded to the "Si" atom contained in the group represented by R 81 t1 R 82 3-t1 Si-Z 4- .
  • Z 4 is an oxygen atom.
  • Z 4 is preferably a divalent organic group.
  • Z 4 is a C 1-6 alkylene group,-(CH 2 ) l41- O- (CH 2 ) l42- (in the formula, l41 is an integer of 0-6, for example an integer of 1-6. Yes, l42 is an integer of 0 to 6, for example, an integer of 1 to 6) or-(CH 2 ) l43 -phenylene- (in the formula, l43 is an integer of 0 to 6).
  • These groups may be substituted with one or more substituents selected from, for example, a fluorine atom, a C 1-6 alkyl group, a C 2-6 alkenyl group, and a C 2-6 alkynyl group. ..
  • Z 4 can be a C 1-6 alkylene group or-(CH 2 ) l43 -phenylene-.
  • Z 4 is the above group, light resistance, especially UV resistance, can be higher.
  • l43 is an integer of 0 to 6.
  • Z 4 is a C 1-6 alkylene group, more preferably a C 2-3 alkylene group.
  • Z 4 can be -CH 2 CH 2 CH 2- .
  • Z 4 can be -CH 2 CH 2- .
  • the R 81 is a hydroxyl group or a hydrolyzable group independently at each appearance, and is preferably a hydrolyzable group. Hydrolyzable groups have the same meaning as above.
  • the R 82 is a hydrogen atom or a monovalent organic group independently at each appearance.
  • the monovalent organic group is a monovalent organic group excluding the hydrolyzable group.
  • the monovalent organic group is preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group, still more preferably a methyl group, an ethyl group, a propyl group, and particularly preferably a methyl group. be.
  • R 82 is a hydrogen atom.
  • a monovalent organic group preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group, still more preferably a methyl group, an ethyl group, a propyl group, Particularly preferably, it is a methyl group.
  • t1 is an integer of 0 to 3 independently for each unit (R 81 t1 R 82 3-t1 Si).
  • R 81 t1 R 82 3-t1 Si there is at least one R 81 t1 R 82 3-t1 Si- in which t1 is 1 to 3. That is, not all t1s become 0 at the same time in the terminal portion.
  • at the terminal portion there is at least one Si atom to which a hydroxyl group or a hydrolyzable group is bonded.
  • t1 is (R 81 t1 R 82 3-t1 Si) independently for each unit, and is preferably an integer of 1 to 3, more preferably 2 to 3, and even more preferably 3.
  • RSi is a group represented by the formula (A2), (A3) or (A4). These compounds can form a surface-treated layer having high surface slipperiness.
  • RSi is a group represented by the formula (A1), (A3) or (A4). Since these compounds have a plurality of hydrolyzable groups at one end, they can strongly adhere to the substrate and form a surface treatment layer having high friction durability.
  • RSi is a group represented by the formula (A3) or (A4). Since these compounds may have a plurality of hydrolyzable groups branched from one Si atom or C atom at one end, a surface treatment layer having higher friction durability can be formed. ..
  • RSi is a group represented by the formula (A1).
  • RSi is a group represented by the formula (A2).
  • RSi is a group represented by the formula (A3).
  • RSi is a group represented by the formula (A4).
  • RSi is a group represented by the formula (A5).
  • R 1 is a group represented by R h1 m2 R h2 3-m2 Si-X b1- (O-X b2 ) n3 -X b3- .
  • R 2 is a group represented by (R f-X f1 -R FE -X f2 ) ⁇ X 1-
  • R 3 is a group represented by R Si- .
  • X b1 is a linear C 1-4 alkylene group, preferably a C 1-3 alkylene group, for example a propylene group;
  • X b2 is a C 1-3 alkylene group;
  • n3 is an integer from 1 to 6;
  • R h1 is an independently hydroxyl group or a hydrolyzable group, preferably a hydrolyzable group;
  • m2 is 3;
  • Rf represents a perfluoroalkyl group having 1 to 6 carbon atoms;
  • X f1 is a group represented by (X f11 ) z ;
  • z is 0;
  • R FE is-(OC 4 F 8 ) c- (OC 3 F 6 ) d- (OC 2 F 4 ) e- (OCF 2 ) f- (in the formula, c and d are 0 or more independently.
  • e and f are independently 1 or more and 200 or less, preferably 5 or more and 200 or less, more preferably 10 or more and 200 or less, and the sum of c, d, e and f is At least 5 or more, preferably 10 or more, and the order of existence of each repeating unit with the subscripts c, d, e or f enclosed in parentheses is arbitrary in the equation).
  • X f2 is (O) y ; y is 0 or 1; X 1 is-(R 11 ) n18- X 11- (R 12 ) n19- ; R 11 is represented by-(CH 2 ) n11- ; n11 is an integer of 1 to 3, preferably 1 or 2; n18 is 1; X 11 is -O- or -NH- and n19 is 0; R Si is represented by the formulas (A2) to (A5); X a3 , X a4 or X a5 are independent in each appearance, (-(R 71 ) n21- ) 2 N- (R 72 ) n22 -,-(R 71 ) n28- X 3- (R 72 ).
  • composition containing the fluorine-containing polyether group-containing compound of the present disclosure includes a solvent, a fluorine-containing oil, a silicone oil, a catalyst, a surfactant, a polymerization inhibitor, a sensitizer, a solugel, a hydrocarbon-based polymer, and a fluorine-containing weight. It may contain coalescing, radical trapping agents, inorganic porosity, dehydrating agents, dehalogenating compounds and the like.
  • solvent examples include aliphatic hydrocarbons such as hexane, cyclohexane, heptane, octane, nonane, decane, undecane, dodecane and mineral spirit; aromatic hydrocarbons such as benzene, toluene, xylene, naphthalene and solvent naphtha.
  • aliphatic hydrocarbons such as hexane, cyclohexane, heptane, octane, nonane, decane, undecane, dodecane and mineral spirit
  • aromatic hydrocarbons such as benzene, toluene, xylene, naphthalene and solvent naphtha.
  • the composition comprising the fluorine-containing polyether group-containing compound of the present disclosure further comprises hexafluorobenzene, m-hexafluoroxylene, perfluorobutylethyl ether, perfluorohexylmethyl ether, Zeolola H, perfluoro. It may contain at least one selected from the group consisting of hexylmethyl ether, perfluorohexane, acetone, N, N-dimethylformamide, dimethylsulfoxide, N-methyl-2-pyrrolidone, and water.
  • the (non-reactive) fluoropolyether compound preferably a perfluoro (poly) ether compound (hereinafter referred to as “fluorine-containing oil”) that can be understood as a fluorine-containing oil is not particularly limited.
  • a compound represented by the following general formula (3) perfluoro (poly) ether compound
  • Rf 5 represents an alkyl group having 1 to 16 carbon atoms (preferably a perfluoroalkyl group having C 1-16 ) which may be substituted with one or more fluorine atoms
  • Rf 6 is a perfluoroalkyl group.
  • each independently is a C1-3 perfluoroalkyl group.
  • a', b', c'and d' represent the number of repeating units of four types of perfluoro (poly) ethers constituting the main skeleton of the polymer, and are integers of 0 or more and 300 or less independently of each other.
  • A', b', c'and d' are at least 1, preferably 1 to 300, and more preferably 20 to 300.
  • the order of existence of each repeating unit with the subscripts a', b', c'or d'and enclosed in parentheses is arbitrary in the equation.
  • -(OC 4 F 8 )- is-(OCF 2 CF 2 CF 2 CF 2 )-,-(OCF (CF 3 ) CF 2 CF 2 )-,-(OCF 2 CF (CF) 3 ) CF 2 )-,-(OCF 2 CF 2 CF (CF 3 ))-,-(OCF 2 C (CF 3 ) 2 )-,-(OCF) (CF 3 ) CF (CF 3 ))-,-(OCF (C 2 F 5 ) CF 2 )-and (OCF 2 CF (C 2 F 5 ))-may be any of-, but preferably- (OCF 2 CF 2 CF 2 CF 2 )-.
  • -(OC 3 F 6 )- may be any of-(OCF 2 CF 2 CF 2 )-,-(OCF (CF 3 ) CF 2 )-and (OCF 2 CF (CF 3 ))-.
  • -(OC 2 F 4 )- may be any of-(OCF 2 CF 2 )-and (OCF (CF 3 ))-, but is preferably-(OCF 2 CF 2 )-.
  • the perfluoro (poly) ether compound represented by the general formula (3) the compound represented by any of the following general formulas (3a) and (3b) (one or a mixture of two or more) is used. It may be).
  • Rf 5 and Rf 6 are as described above; in equation (3a), b "is an integer of 1 or more and 100 or less; in equation (3b), a" and b “are independent of each other. Is an integer of 0 or more and 30 or less, and c "and d" are independently integers of 1 or more and 300 or less.
  • the subscripts a ", b", c ", and d" are added and enclosed in parentheses. The order of existence of each repeating unit is arbitrary in the equation.
  • the fluorine-containing oil may be a compound represented by the general formula Rf 3 -F (in the formula, Rf 3 is a C 5-16 perfluoroalkyl group). Further, it may be a chlorotrifluoroethylene oligomer.
  • the fluorine-containing oil may have an average molecular weight of 500 to 10000.
  • the molecular weight of the fluorinated oil can be measured using GPC.
  • the fluorine-containing oil may be contained in, for example, 0 to 50% by mass, preferably 0 to 30% by mass, and more preferably 0 to 5% by mass with respect to the composition of the present disclosure.
  • the compositions of the present disclosure are substantially free of fluorinated oils.
  • substantially free of fluorinated oil means that it may contain no fluorinated oil or may contain a very small amount of fluorinated oil.
  • the fluorinated oil contributes to improving the surface slipperiness of the layer formed by the composition of the present disclosure.
  • the average molecular weight of the fluorine-containing oil may be larger than the average molecular weight of the fluorine-containing polyether group-containing compound.
  • the average molecular weight of the fluorine-containing oil may be smaller than the average molecular weight of the fluorine-containing polyether group-containing compound.
  • the composition of the present disclosure has high friction durability and high surface slipperiness while suppressing a decrease in transparency of the cured product formed by using the composition. Can form things.
  • the silicone oil for example, a linear or cyclic silicone oil having a siloxane bond of 2,000 or less can be used.
  • the linear silicone oil may be a so-called straight silicone oil or a modified silicone oil.
  • the straight silicone oil include dimethyl silicone oil, methyl phenyl silicone oil, and methyl hydrogen silicone oil.
  • the modified silicone oil include straight silicone oil modified with alkyl, aralkyl, polyether, higher fatty acid ester, fluoroalkyl, amino, epoxy, carboxyl, alcohol and the like.
  • Examples of the cyclic silicone oil include cyclic dimethylsiloxane oil.
  • composition of the present disclosure for example, a surface treatment agent
  • a silicone oil is a total of 100 parts by mass of the above-mentioned fluorine-containing polyether group-containing compound of the present disclosure (in the case of two or more kinds, the total of these, and so on).
  • 0 to 300 parts by mass preferably 50 to 200 parts by mass.
  • Silicone oil contributes to improving the surface slipperiness of the surface treatment layer.
  • the catalyst examples include acids (for example, acetic acid, trifluoroacetic acid, etc.), bases (for example, ammonia, triethylamine, diethylamine, etc.), transition metals (for example, Ti, Ni, Sn, etc.) and the like.
  • acids for example, acetic acid, trifluoroacetic acid, etc.
  • bases for example, ammonia, triethylamine, diethylamine, etc.
  • transition metals for example, Ti, Ni, Sn, etc.
  • the catalyst promotes hydrolysis and dehydration condensation of the fluorine-containing polyether group-containing compound of the present disclosure, and promotes the formation of a layer formed by the composition of the present disclosure (for example, a surface treatment agent).
  • Examples of other components include tetraethoxysilane, methyltrimethoxysilane, 3-aminopropyltrimethoxysilane, 3-glycidoxypropyltrimethoxysilane, methyltriacetoxysilane, and the like.
  • the composition containing the fluorine-containing polyether group-containing compound of the present disclosure further comprises, among the compounds represented by the following formulas or the compounds represented by the following formulas, the compounds having a group represented by R Si' , at least R. It may contain a compound formed by hydrosilylating a part of the group represented by Si' .
  • the composition of the present disclosure comprises, for example, 1% by mass to 1% by mass, or 1% by mass, or 1% by mass, or 1% by mass of a compound represented by the following formula, or a compound obtained by hydrosilylating the compound represented by the above-mentioned formula below, in the composition of the present disclosure. It may contain from 10% by mass ppm to 0.1% by mass.
  • R 2 is a group represented by (Rf-X f1 -R FE -X f2 ) ⁇ -X 1- .
  • Each symbol has the same meaning as above.
  • the composition of the present disclosure further comprises a metal, metal oxide or metal salt containing Pt, Pd, Rh, Na, K, Ca, Mg, Zn, Fe, Cu, Al and the like; Si. It may contain compounds, oxides or salts.
  • the compositions of the present disclosure may contain metals, metal oxides or salts thereof in the compositions of the present disclosure, for example, 10% by weight ppb to 1% by weight, or 100% by weight ppb to 0.1% by weight.
  • compositions of the present disclosure may further comprise an organic amine, or a hydrochloride thereof.
  • the compositions of the present disclosure may contain, for example, 1% by weight to 1% by weight, or 10% by weight to 0.1% by weight of an organic amine, or a salt thereof.
  • the method for producing a fluorine-containing polyether group-containing compound exemplified in the present disclosure includes the following steps.
  • the method for producing a fluorine-containing polyether group-containing compound of the present disclosure may further include the following steps before the step (I).
  • Step (1) is the formula (II) :.
  • the compound represented by the formula (I) is reacted with HSiM 23 , and optionally the compound represented by Ra'k1 L'and / or the compound represented by the formula: R b'k2 L ' . ): This is a step of obtaining the compound represented by.
  • R 2 is Rf-X f1 -R FE -X f2 -X 1-
  • ⁇ ' is an integer of 1 to 9 independently at each appearance, and corresponds to ⁇ 1, ⁇ 2, ⁇ 3 and ⁇ 4 in the formulas (A1), (A2), (A3) and (A4).
  • ⁇ 'is 1.
  • Ra' is a hydroxyl group or a hydrolyzable group.
  • R b' is a hydrogen atom or a monovalent organic group.
  • R a'and R b' are bonded to the Si atom and exist.
  • R h1 m2 R h2 3- in the group represented by m2 Si-X b1- (O-X b2 ) n3 -X b3- , R a'corresponds to R h1 and R b'corresponds to R h2 , respectively.
  • L' represents a group capable of binding Ra'independently at each appearance.
  • k1 is an integer of 1 to 3 independently for each appearance.
  • L represents a group capable of binding to R b'independently at each appearance.
  • k2 is an integer of 1 to 3 independently for each appearance.
  • the compound represented by the formula (II) may be a compound obtained in the step (2) described later.
  • the group represented by CH 2 CH-X'-is represented by SiM 2 3 - CH 2 CH 2 -X'-. Is converted to a base.
  • M 2 is a halogen atom (ie, I, Br, Cl, F) or C 1-6 alkoxy group independently at each appearance, preferably Cl.
  • the compound is commercially available or can be produced from a commercially available compound using conventional techniques in the art.
  • the amount used can be changed according to the amount of Ra'groups to be introduced, and such an amount can be adjusted by those skilled in the art. If so, it can be decided as appropriate.
  • the amount used can be changed according to the amount of R b'group to be introduced, and such an amount can be adjusted by those skilled in the art. If so, it can be decided as appropriate.
  • the compound represented by HSiM 2 3 , R a'k1 L ' , and the compound represented by R b'k2 L' is referred to as HSi (R a'k1 ) (R). It can also be used as a compound represented by b'k2 ) (in this case, k1 + k2 is 3 ) . , Can be manufactured using conventional techniques in the art.
  • the total amount of the compound represented by Ra'k1 L'and / or the compound represented by R b'k2 L' in step (1) is represented by the above formula (II).
  • the terminal CH 2 of the compound is 3 mol or more with respect to 1 mol of CH-group.
  • the M 2 of the terminal SiM 2 3 -CH 2 CH 2- generated in the reaction of the step (1) is. Virtually all can be replaced by Ra'or R b' .
  • the total amount of the compound represented by Ra'k1 L'and / or the compound represented by R b'k2 L' in step (1) is represented by the above formula (II).
  • the terminal CH 2 of the compound to be compounded 0 or more and less than 3 mol with respect to 1 mol of CH-group.
  • Hall represents a halogen atom
  • J represents Mg, Cu or Zn
  • Z' represents a bond or a divalent organic group.
  • CH 2 CH- can be set, and the same reaction as in step (1) can be applied. By repeating this operation, a linker portion is added to the end of the compound represented by the above formula (II). Si atoms can be linked in a tree shape via the above.
  • step (1) can be carried out in a suitable solvent in the presence of a suitable catalyst.
  • the suitable catalyst is not particularly limited, and examples thereof include Pt, Pd, Rh and the like.
  • the catalyst may be in any form, for example in the form of a complex.
  • the suitable solvent is not particularly limited as long as it does not adversely affect the reaction, and is, for example, hexafluorobenzene, m-hexafluoroxylene, perfluorobutylethyl ether, perfluorohexylmethyl ether, Zeolola H. , Perfluorohexylmethyl ether, perfluorohexane and the like.
  • the reaction temperature in such a reaction is not particularly limited, but is usually 0 to 100 ° C., preferably room temperature to 80 ° C., and the reaction time is not particularly limited, but is usually 60 to 600 minutes, preferably 120 to 300 minutes.
  • the reaction pressure is not particularly limited, but is ⁇ 0.2 to 1 MPa (gauge pressure), which is simply normal pressure.
  • the normal temperature means, for example, 0 to 40 ° C.
  • R 1 , R 2 and R 3 have the same meanings as described above.
  • Step (2) is based on the following formula (III):
  • This is a step of obtaining the compound represented by.
  • M 1 is a halogen atom (ie, I, Br, Cl, F, preferably Cl) independently at each appearance; R 1' , R 2 , and R 3'are as described in the step (1).
  • step (2) Rf, X f1 , R FE , X 1 , X f2 , X', X'and ⁇ 'have the same meaning as above; G is a hydroxyl group, or NH 2 -—independently at each appearance; G'and G'are independently NH 2- , hydroxyl, or SH- at each appearance.
  • the amount of the compound represented by ⁇ 'X "-G" can be appropriately changed, and such an amount can be appropriately determined by those skilled in the art.
  • step (2) comprises 1 mol of the compound represented by Rf-X f1 -R FE -X f2 -G and 1 mol of the compound represented by the formula (III).
  • step (2) is preferably carried out in a suitable solvent in the presence of a suitable catalyst.
  • a suitable catalyst it is preferable to use a basic compound, and examples thereof include amine-based catalysts such as tertiary amines and heterocyclic compounds having an amino group; salts such as potassium, sodium and cesium, and specific examples thereof. Examples thereof include diisopropylethylamine, triethylamine, DBU (diazabicycloundecene), pyridine, 2,6-lutidine, potassium carbonate, sodium carbonate, cesium carbonate, sodium hydrogencarbonate, potassium hydrogencarbonate and the like.
  • amine-based catalysts such as tertiary amines and heterocyclic compounds having an amino group
  • salts such as potassium, sodium and cesium
  • specific examples thereof include diisopropylethylamine, triethylamine, DBU (diazabicycloundecene), pyridine, 2,6-lutidine, potassium carbonate, sodium carbonate, cesium carbonate, sodium hydrogencarbonate, potassium hydrogencarbonate and the like.
  • the catalyst is a tertiary amine.
  • the suitable solvent is not particularly limited as long as it does not adversely affect the reaction, and for example, a hydrocarbon solvent, a fluorine-containing solvent and the like can be used, and specifically, hexafluorobenzene and the like.
  • a hydrocarbon solvent, a fluorine-containing solvent and the like can be used, and specifically, hexafluorobenzene and the like.
  • m-Hexafluoroxylene, perfluorobutylethyl ether, perfluorohexylmethyl ether, Zeorora H, perfluorohexylmethyl ether, perfluorohexane, acetone, N, N-dimethylformamide, dimethylsulfoxide, N-methyl-2-pyrrolidone , Water, etc. can be used.
  • the reaction temperature in such a reaction is not particularly limited, but is usually 0 to 100 ° C., preferably room temperature to 80 ° C., and the reaction time is not particularly limited, but is usually 60 to 600 minutes, preferably 120 to 300 minutes.
  • the reaction pressure is not particularly limited, but is ⁇ 0.2 to 1 MPa (gauge pressure), which is simply normal pressure.
  • Step (2) can be carried out in one embodiment as follows.
  • step (2-1) one of the groups represented by M'is converted into a group represented by Rf-X f1 -R FE -X f2 -X 1- , and the above step (2-2).
  • one of the groups represented by M'is converted into a group represented by CH 2 CH-X'-
  • one of the groups represented by M'is (CH). 2 CH-) Converted to a group represented by ⁇ 'X "-.
  • step (2-1) can be performed in a suitable solvent in the presence of a suitable catalyst.
  • a suitable catalyst for example, the catalyst and solvent described in step (2) can be used.
  • the reaction temperature in the above step (2-1) is not particularly limited, but can usually be carried out at 0 to 100 ° C., for example, room temperature (specifically, 10 to 30 ° C.), and the reaction time is not particularly limited, but is usually used. , 60 to 600 minutes, for example, 24 hours, if necessary, and the reaction pressure is not particularly limited, but is ⁇ 0.2 to 1 MPa (gauge pressure), which is simply normal pressure.
  • step (2-2) can be performed in a suitable solvent in the presence of a suitable catalyst.
  • a suitable catalyst for example, the catalyst and solvent described in step (2) can be used.
  • the reaction temperature in the above step (2-2) is not particularly limited, but can usually be carried out at 0 to 100 ° C., for example, normal temperature to 80 ° C., and the reaction time is not particularly limited, but usually 60 to 600 minutes for the reaction.
  • the pressure is not particularly limited, but is ⁇ 0.2 to 1 MPa (gauge pressure), and is simply normal pressure.
  • step (2-3) can be performed in a suitable solvent in the presence of a suitable catalyst.
  • a suitable catalyst for example, the catalyst and solvent described in step (2) can be used.
  • the reaction temperature in the above step (2-3) is not particularly limited, but can usually be carried out at 0 to 100 ° C., for example, normal temperature to 80 ° C., and the reaction time is not particularly limited, but usually 60 to 600 minutes for the reaction.
  • the pressure is not particularly limited, but is ⁇ 0.2 to 1 MPa (gauge pressure), and is simply normal pressure.
  • reaction solution concentration step a washing step, etc. can be performed.
  • step (2) can be carried out as follows.
  • a step of reacting and converting two of the groups represented by M 1 into groups represented by CH 2 CH-X'-.
  • the conditions of step (2-1) and step (2-2) are the same as described above.
  • the method for producing the polyether group-containing compound of the present disclosure has been described above.
  • the method for producing the polyether group-containing compound of the present disclosure is not limited to the production method exemplified above.
  • composition of the present disclosure can be used as a surface treatment agent for surface treatment of a base material.
  • composition of the present disclosure (for example, a surface treatment agent) can be made into pellets by impregnating a porous substance such as a porous ceramic material, a metal fiber, for example, steel wool into a cotton-like material.
  • the pellet can be used, for example, for vacuum deposition.
  • the article of the present disclosure is a composition (surface treatment agent) containing a base material and a polyether group-containing compound of the present disclosure or a polyether group-containing compound of the present disclosure on the surface of the base material (hereinafter, these are represented). It includes a layer (surface treatment layer) formed from (simply referred to as "the surface treatment agent of the present disclosure").
  • the substrates that can be used in the present disclosure are, for example, glass, resin (natural or synthetic resin, for example, a general plastic material, plate-like, film, or other form), metal, ceramics, and the like. It can be composed of any suitable material such as semiconductors (silicon, germanium, etc.), ceramics, stones, building materials, and the like.
  • the material constituting the surface of the base material may be a material for the optical member, for example, glass or transparent plastic.
  • some layer (or film), such as a hard coat layer or an antireflection layer may be formed on the surface (outermost layer) of the base material.
  • the antireflection layer either a single-layer antireflection layer or a multi-layer antireflection layer may be used.
  • the article to be manufactured is an optical glass component for a touch panel
  • a thin film using a transparent electrode such as indium tin oxide (ITO) or zinc oxide is provided on a part of the surface of the base material (glass).
  • the base material may be an insulating layer, an adhesive layer, a protective layer, a decorative frame layer (I-CON), an atomized film layer, a hard coating film layer, a polarizing film, a phase difference film, etc., depending on the specific specifications thereof.
  • the base material may be an insulating layer, an adhesive layer, a protective layer, a decorative frame layer (I-CON), an atomized film layer, a hard coating film layer, a polarizing film, a phase difference film, etc., depending on the specific specifications thereof.
  • I-CON decorative frame layer
  • an atomized film layer atomized film layer
  • a hard coating film layer a polarizing film
  • a phase difference film etc.
  • the shape of the base material is not particularly limited. Further, the surface region of the base material on which the surface treatment layer should be formed may be at least a part of the surface of the base material, and may be appropriately determined according to the use and specific specifications of the article to be manufactured.
  • the base material may be made of a material originally having a hydroxyl group.
  • a material originally having a hydroxyl group examples include glass, and examples thereof include metals (particularly base metals) in which a natural oxide film or a thermal oxide film is formed on the surface, ceramics, semiconductors, and the like.
  • the hydroxyl group is introduced on the surface of the base material by applying some pretreatment to the base material. Can be increased or increased. Examples of such pretreatment include plasma treatment (for example, corona discharge) and ion beam irradiation.
  • Plasma treatment can introduce or increase hydroxyl groups on the surface of the base material, and can also be suitably used for cleaning the surface of the base material (removing foreign substances and the like).
  • an interfacial adsorbent having a carbon-carbon unsaturated bond group is previously subjected to a monomolecular film on the surface of a substrate by an LB method (Langmuir-Blogget method), a chemisorption method, or the like. Examples thereof include a method of forming the morphology and then cleaving the unsaturated bond in an atmosphere containing oxygen, nitrogen and the like.
  • the base material may be made of a material containing at least one surface portion thereof, a silicone compound having another reactive group, for example, one or more Si—H groups, or an alkoxysilane.
  • a layer of the above-mentioned surface treatment agent of the present disclosure is formed on the surface of such a base material, and this layer is post-treated as necessary, whereby a layer is formed from the surface treatment agent of the present disclosure.
  • the layer formation of the surface treatment agent of the present disclosure can be carried out by applying the above composition to the surface of the base material so as to cover the surface.
  • the coating method is not particularly limited. For example, a wet coating method and a dry coating method can be used.
  • wet coating methods include dip coating, spin coating, flow coating, spray coating, roll coating, gravure coating and similar methods.
  • dry coating methods include vapor deposition (usually vacuum vapor deposition), sputtering, CVD and similar methods.
  • vapor deposition method usually a vacuum vapor deposition method
  • CVD method include plasma-CVD, optical CVD, thermal CVD and similar methods.
  • the surface treatment agents of the present disclosure may be diluted with a solvent before being applied to the surface of the substrate.
  • a solvent for example, perfluoroaliphatic hydrocarbons having 5-12 carbon atoms (eg, perfluorohexanes, perfluoromethylcyclohexanes and).
  • Perfluoro-1,3-dimethylcyclohexane Perfluoro-1,3-dimethylcyclohexane); polyfluoroaromatic hydrocarbons (eg, bis (trifluoromethyl) benzene); polyfluoroaliphatic hydrocarbons (eg, C6 F 13 CH 2 CH 3 ( eg, Asahi Glass) Asahiclean (registered trademark) AC-6000) manufactured by Asahiclean Co., Ltd., 1,1,2,2,3,3,4-heptafluorocyclopentane (for example, Zeorora (registered trademark) H manufactured by Nippon Zeon Co., Ltd.); Hydrofluoroether (HFE) (for example, perfluoropropylmethyl ether (C 3 F 7 OCH 3 )) (for example, Novec 7000 manufactured by Sumitomo 3M Co., Ltd.), perfluorobutyl methyl ether (C 4 F 9 OCH 3 ).
  • HFE Hydrofluor
  • Novec TM 7100 manufactured by Sumitomo 3M Co., Ltd. Perfluorobutyl ethyl ether ( C4 F 9 OC 2 H 5 ) (for example, Novec TM 7200 manufactured by Sumitomo 3M Co., Ltd.), Perfluoro Alkyl perfluoroalkyl ethers such as hexylmethyl ether (C 2 F 5 CF (OCH 3 ) C 3 F 7 ) (for example, Novec TM 7300 manufactured by Sumitomo 3M Co., Ltd.) (perfluoroalkyl group and alkyl group are direct).
  • CF 3 CH 2 OCF 2 CHF 2 eg, Asahiclean® AE-3000, manufactured by Asahi Glass Co., Ltd.
  • solvents can be used alone or It can be used as a mixture of two or more kinds.
  • a hydrofluoro ether is preferable, and a perfluorobutylmethyl ether (C 4 F 9 OCH 3 ) and / or a perfluoro butyl ethyl ether (C 4 F 9 OC 2 H) is preferable. 5 ) is particularly preferable.
  • the surface treatment agent of the present disclosure may be subjected to the dry coating method as it is, or may be diluted with the above-mentioned solvent and then subjected to the dry coating method.
  • the layer formation of the surface treatment agent is preferably carried out so that the surface treatment agent of the present disclosure is present in the layer together with a catalyst for hydrolysis and dehydration condensation.
  • a catalyst may be added to the diluted solution of the surface treatment agent of the present disclosure immediately after diluting the surface treatment agent of the present disclosure with a solvent and immediately before applying to the surface of the substrate.
  • the surface treatment agent of the present disclosure to which a catalyst is added is subjected to thin-film deposition (usually, vacuum-film deposition) as it is, or the surface treatment agent of the present disclosure to which a catalyst is added to a metal porous body such as iron or copper.
  • a vapor deposition (usually vacuum vapor deposition) treatment may be performed using a pellet-like substance impregnated with.
  • any suitable acid or base can be used as the catalyst.
  • the acid catalyst for example, acetic acid, formic acid, trifluoroacetic acid and the like can be used.
  • the base catalyst for example, ammonia, organic amines, organic amides, organic nitriles and the like can be used.
  • the layer formation of the surface treatment agent of the present disclosure can be performed by applying the surface treatment agent of the present disclosure to the surface of the base material and vacuum vapor deposition. After that, processing such as drying can be performed if necessary.
  • a layer derived from the surface treatment agent of the present disclosure is formed on the surface of the base material, and the article of the present disclosure is manufactured.
  • the resulting layer has both high surface slipperiness and high frictional durability.
  • the above layer has water repellency, oil repellency, stain resistance (for example, prevents adhesion of stains such as fingerprints), and waterproof property, depending on the composition of the surface treatment agent used. It can have surface slipperiness (or lubricity, for example, wiping off stains such as fingerprints, and excellent tactile sensation to fingers) (preventing water from entering electronic parts, etc.), and is suitable as a functional thin film. Can be used.
  • the present disclosure further relates to an optical material having the cured product in the outermost layer.
  • optical material examples include optical materials related to displays and the like as exemplified below, as well as a wide variety of optical materials: for example, a cathode line tube (CRT; for example, a personal computer monitor), a liquid crystal display, a plasma display, and an organic EL.
  • CTR cathode line tube
  • LCD liquid crystal display
  • plasma display a plasma display
  • organic EL organic EL.
  • Display such as display, inorganic thin film EL dot matrix display, rear projection type display, fluorescent display tube (VFD), electric field emission display (FED; Field Mission Display) or a protective plate for those displays, or an antireflection film on their surface. Processed.
  • the article having a layer obtained by the present disclosure is not particularly limited, but may be an optical member.
  • optical components include: lenses such as eyeglasses; front protective plates for displays such as DVDs and LCDs, antireflection plates, polarizing plates, anti-glare plates; for devices such as mobile phones and mobile information terminals. Touch panel sheet; Blu-ray (registered trademark) disc, DVD disc, CD-R, MO, etc. Optical disc surface; Optical fiber; Clock display surface, etc.
  • the article having a layer obtained by the present disclosure may be a medical device or a medical material.
  • the article having a layer obtained by the present disclosure may be an automobile interior / exterior member.
  • exterior materials include: windows, light covers, external camera covers.
  • interior materials include: instrument panel covers, navigation system touch panels, decorative interior materials.
  • the thickness of the above layer is not particularly limited.
  • the thickness of the layer is preferably in the range of 1 to 50 nm, 1 to 30 nm, preferably 1 to 15 nm from the viewpoint of optical performance, surface slipperiness, friction durability and antifouling property. ..
  • the surface treatment agent of the present invention will be described more specifically through the following examples, but the present invention is not limited to these examples.
  • all the chemical formulas shown below indicate the average composition.
  • the order of existence of the repeating units constituting the perfluoropolyether is arbitrary.
  • Example 1 The fluorine-containing polyether group-containing compound (B) obtained in Synthesis Example 2 is dissolved in a hydrofluoroether (Novec HFE-7200, manufactured by 3M Co., Ltd.) so as to have a concentration of 0.1% by mass, and surface-treated. Agent (1) was prepared.
  • Example 2 The fluorine-containing polyether group-containing compound (D) obtained in Synthesis Example 4 is dissolved in a hydrofluoroether (Novek HFE-7300, manufactured by 3M) so as to have a concentration of 0.1% by mass, and surface-treated. Agent (2) was prepared.
  • Example 3 The fluorine-containing polyether group-containing compound (E) obtained in Synthesis Example 5 is dissolved in a hydrofluoroether (Novek HFE-7300, manufactured by 3M) so as to have a concentration of 0.1% by mass, and surface-treated. Agent (3) was prepared.
  • Example 4 The fluorine-containing polyether group-containing compound (F) obtained in Synthesis Example 6 is dissolved in a hydrofluoroether (Novek HFE-7300, manufactured by 3M) so as to have a concentration of 0.1% by mass, and surface-treated. Agent (4) was prepared.
  • Control compound (1) Control compound (2)
  • the static contact angle was measured by the following method using a fully automatic contact angle meter DropMaster 700 (manufactured by Kyowa Interface Science Co., Ltd.). ⁇ Measurement method of static contact angle> The static contact angle was determined by dropping 2 ⁇ L of water or n-hexadecane from a microsyringo onto a horizontally placed substrate and taking a still image 1 second after the drop with a video microscope.
  • a cured film was formed as follows using the surface treatment agent and the comparative surface treatment agent, respectively.
  • a surface treatment agent or comparative surface treatment agent was applied onto chemically tempered glass (Corning, "Gorilla" glass, 0.7 mm thick) using a spin coater.
  • the conditions for spin coating were 300 rpm for 3 seconds and 2000 rpm for 30 seconds.
  • the coated glass was heated at 150 ° C. for 30 minutes in a constant temperature bath in the atmosphere to form a cured film.
  • Fingerprint adhesion and wiping property> (Fingerprint adhesion) A finger was pressed against a cured film formed using a surface treatment agent or a comparative surface treatment agent, and the ease with which fingerprints were attached was visually determined. The evaluation was judged based on the following criteria. A: Fingerprints are difficult to attach, or even if they are attached, fingerprints are not noticeable. B: There was little fingerprint adhesion, but the fingerprint was sufficiently confirmed. C: Fingerprints were attached as clearly as the untreated glass substrate.
  • the contact angle of the cured film formed by using the surface treatment agents (1) to (4) did not decrease even when wiped with ethanol.
  • the contact angle of the cured film formed by using the comparative surface treatment agents (1) and (2) was reduced by wiping with ethanol. It is considered that this is because the cured film formed by the comparative surface treatment agent (1) or (2) has poor chemical resistance (solvent resistance).
  • the present disclosure can be suitably used for forming a surface treatment layer on the surface of various base materials.

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Abstract

L'invention concerne un composé contenant un groupe polyéther qui contient du fluor, le composé étant représenté par la formule (I). Les symboles sont tels que définis dans la description.
PCT/JP2021/036684 2020-11-05 2021-10-04 Composé contenant un groupe polyéther qui contient du fluor WO2022097405A1 (fr)

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Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2004083635A (ja) * 2002-08-23 2004-03-18 Fujitsu Ltd 有機−無機ハイブリッド架橋性組成物、有機−無機ハイブリッド架橋物、その製造法およびこれを用いた光導波路
WO2006106856A1 (fr) * 2005-03-30 2006-10-12 Fujifilm Corporation Préparation lubrifiante
JP2011062984A (ja) * 2009-09-18 2011-03-31 Fujifilm Corp 離型剤組成物、及びモールド
JP2012207169A (ja) * 2011-03-30 2012-10-25 Fujifilm Corp 離型剤組成物、及びモールド
JP2015160902A (ja) * 2014-02-27 2015-09-07 デクセリアルズ株式会社 表面調整剤及びそれを用いた物品
WO2020111138A1 (fr) * 2018-11-30 2020-06-04 ダイキン工業株式会社 Composé contenant un groupe polyéther

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2004083635A (ja) * 2002-08-23 2004-03-18 Fujitsu Ltd 有機−無機ハイブリッド架橋性組成物、有機−無機ハイブリッド架橋物、その製造法およびこれを用いた光導波路
WO2006106856A1 (fr) * 2005-03-30 2006-10-12 Fujifilm Corporation Préparation lubrifiante
JP2011062984A (ja) * 2009-09-18 2011-03-31 Fujifilm Corp 離型剤組成物、及びモールド
JP2012207169A (ja) * 2011-03-30 2012-10-25 Fujifilm Corp 離型剤組成物、及びモールド
JP2015160902A (ja) * 2014-02-27 2015-09-07 デクセリアルズ株式会社 表面調整剤及びそれを用いた物品
WO2020111138A1 (fr) * 2018-11-30 2020-06-04 ダイキン工業株式会社 Composé contenant un groupe polyéther

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