WO2023210653A1 - Agent de traitement de surface - Google Patents

Agent de traitement de surface Download PDF

Info

Publication number
WO2023210653A1
WO2023210653A1 PCT/JP2023/016337 JP2023016337W WO2023210653A1 WO 2023210653 A1 WO2023210653 A1 WO 2023210653A1 JP 2023016337 W JP2023016337 W JP 2023016337W WO 2023210653 A1 WO2023210653 A1 WO 2023210653A1
Authority
WO
WIPO (PCT)
Prior art keywords
group
independently
integer
formula
surface treatment
Prior art date
Application number
PCT/JP2023/016337
Other languages
English (en)
Japanese (ja)
Inventor
裕介 渡邊
健 前平
恒雄 山下
尚志 三橋
Original Assignee
ダイキン工業株式会社
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by ダイキン工業株式会社 filed Critical ダイキン工業株式会社
Publication of WO2023210653A1 publication Critical patent/WO2023210653A1/fr

Links

Classifications

    • 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
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
    • 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 disclosure relates to a surface treatment agent.
  • a layer obtained from a surface treatment agent containing a fluoropolyether group-containing silane compound (hereinafter also referred to as a "surface treatment layer”) can be used as a so-called functional thin film for a variety of applications such as glass, plastics, fibers, sanitary products, and construction materials. (Patent Document 1).
  • the fluoropolyether group-containing silane compound described in Patent Document 1 can provide a surface treatment layer with excellent functionality, but a surface treatment layer with higher friction durability is desired.
  • the present disclosure aims to provide an article having a surface treatment layer with higher friction durability.
  • Component (A) fluoropolyether group-containing silane compound
  • R FB1 is Rf 1 -R F -O q -
  • R FB2 is -Rf 2 p -R F -O q -
  • R F is each independently a divalent fluoropolyether group
  • Rf 1 is a C 1-16 alkyl group optionally substituted with one or more fluorine atoms
  • Rf 2 is a C 1-6 alkylene group optionally substituted with one or more fluorine atoms
  • p is 0 or 1
  • q is each independently 0 or 1
  • X B is each independently a single bond or a divalent group
  • R B1 is each independently a C 1-6 alkyl group
  • Each R B2 is independently a C 1-6 alkyl group or a hydrogen atom.
  • X B is each independently a single bond or -(R 67 ) b1 -(R 68 ) b2 -
  • R 67 is each independently a C 1-6 alkylene group
  • R 68 is each independently an oxygen atom, a sulfur atom, CO, NR 69 , CONR 69 , NR 69 CO, or a C 6-12 arylene group
  • R 69 is each independently a hydrogen atom or a C 1-6 alkyl group
  • b1 is an integer from 0 to 6
  • b2 is an integer from 0 to 6
  • the sum of b1 and b2 is 1 or more
  • the repeating units enclosed in parentheses with b1 or b2 may be present in any order in the formula.
  • X B is each independently a single bond, a C 1-6 alkylene group, or -R 64 -O-R 65 -, R 64 is a single bond or a C 1-6 alkylene group, R 65 is a single bond or a C 1-6 alkylene group, The surface treatment agent according to any one of [1] to [3] above.
  • R F is each independently represented by 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 -
  • R Fa is each independently a hydrogen atom, a fluorine atom or a chlorine atom
  • a, b, c, d, e and f are each independently an integer of 0 to 200, the sum of a, b, c, d, e and f is 1 or more
  • a, b The order of existence of each repeating unit enclosed in parentheses with c, d, e or f is arbitrary in the formula, provided, however, that when all RFa are hydrogen atoms or chlorine atoms, a, b, At least one of c, e and f is 1 or more.
  • Rf 1 is a C 1-16 perfluoroalkyl group
  • Rf 2 is a C 1-6 perfluoroalkylene group
  • R F is each independently represented by the formula: - (OC 6 F 12 ) a - (OC 5 F 10 ) b - (OC 4 F 8 ) c - (OC 3 F 6 ) d - (OC 2 F 4 ) e - (OCF 2 ) f -
  • a, b, c, d, e and f are each independently an integer of 0 to 200, the sum of a, b, c, d, e and f is 1 or more, and a, b,
  • the order of existence of each repeating unit enclosed in parentheses with c, d, e or f is arbitrary in the formula, provided, however, that when all RFa are hydrogen
  • R F is each independently represented by the following formula (f1), (f2), (f3), (f4), (f5), or (f6): -(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.
  • R 6 is OCF 2 or OC 2 F 4
  • R7 is a group selected from OC2F4 , OC3F6 , OC4F8 , OC5F10 and OC6F12 , or two or three groups selected from these groups . It is a combination of groups, g is an integer from 2 to 100.
  • R 6 is OCF 2 or OC 2 F 4
  • R 7 is a group selected from OC 2 F 4 , OC 3 F 6 , OC 4 F 8 , OC 5 F 10 and OC 6 F 12 or 2 independently selected from these groups.
  • R 6' is OCF 2 or OC 2 F 4
  • R 7' is a group selected from OC 2 F 4 , OC 3 F 6 , OC 4 F 8 , OC 5 F 10 and OC 6 F 12 or independently selected from these groups a combination of two or three groups
  • g is an integer from 2 to 100
  • g' is an integer from 2 to 100
  • R r is (In the formula, * indicates the bonding position.) It is.
  • e is an integer of 1 to 200
  • a, b, c, d and f are each independently an integer of 0 to 200
  • a, b, c, d, e or The repeating units enclosed in parentheses with f are present in any order in the formula.
  • f is an integer of 1 or more and 200 or less
  • a, b, c, d, and e are each independently an integer of 0 or more and 200 or less
  • a, b, c, d, e or The repeating units enclosed in parentheses with f are present in any order in the formula.
  • the fluoropolyether group-containing silane compound has the following formula (A1) or (A2): [In the formula: R FA1 is each independently Rf 1 -R F -O q -, R FA2 is -Rf 2 p -R F -O q -, R F is each independently a divalent fluoropolyether group, Rf 1 is a C 1-16 alkyl group optionally substituted with one or more fluorine atoms, Rf 2 is a C 1-6 alkylene group optionally substituted with one or more fluorine atoms, p is 0 or 1, q is each independently 0 or 1, R Si is each independently a hydroxyl group, a hydrolyzable group, a hydrogen atom, or a monovalent group containing a Si atom to which a monovalent group is bonded; At least one R Si is a monovalent group
  • R F each independently represents 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 - [In the formula: R Fa is each independently a hydrogen atom, a fluorine atom or a chlorine atom, a, b, c, d, e and f are each independently an integer of 0 to 200, the sum of a, b, c, d, e and f is 1 or more, and a, b, The order of existence of each repeating unit enclosed in parentheses with c, d, e or f is arbitrary in the formula, provided, however, that when all RFa are hydrogen atom
  • Rf 1 is a C 1-16 perfluoroalkyl group
  • Rf 2 is a C 1-6 perfluoroalkylene group
  • R F is each independently represented by the formula: - (OC 6 F 12 ) a - (OC 5 F 10 ) b - (OC 4 F 8 ) c - (OC 3 F 6 ) d - (OC 2 F 4 ) e - (OCF 2 ) f -
  • a, b, c, d, e and f are each independently an integer of 0 to 200, the sum of a, b, c, d, e and f is 1 or more, and a, b,
  • the order of existence of each repeating unit enclosed in parentheses with c, d, e or f is arbitrary in the formula, provided, however, that when all RF
  • R F each independently represents the following formula (f1), (f2), (f3), (f4), (f5), or (f6): -(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.
  • R 6 is OCF 2 or OC 2 F 4
  • R7 is a group selected from OC2F4 , OC3F6 , OC4F8 , OC5F10 and OC6F12 , or two or three groups selected from these groups . It is a combination of groups, g is an integer from 2 to 100.
  • R 6 is OCF 2 or OC 2 F 4
  • R 7 is a group selected from OC 2 F 4 , OC 3 F 6 , OC 4 F 8 , OC 5 F 10 and OC 6 F 12 or 2 independently selected from these groups.
  • R 6' is OCF 2 or OC 2 F 4
  • R 7' is a group selected from OC 2 F 4 , OC 3 F 6 , OC 4 F 8 , OC 5 F 10 and OC 6 F 12 or independently selected from these groups a combination of two or three groups
  • g is an integer from 2 to 100
  • g' is an integer from 2 to 100
  • R r is (In the formula, * indicates the bonding position.) It is.
  • e is an integer of 1 to 200
  • a, b, c, d and f are each independently an integer of 0 to 200
  • a, b, c, d, e or The repeating units enclosed in parentheses with f are present in any order in the formula.
  • f is an integer of 1 or more and 200 or less
  • a, b, c, d, and e are each independently an integer of 0 or more and 200 or less
  • a, b, c, d, e or The repeating units enclosed in parentheses with f are present in any order in the formula.
  • R Si is the following formula (S1), (S2), (S3), (S4) or (S5): [In the formula: R 11 is each independently a hydroxyl group or a hydrolyzable group, R 12 is each independently a hydrogen atom or a monovalent organic group, n1 is an integer from 0 to 3, each independently for each (SiR 11 n1 R 12 3-n1 ) unit; X 11 is each independently a single bond or a divalent group, R 13 is each independently a hydrogen atom or a monovalent organic group, t is each independently an integer of 2 or more, R 14 is each independently a hydrogen atom, a halogen atom, or -X 11 -SiR 11 n1 R 12 3-n1 , R 15 is each independently a single bond, an oxygen atom, an alkylene group having 1 to 6 carbon atoms, or an alkyleneoxy group
  • X A is a single bond or the following formula: -(R 51 ) p5 -(X 51 ) q5 -
  • R 51 is a single bond, -(CH 2 ) s5 - or an o-, m- or p-phenylene group, s5 is an integer from 1 to 20,
  • X 51 is -(X 52 ) l5 -,
  • X 52 is each independently -O-, -S-, o-, m- or p-phenylene group, -C(O)O-, -Si(R 53 ) 2 -, -(Si(R 53 ) 2 O) m5 -Si(R 53 ) 2 -, -CONR 54 -, -O-CONR 54 -, -NR 54 - and -(CH 2 ) n5 -
  • R 53 is each independently a phenyl group, a C 1-6 alkyl group or a C
  • X A is the following formula: [Wherein, X a is a single bond or a divalent group. ]
  • monovalent organic group means a monovalent group containing carbon.
  • the monovalent organic group is not particularly limited, but may be a hydrocarbon group or a derivative thereof.
  • a derivative of a hydrocarbon group is a group having one or more N, O, S, Si, amide, sulfonyl, siloxane, carbonyl, carbonyloxy, etc. at the end of the hydrocarbon group or in the molecular chain. means.
  • organic group when simply indicating an "organic group”, it means a monovalent organic group.
  • divalent organic group means a divalent group containing carbon. Examples of such divalent organic groups include divalent groups obtained by removing one hydrogen atom from an organic group.
  • a trivalent or higher-valent organic group means a group obtained by removing a predetermined number of hydrogen atoms from an organic group.
  • hydrocarbon group refers to a group containing carbon and hydrogen, which is obtained by removing a hydrogen atom from a hydrocarbon.
  • hydrocarbon groups include, but are not particularly limited to, C 1-20 hydrocarbon groups, such as aliphatic hydrocarbon groups and aromatic hydrocarbon groups.
  • aliphatic hydrocarbon group may be linear, branched, or cyclic, and may be saturated or unsaturated.
  • the hydrocarbon group may also contain one or more ring structures. Hydrocarbon groups may be substituted with one or more substituents.
  • the substituent of the "hydrocarbon group” is not particularly limited, but includes, for example, a halogen atom, and a C 1-6 alkyl which may be substituted with one or more halogen atoms. group, C 2-6 alkenyl group, C 2-6 alkynyl group, C 3-10 cycloalkyl group, C 3-10 unsaturated cycloalkyl group, 5-10 membered heterocyclyl group, 5-10 membered unsaturated heterocyclyl group C 6-10 aryl groups and 5-10 membered heteroaryl groups.
  • hydrolyzable group means a group that can undergo a hydrolysis reaction, that is, a group that can be removed from the main skeleton of a compound by a hydrolysis reaction.
  • R h1 examples include unsubstituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, and isobutyl; substituted alkyl groups such as chloromethyl.
  • alkyl groups, particularly unsubstituted alkyl groups, are preferred, and methyl groups or ethyl groups are more preferred.
  • the surface treatment agent of the present disclosure includes: Component (A): fluoropolyether group-containing silane compound, and Component (B): Formula (B1) or (B2): [In the formula: R FB1 is Rf 1 -R F -O q -, R FB2 is -Rf 2 p -R F -O q -, R F is each independently a divalent fluoropolyether group, Rf 1 is a C 1-16 alkyl group optionally substituted with one or more fluorine atoms, Rf 2 is a C 1-6 alkylene group optionally substituted with one or more fluorine atoms, p is 0 or 1, q is each independently 0 or 1, X B is each independently a single bond or a divalent group, R B1 is each independently a C 1-6 alkyl group, Each R B2 is independently a C 1-6 alkyl group or a hydrogen atom. ] Contains a fluoropolyether group-containing si
  • the surface treatment agent of the present disclosure can provide a surface treatment layer with excellent friction durability by containing the fluoropolyether group-containing alkylamide compound as component (B).
  • the fluoropolyether group-containing silane compound is a compound containing a fluoropolyether group and a hydrolyzable silane group.
  • the fluoropolyether group-containing silane compound has the following formula (A1) or (A2): [In the formula: R FA1 is Rf 1 -R F -O q -, R FA2 is -Rf 2 p -R F -O q -, R F is each independently a divalent fluoropolyether group, Rf 1 is a C 1-16 alkyl group optionally substituted with one or more fluorine atoms, Rf 2 is a C 1-6 alkylene group optionally substituted with one or more fluorine atoms, p is 0 or 1, q is each independently 0 or 1, R Si is each independently a hydroxyl group, a hydrolyzable group, a hydrogen atom, or a monovalent group containing a Si atom to which a monovalent group is bonded; At least one R Si is a monovalent group containing a Si atom to which a hydroxyl group or a hydrolyzable group is bonded, X
  • R FA1 is Rf 1 -R F -O q -.
  • R FA2 is -Rf 2 p -R F -O q -.
  • Rf 1 is a C 1-16 alkyl group optionally substituted with one or more fluorine atoms.
  • the “C 1-16 alkyl group” in the above C 1-16 alkyl group optionally substituted with one or more fluorine atoms may be linear or branched, and is preferably is a straight-chain or branched C 1-6 alkyl group, especially a C 1-3 alkyl group, more preferably a straight-chain C 1-6 alkyl group, especially a C 1-3 alkyl group.
  • Rf 1 is preferably a C 1-16 alkyl group substituted with one or more fluorine atoms, more preferably a CF 2 H-C 1-15 perfluoroalkylene group, even more preferably It is a C 1-16 perfluoroalkyl group.
  • the above C 1-16 perfluoroalkyl group may be straight chain or branched, preferably a straight chain or branched C 1-16 perfluoroalkyl group, especially C 1- 3 perfluoroalkyl group, more preferably a linear C 1-6 perfluoroalkyl group, especially a C 1-3 perfluoroalkyl group, specifically -CF 3 , -CF 2 CF 3 , or -CF 2 CF 2 CF 3 .
  • Rf 2 is a C 1-6 alkylene group optionally substituted with one or more fluorine atoms.
  • C 1-6 alkylene group in the above-mentioned C 1-6 alkylene group optionally substituted with one or more fluorine atoms may be linear or branched, and is preferably is a straight chain or branched C 1-3 alkylene group, more preferably a straight chain C 1-3 alkylene group.
  • Rf 2 is preferably a C 1-6 alkylene group substituted with one or more fluorine atoms, more preferably a C 1-6 perfluoroalkylene group, even more preferably C 1-3 It is a perfluoroalkylene group.
  • the above C 1-6 perfluoroalkylene group may be linear or branched, preferably a linear or branched C 1-3 perfluoroalkylene group, and more preferably a linear or branched C 1-3 perfluoroalkylene group.
  • p is 0 or 1. In one embodiment, p is 0. In another embodiment p is 1.
  • q is each independently 0 or 1. In one embodiment, q is 0. In another embodiment q is 1.
  • R F each independently represents a divalent fluoropolyether group.
  • R F preferably has 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 - [In the formula: R Fa is each independently a hydrogen atom, a fluorine atom or a chlorine atom, a, b, c, d, e and f are each independently an integer of 0 to 200, and the sum of a, b, c, d, e and f is 1 or more.
  • the repeating units enclosed in parentheses with a, b, c, d, e, or f can be present in any order in the formula. However, when all R Fa are hydrogen atoms or chlorine atoms, at least one of a, b, c, e and f is 1 or more. ] It is a group represented by
  • R Fa is preferably a hydrogen atom or a fluorine atom, more preferably a fluorine atom. However, when all R Fa are hydrogen atoms or chlorine atoms, at least one of a, b, c, e and f is 1 or more.
  • a, b, c, d, e and f may each independently preferably be an integer of 0 to 100, more preferably an integer of 0 to 50.
  • the sum of a, b, c, d, e and f is preferably 5 or more, more preferably 10 or more, even more preferably 20 or more, and may be, for example, 25 or more or 30 or more.
  • the sum of a, b, c, d, e and f is preferably 200 or less, more preferably 100 or less, even more preferably 60 or less, and may be, for example, 50 or less or 30 or less.
  • repeating units may be linear, branched, or contain a ring structure.
  • -(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 )CF 2 )- , etc. may be used.
  • -(OC 5 F 10 )- is -(OCF 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 )-, -(OCF 2 CF 2 CF(CF 3 )CF 2 )-, -(OCF 2 CF 2 CF(CF 3 ))-, etc. may be used.
  • -(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 ))-.
  • -(OC 3 F 6 )- (that is, in the above formula, R Fa is a fluorine atom) represents -(OCF 2 CF 2 CF 2 )-, -(OCF(CF 3 )CF 2 )- and -( It may be either OCF 2 CF (CF 3 ))-.
  • -(OC 2 F 4 )- may be either -(OCF 2 CF 2 )- or -(OCF(CF 3 ))-.
  • the ring structure may be a three-membered ring, a four-membered ring, a five-membered ring, or a six-membered ring. [In the formula, * indicates the bonding position. ]
  • the ring structure may preferably be a four-membered ring, a five-membered ring, or a six-membered ring, more preferably a four-membered ring or a six-membered ring.
  • the repeating unit having a ring structure may preferably be the following unit. [In the formula, * indicates the bonding position. ]
  • the repeating unit is linear. By making the repeating unit linear, it is possible to improve the surface slipperiness, friction durability, etc. of the surface treatment layer.
  • the repeating unit is branched. By making the repeating unit branched, the coefficient of dynamic friction of the surface treatment layer can be increased.
  • R F is each independently a group represented by any one of the following formulas (f1) to (f6). -(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, preferably 0.
  • R 6 is OCF 2 or OC 2 F 4
  • R 7 is a group selected from OC 2 F 4 , OC 3 F 6 , OC 4 F 8 , OC 5 F 10 and OC 6 F 12 or 2 independently selected from these groups. or a combination of three groups
  • g is an integer from 2 to 100.
  • R 6 is OCF 2 or OC 2 F 4
  • R 7 is a group selected from OC 2 F 4 , OC 3 F 6 , OC 4 F 8 , OC 5 F 10 and OC 6 F 12 or 2 independently selected from these groups.
  • R 6' is OCF 2 or OC 2 F 4
  • R 7' is a group selected from OC 2 F 4 , OC 3 F 6 , OC 4 F 8 , OC 5 F 10 and OC 6 F 12 or independently selected from these groups a combination of two or three groups
  • g is an integer from 2 to 100
  • g' is an integer from 2 to 100
  • R r is (In the formula, * indicates the bonding position.) It is.
  • e is an integer of 1 to 200
  • a, b, c, d and f are each independently an integer of 0 to 200
  • a, b, c, d, e or The repeating units enclosed in parentheses with f are present in any order in the formula.
  • f is an integer of 1 or more and 200 or less
  • a, b, c, d, and e are each independently an integer of 0 or more and 200 or less
  • a, b, c, d, e or The repeating units enclosed in parentheses with f are present in any order in the formula.
  • d is an integer preferably from 5 to 200, more preferably from 10 to 100, even more preferably from 15 to 50, for example from 25 to 35.
  • OC 3 F 6 in the above formula (f1) is preferably (OCF 2 CF 2 CF 2 ), (OCF(CF 3 )CF 2 ) or (OCF 2 CF(CF 3 )), more preferably (OCF 2 CF 2 CF 2 ).
  • e is 0.
  • e is 1.
  • (OC 2 F 4 ) in the above formula (f1) is preferably (OCF 2 CF 2 ) or (OCF(CF 3 )), more preferably (OCF 2 CF 2 ).
  • e and f are each independently an integer preferably from 5 to 200, more preferably from 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.
  • the above formula (f2) preferably represents -(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- .
  • 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 2 independently selected from these groups. It is a combination of three groups, more preferably OC 3 F 6 or 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 includes, for example, -OC 2 F 4 OC 3 F 6 -, -OC 2 F 4 OC 4 F 8 -, -OC 3 F 6 OC 2 F 4 -, -OC 3 F 6 OC 3 F 6 -, -OC 3 F 6 OC 4 F 8 -, -OC 4 F 8 OC 4 F 8 -, -OC 4 F 8 OC 3 F 6 -, -OC 4 F 8 OC 2 F 4 -, -OC 2 F 4 OC 2 F 4 OC 3 F 6 -, -OC 2 F 4 OC 2 F 4 OC 3 F 6 -, -OC 2 F 4 OC 2 F 4 OC 4 F 8 -, -OC 2 F 4 OC 3 F 6 -, -OC 2 F 4 OC 2 F 4 OC 4 F 8 -, -OC 2 F 4 OC 3 F 6 -
  • 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 linear or branched, preferably linear. It's 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 -.
  • R 6 , R 7 and g have the same meanings as described in the above formula (f3) and have the same embodiments.
  • R 6' , R 7' and g' have the same meanings as R 6 , R 7 and g described in the above formula (f3), respectively, and have the same embodiments.
  • R r is preferably [In the formula, * indicates the bonding position. ] and more preferably [In the formula, * indicates the bonding position. ] It is.
  • 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, 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.
  • R F is a group represented by the above formula (f1).
  • R F is a group represented by the above formula (f2).
  • R F is a group represented by the above formula (f3) or (f4).
  • the above R F is a group represented by the above formula (f3).
  • the above R F is a group represented by the above formula (f4).
  • R F is a group represented by the above formula (f5).
  • R F is a group represented by the above formula (f6).
  • the ratio of e to f (hereinafter referred to as "e/f ratio”) is preferably 0.1 to 10, more preferably 0.2 to 5, even more preferably 0.2 to 2, even more preferably 0.2 to 1.5, particularly preferably 0.2 to 0.85.
  • e/f ratio the slipperiness, friction durability, and chemical resistance (for example, durability against artificial sweat) of the surface treatment layer obtained from this compound can be further improved.
  • the e/f ratio to 0.1 or more, the stability of the compound can be further improved. The higher the e/f ratio, the better the stability of the compound can be.
  • the e/f ratio is preferably 1.0 or more, and more preferably 1.0 to 2.0.
  • the number average molecular weight of the R FA1 and R FB2 moieties is not particularly limited, but is, for example, 500 to 30,000, preferably 1,500 to 30,000, more preferably is between 2,000 and 10,000.
  • the number average molecular weights of R FA1 and R FA2 are values measured by 19 F-NMR.
  • R Si is each independently a monovalent group containing a hydroxyl group, a hydrolyzable group, a hydrogen atom, or a Si atom to which a monovalent group is bonded, and at least one R Si is a monovalent group containing a Si atom to which a hydroxyl group or a hydrolyzable group is bonded.
  • R Si is a monovalent group containing a Si atom to which a hydroxyl group or a hydrolyzable group is bonded, more preferably a monovalent group containing a Si atom to which a hydrolyzable group is bonded.
  • R Si has the following formula (S1), (S2), (S3), (S4) or (S5): It is a group represented by
  • R 11 is each independently a hydroxyl group or a hydrolyzable group.
  • R 11 is preferably each independently a hydrolyzable group.
  • R h1 include unsubstituted alkyl groups such as methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, and isobutyl group; and substituted alkyl groups such as chloromethyl group.
  • alkyl groups particularly unsubstituted alkyl groups, are preferred, and methyl groups or ethyl groups are more preferred.
  • R h1 is a methyl group. In another embodiment, R h1 is an ethyl group.
  • R 12 is each independently a hydrogen atom or a monovalent group.
  • a monovalent group is a monovalent group excluding the above-mentioned hydrogen atom, hydroxyl group, and hydrolyzable group.
  • the monovalent group is preferably a monovalent organic group.
  • Such a monovalent organic group is a monovalent organic group other than the above-mentioned hydrolyzable group.
  • the monovalent group is preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group, and still more preferably a methyl group.
  • n1 is an integer of 0 to 3, each independently for each (SiR 11 n1 R 12 3-n1 ) unit.
  • R Si is a group represented by formula (S1) or (S2)
  • the terminal R Si moiety of formula (A1) and formula (A2) hereinafter simply referred to as formula (A1) and formula (A2) (also referred to as the "terminal part")
  • n1 is 1 to 3 (SiR 11 n1 R 12 3-n1 ). That is, in such a terminal portion, all n1s do not become 0 at the same time.
  • at least one Si atom to which a hydroxyl group or a hydrolyzable group is bonded is present in the terminal portions of formulas (A1) and (A2).
  • n1 is preferably an integer of 1 to 3, more preferably 2 or 3, even more preferably 3, independently for each (SiR 11 n1 R 12 3-n1 ) unit.
  • each X 11 is independently a single bond or a divalent group.
  • divalent groups are preferably oxygen atoms, sulfur atoms, NH, CO, or divalent organic groups.
  • the divalent group is preferably a divalent organic group.
  • Such a divalent organic group is preferably -R 28 -O x -R 29 - (wherein R 28 and R 29 are each independently a single bond or a C 1-20 alkylene group, and x is 0 or 1).
  • Such a C 1-20 alkylene group may be a straight chain or a branched chain, but is preferably a straight chain.
  • the C 1-20 alkylene group is preferably a C 1-10 alkylene group, more preferably a C 1-6 alkylene group, and even more preferably a C 1-3 alkylene group.
  • each X 11 is independently -C 1-6 alkylene-O-C 1-6 alkylene- or -O-C 1-6 alkylene-. Note that the right side of X 11 is bonded to Si.
  • each X 11 is independently a single bond or a straight chain C 1-6 alkylene group, preferably a single bond or a straight chain C 1-3 alkylene group, more preferably a single bond or a straight chain C 1-3 alkylene group. It is a chain C 1-2 alkylene group, more preferably a straight chain C 1-2 alkylene group.
  • R 13 is each independently a hydrogen atom or a monovalent organic group.
  • Such monovalent organic group is preferably a C 1-20 alkyl group.
  • Such a C 1-20 alkyl group may be a straight chain or a branched chain, but is preferably a straight chain.
  • R 13 is each independently a hydrogen atom or a linear C 1-6 alkyl group, preferably a hydrogen atom or a linear C 1-3 alkyl group, preferably a hydrogen atom or a methyl group. It is.
  • each t is independently an integer of 2 or more.
  • t is each independently preferably an integer of 2 to 10, more preferably an integer of 2 to 6.
  • R 14 is each independently a hydrogen atom, a halogen atom, or -X 11 -SiR 11 n1 R 12 3-n1 .
  • a halogen atom is preferably an iodine atom, a chlorine atom or a fluorine atom, more preferably a fluorine atom.
  • R 14 is a hydrogen atom.
  • R 15 at each occurrence is independently a single bond, an oxygen atom, an alkylene group having 1 to 6 carbon atoms, or an alkyleneoxy group having 1 to 6 carbon atoms.
  • the alkyleneoxy group is bonded to the carbon atom having R13 .
  • R 15 is, at each occurrence independently, an oxygen atom, an alkylene group having 1 to 6 carbon atoms, or an alkylene group having 1 to 6 carbon atoms.
  • R 15 is a single bond.
  • formula (S1) is the following formula (S1-a).
  • R 11 , R 12 , R 13 , X 11 , and n1 have the same meanings as described in formula (S1) above
  • t1 and t2 are each independently an integer of 0 or more, preferably an integer of 1 or more, more preferably an integer of 1 to 10, even more preferably an integer of 2 to 10, for example an integer of 1 to 5 or 2 to 5.
  • the sum of t1 and t2 is 2 or more
  • the repeating units enclosed in parentheses with t1 and t2 may be present in any order in the formula.
  • formula (S1) is the following formula (S1-b). [In the formula, R 11 , R 12 , R 13 , X 11 , n1 and t have the same meanings as described in the above formula (S1)]
  • each R a1 is independently -Z 1 -SiR 21 p1 R 22 q1 R 23 r1 .
  • Z 1 is each independently a divalent group.
  • the right side is bonded to (SiR 21 p1 R 22 q1 R 23 r1 ).
  • the divalent group is preferably an oxygen atom, a sulfur atom, NH, CO, or a divalent organic group, more preferably an oxygen atom or a divalent organic group.
  • Z 1 is a divalent organic group.
  • Z 1 does not include anything that forms a siloxane bond with the Si atom to which Z 1 is bonded.
  • (Si-Z 1 -Si) does not contain a siloxane bond.
  • the above Z 1 is preferably a C 1-6 alkylene group, -(CH 2 ) z1 -O-(CH 2 ) z2 - (wherein z1 is an integer of 0 to 6, for example, an integer of 1 to 6) z2 is an integer of 0 to 6, for example, 1 to 6) or -(CH 2 ) z3 -phenylene-(CH 2 ) z4 - (wherein z3 is an integer of 0 to 6, For example, it is an integer from 1 to 6, and z4 is an integer from 0 to 6, for example, an integer from 1 to 6).
  • Such C 1-6 alkylene group may be a straight chain or a branched chain, but is preferably a straight chain.
  • 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. is preferably unsubstituted.
  • Z 1 is a C 1-6 alkylene group or -(CH 2 ) z3 -phenylene-(CH 2 ) z4 -, preferably -phenylene-(CH 2 ) z4 -. If Z 1 is such a group, the light resistance, especially the UV resistance, may be higher.
  • Z 1 is 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 -.
  • Each R 21 is independently -Z 1' -SiR 21' p1' R 22' q1' R 23' r1' .
  • Each of the above Z 1's independently represents a divalent group.
  • the right side is bonded to (SiR 21' p1' R 22' q1' R 23' r1' ).
  • the divalent group is preferably an oxygen atom, a sulfur atom, NH, CO, or a divalent organic group, more preferably an oxygen atom or a divalent organic group.
  • Z 1' is a divalent organic group.
  • Z 1' does not include anything that forms a siloxane bond with the Si atom to which Z 1' is bonded.
  • Si-Z 1' -Si does not contain a siloxane bond.
  • the above Z 1' is preferably a C 1-6 alkylene group, -(CH 2 ) z1' -O-(CH 2 ) z2' - (wherein z1' is an integer of 0 to 6, for example 1 to 6, and z2' is an integer of 0 to 6, for example, 1 to 6) or -(CH 2 ) z3' -phenylene-(CH 2 ) z4' - (wherein z3' is an integer from 0 to 6, for example an integer from 1 to 6, and z4' is an integer from 0 to 6, for example an integer from 1 to 6).
  • Such C 1-6 alkylene group may be a straight chain or a branched chain, but is preferably a straight chain.
  • 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. is preferably unsubstituted.
  • Z 1' is a C 1-6 alkylene group or -(CH 2 ) z3' -phenylene-(CH 2 ) z4' -, preferably -phenylene-(CH 2 ) z4' -. If Z 1' is such a group, the light resistance, especially UV resistance, may be higher.
  • Z 1' is 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 21' are each independently -Z 1'' -SiR 22'' q1'' R 23'' r1'' .
  • Each of the above Z 1'' is independently a divalent group.
  • the right side is bonded to (SiR 22'' q1'' R 23'' r1'' ).
  • the divalent group is preferably an oxygen atom, a sulfur atom, NH, CO, or a divalent organic group, more preferably an oxygen atom or a divalent organic group.
  • Z 1'' is a divalent organic group.
  • Z 1'' does not include anything that forms a siloxane bond with the Si atom to which Z 1'' is bonded.
  • Si-Z 1'' -Si does not contain a siloxane bond.
  • Z 1" is preferably a C 1-6 alkylene group, -(CH 2 ) z1" -O-(CH 2 ) z2" - (wherein z1" is an integer of 0 to 6, for example 1 to or -(CH 2 ) z3" -phenylene-(CH 2 ) z4" - (wherein z3" is an integer of 0 to 6, for example an integer of 1 to 6, and z4'' is an integer of 0 to 6, for example an integer of 1 to 6).
  • Such a C 1-6 alkylene group is a linear although it may be a branched chain, it is preferably a straight chain.
  • These groups are, for example, a fluorine atom, a C 1-6 alkyl group, a C 2-6 alkenyl group, and a C 2- Although it may be substituted with one or more substituents selected from 6- alkynyl groups, it is preferably unsubstituted.
  • Z 1" is a C 1-6 alkylene group or -(CH 2 ) z3" -phenylene-(CH 2 ) z4" -, preferably -phenylene-(CH 2 ) z4" -. If Z 1'' is such a group, the light resistance, especially UV resistance, may be higher.
  • Z 1'' is 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 -.
  • Each R 22'' is independently a hydroxyl group or a hydrolyzable group.
  • R 22'' are preferably each independently a hydrolyzable group.
  • R h1 is a methyl group, an ethyl group, a propyl group, an isopropyl group substituted alkyl groups such as chloromethyl group.
  • alkyl groups, particularly unsubstituted alkyl groups are preferred, with methyl or ethyl groups being more preferred.
  • R h1 is a methyl group
  • R h1 is an ethyl group.
  • R 23'' is each independently a hydrogen atom or a monovalent organic group.
  • a monovalent organic group is a monovalent organic group other than the above-mentioned hydrolyzable group.
  • the monovalent organic group is a C 1-20 alkyl group, more preferably a C 1-6 alkyl group, and even more preferably a methyl group.
  • q1'' are each independently an integer of 0 to 3
  • r1'' are each independently an integer of 0 to 3. Note that the sum of q1'' and r1'' is 3 in the unit of (SiR 22'' q1'' R 23'' r1'' ).
  • q1'' is preferably an integer of 1 to 3, more preferably 2 to 3, and still more preferably 3, independently for each (SiR 22'' q1'' R 23'' r1'' ) unit.
  • Each R 22' is independently a hydroxyl group or a hydrolyzable group.
  • R 22' are preferably each independently a hydrolyzable group.
  • R h1 include unsubstituted alkyl groups such as methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, and isobutyl group; and substituted alkyl groups such as chloromethyl group.
  • alkyl groups particularly unsubstituted alkyl groups, are preferred, and methyl groups or ethyl groups are more preferred.
  • R h1 is a methyl group, and in another embodiment, R h1 is an ethyl group.
  • R 23' each independently represents a hydrogen atom or a monovalent organic group.
  • a monovalent organic group is a monovalent organic group other than the above-mentioned hydrolyzable group.
  • the monovalent organic group is a C 1-20 alkyl group, more preferably a C 1-6 alkyl group, and even more preferably a methyl group.
  • p1' are each independently an integer of 0 to 3
  • q1' are each independently an integer of 0 to 3
  • r1' are each independently an integer of 0 to 3. be.
  • the sum of p', q1' and r1' is 3 in the unit of (SiR 21' p1' R 22' q1' R 23' r1' ).
  • p1' is 0.
  • p1' is an integer of 1 to 3, an integer of 2 to 3, or 3, independently for each (SiR 21' p1' R 22' q1' R 23' r1' ) unit. It's okay. In a preferred embodiment, p1' is 3.
  • q1' is an integer of 1 to 3, preferably 2 or 3, more preferably 2 or 3, independently for each (SiR 21' p1' R 22' q1' R 23' r1' ) unit. is 3.
  • p1' is 0, and q1' is an integer of 1 to 3 independently for each (SiR 21' p1' R 22' q1' R 23' r1' ) unit, preferably is 2 or 3, more preferably 3.
  • Each R 22 is independently a hydroxyl group or a hydrolyzable group.
  • R 22 is preferably each independently a hydrolyzable group.
  • R h1 include unsubstituted alkyl groups such as methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, and isobutyl group; and substituted alkyl groups such as chloromethyl group.
  • alkyl groups particularly unsubstituted alkyl groups, are preferred, and methyl groups or ethyl groups are more preferred.
  • R h1 is a methyl group, and in another embodiment, R h1 is an ethyl group.
  • Each R 23 is independently a hydrogen atom or a monovalent organic group.
  • a monovalent organic group is a monovalent organic group other than the above-mentioned hydrolyzable group.
  • the monovalent organic group is a C 1-20 alkyl group, more preferably a C 1-6 alkyl group, and even more preferably a methyl group.
  • p1 are each independently an integer of 0 to 3
  • q1 are each independently an integer of 0 to 3
  • r1 are each independently an integer of 0 to 3. Note that the sum of p1, q1, and r1 is 3 in the unit of (SiR 21 p1 R 22 q1 R 23 r1 ).
  • p1 is 0.
  • p1 may be an integer of 1 to 3, an integer of 2 to 3, or 3, each independently for each (SiR 21 p1 R 22 q1 R 23 r1 ) unit. In a preferred embodiment, p1 is 3.
  • q1 is an integer of 1 to 3, preferably 2 or 3, more preferably 3, for each (SiR 21 p1 R 22 q1 R 23 r1 ) unit independently.
  • p1 is 0, and q1 is an integer from 1 to 3, preferably 2 or 3, more preferably 2 or 3, independently for each (SiR 21 p1 R 22 q1 R 23 r1 ) unit. It is 3.
  • R b1 is each independently a hydroxyl group or a hydrolyzable group.
  • R b1 are preferably each independently a hydrolyzable group.
  • R h1 include unsubstituted alkyl groups such as methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, and isobutyl group; and substituted alkyl groups such as chloromethyl group.
  • alkyl groups particularly unsubstituted alkyl groups, are preferred, and methyl groups or ethyl groups are more preferred.
  • R h1 is a methyl group, and in another embodiment, R h1 is an ethyl group.
  • R c1 is each independently a hydrogen atom or a monovalent organic group.
  • a monovalent organic group is a monovalent organic group other than the above-mentioned hydrolyzable group.
  • the monovalent organic group is a C 1-20 alkyl group, more preferably a C 1-6 alkyl group, and even more preferably a methyl group.
  • k1 are each independently an integer of 0 to 3
  • l1 are each independently an integer of 0 to 3
  • m1 are each independently an integer of 0 to 3. Note that the sum of k1, l1, and m1 is 3 in the unit of (SiR a1 k1 R b1 l1 R c1 m1 ).
  • k1 is an integer of 1 to 3, preferably 2 or 3, more preferably 3, each independently for each (SiR a1 k1 R b1 l1 R c1 m1 ) unit. In a preferred embodiment, k1 is 3.
  • R Si is a group represented by formula (S3), preferably a hydroxyl group or a hydrolyzable group is present in the terminal portion of formula (A1) and formula (A2). There are at least two bonded Si atoms.
  • the group represented by formula (S3) is -Z 1 -SiR 22 q1 R 23 r1 (wherein q1 is an integer of 1 to 3, preferably 2 or 3, more preferably 3 ), -Z 1' -SiR 22' q1' R 23' r1' (wherein q1' is an integer of 1 to 3, preferably 2 or 3, more preferably 3, and r1' is an integer of 0 to 2), or -Z 1" -SiR 22" q1" R 23" r1" (wherein q1" is 1 to 3, preferably 2 or 3, more preferably 3, and r1'' is an integer of 0 to 2.)
  • Z 1 , Z 1' , Z 1'' , R 22 , R 23 , R 22' , R 23' , R 22' ' and R 23'' have the same meanings as above.
  • q1'' is an integer from 1 to 3, preferably 2 or 3, and more Preferably it is 3.
  • R 21 when R 21 is present, in at least one, preferably all R 21 , p1' is 0 and q1' is an integer from 1 to 3, preferably is 2 or 3, more preferably 3.
  • R a1 when R a1 is present, p1 is 0 in at least one, preferably all R a1 , and q1 is an integer from 1 to 3, preferably 2 or 3, more preferably 3.
  • k1 is 2 or 3, preferably 3, p1 is 0, and q1 is 2 or 3, preferably 3.
  • formula (S3) does not include a siloxane bond.
  • Each R d1 is independently -Z 2 -CR 31 p2 R 32 q2 R 33 r2 .
  • Z 2 is each independently a single bond or a divalent group.
  • the right side is bonded to (CR 31 p2 R 32 q2 R 33 r2 ).
  • the divalent group is preferably an oxygen atom, a sulfur atom, NH, CO, or a divalent organic group, more preferably an oxygen atom or a divalent organic group.
  • Z 2 is each independently preferably an oxygen atom or a divalent organic group, more preferably a divalent organic group.
  • the above Z 2 is preferably a C 1-6 alkylene group, -(CH 2 ) z5 -O-(CH 2 ) z6 - (wherein z5 is an integer of 0 to 6, for example, an integer of 1 to 6) z6 is an integer of 0 to 6, for example, 1 to 6) or -(CH 2 ) z7 -phenylene-(CH 2 ) z8 - (wherein z7 is an integer of 0 to 6, For example, it is an integer from 1 to 6, and z8 is an integer from 0 to 6, for example, an integer from 1 to 6).
  • Such C 1-6 alkylene group may be a straight chain or a branched chain, but is preferably a straight chain.
  • 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. is preferably unsubstituted.
  • Z 2 is a C 1-6 alkylene group or -(CH 2 ) z7 -phenylene-(CH 2 ) z8 -, preferably -phenylene-(CH 2 ) z8 -. If Z 2 is such a group, the light resistance, especially the UV resistance, may be higher.
  • Z 2 is a C 1-3 alkylene group. In one embodiment, Z 2 can be -CH 2 CH 2 CH 2 -. In another embodiment, Z 2 can be -CH 2 CH 2 -.
  • Each R 31 is independently -Z 2' -CR 32' q2' R 33' r2' .
  • Z 2' is each independently a single bond or a divalent group.
  • the right side is bonded to (CR 32' q2' R 33' r2' ).
  • the divalent group is preferably an oxygen atom, a sulfur atom, NH, CO, or a divalent organic group, more preferably an oxygen atom or a divalent organic group.
  • Z 2' is each independently preferably an oxygen atom or a divalent organic group, more preferably a divalent organic group.
  • the above Z 2' is preferably a C 1-6 alkylene group, -(CH 2 ) z5' -O-(CH 2 ) z6' - (wherein z5' is an integer of 0 to 6, for example 1 to 6, and z6' is an integer of 0 to 6, for example, 1 to 6) or -(CH 2 ) z7' -phenylene-(CH 2 ) z8' - (wherein z7' is an integer from 0 to 6, for example an integer from 1 to 6, and z8' is an integer from 0 to 6, for example an integer from 1 to 6).
  • Such C 1-6 alkylene group may be a straight chain or a branched chain, but is preferably a straight chain.
  • 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. is preferably unsubstituted.
  • Z 2' is a C 1-6 alkylene group or -(CH 2 ) z7' -phenylene-(CH 2 ) z8' -, preferably -phenylene-(CH 2 ) z8' -. If Z 2' is such a group, the light resistance, especially UV resistance, may be higher.
  • Z 2' is a C 1-3 alkylene group. In one embodiment, Z 2' can be -CH 2 CH 2 CH 2 -. In another embodiment, Z 2' can be -CH 2 CH 2 -.
  • Each R 32' is independently -Z 3 -SiR 34 n2 R 35 3-n2 .
  • Z 3 are each independently a single bond or a divalent group.
  • the right side is bonded to (SiR 34 n2 R 35 3-n2 ).
  • the divalent group is preferably an oxygen atom, a sulfur atom, NH, CO, or a divalent organic group, more preferably an oxygen atom or a divalent organic group.
  • Z 3 is each independently preferably an oxygen atom or a divalent organic group, more preferably a divalent organic group.
  • Z 3 is an oxygen atom.
  • Z 3 is a divalent organic group.
  • the above Z 3 is preferably a C 1-6 alkylene group, -(CH 2 ) z5" -O-(CH 2 ) z6" - (wherein z5" is an integer of 0 to 6, for example 1 to 6 and z6" is an integer of 0 to 6, for example, 1 to 6) or -(CH 2 ) z7" -phenylene-(CH 2 ) z8" - (wherein z7" is , z8'' is an integer from 0 to 6, for example an integer from 1 to 6, and z8'' is an integer from 0 to 6, for example an integer from 1 to 6).
  • Such C 1-6 alkylene group may be a straight chain or a branched chain, but is preferably a straight chain. 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. is preferably unsubstituted.
  • Z 3 is a C 1-6 alkylene group or -(CH 2 ) z7" -phenylene-(CH 2 ) z8" -, preferably -phenylene-(CH 2 ) z8" -.
  • Z 3 When is such a group, the light resistance, especially UV resistance, may be higher.
  • Z 3 is a C 1-3 alkylene group. In one embodiment, Z 3 can be -CH 2 CH 2 CH 2 -. In another embodiment, Z 3 can be -CH 2 CH 2 -.
  • Each R 34 is independently a hydroxyl group or a hydrolyzable group.
  • R 34 are preferably each independently a hydrolyzable group.
  • R h1 include unsubstituted alkyl groups such as methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, and isobutyl group; and substituted alkyl groups such as chloromethyl group.
  • alkyl groups particularly unsubstituted alkyl groups, are preferred, and methyl groups or ethyl groups are more preferred.
  • R h1 is a methyl group, and in another embodiment, R h1 is an ethyl group.
  • Each R 35 is independently a hydrogen atom or a monovalent organic group.
  • a monovalent organic group is a monovalent organic group other than the above-mentioned hydrolyzable group.
  • the monovalent organic group is preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group, and still more preferably a methyl group.
  • n2 is an integer of 0 to 3, each independently for each (SiR 34 n2 R 35 3-n2 ) unit.
  • R Si is a group represented by formula (S4)
  • a (SiR 34 n2 R 35 3-n2 ) unit in which n2 is 1 to 3 There is at least one. That is, in such a terminal portion, all n2s do not become 0 at the same time.
  • at least one Si atom to which a hydroxyl group or a hydrolyzable group is bonded is present in the terminal portions of formulas (A1) and (A2).
  • n2 is preferably an integer of 1 to 3, more preferably 2 or 3, and still more preferably 3, independently for each (SiR 34 n2 R 35 3-n2 ) unit.
  • R 33' each independently represents a hydrogen atom, a hydroxyl group, or a monovalent organic group.
  • a monovalent organic group is a monovalent organic group other than the above-mentioned hydrolyzable group.
  • the monovalent organic group is preferably a C 1-20 alkyl group or R 41' -(OR 42' ) y1' -O y2' - (wherein R 41' is a hydrogen atom or C 1-6 alkyl group, R 42' is each independently a C 1-6 alkylene group, y1' is an integer from 1 to 30, and y2' is 0 or 1.) It can be a group represented by
  • R 41' is a hydrogen atom.
  • R 41' is a C 1-6 alkyl group, preferably a C 1-3 alkyl group.
  • Each R 42' is independently a C 1-6 alkylene group, preferably a C 1-3 alkylene group, more preferably a C 2-3 alkylene group.
  • y1' is an integer of 1 to 30, preferably an integer of 1 to 20, more preferably an integer of 1 to 10, even more preferably an integer of 2 to 10, such as an integer of 2 to 6, an integer of 2 to 4, It is an integer from 3 to 6, or an integer from 4 to 6.
  • R 33' is a hydroxyl group.
  • R 33' is a C 1-20 alkyl group, more preferably a C 1-6 alkyl group.
  • R 33' is R 41' -(OR 42' ) y1' -O y2' -.
  • q2' are each independently an integer of 0 to 3
  • r2' are each independently an integer of 0 to 3. Note that the sum of q2' and r2' is 3 in the unit of (CR 32' q2' R 33' r2' ).
  • q2' is preferably an integer of 1 to 3, more preferably 2 or 3, and still more preferably 3, independently for each (CR 32' q2' R 33' r2' ) unit.
  • Each R 32 is independently -Z 3 -SiR 34 n2 R 35 3-n2 .
  • Such -Z 3 -SiR 34 n2 R 35 3-n2 has the same meaning as described in R 32' above.
  • R 33 is each independently a hydrogen atom, a hydroxyl group, or a monovalent organic group.
  • a monovalent organic group is a monovalent organic group other than the above-mentioned hydrolyzable group.
  • the monovalent organic group is preferably a C 1-20 alkyl group or R 41 -(OR 42 ) y1 -O y2 - (wherein R 41 is a hydrogen atom or a C 1-6 alkyl group). and R 42 is each independently a C 1-6 alkylene group, y1 is an integer of 1 to 30, and y2 is 0 or 1.
  • R 41 is a hydrogen atom.
  • R 41 is a C 1-6 alkyl group, preferably a C 1-3 alkyl group.
  • Each R 42 is independently a C 1-6 alkylene group, preferably a C 1-3 alkylene group, more preferably a C 2-3 alkylene group.
  • y1 is an integer of 1 to 30, preferably an integer of 1 to 20, more preferably an integer of 1 to 10, even more preferably an integer of 2 to 10, for example an integer of 2 to 6, an integer of 2 to 4, 3 An integer between 6 and 6, or an integer between 4 and 6.
  • R 33 is a hydroxyl group.
  • R 33 is a C 1-20 alkyl group, more preferably a C 1-6 alkyl group.
  • R 33 is R 41 -(OR 42 ) y1 -O y2 -.
  • p2 are each independently an integer of 0 to 3
  • q2 are each independently an integer of 0 to 3
  • r2 are each independently an integer of 0 to 3. Note that the sum of p2, q2, and r2 is 3 in the unit of (CR 31 p2 R 32 q2 R 33 r2 ).
  • p2 is 0.
  • p2 may be an integer of 1 to 3, an integer of 2 to 3, or 3, each independently for each (CR 31 p2 R 32 q2 R 33 r2 ) unit. In a preferred embodiment, p2 is 3.
  • q2 is an integer from 1 to 3, preferably 2 or 3, more preferably 3, for each (CR 31 p2 R 32 q2 R 33 r2 ) unit independently.
  • p2 is 0, and q2 is an integer from 1 to 3, preferably 2 or 3, more preferably 2 or 3, independently for each (CR 31 p2 R 32 q2 R 33 r2 ) unit. It is 3.
  • Each R e1 is independently -Z 3 -SiR 34 n2 R 35 3-n2 .
  • Such -Z 3 -SiR 34 n2 R 35 3-n2 has the same meaning as described in R 32' above.
  • R f1 is each independently a hydrogen atom, a hydroxyl group, or a monovalent organic group.
  • a monovalent organic group is a monovalent organic group other than the above-mentioned hydrolyzable group.
  • the monovalent organic group is preferably a C 1-20 alkyl group or R 43 -(OR 44 ) y3 -O y4 - (wherein R 43 is a hydrogen atom or a C 1-6 alkyl group). and R 44 is each independently a C 1-6 alkylene group, y3 is an integer of 1 to 30, and y4 is 0 or 1.
  • R 43 is a hydrogen atom.
  • R 43 is a C 1-6 alkyl group, preferably a C 1-3 alkyl group.
  • Each R 44 is independently a C 1-6 alkylene group, preferably a C 1-3 alkylene group, more preferably a C 2-3 alkylene group.
  • y3 is an integer of 1 to 30, preferably an integer of 1 to 20, more preferably an integer of 1 to 10, even more preferably an integer of 2 to 10, for example an integer of 2 to 6, an integer of 2 to 4, 3 An integer between 6 and 6, or an integer between 4 and 6.
  • R f1 is a hydroxyl group.
  • R f1 is a C 1-20 alkyl group, more preferably a C 1-6 alkyl group.
  • R f1 is R 43 -(OR 44 ) y3 -O y4 -.
  • k2 are each independently an integer of 0 to 3
  • l2 are each independently an integer of 0 to 3
  • m2 are each independently an integer of 0 to 3. Note that the sum of k2, l2, and m2 is 3 in the unit of (CR d1 k2 R e1 l2 R f1 m2 ).
  • R Si is a group represented by formula (S4), preferably a hydroxyl group or a hydrolyzable group is present in the terminal portion of formula (A1) and formula (A2). There are at least two bonded Si atoms.
  • R Si is a group represented by formula (S4)
  • n2 is an integer from 1 to 3, preferably 2 or 3, more preferably is 3.
  • n2 is an integer from 1 to 3, preferably 2 or 3, more preferably 3 It is.
  • R e1 when R e1 is present, in at least one, preferably all R a1 , n2 is an integer from 1 to 3, preferably 2 or 3, more preferably 3 It is.
  • k2 is 0, l2 is 2 or 3, preferably 3, and n2 is 2 or 3, preferably 3.
  • formula (S4) does not include a siloxane bond.
  • R g1 and R h1 are each independently -Z 4 -SiR 11 n1 R 12 3-n1 , -Z 4 -SiR a1 k1 R b1 l1 R c1 m1 , -Z 4 -CR d1 k2 R e1 l2 R f1 m2 .
  • R 11 , R 12 , R a1 , R b2 , R c1 , R d1 , R e1 , R f1 , n1, k1, l1, m1, k2, l2, and m2 have the same meanings as above.
  • R g1 and R h1 are each independently -Z 4 -SiR 11 n1 R 12 3-n1 .
  • Z 4 are each independently a single bond or a divalent group.
  • the right side is bonded to (SiR 11 n1 R 12 3-n1 ).
  • the divalent group is preferably an oxygen atom, a sulfur atom, NH, CO, or a divalent organic group, more preferably an oxygen atom or a divalent organic group.
  • Z 4 is each independently preferably an oxygen atom or a divalent organic group, more preferably a divalent organic group.
  • Z 4 is an oxygen atom.
  • Z 4 is a divalent organic group.
  • the above Z 4 is preferably a C 1-6 alkylene group, -(CH 2 ) z5" -O-(CH 2 ) z6" - (wherein z5" is an integer of 0 to 6, for example 1 to 6 and z6" is an integer of 0 to 6, for example, 1 to 6) or -(CH 2 ) z7" -phenylene-(CH 2 ) z8" - (wherein z7" is , z8'' is an integer from 0 to 6, for example an integer from 1 to 6, and z8'' is an integer from 0 to 6, for example an integer from 1 to 6).
  • Such C 1-6 alkylene group may be a straight chain or a branched chain, but is preferably a straight chain. 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. is preferably unsubstituted.
  • Z 4 is a C 1-6 alkylene group or -(CH 2 ) z7" -phenylene-(CH 2 ) z8" -, preferably -phenylene-(CH 2 ) z8" -.
  • Z 3 When is such a group, the light resistance, especially UV resistance, may be higher.
  • Z 4 is a C 1-3 alkylene group. In one embodiment, Z 4 can be -CH 2 CH 2 CH 2 -. In another embodiment, Z 4 can be -CH 2 CH 2 -.
  • R Si is a group represented by formula (S2), (S3), (S4) or (S5). These compounds can form a surface treated layer having high surface slip properties.
  • R Si is a group represented by formula (S1), (S3), (S4) or (S5). Since these compounds have a plurality of hydrolyzable groups at one end, they can form a surface treated layer that strongly adheres to the base material and has high friction durability.
  • R Si is a group represented by formula (S1), (S3) or (S4). Since these compounds have a plurality of hydrolyzable groups at one end, they can form a surface treated layer that strongly adheres to the base material and has high friction durability.
  • R Si is a group represented by formula (S3) or (S4). Since these compounds can have a plurality of hydrolyzable groups branched from one Si atom or C atom at one end, it is possible to form a surface treatment layer having even higher friction durability.
  • R Si is a group represented by formula (S1).
  • R Si is a group represented by formula (S2).
  • R Si is a group represented by formula (S3).
  • R Si is a group represented by formula (S4).
  • R Si is a group represented by formula (S5).
  • X A is a moiety (R It is understood as a linker that connects Si 2 ). Therefore, X A may be a single bond or any group as long as the compounds represented by formulas (A1) and (A2) can exist stably.
  • ⁇ 1 is an integer from 1 to 9
  • ⁇ 1 is an integer from 1 to 9.
  • These ⁇ 1 and ⁇ 1 can change depending on the valence of XA .
  • the sum of ⁇ 1 and ⁇ 1 is the same as the valence of XA .
  • X A is a decavalent group
  • the sum of ⁇ 1 and ⁇ 1 is 10, and for example, ⁇ 1 can be 9 and ⁇ 1 can be 1, ⁇ 1 can be 5 and ⁇ 1 can be 5, or ⁇ 1 can be 1 and ⁇ 1 can be 9.
  • ⁇ 1 and ⁇ 1 are 1.
  • ⁇ 1 is an integer from 1 to 9. ⁇ 1 may vary depending on the valence of XA . That is, ⁇ 1 is the value obtained by subtracting 1 from the valence of X A.
  • X A is each independently a single bond or a divalent to decavalent group.
  • X A is each independently preferably a single bond or a divalent to decavalent organic group.
  • X A does not include a siloxane bond (-Si-O-Si-).
  • the divalent to decavalent group in X A above is preferably a divalent to octavalent group.
  • the divalent to decavalent group is preferably a divalent to tetravalent group, more preferably a divalent group.
  • such a divalent to decavalent group is preferably a trivalent to octavalent group, more preferably a trivalent to hexavalent group.
  • X A is a single bond or a divalent group, ⁇ 1 is 1, and ⁇ 1 is 1.
  • X A is a single bond or a divalent group, and ⁇ 1 is 1.
  • the divalent group is preferably an oxygen atom, a sulfur atom, NH, CO, or a divalent organic group, more preferably an oxygen atom or a divalent organic group, and still more preferably a divalent organic group.
  • X A is a trivalent to hexavalent group, preferably a trivalent to hexavalent organic group, ⁇ 1 is 1, and ⁇ 1 is 2 to 5.
  • X A is a trivalent to hexavalent group, preferably a trivalent to hexavalent organic group, and ⁇ 1 is from 2 to 5.
  • X A is a trivalent group, preferably a trivalent organic group, ⁇ 1 is 1 and ⁇ 1 is 2.
  • X A is a trivalent group, preferably a trivalent organic group, and ⁇ 1 is 2.
  • formulas (A1) and (A2) are represented by the following formulas (A1') and (A2').
  • X A is a single bond.
  • X A is a divalent organic group.
  • X A is, for example, a single bond or the following formula: -(R 51 ) p5 -(X 51 ) q5 -
  • R 51 represents a single bond, -(CH 2 ) s5 - or an o-, m- or p-phenylene group, preferably -(CH 2 ) s5 -, s5 is an integer of 1 to 20, preferably an integer of 1 to 6, more preferably an integer of 1 to 3, even more preferably 1 or 2
  • X 51 represents -(X 52 ) l5 -
  • X 52 is each independently -O-, -S-, o-, m- or p-phenylene group, -C(O)O-, -Si(R 53 ) 2 -, -(Si(R 53 ) 2 O) m5 -Si(R 53 ) 2 -, -CONR 54 -, -O-CONR 54 -, -, -
  • Examples include divalent organic groups represented by:
  • X A (typically the hydrogen atom of X A ) is substituted with one or more substituents selected from a fluorine atom, a C 1-3 alkyl group, and a C 1-3 fluoroalkyl group. You can leave it there. In preferred embodiments, X A is unsubstituted by these groups.
  • each X A is independently -(R 51 ) p5 -(X 51 ) q5 -R 52 -.
  • R 52 represents a single bond, -(CH 2 ) t5 - or an o-, m- or p-phenylene group, preferably -(CH 2 ) t5 -.
  • t5 is an integer of 1 to 20, preferably an integer of 2 to 6, more preferably an integer of 2 to 3.
  • R 52 (typically the hydrogen atom of R 52 ) is substituted with one or more substituents selected from a fluorine atom, a C 1-3 alkyl group, and a C 1-3 fluoroalkyl group. You can leave it there.
  • R 56 is unsubstituted by these groups.
  • each of the above X A is independently: single bond, C 1-20 alkylene group, -R 51 -X 53 -R 52 -, or -X 54 -R 5 - [wherein R 51 and R 52 have the same meanings as above, X53 is -O-, -S-, -C(O)O-, -CONR 54- , -O-CONR 54 -, -Si(R 53 ) 2 -, -(Si(R 53 ) 2 O) m5 -Si(R 53 ) 2 -, -O-(CH 2 ) u5 -(Si(R 53 ) 2 O) m5 -Si(R 53 ) 2 -, -O-(CH 2 ) u5 -Si(R 53 ) 2 -O-Si(R 53 ) 2 -CH 2 CH 2 -Si(R 53 ) 2 -O-Si(R 53 ) 2 -CH 2 CH
  • X54 is -S-, -C(O)O-, -CONR 54- , -O-CONR 54 -, -CONR54- ( CH2 ) u5- (Si( R54 ) 2O ) m5 -Si( R54 ) 2- , -CONR 54 -(CH 2 ) u5 -N(R 54 )-, or -CONR 54 -(o-, m- or p-phenylene)-Si(R 54 ) 2 - (In the formula, each symbol has the same meaning as above.) represents. ] It can be.
  • each of the above X A is independently: single bond, C 1-20 alkylene group, -(CH 2 ) s5 -X 53 -, -(CH 2 ) s5 -X 53 -(CH 2 ) t5 - -X 54 - or -X 54 -(CH 2 ) t5 - [Wherein, X 53 , X 54 , s5 and t5 have the same meanings as above. ] It is.
  • each of the above X A is independently: single bond, C 1-20 alkylene group, -(CH 2 ) s5 -X 53 -(CH 2 ) t5 -, or -X 54 -(CH 2 ) t5 - [In the formula, each symbol has the same meaning as above. ] It can be.
  • each of the above X A is independently: single bond C 1-20 alkylene group, -(CH 2 ) s5 -X 53 -, or -(CH 2 ) s5 -X 53 -(CH 2 ) t5 -
  • X 53 is -O-, -CONR 54 -, or -O-CONR 54 -
  • R 54 each independently represents a hydrogen atom, a phenyl group or a C 1-6 alkyl group
  • s5 is an integer from 1 to 20
  • t5 is an integer from 1 to 20.
  • each of the above X A is independently: -(CH 2 ) s5 -O-(CH 2 ) t5 - -CONR 54 -(CH 2 ) t5 -
  • R 54 each independently represents a hydrogen atom, a phenyl group or a C 1-6 alkyl group, s5 is an integer from 1 to 20, t5 is an integer from 1 to 20. ] It can be.
  • each of the above X A is independently: single bond, C 1-20 alkylene group, -(CH 2 ) s5 -O-(CH 2 ) t5 -, -(CH 2 ) s5 -(Si(R 53 ) 2 O) m5 -Si(R 53 ) 2 -(CH 2 ) t5 -, -(CH 2 ) s5 -O-(CH 2 ) u5 -(Si(R 53 ) 2 O) m5 -Si(R 53 ) 2 -(CH 2 ) t5 -, or -(CH 2 ) s5 -O- (CH 2 ) t5 -Si(R 53 ) 2 -(CH 2 ) u5 -Si(R 53 ) 2 -(C v H 2v )- [In the formula, R 53 , m5, s5, t5 and u5 have the same meanings as above,
  • -(C v H 2v )- may be a straight chain or a branched chain, for example, -CH 2 CH 2 -, -CH 2 CH 2 CH 2 -, -CH (CH 3 )-, -CH(CH 3 )CH 2 -.
  • X A each independently has one or more members selected from a fluorine atom, a C 1-3 alkyl group, and a C 1-3 fluoroalkyl group (preferably a C 1-3 perfluoroalkyl group). It may be substituted with a substituent. In one embodiment, X A is unsubstituted.
  • each X A independently can be other than a -O-C 1-6 alkylene group.
  • X A includes, for example, the following groups: [wherein R 41 is each independently a hydrogen atom, a phenyl group, an alkyl group having 1 to 6 carbon atoms, or a C 1-6 alkoxy group, preferably a methyl group, D is -CH 2 O(CH 2 ) 2 -, -CH 2 O(CH 2 ) 3 -, -CF 2 O(CH 2 ) 3 -, -(CH 2 ) 2 -, -(CH 2 ) 3 -, -( CH2 ) 4- , -CONH-(CH 2 ) 3 -, -CON( CH3 )-( CH2 ) 3- , -CON(Ph)-(CH 2 ) 3 - (wherein Ph means phenyl), and (In the formula, R 42 each independently represents a hydrogen atom, a C 1-6 alkyl group, or a C 1-6 alkoxy group, preferably a methyl group or a methoxy
  • each X A is independently a group represented by the formula: -(R 16 ) x1 -(CFR 17 ) y1 -(CH 2 ) z1 -.
  • x1, y1 and z1 are each independently an integer of 0 to 10
  • the sum of x1, y1 and z1 is 1 or more
  • the order of existence of each repeating unit enclosed in parentheses is as follows in the formula: is optional.
  • R 16 is each independently an oxygen atom, phenylene, carbazolylene, -NR 18 - (wherein R 18 represents a hydrogen atom or an organic group), or a divalent organic group.
  • R 18 is an oxygen atom or a divalent polar group.
  • the "lower alkyl group” is, for example, an alkyl group having 1 to 6 carbon atoms, such as methyl, ethyl, n-propyl, which may be substituted with one or more fluorine atoms.
  • R 17 is each independently a hydrogen atom, a fluorine atom, or a lower fluoroalkyl group, preferably a fluorine atom.
  • the "lower fluoroalkyl group” is, for example, a fluoroalkyl group having 1 to 6 carbon atoms, preferably 1 to 3 carbon atoms, preferably a perfluoroalkyl group having 1 to 3 carbon atoms, more preferably a trifluoromethyl group, A pentafluoroethyl group, more preferably a trifluoromethyl group.
  • examples of X A include the following groups: [In the formula, R 41 is each independently a hydrogen atom, a phenyl group, an alkyl group having 1 to 6 carbon atoms, or a C 1-6 alkoxy group, preferably a methyl group, In each X A group, any number of T may be the following groups bonded to R FA1 or R FA2 of the molecular main chain: -CH 2 O(CH 2 ) 2 -, -CH 2 O(CH 2 ) 3 -, -CF 2 O(CH 2 ) 3 -, -(CH 2 ) 2 -, -(CH 2 ) 3 -, -( CH2 ) 4- , -CONH-(CH 2 ) 3 -, -CON( CH3 )-( CH2 ) 3- , -CON(Ph)-(CH 2 ) 3 - (wherein Ph means phenyl), or [In the formula, R 42 each independently represents a hydrogen atom,
  • T's are bonded to R Si in the molecular main chain, and the remaining T's, if present, are each independently a methyl group, a phenyl group, a C 1-6 alkoxy group, or a radical scavenging group. group or ultraviolet absorbing group.
  • the radical-trapping group is not particularly limited as long as it can capture radicals generated by light irradiation, but examples include benzophenones, benzotriazoles, benzoic acid esters, phenyl salicylates, crotonic acids, malonic acid esters, and organoacrylates. , hindered amines, hindered phenols, or triazines.
  • the ultraviolet absorbing group is not particularly limited as long as it can absorb ultraviolet rays, but for example, benzotriazoles, hydroxybenzophenones, substituted and unsubstituted benzoic acid or salicylic acid compound esters, acrylate or alkoxycinnamates, oxamides, Examples include residues of oxanilides, benzoxazinones, and benzoxazoles.
  • preferred radical scavenging groups or ultraviolet absorbing groups include: can be mentioned.
  • each X A can independently be a trivalent to decavalent group.
  • examples of X A include the following groups: [In the formula, R 25 , R 26 and R 27 are each independently a divalent to hexavalent organic group, R 25 is bonded to at least one R FA1 or R FA2 , and R 26 and R 27 are each bonded to at least one R Si . ]
  • R 25 is a single bond, a C 1-20 alkylene group, a C 3-20 cycloalkylene group, a C 5-20 arylene group, -R 57 -X 58 -R 59 -, -X 58 -R 59 - or -R 57 -X 58 -.
  • R 57 and R 59 are each independently a single bond, a C 1-20 alkylene group, a C 3-20 cycloalkylene group, or a C 5-20 arylene group.
  • the above X 58 is -O-, -S-, -CO-, -O-CO- or -COO-.
  • R 26 and R 27 are each independently a hydrocarbon, or a group having at least one atom selected from N, O, and S in the end or main chain of the hydrocarbon, and preferably Examples include a C 1-6 alkyl group, -R 36 -R 37 -R 36 -, -R 36 -CHR 38 2 -, and the like.
  • each R 36 is independently a single bond or an alkyl group having 1 to 6 carbon atoms, preferably an alkyl group having 1 to 6 carbon atoms.
  • R37 is N, O or S, preferably N or O.
  • R 38 is -R 45 -R 46 -R 45 -, -R 46 -R 45 - or -R 45 -R 46 -.
  • each R 45 is independently an alkyl group having 1 to 6 carbon atoms.
  • R46 is N, O or S, preferably O.
  • each X A can independently be a trivalent to decavalent group.
  • X A is: [Wherein, X a is a single bond or a divalent organic group. ] It is a group represented by
  • X a is a single bond or a divalent linking group directly bonded to the isocyanuric ring.
  • X a is preferably a single bond, an alkylene group, or a divalent group containing at least one type of bond selected from the group consisting of an ether bond, an ester bond, an amide bond, and a sulfide bond, and the single bond, carbon number
  • a divalent hydrocarbon group having 1 to 10 carbon atoms containing at least one type of bond selected from the group consisting of 1 to 10 alkylene groups or ether bonds, ester bonds, amide bonds, and sulfide bonds is more preferred.
  • X a the following formula: -(CX 121 X 122 ) x1 -(X a1 ) y1 -(CX 123 X 124 ) z1 -
  • X 121 to X 124 are each independently H, F, OH, or -OSi(OR 121 ) 3
  • each of the three R 121 is is an alkyl group of 4
  • a group represented by is more preferable.
  • X a is not particularly limited, specifically, -CH 2 -, -C 2 H 4 -, -C 3 H 6 -, -C 4 H 8 -, -C 4 H 8 -O-CH 2 -, -CO-O-CH 2 -CH (OH) -CH 2 -, -(CF 2 ) n5 - (n5 is an integer from 0 to 4), -(CF 2 ) n5 - (CH 2 ) m5 - (n5 and m5 are each independently 0 ), -CF 2 CF 2 CH 2 OCH 2 CH(OH)CH 2 -, -CF 2 CF 2 CH 2 OCH 2 CH (OSi(OCH 3 ) 3 )CH 2 - etc.
  • each X A can independently be a divalent or trivalent group.
  • the fluoropolyether group-containing silane compound represented by formula (A1) or formula (A2) does not contain a siloxane bond (-Si-O-Si-).
  • the fluoropolyether group-containing silane compound represented by formula (A1) or formula (A2) is not particularly limited, but may have a number average molecular weight of 5 ⁇ 10 2 to 1 ⁇ 10 5 . Within this range, it is preferable to have a number average molecular weight of 2,000 to 32,000, more preferably 2,500 to 12,000, from the viewpoint of friction durability. Note that the number average molecular weight of the fluoropolyether group-containing silane compound is a value measured by 19 F-NMR.
  • the number average molecular weight of the fluoropolyether group-containing silane compound represented by formula (A1) or formula (A2) is 500 to 30,000, preferably 1,000 to 20,000, more preferably It may be from 2,000 to 15,000, even more preferably from 2,000 to 10,000, such as from 3,000 to 6,000.
  • the fluoropolyether group-containing silane compound represented by formula (A1) or formula (A2) has a number average molecular weight of 4,000 to 30,000, preferably 5,000 to 10,000, or more. Preferably, it may be 6,000 to 10,000.
  • the fluoropolyether group-containing silane compound in the surface treatment agent of the present disclosure is a compound represented by formula (A1).
  • the fluoropolyether group-containing silane compound in the surface treatment agent of the present disclosure is a compound represented by formula (A2).
  • the fluoropolyether group-containing silane compound in the surface treatment agent of the present disclosure is a compound represented by formula (A1) and a compound represented by formula (A2).
  • the compound represented by formula (A1) and the compound represented by formula (A2) may be partially condensed with each other or with each other. That is, between the compounds represented by formula (A1), between the compounds represented by formula (A2), or between the compounds represented by formula (A1) and the compound represented by formula (A2), It may also exist in a condensed state. Therefore, the surface treatment agent of the present disclosure is a partial condensate of the compound represented by formula (A1), a partial condensate of the compound represented by formula (A2), or a compound represented by formula (A1) and the formula It may contain a partial condensate of the compound represented by (A2).
  • the compound represented by formula (A2) is preferably 0.1% of the total of the compound represented by formula (A1) and the compound represented by formula (A2). It is mol% or more and 35 mol% or less.
  • the lower limit of the content of the compound represented by formula (A2) relative to the total of the compound represented by formula (A1) and the compound represented by formula (A2) is preferably 0.1 mol%, more preferably It may be 0.2 mol%, more preferably 0.5 mol%, even more preferably 1 mol%, particularly preferably 2 mol%, especially 5 mol%.
  • the upper limit of the content of the compound represented by formula (A2) relative to the total of the compound represented by formula (A1) and the compound represented by formula (A2) is preferably 35 mol%, more preferably 30 mol%. %, more preferably 20 mol %, even more preferably 15 mol % or 10 mol %.
  • the compound represented by formula (A2) relative to the total of the compound represented by formula (A1) and the compound represented by formula (A2) is preferably 0.1 mol% or more and 30 mol% or less, more preferably 0.1 mol% to 20 mol%, more preferably 0.2 mol% to 10 mol%, even more preferably 0.5 mol% to 10 mol%, particularly preferably 1 mol% to 10 mol%.
  • the content is 2 mol% or more and 10 mol% or less, or 5 mol% or more and 10 mol% or less.
  • the compound represented by the above formula (A1) or (A2) can be obtained, for example, by the method described in the above Patent Document 1, WO 2006/10708, JP 2019-183160, etc.
  • fluoropolyether group-containing alkylamide compound The above-mentioned fluoropolyether group-containing alkylamide compound is a compound containing an amide group having an alkyl group and a fluoropolyether group.
  • the surface treatment agent of the present disclosure further improves friction durability by containing the fluoropolyether group-containing alkylamide compound of component (B) in addition to the fluoropolyether group-containing silane compound of component (A).
  • the fluoropolyether group-containing alkylamide compound has formula (B1) or (B2): [In the formula: R FB1 is Rf 1 -R F -O q -, R FB2 is -Rf 2 p -R F -O q -, R F is each independently a divalent fluoropolyether group, Rf 1 is a C 1-16 alkyl group optionally substituted with one or more fluorine atoms, Rf 2 is a C 1-6 alkylene group optionally substituted with one or more fluorine atoms, p is 0 or 1, q is each independently 0 or 1, X B is each independently a single bond or a divalent group, R B1 is each independently a C 1-6 alkyl group, Each R B2 is independently a C 1-6 alkyl group or a hydrogen atom. ] It is a compound represented by
  • R FB1 is Rf 1 -R F -O q -.
  • R FB2 is -Rf 2 p -R F -O q -.
  • R FB1 and R FB2 in formulas (B1) and (B2) correspond to R FA1 and R FA2 in formulas (A1) and (A2), respectively.
  • Rf 1 -R F -O q - and -Rf 2 p -R F -O q - in formulas (B1) and (B2) are Rf 1 -R F -O q - in formulas (A1) and (A2).
  • -Rf 2 p -R F -O q - and may have the same meaning and embodiments.
  • R FB1 and R FA1 and R FA2 and R FB2 may be the same or different.
  • X B is each independently a single bond or a divalent group.
  • the left side of X B is bonded to R FB1 or R FB2 .
  • the divalent group is preferably an oxygen atom, a sulfur atom, NH, CO, or a divalent organic group, more preferably an oxygen atom or a divalent organic group, and more preferably a divalent organic group.
  • each X B is independently a single bond or -(R 67 ) b1 -(R 68 ) b2 -
  • R 67 is each independently a C 1-6 alkylene group
  • R 68 is each independently an oxygen atom, a sulfur atom, CO, NR 69 , CONR 69 , NR 69 CO, or a C 6-12 arylene group
  • R 69 is each independently a hydrogen atom or a C 1-6 alkyl group
  • b1 is an integer from 0 to 6
  • b2 is an integer from 0 to 6
  • the sum of b1 and b2 is 1 or more
  • the repeating units enclosed in parentheses with b1 or b2 may be present in any order in the formula.
  • It is a group represented by
  • X B is each independently preferably a single bond, a C 1-6 alkylene group, or -R 64 -O-R 65 -.
  • R 64 is a single bond or a C 1-6 alkylene group;
  • R 65 is a single bond or a C 1-6 alkylene group.
  • each X B is independently a single bond or a C 1-6 alkylene group.
  • each X B is independently a single bond.
  • each X B is independently a C 1-6 alkylene group.
  • X B is each independently one or more selected from a fluorine atom, a C 1-3 alkyl group, and a C 1-3 fluoroalkyl group (preferably a C 1-3 perfluoroalkyl group). It may be substituted with a substituent. In one embodiment, X B is unsubstituted.
  • R B1 is each independently a C 1-6 alkyl group
  • R B2 is each independently a C 1-6 alkyl group or a hydrogen atom.
  • the C 1-6 alkyl group in R B1 above may be a straight chain or a branched chain. In one embodiment, the C 1-6 alkyl group in R 61 is straight chain. In another embodiment, the C 1-6 alkyl group at R 61 is branched.
  • the C 1-6 alkyl group in R B1 above is preferably a C 1-3 alkyl group, more preferably a C 1-2 alkyl group, and even more preferably a methyl group.
  • R B2 is a hydrogen atom.
  • R B2 is a C 1-6 alkyl group.
  • the C 1-6 alkyl group in R B2 above may be a straight chain or a branched chain. In one embodiment, the C 1-6 alkyl group in R B2 is straight chain. In another embodiment, the C 1-6 alkyl group in R B2 is branched.
  • the C 1-6 alkyl group in R B2 above is preferably a C 1-3 alkyl group, more preferably a C 1-2 alkyl group, and still more preferably a methyl group.
  • the number average molecular weight of the fluoropolyether group-containing alkylamide compound represented by formula (B1) or (B2) is not particularly limited, but it has a number average molecular weight of 5 x 10 2 to 1 x 10 5 . It is possible. Within this range, it is preferable to have a number average molecular weight of 1,000 to 20,000, more preferably 2,000 to 10,000, from the viewpoint of friction durability. Note that the number average molecular weight of the fluoropolyether group-containing oxyalkylamide compound is a value measured by 19 F-NMR.
  • the fluoropolyether group-containing alkylamide compounds represented by the above formulas (B1) and (B2) can be synthesized, for example, as follows.
  • R FB1 -X B -COOH (1a) HOOC-X B -R FB2 -X B -COOH (2a) [In the formula, each symbol has the same meaning as above. ]
  • a compound represented by is reacted with a halogenating agent to form the following formula (1b) or (2b): R FB1 -X B -COR H (1b) R H OC-X B -R FB2 -X B -COR H (2b)
  • R H is a halogen atom, preferably a chlorine atom
  • R FB1 , R FB2 , and X B have the same meanings as above.
  • a compound represented by is obtained.
  • halogenating agent examples include thionyl chloride, oxalyl chloride, and the like.
  • the fluoropolyether group-containing alkylamide compound in the surface treatment agent of the present disclosure is a compound represented by formula (B1).
  • the fluoropolyether group-containing alkylamide compound in the surface treatment agent of the present disclosure is a compound represented by formula (B2).
  • the fluoropolyether group-containing alkylamide compound in the surface treatment agent of the present disclosure is a compound represented by formula (B1) and a compound represented by formula (B2).
  • the compound represented by formula (B1) and the compound represented by formula (B2) may be partially condensed with each other or with each other. That is, between the compounds represented by formula (B1), between the compounds represented by formula (B2), or between the compounds represented by formula (B1) and the compound represented by formula (B2), It may also exist in a condensed state. Therefore, the surface treatment agent of the present disclosure is a partial condensate of the compound represented by formula (B1), a partial condensate of the compound represented by formula (B2), or a compound represented by formula (B1) and the formula It may contain a partial condensate of the compound represented by (B2).
  • the content of component (B) may be preferably 1% by mass or more, more preferably 5% by mass or more, and even more preferably 10% by mass or more, based on the total of component (A) and component (B). Further, the content of component (B) is preferably 70% by mass or less, more preferably 60% by mass or less, still more preferably 35% by mass or less, and further preferably It may be more preferably 25% by mass or less, particularly preferably 20% by mass or less. By including component (B) in the above amount, a surface treated layer having excellent friction durability can be obtained.
  • the content of component (B) is preferably 1 to 70% by mass, more preferably 1 to 50% by mass, even more preferably 5% by mass, based on the total of component (A) and component (B). ⁇ 50% by mass.
  • the total concentration of component (A) and component (B) is preferably 0.1 to 99.9% by mass, more preferably 1.0 to 50% by mass, and even more preferably 5% by mass. .0 to 30% by weight, even more preferably 5.0 to 15% by weight.
  • component (A) and component (B) may exist in a partially condensed state. That is, the surface treatment agent of the present disclosure may contain a partial condensate of component (A) and component (B).
  • the surface treatment agent of the present disclosure includes a solvent, an alcohol, a (non-reactive) fluoropolyether compound that can be understood as a fluorine-containing oil, and preferably a perfluoropolyether compound (hereinafter collectively referred to as "fluorine-containing oil”). ), a (non-reactive) silicone compound that can be understood as a silicone oil (hereinafter referred to as "silicone oil”), a compatibilizer, a catalyst, a surfactant, a polymerization inhibitor, a sensitizer, etc.
  • 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.
  • Zeolora H perfluorobutyl methyl ether (C 4 F 9 OCH 3 ) (e.g. HFE7100), perfluorobutyl ethyl ether (C 4 F 9 OC 2 H 5 ) (e.g. HFE 7200), perfluorohexyl methyl ether (C 2 F 5 CF(OCH 3 )C 3 F 7 ) (
  • HFE7300 CF 3 CH 2 OH, CF 3 CF 2 CH 2 OH, (CF 3 ) 2 CHOH, 1,1,2,3,3,3-hexafluoropropyl methyl ether (CF 3 CFHCF 2 OCH 3 ) (HFE-356mec) and other fluorine-containing solvents.
  • a mixed solvent of two or more of these may be used.
  • the alcohols include alcohols having 1 to 6 carbon atoms which may be substituted with one or more fluorine atoms, such as methanol, ethanol, iso-propanol, tert-butanol, CF 3 CH 2 OH, CF3CF2CH2OH , ( CF3 ) 2CHOH , H ( CF2CF2 ) CH2OH , H ( CF2CF2 ) 2CH2OH , H ( CF2CF2 ) 3CH2OH Can be mentioned.
  • the stability of the surface treatment agent is improved, and the compatibility of component (A) and component (B) with the solvent is improved.
  • the surface treatment agent of the present disclosure includes a solvent and alcohol.
  • the content of alcohol is preferably 0.1 to 50% by mass, more preferably 0.5 to 30% by mass, even more preferably 1.0 to 20% by mass, and even more preferably is 2.0 to 10% by mass.
  • the fluorine-containing oil is not particularly limited, but includes, for example, a compound represented by the following general formula (3) (perfluoropolyether compound).
  • Rf 5 represents a C 1-16 alkyl group (preferably a C 1-16 perfluoroalkyl group) which may be substituted with one or more fluorine atoms
  • Rf 6 is Rf 5 and Rf 6 represent a C 1-16 alkyl group (preferably a C 1-16 perfluoroalkyl group), a fluorine atom or a hydrogen atom which may be substituted with one or more fluorine atoms
  • Rf 5 and Rf 6 are , more preferably each independently is a C 1-3 perfluoroalkyl group.
  • a', b', c' and d' each represent the number of four types of repeating units of perfluoropolyether constituting the main skeleton of the polymer, and are each independently an integer of 0 to 300, and a
  • the sum of ', b', c' and d' is at least 1, preferably from 1 to 300, more preferably from 20 to 300.
  • the repeating units enclosed in parentheses with the subscripts a', b', c' or d' may be present in any order in the formula.
  • -(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 ))-, -(OC(CF 3 ) 2 CF 2 )-, -(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 ))-, 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 ))-. , preferably -(OCF 2 CF 2 CF 2 )-.
  • -(OC 2 F 4 )- may be either -(OCF 2 CF 2 )- or (OCF(CF 3 ))-, but preferably -(OCF 2 CF 2 )-.
  • Examples of the perfluoropolyether compound represented by the above general formula (3) include compounds represented by either of the following general formulas (3a) and (3b) (which may be one type or a mixture of two or more types). ).
  • Rf 5 and Rf 6 are as described above; in formula (3a), b'' is an integer from 1 to 100; in formula (3b), a'' and b'' are each independently is an integer between 0 and 30, and c" and d" are each independently an integer between 1 and 300.
  • the order in which each repeating unit exists is arbitrary in the formula.
  • the fluorine-containing oil may be a compound represented by the general formula Rf 3 -F (wherein Rf 3 is a C 5-16 perfluoroalkyl group). It may also be a chlorotrifluoroethylene oligomer.
  • the above-mentioned fluorine-containing oil may have an average molecular weight of 500 to 10,000.
  • the molecular weight of fluorine-containing oil can be measured using GPC.
  • the fluorine-containing oil may be contained in an amount of, for example, 0 to 50% by mass, preferably 0 to 30% by mass, and more preferably 0 to 5% by mass, based on the surface treatment agent of the present disclosure.
  • the surface treatment agent of the present disclosure does not substantially contain fluorine-containing oil.
  • substantially free of fluorine-containing oil means that it does not contain fluorine-containing oil at all, or may contain a very small amount of fluorine-containing oil.
  • the average molecular weight of the fluorine-containing oil may be greater than the average molecular weight of the fluoropolyether group-containing silane compound. With such an average molecular weight, better friction durability and surface slipperiness can be obtained, especially when forming a surface treatment layer by vacuum deposition.
  • the average molecular weight of the fluorine-containing oil may be smaller than the average molecular weight of the fluoropolyether group-containing silane compound.
  • the fluorine-containing oil contributes to improving the surface slipperiness of the layer formed by the surface treatment agent of the present disclosure.
  • the silicone oil for example, a linear or cyclic silicone oil having 2,000 or less siloxane bonds can be used.
  • the linear silicone oil may be a so-called straight silicone oil or a modified silicone oil.
  • Straight silicone oils include dimethyl silicone oil, methylphenyl silicone oil, and methyl hydrogen silicone oil.
  • the modified silicone oil include straight silicone oils 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.
  • such silicone oil is, for example, based on a total of 100 parts by mass of the fluoropolyether group-containing silane compound of the present disclosure (in the case of two or more types, the total of these, the same applies hereinafter). It may be included in an amount of 0 to 300 parts by weight, preferably 50 to 200 parts by weight.
  • Silicone oil contributes to improving the surface slipperiness of the surface treatment layer.
  • the compatibilizing agent is 2,2,2-trifluoroethanol, 2,2,3,3,3-pentafluoro-1-propanol or 2,2,3,3,4,4,5,5- Fluorinated alcohols such as octafluoro-1-pentanol, preferably fluorinated alcohols with a CF 2 H terminal, fluorinated aryls such as 1,3-bis(trifluoromethyl)benzene, preferably fluorinated benzenes, etc. Can be mentioned.
  • the catalyst examples include acids (eg, acetic acid, trifluoroacetic acid, etc.), bases (eg, ammonia, triethylamine, diethylamine, etc.), transition metals (eg, Ti, Ni, Sn, etc.), and the like.
  • acids eg, acetic acid, trifluoroacetic acid, etc.
  • bases eg, ammonia, triethylamine, diethylamine, etc.
  • transition metals eg, Ti, Ni, Sn, etc.
  • the catalyst promotes hydrolysis and dehydration condensation of the fluoropolyether group-containing silane compound of the present disclosure, and promotes the formation of a layer formed by the surface treatment agent of the present disclosure.
  • other components include, for example, tetraethoxysilane, methyltrimethoxysilane, 3-aminopropyltrimethoxysilane, 3-glycidoxypropyltrimethoxysilane, methyltriacetoxysilane, and the like.
  • the surface treatment agent of the present disclosure can be made into pellets by impregnating a porous substance, such as a porous ceramic material, or a metal fiber, such as steel wool, solidified into cotton.
  • a porous substance such as a porous ceramic material, or a metal fiber, such as steel wool, solidified into cotton.
  • the pellets can be used, for example, in vacuum deposition.
  • the surface treatment agent of the present disclosure contains small amounts of impurities such as Pt, Rh, Ru, 1,3-divinyltetramethyldisiloxane, triphenylphosphine, NaCl, KCl, and a condensate of silane. obtain.
  • the article of the present disclosure includes a base material and a layer (surface treatment layer) formed on the surface of the base material from the surface treatment agent of the present disclosure.
  • Substrates that can be used in the present disclosure include, for example, glass, resins (which may be natural or synthetic resins, such as common plastic materials), metals, ceramics, semiconductors (silicon, germanium, etc.), fibers (woven fabrics, non-woven fabrics, etc.), etc.), fur, leather, wood, ceramics, stone, etc., construction materials, sanitary products, etc., and may be constructed of any suitable material.
  • resins which may be natural or synthetic resins, such as common plastic materials
  • metals ceramics, semiconductors (silicon, germanium, etc.), fibers (woven fabrics, non-woven fabrics, etc.), etc.), fur, leather, wood, ceramics, stone, etc., construction materials, sanitary products, etc., and may be constructed of any suitable material.
  • the material making up the surface of the substrate may be a material for optical members, such as 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 may be either a single layer antireflection layer or a multilayer antireflection layer.
  • the article to be manufactured is an optical glass component for a touch panel
  • a transparent electrode such as a thin film using indium tin oxide (ITO) or indium zinc oxide
  • the base material may include 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 retardation film, It may also include a liquid crystal display module and the like.
  • the shape of the base material is not particularly limited, and may be, for example, a plate shape, a film, or other shapes. Further, the surface area of the base material on which the surface treatment layer is to be formed may be at least a portion of the surface of the base material, and may be determined as appropriate depending on the intended use and specific specifications of the article to be manufactured.
  • At least the surface of such a base material may be made of a material that inherently has hydroxyl groups.
  • materials include glass, metals (especially base metals), ceramics, semiconductors, and the like on which a natural oxide film or a thermal oxide film is formed.
  • hydroxyl groups may be introduced onto the surface of the substrate by subjecting the substrate to some kind of pretreatment. or increase it. Examples of such pretreatments include plasma treatment (eg, 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 to clean the surface of the base material (remove foreign substances, etc.).
  • Another example of such pretreatment is to form a monomolecular film of an interfacial adsorbent having a carbon-carbon unsaturated bond group on the surface of the substrate by the LB method (Langmuir-Blodgett method) or chemical adsorption method.
  • Examples include a method in which the unsaturated bonds are formed in the form of a carbon dioxide, and then the unsaturated bonds are cleaved in an atmosphere containing oxygen, nitrogen, or the like.
  • such a substrate may be made of a material containing an alkoxysilane or a silicone compound having one or more other reactive groups, such as Si--H groups, at least in its surface portion. .
  • the base material is glass.
  • Such glasses are preferably sapphire glass, soda lime glass, alkali aluminosilicate glass, borosilicate glass, alkali-free glass, crystal glass, or quartz glass, including chemically strengthened soda lime glass, chemically strengthened alkali aluminosilicate glass, and chemically bonded borosilicate glass are particularly preferred.
  • the article of the present disclosure includes forming a layer of the surface treatment agent of the present disclosure on the surface of the base material, post-treating this layer as necessary, and thereby removing the layer from the surface treatment agent of the present disclosure. It can be manufactured by forming.
  • Formation of a layer of the surface treatment agent of the present disclosure can be carried out by applying the surface treatment agent to the surface of the base material so as to cover the surface.
  • the coating method is not particularly limited. For example, wet coating methods and dry coating methods can be used.
  • wet coating methods include dip coating, spin coating, flow coating, spray coating, roll coating, gravure coating and similar methods.
  • Examples of dry coating methods include vapor deposition (usually vacuum deposition), sputtering, CVD and similar methods.
  • vapor deposition methods usually vacuum vapor deposition methods
  • Specific examples of vapor deposition methods include resistance heating, electron beam, high frequency heating using microwaves, etc., ion beam, and similar methods.
  • Examples of CVD methods include plasma-CVD, optical CVD, thermal CVD, and similar methods.
  • the surface treatment agents of the present disclosure can be diluted with a solvent before being applied to the substrate surface.
  • the following solvents are preferably used: perfluoroaliphatic hydrocarbons having 5 to 12 carbon atoms (e.g. perfluorohexane, perfluoromethylcyclohexane and perfluoro-1,3-dimethylcyclohexane); polyfluoroaromatic hydrocarbons (e.g. bis(trifluoromethyl)benzene); polyfluoroaliphatic hydrocarbons (e.g. C 6 F 13 CH 2 CH 3 (e.g.
  • HFE Hydrofluoroether
  • C 3 F 7 OCH 3 perfluoropropyl methyl ether
  • Novec (trademark) 7000 manufactured by Sumitomo 3M Limited perfluorobutyl methyl ether (C 4 F 9 OCH 3 ) ) (for example, Novec (trademark) 7100 manufactured by Sumitomo 3M Limited), perfluorobutyl ethyl ether (C 4 F 9 OC 2 H 5 ) (for example, Novec (trademark) 7200 manufactured by Sumitomo 3M Limited), Alkyl perfluoroalkyl ethers ( perfluoroalkyl groups and alkyl groups are directly or CF 3 CH 2 OCF 2 CHF 2 (for example, Asahiklin (registered trademark) AE-3000 manufactured by Asahi Glass Co., Ltd.)), etc.
  • solvents may be used alone or in combination. , can be used as a mixture of two or more types.
  • hydrofluoroethers are preferred, and perfluorobutyl methyl ether (C 4 F 9 OCH 3 ) and/or perfluorobutyl ethyl ether (C 4 F 9 OC 2 H 5 ) is particularly preferred.
  • the surface treatment agent of the present disclosure may be subjected to the dry coating method as 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 performed such that the surface treatment agent of the present disclosure is present in the layer together with a catalyst for hydrolysis and dehydration condensation.
  • the catalyst may be added to the diluted solution of the surface treatment agent of the present disclosure, after diluting the surface treatment agent of the present disclosure with a solvent, immediately before application to the substrate surface.
  • the surface treatment agent of the present disclosure with a catalyst added thereto is directly vapor-deposited (usually by vacuum deposition), or the surface treatment agent of the present disclosure with a catalyst added is applied to a porous metal body such as iron or copper.
  • a vapor deposition (usually vacuum vapor deposition) treatment may be performed using a pellet-like material impregnated with.
  • any suitable acid or base can be used as the catalyst.
  • the acid catalyst for example, acetic acid, formic acid, trifluoroacetic acid, etc. can be used.
  • the base catalyst for example, ammonia, organic amines, etc. can be used.
  • the surface treatment layer included in the article of the present disclosure has both high friction durability.
  • the surface treatment layer also has water repellency, oil repellency, stain resistance (for example, prevents the adhesion of dirt such as fingerprints), depending on the composition of the surface treatment agent used, It can have waterproof properties (preventing water from entering electronic components, etc.), surface slip properties (or lubrication properties, such as ease of wiping off stains such as fingerprints, and excellent tactility against fingers), chemical resistance, etc. It can be suitably used as a functional thin film.
  • the present disclosure further relates to an optical material having the above-mentioned surface treatment layer as the outermost layer.
  • optical materials in addition to optical materials related to displays as exemplified below, a wide variety of optical materials are preferably mentioned: for example, cathode ray tubes (CRTs; e.g., computer monitors), liquid crystal displays, plasma displays, organic EL Displays such as displays, inorganic thin film EL dot matrix displays, rear projection displays, fluorescent display tubes (VFDs), and field emission displays (FEDs), or protective plates for these displays, or antireflection coatings on their surfaces. Examples include those that have been treated.
  • CTRs cathode ray tubes
  • LCDs organic EL Displays such as displays, inorganic thin film EL dot matrix displays, rear projection displays, fluorescent display tubes (VFDs), and field emission displays (FEDs)
  • protective plates for these displays or antireflection coatings on their surfaces. Examples include those that have been treated.
  • the article of the present disclosure may be, but is not particularly limited to, an optical member.
  • optical components include: lenses for eyeglasses; front protection plates for displays such as PDPs and LCDs; antireflection plates, polarizing plates, and anti-glare plates; touch panel sheets for devices such as mobile phones and personal digital assistants; and Blu-ray discs.
  • the article of the present disclosure may be a medical device or a medical material.
  • 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, and preferably 1 to 15 nm from the viewpoint of optical performance, friction durability, and stain resistance.
  • the surface treatment agent of the present disclosure will be explained in Examples, but the present disclosure is not limited to the following Examples.
  • the repeating units constituting the fluoropolyether and the polyether may exist in any order, and the chemical formula shown below indicates the average composition.
  • Component (A) The following compounds (a1) and (a2) were prepared as fluoropolyether group-containing silane compounds.
  • Component (B) The following compound (b1) was prepared as a fluoropolyether group-containing alkylamide compound.
  • Synthesis example (b1) In a 50 mL three-necked flask equipped with a reflux condenser, thermometer, and stirrer, the average composition HOCOCF 2 O (CF 2 CF 2 ) 19.5 (CF 2 O) 33.3 CF 2 COOH (but not in the mixture) was added. contains a trace amount of a compound containing a trace amount of repeating units of (CF 2 CF 2 CF 2 O) and/or (CF 2 CF 2 CF 2 CF 2 O)). 4 g of 1,3-bis(trifluoromethyl)benzene, 0.13 g of N,N-dimethylformamide, and 0.4 g of thionyl chloride were charged and stirred at 60° C. for 2 hours.
  • washing operation with 3N hydrochloric acid in a separating funnel (more specifically, fluoro-based compounds are maintained in the 1,3-bis(trifluoromethyl)benzene phase, and non-fluoro-based compounds are separated into the hydrochloric acid layer (aqueous). operation) was performed three times. Subsequently, volatile components were distilled off under reduced pressure to obtain 3.14 g of a perfluoropolyether group-containing alkylamide compound (b1). (CH 3 ) 2 N-CO-CF 2 O(CF 2 CF 2 ) 20.4 (CF 2 O) 34.5 CF 2 -CO-N(CH 3 ) 2 (b1)
  • Examples 1 to 6 Preparation of surface treatment agent
  • a fluoropolyether group-containing silane compound (component A) and a fluoropolyether group-containing alkylamide compound (component B) shown in Table 1 were mixed in the proportions shown in Table 1.
  • the resulting mixture was diluted with hydrofluoroether (Novec 7200, manufactured by 3M) so that the total concentration of component A and component B was 20% by mass to prepare a surface treatment agent.
  • Comparative examples 1 to 4 Regarding Comparative Examples 1 and 2, surface treatment agents were prepared in the same manner as in the above examples except that component B was not used. Regarding Comparative Examples 3 and 4, except that the fluoropolyether group-containing silane compound (component A) and the fluoropolyether group-containing amide compound (component C) shown in Table 1 were mixed in the proportions shown in Table 1.
  • a surface treatment agent was prepared in the same manner as in the above example.
  • the surface treatment agents prepared above were vacuum-deposited onto chemically strengthened glass (Corning Corporation, "Gorilla" glass, thickness 0.7 mm).
  • the vacuum deposition treatment conditions were a pressure of 3.0 ⁇ 10 ⁇ 3 Pa, and first, a silicon dioxide film was formed on the surface of the chemically strengthened glass, and then 400 mg of a surface treatment agent was deposited to form a surface treatment layer.
  • the base material on which the surface treatment layer was formed was placed horizontally, an eraser (manufactured by Minoan, model number: MB006004, diameter 0.6 cm) was brought into contact with the surface of the surface treatment layer, a load of 1000 gf was applied thereon, and then, An eraser friction durability test was conducted by reciprocating the eraser at a speed of 20 mm/sec with a load applied. For every 100 reciprocations, the static contact angle (degrees) of water was measured at five points, and the average value (degrees) was taken. The test was stopped when the average value of the contact angle (degrees) became less than 100 degrees, and the number of reciprocations when the contact angle was over 100 degrees before that was used as the numerical value (times) of the eraser friction durability. and are shown in the table below.
  • Steel wool friction durability evaluation was performed on the base material on which the surface treatment layer was formed. Specifically, the base material on which the surface treatment layer has been formed is placed horizontally, steel wool (count #0000, dimensions 5 mm x 10 mm x 10 mm) is brought into contact with the surface treatment layer of the base material, and 1,000 gf of steel wool is placed on top of the surface treated layer. A load was applied, and then the steel wool was reciprocated at a speed of 140 mm/sec while the load was applied. The static contact angle (degrees) of water was measured every 1000 times of reciprocation, and the evaluation was stopped when the measured value of the contact angle became less than 100 degrees. The number of reciprocations when the contact angle finally exceeded 100 degrees is shown in the table below. (In the table, the symbol "-" is not measured). The test was stopped after 20,000 reciprocations.
  • the surface treatment agent of the present disclosure containing a fluoropolyether group-containing silane compound and a fluoropolyether group-containing alkylamide compound can form a surface treatment layer having excellent friction durability.
  • the article of the present disclosure can be suitably used in a variety of applications, for example, as an optical member such as a touch panel.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Physics & Mathematics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Combustion & Propulsion (AREA)
  • Materials Engineering (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Materials Applied To Surfaces To Minimize Adherence Of Mist Or Water (AREA)
  • Paints Or Removers (AREA)

Abstract

La présente invention concerne un agent de traitement de surface contenant un composant (A) : un composé silane contenant un groupe fluoropolyéther, et un composant (B) : un composé alkylamide contenant un groupe fluoropolyéther.
PCT/JP2023/016337 2022-04-27 2023-04-25 Agent de traitement de surface WO2023210653A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2022073694 2022-04-27
JP2022-073694 2022-04-27

Publications (1)

Publication Number Publication Date
WO2023210653A1 true WO2023210653A1 (fr) 2023-11-02

Family

ID=88519031

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2023/016337 WO2023210653A1 (fr) 2022-04-27 2023-04-25 Agent de traitement de surface

Country Status (3)

Country Link
JP (1) JP2023163159A (fr)
TW (1) TW202400728A (fr)
WO (1) WO2023210653A1 (fr)

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH05189752A (ja) * 1992-01-08 1993-07-30 Hitachi Maxell Ltd 磁気記録媒体
JPH05247200A (ja) * 1992-01-08 1993-09-24 Hitachi Maxell Ltd フッ素化ポリエ−テルおよびこのフッ素化ポリエ−テルを用いた磁気記録媒体
JP2001354763A (ja) * 1992-01-08 2001-12-25 Hitachi Maxell Ltd フッ素化ポリエ−テル
JP2003113388A (ja) * 2001-10-04 2003-04-18 Sony Corp パーフルオロポリエーテル系化合物を含有する潤滑剤、および該潤滑剤を用いた磁気記録媒体。
JP2005314666A (ja) * 2004-03-25 2005-11-10 Solvay Solexis Spa ペルフルオロポリエーテルの複合エマルジョン
JP2020090652A (ja) * 2018-09-28 2020-06-11 ダイキン工業株式会社 表面処理剤
JP2022013941A (ja) * 2020-07-02 2022-01-18 ダイキン工業株式会社 硬化性組成物

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH05189752A (ja) * 1992-01-08 1993-07-30 Hitachi Maxell Ltd 磁気記録媒体
JPH05247200A (ja) * 1992-01-08 1993-09-24 Hitachi Maxell Ltd フッ素化ポリエ−テルおよびこのフッ素化ポリエ−テルを用いた磁気記録媒体
JP2001354763A (ja) * 1992-01-08 2001-12-25 Hitachi Maxell Ltd フッ素化ポリエ−テル
JP2003113388A (ja) * 2001-10-04 2003-04-18 Sony Corp パーフルオロポリエーテル系化合物を含有する潤滑剤、および該潤滑剤を用いた磁気記録媒体。
JP2005314666A (ja) * 2004-03-25 2005-11-10 Solvay Solexis Spa ペルフルオロポリエーテルの複合エマルジョン
JP2020090652A (ja) * 2018-09-28 2020-06-11 ダイキン工業株式会社 表面処理剤
JP2022013941A (ja) * 2020-07-02 2022-01-18 ダイキン工業株式会社 硬化性組成物

Also Published As

Publication number Publication date
JP2023163159A (ja) 2023-11-09
TW202400728A (zh) 2024-01-01

Similar Documents

Publication Publication Date Title
JP7368774B2 (ja) 表面処理剤
JP7299546B2 (ja) 表面処理剤
JP6801804B2 (ja) フルオロポリエーテル基含有化合物
JP7104359B2 (ja) 表面処理剤
JP7260811B2 (ja) 表面処理剤
JP6838671B2 (ja) フルオロポリエーテル基含有化合物
JP2022013941A (ja) 硬化性組成物
WO2023210653A1 (fr) Agent de traitement de surface
JP2021011568A (ja) 表面処理剤
WO2023210651A1 (fr) Agent de traitement de surface
WO2023210654A1 (fr) Composé d'oxyalkylène amide contenant un groupe fluoropolyéther
JP7295481B2 (ja) 表面処理剤
JP7189485B2 (ja) 表面処理剤
JP7252500B2 (ja) 表面処理剤
TWI837488B (zh) 硬化性組成物
CN116640498A (zh) 表面处理剂
TW202239814A (zh) 包含具有氟聚醚基之矽烷化合物的組成物
WO2023204249A1 (fr) Composé contenant un groupe polyéther
JPWO2021075569A1 (ja) 表面処理剤

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 23796393

Country of ref document: EP

Kind code of ref document: A1