TW202411300A - Curable composition - Google Patents

Abstract

The present invention provides a curable composition comprising: component (A): a fluoropolyether group-containing acrylic compound containing a (meth)acrylic group, a hydrolyzable silane group, and a fluoropolyether group; component (B): a fluoropolyether group-containing silane compound containing a fluoropolyether group and a hydrolyzable silyl group; component (C): a cross-linking agent; component (D): a catalyst; component (E): a radical polymerization initiator; and component (F): a solvent.

Description

Hardening composition

This disclosure relates to a hardening composition comprising a fluorine-containing compound.

It is known that a composition containing a certain fluorine-containing compound can impart excellent water repellency, oil repellency, antifouling properties, etc. to a cured product (Patent Documents 1 and 2).

[Prior Art Literature]

[Patent Literature]

[Patent Document 1] Japanese Patent Publication No. 2019-6843

[Patent Document 2] International Publication No. 2019/088126

The fluorinated polyether-based acrylic compound described in Patent Document 1 is cured by ultraviolet irradiation, but it cannot be fully cured in areas where ultraviolet irradiation is difficult, resulting in uncured parts. In addition, the obtained cured product has a low elastic modulus and poor elongation. The fluorinated polyether-based silane compound described in Reference Document 2 can be cured by moisture (water), but the curing speed is slow and the liquid may diffuse and drip during coating.

The purpose of this disclosure is to provide a curable composition with excellent curability and film-forming properties.

This disclosure includes the following aspects.

[1] A hardening composition comprising:

Component (A): a fluorinated polyether-containing acrylic compound containing a (meth) acrylic group, a hydrolyzable silyl group, and a fluorinated polyether group,

Component (B): A silane compound containing a fluorinated polyether group and a hydrolyzable silyl group,

Ingredient (C): Crosslinking agent,

Ingredient (D): Catalyst,

Component (E): free radical polymerization initiator, and

Ingredient (F): Solvent.

[2] The curable composition as described in [1] above, wherein the content of component (F) is 20 to 90% by mass relative to the total amount of components (A) to (F).

[3] The curable composition as described in [1] or [2] above, wherein the content of component (F) is 40 to 90% by mass relative to the total amount of components (A) to (F).

[4] A curable composition as described in any one of [1] to [3] above, wherein the solvent is an aliphatic hydrocarbon, an aromatic hydrocarbon, an ester, a ketone, a glycol ether, an alcohol, an ethylene glycol, a cyclic ether, an amide, an ether alcohol, a perfluoroaliphatic hydrocarbon having 5 to 12 carbon atoms, a polyfluoroaromatic hydrocarbon, a polyfluoroaliphatic hydrocarbon, a hydrofluorocarbon, a hydrochlorofluorocarbon, or a hydrofluoroether, or a mixed solvent of two or more of these.

[5] A curable composition as described in any one of [1] to [4] above, wherein the solvent is an alcohol, or hydrofluoric ether, or a mixed solvent of two or more of these.

[6] The curable composition as described in any one of [1] to [5] above, wherein the solvent is methanol, ethanol, isopropyl alcohol, perfluoropropyl methyl ether, perfluorobutyl methyl ether, perfluorobutyl ethyl ether, perfluorohexyl methyl ether, or CF ₃ CH ₂ OCF ₂ CHF ₂ , or a mixed solvent of two or more thereof.

[7] A curable composition as described in any one of [1] to [6] above, wherein the aforementioned fluorinated polyether group-containing acrylic compound comprises a compound represented by the following formula (A1), (A2) or (A3):

R ^F1 -X ^A -X ^B R ^Ac _m (A1)

R ^Ac _m X ^B -X ^A -R ^F2 -X ^A -X ^B R ^Ac _m (A2)

R ^Ac _m X ^B -X ^A -(R ^F2 -R ^g -R ^a (R ^Ac ) _m3 -R ^g ) _x -R ^F2 -X ^A -X ^B R ^Ac _m (A3)

In the formula:

^RF1 is ^Rf1 - ^RF - _Oq- ,

^RF2 is independently ^-Rf2p _- ^RF - _Oq- ,

^Rf1 is a _C1-16 alkyl group which may be substituted by 1 or more fluorine atoms,

^Rf2 is a _C1-6 alkylene group which may be substituted by 1 or more fluorine atoms,

R ^{and F} are independently divalent fluoropolyether groups,

p is 0 or 1,

q is independently 0 or 1,

X ^{and A} are independently a single bond or a divalent organic group,

X ^{and B} are independently (m+1)-valent bases,

However, in each formula, at least one ^XB is a (m+1)-valent group containing a hydrolyzable silicon group.

R ^Ac are independently -X ^D -X ^E (-X ^F -OCO-CR ⁵ =CH ₂ ) _m' ,

X ^D is a single bond or a divalent group,

^XE is a single bond or a (m'+1) valence base,

X ^{and F} are independently a single bond or a divalent group,

^R5 is a hydrogen atom, a halogen atom, or a monovalent organic group having 1 to 8 carbon atoms,

m’ is an integer from 1 to 10,

m is an integer from 0 to 10 independently.

R ^a is independently an organic group with a valence of (m3+2),

m3 is an integer from 0 to 4,

However, at least one of m and m3 is greater than 1,

R ^g is independently -NR ^c CO- ^Re -, -NR ^c COO- ^Re -, or -NR ^c CONR ^{c -Re} -, wherein the left side of these groups is bonded to ^Ra ,

R ^c are each independently a hydrogen atom, a C _1-6 alkyl group, or a C _6-16 aryl group,

R ^e each independently represents a single bond or a divalent organic group,

x is an integer greater than 1.

[8] The curable composition as described in [7] above, wherein R ^{and F} are independently a group represented by the following 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 -

Wherein, R ^Fa is independently a hydrogen atom, a fluorine atom or a chlorine atom,

a, b, c, d, e and f are each independently an integer from 0 to 200, the sum of a, b, c, d, e and f is 1 or more, and the order of presence of the repeating units marked with a, b, c, d, e or f and enclosed in parentheses in the formula is arbitrary, provided that, when all R ^Fa are hydrogen atoms or chlorine atoms, at least one of a, b, c, e and f is 1 or more.

[9] The curable composition as described in [7] or [8] above, wherein R ^{and F} are independently a group 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;

-(OC ₄ F ₈ ) _c -(OC ₃ F ₆ ) _d -(OC ₂ F ₄ ) _e -(OCF ₂ ) _f - (f2)

In the formula, c and d are independently integers between 0 and 30;

e and f are independently integers between 1 and 200;

The sum of c, d, e and f is an integer between 10 and 200;

The order of the repeated units marked with c, d, e or f and enclosed in brackets in the formula is arbitrary;

-(R ⁶ -R ⁷ ) _g - (f3)

Wherein, R ⁶ is OCF ₂ or OC ₂ F ₄ ;

^R7 is _a group selected from _{OC2F4 , OC3F6} , _OC4F8 , _OC5F10 and _OC6F12 , or _a combination of 2 or 3 groups selected _from these _groups ;

g is an integer from 2 to 100;

-(R ⁶ -R ⁷ ) _g -R ^t -(R ^7' -R ^6' ) _g' - (f4)

Wherein, R ⁶ is OCF ₂ or OC ₂ F ₄ ,

^R7 is _a group selected from _{OC2F4 , OC3F6 , OC4F8} , _OC5F10 and _OC6F12 , or _a combination of 2 or 3 groups 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 a combination of 2 or 3 groups independently selected from these groups,

g is an integer from 2 to 100,

g’ is an integer from 2 to 100,

R ^r is

In the formula, * shows the bond position;

-(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 - (f5)

In the formula, e is an integer greater than 1 and less than 200, a, b, c, d and f are each independently an integer greater than 0 and less than 200, and the sum of a, b, c, d, e and f is at least 1. In addition, the order of the repeated units marked with a, b, c, d, e or f and enclosed in parentheses in the formula is arbitrary;

-(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 - (f6)

In the formula, f is an integer between 1 and 200, a, b, c, d, and e are each independently an integer between 0 and 200, and the sum of a, b, c, d, e, and f is at least 1. In addition, the order of the repeated units marked with a, b, c, d, e, or f and enclosed in parentheses in the formula is arbitrary.

[10] The curable composition as described in any one of [7] to [9] above, wherein ^XE is a single bond.

[11] The curable composition as described in any one of [7] to [10] above, wherein ^XE is ^-XG - ^XH ;

X ^G is a single key.

C _1-6 alkylene,

-(CH ₂ ) _z9 -O-(CH ₂ ) _z10 -(wherein z9 is an integer from 0 to 6, and z10 is an integer from 0 to 6), or -(CH ₂ ) _z11 -phenylene-(CH ₂ ) _z12 -(wherein z11 is an integer from 0 to 6, and z12 is an integer from 0 to 6);

X ^H is the following

^R8 is a hydrogen atom or a _C1-6 alkyl group.

[12] The curable composition according to any one of [7] to [11] above, wherein ^XD is -O-, -CO-, -COO-, -OCO-, -CONH-, -NHCO-, -OCONH-, -NHCOO-, -NH-CO-NH- _{, -CH2CH} (OH) _CH2- , -CH( _CH2OH ) _CH2- , -( ^OSiR142 ) _d5- ,

Wherein, * and ** indicate the bond positions, * is bonded to X ^B , ** is bonded to X ^E ;

R ¹⁴ is C _1-6 alkyl or C _6-16 aryl;

d5 is an integer from 1 to 10.

[13] The curable composition as described in any one of [7] to [12] above, wherein X ^F is a single bond,

C _1-6 alkylene,

-(CH ₂ ) _z5 -O-(CH ₂ ) _z6 -(wherein z5 is an integer from 0 to 6, and z6 is an integer from 0 to 6), or -(CH ₂ ) _z7 -phenylene-(CH ₂ ) _z8 -(wherein z7 is an integer from 0 to 6, and z8 is an integer from 0 to 6).

[14] The curable composition as described in any one of [7] to [13] above, wherein R ⁵ is a hydrogen atom or a methyl group.

[15] The curable composition as described in any one of [7] to [14] above, wherein X ^{and A} are each independently a single bond or a group represented by the following formula:

-(C _α R ¹¹ _2α ) _s1 -R ¹² _t1 -

In the formula:

R ¹¹ is independently a hydrogen atom or a fluorine atom,

α is an integer from 1 to 10 independently.

R ¹² are independently -O-, -CO-, -NR ¹⁰ -, -CONR ¹⁰ -, -NR ¹⁰ CO-, -COO-, -OCO-, or -OCONH-,

^R10 is a hydrogen atom or a _C1-6 alkyl group,

s1 is an integer from 0 to 3,

t1 is an integer between 0 and 3,

The sum of s1 and t1 is greater than 1,

The order of the repeated units marked with s1 or t1 and enclosed in parentheses in the formula is arbitrary.

[16] The hardenable composition according to any one of [7] to [15] above, wherein ^XA is ^-CONR10 - _{Cα1H2α1- , -(Cα2H2α2)-OCONR10-, -(Cα3H2α3 ) - ,} ^or _{- ( Cα4H2α4} )-O-( _Cα5H2α5 ) _,

^R10 is a hydrogen atom or a _C1-6 alkyl group,

α1 is an integer from 1 to 10,

α2 is an integer from 1 to 10,

α3 is an integer from 1 to 10,

α4 is an integer from 0 to 6,

α5 is an integer between 0 and 6.

[17] The curable composition as described in any one of [7] to [16] above, wherein X ^{and B} are each independently a group comprising a group represented by the following formula:

SiR ¹ _nb R ^sb _4-nb

In the formula:

^R1 is a hydroxyl group or a hydrolyzable group,

R ^sb is a single bond.

nb is 1 or 2.

[18] The hardenable composition as described in any one of [7] to [16] above, wherein X ^B is independently a group represented by X ^Ba (R ^Si ) _na ;

In the formula:

X ^Ba are independently (m+na+1)-valence bases,

R ^Si are independently -X ^C -SiR ¹ _n' R ² _3-n' ,

X ^C is a divalent organic group having 1 to 10 carbon atoms,

^R1 is independently a hydroxyl group or a hydrolyzable group,

^R2 is independently a hydrogen atom or a monovalent organic group,

n’ is an integer from 1 to 3,

na is an integer from 1 to 10.

[19] The curable composition as described in [18] above, wherein X ^C is a C _1-6 alkylene group,

-(CH ₂ ) _z1 -O-(CH ₂ ) _z2 -(wherein z1 is an integer from 0 to 6, and z2 is an integer from 0 to 6), or -(CH ₂ ) _z3 -phenylene-(CH ₂ ) _z4 -(wherein z3 is an integer from 0 to 6, and z4 is an integer from 0 to 6).

[20] A curable composition as described in [18] or [19] above, wherein n' is 3.

[21] The curable composition as described in any one of [18] to [20] above, wherein X ^Ba is a trivalent group, n is 1, and m is 1.

[22] The curable composition as described in any one of [20] to [21] above, wherein X ^Ba is N or -C(-O-)-, n is 1, and m is 1.

[23] A curable composition as described in any one of [7] to [20] above, wherein formula (A3) is

R ^b ₂ NR ^d -CO-(R ^{F 2} -CO-NR ^c -R ^a (R ^Ac ) _m3 -NR ^c -CO) _x -R ^{F 2} -CO-R ^d -NR ^b ₂ (A3-b)

In the formula,

R ^b is independently R ^Si , R ^Ac , or R ^c ,

However, at least one of R ^b is R ^Si ,

R ^Si are independently -X ^C -SiR ¹ _n' R ² _3-n' ,

X ^C is a divalent organic group having 1 to 10 carbon atoms,

^R1 is independently a hydroxyl group or a hydrolyzable group,

^R2 is independently a hydrogen atom or a monovalent organic group,

n’ is an integer from 1 to 3,

R ^d are each independently a single bond or a divalent organic group,

^RF2 , ^Ra , ^Rc , ^RAc , m3, and x have the same meanings as those described in claim 4.

[24] The curable composition as described in [23] above, wherein one of the R ^b bonded to each terminal N atom in formula (A3) is R ^Si , and the other is R ^c or R ^Ac .

[25] The curable composition as described in [23] or [24] above, wherein R ^d is independently a single bond or -(CH ₂ ) _z17 -NR ¹⁰ -(CH ₂ ) _z18 - (wherein R ¹⁰ is a hydrogen atom or a C _1-6 alkyl group, z17 is an integer from 0 to 6, and z18 is an integer from 0 to 6).

[26] The curable composition as described in any one of [7] to [25] above, wherein ^Ra is independently a group represented by the following formula:

-R ⁹ -(R ^a' -R ⁹ ) _k -

In the formula:

R ⁹ are each independently C _1-6 alkylene,

R ^a' is independently a trivalent group,

k is an integer from 1 to 4.

[27] The curable composition as described in [26] above, wherein Ra ^{' is} independently a trivalent group which may include an amine bond, an amide bond, a urethane bond, a urea bond, an ether bond, or an ester bond between N, -C(-O-)-, and a carbon-carbon atom.

[28] The curable composition as described in [26] or [27] above, wherein k is 1 or 2.

[29] The curable composition as described in any one of [7] to [28] above, wherein R ^c is independently a hydrogen atom or a C _1-6 alkyl group.

[30] A curable composition as described in any one of [7] to [29] above, wherein x is an integer of 1 to 5.

[31] A curable composition as described in any one of [7] to [30] above, wherein the fluorinated polyether group-containing acrylic compound comprises a compound represented by formula (A1) or (A2).

[32] A curable composition as described in any one of [7] to [30] above, wherein the fluorinated polyether group-containing acrylic compound comprises a compound represented by formula (A3).

[33] A curable composition as described in any one of [1] to [32] above, wherein the aforementioned fluorinated polyether group-containing silane compound is a fluorinated polyether group-containing silane compound represented by the following formula (B1) or (B2),

^RF3α - _XZ ^{- RSiβ} ( _B1 )

R ^Si _γ -X ^Z -R ^F4 -X ^Z -R ^Si _γ (B2)

In the formula:

R ^F3 is independently Rf ³ -R ^FB -O _q3 -;

^RF4 is ^-Rf4p3 - _RFB ^- _Oq3- ;

Rf ³ are each independently a C _1-16 alkyl group which may be substituted with 1 or more 1 fluorine atoms;

^Rf4 is a _C1-6 alkylene group which may be substituted by 1 or more fluorine atoms;

R ^{and FB} are each independently a divalent fluoropolyether group;

p3 is 0 or 1;

q3 is independently 0 or 1;

R ^Si are each independently a monovalent group comprising a Si atom bonded to a hydroxyl group, a hydrolyzable group, a hydrogen atom or a monovalent organic group;

At least one R ^Si is a monovalent group including a Si atom bonded to a hydroxyl group or a hydrolyzable group;

X ^{and Z} are each independently a single bond or a 2- to 10-valent organic group;

α is an integer from 1 to 9;

β is an integer from 1 to 9;

γ is an integer from 1 to 9 independently.

[34] The curable composition as described in [33] above, wherein R ^Si is a group represented by the following formula (S1), (S2), (S3), (S4) or (S5):

-SiR ²⁵ _n1 R ²⁶ _3-n1 (S2)

-SiR ^a1 _k1 R ^b1 _l1 R ^c1 _m1 (S3)

- CR ^d1 _k2 R ^e1 _l2 R ^f1 _m2 (S4)

-NR ^g1 R ^h1 (S5)

In the formula:

^R25 are each independently a hydroxyl group or a hydrolyzable group;

^R26 are each independently a hydrogen atom or a monovalent organic group;

n1 is an integer from 0 to 3 independently in each (SiR ²⁵ _n1 R ²⁶ _3-n1 ) unit;

^X11 is independently a single bond or a divalent organic group;

^R27 are each independently a hydrogen atom or a monovalent organic group;

t are each independently an integer greater than 2;

R ²⁸ are each independently a hydrogen atom, a halogen atom or -X ¹¹ -SiR ²⁵ _n1 R ²⁶ _3-n1 ;

^R29 is independently a single bond, an oxygen atom, an alkylene group having 1 to 6 carbon atoms, or an alkoxyene group having 1 to 6 carbon atoms;

R ^a1 is independently -Z ¹ -SiR ²¹ _p1 R ²² _q1 R ²³ _r1 ;

Z ¹ each independently represents an oxygen atom or a divalent organic group;

R ²¹ is independently -Z ^1' -SiR ^21' _p1' R ^22' _q1' R ^23' _r1' ;

^R22 are each independently a hydroxyl group or a hydrolyzable group;

^R23 are each independently a hydrogen atom or a monovalent organic group;

p1 is an integer from 0 to 3 independently;

q1 is an integer from 0 to 3 independently;

r1 is an integer from 0 to 3 independently;

Z ^1' is independently an oxygen atom or a divalent organic group;

R ^21′ is independently -Z ^1″ -SiR ^22″ _q1″ R ^23″ _r1″ ;

R ^22' is independently a hydroxyl group or a hydrolyzable group;

R ^23' is independently a hydrogen atom or a monovalent organic group;

p1’ is an integer from 0 to 3 independently;

q1’ is an integer from 0 to 3 independently;

r1’ is an integer from 0 to 3 independently;

Z ^1" are each independently an oxygen atom or a divalent organic group;

R ^22" are each independently a hydroxyl group or a hydrolyzable group;

R ^23" are each independently a hydrogen atom or a monovalent organic group;

q1" are independently integers from 0 to 3;

r1" are independently integers from 0 to 3;

R ^b1 are each independently a hydroxyl group or a hydrolyzable group;

R ^c1 each independently represents a hydrogen atom or a monovalent organic group;

k1 is an integer from 0 to 3 independently;

l1 are independently integers from 0 to 3;

m1 is an integer from 0 to 3 independently;

R ^d1 is independently -Z ² -eR ³¹ _p2 R ³² _q2 R ³³ _r2 ;

^Z2 are each independently a single bond, an oxygen atom or a divalent organic group;

R ³¹ is independently -Z ^2' -CR ^32' _q2' R ^33' _r2' ;

R ³² is independently -Z ³ -SiR ³⁴ _n2 R ³⁵ _3-n2 ;

R ³³ each independently represents a hydrogen atom, a hydroxyl group or a monovalent organic group;

p2 is an integer from 0 to 3 independently;

q2 is an integer from 0 to 3 independently;

r2 is an integer from 0 to 3 independently;

Z ^2' is independently a single bond, an oxygen atom or a divalent organic group;

R ^32′ is independently -Z ³ -SiR ³⁴ _n2 R ³⁵ _3-n2 ;

R ^33' is independently a hydrogen atom, a hydroxyl group or a monovalent organic group;

q2’ is an integer from 0 to 3 independently;

r2’ is an integer from 0 to 3 independently;

Z ³ are each independently a single bond, an oxygen atom or a divalent organic group;

R ³⁴ are each independently a hydroxyl group or a hydrolyzable group;

R ³⁵ is independently a hydrogen atom or a monovalent organic group;

n2 are independently integers from 0 to 3;

R ^e1 is independently -Z ³ -SiR ³⁴ _n2 R ³⁵ _3-n2 ;

R ^f1 are each independently a hydrogen atom, a hydroxyl group or a monovalent organic group;

k2 is an integer from 0 to 3 independently;

l2 are independently integers from 0 to 3;

m2 is an integer from 0 to 3 independently;

R ^g1 and R ^h1 are independently -Z ⁴ -SiR ²⁵ _n1 R ²⁶ _3-n1 , -Z ⁴ -SiR ^a1 _k1 R ^b1 _l1 R ^c 1 _m1 , -Z ⁴ -CR ^d1 _k2 R ^e1 _l2 R ^f1 _m2 ;

Z ⁴ are each independently a single bond, an oxygen atom or a divalent organic group;

However, in formulas (S1), (S2), (S3), (S4) and (S5), there is at least one Si atom bonded to a hydroxyl group or a hydrolyzable group.

[35] A curable composition as described in any one of [1] to [32] above, wherein the aforementioned fluorinated polyether group-containing silane compound is a fluorinated polyether group-containing silane compound represented by the following formula (B3):

^{R39j -R38} _- ^NR37CO- ( ^RF4 - ^CONR37 - ^R36 - ^NR37CO ) _r - ^RF4 - ^CONR37 - ^R38 - ^R39j (B3 ₎

In the formula:

^RF4 is ^-Rf4p3 - _RFB ^- _Oq3- ;

^Rf4 is a _C1-6 alkylene group which may be substituted by 1 or more fluorine atoms;

R ^{and FB} are each independently a divalent fluoropolyether group;

p3 is 0 or 1;

q3 is 0 or 1;

R ³⁶ is independently a divalent organic group,

R ³⁷ is independently a hydrogen atom or a monovalent organic group having 1 to 8 carbon atoms,

R ³⁸ is independently a (j+1)-valent organic group,

R ³⁹ is independently -SiR ²⁵ _n1 R ²⁶ _3-n1 ,

^R25 are each independently a hydroxyl group or a hydrolyzable group;

^R26 are each independently a hydrogen atom or a monovalent organic group;

n1 is an integer from 0 to 3 independently in each (SiR ²⁵ _n1 R ²⁶ _3-n1 ) unit;

j is an integer from 1 to 9 independently,

r is an integer greater than 1.

[36] The curable composition as described in any one of [33] to [35] above, wherein R ^FB is independently a group represented by the following 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 -

Wherein, R ^Fa is independently a hydrogen atom, a fluorine atom or a chlorine atom,

a, b, c, d, e and f are each independently an integer from 0 to 200, the sum of a, b, c, d, e and f is 1 or more, and the order of presence of the repeating units marked with a, b, c, d, e or f and enclosed in parentheses in the formula is arbitrary, provided that, when all R ^Fa are hydrogen atoms or chlorine atoms, at least one of a, b, c, e and f is 1 or more.

[37] A curable composition as described in any one of [1] to [36] above, wherein the crosslinking agent is a compound represented by formula (C1):

(R ^g1 -O) _δ -Si-R ^g2 _4-δ (C1)

In the formula;

^Rg1, at each occurrence, is independently a hydrogen atom or a monovalent organic group;

R ^g2 are each independently a monovalent organic group;

δ is an integer between 2 and 4.

[38] A curable composition as described in any one of [1] to [37] above, wherein the crosslinking agent is tetraethoxysilane, tetramethoxysilane, methyltriethoxysilane, methyltrimethoxysilane, dimethyldimethoxysilane, dimethyltrimethoxysilane, aminopropyltriethoxysilane, aminopropyltrimethoxysilane, tridecafluorooctyltriethoxysilane, or tridecafluorooctyltrimethoxysilane.

[39] A hardening composition as described in any one of [1] to [38] above, wherein the catalyst is a metal complex selected from an acid, a base, a transition metal, or a tin-based catalyst, a titanium-based catalyst, a zirconium oxide-based catalyst, a bismuth-based catalyst, and an organic amine-based catalyst.

[40] A curable composition as described in any one of [1] to [39] above, wherein the catalyst is acetic acid, trifluoroacetic acid, ammonia, triethylamine, diethylamine, Ti, Ni, Sn, di-n-butyltin(IV) dilaurate, titanium diisopropoxide (ethyl acetylacetate), titanium tetra-n-butoxide, titanium tetra-2-ethylhexyloxide, titanium tetraacetylacetonate, zirconium tetraacetylacetonate, zirconium tetra-n-butoxide, zirconium dibutoxide (ethyl acetylacetate), or bismuth tris(2-ethylhexanoate).

[41] A curable composition as described in any one of [1] to [40] above, wherein the free radical polymerization initiator is a diketone, an acyloin, an acyloin ether, a thioxanthine, a benzophenone, an acetophenone, a quinone, an aminobenzoic acid, a halogen compound, an acylphosphine oxide, or a peroxide.

啉基-1-丙酮、2-苄基-2-二甲基胺基-1-(4-

啉基苯基)-丁-1-酮、蒽醌、1,4-萘醌、2-二甲基胺基苯甲酸乙酯、4-二甲基胺基苯甲酸乙酯、4-二甲基胺基苯甲酸(正丁氧基)乙酯、4-二甲基胺基苯甲酸異戊酯、4-二甲基胺基苯甲酸2-乙基己酯、苯甲醯氯、三鹵甲基苯基碸、醯基氧化膦、或二-三級丁基過氧化物、苯甲 醯甲酸甲酯、1-羥基-環己基-苯基-酮、1-〔4-(2-羥基乙氧基)-苯基〕-2-羥基-2-甲基-1-丙-1-酮、2-羥基-1-{4-〔4-(2-羥基-2-甲基-丙醯基)-苄基〕苯基}-2-甲基-丙-1-酮、2-甲基-1-(4-甲基硫基苯基)-2-

啉基丙-1-酮、2-苄基-2-二甲基胺基-1-(4-

啉基苯基)-1-丁酮、2-(二甲基胺基)-2-〔(4-甲基苯基)甲基〕-1-〔4-(4-

啉基)苯基〕-1-丁酮、雙(2,4,6-三甲基苯甲醯基)-苯基氧化膦、雙(η5-2,4-環戊二烯-1-基)-雙(2,6-二氟-3-(1H-吡咯-1-基)-苯基)鈦、1,2-辛二酮，1-〔4-(苯基硫基)-，2-(O-苯甲醯基肟)〕、乙酮，1-〔9-乙基-6-(2-甲基苯甲醯基)-9H-咔唑-3-基〕-，1-(0-乙醯肟)、2-羥基-2-甲基-1-苯基-丙-1-酮、2,4,6-三甲基苯甲醯基-二苯基-氧化膦、三級丁基氫過氧化物、氫過氧化異丙苯、二異丙苯氫過氧化物、對薄荷烷過氧化氫、或三級甲基丁基氫過氧化物。 [42] The curable composition as described in any one of [1] to [41] above, wherein the radical polymerization initiator is benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, thiothione, 2,4-diethylthiothione, thiothione-4-sulfonic acid, benzophenone, 4,4'-bis(dimethylamino)benzophenone, 4,4'-bis(diethylamino)benzophenone, acetophenone, 2-(4-toluenesulfonyloxy)-2-phenylacetophenone, p-dimethylaminoacetophenone, 2,2'-dimethoxy-2-phenylacetophenone, p-methoxyacetophenone, 2-methyl [4-(methylthio)phenyl]-2-

1-Phenylpropanone, 2-benzyl-2-dimethylamino-1-(4-

1-Butanone, anthraquinone, 1,4-naphthoquinone, ethyl 2-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate (n-butoxy) ethyl 4-dimethylaminobenzoate, isoamyl 4-dimethylaminobenzoate, 2-ethylhexyl 4-dimethylaminobenzoate, benzoyl chloride, trihalomethylphenyl sulfone, acylphosphine oxide, or di-tert-butyl peroxide benzoic acid methyl ester, 1-hydroxy-cyclohexyl-phenyl-ketone, 1-[4-(2-hydroxyethoxy)-phenyl]-2-hydroxy-2-methyl-1-propan-1-one, 2-hydroxy-1-{4-[4-(2-hydroxy-2-methyl-propionyl)-benzyl]phenyl}-2-methyl-propan-1-one, 2-methyl-1-(4-methylthiophenyl)-2-

1-Phenylpropanone, 2-benzyl-2-dimethylamino-1-(4-

1-Butanone, 2-(dimethylamino)-2-[(4-methylphenyl)methyl]-1-[4-(4-

1-Butanone, bis(2,4,6-trimethylbenzyl)-phenylphosphine oxide, bis(η5-2,4-cyclopentadien-1-yl)-bis(2,6-difluoro-3-(1H-pyrrol-1-yl)-phenyl)titanium, 1,2-octanedione, 1-〔4-(phenylthio)-, 2-(O-benzyloxime)〕, ethyl ketone, 1-〔9-ethyl- 6-(2-methylbenzyl)-9H-carbazol-3-yl]-, 1-(0-acetyl oxime), 2-hydroxy-2-methyl-1-phenyl-propan-1-one, 2,4,6-trimethylbenzyl-diphenyl-phosphine oxide, tertiary butyl hydroperoxide, isopropylbenzene hydroperoxide, diisopropylbenzene hydroperoxide, p-menthane hydroperoxide, or tertiary methyl butyl hydroperoxide.

[43] A hardening composition as described in any one of [1] to [42] above, further comprising a solvent.

[44] A hardened material obtained from the hardening composition described in any one of [1] to [43] above.

[45] An article comprising a substrate and a layer formed on the surface of the substrate by a curable composition described in any one of [1] to [43] above.

According to the present disclosure, a hardening composition with excellent hardening properties can be provided.

When used in this specification, "monovalent organic group" means a univalent group containing carbon. There is no particular limitation on the monovalent organic group, but it can be a alkyl group or its derivative. The derivative of the alkyl group means a group having one or more N, O, S, Si, amide, sulfonyl, siloxane, carbonyl, carbonyloxy, etc. at the end of the alkyl group or in the molecular chain. Moreover, when "organic group" is shown alone, it means a monovalent organic group. In addition, "divalent organic group" means a divalent group containing carbon. As the divalent organic group, a divalent group is listed in which one hydrogen atom is further detached from the organic group. The same is true for trivalent or higher organic groups, which means a group in which a predetermined number of hydrogen atoms are detached from the organic group.

When used in this specification, "alkyl" means a group containing carbon and hydrogen, and means a group in which a hydrogen atom is separated from a hydrocarbon. The alkyl group is not particularly limited, but includes C _1-20 alkyl groups, such as aliphatic alkyl groups, aromatic alkyl groups, etc. The above-mentioned "aliphatic alkyl group" may be any of a straight chain, a branched chain or a ring, and may be any of saturated or unsaturated. In addition, the alkyl group may contain one or more ring structures. The alkyl group may be substituted by one or more substituents.

When used in the present specification, the substituent of the "alkyl group" is not particularly limited, but includes, for example, a halogen atom, and one or more groups selected from _C1-6 alkyl groups, C2-6 alkenyl groups, _C2-6 alkynyl groups, _C3-10 cycloalkyl groups, _C3-10 unsaturated cycloalkyl groups, _5-10 membered heterocyclic groups, 5-10 membered unsaturated heterocyclic groups, _C6-10 aryl groups, and 5-10 membered heteroaryl groups which may be substituted with one or more halogen atoms.

When used in this specification, "hydrolyzable group" means a group that can undergo hydrolysis reaction, that is, a group that can be separated from the main skeleton of the compound by hydrolysis reaction. Examples of hydrolyzable groups include ^-ORj , ^-OCORj , -ON= ^CRj2 , _{-NRj2 ,} ^-NHRj , ^-NCO , -NCO, or halogen (in this formula, ^Rj represents a substituted or unsubstituted _C1-4 alkyl group) and the like.

The curable composition disclosed herein includes:

Component (A): a fluorinated polyether-containing acrylic compound containing a (meth) acrylic group, a hydrolyzable silyl group, and a fluorinated polyether group,

Component (B): A silane compound containing a fluorinated polyether group and a hydrolyzable silyl group,

Ingredient (C): Crosslinking agent,

Ingredient (D): Catalyst,

Component (E): free radical polymerization initiator, and

Ingredient (F): Solvent.

Component (A): A fluorinated polyether-containing acrylic compound containing a (meth)acrylic group, a hydrolyzable silyl group, and a fluorinated polyether group.

The curable composition disclosed herein includes a fluorinated polyether-containing acrylic compound containing a (meth) acrylic group, a hydrolyzable silyl group, and a fluorinated polyether group. The curable composition disclosed herein has UV curability by including the above-mentioned fluorinated polyether-containing acrylic compound. Here, the (meth) acrylic group includes an acrylic group and a methacrylic group.

The above-mentioned fluorinated polyether group-containing acrylic compound contains a (meth) acrylic group, a hydrolyzable silyl group, and a fluorinated polyether group in the molecule.

In a preferred embodiment, the above-mentioned fluorinated polyether-containing acrylic compound comprises a compound represented by the following formula (A1), (A2) or (A3):

R ^F1 -X ^A -X ^B R ^Ac _m (A1)

R ^Ac _m X ^B -X ^A -R ^F2 -X ^A -X ^B R ^Ac _m (A2)

R ^Ac _m X ^B -X ^A -(R ^F2 -R ^g -R ^a (R ^Ac ) _m3 -R ^g ) _x -R ^F2 -X ^A -X ^B R ^Ac _m (A3)

In the formula:

^RF1 is ^Rf1 - ^RF - _Oq- ,

R ^F2 is independently Rf ² _p -R ^F -O _q -,

^Rf1 is a _C1-16 alkyl group which may be substituted by 1 or more fluorine atoms,

^Rf2 is a _C1-6 alkylene group which may be substituted by 1 or more fluorine atoms,

R ^{and F} are independently divalent fluoropolyether groups,

p is 0 or 1,

q is independently 0 or 1,

X ^{and A} are independently a single bond or a divalent organic group,

X ^{and B} are independently (m+1)-valent bases,

However, in each formula, at least one ^XB is a (m+1)-valent group containing a hydrolyzable silicon group.

R ^Ac are independently -X ^D -X ^E (-X ^F -OCO-CR ⁵ =CH ₂ ) _m' ,

X ^D is a single bond or a divalent group,

^XE is a single bond or a (m'+1) valence base,

X ^{and F} are independently a single bond or a divalent group,

^R5 is a hydrogen atom, a halogen atom, or a monovalent organic group having 1 to 8 carbon atoms,

m’ is an integer from 1 to 10,

m is an integer from 0 to 10 independently.

R ^a is independently an organic group with a valence of (m3+2),

m3 is an integer from 0 to 4,

However, at least one of m and m3 is greater than 1,

R ^g is independently -NR ^c CO- ^Re -, -NR ^c COO- ^Re -, or -NR ^c CONR ^{c -Re} -, wherein the left side of these groups is bonded to ^Ra ,

R ^c are each independently a hydrogen atom, a C _1-6 alkyl group, or a C _6-16 aryl group,

R ^e each independently represents a single bond or a divalent organic group,

x is an integer greater than 1.

In one embodiment, the above-mentioned fluorinated polyether group-containing acrylic compound includes a compound represented by formula (A1) or (A2). For example, the above-mentioned fluorinated polyether group-containing acrylic compound is a compound represented by formula (A1) or (A2).

In one embodiment, the above-mentioned fluorinated polyether group-containing acrylic compound includes a compound represented by formula (A1). For example, the above-mentioned fluorinated polyether group-containing acrylic compound is a compound represented by formula (A1).

In one embodiment, the above-mentioned fluorinated polyether group-containing acrylic compound includes a compound represented by formula (A2). For example, the above-mentioned fluorinated polyether group-containing acrylic compound is a compound represented by formula (A2).

In one embodiment, the above-mentioned fluorinated polyether group-containing acrylic compound includes a compound represented by formula (A3). For example, the above-mentioned fluorinated polyether group-containing acrylic compound is a compound represented by formula (A3).

In a preferred embodiment, the above-mentioned fluorinated polyether group-containing acrylic compound includes a compound represented by formula (A2) and/or a compound represented by formula (A3). For example, the above-mentioned fluorinated polyether group-containing acrylic compound is a compound represented by formula (A2) and/or a compound represented by formula (A3).

In other preferred embodiments, the above-mentioned fluorinated polyether group-containing acrylic compound includes a compound represented by formula (A2) and a compound represented by formula (A3). For example, the above-mentioned fluorinated polyether group-containing acrylic compound is a compound represented by formula (A2) and a compound represented by formula (A3).

The molar ratio (compounds at both ends/compounds at one end) of the compound having (meth)acrylic acid groups at both ends (e.g., the compound represented by formula (A2) and the compound represented by formula (A3)) and the compound having (meth)acrylic acid groups at one end (e.g., the compound represented by formula (A1)) is preferably 50/50 to 100/0, more preferably 60/40 to 100/0, and even more preferably 90/10 to 100/0.

In the above formula (A1), ^RF1 is ^Rf1 - ^RF - _Oq- .

In the above formulae (A2) and (A3), ^RF2 is ^-Rf2p _- ^RF - _Oq- .

In the above formula, ^Rf1 is a _C1-16 alkyl group which may be substituted with 1 or more fluorine atoms.

The "C _1-16 alkyl" in the above C _1-16 alkyl group which may be substituted with 1 or more fluorine atoms may be a straight chain or a branched chain, preferably a straight chain or a branched chain 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.

The above ^Rf1 is preferably a _C1-16 alkyl group which may be substituted with one or more fluorine atoms, more preferably _{a CF2HC1-15perfluoroalkylene} group, and even more preferably a _{C1-16perfluoroalkyl} group.

The C _1-16 perfluoroalkyl group may be a linear or branched chain, preferably a linear or branched C _1-6 perfluoroalkyl group, especially a 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 .

In the above formula, ^Rf2 is independently a _C1-6 alkylene group which may be substituted with 1 or more fluorine atoms.

The "C _1-6 alkylene group" in the above C _1-6 alkylene group which may be substituted with 1 or more fluorine atoms may be a straight chain or a branched chain, preferably a straight chain or a branched chain C _1-3 alkylene group, more preferably a straight chain C _1-3 alkylene group.

The above ^Rf2 is preferably a _C1-6 alkylene group which may be substituted with one or more fluorine atoms, more preferably a _C1-6 perfluoroalkylene group, and even more preferably a _C1-3 perfluoroalkylene group.

The C _1-6 perfluoroalkylene group may be a linear or branched chain, preferably a linear or branched chain C _1-3 perfluoroalkylene group, more preferably a linear chain C _1-3 perfluoroalkylene group, specifically -CF ₂ -, -CF ₂ CF ₂ -, or -CF ₂ CF ₂ CF ₂ -.

In the above formula, p is 0 or 1. In one embodiment, p is 0. In another embodiment, p is 1.

In the above formula, q is independently 0 or 1. In one embodiment, q is 0. In another embodiment, q is 1.

In the above formulae (A1) to (A3), ^RF is independently a divalent fluoropolyether group.

^RF is preferably a linear divalent fluoropolyether group. By using a linear divalent fluoropolyether group, the viscosity becomes relatively low, and the coating property and workability are improved.

^RF is preferably a group represented by the following 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 are each independently a hydrogen atom, a fluorine atom or a chlorine atom,

a, b, c, d, e and f are each independently an integer from 0 to 200, and the sum of a, b, c, d, e and f is 1 or more. The order of the repetitive units marked with a, b, c, d, e or f and enclosed in parentheses in the formula is arbitrary. 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.

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 are preferably integers between 0 and 100 independently.

The sum of a, b, c, d, e and f is preferably 5 or more, more preferably 10 or more, for example 15 or more or 20 or more. The sum of a, b, c, d, e and f is preferably 200 or less, more preferably 100 or less, and even more preferably 60 or less, for example 50 or less or 30 or less.

These repeating units may be in the form of _a linear chain or a branched chain, and _may include a ring structure. For example, -( _OC6F12 )- may be -( _{OCF2CF2CF2CF2CF2CF2CF2CF2} )-, -(OCF( _CF3 ) _{CF2CF2CF2CF2CF2} )-, -( _{OCF2CF (} CF3) _{CF2CF2CF2CF2 )} -, -( _{OCF2CF2CF (} CF3)CF2CF2CF2) _- , _- ( _{OCF2CF2CF (CF3)CF2CF2CF2)-, -(OCF2CF2CF2CF2CF(CF3)CF2CF2 ) - , - ( OCF2CF2CF2CF2CF ( CF3 ) CF2} )-, -( _{OCF2CF2CF2CF2CF} ( _CF3 ) _CF2 )-, -( _{OCF2CF2CF2CF2CF2CF} ( _{CF3 )} )- _, and the like. -( _OC5F10 )- may be -( _{OCF2CF2CF2CF2CF2CF2 ) -} , -(OCF( _CF3 ) _{CF2CF2CF2CF2 )} -, -( _{OCF2CF (} CF3 _{)CF2CF2CF2 ) - ,} -( _OCF2CF2CF ( _CF3 ) _CF2CF2 )-, -(OCF2CF2CF( _CF3 ) _CF2 )-, - _{( OCF2CF2CF2CF ( CF3} ))- _, or the like. -( _OC4F8 )- may be any one of -( _{OCF2CF2CF2CF2 ) -} , -(OCF( _CF3 ) _CF2CF2 ) _- , -( _OCF2CF ( _{CF3 ) CF2} )-, -( _OCF2CF2CF ( _{CF3 ) ) -, -(OC(CF3)2CF2)-, -(OCF2C(CF3)2 ) - , - (} OCF( _CF3 )CF( _CF3 ))-, -(OCF( _C2F5 ) _{CF2 )} -, and -( _OCF2CF ( _{C2F5 )} )-. -(OC ₃ F ₆ )- (that is, in the above formula, R ^Fa is a fluorine atom) may be any of -(OCF ₂ CF ₂ CF ₂ )-, -(OCF(CF ₃ )CF ₂ )-, and -(OCF ₂ CF(CF ₃ ))-. -(OC ₂ F ₄ )- may be any of -(OCF ₂ CF ₂ )- and -(OCF(CF ₃ ))-.

The above ring structure may be a three-membered ring, a four-membered ring, a five-membered ring, or a six-membered ring.

[Where * indicates the key position]

In one embodiment, the above-mentioned repeating units are in a straight chain shape. By setting the above-mentioned repeating units in a straight chain shape, the durability of the hardened layer can be improved.

In one embodiment, the above-mentioned repeating unit is in the form of a branched chain.

In one embodiment, R ^{and F} are each independently a group represented by any one of the following formulae (f1) to (f6).

-(OC ₃ F ₆ ) _d -(OC ₂ F ₄ ) _e - (f1)

[Wherein, d is an integer from 1 to 200, e is 0 or 1, preferably 1];

-(OC ₄ F ₈ ) _c -(OC ₃ F ₆ ) _d -(OC ₂ F ₄ ) _e -(OCF ₂ ) _f - (f2)

[In the formula, c and d are independently integers greater than 0 and less than 30, e and f are independently integers greater than 1 and less than 200,

The sum of c, d, e and f is greater than 2,

The order of the repeated units marked with c, d, e or f and enclosed in brackets in the formula is arbitrary];

-(R ⁶ -R ⁷ ) _g - (f3)

[wherein, R ⁶ is OCF ₂ or OC ₂ F ₄ ,

^R7 may be _a group selected from _OC2F4 , _{OC3F6 , OC4F8} , _OC5F10 and _OC6F12 , or _a combination _of 2 or 3 groups independently selected from these groups _.

g is an integer from 2 to 100];

-(R ⁶ -R ⁷ ) _g -R ^r -(R ^7' -R ^6' ) _g' - (f4)

[wherein, R ⁶ is OCF ₂ or OC ₂ F ₄ ,

^R7 may be _a group selected from _OC2F4 , _{OC3F6 , OC4F8} , _OC5F10 and _OC6F12 , or _a combination _of 2 or 3 groups independently selected from these groups _.

R ^6' is OCF ₂ or OC ₂ F ₄ ,

R ^7' may be 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 a combination of 2 or 3 groups independently selected from these groups.

g is an integer from 2 to 100,

g’ is an integer from 2 to 100,

R ^r is

(where * indicates the key position)];

-(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 - (f5)

[In the formula, e is an integer greater than 1 and less than 200, a, b, c, d, and f are each independently an integer greater than 0 and less than 200, and the order of the repeated units marked with a, b, c, d, e, or f and enclosed in parentheses in the formula is arbitrary]

-(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 - (f6)

[In the formula, f is an integer greater than 1 and less than 200, a, b, c, d, and e are each independently an integer greater than 0 and less than 200, and the order of the repeated units marked with a, b, c, d, e, or f and enclosed in parentheses in the formula is arbitrary]

In the above formula (f1), d is preferably an integer of 5 to 200, more preferably 10 to 100, and even more preferably 15 to 50, for example, 25 to 35. In one embodiment, e is 1. In another embodiment, e is 0. (OC ₃ F ₆ ) in the above formula (f1) is preferably a group represented by (OCF ₂ CF ₂ CF ₂ ), (OCF ₂ CF(CF ₃ )) or (OCF(CF ₃ )CF ₂ ), and more preferably a group represented by -(OCF ₂ CF ₂ CF ₂ ) _d -. (OC ₂ F ₄ ) in the above formula (f1) is preferably a group represented by (OCF ₂ CF ₂ ), or (OCF(CF ₃ )), and more preferably a group represented by (OCF ₂ CF ₂ ).

In the above formula (f2), e and f are each independently preferably an integer of 5 to 200, more preferably an integer of 10 to 200. In addition, the sum of c, d, e and f is preferably 5 or more, more preferably 10 or more, for example, 15 or more or 20 or more. In one embodiment, the above formula (f2) is preferably a group represented by -(OCF ₂ CF ₂ CF ₂ CF ₂ ) _c -(OCF ₂ CF ₂ CF ₂ ) _d -(OCF ₂ CF ₂ ) _e -(OCF ₂ ) _f -. In other embodiments, the formula (f2) may be a group represented by -(OC ₂ F ₄ ) _e -(OCF ₂ ) _f -.

In the _above formula (f3), ^R6 _{is preferably OC2F4. In the above formula (f3), R7 is preferably a group selected from OC2F4, OC3F6 and OC4F8} ^, _{or a combination of} two or three groups independently selected from these groups, and more preferably _a group selected from _OC3F6 and _{OC4F8 . The combination of two or three groups independently selected from OC2F4 , OC3F6 and OC4F8 is not particularly limited , but examples thereof include : -OC2F4OC3F6- , -OC2F4OC4F8- , -OC3F6OC2F4- , -OC3F6OC3F6- , -OC3F6OC4F8- , -OC4F8OC4F8- , -OC4F8OC3F6- , -OC4F8OC2F4- , -OC2F4OC2F4OC3F6- , -OC2F4OC2F4OC4F8- , -OC2F4OC3F6OC2F4- , -OC ​ ​ ​ ​ ​ ​ ​ ​ 2} F ₄ OC ₃ F ₆ OC ₃ F ₆ -, -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 ₃ F ₆ OC ₂ F ₄ OC ₃ F ₆ -, -OC 3 F _{6 OC 3 F 6 OC 2 F 4} -, and -OC ₄ F ₈ OC ₂ F ₄ OC _{2 F 4} -. In the above formula (f3), g is preferably an integer of 3 or more, more preferably an integer of 5 or more. The above g is preferably an integer of 50 or less. In the above formula (f3), _OC2F4 , _OC3F6 , _OC4F8 , _OC5F10 and _OC6F12 may be a straight chain or a _branched chain _{, preferably a straight chain. In this aspect, the above formula (f3) is preferably -(OC2F4 - OC3F6 ) g- or - ( OC2F4 - OC4F8 ) g- .}

In the above formula (f4), R ⁶ , R ⁷ and g have the same meanings and aspects as those described in the above formula (f3). R ^{6 '} , R ^{7 '} and g' have the same meanings and aspects as those described in the above formula (f3). R ^r is preferably

[Where * indicates the key position],

Better to

[Where * indicates the key position].

In the above formula (f5), e is preferably an integer greater than 1 and less than 100, and more preferably an integer greater than 5 and less than 100. The sum of a, b, c, d, e and f is preferably greater than 5, and more preferably greater than 10, for example, greater than 10 and less than 100.

In the above formula (f6), f is preferably an integer greater than 1 and less than 100, and more preferably an integer greater than 5 and less than 100. The sum of a, b, c, d, e and f is preferably greater than 5, and more preferably greater than 10, for example, greater than 10 and less than 100.

In one embodiment, the above-mentioned ^RF is a group represented by the above-mentioned formula (f1) or (f2).

In one embodiment, the above-mentioned ^RF is a group represented by the above-mentioned formula (f1).

In one embodiment, the above-mentioned ^RF is a group represented by the above-mentioned formula (f2).

In one embodiment, the above-mentioned ^RF is a group represented by the above-mentioned formula (f3) or (f4).

In one embodiment, the above-mentioned ^RF is a group represented by the above-mentioned formula (f3).

In one embodiment, the above-mentioned ^RF is a group represented by the above-mentioned formula (f4).

In one embodiment, the above-mentioned ^RF is a group represented by the above-mentioned formula (f5).

In one embodiment, the above-mentioned ^RF is a group represented by the above-mentioned formula (f6).

In the above ^RF , the ratio of e to f (hereinafter referred to as "e/f ratio") is 0.1 to 10, preferably 0.2 to 5, more preferably 0.2 to 2, still more preferably 0.2 to 1.5, and still more preferably 0.2 to 0.85. By setting the e/f ratio to 10 or less, the durability and chemical resistance (for example, durability to artificial sweat) of the cured layer obtained from the compound are further improved. The smaller the e/f ratio, the further the durability and chemical resistance of the cured layer are improved. On the other hand, by setting the e/f ratio to 0.1 or more, the stability of the compound can be further improved. The larger the e/f ratio, the further the stability of the compound is improved.

In one embodiment, the above e/f ratio is preferably 0.2 to 0.95, and more preferably 0.2 to 0.9.

In one embodiment, from the perspective of heat resistance, the above e/f ratio is preferably greater than 1.0, and more preferably 1.0 to 2.0.

The number average molecular weight of ^RF1 and ^RF2 in the above fluorinated polyether group-containing acrylic compound is not particularly limited, but is, for example, 500 to 30,000, preferably 1,500 to 30,000, and more preferably 2,000 to 10,000. In this specification, the number average molecular weight of ^RF1 and ^RF2 is the value measured by ¹⁹ F-NMR.

In the above formulae (A1) to (A3), R ^Ac is independently -X ^D -X ^E (-X ^F -OCO-CR ⁵ =CH ₂ ) _m' .

The above X ^D is a single bond, or a divalent group, such as a divalent organic group

^XD is preferably -O-, -CO-, -COO-, -OCO-, -CONH-, -NHCO-, -OCONH-, -NHCOO-, -NH-CO-NH- _{, -CH2CH} (OH) _CH2- , _-CH ( _CH2OH )CH2-, -( ^OSiR142 ) _d5- ,

[Where * and ** show the bond positions, * is bonded to X ^B , ** is bonded to X ^E ],

R ¹⁴ is a C _1-6 alkyl group or a C _6-16 aryl group,

d5 is an integer from 1 to 10. The left side of these bases is bonded to X ^B .

^XD is more preferably -CONH-, -CH ₂ CH(OH)CH ₂ - or -CH(CH ₂ OH)CH ₂ -, and even more preferably -CONH-.

The above-mentioned ^XE is a single bond or a (m'+1)-valent group.

In one aspect, ^XE is a single key.

In one embodiment, ^XE is a trivalent or tetravalent group as shown below.

-XG-X ^H

[Where:

X ^G is a single key.

C _1-6 alkylene,

-(CH ₂ ) _z9 -O-(CH ₂ ) _z10 -(wherein z9 is an integer from 0 to 6, for example, an integer from 1 to 6, and z10 is an integer from 0 to 6, for example, an integer from 1 to 6), or -(CH ₂ ) _z11 -phenylene-(CH ₂ ) _z12 -(wherein z11 is an integer from 0 to 6, for example, an integer from 1 to 6, and z12 is an integer from 0 to 6, for example, an integer from 1 to 6),

X ^H is the following

^R8 is a hydrogen atom or a _C1-6 alkyl group]

The C _1-6 alkylene group may be a straight chain or a branched chain, preferably a straight chain.

In a preferred embodiment, the C _1-6 alkylene group is a C _2-4 alkylene group.

The C _1-6 alkyl group is preferably a C _1-3 alkyl group, more preferably a methyl group.

The above X and ^F are each independently a single bond or a divalent group, such as a divalent organic group (preferably a divalent organic group having 1 to 10 carbon atoms).

In one embodiment, X ^F is

Single key,

C _1-6 alkylene,

-(CH ₂ ) _z5 -O-(CH ₂ ) _z6 -(wherein z5 is an integer from 0 to 6, such as an integer from 1 to 6, and z6 is an integer from 0 to 6, such as an integer from 1 to 6), or

-(CH ₂ ) _z7 -phenylene-(CH ₂ ) _z8 - (wherein z7 is an integer from 0 to 6, such as an integer from 1 to 6, and z8 is an integer from 0 to 6, such as an integer from 1 to 6). These groups may be substituted with one or more substituents selected from fluorine atoms, C _1-6 alkyl groups, C _2-6 alkenyl groups, and C _2-6 alkynyl groups, but are preferably unsubstituted. The left side of these groups is bonded to X ^B .

The C _1-6 alkylene group may be a straight chain or a branched chain, preferably a straight chain.

In a preferred embodiment, ^XF is C _1-6 alkylene, more preferably C _2-4 alkylene.

In one aspect, ^XD , ^XE , and ^XF are single bonds.

The above R ⁵ is a hydrogen atom, a halogen atom, or a monovalent organic group having 1 to 8 carbon atoms.

The monovalent organic group is preferably a C _1-8 alkyl group, a C _3-8 cycloalkyl group, or a C _5-8 aryl group, more preferably a C _1-6 alkyl group or a phenyl group, still more preferably a C _1-3 alkyl group, and particularly preferably a methyl group.

In one embodiment, R ⁵ is a hydrogen atom.

In one embodiment, R ⁵ is methyl.

The above m' is an integer from 1 to 10, preferably an integer from 1 to 3, and more preferably 1.

In the above formulae (A1) to (A3), X ^{and A} are independently a single bond or a divalent organic group.

In one embodiment, X ^{and A} are each independently a single bond or a divalent organic group not containing a urethane bond.

In a preferred embodiment, X ^{and A} are independently single bonds or groups as shown below.

-(C _α R ¹¹ _2α ) _s1 -R ¹² _t1 -

[Where:

R ¹¹ is independently a hydrogen atom or a fluorine atom,

α is an integer from 1 to 10 independently.

R ¹² is independently -O-, -CO-, -CONH-, -NHCO-, -COO-, -OCO-, or -OCONH-,

s1 is an integer from 0 to 3,

t1 is an integer between 0 and 3,

The sum of s1 and t1 is greater than 1,

The order of the repeated units marked with s1 or t1 and enclosed in parentheses in the formula is arbitrary]

Also, in the formula, the left side is bonded to R ^F1 or R ^F2 .

In one aspect, ^XA is a single key.

In one embodiment, ^XA is independently -(C _α R ¹¹ _2α ) _s1 -R ¹² _t1 - as described above.

The above R ¹¹ is preferably a hydrogen atom.

The above α is preferably an integer from 1 to 6 independently, more preferably an integer from 1 to 4, and even more preferably an integer from 2 to 4.

The above R ¹² is preferably independently -O-, -CO-, -NR ¹⁰ -, -CONH- or -COO-, and more preferably -CONH-.

The above R ¹⁰ is a hydrogen atom or a C _1-6 alkyl group, preferably a hydrogen atom.

The above s1 is preferably an integer from 1 to 3, more preferably 1 or 2, and even more preferably 1.

The above t1 is preferably an integer between 0 and 2, more preferably 1 or 2, and even more preferably 1.

In the better samples,

R ¹¹ is a hydrogen atom,

α is an integer between 2 and 4,

R ¹² is -O-, -CO-, -NR ¹⁰ -, -CONH-, or -COO-,

^R10 is a hydrogen atom or a _C1-6 alkyl group,

s1 is 1 or 2,

t1 is 0 or 1.

In a more preferred embodiment, X ^A is -CONR ¹⁰ -C _α1 H _2α1 -, -(C _α2 H _2α2 )-OCONR ¹⁰ -, -(C _α3 H _2α3 )-, or -(C _α4 H _2α4 )-O-(C _α5 H _2α5 ),

^R10 is a hydrogen atom or a _C1-6 alkyl group,

α1 is an integer from 1 to 10,

α2 is an integer from 1 to 10,

α3 is an integer from 1 to 10,

α4 is an integer between 0 and 6,

α5 is an integer from 0 to 6. The left side of these bases is bonded to R ^F1 or R ^F2 .

^XA is preferably -CONH-C _α H _2α -. The left side of these groups is bonded to ^RF1 or ^RF2 .

The above-mentioned C _α1 H _2α1 is preferably (CH ₂ ) _α1 .

The above-mentioned C _α2 H _2α2 is preferably (CH ₂ ) _α2 .

The above-mentioned C _α3 H _2α3 is preferably (CH ₂ ) _α3 .

The above-mentioned C _α4 H _2α4 is preferably (CH ₂ ) _α4 .

The above-mentioned C _α5 H _2α5 is preferably (CH ₂ ) _α5 .

In the above formulae (A1) to (A3), ^XB is independently a (m+1)-valent group. However, in each formula, at least one ^XB is a (m+1)-valent group containing a hydrolyzable silicon group.

In one embodiment, X ^{and B} are each independently a (m+1)-valent group containing a hydrolyzable silicon group.

In one embodiment, X ^{and B} each independently comprise a radical as shown below,

SiR ¹ _nb R ^sb _4-nb

[Where:

^R1 is a hydroxyl group or a hydrolyzable group,

R ^sb is a single bond.

nb is 1 or 2],

Or, the base shown below.

X ^Ba (R ^Si ) _na

[Where:

X ^Ba are independently (m+na+1)-valence bases,

R ^Si are independently -X ^C -SiR ¹ _n' R ² _3-n' ,

X ^C is a divalent organic group having 1 to 10 carbon atoms,

^R1 is independently a hydroxyl group or a hydrolyzable group,

^R2 is independently a hydrogen atom or a monovalent organic group,

n’ is an integer from 1 to 3,

na is an integer from 1 to 10]

In one embodiment, X ^B is independently X ^Ba (R ^Si ) _na .

[Where:

X ^Ba are independently (m+na+1)-valence bases,

R ^Si are independently -X ^C -SiR ¹ _n' R ² _3-n' ,

X ^C is a divalent organic group having 1 to 10 carbon atoms,

^R1 is independently a hydroxyl group or a hydrolyzable group,

^R2 is independently a hydrogen atom or a monovalent organic group,

n’ is an integer from 1 to 3,

na is an integer from 1 to 10]

In these aspects, formula (A1) and (A2) are respectively represented by the following formula (A1-a) and (A2-a):

R ^F1 -X ^A -X ^Ba R ^Si _na R ^Ac _m (A1-a)

R ^Ac _m R ^Si _na X ^Ba -X ^A -R ^F2 -X ^A -X ^Ba R ^Si _na R ^Ac _m (A2-a)

[In the formula, all symbols are the same as above]

In the above formulae (A1) to (A3), R ^Si is independently -X ^C -SiR ¹ _n' R ² _3-n' .

The above X ^C is a divalent organic group having 1 to 10 carbon atoms.

In one embodiment, X ^C is C _1-6 alkylene,

-(CH ₂ ) _z1 -O-(CH ₂ ) _z2 -(wherein z1 is an integer from 0 to 6, for example, an integer from 1 to 6, and z2 is an integer from 0 to 6, for example, an integer from 1 to 6),

-(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), or -(CH ₂ ) _z13 -OCONH-(CH ₂ ) _z14 - (wherein z13 is an integer from 0 to 6, and z14 is an integer from 0 to 6). These groups may be substituted with one or more substituents selected from fluorine atoms, C _1-6 alkyl groups, C _2-6 alkenyl groups, and C _2-6 alkynyl groups, but are preferably unsubstituted. The left side of these groups is bonded to X ^B .

The C _1-6 alkylene group may be a straight chain or a branched chain, preferably a straight chain.

In a preferred embodiment, X ^C is C _1-6 alkylene, more preferably C _2-4 alkylene.

The above R ^1's are each independently a hydroxyl group or a hydrolyzable group.

It is preferred that R1 ^'s are each independently a hydrolyzable group.

R ¹ is preferably independently -OR ^h , -OCOR ^h , -ON=CR ^h ₂ , -NR ^h ₂ , -NHR ^h , -NCO, or halogen (in the formulas, R ^h represents a substituted or unsubstituted C _1-4 alkyl group), more preferably -OR ^h (i.e., alkoxy group). R ^h includes unsubstituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, etc.; substituted alkyl groups such as chloromethyl, etc. Among them, alkyl groups are preferred, especially unsubstituted alkyl groups, and methyl or ethyl groups are more preferred. In one embodiment, R ^h is methyl, and in another embodiment, R ^h is ethyl.

The above ^R2 is independently a hydrogen atom or a monovalent organic group. These monovalent organic groups are monovalent organic groups other than the above-mentioned hydrolyzable groups.

In R ² , the monovalent organic group is preferably a C _1-20 alkyl group, more preferably a C _1-6 alkyl group, and even more preferably a methyl group.

In the above formula, n' in each (SiR ¹ _n' R ² _3-n' ) unit is independently an integer from 1 to 3, preferably 2 or 3, and more preferably 3.

The above na is preferably an integer from 1 to 6, more preferably an integer from 1 to 3, and particularly preferably 1.

In one embodiment, the above X ^Ba is a trivalent group, preferably

，

。於一態樣中，上述-C(-O-)-為O鍵結至R^Si。於其他態樣中，-C(-O-)-為O鍵結至R^Ac。

,

In one embodiment, the above-mentioned -C(-O-)- is O-bonded to R ^Si . In other embodiments, the -C(-O-)- is O-bonded to R ^Ac .

In a preferred embodiment, X ^Ba is N. In this case, m is 1 and n is 1.

In other aspects, X ^{and B} are each independently a group including a group represented by SiR ¹ _nb R ^sb _4-nb ,

[Where:

^R1 is a hydroxyl group or a hydrolyzable group,

R ^sb is a single key.

nb is 1 or 2]

Preferred is a group represented by -X ^Bb -SiR ¹ _nb R ^sb _4-nb .

[Where:

X ^Bb is a single bond or a divalent base,

^R1 is a hydroxyl group or a hydrolyzable group,

R ^sb is a single bond.

nb is 1 or 2]

In these aspects, formula (A1) and (A2) are respectively represented by the following formula (A1-b) and (A2-b):

R ^F1 -X ^A -X ^Bb -SiR ^a _nb R ^Ac _m (A1-b)

R ^Ac _m R ^a _nb Si-X ^Bb -X ^A -R ^F2 -X ^A -X ^Bb -SiR ^a _nb R ^Ac _m (A2-b)

[In the formula, each symbol has the same meaning as above]

In one state, nb is 1.

In other cases, nb is 2.

In one aspect, X ^Bb is a single key.

In other aspects, ^XBb is a divalent group, a _C1-6 alkylene group.

In the above formulas (A1) and (A2), m is an integer from 0 to 10 independently, and n is an integer from 1 to 10 independently.

m is preferably an integer from 1 to 10, more preferably an integer from 1 to 6, even more preferably an integer from 1 to 3, and even more preferably 1.

n is preferably an integer from 1 to 6, more preferably an integer from 1 to 3, and particularly preferably 1.

In the optimal case, m is 1 and n is 1.

In the above (A3), ^Ra is independently an organic group having a valence of (m3+2).

In one embodiment, Ra ^is a radical represented by the following formula:

-R ⁹ -(R ^a' -R ⁹ ) _k -

[Where:

R ⁹ are each independently C _1-6 alkylene,

R ^a' is independently a trivalent group, such as a trivalent organic group,

k is an integer from 1 to 4]

In these groups, the above-mentioned -C(-O-)- is O-bonded to R ^Ac .

R ⁹ is preferably a C _1-4 alkylene group, more preferably a C _2-4 alkylene group.

In one embodiment, k is 0.

In other forms, k is an integer from 1 to 4.

In the preferred embodiment, k is an integer between 1 and 2.

In one embodiment, k is 1.

In one embodiment, k is 2.

In one embodiment, Ra ^' is independently a trivalent group containing a N atom or an O atom.

In a preferred embodiment, Ra ^' is independently a trivalent group which may include an amine bond, an amide bond, a urethane bond, a urea bond, an ether bond, or an ester bond between N, -C(-O-)-, and a carbon-carbon atom.

In one aspect, Ra ^' is independently the following:

In one aspect, Ra ^' is N.

In one embodiment, Ra ^' is -C(-O-)-.

In the above formula (A3), m3 is an integer from 0 to 4.

m3 is preferably an integer between 1 and 4, more preferably 1 or 2.

In one embodiment, m3 is 1.

In one embodiment, m3 is 2.

In the above formula (A3), R ^g is independently -NR ^c CO- ^Re -, -NR ^c COO- ^Re -, or -NR ^c CONR ^{c -Re} -, wherein the left side of these groups is bonded to ^Ra .

The above-mentioned R ^g is preferably -NR ^c CO-R ^e .

The above R ^c are independently a hydrogen atom, a C _1-6 alkyl group, or a C _6-16 aryl group.

The C _1-6 alkyl group is preferably a C _1-3 alkyl group, and is particularly preferably a methyl group. The C _1-6 alkyl group may be a straight chain or a branched chain.

The above C _6-16 aryl group is preferably a C _6-10 aryl group, more preferably a phenyl group.

In one embodiment, R ^c is a hydrogen atom.

In one embodiment, R ^c is methyl.

In the above formula, ^Re is independently a single bond or a divalent organic group.

In one aspect, ^Re is a single bond.

In one embodiment, ^Re is each independently a divalent organic group.

The above-mentioned divalent organic group is preferably -R ⁴³ -O _x2 -R ⁴⁴ - (wherein R ⁴³ and R ⁴⁴ are independently a single bond or a C _1-20 alkylene group, and x2 is 0 or 1). These C _1-20 alkylene groups may be straight chains or branched chains, but are preferably straight chains. These C _1-20 alkylene groups are preferably C _1-10 alkylene groups, more preferably C _1-6 alkylene groups, and even more preferably C _1-3 alkylene groups.

In the above formula (A3), x is an integer greater than 1.

In one embodiment, x is preferably an integer greater than 1 and less than 100, more preferably an integer greater than 1 and less than 10, and even more preferably an integer greater than 1 and less than 5, for example, an integer greater than 2 and less than 10, and even more preferably an integer greater than 2 and less than 5.

In a preferred embodiment, formula (A3) is the following formula (A3-a):

R ^b ₂ NR ^j -(R ^F2 -R ^g -R ^a (R ^Ac ) _m3 -R ^g ) _x -R ^F2 -R ^j -NR ^b ₂ (A3-a)

[Where,

R ^b is independently R ^Si , R ^Ac , or R ^c ,

However, at least one of R ^b is R ^Si ,

^Rj is independently -CO- ^Rd- , ^-ORd- , or ^-NRc - ^Rd- , wherein the left side of these groups is bonded to ^Rf2 ,

R ^d are each independently a single bond or a divalent organic group,

R ^F2 , ^Ra , R ^c , R ^Ac , m3 and x are the same as above]

In the above formula (A3-a), R ^b is independently R ^Si , R ^Ac , or R ^c .

In the above formula (A3-a), at least one R ^b is R ^Si .

In a preferred embodiment, at least one of the R ^b bonded to each terminal N atom of formula (A3-a) is R ^Si .

In one embodiment, one of the R ^b bonded to the N atom at each terminal of the formula (A3-a) is R ^Si , and the other is R ^c .

In another embodiment, one of the R ^b bonded to the N atom at each terminal of the formula (A3-a) is R ^Si , and the other is R ^Ac .

In a preferred embodiment, R ^Ac is -CONH-X ^F -OCO-CR ⁵ =CH ₂ .

The above R ^j is independently -CO-R ^d -, -OR ^d -, or -NR ^c -R ^d -, wherein the left side of these groups is bonded to R ^F2 .

In one embodiment, ^Rj is independently -CO- ^Rd- .

The above R ^d are each independently a single bond or a divalent organic group.

In one aspect, ^Rd is a single bond.

In other aspects, ^Rd is a divalent organic group.

The divalent organic group in ^Rd is a C _1-10 alkylene group, preferably a C _2-6 alkylene group,

-(CH ₂ ) _z13 -O-(CH ₂ ) _z14 -(wherein z13 is an integer from 0 to 6, for example, an integer from 1 to 6, and z14 is an integer from 0 to 6, for example, an integer from 1 to 6),

-(CH ₂ ) _z15 -phenylene-(CH ₂ ) _z16 - (wherein z15 is an integer from 0 to 6, such as an integer from 1 to 6, and z16 is an integer from 0 to 6, such as an integer from 1 to 6), or

-(CH ₂ ) _z17 -NR ¹⁰ -(CH ₂ ) _z18 -(wherein R ¹⁰ is a hydrogen atom or a C _1-6 alkyl group, z17 is an integer from 0 to 6, and z18 is an integer from 0 to 6). These groups may be substituted with one or more substituents selected from fluorine atoms, C _1-6 alkyl groups, C _2-6 alkenyl groups, and C _2-6 alkynyl groups, but are preferably unsubstituted. The left side of these groups is bonded to CO.

The divalent organic group in ^Rd is preferably -( _CH2 ) _z17 - ^NR10- ( _CH2 ) _z18- (wherein ^R10 is a hydrogen atom or a _C1-6 alkyl group, z17 is an integer from 0 to 6, and z18 is an integer from 0 to 6), and more preferably ^-NR10- ( _CH2 ) _z18- (wherein ^R10 is a hydrogen atom or a _C1-6 alkyl group, and z18 is an integer from 1 to 6).

The C _1-10 alkylene group may be a straight chain or a branched chain, preferably a straight chain.

In a preferred embodiment, formula (A3) is formula (A3-b):

R ^b ₂ NR ^d -CO-(R ^{F 2} -CO-NR ^c -R ^a (R ^Ac ) _m3 -NR ^c -CO) _x -R ^{F 2} -CO-R ^d -NR ^b ₂ (A3-b)

[wherein, R ^F2 , ^Ra , R ^b , R ^c , R ^d , R ^Ac , m3, and x have the same meanings as above]

The fluorinated polyether group-containing acrylic compounds represented by the above formulae (A1) to (A3) are not particularly limited, but may have a number average molecular weight of 5×10 ² to 2×10 ^5. Within these ranges, from the viewpoint of wear durability, the number average molecular weight is preferably 2×10 ³ to 1×10 ⁵ , and more preferably 3×10 ³ to 2×10 ^4. In addition, these "number average molecular weights" are values measured by ¹⁹ F-NMR.

The fluorinated polyether group-containing acrylic compounds represented by the above formulas (A1) and (A2) can be obtained by first preparing a fluorinated polyether group-containing silane compound having a reactive site such as -NH-, -C(OH)-, etc., and then reacting a compound having a (meth) acrylic group with the reactive site.

In one embodiment, the fluorinated polyether group-containing acrylic compound represented by the above formula (A1) and (A2) can be obtained by the following method. Make the compound represented by the following formula:

R ^F1 -COOR ²¹

R ²¹ OOC-R ^F2 -COOR ²¹

(In the formula, ^R21 is a hydrogen atom or a methyl group, and ^RF1 and ^RF2 have the same meanings as those described in formulas (A1) and (A2).)

React with the compound shown in the following formula,

R ²⁴ -R ²³ -NH-R ²² -SiR ¹ _n' R ² _3-n'

(In the formula, R ²² is a divalent group,

^R23 is a divalent group,

R ²⁴ is a reactive group such as NH ₂ ,

R ¹ , R ² , and n' have the same meanings as those described in relation to formulas (A1) and (A2).

The compound shown in the following formula is obtained.

R ^F1 -R ²⁵ -R ²³ -NH-R ²² -SiR ¹ _n' R ² _3-n'

R ² _3-n' R ¹ _n' Si-R ²² -HN-R ²³ -R ^{25 -RF2} -R ²⁵ -R ²³ -NH-R ²² -SiR ¹ _n' R ² _3-n'

Next, the above compound is mixed with the following formula,

R ³⁴ -R ³⁵ -OCOCH=CH ₂

(In the formula, R ³⁴ is a reactive group such as -NCO, -COOH, -COOCl, etc.,

R ³⁵ is a divalent group), or

The compound represented by R ⁵⁶ -OCOCR ⁵⁷ =CH ₂ is reacted.

(wherein, R ⁵⁶ is a halogen, H, or a monovalent hydrocarbon group,

R ⁵⁷ is a hydrogen atom or a C _1-3 alkyl group)

In one embodiment, the fluorinated polyether group-containing acrylic compound represented by the above formula (A1) and (A2) can be obtained by the following method. Make the compound represented by the following formula:

R ^F1 -COF

FOC-R ^F2 -COF

(In the formula, R ^F1 and R ^F2 have the same meanings as those described in formulas (A1) and (A2).)

It reacts with Br-Mg-CH ₂ CH=CH ₂ to obtain the compound shown in the following formula.

R ^F1 -C(OH)(CH ₂ CH=CH ₂ ) ₂

(CH ₂ =CHCH ₂ ) ₂ (HO)CR ^F2 -C(OH)(CH ₂ CH=CH ₂ ) ₂

Secondly, react the above compound with the following formula:

HSiR ¹ _n' R ² _3-n'

The compound shown in the following formula is obtained.

R ^F1 -C(OH)(CH ₂ CH=CH ₂ ) ₂

(R ² _3-n' R ¹ _n' Si-CH ₂ CH ₂ CH ₂ ) ₂ (HO)CR ^F2 -C(OH)(CH ₂ CH ₂ CH ₂ -SiR ¹ _n' R ² _3-n' ) ₂

Next, the above compound is reacted with the compound represented by the following formula.

R ³⁴ -R ³⁵ -OCOCH=CH ₂

(In the formula, R ³⁴ is a reactive group such as -NCO, -COOH, etc.,

R ³⁵ is a divalent group)

In one embodiment, the fluorinated polyether group-containing acrylic compound represented by the above formula (A1) and (A2) can be obtained by the following method. Make the compound represented by the following formula:

_HOCH2 - ^RF2 - _CH2OH

(In the formula, R ^F1 and R ^F2 have the same meanings as those described in formulas (A1) and (A2).)

反應，而獲得 and

Reaction, and obtain

Next, the above compound is reacted with OCN-(CH ₂ ) ₃ -SiR ¹ _n' R ² _3-n' .

(In the formula, each symbol has the same meaning as above.)

The following compounds were obtained.

(In the formula, each symbol has the same meaning as above.)

In one embodiment, the fluorinated polyether group-containing acrylic compound represented by the above formula (A1) and (A2) can be obtained by the following method. Make the compound represented by the following formula:

(In the formula, each symbol has the same meaning as above.)

Reaction with HOOC=CH ₂ to obtain

(In the formula, each symbol has the same meaning as above.)

Next, the above compound is reacted with OCN-(CH ₂ ) ₃ -SiR ¹ _n' R ² _3-n'

(In the formula, each symbol has the same meaning as above.)

The following compound was obtained

(In the formula, each symbol has the same meaning as above.)

In one embodiment, the fluorinated polyether group-containing acrylic compound represented by the above formula (A3) can be obtained by the following method. Make the compound represented by the following formula:

R ²¹ OOC-R ^F2 -COOR ²¹

[In the formula, ^R21 is a hydrogen atom or a methyl group, and ^RF2 has the same meaning as described in formula (A3)]

Reacts with the following formula:

NH ₂ -R ⁹ -(NH-R ⁹ ) _k -NH ₂

[wherein, R ⁹ and k have the same meanings as those described in formula (A3)]

R ²¹ OOC-(R ^F2 -CONH-R ⁹ -(NH-R ⁹ ) _k -NHCO) _x -R ^F2 -COOR ²¹ is obtained.

[In the formula, ^R21 is a hydrogen atom or a methyl group, and ^RF2 , ^R9 , and k have the same meanings as described in relation to formula (A3)]

Next, the obtained compound is reacted with the compound shown below,

NR ²³ _m H _2-m -R ²² -SiR ¹ _n' R ² _3-n'

[In the formula, R ²³ is a C _1-6 alkyl group or a phenyl group, m is 0 or 1, R ²² is a divalent group, and R ¹ , R ² , and n' have the same meanings as described in relation to formula (A3)]

The compound shown in the following formula is obtained.

R ² _3-n' R ¹ _n' Si-R ²² -HNOC-(R ^F2 -CONH-R ⁹ -(NH-R ⁹ ) _k -NHCO) _x -R ^F2 -CONH-R ²² -SiR ¹ _n' R ² _3-n'

Next, the obtained compound is reacted with a compound represented by the following formula to obtain a compound represented by formula (A3).

R ³⁴ -R ³⁵ -OCOCH=CH ₂

[In the formula, R ³⁴ is a reactive group such as -NCO, -COOH, etc.,

R ³⁵ is a divalent group]

In one embodiment, the fluorinated polyether group-containing acrylic compound represented by the above formula (A3) can be obtained by the following method. Make the compound represented by the following formula:

R ²¹ OOC-R ^F2 -COOR ²¹

[In the formula, ^R21 is a hydrogen atom or a methyl group, and ^RF2 has the same meaning as described in formula (A3)]

Reacts with the following formula:

NH ₂ -R ⁹ -(CH(OH)-R ⁹ ) _k -NH ₂

[wherein, R ⁹ and k have the same meanings as those described in formula (A3)]

And the following formula is obtained.

R ²¹ OOC-(R ^F2 -CONH-R ⁹ -(CH(OH)-R ⁹ ) _k -NHCO) _x -R ^F2 -COOR ²¹

[In the formula, ^R21 is a hydrogen atom or a methyl group, and ^RF2 , ^R9 , and k have the same meanings as described in relation to formula (A3)]

Next, the obtained compound is reacted with the compound shown below,

NR ²³ _m H _2-m -R ²² -SiR ¹ _n' R ² _3-n'

[In the formula, R ²³ is a C _1-6 alkyl group or a phenyl group, m is 0 or 1, R ²² is a divalent group, and R ¹ , R ² , and n' have the same meanings as described in relation to formula (A3)]

The compound shown in the following formula is obtained.

R ² _3-n' R ¹ _n' Si-R ²² -HNOC-(R ^F2 -CONH-R ⁹ -(CH(OH)-R ⁹ ) _k -NHCO) _x -R ^F2 -CONH-R ²² -SiR ¹ _n' R ² _3-n'

Next, the obtained compound is reacted with a compound represented by the following formula to obtain a compound represented by formula (A3).

R ³⁴ -R ³⁵ -OCOCH=CH ₂

[In the formula, R ³⁴ is a reactive group such as -NCO, -COOH, etc.,

R ³⁵ is a divalent group]

In one embodiment, the fluorinated polyether group-containing acrylic compound represented by the above formula (A3) can be obtained by the following method. Make the compound represented by the following formula:

R ²¹ OOC-R ^F2 -COOR ²¹

[In the formula, ^R21 is a hydrogen atom or a methyl group, and ^RF2 has the same meaning as described in formula (A3)]

Reacts with the following formula:

NH ₂ -R ⁹ -(NH-R ⁹ ) _k -NH ₂

[wherein, R ⁹ and k have the same meanings as those described in formula (A3)]

R ²¹ OOC-(R ^F2 -CONH-R ⁹ -(NH-R ⁹ ) _k -NHCO) _x -R ^F2 -COOR ²¹ is obtained.

[In the formula, ^R21 is a hydrogen atom or a methyl group, and ^RF2 , ^R9 , and k have the same meanings as described in relation to formula (A3)]

Next, the obtained compound is reacted with the compound shown below,

NH ₂ -R ^9' -NH ₂

[wherein, R ^9' has the same meaning as described for R ⁹ ]

And the following formula is obtained.

R ²¹ OOC-(R ^F2 -CONH-R ⁹ -(NH-R ⁹ ) _k -NHCO) _x -(R ^F2 -CONH-R ⁹ '-NHCO) _x' -R ^F2 -COOR ²¹

[wherein, R ²¹ is a hydrogen atom or a methyl group, R ^F2 , R ⁹ , and k have the same meanings as described for formula (A3), and R ^9′ has the same meaning as described for R ⁹ ]

Next, the obtained compound is reacted with the compound shown below,

NR ²³ _m H _2-m -R ²² -SiR ¹ _n' R ² _3-n'

[In the formula, R ²³ is a C _1-6 alkyl group or a phenyl group, m is 0 or 1, R ²² is a divalent group, and R ¹ , R ² , and n' have the same meanings as described in relation to formula (A3)]

The compound shown in the following formula is obtained.

R ² _3-n' R ¹ _n' Si-R ²² -HNOC-(R ^F2 -CONH-R ⁹ -(NH-R ⁹ ) _k -NHCO) _x -(R ^F2 -CONH-R ⁹ '-NHCO) _x' -R ^F2 -CONH-R ²² -SiR ¹ _n' R ² _3-n'

Next, the obtained compound is reacted with a compound represented by the following formula to obtain a compound represented by formula (A3).

R ³⁴ -R ³⁵ -OCOCH=CH ₂

[In the formula, R ³⁴ is a reactive group such as -NCO, -COOH, etc.,

R ³⁵ is a divalent group]

The reaction conditions of each step of the above reaction can be appropriately set according to those with common knowledge in the technical field to which the invention belongs.

Component (B): A fluorinated polyether-containing silane compound containing a fluorinated polyether group and a hydrolyzable silyl group

The curable composition disclosed herein includes a fluorinated polyether group-containing silane compound containing a fluorinated polyether group and a hydrolyzable silane group. The curable composition disclosed herein has a curing property caused by moisture (water) by including the above-mentioned fluorinated polyether group-containing silane compound.

The above-mentioned fluorinated polyether group-containing silane compound contains a fluorinated polyether group and a hydrolyzable silane group in the molecule.

In a preferred embodiment, the silane compound containing a fluorinated polyether group is a compound represented by the following formula (B1) or (B2):

^RF3α - _XZ ^{- RSiβ} ( _B1 )

R ^Si _γ -X ^Z -R ^F4 -X ^Z -R ^Si _γ (B2)

[Where:

R ^F3 is independently Rf ³ -R ^FB -O _q3 -;

^RF4 is ^-Rf4p3 - _RFB ^- _Oq3- ;

Rf ³ are each independently a C _1-16 alkyl group which may be substituted with 1 or more 1 fluorine atoms;

^Rf4 is a _C1-6 alkylene group which may be substituted by 1 or more fluorine atoms;

R ^{and FB} are each independently a divalent fluoropolyether group;

p3 is 0 or 1;

q3 is independently 0 or 1;

R ^Si are each independently a monovalent group comprising a Si atom bonded to a hydroxyl group, a hydrolyzable group, a hydrogen atom or a monovalent organic group;

At least one R ^Si is a monovalent group including a Si atom bonded to a hydroxyl group or a hydrolyzable group;

X ^{and Z} are each independently a single bond or a 2- to 10-valent organic group;

α is an integer from 1 to 9;

β is an integer from 1 to 9;

γ is independently an integer from 1 to 9].

In the above formula (B1), R ^F3 is independently Rf ³ -R ^FB -O _q3 -.

In the above formula (B2), R ^F4 is -Rf ⁴ _p3 -R ^FB -O _q3 -.

In the above formula, Rf ³ is independently a C _1-16 alkyl group which may be substituted with 1 or more fluorine atoms.

The "C _1-16 alkyl" in the above C _1-16 alkyl group which may be substituted with 1 or more fluorine atoms may be a straight chain or a branched chain, preferably a straight chain or a branched chain 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.

The above ^Rf3 is preferably a _C1-16 alkyl group which may be substituted with one or more fluorine atoms, more preferably _{a CF2HC1-15perfluoroalkylene} group, and even more preferably a _{C1-16perfluoroalkyl} group.

The C _1-16 perfluoroalkyl group may be a linear or branched chain, preferably a linear or branched C _1-6 perfluoroalkyl group, especially a 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 .

In the above formula, ^Rf4 is a _C1-6 alkylene group which may be substituted with one or more fluorine atoms.

The "C _1-6 alkylene group" in the above C _1-6 alkylene group which may be substituted with 1 or more fluorine atoms may be a straight chain or a branched chain, preferably a straight chain or a branched chain C _1-3 alkylene group, more preferably a straight chain C _1-3 alkylene group.

The above ^Rf4 is preferably a _C1-6 alkylene group which may be substituted with one or more fluorine atoms, more preferably a _C1-6 perfluoroalkylene group, and even more preferably a _C1-3 perfluoroalkylene group.

The C _1-6 perfluoroalkylene group may be a linear or branched chain, preferably a linear or branched chain C _1-3 perfluoroalkylene group, more preferably a linear chain C _1-3 perfluoroalkylene group, specifically -CF ₂ -, -CF ₂ CF ₂ -, or -CF ₂ CF ₂ CF ₂ -.

In the above formula, p3 is 0 or 1. In one embodiment, p3 is 0. In another embodiment, p3 is 1.

In the above formula, q3 is independently 0 or 1. In one embodiment, q3 is 0. In another embodiment, q3 is 1.

In the above formulae (B1) and (B2), R ^FB is independently a divalent fluoropolyether group.

R ^FB is preferably a linear divalent fluoropolyether group. By using a linear divalent fluoropolyether group, the viscosity becomes relatively low, and the coating property and workability are improved.

The above-mentioned R ^FB is the same fluoropolyether group as the above-mentioned ^RF and has the same aspect.

That is, R ^FB is preferably a base represented by the following 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 -

[Where:

R ^Fa are each independently a hydrogen atom, a fluorine atom or a chlorine atom,

a, b, c, d, e and f are each independently an integer from 0 to 200, and the sum of a, b, c, d, e and f is 1 or more. The order of the repetitive units marked with a, b, c, d, e or f and enclosed in parentheses in the formula is arbitrary. 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].

In one embodiment, R ^FB is independently a group represented by any one of formulas (f1) to (f6).

-(OC ₃ F ₆ ) _d -(OC ₂ F ₄ ) _e - (f1)

[Wherein, d is an integer from 1 to 200, and e is 0 or 1];

-(OC ₄ F ₈ ) _c -(OC ₃ F ₆ ) _d -(OC ₂ F ₄ ) _e -(OCF ₂ ) _f - (f2)

[In the formula, c and d are independently integers greater than 0 and less than 30, e and f are independently integers greater than 1 and less than 200,

The sum of c, d, e and f is greater than 2,

The order of the repeated units marked with c, d, e or f and enclosed in brackets in the formula is arbitrary];

-(R ⁶ -R ⁷ ) _g - (f3)

[wherein, R ⁶ is OCF ₂ or OC ₂ F ₄ ,

^R7 is _a group selected from _{OC2F4 , OC3F6 , OC4F8} , _OC5F10 and _OC6F12 , or _a combination of 2 or 3 groups independently selected _from these groups,

g is an integer from 2 to 100];

-(R ⁶ -R ⁷ ) _g -R ^r -(R ^7' -R ^6' ) _g' - (f4)

[wherein, R ⁶ is OCF ₂ or OC ₂ F ₄ ,

^R7 is _a group selected from _{OC2F4 , OC3F6 , OC4F8} , _OC5F10 and _OC6F12 , or _a combination of 2 or 3 groups 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 a combination of 2 or 3 groups independently selected from these groups,

g is an integer from 2 to 100,

g’ is an integer from 2 to 100,

R ^r is

(where * indicates the key position)];

-(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 - (f5)

[In the formula, e is an integer greater than 1 and less than 200, a, b, c, d, and f are each independently an integer greater than 0 and less than 200, and the order of the repeated units marked with a, b, c, d, e, or f and enclosed in parentheses in the formula is arbitrary]

-(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 - (f6)

[In the formula, f is an integer greater than 1 and less than 200, a, b, c, d, and e are each independently an integer greater than 0 and less than 200, and the order of the repeated units marked with a, b, c, d, e, or f and enclosed in parentheses in the formula is arbitrary]

In one embodiment, the R ^FB is a group represented by the above formula (f1) or (f2).

In one embodiment, the R ^FB is a group represented by the above formula (f1).

In one embodiment, the R ^FB is a group represented by the above formula (f2).

In one embodiment, the R ^FB is a group represented by the above formula (f3) or (f4).

In one embodiment, the R ^FB is a group represented by the above formula (f3).

In one embodiment, the R ^FB is a group represented by the above formula (f4).

In one embodiment, the R ^FB is a group represented by the above formula (f5).

In one embodiment, the above R ^FB is a group represented by the above formula (f6).

In the above formulae (B1) and (B2), R ^Si is independently a monovalent group comprising a Si atom bonded to a hydroxyl group, a hydrolyzable group, a hydrogen atom or a monovalent organic group (hereinafter also referred to as a "hydrolyzable silicon group"), and at least one R ^Si comprises a monovalent group comprising a Si atom bonded to a hydroxyl group or a hydrolyzable group.

In a preferred embodiment, R ^Si includes a monovalent group of a Si atom bonded to a hydroxyl group or a hydrolyzable group.

In a preferred embodiment, R ^Si is a group represented by the following formula (S1), (S2), (S3), (S4) or (S5).

-SiR ²⁵ _n1 R ²⁶ _3-n1 (S2)

-SiR ^a1 _k1 R ^b1 _l1 R ^c1 _m1 (S3)

- CR ^d1 _k2 R ^e1 _l2 R ^f1 _m2 (S4)

-NR ^g1 R ^h1 (S5)

[Where:

^R25 are each independently a hydroxyl group or a hydrolyzable group;

^R26 are each independently a hydrogen atom or a monovalent organic group;

n1 is an integer from 0 to 3 independently in each (SiR ²⁵ _n1 R ²⁶ _3-n1 ) unit;

^X11 is independently a single bond or a divalent organic group;

^R27 are each independently a hydrogen atom or a monovalent organic group;

t are each independently an integer greater than 2;

R ²⁸ are each independently a hydrogen atom, a halogen atom or -X ¹¹ -SiR ²⁵ _n1 R ²⁶ _3-n1 ;

^R29 is independently a single bond, an oxygen atom, an alkylene group having 1 to 6 carbon atoms, or an alkoxyene group having 1 to 6 carbon atoms;

R ^a1 is independently -Z ¹ -SiR ²¹ _p1 R ²² _q1 R ²³ _r1 ;

Z ¹ each independently represents an oxygen atom or a divalent organic group;

R ²¹ is independently -Z ^1' -SiR ^21' _p1' R ^22' _q1' R ^23' _r1' ;

^R22 are each independently a hydroxyl group or a hydrolyzable group;

^R23 are each independently a hydrogen atom or a monovalent organic group;

p1 is an integer from 0 to 3 independently;

q1 is an integer from 0 to 3 independently;

r1 is an integer from 0 to 3 independently;

Z ^1' is independently an oxygen atom or a divalent organic group;

R ^21′ is independently -Z ^1″ -SiR ^22″ _q1″ R ^23″ _r1″ ;

R ^22' is independently a hydroxyl group or a hydrolyzable group;

R ^23' is independently a hydrogen atom or a monovalent organic group;

p1’ is an integer from 0 to 3 independently;

q1’ is an integer from 0 to 3 independently;

r1’ is an integer from 0 to 3 independently;

Z ^1" are each independently an oxygen atom or a divalent organic group;

R ^22" are each independently a hydroxyl group or a hydrolyzable group;

R ^23" are each independently a hydrogen atom or a monovalent organic group;

q1" are independently integers from 0 to 3;

r1" are independently integers from 0 to 3;

R ^b1 are each independently a hydroxyl group or a hydrolyzable group;

R ^c1 each independently represents a hydrogen atom or a monovalent organic group;

k1 is an integer from 0 to 3 independently;

l1 are independently integers from 0 to 3;

m1 is an integer from 0 to 3 independently;

R ^d1 is independently -Z ² -CR ³¹ _p2 R ³² _q2 R ³³ _r2 ;

^Z2 are each independently a single bond, an oxygen atom or a divalent organic group;

R ³¹ is independently -Z ^2' -CR ^32' _q2' R ^33' _r2' ;

R ³² is independently -Z ³ -SiR ³⁴ _n2 R ³⁵ _3-n2 ;

R ³³ each independently represents a hydrogen atom, a hydroxyl group or a monovalent organic group;

p2 is an integer from 0 to 3 independently;

q2 is an integer from 0 to 3 independently;

r2 is an integer from 0 to 3 independently;

Z ^2' is independently a single bond, an oxygen atom or a divalent organic group;

R ^32′ is independently -Z ³ -SiR ³⁴ _n2 R ³⁵ _3-n2 ;

R ^33' is independently a hydrogen atom, a hydroxyl group or a monovalent organic group;

q2’ is an integer from 0 to 3 independently;

r2’ is an integer from 0 to 3 independently;

Z ³ are each independently a single bond, an oxygen atom or a divalent organic group;

R ³⁴ are each independently a hydroxyl group or a hydrolyzable group;

R ³⁵ is independently a hydrogen atom or a monovalent organic group;

n2 is an integer from 0 to 3 independently;

R ^e1 is independently -Z ³ -SiR ³⁴ _n2 R ³⁵ _3-n2 ;

R ^f1 are each independently a hydrogen atom, a hydroxyl group or a monovalent organic group;

k2 is an integer from 0 to 3 independently;

l2 are independently integers from 0 to 3;

m2 is an integer from 0 to 3 independently;

R ^g1 and R ^h1 are independently -Z ⁴ -SiR ²⁵ _n1 R ²⁶ _3-n1 , -Z ⁴ -SiR ^a1 _k1 R ^b1 _l1 R ^c1 _m1 , -Z ⁴ -CR ^d1 _k2 R ^e1 _l2 R ^f1 _m2 ;

Z ⁴ are each independently a single bond, an oxygen atom or a divalent organic group;

However, in formulas (S1), (S2), (S3), (S4) and (S5), there is at least one Si atom bonded to a hydroxyl group or a hydrolyzable group]

In the above formula, ^R25 is independently a hydroxyl group or a hydrolyzable group.

It is preferred that ^R25 is independently a hydrolyzable group.

R ²⁵ is preferably independently -OR ^j , -OCOR ^j , -ON=CR ^j ₂ , -NR ^j ₂ , -NHR ^j , -NCO, or halogen (in the formulas, R ^j represents a substituted or unsubstituted C _1-4 alkyl group), more preferably -OR ^j (i.e., alkoxy group). R ^j includes: unsubstituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, etc.; substituted alkyl groups such as chloromethyl, etc. Among them, alkyl groups are preferred, especially unsubstituted alkyl groups, and methyl or ethyl groups are more preferred. In one embodiment, R j is methyl, and in another embodiment, R ^j is ethyl.

In the above formula, ^R26 is independently a hydrogen atom or a monovalent organic group. These monovalent organic groups are monovalent organic groups other than the above-mentioned hydrolyzable groups.

In R ²⁶ , the monovalent organic group is preferably a C _1-20 alkyl group, more preferably a C _1-6 alkyl group, and even more preferably a methyl group.

In the above formula, n1 is an integer from 0 to 3 in each (SiR ²⁵ _n1 R ²⁶ _3-n1 ) unit independently. However, when R ^Si belongs to the group represented by formula (S1) or (S2), there is at least one (SiR 25 n1 R 26 3-n1 ) unit in which n1 is 1 to 3 in the terminal R ^Si portion of formula (B1) and formula (B2) (hereinafter also referred to as the "terminal portion" of formula ( _B1 ) and formula ( ^B2 )). That is, in these terminal portions, all n1s are not 0 at the ^same time _. In other words, there is at least one Si atom bonded to a hydroxyl group or a hydrolyzable group in the terminal portion of formula (B1) and formula (B2).

In each (SiR ²⁵ _n1 R ²⁶ _3-n1 ) unit, n1 is independently preferably an integer of 1 to 3, more preferably 2 to 3, and even more preferably 3.

In the above formula, X ¹¹ is independently a single bond or a divalent organic group. These divalent organic groups are preferably -R ⁴¹ -O _x -R ⁴² - (wherein R ⁴¹ and R ⁴² are independently a single bond or a C _1-20 alkylene group, and x is 0 or 1). These C _{1-20 alkylene groups may be straight chains or branched chains, preferably straight chains. These C 1-20 alkylene} groups are preferably C _1-10 alkylene groups, more preferably C _1-6 alkylene groups, and even more preferably C _1-3 alkylene groups.

In one embodiment, X ¹¹ is independently -C _1-6 alkylene-OC _1-6 alkylene- or -OC _1-6 alkylene-.

In a preferred embodiment, 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 _1-2 alkylene group, and even more preferably a straight chain C _1-2 alkylene group.

In the above formula, R ²⁷ is independently a hydrogen atom or a monovalent organic group. These monovalent organic groups are preferably C _1-20 alkyl groups. These C _1-20 alkyl groups may be straight chain or branched chain, preferably straight chain.

In a preferred embodiment, R ²⁷ is 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.

In the above formula, t is independently an integer greater than 2.

In a preferred embodiment, t is independently an integer between 2 and 10, preferably an integer between 2 and 6.

In the above formula, R ²⁸ is independently a hydrogen atom, a halogen atom or -X ¹¹ -SiR ²⁵ _n1 R ²⁶ _3-n1 . These halogen atoms are preferably iodine atoms, chlorine atoms or fluorine atoms, more preferably fluorine atoms. In a preferred embodiment, R ²⁸ is a hydrogen atom.

In the above formula, ^R29 is independently a single bond, an oxygen atom, an alkylene group having 1 to 6 carbon atoms, or an alkoxyene group having 1 to 6 carbon atoms.

In one embodiment, R ²⁹ is independently an oxygen atom, an alkylene group having 1 to 6 carbon atoms, or an alkoxyene group having 1 to 6 carbon atoms.

In a preferred embodiment, R ²⁹ is a single key.

In one embodiment, formula (S1) is the following formula (S1-a).

[Where,

R ²⁵ , R ²⁶ , R ²⁷ , X ¹¹ , and n1 have the same meanings as those described in the above formula (S1);

t1 and t2 are each independently an integer greater than 1, preferably an integer from 1 to 10, more preferably an integer from 2 to 10, for example, an integer from 1 to 5 or an integer from 2 to 5;

The order of the repeated units marked with t1 and t2 and enclosed in parentheses in the formula is arbitrary]

In a preferred embodiment, formula (S1) is the following formula (S1-b).

[wherein, R ²⁵ , R ²⁶ , R ²⁷ , X ¹¹ , n1 and t have the same meanings as those in the above formula (S1)]

In ^the _above formula, ^Ra1 _is ^{independently -Z1} _{-SiR21p1R22q1R23r1} ^.

The _above Z1 ^'s are independently an oxygen atom or ^{a divalent} organic group. In the structure described below as ^Z1 _, the right side is bonded _to ( ^{SiR21p1R22q1R23r1} ).

In a preferred embodiment, ^Z1 is a divalent organic group.

In a preferred embodiment, Z ¹ does not contain a siloxane bond with the Si atom bonded to Z ^1. Preferably, in formula (S3), (Si-Z ¹ -Si) does not contain a siloxane bond.

The above ^Z1 is preferably _C1-6 alkylene, -( _CH2 ) _z1 -O-( _CH2 ) _z2- (wherein z1 is an integer from 0 to 6, for example, an integer from 1 to 6, and z2 is an integer from 0 to 6, for example, an integer from 1 to 6) or -( _CH2 ) _z3 -phenylene-( _CH2 ) _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). These _C1-6 alkylene groups may be straight chains or branched chains, preferably straight chains. These groups may be substituted, for example, by one or more substituents selected from fluorine atoms, _C1-6 alkyl groups, _C2-6 alkenyl groups, and _C2-6 alkynyl groups, but are preferably unsubstituted.

In a preferred embodiment, ^Z1 is a _C1-6 alkylene group or -( _CH2 ) _z3 -phenylene-( _CH2 ) _z4- , preferably -phenylene-( _CH2 ) _z4- . When ^Z1 is one of these groups, higher light resistance, especially ultraviolet resistance, can be obtained.

In other preferred embodiments, Z ¹ is C _1-3 alkylene. In one embodiment, Z ¹ may be -CH ₂ CH ₂ CH ₂ -. In other embodiments, Z ¹ is -CH ₂ CH ₂ -.

The above R ²¹ 's are independently -Z ^1' -SiR ^21' _p1' R ^22' _q1' R ^23' _r1' .

The above Z ^1' is independently an oxygen atom or a divalent organic group. In the structure described below as Z ^1' , the right side is bonded to (SiR ^21' _p1' R ^22' _q1' R ^23' _r1' ).

In a preferred embodiment, Z ^1' is a divalent organic group.

In a preferred embodiment, Z ^1′ does not contain a siloxane bond with the Si atom to which Z ^1′ is bonded. Preferably, in formula (S3), (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 from 0 to 6, for example, an integer from 1 to 6, and z2' is an integer from 0 to 6, for example, an integer from 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). These C _1-6 alkylene groups may be straight chains or branched chains, but are preferably straight chains. These groups may be substituted, for example, by one or more substituents selected from fluorine atoms, C _1-6 alkyl groups, C _2-6 alkenyl groups, and C _2-6 alkynyl groups, but are preferably unsubstituted.

In a preferred embodiment, Z ^1' is a C _1-6 alkylene group or -(CH ₂ ) _z3' -phenylene-(CH ₂ ) _z4' -, preferably -phenylene-(CH ₂ ) _{z4' -} . When Z ^1' is one of these groups, higher light resistance, especially UV resistance, can be obtained.

In other preferred aspects, the above Z ^1' is a C _1-3 alkylene group. In one aspect, Z ^1' can be -CH ₂ CH ₂ CH ₂ -. In other aspects, Z ^1' can be -CH ₂ CH ₂ -.

The above R ^21′ is independently -Z ^1″ -SiR ^22″ _q1″ R ^23″ _r1″ .

The above-mentioned Z ^1" is independently an oxygen atom or a divalent organic group. In addition, in the structure described as Z ^1" below, the right side is bonded to (SiR ^22" _q1" R ^23" _r1" ).

In a preferred embodiment, Z ^1" is a divalent organic group.

In a preferred embodiment, Z ^1″ does not contain a siloxane bond with the Si atom bonded to Z ^1″ . Preferably, in formula (S3), (Si-Z ^1″ -Si) does not contain a siloxane bond.

The above-mentioned Z ¹ " is preferably a C _1-6 alkylene group, -(CH ₂ ) _z1" -O-(CH ₂ ) _z2" - (wherein z1" is an integer from 0 to 6, for example, an integer from 1 to 6, and z2" is an integer from 0 to 6, for example, an integer from 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). These C _1-6 alkylene groups may be straight chains or branched chains, but are preferably straight chains. These groups may be substituted, for example, by one or more substituents selected from fluorine atoms, C _1-6 alkyl groups, C _2-6 alkenyl groups, and C _2-6 alkynyl groups, but are preferably unsubstituted.

In a preferred embodiment, Z ^1" is a C _1-6 alkylene group or -(CH ₂ ) _z3" -phenylene-(CH ₂ ) _z4" -, preferably -phenylene-(CH ₂ ) _z4" -. When Z ^1" is one of these groups, higher light resistance, especially UV resistance, can be obtained.

In other preferred aspects, the above Z ^1″ is a C _1-3 alkylene group. In one aspect, Z ^1″ may be -CH ₂ CH ₂ CH ₂ -. In other aspects, Z ^1″ may be -CH ₂ CH ₂ -.

The above R ^22" are each independently a hydroxyl group or a hydrolyzable group.

The above R ^22" are preferably each independently a hydrolyzable group.

The above R ^22" is preferably independently -OR ^j , -OCOR ^j , -ON=CR ^j ₂ , -NR ^j ₂ , -NHR ^j , -NCO, or halogen (in the formulas, R ^j represents a substituted or unsubstituted C _1-4 alkyl group), more preferably -OR ^j (i.e., alkoxy group). R ^j includes: unsubstituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, etc.; substituted alkyl groups such as chloromethyl, etc. Among them, alkyl groups are preferred, especially unsubstituted alkyl groups, and methyl or ethyl groups are more preferred. In one embodiment, R ^j is methyl, and in other embodiments, R ^j is ethyl.

The above R ^23" are each independently a hydrogen atom or a monovalent organic group. These monovalent organic groups are monovalent organic groups other than the above-mentioned hydrolyzable groups.

In the above R ^23" , the monovalent organic group is preferably a C _1-20 alkyl group, more preferably a C _1-6 alkyl group, and even more preferably a methyl group.

The above q1" is independently an integer from 0 to 3, and the above r1" is independently an integer from 0 to 3. Moreover, the total of q1" and r1" is 3 in the (SiR ^22" _q1" R ^23" _r1" ) unit.

The above q1” in each (SiR ^22” _q1” R ^23” _r1” ) unit is preferably an integer from 1 to 3, more preferably 2 to 3, and even more preferably 3.

The above R ^22' are each independently a hydroxyl group or a hydrolyzable group.

It is preferred that R ^22' is independently a hydrolyzable group.

R ^22' is preferably independently -OR ^j , -OCOR ^j , -ON=CR ^j ₂ , -NR ^j ₂ , -NHR ^j , -NCO, or halogen (in the formulas, R ^j represents a substituted or unsubstituted C _1-4 alkyl group), more preferably -OR ^j (i.e., alkoxy). R ^j includes: unsubstituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, etc.; substituted alkyl groups such as chloromethyl, etc. Among them, alkyl groups are preferred, especially unsubstituted alkyl groups, and methyl or ethyl groups are more preferred. In one embodiment, R ^j is methyl, and in another embodiment, R ^j is ethyl.

The above R ^23' is independently a hydrogen atom or a monovalent organic group. These monovalent organic groups are monovalent organic groups other than the above-mentioned hydrolyzable groups.

In R ^23' , the monovalent organic group is preferably a C _1-20 alkyl group, more preferably a C _1-6 alkyl group, and even more preferably a methyl group.

The above p1' is independently an integer from 0 to 3, q1' is independently an integer from 0 to 3, and r1' is independently an integer from 0 to 3. Moreover, the total of p', q1' and r1' in the (SiR ^21' _p1' R ^22' _q1' R ^23' _r1' ) unit is 3.

In one embodiment, p1’ is 0.

In one embodiment, p1' in each (SiR ^21' _p1' R ^22' _q1' R ^23' _r1' ) unit can be independently an integer from 1 to 3, an integer from 2 to 3, or 3. In a preferred embodiment, p1' is 3.

In one embodiment, q1' in each (SiR ^21' _p1' R ²² '_q1' R ^23' _r1' ) unit is independently an integer from 1 to 3, preferably an integer from 2 to 3, and more preferably 3.

In one embodiment, p1' is 0, and q1' in each (SiR ^21' _p1' R ^22' _q1' R ^23' _r1' ) unit is independently an integer from 1 to 3, preferably an integer from 2 to 3, and more preferably 3.

The above R ²² are each independently a hydroxyl group or a hydrolyzable group.

It is preferred that ^R22 is independently a hydrolyzable group.

R ²² is preferably independently -OR ^j , -OCOR ^j , -ON=CR ^j ₂ , -NR ^j ₂ , -NHR ^j , -NCO, or halogen (in the formulas, R ^j represents a substituted or unsubstituted C _1-4 alkyl group), more preferably -OR ^j (i.e., alkoxy). R ^j includes unsubstituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, etc.; substituted alkyl groups such as chloromethyl, etc. Among these, alkyl groups are preferred, especially unsubstituted alkyl groups, and methyl or ethyl groups are more preferred. In one embodiment, R ^j is methyl, and in another embodiment, R ^j is ethyl.

The above ^R23 are each independently a hydrogen atom or a monovalent organic group. These monovalent organic groups are monovalent organic groups other than the above-mentioned hydrolyzable groups.

In R ²³ , the monovalent organic group is preferably a C _1-20 alkyl group, more preferably a C _1-6 alkyl group, and even more preferably a methyl group.

The above p1 is independently an integer from 0 to 3, q1 is independently an integer from 0 to 3, and r1 is independently an integer from 0 to 3. In addition, the total of p1, q1 and r1 is 3 in the (SiR ²¹ _p1 R ²² _q1 R ²³ _r1 ) unit.

In one embodiment, p1 is 0.

In one aspect, p1 in each (SiR ²¹ _p1 R ²² _q1 R ²³ _r1 ) unit is independently an integer from 1 to 3, an integer from 2 to 3, or 3. In a preferred aspect, p1 is 3.

In one aspect, q1 in each (SiR ²¹ _p1 R ²² _q1 R ²³ _r1 ) unit is independently an integer from 1 to 3, preferably an integer from 2 to 3, and more preferably 3.

In one aspect, p1 is 0, and q1 is independently an integer from 1 to 3, preferably an integer from 2 to 3, and more preferably 3, in each (SiR ²¹ _p1 R ²² _q1 R ²³ _r1 ) unit.

In the above formula, R ^b1 is independently a hydroxyl group or a hydrolyzable group.

It is preferred that the above R ^b1 are each independently a hydrolyzable group.

The above ^Rb1 is preferably independently ^-ORj , ^-OCORj , -ON= ^CRj2 _, ^-NRj2 _, ^-NHRj , -NCO, or halogen (in the formulas, ^Rj represents a substituted or unsubstituted _C1-4 alkyl group), more preferably ^-ORj (i.e., alkoxy). ^Rj includes: unsubstituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, etc.; substituted alkyl groups such as chloromethyl, etc. Among them, alkyl groups are preferred, especially unsubstituted alkyl groups, and methyl or ethyl groups are more preferred. In one embodiment, ^Rj is methyl, and in another embodiment, ^Rj is ethyl.

In the above formula, R ^c1 is independently a hydrogen atom or a monovalent organic group. These monovalent organic groups are monovalent organic groups other than the above-mentioned hydrolyzable groups.

In the above R ^c1 , the monovalent organic group is preferably a C _1-20 alkyl group, more preferably a C _1-6 alkyl group, and even more preferably a methyl group.

The above k1 is independently an integer between 0 and 3, l1 is independently an integer between 0 and 3, and m1 is independently an integer between 0 and 3. Furthermore, the total of k1, l1 and m1 is 3 in the unit (SiR ^a1 _k1 R ^b1 _l1 R ^c1 _m1 ).

In one aspect, k1 in each (SiR ^a1 _k1 R ^b1 _l1 R ^c1 _m1 ) unit is independently an integer from 1 to 3, preferably 2 or 3, and more preferably 3. In a preferred aspect, k1 is 3.

In the above formulae (B1) and (B2), when R ^Si belongs to the group represented by formula (S3), it is preferred that at least two Si atoms bonded via a hydroxyl group or a hydrolyzable group exist in the terminal portions of formulae (B1) and (B2).

In a preferred embodiment, the group represented by formula (S3) has any one of -Z ¹ -SiR ²² _q1 R ²³ _r1 (wherein q1 is an integer from 1 to 3, preferably 2 or 3, more preferably 3, and r1 is an integer from 0 to 2), -Z ^1' -SiR ^22' _q1' R ^23' _r1' (wherein q1' is an integer from 1 to 3, preferably 2 or 3, more preferably 3, and r1' is an integer from 0 to 2), or -Z ^1" -SiR ^22" _q1" R ^23" _r1" (wherein q1" is an integer from 1 to 3, preferably 2 or 3, more preferably 3, and r1" is an integer from 0 to 2). Z ¹ , Z ^1' , Z ^1" , R ²² , R ²³ , R ^22' , R ^23' , R ^22” , and R ^23” are the same as above.

In a preferred embodiment, in formula (S3), when R ^21' exists, in at least one, preferably all, R ^21' , q1" is an integer from 1 to 3, preferably 2 or 3, and more preferably 3.

In a preferred embodiment, in formula (S3), when R ²¹ exists, in at least one, preferably all, R ²¹ , p1' is 0, and q1' is an integer from 1 to 3, preferably 2 or 3, and more preferably 3.

In a preferred embodiment, in formula (S3), when ^Ra1 exists, in at least one, preferably all, ^Ra1 , p1 is 0, and q1 is an integer from 1 to 3, preferably 2 or 3, and more preferably 3.

In a preferred embodiment, in formula (S3), k1 is 2 or 3, preferably 3, p1 is 0, and q1 is 2 or 3, preferably 3.

R ^d1 is independently -Z ² -CR ³¹ _p2 R ³² _q2 R ³³ _r2 .

3Z ² is independently a single bond, an oxygen atom or a divalent organic group. In the following structure represented by Z ² , the right side is bonded to (CR ³¹ _p2 R ³² _q2 R ³³ _r2 ).

In a preferred embodiment, Z ² is a divalent organic group.

The above ^Z2 is preferably _C1-6 alkylene, -( _CH2 ) _z5 -O-( _CH2 ) _z6- (wherein z5 is an integer from 0 to 6, for example, an integer from 1 to 6, and z6 is an integer from 0 to 6, for example, an integer from 1 to 6) or -( _CH2 ) _z7 -phenylene-( _CH2 ) _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). These _C1-6 alkylene groups may be straight chains or branched chains, preferably straight chains. These groups may be substituted, for example, by one or more substituents selected from fluorine atoms, _C1-6 alkyl groups, _C2-6 alkenyl groups, and _C2-6 alkynyl groups, but are preferably unsubstituted.

In a preferred embodiment, Z ² is a C _1-6 alkylene group or -(CH ₂ ) _z7 -phenylene-(CH ₂ ) _z8 -, preferably -phenylene-(CH ₂ ) _z8 -. When Z ² is one of these groups, higher light resistance, especially ultraviolet resistance, can be obtained.

In other preferred aspects, the above Z ² is a C _1-3 alkylene group. In one aspect, Z ² can be -CH ₂ CH ₂ CH ₂ -. In other aspects, Z ² can be -CH ₂ CH ₂ -.

R ³¹ is independently -Z ^2' -CR ^22' _q2' R ^33' _r2' .

Z ^2' is independently a single bond, an oxygen atom or a divalent organic group. In the structure described below as Z ^2' , the right side is bonded to (CR ^32' _q2' R ^33' _r2' ).

The above Z ^2' is preferably a C _1-6 alkylene group, -(CH ₂ ) _z5' -O-(CH ₂ ) _z6' -(wherein z5' is an integer from 0 to 6, for example, an integer from 1 to 6, and z6' is an integer from 0 to 6, for example, an integer from 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). These C _1-6 alkylene groups may be straight chains or branched chains, but are preferably straight chains. These groups may be substituted, for example, by one or more substituents selected from fluorine atoms, C _1-6 alkyl groups, C _2-6 alkenyl groups, and C _2-6 alkynyl groups, but are preferably unsubstituted.

In a preferred embodiment, Z ^2' is a C _1-6 alkylene group or -(CH ₂ ) _z7' -phenylene-(CH ₂ ) _z8' -, preferably -phenylene-(CH ₂ ) _{z8' -} . When Z ² ' is one of these groups, higher light resistance, especially ultraviolet resistance, can be obtained.

In other preferred aspects, the above Z ^2' is a C _1-3 alkylene group. In one aspect, Z ^2' can be -CH ₂ CH ₂ CH ₂ -. In other aspects, Z ^2' can be -CH ₂ CH ₂ -.

The above R ^32' is independently -Z ³ -SiR ³⁴ _n2 R ³⁵ _3-n2 .

The above Z ³ is independently a single bond, an oxygen atom or a divalent organic group. In the structure described below as Z ³ , the right side is bonded to (SiR ³⁴ _n2 R ³⁵ _3-n2 ).

In one embodiment, Z ³ is an oxygen atom.

In one embodiment, 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 from 0 to 6, for example, an integer from 1 to 6, and z6” is an integer from 0 to 6, for example, an integer from 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). These C _1-6 alkylene groups may be straight chains or branched chains, but are preferably straight chains. These groups, for example, may be substituted with one or more substituents selected from fluorine atoms, C _1-6 alkyl groups, C _2-6 alkenyl groups, and C _2-6 alkynyl groups, but are preferably unsubstituted.

In a preferred embodiment, Z ³ is a C _1-6 alkylene group or -(CH ₂ ) _z7″ -phenylene-(CH ₂ ) _z8″ -, preferably -phenylene-(CH ₂ ) _z8″ -. When Z ³ is one of these groups, higher light resistance, especially UV resistance, can be obtained.

In other preferred aspects, the above Z ³ is a C _1-3 alkylene group. In one aspect, Z ³ may be -CH ₂ CH ₂ CH ₂ -. In other aspects, Z ³ may be -CH ₂ CH ₂ -.

The above R ³⁴ are each independently a hydroxyl group or a hydrolyzable group.

It is preferred that R ³⁴ each independently be a hydrolyzable group.

R ³⁴ is preferably independently -OR ^j , -OCOR ^j , -ON=CR ^j ₂ , -NR ^j ₂ , -NHR ^j , -NCO, or halogen (in the formulas, R ^j represents a substituted or unsubstituted C _1-4 alkyl group), more preferably -OR ^j (i.e., alkoxy group). R ^j includes unsubstituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, etc.; substituted alkyl groups such as chloromethyl, etc. Among these, alkyl groups are preferred, especially unsubstituted alkyl groups, and methyl or ethyl groups are more preferred. In one embodiment, R ^j is methyl, and in another embodiment, R ^j is ethyl.

The above R ³⁵ is independently a hydrogen atom or a monovalent organic group. These monovalent organic groups are monovalent organic groups other than the above-mentioned hydrolyzable groups.

In the above R ³⁵ , the monovalent organic group is preferably a C _1-20 alkyl group, more preferably a C _1-6 alkyl group, and even more preferably a methyl group.

In the above formula, n2 is an integer from 0 to 3 in each (SiR ³⁴ _n2 R ³⁵ _3-n2 ) unit independently. However, when R ^Si belongs to the group represented by formula (S4), there is at least one (SiR ³⁴ _n2 R ³⁵ _3-n2 ) unit in which n2 belongs to 1 to 3 in the terminal part of formula (B1) and formula (B2). That is, in these terminal parts, all n2 will not be 0 at the same time. In other words, there is at least one Si atom bonded to a hydroxyl group or a hydrolyzable group in the terminal part of formula (B1) and formula (B2).

In each (SiR ³⁴ _n2 R ³⁵ _3-n2 ) unit, n2 is independently preferably an integer of 1 to 3, more preferably 2 to 3, and even more preferably 3.

The above R ^33' is independently a hydrogen atom, a hydroxyl group or a monovalent organic group. These monovalent organic groups are monovalent organic groups other than the above-mentioned hydrolyzable groups.

In the above R ^33' , the monovalent organic group is preferably a C _1-20 alkyl group or -(C _s H _2s ) _t1 -(OC _s H _2s ) _t2 (wherein s is an integer from 1 to 6, preferably an integer from 2 to 4, t1 is 1 or 0, preferably 0, and t2 is an integer from 1 to 20, preferably an integer from 2 to 10, and more preferably an integer from 2 to 6), more preferably a C _1-20 alkyl group, still more preferably a C _1-6 alkyl group, and particularly preferably a methyl group.

In one embodiment, R ^33' is hydroxy.

In other aspects, R ^33′ is a monovalent organic group, preferably a C _1-20 alkyl group, more preferably a C _1-6 alkyl group.

q2' is independently an integer between 0 and 3, and r2' is independently an integer between 0 and 3. Furthermore, the sum of q2' and r2' is 3 in the unit (CR ^32' _q2' R ^33' _r2' ).

q2' in each (CR ^32' _q2' R ^33' _r2' ) unit is preferably an integer from 1 to 3, more preferably 2 to 3, and even more preferably 3.

R ^32' is independently -Z ³ -SiR ³⁴ _n2 R ³⁵ _3-n2 . These -Z ³ -SiR ³⁴ _n2 R ³⁵ _3-n2 have the same meanings as those described in the above R ^32' .

The above R ³³ is independently a hydrogen atom, a hydroxyl group or a monovalent organic group. These monovalent organic groups are monovalent organic groups other than the above-mentioned hydrolyzable groups.

In the above R ³³ , the monovalent organic group is preferably a C _1-20 alkyl group or -(C _s H _2s ) _t1 -(OC _s H _2s ) _t2 (wherein s is an integer from 1 to 6, preferably an integer from 2 to 4, t1 is 1 or 0, preferably 0, and t2 is an integer from 1 to 20, preferably an integer from 2 to 10, and more preferably an integer from 2 to 6), more preferably a C _1-20 alkyl group, still more preferably a C _1-6 alkyl group, and particularly preferably a methyl group.

In one embodiment, R ³³ is hydroxy.

In other aspects, R ³³ is a monovalent organic group, preferably a C _1-20 alkyl group, more preferably a C _1-6 alkyl group.

The above p2 is independently an integer between 0 and 3, q2 is independently an integer between 0 and 3, and r2 is independently an integer between 0 and 3. Furthermore, the total of p2, q2 and r2 is 3 in the unit (CR ³¹ _p2 R ³² _q2 R ³³ _r2 ).

In one embodiment, p2 is 0.

In one aspect, p2 in each (CR ³¹ _p2 R ³² _q2 R ³³ _r2 ) unit can be independently an integer from 1 to 3, an integer from 2 to 3, or 3. In a preferred aspect, p2 is 3.

In one aspect, q2 in each (CR ³¹ _p2 R ³² _q2 R ³³ _r2 ) unit is independently an integer from 1 to 3, preferably an integer from 2 to 3, and more preferably 3.

In one aspect, p2 is 0, and q2 is independently an integer from 1 to 3 in each (CR ³¹ _p2 R ³² _q2 R ³³ _r2 ) unit, preferably an integer from 2 to 3, and more preferably 3.

The above-mentioned R ^e1 is independently -Z ³ -SiR ³⁴ _n2 R ³⁵ _3-n2 . These -Z ³ -SiR ³⁴ _n2 R ³⁵ _3-n2 have the same meanings as those described in the above-mentioned R ^32' .

The above R ^f1 is independently a hydrogen atom, a hydroxyl group or a monovalent organic group. These monovalent organic groups are monovalent organic groups other than the above-mentioned hydrolyzable groups.

In the above R ^f1 , the monovalent organic group is preferably a C _1-20 alkyl group or -(C _s H _2s ) _t1 -(OC _s H _2s ) _t2 (wherein s is an integer from 1 to 6, preferably an integer from 2 to 4, t1 is 1 or 0, preferably 0, and t2 is an integer from 1 to 20, preferably an integer from 2 to 10, and more preferably an integer from 2 to 6), more preferably a C _1-20 alkyl group, still more preferably a C _1-6 alkyl group, and particularly preferably a methyl group.

In one embodiment, R ^f1 is hydroxy.

In other aspects, ^Rf1 is a monovalent organic group, preferably a _C1-20 alkyl group, more preferably a _C1-6 alkyl group.

The above k2 is independently an integer between 0 and 3, l2 is independently an integer between 0 and 3, and m2 is independently an integer between 0 and 3. Moreover, the total of k2, l2 and m2 is 3 in the unit (CR ^d1 _k2 R ^e1 _l2 R ^f1 _m2 ).

In the above formulae (B1) and (B2), when R ^Si belongs to the group represented by formula (S4), it is preferred that at least two Si atoms bonded via a hydroxyl group or a hydrolyzable group exist in the terminal portions of formulae (B1) and (B2).

In one embodiment, when R ^Si belongs to the group represented by formula (S4), n2 is 1 to 3, preferably 2 or 3, and more preferably 3. There are 2 or more (SiR ³⁴ _n2 R ³⁵ _3-n2 ) units in each terminal part of formula (B1) and formula (B2), for example, 2 to 27, preferably 2 to 9, more preferably 2 to 6, even more preferably 2 to 3, and particularly preferably 3.

In a preferred embodiment, in formula (S4), when R ^32′ exists, in at least one, preferably all, R ^32′ , n2 is an integer from 1 to 3, preferably 2 or 3, and more preferably 3.

In a preferred embodiment, in formula (S4), when R ³² exists, in at least one, preferably all, R ³² , n2 is an integer from 1 to 3, preferably 2 or 3, and more preferably 3.

In a preferred embodiment, in formula (S4), when ^Re1 exists, at least one, preferably all, of ^Re1 , n2 is an integer from 1 to 3, preferably 2 or 3, and more preferably 3.

In a preferred embodiment, in formula (S4), k2 is 0, l2 is 2 or 3, preferably 3, and n2 is 2 or 3, preferably 3.

The above R ^g1 and R ^h1 are independently -Z ⁴ -SiR ²⁵ _n1 R ²⁶ _3-n1 , -Z ⁴ -SiR ^a1 _k1 R ^b1 _l1 R ^c1 _m1 , -Z ⁴ -CR ^d1 _k2 ^Re1 _l2 R ^f1 _m2 , respectively. Here, R ²⁵ , R ²⁶ , ^Ra1 , R ^b2 , R ^c1 , R ^d1 , ^Re1 , R ^f1 , n1, k1, l1, m1, k2, l2, and m2 have the same meanings as above.

In a preferred embodiment, R ^g1 and R ^h1 are independently -Z ⁴ -SiR ²⁵ _n1 R ²⁶ _3-n1 .

The above Z ⁴ is independently a single bond, an oxygen atom or a divalent organic group. In the structure described below as Z ⁴ , the right side is bonded to (SiR ²⁵ _n1 R ²⁶ _3-n1 ).

In one embodiment, Z ⁴ is an oxygen atom.

In one embodiment, Z ⁴ is a divalent organic group.

The above ^Z4 is preferably _C1-6 alkylene, -( _CH2 ) _z5" -O-( _CH2 ) _z6" -(wherein z5" is an integer from 0 to 6, for example, an integer from 1 to 6, and z6" is an integer from 0 to 6, for example, an integer from 1 to 6) or -( _CH2 ) _z7" -phenylene-( _CH2 ) _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). These _C1-6 alkylene groups may be straight chains or branched chains, but are preferably straight chains. These groups may be substituted, for example, by one or more substituents selected from fluorine atoms, _C1-6 alkyl groups, _C2-6 alkenyl groups, and _C2-6 alkynyl groups, but are preferably unsubstituted.

In a preferred embodiment, Z ⁴ is a C _1-6 alkylene group or -(CH ₂ ) _z7″ -phenylene-(CH ₂ ) _z8″ -, preferably -phenylene-(CH ₂ ) _z8″ -. When Z ³ is one of these groups, higher light resistance, especially UV resistance, can be obtained.

In other preferred aspects, the above Z ⁴ is a C _1-3 alkylene group. In one aspect, Z ⁴ may be -CH ₂ CH ₂ CH ₂ -. In another aspect, Z ⁴ may be -CH ₂ CH ₂ -.

In one embodiment, R ^Si is a group represented by formula (S2), (S3), (S4) or (S5). These compounds can form a hardened layer with high surface slip.

In one embodiment, R ^Si is a group represented by formula (S3), (S4) or (S5). Since these compounds have a plurality of hydrolyzable groups at one end, they can form a hardened layer that has strong adhesion to the substrate and high wear resistance.

In one embodiment, R ^Si is a group represented by formula (S3) or (S4). Since these compounds have a plurality of hydrolyzable groups branched from one Si atom or C atom at one end, they can form a hardened layer having higher wear durability.

In one embodiment, R ^Si is a group represented by formula (S1).

In one embodiment, R ^Si is a group represented by formula (S2).

In one embodiment, R ^Si is a group represented by formula (S3).

In one embodiment, R ^Si is a group represented by formula (S4).

In one embodiment, R ^Si is a group represented by formula (S5).

In the above formulae (B1) and (B2), ^XZ is understood to be a linker that connects the fluoropolyether portion ( ^RF3 and ^RF4 ) that mainly provides hydrophobicity and surface slipperiness and the portion ( ^RSi ) that provides bonding ability with the substrate. Therefore, as long as the compounds represented by formulae (B1) and (B2) can exist stably, ^XZ may be a single bond or any group.

In the above formula (B1), α is an integer from 1 to 9, and β is an integer from 1 to 9. These α and β may vary according to the valence of ^XZ . The sum of α and β is the same as the valence of ^XZ . For example, when ^XZ is a devalent organic group, the sum of α and β is 10, and α is 9 and β is 1, α is 5 and β is 5, or α is 1 and β is 9. In addition, when ^XZ is a divalent organic group, α and β are 1.

In the above formula (B2), γ is an integer from 1 to 9. γ can change according to the valence of ^XZ . That is, γ is the value obtained by subtracting 1 from the valence of ^XZ .

X ^{and Z} are each independently a single bond or a 2- to 10-valent organic group;

The 2- to 10-valent organic group in ^XZ is preferably a 2- to 8-valent organic group. In one embodiment, these 2- to 10-valent organic groups are preferably 2- to 4-valent organic groups, and more preferably 2-valent organic groups. In other embodiments, these 2- to 10-valent organic groups are preferably 3- to 8-valent organic groups, and more preferably 3- to 6-valent organic groups.

In one embodiment, ^XZ is a single bond or a divalent organic group, α is 1, and β is 1.

In one embodiment, ^XZ is a single bond or a divalent organic group, and γ is 1.

In one embodiment, ^XZ is a tri- to hexavalent organic group, α is 1, and β is 2-5.

In one embodiment, ^XZ is a 3-6 valent organic group, and γ is 2-5.

In one embodiment, ^XZ is a trivalent organic group, α is 1, and β is 2.

In one embodiment, ^XZ is a trivalent organic group, and γ is 2.

When X ^Z is a single bond or a divalent organic group, formula (B1) and (B2) are represented by the following formula (B1') and (B2').

R ^F3 -X ^Z -R ^Si (B1')

R ^Si -X ^Z -R ^F4 -X ^Z -R ^Si (B2')

In one aspect, ^XZ is a single key.

In other aspects, ^XZ is a divalent organic group.

In one embodiment, X ^Z is, for example, a single bond or a divalent organic group represented by the following formula.

-(R ⁵¹ ) _p5 -(X ⁵¹ ) _q5 -

[Where:

R ⁵¹ represents a single bond, -(CH ₂ ) _s5 - or o-, m- or p-phenyl, preferably -(CH ₂ ) _s5 -,

s5 is an integer from 1 to 20, preferably an integer from 1 to 6, more preferably an integer from 1 to 3, and even more preferably 1 or 2.

^X51 represents -( ^X52 ) _15- ,

^X52 each independently represents a group selected from the group consisting of -O-, -S-, o-, m- or p-phenylene, -C(O)O-, -Si( ^R53 ) _2- , -(Si( ^R53 ) _2O ) _m5 -Si( ^R53 ) _2- , ^-CONR54- , -O- ^CONR54- , ^-NR54- and -( _CH2 ) _n5- ,

R ⁵³ each independently represents a phenyl group, a C _1-6 alkyl group or a C _1-6 alkoxy group, preferably a phenyl group or a C _1-6 alkyl group, more preferably a methyl group,

R ⁵⁴ each independently represents a hydrogen atom, a phenyl group or a C _1-6 alkyl group (preferably a methyl group),

m5 is an integer from 1 to 100 independently each time it appears, preferably an integer from 1 to 20.

n5 is independently an integer from 1 to 20 each time it appears, preferably an integer from 1 to 6, and more preferably an integer from 1 to 3,

l5 is an integer from 1 to 10, preferably an integer from 1 to 5, and more preferably an integer from 1 to 3.

p5 is 0 or 1,

q5 is 0 or 1,

Here, at least one of p5 and q5 is 1, and the order of existence of the repeated units marked with p5 or q5 and enclosed in parentheses in the formula is arbitrary]

Here, ^XZ (typically a hydrogen atom of ^XZ ) may be substituted by one or more substituents selected from a fluorine atom, a _C1-3 alkyl group and a _C1-3 fluoroalkyl group. In a preferred embodiment, ^XZ is not substituted by these groups.

In a preferred embodiment, the above X ^Z are independently -(R ⁵¹ ) _p5 -(X ⁵¹ ) _q5 -R ⁵² -. R ⁵² represents a single bond, -(CH ₂ ) _t5 - or o-, m- or p-phenyl, preferably -(CH ₂ ) _t5 -. T5 is an integer from 1 to 20, preferably an integer from 2 to 6, and more preferably an integer from 2 to 3. Here, R ⁵² (typically a hydrogen atom of R ⁵² ) may be substituted by one or more substituents selected from a fluorine atom, a C _1-3 alkyl group and a C _1-3 fluoroalkyl group. In a preferred embodiment, R ⁵⁶ is not substituted by these groups.

Preferably, the above X ^{and Z} can be a single key,

C _1-20 alkylene,

-R ⁵¹ -X ⁵³ -R ⁵² -, or

-X ⁵⁴ -R ⁵ -

[wherein, R ⁵¹ and R ⁵² have the same meanings as above,

X ⁵³ means

-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 -,

-O-(CH ₂ ) _u5 -Si(OCH ₃ ) ₂ OSi(OCH ₃ ) ₂ -,

-CONR ⁵⁴ -(CH ₂ ) _u5 -(Si(R ⁵³ ) ₂ O) _m5 -Si(R ⁵³ ) ₂ -,

-CONR ⁵⁴ -(CH ₂ ) _u5 -N(R ⁵⁴ )-, or

-CONR ⁵⁴ -(o-, m- or p-phenyl)-Si(R ⁵³ ) ₂ -

(wherein, R ⁵³ , R ⁵⁴ and m5 have the same meanings as above,

u5 is an integer from 1 to 20, preferably an integer from 2 to 6, and more preferably an integer from 2 to 3),

X ⁵⁴ means

-S-,

-C(O)O-,

-CONR ⁵⁴ -

-O-CONR ⁵⁴ -

-CONR ⁵⁴ -(CH ₂ ) _u5 -(Si(R ⁵⁴ ) ₂ O) _m5 -Si(R ⁵⁴ ) ₂ -,

-CONR ⁵⁴ -(CH ₂ ) _u5 -N(R ⁵⁴ )-, or

-CONR ⁵⁴ -(o-, m- or p-phenyl)-Si(R ⁵⁴ ) ₂ -

(In the formula, each symbol has the same meaning as above)].

More preferably, the above X ^{and Z} are each independently a single key,

C _1-20 alkylene,

-(CH ₂ ) _{s 5} -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].

More preferably, the above X ^{and Z} can be a single key,

C _1-20 alkylene,

-(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].

In a preferred embodiment, the above X ^{and Z} can be single keys independently.

C _1-20 alkylene,

-(CH ₂ ) _{s 5} -X ⁵³ -, or

-(CH ₂ ) _s5 -X ⁵³ -(CH ₂ ) _t5 -

[Where,

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 between 1 and 20].

In a preferred embodiment, the above X ^{and Z} can be independently

-(CH ₂ ) _s5 -O-(CH ₂ ) _t5 -

-CONR ⁵⁴ -(CH ₂ ) _t5 -

[Where,

R ⁵⁴ represents independently, 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 between 1 and 20].

In one embodiment, the above X ^{and Z} are independently single keys,

C _1-20 alkylene,

-(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 )-

[wherein, R ⁵³ , m5, s5, t5 and u5 have the same meanings as above, and v5 is an integer from 1 to 20, preferably an integer from 2 to 6, and more preferably an integer from 2 to 3].

In the above formula, -(C _v H _2v )- may be a straight chain or a branched chain, for example, it may be -CH ₂ CH ₂ -, -CH ₂ CH ₂ CH ₂ -, -CH(CH ₃ )-, or -CH(CH ₃ )CH ₂ -.

The above ^XZ may be independently substituted by one or more substituents selected from fluorine atoms, _C1-3 alkyl groups and _C1-3 fluoroalkyl groups (preferably _C1-3 perfluoroalkyl groups). In one embodiment, ^XZ is unsubstituted.

Moreover, in each of the above X ^Z , the left side is bonded to ^RF3 or ^RF4 , and the right side is bonded to R ^Si .

In one embodiment, X ^{and Z} can each independently be other than -OC _1-6 alkylene.

In other aspects, X ^Z is a basis such as:

[wherein, R ⁴¹ is 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 a base selected from the following:

-CH ₂ O(CH ₂ ) ₂ -,

-CH ₂ O(CH ₂ ) ₃ -,

-CF ₂ O(CH ₂ ) ₃ -,

-(CH ₂ ) ₂ -,

-(CH ₂ ) ₃ -,

-(CH ₂ ) ₄ -,

-CONH-(CH ₂ ) ₃ -,

-CON(CH ₃ )-(CH ₂ ) ₃ -,

-CON(Ph)-(CH ₂ ) ₃ - (wherein Ph means phenyl), and

(wherein R ⁴² 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 group, more preferably a methyl group)

E is -(CH ₂ ) _n (n is an integer from 2 to 6),

D is bonded to ^RF3 or ^RF4 of the main chain of the molecule, and E is bonded to R ^Si ]

As specific examples of the above X ^Z , the following are listed:

Single key,

-CH ₂ OCH ₂ -

-CH ₂ O(CH ₂ ) ₂ -,

-CH ₂ O(CH ₂ ) ₃ -,

-CH ₂ O(CH ₂ ) ₄ -,

-CH ₂ O(CH ₂ ) ₅ -,

-CH ₂ O(CH ₂ ) ₆ -,

-CH ₂ O(CH ₂ ) ₃ Si(CH ₃ ) ₂ OSi(CH ₃ ) ₂ (CH ₂ ) ₂ -,

-CH ₂ O(CH ₂ ) ₃ Si(CH ₃ ) ₂ OSi(CH ₃ ) ₂ OSi(CH ₃ ) ₂ (CH ₂ ) ₂ -,

-CH ₂ O(CH ₂ ) ₃ Si(CH ₃ ) ₂ O(Si(CH ₃ ) ₂ O) ₂ Si(CH ₃ ) ₂ (CH ₂ ) ₂ -,

-CH ₂ O(CH ₂ ) ₃ Si(CH ₃ ) ₂ O(Si(CH ₃ ) ₂ O) ₃ Si(CH ₃ ) ₂ (CH ₂ ) ₂ -,

-CH ₂ O(CH ₂ ) ₃ Si(CH ₃ ) ₂ O(Si(CH ₃ ) ₂ O) ₁₀ Si(CH ₃ ) ₂ (CH ₂ ) ₂ -,

-CH ₂ O(CH ₂ ) ₃ Si(CH ₃ ) ₂ O(Si(CH ₃ ) ₂ O) ₂₀ Si(CH ₃ ) ₂ (CH ₂ ) ₂ -,

-CH ₂ OCF ₂ CHFOCF ₂ -,

-CH ₂ OCF ₂ CHFOCF ₂ CF ₂ -,

-CH ₂ OCF ₂ CHFOCF ₂ CF ₂ CF ₂ -,

_{-CH2OCH2CF2CF2OCF2- , ​ ​ ​}

-CH ₂ OCH ₂ CF ₂ CF ₂ OCF ₂ CF ₂ -,

-CH ₂ OCH ₂ CF ₂ CF ₂ OCF ₂ CF ₂ CF ₂ -,

_{-CH2OCH2CF2CF2OCF ( CF3 ) CF2OCF2- , ​}

_{-CH2OCH2CF2CF2OCF ( CF3 ) CF2OCF2CF2- , ​ ​}

_{-CH2OCH2CF2CF2OCF ( CF3 ) CF2OCF2CF2CF2- , ​ ​ ​}

-CH ₂ OCH ₂ CHFCF ₂ OCF ₂ -,

-CH ₂ OCH ₂ CHFCF ₂ OCF ₂ CF ₂ -,

-CH ₂ OCH ₂ CHFCF ₂ OCF ₂ CF ₂ CF ₂ -,

_{-CH2OCH2CHFCF2OCF ( CF3 ) CF2OCF2- ,}

-CH ₂ OCH ₂ CHFCF ₂ OCF(CF ₃ )CF ₂ OCF ₂ CF ₂ -,

-CH ₂ OCH ₂ CHFCF ₂ OCF(CF ₃ )CF ₂ OCF ₂ CF ₂ CF ₂ -,

-CH ₂ OCF ₂ CHFOCF ₂ CF ₂ CF ₂ -C(O)NH-CH ₂ -,

-CH ₂ OCH ₂ (CH ₂ ) ₇ CH ₂ Si(OCH ₃ ) ₂ OSi(OCH ₃ ) ₂ (CH ₂ ) ₂ Si(OCH ₃ ) ₂ OSi(OCH ₃ ) ₂ (CH ₂ ) ₂ -,

-CH ₂ OCH ₂ CH ₂ CH ₂ Si(OCH ₃ ) ₂ OSi(OCH ₃ ) ₂ (CH ₂ ) ₃ -,

-CH ₂ OCH ₂ CH ₂ CH ₂ Si(OCH ₂ CH ₃ ) ₂ OSi(OCH ₂ CH ₃ ) ₂ (CH ₂ ) ₃ -,

-CH ₂ OCH ₂ CH ₂ CH ₂ Si(OCH ₃ ) ₂ OSi(OCH ₃ ) ₂ (CH ₂ ) ₂ -,

-CH ₂ OCH ₂ CH ₂ CH ₂ Si(OCH ₂ CH ₃ ) ₂ OSi(OCH ₂ CH ₃ ) ₂ (CH ₂ ) ₂ -,

-(CH ₂ ) ₂ -Si(CH ₃ ) ₂ -(CH ₂ ) ₂ -,

_-CH2- ,

-(CH ₂ ) ₂ -,

-(CH ₂ ) ₃ -,

-(CH ₂ ) ₄ -,

-(CH ₂ ) ₅ -,

-(CH ₂ ) ₆ -,

-CO-,

-CONH-,

-CONH- _CH2- ,

-CONH-(CH ₂ ) ₂ -,

-CONH-(CH ₂ ) ₃ -,

-CONH-(CH ₂ ) ₄ -,

-CONH-(CH ₂ ) ₅ -,

-CONH-(CH ₂ ) ₆ -,

-CON(CH ₃ )-CH ₂ -,

-CON(CH ₃ )-(CH ₂ ) ₂ -,

-CON(CH ₃ )-(CH ₂ ) ₃ -,

-CON(CH ₃ )-(CH ₂ ) ₄ -,

-CON(CH ₃ )-(CH ₂ ) ₅ -,

-CON(CH ₃ )-(CH ₂ ) ₆ -,

-CON(Ph)-CH ₂ - (wherein Ph means phenyl),

-CON(Ph)-(CH ₂ ) ₂ - (wherein Ph means phenyl),

-CON(Ph)-(CH ₂ ) ₃ - (wherein Ph means phenyl),

-CON(Ph)-(CH ₂ ) ₄ - (wherein Ph means phenyl),

-CON(Ph)-(CH ₂ ) ₅ - (wherein Ph means phenyl),

-CON(Ph)-(CH ₂ ) ₆ - (wherein Ph means phenyl),

-CONH-(CH ₂ ) ₂ NH(CH ₂ ) ₃ -,

-CONH-(CH ₂ ) ₆ NH(CH ₂ ) ₃ -,

-CH ₂ O-CONH-(CH ₂ ) ₃ -,

-CH ₂ O-CONH-(CH ₂ ) ₆ -,

-S-(CH ₂ ) ₃ -,

-(CH ₂ ) ₂ S(CH ₂ ) ₃ -,

-CONH-(CH ₂ ) ₃ Si(CH ₃ ) ₂ OSi(CH ₃ ) ₂ (CH ₂ ) ₂ -,

-CONH-(CH ₂ ) ₃ Si(CH ₃ ) ₂ OSi(CH ₃ ) ₂ OSi(CH ₃ ) ₂ (CH ₂ ) ₂ -,

-CONH-(CH ₂ ) ₃ Si(CH ₃ ) ₂ O(Si(CH ₃ ) ₂ O) ₂ Si(CH ₃ ) ₂ (CH ₂ ) ₂ -,

-CONH-(CH ₂ ) ₃ Si(CH ₃ ) ₂ O(Si(CH ₃ ) ₂ O) ₃ Si(CH ₃ ) ₂ (CH ₂ ) ₂ -,

-CONH-(CH ₂ ) ₃ Si(CH ₃ ) ₂ O(Si(CH ₃ ) ₂ O) ₁₀ Si(CH ₃ ) ₂ (CH ₂ ) ₂ -,

-CONH-(CH ₂ ) ₃ Si(CH ₃ ) ₂ O(Si(CH ₃ ) ₂ O) ₂₀ Si(CH ₃ ) ₂ (CH ₂ ) ₂ -,

-C(O)O-(CH ₂ ) ₃ -,

-C(O)O-(CH ₂ ) ₆ -,

_-CH2 -O-( _CH2 ) ₃ -Si( _CH3 ) _2- ( _CH2 ) ₂ -Si( _CH3 ) _2- ( _CH2 ) _2- ,

_-CH2 -O-( _CH2 ) ₃ -Si( _CH3 ) _2- ( _CH2 ) ₂ -Si( _CH3 ) ₂ -CH( _CH3 )-,

_-CH2 -O-( _CH2 ) ₃ -Si( _CH3 ) _2- ( _CH2 ) ₂ -Si( _CH3 ) _2- ( _CH2 ) _3- ,

_-CH2 -O-( _CH2 ) ₃ -Si( _CH3 ) _2- ( _CH2 ) ₂ -Si( _CH3 ) ₂ -CH( _CH3 ) _-CH2- ,

_-OCH2- ,

-O(CH ₂ ) ₃ -,

-OCFHCF ₂ -,

、

等。

,

wait.

In another embodiment, X ^{and Z} are independently a group represented by the formula: -(R ¹⁶ ) _x1 -(CFR ¹⁷ ) _y1 -(CH ₂ ) _z1 -, wherein x1, y1 and z1 are independently integers from 0 to 10, the sum of x1, y1 and z1 is greater than 1, and the order of the repeating units enclosed in brackets in the formula is arbitrary.

In the above formula, R ¹⁶ is independently an oxygen atom, a phenylene group, a carbazoline group, -NR ¹⁸ - (wherein R ¹⁸ is a hydrogen atom or an organic group) or a divalent organic group. Preferably, R ¹⁸ is an oxygen atom or a divalent polar group.

The above-mentioned "bivalent polar group" is not particularly limited, but examples thereof include: -C(O)-, -C(=NR ¹⁹ )-, and -C(O)NR ¹⁹ - (in these formulas, R ¹⁹ represents a hydrogen atom or a lower alkyl group). The "lower alkyl group" is, for example, an alkyl group having 1 to 6 carbon atoms, such as methyl, ethyl, and n-propyl, which may be substituted by 1 or more fluorine atoms.

In the above formula, R ¹⁷ is 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 a fluoroalkyl group having 1 to 3 carbon atoms, preferably a perfluoroalkyl group having 1 to 3 carbon atoms, more preferably a trifluoromethyl group, a pentafluoroethyl group, and even more preferably a trifluoromethyl group.

In another aspect, as an example of X ^Z , the following bases are listed:

[Where,

R ⁴¹ is 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 ^XZ group, any one of T is ^RF3 of the main chain of the molecule or the following groups bonded to ^RF3 :

-CH ₂ O(CH ₂ ) ₂ -,

-CH ₂ O(CH ₂ ) ₃ -,

-CF ₂ O(CH ₂ ) ₃ -,

-(CH ₂ ) ₂ -,

-(CH ₂ ) ₃ -,

-(CH ₂ ) ₄ -,

-CONH-(CH ₂ ) ₃ -,

-CON(CH ₃ )-(CH ₂ ) ₃ -,

-CON(Ph)-(CH ₂ ) ₃ - (wherein Ph means phenyl), or

[wherein, R ⁴² 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 group, more preferably a methyl group],

When any of the other T groups is bonded to R ^Si of the main chain of the molecule, the remaining T groups are independently methyl, phenyl, C _1-6 alkoxy, free radical scavenging group or ultraviolet absorbing group.

類之殘基。 The free radical scavenging group is not particularly limited as long as it can capture free radicals generated by light irradiation, but examples thereof include: diphenyl ketones, benzotriazoles, benzoic acid esters, phenyl salicylates, crotonic acids, malonic acid esters, organic acrylates, hindered amines, hindered phenols, or tris(III) esters.

The residue of the class.

酮類、苯并

唑類之殘基。 The ultraviolet absorbing group is not particularly limited as long as it can absorb ultraviolet rays, but examples thereof include benzotriazoles, hydroxydiphenyl ketones, esters of substituted and unsubstituted benzoic acid or salicylic acid compounds, acrylates or alkoxycinnamates, oxalamides, oxalanilides, benzotriazoles,

Ketones, benzo

The residue of azoles.

In a preferred embodiment, the following are listed as the best free radical scavenging groups or UV absorbing groups:

In this aspect, X ^{and Z} can each independently be a tri- to decavalent organic group.

In another aspect, as an example of X ^Z , the following bases are listed:

[wherein, R ²⁵ , R ²⁶ and R ²⁷ are independently di- to hexavalent organic groups,

^R25 is bonded to at least one ^RF , and ^R26 and ^R27 are bonded to at least one ^RSi, respectively.]

In one embodiment, 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 independently a single bond, a C _1-20 alkylene group, a C _3-20 cycloalkylene group, or a C _5-20 arylene group. X ⁵⁸ is -O-, -S-, -CO-, -O-CO-, or -COO-.

In one embodiment, the above R ²⁶ and R ²⁷ are independently a hydrocarbon, or a group having at least one atom selected from N, O and S at the end of the hydrocarbon or in the main chain, preferably a C _1-6 alkyl, -R ³⁶ -R ³⁷ -R ³⁶ -, -R ³⁶ -CHR ³⁸ ₂ -, etc. Here, 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. R ³⁷ 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 -. Here, R ⁴⁵ is independently an alkyl group having 1 to 6 carbon atoms. ^R46 is N, O or S, preferably O.

In this aspect, X ^{and Z} can each independently be a tri- to decavalent organic group.

In another aspect, as an example of ^XZ , the following bases are listed:

[wherein ^Xa is a single bond or a divalent organic group]

The above-mentioned ^Xa is a single bond or a divalent linking group directly bonded to the isocyanuric acid ring. As ^Xa , it is preferably a divalent group containing at least one bond selected from the group consisting of a single bond, an alkylene group, or an ether bond, an ester bond, an amide bond, and a sulfide bond, and more preferably a divalent hydrocarbon group containing at least one bond selected from the group consisting of a single bond, an alkylene group having 1 to 10 carbon atoms, or an ether bond, an ester bond, an amide bond, and a sulfide bond.

More preferably, X ^a is a group represented by the following formula:

-(CX ¹²¹ X ¹²² ) _x1 -(X ^a1 ) _y1 -(CX ¹²³ X ¹²⁴ ) _z1 -

(wherein, X ¹²¹ to X ¹²⁴ are independently H, F, OH, or -OSi(OR ¹²¹ ) ₃ (wherein, three R ¹²¹ are independently alkyl groups having 1 to 4 carbon atoms),

The above-mentioned X ^a1 is -C(=O)NH-, -NHC(=O)-, -O-, -C(=O)O-, -OC(=O)-, -OC(=O)O-, or -NHC(=O)NH- (the left side of each bond is bonded to CX ¹²¹ X ¹²² ),

x1 is an integer between 0 and 10, y1 is 0 or 1, and z1 is an integer between 1 and 10).

The above-mentioned X ^a1 is preferably -O- or -C(=O)O-.

The above-mentioned X ^a is particularly preferably the following formula:

-(CF ₂ ) _m11 -(CH ₂ ) _m12 -O-(CH ₂ ) _m13 - the group represented by

(In the formula, m11 is an integer from 1 to 3, m12 is an integer from 1 to 3, and m13 is an integer from 1 to 3),

-(CF ₂ ) _m14 -(CH ₂ ) _m15 -O-CH ₂ CH(OH)-(CH ₂ ) _m16 - The group represented by

(In the formula, m14 is an integer from 1 to 3, m15 is an integer from 1 to 3, and m16 is an integer from 1 to 3),

-(CF ₂ ) _m17 -(CH ₂ ) _m18 -,

(In the formula, m17 is an integer from 1 to 3, and m18 is an integer from 1 to 3)

-(CF ₂ ) _m19 -(CH ₂ ) _m20 -O-CH ₂ CH(OSi(OCH ₃ ) ₃ )-(CH ₂ ) _m21 - The group represented by

(where m19 is an integer from 1 to 3, m20 is an integer from 1 to 3, and m21 is an integer from 1 to 3), or

-(CH ₂ ) _m22 - represented by the group

(In the formula, m22 is an integer from 1 to 3).

The above-mentioned X ^a is not particularly limited, but specifically, the following are listed:

-CH2-, _{-C2H4- , -C3H6- , -C4H8- , -C4H8- O} - _CH2- , -CO-O _{- CH2 -} CH(OH) _-CH2- , -( _CF2 ) _n5- (n5 is an integer from 0 to 4), -( _CF2 ) _n5- ( _CH2 ) _m5- (n5 and m5 are independently an integer from 0 to 4), _{-CF2CF2CH2OCH2CH (} OH) _{CH2- , -CF2CF2CH2OCH2CH (} OSi _{( OCH3} ) ₃ ) _{CH2- ,} and _the like.

In this aspect, X ^{and Z} can each independently be a divalent or trivalent organic group.

The silane compound containing a fluorine polyether group represented by the above formula (B1) or formula (B2) is not particularly limited, but preferably has an average molecular weight of 1,000 to 32,000, more preferably 1,500 to 8,000, in terms of the viscosity of the composition, the solubility of each component, and the balance between the physical properties of the cured product. In addition, these "average molecular weights" are called number average molecular weights, and the "average molecular weight" is a value measured by ¹⁹ F-NMR.

The fluorinated polyether group-containing silane compound represented by the above formula (B1) or formula (B2) can be obtained, for example, by methods known per se, such as those described in International Publication No. 97/07155, Japanese Patent Publication No. 2008-534696, Japanese Patent Publication No. 2014-218639, Japanese Patent Publication No. 2017-82194, etc.

In other preferred embodiments, the silane compound containing a fluorinated polyether group is a compound represented by the following formula (B3):

^{R39j -R38} _- ^NR37CO- ( ^RF4 - ^CONR37 - ^R36 - ^NR37CO ) _r - ^RF4 - ^CONR37 - ^R38 - ^R39j (B3 ₎

[Where:

^RF4 is ^-Rf4p3 - _RFB ^- _Oq3- ;

^Rf4 is a _C1-6 alkylene group which may be substituted by 1 or more fluorine atoms;

R ^{and FB} are each independently a divalent fluoropolyether group;

p3 is 0 or 1;

q3 is 0 or 1;

R ³⁶ is independently a divalent organic group,

R ³⁷ is independently a hydrogen atom or a monovalent organic group having 1 to 8 carbon atoms,

R ³⁸ is independently a (j+1)-valent organic group,

R ³⁹ is independently -SiR ²⁵ _n1 R ²⁶ _3-n1 ,

^R25 are each independently a hydroxyl group or a hydrolyzable group;

^R26 are each independently a hydrogen atom or a monovalent organic group;

n1 Each (SiR ²⁵ _n1 R ²⁶ _3-n1 ) unit is independently an integer from 0 to 3;

j is an integer from 1 to 9 independently,

r is an integer greater than 1].

In formula (B3), R ^F4 , Rf ⁴ , R ^FB , R ²⁵ , R ²⁶ , n1, p3, and q3 have the same meanings as those described above for formulas (B1) and (B2), and include the same aspects.

In the above formula (B3), R ³⁸ is independently a (j+1)-valent organic group.

R ³⁸ is a group that acts as a linker connecting R ³⁹ and the amide bond (CONR ³² ). R ³⁸ represents an organic group with a valence of j+1 independently at each occurrence. Here, the value of j represents the number of silicon-atom-containing groups present at the end of the above-mentioned fluorinated polyether group-containing silane compound (B3), and its value ranges from 1 to 9. Thus, R ³⁸ represents an organic group with a valence of 2 to 10 independently at each occurrence. Therefore, R ³⁸ may be any group as long as it is an organic group with a valence of 2 to 10 that can stably exist in the above-mentioned fluorinated polyether group-containing silane compound (B3). As specific examples of R ³⁸ , in the above-mentioned formulas (B1) and (B2), it is synonymous with X ^Z and may include the same aspects. R ³⁸ is preferably a divalent to heptavalent organic group, more preferably a divalent to tetravalent organic group, and even more preferably a divalent organic group.

R ³⁸ is preferably a structure without heteroatoms or aromatic groups on the molecular chain directly connecting R ³⁹ and the amide bond, and more preferably a structure without aromatic groups. R ³⁸ is preferably an aliphatic hydrocarbon group which may have heteroatoms as the case may be, more preferably an unsubstituted aliphatic hydrocarbon group, and more preferably a divalent alkylene group. R ³⁸ is more preferably a C _1-20 alkylene group, and more preferably a C _1-6 alkylene group, and more specifically, a methylene group, an ethylene group, a propylene group, a methylethylene group, a butylene group, a hexamethylene group, and the like. The two R ³⁸ groups in the above-mentioned fluorinated polyether group-containing silane compound (B3) may be the same or different, but are preferably the same in terms of ease of compound preparation. Furthermore, R ³⁸ will have j+1 bonding sites, but can bond to the -C(=O)NR ³⁷ - moiety at any bonding site.

In the above formula (B3), j is independently an integer from 1 to 9, preferably an integer from 1 to 6, more preferably an integer from 1 to 3, and even more preferably 1.

In the above formula (B3), R ³⁶ is independently a divalent organic group.

R ³⁶ is a divalent organic group that connects the structures represented by -C(=O)NR ³⁷ - at both ends. The definition of "divalent organic group" is the same as that of the case where R ³⁸ belongs to the divalent organic group, but R ³⁶ is preferably a divalent alkylene group, more preferably a C _1-20 alkylene group, and still more preferably a C _1-6 alkylene group, and specifically, methylene, ethylene, propylene, methylethylene, butylene, hexamethylene, etc. In addition, R ³⁶ is a group that connects two -C(=O)NR ³⁷ - parts, but as long as this can be formulated into a stable compound, the two bonding sites of R ³⁶ may be bonded to any of the -C(=O)NR ³⁷ - parts on both sides thereof. For example, when R ³⁶ in formula (B3) is a methylethylidene group (-CH(CH ₃ )CH ₂ -), the CH ₂ - part of the methylethylidene group may be bonded to the -C(=O)NR ³⁷ - part located on the right side of formula (B3), or may be bonded to the -C(=O)NR ³⁷ - part located on the left side. For example, the R 36 part may be introduced by allowing a diamine and a compound having a reactive functional group capable of forming a bond with R ³⁸ or R ³⁶ to be bonded to ^both ends of ^RF4 via an amide. The number of R ³⁶ parts in the molecular chain (in other words, the value of r) may be manipulated by adjusting the amount of reactants.

In a preferred embodiment, R ³⁸ and R ³⁶ are both divalent alkylene groups.

In the above formula (B3), R ³⁷ is independently a hydrogen atom or a monovalent organic group having 1 to 8 carbon atoms.

The monovalent organic group having 1 to 8 carbon atoms in R ³⁷ is preferably a C _1-8 alkyl group, a C _3-8 cycloalkyl group, or a C _5-8 aryl group, more preferably a C _1-6 alkyl group or a phenyl group, still more preferably a C _1-3 alkyl group, and particularly preferably a methyl group.

In one embodiment, R ³⁷ is a hydrogen atom.

In one embodiment, R ³⁷ is C _1-8 alkyl, preferably methyl.

In the above formula (B3), r is an integer greater than 1.

In one embodiment, r is preferably an integer from 1 to 100, more preferably an integer from 1 to 10, and even more preferably an integer from 1 to 5, such as an integer from 2 to 10, and even more preferably an integer from 2 to 5.

The fluorinated polyether group-containing silane compound represented by the above formula (B3) is not particularly limited, but may have an average molecular weight of 5×10 ² to 1×10 ^5. Within these ranges, the average molecular weight is preferably 1,000 to 32,000, and more preferably 1,500 to 8,000, in terms of the balance between the viscosity of the composition, the solubility of each component, and the physical properties of the cured product. In addition, these "average molecular weights" refer to the number average molecular weight, and the "average molecular weight" is the value measured by ¹⁹ F-NMR.

The fluorinated polyether group-containing silane compound represented by the above formula (B3) can be produced, for example, by the method described in International Publication No. 2021/125058.

In one embodiment, the silane compound containing a fluorinated polyether group includes a compound represented by formula (B1) or (B2). For example, the silane compound containing a fluorinated polyether group is a compound represented by formula (B1) or (B2).

In one embodiment, the silane compound containing a fluorinated polyether group includes a compound represented by formula (B1). For example, the silane compound containing a fluorinated polyether group is a compound represented by formula (B1).

In one embodiment, the silane compound containing a fluorinated polyether group includes a compound represented by formula (B2). For example, the silane compound containing a fluorinated polyether group is a compound represented by formula (B2).

In one embodiment, the silane compound containing a fluorinated polyether group includes a compound represented by formula (B3). For example, the silane compound containing a fluorinated polyether group is a compound represented by formula (B3).

In a preferred embodiment, the silane compound containing a fluorinated polyether group includes a compound represented by formula (B2) and/or a compound represented by formula (B3). For example, the silane compound containing a fluorinated polyether group is a compound represented by formula (B2) and/or a compound represented by formula (B3).

In other preferred embodiments, the silane compound containing a fluorinated polyether group includes a compound represented by formula (B2) and a compound represented by formula (B3). For example, the silane compound containing a fluorinated polyether group is a compound represented by formula (B2) and a compound represented by formula (B3).

The molar ratio (compounds at both ends/compounds at one end) of the compound having a hydrolyzable silicon group at both ends (e.g., the compound represented by formula (B2) and the compound represented by formula (B3)) and the compound having a hydrolyzable silicon group at one end (e.g., the compound represented by formula (B1)) is preferably 50/50 to 100/0, more preferably 60/40 to 100/0, and even more preferably 90/10 to 100/0.

In the curable composition disclosed herein, the content of component (A) relative to the total amount of component (A) and component (B) is preferably 10 to 90% by mass, more preferably 20 to 80% by mass, and even more preferably 30 to 70% by mass. By setting the content of the fluorinated polyether-containing acrylic compound to the above range, the UV curability and flexibility of the obtained cured product can be further improved, and the exudation can be further reduced.

Ingredient (C): Crosslinking agent

The above crosslinking agent is not particularly limited, but for example, it can be an alkoxysilane compound.

In a preferred embodiment, the crosslinking agent is preferably a compound represented by formula (C1):

(R ^g1 -O) _δ -Si-R ^g2 _4-δ (C1)

[Where:

^Rg1, at each occurrence, is independently a hydrogen atom or a monovalent organic group;

R ^g2 are each independently a monovalent organic group;

δ is an integer between 2 and 4].

^Rg1 is independently preferably a monovalent organic group, more preferably a _C1-6 alkyl group, and even more preferably a methyl group or an ethyl group.

R ^g2 is preferably independently C _1-16 alkyl, C _3-16 cycloalkyl, C _6-16 aryl, or C _1-16 alkenyl, more preferably C _1-16 alkyl, still more preferably C _1-10 alkyl, and still more preferably C _1-3 alkyl.

Examples of ^Rg2 include alkyl groups such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tertiary butyl, pentyl, neopentyl, hexyl, heptyl, octyl, nonyl and decyl; cycloalkyl groups such as cyclopentyl, cyclohexyl and cycloheptyl; aryl groups such as phenyl, tolyl, xylyl and naphthyl; aralkyl groups such as benzyl, phenylethyl and phenylpropyl; and alkenyl groups such as vinyl, allyl, propenyl and butenyl.

δ is preferably 3 or 4. In one embodiment, δ is 3. In other embodiments, δ is 4.

The crosslinking agent is preferably tetraethoxysilane, tetramethoxysilane, methyltriethoxysilane, methyltrimethoxysilane, dimethyldimethoxysilane, dimethyltrimethoxysilane, aminopropyltriethoxysilane, aminopropyltrimethoxysilane, tridecafluorooctyltriethoxysilane, or tridecafluorooctyltrimethoxysilane.

Relative to 100 parts by weight of the above-mentioned components (A) and (B) in total, the content of component (C) is preferably 0.1 to 20 parts by weight, more preferably 1 to 10 parts by weight, and even more preferably 1 to 5 parts by weight.

Ingredient (D): Catalyst

The above catalyst is not particularly limited, but for example, it can be an acid (such as acetic acid, trifluoroacetic acid, etc.), a base (such as ammonia, triethylamine, diethylamine, etc.), a transition metal (such as Ti, Ni, Sn, etc.), a metal complex, such as a tin catalyst, a titanium catalyst, a zirconium oxide catalyst, a bismuth catalyst, an organic amine catalyst, etc.

As the above-mentioned tin-based catalyst, di-n-butyltin (IV) dilaurate is exemplified.

Examples of the titanium catalysts include diisopropoxybis(ethyl acetate), tetra-n-butoxytitanium, tetra-2-ethylhexyloxytitanium, and tetraacetylacetonate titanium.

Examples of the above-mentioned zirconium oxide catalysts include zirconium tetraacetylacetonate, zirconium tetra-n-butoxy, and zirconium dibutoxybis(ethyl acetate).

As the above-mentioned bismuth catalyst, bismuth (2-ethyl hexanoate) is listed as an example.

As the above-mentioned organic amine catalyst, diazide bicyclic undecene is listed.

The above catalyst may be added to the hardening composition immediately before use.

Depending on the method of use, the above catalyst may be additionally added to the curable composition immediately before use.

Relative to 100 parts by weight of the total of the above-mentioned components (A) and (B), the content of the above-mentioned component (D) is preferably 0.1 to 20 parts by weight, more preferably 0.2 to 10 parts by weight, and even more preferably 0.5 to 5 parts by weight.

Ingredient (E): Free radical polymerization initiator

啉基-1-丙酮、2-苄基-2-二甲基胺基-1-(4-

啉基苯基)-丁-1-酮等之苯乙酮類、蒽醌、1,4-萘醌等之醌類、2-二甲基胺基苯甲酸乙酯、4-二甲基胺基苯甲酸乙酯、4-二甲基胺基苯甲酸(正丁氧基)乙酯、4-二甲基胺基苯甲酸異戊酯、4-二甲基胺基苯甲酸2-乙基己酯等之胺基苯甲酸類、苯甲醯氯、三鹵甲基苯基碸等之鹵素化合物、醯基氧化膦類、二-三級丁基過氧化物等之過氧化物等。 The free radical polymerization initiator may preferably be a free radical photopolymerization initiator. As the free radical photopolymerization initiator, for example, benzyl, diacetyl and other diketones, benzoin and other acyloin ethers, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether and other acyloin ethers, thiothione, 2,4-diethylthiothione, thiothione-4-sulfonic acid and other thiothiones, benzophenone, 4,4'-bis(dimethylamino)benzophenone, 4,4'-bis(diethylamino)benzophenone and other benzophenones, acetophenone, 2-(4-toluenesulfonyloxy)-2-phenylacetophenone, p-dimethylaminoacetophenone, 2,2'-dimethoxy-2-phenylacetophenone, p-methoxyacetophenone, 2-methyl[4-(methylthio)phenyl]-2-

1-Phenylpropanone, 2-benzyl-2-dimethylamino-1-(4-

Acetophenones such as (1,4-dimethylaminophenyl)-butan-1-one, quinones such as anthraquinone and 1,4-naphthoquinone, aminobenzoic acids such as ethyl 2-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, (n-butoxy)ethyl 4-dimethylaminobenzoate, isoamyl 4-dimethylaminobenzoate, 2-ethylhexyl 4-dimethylaminobenzoate, halogen compounds such as benzoyl chloride and trihalomethylphenyl sulfone, acyl phosphine oxides, peroxides such as di- and tri-butyl peroxides, etc.

啉基-1-丙酮、2-苄基-2-二甲基胺基-1-(4-

啉基苯基)-丁-1-酮、蒽醌、1,4-萘醌、2-二甲基胺基苯甲酸乙酯、4-二甲基胺基苯甲酸乙酯、4-二甲基胺基苯甲酸(正丁氧基)乙酯、4-二甲基胺基苯甲酸異戊酯、4-二甲基胺基苯甲酸2-乙基己酯、苯甲醯氯、三鹵甲基苯基碸、醯基氧化膦、或二-三級丁基過氧化物、苯甲醯甲酸甲酯、1-羥基-環己基-苯基-酮、1-[4-(2-羥基乙氧基)-苯基]-2-羥基-2-甲基-1-丙-1-酮、2-羥基-1-{4-[4-(2-羥基-2-甲基-丙醯基)-苄基]苯基}-2-甲基-丙-1-酮、2-甲基-1-(4-甲基硫基苯基)-2-

啉基丙-1-酮、2-苄基-2-二甲基胺基-1-(4-

啉基苯基)-1-丁酮、2-(二甲基胺基)-2-[(4-甲基苯基)甲基]-1-[4-(4-

啉基)苯基]-1-丁酮、雙(2,4,6-三甲基苯甲醯基)-苯基氧化膦、雙(η5-2,4-環戊二烯-1-基)-雙(2,6-二氟-3-(1H- 吡咯-1-基)-苯基)鈦、1,2-辛二酮,1-[4-(苯基硫基)-,2-(O-苯甲醯基肟)]、乙酮,1-[9-乙基-6-(2-甲基苯甲醯基)-9H-咔唑-3-基]-,1-(0-乙醯肟)、2-羥基-2-甲基-1-苯基-丙-1-酮、2,4,6-三甲基苯甲醯基-二苯基-氧化膦、三級丁基氫過氧化物、氫過氧化異丙苯、二異丙苯氫過氧化物、對-薄荷烷氫過氧化物、或三級甲基丁基氫過氧化物。 In a preferred embodiment, the free radical polymerization initiator is benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, thiothione, 2,4-diethylthiothione, thiothione-4-sulfonic acid, benzophenone, 4,4'-bis(dimethylamino)benzophenone, 4,4'-bis(diethylamino)benzophenone, acetophenone, 2-(4-toluenesulfonyloxy)-2-phenylacetophenone, p-dimethylaminoacetophenone, 2,2'-dimethoxy-2-phenylacetophenone, p-methoxyacetophenone, 2-methyl[4-(methylthio)phenyl]-2-

1-Phenylpropanone, 2-benzyl-2-dimethylamino-1-(4-

1-Butanone, anthraquinone, 1,4-naphthoquinone, ethyl 2-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate (n-butoxy) ethyl 4-dimethylaminobenzoate, isoamyl 4-dimethylaminobenzoate, 2-ethylhexyl 4-dimethylaminobenzoate, benzoyl chloride, trihalomethylphenyl sulfone, acylphosphine oxide, or di-tert-butyl peroxide benzoic acid methyl ester, 1-hydroxy-cyclohexyl-phenyl-ketone, 1-[4-(2-hydroxyethoxy)-phenyl]-2-hydroxy-2-methyl-1-propan-1-one, 2-hydroxy-1-{4-[4-(2-hydroxy-2-methyl-propionyl)-benzyl]phenyl}-2-methyl-propan-1-one, 2-methyl-1-(4-methylthiophenyl)-2-

1-Phenylpropanone, 2-benzyl-2-dimethylamino-1-(4-

1-Butanone, 2-(dimethylamino)-2-[(4-methylphenyl)methyl]-1-[4-(4-

1-Butanone, bis(2,4,6-trimethylbenzyl)-phenylphosphine oxide, bis(η5-2,4-cyclopentadien-1-yl)-bis(2,6-difluoro-3-(1H- 1-[(4-(phenylthio)-,2-(O-benzoyl oxime)], ethyl ketone, 1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-,1-(0-acetyl oxime), 2-hydroxy-2-methyl-1-phenyl-propan-1-one, 2,4,6-trimethylbenzyl-diphenyl-phosphine oxide, tertiary butyl hydroperoxide, isopropylbenzene hydroperoxide, diisopropylbenzene hydroperoxide, p-menthane hydroperoxide, or tertiary methyl butyl hydroperoxide.

The following are examples of commercially available free radical photopolymerization initiators.

OMNIRAD 651: 2,2-dimethoxy-1,2-diphenylethan-1-one,

OMNIRAD 184: 1-Hydroxy-cyclohexyl-phenyl-ketone,

OMNIRAD 2959: 1-[4-(2-hydroxyethoxy)-phenyl]-2-hydroxy-2-methyl-1-propan-1-one,

OMNIRAD 127: 2-Hydroxy-1-{4-[4-(2-hydroxy-2-methyl-propionyl)-benzyl]phenyl}-2-methyl-propan-1-one,

啉基丙-1-酮、 OMNIRAD 907: 2-Methyl-1-(4-methylthiophenyl)-2-

Linopropan-1-one,

啉基苯基)-丁酮-1、 OMNIRAD 369: 2-Benzyl-2-dimethylamino-1-(4-

1-Butanone (1-(4-(4-(4-(4-phenyl)-2-oxo-1-yl)-1 ...

啉基)苯基]-1-丁酮、 OMNIRAD 379: 2-(Dimethylamino)-2-[(4-methylphenyl)methyl]-1-[4-(4-

[(1-(4 ...

OMNIRAD 819: Bis(2,4,6-trimethylbenzyl)-phenylphosphine oxide,

OMNIRAD 784: Bis(η5-2,4-cyclopentadien-1-yl)-bis(2,6-difluoro-3-(1H-pyrrol-1-yl)-phenyl)titanium,

OMNIRAD OXE 01: 1,2-octanedione, 1-[4-(phenylthio)-, 2-(O-benzoyl oxime)],

OMNIRAD OXE 02: Ethyl ketone, 1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazole-3-yl]-, 1-(0-acetyl oxime),

OMNIRAD261, OMNIRAD369, OMNIRAD500,

DAROCUR 1173: 2-Hydroxy-2-methyl-1-phenyl-propan-1-one,

DAROCUR TPO: 2,4,6-trimethylbenzyl-diphenyl-phosphine oxide,

DAROCUR1116, DAROCUR2959, DAROCUR1664, DAROCUR4043,

OMNIRAD 754 Hydroxyphenylacetic acid: a mixture of 2-[2-hydroxy-2-phenylacetyloxyethoxy]ethyl ester, hydroxyphenylacetic acid, and 2-(2-hydroxyethoxy)ethyl ester,

OMNIRAD 500: A mixture of OMNIRAD 184 and benzophenone (1:1),

OMNIRAD 1300: A mixture of OMNIRAD 369 and OMNIRAD 651 (3:7),

OMNIRAD 1800: a mixture of CGI403 and OMNIRAD 184 (1:3),

OMNIRAD 1870: a mixture of CGI403 and OMNIRAD 184 (7:3),

DAROCUR 4265: A mixture of DAROCUR TPO and DAROCUR 1173 (1:1).

In addition, OMNIRAD is manufactured by BASF, and DAROCUR is manufactured by MERCK Group Japan.

Relative to 100 parts by weight of the above-mentioned components (A) and (B) in total, the content of component (E) is preferably 0.1 to 20 parts by weight, more preferably 1 to 10 parts by weight, and even more preferably 1 to 5 parts by weight.

Ingredient (F) Solvent

The above solvents are preferably aliphatic hydrocarbons, aromatic hydrocarbons, esters, ketones, glycol ethers, alcohols, glycols, cyclic ethers, amides, ether alcohols, perfluoroaliphatic hydrocarbons with 5 to 12 carbon atoms, polyfluoroaromatic hydrocarbons, polyfluoroaliphatic hydrocarbons, hydrofluorocarbons, hydrochlorofluorocarbons, or hydrofluoroethers. The solvent may be a mixture of two or more of these solvents.

In a preferred embodiment, the solvent is an alcohol, or hydrofluoric acid, or a mixed solvent of two or more thereof.

Examples of the above-mentioned aliphatic hydrocarbons include hexane, cyclohexane, heptane, octane, nonane, decane, undecane, dodecane, mineral spirits, etc.

Examples of the above-mentioned aromatic hydrocarbons include benzene, toluene, xylene, naphthalene, solvent naphtha, etc.

As the above-mentioned esters, there are exemplified: methyl acetate, ethyl acetate, propyl acetate, n-butyl acetate, isopropyl acetate, isobutyl acetate, celecoxole acetate, propylene glycol methyl ether acetic acid, carbitol acetate, diethyl oxalate, ethyl pyruvate, ethyl 2-hydroxybutyrate, ethyl acetylacetate, amyl acetate, methyl lactate, ethyl lactate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 2-hydroxyisobutyrate, ethyl 2-hydroxyisobutyrate, etc.

Examples of the above-mentioned ketones include acetone, methyl ethyl ketone, methyl isobutyl ketone, 2-hexanone, cyclohexanone, methyl amino ketone, 2-heptanone, etc.

As the above-mentioned glycol ethers, there are listed: ethyl cellulose, methyl cellulose, methyl cellulose acetate, ethyl cellulose acetate, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monobutyl ether, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monobutyl ether acetate, dipropylene glycol dimethyl ether, diethylene glycol monoethyl ether acetate, etc.

As the above-mentioned alcohols, there are listed: methanol, ethanol, isopropanol, n-butanol, isobutanol, tertiary butanol, di-butanol, 3-pentanol, octyl alcohol, 3-methyl-3-methoxybutanol, tertiary pentanol, etc. Alcohols are preferably methanol, ethanol, and isopropanol.

Examples of the above-mentioned glycols include ethylene glycol, propylene glycol, etc.

烷等。 Examples of the cyclic ethers include tetrahydrofuran, tetrahydropyran, dihydrofuran,

Alkane, etc.

Examples of the above-mentioned amides include: N,N-dimethylformamide, N,N-dimethylacetamide, etc.

As the above-mentioned ether alcohols, there are listed: methyl cellulose sulfide, cellulose sulfide, isopropyl cellulose sulfide, butyl cellulose sulfide, diethylene glycol monomethyl ether, etc.

Examples of the above-mentioned perfluoroaliphatic hydrocarbons having 5 to 12 carbon atoms include perfluorohexane, perfluoromethylcyclohexane, perfluoro-1,3-dimethylcyclohexane, etc.

Examples of the above-mentioned polyfluorinated aromatic hydrocarbons include bis(trifluoromethyl)benzene, etc.

Examples of the polyfluoroaliphatic hydrocarbons include C ₆ F ₁₃ CH ₂ CH ₃ (for example, ASAHIKLIN (registered trademark) AC-6000 manufactured by Asahi Glass Co., Ltd.), 1,1,2,2,3,3,4-heptafluorocyclopentane (for example, ZEORORA (registered trademark) H manufactured by ZEON Co., Ltd., Japan).

As hydrofluorocarbons (HFC), the series includes 1,1,1,3,3-pentafluorobutane (HFC-365mfc) and the like.

Examples of hydrochlorofluorocarbon (HCFC) include 1,1,2-trichloro-1,2,2-trifluoroethane, 1,2-dichloro-1,1,2,2-tetrafluoroethane, and 1,1-dichloro-1,2,2,3,3-pentafluoropropane (HCFC225) (e.g., ASAHIKLIN (registered trademark) AK225).

Examples of the hydrofluoroether (HFE) include alkyl perfluoroalkyl ethers (perfluoroalkyl and alkyl groups may be linear or branched), such as perfluoropropyl methyl ether (C ₃ F ₇ OCH ₃ ) (e.g., Novec (trademark) 7000 manufactured by Sumitomo 3M Co., Ltd.), perfluorobutyl methyl ether (C ₄ F ₉ OCH ₃ ) (e.g., Novec (trademark) 7100 manufactured by Sumitomo 3M Co., Ltd.), perfluorobutyl ethyl ether (C ₄ F ₉ OC ₂ H ₅ ) (e.g., Novec (trademark) 7200 manufactured by Sumitomo 3M Co., Ltd.), perfluorohexyl methyl ether (C ₂ F ₅ CF(OCH ₃ )C ₃ F ₇ ) (e.g., Novec (trademark) 7300 manufactured by Sumitomo 3M Co., Ltd.), CF ₃ CH ₂ OCF ₂ CHF ₂ (For example, ASAHIKLIN (registered trademark) AE-3000 manufactured by Asahi Glass Co., Ltd.)

In a preferred embodiment, the solvent is methanol, ethanol, isopropanol, perfluoropropyl methyl ether, perfluorobutyl methyl ether, perfluorobutyl ethyl ether, perfluorohexyl methyl ether, or CF ₃ CH ₂ OCF ₂ CHF ₂ , or a mixed solvent of two or more thereof.

The content of component (F) is 20 to 90% by mass, preferably 40 to 90% by mass, relative to the total amount of components (A) to (F).

The curable composition disclosed herein may include: (non-reactive) fluoropolyether compounds which can be understood as fluorine-containing oils, preferably perfluoro(poly)ether compounds (hereinafter collectively referred to as "fluorine-containing oils"), (non-reactive) polysilicone compounds which can be understood as silicone oils (hereinafter referred to as "silicone oils"), alcohols, surfactants, inhibitors, sensitizers, etc.

There is no particular limitation on the fluorine-containing oil, but examples thereof include compounds represented by the following general formula (3) (perfluoro (poly) ether compounds).

Rf ⁵ -(OC ₄ F ₈ ) _a' -(OC ₃ F ₆ ) _b' -(OC ₂ F ₄ ) _c' -(OCF ₂ ) _d' -Rf ⁶ ‧‧‧(3)

In the formula, ^Rf5 represents an alkyl group with 1 to 16 carbon atoms (preferably a _C1-16 perfluoroalkyl group) which may be substituted by 1 or more fluorine atoms, and ^Rf6 represents an alkyl group with 1 to 16 carbon atoms (preferably a _C1-16 perfluoroalkyl group) which may be substituted by 1 or more fluorine atoms, a fluorine atom or a hydrogen atom, and ^Rf5 and ^Rf6 are each independently more preferably a _C1-3 perfluoroalkyl group.

a', b', c' and d' respectively represent the number of repeating units of the four types of perfluoro(poly)ether constituting the main skeleton of the polymer, and are independently integers of 0 to 300, and the sum of a', b', c' and d' is at least 1, preferably 1 to 300, and more preferably 20 to 300. The order of existence of each repeating unit marked with a', b', c' or d' and enclosed in parentheses in the formula is arbitrary. Such repeating units may be linear or branched chain-shaped, and may also contain a ring structure. For example, -( _OC4F8 )- may be any _one of -( _{OCF2CF2CF2CF2CF2} )-, -(OCF _{( CF3 ) CF2CF2 ) -} , _- (OCF2CF( _CF3 ) _CF2 )-, -(OCF2CF2CF( _{CF3 )} ) _{-, -(OC(CF3)2CF2)-, -(OCF2C(CF3)2 ) - , - ( OCF} ( _CF3 )CF( _CF3 ) ₎ -, -(OCF _{( C2F5} ) _CF2 )-, and _{( OCF2CF} ( _C2F5 ))-, but - _{( OCF2CF2CF2CF2 )} - is preferred. -(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 ))-, but is preferably -(OCF ₂ CF ₂ CF ₂ )-. -(OC ₂ F ₄ )- may be any of -(OCF ₂ CF ₂ )- and (OCF(CF ₃ ))-, but is preferably -(OCF ₂ CF ₂ )-.

The above ring structure can be the following three-membered ring or four-membered ring:

[Where * indicates the key position].

For example, (OC ₄ F ₈ ) can be

[Where * indicates the key position].

As an example of the perfluoro(poly)ether compound represented by the above general formula (3), there are listed compounds represented by any one of the following general formulas (3a) and (3b) (which may be a mixture of one or more).

Rf ⁵ -(OCF ₂ CF ₂ CF ₂ ) _b” -Rf ⁶ ‧‧‧(3a)

Rf ⁵ -(OCF ₂ CF ₂ CF ₂ CF ₂ ) _a” -(OCF ₂ CF ₂ CF ₂ ) _b” -(OCF ₂ CF ₂ ) _c” -(OCF ₂ ) _d” -Rf ⁶ ‧‧‧(3b)

In these formulae, ^Rf5 and ^Rf6 are as described above; in formula (3a), b" is an integer from 1 to 100; in formula (3b), a" and b" are each independently an integer from 0 to 30, and c" and d" are each independently an integer from 1 to 300. The order in which the repetitive units marked a", b", c", and d" are enclosed in parentheses in the formulae is arbitrary.

In addition, from another viewpoint, 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). In addition, it may be a chlorotrifluoroethylene oligomer.

The above-mentioned fluorinated oil may have an average molecular weight of 500 to 10,000. The molecular weight of the fluorinated oil may be measured using GPC.

Relative to the curable composition disclosed herein, the content of fluorine-containing oil may be, for example, 0 to 50% by mass, preferably 0 to 30% by mass, and more preferably 0 to 5% by mass. In one embodiment, the curable composition disclosed herein substantially does not contain fluorine-containing oil. Substantially containing no fluorine-containing oil means that it does not contain any fluorine-containing oil at all, or may contain a very small amount of fluorine-containing oil.

As the above-mentioned silicone oil, for example, a straight chain or cyclic silicone oil with a siloxane bond of less than 2,000 can be used. Straight chain silicone oils can be so-called straight silicone oils and modified silicone oils. As straight silicone oils, dimethyl silicone oil, methylphenyl silicone oil, and methyl hydrogen silicone oil are listed. As modified silicone oils, pure silicone oils modified with alkyl, arylalkyl, polyether, higher fatty acid ester, fluoroalkyl, amino, epoxy, carboxyl, alcohol, etc. are listed. Cyclic silicone oils include, for example, cyclic dimethyl siloxane oil, etc.

In the curable composition disclosed herein, the content of these silicone oils, for example, can be 0 to 300 parts by mass, preferably 50 to 200 parts by mass, relative to the total 100 parts by mass of the fluorinated polyether-containing acrylic compound and the fluorinated polyether-containing silane compound disclosed herein (in the case of more than two types, the total is the same below).

Examples of the alcohols include alcohols having 1 to 6 carbon atoms which may be substituted with one or more fluorine atoms, such as methanol, ethanol, isopropyl alcohol, tertiary butyl alcohol, CF ₃ CH ₂ OH, CF ₃ CF ₂ CH ₂ OH, and (CF ₃ ) ₂ CHOH. By adding these alcohols to the curable composition, the stability of the curable composition can be improved, and the compatibility between the perfluoropolyether-containing acrylic compound and the fluorinated polyether-containing silane compound and the solvent can be improved.

The above alcohol is preferably methanol, ethanol, 2,2,3,3,3-pentafluoro-1-propanol or 2,2,2-trifluoroethanol.

The curable composition disclosed herein may contain trace amounts of impurities in addition to the above-mentioned components. The impurities include, for example, Pt, Rh, RU, 1,3-divinyltetramethyldisiloxane, triphenylphosphine, NaCl, KCl, condensates of silane, etc.

The viscosity of the curable composition disclosed herein is preferably below 3000mPa‧s, more preferably below 2000mPa‧s, and even more preferably below 1000mPa‧s. By reducing the viscosity of the curable composition, the curable composition can be applied to a finer shape. In addition, the viscosity of the curable composition disclosed herein is preferably above 1mPa‧s, more preferably above 10mPa‧s, and even more preferably above 100mPa‧s. By increasing the viscosity of the curable composition, it is beneficial to the formation of a thick film and the control of wet spreading.

In one embodiment, the viscosity of the curable composition disclosed herein is preferably 1 to 3000 mPa‧s, more preferably 10 to 2000 mPa‧s, and even more preferably 100 to 1000 mPa‧s.

(Purpose)

The hardened material of the hardening composition disclosed herein can be used, for example, as a potting material, a sealing material, etc. The hardened material of the hardening composition disclosed herein can be used, for example, by filling the gaps of electronic components (for example, the bonding portion between the housing and the printed circuit board, or the gap between the resin molded metal terminal portion and the molded resin, etc.) and hardening it.

In order to form a hardened material (e.g., potting material, sealing material) with higher wear resistance, before treating with the hardening composition disclosed in the present invention, in order to remove the oil on the wall of the void, it is preferred to wash the object with acetone, hydrofluoric ether, etc. and then dry it. In addition to the above-mentioned washing, the wear resistance of the hardened material can be further improved by pre-treating with UV ozone, oxygen plasma, etc.

Before treating with the curable composition disclosed herein, by applying a primer to the void wall surface, etc., as needed, the adhesion of the potting material formed by the curable composition can be improved, and the wear resistance can be further improved. The primer treatment can be carried out under the same conditions as the primer treatment using a silane coupling agent according to conventional methods.

Furthermore, when the hardened product obtained from the curable composition disclosed herein is bonded to various substrates, various primers may also be used in combination.

In one embodiment, the hardening composition can be hardened at room temperature. Such a hardening composition is particularly useful as a composition for forming a potting material.

In one embodiment, when the curable composition disclosed herein is used, the composition can be further diluted with a solvent according to its use and purpose. As a solvent for dilution, the fluorine-type agent exemplified above can be used. For example, it can be dissolved in 1,3-bis(trifluoromethyl)benzene, Fluorinert (manufactured by 3M Company), perfluorobutyl methyl ether, perfluorobutyl ethyl ether, etc. as a solvent to the desired concentration for use. In particular, it is preferred to use the above solvent in thin film coating applications.

Since the curable composition disclosed herein can form a cured product with good adhesion to metal or plastic substrates, it can be particularly useful as an adhesive or sealant for use around electrical and electronic components and vehicle-mounted components. In particular, since the curable composition disclosed herein has a good elastic modulus even at low temperatures, it can be usefully used in automotive parts (e.g., sealants, specifically gaskets), etc., especially automotive parts used in cold regions (e.g., below -50°C). Furthermore, the cured product of the curable composition disclosed herein can also be used as a resin type (replica mold) for nanoimprinting.

The cured product of the curable composition disclosed herein has good chemical resistance, acid resistance, and alkali resistance. The cured product of the curable composition disclosed herein can also be used in chemical plants, semiconductor manufacturing equipment, etc.

The present disclosure provides a hardened product obtained from the hardening composition of the present disclosure. The hardening composition of the present disclosure can be used as a hardened product for various purposes due to its excellent hardening and coating properties.

The present disclosure includes an article comprising a substrate and a hardened layer formed by hardening the hardening composition of the present disclosure on the substrate.

The substrate that can be used in the present disclosure can be composed of, for example, glass, resin (natural or synthetic resin, for example, general plastic material), OCA (Optical Clear Adhesive), polarizing plate metal, ceramic, semiconductor (silicon, germanium, etc.), electronic products, fiber (woven fabric, non-woven fabric, etc.), fur, leather, wood, ceramics, stone, etc., building components, etc., sanitary products, and any other suitable materials.

In a preferred embodiment, the substrate is glass, resin, polarizing plate, OCA (Optical Clear Adhesive) or metal, preferably glass, resin, polarizing plate or OCA (Optical Clear Adhesive).

As the above-mentioned glass, sapphire glass, soda-lime glass, alkali aluminosilicate glass, borosilicate glass, alkali-free glass, crystal glass, and quartz glass are preferred, and chemically strengthened soda-lime glass, chemically strengthened alkali aluminosilicate glass, and chemically bonded borosilicate glass are particularly preferred.

The shape of the substrate is not particularly limited, and may be, for example, a plate, a film, or other forms. In addition, the surface area of the substrate on which the hardened layer is to be formed may be at least a portion of the surface of the substrate, and may be appropriately determined according to the purpose and specific specifications of the article to be manufactured.

The article disclosed herein can be manufactured by forming a layer of the curable composition disclosed herein on the surface of the substrate, and post-treating the layer as needed to form a layer from the curable composition disclosed herein.

The layer formation of the curable composition disclosed herein can be implemented by applying the curable composition to the surface of the substrate in a covering manner. The covering method is not particularly limited. For example, a wet covering method and a dry covering method can be used.

As examples of wet coating methods, dip coating, rod coating, spin coating, flow coating, spray coating, roller coating, gravure coating, needle dispensing, jet dispensing and similar methods are listed. The wet coating method is preferably rod coating, spin coating, flow coating, roller coating, needle dispensing or jet dispensing.

In a preferred embodiment, the articles disclosed herein may be electrical and electronic components, automotive components, automobile parts (e.g., sealing materials, specifically gaskets), chemical plants, semiconductor manufacturing equipment, etc.

In addition, the articles disclosed herein may also be medical equipment or medical materials.

The thickness of the above-mentioned layer is not particularly limited, but for example, it can be 1 μm or more, 10 μm or more, or 100 μm or more. In addition, the thickness of the above-mentioned layer is not particularly limited, but it can be 1000 μm or less, 500 μm or less, or 100 μm or less.

The above is a detailed description of the curable composition, cured product, and articles disclosed herein. In addition, the curable composition, cured product, and articles disclosed herein are not limited to the examples given above.

[Implementation example]

The compounds disclosed in the present invention are described below in the examples, but the present invention is not limited to the following examples. In addition, in the present examples, the order of existence of the repeating units constituting the fluoropolyether is arbitrary, and the chemical formula shown below represents the average composition.

Component (A): Synthesis of fluorinated polyether-containing acrylic compounds

Synthesis Example 1

In a 100 mL 3-neck flask equipped with a reflux cooler, a thermometer and a stirrer, 10.0 g of a perfluoropolyether modified ester represented by an average composition of CH ₃ OCOCF ₂ O(CF ₂ O) ₁₂ (CF ₂ CF ₂ O) ₁₂ CF ₂ COOCH ₃ , 5.0 g of 1,3-bis(trifluoromethyl)benzene and 0.20 g of diethylenetriamine were added and stirred at 25° C. for 1 hour. Subsequently, 0.68 g of 3-aminopropyltrimethoxysilane was added and stirred at 25° C. for 1 hour under a nitrogen flow. Thereafter, the volatile components were distilled off under reduced pressure to obtain a silane compound (A) represented by the following formula.

(CH ₃ O) ₃ SiCH ₂ CH ₂ CH ₂ NHCOCF ₂ O(CF ₂ CF ₂ O) ₁₂ (CF ₂ O) ₁₂ CF ₂ CONHCH ₂ CH ₂ NHCH ₂ CH ₂ NHCOCF ₂ O(CF ₂ CF ₂ O) ₁₂ (CF ₂ O) ₁₂ CF ₂ CONHCH ₂ CH ₂ CH ₂ Si(OCH ₃ ) ₃

Synthesis Example 2

In a 100 mL 3-neck flask equipped with a reflux cooler, a thermometer and a stirrer, 10.0 g of the silane compound (A) obtained in Synthesis Example 1 and 0.27 g of ethyl 2-isocyanate acrylate (Karenz (registered trademark) AOI manufactured by Showa Denko Co., Ltd.) were added, and stirred at 25°C for 1 hour to obtain a fluorinated polyether group-containing acrylic compound (B) represented by the following formula.

(CH ₃ O) ₃ SiCH ₂ CH ₂ CH ₂ NHCOCF ₂ O(CF ₂ CF ₂ O) ₁₂ (CF ₂ O) ₁₂ CF ₂ CONHCH ₂ CH ₂ N(X)CH ₂ CH ₂ NHCOCF ₂ O(CF ₂ CF ₂ O) ₁₂ (CF ₂ O) ₁₂ CF ₂ CONHCH ₂ CH ₂ CH ₂ Si(OCH ₃ ) ₃

Component (B): Synthesis of silane compounds containing fluorinated polyether groups

Synthesis Example 3

In a 100 mL 3-neck flask equipped with a reflux cooler, a thermometer and a stirrer, 10.0 g of a perfluoropolyether modified ester represented by an average composition of CH ₃ OCOCF ₂ O(CF ₂ O) ₁₂ (CF ₂ CF ₂ O) ₁₂ CF ₂ COOCH ₃ , 5.0 g of 1,3-bis(trifluoromethyl)benzene and 0.11 g of ethylenediamine were added, and stirred at 25° C. for 1 hour under a nitrogen flow. Subsequently, 0.62 g of 3-aminopropylmethyldimethoxysilane was added, and stirred at 25° C. for 1 hour. Thereafter, the volatile components were distilled off under reduced pressure to obtain a fluorinated polyether group-containing silane compound (C) represented by the following formula.

(CH ₃ O) ₂ CH ₃ SiCH ₂ CH ₂ CH ₂ NHCOCF ₂ O(CF ₂ CF ₂ O) ₁₂ (CF ₂ O) ₁₂ CF ₂ CONHCH ₂ CH ₂ NHCOCF ₂ O(CF ₂ CF ₂ O) ₁₂ (CF ₂ O) ₁₂ CF ₂ CONHCH ₂ CH ₂ CH ₂ SiCH ₃ (OCH ₃ ) ₂

Ingredient (C): Crosslinking agent

(C-1) Methyltrimethoxysilane

Ingredient (D): Catalyst

(D-1) Titanium diisopropoxybis(ethyl acetate) (Olgatrix TC750, manufactured by Matsumoto Fine Chemical Co., Ltd.)

Ingredient (E): Free radical polymerization initiator

(E-1) Methyl benzoate

Ingredient (F): Solvent

(F-1) Perfluorohexyl methyl ether (water content 35ppm) (HFE7300))

Implementation examples and comparative examples

Components (A) to (E) were mixed in the ratio (weight ratio) shown in the following table, and then component (F) was diluted to a predetermined ratio to prepare a curable composition. The following evaluation was performed on the obtained curable composition.

UV curing test

After forming a 200μm film on a glass plate using a coater, UV irradiation with an integrated light intensity of 1000mJ was performed in the atmosphere using a high-pressure mercury lamp. The curing state of the subsequent coating film was evaluated. After forming a 200μm film on a glass plate using a coater, UV irradiation with an integrated light intensity of 1000mJ was performed in the atmosphere using a high-pressure mercury lamp.

◎: The surface and the inside are hardened and the fluidity is lost

○: The surface is hardened, but the inside is liquid, or although there is no fluidity, the surface bonding and hardening are insufficient.

×: Both the interior and the surface are not fully hardened and remain liquid.

Spray coating test

Each coating liquid was sprayed using a two-fluid nozzle, dried several times at room temperature, and then irradiated with UV using a high-pressure mercury lamp so that the integrated light intensity was 1000mJ/ ^cm2 . Next, the coating was left at room temperature for 24 hours to completely cure, and the coating film thickness was measured using a micrometer.

Dispenser coating test

Each coating liquid was placed in a 10 ml syringe and coated on a 10 cm line on the glass using a pneumatic dispenser with a 180 μm needle at the tip of the syringe. After drying at room temperature, UV irradiation was performed using a high-pressure mercury lamp in such a way that the integrated light intensity became 1000 mJ/ ^cm2 . After standing at room temperature for 24 hours and completely curing, the coating film thickness was measured at 3 points using a micrometer, and the average value of the 3 points was taken as the film thickness.

Chemical resistance:

The cured film was immersed in a toluene solution at room temperature for 3 days, and the weight swelling rate was calculated.

◎: Weight expansion rate is less than 3%

○: Weight expansion rate is 3% or more and less than 10%

×: Weight expansion rate is more than 10%

[Table 1]

The above results confirm that the curable composition disclosed in the present invention can be applied by spraying and dispensing to achieve uniform coating of less than 100 μm. In addition, it is confirmed that by including components (A) to (E), especially component (A), it becomes possible to be cured (fixed) immediately by UV irradiation, which is impossible in the conventional wet air curing system.

[Industrial Utilization]

The curable composition disclosed herein can be used to form a cured layer on a variety of substrates.

Claims (45)

A hardening composition comprising: Component (A): a fluorinated polyether-containing acrylic compound containing a (meth) acrylic group, a hydrolyzable silyl group, and a fluorinated polyether group, Component (B): A silane compound containing a fluorinated polyether group and a hydrolyzable silyl group, Ingredient (C): Crosslinking agent, Ingredient (D): Catalyst, Component (E): free radical polymerization initiator, and Ingredient (F): Solvent. The curable composition as described in claim 1, wherein the content of component (F) is 20 to 90 mass % relative to the total amount of components (A) to (F). The curable composition as described in claim 1 or 2, wherein the content of component (F) is 40 to 90 mass % relative to the total amount of components (A) to (F). The curable composition as described in any one of claims 1 to 3, wherein the solvent is aliphatic hydrocarbons, aromatic hydrocarbons, esters, ketones, glycol ethers, alcohols, glycols, cyclic ethers, amides, ether alcohols, perfluoroaliphatic hydrocarbons with 5 to 12 carbon atoms, polyfluoroaromatic hydrocarbons, polyfluoroaliphatic hydrocarbons, hydrofluorocarbons, hydrochlorofluorocarbons, or hydrofluoroethers, or a mixed solvent of two or more of these. The curable composition as described in any one of claims 1 to 4, wherein the solvent is an alcohol, or hydrofluoric ether, or a mixed solvent of two or more thereof. The curable composition as claimed in any one of claims 1 to 5, wherein the solvent is methanol, ethanol, isopropyl alcohol, perfluoropropyl methyl ether, perfluorobutyl methyl ether, perfluorobutyl ethyl ether, perfluorohexyl methyl ether, or CF ₃ CH ₂ OCF ₂ CHF ₂ , or a mixed solvent of two or more thereof. A curable composition as described in any one of claims 1 to 6, wherein the aforementioned fluorinated polyether group-containing acrylic compound comprises a compound represented by the following formula (A1), (A2) or (A3), R ^F1 -X ^A -X ^B R ^Ac _m (A1) R ^Ac _m X ^B -X ^A -R ^F2 -X ^A -X ^B R ^Ac _m (A2) R ^Ac _m X ^B -X ^A -(R ^F2 -R ^g -R ^a (R ^Ac ) _m3 -R ^g ) _x -R ^F2 -X ^A -X ^B R ^Ac _m (A3) In the formula: ^RF1 is ^Rf1 - ^RF - _Oq- , ^RF2 is independently ^-Rf2p _- ^RF - _Oq- , ^Rf1 is a _C1-16 alkyl group which may be substituted by 1 or more fluorine atoms, ^Rf2 is a _C1-6 alkylene group which may be substituted by 1 or more fluorine atoms, R ^{and F} are independently divalent fluoropolyether groups, p is 0 or 1, q is independently 0 or 1, X ^{and A} are independently a single bond or a divalent organic group, X ^{and B} are independently (m+1)-valent bases, However, in each formula, at least one ^XB is a (m+1)-valent group containing a hydrolyzable silicon group. R ^Ac are independently -X ^D -X ^E (-X ^F -OCO-CR ⁵ =CH ₂ ) _m' , X ^D is a single bond or a divalent group, ^XE is a single bond or a (m'+1) valence base, X ^{and F} are independently a single bond or a divalent group, ^R5 is a hydrogen atom, a halogen atom, or a monovalent organic group having 1 to 8 carbon atoms, m’ is an integer from 1 to 10, m is an integer from 0 to 10 independently. R ^a is independently an organic group with a valence of (m3+2), m3 is an integer from 0 to 4, However, at least one of m and m3 is greater than 1, R ^g is independently -NR ^c CO- ^Re -, -NR ^c COO- ^Re -, or -NR ^c CONR ^{c -Re} -, wherein the left side of these groups is bonded to ^Ra , R ^c are each independently a hydrogen atom, a C _1-6 alkyl group, or a C _6-16 aryl group, R ^e each independently represents a single bond or a divalent organic group, x is an integer greater than 1. The curable composition as claimed in claim 7, wherein R ^{and F} are independently a group represented by the following 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 - Wherein, R ^Fa is independently a hydrogen atom, a fluorine atom or a chlorine atom, a, b, c, d, e and f are each independently an integer from 0 to 200, the sum of a, b, c, d, e and f is 1 or more, and the order of presence of the repeating units marked with a, b, c, d, e or f and enclosed in parentheses in the formula is arbitrary, provided that, when all R ^Fa are hydrogen atoms or chlorine atoms, at least one of a, b, c, e and f is 1 or more. The curable composition according to claim 7 or 8, wherein R ^{and F} are independently a group 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; -(OC ₄ F ₈ ) _c -(OC ₃ F ₆ ) _d -(OC ₂ F ₄ ) _e -(OCF ₂ ) _f - (f2) In the formula, c and d are independently integers between 0 and 30; e and f are independently integers between 1 and 200; The sum of c, d, e and f is an integer between 10 and 200; The order of the repeated units marked with c, d, e or f and enclosed in brackets in the formula is arbitrary; -(R ⁶ -R ⁷ ) _g - (f3) Wherein, R ⁶ is OCF ₂ or OC ₂ F ₄ ; ^R7 is _a group selected from _{OC2F4 , OC3F6} , _OC4F8 , _OC5F10 and _OC6F12 , or _a combination of 2 or 3 groups selected _from these _groups ; g is an integer from 2 to 100; -(R ⁶ -R ⁷ ) _g -R ^r -(R ^7' -R ^6' ) _g' - (f4) Wherein, R ⁶ is OCF ₂ or OC ₂ F ₄ , ^R7 is _a group selected from _{OC2F4 , OC3F6 , OC4F8} , _OC5F10 and _OC6F12 , or _a combination of 2 or 3 groups 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 a combination of 2 or 3 groups independently selected from these groups, g is an integer from 2 to 100, g’ is an integer from 2 to 100, R ^r is

In the formula, * shows the bond position; -(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 - (f5) In the formula, e is an integer greater than 1 and less than 200, a, b, c, d and f are each independently an integer greater than 0 and less than 200, and the sum of a, b, c, d, e and f is at least 1. In addition, the order of the repeated units marked with a, b, c, d, e or f and enclosed in parentheses in the formula is arbitrary; -(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 - (f6) In the formula, f is an integer between 1 and 200, a, b, c, d, and e are each independently an integer between 0 and 200, and the sum of a, b, c, d, e, and f is at least 1. In addition, the order of the repeated units marked with a, b, c, d, e, or f and enclosed in parentheses in the formula is arbitrary. The hardenable composition as described in any one of claims 7 to 9, wherein ^XE is a single bond. The hardenable composition according to any one of claims 7 to 10, wherein ^XE is ^-XG - ^XH ; X ^G is a single key, C _1-6 alkylene, -(CH ₂ ) _z9 -O-(CH ₂ ) _z10 -(wherein z9 is an integer from 0 to 6, and z10 is an integer from 0 to 6), or -(CH ₂ ) _z11 -phenylene-(CH ₂ ) _z12 - (wherein z11 is an integer from 0 to 6, and z12 is an integer from 0 to 6); X ^H is as follows,

^R8 is a hydrogen atom or a _C1-6 alkyl group. The curable composition as described in any one of claims 7 to 11, wherein ^XD is -O-, -CO-, -COO-, -OCO-, -CONH-, -NHCO-, -OCONH-, -NHCOO-, -NH-CO-NH-, _-CH2CH (OH) _{CH2-, -CH} ( _CH2OH ) _CH2- , -( ^OSiR142 ) _d5- ,

Wherein, * and ** indicate the bond positions, * is bonded to X ^B , ** is bonded to X ^E ; R ¹⁴ is C _1-6 alkyl or C _6-16 aryl; d5 is an integer from 1 to 10. The hardenable composition as claimed in any one of claims 7 to 12, wherein X ^F is a single bond, C _1-6 alkylene, -(CH ₂ ) _z5 -O-(CH ₂ ) _z6 -(wherein z5 is an integer from 0 to 6, and z6 is an integer from 0 to 6), or -(CH ₂ ) _z7 -phenylene-(CH ₂ ) _z8 - (wherein z7 is an integer from 0 to 6, and z8 is an integer from 0 to 6). The curable composition as described in any one of claims 7 to 13, wherein R ⁵ is a hydrogen atom or a methyl group. The curable composition as described in any one of claims 7 to 14, wherein X ^{and A} are independently a single bond or a group represented by the following formula: -(C _α R ¹¹ _{2 α} ) _s1 -R ¹² _t1 - In the formula: R ¹¹ is independently a hydrogen atom or a fluorine atom, α is an integer from 1 to 10 independently. R ¹² are independently -O-, -CO-, -NR ¹⁰ -, -CONR ¹⁰ -, -NR ¹⁰ CO-, -COO-, -OCO-, or -OCONH-, ^R10 is a hydrogen atom or a _C1-6 alkyl group, s1 is an integer from 0 to 3, t1 is an integer between 0 and 3, The sum of s1 and t1 is greater than 1, The order of the repeated units marked with s1 or t1 and enclosed in parentheses in the formula is arbitrary. The hardenable composition according to any one of claims 7 to 15, wherein ^XA is ^-CONR10 _{-Cα1H2α1- , -} ( _Cα2H2α2 ) ^-OCONR10- _{, -} ( _{Cα3H2α3 )} -, or -( _Cα4H2α4 )-O-( _Cα5H2α5 ), ^R10 is a hydrogen atom or a _C1-6 alkyl group, α1 is an integer from 1 to 10, α2 is an integer from 1 to 10, α3 is an integer from 1 to 10, α4 is an integer from 0 to 6, α5 is an integer between 0 and 6. The curable composition as described in any one of claims 7 to 16, wherein X ^B each independently represents a group comprising a group represented by the following formula: SiR ¹ _nb R ^sb _4-nb In the formula: ^R1 is a hydroxyl group or a hydrolyzable group, R ^sb is a single bond. nb is 1 or 2. The hardenable composition as described in any one of claims 7 to 16, wherein X ^B is independently a group represented by X ^Ba (R ^Si ) _na ; In the formula: X ^Ba are independently (m+na+1)-valence bases, R ^Si are independently -X ^C -SiR ¹ _n' R ² _3-n' , X ^C is a divalent organic group having 1 to 10 carbon atoms, ^R1 is independently a hydroxyl group or a hydrolyzable group, ^R2 is independently a hydrogen atom or a monovalent organic group, n’ is an integer from 1 to 3, na is an integer from 1 to 10. The curable composition as claimed in claim 18, wherein X ^C is a C _1-6 alkylene group, -(CH ₂ ) _a1 -O-(CH ₂ ) _z2 - (wherein z1 is an integer from 0 to 6, and z2 is an integer from 0 to 6), or -(CH ₂ ) _z3 -phenylene-(CH ₂ ) _z4 - (wherein z3 is an integer from 0 to 6, and z4 is an integer from 0 to 6). A hardening composition as described in claim 18 or 19, wherein n' is 3. The hardenable composition as described in any one of claims 18 to 20, wherein X ^Ba is a trivalent group, n is 1, and m is 1. The hardenable composition as described in any one of claims 18 to 21, wherein X ^Ba is N or -C(-O-)-, n is 1, and m is 1. A hardening composition as described in any one of claims 7 to 20, wherein formula (A3) is R ^b ₂ NR ^d -CO-(R ^{F 2} -CO-NR ^c -R ^a (R ^Ac ) _m3 -NR ^c -CO) _x -R ^{F 2} -CO-R ^d -NR ^b ₂ (A3-b) In the formula, R ^b is independently R ^Si , R ^Ac , or R ^c , However, at least one of R ^b is R ^Si , R ^Si are independently -X ^C -SiR ¹ _n' R ² _3-n' , X ^C is a divalent organic group having 1 to 10 carbon atoms, ^R1 is independently a hydroxyl group or a hydrolyzable group, ^R2 is independently a hydrogen atom or a monovalent organic group, n’ is an integer from 1 to 3, R ^d are each independently a single bond or a divalent organic group, ^RF2 , ^Ra , ^Rc , ^RAc , m3, and x have the same meanings as those described in claim 4. The curable composition as described in claim 23, wherein one of the R ^b bonded to the N atom at each terminal in formula (A3) is R ^Si , and the other is R ^c or R ^Ac . The curable composition as described in claim 23 or 24, wherein R ^d is independently a single bond, or -(CH ₂ ) _z17 -NR ¹⁰ -(CH ₂ ) _z18 - (wherein R ¹⁰ is a hydrogen atom or a C _1-6 alkyl group, z17 is an integer from 0 to 6, and z18 is an integer from 0 to 6). The curable composition as described in any one of claims 7 to 25, wherein Ra ^is independently a group represented by the following formula: -R ⁹ -(R ^a' -R ⁹ ) _k - In the formula: R ⁹ are each independently C _1-6 alkylene, R ^a' is independently a trivalent group, k is an integer from 1 to 4. The curable composition as described in claim 26, wherein Ra ^{' is} independently a trivalent group that may include an amine bond, an amide bond, a urethane bond, a urea bond, an ether bond, or an ester bond between N, -C(-O-)-, and a carbon-carbon atom. A hardening composition as described in claim 26 or 27, wherein k is 1 or 2. The curable composition as described in any one of claims 7 to 28, wherein R ^c is independently a hydrogen atom or a C _1-6 alkyl group. A hardening composition as described in any one of claims 7 to 29, wherein x is an integer greater than 1 and less than 5. The curable composition as described in any one of claims 7 to 30, wherein the aforementioned fluorinated polyether group-containing acrylic compound comprises a compound represented by formula (A1) or (A2). A curable composition as described in any one of claims 7 to 30, wherein the aforementioned fluorinated polyether group-containing acrylic compound comprises a compound represented by formula (A3). A curable composition as described in any one of claims 1 to 32, wherein the aforementioned fluorinated polyether group-containing silane compound is a fluorinated polyether group-containing silane compound represented by the following formula (B1) or (B2), ^RF3α - _XZ ^{- RSiβ} ( _B1 ) R ^Si _γ -X ^Z -R ^F4 -X ^Z -R ^Si _γ (B2) In the formula: R ^F3 is independently Rf ³ -R ^FB -O _q3 -; ^RF4 is ^-Rf4p3 - _RFB ^- _Oq3- ; Rf ³ are each independently a C _1-16 alkyl group which may be substituted with 1 or more 1 fluorine atoms; ^Rf4 is a _C1-6 alkylene group which may be substituted by 1 or more fluorine atoms; R ^{and FB} are each independently a divalent fluoropolyether group; p3 is 0 or 1; q ³ are independently 0 or 1; R ^Si are each independently a monovalent group comprising a Si atom bonded to a hydroxyl group, a hydrolyzable group, a hydrogen atom or a monovalent organic group; At least one R ^Si is a monovalent group including a Si atom bonded to a hydroxyl group or a hydrolyzable group; X ^{and Z} are each independently a single bond or a 2- to 10-valent organic group; α is an integer from 1 to 9; β is an integer from 1 to 9; γ is an integer from 1 to 9 independently. The curable composition as claimed in claim 33, wherein R ^Si is a group represented by the following formula (S1), (S2), (S3), (S4) or (S5),

-SiR ²⁵ _n1 R ²⁶ _3-n1 (S2) -SiR ^a1 _k1 R ^b1 _l1 R ^c1 _m1 (S3) - CR ^d1 _k2 R ^e1 _l2 R ^f1 _m2 (S4) -NR ^g1 R ^h1 (S5) In the formula: ^R25 are each independently a hydroxyl group or a hydrolyzable group; ^R26 are each independently a hydrogen atom or a monovalent organic group; n1 is an integer from 0 to 3 independently in each (SiR ²⁵ _n1 R ²⁶ _3-n1 ) unit; ^X11 is independently a single bond or a divalent organic group; ^R27 are each independently a hydrogen atom or a monovalent organic group; t are each independently an integer greater than 2; R ²⁸ are each independently a hydrogen atom, a halogen atom or -X ¹¹ -SiR ²⁵ _n1 R ²⁶ _3-n1 ; ^R29 is independently a single bond, an oxygen atom, an alkylene group having 1 to 6 carbon atoms, or an alkoxyene group having 1 to 6 carbon atoms; R ^a1 is independently -Z ¹ -SiR ²¹ _p1 R ²² _q1 R ²³ _r1 ; Z ¹ each independently represents an oxygen atom or a divalent organic group; R ²¹ is independently -Z ^1' -SiR ^21' _p1' R ^22' _q1' R ^23' _r1' ; ^R22 are each independently a hydroxyl group or a hydrolyzable group; ^R23 are each independently a hydrogen atom or a monovalent organic group; p1 is an integer from 0 to 3 independently; q1 is an integer from 0 to 3 independently; r1 is an integer from 0 to 3 independently; Z ^1' is independently an oxygen atom or a divalent organic group; R ^21′ is independently -Z ^1″ -SiR ^22″ _q1″ R ^23″ _r1″ ; R ^22' is independently a hydroxyl group or a hydrolyzable group; R ^23' is independently a hydrogen atom or a monovalent organic group; p1’ is an integer from 0 to 3 independently; q1’ is an integer from 0 to 3 independently; r1’ is an integer from 0 to 3 independently; Z ^1" are each independently an oxygen atom or a divalent organic group; R ^22" are each independently a hydroxyl group or a hydrolyzable group; R ^23" are each independently a hydrogen atom or a monovalent organic group; q1" are independently integers from 0 to 3; r1" are independently integers from 0 to 3; R ^b1 are each independently a hydroxyl group or a hydrolyzable group; R ^c1 each independently represents a hydrogen atom or a monovalent organic group; k1 is an integer from 0 to 3 independently; l1 are independently integers from 0 to 3; m1 is an integer from 0 to 3 independently; R ^d1 is independently -Z ² -CR ³¹ _p2 R ³² _q2 R ³³ _r2 ; ^Z2 are each independently a single bond, an oxygen atom or a divalent organic group; R ³¹ is independently -Z ^2' -CR ^32' _q2' R ^33' _r2' ; R ³² is independently -Z ³ -SiR ³⁴ _n2 R ³⁵ _3-n2 ; R ³³ each independently represents a hydrogen atom, a hydroxyl group or a monovalent organic group; p2 is an integer from 0 to 3 independently; q2 is an integer from 0 to 3 independently; r2 is an integer from 0 to 3 independently; Z ^2' is independently a single bond, an oxygen atom or a divalent organic group; R ^32′ is independently -Z ³ -SiR ³⁴ _n2 R ³⁵ _3-n2 ; R ^33' is independently a hydrogen atom, a hydroxyl group or a monovalent organic group; q2’ is an integer from 0 to 3 independently; r2’ is an integer from 0 to 3 independently; Z ³ are each independently a single bond, an oxygen atom or a divalent organic group; R ³⁴ are each independently a hydroxyl group or a hydrolyzable group; R ³⁵ is independently a hydrogen atom or a monovalent organic group; n2 is an integer from 0 to 3 independently; R ^e1 is independently -Z ³ -SiR ³⁴ _n2 R ³⁵ _3-n2 ; R ^f1 are each independently a hydrogen atom, a hydroxyl group or a monovalent organic group; k2 is an integer from 0 to 3 independently; l2 are independently integers from 0 to 3; m2 is an integer from 0 to 3 independently; R ^g1 and R ^h1 are independently -Z ⁴ -SiR ²⁵ _n1 R ²⁶ _3-n1 , -Z ⁴ -SiR ^a1 _k1 R ^b1 _l1 R ^c1 _m1 , -Z ⁴ -CR ^d1 _k2 R ^e1 _l2 R ^f1 _m2 ; Z ⁴ are each independently a single bond, an oxygen atom or a divalent organic group; However, in formulas (S1), (S2), (S3), (S4) and (S5), there is at least one Si atom bonded to a hydroxyl group or a hydrolyzable group. A curable composition as described in any one of claims 1 to 32, wherein the aforementioned fluorinated polyether group-containing silane compound is a fluorinated polyether group-containing silane compound represented by the following formula (B3), ^{R39j -R38} _- ^NR37CO- ( ^RF4 - ^CONR37 - ^R36 - ^NR37CO ) _r - ^RF4 - ^CONR37 - ^R38 - ^R39j (B3 ₎ In the formula: ^RF4 is ^-Rf4p3 - _RFB ^- _Oq3- ; ^Rf4 is a _C1-6 alkylene group which may be substituted by 1 or more fluorine atoms; R ^{and FB} are each independently a divalent fluoropolyether group; p3 is 0 or 1; q3 is 0 or 1; R ³⁶ is independently a divalent organic group, R ³⁷ is independently a hydrogen atom or a monovalent organic group having 1 to 8 carbon atoms, R ³⁸ is independently a (j+1)-valent organic group, R ³⁹ is independently -SiR ²⁵ _n1 R ²⁶ _3-n1 , ^R25 are each independently a hydroxyl group or a hydrolyzable group; ^R26 are each independently a hydrogen atom or a monovalent organic group; n1 is an integer from 0 to 3 independently in each (SiR ²⁵ _n1 R ²⁶ _3-n1 ) unit; j is an integer from 1 to 9 independently, r is an integer greater than 1. The curable composition as described in any one of claims 33 to 35, wherein R ^FB are independently a group represented by the following 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 - Wherein, R ^Fa is independently a hydrogen atom, a fluorine atom or a chlorine atom, a, b, c, d, e and f are each independently an integer from 0 to 200, the sum of a, b, c, d, e and f is 1 or more, and the order of presence of the repeating units marked with a, b, c, d, e or f and enclosed in parentheses in the formula is arbitrary, provided that, 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 curable composition as described in any one of claims 1 to 36, wherein the crosslinking agent is a compound represented by formula (C1), (R ^g1 -O) _δ -Si-R ^g2 _4-δ (C1) In the formula; ^Rg1, at each occurrence, is independently a hydrogen atom or a monovalent organic group; R ^g2 are each independently a monovalent organic group; δ is an integer between 2 and 4. The curable composition as described in any one of claims 1 to 37, wherein the crosslinking agent is tetraethoxysilane, tetramethoxysilane, methyltriethoxysilane, methyltrimethoxysilane, dimethyldimethoxysilane, dimethyltrimethoxysilane, aminopropyltriethoxysilane, aminopropyltrimethoxysilane, tridecafluorooctyltriethoxysilane, or tridecafluorooctyltrimethoxysilane. A hardening composition as described in any one of claims 1 to 38, wherein the catalyst is an acid, an alkali, a transition metal, or a metal complex selected from tin-based catalysts, titanium-based catalysts, zirconium oxide-based catalysts, bismuth-based catalysts, and organic amine-based catalysts. A curable composition as described in any one of claims 1 to 39, wherein the catalyst is acetic acid, trifluoroacetic acid, ammonia, triethylamine, diethylamine, Ti, Ni, Sn, di-n-butyltin(IV) dilaurate, titanium diisopropoxybis(ethyl acetate), titanium tetra-n-butoxy, titanium tetra-2-ethylhexyloxy, titanium tetraacetylacetonate, zirconium tetraacetylacetonate, zirconium tetra-n-butoxy, zirconium dibutoxybis(ethyl acetate), or bismuth (2-ethyl hexanoate). A curable composition as described in any one of claims 1 to 40, wherein the free radical polymerization initiator is a diketone, an acyloin, an acyloin ether, a thioxanthine, a benzophenone, an acetophenone, a quinone, an aminobenzoic acid, a halogen compound, an acylphosphine oxide, or a peroxide. The curable composition as described in any one of claims 1 to 41, wherein the radical polymerization initiator is benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, thiothionone, 2,4-diethylthiothionone, thiothionone-4-sulfonic acid, benzophenone, 4,4'-bis(dimethylamino)benzophenone, 4,4'-bis(diethylamino)benzophenone, acetophenone, 2-(4-toluenesulfonyloxy)-2-phenylacetophenone, p-dimethylaminoacetophenone, 2,2'-dimethoxy-2-phenylacetophenone, p-methoxyacetophenone, 2-methyl[4-(methylthio)phenyl]-2-

1-Phenylpropanone, 2-benzyl-2-dimethylamino-1-(4-

1-Butanone, anthraquinone, 1,4-naphthoquinone, ethyl 2-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate (n-butoxy) ethyl 4-dimethylaminobenzoate, isoamyl 4-dimethylaminobenzoate, 2-ethylhexyl 4-dimethylaminobenzoate, benzoyl chloride, trihalomethylphenyl sulfone, acylphosphine oxide, or di-tert-butyl peroxide benzoic acid methyl ester, 1-hydroxy-cyclohexyl-phenyl-ketone, 1-[4-(2-hydroxyethoxy)-phenyl]-2-hydroxy-2-methyl-1-propan-1-one, 2-hydroxy-1-{4-[4-(2-hydroxy-2-methyl-propionyl)-benzyl]phenyl}-2-methyl-propan-1-one, 2-methyl-1-(4-methylthiophenyl)-2-

1-Phenylpropanone, 2-benzyl-2-dimethylamino-1-(4-

1-Butanone, 2-(dimethylamino)-2-[(4-methylphenyl)methyl]-1-[4-(4-

1-Butanone, bis(2,4,6-trimethylbenzyl)phenylphosphine oxide, bis( η 5-2,4-cyclopentadien-1-yl)-bis(2,6-difluoro-3-(1H-pyrrol-1-yl)-phenyl)titanium, 1,2-octanedione, 1-[4-(phenylthio)-,2-(O-benzoyl oxime)], ethyl ketone, 1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-,1-(0-acetyl oxime), 2-hydroxy-2-methyl-1-phenyl-propan-1-one, 2,4,6-trimethylbenzyl-diphenyl-phosphine oxide, tertiary butyl hydroperoxide, isopropylbenzene hydroperoxide, diisopropylbenzene hydroperoxide, p-menthane hydroperoxide, or tertiary methylbutyl hydroperoxide. The hardening composition as described in any one of claims 1 to 42 further contains a solvent. A hardened product obtained from the hardening composition described in any one of claims 1 to 43. An article comprising a substrate and a layer formed on the surface of the substrate by a curable composition as described in any one of claims 1 to 43.