Silane compound containing perfluoro (poly)ether group

Abstract

A perfluoro(poly)ether group containing silane compound represented by the formula (1a) or the formula (1b):
A-Rf—X—SiQ.sub.kY.sub.3-k  (1a)
Y.sub.3-kQ.sub.kSi—X—Rf—X—SiQ.sub.kY.sub.3-k  (1b)
as defined herein. Also disclosed is a process for producing the compound, a surface-treating agent containing the compound, a pellet containing the surface-treating agent and an optical member including a base material and a layer formed on a surface of the base material from the compound.

Claims

1. An article comprising a base material and a layer which is formed on a surface of the base material from a perfluoro(poly)ether group containing silane compound of the formula (1a) or the formula (1b):
A-Rf—X—SiQ.sub.kY.sub.3-k  (1a)
Y.sub.3-kQ.sub.kSi—X—Rf—X—SiQ.sub.kY.sub.3-k  (1b) wherein A represents a C.sub.1-16 alkyl which may be substituted by one or more fluorine atoms; Rf represents —(OC.sub.4F.sub.8).sub.a—(OC.sub.3F.sub.6).sub.b—(OC.sub.2F.sub.4).sub.c—(OCF.sub.2).sub.d— wherein a, b, c and d are each independently an integer of 0 or more and 200 or less, the sum of a, b, c and d is 1 or more and the occurrence order of the respective repeating units in parentheses with the subscript a, b, c or d is not limited in the formula; X represents a group of the formula:
—(R.sup.6).sub.p—(X.sup.1).sub.q—R.sup.7— wherein: R.sup.6 represents —(CH.sub.2).sub.s— or an o-, m- or p-phenylene group; R.sup.7 represents —(CH.sub.2).sub.t— or an o-, m- or p-phenylene group; X.sup.1 represents —(X.sup.2).sub.r—; X.sup.2 represents, each independently at each occurrence, a group selected from a group consisting of —O—, —S—, an o-, m- or p-phenylene group, —C(O)O—, —CONR.sup.5—, —O—CONR.sup.5—, —NR.sup.5—, and —(CH.sub.2).sub.v—; R.sup.5 represents, each independently at each occurrence, a hydrogen atom, a phenyl group or a C.sub.1-6 alkyl group; v is, each independently at each occurrence, an integer of 1-20; s is an integer of 1-20; t is an integer of 1-20; r is an integer of 1-10; p is 0 or 1; and q is 0 or 1; Y represents, each independently at each occurrence, a hydroxyl group, a hydrolyzable group, or a hydrocarbon group provided that Y does not include a silicon atom; Q represents, each independently at each occurrence, —Z—SiR.sup.1.sub.nR.sup.2.sub.3-n; Z represents, each independently at each occurrence, a divalent organic group that does not include a silicon atom, R.sup.1 represents, each independently at each occurrence, a hydroxyl group or a hydrolyzable group that does not include a silicon atom; R.sup.2 represents, each independently at each occurrence, a C.sub.1-22 alkyl group that does not include a silicon atom; n is, each independently in each Q, an integer selected from 0-3, and the total sum of n in all Q groups is one or more; k is an integer each independently selected from 2-3.

2. The article according to claim 1 which is an optical member.

3. The article according to claim 1 which is a display.

Description

EXAMPLES

(1) The perfluoro(poly)ether group containing silane compound, the process for producing it and the surface-treating agent comprising it according to the present invention will be described in detail through Examples, although the present invention is not limited to Examples. It is noted that in Examples, the occurrence order of the four repeating units (CF.sub.2O), (CF.sub.2CF.sub.2O), (CF.sub.2CF.sub.2CF.sub.2O) and (CF.sub.2CF.sub.2CF.sub.2CF.sub.2O) constituting perfluoroether of is not limited.

SYNTHESIS EXAMPLE

(2) Perfluoropolyether group containing silane compounds were synthesized according to the procedures of Synthesis Examples 1-7.

Synthesis Example 1

(3) To a four necked flask of 100 mL provided with a reflux condenser, a thermometer and a stirrer, perfluoroether modified allyloxy compound (20 g) represented by an average composition: CF.sub.3CF.sub.2CF.sub.2O(CF.sub.2CF.sub.2CF.sub.2O).sub.20CF.sub.2CF.sub.2CH.sub.2OCH.sub.2CH═CH.sub.2, 1,3-bis(trifluoromethyl)benzene (20 g), triacetoxymethylsilane (0.06 g), and trichlorosilane (1.36 g) were added and stirred under a nitrogen streaming at 5° C. for 30 minutes. Subsequently, after adding a xylene solution (0.094 ml) containing Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane at 2%, the solution was warmed to 60° C. and stirred at this temperature for 5 hours. Then, a volatile content was evaporated under a reduced pressure to obtain the following perfluoropolyether group containing silane compound (A) having trichlorosilane at its terminal (19 g).

(4) Perfluoropolyether group containing silane compound (A):
CF.sub.3CF.sub.2CF.sub.2O(CF.sub.2CF.sub.2CF.sub.2O).sub.20CF.sub.2CF.sub.2CH.sub.2OCH.sub.2CH.sub.2CH.sub.2SiCl.sub.3

Synthesis Example 2

(5) To a four necked flask of 100 mL provided with a reflux condenser, a thermometer and a stirrer, perfluoropolyether group containing silane compound (A) (19 g) having trichlorosilane at its terminal synthesized in Synthesis Example 1 and 1,3-bis(trifluoromethyl)benzene (20 g) were added and stirred under a nitrogen streaming at 5° C. for 30 minutes. Subsequently, 26.4 ml of diethyl ether solution containing allyl magnesium bromide (0.7 mol/L) was added, and the solution was warmed to room temperature and stirred at this temperature for 10 hours. Then, after cooling the solution to 5° C. and adding methanol (5 ml), the solution was warmed to a room temperature and insoluble materials were filtered. Then, after a volatile content was evaporated under a reduced pressure, a nonvolatile fraction was diluted with perfluorohexane, and washing operation with methanol in a separatory funnel was conducted three times (more specifically, the operation in which the perfluoro compounds were maintained in the perfluorohexane phase (the fluorous phase), and the non-fluoro compounds were separated and removed into the methanol phase (the organic phase)). Then, a volatile content was evaporated under a reduced pressure to obtain the following perfluoropolyether group containing allyl compound (B) having an allyl group at its terminal (20 g).

(6) Perfluoropolyether group containing allyl compound (B):
CF.sub.3CF.sub.2CF.sub.2O(CF.sub.2CF.sub.2CF.sub.2O).sub.20CF.sub.2CF.sub.2CH.sub.2OCH.sub.2CH.sub.2CH.sub.2Si(CH.sub.2CH═CH.sub.2).sub.3

Synthesis Example 3

(7) To a four necked flask of 100 mL provided with a reflux condenser, a thermometer and a stirrer, perfluoropolyether group containing allyl compound (B) (15 g) having an allyl group at its terminal synthesized in Synthesis Example 2, 1,3-bis(trifluoromethyl)benzene (15 g), triacetoxymethylsilane (0.05 g), and trichlorosilane (3.15 g) were added and stirred under a nitrogen streaming at 5° C. for 30 minutes. Subsequently, after adding a xylene solution (0.141 ml) containing Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane at 2%, the solution was warmed to 60° C. and stirred at this temperature for 5 hours. Then, a volatile content was evaporated under a reduced pressure to obtain perfluoropolyether group containing trichlorosilane compound (C) having trichlorosilane at its terminal (16 g).

(8) Perfluoropolyether group containing trichlorosilane compound (C):
CF.sub.3CF.sub.2CF.sub.2O(CF.sub.2CF.sub.2CF.sub.2O).sub.20CF.sub.2CF.sub.2CH.sub.2OCH.sub.2CH.sub.2CH.sub.2Si(CH.sub.2CH.sub.2CH.sub.2SiCl.sub.3).sub.3

Synthesis Example 4

(9) To a four necked flask of 100 mL provided with a reflux condenser, a thermometer and a stirrer, perfluoropolyether group containing trichlorosilane compound (c) (16 g) having trichlorosilane at its terminal synthesized in Synthesis Example 3 and 1,3-bis(trifluoromethyl)benzene (15 g) were added and stirred under a nitrogen streaming at 50° C. for 30 minutes. Subsequently, after a mixed solution of methanol (0.78 g) and trimethyl orthoformate (36 g) was added, the solution was warmed to 65° C. and stirred at this temperature for 3 hours. Then, a volatile content was evaporated under a reduced pressure to obtain the following perfluoropolyether group containing silane compound (D) having a trimethylsilyl group at its terminal (17 g).

(10) Perfluoropolyether group containing silane compound (D):
CF.sub.3CF.sub.2CF.sub.2O(CF.sub.2CF.sub.2CF.sub.2O).sub.20CF.sub.2CF.sub.2CH.sub.2OCH.sub.2CH.sub.2CH.sub.2Si[CH.sub.2CH.sub.2CH.sub.2Si(OCH.sub.3).sub.3].sub.3

Synthesis Example 5

(11) To a four necked flask of 50 mL provided with a reflux condenser, a thermometer and a stirrer, perfluoropolyether group containing silane compound (A) (10 g) having trichlorosilane at its terminal synthesized in Synthesis Example 1 and 1,3-bis(trifluoromethyl)benzene (10 g) were added and stirred under a nitrogen streaming at 5° C. for 30 minutes. Subsequently, 7.06 ml of a diethyl ether solution containing allyl magnesium bromide (0.7 mol/L) was added, and the solution was warmed to a room temperature and stirred at this temperature for 10 hours. Then, after cooling the solution to 5° C. and adding methanol (4 ml), the solution was warmed to a room temperature and insoluble materials were filtered. Subsequently, after a volatile content was evaporated under a reduced pressure, a nonvolatile fraction was diluted with perfluorohexane, and washing operation with methanol in a separatory funnel was conducted three times (more specifically, the operation in which the perfluoro compounds were maintained in the perfluorohexane phase (the fluorous phase), and the non-fluoro compounds were separated and removed into the methanol phase (the organic phase)). Subsequently, a volatile content was evaporated under a reduced pressure to obtain a mixture (E) of the following perfluoropolyether group containing allyl compound having an allyl group at its terminal (9 g).

(12) Mixture of perfluoropolyether group containing allyl compound (E):
CF.sub.3CF.sub.2CF.sub.2O(CF.sub.2CF.sub.2CF.sub.20).sub.20CF.sub.2CF.sub.2CH.sub.2OCH.sub.2CH.sub.2CH.sub.2Si(CH.sub.2CH═CH.sub.2).sub.2.2(OCH.sub.3).sub.0.8

Synthesis Example 6

(13) To a four necked flask of 50 mL provided with a reflux condenser, a thermometer and a stirrer, perfluoropolyether group containing allyl compound (E) (5 g) having an allyl group at its terminal synthesized in Synthesis Example 5, 1,3-bis(trifluoromethyl)benzene (7 g), triacetoxymethylsilane (0.02 g), and trichlorosilane (1.30 g) were added and stirred under a nitrogen streaming at 5° C. for 30 minutes. Subsequently, after adding a xylene solution (0.045 ml) containing Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane at 2%, the solution was warmed to 60° C. and stirred at this temperature for 5 hours. Then, a volatile content was evaporated under a reduced pressure to obtain a mixture of perfluoropolyether group containing trichlorosilane compound (F) having trichlorosilane at its terminal (6 g).

(14) Mixture of perfluoropolyether group containing trichlorosilane compound (F):
CF.sub.3CF.sub.2CF.sub.2O(CF.sub.2CF.sub.2CF.sub.2O).sub.20CF.sub.2CF.sub.2CH.sub.2OCH.sub.2CH.sub.2CH.sub.2Si(CH.sub.2CH.sub.2CH.sub.2SiCl.sub.3).sub.2.2(OCH.sub.3).sub.0.8

Synthesis Example 7

(15) To a four necked flask of 50 mL provided with a reflux condenser, a thermometer and a stirrer, the mixture of perfluoropolyether group containing trichlorosilane compound (F) (6 g) having trichlorosilane at its terminal synthesized in Synthesis Example 6 and 1,3-bis(trifluoromethyl)benzene (6 g) were added and stirred under a nitrogen streaming at 50° C. for 30 minutes. Subsequently, after a mixed solution of methanol (0.21 g) and trimethyl orthoformate (10 g) was added, the solution was warmed to 65° C. and stirred at this temperature for 2 hours. Subsequently, a volatile content was evaporated under a reduced pressure to obtain a mixture of the following perfluoropolyether group containing silane compound (G) having a trimethylsilyl group at its terminal (5 g).

(16) Mixture of perfluoropolyether group containing silane compound (G):
CF.sub.3CF.sub.2CF.sub.2O(CF.sub.2CF.sub.2CF.sub.2O).sub.20CF.sub.2CF.sub.2CH.sub.2OCH.sub.2CH.sub.2CH.sub.2Si[CH.sub.2CH.sub.2CH.sub.2Si(OCH.sub.3).sub.3].sub.2.2(OCH.sub.3).sub.0.8

Synthesis Example 8

(17) To a three necked flask of 50 mL provided with a reflux condenser, a thermometer and a stirrer, perfluoropolyether group containing trichlorosilane compound (c) (2.5 g) having trichlorosilane at its terminal synthesized in Synthesis Example 3 and 1,3-bis(trifluoromethyl)benzene (3.0 g) were added and stirred under a nitrogen streaming at 5° C. for 30 minutes.

(18) Subsequently, 9.0 ml of a diethyl ether solution containing allyl magnesium bromide (0.7 mol/L) was added, and the solution was warmed to a room temperature and stirred at this temperature for 10 hours. Then, after cooling the solution to 5° C. and adding methanol (2 ml), the solution was warmed to a room temperature and insoluble materials were filtered. Subsequently, after a volatile content was evaporated under a reduced pressure, a nonvolatile fraction was diluted with perfluorohexane, and washing operation with methanol in a separatory funnel was conducted three times (more specifically, the operation in which the perfluoro compounds were maintained in the perfluorohexane phase (the fluorous phase), and the non-fluoro compounds were separated and removed into the methanol phase (the organic phase)). Then, a volatile content was evaporated under a reduced pressure to obtain the following perfluoropolyether group containing allyl compound (H) having an allyl group at its terminal (2.2 g).

(19) Perfluoropolyether group containing allyl compound (H):
CF.sub.3CF.sub.2CF.sub.2O(CF.sub.2CF.sub.2CF.sub.2O).sub.20CF.sub.2CF.sub.2CH.sub.2OCH.sub.2CH.sub.2CH.sub.2Si[CH.sub.2CH.sub.2CH.sub.2Si(CH.sub.2CH═CH.sub.2).sub.2.5(OCH.sub.3).sub.0.5].sub.3

Synthesis Example 9

(20) To a three necked flask of 50 mL provided with a reflux condenser, a thermometer and a stirrer, perfluoropolyether group containing allyl compound (H) (2.2 g) having an allyl group at its terminal synthesized in Synthesis Example 8, 1,3-bis(trifluoromethyl)benzene (5.0 g), triacetoxymethylsilane (7.0 mg) and trichlorosilane (1.5 g) were added and stirred under a nitrogen streaming at 5° C. for 30 minutes. Subsequently, after adding a xylene solution (0.04 ml) containing Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane at 2%, the solution was warmed to 60° C. and stirred at this temperature for 5 hours. Then, a volatile content was evaporated under a reduced pressure to obtain the following perfluoropolyether group containing trichlorosilane compound (I) having trichlorosilane at its terminal (2.2 g).

(21) Perfluoropolyether group containing trichlorosilane compound (I):
CF.sub.3CF.sub.2CF.sub.2O(CF.sub.2CF.sub.2CF.sub.2O).sub.20CF.sub.2CF.sub.2CH.sub.2OCH.sub.2CH.sub.2CH.sub.2Si[CH.sub.2CH.sub.2CH.sub.2Si(CH.sub.2CH.sub.2CH.sub.2Si Cl.sub.3).sub.2.5(OCH.sub.3).sub.0.5].sub.3

Synthesis Example 10

(22) To a three necked flask of 50 mL provided with a reflux condenser, a thermometer and a stirrer, perfluoropolyether group containing trichlorosilane compound (I) (2.2 g) having trichlorosilane at its terminal synthesized in Synthesis Example 9 and 1,3-bis(trifluoromethyl)benzene (5.0 g) were added and stirred under a nitrogen streaming at 50° C. for 30 minutes. Subsequently, after a mixed solution of methanol (0.5 g) and trimethyl orthoformate (17 g) was added, the solution was warmed to 65° C. and stirred at this temperature for 3 hours. Then, the solution was warmed to a room temperature and insoluble materials were filtered. A volatile content was evaporated under a reduced pressure to obtain the following perfluoropolyether group containing silane compound (J) having a trimethylsilyl group at its terminal (1.9 g).

(23) Perfluoropolyether group containing silane compound (J):
CF.sub.3CF.sub.2CF.sub.2O(CF.sub.2CF.sub.2CF.sub.2O).sub.20CF.sub.2CF.sub.2CH.sub.2OCH.sub.2CH.sub.2CH.sub.2Si{CH.sub.2CH.sub.2CH.sub.2Si[CH.sub.2CH.sub.2CH.sub.2Si(OCH.sub.3).sub.3].sub.2.5(OCH.sub.3).sub.0.5}.sub.3

Synthesis Example 11

(24) To a four necked flask of 100 mL provided with a reflux condenser, a thermometer and a stirrer, perfluoroether modified alcohol compound (30 g) represented by an average composition: CF.sub.3O(CF.sub.2CF.sub.2O).sub.15(CF.sub.20).sub.16CF.sub.2CH.sub.2OH (proviso with, the mixture contains a slight amount of compounds comprising a slight amount of repeating units of (CF.sub.2CF.sub.2CF.sub.2CF.sub.2O) and/or (CF.sub.2CF.sub.2CF.sub.2O)) 1,3-bis(trifluoromethyl)benzene (20 g) and NaOH (0.8 g) were added and stirred at 65° C. for 4 hours. Then, allyl bromide (2.4 g) was added, and the solution was stirred at 65° C. for 6 hours. Then, the solution was cooled to a room temperature. Perfluorohexane (20 g) was added, and insoluble materials were filtered. Washing operation with 3N hydrochloric acid in a separatory funnel was conducted three times (more specifically, the operation in which the perfluoro compounds were maintained in the perfluorohexane phase (the fluorous phase), and the non-fluoro compounds were separated and removed into the hydrochloric acid phase (the aqueous phase)). Then, a volatile content was evaporated under a reduced pressure to obtain the following perfluoropolyether group containing allyloxy compound (K) having an allyloxy group at its terminal (24 g).

(25) Perfluoropolyether group containing allyloxy compound (K):
CF.sub.3O(CF.sub.2CF.sub.2O).sub.15(CF.sub.2O).sub.16CF.sub.2CH.sub.2OCH.sub.2CH═CH.sub.2

Synthesis Example 12

(26) To a four necked flask of 100 mL provided with a reflux condenser, a thermometer and a stirrer, perfluoropolyether group containing allyloxy compound (K) having an allyloxy group at its terminal (20 g) synthesized in Synthesis Example 11, 1,3-bis(trifluoromethyl)benzene (20 g), triacetoxymethylsilane (0.06 g) and trichlorosilane (1.80 g) were added and stirred under a nitrogen streaming at 5° C. for 30 minutes. Then, after adding a xylene solution (0.10 ml) containing Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane at 2%, the solution was warmed to 60° C. and stirred at this temperature for 5 hours. Then, a volatile content was evaporated under a reduced pressure to obtain the following perfluoropolyether group containing silane compound (L) having trichlorosilane at the terminal (20 g).

(27) Perfluoropolyether group containing silane compound (L):
CF.sub.3O(CF.sub.2CF.sub.2O).sub.15(CF.sub.2O).sub.16CF.sub.2CH.sub.2OCH.sub.2CH.sub.2CH.sub.2SiCl.sub.3

Synthesis Example 13

(28) To a four necked flask of 100 mL provided with a reflux condenser, a thermometer and a stirrer, perfluoropolyether group containing trichlorosilane compound (L) having trichlorosilane at the terminal in Synthesis Example 12 (20 g) and 1,3-bis(trifluoromethyl)benzene (20 g) were added and stirred under a nitrogen streaming at 5° C. for 30 minutes. Then, 35.2 ml of diethyl ether solution containing allyl magnesium bromide (0.7 mol/L) was added, and the solution was warmed to a room temperature and stirred at this temperature for 10 hours. Then, after cooling the solution to 5° C. and adding methanol (5 ml), the solution was warmed to a room temperature and insoluble materials were filtered. Then, after a volatile content was evaporated under a reduced pressure, a nonvolatile fraction was diluted with perfluorohexane, and washing operation with methanol in a separatory funnel was conducted three times (more specifically, the operation in which the perfluoro compounds were maintained in the perfluorohexane phase (the fluorous phase), and the non-fluoro compounds were separated and removed into the methanol phase (the organic phase)). Subsequently, a volatile content was evaporated under a reduced pressure to obtain the following perfluoropolyether group containing allyl compound (M) having an allyl group at its terminal (18 g).

(29) Perfluoropolyether group containing allyl compound (M):
CF.sub.3O(CF.sub.2CF.sub.2O).sub.15(CF.sub.2O).sub.16CF.sub.2CH.sub.2OCH.sub.2CH.sub.2CH.sub.2Si(CH.sub.2CH═CH.sub.2).sub.3

Synthesis Example 14

(30) To a four necked flask of 100 mL provided with a reflux condenser, a thermometer and a stirrer, perfluoropolyether group containing allyl compound (M) (15 g) having an allyl group at its terminal synthesized in Synthesis Example 13, 1,3-bis(trifluoromethyl)benzene (15 g), triacetoxymethylsilane (0.05 g) and trichlorosilane (4.2 g) were added and stirred under a nitrogen streaming at 5° C. for 30 minutes. Subsequently, after adding a xylene solution (0.15 ml) containing Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane at 2%, the solution was warmed to 60° C. and stirred at this temperature for 5 hours. Then, a volatile content was evaporated under a reduced pressure to obtain the following perfluoropolyether group containing trichlorosilane compound (N) having trichlorosilane at its terminal (16 g).

(31) Perfluoropolyether group containing trichlorosilane compound (N):
CF.sub.3O(CF.sub.2CF.sub.2O).sub.15(CF.sub.2O).sub.16CF.sub.2CH.sub.2OCH.sub.2CH.sub.2CH.sub.2Si(CH.sub.2CH.sub.2CH.sub.2SiCl.sub.3).sub.3

Synthesis Example 15

(32) To a four necked flask of 100 mL provided with a reflux condenser, a thermometer and a stirrer, perfluoropolyether group containing trichlorosilane compound (N) (16 g) having trichlorosilane at its terminal in synthesized in Synthesis Example 14 and 1,3-bis(trifluoromethyl)benzene (15 g) were added and stirred under a nitrogen streaming at 50° C. for 30 minutes. Subsequently, after a mixed solution of methanol (1.04 g) and trimethyl orthoformate (48 g) was added, the solution was warmed to 65° C., and stirred at this temperature for 3 hours. Then, the solution was cooled to a room temperature and insoluble materials were filtered. A volatile content was evaporated under a reduced pressure to obtain the following perfluoropolyether group containing silane compound (O) having a trimethylsilyl group at its terminal (16 g).

(33) Perfluoropolyether group containing silane compound (O): CF.sub.3O(CF.sub.2CF.sub.2O).sub.15(CF.sub.2O).sub.16CF.sub.2CH.sub.2OCH.sub.2CH.sub.2CH.sub.2Si[CH.sub.2CH.sub.2CH.sub.2Si(OCH.sub.3).sub.3].sub.3

(34) It it noted that in an average composition, although 0.17 repeating units of (CF.sub.2CF.sub.2CF.sub.2CF.sub.2O) and 0.18 repeating unit of (CF.sub.2CF.sub.2CF.sub.2O) were contained, these repeating units were omitted since these amount were slight.

(35) Preparation of a surface-treating agent and Formation of a surface-treating layer (vacuum deposition treatment)

Example 1

(36) Compound (D) was obtained in Synthesis Example 4 was dissolved in hydrofluoroether (Novec HFE7200 manufactured by Sumitomo 3M Ltd.)) such that the concentration was 20 wt % to prepare Surface-treating agent 1.

(37) Surface-treating agent 1 prepared in the above was vacuum deposited on a chemical strengthening glass (Gorilla glass manufactured by Corning Incorporated; thickness: 0.7 mm). Processing condition of the vacuum deposition was a pressure of 3.0×10.sup.−3 Pa. Firstly, silicon dioxide was deposited on the surface of this chemical strengthening glass in a thickness of 7 nm in a manner of an electron-beam deposition to form a silicon dioxide film. Subsequently, the surface-treating agent of 2 mg (that is, it contained of 0.4 mg of Compound (D)) was vacuum-deposited per one plate of the chemical strengthening glass (55 mm×100 mm). Then, the chemical strengthening glass having the deposited layer was stood at 20° C. under an ambient of humidity of 65% for 24 hours. Thereby, the deposited layer was cured and the surface-treating layer was formed.

Examples 2-4

(38) The surface-treating agent was prepared and the surface-treating layer was formed similarly to Example 1 except that Compound (G) obtained in Synthesis Example 7, Compound (J) obtained in Synthesis Example 10 and Compound (0) obtained in Synthesis Example 15 were used in place of Compound (D), respectively.

Comparative Examples 1-5

(39) The Surface-treating agent was prepared and the surface-treating layer was formed similarly to Example 1 except that the following control compounds 1-5 were used in place of Compound (D), respectively.

(40) ##STR00009##

(41) wherein m is an integer of 1-6.
CF.sub.3CF.sub.2CF.sub.2O(CF.sub.2CF.sub.2CF.sub.2O).sub.20CF.sub.2CF.sub.2CH.sub.2OCH.sub.2CH.sub.2CH.sub.2Si(OCH.sub.3).sub.3  Control compound 2
CF.sub.3O(CF.sub.2CF.sub.2O).sub.17(CF.sub.20).sub.18CF.sub.2CH.sub.2OCH.sub.2CH.sub.2CH.sub.2Si(OCH.sub.3).sub.3  Control compound 3
(CH.sub.3O).sub.3SiCH.sub.2CH.sub.2CH.sub.2OCH.sub.2CF.sub.2O(CF.sub.2CF.sub.2O).sub.28(CF.sub.2O).sub.26CF.sub.2CH.sub.2O CH.sub.2CH.sub.2CH.sub.2Si(OCH.sub.3).sub.3  Control compound 4
CF.sub.3CF.sub.2CF.sub.2O(CF.sub.2CF.sub.2CF.sub.2O).sub.20CF.sub.2CF.sub.2CON[CH.sub.2CH.sub.2CH.sub.2Si(OCH.sub.3).sub.3].sub.2  Control compound 5

Experiment 1

(42) Evaluation of Friction Durability A static water contact angle of the surface-treating layers formed on the surface of the base material in the above Examples and Comparative Examples was measured. The static water contact angle was measured for 1 μL of water by using a contact angle measuring instrument (manufactured by KYOWA INTERFACE SCIENCE Co., Ltd.).

(43) Firstly, as an initial evaluation, the static water contact angle of the surface-treating layer of which the surface had not still contacted with anything after formation thereof was measured (the number of rubbing is zero).

(44) Then, as an evaluation of the friction durability, a steel wool friction durability evaluation was performed. Specifically, the base material on which the surface-treating layer was formed was horizontally arranged, and then, a steel wool (grade No. 0000, dimensions: 5 mm×10 mm×10 mm) was contacted with the exposed surface of the surface-treating layer and a load of 1000 gf was applied thereon. Then, the steel wool was shuttled at a rate of 140 mm/second while applying the load. The static water contact angle (degree) was measured per 1,000 shuttling. The evaluation was stopped when the measured value of the contact angle became to be less than 100 degree.

(45) The results of Examples 1-4 are shown in Table 1, and the results of Comparative Examples 1-5 are shown in Table 2. In the table, a symbol “-” means “not measured”.

(46) TABLE-US-00001 TABLE 1 Number of rubbing Contact Angle (degree) (times) Example 1 Example 2 Example 3 Example 4 0 115.2 115.0 115.0 115.4 1000 114.9 111.1 114.0 114.2 2000 114.0 109.7 113.9 113.7 3000 113.8 108.8 113.8 113.3 4000 113.8 106.9 113.4 113.3 5000 113.6 106.4 113.0 113.2 6000 113.6 106.1 112.4 113.0 7000 112.9 105.5 112.3 112.8 8000 112.3 103.5 111.1 112.8 9000 111.3 101.0 110.8 111.6 10000 110.9 97.2 110.3 111.2 11000 108.5 — 109.6 110.5 12000 105.2 — 109.0 109.4 13000 103.2 — 106.3 107.4 14000 99.0 — 103.7 105.8 15000 — — 93.6 104.0 16000 — — — 100.5 17000 — — — 95.5

(47) TABLE-US-00002 TABLE 2 Number of Contact Angle (degree) rubbing Comparative Comparative Comparative Comparative Comparative (times) Example 1 Example 2 Example 3 Example 4 Example 5 0 112.6 114.7 113.0 106.6 114.8 1000 111.9 102.5 110.2 89.6 107.9 2000 109.5 91.5 108.7 — 105.0 3000 108.4 — 102.0 — 103.9 4000 105.3 — 98.3 — 102.2 5000 101.3 — — — 93.2 6000 97.9 — — — —

(48) As understood from Tables 1 and 2, it was confirmed that Examples 1-4 using the perfluoropolyether group containing silane compound of the present invention showed remarkably increased friction durability in comparison with Comparative Examples 1-5 using the conventional perfluoropolyether group containing silane compound.

Example 5

(49) The surface-treating layer was formed similarly to Example 1 except that the amount of the surface-treating agent per one plate of the chemical strengthening glass was 3 mg (that is, it contained of 0.6 mg of Compound (D)).

Example 6

(50) The surface-treating agent was prepared and the surface-treating layer was formed similarly to Example 5 except that Compound (O) was used in place of Compound (D).

Example 7

(51) The surface-treating layer was formed similarly to Example 1 except that the amount of the surface-treating agent per one plate of the chemical strengthening glass was 1.5 mg (that is, it contained of 0.3 mg of Compound (D)).

Example 8

(52) The surface-treating agent was prepared and the surface-treating layer was formed similarly to Example 7 except that Compound (0) was used in place of Compound (D).

Comparative Example 6

(53) The surface-treating agent was prepared and the surface-treating layer was formed similarly to Example 5 except that Control compound 1 was used in place of Compound (D).

Comparative Example 7

(54) The surface-treating agent was prepared and the surface-treating layer was formed similarly to Example 5 except that Control compound 3 was used in place of Compound (D).

Comparative Example 8

(55) The surface-treating agent was prepared and the surface-treating layer was formed similarly to Example 7 except that Control compound 1 was used in place of Compound (D).

Comparative Example 9

(56) The surface-treating agent was prepared and the surface-treating layer was formed similarly to Example 7 except that Control compound 3 was used in place of Compound (D).

Experiment 2

(57) Evaluation of Friction Durability

(58) The static water contact angle of the surface-treating layers formed on the surface of the base material in the above Examples 5-8 and Comparative Examples 6-9 was measured similarly to above Experiment 1. It is noted that with respect to Example 6, since the steel wool was worm at 20,000 shuttling, the evaluation after it could not be continued.

(59) The results of Examples 5-8 are shown in Table 3, and the results of Comparative Examples 6-9 are shown in Table 4. In the table, a symbol “-” means “not measured”.

(60) TABLE-US-00003 TABLE 3 Number of rubbing Contact Angle (degree) (times) Example 5 Example 6 Example 7 Example 8 0 115.5 115.4 115.1 114.9 1000 114.0 114.9 114.7 114.5 2000 113.8 114.5 114.5 114.1 3000 113.0 114.0 114.2 113.7 4000 112.8 113.9 114.0 113.5 5000 112.6 113.8 112.4 113.5 6000 112.5 113.7 111.3 113.4 7000 112.2 113.3 108.9 112.7 8000 111.9 112.9 108.6 112.2 9000 111.8 112.3 107.6 111.2 10000 109.8 111.5 107.4 110.8 11000 107.8 111.2 102.9 110.2 12000 106.5 111.0 99.7 109.9 13000 103.6 109.8 — 108.4 14000 97.2 109.0 — 107.4 15000 — 108.7 — 106.9 16000 — 108.2 — 105.3 17000 — 108.1 — 98.2 18000 — 108.0 — — 19000 — 107.6 — — 20000 — 107.1 — —

(61) TABLE-US-00004 TABLE 4 Number of Contact Angle (degree) rubbing Comparative Comparative Comparative Comparative (times) Example 6 Example 7 Example 8 Example 9 0 113.0 113.5 112.5 113.1 1000 112.3 111.7 111.0 95.6 2000 111.8 106.5 105.3 — 3000 109.8 105.8 101.3 — 4000 107.2 98.4 92.9 — 5000 106.4 — — 6000 99.8 — —

(62) As understood from Tables 1-4, it was confirmed that the surface-treating agent using the perfluoropolyether group containing silane compound of the present invention showed excellent friction durability even when the treating amount was increased to 3 mg (Examples 5 and 6) and even when the treating amount was decreased to 1.5 mg (Examples 7 and 8). In contrast, the surface-treating agent using the conventional perfluoropolyether group containing silane compound, when the treating amount was increased to 3 mg (Comparative Examples 6 and 7), provided the effect similar to when the treating amount was 2 mg (Comparative Examples 1 and 3), but provided the greatly less friction durability than the above surface-treating agent of the present invention. Additionally, when the treating amount was decreased to 1.5 mg (Comparative Examples 8 and 9), the friction durability was very low, in particular, the friction durability for Example 9 was little. From these results, it was confirmed that the surface-treating agent of the present invention could showed excellent friction durability even when the treating amount is small in comparison with the conventional surface-treating agent.

Example 9

(63) The surface-treating layer was formed similarly to Example 1 except that Compound (D) and the following perfluoropolyether compound (P) having an average molecular weight of about 25,000 (FOMBLIN (No.) M60 manufactured by Solvay Co.), at the weight ratio of 2:1, were dissolved in hydrofluoroether (Novec HFE7200 manufactured by Sumitomo 3M Ltd.)) such that the concentration was 20 wt % (total concentration of Compound (D) and Compound (P)) (i.e. the amount of the surface-treating agent per one plate of chemical strengthening glass is 2 mg) to prepare the surface-treating agent.
CF.sub.3O(CF.sub.2CF.sub.2O).sub.139(CF.sub.2O).sub.122(CF.sub.2CF.sub.2CF.sub.2O).sub.4(CF.sub.2CF.sub.2CF.sub.2CF.sub.2O).sub.4CF.sub.3  Perfluoropolyether compound (P)

Example 10

(64) The surface-treating agent was prepared and the surface-treating layer was formed similarly to Example 9 except that Compound (O) was used in place of Compound (D).

Example 11

(65) The surface-treating layer was formed similarly to Example 9 except that the amount of the surface-treating agent per one plate of the chemical strengthening glass was 3 mg.

Example 12

(66) The surface-treating layer was formed similarly to Example 11 except that the ratio of Compound (D) to Compound (P) was 1:1 weight ratio in the preparation of the surface-treating agent.

Example 13

(67) The surface-treating layer was formed similarly to Example 11 except that the ratio of Compound (D) to Compound (P) was 1:2 weight ratio in the preparation of the surface-treating agent.

Example 14

(68) The surface-treating layer was formed similarly to Example 10 except that the amount of the surface-treating agent per one plate of the chemical strengthening glass was 3 mg.

Example 15

(69) The surface-treating layer was formed similarly to Example 14 except that the ratio of Compound (O) to Compound (P) was 1:1 weight ratio in the preparation of the surface-treating agent.

Example 16

(70) The surface-treating layer was formed similarly to Example 14 except that the ratio of Compound (O) to Compound (P) was 1:2 weight ratio in the preparation of the surface-treating agent.

Experiment 3

(71) Evaluation of Friction Durability

(72) The static water contact angle of the surface-treating layers formed on the surface of the base material in the above Examples 9-16 was measured similarly to above Experiment 1. It is noted that with respect to Examples 10-12 and 14-16, since the steel wool was worm at 20,000 shuttling, the evaluation could not be continued.

(73) The results are shown in Table 3. In the table, a symbol “-” means “not measured”.

(74) TABLE-US-00005 TABLE 5 Number of rubbing Contact Angle (degree) (times) Example 9 Example 10 Example 11 Example 12 Example 13 Example 14 Example 15 Example 16 0 115.6 115.5 115.0 115.2 115.4 115.1 115.3 115.4 1000 115.4 115.3 114.8 114.4 114.8 114.7 114.2 115.0 2000 114.9 114.6 114.6 114.0 114.5 114.4 113.5 114.2 3000 114.7 114.6 114.0 113.8 114.0 114.3 113.0 114.0 4000 114.6 114.1 113.9 113.6 113.0 113.8 112.8 113.8 5000 114.4 114.0 113.8 113.3 112.5 113.3 112.6 113.2 6000 114.3 114.0 113.6 113.0 111.3 113.1 112.3 113.0 7000 114.1 113.8 113.5 112.9 108.6 113.0 112.1 112.2 8000 114.0 113.6 113.2 112.7 105.8 112.8 112.1 112.1 9000 113.5 113.3 113.0 112.5 100.6 112.6 112.0 112.0 10000 113.2 113.2 112.7 112.0 98.0 112.2 111.0 111.8 11000 112.9 111.5 112.5 111.8 — 112.0 110.0 111.7 12000 112.8 111.1 111.9 111.1 — 111.8 109.7 111.4 13000 112.6 110.7 110.6 109.7 — 111.7 109.0 110.2 14000 112.2 109.3 110.0 109.6 — 111.5 108.5 108.0 15000 111.8 109.0 109.2 108.6 — 111.3 108.3 107.6 16000 109.5 108.9 108.5 106.1 — 111.1 108.0 107.3 17000 108.6 108.8 103.9 104.8 — 110.8 107.8 107.0 18000 105.0 108.0 102.8 104.6 — 109.9 107.1 106.5 19000 102.5 107.5 102.5 104.0 — 108.9 106.5 106.0 20000 98.3 104.0 102.0 103.2 — 108.8 106.3 105.8

(75) As understood from Table 5, it was confirmed that the friction durability was increased by combining the perfluoropolyether group containing silane compound of the present invention with Compound (P) which is a fluorine-containing oil. Here, for Example 13, the friction durability is 9,000 and less than that for Compound (D) alone. The reason for it is estimated to be that the ratio of Compound (D) to Compound (P) was 1:2, thus the amount of Compound (D) became to be substantially ⅓ and too little. Additionally, the friction durability for Examples 14-16 in which Compound (D) and Compound (P) were combined were not less than 20,000, but if the evaluation is continued, the effect to combine with Compound (P) be estimated to be shown.

Experiment 4

(76) Evaluation of Surface Slip Property

(77) The coefficient of dynamic friction of the surface-treating layers formed on the surface of the base material in the above Examples 1-16 and Comparative Examples 1-9 was measured.

(78) Coefficient of dynamic friction (-) was measured by using a surface texture measurement instrument (FPT-1 manufactured by Labthink Co.) using a paper as a friction probe according to ASTM D1894. Specifically, the base material on which the surface-treating layer was formed was horizontally arranged, and then, a friction paper (2 cm×2 cm) was contacted to an exposed surface of the surface-treating layer and a load of 200 gf was applied thereon. Then, the friction paper was parallely moved at a speed of 500 mm/second while applying the load and the coefficient of dynamic friction was measured.

(79) The results are shown in Table 6.

(80) TABLE-US-00006 TABLE 6 Coefficient Coefficient of dynamic Comparative of dynamic Example No. friction Example No. friction Example 1 0.068 Comparative 0.074 Example 1 Example 2 0.069 Comparative 0.068 Example 2 Example 3 0.068 Comparative 0.036 Example 3 Example 4 0.036 Comparative 0.070 Example 4 Example 5 0.068 Comparative 0.072 Example 5 Example 6 0.036 Comparative 0.074 Example 6 Example 7 0.068 Comparative 0.036 Example 7 Example 8 0.035 Comparative 0.074 Example 8 Example 9 0.035 Comparative 0.035 Example 9 Example 10 0.028 Example 11 0.034 Example 12 0.034 Example 13 0.029 Example 14 0.027 Example 15 0.026 Example 16 0.026

(81) As understood from Table 6, it was confirmed that the surface-treating agent using the perfluoropolyether group containing silane compound of the present invention provided excellent surface slip property. In particular, when Compound (O) was used (Examples 4, 6 and 8) and when Compound (P) which is a fluorine-containing oil was combined (Examples 9-16), it is confirmed that more excellent slip property was shown.

(82) Preparation of a surface-treating agent and Formation of a surface-treating layer (spray treatment)

Example 17

(83) Compound (D) obtained in Synthesis Example 4 was dissolved in hydrofluoroether (Novec HFE7200 manufactured by Sumitomo 3M Ltd.)) such that the concentration was 0.1 wt % to prepare Surface-treating agent 2.

(84) Next, Surface-treating agent 2 above prepared was uniformly spray-coated on a chemical strengthening glass (Gorilla glass manufactured by Corning Incorporated; thickness: 0.7 mm) by using the commercial spray coating equipment equipped with a two-fluid nozzle (head speed: 70 mm/sec). The surface of the chemical strengthening glass was subjected to a plasma treatment using an atmospheric pressure plasma generator (manufactured by Enercon Industries Corporation, Dyne-A-Mite IT) just prior to spray coating. A coating amount of the surface-treating agent was 0.2 ml per one plate of chemical strengthening glass (55 mm×100 mm). Then, the chemical strengthening glass having the spray treated layer was stood under an atmosphere where temperature is 20° C. and humidity is 65% for 48 hours. Thus, the spray treated layer was cured and the surface-treating layer was formed.

Example 18

(85) The surface-treating layer was formed similarly to Example 17 except that Compound (D) and the following perfluoropolyether compound (Q) having an average molecular weight of about 4,000 (FOMBLIN (No.) M03 manufactured by Solvay Co.), at the weight ratio of 2:1, were dissolved in hydrofluoroether (Novec HFE7200 manufactured by Sumitomo 3M Ltd.)) such that the concentration was 0.1 wt % (total concentration of Compound (D) and Compound (Q)) to prepare the surface-treating agent.
CF.sub.3O(CF.sub.2CF.sub.2O).sub.20(CF.sub.2O).sub.19(CF.sub.2CF.sub.2CF.sub.2O).sub.1(CF.sub.2CF.sub.2CF.sub.2CF.sub.2O).sub.1CF.sub.3  Perfluoropolyether compound (Q)

Example 19

(86) The surface-treating layer was formed similarly to Example 17 except that Compound (D) and the following perfluoropolyether compound (Q) having an average molecular weight of about 4,000 (FOMBLIN (No.) M03 manufactured by Solvay Co.), at the weight ratio of 1:1, were dissolved in hydrofluoroether (Novec HFE7200 manufactured by Sumitomo 3M Ltd.)) such that the concentration was 0.1 wt % (total concentration of Compound (D) and Compound (Q)) to prepare the surface-treating agent.

Example 20

(87) The surface-treating agent was prepared and the surface-treating layer was formed similarly to Example 17 except that Compound (0) obtained the above Synthesis Example 15 was used in place of Compound (D).

Comparative Example 10

(88) The surface-treating agent was prepared and the surface-treating layer was formed similarly to Example 17 except that Control compound 1 was used in place of Compound (D).

Comparative Example 11

(89) The surface-treating layer was formed similarly to Example 17 except that Control compound 1 and the following perfluoropolyether compound (Q) having an average molecular weight of about 4,000 (FOMBLIN (No.) M03 manufactured by Solvay Co.), at the weight ratio of 2:1, were dissolved in hydrofluoroether (Novec HFE7200 manufactured by Sumitomo 3M Ltd.)) such that the concentration was 0.1 wt % (total concentration of Control compound 1 and Compound (Q)) to prepare the surface-treating agent.

Comparative Example 12

(90) The surface-treating layer was formed similarly to Example 17 except that Control compound 1 and the following perfluoropolyether compound (Q) having an average molecular weight of about 4,000 (FOMBLIN (No.) M03 manufactured by Solvay Co.), at the weight ratio of 1:1, were dissolved in hydrofluoroether (Novec HFE7200 manufactured by Sumitomo 3M Ltd.)) such that the concentration was 0.1 wt % (total concentration of Control compound 1 and Compound (Q)) to prepare the surface-treating agent.

Comparative Example 13

(91) The surface-treating agent was prepared and the surface-treating layer was formed similarly to Example 17 except that Control compound 3 was used in place of Compound (D).

Experiment 5

(92) Evaluation of Friction Durability

(93) The static water contact angle of the surface-treating layers formed on the surface of the base material in the above Examples 17-20 and Comparative Examples 10-13 was measured similarly to above Experiment 1.

(94) The results are shown in Table 7. In the table, a symbol “-” means “not measured”.

(95) TABLE-US-00007 TABLE 7 Number of rubbing Contact Angle (degree) (times) Example 17 Example 18 Example 19 Example 20 Example 10 Example 11 Example 12 Example 13 0 114.2 114.4 114.0 113.8 112.5 112.6 112.2 113.0 1000 113.4 113.6 113.2 112.9 108.0 106.8 103.5 107.1 2000 112.6 113.1 112.8 112.4 104.7 103.5 95.5 105.2 3000 111.5 112.7 112.0 111.8 101.9 97.8 — 102.7 4000 111.0 112.0 111.5 111.2 92.2 — — 96.8 5000 110.8 111.5 111.0 110.4 — — — — 6000 109.6 110.8 109.9 109.5 — — — — 7000 107.9 109.3 108.6 108.2 — — — — 8000 105.8 108.9 107.2 107.1 — — — — 9000 103.5 107.4 105.8 106.5 — — — — 10000 101.8 106.5 103.6 105.1 — — — — 11000 98.6 104.4 102.8 104.6 — — — — 12000 — 103.9 94.4 103.9 — — — — 13000 — 96.3 — 101.6 — — — — 14000 — — — 97.1 — — — —

Experiment 6

(96) Evaluation of Surface Slip Property

(97) The coefficient of dynamic friction of the surface-treating layers formed on the surface of the base material in the above Examples 17-20 and Comparative Examples 10-13 was measured similarly to Experiment 4.

(98) The results are shown in Table 8.

(99) TABLE-US-00008 TABLE 8 Coefficient Coefficient of dynamic Comparative of dynamic Example No. friction Example No. friction Example 17 0.069 Comparative 0.072 Example 10 Example 18 0.055 Comparative 0.065 Example 11 Example 19 0.037 Comparative 0.050 Example 12 Example 20 0.037 Comparative 0.038 Example 13

(100) As understood from Table 7, it was confirmed that even when the surface-treating layer was formed by spray treatment, Examples 17-20 using the perfluoropolyether group containing silane compound of the present invention showed remarkably increase friction durability in comparison with Comparative Examples 10-13. Furthermore, from Table 8, even when the surface-treating layer was formed by spray treatment, the surface-treating agent formed by using the perfluoropolyether group containing silane compound of the present invention showed excellent slip property. In particular, when Compound (Q) which is a fluorine-containing oil was combined (Examples 18-19) and when Compound (0) was used (Example 20), it is confirmed that more excellent slip property was shown.

INDUSTRIAL APPLICABILITY

(101) The present invention is suitably applied for forming a surface-treating layer on a surface of various base materials, in particular, an optical member in which transparency is required.

(102) The present invention provides the following embodiments:

(103) 1. A perfluoro(poly)ether group containing silane compound of the formula (1a) or the formula (1b):
A-Rf—X—SiQ.sub.kY.sub.3-k  (1a)
Y.sub.3-kQ.sub.kSi—X—Rf—X—SiQ.sub.kY.sub.3-k  (1b)
wherein A represents a C.sub.1-16 alkyl which may be substituted by one or more fluorine atoms;

(104) Rf represents —(OC.sub.4F.sub.8).sub.a—(OC.sub.3F.sub.6).sub.b—(OC.sub.2F.sub.4).sub.c—(OCF.sub.2).sub.d—

(105) wherein a, b, c and d are each independently an integer of 0 or more and 200 or less, the sum of a, b, c and d is 1 or more and the occurrence order of the respective repeating units in parentheses with the subscript a, b, c or d is not limited in the formula;

(106) X represents a divalent organic group;

(107) Y represents, each independently at each occurrence, a hydroxyl group, a hydrolyzable group, or a hydrocarbon group;

(108) Q represents, each independently at each occurrence, —Z—SiR.sup.1.sub.nR.sup.2.sub.3-n;

(109) Z represents, each independently at each occurrence, a divalent organic group: with the proviso that Z is not a group which forms a siloxane bond together with a Si atom present in the end of a molecular backbone of the formula (1a) or the formula (1b),

(110) R.sup.1 represents, each independently at each occurrence, a hydroxyl group or a hydrolyzable group;

(111) R.sup.2 represents, each independently at each occurrence, a C.sub.1-22 alkyl group or Q′:

(112) Q′ has the same definition as that of Q;

(113) n is, each independently in each Q and Q′, an integer selected from 0-3, and the total sum of n one or more;

(114) in Q, the number of Si atoms which are straightly linked via the Z group is up to five;

(115) k is an integer each independently selected from 1-3.

(116) 2. The perfluoro(poly)ether group containing silane compound according to embodiment 1 wherein k is 3.

(117) 3. The perfluoro(poly)ether group containing silane compound according to embodiment 1 or 2 wherein the number of Si atoms which are straightly linked via the Z group in Q is one or two.

(118) 4. The perfluoro(poly)ether group containing silane compound according to any one of embodiments 1-3 wherein the number of Si atoms which are straightly linked via the Z group in Q is one.

(119) 5. The perfluoro(poly)ether group containing silane compound according to any one of embodiments 1-4 wherein A is a C.sub.1-16 perfluoroalkyl group.

(120) 6. The perfluoro(poly)ether group containing silane compound according to any one of embodiments 1-5 wherein Rf is a group of the following formula (a) or (b):
—(OC.sub.3F.sub.6).sup.b—  (a)

(121) wherein b is an integer of from 1 or more and 200 or less; or
—(OC.sub.4F.sub.8).sub.a—(OC.sub.3F.sub.6).sub.b—(OC.sub.2F.sub.4).sub.c—(OCF.sub.2).sub.d—  (b)

(122) wherein a and b are each independently an integer of 0 or more and 30 or less, c and d are each independently of 1 or more and 200 or less, the sum of a, b, c and d is 10 or more and 200 or less, and the occurrence order of the respective repeating units in parentheses with the subscript a, b, c or d is not limited in the formula.

(123) 7. The perfluoro(poly)ether group containing silane compound according to any one of embodiments 1-6 wherein, in Rf:

(124) —(OC.sub.4F.sub.8).sub.a— is —(OCF.sub.2CF.sub.2CF.sub.2CF.sub.2).sub.a—;

(125) —(OC.sub.3F.sub.6).sub.b— is —(OCF.sub.2CF.sub.2CF.sub.2).sub.b—; and

(126) —(OC.sub.2F.sub.4).sub.c— is —(OCF.sub.2CF.sub.2).sub.c—.

(127) 8. The perfluoro(poly)ether group containing silane compound according to any one of embodiments 1-7 wherein

(128) X is a group of the formula:
—(R.sup.6).sub.p—(X.sup.1).sub.q—R.sup.7—
wherein:

(129) R.sup.6 represents —(CH.sub.2).sub.s— or an o-, m- or p-phenylene group;

(130) R.sup.7 represents —(CH.sub.2).sub.t— or an o-, m- or p-phenylene group;

(131) X.sup.1 represents —(X.sup.2).sub.r—;

(132) X.sup.2 represents, each independently at each occurrence, a group selected from a group consisting of —O—, —S—, an o-, m- or p-phenylene group, —C(O)O—, —CONR.sup.5—, —O—CONR.sup.5—, —NR.sup.5—,—Si(R.sup.3).sub.2—, —(Si(R.sup.3).sub.20).sub.m—Si(R.sup.3).sub.2— and —(CH.sub.2).sub.v—;

(133) R.sup.3 represents, each independently at each occurrence, a phenyl group or a C.sub.1-6 alkyl group;

(134) R.sup.5 represents, each independently at each occurrence, a hydrogen atom, a phenyl group or a C.sub.1-6 alkyl group;

(135) m is, each independently at each occurrence, an integer of 1-100;

(136) v is, each independently at each occurrence, an integer of 1-20;

(137) s is an integer of 1-20;

(138) t is an integer of 1-20;

(139) r is an integer of 1-10;

(140) p is 0 or 1; and

(141) q is 0 or 1.

(142) 9. The perfluoro(poly)ether group containing silane compound according to any one of embodiments 1-8 wherein

(143) X is a C.sub.1-20 alkylene group, —R.sup.6—X.sup.3—R.sup.7—, or —X.sup.4—R.sup.7—wherein X.sup.3 represents —O—, —S—, —C(O)O—, —CONR.sup.5—, —O—CONR.sup.5—, —Si(R.sup.3).sub.2—, —(Si(R.sup.3).sub.20).sub.m—Si(R.sup.3).sub.2—, —O—(CH.sub.2).sub.u—(Si(R.sup.3).sub.20).sub.m—Si(R.sup.3).sub.2—, —CONR.sup.5—(CH.sub.2).sub.u—(Si(R.sup.3).sub.20).sub.m—Si(R.sup.3).sub.2—, —CONR.sup.5—(CH.sub.2).sub.v—N(R.sup.5)—, or —CONR.sup.5— (o-, m- or p-phenylene)-Si(R.sup.3).sub.2—;

(144) X.sup.4 represents —S—, —C(O)O—, —CONR.sup.5—, —CONR.sup.5—(CH.sub.2).sub.u—(Si(R.sup.3).sub.20).sub.m—Si(R.sup.3).sub.2—, —CONR.sup.5—(CH.sub.2).sub.v—N(R.sup.5)— or —CONR.sup.5-(o-, m- or p-phenylene)-Si(R.sup.3).sub.2—;

(145) u is an integer of 1-20;

(146) R.sup.3, R.sup.5, R.sup.6, R.sup.7, m and v are as defined in embodiment 8.

(147) 10. The perfluoro(poly)ether group containing silane compound according to embodiment 8 or 9 wherein R.sup.6 is —(CH.sub.2).sub.s—, and R.sup.7 is —(CH.sub.2).sub.t— wherein s and t are as defined in embodiment 8.

(148) 11. The perfluoro(poly)ether group containing silane compound according to any one of embodiments 1-10 wherein

(149) X is a C.sub.1-20 alkylene group, —(CH.sub.2).sub.s—O—(CH.sub.2).sub.t—, —(CH.sub.2).sub.s—(Si(R.sup.3).sub.2O).sub.m—Si(R.sup.3).sub.2—(CH.sub.2).sub.t—, or —(CH.sub.2).sub.s—O—(CH.sub.2).sub.u—(Si(R.sup.3).sub.2O).sub.m—Si(R.sup.3).sub.2—(CH.sub.2).sub.t—

(150) wherein R.sup.3, s, t and m are as defined in embodiment 8, and

(151) u is as defined in embodiment 9.

(152) 12. The perfluoro(poly)ether group containing silane compound according to any one of embodiments 1-9 wherein

(153) X is a group selected from a group consisting of:

(154) —CH.sub.2O(CH.sub.2).sub.2—,

(155) —CH.sub.2O(CH.sub.2).sub.3—,

(156) —CH.sub.2O(CH.sub.2).sub.6—,

(157) —CH.sub.2O(CH.sub.2).sub.3Si(CH.sub.3).sub.2OSi(CH.sub.3).sub.2(CH.sub.2).sub.2—,

(158) —CH.sub.2O(CH.sub.2).sub.3Si(CH.sub.3).sub.2OSi(CH.sub.3).sub.2OSi(CH.sub.3).sub.2(CH.sub.2).sub.2—,

(159) —CH.sub.2O(CH.sub.2).sub.3Si(CH.sub.3).sub.2O(Si(CH.sub.3).sub.2O).sub.2Si(CH.sub.3).sub.2(CH.sub.2).sub.2—,

(160) —CH.sub.2O(CH.sub.2).sub.3Si(CH.sub.3).sub.2O(Si(CH.sub.3).sub.2O).sub.3Si(CH.sub.3).sub.2(CH.sub.2).sub.2—,

(161) —CH.sub.2O(CH.sub.2).sub.3Si(CH.sub.3).sub.2O(Si(CH.sub.3).sub.2O).sub.10Si(CH.sub.3).sub.2(CH.sub.2).sub.2—,

(162) —CH.sub.2O(CH.sub.2).sub.3Si(CH.sub.3).sub.2O(Si(CH.sub.3).sub.2O).sub.20Si(CH.sub.3).sub.2(CH.sub.2).sub.2—,

(163) —(CH.sub.2).sub.2—,

(164) —(CH.sub.2).sub.3—,

(165) —(CH.sub.2).sub.4—,

(166) —(CH.sub.2).sub.6—,

(167) —CONH—(CH.sub.2).sub.3—,

(168) —CON(CH.sub.3)—(CH.sub.2).sub.3—,

(169) —CON(Ph)-(CH.sub.2).sub.3— wherein Ph represents a phenyl group,

(170) —CONH—(CH.sub.2).sub.6—,

(171) —CON(CH.sub.3)—(CH.sub.2).sub.6—,

(172) —CON(Ph)-(CH.sub.2).sub.6— wherein Ph represents a phenyl group,

(173) —CONH—(CH.sub.2).sub.2NH(CH.sub.2).sub.3—,

(174) —CONH—(CH.sub.2).sub.6NH(CH.sub.2).sub.3—,

(175) —CH.sub.2O—CONH—(CH.sub.2).sub.3—,

(176) —CH.sub.2O—CONH—(CH.sub.2).sub.6—,

(177) —S—(CH.sub.2).sub.3—,

(178) —(CH.sub.2).sub.2S(CH.sub.2).sub.3—,

(179) —CONH—(CH.sub.2).sub.3Si(CH.sub.3).sub.20Si(CH.sub.3).sub.2(CH.sub.2).sub.2—,

(180) —CONH—(CH.sub.2).sub.3Si(CH.sub.3).sub.20Si(CH.sub.3).sub.20Si(CH.sub.3).sub.2(CH.sub.2).sub.2—,

(181) —CONH—(CH.sub.2).sub.3Si(CH.sub.3).sub.2O(Si(CH.sub.3).sub.2O).sub.3Si(CH.sub.3).sub.2(CH.sub.2).sub.2—,

(182) —CONH—(CH.sub.2).sub.3Si(CH.sub.3).sub.2O(Si(CH.sub.3).sub.2O).sub.10Si(CH.sub.3).sub.2(CH.sub.2).sub.2—,

(183) —CONH—(CH.sub.2).sub.3Si(CH.sub.3).sub.2O(Si(CH.sub.3).sub.2O).sub.20Si(CH.sub.3).sub.2(CH.sub.2).sub.2—,

(184) —C(O)O—(CH.sub.2).sub.3—,

(185) —C(O)O—(CH.sub.2).sub.6—,

(186) ##STR00010##

(187) 13. The perfluoro(poly)ether group containing silane compound according to any one of embodiments 1-12 wherein Y is, each independently at each occurrence, a group selected from a group consisting of a hydroxyl group, —O(R.sup.5) wherein R.sup.5 represents a C.sub.1-12 alkyl group, a C.sub.1-12 alkyl group, a C.sub.2-12 alkenyl group, a C.sub.2-12 alkynyl group and a phenyl group.

(188) 14. The perfluoro(poly)ether group containing silane compound according to any one of embodiments 1-13 wherein Y is, each independently at each occurrence, a hydroxyl group or an —O(R.sup.5) wherein R.sup.5 represents a C.sub.1-12 alkyl group.

(189) 15. The perfluoro(poly)ether group containing silane compound according to any one of embodiments 1-13 wherein n is 3 in Q.

(190) 16. The perfluoro(poly)ether group containing silane compound according to any one of embodiments 1-15 wherein

(191) A is a C.sub.1-16 perfluoroalkyl group;

(192) Rf is a group of the following formula (a) or (b):
—(OC.sub.3F.sub.6).sub.b—  (a)

(193) wherein b is an integer of 1 or more and 200 or less; or
—(OC.sub.4F.sub.8).sub.a—(OC.sub.3F.sub.6).sub.b—(OC.sub.2F.sub.4).sub.c—(OCF.sub.2).sub.d—  (b)

(194) wherein a and b are each independently an integer of 0 or more and 30 or less, c and d are each independently an integer of 1 or more and 200 or less, the sum of a, b, c and d is 10 or more and 200 or less, and the occurrence order of the respective repeating units in parentheses with the subscript a, b, c or d is not limited in the formula;

(195) X is a C.sub.1-20 alkylene group, —(CH.sub.2).sub.s—O—(CH.sub.2).sub.t—, —(CH.sub.2).sub.s—(Si(R.sup.3).sub.2O).sub.m—Si(R.sup.3).sub.2—(CH.sub.2).sub.t— or —(CH.sub.2).sub.s—O—(CH.sub.2).sub.u—(Si(R.sup.3).sub.2O).sub.m—Si(R.sup.3).sub.2—(CH.sub.2).sub.t—

(196) wherein s is an integer of 1-20,

(197) t is an integer of 1-20,

(198) R.sup.3 represents, each independently at each occurrence, a C.sub.1-6 alkyl group,

(199) m is an integer of 1-100, and

(200) u is an integer of 1-20;

(201) n is 3, and

(202) k is 3.

(203) 17. The perfluoro(poly)ether group containing silane compound according to any one of embodiments 1-16 wherein a number average molecular weight of the A-Rf— moiety is 500-30,000.

(204) 18. The perfluoro(poly)ether group containing silane compound according to any one of embodiments 1-17 which has a number average molecular weight of 2,000˜32,000.

(205) 19. A process for producing the perfluoro(poly)ether group containing silane compound of the formula (1a) or the formula (1b) according to embodiment 1, which comprises the following steps:

(206) Step (1): reacting a compound of the formula (1a-1) or the formula (1b-1):
A-Rf—X′—CH═CH.sub.2  (1a-1)
CH.sub.2═CH—X′—Rf—X′—CH═CH.sub.2  (1b-1)
wherein A and Rf are as defined in embodiment 1, and X′ represents a divalent organic group;
with HSiM.sub.3 wherein M is each independently a halogen atom or a C.sub.1-6 alkoxy group, to obtain a compound of the formula (1a-2) or the formula (1b-2):
A-Rf—X′—CH.sub.2—CH.sub.2—SiM.sub.3  (1a-2)
M.sub.3Si—CH.sub.2—X′—Rf—X′—CH.sub.2—CH.sub.2-SiM.sub.3  (1b-2)
herein A, Rf, X′ and M are as defined above;

(207) Step (2): reacting a compound of the formula (1a-2) or the formula (1b-2) with a compound of

(208) Formula: Hal-J-Z′—CH═CH.sub.2 wherein Z′ represents a bond or a divalent organic group, J represents Mg, Cu, Pd or Zn, and Hal represents a halogen atom, and optionally

(209) a compound of

(210) Formula: Y.sub.hL wherein Y is as defined in embodiment 1, L represents a group which is able to bind to Y, and h is an integer of 1-3, to obtain a compound of the formula (1a-3) or the formula (1b-3):
A-Rf—X′—CH.sub.2—CH.sub.2—Si(Y.sub.3-k′)(—Z′—CH═CH.sub.2).sub.k′  (1a-3)
(CH.sub.2═CH—Z′—).sub.k′(Y.sub.3-k′)Si—CH.sub.2—CH.sub.2—X′—Rf—* *X′—CH.sub.2—CH.sub.2—Si(Y.sub.3-k′)(—Z′—CH═CH.sub.2).sub.k′  (1b-3)

(211) wherein A, Rf, X′, Y and Z′ are as defined above, and k′ is an integer of 1-3; and

(212) Step (3): reacting a compound of the formula (1a-3) or the formula (1b-3) with HSiM.sub.3 wherein M is as defined above, and optionally

(213) a compound of

(214) Formula: R.sup.1.sub.iL′ wherein R.sup.1 is as defined in embodiment 1, L′ represents a group which is able to bind to R.sup.1, and i is an integer of 1-3, and/or

(215) a compound of

(216) Formula: R.sup.2′.sub.jL″ wherein R.sup.2′ represents a C.sub.1-22 alkyl group, L″ represents a group which is able to bind to R.sup.2′, and j is an integer of 1-3.

(217) 20. A process for producing the perfluoro(poly)ether group containing silane compound of the formula (1a) or the formula (1b) according to embodiment 1, which comprises the following steps:

(218) Step (1): reacting a compound of the formula (1a-1) or the formula (1b-1):
A-Rf—X′—CH═CH.sub.2  (1a-1)
CH.sub.2═CH—X′—Rf—X′—CH═CH.sub.2  (1b-1)
wherein A and Rf are as defined in embodiment 1, and X′ represents a divalent organic group;
with HSiM.sub.3 wherein M is each independently a halogen atom or a C.sub.1-6 alkoxy group, to obtain a compound of the formula (1a-2) or the formula (1b-2):
A-Rf—X′—CH.sub.2—CH.sub.2—SiM.sub.3  (1a-2)
M.sub.3Si—CH.sub.2—CH.sub.2—X′—Rf—X′—CH.sub.2—CH.sub.2—SiM.sub.3  (1b-2)
herein A, Rf, X′ and M are as defined above;

(219) Step (2′): reacting a compound of the formula (1a-2) or the formula (1b-2) with a compound of

(220) Formula: G-Z′—CH═CH.sub.2 wherein Z′ represents a bond or a divalent organic group, G represents Li, Na or K, and optionally,

(221) a compound of

(222) Formula: Y.sub.hL wherein Y is as defined in embodiment 1, L represents a group which is able to bind to Y, and h is an integer of 1-3

(223) to obtain a compound of the formula (1a-3) or the formula (1b-3):
A-Rf—X′—CH.sub.2—CH.sub.2—Si(Y.sub.3-k′)(—Z′—CH═CH.sub.2).sub.k′  (1a-3)
(CH.sub.2═CH—Z′—).sub.k′(Y.sub.3-k′)Si—CH.sub.2—CH.sub.2—X′—Rf—* *X′—CH.sub.2—CH.sub.2—Si(Y.sub.3-k′)(—Z′—CH═CH.sub.2).sub.k′  (1b-3)

(224) wherein A, Rf, X′, Y and Z′ is as defined above, and k′ is an integer of 1-3; and

(225) Step (3): reacting a compound of the formula (1a-3) or the formula (1b-3) with HSiM.sub.3 wherein M is as defined above, and optionally

(226) a compound of

(227) Formula: R.sup.1.sub.iL′ wherein R.sup.1 is as defined in embodiment 1, L′ represents a group which is able to bind to R.sup.1, and i is an integer of 1-3, and/or

(228) a compound of

(229) Formula: R.sup.2′.sub.jL″ wherein R.sup.2′ represents a C.sub.1-22 alkyl group, L″ represents a group which is able to bind to R.sup.2′, and j is an integer of 1-3.

(230) 21. A compound of the formula (1a-3′) or the formula (1b-3′):
A-Rf—X—Si(Y.sub.3-k′)(—Z′—CH═CH.sub.2).sub.k′  (1a-3′)
(CH.sub.2═CH—Z′—).sub.k′(Y.sub.3-k′)Si—X—Rf—* *X—Si(Y.sub.3-k′)(—Z′—CH═CH.sub.2).sub.k′  (1b-3′)

(231) wherein A represents a C.sub.1-16 alkyl which may be substituted by one or more fluorine atoms;

(232) Rf represents —(OC.sub.4F.sub.8).sub.a—(OC.sub.3F.sub.6).sub.b—(OC.sub.2F.sub.4).sub.c—(OCF.sub.2).sub.d—

(233) wherein a, b, c and d are each independently an integer of 0 or more and 200 or less, the sum of a, b, c and d is 1 or more, and the occurrence order of the respective repeating units in parentheses with the subscript a, b, c or d is not limited in the formula;

(234) X represents a divalent organic group;

(235) Y represents a hydroxyl group, a hydrolyzable group, or a hydrocarbon group; and

(236) Z′ is a bond or a divalent organic group.

(237) 22. A process for producing the compound of the formula (1a-3′) or the formula (1b-3′) according to embodiment 21 which comprises a step of:

(238) reacting a compound of the formula (1a-2′) or the formula (1b-2′):
A-Rf—X—SiM.sub.3  (1a-2′)
M.sub.3Si—X—Rf—X—SiM.sub.3  (1b-2)

(239) wherein A, Rf, and X are as defined in embodiment 21, M is a halogen atom or a C.sub.1-6 alkoxy group,

(240) with a compound of

(241) Formula: Hal-J-Z′—CH═CH.sub.2 wherein Z′ is as defined in embodiment 6, J represents Mg, Cu, Pd or Zn, and Hal represents a halogen atom, and optionally

(242) a compound of

(243) Formula: Y.sub.hL wherein Y is as defined in embodiment 1, L represents a group which is able to bind to Y, and h is an integer of 1-3.

(244) 23. A process for producing the compound of the formula (1a-3′) or the formula (1b-3′) according to embodiment 21 which comprises a step of:

(245) reacting a compound of the formula (1a-2′) or the formula (1b-2′):
A-Rf—X—SiM.sub.3  (1a-2′)
M.sub.3Si—X—Rf—X—SiM.sub.3  (1b-2)

(246) wherein A, Rf, and X are as defined in embodiment 21, and M is a halogen atom or a C.sub.1-6 alkoxy group,

(247) with a compound of

(248) Formula: G-Z′—CH═CH.sub.2 wherein Z′ represents a bond or a divalent organic group, and G represents Li, Na or K, and optionally

(249) a compound of

(250) Formula: Y.sub.hL wherein Y is as defined in embodiment 1, L is represents a group which is able to bind to Y, and h is an integer of 1-3.

(251) 24. A surface-treating agent comprising at least one the perfluoro(poly)ether group containing silane compound of the formula (1a) and/or the formula (1b) according to any one of embodiments 1-18.

(252) 25. The surface-treating agent according to embodiment 24 which further comprises one or more component selected form a fluorine-containing oil, a silicone oil and a catalyst.

(253) 26. The surface-treating agent according to embodiment wherein the fluorine-containing oil is one or more compounds of the formula (3):
R.sup.21—(OC.sub.4F.sub.8).sub.a′—(OC.sub.3F.sub.6).sub.b′—(OC.sub.2F.sub.4).sub.c′—(OCF.sub.2).sub.d′—R.sup.22  (3)
wherein:

(254) R.sup.21 represents an alkyl group having 1 to 16 carbon atoms which may be substituted by one or more fluorine atoms;

(255) R.sup.22 represents an alkyl group having 1 to 16 carbon atoms which may be substituted by one or more fluorine atoms, a hydrogen atom or a fluorine atom; and

(256) a′, b′, c′ and d′ represent the repeating number of each of four repeating units of perfluoro(poly)ether which constitute a main backbone of the polymer, and are each independently an integer of 0 or more and 300 or less, the sum of a′, b′, c′ and d′ is 1 or more, and the occurrence order of the respective repeating units in parentheses with the subscript a′, b′, c′ and d′ is not limited in the formula.

(257) 27. The surface-treating agent according to embodiment 25 or embodiment 26 wherein the fluorine-containing oil is one or more compounds of the formula (3a) or (3b):
R.sup.21—(OCF.sub.2CF.sub.2CF.sub.2).sub.b″—R.sup.22  (3a)
R.sup.21—(OCF.sub.2CF.sub.2CF.sub.2CF.sub.2).sub.a′—(OCF.sub.2CF.sub.2CF.sub.2).sub.b″—(OCF.sub.2CF.sub.2).sub.c′—(OCF.sub.2).sub.d′R.sup.22  (3b)
wherein:

(258) R.sup.21 represents an alkyl group having 1 to 16 carbon atoms which may be substituted by one or more fluorine atoms;

(259) R.sup.22 represents an alkyl group having 1 to 16 carbon atoms which may be substituted by one or more fluorine atoms, a hydrogen atom or a fluorine atom; and

(260) in the formula (3a), b″ is an integer of 1 or more and 100 or less;

(261) in the formula (3b), a″ and b″ are each independently an integer of 0 or more and 30 or less, and c″ and d″ are each independently an integer of 1 or more and 300 or less; and

(262) the occurrence order of the respective repeating units in parentheses with the subscript a″, b″, c″ or d″ is not limited in the formula.

(263) 28. The surface-treating agent according to embodiment 27 which comprises one or more compounds of the formula (3b).

(264) 29. The surface-treating agent according to embodiment 27 or 28 which comprises the compound of the formula (3a) and the compound of the formula (3b) at a mass ratio of 1:1-1:30.

(265) 30. The surface-treating agent according to any one of embodiments 27-29 which comprises the compound of the formula (3a) and the compound of the formula (3b) at a mass ratio of 1:1-1:10.

(266) 31. The surface-treating agent according to any one of embodiments 28-30 wherein a mass ratio of at least one the perfluoro(poly)ether group containing silane compound of the formula (1a) or the formula (1b) according to embodiments 1-4 and the compound of the formula (3b) is 4:1-1:4.

(267) 32. The surface-treating agent according to any one of embodiments 27-31 wherein the compound of the formula (3a) has a number average molecular weight of 2,000-8,000.

(268) 33. The surface-treating agent according to any one of embodiments 27-31 wherein the compound of the formula (3b) has a number average molecular weight of 2,000-30,000.

(269) 34. The surface-treating agent according to any one of embodiments 27-31 wherein the compound of the formula (3b) has a number average molecular weight of 8,000-30,000.

(270) 35. The surface-treating agent according to any one of embodiments 24-34 which further comprises a solvent.

(271) 36. The surface-treating agent according to any one of embodiments 24-35 which is used as an antifouling-coating agent.

(272) 37. The surface-treating agent according to any one of embodiments 24-36 for vacuum deposition.

(273) 38. A pellet comprising the surface-treating agent according to any one of embodiments 24-37.

(274) 39. An article comprising a base material and a layer which is formed on a surface of the base material from the compound according to any one of embodiments 1-18 or the surface-treating agent according to any one of embodiments 24-37.

(275) 40. The article according to embodiment 39 which is an optical member.

(276) 41. The article according to embodiment 39 which is a display.